Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Dimitris Kessissoglou' _publ_contact_author_address ; Department of Chemistry Aristotle University of Thessaloniki Aristotle University Campus Thessaloniki 54124 GREECE ; _publ_contact_author_email KESSISOG@CHEM.AUTH.GR _publ_section_title ; Copper inverse-9-Metallacrown-3 compounds showing antisymmetric magnetic behaviour ; loop_ _publ_author_name 'Dimitris Kessissoglou' 'Tereza Afrati' 'Catherine Dendrinou-Samara' 'Catherine P Raptopoulou' ; V.Tangoulis ; 'Aris Terzis' data_kep85 _database_code_depnum_ccdc_archive 'CCDC 648712' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H30 Cl2 Cu3 N6 O8' _chemical_formula_weight 948.19 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 moniclinic _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 8.085(5) _cell_length_b 30.75(2) _cell_length_c 15.438(9) _cell_angle_alpha 90.00 _cell_angle_beta 101.00(3) _cell_angle_gamma 90.00 _cell_volume 3768(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5.5 _cell_measurement_theta_max 11 _exptl_crystal_description parall _exptl_crystal_colour green _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.672 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1916 _exptl_absorpt_coefficient_mu 1.881 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 'Crystal Logic Dual Goniometer' _diffrn_measurement_method \q/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -1.4 _diffrn_reflns_number 6896 _diffrn_reflns_av_R_equivalents 0.0408 _diffrn_reflns_av_sigmaI/netI 0.0651 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6637 _reflns_number_gt 4616 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+5.7151P] 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 6637 _refine_ls_number_parameters 614 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0841 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1326 _refine_ls_wR_factor_gt 0.1134 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.003 _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 0.51159(10) 0.605222(19) 0.72248(4) 0.0481(2) Uani 1 1 d . . . Cu2 Cu 0.46699(10) 0.675600(19) 0.57474(4) 0.0479(2) Uani 1 1 d . . . Cu3 Cu 0.30706(10) 0.58496(2) 0.53431(4) 0.0501(2) Uani 1 1 d . . . O1 O 0.3099(6) 0.53889(12) 0.6179(2) 0.0613(12) Uani 1 1 d . . . N1 N 0.6457(6) 0.57198(13) 0.8218(3) 0.0440(11) Uani 1 1 d . . . N2 N 0.4216(6) 0.54685(13) 0.6917(3) 0.0464(11) Uani 1 1 d . . . O11 O 0.6117(5) 0.66061(11) 0.7585(2) 0.0513(10) Uani 1 1 d . . . N11 N 0.5390(6) 0.73554(12) 0.5525(2) 0.0417(10) Uani 1 1 d . . . N12 N 0.5991(6) 0.68863(13) 0.6915(3) 0.0451(11) Uani 1 1 d . . . O21 O 0.3320(6) 0.67033(11) 0.4592(2) 0.0572(11) Uani 1 1 d . . . N21 N 0.2222(6) 0.54786(14) 0.4308(3) 0.0519(12) Uani 1 1 d . . . N22 N 0.2856(6) 0.62888(14) 0.4411(3) 0.0486(12) Uani 1 1 d . . . O31 O 0.3343(5) 0.63036(11) 0.6278(2) 0.0468(9) Uani 1 1 d . . . O41 O 0.3360(8) 0.62238(18) 0.8450(4) 0.0997(18) Uani 1 1 d . . . C1 C 0.7660(8) 0.5870(2) 0.8843(4) 0.0514(14) Uani 1 1 d . . . C2 C 0.8406(8) 0.5621(2) 0.9561(4) 0.0546(15) Uani 1 1 d . . . C3 C 0.7875(8) 0.5204(2) 0.9612(4) 0.0515(14) Uani 1 1 d . . . C4 C 0.6638(8) 0.50416(19) 0.8958(4) 0.0470(13) Uani 1 1 d . . . C5 C 0.5924(7) 0.53022(15) 0.8263(3) 0.0411(12) Uani 1 1 d . . . C6 C 0.4604(7) 0.51676(16) 0.7507(3) 0.0420(12) Uani 1 1 d . . . C7 C 0.3853(7) 0.47280(15) 0.7438(3) 0.0427(12) Uani 1 1 d . . . C8 C 0.3682(8) 0.44891(17) 0.6665(4) 0.0484(14) Uani 1 1 d . . . C9 C 0.2927(10) 0.40867(19) 0.6605(5) 0.0606(17) Uani 1 1 d . . . C10 C 0.2347(8) 0.39124(18) 0.7311(4) 0.0569(16) Uani 1 1 d . . . C11 C 0.2519(9) 0.41461(18) 0.8077(4) 0.0575(16) Uani 1 1 d . . . C12 C 0.3259(8) 0.45482(17) 0.8150(4) 0.0478(14) Uani 1 1 d . . . C21 C 0.5022(8) 0.75783(17) 0.4770(3) 0.0494(14) Uani 1 1 d . . . C22 C 0.5687(9) 0.79806(18) 0.4667(4) 0.0567(17) Uani 1 1 d . . . C23 C 0.6794(10) 0.81530(18) 0.5352(4) 0.0633(19) Uani 1 1 d . . . C24 C 0.7184(9) 0.79326(18) 0.6145(4) 0.0530(16) Uani 1 1 d . . . C25 C 0.6433(7) 0.75297(15) 0.6221(3) 0.0397(12) Uani 1 1 d . . . C26 C 0.6718(7) 0.72615(16) 0.7027(3) 0.0424(12) Uani 1 1 d . . . C27 C 0.7701(7) 0.74086(15) 0.7885(3) 0.0422(12) Uani 1 1 d . . . C28 C 0.9029(9) 0.7164(2) 0.8321(4) 0.0532(15) Uani 1 1 d . . . C29 C 0.9919(10) 0.7287(2) 0.9134(4) 0.068(2) Uani 1 1 d . . . C30 C 0.9472(11) 0.7657(2) 0.9531(4) 0.070(2) Uani 1 1 d . . . C31 C 0.8187(10) 0.7909(2) 0.9118(4) 0.0624(18) Uani 1 1 d . . . C32 C 0.7274(9) 0.77857(17) 0.8285(4) 0.0504(14) Uani 1 1 d . . . C41 C 0.1813(10) 0.5057(2) 0.4314(5) 0.0654(19) Uani 1 1 d . . . C42 C 0.1118(9) 0.4836(2) 0.3556(5) 0.0675(19) Uani 1 1 d . . . C43 C 0.0822(9) 0.5050(2) 0.2778(5) 0.0639(18) Uani 