# Electronic Supplementary Material (ESI) for New Journal of Chemistry. # This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_shelx _database_code_depnum_ccdc_archive 'CCDC 1511787' _audit_update_record ; 2016-10-26 deposited with the CCDC. 2017-03-15 downloaded from the CCDC. ; _audit_creation_date 2015-08-04T16:32:50-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic "N,N'-dimethyl-3,3'-biquinoxalinium bis tetrafluroborate, acetonitrile" _chemical_formula_moiety 'C18 H16 N4, 2(B F4), C2 N ' _chemical_formula_sum 'C20 H16 B2 F8 N5 ' _chemical_formula_weight 500 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.372(2) _cell_length_b 12.2295(10) _cell_length_c 11.3742(14) _cell_angle_alpha 90 _cell_angle_beta 124.421(8) _cell_angle_gamma 90 _cell_volume 2222.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 5166 _cell_measurement_theta_min 2.09 _cell_measurement_theta_max 27.21 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellowish _exptl_crystal_size_max 0.385 _exptl_crystal_size_mid 0.367 _exptl_crystal_size_min 0.344 _exptl_crystal_density_diffrn 1.494 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.137 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate ( 34 cm diameter )' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm fine focus' _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_source_power 2.000 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'planar graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_radiation_collimation '0.5 mm, multiple pinhole' _diffrn_ambient_temperature 291 _diffrn_measurement_method 'rotation method' _diffrn_measurement_details ; 208 frames, detector distance = 115 mm ; _diffrn_reflns_av_R_equivalents 0.0217 _diffrn_reflns_number 5009 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.097 _diffrn_reflns_theta_max 27.415 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_full 0.967 _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_Laue_measured_fraction_full 0.967 _diffrn_reflns_Laue_measured_fraction_max 0.964 _diffrn_reflns_point_group_measured_fraction_full 0.967 _diffrn_reflns_point_group_measured_fraction_max 0.964 _reflns_number_total 2438 _reflns_number_gt 1793 _reflns_threshold_expression 'I > 2\s(I)' #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1326P)^2^+0.3066P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2438 _refine_ls_number_parameters 194 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0759 _refine_ls_R_factor_gt 0.0617 _refine_ls_wR_factor_ref 0.2111 _refine_ls_wR_factor_gt 0.1964 _refine_ls_goodness_of_fit_ref 1.132 _refine_ls_restrained_S_all 1.132 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.308 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.039 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.63799(15) 0.36049(16) 0.7139(3) 0.0699(6) Uani 1 d . . H1A H 0.6509 0.4325 0.6978 0.105 Uiso 1 calc . . H1B H 0.669 0.3467 0.8145 0.105 Uiso 1 calc . . H1C H 0.5792 0.3554 0.6734 0.105 Uiso 1 calc . . C2 C 0.70161(11) 0.31004(14) 0.59014(18) 0.0529(4) Uani 1 d . . H2 H 0.714 0.3836 0.5909 0.063 Uiso 1 calc . . C3 C 0.72634(11) 0.23182(13) 0.52926(17) 0.0513(4) Uani 1 d . . C4 C 0.66756(11) 0.09510(14) 0.58152(17) 0.0535(4) Uani 1 d . . C5 C 0.64979(14) -0.01675(15) 0.5791(2) 0.0628(5) Uani 1 d . . H5 H 0.6654 -0.0667 0.5364 0.075 Uiso 1 calc . . C6 C 0.60990(14) -0.05175(17) 0.6391(2) 0.0669(5) Uani 1 d . . H6 H 0.5981 -0.1257 0.6374 0.08 Uiso 1 calc . . C7 C 0.58635(14) 0.02347(18) 0.7038(2) 0.0689(5) Uani 1 d . . H7 H 0.5596 -0.0021 0.7453 0.083 Uiso 1 calc . . C8 C 0.60148(13) 0.13218(17) 0.7077(2) 0.0638(5) Uani 1 d . . H8 H 0.5851 0.1808 0.7504 0.077 Uiso 1 calc . . C9 C 0.64245(11) 0.16970(14) 0.64559(17) 0.0528(4) Uani 1 d . . C10 C 0.5 0.2969(3) 0.25 0.0783(8) Uani 1 d . . C11 C 0.5 0.4149(3) 0.25 0.1217(17) Uani 1 d . . N1 N 0.66110(10) 0.27841(11) 0.64567(15) 0.0531(4) Uani 1 d . . N2 N 0.70919(10) 0.12754(12) 0.52405(15) 0.0554(4) Uani 1 d . . N3 N 0.5 0.2058(3) 0.25 0.1145(13) Uani 1 d . . B1 B 0.86709(18) 0.1537(2) 0.9571(2) 0.0704(6) Uani 1 d . . F1 F 0.83730(19) 0.05982(15) 0.9715(3) 0.1401(9) Uani 1 d . . F2A F 0.8642(5) 0.1577(5) 0.8394(6) 0.143(2) Uani 0.701(14) d . . F2B F 0.8358(11) 0.1924(16) 0.8379(13) 0.218(11) Uani 0.299(14) d . . F3A F 0.8095(2) 0.2321(2) 0.9432(5) 0.1073(14) Uani 0.640(8) d . . F3B F 0.9395(7) 0.0960(11) 0.9701(17) 0.214(6) Uani 0.360(8) d . . F4A F 0.9359(2) 0.1837(6) 1.0743(5) 0.150(2) Uani 0.735(13) d . . F4B F 0.903(2) 0.2223(13) 1.058(2) 0.197(10) Uani 0.265(13) d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0840(14) 0.0560(10) 0.0961(14) -0.0066(9) 0.0667(12) 0.0017(9) C2 0.0561(9) 0.0477(8) 0.0595(9) 0.0022(6) 0.0356(8) 0.0013(7) C3 