# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _audit_creation_date 2007-07-27 _audit_creation_method 'by teXsan v1.8' _audit_update_record ; ? ; _publ_requested_category ' ' _publ_contact_author_name 'Dr Fabrice Thomas' _publ_contact_author_address ; Departement de Chimie Moleculaire - Chimie Inorganique Redox Biomimetique (CIRE) Universite Joseph Fourier 301 rue de la Chimie Grenoble 38041 FRANCE ; _publ_contact_letter ; ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' ? ' _publ_contact_author_fax ' ? ' _publ_contact_author_email FABRICE.THOMAS@UJF-GRENOBLE.FR _publ_section_title ; A versatile electronic hole in one-electron oxidized NiII bis-salicylidene phenylenediamine complexes ; _publ_section_title_footnote ' ' _publ_section_abstract ; ; _publ_section_exptl_refinement ; ; _publ_section_comment ; ; _publ_section_references ; Molecular Structure Corporation. (1992-1997). teXsan. Single Crystal Structure Analysis Software. Version 1.7. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. ; _publ_section_acknowledgements ; ; _publ_section_table_legends ; ; _publ_section_figure_captions ; ; loop_ _publ_author_name F.Thomas 'C.Perez Del Valle' 'Olivier Jarjayes ' 'Christian Philouze ' 'Olaf Rotthaus ' data_Olivier _database_code_depnum_ccdc_archive 'CCDC 649977' #------------------------------------------------------------------------------ _computing_data_collection 'Bruker-Enraf-Nonius kappaCCD' _computing_cell_refinement 'Bruker-Enraf-Nonius kappaCCD' _computing_data_reduction 'teXsan (MSC, 1992-1997)' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan (MSC, 1992-1997)' _computing_publication_material 'teXsan (MSC, 1992-1997)' #------------------------------------------------------------------------------ _cell_length_a 10.934(1) _cell_length_b 20.635(2) _cell_length_c 18.842(2) _cell_angle_alpha 90 _cell_angle_beta 100.24(2) _cell_angle_gamma 90 _cell_volume 4183.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293.0 _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 'P 21/a ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y, -z' ' -x, -y, -z' '1/2+x,1/2-y, +z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ; _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 878.40 _chemical_formula_analytical ? _chemical_formula_sum 'C33.81 H45.81 Cl7.43 N4 O3 Ni ' _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 1819.92 _exptl_absorpt_coefficient_mu 0.975 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; Absorption was corrected using SADABS ; _diffrn_ambient_temperature 293.0 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector CCD _diffrn_measurement_device_type 'Bruker-Enraf-Nonius kappaCCD' _diffrn_detector_area_resol_mean ? _diffrn_measurement_method 'phi scans and omega scans' _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 58172 _reflns_number_total 9855 _reflns_number_gt 6177 _reflns_threshold_expression I>2.50\s(I) _diffrn_reflns_av_R_equivalents 0.04084 _diffrn_reflns_av_sigmaI/netI 0.080 _diffrn_reflns_theta_full ? _diffrn_measured_fraction_theta_max ? _diffrn_measured_fraction_theta_full ? _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.10 _diffrn_reflns_theta_max 27.50 _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 0 135 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 183 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 16 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 12 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Ni 0 4 0.285 1.113 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl 0 29 0.132 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom Ni 0.91246(4) 0.11209(2) 0.57365(2) 0.0169(1) 1.000 . Uani d ? Cl(1) 0.6706(1) 0.19929(6) 0.98642(6) 0.0447(3) 1.000 . Uani d ? Cl(2) 1.0692(1) -0.05452(6) 0.85035(6) 0.0476(3) 1.000 . Uani d ? Cl(3) 0.1854(1) 0.12997(8) 1.2973(1) 0.0659(5) 0.910 . Uani d ? Cl(4) 0.3124(2) 0.01045(9) 1.2816(2) 0.143(1) 0.910 . Uani d ? Cl(5) 0.2930(2) 0.10941(9) 1.1695(1) 0.0887(6) 0.910 . Uani d ? Cl(7) 0.3641(3) 0.0535(2) 0.9740(2) 0.173(1) 0.900 . Uani d ? Cl(8) 0.2993(2) 0.1531(1) 0.8668(1) 0.0956(7) 0.900 . Uani d ? Cl(9) 0.4876(2) 0.05871(8) 0.8511(1) 0.0697(5) 0.900 . Uani d ? O(1) 0.7853(2) 0.1405(1) 0.5022(1) 0.0217(6) 1.000 . Uani d ? O(2) 0.8148(2) 0.1427(1) 0.6368(1) 0.0210(6) 1.000 . Uani d ? O(3) 0.4163(5) 0.2102(3) 1.0610(3) 0.111(2) 1.000 . Uani d ? N(1) 1.0121(3) 0.0844(1) 0.5097(2) 0.0181(7) 1.000 . Uani d ? N(2) 1.0367(3) 0.0816(1) 0.6456(2) 0.0181(7) 1.000 . Uani d ? N(3) 0.7505(3) 0.1423(2) 0.2033(2) 0.0272(8) 1.000 . Uani d ? N(4) 0.8738(3) 0.1182(2) 0.9362(2) 0.0273(8) 1.000 . Uani d ? C(1) 0.9826(3) 0.0857(2) 0.4393(2) 0.0208(9) 1.000 . Uani d ? C(2) 0.8719(3) 0.1116(2) 0.3992(2) 0.0200(8) 1.000 . Uani d ? C(3) 0.7775(3) 0.1394(2) 0.4326(2) 0.0199(8) 1.000 . Uani d ? C(4) 0.6704(4) 0.1678(2) 0.3876(2) 0.0214(9) 1.000 . Uani d ? C(5) 0.6657(4) 0.1666(2) 0.3140(2) 0.0238(9) 1.000 . Uani d ? C(6) 0.7595(4) 0.1386(2) 0.2821(2) 0.0223(9) 1.000 . Uani d ? C(7) 0.8605(4) 0.1112(2) 0.3231(2) 0.0233(9) 1.000 . Uani d ? C(8) 1.1301(3) 0.0603(2) 0.5445(2) 0.0193(8) 1.000 . Uani d ? C(9) 1.2265(4) 0.0396(2) 0.5108(2) 0.028(1) 1.000 . Uani d ? C(10) 1.3347(4) 0.0175(2) 0.5525(2) 0.030(1) 1.000 . Uani d ? C(11) 1.3488(4) 0.0164(2) 