Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'J. Chem. Soc., Dalton Trans.' loop_ _publ_author_name 'Roy P. Planalp' 'Cary B. Bauer' 'Martin W. Brechbiel' 'Grant A. Broker' 'Gyunge, Park' 'Robin D. Rogers' 'Nicole M. Tsoupas' 'Neng Ye' _publ_contact_author_name 'Dr Roy P Planalp' _publ_contact_author_address ; Department of Chemistry University of New Hampshire Durham, NH 03824-3598 USA ; _publ_contact_author_email 'roy.planalp@unh.edu' _publ_section_title ; Steric effects caused by N-alkylation of the tripodal chelator N, N', N''- tris(2-pyridylmethyl)-cis,cis-1,3,5-triaminocyclohexane (tachpyr): structural and electronic properties of the Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) complexes ; data_rp32 _database_code_CSD 194166 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural 'RP32 (P349-010)' _chemical_formula_analytical ? _chemical_formula_sum 'C24 H30 Cl2 Mn N6 O8' _chemical_formula_weight 656.38 _chemical_melting_point ? _chemical_compound_source ? 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' 'Cl' 'Cl' 0.1484 0.1585 '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' 'Mn' 'Mn' 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 13.4196(2) _cell_length_b 13.80890(10) _cell_length_c 15.26390(10) _cell_angle_alpha 90.00 _cell_angle_beta 110.4060(10) _cell_angle_gamma 90.00 _cell_volume 2651.05(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description fragment _exptl_crystal_colour yellow _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.645 _exptl_crystal_density_method ? _exptl_crystal_F_000 1356 _exptl_absorpt_coefficient_mu 0.762 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.70 _exptl_absorpt_correction_T_max 0.97 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16529 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 27.88 _reflns_number_total 6119 _reflns_number_gt 5083 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _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 fullcycle _refine_ls_weighting_scheme calc w=1/[\s^2^(Fo^2^)+(0.0692P)^2^+ 0.9738P] 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 6119 _refine_ls_number_parameters 405 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1144 _refine_ls_wR_factor_gt 0.1093 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.111 _refine_ls_shift/su_mean 0.003 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn Mn -1.26754(2) 0.00917(2) -0.29902(2) 0.02146(10) Uani 1 1 d . . . Cl1 Cl -0.88508(4) -0.27779(4) -0.43749(3) 0.02838(13) Uani 1 1 d . . . Cl2 Cl -0.30595(4) -0.34451(4) -0.22122(4) 0.03612(14) Uani 1 1 d . . . O1 O -0.97608(15) -0.23212(14) -0.50419(13) 0.0456(4) Uani 1 1 d . . . O2 O -0.91921(18) -0.34015(15) -0.37867(15) 0.0566(5) Uani 1 1 d . . . O3 O -0.83015(16) -0.33306(14) -0.48642(13) 0.0496(5) Uani 1 1 d . . . O4 O -0.81743(18) -0.20348(19) -0.38205(15) 0.0655(6) Uani 1 1 d . . . O5 O -0.39669(16) -0.38809(15) -0.29100(15) 0.0526(5) Uani 1 1 d . A . O6A O -0.2953(4) -0.3841(4) -0.1339(3) 0.0890(15) Uani 0.60 1 d P A 1 O7A O -0.2146(3) -0.3506(3) -0.2435(3) 0.0755(12) Uani 0.60 1 d P A 1 O8A O -0.3320(3) -0.2404(3) -0.2191(3) 0.0627(10) Uani 0.60 1 d P A 1 O6B O -0.2476(6) -0.4270(7) -0.1606(6) 0.114(3) Uani 0.40 1 d P A 2 O7B O -0.2376(5) -0.3179(5) -0.2699(4) 0.0733(18) Uani 0.40 1 d P A 2 O8B O -0.3293(6) -0.2755(7) -0.1690(6) 0.115(3) Uani 0.40 1 d P A 2 N1 N -1.24043(16) -0.10251(15) -0.39525(17) 0.0419(5) Uani 1 1 d . . . H1 H -1.2620 -0.0619 -0.4471 0.050 Uiso 1 1 calc R . . N2 N -1.11702(18) -0.0565(2) -0.20247(16) 0.0529(7) Uani 1 1 d . . . H2 H -1.0880 0.0029 -0.1778 0.063 Uiso 1 1 calc R . . N3 N -1.15108(14) 0.09195(13) -0.34447(13) 0.0288(4) Uani 1 1 d . . . H3 H -1.1918 0.0843 -0.4074 0.035 Uiso 1 1 calc R . . N4 N -1.42894(14) -0.05911(13) -0.38082(12) 0.0284(4) Uani 1 1 d . . . N5 N -1.28868(14) -0.01491(12) -0.15748(12) 0.0257(4) Uani 1 1 d . . . N6 N -1.32177(14) 0.16691(12) -0.31281(12) 0.0256(4) Uani 1 1 d . . . C1 C -1.1350(2) -0.12198(18) -0.40237(19) 0.0400(6) Uani 1 1 d . . . H1A H -1.1432 -0.1733 -0.4507 0.048 Uiso 1 1 calc R . . C2 C -1.0595(2) -0.15953(18) -0.3081(2) 0.0463(7) Uani 1 1 d . . . H2A H -1.0949 -0.2132 -0.2872 0.056 Uiso 1 1 calc R . . H2B H -0.9951 -0.1862 -0.3167 0.056 Uiso 1 1 calc R . . C3 C -1.0259(2) -0.0827(2) -0.23159(18) 0.0444(6) Uani 1 1 d . . . H3A H -0.9682 -0.1102 -0.1763 0.053 Uiso 1 1 calc R . . C4 C -0.98284(19) 0.00726(19) -0.26430(19) 0.0399(6) Uani 1 1 d . . . H4A H -0.9700 0.0582 -0.2159 0.048 Uiso 1 1 calc R . . H4B H -0.9136 -0.0089 -0.2702 0.048 Uiso 1 1 calc R . . C5 C -1.05625(17) 0.04780(16) -0.35717(17) 0.0329(5) Uani 1 1 d . . . H5A H -1.0173 0.0992 -0.3784 0.039 Uiso 1 1 calc R . . C6 C -1.09020(19) -0.03126(18) -0.43167(16) 0.0351(5) Uani 1 1 d . . . H6A H -1.1447 -0.0043 -0.4883 0.042 Uiso 1 1 calc R . . H6B H -1.0280 -0.0498 -0.4486 0.042 Uiso 1 1 calc R . . C7 C -1.3159(2) -0.16355(18) -0.43089(17) 0.0380(5) Uani 1 1 d . . . H7A H -1.2912 -0.2275 -0.4022 0.046 Uiso 1 1 calc R . . H7B H -1.3272 -0.1693 -0.4983 0.046 Uiso 1 1 calc R . . C8 C -1.42031(18) -0.14362(16) -0.42166(14) 0.0301(4) Uani 1 1 d . . . C9 C -1.5039(2) -0.20992(19) -0.45244(17) 0.0396(5) Uani 1 1 d . . . H9A H -1.4949 -0.2692 -0.4803 0.047 Uiso 1 1 calc R . . C10 C -1.5996(2) -0.1886(2) -0.44203(16) 0.0407(6) Uani 1 1 d . . . H10A H -1.6565 -0.2338 -0.4603 0.049 Uiso 1 1 calc R . . C11 C -1.61094(19) -0.1000(2) -0.40443(16) 0.0396(6) Uani 1 1 d . . . H11A H -1.6769 -0.0820 -0.3990 0.048 Uiso 1 1 calc R . . C12 C -1.52426(18) -0.03775(19) -0.37475(17) 0.0361(5) Uani 1 1 d . . . H12A H -1.5326 0.0230 -0.3489 0.043 Uiso 1 1 calc R . . C13 C -1.1177(2) -0.0885(2) -0.12401(18) 0.0479(7) Uani 1 1 d . . . H13A H -1.0513 -0.0666 -0.0749 0.057 Uiso 1 1 calc R . . H13B H -1.1150 -0.1600 -0.1259 0.057 Uiso 1 1 calc R . . C14 C -1.20780(19) -0.06117(16) -0.09418(15) 0.0321(5) Uani 1 1 d . . . C15 C -1.2058(2) -0.08323(18) -0.00437(17) 0.0419(6) Uani 1 1 d . . . H15A H -1.1472 -0.1169 0.0383 0.050 Uiso 1 1 calc R . . C16 C -1.2905(2) -0.05523(18) 0.02137(17) 0.0415(6) Uani 1 1 d . . . H16A H -1.2916 -0.0694 0.0819 0.050 Uiso 1 1 calc R . . C17 C -1.3736(2) -0.00604(19) -0.04309(18) 0.0405(6) Uani 1 1 d . . . H17A H -1.4326 0.0150 -0.0272 0.049 Uiso 1 1 calc R . . C18 C -1.36994(19) 0.01216(18) -0.13107(17) 0.0356(5) Uani 1 1 d . . . H18A H -1.4279 0.0455 -0.1750 0.043 Uiso 1 1 calc R . . C19 C -1.16161(16) 0.18301(15) -0.34916(14) 0.0254(4) Uani 1 1 d . . . H19A H -1.1624 0.2034 -0.4116 0.030 Uiso 1 1 calc R . . H19B H -1.0971 0.2114 -0.3025 0.030 Uiso 1 1 calc R . . C20 C -1.25501(16) 0.22796(14) -0.33457(13) 0.0235(4) Uani 1 1 d . . . C21 C -1.27192(17) 0.32734(15) -0.34341(15) 0.0275(4) Uani 1 1 d . . . H21A H -1.2236 0.3680 -0.3592 0.033 Uiso 1 1 calc R . . C22 C -1.35984(19) 0.36648(15) -0.32891(16) 0.0314(5) Uani 1 1 d . . . H22A H -1.3721 0.4344 -0.3334 0.038 Uiso 1 1 calc R . . C23 C -1.42947(18) 0.30472(16) -0.30780(16) 0.0333(5) Uani 1 1 d . . . H23A H -1.4911 0.3293 -0.2983 0.040 Uiso 1 1 calc R . . C24 C -1.40754(18) 0.20616(16) -0.30071(17) 0.0328(5) Uani 1 1 d . . . H24A H -1.4559 0.1642 -0.2865 0.039 Uiso 1 1 calc R . . 