# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 1145/162 data_complex_11 #------------------------------------------------------------------------------ _audit_creation_date 'Mon Jan 25 23:26:10 1999' _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 MITHRIL90 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 432.40 _chemical_formula_analytical ? _chemical_formula_sum 'C21 H18 F4 N5 O ' _chemical_formula_moiety 'C12 F4 N4, C9 H18 N O ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 6.985(2) _cell_length_b 14.407(4) _cell_length_c 20.427(3) _cell_angle_alpha 90 _cell_angle_beta 93.70(2) _cell_angle_gamma 90 _cell_volume 2051.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 22 _cell_measurement_theta_min 23.1 _cell_measurement_theta_max 29.4 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _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,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'BLUE' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.050 _exptl_crystal_density_diffrn 1.400 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 892.00 _exptl_absorpt_coefficient_mu 0.958 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu 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_% -4.60 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 -1 2 2 -2 2 0 -4 4 _diffrn_reflns_number 3482 _reflns_number_total 3188 _reflns_number_observed 1762 _reflns_observed_criterion >3.0sigma(I) _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_av_sigmaI/netI 0.000 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 60.09 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.01012 _diffrn_orient_matrix_UB_12 -0.04859 _diffrn_orient_matrix_UB_13 0.03501 _diffrn_orient_matrix_UB_21 0.05484 _diffrn_orient_matrix_UB_22 -0.04436 _diffrn_orient_matrix_UB_23 -0.03146 _diffrn_orient_matrix_UB_31 0.13218 _diffrn_orient_matrix_UB_32 0.02212 _diffrn_orient_matrix_UB_33 0.01381 #------------------------------------------------------------------------------ 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 84 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 72 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 20 0.031 0.018 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 4 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; F 0 16 0.073 0.053 ;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 F(1) 0.6120(4) 0.6203(2) 0.6053(1) 0.074(1) Uani d . 1.00 . F(2) 0.6463(4) 0.4689(2) 0.6742(1) 0.071(1) Uani d . 1.00 . F(3) 0.8519(4) 0.3081(2) 0.4895(1) 0.068(1) Uani d . 1.00 . F(4) 0.8147(4) 0.4594(2) 0.4201(1) 0.069(1) Uani d . 1.00 . O(1) 0.5126(7) 0.5081(3) 0.2057(2) 0.113(2) Uani d . 1.00 . N(1) 0.6610(7) 0.5118(3) 0.1798(2) 0.064(2) Uani d . 1.00 . N(2) 0.5889(8) 0.7902(4) 0.5138(3) 0.093(2) Uani d . 1.00 . N(3) 0.7492(7) 0.6480(4) 0.3489(3) 0.090(2) Uani d . 1.00 . N(4) 0.7223(9) 0.2818(4) 0.7465(3) 0.106(2) Uani d . 1.00 . N(5) 0.9082(8) 0.1420(4) 0.5854(3) 0.093(2) Uani d . 1.00 . C(1) 0.8178(8) 0.4431(4) 0.2026(3) 0.064(2) Uani d . 1.00 . C(2) 0.9014(9) 0.4051(4) 0.1405(3) 0.091(3) Uani d . 1.00 . C(3) 0.9541(10) 0.4822(5) 0.0932(3) 0.098(3) Uani d . 1.00 . C(4) 0.7746(9) 0.5359(4) 0.0703(3) 0.078(2) Uani d . 1.00 . C(5) 0.6771(8) 0.5839(4) 0.1254(3) 0.066(2) Uani d . 1.00 . C(6) 0.969(1) 0.4945(5) 0.2454(3) 0.127(3) Uani d . 1.00 . C(7) 0.726(1) 0.3677(5) 0.2407(3) 0.110(3) Uani d . 1.00 . C(8) 0.793(1) 0.6637(4) 0.1561(3) 0.109(3) Uani d . 1.00 . C(9) 0.4763(9) 0.6144(5) 0.1033(3) 0.111(3) Uani d . 1.00 . C(10) 0.7108(7) 0.5495(4) 0.5083(2) 0.050(2) Uani d . 1.00 . C(11) 0.6721(7) 0.5432(4) 0.5757(2) 0.053(2) Uani d . 1.00 . C(12) 0.6905(7) 0.4643(4) 0.6113(2) 0.055(2) Uani d . 1.00 . C(13) 0.7521(7) 0.3784(4) 0.5863(2) 0.050(2) Uani d . 1.00 . C(14) 0.7906(7) 0.3856(4) 0.5192(3) 0.053(2) Uani d . 1.00 . C(15) 0.7712(7) 0.4634(4) 0.4835(2) 0.053(2) Uani d . 1.00 . C(16) 0.6899(7) 0.6312(4) 0.4708(3) 0.056(2) Uani d . 1.00 . C(17) 0.6343(8) 0.7188(4) 0.4968(3) 0.066(2) Uani d . 1.00 . C(18) 0.7263(8) 0.6373(4) 0.4032(3) 0.065(2) Uani d . 1.00 . C(19) 0.7777(7) 0.2985(4) 0.6247(3) 0.057(2) Uani d . 1.00 . C(20) 0.7440(9) 0.2930(4) 0.6925(3) 0.071(2) Uani d . 1.00 . C(21) 0.8494(8) 0.2127(4) 0.6004(3) 0.067(2) Uani d . 1.00 . H(1) 1.0131 0.3702 0.1537 0.0949 Uiso calc . 1.00 . H(2) 0.8088 0.3649 0.1193 0.0949 Uiso calc . 1.00 . H(3) 1.0445 0.5225 0.1148 0.1076 Uiso calc . 1.00 . H(4) 1.0079 0.4545 0.0564 0.1076 Uiso calc . 1.00 . H(5) 0.8099 0.5824 0.0404 0.0897 Uiso calc . 1.00 . H(6) 0.6854 0.4947 0.0492 0.0897 Uiso calc . 1.00 . H(7) 1.0324 0.4507 0.2760 0.1224 Uiso calc . 1.00 . H(8) 1.0502 0.5256 0.2222 0.1684 Uiso calc . 1.00 . H(9) 0.8996 0.5371 0.2742 0.1222 Uiso calc . 1.00 . H(10) 0.8074 0.3171 0.2513 0.1224 Uiso calc . 1.00 . H(11) 0.6689 0.3894 0.2788 0.1224 Uiso calc . 1.00 . H(12) 0.6147 0.3400 0.2127 0.1222 Uiso calc . 1.00 . H(13) 0.9249 0.6451 0.1645 0.1224 Uiso calc . 1.00 . H(14) 0.7454 0.6790 0.1986 0.1684 Uiso calc . 1.00 . H(15) 0.7866 0.7165 0.1297 0.1224 Uiso calc . 1.00 . H(16) 0.4215 0.6475 0.1377 0.1230 Uiso calc . 1.00 . H(17) 0.3995 0.5597 0.0938 0.1230 Uiso calc . 