1 1 d . . . C44 C 0.1252(8) 0.5487(2) 0.2758(4) 0.0539(15) Uani 1 1 d . . . C45 C 0.1935(7) 0.56951(17) 0.3526(3) 0.0454(13) Uani 1 1 d . . . C46 C 0.2413(7) 0.61629(17) 0.3606(3) 0.0461(13) Uani 1 1 d . . . C47 C 0.2410(7) 0.64497(17) 0.2830(3) 0.0439(12) Uani 1 1 d . . . C48 C 0.1718(9) 0.6862(2) 0.2811(4) 0.0527(15) Uani 1 1 d . . . C49 C 0.1772(10) 0.7137(2) 0.2114(5) 0.0670(19) Uani 1 1 d . . . C50 C 0.2483(10) 0.6996(3) 0.1415(4) 0.076(2) Uani 1 1 d . . . C51 C 0.3160(10) 0.6592(3) 0.1423(4) 0.073(2) Uani 1 1 d . . . C52 C 0.3132(8) 0.6314(2) 0.2130(4) 0.0579(16) Uani 1 1 d . . . C61 C 0.1725(11) 0.6447(3) 0.6512(5) 0.087(2) Uani 1 1 d . . . H61A H 0.1942 0.6671 0.6952 0.113 Uiso 1 1 calc R . . H61B H 0.1196 0.6204 0.6741 0.113 Uiso 1 1 calc R . . H61C H 0.0994 0.6557 0.5996 0.113 Uiso 1 1 calc R . . Cl1 Cl 0.2597(2) 0.59843(5) 0.90458(11) 0.0643(4) Uani 1 1 d . . . O42 O 0.1872(10) 0.5610(2) 0.8651(6) 0.153(3) Uani 1 1 d . . . O43 O 0.3975(12) 0.5874(3) 0.9743(5) 0.155(3) Uani 1 1 d . . . O44 O 0.1447(7) 0.62530(18) 0.9372(4) 0.1023(19) Uani 1 1 d . . . Cl2 Cl 0.6425(2) 0.60692(5) 0.56515(10) 0.0649(4) Uani 1 1 d . . . H1 H 0.802(6) 0.6107(17) 0.881(3) 0.036(15) Uiso 1 1 d . . . H2 H 0.917(7) 0.5718(18) 0.994(4) 0.049(17) Uiso 1 1 d . . . H3 H 0.834(6) 0.5038(17) 1.008(3) 0.042(14) Uiso 1 1 d . . . H4 H 0.627(7) 0.4785(19) 0.897(4) 0.053(17) Uiso 1 1 d . . . H8 H 0.428(7) 0.4595(17) 0.624(4) 0.047(15) Uiso 1 1 d . . . H9 H 0.288(11) 0.395(3) 0.616(6) 0.11(3) Uiso 1 1 d . . . H10 H 0.162(8) 0.365(2) 0.725(4) 0.069(19) Uiso 1 1 d . . . H11 H 0.218(7) 0.4011(19) 0.854(4) 0.058(17) Uiso 1 1 d . . . H12 H 0.320(7) 0.4710(19) 0.857(4) 0.053(17) Uiso 1 1 d . . . H21 H 0.418(6) 0.7465(15) 0.430(3) 0.035(13) Uiso 1 1 d . . . H22 H 0.533(7) 0.8127(19) 0.422(4) 0.055(17) Uiso 1 1 d . . . H23 H 0.731(7) 0.8418(19) 0.533(4) 0.050(15) Uiso 1 1 d . . . H24 H 0.790(8) 0.802(2) 0.654(4) 0.06(2) Uiso 1 1 d . . . H28 H 0.925(7) 0.6964(18) 0.806(3) 0.037(16) Uiso 1 1 d . . . H29 H 1.077(8) 0.715(2) 0.938(4) 0.06(2) Uiso 1 1 d . . . H30 H 1.022(9) 0.773(2) 1.004(5) 0.09(2) Uiso 1 1 d . . . H31 H 0.752(8) 0.815(2) 0.931(4) 0.07(2) Uiso 1 1 d . . . H32 H 0.626(6) 0.7929(16) 0.803(3) 0.036(14) Uiso 1 1 d . . . H41 H 0.195(8) 0.493(2) 0.479(4) 0.07(2) Uiso 1 1 d . . . H42 H 0.082(7) 0.4554(19) 0.366(4) 0.048(16) Uiso 1 1 d . . . H43 H 0.027(9) 0.494(3) 0.232(5) 0.09(3) Uiso 1 1 d . . . H44 H 0.091(8) 0.562(2) 0.228(4) 0.07(2) Uiso 1 1 d . . . H48 H 0.119(8) 0.691(2) 0.321(4) 0.06(2) Uiso 1 1 d . . . H49 H 0.127(8) 0.738(2) 0.207(4) 0.053(18) Uiso 1 1 d . . . H50 H 0.258(9) 0.727(3) 0.101(5) 0.10(3) Uiso 1 1 d . . . H51 H 0.376(9) 0.648(2) 0.104(5) 0.09(2) Uiso 1 1 d . . . H52 H 0.366(7) 0.6049(18) 0.214(3) 0.043(15) Uiso 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 0.0761(5) 0.0299(3) 0.0328(3) 0.0055(2) -0.0039(3) -0.0072(3) Cu2 0.0825(5) 0.0318(3) 0.0255(3) 0.0029(2) 0.0008(3) -0.0072(3) Cu3 0.0810(5) 0.0313(3) 0.0317(3) 0.0027(3) -0.0050(3) -0.0042(3) O1 0.098(3) 0.0352(19) 0.040(2) 0.0070(16) -0.012(2) -0.017(2) N1 0.062(3) 0.037(2) 0.031(2) 0.0025(18) 0.005(2) -0.004(2) N2 0.068(3) 0.035(2) 0.032(2) 0.0027(18) -0.002(2) -0.005(2) O11 0.087(3) 0.0352(18) 0.0270(17) 0.0063(14) -0.0015(18) -0.0153(19) N11 0.071(3) 0.031(2) 0.0233(19) 0.0023(16) 0.009(2) 0.001(2) N12 0.077(3) 0.031(2) 0.026(2) 0.0051(16) 0.006(2) -0.007(2) O21 0.095(3) 0.0336(19) 0.0336(19) 0.0026(15) -0.0110(19) -0.0100(19) N21 0.072(3) 0.034(2) 0.044(3) -0.0002(19) -0.005(2) -0.003(2) N22 0.077(3) 0.035(2) 0.029(2) -0.0015(18) -0.002(2) -0.005(2) O31 0.071(3) 0.0354(18) 0.0319(18) 0.0021(15) 0.0038(17) 0.0009(18) O41 0.137(5) 0.082(4) 0.094(4) 0.006(3) 0.057(4) -0.015(3) C1 0.068(4) 0.049(3) 0.038(3) -0.001(3) 0.011(3) -0.010(3) C2 0.057(4) 0.063(4) 0.041(3) 0.000(3) 0.002(3) -0.002(3) C3 0.054(4) 0.059(4) 0.040(3) 0.016(3) 0.005(3) 0.011(3) C4 0.053(4) 0.045(3) 0.043(3) 0.009(2) 0.009(3) 0.002(3) C5 0.055(3) 0.036(3) 0.033(3) 0.007(2) 0.010(2) 0.005(2) C6 0.059(3) 0.031(2) 0.035(3) 0.003(2) 0.007(2) 0.003(2) C7 0.056(3) 0.028(2) 0.045(3) 0.005(2) 0.010(2) 0.003(2) C8 0.069(4) 0.034(3) 0.042(3) 0.001(2) 0.012(3) 0.000(3) C9 0.083(5) 0.040(3) 0.056(4) -0.009(3) 0.007(3) -0.002(3) C10 0.069(4) 0.029(3) 0.072(4) 0.006(3) 0.011(3) -0.004(3) C11 0.076(4) 0.040(3) 0.060(4) 0.020(3) 0.021(3) 0.002(3) C12 0.070(4) 0.035(3) 0.042(3) 0.000(2) 0.019(3) 0.005(3) C21 0.072(4) 0.039(3) 0.036(3) 0.004(2) 0.006(3) 0.008(3) C22 0.094(5) 0.041(3) 0.035(3) 0.012(2) 0.012(3) 0.011(3) C23 0.114(6) 0.034(3) 0.045(3) 0.009(2) 0.022(3) -0.013(3) C24 0.082(5) 0.036(3) 0.040(3) 0.002(2) 0.010(3) -0.013(3) C25 0.064(3) 0.027(2) 0.030(2) 0.0010(19) 0.014(2) -0.001(2) C26 0.063(4) 