Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _audit_creation_method SHELXL-97 loop_ _publ_author_name _publ_author_address D.M.Tonei ; Department of Chemistry The University of Auckland Private Bag 92019 Auckland New Zealand ; D.C.Ware ; Department of Chemistry The University of Auckland Private Bag 92019 Auckland New Zealand ; P.J.Brothers ; Department of Chemistry The University of Auckland Private Bag 92019 Auckland New Zealand ; P.G.Pleiger ; Department of Chemistry The University of Auckland Private Bag 92019 Auckland New Zealand ; G.R.Clark ; Department of Chemistry The University of Auckland Private Bag 92019 Auckland New Zealand ; _publ_contact_author_name 'David C Ware' _publ_contact_author_address ; Chemistry University of Auckland Private Bag 92019 Auckland NEW ZEALAND ; _publ_contact_author_email D.WARE@AUCKLAND.AC.NZ _publ_section_title ; Coordination chemistry of 1,4-bis-carboxymethylcyclam (1,4-bcc) ; _publ_section_exptl_refinement ; Hydrogen atoms were placed in calculated positions and refined using the riding model [C-H 0.93-0.97 \%A), with U~iso~(H) = 1.2 or 1.5 times U~eq~(C). The X-ray data was squeezed by the method of Sluis and Spek (1990) to allow for the presence of disordered solvent of crystallization (1.0 EtOH) which could not be satisfactorily modelled. As no atom positions have been obtained for the ethanol molecule of crystallisation, the calculated formula sum differs from the reported formula sum. ; _publ_section_figure_captions ; Fig. 1: Structure showing 50 % probability displacement ellipsoids for non-hydrogen atoms and hydrogen atoms as arbitary spheres (Burnett & Johnson, 1996). ; _publ_section_references ; Burnett, M.N. and Johnson, C.K., ORTEP-III: Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory report ORNL-6895, 1996. Sheldrick, G.M. (1997). SADABS. Program for semi-empirical absorption correction. Univ. of Gottingen, Germany. Sheldrick, G.M. (1997). SHELXS97 and SHELXL97. Program for solution and Refinement of Crystal Structures. Univ. of Gottingen, Germany. Siemens (1995). SHELXTL. Siemens Analytical Instruments Inc., Madison, Wisconsin, USA. Siemens (1995). SMART and SAINT. Siemens Analytical Instruments Inc., Madison, Wisconsin, USA. Sluis, P. v.d. and Spek, A.L., Acta crystallograpica, (1990), A46, 194-201. ; data_dmt9 _database_code_depnum_ccdc_archive 'CCDC 283173' _publ_section_exptl_refinement ; There was strong crystallographic evidence that one chlorine ligand on ZnB had been displaced and replaced by H2O. This was modelled as 0.25 Cl and 0.75 H2O, with a pair of peaks in solvent space modelled as 0.75 Cl and 0.25 H2O to maintain the overall formulation. Three fully weighted and two half-weighted waters of crystallisation were included. Hydrogen atoms (except for those on solvent water) were placed in calculated positions and refined using the riding model [C-H 0.93-0.97 \%A), with U~iso~(H) = 1.2 or 1.5 times U~eq~(C). ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H31 Cl2 Co N4 O6.50 Zn' _chemical_formula_sum 'C14 H31 Cl2 Co N4 O6.50 Zn' _chemical_formula_weight 554.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.2370(16) _cell_length_b 16.152(3) _cell_length_c 17.347(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.30(3) _cell_angle_gamma 90.00 _cell_volume 2307.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 2.027 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6693 _exptl_absorpt_correction_T_max 0.8262 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1997' _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART CCD' _diffrn_measurement_method 'Area detector \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2% _diffrn_reflns_number 12546 _diffrn_reflns_av_R_equivalents 0.0779 _diffrn_reflns_av_sigmaI/netI 0.1126 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 25.02 _reflns_number_total 6773 _reflns_number_gt 5447 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-III (Burnett & Johnson, 1996)' _computing_publication_material 'SHELXTL (Siemens, 1995)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1020P)^2^+15.7358P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(4) _refine_ls_number_reflns 6773 _refine_ls_number_parameters 514 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1164 _refine_ls_R_factor_gt 0.0941 _refine_ls_wR_factor_ref 0.2371 _refine_ls_wR_factor_gt 0.2207 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group CoA Co 0.4854(2) 0.5631 0.99573(11) 0.0232(4) Uani 1 1 d . . . ZnA Zn 0.7914(2) 0.80403(16) 0.91562(10) 0.0359(5) Uani 1 1 d D . . Cl1A Cl 0.8893(5) 0.8063(3) 1.0350(2) 0.0402(9) Uani 1 1 d . . . Cl2A Cl 0.9739(16) 0.8527(13) 0.8343(8) 0.046(4) Uiso 0.25 1 d PD . . OW O 0.927(2) 0.8833(12) 0.8593(10) 0.055(5) Uiso 0.75 1 d P . . O1A O 0.6196(13) 0.6597(6) 0.9511(6) 0.032(2) Uani 1 1 d . . . O2A O 0.7912(15) 0.6966(7) 0.8591(6) 0.038(3) Uani 1 1 d . . . O3A O 0.3830(12) 0.4529(6) 1.0404(6) 0.028(2) Uani 1 1 d . . . O4A O 0.4275(12) 0.3438(6) 1.1129(6) 0.036(3) Uani 1 1 d . . . N1A N 0.5895(16) 0.5000(8) 0.8993(7) 0.030(3) Uani 1 1 d . . . N2A N 0.6905(16) 0.5171(7) 1.0609(7) 0.029(3) Uani 1 1 d . . . N3A N 0.3966(15) 0.6360(7) 1.0836(7) 0.027(3) Uani 1 1 d . . . H3A H 0.3481 0.6023 1.1186 0.033 Uiso 1 1 calc R . . N4A N 0.2768(15) 0.5982(8) 0.9359(7) 0.032(3) Uani 1 1 d . . . H4A H 0.3025 0.6396 0.9026 0.038 Uiso 1 1 calc R . . C1A C 0.7149(18) 0.4462(10) 0.9354(9) 0.033(4) Uani 1 1 d . . . H1A H 0.6633 0.3965 0.9550 0.039 Uiso 1 1 calc R . . H1B H 0.7923 0.4295 0.8964 0.039 Uiso 1 1 calc R . . C2A C 0.8031(17) 0.4878(10) 0.9995(9) 0.029(4) Uani 1 1 d . . . H2A H 0.8627 0.5347 0.9792 0.035 Uiso 1 1 calc R . . H2B H 0.8810 0.4495 1.0217 0.035 Uiso 1 1 calc R . . C3A C 0.7666(19) 0.5853(10) 1.1099(8) 0.032(4) Uani 1 1 d . . . H3A1 H 0.8132 0.6266 1.0759 0.039 Uiso 1 1 calc R . . H3A2 H 0.8544 0.5618 1.1403 0.039 Uiso 1 1 calc R . . C4A C 0.645(2) 0.6289(13) 1.1653(10) 0.051(5) Uani 1 1 d . . . H4A1 H 0.5842 0.5869 1.1929 0.061 Uiso 1 1 calc R . . H4A2 H 0.7058 0.6608 1.2030 0.061 Uiso 1 1 calc R . . C5A C 0.5287(19) 0.6849(11) 1.1249(9) 0.037(4) Uani 1 1 d . . . H5A1 H 0.5869 0.7183 1.0877 0.044 Uiso 1 1 calc R . . H5A2 H 0.4793 0.7218 1.1621 0.044 Uiso 1 1 calc R . . C6A C 0.268(2) 0.6873(10) 1.0461(9) 0.038(4) Uani 1 1 d . . . H6A1 H 0.3171 0.7309 1.0156 0.046 Uiso 1 1 calc R . . H6A2 H 0.1999 0.7127 1.0849 0.046 Uiso 1 1 calc R . . C7A C 0.1678(18) 0.6311(11) 0.9951(10) 0.036(4) Uani 1 1 d . . . H7A1 H 0.1219 0.5863 1.0252 0.043 Uiso 1 1 calc R . . H7A2 H 0.0796 0.6618 0.9713 0.043 Uiso 1 1 calc R . . C8A C 0.2025(17) 0.5270(11) 0.8908(10) 0.037(4) Uani 1 1 d . . . H8A1 H 0.1007 0.5448 0.8678 0.044 Uiso 1 1 calc R . . H8A2 H 0.1797 0.4814 0.9255 0.044 Uiso 1 1 calc R . . C9A C 0.3181(19) 0.4974(10) 0.8269(9) 0.033(4) Uani 1 1 d . . . H9A1 H 0.2575 0.4623 0.7916 0.040 Uiso 1 1 calc R . . H9A2 H 0.3546 0.5453 0.7981 0.040 Uiso 1 1 calc R . . C10A C 0.465(2) 0.4503(10) 0.8546(8) 0.035(4) Uani 1 1 d . . . H10C H 0.5179 0.4261 0.8101 0.042 Uiso 1 1 calc R . . H10D H 0.4285 0.4051 0.8869 0.042 Uiso 1 1 calc R . . C11A C 0.6700(16) 0.5617(9) 0.8495(7) 0.022(3) Uani 1 1 d . . . H11A H 0.6054 0.5696 0.8032 0.026 Uiso 1 1 calc R . . H11B H 0.7753 0.5406 0.8342 0.026 Uiso 1 1 calc R . . C12A C 0.6929(18) 0.6462(9) 0.8902(8) 0.024(3) Uani 1 1 d . . . C13A C 0.630(2) 0.4462(11) 1.1079(9) 0.038(4) Uani 1 1 d . . . H13A H 0.7086 0.4017 1.1052 0.045 Uiso 1 1 calc R . . H13B H 0.6238 0.4638 1.1613 0.045 Uiso 1 1 calc R . . C14A C 0.471(2) 0.4134(10) 1.0848(8) 0.034(4) Uani 1 1 d . . . CoB Co 0.5233(2) 0.35742(15) 0.49770(11) 0.0229(4) Uani 1 1 d . . . ZnB Zn 0.1972(2) 0.11890(16) 0.40699(11) 0.0351(5) Uani 1 1 d . . . Cl1B Cl 0.1148(5) 0.1154(3) 0.5290(2) 0.0425(10) Uani 1 1 d . . . Cl2B Cl 0.0040(7) 0.0629(4) 0.3224(3) 0.0659(14) Uani 1 1 d . . . O1B O 0.6321(11) 0.4652(6) 0.5448(6) 0.028(2) Uani 1 1 d . . . O2B O 0.5816(13) 0.5738(6) 0.6192(6) 0.035(2) Uani 1 1 d . . . O3B