# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1769 data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cl Cu N4 O4' _chemical_formula_weight 635.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z-1/2' _cell_length_a 17.75(2) _cell_length_b 18.316(19) _cell_length_c 20.84(2) _cell_angle_alpha 90.00 _cell_angle_beta 113.514(10) _cell_angle_gamma 90.00 _cell_volume 6212(12) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used all _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2640 _exptl_absorpt_coefficient_mu 0.831 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number n/a _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8306 _diffrn_reflns_av_R_equivalents 0.0504 _diffrn_reflns_av_sigmaI/netI 0.1382 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 25.98 _reflns_number_total 5151 _reflns_number_gt 1733 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON(Spek,1994)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1251P)^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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00003(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5151 _refine_ls_number_parameters 371 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.1736 _refine_ls_R_factor_gt 0.0731 _refine_ls_wR_factor_ref 0.2193 _refine_ls_wR_factor_gt 0.1871 _refine_ls_goodness_of_fit_ref 0.785 _refine_ls_restrained_S_all 0.785 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 -0.00492(6) 0.7500 0.0717(4) Uani 1 d S . . N1 N 0.4408(3) 0.0456(3) 0.8050(3) 0.0673(14) Uani 1 d . . . C2 C 0.3614(4) 0.0064(4) 0.7876(4) 0.092(2) Uani 1 d . . . H2A H 0.3708 -0.0377 0.8155 0.110 Uiso 1 calc R . . H2B H 0.3239 0.0372 0.7990 0.110 Uiso 1 calc R . . C3 C 0.3240(4) -0.0127(4) 0.7127(5) 0.092(3) Uani 1 d . . . H3A H 0.3068 0.0313 0.6848 0.111 Uiso 1 calc R . . H3B H 0.2758 -0.0430 0.7033 0.111 Uiso 1 calc R . . N4 N 0.3857(3) -0.0534(3) 0.6934(3) 0.0759(16) Uani 1 d . . . C11 C 0.4527(4) 0.0967(4) 0.8481(4) 0.0658(18) Uani 1 d . . . H11 H 0.4131 0.1026 0.8664 0.079 Uiso 1 calc R . . C12 C 0.5228(4) 0.1489(4) 0.8732(4) 0.0742(19) Uani 1 d . . . C13 C 0.5302(5) 0.1965(5) 0.9250(4) 0.093(2) Uani 1 d . . . H13 H 0.4922 0.1946 0.9453 0.112 Uiso 1 calc R . . C14 C 0.5920(6) 0.2474(5) 0.9486(4) 0.105(3) Uani 1 d . . . H14 H 0.5922 0.2822 0.9812 0.126 Uiso 1 calc R . . C15 C 0.6537(5) 0.2473(4) 0.9245(5) 0.100(2) Uani 1 d . . . H15 H 0.6978 0.2793 0.9430 0.120 Uiso 1 calc R . . C16 C 0.6493(4) 0.1985(4) 0.8719(5) 0.092(2) Uani 1 d . . . H16 H 0.6904 0.1979 0.8548 0.110 Uiso 1 calc R . . C17 C 0.5840(4) 0.1511(4) 0.8452(4) 0.0730(19) Uani 1 d . . . H17 H 0.5798 0.1201 0.8085 0.088 Uiso 1 calc R . . C21 C 0.3572(4) -0.1067(4) 0.6496(4) 0.073(2) Uani 1 d . . . H21 H 0.3009 -0.1149 0.6330 0.088 Uiso 1 calc R . . C22 C 0.4029(4) -0.1544(4) 0.6239(4) 0.0689(18) Uani 1 d . . . C23 C 0.4871(4) -0.1569(4) 0.6496(4) 0.077(2) Uani 1 d . . . H23 H 0.5180 -0.1261 0.6860 0.093 Uiso 1 calc R . . C24 C 0.5256(5) -0.2038(5) 0.6224(5) 0.097(2) Uani 1 d . . . H24 H 0.5826 -0.2030 0.6388 0.117 Uiso 1 calc R . . C25 C 0.4810(5) -0.2535(5) 0.5699(4) 0.096(2) Uani 1 d . . . H25 H 0.5072 -0.2871 0.5524 0.115 Uiso 1 calc R . . C26 C 0.3962(6) -0.2503(5) 0.5453(5) 0.115(3) Uani 1 d . . . H26 H 0.3644 -0.2805 0.5085 0.138 Uiso 1 calc R . . C27 C 0.3585(5) -0.2035(5) 0.5742(4) 0.096(2) Uani 1 d . . . H27 H 0.3017 -0.2052 0.5598 0.115 Uiso 1 calc R . . Cu2 Cu 0.5000 0.50752(6) 0.7500 0.0726(5) Uani 1 d S . . N5 N 0.5190(3) 0.4241(3) 0.6902(3) 0.0687(15) Uani 1 d . . . C41 C 0.5462(4) 