0.035(3) 0.029(2) 0.003(2) 0.008(2) -0.004(2) C27 0.063(4) 0.031(2) 0.032(2) 0.005(2) 0.008(2) -0.009(2) C28 0.074(4) 0.040(3) 0.045(3) -0.001(3) 0.009(3) -0.010(3) C29 0.085(5) 0.056(4) 0.052(4) 0.008(3) -0.012(4) -0.016(4) C30 0.107(6) 0.055(4) 0.039(3) 0.001(3) -0.009(4) -0.024(4) C31 0.108(6) 0.039(3) 0.042(3) -0.007(3) 0.021(4) -0.021(3) C32 0.077(4) 0.035(3) 0.041(3) 0.000(2) 0.016(3) -0.008(3) C41 0.085(5) 0.040(3) 0.063(4) -0.001(3) -0.008(4) 0.000(3) C42 0.083(5) 0.038(3) 0.073(4) -0.014(3) -0.008(4) -0.002(3) C43 0.075(5) 0.052(4) 0.058(4) -0.020(3) -0.003(3) 0.002(3) C44 0.062(4) 0.050(3) 0.043(3) -0.009(3) -0.006(3) 0.004(3) C45 0.057(3) 0.039(3) 0.036(3) -0.008(2) 0.000(2) 0.005(2) C46 0.061(4) 0.041(3) 0.032(3) 0.000(2) -0.004(2) 0.004(2) C47 0.052(3) 0.049(3) 0.030(2) -0.003(2) 0.003(2) -0.001(2) C48 0.067(4) 0.055(3) 0.037(3) 0.008(3) 0.012(3) 0.007(3) C49 0.075(5) 0.065(4) 0.058(4) 0.024(3) 0.006(3) 0.007(4) C50 0.075(5) 0.105(6) 0.046(4) 0.027(4) 0.004(3) -0.006(4) C51 0.070(5) 0.114(6) 0.034(3) -0.006(4) 0.011(3) 0.001(4) C52 0.063(4) 0.069(4) 0.040(3) -0.006(3) 0.005(3) 0.005(3) C61 0.111(7) 0.076(5) 0.067(5) 0.008(4) 0.003(4) -0.001(5) Cl1 0.0840(12) 0.0454(8) 0.0710(10) -0.0056(7) 0.0333(9) -0.0062(7) O42 0.182(7) 0.098(5) 0.209(8) -0.089(5) 0.111(6) -0.069(5) O43 0.213(9) 0.151(7) 0.088(5) 0.014(4) -0.007(5) 0.078(6) O44 0.089(4) 0.085(4) 0.140(5) -0.049(4) 0.041(4) -0.001(3) Cl2 0.0929(12) 0.0523(8) 0.0500(8) 0.0010(7) 0.0148(8) 0.0160(8) _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 O11 1.922(4) . ? Cu1 N2 1.961(4) . ? Cu1 N1 1.984(4) . ? Cu1 O31 1.997(4) . ? Cu2 O21 1.912(4) . ? Cu2 N12 1.953(4) . ? Cu2 N11 1.983(4) . ? Cu2 O31 2.023(4) . ? Cu2 Cl2 2.564(2) . ? Cu3 O1 1.914(4) . ? Cu3 N22 1.957(4) . ? Cu3 N21 1.977(4) . ? Cu3 O31 1.990(4) . ? Cu3 Cl2 2.747(3) . ? O1 N2 1.334(5) . ? N1 C1 1.316(7) . ? N1 C5 1.361(6) . ? N2 C6 1.295(6) . ? O11 N12 1.336(5) . ? N11 C21 1.337(6) . ? N11 C25 1.344(6) . ? N12 C26 1.291(6) . ? O21 N22 1.343(5) . ? N21 C41 1.339(8) . ? N21 C45 1.359(7) . ? N22 C46 1.286(6) . ? O31 C61 1.489(9) . ? O41 Cl1 1.409(5) . ? C1 C2 1.388(8) . ? C1 H1 0.79(5) . ? C2 C3 1.361(9) . ? C2 H2 0.82(6) . ? C3 C4 1.373(8) . ? C3 H3 0.90(5) . ? C4 C5 1.374(7) . ? C4 H4 0.84(6) . ? C5 C6 1.482(7) . ? C6 C7 1.477(7) . ? C7 C8 1.386(7) . ? C7 C12 1.395(7) . ? C8 C9 1.375(8) . ? C8 H8 0.95(5) . ? C9 C10 1.374(9) . ? C9 H9 0.80(8) . ? C10 C11 1.368(9) . ? C10 H10 1.00(6) . ? C11 C12 1.369(8) . ? C11 H11 0.91(6) . ? C12 H12 0.82(6) . ? C21 C22 1.370(8) . ? C21 H21 0.96(5) . ? C22 C23 1.355(9) . ? C22 H22 0.83(6) . ? C23 C24 1.383(8) . ? C23 H23 0.92(6) . ? C24 C25 1.394(7) . ? C24 H24 0.80(6) . ? C25 C26 1.474(6) . ? C26 C27 1.479(7) . ? C27 C28 1.376(8) . ? C27 C32 1.389(7) . ? C28 C29 1.376(8) . ? C28 H28 0.77(5) . ? C29 C30 1.373(10) . ? C29 H29 0.84(6) . ? C30 C31 1.354(10) . ? C30 H30 0.92(8) . ? C31 C32 1.406(8) . ? C31 H31 0.98(7) . ? C32 H32 0.95(5) . ? C41 C42 1.377(9) . ? C41 H41 0.82(6) . ? C42 C43 1.352(10) . ? C42 H42 0.92(6) . ? C43 C44 1.389(9) . ? C43 H43 0.84(7) . ? C44 C45 1.367(7) . ? C44 H44 0.85(7) . ? C45 C46 1.489(7) . ? C46 C47 1.487(7) . ? C47 C48 1.383(8) . ? C47 C52 1.386(8) . ? C48 C49 1.377(8) . ? C48 H48 0.83(6) . ? C49 C50 1.385(11) . ? C49 H49 0.84(6) . ? C50 C51 1.357(11) . ? C50 H50 1.06(8) . ? C51 C52 1.389(10) . ? C51 H51 0.90(7) . ? C52 H52 0.92(5) . ? C61 H61A 0.9600 . ? C61 H61B 0.9600 . ? C61 H61C 0.9600 . ? Cl1 O42 1.380(6) . ? Cl1 O44 1.407(5) . ? Cl1 O43 1.434(7) . ? 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 O11 Cu1 N2 176.08(17) . . ? O11 Cu1 N1 95.46(16) . . ? N2 Cu1 N1 80.70(17) . . ? O11 Cu1 O31 94.16(15) . . ? N2 Cu1 O31 89.75(16) . . ? N1 Cu1 O31 167.16(18) . . ? O21 Cu2 N12 172.96(16) . . ? O21 Cu2 N11 92.95(16) . . ? N12 Cu2 N11 80.90(16) . . ? O21 Cu2 O31 93.86(16) . . ? N12 Cu2 O31 90.37(16) . . ? N11 Cu2 O31 154.89(17) . . ? O21 Cu2 Cl2 95.73(13) . . ? N12 Cu2 Cl2 90.63(14) . . ? N11 Cu2 Cl2 124.85(15) . . ? O31 Cu2 Cl2 78.41(13) . . ? O1 Cu3 N22 174.18(18) . . ? O1 Cu3 N21 94.35(18) . . ? N22 Cu3 N21 80.52(18) . . ? O1 Cu3 O31 92.55(16) . . ? N22 Cu3 O31 91.80(16) . . ? N21 Cu3 O31 164.71(19) . . ? O1 Cu3 Cl2 100.40(14) . . ? N22 Cu3 Cl2 84.49(15) . . ? N21 Cu3 Cl2 117.45(16) . . ? O31 Cu3 Cl2 74.50(13) . . ? N2 O1 Cu3 111.1(3) . . ? C1 N1 C5 119.4(5) . . ? C1 N1 Cu1 127.1(4) . . ? C5 N1 Cu1 113.2(3) . . ? C6 N2 O1 120.2(4) . . ? C6 N2 Cu1 117.1(3) . . ? O1 N2 Cu1 122.3(3) . . ? N12 O11 Cu1 112.5(3) . . ? C21 N11 C25 119.6(4) . . ? C21 N11 Cu2 127.2(4) . . ? C25 N11 Cu2 113.1(3) . . ? C26 N12 O11 120.4(4) . . ? C26 N12 Cu2 117.6(3) . . ? O11 N12 Cu2 122.0(3) . . ? N22 O21 Cu2 111.2(3) . . ? C41 N21 C45 118.7(5) . . ? C41 