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 Mn 0.02008(16) 0.02077(16) 0.02634(17) 0.00241(11) 0.01163(12) 0.00227(11) Cl1 0.0274(3) 0.0342(3) 0.0255(2) -0.00127(19) 0.0116(2) -0.00310(19) Cl2 0.0297(3) 0.0441(3) 0.0383(3) -0.0037(2) 0.0166(2) -0.0076(2) O1 0.0409(10) 0.0489(11) 0.0462(10) 0.0050(8) 0.0141(8) 0.0115(8) O2 0.0724(14) 0.0522(12) 0.0613(12) 0.0165(10) 0.0436(11) -0.0021(10) O3 0.0591(12) 0.0524(11) 0.0492(10) 0.0075(9) 0.0339(9) 0.0230(9) O4 0.0556(13) 0.0866(17) 0.0531(12) -0.0260(11) 0.0174(10) -0.0354(12) O5 0.0417(10) 0.0528(11) 0.0587(12) -0.0141(9) 0.0118(9) -0.0114(9) O6A 0.101(3) 0.116(4) 0.043(2) 0.019(2) 0.016(2) -0.035(3) O7A 0.0382(19) 0.103(3) 0.099(3) -0.009(3) 0.041(2) 0.007(2) O8A 0.069(2) 0.0407(18) 0.076(2) -0.0208(17) 0.0218(19) 0.0000(16) O6B 0.068(5) 0.131(7) 0.120(6) 0.073(6) 0.005(4) 0.008(4) O7B 0.053(3) 0.108(5) 0.066(3) 0.004(3) 0.030(3) -0.035(3) O8B 0.069(4) 0.160(8) 0.120(6) -0.098(6) 0.037(4) 0.001(5) N1 0.0332(11) 0.0351(11) 0.0649(14) -0.0132(10) 0.0266(10) -0.0018(8) N2 0.0425(12) 0.0829(17) 0.0442(12) 0.0294(12) 0.0287(10) 0.0363(12) N3 0.0237(9) 0.0291(9) 0.0374(10) 0.0035(7) 0.0152(8) 0.0031(7) N4 0.0253(9) 0.0307(9) 0.0295(9) 0.0003(7) 0.0098(7) -0.0008(7) N5 0.0263(9) 0.0269(9) 0.0287(9) 0.0012(7) 0.0157(7) -0.0008(7) N6 0.0271(9) 0.0227(8) 0.0309(9) 0.0020(7) 0.0150(7) 0.0017(7) C1 0.0369(13) 0.0343(12) 0.0595(15) -0.0104(11) 0.0304(12) 0.0032(10) C2 0.0463(15) 0.0329(12) 0.0770(19) 0.0186(12) 0.0431(14) 0.0181(11) C3 0.0337(12) 0.0641(17) 0.0432(13) 0.0222(12) 0.0232(11) 0.0294(12) C4 0.0231(11) 0.0511(15) 0.0462(14) -0.0029(11) 0.0131(10) 0.0088(10) C5 0.0266(11) 0.0306(11) 0.0497(13) 0.0056(10) 0.0240(10) 0.0045(8) C6 0.0351(12) 0.0428(13) 0.0346(12) 0.0058(10) 0.0213(10) 0.0114(10) C7 0.0392(13) 0.0414(13) 0.0352(12) -0.0079(10) 0.0154(10) 0.0016(10) C8 0.0320(11) 0.0341(11) 0.0233(10) -0.0011(8) 0.0084(8) -0.0032(9) C9 0.0409(13) 0.0408(13) 0.0334(12) -0.0093(10) 0.0084(10) -0.0097(10) C10 0.0337(13) 0.0536(15) 0.0300(11) -0.0028(10) 0.0050(10) -0.0160(11) C11 0.0236(11) 0.0598(16) 0.0330(12) -0.0024(11) 0.0068(9) -0.0058(10) C12 0.0254(11) 0.0438(13) 0.0380(12) -0.0045(10) 0.0097(9) 0.0002(10) C13 0.0442(14) 0.0660(18) 0.0385(13) 0.0185(12) 0.0207(11) 0.0265(13) C14 0.0382(12) 0.0320(11) 0.0313(11) 0.0072(9) 0.0189(9) 0.0067(9) C15 0.0593(16) 0.0385(13) 0.0322(12) 0.0091(10) 0.0214(11) 0.0073(11) C16 0.0647(17) 0.0361(13) 0.0351(12) 0.0007(10) 0.0318(12) -0.0087(11) C17 0.0401(13) 0.0519(15) 0.0409(13) -0.0059(11) 0.0283(11) -0.0105(11) C18 0.0283(11) 0.0467(13) 0.0376(12) -0.0010(10) 0.0188(10) -0.0020(9) C19 0.0232(10) 0.0273(10) 0.0263(9) 0.0017(8) 0.0094(8) -0.0008(8) C20 0.0248(10) 0.0224(9) 0.0233(9) 0.0003(7) 0.0084(8) 0.0002(7) C21 0.0298(11) 0.0237(10) 0.0301(10) 0.0000(8) 0.0118(8) -0.0026(8) C22 0.0389(12) 0.0204(10) 0.0360(11) 0.0001(8) 0.0146(10) 0.0050(8) C23 0.0338(12) 0.0307(11) 0.0412(12) 0.0016(9) 0.0203(10) 0.0079(9) C24 0.0319(11) 0.0294(11) 0.0439(12) 0.0034(9) 0.0217(10) 0.0024(9) _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 Mn N3 2.2330(17) . ? Mn N2 2.236(2) . ? Mn N1 2.245(2) . ? Mn N6 2.2829(17) . ? Mn N4 2.2920(18) . ? Mn N5 2.2992(17) . ? Cl1 O2 1.4297(18) . ? Cl1 O4 1.434(2) . ? Cl1 O1 1.4347(18) . ? Cl1 O3 1.4378(17) . ? Cl2 O8B 1.347(6) . ? Cl2 O7A 1.384(3) . ? Cl2 O6A 1.400(4) . ? Cl2 O7B 1.416(5) . ? Cl2 O5 1.4405(19) . ? Cl2 O8A 1.482(3) . ? Cl2 O6B 1.503(7) . ? N1 C7 1.283(3) . ? N1 C1 1.481(3) . ? N2 C13 1.279(3) . ? N2 C3 1.484(3) . ? N3 C19 1.265(3) . ? N3 C5 1.483(3) . ? N4 C12 1.347(3) . ? N4 C8 1.347(3) . ? N5 C14 1.337(3) . ? N5 C18 1.341(3) . ? N6 C24 1.342(3) . ? N6 C20 1.353(3) . ? C1 C6 1.522(3) . ? C1 C2 1.533(4) . ? C2 C3 1.525(4) . ? C3 C4 1.525(4) . ? C4 C5 1.523(3) . ? C5 C6 1.527(3) . ? C7 C8 1.482(3) . ? C8 C9 1.396(3) . ? C9 C10 1.380(4) . ? C10 C11 1.382(4) . ? C11 C12 1.389(3) . ? C13 C14 1.482(3) . ? C14 C15 1.396(3) . ? C15 C16 1.381(4) . ? C16 C17 1.381(4) . ? C17 C18 1.384(3) . ? C19 C20 1.483(3) . ? C20 C21 1.390(3) . ? C21 C22 1.384(3) . ? C22 C23 1.384(3) . ? C23 C24 1.389(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 N3 Mn N2 80.97(8) . . ? N3 Mn N1 81.82(7) . . ? N2 Mn N1 80.64(9) . . ? N3 Mn N6 73.63(6) . . ? N2 Mn N6 129.31(9) . . ? N1 Mn N6 135.58(8) . . ? N3 Mn N4 132.24(7) . . ? N2 Mn N4 131.08(9) . . ? N1 Mn N4 72.48(7) . . ? N6 Mn N4 97.59(6) . . ? N3 Mn N5 134.03(7) . . ? N2 Mn N5 72.61(7) . . ? N1 Mn N5 128.07(8) . . ? N6 Mn N5 94.87(6) . . ? N4 Mn N5 92.84(6) . . ? O2 Cl1 O4 109.62(14) . . ? O2 Cl1 O1 109.30(13) . . ? O4 Cl1 O1 108.13(14) . . ? O2 Cl1 O3 109.94(12) . . ? O4 Cl1 O3 110.64(13) . . ? O1 Cl1 O3 109.17(11) . . ? O8B Cl2 O7A 126.7(4) . . ? O8B Cl2 O6A 71.4(5) . . ? O7A Cl2 O6A 113.9(3) . . ? O8B Cl2 O7B 117.0(5) . . ? O7A Cl2 O7B 25.3(3) . . ? O6A Cl2 O7B 137.0(3) . . ? O8B Cl2 O5 114.9(3) . . ? O7A Cl2 O5 112.7(2) . . ? O6A Cl2 O5 108.7(2) . . ? O7B Cl2 O5 104.8(3) . . ? O8B Cl2 O8A 36.5(5) . . ? O7A Cl2 O8A 107.5(3) . . ? O6A Cl2 O8A 107.7(3) . . ? O7B Cl2 O8A 87.7(3) . . ? O5 Cl2 O8A 106.03(17) . . ? O8B Cl2 O6B 110.5(6) . . ? O7A Cl2 O6B 77.8(3) . . ? O6A Cl2 O6B 42.4(4) . . ? O7B Cl2 O6B 103.1(5) . . ? O5 Cl2 O6B 105.3(4) . . ? O8A Cl2 O6B 142.9(4) . . ? C7 N1 C1 118.8(2) . . ? C7 N1 Mn 116.40(16) . . ? C1 N1 Mn 123.34(16) . . ? C13 N2 C3 118.2(2) . . ? C13 N2 Mn 117.22(17) . . ? C3 N2 Mn 123.42(15) . . ? C19 N3 C5 119.03(18) . . ? C19 N3 Mn 116.75(14) . . ? C5 N3 Mn 123.74(13) . . ? C12 N4 C8 117.29(19) . . ? C12 N4 Mn 127.75(15) . . ? C8 N4 Mn 113.02(14) . . ? C14 N5 C18 117.15(19) . . ? C14 N5 Mn 114.39(13) . . ? C18 N5 Mn 128.45(16) . . ? C24 N6 C20 117.08(18) . . ? C24 N6 Mn 129.33(14) . . ? C20 N6 Mn 113.58(13) . . ? N1 C1 C6 110.93(19) . . ? N1 C1 C2 109.1(2) . . ? C6 C1 C2 110.8(2) . . ? C3 C2 C1 113.93(19) . . ? N2 C3 C4 110.2(2) . . ? N2 C3 C2 110.1(2) . . ? C4 C3 C2 111.2(2) . . ? C5 C4 C3 114.1(2) . . ? N3 C5 C4 109.60(18) . . ? N3 C5 C6 110.14(18) . . ? C4 C5 C6 111.02(19) . . ? C1 C6 C5 114.55(19) . . ? N1 C7 C8 118.0(2) . . ? N4 C8 C9 122.4(2) . . ? N4 C8 C7 116.20(19) . . ? C9 C8 C7 121.4(2) . . ? C10 C9 C8 119.5(2) . . ? C9 C10 C11 118.6(2) . . ? C10 C11 C12 118.8(2) . . ? N4 C12 C11 123.3(2) . . ? N2 C13 C14 118.2(2) . . ? N5 C14 C15 123.1(2) . . ? N5 C14 C13 116.32(19) . . ? C15 C14 C13 120.6(2) . . ? C16 C15 C14 118.9(2) . . ? C15 C16 C17 118.4(2) . . ? C16 C17 C18 119.2(2) . . ? N5 C18 C17 123.3(2) . . ? N3 C19 C20 119.42(18) . . ? N6 C20 C21 122.64(19) . . ? N6 C20 C19 116.27(17) . . ? C21 C20 C19 121.10(18) . . ? C22 C21 C20 119.31(19) . . ? C23 C22 C21 118.64(19) . . ? C22 C23 C24 118.7(2) . . ? N6 C24 C23 123.6(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C3 C4 -51.7(3) . . . . ? C2 C3 C4 C5 51.8(3) . . . . ? C3 C4 C5 C6 -51.2(3) . . . . ? C4 C5 C6 C1 51.3(3) . . . . ? C5 C6 C1 C2 -51.2(2) . . . . ? C6 C1 C2 C3 51.3(3) . . . . ? N1 X1 X2 N4 -1.73(10) . . . . ? N1 X1 X2 N5 116.65(10) . . . . ? N1 X1 X2 N6 -123.52(10) . . . . ? N2 X1 X2 N4 -121.32(12) . . . . ? N2 X1 X2 N5 -2.94(12) . . . . ? N2 X1 X2 N6 116.89(12) . . . . ? N3 X1 X2 N4 119.01(8) . . . . ? N3 X1 X2 N5 -122.61(8) . . . . ? N3 X1 X2 N6 -2.78(8) . . . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.648 _refine_diff_density_min -0.766 _refine_diff_density_rms 0.067 #==END data_rp3 _database_code_CSD 194167 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[Ni(tachpyr)]Cl&v2 [CH&v3&0OH]' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C25 H34 Cl2 N6 Ni O' _chemical_formula_weight 564.19 _chemical_melting_point ? _chemical_compound_source ? 