# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_zneba _database_code_depnum_ccdc_archive 'CCDC 889011' #TrackingRef 'total crystal.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C48 H35 Cl N4 O2 Zn' _chemical_formula_sum 'C48 H35 Cl N4 O2 Zn' _chemical_melting_point ? _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _diffrn_ambient_temperature 105(2) _chemical_formula_weight 800.62 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 21/n' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 14.4083(5) _cell_length_b 13.4694(5) _cell_length_c 19.7440(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.262(3) _cell_angle_gamma 90.00 _cell_volume 3770.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 105(2) _cell_measurement_reflns_used 8652 _cell_measurement_theta_min 2.8668 _cell_measurement_theta_max 29.1879 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.410 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1656 _exptl_absorpt_coefficient_mu 0.770 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.92974 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) (compiled Aug 27 2009,17:19:36) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 17006 _diffrn_reflns_av_R_equivalents 0.0250 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 29.23 _reflns_number_total 8701 _reflns_number_gt 6270 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0546P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8701 _refine_ls_number_parameters 497 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0583 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1029 _refine_ls_wR_factor_gt 0.0995 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn Zn 0.937554(17) 0.205670(19) 0.050904(12) 0.01237(8) Uani 1 1 d . . . Cl Cl 0.99431(4) 0.29740(4) 0.14458(3) 0.02150(13) Uani 1 1 d . . . O1 O 1.44579(14) 0.17084(18) 0.21151(10) 0.0466(4) Uani 1 1 d . . . O2 O 1.41206(13) 0.17982(14) 0.09550(9) 0.0315(4) Uani 1 1 d . . . N1 N 0.95938(13) 0.06097(13) 0.09192(8) 0.0129(4) Uani 1 1 d . . . N2 N 0.79908(13) 0.18055(14) 0.02759(9) 0.0138(4) Uani 1 1 d . . . N3 N 0.92842(13) 0.29693(14) -0.03745(9) 0.0143(4) Uani 1 1 d . . . N4 N 1.21995(13) 0.19983(14) 0.09996(9) 0.0174(4) Uani 1 1 d . . . C1 C 1.04243(16) 0.00899(17) 0.11599(10) 0.0138(5) Uani 1 1 d . . . C2 C 1.01878(16) -0.08393(17) 0.14630(10) 0.0160(5) Uani 1 1 d . . . H2A H 1.0617 -0.1343 0.1654 0.019 Uiso 1 1 calc R . . C3 C 0.92450(16) -0.08507(17) 0.14212(10) 0.0159(5) Uani 1 1 d . . . H3A H 0.8887 -0.1364 0.1581 0.019 Uiso 1 1 calc R . . C4 C 0.88735(16) 0.00638(17) 0.10874(10) 0.0137(5) Uani 1 1 d . . . C5 C 0.79062(15) 0.03050(17) 0.09652(10) 0.0141(5) Uani 1 1 d . . . C6 C 0.75050(15) 0.11273(17) 0.05901(10) 0.0144(5) Uani 1 1 d . . . C7 C 0.65042(16) 0.13602(18) 0.04325(11) 0.0185(5) Uani 1 1 d . . . H7A H 0.6012 0.1019 0.0598 0.022 Uiso 1 1 calc R . . C8 C 0.64058(16) 0.21465(18) 0.00091(11) 0.0195(5) Uani 1 1 d . . . H8A H 0.5830 0.2468 -0.0179 0.023 Uiso 1 1 calc R . . C9 C 0.73357(16) 0.24166(17) -0.01096(11) 0.0157(5) Uani 1 1 d . . . C10 C 0.75327(16) 0.31300(17) -0.05664(11) 0.0157(5) Uani 1 1 d . . . C11 C 0.84472(16) 0.33415(17) -0.07042(11) 0.0157(5) Uani 1 1 d . . . C12 C 0.85985(17) 0.40477(18) -0.12228(11) 0.0214(5) Uani 1 1 d . . . H12A H 0.8124 0.4401 -0.1524 0.026 Uiso 1 1 calc R . . C13 C 0.95335(17) 0.41148(18) -0.12014(11) 0.0193(5) Uani 1 1 d . . . H13A H 0.9843 0.4520 -0.1486 0.023 Uiso 1 1 calc R . . C14 C 0.99785(17) 0.34549(17) -0.06645(11) 0.0163(5) Uani 1 1 d . . . C15 C 1.09389(17) 0.33493(18) -0.04537(11) 0.0164(5) Uani 1 1 d . . . C16 C 1.13221(16) 0.26161(17) 0.00467(10) 0.0152(5) Uani 1 1 d . . . C17 C 1.09490(16) 0.16887(17) 0.01842(11) 0.0136(4) Uani 1 1 d . . . H17A H 1.0528(18) 0.1353(18) -0.0088(11) 0.016(6) Uiso 1 1 d . . . C18 C 1.14846(15) 0.13079(17) 0.07801(10) 0.0143(5) Uani 1 1 d . . . C19 C 1.21035(16) 0.27693(17) 0.05644(11) 0.0167(5) Uani 1 1 d . . . H19A H 1.2505 0.3333 0.0602 0.020 Uiso 1 1 calc R . . C20 C 1.13268(16) 0.04179(17) 0.11428(10) 0.0143(5) Uani 1 1 d . . . C21 C 0.72470(16) -0.04111(17) 0.12134(11) 0.0158(5) Uani 1 1 d . . . C22 C 0.72076(18) -0.05157(19) 0.19088(12) 0.0240(6) Uani 1 1 d . . . H22A H 0.7604 -0.0118 0.2238 0.029 Uiso 1 1 calc R . . C23 C 0.66003(19) -0.1190(2) 0.21287(13) 0.0295(6) Uani 1 1 d . . . H23A H 0.6578 -0.1247 0.2605 0.035 Uiso 1 1 calc R . . C24 C 0.60272(18) -0.17792(19) 0.16573(14) 0.0283(6) Uani 1 1 d . . . H24A H 0.5614 -0.2247 0.1808 0.034 Uiso 1 1 calc R . . C25 C 0.60576(17) -0.16856(19) 0.09661(14) 0.0259(6) Uani 1 1 d . . . H25A H 0.5664 -0.2089 0.0640 0.031 Uiso 1 1 calc R . . C26 C 0.66613(16) -0.10035(18) 0.07465(12) 0.0209(5) Uani 1 1 d . . . H26A H 0.6674 -0.0941 0.0269 0.025 Uiso 1 1 calc R . . C27 C 0.67313(16) 0.37123(18) -0.09753(11) 0.0190(5) Uani 1 1 d . . . C28 C 0.6400(2) 0.4571(2) -0.07092(13) 0.0343(7) Uani 1 1 d . . . H28A H 0.6668 0.4784 -0.0258 0.041 Uiso 1 1 calc R . . C29 C 0.5683(2) 0.5119(2) -0.10949(14) 0.0428(8) Uani 1 1 d . . . H29A H 0.5463 0.5705 -0.0907 0.051 Uiso 1 1 calc R . . C30 C 0.52833(18) 0.4817(2) -0.17567(12) 0.0336(7) Uani 1 1 d . . . H30A H 0.4790 0.5193 -0.2021 0.040 Uiso 1 1 calc R . . C31 C 0.56080(17) 0.3969(2) -0.20259(12) 0.0260(6) Uani 1 1 d . . . H31A H 0.5337 0.3757 -0.2477 0.031 Uiso 1 1 calc R . . C32 C 0.63313(17) 0.34231(19) -0.16382(12) 0.0225(5) Uani 1 1 d . . . H32A H 0.6556 0.2843 -0.1830 0.027 Uiso 1 1 calc R . . C33 C 1.16161(16) 0.40117(17) -0.07184(11) 0.0163(5) Uani 1 1 d . . . C34 C 1.14938(16) 0.50459(17) -0.07641(11) 0.0173(5) Uani 1 1 d . . . H34A H 1.0964 0.5345 -0.0620 0.021 Uiso 1 1 calc R . . C35 C 1.21425(17) 0.56301(18) -0.10181(11) 0.0200(5) Uani 1 1 d . . . H35A H 1.2052 0.6328 -0.1052 0.024 Uiso 1 1 calc R . . C36 C 1.29184(18) 0.52098(19) -0.12231(12) 0.0241(5) Uani 1 1 d . . . H36A H 1.3358 0.5617 -0.1400 0.029 Uiso 1 1 calc R . . C37 C 1.30591(19) 0.4192(2) -0.11718(13) 0.0283(6) Uani 1 1 d . . . H37A H 1.3599 0.3902 -0.1307 0.034 Uiso 1 1 calc R . . C38 C 1.24104(18) 0.36008(19) -0.09222(12) 0.0240(6) Uani 1 1 d . . . H38A H 1.2508 0.2904 -0.0889 0.029 Uiso 1 1 calc R . . C39 C 1.21768(15) -0.01282(16) 0.14837(10) 0.0140(5) Uani 1 1 d . . . C40 C 1.29171(16) -0.02448(17) 0.11215(10) 0.0154(5) Uani 1 1 d . . . H40A H 1.2832 -0.0052 0.0652 0.018 Uiso 1 1 calc R . . C41 C 1.37702(16) -0.06355(17) 0.14342(11) 0.0182(5) Uani 1 1 d . . . H41A H 1.4268 -0.0709 0.1181 0.022 Uiso 1 1 calc R . . C42 C 1.39019(16) -0.09219(17) 0.21203(11) 0.0179(5) Uani 1 1 d . . . H42A H 1.4495 -0.1171 0.2342 0.021 Uiso 1 1 calc R . . C43 C 1.31614(16) -0.08415(17) 0.24793(11) 0.0163(5) Uani 1 1 d . . . H43A H 1.3245 -0.1059 0.2944 0.020 Uiso 1 1 calc R . . C44 C 1.23036(16) -0.04486(17) 0.21702(10) 0.0153(5) Uani 1 1 d . . . H44A H 1.1802 -0.0396 0.2422 0.018 Uiso 1 1 calc R . . C45 C 1.28937(17) 0.20228(19) 0.16387(12) 0.0218(5) Uani 1 1 d . . . H45A H 1.2728 0.1515 0.1960 0.026 Uiso 1 1 calc R . . H45B H 1.2874 0.2681 0.1859 0.026 Uiso 1 1 calc R . . C46 C 1.38851(18) 0.1828(2) 0.15079(12) 0.0263(6) Uani 1 1 d . . . C47 C 1.5439(2) 0.1455(3) 0.20980(15) 0.0466(4) Uani 1 1 d . . . H47A H 1.5463 0.0981 0.1718 0.056 Uiso 1 1 calc R . . H47B H 1.5722 0.1128 0.2535 0.056 Uiso 1 1 calc R . . C48 C 1.5989(2) 0.2346(3) 0.19979(15) 0.0466(4) Uani 1 1 d . . . H48A H 1.6641 0.2156 0.1982 0.070 Uiso 1 1 calc R . . H48B H 1.5980 0.2807 0.2380 0.070 Uiso 1 1 calc R . . H48C H 1.5711 0.2668 0.1564 0.070 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 Zn 0.01074(13) 0.01318(13) 0.01224(13) 0.00003(11) -0.00051(9) 0.00051(11) Cl 0.0233(3) 0.0201(3) 0.0181(3) -0.0060(2) -0.0044(2) 0.0006(2) O1 0.0262(8) 0.0765(12) 0.0355(7) -0.0027(8) 0.0011(6) 0.0028(8) O2 0.0240(10) 0.0432(12) 0.0267(9) -0.0024(9) 0.0032(8) -0.0020(9) N1 0.0106(9) 0.0143(10) 0.0130(8) 0.0013(8) 0.0004(7) 0.0009(7) N2 0.0121(9) 0.0143(10) 0.0141(9) -0.0001(8) -0.0001(7) 0.0005(7) N3 0.0144(9) 0.0150(9) 0.0133(8) 0.0000(8) 0.0017(7) 0.0014(8) N4 0.0128(9) 0.0201(10) 0.0192(9) 0.0026(9) 0.0021(7) 0.0011(8) C1 0.0172(11) 0.0141(11) 0.0094(9) 0.0004(9) 0.0007(8) 0.0028(9) C2 0.0200(12) 0.0143(11) 0.0128(10) 0.0008(9) 0.0007(9) 0.0010(9) C3 0.0194(12) 0.0148(11) 0.0130(10) 0.0019(9) 0.0012(9) -0.0022(9) C4 0.0176(11) 0.0141(11) 0.0092(9) -0.0017(9) 0.0018(8) -0.0011(9) C5 0.0145(11) 0.0169(12) 0.0108(10) -0.0017(9) 0.0016(8) -0.0023(9) C6 0.0120(11) 0.0176(12) 0.0137(10) -0.0034(9) 0.0028(8) -0.0009(9) C7 0.0128(11) 0.0223(12) 0.0201(11) 0.0000(10) 0.0025(9) -0.0006(10) C8 0.0123(11) 0.0227(13) 0.0221(11) 0.0010(11) -0.0009(9) 0.0045(10) C9 0.0130(11) 0.0170(12) 0.0153(10) -0.0036(10) -0.0020(8) 0.0013(9) C10 0.0135(11) 0.0165(12) 0.0153(10) 0.0010(9) -0.0028(8) 0.0014(9) C11 0.0172(12) 0.0140(11) 0.0147(10) 0.0000(9) -0.0004(9) 0.0020(9) C12 0.0209(13) 0.0221(13) 0.0196(11) 0.0079(10) -0.0008(9) 0.0026(10) C13 0.0207(13) 0.0188(12) 0.0179(11) 0.0060(10) 0.0023(9) 0.0000(10) C14 0.0177(12) 0.0159(12) 0.0152(10) 0.0020(10) 0.0025(9) 0.0000(9) C15 0.0169(12) 0.0157(11) 0.0176(11) 0.0009(10) 0.0054(9) 0.0009(10) C16 0.0127(11) 0.0171(11) 0.0164(10) 0.0008(10) 0.0038(8) 0.0031(9) C17 0.0087(11) 0.0165(11) 0.0153(10) -0.0010(10) 0.0017(8) 0.0023(9) C18 0.0104(11) 0.0170(11) 0.0156(10) 0.0000(9) 0.0027(8) 0.0018(9) C19 0.0113(11) 0.0156(12) 0.0229(11) 0.0042(10) 0.0025(9) 0.0003(9) C20 0.0156(11) 0.0160(11) 0.0110(10) 0.0004(9) 0.0018(8) 0.0045(9) C21 0.0128(11) 0.0150(11) 0.0195(11) 0.0029(10) 0.0029(9) 0.0034(9) C22 0.0242(13) 0.0272(14) 0.0212(12) 0.0005(11) 0.0055(10) -0.0032(11) C23 0.0318(15) 0.0292(15) 0.0313(13) 0.0054(13) 0.0159(12) 0.0004(12) C24 0.0169(13) 0.0193(13) 0.0528(17) 0.0076(13) 0.0171(12) 0.0022(10) C25 0.0133(12) 0.0169(12) 0.0464(15) -0.0027(12) 0.0027(11) -0.0014(10) C26 0.0171(12) 0.0208(13) 0.0241(12) -0.0022(11) 0.0019(9) 0.0012(10) C27 0.0128(11) 0.0211(13) 0.0221(11) 0.0080(11) 0.0004(9) 0.0003(10) C28 0.0335(16) 0.0419(17) 0.0249(13) 0.0018(13) -0.0014(11) 0.0172(14) C29 0.0396(18) 0.051(2) 0.0371(15) 0.0037(15) 0.0048(13) 0.0293(16) C30 0.0170(13) 0.0543(19) 0.0290(13) 0.0197(14) 0.0029(11) 0.0150(13) C31 0.0183(13) 0.0348(15) 0.0218(12) 0.0119(12) -0.0047(10) -0.0071(11) C32 0.0205(13) 0.0191(13) 0.0258(12) 0.0032(11) -0.0019(10) -0.0040(10) C33 0.0156(12) 0.0176(12) 0.0150(10) 0.0039(10) 0.0008(9) 0.0022(9) C34 0.0159(12) 0.0182(12) 0.0179(11) 0.0002(10) 0.0033(9) 0.0020(10) C35 0.0244(13) 0.0143(12) 0.0212(11) 0.0015(10) 0.0034(10) 0.0002(10) C36 0.0250(14) 0.0220(13) 0.0272(12) 0.0039(11) 0.0100(10) -0.0052(11) C37 0.0258(14) 0.0256(14) 0.0384(14) 0.0047(12) 0.0190(12) 0.0050(11) C38 0.0261(14) 0.0160(12) 0.0329(13) 0.0064(11) 0.0134(11) 0.0046(10) C39 0.0148(11) 0.0126(11) 0.0134(10) -0.0008(9) -0.0009(8) 0.0018(9) C40 0.0180(12) 0.0153(11) 0.0124(10) 0.0003(9) 0.0011(9) 0.0022(9) C41 0.0162(12) 0.0206(12) 0.0186(11) 0.0010(10) 0.0053(9) 0.0036(10) C42 0.0159(12) 0.0183(12) 0.0179(11) 0.0019(10) -0.0015(9) 0.0045(10) C43 0.0184(12) 0.0162(12) 0.0130(10) 0.0028(9) -0.0004(8) 0.0018(10) C44 0.0160(11) 0.0143(11) 0.0155(10) 0.0004(9) 0.0029(9) 0.0017(9) C45 0.0204(12) 0.0228(13) 0.0207(11) -0.0005(11) -0.0004(9) 0.0024(11) C46 0.0221(13) 0.0328(15) 0.0229(12) -0.0013(11) 0.0008(10) 0.0007(11) C47 0.0262(8) 0.0765(12) 0.0355(7) -0.0027(8) 0.0011(6) 0.0028(8) C48 0.0262(8) 0.0765(12) 