0.4135(4) 0.6420(4) 0.076(2) Uani 1 d . . . H41 H 0.5430 0.3665 0.6241 0.091 Uiso 1 calc R . . C42 C 0.5817(4) 0.4708(4) 0.6136(4) 0.0700(18) Uani 1 d . . . C7 C 0.4883(4) 0.3568(3) 0.7126(3) 0.077(2) Uani 1 d . . . H7A H 0.4289 0.3546 0.6890 0.092 Uiso 1 calc R . . H7B H 0.5109 0.3140 0.6994 0.092 Uiso 1 calc R . . C43 C 0.6049(4) 0.5392(4) 0.6424(4) 0.082(2) Uani 1 d . . . H43 H 0.5960 0.5526 0.6819 0.099 Uiso 1 calc R . . C44 C 0.6402(4) 0.5866(4) 0.6135(4) 0.097(2) Uani 1 d . . . H44 H 0.6560 0.6327 0.6329 0.117 Uiso 1 calc R . . C45 C 0.6533(5) 0.5655(6) 0.5526(5) 0.107(3) Uani 1 d . . . H45 H 0.6786 0.5974 0.5326 0.129 Uiso 1 calc R . . C46 C 0.6297(7) 0.5019(6) 0.5258(6) 0.134(4) Uani 1 d . . . H46 H 0.6366 0.4899 0.4851 0.161 Uiso 1 calc R . . C47 C 0.5948(5) 0.4505(5) 0.5540(4) 0.104(3) Uani 1 d . . . H47 H 0.5805 0.4044 0.5342 0.125 Uiso 1 calc R . . C31 C 0.3443(5) 0.5989(4) 0.6550(4) 0.079(2) Uani 1 d . . . H31 H 0.3264 0.6461 0.6406 0.095 Uiso 1 calc R . . C32 C 0.2872(5) 0.5373(5) 0.6219(4) 0.089(2) Uani 1 d . . . C33 C 0.2958(5) 0.4688(5) 0.6496(4) 0.082(2) Uani 1 d . . . H33 H 0.3393 0.4593 0.6921 0.099 Uiso 1 calc R . . C34 C 0.2431(6) 0.4143(5) 0.6171(5) 0.102(3) Uani 1 d . . . H34 H 0.2510 0.3669 0.6344 0.123 Uiso 1 calc R . . C35 C 0.1757(7) 0.4334(7) 0.5555(7) 0.129(4) Uani 1 d . . . H35 H 0.1364 0.3980 0.5331 0.155 Uiso 1 calc R . . C36 C 0.1666(8) 0.4941(8) 0.5304(7) 0.138(4) Uani 1 d . . . H36 H 0.1237 0.5008 0.4869 0.165 Uiso 1 calc R . . C37 C 0.2158(6) 0.5556(6) 0.5616(5) 0.122(3) Uani 1 d . . . H37 H 0.2028 0.6030 0.5445 0.146 Uiso 1 calc R . . N8 N 0.4177(4) 0.5901(3) 0.7028(3) 0.0856(18) Uani 1 d . . . C9 C 0.4600(4) 0.6568(5) 0.7358(6) 0.149(4) Uani 1 d . . . H9A H 0.4427 0.6951 0.7008 0.179 Uiso 1 calc R . . H9B H 0.4408 0.6702 0.7717 0.179 Uiso 1 calc R . . Cl1 Cl 0.22315(12) 0.75523(12) 0.71014(12) 0.0957(6) Uani 0.630(6) d PD A 1 O11 O 0.2996(7) 0.7885(8) 0.7365(7) 0.186(2) Uiso 0.630(6) d PD A 1 O12 O 0.1692(7) 0.7923(8) 0.7328(6) 0.186(2) Uiso 0.630(6) d PD A 1 O13 O 0.1909(9) 0.7554(9) 0.6382(6) 0.186(2) Uiso 0.630(6) d PD A 1 O14 O 0.2312(9) 0.6845(6) 0.7366(7) 0.186(2) Uiso 0.630(6) d PD A 1 Cl2 Cl 0.22315(12) 0.75523(12) 0.71014(12) 0.0957(6) Uani 0.370(6) d PD A 2 O21 O 0.2150(14) 0.7457(14) 0.6431(8) 0.186(2) Uiso 0.370(6) d PD A 2 O22 O 0.2899(11) 0.7155(12) 0.7569(10) 0.186(2) Uiso 0.370(6) d PD A 2 O23 O 0.1529(10) 0.7279(13) 0.7166(11) 0.186(2) Uiso 0.370(6) d PD A 2 O24 O 0.2312(14) 0.8281(8) 0.7310(10) 0.186(2) Uiso 0.370(6) d PD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0581(7) 0.0773(9) 0.0832(10) 0.000 0.0319(7) 0.000 N1 0.052(3) 0.075(4) 0.070(4) 0.007(3) 0.020(3) 0.004(3) C2 0.066(4) 0.099(6) 0.118(8) -0.018(5) 0.046(5) -0.003(4) C3 0.064(4) 0.090(6) 0.128(8) -0.016(5) 0.043(5) -0.002(4) N4 0.063(3) 0.074(4) 0.090(5) 0.002(4) 0.029(3) 0.008(3) C11 0.060(4) 0.069(5) 0.082(6) 0.002(4) 0.041(4) -0.001(3) C12 0.076(4) 0.070(5) 0.066(5) 0.011(4) 0.017(4) 0.003(4) C13 0.109(6) 0.091(6) 0.082(6) -0.005(5) 0.042(5) -0.010(5) C14 0.120(7) 0.118(7) 0.080(6) -0.022(6) 0.043(5) -0.009(6) C15 0.107(6) 0.091(6) 0.090(6) 0.017(6) 0.026(5) -0.012(5) C16 0.072(5) 0.094(6) 0.106(7) 0.005(5) 0.031(5) 0.005(4) C17 0.072(4) 0.071(5) 0.082(5) 0.005(4) 0.037(4) 0.007(4) C21 0.065(4) 0.065(5) 0.086(6) 0.006(4) 0.026(4) -0.001(4) C22 0.067(4) 0.067(4) 0.073(5) 0.003(4) 0.027(4) -0.003(4) C23 0.067(4) 0.074(5) 0.095(6) -0.002(4) 0.038(4) -0.002(4) C24 0.094(6) 0.106(7) 0.092(7) 0.006(6) 0.038(5) 0.003(5) C25 0.093(6) 0.112(7) 0.088(6) 0.001(6) 0.041(5) 0.008(5) C26 0.122(8) 0.120(7) 0.092(6) -0.022(6) 0.031(6) -0.001(6) C27 0.095(6) 0.098(6) 0.082(6) -0.007(5) 0.021(5) 0.002(5) Cu2 0.0726(7) 0.0665(8) 0.0805(10) 0.000 0.0324(7) 0.000 N5 0.068(3) 0.072(4) 0.068(4) -0.004(3) 0.030(3) -0.003(3) C41 0.074(4) 0.067(5) 0.078(6) -0.011(4) 0.018(4) 0.008(4) C42 0.073(4) 0.069(5) 0.060(5) -0.009(4) 0.018(4) 0.004(4) C7 0.070(4) 0.078(5) 0.081(5) -0.003(4) 0.029(5) 0.006(4) C43 0.081(5) 0.085(6) 0.077(6) 0.003(5) 0.028(4) 0.002(4) C44 0.097(6) 0.091(6) 0.104(7) 0.016(5) 0.039(5) 0.013(5) C45 0.081(6) 0.137(9) 0.117(9) 0.036(7) 0.054(6) 0.024(6) C46 0.149(10) 0.150(11) 0.103(9) -0.009(8) 0.048(8) 0.002(8) C47 0.103(6) 0.116(7) 0.088(7) -0.006(6) 0.032(5) 0.003(5) C31 0.075(5) 0.074(5) 0.102(7) 0.023(5) 0.051(5) 0.016(4) C32 0.083(5) 0.098(7) 0.076(6) -0.007(5) 0.022(5) 0.006(5) C33 0.079(5) 0.078(5) 0.096(7) -0.008(5) 0.043(5) -0.002(5) C34 0.090(6) 0.118(8) 0.095(8) -0.013(6) 0.035(6) 0.010(6) C35 0.141(10) 0.134(10) 0.117(11) -0.029(8) 0.056(9) -0.022(9) C36 0.135(9) 0.156(12) 0.115(10) 0.000(10) 0.042(8) -0.030(10) C37 0.108(7) 0.159(10) 0.098(8) 0.025(7) 0.040(6) 0.024(7) N8 0.082(4) 0.078(4) 0.098(5) 0.014(4) 0.037(4) -0.001(4) C9 0.111(7) 0.099(7) 0.201(12) 0.032(8) 0.023(9) 0.007(5) Cl1 0.0854(12) 0.1016(16) 0.0999(16) -0.0005(14) 0.0367(11) -0.0005(12) Cl2 0.0854(12) 0.1016(16) 0.0999(16) -0.0005(14) 0.0367(11) -0.0005(12) _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 2.058(5) 6_657 ? Cu1 N1 2.058(5) . ? Cu1 N4 2.094(6) . ? Cu1 N4 2.094(6) 6_657 ? N1 C11 1.256(7) . ? N1 C2 1.492(8) . ? C2 C3 1.474(10) . ? C3 N4 1.507(8) . ? N4 C21 1.293(8) . ? C11 C12 1.489(9) . ? C12 C13 1.351(9) . ? C12 C17 1.425(8) . ? C13 C14 1.373(10) . ? C14 C15 1.375(11) . ? C15 C16 1.392(10) . ? C16 C17 1.375(9) . ? C21 C22 1.433(8) . ? C22 C27 1.360(9) . ? C22 C23 1.373(8) . ? C23 C24 1.356(9) . ? C24 C25 1.399(10) . ? C25 C26 1.384(11) . ? C26 C27 1.368(10) . ? Cu2 N8 2.060(6) 6_657 ? Cu2 N8 2.060(6) . ? Cu2 N5 2.082(5) . ? Cu2 N5 2.082(5) 6_657 ? N5 C41 1.292(7) . ? N5 C7 1.495(7) . ? C41 C42 1.465(9) . ? C42 C43 1.379(9) . ? C42 C47 1.402(9) . ? C7 C7 1.444(12) 6_657 ? C43 C44 1.346(9) . ? C44 C45 1.432(11) . ? C45 C46 1.287(11) . ? C46 C47 1.381(12) . ? C31 N8 1.295(8) . ? C31 C32 1.488(10) . ? C32 C33 1.364(10) . ? C32 C37 1.425(10) . ? C33 C34 1.351(10) . ? C34 C35 1.406(12) . ? C35 C36 1.211(12) . ? C36 C37 1.415(13) . ? N8 C9 1.454(9) . ? C9 C9 1.302(15) 6_657 ? Cl1 O13 1.376(11) . ? Cl1 O11 1.385(10) . ? Cl1 O14 1.393(10) . ? Cl1 O12 1.401(9) . ? Cl2 O21 1.358(13) . ? Cl2 O24 1.393(13) . ? Cl2 O23 1.398(13) . ? Cl2 O22 1.400(13) . ? 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 N1 126.6(3) 6_657 . ? N1 Cu1 N4 118.2(2) 6_657 . ? N1 Cu1 N4 84.8(2) . . ? N1 Cu1 N4 84.8(2) 6_657 6_657 ? N1 Cu1 N4 118.2(2) . 6_657 ? N4 Cu1 N4 129.8(3) . 6_657 ? C11 N1 C2 113.9(5) . . ? C11 N1 Cu1 139.1(4) . . ? C2 N1 Cu1 107.0(4) . . ? C3 C2 N1 110.7(6) . . ? C2 C3 N4 109.4(6) . . ? C21 N4 C3 116.1(6) . . ? C21 N4 Cu1 137.4(4) . . ? C3 N4 Cu1 106.5(4) . . ? N1 C11 C12 127.6(6) . . ? C13 C12 C17 117.5(7) . . ? C13 C12 C11 119.8(7) . . ? C17 C12 C11 122.7(7) . . ? C12 C13 C14 122.3(7) . . ? C13 C14 C15 120.4(8) . . ? C14 C15 C16 119.1(8) . . ? C17 C16 C15 119.8(7) . . ? C16 C17 C12 120.6(7) . . ? N4 C21 C22 127.1(6) . . ? C27 C22 C23 119.0(7) . . ? C27 C22 C21 116.5(7) . . ? C23 C22 C21 124.4(7) . . ? C24 C23 C22 120.7(7) . . ? C23 C24 C25 121.1(7) . . ? C26 C25 C24 117.1(7) . . ? C27 C26 C25 120.9(8) . . ? C22 C27 C26 120.9(8) . . ? N8 Cu2 N8 85.5(4) 6_657 . ? N8 Cu2 N5 124.9(2) 6_657 . ? N8 Cu2 N5 120.4(2) . . ? N8 Cu2 N5 120.4(2) 6_657 6_657 ? N8 Cu2 N5 124.9(2) . 