# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Davies, John E.' 'Feeder, Neil' 'Halcrow, Malcolm A.' 'Howard, Judith A. K.' 'Leech, Michael A.' 'Mabbs, F.' 'McInnes, E.' 'Rawson, J.' 'Solanki, Nayan K.' 'Zhao, Jing P.' _publ_contact_author_name 'Dr Malcolm A Halcrow' _publ_contact_author_address ; Dr Malcolm A Halcrow Department of Chemistry University of Leeds Woodhouse Lane LEEDS LS2 9JT ; _publ_contact_author_email 'M.A.HALCROW@CHEM.LEEDS.AC.UK' _publ_section_title ; The Effects of Distal Ligand Substitution on the Copper(II)/Bis(2,6-dipyrazol-1-ylpyridine) Centre ; data_nks190b _database_code_CSD 164481 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2-(pyrazol-1-yl)-6-(3-{2,4,6-trimethylphenyl}pyrazol-1-yl)pyridine]- copper(II) diperchlorate dinitromethane solvate, alpha modification ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '[C40 H38 Cu N10] 2[Cl O4] 2[C H3 N O2]' _chemical_formula_sum 'C42 H44 Cl2 Cu N12 O12' _chemical_formula_weight 1043.33 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' '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' 'O' 'O' 0.0106 0.0060 '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' 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 18.6594(6) _cell_length_b 18.1992(6) _cell_length_c 14.8395(4) _cell_angle_alpha 90.00 _cell_angle_beta 111.396(2) _cell_angle_gamma 90.00 _cell_volume 4692.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 24012 _cell_measurement_theta_min 3.52 _cell_measurement_theta_max 25.00 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2156 _exptl_absorpt_coefficient_mu 0.654 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8641 _exptl_absorpt_correction_T_max 0.8914 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24012 _diffrn_reflns_av_R_equivalents 0.0605 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8214 _reflns_number_gt 6208 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _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. One perchlorate anion is disordered over two orientations: Cl1A-O4A, occupancy 0.75 Cl1B-O4B, occupancy 0.25 All Cl-O distances within the disordered anion were restrained to 1.42(2)\%A, and non-bonded O...O distances within each disorder orientation to 2.32(2)\%A. All non-H atoms except Cl1B-O4B were refined anisotropically. ; _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^)+(0.0491P)^2^+4.4680P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8214 _refine_ls_number_parameters 651 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0689 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1228 _refine_ls_wR_factor_gt 0.1116 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.002 _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 0.73117(2) -0.003394(18) 0.24181(2) 0.02431(12) Uani 1 1 d . . . N1 N 0.64808(13) 0.00745(13) 0.29222(17) 0.0251(5) Uani 1 1 d . . . C11 C 0.64619(17) -0.03484(16) 0.3647(2) 0.0280(7) Uani 1 1 d . . . C12 C 0.59007(18) -0.02854(19) 0.4045(2) 0.0361(8) Uani 1 1 d . . . H12 H 0.5899 -0.0591 0.4563 0.043 Uiso 1 1 calc R . . C13 C 0.53388(18) 0.02453(19) 0.3650(2) 0.0377(8) Uani 1 1 d . . . H13 H 0.4941 0.0303 0.3901 0.045 Uiso 1 1 calc R . . C14 C 0.53466(17) 0.06920(17) 0.2898(2) 0.0329(7) Uani 1 1 d . . . H14 H 0.4965 0.1058 0.2629 0.039 Uiso 1 1 calc R . . C15 C 0.59329(16) 0.05819(16) 0.2558(2) 0.0270(6) Uani 1 1 d . . . N2 N 0.75809(14) -0.08525(13) 0.34766(17) 0.0288(6) Uani 1 1 d . . . N21 N 0.70706(14) -0.08569(13) 0.39510(17) 0.0291(6) Uani 1 1 d . . . C21 C 0.7235(2) -0.14024(18) 0.4613(2) 0.0391(8) Uani 1 1 d . . . H21 H 0.6960 -0.1516 0.5023 0.047 Uiso 1 1 calc R . . C22 C 0.7866(2) -0.17574(19) 0.4584(2) 0.0418(8) Uani 1 1 d . . . H22 H 0.8122 -0.2164 0.4968 0.050 Uiso 1 1 calc R . . C23 C 0.80614(19) -0.14008(17) 0.3871(2) 0.0355(7) Uani 1 1 d . . . H23 H 0.8484 -0.1534 0.3692 0.043 Uiso 1 1 calc R . . N3 N 0.66350(13) 0.07951(13) 0.15222(16) 0.0243(5) Uani 1 1 d . . . N31 N 0.60247(13) 0.09712(13) 0.17894(17) 0.0270(5) Uani 1 1 d . . . C31 C 0.55680(18) 0.14899(18) 0.1197(2) 0.0372(8) Uani 1 1 d . . . H31 H 0.5118 0.1702 0.1244 0.045 Uiso 1 1 calc R . . C32 C 0.58817(18) 0.16455(18) 0.0523(2) 0.0371(8) Uani 1 1 d . . . H32 H 0.5689 0.1984 0.0002 0.045 Uiso 1 1 calc R . . C33 C 0.65461(17) 0.12084(16) 0.0746(2) 0.0288(7) Uani 1 1 d . . . C34 C 0.70799(17) 0.11427(16) 0.0214(2) 0.0290(7) Uani 1 1 d . . . C35 C 0.68531(18) 0.07110(17) -0.0630(2) 0.0318(7) Uani 1 1 d . . . C36 C 0.73551(19) 0.06475(19) -0.1126(2) 0.0378(8) Uani 1 1 d . . . H36 H 0.7210 0.0351 -0.1692 0.045 Uiso 1 1 calc R . . C37 C 0.80615(19) 0.1005(2) -0.0820(2) 0.0396(8) Uani 1 1 d . . . C38 C 0.82669(18) 0.14330(18) 0.0005(2) 0.0355(8) Uani 1 1 d . . . H38 H 0.8750 0.1678 0.0219 0.043 Uiso 1 1 calc R . . C39 C 0.77874(17) 0.15170(17) 0.0532(2) 0.0311(7) Uani 1 1 d . . . N4 N 0.82040(13) -0.00712(12) 0.19532(16) 0.0227(5) Uani 1 1 d . . . C41 C 0.81389(16) -0.04394(15) 0.1140(2) 0.0250(6) Uani 1 1 d . . . C42 C 0.87031(18) -0.04422(17) 0.0739(2) 0.0304(7) Uani 1 1 d . . . H42 H 0.8636 -0.0707 0.0162 0.037 Uiso 1 1 calc R . . C43 C 0.93639(17) -0.00467(17) 0.1207(2) 0.0332(7) Uani 1 1 d . . . H43 H 0.9762 -0.0036 0.0950 0.040 Uiso 1 1 calc R . . C44 C 0.94538(17) 0.03354(16) 0.2046(2) 0.0306(7) Uani 1 1 d . . . H44 H 0.9907 0.0611 0.2372 0.037 Uiso 1 1 calc R . . C45 C 0.88654(16) 0.03025(15) 0.2394(2) 0.0250(6) Uani 1 1 d . . . N5 N 0.69310(14) -0.08403(13) 0.11768(17) 0.0282(6) Uani 1 1 d . . . N51 N 0.74544(13) -0.08414(13) 0.07329(16) 0.0257(5) Uani 1 1 d . . . C51 C 0.72428(18) -0.13077(17) -0.0039(2) 0.0341(7) Uani 1 1 d . . . H51 H 0.7515 -0.1399 -0.0457 0.041 Uiso 1 1 calc R . . C52 C 0.65640(19) -0.16172(18) -0.0092(2) 0.0384(8) Uani 1 1 d . . . H52 H 0.6268 -0.1968 -0.0551 0.046 Uiso 1 1 calc R . . C53 C 0.63927(18) -0.13099(17) 0.0672(2) 0.0348(7) Uani 1 1 d . . . H53 H 0.5947 -0.1424 0.0810 0.042 Uiso 1 1 calc R . . N6 N 0.82616(13) 0.06792(13) 0.34883(16) 0.0260(5) Uani 1 1 d . . . N61 N 0.89012(13) 0.06619(13) 0.32513(17) 0.0274(6) Uani 1 1 d . . . C61 C 0.84707(17) 0.10275(17) 0.4330(2) 0.0311(7) Uani 1 1 d . . . C62 C 0.9254(2) 0.1238(2) 0.4638(3) 0.0468(9) Uani 1 1 d . . . H62 H 0.9542 0.1496 0.5213 0.056 Uiso 1 1 calc R . . C63 C 0.95085(19) 0.09957(19) 0.3939(2) 0.0418(8) Uani 1 1 d . . . H63 H 1.0013 0.1049 0.3933 0.050 Uiso 1 1 calc R . . C64 C 0.78996(18) 0.11184(17) 0.4798(2) 0.0327(7) Uani 1 1 d . . . C65 C 0.79403(19) 0.06711(18) 0.5590(2) 0.0369(8) Uani 1 1 d . . . C66 C 0.7364(2) 0.0727(2) 0.5967(2) 0.0426(8) Uani 1 1 d . . . H66 H 0.7393 0.0428 0.6504 0.051 Uiso 1 1 calc R . . C67 C 0.6742(2) 0.1207(2) 0.5587(2) 0.0432(9) Uani 1 1 d . . . C68 C 0.67232(19) 0.16476(19) 0.4813(2) 0.0398(8) Uani 1 1 d . . . H68 H 0.6308 0.1982 0.4549 0.048 Uiso 1 1 calc R . . C69 C 0.72872(19) 0.16191(17) 0.4409(2) 0.0349(7) Uani 1 1 d . . . C71 C 0.60887(19) 0.03200(19) -0.0995(2) 0.0413(8) Uani 1 1 d . . . H71A H 0.6087 -0.0045 -0.1482 0.062 Uiso 1 1 calc R . . H71B H 0.5676 0.0678 -0.1287 0.062 Uiso 1 1 calc R . . H71C H 0.6006 0.0073 -0.0455 0.062 Uiso 1 1 calc R . . C72 C 0.8588(2) 0.0926(3) -0.1380(3) 0.0615(11) Uani 1 1 d . . . H72A H 0.9102 0.1109 -0.0988 0.092 Uiso 1 1 calc R . . H72B H 0.8383 0.1210 -0.1980 0.092 Uiso 1 1 calc R . . H72C H 0.8623 0.0407 -0.1534 0.092 Uiso 1 1 calc R . . C73 C 0.80234(19) 0.20078(18) 0.1408(2) 0.0381(8) Uani 1 1 d . . . H73A H 0.8534 0.2213 0.1521 0.057 Uiso 1 1 calc R . . H73B H 0.8039 0.1722 0.1974 0.057 Uiso 1 1 calc R . . H73C H 0.7650 0.2408 0.1300 0.057 Uiso 1 1 calc R . . C74 C 0.8592(2) 0.0135(2) 0.6008(3) 0.0495(9) Uani 1 1 d . . . H74A H 0.8496 -0.0170 0.6496 0.074 Uiso 1 1 calc R . . H74B H 0.9076 0.0405 0.6309 0.074 Uiso 1 1 calc R . . H74C H 0.8629 -0.0180 0.5491 0.074 Uiso 1 1 calc R . . C75 C 0.6123(2) 0.1253(2) 0.6008(3) 0.0637(12) Uani 1 1 d . . . H75A H 0.6085 0.0782 0.6307 0.096 Uiso 1 1 calc R . . H75B H 0.5630 0.1365 0.5493 0.096 Uiso 1 1 calc R . . H75C H 0.6251 0.1642 0.6498 0.096 Uiso 1 1 calc R . . C76 C 0.7240(2) 0.21124(18) 0.3574(2) 0.0423(8) Uani 1 1 d . . . H76A H 0.7741 0.2347 0.3703 0.063 Uiso 1 1 calc R . . H76B H 0.6849 0.2491 0.3496 0.063 Uiso 1 1 calc R . . H76C H 0.7101 0.1820 0.2980 0.063 Uiso 1 1 calc R . . C1S C 0.9834(3) -0.2215(3) 0.1850(4) 0.0816(15) Uani 1 1 d . . . H1S1 H 1.0352 -0.2008 0.2154 0.122 Uiso 1 1 calc R . . H1S2 H 0.9658 -0.2148 0.1148 0.122 Uiso 1 1 calc R . . H1S3 H 0.9846 -0.2740 0.2000 0.122 Uiso 1 1 calc R . . N1S N 0.9310(2) -0.18405(17) 0.2221(2) 0.0506(8) Uani 1 1 d . . . O1S1 O 0.9546(2) -0.13828(17) 0.2849(2) 0.0760(9) Uani 1 1 d . . . O1S2 O 0.86311(18) -0.20031(16) 0.1860(2) 0.0699(8) Uani 1 1 d . . . C2S C 0.7116(2) -0.2956(2) 0.2118(3) 0.0617(11) Uani 1 1 d . . . H2S1 H 0.7051 -0.2702 0.2665 0.093 Uiso 1 1 calc R . . H2S2 H 0.6973 -0.2626 0.1558 0.093 Uiso 1 1 calc R . . H2S3 H 0.7655 -0.3105 0.2295 0.093 Uiso 1 1 calc R . . N2S N 0.6622(2) -0.3609(2) 0.1871(3) 0.0597(9) Uani 1 1 d . . . O2S1 O 0.6217(2) -0.3688(3) 0.1042(3) 0.1297(19) Uani 1 1 d . . . O2S2 O 0.6628(2) -0.4013(2) 0.2515(4) 0.1218(16) Uani 1 1 d . . . Cl1A Cl 0.52979(9) -0.20766(9) 0.25685(16) 0.0389(4) Uani 0.75 1 d PD A 1 O1A O 0.5697(5) -0.1528(3) 0.2273(5) 0.063(2) Uani 0.75 1 d PD A 1 O2A O 0.5390(2) -0.1961(2) 0.3571(2) 0.0568(9) Uani 0.75 1 d PD A 1 O3A O 0.4510(3) -0.2073(6) 0.2028(7) 0.125(4) Uani 0.75 1 d PD A 1 O4A O 0.5632(3) -0.2788(2) 0.2580(4) 0.0911(15) Uani 0.75 1 d PD A 1 Cl1B Cl 0.5199(4) -0.2114(4) 0.2236(4) 0.054(2) Uiso 0.25 1 d PD B 2 O1B O 0.5258(5) -0.2583(5) 0.1531(6) 0.043(2) Uiso 0.25 1 d PD B 2 O2B O 0.5507(13) -0.1400(9) 0.2169(18) 0.056(7) Uiso 0.25 1 d PD B 2 O3B O 0.5602(8) -0.2381(9) 0.3174(9) 0.084(4) Uiso 0.25 1 d PD B 2 O4B O 0.4397(8) -0.2024(11) 0.2064(15) 0.061(5) Uiso 0.25 1 d PD B 2 Cl2 Cl 0.92800(5) -0.33856(4) 0.38903(6) 0.0398(2) Uani 1 1 d . . . O5 O 0.96816(15) -0.39511(15) 0.4544(2) 0.0585(7) Uani 1 1 d . . . O6 O 0.86198(17) -0.31745(19) 0.4075(2) 0.0801(10) Uani 1 1 d . . . O7 O 0.9058(2) -0.3622(2) 0.2916(2) 0.0936(12) Uani 1 1 d . . . O8 O 0.9774(2) -0.2785(2) 0.3998(3) 0.1250(17) Uani 1 1 d . . . 