0.0355(7) -0.0027(8) 0.0011(6) 0.0028(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn N2 1.9949(18) . ? Zn N1 2.1125(18) . ? Zn N3 2.1189(18) . ? Zn Cl 2.2533(6) . ? Zn C17 2.513(2) . ? O1 C46 1.339(3) . ? O1 C47 1.461(4) . ? O2 C46 1.200(3) . ? N1 C4 1.361(3) . ? N1 C1 1.395(3) . ? N2 C6 1.365(3) . ? N2 C9 1.375(3) . ? N3 C11 1.360(3) . ? N3 C14 1.400(3) . ? N4 C19 1.339(3) . ? N4 C18 1.398(3) . ? N4 C45 1.464(3) . ? C1 C20 1.380(3) . ? C1 C2 1.454(3) . ? C2 C3 1.346(3) . ? C2 H2A 0.9500 . ? C3 C4 1.453(3) . ? C3 H3A 0.9500 . ? C4 C5 1.409(3) . ? C5 C6 1.399(3) . ? C5 C21 1.496(3) . ? C6 C7 1.454(3) . ? C7 C8 1.341(3) . ? C7 H7A 0.9500 . ? C8 C9 1.447(3) . ? C8 H8A 0.9500 . ? C9 C10 1.382(3) . ? C10 C11 1.421(3) . ? C10 C27 1.506(3) . ? C11 C12 1.442(3) . ? C12 C13 1.343(3) . ? C12 H12A 0.9500 . ? C13 C14 1.443(3) . ? C13 H13A 0.9500 . ? C14 C15 1.380(3) . ? C15 C16 1.436(3) . ? C15 C33 1.484(3) . ? C16 C19 1.395(3) . ? C16 C17 1.405(3) . ? C17 C18 1.385(3) . ? C17 H17A 0.86(2) . ? C18 C20 1.435(3) . ? C19 H19A 0.9500 . ? C20 C39 1.483(3) . ? C21 C26 1.386(3) . ? C21 C22 1.391(3) . ? C22 C23 1.383(3) . ? C22 H22A 0.9500 . ? C23 C24 1.380(4) . ? C23 H23A 0.9500 . ? C24 C25 1.379(4) . ? C24 H24A 0.9500 . ? C25 C26 1.387(3) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C27 C28 1.390(4) . ? C27 C32 1.389(3) . ? C28 C29 1.382(4) . ? C28 H28A 0.9500 . ? C29 C30 1.392(4) . ? C29 H29A 0.9500 . ? C30 C31 1.376(4) . ? C30 H30A 0.9500 . ? C31 C32 1.389(3) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 C34 1.405(3) . ? C33 C38 1.394(3) . ? C34 C35 1.383(3) . ? C34 H34A 0.9500 . ? C35 C36 1.377(3) . ? C35 H35A 0.9500 . ? C36 C37 1.387(3) . ? C36 H36A 0.9500 . ? C37 C38 1.384(3) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? C39 C40 1.395(3) . ? C39 C44 1.403(3) . ? C40 C41 1.378(3) . ? C40 H40A 0.9500 . ? C41 C42 1.389(3) . ? C41 H41A 0.9500 . ? C42 C43 1.386(3) . ? C42 H42A 0.9500 . ? C43 C44 1.382(3) . ? C43 H43A 0.9500 . ? C44 H44A 0.9500 . ? C45 C46 1.519(3) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C47 C48 1.470(5) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 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 N2 Zn N1 90.37(7) . . ? N2 Zn N3 89.74(7) . . ? N1 Zn N3 146.51(7) . . ? N2 Zn Cl 118.96(5) . . ? N1 Zn Cl 100.59(5) . . ? N3 Zn Cl 108.54(5) . . ? N2 Zn C17 144.92(7) . . ? N1 Zn C17 80.58(7) . . ? N3 Zn C17 80.26(7) . . ? Cl Zn C17 96.06(6) . . ? C46 O1 C47 116.9(2) . . ? C4 N1 C1 106.91(17) . . ? C4 N1 Zn 121.62(15) . . ? C1 N1 Zn 130.84(15) . . ? C6 N2 C9 107.15(18) . . ? C6 N2 Zn 125.54(14) . . ? C9 N2 Zn 125.86(15) . . ? C11 N3 C14 105.62(18) . . ? C11 N3 Zn 121.85(15) . . ? C14 N3 Zn 131.57(14) . . ? C19 N4 C18 109.32(18) . . ? C19 N4 C45 120.8(2) . . ? C18 N4 C45 129.39(19) . . ? C20 C1 N1 125.9(2) . . ? C20 C1 C2 125.2(2) . . ? N1 C1 C2 108.83(19) . . ? C3 C2 C1 107.0(2) . . ? C3 C2 H2A 126.5 . . ? C1 C2 H2A 126.5 . . ? C2 C3 C4 107.7(2) . . ? C2 C3 H3A 126.1 . . ? C4 C3 H3A 126.1 . . ? N1 C4 C5 127.4(2) . . ? N1 C4 C3 109.48(19) . . ? C5 C4 C3 123.1(2) . . ? C4 C5 C6 125.2(2) . . ? C4 C5 C21 117.48(19) . . ? C6 C5 C21 117.21(19) . . ? N2 C6 C5 125.0(2) . . ? N2 C6 C7 109.12(19) . . ? C5 C6 C7 125.8(2) . . ? C8 C7 C6 107.1(2) . . ? C8 C7 H7A 126.4 . . ? C6 C7 H7A 126.4 . . ? C7 C8 C9 107.5(2) . . ? C7 C8 H8A 126.2 . . ? C9 C8 H8A 126.2 . . ? C10 C9 N2 125.2(2) . . ? C10 C9 C8 125.8(2) . . ? N2 C9 C8 108.90(19) . . ? C9 C10 C11 124.7(2) . . ? C9 C10 C27 119.0(2) . . ? C11 C10 C27 116.20(19) . . ? N3 C11 C10 127.4(2) . . ? N3 C11 C12 110.5(2) . . ? C10 C11 C12 122.1(2) . . ? C13 C12 C11 107.4(2) . . ? C13 C12 H12A 126.3 . . ? C11 C12 H12A 126.3 . . ? C12 C13 C14 107.1(2) . . ? C12 C13 H13A 126.5 . . ? C14 C13 H13A 126.5 . . ? C15 C14 N3 125.4(2) . . ? C15 C14 C13 125.1(2) . . ? N3 C14 C13 109.4(2) . . ? C14 C15 C16 121.4(2) . . ? C14 C15 C33 121.3(2) . . ? C16 C15 C33 117.3(2) . . ? C19 C16 C17 106.06(19) . . ? C19 C16 C15 124.3(2) . . ? C17 C16 C15 129.1(2) . . ? C18 C17 C16 108.6(2) . . ? C18 C17 Zn 104.34(14) . . ? C16 C17 Zn 105.52(15) . . ? C18 C17 H17A 123.9(16) . . ? C16 C17 H17A 126.6(15) . . ? Zn C17 H17A 72.3(16) . . ? C17 C18 N4 106.57(19) . . ? C17 C18 C20 128.3(2) . . ? N4 C18 C20 125.06(19) . . ? N4 C19 C16 109.5(2) . . ? N4 C19 H19A 125.3 . . ? C16 C19 H19A 125.3 . . ? C1 C20 C18 120.9(2) . . ? C1 C20 C39 122.4(2) . . ? C18 C20 C39 116.7(2) . . ? C26 C21 C22 118.1(2) . . ? C26 C21 C5 120.00(19) . . ? C22 C21 C5 121.9(2) . . ? C23 C22 C21 121.0(2) . . ? C23 C22 H22A 119.5 . . ? C21 C22 H22A 119.5 . . ? C24 C23 C22 120.1(2) . . ? C24 C23 H23A 119.9 . . ? C22 C23 H23A 119.9 . . ? C25 C24 C23 119.6(2) . . ? C25 C24 H24A 120.2 . . ? C23 C24 H24A 120.2 . . ? C24 C25 C26 120.1(2) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? C21 C26 C25 121.0(2) . . ? C21 C26 H26A 119.5 . . ? C25 C26 H26A 119.5 . . ? C28 C27 C32 118.5(2) . . ? C28 C27 C10 120.9(2) . . ? C32 C27 C10 120.6(2) . . ? C29 C28 C27 120.6(2) . . ? C29 C28 H28A 119.7 . . ? C27 C28 H28A 119.7 . . ? C28 C29 C30 120.3(3) . . ? C28 C29 H29A 119.9 . . ? C30 C29 H29A 119.9 . . ? C31 C30 C29 119.5(2) . . ? C31 C30 H30A 120.2 . . ? C29 C30 H30A 120.2 . . ? C30 C31 C32 120.0(2) . . ? C30 C31 H31A 120.0 . . ? C32 C31 H31A 120.0 . . ? C31 C32 C27 121.1(2) . . ? C31 C32 H32A 119.5 . . ? C27 C32 H32A 119.5 . . ? C34 C33 C38 118.4(2) . . ? C34 C33 C15 122.4(2) . . ? C38 C33 C15 119.2(2) . . ? C33 C34 C35 120.2(2) . . ? C33 C34 H34A 119.9 . . ? C35 C34 H34A 119.9 . . ? C36 C35 C34 120.6(2) . . ? C36 C35 H35A 119.7 . . ? C34 C35 H35A 119.7 . . ? C35 C36 C37 120.1(2) . . ? C35 C36 H36A 120.0 . . ? C37 C36 H36A 120.0 . . ? C38 C37 C36 119.7(2) . . ? C38 C37 H37A 120.1 . . ? C36 C37 H37A 120.1 . . ? C37 C38 C33 121.0(2) . . ? C37 C38 H38A 119.5 . . ? C33 C38 H38A 119.5 . . ? C40 C39 C44 118.7(2) . . ? C40 C39 C20 117.91(18) . . ? C44 C39 C20 123.08(19) . . ? C41 C40 C39 121.06(19) . . ? C41 C40 H40A 119.5 . . ? C39 C40 H40A 119.5 . . ? C40 C41 C42 119.9(2) . . ? C40 C41 H41A 120.0 . . ? C42 C41 H41A 120.0 . . ? C41 C42 C43 119.6(2) . . ? C41 C42 H42A 120.2 . . ? C43 C42 H42A 120.2 . . ? C44 C43 C42 120.9(2) . . ? C44 C43 H43A 119.6 . . ? C42 C43 H43A 119.6 . . ? C43 C44 C39 119.8(2) . . ? C43 C44 H44A 120.1 . . ? C39 C44 H44A 120.1 . . ? N4 C45 C46 111.60(19) . . ? N4 C45 H45A 109.3 . . ? C46 C45 H45A 109.3 . . ? N4 C45 H45B 109.3 . . ? C46 C45 H45B 109.3 . . ? H45A C45 H45B 108.0 . . ? O2 C46 O1 125.6(2) . . ? O2 C46 C45 126.0(2) . . ? O1 C46 C45 108.5(2) . . ? O1 C47 C48 111.0(3) . . ? O1 C47 H47A 109.4 . . ? C48 C47 H47A 109.4 . . ? O1 C47 H47B 109.4 . . ? C48 C47 H47B 109.4 . . ? H47A C47 H47B 108.0 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.849 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.801 _refine_diff_density_min -0.945 _refine_diff_density_rms 0.069 data_znmba _database_code_depnum_ccdc_archive 'CCDC 889012' #TrackingRef 'total crystal.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C47 H33 Cl N4 O2 Zn' _chemical_formula_sum 'C47 H33 Cl N4 O2 Zn' _chemical_melting_point ? _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _diffrn_ambient_temperature 110(2) _chemical_formula_weight 786.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 11.9685(2) _cell_length_b 14.8500(3) _cell_length_c 23.3388(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.174(2) _cell_angle_gamma 90.00 _cell_volume 4124.00(13) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 11528 _cell_measurement_theta_min 2.9733 _cell_measurement_theta_max 71.6141 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.267 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 1.753 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.82914 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 17527 _diffrn_reflns_av_R_equivalents 0.0241 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.53 _diffrn_reflns_theta_max 71.75 _reflns_number_total 7902 _reflns_number_gt 6800 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0691P)^2^+7.2579P] 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 7902 _refine_ls_number_parameters 500 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0544 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.1358 _refine_ls_wR_factor_gt 0.1318 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn Zn 0.08774(3) 0.19080(2) 0.030688(14) 0.01399(11) Uani 1 1 d . . . Cl Cl 0.25166(5) 0.25259(5) 0.06942(3) 0.02041(15) Uani 1 1 d . . . O1 O 0.3267(2) -0.10831(15) 0.22739(10) 0.0330(5) Uani 1 1 d . . . O2 O 0.37289(19) -0.00919(15) 0.29922(9) 0.0290(5) Uani 1 1 d . . . N1 N 0.11853(18) 0.10653(15) -0.03940(9) 0.0143(4) Uani 1 1 d . . . N2 N -0.01902(18) 0.26427(16) -0.02234(9) 0.0156(4) Uani 1 1 d . . . N3 N -0.01896(19) 0.20903(15) 0.09633(9) 0.0155(4) Uani 1 1 d . . . N4 N 0.2463(2) 0.03466(16) 0.15563(10) 0.0184(5) Uani 1 1 d . . . C1 C 0.1801(2) 0.02704(19) -0.04189(11) 0.0156(5) Uani 1 1 d . . . C2 C 0.1870(2) 0.00242(19) -0.10111(11) 0.0168(5) Uani 1 1 d . . . H2A H 0.2232 -0.0492 -0.1145 0.020 Uiso 1 1 calc R . . C3 C 0.1324(2) 0.06645(19) -0.13377(11) 0.0166(5) Uani 1 1 d . . . H3A H 0.1227 0.0683 -0.1747 0.020 Uiso 1 1 calc R . . C4 C 0.0909(2) 0.13194(18) -0.09540(11) 0.0152(5) Uani 1 1 d . . . C5 C 0.0299(2) 0.20998(19) -0.11560(11) 0.0159(5) Uani 1 1 d . . . C6 C -0.0205(2) 0.27057(19) -0.08107(11) 0.0156(5) Uani 1 1 d . . . C7 C -0.0884(2) 0.34776(19) -0.10143(12) 0.0193(6) Uani 1 1 d . . . H7A H -0.1014 0.3684 -0.1401 0.023 Uiso 1 1 calc R . . C8 C -0.1293(2) 0.38454(19) -0.05532(12) 0.0193(6) Uani 1 1 d . . . H8A H -0.1763 0.4361 -0.0553 0.023 Uiso 1 1 calc R . . C9 C -0.0877(2) 0.33023(19) -0.00533(12) 0.0166(5) Uani 1 1 d . . . C10 C -0.1242(2) 0.33827(19) 0.04940(12) 0.0165(5) Uani 1 1 d . . . C11 C -0.0971(2) 0.27628(19) 0.09485(11) 0.0167(5) Uani 1 1 d . . . C12 C -0.1446(2) 0.2807(2) 0.14950(12) 0.0191(5) Uani 1 1 d . . . H12A H -0.2020 0.3204 0.1590 0.023 Uiso 1 1 calc R . . C13 C -0.0915(2) 0.21748(19) 0.18428(12) 0.0187(5) Uani 1 1 d . . . H13A H -0.1051 0.2043 0.2228 0.022 Uiso 1 1 calc R . . C14 C -0.0104(2) 0.17374(18) 0.15200(11) 0.0168(5) Uani 1 1 d . . . C15 C 0.0666(2) 0.11001(18) 0.17533(11) 0.0174(5) Uani 1 1 d . . . C16 C 0.1342(2) 0.06123(18) 0.13974(11) 0.0166(5) Uani 1 1 d . . . C17 C 0.1095(2) 0.03782(18) 0.08180(11) 0.0142(5) Uani 1 1 d . . . H17A H 0.040(3) 0.038(2) 0.0619(14) 0.016(8) Uiso 1 1 d . . . C18 C 0.2068(2) -0.00010(18) 0.06260(12) 0.0164(5) Uani 1 1 d . . . C19 C 0.2883(2) -0.00077(18) 0.11057(11) 0.0164(5) Uani 1 1 d . . . H19A H 0.3626 -0.0233 0.1107 0.020 Uiso 1 1 calc R . . C20 C 0.2301(2) -0.02107(18) 0.00522(11) 0.0162(5) Uani 1 1 d . . . C21 C 0.0138(2) 0.22500(18) -0.17983(12) 0.0183(5) Uani 1 1 d . . . C22 C 0.1034(3) 0.2464(2) -0.21011(13) 0.0288(7) Uani 1 1 d . . . H22A H 0.1764 0.2526 -0.1902 0.035 Uiso 1 1 calc R . . C23 C 0.0875(3) 0.2589(2) -0.26967(14) 0.0343(8) Uani 1 1 d . . . H23A H 0.1498 0.2731 -0.2900 0.041 Uiso 1 1 calc R . . C24 C -0.0182(3) 0.2507(2) -0.29914(13) 0.0309(7) Uani 1 1 d . . . H24A H -0.0289 0.2591 -0.3397 0.037 Uiso 1 1 calc R . . C25 C -0.1083(3) 0.2304(2) -0.26935(13) 0.0275(7) Uani 1 1 d . . . H25A H -0.1813 0.2249 -0.2895 0.033 Uiso 1 1 calc R . . C26 C -0.0931(3) 0.2177(2) -0.20964(12) 0.0221(6) Uani 1 1 d . . . H26A H -0.1557 0.2041 -0.1894 0.027 Uiso 1 1 calc R . . C27 C -0.2007(2) 0.4158(2) 0.05855(11) 0.0195(6) Uani 1 1 d . . . C28 C -0.1639(3) 0.5041(2) 0.05268(13) 0.0263(6) Uani 1 1 d . . . H28A H -0.0885 0.5149 0.0453 0.032 Uiso 1 1 calc R . . C29 C -0.2359(3) 0.5767(2) 0.05745(15) 0.0380(8) Uani 1 1 d . . . H29A H -0.2099 0.6365 0.0534 0.046 Uiso 1 1 calc R . . C30 C -0.3459(3) 0.5611(3) 0.06819(17) 0.0450(10) Uani 1 1 d . . . H30A H -0.3957 0.6103 0.0711 0.054 Uiso 1 1 calc R . . C31 C -0.3830(3) 0.4741(3) 0.07470(16) 0.0407(9) Uani 1 1 d . . . H31A H -0.4583 0.4638 0.0825 0.049 Uiso 1 1 calc R . . C32 C -0.3115(3) 0.4018(2) 0.06995(13) 0.0268(6) Uani 1 1 d . . . H32A H -0.3381 0.3423 0.0745 0.032 Uiso 1 1 calc R . . C33 C 0.0818(2) 0.09602(19) 0.23868(11) 0.0164(5) Uani 1 1 d . . . C34 C 0.1027(2) 0.1690(2) 0.27619(12) 0.0201(6) Uani 1 1 d . . . H34A H 0.1044 0.2284 0.2613 0.024 Uiso 1 1 calc R . . C35 C 0.1212(2) 0.1545(2) 0.33531(12) 0.0225(6) Uani 1 1 d . . . H35A H 0.1365 0.2041 0.3606 0.027 Uiso 1 1 calc R . . C36 C 0.1175(2) 0.0687(2) 0.35733(12) 0.0226(6) Uani 1 1 d . . . H36A H 0.1288 0.0594 0.3978 0.027 Uiso 1 1 calc R . . C37 C 0.0974(2) -0.0042(2) 0.32062(12) 0.0207(6) Uani 1 1 d . . . H37A H 0.0949 -0.0633 0.3359 0.025 Uiso 1 1 calc R . . C38 C 0.0808(2) 0.00944(19) 0.26127(12) 0.0175(5) Uani 1 1 d . . . H38A H 0.0688 -0.0407 0.2361 0.021 Uiso 1 1 calc R . . C39 C 0.3156(2) -0.09079(19) -0.00162(11) 0.0168(5) Uani 1 1 d . . . C40 C 0.3123(2) -0.1727(2) 0.02812(12) 0.0208(6) Uani 1 1 d . . . H40A H 0.2533 -0.1843 0.0513 0.025 Uiso 1 1 calc R . . C41 C 0.3952(3) -0.2369(2) 0.02373(13) 0.0271(7) Uani 1 1 d . . . H41A H 0.3914 -0.2929 0.0432 0.032 Uiso 1 1 calc R . . C42 C 0.4836(3) -0.2204(2) -0.00876(13) 0.0272(7) Uani 1 1 d . . . H42A H 0.5409 -0.2642 -0.0108 0.033 Uiso 1 1 calc R . . C43 C 0.4876(2) -0.1394(2) -0.03819(13) 0.0240(6) Uani 1 1 d . . . H43A H 0.5478 -0.1278 -0.0606 0.029 Uiso 1 1 calc R . . C44 C 0.4044(2) -0.0755(2) -0.03506(12) 0.0204(6) Uani 1 1 d . . . H44A H 0.4075 -0.0207 -0.0558 0.025 Uiso 1 1 calc R . . C45 C 0.3186(2) 0.0518(2) 0.20889(13) 0.0236(6) Uani 1 1 d . . . H45A H 0.2837 0.0986 0.2314 0.028 Uiso 1 1 calc R . . H45B H 0.3919 0.0751 0.1994 0.028 Uiso 1 1 calc R . . C46 C 0.3377(2) -0.0322(2) 0.24520(13) 0.0234(6) Uani 1 1 d . . . C47 C 0.3961(3) -0.0832(2) 0.33871(15) 0.0336(7) Uani 1 1 d . . . H47A H 0.4211 -0.0597 0.3772 0.050 Uiso 1 1 calc R . . H47B H 0.4553 -0.1211 0.3255 0.050 Uiso 1 1 calc R . . H47C H 0.3278 -0.1190 0.3402 0.050 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 Zn 0.01356(18) 0.01617(19) 0.01232(18) 0.00103(13) 0.00171(13) 0.00148(13) Cl 0.0141(3) 0.0261(3) 0.0210(3) -0.0033(3) 0.0015(2) -0.0024(2) O1 0.0440(13) 0.0224(12) 0.0314(12) -0.0019(9) -0.0020(10) 0.0010(10) O2 0.0341(12) 0.0281(12) 0.0236(11) -0.0010(9) -0.0020(9) 0.0017(9) N1 0.0135(10) 0.0156(11) 0.0137(10) 0.0026(9) 0.0015(8) 0.0016(8) N2 0.0157(10) 0.0179(11) 0.0135(10) 0.0012(9) 0.0028(8) 0.0036(9) N3 0.0176(11) 0.0150(11) 0.0141(10) 0.0010(8) 0.0023(8) 0.0000(9) N4 0.0220(11) 0.0153(11) 0.0172(11) 0.0035(9) -0.0006(9) -0.0021(9) C1 0.0132(11) 0.0177(13) 0.0166(12) 0.0004(10) 0.0049(10) -0.0005(10) C2 0.0165(12) 0.0188(13) 0.0159(13) 0.0000(10) 0.0049(10) 0.0012(10) C3 0.0157(12) 0.0210(14) 0.0132(12) 0.0004(10) 0.0024(10) 0.0004(10) C4 0.0136(11) 0.0172(13) 0.0152(12) 0.0009(10) 0.0037(10) -0.0016(10) C5 0.0153(12) 0.0174(13) 0.0151(12) 0.0031(10) 0.0029(10) 0.0005(10) C6 0.0133(12) 0.0185(13) 0.0150(12) 0.0031(10) 0.0012(10) 0.0005(10) C7 0.0219(13) 0.0199(14) 0.0158(13) 0.0029(11) 0.0012(10) 0.0035(11) C8 0.0193(13) 0.0180(13) 0.0203(13) 0.0008(11) 0.0002(11) 0.0038(11) C9 0.0144(12) 0.0174(13) 0.0179(13) -0.0012(10) 0.0008(10) 0.0015(10) C10 0.0144(12) 0.0168(13) 0.0184(13) -0.0023(10) 0.0026(10) 0.0010(10) C11 0.0155(12) 0.0187(13) 0.0161(13) -0.0029(10) 0.0034(10) -0.0026(10) C12 0.0193(13) 0.0197(14) 0.0192(13) -0.0021(11) 0.0058(10) -0.0007(11) C13 0.0213(13) 0.0205(14) 0.0154(12) -0.0009(11) 0.0068(10) -0.0023(11) C14 0.0201(13) 0.0151(13) 0.0155(12) -0.0006(10) 0.0029(10) -0.0054(10) C15 0.0251(13) 0.0140(13) 0.0135(12) -0.0005(10) 0.0041(10) -0.0033(10) C16 0.0221(13) 0.0128(12) 0.0152(12) 0.0038(10) 0.0027(10) -0.0015(10) C17 0.0157(12) 0.0140(12) 0.0128(12) -0.0003(10) 0.0015(10) 0.0004(10) C18 0.0166(12) 0.0153(12) 0.0175(13) 0.0040(10) 0.0028(10) 0.0008(10) C19 0.0172(12) 0.0161(12) 0.0156(12) 0.0049(10) 0.0015(10) 0.0002(10) C20 0.0156(12) 0.0164(13) 0.0172(13) 0.0027(10) 0.0038(10) -0.0007(10) C21 0.0248(14) 0.0138(12) 0.0164(13) 0.0017(10) 0.0030(11) 0.0067(11) C22 0.0279(15) 0.0379(18) 0.0215(15) 0.0093(13) 0.0067(12) 0.0079(13) C23 0.0436(19) 0.0394(19) 0.0231(16) 0.0110(14) 0.0187(14) 0.0127(16) C24 0.058(2) 0.0217(15) 0.0129(13) 0.0023(11) 0.0042(14) 0.0135(15) C25 0.0421(18) 0.0197(15) 0.0186(14) -0.0020(11) -0.0066(13) 0.0050(13) C26 0.0272(15) 0.0192(14) 0.0199(14) -0.0004(11) 0.0025(11) 0.0015(11) C27 0.0190(13) 0.0252(15) 0.0143(12) 0.0001(11) 0.0024(10) 0.0059(11) C28 0.0295(15) 0.0239(15) 0.0262(15) 0.0017(12) 0.0064(12) 0.0068(12) C29 0.054(2) 0.0246(17) 0.0375(19) 0.0062(14) 0.0131(16) 0.0121(16) C30 0.049(2) 0.041(2) 0.047(2) 0.0084(17) 0.0188(18) 0.0308(18) C31 0.0319(18) 0.049(2) 0.044(2) 0.0063(17) 0.0165(15) 0.0183(17) C32 0.0235(15) 0.0327(17) 0.0258(15) 0.0012(13) 0.0094(12) 0.0076(13) C33 0.0161(12) 0.0209(14) 0.0127(12) 0.0007(10) 0.0047(9) -0.0003(10) C34 0.0239(14) 0.0194(14) 0.0177(13) -0.0012(11) 0.0056(11) -0.0024(11) C35 0.0219(13) 0.0277(15) 0.0183(13) -0.0051(12) 0.0046(11) -0.0014(12) C36 0.0180(13) 0.0361(17) 0.0136(12) 0.0019(12) 0.0022(10) -0.0014(12) C37 0.0186(13) 0.0249(15) 0.0191(13) 0.0075(11) 0.0042(10) -0.0004(11) C38 0.0155(12) 0.0189(13) 0.0184(13) -0.0006(11) 0.0031(10) -0.0015(10) C39 0.0172(12) 0.0204(13) 0.0125(12) 0.0011(10) 0.0007(10) 0.0027(10) C40 0.0267(14) 0.0212(14) 0.0154(13) 0.0020(11) 0.0063(11) 0.0035(11) C41 0.0429(18) 0.0209(15) 0.0184(14) 0.0039(11) 0.0080(13) 0.0098(13) C42 0.0280(15) 0.0297(16) 0.0238(15) -0.0027(13) 0.0031(12) 0.0136(13) C43 0.0185(13) 0.0324(16) 0.0223(14) 0.0003(12) 0.0073(11) 0.0060(12) C44 0.0188(13) 0.0248(15) 0.0178(13) 0.0031(11) 0.0030(10) 0.0023(11) C45 0.0249(14) 0.0204(14) 0.0260(14) -0.0011(12) 0.0046(12) -0.0014(11) C46 0.0238(14) 0.0234(15) 0.0234(14) 0.0005(12) 0.0039(11) 0.0020(12) C47 0.0418(19) 0.0251(16) 0.0314(17) 0.0047(14) -0.0077(14) 0.0026(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 Zn N2 2.004(2) . ? Zn N3 2.115(2) . ? Zn N1 2.123(2) . ? Zn Cl 2.2642(7) . ? Zn C17 2.566(3) . ? O1 C46 1.207(4) . ? O2 C46 1.330(4) . ? O2 C47 1.442(4) . ? N1 C4 1.366(3) . ? N1 C1 1.396(3) . ? N2 C9 1.365(3) . ? N2 C6 1.372(3) . ? N3 C11 1.366(4) . ? N3 C14 1.394(3) . ? N4 C19 1.323(4) . ? N4 C16 1.409(4) . ? N4 C45 1.458(4) . ? C1 C20 1.392(4) . ? C1 C2 1.441(4) . ? C2 C3 1.344(4) . ? C2 H2A 0.9500 . ? C3 C4 1.445(4) . ? C3 H3A 0.9500 . ? C4 C5 1.423(4) . ? C5 C6 1.389(4) . ? C5 C21 1.507(4) . ? C6 C7 1.455(4) . ? C7 C8 1.345(4) . ? C7 H7A 0.9500 . ? C8 C9 1.461(4) . ? C8 H8A 0.9500 . ? C9 C10 1.399(4) . ? C10 C11 1.415(4) . ? C10 C27 1.500(4) . ? C11 C12 1.453(4) . ? C12 C13 1.354(4) . ? C12 H12A 0.9500 . ? C13 C14 1.446(4) . ? C13 H13A 0.9500 . ? C14 C15 1.391(4) . ? C15 C16 1.419(4) . ? C15 C33 1.485(3) . ? C16 C17 1.397(4) . ? C17 C18 1.409(4) . ? C17 H17A 0.91(3) . ? C18 C19 1.404(4) . ? C18 C20 1.432(4) . ? C19 H19A 0.9500 . ? C20 C39 1.476(4) . ? C21 C22 1.382(4) . ? C21 C26 1.394(4) . ? C22 C23 1.395(4) . ? C22 H22A 0.9500 . ? C23 C24 1.379(5) . ? C23 H23A 0.9500 . ? C24 C25 1.378(5) . ? C24 H24A 0.9500 . ? C25 C26 1.398(4) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C27 C32 1.396(4) . ? C27 C28 1.395(4) . ? C28 C29 1.392(5) . ? C28 H28A 0.9500 . ? C29 C30 1.386(6) . ? C29 H29A 0.9500 . ? C30 C31 1.379(6) . ? C30 H30A 0.9500 . ? C31 C32 1.385(5) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 C38 1.390(4) . ? C33 C34 1.398(4) . ? C34 C35 1.390(4) . ? C34 H34A 0.9500 . ? C35 C36 1.377(4) . ? C35 H35A 0.9500 . ? C36 C37 1.384(4) . ? C36 H36A 0.9500 . ? C37 C38 1.393(4) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? C39 C40 1.404(4) . ? C39 C44 1.404(4) . ? C40 C41 1.387(4) . ? C40 H40A 0.9500 . ? C41 C42 1.388(5) . ? C41 H41A 0.9500 . ? C42 C43 1.389(5) . ? C42 H42A 0.9500 . ? C43 C44 1.382(4) . ? C43 H43A 0.9500 . ? C44 H44A 0.9500 . ? C45 C46 1.511(4) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 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 N2 Zn N3 89.03(9) . . ? N2 Zn N1 89.83(9) . . ? N3 Zn N1 143.33(9) . . ? N2 Zn Cl 119.57(7) . . ? N3 Zn Cl 102.93(6) . . ? N1 Zn Cl 109.37(6) . . ? N2 Zn C17 142.68(9) . . ? N3 Zn C17 79.37(8) . . ? N1 Zn C17 79.57(8) . . ? Cl Zn C17 97.64(6) . . ? C46 O2 C47 115.5(3) . . ? C4 N1 C1 105.6(2) . . ? C4 N1 Zn 122.01(18) . . ? C1 N1 Zn 131.81(17) . . ? C9 N2 C6 107.3(2) . . ? C9 N2 Zn 125.11(18) . . ? C6 N2 Zn 126.39(18) . . ? C11 N3 C14 106.3(2) . . ? C11 N3 Zn 122.71(18) . . ? C14 N3 Zn 129.57(18) . . ? C19 N4 C16 109.5(2) . . ? C19 N4 C45 120.4(2) . . ? C16 N4 C45 129.5(2) . . ? C20 C1 N1 125.8(2) . . ? C20 C1 C2 124.3(2) . . ? N1 C1 C2 109.8(2) . . ? C3 C2 C1 106.9(2) . . ? C3 C2 H2A 126.6 . . ? C1 C2 H2A 126.6 . . ? C2 C3 C4 107.6(2) . . ? C2 C3 H3A 126.2 . . ? C4 C3 H3A 126.2 . . ? N1 C4 C5 127.2(2) . . ? N1 C4 C3 110.1(2) . . ? C5 C4 C3 122.7(2) . . ? C6 C5 C4 125.1(2) . . ? C6 C5 C21 117.7(2) . . ? C4 C5 C21 117.1(2) . . ? N2 C6 C5 125.2(2) . . ? N2 C6 C7 109.1(2) . . ? C5 C6 C7 125.7(2) . . ? C8 C7 C6 107.3(2) . . ? C8 C7 H7A 126.4 . . ? C6 C7 H7A 126.4 . . ? C7 C8 C9 107.0(2) . . ? C7 C8 H8A 126.5 . . ? C9 C8 H8A 126.5 . . ? N2 C9 C10 125.7(3) . . ? N2 C9 C8 109.1(2) . . ? C10 C9 C8 124.7(2) . . ? C9 C10 C11 124.0(2) . . ? C9 C10 C27 116.8(2) . . ? C11 C10 C27 119.1(2) . . ? N3 C11 C10 126.5(2) . . ? N3 C11 C12 110.0(2) . . ? C10 C11 C12 123.3(2) . . ? C13 C12 C11 107.0(2) . . ? C13 C12 H12A 126.5 . . ? C11 C12 H12A 126.5 . . ? C12 C13 C14 107.3(2) . . ? C12 C13 H13A 126.4 . . ? C14 C13 H13A 126.4 . . ? C15 C14 N3 126.9(3) . . ? C15 C14 C13 123.8(2) . . ? N3 C14 C13 109.3(2) . . ? C14 C15 C16 120.9(2) . . ? C14 C15 C33 119.3(2) . . ? C16 C15 C33 119.7(2) . . ? C17 C16 N4 106.4(2) . . ? C17 C16 C15 128.2(3) . . ? N4 C16 C15 125.1(2) . . ? C16 C17 C18 108.1(2) . . ? C16 C17 Zn 103.30(17) . . ? C18 C17 Zn 104.60(17) . . ? C16 C17 H17A 126(2) . . ? C18 C17 H17A 125(2) . . ? Zn C17 H17A 74(2) . . ? C19 C18 C17 106.0(2) . . ? C19 C18 C20 123.7(2) . . ? C17 C18 C20 129.5(2) . . ? N4 C19 C18 109.9(2) . . ? N4 C19 H19A 125.1 . . ? C18 C19 H19A 125.1 . . ? C1 C20 C18 121.1(2) . . ? C1 C20 C39 121.3(2) . . ? C18 C20 C39 117.5(2) . . ? C22 C21 C26 118.9(3) . . ? C22 C21 C5 121.3(3) . . ? C26 C21 C5 119.8(3) . . ? C21 C22 C23 120.7(3) . . ? C21 C22 H22A 119.7 . . ? C23 C22 H22A 119.7 . . ? C24 C23 C22 120.3(3) . . ? C24 C23 H23A 119.9 . . ? C22 C23 H23A 119.9 . . ? C25 C24 C23 119.6(3) . . ? C25 C24 H24A 120.2 . . ? C23 C24 H24A 120.2 . . ? C24 C25 C26 120.5(3) . . ? C24 C25 H25A 119.8 . . ? C26 C25 H25A 119.8 . . ? C21 C26 C25 120.1(3) . . ? C21 C26 H26A 120.0 . . ? C25 C26 H26A 120.0 . . ? C32 C27 C28 118.3(3) . . ? C32 C27 C10 121.3(3) . . ? C28 C27 C10 120.3(3) . . ? C27 C28 C29 121.0(3) . . ? C27 C28 H28A 119.5 . . ? C29 C28 H28A 119.5 . . ? C30 C29 C28 119.6(3) . . ? C30 C29 H29A 120.2 . . ? C28 C29 H29A 120.2 . . ? C29 C30 C31 120.0(3) . . ? C29 C30 H30A 120.0 . . ? C31 C30 H30A 120.0 . . ? C30 C31 C32 120.5(3) . . ? C30 C31 H31A 119.8 . . ? C32 C31 H31A 119.8 . . ? C31 C32 C27 120.6(3) . . ? C31 C32 H32A 119.7 . . ? C27 C32 H32A 119.7 . . ? C38 C33 C34 119.2(2) . . ? C38 C33 C15 120.1(2) . . ? C34 C33 C15 120.6(2) . . ? C33 C34 C35 120.0(3) . . ? C33 C34 H34A 120.0 . . ? C35 C34 H34A 120.0 . . ? C36 C35 C34 120.4(3) . . ? C36 C35 H35A 119.8 . . ? C34 C35 H35A 119.8 . . ? C35 C36 C37 120.2(3) . . ? C35 C36 H36A 119.9 . . ? C37 C36 H36A 119.9 . . ? C38 C37 C36 119.9(3) . . ? C38 C37 H37A 120.0 . . ? C36 C37 H37A 120.0 . . ? C37 C38 C33 120.3(3) . . ? C37 C38 H38A 119.8 . . ? C33 C38 H38A 119.8 . . ? C40 C39 C44 118.6(3) . . ? C40 C39 C20 119.9(2) . . ? C44 C39 C20 121.5(3) . . ? C41 C40 C39 120.1(3) . . ? C41 C40 H40A 120.0 . . ? C39 C40 H40A 120.0 . . ? C40 C41 C42 120.8(3) . . ? C40 C41 H41A 119.6 . . ? C42 C41 H41A 119.6 . . ? C41 C42 C43 119.4(3) . . ? C41 C42 H42A 120.3 . . ? C43 C42 H42A 120.3 . . ? C44 C43 C42 120.4(3) . . ? C44 C43 H43A 119.8 . . ? C42 C43 H43A 119.8 . . ? C43 C44 C39 120.8(3) . . ? C43 C44 H44A 119.6 . . ? C39 C44 H44A 119.6 . . ? N4 C45 C46 112.0(2) . . ? N4 C45 H45A 109.2 . . ? C46 C45 H45A 109.2 . . ? N4 C45 H45B 109.2 . . ? C46 C45 H45B 109.2 . . ? H45A C45 H45B 107.9 . . ? O1 C46 O2 125.3(3) . . ? O1 C46 C45 125.1(3) . . ? O2 C46 C45 109.5(3) . . ? O2 C47 H47A 109.5 . . ? O2 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? O2 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 71.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.339 _refine_diff_density_min -0.452 _refine_diff_density_rms 0.078 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.250 0.278 0.250 358 83 ' ' 2 0.250 0.644 0.750 359 83 ' ' _platon_squeeze_details ; ; data_pdeba _database_code_depnum_ccdc_archive 'CCDC 889013' #TrackingRef 'total crystal.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C48 H34 N4 O2 Pd' _chemical_formula_sum 'C48 H34 N4 O2 Pd' _chemical_melting_point ? _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _diffrn_ambient_temperature 110(2) _chemical_formula_weight 805.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 10.4698(3) _cell_length_b 25.3342(8) _cell_length_c 15.4465(5) _cell_angle_alpha 90.00 _cell_angle_beta 104.940(3) _cell_angle_gamma 90.00 _cell_volume 3958.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 8037 _cell_measurement_theta_min 2.8193 _cell_measurement_theta_max 29.1714 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.351 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1648 _exptl_absorpt_coefficient_mu 0.513 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.97242 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18271 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0733 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 29.24 _reflns_number_total 9145 _reflns_number_gt 5743 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0650P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9145 _refine_ls_number_parameters 515 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.1274 _refine_ls_wR_factor_gt 0.1192 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd Pd -0.53446(2) 0.038461(11) 0.655330(18) 0.02803(10) Uani 1 1 d . . . O1 O -1.0505(3) -0.04240(15) 0.2380(2) 0.0711(11) Uani 1 1 d . . . O2 O -1.0358(3) 0.03026(14) 0.3243(2) 0.0652(10) Uani 1 1 d . . . N1 N -0.4763(3) 0.11367(12) 0.64102(19) 0.0290(7) Uani 1 1 d . . . N2 N -0.4118(3) 0.03590(12) 0.78227(19) 0.0295(7) Uani 1 1 d . . . N3 N -0.5995(3) -0.03481(12) 0.66908(19) 0.0299(7) Uani 1 1 d . . . N4 N -0.7656(3) 0.01343(13) 0.3932(2) 0.0339(7) Uani 1 1 d . A . C1 C -0.5191(3) 0.14662(15) 0.5675(2) 0.0281(8) Uani 1 1 d . . . C2 C -0.4629(4) 0.19779(15) 0.5901(2) 0.0335(8) Uani 1 1 d . . . H2A H -0.4790 0.2281 0.5527 0.040 Uiso 1 1 calc R . . C3 C -0.3835(4) 0.19540(16) 0.6735(3) 0.0365(9) Uani 1 1 d . . . H3A H -0.3316 0.2234 0.7052 0.044 Uiso 1 1 calc R . . C4 C -0.3917(3) 0.14272(15) 0.7057(2) 0.0293(8) Uani 1 1 d . . . C5 C -0.3156(3) 0.12442(15) 0.7898(2) 0.0316(8) Uani 1 1 d . . . C6 C -0.3244(3) 0.07416(16) 0.8238(3) 0.0345(9) Uani 1 1 d . . . C7 C -0.2462(4) 0.05438(17) 0.9080(3) 0.0385(9) Uani 1 1 d . . . H7A H -0.1777 0.0729 0.9491 0.046 Uiso 1 1 calc R . . C8 C -0.2873(4) 0.00527(17) 0.9182(3) 0.0391(9) Uani 1 1 d . . . H8A H -0.2537 -0.0175 0.9677 0.047 Uiso 1 1 calc R . . C9 C -0.3929(3) -0.00644(15) 0.8393(2) 0.0327(9) Uani 1 1 d . . . C10 C -0.4647(3) -0.05289(15) 0.8242(2) 0.0323(9) Uani 1 1 d . . . C11 C -0.5646(3) -0.06455(15) 0.7450(3) 0.0329(9) Uani 1 1 d . . . C12 C -0.6462(4) -0.11148(16) 0.7349(3) 0.0420(10) Uani 1 1 d . . . H12A H -0.6422 -0.1385 0.7782 0.050 Uiso 1 1 calc R . . C13 C -0.7284(4) -0.10944(15) 0.6524(3) 0.0393(9) Uani 1 1 d . . . H13A H -0.7948 -0.1345 0.6268 0.047 Uiso 1 1 calc R . . C14 C -0.6980(3) -0.06260(15) 0.6100(3) 0.0338(9) Uani 1 1 d . . . C15 C -0.7569(3) -0.04870(14) 0.5212(3) 0.0305(9) Uani 1 1 d . . . C16 C -0.7212(3) -0.00234(15) 0.4859(2) 0.0306(8) Uani 1 1 d . . . C17 C -0.6430(3) 0.03902(15) 0.5316(2) 0.0267(7) Uani 1 1 d . . . C18 C -0.6498(3) 0.08044(15) 0.4693(2) 0.0306(8) Uani 1 1 d . . . C19 C -0.7229(3) 0.06164(16) 0.3844(2) 0.0312(8) Uani 1 1 d . . . H19A H -0.7387 0.0808 0.3298 0.037 Uiso 1 1 calc R . . C20 C -0.5982(3) 0.13204(14) 0.4850(2) 0.0279(8) Uani 1 1 d . . . C21 C -0.2180(4) 0.16205(17) 0.8457(3) 0.0384(9) Uani 1 1 d . . . C22 C -0.2588(4) 0.2023(2) 0.8934(3) 0.0634(15) Uani 1 1 d . . . H22A H -0.3496 0.2052 0.8924 0.076 Uiso 1 1 calc R . . C23 C -0.1696(5) 0.2381(2) 0.9422(4) 0.0763(17) Uani 1 1 d . . . H23A H -0.1994 0.2659 0.9734 0.092 Uiso 1 1 calc R . . C24 C -0.0365(5) 0.2335(2) 0.9456(3) 0.0655(14) Uani 1 1 d . . . H24A H 0.0261 0.2574 0.9804 0.079 Uiso 1 1 calc R . . C25 C 0.0031(4) 0.1945(2) 0.8987(3) 0.0592(13) Uani 1 1 d . . . H25A H 0.0941 0.1914 0.9004 0.071 Uiso 1 1 calc R . . C26 C -0.0865(4) 0.15852(18) 0.8479(3) 0.0447(10) Uani 1 1 d . . . H26A H -0.0566 0.1317 0.8149 0.054 Uiso 1 1 calc R . . C27 C -0.4378(4) -0.09364(16) 0.8964(3) 0.0367(9) Uani 1 1 d . . . C28 C -0.4915(5) -0.0902(2) 0.9683(4) 0.0732(17) Uani 1 1 d . . . H28A H -0.5464 -0.0610 0.9728 0.088 Uiso 1 1 calc R . . C29 C -0.4676(7) -0.1276(3) 1.0331(4) 0.095(2) Uani 1 1 d . . . H29A H -0.5024 -0.1232 1.0837 0.114 Uiso 1 1 calc R . . C30 C -0.3945(5) -0.1718(2) 1.0275(3) 0.0609(13) Uani 1 1 d . . . H30A H -0.3822 -0.1986 1.0719 0.073 Uiso 1 1 calc R . . C31 C -0.3405(4) -0.17625(17) 0.9571(3) 0.0479(11) Uani 1 1 d . . . H31A H -0.2876 -0.2061 0.9528 0.057 Uiso 1 1 calc R . . C32 C -0.3615(4) -0.13768(16) 0.8914(3) 0.0398(9) Uani 1 1 d . . . H32A H -0.3232 -0.1414 0.8423 0.048 Uiso 1 1 calc R . . C33 C -0.8620(3) -0.08569(14) 0.4701(2) 0.0300(8) Uani 1 1 d . . . C34 C -0.8275(4) -0.12982(15) 0.4287(2) 0.0348(9) Uani 1 1 d . . . H34A H -0.7369 -0.1367 0.4326 0.042 Uiso 1 1 calc R . . C35 C -0.9229(4) -0.16419(16) 0.3815(3) 0.0414(10) Uani 1 1 d . . . H35A H -0.8978 -0.1943 0.3531 0.050 Uiso 1 1 calc R . . C36 C -1.0548(4) -0.15472(17) 0.3757(3) 0.0434(10) Uani 1 1 d . . . H36A H -1.1206 -0.1780 0.3426 0.052 Uiso 1 1 calc R . . C37 C -1.0906(4) -0.11166(18) 0.4179(3) 0.0494(11) Uani 1 1 d . . . H37A H -1.1811 -0.1054 0.4148 0.059 Uiso 1 1 calc R . . C38 C -0.9945(4) -0.07732(17) 0.4650(3) 0.0463(11) Uani 1 1 d . . . H38A H -1.0198 -0.0476 0.4942 0.056 Uiso 1 1 calc R . . C39 C -0.6282(4) 0.17081(14) 0.4105(2) 0.0315(8) Uani 1 1 d . . . C40 C -0.7570(4) 0.18750(17) 0.3715(3) 0.0550(13) Uani 1 1 d . . . H40A H -0.8275 0.1754 0.3945 0.066 Uiso 1 1 calc R . . C41 C -0.7827(6) 0.2224(2) 0.2980(4) 0.0726(18) Uani 1 1 d . . . H41A H -0.8707 0.2339 0.2725 0.087 Uiso 1 1 calc R . . C42 C -0.6846(7) 0.2398(2) 0.2630(3) 0.0672(16) Uani 1 1 d . . . H42A H -0.7029 0.2632 0.2133 0.081 Uiso 1 1 calc R . . C43 C -0.5582(6) 0.2229(2) 0.3008(3) 0.0661(15) Uani 1 1 d . . . H43A H -0.4887 0.2342 0.2759 0.079 Uiso 1 1 calc R . . C44 C -0.5297(4) 0.18993(18) 0.3743(3) 0.0462(11) Uani 1 1 d . . . H44A H -0.4406 0.1802 0.4007 0.055 Uiso 1 1 calc R . . C45 C -0.8386(4) -0.01605(18) 0.3142(3) 0.0414(10) Uani 1 1 d . . . H45A H -0.8206 -0.0542 0.3243 0.050 Uiso 1 1 calc R A . H45B H -0.8072 -0.0053 0.2617 0.050 Uiso 1 1 calc R . . C46 C -0.9869(4) -0.0065(2) 0.2945(3) 0.0509(12) Uani 1 1 d . A . C47 C -1.1924(12) -0.0311(7) 0.2083(9) 0.070(4) Uani 0.71(2) 1 d P A 1 H47A H -1.2246 -0.0217 0.2612 0.085 Uiso 0.71(2) 1 calc PR A 1 H47D H -1.2059 0.0000 0.1681 0.085 Uiso 0.71(2) 1 calc PR A 1 C48 C -1.2589(8) -0.0681(6) 0.1687(6) 0.084(5) Uani 0.71(2) 1 d P A 1 H48A H -1.3520 -0.0575 0.1497 0.126 Uiso 0.71(2) 1 calc PR A 1 H48B H -1.2495 -0.0985 0.2089 0.126 Uiso 0.71(2) 1 calc PR A 1 H48C H -1.2281 -0.0775 0.1160 0.126 Uiso 0.71(2) 1 calc PR A 1 C47' C -1.190(3) -0.0544(10) 0.236(2) 0.060(9) Uani 0.29(2) 1 d P A 2 H47B H -1.2102 -0.0926 0.2304 0.072 Uiso 0.29(2) 1 calc PR A 2 H47C H -1.2181 -0.0389 0.2865 0.072 Uiso 0.29(2) 1 calc PR A 2 C48' C -1.241(3) -0.0258(12) 0.152(3) 0.106(12) Uani 0.29(2) 1 d P A 2 H48D H -1.3376 -0.0272 0.1347 0.158 Uiso 0.29(2) 1 calc PR A 2 H48E H -1.2070 -0.0420 0.1044 0.158 Uiso 0.29(2) 1 calc PR A 2 H48F H -1.2119 0.0111 0.1595 0.158 Uiso 0.29(2) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd 0.01810(13) 0.03789(16) 0.02960(15) -0.00736(14) 0.00885(10) 0.00190(13) O1 0.0292(16) 0.109(3) 0.073(2) -0.052(2) 0.0077(15) -0.0116(18) O2 0.0388(18) 0.092(3) 0.065(2) -0.026(2) 0.0133(15) 0.0159(18) N1 0.0219(15) 0.0432(18) 0.0253(15) -0.0097(15) 0.0123(12) 0.0002(14) N2 0.0187(13) 0.0406(17) 0.0325(16) -0.0057(16) 0.0125(12) 0.0017(14) N3 0.0191(14) 0.0390(17) 0.0325(16) -0.0068(16) 0.0080(12) 0.0059(14) N4 0.0251(16) 0.0430(19) 0.0331(18) -0.0122(16) 0.0065(13) 0.0030(15) C1 0.0202(16) 0.039(2) 0.0280(18) -0.0084(17) 0.0111(14) 0.0015(15) C2 0.0318(19) 0.039(2) 0.033(2) -0.0069(18) 0.0136(16) -0.0010(17) C3 0.034(2) 0.044(2) 0.034(2) -0.0124(19) 0.0138(17) -0.0067(18) C4 0.0231(18) 0.040(2) 0.0268(18) -0.0111(18) 0.0103(14) -0.0036(16) C5 0.0254(18) 0.043(2) 0.0300(19) -0.0112(18) 0.0143(15) -0.0033(16) C6 0.0246(19) 0.048(2) 0.034(2) -0.0083(19) 0.0134(16) 0.0016(17) C7 0.028(2) 0.055(3) 0.031(2) -0.013(2) 0.0063(16) -0.0016(18) C8 0.030(2) 0.054(3) 0.033(2) -0.004(2) 0.0064(16) 0.0070(19) C9 0.0217(18) 0.045(2) 0.033(2) -0.0059(19) 0.0094(15) 0.0050(17) C10 0.0222(18) 0.041(2) 0.036(2) 0.0006(17) 0.0113(16) 0.0106(16) C11 0.0216(18) 0.034(2) 0.045(2) -0.0093(19) 0.0116(16) 0.0057(16) C12 0.034(2) 0.034(2) 0.056(3) 0.006(2) 0.0083(19) 0.0071(18) C13 0.031(2) 0.034(2) 0.050(3) -0.004(2) 0.0061(18) 0.0043(18) C14 0.0205(18) 0.037(2) 0.045(2) -0.0130(19) 0.0105(16) 0.0049(16) C15 0.0162(16) 0.039(2) 0.038(2) -0.0154(18) 0.0111(15) 0.0059(15) C16 0.0151(16) 0.045(2) 0.033(2) -0.0101(19) 0.0084(14) 0.0006(16) C17 0.0162(15) 0.0387(19) 0.0285(17) -0.0072(18) 0.0116(13) 0.0036(16) C18 0.0164(17) 0.043(2) 0.034(2) -0.0145(18) 0.0096(14) 0.0032(16) C19 0.0211(18) 0.043(2) 0.030(2) -0.0073(18) 0.0080(15) 0.0041(17) C20 0.0163(16) 0.040(2) 0.0290(19) -0.0074(17) 0.0088(14) 0.0047(15) C21 0.030(2) 0.056(3) 0.029(2) -0.009(2) 0.0058(16) -0.0084(19) C22 0.038(2) 0.089(4) 0.065(3) -0.047(3) 0.017(2) -0.011(3) C23 0.062(3) 0.096(4) 0.074(4) -0.047(3) 0.022(3) -0.019(3) C24 0.053(3) 0.082(4) 0.056(3) -0.021(3) 0.004(2) -0.025(3) C25 0.034(2) 0.083(4) 0.056(3) -0.018(3) 0.005(2) -0.014(2) C26 0.036(2) 0.059(3) 0.038(2) -0.006(2) 0.0071(18) -0.003(2) C27 0.0260(19) 0.043(2) 0.040(2) -0.002(2) 0.0069(16) 0.0020(18) C28 0.079(4) 0.088(4) 0.070(4) 0.021(3) 0.051(3) 0.043(3) C29 0.141(6) 0.103(5) 0.063(4) 0.040(4) 0.069(4) 0.061(4) C30 0.066(3) 0.065(3) 0.054(3) 0.026(3) 0.020(2) 0.013(3) C31 0.046(3) 0.043(2) 0.050(3) 0.003(2) 0.003(2) 0.014(2) C32 0.035(2) 0.046(2) 0.039(2) -0.001(2) 0.0103(17) 0.0062(19) C33 0.0255(18) 0.0328(19) 0.033(2) -0.0084(17) 0.0099(15) 0.0022(16) C34 0.0289(19) 0.040(2) 0.034(2) -0.0056(18) 0.0066(16) 0.0081(17) C35 0.044(2) 0.037(2) 0.043(2) -0.010(2) 0.0102(19) 0.0057(19) C36 0.038(2) 0.048(2) 0.043(2) -0.017(2) 0.0111(18) -0.014(2) C37 0.030(2) 0.060(3) 0.063(3) -0.025(2) 0.021(2) -0.009(2) C38 0.032(2) 0.049(2) 0.065(3) -0.029(2) 0.025(2) -0.0059(19) C39 0.0281(19) 0.034(2) 0.0303(19) -0.0133(17) 0.0038(15) 0.0067(16) C40 0.035(2) 0.040(2) 0.083(4) -0.012(3) 0.002(2) 0.013(2) C41 0.063(4) 0.048(3) 0.084(4) -0.008(3) -0.023(3) 0.037(3) C42 0.103(5) 0.055(3) 0.037(3) 0.001(2) 0.006(3) 0.036(3) C43 0.087(4) 0.078(4) 0.042(3) 0.010(3) 0.032(3) 0.036(3) C44 0.047(2) 0.063(3) 0.033(2) 0.013(2) 0.0189(18) 0.024(2) C45 0.031(2) 0.056(3) 0.038(2) -0.014(2) 0.0096(17) -0.0020(19) C46 0.037(2) 0.074(3) 0.046(3) -0.018(3) 0.017(2) 0.002(2) C47 0.037(5) 0.093(10) 0.080(9) 0.015(8) 0.012(5) 0.005(7) C48 0.034(4) 0.158(14) 0.053(6) 0.008(6) 0.001(4) -0.026(5) C47' 0.061(16) 0.051(13) 0.08(2) 0.008(13) 0.048(16) -0.007(12) C48' 0.08(2) 0.062(16) 0.16(4) 0.04(2) 0.02(2) -0.008(15) _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 Pd C17 1.955(3) . ? Pd N3 2.007(3) . ? Pd N1 2.030(3) . ? Pd N2 2.049(3) . ? O1 C46 1.316(5) . ? O1 C47' 1.48(3) . ? O1 C47 1.466(12) . ? O2 C46 1.210(5) . ? N1 C4 1.367(4) . ? N1 C1 1.388(5) . ? N2 C9 1.370(5) . ? N2 C6 1.373(5) . ? N3 C11 1.362(5) . ? N3 C14 1.380(5) . ? N4 C19 1.319(5) . ? N4 C16 1.443(5) . ? N4 C45 1.466(5) . ? C1 C20 1.379(5) . ? C1 C2 1.429(5) . ? C2 C3 1.342(5) . ? C2 H2A 0.9500 . ? C3 C4 1.435(5) . ? C3 H3A 0.9500 . ? C4 C5 1.415(5) . ? C5 C6 1.389(6) . ? C5 C21 1.498(5) . ? C6 C7 1.437(5) . ? C7 C8 1.339(6) . ? C7 H7A 0.9500 . ? C8 C9 1.450(5) . ? C8 H8A 0.9500 . ? C9 C10 1.384(5) . ? C10 C11 1.421(5) . ? C10 C27 1.492(5) . ? C11 C12 1.449(5) . ? C12 C13 1.342(5) . ? C12 H12A 0.9500 . ? C13 C14 1.430(6) . ? C13 H13A 0.9500 . ? C14 C15 1.396(5) . ? C15 C16 1.387(5) . ? C15 C33 1.505(5) . ? C16 C17 1.404(5) . ? C17 C18 1.414(5) . ? C18 C20 1.411(5) . ? C18 C19 1.419(5) . ? C19 H19A 0.9500 . ? C20 C39 1.484(5) . ? C21 C26 1.371(5) . ? C21 C22 1.389(6) . ? C22 C23 1.378(6) . ? C22 H22A 0.9500 . ? C23 C24 1.386(7) . ? C23 H23A 0.9500 . ? C24 C25 1.353(7) . ? C24 H24A 0.9500 . ? C25 C26 1.395(6) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C27 C28 1.370(6) . ? C27 C32 1.386(5) . ? C28 C29 1.355(7) . ? C28 H28A 0.9500 . ? C29 C30 1.371(7) . ? C29 H29A 0.9500 . ? C30 C31 1.353(7) . ? C30 H30A 0.9500 . ? C31 C32 1.386(6) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 C34 1.382(5) . ? C33 C38 1.385(5) . ? C34 C35 1.383(5) . ? C34 H34A 0.9500 . ? C35 C36 1.381(6) . ? C35 H35A 0.9500 . ? C36 C37 1.371(6) . ? C36 H36A 0.9500 . ? C37 C38 1.386(5) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? C39 C44 1.380(6) . ? C39 C40 1.393(5) . ? C40 C41 1.408(7) . ? C40 H40A 0.9500 . ? C41 C42 1.352(8) . ? C41 H41A 0.9500 . ? C42 C43 1.369(7) . ? C42 H42A 0.9500 . ? C43 C44 1.380(6) . ? C43 H43A 0.9500 . ? C44 H44A 0.9500 . ? C45 C46 1.522(5) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C47 C48 1.23(2) . ? C47 H47A 0.9900 . ? C47 H47D 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C47' C48' 1.46(6) . ? C47' H47B 0.9900 . ? C47' H47C 0.9900 . ? C48' H48D 0.9800 . ? C48' H48E 0.9800 . ? C48' H48F 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 C17 Pd N3 89.00(14) . . ? C17 Pd N1 90.11(13) . . ? N3 Pd N1 177.65(11) . . ? C17 Pd N2 176.60(12) . . ? N3 Pd N2 90.89(12) . . ? N1 Pd N2 90.14(12) . . ? C46 O1 C47' 119.0(12) . . ? C46 O1 C47 111.8(7) . . ? C47' O1 C47 28.4(10) . . ? C4 N1 C1 106.6(3) . . ? C4 N1 Pd 125.6(2) . . ? C1 N1 Pd 127.7(2) . . ? C9 N2 C6 106.5(3) . . ? C9 N2 Pd 126.2(2) . . ? C6 N2 Pd 127.0(3) . . ? C11 N3 C14 106.0(3) . . ? C11 N3 Pd 125.4(2) . . ? C14 N3 Pd 128.2(3) . . ? C19 N4 C16 109.1(3) . . ? C19 N4 C45 120.3(3) . . ? C16 N4 C45 130.5(3) . . ? C20 C1 N1 125.8(3) . . ? C20 C1 C2 125.5(3) . . ? N1 C1 C2 108.7(3) . . ? C3 C2 C1 107.9(4) . . ? C3 C2 H2A 126.0 . . ? C1 C2 H2A 126.0 . . ? C2 C3 C4 107.3(3) . . ? C2 C3 H3A 126.3 . . ? C4 C3 H3A 126.3 . . ? N1 C4 C5 126.9(3) . . ? N1 C4 C3 109.4(3) . . ? C5 C4 C3 123.6(3) . . ? C6 C5 C4 124.8(3) . . ? C6 C5 C21 117.9(3) . . ? C4 C5 C21 117.3(3) . . ? N2 C6 C5 124.9(3) . . ? N2 C6 C7 109.4(3) . . ? C5 C6 C7 125.7(4) . . ? C8 C7 C6 107.8(4) . . ? C8 C7 H7A 126.1 . . ? C6 C7 H7A 126.1 . . ? C7 C8 C9 106.8(4) . . ? C7 C8 H8A 126.6 . . ? C9 C8 H8A 126.6 . . ? N2 C9 C10 125.1(3) . . ? N2 C9 C8 109.5(3) . . ? C10 C9 C8 125.4(4) . . ? C9 C10 C11 124.7(4) . . ? C9 C10 C27 118.2(3) . . ? C11 C10 C27 117.1(3) . . ? N3 C11 C10 126.9(3) . . ? N3 C11 C12 110.0(3) . . ? C10 C11 C12 123.1(4) . . ? C13 C12 C11 106.7(4) . . ? C13 C12 H12A 126.7 . . ? C11 C12 H12A 126.7 . . ? C12 C13 C14 107.6(4) . . ? C12 C13 H13A 126.2 . . ? C14 C13 H13A 126.2 . . ? N3 C14 C15 125.9(4) . . ? N3 C14 C13 109.7(3) . . ? C15 C14 C13 124.4(4) . . ? C16 C15 C14 120.3(3) . . ? C16 C15 C33 123.7(3) . . ? C14 C15 C33 115.9(3) . . ? C15 C16 C17 128.0(3) . . ? C15 C16 N4 125.1(3) . . ? C17 C16 N4 106.8(3) . . ? C16 C17 C18 106.9(3) . . ? C16 C17 Pd 127.1(3) . . ? C18 C17 Pd 125.8(3) . . ? C20 C18 C17 128.4(3) . . ? C20 C18 C19 124.1(4) . . ? C17 C18 C19 107.5(3) . . ? N4 C19 C18 109.4(3) . . ? N4 C19 H19A 125.3 . . ? C18 C19 H19A 125.3 . . ? C1 C20 C18 121.3(3) . . ? C1 C20 C39 119.7(3) . . ? C18 C20 C39 119.0(3) . . ? C26 C21 C22 118.6(4) . . ? C26 C21 C5 120.3(4) . . ? C22 C21 C5 121.0(4) . . ? C23 C22 C21 121.0(4) . . ? C23 C22 H22A 119.5 . . ? C21 C22 H22A 119.5 . . ? C24 C23 C22 120.0(5) . . ? C24 C23 H23A 120.0 . . ? C22 C23 H23A 120.0 . . ? C25 C24 C23 118.9(4) . . ? C25 C24 H24A 120.5 . . ? C23 C24 H24A 120.5 . . ? C24 C25 C26 121.7(4) . . ? C24 C25 H25A 119.2 . . ? C26 C25 H25A 119.2 . . ? C21 C26 C25 119.8(4) . . ? C21 C26 H26A 120.1 . . ? C25 C26 H26A 120.1 . . ? C28 C27 C32 117.4(4) . . ? C28 C27 C10 121.6(4) . . ? C32 C27 C10 121.0(4) . . ? C27 C28 C29 121.2(5) . . ? C27 C28 H28A 119.4 . . ? C29 C28 H28A 119.4 . . ? C30 C29 C28 121.6(5) . . ? C30 C29 H29A 119.2 . . ? C28 C29 H29A 119.2 . . ? C31 C30 C29 118.3(5) . . ? C31 C30 H30A 120.8 . . ? C29 C30 H30A 120.8 . . ? C30 C31 C32 120.7(4) . . ? C30 C31 H31A 119.7 . . ? C32 C31 H31A 119.7 . . ? C27 C32 C31 120.7(4) . . ? C27 C32 H32A 119.6 . . ? C31 C32 H32A 119.6 . . ? C34 C33 C38 118.4(3) . . ? C34 C33 C15 120.3(3) . . ? C38 C33 C15 121.3(3) . . ? C35 C34 C33 120.9(4) . . ? C35 C34 H34A 119.5 . . ? C33 C34 H34A 119.5 . . ? C34 C35 C36 119.9(4) . . ? C34 C35 H35A 120.0 . . ? C36 C35 H35A 120.0 . . ? C37 C36 C35 119.9(4) . . ? C37 C36 H36A 120.0 . . ? C35 C36 H36A 120.0 . . ? C36 C37 C38 119.9(4) . . ? C36 C37 H37A 120.1 . . ? C38 C37 H37A 120.1 . . ? C33 C38 C37 121.0(4) . . ? C33 C38 H38A 119.5 . . ? C37 C38 H38A 119.5 . . ? C44 C39 C40 117.3(4) . . ? C44 C39 C20 121.0(3) . . ? C40 C39 C20 121.6(4) . . ? C39 C40 C41 120.1(5) . . ? C39 C40 H40A 120.0 . . ? C41 C40 H40A 120.0 . . ? C42 C41 C40 121.3(5) . . ? C42 C41 H41A 119.3 . . ? C40 C41 H41A 119.3 . . ? C41 C42 C43 118.6(5) . . ? C41 C42 H42A 120.7 . . ? C43 C42 H42A 120.7 . . ? C44 C43 C42 121.3(5) . . ? C44 C43 H43A 119.4 . . ? C42 C43 H43A 119.4 . . ? C39 C44 C43 121.4(4) . . ? C39 C44 H44A 119.3 . . ? C43 C44 H44A 119.3 . . ? N4 C45 C46 111.9(3) . . ? N4 C45 H45A 109.2 . . ? C46 C45 H45A 109.2 . . ? N4 C45 H45B 109.2 . . ? C46 C45 H45B 109.2 . . ? H45A C45 H45B 107.9 . . ? O2 C46 O1 126.4(4) . . ? O2 C46 C45 123.8(4) . . ? O1 C46 C45 109.8(4) . . ? C48 C47 O1 113.9(13) . . ? C48 C47 H47A 108.8 . . ? O1 C47 H47A 108.8 . . ? C48 C47 H47D 108.8 . . ? O1 C47 H47D 108.8 . . ? H47A C47 H47D 107.7 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C48' C47' O1 93(2) . . ? C48' C47' H47B 113.1 . . ? O1 C47' H47B 113.1 . . ? C48' C47' H47C 113.1 . . ? O1 C47' H47C 113.1 . . ? H47B C47' H47C 110.5 . . ? C47' C48' H48D 109.5 . . ? C47' C48' H48E 109.5 . . ? H48D C48' H48E 109.5 . . ? C47' C48' H48F 109.5 . . ? H48D C48' H48F 109.5 . . ? H48E C48' H48F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.849 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.592 _refine_diff_density_min -0.464 _refine_diff_density_rms 0.089 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 323 65 ' ' 2 0.000 0.500 0.500 323 65 ' ' _platon_squeeze_details ; ; data_mneba _database_code_depnum_ccdc_archive 'CCDC 889014' #TrackingRef 'total crystal.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C48 H34 Br Mn N4 O2' _chemical_formula_sum 'C48 H34 Br Mn N4 O2' _chemical_melting_point ? _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _diffrn_ambient_temperature 100(2) _chemical_formula_weight 833.64 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.4840(6) _cell_length_b 13.3709(7) _cell_length_c 14.5682(8) _cell_angle_alpha 82.570(4) _cell_angle_beta 78.087(4) _cell_angle_gamma 88.875(4) _cell_volume 1981.36(19) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7099 _cell_measurement_theta_min 2.6728 _cell_measurement_theta_max 29.2639 _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.397 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 852 _exptl_absorpt_coefficient_mu 1.387 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.87466 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) (compiled Aug 27 2009,17:19:36) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 17581 _diffrn_reflns_av_R_equivalents 0.0417 _diffrn_reflns_av_sigmaI/netI 0.0918 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 29.29 _reflns_number_total 9172 _reflns_number_gt 5747 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1496P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9172 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1079 _refine_ls_R_factor_gt 0.0738 _refine_ls_wR_factor_ref 0.2445 _refine_ls_wR_factor_gt 0.2313 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br Br 0.62861(6) 0.22971(5) 0.32911(5) 0.0331(2) Uani 1 1 d . . . Mn Mn 0.81621(7) 0.11108(6) 0.29790(5) 0.0097(2) Uani 1 1 d . . . O1 O 0.6123(4) -0.4331(3) 0.4042(3) 0.0211(8) Uani 1 1 d . . . O2 O 0.7860(4) -0.3384(3) 0.4107(3) 0.0229(9) Uani 1 1 d . . . N1 N 0.8890(4) 0.1401(3) 0.4121(3) 0.0122(9) Uani 1 1 d . . . N2 N 0.9459(4) 0.2109(3) 0.2115(3) 0.0123(9) Uani 1 1 d . . . N3 N 0.7862(4) 0.0532(3) 0.1815(3) 0.0124(9) Uani 1 1 d . . . N4 N 0.6320(4) -0.1678(3) 0.4255(3) 0.0142(9) Uani 1 1 d . . . C1 C 0.8464(5) 0.1012(4) 0.5064(3) 0.0133(10) Uani 1 1 d . . . C2 C 0.8984(5) 0.1606(4) 0.5648(4) 0.0164(11) Uani 1 1 d . . . H2A H 0.8811 0.1519 0.6320 0.020 Uiso 1 1 calc R . . C3 C 0.9773(5) 0.2321(4) 0.5065(4) 0.0164(11) Uani 1 1 d . . . H3A H 1.0277 0.2812 0.5252 0.020 Uiso 1 1 calc R . . C4 C 0.9699(5) 0.2191(4) 0.4116(3) 0.0114(10) Uani 1 1 d . . . C5 C 1.0377(4) 0.2812(4) 0.3323(4) 0.0120(10) Uani 1 1 d . . . C6 C 1.0278(4) 0.2751(4) 0.2397(4) 0.0136(10) Uani 1 1 d . . . C7 C 1.1001(5) 0.3373(4) 0.1575(4) 0.0175(11) Uani 1 1 d . . . H7A H 1.1617 0.3885 0.1575 0.021 Uiso 1 1 calc R . . C8 C 1.0641(5) 0.3096(4) 0.0816(4) 0.0188(11) Uani 1 1 d . . . H8A H 1.0968 0.3360 0.0174 0.023 Uiso 1 1 calc R . . C9 C 0.9657(5) 0.2316(4) 0.1162(3) 0.0120(10) Uani 1 1 d . . . C10 C 0.9013(5) 0.1837(4) 0.0568(3) 0.0133(10) Uani 1 1 d . . . C11 C 0.8163(4) 0.1008(4) 0.0900(4) 0.0133(10) Uani 1 1 d . . . C12 C 0.7525(5) 0.0514(4) 0.0312(4) 0.0196(12) Uani 1 1 d . . . H12A H 0.7558 0.0708 -0.0344 0.024 Uiso 1 1 calc R . . C13 C 0.6869(5) -0.0276(4) 0.0848(4) 0.0170(11) Uani 1 1 d . . . H13A H 0.6358 -0.0746 0.0640 0.020 Uiso 1 1 calc R . . C14 C 0.7074(5) -0.0287(4) 0.1793(4) 0.0140(10) Uani 1 1 d . . . C15 C 0.6552(5) -0.1015(4) 0.2532(4) 0.0127(10) Uani 1 1 d . . . C16 C 0.6751(5) -0.0950(4) 0.3459(4) 0.0131(10) Uani 1 1 d . . . C17 C 0.7368(5) -0.0163(4) 0.3751(4) 0.0119(10) Uani 1 1 d . . . C18 C 0.7281(5) -0.0423(4) 0.4739(4) 0.0128(10) Uani 1 1 d . . . C19 C 0.6641(5) -0.1368(4) 0.4995(4) 0.0151(10) Uani 1 1 d . . . H19A H 0.6468 -0.1728 0.5615 0.018 Uiso 1 1 calc R . . C20 C 0.7723(5) 0.0128(4) 0.5388(4) 0.0123(10) Uani 1 1 d . . . C21 C 1.1314(5) 0.3579(4) 0.3475(3) 0.0139(10) Uani 1 1 d . . . C22 C 1.0887(5) 0.4476(4) 0.3807(4) 0.0147(10) Uani 1 1 d . . . H22A H 0.9978 0.4602 0.3960 0.018 Uiso 1 1 calc R . . C23 C 1.1762(5) 0.5198(4) 0.3921(4) 0.0197(11) Uani 1 1 d . . . H23A H 1.1453 0.5810 0.4151 0.024 Uiso 1 1 calc R . . C24 C 1.3086(5) 0.5015(4) 0.3696(4) 0.0212(12) Uani 1 1 d . . . H24A H 1.3692 0.5502 0.3771 0.025 Uiso 1 1 calc R . . C25 C 1.3525(5) 0.4122(5) 0.3360(4) 0.0232(13) Uani 1 1 d . . . H25A H 1.4434 0.3996 0.3210 0.028 Uiso 1 1 calc R . . C26 C 1.2657(5) 0.3415(4) 0.3242(4) 0.0168(11) Uani 1 1 d . . . H26A H 1.2972 0.2811 0.2999 0.020 Uiso 1 1 calc R . . C27 C 0.9299(5) 0.2201(4) -0.0467(4) 0.0149(10) Uani 1 1 d . . . C28 C 0.9012(5) 0.3177(4) -0.0795(4) 0.0198(11) Uani 1 1 d . . . H28A H 0.8625 0.3617 -0.0354 0.024 Uiso 1 1 calc R . . C29 C 0.9274(5) 0.3527(5) -0.1742(4) 0.0259(13) Uani 1 1 d . . . H29A H 0.9072 0.4202 -0.1952 0.031 Uiso 1 1 calc R . . C30 C 0.9837(5) 0.2890(5) -0.2397(4) 0.0251(13) Uani 1 1 d . . . H30A H 1.0009 0.3127 -0.3054 0.030 Uiso 1 1 calc R . . C31 C 1.0142(5) 0.1916(5) -0.2085(4) 0.0209(12) Uani 1 1 d . . . H31A H 1.0535 0.1484 -0.2532 0.025 Uiso 1 1 calc R . . C32 C 0.9882(5) 0.1552(5) -0.1119(4) 0.0200(12) Uani 1 1 d . . . H32A H 1.0095 0.0879 -0.0907 0.024 Uiso 1 1 calc R . . C33 C 0.5818(5) -0.1848(4) 0.2279(4) 0.0173(11) Uani 1 1 d . . . C34 C 0.6460(5) -0.2631(4) 0.1853(4) 0.0212(12) Uani 1 1 d . . . H34A H 0.7381 -0.2680 0.1772 0.025 Uiso 1 1 calc R . . C35 C 0.5764(6) -0.3348(4) 0.1542(4) 0.0244(13) Uani 1 1 d . . . H35A H 0.6216 -0.3880 0.1243 0.029 Uiso 1 1 calc R . . C36 C 0.4411(6) -0.3295(5) 0.1665(4) 0.0283(14) Uani 1 1 d . . . H36A H 0.3936 -0.3787 0.1454 0.034 Uiso 1 1 calc R . . C37 C 0.3779(6) -0.2521(5) 0.2096(5) 0.0271(14) Uani 1 1 d . . . H37A H 0.2856 -0.2480 0.2191 0.033 Uiso 1 1 calc R . . C38 C 0.4462(5) -0.1803(4) 0.2392(4) 0.0206(12) Uani 1 1 d . . . H38A H 0.4005 -0.1265 0.2679 0.025 Uiso 1 1 calc R . . C39 C 0.7399(5) -0.0252(4) 0.6420(4) 0.0137(10) Uani 1 1 d . . . C40 C 0.6128(5) -0.0564(4) 0.6842(4) 0.0152(10) Uani 1 1 d . . . H40A H 0.5478 -0.0522 0.6471 0.018 Uiso 1 1 calc R . . C41 C 0.5795(6) -0.0938(4) 0.7805(4) 0.0220(12) Uani 1 1 d . . . H41A H 0.4929 -0.1158 0.8084 0.026 Uiso 1 1 calc R . . C42 C 0.6749(6) -0.0982(4) 0.8349(4) 0.0248(13) Uani 1 1 d . . . H42A H 0.6537 -0.1237 0.9002 0.030 Uiso 1 1 calc R . . C43 C 0.7982(6) -0.0660(5) 0.7942(4) 0.0233(12) Uani 1 1 d . . . H43A H 0.8620 -0.0671 0.8322 0.028 Uiso 1 1 calc R . . C44 C 0.8329(5) -0.0315(4) 0.6980(4) 0.0176(11) Uani 1 1 d . . . H44A H 0.9206 -0.0121 0.6705 0.021 Uiso 1 1 calc R . . C45 C 0.5704(5) -0.2671(4) 0.4338(4) 0.0189(12) Uani 1 1 d . . . H45A H 0.5115 -0.2648 0.3885 0.023 Uiso 1 1 calc R . . H45B H 0.5172 -0.2836 0.4984 0.023 Uiso 1 1 calc R . . C46 C 0.6700(5) -0.3478(4) 0.4143(4) 0.0171(11) Uani 1 1 d . . . C47 C 0.6957(6) -0.5197(4) 0.3878(4) 0.0245(13) Uani 1 1 d . . . H47A H 0.6430 -0.5822 0.4086 0.029 Uiso 1 1 calc R . . H47B H 0.7636 -0.5209 0.4261 0.029 Uiso 1 1 calc R . . C48 C 0.7605(6) -0.5171(5) 0.2844(5) 0.0290(14) Uani 1 1 d . . . H48A H 0.8166 -0.5762 0.2762 0.044 Uiso 1 1 calc R . . H48B H 0.8133 -0.4555 0.2636 0.044 Uiso 1 1 calc R . . H48C H 0.6935 -0.5180 0.2464 0.044 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 Br 0.0322(4) 0.0258(4) 0.0397(4) -0.0071(3) -0.0013(3) -0.0036(3) Mn 0.0122(4) 0.0091(4) 0.0078(4) -0.0029(3) -0.0003(3) -0.0072(3) O1 0.0223(19) 0.0147(19) 0.028(2) -0.0066(17) -0.0057(16) -0.0094(15) O2 0.0198(19) 0.019(2) 0.031(2) -0.0064(18) -0.0057(16) -0.0081(16) N1 0.015(2) 0.011(2) 0.010(2) -0.0019(17) 0.0010(16) -0.0105(16) N2 0.013(2) 0.014(2) 0.011(2) -0.0056(17) -0.0005(16) -0.0050(16) N3 0.015(2) 0.011(2) 0.012(2) -0.0057(17) -0.0016(16) -0.0057(16) N4 0.019(2) 0.010(2) 0.012(2) -0.0024(17) 0.0003(17) -0.0053(17) C1 0.017(2) 0.011(2) 0.012(2) -0.002(2) -0.0018(19) -0.0053(19) C2 0.020(3) 0.017(3) 0.012(2) -0.001(2) -0.003(2) -0.010(2) C3 0.021(3) 0.015(3) 0.015(3) -0.004(2) -0.005(2) -0.008(2) C4 0.014(2) 0.012(2) 0.009(2) -0.0049(19) -0.0021(18) -0.0039(19) C5 0.011(2) 0.010(2) 0.015(2) -0.003(2) -0.0009(18) -0.0035(19) C6 0.010(2) 0.013(2) 0.017(3) -0.003(2) -0.0011(19) -0.0082(19) C7 0.022(3) 0.014(3) 0.015(3) 0.001(2) -0.002(2) -0.011(2) C8 0.024(3) 0.018(3) 0.015(3) 0.002(2) -0.005(2) -0.010(2) C9 0.012(2) 0.014(2) 0.009(2) -0.0017(19) 0.0003(18) -0.0067(19) C10 0.015(2) 0.014(2) 0.011(2) -0.001(2) -0.0008(19) -0.0045(19) C11 0.011(2) 0.014(3) 0.016(3) -0.006(2) -0.0033(19) -0.0049(19) C12 0.022(3) 0.025(3) 0.013(3) -0.007(2) -0.003(2) -0.005(2) C13 0.017(3) 0.022(3) 0.015(3) -0.010(2) -0.005(2) -0.008(2) C14 0.017(2) 0.011(2) 0.014(3) -0.005(2) -0.0023(19) -0.003(2) C15 0.010(2) 0.012(2) 0.018(3) -0.009(2) -0.0018(19) -0.0031(19) C16 0.016(2) 0.009(2) 0.013(2) -0.002(2) 0.0009(19) -0.0041(19) C17 0.014(2) 0.008(2) 0.015(2) -0.005(2) -0.0021(19) -0.0024(18) C18 0.016(2) 0.009(2) 0.012(2) -0.001(2) -0.0005(19) -0.0039(19) C19 0.019(3) 0.013(2) 0.013(3) -0.003(2) -0.001(2) -0.005(2) C20 0.013(2) 0.010(2) 0.013(2) -0.004(2) 0.0014(18) -0.0027(18) C21 0.014(2) 0.018(3) 0.010(2) 0.001(2) -0.0035(18) -0.011(2) C22 0.015(2) 0.016(3) 0.014(3) -0.003(2) -0.0032(19) -0.003(2) C23 0.027(3) 0.016(3) 0.018(3) -0.002(2) -0.009(2) -0.005(2) C24 0.024(3) 0.020(3) 0.021(3) 0.004(2) -0.009(2) -0.016(2) C25 0.016(3) 0.034(3) 0.018(3) -0.002(3) -0.001(2) -0.010(2) C26 0.017(2) 0.019(3) 0.014(3) -0.004(2) -0.002(2) -0.002(2) C27 0.014(2) 0.021(3) 0.009(2) -0.002(2) -0.0018(19) -0.009(2) C28 0.023(3) 0.020(3) 0.017(3) -0.002(2) -0.004(2) -0.010(2) C29 0.030(3) 0.026(3) 0.024(3) 0.003(3) -0.014(2) -0.015(3) C30 0.019(3) 0.040(4) 0.016(3) 0.001(3) -0.005(2) -0.019(3) C31 0.010(2) 0.041(4) 0.013(3) -0.011(3) -0.0012(19) -0.005(2) C32 0.017(3) 0.029(3) 0.015(3) -0.004(2) -0.005(2) -0.005(2) C33 0.027(3) 0.012(2) 0.013(3) -0.002(2) -0.003(2) -0.008(2) C34 0.023(3) 0.021(3) 0.020(3) -0.009(2) -0.001(2) -0.003(2) C35 0.028(3) 0.020(3) 0.028(3) -0.013(3) -0.005(2) -0.005(2) C36 0.039(3) 0.022(3) 0.028(3) -0.006(3) -0.011(3) -0.013(3) C37 0.023(3) 0.025(3) 0.035(4) -0.012(3) -0.004(2) -0.012(2) C38 0.018(3) 0.017(3) 0.028(3) -0.013(2) -0.002(2) -0.003(2) C39 0.022(3) 0.007(2) 0.012(2) -0.0028(19) -0.0016(19) -0.0032(19) C40 0.021(3) 0.009(2) 0.016(3) -0.004(2) -0.003(2) -0.004(2) C41 0.030(3) 0.011(3) 0.023(3) -0.004(2) 0.002(2) -0.004(2) C42 0.040(3) 0.018(3) 0.016(3) -0.002(2) -0.005(2) 0.000(3) C43 0.026(3) 0.025(3) 0.022(3) -0.007(3) -0.011(2) 0.006(2) C44 0.019(3) 0.017(3) 0.017(3) -0.004(2) -0.003(2) 0.001(2) C45 0.021(3) 0.018(3) 0.017(3) -0.007(2) 0.001(2) -0.012(2) C46 0.024(3) 0.013(3) 0.015(3) -0.002(2) -0.006(2) -0.010(2) C47 0.028(3) 0.015(3) 0.036(4) -0.009(3) -0.016(3) 0.001(2) C48 0.028(3) 0.020(3) 0.041(4) -0.003(3) -0.010(3) -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 Br Mn 2.5072(10) . ? Mn C17 2.008(5) . ? Mn N3 2.036(4) . ? Mn N2 2.036(4) . ? Mn N1 2.050(4) . ? O1 C46 1.340(6) . ? O1 C47 1.452(7) . ? O2 C46 1.215(6) . ? N1 C4 1.366(6) . ? N1 C1 1.389(6) . ? N2 C9 1.354(6) . ? N2 C6 1.382(6) . ? N3 C11 1.377(7) . ? N3 C14 1.392(6) . ? N4 C19 1.311(6) . ? N4 C16 1.415(7) . ? N4 C45 1.468(6) . ? C1 C20 1.401(7) . ? C1 C2 1.427(7) . ? C2 C3 1.360(7) . ? C2 H2A 0.9500 . ? C3 C4 1.434(7) . ? C3 H3A 0.9500 . ? C4 C5 1.403(7) . ? C5 C6 1.387(7) . ? C5 C21 1.502(6) . ? C6 C7 1.447(7) . ? C7 C8 1.337(7) . ? C7 H7A 0.9500 . ? C8 C9 1.450(7) . ? C8 H8A 0.9500 . ? C9 C10 1.419(7) . ? C10 C11 1.407(7) . ? C10 C27 1.494(7) . ? C11 C12 1.421(7) . ? C12 C13 1.339(8) . ? C12 H12A 0.9500 . ? C13 C14 1.434(7) . ? C13 H13A 0.9500 . ? C14 C15 1.383(7) . ? C15 C16 1.422(7) . ? C15 C33 1.492(6) . ? C16 C17 1.402(6) . ? C17 C18 1.421(7) . ? C18 C19 1.412(7) . ? C18 C20 1.424(7) . ? C19 H19A 0.9500 . ? C20 C39 1.494(7) . ? C21 C22 1.382(7) . ? C21 C26 1.398(7) . ? C22 C23 1.393(7) . ? C22 H22A 0.9500 . ? C23 C24 1.383(8) . ? C23 H23A 0.9500 . ? C24 C25 1.383(8) . ? C24 H24A 0.9500 . ? C25 C26 1.376(7) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C27 C28 1.380(8) . ? C27 C32 1.407(7) . ? C28 C29 1.371(8) . ? C28 H28A 0.9500 . ? C29 C30 1.393(8) . ? C29 H29A 0.9500 . ? C30 C31 1.377(9) . ? C30 H30A 0.9500 . ? C31 C32 1.401(8) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 C34 1.378(7) . ? C33 C38 1.398(7) . ? C34 C35 1.390(7) . ? C34 H34A 0.9500 . ? C35 C36 1.395(8) . ? C35 H35A 0.9500 . ? C36 C37 1.369(8) . ? C36 H36A 0.9500 . ? C37 C38 1.372(7) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? C39 C44 1.390(7) . ? C39 C40 1.394(7) . ? C40 C41 1.402(8) . ? C40 H40A 0.9500 . ? C41 C42 1.394(8) . ? C41 H41A 0.9500 . ? C42 C43 1.360(8) . ? C42 H42A 0.9500 . ? C43 C44 1.393(8) . ? C43 H43A 0.9500 . ? C44 H44A 0.9500 . ? C45 C46 1.500(8) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C47 C48 1.516(9) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 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 C17 Mn N3 87.55(18) . . ? C17 Mn N2 161.85(18) . . ? N3 Mn N2 88.83(16) . . ? C17 Mn N1 88.27(18) . . ? N3 Mn N1 163.56(17) . . ? N2 Mn N1 90.22(16) . . ? C17 Mn Br 100.49(14) . . ? N3 Mn Br 102.39(12) . . ? N2 Mn Br 97.65(12) . . ? N1 Mn Br 94.00(12) . . ? C46 O1 C47 116.9(4) . . ? C4 N1 C1 106.1(4) . . ? C4 N1 Mn 124.5(3) . . ? C1 N1 Mn 127.9(3) . . ? C9 N2 C6 106.0(4) . . ? C9 N2 Mn 127.7(3) . . ? C6 N2 Mn 126.3(3) . . ? C11 N3 C14 105.8(4) . . ? C11 N3 Mn 125.6(3) . . ? C14 N3 Mn 127.3(3) . . ? C19 N4 C16 108.6(4) . . ? C19 N4 C45 120.0(4) . . ? C16 N4 C45 131.2(4) . . ? N1 C1 C20 125.3(4) . . ? N1 C1 C2 109.4(4) . . ? C20 C1 C2 125.1(5) . . ? C3 C2 C1 107.4(5) . . ? C3 C2 H2A 126.3 . . ? C1 C2 H2A 126.3 . . ? C2 C3 C4 106.8(4) . . ? C2 C3 H3A 126.6 . . ? C4 C3 H3A 126.6 . . ? N1 C4 C5 127.0(4) . . ? N1 C4 C3 110.2(4) . . ? C5 C4 C3 122.8(4) . . ? C6 C5 C4 124.8(4) . . ? C6 C5 C21 117.1(4) . . ? C4 C5 C21 118.1(4) . . ? N2 C6 C5 125.7(5) . . ? N2 C6 C7 109.4(4) . . ? C5 C6 C7 124.9(4) . . ? C8 C7 C6 107.4(4) . . ? C8 C7 H7A 126.3 . . ? C6 C7 H7A 126.3 . . ? C7 C8 C9 106.6(5) . . ? C7 C8 H8A 126.7 . . ? C9 C8 H8A 126.7 . . ? N2 C9 C10 125.6(4) . . ? N2 C9 C8 110.6(4) . . ? C10 C9 C8 123.8(5) . . ? C11 C10 C9 123.3(5) . . ? C11 C10 C27 118.3(4) . . ? C9 C10 C27 118.4(4) . . ? N3 C11 C10 126.1(4) . . ? N3 C11 C12 110.0(4) . . ? C10 C11 C12 123.8(5) . . ? C13 C12 C11 107.6(5) . . ? C13 C12 H12A 126.2 . . ? C11 C12 H12A 126.2 . . ? C12 C13 C14 107.8(4) . . ? C12 C13 H13A 126.1 . . ? C14 C13 H13A 126.1 . . ? C15 C14 N3 127.9(4) . . ? C15 C14 C13 123.4(4) . . ? N3 C14 C13 108.7(4) . . ? C14 C15 C16 120.2(4) . . ? C14 C15 C33 115.8(4) . . ? C16 C15 C33 124.1(5) . . ? C17 C16 N4 108.4(4) . . ? C17 C16 C15 126.8(5) . . ? N4 C16 C15 124.8(4) . . ? C16 C17 C18 105.8(4) . . ? C16 C17 Mn 128.6(4) . . ? C18 C17 Mn 125.6(3) . . ? C19 C18 C17 107.0(4) . . ? C19 C18 C20 124.0(5) . . ? C17 C18 C20 129.0(5) . . ? N4 C19 C18 110.2(5) . . ? N4 C19 H19A 124.9 . . ? C18 C19 H19A 124.9 . . ? C1 C20 C18 120.5(5) . . ? C1 C20 C39 120.3(4) . . ? C18 C20 C39 119.2(4) . . ? C22 C21 C26 118.3(4) . . ? C22 C21 C5 121.6(4) . . ? C26 C21 C5 120.0(5) . . ? C21 C22 C23 121.4(5) . . ? C21 C22 H22A 119.3 . . ? C23 C22 H22A 119.3 . . ? C24 C23 C22 119.3(5) . . ? C24 C23 H23A 120.3 . . ? C22 C23 H23A 120.3 . . ? C23 C24 C25 119.8(5) . . ? C23 C24 H24A 120.1 . . ? C25 C24 H24A 120.1 . . ? C26 C25 C24 120.6(5) . . ? C26 C25 H25A 119.7 . . ? C24 C25 H25A 119.7 . . ? C25 C26 C21 120.5(5) . . ? C25 C26 H26A 119.7 . . ? C21 C26 H26A 119.7 . . ? C28 C27 C32 119.3(5) . . ? C28 C27 C10 120.6(5) . . ? C32 C27 C10 120.1(5) . . ? C29 C28 C27 121.4(5) . . ? C29 C28 H28A 119.3 . . ? C27 C28 H28A 119.3 . . ? C28 C29 C30 120.0(6) . . ? C28 C29 H29A 120.0 . . ? C30 C29 H29A 120.0 . . ? C31 C30 C29 119.6(5) . . ? C31 C30 H30A 120.2 . . ? C29 C30 H30A 120.2 . . ? C30 C31 C32 120.9(5) . . ? C30 C31 H31A 119.5 . . ? C32 C31 H31A 119.5 . . ? C31 C32 C27 118.8(5) . . ? C31 C32 H32A 120.6 . . ? C27 C32 H32A 120.6 . . ? C34 C33 C38 118.3(5) . . ? C34 C33 C15 121.2(5) . . ? C38 C33 C15 120.2(5) . . ? C33 C34 C35 120.2(5) . . ? C33 C34 H34A 119.9 . . ? C35 C34 H34A 119.9 . . ? C34 C35 C36 120.8(5) . . ? C34 C35 H35A 119.6 . . ? C36 C35 H35A 119.6 . . ? C37 C36 C35 118.7(5) . . ? C37 C36 H36A 120.7 . . ? C35 C36 H36A 120.7 . . ? C36 C37 C38 120.8(5) . . ? C36 C37 H37A 119.6 . . ? C38 C37 H37A 119.6 . . ? C37 C38 C33 121.1(5) . . ? C37 C38 H38A 119.4 . . ? C33 C38 H38A 119.4 . . ? C44 C39 C40 118.4(5) . . ? C44 C39 C20 122.1(5) . . ? C40 C39 C20 119.5(4) . . ? C39 C40 C41 121.0(5) . . ? C39 C40 H40A 119.5 . . ? C41 C40 H40A 119.5 . . ? C42 C41 C40 119.2(5) . . ? C42 C41 H41A 120.4 . . ? C40 C41 H41A 120.4 . . ? C43 C42 C41 119.8(5) . . ? C43 C42 H42A 120.1 . . ? C41 C42 H42A 120.1 . . ? C42 C43 C44 121.2(5) . . ? C42 C43 H43A 119.4 . . ? C44 C43 H43A 119.4 . . ? C39 C44 C43 120.3(5) . . ? C39 C44 H44A 119.8 . . ? C43 C44 H44A 119.8 . . ? N4 C45 C46 111.5(4) . . ? N4 C45 H45A 109.3 . . ? C46 C45 H45A 109.3 . . ? N4 C45 H45B 109.3 . . ? C46 C45 H45B 109.3 . . ? H45A C45 H45B 108.0 . . ? O2 C46 O1 124.7(5) . . ? O2 C46 C45 125.0(5) . . ? O1 C46 C45 110.3(4) . . ? O1 C47 C48 111.8(5) . . ? O1 C47 H47A 109.2 . . ? C48 C47 H47A 109.2 . . ? O1 C47 H47B 109.2 . . ? C48 C47 H47B 109.2 . . ? H47A C47 H47B 107.9 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.847 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.912 _refine_diff_density_min -1.519 _refine_diff_density_rms 0.181 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.498 0.500 1.000 239 43 ' ' _platon_squeeze_details ; ; data_3ppni _database_code_depnum_ccdc_archive 'CCDC 889015' #TrackingRef 'total crystal.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C53 H38 N4 Ni O' _chemical_formula_sum 'C53 H38 N4 Ni O' _chemical_melting_point ? _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _diffrn_ambient_temperature 110(2) _chemical_formula_weight 805.58 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' 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' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.8160(5) _cell_length_b 12.3785(5) _cell_length_c 16.3864(7) _cell_angle_alpha 86.438(4) _cell_angle_beta 83.692(4) _cell_angle_gamma 66.275(4) _cell_volume 2180.48(16) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 9847 _cell_measurement_theta_min 2.9845 _cell_measurement_theta_max 29.2133 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.227 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.487 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.94819 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) (compiled Aug 27 2009,17:19:36) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19703 _diffrn_reflns_av_R_equivalents 0.0275 _diffrn_reflns_av_sigmaI/netI 0.0661 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 29.30 _reflns_number_total 10046 _reflns_number_gt 6792 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0804P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10046 _refine_ls_number_parameters 532 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1405 _refine_ls_wR_factor_gt 0.1320 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni 0.30356(3) 0.22098(3) 0.22988(2) 0.01766(10) Uani 1 1 d . . . O1 O 0.78065(19) 0.11485(18) -0.20082(13) 0.0379(5) Uani 1 1 d . . . N1 N 0.17510(19) 0.37596(17) 0.20571(12) 0.0183(4) Uani 1 1 d . . . N2 N 0.20133(19) 0.20412(17) 0.32858(13) 0.0202(4) Uani 1 1 d . . . N3 N 0.43793(18) 0.07163(17) 0.25591(13) 0.0190(4) Uani 1 1 d . . . N4 N 0.54901(19) 0.19182(18) 0.01919(13) 0.0235(5) Uani 1 1 d . . . C1 C 0.1710(2) 0.4522(2) 0.13779(15) 0.0200(5) Uani 1 1 d . . . C2 C 0.0649(2) 0.5614(2) 0.14891(16) 0.0238(6) Uani 1 1 d . . . H2A H 0.0421 0.6272 0.1118 0.029 Uiso 1 1 calc R . . C3 C 0.0039(2) 0.5535(2) 0.22136(16) 0.0238(6) Uani 1 1 d . . . H3A H -0.0699 0.6131 0.2454 0.029 Uiso 1 1 calc R . . C4 C 0.0705(2) 0.4385(2) 0.25609(16) 0.0210(5) Uani 1 1 d . . . C5 C 0.0245(2) 0.3970(2) 0.32840(15) 0.0204(5) Uani 1 1 d . . . C6 C 0.0856(2) 0.2830(2) 0.35889(16) 0.0218(5) Uani 1 1 d . . . C7 C 0.0375(2) 0.2334(2) 0.42899(16) 0.0251(6) Uani 1 1 d . . . H7A H -0.0400 0.2709 0.4604 0.030 Uiso 1 1 calc R . . C8 C 0.1222(2) 0.1247(2) 0.44167(17) 0.0254(6) Uani 1 1 d . . . H8A H 0.1153 0.0694 0.4826 0.030 Uiso 1 1 calc R . . C9 C 0.2262(2) 0.1073(2) 0.38136(15) 0.0211(5) Uani 1 1 d . . . C10 C 0.3372(2) 0.0107(2) 0.38006(16) 0.0229(6) Uani 1 1 d . . . C11 C 0.4377(2) -0.0013(2) 0.32249(16) 0.0222(5) Uani 1 1 d . . . C12 C 0.5557(2) -0.0995(2) 0.32431(17) 0.0277(6) Uani 1 1 d . . . H12A H 0.5786 -0.1610 0.3647 0.033 Uiso 1 1 calc R . . C13 C 0.6270(2) -0.0876(2) 0.25810(17) 0.0259(6) Uani 1 1 d . . . H13A H 0.7107 -0.1389 0.2430 0.031 Uiso 1 1 calc R . . C14 C 0.5545(2) 0.0164(2) 0.21417(16) 0.0204(5) Uani 1 1 d . . . C15 C 0.5952(2) 0.0487(2) 0.13795(16) 0.0204(5) Uani 1 1 d . . . C16 C 0.5160(2) 0.1504(2) 0.09835(15) 0.0197(5) Uani 1 1 d . . . C17 C 0.3981(2) 0.2309(2) 0.12989(15) 0.0175(5) Uani 1 1 d . . . C18 C 0.3635(2) 0.3213(2) 0.06834(16) 0.0203(5) Uani 1 1 d . . . C19 C 0.4566(2) 0.2933(2) 0.00299(16) 0.0220(5) Uani 1 1 d . . . H19A H 0.4540 0.3399 -0.0456 0.026 Uiso 1 1 calc R . . C20 C 0.2556(2) 0.4280(2) 0.07051(15) 0.0196(5) Uani 1 1 d . . . C21 C -0.0938(2) 0.4773(2) 0.37277(16) 0.0224(5) Uani 1 1 d . . . C22 C -0.0959(3) 0.5688(2) 0.41904(17) 0.0296(6) Uani 1 1 d . . . H22A H -0.0213 0.5792 0.4231 0.036 Uiso 1 1 calc R . . C23 C -0.2056(3) 0.6443(3) 0.45895(18) 0.0343(7) Uani 1 1 d . . . H23A H -0.2061 0.7071 0.4897 0.041 Uiso 1 1 calc R . . C24 C -0.3142(3) 0.6301(2) 0.45495(18) 0.0320(7) Uani 1 1 d . . . H24A H -0.3895 0.6828 0.4825 0.038 Uiso 1 1 calc R . . C25 C -0.3131(3) 0.5395(3) 0.4111(2) 0.0354(7) Uani 1 1 d . . . H25A H -0.3878 0.5287 0.4086 0.043 Uiso 1 1 calc R . . C26 C -0.2026(2) 0.4623(2) 0.36972(19) 0.0307(6) Uani 1 1 d . . . H26A H -0.2027 0.3994 0.3394 0.037 Uiso 1 1 calc R . . C27 C 0.3517(2) -0.0843(2) 0.44495(17) 0.0243(6) Uani 1 1 d . . . C28 C 0.3885(3) -0.0778(2) 0.52018(17) 0.0301(6) Uani 1 1 d . . . H28A H 0.4070 -0.0125 0.5312 0.036 Uiso 1 1 calc R . . C29 C 0.3995(3) -0.1633(3) 0.58045(18) 0.0345(7) Uani 1 1 d . . . H29A H 0.4257 -0.1566 0.6320 0.041 Uiso 1 1 calc R . . C30 C 0.3724(3) -0.2592(3) 0.56589(19) 0.0351(7) Uani 1 1 d . . . H30A H 0.3793 -0.3183 0.6072 0.042 Uiso 1 1 calc R . . C31 C 0.3351(3) -0.2673(3) 0.4904(2) 0.0395(8) Uani 1 1 d . . . H31A H 0.3156 -0.3322 0.4799 0.047 Uiso 1 1 calc R . . C32 C 0.3257(3) -0.1819(3) 0.42965(19) 0.0361(7) Uani 1 1 d . . . H32A H 0.3017 -0.1894 0.3776 0.043 Uiso 1 1 calc R . . C33 C 0.7218(2) -0.0284(2) 0.10090(16) 0.0224(5) Uani 1 1 d . . . C34 C 0.7367(3) -0.1189(2) 0.04992(18) 0.0308(6) Uani 1 1 d . . . H34A H 0.6668 -0.1343 0.0403 0.037 Uiso 1 1 calc R . . C35 C 0.8527(3) -0.1873(3) 0.0128(2) 0.0368(7) Uani 1 1 d . . . H35A H 0.8627 -0.2500 -0.0218 0.044 Uiso 1 1 calc R . . C36 C 0.9543(3) -0.1639(2) 0.02622(18) 0.0327(7) Uani 1 1 d . . . H36A H 1.0333 -0.2076 -0.0016 0.039 Uiso 1 1 calc R . . C37 C 0.9412(3) -0.0788(3) 0.07906(18) 0.0317(7) Uani 1 1 d . . . H37A H 1.0119 -0.0655 0.0899 0.038 Uiso 1 1 calc R . . C38 C 0.8262(2) -0.0113(2) 0.11712(17) 0.0275(6) Uani 1 1 d . . . H38A H 0.8183 0.0474 0.1547 0.033 Uiso 1 1 calc R . . C39 C 0.2369(2) 0.5128(2) -0.00084(15) 0.0206(5) Uani 1 1 d . . . C40 C 0.3108(3) 0.5756(2) -0.01827(17) 0.0289(6) Uani 1 1 d . . . H40A H 0.3731 0.5667 0.0168 0.035 Uiso 1 1 calc R . . C41 C 0.2956(3) 0.6510(3) -0.08561(18) 0.0332(7) Uani 1 1 d . . . H41A H 0.3477 0.6930 -0.0967 0.040 Uiso 1 1 calc R . . C42 C 0.2052(3) 0.6657(2) -0.13703(17) 0.0300(6) Uani 1 1 d . . . H42A H 0.1948 0.7176 -0.1834 0.036 Uiso 1 1 calc R . . C43 C 0.1308(3) 0.6049(2) -0.12043(18) 0.0323(7) Uani 1 1 d . . . H43A H 0.0677 0.6155 -0.1551 0.039 Uiso 1 1 calc R . . C44 C 0.1468(2) 0.5277(2) -0.05325(17) 0.0273(6) Uani 1 1 d . . . H44A H 0.0956 0.4847 -0.0431 0.033 Uiso 1 1 calc R . . C45 C 0.6559(3) 0.1455(2) -0.04069(17) 0.0293(6) Uani 1 1 d . . . H45A H 0.7298 0.0972 -0.0118 0.035 Uiso 1 1 calc R . . H45B H 0.6713 0.2122 -0.0687 0.035 Uiso 1 1 calc R . . C46 C 0.6397(3) 0.0705(3) -0.10474(18) 0.0341(7) Uani 1 1 d . . . H46A H 0.5694 0.1196 -0.1365 0.041 Uiso 1 1 calc R . . H46B H 0.6202 0.0058 -0.0771 0.041 Uiso 1 1 calc R . . C47 C 0.7573(3) 0.0190(3) -0.16250(18) 0.0333(7) Uani 1 1 d . . . H47A H 0.8278 -0.0316 -0.1315 0.040 Uiso 1 1 calc R . . H47B H 0.7463 -0.0295 -0.2043 0.040 Uiso 1 1 calc R . . C48 C 0.8905(3) 0.0879(3) -0.24846(18) 0.0330(7) Uani 1 1 d . . . C49 C 0.9697(3) -0.0252(3) -0.27226(19) 0.0367(7) Uani 1 1 d . . . H49A H 0.9495 -0.0910 -0.2568 0.044 Uiso 1 1 calc R . . C50 C 1.0778(3) -0.0389(3) -0.3188(2) 0.0472(9) Uani 1 1 d . . . H50A H 1.1317 -0.1157 -0.3368 0.057 Uiso 1 1 calc R . . C51 C 1.1122(3) 0.0532(4) -0.3408(2) 0.0519(9) Uani 1 1 d . . . H51A H 1.1893 0.0402 -0.3717 0.062 Uiso 1 1 calc R . . C52 C 1.0319(4) 0.1652(4) -0.3168(2) 0.0533(9) Uani 1 1 d . . . H52A H 1.0527 0.2305 -0.3326 0.064 Uiso 1 1 calc R . . C53 C 0.9214(3) 0.1831(3) -0.2700(2) 0.0435(8) Uani 1 1 d . . . H53A H 0.8671 0.2601 -0.2528 0.052 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 Ni 0.01829(17) 0.01488(16) 0.01932(17) 0.00303(12) -0.00319(13) -0.00622(12) O1 0.0398(12) 0.0324(11) 0.0375(12) 0.0012(9) 0.0009(10) -0.0116(10) N1 0.0186(10) 0.0185(10) 0.0189(10) 0.0005(8) -0.0005(9) -0.0090(9) N2 0.0207(11) 0.0173(10) 0.0208(11) 0.0008(8) -0.0034(9) -0.0057(9) N3 0.0205(11) 0.0160(10) 0.0213(11) 0.0019(8) -0.0037(9) -0.0078(9) N4 0.0234(11) 0.0241(11) 0.0223(11) 0.0049(9) -0.0014(10) -0.0097(9) C1 0.0222(13) 0.0176(12) 0.0210(13) 0.0030(10) -0.0051(11) -0.0085(10) C2 0.0246(14) 0.0182(12) 0.0262(14) 0.0054(11) -0.0058(12) -0.0060(11) C3 0.0233(13) 0.0179(12) 0.0252(14) 0.0012(10) -0.0025(12) -0.0031(10) C4 0.0220(13) 0.0184(12) 0.0222(13) 0.0006(10) -0.0058(11) -0.0069(10) C5 0.0175(12) 0.0207(12) 0.0215(13) -0.0010(10) -0.0026(11) -0.0059(10) C6 0.0218(13) 0.0233(13) 0.0219(13) 0.0018(11) -0.0035(11) -0.0105(11) C7 0.0224(14) 0.0271(14) 0.0242(14) 0.0011(11) 0.0030(12) -0.0097(11) C8 0.0271(14) 0.0252(13) 0.0252(14) 0.0056(11) -0.0018(12) -0.0129(11) C9 0.0254(14) 0.0195(12) 0.0207(13) 0.0023(10) -0.0019(11) -0.0117(11) C10 0.0263(14) 0.0199(12) 0.0237(13) 0.0054(10) -0.0056(12) -0.0105(11) C11 0.0233(13) 0.0190(12) 0.0240(13) 0.0040(10) -0.0061(12) -0.0077(11) C12 0.0258(14) 0.0222(13) 0.0313(15) 0.0067(11) -0.0055(13) -0.0060(11) C13 0.0213(13) 0.0216(13) 0.0303(15) 0.0042(11) -0.0032(12) -0.0044(11) C14 0.0204(13) 0.0171(12) 0.0236(13) 0.0003(10) -0.0022(11) -0.0074(10) C15 0.0189(12) 0.0173(12) 0.0258(13) -0.0007(10) -0.0030(11) -0.0078(10) C16 0.0226(13) 0.0179(12) 0.0206(13) 0.0010(10) -0.0010(11) -0.0105(10) C17 0.0180(12) 0.0143(11) 0.0212(12) 0.0034(10) -0.0038(11) -0.0075(10) C18 0.0203(13) 0.0199(12) 0.0221(13) 0.0009(10) -0.0022(11) -0.0095(10) C19 0.0227(13) 0.0235(13) 0.0200(12) 0.0040(10) -0.0037(11) -0.0096(11) C20 0.0216(13) 0.0185(12) 0.0207(12) 0.0038(10) -0.0056(11) -0.0097(10) C21 0.0221(13) 0.0221(13) 0.0199(13) 0.0047(10) -0.0019(11) -0.0063(11) C22 0.0279(15) 0.0279(14) 0.0307(15) -0.0033(12) -0.0022(13) -0.0085(12) C23 0.0349(17) 0.0301(15) 0.0336(16) -0.0077(13) -0.0032(14) -0.0073(13) C24 0.0302(16) 0.0248(14) 0.0288(15) 0.0015(12) 0.0054(13) -0.0007(12) C25 0.0237(15) 0.0355(16) 0.0437(18) 0.0025(14) 0.0035(14) -0.0103(13) C26 0.0258(15) 0.0251(14) 0.0402(17) -0.0016(12) -0.0007(13) -0.0097(12) C27 0.0192(13) 0.0219(13) 0.0284(14) 0.0086(11) -0.0015(12) -0.0061(11) C28 0.0397(17) 0.0217(13) 0.0282(15) 0.0014(11) 0.0010(13) -0.0129(12) C29 0.0397(17) 0.0362(16) 0.0238(14) 0.0030(12) 0.0007(13) -0.0126(14) C30 0.0289(15) 0.0297(15) 0.0405(18) 0.0157(13) 0.0018(14) -0.0090(12) C31 0.0444(18) 0.0285(15) 0.052(2) 0.0149(14) -0.0144(16) -0.0208(14) C32 0.0423(18) 0.0331(15) 0.0382(17) 0.0118(13) -0.0130(15) -0.0198(14) C33 0.0220(13) 0.0172(12) 0.0262(13) 0.0049(10) -0.0027(11) -0.0064(10) C34 0.0255(15) 0.0272(14) 0.0380(16) -0.0029(12) 0.0051(13) -0.0105(12) C35 0.0345(17) 0.0274(15) 0.0409(18) -0.0017(13) 0.0050(15) -0.0064(13) C36 0.0227(14) 0.0278(15) 0.0353(16) 0.0072(13) 0.0057(13) -0.0004(12) C37 0.0219(14) 0.0417(16) 0.0290(15) 0.0131(13) -0.0065(12) -0.0110(13) C38 0.0256(14) 0.0347(15) 0.0231(13) 0.0050(12) -0.0038(12) -0.0133(12) C39 0.0218(13) 0.0180(12) 0.0198(12) 0.0014(10) -0.0025(11) -0.0057(10) C40 0.0337(15) 0.0336(15) 0.0265(14) 0.0096(12) -0.0118(13) -0.0198(13) C41 0.0441(18) 0.0324(15) 0.0328(16) 0.0084(13) -0.0081(14) -0.0255(14) C42 0.0413(17) 0.0275(14) 0.0214(13) 0.0074(11) -0.0073(13) -0.0140(13) C43 0.0375(16) 0.0353(16) 0.0283(15) 0.0075(12) -0.0155(13) -0.0170(13) C44 0.0278(14) 0.0312(14) 0.0288(14) 0.0055(12) -0.0075(12) -0.0176(12) C45 0.0260(14) 0.0334(15) 0.0288(15) 0.0032(12) -0.0020(12) -0.0126(12) C46 0.0310(16) 0.0369(16) 0.0365(17) -0.0029(13) -0.0005(14) -0.0160(13) C47 0.0381(17) 0.0304(15) 0.0337(16) -0.0024(13) -0.0067(14) -0.0151(13) C48 0.0355(16) 0.0392(17) 0.0257(15) -0.0027(13) 0.0005(13) -0.0168(14) C49 0.0347(17) 0.0437(18) 0.0327(16) -0.0078(14) -0.0003(14) -0.0165(14) C50 0.0382(19) 0.062(2) 0.0410(19) -0.0126(17) -0.0003(16) -0.0190(17) C51 0.047(2) 0.076(3) 0.0375(19) -0.0045(19) 0.0048(17) -0.031(2) C52 0.064(2) 0.062(2) 0.0392(19) 0.0054(18) 0.0062(18) -0.034(2) C53 0.054(2) 0.0409(18) 0.0373(18) 0.0018(15) -0.0005(16) -0.0216(16) _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 C17 1.905(2) . ? Ni N3 1.952(2) . ? Ni N1 1.958(2) . ? Ni N2 1.962(2) . ? O1 C48 1.366(4) . ? O1 C47 1.418(3) . ? N1 C4 1.376(3) . ? N1 C1 1.406(3) . ? N2 C6 1.380(3) . ? N2 C9 1.384(3) . ? N3 C11 1.373(3) . ? N3 C14 1.388(3) . ? N4 C19 1.326(3) . ? N4 C16 1.437(3) . ? N4 C45 1.450(3) . ? C1 C20 1.365(4) . ? C1 C2 1.431(3) . ? C2 C3 1.339(4) . ? C2 H2A 0.9500 . ? C3 C4 1.437(3) . ? C3 H3A 0.9500 . ? C4 C5 1.403(3) . ? C5 C6 1.391(3) . ? C5 C21 1.490(4) . ? C6 C7 1.438(4) . ? C7 C8 1.335(4) . ? C7 H7A 0.9500 . ? C8 C9 1.442(4) . ? C8 H8A 0.9500 . ? C9 C10 1.373(3) . ? C10 C11 1.397(4) . ? C10 C27 1.505(3) . ? C11 C12 1.436(3) . ? C12 C13 1.338(4) . ? C12 H12A 0.9500 . ? C13 C14 1.429(3) . ? C13 H13A 0.9500 . ? C14 C15 1.383(4) . ? C15 C16 1.402(3) . ? C15 C33 1.498(4) . ? C16 C17 1.410(3) . ? C17 C18 1.421(3) . ? C18 C19 1.399(4) . ? C18 C20 1.419(3) . ? C19 H19A 0.9500 . ? C20 C39 1.495(3) . ? C21 C26 1.378(4) . ? C21 C22 1.392(4) . ? C22 C23 1.377(4) . ? C22 H22A 0.9500 . ? C23 C24 1.373(4) . ? C23 H23A 0.9500 . ? C24 C25 1.364(4) . ? C24 H24A 0.9500 . ? C25 C26 1.400(4) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C27 C28 1.369(4) . ? C27 C32 1.403(4) . ? C28 C29 1.379(4) . ? C28 H28A 0.9500 . ? C29 C30 1.389(4) . ? C29 H29A 0.9500 . ? C30 C31 1.381(4) . ? C30 H30A 0.9500 . ? C31 C32 1.385(4) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 C34 1.382(4) . ? C33 C38 1.388(4) . ? C34 C35 1.383(4) . ? C34 H34A 0.9500 . ? C35 C36 1.385(4) . ? C35 H35A 0.9500 . ? C36 C37 1.355(4) . ? C36 H36A 0.9500 . ? C37 C38 1.378(4) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? C39 C40 1.383(4) . ? C39 C44 1.388(4) . ? C40 C41 1.379(4) . ? C40 H40A 0.9500 . ? C41 C42 1.381(4) . ? C41 H41A 0.9500 . ? C42 C43 1.366(4) . ? C42 H42A 0.9500 . ? C43 C44 1.390(4) . ? C43 H43A 0.9500 . ? C44 H44A 0.9500 . ? C45 C46 1.519(4) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 C47 1.519(4) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C53 1.383(4) . ? C48 C49 1.386(4) . ? C49 C50 1.368(4) . ? C49 H49A 0.9500 . ? C50 C51 1.372(5) . ? C50 H50A 0.9500 . ? C51 C52 1.380(5) . ? C51 H51A 0.9500 . ? C52 C53 1.381(5) . ? C52 H52A 0.9500 . ? C53 H53A 0.9500 . ? 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 C17 Ni N3 89.17(9) . . ? C17 Ni N1 89.97(9) . . ? N3 Ni N1 176.38(8) . . ? C17 Ni N2 175.81(9) . . ? N3 Ni N2 90.64(8) . . ? N1 Ni N2 90.47(8) . . ? C48 O1 C47 116.9(2) . . ? C4 N1 C1 104.1(2) . . ? C4 N1 Ni 126.50(17) . . ? C1 N1 Ni 129.28(17) . . ? C6 N2 C9 104.1(2) . . ? C6 N2 Ni 128.18(17) . . ? C9 N2 Ni 127.64(17) . . ? C11 N3 C14 104.4(2) . . ? C11 N3 Ni 126.59(17) . . ? C14 N3 Ni 128.99(17) . . ? C19 N4 C16 107.4(2) . . ? C19 N4 C45 119.1(2) . . ? C16 N4 C45 133.5(2) . . ? C20 C1 N1 125.8(2) . . ? C20 C1 C2 123.8(2) . . ? N1 C1 C2 110.4(2) . . ? C3 C2 C1 107.2(2) . . ? C3 C2 H2A 126.4 . . ? C1 C2 H2A 126.4 . . ? C2 C3 C4 107.5(2) . . ? C2 C3 H3A 126.2 . . ? C4 C3 H3A 126.2 . . ? N1 C4 C5 126.9(2) . . ? N1 C4 C3 110.8(2) . . ? C5 C4 C3 122.1(2) . . ? C6 C5 C4 121.8(2) . . ? C6 C5 C21 119.4(2) . . ? C4 C5 C21 118.8(2) . . ? N2 C6 C5 125.1(2) . . ? N2 C6 C7 111.0(2) . . ? C5 C6 C7 123.8(2) . . ? C8 C7 C6 107.1(2) . . ? C8 C7 H7A 126.4 . . ? C6 C7 H7A 126.4 . . ? C7 C8 C9 107.0(2) . . ? C7 C8 H8A 126.5 . . ? C9 C8 H8A 126.5 . . ? C10 C9 N2 124.9(2) . . ? C10 C9 C8 124.2(2) . . ? N2 C9 C8 110.7(2) . . ? C9 C10 C11 122.8(2) . . ? C9 C10 C27 118.3(2) . . ? C11 C10 C27 118.9(2) . . ? N3 C11 C10 126.6(2) . . ? N3 C11 C12 110.9(2) . . ? C10 C11 C12 122.4(2) . . ? C13 C12 C11 106.7(2) . . ? C13 C12 H12A 126.6 . . ? C11 C12 H12A 126.6 . . ? C12 C13 C14 107.6(2) . . ? C12 C13 H13A 126.2 . . ? C14 C13 H13A 126.2 . . ? C15 C14 N3 126.5(2) . . ? C15 C14 C13 123.0(2) . . ? N3 C14 C13 110.3(2) . . ? C14 C15 C16 118.9(2) . . ? C14 C15 C33 118.0(2) . . ? C16 C15 C33 123.0(2) . . ? C15 C16 C17 126.9(2) . . ? C15 C16 N4 123.4(2) . . ? C17 C16 N4 109.5(2) . . ? C16 C17 C18 103.7(2) . . ? C16 C17 Ni 128.84(18) . . ? C18 C17 Ni 127.40(18) . . ? C19 C18 C20 122.6(2) . . ? C19 C18 C17 109.7(2) . . ? C20 C18 C17 127.7(2) . . ? N4 C19 C18 109.7(2) . . ? N4 C19 H19A 125.2 . . ? C18 C19 H19A 125.2 . . ? C1 C20 C18 119.6(2) . . ? C1 C20 C39 121.0(2) . . ? C18 C20 C39 119.4(2) . . ? C26 C21 C22 118.6(3) . . ? C26 C21 C5 121.1(2) . . ? C22 C21 C5 120.3(2) . . ? C23 C22 C21 120.3(3) . . ? C23 C22 H22A 119.8 . . ? C21 C22 H22A 119.8 . . ? C24 C23 C22 120.9(3) . . ? C24 C23 H23A 119.5 . . ? C22 C23 H23A 119.5 . . ? C25 C24 C23 119.4(3) . . ? C25 C24 H24A 120.3 . . ? C23 C24 H24A 120.3 . . ? C24 C25 C26 120.5(3) . . ? C24 C25 H25A 119.8 . . ? C26 C25 H25A 119.8 . . ? C21 C26 C25 120.2(3) . . ? C21 C26 H26A 119.9 . . ? C25 C26 H26A 119.9 . . ? C28 C27 C32 118.3(2) . . ? C28 C27 C10 121.6(2) . . ? C32 C27 C10 120.2(2) . . ? C27 C28 C29 121.8(3) . . ? C27 C28 H28A 119.1 . . ? C29 C28 H28A 119.1 . . ? C28 C29 C30 120.1(3) . . ? C28 C29 H29A 120.0 . . ? C30 C29 H29A 120.0 . . ? C31 C30 C29 118.9(3) . . ? C31 C30 H30A 120.6 . . ? C29 C30 H30A 120.6 . . ? C32 C31 C30 120.8(3) . . ? C32 C31 H31A 119.6 . . ? C30 C31 H31A 119.6 . . ? C31 C32 C27 120.1(3) . . ? C31 C32 H32A 119.9 . . ? C27 C32 H32A 119.9 . . ? C34 C33 C38 118.7(2) . . ? C34 C33 C15 120.2(2) . . ? C38 C33 C15 121.1(2) . . ? C33 C34 C35 120.5(3) . . ? C33 C34 H34A 119.8 . . ? C35 C34 H34A 119.8 . . ? C34 C35 C36 119.7(3) . . ? C34 C35 H35A 120.2 . . ? C36 C35 H35A 120.2 . . ? C37 C36 C35 120.1(3) . . ? C37 C36 H36A 120.0 . . ? C35 C36 H36A 120.0 . . ? C36 C37 C38 120.5(3) . . ? C36 C37 H37A 119.7 . . ? C38 C37 H37A 119.7 . . ? C37 C38 C33 120.4(3) . . ? C37 C38 H38A 119.8 . . ? C33 C38 H38A 119.8 . . ? C40 C39 C44 118.1(2) . . ? C40 C39 C20 121.3(2) . . ? C44 C39 C20 120.6(2) . . ? C41 C40 C39 121.1(3) . . ? C41 C40 H40A 119.4 . . ? C39 C40 H40A 119.4 . . ? C40 C41 C42 120.3(3) . . ? C40 C41 H41A 119.8 . . ? C42 C41 H41A 119.8 . . ? C43 C42 C41 119.3(3) . . ? C43 C42 H42A 120.3 . . ? C41 C42 H42A 120.3 . . ? C42 C43 C44 120.6(3) . . ? C42 C43 H43A 119.7 . . ? C44 C43 H43A 119.7 . . ? C43 C44 C39 120.6(2) . . ? C43 C44 H44A 119.7 . . ? C39 C44 H44A 119.7 . . ? N4 C45 C46 113.0(2) . . ? N4 C45 H45A 109.0 . . ? C46 C45 H45A 109.0 . . ? N4 C45 H45B 109.0 . . ? C46 C45 H45B 109.0 . . ? H45A C45 H45B 107.8 . . ? C45 C46 C47 110.4(2) . . ? C45 C46 H46A 109.6 . . ? C47 C46 H46A 109.6 . . ? C45 C46 H46B 109.6 . . ? C47 C46 H46B 109.6 . . ? H46A C46 H46B 108.1 . . ? O1 C47 C46 107.4(2) . . ? O1 C47 H47A 110.2 . . ? C46 C47 H47A 110.2 . . ? O1 C47 H47B 110.2 . . ? C46 C47 H47B 110.2 . . ? H47A C47 H47B 108.5 . . ? O1 C48 C53 114.8(3) . . ? O1 C48 C49 124.4(3) . . ? C53 C48 C49 120.8(3) . . ? C50 C49 C48 117.8(3) . . ? C50 C49 H49A 121.1 . . ? C48 C49 H49A 121.1 . . ? C51 C50 C49 123.1(3) . . ? C51 C50 H50A 118.5 . . ? C49 C50 H50A 118.5 . . ? C50 C51 C52 118.3(3) . . ? C50 C51 H51A 120.9 . . ? C52 C51 H51A 120.9 . . ? C51 C52 C53 120.6(3) . . ? C51 C52 H52A 119.7 . . ? C53 C52 H52A 119.7 . . ? C48 C53 C52 119.5(3) . . ? C48 C53 H53A 120.3 . . ? C52 C53 H53A 120.3 . . ? _diffrn_measured_fraction_theta_max 0.843 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.680 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.076 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.444 0.535 0.270 196 35 ' ' 2 0.556 0.465 0.730 196 35 ' ' _platon_squeeze_details ; ;