# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 _publ_requested_journal 'New Journal of Chemistry' loop_ _publ_author_name 'Fujimoto, Miki' 'Hashimoto, Masao' 'Itoh, Kuniaki' _publ_contact_author_name 'Dr Kuniaki Itoh' _publ_contact_author_address ; Dr Kuniaki Itoh Department of Chemistry Kobe University Faculty of Science Nada-ku Kobe 657-8501 JAPAN ; _publ_contact_author_email 'KUITOH@KOBE-U.AC.JP' _publ_section_title ; Photodimerizaion of Enaminoketo-natoboron Difluorides ; data_isomer_xxxx_fujimoto-sample _database_code_CSD 171762 #------------------------------------------------------------------------------ _audit_creation_date 'Tue Oct 30 18:52:32 2001' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution SAPI91 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source Preparation _chemical_name_common Dimer 2b _chemical_formula_weight 446.06 _chemical_formula_analytical ? _chemical_formula_sum 'C22 H24 B2 F4 N2 O2 ' _chemical_formula_moiety 'C22 H24 B2 F4 N2 O2 ' _chemical_formula_structural ? _chemical_melting_point 137 - 138.8 #------------------------------------------------------------------------------ _cell_length_a 6.043(2) _cell_length_b 11.192(2) _cell_length_c 15.715(2) _cell_angle_alpha 90 _cell_angle_beta 99.76(1) _cell_angle_gamma 90 _cell_volume 1047.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 294.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 13.6 _cell_measurement_theta_max 14.9 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x,1/2+y,1/2-z' ' -x, -y, -z' ' +x,1/2-y,1/2+z' #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.414 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 464.00 _exptl_absorpt_coefficient_mu 0.113 _exptl_absorpt_correction_type '\y scans(North,Phillips & Mathews,1968)' _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.952 _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 294.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -1.82 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 -1 1 -1 0 2 -1 -1 3 _diffrn_reflns_number 2775 _reflns_number_total 2544 _reflns_number_observed 1820 _reflns_observed_criterion >1.0sigma(I) _diffrn_reflns_av_R_equivalents 1.82 _diffrn_reflns_av_sigmaI/netI 0.063 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.03165 _diffrn_orient_matrix_UB_12 -0.00216 _diffrn_orient_matrix_UB_13 0.06454 _diffrn_orient_matrix_UB_21 -0.04649 _diffrn_orient_matrix_UB_22 0.08558 _diffrn_orient_matrix_UB_23 0.00185 _diffrn_orient_matrix_UB_31 -0.15821 _diffrn_orient_matrix_UB_32 -0.02558 _diffrn_orient_matrix_UB_33 0.00075 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source F 0 16 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 8 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N 0 8 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; C 0 88 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; B 0 8 0.001 0.001 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 96 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_refinement_flags F1 0.2843(2) -0.0717(1) 0.23483(7) 0.0554(4) Uani d . 1.00 . F2 0.5696(2) 0.0305(1) 0.19153(8) 0.0595(4) Uani d . 1.00 . O1 0.3085(2) -0.0537(1) 0.08653(8) 0.0332(4) Uani d . 1.00 . N1 0.1994(3) 0.1188(1) 0.16963(10) 0.0338(4) Uani d . 1.00 . C1 0.0859(3) -0.0707(2) 0.0447(1) 0.0267(5) Uani d . 1.00 . C2 -0.0703(3) 0.0366(2) 0.0543(1) 0.0270(5) Uani d . 1.00 . C3 0.0107(3) 0.1310(2) 0.1188(1) 0.0311(5) Uani d . 1.00 . C4 -0.0049(3) -0.1936(2) 0.0616(1) 0.0292(5) Uani d . 1.00 . C5 0.1358(4) -0.2813(2) 0.1031(1) 0.0410(6) Uani d . 1.00 . C6 0.0565(5) -0.3957(2) 0.1134(2) 0.0550(8) Uani d . 1.00 . C7 -0.1632(5) -0.4244(2) 0.0813(2) 0.0547(8) Uani d . 1.00 . C8 -0.3056(4) -0.3385(2) 0.0398(1) 0.0454(7) Uani d . 1.00 . C9 -0.2282(3) -0.2233(2) 0.0311(1) 0.0350(5) Uani d . 1.00 . C10 -0.1356(5) 0.2377(2) 0.1203(2) 0.0460(7) Uani d . 1.00 . C11 0.2860(6) 0.2142(3) 0.2313(2) 0.0548(8) Uani d . 1.00 . B1 0.3462(4) -0.0011(2) 0.1703(1) 0.0364(6) Uani d . 1.00 . H1 -0.216(3) 0.014(2) 0.063(1) 0.030(5) Uiso calc . 1.00 . H2 0.281(4) -0.260(2) 0.124(1) 0.044(6) Uiso calc . 1.00 . H3 0.162(4) -0.452(2) 0.144(2) 0.070(8) Uiso calc . 1.00 . H4 -0.226(4) -0.505(2) 0.089(1) 0.060(7) Uiso calc . 1.00 . H5 -0.466(4) -0.359(2) 0.019(1) 0.052(7) Uiso calc . 1.00 . H6 -0.327(3) -0.167(2) 0.003(1) 0.039(6) Uiso calc . 1.00 . H7 -0.266(4) 0.234(2) 0.077(2) 0.070(8) Uiso calc . 1.00 . H8 -0.179(4) 0.255(3) 0.175(2) 0.084(9) Uiso calc . 1.00 . H9 -0.046(5) 0.309(3) 0.106(2) 0.088(10) Uiso calc . 1.00 . H10 0.170(5) 0.246(3) 0.261(2) 0.10(1) Uiso calc . 1.00 . H11 0.355(5) 0.271(3) 0.201(2) 0.10(1) Uiso calc . 1.00 . H12 0.417(5) 0.184(3) 0.271(2) 0.09(1) Uiso calc . 1.00 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 F(1) 0.0839(10) 0.0495(8) 0.0339(7) 0.0069(7) 0.0130(6) 0.0118(6) F(2) 0.0383(7) 0.077(1) 0.0571(8) -0.0048(7) -0.0086(6) -0.0151(7) O(1) 0.0283(7) 0.0389(8) 0.0304(7) 0.0044(6) -0.0005(5) -0.0012(6) N(1) 0.0434(10) 0.0316(9) 0.0253(8) -0.0047(7) 0.0028(7) -0.0016(7) C(1) 0.0280(10) 0.0271(9) 0.0240(9) 0.0040(8) 0.0011(7) 0.0005(7) C(2) 0.0290(10) 0.0274(9) 0.0242(9) 0.0046(8) 0.0036(7) 0.0002(7) C(3) 0.043(1) 0.0270(10) 0.0246(9) 0.0004(8) 0.0088(8) 0.0013(7) C(4) 0.036(1) 0.0267(9) 0.0249(9) 0.0045(8) 0.0054(8) -0.0006(7) C(5) 0.044(1) 0.034(1) 0.042(1) 0.010(1) 0.0000(10) 0.0041(9) C(6) 0.069(2) 0.030(1) 0.063(2) 0.015(1) 0.003(1) 0.012(1) C(7) 0.071(2) 0.026(1) 0.067(2) -0.002(1) 0.011(1) 0.003(1) C(8) 0.049(1) 0.035(1) 0.051(1) -0.006(1) 0.007(1) -0.0006(10) C(9) 0.038(1) 0.029(1) 0.037(1) 0.0012(9) 0.0037(9) 0.0041(9) C(10) 0.061(2) 0.034(1) 0.043(1) 0.011(1) 0.010(1) -0.008(1) C(11) 0.068(2) 0.052(2) 0.041(1) -0.013(1) -0.001(1) -0.019(1) B(1) 0.037(1) 0.041(1) 0.028(1) 0.000(1) -0.0017(9) 0.0033(10) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]' _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.040(4) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1820 _refine_ls_number_parameters 193 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0507 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0473 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.546 _refine_ls_shift/esd_max 0.0330 _refine_ls_shift/esd_mean 0.0058 _refine_diff_density_min -0.17 _refine_diff_density_max 0.20 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag F(1) B(1) 1.385(3) 1_555 1_555 yes F(2) B(1) 1.381(3) 1_555 1_555 yes O(1) C(1) 1.407(2) 1_555 1_555 yes O(1) B(1) 1.425(3) 1_555 1_555 yes N(1) C(3) 1.284(2) 1_555 1_555 yes N(1) C(11) 1.477(3) 1_555 1_555 yes N(1) B(1) 1.608(3) 1_555 1_555 yes C(1) C(2) 1.550(2) 1_555 1_555 yes C(1) C(2) 1.589(2) 1_555 3_555 yes C(1) C(4) 1.521(3) 1_555 1_555 yes C(2) C(3) 1.488(3) 1_555 1_555 yes C(2) H(1) 0.95(2) 1_555 1_555 no C(3) C(10) 1.489(3) 1_555 1_555 yes C(4) C(5) 1.387(3) 1_555 1_555 yes C(4) C(9) 1.393(3) 1_555 1_555 yes C(5) C(6) 1.387(3) 1_555 1_555 yes C(5) H(2) 0.92(2) 1_555 1_555 no C(6) C(7) 1.376(4) 1_555 1_555 yes C(6) H(3) 0.97(2) 1_555 1_555 no C(7) C(8) 1.378(3) 1_555 1_555 yes C(7) H(4) 0.99(3) 1_555 1_555 no C(8) C(9) 1.387(3) 1_555 1_555 yes C(8) H(5) 1.00(2) 1_555 1_555 no C(9) H(6) 0.92(2) 1_555 1_555 no C(10) H(7) 0.95(3) 1_555 1_555 no C(10) H(8) 0.96(3) 1_555 1_555 no C(10) H(9) 1.01(3) 1_555 1_555 no C(11) H(10) 0.97(3) 1_555 1_555 no C(11) H(11) 0.93(3) 1_555 1_555 no C(11) H(12) 0.98(3) 1_555 1_555 no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) O(1) B(1) 118.6(1) 1_555 1_555 1_555 yes C(3) N(1) C(11) 120.7(2) 1_555 1_555 1_555 yes C(3) N(1) B(1) 121.6(2) 1_555 1_555 1_555 yes C(11) N(1) B(1) 117.7(2) 1_555 1_555 1_555 yes O(1) C(1) C(2) 113.5(1) 1_555 1_555 1_555 yes O(1) C(1) C(2) 108.6(1) 1_555 1_555 3_555 yes O(1) C(1) C(4) 112.7(1) 1_555 1_555 1_555 yes C(2) C(1) C(2) 88.5(1) 1_555 1_555 3_555 yes C(2) C(1) C(4) 116.1(1) 1_555 1_555 1_555 yes C(2) C(1) C(4) 115.1(1) 