# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_publication_text _journal_name_full 'Dalton Trans.' #TrackingRef '- zn_co_cu_Cpy2_revised_version.cif' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Raphael Tripier' _publ_contact_author_address ;UMR CNRS 6521, ?Chimie, Electrochimie Mol\'eculaires et Chimie Analytique?, Universit\'e de Brest, 6 avenue Victor Le Gorgeu 29200 Brest France. ; _publ_contact_author_email raphael.tripier@univ-brest.fr _publ_contact_author_phone '33 2 98017927' _publ_contact_author_fax '33 2 98017001' loop_ _publ_author_name _publ_author_address N.B.Bernier ;UMR CNRS 6521, Chimie, Electrochimie Mol\'eculaires et Chimie Analytique Universit\'e de Brest, 6 avenue Victor Le Gorgeu 29200 Brest France. ; J.Costa ;Fac. de Farm\'acia de Lisboa, Av. Prof. Gama Pinto, 1649-003 Lisboa, Portugal ; R.Delgado ;Instituto de Tecnologia Qu\'imica e Biol\'ogica, Universidade Nova de Lisboa, Av. da Rep\'ublica, 2780-157 Oeiras Portugal ; V.Felix ;Departamento de Qu\'imica, CICECO, and Sec\,c\~ao Aut\'onoma de Ci\^encias da Sa\'ude, Universidade de Aveiro, 3810-193 Aveiro, Portugal ; G.Royal ;Universit\'e Joseph Fourier Grenoble I, D\'epartement de Chimie Mol\'eculaire, UMR CNRS-5250, Institut de Chimie Mol\'eculaire de Grenoble FR CNRS-2607, BP 53, 38041, Grenoble Cedex 9, France. ; R.Tripier ;UMR CNRS 6521 Chimie, Electrochimie Mol\'eculaires et Chimie Analytique, Universit\'e de Brest, 6 avenue Victor Le Gorgeu 29200 Brest France ; #==END data_compound_[CoPy2][Clo4]2 _database_code_depnum_ccdc_archive 'CCDC 778329' #TrackingRef '- zn_co_cu_Cpy2_revised_version.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H33 Cl2 Co N7 O8' _chemical_formula_weight 653.38 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' Co Co 0.3494 0.9721 '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 _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3783(4) _cell_length_b 15.2216(6) _cell_length_c 9.9160(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.367(4) _cell_angle_gamma 90.00 _cell_volume 1400.47(10) _cell_formula_units_Z 2 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 8715 _cell_measurement_theta_min 3.2272 _cell_measurement_theta_max 33.0244 _exptl_crystal_description 'polyedral block' _exptl_crystal_colour 'light orange' _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 678 _exptl_absorpt_coefficient_mu 0.862 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) compiled Aug 28 2006,13:05:05) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.7881 _exptl_absorpt_correction_T_max 0.8533 _exptl_special_details ; ; _diffrn_ambient_temperature 170(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 'X-CALIBUR-2 CCD 4-circle diffractometer' _diffrn_measurement_method ;omega-scans with kappa -79 deg (chi -58.3 deg), phi 0, 90, 180, 270 deg, omega range 115 deg., step 0.75 deg., exposure time 45 s detector angle 30 deg, detector distance 45 mm ; _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10085 _diffrn_reflns_av_R_equivalents 0.0187 _diffrn_reflns_av_sigmaI/netI 0.0211 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4888 _reflns_number_gt 4769 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) compiled Aug 28 2006,13:05:05) ; _computing_cell_refinement ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) compiled Aug 28 2006,13:05:05) ; _computing_data_reduction ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) compiled Aug 28 2006,13:05:05) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2010)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0435P)^2^+0.3176P] 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 constrained _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.009(10) _refine_ls_number_reflns 4888 _refine_ls_number_parameters 362 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0272 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0671 _refine_ls_wR_factor_gt 0.0664 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8051(3) 0.35791(16) 0.1505(3) 0.0287(6) Uani 1 d . . . H4A H 0.8685 0.3679 0.2381 0.034 Uiso 1 calc R . . H4B H 0.8646 0.3624 0.0761 0.034 Uiso 1 calc R . . C2 C 0.7395(3) 0.26748(17) 0.1503(3) 0.0303(6) Uani 1 d . . . H3A H 0.6828 0.2550 0.0601 0.036 Uiso 1 calc R . . H3B H 0.8165 0.2227 0.1686 0.036 Uiso 1 calc R . . C3 C 0.5612(3) 0.18157(16) 0.2517(3) 0.0313(5) Uani 1 d . . . H2A H 0.5397 0.1670 0.3439 0.038 Uiso 1 calc R . . H2B H 0.6184 0.1329 0.2206 0.038 Uiso 1 calc R . . C4 C 0.4220(3) 0.19193(15) 0.1548(3) 0.0295(5) Uani 1 d . . . H1A H 0.4430 0.1965 0.0600 0.035 Uiso 1 calc R . . H1B H 0.3601 0.1398 0.1608 0.035 Uiso 1 calc R . . C5 C 0.2413(3) 0.30411(16) 0.0747(3) 0.0305(5) Uani 1 d . . . H8A H 0.1674 0.3406 0.1098 0.037 Uiso 1 calc R . . H8B H 0.1921 0.2537 0.0247 0.037 Uiso 1 calc R . . C6 C 0.3176(3) 0.35780(15) -0.0205(2) 0.0271(5) Uani 1 d . . . H7A H 0.3885 0.3209 -0.0593 0.033 Uiso 1 calc R . . H7B H 0.2472 0.3807 -0.0964 0.033 Uiso 1 calc R . . C7 C 0.4837(3) 0.48133(17) -0.0243(2) 0.0274(5) Uani 1 d . . . H6A H 0.4940 0.5427 0.0085 0.033 Uiso 1 calc R . . H6B H 0.4378 0.4822 -0.1208 0.033 Uiso 1 calc R . . C8 C 0.6313(3) 0.43856(17) -0.0135(2) 0.0279(5) Uani 1 d . . . H5A H 0.6231 0.3812 -0.0609 0.034 Uiso 1 calc R . . H5B H 0.6969 0.4764 -0.0577 0.034 Uiso 1 calc R . . C11 C 0.7448(3) 0.50944(16) 0.1944(3) 0.0260(5) Uani 1 d . . . H15A H 0.6802 0.5581 0.1582 0.031 Uiso 1 calc R . . H15B H 0.8421 0.5216 0.1711 0.031 Uiso 1 calc R . . C12 C 0.7518(2) 0.50448(15) 0.3460(2) 0.0241(5) Uani 1 d . . . C13 C 0.8499(3) 0.55283(17) 0.4340(3) 0.0326(6) Uani 1 d . . . H19 H 0.9168 0.5903 0.3990 0.039 Uiso 1 calc R . . C14 C 0.8502(3) 0.5464(2) 0.5730(3) 0.0388(7) Uani 1 d . . . H20 H 0.9166 0.5793 0.6349 0.047 Uiso 1 calc R . . C15 C 0.7519(3) 0.4912(2) 0.6194(3) 0.0387(7) Uani 1 d . . . H21 H 0.7501 0.4850 0.7144 0.046 Uiso 1 calc R . . C16 C 0.6561(3) 0.44522(18) 0.5276(2) 0.0317(6) Uani 1 d . . . H22 H 0.5884 0.4075 0.5610 0.038 Uiso 1 calc R . . C17 C 0.2733(3) 0.25592(17) 0.3101(3) 0.0309(6) Uani 1 d . . . H9A H 0.3301 0.2133 0.3715 0.037 Uiso 1 calc R . . H9B H 0.1772 0.2298 0.2799 0.037 Uiso 1 calc R . . C18 C 0.2558(3) 0.33899(16) 0.3866(3) 0.0277(5) Uani 1 d . . . C19 C 0.1583(3) 0.3447(2) 0.4790(3) 0.0383(6) Uani 1 d . . . H13 H 0.0984 0.2961 0.4924 0.046 Uiso 1 calc R . . C20 C 0.1490(3) 0.4205(2) 0.5506(3) 0.0438(7) Uani 1 d . . . H14 H 0.0862 0.4242 0.6174 0.053 Uiso 1 calc R . . C21 C 0.2326(3) 0.49203(19) 0.5246(3) 0.0375(6) Uani 1 d . . . H15 H 0.2253 0.5464 0.5702 0.045 Uiso 1 calc R . . C22 C 0.3260(3) 0.48218(17) 0.4314(3) 0.0313(6) Uani 1 d . . . H16 H 0.3829 0.5312 0.4130 0.038 Uiso 1 calc R . . N1 N 0.6904(2) 0.42574(12) 0.13167(19) 0.0216(4) Uani 1 d . . . N2 N 0.6452(2) 0.26405(13) 0.2569(2) 0.0255(4) Uani 1 d D . . H2 H 0.7042 0.2657 0.3408 0.031 Uiso 1 calc RD . . N3 N 0.3464(2) 0.27157(13) 0.1902(2) 0.0249(4) Uani 1 d . . . N4 N 0.3922(2) 0.43179(12) 0.05819(19) 0.0221(4) Uani 1 d D . . H4 H 0.3222 0.4699 0.0816 0.027 Uiso 1 calc RD . . N5 N 0.6547(2) 0.45170(13) 0.39166(19) 0.0237(4) Uani 1 d . . . N6 N 0.3411(2) 0.40654(13) 0.3647(2) 0.0263(4) Uani 1 d . . . Co Co 0.50989(3) 0.38022(2) 0.24335(3) 0.01930(8) Uani 1 d . . . C23 C 0.8667(3) 0.23260(19) 0.6425(3) 0.0391(7) Uani 1 d . . . C24 C 0.8946(5) 0.2386(3) 0.7896(3) 0.0649(10) Uani 1 d . . . H24A H 0.9825 0.2059 0.8235 0.078 Uiso 1 calc R . . H24B H 0.8131 0.2137 0.8283 0.078 Uiso 1 calc R . . H24C H 0.9071 0.3004 0.8166 0.078 Uiso 1 calc R . . N7 N 0.8480(3) 0.2286(2) 0.5276(3) 0.0528(7) Uani 1 d . . . O1 O -0.0660(2) 0.60153(14) 0.9195(2) 0.0496(5) Uani 1 d . . . O2 O 0.1508(2) 0.55235(14) 0.8539(2) 0.0458(5) Uani 1 d . . . O3 O 0.1046(2) 0.52849(16) 1.0770(2) 0.0493(5) Uani 1 d . . . O4 O -0.0219(2) 0.45129(13) 0.8951(2) 0.0443(5) Uani 1 d . . . Cl1 Cl 0.04225(6) 0.53418(4) 0.93634(6) 0.02713(13) Uani 1 d . . . O5 O 0.4792(3) 0.17625(19) 0.5870(2) 0.0675(7) Uani 1 d . . . O6 O 0.5277(4) 0.29760(19) 0.7242(4) 0.1013(13) Uani 1 d . . . O7 O 0.5457(3) 0.1599(3) 0.8173(3) 0.1138(15) Uani 1 d . . . O8 O 0.3212(3) 0.21470(14) 0.7358(3) 0.0570(6) Uani 1 d . . . Cl2 Cl 0.46890(8) 0.21198(4) 0.71486(6) 0.03886(17) 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 C1 0.0217(11) 0.0363(15) 0.0284(12) -0.0020(10) 0.0050(9) 0.0046(10) C2 0.0292(13) 0.0283(13) 0.0338(14) -0.0044(11) 0.0058(11) 0.0088(11) C3 0.0328(13) 0.0220(12) 0.0388(14) 0.0033(10) 0.0046(11) 0.0047(10) C4 0.0343(13) 0.0173(11) 0.0362(13) -0.0019(10) 0.0026(11) 0.0000(10) C5 0.0264(12) 0.0266(13) 0.0359(14) -0.0038(10) -0.0036(11) -0.0012(10) C6 0.0277(12) 0.0267(13) 0.0253(12) -0.0029(9) -0.0013(10) 0.0018(9) C7 0.0308(12) 0.0295(12) 0.0224(12) 0.0060(10) 0.0050(10) 0.0003(10) C8 0.0292(12) 0.0353(13) 0.0197(11) 0.0018(10) 0.0051(10) 0.0004(11) C11 0.0279(13) 0.0232(12) 0.0274(13) 0.0003(10) 0.0060(10) -0.0052(10) C12 0.0210(11) 0.0234(11) 0.0274(12) -0.0012(9) 0.0017(9) 0.0034(9) C13 0.0277(12) 0.0278(13) 0.0405(16) -0.0056(11) -0.0012(11) 0.0009(11) C14 0.0334(14) 0.0433(16) 0.0353(17) -0.0154(13) -0.0096(12) 0.0098(14) C15 0.0371(15) 0.0541(17) 0.0240(13) -0.0080(12) 0.0012(11) 0.0146(13) C16 0.0330(13) 0.0402(14) 0.0222(12) -0.0014(11) 0.0051(10) 0.0065(11) C17 0.0253(12) 0.0274(13) 0.0415(15) 0.0087(11) 0.0096(11) -0.0028(10) C18 0.0237(12) 0.0271(12) 0.0320(13) 0.0055(10) 0.0038(10) 0.0007(10) C19 0.0315(14) 0.0413(15) 0.0453(16) 0.0109(13) 0.0167(13) 0.0004(12) C20 0.0346(15) 0.0577(18) 0.0435(17) 0.0088(14) 0.0203(13) 0.0125(13) C21 0.0339(14) 0.0399(15) 0.0399(15) -0.0049(12) 0.0091(12) 0.0093(12) C22 0.0293(12) 0.0279(13) 0.0375(14) -0.0045(11) 0.0080(11) 0.0018(10) N1 0.0233(9) 0.0236(10) 0.0181(9) -0.0000(8) 0.0037(7) 0.0040(8) N2 0.0274(10) 0.0219(10) 0.0266(10) 0.0005(8) 0.0018(8) 0.0028(8) N3 0.0248(10) 0.0189(9) 0.0310(10) -0.0008(8) 0.0045(8) 0.0002(8) N4 0.0214(9) 0.0205(10) 0.0238(10) 0.0006(8) 0.0010(8) 0.0021(8) N5 0.0235(9) 0.0261(10) 0.0214(9) -0.0021(8) 0.0033(8) 0.0026(8) N6 0.0235(10) 0.0297(11) 0.0265(10) 0.0010(8) 0.0061(8) -0.0003(8) Co 0.01968(14) 0.01839(14) 0.01987(14) 0.00027(12) 0.00301(10) 0.00043(13) C23 0.0346(15) 0.0359(15) 0.0452(18) 0.0057(13) 0.0003(13) -0.0021(12) C24 0.084(3) 0.063(2) 0.0446(18) 0.0001(17) -0.0019(18) -0.012(2) N7 0.0409(14) 0.073(2) 0.0425(16) 0.0049(14) 0.0013(12) -0.0045(14) O1 0.0449(12) 0.0508(13) 0.0517(13) 0.0007(10) 0.0025(10) 0.0268(11) O2 0.0409(11) 0.0406(12) 0.0606(14) 0.0074(10) 0.0229(10) -0.0056(10) O3 0.0451(11) 0.0667(15) 0.0329(11) -0.0068(10) -0.0051(9) 0.0202(11) O4 0.0366(10) 0.0370(11) 0.0575(13) 0.0027(10) 0.0011(9) -0.0096(9) Cl1 0.0220(3) 0.0291(3) 0.0303(3) 0.0012(2) 0.0037(2) 0.0036(2) O5 0.0722(17) 0.0872(18) 0.0433(13) -0.0262(13) 0.0093(12) 0.0114(14) O6 0.135(3) 0.0627(18) 0.126(3) -0.0433(17) 0.085(2) -0.0601(19) O7 0.0658(18) 0.182(4) 0.083(2) 0.083(2) -0.0254(16) -0.046(2) O8 0.0636(14) 0.0400(12) 0.0740(15) -0.0117(11) 0.0325(12) -0.0093(11) Cl2 0.0559(4) 0.0373(4) 0.0238(3) -0.0028(3) 0.0071(3) -0.0149(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 C1 N1 1.483(3) . ? C1 C2 1.507(4) . ? C1 H4A 0.9900 . ? C1 H4B 0.9900 . ? C2 N2 1.474(3) . ? C2 H3A 0.9900 . ? C2 H3B 0.9900 . ? C3 N2 1.479(3) . ? C3 C4 1.512(4) . ? C3 H2A 0.9900 . ? C3 H2B 0.9900 . ? C4 N3 1.472(3) . ? C4 H1A 0.9900 . ? C4 H1B 0.9900 . ? C5 N3 1.483(3) . ? C5 C6 1.506(3) . ? C5 H8A 0.9900 . ? C5 H8B 0.9900 . ? C6 N4 1.486(3) . ? C6 H7A 0.9900 . ? C6 H7B 0.9900 . ? C7 N4 1.476(3) . ? C7 C8 1.519(3) . ? C7 H6A 0.9900 . ? C7 H6B 0.9900 . ? C8 N1 1.478(3) . ? C8 H5A 0.9900 . ? C8 H5B 0.9900 . ? C11 N1 1.476(3) . ? C11 C12 1.497(3) . ? C11 H15A 0.9900 . ? C11 H15B 0.9900 . ? C12 N5 1.342(3) . ? C12 C13 1.385(3) . ? C13 C14 1.381(4) . ? C13 H19 0.9500 . ? C14 C15 1.376(4) . ? C14 H20 0.9500 . ? C15 C16 1.374(4) . ? C15 H21 0.9500 . ? C16 N5 1.349(3) . ? C16 H22 0.9500 . ? C17 N3 1.476(3) . ? C17 C18 1.496(4) . ? C17 H9A 0.9900 . ? C17 H9B 0.9900 . ? C18 N6 1.340(3) . ? C18 C19 1.388(4) . ? C19 C20 1.364(4) . ? C19 H13 0.9500 . ? C20 C21 1.388(4) . ? C20 H14 0.9500 . ? C21 C22 1.371(4) . ? C21 H15 0.9500 . ? C22 N6 1.345(3) . ? C22 H16 0.9500 . ? N1 Co 2.2621(19) . ? N2 Co 2.169(2) . ? N2 H2 0.9300 . ? N3 Co 2.265(2) . ? N4 Co 2.1484(19) . ? N4 H4 0.9300 . ? N5 Co 2.147(2) . ? N6 Co 2.161(2) . ? C23 N7 1.130(4) . ? C23 C24 1.447(4) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? O1 Cl1 1.436(2) . ? O2 Cl1 1.4220(19) . ? O3 Cl1 1.434(2) . ? O4 Cl1 1.432(2) . ? O5 Cl2 1.396(2) . ? O6 Cl2 1.413(3) . ? O7 Cl2 1.402(3) . ? O8 Cl2 1.431(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 C1 C2 110.30(19) . . ? N1 C1 H4A 109.6 . . ? C2 C1 H4A 109.6 . . ? N1 C1 H4B 109.6 . . ? C2 C1 H4B 109.6 . . ? H4A C1 H4B 108.1 . . ? N2 C2 C1 108.57(19) . . ? N2 C2 H3A 110.0 . . ? C1 C2 H3A 110.0 . . ? N2 C2 H3B 110.0 . . ? C1 C2 H3B 110.0 . . ? H3A C2 H3B 108.4 . . ? N2 C3 C4 109.9(2) . . ? N2 C3 H2A 109.7 . . ? C4 C3 H2A 109.7 . . ? N2 C3 H2B 109.7 . . ? C4 C3 H2B 109.7 . . ? H2A C3 H2B 108.2 . . ? N3 C4 C3 109.6(2) . . ? N3 C4 H1A 109.7 . . ? C3 C4 H1A 109.7 . . ? N3 C4 H1B 109.7 . . ? C3 C4 H1B 109.7 . . ? H1A C4 H1B 108.2 . . ? N3 C5 C6 110.0(2) . . ? N3 C5 H8A 109.7 . . ? C6 C5 H8A 109.7 . . ? N3 C5 H8B 109.7 . . ? C6 C5 H8B 109.7 . . ? H8A C5 H8B 108.2 . . ? N4 C6 C5 108.22(19) . . ? N4 C6 H7A 110.1 . . ? C5 C6 H7A 110.1 . . ? N4 C6 H7B 110.1 . . ? C5 C6 H7B 110.1 . . ? H7A C6 H7B 108.4 . . ? N4 C7 C8 109.82(19) . . ? N4 C7 H6A 109.7 . . ? C8 C7 H6A 109.7 . . ? N4 C7 H6B 109.7 . . ? C8 C7 H6B 109.7 . . ? H6A C7 H6B 108.2 . . ? N1 C8 C7 109.51(19) . . ? N1 C8 H5A 109.8 . . ? C7 C8 H5A 109.8 . . ? N1 C8 H5B 109.8 . . ? C7 C8 H5B 109.8 . . ? H5A C8 H5B 108.2 . . ? N1 C11 C12 109.95(19) . . ? N1 C11 H15A 109.7 . . ? C12 C11 H15A 109.7 . . ? N1 C11 H15B 109.7 . . ? C12 C11 H15B 109.7 . . ? H15A C11 H15B 108.2 . . ? N5 C12 C13 121.8(2) . . ? N5 C12 C11 115.9(2) . . ? C13 C12 C11 122.3(2) . . ? C14 C13 C12 119.8(3) . . ? C14 C13 H19 120.1 . . ? C12 C13 H19 120.1 . . ? C15 C14 C13 118.2(3) . . ? C15 C14 H20 120.9 . . ? C13 C14 H20 120.9 . . ? C16 C15 C14 119.7(3) . . ? C16 C15 H21 120.1 . . ? C14 C15 H21 120.1 . . ? N5 C16 C15 122.3(3) . . ? N5 C16 H22 118.8 . . ? C15 C16 H22 118.8 . . ? N3 C17 C18 111.7(2) . . ? N3 C17 H9A 109.3 . . ? C18 C17 H9A 109.3 . . ? N3 C17 H9B 109.3 . . ? C18 C17 H9B 109.3 . . ? H9A C17 H9B 107.9 . . ? N6 C18 C19 121.7(2) . . ? N6 C18 C17 117.0(2) . . ? C19 C18 C17 121.3(2) . . ? C20 C19 C18 119.6(3) . . ? C20 C19 H13 120.2 . . ? C18 C19 H13 120.2 . . ? C19 C20 C21 119.1(2) . . ? C19 C20 H14 120.4 . . ? C21 C20 H14 120.4 . . ? C22 C21 C20 118.2(3) . . ? C22 C21 H15 120.9 . . ? C20 C21 H15 120.9 . . ? N6 C22 C21 123.2(2) . . ? N6 C22 H16 118.4 . . ? C21 C22 H16 118.4 . . ? C11 N1 C8 110.73(19) . . ? C11 N1 C1 110.35(18) . . ? C8 N1 C1 112.15(18) . . ? C11 N1 Co 107.21(13) . . ? C8 N1 Co 108.41(14) . . ? C1 N1 Co 107.80(14) . . ? C2 N2 C3 112.15(19) . . ? C2 N2 Co 109.47(15) . . ? C3 N2 Co 112.70(15) . . ? C2 N2 H2 107.4 . . ? C3 N2 H2 107.4 . . ? Co N2 H2 107.4 . . ? C4 N3 C17 110.83(19) . . ? C4 N3 C5 112.3(2) . . ? C17 N3 C5 110.0(2) . . ? C4 N3 Co 108.88(15) . . ? C17 N3 Co 107.97(15) . . ? C5 N3 Co 106.69(14) . . ? C7 N4 C6 111.31(18) . . ? C7 N4 Co 113.12(14) . . ? C6 N4 Co 108.41(14) . . ? C7 N4 H4 107.9 . . ? C6 N4 H4 107.9 . . ? Co N4 H4 107.9 . . ? C12 N5 C16 118.2(2) . . ? C12 N5 Co 117.69(15) . . ? C16 N5 Co 124.08(17) . . ? C18 N6 C22 118.0(2) . . ? C18 N6 Co 116.82(16) . . ? C22 N6 Co 124.78(16) . . ? N5 Co N4 126.53(7) . . ? N5 Co N6 88.04(7) . . ? N4 Co N6 94.67(7) . . ? N5 Co N2 93.72(7) . . ? N4 Co N2 125.02(7) . . ? N6 Co N2 125.88(8) . . ? N5 Co N1 74.72(7) . . ? N4 Co N1 78.32(7) . . ? N6 Co N1 151.26(8) . . ? N2 Co N1 78.89(7) . . ? N5 Co N3 150.33(7) . . ? N4 Co N3 79.73(7) . . ? N6 Co N3 74.88(7) . . ? N2 Co N3 77.84(8) . . ? N1 Co N3 129.73(7) . . ? N7 C23 C24 178.4(3) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O2 Cl1 O4 108.28(13) . . ? O2 Cl1 O3 110.22(14) . . ? O4 Cl1 O3 108.63(14) . . ? O2 Cl1 O1 110.34(13) . . ? O4 Cl1 O1 109.59(13) . . ? O3 Cl1 O1 109.75(12) . . ? O5 Cl2 O7 110.0(2) . . ? O5 Cl2 O6 109.94(19) . . ? O7 Cl2 O6 108.7(3) . . ? O5 Cl2 O8 109.82(15) . . ? O7 Cl2 O8 108.51(17) . . ? O6 Cl2 O8 109.91(18) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.391 _refine_diff_density_min -0.205 _refine_diff_density_rms 0.048 #=== data_compound_[CuPy2](CLO4]2 _database_code_depnum_ccdc_archive 'CCDC 778330' #TrackingRef '- zn_co_cu_Cpy2_revised_version.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H30 Cl2 Cu N6 O8' _chemical_formula_weight 616.94 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 P21/n _symmetry_space_group_name_Hall '-P 2yn' 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 12.1760(5) _cell_length_b 13.3778(6) _cell_length_c 15.4238(6) _cell_angle_alpha 90.00 _cell_angle_beta 93.146(4) _cell_angle_gamma 90.00 _cell_volume 2508.57(18) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 6598 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 26.37 _exptl_crystal_description 'fragment of unshaped block' _exptl_crystal_colour 'light blue' _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1276 _exptl_absorpt_coefficient_mu 1.142 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.7479 _exptl_absorpt_correction_T_max 0.8847 _exptl_special_details ; Several crystals were experimented and all of them displayed few diffraction spots at high theta values ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_detector 'CCD plate' _diffrn_measurement_device 'Kappa-geometry diffractometer' _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR2' _diffrn_measurement_method ; Stepped phi-scan over 360 deg. followed by one short stepped omega-scans over 20 deg. with kappa -79 deg. (chi -58.3 deg.), step 1 deg., exposure time 90 s detector distance 45 mm detector angle 20 deg. ; _diffrn_detector_area_resol_mean 8.3622 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15951 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4309 _reflns_number_gt 3394 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2010)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0364P)^2^+5.7796P] 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 4309 _refine_ls_number_parameters 342 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0558 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1089 _refine_ls_wR_factor_gt 0.1041 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.126 _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 H4 H 0.237(3) 0.215(2) 0.3539(17) 0.032(11) Uiso 1 d D . . H2 H 0.211(3) 0.2930(19) 0.669(2) 0.035(12) Uiso 1 d D . . C1 C 0.0323(3) 0.1538(3) 0.5676(3) 0.0352(10) Uani 1 d . . . H1A H 0.0675 0.0872 0.5661 0.042 Uiso 1 calc R . . H1B H -0.0481 0.1441 0.5697 0.042 Uiso 1 calc R . . C2 C 0.0756(3) 0.2107(3) 0.6475(3) 0.0357(10) Uani 1 d . . . H2A H 0.0316 0.2721 0.6546 0.043 Uiso 1 calc R . . H2B H 0.0694 0.1687 0.6999 0.043 Uiso 1 calc R . . C3 C 0.2689(3) 0.1557(3) 0.6656(2) 0.0315(9) Uani 1 d . . . H3A H 0.2467 0.0928 0.6358 0.038 Uiso 1 calc R . . H3B H 0.2662 0.1451 0.7290 0.038 Uiso 1 calc R . . C4 C 0.3833(3) 0.1836(3) 0.6437(2) 0.0327(9) Uani 1 d . . . H4A H 0.4082 0.2426 0.6782 0.039 Uiso 1 calc R . . H4B H 0.4342 0.1276 0.6583 0.039 Uiso 1 calc R . . C5 C 0.4005(3) 0.1146(3) 0.4973(2) 0.0286(9) Uani 1 d . . . H5A H 0.3577 0.0590 0.5212 0.034 Uiso 1 calc R . . H5B H 0.4791 0.0953 0.5007 0.034 Uiso 1 calc R . . C6 C 0.3623(3) 0.1331(3) 0.4035(2) 0.0275(8) Uani 1 d . . . H6A H 0.4125 0.1808 0.3767 0.033 Uiso 1 calc R . . H6B H 0.3630 0.0696 0.3705 0.033 Uiso 1 calc R . . C7 C 0.1620(3) 0.0974(3) 0.3991(3) 0.0317(9) Uani 1 d . . . H7A H 0.1765 0.0494 0.4473 0.038 Uiso 1 calc R . . H7B H 0.1608 0.0601 0.3437 0.038 Uiso 1 calc R . . C8 C 0.0531(3) 0.1482(3) 0.4087(3) 0.0335(9) Uani 1 d . . . H8A H 0.0353 0.1906 0.3572 0.040 Uiso 1 calc R . . H8B H -0.0054 0.0973 0.4121 0.040 Uiso 1 calc R . . C11 C -0.0176(3) 0.2977(3) 0.4764(3) 0.0342(10) Uani 1 d . . . H11A H -0.0318 0.3274 0.5335 0.041 Uiso 1 calc R . . H11B H -0.0888 0.2753 0.4489 0.041 Uiso 1 calc R . . C12 C 0.0327(3) 0.3745(3) 0.4201(2) 0.0278(9) Uani 1 d . . . C13 C -0.0285(3) 0.4326(3) 0.3605(3) 0.0359(10) Uani 1 d . . . H13 H -0.1057 0.4232 0.3522 0.043 Uiso 1 calc R . . C14 C 0.0243(4) 0.5041(3) 0.3133(3) 0.0410(11) Uani 1 d . . . H14 H -0.0164 0.5449 0.2726 0.049 Uiso 1 calc R . . C15 C 0.1360(4) 0.5157(3) 0.3258(3) 0.0403(11) Uani 1 d . . . H15 H 0.1739 0.5649 0.2947 0.048 Uiso 1 calc R . . C16 C 0.1917(3) 0.4541(3) 0.3847(3) 0.0324(9) Uani 1 d . . . H16 H 0.2693 0.4612 0.3924 0.039 Uiso 1 calc R . . C17 C 0.4753(3) 0.2785(3) 0.5342(3) 0.0294(9) Uani 1 d . . . H17A H 0.4853 0.2842 0.4711 0.035 Uiso 1 calc R . . H17B H 0.5448 0.2534 0.5625 0.035 Uiso 1 calc R . . C18 C 0.4492(3) 0.3800(3) 0.5704(2) 0.0259(8) Uani 1 d . . . C19 C 0.5242(3) 0.4346(3) 0.6203(3) 0.0343(10) Uani 1 d . . . H19 H 0.5948 0.4078 0.6357 0.041 Uiso 1 calc R . . C20 C 0.4961(4) 0.5286(3) 0.6479(3) 0.0433(11) Uani 1 d . . . H20 H 0.5468 0.5677 0.6825 0.052 Uiso 1 calc R . . C21 C 0.3925(4) 0.5648(3) 0.6242(3) 0.0431(11) Uani 1 d . . . H21 H 0.3707 0.6298 0.6410 0.052 Uiso 1 calc R . . C22 C 0.3220(4) 0.5043(4) 0.5756(3) 0.0466(12) Uani 1 d . . . H22 H 0.2506 0.5292 0.5598 0.056 Uiso 1 calc R . . N1 N 0.0570(2) 0.2113(2) 0.4887(2) 0.0283(7) Uani 1 d . . . N2 N 0.1928(3) 0.2375(2) 0.6375(2) 0.0267(7) Uani 1 d D . . N3 N 0.3849(2) 0.2069(2) 0.54906(19) 0.0253(7) Uani 1 d . . . N4 N 0.2493(2) 0.1745(2) 0.40066(19) 0.0244(7) Uani 1 d D . . N5 N 0.1423(2) 0.3848(2) 0.4315(2) 0.0284(7) Uani 1 d . . . N6 N 0.3475(3) 0.4128(3) 0.5493(2) 0.0382(9) Uani 1 d . . . Cu Cu 0.22552(3) 0.25552(3) 0.50982(3) 0.02327(14) Uani 1 d . . . Cl1 Cl 0.25830(8) 0.80014(8) 0.32212(6) 0.0346(3) Uani 1 d . . . O1 O 0.1652(3) 0.8179(5) 0.2655(3) 0.111(2) Uani 1 d . . . O2 O 0.2302(3) 0.7366(3) 0.3910(2) 0.0552(9) Uani 1 d . . . O3 O 0.3402(3) 0.7543(3) 0.2725(2) 0.0532(9) Uani 1 d . . . O4 O 0.3027(5) 0.8893(3) 0.3577(3) 0.0982(17) Uani 1 d . . . Cl2 Cl 0.27561(7) 0.86924(7) 0.64998(6) 0.0287(2) Uani 1 d . . . O5 O 0.2354(3) 0.7699(2) 0.6537(3) 0.0683(12) Uani 1 d . . . O6 O 0.2654(3) 0.9148(2) 0.73339(19) 0.0552(9) Uani 1 d . . . O7 O 0.3875(3) 0.8692(4) 0.6315(3) 0.0896(15) Uani 1 d . . . O8 O 0.2133(2) 0.9236(2) 0.58446(19) 0.0437(8) 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 C1 0.028(2) 0.038(3) 0.041(2) 0.0027(19) 0.0100(18) -0.0083(18) C2 0.040(2) 0.041(3) 0.027(2) 0.0038(19) 0.0116(18) -0.005(2) C3 0.044(2) 0.028(2) 0.023(2) 0.0043(17) 0.0028(17) 0.0007(18) C4 0.038(2) 0.037(2) 0.023(2) 0.0025(18) -0.0021(17) -0.0007(19) C5 0.027(2) 0.022(2) 0.037(2) -0.0007(17) 0.0013(17) 0.0035(16) C6 0.027(2) 0.026(2) 0.029(2) -0.0062(17) 0.0034(16) 0.0010(16) C7 0.035(2) 0.030(2) 0.030(2) -0.0064(18) 0.0003(17) -0.0076(18) C8 0.028(2) 0.036(2) 0.037(2) -0.0043(19) 0.0004(17) -0.0097(18) C11 0.0183(19) 0.044(3) 0.040(2) -0.004(2) 0.0036(16) 0.0014(18) C12 0.0232(19) 0.032(2) 0.028(2) -0.0051(17) -0.0001(15) 0.0025(17) C13 0.029(2) 0.044(3) 0.034(2) -0.009(2) -0.0043(18) 0.0105(19) C14 0.054(3) 0.036(3) 0.032(2) -0.003(2) -0.009(2) 0.015(2) C15 0.056(3) 0.029(2) 0.035(2) -0.0007(19) -0.002(2) -0.002(2) C16 0.035(2) 0.029(2) 0.033(2) -0.0015(18) -0.0009(18) -0.0065(18) C17 0.0203(19) 0.033(2) 0.034(2) -0.0020(18) -0.0001(15) -0.0018(16) C18 0.0251(19) 0.027(2) 0.0261(19) 0.0031(16) 0.0040(15) 0.0023(16) C19 0.025(2) 0.031(2) 0.047(2) -0.001(2) 0.0004(18) -0.0032(17) C20 0.045(3) 0.035(3) 0.051(3) -0.008(2) 0.013(2) -0.012(2) C21 0.060(3) 0.031(3) 0.041(3) 0.001(2) 0.019(2) 0.011(2) C22 0.047(3) 0.060(3) 0.033(2) -0.003(2) 0.004(2) 0.026(2) N1 0.0229(16) 0.0325(19) 0.0299(17) 0.0026(14) 0.0047(13) -0.0019(14) N2 0.0317(17) 0.0252(19) 0.0238(16) -0.0018(14) 0.0063(13) -0.0033(14) N3 0.0244(16) 0.0273(18) 0.0241(16) -0.0003(14) 0.0004(12) -0.0022(13) N4 0.0266(17) 0.0251(18) 0.0215(16) 0.0001(14) 0.0010(13) -0.0000(14) N5 0.0238(17) 0.0316(19) 0.0293(17) -0.0004(15) -0.0016(13) 0.0012(14) N6 0.0299(19) 0.053(2) 0.0309(18) -0.0063(17) -0.0008(15) 0.0161(17) Cu 0.0232(2) 0.0248(3) 0.0219(2) -0.0009(2) 0.00182(16) 0.00169(19) Cl1 0.0340(5) 0.0355(6) 0.0346(5) 0.0042(5) 0.0061(4) 0.0078(4) O1 0.044(2) 0.214(6) 0.075(3) 0.057(3) 0.001(2) 0.044(3) O2 0.064(2) 0.054(2) 0.049(2) 0.0142(17) 0.0133(16) -0.0072(17) O3 0.0470(19) 0.076(2) 0.0365(17) -0.0130(17) 0.0017(14) 0.0233(18) O4 0.173(5) 0.033(2) 0.094(3) -0.016(2) 0.058(3) -0.022(3) Cl2 0.0248(5) 0.0292(5) 0.0321(5) -0.0004(4) 0.0016(4) 0.0005(4) O5 0.098(3) 0.0278(19) 0.075(3) 0.0122(17) -0.035(2) -0.0096(18) O6 0.088(3) 0.045(2) 0.0332(17) -0.0012(15) 0.0087(16) 0.0148(18) O7 0.0271(19) 0.172(5) 0.071(3) -0.011(3) 0.0129(17) 0.003(2) O8 0.0503(19) 0.0343(18) 0.0453(18) 0.0111(14) -0.0078(14) -0.0015(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.485(5) . ? C1 C2 1.518(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.487(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.484(5) . ? C3 C4 1.498(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N3 1.494(5) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N3 1.489(5) . ? C5 C6 1.515(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.481(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N4 1.480(5) . ? C7 C8 1.504(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.493(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C11 N1 1.476(5) . ? C11 C12 1.498(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N5 1.344(5) . ? C12 C13 1.389(5) . ? C13 C14 1.382(6) . ? C13 H13 0.9500 . ? C14 C15 1.372(6) . ? C14 H14 0.9500 . ? C15 C16 1.376(6) . ? C15 H15 0.9500 . ? C16 N5 1.339(5) . ? C16 H16 0.9500 . ? C17 N3 1.486(5) . ? C17 C18 1.509(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 N6 1.337(5) . ? C18 C19 1.372(5) . ? C19 C20 1.377(6) . ? C19 H19 0.9500 . ? C20 C21 1.381(6) . ? C20 H20 0.9500 . ? C21 C22 1.372(7) . ? C21 H21 0.9500 . ? C22 N6 1.332(6) . ? C22 H22 0.9500 . ? N1 Cu 2.143(3) . ? N2 Cu 2.044(3) . ? N2 H2 0.904(10) . ? N3 Cu 2.104(3) . ? N4 Cu 2.037(3) . ? N4 H4 0.904(10) . ? N5 Cu 2.311(3) . ? Cl1 O4 1.408(4) . ? Cl1 O1 1.413(4) . ? Cl1 O2 1.417(3) . ? Cl1 O3 1.428(3) . ? Cl2 O7 1.407(3) . ? Cl2 O5 1.418(3) . ? Cl2 O8 1.429(3) . ? Cl2 O6 1.435(3) . ? 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 C1 C2 109.2(3) . . ? N1 C1 H1A 109.8 . . ? C2 C1 H1A 109.8 . . ? N1 C1 H1B 109.8 . . ? C2 C1 H1B 109.8 . . ? H1A C1 H1B 108.3 . . ? N2 C2 C1 109.2(3) . . ? N2 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N2 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? N2 C3 C4 108.9(3) . . ? N2 C3 H3A 109.9 . . ? C4 C3 H3A 109.9 . . ? N2 C3 H3B 109.9 . . ? C4 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? N3 C4 C3 109.6(3) . . ? N3 C4 H4A 109.8 . . ? C3 C4 H4A 109.8 . . ? N3 C4 H4B 109.8 . . ? C3 C4 H4B 109.8 . . ? H4A C4 H4B 108.2 . . ? N3 C5 C6 109.6(3) . . ? N3 C5 H5A 109.8 . . ? C6 C5 H5A 109.8 . . ? N3 C5 H5B 109.8 . . ? C6 C5 H5B 109.8 . . ? H5A C5 H5B 108.2 . . ? N4 C6 C5 109.0(3) . . ? N4 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? N4 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? H6A C6 H6B 108.3 . . ? N4 C7 C8 108.7(3) . . ? N4 C7 H7A 110.0 . . ? C8 C7 H7A 110.0 . . ? N4 C7 H7B 110.0 . . ? C8 C7 H7B 110.0 . . ? H7A C7 H7B 108.3 . . ? N1 C8 C7 110.4(3) . . ? N1 C8 H8A 109.6 . . ? C7 C8 H8A 109.6 . . ? N1 C8 H8B 109.6 . . ? C7 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? N1 C11 C12 110.1(3) . . ? N1 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? N1 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.2 . . ? N5 C12 C13 121.5(4) . . ? N5 C12 C11 115.4(3) . . ? C13 C12 C11 123.1(4) . . ? C14 C13 C12 119.2(4) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C15 C14 C13 119.4(4) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C14 C15 C16 118.3(4) . . ? C14 C15 H15 120.8 . . ? C16 C15 H15 120.8 . . ? N5 C16 C15 123.4(4) . . ? N5 C16 H16 118.3 . . ? C15 C16 H16 118.3 . . ? N3 C17 C18 110.5(3) . . ? N3 C17 H17A 109.6 . . ? C18 C17 H17A 109.6 . . ? N3 C17 H17B 109.6 . . ? C18 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? N6 C18 C19 122.7(4) . . ? N6 C18 C17 114.6(3) . . ? C19 C18 C17 122.7(3) . . ? C18 C19 C20 119.4(4) . . ? C18 C19 H19 120.3 . . ? C20 C19 H19 120.3 . . ? C19 C20 C21 118.4(4) . . ? C19 C20 H20 120.8 . . ? C21 C20 H20 120.8 . . ? C22 C21 C20 118.3(4) . . ? C22 C21 H21 120.9 . . ? C20 C21 H21 120.9 . . ? N6 C22 C21 124.0(4) . . ? N6 C22 H22 118.0 . . ? C21 C22 H22 118.0 . . ? C11 N1 C1 111.1(3) . . ? C11 N1 C8 110.2(3) . . ? C1 N1 C8 112.7(3) . . ? C11 N1 Cu 112.4(2) . . ? C1 N1 Cu 104.7(2) . . ? C8 N1 Cu 105.6(2) . . ? C3 N2 C2 112.3(3) . . ? C3 N2 Cu 102.6(2) . . ? C2 N2 Cu 111.6(2) . . ? C3 N2 H2 109(3) . . ? C2 N2 H2 110(3) . . ? Cu N2 H2 111(3) . . ? C17 N3 C5 109.6(3) . . ? C17 N3 C4 109.6(3) . . ? C5 N3 C4 111.1(3) . . ? C17 N3 Cu 115.8(2) . . ? C5 N3 Cu 104.2(2) . . ? C4 N3 Cu 106.5(2) . . ? C7 N4 C6 113.9(3) . . ? C7 N4 Cu 104.4(2) . . ? C6 N4 Cu 110.4(2) . . ? C7 N4 H4 108(3) . . ? C6 N4 H4 111(3) . . ? Cu N4 H4 109(3) . . ? C16 N5 C12 118.2(3) . . ? C16 N5 Cu 127.1(3) . . ? C12 N5 Cu 113.3(3) . . ? C22 N6 C18 117.1(4) . . ? N4 Cu N2 141.02(13) . . ? N4 Cu N3 84.40(12) . . ? N2 Cu N3 84.96(12) . . ? N4 Cu N1 84.58(12) . . ? N2 Cu N1 83.01(12) . . ? N3 Cu N1 144.96(13) . . ? N4 Cu N5 92.54(12) . . ? N2 Cu N5 119.24(12) . . ? N3 Cu N5 138.81(12) . . ? N1 Cu N5 74.83(12) . . ? O4 Cl1 O1 112.1(4) . . ? O4 Cl1 O2 108.6(2) . . ? O1 Cl1 O2 110.2(3) . . ? O4 Cl1 O3 108.0(3) . . ? O1 Cl1 O3 107.5(2) . . ? O2 Cl1 O3 110.4(2) . . ? O7 Cl2 O5 110.4(3) . . ? O7 Cl2 O8 109.9(2) . . ? O5 Cl2 O8 109.55(19) . . ? O7 Cl2 O6 108.3(2) . . ? O5 Cl2 O6 108.3(2) . . ? O8 Cl2 O6 110.41(19) . . ? _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.932 _refine_diff_density_max 0.539 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.084 #=== data_compound_[ZnPy2](ClO4)2 _database_code_depnum_ccdc_archive 'CCDC 778331' #TrackingRef '- zn_co_cu_Cpy2_revised_version.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H33 Cl2 N7 O8 Zn' _chemical_formula_weight 659.82 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 1' _symmetry_space_group_name_Hall P2yb loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3651(5) _cell_length_b 15.2293(7) _cell_length_c 9.9392(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.296(4) _cell_angle_gamma 90.00 _cell_volume 1402.73(12) _cell_formula_units_Z 2 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 10096 _cell_measurement_theta_min 3.4889 _cell_measurement_theta_max 33.0145 _exptl_crystal_description 'roof shape' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.61 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_absorpt_coefficient_mu 1.124 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.5471 _exptl_absorpt_correction_T_max 0.7741 _exptl_special_details ; ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_detector 'CCD plate' _diffrn_measurement_device Kappa-geometry _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR2' _diffrn_measurement_method ; 4 stepped omega-scans over 115 deg, with kappa -79 deg (chi -58.3 deg), phi 0, 90, 180, 270 deg step 0.75 deg, exposure time 30 s detector distance 45 mm detector angle 30 deg ; _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9879 _diffrn_reflns_av_R_equivalents 0.0177 _diffrn_reflns_av_sigmaI/netI 0.0175 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4732 _reflns_number_gt 4665 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_cell_refinement ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_data_reduction ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2010)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0339P)^2^+0.4366P] 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 constrained _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.008(7) _refine_ls_number_reflns 4732 _refine_ls_number_parameters 407 _refine_ls_number_restraints 97 _refine_ls_R_factor_all 0.0230 _refine_ls_R_factor_gt 0.0226 _refine_ls_wR_factor_ref 0.0583 _refine_ls_wR_factor_gt 0.0580 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.082 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8057(2) 0.36324(16) 0.1492(2) 0.0287(6) Uani 1 d . . . H1A H 0.8662 0.3597 0.0754 0.034 Uiso 1 calc R . . H1B H 0.8690 0.3540 0.2368 0.034 Uiso 1 calc R . . C2 C 0.7373(3) 0.45323(17) 0.1484(3) 0.0292(5) Uani 1 d . . . H2A H 0.8133 0.4988 0.1643 0.035 Uiso 1 calc R . . H2B H 0.6789 0.4645 0.0589 0.035 Uiso 1 calc R . . C3 C 0.5596(3) 0.53951(15) 0.2526(3) 0.0299(5) Uani 1 d . . . H3A H 0.6163 0.5887 0.2222 0.036 Uiso 1 calc R . . H3B H 0.5385 0.5533 0.3451 0.036 Uiso 1 calc R . . C4 C 0.4188(3) 0.52958(15) 0.1560(3) 0.0286(5) Uani 1 d . . . H4A H 0.3573 0.5819 0.1625 0.034 Uiso 1 calc R . . H4B H 0.4393 0.5251 0.0613 0.034 Uiso 1 calc R . . C5 C 0.2406(3) 0.41617(16) 0.0752(3) 0.0294(5) Uani 1 d . . . H5A H 0.1907 0.4658 0.0241 0.035 Uiso 1 calc R . . H5B H 0.1668 0.3792 0.1096 0.035 Uiso 1 calc R . . C6 C 0.3192(2) 0.36256(15) -0.0186(2) 0.0266(5) Uani 1 d . . . H6A H 0.2499 0.3403 -0.0956 0.032 Uiso 1 calc R . . H6B H 0.3911 0.3997 -0.0556 0.032 Uiso 1 calc R . . C7 C 0.4851(2) 0.23835(16) -0.0238(2) 0.0263(5) Uani 1 d . . . H7A H 0.4394 0.2372 -0.1200 0.032 Uiso 1 calc R . . H7B H 0.4950 0.1770 0.0093 0.032 Uiso 1 calc R . . C8 C 0.6335(2) 0.28038(16) -0.0138(2) 0.0263(5) Uani 1 d . . . H8A H 0.6983 0.2421 -0.0580 0.032 Uiso 1 calc R . . H8B H 0.6257 0.3375 -0.0617 0.032 Uiso 1 calc R . . C11 C 0.7487(3) 0.21145(16) 0.1951(2) 0.0260(5) Uani 1 d . . . H11A H 0.8471 0.1998 0.1740 0.031 Uiso 1 calc R . . H11B H 0.6856 0.1623 0.1585 0.031 Uiso 1 calc R . . C12 C 0.7524(2) 0.21671(15) 0.3466(2) 0.0240(5) Uani 1 d . . . C13 C 0.8508(3) 0.16849(17) 0.4358(3) 0.0327(6) Uani 1 d . . . H13 H 0.9186 0.1312 0.4017 0.039 Uiso 1 calc R . . C14 C 0.8493(3) 0.1753(2) 0.5735(3) 0.0386(7) Uani 1 d . . . H14 H 0.9149 0.1424 0.6358 0.046 Uiso 1 calc R . . C15 C 0.7511(3) 0.2307(2) 0.6192(3) 0.0397(7) Uani 1 d . . . H15 H 0.7491 0.2372 0.7140 0.048 Uiso 1 calc R . . C16 C 0.6556(3) 0.27668(18) 0.5271(2) 0.0312(5) Uani 1 d . . . H16 H 0.5880 0.3148 0.5598 0.037 Uiso 1 calc R . . C17 C 0.2691(3) 0.46441(17) 0.3101(3) 0.0294(5) Uani 1 d . . . H17A H 0.1720 0.4891 0.2801 0.035 Uiso 1 calc R . . H17B H 0.3243 0.5077 0.3712 0.035 Uiso 1 calc R . . C18 C 0.2545(3) 0.38083(16) 0.3874(3) 0.0275(5) Uani 1 d . . . C19 C 0.1589(3) 0.37498(19) 0.4816(3) 0.0384(6) Uani 1 d . . . H19 H 0.0993 0.4236 0.4959 0.046 Uiso 1 calc R . . C20 C 0.1508(3) 0.2994(2) 0.5535(3) 0.0425(7) Uani 1 d . . . H20 H 0.0895 0.2956 0.6215 0.051 Uiso 1 calc R . . C21 C 0.2341(3) 0.22791(19) 0.5254(3) 0.0383(6) Uani 1 d . . . H21 H 0.2276 0.1735 0.5710 0.046 Uiso 1 calc R . . C22 C 0.3253(3) 0.23741(16) 0.4313(3) 0.0301(5) Uani 1 d . . . H22 H 0.3816 0.1884 0.4120 0.036 Uiso 1 calc R . . N1 N 0.6944(2) 0.29379(12) 0.12998(18) 0.0216(4) Uani 1 d . . . N2 N 0.6448(2) 0.45731(13) 0.25615(19) 0.0241(4) Uani 1 d D . . H2 H 0.7045 0.4552 0.3394 0.029 Uiso 1 calc RD . . N3 N 0.3424(2) 0.45035(12) 0.1911(2) 0.0240(4) Uani 1 d . . . N4 N 0.3928(2) 0.28800(12) 0.05796(19) 0.0218(4) Uani 1 d D . . H4 H 0.3225 0.2501 0.0815 0.026 Uiso 1 calc RD . . N5 N 0.6550(2) 0.26936(13) 0.39163(19) 0.0235(4) Uani 1 d . . . N6 N 0.3393(2) 0.31313(13) 0.3642(2) 0.0261(4) Uani 1 d . . . Zn Zn 0.50959(2) 0.340779(18) 0.24117(2) 0.01943(7) Uani 1 d . . . O1 O -0.0652(2) 0.11909(14) 0.9188(2) 0.0487(5) Uani 1 d . . . O2 O 0.1514(2) 0.16810(14) 0.8530(2) 0.0455(5) Uani 1 d . . . O3 O 0.1061(2) 0.19158(16) 1.0762(2) 0.0491(5) Uani 1 d . . . O4 O -0.0216(2) 0.26893(13) 0.8945(2) 0.0442(5) Uani 1 d . . . Cl1 Cl 0.04304(5) 0.18629(4) 0.93560(6) 0.02650(13) Uani 1 d . . . O5A O 0.471(2) 0.5315(9) 0.5779(8) 0.057(3) Uani 0.50 d PD A 1 O6A O 0.5502(11) 0.4311(5) 0.7493(10) 0.067(3) Uani 0.50 d PD A 1 O7A O 0.5556(9) 0.5802(5) 0.7960(7) 0.062(2) Uani 0.50 d PD A 1 O8A O 0.3338(10) 0.5074(11) 0.7536(16) 0.050(3) Uani 0.50 d PD A 1 Cl2A Cl 0.4740(7) 0.5124(4) 0.7178(5) 0.0511(17) Uani 0.50 d PD A 1 O5B O 0.4851(19) 0.5525(9) 0.5966(9) 0.052(3) Uani 0.50 d PD B 2 O6B O 0.5062(12) 0.4164(6) 0.7061(10) 0.062(3) Uani 0.50 d PD B 2 O7B O 0.5349(9) 0.5442(5) 0.8343(6) 0.060(2) Uani 0.50 d PD B 2 O8B O 0.3090(9) 0.5049(11) 0.7229(16) 0.043(3) Uani 0.50 d PD B 2 Cl2B Cl 0.4635(5) 0.5053(3) 0.7148(3) 0.0265(10) Uani 0.50 d PD B 2 C23 C 0.8663(3) 0.4880(2) 0.6417(3) 0.0385(6) Uani 1 d . . . C24 C 0.8952(4) 0.4823(3) 0.7888(3) 0.0641(10) Uani 1 d . . . H24A H 0.9850 0.5135 0.8217 0.077 Uiso 1 calc R . . H24B H 0.9047 0.4205 0.8161 0.077 Uiso 1 calc R . . H24C H 0.8154 0.5090 0.8280 0.077 Uiso 1 calc R . . N7 N 0.8466(3) 0.4921(2) 0.5267(3) 0.0527(7) 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 C1 0.0219(11) 0.0366(16) 0.0281(11) 0.0016(9) 0.0057(9) -0.0052(9) C2 0.0258(12) 0.0280(13) 0.0345(14) 0.0035(11) 0.0070(10) -0.0081(10) C3 0.0319(13) 0.0209(12) 0.0366(13) -0.0028(10) 0.0046(10) -0.0033(10) C4 0.0337(13) 0.0158(10) 0.0356(13) 0.0026(9) 0.0028(10) -0.0003(9) C5 0.0254(12) 0.0248(12) 0.0360(13) 0.0034(10) -0.0022(10) 0.0002(9) C6 0.0263(11) 0.0282(14) 0.0240(11) 0.0047(9) -0.0005(9) -0.0013(9) C7 0.0294(12) 0.0274(12) 0.0222(12) -0.0066(9) 0.0045(9) -0.0004(9) C8 0.0279(12) 0.0319(12) 0.0199(11) -0.0007(9) 0.0068(9) 0.0009(10) C11 0.0284(12) 0.0216(12) 0.0288(13) 0.0000(10) 0.0066(10) 0.0055(9) C12 0.0224(11) 0.0227(11) 0.0265(12) 0.0012(9) 0.0024(9) -0.0042(9) C13 0.0272(12) 0.0286(13) 0.0405(16) 0.0058(11) -0.0015(10) 0.0003(10) C14 0.0357(14) 0.0444(16) 0.0318(16) 0.0143(12) -0.0081(12) -0.0085(14) C15 0.0373(15) 0.0587(18) 0.0215(12) 0.0077(12) -0.0006(11) -0.0182(13) C16 0.0349(13) 0.0392(14) 0.0204(11) 0.0015(10) 0.0071(10) -0.0063(11) C17 0.0255(12) 0.0277(13) 0.0358(14) -0.0070(11) 0.0073(10) 0.0018(10) C18 0.0243(12) 0.0265(12) 0.0313(13) -0.0061(10) 0.0030(10) -0.0009(10) C19 0.0314(14) 0.0439(15) 0.0434(16) -0.0087(12) 0.0174(12) -0.0007(11) C20 0.0341(14) 0.0563(18) 0.0412(16) -0.0046(13) 0.0200(12) -0.0103(13) C21 0.0354(14) 0.0389(15) 0.0414(15) 0.0074(12) 0.0086(12) -0.0089(11) C22 0.0297(12) 0.0231(12) 0.0383(14) 0.0034(10) 0.0077(11) 0.0000(9) N1 0.0225(9) 0.0235(10) 0.0189(9) -0.0010(7) 0.0038(7) -0.0030(8) N2 0.0270(10) 0.0209(10) 0.0233(9) -0.0013(8) -0.0001(8) -0.0022(8) N3 0.0240(10) 0.0178(9) 0.0303(10) -0.0001(8) 0.0041(8) -0.0001(7) N4 0.0220(9) 0.0206(10) 0.0226(9) -0.0004(7) 0.0024(7) -0.0013(8) N5 0.0239(9) 0.0243(10) 0.0226(10) 0.0031(8) 0.0046(7) -0.0013(8) N6 0.0235(10) 0.0272(10) 0.0282(10) 0.0014(8) 0.0060(8) 0.0012(7) Zn 0.02015(12) 0.01854(11) 0.01965(12) -0.00002(11) 0.00300(8) -0.00037(11) O1 0.0446(12) 0.0495(13) 0.0513(13) -0.0016(10) 0.0046(10) -0.0270(10) O2 0.0413(10) 0.0397(12) 0.0605(14) -0.0063(10) 0.0245(10) 0.0044(9) O3 0.0443(11) 0.0681(15) 0.0323(11) 0.0062(10) -0.0038(8) -0.0205(10) O4 0.0356(10) 0.0358(11) 0.0597(13) -0.0032(10) 0.0015(9) 0.0113(9) Cl1 0.0215(3) 0.0285(3) 0.0295(3) -0.0009(2) 0.0040(2) -0.0037(2) O5A 0.069(5) 0.081(8) 0.019(3) 0.010(4) 0.001(3) -0.028(6) O6A 0.088(7) 0.048(4) 0.073(6) 0.031(4) 0.045(5) 0.035(4) O7A 0.056(3) 0.064(5) 0.063(5) -0.032(4) 0.002(4) -0.003(3) O8A 0.060(5) 0.044(5) 0.048(6) 0.019(4) 0.021(5) 0.007(4) Cl2A 0.068(3) 0.0315(18) 0.059(3) 0.0063(16) 0.025(2) 0.0107(15) O5B 0.065(6) 0.050(4) 0.040(5) 0.013(4) 0.006(4) -0.018(4) O6B 0.080(6) 0.047(4) 0.062(5) -0.004(3) 0.018(4) 0.029(4) O7B 0.060(4) 0.089(6) 0.029(3) -0.020(3) -0.004(3) 0.011(4) O8B 0.042(3) 0.036(4) 0.049(7) 0.002(4) 0.008(3) 0.006(3) Cl2B 0.0426(17) 0.0336(18) 0.0017(13) 0.0000(10) -0.0027(11) 0.0130(12) C23 0.0316(14) 0.0381(15) 0.0443(17) -0.0050(12) 0.0009(12) 0.0026(12) C24 0.081(3) 0.064(2) 0.0440(18) -0.0011(16) -0.0013(17) 0.013(2) N7 0.0431(15) 0.073(2) 0.0402(16) -0.0048(13) -0.0001(12) 0.0066(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.478(3) . ? C1 C2 1.512(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.473(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.482(3) . ? C3 C4 1.523(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N3 1.470(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N3 1.481(3) . ? C5 C6 1.508(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.480(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N4 1.477(3) . ? C7 C8 1.520(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.474(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C11 N1 1.468(3) . ? C11 C12 1.504(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N5 1.339(3) . ? C12 C13 1.393(3) . ? C13 C14 1.375(4) . ? C13 H13 0.9500 . ? C14 C15 1.372(4) . ? C14 H14 0.9500 . ? C15 C16 1.376(4) . ? C15 H15 0.9500 . ? C16 N5 1.351(3) . ? C16 H16 0.9500 . ? C17 N3 1.466(3) . ? C17 C18 1.503(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 N6 1.341(3) . ? C18 C19 1.389(4) . ? C19 C20 1.363(4) . ? C19 H19 0.9500 . ? C20 C21 1.390(4) . ? C20 H20 0.9500 . ? C21 C22 1.362(4) . ? C21 H21 0.9500 . ? C22 N6 1.348(3) . ? C22 H22 0.9500 . ? N1 Zn 2.2982(19) . ? N2 Zn 2.172(2) . ? N2 H2 0.9300 . ? N3 Zn 2.2930(19) . ? N4 Zn 2.1411(18) . ? N4 H4 0.9300 . ? N5 Zn 2.1648(19) . ? N6 Zn 2.186(2) . ? O1 Cl1 1.4333(19) . ? O2 Cl1 1.4218(19) . ? O3 Cl1 1.439(2) . ? O4 Cl1 1.4307(19) . ? O5A Cl2A 1.416(8) . ? O6A Cl2A 1.441(8) . ? O7A Cl2A 1.443(8) . ? O8A Cl2A 1.411(9) . ? O5B Cl2B 1.416(8) . ? O6B Cl2B 1.418(8) . ? O7B Cl2B 1.407(7) . ? O8B Cl2B 1.460(8) . ? C23 N7 1.133(4) . ? C23 C24 1.451(4) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? 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 C1 C2 110.94(19) . . ? N1 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C1 109.16(19) . . ? N2 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N2 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? N2 C3 C4 110.18(19) . . ? N2 C3 H3A 109.6 . . ? C4 C3 H3A 109.6 . . ? N2 C3 H3B 109.6 . . ? C4 C3 H3B 109.6 . . ? H3A C3 H3B 108.1 . . ? N3 C4 C3 109.76(19) . . ? N3 C4 H4A 109.7 . . ? C3 C4 H4A 109.7 . . ? N3 C4 H4B 109.7 . . ? C3 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? N3 C5 C6 110.73(19) . . ? N3 C5 H5A 109.5 . . ? C6 C5 H5A 109.5 . . ? N3 C5 H5B 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 108.1 . . ? N4 C6 C5 109.28(18) . . ? N4 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N4 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.3 . . ? N4 C7 C8 110.52(18) . . ? N4 C7 H7A 109.5 . . ? C8 C7 H7A 109.5 . . ? N4 C7 H7B 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? N1 C8 C7 110.14(18) . . ? N1 C8 H8A 109.6 . . ? C7 C8 H8A 109.6 . . ? N1 C8 H8B 109.6 . . ? C7 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? N1 C11 C12 110.63(19) . . ? N1 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? N5 C12 C13 121.6(2) . . ? N5 C12 C11 116.7(2) . . ? C13 C12 C11 121.8(2) . . ? C14 C13 C12 119.5(3) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C15 C14 C13 118.7(2) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? C14 C15 C16 119.7(2) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? N5 C16 C15 122.0(3) . . ? N5 C16 H16 119.0 . . ? C15 C16 H16 119.0 . . ? N3 C17 C18 112.1(2) . . ? N3 C17 H17A 109.2 . . ? C18 C17 H17A 109.2 . . ? N3 C17 H17B 109.2 . . ? C18 C17 H17B 109.2 . . ? H17A C17 H17B 107.9 . . ? N6 C18 C19 121.4(2) . . ? N6 C18 C17 117.6(2) . . ? C19 C18 C17 120.9(2) . . ? C20 C19 C18 119.8(3) . . ? C20 C19 H19 120.1 . . ? C18 C19 H19 120.1 . . ? C19 C20 C21 118.8(2) . . ? C19 C20 H20 120.6 . . ? C21 C20 H20 120.6 . . ? C22 C21 C20 118.7(3) . . ? C22 C21 H21 120.7 . . ? C20 C21 H21 120.7 . . ? N6 C22 C21 123.1(2) . . ? N6 C22 H22 118.5 . . ? C21 C22 H22 118.5 . . ? C11 N1 C8 111.71(18) . . ? C11 N1 C1 111.19(18) . . ? C8 N1 C1 113.05(18) . . ? C11 N1 Zn 106.92(13) . . ? C8 N1 Zn 107.21(13) . . ? C1 N1 Zn 106.34(13) . . ? C2 N2 C3 112.93(19) . . ? C2 N2 Zn 108.30(14) . . ? C3 N2 Zn 112.47(15) . . ? C2 N2 H2 107.6 . . ? C3 N2 H2 107.6 . . ? Zn N2 H2 107.6 . . ? C17 N3 C4 111.85(19) . . ? C17 N3 C5 110.81(19) . . ? C4 N3 C5 112.60(19) . . ? C17 N3 Zn 108.40(14) . . ? C4 N3 Zn 107.98(14) . . ? C5 N3 Zn 104.83(14) . . ? C7 N4 C6 112.08(18) . . ? C7 N4 Zn 113.08(13) . . ? C6 N4 Zn 106.96(13) . . ? C7 N4 H4 108.2 . . ? C6 N4 H4 108.2 . . ? Zn N4 H4 108.2 . . ? C12 N5 C16 118.6(2) . . ? C12 N5 Zn 117.44(15) . . ? C16 N5 Zn 123.98(17) . . ? C18 N6 C22 118.1(2) . . ? C18 N6 Zn 116.46(16) . . ? C22 N6 Zn 124.91(16) . . ? N4 Zn N5 126.32(7) . . ? N4 Zn N2 125.88(7) . . ? N5 Zn N2 93.49(7) . . ? N4 Zn N6 94.53(7) . . ? N5 Zn N6 87.35(7) . . ? N2 Zn N6 125.72(7) . . ? N4 Zn N3 80.77(7) . . ? N5 Zn N3 149.01(7) . . ? N2 Zn N3 78.06(7) . . ? N6 Zn N3 74.41(7) . . ? N4 Zn N1 78.58(7) . . ? N5 Zn N1 74.53(7) . . ? N2 Zn N1 79.37(7) . . ? N6 Zn N1 150.45(7) . . ? N3 Zn N1 131.32(7) . . ? O2 Cl1 O4 108.32(13) . . ? O2 Cl1 O1 110.21(13) . . ? O4 Cl1 O1 109.37(13) . . ? O2 Cl1 O3 110.17(13) . . ? O4 Cl1 O3 109.02(14) . . ? O1 Cl1 O3 109.72(12) . . ? O8A Cl2A O5A 111.6(8) . . ? O8A Cl2A O6A 110.4(8) . . ? O5A Cl2A O6A 109.3(7) . . ? O8A Cl2A O7A 110.0(7) . . ? O5A Cl2A O7A 108.5(7) . . ? O6A Cl2A O7A 106.8(6) . . ? O7B Cl2B O5B 112.3(6) . . ? O7B Cl2B O6B 110.4(5) . . ? O5B Cl2B O6B 111.0(7) . . ? O7B Cl2B O8B 108.0(6) . . ? O5B Cl2B O8B 108.0(7) . . ? O6B Cl2B O8B 106.9(7) . . ? N7 C23 C24 178.6(3) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.346 _refine_diff_density_min -0.178 _refine_diff_density_rms 0.046