1.00 . H(18) 0.4787 0.6509 0.0656 0.1224 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) 0.104(3) 0.052(2) 0.066(2) 0.009(2) 0.014(2) -0.011(2) F(2) 0.098(2) 0.068(2) 0.046(2) 0.002(2) 0.007(2) -0.005(2) F(3) 0.084(2) 0.054(2) 0.068(2) 0.011(2) 0.016(2) -0.008(2) F(4) 0.085(2) 0.068(2) 0.056(2) 0.007(2) 0.019(2) 0.001(2) O(1) 0.118(4) 0.120(4) 0.109(4) 0.028(3) 0.065(3) 0.031(3) N(1) 0.083(4) 0.059(3) 0.051(3) 0.001(3) 0.016(3) -0.005(3) N(2) 0.114(5) 0.057(4) 0.109(4) 0.008(3) 0.013(4) -0.003(4) N(3) 0.099(4) 0.095(4) 0.079(4) -0.001(3) 0.021(3) 0.025(4) N(4) 0.148(5) 0.097(5) 0.072(4) 0.009(4) 0.009(4) 0.019(4) N(5) 0.108(5) 0.066(4) 0.103(4) 0.024(4) -0.003(3) 0.001(4) C(1) 0.082(4) 0.057(4) 0.053(4) 0.003(3) -0.002(3) 0.002(3) C(2) 0.102(5) 0.084(5) 0.088(5) 0.025(4) 0.022(4) 0.000(4) C(3) 0.105(5) 0.098(6) 0.098(5) 0.010(5) 0.051(4) 0.003(5) C(4) 0.109(5) 0.070(4) 0.056(4) -0.019(4) 0.025(4) 0.004(3) C(5) 0.085(5) 0.056(4) 0.060(4) 0.004(3) 0.018(3) 0.004(3) C(6) 0.139(7) 0.120(7) 0.113(6) -0.001(6) -0.056(5) -0.018(5) C(7) 0.160(7) 0.081(5) 0.089(5) -0.004(5) 0.010(5) 0.033(4) C(8) 0.178(8) 0.051(4) 0.097(5) -0.027(5) 0.008(5) -0.006(4) C(9) 0.091(5) 0.116(6) 0.126(6) 0.034(5) 0.018(5) 0.048(5) C(10) 0.045(3) 0.045(3) 0.058(4) -0.001(3) -0.003(3) -0.002(3) C(11) 0.057(3) 0.048(4) 0.054(3) 0.000(3) 0.002(3) -0.010(3) C(12) 0.053(4) 0.065(4) 0.045(3) 0.000(3) -0.001(3) -0.002(3) C(13) 0.048(3) 0.047(4) 0.053(3) 0.000(3) -0.006(3) -0.005(3) C(14) 0.050(3) 0.052(4) 0.058(4) 0.004(3) 0.003(3) -0.016(3) C(15) 0.051(3) 0.061(4) 0.047(3) -0.003(3) 0.004(3) 0.002(3) C(16) 0.053(4) 0.053(4) 0.062(4) -0.004(3) 0.001(3) 0.002(3) C(17) 0.068(4) 0.061(4) 0.069(4) -0.006(4) 0.003(3) 0.007(4) C(18) 0.058(4) 0.054(4) 0.084(5) -0.007(3) 0.007(3) 0.013(4) C(19) 0.058(4) 0.056(4) 0.057(4) 0.001(3) -0.004(3) 0.001(3) C(20) 0.085(5) 0.056(4) 0.070(4) 0.001(4) -0.004(4) 0.006(4) C(21) 0.064(4) 0.070(5) 0.067(4) -0.002(4) -0.005(3) 0.008(4) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00000|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1762 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0590 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0470 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 3.050 _refine_ls_shift/esd_max 0.0280 _refine_ls_shift/esd_mean 0.0000 _refine_diff_density_min -0.28 _refine_diff_density_max 0.25 #------------------------------------------------------------------------------ _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) C(11) 1.344(5) 1_555 1_555 yes F(2) C(12) 1.343(5) 1_555 1_555 yes F(3) C(14) 1.354(5) 1_555 1_555 yes F(4) C(15) 1.352(5) 1_555 1_555 yes O(1) N(1) 1.195(5) 1_555 1_555 yes N(1) C(1) 1.526(6) 1_555 1_555 yes N(1) C(5) 1.531(6) 1_555 1_555 yes N(2) C(17) 1.138(7) 1_555 1_555 yes N(3) C(18) 1.141(7) 1_555 1_555 yes N(4) C(20) 1.135(7) 1_555 1_555 yes N(5) C(21) 1.147(7) 1_555 1_555 yes C(1) C(2) 1.531(7) 1_555 1_555 yes C(1) C(6) 1.519(8) 1_555 1_555 yes C(1) C(7) 1.504(8) 1_555 1_555 yes C(2) C(3) 1.532(8) 1_555 1_555 yes C(3) C(4) 1.520(8) 1_555 1_555 yes C(4) C(5) 1.519(7) 1_555 1_555 yes C(5) C(8) 1.516(7) 1_555 1_555 yes C(5) C(9) 1.512(8) 1_555 1_555 yes C(10) C(11) 1.423(6) 1_555 1_555 yes C(10) C(15) 1.414(7) 1_555 1_555 yes C(10) C(16) 1.407(7) 1_555 1_555 yes C(11) C(12) 1.350(7) 1_555 1_555 yes C(12) C(13) 1.418(7) 1_555 1_555 yes C(13) C(14) 1.416(7) 1_555 1_555 yes C(13) C(19) 1.398(7) 1_555 1_555 yes C(14) C(15) 1.340(7) 1_555 1_555 yes C(16) C(17) 1.433(7) 1_555 1_555 yes C(16) C(18) 1.423(7) 1_555 1_555 yes C(19) C(20) 1.422(7) 1_555 1_555 yes C(19) C(21) 1.434(7) 1_555 1_555 yes #------------------------------------------------------------------------------ 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 O(1) N(1) C(1) 117.6(5) 1_555 1_555 1_555 yes O(1) N(1) C(5) 117.2(5) 1_555 1_555 1_555 yes C(1) N(1) C(5) 125.2(5) 1_555 1_555 1_555 yes N(1) C(1) C(2) 106.5(4) 1_555 1_555 1_555 yes N(1) C(1) C(6) 108.5(5) 1_555 1_555 1_555 yes N(1) C(1) C(7) 107.7(5) 1_555 1_555 1_555 yes C(2) C(1) C(6) 111.3(6) 1_555 1_555 1_555 yes C(2) C(1) C(7) 111.7(5) 1_555 1_555 1_555 yes C(6) C(1) C(7) 110.9(5) 1_555 1_555 1_555 yes C(1) C(2) C(3) 112.5(5) 1_555 1_555 1_555 yes C(1) C(2) H(1) 107.6(6) 1_555 1_555 1_555 no C(1) C(2) H(2) 108.0(6) 1_555 1_555 1_555 no C(3) C(2) H(1) 109.6(6) 1_555 1_555 1_555 no C(3) C(2) H(2) 109.8(6) 1_555 1_555 1_555 no H(1) C(2) H(2) 109.2(6) 1_555 1_555 1_555 no C(2) C(3) C(4) 109.6(5) 1_555 1_555 1_555 yes C(2) C(3) H(3) 109.4(6) 1_555 1_555 1_555 no C(2) C(3) H(4) 108.6(6) 1_555 1_555 1_555 no C(4) C(3) H(3) 110.1(6) 1_555 1_555 1_555 no C(4) C(3) H(4) 109.3(7) 1_555 1_555 1_555 no H(3) C(3) H(4) 109.9(6) 1_555 1_555 1_555 no C(3) C(4) C(5) 113.8(5) 1_555 1_555 1_555 yes C(3) C(4) H(5) 108.3(6) 1_555 1_555 1_555 no C(3) C(4) H(6) 109.2(6) 1_555 1_555 1_555 no C(5) C(4) H(5) 107.6(6) 1_555 1_555 1_555 no C(5) C(4) H(6) 108.1(6) 1_555 1_555 1_555 no H(5) C(4) H(6) 109.8(6) 1_555 1_555 1_555 no N(1) C(5) C(4) 106.6(4) 1_555 1_555 1_555 yes N(1) C(5) C(8) 106.1(5) 1_555 1_555 1_555 yes N(1) C(5) C(9) 107.7(5) 1_555 1_555 1_555 yes C(4) C(5) C(8) 113.6(5) 1_555 1_555 1_555 yes C(4) C(5) C(9) 111.3(5) 1_555 1_555 1_555 yes C(8) C(5) C(9) 111.2(6) 1_555 1_555 1_555 yes C(1) C(6) H(7) 108.9(6) 1_555 1_555 1_555 no C(1) C(6) H(8) 112.6(6) 1_555 1_555 1_555 no C(1) C(6) H(9) 107.1(6) 1_555 1_555 1_555 no H(7) C(6) H(8) 113.0(7) 1_555 1_555 1_555 no H(7) C(6) H(9) 103.8(7) 1_555 1_555 1_555 no H(8) C(6) H(9) 110.9(7) 1_555 1_555 1_555 no C(1) C(7) H(10) 114.1(7) 1_555 1_555 1_555 no C(1) C(7) H(11) 113.7(6) 1_555 1_555 1_555 no C(1) C(7) H(12) 109.1(6) 1_555 1_555 1_555 no H(10) C(7) H(11) 110.3(6) 1_555 1_555 1_555 no H(10) C(7) H(12) 104.7(6) 1_555 1_555 1_555 no H(11) C(7) H(12) 104.1(7) 1_555 1_555 1_555 no C(5) C(8) H(13) 109.9(6) 1_555 1_555 1_555 no C(5) C(8) H(14) 109.8(6) 1_555 1_555 1_555 no C(5) C(8) H(15) 112.2(6) 1_555 1_555 1_555 no H(13) C(8) H(14) 106.1(6) 1_555 1_555 1_555 no H(13) C(8) H(15) 109.6(7) 1_555 1_555 1_555 no H(14) C(8) H(15) 109.1(6) 1_555 1_555 1_555 no C(5) C(9) H(16) 109.6(6) 1_555 1_555 1_555 no C(5) C(9) H(17) 