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 0.0250(2) 0.0266(2) 0.0234(2) 0.00016(15) 0.01128(15) 0.00106(15) N1 0.0239(13) 0.0276(13) 0.0243(13) -0.0037(11) 0.0093(10) -0.0026(11) C11 0.0282(16) 0.0290(16) 0.0288(16) -0.0050(14) 0.0127(13) -0.0039(13) C12 0.0368(19) 0.0439(19) 0.0346(18) -0.0020(15) 0.0211(15) -0.0050(15) C13 0.0305(18) 0.047(2) 0.0419(19) -0.0082(17) 0.0209(15) -0.0030(15) C14 0.0227(16) 0.0370(18) 0.0390(18) -0.0083(15) 0.0111(14) 0.0002(13) C15 0.0213(15) 0.0318(16) 0.0250(15) -0.0062(13) 0.0049(12) -0.0023(13) N2 0.0318(14) 0.0287(13) 0.0315(14) -0.0013(11) 0.0185(11) -0.0018(11) N21 0.0336(15) 0.0313(14) 0.0281(13) 0.0015(11) 0.0180(11) 0.0008(11) C21 0.050(2) 0.0385(19) 0.0367(18) 0.0103(16) 0.0251(16) 0.0013(16) C22 0.051(2) 0.0343(18) 0.044(2) 0.0119(16) 0.0222(17) 0.0095(16) C23 0.0381(19) 0.0304(17) 0.0416(19) 0.0025(15) 0.0189(15) 0.0052(15) N3 0.0219(13) 0.0270(13) 0.0238(13) -0.0020(11) 0.0080(10) 0.0013(10) N31 0.0235(13) 0.0299(13) 0.0274(13) 0.0000(11) 0.0091(10) 0.0041(11) C31 0.0271(17) 0.0366(18) 0.0456(19) 0.0039(16) 0.0106(15) 0.0078(14) C32 0.0352(19) 0.0354(18) 0.0387(18) 0.0103(15) 0.0110(15) 0.0085(15) C33 0.0279(16) 0.0278(16) 0.0278(16) -0.0025(14) 0.0066(13) -0.0024(13) C34 0.0291(17) 0.0303(16) 0.0245(15) 0.0062(13) 0.0061(13) 0.0033(13) C35 0.0309(17) 0.0329(17) 0.0268(16) 0.0033(14) 0.0048(13) 0.0021(14) C36 0.041(2) 0.044(2) 0.0242(16) 0.0018(15) 0.0078(14) 0.0054(16) C37 0.0324(19) 0.054(2) 0.0331(18) 0.0111(17) 0.0125(15) 0.0084(16) C38 0.0280(17) 0.0444(19) 0.0310(17) 0.0106(15) 0.0068(13) -0.0012(14) C39 0.0291(17) 0.0332(17) 0.0271(15) 0.0088(14) 0.0055(13) 0.0022(13) N4 0.0225(13) 0.0225(12) 0.0231(12) 0.0007(10) 0.0081(10) 0.0025(10) C41 0.0242(15) 0.0242(15) 0.0268(15) 0.0042(13) 0.0096(12) 0.0037(12) C42 0.0367(18) 0.0327(16) 0.0273(16) 0.0018(14) 0.0181(14) 0.0054(14) C43 0.0267(17) 0.0383(18) 0.0419(19) 0.0062(15) 0.0214(14) 0.0024(14) C44 0.0253(16) 0.0299(16) 0.0374(18) 0.0067(14) 0.0123(14) -0.0003(13) C45 0.0240(16) 0.0248(15) 0.0251(15) 0.0039(13) 0.0079(12) 0.0011(12) N5 0.0279(14) 0.0308(13) 0.0294(13) -0.0017(11) 0.0145(11) -0.0016(11) N51 0.0248(13) 0.0291(13) 0.0248(13) -0.0035(11) 0.0111(10) -0.0003(11) C51 0.0357(18) 0.0387(18) 0.0286(16) -0.0085(15) 0.0124(14) 0.0025(15) C52 0.0337(19) 0.0378(18) 0.0383(18) -0.0137(16) 0.0067(15) -0.0032(15) C53 0.0270(17) 0.0352(17) 0.0413(18) -0.0030(15) 0.0115(14) -0.0043(14) N6 0.0230(13) 0.0288(13) 0.0247(13) 0.0004(11) 0.0069(10) 0.0012(10) N61 0.0218(13) 0.0291(13) 0.0303(13) -0.0024(11) 0.0083(11) -0.0025(10) C61 0.0303(17) 0.0318(16) 0.0290(16) -0.0040(14) 0.0083(13) -0.0002(13) C62 0.036(2) 0.056(2) 0.044(2) -0.0224(18) 0.0089(16) -0.0094(17) C63 0.0279(18) 0.048(2) 0.045(2) -0.0114(17) 0.0081(15) -0.0093(16) C64 0.0333(18) 0.0350(17) 0.0262(16) -0.0132(14) 0.0067(13) -0.0010(14) C65 0.0381(19) 0.0407(19) 0.0281(17) -0.0094(15) 0.0077(14) -0.0031(15) C66 0.049(2) 0.047(2) 0.0320(17) -0.0059(16) 0.0153(16) -0.0061(17) C67 0.042(2) 0.050(2) 0.042(2) -0.0163(18) 0.0193(16) -0.0050(17) C68 0.0311(18) 0.0414(19) 0.0423(19) -0.0172(17) 0.0078(15) 0.0017(15) C69 0.0378(19) 0.0344(17) 0.0288(16) -0.0140(14) 0.0077(14) -0.0007(15) C71 0.038(2) 0.043(2) 0.0375(19) -0.0043(16) 0.0074(15) -0.0028(16) C72 0.045(2) 0.101(3) 0.044(2) 0.000(2) 0.0228(18) 0.002(2) C73 0.0347(18) 0.0394(18) 0.0342(18) 0.0011(15) 0.0055(14) -0.0058(15) C74 0.051(2) 0.054(2) 0.042(2) 0.0075(18) 0.0140(17) 0.0079(18) C75 0.064(3) 0.069(3) 0.073(3) -0.014(2) 0.043(2) -0.005(2) C76 0.050(2) 0.0376(19) 0.0356(18) -0.0041(16) 0.0107(16) 0.0049(16) C1S 0.074(3) 0.100(4) 0.090(4) 0.018(3) 0.053(3) 0.024(3) N1S 0.061(2) 0.0406(18) 0.0469(19) 0.0159(16) 0.0158(17) -0.0014(16) O1S1 0.102(3) 0.0530(18) 0.0618(19) 0.0078(16) 0.0164(18) -0.0042(17) O1S2 0.0532(19) 0.0637(19) 0.085(2) 0.0228(16) 0.0165(16) 0.0018(15) C2S 0.050(2) 0.069(3) 0.058(2) 0.004(2) 0.011(2) -0.014(2) N2S 0.063(2) 0.062(2) 0.069(2) -0.005(2) 0.042(2) -0.0062(18) O2S1 0.119(3) 0.216(5) 0.083(3) -0.090(3) 0.072(3) -0.094(3) O2S2 0.114(3) 0.093(3) 0.166(4) 0.067(3) 0.061(3) -0.001(2) Cl1A 0.0387(8) 0.0327(8) 0.0469(11) -0.0004(8) 0.0175(8) -0.0098(5) O1A 0.080(5) 0.061(3) 0.062(3) -0.012(3) 0.044(4) -0.041(4) O2A 0.076(3) 0.058(2) 0.045(2) 0.0042(18) 0.0310(19) -0.0046(19) O3A 0.033(3) 0.200(8) 0.108(5) 0.048(4) -0.015(3) -0.038(4) O4A 0.125(4) 0.049(2) 0.126(4) -0.015(3) 0.078(3) 0.000(3) Cl2 0.0388(5) 0.0402(5) 0.0460(5) 0.0084(4) 0.0222(4) 0.0072(4) O5 0.0550(17) 0.0625(17) 0.0700(18) 0.0307(15) 0.0372(14) 0.0277(14) O6 0.069(2) 0.114(3) 0.073(2) 0.0299(19) 0.0450(17) 0.0576(19) O7 0.106(3) 0.119(3) 0.0575(19) -0.0073(19) 0.0318(18) 0.052(2) O8 0.093(3) 0.086(3) 0.151(4) 0.047(3) -0.009(2) -0.042(2) _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 N1 1.962(2) . ? Cu1 N4 2.023(2) . ? Cu1 N2 2.089(2) . ? Cu1 N3 2.101(2) . ? Cu1 N5 2.258(2) . ? Cu1 N6 2.301(2) . ? N1 C11 1.333(4) . ? N1 C15 1.337(4) . ? C11 C12 1.382(4) . ? C11 N21 1.406(4) . ? C12 C13 1.388(5) . ? C13 C14 1.386(5) . ? C14 C15 1.376(4) . ? C15 N31 1.406(4) . ? N2 C23 1.326(4) . ? N2 N21 1.375(3) . ? N21 C21 1.351(4) . ? C21 C22 1.358(5) . ? C22 C23 1.398(4) . ? N3 C33 1.334(4) . ? N3 N31 1.373(3) . ? N31 C31 1.358(4) . ? C31 C32 1.361(4) . ? C32 C33 1.407(4) . ? C33 C34 1.484(4) . ? C34 C39 1.405(4) . ? C34 C35 1.407(4) . ? C35 C36 1.391(4) . ? C35 C71 1.507(4) . ? C36 C37 1.389(5) . ? C37 C38 1.382(5) . ? C37 C72 1.508(5) . ? C38 C39 1.395(4) . ? C39 C73 1.505(4) . ? N4 C41 1.346(4) . ? N4 C45 1.351(4) . ? C41 C42 1.386(4) . ? C41 N51 1.403(4) . ? C42 C43 1.377(4) . ? C43 C44 1.383(4) . ? C44 C45 1.374(4) . ? C45 N61 1.410(4) . ? N5 C53 1.323(4) . ? N5 N51 1.363(3) . ? N51 C51 1.363(4) . ? C51 C52 1.362(5) . ? C52 C53 1.402(4) . ? N6 C61 1.327(4) . ? N6 N61 1.362(3) . ? N61 C63 1.360(4) . ? C61 C62 1.416(4) . ? C61 C64 1.478(4) . ? C62 C63 1.362(5) . ? C64 C65 1.409(5) . ? C64 C69 1.410(4) . ? C65 C66 1.385(5) . ? C65 C74 1.506(5) . ? C66 C67 1.396(5) . ? C67 C68 1.391(5) . ? C67 C75 1.503(5) . ? C68 C69 1.389(5) . ? C69 C76 1.507(5) . ? Cl1A O3A 1.395(6) . ? Cl1A O1A 1.407(4) . ? Cl1A O4A 1.434(4) . ? Cl1A O2A 1.449(4) . ? Cl1B O1B 1.385(9) . ? Cl1B O3B 1.406(12) . ? Cl1B O4B 1.432(13) . ? Cl1B O2B 1.439(14) . ? Cl2 O8 1.401(3) . ? Cl2 O6 1.409(3) . ? Cl2 O7 1.418(3) . ? Cl2 O5 1.425(2) . ? C1S N1S 1.455(5) . ? N1S O1S1 1.207(4) . ? N1S O1S2 1.218(4) . ? C2S N2S 1.466(5) . ? N2S O2S1 1.194(5) . ? N2S O2S2 1.204(5) . ? 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 N1 Cu1 N4 175.48(9) . . ? N1 Cu1 N2 77.98(9) . . ? N4 Cu1 N2 103.33(9) . . ? N1 Cu1 N3 78.04(9) . . ? N4 Cu1 N3 100.82(9) . . ? N2 Cu1 N3 155.81(9) . . ? N1 Cu1 N5 108.62(9) . . ? N4 Cu1 N5 75.70(9) . . ? N2 Cu1 N5 93.89(9) . . ? N3 Cu1 N5 90.74(9) . . ? N1 Cu1 N6 101.37(9) . . ? N4 Cu1 N6 74.43(9) . . ? N2 Cu1 N6 88.28(9) . . ? N3 Cu1 N6 99.53(9) . . ? N5 Cu1 N6 149.73(8) . . ? C11 N1 C15 118.9(2) . . ? C11 N1 Cu1 120.4(2) . . ? C15 N1 Cu1 120.66(19) . . ? N1 C11 C12 122.9(3) . . ? N1 C11 N21 112.5(2) . . ? C12 C11 N21 124.5(3) . . ? C11 C12 C13 116.8(3) . . ? C14 C13 C12 121.3(3) . . ? C15 C14 C13 117.0(3) . . ? N1 C15 C14 123.1(3) . . ? N1 C15 N31 112.0(2) . . ? C14 C15 N31 124.9(3) . . ? C23 N2 N21 104.6(2) . . ? C23 N2 Cu1 143.8(2) . . ? N21 N2 Cu1 111.57(17) . . ? C21 N21 N2 111.1(2) . . ? C21 N21 C11 131.3(3) . . ? N2 N21 C11 117.4(2) . . ? N21 C21 C22 107.2(3) . . ? C21 C22 C23 105.8(3) . . ? N2 C23 C22 111.2(3) . . ? C33 N3 N31 105.2(2) . . ? C33 N3 Cu1 143.9(2) . . ? N31 N3 Cu1 110.80(16) . . ? C31 N31 N3 111.5(2) . . ? C31 N31 C15 130.0(2) . . ? N3 N31 C15 118.4(2) . . ? N31 C31 C32 106.5(3) . . ? C31 C32 C33 106.7(3) . . ? N3 C33 C32 110.1(3) . . ? N3 C33 C34 121.2(3) . . ? C32 C33 C34 128.6(3) . . ? C39 C34 C35 120.6(3) . . ? C39 C34 C33 120.9(3) . . ? C35 C34 C33 118.5(3) . . ? C36 C35 C34 118.4(3) . . ? C36 C35 C71 120.1(3) . . ? C34 C35 C71 121.4(3) . . ? C37 C36 C35 122.0(3) . . ? C38 C37 C36 118.5(3) . . ? C38 C37 C72 121.0(3) . . ? C36 C37 C72 120.4(3) . . ? C37 C38 C39 122.0(3) . . ? C38 C39 C34 118.4(3) . . ? C38 C39 C73 120.3(3) . . ? C34 C39 C73 121.4(3) . . ? C41 N4 C45 116.9(2) . . ? C41 N4 Cu1 120.39(19) . . ? C45 N4 Cu1 122.56(18) . . ? N4 C41 C42 123.5(3) . . ? N4 C41 N51 114.6(2) . . ? C42 C41 N51 121.9(3) . . ? C43 C42 C41 117.5(3) . . ? C42 C43 C44 120.6(3) . . ? C45 C44 C43 117.8(3) . . ? N4 C45 C44 123.6(3) . . ? N4 C45 N61 113.9(2) . . ? C44 C45 N61 122.5(3) . . ? C53 N5 N51 104.8(2) . . ? C53 N5 Cu1 146.1(2) . . ? N51 N5 Cu1 109.13(17) . . ? C51 N51 N5 111.6(2) . . ? C51 N51 C41 128.7(2) . . ? N5 N51 C41 119.4(2) . . ? C52 C51 N51 106.6(3) . . ? C51 C52 C53 105.6(3) . . ? N5 C53 C52 111.5(3) . . ? C61 N6 N61 105.7(2) . . ? C61 N6 Cu1 143.9(2) . . ? N61 N6 Cu1 109.62(16) . . ? C63 N61 N6 111.4(2) . . ? C63 N61 C45 129.5(3) . . ? N6 N61 C45 119.1(2) . . ? N6 C61 C62 110.3(3) . . ? N6 C61 C64 118.8(3) . . ? C62 C61 C64 130.9(3) . . ? C63 C62 C61 105.8(3) . . ? N61 C63 C62 106.8(3) . . ? C65 C64 C69 120.3(3) . . ? C65 C64 C61 119.9(3) . . ? C69 C64 C61 119.7(3) . . ? C66 C65 C64 118.8(3) . . ? C66 C65 C74 120.7(3) . . ? C64 C65 C74 120.5(3) . . ? C65 C66 C67 122.4(3) . . ? C68 C67 C66 117.5(3) . . ? C68 C67 C75 121.3(3) . . ? C66 C67 C75 121.2(3) . . ? C69 C68 C67 122.7(3) . . ? C68 C69 C64 118.4(3) . . ? C68 C69 C76 120.4(3) . . ? C64 C69 C76 121.2(3) . . ? O3A Cl1A O1A 112.6(5) . . ? O3A Cl1A O4A 111.9(5) . . ? O1A Cl1A O4A 111.5(4) . . ? O3A Cl1A O2A 107.2(5) . . ? O1A Cl1A O2A 109.8(3) . . ? O4A Cl1A O2A 103.3(3) . . ? O1B Cl1B O3B 112.0(8) . . ? O1B Cl1B O4B 107.5(9) . . ? O3B Cl1B O4B 111.2(11) . . ? O1B Cl1B O2B 111.1(11) . . ? O3B Cl1B O2B 107.4(11) . . ? O4B Cl1B O2B 107.6(11) . . ? O8 Cl2 O6 110.6(3) . . ? O8 Cl2 O7 106.8(3) . . ? O6 Cl2 O7 109.3(2) . . ? O8 Cl2 O5 109.0(2) . . ? O6 Cl2 O5 110.16(16) . . ? O7 Cl2 O5 111.09(19) . . ? O1S1 N1S O1S2 122.4(4) . . ? O1S1 N1S C1S 120.5(4) . . ? O1S2 N1S C1S 117.1(4) . . ? O2S1 N2S O2S2 124.3(4) . . ? O2S1 N2S C2S 117.3(4) . . ? O2S2 N2S C2S 118.3(4) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.581 _refine_diff_density_min -0.421 _refine_diff_density_rms 0.061 #=END data_hkl3m _database_code_CSD 164482 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2-(pyrazol-1-yl)-6-(3-{2,4,6-trimethylphenyl}pyrazol-1-yl)pyridine]- copper(II) diperchlorate dinitromethane solvate, alpha modification ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '[C40 H38 Cu N10] 2[Cl O4] 2[C H3 N O2]' _chemical_formula_sum 'C42 H44 Cl2 Cu N12 O12' _chemical_formula_weight 1043.33 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 'P 21/c' 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 18.5980(13) _cell_length_b 18.2528(12) _cell_length_c 14.6183(10) _cell_angle_alpha 90.00 _cell_angle_beta 111.228(1) _cell_angle_gamma 90.00 _cell_volume 4625.