0.0555(9) 0.0481(9) 0.0524(8) 0.0022(6) 0.0317(7) 0.0020(7) C4 0.0565(10) 0.0502(9) 0.0553(8) 0.0024(6) 0.0325(8) 0.0002(7) C5 0.0735(12) 0.0499(9) 0.0700(10) 0.0009(7) 0.0436(9) -0.0023(8) C6 0.0732(12) 0.0549(10) 0.0767(11) 0.0040(8) 0.0448(10) -0.0070(8) C7 0.0694(12) 0.0702(12) 0.0788(12) 0.0072(9) 0.0490(11) -0.0060(9) C8 0.0655(11) 0.0653(11) 0.0726(11) 0.0014(8) 0.0464(10) -0.0014(9) C9 0.0525(9) 0.0515(9) 0.0558(8) 0.0036(6) 0.0315(7) -0.0002(7) C10 0.076(2) 0.0679(19) 0.092(2) 0 0.0482(17) 0 C11 0.161(5) 0.060(2) 0.146(4) 0 0.088(4) 0 N1 0.0567(8) 0.0490(8) 0.0599(8) 0.0014(5) 0.0368(7) 0.0035(6) N2 0.0643(9) 0.0495(8) 0.0594(8) 0.0002(6) 0.0393(7) -0.0005(6) N3 0.125(3) 0.069(2) 0.183(4) 0 0.107(3) 0 B1 0.0814(16) 0.0592(12) 0.0645(12) 0.0013(9) 0.0376(12) -0.0030(10) F1 0.211(3) 0.0672(10) 0.185(2) -0.0060(10) 0.137(2) -0.0255(12) F2A 0.214(6) 0.155(4) 0.116(3) -0.017(3) 0.126(4) -0.020(3) F2B 0.141(9) 0.209(12) 0.097(7) 0.096(8) -0.057(7) -0.092(8) F3A 0.105(2) 0.0735(17) 0.127(3) 0.0062(15) 0.056(2) 0.0287(14) F3B 0.147(7) 0.238(12) 0.270(13) -0.031(11) 0.124(9) 0.025(8) F4A 0.0683(19) 0.212(5) 0.105(2) -0.017(3) 0.0094(18) -0.014(2) F4B 0.40(3) 0.130(8) 0.182(12) -0.106(8) 0.239(17) -0.150(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.484(2) . ? C2 N1 1.313(2) . ? C2 C3 1.414(2) . ? C3 N2 1.311(2) . ? C3 C3 1.473(3) 7_656 ? C4 N2 1.353(2) . ? C4 C5 1.407(3) . ? C4 C9 1.414(3) . ? C5 C6 1.358(3) . ? C6 C7 1.406(3) . ? C7 C8 1.357(3) . ? C8 C9 1.405(3) . ? C9 N1 1.377(2) . ? C10 N3 1.115(5) . ? C10 C11 1.442(5) . ? B1 F2B 1.225(10) . ? B1 F4B 1.263(10) . ? B1 F4A 1.296(4) . ? B1 F2A 1.309(4) . ? B1 F1 1.336(3) . ? B1 F3A 1.411(4) . ? B1 F3B 1.502(10) . ? F2A F2B 0.69(3) . ? F2A F3B 1.568(15) . ? F2B F3A 1.62(3) . ? F3A F4B 1.53(3) . ? F3B F4A 1.629(13) . ? F4A F4B 0.72(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C2 C3 119.75(16) . . ? N2 C3 C2 122.21(16) . . ? N2 C3 C3 118.66(18) . 7_656 ? C2 C3 C3 119.12(19) . 7_656 ? N2 C4 C5 118.78(16) . . ? N2 C4 C9 122.15(16) . . ? C5 C4 C9 119.06(17) . . ? C6 C5 C4 119.94(18) . . ? C5 C6 C7 120.16(19) . . ? C8 C7 C6 122.01(19) . . ? C7 C8 C9 118.49(19) . . ? N1 C9 C8 122.51(16) . . ? N1 C9 C4 117.16(15) . . ? C8 C9 C4 120.32(17) . . ? N3 C10 C11 180 . . ? C2 N1 C9 120.77(14) . . ? C2 N1 C1 119.41(15) . . ? C9 N1 C1 119.78(15) . . ? C3 N2 C4 117.93(15) . . ? F2B B1 F4B 114.7(13) . . ? F2B B1 F4A 127.3(6) . . ? F4B B1 F4A 32.8(13) . . ? F2B B1 F2A 31.2(13) . . ? F4B B1 F2A 125.5(5) . . ? F4A B1 F2A 117.7(4) . . ? F2B B1 F1 119.4(6) . . ? F4B B1 F1 121.1(5) . . ? F4A B1 F1 112.5(3) . . ? F2A B1 F1 112.7(3) . . ? F2B B1 F3A 75.4(15) . . ? F4B B1 F3A 69.4(15) . . ? F4A B1 F3A 102.2(4) . . ? F2A B1 F3A 106.6(4) . . ? F1 B1 F3A 103.2(3) . . ? F2B B1 F3B 98.0(15) . . ? F4B B1 F3B 102.4(15) . . ? F4A B1 F3B 70.8(6) . . ? F2A B1 F3B 67.4(6) . . ? F1 B1 F3B 91.7(6) . . ? F3A B1 F3B 165.1(6) . . ? F2B F2A B1 67.6(12) . . ? F2B F2A F3B 128.6(14) . . ? B1 F2A F3B 62.2(5) . . ? F2A F2B B1 81.2(9) . . ? F2A F2B F3A 138.5(12) . . ? B1 F2B F3A 57.5(11) . . ? B1 F3A F4B 50.7(5) . . ? B1 F3A F2B 47.1(5) . . ? F4B F3A F2B 83.4(6) . . ? B1 F3B F2A 50.4(4) . . ? B1 F3B F4A 48.7(4) . . ? F2A F3B F4A 88.4(6) . . ? F4B F4A B1 71.1(13) . . ? F4B F4A F3B 129.0(15) . . ? B1 F4A F3B 60.5(5) . . ? F4A F4B B1 76.1(8) . . ? F4A F4B F3A 135.9(13) . . ? B1 F4B F3A 59.9(11) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N2 1.0(3) . . . . ? N1 C2 C3 C3 -178.42(18) . . . 7_656 ? N2 C4 C5 C6 178.41(17) . . . . ? C9 C4 C5 C6 -0.7(3) . . . . ? C4 C5 C6 C7 -0.1(3) . . . . ? C5 C6 C7 C8 0.7(3) . . . . ? C6 C7 C8 C9 -0.4(3) . . . . ? C7 C8 C9 N1 -179.37(18) . . . . ? C7 C8 C9 C4 -0.4(3) . . . . ? N2 C4 C9 N1 0.9(3) . . . . ? C5 C4 C9 N1 179.99(16) . . . . ? N2 C4 C9 C8 -178.16(16) . . . . ? C5 C4 C9 C8 0.9(3) . . . . ? C3 C2 N1 C9 0.1(3) . . . . ? C3 C2 N1 C1 177.87(17) . . . . ? C8 C9 N1 C2 178.05(17) . . . . ? C4 C9 N1 C2 -1.0(2) . . . . ? C8 C9 N1 C1 0.3(3) . . . . ? C4 C9 N1 C1 -178.74(17) . . . . ? C2 C3 N2 C4 -1.1(3) . . . . ? C3 C3 N2 C4 178.34(18) 7_656 . . . ? C5 C4 N2 C3 -178.96(17) . . . . ? C9 C4 N2 C3 0.1(3) . . . . ? F4B B1 F2A F2B -79(2) . . . . ? F4A B1 F2A F2B -116.9(13) . . . . ? F1 B1 F2A F2B 109.6(12) . . . . ? F3A B1 F2A F2B -3.0(13) . . . . ? F3B B1 F2A F2B -168.5(14) . . . . ? F2B B1 F2A F3B 168.5(14) . . . . ? F4B B1 F2A F3B 89(2) . . . . ? F4A B1 F2A F3B 51.6(7) . . . . ? F1 B1 F2A F3B -81.9(6) . . . . ? F3A B1 F2A F3B 165.5(6) . . . . ? F3B F2A F2B B1 -13.0(16) . . . . ? B1 F2A F2B F3A 3.7(16) . . . . ? F3B F2A F2B F3A -9(3) . . . . ? F4B B1 F2B F2A 118.3(19) . . . . ? F4A B1 F2B F2A 82.6(19) . . . . ? F1 B1 F2B F2A -85.8(13) . . . . ? F3A B1 F2B F2A 177.1(13) . . . . ? F3B B1 