# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/398 data_General #------------------------------------------------------------------------------ _audit_creation_date '1999-09-07' _audit_creation_method 'by teXsan for Windows v1.0' _audit_update_record ; ? ; #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_requested_journal ' test' _publ_requested_category ' ?' _publ_contact_author_name ' Takashi Murashima' _publ_contact_author_address ; Department of Chemistry, Faculty of Science, Ehime University Matsuyama 790-8577, Japan ; _publ_contact_letter ; ? ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' 81-89-927-9615 ' _publ_contact_author_fax ' 81-89-927-9590 ' _publ_contact_author_email ' murasima@dpc.ehime-u.ac.jp ' #------------------------------------------------------------------------------ # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; ? ; _publ_section_title_footnote ; ? ; loop_ _publ_author_name _publ_author_footnote _publ_author_address ' Takashi Murashima ' ; ? ; ; Department of Chemistry, Faculty of Science, Ehime University Matsuyama 790-8577, Japan ; ' Ryuji Tamai ' ; ? ; ; Department of Chemistry, Faculty of Science, Ehime University Matsuyama 790-8577, Japan ; ' Keiji Nishi ' ; ? ; ; Department of Chemistry, Faculty of Science, Ehime University Matsuyama 790-8577, Japan ; ' Hidemitsu Uno ' ; ? ; ; Advanced Instrumentation Center for Chemical Analysis Ehime University, Matsuyama, 790-8577 Japan ; ' Noboru Ono ' ; ? ; ; Department of Chemistry, Faculty of Science, Ehime University Matsuyama 790-8577, Japan ; #------------------------------------------------------------------------------ # TEXT _publ_section_abstract ; ? ; _publ_section_exptl_refinement ; ? ; _publ_section_comment ; ? ; _publ_section_references ; Molecular Structure Corporation. (1997-1998). teXsan for Windows version 1.03. Single Crystal Structure Analysis Software. Version 1.04. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359. ; _publ_section_acknowledgements ; ? ; _publ_section_table_legends ; ? ; _publ_section_figure_captions ; ? ; #------------------------------------------------------------------------------ loop_ _publ_manuscript_incl_extra_item '_geom_bond_atom_site_label_D' '_geom_bond_atom_site_label_H' '_geom_contact_atom_site_label_A' '_geom_bond_distance_DH' '_geom_contact_distance_HA' '_geom_contact_distance_DA' '_geom_angle_DHA' '_geom_contact_site_symmetry_A' # # #------------------------------------------------------------------------------ data__NCBP3_Cu_1997.09.08______ #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows (MSC, 1997)' _computing_structure_solution 'SIR97 ' _computing_structure_refinement 'teXsan for Windows (MSC, 1997)' _computing_publication_material 'teXsan for Windows (MSC, 1997)' #------------------------------------------------------------------------------ _cell_length_a 9.5471(7) _cell_length_b 14.619(1) _cell_length_c 11.4954(8) _cell_angle_alpha 90 _cell_angle_beta 97.993(5) _cell_angle_gamma 90 _cell_volume 1588.