108.3(6) 1_555 1_555 1_555 no C(5) C(9) H(18) 110.2(6) 1_555 1_555 1_555 no H(16) C(9) H(17) 108.2(6) 1_555 1_555 1_555 no H(16) C(9) H(18) 111.0(7) 1_555 1_555 1_555 no H(17) C(9) H(18) 109.5(7) 1_555 1_555 1_555 no C(11) C(10) C(15) 111.7(5) 1_555 1_555 1_555 yes C(11) C(10) C(16) 124.1(5) 1_555 1_555 1_555 yes C(15) C(10) C(16) 124.2(5) 1_555 1_555 1_555 yes F(1) C(11) C(10) 117.8(5) 1_555 1_555 1_555 yes F(1) C(11) C(12) 118.3(5) 1_555 1_555 1_555 yes C(10) C(11) C(12) 123.8(5) 1_555 1_555 1_555 yes F(2) C(12) C(11) 117.0(5) 1_555 1_555 1_555 yes F(2) C(12) C(13) 118.8(5) 1_555 1_555 1_555 yes C(11) C(12) C(13) 124.2(5) 1_555 1_555 1_555 yes C(12) C(13) C(14) 111.4(5) 1_555 1_555 1_555 yes C(12) C(13) C(19) 123.2(5) 1_555 1_555 1_555 yes C(14) C(13) C(19) 125.3(5) 1_555 1_555 1_555 yes F(3) C(14) C(13) 117.2(5) 1_555 1_555 1_555 yes F(3) C(14) C(15) 118.0(5) 1_555 1_555 1_555 yes C(13) C(14) C(15) 124.8(5) 1_555 1_555 1_555 yes F(4) C(15) C(10) 118.2(5) 1_555 1_555 1_555 yes F(4) C(15) C(14) 117.7(5) 1_555 1_555 1_555 yes C(10) C(15) C(14) 124.1(5) 1_555 1_555 1_555 yes C(10) C(16) C(17) 123.8(5) 1_555 1_555 1_555 yes C(10) C(16) C(18) 124.2(5) 1_555 1_555 1_555 yes C(17) C(16) C(18) 112.1(5) 1_555 1_555 1_555 yes N(2) C(17) C(16) 176.0(7) 1_555 1_555 1_555 yes N(3) C(18) C(16) 175.3(7) 1_555 1_555 1_555 yes C(13) C(19) C(20) 124.7(6) 1_555 1_555 1_555 yes C(13) C(19) C(21) 123.4(5) 1_555 1_555 1_555 yes C(20) C(19) C(21) 111.9(5) 1_555 1_555 1_555 yes N(4) C(20) C(19) 174.7(7) 1_555 1_555 1_555 yes N(5) C(21) C(19) 175.3(7) 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) F(4) 3.204(4) 1_555 3_666 no F(1) C(15) 3.359(6) 1_555 3_666 no F(2) O(1) 2.776(5) 1_555 3_666 no F(2) C(6) 3.103(7) 1_555 3_766 no F(2) N(3) 3.244(6) 1_555 3_666 no F(2) C(18) 3.329(6) 1_555 3_666 no F(3) C(16) 3.367(6) 1_555 3_766 no F(3) N(2) 3.386(6) 1_555 3_666 no F(3) C(17) 3.447(7) 1_555 3_666 no F(4) C(11) 3.408(6) 1_555 3_666 no F(4) C(10) 3.538(6) 1_555 3_766 no F(4) C(15) 3.570(6) 1_555 3_766 no F(4) C(11) 3.580(6) 1_555 3_766 no O(1) N(5) 3.320(7) 1_555 4_454 no N(1) N(5) 3.363(7) 1_555 4_454 no N(2) C(9) 3.451(8) 1_555 4_565 no N(2) C(3) 3.527(9) 1_555 2_655 no N(2) C(2) 3.565(8) 1_555 2_655 no N(2) C(4) 3.572(8) 1_555 4_465 no N(3) C(19) 3.402(7) 1_555 3_766 no N(3) C(6) 3.484(9) 1_555 1_555 no N(3) C(21) 3.548(8) 1_555 3_766 no N(3) C(20) 3.596(8) 1_555 3_666 no C(10) C(10) 3.269(9) 1_555 3_666 no C(10) C(11) 3.360(6) 1_555 3_666 no C(10) C(15) 3.387(7) 1_555 3_666 no C(11) C(15) 3.253(7) 1_555 3_666 no C(12) C(18) 3.255(7) 1_555 3_666 no C(12) C(16) 3.345(7) 1_555 3_666 no C(13) C(16) 3.232(7) 1_555 3_666 no C(13) C(18) 3.370(8) 1_555 3_666 no C(13) C(17) 3.397(8) 1_555 3_666 no C(14) C(17) 3.325(8) 1_555 3_666 no C(14) C(16) 3.384(7) 1_555 3_666 no C(15) C(15) 3.391(10) 1_555 3_766 no #------------------------------------------------------------------------------ _publ_requested_journal ' test' data_complex_18 #------------------------------------------------------------------------------ _audit_creation_date 'Mon Jan 25 23:17:05 1999' _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 'DIRDIF92 (PATTY)' _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 417.31 _chemical_formula_analytical ? _chemical_formula_sum 'C18 H24 Cl2 N3 O4 ' _chemical_formula_moiety 'C7 Cl2 N O3, C11 H24 N2 O ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 12.470(4) _cell_length_b 17.279(2) _cell_length_c 9.599(3) _cell_angle_alpha 90 _cell_angle_beta 101.17(3) _cell_angle_gamma 90 _cell_volume 2029.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 10.1 _cell_measurement_theta_max 14.8 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _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,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.366 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 876.00 _exptl_absorpt_coefficient_mu 0.348 _exptl_absorpt_correction_type '\y scans(North,Phillips & Mathews,1968)' _exptl_absorpt_correction_T_max 0.999 _exptl_absorpt_correction_T_min 0.966 _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _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_% -1.48 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 3 3 -2 2 1 -2 0 -2 -3 _diffrn_reflns_number 5042 _reflns_number_total 4833 _reflns_number_observed 2095 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.031 _diffrn_reflns_av_sigmaI/netI 0.146 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.02130 _diffrn_orient_matrix_UB_12 -0.00458 _diffrn_orient_matrix_UB_13 -0.10560 _diffrn_orient_matrix_UB_21 0.00495 _diffrn_orient_matrix_UB_22 0.05749 _diffrn_orient_matrix_UB_23 -0.00897 _diffrn_orient_matrix_UB_31 0.07876 _diffrn_orient_matrix_UB_32 -0.00485 _diffrn_orient_matrix_UB_33 -0.00665 #------------------------------------------------------------------------------ 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 72 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 16 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N 0 12 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl 0 8 0.148 0.159 ;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 Cl(1) 0.1098(1) 0.10397(8) 0.2372(2) 0.0791(5) Uani d . 1.00 . Cl(2) -0.0444(1) -0.04261(9) 0.1670(2) 0.0782(5) Uani d . 1.00 . O(1) 0.7621(2) 0.1701(2) 0.6740(4) 0.065(1) Uani d . 1.00 . O(2) 0.2592(3) 0.0913(2) 0.5051(4) 0.072(1) Uani d . 1.00 . O(3) -0.0050(3) -0.1541(2) 0.4008(4) 0.073(1) Uani d . 1.00 . O(4) 0.1538(3) -0.1555(2) 0.6331(3) 0.063(1) Uani d . 1.00 . N(1) 0.6791(3) 0.1712(2) 0.7359(4) 0.042(1) Uani d . 1.00 . N(2) 0.4035(3) 0.1935(2) 0.9406(4) 0.048(1) Uani d . 