O 0.3867(13) 0.2603(6) 0.4502(6) 0.031(2) Uani 1 1 d . . . O4B O 0.2132(13) 0.2299(7) 0.3579(6) 0.038(3) Uani 1 1 d . . . N1B N 0.3215(15) 0.4011(8) 0.5622(7) 0.027(3) Uani 1 1 d . . . N2B N 0.4173(15) 0.4235(8) 0.4022(7) 0.029(3) Uani 1 1 d . . . N3B N 0.7330(13) 0.3251(7) 0.4395(7) 0.025(3) Uani 1 1 d . . . H3B H 0.7079 0.2841 0.4055 0.030 Uiso 1 1 calc R . . N4B N 0.6118(15) 0.2830(8) 0.5850(7) 0.031(3) Uani 1 1 d . . . H4B H 0.6618 0.3163 0.6201 0.037 Uiso 1 1 calc R . . C1B C 0.208(2) 0.4316(11) 0.5028(9) 0.037(4) Uani 1 1 d . . . H1B1 H 0.1300 0.4688 0.5265 0.045 Uiso 1 1 calc R . . H1B2 H 0.1480 0.3851 0.4814 0.045 Uiso 1 1 calc R . . C2B C 0.2949(18) 0.4768(10) 0.4383(10) 0.035(4) Uani 1 1 d . . . H2B1 H 0.2165 0.4943 0.3997 0.042 Uiso 1 1 calc R . . H2B2 H 0.3472 0.5259 0.4589 0.042 Uiso 1 1 calc R . . C7B C 0.733(2) 0.2321(11) 0.5509(10) 0.044(4) Uani 1 1 d . . . H7B1 H 0.6826 0.1902 0.5187 0.052 Uiso 1 1 calc R . . H7B2 H 0.7958 0.2045 0.5908 0.052 Uiso 1 1 calc R . . C3B C 0.5441(19) 0.4751(10) 0.3598(9) 0.034(4) Uani 1 1 d . . . H3B1 H 0.4921 0.5013 0.3158 0.041 Uiso 1 1 calc R . . H3B2 H 0.5813 0.5187 0.3940 0.041 Uiso 1 1 calc R . . C4B C 0.6869(19) 0.4289(11) 0.3323(10) 0.039(4) Uani 1 1 d . . . H4B1 H 0.7489 0.4650 0.2988 0.046 Uiso 1 1 calc R . . H4B2 H 0.6489 0.3828 0.3012 0.046 Uiso 1 1 calc R . . C5B C 0.8047(19) 0.3940(10) 0.3964(8) 0.032(4) Uani 1 1 d . . . H5B1 H 0.9043 0.3754 0.3724 0.038 Uiso 1 1 calc R . . H5B2 H 0.8322 0.4382 0.4320 0.038 Uiso 1 1 calc R . . C6B C 0.8493(18) 0.2896(9) 0.5000(9) 0.030(3) Uani 1 1 d . . . H6B1 H 0.8978 0.3332 0.5309 0.036 Uiso 1 1 calc R . . H6B2 H 0.9348 0.2574 0.4761 0.036 Uiso 1 1 calc R . . C8B C 0.492(2) 0.2340(10) 0.6257(10) 0.038(4) Uani 1 1 d . . . H8B1 H 0.5458 0.2015 0.6653 0.046 Uiso 1 1 calc R . . H8B2 H 0.4404 0.1960 0.5899 0.046 Uiso 1 1 calc R . . C9B C 0.364(2) 0.2881(11) 0.6624(9) 0.039(4) Uani 1 1 d . . . H9B1 H 0.4190 0.3275 0.6957 0.047 Uiso 1 1 calc R . . H9B2 H 0.2979 0.2531 0.6951 0.047 Uiso 1 1 calc R . . C10B C 0.2471(19) 0.3379(11) 0.6082(9) 0.040(4) Uani 1 1 d . . . H10E H 0.1932 0.2991 0.5739 0.047 Uiso 1 1 calc R . . H10F H 0.1641 0.3635 0.6397 0.047 Uiso 1 1 calc R . . C11B C 0.385(2) 0.4704(11) 0.6128(10) 0.041(4) Uani 1 1 d . . . H11C H 0.3058 0.5147 0.6125 0.049 Uiso 1 1 calc R . . H11D H 0.3926 0.4498 0.6653 0.049 Uiso 1 1 calc R . . C12B C 0.5404(18) 0.5052(10) 0.5927(10) 0.034(4) Uani 1 1 d . . . C13B C 0.3395(18) 0.3632(10) 0.3509(8) 0.029(3) Uani 1 1 d . . . H13C H 0.4088 0.3541 0.3066 0.035 Uiso 1 1 calc R . . H13D H 0.2378 0.3861 0.3323 0.035 Uiso 1 1 calc R . . C14B C 0.3053(17) 0.2782(9) 0.3907(8) 0.027(3) Uani 1 1 d . . . Cl5 Cl 0.7799 1.0289(4) 0.7804 0.050 Uiso 0.75 1 d P . . OW6 O 0.7799 1.055(3) 0.7804 0.050 Uiso 0.25 1 d P . . OW1 O 0.6539(15) 0.2331(8) 1.1772(7) 0.052(3) Uani 1 1 d . . . OW2 O 0.3418(16) 0.6822(8) 0.6691(7) 0.051(3) Uani 1 1 d . . . OW3 O 0.7781(13) 0.3940(6) 0.7165(6) 0.031(2) Uani 1 1 d . . . OW4 O 1.011(2) 0.2930(19) 0.7821(10) 0.048(7) Uani 0.50 1 d P . . OW5 O 1.022(3) 0.139(2) 0.7108(12) 0.058(8) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 CoA 0.0299(10) 0.0165(10) 0.0232(10) -0.0016(8) -0.0049(8) 0.0010(8) ZnA 0.0442(11) 0.0166(9) 0.0469(11) 0.0048(8) -0.0171(8) -0.0080(8) Cl1A 0.051(2) 0.0253(19) 0.045(2) 0.0014(19) -0.0120(18) 0.0015(19) O1A 0.050(7) 0.018(5) 0.028(6) -0.003(4) 0.007(5) -0.009(5) O2A 0.065(8) 0.024(6) 0.025(5) -0.005(5) 0.008(5) -0.009(5) O3A 0.028(6) 0.018(5) 0.038(6) 0.008(5) -0.010(5) -0.003(4) O4A 0.033(6) 0.017(5) 0.058(7) 0.013(5) -0.011(5) -0.009(4) N1A 0.040(8) 0.016(6) 0.035(7) 0.002(5) 0.000(6) -0.003(5) N2A 0.051(8) 0.016(6) 0.020(6) -0.003(5) 0.004(5) 0.000(5) N3A 0.039(7) 0.020(7) 0.024(6) -0.011(5) -0.003(5) -0.007(5) N4A 0.040(8) 0.021(7) 0.035(7) 0.002(6) -0.011(6) 0.002(5) C1A 0.022(8) 0.036(9) 0.039(9) -0.001(7) -0.003(7) 0.018(6) C2A 0.023(8) 0.023(8) 0.043(9) -0.001(7) -0.010(7) 0.011(6) C3A 0.032(8) 0.039(10) 0.026(8) -0.013(7) -0.014(6) 0.002(7) C4A 0.052(11) 0.063(13) 0.037(9) -0.032(9) -0.017(8) -0.003(10) C5A 0.038(9) 0.040(10) 0.033(9) -0.024(8) 0.004(7) -0.010(7) C6A 0.056(11) 0.030(9) 0.028(8) -0.005(7) 0.004(8) 0.007(8) C7A 0.023(8) 0.030(10) 0.055(10) -0.005(8) 0.002(7) 0.006(7) C8A 0.015(7) 0.036(9) 0.058(11) -0.011(8) -0.011(7) -0.003(6) C9A 0.040(9) 0.027(9) 0.034(9) -0.005(7) -0.011(7) -0.006(7) C10A 0.054(11) 0.032(9) 0.020(8) -0.012(7) -0.003(7) -0.008(7) C11A 0.026(7) 0.024(7) 0.015(6) -0.002(6) -0.001(5) 0.006(6) C12A 0.038(8) 0.018(7) 0.017(7) 0.004(6) -0.007(6) -0.003(6) C13A 0.032(9) 0.045(11) 0.036(9) 0.000(8) -0.007(7) 0.009(7) C14A 0.053(10) 0.036(10) 0.014(7) -0.002(7) -0.013(7) 0.010(8) CoB 0.0265(10) 0.0158(10) 0.0262(10) 0.0019(8) -0.0028(8) 0.0008(8) ZnB 0.0379(10) 0.0156(9) 0.0519(11) -0.0051(8) 0.0112(8) -0.0060(8) Cl1B 0.054(3) 0.026(2) 0.047(2) -0.001(2) 0.0141(19) 0.0052(19) Cl2B 0.077(3) 0.049(3) 0.072(3) -0.016(3) 0.008(3) -0.018(3) O1B 0.026(5) 0.021(5) 0.037(6) 0.002(5) 0.006(4) -0.008(4) O2B 0.042(6) 0.018(5) 0.045(6) -0.013(5) 0.015(5) -0.006(5) O3B 0.038(6) 0.023(6) 0.032(6) 0.012(5) -0.008(5) -0.005(5) O4B 0.035(6) 0.030(6) 0.048(7) -0.008(5) -0.022(5) 0.001(5) N1B 0.034(7) 0.023(7) 0.023(6) -0.001(5) -0.001(5) 0.004(5) N2B 0.035(7) 0.020(7) 0.031(7) 0.004(5) -0.006(5) 0.006(5) N3B 0.018(6) 0.011(6) 0.046(7) 0.000(5) -0.012(5) 0.001(4) N4B 0.029(7) 0.033(8) 0.031(7) 0.003(6) -0.004(5) -0.001(5) C1B 0.042(10) 0.026(9) 0.044(10) -0.013(7) 0.009(8) 0.011(7) C2B 0.030(9) 0.017(8) 0.057(11) 0.006(7) -0.006(7) 0.013(6) C7B 0.055(11) 0.025(9) 0.051(11) 0.016(8) 0.006(9) -0.007(8) C3B 0.040(9) 0.028(9) 0.035(9) 0.016(7) -0.005(7) 0.006(7) C4B 0.032(9) 0.035(9) 0.049(11) -0.007(8) 0.001(7) -0.013(7) C5B 0.038(9) 0.030(9) 0.027(8) 0.002(7) 0.013(7) -0.003(7) C6B 0.029(8) 0.018(8) 0.042(9) 0.005(6) 0.003(6) -0.005(6) C8B 0.045(10) 0.018(8) 0.051(10) 0.011(7) -0.012(8) 0.000(7) C9B 0.046(10) 0.044(11) 0.028(8) 0.010(7) -0.002(7) -0.012(8) C10B 0.034(8) 0.058(12) 0.027(8) -0.010(8) -0.003(7) -0.021(8) C11B 0.048(10) 0.028(9) 0.048(10) -0.005(8) 0.011(8) -0.006(8) C12B 0.025(8) 0.030(9) 0.048(10) 0.002(8) 0.004(7) 0.011(7) C13B 0.032(8) 0.030(8) 0.024(7) 0.003(7) -0.004(6) 0.008(7) C14B 0.020(7) 0.026(8) 0.034(8) 0.005(6) -0.007(6) -0.005(6) OW1 0.049(7) 0.047(8) 0.058(8) -0.011(6) -0.013(6) 0.022(6) OW2 0.061(8) 0.030(7) 0.063(8) 0.007(6) 0.012(6) 0.007(6) OW3 0.043(6) 0.016(5) 0.033(6) -0.012(4) 0.003(5) -0.010(4) OW4 0.032(12) 0.10(2) 0.009(9) 0.008(12) -0.001(8) 0.008(13) OW5 0.035(13) 0.11(3) 0.023(11) 0.004(13) -0.012(9) 0.023(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag CoA N3A 2.063(12) . Y CoA O1A 2.065(10) . Y CoA N4A 2.081(12) . Y CoA O3A 2.119(10) . Y CoA N1A 2.142(13) . Y CoA N2A 2.160(13) . Y ZnA OW 1.964(18) . N ZnA O4A 1.975(10) 2_657 N ZnA O2A 1.993(11) . N ZnA Cl2A 2.2109(12) . N ZnA Cl1A 2.218(4) . N Cl2A OW 0.76(2) . N O1A C12A 1.240(17) . N O2A C12A 1.271(17) . N O3A C14A 1.231(17) . N O4A C14A 1.278(19) . N O4A ZnA 1.975(10) 2_647 N N1A C11A 1.478(18) . N N1A C1A 1.486(18) . N N1A C10A 1.513(19) . N N2A C13A 1.49(2) . N N2A C2A 1.494(19) . N N2A C3A 1.525(19) . N N3A C6A 1.49(2) . N N3A C5A 1.521(18) . N N3A H3A 0.9100 . N N4A C7A 1.47(2) . N N4A C8A 1.518(19) . N N4A H4A 0.9100 . N C1A C2A 1.49(2) . N C1A H1A 0.9700 . N C1A H1B 0.9700 . N C2A H2A 0.9700 . N C2A H2B 0.9700 . N C3A C4A 1.56(2) . N C3A H3A1 0.9700 . N C3A H3A2 0.9700 . N C4A C5A 1.49(3) . N C4A H4A1 0.9700 . N C4A H4A2 0.9700 . N C5A H5A1 0.9700 . N C5A H5A2 0.9700 . N C6A C7A 1.51(2) . N C6A H6A1 0.9700 . N C6A H6A2 0.9700 . N C7A H7A1 0.9700 . N C7A H7A2 0.9700 . N C8A C9A 1.54(2) . N C8A H8A1 0.9700 . N C8A H8A2 0.9700 . N C9A C10A 1.50(2) . N C9A H9A1 0.9700 . N C9A H9A2 0.9700 . N C10A H10C 0.9700 . N C10A H10D 0.9700 . N C11A C12A 1.547(19) . N C11A H11A 0.9700 . N C11A H11B 0.9700 . N C13A C14A 1.47(2) . N C13A H13A 0.9700 . N C13A H13B 0.9700 . N CoB N4B 2.064(12) . Y CoB N3B 2.072(12) . Y CoB O3B 