6_657 ? N5 Cu2 N5 85.6(3) . 6_657 ? C41 N5 C7 114.5(5) . . ? C41 N5 Cu2 140.9(5) . . ? C7 N5 Cu2 104.6(4) . . ? N5 C41 C42 124.1(6) . . ? C43 C42 C47 120.1(7) . . ? C43 C42 C41 125.2(7) . . ? C47 C42 C41 114.7(7) . . ? C7 C7 N5 110.7(4) 6_657 . ? C44 C43 C42 120.1(7) . . ? C43 C44 C45 119.5(8) . . ? C46 C45 C44 119.3(9) . . ? C45 C46 C47 123.8(11) . . ? C46 C47 C42 117.2(9) . . ? N8 C31 C32 123.5(7) . . ? C33 C32 C37 120.0(9) . . ? C33 C32 C31 124.1(8) . . ? C37 C32 C31 115.6(9) . . ? C34 C33 C32 122.0(8) . . ? C33 C34 C35 116.2(10) . . ? C36 C35 C34 122.7(13) . . ? C35 C36 C37 125.6(14) . . ? C36 C37 C32 112.7(10) . . ? C31 N8 C9 115.5(6) . . ? C31 N8 Cu2 139.6(5) . . ? C9 N8 Cu2 104.9(5) . . ? C9 C9 N8 118.6(6) 6_657 . ? O13 Cl1 O11 110.3(8) . . ? O13 Cl1 O14 111.5(8) . . ? O11 Cl1 O14 108.9(7) . . ? O13 Cl1 O12 108.9(8) . . ? O11 Cl1 O12 110.2(8) . . ? O14 Cl1 O12 107.0(7) . . ? O21 Cl2 O24 113.6(12) . . ? O21 Cl2 O23 108.7(12) . . ? O24 Cl2 O23 107.2(9) . . ? O21 Cl2 O22 111.2(11) . . ? O24 Cl2 O22 109.1(11) . . ? O23 Cl2 O22 106.6(10) . . ? _refine_diff_density_max 0.440 _refine_diff_density_min -0.696 _refine_diff_density_rms 0.127 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands ; #====END data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H48 Cl Cu N4 O4' _chemical_formula_weight 939.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 15.446(17) _cell_length_b 13.270(15) _cell_length_c 23.70(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.579(10) _cell_angle_gamma 90.00 _cell_volume 4856(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used all _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.286 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1960 _exptl_absorpt_coefficient_mu 0.555 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13972 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0931 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 26.10 _reflns_number_total 8013 _reflns_number_gt 4842 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON(Spek,1994)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0602P)^2^+3.4417P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8013 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1540 _refine_ls_R_factor_gt 0.0837 _refine_ls_wR_factor_ref 0.1733 _refine_ls_wR_factor_gt 0.1515 _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_restrained_S_all 1.119 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.25940(4) 0.89351(5) 0.76328(3) 0.0465(2) Uani 1 d . . . N11 N 0.1967(3) 0.8066(3) 0.81857(16) 0.0418(10) Uani 1 d . . . C12 C 0.1445(4) 0.7311(5) 0.7862(2) 0.0725(19) Uani 1 d . . . H12A H 0.1776 0.6693 0.7839 0.087 Uiso 1 calc R . . H12B H 0.0926 0.7163 0.8069 0.087 Uiso 1 calc R . . C13 C 0.1200(4) 0.7619(5) 0.7312(3) 0.0726(19) Uani 1 d . . . H13A H 0.0768 0.8147 0.7334 0.087 Uiso 1 calc R . . H13B H 0.0939 0.7054 0.7111 0.087 Uiso 1 calc R . . N14 N 0.1949(3) 0.7999(3) 0.69908(17) 0.0496(11) Uani 1 d . . . C15 C 0.1980(3) 0.7902(4) 0.6455(2) 0.0436(13) Uani 1 d . . . C41 C 0.2766(3) 0.8257(4) 0.6163(2) 0.0443(13) Uani 1 d . . . C42 C 0.2662(4) 0.8734(5) 0.5628(2) 0.0671(17) Uani 1 d . . . H42 H 0.2113 0.8816 0.5463 0.081 Uiso 1 calc R . . C43 C 0.3401(5) 0.9080(5) 0.5354(3) 0.080(2) Uani 1 d . . . H43 H 0.3345 0.9424 0.5013 0.096 Uiso 1 calc R . . C44 C 0.4201(5) 0.8905(6) 0.5592(3) 0.088(2) Uani 1 d . . . H44 H 0.4689 0.9121 0.5405 0.106 Uiso 1 calc R . . C45 C 0.4302(5) 