0.6270(2) 0.029(1) 1.000 . Uani d ? C(12) 1.2547(4) 0.0377(2) 0.6615(2) 0.0245(9) 1.000 . Uani d ? C(13) 1.1436(3) 0.0590(2) 0.6193(2) 0.0192(8) 1.000 . Uani d ? C(14) 1.0324(3) 0.0792(2) 0.7140(2) 0.0218(9) 1.000 . Uani d ? C(15) 0.9368(3) 0.1051(2) 0.7468(2) 0.0219(9) 1.000 . Uani d ? C(16) 0.8317(3) 0.1381(2) 0.7069(2) 0.0199(8) 1.000 . Uani d ? C(17) 0.7442(3) 0.1675(2) 0.7458(2) 0.0203(9) 1.000 . Uani d ? C(18) 0.7638(4) 0.1603(2) 0.8193(2) 0.0235(9) 1.000 . Uani d ? C(19) 0.8663(4) 0.1266(2) 0.8573(2) 0.0236(9) 1.000 . Uani d ? C(20) 0.9515(4) 0.0994(2) 0.8230(2) 0.0247(9) 1.000 . Uani d ? C(21) 0.5649(4) 0.1973(2) 0.4199(2) 0.027(1) 1.000 . Uani d ? C(22) 0.5033(4) 0.1439(2) 0.4583(2) 0.035(1) 1.000 . Uani d ? C(23) 0.6138(4) 0.2519(2) 0.4722(2) 0.038(1) 1.000 . Uani d ? C(24) 0.4638(4) 0.2262(2) 0.3618(2) 0.035(1) 1.000 . Uani d ? C(25) 0.7755(7) 0.2090(2) 0.1795(3) 0.065(2) 1.000 . Uani d ? C(26) 0.6339(4) 0.1153(2) 0.1618(2) 0.041(1) 1.000 . Uani d ? C(27) 0.6325(4) 0.2058(2) 0.7063(2) 0.027(1) 1.000 . Uani d ? C(28) 0.5514(4) 0.2317(2) 0.7584(2) 0.036(1) 1.000 . Uani d ? C(29) 0.6800(4) 0.2641(2) 0.6678(2) 0.036(1) 1.000 . Uani d ? C(30) 0.5501(4) 0.1619(2) 0.6525(3) 0.039(1) 1.000 . Uani d ? C(31) 0.9969(5) 0.1388(3) 0.9786(2) 0.044(1) 1.000 . Uani d ? C(32) 0.8431(5) 0.0507(2) 0.9537(2) 0.038(1) 1.000 . Uani d ? C(33) 0.2221(5) 0.0711(3) 1.2354(4) 0.061(2) 0.910 . Uani d ? C(34) 0.4158(5) 0.1036(3) 0.9121(4) 0.059(2) 0.900 . Uani d ? H(1) 0.8157 0.1159 0.1920 0.033 1.000 . Uiso c ? H(2) 0.8124 0.1455 0.9503 0.033 1.000 . Uiso c ? H(3) 1.0407 0.0678 0.4128 0.025 1.000 . Uiso c ? H(4) 0.5961 0.1856 0.2837 0.029 1.000 . Uiso c ? H(5) 0.9232 0.0920 0.3011 0.028 1.000 . Uiso c ? H(6) 1.2178 0.0407 0.4598 0.034 1.000 . Uiso c ? H(7) 1.4006 0.0027 0.5298 0.036 1.000 . Uiso c ? H(8) 1.4242 0.0009 0.6548 0.035 1.000 . Uiso c ? H(9) 1.2652 0.0379 0.7126 0.029 1.000 . Uiso c ? H(10) 1.0992 0.0583 0.7445 0.026 1.000 . Uiso c ? H(11) 0.7058 0.1788 0.8454 0.028 1.000 . Uiso c ? H(12) 1.0205 0.0766 0.8493 0.030 1.000 . Uiso c ? H(13) 0.4697 0.1117 0.4243 0.042 1.000 . Uiso c ? H(14) 0.4387 0.1622 0.4795 0.042 1.000 . Uiso c ? H(15) 0.5636 0.1248 0.4948 0.042 1.000 . Uiso c ? H(16) 0.5477 0.2686 0.4934 0.045 1.000 . Uiso c ? H(17) 0.6770 0.2354 0.5090 0.045 1.000 . Uiso c ? H(18) 0.6471 0.2854 0.4469 0.045 1.000 . Uiso c ? H(19) 0.3986 0.2430 0.3837 0.042 1.000 . Uiso c ? H(20) 0.4317 0.1934 0.3282 0.042 1.000 . Uiso c ? H(21) 0.4983 0.2600 0.3374 0.042 1.000 . Uiso c ? H(22) 0.7197 0.2385 0.1958 0.078 1.000 . Uiso c ? H(23) 0.7642 0.2103 0.1284 0.078 1.000 . Uiso c ? H(24) 0.8586 0.2208 0.1993 