2.097(10) . Y CoB O1B 2.120(10) . Y CoB N1B 2.129(12) . Y CoB N2B 2.153(12) . Y ZnB O4B 1.990(11) . N ZnB O2B 2.017(10) 2_646 N ZnB Cl1B 2.226(4) . N ZnB Cl2B 2.341(6) . N O1B C12B 1.298(18) . N O2B C12B 1.246(19) . N O2B ZnB 2.017(10) 2_656 N O3B C14B 1.262(16) . N O4B C14B 1.227(17) . N N1B C10B 1.44(2) . N N1B C1B 1.47(2) . N N1B C11B 1.51(2) . N N2B C13B 1.464(19) . N N2B C2B 1.469(19) . N N2B C3B 1.53(2) . N N3B C5B 1.467(18) . N N3B C6B 1.529(19) . N N3B H3B 0.9100 . N N4B C7B 1.42(2) . N N4B C8B 1.45(2) . N N4B H4B 0.9100 . N C1B C2B 1.52(2) . N C1B H1B1 0.9700 . N C1B H1B2 0.9700 . N C2B H2B1 0.9700 . N C2B H2B2 0.9700 . N C7B C6B 1.60(2) . N C7B H7B1 0.9700 . N C7B H7B2 0.9700 . N C3B C4B 1.47(2) . N C3B H3B1 0.9700 . N C3B H3B2 0.9700 . N C4B C5B 1.58(2) . N C4B H4B1 0.9700 . N C4B H4B2 0.9700 . N C5B H5B1 0.9700 . N C5B H5B2 0.9700 . N C6B H6B1 0.9700 . N C6B H6B2 0.9700 . N C8B C9B 1.51(2) . N C8B H8B1 0.9700 . N C8B H8B2 0.9700 . N C9B C10B 1.56(2) . N C9B H9B1 0.9700 . N C9B H9B2 0.9700 . N C10B H10E 0.9700 . N C10B H10F 0.9700 . N C11B C12B 1.44(2) . N C11B H11C 0.9700 . N C11B H11D 0.9700 . N C13B C14B 1.56(2) . N C13B H13C 0.9700 . N C13B H13D 0.9700 . N 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_3 _geom_angle_publ_flag N3A CoA O1A 92.2(5) . . N N3A CoA N4A 85.3(5) . . Y O1A CoA N4A 92.9(5) . . N N3A CoA O3A 93.8(5) . . N O1A CoA O3A 170.8(5) . . Y N4A CoA O3A 94.7(4) . . N N3A CoA N1A 173.5(5) . . N O1A CoA N1A 81.4(4) . . Y N4A CoA N1A 94.2(5) . . Y O3A CoA N1A 92.7(4) . . N N3A CoA N2A 95.1(5) . . Y O1A CoA N2A 92.2(5) . . N N4A CoA N2A 174.9(5) . . N O3A CoA N2A 80.3(4) . . Y N1A CoA N2A 86.0(5) . . Y OW ZnA O4A 100.6(6) . 2_657 N OW ZnA O2A 108.8(6) . . N O4A ZnA O2A 99.3(5) 2_657 . N OW ZnA Cl2A 20.0(6) . . N O4A ZnA Cl2A 110.3(6) 2_657 . N O2A ZnA Cl2A 89.7(6) . . N OW ZnA Cl1A 104.4(5) . . N O4A ZnA Cl1A 123.8(4) 2_657 . N O2A ZnA Cl1A 118.2(3) . . N Cl2A ZnA Cl1A 110.1(5) . . N OW Cl2A ZnA 61.4(14) . . N Cl2A OW ZnA 98.6(17) . . N C12A O1A CoA 116.7(9) . . N C12A O2A ZnA 110.4(9) . . N C14A O3A CoA 115.5(10) . . N C14A O4A ZnA 116.5(9) . 2_647 N C11A N1A C1A 109.1(12) . . N C11A N1A C10A 111.3(11) . . N C1A N1A C10A 111.9(12) . . N C11A N1A CoA 108.5(8) . . N C1A N1A CoA 103.3(9) . . N C10A N1A CoA 112.3(9) . . N C13A N2A C2A 111.0(12) . . N C13A N2A C3A 112.9(12) . . N C2A N2A C3A 111.8(12) . . N C13A N2A CoA 106.7(9) . . N C2A N2A CoA 102.8(8) . . N C3A N2A CoA 111.1(9) . . N C6A N3A C5A 114.9(12) . . N C6A N3A CoA 104.4(8) . . N C5A N3A CoA 112.9(9) . . N C6A N3A H3A 108.1 . . N C5A N3A H3A 108.1 . . N CoA N3A H3A 108.1 . . N C7A N4A C8A 112.9(12) . . N C7A N4A CoA 104.9(9) . . N C8A N4A CoA 112.4(9) . . N C7A N4A H4A 108.8 . . N C8A N4A H4A 108.8 . . N CoA N4A H4A 108.8 . . N C2A C1A N1A 112.8(13) . . N C2A C1A H1A 109.0 . . N N1A C1A H1A 109.0 . . N C2A C1A H1B 109.0 . . N N1A C1A H1B 109.0 . . N H1A C1A H1B 107.8 . . N C1A C2A N2A 112.0(12) . . N C1A C2A H2A 109.2 . . N N2A C2A H2A 109.2 . . N C1A C2A H2B 109.2 . . N N2A C2A H2B 109.2 . . N H2A C2A H2B 107.9 . . N N2A C3A C4A 113.9(13) . . N N2A C3A H3A1 108.8 . . N C4A C3A H3A1 108.8 . . N N2A C3A H3A2 108.8 . . N C4A C3A H3A2 108.8 . . N H3A1 C3A H3A2 107.7 . . N C5A C4A C3A 113.4(14) . . N C5A C4A H4A1 108.9 . . N C3A C4A H4A1 108.9 . . N C5A C4A H4A2 108.9 . . N C3A C4A H4A2 108.9 . . N H4A1 C4A H4A2 107.7 . . N C4A C5A N3A 111.3(14) . . N C4A C5A H5A1 109.4 . . N N3A C5A H5A1 109.4 . . N C4A C5A H5A2 109.4 . . N N3A C5A H5A2 109.4 . . N H5A1 C5A H5A2 108.0 . . N N3A C6A C7A 107.8(13) . . N N3A C6A H6A1 110.1 . . N C7A C6A H6A1 110.1 . . N N3A C6A H6A2 110.1 . . N C7A C6A H6A2 110.1 . . N H6A1 C6A H6A2 108.5 . . N N4A C7A C6A 107.0(12) . . N N4A C7A H7A1 110.3 . . N C6A C7A H7A1 110.3 . . N N4A C7A H7A2 110.3 . . N C6A C7A H7A2 110.3 . . N H7A1 C7A H7A2 108.6 . . N N4A C8A C9A 110.9(12) . . N N4A C8A H8A1 109.5 . . N C9A C8A H8A1 109.5 . . N N4A C8A H8A2 109.5 . . N C9A C8A H8A2 109.5 . . N H8A1 C8A H8A2 108.0 . . N C10A C9A C8A 115.2(13) . . N C10A C9A H9A1 108.5 . . N C8A C9A H9A1 108.5 . . N C10A C9A H9A2 108.5 . . N C8A C9A H9A2 108.5 . . N H9A1 C9A H9A2 107.5 . . N C9A C10A N1A 115.9(13) . . N C9A C10A H10C 108.3 . . N N1A C10A H10C 108.3 . . N C9A C10A H10D 108.3 . . N N1A C10A H10D 108.3 . . N H10C C10A H10D 107.4 . . N N1A C11A C12A 112.5(10) . . N N1A C11A H11A 109.1 . . N C12A C11A H11A 109.1 . . N N1A C11A H11B 109.1 . . N C12A C11A H11B 109.1 . . N H11A C11A H11B 107.8 . . N O1A C12A O2A 124.3(13) . . N O1A C12A C11A 119.1(12) . . N O2A C12A C11A 116.6(12) . . N C14A C13A N2A 115.4(13) . . N C14A C13A H13A 108.4 . . N N2A C13A H13A 108.4 . . N C14A C13A H13B 108.4 . . N N2A C13A H13B 108.4 . . N H13A C13A H13B 107.5 . . N O3A C14A O4A 122.1(15) . . N O3A C14A C13A 120.3(15) . . N O4A C14A C13A 117.6(13) . . N N4B CoB N3B 85.3(5) . . Y N4B CoB O3B 92.2(4) . . N N3B CoB O3B 93.8(4) . . N N4B CoB O1B 92.8(5) . . N N3B CoB O1B 92.5(4) . . N O3B CoB O1B 172.2(4) . . Y N4B CoB N1B 94.7(5) . . Y N3B CoB N1B 174.1(5) . . N O3B CoB N1B 92.1(5) . . N O1B CoB N1B 81.6(4) . . Y N4B CoB N2B 173.8(5) . . N N3B CoB N2B 94.9(5) . . Y O3B CoB N2B 81.6(4) . . Y O1B CoB N2B 93.3(4) . . N N1B CoB N2B 85.7(5) . . Y O4B ZnB O2B 99.6(4) . 2_646 N O4B ZnB Cl1B 116.8(3) . . N O2B ZnB Cl1B 119.0(3) 2_646 . N O4B ZnB Cl2B 97.2(3) . . N O2B ZnB Cl2B 109.3(4) 2_646 . N Cl1B ZnB Cl2B 112.13(19) . . N C12B O1B CoB 114.1(9) . . N C12B O2B ZnB 118.9(10) . 2_656 N C14B O3B CoB 115.6(9) . . N C14B O4B ZnB 114.6(9) . . N C10B N1B C1B 110.7(12) . . N C10B N1B C11B 110.6(12) . . N C1B N1B C11B 112.1(13) . . N C10B N1B CoB 113.2(10) . . N C1B N1B CoB 103.8(9) . . N C11B N1B CoB 106.3(9) . . N C13B N2B C2B 110.5(12) . . N C13B N2B C3B 111.6(11) . . N C2B N2B C3B 111.0(12) . . N C13B N2B CoB 108.2(9) . . N C2B N2B CoB 103.8(9) . . N C3B N2B CoB 111.4(8) . . N C5B N3B C6B 112.5(11) . . N C5B N3B CoB 113.3(8) . . N C6B N3B CoB 106.3(9) . . N C5B N3B H3B 108.2 . . N C6B N3B H3B 108.2 . . N CoB N3B H3B 108.2 . . N C7B N4B C8B 111.6(12) . . N C7B N4B CoB 106.1(10) . . N C8B N4B CoB 115.9(9) . . N C7B N4B H4B 107.6 . . N C8B N4B H4B 107.6 . . N CoB N4B H4B 107.6 . . N N1B C1B C2B 111.9(13) . . N N1B C1B H1B1 109.2 . . N C2B C1B H1B1 109.2 . . N N1B C1B H1B2 109.2 . . N C2B C1B H1B2 109.2 . . N H1B1 C1B H1B2 107.9 . . N N2B C2B C1B 111.2(12) . . N N2B C2B H2B1 109.4 . . N C1B C2B H2B1 109.4 . . N N2B C2B H2B2 109.4 . . N C1B C2B H2B2 109.4 . . N H2B1 C2B H2B2 108.0 . . N N4B C7B C6B 108.5(12) . . N N4B C7B H7B1 110.0 . . N C6B C7B H7B1 110.0 . . N N4B C7B H7B2 110.0 . . N C6B C7B H7B2 110.0 . . N H7B1 C7B H7B2 108.4 . . N C4B C3B N2B 115.4(13) . . N C4B C3B H3B1 108.4 . . N N2B C3B H3B1 108.4 . . N C4B C3B H3B2 108.4 . . N N2B C3B H3B2 108.4 . . N H3B1 C3B H3B2 107.5 . . N C3B C4B C5B 116.2(14) . . N C3B C4B H4B1 108.2 . . N C5B C4B H4B1 108.2 . . N C3B C4B H4B2 108.2 . . N C5B C4B H4B2 108.2 . . N H4B1 C4B H4B2 107.4 . . N N3B C5B C4B 112.5(12) . . N N3B C5B H5B1 109.1 . . N C4B C5B H5B1 109.1 . . N N3B C5B H5B2 109.1 . . N C4B C5B H5B2 109.1 . . N H5B1 C5B H5B2 107.8 . . N N3B C6B C7B 102.8(12) . . N N3B C6B H6B1 111.2 . . N C7B C6B H6B1 111.2 . . N N3B C6B H6B2 111.2 . . N C7B C6B H6B2 111.2 . . N H6B1 C6B H6B2 109.1 . . N N4B C8B C9B 111.6(12) . . N N4B C8B H8B1 109.3 . . N C9B C8B H8B1 109.3 . . N N4B C8B H8B2 109.3 . . N C9B C8B H8B2 109.3 . . N H8B1 C8B H8B2 108.0 . . N C8B C9B C10B 118.2(13) . . N C8B C9B H9B1 107.8 . . N C10B C9B H9B1 107.8 . . N C8B C9B H9B2 107.8 . . N C10B C9B H9B2 107.8 . . N H9B1 C9B H9B2 107.1 . . N N1B C10B C9B 115.9(13) . . N N1B C10B H10E 108.3 . . N C9B C10B H10E 108.3 . . N N1B C10B H10F 108.3 . . N C9B C10B H10F 108.3 . . N H10E C10B H10F 107.4 . . N C12B C11B N1B 116.9(14) . . N C12B C11B H11C 108.1 . . N N1B C11B H11C 108.1 . . N C12B C11B H11D 108.1 . . N N1B C11B H11D 108.1 . . N H11C C11B H11D 107.3 . . N O2B C12B O1B 121.4(14) . . N O2B C12B C11B 119.8(14) . . N O1B C12B C11B 118.8(14) . . N N2B C13B C14B 113.3(11) . . N N2B C13B H13C 108.9 . . N C14B C13B H13C 108.9 . . N N2B C13B H13D 108.9 . . N C14B C13B H13D 108.9 . . N H13C C13B H13D 107.7 . . N O4B C14B O3B 123.9(14) . . N O4B C14B C13B 117.8(12) . . N O3B C14B C13B 117.8(12) . . N _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.725 _refine_diff_density_min -1.151 _refine_diff_density_rms 0.180 data_dmt23 _database_code_depnum_ccdc_archive 'CCDC 283174' _publ_section_exptl_refinement ; Hydrogen atoms were placed in calculated positions and refined using the riding model [C-H 0.93-0.97 \%A), with U~iso~(H) = 1.2 or 1.5 times U~eq~(C). ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H25 Cl2 Cu2 N4 O4, 0.25(C O), H2 O' _chemical_formula_sum 'C14.25 H29 Cl2 Cu2 N4 O5.25' _chemical_formula_weight 538.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2431(1) _cell_length_b 9.3178(1) _cell_length_c 14.9459(1) _cell_angle_alpha 78.162(1) _cell_angle_beta 80.574(1) _cell_angle_gamma 73.851(1) _cell_volume 1072.234(19) _cell_formula_units_Z 2 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ; ? ; _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 26.25 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS; Sheldrick, 1997' _exptl_special_details ; ? ; _exptl_crystal_F_000 553 _exptl_absorpt_coefficient_mu 2.266 _exptl_absorpt_correction_T_min 0.5497 _exptl_absorpt_correction_T_max 0.7421 _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART CCD' _diffrn_measurement_method 'Area detector \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_decay_% <2% _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_reflns_number 10063 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 26.25 _reflns_number_total 4298 _reflns_number_gt 3763 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-III (Burnett & Johnson, 1996)' _computing_publication_material 'SHELXTL (Siemens, 1995)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0433P)^2^+1.5611P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4298 _refine_ls_number_parameters 263 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0889 _refine_ls_wR_factor_gt 0.0843 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.18181(4) 0.26951(4) 0.73094(2) 0.01978(10) Uani 1 1 d . . . O1 O 0.3350(3) 0.1324(2) 0.84929(14) 0.0274(5) Uani 1 1 d . . . O2 O 0.3286(3) -0.0717(2) 0.95728(14) 0.0291(5) Uani 1 1 d . . . O3 O -0.0170(2) 0.4279(2) 0.63378(13) 0.0222(4) Uani 1 1 d . . . O4 O -0.2441(3) 0.6260(3) 0.63480(15) 0.0338(5) Uani 1 1 d . . . N1 N 0.0517(3) 0.1027(3) 0.77599(18) 0.0272(5) Uani 1 1 d . . . N2 N 0.0051(3) 0.3975(3) 0.82262(16) 0.0266(5) Uani 1 1 d . . . N3 N 0.3298(3) 0.4171(3) 0.69363(18) 0.0278(5) Uani 1 1 d . . . H3C H 0.2769 0.4948 0.6510 0.033 Uiso 1 1 calc R . . N4 N 0.3368(3) 0.1534(3) 0.63462(18) 0.0291(6) Uani 1 1 d . . . H4C H 0.4081 0.0708 0.6658 0.035 Uiso 1 1 calc R . . C1 C -0.1077(4) 0.1772(4) 0.8301(2) 0.0368(8) Uani 1 1 d . . . H1A H -0.1569 0.0997 0.8711 0.044 Uiso 1 1 calc R . . H1B H -0.1910 0.2375 0.7882 0.044 Uiso 1 1 calc R . . C2 C -0.0678(4) 0.2790(4) 0.8866(2) 0.0339(7) Uani 1 1 d . . . H2A H -0.1718 0.3272 0.9226 0.041 Uiso 1 1 calc R . . H2B H 0.0140 0.2186 0.9292 0.041 Uiso 1 1 calc R . . C3 C 0.0890(5) 0.4705(4) 0.8766(2) 0.0345(7) Uani 1 1 d . . . H3A H 0.1615 0.3909 0.9170 0.041 Uiso 1 1 calc R . . H3B H 0.0009 0.5316 0.9157 0.041 Uiso 1 1 calc R . . C4 C 0.1961(5) 0.5709(4) 0.8168(3) 0.0421(9) Uani 1 1 d . . . H4A H 0.1278 0.6405 0.7704 0.051 Uiso 1 1 calc R . . H4B H 0.2233 0.6323 0.8555 0.051 Uiso 1 1 calc R . . C5 C 0.3611(5) 0.4871(4) 0.7680(2) 0.0385(8) Uani 1 1 d . . . H5A H 0.4314 0.5581 0.7416 0.046 Uiso 1 1 calc R . . H5B H 0.4239 0.4079 0.8129 0.046 Uiso 1 1 calc R . . C6 C 0.4907(4) 0.3360(5) 0.6453(3) 0.0401(8) Uani 1 1 d . . . H6A H 0.5615 0.2642 0.6899 0.048 Uiso 1 1 calc R . . H6B H 0.5543 0.4084 0.6110 0.048 Uiso 1 1 calc R . . C7 C 0.4452(4) 0.2523(4) 0.5800(2) 0.0383(8) Uani 1 1 d . . . H7A H 0.3834 0.3248 0.5320 0.046 Uiso 1 1 calc R . . H7B H 0.5487 0.1907 0.5505 0.046 Uiso 1 1 calc R . . C8 C 0.2502(4) 0.0945(4) 0.5755(2) 0.0350(7) Uani 1 1 d . . . H8A H 0.3351 0.0454 0.5298 0.042 Uiso 1 1 calc R . . H8B H 0.1704 0.1796 0.5425 0.042 Uiso 1 1 calc R . . C9 C 0.1542(5) -0.0185(4) 0.6310(2) 0.0399(8) Uani 1 1 d . . . H9A H 0.2342 -0.1010 0.6656 0.048 Uiso 1 1 calc R . . H9B H 0.1121 -0.0625 0.5881 0.048 Uiso 1 1 calc R . . C10 C 0.0045(5) 0.0465(4) 0.6982(2) 0.0375(8) Uani 1 1 d . . . H10A H -0.0741 0.1307 0.6639 0.045 Uiso 1 1 calc R . . H10B H -0.0562 -0.0319 0.7247 0.045 Uiso 1 1 calc R . . C11 C 0.1540(4) -0.0253(3) 0.8384(2) 0.0311(7) Uani 1 1 d . . . H11A H 0.2165 -0.1048 0.8026 0.037 Uiso 1 1 calc R . . H11B H 0.0759 -0.0682 0.8862 0.037 Uiso 1 1 calc R . . C12 C 0.2802(4) 0.0188(3) 0.8846(2) 0.0245(6) Uani 1 1 d . . . C13 C -0.1347(4) 0.5149(4) 0.7769(2) 0.0330(7) Uani 1 1 d . . . H13A H -0.1311 0.6141 0.7878 0.040 Uiso 1 1 calc R . . H13B H -0.2432 0.4963 0.8075 0.040 Uiso 1 1 calc R . . C14 C -0.1340(4) 0.5249(3) 0.67407(19) 0.0230(6) Uani 1 1 d . . . Cu2 Cu 0.0000 0.5000 0.5000 0.01990(12) Uani 1 2 d S . . Cu3 Cu 0.5000 0.0000 1.0000 0.02392(13) Uani 1 2 d S . . Cl1 Cl 0.15011(10) 0.66159(8) 0.51957(5) 0.02886(17) Uani 1 1 d . . . Cl2 Cl 0.28621(10) 0.15914(9) 1.08222(5) 0.03358(18) Uani 1 1 d . . . O10 O -0.4446(5) 0.8689(4) 0.7229(3) 0.0768(13) Uani 1 1 d . . . H10D H -0.380(8) 0.810(7) 0.703(4) 0.092 Uiso 1 1 d . . . H10C H -0.398(7) 0.860(7) 0.779(4) 0.092 Uiso 1 1 d . . . O31 O -0.4813(19) 0.5209(16) 0.9942(9) 0.051(3) Uiso 0.25 1 d PD . . H31 H -0.5452 0.6050 0.9771 0.061 Uiso 0.25 1 calc PR . . C31 C -0.512(2) 0.4256(17) 1.0734(9) 0.044(3) Uiso 0.25 1 d PD . . H31A H -0.6179 0.3995 1.0732 0.066 Uiso 0.25 1 calc PR . . H31B H -0.5201 0.4751 1.1256 0.066 Uiso 0.25 1 calc PR . . H31C H -0.4198 0.3342 1.0777 0.066 Uiso 0.25 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02233(18) 0.01768(18) 0.01872(18) -0.00359(13) -0.00271(13) -0.00346(13) O1 0.0323(11) 0.0246(11) 0.0269(11) -0.0014(8) -0.0091(9) -0.0085(9) O2 0.0362(12) 0.0247(11) 0.0266(11) 0.0024(8) -0.0119(9) -0.0080(9) O3 0.0252(10) 0.0234(10) 0.0165(9) -0.0048(8) -0.0028(8) -0.0021(8) O4 0.0339(12) 0.0350(12) 0.0246(11) -0.0044(9) -0.0082(9) 0.0064(10) N1 0.0299(13) 0.0247(13) 0.0285(13) 0.0007(10) -0.0109(11) -0.0086(10) N2 0.0331(13) 0.0247(13) 0.0170(12) -0.0036(10) -0.0053(10) 0.0024(10) N3 0.0306(13) 0.0263(13) 0.0273(13) -0.0005(10) -0.0063(10) -0.0095(11) N4 0.0295(13) 0.0274(13) 0.0274(13) -0.0081(10) -0.0062(10) 0.0019(11) C1 0.0276(16) 0.046(2) 0.0356(18) 0.0028(15) -0.0022(13) -0.0149(15) C2 0.0313(16) 0.0388(18) 0.0230(15) 0.0001(13) 0.0024(12) -0.0017(14) C3 0.051(2) 0.0289(16) 0.0212(15) -0.0102(12) -0.0119(14) 0.0026(14) C4 0.069(3) 0.0239(16) 0.0380(19) -0.0070(14) -0.0179(17) -0.0108(16) C5 0.050(2) 0.0334(18) 0.0405(19) -0.0035(15) -0.0153(16) -0.0200(16) C6 0.0268(16) 0.054(2) 0.0404(19) -0.0077(16) 0.0016(14) -0.0145(15) C7 0.0302(17) 0.048(2) 0.0310(17) -0.0105(15) 0.0074(13) -0.0049(15) C8 0.0430(19) 0.0297(17) 0.0303(17) -0.0143(13) -0.0106(14) 0.0042(14) C9 0.059(2) 0.0269(17) 0.0397(19) -0.0118(14) -0.0218(17) -0.0070(16) C10 0.046(2) 0.0343(18) 0.0399(19) -0.0010(14) -0.0210(16) -0.0179(15) C11 0.0411(18) 0.0228(15) 0.0320(16) 0.0044(12) -0.0166(14) -0.0115(13) C12 0.0275(14) 0.0222(14) 0.0227(14) -0.0044(11) -0.0051(11) -0.0030(11) C13 0.0366(17) 0.0327(17) 0.0205(15) -0.0072(12) -0.0063(13) 0.0101(14) C14 0.0243(14) 0.0248(14) 0.0188(14) -0.0031(11) -0.0027(11) -0.0047(11) Cu2 0.0233(2) 0.0209(2) 0.0146(2) -0.00342(18) -0.00276(18) -0.00340(19) Cu3 0.0296(3) 0.0202(2) 0.0214(3) 0.00050(19) -0.0074(2) -0.0056(2) Cl1 0.0358(4) 0.0285(4) 0.0258(4) -0.0020(3) -0.0069(3) -0.0136(3) Cl2 0.0352(4) 0.0323(4) 0.0321(4) -0.0098(3) -0.0051(3) -0.0027(3) O10 0.085(3) 0.065(2) 0.061(2) -0.0330(17) -0.0410(19) 0.0481(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N3 2.022(3) . Y Cu1 N4 2.035(3) . Y Cu1 N1 2.069(3) . Y Cu1 N2 2.115(2) . Y Cu1 O1 2.294(2) . Y Cu1 O3 2.351(2) . Y O1 C12 1.250(4) . N O2 C12 1.276(3) . N O2 Cu3 1.961(2) . N O3 C14 1.287(3) . N O3 Cu2 1.9692(19) . N O4 C14 1.236(4) . N N1 C1 1.496(4) . N N1 C11 1.498(4) . N N1 C10 1.513(4) . N N2 C13 1.497(4) . N N2 C2 1.497(4) . N N2 C3 1.503(4) . N N3 C6 1.485(4) . N N3 C5 1.488(4) . N N3 H3C 0.9200 . N N4 C8 1.488(4) . N N4 C7 1.492(4) . N N4 H4C 0.9200 . N C1 C2 1.520(5) . N C1 H1A 0.9800 . N C1 H1B 0.9800 . N C2 H2A 0.9800 . N C2 H2B 0.9800 . N C3 C4 1.520(5) . N C3 H3A 0.9800 . N C3 H3B 0.9800 . N C4 C5 1.519(5) . N C4 H4A 0.9800 . N C4 H4B 0.9800 . N C5 H5A 0.9800 . N C5 H5B 0.9800 . N C6 C7 1.515(5) . N C6 H6A 0.9800 . N C6 H6B 0.9800 . N C7 H7A 0.9800 . N C7 H7B 0.9800 . N C8 C9 1.521(5) . N C8 H8A 0.9800 . N C8 H8B 0.9800 . N C9 C10 1.526(5) . N C9 H9A 0.9800 . N C9 H9B 0.9800 . N C10 H10A 0.9800 . N C10 H10B 0.9800 . N C11 C12 1.523(4) . N C11 H11A 0.9800 . N C11 H11B 0.9800 . N C13 C14 1.520(4) . N C13 H13A 0.9800 . N C13 H13B 0.9800 . N Cu2 O3 1.9692(19) 2_566 ? Cu2 Cl1 2.2846(7) . N Cu2 Cl1 2.2846(7) 2_566 ? Cu3 O2 1.961(2) 2_657 ? Cu3 Cl2 2.3236(8) . N Cu3 Cl2 2.3237(8) 2_657 ? O10 H10D 0.73(6) . N O10 H10C 0.95(6) . N O31 O31 0.55(2) 2_467 ? O31 C31 1.359(15) . N O31 H31 0.8300 . N C31 H31A 0.9700 . N C31 H31B 0.9700 . N C31 H31C 0.9700 . N 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_3 _geom_angle_publ_flag N3 Cu1 N4 85.71(11) . . Y N3 Cu1 N1 173.91(10) . . N N4 Cu1 N1 92.52(11) . . Y N3 Cu1 N2 95.32(11) . . Y N4 Cu1 N2 175.00(10) . . N N1 Cu1 N2 86.95(11) . . Y N3 Cu1 O1 93.33(9) . . N N4 Cu1 O1 94.03(9) . . N N1 Cu1 O1 80.97(8) . . Y N2 Cu1 O1 90.80(8) . . N N3 Cu1 O3 90.05(9) . . N N4 Cu1 O3 97.37(9) . . N N1 Cu1 O3 95.96(8) . . N N2 Cu1 O3 77.75(8) . . Y O1 Cu1 O3 168.32(7) . . Y C12 O1 Cu1 109.57(18) . . N C12 O2 Cu3 107.84(19) . . N C14 O3 Cu2 109.25(17) . . N C14 O3 Cu1 113.62(16) . . N Cu2 O3 Cu1 132.26(9) . . N C1 N1 C11 109.2(3) . . N C1 N1 C10 108.8(2) . . N C11 N1 C10 111.1(2) . . N C1 N1 Cu1 104.75(19) . . N C11 N1 Cu1 109.52(18) . . N C10 N1 Cu1 113.2(2) . . N C13 N2 C2 109.3(3) . . N C13 N2 C3 109.6(2) . . N C2 N2 C3 109.3(2) . . N C13 N2 Cu1 113.58(17) . . N C2 N2 Cu1 102.34(18) . . N C3 N2 Cu1 112.4(2) . . N C6 N3 C5 111.9(3) . . N C6 N3 Cu1 106.4(2) . . N C5 N3 Cu1 116.7(2) . . N C6 N3 H3C 107.1 . . N C5 N3 H3C 107.1 . . N Cu1 N3 H3C 107.1 . . N C8 N4 C7 112.6(3) . . N C8 N4 Cu1 115.7(2) . . N C7 N4 Cu1 107.35(19) . . N C8 N4 H4C 106.9 . . N C7 N4 H4C 106.9 . . N Cu1 N4 H4C 106.9 . . N N1 C1 C2 109.6(3) . . N N1 C1 H1A 109.7 . . N C2 C1 H1A 109.7 . . N N1 C1 H1B 109.7 . . N C2 C1 H1B 109.7 . . N H1A C1 H1B 108.2 . . N N2 C2 C1 108.8(2) . . N N2 C2 H2A 109.9 . . N C1 C2 H2A 109.9 . . N N2 C2 H2B 109.9 . . N C1 C2 H2B 109.9 . . N H2A C2 H2B 108.3 . . N N2 C3 C4 113.7(3) . . N N2 C3 H3A 108.8 . . N C4 C3 H3A 108.8 . . N N2 C3 H3B 108.8 . . N C4 C3 H3B 108.8 . . N H3A C3 H3B 107.7 . . N C5 C4 C3 115.2(3) . . N C5 C4 H4A 108.5 . . N C3 C4 H4A 108.5 . . N C5 C4 H4B 108.5 . . N C3 C4 H4B 108.5 . . N H4A C4 H4B 107.5 . . N N3 C5 C4 111.7(3) . . N N3 C5 H5A 109.3 . . N C4 C5 H5A 109.3 . . N N3 C5 H5B 109.3 . . N C4 C5 H5B 109.3 . . N H5A C5 H5B 107.9 . . N N3 C6 C7 107.8(3) . . N N3 C6 H6A 110.1 . . N C7 C6 H6A 110.1 . . N N3 C6 H6B 110.1 . . N C7 C6 H6B 110.1 . . N H6A C6 H6B 108.5 . . N N4 C7 C6 107.9(3) . . N N4 C7 H7A 110.1 . . N C6 C7 H7A 110.1 . . N N4 C7 H7B 110.1 . . N C6 C7 H7B 110.1 . . N H7A C7 H7B 108.4 . . N N4 C8 C9 112.2(3) . . N N4 C8 H8A 109.2 . . N C9 C8 H8A 109.2 . . N N4 C8 H8B 109.2 . . N C9 C8 H8B 109.2 . . N H8A C8 H8B 107.9 . . N C8 C9 C10 115.2(3) . . N C8 C9 H9A 108.5 . . N C10 C9 H9A 108.5 . . N C8 C9 H9B 108.5 . . N C10 C9 H9B 108.5 . . N H9A C9 H9B 107.5 . . N N1 C10 C9 114.9(3) . . N N1 C10 H10A 108.5 . . N C9 C10 H10A 108.5 . . N N1 C10 H10B 108.5 . . N C9 C10 H10B 108.5 . . N H10A C10 H10B 107.5 . . N N1 C11 C12 114.5(2) . . N N1 C11 H11A 108.6 . . N C12 C11 H11A 108.6 . . N N1 C11 H11B 108.6 . . N C12 C11 H11B 108.6 . . N H11A C11 H11B 107.6 . . N O1 C12 O2 124.5(3) . . N O1 C12 C11 120.4(3) . . N O2 C12 C11 115.0(3) . . N N2 C13 C14 117.5(2) . . N N2 C13 H13A 107.9 . . N C14 C13 H13A 107.9 . . N N2 C13 H13B 107.9 . . N C14 C13 H13B 107.9 . . N H13A C13 H13B 107.2 . . N O4 C14 O3 124.6(3) . . N O4 C14 C13 118.0(3) . . N O3 C14 C13 117.4(2) . . N O3 Cu2 O3 180.0 2_566 . N O3 Cu2 Cl1 91.10(6) 2_566 . N O3 Cu2 Cl1 88.90(6) . . N O3 Cu2 Cl1 88.90(6) 2_566 2_566 ? O3 Cu2 Cl1 91.10(6) . 2_566 ? Cl1 Cu2 Cl1 180.0 . 2_566 ? O2 Cu3 O2 180.0 2_657 . N O2 Cu3 Cl2 89.96(7) 2_657 . N O2 Cu3 Cl2 90.04(7) . . N O2 Cu3 Cl2 90.04(7) 2_657 2_657 ? O2 Cu3 Cl2 89.96(7) . 2_657 ? Cl2 Cu3 Cl2 180.0 . 2_657 ? H10D O10 H10C 99(6) . . N O31 O31 C31 43(3) 2_467 . N O31 O31 H31 109.5 2_467 . N C31 O31 H31 124.8 . . N O31 C31 H31A 109.5 . . N O31 C31 H31B 109.5 . . N H31A C31 H31B 109.5 . . N O31 C31 H31C 109.5 . . N H31A C31 H31C 109.5 . . N H31B C31 H31C 109.5 . . N _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.25 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.975 _refine_diff_density_min -0.491 _refine_diff_density_rms 0.087 data_dmt24 _database_code_depnum_ccdc_archive 'CCDC 283175' _publ_section_exptl_refinement ; Hydrogen atoms were placed in calculated positions and refined using the riding model [C-H 0.93-0.97 \%A), with U~iso~(H) = 1.2 or 1.5 times U~eq~(C). The crystals contain disordered perchlorate. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H27 Cu N4 O4, Cl O4' _chemical_formula_sum 'C14 H27 Cl Cu N4 O8' _chemical_formula_weight 478.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.6771(2) _cell_length_b 13.7835(2) _cell_length_c 13.7784(1) _cell_angle_alpha 90.00 _cell_angle_beta 101.718(1) _cell_angle_gamma 90.00 _cell_volume 1985.48(5) _cell_formula_units_Z 4 _cell_measurement_temperature 85(2) _cell_measurement_reflns_used 11814 _cell_measurement_theta_min 1.95 _cell_measurement_theta_max 27.45 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.600 _exptl_crystal_F_000 996 _exptl_absorpt_coefficient_mu 1.284 _exptl_crystal_density_method 'not measured' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS; Sheldrick, 1997' _exptl_special_details ; ? ; _exptl_absorpt_correction_T_min 0.526 _exptl_absorpt_correction_T_max 0.926 _diffrn_ambient_temperature 85(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART CCD' _diffrn_measurement_method 'Area detector \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_decay_% <2% _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_reflns_number 11538 _diffrn_reflns_av_R_equivalents 0.0198 _diffrn_reflns_av_sigmaI/netI 0.0260 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 27.45 _reflns_number_total 4344 _reflns_number_gt 3619 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-III (Burnett & Johnson, 1996)' _computing_publication_material 'SHELXTL (Siemens, 1995)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+2.0701P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4344 _refine_ls_number_parameters 311 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1014 _refine_ls_wR_factor_gt 0.0932 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.79843(3) 0.16115(2) 0.82526(2) 0.02853(10) Uani 1 1 d . . . O1 O 0.83606(18) 0.11192(13) 0.99036(12) 0.0345(4) Uani 1 1 d . . . O2 O 1.0031(2) 0.10282(14) 1.11741(14) 0.0456(5) Uani 1 1 d . . . O3 O 0.78082(18) 0.25911(12) 0.67658(12) 0.0341(4) Uani 1 1 d . . . O4 O 0.7133(2) 0.40954(14) 0.63038(14) 0.0413(5) Uani 1 1 d . . . H4O H 0.753(4) 0.406(3) 0.584(3) 0.073(13) Uiso 1 1 d . . . N1 N 0.9761(2) 0.22193(18) 0.87660(17) 0.0417(6) Uani 1 1 d . . . N2 N 0.7165(2) 0.28724(16) 0.86530(15) 0.0358(5) Uani 1 1 d . . . N3 N 0.6301(3) 0.0928(2) 0.78536(19) 0.0476(6) Uani 1 1 d . . . H3N H 0.588(3) 0.123(3) 0.730(3) 0.061(10) Uiso 1 1 d . . . N4 N 0.8731(3) 0.04901(18) 0.76180(18) 0.0508(7) Uani 1 1 d . . . H4N H 0.909(3) 0.013(2) 0.808(2) 0.037(8) Uiso 1 1 d . . . C1 C 0.9467(3) 0.3253(2) 0.8933(2) 