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ni' 'Ni' 0.3393 1.1124 '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 P2(1)/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 9.4103(2) _cell_length_b 14.5893(3) _cell_length_c 19.1238(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.3180(10) _cell_angle_gamma 90.00 _cell_volume 2618.05(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6944 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parallelepiped _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.431 _exptl_crystal_density_method ? _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 0.976 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10411 _diffrn_reflns_av_R_equivalents 0.0535 _diffrn_reflns_av_sigmaI/netI 0.0377 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 23.30 _reflns_number_total 3757 _reflns_number_observed 3496 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 2 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 fullcycle _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1086P)^2^+ 9.3599P] 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 calc _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3755 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_obs 0.0581 _refine_ls_wR_factor_all 0.1938 _refine_ls_wR_factor_obs 0.1849 _refine_ls_goodness_of_fit_all 1.101 _refine_ls_goodness_of_fit_obs 1.126 _refine_ls_restrained_S_all 1.137 _refine_ls_restrained_S_obs 1.126 _refine_ls_shift/esd_max 0.003 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ni Ni 0.19001(6) 0.77034(4) 0.35766(3) 0.0192(2) Uani 1 d . . Cl1 Cl 0.4646(3) 0.8993(2) 0.52903(11) 0.0236(5) Uani 0.50 d P . Cl1' Cl 0.2754(3) 0.2171(2) 0.46534(12) 0.0262(6) Uani 0.50 d P . Cl2 Cl 0.45481(15) 0.47381(9) 0.30829(7) 0.0365(4) Uani 1 d . . N1 N 0.3321(4) 0.8817(3) 0.3705(2) 0.0221(9) Uani 1 d . . H1N1 H 0.3739 0.8783 0.4182 0.027 Uiso 1 d . . N2 N 0.3632(4) 0.6794(3) 0.3616(2) 0.0226(9) Uani 1 d . . H1N2 H 0.3309 0.6198 0.3378 0.027 Uiso 1 d . . N3 N 0.1905(4) 0.7868(3) 0.2487(2) 0.0237(9) Uani 1 d . . H1N3 H 0.1390 0.8484 0.2419 0.028 Uiso 1 d . . N4 N 0.0441(4) 0.8773(3) 0.3742(2) 0.0220(9) Uani 1 d . . N5 N 0.1979(4) 0.7302(3) 0.4646(2) 0.0215(9) Uani 1 d . . N6 N 0.0277(4) 0.6752(3) 0.3242(2) 0.0228(9) Uani 1 d . . C1 C 0.4536(5) 0.8818(4) 0.3247(3) 0.0259(11) Uani 1 d . . H1A H 0.5116 0.9382 0.3353 0.031 Uiso 1 calc R . C2 C 0.5479(5) 0.7987(4) 0.3416(3) 0.0278(12) Uani 1 d . . H2A H 0.6382 0.8067 0.3189 0.033 Uiso 1 calc R . H2B H 0.5717 0.7968 0.3929 0.033 Uiso 1 calc R . C3 C 0.4824(5) 0.7072(4) 0.3186(3) 0.0253(11) Uani 1 d . . H3A H 0.5584 0.6593 0.3243 0.030 Uiso 1 calc R . C4 C 0.4282(6) 0.7102(4) 0.2417(3) 0.0279(12) Uani 1 d . . H4A H 0.3732 0.6536 0.2304 0.034 Uiso 1 calc R . H4B H 0.5112 0.7103 0.2128 0.034 Uiso 1 calc R . C5 C 0.3339(5) 0.7930(4) 0.2208(3) 0.0256(11) Uani 1 d . . H5A H 0.3208 0.7954 0.1684 0.031 Uiso 1 calc R . C6 C 0.4057(5) 0.8821(4) 0.2467(3) 0.0271(11) Uani 1 d . . H6A H 0.4898 0.8932 0.2196 0.033 Uiso 1 calc R . H6B H 0.3384 0.9334 0.2370 0.033 Uiso 1 calc R . C7 C 0.2559(5) 0.9701(3) 0.3668(3) 0.0271(11) Uani 1 d . . H7A H 0.2595 0.9959 0.3190 0.032 Uiso 1 calc R . H7B H 0.3051 1.0136 0.4002 0.032 Uiso 1 calc R . C8 C 0.1029(5) 0.9613(3) 0.3834(2) 0.0231(11) Uani 1 d . . C9 C 0.0283(6) 1.0362(3) 0.4052(3) 0.0275(11) Uani 1 d . . H9A H 0.0737 1.0940 0.4115 0.033 Uiso 1 calc R . C10 C -0.1145(6) 1.0255(4) 0.4179(3) 0.0295(12) Uani 1 d . . H10A H -0.1681 1.0760 0.4330 0.035 Uiso 1 calc R . C11 C -0.1768(5) 0.9405(4) 0.4082(3) 0.0282(12) Uani 1 d . . H11A H -0.2742 0.9315 0.4162 0.034 Uiso 1 calc R . C12 C -0.0951(5) 0.8688(4) 0.3865(3) 0.0277(11) Uani 1 d . . H12A H -0.1388 0.8104 0.3799 0.033 Uiso 1 calc R . C13 C 0.4185(5) 0.6578(4) 0.4344(3) 0.0275(11) Uani 1 d . . H13A H 0.5061 0.6939 0.4463 0.033 Uiso 1 calc R . H13B H 0.4441 0.5920 0.4376 0.033 Uiso 1 calc R . C14 C 0.3110(5) 0.6787(3) 0.4865(3) 0.0238(11) Uani 1 d . . C15 C 0.3329(6) 0.6472(4) 0.5549(3) 0.0335(13) Uani 1 d . . H15A H 0.4144 0.6113 0.5688 0.040 Uiso 1 calc R . C16 C 0.2354(7) 0.6686(4) 0.6019(3) 0.0371(13) Uani 1 d . . H16A H 0.2491 0.6489 0.6493 0.045 Uiso 1 calc R . C17 C 0.1167(7) 0.7193(4) 0.5793(3) 0.0348(13) Uani 1 d . . H17A H 0.0461 0.7337 0.6106 0.042 Uiso 1 calc R . C18 C 0.1025(6) 0.7485(4) 0.5110(3) 0.0273(11) Uani 1 d . . H18A H 0.0207 0.7835 0.4959 0.033 Uiso 1 calc R . C19 C 0.0986(6) 0.7195(4) 0.2093(3) 0.0289(12) Uani 1 d . . H19A H 0.1594 0.6743 0.1871 0.035 Uiso 1 calc R . H19B H 0.0409 0.7517 0.1715 0.035 Uiso 1 calc R . C20 C 0.0006(5) 0.6697(3) 0.2546(3) 0.0237(11) Uani 1 d . . C21 C -0.1132(6) 0.6187(4) 0.2239(3) 0.0308(12) Uani 1 d . . H21A H -0.1304 0.6163 0.1743 0.037 Uiso 1 calc R . C22 C -0.2004(5) 0.5718(4) 0.2666(3) 0.0330(13) Uani 1 d . . H22A H -0.2783 0.5365 0.2469 0.040 Uiso 1 calc R . C23 C -0.1725(5) 0.5769(4) 0.3384(3) 0.0297(12) Uani 1 d . . H23A H -0.2310 0.5455 0.3689 0.036 Uiso 1 calc R . C24 C -0.0581(5) 0.6285(3) 0.3651(3) 0.0250(11) Uani 1 d . . H24A H -0.0389 0.6314 0.4145 0.030 Uiso 1 calc R . C25 C 0.1707(7) 0.4614(5) 0.4434(4) 0.049(2) Uani 1 d . . O1 O 0.2979(9) 0.4100(6) 0.4424(5) 0.053(2) Uani 0.50 d P 1 O1' O 0.2478(15) 0.4222(8) 0.4986(6) 0.085(4) Uani 0.50 d P 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0165(4) 0.0221(4) 0.0190(4) 0.0001(2) 0.0012(3) -0.0010(2) Cl1 0.0327(13) 0.0230(12) 0.0152(11) -0.0038(9) 0.0023(10) -0.0066(10) Cl1' 0.0354(14) 0.0243(12) 0.0181(12) 0.0057(9) -0.0024(10) -0.0090(10) Cl2 0.0383(8) 0.0298(7) 0.0397(8) -0.0021(6) -0.0082(6) -0.0034(6) N1 0.018(2) 0.025(2) 0.023(2) 0.001(2) 0.001(2) -0.001(2) N2 0.021(2) 0.030(2) 0.017(2) 0.002(2) 0.002(2) 0.001(2) N3 0.022(2) 0.029(2) 0.020(2) 0.000(2) 0.000(2) -0.002(2) N4 0.017(2) 0.024(2) 0.024(2) 0.000(2) -0.002(2) 0.000(2) N5 0.022(2) 0.023(2) 0.020(2) -0.002(2) 0.002(2) -0.001(2) N6 0.018(2) 0.024(2) 0.026(2) -0.001(2) 0.002(2) 0.000(2) C1 0.019(2) 0.032(3) 0.027(3) -0.001(2) 0.001(2) -0.005(2) C2 0.018(2) 0.038(3) 0.028(3) 0.002(2) 0.002(2) -0.001(2) C3 0.018(2) 0.032(3) 0.027(3) 0.002(2) 0.005(2) 0.002(2) C4 0.028(3) 0.035(3) 0.022(3) -0.002(2) 0.006(2) 0.000(2) C5 0.026(3) 0.033(3) 0.019(2) 0.002(2) 0.006(2) -0.004(2) C6 0.022(3) 0.035(3) 0.025(3) 0.006(2) 0.007(2) -0.005(2) C7 0.025(3) 0.025(3) 0.031(3) -0.001(2) 0.000(2) -0.003(2) C8 0.025(3) 0.024(3) 0.019(2) 0.002(2) -0.002(2) -0.003(2) C9 0.033(3) 0.023(3) 0.026(3) 0.001(2) -0.001(2) -0.001(2) C10 0.025(3) 0.031(3) 0.032(3) -0.002(2) -0.001(2) 0.007(2) C11 0.020(2) 0.032(3) 0.032(3) -0.003(2) -0.002(2) 0.003(2) C12 0.020(3) 0.026(3) 0.036(3) -0.002(2) -0.002(2) -0.003(2) C13 0.025(3) 0.035(3) 0.023(3) 0.005(2) 0.003(2) 0.009(2) C14 0.024(3) 0.024(3) 0.023(3) -0.001(2) 0.000(2) -0.004(2) C15 0.038(3) 0.036(3) 0.025(3) 0.006(2) 0.000(2) 0.003(3) C16 0.052(4) 0.039(3) 0.021(3) 0.005(2) 0.005(3) -0.006(3) C17 0.047(3) 0.034(3) 0.026(3) -0.002(2) 0.016(3) -0.003(3) C18 0.027(3) 0.028(3) 0.027(3) -0.004(2) 0.006(2) -0.001(2) C19 0.029(3) 0.036(3) 0.022(3) 0.000(2) 0.000(2) -0.007(2) C20 0.020(2) 0.023(3) 0.027(3) -0.004(2) 0.000(2) 0.001(2) C21 0.028(3) 0.034(3) 0.030(3) -0.007(2) -0.002(2) -0.002(2) C22 0.019(3) 0.032(3) 0.047(3) -0.006(3) -0.003(2) -0.006(2) C23 0.020(3) 0.026(3) 0.043(3) 0.000(2) 0.005(2) -0.003(2) C24 0.025(3) 0.025(3) 0.026(3) 0.002(2) 0.002(2) 0.001(2) C25 0.048(4) 0.045(4) 0.055(4) -0.001(3) 0.000(3) 0.000(3) O1 0.043(5) 0.053(6) 0.064(6) 0.016(5) 0.006(4) 0.004(4) O1' 0.126(11) 0.075(8) 0.048(6) -0.020(5) -0.027(6) 0.038(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 Ni N3 2.099(4) . ? Ni N2 2.099(4) . ? Ni N1 2.107(4) . ? Ni N4 2.118(4) . ? Ni N5 2.122(4) . ? Ni N6 2.127(4) . ? N1 C7 1.474(6) . ? N1 C1 1.492(6) . ? N2 C13 1.484(6) . ? N2 C3 1.495(6) . ? N3 C19 1.476(7) . ? N3 C5 1.491(6) . ? N4 C8 1.350(6) . ? N4 C12 1.354(6) . ? N5 C18 1.336(7) . ? N5 C14 1.345(6) . ? N6 C20 1.337(6) . ? N6 C24 1.350(6) . ? C1 C2 1.522(7) . ? C1 C6 1.526(7) . ? C2 C3 1.522(7) . ? C3 C4 1.521(7) . ? C4 C5 1.534(7) . ? C5 C6 1.529(7) . ? C7 C8 1.504(7) . ? C8 C9 1.380(7) . ? C9 C10 1.392(8) . ? C10 C11 1.379(8) . ? C11 C12 1.381(7) . ? C13 C14 1.504(7) . ? C14 C15 1.385(7) . ? C15 C16 1.369(8) . ? C16 C17 1.382(9) . ? C17 C18 1.371(8) . ? C19 C20 1.499(7) . ? C20 C21 1.398(7) . ? C21 C22 1.382(8) . ? C22 C23 1.381(8) . ? C23 C24 1.379(7) . ? C25 O1' 1.361(12) . ? C25 O1 1.414(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ni N2 92.7(2) . . ? N3 Ni N1 88.8(2) . . ? N2 Ni N1 89.9(2) . . ? N3 Ni N4 96.6(2) . . ? N2 Ni N4 166.1(2) . . ? N1 Ni N4 80.0(2) . . ? N3 Ni N5 170.3(2) . . ? N2 Ni N5 79.68(15) . . ? N1 Ni N5 97.2(2) . . ? N4 Ni N5 92.0(2) . . ? N3 Ni N6 80.3(2) . . ? N2 Ni N6 97.8(2) . . ? N1 Ni N6 166.8(2) . . ? N4 Ni N6 93.86(15) . . ? N5 Ni N6 94.7(2) . . ? C7 N1 C1 111.2(4) . . ? C7 N1 Ni 111.5(3) . . ? C1 N1 Ni 116.1(3) . . ? C13 N2 C3 110.4(4) . . ? C13 N2 Ni 112.6(3) . . ? C3 N2 Ni 114.9(3) . . ? C19 N3 C5 111.7(4) . . ? C19 N3 Ni 112.6(3) . . ? C5 N3 Ni 115.6(3) . . ? C8 N4 C12 116.9(4) . . ? C8 N4 Ni 115.1(3) . . ? C12 N4 Ni 127.2(3) . . ? C18 N5 C14 117.4(4) . . ? C18 N5 Ni 127.5(3) . . ? C14 N5 Ni 115.1(3) . . ? C20 N6 C24 117.9(4) . . ? C20 N6 Ni 114.6(3) . . ? C24 N6 Ni 127.0(3) . . ? N1 C1 C2 109.6(4) . . ? N1 C1 C6 113.1(4) . . ? C2 C1 C6 109.5(4) . . ? C3 C2 C1 114.8(4) . . ? N2 C3 C4 109.2(4) . . ? N2 C3 C2 112.5(4) . . ? C4 C3 C2 110.7(4) . . ? C3 C4 C5 114.8(4) . . ? N3 C5 C6 109.0(4) . . ? N3 C5 C4 112.3(4) . . ? C6 C5 C4 110.6(4) . . ? C1 C6 C5 113.9(4) . . ? N1 C7 C8 112.6(4) . . ? N4 C8 C9 123.0(5) . . ? N4 C8 C7 116.1(4) . . ? C9 C8 C7 120.9(4) . . ? C8 C9 C10 119.0(5) . . ? C11 C10 C9 118.9(5) . . ? C10 C11 C12 118.8(5) . . ? N4 C12 C11 123.4(5) . . ? N2 C13 C14 111.9(4) . . ? N5 C14 C15 122.6(5) . . ? N5 C14 C13 117.6(4) . . ? C15 C14 C13 119.8(5) . . ? C16 C15 C14 119.0(5) . . ? C15 C16 C17 118.8(5) . . ? C18 C17 C16 118.9(5) . . ? N5 C18 C17 123.3(5) . . ? N3 C19 C20 113.0(4) . . ? N6 C20 C21 122.2(5) . . ? N6 C20 C19 117.8(4) . . ? C21 C20 C19 120.0(5) . . ? C22 C21 C20 119.0(5) . . ? C23 C22 C21 119.0(5) . . ? C24 C23 C22 118.8(5) . . ? N6 C24 C23 123.0(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C3 C4 51.8(6) . . . . ? C2 C3 C4 C5 -49.5(6) . . . . ? C3 C4 C5 C6 50.1(6) . . . . ? N1 C7 C8 N4 -22.9(6) . . . . ? N2 C13 C14 N5 -13.9(6) . . . . ? N3 C19 C20 N6 -14.6(7) . . . . ? _refine_diff_density_max 1.418 _refine_diff_density_min -0.639 _refine_diff_density_rms 0.131 #==END data_rp20 _database_code_CSD 194168 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety [Ni(Me3tachpyr)][ClO&v4&0]&v2&0 _chemical_formula_structural 'RP20 (NY1P182-2)' _chemical_formula_analytical ? _chemical_formula_sum 'C29 H39 Cl2 N7 Ni O8' _chemical_formula_weight 743.28 _chemical_melting_point ? _chemical_compound_source ? 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' 'Ni' 'Ni' 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.9925(7) _cell_length_b 10.2145(7) _cell_length_c 18.1508(13) _cell_angle_alpha 75.553(1) _cell_angle_beta 86.028(1) _cell_angle_gamma 61.606(1) _cell_volume 1575.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3202 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parallelepiped _exptl_crystal_colour violet _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method ? _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 0.848 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10108 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0944 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 27.90 _reflns_number_total 7011 _reflns_number_observed 4168 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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^)+(0.0414P)^2^+ 2.4430P] 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 calc _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0013(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 7006 _refine_ls_number_parameters 434 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1249 _refine_ls_R_factor_obs 0.0612 _refine_ls_wR_factor_all 0.1465 _refine_ls_wR_factor_obs 0.1125 _refine_ls_goodness_of_fit_all 1.051 _refine_ls_goodness_of_fit_obs 1.076 _refine_ls_restrained_S_all 1.062 _refine_ls_restrained_S_obs 1.076 _refine_ls_shift/esd_max -0.043 _refine_ls_shift/esd_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ni Ni 1.02698(6) 0.38345(7) 0.73807(3) 0.0221(2) Uani 1 d . . Cl1 Cl 0.65304(14) 0.22677(15) 0.37368(6) 0.0362(3) Uani 1 d . . Cl2 Cl 0.71379(14) 0.98258(14) 0.85924(7) 0.0354(3) Uani 1 d . . O1 O 0.7712(5) 0.0731(5) 0.4039(3) 0.083(2) Uani 1 d . . O2 O 0.5074(5) 0.2433(6) 0.3982(2) 0.0702(13) Uani 1 d . . O3 O 0.6853(5) 0.3362(5) 0.3944(2) 0.0675(13) Uani 1 d . . O4 O 0.6484(4) 0.2557(5) 0.2934(2) 0.0533(10) Uani 1 d . . O5 O 0.7326(9) 1.0303(9) 0.7826(3) 0.145(3) Uani 1 d . . O6 O 0.8470(6) 0.9385(7) 0.8996(3) 0.111(2) Uani 1 d . . O7 O 0.6844(6) 0.8602(6) 0.8686(4) 0.106(2) Uani 1 d . . O8 O 0.5952(7) 1.0970(8) 0.8810(5) 0.177(4) Uani 1 d . . N1 N 1.1441(4) 0.1485(4) 0.8066(2) 0.0284(9) Uani 1 d . . N2 N 1.1229(4) 0.4680(4) 0.8059(2) 0.0273(8) Uani 1 d . . N3 N 0.8233(4) 0.4398(4) 0.8019(2) 0.0286(9) Uani 1 d . . N4 N 1.2215(4) 0.2933(4) 0.6752(2) 0.0239(8) Uani 1 d . . N5 N 0.9482(4) 0.6104(4) 0.6720(2) 0.0241(8) Uani 1 d . . N6 N 0.8976(4) 0.3379(4) 0.6712(2) 0.0241(8) Uani 1 d . . N7 N 0.3177(7) 0.6490(7) 0.9274(3) 0.073(2) Uani 1 d . . C1 C 1.1321(5) 0.1455(6) 0.8899(2) 0.0339(11) Uani 1 d . . H1A H 1.1899 0.0358 0.9191 0.041 Uiso 1 calc R . C2 C 1.2013(6) 0.2345(6) 0.9151(2) 0.0363(12) Uani 1 d . . H2A H 1.2147 0.2039 0.9714 0.044 Uiso 1 calc R . H2B H 1.3039 0.2028 0.8949 0.044 Uiso 1 calc R . C3 C 1.1096(5) 0.4090(6) 0.8899(2) 0.0326(11) Uani 1 d . . H3A H 1.1539 0.4520 0.9189 0.039 Uiso 1 calc R . C4 C 0.9446(5) 0.4590(6) 0.9127(3) 0.0372(12) Uani 1 d . . H4A H 0.9440 0.4388 0.9690 0.045 Uiso 1 calc R . H4B H 0.8839 0.5713 0.8919 0.045 Uiso 1 calc R . C5 C 0.8656(6) 0.3809(6) 0.8863(2) 0.0354(12) Uani 1 d . . H5A H 0.7687 0.4074 0.9132 0.043 Uiso 1 calc R . C6 C 0.9665(6) 0.2063(6) 0.9125(3) 0.0400(12) Uani 1 d . . H6A H 0.9666 0.1752 0.9687 0.048 Uiso 1 calc R . H6B H 0.9200 0.1560 0.8913 0.048 Uiso 1 calc R . C7 C 1.3065(5) 0.0794(5) 0.7863(3) 0.0321(11) Uani 1 d . . H7A H 1.3481 -0.0329 0.7948 0.038 Uiso 1 calc R . H7B H 1.3666 0.0973 0.8201 0.038 Uiso 1 calc R . C8 C 1.3233(5) 0.1462(5) 0.7049(2) 0.0265(10) Uani 1 d . . C9 C 1.4410(5) 0.0638(6) 0.6633(3) 0.0390(12) Uani 1 d . . H9A H 1.5104 -0.0410 0.6849 0.047 Uiso 1 calc R . C10 C 1.4572(5) 0.1343(6) 0.5906(3) 0.0389(12) Uani 1 d . . H10A H 1.5362 0.0782 0.5611 0.047 Uiso 1 calc R . C11 C 1.3567(5) 0.2884(6) 0.5610(3) 0.0309(10) Uani 1 d . . H11A H 1.3669 0.3409 0.5115 0.037 Uiso 1 calc R . C12 C 1.2413(5) 0.3629(5) 0.6055(2) 0.0270(10) Uani 1 d . . H12A H 1.1726 0.4687 0.5858 0.032 Uiso 1 calc R . C13 C 1.0428(5) 0.6387(5) 0.7834(3) 0.0320(11) Uani 1 d . . H13A H 1.1144 0.6765 0.7906 0.038 Uiso 1 calc R . H13B H 0.9578 0.6777 0.8170 0.038 Uiso 1 calc R . C14 C 0.9814(5) 0.7006(5) 0.7021(3) 0.0264(10) Uani 1 d . . C15 C 0.9521(6) 0.8460(6) 0.6608(3) 0.0374(12) Uani 1 d . . H15A H 0.9810 0.9056 0.6820 0.045 Uiso 1 calc R . C16 C 0.8816(6) 0.9041(6) 0.5893(3) 0.0408(12) Uani 1 d . . H16A H 0.8611 1.0038 0.5606 0.049 Uiso 1 calc R . C17 C 0.8409(5) 0.8151(6) 0.5596(3) 0.0324(10) Uani 1 d . . H17A H 0.7896 0.8534 0.5107 0.039 Uiso 1 calc R . C18 C 0.8760(5) 0.6698(5) 0.6023(2) 0.0271(10) Uani 1 d . . H18A H 0.8481 0.6087 0.5818 0.032 Uiso 1 calc R . C19 C 0.7369(5) 0.3703(6) 0.7783(3) 0.0326(11) Uani 1 d . . H19A H 0.6269 0.4338 0.7841 0.039 Uiso 1 calc R . H19B H 0.7698 0.2666 0.8123 0.039 Uiso 1 calc R . C20 C 0.7613(5) 0.3580(5) 0.6971(2) 0.0271(10) Uani 1 d . . C21 C 0.6539(5) 0.3574(6) 0.6534(3) 0.0379(12) Uani 1 d . . H21A H 0.5572 0.3754 0.6724 0.046 Uiso 1 calc R . C22 C 0.6882(5) 0.3303(6) 0.5819(3) 0.0365(12) Uani 1 d . . H22A H 0.6153 0.3300 0.5511 0.044 Uiso 1 calc R . C23 C 0.8304(5) 0.3034(6) 0.5559(3) 0.0300(10) Uani 1 d . . H23A H 0.8580 0.2822 0.5074 0.036 Uiso 1 calc R . C24 C 0.9311(5) 0.3084(5) 0.6022(2) 0.0257(10) Uani 1 d . . H24A H 1.0286 0.2900 0.5845 0.031 Uiso 1 calc R . C25 C 1.0868(6) 0.0481(6) 0.7883(3) 0.0365(12) Uani 1 d . . H25A H 0.9795 0.0862 0.8002 0.044 Uiso 1 calc R . H25B H 1.1469 -0.0574 0.8188 0.044 Uiso 1 calc R . H25C H 1.0964 0.0498 0.7340 0.044 Uiso 1 calc R . C26 C 1.2859(5) 0.4252(6) 0.7909(3) 0.0328(11) Uani 1 d . . H26A H 1.3475 0.3131 0.8044 0.039 Uiso 1 calc R . H26B H 1.3229 0.4690 0.8218 0.039 Uiso 1 calc R . H26C H 1.2941 0.4655 0.7368 0.039 Uiso 1 calc R . C27 C 0.7143(5) 0.6074(6) 0.7839(3) 0.0361(12) Uani 1 d . . H27A H 0.7628 0.6623 0.7979 0.043 Uiso 1 calc R . H27B H 0.6233 0.6252 0.8128 0.043 Uiso 1 calc R . H27C H 0.6852 0.6449 0.7293 0.043 Uiso 1 calc R . C28 C 0.3920(7) 0.6855(7) 0.9516(3) 0.0486(14) Uani 1 d . . C29 C 0.4858(8) 0.7326(8) 0.9840(4) 0.071(2) Uani 1 d . . H29A H 0.5208 0.7899 0.9429 0.085 Uiso 1 calc R . H29B H 0.5742 0.6416 1.0130 0.085 Uiso 1 calc R . H29C H 0.4260 0.7983 1.0179 0.085 Uiso 1 calc R . 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 Ni 0.0239(3) 0.0244(3) 0.0198(3) -0.0061(2) 0.0027(2) -0.0129(3) Cl1 0.0402(7) 0.0425(8) 0.0255(6) -0.0057(5) 0.0013(5) -0.0205(6) Cl2 0.0396(7) 0.0314(7) 0.0353(7) -0.0072(5) 0.0006(5) -0.0174(6) O1 0.067(3) 0.045(3) 0.105(4) 0.037(2) -0.027(3) -0.024(2) O2 0.064(3) 0.095(4) 0.071(3) -0.038(3) 0.040(2) -0.049(3) O3 0.077(3) 0.073(3) 0.069(3) -0.035(2) -0.010(2) -0.039(3) O4 0.068(3) 0.071(3) 0.027(2) -0.011(2) 0.007(2) -0.039(2) O5 0.237(8) 0.214(8) 0.034(3) 0.008(4) -0.004(4) -0.163(7) O6 0.078(3) 0.180(6) 0.081(3) 0.042(4) -0.037(3) -0.095(4) O7 0.115(4) 0.056(3) 0.168(6) -0.019(3) 0.001(4) -0.061(3) O8 0.076(4) 0.143(6) 0.295(10) -0.164(7) 0.017(5) 0.012(4) N1 0.032(2) 0.030(2) 0.024(2) -0.005(2) 0.003(2) -0.017(2) N2 0.026(2) 0.033(2) 0.024(2) -0.010(2) 0.0012(15) -0.013(2) N3 0.031(2) 0.036(2) 0.022(2) -0.010(2) 0.005(2) -0.016(2) N4 0.025(2) 0.027(2) 0.023(2) -0.007(2) 0.0013(15) -0.014(2) N5 0.024(2) 0.024(2) 0.026(2) -0.009(2) 0.0044(15) -0.012(2) N6 0.024(2) 0.022(2) 0.027(2) -0.006(2) 0.0025(15) -0.011(2) N7 0.081(4) 0.065(4) 0.067(4) -0.003(3) -0.021(3) -0.032(3) C1 0.040(3) 0.034(3) 0.020(2) 0.004(2) 0.000(2) -0.016(2) C2 0.045(3) 0.046(3) 0.017(2) -0.003(2) -0.002(2) -0.022(3) C3 0.039(3) 0.043(3) 0.022(2) -0.009(2) 0.000(2) -0.023(2) C4 0.044(3) 0.053(3) 0.020(2) -0.012(2) 0.006(2) -0.026(3) C5 0.041(3) 0.050(3) 0.020(2) -0.013(2) 0.014(2) -0.024(3) C6 0.049(3) 0.051(3) 0.022(2) -0.003(2) 0.006(2) -0.029(3) C7 0.033(3) 0.025(3) 0.033(3) -0.003(2) 0.000(2) -0.011(2) C8 0.023(2) 0.025(2) 0.029(2) -0.008(2) -0.003(2) -0.009(2) C9 0.035(3) 0.031(3) 0.045(3) -0.009(2) 0.003(2) -0.010(2) C10 0.027(3) 0.048(3) 0.041(3) -0.021(3) 0.010(2) -0.013(2) C11 0.025(2) 0.041(3) 0.029(2) -0.009(2) 0.002(2) -0.017(2) C12 0.025(2) 0.029(3) 0.031(2) -0.006(2) 0.000(2) -0.016(2) C13 0.037(3) 0.030(3) 0.036(3) -0.013(2) 0.000(2) -0.019(2) C14 0.024(2) 0.025(2) 0.033(2) -0.014(2) 0.004(2) -0.011(2) C15 0.042(3) 0.031(3) 0.047(3) -0.015(2) 0.003(2) -0.021(2) C16 0.048(3) 0.026(3) 0.047(3) -0.004(2) 0.000(2) -0.019(2) C17 0.031(2) 0.029(3) 0.030(2) -0.003(2) 0.002(2) -0.011(2) C18 0.026(2) 0.028(3) 0.027(2) -0.010(2) 0.002(2) -0.011(2) C19 0.031(3) 0.041(3) 0.035(3) -0.015(2) 0.009(2) -0.022(2) C20 0.028(2) 0.031(3) 0.029(2) -0.007(2) 0.003(2) -0.019(2) C21 0.031(3) 0.049(3) 0.042(3) -0.009(2) 0.003(2) -0.027(3) C22 0.037(3) 0.046(3) 0.034(3) -0.006(2) -0.004(2) -0.026(3) C23 0.040(3) 0.031(2) 0.024(2) -0.005(2) -0.001(2) -0.021(2) C24 0.032(2) 0.028(3) 0.022(2) -0.009(2) 0.003(2) -0.017(2) C25 0.047(3) 0.028(3) 0.034(3) -0.001(2) 0.000(2) -0.020(2) C26 0.034(3) 0.038(3) 0.030(2) -0.011(2) 0.002(2) -0.019(2) C27 0.029(3) 0.046(3) 0.032(3) -0.015(2) 0.006(2) -0.014(2) C28 0.054(4) 0.038(3) 0.040(3) -0.003(3) 0.004(3) -0.015(3) C29 0.078(5) 0.057(4) 0.077(5) -0.013(4) -0.007(4) -0.031(4) _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 Ni N6 2.106(3) . ? Ni N5 2.107(4) . ? Ni N4 2.108(3) . ? Ni N2 2.159(4) . ? Ni N3 2.170(4) . ? Ni N1 2.172(4) . ? Cl1 O4 1.413(3) . ? Cl1 O1 1.434(4) . ? Cl1 O2 1.435(4) . ? Cl1 O3 1.437(4) . ? Cl2 O8 1.332(5) . ? Cl2 O6 1.382(4) . ? Cl2 O7 1.383(5) . ? Cl2 O5 1.385(5) . ? N1 C7 1.492(6) . ? N1 C25 1.498(6) . ? N1 C1 1.503(5) . ? N2 C13 1.487(6) . ? N2 C26 1.496(5) . ? N2 C3 1.515(5) . ? N3 C19 1.489(6) . ? N3 C27 1.490(6) . ? N3 C5 1.509(5) . ? N4 C12 1.340(5) . ? N4 C8 1.342(5) . ? N5 C18 1.348(5) . ? N5 C14 1.350(5) . ? N6 C24 1.343(5) . ? N6 C20 1.346(5) . ? N7 C28 1.128(7) . ? C1 C6 1.532(6) . ? C1 C2 1.536(7) . ? C2 C3 1.525(7) . ? C3 C4 1.536(6) . ? C4 C5 1.527(7) . ? C5 C6 1.536(7) . ? C7 C8 1.499(6) . ? C8 C9 1.383(6) . ? C9 C10 1.376(7) . ? C10 C11 1.387(7) . ? C11 C12 1.380(6) . ? C13 C14 1.497(6) . ? C14 C15 1.385(6) . ? C15 C16 1.370(7) . ? C16 C17 1.381(7) . ? C17 C18 1.377(6) . ? C19 C20 1.503(6) . ? C20 C21 1.382(6) . ? C21 C22 1.380(6) . ? C22 C23 1.386(6) . ? C23 C24 1.381(6) . ? C28 C29 1.450(9) . ? 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 N6 Ni N5 93.20(13) . . ? N6 Ni N4 92.75(13) . . ? N5 Ni N4 93.79(14) . . ? N6 Ni N2 169.80(14) . . ? N5 Ni N2 79.71(14) . . ? N4 Ni N2 95.01(13) . . ? N6 Ni N3 79.74(13) . . ? N5 Ni N3 93.84(14) . . ? N4 Ni N3 169.57(14) . . ? N2 Ni N3 93.33(13) . . ? N6 Ni N1 93.97(14) . . ? N5 Ni N1 170.62(14) . . ? N4 Ni N1 79.84(14) . . ? N2 Ni N1 93.90(14) . . ? N3 Ni N1 93.37(14) . . ? O4 Cl1 O1 108.0(3) . . ? O4 Cl1 O2 107.9(2) . . ? O1 Cl1 O2 110.7(3) . . ? O4 Cl1 O3 108.0(3) . . ? O1 Cl1 O3 110.8(3) . . ? O2 Cl1 O3 111.3(3) . . ? O8 Cl2 O6 111.5(4) . . ? O8 Cl2 O7 109.0(5) . . ? O6 Cl2 O7 110.8(4) . . ? O8 Cl2 O5 109.3(6) . . ? O6 Cl2 O5 108.0(4) . . ? O7 Cl2 O5 108.2(4) . . ? C7 N1 C25 104.3(4) . . ? C7 N1 C1 111.0(3) . . ? C25 N1 C1 110.2(4) . . ? C7 N1 Ni 108.0(3) . . ? C25 N1 Ni 112.9(3) . . ? C1 N1 Ni 110.3(3) . . ? C13 N2 C26 104.1(4) . . ? C13 N2 C3 110.9(3) . . ? C26 N2 C3 109.5(3) . . ? C13 N2 Ni 109.2(2) . . ? C26 N2 Ni 112.7(3) . . ? C3 N2 Ni 110.3(3) . . ? C19 N3 C27 104.2(3) . . ? C19 N3 C5 110.8(4) . . ? C27 N3 C5 109.6(3) . . ? C19 N3 Ni 108.6(3) . . ? C27 N3 Ni 113.3(3) . . ? C5 N3 Ni 110.2(3) . . ? C12 N4 C8 118.5(4) . . ? C12 N4 Ni 125.6(3) . . ? C8 N4 Ni 115.3(3) . . ? C18 N5 C14 118.1(4) . . ? C18 N5 Ni 126.3(3) . . ? C14 N5 Ni 115.5(3) . . ? C24 N6 C20 118.1(4) . . ? C24 N6 Ni 125.9(3) . . ? C20 N6 Ni 115.6(3) . . ? N1 C1 C6 111.5(4) . . ? N1 C1 C2 113.6(4) . . ? C6 C1 C2 109.2(4) . . ? C3 C2 C1 115.7(4) . . ? N2 C3 C2 111.4(4) . . ? N2 C3 C4 113.7(4) . . ? C2 C3 C4 109.1(4) . . ? C5 C4 C3 115.7(4) . . ? N3 C5 C4 111.8(4) . . ? N3 C5 C6 114.2(4) . . ? C4 C5 C6 108.5(4) . . ? C1 C6 C5 115.5(4) . . ? N1 C7 C8 111.8(4) . . ? N4 C8 C9 121.4(4) . . ? N4 C8 C7 116.4(4) . . ? C9 C8 C7 122.2(4) . . ? C10 C9 C8 119.7(5) . . ? C9 C10 C11 119.1(4) . . ? C12 C11 C10 117.9(5) . . ? N4 C12 C11 123.2(4) . . ? N2 C13 C14 112.2(4) . . ? N5 C14 C15 121.2(4) . . ? N5 C14 C13 116.6(4) . . ? C15 C14 C13 122.1(4) . . ? C16 C15 C14 120.2(5) . . ? C15 C16 C17 118.8(5) . . ? C18 C17 C16 118.7(5) . . ? N5 C18 C17 122.9(4) . . ? N3 C19 C20 111.8(4) . . ? N6 C20 C21 121.9(4) . . ? N6 C20 C19 116.1(4) . . ? C21 C20 C19 121.8(4) . . ? C20 C21 C22 119.5(4) . . ? C21 C22 C23 119.0(4) . . ? C24 C23 C22 118.3(4) . . ? N6 C24 C23 123.1(4) . . ? N7 C28 C29 178.9(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 X1 X2 N4 -47.9(2) . . . . ? N2 X1 X2 N4 72.4(2) . . . . ? N3 X1 X2 N4 -167.9(2) . . . . ? N1 X1 X2 N5 -168.4(2) . . . . ? N2 X1 X2 N5 -48.1(2) . . . . ? N3 X1 X2 N5 71.6(2) . . . . ? N1 X1 X2 N6 71.7(2) . . . . ? N2 X1 X2 N6 -168.0(2) . . . . ? N3 X1 X2 N6 -48.3(2) . . . . ? C1 C2 C3 C4 51.7(5) . . . . ? C2 C3 C4 C5 -52.9(5) . . . . ? C3 C4 C5 C6 53.2(5) . . . . ? C4 C5 C6 C1 -53.0(5) . . . . ? C5 C6 C1 C2 52.2(5) . . . . ? C6 C1 C2 C3 -51.6(5) . . . . ? _refine_diff_density_max 0.727 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.086 #==END data_rp34 _database_code_CSD 194169 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural 'RP34 (P323-014)' _chemical_formula_analytical ? _chemical_formula_sum 'C27 H36 Cl2 Cu N6 O8' _chemical_formula_weight 707.06 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.4286(3) _cell_length_b 17.1595(5) _cell_length_c 9.6558(3) _cell_angle_alpha 90.00 _cell_angle_beta 109.868(1) _cell_angle_gamma 90.00 _cell_volume 1469.23(8) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6177 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description fragment _exptl_crystal_colour 'light blue' _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_method ? _exptl_crystal_F_000 734 _exptl_absorpt_coefficient_mu 0.986 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.75 _exptl_absorpt_correction_T_max 0.97 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9397 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0626 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 27.90 _reflns_number_total 5523 _reflns_number_observed 4816 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 7 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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^)+(0.0701P)^2^+ 0.5233P] 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 calc _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0050(13) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(2) _refine_ls_number_reflns 5516 _refine_ls_number_parameters 409 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0561 _refine_ls_R_factor_obs 0.0473 _refine_ls_wR_factor_all 0.1287 _refine_ls_wR_factor_obs 0.1189 _refine_ls_goodness_of_fit_all 1.039 _refine_ls_goodness_of_fit_obs 1.084 _refine_ls_restrained_S_all 1.092 _refine_ls_restrained_S_obs 1.084 _refine_ls_shift/esd_max 0.012 _refine_ls_shift/esd_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu Cu 0.30528(6) -0.03916(3) -0.87315(5) 0.01920(14) Uani 1 d . . Cl1 Cl 0.09295(13) 0.28102(6) -0.56407(11) 0.0223(2) Uani 1 d . . Cl2 Cl -0.36296(13) 0.09746(6) -1.22917(13) 0.0256(3) Uani 1 d . . O1 O -0.0278(5) 0.3344(3) -0.6212(4) 0.0454(11) Uani 1 d . . O2 O 0.1662(5) 0.2942(3) -0.4108(4) 0.0461(11) Uani 1 d . . O3 O 0.0347(5) 0.2026(2) -0.5852(5) 0.0407(9) Uani 1 d . . O4 O 0.1998(4) 0.2905(2) -0.6405(4) 0.0371(9) Uani 1 d . . O5 O -0.2444(6) 0.0847(6) -1.1004(6) 0.117(3) Uani 1 d . . O6 O -0.3133(8) 0.1369(4) -1.3320(9) 0.111(3) Uani 1 d . . O7 O -0.4165(9) 0.0254(4) -1.2899(10) 0.106(3) Uani 1 d . . O8 O -0.4809(6) 0.1384(3) -1.1997(7) 0.068(2) Uani 1 d . . N1 N 0.0936(4) -0.1191(2) -0.9464(4) 0.0232(8) Uani 1 d . . N2 N 0.2088(4) 0.0375(2) -0.7516(4) 0.0210(8) Uani 1 d . . N3 N 0.4085(4) -0.1091(2) -0.6891(4) 0.0229(8) Uani 1 d . . N4 N 0.1826(4) 0.0063(2) -1.0775(4) 0.0222(8) Uani 1 d . . N5 N 0.4747(5) 0.0650(2) -0.8091(4) 0.0249(9) Uani 1 d . . N6 N 0.4398(4) -0.1048(2) -0.9588(4) 0.0205(8) Uani 1 d . . C1 C 0.0451(6) -0.1325(3) -0.8157(5) 0.0273(10) Uani 1 d . . H1A H -0.0478 -0.1655 -0.8500 0.033 Uiso 1 calc R . C2 C 0.0048(5) -0.0586(3) -0.7479(5) 0.0253(10) Uani 1 d . . H2A H -0.0527 -0.0740 -0.6834 0.030 Uiso 1 calc R . H2B H -0.0627 -0.0262 -0.8283 0.030 Uiso 1 calc R . C3 C 0.1392(6) -0.0083(3) -0.6577(5) 0.0246(10) Uani 1 d . . H3A H 0.0995 0.0306 -0.6028 0.030 Uiso 1 calc R . C4 C 0.2510(6) -0.0599(3) -0.5425(5) 0.0284(11) Uani 1 d . . H4A H 0.2032 -0.0778 -0.4714 0.034 Uiso 1 calc R . H4B H 0.3401 -0.0281 -0.4875 0.034 Uiso 1 calc R . C5 C 0.3044(6) -0.1312(3) -0.6064(5) 0.0242(10) Uani 1 d . . H5A H 0.3639 -0.1643 -0.5214 0.029 Uiso 1 calc R . C6 C 0.1632(6) -0.1782(3) -0.6945(6) 0.0276(10) Uani 1 d . . H6A H 0.1955 -0.2236 -0.7398 0.033 Uiso 1 calc R . H6B H 0.1154 -0.1986 -0.6251 0.033 Uiso 1 calc R . C7 C -0.0240(5) -0.0773(3) -1.0673(5) 0.0259(10) Uani 1 d . . H7A H -0.0912 -0.0486 -1.0255 0.031 Uiso 1 calc R . H7B H -0.0859 -0.1159 -1.1386 0.031 Uiso 1 calc R . C8 C 0.0434(5) -0.0212(3) -1.1461(5) 0.0228(10) Uani 1 d . . C9 C -0.0443(6) 0.0059(3) -1.2850(5) 0.0289(11) Uani 1 d . . H9A H -0.1411 -0.0158 -1.3341 0.035 Uiso 1 calc R . C10 C 0.0101(6) 0.0638(3) -1.3497(5) 0.0308(12) Uani 1 d . . H10A H -0.0503 0.0840 -1.4427 0.037 Uiso 1 calc R . C11 C 0.1532(6) 0.0930(3) -1.2799(5) 0.0317(11) Uani 1 d . . H11A H 0.1936 0.1327 -1.3242 0.038 Uiso 1 calc R . C12 C 0.2356(6) 0.0628(3) -1.1444(5) 0.0279(10) Uani 1 d . . H12A H 0.3341 0.0825 -1.0957 0.033 Uiso 1 calc R . C13 C 0.3242(5) 0.0928(3) -0.6548(5) 0.0251(10) Uani 1 d . . H13A H 0.2726 0.1412 -0.6422 0.030 Uiso 1 calc R . H13B H 0.3703 0.0689 -0.5563 0.030 Uiso 1 calc R . C14 C 0.4465(6) 0.1137(3) -0.7139(5) 0.0262(11) Uani 1 d . . C15 C 0.5338(7) 0.1807(4) -0.6652(6) 0.0388(13) Uani 1 d . . H15A H 0.5082 0.2166 -0.6026 0.047 Uiso 1 calc R . C16 C 0.6579(6) 0.1947(4) -0.7083(7) 0.0429(14) Uani 1 d . . H16A H 0.7212 0.2386 -0.6721 0.051 Uiso 1 calc R . C17 C 0.6856(6) 0.1445(4) -0.8026(6) 0.0390(13) Uani 1 d . . H17A H 0.7687 0.1532 -0.8352 0.047 Uiso 1 calc R . C18 C 0.5944(6) 0.0806(3) -0.8522(6) 0.0331(12) Uani 1 d . . H18A H 0.6161 0.0460 -0.9192 0.040 Uiso 1 calc R . C19 C 0.4641(6) -0.1819(3) -0.7405(6) 0.0263(11) Uani 1 d . . H19A H 0.5522 -0.2025 -0.6601 0.032 Uiso 1 calc R . H19B H 0.3839 -0.2219 -0.7653 0.032 Uiso 1 calc R . C20 C 0.5083(5) -0.1656(3) -0.8729(5) 0.0229(10) Uani 1 d . . C21 C 0.6085(6) -0.2131(3) -0.9122(6) 0.0308(11) Uani 1 d . . H21A H 0.6563 -0.2553 -0.8502 0.037 Uiso 1 calc R . C22 C 0.6386(6) -0.1997(3) -1.0387(6) 0.0352(12) Uani 1 d . . H22A H 0.7055 -0.2325 -1.0665 0.042 Uiso 1 calc R . C23 C 0.5693(6) -0.1370(3) -1.1254(6) 0.0322(11) Uani 1 d . . H23A H 0.5891 -0.1255 -1.2133 0.039 Uiso 1 calc R . C24 C 0.4709(6) -0.0914(3) -1.0827(6) 0.0294(11) Uani 1 d . . H24A H 0.4232 -0.0487 -1.1433 0.035 Uiso 1 calc R . C25 C 0.1171(6) -0.1940(3) -1.0125(6) 0.0333(12) Uani 1 d . . H25A H 0.1462 -0.1836 -1.0990 0.050 Uiso 1 calc R . H25B H 0.0235 -0.2243 -1.0422 0.050 Uiso 1 calc R . H25C H 0.1973 -0.2236 -0.9400 0.050 Uiso 1 calc R . C26 C 0.0944(5) 0.0902(3) -0.8530(5) 0.0253(10) Uani 1 d . . H26A H 0.1439 0.1246 -0.9038 0.038 Uiso 1 calc R . H26B H 0.0469 0.1217 -0.7963 0.038 Uiso 1 calc R . H26C H 0.0174 0.0590 -0.9257 0.038 Uiso 1 calc R . C27 C 0.5468(6) -0.0715(3) -0.5879(5) 0.0298(11) Uani 1 d . . H27A H 0.5188 -0.0254 -0.5431 0.045 Uiso 1 calc R . H27B H 0.6120 -0.0558 -0.6434 0.045 Uiso 1 calc R . H27C H 0.6009 -0.1084 -0.5105 0.045 Uiso 1 calc R . 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 Cu 0.0197(3) 0.0199(3) 0.0187(2) 0.0031(2) 0.0074(2) 0.0025(2) Cl1 0.0240(6) 0.0204(5) 0.0224(5) 0.0000(4) 0.0078(4) 0.0013(4) Cl2 0.0264(6) 0.0184(5) 0.0321(6) 0.0010(4) 0.0099(5) -0.0011(4) O1 0.056(3) 0.042(3) 0.040(2) 0.013(2) 0.019(2) 0.029(2) O2 0.033(2) 0.072(3) 0.028(2) -0.007(2) 0.003(2) -0.005(2) O3 0.047(2) 0.026(2) 0.058(2) -0.006(2) 0.029(2) -0.009(2) O4 0.040(2) 0.036(2) 0.042(2) 0.000(2) 0.023(2) -0.002(2) O5 0.045(3) 0.253(10) 0.046(3) -0.070(5) 0.005(2) 0.035(4) O6 0.122(5) 0.100(5) 0.175(7) 0.093(5) 0.132(6) 0.060(4) O7 0.127(6) 0.044(4) 0.175(7) -0.046(4) 0.088(5) -0.038(4) O8 0.064(3) 0.051(3) 0.110(4) 0.034(3) 0.057(3) 0.025(3) N1 0.023(2) 0.021(2) 0.023(2) 0.000(2) 0.004(2) 0.000(2) N2 0.022(2) 0.020(2) 0.023(2) 0.0004(14) 0.009(2) -0.0002(15) N3 0.022(2) 0.023(2) 0.025(2) -0.001(2) 0.009(2) 0.007(2) N4 0.020(2) 0.026(2) 0.020(2) -0.002(2) 0.007(2) -0.002(2) N5 0.024(2) 0.022(2) 0.026(2) -0.001(2) 0.005(2) 0.002(2) N6 0.019(2) 0.024(2) 0.021(2) 0.0019(15) 0.011(2) 0.0002(15) C1 0.026(2) 0.026(3) 0.033(3) 0.004(2) 0.014(2) -0.003(2) C2 0.023(2) 0.029(3) 0.029(2) 0.003(2) 0.016(2) 0.000(2) C3 0.026(2) 0.029(3) 0.023(2) -0.002(2) 0.014(2) 0.002(2) C4 0.029(3) 0.039(3) 0.022(2) 0.003(2) 0.015(2) 0.003(2) C5 0.029(2) 0.024(3) 0.021(2) 0.008(2) 0.011(2) 0.001(2) C6 0.033(3) 0.024(3) 0.035(3) 0.003(2) 0.022(2) -0.002(2) C7 0.027(2) 0.026(3) 0.020(2) -0.001(2) 0.002(2) -0.004(2) C8 0.025(2) 0.021(3) 0.021(2) -0.001(2) 0.005(2) 0.001(2) C9 0.029(3) 0.031(3) 0.023(2) -0.002(2) 0.003(2) 0.005(2) C10 0.033(3) 0.036(3) 0.021(2) 0.003(2) 0.006(2) 0.013(2) C11 0.041(3) 0.030(3) 0.026(2) 0.006(2) 0.014(2) 0.002(2) C12 0.028(3) 0.027(3) 0.027(2) 0.002(2) 0.007(2) -0.002(2) C13 0.028(2) 0.023(2) 0.021(2) -0.004(2) 0.004(2) 0.004(2) C14 0.023(2) 0.030(3) 0.019(2) 0.000(2) -0.001(2) 0.003(2) C15 0.036(3) 0.037(3) 0.038(3) -0.012(2) 0.005(2) -0.005(2) C16 0.031(3) 0.037(3) 0.055(4) -0.012(3) 0.007(3) -0.013(2) C17 0.030(3) 0.042(3) 0.038(3) 0.001(2) 0.003(2) -0.007(2) C18 0.028(3) 0.035(3) 0.035(3) 0.001(2) 0.009(2) 0.000(2) C19 0.030(3) 0.021(3) 0.029(3) 0.004(2) 0.013(2) 0.007(2) C20 0.022(2) 0.024(2) 0.022(2) -0.001(2) 0.006(2) -0.002(2) C21 0.030(3) 0.028(3) 0.032(2) -0.006(2) 0.007(2) 0.003(2) C22 0.031(3) 0.041(3) 0.040(3) -0.009(2) 0.021(2) -0.002(2) C23 0.037(3) 0.035(3) 0.030(3) -0.001(2) 0.018(2) -0.002(2) C24 0.030(3) 0.032(3) 0.026(2) 0.002(2) 0.009(2) 0.002(2) C25 0.035(3) 0.029(3) 0.034(3) -0.007(2) 0.010(2) -0.001(2) C26 0.023(2) 0.018(2) 0.033(2) 0.001(2) 0.007(2) 0.005(2) C27 0.025(3) 0.036(3) 0.026(2) -0.001(2) 0.006(2) 0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N6 2.067(4) . ? Cu N4 2.071(4) . ? Cu N3 2.091(4) . ? Cu N2 2.159(4) . ? Cu N1 2.325(4) . ? Cu N5 2.336(4) . ? Cl1 O1 1.419(4) . ? Cl1 O2 1.422(4) . ? Cl1 O3 1.441(4) . ? Cl1 O4 1.446(4) . ? Cl2 O5 1.378(6) . ? Cl2 O7 1.387(6) . ? Cl2 O6 1.406(5) . ? Cl2 O8 1.423(5) . ? N1 C25 1.486(6) . ? N1 C7 1.492(6) . ? N1 C1 1.499(6) . ? N2 C26 1.491(6) . ? N2 C13 1.507(6) . ? N2 C3 1.507(6) . ? N3 C27 1.486(6) . ? N3 C19 1.502(6) . ? N3 C5 1.508(6) . ? N4 C8 1.339(6) . ? N4 C12 1.351(7) . ? N5 C14 1.334(7) . ? N5 C18 1.355(7) . ? N6 C24 1.345(6) . ? N6 C20 1.353(6) . ? C1 C6 1.529(7) . ? C1 C2 1.534(7) . ? C2 C3 1.536(7) . ? C3 C4 1.529(7) . ? C4 C5 1.531(7) . ? C5 C6 1.542(7) . ? C7 C8 1.496(7) . ? C8 C9 1.394(6) . ? C9 C10 1.364(8) . ? C10 C11 1.381(8) . ? C11 C12 1.376(7) . ? C13 C14 1.493(8) . ? C14 C15 1.399(8) . ? C15 C16 1.390(9) . ? C16 C17 1.342(9) . ? C17 C18 1.376(8) . ? C19 C20 1.499(7) . ? C20 C21 1.394(7) . ? C21 C22 1.364(8) . ? C22 C23 1.382(8) . ? C23 C24 1.379(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N6 Cu N4 92.5(2) . . ? N6 Cu N3 81.7(2) . . ? N4 Cu N3 166.9(2) . . ? N6 Cu N2 168.12(14) . . ? N4 Cu N2 95.0(2) . . ? N3 Cu N2 92.74(15) . . ? N6 Cu N1 97.86(15) . . ? N4 Cu N1 77.78(15) . . ? N3 Cu N1 91.35(15) . . ? N2 Cu N1 92.74(15) . . ? N6 Cu N5 93.75(15) . . ? N4 Cu N5 94.27(15) . . ? N3 Cu N5 97.78(15) . . ? N2 Cu N5 76.52(15) . . ? N1 Cu N5 166.16(14) . . ? O1 Cl1 O2 110.1(3) . . ? O1 Cl1 O3 109.3(3) . . ? O2 Cl1 O3 108.8(3) . . ? O1 Cl1 O4 109.6(2) . . ? O2 Cl1 O4 109.7(2) . . ? O3 Cl1 O4 109.3(2) . . ? O5 Cl2 O7 107.9(6) . . ? O5 Cl2 O6 110.5(5) . . ? O7 Cl2 O6 106.9(5) . . ? O5 Cl2 O8 110.4(3) . . ? O7 Cl2 O8 109.1(4) . . ? O6 Cl2 O8 111.9(3) . . ? C25 N1 C7 105.0(4) . . ? C25 N1 C1 111.2(4) . . ? C7 N1 C1 112.0(4) . . ? C25 N1 Cu 113.8(3) . . ? C7 N1 Cu 106.7(3) . . ? C1 N1 Cu 108.1(3) . . ? C26 N2 C13 103.5(4) . . ? C26 N2 C3 110.3(4) . . ? C13 N2 C3 109.0(4) . . ? C26 N2 Cu 110.9(3) . . ? C13 N2 Cu 111.9(3) . . ? C3 N2 Cu 111.1(3) . . ? C27 N3 C19 104.6(4) . . ? C27 N3 C5 110.2(4) . . ? C19 N3 C5 109.2(4) . . ? C27 N3 Cu 111.1(3) . . ? C19 N3 Cu 108.1(3) . . ? C5 N3 Cu 113.3(3) . . ? C8 N4 C12 118.4(4) . . ? C8 N4 Cu 118.4(3) . . ? C12 N4 Cu 123.2(3) . . ? C14 N5 C18 118.0(5) . . ? C14 N5 Cu 112.5(3) . . ? C18 N5 Cu 129.5(4) . . ? C24 N6 C20 118.3(4) . . ? C24 N6 Cu 127.7(3) . . ? C20 N6 Cu 113.9(3) . . ? N1 C1 C6 111.9(4) . . ? N1 C1 C2 115.0(4) . . ? C6 C1 C2 108.6(4) . . ? C1 C2 C3 115.5(4) . . ? N2 C3 C4 114.0(4) . . ? N2 C3 C2 113.3(4) . . ? C4 C3 C2 108.6(4) . . ? C3 C4 C5 114.2(4) . . ? N3 C5 C4 112.0(4) . . ? N3 C5 C6 115.8(4) . . ? C4 C5 C6 107.5(4) . . ? C1 C6 C5 114.9(4) . . ? N1 C7 C8 112.1(4) . . ? N4 C8 C9 121.3(4) . . ? N4 C8 C7 119.3(4) . . ? C9 C8 C7 119.2(4) . . ? C10 C9 C8 119.4(5) . . ? C9 C10 C11 119.9(5) . . ? C12 C11 C10 118.0(5) . . ? N4 C12 C11 123.0(5) . . ? C14 C13 N2 113.7(4) . . ? N5 C14 C15 120.9(5) . . ? N5 C14 C13 118.3(5) . . ? C15 C14 C13 120.7(5) . . ? C16 C15 C14 120.0(6) . . ? C17 C16 C15 118.0(5) . . ? C16 C17 C18 120.4(6) . . ? N5 C18 C17 122.5(5) . . ? C20 C19 N3 110.9(4) . . ? N6 C20 C21 120.7(5) . . ? N6 C20 C19 116.9(4) . . ? C21 C20 C19 122.3(5) . . ? C22 C21 C20 120.7(5) . . ? C21 C22 C23 118.3(5) . . ? C24 C23 C22 119.2(5) . . ? N6 C24 C23 122.8(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C3 C4 -52.9(5) . . . . ? C2 C3 C4 C5 55.7(5) . . . . ? C3 C4 C5 C6 -57.0(5) . . . . ? C4 C5 C6 C1 56.2(5) . . . . ? C5 C6 C1 C2 -53.6(5) . . . . ? C6 C1 C2 C3 51.8(5) . . . . ? N1 X1 X2 N4 43.2(2) . . . . ? N1 X1 X2 N5 165.6(2) . . . . ? N1 X1 X2 N6 -72.1(2) . . . . ? N2 X1 X2 N4 -79.2(2) . . . . ? N2 X1 X2 N5 43.1(2) . . . . ? N2 X1 X2 N6 165.5(2) . . . . ? N3 X1 X2 N4 163.7(2) . . . . ? N3 X1 X2 N5 -74.0(2) . . . . ? N3 X1 X2 N6 48.3(2) . . . . ? _refine_diff_density_max 1.291 _refine_diff_density_min -0.535 _refine_diff_density_rms 0.091 #==END data_rp22 _database_code_CSD 194170 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural RP22 _chemical_formula_analytical ? _chemical_formula_sum 'C27 H36 Cl2 N6 O8 Zn' _chemical_formula_weight 708.89 _chemical_melting_point ? _chemical_compound_source ? 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 Trigonal _symmetry_space_group_name_H-M P31c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, z+1/2' 'x-y, -y, z+1/2' '-x, -x+y, z+1/2' _cell_length_a 11.2593(2) _cell_length_b 11.2593(2) _cell_length_c 13.5750(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1490.37(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4785 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.580 _exptl_crystal_density_method ? _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.064 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.80 _exptl_absorpt_correction_T_max 0.95 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9116 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0425 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 27.85 _reflns_number_total 2300 _reflns_number_observed 1986 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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^)+(0.0290P)^2^+ 0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment calc _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0042(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.038(11) _refine_ls_number_reflns 2300 _refine_ls_number_parameters 139 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0371 _refine_ls_R_factor_obs 0.0275 _refine_ls_wR_factor_all 0.0570 _refine_ls_wR_factor_obs 0.0542 _refine_ls_goodness_of_fit_all 0.985 _refine_ls_goodness_of_fit_obs 1.013 _refine_ls_restrained_S_all 0.985 _refine_ls_restrained_S_obs 1.013 _refine_ls_shift/esd_max 0.005 _refine_ls_shift/esd_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn Zn 0.6667 0.3333 0.10697(3) 0.01782(12) Uani 1 d S . Cl1 Cl 1.0000 1.0000 0.02729(9) 0.0234(2) Uani 1 d S . Cl2 Cl 0.3333 0.6667 0.07874(6) 0.0227(2) Uani 1 d S . O1 O 1.0000 1.0000 0.1322(2) 0.0455(10) Uani 1 d S . O2 O 0.9820(2) 0.8717(2) -0.00770(15) 0.0407(5) Uani 1 d . . O3 O 0.3333 0.6667 -0.0253(3) 0.0611(11) Uani 1 d S . O4 O 0.2809(2) 0.7509(2) 0.1145(2) 0.0482(5) Uani 1 d . . N1 N 0.5949(2) 0.4487(2) 0.01450(13) 0.0207(4) Uani 1 d . . N2 N 0.7337(2) 0.5193(2) 0.19137(14) 0.0214(4) Uani 1 d . . C1 C 0.6108(3) 0.4293(2) -0.0938(2) 0.0249(5) Uani 1 d . . H1A H 0.5786 0.4846 -0.1310 0.030 Uiso 1 calc R . C2 C 0.7587(2) 0.4789(3) -0.1259(2) 0.0268(6) Uani 1 d . . H2A H 0.8178 0.5724 -0.0994 0.032 Uiso 1 calc R . H2B H 0.7630 0.4857 -0.1987 0.032 Uiso 1 calc R . C3 C 0.6727(2) 0.5960(2) 0.0421(2) 0.0237(5) Uani 1 d . . H3A H 0.6149 0.6379 0.0298 0.028 Uiso 1 calc R . H3B H 0.7553 0.6436 0.0000 0.028 Uiso 1 calc R . C4 C 0.7155(2) 0.6161(2) 0.1483(2) 0.0205(5) Uani 1 d . . C5 C 0.7447(2) 0.7367(2) 0.1976(2) 0.0269(5) Uani 1 d . . H5A H 0.7280 0.8027 0.1668 0.032 Uiso 1 calc R . C6 C 0.7978(2) 0.7585(3) 0.2913(2) 0.0312(6) Uani 1 d . . H6A H 0.8203 0.8410 0.3253 0.037 Uiso 1 calc R . C7 C 0.8182(2) 0.6603(2) 0.3357(2) 0.0290(5) Uani 1 d . . H7A H 0.8547 0.6737 0.4005 0.035 Uiso 1 calc R . C8 C 0.7845(2) 0.5418(2) 0.2842(2) 0.0249(5) Uani 1 d . . H8A H 0.7974 0.4734 0.3151 0.030 Uiso 1 calc R . C9 C 0.4496(2) 0.4058(2) 0.0375(2) 0.0251(5) Uani 1 d . . H9A H 0.4171 0.4509 -0.0080 0.030 Uiso 1 calc R . H9B H 0.4432 0.4321 0.1053 0.030 Uiso 1 calc R . H9C H 0.3927 0.3061 0.0305 0.030 Uiso 1 calc R . 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 Zn 0.01954(15) 0.01954(15) 0.0144(2) 0.000 0.000 0.00977(7) Cl1 0.0225(3) 0.0225(3) 0.0253(6) 0.000 0.000 0.0112(2) Cl2 0.0243(3) 0.0243(3) 0.0195(6) 0.000 0.000 0.0121(2) O1 0.0573(15) 0.0573(15) 0.022(2) 0.000 0.000 0.0286(7) O2 0.0460(12) 0.0284(10) 0.0518(13) -0.0042(8) 0.0072(9) 0.0216(9) O3 0.085(2) 0.085(2) 0.014(2) 0.000 0.000 0.0423(10) O4 0.0448(13) 0.0369(13) 0.0712(15) -0.0061(10) 0.0102(11) 0.0265(10) N1 0.0214(10) 0.0202(10) 0.0194(10) -0.0009(8) -0.0022(8) 0.0096(9) N2 0.0220(10) 0.0230(10) 0.0175(10) -0.0009(8) -0.0009(8) 0.0099(8) C1 0.0310(13) 0.0301(13) 0.0152(12) 0.0040(9) -0.0030(9) 0.0165(11) C2 0.0332(14) 0.0328(14) 0.0162(12) 0.0053(9) 0.0007(10) 0.0178(12) C3 0.0262(12) 0.0223(12) 0.0231(12) 0.0002(9) -0.0008(10) 0.0123(11) C4 0.0159(11) 0.0207(11) 0.0222(12) 0.0008(9) 0.0004(8) 0.0073(9) C5 0.0264(13) 0.0212(12) 0.033(2) -0.0025(10) -0.0010(10) 0.0117(10) C6 0.0253(13) 0.0274(13) 0.0376(15) -0.0103(11) -0.0028(11) 0.0107(11) C7 0.0257(13) 0.0341(13) 0.0214(12) -0.0094(13) -0.0060(10) 0.0106(11) C8 0.0255(13) 0.0293(13) 0.0202(12) -0.0010(10) -0.0019(9) 0.0140(11) C9 0.0233(12) 0.0293(13) 0.0254(13) -0.0032(10) -0.0049(10) 0.0152(11) _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 Zn N2 2.165(2) 3_665 ? Zn N2 2.165(2) 2_655 ? Zn N2 2.165(2) . ? Zn N1 2.228(2) 3_665 ? Zn N1 2.228(2) 2_655 ? Zn N1 2.228(2) . ? Cl1 O1 1.425(4) . ? Cl1 O2 1.435(2) 3_675 ? Cl1 O2 1.435(2) . ? Cl1 O2 1.435(2) 2_765 ? Cl2 O3 1.412(3) . ? Cl2 O4 1.430(2) . ? Cl2 O4 1.430(2) 2_665 ? Cl2 O4 1.430(2) 3_565 ? N1 C3 1.485(3) . ? N1 C9 1.490(3) . ? N1 C1 1.510(3) . ? N2 C4 1.340(3) . ? N2 C8 1.354(3) . ? C1 C2 1.532(3) . ? C1 C2 1.531(3) 2_655 ? C2 C1 1.531(3) 3_665 ? C3 C4 1.501(3) . ? C4 C5 1.399(3) . ? C5 C6 1.374(4) . ? C6 C7 1.376(4) . ? C7 C8 1.381(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 N2 Zn N2 94.57(7) 3_665 2_655 ? N2 Zn N2 94.57(7) 3_665 . ? N2 Zn N2 94.57(7) 2_655 . ? N2 Zn N1 77.71(7) 3_665 3_665 ? N2 Zn N1 165.75(6) 2_655 3_665 ? N2 Zn N1 97.95(7) . 3_665 ? N2 Zn N1 97.95(7) 3_665 2_655 ? N2 Zn N1 77.71(7) 2_655 2_655 ? N2 Zn N1 165.75(6) . 2_655 ? N1 Zn N1 91.37(7) 3_665 2_655 ? N2 Zn N1 165.75(7) 3_665 . ? N2 Zn N1 97.95(7) 2_655 . ? N2 Zn N1 77.71(7) . . ? N1 Zn N1 91.37(7) 3_665 . ? N1 Zn N1 91.37(7) 2_655 . ? O1 Cl1 O2 109.32(9) . 3_675 ? O1 Cl1 O2 109.32(9) . . ? O2 Cl1 O2 109.62(9) 3_675 . ? O1 Cl1 O2 109.32(9) . 2_765 ? O2 Cl1 O2 109.62(9) 3_675 2_765 ? O2 Cl1 O2 109.62(9) . 2_765 ? O3 Cl2 O4 109.85(11) . . ? O3 Cl2 O4 109.85(11) . 2_665 ? O4 Cl2 O4 109.09(11) . 2_665 ? O3 Cl2 O4 109.85(11) . 3_565 ? O4 Cl2 O4 109.09(11) . 3_565 ? O4 Cl2 O4 109.09(11) 2_665 3_565 ? C3 N1 C9 104.4(2) . . ? C3 N1 C1 111.2(2) . . ? C9 N1 C1 110.3(2) . . ? C3 N1 Zn 109.03(13) . . ? C9 N1 Zn 110.63(14) . . ? C1 N1 Zn 111.14(13) . . ? C4 N2 C8 118.4(2) . . ? C4 N2 Zn 115.74(15) . . ? C8 N2 Zn 125.74(15) . . ? N1 C1 C2 114.2(2) . . ? N1 C1 C2 112.1(2) . 2_655 ? C2 C1 C2 108.6(2) . 2_655 ? C1 C2 C1 115.8(2) . 3_665 ? N1 C3 C4 112.1(2) . . ? N2 C4 C5 121.6(2) . . ? N2 C4 C3 117.7(2) . . ? C5 C4 C3 120.5(2) . . ? C6 C5 C4 119.2(2) . . ? C7 C6 C5 119.6(2) . . ? C6 C7 C8 118.6(2) . . ? N2 C8 C7 122.6(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C1 C2 52.7(3) . . 3_665 3_665 ? C2 C1 C2 C1 -52.7(3) . 3_665 3_665 2_655 ? C1 C2 C1 C2 52.7(3) 3_665 3_665 2_655 2_655 ? C2 C1 C2 C1 -52.7(3) 3_665 2_655 2_655 . ? C1 C2 C1 C2 52.7(3) 2_655 2_655 . . ? C2 C1 C2 C1 -52.7(3) 2_655 . . 3_665 ? N1 X1 X2 N2 -43.19(8) . . . . ? N1 X1 X2 N2 -163.19(8) . . . 3_665 ? N1 X1 X2 N2 76.81(8) . . . 2_655 ? N1 X1 X2 N2 76.81(8) 3_665 . . . ? N1 X1 X2 N2 -43.19(8) 3_665 . . 3_665 ? N1 X1 X2 N2 -163.19(8) 3_665 . . 2_655 ? N1 X1 X2 N2 -163.19(8) 2_655 . . . ? N1 X1 X2 N2 76.81(8) 2_655 . . 3_665 ? N1 X1 X2 N2 -43.19(8) 2_655 . . 2_655 ? _refine_diff_density_max 0.222 _refine_diff_density_min -0.295 _refine_diff_density_rms 0.047 #==END