0.078 1.000 . Uiso c ? H(25) 0.6238 0.0719 0.1765 0.049 1.000 . Uiso c ? H(26) 0.5655 0.1406 0.1705 0.049 1.000 . Uiso c ? H(27) 0.6375 0.1162 0.1118 0.049 1.000 . Uiso c ? H(28) 0.5974 0.2624 0.7901 0.044 1.000 . Uiso c ? H(29) 0.5269 0.1969 0.7857 0.044 1.000 . Uiso c ? H(30) 0.4796 0.2520 0.7318 0.044 1.000 . Uiso c ? H(31) 0.7238 0.2929 0.7027 0.043 1.000 . Uiso c ? H(32) 0.7340 0.2493 0.6370 0.043 1.000 . Uiso c ? H(33) 0.6114 0.2861 0.6401 0.043 1.000 . Uiso c ? H(34) 0.5958 0.1472 0.6171 0.046 1.000 . Uiso c ? H(35) 0.4794 0.1856 0.6296 0.046 1.000 . Uiso c ? H(36) 0.5240 0.1258 0.6772 0.046 1.000 . Uiso c ? H(37) 0.9928 0.1389 1.0285 0.053 1.000 . Uiso c ? H(38) 1.0163 0.1811 0.9641 0.053 1.000 . Uiso c ? H(39) 1.0594 0.1094 0.9699 0.053 1.000 . Uiso c ? H(40) 0.9034 0.0220 0.9408 0.046 1.000 . Uiso c ? H(41) 0.8430 0.0473 1.0040 0.046 1.000 . Uiso c ? H(42) 0.7633 0.0397 0.9277 0.046 1.000 . Uiso c ? H(43) 0.1466 0.0522 1.2118 0.074 0.910 . Uiso d ? H(44) 0.4775 0.1311 0.9382 0.071 0.900 . Uiso d ? H(45) 0.4919 0.1982 1.0447 0.129 1.000 . Uiso c ? H(46) 0.3961 0.1755 1.0911 0.129 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 Ni 0.0165(2) 0.0180(2) 0.0160(2) 0.0025(2) 0.0027(2) 0.0013(2) Cl(1) 0.0532(7) 0.0586(7) 0.0238(5) 0.0195(5) 0.0110(5) -0.0016(5) Cl(2) 0.0524(7) 0.0648(7) 0.0258(5) 0.0302(6) 0.0074(5) 0.0039(5) Cl(3) 0.0446(8) 0.082(1) 0.078(1) -0.0191(7) 0.0294(7) -0.0217(8) Cl(4) 0.061(1) 0.052(1) 0.283(4) -0.0076(9) -0.061(2) 0.012(2) Cl(5) 0.076(1) 0.087(1) 0.121(1) -0.0241(9) 0.0666(9) -0.037(1) Cl(7) 0.178(3) 0.176(2) 0.193(2) 0.021(2) 0.114(2) 0.118(2) Cl(8) 0.058(1) 0.138(2) 0.090(1) 0.041(1) 0.011(1) 0.036(1) Cl(9) 0.058(1) 0.0587(9) 0.090(1) -0.0048(8) 0.0048(9) -0.0055(9) O(1) 0.020(1) 0.028(1) 0.017(1) 0.006(1) 0.003(1) 0.001(1) O(2) 0.023(1) 0.025(1) 0.016(1) 0.007(1) 0.004(1) 0.001(1) O(3) 0.113(4) 0.135(4) 0.096(4) 0.029(4) 0.048(3) 0.023(3) N(1) 0.017(1) 0.018(1) 0.020(1) -0.001(1) 0.005(1) 0.000(1) N(2) 0.018(1) 0.016(1) 0.020(1) 0.000(1) 0.003(1) 0.000(1) N(3) 0.034(2) 0.030(2) 0.017(2) -0.001(1) 0.003(1) -0.001(1) N(4) 0.031(2) 0.034(2) 0.019(1) 0.004(1) 0.007(1) 0.001(1) C(1) 0.022(2) 0.019(2) 0.023(2) -0.001(1) 0.008(1) 0.000(1) C(2) 0.023(2) 0.019(2) 0.018(2) -0.002(1) 0.005(1) 0.003(1) C(3) 0.023(2) 0.018(2) 0.019(2) 0.000(1) 0.003(1) 0.002(1) C(4) 0.024(2) 0.019(2) 0.021(2) 0.004(1) 0.003(1) 0.002(1) C(5) 0.027(2) 0.023(2) 0.020(2) 0.005(2) 0.000(2) 0.004(1) C(6) 0.030(2) 0.022(2) 0.016(2) -0.002(2) 0.006(1) 0.001(1) C(7) 0.027(2) 0.023(2) 0.021(2) -0.003(2) 0.007(1) -0.001(2) C(8) 0.018(2) 0.016(2) 0.025(2) -0.001(1) 0.004(1) 0.001(1) C(9) 