1.00 . N(3) 0.3743(4) -0.0281(2) 0.7898(5) 0.069(1) Uani d . 1.00 . C(1) 0.7003(3) 0.1527(3) 0.8889(5) 0.050(1) Uani d . 1.00 . C(2) 0.6045(4) 0.1829(3) 0.9547(5) 0.049(1) Uani d . 1.00 . C(3) 0.4941(3) 0.1602(2) 0.8718(4) 0.040(1) Uani d . 1.00 . C(4) 0.4821(3) 0.1913(2) 0.7224(4) 0.041(1) Uani d . 1.00 . C(5) 0.5703(3) 0.1631(2) 0.6427(4) 0.040(1) Uani d . 1.00 . C(6) 0.7166(5) 0.0649(3) 0.9105(6) 0.075(2) Uani d . 1.00 . C(7) 0.8044(4) 0.1954(4) 0.9596(7) 0.086(2) Uani d . 1.00 . C(8) 0.5484(4) 0.0793(3) 0.5957(5) 0.061(2) Uani d . 1.00 . C(9) 0.5679(4) 0.2126(3) 0.5107(5) 0.069(2) Uani d . 1.00 . C(10) 0.4160(5) 0.1725(3) 1.0947(6) 0.082(2) Uani d . 1.00 . C(11) 0.2925(4) 0.1669(3) 0.8636(7) 0.078(2) Uani d . 1.00 . C(12) 0.2013(3) 0.0330(2) 0.4844(5) 0.046(1) Uani d . 1.00 . C(13) 0.1154(4) 0.0272(3) 0.3516(5) 0.050(1) Uani d . 1.00 . C(14) 0.0498(3) -0.0340(3) 0.3209(5) 0.049(1) Uani d . 1.00 . C(15) 0.0576(4) -0.1000(3) 0.4217(5) 0.050(1) Uani d . 1.00 . C(16) 0.1471(4) -0.0975(2) 0.5546(5) 0.045(1) Uani d . 1.00 . C(17) 0.2131(3) -0.0312(2) 0.5801(5) 0.042(1) Uani d . 1.00 . C(18) 0.3018(4) -0.0298(2) 0.6964(5) 0.050(1) Uani d . 1.00 . H(1) 0.6146 0.1620 1.0413 0.0510 Uiso calc . 1.00 . H(2) 0.6081 0.2416 0.9663 0.0476 Uiso calc . 1.00 . H(3) 0.4823 0.1060 0.8653 0.0359 Uiso calc . 1.00 . H(4) 0.4164 0.1801 0.6710 0.0331 Uiso calc . 1.00 . H(5) 0.4822 0.2465 0.7286 0.0301 Uiso calc . 1.00 . H(6) 0.6477 0.0362 0.8804 0.1003 Uiso calc . 1.00 . H(7) 0.7582 0.0506 0.8549 0.0840 Uiso calc . 1.00 . H(8) 0.7541 0.0553 1.0092 0.1573 Uiso calc . 1.00 . H(9) 0.8590 0.1718 0.9152 0.0894 Uiso calc . 1.00 . H(10) 0.8158 0.1770 1.0520 0.0944 Uiso calc . 1.00 . H(11) 0.7963 0.2455 0.9365 0.0798 Uiso calc . 1.00 . H(12) 0.4788 0.0787 0.5141 0.0617 Uiso calc . 1.00 . H(13) 0.5467 0.0460 0.6768 0.0430 Uiso calc . 1.00 . H(14) 0.6052 0.0558 0.5656 0.0918 Uiso calc . 1.00 . H(15) 0.6153 0.1954 0.4515 0.0648 Uiso calc . 1.00 . H(16) 0.5763 0.2710 0.5355 0.0983 Uiso calc . 1.00 . H(17) 0.4963 0.2151 0.4568 0.1083 Uiso calc . 1.00 . H(18) 0.4126 0.1186 1.1120 0.1053 Uiso calc . 1.00 . H(19) 0.4818 0.1981 1.1474 0.0616 Uiso calc . 1.00 . H(20) 0.3603 0.1964 1.1339 0.0872 Uiso calc . 1.00 . H(21) 0.2402 0.1894 0.9096 0.1118 Uiso calc . 1.00 . H(22) 0.2707 0.1930 0.7663 0.0910 Uiso calc . 1.00 . H(23) 0.2970 0.1100 0.8672 0.1338 Uiso calc . 1.00 . H(24) 0.1937 -0.1512 0.7348 0.0995 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 Cl(1) 0.101(1) 0.0497(8) 0.087(1) 0.0131(7) 0.0189(8) 0.0250(7) Cl(2) 0.0650(8) 0.094(1) 0.0719(9) -0.0022(8) 0.0033(7) 0.0002(8) O(1) 0.041(2) 0.084(2) 0.081(2) -0.011(2) 0.034(2) -0.021(2) O(2) 0.078(2) 0.041(2) 0.095(3) -0.013(2) 0.011(2) 0.009(2) O(3) 0.061(2) 0.062(2) 0.099(3) -0.026(2) 0.025(2) -0.001(2) O(4) 0.097(3) 0.046(2) 0.052(2) -0.019(2) 0.026(2) 0.004(2) N(1) 0.035(2) 0.039(2) 0.057(2) -0.007(1) 0.018(2) -0.011(2) N(2) 0.052(2) 0.042(2) 0.058(2) 0.007(2) 0.032(2) 0.001(2) N(3) 0.078(3) 0.064(3) 0.063(3) -0.009(2) 0.011(3) 0.010(2) C(1) 0.039(2) 0.058(3) 0.053(3) 0.009(2) 0.007(2) -0.009(2) C(2) 0.053(3) 0.053(3) 0.045(3) 0.010(2) 0.018(2) -0.002(2) C(3) 0.041(2) 0.029(2) 0.057(3) 0.003(2) 0.024(2) -0.006(2) C(4) 0.032(2) 0.040(2) 0.052(3) 0.005(2) 0.007(2) -0.008(2) C(5) 0.038(2) 0.041(2) 0.045(2) -0.005(2) 0.016(2) -0.011(2) C(6) 0.083(4) 0.077(4) 0.074(4) 0.041(3) 0.034(3) 0.007(3) C(7) 0.046(3) 0.119(5) 0.088(4) -0.003(3) 0.002(3) -0.034(4) C(8) 0.058(3) 0.058(3) 0.069(3) -0.013(2) 0.020(2) -0.034(3) C(9) 0.073(3) 0.090(4) 0.051(3) 0.013(3) 0.029(3) -0.001(3) C(10) 0.102(4) 0.080(4) 0.082(4) 0.021(3) 0.064(4) 0.009(3) C(11) 0.047(3) 0.071(4) 0.125(5) 0.000(3) 0.039(3) -0.019(4) C(12) 0.049(2) 0.029(2) 0.064(3) 0.001(2) 0.022(2) 0.002(2) C(13) 0.055(3) 0.040(2) 0.061(3) 0.013(2) 0.024(2) 0.007(2) C(14) 0.040(2) 0.051(3) 0.058(3) 0.001(2) 0.017(2) -0.002(2) C(15) 0.046(2) 0.047(3) 0.062(3) -0.004(2) 0.025(2) -0.004(2) C(16) 0.057(3) 0.033(2) 0.056(3) -0.004(2) 0.034(2) -0.002(2) C(17) 0.047(2) 0.032(2) 0.053(3) 0.000(2) 0.020(2) -0.006(2) C(18) 0.066(3) 0.036(2) 0.054(3) -0.001(2) 0.025(3) 0.003(2) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00212|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2095 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0543 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0769 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.170 _refine_ls_shift/esd_max 0.0000 _refine_ls_shift/esd_mean 0.0000 _refine_diff_density_min -0.24 _refine_diff_density_max 0.44 #------------------------------------------------------------------------------ _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(13) 1.714(4) 1_555 1_555 yes Cl(2) C(14) 1.706(5) 1_555 1_555 yes O(1) N(1) 1.289(4) 1_555 1_555 yes O(2) C(12) 1.233(5) 1_555 1_555 yes O(3) C(15) 1.210(5) 1_555 1_555 yes O(4) C(16) 1.246(5) 1_555 1_555 yes N(1) C(1) 1.475(6) 1_555 1_555 yes N(1) C(5) 1.481(5) 1_555 1_555 yes N(2) C(3) 1.528(5) 1_555 1_555 yes N(2) C(10) 1.502(7) 1_555 1_555 yes N(2) C(11) 1.508(6) 1_555 1_555 yes N(3) C(18) 1.144(6) 1_555 1_555 yes C(1) C(2) 1.546(6) 1_555 1_555 yes C(1) C(6) 1.539(8) 1_555 1_555 yes C(1) C(7) 1.531(7) 1_555 1_555 yes C(2) C(3) 1.502(6) 1_555 1_555 yes C(3) C(4) 1.511(6) 1_555 1_555 yes C(4) C(5) 1.536(5) 1_555 1_555 yes C(5) C(8) 1.526(6) 1_555 1_555 yes C(5) C(9) 1.524(7) 1_555 1_555 yes C(12) C(13) 1.501(7) 1_555 1_555 yes C(12) C(17) 1.429(6) 1_555 1_555 yes C(13) C(14) 1.336(6) 1_555 1_555 yes C(14) C(15) 1.485(6) 1_555 1_555 yes C(15) C(16) 1.524(7) 1_555 1_555 yes C(16) C(17) 1.405(6) 1_555 1_555 yes C(17) C(18) 1.411(7) 1_555 1_555 yes #------------------------------------------------------------------------------ 