3_555 1_555 1_555 yes C(1) C(2) C(1) 91.5(1) 1_555 1_555 3_555 yes C(1) C(2) C(3) 118.7(2) 1_555 1_555 1_555 yes C(1) C(2) H(1) 114(1) 1_555 1_555 1_555 no C(1) C(2) C(3) 117.0(2) 3_555 1_555 1_555 yes C(1) C(2) H(1) 107(1) 3_555 1_555 1_555 no C(3) C(2) H(1) 107(1) 1_555 1_555 1_555 no N(1) C(3) C(2) 120.2(2) 1_555 1_555 1_555 yes N(1) C(3) C(10) 122.8(2) 1_555 1_555 1_555 yes C(2) C(3) C(10) 116.9(2) 1_555 1_555 1_555 yes C(1) C(4) C(5) 120.8(2) 1_555 1_555 1_555 yes C(1) C(4) C(9) 120.8(2) 1_555 1_555 1_555 yes C(5) C(4) C(9) 118.3(2) 1_555 1_555 1_555 yes C(4) C(5) C(6) 120.8(2) 1_555 1_555 1_555 yes C(4) C(5) H(2) 117(1) 1_555 1_555 1_555 no C(6) C(5) H(2) 121(1) 1_555 1_555 1_555 no C(5) C(6) C(7) 120.2(2) 1_555 1_555 1_555 yes C(5) C(6) H(3) 116(1) 1_555 1_555 1_555 no C(7) C(6) H(3) 122(1) 1_555 1_555 1_555 no C(6) C(7) C(8) 119.8(2) 1_555 1_555 1_555 yes C(6) C(7) H(4) 122(1) 1_555 1_555 1_555 no C(8) C(7) H(4) 117(1) 1_555 1_555 1_555 no C(7) C(8) C(9) 120.1(2) 1_555 1_555 1_555 yes C(7) C(8) H(5) 119(1) 1_555 1_555 1_555 no C(9) C(8) H(5) 120(1) 1_555 1_555 1_555 no C(4) C(9) C(8) 120.7(2) 1_555 1_555 1_555 yes C(4) C(9) H(6) 120(1) 1_555 1_555 1_555 no C(8) C(9) H(6) 118(1) 1_555 1_555 1_555 no C(3) C(10) H(7) 111(1) 1_555 1_555 1_555 no C(3) C(10) H(8) 115(1) 1_555 1_555 1_555 no C(3) C(10) H(9) 106(1) 1_555 1_555 1_555 no H(7) C(10) H(8) 109(2) 1_555 1_555 1_555 no H(7) C(10) H(9) 106(2) 1_555 1_555 1_555 no H(8) C(10) H(9) 106(2) 1_555 1_555 1_555 no N(1) C(11) H(10) 111(1) 1_555 1_555 1_555 no N(1) C(11) H(11) 107(1) 1_555 1_555 1_555 no N(1) C(11) H(12) 108(1) 1_555 1_555 1_555 no H(10) C(11) H(11) 114(2) 1_555 1_555 1_555 no H(10) C(11) H(12) 113(2) 1_555 1_555 1_555 no H(11) C(11) H(12) 99(2) 1_555 1_555 1_555 no F(1) B(1) F(2) 110.1(2) 1_555 1_555 1_555 yes F(1) B(1) O(1) 114.8(2) 1_555 1_555 1_555 yes F(1) B(1) N(1) 105.3(2) 1_555 1_555 1_555 yes F(2) B(1) O(1) 109.0(2) 1_555 1_555 1_555 yes F(2) B(1) N(1) 107.7(2) 1_555 1_555 1_555 yes O(1) B(1) N(1) 109.7(2) 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag F(1) H(8) 2.55(3) 1_555 2_545 ? F(1) H(11) 2.85(3) 1_555 2_645 ? F(1) H(4) 2.95(2) 1_555 2_555 ? F(1) H(12) 3.29(3) 1_555 2_645 ? F(1) C(10) 3.352(3) 1_555 2_545 ? F(1) H(9) 3.37(3) 1_555 2_545 ? F(1) H(10) 3.43(3) 1_555 2_545 ? F(1) C(11) 3.507(3) 1_555 2_645 ? F(1) C(7) 3.510(3) 1_555 2_555 ? F(2) H(1) 2.59(2) 1_555 1_655 ? F(2) H(3) 2.81(2) 1_555 2_655 ? F(2) H(8) 2.97(3) 1_555 1_655 ? F(2) H(7) 3.17(3) 1_555 1_655 ? F(2) C(10) 3.237(3) 1_555 1_655 ? F(2) C(3) 3.273(2) 1_555 1_655 ? F(2) C(2) 3.314(2) 1_555 1_655 ? F(2) H(11) 3.35(3) 1_555 2_645 ? F(2) H(10) 3.58(3) 1_555 2_645 ? F(2) C(6) 3.582(3) 1_555 2_655 ? O(1) H(6) 3.03(2) 1_555 1_655 ? O(1) H(1) 3.06(2) 1_555 1_655 ? C(4) H(10) 3.20(4) 1_555 2_545 ? C(5) H(5) 3.06(2) 1_555 1_655 ? C(5) H(10) 3.08(4) 1_555 2_545 ? C(5) H(12) 3.10(3) 1_555 2_645 ? C(5) H(8) 3.47(3) 1_555 2_545 ? C(6) H(10) 3.04(3) 1_555 2_545 ? C(6) H(9) 3.36(3) 1_555 1_545 ? C(6) H(5) 3.49(2) 1_555 1_655 ? C(6) H(12) 3.51(3) 1_555 2_645 ? C(7) H(9) 3.08(3) 1_555 1_545 ? C(7) H(10) 3.14(3) 1_555 2_545 ? C(7) H(12) 3.23(3) 1_555 2_545 ? C(7) H(5) 3.49(2) 1_555 3_445 ? C(7) C(11) 3.517(4) 1_555 2_545 ? C(8) H(7) 3.13(3) 1_555 3_455 ? C(8) H(2) 3.15(2) 1_555 1_455 ? C(8) H(12) 3.17(3) 1_555 2_545 ? C(8) H(10) 3.25(3) 1_555 2_545 ? C(9) H(7) 3.23(3) 1_555 3_455 ? C(9) H(10) 3.25(3) 1_555 2_545 ? C(9) H(2) 3.55(2) 1_555 1_455 ? C(10) H(4) 2.96(3) 1_555 1_565 ? C(10) H(5) 3.26(2) 1_555 3_455 ? C(10) H(11) 3.54(3) 1_555 1_455 ? C(10) H(6) 3.58(2) 1_555 3_455 ? C(11) H(2) 3.17(2) 1_555 2_655 ? C(11) H(8) 3.52(3) 1_555 1_655 ? B(1) H(1) 3.38(2) 1_555 1_655 ? B(1) H(11) 3.55(3) 1_555 2_645 ? H(1) H(6) 3.27(3) 1_555 3_455 ? H(2) H(5) 2.68(3) 1_555 1_655 ? H(2) H(11) 3.23(4) 1_555 2_645 ? H(2) H(8) 3.32(4) 1_555 2_545 ? H(2) H(6) 3.44(3) 1_555 1_655 ? H(2) H(10) 3.50(4) 1_555 2_645 ? H(2) H(10) 3.52(4) 1_555 2_545 ? H(3) H(9) 2.97(4) 1_555 1_545 ? H(3) H(12) 3.07(4) 1_555 2_645 ? H(3) H(11) 3.38(4) 1_555 1_545 ? H(3) H(5) 3.40(3) 1_555 1_655 ? H(3) H(10) 3.50(4) 1_555 2_545 ? H(4) H(5) 2.76(3) 1_555 3_445 ? H(4) H(7) 2.94(4) 1_555 1_545 ? H(4) H(8) 3.01(4) 1_555 1_545 ? H(4) H(12) 3.39(4) 1_555 2_545 ? H(5) H(5) 3.23(4) 1_555 3_445 ? H(5) H(9) 3.30(3) 1_555 3_455 ? H(5) H(12) 3.31(4) 1_555 2_545 ? H(6) H(7) 2.67(4) 1_555 3_455 ? H(7) H(11) 3.28(4) 1_555 1_455 ? H(8) H(11) 2.92(4) 1_555 1_455 ? H(8) H(12) 3.18(4) 1_555 1_455 ? data_afc5r.xtl_master_file_Dimer 2c _database_code_CSD 171763 _audit_creation_date 'Fri Oct 26 15:19:55 2001' _audit_creation_method 'by teXsan' #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C34 H30 B2 Cl4 F4 N2 O2 ' _chemical_formula_moiety 'C34 H30 B2 Cl4 F4 N2 O2 ' _chemical_formula_weight 738.05 _chemical_melting_point 126-127 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 13.936(4) _cell_length_b 8.744(2) _cell_length_c 14.796(2) _cell_angle_alpha 90 _cell_angle_beta 109.60(1) _cell_angle_gamma 90 _cell_volume 1698.5(7) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 11.0 _cell_measurement_theta_max 12.4 _cell_measurement_temperature 296.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.100 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_meas 1.412 _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.405 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.912 _exptl_absorpt_correction_T_max 0.988 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 4334 _diffrn_reflns_av_R_equivalents 0.063 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 1.0322 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.0322 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 27.77 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4035 _reflns_number_gt 1244 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0807 _refine_ls_wR_factor_ref 0.2260 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 4035 _refine_ls_number_parameters 217 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.06000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0023 _refine_diff_density_max 0.97 _refine_diff_density_min -0.98 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'O' 'O' 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'B' 'B' 0.001 0.001 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'F' 'F' 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'Cl' 'Cl' 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(22) Cl 0.4246(2) 0.1806(3) 0.9877(2) 0.104(1) Uani 1.00 d . . . Cl(23) Cl 0.3852(3) 0.4524(4) 0.8728(2) 0.148(1) Uani 1.00 d . . . F(1) F 0.1143(3) -0.1007(4) 0.2985(2) 0.047(1) Uani 1.00 d . . . F(2) F 0.1008(3) 0.1576(4) 0.2799(2) 0.046(1) Uani 1.00 d . . . O(1) O 0.1076(3) 0.0588(4) 0.4261(3) 0.030(1) Uani 1.00 d . . . N(1) N -0.0456(4) 0.0123(5) 0.2817(3) 0.030(1) Uani 1.00 d . . . C(1) C 0.0681(4) -0.0364(7) 0.4820(4) 0.029(2) Uani 1.00 d . . . C(2) C -0.0490(4) -0.0599(6) 0.4371(4) 0.026(2) Uani 1.00 d . . . C(3) C -0.1013(4) -0.0165(6) 0.3341(4) 0.027(2) Uani 1.00 d . . . C(4) C 0.1316(4) -0.1831(7) 0.5140(4) 0.026(2) Uani 1.00 d . . . C(5) C 0.0964(5) -0.3010(8) 0.5568(4) 0.036(2) Uani 1.00 d . . . C(6) C 0.1564(6) -0.4304(8) 0.5916(4) 0.045(2) Uani 1.00 d . . . C(7) C 0.2514(5) -0.4397(8) 0.5821(5) 0.046(2) Uani 1.00 d . . . C(8) C 0.2874(5) -0.3237(8) 0.5405(5) 0.049(2) Uani 1.00 d . . . C(9) C 0.2273(5) -0.1950(7) 0.5062(4) 0.036(2) Uani 1.00 d . . . C(10) C -0.2138(5) -0.0130(7) 0.2988(4) 0.032(2) Uani 1.00 d . . . C(11) C -0.2659(5) 0.1113(8) 0.2468(4) 0.042(2) Uani 1.00 d . . . C(12) C -0.3696(6) 0.1170(10) 0.2205(5) 0.058(3) Uani 1.00 d . . . C(13) C -0.4232(5) 0.002(1) 0.2429(6) 0.066(3) Uani 1.00 d . . . C(14) C -0.3729(5) -0.1202(10) 0.2946(5) 0.062(3) Uani 1.00 d . . . C(15) C -0.2683(5) -0.1284(8) 0.3228(4) 0.048(2) Uani 1.00 d . . . C(16) C -0.0884(5) 0.0262(8) 0.1761(4) 0.042(2) Uani 1.00 