0.026(2) 0.032(2) 0.028(2) 0.003(2) 0.009(2) 0.002(2) C(10) 0.024(2) 0.031(2) 0.038(2) 0.005(2) 0.013(2) 0.000(2) C(11) 0.016(2) 0.028(2) 0.042(2) 0.002(2) 0.001(2) -0.001(2) C(12) 0.021(2) 0.024(2) 0.028(2) 0.001(1) 0.002(2) -0.001(2) C(13) 0.015(2) 0.016(2) 0.027(2) 0.000(1) 0.003(1) -0.001(1) C(14) 0.021(2) 0.021(2) 0.022(2) 0.001(1) 0.002(1) 0.003(1) C(15) 0.026(2) 0.022(2) 0.017(2) 0.001(1) 0.004(1) 0.002(1) C(16) 0.022(2) 0.018(2) 0.019(2) -0.001(1) 0.004(1) -0.003(1) C(17) 0.022(2) 0.019(2) 0.019(2) 0.002(1) 0.002(1) -0.002(1) C(18) 0.026(2) 0.022(2) 0.024(2) 0.002(1) 0.010(2) -0.002(1) C(19) 0.028(2) 0.027(2) 0.016(2) -0.002(2) 0.003(1) -0.001(1) C(20) 0.024(2) 0.029(2) 0.020(2) 0.003(2) 0.001(2) 0.003(2) C(21) 0.025(2) 0.035(2) 0.020(2) 0.011(2) 0.003(2) 0.003(2) C(22) 0.029(2) 0.045(2) 0.031(2) 0.009(2) 0.009(2) 0.005(2) C(23) 0.045(3) 0.041(2) 0.024(2) 0.020(2) -0.002(2) -0.007(2) C(24) 0.034(2) 0.044(2) 0.025(2) 0.018(2) 0.001(2) 0.001(2) C(25) 0.129(5) 0.043(3) 0.023(2) -0.025(3) 0.013(3) 0.002(2) C(26) 0.036(2) 0.062(3) 0.023(2) -0.005(2) 0.000(2) -0.005(2) C(27) 0.027(2) 0.028(2) 0.025(2) 0.007(2) 0.005(2) -0.003(2) C(28) 0.034(2) 0.045(2) 0.031(2) 0.017(2) 0.008(2) -0.002(2) C(29) 0.043(2) 0.035(2) 0.030(2) 0.016(2) 0.008(2) 0.006(2) C(30) 0.024(2) 0.051(3) 0.038(2) 0.007(2) -0.001(2) -0.012(2) C(31) 0.042(3) 0.069(3) 0.019(2) -0.011(2) 0.000(2) -0.005(2) C(32) 0.050(3) 0.040(2) 0.025(2) 0.001(2) 0.008(2) 0.009(2) C(33) 0.036(3) 0.047(3) 0.102(5) -0.013(2) 0.015(3) -0.019(3) C(34) 0.034(3) 0.079(4) 0.064(4) -0.010(3) 0.006(3) 0.033(3) #------------------------------------------------------------------------------ _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) + 0.00038|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 6177 _refine_ls_number_parameters 451 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0619 _refine_ls_wR_factor_all 0.0754 _refine_ls_wR_factor_ref 0.0754 _refine_ls_goodness_of_fit_all 1.943 _refine_ls_goodness_of_fit_ref 1.943 _refine_ls_shift/su_max 0.0055 _refine_ls_shift/su_mean 0.0005 _refine_diff_density_min -0.87 _refine_diff_density_max 1.86 #------------------------------------------------------------------------------ _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 NI O1 1.851(2) . . yes NI O2 1.846(3) . . yes NI N1 1.853(3) . . yes NI N2 1.850(3) . . yes CL3 C33 1.779(7) . . yes CL4 C33 1.730(7) . . yes CL5 C33 1.764(7) . . yes CL7 C34 1.729(6) . . yes CL8 C34 1.734(6) . . yes CL9 C34 1.765(7) . . yes O1 C3 1.299(4) . . yes O2 C16 1.303(4) . . yes O3 H45 0.96 . . no O3 H46 0.96 . . no N1 C1 1.308(5) . . yes N1 C8 1.428(4) . . yes