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(16) O(4) H(24) 119.2(3) 1_555 1_555 1_555 no O(1) N(1) C(1) 116.8(3) 1_555 1_555 1_555 yes O(1) N(1) C(5) 116.3(3) 1_555 1_555 1_555 yes C(1) N(1) C(5) 123.2(3) 1_555 1_555 1_555 yes C(3) N(2) C(10) 112.9(3) 1_555 1_555 1_555 yes C(3) N(2) C(11) 111.0(3) 1_555 1_555 1_555 yes C(10) N(2) C(11) 108.6(4) 1_555 1_555 1_555 yes N(1) C(1) C(2) 109.3(3) 1_555 1_555 1_555 yes N(1) C(1) C(6) 109.9(4) 1_555 1_555 1_555 yes N(1) C(1) C(7) 108.1(4) 1_555 1_555 1_555 yes C(2) C(1) C(6) 111.7(4) 1_555 1_555 1_555 yes C(2) C(1) C(7) 108.2(4) 1_555 1_555 1_555 yes C(6) C(1) C(7) 109.6(4) 1_555 1_555 1_555 yes C(1) C(2) C(3) 113.3(3) 1_555 1_555 1_555 yes C(1) C(2) H(1) 105.2(4) 1_555 1_555 1_555 no C(1) C(2) H(2) 111.0(4) 1_555 1_555 1_555 no C(3) C(2) H(1) 109.8(4) 1_555 1_555 1_555 no C(3) C(2) H(2) 109.6(4) 1_555 1_555 1_555 no H(1) C(2) H(2) 107.8(4) 1_555 1_555 1_555 no N(2) C(3) C(2) 110.5(3) 1_555 1_555 1_555 yes N(2) C(3) C(4) 109.3(3) 1_555 1_555 1_555 yes N(2) C(3) H(3) 106.3(3) 1_555 1_555 1_555 no C(2) C(3) C(4) 108.8(3) 1_555 1_555 1_555 yes C(2) C(3) H(3) 114.1(4) 1_555 1_555 1_555 no C(4) C(3) H(3) 107.7(4) 1_555 1_555 1_555 no C(3) C(4) C(5) 114.3(3) 1_555 1_555 1_555 yes C(3) C(4) H(4) 111.0(4) 1_555 1_555 1_555 no C(3) C(4) H(5) 107.3(4) 1_555 1_555 1_555 no C(5) C(4) H(4) 109.0(4) 1_555 1_555 1_555 no C(5) C(4) H(5) 110.8(4) 1_555 1_555 1_555 no H(4) C(4) H(5) 103.9(4) 1_555 1_555 1_555 no N(1) C(5) C(4) 109.2(3) 1_555 1_555 1_555 yes N(1) C(5) C(8) 111.0(4) 1_555 1_555 1_555 yes N(1) C(5) C(9) 108.5(3) 1_555 1_555 1_555 yes C(4) C(5) C(8) 110.1(3) 1_555 1_555 1_555 yes C(4) C(5) C(9) 109.6(4) 1_555 1_555 1_555 yes C(8) C(5) C(9) 108.3(4) 1_555 1_555 1_555 yes C(1) C(6) H(6) 111.9(4) 1_555 1_555 1_555 no C(1) C(6) H(7) 106.5(5) 1_555 1_555 1_555 no C(1) C(6) H(8) 108.7(5) 1_555 1_555 1_555 no H(6) C(6) H(7) 105.8(6) 1_555 1_555 1_555 no H(6) C(6) H(8) 114.9(6) 1_555 1_555 1_555 no H(7) C(6) H(8) 108.7(5) 1_555 1_555 1_555 no C(1) C(7) H(9) 102.2(5) 1_555 1_555 1_555 no C(1) C(7) H(10) 102.7(5) 1_555 1_555 1_555 no C(1) C(7) H(11) 108.1(5) 1_555 1_555 1_555 no H(9) C(7) H(10) 106.8(6) 1_555 1_555 1_555 no H(9) C(7) H(11) 110.8(7) 1_555 1_555 1_555 no H(10) C(7) H(11) 123.9(6) 1_555 1_555 1_555 no C(5) C(8) H(12) 107.7(4) 1_555 1_555 1_555 no C(5) C(8) H(13) 110.9(4) 1_555 1_555 1_555 no C(5) C(8) H(14) 114.2(4) 1_555 1_555 1_555 no H(12) C(8) H(13) 116.7(4) 1_555 1_555 1_555 no H(12) C(8) H(14) 109.9(4) 1_555 1_555 1_555 no H(13) C(8) H(14) 97.5(5) 1_555 1_555 1_555 no C(5) C(9) H(15) 114.2(5) 1_555 1_555 1_555 no C(5) C(9) H(16) 111.7(4) 1_555 1_555 1_555 no C(5) C(9) H(17) 110.2(5) 1_555 1_555 1_555 no H(15) C(9) H(16) 113.5(5) 1_555 1_555 1_555 no H(15) C(9) H(17) 108.7(5) 1_555 1_555 1_555 no H(16) C(9) H(17) 97.2(5) 1_555 1_555 1_555 no N(2) C(10) H(18) 114.3(5) 1_555 1_555 1_555 no N(2) C(10) H(19) 108.4(5) 1_555 1_555 1_555 no N(2) C(10) H(20) 110.0(5) 1_555 1_555 1_555 no H(18) C(10) H(19) 114.4(6) 1_555 1_555 1_555 no H(18) C(10) H(20) 107.4(5) 1_555 1_555 1_555 no H(19) C(10) H(20) 101.7(6) 1_555 1_555 1_555 no N(2) C(11) H(21) 107.3(5) 1_555 1_555 1_555 no N(2) C(11) H(22) 111.6(4) 1_555 1_555 1_555 no N(2) C(11) H(23) 104.3(5) 1_555 1_555 1_555 no H(21) C(11) H(22) 99.1(5) 1_555 1_555 1_555 no H(21) C(11) H(23) 115.9(5) 1_555 1_555 1_555 no H(22) C(11) H(23) 118.4(6) 1_555 1_555 1_555 no O(2) C(12) C(13) 119.4(4) 1_555 1_555 1_555 yes O(2) C(12) C(17) 123.1(4) 1_555 1_555 1_555 yes C(13) C(12) C(17) 117.5(4) 1_555 1_555 1_555 yes Cl(1) C(13) C(12) 115.3(3) 1_555 1_555 1_555 yes Cl(1) C(13) C(14) 121.6(4) 1_555 1_555 1_555 yes C(12) C(13) C(14) 123.1(4) 1_555 1_555 1_555 yes Cl(2) C(14) C(13) 123.3(4) 1_555 1_555 1_555 yes Cl(2) C(14) C(15) 116.4(3) 1_555 1_555 1_555 yes C(13) C(14) C(15) 120.3(4) 1_555 1_555 1_555 yes O(3) C(15) C(14) 121.7(5) 1_555 1_555 1_555 yes O(3) C(15) C(16) 120.3(4) 1_555 1_555 1_555 yes C(14) C(15) C(16) 118.0(4) 1_555 1_555 1_555 yes O(4) C(16) C(15) 115.9(4) 1_555 1_555 1_555 yes O(4) C(16) C(17) 125.6(4) 1_555 1_555 1_555 yes C(15) C(16) C(17) 118.5(4) 1_555 1_555 1_555 yes C(12) C(17) C(16) 122.5(4) 1_555 1_555 1_555 yes C(12) C(17) C(18) 117.6(4) 1_555 1_555 1_555 yes C(16) C(17) C(18) 119.6(4) 1_555 1_555 1_555 yes N(3) C(18) C(17) 179.2(5) 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 O(1) C(15) 2.858(5) 1_555 3_656 no O(1) C(16) 2.939(5) 1_555 3_656 no O(1) O(3) 3.257(4) 1_555 3_656 no O(1) C(14) 3.315(5) 1_555 3_656 no O(1) O(4) 3.324(4) 1_555 3_656 no O(1) C(17) 3.479(5) 1_555 3_656 no O(1) C(10) 3.496(6) 1_555 4_554 no O(2) C(8) 3.548(6) 1_555 1_555 no O(2) C(4) 3.580(5) 1_555 1_555 no O(3) N(2) 3.180(5) 1_555 2_546 no O(3) C(10) 3.194(7) 1_555 2_546 no O(3) C(2) 3.473(5) 1_555 2_546 no O(3) C(12) 3.553(6) 1_555 3_556 no O(4) N(2) 2.760(5) 1_555 2_546 no O(4) C(11) 3.140(6) 1_555 2_546 no O(4) C(4) 3.566(5) 1_555 2_546 no N(3) C(6) 3.351(7) 1_555 3_657 no C(4) C(7) 3.598(7) 1_555 4_454 no C(7) C(9) 3.598(8) 1_555 4_555 no C(8) C(8) 3.388(9) 1_555 3_656 no C(13) C(15) 3.577(6) 1_555 3_556 no #------------------------------------------------------------------------------ _publ_requested_journal ' test' data_complex_19 #------------------------------------------------------------------------------ _audit_creation_date 'Tue Jan 26 18:31:19 1999' _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 'DIRDIF92 (ORIENT)' _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 487.48 _chemical_formula_analytical ? _chemical_formula_sum 'C24 H23 F4 N6 O ' _chemical_formula_moiety 'C12 F4 N4, C12 H23 N2 O ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 20.309(2) _cell_length_b 20.265(3) _cell_length_c 13.452(1) _cell_angle_alpha 90 _cell_angle_beta 103.987(8) _cell_angle_gamma 90 _cell_volume 5372.1(10) _cell_formula_units_Z 8 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20.8 _cell_measurement_theta_max 28.2 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_Int_Tables_number 15 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y,1/2-z -x,-y,-z x,-y,1/2+z 1/2+x,1/2+y,z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'blue' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.205 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 2024.00 _exptl_absorpt_coefficient_mu 0.821 _exptl_absorpt_correction_type '\y scans(North,Phillips & Mathews,1968)' _exptl_absorpt_correction_T_max 0.999 _exptl_absorpt_correction_T_min 0.904 _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu 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_% -0.75 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -5 1 0 -5 -1 2 0 8 -1 _diffrn_reflns_number 4256 _reflns_number_total 4123 _reflns_number_observed 2049 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.057 _diffrn_reflns_av_sigmaI/netI 0.000 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 60.02 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.04903 _diffrn_orient_matrix_UB_12 0.01265 _diffrn_orient_matrix_UB_13 -0.01593 _diffrn_orient_matrix_UB_21 -0.00274 _diffrn_orient_matrix_UB_22 -0.01488 _diffrn_orient_matrix_UB_23 0.06976 _diffrn_orient_matrix_UB_31 0.01279 _diffrn_orient_matrix_UB_32 0.04532 _diffrn_orient_matrix_UB_33 0.02736 #------------------------------------------------------------------------------ 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 0 192 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 184 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 8 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N 0 48 0.031 0.018 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; F 0 32 0.073 0.053 ;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 F(1) -0.0994(2) 0.5961(2) 0.3361(5) 0.082(2) Uani d . 1.00 . F(2) -0.0968(2) 0.4684(2) 0.3380(5) 0.081(2) Uani d . 1.00 . F(3) 0.1421(3) 0.4735(2) 0.4125(5) 0.094(2) Uani d . 1.00 . F(4) 0.1400(3) 0.6011(3) 0.4156(5) 0.093(2) Uani d . 1.00 . O(1) 0.1489(4) 0.0336(3) 0.2437(7) 0.110(3) Uani d . 1.00 . N(1) 0.1770(4) 0.0905(4) 0.2415(7) 0.070(3) Uani d . 1.00 . N(2) 0.2657(3) 0.2789(3) 0.2300(6) 0.059(2) Uani d . 1.00 . N(3) 0.1236(5) 0.7471(4) 0.3899(7) 0.090(3) Uani d . 1.00 . N(4) -0.0881(5) 0.7453(4) 0.3580(8) 0.089(3) Uani d . 1.00 . N(5) 0.1309(5) 0.3242(4) 0.4039(7) 0.090(3) Uani d . 1.00 . N(6) -0.0773(5) 0.3181(4) 0.3645(7) 0.087(3) Uani d . 1.00 . C(1) 0.1636(6) 0.1208(5) 0.1387(8) 0.078(4) Uani d . 1.00 . C(2) 0.2126(5) 0.1802(5) 0.1427(8) 0.078(4) Uani d . 1.00 . C(3) 0.2168(4) 0.2235(4) 0.2349(7) 0.055(3) Uani d . 1.00 . C(4) 0.2419(5) 0.1846(5) 0.3304(8) 0.072(3) Uani d . 1.00 . C(5) 0.1946(5) 0.1273(5) 0.3400(8) 0.076(3) Uani d . 1.00 . C(6) 0.1786(8) 0.0691(7) 0.065(1) 0.135(6) Uani d . 1.00 . C(7) 0.0894(6) 0.1422(6) 0.1039(10) 0.110(5) Uani d . 1.00 . C(8) 0.1287(7) 0.1519(6) 0.367(1) 0.120(6) Uani d . 1.00 . C(9) 0.2323(7) 0.0794(6) 0.423(1) 0.128(5) Uani d . 1.00 . C(10) 0.2441(5) 0.3296(5) 0.1447(9) 0.082(4) Uani d . 1.00 . C(11) 0.2597(7) 0.3850(6) 0.224(1) 0.130(6) Uani d . 1.00 . C(12) 0.2716(5) 0.3347(5) 0.3086(10) 0.091(4) Uani d . 1.00 . C(13) 0.0200(4) 0.6073(4) 0.3739(6) 0.048(3) Uani d . 1.00 . C(14) -0.0381(4) 0.5664(5) 0.3569(6) 0.053(3) Uani d . 1.00 . C(15) -0.0364(4) 0.5000(4) 0.3583(6) 0.049(3) Uani d . 1.00 . C(16) 0.0237(4) 0.4629(4) 0.3760(6) 0.050(3) Uani d . 1.00 . C(17) 0.0809(4) 0.5029(5) 0.3929(7) 0.056(3) Uani d . 1.00 . C(18) 0.0791(5) 0.5699(4) 0.3931(7) 0.057(3) Uani d . 1.00 . C(19) 0.0174(4) 0.6759(4) 0.3710(7) 0.056(3) Uani d . 1.00 . C(20) 0.0767(5) 0.7149(5) 0.3816(7) 0.065(3) Uani d . 1.00 . C(21) -0.0411(5) 0.7134(5) 0.3647(7) 0.064(3) Uani d . 1.00 . C(22) 0.0257(4) 0.3930(4) 0.3758(6) 0.050(3) Uani d . 1.00 . C(23) 0.0844(5) 0.3569(5) 0.3917(8) 0.065(3) Uani d . 1.00 . C(24) -0.0320(5) 0.3540(5) 0.3674(7) 0.063(3) Uani d . 1.00 . H(23) 0.3125 0.3383 0.3559 0.1143 Uiso calc . 1.00 . H(24) 0.2583 0.1648 0.1444 0.1004 Uiso calc . 1.00 . H(25) 0.1993 0.2073 0.0815 0.1004 Uiso calc . 1.00 . H(26) 0.1722 0.2405 0.2334 0.0675 Uiso calc . 1.00 . H(27) 0.2870 0.1683 0.3311 0.0905 Uiso calc . 1.00 . H(28) 0.2475 0.2139 0.3889 0.0905 Uiso calc . 1.00 . H(29) 0.1542 0.0300 0.0635 0.1658 Uiso calc . 1.00 . H(30) 0.1728 0.0858 -0.0037 0.1658 Uiso calc . 1.00 . H(31) 0.2279 0.0566 0.0861 0.1658 Uiso calc . 1.00 . H(32) 0.0798 0.1759 0.1506 0.1386 Uiso calc . 1.00 . H(33) 0.0804 0.1631 0.0372 0.1386 Uiso calc . 1.00 . H(34) 0.0591 0.1073 0.1019 0.1386 Uiso calc . 1.00 . H(35) 0.1383 0.1774 0.4294 0.1509 Uiso calc . 1.00 . H(36) 0.1038 0.1819 0.3134 0.1509 Uiso calc . 1.00 . H(37) 0.0994 0.1171 0.3729 0.1509 Uiso calc . 1.00 . H(38) 0.2051 0.0422 0.4271 0.1525 Uiso calc . 1.00 . H(39) 0.2735 0.0630 0.4042 0.1525 Uiso calc . 1.00 . H(40) 0.2466 0.1000 0.4873 0.1525 Uiso calc . 1.00 . H(41) 0.2711 0.3291 0.0933 0.1054 Uiso calc . 1.00 . H(42) 0.1970 0.3249 0.1044 0.1054 Uiso calc . 1.00 . H(43) 0.2974 0.4116 0.2224 0.1447 Uiso calc . 1.00 . H(44) 0.2209 0.4145 0.2217 0.1447 Uiso calc . 1.00 . H(45) 0.2348 0.3337 0.3444 0.1143 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) 0.046(3) 0.066(3) 0.138(5) 0.003(3) 0.027(3) -0.016(3) F(2) 0.043(3) 0.067(3) 0.137(5) -0.014(3) 0.026(3) -0.008(3) F(3) 0.044(3) 0.065(3) 0.160(6) -0.003(3) 0.003(3) 0.023(3) F(4) 0.044(3) 0.065(3) 0.157(6) -0.016(3) -0.001(3) 0.011(3) O(1) 0.128(7) 0.054(4) 0.146(8) -0.021(4) 0.029(6) 0.012(5) N(1) 0.073(6) 0.043(4) 0.090(7) -0.003(4) 0.014(5) 0.005(5) N(2) 0.055(5) 0.042(4) 0.084(6) 0.002(4) 0.024(4) -0.007(4) N(3) 0.086(7) 0.069(6) 0.113(8) -0.026(5) 0.022(6) -0.004(5) N(4) 0.078(6) 0.069(6) 0.123(8) 0.008(5) 0.029(6) 0.000(5) N(5) 0.083(7) 0.069(6) 0.119(8) -0.001(5) 0.027(6) 0.002(5) N(6) 0.082(7) 0.074(6) 0.104(7) -0.018(5) 0.021(5) 0.004(5) C(1) 0.099(9) 0.060(6) 0.079(8) -0.019(6) 0.028(6) -0.007(6) C(2) 0.087(8) 0.069(7) 0.084(8) -0.013(5) 0.032(6) -0.008(6) C(3) 0.046(5) 0.045(5) 0.075(7) 0.005(4) 0.017(4) 0.003(5) C(4) 0.078(7) 0.058(6) 0.074(7) -0.005(5) 0.006(6) 0.001(5) C(5) 0.082(7) 0.067(6) 0.072(7) -0.014(6) 0.003(6) 0.015(6) C(6) 0.20(2) 0.107(10) 0.13(1) -0.06(1) 0.08(1) -0.055(9) C(7) 0.084(8) 0.113(10) 0.109(10) -0.024(7) -0.023(7) 0.017(8) C(8) 0.15(1) 0.091(8) 0.16(1) -0.016(8) 0.11(1) -0.008(8) C(9) 0.14(1) 0.11(1) 0.11(1) -0.024(9) -0.024(8) 0.053(8) C(10) 0.080(7) 0.060(6) 0.109(9) 0.001(5) 0.029(6) 0.019(6) C(11) 0.12(1) 0.060(7) 0.20(2) -0.012(7) 0.02(1) -0.004(9) C(12) 0.079(8) 0.067(7) 0.14(1) -0.004(6) 0.049(7) -0.024(7) C(13) 0.045(5) 0.052(5) 0.046(5) -0.002(5) 0.011(4) -0.004(4) C(14) 0.035(5) 0.067(6) 0.055(6) 0.002(5) 0.008(4) -0.007(5) C(15) 0.041(5) 0.047(5) 0.059(6) -0.013(5) 0.015(4) -0.004(4) C(16) 0.046(5) 0.054(5) 0.049(5) -0.009(4) 0.009(4) -0.004(4) C(17) 0.031(5) 0.060(6) 0.073(7) 0.005(4) 0.002(4) 0.007(5) C(18) 0.049(6) 0.057(6) 0.065(6) -0.015(5) 0.013(5) 0.005(5) C(19) 0.053(6) 0.052(5) 0.063(6) -0.005(5) 0.016(5) -0.001(4) C(20) 0.067(7) 0.052(6) 0.077(7) -0.004(5) 0.022(5) -0.005(5) C(21) 0.061(7) 0.057(6) 0.076(7) 0.003(5) 0.020(5) -0.004(5) C(22) 0.044(5) 0.054(5) 0.052(5) -0.008(5) 0.012(4) 0.001(4) C(23) 0.058(7) 0.053(6) 0.084(8) 0.011(5) 0.017(6) 0.007(5) C(24) 0.065(7) 0.054(6) 0.074(7) -0.001(5) 0.022(5) -0.001(5) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00090|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2049 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0975 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.1514 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 3.152 _refine_ls_shift/esd_max 0.0020 _refine_ls_shift/esd_mean 0.0000 _refine_diff_density_min -0.31 _refine_diff_density_max 0.98 #------------------------------------------------------------------------------ _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) C(14) 1.350(9) 1_555 1_555 yes F(2) C(15) 1.353(9) 1_555 1_555 yes F(3) C(17) 1.346(9) 1_555 1_555 yes F(4) C(18) 1.356(9) 1_555 1_555 yes O(1) N(1) 1.291(8) 1_555 1_555 yes N(1) C(1) 1.48(1) 1_555 1_555 yes N(1) C(5) 1.49(1) 1_555 1_555 yes N(2) C(3) 1.51(1) 1_555 1_555 yes N(2) C(10) 1.52(1) 1_555 1_555 yes N(2) C(12) 1.53(1) 1_555 1_555 yes N(3) C(20) 1.14(1) 1_555 1_555 yes N(4) C(21) 1.14(1) 1_555 1_555 yes N(5) C(23) 1.13(1) 1_555 1_555 yes N(6) C(24) 1.17(1) 1_555 1_555 yes C(1) C(2) 1.55(1) 1_555 1_555 yes C(1) C(6) 1.52(2) 1_555 1_555 yes C(1) C(7) 1.53(2) 1_555 1_555 yes C(2) C(3) 1.50(1) 1_555 1_555 yes C(3) C(4) 1.49(1) 1_555 1_555 yes C(4) C(5) 1.53(1) 1_555 1_555 yes C(5) C(8) 1.55(2) 1_555 1_555 yes C(5) C(9) 1.54(1) 1_555 1_555 yes C(10) C(11) 1.53(2) 1_555 1_555 yes C(11) C(12) 1.50(2) 1_555 1_555 yes C(13) C(14) 1.41(1) 1_555 1_555 yes C(13) C(18) 1.39(1) 1_555 1_555 yes C(13) C(19) 1.39(1) 1_555 1_555 yes C(14) C(15) 1.35(1) 1_555 1_555 yes C(15) C(16) 1.40(1) 1_555 1_555 yes C(16) C(17) 1.39(1) 1_555 1_555 yes C(16) C(22) 1.42(1) 1_555 1_555 yes C(17) C(18) 1.36(1) 1_555 1_555 yes C(19) C(20) 1.42(1) 1_555 1_555 yes C(19) C(21) 1.40(1) 1_555 1_555 yes C(22) C(23) 1.37(1) 1_555 1_555 yes C(22) C(24) 1.39(1) 1_555 1_555 yes #------------------------------------------------------------------------------ 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 O(1) N(1) C(1) 114.2(8) 1_555 1_555 1_555 yes O(1) N(1) C(5) 116.0(8) 1_555 1_555 1_555 yes C(1) N(1) C(5) 125.3(7) 1_555 1_555 1_555 yes C(3) N(2) C(10) 117.4(7) 1_555 1_555 1_555 yes C(3) N(2) C(12) 117.4(7) 1_555 1_555 1_555 yes C(10) N(2) C(12) 89.0(7) 1_555 1_555 1_555 yes N(1) C(1) C(2) 108.5(8) 1_555 1_555 1_555 yes N(1) C(1) C(6) 107.6(9) 1_555 1_555 1_555 yes N(1) C(1) C(7) 110.4(9) 1_555 1_555 1_555 yes C(2) C(1) C(6) 109.2(9) 1_555 1_555 1_555 yes C(2) C(1) C(7) 111.6(9) 1_555 1_555 1_555 yes C(6) C(1) C(7) 109(1) 1_555 1_555 1_555 yes C(1) C(2) C(3) 112.8(8) 1_555 1_555 1_555 yes C(1) C(2) H(24) 110.7(9) 1_555 1_555 1_555 no C(1) C(2) H(25) 111.2(9) 1_555 1_555 1_555 no C(3) C(2) H(24) 107.7(9) 1_555 1_555 1_555 no C(3) C(2) H(25) 108.4(9) 1_555 1_555 1_555 no H(24) C(2) H(25) 105.7(10) 1_555 1_555 1_555 no N(2) C(3) C(2) 107.7(7) 1_555 1_555 1_555 yes N(2) C(3) C(4) 109.8(7) 1_555 1_555 1_555 yes N(2) C(3) H(26) 111.0(7) 1_555 1_555 1_555 no C(2) C(3) C(4) 110.0(7) 1_555 1_555 1_555 yes C(2) C(3) H(26) 109.0(8) 1_555 1_555 1_555 no C(4) C(3) H(26) 109.3(8) 1_555 1_555 1_555 no C(3) C(4) C(5) 112.5(8) 1_555 1_555 1_555 yes C(3) C(4) H(27) 108.3(9) 1_555 1_555 1_555 no C(3) C(4) H(28) 109.1(8) 1_555 1_555 1_555 no C(5) C(4) H(27) 110.4(9) 1_555 1_555 1_555 no C(5) C(4) H(28) 110.3(10) 1_555 1_555 1_555 no H(27) C(4) H(28) 106.0(9) 1_555 1_555 1_555 no N(1) C(5) C(4) 108.9(9) 1_555 1_555 1_555 yes N(1) C(5) C(8) 109.8(9) 1_555 1_555 1_555 yes N(1) C(5) C(9) 107.6(9) 1_555 1_555 1_555 yes C(4) C(5) C(8) 111.7(9) 1_555 1_555 1_555 yes C(4) C(5) C(9) 109.1(9) 1_555 1_555 1_555 yes C(8) C(5) C(9) 109(1) 1_555 1_555 1_555 yes C(1) C(6) H(29) 114(1) 1_555 1_555 1_555 no C(1) C(6) H(30) 112(1) 1_555 1_555 1_555 no C(1) C(6) H(31) 109(1) 1_555 1_555 1_555 no H(29) C(6) H(30) 109(1) 1_555 1_555 1_555 no H(29) C(6) H(31) 106(1) 1_555 1_555 1_555 no H(30) C(6) H(31) 104(1) 1_555 1_555 1_555 no C(1) C(7) H(32) 109.6(9) 1_555 1_555 1_555 no C(1) C(7) H(33) 110(1) 1_555 1_555 1_555 no C(1) C(7) H(34) 112(1) 1_555 1_555 1_555 no H(32) C(7) H(33) 105(1) 1_555 1_555 1_555 no H(32) C(7) H(34) 108(1) 1_555 1_555 1_555 no H(33) C(7) H(34) 109(1) 1_555 1_555 1_555 no C(5) C(8) H(35) 111(1) 1_555 1_555 1_555 no C(5) C(8) H(36) 109(1) 1_555 1_555 1_555 no C(5) C(8) H(37) 112(1) 1_555 1_555 1_555 no H(35) C(8) H(36) 105(1) 1_555 1_555 1_555 no H(35) C(8) H(37) 109(1) 1_555 1_555 1_555 no H(36) C(8) H(37) 107(1) 1_555 1_555 1_555 no C(5) C(9) H(38) 110(1) 1_555 1_555 1_555 no C(5) C(9) H(39) 109(1) 1_555 1_555 1_555 no C(5) C(9) H(40) 112(1) 1_555 1_555 1_555 no H(38) C(9) H(39) 106(1) 1_555 1_555 1_555 no H(38) C(9) H(40) 110(1) 1_555 1_555 1_555 no H(39) C(9) H(40) 106(1) 1_555 1_555 1_555 no N(2) C(10) C(11) 89.7(9) 1_555 1_555 1_555 yes N(2) C(10) H(41) 114.5(9) 1_555 1_555 1_555 no N(2) C(10) H(42) 114.6(8) 1_555 1_555 1_555 no C(11) C(10) H(41) 116(1) 1_555 1_555 1_555 no C(11) C(10) H(42) 117(1) 1_555 1_555 1_555 no H(41) C(10) H(42) 104(1) 1_555 1_555 1_555 no C(10) C(11) C(12) 89.9(9) 1_555 1_555 1_555 yes C(10) C(11) H(43) 115(1) 1_555 1_555 1_555 no C(10) C(11) H(44) 113(1) 1_555 1_555 1_555 no C(12) C(11) H(43) 115(1) 1_555 1_555 1_555 no C(12) C(11) H(44) 115(1) 1_555 1_555 1_555 no H(43) C(11) H(44) 107(1) 1_555 1_555 1_555 no N(2) C(12) C(11) 90.5(9) 1_555 1_555 1_555 yes N(2) C(12) H(23) 116.3(9) 1_555 1_555 1_555 no N(2) C(12) H(45) 112.5(9) 1_555 1_555 1_555 no C(11) C(12) H(23) 115(1) 1_555 1_555 1_555 no C(11) C(12) H(45) 112(1) 1_555 1_555 1_555 no H(23) C(12) H(45) 109(1) 1_555 1_555 1_555 no C(14) C(13) C(18) 111.1(8) 1_555 1_555 1_555 yes C(14) C(13) C(19) 123.8(8) 1_555 1_555 1_555 yes C(18) C(13) C(19) 125.0(8) 1_555 1_555 1_555 yes F(1) C(14) C(13) 117.6(8) 1_555 1_555 1_555 yes F(1) C(14) C(15) 118.0(8) 1_555 1_555 1_555 yes C(13) C(14) C(15) 124.4(8) 1_555 1_555 1_555 yes F(2) C(15) C(14) 116.8(8) 1_555 1_555 1_555 yes F(2) C(15) C(16) 119.3(8) 1_555 1_555 1_555 yes C(14) C(15) C(16) 123.8(8) 1_555 1_555 1_555 yes C(15) C(16) C(17) 111.9(8) 1_555 1_555 1_555 yes C(15) C(16) C(22) 124.0(8) 1_555 1_555 1_555 yes C(17) C(16) C(22) 124.1(8) 1_555 1_555 1_555 yes F(3) C(17) C(16) 118.0(8) 1_555 1_555 1_555 yes F(3) C(17) C(18) 117.8(8) 1_555 1_555 1_555 yes C(16) C(17) C(18) 124.1(8) 1_555 1_555 1_555 yes F(4) C(18) C(13) 119.2(8) 1_555 1_555 1_555 yes F(4) C(18) C(17) 116.2(8) 1_555 1_555 1_555 yes C(13) C(18) C(17) 124.5(8) 1_555 1_555 1_555 yes C(13) C(19) C(20) 121.9(8) 1_555 1_555 1_555 yes C(13) C(19) C(21) 124.8(8) 1_555 1_555 1_555 yes C(20) C(19) C(21) 113.2(8) 1_555 1_555 1_555 yes N(3) C(20) C(19) 178(1) 1_555 1_555 1_555 yes N(4) C(21) C(19) 177(1) 1_555 1_555 1_555 yes C(16) C(22) C(23) 123.9(8) 1_555 1_555 1_555 yes C(16) C(22) C(24) 122.9(8) 1_555 1_555 1_555 yes C(23) C(22) C(24) 113.0(8) 1_555 1_555 1_555 yes N(5) C(23) C(22) 176(1) 1_555 1_555 1_555 yes N(6) C(24) C(22) 175(1) 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(18) 3.25(1) 1_555 2_555 no F(1) F(4) 3.287(9) 1_555 2_555 no F(1) C(13) 3.58(1) 1_555 2_555 no F(2) F(3) 3.272(9) 1_555 2_555 no F(2) C(17) 3.27(1) 1_555 2_555 no F(2) C(16) 3.55(1) 1_555 2_555 no F(3) C(9) 3.14(1) 1_555 7_556 no F(4) C(10) 3.58(1) 1_555 4_565 no O(1) C(11) 3.51(1) 1_555 6_545 no N(2) N(4) 3.13(1) 1_555 5_545 no N(2) N(3) 3.13(1) 1_555 6_545 no N(3) N(4) 3.24(1) 1_555 2_555 no N(3) C(10) 3.29(1) 1_555 6_555 no N(3) C(21) 3.50(1) 1_555 2_555 no N(4) C(12) 3.30(1) 1_555 5_455 no N(4) C(20) 3.34(1) 1_555 2_555 no N(4) C(4) 3.60(1) 1_555 5_455 no N(5) C(12) 3.41(1) 1_555 1_555 no N(5) N(6) 3.51(1) 1_555 2_555 no N(5) C(8) 3.53(2) 1_555 1_555 no N(6) C(10) 3.37(1) 1_555 2_555 no N(6) C(3) 3.41(1) 1_555 2_555 no N(6) C(19) 3.47(1) 1_555 3_566 no N(6) C(20) 3.48(1) 1_555 3_566 no N(6) C(23) 3.50(1) 1_555 2_555 no C(13) C(13) 3.23(2) 1_555 2_555 no C(13) C(14) 3.32(1) 1_555 2_555 no C(13) C(19) 3.49(1) 1_555 2_555 no C(13) C(24) 3.52(1) 1_555 3_566 no C(14) C(18) 3.26(1) 1_555 2_555 no C(14) C(17) 3.50(1) 1_555 2_555 no C(14) C(14) 3.58(2) 1_555 2_555 no C(14) C(16) 3.58(1) 1_555 3_566 no C(15) C(17) 3.28(1) 1_555 2_555 no C(15) C(16) 3.31(1) 1_555 2_555 no C(15) C(15) 3.57(2) 1_555 2_555 no C(15) C(18) 3.58(1) 1_555 2_555 no C(15) C(16) 3.60(1) 1_555 3_566 no C(16) C(16) 3.29(2) 1_555 2_555 no C(16) C(22) 3.58(1) 1_555 2_555 no C(19) C(19) 3.16(2) 1_555 2_555 no C(19) C(21) 3.41(1) 1_555 2_555 no C(19) C(24) 3.51(1) 1_555 3_566 no C(19) C(20) 3.56(1) 1_555 2_555 no C(20) C(21) 3.22(1) 1_555 2_555 no C(22) C(22) 3.29(2) 1_555 2_555 no C(22) C(24) 3.40(1) 1_555 2_555 no C(23) C(24) 3.39(1) 1_555 2_555 no #------------------------------------------------------------------------------ _publ_requested_journal ' test' _publ_contact_author ; Shin'ichi Nakatsuji Depertment of Material Science Faculity of Science Kanaji 1475-2, Kamigori, Hyogo 678-1297, Japan ; _publ_contact_letter ; ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' 81 791 58 0164 ' _publ_contact_author_fax ' 81 791 58 0164 ' _publ_contact_author_email ' nakatuji@sci.himeji-tech.ac.jp ' loop_ _publ_author_name _publ_author_address ' Shin'ichi Nakatsuji ' ; Depertment of Material Science Faculity of Science Kanaji 1475-2, Kamigori, Hyogo 678-1297, Japan ; _publ_section_title ; ENTER SECTION TITLE ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_experimental ; ENTER EXPERIMENTAL SECTION ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ;