# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 1145/218 data_General #============================================================================== _audit_creation_date '1999-12-14' _audit_creation_method 'by teXsan for Windows v1.0' _audit_update_record ; ? ; #============================================================================== # SUBMISSION DETAILS _publ_requested_journal 'Journal of Materials Chemistry' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_contact_author_name 'Cara C. Evans and Rene Masse' _publ_contact_author_address ; Laboratoire de Cristallographie associ\'e \'a l'Universit\'e Joseph Fourier, CNRS, BP166, 38042 Grenoble-Cedex, France ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' 33 04 76 88 78 05 ' _publ_contact_author_fax ' 33 04 76 88 10 38 ' _publ_contact_author_email ' masse@labs.polycnrs-gre.fr ' #============================================================================== # 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 ; A new Octupolar Material for Quadratic nonlinear Optics : tri(2,2'-bipyridyl)Zn(II) tetra(2-chloro-4-nitrophenolate)Zn(II) ; _publ_section_title_footnote ; Crystal structure of tri(2,2'-bipyridyl)Zn(II) tetra(2-chloro-4-nitrophenolate)Zn(II) ; loop_ _publ_author_name _publ_author_footnote _publ_author_address ' Cara C. Evans, R. Masse, J.F. Nicoud, M. Bagieu-Beucher ' ; FIRST AUTHORS FOOTNOTES ; ; FIRST AUTHORS ADDRESS ; #============================================================================== # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_exptl_refinement ; ENTER EXPERIMENTAL SECTION ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER 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. Altomare, A., Cascarano, M., Giacovazzo, C., Guagliardi, A. (1993). J. Appl. Cryst., 26, 343. ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; #============================================================================== data_1 #============================================================================== _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 ; SIR92 (Altomare, et. al. 1993) ; _computing_structure_refinement 'teXsan for Windows (MSC, 1997)' _computing_publication_material 'teXsan for Windows (MSC, 1997)' #------------------------------------------------------------------------------ _cell_length_a 17.776(5) _cell_length_b 18.613(9) _cell_length_c 10.124(3) _cell_angle_alpha 90 _cell_angle_beta 123.51(3) _cell_angle_gamma 90 _cell_volume 2792.8(19) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0.0 _cell_measurement_theta_max 0.0 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2 ' _symmetry_Int_Tables_number 5 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' +x, +y, +z' ' -x, +y, -z' ' -x, +y, -z' '1/2+x,1/2+y, +z' '1/2+x,1/2+y, +z' '1/2-x,1/2+y, -z' '1/2-x,1/2+y, -z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'NONE' _exptl_crystal_colour 'NONE' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.14 _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 644.76 _chemical_formula_analytical ? _chemical_formula_sum 'C54 H36 Cl4 N10 O12 Zn2 ' _chemical_formula_moiety '?' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 1308.00 _exptl_absorpt_coefficient_mu 1.121 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.929 _exptl_special_details ; ? ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'CAD4' _diffrn_measurement_method \w-2\q _diffrn_standards_number 2 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.20 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 7 3 1 -7 -3 _diffrn_reflns_number 32428 _reflns_number_total 8349 _reflns_number_gt 7138 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.11123 _diffrn_reflns_av_sigmaI/netI 0.103 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 29.96 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.05302 _diffrn_orient_matrix_UB_12 0.03314 _diffrn_orient_matrix_UB_13 -0.05597 _diffrn_orient_matrix_UB_21 0.03323 _diffrn_orient_matrix_UB_22 0.03596 _diffrn_orient_matrix_UB_23 0.08715 _diffrn_orient_matrix_UB_31 0.02524 _diffrn_orient_matrix_UB_32 0.02226 _diffrn_orient_matrix_UB_33 -0.05749 #------------------------------------------------------------------------------ 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 0 108 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 72 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 20 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 24 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Zn 0 4 0.222 1.431 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl 0 8 0.132 0.159 ;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 Zn(1) 0.5000 0.9162 0.5000 0.04897(13) 0.500 S Uani d ? Zn(2) 1.0000 1.01831(3) 1.0000 0.04864(13) 0.500 S Uani d ? Cl(1) 0.77237(5) 0.78541(6) 0.73541(10) 0.0947(3) 1.000 . Uani d ? Cl(2) 0.49024(7) 1.11170(6) 0.1969(2) 0.1067(4) 1.000 . Uani d ? O(1) 0.60180(12) 0.85351(10) 0.6301(2) 0.0624(6) 1.000 . Uani d ? O(2) 0.7636(2) 0.7835(1) 1.3401(3) 0.0975(9) 1.000 . Uani d ? O(3) 0.8689(2) 0.7437(1) 1.3156(3) 0.0987(8) 1.000 . Uani d ? O(4) 0.51584(12) 0.98074(10) 0.3686(2) 0.0622(6) 1.000 . Uani d ? O(5) 0.8474(2) 0.9921(2) 0.3134(5) 0.163(2) 1.000 . Uani d ? O(6) 0.7807(2) 1.0909(2) 0.1959(4) 0.132(1) 1.000 . Uani d ? N(1) 0.7946(2) 0.7729(2) 1.2603(3) 0.0793(9) 1.000 . Uani d ? N(2) 0.7860(2) 1.0348(3) 0.2660(4) 0.1098(13) 1.000 . Uani d ? N(3) 0.85589(13) 1.03372(11) 0.8704(3) 0.0532(6) 1.000 . Uani d ? N(4) 0.9737(1) 1.09692(11) 0.8242(3) 0.0535(7) 1.000 . Uani d ? N(5) 1.0101(1) 0.92787(13) 1.1400(3) 0.0542(7) 1.000 . Uani d ? C(1) 0.6455(2) 0.8366(1) 0.7771(3) 0.0531(8) 1.000 . Uani d ? C(2) 0.7294(2) 0.8012(2) 0.8505(3) 0.0586(8) 1.000 . Uani d ? C(3) 0.7766(2) 0.7797(2) 1.0042(4) 0.0671(9) 1.000 . Uani d ? C(4) 0.7435(2) 0.7940(2) 1.0958(3) 0.0639(9) 1.000 . Uani d ? C(5) 0.6617(2) 0.8288(2) 1.0326(4) 0.0748(10) 1.000 . Uani d ? C(6) 0.6141(2) 0.8497(2) 0.8764(4) 0.0688(9) 1.000 . Uani d ? C(7) 0.5804(2) 0.99091(13) 0.3456(3) 0.0500(7) 1.000 . Uani d ? C(8) 0.5790(2) 1.0528(1) 0.2638(3) 0.0585(8) 1.000 . Uani d ? C(9) 0.6452(2) 1.0679(2) 0.2371(4) 0.0682(9) 1.000 . Uani d ? C(10) 0.7159(2) 1.0200(2) 0.2946(4) 0.0734(9) 1.000 . Uani d ? C(11) 0.7199(2) 0.9587(2) 0.3739(4) 0.0759(10) 1.000 . Uani d ? C(12) 0.6534(2) 0.9443(2) 0.4001(4) 0.0636(9) 1.000 . Uani d ? C(13) 0.8001(2) 1.0005(1) 0.9009(4) 0.0631(9) 1.000 . Uani d ? C(14) 0.7092(2) 1.0173(2) 0.8193(4) 0.0702(9) 1.000 . Uani d ? C(15) 0.6751(2) 1.0681(2) 0.7052(4) 0.0700(9) 1.000 . Uani d ? C(16) 0.7321(2) 1.1019(2) 0.6719(3) 0.0622(8) 1.000 . Uani d ? C(17) 0.8227(2) 1.08404(13) 0.7578(3) 0.0493(7) 1.000 . Uani d ? C(18) 0.8882(2) 1.11977(13) 0.7309(3) 0.0504(8) 1.000 . Uani d ? C(19) 0.8654(2) 1.1738(2) 0.6229(4) 0.0745(10) 1.000 . Uani d ? C(20) 0.9306(3) 1.2047(2) 0.6079(4) 0.0847(12) 1.000 . Uani d ? C(21) 1.0171(2) 1.1799(2) 0.6982(4) 0.0754(11) 1.000 . Uani d ? C(22) 1.0366(2) 1.1262(2) 0.8052(4) 0.0666(9) 1.000 . Uani d ? C(23) 1.0280(2) 0.9306(2) 1.2861(4) 0.0710(10) 1.000 . Uani d ? C(24) 1.0430(2) 0.8705(2) 1.3752(4) 0.0750(11) 1.000 . Uani d ? C(25) 1.0374(2) 0.8054(2) 1.3130(5) 0.0810(11) 1.000 . Uani d ? C(26) 1.0187(2) 0.8010(2) 1.1635(4) 0.0694(9) 1.000 . Uani d ? C(27) 1.0073(1) 0.8635(1) 1.0780(3) 0.0514(7) 1.000 . Uani d ? H(1) 0.8322 0.7548 1.0479 0.081 1.000 . Uiso c ? H(2) 0.6428 0.8346 1.1243 0.047 1.000 . Uiso c ? H(3) 0.5581 0.8738 0.8337 0.083 1.000 . Uiso c ? H(4) 0.6300 1.1189 0.1566 0.047 1.000 . Uiso c ? H(5) 0.7615 0.9191 0.4090 0.047 1.000 . Uiso c ? H(6) 0.6570 0.9020 0.4560 0.076 1.000 . Uiso c ? H(7) 0.8337 0.9666 0.9983 0.047 1.000 . Uiso c ? H(8) 0.6712 0.9933 0.8436 0.084 1.000 . Uiso c ? H(9) 0.6128 1.0803 0.6484 0.084 1.000 . Uiso c ? H(10) 0.7093 1.1373 0.5906 0.074 1.000 . Uiso c ? H(11) 0.8048 1.1901 0.5587 0.089 1.000 . Uiso c ? H(12) 0.9156 1.2430 0.5356 0.101 1.000 . Uiso c ? H(13) 1.0626 1.1993 0.6867 0.091 1.000 . Uiso c ? H(14) 1.1045 1.1044 0.8917 0.047 1.000 . Uiso c ? H(15) 1.0309 0.9761 1.3310 0.084 1.000 . Uiso c ? H(16) 1.0570 0.8746 1.4802 0.090 1.000 . Uiso c ? H(17) 1.0464 0.7628 1.3726 0.096 1.000 . Uiso c ? H(18) 1.0134 0.7553 1.1172 0.084 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 Zn(1) 0.0488(2) 0.0489(3) 0.0604(3) 0.0000 0.0371(2) 0.0000 Zn(2) 0.0479(2) 0.0467(3) 0.0608(3) 0.0000 0.0361(2) 0.0000 Cl(1) 0.0622(5) 0.1434(8) 0.0868(6) 0.0174(5) 0.0463(4) -0.0063(5) Cl(2) 0.1051(7) 0.0767(6) 0.1777(11) 0.0313(5) 0.1030(8) 0.0533(6) O(1) 0.0614(11) 0.0682(12) 0.0599(12) 0.0157(9) 0.0350(10) 0.0033(10) O(2) 0.123(2) 0.096(2) 0.079(2) -0.003(2) 0.059(2) 0.0115(13) O(3) 0.076(2) 0.112(2) 0.081(2) 0.003(1) 0.0264(12) 0.019(1) O(4) 0.0580(11) 0.0623(11) 0.085(1) 0.0007(9) 0.0516(11) 0.0140(10) O(5) 0.119(2) 0.226(4) 0.215(4) 0.058(3) 0.138(3) 0.077(3) O(6) 0.124(2) 0.166(3) 0.169(3) -0.013(2) 0.121(2) 0.028(2) N(1) 0.084(2) 0.073(2) 0.070(2) -0.015(2) 0.036(2) 0.004(1) N(2) 0.083(2) 0.160(4) 0.122(3) -0.001(2) 0.079(2) 0.018(2) N(3) 0.0457(11) 0.052(1) 0.070(1) -0.0056(9) 0.0376(10) -0.0021(10) N(4) 0.0495(12) 0.0525(13) 0.069(1) -0.0034(10) 0.0397(11) 0.0055(11) N(5) 0.0551(12) 0.059(2) 0.0560(13) -0.0004(11) 0.0354(11) 0.0018(11) C(1) 0.055(2) 0.043(1) 0.062(2) -0.0003(12) 0.033(2) 0.0003(12) C(2) 0.047(1) 0.065(2) 0.061(2) -0.0050(13) 0.0278(13) -0.010(1) C(3) 0.049(2) 0.066(2) 0.074(2) -0.0010(13) 0.026(2) 0.002(2) C(4) 0.066(2) 0.057(2) 0.062(2) -0.008(1) 0.031(2) 0.001(1) C(5) 0.092(2) 0.071(2) 0.076(2) 0.003(2) 0.056(2) 0.008(2) C(6) 0.071(2) 0.071(2) 0.075(2) 0.015(1) 0.047(2) 0.007(2) C(7) 0.0490(13) 0.053(1) 0.054(1) -0.0056(10) 0.0317(12) -0.0038(11) C(8) 0.060(2) 0.055(2) 0.072(2) -0.0015(12) 0.044(2) 0.005(1) C(9) 0.073(2) 0.069(2) 0.079(2) -0.008(2) 0.051(2) 0.005(2) C(10) 0.066(2) 0.097(2) 0.082(2) -0.010(2) 0.058(2) -0.001(2) C(11) 0.069(2) 0.083(2) 0.097(2) 0.019(2) 0.059(2) 0.015(2) C(12) 0.064(2) 0.062(2) 0.079(2) 0.0022(13) 0.049(2) 0.008(1) C(13) 0.057(2) 0.064(2) 0.083(2) -0.0109(12) 0.047(2) -0.000(1) C(14) 0.058(2) 0.071(2) 0.101(2) -0.023(2) 0.055(2) -0.023(2) C(15) 0.043(2) 0.071(2) 0.090(2) -0.0043(13) 0.034(2) -0.018(2) C(16) 0.045(1) 0.066(2) 0.068(2) 0.0006(13) 0.026(1) -0.007(2) C(17) 0.047(1) 0.049(1) 0.057(2) -0.0052(11) 0.0324(13) -0.0059(12) C(18) 0.053(2) 0.044(1) 0.063(2) 0.0011(12) 0.037(1) 0.0023(12) C(19) 0.071(2) 0.079(2) 0.082(2) 0.019(2) 0.048(2) 0.021(2) C(20) 0.104(3) 0.071(2) 0.104(3) 0.009(2) 0.074(2) 0.034(2) C(21) 0.084(2) 0.068(2) 0.103(2) -0.009(2) 0.069(2) 0.006(2) C(22) 0.066(2) 0.064(2) 0.091(2) -0.001(1) 0.056(2) 0.012(2) C(23) 0.076(2) 0.085(2) 0.068(2) -0.001(2) 0.050(2) 0.001(2) C(24) 0.071(2) 0.102(3) 0.065(2) 0.004(2) 0.045(2) 0.027(2) C(25) 0.061(2) 0.084(3) 0.085(2) -0.009(2) 0.032(2) 0.030(2) C(26) 0.059(2) 0.060(2) 0.082(2) -0.0050(13) 0.035(2) 0.010(2) C(27) 0.0359(12) 0.052(1) 0.063(2) -0.0016(11) 0.0250(12) 0.0027(12) #============================================================================== # 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) + 0.00040|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 7138 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_all 0.0390 _refine_ls_wR_factor_ref 0.0390 _refine_ls_goodness_of_fit_all 1.436 _refine_ls_goodness_of_fit_ref 1.440 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0000 _refine_diff_density_min -0.38 _refine_diff_density_max 1.26 #============================================================================== # MOLECULAR GEOMETRY _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 ZN1 O1 1.934(2) . . ? ZN1 O1 1.934(2) . . ? ZN1 O4 1.925(2) . . ? ZN1 O4 1.925(2) . . ? ZN2 N3 2.158(3) . . ? ZN2 N3 2.158(3) . . ? ZN2 N4 2.147(3) . . ? ZN2 N4 2.147(3) . . ? ZN2 N5 2.143(3) . . ? ZN2 N5 2.143(3) . . ? CL1 C2 1.736(3) . . ? CL2 C8 1.724(3) . . ? O1 C1 1.281(4) . . ? O2 O3 2.151(5) . . ? O2 N1 1.220(4) . . ? O3 N1 1.239(4) . . ? O4 C7 1.305(4) . . ? O5 O6 2.155(6) . . ? O5 N2 1.215(5) . . ? O6 N2 1.236(5) . . ? N1 C4 1.443(5) . . ? N2 C10 1.454(4) . . ? N3 C13 1.341(4) . . ? N3 C17 1.335(4) . . ? N3 H7 1.99 . . no N4 C18 1.340(4) . . ? N4 C22 1.350(4) . . ? N4 H14 2.04 . . no N5 C23 1.332(4) . . ? N5 C27 1.342(4) . . ? N5 H15 1.97 . . no C1 C2 1.409(4) . . ? C1 C6 1.415(5) . . ? C1 H3 2.05 . . no C2 C3 1.357(5) . . ? C2 H1 2.01 . . no C3 C4 1.371(5) . . ? C3 H1 0.95 . . no C4 C5 1.385(5) . . ? C4 H1 2.02 . . no C4 H2 2.10 . . no C5 C6 1.374(5) . . ? C5 H2 1.15 . . no C5 H3 2.01 . . no C6 H3 0.95 . . no C7 C8 1.411(4) . . ? C7 C12 1.396(4) . . ? C7 H6 2.04 . . no C8 C9 1.374(5) . . ? C8 H4 2.15 . . no C9 C10 1.381(5) . . ? C9 H4 1.18 . . no C10 C11 1.374(6) . . ? C10 H5 2.12 . . no C11 C12 1.372(5) . . ? C11 H5 0.96 . . no C11 H6 2.02 . . no C12 H5 1.93 . . no C12 H6 0.95 . . no C13 C14 1.385(5) . . ? C13 H7 1.04 . . no C13 H8 2.03 . . no C14 C15 1.349(5) . . ? C14 H7 2.16 . . no C14 H8 0.95 . . no C14 H9 2.01 . . no C15 C16 1.383(5) . . ? C15 H8 2.00 . . no C15 H9 0.95 . . no C15 H10 2.04 . . no C16 C17 1.382(4) . . ? C16 H9 2.04 . . no C16 H10 0.95 . . no C17 C18 1.491(4) . . ? C17 H10 2.04 . . no C18 C19 1.372(5) . . ? C18 H11 2.02 . . no C19 C20 1.375(5) . . ? C19 H11 0.95 . . no C19 H12 2.03 . . no C20 C21 1.365(5) . . ? C20 H11 2.02 . . no C20 H12 0.95 . . no C20 H13 2.02 . . no C21 C22 1.371(5) . . ? C21 H12 2.02 . . no C21 H13 0.95 . . no C21 H14 2.21 . . no C22 H13 2.03 . . no C22 H14 1.11 . . no C23 C24 1.367(5) . . ? C23 H15 0.95 . . no C23 H16 2.02 . . no C24 C25 1.344(6) . . ? C24 H15 2.00 . . no C24 H16 0.95 . . no C24 H17 2.01 . . no C25 C26 1.361(6) . . ? C25 H16 2.00 . . no C25 H17 0.95 . . no C25 H18 2.01 . . no C26 C27 1.396(5) . . ? C26 H17 2.02 . . no C26 H18 0.95 . . no C27 C27 1.452(6) . . ? C27 H18 2.04 . . 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 O1 ZN1 O1 105.8(1) . . . ? O1 ZN1 O4 114.09(10) . . . ? O1 ZN1 O4 110.18(10) . . . ? O1 ZN1 O4 110.18(10) 2_656 2_656 2_656 ? O1 ZN1 O4 114.09(10) 2_656 2_656 2_656 ? O4 ZN1 O4 102.8(2) . . . ? N3 ZN2 N3 164.72(13) . . . ? N3 ZN2 N4 76.29(10) . . . ? N3 ZN2 N4 93.20(10) . . . ? N3 ZN2 N5 98.29(10) . . . ? N3 ZN2 N5 93.70(10) . . . ? N3 ZN2 N4 93.20(10) 2_757 2_757 2_757 ? N3 ZN2 N4 76.29(10) 2_757 2_757 2_757 ? N3 ZN2 N5 93.70(10) 2_757 2_757 2_757 ? N3 ZN2 N5 98.29(10) 2_757 2_757 2_757 ? N4 ZN2 N4 94.1(1) . . . ? N4 ZN2 N5 169.71(10) . . . ? N4 ZN2 N5 94.98(10) . . . ? N4 ZN2 N5 94.98(10) 2_757 2_757 2_757 ? N4 ZN2 N5 169.71(10) 2_757 2_757 2_757 ? N5 ZN2 N5 76.5(2) . . . ? ZN1 O1 C1 132.8(2) . . . ? O3 O2 N1 29.2(2) . . . ? O2 O3 N1 28.7(2) . . . ? ZN1 O4 C7 133.8(2) . . . ? O6 O5 N2 28.7(2) . . . ? O5 O6 N2 28.2(2) . . . ? O2 N1 O3 122.0(4) . . . ? O2 N1 C4 119.6(4) . . . ? O3 N1 C4 118.4(4) . . . ? O5 N2 O6 123.2(4) . . . ? O5 N2 C10 118.6(5) . . . ? O6 N2 C10 118.2(4) . . . ? ZN2 N3 C13 125.4(2) . . . ? ZN2 N3 C17 115.4(2) . . . ? ZN2 N3 H7 96.7 . . . no C13 N3 C17 119.0(3) . . . ? C13 N3 H7 28.7 . . . no C17 N3 H7 147.5 . . . no ZN2 N4 C18 116.4(2) . . . ? ZN2 N4 C22 125.1(2) . . . ? ZN2 N4 H14 94.7 . . . no C18 N4 C22 118.5(3) . . . ? C18 N4 H14 148.8 . . . no C22 N4 H14 30.3 . . . no ZN2 N5 C23 125.9(3) . . . ? ZN2 N5 C27 115.1(2) . . . ? ZN2 N5 H15 101.1 . . . no C23 N5 C27 118.5(3) . . . ? C23 N5 H15 25.0 . . . no C27 N5 H15 143.5 . . . no O1 C1 C2 121.0(3) . . . ? O1 C1 C6 124.0(3) . . . ? O1 C1 H3 100.0 . . . no C2 C1 C6 115.0(3) . . . ? C2 C1 H3 139.0 . . . no C6 C1 H3 24.0 . . . no CL1 C2 C1 117.0(3) . . . ? CL1 C2 C3 119.8(3) . . . ? CL1 C2 H1 95.7 . . . no C1 C2 C3 123.2(3) . . . ? C1 C2 H1 147.3 . . . no C3 C2 H1 24.1 . . . no C2 C3 C4 119.5(3) . . . ? C2 C3 H1 120.2 . . . no C4 C3 H1 120.2 . . . no N1 C4 C3 119.7(3) . . . ? N1 C4 C5 119.5(3) . . . ? N1 C4 H1 95.8 . . . no N1 C4 H2 88.9 . . . no C3 C4 C5 120.8(3) . . . ? C3 C4 H1 23.9 . . . no C3 C4 H2 151.3 . . . no C5 C4 H1 144.7 . . . no C5 C4 H2 30.6 . . . no H1 C4 H2 175.0 . . . no C4 C5 C6 119.1(3) . . . ? C4 C5 H2 111.7 . . . no C4 C5 H3 143.5 . . . no C6 C5 H2 129.2 . . . no C6 C5 H3 24.5 . . . no H2 C5 H3 104.7 . . . no C1 C6 C5 122.4(3) . . . ? C1 C6 H3 118.8 . . . no C5 C6 H3 118.8 . . . no O4 C7 C8 119.4(3) . . . ? O4 C7 C12 123.8(3) . . . ? O4 C7 H6 99.9 . . . no C8 C7 C12 116.8(3) . . . ? C8 C7 H6 140.7 . . . no C12 C7 H6 24.0 . . . no CL2 C8 C7 117.8(2) . . . ? CL2 C8 C9 119.3(3) . . . ? CL2 C8 H4 89.3 . . . no C7 C8 C9 122.9(3) . . . ? C7 C8 H4 152.9 . . . no C9 C8 H4 30.2 . . . no C8 C9 C10 117.6(3) . . . ? C8 C9 H4 114.0 . . . no C10 C9 H4 128.2 . . . no N2 C10 C9 118.3(4) . . . ? N2 C10 C11 120.1(4) . . . ? N2 C10 H5 99.5 . . . no C9 C10 C11 121.6(3) . . . ? C9 C10 H5 142.0 . . . no C11 C10 H5 20.6 . . . no C10 C11 C12 120.2(3) . . . ? C10 C11 H5 129.2 . . . no C10 C11 H6 144.4 . . . no C12 C11 H5 110.4 . . . no C12 C11 H6 24.2 . . . no H5 C11 H6 86.3 . . . no C7 C12 C11 120.9(3) . . . ? C7 C12 H5 148.6 . . . no C7 C12 H6 119.5 . . . no C11 C12 H5 27.9 . . . no C11 C12 H6 119.6 . . . no H5 C12 H6 91.9 . . . no N3 C13 C14 121.7(3) . . . ? N3 C13 H7 112.8 . . . no N3 C13 H8 145.5 . . . no C14 C13 H7 125.1 . . . no C14 C13 H8 23.8 . . . no H7 C13 H8 101.4 . . . no C13 C14 C15 119.6(3) . . . ? C13 C14 H7 23.2 . . . no C13 C14 H8 120.1 . . . no C13 C14 H9 143.7 . . . no C15 C14 H7 142.5 . . . no C15 C14 H8 120.3 . . . no C15 C14 H9 24.1 . . . no H7 C14 H8 97.0 . . . no H7 C14 H9 166.4 . . . no H8 C14 H9 96.2 . . . no C14 C15 C16 119.0(3) . . . ? C14 C15 H8 24.1 . . . no C14 C15 H9 120.5 . . . no C14 C15 H10 142.8 . . . no C16 C15 H8 143.1 . . . no C16 C15 H9 120.5 . . . no C16 C15 H10 23.8 . . . no H8 C15 H9 96.4 . . . no H8 C15 H10 166.9 . . . no H9 C15 H10 96.7 . . . no C15 C16 C17 119.5(3) . . . ? C15 C16 H9 23.7 . . . no C15 C16 H10 120.3 . . . no C17 C16 H9 143.2 . . . no C17 C16 H10 120.2 . . . no H9 C16 H10 96.6 . . . no N3 C17 C16 121.2(3) . . . ? N3 C17 C18 116.5(3) . . . ? N3 C17 H10 145.1 . . . no C16 C17 C18 122.2(3) . . . ? C16 C17 H10 23.8 . . . no C18 C17 H10 98.4 . . . no N4 C18 C17 115.2(3) . . . ? N4 C18 C19 121.0(3) . . . ? N4 C18 H11 144.9 . . . no C17 C18 C19 123.7(3) . . . ? C17 C18 H11 99.8 . . . no C19 C18 H11 23.9 . . . no C18 C19 C20 119.9(3) . . . ? C18 C19 H11 120.2 . . . no C18 C19 H12 143.7 . . . no C20 C19 H11 119.9 . . . no C20 C19 H12 23.9 . . . no H11 C19 H12 96.0 . . . no C19 C20 C21 119.5(3) . . . ? C19 C20 H11 24.0 . . . no C19 C20 H12 120.3 . . . no C19 C20 H13 143.3 . . . no C21 C20 H11 143.5 . . . no C21 C20 H12 120.2 . . . no C21 C20 H13 23.8 . . . no H11 C20 H12 96.3 . . . no H11 C20 H13 167.2 . . . no H12 C20 H13 96.4 . . . no C20 C21 C22 118.3(3) . . . ? C20 C21 H12 24.0 . . . no C20 C21 H13 120.7 . . . no C20 C21 H14 142.2 . . . no C22 C21 H12 142.3 . . . no C22 C21 H13 120.9 . . . no C22 C21 H14 24.1 . . . no H12 C21 H13 96.8 . . . no H12 C21 H14 166.0 . . . no H13 C21 H14 97.0 . . . no N4 C22 C21 122.7(3) . . . ? N4 C22 H13 146.3 . . . no N4 C22 H14 111.6 . . . no C21 C22 H13 23.7 . . . no C21 C22 H14 125.6 . . . no H13 C22 H14 102.0 . . . no N5 C23 C24 122.8(4) . . . ? N5 C23 H15 118.8 . . . no N5 C23 H16 146.7 . . . no C24 C23 H15 118.4 . . . no C24 C23 H16 23.9 . . . no H15 C23 H16 94.5 . . . no C23 C24 C25 119.4(3) . . . ? C23 C24 H15 24.7 . . . no C23 C24 H16 120.4 . . . no C23 C24 H17 143.6 . . . no C25 C24 H15 144.1 . . . no C25 C24 H16 120.2 . . . no C25 C24 H17 24.2 . . . no H15 C24 H16 95.7 . . . no H15 C24 H17 168.2 . . . no H16 C24 H17 96.0 . . . no C24 C25 C26 119.0(4) . . . ? C24 C25 H16 24.3 . . . no C24 C25 H17 120.6 . . . no C24 C25 H18 143.2 . . . no C26 C25 H16 143.3 . . . no C26 C25 H17 120.4 . . . no C26 C25 H18 24.2 . . . no H16 C25 H17 96.3 . . . no H16 C25 H18 167.5 . . . no H17 C25 H18 96.2 . . . no C25 C26 C27 120.2(4) . . . ? C25 C26 H17 24.1 . . . no C25 C26 H18 119.9 . . . no C27 C26 H17 144.3 . . . no C27 C26 H18 119.9 . . . no H17 C26 H18 95.8 . . . no N5 C27 C26 119.9(3) . . . ? N5 C27 C27 116.6(2) . . . ? N5 C27 H18 143.6 . . . no C26 C27 C27 123.5(2) . . . ? C26 C27 H18 23.8 . . . no C27 C27 H18 99.8 2_757 2_757 2_757 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 O1 H12 2.5619 . 4_646 no O1 C20 3.504(4) . 4_646 no O1 C14 3.546(4) . . no O2 H5 2.6249 . 1_556 no O2 H11 2.6298 . 4_647 no O2 H10 2.7841 . 4_647 no O2 H17 3.0280 . 2_758 no O2 C19 3.241(5) . 4_647 no O2 C25 3.362(5) . 2_758 no O2 C16 3.384(5) . 4_647 no O2 C11 3.414(6) . 1_556 no O2 C24 3.436(5) . 2_758 no O3 H17 2.6670 . 2_758 no O3 H10 2.8641 . 4_647 no O3 H17 2.9004 . . no O3 H16 2.9904 . 2_758 no O3 H9 3.0574 . 4_647 no O3 C25 3.222(5) . . no O3 C16 3.233(5) . 4_647 no O3 C15 3.340(5) . 4_647 no O3 C25 3.364(5) . 2_758 no O3 C24 3.523(5) . 2_758 no O4 H8 2.7993 . 2_656 no O4 H9 2.8747 . 2_656 no O4 H9 3.0072 . . no O4 C15 3.408(5) . . no O4 C14 3.418(4) . 2_656 no O4 C15 3.453(4) . 2_656 no O5 H16 2.8487 . 2_757 no O5 H15 3.0211 . 2_757 no O5 C24 3.475(6) . 2_757 no O5 C23 3.559(5) . 1_554 no O5 C23 3.569(6) . 2_757 no O6 H14 2.6474 . 2_756 no O6 C22 3.320(4) . 2_756 no O6 C21 3.543(5) . 2_756 no O6 C14 3.561(6) . 1_554 no N1 H10 2.9610 . 4_647 no N1 C16 3.345(5) . 4_647 no C1 H13 2.8358 . 3_445 no C1 H8 2.9715 . . no C1 C14 3.501(5) . . no C1 C21 3.511(5) . 3_445 no C6 H8 2.9419 . . no C6 C21 3.574(6) . 3_445 no C7 C15 3.373(5) . . no C7 C16 3.552(5) . . no C8 C16 3.592(5) . . no C20 H13 3.0521 . 2_756 no C24 H16 2.8610 . 2_758 no C24 H5 3.0464 . 2_757 no C26 H1 2.9677 . . no H12 H13 2.6148 . 2_756 no H16 H16 2.2735 . 2_758 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 ZN1 O1 C1 C2 . . . . -166.4(2) no ZN1 O1 C1 C6 . . . . 15.1(5) no ZN1 O1 C1 C2 . . . . -166.4(2) no ZN1 O1 C1 C6 . . . . 15.1(5) no ZN1 O4 C7 C8 . . . . -167.4(2) no ZN1 O4 C7 C12 . . . . 11.5(5) no ZN1 O4 C7 C8 . . . . -167.4(2) no ZN1 O4 C7 C12 . . . . 11.5(5) no ZN2 N3 C13 C14 . . . . 175.2(3) no ZN2 N3 C17 C16 . . . . -176.5(2) no ZN2 N3 C17 C18 . . . . 3.2(3) no ZN2 N3 C13 C14 . . . . 175.2(3) no ZN2 N3 C17 C16 . . . . -176.5(2) no ZN2 N3 C17 C18 . . . . 3.2(3) no ZN2 N4 C18 C17 . . . . -3.1(4) no ZN2 N4 C18 C19 . . . . 175.0(3) no ZN2 N4 C22 C21 . . . . -175.3(3) no ZN2 N4 C18 C17 . . . . -3.1(4) no ZN2 N4 C18 C19 . . . . 175.0(3) no ZN2 N4 C22 C21 . . . . -175.3(3) no ZN2 N5 C23 C24 . . . . -172.8(3) no ZN2 N5 C27 C26 . . . . 176.2(2) no ZN2 N5 C27 C27 . . . . -3.4(4) no ZN2 N5 C23 C24 . . . . -172.8(3) no ZN2 N5 C27 C26 . . . . 176.2(2) no ZN2 N5 C27 C27 . . . . -3.4(4) no CL1 C2 C1 O1 . . . . 2.7(4) no CL1 C2 C1 C6 . . . . -178.7(3) no CL1 C2 C3 C4 . . . . 178.3(3) no CL2 C8 C7 O4 . . . . -0.4(4) no CL2 C8 C7 C12 . . . . -179.4(3) no CL2 C8 C9 C10 . . . . 179.0(3) no O1 ZN1 O1 C1 . . . . -106.2(3) no O1 ZN1 O4 C7 . . . . 1.3(3) no O1 ZN1 O4 C7 . . . . -117.5(3) no O1 C1 C2 C3 . . . . -177.5(3) no O1 C1 C6 C5 . . . . 178.1(4) no O2 O3 N1 C4 . . . . -179.2(6) no O2 N1 C4 C3 . . . . -177.5(3) no O2 N1 C4 C5 . . . . 2.8(5) no O3 O2 N1 C4 . . . . 179.1(6) no O3 N1 C4 C3 . . . . 1.7(5) no O3 N1 C4 C5 . . . . -178.0(3) no O4 ZN1 O1 C1 . . . . 132.5(3) no O4 ZN1 O1 C1 . . . . 17.5(3) no O4 ZN1 O4 C7 . . . . 120.6(3) no O4 C7 C8 C9 . . . . 178.9(3) no O4 C7 C12 C11 . . . . -179.1(3) no O5 O6 N2 C10 . . . . 179.2(9) no O5 N2 C10 C9 . . . . -178.5(5) no O5 N2 C10 C11 . . . . 0.1(7) no O6 O5 N2 C10 . . . . -179.2(9) no O6 N2 C10 C9 . . . . 2.3(6) no O6 N2 C10 C11 . . . . -179.2(4) no N1 C4 C3 C2 . . . . -178.5(3) no N1 C4 C5 C6 . . . . 179.1(3) no N2 C10 C9 C8 . . . . 179.4(4) no N2 C10 C11 C12 . . . . -179.6(4) no N3 ZN2 N3 C13 . . . . -131.8(3) no N3 ZN2 N3 C17 . . . . 43.9(2) no N3 ZN2 N4 C18 . . . . 3.6(2) no N3 ZN2 N4 C22 . . . . -178.9(3) no N3 ZN2 N4 C18 . . . . -165.2(2) no N3 ZN2 N4 C22 . . . . 12.4(3) no N3 ZN2 N5 C23 . . . . -94.4(3) no N3 ZN2 N5 C27 . . . . 93.1(2) no N3 ZN2 N5 C23 . . . . 76.1(3) no N3 ZN2 N5 C27 . . . . -96.4(2) no N3 C13 C14 C15 . . . . 0.4(5) no N3 C17 C16 C15 . . . . 1.3(5) no N3 C17 C18 N4 . . . . -0.1(4) no N3 C17 C18 C19 . . . . -178.1(3) no N4 ZN2 N3 C13 . . . . -179.3(3) no N4 ZN2 N3 C17 . . . . -3.6(2) no N4 ZN2 N3 C13 . . . . -85.9(3) no N4 ZN2 N3 C17 . . . . 89.8(2) no N4 ZN2 N4 C18 . . . . -88.7(2) no N4 ZN2 N4 C22 . . . . 88.8(3) no N4 ZN2 N5 C23 . . . . -151.8(5) no N4 ZN2 N5 C27 . . . . 35.6(7) no N4 ZN2 N5 C23 . . . . -0.4(3) no N4 ZN2 N5 C27 . . . . -173.0(2) no N4 C18 C17 C16 . . . . 179.6(3) no N4 C18 C19 C20 . . . . 0.9(6) no N4 C22 C21 C20 . . . . 0.1(6) no N5 ZN2 N3 C13 . . . . 9.6(3) no N5 ZN2 N3 C17 . . . . -174.7(2) no N5 ZN2 N3 C13 . . . . 86.5(3) no N5 ZN2 N3 C17 . . . . -97.8(2) no N5 ZN2 N4 C18 . . . . 62.8(7) no N5 ZN2 N4 C22 . . . . -119.7(6) no N5 ZN2 N4 C18 . . . . 96.2(2) no N5 ZN2 N4 C22 . . . . -86.2(3) no N5 ZN2 N5 C23 . . . . 173.8(3) no N5 ZN2 N5 C27 . . . . 1.2(1) no N5 C23 C24 C25 . . . . -1.9(6) no N5 C27 C26 C25 . . . . -3.5(5) no N5 C27 C27 N5 . . . . 4.6(5) no N5 C27 C27 C26 . . . . -175.0(2) no C1 C2 C3 C4 . . . . -1.6(5) no C1 C6 C5 C4 . . . . 0.3(6) no C2 C1 C6 C5 . . . . -0.6(5) no C2 C3 C4 C5 . . . . 1.2(5) no C3 C2 C1 C6 . . . . 1.2(5) no C3 C4 C5 C6 . . . . -0.6(6) no C7 C8 C9 C10 . . . . -0.3(5) no C7 C12 C11 C10 . . . . 0.7(6) no C8 C7 C12 C11 . . . . -0.2(5) no C8 C9 C10 C11 . . . . 0.8(6) no C9 C8 C7 C12 . . . . -0.0(5) no C9 C10 C11 C12 . . . . -1.1(6) no C13 N3 C17 C16 . . . . -0.5(4) no C13 N3 C17 C18 . . . . 179.2(3) no C13 C14 C15 C16 . . . . 0.3(5) no C14 C13 N3 C17 . . . . -0.3(5) no C14 C15 C16 C17 . . . . -1.2(5) no C15 C16 C17 C18 . . . . -178.4(3) no C16 C17 C18 C19 . . . . 1.6(5) no C17 C18 N4 C22 . . . . 179.2(3) no C17 C18 C19 C20 . . . . 178.8(4) no C18 N4 C22 C21 . . . . 2.2(5) no C18 C19 C20 C21 . . . . 1.5(6) no C19 C18 N4 C22 . . . . -2.7(5) no C19 C20 C21 C22 . . . . -2.0(7) no C23 N5 C27 C26 . . . . 3.1(4) no C23 N5 C27 C27 . . . . -176.5(3) no C23 C24 C25 C26 . . . . 1.4(6) no C24 C23 N5 C27 . . . . -0.4(5) no C24 C25 C26 C27 . . . . 1.2(5) no C25 C26 C27 C27 . . . . 176.1(3) no C26 C27 C27 C26 . . . . 5.4(6) no #------------------------------------------------------------------------------ #============================================================================== # 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 #============================================================================== data_2 #============================================================================== _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 ; SIR92 (Altomare, et. al. 1993) ; _computing_structure_refinement 'teXsan for Windows (MSC, 1997)' _computing_publication_material 'teXsan for Windows (MSC, 1997)' #------------------------------------------------------------------------------ _cell_length_a 11.2655(6) _cell_length_b 16.7247(8) _cell_length_c 9.6229(4) _cell_angle_alpha 94.180(3) _cell_angle_beta 109(1) _cell_angle_gamma 106.026(3) _cell_volume 1616(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0.0 _cell_measurement_theta_max 0.0 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'prism' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.40 _exptl_crystal_density_diffrn 1.485 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 722.85 _chemical_formula_analytical ? _chemical_formula_sum 'C32 H22 Cl2 N6 O6 Zn ' _chemical_formula_moiety 'C32 H22 Cl2 N6 O6 Zn ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 0.517 _exptl_absorpt_correction_type none _exptl_special_details ; scan mode : 90 exposures \D\f =2 \% with an \f scan speed of 0.02 \% per minute ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.5608 _diffrn_radiation_type 'Ag K\a' _diffrn_radiation_source 'X-ray fine focus' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'CCD Camera' _diffrn_measurement_device 'Nonius Kappa-CCD' _diffrn_measurement_method ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 3868 _reflns_number_total 3868 _reflns_number_gt 3525 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.038 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 17.70 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------------------ 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 64 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 44 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 12 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 12 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Cl 0 4 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Zn 0 2 0.000 0.000 ;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 Zn(0) -0.18882(2) 0.256465(10) -0.22240(2) 0.04362(6) 1.000 . Uani d ? Cl(1) -0.25102(4) 0.01180(3) 0.01880(4) 0.05803(13) 1.000 . Uani d ? Cl(2) 0.18754(5) 0.38897(4) -0.36705(6) 0.0947(2) 1.000 . Uani d ? O(1) -0.16587(10) 0.15526(6) -0.12123(12) 0.0537(3) 1.000 . Uani d ? O(2) -0.0977(2) -0.19438(10) -0.2631(2) 0.1006(6) 1.000 . Uani d ? O(3) -0.0173(2) -0.12874(10) -0.4100(2) 0.0931(6) 1.000 . Uani d ? O(4) -0.00881(10) 0.30046(7) -0.24684(11) 0.0518(3) 1.000 . Uani d ? O(5) 0.5341(2) 0.3205(2) 0.2342(2) 0.1338(8) 1.000 . Uani d ? O(6) 0.6003(2) 0.3930(2) 0.0857(2) 0.1503(9) 1.000 . Uani d ? N(1) -0.0671(2) -0.13115(10) -0.3144(2) 0.0649(5) 1.000 . Uani d ? N(2) 0.5127(2) 0.3515(1) 0.1213(2) 0.0901(6) 1.000 . Uani d ? N(3) -0.28252(11) 0.19253(8) -0.45250(13) 0.0465(4) 1.000 . Uani d ? N(4) -0.40371(12) 0.19767(8) -0.2587(2) 0.0534(4) 1.000 . Uani d ? N(5) -0.14234(12) 0.33131(8) -0.00933(13) 0.0463(4) 1.000 . Uani d ? N(6) -0.23145(12) 0.37447(8) -0.27504(13) 0.0472(4) 1.000 . Uani d ? C(1) -0.13960(13) 0.08955(9) -0.1659(2) 0.0425(4) 1.000 . Uani d ? C(2) -0.17377(13) 0.01303(9) -0.1112(1) 0.0397(4) 1.000 . Uani d ? C(3) -0.1497(1) -0.05825(9) -0.1561(2) 0.0439(4) 1.000 . Uani d ? C(4) -0.0893(1) -0.05611(9) -0.2611(2) 0.0469(4) 1.000 . Uani d ? C(5) -0.0512(2) 0.01711(10) -0.3159(2) 0.0501(5) 1.000 . Uani d ? C(6) -0.0754(2) 0.08790(9) -0.2692(2) 0.0496(5) 1.000 . Uani d ? C(7) 0.1108(1) 0.30883(9) -0.1622(2) 0.0441(4) 1.000 . Uani d ? C(8) 0.2208(2) 0.35183(10) -0.1988(2) 0.0528(5) 1.000 . Uani d ? C(9) 0.3501(2) 0.36677(12) -0.1085(2) 0.0620(5) 1.000 . Uani d ? C(10) 0.3759(2) 0.33615(11) 0.0237(2) 0.0586(5) 1.000 . Uani d ? C(11) 0.2744(2) 0.29083(10) 0.0645(2) 0.0547(5) 1.000 . Uani d ? C(12) 0.1449(2) 0.27714(9) -0.0267(2) 0.0496(4) 1.000 . Uani d ? C(13) -0.2180(2) 0.19485(11) -0.5477(2) 0.0561(5) 1.000 . Uani d ? C(14) -0.2780(2) 0.15304(13) -0.6936(2) 0.0707(6) 1.000 . Uani d ? C(15) -0.4076(2) 0.1060(2) -0.7429(2) 0.0882(7) 1.000 . Uani d ? C(16) -0.4753(2) 0.1019(1) -0.6480(2) 0.0834(6) 1.000 . Uani d ? C(17) -0.4110(1) 0.14608(10) -0.5026(2) 0.0519(5) 1.000 . Uani d ? C(18) -0.4781(1) 0.14704(10) -0.3914(2) 0.0565(5) 1.000 . Uani d ? C(19) -0.6068(2) 0.0971(2) -0.4223(2) 0.0861(7) 1.000 . Uani d ? C(20) -0.6615(2) 0.1023(2) -0.3157(3) 0.1017(9) 1.000 . Uani d ? C(21) -0.5877(2) 0.1554(2) -0.1806(3) 0.0894(8) 1.000 . Uani d ? C(22) -0.4573(2) 0.20126(12) -0.1549(2) 0.0721(6) 1.000 . Uani d ? C(23) -0.0924(2) 0.30732(10) 0.1215(2) 0.0579(5) 1.000 . Uani d ? C(24) -0.0484(2) 0.35936(13) 0.2566(2) 0.0686(6) 1.000 . Uani d ? C(25) -0.0544(2) 0.43946(13) 0.2586(2) 0.0737(6) 1.000 . Uani d ? C(26) -0.1054(2) 0.46549(10) 0.1257(2) 0.0602(5) 1.000 . Uani d ? C(27) -0.1512(1) 0.40967(9) -0.0075(2) 0.0451(4) 1.000 . Uani d ? C(28) -0.2125(1) 0.43033(9) -0.1566(2) 0.0484(5) 1.000 . Uani d ? C(29) -0.2507(2) 0.50203(11) -0.1736(2) 0.0726(6) 1.000 . Uani d ? C(30) -0.3050(2) 0.51765(13) -0.3148(3) 0.0901(8) 1.000 . Uani d ? C(31) -0.3236(2) 0.46179(13) -0.4360(2) 0.0817(7) 1.000 . Uani d ? C(32) -0.2855(2) 0.39090(11) -0.4109(2) 0.0635(5) 1.000 . Uani d ? H(1) -0.1738 -0.1080 -0.1167 0.053 1.000 . Uiso c ? H(2) -0.0085 0.0180 -0.3862 0.059 1.000 . Uiso c ? H(3) -0.0483 0.1377 -0.3078 0.060 1.000 . Uiso c ? H(4) 0.4208 0.3971 -0.1363 0.074 1.000 . Uiso c ? H(5) 0.2934 0.2689 0.1549 0.065 1.000 . Uiso c ? H(6) 0.0759 0.2456 0.0027 0.059 1.000 . Uiso c ? H(7) -0.1248 0.2267 -0.5123 0.067 1.000 . Uiso c ? H(8) -0.2299 0.1570 -0.7587 0.084 1.000 . Uiso c ? H(9) -0.4511 0.0767 -0.8432 0.106 1.000 . Uiso c ? H(10) -0.5662 0.0689 -0.6817 0.099 1.000 . Uiso c ? H(11) -0.6568 0.0599 -0.5157 0.102 1.000 . Uiso c ? H(12) -0.7505 0.0690 -0.3356 0.121 1.000 . Uiso c ? H(13) -0.6254 0.1609 -0.1066 0.107 1.000 . Uiso c ? H(14) -0.4041 0.2366 -0.0597 0.087 1.000 . Uiso c ? H(15) -0.0864 0.2514 0.1201 0.070 1.000 . Uiso c ? H(16) -0.0152 0.3400 0.3476 0.082 1.000 . Uiso c ? H(17) -0.0236 0.4771 0.3512 0.090 1.000 . Uiso c ? H(18) -0.1097 0.5216 0.1251 0.072 1.000 . Uiso c ? H(19) -0.2391 0.5403 -0.0883 0.088 1.000 . Uiso c ? H(20) -0.3293 0.5675 -0.3290 0.108 1.000 . Uiso c ? H(21) -0.3615 0.4710 -0.5351 0.097 1.000 . Uiso c ? H(22) -0.2995 0.3514 -0.4953 0.076 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 Zn(0) 0.04290(13) 0.04065(13) 0.04093(13) 0.00556(8) 0.01499(9) 0.00169(9) Cl(1) 0.0656(3) 0.0613(3) 0.0517(2) 0.0098(2) 0.0362(2) 0.0077(2) Cl(2) 0.0768(3) 0.1398(5) 0.0583(3) 0.0102(3) 0.0280(3) 0.0436(3) O(1) 0.0656(7) 0.0411(6) 0.0589(7) 0.0123(5) 0.0331(6) 0.0068(5) O(2) 0.178(2) 0.0778(10) 0.0932(11) 0.0816(11) 0.0708(11) 0.0401(9) O(3) 0.1259(12) 0.0963(11) 0.1000(11) 0.0626(10) 0.0728(10) 0.0184(9) O(4) 0.0384(6) 0.0605(7) 0.0472(6) 0.0071(5) 0.0102(5) 0.0142(5) O(5) 0.0826(12) 0.194(2) 0.0950(13) 0.0501(12) -0.0122(10) 0.0374(13) O(6) 0.0432(9) 0.233(3) 0.137(2) 0.0121(12) 0.0131(10) 0.025(2) N(1) 0.0811(10) 0.0707(10) 0.0592(9) 0.0443(8) 0.0288(8) 0.0155(8) N(2) 0.0522(11) 0.120(2) 0.0764(12) 0.0245(10) 0.0039(9) -0.0071(11) N(3) 0.0392(7) 0.0476(7) 0.0460(7) 0.0071(6) 0.0144(6) 0.0010(6) N(4) 0.0487(8) 0.0504(8) 0.0605(9) 0.0064(6) 0.0289(7) 0.0009(7) N(5) 0.0492(7) 0.0449(7) 0.0396(7) 0.0089(6) 0.0146(6) 0.0087(6) N(6) 0.0478(7) 0.0443(7) 0.0404(8) 0.0084(6) 0.0100(6) 0.0070(6) C(1) 0.0381(8) 0.0400(8) 0.0417(8) 0.0039(6) 0.0132(6) 0.0011(7) C(2) 0.0356(8) 0.0440(8) 0.0358(8) 0.0050(6) 0.0151(6) 0.0042(7) C(3) 0.0457(9) 0.0431(8) 0.0393(8) 0.0098(7) 0.0141(7) 0.0108(7) C(4) 0.0460(9) 0.0504(9) 0.0456(9) 0.0212(7) 0.0141(7) 0.0060(7) C(5) 0.0479(9) 0.0604(10) 0.0477(9) 0.0165(8) 0.0254(7) 0.0106(8) C(6) 0.0509(9) 0.0449(9) 0.0546(9) 0.0058(7) 0.0284(8) 0.0119(7) C(7) 0.0430(9) 0.0391(8) 0.0408(8) 0.0041(6) 0.0120(7) 0.0027(7) C(8) 0.0484(10) 0.0607(10) 0.0432(9) 0.0066(8) 0.0183(7) 0.0085(8) C(9) 0.0441(10) 0.0775(12) 0.0558(10) 0.0064(8) 0.0200(8) 0.0033(9) C(10) 0.0406(9) 0.0681(11) 0.0543(10) 0.0156(8) 0.0062(8) -0.0053(9) C(11) 0.0598(11) 0.0526(9) 0.0480(9) 0.0216(8) 0.0121(8) 0.0093(8) C(12) 0.0490(9) 0.0460(9) 0.0480(9) 0.0076(7) 0.0162(7) 0.0106(7) C(13) 0.0490(9) 0.0647(10) 0.0493(10) 0.0113(8) 0.0195(8) -0.0012(8) C(14) 0.0679(12) 0.0863(13) 0.0534(11) 0.0190(10) 0.0245(9) -0.0022(10) C(15) 0.072(1) 0.118(2) 0.0504(11) 0.0129(12) 0.0146(10) -0.0207(11) C(16) 0.0467(11) 0.102(2) 0.0660(13) -0.0029(10) 0.0053(9) -0.0170(12) C(17) 0.0390(9) 0.0552(9) 0.0506(10) 0.0084(7) 0.0104(7) -0.0010(8) C(18) 0.0377(9) 0.0560(10) 0.0671(11) 0.0064(7) 0.0158(8) 0.0081(9) C(19) 0.0435(11) 0.110(2) 0.081(1) -0.0061(10) 0.0220(10) 0.0027(12) C(20) 0.0537(12) 0.122(2) 0.113(2) -0.0046(12) 0.0396(13) 0.011(2) C(21) 0.081(2) 0.095(2) 0.116(2) 0.0200(12) 0.071(1) 0.021(1) C(22) 0.0715(12) 0.0646(11) 0.0815(13) 0.0053(9) 0.0460(10) -0.0009(10) C(23) 0.0655(11) 0.0580(10) 0.0453(10) 0.0139(8) 0.0184(8) 0.0130(9) C(24) 0.0772(12) 0.0765(13) 0.0420(10) 0.0167(10) 0.0152(9) 0.0130(10) C(25) 0.0791(13) 0.0755(13) 0.0448(11) 0.0092(10) 0.0125(9) -0.0098(9) C(26) 0.0632(11) 0.0477(9) 0.0575(11) 0.0081(8) 0.0180(9) -0.0052(9) C(27) 0.0401(8) 0.0408(9) 0.0482(9) 0.0046(6) 0.0162(7) 0.0040(8) C(28) 0.0464(9) 0.0408(8) 0.0530(10) 0.0074(7) 0.0172(7) 0.0095(8) C(29) 0.097(1) 0.0535(11) 0.0669(12) 0.0326(10) 0.0225(11) 0.0085(9) C(30) 0.116(2) 0.0632(12) 0.086(2) 0.0438(12) 0.0172(13) 0.0186(12) C(31) 0.094(2) 0.0687(13) 0.0683(13) 0.0243(11) 0.0105(11) 0.0308(12) C(32) 0.0724(12) 0.0560(10) 0.0508(10) 0.0140(9) 0.0142(9) 0.0087(8) #============================================================================== # 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)]' _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 3525 _refine_ls_number_parameters 424 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0314 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_all 0.0460 _refine_ls_wR_factor_ref 0.0460 _refine_ls_goodness_of_fit_all 2.990 _refine_ls_goodness_of_fit_ref 2.990 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0000 _refine_diff_density_min -0.42 _refine_diff_density_max 0.32 #============================================================================== # MOLECULAR GEOMETRY _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 ZN O1 2.048(3) . . ? ZN O4 2.056(4) . . ? ZN N3 2.15(2) . . ? ZN N4 2.241(7) . . ? ZN N5 2.144(9) . . ? ZN N6 2.211(3) . . ? CL1 C2 1.743(11) . . ? CL2 C8 1.738(7) . . ? O1 C1 1.294(3) . . ? O2 N1 1.212(4) . . ? O3 N1 1.223(8) . . ? O4 C7 1.28(2) . . ? O5 N2 1.219(6) . . ? O6 N2 1.206(7) . . ? N1 C4 1.437(4) . . ? N2 C10 1.45(2) . . ? N3 C13 1.342(9) . . ? N3 C17 1.339(10) . . ? N4 C18 1.34(1) . . ? N4 C22 1.333(9) . . ? N5 C23 1.338(10) . . ? N5 C27 1.341(3) . . ? N6 C28 1.338(5) . . ? N6 C32 1.331(11) . . ? C1 C2 1.423(4) . . ? C1 C6 1.413(10) . . ? C2 C3 1.365(4) . . ? C3 C4 1.390(9) . . ? C3 H1 0.95 . . no C4 C5 1.384(5) . . ? C5 C6 1.364(4) . . ? C5 H2 0.95 . . no C6 H3 0.95 . . no C7 C8 1.418(6) . . ? C7 C12 1.418(7) . . ? C8 C9 1.37(2) . . ? C9 C10 1.377(6) . . ? C9 H4 0.95 . . no C10 C11 1.379(7) . . ? C11 C12 1.37(2) . . ? C11 H5 0.95 . . no C12 H6 0.95 . . no C13 C14 1.372(13) . . ? C13 H7 0.96 . . no C14 C15 1.352(10) . . ? C14 H8 0.95 . . no C15 C16 1.365(10) . . ? C15 H9 0.95 . . no C16 C17 1.38(1) . . ? C16 H10 0.95 . . no C17 C18 1.502(10) . . ? C18 C19 1.377(7) . . ? C19 C20 1.370(10) . . ? C19 H11 0.95 . . no C20 C21 1.37(2) . . ? C20 H12 0.95 . . no C21 C22 1.385(7) . . ? C21 H13 0.95 . . no C22 H14 0.95 . . no C23 C24 1.365(9) . . ? C23 H15 0.96 . . no C24 C25 1.359(5) . . ? C24 H16 0.95 . . no C25 C26 1.374(10) . . ? C25 H17 0.95 . . no C26 C27 1.379(9) . . ? C26 H18 0.95 . . no C27 C28 1.484(12) . . ? C28 C29 1.384(4) . . ? C29 C30 1.370(12) . . ? C29 H19 0.95 . . no C30 C31 1.359(6) . . ? C30 H20 0.95 . . no C31 C32 1.379(5) . . ? C31 H21 0.95 . . no C32 H22 0.95 . . 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 O1 ZN O4 100.6(5) . . . ? O1 ZN N3 99.1(3) . . . ? O1 ZN N4 84.0(6) . . . ? O1 ZN N5 90.2(3) . . . ? O1 ZN N6 162.83(12) . . . ? O4 ZN N3 91.1(10) . . . ? O4 ZN N4 165.46(12) . . . ? O4 ZN N5 99.6(10) . . . ? O4 ZN N6 90.6(2) . . . ? N3 ZN N4 74.5(11) . . . ? N3 ZN N5 164.34(9) . . . ? N3 ZN N6 93.6(4) . . . ? N4 ZN N5 94.1(11) . . . ? N4 ZN N6 88.4(3) . . . ? N5 ZN N6 75.0(4) . . . ? ZN O1 C1 129.9(2) . . . ? ZN O4 C7 133.2(2) . . . ? O2 N1 O3 122.3(3) . . . ? O2 N1 C4 119.1(4) . . . ? O3 N1 C4 118.6(3) . . . ? O5 N2 O6 122.8(8) . . . ? O5 N2 C10 118.6(8) . . . ? O6 N2 C10 118.6(4) . . . ? ZN N3 C13 123.5(4) . . . ? ZN N3 C17 118.5(10) . . . ? C13 N3 C17 118.0(7) . . . ? ZN N4 C18 115.2(9) . . . ? ZN N4 C22 125.5(8) . . . ? C18 N4 C22 118.8(3) . . . ? ZN N5 C23 123.4(4) . . . ? ZN N5 C27 117.7(3) . . . ? C23 N5 C27 118.5(3) . . . ? ZN N6 C28 115.2(4) . . . ? ZN N6 C32 126.5(2) . . . ? C28 N6 C32 117.9(4) . . . ? O1 C1 C2 121.0(4) . . . ? O1 C1 C6 123.7(3) . . . ? C2 C1 C6 115.3(3) . . . ? CL1 C2 C1 117.4(3) . . . ? CL1 C2 C3 119.4(2) . . . ? C1 C2 C3 123.3(4) . . . ? C2 C3 C4 118.4(3) . . . ? C2 C3 H1 120.7 . . . no C4 C3 H1 120.9 . . . no N1 C4 C3 119.6(3) . . . ? N1 C4 C5 119.5(4) . . . ? C3 C4 C5 120.9(3) . . . ? C4 C5 C6 119.9(4) . . . ? C4 C5 H2 120.0 . . . no C6 C5 H2 120.0 . . . no C1 C6 C5 122.2(3) . . . ? C1 C6 H3 119.0 . . . no C5 C6 H3 118.8 . . . no O4 C7 C8 121.5(2) . . . ? O4 C7 C12 124.0(8) . . . ? C8 C7 C12 114.5(9) . . . ? CL2 C8 C7 117.5(9) . . . ? CL2 C8 C9 118.7(8) . . . ? C7 C8 C9 123.8(3) . . . ? C8 C9 C10 118.4(8) . . . ? C8 C9 H4 121.0 . . . no C10 C9 H4 120.5 . . . no N2 C10 C9 119.3(8) . . . ? N2 C10 C11 119.4(3) . . . ? C9 C10 C11 121.3(8) . . . ? C10 C11 C12 119.6(3) . . . ? C10 C11 H5 120.5 . . . no C12 C11 H5 120.0 . . . no C7 C12 C11 122.3(8) . . . ? C7 C12 H6 119.0 . . . no C11 C12 H6 118.6 . . . no N3 C13 C14 123.2(4) . . . ? N3 C13 H7 118.9 . . . no C14 C13 H7 117.9 . . . no C13 C14 C15 118.4(10) . . . ? C13 C14 H8 121.0 . . . no C15 C14 H8 120.6 . . . no C14 C15 C16 119.7(7) . . . ? C14 C15 H9 119.8 . . . no C16 C15 H9 120.5 . . . no C15 C16 C17 119.8(4) . . . ? C15 C16 H10 120.1 . . . no C17 C16 H10 120.1 . . . no N3 C17 C16 121.0(10) . . . ? N3 C17 C18 115.5(7) . . . ? C16 C17 C18 123.5(4) . . . ? N4 C18 C17 115.8(3) . . . ? N4 C18 C19 122.0(9) . . . ? C17 C18 C19 122.2(7) . . . ? C18 C19 C20 118.7(8) . . . ? C18 C19 H11 120.8 . . . no C20 C19 H11 120.5 . . . no C19 C20 C21 120.0(3) . . . ? C19 C20 H12 119.9 . . . no C21 C20 H12 120.0 . . . no C20 C21 C22 118.1(9) . . . ? C20 C21 H13 120.9 . . . no C22 C21 H13 120.9 . . . no N4 C22 C21 122.3(8) . . . ? N4 C22 H14 118.9 . . . no C21 C22 H14 118.8 . . . no N5 C23 C24 123.0(5) . . . ? N5 C23 H15 118.4 . . . no C24 C23 H15 118.6 . . . no C23 C24 C25 118.7(4) . . . ? C23 C24 H16 120.9 . . . no C25 C24 H16 120.4 . . . no C24 C25 C26 119.4(3) . . . ? C24 C25 H17 120.2 . . . no C26 C25 H17 120.3 . . . no C25 C26 C27 119.5(5) . . . ? C25 C26 H18 120.5 . . . no C27 C26 H18 120.0 . . . no N5 C27 C26 120.9(4) . . . ? N5 C27 C28 115.3(3) . . . ? C26 C27 C28 123.8(5) . . . ? N6 C28 C27 116.0(4) . . . ? N6 C28 C29 121.5(5) . . . ? C27 C28 C29 122.5(3) . . . ? C28 C29 C30 119.3(3) . . . ? C28 C29 H19 120.6 . . . no C30 C29 H19 120.2 . . . no C29 C30 C31 119.7(4) . . . ? C29 C30 H20 120.7 . . . no C31 C30 H20 119.6 . . . no C30 C31 C32 117.9(5) . . . ? C30 C31 H21 121.4 . . . no C32 C31 H21 120.7 . . . no N6 C32 C31 123.6(3) . . . ? N6 C32 H22 118.3 . . . no C31 C32 H22 118.1 . . . 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 O2 H15 2.5477 . 2 no O2 H6 2.6629 . 2 no O2 H5 2.7736 . 2 no O2 C23 3.27(2) . 2 no O2 C12 3.334(9) . 2 no O2 C11 3.38(2) . 2 no O2 C24 3.577(4) . 2 no O3 H7 2.8057 . 2_554 no O3 H2 2.8240 . 2_554 no O3 H8 2.9071 . 2_554 no O3 H3 3.0466 . 2_554 no O3 C13 3.269(7) . 2_554 no O3 C14 3.29(2) . 2_554 no O3 C5 3.509(11) . 2_554 no O4 H18 2.8754 . 2_565 no O5 H22 2.5661 . 1_656 no O5 H21 2.9101 . 1_656 no O5 C32 3.27(4) . 1_656 no O5 C31 3.42(3) . 1_656 no O6 H14 2.8552 . 1_655 no O6 C26 3.078(8) . 1_655 no O6 C27 3.16(1) . 1_655 no O6 C25 3.51(3) . 1_655 no O6 C22 3.582(9) . 1_655 no N2 H14 3.0331 . 1_655 no C2 H10 2.8179 . 2_454 no C2 C3 3.53(5) . 2 no C3 H10 3.0063 . 2_454 no C4 H11 2.9319 . 2_454 no C4 C19 3.60(5) . 2_454 no C5 H11 2.9870 . 2_454 no C7 H18 2.8358 . 2_565 no C7 H19 3.0082 . 2_565 no C8 H18 2.8945 . 2_565 no C10 H19 3.0387 . 2_565 no C11 H19 2.9610 . 2_565 no C12 H19 2.9338 . 2_565 no C26 C28 3.424(7) . 2_565 no H1 H5 2.5920 . 2 no H2 H2 2.3121 . 2_554 no H2 H12 2.6540 . 1_655 no H7 H16 2.6682 . 1_554 no H8 H15 2.5652 . 1_554 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 ZN O1 C1 C2 . . . . -156.9(4) no ZN O1 C1 C6 . . . . 23.6(5) no ZN O4 C7 C8 . . . . -171.5(2) no ZN O4 C7 C12 . . . . 8.2(4) no ZN N3 C13 C14 . . . . 179.1(2) no ZN N3 C17 C16 . . . . -178.3(3) no ZN N3 C17 C18 . . . . 2.6(3) no ZN N4 C18 C17 . . . . -7.6(3) no ZN N4 C18 C19 . . . . 170.6(3) no ZN N4 C22 C21 . . . . -172.4(3) no ZN N5 C23 C24 . . . . 172.0(2) no ZN N5 C27 C26 . . . . -170.9(2) no ZN N5 C27 C28 . . . . 9.1(3) no ZN N6 C28 C27 . . . . 6.9(3) no ZN N6 C28 C29 . . . . -171.9(2) no ZN N6 C32 C31 . . . . 172.2(3) no CL1 C2 C1 O1 . . . . -0.4(3) no CL1 C2 C1 C6 . . . . 179.1(2) no CL1 C2 C3 C4 . . . . 179.3(2) no CL2 C8 C7 O4 . . . . -2.8(4) no CL2 C8 C7 C12 . . . . 177.4(2) no CL2 C8 C9 C10 . . . . -179.1(2) no O1 ZN O4 C7 . . . . -40.2(3) no O1 ZN N3 C13 . . . . -101.8(4) no O1 ZN N3 C17 . . . . 76.3(3) no O1 ZN N4 C18 . . . . -94.6(4) no O1 ZN N4 C22 . . . . 77.1(4) no O1 ZN N5 C23 . . . . 11.6(2) no O1 ZN N5 C27 . . . . -175.5(2) no O1 ZN N6 C28 . . . . 29.2(4) no O1 ZN N6 C32 . . . . -143.6(3) no O1 C1 C2 C3 . . . . 179.2(2) no O1 C1 C6 C5 . . . . -178.9(2) no O2 N1 C4 C3 . . . . -2.3(4) no O2 N1 C4 C5 . . . . 178.1(3) no O3 N1 C4 C3 . . . . 177.9(3) no O3 N1 C4 C5 . . . . -1.6(4) no O4 ZN O1 C1 . . . . -57.5(9) no O4 ZN N3 C13 . . . . -1.0(2) no O4 ZN N3 C17 . . . . 177.2(2) no O4 ZN N4 C18 . . . . 14.8(4) no O4 ZN N4 C22 . . . . -173.5(3) no O4 ZN N5 C23 . . . . -89.1(6) no O4 ZN N5 C27 . . . . 83.8(6) no O4 ZN N6 C28 . . . . -101.6(11) no O4 ZN N6 C32 . . . . 85.6(10) no O4 C7 C8 C9 . . . . 176.1(3) no O4 C7 C12 C11 . . . . -176.8(3) no O5 N2 C10 C9 . . . . -176.4(4) no O5 N2 C10 C11 . . . . 3.3(5) no O6 N2 C10 C9 . . . . 2.2(5) no O6 N2 C10 C11 . . . . -178.2(4) no N1 C4 C3 C2 . . . . -177.8(2) no N1 C4 C5 C6 . . . . 178.1(3) no N2 C10 C9 C8 . . . . -179.9(3) no N2 C10 C11 C12 . . . . 179.2(3) no N3 ZN O1 C1 . . . . 35.3(2) no N3 ZN O4 C7 . . . . -139.7(4) no N3 ZN N4 C18 . . . . 6.7(2) no N3 ZN N4 C22 . . . . 178.4(3) no N3 ZN N5 C23 . . . . 138.5(4) no N3 ZN N5 C27 . . . . -48.6(5) no N3 ZN N6 C28 . . . . 167.3(2) no N3 ZN N6 C32 . . . . -5.5(2) no N3 C13 C14 C15 . . . . -1.3(5) no N3 C17 C16 C15 . . . . -0.5(6) no N3 C17 C18 N4 . . . . 3.5(4) no N3 C17 C18 C19 . . . . -174.6(3) no N4 ZN O1 C1 . . . . 108.5(10) no N4 ZN O4 C7 . . . . -147.5(4) no N4 ZN N3 C13 . . . . 177.0(2) no N4 ZN N3 C17 . . . . -4.8(2) no N4 ZN N5 C23 . . . . 95.7(6) no N4 ZN N5 C27 . . . . -91.4(6) no N4 ZN N6 C28 . . . . 92.9(12) no N4 ZN N6 C32 . . . . -79.9(11) no N4 C18 C17 C16 . . . . -175.6(3) no N4 C18 C19 C20 . . . . 2.7(6) no N4 C22 C21 C20 . . . . 2.5(6) no N5 ZN O1 C1 . . . . -157.3(2) no N5 ZN O4 C7 . . . . 51.8(5) no N5 ZN N3 C13 . . . . 132.3(3) no N5 ZN N3 C17 . . . . -49.5(4) no N5 ZN N4 C18 . . . . 175.7(2) no N5 ZN N4 C22 . . . . -12.6(3) no N5 ZN N6 C28 . . . . -1.8(2) no N5 ZN N6 C32 . . . . -174.6(3) no N5 C23 C24 C25 . . . . -0.7(5) no N5 C27 C26 C25 . . . . -2.4(4) no N5 C27 C28 N6 . . . . -10.6(3) no N5 C27 C28 C29 . . . . 168.2(3) no N6 ZN O1 C1 . . . . 172.9(2) no N6 ZN O4 C7 . . . . 126.6(2) no N6 ZN N3 C13 . . . . 89.7(3) no N6 ZN N3 C17 . . . . -92.2(3) no N6 ZN N4 C18 . . . . 100.9(3) no N6 ZN N4 C22 . . . . -87.4(4) no N6 ZN N5 C23 . . . . -177.1(2) no N6 ZN N5 C27 . . . . -4.2(2) no N6 C28 C27 C26 . . . . 169.4(2) no N6 C28 C29 C30 . . . . -2.2(5) no N6 C32 C31 C30 . . . . -0.1(5) no C1 C2 C3 C4 . . . . -0.3(4) no C1 C6 C5 C4 . . . . -0.3(4) no C2 C1 C6 C5 . . . . 1.6(4) no C2 C3 C4 C5 . . . . 1.7(4) no C3 C2 C1 C6 . . . . -1.3(4) no C3 C4 C5 C6 . . . . -1.4(4) no C7 C8 C9 C10 . . . . 2.1(5) no C7 C12 C11 C10 . . . . -0.7(4) no C8 C7 C12 C11 . . . . 3.0(4) no C8 C9 C10 C11 . . . . 0.5(5) no C9 C8 C7 C12 . . . . -3.8(4) no C9 C10 C11 C12 . . . . -1.2(4) no C13 N3 C17 C16 . . . . -0.1(4) no C13 N3 C17 C18 . . . . -179.2(2) no C13 C14 C15 C16 . . . . 0.7(6) no C14 C13 N3 C17 . . . . 1.0(4) no C14 C15 C16 C17 . . . . 0.2(7) no C15 C16 C17 C18 . . . . 178.5(3) no C16 C17 C18 C19 . . . . 6.3(5) no C17 C18 N4 C22 . . . . -179.9(3) no C17 C18 C19 C20 . . . . -179.3(4) no C18 N4 C22 C21 . . . . -1.0(5) no C18 C19 C20 C21 . . . . -1.0(7) no C19 C18 N4 C22 . . . . -1.7(5) no C19 C20 C21 C22 . . . . -1.5(7) no C23 N5 C27 C26 . . . . 2.4(4) no C23 N5 C27 C28 . . . . -177.6(2) no C23 C24 C25 C26 . . . . 0.7(5) no C24 C23 N5 C27 . . . . -0.9(4) no C24 C25 C26 C27 . . . . 0.8(5) no C25 C26 C27 C28 . . . . 177.7(3) no C26 C27 C28 C29 . . . . -11.8(4) no C27 C28 N6 C32 . . . . -179.6(2) no C27 C28 C29 C30 . . . . 179.1(3) no C28 N6 C32 C31 . . . . -0.4(4) no C28 C29 C30 C31 . . . . 1.5(6) no C29 C28 N6 C32 . . . . 1.6(4) no C29 C30 C31 C32 . . . . -0.4(6) no #------------------------------------------------------------------------------ #============================================================================== # 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 #============================================================================== data_3 #============================================================================== _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 ; SIR92 (Altomare, et. al. 1993) ; _computing_structure_refinement 'teXsan for Windows (MSC, 1997)' _computing_publication_material 'teXsan for Windows (MSC, 1997)' #------------------------------------------------------------------------------ _cell_length_a 13.1589(6) _cell_length_b 13.3044(9) _cell_length_c 11.9989(8) _cell_angle_alpha 94.1(10) _cell_angle_beta 115(1) _cell_angle_gamma 91.107(3) _cell_volume 1902(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0.0 _cell_measurement_theta_max 0.0 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'platelet' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.06 _exptl_crystal_density_diffrn 1.748 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 500.55 _chemical_formula_analytical ? _chemical_formula_sum 'C12 H16 Cl2 N2 O11 Zn ' _chemical_formula_moiety '?' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.855 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (0.00+0.00tan\q)\% with an \w scan speed of 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 0.5608 _diffrn_radiation_type 'Ag K\a' _diffrn_radiation_source 'X-ray fine focus' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'CCD Camera' _diffrn_measurement_device 'Nonius Kappa-CCD' _diffrn_measurement_method ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 6024 _reflns_number_total 6024 _reflns_number_gt 4406 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.085 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 19.23 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------------------ 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 48 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 64 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 8 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 44 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Cl 0 8 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Zn 0 4 0.000 0.000 ;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 Zn(1) -0.13142(3) 0.10898(3) 0.04221(4) 0.02990(13) 1.000 . Uani d ? Zn(2) 0.34576(3) 0.39138(3) -0.01585(4) 0.02883(12) 1.000 . Uani d ? Cl(1) 0.00114(7) 0.16058(9) -0.27140(9) 0.0473(3) 1.000 . Uani d ? Cl(2) -0.10038(7) 0.10420(9) 0.30641(9) 0.0489(3) 1.000 . Uani d ? Cl(3) 0.47727(8) 0.36647(9) -0.33656(9) 0.0452(3) 1.000 . Uani d ? Cl(4) 0.37225(8) 0.36724(10) 0.24002(9) 0.0548(4) 1.000 . Uani d ? O(1) -0.1079(2) 0.1422(2) -0.1044(2) 0.0342(7) 1.000 . Uani d ? O(2) -0.3621(3) 0.1115(2) -0.6753(3) 0.0580(10) 1.000 . Uani d ? O(3) -0.5035(2) 0.1090(3) -0.6292(3) 0.0662(11) 1.000 . Uani d ? O(4) 0.0286(2) 0.1185(2) 0.1534(2) 0.0375(8) 1.000 . Uani d ? O(5) 0.3969(2) 0.1281(2) 0.6914(3) 0.0572(10) 1.000 . Uani d ? O(6) 0.2492(2) 0.1272(2) 0.7271(2) 0.0546(10) 1.000 . Uani d ? O(7) 0.3692(2) 0.3898(2) -0.1683(2) 0.0370(8) 1.000 . Uani d ? O(8) 0.1142(3) 0.3678(2) -0.7389(3) 0.0577(10) 1.000 . Uani d ? O(9) -0.0265(2) 0.3667(3) -0.6902(3) 0.0593(10) 1.000 . Uani d ? O(10) 0.5004(2) 0.3502(2) 0.0852(2) 0.0344(7) 1.000 . Uani d ? O(11) 0.8680(2) 0.3856(2) 0.6253(3) 0.0571(10) 1.000 . Uani d ? O(12) 0.7182(3) 0.3901(3) 0.6577(3) 0.0659(11) 1.000 . Uani d ? O(13) -0.1671(2) 0.2608(2) 0.0779(2) 0.0383(8) 1.000 . Uani d ? O(14) -0.1244(2) -0.0495(2) 0.0018(2) 0.0383(8) 1.000 . Uani d ? O(15) -0.2844(2) 0.0714(2) 0.0242(2) 0.0380(8) 1.000 . Uani d ? O(16) 0.3957(2) 0.5464(2) 0.0383(2) 0.0362(8) 1.000 . Uani d ? O(17) 0.1938(2) 0.4306(2) -0.0354(2) 0.0369(8) 1.000 . Uani d ? O(18) 0.2769(2) 0.2403(2) -0.0479(2) 0.0410(8) 1.000 . Uani d ? O(19) -0.1614(2) 0.4003(2) -0.0847(2) 0.0500(9) 1.000 . Uani d ? O(20) 0.0480(2) 0.3101(2) 0.0025(2) 0.0476(9) 1.000 . Uani d ? O(21) 0.4114(2) 0.0989(2) 0.0970(3) 0.0591(10) 1.000 . Uani d ? O(22) 0.5312(2) 0.1761(2) -0.0400(3) 0.0583(9) 1.000 . Uani d ? N(1) -0.4017(3) 0.1141(3) -0.6000(3) 0.0462(11) 1.000 . Uani d ? N(2) 0.2944(3) 0.1251(2) 0.6552(3) 0.0399(10) 1.000 . Uani d ? N(3) 0.0750(3) 0.3713(3) -0.6616(3) 0.0416(10) 1.000 . Uani d ? N(4) 0.7670(3) 0.3829(3) 0.5887(3) 0.0408(10) 1.000 . Uani d ? C(1) -0.1797(3) 0.1378(3) -0.2207(3) 0.0303(11) 1.000 . Uani d ? C(2) -0.1416(3) 0.1434(3) -0.3140(3) 0.0296(10) 1.000 . Uani d ? C(3) -0.2132(3) 0.1358(3) -0.4372(3) 0.0298(11) 1.000 . Uani d ? C(4) -0.3272(3) 0.1238(3) -0.4699(3) 0.0326(11) 1.000 . Uani