N2 C13 1.426(5) . . yes N2 C14 1.299(5) . . yes N3 C6 1.473(5) . . yes N3 C25 1.489(6) . . yes N3 C26 1.481(5) . . yes N3 H1 0.95 . . no N4 C19 1.484(5) . . yes N4 C31 1.499(5) . . yes N4 C32 1.483(5) . . yes N4 H2 0.95 . . no C1 C2 1.413(5) . . yes C1 H3 0.95 . . no C2 C3 1.422(5) . . yes C2 C7 1.417(5) . . yes C3 C4 1.443(5) . . yes C4 C5 1.379(5) . . yes C4 C21 1.524(5) . . yes C5 C6 1.403(5) . . yes C5 H4 0.95 . . no C6 C7 1.353(5) . . yes C7 H5 0.95 . . no C8 C9 1.390(5) . . yes C8 C13 1.392(5) . . yes C9 C10 1.377(5) . . yes C9 H6 0.95 . . no C10 C11 1.385(6) . . yes C10 H7 0.95 . . no C11 C12 1.383(6) . . yes C11 H8 0.95 . . no C12 C13 1.399(5) . . yes C12 H9 0.95 . . no C14 C15 1.410(5) . . yes C14 H10 0.95 . . no C15 C16 1.430(5) . . yes C15 C20 1.420(5) . . yes C16 C17 1.439(5) . . yes C17 C18 1.371(5) . . yes C17 C27 1.532(5) . . yes C18 C19 1.402(5) . . yes C18 H11 0.95 . . no C19 C20 1.349(6) . . yes C20 H12 0.95 . . no C21 C22 1.538(6) . . yes C21 C23 1.529(6) . . yes C21 C24 1.531(5) . . yes C22 H13 0.95 . . no C22 H14 0.95 . . no C22 H15 0.95 . . no C23 H16 0.95 . . no C23 H17 0.95 . . no C23 H18 0.95 . . no C24 H19 0.95 . . no C24 H20 0.95 . . no C24 H21 0.95 . . no C25 H22 0.95 . . no C25 H23 0.95 . . no C25 H24 0.95 . . no C26 H25 0.95 . . no C26 H26 0.95 . . no C26 H27 0.95 . . no C27 C28 1.531(6) . . yes C27 C29 1.542(6) . . yes C27 C30 1.528(6) . . yes C28 H28 0.95 . . no C28 H29 0.95 . . no C28 H30 0.95 . . no C29 H31 0.95 . . no C29 H32 0.95 . . no C29 H33 0.95 . . no C30 H34 0.95 . . no C30 H35 0.95 . . no C30 H36 0.95 . . no C31 H37 0.95 . . no C31 H38 0.95 . . no C31 H39 0.95 . . no C32 H40 0.95 . . no C32 H41 0.95 . . no C32 H42 0.95 . . no C33 H43 0.95 . . no C34 H44 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 NI O2 85.1(1) . . . yes O1 NI N1 94.4(1) . . . yes O1 NI N2 178.3(1) . . . yes O2 NI N1 178.0(1) . . . yes O2 NI N2 94.4(1) . . . yes N1 NI N2 86.1(1) . . . yes NI O1 C3 129.3(2) . . . yes NI O2 C16 129.4(2) . . . yes H45 O3 H46 107.1 . . . no NI N1 C1 125.8(3) . . . yes NI N1 C8 113.3(2) . . . yes C1 N1 C8 120.8(3) . . . yes NI N2 C13 113.4(2) . . . yes NI N2 C14 126.0(3) . . . yes C13 N2 C14 120.6(3) . . . yes C6 N3 C25 111.6(3) . . . yes C6 N3 C26 114.2(3) . . . yes C6 N3 H1 106.1 . . . no C25 N3 C26 112.1(4) . . . yes C25 N3 H1 106.1 . . . no C26 N3 H1 106.1 . . . no C19 N4 C31 112.6(3) . . . yes C19 N4 C32 111.0(3) . . . yes C19 N4 H2 107.2 . . . no C31 N4 C32 111.4(3) . . . yes C31 N4 H2 107.2 . . . no C32 N4 H2 107.2 . . . no N1 C1 C2 125.7(3) . . . yes N1 C1 H3 117.2 . . . no C2 C1 H3 117.2 . . . no C1 C2 C3 122.4(3) . . . yes C1 C2 C7 