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 30(2) _cell_measurement_reflns_used 987 _cell_measurement_theta_min 16.27 _cell_measurement_theta_max 26.21 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.498 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2156 _exptl_absorpt_coefficient_mu 0.663 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.654708 _exptl_absorpt_correction_T_max 0.849524 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 30(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 'Bruker SMART-CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33683 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0195 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.21 _reflns_number_total 9384 _reflns_number_gt 8663 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. No disorder was detected during refinement of this structure. All non-H atoms were refined anisotropically, and no restraints were applied. All H atoms were located in the difference map, and allowed to refine freely. ; _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^)+(0.0452P)^2^+3.7416P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9384 _refine_ls_number_parameters 798 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0837 _refine_ls_wR_factor_gt 0.0812 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 0.268756(10) 0.498362(10) 0.760443(13) 0.01034(6) Uani 1 1 d . . . N1 N 0.35248(8) 0.51010(7) 0.70940(10) 0.0117(3) Uani 1 1 d . . . C11 C 0.35532(9) 0.46738(8) 0.63666(11) 0.0124(3) Uani 1 1 d . . . C12 C 0.41241(9) 0.47391(9) 0.59692(12) 0.0146(3) Uani 1 1 d . . . H12 H 0.4112(12) 0.4440(11) 0.5483(15) 0.018(5) Uiso 1 1 d . . . C13 C 0.46794(9) 0.52796(9) 0.63640(12) 0.0147(3) Uani 1 1 d . . . H13 H 0.5077(11) 0.5330(10) 0.6116(14) 0.011(4) Uiso 1 1 d . . . C14 C 0.46591(9) 0.57345(9) 0.71218(12) 0.0140(3) Uani 1 1 d . . . H14 H 0.5019(12) 0.6085(12) 0.7371(15) 0.020(5) Uiso 1 1 d . . . C15 C 0.40656(9) 0.56166(8) 0.74617(11) 0.0124(3) Uani 1 1 d . . . N2 N 0.24285(8) 0.41628(7) 0.65338(10) 0.0132(3) Uani 1 1 d . . . N21 N 0.29519(8) 0.41579(7) 0.60684(10) 0.0127(3) Uani 1 1 d . . . C21 C 0.28053(10) 0.36021(9) 0.54053(12) 0.0151(3) Uani 1 1 d . . . H21 H 0.3114(12) 0.3515(11) 0.5077(15) 0.016(5) Uiso 1 1 d . . . C22 C 0.21653(10) 0.32413(9) 0.54260(12) 0.0164(3) Uani 1 1 d . . . H22 H 0.1937(12) 0.2833(12) 0.5074(16) 0.022(5) Uiso 1 1 d . . . C23 C 0.19529(9) 0.36079(9) 0.61438(12) 0.0146(3) Uani 1 1 d . . . H23 H 0.1558(12) 0.3510(11) 0.6355(15) 0.017(5) Uiso 1 1 d . . . N3 N 0.33491(7) 0.58224(7) 0.85039(10) 0.0120(3) Uani 1 1 d . . . N31 N 0.39626(7) 0.60077(7) 0.82367(10) 0.0121(3) Uani 1 1 d . . . C31 C 0.44122(9) 0.65289(9) 0.88433(12) 0.0141(3) Uani 1 1 d . . . H31 H 0.4849(12) 0.6727(11) 0.8752(14) 0.015(5) Uiso 1 1 d . . . C32 C 0.40927(9) 0.66796(9) 0.95313(12) 0.0148(3) Uani 1 1 d . . . H32 H 0.4272(12) 0.7006(11) 1.0025(15) 0.016(5) Uiso 1 1 d . . . C33 C 0.34273(9) 0.62297(8) 0.92963(11) 0.0124(3) Uani 1 1 d . . . C34 C 0.28877(9) 0.61585(8) 0.98303(11) 0.0125(3) Uani 1 1 d . . . C35 C 0.31185(9) 0.57326(8) 1.06943(12) 0.0134(3) Uani 1 1 d . . . C36 C 0.26125(9) 0.56629(9) 1.11975(12) 0.0145(3) Uani 1 1 d . . . H36 H 0.2756(11) 0.5379(11) 1.1758(15) 0.016(5) Uiso 1 1 d . . . C37 C 0.18934(9) 0.60092(9) 1.08753(12) 0.0147(3) Uani 1 1 d . . . C38 C 0.16815(9) 0.64346(9) 1.00238(12) 0.0143(3) Uani 1 1 d . . . H38 H 0.1188(12) 0.6679(11) 0.9808(15) 0.020(5) Uiso 1 1 d . . . C39 C 0.21672(9) 0.65190(8) 0.94954(11) 0.0131(3) Uani 1 1 d . . . N4 N 0.17964(8) 0.49291(7) 0.80967(10) 0.0114(3) Uani 1 1 d . . . C41 C 0.18774(9) 0.45603(8) 0.89233(11) 0.0119(3) Uani 1 1 d . . . C42 C 0.13144(9) 0.45398(9) 0.93395(12) 0.0132(3) Uani 1 1 d . . . H42 H 0.1394(12) 0.4271(12) 0.9887(16) 0.019(5) Uiso 1 1 d . . . C43 C 0.06374(9) 0.49245(8) 0.88708(12) 0.0130(3) Uani 1 1 d . . . H43 H 0.0271(12) 0.4936(10) 0.9121(15) 0.012(5) Uiso 1 1 d . . . C44 C 0.05347(9) 0.53132(9) 0.80117(12) 0.0132(3) Uani 1 1 d . . . H44 H 0.0090(12) 0.5597(11) 0.7690(15) 0.017(5) Uiso 1 1 d . . . C45 C 0.11266(9) 0.52902(8) 0.76541(11) 0.0124(3) Uani 1 1 d . . . N5 N 0.30950(8) 0.41773(7) 0.88751(10) 0.0128(3) Uani 1 1 d . . . N51 N 0.25719(7) 0.41714(7) 0.93343(9) 0.0119(3) Uani 1 1 d . . . C51 C 0.27930(9) 0.37026(9) 1.01206(12) 0.0142(3) Uani 1 1 d . . . H51 H 0.2503(11) 0.3638(11) 1.0504(14) 0.014(5) Uiso 1 1 d . . . C52 C 0.34782(10) 0.33988(9) 1.01714(12) 0.0153(3) Uani 1 1 d . . . H52 H 0.3750(13) 0.3078(12) 1.0590(16) 0.023(5) Uiso 1 1 d . . . C53 C 0.36433(9) 0.37128(9) 0.93846(12) 0.0143(3) Uani 1 1 d . . . H53 H 0.4070(12) 0.3629(11) 0.9197(15) 0.018(5) Uiso 1 1 d . . . N6 N 0.17152(7) 0.56824(7) 0.65283(10) 0.0122(3) Uani 1 1 d . . . N61 N 0.10739(8) 0.56514(7) 0.67771(10) 0.0129(3) Uani 1 1 d . . . C61 C 0.04521(10) 0.59715(9) 0.60744(12) 0.0164(3) Uani 1 1 d . . . H61 H -0.0029(12) 0.5987(11) 0.6148(15) 0.020(5) Uiso 1 1 d . . . C62 C 0.06964(10) 0.62201(9) 0.53524(13) 0.0169(3) Uani 1 1 d . . . H62 H 0.0420(12) 0.6451(12) 0.4811(16) 0.022(5) Uiso 1 1 d . . . C63 C 0.14910(9) 0.60260(8) 0.56646(12) 0.0136(3) Uani 1 1 d . . . C64 C 0.20706(9) 0.61227(9) 0.51917(12) 0.0136(3) Uani 1 1 d . . . C65 C 0.20441(9) 0.56659(9) 0.44032(12) 0.0150(3) Uani 1 1 d . . . C66 C 0.26367(10) 0.57161(9) 0.40315(12) 0.0163(3) Uani 1 1 d . . . H66 H 0.2633(11) 0.5381(11) 0.3515(15) 0.018(5) Uiso 1 1 d . . . C67 C 0.32510(9) 0.62059(9) 0.44244(12) 0.0169(3) Uani 1 1 d . . . C68 C 0.32596(10) 0.66564(9) 0.52020(12) 0.0160(3) Uani 1 1 d . . . H68 H 0.3672(12) 0.6974(11) 0.5486(15) 0.018(5) Uiso 1 1 d . . . C69 C 0.26766(9) 0.66289(9) 0.55917(12) 0.0148(3) Uani 1 1 d . . . C71 C 0.38950(10) 0.53554(9) 1.10734(13) 0.0155(3) Uani 1 1 d . . . H71A H 0.3983(14) 0.5093(13) 1.0574(19) 0.034(6) Uiso 1 1 d . . . H71B H 0.4306(12) 0.5690(11) 1.1362(15) 0.016(5) Uiso 1 1 d . . . H71C H 0.3929(14) 0.5005(13) 1.1557(19) 0.032(6) Uiso 1 1 d . . . C72 C 0.13592(10) 0.59253(11) 1.14390(13) 0.0191(3) Uani 1 1 d . . . H72A H 0.1330(14) 0.5419(14) 1.1582(17) 0.033(6) Uiso 1 1 d . . . H72B H 0.0861(13) 0.6097(12) 1.1078(16) 0.025(5) Uiso 1 1 d . . . H72C H 0.1542(14) 0.6193(13) 1.2041(18) 0.032(6) Uiso 1 1 d . . . C73 C 0.19237(10) 0.70012(9) 0.85900(12) 0.0155(3) Uani 1 1 d . . . H73A H 0.1941(13) 0.6743(13) 0.8034(17) 0.028(6) Uiso 1 1 d . . . H73B H 0.2227(13) 0.7435(13) 0.8675(17) 0.029(6) Uiso 1 1 d . . . H73C H 0.1419(15) 0.7159(14) 0.8419(18) 0.038(7) Uiso 1 1 d . . . C74 C 0.13963(10) 0.51168(10) 0.39781(13) 0.0179(3) Uani 1 1 d . . . H74A H 0.1352(12) 0.4822(12) 0.4447(17) 0.022(5) Uiso 1 1 d . . . H74B H 0.0892(14) 0.5365(13) 0.3666(17) 0.029(6) Uiso 1 1 d . . . H74C H 0.1497(13) 0.4824(13) 0.3504(18) 0.028(6) Uiso 1 1 d . . . C75 C 0.38853(11) 0.62517(11) 0.40109(14) 0.0214(4) Uani 1 1 d . . . H75A H 0.3791(14) 0.6616(13) 0.3521(18) 0.032(6) Uiso 1 1 d . . . H75B H 0.3930(13) 0.5806(13) 0.3698(17) 0.030(6) Uiso 1 1 d . . . H75C H 0.4354(14) 0.6371(13) 0.4490(18) 0.031(6) Uiso 1 1 d . . . C76 C 0.27048(10) 0.71290(9) 0.64278(12) 0.0165(3) Uani 1 1 d . . . H76A H 0.2861(12) 0.6878(12) 0.7027(16) 0.021(5) Uiso 1 1 d . . . H76B H 0.2207(14) 0.7330(12) 0.6334(16) 0.026(5) Uiso 1 1 d . . . H76C H 0.3053(13) 0.7534(12) 0.6487(16) 0.024(5) Uiso 1 1 d . . . Cl1 Cl 0.07318(2) 0.33604(2) 0.11872(3) 0.01272(9) Uani 1 1 d . . . O1 O 0.03280(7) 0.39430(6) 0.05313(9) 0.0174(2) Uani 1 1 d . . . O2 O 0.13838(7) 0.31326(7) 0.09359(9) 0.0191(2) Uani 1 1 d . . . O3 O 0.10012(7) 0.36203(7) 0.21938(9) 0.0186(2) Uani 1 1 d . . . O4 O 0.02159(7) 0.27465(7) 0.10846(9) 0.0211(3) Uani 1 1 d . . . Cl2 Cl 0.47038(2) 0.20742(2) 0.24030(3) 0.01437(9) Uani 1 1 d . . . O5 O 0.46047(7) 0.19388(7) 0.13851(9) 0.0185(2) Uani 1 1 d . . . O6 O 0.43069(8) 0.27528(7) 0.24429(10) 0.0243(3) Uani 1 1 d . . . O7 O 0.55115(7) 0.21444(8) 0.29860(9) 0.0250(3) Uani 1 1 d . . . O8 O 0.43733(7) 0.14752(7) 0.27665(9) 0.0207(3) Uani 1 1 d . . . C1S C 0.02357(11) 0.27633(11) 0.82174(15) 0.0228(4) Uani 1 1 d . . . H1S1 H -0.0266(14) 0.2906(12) 0.7890(17) 0.027(6) Uiso 1 1 d . . . H1S2 H 0.0411(14) 0.2871(13) 0.8904(19) 0.037(6) Uiso 1 1 d . . . H1S3 H 0.0291(13) 0.2259(13) 0.8078(16) 0.029(6) Uiso 1 1 d . . . N1S N 0.07373(8) 0.31825(8) 0.78062(10) 0.0162(3) Uani 1 1 d . . . O1S1 O 0.14292(7) 0.30267(7) 0.81184(9) 0.0203(3) Uani 1 1 d . . . O1S2 O 0.04437(7) 0.36591(7) 0.71932(9) 0.0214(3) Uani 1 1 d . . . C2S C 0.28575(11) 0.20441(10) 0.79518(14) 0.0208(4) Uani 1 1 d . . . H2S1 H 0.3044(15) 0.2357(15) 0.848(2) 0.044(7) Uiso 1 1 d . . . H2S2 H 0.2810(13) 0.2214(13) 0.7361(18) 0.028(6) Uiso 1 1 d . . . H2S3 H 0.2366(17) 0.1885(16) 0.794(2) 0.050(8) Uiso 1 1 d . . . N2S N 0.33692(8) 0.13897(8) 0.81571(11) 0.0187(3) Uani 1 1 d . . . O2S1 O 0.32787(8) 0.09496(7) 0.74948(10) 0.0285(3) Uani 1 1 d . . . O2S2 O 0.38547(8) 0.13170(8) 0.89945(9) 0.0269(3) Uani 1 1 d . . . 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 0.01048(10) 0.01131(10) 0.01026(11) -0.00033(6) 0.00501(8) -0.00061(6) N1 0.0108(6) 0.0128(6) 0.0109(6) 0.0018(5) 0.0033(5) 0.0011(5) C11 0.0127(7) 0.0120(7) 0.0118(7) 0.0014(6) 0.0036(6) 0.0012(6) C12 0.0168(8) 0.0156(8) 0.0125(8) 0.0000(6) 0.0066(6) 0.0020(6) C13 0.0129(7) 0.0172(8) 0.0153(8) 0.0032(6) 0.0069(6) 0.0011(6) C14 0.0121(7) 0.0143(7) 0.0144(8) 0.0014(6) 0.0035(6) -0.0012(6) C15 0.0129(7) 0.0124(7) 0.0104(7) 0.0026(6) 0.0025(6) 0.0021(6) N2 0.0140(6) 0.0148(6) 0.0139(6) 0.0011(5) 0.0087(5) 0.0011(5) N21 0.0136(6) 0.0142(6) 0.0123(6) 0.0001(5) 0.0071(5) 0.0004(5) C21 0.0169(8) 0.0152(8) 0.0147(8) -0.0017(6) 0.0076(7) 0.0002(6) C22 0.0182(8) 0.0139(8) 0.0173(8) -0.0013(6) 0.0067(7) -0.0017(6) C23 0.0144(8) 0.0140(7) 0.0167(8) 0.0010(6) 0.0072(6) -0.0008(6) N3 0.0099(6) 0.0137(6) 0.0133(6) 0.0024(5) 0.0054(5) 0.0001(5) N31 0.0112(6) 0.0136(6) 0.0125(6) 0.0008(5) 0.0054(5) -0.0004(5) C31 0.0121(7) 0.0142(7) 0.0148(8) 0.0007(6) 0.0034(6) -0.0014(6) C32 0.0145(8) 0.0147(8) 0.0139(8) -0.0014(6) 0.0036(6) -0.0005(6) C33 0.0127(7) 0.0118(7) 0.0110(7) 0.0019(6) 0.0023(6) 0.0029(6) C34 0.0131(7) 0.0122(7) 0.0117(7) -0.0025(6) 0.0038(6) -0.0022(6) C35 0.0139(7) 0.0122(7) 0.0132(7) -0.0022(6) 0.0036(6) -0.0015(6) C36 0.0168(8) 0.0145(8) 0.0110(7) 0.0002(6) 0.0034(6) -0.0020(6) C37 0.0148(8) 0.0161(8) 0.0133(7) -0.0040(6) 0.0051(6) -0.0034(6) C38 0.0120(7) 0.0151(7) 0.0148(8) -0.0033(6) 0.0036(6) -0.0004(6) C39 0.0142(7) 0.0121(7) 0.0119(7) -0.0028(6) 0.0035(6) -0.0009(6) N4 0.0116(6) 0.0105(6) 0.0118(6) -0.0011(5) 0.0040(5) -0.0004(5) C41 0.0126(7) 0.0105(7) 0.0121(7) -0.0018(6) 0.0038(6) -0.0007(6) C42 0.0155(8) 0.0130(7) 0.0120(7) -0.0006(6) 0.0060(6) -0.0011(6) C43 0.0130(8) 0.0143(7) 0.0143(8) -0.0031(6) 0.0080(7) -0.0027(6) C44 0.0119(7) 0.0127(7) 0.0140(7) -0.0020(6) 0.0035(6) 0.0006(6) C45 0.0140(7) 0.0107(7) 0.0120(7) -0.0015(6) 0.0040(6) -0.0013(6) N5 0.0118(6) 0.0151(6) 0.0130(6) -0.0009(5) 0.0063(5) -0.0009(5) N51 0.0117(6) 0.0134(6) 0.0115(6) 0.0003(5) 0.0054(5) -0.0005(5) C51 0.0152(8) 0.0157(8) 0.0117(7) 0.0015(6) 0.0048(6) -0.0019(6) C52 0.0140(8) 0.0149(8) 0.0148(8) 0.0036(6) 0.0026(6) 0.0005(6) C53 0.0117(7) 0.0156(8) 0.0155(8) 0.0004(6) 0.0048(6) 0.0006(6) N6 0.0120(6) 0.0132(6) 0.0128(6) -0.0014(5) 0.0059(5) -0.0012(5) N61 0.0121(6) 0.0142(6) 