d . . . C(17) C 0.3365(7) 0.308(1) 0.9235(7) 0.103(4) Uani 1.00 d . . . B(1) B 0.0750(6) 0.0315(9) 0.3238(5) 0.035(2) Uani 1.00 d . . . H(1) H -0.0651 -0.1668 0.4466 0.0291 Uiso 1.00 calc . . . H(2) H 0.0290 -0.2916 0.5633 0.0372 Uiso 1.00 calc . . . H(3) H 0.1296 -0.5140 0.6197 0.0476 Uiso 1.00 calc . . . H(4) H 0.2939 -0.5298 0.6078 0.0549 Uiso 1.00 calc . . . H(5) H 0.3549 -0.3316 0.5327 0.0543 Uiso 1.00 calc . . . H(6) H 0.2537 -0.1114 0.4774 0.0410 Uiso 1.00 calc . . . H(7) H -0.2289 0.1970 0.2305 0.0514 Uiso 1.00 calc . . . H(8) H -0.4065 0.2067 0.1860 0.0642 Uiso 1.00 calc . . . H(9) H -0.4973 0.0106 0.2203 0.0765 Uiso 1.00 calc . . . H(10) H -0.4122 -0.2019 0.3126 0.0753 Uiso 1.00 calc . . . H(11) H -0.2318 -0.2171 0.3593 0.0568 Uiso 1.00 calc . . . H(12) H -0.1375 0.1068 0.1566 0.0474 Uiso 1.00 calc . . . H(13) H -0.0362 0.0469 0.1480 0.0474 Uiso 1.00 calc . . . H(14) H -0.1217 -0.0673 0.1468 0.0474 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cl(22) 0.113(2) 0.100(2) 0.106(2) 0.028(2) 0.047(2) 0.016(2) Cl(23) 0.220(4) 0.094(2) 0.162(3) -0.005(3) 0.105(3) 0.016(2) F(1) 0.055(3) 0.051(2) 0.040(2) 0.015(2) 0.022(2) 0.000(2) F(2) 0.054(3) 0.047(2) 0.042(2) -0.007(2) 0.023(2) 0.017(2) O(1) 0.031(2) 0.029(2) 0.031(2) -0.006(2) 0.014(2) 0.001(2) N(1) 0.033(3) 0.029(3) 0.027(3) 0.000(3) 0.010(2) -0.001(2) C(1) 0.026(4) 0.033(4) 0.034(3) -0.007(3) 0.018(3) 0.000(3) C(2) 0.027(4) 0.026(4) 0.022(3) 0.001(3) 0.006(3) 0.004(3) C(3) 0.032(4) 0.016(3) 0.031(3) 0.001(3) 0.010(3) -0.002(3) C(4) 0.032(4) 0.026(4) 0.020(3) 0.006(3) 0.008(3) 0.000(3) C(5) 0.040(4) 0.034(4) 0.039(4) 0.002(3) 0.021(3) -0.001(3) C(6) 0.063(5) 0.033(4) 0.043(4) 0.004(4) 0.024(4) 0.000(3) C(7) 0.052(5) 0.044(5) 0.050(4) 0.025(4) 0.028(4) 0.017(4) C(8) 0.049(5) 0.047(5) 0.055(4) 0.014(4) 0.023(4) 0.013(4) C(9) 0.040(4) 0.035(4) 0.041(4) 0.000(3) 0.023(3) 0.003(3) C(10) 0.034(4) 0.036(4) 0.028(3) 0.001(4) 0.013(3) -0.003(3) C(11) 0.041(4) 0.040(4) 0.039(4) -0.002(4) 0.006(3) -0.002(3) C(12) 0.041(5) 0.064(5) 0.063(5) 0.014(5) 0.010(4) 0.009(4) C(13) 0.033(5) 0.084(7) 0.070(6) 0.003(5) 0.004(4) -0.003(5) C(14) 0.035(5) 0.075(6) 0.072(5) -0.016(5) 0.013(4) 0.011(5) C(15) 0.041(5) 0.055(5) 0.044(4) -0.004(4) 0.008(4) 0.003(4) C(16) 0.055(5) 0.052(4) 0.018(3) 0.008(4) 0.009(3) 0.008(3) C(17) 0.079(7) 0.123(9) 0.111(7) 0.031(7) 0.035(6) 0.047(7) B(1) 0.045(5) 0.029(4) 0.037(4) 0.006(4) 0.021(4) 0.002(4) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SAPI91 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(22) C(17) 1.692(9) . . yes Cl(23) C(17) 1.721(10) . . yes F(1) B(1) 1.384(8) . . yes F(2) B(1) 1.386(8) . . yes O(1) C(1) 1.409(6) . . yes O(1) B(1) 1.447(8) . . yes N(1) C(3) 1.292(7) . . yes N(1) C(16) 1.479(7) . . yes N(1) B(1) 1.594(9) . . yes C(1) C(2) 1.555(7) . . yes C(1) C(2) 1.558(7) . 3_556 yes C(1) C(4) 1.539(8) . . yes C(2) C(3) 1.501(7) . . yes C(2) H(1) 0.983 . . no C(3) C(10) 1.477(8) . . yes C(4) C(5) 1.383(8) . . yes C(4) C(9) 1.381(8) . . yes C(5) C(6) 1.398(8) . . yes C(5) H(2) 0.979 . . no C(6) C(7) 1.379(9) . . yes C(6) H(3) 0.975 . . no C(7) C(8) 1.367(9) . . yes C(7) H(4) 0.982 . . no C(8) C(9) 1.393(9) . . yes C(8) H(5) 0.988 . . no C(9) H(6) 0.978 . . no C(10) C(11) 1.387(8) . . yes C(10) C(15) 1.379(9) . . yes C(11) C(12) 1.366(9) . . yes C(11) H(7) 0.985 . . no C(12) C(13) 1.36(1) . . yes C(12) H(8) 0.982 . . no C(13) C(14) 1.36(1) . . yes C(13) H(9) 0.975 . . no C(14) C(15) 1.378(9) . . yes C(14) H(10) 0.990 . . no C(15) H(11) 0.984 . . no C(16) H(12) 0.957 . . no C(16) H(13) 0.969 . . no C(16) H(14) 0.968 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) O(1) B(1) 118.0(5) . . . yes C(3) N(1) C(16) 122.7(5) . . . yes C(3) N(1) B(1) 123.6(5) . . . yes C(16) N(1) B(1) 113.7(5) . . . yes O(1) C(1) C(2) 112.9(5) . . . yes O(1) C(1) C(2) 109.4(4) . . 3_556 yes O(1) C(1) C(4) 112.1(5) . . . yes C(2) C(1) C(2) 88.5(4) . . 3_556 yes C(2) C(1) C(4) 115.7(5) . . . yes C(2) C(1) C(4) 116.2(4) 3_556 . . yes C(1) C(2) C(1) 91.5(4) . . 3_556 yes C(1) C(2) C(3) 118.9(5) . . . yes C(1) C(2) H(1) 108.8 . . . no C(1) C(2) C(3) 119.6(5) 3_556 . . yes C(1) C(2) H(1) 107.4 3_556 . . no C(3) C(2) H(1) 109.2 . . . no N(1) C(3) C(2) 118.2(5) . . . yes N(1) C(3) C(10) 124.3(5) . . . yes C(2) C(3) C(10) 117.5(5) . . . yes C(1) C(4) C(5) 120.5(5) . . . yes C(1) C(4) C(9) 120.6(6) . . . yes C(5) C(4) C(9) 118.8(6) . . . yes C(4) C(5) C(6) 120.8(6) . . . yes C(4) C(5) H(2) 118.7 . . . no C(6) C(5) H(2) 120.5 . . . no C(5) C(6) C(7) 119.1(6) . . . yes C(5) C(6) H(3) 119.7 . . . no C(7) C(6) H(3) 121.1 . . . no C(6) C(7) C(8) 120.8(6) . . . yes C(6) C(7) H(4) 118.8 . . . no C(8) C(7) H(4) 120.4 . . . no C(7) C(8) C(9) 119.8(6) . . . yes C(7) C(8) H(5) 120.6 . . . no C(9) C(8) H(5) 119.6 . . . no C(4) C(9) C(8) 120.7(6) . . . yes C(4) C(9) H(6) 119.6 . . . no C(8) C(9) H(6) 119.6 . . . no C(3) C(10) C(11) 120.6(6) . . . yes C(3) C(10) C(15) 120.3(6) . . . yes C(11) C(10) C(15) 119.0(6) . . . yes C(10) C(11) C(12) 119.6(7) . . . yes C(10) C(11) H(7) 120.8 . . . no C(12) C(11) H(7) 119.6 . . . no C(11) C(12) C(13) 121.3(7) . . . yes C(11) C(12) H(8) 119.8 . . . no C(13) C(12) H(8) 118.9 . . . no C(12) C(13) C(14) 119.7(7) . . . yes C(12) C(13) H(9) 117.8 . . . no C(14) C(13) H(9) 122.5 . . . no C(13) C(14) C(15) 120.2(7) . . . yes C(13) C(14) H(10) 119.4 . . . no C(15) C(14) H(10) 120.4 . . . no C(10) C(15) C(14) 120.2(7) . . . yes C(10) C(15) H(11) 119.3 . . . no C(14) C(15) H(11) 120.5 . . . no N(1) C(16) H(12) 111.9 . . . no N(1) C(16) H(13) 112.1 . . . no N(1) C(16) H(14) 111.5 . . . no H(12) C(16) H(13) 107.3 . . . no H(12) C(16) H(14) 107.4 . . . no H(13) C(16) H(14) 106.4 . . . no Cl(22) C(17) Cl(23) 114.2(6) . . . yes F(1) B(1) F(2) 110.5(5) . . . yes F(1) B(1) O(1) 114.0(5) . . . yes F(1) B(1) N(1) 105.5(5) . . . yes F(2) B(1) O(1) 108.6(6) . . . yes F(2) B(1) N(1) 107.8(5) . . . yes O(1) B(1) N(1) 110.2(5) . . . yes #------------------------------------------------------------------------------ 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 F(1) B(1) O(1) C(1) -71.4(7) . . . . yes F(1) B(1) N(1) C(3) 106.1(6) . . . . yes F(1) B(1) N(1) C(16) -72.2(6) . . . . yes F(2) B(1) O(1) C(1) 165.0(5) . . . . yes F(2) B(1) N(1) C(3) -135.8(6) . . . . yes F(2) B(1) N(1) C(16) 45.8(7) . . . . yes O(1) C(1) C(2) C(1) -110.5(5) . . . 3_556 yes O(1) C(1) C(2) C(3) 14.8(7) . . . . yes O(1) C(1) C(2) C(1) 113.8(5) . . 3_556 3_556 yes O(1) C(1) C(2) C(3) -121.5(5) . . 3_556 3_556 yes O(1) C(1) C(4) C(5) -170.2(5) . . . . yes O(1) C(1) C(4) C(9) 14.0(7) . . . . yes O(1) B(1) N(1) C(3) -17.4(9) . . . . yes O(1) B(1) N(1) C(16) 164.2(5) . . . . yes N(1) C(3) C(2) C(1) 12.4(8) . . . . yes N(1) C(3) C(2) C(1) 122.7(6) . . . 3_556 yes N(1) C(3) C(10) C(11) -49.4(9) . . . . yes N(1) C(3) C(10) C(15) 135.2(6) . . . . yes N(1) B(1) O(1) C(1) 47.1(7) . . . . yes C(1) C(2) C(1) C(2) 0.0 . . 3_556 3_556 yes C(1) C(2) C(1) C(4) 118.1(6) . . 3_556 3_556 yes C(1) C(2) C(3) C(10) -169.0(5) . . . . yes C(1) C(2) C(1) C(2) 0.0000(1) . 3_556 3_556 . yes C(1) C(2) C(1) C(4) -118.6(5) . 3_556 3_556 3_556 yes C(1) C(2) C(3) C(10) 58.7(7) . 3_556 3_556 3_556 yes C(1) C(4) C(5) C(6) -175.9(5) . . . . yes C(1) C(4) C(9) C(8) 176.1(6) . . . . yes C(2) C(1) O(1) B(1) -45.9(7) . . . . yes C(2) C(1) C(2) C(1) 0.0 . . 3_556 3_556 yes C(2) C(1) C(2) C(3) 124.7(6) . . 3_556 3_556 yes C(2) C(1) C(4) C(5) -38.8(7) . . . . yes C(2) C(1) C(4) C(9) 145.4(5) . . . . yes C(2) C(1) O(1) B(1) 142.7(5) . 3_556 3_556 3_556 yes C(2) C(1) C(2) C(1) 0.0000(1) . 3_556 3_556 . yes C(2) C(1) C(2) C(3) -125.3(6) . 3_556 3_556 3_556 yes C(2) C(1) C(4) C(5) -63.0(7) . 3_556 3_556 3_556 yes C(2) C(1) C(4) C(9) 112.8(6) . 3_556 3_556 3_556 yes C(2) C(3) N(1) C(16) 167.7(5) . . . . yes C(2) C(3) N(1) B(1) -10.5(9) . . . . yes C(2) C(3) C(10) C(11) 132.1(6) . . . . yes C(2) C(3) C(10) C(15) -43.3(8) . . . . yes C(3) C(2) C(1) C(4) -116.1(5) . . . . yes C(3) C(2) C(1) C(4) -6.7(8) . . 