0.0507(8) Uani 1 1 d . . . H1A H 0.9369 0.3606 0.8312 0.061 Uiso 1 1 calc R . . H1B H 1.0175 0.3540 0.9398 0.061 Uiso 1 1 calc R . . C2 C 0.8265(3) 0.3347(2) 0.9332(2) 0.0486(8) Uani 1 1 d . . . H2A H 0.8390 0.3046 0.9981 0.058 Uiso 1 1 calc R . . H2B H 0.8075 0.4028 0.9405 0.058 Uiso 1 1 calc R . . C3 C 0.6109(3) 0.2699(3) 0.9219(2) 0.0529(8) Uani 1 1 d . . . H3A H 0.5727 0.3319 0.9325 0.063 Uiso 1 1 calc R . . H3B H 0.6486 0.2435 0.9865 0.063 Uiso 1 1 calc R . . C4 C 0.5051(3) 0.2013(4) 0.8709(3) 0.0679(11) Uani 1 1 d . . . H4A H 0.4388 0.1998 0.9097 0.082 Uiso 1 1 calc R . . H4B H 0.4675 0.2283 0.8066 0.082 Uiso 1 1 calc R . . C5 C 0.5448(3) 0.0980(3) 0.8558(3) 0.0656(10) Uani 1 1 d . . . H5A H 0.5879 0.0712 0.9189 0.079 Uiso 1 1 calc R . . H5B H 0.4692 0.0591 0.8315 0.079 Uiso 1 1 calc R . . C6 C 0.6641(4) -0.0091(2) 0.7587(3) 0.0719(12) Uani 1 1 d . . . H6A H 0.6925 -0.0469 0.8185 0.086 Uiso 1 1 calc R . . H6B H 0.5896 -0.0406 0.7192 0.086 Uiso 1 1 calc R . . C7 C 0.7680(4) -0.0035(3) 0.7013(3) 0.0689(11) Uani 1 1 d . . . H7A H 0.7953 -0.0682 0.6870 0.083 Uiso 1 1 calc R . . H7B H 0.7381 0.0301 0.6391 0.083 Uiso 1 1 calc R . . C8 C 0.9745(5) 0.0760(3) 0.7060(3) 0.0728(13) Uani 1 1 d . . . H8A H 1.0006 0.0183 0.6750 0.087 Uiso 1 1 calc R . . H8B H 0.9388 0.1212 0.6537 0.087 Uiso 1 1 calc R . . C9 C 1.0898(4) 0.1210(3) 0.7702(3) 0.0782(14) Uani 1 1 d . . . H9A H 1.1193 0.0790 0.8267 0.094 Uiso 1 1 calc R . . H9B H 1.1575 0.1249 0.7329 0.094 Uiso 1 1 calc R . . C10 C 1.0668(3) 0.2189(3) 0.8066(3) 0.0616(10) Uani 1 1 d . . . H10A H 1.0332 0.2599 0.7501 0.074 Uiso 1 1 calc R . . H10B H 1.1480 0.2462 0.8397 0.074 Uiso 1 1 calc R . . C11 C 1.0399(3) 0.1739(3) 0.9715(3) 0.0601(10) Uani 1 1 d . . . H11A H 1.0911 0.2222 1.0128 0.072 Uiso 1 1 calc R . . H11B H 1.0980 0.1250 0.9558 0.072 Uiso 1 1 calc R . . C12 C 0.9531(3) 0.12610(18) 1.03179(18) 0.0345(5) Uani 1 1 d . . . C13 C 0.6665(3) 0.3505(2) 0.7784(2) 0.0446(7) Uani 1 1 d . . . H13A H 0.6785 0.4177 0.7991 0.054 Uiso 1 1 calc R . . H13B H 0.5753 0.3395 0.7577 0.054 Uiso 1 1 calc R . . C14 C 0.7285(3) 0.33494(18) 0.69046(17) 0.0327(5) Uani 1 1 d . . . Cl1 Cl 0.3501(2) 0.3359(3) 1.0861(3) 0.0462(7) Uani 0.497(6) 1 d PD A 1 O11 O 0.2911(15) 0.3405(12) 0.9846(7) 0.089(4) Uani 0.497(6) 1 d PD A 1 O12 O 0.4790(4) 0.3046(6) 1.1043(4) 0.0640(19) Uani 0.497(6) 1 d PD A 1 O13 O 0.3444(7) 0.4248(4) 1.1376(6) 0.097(3) Uani 0.497(6) 1 d PD A 1 O14 O 0.2840(7) 0.2671(5) 1.1335(5) 0.086(2) Uani 0.497(6) 1 d PD A 1 Cl2 Cl 0.3453(3) 0.3748(3) 1.0644(2) 0.0524(7) Uani 0.503(6) 1 d PD A 2 O11' O 0.3178(16) 0.3371(15) 0.9691(8) 0.097(5) Uani 0.503(6) 1 d PD A 2 O12' O 0.3935(18) 0.2946(8) 1.1212(10) 0.210(10) Uani 0.503(6) 1 d PD A 2 O13' O 0.4351(7) 0.4480(6) 1.0745(8) 0.133(4) Uani 0.503(6) 1 d PD A 2 O14' O 0.2276(8) 0.4128(6) 1.0780(8) 0.132(4) Uani 0.503(6) 1 d PD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.03513(17) 0.02877(16) 0.02079(15) -0.00057(11) 0.00355(11) 0.00089(12) O1 0.0433(10) 0.0363(10) 0.0235(8) 0.0014(7) 0.0058(7) -0.0048(8) O2 0.0600(13) 0.0430(11) 0.0296(10) 0.0104(8) -0.0010(9) 0.0092(9) O3 0.0473(10) 0.0309(9) 0.0248(8) 0.0009(7) 0.0088(7) 0.0096(8) O4 0.0610(13) 0.0359(10) 0.0284(9) 0.0052(8) 0.0126(9) 0.0150(9) N1 0.0348(12) 0.0517(14) 0.0368(12) 0.0231(10) 0.0027(9) -0.0008(10) N2 0.0473(13) 0.0401(12) 0.0207(9) 0.0017(8) 0.0080(9) 0.0117(10) N3 0.0484(15) 0.0497(14) 0.0383(13) 0.0017(11) -0.0060(11) -0.0113(12) N4 0.082(2) 0.0367(13) 0.0300(12) 0.0054(10) 0.0040(12) 0.0229(13) C1 0.0600(19) 0.0451(17) 0.0390(15) 0.0097(13) -0.0089(14) -0.0201(14) C2 0.082(2) 0.0320(14) 0.0276(13) -0.0046(11) 0.0014(14) -0.0025(14) C3 0.0608(19) 0.072(2) 0.0311(14) 0.0061(14) 0.0222(14) 0.0235(17) C4 0.0345(16) 0.128(4) 0.0435(18) 0.009(2) 0.0140(14) 0.0055(19) C5 0.0478(19) 0.088(3) 0.057(2) 0.0091(19) 0.0022(16) -0.0245(19) C6 0.082(3) 0.0364(17) 0.076(3) -0.0020(16) -0.033(2) -0.0185(17) C7 0.102(3) 0.0493(19) 0.0454(19) -0.0155(15) -0.0072(19) 0.017(2) C8 0.131(4) 0.054(2) 0.0483(19) 0.0208(16) 0.055(2) 0.051(2) C9 0.070(3) 0.096(3) 0.081(3) 0.047(3) 0.045(2) 0.039(2) C10 0.0416(17) 0.083(3) 0.064(2) 0.0434(19) 0.0188(15) 0.0099(17) C11 0.0377(16) 0.086(3) 0.0509(18) 0.0404(18) -0.0050(13) -0.0044(16) C12 0.0482(15) 0.0265(11) 0.0277(12) 0.0037(10) 0.0051(11) 0.0031(11) C13 0.0616(18) 0.0478(16) 0.0266(13) 0.0050(11) 0.0139(12) 0.0260(14) C14 0.0405(14) 0.0352(13) 0.0210(11) -0.0005(9) 0.0030(10) 0.0067(11) Cl1 0.0315(8) 0.0600(18) 0.0448(14) -0.0092(12) 0.0022(8) 0.0027(11) O11 0.075(7) 0.107(9) 0.065(6) 0.006(5) -0.035(6) -0.020(7) O12 0.035(2) 0.118(5) 0.035(2) -0.023(3) -0.001(2) 0.019(3) O13 0.087(5) 0.067(4) 0.120(6) -0.045(4) -0.019(4) 0.021(4) O14 0.084(5) 0.103(5) 0.073(4) -0.007(4) 0.020(3) -0.032(4) Cl2 0.0607(13) 0.0543(16) 0.0397(12) -0.0011(11) 0.0042(9) 0.0040(12) O11' 0.091(8) 0.137(10) 0.057(5) -0.026(5) 0.000(4) 0.051(7) O12' 0.29(2) 0.141(10) 0.133(11) 0.063(8) -0.104(13) 0.009(14) O13' 0.069(5) 0.115(6) 0.206(10) -0.038(6) 0.006(5) -0.043(4) O14' 0.136(8) 0.109(6) 0.184(10) -0.038(6) 0.107(8) -0.006(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N3 2.005(3) . Y Cu1 N4 2.018(2) . Y Cu1 N1 2.063(2) . Y Cu1 N2 2.070(2) . Y Cu1 O1 2.3291(17) . Y Cu1 O3 2.4288(17) . Y O1 C12 1.279(3) . N O2 C12 1.234(3) . N O3 C14 1.219(3) . N O4 C14 1.309(3) . N O4 H4O 0.84(4) . N N1 C1 1.487(4) . N N1 C10 1.500(4) . N N1 C11 1.500(3) . N N2 C13 1.490(3) . N N2 C2 1.495(4) . N N2 C3 1.514(4) . N N3 C5 1.462(5) . N N3 C6 1.514(5) . N N3 H3N 0.90(4) . N N4 C7 1.448(5) . N N4 C8 1.497(5) . N N4 H4N 0.83(3) . N C1 C2 1.501(5) . N C1 H1A 0.9700 . N C1 H1B 0.9700 . N C2 H2A 0.9700 . N C2 H2B 0.9700 . N C3 C4 1.531(5) . N C3 H3A 0.9700 . N C3 H3B 0.9700 . N C4 C5 1.512(6) . N C4 H4A 0.9700 . N C4 H4B 0.9700 . N C5 H5A 0.9700 . N C5 H5B 0.9700 . N C6 C7 1.489(6) . N C6 H6A 0.9700 . N C6 H6B 0.9700 . N C7 H7A 0.9700 . N C7 H7B 0.9700 . N C8 C9 1.497(7) . N C8 H8A 0.9700 . N C8 H8B 0.9700 . N C9 C10 1.478(6) . N C9 H9A 0.9700 . N C9 H9B 0.9700 . N C10 H10A 0.9700 . N C10 H10B 0.9700 . N C11 C12 1.515(4) . N C11 H11A 0.9700 . N C11 H11B 0.9700 . N C13 C14 1.510(3) . N C13 H13A 0.9700 . N C13 H13B 0.9700 . N Cl1 O11 1.414(7) . N Cl1 O12 1.416(5) . N Cl1 O14 1.418(6) . N Cl1 O13 1.423(5) . N Cl2 O13' 1.379(6) . N Cl2 O11' 1.386(8) . N Cl2 O12' 1.392(7) . N Cl2 O14' 1.409(6) . N 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_3 _geom_angle_publ_flag N3 Cu1 N4 86.10(12) . . Y N3 Cu1 N1 174.66(10) . . N N4 Cu1 N1 92.47(12) . . Y N3 Cu1 N2 93.67(11) . . Y N4 Cu1 N2 169.71(9) . . N N1 Cu1 N2 88.66(10) . . Y N3 Cu1 O1 95.63(9) . . N N4 Cu1 O1 101.25(8) . . N N1 Cu1 O1 79.58(7) . . Y N2 Cu1 O1 89.01(7) . . N N3 Cu1 O3 96.80(9) . . N N4 Cu1 O3 91.72(8) . . N N1 Cu1 O3 88.38(7) . . N N2 Cu1 O3 78.09(7) . . Y O1 Cu1 O3 162.59(6) . . Y C12 O1 Cu1 110.52(15) . . N C14 O3 Cu1 107.69(15) . . N C14 O4 H4O 115(3) . . N C1 N1 C10 108.0(2) . . N C1 N1 C11 111.2(3) . . N C10 N1 C11 108.0(2) . . N C1 N1 Cu1 103.55(17) . . N C10 N1 Cu1 115.9(2) . . N C11 N1 Cu1 110.05(17) . . N C13 N2 C2 110.8(2) . . N C13 N2 C3 108.9(2) . . N C2 N2 C3 108.6(2) . . N C13 N2 Cu1 112.29(15) . . N C2 N2 Cu1 102.30(17) . . N C3 N2 Cu1 113.83(19) . . N C5 N3 C6 114.8(3) . . N C5 N3 Cu1 116.1(2) . . N C6 N3 Cu1 104.9(2) . . N C5 N3 H3N 105(2) . . N C6 N3 H3N 109(2) . . N Cu1 N3 H3N 107(2) . . N C7 N4 C8 112.6(3) . . N C7 N4 Cu1 107.7(2) . . N C8 N4 Cu1 115.0(2) . . N C7 N4 H4N 109(2) . . N C8 N4 H4N 105(2) . . N Cu1 N4 H4N 107(2) . . N N1 C1 C2 111.2(2) . . N N1 C1 H1A 109.4 . . N C2 C1 H1A 109.4 . . N N1 C1 H1B 109.4 . . N C2 C1 H1B 109.4 . . N H1A C1 H1B 108.0 . . N N2 C2 C1 110.8(2) . . N N2 C2 H2A 109.5 . . N C1 C2 H2A 109.5 . . N N2 C2 H2B 109.5 . . N C1 C2 H2B 109.5 . . N H2A C2 H2B 108.1 . . N N2 C3 C4 114.7(2) . . N N2 C3 H3A 108.6 . . N C4 C3 H3A 108.6 . . N N2 C3 H3B 108.6 . . N C4 C3 H3B 108.6 . . N H3A C3 H3B 107.6 . . N C5 C4 C3 116.3(3) . . N C5 C4 H4A 108.2 . . N C3 C4 H4A 108.2 . . N C5 C4 H4B 