F2B F2A 10.7(13) . . . . ? F4B B1 F2B F3A -58.7(15) . . . . ? F4A B1 F2B F3A -94.4(13) . . . . ? F2A B1 F2B F3A -177.1(13) . . . . ? F1 B1 F2B F3A 97.2(9) . . . . ? F3B B1 F2B F3A -166.3(6) . . . . ? F2B B1 F3A F4B -124.0(7) . . . . ? F4A B1 F3A F4B 1.7(6) . . . . ? F2A B1 F3A F4B -122.4(6) . . . . ? F1 B1 F3A F4B 118.6(5) . . . . ? F3B B1 F3A F4B -59(2) . . . . ? F4B B1 F3A F2B 124.0(7) . . . . ? F4A B1 F3A F2B 125.7(6) . . . . ? F2A B1 F3A F2B 1.6(7) . . . . ? F1 B1 F3A F2B -117.4(5) . . . . ? F3B B1 F3A F2B 65(2) . . . . ? F2A F2B F3A B1 -4.4(19) . . . . ? F2A F2B F3A F4B 36(2) . . . . ? B1 F2B F3A F4B 40.2(6) . . . . ? F2B B1 F3B F2A -6.0(8) . . . . ? F4B B1 F3B F2A -123.6(7) . . . . ? F4A B1 F3B F2A -132.8(6) . . . . ? F1 B1 F3B F2A 114.0(4) . . . . ? F3A B1 F3B F2A -69(2) . . . . ? F2B B1 F3B F4A 126.8(7) . . . . ? F4B B1 F3B F4A 9.2(8) . . . . ? F2A B1 F3B F4A 132.8(6) . . . . ? F1 B1 F3B F4A -113.3(4) . . . . ? F3A B1 F3B F4A 64(3) . . . . ? F2B F2A F3B B1 13.6(17) . . . . ? F2B F2A F3B F4A -19.8(19) . . . . ? B1 F2A F3B F4A -33.5(4) . . . . ? F2B B1 F4A F4B 78(2) . . . . ? F2A B1 F4A F4B 113.4(11) . . . . ? F1 B1 F4A F4B -113.0(10) . . . . ? F3A B1 F4A F4B -3.0(11) . . . . ? F3B B1 F4A F4B 163.3(13) . . . . ? F2B B1 F4A F3B -85.4(19) . . . . ? F4B B1 F4A F3B -163.3(13) . . . . ? F2A B1 F4A F3B -50.0(7) . . . . ? F1 B1 F4A F3B 83.6(7) . . . . ? F3A B1 F4A F3B -166.3(7) . . . . ? B1 F3B F4A F4B -20.4(16) . . . . ? F2A F3B F4A F4B 14.1(18) . . . . ? F2A F3B F4A B1 34.5(4) . . . . ? F3B F4A F4B B1 18.7(14) . . . . ? B1 F4A F4B F3A 3.9(14) . . . . ? F3B F4A F4B F3A 23(3) . . . . ? F2B B1 F4B F4A -121.1(18) . . . . ? F2A B1 F4B F4A -87.0(16) . . . . ? F1 B1 F4B F4A 83.5(13) . . . . ? F3A B1 F4B F4A 176.9(11) . . . . ? F3B B1 F4B F4A -16.1(12) . . . . ? F2B B1 F4B F3A 62.1(15) . . . . ? F4A B1 F4B F3A -176.9(11) . . . . ? F2A B1 F4B F3A 96.1(12) . . . . ? F1 B1 F4B F3A -93.4(10) . . . . ? F3B B1 F4B F3A 167.0(7) . . . . ? B1 F3A F4B F4A -4.4(16) . . . . ? F2B F3A F4B F4A -42.0(19) . . . . ? F2B F3A F4B B1 -37.7(5) . . . . ? _iucr_refine_instructions_details ; TITL mbqn in C 2/c CELL 0.71073 19.3717 12.2295 11.3742 90.000 124.421 90.000 ZERR 4.00 0.0024 0.0010 0.0014 0.000 0.008 0.000 LATT 7 SYMM - X, Y, 1/2 - Z SFAC C H N B F UNIT 80 64 20 8 32 MERG 2 FMAP 2 PLAN 25 ACTA BOND CONF L.S. 50 WGHT 0.132600 0.306600 FVAR 1.41684 0.63954 0.12737 0.73528 0.13492 0.70080 0.12196 C1 1 0.637989 0.360488 0.713877 11.00000 0.08398 0.05597 = 0.09608 -0.00662 0.06672 0.00167 AFIX 137 H1A 2 0.650856 0.432461 0.697833 11.00000 -1.50000 H1B 2 0.669005 0.346653 0.814473 11.00000 -1.50000 H1C 2 0.579157 0.355444 0.673445 11.00000 -1.50000 AFIX 0 C2 1 0.701612 0.310039 0.590135 11.00000 0.05612 0.04774 = 0.05950 0.00225 0.03557 0.00126 AFIX 43 H2 2 0.713988 0.383612 0.590854 11.00000 -1.20000 AFIX 0 C3 1 0.726338 0.231821 0.529256 11.00000 0.05551 0.04809 = 0.05239 0.00220 0.03168 0.00200 C4 1 0.667562 0.095102 0.581524 11.00000 0.05650 0.05023 = 0.05531 0.00239 0.03247 0.00018 C5 1 0.649793 -0.016747 0.579078 11.00000 0.07348 0.04988 = 0.06999 0.00087 0.04360 -0.00225 AFIX 43 H5 2 0.665364 -0.066654 0.536384 11.00000 -1.20000 AFIX 0 C6 1 0.609901 -0.051754 0.639092 11.00000 0.07322 0.05486 = 0.07669 0.00401 0.04478 -0.00700 AFIX 43 H6 2 0.598121 -0.125685 0.637380 11.00000 -1.20000 AFIX 0 C7 1 0.586353 0.023471 0.703818 11.00000 0.06945 0.07022 = 0.07875 0.00718 0.04900 -0.00601 AFIX 43 H7 2 0.559591 -0.002058 0.745272 11.00000 -1.20000 AFIX 0 C8 1 0.601477 0.132182 0.707657 11.00000 0.06554 0.06529 = 0.07263 0.00142 0.04638 -0.00140 AFIX 43 H8 2 0.585083 0.180753 0.750420 11.00000 -1.20000 AFIX 0 C9 1 0.642454 0.169701 0.645586 11.00000 0.05252 0.05150 = 0.05583 0.00359 0.03149 -0.00018 C10 1 0.500000 0.296922 0.250000 10.50000 0.07586 0.06786 = 0.09229 0.00000 0.04819 0.00000 C11 1 0.500000 0.414871 0.250000 10.50000 0.16124 0.05991 = 0.14627 0.00000 0.08824 0.00000 N1 3 0.661097 0.278410 0.645672 11.00000 0.05667 0.04897 = 0.05989 0.00140 0.03677 0.00346 N2 3 0.709193 0.127543 0.524048 11.00000 0.06431 0.04948 = 0.05945 0.00024 0.03927 -0.00046 N3 3 0.500000 0.205764 0.250000 10.50000 0.12510 0.06874 = 0.18310 0.00000 0.10723 0.00000 B1 4 0.867091 0.153674 0.957134 11.00000 0.08139 0.05919 = 0.06450 0.00132 0.03756 -0.00295 F1 5 0.837299 0.059816 0.971525 11.00000 0.21064 0.06718 = 0.18490 -0.00603 0.13736 -0.02549 F2A 5 0.864175 0.157736 0.839367 61.00000 0.21359 0.15455 = 0.11637 -0.01738 0.12627 -0.02038 F2B 5 0.835844 0.192411 0.837908 -61.00000 0.14076 0.20925 = 0.09666 0.09592 -0.05685 -0.09231 F3A 5 0.809467 0.232107 0.943241 21.00000 0.10473 0.07346 = 0.12716 0.00622 0.05556 0.02870 F3B 5 0.939539 0.095985 0.970053 -21.00000 0.14667 0.23833 = 0.26953 -0.03103 0.12447 0.02480 F4A 5 0.935936 0.183696 1.074272 41.00000 0.06825 0.21195 = 0.10509 -0.01695 0.00937 -0.01439 F4B 5 0.903233 0.222288 1.057545 -41.00000 0.40352 0.12957 = 0.18188 -0.10615 0.23945 -0.14963 HKLF 4 REM mbqn in C 2/c REM R1 = 0.0617 for 1793 Fo > 4sig(Fo) and 0.0759 for all 2438 data REM 194 parameters refined using 0 restraints END ; # END of CIF _chemical_name_common Methylbiquinoxen _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: acetonitrile/diethylether' ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_shelx _database_code_depnum_ccdc_archive 'CCDC 1511789' _audit_update_record ; 2016-10-26 deposited with the CCDC. 2017-03-15 downloaded from the CCDC. ; _audit_creation_date 2015-07-23T11:03:59-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic "N,N'-dibenzyl-3,3'-biquinoxalinium bis(tetrafluoroborate), bis (acetonitrile) " _chemical_formula_moiety 'C30 H24 N4, 2(B F4), 2(C2 H3 N)' _chemical_formula_sum 'C34 H30 B2 F8 N6' _chemical_formula_weight 696.26 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6630(10) _cell_length_b 8.7810(10) _cell_length_c 22.282(2) _cell_angle_alpha 90 _cell_angle_beta 95.376(6) _cell_angle_gamma 90 _cell_volume 1687.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 5074 _cell_measurement_theta_min 1.84 _cell_measurement_theta_max 27.63 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.341 _exptl_crystal_size_mid 0.316 _exptl_crystal_size_min 0.309 _exptl_crystal_density_diffrn 1.37 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.113 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate ( 34 cm diameter )' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm fine focus' _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_source_power 2.000 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'planar graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_radiation_collimation '0.5 mm, multiple pinhole' _diffrn_ambient_temperature 291 _diffrn_measurement_method 'rotation method' _diffrn_measurement_details ; 130 frames, detector distance = 115 mm ; _diffrn_reflns_number 7569 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.452 _diffrn_reflns_theta_max 27.389 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_full 0.979 _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_Laue_measured_fraction_full 0.979 _diffrn_reflns_Laue_measured_fraction_max 0.975 _diffrn_reflns_point_group_measured_fraction_full 0.979 _diffrn_reflns_point_group_measured_fraction_max 0.975 _reflns_number_total 3732 _reflns_number_gt 2296 _reflns_threshold_expression 'I > 2\s(I)' #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_structure_solution 'SHELXS-86 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 2012)' _computing_publication_material 'WinGX publication routines (Farrugia, 2012)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_hydrogens mixed #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1239P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 3732 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0874 _refine_ls_R_factor_gt 0.0595 _refine_ls_wR_factor_ref 0.1985 _refine_ls_wR_factor_gt 0.1801 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.411 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.035 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1904(3) 0.0956(2) 0.42629(9) 0.0624(5) Uani 1 d . . C2 C 0.0701(2) 0.3153(2) 0.46873(9) 0.0596(5) Uani 1 d . . C3 C 0.0665(2) 0.4710(2) 0.48484(8) 0.0580(5) Uani 1 d . . C4 C 0.2984(2) 0.5112(2) 0.44704(9) 0.0573(5) Uani 1 d . . C5 C 0.4197(2) 0.6116(3) 0.43573(10) 0.0642(5) Uani 1 d . . C6 C 0.5487(3) 0.5564(3) 0.41276(10) 0.0677(5) Uani 1 d . . C7 C 0.5635(3) 0.4016(3) 0.40113(10) 0.0692(5) Uani 1 d . . C8 C 0.4481(2) 0.3005(3) 0.41093(9) 0.0636(5) Uani 1 d . . C9 C 0.3132(2) 0.3546(2) 0.43300(8) 0.0558(4) Uani 1 d . . C10 C 0.1804(2) 0.0742(2) 0.35921(9) 0.0590(5) Uani 1 d . . C11 C 0.0587(3) 0.1328(3) 0.32226(11) 0.0743(6) Uani 1 d . . C12 C 0.0545(4) 0.1098(4) 0.26039(13) 0.0956(9) Uani 1 d . . C13 C 0.1682(5) 0.0302(4) 0.23625(14) 0.0977(9) Uani 1 d . . C14 C 0.2869(4) -0.0298(4) 0.27247(14) 0.0922(8) Uani 1 d . . C15 C 0.2942(3) -0.0094(3) 0.33389(12) 0.0730(6) Uani 1 d . . C16 C -0.0929(6) 0.7197(5) 0.2745(2) 0.1324(13) Uani 1 d . . H16A H 0.0106 0.7443 0.2657 0.199 Uiso 1 calc . . H16B H -0.1386 0.8067 0.292 0.199 Uiso 1 calc . . H16C H -0.1538 0.6919 0.2379 0.199 Uiso 1 calc . . C17 C -0.0882(4) 0.5933(4) 0.31648(16) 0.0990(9) Uani 1 d . . B1 B 0.2678(3) 0.0351(3) 0.58750(13) 0.0706(6) Uani 1 d . . N1 N 0.18934(18) 0.26080(17) 0.44359(7) 0.0558(4) Uani 1 d . . N2 N 0.17509(19) 0.56668(18) 0.47335(7) 0.0593(4) Uani 1 d . . N3 N -0.0844(4) 0.4945(4) 