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 23.15 _cell_measurement_theta_max 25.85 #------------------------------------------------------------------------------ _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' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ? ; _exptl_crystal_description ' Prismatic ' _exptl_crystal_colour ' yellow ' _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 329.74 _chemical_formula_analytical 'C14.50 H14 Cl1 N3 O4 ' _chemical_formula_sum 'C14.50 H14 Cl1 N3 O4 ' _chemical_formula_moiety 'C14 H13 N3 O4, 0.5(C1 H2 Cl2) ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 684.00 _exptl_absorpt_coefficient_mu 2.340 _exptl_absorpt_correction_type ' psi-scan ' _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 1.000 _exptl_special_details ; The scan width was (0.73+0.30tan\q)\% with an \w scan speed of 8.0\% per minute . Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _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_% 0.11 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 2 0 -2 2 1 -1 3 -1 _diffrn_reflns_number 2737 _reflns_number_total 2570 _reflns_number_gt 1384 _reflns_threshold_expression I>2.00\s(I) _diffrn_reflns_av_R_equivalents 0.03717 _diffrn_reflns_av_sigmaI/netI 0.134 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 61.47 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.00048 _diffrn_orient_matrix_UB_12 0.06554 _diffrn_orient_matrix_UB_13 -0.02500 _diffrn_orient_matrix_UB_21 0.01200 _diffrn_orient_matrix_UB_22 -0.01944 _diffrn_orient_matrix_UB_23 -0.08142 _diffrn_orient_matrix_UB_31 -0.10509 _diffrn_orient_matrix_UB_32 -0.00252 _diffrn_orient_matrix_UB_33 -0.02148 #------------------------------------------------------------------------------ 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 58 0.017 0.009 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 56 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 12 0.029 0.018 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 16 0.047 0.032 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Cl 0 4 0.348 0.702 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom Cl(1) 0.0301(3) 1.0809(1) 0.5663(2) 0.144(1) 1.000 . Uani d yes O(1) 0.2756(3) 0.9619(2) 1.0809(3) 0.059(1) 1.000 . Uani d yes O(2) 0.4054(3) 0.8356(2) 1.1369(3) 0.055(1) 1.000 . Uani d yes O(3) -0.2662(4) 0.7214(3) 0.5879(4) 0.097(2) 1.000 . Uani d yes O(4) -0.3124(4) 0.8637(3) 0.6002(3) 0.076(1) 1.000 . Uani d yes N(1) 0.2500(5) 0.7275(3) 0.9901(4) 0.047(1) 1.000 . Uani d yes N(2) -0.2403(5) 0.7967(3) 0.6294(4) 0.060(2) 1.000 . Uani d yes N(3) 0.0841(4) 1.0811(2) 0.8936(4) 0.055(1) 1.000 . Uani d yes C(1) 0.2243(5) 0.8204(3) 0.9850(4) 0.043(1) 1.000 . Uani d yes C(2) 0.1110(5) 0.8334(3) 0.8973(4) 0.039(1) 1.000 . Uani d yes C(3) 0.0316(5) 0.9099(3) 0.8463(4) 0.038(1) 1.000 . Uani d yes C(4) -0.0804(5) 0.8959(3) 0.7606(4) 0.044(1) 1.000 . Uani d yes C(5) -0.1177(5) 0.8071(3) 0.7197(4) 0.045(2) 1.000 . Uani d yes C(6) -0.0438(5) 0.7324(3) 0.7610(4) 0.049(2) 1.000 . Uani d yes C(7) 0.0697(5) 0.7443(3) 0.8510(4) 0.040(1) 1.000 . Uani d yes C(8) 0.1615(5) 0.6821(3) 0.9125(4) 0.050(2) 1.000 . Uani d yes C(9) 0.3027(5) 0.8821(3) 1.0709(4) 0.044(2) 1.000 . Uani d yes C(10) 0.0637(5) 1.0056(3) 0.8778(4) 0.040(1) 1.000 . Uani d yes C(11) 0.4885(6) 0.8745(3) 1.2437(4) 0.055(2) 1.000 . Uani d yes C(12) 0.3946(6) 0.8944(5) 1.3322(5) 0.096(3) 1.000 . Uani d yes C(13) 0.5927(6) 0.7983(4) 1.2803(5) 0.091(2) 1.000 . Uani d yes C(14) 0.5692(6) 0.9592(4) 1.2084(6) 0.098(2) 1.000 . Uani d yes C(15) -0.100(1) 1.0181(9) 0.4742(9) 0.075(4) 0.500 S Uani d yes H(1) 0.316(5) 0.704(3) 1.030(4) 0.06(1) 1.000 . Uiso d ? H(2) -0.1340 0.9468 0.7280 0.053 1.000 . Uiso c ? H(3) -0.0681 0.6734 0.7299 0.059 1.000 . Uiso c ? H(4) 0.1608 0.6178 0.9008 0.060 1.000 . Uiso c ? H(5) 0.4447 0.8849 1.4086 0.116 1.000 . Uiso c ? H(6) 0.3639 0.9562 1.3246 0.116 1.000 . Uiso c ? H(7) 0.3149 0.8549 1.3204 0.116 1.000 . Uiso c ? H(8) 0.6015 0.7902 1.3630 0.109 1.000 . Uiso c ? H(9) 0.5597 0.7431 1.2423 0.109 1.000 . Uiso c ? H(10) 0.6822 0.8137 1.2587 0.109 1.000 . Uiso c ? H(11) 0.6037 0.9933 1.2767 0.118 1.000 . Uiso c ? H(12) 0.6464 0.9401 1.1703 0.118 1.000 . Uiso c ? H(13) 0.5072 0.9963 1.1565 0.118 1.000 . Uiso c ? H(14) -0.1973 1.0194 0.5066 0.056 1.000 . Uiso c ? H(15) -0.1345 1.0552 0.4136 0.056 1.000 . Uiso c ? 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) 0.203(2) 0.111(2) 0.120(2) -0.010(2) 0.031(2) 0.001(1) O(1) 0.069(3) 0.029(2) 0.069(2) 0.006(2) -0.025(2) -0.006(2) O(2) 0.069(2) 0.038(2) 0.051(2) 0.011(2) -0.018(2) -0.003(2) O(3) 0.113(4) 0.065(3) 0.098(3) -0.010(3) -0.035(3) -0.031(3) O(4) 0.075(3) 0.065(3) 0.078(3) -0.003(2) -0.029(2) -0.001(2) N(1) 0.059(3) 0.029(2) 0.049(3) 0.011(2) -0.003(2) 0.003(2) N(2) 0.067(3) 0.057(3) 0.052(3) -0.006(3) -0.009(2) 0.000(3) N(3) 0.067(3) 0.029(2) 0.064(3) -0.006(2) -0.011(2) 0.003(2) C(1) 0.061(4) 0.029(3) 0.037(3) 0.002(3) 0.001(2) -0.002(2) C(2) 0.051(3) 0.028(2) 0.037(3) 0.000(2) 0.007(2) -0.002(2) C(3) 0.047(3) 0.027(2) 0.037(3) 0.000(2) -0.001(2) -0.002(2) C(4) 0.052(3) 0.034(3) 0.043(3) 0.005(2) -0.001(3) 0.006(2) C(5) 0.045(3) 0.045(3) 0.042(3) -0.008(3) -0.003(3) -0.010(2) C(6) 0.067(4) 0.030(3) 0.050(3) -0.005(3) 0.004(3) -0.010(2) C(7) 0.050(3) 0.027(2) 0.041(3) 0.001(2) 0.001(2) -0.004(2) C(8) 0.067(4) 0.024(3) 0.056(3) -0.003(3) 0.004(3) -0.006(2) C(9) 0.041(3) 0.047(3) 0.042(3) -0.003(3) 0.003(2) 0.001(3) C(10) 0.045(3) 0.039(3) 0.032(3) 0.003(2) -0.005(2) 0.005(2) C(11) 0.062(4) 0.048(3) 0.048(3) 0.011(3) -0.013(3) -0.007(3) C(12) 0.081(5) 0.145(7) 0.063(4) 0.005(5) 0.010(4) -0.025(4) C(13) 0.106(5) 0.079(4) 0.075(4) 0.030(4) -0.037(4) -0.002(4) C(14) 0.071(5) 0.079(4) 0.130(6) -0.013(4) -0.034(4) 0.004(4) C(15) 0.073(8) 0.10(1) 0.052(7) 0.058(8) 0.024(6) 0.053(7) #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w - 1/[\s^2^(Fo) + 0.00002|Fo|^2^]' _refine_ls_hydrogen_treatment ' placed at the calculated position ' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1384 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0804 _refine_ls_R_factor_gt 0.0800 _refine_ls_wR_factor_all 0.0750 _refine_ls_wR_factor_ref 0.0750 _refine_ls_goodness_of_fit_all 2.896 _refine_ls_goodness_of_fit_ref 2.900 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0002 _refine_diff_density_min -0.51 _refine_diff_density_max 0.37 #------------------------------------------------------------------------------ # MOLECULAR GEOMETRY _geom_special_details ; The solvent (dichloromethane) is disordered. ; 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(15) 1.77(2) . . yes Cl(1) C(15) 1.69(2) . . yes O(1) C(9) 1.203(8) . . yes O(2) C(9) 1.340(8) . . yes O(2) C(11) 1.479(8) . . yes O(3) N(2) 1.212(8) . . yes O(4) N(2) 1.217(8) . . yes N(1) C(1) 1.380(9) . . yes N(1) C(8) 1.319(9) . . yes N(1) H(1) 0.81(7) . . no N(2) C(5) 1.461(9) . . yes N(3) C(10) 1.132(9) . . yes C(1) C(2) 1.386(9) . . yes C(1) C(9) 1.464(9) . . yes C(2) C(3) 1.430(9) . . yes C(2) C(7) 1.440(9) . . yes C(3) C(4) 1.365(9) . . yes C(3) C(10) 1.47(1) . . yes C(4) C(5) 1.41(1) . . yes C(4) H(2) 0.95 . . no C(5) C(6) 1.35(1) . . yes C(6) C(7) 1.40(1) . . yes C(6) H(3) 0.95 . . no C(7) C(8) 1.387(9) . . yes C(8) H(4) 0.95 . . no C(11) C(12) 1.48(1) . . yes C(11) C(13) 1.51(1) . . yes C(11) C(14) 1.54(1) . . yes C(12) H(5) 0.95 . . no C(12) H(6) 0.95 . . no C(12) H(7) 0.95 . . no C(13) H(8) 0.95 . . no C(13) H(9) 0.95 . . no C(13) H(10) 0.95 . . no C(14) H(11) 0.95 . . no C(14) H(12) 0.95 . . no C(14) H(13) 0.95 . . no C(15) H(14) 1.04 . . no C(15) H(15) 0.91 . . 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(15) Cl(1) C(15) 70.4(9) . . . yes C(9) O(2) C(11) 122.8(6) . . . yes C(1) N(1) C(8) 111.9(7) . . . yes C(1) N(1) H(1) 124(6) . . . no C(8) N(1) H(1) 123(6) . . . no O(3) N(2) O(4) 123.1(7) . . . yes O(3) N(2) C(5) 118.3(8) . . . yes O(4) N(2) C(5) 118.6(7) . . . yes N(1) C(1) C(2) 106.4(7) . . . yes N(1) C(1) C(9) 120.5(7) . . . yes C(2) C(1) C(9) 132.9(7) . . . yes C(1) C(2) C(3) 136.1(7) . . . yes C(1) C(2) C(7) 106.9(6) . . . yes C(3) C(2) C(7) 116.9(6) . . . yes C(2) C(3) C(4) 119.8(7) . . . yes C(2) C(3) C(10) 124.3(7) . . . yes C(4) C(3) C(10) 115.9(7) . . . yes C(3) C(4) C(5) 121.0(7) . . . yes C(3) C(4) H(2) 119.5 . . . no C(5) C(4) H(2) 119.5 . . . no N(2) C(5) C(4) 118.2(7) . . . yes N(2) C(5) C(6) 119.6(7) . . . yes C(4) C(5) C(6) 122.2(7) . . . yes C(5) C(6) C(7) 118.1(7) . . . yes C(5) C(6) H(3) 120.9 . . . no C(7) C(6) H(3) 120.9 . . . no C(2) C(7) C(6) 122.0(7) . . . yes C(2) C(7) C(8) 106.4(6) . . . yes C(6) C(7) C(8) 131.6(7) . . . yes N(1) C(8) C(7) 108.4(7) . . . yes N(1) C(8) H(4) 125.8 . . . no C(7) C(8) H(4) 125.8 . . . no O(1) C(9) O(2) 126.0(7) . . . yes O(1) C(9) C(1) 124.4(7) . . . yes O(2) C(9) C(1) 109.5(6) . . . yes N(3) C(10) C(3) 174.7(8) . . . yes O(2) C(11) C(12) 109.9(8) . . . yes O(2) C(11) C(13) 101.8(6) . . . yes O(2) C(11) C(14) 108.7(7) . . . yes C(12) C(11) C(13) 113.1(9) . . . yes C(12) C(11) C(14) 113.4(9) . . . yes C(13) C(11) C(14) 109.3(8) . . . yes C(11) C(12) H(5) 109.5 . . . no C(11) C(12) H(6) 109.5 . . . no C(11) C(12) H(7) 109.5 . . . no H(5) C(12) H(6) 109.5 . . . no H(5) C(12) H(7) 109.5 . . . no H(6) C(12) H(7) 109.5 . . . no C(11) C(13) H(8) 109.5 . . . no C(11) C(13) H(9) 109.5 . . . no C(11) C(13) H(10) 109.5 . . . no H(8) C(13) H(9) 109.5 . . . no H(8) C(13) H(10) 109.5 . . . no H(9) C(13) H(10) 109.5 . . . no C(11) C(14) H(11) 109.5 . . . no C(11) C(14) H(12) 109.5 . . . no C(11) C(14) H(13) 109.5 . . . no H(11) C(14) H(12) 109.5 . . . no H(11) C(14) H(13) 109.5 . . . no H(12) C(14) H(13) 109.5 . . . no Cl(1) C(15) Cl(1) 109.6(9) . . . yes Cl(1) C(15) H(14) 111.2 . . . no Cl(1) C(15) H(15) 107.2 . . . no Cl(1) C(15) H(14) 121.3 3_576 3_576 3_576 no Cl(1) C(15) H(15) 114.5 3_576 3_576 3_576 no H(14) C(15) H(15) 91.3 . . . no #------------------------------------------------------------------------------ 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) O(3) 3.530(7) . 2_456 no O(1) C(8) 3.274(9) . 2_557 no O(1) C(10) 3.37(1) . 3_577 no O(1) C(4) 3.473(9) . 3_577 no O(1) N(3) 3.543(9) . 3_577 no O(3) C(15) 3.27(2) . 2_446 no O(3) C(6) 3.59(1) . 4_465 no O(4) C(6) 3.38(1) . 4_465 no O(4) C(15) 3.48(2) . . no N(1) N(3) 2.878(9) . 2_547 no N(1) C(6) 3.55(1) . 4_565 no N(1) C(5) 3.55(1) . 4_565 no N(2) C(7) 3.38(1) . 4_465 no N(2) C(6) 3.48(1) . 4_465 no N(2) C(8) 3.52(1) . 4_465 no N(3) C(3) 3.33(1) . 3_577 no N(3) C(10) 3.396(9) . 3_577 no N(3) C(8) 3.40(1) . 2_557 no N(3) C(2) 3.47(1) . 3_577 no C(4) C(8) 3.41(1) . 4_465 no C(5) C(8) 3.27(1) . 4_465 no C(10) C(10) 3.22(2) . 3_577 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag Cl(1) C(15) Cl(1) C(15) . . . . 0.0000 no Cl(1) C(15) Cl(1) C(15) . . . . 0.0000(1) no O(1) C(9) O(2) C(11) . . . . 9(1) no O(1) C(9) C(1) N(1) . . . . -171.1(9) no O(1) C(9) C(1) C(2) . . . . 2(2) no O(2) C(9) C(1) N(1) . . . . 8(1) no O(2) C(9) C(1) C(2) . . . . -179.6(9) no O(3) N(2) C(5) C(4) . . . . 174.6(9) no O(3) N(2) C(5) C(6) . . . . -5(1) no O(4) N(2) C(5) C(4) . . . . -6(1) no O(4) N(2) C(5) C(6) . . . . 174.0(9) no N(1) C(1) C(2) C(3) . . . . -179.6(9) no N(1) C(1) C(2) C(7) . . . . 0.4(9) no N(1) C(8) C(7) C(2) . . . . 1(1) no N(1) C(8) C(7) C(6) . . . . -179.3(9) no N(2) C(5) C(4) C(3) . . . . 178.9(7) no N(2) C(5) C(6) C(7) . . . . -177.4(8) no N(3) C(10) C(3) C(2) . . . . 150(10) no N(3) C(10) C(3) C(4) . . . . -28(11) no C(1) N(1) C(8) C(7) . . . . -0(1) no C(1) C(2) C(3) C(4) . . . . -177.8(9) no C(1) C(2) C(3) C(10) . . . . 4(2) no C(1) C(2) C(7) C(6) . . . . 179.3(8) no C(1) C(2) C(7) C(8) . . . . -1(1) no C(1) C(9) O(2) C(11) . . . . -169.9(7) no C(2) C(1) N(1) C(8) . . . . -0(1) no C(2) C(3) C(4) C(5) . . . . -1(1) no C(2) C(7) C(6) C(5) . . . . -2(1) no C(3) C(2) C(1) C(9) . . . . 7(2) no C(3) C(2) C(7) C(6) . . . . -1(1) no C(3) C(2) C(7) C(8) . . . . 179.4(7) no C(3) C(4) C(5) C(6) . . . . -1(1) no C(4) C(3) C(2) C(7) . . . . 2(1) no C(4) C(5) C(6) C(7) . . . . 3(1) no C(5) C(4) C(3) C(10) . . . . 177.5(8) no C(5) C(6) C(7) C(8) . . . . 178.1(9) no C(7) C(2) C(1) C(9) . . . . -173.2(9) no C(7) C(2) C(3) C(10) . . . . -176.5(8) no C(8) N(1) C(1) C(9) . . . . 174.6(8) no C(9) O(2) C(11) C(12) . . . . 63(1) no C(9) O(2) C(11) C(13) . . . . -177.1(8) no C(9) O(2) C(11) C(14) . . . . -62(1) no C(15) Cl(1) C(15) Cl(1) . . . . 0.0000 no C(15) Cl(1) C(15) Cl(1) . . . . 0.0000(1) no #------------------------------------------------------------------------------ loop_ _geom_bond_atom_site_label_D _geom_bond_atom_site_label_H _geom_contact_atom_site_label_A _geom_bond_distance_DH _geom_contact_distance_HA _geom_contact_distance_DA _geom_angle_DHA _geom_contact_site_symmetry_A 'N(1)' 'H(1)' 'N(3)' '0.81' '2.16' '2.878(9)' '148.6' '2_547' #------------------------------------------------------------------------------ # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #------------------------------------------------------------------------------ # End of CIF #------------------------------------------------------------------------------