116.9(3) . . . yes C3 C2 C7 120.7(3) . . . yes O1 C3 C2 122.2(3) . . . yes O1 C3 C4 119.1(3) . . . yes C2 C3 C4 118.7(3) . . . yes C3 C4 C5 117.7(3) . . . yes C3 C4 C21 121.4(3) . . . yes C5 C4 C21 120.8(3) . . . yes C4 C5 C6 122.6(3) . . . yes C4 C5 H4 118.7 . . . no C6 C5 H4 118.7 . . . no N3 C6 C5 119.2(3) . . . yes N3 C6 C7 119.9(3) . . . yes C5 C6 C7 120.8(3) . . . yes C2 C7 C6 119.5(4) . . . yes C2 C7 H5 120.3 . . . no C6 C7 H5 120.3 . . . no N1 C8 C9 126.4(3) . . . yes N1 C8 C13 113.4(3) . . . yes C9 C8 C13 120.2(3) . . . yes C8 C9 C10 119.1(4) . . . yes C8 C9 H6 120.4 . . . no C10 C9 H6 120.4 . . . no C9 C10 C11 120.8(4) . . . yes C9 C10 H7 119.6 . . . no C11 C10 H7 119.6 . . . no C10 C11 C12 120.9(4) . . . yes C10 C11 H8 119.6 . . . no C12 C11 H8 119.6 . . . no C11 C12 C13 118.5(4) . . . yes C11 C12 H9 120.8 . . . no C13 C12 H9 120.8 . . . no N2 C13 C8 113.5(3) . . . yes N2 C13 C12 126.0(3) . . . yes C8 C13 C12 120.4(3) . . . yes N2 C14 C15 125.5(3) . . . yes N2 C14 H10 117.2 . . . no C15 C14 H10 117.2 . . . no C14 C15 C16 122.6(3) . . . yes C14 C15 C20 116.8(3) . . . yes C16 C15 C20 120.5(3) . . . yes O2 C16 C15 121.6(3) . . . yes O2 C16 C17 119.9(3) . . . yes C15 C16 C17 118.5(3) . . . yes C16 C17 C18 118.1(3) . . . yes C16 C17 C27 121.0(3) . . . yes C18 C17 C27 121.0(3) . . . yes C17 C18 C19 122.5(4) . . . yes C17 C18 H11 118.8 . . . no C19 C18 H11 118.8 . . . no N4 C19 C18 117.8(3) . . . yes N4 C19 C20 120.8(3) . . . yes C18 C19 C20 121.2(3) . . . yes C15 C20 C19 119.1(3) . . . yes C15 C20 H12 120.4 . . . no C19 C20 H12 120.4 . . . no C4 C21 C22 109.1(3) . . . yes C4 C21 C23 110.4(3) . . . yes C4 C21 C24 111.8(3) . . . yes C22 C21 C23 110.9(3) . . . yes C22 C21 C24 107.1(3) . . . yes C23 C21 C24 107.5(3) . . . yes C21 C22 H13 109.5 . . . no C21 C22 H14 109.5 . . . no C21 C22 H15 109.5 . . . no H13 C22 H14 109.5 . . . no H13 C22 H15 109.5 . . . no H14 C22 H15 109.5 . . . no C21 C23 H16 109.5 . . . no C21 C23 H17 109.5 . . . no C21 C23 H18 109.5 . . . no H16 C23 H17 109.5 . . . no H16 C23 H18 109.5 . . . no H17 C23 H18 109.5 . . . no C21 C24 H19 109.5 . . . no C21 C24 H20 109.5 . . . no C21 C24 H21 109.5 . . . no H19 C24 H20 109.5 . . . no H19 C24 H21 109.5 . . . no H20 C24 H21 109.5 . . . no N3 C25 H22 109.5 . . . no N3 C25 H23 109.5 . . . no N3 C25 H24 109.5 . . . no H22 C25 H23 109.5 . . . no H22 C25 H24 109.5 . . . no H23 C25 H24 109.5 . . . no N3 C26 H25 109.5 . . . no N3 C26 H26 109.5 . . . no N3 C26 H27 109.5 . . . no H25 C26 H26 109.5 . . . no H25 C26 H27 109.5 . . . no H26 C26 H27 109.5 . . . no C17 C27 C28 111.8(3) . . . yes C17 C27 C29 109.0(3) . . . yes C17 C27 C30 