3_556 3_556 yes C(3) C(10) C(11) C(12) -175.5(6) . . . . yes C(3) C(10) C(15) C(14) 176.1(6) . . . . yes C(4) C(1) O(1) B(1) 86.9(6) . . . . yes C(4) C(5) C(6) C(7) -0.5(9) . . . . yes C(4) C(9) C(8) C(7) 0(1) . . . . yes C(5) C(4) C(9) C(8) 0.2(9) . . . . yes C(5) C(6) C(7) C(8) 0(1) . . . . yes C(6) C(5) C(4) C(9) 0.0(9) . . . . yes C(6) C(7) C(8) C(9) 0(1) . . . . yes C(10) C(3) N(1) C(16) -10.9(9) . . . . yes C(10) C(3) N(1) B(1) 170.9(6) . . . . yes C(10) C(11) C(12) C(13) 0(1) . . . . yes C(10) C(15) C(14) C(13) 0(1) . . . . yes C(11) C(10) C(15) C(14) 0.6(10) . . . . yes C(11) C(12) C(13) C(14) 1(1) . . . . yes C(12) C(11) C(10) C(15) -0.1(9) . . . . yes C(12) C(13) C(14) C(15) -1(1) . . . . yes C(12) C(13) C(14) C(15) -1(1) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag F(1) C(6) 3.315(7) . 4_544 ? F(1) C(16) 3.317(8) . 2_545 ? F(1) C(11) 3.493(7) . 2_545 ? F(1) F(2) 3.530(5) . 2_545 ? F(2) N(1) 3.252(6) . 2_555 ? F(2) C(17) 3.274(10) . 4_554 ? F(2) C(16) 3.304(8) . 2_555 ? F(2) C(3) 3.313(6) . 2_555 ? O(1) C(17) 3.409(10) . 4_554 ? #------------------------------------------------------------------------------ data_4b_isomer_of_2b _database_code_CSD 171764 #------------------------------------------------------------------------------ _audit_creation_date 'Mon Aug 27 11:14:34 2001' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution SAPI91 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source Preparation _chemical_name_common Dimer 3b _chemical_formula_weight 446.06 _chemical_formula_analytical ? _chemical_formula_sum 'C22 H24 B2 F4 N2 O2 ' _chemical_formula_moiety 'C22 H24 B2 F4 N2 O2 ' _chemical_formula_structural ? _chemical_melting_point '142 - 144' #------------------------------------------------------------------------------ _cell_length_a 14.685(2) _cell_length_b 8.679(3) _cell_length_c 17.769(3) _cell_angle_alpha 90 _cell_angle_beta 111.75(1) _cell_angle_gamma 90 _cell_volume 2103.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 289.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 11.2 _cell_measurement_theta_max 12.3 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y, -z' ' -x, -y, -z' '1/2+x,1/2-y, +z' #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.250 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.408 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 928.00 _exptl_absorpt_coefficient_mu 0.112 _exptl_absorpt_correction_type '\y scans(North,Phillips & Mathews,1968)' _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.978 _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 289.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.85 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 0 3 -1 1 3 -1 -1 2 _diffrn_reflns_number 5352 _reflns_number_total 5157 _reflns_number_observed 2524 _reflns_observed_criterion >1.0sigma(I) _diffrn_reflns_av_R_equivalents 4.28 _diffrn_reflns_av_sigmaI/netI 0.213 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.03079 _diffrn_orient_matrix_UB_12 -0.02670 _diffrn_orient_matrix_UB_13 0.05881 _diffrn_orient_matrix_UB_21 0.01523 _diffrn_orient_matrix_UB_22 0.11127 _diffrn_orient_matrix_UB_23 0.01342 _diffrn_orient_matrix_UB_31 -0.06477 _diffrn_orient_matrix_UB_32 0.01348 _diffrn_orient_matrix_UB_33 0.00570 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 88 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 96 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 8 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N 0 8 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; B 0 8 0.001 0.001 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; F 0 16 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_refinement_flags F1 1.0097(3) 0.3173(5) 0.6692(2) 0.049(1) Uani d . 0.94 . F2 0.9278(3) 0.5385(5) 0.6217(2) 0.050(1) Uani d . 0.94 . F3 0.9895(3) -0.0321(5) 0.7957(3) 0.071(2) Uani d . 1.00 . F4 0.8754(4) -0.0908(5) 0.8476(3) 0.073(2) Uani d . 1.00 . O1 0.8507(3) 0.3292(5) 0.6586(2) 0.029(1) Uani d . 1.00 . O2 0.9064(3) 0.1688(5) 0.8235(3) 0.020(1) Uani d . 0.88 . N1 0.9796(4) 0.4874(6) 0.7624(3) 0.021(2) Uani d . 0.87 . N2 0.8195(4) -0.0126(6) 0.7104(3) 0.0034 Uani d . 0.70 . C1 0.7812(4) 0.3749(7) 0.6917(4) 0.025(2) Uani d . 1.00 . C2 0.8319(4) 0.4209(7) 0.7821(4) 0.025(2) Uani d . 1.00 . C3 0.9331(5) 0.4850(7) 0.8102(4) 0.034(2) Uani d . 1.00 . C4 0.7047(4) 0.4802(7) 0.6352(4) 0.030(2) Uani d . 1.00 . C5 0.6992(5) 0.5074(8) 0.5569(4) 0.037(2) Uani d . 1.00 . C6 0.6303(6) 0.6075(9) 0.5061(4) 0.050(2) Uani d . 1.00 . C7 0.5625(5) 0.6831(9) 0.5305(5) 0.051(2) Uani d . 1.00 . C8 0.5652(5) 0.6525(9) 0.6076(5) 0.051(2) Uani d . 1.00 . C9 0.6341(4) 0.5505(8) 0.6611(4) 0.039(2) Uani d . 1.00 . C10 0.9744(5) 0.5399(9) 0.8963(4) 0.047(2) Uani d . 1.00 . C11 1.0773(5) 0.5632(9) 0.7854(5) 0.048(2) Uani d . 1.00 . C12 0.8191(5) 0.2507(8) 0.8094(4) 0.030(2) Uani d . 1.00 . C13 0.7437(4) 0.2260(7) 0.7220(4) 0.028(2) Uani d . 1.00 . C14 0.7509(5) 0.0812(8) 0.6773(4) 0.034(2) Uani d . 1.00 . C15 0.7844(5) 0.2418(8) 0.8798(4) 0.032(2) Uani d . 1.00 . C16 0.8466(5) 0.1839(9) 0.9549(4) 0.044(2) Uani d . 1.00 . C17 0.8178(6) 0.1818(10) 1.0205(4) 0.052(3) Uani d . 0.98 . C18 0.7242(7) 0.235(1) 1.0123(5) 0.058(3) Uani d . 0.99 . C19 0.6629(6) 0.2903(9) 0.9393(5) 0.050(3) Uani d . 1.00 . C20 0.6922(5) 0.2945(8) 0.8734(4) 0.039(2) Uani d . 1.00 . C21 0.6736(5) 0.0682(8) 0.5930(4) 0.029(2) Uani d . 0.90 . C22 0.8264(6) -0.1555(9) 0.6689(5) 0.055(3) Uani d . 1.00 . B1 0.9388(5) 0.4140(10) 0.6750(5) 0.014(2) Uani d . 0.78 . B2 0.9006(6) 0.014(1) 0.7982(5) 0.020(2) Uani d . 0.80 . H1 0.7915 0.4903 0.8024 0.0342 Uiso calc . 1.00 . H2 0.7511 0.4544 0.5389 0.0523 Uiso calc . 1.00 . H3 0.6177 0.6250 0.4439 0.0701 Uiso calc . 1.00 . H4 0.510(7) 0.76(1) 0.496(6) 0.12(3) Uiso calc . 1.00 . H5 0.5244 0.7028 0.6363 0.0903 Uiso calc . 1.00 . H6 0.630(7) 0.53(1) 0.724(6) 0.13(3) Uiso calc . 1.00 . H7 0.9387 0.4830 0.9373 0.0713 Uiso calc . 1.00 . H8 1.0468 0.5205 0.9237 0.0819 Uiso calc . 1.00 . H9 0.9711 0.6401 0.9059 0.1027 Uiso calc . 1.00 . H10 1.1289 0.5095 0.8339 0.0700 Uiso calc . 1.00 . H11 1.100(6) 0.58(1) 0.738(5) 0.10(1) Uiso calc . 1.00 . H12 1.0798 0.6797 0.8103 0.0667 Uiso calc . 1.00 . H13 0.6757 0.2436 0.7223 0.0158 Uiso calc . 1.00 . H14 0.9165 0.1425 0.9619 0.0544 Uiso calc . 1.00 . H15 0.8608 0.1413 1.0713 0.0796 Uiso calc . 1.00 . H16 0.6972 0.2139 1.0596 0.0820 Uiso calc . 1.00 . H17 0.5941 0.3215 0.9328 0.0814 Uiso calc . 1.00 . H18 0.6484 0.3356 0.8124 0.0493 Uiso calc . 1.00 . H19 0.684(8) 0.15(1) 0.558(7) 0.16(4) Uiso calc . 1.00 . H20 0.613(8) 0.04(1) 0.593(6) 0.15(3) Uiso calc . 1.00 . H21 0.685(3) 0.037(5) 0.570(2) -0.03(1) Uiso calc . 1.00 . H22 0.8392 -0.1378 0.6273 0.0404 Uiso calc . 1.00 . H23 0.78(1) -0.16(2) 0.66(1) 0.31(7) Uiso calc . 1.00 . H24 0.8587 -0.2437 0.7084 0.0878 Uiso calc . 