N21 Cu3 126.9(4) . . ? C45 N21 Cu3 114.2(3) . . ? C46 N22 O21 120.1(4) . . ? C46 N22 Cu3 118.2(4) . . ? O21 N22 Cu3 121.3(3) . . ? C61 O31 Cu3 113.8(4) . . ? C61 O31 Cu1 118.5(3) . . ? Cu3 O31 Cu1 102.95(17) . . ? C61 O31 Cu2 117.0(4) . . ? Cu3 O31 Cu2 100.52(16) . . ? Cu1 O31 Cu2 101.57(18) . . ? N1 C1 C2 122.6(6) . . ? N1 C1 H1 120(4) . . ? C2 C1 H1 117(4) . . ? C3 C2 C1 118.2(6) . . ? C3 C2 H2 120(4) . . ? C1 C2 H2 122(4) . . ? C2 C3 C4 119.6(5) . . ? C2 C3 H3 119(3) . . ? C4 C3 H3 121(3) . . ? C3 C4 C5 120.1(6) . . ? C3 C4 H4 122(4) . . ? C5 C4 H4 118(4) . . ? N1 C5 C4 120.0(5) . . ? N1 C5 C6 114.2(4) . . ? C4 C5 C6 125.7(5) . . ? N2 C6 C7 124.2(5) . . ? N2 C6 C5 113.3(4) . . ? C7 C6 C5 122.5(4) . . ? C8 C7 C12 118.4(5) . . ? C8 C7 C6 121.3(5) . . ? C12 C7 C6 120.3(5) . . ? C9 C8 C7 120.3(6) . . ? C9 C8 H8 123(3) . . ? C7 C8 H8 116(3) . . ? C10 C9 C8 120.8(6) . . ? C10 C9 H9 120(6) . . ? C8 C9 H9 119(6) . . ? C11 C10 C9 119.1(6) . . ? C11 C10 H10 118(4) . . ? C9 C10 H10 122(4) . . ? C10 C11 C12 121.1(6) . . ? C10 C11 H11 116(4) . . ? C12 C11 H11 123(4) . . ? C11 C12 C7 120.2(5) . . ? C11 C12 H12 121(4) . . ? C7 C12 H12 117(4) . . ? N11 C21 C22 122.5(6) . . ? N11 C21 H21 119(3) . . ? C22 C21 H21 119(3) . . ? C23 C22 C21 118.6(5) . . ? C23 C22 H22 121(4) . . ? C21 C22 H22 120(4) . . ? C22 C23 C24 120.2(6) . . ? C22 C23 H23 124(3) . . ? C24 C23 H23 116(4) . . ? C23 C24 C25 118.7(6) . . ? C23 C24 H24 122(5) . . ? C25 C24 H24 119(5) . . ? N11 C25 C24 120.3(5) . . ? N11 C25 C26 115.2(4) . . ? C24 C25 C26 124.5(5) . . ? N12 C26 C25 113.1(4) . . ? N12 C26 C27 123.2(4) . . ? C25 C26 C27 123.8(4) . . ? C28 C27 C32 118.4(5) . . ? C28 C27 C26 120.4(5) . . ? C32 C27 C26 121.2(5) . . ? C29 C28 C27 121.3(6) . . ? C29 C28 H28 124(4) . . ? C27 C28 H28 115(4) . . ? C30 C29 C28 119.9(7) . . ? C30 C29 H29 119(5) . . ? C28 C29 H29 121(5) . . ? C31 C30 C29 120.5(6) . . ? C31 C30 H30 126(5) . . ? C29 C30 H30 113(5) . . ? C30 C31 C32 119.9(6) . . ? C30 C31 H31 134(4) . . ? C32 C31 H31 105(4) . . ? C27 C32 C31 120.0(6) . . ? C27 C32 H32 118(3) . . ? C31 C32 H32 121(3) . . ? N21 C41 C42 122.2(7) . . ? N21 C41 H41 119(5) . . ? C42 C41 H41 119(5) . . ? C43 C42 C41 119.3(6) . . ? C43 C42 H42 128(3) . . ? C41 C42 H42 113(4) . . ? C42 C43 C44 119.3(6) . . ? C42 C43 H43 121(5) . . ? C44 C43 H43 119(5) . . ? C45 C44 C43 119.6(6) . . ? C45 C44 H44 122(5) . . ? C43 C44 H44 117(5) . . ? N21 C45 C44 120.9(5) . . ? N21 C45 C46 113.7(4) . . ? C44 C45 C46 125.4(5) . . ? N22 C46 C47 123.9(5) . . ? N22 C46 C45 113.0(5) . . ? C47 C46 C45 123.1(4) . . ? C48 C47 C52 119.2(5) . . ? C48 C47 C46 119.9(5) . . ? C52 C47 C46 120.9(5) . . ? C49 C48 C47 120.4(6) . . ? C49 C48 H48 124(5) . . ? C47 C48 H48 115(4) . . ? C48 C49 C50 119.7(7) . . ? C48 C49 H49 121(4) . . ? C50 C49 H49 119(4) . . ? C51 C50 C49 120.5(7) . . ? C51 C50 H50 131(4) . . ? C49 C50 H50 107(4) . . ? C50 C51 C52 120.1(7) . . ? C50 C51 H51 127(5) . . ? C52 C51 H51 112(5) . . ? C47 C52 C51 120.0(7) . . ? C47 C52 H52 121(3) . . ? C51 C52 H52 118(3) . . ? O31 C61 H61A 109.5 . . ? O31 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? O31 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? O42 Cl1 O44 113.2(4) . . ? O42 Cl1 O41 110.4(4) . . ? O44 Cl1 O41 109.1(4) . . ? O42 Cl1 O43 109.7(5) . . ? O44 Cl1 O43 110.0(4) . . ? O41 Cl1 O43 103.9(5) . . ? Cu2 Cl2 Cu3 70.94(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.528 _refine_diff_density_min -0.595 _refine_diff_density_rms 0.084 # start Validation Reply Form # PROBLEM: Check Low Ueq as Compared to Neighbors for Cl1 # RESPONSE: This alert comes from the thermal parameters of the # oxygen atoms due to their large thermal motion. No action was taken. # end Validation Reply Form # Attachment 'kep107[Cu3PhPyCNO_3_OH__CH3OH_2_ClO4_2].cif' data_kep107 _database_code_depnum_ccdc_archive 'CCDC 648713' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H36 Cl2 Cu3 N6 O14' _chemical_formula_weight 1062.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 '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/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, -z-1/2' _cell_length_a 16.264(8) _cell_length_b 15.696(11) _cell_length_c 17.250(11) _cell_angle_alpha 90.00 _cell_angle_beta 96.59(3) _cell_angle_gamma 90.00 _cell_volume 4374(5) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 11 _cell_measurement_theta_max 27 _exptl_crystal_description parall _exptl_crystal_colour green _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.613 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2156 _exptl_absorpt_coefficient_mu 3.440 _exptl_absorpt_correction_type 'psi-scan empirical' _exptl_absorpt_correction_T_min 0.64 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; The crystals showed poor diffraction ability (despite their sufficient size) and the data were collected in increasing 2theta shells. The data was terminated when about 50% of the collected shell data were unobserved. ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'P21 Nicolet upgraded by Crystal Logic' _diffrn_measurement_method \q/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -2.9 _diffrn_reflns_number 5114 _diffrn_reflns_av_R_equivalents 0.0805 _diffrn_reflns_av_sigmaI/netI 0.0511 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 3.54 _diffrn_reflns_theta_max 52.50 _reflns_number_total 4879 _reflns_number_gt 3734 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1565P)^2^+9.3464P] 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 0.00045(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4879 _refine_ls_number_parameters 571 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0987 _refine_ls_R_factor_gt 0.0793 _refine_ls_wR_factor_ref 0.2385 _refine_ls_wR_factor_gt 0.2149 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.023 _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 0.18044(8) 0.22073(7) 0.50982(8) 0.0657(5) Uani 1 1 d . . . Cu2 Cu 0.34964(7) 0.14354(7) 0.59770(7) 0.0620(5) Uani 1 1 d . . . Cu3 Cu 0.31330(8) 0.34637(8) 0.60138(7) 0.0678(5) Uani 1 1 d . . . O1 O 0.2770(4) 0.0644(3) 0.5347(3) 0.0657(15) Uani 1 1 d . . . N1 N 0.0908(4) 0.1885(5) 0.4302(4) 0.0648(19) Uani 1 1 d . . . N2 N 0.2083(4) 0.1006(4) 0.4991(4) 0.0597(17) Uani 1 1 d . . . O11 O 0.4160(4) 0.3089(4) 0.6546(3) 0.0736(17) Uani 1 1 d . . . N11 N 0.4493(5) 0.0708(4) 0.6046(4) 0.0645(19) Uani 1 1 d . . . N12 N 0.4352(5) 0.2293(4) 0.6373(4) 0.0659(19) Uani 1 1 d . . . O21 O 0.1547(4) 0.3395(4) 0.5023(4) 0.0728(17) Uani 1 1 d . . . N21 N 0.3438(5) 0.4673(5) 0.6014(4) 0.072(2) Uani 1 1 d . . . N22 N 0.2165(4) 0.3899(5) 0.5344(4) 0.0673(19) Uani 1 1 d . . . O31 O 0.2653(3) 0.2325(3) 0.5987(3) 0.0623(14) Uani 1 1 d . . . OM1 O 0.3039(6) 0.0806(6) 0.7087(5) 0.118(3) Uani 1 1 d . . . OM2 O 0.0906(8) 0.2062(9) 0.6164(8) 0.169(4) Uani 1 1 d . . . O41 O 0.2235(16) 0.3627(11) 0.7178(10) 0.306(13) Uani 1 1 d . . . O51 O 0.3182(7) 0.2309(7) 0.4419(6) 0.147(4) Uani 1 1 d . . . C1 C 0.0283(6) 0.2394(6) 0.3991(6) 0.076(3) Uani 1 1 d . . . H1 H 0.0308 0.2973 0.4104 0.099 Uiso 1 1 calc R . . C3 C -0.0428(7) 0.1225(8) 0.3368(7) 0.097(3) Uani 1 1 d . . . H3 H -0.0893 0.0998 0.3076 0.126 Uiso 1 1 calc R . . C2 C -0.0381(7) 0.2091(7) 0.3521(7) 0.097(3) Uani 1 1 d . . . H2 H -0.0795 0.2458 0.3307 0.126 Uiso 1 1 calc R . . C4 C 0.0220(6) 0.0697(7) 0.3652(6) 0.083(3) Uani 1 1 d . . . H4 H 0.0209 0.0120 0.3530 0.107 Uiso 1 1 calc R . . C5 C 0.0894(5) 0.1046(5) 0.4126(5) 0.064(2) Uani 1 1 d . . . C6 C 0.1608(5) 0.0567(5) 0.4494(5) 0.059(2) Uani 1 1 d . . . C7 C 0.1726(5) -0.0346(5) 0.4308(5) 0.062(2) Uani 1 1 d . . . C8 C 0.1683(6) -0.0629(6) 0.3545(5) 0.073(2) Uani 1 1 d . . . H8 H 0.1586 -0.0237 0.3140 0.095 Uiso 1 1 calc R . . C9 C 0.1781(7) -0.1487(7) 0.3369(7) 0.090(3) Uani 1 1 d . . . H9 H 0.1754 -0.1664 0.2852 0.117 Uiso 1 1 calc R . . C10 C 0.1916(8) -0.2065(7) 0.3963(7) 0.104(4) Uani 1 1 d . . . H10 H 0.1993 -0.2638 0.3852 0.135 Uiso 1 1 calc R . . C11 C 0.1939(9) -0.1795(7) 0.4730(7) 0.108(4) Uani 1 1 d . . . H11 H 0.2017 -0.2192 0.5133 0.140 Uiso 1 1 calc R . . C12 C 0.1846(7) -0.0944(6) 0.4904(6) 0.084(3) Uani 1 1 d . . . H12 H 0.1864 -0.0771 0.5421 0.109 Uiso 1 1 calc R . . C21 C 0.4502(6) -0.0124(6) 0.5894(5) 0.071(2) Uani 1 1 d . . . H21 H 0.4004 -0.0406 0.5754 0.092 Uiso 1 1 calc R . . C22 C 0.5239(7) -0.0577(6) 0.5940(5) 0.079(3) Uani 1 1 d . . . H22 H 0.5235 -0.1165 0.5872 0.103 Uiso 1 1 calc R . . C23 C 0.5978(7) -0.0141(7) 0.6088(6) 0.086(3) Uani 1 1 d . . . H23 H 0.6479 -0.0425 0.6083 0.112 Uiso 1 1 calc R . . C24 C 0.5965(6) 0.0743(7) 0.6249(5) 0.077(3) Uani 1 1 d . . . H24 H 0.6456 0.1047 0.6361 0.100 Uiso 1 1 calc R . . C25 C 0.5214(5) 0.1142(6) 0.6237(5) 0.061(2) Uani 1 1 d . . . C26 C 0.5116(5) 0.2050(6) 0.6436(5) 0.064(2) Uani 1 1 d . . . C27 C 0.5805(6) 0.2636(7) 0.6664(6) 0.077(3) Uani 1 1 d . . . C28 C 0.6366(6) 0.2492(8) 0.7328(6) 0.092(3) Uani 1 1 d . . . H28 H 0.6339 0.1995 0.7617 0.119 Uiso 1 1 calc R . . C29 C 0.6967(8) 0.3103(10) 0.7549(8) 0.106(4) Uani 1 1 d . . . H29 H 0.7337 0.3021 0.7995 0.138 Uiso 1 1 calc R . . C30 C 0.7012(9) 0.3817(12) 0.7115(10) 0.128(6) Uani 1 1 d . . . H30 H 0.7425 0.4213 0.7267 0.167 Uiso 1 1 calc R . . C31 C 0.6489(8) 0.3974(8) 0.6481(8) 0.102(4) Uani 1 1 d . . . H31 H 0.6535 0.4475 0.6200 0.132 Uiso 1 1 calc R . . C32 C 0.5869(7) 0.3382(7) 0.6237(6) 0.087(3) Uani 1 1 d . . . H32 H 0.5502 0.3486 0.5794 0.113 Uiso 1 1 calc R . . C41 