d ? C(5) -0.3676(3) 0.1205(3) -0.3823(4) 0.0377(12) 1.000 . Uani d ? C(6) -0.2971(3) 0.1277(3) -0.2595(4) 0.0406(12) 1.000 . Uani d ? C(7) 0.0910(3) 0.1185(3) 0.2735(3) 0.0288(10) 1.000 . Uani d ? C(8) 0.0441(3) 0.1132(3) 0.3584(3) 0.0280(10) 1.000 . Uani d ? C(9) 0.1102(3) 0.1136(3) 0.4854(3) 0.0310(11) 1.000 . Uani d ? C(10) 0.2255(3) 0.1207(3) 0.5244(3) 0.0318(11) 1.000 . Uani d ? C(11) 0.2748(3) 0.1264(3) 0.4434(4) 0.0373(11) 1.000 . Uani d ? C(12) 0.2084(3) 0.1253(3) 0.3202(3) 0.0352(12) 1.000 . Uani d ? C(13) 0.2973(3) 0.3855(3) -0.2838(3) 0.0267(10) 1.000 . Uani d ? C(14) 0.3361(3) 0.3760(3) -0.3764(3) 0.0298(10) 1.000 . Uani d ? C(15) 0.2646(3) 0.3734(3) -0.5014(3) 0.0312(11) 1.000 . Uani d ? C(16) 0.1510(3) 0.3782(3) -0.5316(3) 0.0329(11) 1.000 . Uani d ? C(17) 0.1076(3) 0.3861(3) -0.4447(3) 0.0353(11) 1.000 . Uani d ? C(18) 0.1809(3) 0.3900(3) -0.3212(4) 0.0411(12) 1.000 . Uani d ? C(19) 0.5613(3) 0.3549(3) 0.2044(3) 0.0285(10) 1.000 . Uani d ? C(20) 0.5164(3) 0.3640(3) 0.2922(3) 0.0314(11) 1.000 . Uani d ? C(21) 0.5826(3) 0.3736(3) 0.4172(3) 0.0343(11) 1.000 . Uani d ? C(22) 0.6963(3) 0.3699(3) 0.4560(3) 0.0324(11) 1.000 . Uani d ? C(23) 0.7465(3) 0.3582(3) 0.3754(4) 0.0369(12) 1.000 . Uani d ? C(24) 0.6788(3) 0.3498(3) 0.2515(4) 0.0387(12) 1.000 . Uani d ? H(1) -0.1762 0.1452 -0.5038 0.025 1.000 . Uiso c ? H(2) -0.4492 0.1204 -0.3945 0.025 1.000 . Uiso c ? H(3) -0.3332 0.1359 -0.1850 0.025 1.000 . Uiso c ? H(4) 0.0770 0.1161 0.5514 0.025 1.000 . Uiso c ? H(5) 0.3587 0.1259 0.4726 0.025 1.000 . Uiso c ? H(6) 0.2375 0.1345 0.2524 0.025 1.000 . Uiso c ? H(7) 0.2825 0.3526 -0.5806 0.025 1.000 . Uiso c ? H(8) 0.0284 0.3958 -0.4787 0.025 1.000 . Uiso c ? H(9) 0.1551 0.3997 -0.2518 0.025 1.000 . Uiso c ? H(10) 0.5516 0.3794 0.4744 0.025 1.000 . Uiso c ? H(11) 0.8436 0.3459 0.4042 0.025 1.000 . Uiso c ? H(12) 0.7241 0.3272 0.1957 0.025 1.000 . Uiso c ? H(13) -0.1774 0.3018 0.0130 0.025 1.000 . Uiso c ? H(14) -0.1198 0.3013 0.1600 0.025 1.000 . Uiso c ? H(15) -0.1038 -0.0783 -0.0547 0.025 1.000 . Uiso c ? H(16) -0.1153 -0.1048 0.0530 0.025 1.000 . Uiso c ? H(17) -0.3190 0.0025 -0.0277 0.025 1.000 . Uiso c ? H(18) -0.3307 0.1200 0.0461 0.025 1.000 . Uiso c ? H(19) 0.4082 0.5792 -0.0284 0.025 1.000 . Uiso c ? H(20) 0.4499 0.5700 0.1171 0.025 1.000 . Uiso c ? H(21) 0.1763 0.5000 0.0011 0.025 1.000 . Uiso c ? H(22) 0.1302 0.3961 -0.0525 0.025 1.000 . Uiso c ? H(23) 0.2771 0.2062 -0.1438 0.025 1.000 . Uiso c ? H(24) 0.3219 0.1849 0.0203 0.025 1.000 . Uiso c ? H(25) -0.1788 0.4422 -0.1484 0.025 1.000 . Uiso c ? H(26) -0.0778 0.3769 -0.0428 0.025 1.000 . Uiso c ? H(27) 0.0177 0.2497 -0.0235 0.025 1.000 . Uiso c ? H(28) 0.0513 0.3221 0.0781 0.025 1.000 . Uiso c ? H(29) 0.4827 0.1013 0.0740 0.025 1.000 . Uiso c ? H(30) 0.4787 0.1668 -0.1160 0.025 1.000 . Uiso c ? H(31) 0.5394 0.2414 0.0092 0.025 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 Zn(1) 0.0229(2) 0.0425(3) 0.0247(3) 0.0018(2) 0.0103(2) 0.0036(2) Zn(2) 0.0229(2) 0.0410(3) 0.0231(3) 0.0004(2) 0.0104(2) 0.0014(2) Cl(1) 0.0259(5) 0.0820(8) 0.0363(6) -0.0006(5) 0.0146(4) 0.0097(5) Cl(2) 0.0262(5) 0.0826(8) 0.0382(6) 0.0024(5) 0.0129(4) 0.0101(6) Cl(3) 0.0322(5) 0.0727(8) 0.0343(6) 0.0036(5) 0.0180(4) 0.0002(5) Cl(4) 0.0254(5) 0.1061(10) 0.0336(6) 0.0034(5) 0.0130(4) 0.0070(6) O(1) 0.0269(13) 0.054(2) 0.020(1) -0.0017(11) 0.0084(11) 0.0034(12) O(2) 0.060(2) 0.087(3) 0.021(2) -0.000(2) 0.012(2) 0.004(2) O(3) 0.037(2) 0.100(3) 0.045(2) -0.005(2) 0.000(1) 0.008(2) O(4) 0.0259(13) 0.061(2) 0.023(2) 0.0061(12) 0.0084(11) -0.0010(13) O(5) 0.033(2) 0.083(2) 0.038(2) -0.000(2) -0.0022(13) 0.008(2) O(6) 0.058(2) 0.077(2) 0.023(2) -0.001(2) 0.013(1) 0.003(2) O(7) 0.034(1) 0.058(2) 0.021(1) 0.0024(12) 0.0141(12) 0.0007(12) O(8) 0.068(2) 0.079(2) 0.024(2) -0.002(2) 0.017(2) -0.001(2) O(9) 0.041(2) 0.088(3) 0.032(2) -0.005(2) 0.001(1) -0.005(2) O(10) 0.0329(13) 0.048(2) 0.023(1) 0.0065(12) 0.0120(11) 0.0005(12) O(11) 0.039(2) 0.073(2) 0.042(2) -0.000(2) -0.001(1) 0.010(2) O(12) 0.054(2) 0.110(3) 0.029(2) 0.009(2) 0.013(2) 0.002(2) O(13) 0.045(2) 0.041(2) 0.026(2) 0.0038(12) 0.0128(12) -0.0007(12) O(14) 0.045(2) 0.035(2) 0.047(2) 0.0085(12) 0.0312(13) 0.0071(13) O(15) 0.0265(13) 0.041(2) 0.048(2) 0.0008(11) 0.0190(12) -0.0062(13) O(16) 0.032(1) 0.043(2) 0.032(2) -0.0092(12) 0.0134(12) -0.0034(12) O(17) 0.0214(12) 0.045(2) 0.044(2) -0.0003(11) 0.0153(12) -0.0060(13) O(18) 0.037(1) 0.042(2) 0.041(2) -0.0038(12) 0.0141(12) 0.0015(13) O(19) 0.054(2) 0.057(2) 0.037(2) 0.022(1) 0.015(1) 0.012(1) O(20) 0.046(2) 0.063(2) 0.035(2) -0.018(1) 0.0197(13) -0.003(1) O(21) 0.047(2) 0.051(2) 0.061(2) -0.008(1) 0.004(2) 0.008(2) O(22) 0.039(2) 0.065(2) 0.049(2) 0.016(1) -0.000(1) -0.018(2) N(1) 0.046(2) 0.050(2) 0.029(2) -0.002(2) 0.003(2) 0.003(2) N(2) 0.044(2) 0.040(2) 0.023(2) -0.001(2) 0.003(2) 0.001(2) N(3) 0.032(2) 0.052(2) 0.029(2) -0.007(2) 0.003(2) -0.003(2) N(4) 0.035(2) 0.045(2) 0.034(2) -0.000(2) 0.006(2) 0.004(2) C(1) 0.037(2) 0.029(2) 0.030(2) 0.004(2) 0.018(2) 0.006(2) C(2) 0.020(2) 0.035(2) 0.033(2) -0.002(2) 0.012(2) 0.001(2) C(3) 0.032(2) 0.036(2) 0.021(2) 0.001(2) 0.010(2) 0.004(2) C(4) 0.034(2) 0.033(2) 0.024(2) 0.004(2) 0.005(2) 0.005(2) C(5) 0.026(2) 0.050(3) 0.036(2) 0.006(2) 0.012(2) 0.009(2) C(6) 0.024(2) 0.065(3) 0.034(2) 0.008(2) 0.013(2) 0.010(2) C(7) 0.024(2) 0.034(2) 0.021(2) 0.003(2) 0.003(2) -0.001(2) C(8) 0.018(2) 0.038(2) 0.029(2) -0.002(2) 0.011(2) -0.001(2) C(9) 0.035(2) 0.035(2) 0.025(2) 0.004(2) 0.015(2) 0.004(2) C(10) 0.036(2) 0.031(2) 0.023(2) 0.001(2) 0.007(2) -0.000(2) C(11) 0.021(2) 0.047(3) 0.038(3) -0.001(2) 0.006(2) -0.001(2) C(12) 0.033(2) 0.047(3) 0.028(2) 0.001(2) 0.014(2) 0.003(2) C(13) 0.024(2) 0.036(2) 0.018(2) -0.001(2) 0.007(2) 0.003(2) C(14) 0.036(2) 0.028(2) 0.026(2) -0.004(2) 0.015(2) -0.000(2) C(15) 0.036(2) 0.034(2) 0.024(2) -0.002(2) 0.014(2) -0.003(2) C(16) 0.041(2) 0.032(2) 0.019(2) -0.000(2) 0.006(2) -0.001(2) C(17) 0.017(2) 0.057(3) 0.026(2) -0.006(2) 0.004(2) -0.003(2) C(18) 0.043(2) 0.049(3) 0.032(2) -0.000(2) 0.017(2) -0.000(2) C(19) 0.024(2) 0.036(2) 0.028(2) 0.000(2) 0.012(2) 0.006(2) C(20) 0.028(2) 0.040(2) 0.028(2) 0.003(2) 0.012(2) 0.007(2) C(21) 0.031(2) 0.051(3) 0.023(2) 0.004(2) 0.013(2) 0.003(2) C(22) 0.029(2) 0.038(2) 0.025(2) 0.002(2) 0.005(2) 0.006(2) C(23) 0.023(2) 0.044(3) 0.042(3) -0.002(2) 0.011(2) 0.005(2) C(24) 0.028(2) 0.056(3) 0.033(2) 0.009(2) 0.014(2) 0.007(2) #============================================================================== # 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)]' _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 4406 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0431 _refine_ls_R_factor_gt 0.0430 _refine_ls_wR_factor_all 0.0520 _refine_ls_wR_factor_ref 0.0520 _refine_ls_goodness_of_fit_all 1.983 _refine_ls_goodness_of_fit_ref 1.980 _refine_ls_shift/su_max 0.0900 _refine_ls_shift/su_mean 0.0116 _refine_diff_density_min -0.39 _refine_diff_density_max 0.65 #============================================================================== # MOLECULAR GEOMETRY _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 ZN1 O4 1.96(3) . . ? ZN1 O15 1.982(5) . . ? ZN1 O1 1.985(9) . . ? ZN1 O13 2.137(8) . . ? ZN1 O14 2.143(9) . . ? ZN1 H17 2.60 . . no ZN1 H18 2.65 . . no ZN1 H13 2.66 . . no ZN2 O7 1.976(6) . . ? ZN2 O17 1.998(5) . . ? ZN2 O10 2.00(2) . . ? ZN2 O16 2.123(12) . . ? ZN2 O18 2.131(8) . . ? ZN2 H19 2.65 . . no ZN2 H22 2.69 . . no CL1 C2 1.734(11) . . ? CL1 H16 2.59 . . no CL1 C3 2.69(4) . . ? CL2 C8 1.735(13) . . ? CL3 C14 1.725(10) . . ? CL3 H20 2.47 . . no CL3 C15 2.68(4) . . ? CL4 C20 1.734(13) . . ? CL4 C21 2.69(4) . . ? O1 C1 1.32(2) . . ? O1 H27 2.02 . . no O1 C2 2.366(10) . . ? O1 C6 2.40(3) . . ? O2 N1 1.214(9) . . ? O2 O3 2.150(10) . . ? O2 C4 2.303(11) . . ? O2 H1 2.46 . . no O2 C3 2.70(4) . . ? O3 N1 1.235(9) . . ? O3 C4 2.30(3) . . ? O3 H5 2.58 . . no O3 H2 2.59 . . no O4 C7 1.33(2) . . ? O4 H15 1.89 . . no O4 C12 2.37(4) . . ? O4 C8 2.389(7) . . ? O4 H6 2.50 . . no O5 N2 1.232(10) . . ? O5 H30 2.12 . . no O5 O6 2.157(9) . . ? O5 C10 2.30(4) . . ? O5 H5 2.46 . . no O5 H2 2.63 . . no O6 N2 1.234(9) . . ? O6 H23 1.71 . . no O6 C10 2.315(9) . . ? O6 H4 2.36 . . no O6 C9 2.70(4) . . ? O7 C13 1.31(2) . . ? O7 H20 2.24 . . no O7 C14 2.341(10) . . ? O7 C18 2.39(3) . . ? O7 H9 2.58 . . no O8 N3 1.234(9) . . ? O8 H28 2.04 . . no O8 O9 2.161(10) . . ? O8 H7 2.26 . . no O8 C16 2.321(11) . . ? O9 N3 1.231(9) . . ? O9 H14 1.84 . . no O9 C16 2.31(3) . . ? O9 H8 2.33 . . no O9 H11 2.43 . . no O10 C19 1.31(2) . . ? O10 H31 1.85 . . no O10 H19 1.88 . . no O10 C24 2.36(4) . . ? O10 C20 2.397(8) . . ? O11 N4 1.212(10) . . ? O11 O12 2.163(9) . . ? O11 C22 2.32(4) . . ? O11 H11 2.55 . . no O12 N4 1.242(9) . . ? O12 H25 2.20 . . no O12 C22 2.310(10) . . ? O12 H10 2.36 . . no O12 C21 2.68(3) . . ? O13 H13 0.95 . . no O13 H14 1.02 . . no O13 H12 2.53 . . no O14 H15 0.89 . . no O14 H16 0.97 . . no O14 H17 2.55 . . no O15 H18 0.99 . . no O15 H17 1.05 . . no O15 H3 2.54 . . no O15 O22 2.67(2) . . ? O16 H20 0.94 . . no O16 H19 1.01 . . no O17 H22 0.88 . . no O17 H21 1.06 . . no O17 H9 2.43 . . no O17 O20 2.678(9) . . ? O18 H24 1.12 . . no O18 H23 1.21 . . no O19 H25 0.93 . . no O19 H26 1.06 . . no O19 H21 1.67 . . no O19 H13 1.88 . . no O20 H27 0.87 . . no O20 H28 0.89 . . no O20 H26 1.79 . . no O20 H22 1.89 . . no O21 H29 1.08 . . no O21 H24 1.69 . . no O21 H17 1.71 . . no O22 H30 0.88 . . no O22 H31 0.99 . . no O22 H18 1.88 . . no O22 H29 2.04 . . no N1 C4 1.45(2) . . ? N1 C3 2.43(4) . . ? N1 C5 2.455(11) . . ? N2 C10 1.44(2) . . ? N2 C9 2.42(4) . . ? N2 C11 2.447(9) . . ? N2 H4 2.60 . . no N2 H5 2.66 . . no N2 H23 2.67 . . no N3 C16 1.46(2) . . ? N3 C15 2.43(4) . . ? N3 C17 2.447(11) . . ? N3 H7 2.51 . . no N3 H8 2.52 . . no N3 H14 2.66 . . no N4 C22 1.47(2) . . ? N4 C21 2.43(4) . . ? N4 C23 2.455(10) . . ? N4 H10 2.58 . . no C1 C2 1.410(10) . . ? C1 C6 1.416(11) . . ? C1 H3 2.23 . . no C1 C5 2.42(4) . . ? C1 C3 2.445(11) . . ? C2 C3 1.38(2) . . ? C2 H1 2.13 . . no C2 C4 2.37(3) . . ? C2 C6 2.403(12) . . ? C3 H1 1.11 . . no C3 C4 1.386(10) . . ? C3 C5 2.393(12) . . ? C4 C5 1.365(10) . . ? C4 H2 2.15 . . no C4 H1 2.20 . . no C4 C6 2.383(10) . . ? C5 H2 1.02 . . no C5 C6 1.37(2) . . ? C5 H3 2.21 . . no C6 H3 1.18 . . no C6 H2 1.98 . . no C7 C8 1.400(10) . . ? C7 C12 1.404(13) . . ? C7 H6 2.05 . . no C7 C11 2.42(4) . . ? C7 C9 2.454(8) . . ? C8 C9 1.40(2) . . ? C8 H4 2.17 . . no C8 C10 2.38(4) . . ? C8 C12 2.394(10) . . ? C9 H4 1.05 . . no C9 C10 1.388(11) . . ? C9 C11 2.425(10) . . ? C10 C11 1.380(11) . . ? C10 H5 2.09 . . no C10 H4 2.11 . . no C10 C12 2.370(8) . . ? C11 H5 1.01 . . no C11 C12 1.37(2) . . ? C11 H6 2.14 . . no C12 H6 1.05 . . no C12 H5 2.06 . . no C13 C14 1.402(10) . . ? C13 C18 1.408(11) . . ? C13 H9 2.07 . . no C13 C17 2.44(4) . . ? C13 C15 2.456(11) . . ? C14 C15 1.40(2) . . ? C14 H7 2.25 . . no C14 C16 2.37(3) . . ? C14 C18 2.401(12) . . ? C15 H7 1.09 . . no C15 C16 1.388(10) . . ? C15 C17 2.435(12) . . ? C16 C17 1.381(10) . . ? C16 H8 1.98 . . no C16 H7 2.07 . . no C16 C18 2.381(11) . . ? C17 H8 0.96 . . no C17 C18 1.39(2) . . ? C17 H9 2.12 . . no C18 H9 1.02 . . no C18 H8 2.12 . . no C19 C20 1.407(10) . . ? C19 C24 1.412(13) . . ? C19 H12 2.22 . . no C19 C23 2.44(4) . . ? C19 C21 2.444(10) . . ? C19 H19 2.52 . . no C19 H31 2.60 . . no C20 C21 1.38(2) . . ? C20 H10 2.03 . . no C20 C22 2.36(4) . . ? C20 C24 2.390(10) . . ? C21 H10 0.93 . . no C21 C22 1.373(11) . . ? C21 C23 2.418(10) . . ? C22 C23 1.381(11) . . ? C22 H10 2.01 . . no C22 H11 2.29 . . no C22 C24 2.361(10) . . ? C23 H11 1.20 . . no C23 C24 1.37(2) . . ? C23 H12 2.06 . . no C24 H12 1.10 . . no C24 H11 2.18 . . no C24 H19 2.69 . . no H2 H3 2.33 . . no H2 H5 2.37 . . no H3 H17 2.63 . . no H5 H6 2.46 . . no H6 H15 2.35 . . no H8 H11 2.30 . . no H8 H9 2.53 . . no H9 H22 2.55 . . no H11 H12 2.33 . . no H12 H14 2.29 . . no H12 H19 2.48 . . no H12 H31 2.69 . . no H13 H14 1.60 . . no H13 H26 1.98 . . no H13 H21 2.65 . . no H15 H16 1.43 . . no H15 H27 2.62 . . no H16 H27 2.42 . . no H16 H24 2.66 . . no H17 H18 1.78 . . no H17 H29 2.37 . . no H17 H24 2.50 . . no H18 H31 2.30 . . no H18 H30 2.57 . . no H18 H29 2.62 . . no H19 H20 1.61 . . no H19 H31 2.44 . . no H21 H22 1.49 . . no H21 H25 1.86 . . no H21 H26 2.26 . . no H22 H28 2.46 . . no H22 H27 2.55 . . no H23 H24 1.85 . . no H23 H30 2.60 . . no H24 H29 2.28 . . no H25 H26 1.71 . . no H26 H28 1.91 . . no H26 H27 2.10 . . no H27 H28 1.41 . . no H29 H31 2.30 . . no H29 H30 2.48 . . no H30 H31 1.62 . . 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 O4 ZN1 O15 145.5(3) . . . ? O4 ZN1 O1 94.6(8) . . . ? O4 ZN1 O13 97.6(7) . . . ? O4 ZN1 O14 90.7(7) . . . ? O4 ZN1 H17 144.9 . . . no O4 ZN1 H18 140.9 . . . no O4 ZN1 H13 102.3 . . . no O15 ZN1 O1 119.6(10) . . . ? O15 ZN1 O13 86.2(3) . . . ? O15 ZN1 O14 84.0(3) . . . ? O15 ZN1 H17 21.5 . . . no O15 ZN1 H18 18.4 . . . no O15 ZN1 H13 92.4 . . . no O1 ZN1 O13 92.3(8) . . . ? O1 ZN1 O14 92.1(8) . . . ? O1 ZN1 H17 109.6 . . . no O1 ZN1 H18 121.1 . . . no O1 ZN1 H13 73.7 . . . no O13 ZN1 O14 170.22(13) . . . ? O13 ZN1 H17 106.1 . . . no O13 ZN1 H18 68.0 . . . no O13 ZN1 H13 19.0 . . . no O14 ZN1 H17 64.2 . . . no O14 ZN1 H18 102.2 . . . no O14 ZN1 H13 161.2 . . . no H17 ZN1 H18 39.7 . . . no H17 ZN1 H13 108.5 . . . no H18 ZN1 H13 76.0 . . . no O7 ZN2 O17 114.4(10) . . . ? O7 ZN2 O10 93.6(9) . . . ? O7 ZN2 O16 94.9(9) . . . ? O7 ZN2 O18 95.8(10) . . . ? O7 ZN2 H19 74.1 . . . no O7 ZN2 H22 114.2 . . . no O17 ZN2 O10 152.0(2) . . . ? O17 ZN2 O16 86.0(4) . . . ? O17 ZN2 O18 85.2(3) . . . ? O17 ZN2 H19 92.3 . . . no O17 ZN2 H22 13.8 . . . no O10 ZN2 O16 91.5(7) . . . ? O10 ZN2 O18 92.7(7) . . . ? O10 ZN2 H19 95.2 . . . no O10 ZN2 H22 148.8 . . . no O16 ZN2 O18 168.3(2) . . . ? O16 ZN2 H19 20.9 . . . no O16 ZN2 H22 99.7 . . . no O18 ZN2 H19 167.6 . . . no O18 ZN2 H22 71.4 . . . no H19 ZN2 H22 105.7 . . . no C2 CL1 H16 111.2 . . . no C2 CL1 C3 26.7(4) . . . ? H16 CL1 C3 135.4 2 2 2 no C14 CL3 H20 99.0 . . . no C14 CL3 C15 27.5(4) . . . ? H20 CL3 C15 125.1 2_665 2_665 2_665 no C20 CL4 C21 26.6(4) . . . ? C1 O1 ZN1 129.7(3) . . . ? C1 O1 H27 123.8 . . . no C1 O1 C2 30.9(4) . . . ? C1 O1 C6 29.6(7) . . . ? ZN1 O1 H27 99.3 . . . no ZN1 O1 C2 158.7(3) . . . ? ZN1 O1 C6 100.8(7) . . . ? H27 O1 C2 101.7 . . . no H27 O1 C6 138.3 . . . no C2 O1 C6 60.5(9) . . . ? N1 O2 O3 28.9(6) . . . ? N1 O2 C4 33.3(5) . . . ? N1 O2 H1 88.2 . . . no N1 O2 C3 64.2(3) . . . ? O3 O2 C4 62.2(10) . . . ? O3 O2 H1 116.9 . . . no O3 O2 C3 93.0(7) . . . ? C4 O2 H1 55.0 . . . no C4 O2 C3 30.9(3) . . . ? H1 O2 C3 24.2 . . . no N1 O3 O2 28.3(4) . . . ? N1 O3 C4 33.8(5) . . . ? N1 O3 H5 139.4 . . . no N1 O3 H2 85.4 . . . no O2 O3 C4 62.2(3) . . . ? O2 O3 H5 167.1 . . . no O2 O3 H2 113.8 . . . no C4 O3 H5 105.8 . . . no C4 O3 H2 51.6 . . . no H5 O3 H2 54.5 1_454 1_454 1_454 no C7 O4 H15 113.9 . . . no C7 O4 ZN1 137.2(9) . . . ? C7 O4 C12 30.7(6) . . . ? C7 O4 C8 29.7(3) . . . ? C7 O4 H6 55.3 . . . no H15 O4 ZN1 105.7 2 2 2 no H15 O4 C12 85.3 2 2 2 no H15 O4 C8 140.7 2 2 2 no H15 O4 H6 62.9 2 2 2 no ZN1 O4 C12 167.9(3) . . . ? ZN1 O4 C8 107.6(10) . . . ? ZN1 O4 H6 167.4 . . . no C12 O4 C8 60.4(8) . . . ? C12 O4 H6 24.7 . . . no C8 O4 H6 85.0 . . . no N2 O5 H30 111.3 . . . no N2 O5 O6 29.0(3) . . . ? N2 O5 C10 33.4(6) . . . ? N2 O5 H5 85.3 . . . no N2 O5 H2 140.5 . . . no H30 O5 O6 82.8 1_556 1_556 1_556 no H30 O5 C10 143.4 1_556 1_556 1_556 no H30 O5 H5 158.7 1_556 1_556 1_556 no H30 O5 H2 107.8 1_556 1_556 1_556 no O6 O5 C10 62.4(4) . . . ? O6 O5 H5 114.3 . . . no O6 O5 H2 169.4 . . . no C10 O5 H5 52.0 . . . no C10 O5 H2 107.2 . . . no H5 O5 H2 55.4 . . . no N2 O6 H23 129.6 . . . no N2 O6 O5 29.0(6) . . . ? N2 O6 C10 33.0(5) . . . ? N2 O6 H4 86.6 . . . no N2 O6 C9 63.9(4) . . . ? H23 O6 O5 108.0 1_556 1_556 1_556 no H23 O6 C10 144.1 1_556 1_556 1_556 no H23 O6 H4 123.9 1_556 1_556 1_556 no H23 O6 C9 138.5 1_556 1_556 1_556 no O5 O6 C10 61.9(10) . . . ? O5 O6 H4 115.6 . . . no O5 O6 C9 92.8(8) . . . ? C10 O6 H4 53.7 . . . no C10 O6 C9 31.0(3) . . . ? H4 O6 C9 22.7 . . . no C13 O7 ZN2 130.8(3) . . . ? C13 O7 H20 119.7 . . . no C13 O7 C14 31.4(4) . . . ? C13 O7 C18 29.5(7) . . . ? C13 O7 H9 52.9 . . . no ZN2 O7 H20 108.5 . . . no ZN2 O7 C14 161.9(3) . . . ? ZN2 O7 C18 101.4(8) . . . ? ZN2 O7 H9 78.2 . . . no H20 O7 C14 89.6 2_665 2_665 2_665 no H20 O7 C18 146.7 2_665 2_665 2_665 no H20 O7 H9 161.8 2_665 2_665 2_665 no C14 O7 C18 61.0(9) . . . ? C14 O7 H9 84.4 . . . no C18 O7 H9 23.4 . . . no N3 O8 H28 134.0 . . . no N3 O8 O9 28.7(6) . . . ? N3 O8 H7 86.6 . . . no N3 O8 C16 33.2(5) . . . ? H28 O8 O9 106.3 1_554 1_554 1_554 no H28 O8 H7 132.7 1_554 1_554 1_554 no H28 O8 C16 162.5 1_554 1_554 1_554 no O9 O8 H7 114.9 . . . no O9 O8 C16 61.9(10) . . . ? H7 O8 C16 53.8 . . . no N3 O9 H14 118.5 . . . no N3 O9 O8 28.8(4) . . . ? N3 O9 C16 33.6(5) . . . ? N3 O9 H8 83.8 . . . no N3 O9 H11 139.7 . . . no H14 O9 O8 92.2 1_554 1_554 1_554 no H14 O9 C16 145.8 1_554 1_554 1_554 no H14 O9 H8 150.0 1_554 1_554 1_554 no H14 O9 H11 95.1 1_554 1_554 1_554 no O8 O9 C16 62.4(3) . . . ? O8 O9 H8 112.4 . . . no O8 O9 H11 166.9 . . . no C16 O9 H8 50.4 . . . no C16 O9 H11 106.3 . . . no H8 O9 H11 57.6 . . . no C19 O10 H31 109.5 . . . no C19 O10 H19 102.9 . . . no C19 O10 ZN2 132.5(9) . . . ? C19 O10 C24 31.0(7) . . . ? C19 O10 C20 29.3(3) . . . ? H31 O10 H19 81.8 . . . no H31 O10 ZN2 112.2 . . . no H31 O10 C24 88.3 . . . no H31 O10 C20 126.0 . . . no H19 O10 ZN2 104.6 2_665 2_665 2_665 no H19 O10 C24 77.7 2_665 2_665 2_665 no H19 O10 C20 125.6 2_665 2_665 2_665 no ZN2 O10 C24 159.5(4) . . . ? ZN2 O10 C20 104.5(10) . . . ? C24 O10 C20 60.3(8) . . . ? N4 O11 O12 28.5(3) . . . ? N4 O11 C22 33.4(6) . . . ? N4 O11 H11 89.2 . . . no O12 O11 C22 62.0(4) . . . ? O12 O11 H11 117.6 . . . no C22 O11 H11 55.9 . . . no N4 O12 O11 27.8(6) . . . ? N4 O12 H25 116.7 . . . no N4 O12 C22 34.5(6) . . . ? N4 O12 H10 85.4 . . . no N4 O12 C21 65.3(4) . . . ? O11 O12 H25 89.6 . . . no O11 O12 C22 62.3(11) . . . ? O11 O12 H10 113.2 . . . no O11 O12 C21 93.1(9) . . . ? H25 O12 C22 149.7 1_656 1_656 1_656 no H25 O12 H10 153.5 1_656 1_656 1_656 no H25 O12 C21 166.2 1_656 1_656 1_656 no C22 O12 H10 51.0 . . . no C22 O12 C21 30.9(3) . . . ? H10 O12 C21 20.1 . . . no H13 O13 H14 108.9 . . . no H13 O13 ZN1 113.6 . . . no H13 O13 H12 109.5 . . . no H14 O13 ZN1 120.9 . . . no H14 O13 H12 65.2 . . . no ZN1 O13 H12 129.4 . . . no H15 O14 H16 100.1 . . . no H15 O14 ZN1 126.5 . . . no H15 O14 H17 127.9 . . . no H16 O14 ZN1 130.1 . . . no H16 O14 H17 100.4 . . . no ZN1 O14 H17 66.7 . . . no H18 O15 H17 121.6 . . . no H18 O15 ZN1 122.3 . . . no H18 O15 H3 93.8 . . . no H18 O15 O22 29.7 . . . no H17 O15 ZN1 114.7 . . . no H17 O15 H3 83.6 . . . no H17 O15 O22 100.0 . . . no ZN1 O15 H3 80.8 . . . no ZN1 O15 O22 131.6(3) . . . ? H3 O15 O22 70.2 . . . no H20 O16 H19 111.4 . . . no H20 O16 ZN2 123.2 . . . no H19 O16 ZN2 110.5 . . . no H22 O17 H21 99.0 . . . no H22 O17 ZN2 133.7 . . . no H22 O17 H9 87.4 . . . no H22 O17 O20 22.2 . . . no H21 O17 ZN2 125.0 . . . no H21 O17 H9 121.9 . . . no H21 O17 O20 98.1 . . . no ZN2 O17 H9 81.5 . . . no ZN2 O17 O20 124.1(3) . . . ? H9 O17 O20 106.4 . . . no H24 O18 H23 105.0 . . . no H24 O18 ZN2 118.5 . . . no H23 O18 ZN2 106.6 . . . no H25 O19 H26 117.8 . . . no H25 O19 H21 86.6 . . . no H25 O19 H13 160.6 . . . no H26 O19 H21 109.6 . . . no H26 O19 H13 79.3 . . . no H21 O19 H13 96.4 2_565 2_565 2_565 no H27 O20 H28 106.2 . . . no H27 O20 H26 98.1 . . . no H27 O20 H22 132.3 . . . no H27 O20 O17 136.7 . . . no H28 O20 H26 84.0 . . . no H28 O20 H22 119.7 . . . no H28 O20 O17 112.0 . . . no H26 O20 H22 98.9 . . . no H26 O20 O17 105.4 . . . no H22 O20 O17 10.2 . . . no H29 O21 H24 108.7 . . . no H29 O21 H17 114.5 . . . no H24 O21 H17 94.9 . . . no H30 O22 H31 119.8 . . . no H30 O22 H18 134.4 . . . no H30 O22 H29 109.5 . . . no H30 O22 O15 119.3 . . . no H31 O22 H18 102.3 . . . no H31 O22 H29 91.7 . . . no H31 O22 O15 115.7 . . . no H18 O22 H29 83.9 1_655 1_655 1_655 no H18 O22 O15 15.2 1_655 1_655 1_655 no H29 O22 O15 90.7 . . . no O2 N1 O3 122.8(9) . . . ? O2 N1 C4 119.3(5) . . . ? O2 N1 C3 89.1(6) . . . ? O2 N1 C5 147.5(6) . . . ? O3 N1 C4 117.9(11) . . . ? O3 N1 C3 148.1(6) . . . ? O3 N1 C5 89.6(13) . . . ? C4 N1 C3 30.3(7) . . . ? C4 N1 C5 28.4(3) . . . ? C3 N1 C5 58.7(9) . . . ? O5 N2 O6 122.0(9) . . . ? O5 N2 C10 118.6(11) . . . ? O5 N2 C9 149.1(6) . . . ? O5 N2 C11 89.5(12) . . . ? O5 N2 H4 172.9 . . . no O5 N2 H5 67.1 . . . no O5 N2 H23 100.5 . . . no O6 N2 C10 119.4(5) . . . ? O6 N2 C9 88.9(5) . . . ? O6 N2 C11 148.4(6) . . . ? O6 N2 H4 65.0 . . . no O6 N2 H5 170.6 . . . no O6 N2 H23 29.5 . . . no C10 N2 C9 30.5(7) . . . ? C10 N2 C11 29.2(3) . . . ? C10 N2 H4 54.3 . . . no C10 N2 H5 51.5 . . . no C10 N2 H23 135.0 . . . no C9 N2 C11 59.7(8) . . . ? C9 N2 H4 23.9 . . . no C9 N2 H5 82.0 . . . no C9 N2 H23 108.5 . . . no C11 N2 H4 83.5 . . . no C11 N2 H5 22.3 . . . no C11 N2 H23 153.3 . . . no H4 N2 H5 105.8 . . . no H4 N2 H23 86.3 . . . no H5 N2 H23 153.9 . . . no O9 N3 O8 122.5(9) . . . ? O9 N3 C16 118.4(11) . . . ? O9 N3 C15 148.5(5) . . . ? O9 N3 C17 89.0(13) . . . ? O9 N3 H7 169.1 . . . no O9 N3 H8 67.1 . . . no O9 N3 H14 37.5 . . . no O8 N3 C16 119.1(5) . . . ? O8 N3 C15 88.8(6) . . . ? O8 N3 C17 148.5(5) . . . ? O8 N3 H7 64.0 . . . no O8 N3 H8 169.5 . . . no O8 N3 H14 88.0 . . . no C16 N3 C15 30.4(7) . . . ? C16 N3 C17 29.5(4) . . . ? C16 N3 H7 55.6 . . . no C16 N3 H8 51.7 . . . no C16 N3 H14 148.2 . . . no C15 N3 C17 59.9(9) . . . ? C15 N3 H7 25.4 . . . no C15 N3 H8 82.1 . . . no C15 N3 H14 160.1 . . . no C17 N3 H7 85.0 . . . no C17 N3 H8 22.3 . . . no C17 N3 H14 122.2 . . . no H7 N3 H8 107.3 . . . no H7 N3 H14 142.7 . . . no H8 N3 H14 102.4 . . . no O11 N4 O12 123.7(8) . . . ? O11 N4 C22 119.5(11) . . . ? O11 N4 C21 149.2(6) . . . ? O11 N4 C23 90.0(12) . . . ? O11 N4 H10 170.3 . . . no O12 N4 C22 116.9(6) . . . ? O12 N4 C21 87.1(4) . . . ? O12 N4 C23 146.3(6) . . . ? O12 N4 H10 65.9 . . . no C22 N4 C21 29.9(6) . . . ? C22 N4 C23 29.4(3) . . . ? C22 N4 H10 51.0 . . . no C21 N4 C23 59.3(8) . . . ? C21 N4 H10 21.2 . . . no C23 N4 H10 80.4 . . . no O1 C1 C2 120.5(4) . . . ? O1 C1 C6 123.0(10) . . . ? O1 C1 H3 95.9 . . . no O1 C1 C5 152.2(7) . . . ? O1 C1 C3 148.8(4) . . . ? C2 C1 C6 116.5(10) . . . ? C2 C1 H3 143.4 . . . no C2 C1 C5 87.3(6) . . . ? C2 C1 C3 28.3(4) . . . ? C6 C1 H3 27.5 . . . no C6 C1 C5 29.2(5) . . . ? C6 C1 C3 88.2(13) . . . ? H3 C1 C5 56.6 . . . no H3 C1 C3 115.3 . . . no C5 C1 C3 59.0(9) . . . ? C3 C2 C1 122.6(4) . . . ? C3 C2 CL1 118.9(11) . . . ? C3 C2 H1 27.4 . . . no C3 C2 O1 151.2(4) . . . ? C3 C2 C4 30.9(7) . . . ? C3 C2 C6 90.8(8) . . . ? C1 C2 CL1 118.5(10) . . . ? C1 C2 H1 150.0 . . . no C1 C2 O1 28.6(4) . . . ? C1 C2 C4 91.7(6) . . . ? C1 C2 C6 31.8(7) . . . ? CL1 C2 H1 91.5 . . . no CL1 C2 O1 89.9(12) . . . ? CL1 C2 C4 149.8(5) . . . ? CL1 C2 C6 150.3(4) . . . ? H1 C2 O1 178.5 . . . no H1 C2 C4 58.3 . . . no H1 C2 C6 118.1 . . . no O1 C2 C4 120.3(9) . . . ? O1 C2 C6 60.5(10) . . . ? C4 C2 C6 59.9(2) . . . ? H1 C3 C2 117.6 . . . no H1 C3 C4 123.9 . . . no H1 C3 C5 153.0 . . . no H1 C3 N1 92.1 . . . no H1 C3 C1 146.6 . . . no H1 C3 CL1 83.2 . . . no H1 C3 O2 65.7 . . . no C2 C3 C4 118.3(11) . . . ? C2 C3 C5 89.0(8) . . . ? C2 C3 N1 150.2(7) . . . ? C2 C3 C1 29.1(3) . . . ? C2 C3 CL1 34.4(7) . . . ? C2 C3 O2 176.0(4) . . . ? C4 C3 C5 29.3(4) . . . ? C4 C3 N1 31.9(5) . . . ? C4 C3 C1 89.3(13) . . . ? C4 C3 CL1 152.7(5) . . . ? C4 C3 O2 58.6(10) . . . ? C5 C3 N1 61.2(3) . . . ? C5 C3 C1 60.0(10) . . . ? C5 C3 CL1 123.4(2) . . . ? C5 C3 O2 87.9(7) . . . ? N1 C3 C1 121.1(9) . . . ? N1 C3 CL1 175.4(3) . . . ? N1 C3 O2 26.7(6) . . . ? C1 C3 CL1 63.5(9) . . . ? C1 C3 O2 147.7(4) . . . ? CL1 C3 O2 148.7(7) . . . ? C5 C4 C3 120.9(10) . . . ? C5 C4 N1 121.3(5) . . . ? C5 C4 H2 22.1 . . . no C5 C4 H1 145.4 . . . no C5 C4 O2 148.5(5) . . . ? C5 C4 O3 93.1(6) . . . ? C5 C4 C2 90.1(6) . . . ? C5 C4 C6 29.5(5) . . . ? C3 C4 N1 117.8(11) . . . ? C3 C4 H2 142.6 . . . no C3 C4 H1 24.6 . . . no C3 C4 O2 90.5(13) . . . ? C3 C4 O3 146.0(6) . . . ? C3 C4 C2 30.7(4) . . . ? C3 C4 C6 91.4(13) . . . ? N1 C4 H2 99.4 . . . no N1 C4 H1 93.3 . . . no N1 C4 O2 27.4(3) . . . ? N1 C4 O3 28.3(6) . . . ? N1 C4 C2 148.6(8) . . . ? N1 C4 C6 150.7(5) . . . ? H2 C4 H1 166.3 . . . no H2 C4 O2 126.8 . . . no H2 C4 O3 71.2 . . . no H2 C4 C2 112.0 . . . no H2 C4 C6 51.4 . . . no H1 C4 O2 66.1 . . . no H1 C4 O3 121.4 . . . no H1 C4 C2 55.3 . . . no H1 C4 C6 116.0 . . . no O2 C4 O3 55.6(8) . . . ? O2 C4 C2 121.2(9) . . . ? O2 C4 C6 176.7(3) . . . ? O3 C4 C2 176.5(3) . . . ? O3 C4 C6 122.5(8) . . . ? C2 C4 C6 60.7(9) . . . ? H2 C5 C4 127.8 . . . no H2 C5 C6 110.7 . . . no H2 C5 H3 83.4 . . . no H2 C5 C3 157.1 . . . no H2 C5 C1 140.8 . . . no H2 C5 N1 97.7 . . . no C4 C5 C6 121.2(5) . . . ? C4 C5 H3 148.1 . . . no C4 C5 C3 29.8(7) . . . ? C4 C5 C1 90.9(6) . . . ? C4 C5 N1 30.3(5) . . . ? C6 C5 H3 27.3 . . . no C6 C5 C3 91.4(8) . . . ? C6 C5 C1 30.3(7) . . . ? C6 C5 N1 151.5(5) . . . ? H3 C5 C3 118.4 . . . no H3 C5 C1 57.5 . . . no H3 C5 N1 176.6 . . . no C3 C5 C1 61.1(2) . . . ? C3 C5 N1 60.2(10) . . . ? C1 C5 N1 121.2(9) . . . ? H3 C6 C5 120.4 . . . no H3 C6 C1 118.8 . . . no H3 C6 H2 91.5 . . . no H3 C6 C4 149.2 . . . no H3 C6 O1 91.7 . . . no H3 C6 C2 149.7 . . . no C5 C6 C1 120.4(11) . . . ? C5 C6 H2 28.9 . . . no C5 C6 C4 29.3(4) . . . ? C5 C6 O1 147.8(8) . . . ? C5 C6 C2 88.8(8) . . . ? C1 C6 H2 149.1 . . . no C1 C6 C4 91.1(13) . . . ? C1 C6 O1 27.3(4) . . . ? C1 C6 C2 31.7(4) . . . ? H2 C6 C4 58.1 . . . no H2 C6 O1 176.2 . . . no H2 C6 C2 117.5 . . . no C4 C6 O1 118.4(9) . . . ? C4 C6 C2 59.4(10) . . . ? O1 C6 C2 59.0(2) . . . ? O4 C7 C8 122.3(5) . . . ? O4 C7 C12 120.5(11) . . . ? O4 C7 H6 92.6 . . . no O4 C7 C11 149.1(7) . . . ? O4 C7 C9 151.2(4) . . . ? C8 C7 C12 117.3(9) . . . ? C8 C7 H6 145.1 . . . no C8 C7 C11 88.6(5) . . . ? C8 C7 C9 29.0(5) . . . ? C12 C7 H6 27.9 . . . no C12 C7 C11 28.7(5) . . . ? C12 C7 C9 88.3(12) . . . ? H6 C7 C11 56.6 . . . no H6 C7 C9 116.2 . . . no C11 C7 C9 59.7(8) . . . ? C7 C8 C9 122.1(5) . . . ? C7 C8 CL2 119.5(9) . . . ? C7 C8 H4 145.9 . . . no C7 C8 C10 90.9(5) . . . ? C7 C8 O4 28.0(5) . . . ? C7 C8 C12 31.4(7) . . . ? C9 C8 CL2 118.4(11) . . . ? C9 C8 H4 23.9 . . . no C9 C8 C10 31.2(7) . . . ? C9 C8 O4 150.2(4) . . . ? C9 C8 C12 90.7(9) . . . ? CL2 C8 H4 94.6 . . . no CL2 C8 C10 149.6(5) . . . ? CL2 C8 O4 91.4(12) . . . ? CL2 C8 C12 150.9(3) . . . ? H4 C8 C10 55.0 . . . no H4 C8 O4 173.5 . . . no H4 C8 C12 114.5 . . . no C10 C8 O4 118.9(8) . . . ? C10 C8 C12 59.5(3) . . . ? O4 C8 C12 59.5(10) . . . ? H4 C9 C10 119.2 . . . no H4 C9 C8 123.4 . . . no H4 C9 N2 87.3 . . . no H4 C9 C11 147.7 . . . no H4 C9 C7 152.1 . . . no H4 C9 O6 60.1 . . . no C10 C9 C8 117.1(11) . . . ? C10 C9 N2 31.9(5) . . . ? C10 C9 C11 28.7(3) . . . ? C10 C9 C7 88.2(12) . . . ? C10 C9 O6 59.1(10) . . . ? C8 C9 N2 149.0(7) . . . ? C8 C9 C11 88.4(9) . . . ? C8 C9 C7 28.9(3) . . . ? C8 C9 O6 174.9(4) . . . ? N2 C9 C11 60.6(3) . . . ? N2 C9 C7 120.1(8) . . . ? N2 C9 O6 27.2(6) . . . ? C11 C9 C7 59.5(10) . . . ? C11 C9 O6 87.8(8) . . . ? C7 C9 O6 147.1(3) . . . ? C11 C10 C9 122.3(9) . . . ? C11 C10 N2 120.0(5) . . . ? C11 C10 H5 24.4 . . . no C11 C10 H4 147.9 . . . no C11 C10 O5 92.1(4) . . . ? C11 C10 O6 147.5(6) . . . ? C11 C10 C12 30.2(5) . . . ? C11 C10 C8 90.7(5) . . . ? C9 C10 N2 117.6(11) . . . ? C9 C10 H5 146.6 . . . no C9 C10 H4 25.8 . . . no C9 C10 O5 145.6(6) . . . ? C9 C10 O6 90.0(12) . . . ? C9 C10 C12 92.1(12) . . . ? C9 C10 C8 31.6(5) . . . ? N2 C10 H5 95.8 . . . no N2 C10 H4 91.9 . . . no N2 C10 O5 28.0(6) . . . ? N2 C10 O6 27.7(3) . . . ? N2 C10 C12 150.2(4) . . . ? N2 C10 C8 149.2(7) . . . ? H5 C10 H4 172.3 . . . no H5 C10 O5 67.8 . . . no H5 C10 O6 123.4 . . . no H5 C10 C12 54.5 . . . no H5 C10 C8 115.0 . . . no H4 C10 O5 119.9 . . . no H4 C10 O6 64.2 . . . no H4 C10 C12 117.8 . . . no H4 C10 C8 57.3 . . . no O5 C10 O6 55.7(7) . . . ? O5 C10 C12 122.3(7) . . . ? O5 C10 C8 177.2(3) . . . ? O6 C10 C12 175.9(3) . . . ? O6 C10 C8 121.5(8) . . . ? C12 C10 C8 60.5(8) . . . ? H5 C11 C12 119.3 . . . no H5 C11 C10 121.2 . . . no H5 C11 H6 96.0 . . . no H5 C11 C7 148.7 . . . no H5 C11 C9 150.0 . . . no H5 C11 N2 90.7 . . . no C12 C11 C10 119.3(5) . . . ? C12 C11 H6 23.6 . . . no C12 C11 C7 29.5(6) . . . ? C12 C11 C9 90.4(9) . . . ? C12 C11 N2 150.0(4) . . . ? C10 C11 H6 142.8 . . . no C10 C11 C7 89.8(5) . . . ? C10 C11 C9 28.9(6) . . . ? C10 C11 N2 30.8(5) . . . ? H6 C11 C7 53.1 . . . no H6 C11 C9 113.9 . . . no H6 C11 N2 172.9 . . . no C7 C11 C9 60.8(3) . . . ? C7 C11 N2 120.5(8) . . . ? C9 C11 N2 59.7(10) . . . ? H6 C12 C11 124.9 . . . no H6 C12 C7 113.1 . . . no H6 C12 H5 99.9 . . . no H6 C12 C10 155.3 . . . no H6 C12 O4 84.3 . . . no H6 C12 C8 144.3 . . . no C11 C12 C7 121.8(11) . . . ? C11 C12 H5 25.3 . . . no C11 C12 C10 30.5(3) . . . ? C11 C12 O4 150.7(7) . . . ? C11 C12 C8 90.5(9) . . . ? C7 C12 H5 147.0 . . . no C7 C12 C10 91.3(12) . . . ? C7 C12 O4 28.9(5) . . . ? C7 C12 C8 31.3(3) . . . ? H5 C12 C10 55.8 . . . no H5 C12 O4 175.6 . . . no H5 C12 C8 115.8 . . . no C10 C12 O4 120.2(8) . . . ? C10 C12 C8 60.0(10) . . . ? O4 C12 C8 60.2(3) . . . ? O7 C13 C14 119.4(4) . . . ? O7 C13 C18 123.2(10) . . . ? O7 C13 H9 96.8 . . . no O7 C13 C17 152.3(7) . . . ? O7 C13 C15 148.0(5) . . . ? C14 C13 C18 117.4(10) . . . ? C14 C13 H9 143.8 . . . no C14 C13 C17 88.3(6) . . . ? C14 C13 C15 28.6(4) . . . ? C18 C13 H9 26.4 . . . no C18 C13 C17 29.1(5) . . . ? C18 C13 C15 88.8(12) . . . ? H9 C13 C17 55.5 . . . no H9 C13 C15 115.1 . . . no C17 C13 C15 59.7(9) . . . ? C15 C14 C13 122.6(5) . . . ? C15 C14 CL3 117.8(11) . . . ? C15 C14 H7 22.3 . . . no C15 C14 O7 151.8(4) . . . ? C15 C14 C16 31.4(7) . . . ? C15 C14 C18 91.3(8) . . . ? C13 C14 CL3 119.6(10) . . . ? C13 C14 H7 144.1 . . . no C13 C14 O7 29.1(4) . . . ? C13 C14 C16 91.2(6) . . . ? C13 C14 C18 31.4(7) . . . ? CL3 C14 H7 96.0 . . . no CL3 C14 O7 90.4(12) . . . ? CL3 C14 C16 149.2(5) . . . ? CL3 C14 C18 150.9(4) . . . ? H7 C14 O7 172.5 . . . no H7 C14 C16 53.3 . . . no H7 C14 C18 112.9 . . . no O7 C14 C16 120.3(9) . . . ? O7 C14 C18 60.5(10) . . . ? C16 C14 C18 59.8(3) . . . ? H7 C15 C16 113.2 . . . no H7 C15 C14 128.7 . . . no H7 C15 N3 81.5 . . . no H7 C15 C17 140.7 . . . no H7 C15 C13 156.1 . . . no H7 C15 CL3 94.5 . . . no C16 C15 C14 116.9(11) . . . ? C16 C15 N3 32.1(5) . . . ? C16 C15 C17 28.3(4) . . . ? C16 C15 C13 88.1(13) . . . ? C16 C15 CL3 151.6(5) . . . ? C14 C15 N3 148.9(7) . . . ? C14 C15 C17 88.5(8) . . . ? C14 C15 C13 28.7(3) . . . ? C14 C15 CL3 34.7(7) . . . ? N3 C15 C17 60.4(2) . . . ? N3 C15 C13 120.2(9) . . . ? N3 C15 CL3 175.7(3) . . . ? C17 C15 C13 59.8(10) . . . ? C17 C15 CL3 123.2(2) . . . ? C13 C15 CL3 63.4(9) . . . ? C17 C16 C15 123.2(9) . . . ? C17 C16 N3 119.3(5) . . . ? C17 C16 H8 26.5 . . . no C17 C16 H7 151.1 . . . no C17 C16 O9 91.4(5) . . . ? C17 C16 O8 146.9(6) . . . ? C17 C16 C14 91.5(6) . . . ? C17 C16 C18 30.8(5) . . . ? C15 C16 N3 117.5(11) . . . ? C15 C16 H8 149.4 . . . no C15 C16 H7 28.9 . . . no C15 C16 O9 145.2(6) . . . ? C15 C16 O8 89.9(13) . . . ? C15 C16 C14 31.7(4) . . . ? C15 C16 C18 92.4(13) . . . ? N3 C16 H8 93.0 . . . no N3 C16 H7 89.0 . . . no N3 C16 O9 28.0(6) . . . ? N3 C16 O8 27.7(3) . . . ? N3 C16 C14 149.2(7) . . . ? N3 C16 C18 150.1(5) . . . ? H8 C16 H7 176.6 . . . no H8 C16 O9 65.3 . . . no H8 C16 O8 120.5 . . . no H8 C16 C14 117.8 . . . no H8 C16 C18 57.2 . . . no H7 C16 O9 116.4 . . . no H7 C16 O8 61.7 . . . no H7 C16 C14 60.2 . . . no H7 C16 C18 120.6 . . . no O9 C16 O8 55.6(8) . . . ? O9 C16 C14 174.8(3) . . . ? O9 C16 C18 122.1(8) . . . ? O8 C16 C14 121.6(9) . . . ? O8 C16 C18 177.7(3) . . . ? C14 C16 C18 60.7(9) . . . ? H8 C17 C16 113.7 . . . no H8 C17 C18 127.3 . . . no H8 C17 H9 103.4 . . . no H8 C17 C15 142.0 . . . no H8 C17 C13 156.4 . . . no H8 C17 N3 82.8 . . . no C16 C17 C18 118.6(5) . . . ? C16 C17 H9 142.4 . . . no C16 C17 C15 28.5(6) . . . ? C16 C17 C13 89.0(6) . . . ? C16 C17 N3 31.2(5) . . . ? C18 C17 H9 23.9 . . . no C18 C17 C15 90.1(8) . . . ? C18 C17 C13 29.5(7) . . . ? C18 C17 N3 149.8(5) . . . ? H9 C17 C15 113.9 . . . no H9 C17 C13 53.4 . . . no H9 C17 N3 173.6 . . . no C15 C17 C13 60.5(2) . . . ? C15 C17 N3 59.7(10) . . . ? C13 C17 N3 120.2(9) . . . ? H9 C18 C17 122.7 . . . no H9 C18 C13 115.8 . . . no H9 C18 H8 101.6 . . . no H9 C18 C16 153.3 . . . no H9 C18 O7 88.6 . . . no H9 C18 C14 147.0 . . . no C17 C18 C13 121.4(11) . . . ? C17 C18 H8 21.2 . . . no C17 C18 C16 30.6(4) . . . ? C17 C18 O7 148.6(8) . . . ? C17 C18 C14 90.1(8) . . . ? C13 C18 H8 142.4 . . . no C13 C18 C16 90.7(13) . . . ? C13 C18 O7 27.3(4) . . . ? C13 C18 C14 31.2(4) . . . ? H8 C18 C16 51.7 . . . no H8 C18 O7 169.3 . . . no H8 C18 C14 111.2 . . . no C16 C18 O7 118.0(9) . . . ? C16 C18 C14 59.5(10) . . . ? O7 C18 C14 58.5(2) . . . ? O10 C19 C20 123.6(5) . . . ? O10 C19 C24 120.4(11) . . . ? O10 C19 H12 96.8 . . . no O10 C19 C23 148.6(7) . . . ? O10 C19 C21 152.0(4) . . . ? O10 C19 H19 46.6 . . . no O10 C19 H31 42.1 . . . no C20 C19 C24 116.0(9) . . . ? C20 C19 H12 139.2 . . . no C20 C19 C23 87.7(5) . . . ? C20 C19 C21 28.4(5) . . . ? C20 C19 H19 150.7 . . . no C20 C19 H31 140.3 . . . no C24 C19 H12 24.1 . . . no C24 C19 C23 28.3(5) . . . ? C24 C19 C21 87.6(12) . . . ? C24 C19 H19 80.9 . . . no C24 C19 H31 90.0 . . . no H12 C19 C23 52.2 . . . no H12 C19 C21 111.2 . . . no H12 C19 H19 62.6 . . . no H12 C19 H31 67.1 . . . no C23 C19 C21 59.3(8) . . . ? C23 C19 H19 105.8 . . . no C23 C19 H31 114.7 . . . no C21 C19 H19 150.7 . . . no C21 C19 H31 150.5 . . . no H19 C19 H31 56.9 2_665 2_665 2_665 no C21 C20 C19 122.5(5) . . . ? C21 C20 CL4 119.2(11) . . . ? C21 C20 H10 23.0 . . . no C21 C20 C22 30.9(7) . . . ? C21 C20 C24 90.5(9) . . . ? C21 C20 O10 149.6(4) . . . ? C19 C20 CL4 118.2(9) . . . ? C19 C20 H10 145.6 . . . no C19 C20 C22 91.6(5) . . . ? C19 C20 C24 32.1(7) . . . ? C19 C20 O10 27.1(4) . . . ? CL4 C20 H10 96.2 . . . no CL4 C20 C22 150.1(5) . . . ? CL4 C20 C24 150.3(4) . . . ? CL4 C20 O10 91.1(12) . . . ? H10 C20 C22 53.9 . . . no H10 C20 C24 113.5 . . . no H10 C20 O10 172.5 . . . no C22 C20 C24 59.6(3) . . . ? C22 C20 O10 118.7(8) . . . ? C24 C20 O10 59.2(10) . . . ? H10 C21 C22 120.3 . . . no H10 C21 C20 121.6 . . . no H10 C21 C23 149.0 . . . no H10 C21 N4 88.3 . . . no H10 C21 C19 150.7 . . . no H10 C21 O12 60.7 . . . no H10 C21 CL4 87.4 . . . no C22 C21 C20 118.0(11) . . . ? C22 C21 C23 28.7(3) . . . ? C22 C21 N4 32.1(5) . . . ? C22 C21 C19 89.0(12) . . . ? C22 C21 O12 59.7(10) . . . ? C22 C21 CL4 152.2(5) . . . ? C20 C21 C23 89.3(9) . . . ? C20 C21 N4 150.1(7) . . . ? C20 C21 C19 29.0(3) . . . ? C20 C21 O12 177.6(4) . . . ? C20 C21 CL4 34.2(7) . . . ? C23 C21 N4 60.8(4) . . . ? C23 C21 C19 60.3(10) . . . ? C23 C21 O12 88.4(9) . . . ? C23 C21 CL4 123.5(3) . . . ? N4 C21 C19 121.1(8) . . . ? N4 C21 O12 27.6(6) . . . ? N4 C21 CL4 175.7(3) . . . ? C19 C21 O12 148.7(3) . . . ? C19 C21 CL4 63.2(9) . . . ? O12 C21 CL4 148.1(7) . . . ? C21 C22 C23 122.8(9) . . . ? C21 C22 N4 118.0(11) . . . ? C21 C22 H10 23.6 . . . no C21 C22 H11 147.7 . . . no C21 C22 O12 89.5(12) . . . ? C21 C22 O11 145.0(7) . . . ? C21 C22 C20 31.1(5) . . . ? C21 C22 C24 91.9(12) . . . ? C23 C22 N4 119.1(5) . . . ? C23 C22 H10 146.4 . . . no C23 C22 H11 25.2 . . . no C23 C22 O12 147.8(6) . . . ? C23 C22 O11 92.0(5) . . . ? C23 C22 C20 91.7(5) . . . ? C23 C22 C24 30.9(5) . . . ? N4 C22 H10 94.5 . . . no N4 C22 H11 94.2 . . . no N4 C22 O12 28.6(3) . . . ? N4 C22 O11 27.1(6) . . . ? N4 C22 C20 149.1(7) . . . ? N4 C22 C24 150.0(4) . . . ? H10 C22 H11 170.7 . . . no H10 C22 O12 65.9 . . . no H10 C22 O11 121.6 . . . no H10 C22 C20 54.7 . . . no H10 C22 C24 115.5 . . . no H11 C22 O12 122.7 . . . no H11 C22 O11 67.2 . . . no H11 C22 C20 116.7 . . . no H11 C22 C24 56.0 . . . no O12 C22 O11 55.7(7) . . . ? O12 C22 C20 120.5(8) . . . ? O12 C22 C24 178.6(3) . . . ? O11 C22 C20 175.3(3) . . . ? O11 C22 C24 122.9(8) . . . ? C20 C22 C24 60.8(8) . . . ? H11 C23 C24 116.4 . . . no H11 C23 C22 125.3 . . . no H11 C23 H12 86.9 . . . no H11 C23 C21 153.4 . . . no H11 C23 C19 145.4 . . . no H11 C23 N4 94.1 . . . no C24 C23 C22 118.0(5) . . . ? C24 C23 H12 29.5 . . . no C24 C23 C21 89.5(9) . . . ? C24 C23 C19 29.2(6) . . . ? C24 C23 N4 149.4(4) . . . ? C22 C23 H12 146.8 . . . no C22 C23 C21 28.5(6) . . . ? C22 C23 C19 88.9(5) . . . ? C22 C23 N4 31.4(5) . . . ? H12 C23 C21 118.5 . . . no H12 C23 C19 58.4 . . . no H12 C23 N4 175.8 . . . no C21 C23 C19 60.4(3) . . . ? C21 C23 N4 59.9(10) . . . ? C19 C23 N4 120.3(8) . . . ? H12 C24 C23 112.6 . . . no H12 C24 C19 124.2 . . . no H12 C24 H11 83.3 . . . no H12 C24 C22 142.9 . . . no H12 C24 O10 96.2 . . . no H12 C24 C20 154.6 . . . no H12 C24 H19 67.2 . . . no C23 C24 C19 122.6(11) . . . ? C23 C24 H11 29.4 . . . no C23 C24 C22 31.1(3) . . . ? C23 C24 O10 151.1(7) . . . ? C23 C24 C20 90.6(9) . . . ? C23 C24 H19 152.9 . . . no C19 C24 H11 151.7 . . . no C19 C24 C22 91.5(12) . . . ? C19 C24 O10 28.6(5) . . . ? C19 C24 C20 31.9(3) . . . ? C19 C24 H19 67.8 . . . no H11 C24 C22 60.3 . . . no H11 C24 O10 178.8 . . . no H11 C24 C20 119.8 . . . no H11 C24 H19 137.3 . . . no C22 C24 O10 120.1(8) . . . ? C22 C24 C20 59.6(10) . . . ? C22 C24 H19 146.1 . . . no O10 C24 C20 60.6(3) . . . ? O10 C24 H19 43.0 . . . no C20 C24 H19 97.0 . . . no C3 H1 C2 35.0 . . . no C3 H1 C4 31.5 . . . no C3 H1 O2 90.1 . . . no C2 H1 C4 66.3 . . . no C2 H1 O2 125.0 . . . no C4 H1 O2 58.9 . . . no C5 H2 C6 40.4 . . . no C5 H2 C4 30.1 . . . no C5 H2 H3 70.8 . . . no C5 H2 H5 149.5 . . . no C5 H2 O3 87.2 . . . no C5 H2 O5 151.7 . . . no C6 H2 C4 70.4 . . . no C6 H2 H3 30.3 . . . no C6 H2 H5 169.1 . . . no C6 H2 O3 127.6 . . . no C6 H2 O5 111.3 . . . no C4 H2 H3 100.7 . . . no C4 H2 H5 119.3 . . . no C4 H2 O3 57.2 . . . no C4 H2 O5 176.0 . . . no H3 H2 H5 139.3 . . . no H3 H2 O3 157.9 . . . no H3 H2 O5 81.0 . . . no H5 H2 O3 62.5 1_454 1_454 1_454 no H5 H2 O5 58.6 1_454 1_454 1_454 no O3 H2 O5 121.0 . . . no C6 H3 C5 32.3 . . . no C6 H3 C1 33.8 . . . no C6 H3 H2 58.2 . . . no C6 H3 O15 135.6 . . . no C6 H3 H17 125.4 . . . no C5 H3 C1 65.9 . . . no C5 H3 H2 25.8 . . . no C5 H3 O15 154.6 . . . no C5 H3 H17 132.5 . . . no C1 H3 H2 91.8 . . . no C1 H3 O15 108.5 . . . no C1 H3 H17 110.1 . . . no H2 H3 O15 147.7 . . . no H2 H3 H17 126.1 . . . no O15 H3 H17 23.3 . . . no C9 H4 C10 35.1 . . . no C9 H4 C8 32.7 . . . no C9 H4 O6 97.1 . . . no C9 H4 N2 68.8 . . . no C10 H4 C8 67.6 . . . no C10 H4 O6 62.1 . . . no C10 H4 N2 33.8 . . . no C8 H4 O6 129.7 . . . no C8 H4 N2 101.4 . . . no O6 H4 N2 28.3 . . . no C11 H5 C12 35.4 . . . no C11 H5 C10 34.4 . . . no C11 H5 H2 160.4 . . . no C11 H5 O5 94.5 . . . no C11 H5 H6 60.0 . . . no C11 H5 O3 136.3 . . . no C11 H5 N2 67.0 . . . no C12 H5 C10 69.7 . . . no C12 H5 H2 164.0 . . . no C12 H5 O5 129.9 . . . no C12 H5 H6 24.7 . . . no C12 H5 O3 101.0 . . . no C12 H5 N2 102.4 . . . no C10 H5 H2 126.1 . . . no C10 H5 O5 60.3 . . . no C10 H5 H6 94.3 . . . no C10 H5 O3 168.5 . . . no C10 H5 N2 32.7 . . . no H2 H5 O5 66.0 1_656 1_656 1_656 no H2 H5 H6 139.6 1_656 1_656 1_656 no H2 H5 O3 63.0 1_656 1_656 1_656 no H2 H5 N2 93.4 1_656 1_656 1_656 no O5 H5 H6 154.3 . . . no O5 H5 O3 128.9 . . . no O5 H5 N2 27.5 . . . no H6 H5 O3 76.8 . . . no H6 H5 N2 126.9 . . . no O3 H5 N2 156.0 1_656 1_656 1_656 no C12 H6 C7 39.0 . . . no C12 H6 C11 31.5 . . . no C12 H6 H15 112.4 . . . no C12 H6 H5 55.4 . . . no C12 H6 O4 71.0 . . . no C7 H6 C11 70.4 . . . no C7 H6 H15 75.9 . . . no C7 H6 H5 94.3 . . . no C7 H6 O4 32.1 . . . no C11 H6 H15 141.7 . . . no C11 H6 H5 24.1 . . . no C11 H6 O4 102.5 . . . no H15 H6 H5 157.4 2 2 2 no H15 H6 O4 45.8 2 2 2 no H5 H6 O4 126.4 . . . no C15 H7 C16 38.0 . . . no C15 H7 C14 29.1 . . . no C15 H7 O8 101.7 . . . no C15 H7 N3 73.1 . . . no C16 H7 C14 66.5 . . . no C16 H7 O8 64.5 . . . no C16 H7 N3 35.4 . . . no C14 H7 O8 130.7 . . . no C14 H7 N3 101.9 . . . no O8 H7 N3 29.4 . . . no C17 H8 C16 39.8 . . . no C17 H8 C18 31.5 . . . no C17 H8 H11 153.7 . . . no C17 H8 O9 103.4 . . . no C17 H8 N3 74.9 . . . no C17 H8 H9 54.8 . . . no C16 H8 C18 71.1 . . . no C16 H8 H11 125.2 . . . no C16 H8 O9 64.3 . . . no C16 H8 N3 35.3 . . . no C16 H8 H9 94.4 . . . no C18 H8 H11 152.0 . . . no C18 H8 O9 134.8 . . . no C18 H8 N3 106.3 . . . no C18 H8 H9 23.4 . . . no H11 H8 O9 63.4 1_454 1_454 1_454 no H11 H8 N3 92.0 1_454 1_454 1_454 no H11 H8 H9 133.8 1_454 1_454 1_454 no O9 H8 N3 29.1 . . . no O9 H8 H9 157.8 . . . no N3 H8 H9 129.7 . . . no C18 H9 C13 37.8 . . . no C18 H9 C17 33.3 . . . no C18 H9 O17 151.4 . . . no C18 H9 H8 55.1 . . . no C18 H9 H22 165.9 . . . no C18 H9 O7 68.0 . . . no C13 H9 C17 71.1 . . . no C13 H9 O17 113.8 . . . no C13 H9 H8 92.7 . . . no C13 H9 H22 130.2 . . . no C13 H9 O7 30.3 . . . no C17 H9 O17 173.3 . . . no C17 H9 H8 21.7 . . . no C17 H9 H22 157.3 . . . no C17 H9 O7 101.4 . . . no O17 H9 H8 152.6 . . . no O17 H9 H22 20.3 . . . no O17 H9 O7 83.6 . . . no H8 H9 H22 136.5 . . . no H8 H9 O7 123.0 . . . no H22 H9 O7 100.2 . . . no C21 H10 C22 36.1 . . . no C21 H10 C20 35.3 . . . no C21 H10 O12 99.2 . . . no C21 H10 N4 70.5 . . . no C22 H10 C20 71.4 . . . no C22 H10 O12 63.1 . . . no C22 H10 N4 34.5 . . . no C20 H10 O12 134.5 . . . no C20 H10 N4 105.9 . . . no O12 H10 N4 28.7 . . . no C23 H11 C24 34.3 . . . no C23 H11 C22 29.5 . . . no C23 H11 H8 149.9 . . . no C23 H11 H12 62.2 . . . no C23 H11 O9 135.8 . . . no C23 H11 O11 86.0 . . . no C24 H11 C22 63.7 . . . no C24 H11 H8 155.8 . . . no C24 H11 H12 28.0 . . . no C24 H11 O9 104.0 . . . no C24 H11 O11 120.2 . . . no C22 H11 H8 127.1 . . . no C22 H11 H12 91.4 . . . no C22 H11 O9 161.1 . . . no C22 H11 O11 56.9 . . . no H8 H11 H12 136.4 1_656 1_656 1_656 no H8 H11 O9 58.9 1_656 1_656 1_656 no H8 H11 O11 72.4 1_656 1_656 1_656 no H12 H11 O9 78.2 . . . no H12 H11 O11 148.2 . . . no O9 H11 O11 131.1 1_656 1_656 1_656 no C24 H12 C23 38.0 . . . no C24 H12 C19 31.7 . . . no C24 H12 H14 155.2 . . . no C24 H12 H11 68.8 . . . no C24 H12 H19 88.7 . . . no C24 H12 O13 174.7 . . . no C24 H12 H31 93.3 . . . no C23 H12 C19 69.4 . . . no C23 H12 H14 117.8 . . . no C23 H12 H11 30.9 . . . no C23 H12 H19 121.2 . . . no C23 H12 O13 139.1 . . . no C23 H12 H31 126.5 . . . no C19 H12 H14 172.5 . . . no C19 H12 H11 100.2 . . . no C19 H12 H19 64.5 . . . no C19 H12 O13 150.0 . . . no C19 H12 H31 63.2 . . . no H14 H12 H11 87.0 1_655 1_655 1_655 no H14 H12 H19 108.6 1_655 1_655 1_655 no H14 H12 O13 23.9 1_655 1_655 1_655 no H14 H12 H31 111.1 1_655 1_655 1_655 no H11 H12 H19 141.9 . . . no H11 H12 O13 108.5 . . . no H11 H12 H31 150.1 . . . no H19 H12 O13 95.9 2_665 2_665 2_665 no H19 H12 H31 56.2 2_665 2_665 2_665 no O13 H12 H31 87.2 1_655 1_655 1_655 no O13 H13 H14 37.2 . . . no O13 H13 O19 164.6 . . . no O13 H13 H26 135.7 . . . no O13 H13 H21 133.2 . . . no O13 H13 ZN1 47.4 . . . no H14 H13 O19 128.6 . . . no H14 H13 H26 110.0 . . . no H14 H13 H21 98.5 . . . no H14 H13 ZN1 77.9 . . . no O19 H13 H26 31.8 . . . no O19 H13 H21 38.7 . . . no O19 H13 ZN1 136.4 . . . no H26 H13 H21 56.2 . . . no H26 H13 ZN1 113.7 . . . no H21 H13 ZN1 167.7 2_565 2_565 2_565 no O13 H14 H13 34.0 . . . no O13 H14 O9 175.5 . . . no O13 H14 H12 90.9 . . . no O13 H14 N3 152.4 . . . no H13 H14 O9 147.9 . . . no H13 H14 H12 98.2 . . . no H13 H14 N3 135.1 . . . no O9 H14 H12 92.4 1_556 1_556 1_556 no O9 H14 N3 24.0 1_556 1_556 1_556 no H12 H14 N3 116.4 1_455 1_455 1_455 no O14 H15 H16 41.9 . . . no O14 H15 O4 166.0 . . . no O14 H15 H6 121.0 . . . no O14 H15 H27 107.2 . . . no H16 H15 O4 140.1 . . . no H16 H15 H6 121.3 . . . no H16 H15 H27 65.9 . . . no O4 H15 H6 71.3 2 2 2 no O4 H15 H27 74.8 2 2 2 no H6 H15 H27 100.3 2 2 2 no O14 H16 H15 38.0 . . . no O14 H16 H27 118.8 . . . no O14 H16 CL1 143.2 . . . no O14 H16 H24 104.0 . . . no H15 H16 H27 81.5 . . . no H15 H16 CL1 142.0 . . . no H15 H16 H24 107.0 . . . no H27 H16 CL1 74.6 2 2 2 no H27 H16 H24 101.5 2 2 2 no CL1 H16 H24 106.3 2 2 2 no O15 H17 O21 160.1 . . . no O15 H17 H18 28.3 . . . no O15 H17 H29 135.6 . . . no O15 H17 H24 144.1 . . . no O15 H17 O14 90.3 . . . no O15 H17 ZN1 43.8 . . . no O15 H17 H3 73.1 . . . no O21 H17 H18 132.3 2 2 2 no O21 H17 H29 24.5 2 2 2 no O21 H17 H24 42.2 2 2 2 no O21 H17 O14 108.2 2 2 2 no O21 H17 ZN1 156.0 2 2 2 no O21 H17 H3 111.6 2 2 2 no H18 H17 H29 108.6 . . . no H18 H17 H24 145.0 . . . no H18 H17 O14 118.4 . . . no H18 H17 ZN1 71.6 . . . no H18 H17 H3 75.4 . . . no H29 H17 H24 55.6 2 2 2 no H29 H17 O14 128.8 2 2 2 no H29 H17 ZN1 174.8 2 2 2 no H29 H17 H3 116.4 2 2 2 no H24 H17 O14 74.0 2 2 2 no H24 H17 ZN1 121.2 2 2 2 no H24 H17 H3 138.8 2 2 2 no O14 H17 ZN1 49.1 . . . no O14 H17 H3 94.8 . . . no ZN1 H17 H3 68.8 . . . no O15 H18 H17 30.1 . . . no O15 H18 O22 135.2 . . . no O15 H18 H31 155.3 . . . no O15 H18 H30 121.0 . . . no O15 H18 H29 133.7 . . . no O15 H18 ZN1 39.2 . . . no H17 H18 O22 112.1 . . . no H17 H18 H31 137.0 . . . no H17 H18 H30 98.7 . . . no H17 H18 H29 105.7 . . . no H17 H18 ZN1 68.7 . . . no O22 H18 H31 24.9 1_455 1_455 1_455 no O22 H18 H30 14.2 1_455 1_455 1_455 no O22 H18 H29 50.7 1_455 1_455 1_455 no O22 H18 ZN1 139.5 1_455 1_455 1_455 no H31 H18 H30 38.4 1_455 1_455 1_455 no H31 H18 H29 55.1 1_455 1_455 1_455 no H31 H18 ZN1 135.2 1_455 1_455 1_455 no H30 H18 H29 57.0 1_455 1_455 1_455 no H30 H18 ZN1 131.9 1_455 1_455 1_455 no H29 H18 ZN1 169.2 1_455 1_455 1_455 no O16 H19 H20 33.0 . . . no O16 H19 O10 151.6 . . . no O16 H19 H31 122.0 . . . no O16 H19 H12 128.8 . . . no O16 H19 C19 174.7 . . . no O16 H19 ZN2 48.6 . . . no O16 H19 C24 148.7 . . . no H20 H19 O10 119.6 . . . no H20 H19 H31 95.6 . . . no H20 H19 H12 140.4 . . . no H20 H19 C19 150.1 . . . no H20 H19 ZN2 76.2 . . . no H20 H19 C24 162.3 . . . no O10 H19 H31 48.6 2_665 2_665 2_665 no O10 H19 H12 75.7 2_665 2_665 2_665 no O10 H19 C19 30.5 2_665 2_665 2_665 no O10 H19 ZN2 139.9 2_665 2_665 2_665 no O10 H19 C24 59.3 2_665 2_665 2_665 no H31 H19 H12 66.2 2_665 2_665 2_665 no H31 H19 C19 63.3 2_665 2_665 2_665 no H31 H19 ZN2 170.5 2_665 2_665 2_665 no H31 H19 C24 70.3 2_665 2_665 2_665 no H12 H19 C19 52.8 2_665 2_665 2_665 no H12 H19 ZN2 117.2 2_665 2_665 2_665 no H12 H19 C24 24.1 2_665 2_665 2_665 no C19 H19 ZN2 126.2 2_665 2_665 2_665 no C19 H19 C24 31.3 2_665 2_665 2_665 no ZN2 H19 C24 116.7 . . . no O16 H20 H19 35.6 . . . no O16 H20 O7 126.5 . . . no O16 H20 CL3 156.9 . . . no H19 H20 O7 96.1 . . . no H19 H20 CL3 155.6 . . . no O7 H20 CL3 76.4 2_665 2_665 2_665 no O17 H21 H22 36.0 . . . no O17 H21 O19 168.8 . . . no O17 H21 H25 139.3 . . . no O17 H21 H26 159.9 . . . no O17 H21 H13 143.8 . . . no H22 H21 O19 143.3 . . . no H22 H21 H25 123.9 . . . no H22 H21 H26 124.7 . . . no H22 H21 H13 151.0 . . . no O19 H21 H25 29.9 2_565 2_565 2_565 no O19 H21 H26 26.3 2_565 2_565 2_565 no O19 H21 H13 44.9 2_565 2_565 2_565 no H25 H21 H26 47.7 2_565 2_565 2_565 no H25 H21 H13 73.6 2_565 2_565 2_565 no H26 H21 H13 46.8 2_565 2_565 2_565 no O17 H22 H21 45.0 . . . no O17 H22 O20 147.6 . . . no O17 H22 H28 132.6 . . . no O17 H22 H9 72.3 . . . no O17 H22 H27 152.1 . . . no O17 H22 ZN2 32.6 . . . no H21 H22 O20 126.3 . . . no H21 H22 H28 108.7 . . . no H21 H22 H9 98.1 . . . no H21 H22 H27 140.8 . . . no H21 H22 ZN2 76.5 . . . no O20 H22 H28 18.4 . . . no O20 H22 H9 134.0 . . . no O20 H22 H27 14.5 . . . no O20 H22 ZN2 129.0 . . . no H28 H22 H9 152.4 . . . no H28 H22 H27 32.5 . . . no H28 H22 ZN2 124.8 . . . no H9 H22 H27 120.0 . . . no H9 H22 ZN2 67.4 . . . no H27 H22 ZN2 124.7 . . . no O18 H23 O6 160.5 . . . no O18 H23 H24 35.9 . . . no O18 H23 H30 111.0 . . . no O18 H23 N2 175.2 . . . no O6 H23 H24 133.1 1_554 1_554 1_554 no O6 H23 H30 79.1 1_554 1_554 1_554 no O6 H23 N2 20.9 1_554 1_554 1_554 no H24 H23 H30 87.5 . . . no H24 H23 N2 140.0 . . . no H30 H23 N2 64.5 . . . no O18 H24 O21 162.8 . . . no O18 H24 H23 39.1 . . . no O18 H24 H29 136.6 . . . no O18 H24 H17 137.0 . . . no O18 H24 H16 82.1 . . . no O21 H24 H23 126.1 . . . no O21 H24 H29 26.8 . . . no O21 H24 H17 43.0 . . . no O21 H24 H16 107.6 . . . no H23 H24 H29 105.5 . . . no H23 H24 H17 105.6 . . . no H23 H24 H16 84.7 . . . no H29 H24 H17 59.3 . . . no H29 H24 H16 127.3 . . . no H17 H24 H16 68.0 2 2 2 no O19 H25 H26 33.4 . . . no O19 H25 H21 63.5 . . . no O19 H25 O12 123.0 . . . no H26 H25 H21 78.4 . . . no H26 H25 O12 126.3 . . . no H21 H25 O12 146.7 2_565 2_565 2_565 no O19 H26 H25 28.8 . . . no O19 H26 O20 165.8 . . . no O19 H26 H28 157.8 . . . no O19 H26 H13 68.9 . . . no O19 H26 H27 142.3 . . . no O19 H26 H21 44.1 . . . no H25 H26 O20 150.0 . . . no H25 H26 H28 170.7 . . . no H25 H26 H13 97.3 . . . no H25 H26 H27 143.3 . . . no H25 H26 H21 53.8 . . . no O20 H26 H28 27.6 . . . no O20 H26 H13 106.2 . . . no O20 H26 H27 24.2 . . . no O20 H26 H21 149.5 . . . no H28 H26 H13 90.9 . . . no H28 H26 H27 40.7 . . . no H28 H26 H21 124.5 . . . no H13 H26 H27 89.3 . . . no H13 H26 H21 77.1 . . . no H27 H26 H21 160.5 . . . no O20 H27 H28 37.6 . . . no O20 H27 O1 156.8 . . . no O20 H27 H26 57.7 . . . no O20 H27 H16 124.8 . . . no O20 H27 H22 33.2 . . . no O20 H27 H15 127.8 . . . no H28 H27 O1 135.9 . . . no H28 H27 H26 62.7 . . . no H28 H27 H16 128.6 . . . no H28 H27 H22 69.9 . . . no H28 H27 H15 108.5 . . . no O1 H27 H26 99.1 . . . no O1 H27 H16 77.5 . . . no O1 H27 H22 147.0 . . . no O1 H27 H15 73.8 . . . no H26 H27 H16 166.3 . . . no H26 H27 H22 73.2 . . . no H26 H27 H15 159.3 . . . no H16 H27 H22 102.3 2 2 2 no H16 H27 H15 32.6 2 2 2 no H22 H27 H15 123.2 . . . no O20 H28 H27 36.3 . . . no O20 H28 H26 68.3 . . . no O20 H28 O8 159.7 . . . no O20 H28 H22 41.9 . . . no H27 H28 H26 76.5 . . . no H27 H28 O8 154.2 . . . no H27 H28 H22 77.5 . . . no H26 H28 O8 123.2 . . . no H26 H28 H22 78.4 . . . no O8 H28 H22 120.0 1_556 1_556 1_556 no O21 H29 O22 137.1 . . . no O21 H29 H24 44.5 . . . no O21 H29 H31 123.3 . . . no O21 H29 H17 41.0 . . . no O21 H29 H30 124.0 . . . no O21 H29 H18 172.6 . . . no O22 H29 H24 92.7 . . . no O22 H29 H31 25.6 . . . no O22 H29 H17 129.9 . . . no O22 H29 H30 19.6 . . . no O22 H29 H18 45.4 . . . no H24 H29 H31 82.1 . . . no H24 H29 H17 65.0 . . . no H24 H29 H30 82.1 . . . no H24 H29 H18 136.7 . . . no H31 H29 H17 140.1 . . . no H31 H29 H30 39.5 . . . no H31 H29 H18 55.4 . . . no H17 H29 H30 110.3 2 2 2 no H17 H29 H18 145.4 2 2 2 no H30 H29 H18 60.5 . . . no O22 H30 H31 32.0 . . . no O22 H30 O5 161.7 . . . no O22 H30 H29 50.9 . . . no O22 H30 H18 31.4 . . . no O22 H30 H23 115.7 . . . no H31 H30 O5 156.2 . . . no H31 H30 H29 64.2 . . . no H31 H30 H18 61.7 . . . no H31 H30 H23 94.3 . . . no O5 H30 H29 137.6 1_554 1_554 1_554 no O5 H30 H18 131.3 1_554 1_554 1_554 no O5 H30 H23 82.6 1_554 1_554 1_554 no H29 H30 H18 62.5 . . . no H29 H30 H23 80.9 . . . no H18 H30 H23 141.9 1_655 1_655 1_655 no O22 H31 H30 28.1 . . . no O22 H31 O10 159.0 . . . no O22 H31 H29 62.6 . . . no O22 H31 H18 52.8 . . . no O22 H31 H19 144.6 . . . no O22 H31 C19 154.6 . . . no O22 H31 H12 128.1 . . . no H30 H31 O10 136.7 . . . no H30 H31 H29 76.3 . . . no H30 H31 H18 79.8 . . . no H30 H31 H19 128.0 . . . no H30 H31 C19 158.6 . . . no H30 H31 H12 151.3 . . . no O10 H31 H29 105.2 . . . no O10 H31 H18 142.3 . . . no O10 H31 H19 49.6 . . . no O10 H31 C19 28.4 . . . no O10 H31 H12 70.7 . . . no H29 H31 H18 69.5 . . . no H29 H31 H19 152.7 . . . no H29 H31 C19 93.0 . . . no H29 H31 H12 108.5 . . . no H18 H31 H19 121.9 1_655 1_655 1_655 no H18 H31 C19 114.1 1_655 1_655 1_655 no H18 H31 H12 75.8 1_655 1_655 1_655 no H19 H31 C19 59.9 2_665 2_665 2_665 no H19 H31 H12 57.6 2_665 2_665 2_665 no C19 H31 H12 49.7 . . . 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 O1 H27 2.0235 . . no O4 H15 1.8902 . 2 no O5 H30 2.1205 . 1_556 no O6 H23 1.7080 . 1_556 no O7 H20 2.2390 . 2_665 no O8 H28 2.0377 . 1_554 no O9 H14 1.8419 . 1_554 no O10 H31 1.8496 . . no O10 H19 1.8763 . 2_665 no O12 H25 2.1995 . 1_656 no O15 O22 2.67(2) . 1_455 no O17 O20 2.678(9) . . no O19 H21 1.6710 . 2_565 no O19 H13 1.8840 . . no O20 H26 1.7894 . . no O20 H22 1.8892 . . no O21 H24 1.6855 . . no O21 H17 1.7110 . 2 no O22 H18 1.8768 . 1_655 no O22 H29 2.0406 . . no H13 H26 1.9844 . . no H21 H25 1.8639 . 2_565 no H26 H28 1.9150 . . 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 ? ? ? ? ? ? ? ? ? ? # -- ENTER TORSION ANGLES HERE, ONE PER LINE -- # e.g. C1 C2 C3 C4 52.8(1) . . . . yes #------------------------------------------------------------------------------