1.00 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 F(1) 0.027(2) 0.064(3) 0.059(3) -0.005(2) 0.020(2) -0.031(3) F(2) 0.052(3) 0.057(3) 0.038(3) -0.022(2) 0.013(2) 0.006(2) F(3) 0.043(3) 0.071(4) 0.082(3) 0.025(2) 0.004(2) -0.024(3) F(4) 0.112(4) 0.044(3) 0.058(3) -0.001(3) 0.023(3) 0.013(2) O(1) 0.030(2) 0.032(3) 0.028(2) 0.001(2) 0.013(2) -0.004(2) O(2) 0.012(2) 0.021(3) 0.022(2) 0.007(2) 0.000(2) 0.000(2) N(1) 0.017(3) 0.017(3) 0.032(3) -0.001(3) 0.012(3) -0.004(3) N(2) 0.003(3) -0.004(3) 0.014(3) 0.006(2) 0.007(2) -0.002(3) C(1) 0.025(3) 0.025(4) 0.028(4) 0.005(3) 0.011(3) -0.002(3) C(2) 0.024(3) 0.023(3) 0.029(4) 0.002(3) 0.010(3) 0.001(3) C(3) 0.030(4) 0.021(4) 0.042(4) 0.003(3) 0.004(3) 0.001(3) C(4) 0.029(3) 0.025(4) 0.036(4) 0.004(3) 0.012(3) 0.002(3) C(5) 0.037(4) 0.039(4) 0.028(4) 0.004(3) 0.004(3) 0.001(3) C(6) 0.051(5) 0.049(5) 0.036(4) -0.003(4) 0.000(4) 0.007(4) C(7) 0.041(4) 0.044(5) 0.059(5) -0.005(4) 0.008(4) -0.003(4) C(8) 0.035(4) 0.036(5) 0.077(6) 0.007(4) 0.016(4) -0.007(4) C(9) 0.023(3) 0.035(4) 0.055(5) 0.006(3) 0.009(3) 0.002(4) C(10) 0.052(4) 0.052(5) 0.033(4) -0.008(4) 0.010(4) -0.014(4) C(11) 0.032(4) 0.039(5) 0.060(5) -0.010(4) 0.003(4) -0.007(4) C(12) 0.033(4) 0.027(4) 0.031(4) -0.005(3) 0.014(3) 0.003(3) C(13) 0.020(3) 0.033(4) 0.033(4) -0.001(3) 0.013(3) 0.005(3) C(14) 0.039(4) 0.025(4) 0.046(4) -0.023(3) 0.025(3) -0.013(3) C(15) 0.039(4) 0.035(4) 0.023(4) -0.005(3) 0.012(3) -0.004(3) C(16) 0.043(4) 0.051(5) 0.037(4) -0.003(4) 0.015(4) -0.002(4) C(17) 0.068(6) 0.051(5) 0.031(4) -0.007(5) 0.014(4) 0.004(4) C(18) 0.081(7) 0.054(6) 0.049(5) -0.021(5) 0.037(5) -0.001(5) C(19) 0.056(5) 0.057(6) 0.047(5) -0.005(4) 0.029(4) 0.000(4) C(20) 0.033(4) 0.047(5) 0.042(4) 0.005(4) 0.020(3) 0.006(4) C(21) 0.030(4) 0.032(4) 0.016(4) 0.000(3) -0.002(3) -0.006(3) C(22) 0.074(6) 0.035(5) 0.059(5) 0.009(4) 0.027(5) 0.000(4) B(1) 0.012(4) 0.019(4) 0.010(4) -0.006(4) 0.003(3) -0.002(4) B(2) 0.018(4) 0.029(5) 0.016(4) 0.015(4) 0.011(4) 0.009(4) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00048|Fo|^2^]' _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2524 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.1181 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0945 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.611 _refine_ls_shift/esd_max 0.1433 _refine_ls_shift/esd_mean 0.0006 _refine_diff_density_min -0.55 _refine_diff_density_max 0.70 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag F(1) B(1) 1.371(9) 1_555 1_555 yes F(2) B(1) 1.406(9) 1_555 1_555 yes F(3) B(2) 1.383(8) 1_555 1_555 yes F(4) B(2) 1.408(9) 1_555 1_555 yes O(1) C(1) 1.411(7) 1_555 1_555 yes O(1) B(1) 1.422(8) 1_555 1_555 yes O(2) C(12) 1.404(7) 1_555 1_555 yes O(2) B(2) 1.406(10) 1_555 1_555 yes N(1) C(3) 1.272(8) 1_555 1_555 yes N(1) C(11) 1.492(8) 1_555 1_555 yes N(1) B(1) 1.577(9) 1_555 1_555 yes N(2) C(14) 1.258(8) 1_555 1_555 yes N(2) C(22) 1.465(9) 1_555 1_555 yes N(2) B(2) 1.590(10) 1_555 1_555 yes N(2) H(22) 1.940 1_555 1_555 no C(1) C(2) 1.552(8) 1_555 1_555 yes C(1) C(4) 1.506(8) 1_555 1_555 yes C(1) C(13) 1.575(8) 1_555 1_555 yes C(2) C(3) 1.490(8) 1_555 1_555 yes C(2) C(12) 1.587(9) 1_555 1_555 yes C(2) H(1) 1.002 1_555 1_555 no C(3) C(10) 1.498(9) 1_555 1_555 yes C(4) C(5) 1.384(8) 1_555 1_555 yes C(4) C(9) 1.418(8) 1_555 1_555 yes C(5) C(6) 1.384(9) 1_555 1_555 yes C(5) H(2) 1.038 1_555 1_555 no C(6) C(7) 1.39(1) 1_555 1_555 yes C(6) H(3) 1.062 1_555 1_555 no C(7) C(8) 1.38(1) 1_555 1_555 yes C(7) H(4) 1.038 1_555 1_555 no C(8) C(9) 1.413(9) 1_555 1_555 yes C(8) H(5) 1.018 1_555 1_555 no C(9) H(6) 1.163 1_555 1_555 no C(10) H(7) 1.155 1_555 1_555 no C(10) H(8) 1.006 1_555 1_555 no C(10) H(9) 0.891 1_555 1_555 no C(11) H(10) 1.025 1_555 1_555 no C(11) H(11) 1.034 1_555 1_555 no C(11) H(12) 1.099 1_555 1_555 no C(12) C(13) 1.552(8) 1_555 1_555 yes C(12) C(15) 1.519(8) 1_555 1_555 yes C(13) C(14) 1.511(8) 1_555 1_555 yes C(13) H(13) 1.013 1_555 1_555 no C(14) C(21) 1.512(9) 1_555 1_555 yes C(15) C(16) 1.402(9) 1_555 1_555 yes C(15) C(20) 1.392(9) 1_555 1_555 yes C(16) C(17) 1.379(10) 1_555 1_555 yes C(16) H(14) 1.051 1_555 1_555 no C(17) C(18) 1.40(1) 1_555 1_555 yes C(17) H(15) 0.956 1_555 1_555 no C(18) C(19) 1.36(1) 1_555 1_555 yes C(18) H(16) 1.069 1_555 1_555 no C(19) C(20) 1.390(9) 1_555 1_555 yes C(19) H(17) 1.011 1_555 1_555 no C(20) H(18) 1.094 1_555 1_555 no C(21) H(19) 0.994 1_555 1_555 no C(21) H(20) 0.940 1_555 1_555 no C(21) H(21) 0.956 1_555 1_555 no C(22) H(22) 0.842 1_555 1_555 no C(22) H(24) 1.028 1_555 1_555 no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) O(1) B(1) 120.9(5) 1_555 1_555 1_555 yes C(12) O(2) B(2) 118.8(5) 1_555 1_555 1_555 yes C(3) N(1) C(11) 121.6(6) 1_555 1_555 1_555 yes C(3) N(1) B(1) 123.4(5) 1_555 1_555 1_555 yes C(11) N(1) B(1) 115.1(5) 1_555 1_555 1_555 yes C(14) N(2) C(22) 120.3(6) 1_555 1_555 1_555 yes C(14) N(2) B(2) 122.8(6) 1_555 1_555 1_555 yes C(14) N(2) H(22) 109.0(5) 1_555 1_555 1_555 no C(22) N(2) B(2) 116.9(6) 1_555 1_555 1_555 yes C(22) N(2) H(22) 23.8(3) 1_555 1_555 1_555 no B(2) N(2) H(22) 124.1(4) 1_555 1_555 1_555 no O(1) C(1) C(2) 111.1(5) 1_555 1_555 1_555 yes O(1) C(1) C(4) 111.6(5) 1_555 1_555 1_555 yes O(1) C(1) C(13) 108.1(5) 1_555 1_555 1_555 yes C(2) C(1) C(4) 119.1(5) 1_555 1_555 1_555 yes C(2) C(1) C(13) 87.2(4) 1_555 1_555 1_555 yes C(4) C(1) C(13) 117.2(5) 1_555 1_555 1_555 yes C(1) C(2) C(3) 118.7(5) 1_555 1_555 1_555 yes C(1) C(2) C(12) 90.6(5) 1_555 1_555 1_555 yes C(1) C(2) H(1) 114.0(5) 1_555 1_555 1_555 no C(3) C(2) C(12) 117.5(5) 1_555 1_555 1_555 yes C(3) C(2) H(1) 107.8(6) 1_555 1_555 1_555 no C(12) C(2) H(1) 107.3(5) 1_555 1_555 1_555 no N(1) C(3) C(2) 119.8(6) 1_555 1_555 1_555 yes N(1) C(3) C(10) 124.2(6) 1_555 1_555 1_555 yes C(2) C(3) C(10) 115.9(6) 1_555 1_555 1_555 yes C(1) C(4) C(5) 121.6(6) 1_555 1_555 1_555 yes C(1) C(4) C(9) 120.0(6) 1_555 1_555 1_555 yes C(5) C(4) C(9) 118.4(6) 1_555 1_555 1_555 yes C(4) C(5) C(6) 121.3(6) 1_555 1_555 1_555 yes C(4) C(5) H(2) 117.3(6) 1_555 1_555 1_555 no C(6) C(5) H(2) 121.3(7) 1_555 1_555 1_555 no C(5) C(6) C(7) 121.9(7) 1_555 1_555 1_555 yes C(5) C(6) H(3) 124.9(8) 1_555 1_555 1_555 no C(7) C(6) H(3) 112.9(7) 1_555 1_555 1_555 no C(6) C(7) C(8) 117.3(7) 1_555 1_555 1_555 yes C(7) C(8) C(9) 122.5(7) 1_555 1_555 1_555 yes C(7) C(8) H(5) 127.5(8) 1_555 1_555 1_555 no C(9) C(8) H(5) 109.8(8) 1_555 1_555 1_555 no C(4) C(9) C(8) 118.6(6) 1_555 1_555 1_555 yes C(4) C(9) H(5) 146.9(5) 1_555 1_555 1_555 no C(8) C(9) H(5) 28.6(4) 1_555 1_555 1_555 no C(3) C(10) H(7) 113.7(6) 1_555 1_555 1_555 no C(3) C(10) H(8) 113.3(6) 1_555 1_555 1_555 no C(3) C(10) H(9) 118.4(7) 1_555 1_555 1_555 no H(7) C(10) H(8) 105.6(6) 1_555 1_555 1_555 no H(7) C(10) H(9) 103.1(6) 1_555 1_555 1_555 no H(8) C(10) H(9) 101.2(7) 1_555 1_555 1_555 no N(1) C(11) H(10) 111.5(6) 1_555 1_555 1_555 no N(1) C(11) H(12) 113.6(6) 1_555 1_555 1_555 no H(10) C(11) H(12) 100.1(6) 1_555 1_555 1_555 no O(2) C(12) C(2) 108.8(5) 1_555 1_555 1_555 yes O(2) C(12) C(13) 112.0(5) 1_555 1_555 1_555 yes O(2) C(12) C(15) 113.0(5) 1_555 1_555 1_555 yes C(2) C(12) C(13) 86.8(5) 1_555 1_555 1_555 yes C(2) C(12) C(15) 114.3(5) 1_555 1_555 1_555 yes C(13) C(12) C(15) 119.0(5) 1_555 1_555 1_555 yes C(1) C(13) C(12) 91.1(5) 1_555 1_555 1_555 yes C(1) C(13) C(14) 113.7(5) 1_555 1_555 1_555 yes C(1) C(13) H(13) 110.4(5) 1_555 1_555 1_555 no C(12) C(13) C(14) 118.5(6) 1_555 1_555 1_555 yes C(12) C(13) H(13) 108.2(5) 1_555 1_555 1_555 no C(14) C(13) H(13) 112.9(5) 1_555 1_555 1_555 no N(2) C(14) C(13) 119.5(6) 1_555 1_555 1_555 yes N(2) C(14) C(21) 126.3(6) 1_555 1_555 1_555 yes C(13) C(14) C(21) 114.1(6) 1_555 1_555 1_555 yes C(12) C(15) C(16) 120.2(6) 1_555 1_555 1_555 yes C(12) C(15) C(20) 121.9(6) 1_555 1_555 1_555 yes C(16) C(15) C(20) 117.9(6) 1_555 1_555 1_555 yes C(15) C(16) C(17) 120.9(7) 1_555 1_555 1_555 yes C(15) C(16) H(14) 119.9(6) 1_555 1_555 1_555 no C(17) C(16) H(14) 119.2(7) 1_555 1_555 1_555 no C(16) C(17) C(18) 120.2(7) 1_555 1_555 1_555 yes C(16) C(17) H(15) 120.0(8) 1_555 1_555 1_555 no C(18) C(17) H(15) 119.8(8) 1_555 1_555 1_555 no C(17) C(18) C(19) 119.3(7) 1_555 1_555 1_555 yes C(17) C(18) H(16) 119.8(8) 1_555 1_555 1_555 no C(19) C(18) H(16) 120.1(8) 1_555 1_555 1_555 no C(18) C(19) C(20) 120.6(7) 1_555 1_555 1_555 yes C(18) C(19) H(17) 118.9(7) 1_555 1_555 1_555 no C(20) C(19) H(17) 120.4(7) 1_555 1_555 1_555 no C(15) C(20) C(19) 121.1(7) 1_555 1_555 1_555 yes C(15) C(20) H(18) 112.7(6) 1_555 1_555 1_555 no C(19) C(20) H(18) 126.2(6) 1_555 1_555 1_555 no N(2) C(22) H(22) 111.5(7) 1_555 1_555 1_555 no N(2) C(22) H(24) 112.7(7) 1_555 1_555 1_555 no H(22) C(22) H(24) 122.6(8) 1_555 1_555 1_555 no F(1) B(1) F(2) 108.7(6) 1_555 1_555 1_555 yes F(1) B(1) O(1) 109.1(6) 1_555 1_555 1_555 yes F(1) B(1) N(1) 107.5(5) 1_555 1_555 1_555 yes F(2) B(1) O(1) 113.0(6) 1_555 1_555 1_555 yes F(2) B(1) N(1) 105.0(6) 1_555 1_555 1_555 yes O(1) B(1) N(1) 113.3(5) 1_555 1_555 1_555 yes F(3) B(2) F(4) 107.5(6) 1_555 1_555 1_555 yes F(3) B(2) O(2) 110.0(7) 1_555 1_555 1_555 yes F(3) B(2) N(2) 107.4(6) 1_555 1_555 1_555 yes F(4) B(2) O(2) 114.6(6) 1_555 1_555 1_555 yes F(4) B(2) N(2) 104.0(6) 1_555 1_555 1_555 yes O(2) B(2) N(2) 112.9(6) 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag F(1) C(13) 3.231(7) 1_555 4_555 ? F(1) C(21) 3.320(8) 1_555 4_555 ? F(1) C(7) 3.504(9) 1_555 2_646 ? F(1) C(6) 3.535(8) 1_555 2_646 ? F(2) C(22) 3.301(9) 1_555 1_565 ? F(2) C(8) 3.420(8) 1_555 4_565 ? F(2) C(21) 3.554(7) 1_555 2_656 ? F(3) C(20) 3.461(8) 1_555 4_555 ? F(3) C(19) 3.547(9) 1_555 4_555 ? F(4) C(10) 3.493(9) 1_555 1_545 ? O(1) C(6) 3.598(8) 1_555 2_646 ? O(2) C(19) 3.579(9) 1_555 4_555 ? C(4) C(22) 3.57(1) 1_555 1_565 ? C(10) C(10) 3.55(1) 1_555 3_767 ? C(17) C(19) 3.46(1) 1_555 2_647 ? #------------------------------------------------------------------------------ data_afc5r.xtl_master_file 'Dimer 3c' _database_code_CSD 171765 _audit_creation_date 'Fri Oct 26 18:39:18 2001' _audit_creation_method 'by teXsan' # CHEMICAL DATA _chemical_formula_sum 'C33 H30 B2 Cl2 F4 N2 O2 ' _chemical_formula_moiety 'C33 H30 B2 Cl2 F4 N2 O2 ' _chemical_formula_weight 655.13 _chemical_melting_point 120-122 #---------------------------------------------------------------------- #------- # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 9.669(3) _cell_length_b 18.632(3) _cell_length_c 9.416(2) _cell_angle_alpha 91.52(2) _cell_angle_beta 110.66(2) _cell_angle_gamma 94.71(2) _cell_volume 1579.0(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 13.0 _cell_measurement_theta_max 14.8 _cell_measurement_temperature 298.2 #---------------------------------------------------------------------- #------- _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.200 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.263 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.438 _exptl_absorpt_correction_T_max 0.949 #---------------------------------------------------------------------- #------- # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 7685 _diffrn_reflns_av_R_equivalents 0.029 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 1.0587 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.0587 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 19.25 #---------------------------------------------------------------------- #------- # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 7681 _reflns_number_gt 3652 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0841 _refine_ls_wR_factor_ref 0.3205 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 7679 _refine_ls_number_parameters 406 _refine_ls_goodness_of_fit_ref 1.330 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.13000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0014 _refine_diff_density_max 0.80 _refine_diff_density_min -0.88 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'O' 'O' 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'B' 'B' 0.001 0.001 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'F' 'F' 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'Cl' 'Cl' 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #---------------------------------------------------------------------- #------- # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl -0.0072(3) 1.0560(2) 0.8263(5) 0.179(2) Uani 1.00 d . . . Cl(2) Cl 0.2587(5) 1.0431(2) 0.7672(7) 0.246(2) Uani 1.00 d . . . F(1) F 0.1150(3) 0.5937(2) -0.0497(3) 0.0556(9) Uani 1.00 d . . . F(2) F 0.2499(4) 0.5224(1) 0.1286(4) 0.0585(9) Uani 1.00 d . . . F(3) F 0.1684(3) 0.8359(2) -0.0293(3) 0.0597(10) Uani 1.00 d . . . F(4) F 0.3579(4) 0.9099(1) 0.1341(3) 0.0579(10) Uani 1.00 d . . . O(1) O 0.3517(3) 0.6382(2) 0.0971(3) 0.0349(8) Uani 1.00 d . . . O(2) O 0.2937(3) 0.7935(2) 0.2016(3) 0.0378(9) Uani 1.00 d . . . N(1) N 0.1571(4) 0.6228(2) 0.2139(4) 0.035(1) Uani 1.00 d . . . N(2) N 0.4191(4) 0.8107(2) 0.0130(4) 0.038(1) Uani 1.00 d . . . C(1) C 0.4605(5) 0.6608(2) 0.2392(5) 0.033(1) Uani 1.00 d . . . C(2) C 0.3897(5) 0.6927(2) 0.3491(4) 0.031(1) Uani 1.00 d . . . C(3) C 0.2316(5) 0.6691(2) 0.3233(5) 0.034(1) Uani 1.00 d . . . C(4) C 0.5746(5) 0.6076(2) 0.2975(5) 0.034(1) Uani 1.00 d . . . C(5) C 0.5907(6) 0.5550(3) 0.1998(5) 0.047(1) Uani 1.00 d . . . C(6) C 0.6987(6) 0.5062(3) 0.2526(7) 0.053(2) Uani 1.00 d . . . C(7) C 0.7916(6) 0.5103(3) 0.4023(7) 0.056(2) Uani 1.00 d . . . C(8) C 0.7809(7) 0.5643(4) 0.4990(7) 0.068(2) Uani 1.00 d . . . C(9) C 0.6728(6) 0.6136(3) 0.4464(6) 0.052(2) Uani 1.00 d . . . C(10) C 0.1655(5) 0.7016(2) 0.4276(5) 0.036(1) Uani 1.00 d . . . C(11) C 0.2027(6) 0.6777(3) 0.5760(6) 0.051(2) Uani 1.00 d . . . C(12) C 0.1353(7) 0.7054(4) 0.6715(6) 0.069(2) Uani 1.00 d . . . C(13) C 0.0381(7) 0.7573(4) 0.6226(7) 0.066(2) Uani 1.00 d . . . C(14) C 0.0052(6) 0.7803(3) 0.4795(7) 0.061(2) Uani 1.00 d . . . C(15) C 0.0681(6) 0.7527(3) 0.3815(6) 0.055(2) Uani 1.00 d . . . C(16) C 0.0056(6) 0.5928(3) 0.1938(6) 0.052(2) Uani 1.00 d . . . C(17) C 0.4239(5) 0.7712(2) 0.3091(5) 0.034(1) Uani 1.00 d . . . C(18) C 0.5251(5) 0.7406(2) 0.2296(5) 0.030(1) Uani 1.00 d . . . C(19) C 0.5108(5) 0.7649(2) 0.0755(5) 0.034(1) Uani 1.00 d . . . C(20) C 0.6096(5) 0.7348(3) 0.0024(5) 0.040(1) Uani 1.00 d . . . C(21) C 0.7497(6) 0.7706(3) 0.0286(6) 0.055(2) Uani 1.00 d . . . C(22) C 0.8398(6) 0.7415(4) -0.0415(7) 0.073(2) Uani 1.00 d . . . C(23) C 0.7934(7) 0.6815(4) -0.1356(6) 0.061(2) Uani 1.00 d . . . C(24) C 0.6545(7) 0.6476(3) -0.1623(6) 0.061(2) Uani 1.00 d . . . C(25) C 0.5632(6) 0.6736(3) -0.0935(6) 0.046(1) Uani 1.00 d . . . C(26) C 0.4966(5) 0.8261(2) 0.4430(5) 0.038(1) Uani 1.00 d . . . C(27) C 0.6416(6) 0.8228(3) 0.5431(6) 0.054(2) Uani 1.00 d . . . C(28) C 0.7074(7) 0.8734(3) 0.6634(6) 0.064(2) Uani 1.00 d . . . C(29) C 0.6269(9) 0.9277(3) 0.6870(7) 0.068(2) Uani 1.00 d . . . C(30) C 0.4844(9) 0.9302(3) 0.5934(7) 0.062(2) Uani 1.00 d . . . C(31) C 0.4159(6) 0.8799(3) 0.4703(6) 0.050(2) Uani 1.00 d . . . C(32) C 0.4142(6) 0.8418(3) -0.1311(6) 0.053(2) Uani 1.00 d . . . C(33) C 0.112(1) 0.9962(5) 0.801(2) 0.190(6) Uani 1.00 d . . . B(1) B 0.2247(6) 0.5933(3) 0.0920(6) 0.038(1) Uani 1.00 d . . . B(2) B 0.3048(6) 0.8393(3) 0.0869(6) 0.041(2) Uani 1.00 d . . . H(1) H 0.4496 0.6859 0.4512 0.0382 Uiso 1.00 calc . . . H(2) H 0.5280 0.5514 0.0962 0.0561 Uiso 1.00 calc . . . H(3) H 0.7078 0.4704 0.1843 0.0654 Uiso 1.00 calc . . . H(4) H 0.8623 0.4768 0.4386 0.0692 Uiso 1.00 calc . . . H(5) H 0.8455 0.5688 0.6026 0.0813 Uiso 1.00 calc . . . H(6) H 0.6667 0.6508 0.5142 0.0638 Uiso 1.00 calc . . . H(7) H 0.2724 0.6433 0.6104 0.0627 Uiso 1.00 calc . . . H(8) H 0.1574 0.6887 0.7707 0.0831 Uiso 1.00 calc . . . H(9) H -0.0072 0.7762 0.6882 0.0798 Uiso 1.00 calc . . . H(10) H -0.0625 0.8161 0.4467 0.0750 Uiso 1.00 calc . . . H(11) H 0.0441 0.7694 0.2821 0.0672 Uiso 1.00 calc . . . H(12) H -0.0570 0.6302 0.1807 0.0640 Uiso 1.00 calc . . . H(13) H -0.0310 0.5598 0.1063 0.0640 Uiso 1.00 calc . . . H(14) H 0.0072 0.5674 0.2808 0.0640 Uiso 1.00 calc . . . H(15) H 0.6261 0.7481 0.2954 0.0365 Uiso 1.00 calc . . . H(16) H 0.7830 0.8131 0.0934 0.0672 Uiso 1.00 calc . . . H(17) H 0.9370 0.7651 -0.0220 0.0864 Uiso 1.00 calc . . . H(18) H 0.8550 0.6632 -0.1838 0.0746 Uiso 1.00 calc . . . H(19) H 0.6217 0.6051 -0.2286 0.0740 Uiso 1.00 calc . . . H(20) H 0.4676 0.6492 -0.1120 0.0567 Uiso 1.00 calc . . . H(21) H 0.6958 0.7847 0.5296 0.0655 Uiso 1.00 calc . . . H(22) H 0.8062 0.8716 0.7287 0.0771 Uiso 1.00 calc . . . H(23) H 0.6722 0.9624 0.7690 0.0817 Uiso 1.00 calc . . . H(24) H 0.4297 0.9671 0.6120 0.0751 Uiso 1.00 calc . . . H(25) H 0.3161 0.8827 0.4070 0.0611 Uiso 1.00 calc . . . H(26) H 0.5072 0.8676 -0.1176 0.0654 Uiso 1.00 calc . . . H(27) H 0.3921 0.8047 -0.2084 