0.8417(6) 0.6101(3) 0.081(2) Uani 1 d . . . H45 H 0.4851 0.8287 0.6256 0.097 Uiso 1 calc R . . C46 C 0.3575(4) 0.8128(5) 0.6376(3) 0.0636(16) Uani 1 d . . . H46 H 0.3643 0.7826 0.6728 0.076 Uiso 1 calc R . . C10 C 0.2071(3) 0.7922(4) 0.8719(2) 0.0379(12) Uani 1 d . . . C51 C 0.2614(3) 0.8624(4) 0.90657(19) 0.0438(13) Uani 1 d . . . C52 C 0.3143(4) 0.8217(5) 0.9503(2) 0.0643(17) Uani 1 d . . . H52 H 0.3148 0.7529 0.9575 0.077 Uiso 1 calc R . . C53 C 0.3666(5) 0.8887(7) 0.9828(3) 0.092(2) Uani 1 d . . . H53 H 0.4026 0.8629 1.0114 0.110 Uiso 1 calc R . . C54 C 0.3658(5) 0.9883(7) 0.9735(3) 0.096(2) Uani 1 d . . . H54 H 0.3995 1.0310 0.9961 0.115 Uiso 1 calc R . . C55 C 0.3145(6) 1.0266(6) 0.9304(3) 0.094(2) Uani 1 d . . . H55 H 0.3154 1.0955 0.9234 0.113 Uiso 1 calc R . . C56 C 0.2612(4) 0.9653(5) 0.8968(3) 0.0714(18) Uani 1 d . . . H56 H 0.2261 0.9929 0.8683 0.086 Uiso 1 calc R . . C61 C 0.1643(4) 0.7056(4) 0.9026(2) 0.0458(13) Uani 1 d . . . C62 C 0.2017(4) 0.6101(5) 0.9025(2) 0.0637(16) Uani 1 d . . . H62 H 0.2533 0.5997 0.8840 0.076 Uiso 1 calc R . . C63 C 0.1623(5) 0.5307(5) 0.9298(3) 0.0748(19) Uani 1 d . . . H63 H 0.1869 0.4667 0.9295 0.090 Uiso 1 calc R . . C64 C 0.0878(5) 0.5471(6) 0.9566(3) 0.080(2) Uani 1 d . . . H64 H 0.0618 0.4943 0.9756 0.096 Uiso 1 calc R . . C65 C 0.0495(4) 0.6412(5) 0.9563(3) 0.0725(18) Uani 1 d . . . H65 H -0.0029 0.6505 0.9739 0.087 Uiso 1 calc R . . C66 C 0.0884(4) 0.7219(5) 0.9299(2) 0.0619(16) Uani 1 d . . . H66 H 0.0637 0.7858 0.9308 0.074 Uiso 1 calc R . . N21 N 0.2507(3) 1.0318(3) 0.72357(15) 0.0381(10) Uani 1 d . . . C22 C 0.3407(3) 1.0590(4) 0.7104(2) 0.0485(14) Uani 1 d . . . H22A H 0.3442 1.1302 0.7015 0.058 Uiso 1 calc R . . H22B H 0.3594 1.0210 0.6780 0.058 Uiso 1 calc R . . C23 C 0.3984(4) 1.0353(4) 0.7611(2) 0.0503(14) Uani 1 d . . . H23A H 0.4583 1.0484 0.7521 0.060 Uiso 1 calc R . . H23B H 0.3834 1.0788 0.7923 0.060 Uiso 1 calc R . . N24 N 0.3890(3) 0.9288(3) 0.77822(15) 0.0401(10) Uani 1 d . . . C25 C 0.4532(3) 0.8813(4) 0.80229(18) 0.0396(12) Uani 1 d . . . C20 C 0.1851(3) 1.0762(4) 0.7004(2) 0.0405(12) Uani 1 d . . . C81 C 0.5409(3) 0.9276(4) 0.8127(2) 0.0444(13) Uani 1 d . . . C82 C 0.5533(4) 1.0064(5) 0.8500(2) 0.0624(16) Uani 1 d . . . H82 H 0.5064 1.0345 0.8681 0.075 Uiso 1 calc R . . C84 C 0.7042(5) 1.0028(5) 0.8348(3) 0.0760(19) Uani 1 d . . . H84 H 0.7595 1.0278 0.8426 0.091 Uiso 1 calc R . . C83 C 0.6370(4) 1.0437(5) 0.8603(3) 0.0702(18) Uani 1 d . . . H83 H 0.6458 1.0974 0.8851 0.084 Uiso 1 calc R . . C85 C 0.6940(4) 0.9247(5) 0.7973(3) 0.0724(19) Uani 1 d . . . H85 H 0.7411 0.8967 0.7793 0.087 Uiso 1 calc R . . C86 C 0.6117(4) 0.8898(4) 0.7874(2) 0.0565(14) Uani 1 d . . . H86 H 0.6037 0.8371 0.7619 0.068 Uiso 1 calc R . . C71 C 0.4454(3) 0.7750(4) 0.8203(2) 0.0389(12) Uani 1 d . . . C72 C 0.4946(4) 0.7416(5) 0.8664(2) 0.0598(16) Uani 1 d . . . H72 H 0.5326 0.7861 0.8846 0.072 Uiso 1 calc R . . C73 C 0.4886(4) 0.6431(5) 0.8860(3) 0.0771(19) Uani 1 d . . . H73 H 0.5211 0.6230 0.9177 0.093 Uiso 1 calc R . . C74 C 0.4349(4) 0.5758(5) 0.8587(3) 0.0679(18) Uani 1 d . . . H74 H 0.4317 0.5094 0.8711 0.081 Uiso 1 calc R . . C75 C 0.3853(4) 0.6075(5) 0.8124(3) 0.0642(16) Uani 1 d . . . H75 H 0.3478 0.5627 0.7940 0.077 Uiso 1 calc R . . C76 C 0.3917(3) 0.7073(4) 0.7933(2) 0.0492(14) Uani 1 d . . . H76 H 0.3590 0.7277 0.7618 0.059 Uiso 1 calc R . . C101 C 0.1880(4) 1.1512(4) 0.6537(2) 0.0501(14) Uani 1 d . . . C102 C 0.2342(4) 1.1348(5) 0.6067(3) 0.0708(18) Uani 1 d . . . H102 H 0.2660 1.0756 0.6037 0.085 Uiso 1 calc R . . C103 C 0.2350(5) 1.2055(6) 0.5618(3) 0.093(2) Uani 1 d . . . H103 H 0.2683 1.1945 0.5303 0.112 Uiso 1 calc R . . C104 C 0.1854(6) 1.2905(6) 0.5664(4) 0.096(2) Uani 1 d . . . H104 H 0.1842 1.3372 0.5372 0.115 Uiso 1 calc R . . C105 C 0.1375(5) 1.3080(5) 0.6132(3) 0.088(2) Uani 1 d . . . H105 H 0.1047 1.3666 0.6155 0.105 Uiso 1 calc R . . C106 C 0.1375(4) 1.2401(4) 0.6565(3) 0.0618(16) Uani 1 d . . . H106 H 0.1042 1.2523 0.6878 0.074 Uiso 1 calc R . . C91 C 0.0985(3) 1.0469(4) 0.7215(2) 0.0400(12) Uani 1 d . . . C92 C 0.0314(4) 1.0180(4) 0.6852(3) 0.0597(16) Uani 1 d . . . H92 H 0.0381 1.0225 0.6464 0.072 Uiso 1 calc R . . C93 C -0.0462(4) 0.9823(5) 0.7062(3) 0.0647(17) Uani 1 d . . . H93 H -0.0896 0.9594 0.6814 0.078 Uiso 1 calc R . . C94 C -0.0586(4) 0.9809(5) 0.7620(3) 0.0750(19) Uani 1 d . . . H94 H -0.1107 0.9575 0.7759 0.090 Uiso 1 calc R . . C95 C 0.0052(5) 1.0137(5) 0.7984(3) 0.0765(19) Uani 1 d . . . H95 H -0.0044 1.0136 0.8370 0.092 Uiso 1 calc R . . C96 C 0.0841(4) 1.0472(4) 0.7792(2) 0.0573(15) Uani 1 d . . . H96 H 0.1269 1.0696 0.8046 0.069 Uiso 1 calc R . . C31 C 0.1286(4) 0.7390(4) 0.6099(2) 0.0498(14) Uani 1 d . . . C32 C 0.0427(4) 0.7624(5) 0.6126(2) 0.0653(17) Uani 1 d . . . H32 H 0.0256 0.8143 0.6362 0.078 Uiso 1 calc R . . C33 C -0.0206(4) 0.7094(6) 0.5804(3) 0.0755(19) Uani 1 d . . . H33 H -0.0789 0.7265 0.5820 0.091 Uiso 1 calc R . . C34 C 0.0907(5) 0.6085(5) 0.5424(2) 0.0684(17) Uani 1 d . . . H34 H 0.1076 0.5564 0.5189 0.082 Uiso 1 calc R . . C35 C 0.1522(4) 0.6624(4) 0.5732(2) 0.0558(15) Uani 1 d . . . H35 H 0.2105 0.6471 0.5694 0.067 Uiso 1 calc R . . C36 C 0.0063(5) 0.6318(5) 0.5466(3) 0.080(2) Uani 1 d . . . H36 H -0.0348 0.5945 0.5262 0.096 Uiso 1 calc R . . Cl2 Cl 0.27773(18) 1.29558(18) 0.85704(12) 0.1032(7) Uani 1 d . . . O91 O 0.2292(12) 1.2408(13) 0.8221(8) 0.387(10) Uani 1 d . . . O92 O 0.3583(6) 1.2595(8) 0.8474(4) 0.220(4) Uani 1 d . . . O93 O 0.2511(7) 1.2792(6) 0.9102(4) 0.205(4) Uani 1 d . . . O94 O 0.2645(6) 1.3923(6) 0.8362(3) 0.187(3) Uani 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 0.0497(4) 0.0407(4) 0.0490(4) 0.0073(3) -0.0015(3) -0.0056(3) N11 0.045(3) 0.041(3) 0.039(2) 0.0021(18) -0.0017(19) -0.014(2) C12 0.084(5) 0.079(5) 0.054(4) 0.002(3) 0.003(3) -0.029(4) C13 0.074(5) 0.078(5) 0.065(4) -0.003(3) -0.004(3) -0.025(4) N14 0.053(3) 0.053(3) 0.042(3) 0.001(2) 0.002(2) -0.020(2) C15 0.052(4) 0.040(3) 0.039(3) -0.002(2) -0.003(2) -0.007(3) C41 0.046(4) 0.043(4) 0.043(3) -0.010(2) -0.002(3) -0.009(3) C42 0.075(5) 0.071(5) 0.055(4) -0.006(3) -0.003(3) -0.013(3) C43 0.105(6) 0.075(5) 0.061(4) -0.004(3) 0.007(4) -0.020(5) C44 0.095(6) 0.081(6) 0.089(6) -0.021(4) 0.023(5) -0.027(5) C45 0.071(5) 0.088(5) 0.083(5) -0.012(4) 0.000(4) -0.006(4) C46 0.059(4) 0.069(5) 0.063(4) -0.001(3) 0.006(3) -0.011(3) C10 0.038(3) 0.037(3) 0.039(3) 0.003(2) 0.005(2) -0.008(2) C51 0.051(3) 0.050(4) 0.031(3) 0.002(2) 0.006(2) -0.005(3) C52 0.075(5) 0.064(4) 0.054(4) 0.010(3) -0.004(3) -0.012(3) C53 0.100(6) 0.108(7) 0.067(4) 0.002(4) -0.008(4) -0.014(5) C54 0.115(7) 0.089(7) 0.082(6) -0.004(4) -0.013(5) -0.022(5) C55 0.144(8) 0.059(5) 0.079(5) -0.001(4) -0.010(5) -0.019(5) C56 0.095(5) 0.061(5) 0.058(4) 0.005(3) -0.005(4) 0.001(4) C61 0.058(4) 0.045(4) 0.035(3) 0.003(2) 0.003(2) -0.008(3) C62 0.086(5) 0.051(4) 0.055(4) 0.005(3) 0.010(3) -0.003(4) C63 0.098(6) 0.054(5) 0.072(4) 0.005(3) 0.006(4) -0.002(4) C64 0.095(6) 0.064(6) 0.083(5) 0.001(4) 0.020(4) -0.012(4) C65 0.067(5) 0.073(5) 0.079(5) 0.003(3) 0.025(3) -0.009(4) C66 0.066(4) 0.058(4) 0.062(4) -0.004(3) 0.013(3) -0.006(3) N21 