0.0130(6) 0.0012(5) 0.0054(5) 0.0010(5) C61 0.0129(8) 0.0177(8) 0.0176(8) 0.0012(6) 0.0044(6) 0.0019(6) C62 0.0146(8) 0.0183(8) 0.0157(8) 0.0043(6) 0.0032(7) 0.0019(6) C63 0.0161(8) 0.0111(7) 0.0130(7) -0.0004(6) 0.0046(6) -0.0003(6) C64 0.0129(7) 0.0143(7) 0.0127(7) 0.0040(6) 0.0035(6) 0.0013(6) C65 0.0149(8) 0.0159(8) 0.0128(7) 0.0037(6) 0.0033(6) 0.0010(6) C66 0.0172(8) 0.0182(8) 0.0131(8) 0.0025(6) 0.0051(6) 0.0031(6) C67 0.0147(8) 0.0190(8) 0.0171(8) 0.0065(6) 0.0060(6) 0.0024(6) C68 0.0142(8) 0.0158(8) 0.0168(8) 0.0052(6) 0.0040(6) -0.0013(6) C69 0.0153(8) 0.0136(7) 0.0140(8) 0.0046(6) 0.0034(6) 0.0020(6) C71 0.0152(8) 0.0165(8) 0.0143(8) 0.0023(6) 0.0047(6) 0.0010(6) C72 0.0162(8) 0.0260(9) 0.0161(8) 0.0010(7) 0.0069(7) 0.0001(7) C73 0.0152(8) 0.0173(8) 0.0138(8) 0.0007(6) 0.0050(6) 0.0022(6) C74 0.0189(9) 0.0189(8) 0.0165(8) -0.0018(7) 0.0072(7) -0.0020(7) C75 0.0184(9) 0.0258(9) 0.0227(9) 0.0034(8) 0.0106(8) 0.0004(7) C76 0.0174(8) 0.0159(8) 0.0151(8) 0.0024(6) 0.0047(6) -0.0012(6) Cl1 0.01248(17) 0.01295(17) 0.01355(18) -0.00015(13) 0.00568(14) 0.00032(13) O1 0.0169(6) 0.0177(6) 0.0186(6) 0.0032(5) 0.0075(5) 0.0033(5) O2 0.0176(6) 0.0243(6) 0.0181(6) 0.0019(5) 0.0097(5) 0.0064(5) O3 0.0192(6) 0.0214(6) 0.0152(6) -0.0034(5) 0.0060(5) 0.0013(5) O4 0.0205(6) 0.0183(6) 0.0224(6) 0.0005(5) 0.0051(5) -0.0058(5) Cl2 0.01416(18) 0.01370(18) 0.01575(19) 0.00049(13) 0.00602(15) -0.00149(13) O5 0.0199(6) 0.0212(6) 0.0154(6) 0.0013(5) 0.0076(5) -0.0002(5) O6 0.0292(7) 0.0197(6) 0.0241(7) -0.0023(5) 0.0097(6) 0.0038(5) O7 0.0164(6) 0.0348(7) 0.0202(6) 0.0034(5) 0.0022(5) -0.0046(5) O8 0.0258(7) 0.0200(6) 0.0182(6) 0.0008(5) 0.0101(5) -0.0080(5) C1S 0.0230(9) 0.0257(10) 0.0226(9) -0.0026(7) 0.0116(8) -0.0035(7) N1S 0.0189(7) 0.0150(7) 0.0143(7) -0.0052(5) 0.0054(6) 0.0006(5) O1S1 0.0157(6) 0.0209(6) 0.0227(6) -0.0048(5) 0.0052(5) 0.0006(5) O1S2 0.0269(7) 0.0160(6) 0.0180(6) -0.0012(5) 0.0040(5) 0.0024(5) C2S 0.0201(9) 0.0210(9) 0.0190(9) -0.0020(7) 0.0042(7) 0.0036(7) N2s 0.0210(7) 0.0188(7) 0.0207(7) 0.0030(6) 0.0126(6) 0.0011(6) O2S1 0.0378(8) 0.0225(7) 0.0302(7) -0.0081(6) 0.0181(6) -0.0009(6) O2S2 0.0236(7) 0.0391(8) 0.0202(7) 0.0102(6) 0.0107(6) 0.0098(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 Cu1 N1 1.9668(14) . ? Cu1 N4 2.0343(14) . ? Cu1 N2 2.0928(14) . ? Cu1 N3 2.1012(14) . ? Cu1 N5 2.2741(14) . ? Cu1 N6 2.3048(13) . ? N1 C11 1.335(2) . ? N1 C15 1.340(2) . ? C11 C12 1.388(2) . ? C12 C13 1.393(2) . ? C13 C14 1.396(2) . ? C14 C15 1.382(2) . ? N2 C23 1.330(2) . ? N2 N21 1.3747(18) . ? N21 C21 1.361(2) . ? N21 C11 1.405(2) . ? C21 C22 1.370(2) . ? C22 C23 1.416(2) . ? N3 C33 1.339(2) . ? N3 N31 1.3755(18) . ? N31 C31 1.362(2) . ? N31 C15 1.410(2) . ? C31 C32 1.369(2) . ? C32 C33 1.420(2) . ? C33 C34 1.483(2) . ? C34 C35 1.411(2) . ? C34 C39 1.412(2) . ? C35 C36 1.394(2) . ? C35 C71 1.512(2) . ? C36 C37 1.398(2) . ? C37 C38 1.397(2) . ? C37 C72 1.511(2) . ? C38 C39 1.393(2) . ? C39 C73 1.516(2) . ? N4 C41 1.343(2) . ? N4 C45 1.350(2) . ? C41 C42 1.389(2) . ? C42 C43 1.387(2) . ? C43 C44 1.394(2) . ? C44 C45 1.380(2) . ? N5 C53 1.328(2) . ? N5 N51 1.3675(18) . ? N51 C51 1.371(2) . ? N51 C41 1.404(2) . ? C51 C52 1.367(2) . ? C52 C53 1.415(2) . ? N6 C63 1.334(2) . ? N6 N61 1.3681(18) . ? N61 C61 1.369(2) . ? N61 C45 1.413(2) . ? C61 C62 1.369(2) . ? C62 C63 1.425(2) . ? C63 C64 1.487(2) . ? C64 C65 1.409(2) . ? C64 C69 1.410(2) . ? C65 C66 1.397(2) . ? C65 C74 1.517(2) . ? C66 C67 1.400(2) . ? C67 C68 1.398(2) . ? C67 C75 1.510(2) . ? C68 C69 1.396(2) . ? C69 C76 1.511(2) . ? Cl1 O1 1.4466(12) . ? Cl1 O4 1.4472(12) . ? Cl1 O2 1.4494(12) . ? Cl1 O3 1.4517(12) . ? Cl2 O7 1.4395(13) . ? Cl2 O8 1.4464(12) . ? Cl2 O5 1.4527(12) . ? Cl2 O6 1.4538(13) . ? C1S N1S 1.491(2) . ? N1S O1S1 1.2328(19) . ? N1S O1S2 1.2262(19) . ? C2S N2S 1.489(2) . ? N2S O2S1 1.222(2) . ? N2S O2S2 1.237(2) . ? 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 N1 Cu1 N4 176.22(5) . . ? N1 Cu1 N2 78.10(5) . . ? N4 Cu1 N2 103.48(5) . . ? N1 Cu1 N3 78.08(5) . . ? N4 Cu1 N3 100.47(5) . . ? N2 Cu1 N3 156.01(5) . . ? N1 Cu1 N5 107.75(5) . . ? N4 Cu1 N5 75.67(5) . . ? N2 Cu1 N5 93.78(5) . . ? N3 Cu1 N5 90.80(5) . . ? N1 Cu1 N6 102.36(5) . . ? N4 Cu1 N6 74.34(5) . . ? N2 Cu1 N6 88.54(5) . . ? N3 Cu1 N6 99.26(5) . . ? N5 Cu1 N6 149.63(5) . . ? C11 N1 C15 119.30(14) . . ? C11 N1 Cu1 120.24(11) . . ? C15 N1 Cu1 120.45(11) . . ? N1 C11 C12 122.70(15) . . ? N1 C11 N21 112.46(13) . . ? C12 C11 N21 124.84(14) . . ? C11 C12 C13 116.87(15) . . ? C12 C13 C14 121.41(15) . . ? C15 C14 C13 116.58(15) . . ? N1 C15 C14 123.14(15) . . ? N1 C15 N31 112.18(13) . . ? C14 C15 N31 124.67(14) . . ? C23 N2 N21 105.25(13) . . ? C23 N2 Cu1 143.43(11) . . ? N21 N2 Cu1 111.24(10) . . ? C21 N21 N2 111.25(13) . . ? C21 N21 C11 130.71(14) . . ? N2 N21 C11 117.94(13) . . ? N21 C21 C22 107.10(14) . . ? C21 C22 C23 105.48(15) . . ? N2 C23 C22 110.91(14) . . ? C33 N3 N31 105.53(12) . . ? C33 N3 Cu1 143.26(11) . . ? N31 N3 Cu1 111.06(9) . . ? C31 N31 N3 111.34(13) . . ? C31 N31 C15 130.33(13) . . ? N3 N31 C15 118.16(13) . . ? N31 C31 C32 106.94(14) . . ? C31 C32 C33 106.16(14) . . ? N3 C33 C32 110.03(14) . . ? N3 C33 C34 121.61(14) . . ? C32 C33 C34 128.30(14) . . ? C35 C34 C39 120.66(14) . . ? C35 C34 C33 118.34(14) . . ? C39 C34 C33 120.98(14) . . ? C36 C35 C34 118.54(15) . . ? C36 C35 C71 120.16(14) . . ? C34 C35 C71 121.30(14) . . ? C35 C36 C37 121.81(15) . . ? C38 C37 C36 118.58(15) . . ? C38 C37 C72 120.87(15) . . ? C36 C37 C72 120.55(15) . . ? C39 C38 C37 121.66(15) . . ? C38 C39 C34 118.74(14) . . ? C38 C39 C73 119.97(14) . . ? C34 C39 C73 121.28(14) . . ? C41 N4 C45 117.35(14) . . ? C41 N4 Cu1 120.16(11) . . ? C45 N4 Cu1 122.37(11) . . ? N4 C41 C42 123.42(14) . . ? N4 C41 N51 115.12(13) . . ? C42 C41 N51 121.44(14) . . ? C43 C42 C41 117.62(15) . . ? C42 C43 C44 120.43(15) . . ? C45 C44 C43 117.26(15) . . ? N4 C45 C44 123.90(14) . . ? N4 C45 N61 114.30(13) . . ? C44 C45 N61 121.79(14) . . ? C53 N5 N51 104.96(13) . . ? C53 N5 Cu1 146.35(11) . . ? N51 N5 Cu1 108.67(9) . . ? N5 N51 C51 111.44(13) . . ? N5 N51 C41 119.59(12) . . ? C51 N51 C41 128.65(13) . . ? C52 C51 N51 106.83(14) . . ? C51 C52 C53 105.30(15) . . ? N5 C53 C52 111.47(14) . . ? C63 N6 N61 105.50(13) . . ? C63 N6 Cu1 143.63(11) . . ? N61 N6 Cu1 109.86(9) . . ? N6 N61 C61 111.33(13) . . ? N6 N61 C45 118.67(13) . . ? C61 N61 C45 129.95(14) . . ? C62 C61 N61 107.09(14) . . ? C61 C62 C63 105.43(15) . . ? N6 C63 C62 110.64(14) . . ? N6 C63 C64 117.71(14) . . ? C62 C63 C64 131.62(15) . . ? C65 C64 C69 120.85(15) . . ? C65 C64 C63 119.58(14) . . ? C69 C64 C63 119.35(14) . . ? C66 C65 C64 118.73(15) . . ? C66 C65 C74 120.36(15) . . ? C64 C65 C74 120.90(15) . . ? C65 C66 C67 121.60(15) . . ? C68 C67 C66 118.45(15) . . ? C68 C67 C75 120.81(15) . . ? C66 C67 C75 120.74(16) . . ? C69 C68 C67 121.90(15) . . ? C68 C69 C64 118.46(15) . . ? C68 C69 C76 120.23(15) . . ? C64 C69 C76 121.31(15) . . ? O1 Cl1 O4 109.57(7) . . ? O1 Cl1 O2 108.91(7) . . ? O4 Cl1 O2 109.61(8) . . ? O1 Cl1 O3 109.71(7) . . ? O3 Cl1 O4 109.31(7) . . ? O2 Cl1 O3 109.71(7) . . ? O7 Cl2 O8 109.93(8) . . ? O7 Cl2 O5 109.87(7) . . ? O8 Cl2 O5 109.54(7) . . ? O7 Cl2 O6 109.67(8) . . ? O8 Cl2 O6 109.86(8) . . ? O5 Cl2 O6 107.95(7) . . ? O1S2 N1S O1S1 124.27(15) . . ? O1S2 N1S C1S 118.73(15) . . ? O1S1 N1S C1S 116.99(14) . . ? O2S1 N2S O2S2 123.73(15) . . ? O2S1 N2S C2S 118.24(15) . . ? O2S2 N2S C2S 118.02(15) . . ? _diffrn_measured_fraction_theta_max 0.908 _diffrn_reflns_theta_full 27.21 _diffrn_measured_fraction_theta_full 0.908 _refine_diff_density_max 0.560 _refine_diff_density_min -0.521 _refine_diff_density_rms 0.059 #=END data_jr9914 _database_code_CSD 164483 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2-(pyrazol-1-yl)-6-(3-{2,4,6-trimethylphenyl}pyrazol-1-yl)pyridine]- copper(II) diperchlorate nitromethane solvate, beta modification ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '[C40 H38 Cu N10] 2[Cl O4] 2.5[C H3 N O2]' _chemical_formula_sum 'C42 H44 Cl2 Cu N12 O11.88' _chemical_formula_weight 1041.33 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' '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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, z' 'x, -y, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, -z' '-x, y, -z-1/2' 'x-1/2, y-1/2, -z-1/2' _cell_length_a 40.780(6) _cell_length_b 18.023(3) _cell_length_c 13.673(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10049(3) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 16792 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.04 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4292 _exptl_absorpt_coefficient_mu 0.610 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8982 _exptl_absorpt_correction_T_max 0.9472 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16792 _diffrn_reflns_av_R_equivalents 0.0437 _diffrn_reflns_av_sigmaI/netI 0.0679 _diffrn_reflns_limit_h_min -48 _diffrn_reflns_limit_h_max 48 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.00 _diffrn_reflns_theta_max 25.04 _reflns_number_total 8872 _reflns_number_gt 5714 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _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. Both perchlorate anions are disordered. The anion centred on Cl1 is disordered by rotation about the Cl1-O1 bond, over three orientations: O2-O4, occupancy 0.5 O5-O7, occupancy 0.25 O8-O10, occupancy 0.25 The second anion is disordered over two distinct sites: Cl2, O11-O14, occupancy 0.7 Cl3, O15-O18, occupancy 0.3 Cl1A-O4A, occupancy 0.75 Cl1B-O4B, occupancy 0.25 All Cl-O distances were restrained to 1.43(2)\%A, and non-bonded O...O distances within each disorder orientation to 2.34(2)\%A. The lattice contains channels of solvent, running parallel to the unit cell z-axis. This solvent is also substantially disordered. C1S, N1S, O1S, occupancy 1.0, lying across a crystallographic 2-fold axis. C2S, N2S (occupancy 1.0) + 2 sets of disordered O atoms, O2SA, O3SA and O2SB, O3SB (all occupancy 0.5). C3S, N3S, O4S, O5S, occupancy 0.25. C4S, N4S, O6S, O7S, occupancy 0.25 (O7S lies on a 2-fold axis). The total solvent occupancy corresponds to approximately 2.5 equivalents of CH~3~NO~2~. All N-O distances were restrained to 1.22(2)\%A during refinement. All non-H atoms with occupancy >0.5 were refined anisotropically. ; _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^)+(0.1915P)^2^+0.0000P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0102(8) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 8872 _refine_ls_number_parameters 678 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.1394 _refine_ls_R_factor_gt 0.0887 _refine_ls_wR_factor_ref 0.2736 _refine_ls_wR_factor_gt 0.2217 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.001 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 0.865527(14) 0.18031(3) 0.08304(4) 0.0407(3) Uani 1 1 d . . . N1 N 0.82300(9) 0.1287(2) 0.0640(3) 0.0391(10) Uani 1 1 d . . . N2 N 0.87959(10) 0.0640(2) 0.0851(3) 0.0438(10) Uani 1 1 d . . . N21 N 0.85222(11) 0.0206(2) 0.0811(3) 0.0406(10) Uani 1 1 d . . . N3 N 0.83200(10) 0.2701(3) 0.0563(3) 0.0492(11) Uani 1 1 d . . . N31 N 0.80026(9) 0.2438(2) 0.0488(3) 0.0493(11) Uani 1 1 d . . . N4 N 0.90777(9) 0.2316(2) 0.1123(3) 0.0390(9) Uani 1 1 d . . . N5 N 0.88747(10) 0.1968(2) -0.0612(3) 0.0447(10) Uani 1 1 d . . . N51 N 0.91738(10) 0.2308(2) -0.0528(3) 0.0438(10) Uani 1 1 d . . . N6 N 0.86624(9) 0.1879(2) 0.2451(3) 0.0412(10) Uani 1 1 d . . . N61 N 0.89321(10) 0.2271(2) 0.2741(3) 0.0422(10) Uani 1 1 d . . . C11 C 0.82114(12) 0.0548(3) 0.0685(3) 0.0405(12) Uani 1 1 d . . . C12 C 0.79186(14) 0.0164(3) 0.0605(4) 0.0526(14) Uani 1 1 d . . . H12 H 0.7911 -0.0363 0.0635 0.063 Uiso 1 1 calc R . . C13 C 0.76432(14) 0.0574(4) 0.0481(4) 0.0597(16) Uani 1 1 d . . . H13 H 0.7439 0.0325 0.0429 0.072 Uiso 1 1 calc R . . C14 C 0.76481(13) 0.1335(3) 0.0429(4) 0.0560(15) Uani 1 1 d . . . H14 H 0.7453 0.1616 0.0338 0.067 Uiso 1 1 calc R . . C15 C 0.79547(12) 0.1676(3) 0.0517(4) 0.0462(13) Uani 1 1 d . . . C21 C 0.86022(15) -0.0519(3) 0.0870(4) 0.0542(15) Uani 1 1 d . . . H21 H 0.8455 -0.0927 0.0856 0.065 Uiso 1 1 calc R . . C22 C 0.89343(15) -0.0551(3) 0.0955(4) 0.0579(15) Uani 1 1 d . . . H22 H 0.9065 -0.0985 0.1012 0.069 Uiso 1 1 calc R . . C23 C 0.90437(13) 0.0181(3) 0.0941(4) 0.0529(14) Uani 1 1 d . . . H23 H 0.9267 0.0327 0.0989 0.064 Uiso 1 1 calc R . . C31 C 0.77929(15) 0.3010(4) 0.0296(5) 0.0710(19) Uani 1 1 d . . . H31 H 0.7563 0.2977 0.0199 0.085 Uiso 1 1 calc R . . C32 C 0.79781(16) 0.3633(3) 0.0272(6) 0.081(2) Uani 1 1 d . . . H32 H 0.7900 0.4124 0.0170 0.097 Uiso 1 1 calc R . . C33 C 0.82989(13) 0.3428(3) 0.0423(5) 0.0563(15) Uani 1 1 d . . . C34 C 0.86115(14) 0.3875(3) 0.0364(5) 0.0597(15) Uani 1 1 d . . . C35 C 0.87483(16) 0.4028(4) -0.0544(5) 0.0691(18) Uani 1 1 d . . . C36 C 0.90568(16) 0.4373(4) -0.0564(5) 0.0715(18) Uani 1 1 d . . . H36 H 0.9158 0.4477 -0.1175 0.086 Uiso 1 1 calc R . . C37 C 0.92160(15) 0.4565(3) 0.0296(5) 0.0666(17) Uani 1 1 d . . . C38 C 0.90698(14) 0.4439(3) 0.1165(5) 0.0610(15) Uani 1 1 d . . . H38 H 0.9179 0.4588 0.1747 0.073 Uiso 1 1 calc R . . C39 C 0.87658(15) 0.4100(3) 0.1238(5) 0.0612(15) Uani 1 1 d . . . C41 C 0.92871(11) 0.2500(3) 0.0402(4) 0.0414(12) Uani 1 1 d . . . C42 C 0.95837(13) 0.2845(3) 0.0563(4) 0.0518(14) Uani 1 1 d . . . H42 H 0.9728 0.2955 0.0038 0.062 Uiso 1 1 calc R . . C43 C 0.96617(13) 0.3021(3) 0.1500(4) 0.0577(15) Uani 1 1 d . . . H43 H 0.9864 0.3262 0.1632 0.069 Uiso 1 1 calc R . . C44 C 0.94515(13) 0.2855(3) 0.2272(4) 0.0552(15) Uani 1 1 d . . . H44 H 0.9504 0.2985 0.2927 0.066 Uiso 1 1 calc R . . C45 C 0.91631(12) 0.2492(3) 0.2040(4) 0.0434(12) Uani 1 1 d . . . C51 C 0.93020(14) 0.2444(3) -0.1426(4) 0.0548(14) Uani 1 1 d . . . H51 H 0.9507 0.2674 -0.1559 0.066 Uiso 1 1 calc R . . C52 C 0.90848(16) 0.2194(4) -0.2097(4) 0.0658(17) Uani 1 1 d . . . H52 H 0.9105 0.2213 -0.2789 0.079 Uiso 1 1 calc R . . C53 C 0.88258(15) 0.1902(3) -0.1561(4) 0.0567(15) Uani 1 1 d . . . H53 H 0.8637 0.1682 -0.1844 0.068 Uiso 1 1 calc R . . C61 C 0.89296(13) 0.2383(3) 0.3723(4) 0.0508(13) Uani 1 1 d . . . H61 H 0.9090 0.2640 0.4095 0.061 Uiso 1 1 calc R . . C62 C 0.86494(14) 0.2054(3) 0.4077(4) 0.0512(14) Uani 1 1 d . . . H62 H 0.8576 0.2042 0.4737 0.061 Uiso 1 1 calc R . . C63 C 0.84953(13) 0.1742(3) 0.3270(3) 0.0409(12) Uani 1 1 d . . . C64 C 0.81965(14) 0.1273(3) 0.3230(4) 0.0512(14) Uani 1 1 d . . . C65 C 0.82358(16) 0.0487(3) 0.3237(4) 0.0597(16) Uani 1 1 d . . . C66 C 0.7963(2) 0.0045(4) 0.3162(4) 0.074(2) Uani 1 1 d . . . H66 H 0.7988 -0.0479 0.3186 0.089 Uiso 1 1 calc R . . C67 C 0.7657(2) 0.0336(5) 0.3055(5) 0.081(2) Uani 1 1 d . . . C68 C 0.76149(16) 0.1119(5) 0.3066(4) 0.076(2) Uani 1 1 d . . . H68 H 0.7400 0.1321 0.3019 0.091 Uiso 1 1 calc R . . C69 C 0.78830(14) 0.1598(4) 0.3146(4) 0.0573(15) Uani 1 1 d . . . C71 C 0.85863(18) 0.3829(5) -0.1502(5) 0.088(2) Uani 1 1 d . . . H71A H 0.8367 0.3630 -0.1375 0.132 Uiso 1 1 calc R . . H71B H 0.8718 0.3454 -0.1841 0.132 Uiso 1 1 calc R . . H71C H 0.8569 0.4273 -0.1912 0.132 Uiso 1 1 calc R . . C72 C 0.95590(16) 0.4904(4) 0.0226(7) 0.095(2) Uani 1 1 d . . . H72A H 0.9556 0.5317 -0.0240 0.142 Uiso 1 1 calc R . . H72B H 0.9714 0.4526 0.0002 0.142 Uiso 1 1 calc R . . H72C H 0.9626 0.5086 0.0871 0.142 Uiso 1 1 calc R . . C73 C 0.86066(16) 0.3994(4) 0.2220(5) 0.0727(19) Uani 1 1 d . . . H73A H 0.8767 0.4098 0.2737 0.109 Uiso 1 1 calc R . . H73B H 0.8529 0.3482 0.2280 0.109 Uiso 1 1 calc R . . H73C H 0.8420 0.4335 0.2283 0.109 Uiso 1 1 calc R . . C74 C 0.85829(17) 0.0146(3) 0.3352(4) 0.0711(19) Uani 1 1 d . . . H74A H 0.8564 -0.0386 0.3484 0.107 Uiso 1 1 calc R . . H74B H 0.8697 0.0388 0.3896 0.107 Uiso 1 1 calc R . . H74C H 0.8708 0.0222 0.2747 0.107 Uiso 1 1 calc R . . C75 C 0.7354(2) -0.0156(6) 0.2942(7) 0.138(4) Uani 1 1 d . . . H75A H 0.7304 -0.0394 0.3569 0.207 Uiso 1 1 calc R . . H75B H 0.7396 -0.0538 0.2448 0.207 Uiso 1 1 calc R . . H75C H 0.7167 0.0149 0.2737 0.207 Uiso 1 1 calc R . . C76 C 0.78381(15) 0.2428(4) 0.3160(5) 0.0718(18) Uani 1 1 d . . . H76A H 0.7936 0.2632 0.3757 0.108 Uiso 1 1 calc R . . H76B H 0.7604 0.2546 0.3144 0.108 Uiso 1 1 calc R . . H76C H 0.7946 0.2646 0.2587 0.108 Uiso 1 1 calc R . . Cl1 Cl 0.80826(4) 0.21851(8) -0.32895(12) 0.0600(5) Uani 1 1 d D . . O1 O 0.84276(9) 0.2187(2) -0.3481(3) 0.0629(11) Uani 1 1 d D A . O2 O 0.7935(3) 0.1642(8) -0.3889(14) 0.136(12) Uani 0.50 1 d PD A 1 O3 O 0.7939(3) 0.2883(6) -0.3452(11) 0.078(6) Uani 0.50 1 d PD A 1 O4 O 0.8036(3) 0.1966(8) -0.2269(8) 0.068(4) Uani 0.50 1 d PD A 1 O5 O 0.7941(6) 0.1865(16) -0.4178(15) 0.098(11) Uiso 0.25 1 d PD A 2 O6 O 0.8004(7) 0.1723(16) -0.2502(17) 0.14(2) Uiso 0.25 1 d PD A 2 O7 O 0.7961(6) 0.2906(12) -0.320(2) 0.077(11) Uiso 0.25 1 d PD A 2 O8 O 0.7932(6) 0.1555(13) -0.3684(18) 0.079(10) Uiso 0.25 1 d PD A 3 O9 O 0.8029(5) 0.2244(12) -0.2263(10) 0.066(8) Uiso 0.25 1 d PD A 3 O10 O 0.7949(5) 0.2840(13) -0.3766(17) 0.074(10) Uiso 0.25 1 d PD A 3 Cl2 Cl 0.95618(11) 0.2930(3) -0.4284(3) 0.0485(9) Uani 0.70 1 d PD B 4 O11 O 0.9408(3) 0.2202(6) -0.4329(7) 0.093(3) Uani 0.70 1 d PD B 4 O13 O 0.96236(17) 0.3192(4) -0.5254(5) 0.0597(18) Uani 0.70 1 d PD B 4 O12 O 0.93627(17) 0.3428(4) -0.3743(6) 0.075(2) Uani 0.70 1 d PD B 4 O14 O 0.9867(3) 0.2865(10) -0.3782(9) 0.094(8) Uani 0.70 1 d PD B 4 Cl3 Cl 0.9581(4) 0.2747(6) -0.4357(10) 0.056(4) Uiso 0.30 1 d PD C 5 O15 O 0.9654(4) 0.2896(8) -0.5349(10) 0.047(5) Uiso 0.30 1 d PD C 5 O16 O 0.9305(4) 0.3192(10) -0.4047(13) 0.074(7) Uiso 0.30 1 d PD C 5 O17 O 0.9478(8) 0.1984(9) -0.426(2) 0.113(13) Uiso 0.30 1 d PD C 5 O18 O 0.9850(6) 0.2896(15) -0.3735(19) 0.067(13) Uiso 0.30 1 d PD C 5 C1S C 1.0000 0.4311(8) -0.2500 0.128(5) Uiso 1 2 d S . . H1S1 H 0.9800 0.4130 -0.2185 0.192 Uiso 0.50 1 calc PR . . H1S2 H 1.0192 0.4130 -0.2140 0.192 Uiso 0.50 1 calc PR . . H1S3 H 1.0009 0.4130 -0.3175 0.192 Uiso 0.50 1 calc PR . . N1S N 1.0000 0.5139(5) -0.2500 0.088(2) Uiso 1 2 d SD . . O1S O 1.02275(14) 0.5452(3) -0.2858(5) 0.1114(18) Uiso 1 1 d D . . C2S C 0.86232(15) 0.3863(4) -0.4399(6) 0.0710(18) Uani 1 1 d . D . H2S1 H 0.8757 0.4220 -0.4035 0.107 Uiso 1 1 calc R . . H2S2 H 0.8735 0.3731 -0.5009 0.107 Uiso 1 1 calc R . . H2S3 H 0.8591 0.3416 -0.4002 0.107 Uiso 1 1 calc R . . N2S N 0.83104(14) 0.4188(3) -0.4619(5) 0.0762(16) Uani 1 1 d D . . O2SA O 0.8153(3) 0.4642(7) -0.4313(11) 0.095(4) Uiso 0.50 1 d PD D 6 O3SA O 0.8182(3) 0.3876(8) -0.5376(9) 0.099(4) Uiso 0.50 1 d PD D 6 O2SB O 0.8179(4) 0.4250(11) -0.5364(12) 0.140(6) Uiso 0.50 1 d PD D 7 O3SB O 0.8192(2) 0.4559(5) -0.3886(7) 0.064(3) Uiso 0.50 1 d PD D 7 C3S C 1.0344(7) 0.1021(18) 0.111(3) 0.096(9) Uiso 0.25 1 d P E 8 H3S1 H 1.0448 0.1396 0.0696 0.144 Uiso 0.25 1 calc PR E 8 H3S2 H 1.0441 0.0535 0.0982 0.144 Uiso 0.25 1 calc PR E 8 H3S3 H 1.0377 0.1152 0.1802 0.144 Uiso 0.25 1 calc PR E 8 N3S N 0.9978(8) 0.0994(19) 0.090(2) 0.124(11) Uiso 0.25 1 d PD E 8 O4S O 0.9814(5) 0.1084(14) 0.0151(19) 0.109(7) Uiso 0.25 1 d PD E 8 O5S O 0.9769(8) 0.1189(19) 0.148(2) 0.159(11) Uiso 0.25 1 d PD E 8 C4S C 0.9694(8) 0.096(2) -0.089(3) 0.100(10) Uiso 0.25 1 d P F 9 H4S1 H 0.9582 0.0486 -0.0969 0.151 Uiso 0.25 1 calc PR F 9 H4S2 H 0.9537 0.1368 -0.0976 0.151 Uiso 0.25 1 calc PR F 9 H4S3 H 0.9788 0.0990 -0.0227 0.151 Uiso 0.25 1 calc PR F 9 N4S N 0.9985(10) 0.104(2) -0.1690(19) 0.149(13) Uiso 0.25 1 d PD F 9 O6S O 1.0164(11) 0.056(3) -0.131(4) 0.27(2) Uiso 0.25 1 d PD F 9 O7S O 1.0000 0.1319(11) -0.2500 0.052(5) Uiso 0.25 2 d SPD . 9 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 0.0384(4) 0.0431(4) 0.0405(4) 0.0008(3) 0.0010(3) 0.0019(3) N1 0.039(2) 0.048(3) 0.030(2) -0.0044(18) 0.0024(17) -0.0011(19) N2 0.042(2) 0.047(3) 0.042(2) -0.0020(19) 0.0003(18) -0.003(2) N21 0.050(2) 0.039(2) 0.033(2) -0.0013(17) -0.0002(18) -0.0071(19) N3 0.036(2) 0.058(3) 0.053(3) -0.004(2) -0.0049(19) 0.000(2) N31 0.031(2) 0.055(3) 0.062(3) -0.013(2) -0.004(2) 0.006(2) N4 0.039(2) 0.039(2) 0.039(2) -0.0046(18) -0.0038(19) 0.0066(18) N5 0.043(2) 0.046(2) 0.045(3) 0.003(2) -0.006(2) -0.0117(19) N51 0.039(2) 0.049(2) 0.044(2) -0.003(2) -0.0030(19) -0.0032(19) N6 0.041(2) 0.045(2) 0.038(2) -0.0058(19) -0.0079(18) 0.0036(18) N61 0.045(2) 0.045(2) 0.037(2) -0.0049(19) -0.0058(19) -0.0006(19) C11 0.041(3) 0.052(3) 0.028(2) -0.002(2) 0.003(2) -0.008(2) C12 0.064(4) 0.054(3) 0.040(3) 0.000(3) 0.001(3) -0.010(3) C13 0.046(3) 0.080(5) 0.053(3) -0.006(3) -0.002(3) -0.022(3) C14 0.039(3) 0.082(5) 0.047(3) -0.012(3) -0.002(2) -0.004(3) C15 0.036(3) 0.060(4) 0.042(3) -0.005(2) 0.002(2) 0.001(2) C21 0.082(4) 0.035(3) 0.045(3) 0.006(2) 0.003(3) -0.008(3) C22 0.074(4) 0.047(3) 0.053(3) 0.002(3) 0.002(3) 0.016(3) C23 0.045(3) 0.056(4) 0.057(3) -0.001(3) 0.000(3) 0.006(3) C31 0.041(3) 0.072(4) 0.100(5) -0.016(4) -0.008(3) 0.014(3) C32 0.064(4) 0.049(4) 0.129(7) -0.013(4) -0.011(4) 0.014(3) C33 0.047(3) 0.053(4) 0.069(4) -0.007(3) -0.008(3) 0.007(3) C34 0.054(3) 0.057(4) 0.068(4) -0.005(3) 0.003(3) 0.005(3) C35 0.070(4) 0.068(4) 0.068(4) -0.002(3) -0.013(3) 0.005(3) C36 0.063(4) 0.071(4) 0.080(5) 0.014(4) 0.013(4) -0.003(3) C37 0.059(4) 0.058(4) 0.083(5) 0.009(3) -0.010(3) -0.003(3) C38 0.060(4) 0.051(3) 0.072(4) 0.004(3) -0.004(3) -0.001(3) C39 0.070(4) 0.051(3) 0.063(4) -0.003(3) -0.008(3) 0.008(3) C41 0.038(3) 0.047(3) 0.039(3) -0.006(2) 0.000(2) 0.003(2) C42 0.037(3) 0.068(4) 0.050(3) -0.014(3) 0.005(2) -0.006(3) C43 0.037(3) 0.075(4) 0.062(4) -0.010(3) -0.004(3) -0.007(3) C44 0.049(3) 0.069(4) 0.048(3) -0.017(3) -0.007(3) 0.000(3) C45 0.037(3) 0.049(3) 0.044(3) -0.008(2) -0.002(2) 0.007(2) C51 0.052(3) 0.069(4) 0.044(3) -0.004(3) 0.012(3) -0.011(3) C52 0.087(4) 0.073(4) 0.038(3) -0.002(3) -0.002(3) -0.020(3) C53 0.065(4) 0.054(3) 0.051(3) 0.001(3) -0.014(3) -0.017(3) C61 0.058(3) 0.057(3) 0.037(3) -0.011(3) -0.009(3) 0.000(3) C62 0.063(4) 0.054(3) 0.037(3) 0.000(2) 0.000(2) 0.001(3) C63 0.047(3) 0.040(3) 0.035(3) 0.001(2) -0.002(2) 0.001(2) C64 0.070(4) 0.052(3) 0.031(3) -0.003(2) 0.003(2) -0.005(3) C65 0.097(5) 0.052(3) 0.030(3) -0.002(2) 0.008(3) -0.021(3) C66 0.120(6) 0.061(4) 0.042(3) 0.003(3) -0.002(4) -0.025(4) C67 0.113(6) 0.092(6) 0.038(3) 0.003(3) -0.004(4) -0.055(5) C68 0.068(4) 0.113(6) 0.046(3) 0.009(4) 0.002(3) -0.022(4) C69 0.055(4) 0.077(4) 0.040(3) 0.000(3) -0.002(3) -0.008(3) C71 0.096(5) 0.100(6) 0.068(5) 0.000(4) -0.013(4) 0.010(4) C72 0.076(5) 0.094(6) 0.115(7) 0.009(5) -0.006(4) -0.014(4) C73 0.081(5) 0.073(5) 0.064(4) -0.002(3) 0.002(3) 0.003(3) C74 0.119(6) 0.047(4) 0.048(4) 0.001(3) 0.005(3) 0.013(3) C75 0.162(9) 0.174(10) 0.077(6) 0.015(6) -0.007(5) -0.120(8) C76 0.056(4) 0.084(5) 0.075(5) 0.013(4) 0.003(3) 0.009(3) Cl1 0.0517(9) 0.0493(8) 0.0789(11) -0.0051(7) -0.0133(7) 0.0086(6) O1 0.057(2) 0.072(3) 0.060(3) -0.002(2) -0.0017(19) 0.009(2) O2 0.099(12) 0.064(9) 0.24(2) -0.075(12) -0.124(14) 0.024(7) O3 0.110(12) 0.071(9) 0.051(9) -0.005(6) -0.018(7) 0.067(7) O4 0.060(6) 0.046(7) 0.099(9) 0.039(7) 0.023(5) 0.005(5) Cl2 0.0384(16) 0.063(2) 0.0440(17) -0.0033(17) -0.0022(10) -0.0021(17) O11 0.149(9) 0.071(5) 0.060(5) -0.010(4) 0.004(5) -0.056(7) O13 0.068(4) 0.057(5) 0.054(4) 0.008(3) -0.003(3) -0.001(4) O12 0.072(5) 0.078(5) 0.076(5) -0.007(5) 0.013(4) 0.010(4) O14 0.053(6) 0.179(16) 0.051(6) -0.001(5) -0.021(4) 0.004(4) C2S 0.064(4) 0.063(4) 0.086(5) 0.003(4) -0.010(3) 0.005(3) N2S 0.070(4) 0.079(4) 0.080(4) 0.012(3) -0.009(3) -0.009(3) _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 N1 1.985(4) . ? Cu1 N4 1.996(4) . ? Cu1 N3 2.150(4) . ? Cu1 N2 2.173(4) . ? Cu1 N5 2.186(4) . ? Cu1 N6 2.220(4) . ? N1 C15 1.335(6) . ? N1 C11 1.336(6) . ? N2 C23 1.313(6) . ? N2 N21 1.364(6) . ? N21 C21 1.350(7) . ? N21 C11 1.419(6) . ? N3 C33 1.326(7) . ? N3 N31 1.383(5) . ? N31 C31 1.364(7) . ? N31 C15 1.387(7) . ? N4 C45 1.339(6) . ? N4 C41 1.346(6) . ? N5 C53 1.318(7) . ? N5 N51 1.369(6) . ? N51 C51 1.357(7) . ? N51 C41 1.397(6) . ? N6 C63 1.335(6) . ? N6 N61 1.366(5) . ? N61 C61 1.358(6) . ? N61 C45 1.402(6) . ? C11 C12 1.384(7) . ? C12 C13 1.355(8) . ? C13 C14 1.374(8) . ? C14 C15 1.398(7) . ? C21 C22 1.361(8) . ? C22 C23 1.392(8) . ? C31 C32 1.354(9) . ? C32 C33 1.375(8) . ? C33 C34 1.510(8) . ? C34 C35 1.389(9) . ? C34 C39 1.409(9) . ? C35 C36 1.404(9) . ? C35 C71 1.510(9) . ? C36 C37 1.387(9) . ? C37 C38 1.349(9) . ? C37 C72 1.529(8) . ? C38 C39 1.386(8) . ? C39 C73 1.504(9) . ? C41 C42 1.378(7) . ? C42 C43 1.358(8) . ? C43 C44 1.392(8) . ? C44 C45 1.383(7) . ? C51 C52 1.353(8) . ? C52 C53 1.389(8) . ? C61 C62 1.376(8) . ? C62 C63 1.389(7) . ? C63 C64 1.484(7) . ? C64 C69 1.411(8) . ? C64 C65 1.426(8) . ? C65 C66 1.373(9) . ? C65 C74 1.551(9) . ? C66 C67 1.359(10) . ? C67 C68 1.423(11) . ? C67 C75 1.529(9) . ? C68 C69 1.397(8) . ? C69 C76 1.507(9) . ? Cl1 O7 1.397(18) . ? Cl1 O6 1.398(15) . ? Cl1 O8 1.399(14) . ? Cl1 O3 1.405(8) . ? Cl1 O2 1.412(8) . ? Cl1 O9 1.424(13) . ? Cl1 O1 1.431(4) . ? Cl1 O10 1.454(17) . ? Cl1 O4 1.462(9) . ? Cl1 O5 1.464(14) . ? Cl2 O12 1.418(8) . ? Cl2 O14 1.426(8) . ? Cl2 O13 1.431(6) . ? Cl2 O11 1.454(8) . ? Cl3 O15 1.414(14) . ? Cl3 O18 1.41(2) . ? Cl3 O17 1.443(15) . ? Cl3 O16 1.444(15) . ? C1S N1S 1.491(16) . ? N1S O1S 1.192(6) . ? C2S N2S 1.436(8) . ? N2S O2SA 1.122(11) . ? N2S O2SB 1.156(14) . ? N2S O3SA 1.290(12) . ? N2S O3SB 1.298(10) . ? C3S N3S 1.52(4) . ? N3S O5S 1.22(2) . ? N3S O4S 1.228(19) . ? C4S N4S 1.62(4) . ? N4S O7S 1.22(2) . ? N4S O6S 1.24(2) . ? 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 N1 Cu1 N4 175.95(16) . . ? N1 Cu1 N3 76.99(16) . . ? N4 Cu1 N3 103.53(16) . . ? N1 Cu1 N2 77.32(16) . . ? N4 Cu1 N2 102.51(15) . . ? N3 Cu1 N2 153.65(16) . . ? N1 Cu1 N5 107.65(15) . . ? N4 Cu1 N5 76.39(16) . . ? N3 Cu1 N5 90.24(17) . . ? N2 Cu1 N5 91.98(15) . . ? N1 Cu1 N6 99.85(15) . . ? N4 Cu1 N6 76.11(15) . . ? N3 Cu1 N6 97.59(16) . . ? N2 Cu1 N6 92.46(14) . . ? N5 Cu1 N6 152.46(15) . . ? C15 N1 C11 118.8(4) . . ? C15 N1 Cu1 120.4(3) . . ? C11 N1 Cu1 120.7(3) . . ? C23 N2 N21 105.8(4) . . ? C23 N2 Cu1 144.4(4) . . ? N21 N2 Cu1 109.7(3) . . ? C21 N21 N2 110.8(4) . . ? C21 N21 C11 130.0(5) . . ? N2 N21 C11 119.2(4) . . ? C33 N3 N31 105.5(4) . . ? C33 N3 Cu1 144.0(4) . . ? N31 N3 Cu1 110.5(3) . . ? C31 N31 N3 110.0(5) . . ? C31 N31 C15 131.7(5) . . ? N3 N31 C15 118.0(4) . . ? C45 N4 C41 117.6(4) . . ? C45 N4 Cu1 121.5(3) . . ? C41 N4 Cu1 120.9(3) . . ? C53 N5 N51 104.9(4) . . ? C53 N5 Cu1 144.5(4) . . ? N51 N5 Cu1 110.5(3) . . ? C51 N51 N5 110.4(4) . . ? C51 N51 C41 130.7(4) . . ? N5 N51 C41 118.8(4) . . ? C63 N6 N61 105.2(4) . . ? C63 N6 Cu1 145.1(3) . . ? N61 N6 Cu1 109.4(3) . . ? C61 N61 N6 111.0(4) . . ? C61 N61 C45 129.7(4) . . ? N6 N61 C45 119.3(4) . . ? N1 C11 C12 122.9(5) . . ? N1 C11 N21 112.8(4) . . ? C12 C11 N21 124.3(5) . . ? C13 C12 C11 116.9(5) . . ? C12 C13 C14 122.6(5) . . ? C13 C14 C15 116.6(5) . . ? N1 C15 N31 113.9(4) . . ? N1 C15 C14 122.2(5) . . ? N31 C15 C14 123.9(5) . . ? N21 C21 C22 106.7(5) . . ? C21 C22 C23 106.1(5) . . ? N2 C23 C22 110.6(5) . . ? C32 C31 N31 106.4(5) . . ? C31 C32 C33 107.7(5) . . ? N3 C33 C32 110.4(5) . . ? N3 C33 C34 118.7(5) . . ? C32 C33 C34 130.6(6) . . ? C35 C34 C39 121.4(6) . . ? C35 C34 C33 119.5(6) . . ? C39 C34 C33 119.0(6) . . ? C34 C35 C36 117.7(6) . . ? C34 C35 C71 123.5(6) . . ? C36 C35 C71 118.7(7) . . ? C37 C36 C35 120.9(6) . . ? C38 C37 C36 119.9(6) . . ? C38 C37 C72 121.8(7) . . ? C36 C37 C72 118.3(6) . . ? C37 C38 C39 122.2(6) . . ? C38 C39 C34 117.8(6) . . ? C38 C39 C73 120.4(6) . . ? C34 C39 C73 121.8(6) . . ? N4 C41 C42 123.4(5) . . ? N4 C41 N51 113.4(4) . . ? C42 C41 N51 123.2(5) . . ? C43 C42 C41 117.5(5) . . ? C42 C43 C44 121.4(5) . . ? C45 C44 C43 116.8(5) . . ? N4 C45 C44 123.2(5) . . ? N4 C45 N61 113.4(4) . . ? C44 C45 N61 123.3(5) . . ? C52 C51 N51 107.5(5) . . ? C51 C52 C53 105.5(5) . . ? N5 C53 C52 111.7(5) . . ? N61 C61 C62 106.8(5) . . ? C61 C62 C63 105.7(5) . . ? N6 C63 C62 111.2(5) . . ? N6 C63 C64 119.6(4) . . ? C62 C63 C64 129.2(5) . . ? C69 C64 C65 121.0(5) . . ? C69 C64 C63 120.7(5) . . ? C65 C64 C63 118.2(5) . . ? C66 C65 C64 119.0(6) . . ? C66 C65 C74 121.3(6) . . ? C64 C65 C74 119.8(5) . . ? C67 C66 C65 121.9(7) . . ? C66 C67 C68 119.5(6) . . ? C66 C67 C75 121.9(8) . . ? C68 C67 C75 118.5(8) . . ? C69 C68 C67 121.2(7) . . ? C68 C69 C64 117.3(6) . . ? C68 C69 C76 121.2(6) . . ? C64 C69 C76 121.4(5) . . ? O7 Cl1 O6 113.8(13) . . ? O3 Cl1 O2 110.4(8) . . ? O8 Cl1 O9 111.9(12) . . ? O7 Cl1 O1 111.3(11) . . ? O6 Cl1 O1 111.6(12) . . ? O8 Cl1 O1 111.3(11) . . ? O3 Cl1 O1 112.3(7) . . ? O2 Cl1 O1 108.4(7) . . ? O9 Cl1 O1 109.3(9) . . ? O8 Cl1 O10 108.8(12) . . ? O9 Cl1 O10 108.9(11) . . ? O1 Cl1 O10 106.5(10) . . ? O3 Cl1 O4 109.8(8) . . ? O2 Cl1 O4 108.2(9) . . ? O1 Cl1 O4 107.6(4) . . ? O7 Cl1 O5 107.6(12) . . ? O6 Cl1 O5 108.3(13) . . ? O1 Cl1 O5 103.7(10) . . ? O12 Cl2 O14 107.4(7) . . ? O12 Cl2 O13 112.0(6) . . ? O14 Cl2 O13 108.6(6) . . ? O12 Cl2 O11 110.2(6) . . ? O14 Cl2 O11 108.9(8) . . ? O13 Cl2 O11 109.6(5) . . ? O15 Cl3 O18 112.2(14) . . ? O15 Cl3 O17 109.1(14) . . ? O18 Cl3 O17 110.7(14) . . ? O15 Cl3 O16 109.9(12) . . ? O18 Cl3 O16 108.8(13) . . ? O17 Cl3 O16 106.1(13) . . ? O1S N1S O1S 123.3(10) . 7_755 ? O1S N1S C1S 118.3(5) . . ? O1S N1S C1S 118.3(5) 7_755 . ? O2SA N2S O2SB 89.5(13) . . ? O2SA N2S O3SA 112.6(11) . . ? O2SB N2S O3SA 31.5(10) . . ? O2SA N2S O3SB 28.7(8) . . ? O2SB N2S O3SB 117.2(12) . . ? O3SA N2S O3SB 133.9(9) . . ? O2SA N2S C2S 136.9(10) . . ? O2SB N2S C2S 129.4(11) . . ? O3SA N2S C2S 110.5(8) . . ? O3SB N2S C2S 112.3(7) . . ? O5S N3S O4S 97(3) . . ? O5S N3S C3S 123(3) . . ? O4S N3S C3S 134(3) . . ? O7S N4S O6S 130(5) . . ? O7S N4S C4S 133(3) . . ? O6S N4S C4S 95(3) . . ? N4S O7S N4S 130(4) 7_755 . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.089 _refine_diff_density_min -1.119 _refine_diff_density_rms 0.314 #=END data_mal7_m _database_code_CSD 164484 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[2,6-bis(3-{2,4,6-trimethylphenyl}pyrazol-1-yl)pyridine]copper(II) diperchlorate dinitromethane solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '[C58 H58 Cu N10], 2[Cl O4], 2[C H3 N O2]' _chemical_formula_sum 'C60 H64 Cl2 Cu N12 O12' _chemical_formula_weight 1279.67 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 'P 21/c' 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 12.0031(15) _cell_length_b 19.684(2) _cell_length_c 24.967(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.955(2) _cell_angle_gamma 90.00 _cell_volume 5810.1(12) _cell_formula_units_Z 4 _cell_measurement_temperature 31(2) _cell_measurement_reflns_used 989 _cell_measurement_theta_min 15.78 _cell_measurement_theta_max 26.41 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.463 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2668 _exptl_absorpt_coefficient_mu 0.543 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.782 _exptl_absorpt_correction_T_max 0.862 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 31(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 'Bruker SMART-CCD' _diffrn_measurement_method '\w-scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 47634 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.0260 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 27.41 _reflns_number_total 12155 _reflns_number_gt 10359 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. No disorder was detected during refinement. All non-H atoms were refined anisotropically, and no restraints were applied. All H atoms were placed in calculated positions and refined using a riding model. ; _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^)+(0.0393P)^2^+5.2893P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12155 _refine_ls_number_parameters 798 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0847 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.040 _refine_ls_shift/su_mean 0.003 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 0.247712(17) 0.635707(10) 0.276360(8) 0.00935(6) Uani 1 1 d . . . N1 N 0.26807(11) 0.60335(7) 0.20450(6) 0.0099(3) Uani 1 1 d . . . C11 C 0.28699(13) 0.53744(8) 0.19629(7) 0.0109(3) Uani 1 1 d . . . C12 C 0.30770(14) 0.51244(9) 0.14698(7) 0.0128(3) Uani 1 1 d . . . H12 H 0.3200 0.4664 0.1419 0.015 Uiso 1 1 calc R . . C13 C 0.30914(14) 0.55959(9) 0.10557(7) 