C 0.4122(7) 0.5028(7) 0.6349(6) 0.091(3) Uani 1 1 d . . . H41 H 0.4514 0.4685 0.6633 0.119 Uiso 1 1 calc R . . C42 C 0.4282(8) 0.5895(8) 0.6297(8) 0.103(4) Uani 1 1 d . . . H42 H 0.4760 0.6137 0.6553 0.134 Uiso 1 1 calc R . . C43 C 0.3714(9) 0.6374(7) 0.5857(7) 0.096(3) Uani 1 1 d . . . H43 H 0.3804 0.6955 0.5804 0.125 Uiso 1 1 calc R . . C44 C 0.3019(7) 0.6020(6) 0.5494(6) 0.088(3) Uani 1 1 d . . . H44 H 0.2637 0.6355 0.5188 0.114 Uiso 1 1 calc R . . C45 C 0.2875(6) 0.5173(5) 0.5576(5) 0.070(2) Uani 1 1 d . . . C46 C 0.2140(6) 0.4706(5) 0.5200(5) 0.064(2) Uani 1 1 d . . . C47 C 0.1500(6) 0.5093(5) 0.4647(6) 0.072(2) Uani 1 1 d . . . C48 C 0.0953(9) 0.5689(8) 0.4868(7) 0.120(5) Uani 1 1 d . . . H48 H 0.0986 0.5854 0.5388 0.156 Uiso 1 1 calc R . . C49 C 0.0361(9) 0.6044(9) 0.4338(9) 0.129(5) Uani 1 1 d . . . H49 H -0.0011 0.6440 0.4498 0.168 Uiso 1 1 calc R . . C50 C 0.0321(9) 0.5811(9) 0.3567(9) 0.119(4) Uani 1 1 d . . . H50 H -0.0059 0.6072 0.3198 0.154 Uiso 1 1 calc R . . C51 C 0.0805(9) 0.5234(10) 0.3354(7) 0.125(5) Uani 1 1 d . . . H51 H 0.0740 0.5057 0.2836 0.162 Uiso 1 1 calc R . . C52 C 0.1423(8) 0.4862(8) 0.3868(6) 0.102(4) Uani 1 1 d . . . H52 H 0.1781 0.4463 0.3690 0.132 Uiso 1 1 calc R . . CM1 C 0.3449(12) 0.0796(10) 0.7811(9) 0.155(7) Uani 1 1 d . . . HM1A H 0.4022 0.0669 0.7782 0.201 Uiso 1 1 calc R . . HM1B H 0.3215 0.0369 0.8118 0.201 Uiso 1 1 calc R . . HM1C H 0.3403 0.1344 0.8050 0.201 Uiso 1 1 calc R . . CM2 C 0.067(2) 0.1402(16) 0.6445(17) 0.30(2) Uani 1 1 d . . . HM2A H 0.1123 0.1123 0.6743 0.396 Uiso 1 1 calc R . . HM2B H 0.0434 0.1031 0.6034 0.396 Uiso 1 1 calc R . . HM2C H 0.0250 0.1534 0.6780 0.396 Uiso 1 1 calc R . . Cl1 Cl 0.20787(18) 0.33615(19) 0.78228(16) 0.0901(8) Uani 1 1 d . . . O42 O 0.2508(9) 0.2650(10) 0.8027(14) 0.277(11) Uani 1 1 d . . . O43 O 0.1344(10) 0.3436(14) 0.8012(16) 0.310(13) Uani 1 1 d . . . O44 O 0.2378(18) 0.396(2) 0.8269(15) 0.43(2) Uani 1 1 d . . . Cl2 Cl 0.36796(19) 0.29617(18) 0.41516(15) 0.0898(8) Uani 1 1 d . . . O52 O 0.3981(8) 0.3443(11) 0.4764(7) 0.207(7) Uani 1 1 d . . . O53 O 0.3163(11) 0.3591(9) 0.3707(8) 0.217(7) Uani 1 1 d . . . O54 O 0.4132(7) 0.2662(6) 0.3615(6) 0.145(4) 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 0.0646(8) 0.0479(8) 0.0811(9) 0.0017(6) -0.0071(6) 0.0100(6) Cu2 0.0652(8) 0.0547(8) 0.0643(8) -0.0007(5) 0.0002(6) 0.0136(6) Cu3 0.0741(9) 0.0517(8) 0.0736(9) -0.0066(6) -0.0092(6) 0.0112(6) O1 0.073(4) 0.047(3) 0.074(4) 0.001(3) -0.005(3) 0.015(3) N1 0.056(4) 0.065(5) 0.072(4) 0.011(4) -0.001(3) 0.015(4) N2 0.061(4) 0.052(4) 0.064(4) 0.002(3) -0.001(3) 0.010(4) O11 0.074(4) 0.064(4) 0.077(4) -0.012(3) -0.013(3) 0.011(3) N11 0.083(5) 0.051(4) 0.059(4) 0.001(3) 0.006(4) 0.018(4) N12 0.084(6) 0.053(4) 0.058(4) -0.003(3) -0.003(4) 0.012(4) O21 0.071(4) 0.053(4) 0.090(4) 0.004(3) -0.012(3) 0.010(3) N21 0.084(5) 0.063(5) 0.068(5) -0.009(4) 0.001(4) 0.001(4) N22 0.070(5) 0.058(5) 0.073(5) -0.006(4) 0.001(4) 0.009(4) O31 0.068(3) 0.049(3) 0.068(4) -0.001(3) -0.001(3) 0.012(3) OM1 0.144(7) 0.126(7) 0.083(5) 0.020(5) 0.013(5) 0.019(6) OM2 0.165(10) 0.172(11) 0.179(11) 0.008(9) 0.062(9) 0.006(9) O41 0.53(4) 0.247(18) 0.179(14) 0.072(13) 0.20(2) 0.14(2) O51 0.147(8) 0.156(9) 0.148(9) 0.016(7) 0.059(7) -0.037(7) C1 0.075(6) 0.064(6) 0.085(7) -0.003(5) -0.010(5) 0.008(5) C3 0.070(7) 0.098(8) 0.115(9) -0.009(7) -0.021(6) 0.005(6) C2 0.095(8) 0.083(8) 0.110(8) -0.002(6) 0.000(7) 0.032(6) C4 0.083(7) 0.067(6) 0.095(7) -0.008(5) -0.002(6) 0.009(5) C5 0.067(5) 0.055(5) 0.069(5) 0.000(4) 0.002(4) 0.007(4) C6 0.068(5) 0.044(4) 0.063(5) 0.006(4) 0.005(4) 0.011(4) C7 0.074(6) 0.054(5) 0.057(5) 0.003(4) 0.008(4) 0.010(4) C8 0.087(7) 0.066(6) 0.065(6) -0.008(5) 0.006(5) 0.006(5) C9 0.089(7) 0.093(8) 0.087(7) -0.032(6) 0.005(6) 0.001(6) C10 0.141(11) 0.067(7) 0.100(9) -0.018(6) -0.002(7) 0.019(7) C11 0.179(13) 0.054(6) 0.088(8) 0.001(6) 0.006(8) 0.026(7) C12 0.119(8) 0.059(6) 0.074(6) -0.011(5) 0.012(6) 0.005(5) C21 0.083(6) 0.067(6) 0.064(5) 0.009(4) 0.012(4) 0.018(5) C22 0.097(8) 0.066(6) 0.074(6) 0.004(5) 0.012(5) 0.021(6) C23 0.095(8) 0.092(8) 0.071(6) 0.000(5) 0.012(5) 0.034(7) C24 0.076(7) 0.084(7) 0.073(6) -0.001(5) 0.015(5) 0.007(5) C25 0.065(6) 0.064(5) 0.055(5) 0.001(4) 0.009(4) 0.013(5) C26 0.061(6) 0.073(6) 0.056(5) 0.002(4) 0.007(4) 0.012(5) C27 0.069(6) 0.095(8) 0.067(6) -0.021(5) 0.009(5) 0.009(5) C28 0.079(7) 0.115(9) 0.075(7) -0.017(6) -0.014(6) 0.037(7) C29 0.078(8) 0.136(11) 0.095(9) -0.042(9) -0.028(6) 0.020(8) C30 0.104(10) 0.148(14) 0.138(13) -0.081(11) 0.037(10) -0.031(10) C31 0.097(8) 0.104(9) 0.105(9) -0.033(7) 0.015(7) -0.020(7) C32 0.098(8) 0.085(7) 0.077(7) -0.010(6) 0.003(6) -0.003(6) C41 0.107(9) 0.080(8) 0.086(7) -0.015(6) 0.005(6) -0.002(6) C42 0.119(10) 0.077(8) 0.111(9) -0.021(7) 0.007(7) -0.018(7) C43 0.140(11) 0.055(6) 0.093(8) -0.004(6) 0.010(7) -0.017(7) C44 0.115(9) 0.058(6) 0.091(7) -0.004(5) 0.010(6) 0.004(6) C45 0.089(7) 0.049(5) 0.073(6) -0.004(4) 0.010(5) 0.009(5) C46 0.090(6) 0.039(5) 0.064(5) 0.005(4) 0.015(5) 0.017(4) C47 0.082(6) 0.048(5) 0.085(7) 0.002(4) 0.012(5) 0.014(5) C48 0.149(11) 0.113(9) 0.096(8) 0.018(7) 0.009(8) 0.075(9) C49 0.130(11) 0.116(10) 0.137(12) 0.015(9) -0.004(9) 0.074(9) C50 0.125(11) 0.100(9) 0.120(11) 0.015(8) -0.031(8) 0.033(9) C51 0.150(12) 0.120(11) 0.095(9) -0.005(8) -0.025(8) 0.043(10) C52 0.132(10) 0.096(8) 0.076(7) -0.005(6) 0.001(6) 0.044(7) CM1 0.24(2) 0.114(11) 0.107(11) -0.018(9) 0.021(12) -0.028(12) CM2 0.42(5) 0.25(3) 0.27(3) 0.02(2) 0.16(3) -0.19(3) Cl1 0.0894(19) 0.106(2) 0.0740(17) -0.0096(14) 0.0055(13) 0.0191(16) O42 0.168(12) 0.180(13) 0.50(3) 0.157(17) 0.099(16) 0.089(11) O43 0.129(11) 0.35(3) 0.47(3) 0.11(2) 0.121(17) 0.096(14) O44 0.39(3) 0.51(4) 0.34(3) -0.27(3) -0.22(3) 0.27(3) Cl2 0.110(2) 0.0861(18) 0.0763(16) -0.0099(14) 0.0260(15) -0.0063(15) O52 0.177(11) 0.308(19) 0.136(9) -0.098(10) 0.018(8) -0.073(11) O53 0.286(18) 0.190(13) 0.177(12) 0.035(9) 0.026(12) 0.117(12) O54 0.192(10) 0.116(7) 0.144(8) -0.024(6) 0.095(8) -0.002(7) _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 O21 1.912(6) . ? Cu1 O31 1.951(6) . ? Cu1 N1 1.951(7) . ? Cu1 N2 1.953(7) . ? Cu2 O1 1.956(6) . ? Cu2 O31 1.958(5) . ? Cu2 N11 1.975(7) . ? Cu2 N12 2.000(8) . ? Cu2 OM1 2.351(8) . ? Cu3 O11 1.905(6) . ? Cu3 O31 1.949(6) . ? Cu3 N21 1.963(8) . ? Cu3 N22 1.966(7) . ? O1 N2 1.338(8) . ? N1 C5 1.351(11) . ? N1 C1 1.354(11) . ? N2 C6 1.285(10) . ? O11 N12 1.329(9) . ? N11 C21 1.332(11) . ? N11 C25 1.363(11) . ? N12 C26 1.292(11) . ? O21 N22 1.347(9) . ? N21 C41 1.316(13) . ? N21 C45 1.366(11) . ? N22 C46 1.291(10) . ? OM1 CM1 1.346(16) . ? OM2 CM2 1.227(19) . ? O41 Cl1 1.241(13) . ? O51 Cl2 1.415(9) . ? C1 C2 1.359(15) . ? C1 H1 0.9300 . ? C3 C4 1.386(14) . ? C3 C2 1.386(16) . ? C3 H3 0.9300 . ? C2 H2 0.9300 . ? C4 C5 1.401(13) . ? C4 H4 0.9300 . ? C5 C6 1.466(11) . ? C6 C7 1.486(11) . ? C7 C8 1.383(12) . ? C7 C12 1.390(13) . ? C8 C9 1.394(13) . ? C8 H8 0.9300 . ? C9 C10 1.368(16) . ? C9 H9 0.9300 . ? C10 C11 1.387(15) . ? C10 H10 0.9300 . ? C11 C12 1.381(14) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C21 C22 1.389(13) . ? C21 H21 0.9300 . ? C22 C23 1.382(15) . ? C22 H22 0.9300 . ? C23 C24 1.416(14) . ? C23 H23 0.9300 . ? C24 C25 1.371(12) . ? C24 H24 0.9300 . ? C25 C26 1.479(13) . ? C26 C27 1.469(13) . ? C27 C32 1.393(15) . ? C27 C28 1.399(14) . ? C28 C29 1.390(17) . ? C28 H28 0.9300 . ? C29 C30 1.35(2) . ? C29 H29 0.9300 . ? C30 C31 1.33(2) . ? C30 H30 0.9300 . ? C31 C32 1.400(15) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C41 C42 1.390(16) . ? C41 H41 0.9300 . ? C42 C43 1.354(16) . ? C42 H42 0.9300 . ? C43 C44 1.347(15) . ? C43 H43 0.9300 . ? C44 C45 1.360(13) . ? C44 H44 0.9300 . ? C45 C46 1.486(13) . ? C46 C47 1.461(12) . ? C47 C48 1.375(14) . ? C47 C52 1.383(14) . ? C48 C49 1.368(16) . ? C48 H48 0.9300 . ? C49 C50 1.374(18) . ? C49 H49 0.9300 . ? C50 C51 1.280(17) . ? C50 H50 0.9300 . ? C51 C52 1.391(16) . ? C51 H51 0.9300 . ? C52 H52 0.9300 . ? CM1 HM1A 0.9600 . ? CM1 HM1B 0.9600 . ? CM1 HM1C 0.9600 . ? CM2 HM2A 0.9600 . ? CM2 HM2B 0.9600 . ? CM2 HM2C 0.9600 . ? Cl1 O44 1.27(2) . ? Cl1 O43 1.280(13) . ? Cl1 O42 1.342(12) . ? Cl2 O54 1.333(9) . ? Cl2 O52 1.345(11) . ? Cl2 O53 1.457(12) . ? 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 O21 Cu1 O31 95.2(2) . . ? O21 Cu1 N1 93.7(3) . . ? O31 Cu1 N1 169.1(3) . . ? O21 Cu1 N2 170.6(3) . . ? O31 Cu1 N2 90.8(2) . . ? N1 Cu1 N2 81.1(3) . . ? O1 Cu2 O31 94.5(2) . . ? O1 Cu2 N11 96.1(3) . . ? O31 Cu2 N11 169.2(3) . . ? O1 Cu2 N12 165.9(3) . . ? O31 Cu2 N12 88.7(3) . . ? N11 Cu2 N12 80.5(3) . . ? O1 Cu2 OM1 87.6(3) . . ? O31 Cu2 OM1 90.3(3) . . ? N11 Cu2 OM1 92.4(3) . . ? N12 Cu2 OM1 106.1(3) . . ? O11 Cu3 O31 93.1(3) . . ? O11 Cu3 N21 95.2(3) . . ? O31 Cu3 N21 171.1(3) . . ? O11 Cu3 N22 171.8(3) . . ? O31 Cu3 N22 90.8(3) . . ? N21 Cu3 N22 81.3(3) . . ? N2 O1 Cu2 113.9(4) . . ? C5 N1 C1 119.5(8) . . ? C5 N1 Cu1 113.8(5) . . ? C1 N1 Cu1 126.3(6) . . ? C6 N2 O1 119.0(7) . . ? C6 N2 Cu1 116.9(5) . . ? O1 N2 Cu1 123.8(5) . . ? N12 O11 Cu3 113.5(5) . . ? C21 N11 C25 120.6(8) . . ? C21 N11 Cu2 125.6(7) . . ? C25 N11 Cu2 113.8(5) . . ? C26 N12 O11 120.5(8) . . ? C26 N12 Cu2 117.0(6) . . ? O11 N12 Cu2 122.5(6) . . ? N22 O21 Cu1 113.4(5) . . ? C41 N21 C45 118.6(9) . . ? C41 N21 Cu3 127.6(7) . . ? C45 N21 Cu3 113.7(6) . . ? C46 N22 O21 119.5(7) . . ? C46 N22 Cu3 117.4(6) . . ? O21 N22 Cu3 123.2(5) . . ? Cu3 O31 Cu1 110.5(3) . . ? Cu3 