0.048(3) 0.023(2) 0.044(3) 0.0052(17) 0.003(2) 0.0024(19) C22 0.056(4) 0.039(3) 0.051(3) 0.006(2) 0.004(3) -0.003(3) C23 0.052(4) 0.036(4) 0.062(4) 0.005(2) 0.000(3) -0.001(3) N24 0.045(3) 0.040(3) 0.035(2) 0.0022(17) -0.0048(19) -0.004(2) C25 0.046(3) 0.038(3) 0.034(3) -0.001(2) 0.000(2) 0.001(3) C20 0.048(3) 0.030(3) 0.043(3) -0.003(2) -0.002(2) 0.000(2) C81 0.039(3) 0.052(4) 0.042(3) 0.001(2) -0.007(2) 0.001(3) C82 0.059(4) 0.067(4) 0.061(4) -0.007(3) -0.004(3) 0.001(3) C84 0.057(5) 0.084(6) 0.087(5) 0.001(4) -0.010(4) -0.009(4) C83 0.061(5) 0.073(5) 0.076(4) -0.009(3) -0.007(4) -0.006(4) C85 0.056(4) 0.078(5) 0.083(5) -0.005(4) -0.002(3) -0.006(3) C86 0.051(4) 0.055(4) 0.064(4) -0.002(3) -0.003(3) 0.000(3) C71 0.037(3) 0.040(3) 0.040(3) 0.005(2) 0.004(2) 0.001(2) C72 0.057(4) 0.062(4) 0.060(4) 0.013(3) -0.004(3) -0.005(3) C73 0.073(5) 0.079(5) 0.079(5) 0.025(4) 0.001(4) 0.007(4) C74 0.065(4) 0.055(4) 0.084(5) 0.015(3) 0.007(4) 0.004(3) C75 0.064(4) 0.049(4) 0.079(4) 0.000(3) 0.004(3) 0.000(3) C76 0.049(4) 0.044(4) 0.054(3) 0.002(3) 0.002(3) 0.004(3) C101 0.060(4) 0.043(4) 0.048(3) 0.002(2) 0.001(3) -0.005(3) C102 0.079(5) 0.063(5) 0.070(4) 0.013(3) 0.001(4) 0.006(3) C103 0.122(7) 0.085(6) 0.073(5) 0.007(4) 0.007(4) 0.005(5) C104 0.112(7) 0.082(6) 0.092(6) 0.026(4) -0.009(5) -0.001(5) C105 0.103(6) 0.060(5) 0.100(6) 0.018(4) -0.009(5) -0.001(4) C106 0.073(5) 0.043(4) 0.068(4) 0.003(3) 0.000(3) -0.002(3) C91 0.041(3) 0.031(3) 0.048(3) 0.003(2) -0.003(3) -0.001(2) C92 0.060(4) 0.050(4) 0.069(4) 0.005(3) -0.001(3) 0.003(3) C93 0.051(4) 0.060(4) 0.083(5) 0.004(3) -0.007(3) -0.001(3) C94 0.056(5) 0.067(5) 0.103(6) 0.010(4) 0.015(4) -0.003(3) C95 0.079(5) 0.072(5) 0.080(5) 0.007(4) 0.013(4) 0.000(4) C96 0.059(4) 0.054(4) 0.060(4) 0.003(3) 0.004(3) -0.007(3) C31 0.055(4) 0.047(4) 0.048(3) -0.002(2) -0.004(3) -0.008(3) C32 0.071(5) 0.061(4) 0.063(4) -0.007(3) -0.005(3) 0.000(3) C33 0.063(5) 0.091(6) 0.072(4) 0.004(4) -0.006(4) -0.010(4) C34 0.080(5) 0.061(4) 0.063(4) -0.013(3) -0.012(3) 0.000(4) C35 0.070(4) 0.045(4) 0.051(3) -0.001(3) -0.009(3) -0.006(3) C36 0.084(6) 0.079(6) 0.076(5) -0.007(4) -0.015(4) -0.020(4) Cl2 0.1103(19) 0.0718(16) 0.129(2) 0.0082(13) 0.0246(14) 0.0037(13) O91 0.41(2) 0.34(2) 0.41(2) -0.040(16) -0.068(18) -0.162(17) O92 0.167(9) 0.220(10) 0.276(11) 0.042(8) 0.057(8) 0.044(8) O93 0.304(12) 0.175(8) 0.137(7) 0.027(6) 0.060(7) 0.083(7) O94 0.239(9) 0.124(7) 0.200(8) 0.009(6) 0.071(7) 0.020(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 N11 2.014(4) . ? Cu1 N21 2.065(4) . ? Cu1 N24 2.077(5) . ? Cu1 N14 2.183(4) . ? N11 C10 1.284(6) . ? N11 C12 1.486(7) . ? C12 C13 1.408(8) . ? C13 N14 1.491(7) . ? N14 C15 1.279(6) . ? C15 C41 1.489(7) . ? C15 C31 1.507(7) . ? C41 C46 1.345(7) . ? C41 C42 1.422(7) . ? C42 C43 1.407(9) . ? C43 C44 1.364(9) . ? C44 C45 1.376(9) . ? C45 C46 1.368(9) . ? C10 C51 1.486(7) . ? C10 C61 1.521(7) . ? C51 C56 1.385(8) . ? C51 C52 1.408(7) . ? C52 C53 1.416(9) . ? C53 C54 1.339(10) . ? C54 C55 1.374(10) . ? C55 C56 1.391(9) . ? C61 C66 1.372(7) . ? C61 C62 1.392(8) . ? C62 C63 1.387(8) . ? C63 C64 1.347(9) . ? C64 C65 1.382(9) . ? C65 C66 1.385(8) . ? N21 C20 1.282(6) . ? N21 C22 1.479(6) . ? C22 C23 1.510(7) . ? C23 N24 1.478(6) . ? N24 C25 1.294(6) . ? C25 C71 1.479(7) . ? C25 C81 1.502(7) . ? C20 C101 1.490(7) . ? C20 C91 1.493(7) . ? C81 C86 1.357(7) . ? C81 C82 1.379(7) . ? C82 C83 1.401(8) . ? C84 C83 1.332(9) . ? C84 C85 1.371(9) . ? C85 C86 1.367(8) . ? C71 C76 1.369(7) . ? C71 C72 1.387(7) . ? C72 C73 1.392(8) . ? C73 C74 1.370(9) . ? C74 C75 1.387(8) . ? C75 C76 1.404(8) . ? C101 C102 1.358(8) . ? C101 C106 1.418(8) . ? C102 C103 1.417(9) . ? C103 C104 1.370(10) . ? C104 C105 1.370(10) . ? C105 C106 1.364(8) . ? C91 C92 1.384(7) . ? C91 C96 1.392(7) . ? C92 C93 1.393(8) . ? C93 C94 1.343(8) . ? C94 C95 1.363(9) . ? C95 C96 1.386(8) . ? C31 C32 1.366(8) . ? C31 C35 1.392(7) . ? C32 C33 1.411(8) . ? C33 C36 1.376(9) . ? C34 C36 1.347(9) . ? C34 C35 1.381(8) . ? Cl2 O91 1.319(14) . ? Cl2 O93 1.354(8) . ? Cl2 O92 1.359(9) . ? Cl2 O94 1.388(8) . ? 