110.0(3) . . . yes C28 C27 C29 108.1(3) . . . yes C28 C27 C30 107.0(3) . . . yes C29 C27 C30 111.0(3) . . . yes C27 C28 H28 109.5 . . . no C27 C28 H29 109.5 . . . no C27 C28 H30 109.5 . . . no H28 C28 H29 109.5 . . . no H28 C28 H30 109.5 . . . no H29 C28 H30 109.5 . . . no C27 C29 H31 109.5 . . . no C27 C29 H32 109.5 . . . no C27 C29 H33 109.5 . . . no H31 C29 H32 109.5 . . . no H31 C29 H33 109.5 . . . no H32 C29 H33 109.5 . . . no C27 C30 H34 109.5 . . . no C27 C30 H35 109.5 . . . no C27 C30 H36 109.5 . . . no H34 C30 H35 109.5 . . . no H34 C30 H36 109.5 . . . no H35 C30 H36 109.5 . . . no N4 C31 H37 109.5 . . . no N4 C31 H38 109.5 . . . no N4 C31 H39 109.5 . . . no H37 C31 H38 109.5 . . . no H37 C31 H39 109.5 . . . no H38 C31 H39 109.5 . . . no N4 C32 H40 109.5 . . . no N4 C32 H41 109.5 . . . no N4 C32 H42 109.5 . . . no H40 C32 H41 109.5 . . . no H40 C32 H42 109.5 . . . no H41 C32 H42 109.5 . . . no CL3 C33 CL4 109.8(4) . . . yes CL3 C33 CL5 109.5(3) . . . yes CL3 C33 H43 108.0 . . . no CL4 C33 CL5 113.3(4) . . . yes CL4 C33 H43 108.0 . . . no CL5 C33 H43 108.0 . . . no CL7 C34 CL8 112.7(4) . . . yes CL7 C34 CL9 111.3(4) . . . yes CL7 C34 H44 107.1 . . . no CL8 C34 CL9 111.2(4) . . . yes CL8 C34 H44 107.1 . . . no CL9 C34 H44 107.1 . . . 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 CL1 N4 3.062(4) . . no CL1 O3 3.339(6) . . no CL1 O3 3.367(6) . 4 no CL1 C34 3.499(6) . . no CL1 C18 3.570(4) . . no CL2 N3 2.982(4) . 3_756 no CL2 C33 3.323(6) . 3_657 no CL2 C20 3.431(4) . . no CL2 C26 3.526(5) . 3_756 no CL4 C16 3.470(4) . 3_657 no CL4 C15 3.589(4) . 3_657 no CL5 O3 3.362(6) . . no CL7 C32 3.564(5) . 3_657 no O1 C10 3.596(5) . 3_756 no O3 C25 3.370(8) . 4_456 no O3 C26 3.390(7) . 1_556 no O3 C34 3.566(9) . . no N1 C8 3.438(4) . 3_756 no N1 N1 3.508(6) . 3_756 no N2 C29 3.539(5) . 4 no C1 C8 3.291(5) . 3_756 no C1 C13 3.392(5) . 3_756 no C2 C12 3.486(5) . 3_756 no C2 C13 3.539(5) . 3_756 no C2 C11 3.553(5) . 3_756 no C3 C10 3.491(5) . 3_756 no C7 C12 3.354(5) . 3_756 no C7 C24 3.574(5) . 4 no C15 C28 3.585(5) . 4 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 #------------------------------------------------------------------------------ loop_ _geom_bond_atom_site_label_D _geom_bond_atom_site_label_H _geom_contact_atom_site_label_A _geom_bond_distance_DH _geom_contact_distance_HA _geom_contact_distance_DA _geom_angle_DHA _geom_contact_site_symmetry_A O3 H45 Cl1 0.96 2.41 3.367(6) 162.7 . O3 H46 Cl5 0.96 2.43 3.362(6) 162.7 . N3 H1 Cl2 0.95 2.05 2.982(4) 168.5 3_756 N4 H2 Cl1 0.95 2.11 3.062(4) 175.1 . #------------------------------------------------------------------------------