0.0134(3) Uani 1 1 d . . . H13 H 0.3238 0.5449 0.0721 0.016 Uiso 1 1 calc R . . C14 C 0.28922(14) 0.62813(9) 0.11311(7) 0.0135(3) Uani 1 1 d . . . H14 H 0.2900 0.6596 0.0854 0.016 Uiso 1 1 calc R . . C15 C 0.26808(14) 0.64768(8) 0.16371(7) 0.0109(3) Uani 1 1 d . . . N2 N 0.26250(12) 0.52845(7) 0.28886(6) 0.0108(3) Uani 1 1 d . . . N21 N 0.28375(12) 0.49693(7) 0.24256(6) 0.0107(3) Uani 1 1 d . . . C21 C 0.29336(14) 0.42834(8) 0.24984(7) 0.0126(3) Uani 1 1 d . . . H21 H 0.3067 0.3966 0.2241 0.015 Uiso 1 1 calc R . . C22 C 0.27968(14) 0.41515(9) 0.30212(7) 0.0135(3) Uani 1 1 d . . . H22 H 0.2826 0.3729 0.3190 0.016 Uiso 1 1 calc R . . C23 C 0.26015(14) 0.47886(8) 0.32521(7) 0.0115(3) Uani 1 1 d . . . C24 C 0.24100(14) 0.49556(8) 0.38118(7) 0.0116(3) Uani 1 1 d . . . C25 C 0.13131(14) 0.49336(8) 0.39414(7) 0.0122(3) Uani 1 1 d . . . C26 C 0.11671(14) 0.51293(8) 0.44630(7) 0.0127(3) Uani 1 1 d . . . H26 H 0.0446 0.5117 0.4552 0.015 Uiso 1 1 calc R . . C27 C 0.20738(15) 0.53428(8) 0.48548(7) 0.0128(3) Uani 1 1 d . . . C28 C 0.31518(14) 0.53447(8) 0.47190(7) 0.0127(3) Uani 1 1 d . . . H28 H 0.3763 0.5480 0.4978 0.015 Uiso 1 1 calc R . . C29 C 0.33400(14) 0.51497(8) 0.42056(7) 0.0117(3) Uani 1 1 d . . . N3 N 0.24743(12) 0.72908(7) 0.23194(6) 0.0111(3) Uani 1 1 d . . . N31 N 0.24844(12) 0.71521(7) 0.17823(6) 0.0112(3) Uani 1 1 d . . . C31 C 0.24469(15) 0.77349(9) 0.14854(7) 0.0140(3) Uani 1 1 d . . . H31 H 0.2456 0.7768 0.1115 0.017 Uiso 1 1 calc R . . C32 C 0.23928(15) 0.82627(9) 0.18365(7) 0.0150(3) Uani 1 1 d . . . H32 H 0.2343 0.8723 0.1751 0.018 Uiso 1 1 calc R . . C33 C 0.24280(14) 0.79672(9) 0.23568(7) 0.0120(3) Uani 1 1 d . . . C34 C 0.24939(15) 0.82811(8) 0.29067(7) 0.0130(3) Uani 1 1 d . . . C35 C 0.15183(15) 0.83173(8) 0.31495(7) 0.0128(3) Uani 1 1 d . . . C36 C 0.16290(15) 0.85212(8) 0.36886(7) 0.0145(3) Uani 1 1 d . . . H36 H 0.0988 0.8549 0.3850 0.017 Uiso 1 1 calc R . . C37 C 0.26858(16) 0.86862(9) 0.39947(7) 0.0152(4) Uani 1 1 d . . . C38 C 0.36241(15) 0.86867(9) 0.37373(7) 0.0149(3) Uani 1 1 d . . . H38 H 0.4324 0.8813 0.3934 0.018 Uiso 1 1 calc R . . C39 C 0.35439(15) 0.85023(8) 0.31906(7) 0.0139(3) Uani 1 1 d . . . N4 N 0.22789(12) 0.66765(7) 0.34932(6) 0.0101(3) Uani 1 1 d . . . C41 C 0.12441(14) 0.67082(8) 0.36295(7) 0.0111(3) Uani 1 1 d . . . C42 C 0.10574(15) 0.69056(8) 0.41387(7) 0.0128(3) Uani 1 1 d . . . H42 H 0.0334 0.6915 0.4225 0.015 Uiso 1 1 calc R . . C43 C 0.19986(15) 0.70888(8) 0.45148(7) 0.0129(3) Uani 1 1 d . . . H43 H 0.1907 0.7221 0.4862 0.015 Uiso 1 1 calc R . . C44 C 0.30771(14) 0.70779(8) 0.43825(7) 0.0120(3) Uani 1 1 d . . . H44 H 0.3708 0.7212 0.4631 0.014 Uiso 1 1 calc R . . C45 C 0.31726(14) 0.68582(8) 0.38649(7) 0.0108(3) Uani 1 1 d . . . N5 N 0.06181(12) 0.63875(7) 0.27049(6) 0.0112(3) Uani 1 1 d . . . N51 N 0.03553(12) 0.65325(7) 0.32057(6) 0.0108(3) Uani 1 1 d . . . C51 C -0.07839(14) 0.65928(9) 0.31812(7) 0.0135(3) Uani 1 1 d . . . H51 H -0.1156 0.6693 0.3469 0.016 Uiso 1 1 calc R . . C52 C -0.12761(15) 0.64776(9) 0.26520(7) 0.0138(3) Uani 1 1 d . . . H52 H -0.2045 0.6480 0.2509 0.017 Uiso 1 1 calc R . . C53 C -0.03715(14) 0.63541(8) 0.23674(7) 0.0118(3) Uani 1 1 d . . . C54 C -0.03691(14) 0.62320(9) 0.17790(7) 0.0124(3) Uani 1 1 d . . . C55 C -0.05825(15) 0.67711(9) 0.14040(7) 0.0149(3) Uani 1 1 d . . . C56 C -0.04297(15) 0.66617(9) 0.08679(7) 0.0171(4) Uani 1 1 d . . . H56 H -0.0561 0.7018 0.0620 0.021 Uiso 1 1 calc R . . C57 C -0.00881(15) 0.60364(10) 0.06941(7) 0.0168(4) Uani 1 1 d . . . C58 C 0.00565(15) 0.54973(9) 0.10636(7) 0.0148(3) Uani 1 1 d . . . H58 H 0.0251 0.5071 0.0948 0.018 Uiso 1 1 calc R . . C59 C -0.00835(14) 0.55835(9) 0.16021(7) 0.0125(3) Uani 1 1 d . . . N6 N 0.42676(12) 0.65151(7) 0.31917(6) 0.0108(3) Uani 1 1 d . . . N61 N 0.42256(12) 0.67913(7) 0.36920(6) 0.0107(3) Uani 1 1 d . . . C61 C 0.52871(14) 0.69077(8) 0.39761(7) 0.0128(3) Uani 1 1 d . . . H61 H 0.5467 0.7093 0.4323 0.015 Uiso 1 1 calc R . . C62 C 0.60330(15) 0.67014(9) 0.36549(7) 0.0130(3) Uani 1 1 d . . . H62 H 0.6818 0.6717 0.3738 0.016 Uiso 1 1 calc R . . C63 C 0.53666(14) 0.64578(8) 0.31675(7) 0.0111(3) Uani 1 1 d . . . C64 C 0.57531(14) 0.61695(9) 0.26779(7) 0.0119(3) Uani 1 1 d . . . C65 C 0.56531(14) 0.65671(9) 0.22007(7) 0.0131(3) Uani 1 1 d . . . C66 C 0.60145(15) 0.62983(9) 0.17442(7) 0.0146(3) Uani 1 1 d . . . H66 H 0.5927 0.6555 0.1427 0.018 Uiso 1 1 calc R . . C67 C 0.65038(15) 0.56550(9) 0.17479(7) 0.0155(4) Uani 1 1 d . . . C68 C 0.66287(15) 0.52794(9) 0.22271(7) 0.0166(4) Uani 1 1 d . . . H68 H 0.6961 0.4852 0.2237 0.020 Uiso 1 1 calc R . . C69 C 0.62682(15) 0.55266(9) 0.26959(7) 0.0156(4) Uani 1 1 d . . . C71 C 0.03021(14) 0.47184(9) 0.35263(7) 0.0152(3) Uani 1 1 d . . . H71A H -0.0322 0.4618 0.3707 0.023 Uiso 1 1 calc R . . H71B H 0.0492 0.4321 0.3338 0.023 Uiso 1 1 calc R . . H71C H 0.0095 0.5080 0.3270 0.023 Uiso 1 1 calc R . . C72 C 0.19013(15) 0.55720(9) 0.54114(7) 0.0156(4) Uani 1 1 d . . . H72A H 0.1793 0.5182 0.5628 0.023 Uiso 1 1 calc R . . H72B H 0.1247 0.5860 0.5377 0.023 Uiso 1 1 calc R . . H72C H 0.2555 0.5820 0.5584 0.023 Uiso 1 1 calc R . . C73 C 0.45260(14) 0.51546(9) 0.40801(7) 0.0141(3) Uani 1 1 d . . . H73A H 0.5019 0.5389 0.4364 0.021 Uiso 1 1 calc R . . H73B H 0.4528 0.5382 0.3740 0.021 Uiso 1 1 calc R . . H73C H 0.4785 0.4696 0.4057 0.021 Uiso 1 1 calc R . . C74 C 0.03665(15) 0.81562(9) 0.28248(7) 0.0144(3) Uani 1 1 d . . . H74A H -0.0184 0.8156 0.3062 0.022 Uiso 1 1 calc R . . H74B H 0.0384 0.7717 0.2660 0.022 Uiso 1 1 calc R . . H74C H 0.0167 0.8493 0.2547 0.022 Uiso 1 1 calc R . . C75 C 0.27997(17) 0.88895(10) 0.45837(7) 0.0195(4) Uani 1 1 d . . . H75A H 0.3586 0.8930 0.4739 0.029 Uiso 1 1 calc R . . H75B H 0.2454 0.8550 0.4778 0.029 Uiso 1 1 calc R . . H75C H 0.2431 0.9318 0.4609 0.029 Uiso 1 1 calc R . . C76 C 0.45897(15) 0.85800(9) 0.29351(8) 0.0170(4) Uani 1 1 d . . . H76A H 0.4894 0.9029 0.3005 0.025 Uiso 1 1 calc R . . H76B H 0.4396 0.8510 0.2550 0.025 Uiso 1 1 calc R . . H76C H 0.5144 0.8250 0.3088 0.025 Uiso 1 1 calc R . . C77 C -0.09503(17) 0.74703(9) 0.15579(7) 0.0190(4) Uani 1 1 d . . . H77A H -0.0314 0.7773 0.1603 0.029 Uiso 1 1 calc R . . H77B H -0.1239 0.7442 0.1893 0.029 Uiso 1 1 calc R . . H77C H -0.1531 0.7638 0.1276 0.029 Uiso 1 1 calc R . . C78 C 0.01096(17) 0.59438(10) 0.01179(7) 0.0223(4) Uani 1 1 d . . . H78A H -0.0559 0.5760 -0.0101 0.033 Uiso 1 1 calc R . . H78B H 0.0731 0.5638 0.0115 0.033 Uiso 1 1 calc R . . H78C H 0.0282 0.6375 -0.0027 0.033 Uiso 1 1 calc R . . C79 C 0.00343(15) 0.49783(9) 0.19822(7) 0.0136(3) Uani 1 1 d . . . H79A H -0.0694 0.4861 0.2064 0.020 Uiso 1 1 calc R . . H79B H 0.0537 0.5091 0.2313 0.020 Uiso 1 1 calc R . . H79C H 0.0335 0.4600 0.1811 0.020 Uiso 1 1 calc R . . C80 C 0.52620(15) 0.72924(9) 0.21958(7) 0.0160(4) Uani 1 1 d . . . H80A H 0.5865 0.7573 0.2378 0.024 Uiso 1 1 calc R . . H80B H 0.4625 0.7325 0.2380 0.024 Uiso 1 1 calc R . . H80C H 0.5046 0.7443 0.1827 0.024 Uiso 1 1 calc R . . C81 C 0.69218(16) 0.53898(9) 0.12504(7) 0.0183(4) Uani 1 1 d . . . H81A H 0.7387 0.4997 0.1347 0.027 Uiso 1 1 calc R . . H81B H 0.7357 0.5736 0.1110 0.027 Uiso 1 1 calc R . . H81C H 0.6287 0.5268 0.0978 0.027 Uiso 1 1 calc R . . C82 C 0.65028(17) 0.50977(9) 0.32086(8) 0.0207(4) Uani 1 1 d . . . H82A H 0.5970 0.4730 0.3181 0.031 Uiso 1 1 calc R . . H82B H 0.6430 0.5374 0.3518 0.031 Uiso 1 1 calc R . . H82C H 0.7257 0.4918 0.3252 0.031 Uiso 1 1 calc R . . Cl1 Cl 0.21080(3) 0.31942(2) 0.119527(16) 0.01218(9) Uani 1 1 d . . . O1 O 0.17060(11) 0.26741(6) 0.07990(5) 0.0186(3) Uani 1 1 d . . . O2 O 0.31446(11) 0.34869(6) 0.10756(5) 0.0186(3) Uani 1 1 d . . . O3 O 0.23378(11) 0.28908(6) 0.17314(5) 0.0182(3) Uani 1 1 d . . . O4 O 0.12672(11) 0.37222(6) 0.11835(5) 0.0171(3) Uani 1 1 d . . . Cl2 Cl 0.49153(3) 0.30693(2) 0.425572(16) 0.01156(9) Uani 1 1 d . . . O5 O 0.53865(11) 0.35067(6) 0.38884(5) 0.0169(3) Uani 1 1 d . . . O6 O 0.48096(10) 0.34397(6) 0.47466(5) 0.0153(3) Uani 1 1 d . . . O7 O 0.38117(10) 0.28280(6) 0.40005(5) 0.0169(3) Uani 1 1 d . . . O8 O 0.56629(11) 0.24903(6) 0.43988(5) 0.0165(3) Uani 1 1 d . . . C1S C 0.35490(19) 0.34541(10) 0.98791(8) 0.0255(4) Uani 1 1 d . . . H1S1 H 0.3593 0.3142 1.0178 0.038 Uiso 1 1 calc R . . H1S2 H 0.4211 0.3408 0.9715 0.038 Uiso 1 1 calc R . . H1S3 H 0.2889 0.3356 0.9614 0.038 Uiso 1 1 calc R . . N1S N 0.34777(13) 0.41627(8) 1.00818(6) 0.0179(3) Uani 1 1 d . . . O1S1 O 0.43607(12) 0.44386(7) 1.02994(6) 0.0244(3) Uani 1 1 d . . . O1S2 O 0.25457(11) 0.44329(7) 1.00271(5) 0.0214(3) Uani 1 1 d . . . C2S C 0.23729(15) 0.35200(9) 0.48927(8) 0.0171(4) Uani 1 1 d . . . H2S1 H 0.2584 0.3051 0.4874 0.026 Uiso 1 1 calc R . . H2S2 H 0.2952 0.3759 0.5133 0.026 Uiso 1 1 calc R . . H2S3 H 0.2284 0.3718 0.4536 0.026 Uiso 1 1 calc R . . N2S N 0.12882(12) 0.35687(7) 0.51004(6) 0.0137(3) Uani 1 1 d . . . O2S1 O 0.12908(11) 0.38591(6) 0.55370(5) 0.0167(3) Uani 1 1 d . . . O2S2 O 0.04431(11) 0.33149(7) 0.48262(5) 0.0187(3) Uani 1 1 d . . . 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 0.00949(10) 0.00974(10) 0.00911(10) -0.00034(7) 0.00241(7) 0.00013(7) N1 0.0075(7) 0.0111(7) 0.0111(7) -0.0007(5) 0.0011(5) -0.0003(5) C11 0.0069(8) 0.0130(8) 0.0125(8) 0.0009(6) 0.0011(6) -0.0005(6) C12 0.0119(8) 0.0118(8) 0.0148(8) -0.0022(6) 0.0027(6) -0.0001(6) C13 0.0122(8) 0.0176(9) 0.0110(8) -0.0027(6) 0.0035(6) -0.0008(6) C14 0.0129(8) 0.0151(8) 0.0125(8) 0.0016(6) 0.0022(6) -0.0010(6) C15 0.0071(8) 0.0116(8) 0.0137(8) -0.0003(6) 0.0005(6) -0.0006(6) N2 0.0092(7) 0.0124(7) 0.0111(7) -0.0021(5) 0.0024(5) 0.0003(5) N21 0.0110(7) 0.0110(7) 0.0108(7) -0.0015(5) 0.0037(5) 0.0004(5) C21 0.0115(8) 0.0108(8) 0.0156(8) -0.0005(6) 0.0029(7) 0.0007(6) C22 0.0126(8) 0.0118(8) 0.0159(9) 0.0008(6) 0.0024(7) 0.0001(6) C23 0.0077(8) 0.0140(8) 0.0126(8) 0.0003(6) 0.0016(6) -0.0005(6) C24 0.0129(8) 0.0100(8) 0.0120(8) 0.0018(6) 0.0026(6) 0.0009(6) C25 0.0134(8) 0.0106(8) 0.0125(8) 0.0024(6) 0.0018(6) 0.0000(6) C26 0.0108(8) 0.0127(8) 0.0153(8) 0.0022(6) 0.0040(6) 0.0003(6) C27 0.0161(9) 0.0091(8) 0.0136(8) 0.0024(6) 0.0035(7) 0.0010(6) C28 0.0131(8) 0.0108(8) 0.0130(8) 0.0019(6) -0.0006(7) -0.0011(6) C29 0.0121(8) 0.0090(8) 0.0142(8) 0.0035(6) 0.0025(6) 0.0006(6) N3 0.0102(7) 0.0138(7) 0.0093(7) -0.0015(5) 0.0019(5) -0.0007(5) N31 0.0122(7) 0.0124(7) 0.0093(7) 0.0000(5) 0.0026(5) 0.0000(5) C31 0.0155(9) 0.0147(8) 0.0119(8) 0.0025(6) 0.0029(7) -0.0003(7) C32 0.0168(9) 0.0121(8) 0.0160(9) 0.0023(6) 0.0027(7) 0.0005(6) C33 0.0077(8) 0.0134(8) 0.0149(8) -0.0003(6) 0.0021(6) 0.0001(6) C34 0.0154(9) 0.0104(8) 0.0132(8) 0.0007(6) 0.0026(7) 0.0017(6) C35 0.0148(9) 0.0088(8) 0.0147(8) 0.0013(6) 0.0025(7) 0.0008(6) C36 0.0171(9) 0.0119(8) 0.0159(9) 0.0004(6) 0.0068(7) 0.0011(6) C37 0.0206(9) 0.0107(8) 0.0145(9) -0.0009(6) 0.0032(7) 0.0006(7) C38 0.0149(9) 0.0134(8) 0.0156(9) -0.0013(6) 0.0004(7) -0.0001(6) C39 0.0148(9) 0.0098(8) 0.0168(9) -0.0003(6) 0.0023(7) 0.0018(6) N4 0.0103(7) 0.0091(7) 0.0112(7) 0.0008(5) 0.0030(5) 0.0002(5) C41 0.0102(8) 0.0098(8) 0.0134(8) 0.0016(6) 0.0017(6) -0.0003(6) C42 0.0113(8) 0.0138(8) 0.0145(8) 0.0012(6) 0.0054(7) 0.0004(6) C43 0.0170(9) 0.0122(8) 0.0101(8) 0.0004(6) 0.0042(7) 0.0010(6) C44 0.0122(8) 0.0115(8) 0.0117(8) 0.0002(6) 0.0005(6) 0.0005(6) C45 0.0100(8) 0.0088(8) 0.0138(8) 0.0021(6) 0.0023(6) 0.0013(6) N5 0.0128(7) 0.0112(7) 0.0104(7) -0.0006(5) 0.0038(5) 0.0001(5) N51 0.0105(7) 0.0124(7) 0.0101(7) -0.0010(5) 0.0033(5) -0.0005(5) C51 0.0109(8) 0.0148(8) 0.0156(8) -0.0009(6) 0.0045(7) -0.0010(6) C52 0.0098(8) 0.0147(8) 0.0168(9) -0.0016(6) 0.0021(7) -0.0002(6) C53 0.0118(8) 0.0085(8) 0.0148(8) -0.0001(6) 0.0016(6) 0.0005(6) C54 0.0092(8) 0.0151(8) 0.0126(8) -0.0006(6) 0.0017(6) -0.0011(6) C55 0.0113(8) 0.0153(9) 0.0170(9) 0.0002(7) -0.0006(7) -0.0006(6) C56 0.0182(9) 0.0179(9) 0.0145(9) 0.0039(7) 0.0003(7) -0.0001(7) C57 0.0138(9) 0.0237(9) 0.0128(9) -0.0003(7) 0.0018(7) -0.0013(7) C58 0.0132(8) 0.0156(9) 0.0156(9) -0.0032(7) 0.0024(7) 0.0005(6) C59 0.0082(8) 0.0147(8) 0.0142(8) -0.0003(6) 0.0006(6) -0.0010(6) N6 0.0136(7) 0.0099(7) 0.0094(7) -0.0010(5) 0.0034(5) 0.0002(5) N61 0.0102(7) 0.0123(7) 0.0095(7) -0.0005(5) 0.0017(5) 0.0007(5) C61 0.0110(8) 0.0141(8) 0.0125(8) -0.0001(6) -0.0006(6) -0.0014(6) C62 0.0100(8) 0.0147(8) 0.0144(8) 0.0000(6) 0.0023(7) -0.0005(6) C63 0.0114(8) 0.0101(8) 0.0121(8) 0.0030(6) 0.0031(6) 0.0009(6) C64 0.0081(8) 0.0134(8) 0.0145(8) -0.0016(6) 0.0031(6) -0.0020(6) C65 0.0084(8) 0.0160(8) 0.0145(8) -0.0003(6) 0.0006(6) -0.0013(6) C66 0.0134(9) 0.0192(9) 0.0110(8) 0.0003(6) 0.0011(7) -0.0017(7) C67 0.0116(8) 0.0185(9) 0.0169(9) -0.0048(7) 0.0037(7) -0.0041(7) C68 0.0160(9) 0.0126(8) 0.0225(9) -0.0022(7) 0.0067(7) 0.0002(7) C69 0.0140(9) 0.0150(9) 0.0190(9) 0.0001(7) 0.0061(7) -0.0016(7) C71 0.0108(8) 0.0205(9) 0.0145(8) -0.0009(7) 0.0027(7) -0.0016(7) C72 0.0155(9) 0.0177(9) 0.0133(8) -0.0010(7) 0.0021(7) -0.0009(7) C73 0.0111(8) 0.0157(8) 0.0154(8) 0.0014(6) 0.0020(7) 0.0000(6) C74 0.0140(9) 0.0141(8) 0.0157(9) -0.0009(6) 0.0042(7) -0.0002(6) C75 0.0220(10) 0.0218(9) 0.0150(9) -0.0039(7) 0.0040(7) -0.0026(7) C76 0.0125(9) 0.0193(9) 0.0194(9) -0.0038(7) 0.0034(7) -0.0002(7) C77 0.0242(10) 0.0158(9) 0.0159(9) 0.0007(7) -0.0002(7) 0.0031(7) C78 0.0250(10) 0.0272(10) 0.0156(9) 0.0008(7) 0.0058(8) 0.0008(8) C79 0.0123(8) 0.0137(8) 0.0149(8) -0.0005(6) 0.0024(7) -0.0001(6) C80 0.0163(9) 0.0168(9) 0.0160(9) 0.0036(7) 0.0056(7) 0.0029(7) C81 0.0195(9) 0.0190(9) 0.0172(9) -0.0046(7) 0.0060(7) -0.0018(7) C82 0.0264(10) 0.0166(9) 0.0215(10) 0.0027(7) 0.0104(8) 0.0063(7) Cl1 0.01167(19) 0.01160(19) 0.01333(19) -0.00069(14) 0.00229(15) -0.00045(14) O1 0.0204(7) 0.0164(6) 0.0175(6) -0.0048(5) -0.0005(5) -0.0020(5) O2 0.0143(6) 0.0185(6) 0.0240(7) 0.0013(5) 0.0059(5) -0.0020(5) O3 0.0228(7) 0.0183(6) 0.0136(6) 0.0026(5) 0.0035(5) 0.0030(5) O4 0.0157(6) 0.0168(6) 0.0195(7) 0.0006(5) 0.0045(5) 0.0043(5) Cl2 0.01094(19) 0.01289(19) 0.01095(19) -0.00086(14) 0.00215(14) 0.00027(14) O5 0.0181(7) 0.0165(6) 0.0175(6) 0.0014(5) 0.0073(5) -0.0009(5) O6 0.0151(6) 0.0185(6) 0.0126(6) -0.0040(5) 0.0026(5) 0.0016(5) O7 0.0129(6) 0.0213(7) 0.0159(6) -0.0036(5) 0.0013(5) -0.0028(5) O8 0.0171(6) 0.0158(6) 0.0164(6) -0.0003(5) 0.0023(5) 0.0046(5) C1S 0.0355(12) 0.0185(10) 0.0232(10) -0.0010(8) 0.0068(9) 0.0038(8) N1S 0.0198(8) 0.0181(8) 0.0158(8) 0.0026(6) 0.0030(6) 0.0012(6) O1S1 0.0194(7) 0.0272(7) 0.0257(7) 0.0014(6) 0.0017(6) -0.0021(6) O1S2 0.0189(7) 0.0227(7) 0.0225(7) 0.0011(5) 0.0030(5) 0.0041(5) C2S 0.0136(9) 0.0202(9) 0.0189(9) 0.0022(7) 0.0066(7) 0.0033(7) N2S 0.0140(7) 0.0118(7) 0.0158(7) 0.0038(6) 0.0043(6) 0.0019(5) O2S1 0.0203(7) 0.0151(6) 0.0159(6) -0.0007(5) 0.0065(5) 0.0008(5) O2S2 0.0151(7) 0.0197(7) 0.0206(7) -0.0004(5) 0.0007(5) -0.0013(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 N1 1.9586(14) . ? Cu1 N4 1.9799(14) . ? Cu1 N2 2.1371(14) . ? Cu1 N3 2.1463(14) . ? Cu1 N5 2.2117(15) . ? Cu1 N6 2.2503(15) . ? N1 C11 1.339(2) . ? N1 C15 1.341(2) . ? C11 C12 1.388(2) . ? C11 N21 1.410(2) . ? C12 C13 1.392(2) . ? C13 C14 1.389(2) . ? C14 C15 1.385(2) . ? C15 N31 1.408(2) . ? N2 C23 1.336(2) . ? N2 N21 1.3741(19) . ? N21 C21 1.364(2) . ? C21 C22 1.368(2) . ? C22 C23 1.416(2) . ? C23 C24 1.492(2) . ? C24 C29 1.407(2) . ? C24 C25 1.410(2) . ? C25 C26 1.398(2) . ? C25 C71 1.514(2) . ? C26 C27 1.396(2) . ? C27 C28 1.393(2) . ? C27 C72 1.509(2) . ? C28 C29 1.394(2) . ? C29 C73 1.510(2) . ? N3 C33 1.337(2) . ? N3 N31 1.3706(19) . ? N31 C31 1.362(2) . ? C31 C32 1.368(2) . ? C32 C33 1.417(2) . ? C33 C34 1.495(2) . ? C34 C39 1.404(2) . ? C34 C35 1.410(2) . ? C35 C36 1.389(2) . ? C35 C74 1.510(2) . ? C36 C37 1.401(3) . ? C37 C38 1.390(3) . ? C37 C75 1.507(2) . ? C38 C39 1.400(2) . ? C39 C76 1.511(2) . ? N4 C45 1.340(2) . ? N4 C41 1.345(2) . ? C41 C42 1.384(2) . ? C41 N51 1.410(2) . ? C42 C43 1.386(2) . ? C43 C44 1.390(2) . ? C44 C45 1.386(2) . ? C45 N61 1.411(2) . ? N5 C53 1.334(2) . ? N5 N51 1.3712(19) . ? N51 C51 1.363(2) . ? C51 C52 1.370(2) . ? C52 C53 1.418(2) . ? C53 C54 1.489(2) . ? C54 C55 1.409(2) . ? C54 C59 1.412(2) . ? C55 C56 1.399(3) . ? C55 C77 1.515(2) . ? C56 C57 1.390(3) . ? C57 C58 1.397(3) . ? C57 C78 1.509(2) . ? C58 C59 1.394(2) . ? C59 C79 1.514(2) . ? N6 C63 1.336(2) . ? N6 N61 1.3712(19) . ? N61 C61 1.366(2) . ? C61 C62 1.363(2) . ? C62 C63 1.419(2) . ? C63 C64 1.493(2) . ? C64 C69 1.406(2) . ? C64 C65 1.413(2) . ? C65 C66 1.392(2) . ? C65 C80 1.502(2) . ? C66 C67 1.395(3) . ? C67 C68 1.392(3) . ? C67 C81 1.511(2) . ? C68 C69 1.403(2) . ? C69 C82 1.519(2) . ? Cl1 O4 1.4453(13) . ? Cl1 O1 1.4475(13) . ? Cl1 O3 1.4479(13) . ? Cl1 O2 1.4483(13) . ? Cl2 O5 1.4426(13) . ? Cl2 O7 1.4473(13) . ? Cl2 O6 1.4503(12) . ? Cl2 O8 1.4564(13) . ? N1S O2S2 1.225(2) . ? N1S O1S1 1.231(2) . ? N1S C1S 1.491(2) . ? N2S O2S2 1.2276(19) . ? N2S O2S1 1.2304(19) . ? N2S C2S 1.485(2) . ? 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 N1 Cu1 N4 179.46(6) . . ? N1 Cu1 N2 78.00(6) . . ? N4 Cu1 N2 101.51(5) . . ? N1 Cu1 N3 78.14(6) . . ? N4 Cu1 N3 102.34(5) . . ? N2 Cu1 N3 156.08(5) . . ? N1 Cu1 N5 103.44(5) . . ? N4 Cu1 N5 76.82(5) . . ? N2 Cu1 N5 95.38(5) . . ? N3 Cu1 N5 91.78(5) . . ? N1 Cu1 N6 102.70(5) . . ? N4 Cu1 N6 77.05(5) . . ? N2 Cu1 N6 91.08(5) . . ? N3 Cu1 N6 92.47(5) . . ? N5 Cu1 N6 153.84(5) . . ? C11 N1 C15 119.48(14) . . ? C11 N1 Cu1 120.43(11) . . ? C15 N1 Cu1 120.02(11) . . ? N1 C11 C12 122.72(15) . . ? N1 C11 N21 113.16(14) . . ? C12 C11 N21 124.12(15) . . ? C11 C12 C13 116.73(15) . . ? C14 C13 C12 121.50(16) . . ? C15 C14 C13 117.17(16) . . ? N1 C15 C14 122.39(15) . . ? N1 C15 N31 113.38(14) . . ? C14 C15 N31 124.20(15) . . ? C23 N2 N21 105.67(13) . . ? C23 N2 Cu1 144.08(12) . . ? N21 N2 Cu1 110.24(10) . . ? C21 N21 N2 111.01(13) . . ? C21 N21 C11 130.92(14) . . ? N2 N21 C11 117.99(13) . . ? N21 C21 C22 107.06(15) . . ? C21 C22 C23 106.01(15) . . ? N2 C23 C22 110.24(15) . . ? N2 C23 C24 119.99(15) . . ? C22 C23 C24 129.76(15) . . ? C29 C24 C25 120.50(15) . . ? C29 C24 C23 118.84(15) . . ? C25 C24 C23 120.64(15) . . ? C26 C25 C24 118.55(15) . . ? C26 C25 C71 120.01(15) . . ? C24 C25 C71 121.43(15) . . ? C27 C26 C25 121.84(16) . . ? C28 C27 C26 118.33(16) . . ? C28 C27 C72 120.29(15) . . ? C26 C27 C72 121.38(15) . . ? C27 C28 C29 121.88(16) . . ? C28 C29 C24 118.85(15) . . ? C28 C29 C73 119.86(15) . . ? C24 C29 C73 121.30(15) . . ? C33 N3 N31 105.92(13) . . ? C33 N3 Cu1 144.43(12) . . ? N31 N3 Cu1 109.60(10) . . ? C31 N31 N3 111.08(14) . . ? C31 N31 C15 130.24(15) . . ? N3 N31 C15 118.03(13) . . ? N31 C31 C32 106.95(15) . . ? C31 C32 C33 106.17(15) . . ? N3 C33 C32 109.87(15) . . ? N3 C33 C34 118.65(15) . . ? C32 C33 C34 131.35(15) . . ? C39 C34 C35 120.45(16) . . ? C39 C34 C33 119.47(15) . . ? C35 C34 C33 119.97(15) . . ? C36 C35 C34 118.93(16) . . ? C36 C35 C74 120.40(16) . . ? C34 C35 C74 120.64(15) . . ? C35 C36 C37 121.43(16) . . ? C38 C37 C36 118.53(16) . . ? C38 C37 C75 120.46(16) . . ? C36 C37 C75 120.96(16) . . ? C37 C38 C39 121.75(17) . . ? C38 C39 C34 118.49(16) . . ? C38 C39 C76 117.61(16) . . ? C34 C39 C76 123.86(16) . . ? C45 N4 C41 118.44(14) . . ? C45 N4 Cu1 120.85(11) . . ? C41 N4 Cu1 120.71(11) . . ? N4 C41 C42 123.28(15) . . ? N4 C41 N51 114.26(14) . . ? C42 C41 N51 122.46(15) . . ? C41 C42 C43 116.92(16) . . ? C42 C43 C44 121.23(16) . . ? C45 C44 C43 117.17(16) . . ? N4 C45 C44 122.93(15) . . ? N4 C45 N61 114.55(14) . . ? C44 C45 N61 122.50(15) . . ? C53 N5 N51 105.44(13) . . ? C53 N5 Cu1 144.95(12) . . ? N51 N5 Cu1 109.49(10) . . ? C51 N51 N5 111.36(14) . . ? C51 N51 C41 129.44(15) . . ? N5 N51 C41 118.16(13) . . ? N51 C51 C52 106.91(15) . . ? C51 C52 C53 105.77(15) . . ? N5 C53 C52 110.52(15) . . ? N5 C53 C54 118.54(15) . . ? C52 C53 C54 130.87(15) . . ? C55 C54 C59 119.95(16) . . ? C55 C54 C53 120.18(15) . . ? C59 C54 C53 119.76(15) . . ? C56 C55 C54 118.75(16) . . ? C56 C55 C77 118.33(16) . . ? C54 C55 C77 122.91(16) . . ? C57 C56 C55 121.96(17) . . ? C56 C57 C58 118.43(16) . . ? C56 C57 C78 120.52(17) . . ? C58 C57 C78 121.05(17) . . ? C59 C58 C57 121.51(16) . . ? C58 C59 C54 119.20(16) . . ? C58 C59 C79 119.67(15) . . ? C54 C59 C79 121.11(15) . . ? C63 N6 N61 105.47(13) . . ? C63 N6 Cu1 146.78(12) . . ? N61 N6 Cu1 107.75(10) . . ? C61 N61 N6 111.20(13) . . ? C61 N61 C45 129.04(14) . . ? N6 N61 C45 119.46(13) . . ? C62 C61 N61 107.04(15) . . ? C61 C62 C63 105.96(15) . . ? N6 C63 C62 110.33(15) . . ? N6 C63 C64 121.22(15) . . ? C62 C63 C64 128.45(15) . . ? C69 C64 C65 119.89(16) . . ? C69 C64 C63 120.88(15) . . ? C65 C64 C63 119.14(15) . . ? C66 C65 C64 119.13(16) . . ? C66 C65 C80 119.71(16) . . ? C64 C65 C80 120.93(15) . . ? C65 C66 C67 121.99(16) . . ? C68 C67 C66 118.06(16) . . ? C68 C67 C81 121.41(16) . . ? C66 C67 C81 120.49(16) . . ? C67 C68 C69 121.99(17) . . ? C68 C69 C64 118.86(16) . . ? C68 C69 C82 118.13(16) . . ? C64 C69 C82 122.95(16) . . ? O4 Cl1 O1 110.22(8) . . ? O4 Cl1 O3 109.64(8) . . ? O1 Cl1 O3 109.14(8) . . ? O4 Cl1 O2 109.36(8) . . ? O1 Cl1 O2 109.71(8) . . ? O3 Cl1 O2 108.76(8) . . ? O5 Cl2 O7 110.22(8) . . ? O5 Cl2 O6 109.77(7) . . ? O7 Cl2 O6 109.26(7) . . ? O5 Cl2 O8 109.29(8) . . ? O7 Cl2 O8 109.23(8) . . ? O6 Cl2 O8 109.05(7) . . ? O1S2 N1S O1S1 123.90(16) . . ? O1S2 N1S C1S 118.24(16) . . ? O1S1 N1S C1S 117.85(16) . . ? O2S2 N2S O2S1 123.94(15) . . ? O2S2 N2S C2S 117.95(14) . . ? O2S1 N2S C2S 118.11(14) . . ? _diffrn_measured_fraction_theta_max 0.919 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_full 0.919 _refine_diff_density_max 0.391 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.058