0.0654 Uiso 1.00 calc . . . H(28) H 0.3387 0.8744 -0.1601 0.0654 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cl(1) 0.109(2) 0.127(2) 0.322(5) 0.016(2) 0.100(3) 0.037(3) Cl(2) 0.249(5) 0.144(3) 0.456(7) 0.028(3) 0.267(5) -0.022(4) F(1) 0.045(2) 0.076(2) 0.041(1) -0.002(2) 0.012(1) -0.011(1) F(2) 0.063(2) 0.035(2) 0.083(2) 0.003(1) 0.034(2) -0.002(1) F(3) 0.047(2) 0.084(2) 0.053(2) 0.025(2) 0.019(2) 0.016(2) F(4) 0.084(2) 0.035(2) 0.070(2) 0.013(2) 0.043(2) 0.007(1) O(1) 0.033(2) 0.042(2) 0.030(1) 0.002(1) 0.013(1) -0.005(1) O(2) 0.035(2) 0.042(2) 0.042(2) 0.011(1) 0.018(1) 0.004(1) N(1) 0.033(2) 0.034(2) 0.040(2) 0.001(2) 0.016(2) 0.001(2) N(2) 0.040(2) 0.036(2) 0.043(2) 0.006(2) 0.021(2) 0.008(2) C(1) 0.036(3) 0.036(2) 0.030(2) 0.004(2) 0.015(2) -0.003(2) C(2) 0.033(2) 0.034(2) 0.029(2) 0.005(2) 0.017(2) -0.001(2) C(3) 0.037(3) 0.037(2) 0.031(2) 0.004(2) 0.016(2) 0.006(2) C(4) 0.037(3) 0.029(2) 0.039(2) 0.006(2) 0.018(2) 0.002(2) C(5) 0.043(3) 0.053(3) 0.045(3) 0.011(2) 0.017(2) -0.005(2) C(6) 0.048(3) 0.043(3) 0.072(4) 0.014(3) 0.025(3) -0.010(3) C(7) 0.048(3) 0.038(3) 0.082(4) 0.015(2) 0.021(3) 0.006(3) C(8) 0.057(4) 0.086(4) 0.053(3) 0.029(3) 0.005(3) 0.002(3) C(9) 0.063(4) 0.048(3) 0.045(3) 0.022(3) 0.016(3) -0.002(2) C(10) 0.033(2) 0.043(3) 0.037(2) -0.003(2) 0.020(2) -0.002(2) C(11) 0.064(4) 0.053(3) 0.044(3) 0.008(3) 0.027(3) 0.008(2) C(12) 0.071(4) 0.107(5) 0.033(3) 0.004(4) 0.027(3) -0.004(3) C(13) 0.052(4) 0.094(5) 0.060(4) 0.003(3) 0.035(3) -0.020(3) C(14) 0.049(3) 0.078(4) 0.066(4) 0.025(3) 0.028(3) 0.000(3) C(15) 0.053(3) 0.072(4) 0.048(3) 0.020(3) 0.026(3) 0.008(3) C(16) 0.045(3) 0.055(3) 0.059(3) -0.009(3) 0.026(3) -0.003(3) C(17) 0.034(2) 0.032(2) 0.043(2) 0.005(2) 0.022(2) 0.001(2) C(18) 0.029(2) 0.028(2) 0.035(2) 0.003(2) 0.016(2) 0.000(2) C(19) 0.036(3) 0.035(2) 0.037(2) 0.001(2) 0.020(2) 0.000(2) C(20) 0.042(3) 0.048(3) 0.037(2) 0.010(2) 0.022(2) 0.008(2) C(21) 0.043(3) 0.072(4) 0.052(3) -0.002(3) 0.024(3) -0.008(3) C(22) 0.034(3) 0.133(6) 0.061(4) 0.010(4) 0.028(3) 0.003(4) C(23) 0.064(4) 0.083(4) 0.053(3) 0.031(4) 0.035(3) 0.007(3) C(24) 0.084(5) 0.059(3) 0.055(3) 0.020(3) 0.042(3) -0.002(3) C(25) 0.050(3) 0.046(3) 0.051(3) 0.005(2) 0.029(3) 0.001(2) C(26) 0.048(3) 0.034(2) 0.038(2) 0.000(2) 0.025(2) -0.002(2) C(27) 0.054(3) 0.055(3) 0.054(3) 0.001(3) 0.024(3) -0.015(3) C(28) 0.064(4) 0.067(4) 0.057(3) -0.015(3) 0.025(3) -0.019(3) C(29) 0.109(6) 0.053(3) 0.051(3) -0.020(4) 0.047(4) -0.019(3) C(30) 0.105(5) 0.039(3) 0.057(3) 0.017(3) 0.047(4) 0.001(2) C(31) 0.069(4) 0.043(3) 0.051(3) 0.015(3) 0.036(3) 0.003(2) C(32) 0.064(4) 0.058(3) 0.054(3) 0.021(3) 0.036(3) 0.025(3) C(33) 0.15(1) 0.077(6) 0.39(2) 0.034(7) 0.14(1) 0.064(9) B(1) 0.041(3) 0.035(3) 0.036(3) 0.000(2) 0.013(2) -0.003(2) B(2) 0.040(3) 0.045(3) 0.043(3) 0.015(3) 0.020(3) 0.006(2) #---------------------------------------------------------------------- #------- _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR88 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #---------------------------------------------------------------------- #------- _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(1) C(33) 1.74(1) . . yes Cl(2) C(33) 1.73(1) . . yes F(1) B(1) 1.381(6) . . yes F(2) B(1) 1.394(6) . . yes F(3) B(2) 1.380(6) . . yes F(4) B(2) 1.375(6) . . yes O(1) C(1) 1.406(5) . . yes O(1) B(1) 1.413(6) . . yes O(2) C(17) 1.412(5) . . yes O(2) B(2) 1.422(6) . . yes N(1) C(3) 1.286(5) . . yes N(1) C(16) 1.469(6) . . yes N(1) B(1) 1.612(6) . . yes N(2) C(19) 1.282(6) . . yes N(2) C(32) 1.477(6) . . yes N(2) B(2) 1.615(6) . . yes C(1) C(2) 1.558(6) . . yes C(1) C(4) 1.510(6) . . yes C(1) C(18) 1.582(6) . . yes C(2) C(3) 1.487(6) . . yes C(2) C(17) 1.567(6) . . yes C(2) H(1) 0.949 . . no C(3) C(10) 1.487(6) . . yes C(4) C(5) 1.381(6) . . yes C(4) C(9) 1.383(7) . . yes C(5) C(6) 1.406(7) . . yes C(5) H(2) 0.947 . . no C(6) C(7) 1.375(8) . . yes C(6) H(3) 0.945 . . no C(7) C(8) 1.374(8) . . yes C(7) H(4) 0.944 . . no C(8) C(9) 1.414(8) . . yes C(8) H(5) 0.952 . . no C(9) H(6) 0.950 . . no C(10) C(11) 1.409(6) . . yes C(10) C(15) 1.365(7) . . yes C(11) C(12) 1.394(8) . . yes C(11) H(7) 0.947 . . no C(12) C(13) 1.378(9) . . yes C(12) H(8) 0.949 . . no C(13) C(14) 1.361(8) . . yes C(13) H(9) 0.950 . . no C(14) C(15) 1.382(7) . . yes C(14) H(10) 0.953 . . no C(15) H(11) 0.949 . . no C(16) H(12) 0.943 . . no C(16) H(13) 0.956 . . no C(16) H(14) 0.952 . . no C(17) C(18) 1.558(6) . . yes C(17) C(26) 1.523(6) . . yes C(18) C(19) 1.495(6) . . yes C(18) H(15) 0.950 . . no C(19) C(20) 1.493(6) . . yes C(20) C(21) 1.396(7) . . yes C(20) C(25) 1.376(7) . . yes C(21) C(22) 1.398(8) . . yes C(21) H(16) 0.946 . . no C(22) C(23) 1.348(9) . . yes C(22) H(17) 0.958 . . no C(23) C(24) 1.371(9) . . yes C(23) H(18) 0.946 . . no C(24) C(25) 1.375(7) . . yes C(24) H(19) 0.954 . . no C(25) H(20) 0.952 . . no C(26) C(27) 1.395(7) . . yes C(26) C(31) 1.392(7) . . yes C(27) C(28) 1.383(7) . . yes C(27) H(21) 0.946 . . no C(28) C(29) 1.386(9) . . yes C(28) H(22) 0.940 . . no C(29) C(30) 1.354(10) . . yes C(29) H(23) 0.946 . . no C(30) C(31) 1.400(8) . . yes C(30) H(24) 0.950 . . no C(31) H(25) 0.945 . . no C(32) H(26) 0.949 . . no C(32) H(27) 0.945 . . no C(32) H(28) 0.958 . . no #---------------------------------------------------------------------- #------- 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) O(1) B(1) 119.1(3) . . . yes C(17) O(2) B(2) 119.6(4) . . . yes C(3) N(1) C(16) 121.8(4) . . . yes C(3) N(1) B(1) 122.2(4) . . . yes C(16) N(1) B(1) 116.0(4) . . . yes C(19) N(2) C(32) 121.4(4) . . . yes C(19) N(2) B(2) 122.9(4) . . . yes C(32) N(2) B(2) 115.8(4) . . . yes O(1) C(1) C(2) 111.3(3) . . . yes O(1) C(1) C(4) 113.0(3) . . . yes O(1) C(1) C(18) 108.3(3) . . . yes C(2) C(1) C(4) 118.9(3) . . . yes C(2) C(1) C(18) 87.1(3) . . . yes C(4) C(1) C(18) 115.4(4) . . . yes C(1) C(2) C(3) 118.3(4) . . . yes C(1) C(2) C(17) 91.7(3) . . . yes C(1) C(2) H(1) 109.6 . . . no C(3) C(2) C(17) 116.4(4) . . . yes C(3) C(2) H(1) 109.9 . . . no C(17) C(2) H(1) 109.7 . . . no N(1) C(3) C(2) 120.2(4) . . . yes N(1) C(3) C(10) 122.5(4) . . . yes C(2) C(3) C(10) 117.3(4) . . . yes C(1) C(4) C(5) 120.5(4) . . . yes C(1) C(4) C(9) 121.1(4) . . . yes C(5) C(4) C(9) 118.3(4) . . . yes C(4) C(5) C(6) 120.8(4) . . . yes C(4) C(5) H(2) 119.8 . . . no C(6) C(5) H(2) 119.4 . . . no C(5) C(6) C(7) 120.7(5) . . . yes C(5) C(6) H(3) 119.7 . . . no C(7) C(6) H(3) 119.6 . . . no C(6) C(7) C(8) 119.0(5) . . . yes C(6) C(7) H(4) 120.9 . . . no C(8) C(7) H(4) 120.1 . . . no C(7) C(8) C(9) 120.4(5) . . . yes C(7) C(8) H(5) 120.5 . . . no C(9) C(8) H(5) 119.1 . . . no C(4) C(9) C(8) 120.6(5) . . . yes C(4) C(9) H(6) 119.7 . . . no C(8) C(9) H(6) 119.7 . . . no C(3) C(10) C(11) 118.9(4) . . . yes C(3) C(10) C(15) 121.4(4) . . . yes C(11) C(10) C(15) 119.7(4) . . . yes C(10) C(11) C(12) 119.0(5) . . . yes C(10) C(11) H(7) 120.5 . . . no C(12) C(11) H(7) 120.5 . . . no C(11) C(12) C(13) 120.2(5) . . . yes C(11) C(12) H(8) 119.7 . . . no C(13) C(12) H(8) 120.1 . . . no C(12) C(13) C(14) 119.9(5) . . . yes C(12) C(13) H(9) 119.9 . . . no C(14) C(13) H(9) 120.2 . . . no C(13) C(14) C(15) 121.1(5) . . . yes C(13) C(14) H(10) 119.2 . . . no C(15) C(14) H(10) 119.7 . . . no C(10) C(15) C(14) 120.1(5) . . . yes C(10) C(15) H(11) 119.8 . . . no C(14) C(15) H(11) 120.1 . . . no N(1) C(16) H(12) 110.0 . . . no N(1) C(16) H(13) 109.2 . . . no N(1) C(16) H(14) 109.4 . . . no H(12) C(16) H(13) 109.6 . . . no H(12) C(16) H(14) 109.9 . . . no H(13) C(16) H(14) 108.8 . . . no O(2) C(17) C(2) 108.8(3) . . . yes O(2) C(17) C(18) 111.2(3) . . . yes O(2) C(17) C(26) 112.6(4) . . . yes C(2) C(17) C(18) 87.9(3) . . . yes C(2) C(17) C(26) 116.2(3) . . . yes C(18) C(17) C(26) 117.6(4) . . . yes C(1) C(18) C(17) 90.8(3) . . . yes C(1) C(18) C(19) 117.4(3) . . . yes C(1) C(18) H(15) 109.6 . . . no C(17) C(18) C(19) 118.2(4) . . . yes C(17) C(18) H(15) 109.9 . . . no C(19) C(18) H(15) 109.6 . . . no N(2) C(19) C(18) 120.1(4) . . . yes N(2) C(19) C(20) 122.9(4) . . . yes C(18) C(19) C(20) 117.0(4) . . . yes C(19) C(20) C(21) 119.4(4) . . . yes C(19) C(20) C(25) 121.1(4) . . . yes C(21) C(20) C(25) 119.5(4) . . . yes C(20) C(21) C(22) 118.2(5) . . . yes C(20) C(21) H(16) 120.6 . . . no C(22) C(21) H(16) 121.2 . . . no C(21) C(22) C(23) 121.9(6) . . . yes C(21) C(22) H(17) 118.6 . . . no C(23) C(22) H(17) 119.4 . . . no C(22) C(23) C(24) 119.3(5) . . . yes C(22) C(23) H(18) 120.7 . . . no C(24) C(23) H(18) 120.0 . . . no C(23) C(24) C(25) 120.8(5) . . . yes C(23) C(24) H(19) 119.3 . . . no C(25) C(24) H(19) 119.9 . . . no C(20) C(25) C(24) 120.3(5) . . . yes C(20) C(25) H(20) 119.7 . . . no C(24) C(25) H(20) 119.9 . . . no C(17) C(26) C(27) 121.6(4) . . . yes C(17) C(26) C(31) 119.8(4) . . . yes C(27) C(26) C(31) 118.5(4) . . . yes C(26) C(27) C(28) 121.3(5) . . . yes C(26) C(27) H(21) 119.5 . . . no C(28) C(27) H(21) 119.2 . . . no C(27) C(28) C(29) 119.5(6) . . . yes C(27) C(28) H(22) 120.9 . . . no C(29) C(28) H(22) 119.6 . . . no C(28) C(29) C(30) 119.7(5) . . . yes C(28) C(29) H(23) 119.4 . . . no C(30) C(29) H(23) 120.9 . . . no C(29) C(30) C(31) 121.8(5) . . . yes C(29) C(30) H(24) 118.9 . . . no C(31) C(30) H(24) 119.3 . . . no C(26) C(31) C(30) 119.1(5) . . . yes C(26) C(31) H(25) 120.8 . . . no C(30) C(31) H(25) 120.1 . . . no N(2) C(32) H(26) 109.6 . . . no N(2) C(32) H(27) 110.0 . . . no N(2) C(32) H(28) 109.2 . . . no H(26) C(32) H(27) 110.0 . . . no H(26) C(32) H(28) 108.9 . . . no H(27) C(32) H(28) 109.2 . . . no Cl(1) C(33) Cl(2) 110.1(5) . . . yes F(1) B(1) F(2) 109.6(4) . . . yes F(1) B(1) O(1) 109.8(4) . . . yes F(1) B(1) N(1) 106.8(4) . . . yes F(2) B(1) O(1) 115.0(4) . . . yes F(2) B(1) N(1) 104.3(4) . . . yes O(1) B(1) N(1) 110.9(4) . . . yes F(3) B(2) F(4) 110.2(4) . . . yes F(3) B(2) O(2) 109.1(4) . . . yes F(3) B(2) N(2) 106.4(4) . . . yes F(4) B(2) O(2) 115.9(4) . . . yes F(4) B(2) N(2) 104.5(4) . . . yes O(2) B(2) N(2) 110.2(4) . . . yes #---------------------------------------------------------------------- #------- 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 F(1) B(1) O(1) C(1) 163.3(3) . . . . yes F(1) B(1) N(1) C(3) -135.6(4) . . . . yes F(1) B(1) N(1) C(16) 45.1(5) . . . . yes F(2) B(1) O(1) C(1) -72.4(5) . . . . yes F(2) B(1) N(1) C(3) 108.3(5) . . . . yes F(2) B(1) N(1) C(16) -70.9(5) . . . . yes F(3) B(2) O(2) C(17) 161.6(3) . . . . yes F(3) B(2) N(2) C(19) -133.6(4) . . . . yes F(3) B(2) N(2) C(32) 47.5(5) . . . . yes F(4) B(2) O(2) C(17) -73.3(5) . . . . yes F(4) B(2) N(2) C(19) 109.7(5) . . . . yes F(4) B(2) N(2) C(32) -69.1(5) . . . . yes O(1) C(1) C(2) C(3) 24.9(5) . . . . yes O(1) C(1) C(2) C(17) -96.6(4) . . . . yes O(1) C(1) C(4) C(5) 17.3(6) . . . . yes O(1) C(1) C(4) C(9) -167.6(4) . . . . yes O(1) C(1) C(18) C(17) 99.5(3) . . . . yes O(1) C(1) C(18) C(19) -23.2(5) . . . . yes O(1) B(1) N(1) C(3) -16.0(6) . . . . yes O(1) B(1) N(1) C(16) 164.8(4) . . . . yes O(2) C(17) C(2) C(1) 99.6(3) . . . . yes O(2) C(17) C(2) C(3) -23.4(5) . . . . yes O(2) C(17) C(18) C(1) -97.5(4) . . . . yes O(2) C(17) C(18) C(19) 24.5(5) . . . . yes O(2) C(17) C(26) C(27) -165.3(4) . . . . yes O(2) C(17) C(26) C(31) 16.8(6) . . . . yes O(2) B(2) N(2) C(19) -15.5(6) . . . . yes O(2) B(2) N(2) C(32) 165.6(4) . . . . yes N(1) C(3) C(2) C(1) 1.0(6) . . . . yes N(1) C(3) C(2) C(17) 108.7(5) . . . . yes N(1) C(3) C(10) C(11) 104.7(5) . . . . yes N(1) C(3) C(10) C(15) -74.0(6) . . . . yes N(1) B(1) O(1) C(1) 45.5(5) . . . . yes N(2) C(19) C(18) C(1) 108.4(5) . . . . yes N(2) C(19) C(18) C(17) 1.2(6) . . . . yes N(2) C(19) C(20) C(21) 89.3(6) . . . . yes N(2) C(19) C(20) C(25) -88.9(6) . . . . yes N(2) B(2) O(2) C(17) 45.1(5) . . . . yes C(1) C(2) C(3) C(10) -178.7(4) . . . . yes C(1) C(2) C(17) C(18) -12.1(3) . . . . yes C(1) C(2) C(17) C(26) -132.1(4) . . . . yes C(1) C(4) C(5) C(6) 178.8(5) . . . . yes C(1) C(4) C(9) C(8) -178.9(5) . . . . yes C(1) C(18) C(17) C(2) 11.9(3) . . . . yes C(1) C(18) C(17) C(26) 130.6(4) . . . . yes C(1) C(18) C(19) C(20) -73.0(5) . . . . yes C(2) C(1) O(1) B(1) -49.9(5) . . . . yes C(2) C(1) C(4) C(5) 150.5(4) . . . . yes C(2) C(1) C(4) C(9) -34.4(6) . . . . yes C(2) C(1) C(18) C(17) -11.9(3) . . . . yes C(2) C(1) C(18) C(19) -134.6(4) . . . . yes C(2) C(3) N(1) C(16) 173.9(4) . . . . yes C(2) C(3) N(1) B(1) -5.4(6) . . . . yes C(2) C(3) C(10) C(11) -75.7(6) . . . . yes C(2) C(3) C(10) C(15) 105.6(5) . . . . yes C(2) C(17) O(2) B(2) -144.9(4) . . . . yes C(2) C(17) C(18) C(19) 133.9(4) . . . . yes C(2) C(17) C(26) C(27) 68.3(6) . . . . yes C(2) C(17) C(26) C(31) -109.7(5) . . . . yes C(3) C(2) C(1) C(4) -109.0(5) . . . . yes C(3) C(2) C(1) C(18) 133.4(4) . . . . yes C(3) C(2) C(17) C(18) -135.1(4) . . . . yes C(3) C(2) C(17) C(26) 105.0(4) . . . . yes C(3) C(10) C(11) C(12) -176.9(5) . . . . yes C(3) C(10) C(15) C(14) 178.1(5) . . . . yes C(4) C(1) O(1) B(1) 86.8(5) . . . . yes C(4) C(1) C(2) C(17) 129.5(4) . . . . yes C(4) C(1) C(18) C(17) -132.7(4) . . . . yes C(4) C(1) C(18) C(19) 104.6(4) . . . . yes C(4) C(5) C(6) C(7) -0.7(8) . . . . yes C(4) C(9) C(8) C(7) 1.0(10) . . . . yes C(5) C(4) C(1) C(18) -108.1(5) . . . . yes C(5) C(4) C(9) C(8) -3.7(8) . . . . yes C(5) C(6) C(7) C(8) -2.1(9) . . . . yes C(6) C(5) C(4) C(9) 3.5(8) . . . . yes C(6) C(7) C(8) C(9) 1.9(10) . . . . yes C(9) C(4) C(1) C(18) 67.0(6) . . . . yes C(10) C(3) N(1) C(16) -6.5(7) . . . . yes C(10) C(3) N(1) B(1) 174.3(4) . . . . yes C(10) C(3) C(2) C(17) -70.9(5) . . . . yes C(10) C(11) C(12) C(13) -2.3(9) . . . . yes C(10) C(15) C(14) C(13) -0.2(9) . . . . yes C(11) C(10) C(15) C(14) -0.6(8) . . . . yes C(11) C(12) C(13) C(14) 1.5(10) . . . . yes C(12) C(11) C(10) C(15) 1.9(8) . . . . yes C(12) C(13) C(14) C(15) -0.2(10) . . . . yes C(17) C(2) C(1) C(18) 11.9(3) . . . . yes C(17) C(18) C(19) C(20) 179.8(4) . . . . yes C(17) C(26) C(27) C(28) 179.2(5) . . . . yes C(17) C(26) C(31) C(30) -179.8(4) . . . . yes C(18) C(1) O(1) B(1) -144.0(4) . . . . yes C(18) C(17) O(2) B(2) -49.7(5) . . . . yes C(18) C(17) C(26) C(27) -34.0(6) . . . . yes C(18) C(17) C(26) C(31) 148.1(4) . . . . yes C(18) C(19) N(2) C(32) 173.2(4) . . . . yes C(18) C(19) N(2) B(2) -5.6(6) . . . . yes C(18) C(19) C(20) C(21) -89.3(5) . . . . yes C(18) C(19) C(20) C(25) 92.6(5) . . . . yes C(19) C(18) C(17) C(26) -107.4(4) . . . . yes C(19) C(20) C(21) C(22) -179.8(5) . . . . yes C(19) C(20) C(25) C(24) 178.6(5) . . . . yes C(20) C(19) N(2) C(32) -5.3(7) . . . . yes C(20) C(19) N(2) B(2) 175.9(4) . . . . yes C(20) C(21) C(22) C(23) 1.7(9) . . . . yes C(20) C(25) C(24) C(23) 0.7(8) . . . . yes C(21) C(20) C(25) C(24) 0.4(8) . . . . yes C(21) C(22) C(23) C(24) -0.7(10) . . . . yes C(22) C(21) C(20) C(25) -1.6(8) . . . . yes C(22) C(23) C(24) C(25) -0.6(9) . . . . yes C(26) C(17) O(2) B(2) 84.8(5) . . . . yes C(26) C(27) C(28) C(29) 1.3(9) . . . . yes C(26) C(31) C(30) C(29) -0.2(8) . . . . yes C(27) C(26) C(31) C(30) 2.2(7) . . . . yes C(27) C(28) C(29) C(30) 0.8(9) . . . . yes C(28) C(27) C(26) C(31) -2.8(8) . . . . yes C(28) C(29) C(30) C(31) -1.4(9) . . . . yes C(28) C(29) C(30) C(31) -1.4(9) . . . . yes #---------------------------------------------------------------------- #------- loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl(1) F(3) 3.543(5) . 2_576 ? Cl(2) F(4) 3.517(6) . 2_676 ? F(1) C(12) 3.442(7) . 1_554 ? F(1) C(23) 3.483(7) . 1_455 ? F(2) C(24) 3.364(6) . 2_665 ? F(3) C(13) 3.318(6) . 1_554 ? F(3) C(33) 3.42(1) . 1_554 ? F(3) C(22) 3.467(7) . 1_455 ? F(3) C(12) 3.582(7) . 1_554 ? F(4) C(29) 3.390(6) . 2_676 ? C(6) C(16) 3.484(8) . 1_655 ? C(7) C(11) 3.517(7) . 2_666 ? C(12) C(32) 3.503(9) . 1_556 ? C(16) C(23) 3.591(8) . 1_455 ? C(29) C(32) 3.437(8) . 1_556 ? C(30) C(30) 3.23(1) . 2_676 ? C(30) C(32) 3.344(7) . 1_556 ?