0.34867(18) 0.1267(10) Uani 1 d . . F1 F 0.3129(3) 0.0245(5) 0.64574(10) 0.1815(14) Uani 1 d . . F2 F 0.1542(3) 0.1412(3) 0.57736(11) 0.1334(8) Uani 1 d . . F3 F 0.2062(3) -0.0968(2) 0.56658(18) 0.1703(12) Uani 1 d . . F4 F 0.39185(19) 0.0683(2) 0.55640(8) 0.1006(5) Uani 1 d . . H1A H 0.285(3) 0.056(3) 0.4459(11) 0.069(6) Uiso 1 d . . H1B H 0.099(3) 0.059(3) 0.4406(12) 0.075(7) Uiso 1 d . . H2 H -0.009(3) 0.249(3) 0.4755(12) 0.075(7) Uiso 1 d . . H5 H 0.406(3) 0.711(3) 0.4459(10) 0.065(6) Uiso 1 d . . H6 H 0.634(3) 0.626(3) 0.4064(12) 0.085(7) Uiso 1 d . . H7 H 0.663(4) 0.365(3) 0.3857(13) 0.094(8) Uiso 1 d . . H8 H 0.461(3) 0.198(3) 0.4052(11) 0.073(6) Uiso 1 d . . H11 H -0.017(3) 0.195(3) 0.3414(12) 0.087(8) Uiso 1 d . . H12 H -0.025(4) 0.161(4) 0.2377(15) 0.106(9) Uiso 1 d . . H13 H 0.178(4) 0.026(4) 0.1963(17) 0.105(10) Uiso 1 d . . H14 H 0.371(4) -0.101(4) 0.2545(16) 0.120(11) Uiso 1 d . . H15 H 0.385(3) -0.048(3) 0.3598(13) 0.080(7) Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0747(13) 0.0519(10) 0.0618(11) -0.0021(8) 0.0132(10) -0.0033(9) C2 0.0648(11) 0.0586(10) 0.0567(10) -0.0033(8) 0.0121(8) -0.0058(9) C3 0.0629(11) 0.0592(10) 0.0525(9) -0.0036(8) 0.0090(8) -0.0031(8) C4 0.0617(11) 0.0580(10) 0.0526(9) -0.0012(7) 0.0072(8) -0.0046(8) C5 0.0694(12) 0.0594(11) 0.0642(11) -0.0023(9) 0.0087(9) -0.0076(9) C6 0.0625(12) 0.0736(13) 0.0671(12) 0.0018(10) 0.0064(9) -0.0122(10) C7 0.0590(12) 0.0823(14) 0.0670(12) -0.0055(10) 0.0094(9) -0.0029(10) C8 0.0618(11) 0.0658(12) 0.0634(11) -0.0066(9) 0.0069(9) -0.0006(9) C9 0.0606(10) 0.0579(10) 0.0488(9) -0.0014(7) 0.0045(7) -0.0033(8) C10 0.0628(11) 0.0511(9) 0.0640(11) -0.0063(8) 0.0099(9) -0.0056(8) C11 0.0707(13) 0.0752(13) 0.0759(14) -0.0040(11) 0.0019(11) -0.0013(11) C12 0.101(2) 0.104(2) 0.0770(16) 0.0028(15) -0.0176(16) -0.0109(17) C13 0.120(2) 0.108(2) 0.0660(15) -0.0166(15) 0.0130(16) -0.0196(18) C14 0.103(2) 0.0936(18) 0.0843(17) -0.0277(14) 0.0297(16) -0.0097(15) C15 0.0731(13) 0.0710(13) 0.0758(14) -0.0115(10) 0.0121(11) 0.0023(10) C16 0.154(3) 0.105(2) 0.145(3) 0.024(2) 0.051(3) 0.008(2) C17 0.102(2) 0.089(2) 0.112(2) -0.0028(17) 0.0367(17) -0.0004(16) B1 0.0654(14) 0.0716(15) 0.0746(15) 0.0064(12) 0.0052(12) -0.0071(11) N1 0.0625(9) 0.0534(8) 0.0523(8) -0.0022(6) 0.0094(7) -0.0036(7) N2 0.0639(9) 0.0569(9) 0.0576(8) -0.0031(7) 0.0089(7) -0.0040(7) N3 0.144(3) 0.111(2) 0.131(2) 0.0176(19) 0.043(2) 0.011(2) F1 0.1062(15) 0.351(4) 0.0871(13) 0.0533(18) 0.0078(11) 0.032(2) F2 0.1236(15) 0.1317(16) 0.1468(18) 0.0340(13) 0.0222(13) 0.0489(12) F3 0.1269(16) 0.0987(14) 0.294(3) -0.0491(17) 0.0669(19) -0.0480(12) F4 0.0847(10) 0.1243(13) 0.0950(10) 0.0014(9) 0.0196(8) -0.0265(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C10 1.501(3) . ? C1 N1 1.501(2) . ? C2 N1 1.311(3) . ? C2 C3 1.415(3) . ? C3 N2 1.304(3) . ? C3 C3 1.479(4) 3_566 ? C4 N2 1.356(3) . ? C4 C5 1.413(3) . ? C4 C9 1.418(3) . ? C5 C6 1.361(3) . ? C6 C7 1.392(3) . ? C7 C8 1.370(3) . ? C8 C9 1.393(3) . ? C9 N1 1.390(3) . ? C10 C11 1.375(3) . ? C10 C15 1.390(3) . ? C11 C12 1.390(4) . ? C12 C13 1.360(5) . ? C13 C14 1.353(5) . ? C14 C15 1.376(4) . ? C16 C17 1.450(5) . ? C17 N3 1.124(4) . ? B1 F1 1.323(3) . ? B1 F3 1.341(3) . ? B1 F2 1.358(3) . ? B1 F4 1.364(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 C1 N1 112.06(16) . . ? N1 C2 C3 119.91(19) . . ? N2 C3 C2 122.61(19) . . ? N2 C3 C3 118.3(2) . 3_566 ? C2 C3 C3 119.0(2) . 3_566 ? N2 C4 C5 118.82(18) . . ? N2 C4 C9 122.32(17) . . ? C5 C4 C9 118.80(19) . . ? C6 C5 C4 119.7(2) . . ? C5 C6 C7 120.8(2) . . ? C8 C7 C6 121.4(2) . . ? C7 C8 C9 119.0(2) . . ? N1 C9 C8 122.98(18) . . ? N1 C9 C4 116.73(17) . . ? C8 C9 C4 120.28(18) . . ? C11 C10 C15 119.2(2) . . ? C11 C10 C1 121.2(2) . . ? C15 C10 C1 119.56(19) . . ? C10 C11 C12 119.1(3) . . ? C13 C12 C11 120.9(3) . . ? C14 C13 C12 120.2(3) . . ? C13 C14 C15 120.3(3) . . ? C14 C15 C10 120.3(3) . . ? N3 C17 C16 179.4(4) . . ? F1 B1 F3 110.6(3) . . ? F1 B1 F2 110.8(3) . . ? F3 B1 F2 106.1(2) . . ? F1 B1 F4 109.8(2) . . ? F3 B1 F4 108.3(3) . . ? F2 B1 F4 111.2(2) . . ? C2 N1 C9 120.51(16) . . ? C2 N1 C1 119.12(17) . . ? C9 N1 C1 120.37(17) . . ? C3 N2 C4 117.72(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N2 3.1(3) . . . . ? N1 C2 C3 C3 -177.8(2) . . . 3_566 ? N2 C4 C5 C6 176.01(18) . . . . ? C9 C4 C5 C6 -1.2(3) . . . . ? C4 C5 C6 C7 -1.0(3) . . . . ? C5 C6 C7 C8 1.6(3) . . . . ? C6 C7 C8 C9 0.0(3) . . . . ? C7 C8 C9 N1 179.19(17) . . . . ? C7 C8 C9 C4 -2.2(3) . . . . ? N2 C4 C9 N1 4.4(3) . . . . ? C5 C4 C9 N1 -178.52(16) . . . . ? N2 C4 C9 C8 -174.30(17) . . . . ? C5 C4 C9 C8 2.8(3) . . . . ? N1 C1 C10 C11 -57.5(3) . . . . ? N1 C1 C10 C15 124.0(2) . . . . ? C15 C10 C11 C12 -1.4(3) . . . . ? C1 C10 C11 C12 -179.9(2) . . . . ? C10 C11 C12 C13 0.2(4) . . . . ? C11 C12 C13 C14 0.8(5) . . . . ? C12 C13 C14 C15 -0.6(5) . . . . ? C13 C14 C15 C10 -0.6(4) . . . . ? C11 C10 C15 C14 1.6(4) . . . . ? C1 C10 C15 C14 -179.8(2) . . . . ? C3 C2 N1 C9 0.5(3) . . . . ? C3 C2 N1 C1 -179.43(17) . . . . ? C8 C9 N1 C2 174.70(18) . . . . ? C4 C9 N1 C2 -4.0(2) . . . . ? C8 C9 N1 C1 -5.3(3) . . . . ? C4 C9 N1 C1 175.98(16) . . . . ? C10 C1 N1 C2 112.9(2) . . . . ? C10 C1 N1 C9 -67.1(2) . . . . ? C2 C3 N2 C4 -2.6(3) . . . . ? C3 C3 N2 C4 178.2(2) 3_566 . . . ? C5 C4 N2 C3 -178.20(17) . . . . ? C9 C4 N2 C3 -1.1(3) . . . . ? _iucr_refine_instructions_details ; TITL bzbqn in P 21/n CELL 0.71073 8.6630 8.7810 22.2820 90.000 95.376 90.000 ZERR 4.00 0.0010 0.0010 0.0020 0.000 0.006 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H B N F UNIT 68 60 4 12 16 MERG 2 OMIT -1 5 5 OMIT -2 3 13 OMIT 3 1 10 OMIT 4 4 1 FMAP 2 PLAN 25 ACTA BOND CONF L.S. 20 WGHT 0.123900 FVAR 1.67751 C1 1 0.190413 0.095621 0.426292 11.00000 0.07472 0.05193 = 0.06177 -0.00209 0.01321 -0.00330 C2 1 0.070146 0.315291 0.468729 11.00000 0.06479 0.05862 = 0.05666 -0.00335 0.01214 -0.00585 C3 1 0.066478 0.471015 0.484835 11.00000 0.06285 0.05924 = 0.05249 -0.00358 0.00903 -0.00311 C4 1 0.298403 0.511168 0.447044 11.00000 0.06170 0.05799 = 0.05263 -0.00116 0.00723 -0.00462 C5 1 0.419705 0.611604 0.435725 11.00000 0.06945 0.05945 = 0.06419 -0.00232 0.00869 -0.00758 C6 1 0.548679 0.556367 0.412759 11.00000 0.06251 0.07362 = 0.06713 0.00176 0.00642 -0.01219 C7 1 0.563545 0.401560 0.401129 11.00000 0.05898 0.08233 = 0.06703 -0.00552 0.00935 -0.00286 C8 1 0.448108 0.300533 0.410926 11.00000 0.06182 0.06582 = 0.06336 -0.00658 0.00693 -0.00058 C9 1 0.313185 0.354598 0.433001 11.00000 0.06056 0.05785 = 0.04882 -0.00145 0.00447 -0.00329 C10 1 0.180423 0.074192 0.359206 11.00000 0.06277 0.05113 = 0.06400 -0.00626 0.00990 -0.00560 C11 1 0.058722 0.132816 0.322261 11.00000 0.07070 0.07525 = 0.07588 -0.00397 0.00187 -0.00134 C12 1 0.054478 0.109808 0.260389 11.00000 0.10076 0.10417 = 0.07696 0.00280 -0.01762 -0.01086 C13 1 0.168197 0.030155 0.236247 11.00000 0.11951 0.10827 = 0.06603 -0.01661 0.01295 -0.01957 C14 1 0.286930 -0.029831 0.272474 11.00000 0.10283 0.09360 = 0.08426 -0.02772 0.02966 -0.00975 C15 1 0.294171 -0.009416 0.333893 11.00000 0.07305 0.07103 = 0.07579 -0.01148 0.01209 0.00231 C16 1 -0.092874 0.719720 0.274462 11.00000 0.15358 0.10509 = 0.14543 0.02438 0.05125 0.00845 AFIX 137 H16A 2 0.010620 0.744284 0.265675 11.00000 -1.50000 H16B 2 -0.138601 0.806652 0.292014 11.00000 -1.50000 H16C 2 -0.153758 0.691902 0.237884 11.00000 -1.50000 AFIX 0 C17 1 -0.088167 0.593304 0.316482 11.00000 0.10155 0.08858 = 0.11194 -0.00277 0.03670 -0.00037 B1 3 0.267785 0.035148 0.587498 11.00000 0.06539 0.07162 = 0.07462 0.00643 0.00523 -0.00707 N1 4 0.189342 0.260797 0.443587 11.00000 0.06251 0.05342 = 0.05234 -0.00225 0.00945 -0.00358 N2 4 0.175094 0.566678 0.473353 11.00000 0.06390 0.05694 = 0.05761 -0.00315 0.00894 -0.00399 N3 4 -0.084382 0.494504 0.348672 11.00000 0.14408 0.11086 = 0.13094 0.01755 0.04343 0.01143 F1 5 0.312947 0.024532 0.645743 11.00000 0.10615 0.35104 = 0.08709 0.05328 0.00783 0.03160 F2 5 0.154210 0.141240 0.577362 11.00000 0.12358 0.13168 = 0.14679 0.03400 0.02216 0.04887 F3 5 0.206233 -0.096806 0.566575 11.00000 0.12690 0.09871 = 0.29413 -0.04909 0.06694 -0.04797 F4 5 0.391849 0.068268 0.556401 11.00000 0.08470 0.12434 = 0.09496 0.00137 0.01963 -0.02648 H1A 2 0.284788 0.055584 0.445901 11.00000 0.06854 H1B 2 0.099363 0.058536 0.440639 11.00000 0.07514 H2 2 -0.009344 0.249354 0.475462 11.00000 0.07471 H5 2 0.405785 0.711125 0.445911 11.00000 0.06465 H6 2 0.634050 0.626255 0.406373 11.00000 0.08458 H7 2 0.662980 0.365161 0.385690 11.00000 0.09444 H8 2 0.461358 0.198067 0.405228 11.00000 0.07262 H11 2 -0.016501 0.194917 0.341414 11.00000 0.08704 H12 2 -0.024924 0.160845 0.237675 11.00000 0.10559 H13 2 0.177607 0.025995 0.196330 11.00000 0.10467 H14 2 0.371245 -0.101246 0.254508 11.00000 0.11952 H15 2 0.384613 -0.047987 0.359836 11.00000 0.08003 HKLF 4 REM bzbqn in P 21/n REM R1 = 0.0595 for 2296 Fo > 4sig(Fo) and 0.0874 for all 3732 data REM 275 parameters refined using 0 restraints END ; # END of CIF _chemical_name_common 'Benzylbiquinoxen bis (tetrafluoroborate), bis (acetonitrile)' ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_shelx _database_code_depnum_ccdc_archive 'CCDC 1511788' _audit_update_record ; 2016-10-26 deposited with the CCDC. 2017-03-15 downloaded from the CCDC. ; _audit_creation_date 2015-07-14T16:06:18-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic "N,N'-diethyl-3,3'-biquinoxalinium bis(tetrafluoroborate)" _chemical_formula_moiety 'C20 H20 N4, 2(B F4)' _chemical_formula_sum 'C20 H20 B2 F8 N4' _chemical_formula_weight 490.02 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 9.371(4) _cell_length_b 14.361(7) _cell_length_c 15.685(6) _cell_angle_alpha 90 _cell_angle_beta 101.28(3) _cell_angle_gamma 90 _cell_volume 2069.9(15) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 7452 _cell_measurement_theta_min 1.32 _cell_measurement_theta_max 25.63 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour white _exptl_crystal_size_max 0.319 _exptl_crystal_size_mid 0.193 _exptl_crystal_size_min 0.127 _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.144 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate ( 34 cm diameter )' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm fine focus' _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_source_power 2.000 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'planar graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_radiation_collimation '0.5 mm, multiple pinhole' _diffrn_ambient_temperature 180 _diffrn_measurement_method 'rotation method' _diffrn_measurement_details ; 239 frames, detector distance = 130 mm ; _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_number 7293 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.631 _diffrn_reflns_theta_max 25.624 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_Laue_measured_fraction_full 0.987 _diffrn_reflns_Laue_measured_fraction_max 0.981 _diffrn_reflns_point_group_measured_fraction_full 0.987 _diffrn_reflns_point_group_measured_fraction_max 0.981 _reflns_number_total 1932 _reflns_number_gt 1621 _reflns_threshold_expression 'I > 2\s(I)' #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0481P)^2^+1.8430P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 1932 _refine_ls_number_parameters 155 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0486 _refine_ls_R_factor_gt 0.0389 _refine_ls_wR_factor_ref 0.1082 _refine_ls_wR_factor_gt 0.0981 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.416 _refine_diff_density_min -0.311 _refine_diff_density_rms 0.04 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.55236(17) 0.16528(12) 0.62468(11) 0.0328(4) Uani 1 d . . H1A H 0.51 0.2011 0.5736 0.039 Uiso 1 calc . . H1B H 0.5405 0.2005 0.6756 0.039 Uiso 1 calc . . C2 C 0.80092(18) 0.15189(11) 0.70232(11) 0.0296(4) Uani 1 d . . H2 H 0.7652 0.162 0.7528 0.035 Uiso 1 calc . . C3 C 0.95132(18) 0.13789(11) 0.70713(10) 0.0290(4) Uani 1 d . . C4 C 0.91591(17) 0.12395(10) 0.55923(11) 0.0289(4) Uani 1 d . . C5 C 0.97405(18) 0.11084(11) 0.48364(11) 0.0331(4) Uani 1 d . . H5 H 1.0739 0.1039 0.4881 0.04 Uiso 1 calc . . C6 C 0.8838(2) 0.10833(12) 0.40379(11) 0.0357(4) Uani 1 d . . H6 H 0.9223 0.0989 0.3541 0.043 Uiso 1 calc . . C7 C 0.7324(2) 0.11998(11) 0.39664(11) 0.0347(4) Uani 1 d . . H7 H 0.6723 0.1182 0.3419 0.042 Uiso 1 calc . . C8 C 0.67166(19) 0.13384(11) 0.46837(11) 0.0322(4) Uani 1 d . . H8 H 0.5718 0.1419 0.4626 0.039 Uiso 1 calc . . C9 C 0.76298(18) 0.13562(10) 0.55066(10) 0.0282(4) Uani 1 d . . C10 C 0.4736(2) 0.07333(13) 0.62338(12) 0.0395(4) Uani 1 d . . H1C H 0.517 0.0372 0.6732 0.059 Uiso 1 calc . . H10A H 0.4807 0.0399 0.5714 0.059 Uiso 1 calc . . H10C H 0.3731 0.0844 0.6247 0.059 Uiso 1 calc . . N1 N 0.71083(14) 0.15069(9) 0.62623(9) 0.0278(3) Uani 1 d . . N2 N 1.00831(15) 0.12515(9) 0.63778(9) 0.0300(3) Uani 1 d . . F1 F 0.79286(16) -0.05521(9) 0.67962(13) 0.0853(5) Uani 1 d . . F2 F 0.83257(12) -0.20771(8) 0.68094(9) 0.0570(4) Uani 1 d . . F3 F 0.60885(11) -0.15437(9) 0.68635(7) 0.0489(3) Uani 1 d . . F4 F 0.69381(15) -0.13911(15) 0.56322(8) 0.0890(6) Uani 1 d . . B1 B 0.7321(2) -0.13973(14) 0.65200(13) 0.0350(4) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0267(8) 0.0349(8) 0.0369(9) -0.0020(7) 0.0062(7) 0.0037(7) C2 0.0319(8) 0.0273(8) 0.0296(8) -0.0005(6) 0.0063(7) -0.0001(6) C3 0.0311(8) 0.0255(8) 0.0301(8) 0.0007(6) 0.0049(7) -0.0009(6) C4 0.0305(8) 0.0251(7) 0.0307(8) 0.0008(6) 0.0046(7) -0.0020(6) C5 0.0328(9) 0.0338(9) 0.0337(9) 0.0009(7) 0.0088(7) -0.0013(7) C6 0.0436(10) 0.0343(9) 0.0310(9) -0.0003(7) 0.0116(8) -0.0043(7) C7 0.0402(9) 0.0324(8) 0.0295(8) 0.0011(7) 0.0014(7) -0.0066(7) C8 0.0315(8) 0.0294(8) 0.0343(9) 0.0018(6) 0.0029(7) -0.0027(6) C9 0.0307(8) 0.0232(7) 0.0304(8) 0.0009(6) 0.0053(7) -0.0015(6) C10 0.0349(9) 0.0415(10) 0.0431(10) 0.0000(8) 0.0103(8) -0.0045(8) N1 0.0275(7) 0.0254(6) 0.0301(7) -0.0004(5) 0.0043(5) 0.0000(5) N2 0.0301(7) 0.0287(7) 0.0310(7) 0.0005(5) 0.0051(6) -0.0007(5) F1 0.0655(9) 0.0420(7) 0.1426(15) 0.0057(8) 0.0060(9) -0.0074(6) F2 0.0405(6) 0.0529(7) 0.0796(9) 0.0189(6) 0.0169(6) 0.0157(5) F3 0.0321(6) 0.0744(8) 0.0421(6) 0.0041(5) 0.0121(5) 0.0046(5) F4 0.0478(8) 0.1845(19) 0.0357(7) 0.0165(8) 0.0106(6) 0.0067(9) B1 0.0284(9) 0.0431(11) 0.0338(10) 0.0094(8) 0.0066(8) 0.0041(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.495(2) . ? C1 C10 1.511(2) . ? C2 N1 1.320(2) . ? C2 C3 1.411(2) . ? C3 N2 1.315(2) . ? C3 C3 1.470(3) 2_756 ? C4 N2 1.360(2) . ? C4 C5 1.411(2) . ? C4 C9 1.423(2) . ? C5 C6 1.368(3) . ? C6 C7 1.411(3) . ? C7 C8 1.371(2) . ? C8 C9 1.402(2) . ? C9 N1 1.385(2) . ? F1 B1 1.374(3) . ? F2 B1 1.370(2) . ? F3 B1 1.383(2) . ? F4 B1 1.368(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C10 111.02(14) . . ? N1 C2 C3 120.12(15) . . ? N2 C3 C2 122.59(16) . . ? N2 C3 C3 118.49(18) . 2_756 ? C2 C3 C3 118.91(18) . 2_756 ? N2 C4 C5 118.73(15) . . ? N2 C4 C9 122.33(15) . . ? C5 C4 C9 118.93(15) . . ? C6 C5 C4 120.12(16) . . ? C5 C6 C7 120.10(16) . . ? C8 C7 C6 121.62(16) . . ? C7 C8 C9 118.78(16) . . ? N1 C9 C8 122.46(15) . . ? N1 C9 C4 117.08(15) . . ? C8 C9 C4 120.44(15) . . ? C2 N1 C9 120.36(14) . . ? C2 N1 C1 118.06(14) . . ? C9 N1 C1 121.58(14) . . ? C3 N2 C4 117.48(14) . . ? F4 B1 F2 111.61(17) . . ? F4 B1 F1 108.97(18) . . ? F2 B1 F1 108.02(16) . . ? F4 B1 F3 108.95(16) . . ? F2 B1 F3 109.55(15) . . ? F1 B1 F3 109.72(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N2 1.4(2) . . . . ? N1 C2 C3 C3 -178.89(10) . . . 2_756 ? N2 C4 C5 C6 179.32(15) . . . . ? C9 C4 C5 C6 -0.8(2) . . . . ? C4 C5 C6 C7 0.8(2) . . . . ? C5 C6 C7 C8 -0.1(3) . . . . ? C6 C7 C8 C9 -0.5(2) . . . . ? C7 C8 C9 N1 178.95(14) . . . . ? C7 C8 C9 C4 0.5(2) . . . . ? N2 C4 C9 N1 1.5(2) . . . . ? C5 C4 C9 N1 -178.38(13) . . . . ? N2 C4 C9 C8 -179.95(14) . . . . ? C5 C4 C9 C8 0.2(2) . . . . ? C3 C2 N1 C9 0.1(2) . . . . ? C3 C2 N1 C1 179.61(14) . . . . ? C8 C9 N1 C2 -179.92(14) . . . . ? C4 C9 N1 C2 -1.4(2) . . . . ? C8 C9 N1 C1 0.5(2) . . . . ? C4 C9 N1 C1 179.07(13) . . . . ? C10 C1 N1 C2 -95.52(17) . . . . ? C10 C1 N1 C9 84.02(18) . . . . ? C2 C3 N2 C4 -1.3(2) . . . . ? C3 C3 N2 C4 178.99(9) 2_756 . . . ? C5 C4 N2 C3 179.72(14) . . . . ? C9 C4 N2 C3 -0.2(2) . . . . ? _iucr_refine_instructions_details ; TITL nle672-a in C 2/c CELL 0.71073 9.3706 14.3606 15.6850 90.000 101.280 90.000 ZERR 4.00 0.0040 0.0065 0.0062 0.000 0.033 0.000 LATT 7 SYMM - X, Y, 1/2 - Z SFAC H C N F B UNIT 80 80 16 32 8 MERG 2 OMIT 6 0 12 OMIT 6 0 8 OMIT 6 0 10 FMAP 2 PLAN 25 ACTA BOND CONF L.S. 20 WGHT 0.048100 1.843000 FVAR 0.95051 C1 2 0.552363 0.165277 0.624681 11.00000 0.02674 0.03488 = 0.03686 -0.00198 0.00616 0.00367 AFIX 23 H1A 1 0.509969 0.201127 0.573573 11.00000 -1.20000 H1B 1 0.540541 0.200499 0.675612 11.00000 -1.20000 AFIX 0 C2 2 0.800920 0.151890 0.702321 11.00000 0.03187 0.02730 = 0.02961 -0.00053 0.00630 -0.00007 AFIX 43 H2 1 0.765184 0.161983 0.752842 11.00000 -1.20000 AFIX 0 C3 2 0.951321 0.137887 0.707126 11.00000 0.03106 0.02546 = 0.03013 0.00072 0.00488 -0.00094 C4 2 0.915910 0.123950 0.559226 11.00000 0.03046 0.02514 = 0.03068 0.00080 0.00462 -0.00203 C5 2 0.974054 0.110837 0.483644 11.00000 0.03276 0.03382 = 0.03371 0.00088 0.00878 -0.00127 AFIX 43 H5 1 1.073920 0.103886 0.488125 11.00000 -1.20000 AFIX 0 C6 2 0.883822 0.108330 0.403793 11.00000 0.04357 0.03430 = 0.03101 -0.00033 0.01163 -0.00433 AFIX 43 H6 1 0.922310 0.098933 0.354133 11.00000 -1.20000 AFIX 0 C7 2 0.732404 0.119980 0.396643 11.00000 0.04022 0.03238 = 0.02945 0.00107 0.00143 -0.00656 AFIX 43 H7 1 0.672341 0.118213 0.341932 11.00000 -1.20000 AFIX 0 C8 2 0.671663 0.133840 0.468373 11.00000 0.03146 0.02945 = 0.03430 0.00180 0.00293 -0.00270 AFIX 43 H8 1 0.571751 0.141912 0.462563 11.00000 -1.20000 AFIX 0 C9 2 0.762980 0.135621 0.550663 11.00000 0.03065 0.02324 = 0.03042 0.00091 0.00528 -0.00149 C10 2 0.473620 0.073334 0.623379 11.00000 0.03490 0.04150 = 0.04309 -0.00005 0.01030 -0.00447 AFIX 137 H1C 1 0.517042 0.037198 0.673223 11.00000 -1.50000 H10A 1 0.480715 0.039932 0.571355 11.00000 -1.50000 H10C 1 0.373065 0.084446 0.624734 11.00000 -1.50000 AFIX 0 N1 3 0.710826 0.150691 0.626233 11.00000 0.02753 0.02536 = 0.03007 -0.00043 0.00425 0.00003 N2 3 1.008311 0.125153 0.637778 11.00000 0.03007 0.02870 = 0.03099 0.00054 0.00507 -0.00066 F1 4 0.792864 -0.055212 0.679624 11.00000 0.06547 0.04196 = 0.14261 0.00566 0.00604 -0.00737 F2 4 0.832571 -0.207706 0.680939 11.00000 0.04054 0.05294 = 0.07959 0.01887 0.01693 0.01567 F3 4 0.608846 -0.154370 0.686349 11.00000 0.03207 0.07444 = 0.04214 0.00407 0.01208 0.00464 F4 4 0.693814 -0.139108 0.563218 11.00000 0.04779 0.18452 = 0.03570 0.01647 0.01056 0.00674 B1 5 0.732116 -0.139732 0.651998 11.00000 0.02841 0.04310 = 0.03376 0.00940 0.00658 0.00408 HKLF 4 REM nle672-a in C 2/c REM R1 = 0.0389 for 1621 Fo > 4sig(Fo) and 0.0486 for all 1932 data REM 155 parameters refined using 0 restraints END ; # END of CIF _chemical_name_common Ethylbiquinoxen