108.2 . . N C3 C4 H4B 108.2 . . N H4A C4 H4B 107.4 . . N N3 C5 C4 111.6(3) . . N N3 C5 H5A 109.3 . . N C4 C5 H5A 109.3 . . N N3 C5 H5B 109.3 . . N C4 C5 H5B 109.3 . . N H5A C5 H5B 108.0 . . N C7 C6 N3 108.8(3) . . N C7 C6 H6A 109.9 . . N N3 C6 H6A 109.9 . . N C7 C6 H6B 109.9 . . N N3 C6 H6B 109.9 . . N H6A C6 H6B 108.3 . . N N4 C7 C6 107.1(3) . . N N4 C7 H7A 110.3 . . N C6 C7 H7A 110.3 . . N N4 C7 H7B 110.3 . . N C6 C7 H7B 110.3 . . N H7A C7 H7B 108.6 . . N C9 C8 N4 113.2(3) . . N C9 C8 H8A 108.9 . . N N4 C8 H8A 108.9 . . N C9 C8 H8B 108.9 . . N N4 C8 H8B 108.9 . . N H8A C8 H8B 107.8 . . N C10 C9 C8 113.9(3) . . N C10 C9 H9A 108.8 . . N C8 C9 H9A 108.8 . . N C10 C9 H9B 108.8 . . N C8 C9 H9B 108.8 . . N H9A C9 H9B 107.7 . . N C9 C10 N1 114.6(3) . . N C9 C10 H10A 108.6 . . N N1 C10 H10A 108.6 . . N C9 C10 H10B 108.6 . . N N1 C10 H10B 108.6 . . N H10A C10 H10B 107.6 . . N N1 C11 C12 116.7(2) . . N N1 C11 H11A 108.1 . . N C12 C11 H11A 108.1 . . N N1 C11 H11B 108.1 . . N C12 C11 H11B 108.1 . . N H11A C11 H11B 107.3 . . N O2 C12 O1 125.5(3) . . N O2 C12 C11 116.3(3) . . N O1 C12 C11 118.2(2) . . N N2 C13 C14 114.7(2) . . N N2 C13 H13A 108.6 . . N C14 C13 H13A 108.6 . . N N2 C13 H13B 108.6 . . N C14 C13 H13B 108.6 . . N H13A C13 H13B 107.6 . . N O3 C14 O4 125.2(2) . . N O3 C14 C13 122.5(2) . . N O4 C14 C13 112.2(2) . . N O11 Cl1 O12 114.2(8) . . N O11 Cl1 O14 108.8(8) . . N O12 Cl1 O14 105.8(5) . . N O11 Cl1 O13 113.6(8) . . N O12 Cl1 O13 108.2(4) . . N O14 Cl1 O13 105.7(5) . . N O13' Cl2 O11' 112.3(11) . . N O13' Cl2 O12' 110.7(8) . . N O11' Cl2 O12' 102.6(11) . . N O13' Cl2 O14' 109.6(6) . . N O11' Cl2 O14' 104.0(8) . . N O12' Cl2 O14' 117.3(10) . . N _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 0.514 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.063 data_dmt25revised _database_code_depnum_ccdc_archive 'CCDC 283176' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H26.5 Cr N4 O4,1.5(Cl O4),(C2 H6 O)' _chemical_formula_sum 'C16 H32.50 Cl1.50 Cr N4 O11' _chemical_formula_weight 562.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.7521(1) _cell_length_b 11.9632(1) _cell_length_c 16.8661(1) _cell_angle_alpha 90.00 _cell_angle_beta 104.373(1) _cell_angle_gamma 90.00 _cell_volume 2297.03(3) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 1.79 _cell_measurement_theta_max 27.81 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.627 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1074 _exptl_absorpt_coefficient_mu 0.728 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS; Sheldrick, 1997' _exptl_special_details ; ? ; _exptl_absorpt_correction_T_min 0.7279 _exptl_absorpt_correction_T_max 0.9197 _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART CCD' _diffrn_measurement_method 'Area detector \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_decay_% <2% _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_reflns_number 13843 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.81 _reflns_number_total 5121 _reflns_number_gt 4272 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-III (Burnett & Johnson, 1996)' _computing_publication_material 'SHELXTL (Siemens, 1995)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0899P)^2^+2.8856P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5121 _refine_ls_number_parameters 304 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0545 _refine_ls_wR_factor_ref 0.1622 _refine_ls_wR_factor_gt 0.1538 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cr1 Cr 0.18827(3) 0.07885(3) 0.13276(2) 0.02161(14) Uani 1 1 d . . . N1 N 0.2513(2) -0.07774(19) 0.18178(15) 0.0278(5) Uani 1 1 d . . . C1 C 0.2884(3) -0.0542(3) 0.27203(19) 0.0355(7) Uani 1 1 d . . . H1A H 0.3615 -0.0110 0.2848 0.043 Uiso 1 1 calc R . . H1B H 0.3025 -0.1247 0.3025 0.043 Uiso 1 1 calc R . . C2 C 0.1916(3) 0.0117(3) 0.29731(17) 0.0344(6) Uani 1 1 d . . . H2A H 0.1192 -0.0326 0.2863 0.041 Uiso 1 1 calc R . . H2B H 0.2153 0.0278 0.3561 0.041 Uiso 1 1 calc R . . N2 N 0.1701(2) 0.1191(2) 0.24991(14) 0.0265(5) Uani 1 1 d . . . C3 C 0.2415(3) 0.2134(3) 0.2972(2) 0.0408(7) Uani 1 1 d . . . H3A H 0.2461 0.2020 0.3554 0.049 Uiso 1 1 calc R . . H3B H 0.1986 0.2834 0.2808 0.049 Uiso 1 1 calc R . . C4 C 0.3663(3) 0.2286(3) 0.2874(2) 0.0444(8) Uani 1 1 d . . . H4A H 0.4064 0.2852 0.3264 0.053 Uiso 1 1 calc R . . H4B H 0.4092 0.1581 0.3009 0.053 Uiso 1 1 calc R . . C5 C 0.3699(3) 0.2635(3) 0.2021(2) 0.0449(8) Uani 1 1 d . . . H5A H 0.3116 0.3224 0.1829 0.054 Uiso 1 1 calc R . . H5B H 0.4476 0.2940 0.2032 0.054 Uiso 1 1 calc R . . N3 N 0.3449(2) 0.1675(2) 0.14461(16) 0.0329(5) Uani 1 1 d . . . H3N H 0.395(3) 0.122(4) 0.161(2) 0.039 Uiso 1 1 d . . . C6 C 0.3444(3) 0.2033(3) 0.0593(2) 0.0455(8) Uani 1 1 d . . . H6A H 0.2817 0.2578 0.0391 0.055 Uiso 1 1 calc R . . H6B H 0.4197 0.2380 0.0585 0.055 Uiso 1 1 calc R . . C7 C 0.3248(3) 0.1015(3) 0.0068(2) 0.0449(8) Uani 1 1 d . . . H7A H 0.3945 0.0535 0.0207 0.054 Uiso 1 1 calc R . . H7B H 0.3112 0.1230 -0.0509 0.054 Uiso 1 1 calc R . . N4 N 0.2210(2) 0.0398(2) 0.02000(16) 0.0322(5) Uani 1 1 d . . . H4N H 0.168(4) 0.067(3) -0.007(2) 0.039 Uiso 1 1 d . . . C8 C 0.2247(3) -0.0818(3) 0.0024(2) 0.0423(8) Uani 1 1 d . . . H8A H 0.2313 -0.0913 -0.0540 0.051 Uiso 1 1 calc R . . H8B H 0.1502 -0.1156 0.0062 0.051 Uiso 1 1 calc R . . C9 C 0.3253(3) -0.1446(3) 0.0595(3) 0.0529(9) Uani 1 1 d . . . H9A H 0.3967 -0.1298 0.0412 0.063 Uiso 1 1 calc R . . H9B H 0.3088 -0.2247 0.0519 0.063 Uiso 1 1 calc R . . C10 C 0.3534(3) -0.1203(3) 0.1527(2) 0.0397(7) Uani 1 1 d . . . H10A H 0.3822 -0.1891 0.1824 0.048 Uiso 1 1 calc R . . H10B H 0.4168 -0.0650 0.1661 0.048 Uiso 1 1 calc R . . C11 C 0.1543(3) -0.1617(2) 0.1651(2) 0.0328(6) Uani 1 1 d . . . H11A H 0.1466 -0.1937 0.2170 0.039 Uiso 1 1 calc R . . H11B H 0.1740 -0.2225 0.1319 0.039 Uiso 1 1 calc R . . C12 C 0.0380(2) -0.1102(2) 0.12054(16) 0.0273(5) Uani 1 1 d . . . O1 O 0.03960(16) -0.00497(16) 0.10482(12) 0.0260(4) Uani 1 1 d . . . O2 O -0.05096(19) -0.16851(19) 0.10196(14) 0.0377(5) Uani 1 1 d . . . C13 C 0.0455(2) 0.1589(3) 0.23092(18) 0.0320(6) Uani 1 1 d . . . H13A H 0.0311 0.2007 0.2775 0.038 Uiso 1 1 calc R . . H13B H -0.0084 0.0951 0.2200 0.038 Uiso 1 1 calc R . . C14 C 0.0257(3) 0.2340(3) 0.1558(2) 0.0367(7) Uani 1 1 d D . . O3 O 0.09529(18) 0.21661(16) 0.10741(13) 0.0330(5) Uani 1 1 d . . . O4 O -0.0530(3) 0.3042(3) 0.1433(2) 0.0638(8) Uani 1 1 d D . . H4O H -0.026(4) 0.3745(16) 0.154(6) 0.077 Uiso 0.50 1 d PD . . Cl1 Cl 0.33615(8) 0.57332(7) 0.29626(6) 0.0493(3) Uani 1 1 d . . . O10 O 0.4016(5) 0.5828(6) 0.2380(3) 0.133(2) Uani 1 1 d . . . O11 O 0.4137(5) 0.5265(6) 0.3665(3) 0.146(3) Uani 1 1 d . . . O12 O 0.2391(4) 0.5036(5) 0.2771(5) 0.163(3) Uani 1 1 d . . . O13 O 0.2948(6) 0.6745(4) 0.3153(3) 0.141(2) Uani 1 1 d . . . Cl2 Cl 0.5000 0.0000 0.5000 0.0588(4) Uani 1 2 d S . . O14 O 0.4696(15) 0.0907(10) 0.4537(6) 0.138(5) Uani 0.50 1 d P . . O15 O 0.4243(8) -0.0921(8) 0.4664(6) 0.110(3) Uani 0.50 1 d P . . O16 O 0.6148(9) -0.0383(11) 0.5214(7) 0.121(4) Uani 0.50 1 d P . . O17 O 0.4688(9) 0.0253(8) 0.5788(4) 0.101(3) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cr1 0.0222(2) 0.0193(2) 0.0228(2) 0.00382(15) 0.00459(16) 0.00297(14) N1 0.0234(11) 0.0231(11) 0.0349(12) 0.0060(9) 0.0031(9) 0.0042(8) C1 0.0318(14) 0.0344(15) 0.0338(15) 0.0119(12) -0.0039(12) 0.0022(12) C2 0.0405(16) 0.0373(16) 0.0234(13) 0.0088(12) 0.0043(12) -0.0019(13) N2 0.0270(11) 0.0269(11) 0.0241(11) -0.0006(9) 0.0033(9) -0.0004(9) C3 0.0435(17) 0.0392(17) 0.0387(17) -0.0132(13) 0.0081(14) -0.0128(14) C4 0.0385(16) 0.0450(19) 0.0462(19) -0.0092(15) 0.0040(14) -0.0175(14) C5 0.0417(17) 0.0379(17) 0.053(2) -0.0006(15) 0.0079(15) -0.0174(14) N3 0.0306(12) 0.0305(13) 0.0386(14) 0.0073(11) 0.0106(10) -0.0027(10) C6 0.0497(19) 0.0456(19) 0.0471(19) 0.0142(15) 0.0234(16) -0.0029(15) C7 0.0470(18) 0.056(2) 0.0386(17) 0.0095(15) 0.0237(15) 0.0031(16) N4 0.0335(13) 0.0362(13) 0.0284(12) 0.0034(10) 0.0103(10) 0.0073(10) C8 0.0517(19) 0.0409(18) 0.0377(17) -0.0072(13) 0.0178(15) 0.0078(14) C9 0.057(2) 0.0415(19) 0.068(2) -0.0004(17) 0.0309(19) 0.0206(17) C10 0.0288(14) 0.0331(15) 0.059(2) 0.0120(14) 0.0138(14) 0.0136(12) C11 0.0321(14) 0.0214(13) 0.0421(16) 0.0049(11) 0.0040(12) 0.0000(11) C12 0.0292(13) 0.0283(13) 0.0229(12) -0.0009(10) 0.0038(10) -0.0025(10) O1 0.0239(9) 0.0246(9) 0.0268(9) 0.0010(7) 0.0009(7) 0.0022(7) O2 0.0350(11) 0.0353(11) 0.0390(12) 0.0000(9) 0.0019(9) -0.0099(9) C13 0.0300(14) 0.0356(15) 0.0320(14) -0.0032(12) 0.0105(11) 0.0035(11) C14 0.0382(15) 0.0324(15) 0.0390(16) 0.0008(13) 0.0084(13) 0.0106(12) O3 0.0401(11) 0.0263(10) 0.0325(10) 0.0086(8) 0.0089(9) 0.0109(8) O4 0.0752(19) 0.0542(16) 0.0676(18) 0.0124(15) 0.0283(16) 0.0393(15) Cl1 0.0492(5) 0.0360(4) 0.0708(6) 0.0189(4) 0.0302(4) 0.0067(3) O10 0.113(4) 0.222(7) 0.079(3) 0.020(3) 0.054(3) -0.032(4) O11 0.132(4) 0.198(6) 0.127(4) 0.104(4) 0.070(3) 0.103(4) O12 0.083(3) 0.104(4) 0.298(9) -0.028(5) 0.041(4) -0.042(3) O13 0.235(6) 0.056(2) 0.142(4) 0.025(3) 0.065(4) 0.064(3) Cl2 0.0662(8) 0.0563(8) 0.0438(7) -0.0040(6) -0.0055(6) 0.0157(6) O14 0.223(15) 0.104(8) 0.077(6) 0.037(5) 0.019(8) 0.030(9) O15 0.083(5) 0.111(7) 0.123(7) -0.060(6) -0.001(5) -0.013(5) O16 0.079(6) 0.143(10) 0.114(8) -0.030(7) -0.025(5) 0.028(6) O17 0.135(8) 0.116(7) 0.049(4) -0.003(4) 0.018(4) 0.030(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cr1 O3 1.965(2) . Y Cr1 O1 1.968(2) . Y Cr1 N4 2.085(3) . Y Cr1 N3 2.091(2) . Y Cr1 N2 2.096(2) . Y Cr1 N1 2.107(2) . Y N1 C11 1.493(4) . N N1 C10 1.494(4) . N N1 C1 1.502(4) . N C1 C2 1.529(5) . N C1 H1A 0.9800 . N C1 H1B 0.9800 . N C2 N2 1.501(4) . N C2 H2A 0.9800 . N C2 H2B 0.9800 . N N2 C13 1.497(3) . N N2 C3 1.510(4) . N C3 C4 1.526(5) . N C3 H3A 0.9800 . N C3 H3B 0.9800 . N C4 C5 1.509(5) . N C4 H4A 0.9800 . N C4 H4B 0.9800 . N C5 N3 1.484(4) . N C5 H5A 0.9800 . N C5 H5B 0.9800 . N N3 C6 1.500(4) . N N3 H3N 0.80(4) . N C6 C7 1.489(5) . N C6 H6A 0.9800 . N C6 H6B 0.9800 . N C7 N4 1.490(4) . N C7 H7A 0.9800 . N C7 H7B 0.9800 . N N4 C8 1.487(4) . N N4 H4N 0.75(4) . N C8 C9 1.525(5) . N C8 H8A 0.9800 . N C8 H8B 0.9800 . N C9 C10 1.550(5) . N C9 H9A 0.9800 . N C9 H9B 0.9800 . N C10 H10A 0.9800 . N C10 H10B 0.9800 . N C11 C12 1.517(4) . N C11 H11A 0.9800 . N C11 H11B 0.9800 . N C12 O2 1.231(3) . N C12 O1 1.288(3) . N C13 C14 1.523(4) . N C13 H13A 0.9800 . N C13 H13B 0.9800 . N C14 O4 1.228(4) . N C14 O3 1.307(4) . N O4 H4O 0.90(2) . N Cl1 O13 1.371(4) . N Cl1 O12 1.385(5) . N Cl1 O10 1.394(4) . N Cl1 O11 1.419(5) . N Cl2 O14 1.333(9) 3_656 ? Cl2 O14 1.333(9) . N Cl2 O16 1.385(9) 3_656 ? Cl2 O16 1.385(9) . N Cl2 O15 1.441(8) . N Cl2 O15 1.441(8) 3_656 ? Cl2 O17 1.495(7) . N Cl2 O17 1.495(7) 3_656 ? O14 O16 1.327(16) 3_656 ? O14 O15 1.593(15) 3_656 ? O14 O17 1.717(15) 3_656 ? O15 O14 1.593(15) 3_656 ? O15 O16 1.653(14) 3_656 ? O15 O17 1.809(14) 3_656 ? O16 O14 1.327(16) 3_656 ? O16 O15 1.653(14) 3_656 ? O16 O17 1.739(13) 3_656 ? O17 O14 1.717(15) 3_656 ? O17 O16 1.739(13) 3_656 ? O17 O15 1.809(14) 3_656 ? 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_3 _geom_angle_publ_flag O3 Cr1 O1 87.85(8) . . Y O3 Cr1 N4 102.00(10) . . N O1 Cr1 N4 91.21(10) . . N O3 Cr1 N3 91.39(10) . . N O1 Cr1 N3 171.85(9) . . N N4 Cr1 N3 81.01(11) . . Y O3 Cr1 N2 80.27(9) . . Y O1 Cr1 N2 92.91(9) . . N N4 Cr1 N2 175.38(10) . . N N3 Cr1 N2 94.97(10) . . Y O3 Cr1 N1 162.49(9) . . N O1 Cr1 N1 81.13(8) . . Y N4 Cr1 N1 91.85(10) . . N N3 Cr1 N1 101.42(10) . . N N2 Cr1 N1 86.71(10) . . Y C11 N1 C10 110.3(2) . . N C11 N1 C1 109.4(2) . . N C10 N1 C1 110.0(2) . . N C11 N1 Cr1 110.26(16) . . N C10 N1 Cr1 114.00(18) . . N C1 N1 Cr1 102.50(17) . . N N1 C1 C2 109.3(2) . . N N1 C1 H1A 109.8 . . N C2 C1 H1A 109.8 . . N N1 C1 H1B 109.8 . . N C2 C1 H1B 109.8 . . N H1A C1 H1B 108.3 . . N N2 C2 C1 109.4(2) . . N N2 C2 H2A 109.8 . . N C1 C2 H2A 109.8 . . N N2 C2 H2B 109.8 . . N C1 C2 H2B 109.8 . . N H2A C2 H2B 108.2 . . N C13 N2 C2 114.4(2) . . N C13 N2 C3 105.1(2) . . N C2 N2 C3 111.1(2) . . N C13 N2 Cr1 101.23(16) . . N C2 N2 Cr1 105.20(17) . . N C3 N2 Cr1 119.74(18) . . N N2 C3 C4 117.0(3) . . N N2 C3 H3A 108.0 . . N C4 C3 H3A 108.0 . . N N2 C3 H3B 108.0 . . N C4 C3 H3B 108.0 . . N H3A C3 H3B 107.3 . . N C5 C4 C3 113.0(3) . . N C5 C4 H4A 109.0 . . N C3 C4 H4A 109.0 . . N C5 C4 H4B 109.0 . . N C3 C4 H4B 109.0 . . N H4A C4 H4B 107.8 . . N N3 C5 C4 111.2(3) . . N N3 C5 H5A 109.4 . . N C4 C5 H5A 109.4 . . N N3 C5 H5B 109.4 . . N C4 C5 H5B 109.4 . . N H5A C5 H5B 108.0 . . N C5 N3 C6 111.1(3) . . N C5 N3 Cr1 118.8(2) . . N C6 N3 Cr1 105.0(2) . . N C5 N3 H3N 107(3) . . N C6 N3 H3N 111(3) . . N Cr1 N3 H3N 104(3) . . N C7 C6 N3 107.5(3) . . N C7 C6 H6A 110.2 . . N N3 C6 H6A 110.2 . . N C7 C6 H6B 110.2 . . N N3 C6 H6B 110.2 . . N H6A C6 H6B 108.5 . . N C6 C7 N4 109.1(3) . . N C6 C7 H7A 109.9 . . N N4 C7 H7A 109.9 . . N C6 C7 H7B 109.9 . . N N4 C7 H7B 109.9 . . N H7A C7 H7B 108.3 . . N C8 N4 C7 112.9(3) . . N C8 N4 Cr1 115.0(2) . . N C7 N4 Cr1 111.7(2) . . N C8 N4 H4N 112(3) . . N C7 N4 H4N 107(3) . . N Cr1 N4 H4N 98(3) . . N N4 C8 C9 114.4(3) . . N N4 C8 H8A 108.7 . . N C9 C8 H8A 108.7 . . N N4 C8 H8B 108.7 . . N C9 C8 H8B 108.7 . . N H8A C8 H8B 107.6 . . N C8 C9 C10 119.0(3) . . N C8 C9 H9A 107.6 . . N C10 C9 H9A 107.6 . . N C8 C9 H9B 107.6 . . N C10 C9 H9B 107.6 . . N H9A C9 H9B 107.0 . . N N1 C10 C9 114.2(3) . . N N1 C10 H10A 108.7 . . N C9 C10 H10A 108.7 . . N N1 C10 H10B 108.7 . . N C9 C10 H10B 108.7 . . N H10A C10 H10B 107.6 . . N N1 C11 C12 111.9(2) . . N N1 C11 H11A 109.2 . . N C12 C11 H11A 109.2 . . N N1 C11 H11B 109.2 . . N C12 C11 H11B 109.2 . . N H11A C11 H11B 107.9 . . N O2 C12 O1 123.8(3) . . N O2 C12 C11 120.0(3) . . N O1 C12 C11 116.2(2) . . N C12 O1 Cr1 120.42(17) . . N N2 C13 C14 107.7(2) . . N N2 C13 H13A 110.2 . . N C14 C13 H13A 110.2 . . N N2 C13 H13B 110.2 . . N C14 C13 H13B 110.2 . . N H13A C13 H13B 108.5 . . N O4 C14 O3 124.2(3) . . N O4 C14 C13 120.0(3) . . N O3 C14 C13 115.8(2) . . N C14 O3 Cr1 113.43(18) . . N C14 O4 H4O 113(2) . . N O13 Cl1 O12 105.4(4) . . N O13 Cl1 O10 112.5(4) . . N O12 Cl1 O10 116.8(4) . . N O13 Cl1 O11 110.1(4) . . N O12 Cl1 O11 106.2(4) . . N O10 Cl1 O11 105.6(3) . . N O14 Cl2 O14 180.0(8) 3_656 . N O14 Cl2 O16 121.6(7) 3_656 3_656 ? O14 Cl2 O16 58.4(7) . 3_656 ? O14 Cl2 O16 58.4(7) 3_656 . N O14 Cl2 O16 121.6(7) . . N O16 Cl2 O16 180.000(3) 3_656 . N O14 Cl2 O15 70.0(7) 3_656 . N O14 Cl2 O15 110.0(7) . . N O16 Cl2 O15 71.6(6) 3_656 . N O16 Cl2 O15 108.4(6) . . N O14 Cl2 O15 110.0(7) 3_656 3_656 ? O14 Cl2 O15 70.0(7) . 3_656 ? O16 Cl2 O15 108.4(6) 3_656 3_656 ? O16 Cl2 O15 71.6(6) . 3_656 ? O15 Cl2 O15 180.0(5) . 3_656 ? O14 Cl2 O17 74.5(7) 3_656 . N O14 Cl2 O17 105.5(7) . . N O16 Cl2 O17 74.2(6) 3_656 . N O16 Cl2 O17 105.8(6) . . N O15 Cl2 O17 103.9(6) . . N O15 Cl2 O17 76.1(6) 3_656 . N O14 Cl2 O17 105.5(7) 3_656 3_656 ? O14 Cl2 O17 74.5(7) . 3_656 ? O16 Cl2 O17 105.8(6) 3_656 3_656 ? O16 Cl2 O17 74.2(6) . 3_656 ? O15 Cl2 O17 76.1(6) . 3_656 ? O15 Cl2 O17 103.9(6) 3_656 3_656 ? O17 Cl2 O17 180.00(18) . 3_656 ? O16 O14 Cl2 62.8(6) 3_656 . N O16 O14 O15 103.1(8) 3_656 3_656 ? Cl2 O14 O15 58.2(6) . 3_656 ? O16 O14 O17 97.3(9) 3_656 3_656 ? Cl2 O14 O17 57.0(5) . 3_656 ? O15 O14 O17 88.6(8) 3_656 3_656 ? Cl2 O15 O14 51.8(5) . 3_656 ? Cl2 O15 O16 52.7(4) . 3_656 ? O14 O15 O16 93.9(7) 3_656 3_656 ? Cl2 O15 O17 53.3(4) . 3_656 ? O14 O15 O17 82.6(7) 3_656 3_656 ? O16 O15 O17 83.1(7) 3_656 3_656 ? O14 O16 Cl2 58.8(6) 3_656 . N O14 O16 O15 98.8(9) 3_656 3_656 ? Cl2 O16 O15 55.8(5) . 3_656 ? O14 O16 O17 93.6(8) 3_656 3_656 ? Cl2 O16 O17 55.8(4) . 3_656 ? O15 O16 O17 85.9(7) 3_656 3_656 ? Cl2 O17 O14 48.4(4) . 3_656 ? Cl2 O17 O16 50.0(4) . 3_656 ? O14 O17 O16 86.7(6) 3_656 3_656 ? Cl2 O17 O15 50.6(4) . 3_656 ? O14 O17 O15 80.2(7) 3_656 3_656 ? O16 O17 O15 80.5(6) 3_656 3_656 ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 27.81 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 0.792 _refine_diff_density_min -0.848 _refine_diff_density_rms 0.087