O31 Cu2 112.0(3) . . ? Cu1 O31 Cu2 111.0(3) . . ? CM1 OM1 Cu2 126.2(10) . . ? N1 C1 C2 122.6(9) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C4 C3 C2 119.7(10) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C1 C2 C3 118.7(10) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C3 C4 C5 119.0(9) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 120.3(8) . . ? N1 C5 C6 114.2(7) . . ? C4 C5 C6 125.5(8) . . ? N2 C6 C5 113.6(7) . . ? N2 C6 C7 125.4(7) . . ? C5 C6 C7 121.0(8) . . ? C8 C7 C12 118.3(8) . . ? C8 C7 C6 121.5(8) . . ? C12 C7 C6 120.2(8) . . ? C7 C8 C9 121.6(9) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C10 C9 C8 119.4(10) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? C9 C10 C11 119.8(10) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C12 C11 C10 120.7(11) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C11 C12 C7 120.2(9) . . ? C11 C12 H12 119.9 . . ? C7 C12 H12 119.9 . . ? N11 C21 C22 121.3(10) . . ? N11 C21 H21 119.4 . . ? C22 C21 H21 119.4 . . ? C23 C22 C21 118.9(9) . . ? C23 C22 H22 120.5 . . ? C21 C22 H22 120.5 . . ? C22 C23 C24 119.4(10) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.3 . . ? C25 C24 C23 118.5(10) . . ? C25 C24 H24 120.8 . . ? C23 C24 H24 120.8 . . ? N11 C25 C24 121.1(8) . . ? N11 C25 C26 115.1(7) . . ? C24 C25 C26 123.7(9) . . ? N12 C26 C27 122.3(8) . . ? N12 C26 C25 113.2(8) . . ? C27 C26 C25 124.5(8) . . ? C32 C27 C28 119.1(11) . . ? C32 C27 C26 119.1(9) . . ? C28 C27 C26 121.6(11) . . ? C29 C28 C27 119.0(12) . . ? C29 C28 H28 120.5 . . ? C27 C28 H28 120.5 . . ? C30 C29 C28 120.0(12) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C31 C30 C29 122.6(13) . . ? C31 C30 H30 118.7 . . ? C29 C30 H30 118.7 . . ? C30 C31 C32 119.6(14) . . ? C30 C31 H31 120.2 . . ? C32 C31 H31 120.2 . . ? C27 C32 C31 119.7(11) . . ? C27 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? N21 C41 C42 122.7(11) . . ? N21 C41 H41 118.6 . . ? C42 C41 H41 118.6 . . ? C43 C42 C41 117.3(11) . . ? C43 C42 H42 121.3 . . ? C41 C42 H42 121.3 . . ? C44 C43 C42 120.9(10) . . ? C44 C43 H43 119.6 . . ? C42 C43 H43 119.6 . . ? C43 C44 C45 120.0(11) . . ? C43 C44 H44 120.0 . . ? C45 C44 H44 120.0 . . ? C44 C45 N21 120.4(10) . . ? C44 C45 C46 125.1(9) . . ? N21 C45 C46 114.4(7) . . ? N22 C46 C47 122.5(9) . . ? N22 C46 C45 113.2(8) . . ? C47 C46 C45 123.9(7) . . ? C48 C47 C52 117.3(10) . . ? C48 C47 C46 122.5(9) . . ? C52 C47 C46 120.3(8) . . ? C49 C48 C47 121.4(12) . . ? C49 C48 H48 119.3 . . ? C47 C48 H48 119.3 . . ? C48 C49 C50 119.3(12) . . ? C48 C49 H49 120.4 . . ? C50 C49 H49 120.4 . . ? C51 C50 C49 120.3(12) . . ? C51 C50 H50 119.9 . . ? C49 C50 H50 119.9 . . ? C50 C51 C52 122.5(13) . . ? C50 C51 H51 118.7 . . ? C52 C51 H51 118.7 . . ? C47 C52 C51 119.2(11) . . ? C47 C52 H52 120.4 . . ? C51 C52 H52 120.4 . . ? OM1 CM1 HM1A 109.5 . . ? OM1 CM1 HM1B 109.5 . . ? HM1A CM1 HM1B 109.5 . . ? OM1 CM1 HM1C 109.5 . . ? HM1A CM1 HM1C 109.5 . . ? HM1B CM1 HM1C 109.5 . . ? OM2 CM2 HM2A 109.5 . . ? OM2 CM2 HM2B 109.5 . . ? HM2A CM2 HM2B 109.5 . . ? OM2 CM2 HM2C 109.5 . . ? HM2A CM2 HM2C 109.5 . . ? HM2B CM2 HM2C 109.5 . . ? O41 Cl1 O44 101(2) . . ? O41 Cl1 O43 119.4(16) . . ? O44 Cl1 O43 94.7(17) . . ? O41 Cl1 O42 111.2(12) . . ? O44 Cl1 O42 107.5(15) . . ? O43 Cl1 O42 118.8(12) . . ? O54 Cl2 O52 124.3(8) . . ? O54 Cl2 O51 110.7(6) . . ? O52 Cl2 O51 108.7(8) . . ? O54 Cl2 O53 101.8(8) . . ? O52 Cl2 O53 99.7(10) . . ? O51 Cl2 O53 110.2(9) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 52.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.976 _refine_diff_density_min -0.849 _refine_diff_density_rms 0.109 # start Validation Reply Form # PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 # RESPONSE: see _exptl_special_details above # PROBLEM: Resolution (too) Low [sin(th)/Lambda < 0.6]..... 52.50 Deg. # RESPONSE: see _exptl_special_details above # PROBLEM: _diffrn_reflns_theta_full (too) Low ............ 52.50 Deg. # RESPONSE: see _exptl_special_details above # PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.09 Ratio # RESPONSE: This alert comes from the low data to parameters ratio which # arizes due to the poor diffraction ability of the crystals # (see _exptl_special_details above). # PROBLEM: Check High Ueq as Compared to Neighbors for O41 # RESPONSE: This alert comes from the low data to parameters ratio which # arizes due to the poor diffraction ability of the crystals # (see _exptl_special_details above). # PROBLEM: Check Low Ueq as Compared to Neighbors for Cu3 # RESPONSE: This alert comes from the low data to parameters ratio which # arizes due to the poor diffraction ability of the crystals # (see _exptl_special_details above). # end Validation Reply Form