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 N11 Cu1 N21 141.14(17) . . ? N11 Cu1 N24 119.81(16) . . ? N21 Cu1 N24 85.85(16) . . ? N11 Cu1 N14 84.80(17) . . ? N21 Cu1 N14 99.51(17) . . ? N24 Cu1 N14 131.77(16) . . ? C10 N11 C12 117.3(4) . . ? C10 N11 Cu1 132.5(3) . . ? C12 N11 Cu1 108.3(3) . . ? C13 C12 N11 114.2(5) . . ? C12 C13 N14 112.3(5) . . ? C15 N14 C13 121.6(4) . . ? C15 N14 Cu1 136.1(3) . . ? C13 N14 Cu1 100.5(3) . . ? N14 C15 C41 118.8(4) . . ? N14 C15 C31 123.7(5) . . ? C41 C15 C31 117.3(4) . . ? C46 C41 C42 118.1(5) . . ? C46 C41 C15 123.1(5) . . ? C42 C41 C15 118.7(5) . . ? C43 C42 C41 119.0(6) . . ? C44 C43 C42 119.4(7) . . ? C43 C44 C45 121.5(7) . . ? C46 C45 C44 118.3(7) . . ? C41 C46 C45 123.6(6) . . ? N11 C10 C51 120.3(4) . . ? N11 C10 C61 122.6(4) . . ? C51 C10 C61 117.1(4) . . ? C56 C51 C52 120.0(5) . . ? C56 C51 C10 121.8(5) . . ? C52 C51 C10 118.2(5) . . ? C51 C52 C53 118.1(6) . . ? C54 C53 C52 121.8(7) . . ? C53 C54 C55 119.3(7) . . ? C54 C55 C56 122.0(7) . . ? C51 C56 C55 118.8(6) . . ? C66 C61 C62 120.3(5) . . ? C66 C61 C10 119.7(5) . . ? C62 C61 C10 120.0(5) . . ? C63 C62 C61 120.2(6) . . ? C64 C63 C62 119.3(7) . . ? C63 C64 C65 121.0(6) . . ? C64 C65 C66 120.7(6) . . ? C61 C66 C65 118.5(6) . . ? C20 N21 C22 122.3(4) . . ? C20 N21 Cu1 130.1(4) . . ? C22 N21 Cu1 105.3(3) . . ? N21 C22 C23 108.6(4) . . ? N24 C23 C22 110.9(4) . . ? C25 N24 C23 120.4(4) . . ? C25 N24 Cu1 133.5(4) . . ? C23 N24 Cu1 105.7(3) . . ? N24 C25 C71 121.6(5) . . ? N24 C25 C81 123.4(5) . . ? C71 C25 C81 115.0(4) . . ? N21 C20 C101 125.9(5) . . ? N21 C20 C91 116.2(4) . . ? C101 C20 C91 117.9(4) . . ? C86 C81 C82 117.7(5) . . ? C86 C81 C25 120.7(5) . . ? C82 C81 C25 121.6(5) . . ? C81 C82 C83 119.4(6) . . ? C83 C84 C85 121.8(7) . . ? C84 C83 C82 120.2(6) . . ? C86 C85 C84 117.1(6) . . ? C81 C86 C85 123.8(6) . . ? C76 C71 C72 118.0(5) . . ? C76 C71 C25 123.0(4) . . ? C72 C71 C25 119.0(5) . . ? C71 C72 C73 121.7(6) . . ? C74 C73 C72 119.9(6) . . ? C73 C74 C75 119.4(6) . . ? C74 C75 C76 120.0(6) . . ? C71 C76 C75 121.1(5) . . ? C102 C101 C106 118.2(5) . . ? C102 C101 C20 122.0(5) . . ? C106 C101 C20 119.6(5) . . ? C101 C102 C103 121.7(6) . . ? C104 C103 C102 118.0(7) . . ? C103 C104 C105 121.3(7) . . ? C106 C105 C104 120.5(7) . . ? C105 C106 C101 120.3(6) . . ? C92 C91 C96 118.4(5) . . ? C92 C91 C20 121.7(5) . . ? C96 C91 C20 119.8(5) . . ? C91 C92 C93 120.6(6) . . ? C94 C93 C92 120.3(6) . . ? C93 C94 C95 119.9(7) . . ? C94 C95 C96 121.5(7) . . ? C95 C96 C91 119.1(6) . . ? C32 C31 C35 117.8(5) . . ? C32 C31 C15 123.2(5) . . ? C35 C31 C15 118.9(5) . . ? C31 C32 C33 121.4(6) . . ? C36 C33 C32 118.2(7) . . ? C36 C34 C35 119.7(6) . . ? C34 C35 C31 121.3(6) . . ? C34 C36 C33 121.5(6) . . ? O91 Cl2 O93 108.3(9) . . ? O91 Cl2 O92 102.0(10) . . ? O93 Cl2 O92 113.7(6) . . ? O91 Cl2 O94 102.1(9) . . ? O93 Cl2 O94 115.8(5) . . ? O92 Cl2 O94 113.1(6) . . ? _refine_diff_density_max 0.467 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.049 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands ;