# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Siu Yee New' _publ_contact_author_email andyhor@nus.edu.sg _publ_section_title ; Lipid-Bilayer-Mimicking Solid-State Structures of Cu(II) and Ni(II) with L-Tryptophan and L-Tyrosine Schiff Base Derivatives ; loop_ _publ_author_name A.Hor 'Siu Yee New' # Attachment '- 1.cif' data_8681 _database_code_depnum_ccdc_archive 'CCDC 806397' #TrackingRef '- 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H40 Cu2 N4 O10' _chemical_formula_weight 911.88 _chemical_absolute_configuration syn loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 6.0496(13) _cell_length_b 8.1335(17) _cell_length_c 19.475(4) _cell_angle_alpha 84.322(5) _cell_angle_beta 81.261(4) _cell_angle_gamma 89.672(5) _cell_volume 942.5(3) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.607 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 470 _exptl_absorpt_coefficient_mu 1.198 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6457 _exptl_absorpt_correction_T_max 0.9102 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6668 _diffrn_reflns_av_R_equivalents 0.0273 _diffrn_reflns_av_sigmaI/netI 0.0652 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5244 _reflns_number_gt 4976 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0602P)^2^+1.5347P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.056(19) _refine_ls_number_reflns 5244 _refine_ls_number_parameters 565 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.0549 _refine_ls_R_factor_gt 0.0521 _refine_ls_wR_factor_ref 0.1304 _refine_ls_wR_factor_gt 0.1290 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.163 _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 Cu1 Cu -0.07103(10) 0.52531(7) 0.54048(4) 0.01107(19) Uani 1 1 d . . . Cu2 Cu 0.45367(10) 0.91739(8) 0.40868(4) 0.01174(19) Uani 1 1 d . . . O1 O -0.3378(8) 0.6360(6) 0.5711(2) 0.0141(10) Uani 1 1 d . . . O2 O 0.2296(8) 0.4381(6) 0.5182(2) 0.0155(10) Uani 1 1 d . . . O3 O 0.4855(8) 0.2833(6) 0.5643(3) 0.0191(10) Uani 1 1 d . . . O4 O 0.7100(8) 1.0300(6) 0.3577(2) 0.0159(10) Uani 1 1 d . . . O5 O 0.1912(8) 0.7928(6) 0.4587(2) 0.0175(10) Uani 1 1 d . . . O6 O -0.0751(8) 0.6201(6) 0.4439(2) 0.0156(10) Uani 1 1 d . . . O7 O 0.5806(9) 0.9149(6) 0.4966(3) 0.0180(10) Uani 1 1 d D . . H7WA H 0.688(9) 0.983(7) 0.499(5) 0.027 Uiso 1 1 d D . . H7WB H 0.639(11) 0.823(5) 0.509(4) 0.027 Uiso 1 1 d D . . O8 O 0.2874(8) 1.1730(7) 0.4100(3) 0.0211(11) Uani 1 1 d D . . H8WB H 0.189(8) 1.187(10) 0.385(2) 0.032 Uiso 1 1 d D . . H8WA H 0.381(10) 1.248(8) 0.397(4) 0.032 Uiso 1 1 d D . . N1 N -0.0707(9) 0.4033(7) 0.6293(3) 0.0118(11) Uani 1 1 d U . . N2 N -0.4424(10) -0.0715(8) 0.7394(3) 0.0195(13) Uani 1 1 d D . . H2N H -0.5771 -0.1157 0.7447 0.023 Uiso 1 1 calc RD . . N3 N 0.3357(9) 0.8652(7) 0.3273(3) 0.0127(11) Uani 1 1 d . . . N4 N 0.5202(10) 0.5318(7) 0.1441(3) 0.0173(12) Uani 1 1 d D . . H4N H 0.6411 0.4920 0.1206 0.021 Uiso 1 1 calc RD . . C2 C -0.4633(11) 0.6118(8) 0.6322(3) 0.0132(13) Uani 1 1 d . . . C3 C -0.6775(11) 0.6906(8) 0.6382(3) 0.0117(12) Uani 1 1 d . . . H3 H -0.7210 0.7513 0.5983 0.014 Uiso 1 1 calc R . . C4 C -0.8191(11) 0.6802(8) 0.6996(4) 0.0150(13) Uani 1 1 d . . . H4 H -0.9579 0.7362 0.7020 0.018 Uiso 1 1 calc R . . C10 C -0.7639(12) 0.5865(9) 0.7609(3) 0.0159(13) Uani 1 1 d . . . C5 C -0.9108(11) 0.5851(9) 0.8263(4) 0.0184(14) Uani 1 1 d . . . H5 H -1.0484 0.6426 0.8286 0.022 Uiso 1 1 calc R . . C6 C -0.8534(12) 0.5021(9) 0.8847(3) 0.0190(15) Uani 1 1 d . . . H6 H -0.9489 0.5037 0.9281 0.023 Uiso 1 1 calc R . . C7 C -0.6503(12) 0.4127(9) 0.8809(4) 0.0210(15) Uani 1 1 d . . . H7A H -0.6128 0.3528 0.9219 0.025 Uiso 1 1 calc R . . C8 C -0.5084(12) 0.4114(9) 0.8196(3) 0.0177(14) Uani 1 1 d . . . H8A H -0.3747 0.3491 0.8183 0.021 Uiso 1 1 calc R . . C9 C -0.5569(11) 0.5017(8) 0.7574(3) 0.0137(13) Uani 1 1 d . . . C1 C -0.4084(11) 0.5099(8) 0.6905(3) 0.0114(12) Uani 1 1 d . . . C11 C -0.2068(11) 0.4191(8) 0.6852(3) 0.0122(14) Uani 1 1 d U . . H11 H -0.1692 0.3648 0.7273 0.015 Uiso 1 1 calc R . . C12 C 0.1267(10) 0.2959(8) 0.6320(3) 0.0117(13) Uani 1 1 d . . . H12 H 0.1949 0.3115 0.6746 0.014 Uiso 1 1 calc R . . C13 C 0.2967(11) 0.3399(8) 0.5667(3) 0.0129(13) Uani 1 1 d . . . C14 C 0.0658(12) 0.1106(9) 0.6312(3) 0.0166(14) Uani 1 1 d . . . H14A H 0.0208 0.0953 0.5854 0.020 Uiso 1 1 calc R . . H14B H 0.2015 0.0440 0.6353 0.020 Uiso 1 1 calc R . . C15 C -0.3182(12) -0.0127(8) 0.6771(4) 0.0168(14) Uani 1 1 d . . . H15 H -0.3660 -0.0125 0.6328 0.020 Uiso 1 1 calc R . . C16 C -0.1175(11) 0.0450(8) 0.6876(3) 0.0141(13) Uani 1 1 d . . . C17 C -0.1172(11) 0.0280(8) 0.7618(3) 0.0140(13) Uani 1 1 d . . . C18 C 0.0355(12) 0.0688(8) 0.8054(3) 0.0166(14) Uani 1 1 d . . . H18 H 0.1733 0.1224 0.7861 0.020 Uiso 1 1 calc R . . C19 C -0.0190(13) 0.0291(9) 0.8774(4) 0.0214(15) Uani 1 1 d . . . H19 H 0.0824 0.0566 0.9073 0.026 Uiso 1 1 calc R . . C20 C -0.2213(13) -0.0504(9) 0.9059(4) 0.0227(16) Uani 1 1 d . . . H20 H -0.2534 -0.0781 0.9549 0.027 Uiso 1 1 calc R . . C21 C -0.3755(13) -0.0899(10) 0.8643(4) 0.0232(16) Uani 1 1 d . . . H21 H -0.5136 -0.1425 0.8841 0.028 Uiso 1 1 calc R . . C22 C -0.3216(12) -0.0500(9) 0.7929(4) 0.0192(14) Uani 1 1 d . . . C24 C 0.7382(11) 1.0818(8) 0.2903(3) 0.0143(13) Uani 1 1 d . . . C25 C 0.9334(11) 1.1767(8) 0.2645(4) 0.0157(13) Uani 1 1 d . . . H25 H 1.0318 1.2000 0.2960 0.019 Uiso 1 1 calc R . . C26 C 0.9852(11) 1.2357(8) 0.1962(3) 0.0134(13) Uani 1 1 d . . . H26 H 1.1188 1.2981 0.1805 0.016 Uiso 1 1 calc R . . C32 C 0.8376(11) 1.2036(8) 0.1479(3) 0.0152(13) Uani 1 1 d . . . C27 C 0.8911(12) 1.2682(9) 0.0758(3) 0.0167(14) Uani 1 1 d . . . H27 H 1.0257 1.3294 0.0604 0.020 Uiso 1 1 calc R . . C28 C 0.7502(12) 1.2422(9) 0.0293(3) 0.0176(15) Uani 1 1 d . . . H28 H 0.7858 1.2861 -0.0181 0.021 Uiso 1 1 calc R . . C29 C 0.5512(12) 1.1497(9) 0.0521(3) 0.0177(14) Uani 1 1 d . . . H29 H 0.4529 1.1320 0.0199 0.021 Uiso 1 1 calc R . . C30 C 0.4993(12) 1.0859(9) 0.1197(3) 0.0169(14) Uani 1 1 d . . . H30 H 0.3651 1.0233 0.1338 0.020 Uiso 1 1 calc R . . C31 C 0.6396(11) 1.1101(8) 0.1700(3) 0.0141(14) Uani 1 1 d . . . C23 C 0.5905(11) 1.0449(8) 0.2435(3) 0.0090(13) Uani 1 1 d U . . C33 C 0.3986(11) 0.9390(8) 0.2651(3) 0.0132(12) Uani 1 1 d U . . H33 H 0.3084 0.9211 0.2306 0.016 Uiso 1 1 calc R . . C34 C 0.1338(11) 0.7590(9) 0.3405(3) 0.0139(13) Uani 1 1 d . . . H34 H 0.0072 0.8213 0.3230 0.017 Uiso 1 1 calc R . . C35 C 0.0813(11) 0.7242(8) 0.4205(3) 0.0139(13) Uani 1 1 d . . . C36 C 0.1561(12) 0.5898(9) 0.3097(3) 0.0168(14) Uani 1 1 d . . . H36A H 0.2408 0.5153 0.3393 0.020 Uiso 1 1 calc R . . H36B H 0.0042 0.5417 0.3135 0.020 Uiso 1 1 calc R . . C37 C 0.4635(12) 0.5176(9) 0.2162(4) 0.0197(15) Uani 1 1 d . . . H37 H 0.5521 0.4641 0.2479 0.024 Uiso 1 1 calc R . . C38 C 0.2678(11) 0.5893(8) 0.2349(3) 0.0151(13) Uani 1 1 d . . . C39 C 0.1896(11) 0.6603(8) 0.1723(3) 0.0141(13) Uani 1 1 d . . . C40 C 0.0061(12) 0.7476(9) 0.1568(3) 0.0164(14) Uani 1 1 d . . . H40 H -0.1073 0.7744 0.1933 0.020 Uiso 1 1 calc R . . C41 C -0.0138(13) 0.7968(10) 0.0876(4) 0.0221(16) Uani 1 1 d . . . H41 H -0.1398 0.8594 0.0773 0.026 Uiso 1 1 calc R . . C42 C 0.1491(13) 0.7557(9) 0.0325(4) 0.0223(16) Uani 1 1 d . . . H42 H 0.1310 0.7885 -0.0145 0.027 Uiso 1 1 calc R . . C43 C 0.3351(12) 0.6676(9) 0.0469(4) 0.0201(15) Uani 1 1 d . . . H43 H 0.4478 0.6410 0.0102 0.024 Uiso 1 1 calc R . . C44 C 0.3543(11) 0.6188(9) 0.1158(4) 0.0172(14) Uani 1 1 d . . . O1W O 0.5501(9) 0.4759(7) 0.4012(3) 0.0239(12) Uani 1 1 d D . . H1WA H 0.674(7) 0.519(11) 0.406(5) 0.036 Uiso 1 1 d D . . H1WB H 0.459(10) 0.516(11) 0.432(4) 0.036 Uiso 1 1 d D . . O2W O 0.8340(9) 0.1932(7) 0.4715(3) 0.0218(11) Uani 1 1 d D . . H2WB H 0.965(5) 0.205(10) 0.479(5) 0.033 Uiso 1 1 d D . . H2WA H 0.766(11) 0.274(7) 0.488(5) 0.033 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0149(4) 0.0129(4) 0.0042(4) 0.0010(3) 0.0012(3) 0.0015(3) Cu2 0.0174(4) 0.0127(4) 0.0047(4) 0.0015(3) -0.0016(3) -0.0002(3) O1 0.017(2) 0.015(2) 0.008(2) -0.0001(17) 0.0023(17) 0.0025(19) O2 0.014(2) 0.021(3) 0.011(2) -0.0003(18) -0.0002(18) 0.0023(19) O3 0.018(2) 0.021(3) 0.017(2) -0.0003(19) 0.0008(19) 0.001(2) O4 0.019(2) 0.019(3) 0.010(2) 0.0005(18) -0.0035(19) -0.002(2) O5 0.023(3) 0.022(3) 0.008(2) -0.0055(18) -0.0016(19) 0.000(2) O6 0.022(3) 0.016(2) 0.007(2) 0.0011(17) 0.0017(18) -0.002(2) O7 0.024(3) 0.018(3) 0.013(2) 0.0020(19) -0.007(2) 0.001(2) O8 0.017(2) 0.021(3) 0.025(3) -0.003(2) -0.003(2) 0.001(2) N1 0.016(2) 0.010(2) 0.011(2) -0.0001(18) -0.0048(19) 0.001(2) N2 0.024(3) 0.020(3) 0.015(3) 0.004(2) -0.007(2) -0.003(2) N3 0.017(3) 0.016(3) 0.005(2) -0.001(2) 0.000(2) 0.002(2) N4 0.019(3) 0.021(3) 0.010(3) -0.002(2) 0.001(2) 0.007(2) C2 0.017(3) 0.014(3) 0.008(3) 0.000(2) 0.000(2) -0.008(3) C3 0.019(3) 0.006(3) 0.012(3) -0.003(2) -0.007(3) 0.002(2) C4 0.012(3) 0.013(3) 0.022(3) -0.006(3) -0.005(3) 0.005(3) C10 0.018(3) 0.019(3) 0.009(3) -0.004(2) 0.005(2) -0.001(3) C5 0.017(3) 0.021(4) 0.017(3) -0.006(3) 0.003(3) 0.004(3) C6 0.027(4) 0.023(4) 0.005(3) 0.000(2) 0.003(3) -0.005(3) C7 0.022(4) 0.021(4) 0.018(3) 0.004(3) -0.004(3) 0.000(3) C8 0.026(4) 0.017(3) 0.009(3) -0.003(2) 0.002(3) 0.001(3) C9 0.016(3) 0.009(3) 0.016(3) 0.001(2) -0.001(2) -0.001(2) C1 0.017(3) 0.010(3) 0.008(3) -0.002(2) -0.002(2) 0.000(2) C11 0.018(3) 0.011(3) 0.008(3) 0.003(2) -0.002(2) 0.001(2) C12 0.009(3) 0.022(3) 0.004(3) -0.001(2) -0.002(2) 0.005(3) C13 0.014(3) 0.015(3) 0.010(3) -0.004(2) -0.002(2) 0.003(3) C14 0.020(3) 0.021(4) 0.009(3) -0.002(2) -0.001(3) 0.004(3) C15 0.023(4) 0.013(3) 0.014(3) 0.004(2) -0.004(3) -0.001(3) C16 0.019(3) 0.014(3) 0.010(3) 0.000(2) -0.007(2) 0.007(3) C17 0.016(3) 0.012(3) 0.012(3) 0.001(2) 0.001(2) 0.005(3) C18 0.023(3) 0.013(3) 0.013(3) 0.000(2) -0.001(3) 0.002(3) C19 0.029(4) 0.023(4) 0.014(3) -0.003(3) -0.009(3) 0.008(3) C20 0.032(4) 0.020(4) 0.015(3) 0.002(3) 0.000(3) 0.007(3) C21 0.027(4) 0.020(4) 0.018(4) 0.000(3) 0.007(3) 0.002(3) C22 0.024(4) 0.016(3) 0.018(3) -0.002(3) -0.003(3) -0.001(3) C24 0.013(3) 0.014(3) 0.015(3) 0.001(2) 0.000(2) 0.004(2) C25 0.015(3) 0.015(3) 0.017(3) -0.003(2) -0.002(3) 0.008(3) C26 0.010(3) 0.013(3) 0.014(3) -0.001(2) 0.006(2) 0.002(2) C32 0.021(3) 0.010(3) 0.013(3) 0.001(2) 0.004(3) 0.006(3) C27 0.020(3) 0.017(3) 0.011(3) -0.001(2) 0.007(3) 0.003(3) C28 0.026(4) 0.015(3) 0.009(3) 0.002(2) 0.003(3) 0.003(3) C29 0.026(4) 0.025(4) 0.003(3) -0.004(2) -0.001(2) -0.001(3) C30 0.017(3) 0.015(3) 0.018(3) -0.002(3) -0.001(3) 0.002(3) C31 0.021(3) 0.012(3) 0.008(3) -0.002(2) 0.001(2) 0.006(3) C23 0.0098(19) 0.011(2) 0.006(2) 0.0017(16) -0.0003(16) 0.0007(16) C33 0.015(2) 0.014(2) 0.0116(19) -0.0018(16) -0.0021(16) 0.0011(16) C34 0.013(3) 0.020(4) 0.008(3) -0.002(2) 0.001(2) 0.003(3) C35 0.012(3) 0.016(3) 0.010(3) 0.003(2) 0.005(2) 0.004(2) C36 0.023(4) 0.017(3) 0.009(3) 0.001(2) -0.001(3) -0.002(3) C37 0.028(4) 0.018(4) 0.014(3) -0.002(3) -0.006(3) 0.001(3) C38 0.018(3) 0.016(3) 0.011(3) -0.004(2) -0.001(2) -0.002(3) C39 0.020(3) 0.014(3) 0.009(3) -0.004(2) -0.001(2) -0.001(3) C40 0.022(3) 0.018(3) 0.010(3) -0.005(2) -0.002(3) 0.003(3) C41 0.024(4) 0.023(4) 0.020(4) -0.001(3) -0.006(3) 0.010(3) C42 0.036(4) 0.022(4) 0.009(3) 0.000(3) -0.004(3) 0.005(3) C43 0.028(4) 0.015(3) 0.014(3) -0.005(3) 0.007(3) 0.004(3) C44 0.018(3) 0.016(3) 0.016(3) -0.007(3) 0.005(3) 0.001(3) O1W 0.020(3) 0.038(3) 0.012(2) -0.004(2) 0.003(2) -0.005(2) O2W 0.019(2) 0.025(3) 0.020(3) -0.001(2) -0.001(2) 0.001(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 Cu1 O1 1.889(5) . ? Cu1 N1 1.908(5) . ? Cu1 O2 1.951(5) . ? Cu1 O6 1.965(5) . ? Cu2 O4 1.897(5) . ? Cu2 N3 1.919(6) . ? Cu2 O5 1.962(5) . ? Cu2 O7 1.979(5) . ? Cu2 O8 2.305(5) . ? O1 C2 1.310(7) . ? O2 C13 1.288(8) . ? O3 C13 1.225(8) . ? O4 C24 1.324(8) . ? O5 C35 1.242(9) . ? O6 C35 1.273(8) . ? N1 C11 1.278(8) . ? N1 C12 1.480(8) . ? N2 C15 1.372(9) . ? N2 C22 1.385(10) . ? N3 C33 1.300(8) . ? N3 C34 1.476(9) . ? N4 C44 1.376(9) . ? N4 C37 1.387(9) . ? C2 C1 1.418(9) . ? C2 C3 1.436(9) . ? C3 C4 1.356(9) . ? C4 C10 1.434(9) . ? C10 C9 1.422(9) . ? C10 C5 1.438(9) . ? C5 C6 1.354(10) . ? C6 C7 1.420(10) . ? C7 C8 1.362(9) . ? C8 C9 1.422(9) . ? C9 C1 1.462(9) . ? C1 C11 1.418(9) . ? C12 C13 1.523(8) . ? C12 C14 1.556(10) . ? C14 C16 1.497(9) . ? C15 C16 1.355(10) . ? C16 C17 1.439(9) . ? C17 C18 1.407(10) . ? C17 C22 1.415(10) . ? C18 C19 1.396(9) . ? C19 C20 1.398(11) . ? C20 C21 1.382(12) . ? C21 C22 1.386(10) . ? C24 C25 1.412(10) . ? C24 C23 1.423(10) . ? C25 C26 1.359(9) . ? C26 C32 1.434(10) . ? C32 C31 1.410(10) . ? C32 C27 1.439(9) . ? C27 C28 1.366(11) . ? C28 C29 1.412(10) . ? C29 C30 1.357(9) . ? C30 C31 1.417(10) . ? C31 C23 1.463(9) . ? C23 C33 1.435(9) . ? C34 C35 1.541(9) . ? C34 C36 1.552(10) . ? C36 C38 1.510(9) . ? C37 C38 1.333(10) . ? C38 C39 1.440(9) . ? C39 C40 1.371(10) . ? C39 C44 1.433(9) . ? C40 C41 1.390(10) . ? C41 C42 1.408(10) . ? C42 C43 1.380(11) . ? C43 C44 1.384(10) . ? 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 O1 Cu1 N1 92.9(2) . . ? O1 Cu1 O2 169.7(2) . . ? N1 Cu1 O2 84.7(2) . . ? O1 Cu1 O6 90.9(2) . . ? N1 Cu1 O6 171.8(2) . . ? O2 Cu1 O6 92.8(2) . . ? O4 Cu2 N3 94.7(2) . . ? O4 Cu2 O5 177.4(2) . . ? N3 Cu2 O5 83.6(2) . . ? O4 Cu2 O7 91.2(2) . . ? N3 Cu2 O7 166.7(2) . . ? O5 Cu2 O7 90.1(2) . . ? O4 Cu2 O8 86.2(2) . . ? N3 Cu2 O8 93.9(2) . . ? O5 Cu2 O8 95.8(2) . . ? O7 Cu2 O8 98.4(2) . . ? C2 O1 Cu1 127.0(4) . . ? C13 O2 Cu1 115.6(4) . . ? C24 O4 Cu2 125.7(4) . . ? C35 O5 Cu2 114.4(4) . . ? C35 O6 Cu1 114.3(4) . . ? C11 N1 C12 119.7(5) . . ? C11 N1 Cu1 126.7(5) . . ? C12 N1 Cu1 113.2(4) . . ? C15 N2 C22 109.0(6) . . ? C33 N3 C34 119.4(6) . . ? C33 N3 Cu2 123.8(5) . . ? C34 N3 Cu2 115.7(4) . . ? C44 N4 C37 108.1(5) . . ? O1 C2 C1 125.4(6) . . ? O1 C2 C3 115.9(6) . . ? C1 C2 C3 118.7(6) . . ? C4 C3 C2 121.5(6) . . ? C3 C4 C10 121.4(6) . . ? C9 C10 C4 119.5(6) . . ? C9 C10 C5 120.1(6) . . ? C4 C10 C5 120.4(6) . . ? C6 C5 C10 120.2(6) . . ? C5 C6 C7 119.9(6) . . ? C8 C7 C6 121.2(6) . . ? C7 C8 C9 121.1(6) . . ? C8 C9 C10 117.5(6) . . ? C8 C9 C1 123.8(6) . . ? C10 C9 C1 118.6(6) . . ? C2 C1 C11 120.6(6) . . ? C2 C1 C9 120.0(6) . . ? C11 C1 C9 119.4(5) . . ? N1 C11 C1 126.3(6) . . ? N1 C12 C13 109.0(5) . . ? N1 C12 C14 111.8(5) . . ? C13 C12 C14 105.9(5) . . ? O3 C13 O2 124.8(6) . . ? O3 C13 C12 118.8(6) . . ? O2 C13 C12 116.4(5) . . ? C16 C14 C12 115.0(5) . . ? C16 C15 N2 110.3(6) . . ? C15 C16 C17 106.8(6) . . ? C15 C16 C14 125.2(6) . . ? C17 C16 C14 128.0(6) . . ? C18 C17 C22 118.6(6) . . ? C18 C17 C16 134.5(6) . . ? C22 C17 C16 106.9(6) . . ? C19 C18 C17 118.9(7) . . ? C18 C19 C20 120.7(7) . . ? C21 C20 C19 121.6(7) . . ? C20 C21 C22 117.7(7) . . ? N2 C22 C21 130.5(7) . . ? N2 C22 C17 106.9(6) . . ? C21 C22 C17 122.6(7) . . ? O4 C24 C25 116.0(6) . . ? O4 C24 C23 124.6(6) . . ? C25 C24 C23 119.4(6) . . ? C26 C25 C24 122.3(7) . . ? C25 C26 C32 119.8(6) . . ? C31 C32 C26 121.0(6) . . ? C31 C32 C27 119.2(7) . . ? C26 C32 C27 119.7(6) . . ? C28 C27 C32 120.6(7) . . ? C27 C28 C29 119.7(6) . . ? C30 C29 C28 120.6(7) . . ? C29 C30 C31 121.8(7) . . ? C32 C31 C30 118.1(6) . . ? C32 C31 C23 118.0(6) . . ? C30 C31 C23 124.0(6) . . ? C24 C23 C33 122.2(6) . . ? C24 C23 C31 119.5(6) . . ? C33 C23 C31 118.3(6) . . ? N3 C33 C23 126.5(6) . . ? N3 C34 C35 105.2(6) . . ? N3 C34 C36 116.2(5) . . ? C35 C34 C36 107.5(5) . . ? O5 C35 O6 123.3(6) . . ? O5 C35 C34 120.6(6) . . ? O6 C35 C34 116.1(6) . . ? C38 C36 C34 117.2(5) . . ? C38 C37 N4 110.7(6) . . ? C37 C38 C39 108.0(6) . . ? C37 C38 C36 123.6(6) . . ? C39 C38 C36 128.5(6) . . ? C40 C39 C44 118.4(6) . . ? C40 C39 C38 136.1(6) . . ? C44 C39 C38 105.5(6) . . ? C39 C40 C41 119.8(6) . . ? C40 C41 C42 121.3(7) . . ? C43 C42 C41 119.8(6) . . ? C42 C43 C44 118.7(6) . . ? N4 C44 C43 130.3(6) . . ? N4 C44 C39 107.7(6) . . ? C43 C44 C39 121.9(6) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2W H2WA O3 0.84(2) 2.09(7) 2.709(7) 131(8) . O2W H2WB O8 0.84(2) 2.22(6) 2.832(7) 130(7) 1_645 O1W H1WB O2 0.84(2) 2.06(6) 2.751(7) 140(8) . O1W H1WA O6 0.84(2) 2.01(3) 2.829(8) 164(8) 1_655 O8 H8WA O1W 0.83(2) 2.14(4) 2.917(8) 156(9) 1_565 O7 H7WB O6 0.85(2) 2.65(7) 3.305(7) 134(7) 1_655 O7 H7WB O1 0.85(2) 1.87(4) 2.654(7) 153(8) 1_655 O7 H7WA O2W 0.86(2) 1.92(4) 2.703(8) 150(7) 1_565 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.779 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.119 # Attachment '- 2.cif' data_9299 _database_code_depnum_ccdc_archive 'CCDC 806400' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H26 N2 Ni O7' _chemical_formula_weight 501.17 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 Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.0688(11) _cell_length_b 7.4648(12) _cell_length_c 21.049(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.734(4) _cell_angle_gamma 90.00 _cell_volume 1103.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 2504 _cell_measurement_theta_min 2.90 _cell_measurement_theta_max 27.11 _exptl_crystal_description 'Thin Plate' _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.509 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 0.928 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9129 _exptl_absorpt_correction_T_max 0.9638 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7679 _diffrn_reflns_av_R_equivalents 0.0436 _diffrn_reflns_av_sigmaI/netI 0.0789 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3743 _reflns_number_gt 3334 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0494P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.007(16) _refine_ls_number_reflns 3743 _refine_ls_number_parameters 323 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0558 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_ref 0.1039 _refine_ls_wR_factor_gt 0.0992 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.057 _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 Ni1 Ni 0.35948(6) 0.29965(6) 0.099446(19) 0.01373(12) Uani 1 1 d . . . O2 O 0.5593(4) 0.1656(4) 0.05252(12) 0.0187(6) Uani 1 1 d . . . O3 O 0.8665(4) 0.0987(4) 0.06205(13) 0.0228(7) Uani 1 1 d . . . O1 O 0.1919(4) 0.4303(4) 0.15265(12) 0.0187(6) Uani 1 1 d . . . N1 N 0.5628(4) 0.2752(5) 0.17199(13) 0.0141(6) Uani 1 1 d . . . N2 N 0.6147(6) -0.0590(7) 0.3501(2) 0.0406(10) Uani 1 1 d D . . H2N H 0.532(6) -0.113(7) 0.373(2) 0.049 Uiso 1 1 d D . . C2 C 0.2323(5) 0.4788(5) 0.21204(18) 0.0186(8) Uani 1 1 d . . . C3 C 0.0904(6) 0.5770(5) 0.24047(19) 0.0227(8) Uani 1 1 d . . . H3 H -0.0241 0.6050 0.2150 0.027 Uiso 1 1 calc R . . C4 C 0.1125(6) 0.6316(5) 0.3020(2) 0.0270(9) Uani 1 1 d . . . H4 H 0.0140 0.6956 0.3182 0.032 Uiso 1 1 calc R . . C10 C 0.2829(6) 0.5936(5) 0.34278(19) 0.0245(9) Uani 1 1 d . . . C5 C 0.3047(7) 0.6486(6) 0.4078(2) 0.0339(11) Uani 1 1 d . . . H5 H 0.2074 0.7146 0.4238 0.041 Uiso 1 1 calc R . . C6 C 0.4658(8) 0.6063(7) 0.4473(2) 0.0421(13) Uani 1 1 d . . . H6 H 0.4800 0.6433 0.4903 0.051 Uiso 1 1 calc R . . C7 C 0.6077(8) 0.5086(7) 0.4235(2) 0.0381(12) Uani 1 1 d . . . H7 H 0.7163 0.4761 0.4512 0.046 Uiso 1 1 calc R . . C8 C 0.5946(7) 0.4578(6) 0.36046(19) 0.0297(10) Uani 1 1 d . . . H8 H 0.6955 0.3945 0.3456 0.036 Uiso 1 1 calc R . . C9 C 0.4304(6) 0.4995(5) 0.31749(18) 0.0206(8) Uani 1 1 d . . . C1 C 0.4067(5) 0.4433(5) 0.25045(17) 0.0169(7) Uani 1 1 d . . . C11 C 0.5635(5) 0.3521(5) 0.22677(17) 0.0165(8) Uani 1 1 d . . . H11 H 0.6785 0.3483 0.2541 0.020 Uiso 1 1 calc R . . C12 C 0.7341(5) 0.1817(5) 0.15702(17) 0.0161(7) Uani 1 1 d . . . H12 H 0.8482 0.2547 0.1712 0.019 Uiso 1 1 calc R . . C13 C 0.7195(5) 0.1515(5) 0.08494(17) 0.0156(7) Uani 1 1 d . . . C14 C 0.7548(6) -0.0078(6) 0.18836(18) 0.0246(9) Uani 1 1 d . . . H14A H 0.6568 -0.0863 0.1665 0.030 Uiso 1 1 calc R . . H14B H 0.8791 -0.0571 0.1812 0.030 Uiso 1 1 calc R . . C15 C 0.5829(7) -0.0739(7) 0.2847(2) 0.0338(10) Uani 1 1 d . . . H15 H 0.4711 -0.1190 0.2616 0.041 Uiso 1 1 calc R . . C16 C 0.7387(6) -0.0130(5) 0.25820(19) 0.0221(8) Uani 1 1 d . . . C17 C 0.8727(6) 0.0428(5) 0.30971(19) 0.0229(9) Uani 1 1 d . . . C18 C 1.0566(7) 0.1165(6) 0.3142(2) 0.0348(11) Uani 1 1 d . . . H18 H 1.1158 0.1369 0.2772 0.042 Uiso 1 1 calc R . . C19 C 1.1482(9) 0.1580(8) 0.3730(3) 0.0527(15) Uani 1 1 d . . . H19 H 1.2711 0.2078 0.3760 0.063 Uiso 1 1 calc R . . C20 C 1.0637(10) 0.1280(7) 0.4291(3) 0.0531(16) Uani 1 1 d . . . H20 H 1.1296 0.1613 0.4687 0.064 Uiso 1 1 calc R . . C21 C 0.8877(9) 0.0517(8) 0.4273(2) 0.0464(14) Uani 1 1 d . . . H21 H 0.8328 0.0273 0.4649 0.056 Uiso 1 1 calc R . . C22 C 0.7931(7) 0.0115(6) 0.3670(2) 0.0320(10) Uani 1 1 d . . . O1S O 0.2191(4) 0.0630(4) 0.12136(13) 0.0203(6) Uani 1 1 d D . . H1S H 0.100(3) 0.077(7) 0.114(2) 0.030 Uiso 1 1 d D . . C1S C 0.2623(7) -0.1130(6) 0.0998(3) 0.0393(12) Uani 1 1 d . . . H1S1 H 0.2749 -0.1094 0.0544 0.059 Uiso 1 1 calc R . . H1S2 H 0.1603 -0.1945 0.1073 0.059 Uiso 1 1 calc R . . H1S3 H 0.3807 -0.1542 0.1231 0.059 Uiso 1 1 calc R . . O1W O 0.1573(4) 0.3153(5) 0.01791(12) 0.0198(6) Uani 1 1 d D . . H1WA H 0.063(4) 0.267(6) 0.031(2) 0.030 Uiso 1 1 d D . . H1WB H 0.148(7) 0.408(4) -0.0051(18) 0.030 Uiso 1 1 d D . . O2W O 0.4792(4) 0.5402(4) 0.07184(13) 0.0215(6) Uani 1 1 d D . . H2WA H 0.594(3) 0.555(7) 0.086(2) 0.032 Uiso 1 1 d D . . H2WB H 0.459(7) 0.566(7) 0.0320(11) 0.032 Uiso 1 1 d D . . O3W O 0.8660(5) 0.5358(5) 0.07962(19) 0.0422(9) Uani 1 1 d D . . H3WA H 0.889(8) 0.614(7) 0.052(2) 0.063 Uiso 1 1 d D . . H3WB H 0.958(6) 0.505(9) 0.107(2) 0.063 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0104(2) 0.0164(2) 0.0143(2) -0.0001(2) 0.00103(14) 0.0022(2) O2 0.0117(13) 0.0277(14) 0.0161(13) -0.0034(11) -0.0006(11) 0.0024(12) O3 0.0171(15) 0.0296(16) 0.0220(14) -0.0086(12) 0.0040(12) 0.0033(12) O1 0.0163(13) 0.0229(14) 0.0167(13) -0.0025(11) 0.0014(11) 0.0036(11) N1 0.0167(14) 0.0101(17) 0.0154(12) -0.0037(13) 0.0019(11) 0.0024(14) N2 0.033(2) 0.053(3) 0.039(2) 0.014(2) 0.0179(19) -0.002(2) C2 0.021(2) 0.0140(17) 0.0221(18) 0.0046(15) 0.0078(16) 0.0038(15) C3 0.020(2) 0.023(2) 0.0261(19) 0.0031(16) 0.0068(17) 0.0082(16) C4 0.029(2) 0.022(2) 0.034(2) 0.0007(17) 0.0155(19) 0.0093(18) C10 0.031(2) 0.0215(19) 0.0234(19) -0.0023(16) 0.0131(18) -0.0011(17) C5 0.040(3) 0.034(2) 0.030(2) -0.008(2) 0.017(2) -0.002(2) C6 0.064(4) 0.042(3) 0.022(2) -0.014(2) 0.011(2) -0.006(3) C7 0.048(3) 0.042(3) 0.023(2) -0.005(2) 0.001(2) 0.004(2) C8 0.034(2) 0.032(2) 0.023(2) -0.0051(18) 0.0031(19) 0.0032(19) C9 0.024(2) 0.0178(18) 0.0212(19) -0.0032(14) 0.0070(16) 0.0001(16) C1 0.0178(19) 0.0153(17) 0.0180(17) -0.0009(14) 0.0035(15) 0.0019(14) C11 0.0153(18) 0.0183(17) 0.0156(17) 0.0001(13) 0.0005(15) 0.0012(13) C12 0.0128(18) 0.0195(17) 0.0157(17) 0.0002(14) 0.0006(14) 0.0027(15) C13 0.0146(18) 0.0136(17) 0.0187(18) -0.0028(14) 0.0023(15) -0.0007(14) C14 0.026(2) 0.023(2) 0.024(2) 0.0014(16) 0.0037(18) 0.0089(17) C15 0.025(2) 0.036(2) 0.040(3) 0.006(2) 0.005(2) -0.004(2) C16 0.021(2) 0.0174(18) 0.028(2) 0.0055(16) 0.0033(17) 0.0022(15) C17 0.024(2) 0.0171(18) 0.027(2) 0.0089(16) 0.0032(18) 0.0071(16) C18 0.028(2) 0.033(2) 0.043(3) 0.018(2) 0.000(2) 0.0011(19) C19 0.053(4) 0.043(3) 0.057(4) 0.015(3) -0.017(3) -0.007(3) C20 0.077(4) 0.039(3) 0.036(3) 0.002(2) -0.026(3) 0.008(3) C21 0.069(4) 0.043(3) 0.027(2) 0.005(2) 0.006(3) 0.013(3) C22 0.039(3) 0.027(2) 0.030(2) 0.0058(18) 0.006(2) 0.009(2) O1S 0.0131(14) 0.0180(14) 0.0294(15) 0.0031(12) 0.0014(12) -0.0010(11) C1S 0.027(2) 0.021(2) 0.068(3) -0.004(2) 0.000(2) 0.000(2) O1W 0.0167(12) 0.0231(16) 0.0198(12) 0.0070(13) 0.0029(10) -0.0011(14) O2W 0.0181(14) 0.0263(15) 0.0197(13) 0.0043(12) 0.0006(12) -0.0021(13) O3W 0.0241(19) 0.045(2) 0.056(2) 0.0252(19) -0.0027(17) 0.0000(17) _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 Ni1 N1 1.979(3) . ? Ni1 O1 1.980(3) . ? Ni1 O2 2.074(3) . ? Ni1 O2W 2.096(3) . ? Ni1 O1S 2.104(3) . ? Ni1 O1W 2.104(2) . ? O2 C13 1.256(4) . ? O3 C13 1.259(5) . ? O1 C2 1.301(5) . ? N1 C11 1.288(5) . ? N1 C12 1.463(5) . ? N2 C15 1.373(6) . ? N2 C22 1.374(7) . ? C2 C1 1.418(5) . ? C2 C3 1.429(5) . ? C3 C4 1.349(6) . ? C4 C10 1.423(6) . ? C10 C9 1.412(6) . ? C10 C5 1.420(6) . ? C5 C6 1.366(7) . ? C6 C7 1.381(7) . ? C7 C8 1.373(6) . ? C8 C9 1.420(6) . ? C9 C1 1.463(5) . ? C1 C11 1.439(5) . ? C12 C13 1.525(5) . ? C12 C14 1.561(5) . ? C14 C16 1.488(6) . ? C15 C16 1.369(6) . ? C16 C17 1.416(6) . ? C17 C18 1.405(6) . ? C17 C22 1.408(6) . ? C18 C19 1.363(7) . ? C19 C20 1.402(9) . ? C20 C21 1.365(9) . ? C21 C22 1.396(7) . ? O1S C1S 1.435(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 O1 92.16(11) . . ? N1 Ni1 O2 81.33(11) . . ? O1 Ni1 O2 173.41(10) . . ? N1 Ni1 O2W 90.73(12) . . ? O1 Ni1 O2W 91.30(12) . . ? O2 Ni1 O2W 87.80(12) . . ? N1 Ni1 O1S 94.13(12) . . ? O1 Ni1 O1S 87.74(12) . . ? O2 Ni1 O1S 93.70(11) . . ? O2W Ni1 O1S 175.08(11) . . ? N1 Ni1 O1W 175.56(13) . . ? O1 Ni1 O1W 92.28(11) . . ? O2 Ni1 O1W 94.24(10) . . ? O2W Ni1 O1W 89.08(12) . . ? O1S Ni1 O1W 86.14(12) . . ? C13 O2 Ni1 113.7(2) . . ? C2 O1 Ni1 127.0(2) . . ? C11 N1 C12 119.3(3) . . ? C11 N1 Ni1 125.2(3) . . ? C12 N1 Ni1 115.0(2) . . ? C15 N2 C22 109.2(4) . . ? O1 C2 C1 125.1(3) . . ? O1 C2 C3 117.3(3) . . ? C1 C2 C3 117.6(3) . . ? C4 C3 C2 123.3(4) . . ? C3 C4 C10 120.9(4) . . ? C9 C10 C5 120.4(4) . . ? C9 C10 C4 118.8(4) . . ? C5 C10 C4 120.8(4) . . ? C6 C5 C10 120.6(4) . . ? C5 C6 C7 119.3(4) . . ? C8 C7 C6 121.8(5) . . ? C7 C8 C9 120.8(4) . . ? C10 C9 C8 117.0(4) . . ? C10 C9 C1 120.0(4) . . ? C8 C9 C1 123.0(4) . . ? C2 C1 C11 123.0(3) . . ? C2 C1 C9 119.4(3) . . ? C11 C1 C9 117.6(3) . . ? N1 C11 C1 126.8(3) . . ? N1 C12 C13 108.9(3) . . ? N1 C12 C14 112.4(3) . . ? C13 C12 C14 106.2(3) . . ? O2 C13 O3 123.4(3) . . ? O2 C13 C12 118.7(3) . . ? O3 C13 C12 117.7(3) . . ? C16 C14 C12 115.3(3) . . ? C16 C15 N2 109.7(4) . . ? C15 C16 C17 106.5(4) . . ? C15 C16 C14 124.7(4) . . ? C17 C16 C14 128.8(4) . . ? C18 C17 C22 117.8(4) . . ? C18 C17 C16 134.3(4) . . ? C22 C17 C16 108.0(4) . . ? C19 C18 C17 119.2(5) . . ? C18 C19 C20 121.6(5) . . ? C21 C20 C19 121.4(5) . . ? C20 C21 C22 116.9(5) . . ? N2 C22 C21 130.2(5) . . ? N2 C22 C17 106.8(4) . . ? C21 C22 C17 123.1(5) . . ? C1S O1S Ni1 125.2(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1WB O2 0.840(19) 3.08(4) 3.707(4) 133(4) 2_655 O2W H2WA O3W 0.839(19) 1.95(3) 2.720(5) 153(5) . O3W H3WA O1W 0.85(2) 2.10(3) 2.918(5) 160(6) 2_655 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.711 _refine_diff_density_min -0.444 _refine_diff_density_rms 0.088 # Attachment '- 3.cif' data_9505 _database_code_depnum_ccdc_archive 'CCDC 806401' #TrackingRef '- 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H26 N Ni O8.50' _chemical_formula_weight 487.14 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 Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.9571(5) _cell_length_b 7.5601(5) _cell_length_c 41.523(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.3490(10) _cell_angle_gamma 90.00 _cell_volume 2180.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6572 _cell_measurement_theta_min 2.74 _cell_measurement_theta_max 27.47 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 0.940 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7049 _exptl_absorpt_correction_T_max 0.9119 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15550 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -51 _diffrn_reflns_limit_l_max 53 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7321 _reflns_number_gt 6855 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0327P)^2^+1.9100P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.035(12) _refine_ls_number_reflns 7321 _refine_ls_number_parameters 620 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.0971 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.118 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.15938(6) 0.55982(5) 0.950574(10) 0.01226(12) Uani 1 1 d . . . Ni2 Ni 0.33914(6) 0.71848(6) 0.550544(10) 0.01484(13) Uani 1 1 d . . . O1 O 0.3445(3) 0.6965(4) 0.92549(6) 0.0164(5) Uani 1 1 d . . . O2 O -0.0525(3) 0.4192(4) 0.97127(5) 0.0155(5) Uani 1 1 d . . . O3 O -0.3457(4) 0.3100(4) 0.96222(6) 0.0193(6) Uani 1 1 d . . . O4 O -0.3750(4) 0.5262(5) 0.76596(6) 0.0373(8) Uani 1 1 d . . . H4 H -0.4823 0.5767 0.7634 0.056 Uiso 1 1 calc R . . O5 O 0.1615(3) 0.8497(4) 0.57794(6) 0.0184(6) Uani 1 1 d . . . O6 O 0.5447(3) 0.5843(4) 0.52644(5) 0.0172(5) Uani 1 1 d . . . O7 O 0.8528(4) 0.5075(4) 0.53073(6) 0.0210(6) Uani 1 1 d . . . O8 O 0.9321(4) 0.5832(6) 0.72962(6) 0.0392(9) Uani 1 1 d . . . H8 H 0.8349 0.5733 0.7406 0.059 Uiso 1 1 calc R . . N1 N -0.0327(4) 0.5589(5) 0.91316(7) 0.0121(6) Uani 1 1 d . . . N2 N 0.5395(4) 0.7046(5) 0.58641(7) 0.0166(7) Uani 1 1 d . . . C2 C 0.3105(5) 0.7707(5) 0.89739(8) 0.0154(7) Uani 1 1 d . . . C3 C 0.4648(5) 0.8725(5) 0.88506(9) 0.0193(8) Uani 1 1 d . . . H3 H 0.5827 0.8824 0.8977 0.023 Uiso 1 1 calc R . . C4 C 0.4473(5) 0.9548(6) 0.85601(9) 0.0221(8) Uani 1 1 d . . . H4A H 0.5531 1.0200 0.8487 0.027 Uiso 1 1 calc R . . C10 C 0.2749(6) 0.9454(5) 0.83634(8) 0.0201(8) Uani 1 1 d . . . C5 C 0.2585(6) 1.0329(6) 0.80601(9) 0.0270(9) Uani 1 1 d . . . H5 H 0.3640 1.1007 0.7993 0.032 Uiso 1 1 calc R . . C6 C 0.0960(6) 1.0221(6) 0.78633(9) 0.0302(10) Uani 1 1 d . . . H6 H 0.0882 1.0799 0.7660 0.036 Uiso 1 1 calc R . . C7 C -0.0608(6) 0.9234(6) 0.79666(9) 0.0258(9) Uani 1 1 d . . . H7 H -0.1753 0.9150 0.7831 0.031 Uiso 1 1 calc R . . C8 C -0.0506(6) 0.8392(6) 0.82604(9) 0.0228(8) Uani 1 1 d . . . H8A H -0.1588 0.7736 0.8323 0.027 Uiso 1 1 calc R . . C9 C 0.1156(5) 0.8469(5) 0.84726(8) 0.0177(7) Uani 1 1 d . . . C1 C 0.1344(5) 0.7597(5) 0.87832(8) 0.0149(7) Uani 1 1 d . . . C11 C -0.0292(5) 0.6589(5) 0.88836(8) 0.0145(7) Uani 1 1 d . . . H11 H -0.1451 0.6682 0.8752 0.017 Uiso 1 1 calc R . . C12 C -0.2096(5) 0.4582(5) 0.91813(8) 0.0146(7) Uani 1 1 d . . . H12 H -0.3233 0.5380 0.9144 0.017 Uiso 1 1 calc R . . C13 C -0.2017(5) 0.3915(5) 0.95330(8) 0.0148(7) Uani 1 1 d . . . C14 C -0.2336(5) 0.2964(5) 0.89524(8) 0.0187(7) Uani 1 1 d . . . H14A H -0.1142 0.2250 0.8968 0.022 Uiso 1 1 calc R . . H14B H -0.3401 0.2213 0.9022 0.022 Uiso 1 1 calc R . . C15 C -0.2759(5) 0.3517(5) 0.86044(8) 0.0182(7) Uani 1 1 d . . . C16 C -0.1385(6) 0.3324(6) 0.83776(9) 0.0233(8) Uani 1 1 d . . . H16 H -0.0183 0.2790 0.8439 0.028 Uiso 1 1 calc R . . C17 C -0.1740(6) 0.3899(6) 0.80635(9) 0.0274(9) Uani 1 1 d . . . H17 H -0.0789 0.3759 0.7910 0.033 Uiso 1 1 calc R . . C18 C -0.3489(6) 0.4679(6) 0.79736(9) 0.0264(9) Uani 1 1 d . . . C19 C -0.4906(5) 0.4860(6) 0.81939(9) 0.0237(8) Uani 1 1 d . . . H19 H -0.6113 0.5379 0.8131 0.028 Uiso 1 1 calc R . . C20 C -0.4529(5) 0.4269(5) 0.85077(8) 0.0190(8) Uani 1 1 d . . . H20 H -0.5494 0.4379 0.8659 0.023 Uiso 1 1 calc R . . C22 C 0.2022(5) 0.9114(5) 0.60675(8) 0.0181(7) Uani 1 1 d . . . C23 C 0.0529(5) 1.0127(5) 0.62114(9) 0.0200(8) Uani 1 1 d . . . H23 H -0.0662 1.0303 0.6092 0.024 Uiso 1 1 calc R . . C24 C 0.0776(6) 1.0827(6) 0.65094(9) 0.0238(8) Uani 1 1 d . . . H24 H -0.0246 1.1484 0.6594 0.029 Uiso 1 1 calc R . . C30 C 0.2515(5) 1.0614(6) 0.67009(8) 0.0201(7) Uani 1 1 d . . . C25 C 0.2744(6) 1.1370(6) 0.70120(9) 0.0269(9) Uani 1 1 d . . . H25 H 0.1721 1.2038 0.7093 0.032 Uiso 1 1 calc R . . C26 C 0.4409(7) 1.1159(6) 0.71986(9) 0.0306(10) Uani 1 1 d . . . H26 H 0.4548 1.1684 0.7407 0.037 Uiso 1 1 calc R . . C27 C 0.5915(6) 1.0157(6) 0.70796(9) 0.0291(10) Uani 1 1 d . . . H27 H 0.7071 0.9992 0.7210 0.035 Uiso 1 1 calc R . . C28 C 0.5735(6) 0.9414(6) 0.67771(9) 0.0247(9) Uani 1 1 d . . . H28 H 0.6770 0.8736 0.6703 0.030 Uiso 1 1 calc R . . C29 C 0.4051(5) 0.9630(5) 0.65733(8) 0.0192(8) Uani 1 1 d . . . C21 C 0.3793(5) 0.8884(5) 0.62492(8) 0.0156(7) Uani 1 1 d . . . C31 C 0.5406(5) 0.7936(5) 0.61291(8) 0.0167(7) Uani 1 1 d . . . H31 H 0.6582 0.7972 0.6257 0.020 Uiso 1 1 calc R . . C32 C 0.7146(5) 0.6104(5) 0.57843(8) 0.0155(7) Uani 1 1 d . . . H32 H 0.8286 0.6885 0.5833 0.019 Uiso 1 1 calc R . . C33 C 0.7019(5) 0.5666(5) 0.54240(8) 0.0162(7) Uani 1 1 d . . . C34 C 0.7417(5) 0.4357(5) 0.59764(8) 0.0199(8) Uani 1 1 d . . . H34A H 0.6212 0.3660 0.5954 0.024 Uiso 1 1 calc R . . H34B H 0.8451 0.3653 0.5884 0.024 Uiso 1 1 calc R . . C35 C 0.7930(5) 0.4682(5) 0.63324(8) 0.0173(7) Uani 1 1 d . . . C36 C 0.6600(5) 0.4370(6) 0.65620(9) 0.0220(8) Uani 1 1 d . . . H36 H 0.5375 0.3891 0.6498 0.026 Uiso 1 1 calc R . . C37 C 0.7043(6) 0.4750(6) 0.68839(9) 0.0262(9) Uani 1 1 d . . . H37 H 0.6116 0.4547 0.7039 0.031 Uiso 1 1 calc R . . C38 C 0.8826(6) 0.5421(6) 0.69799(9) 0.0269(9) Uani 1 1 d . . . C39 C 1.0192(5) 0.5743(6) 0.67524(9) 0.0249(8) Uani 1 1 d . . . H39 H 1.1417 0.6221 0.6817 0.030 Uiso 1 1 calc R . . C40 C 0.9723(5) 0.5352(5) 0.64307(9) 0.0196(8) Uani 1 1 d . . . H40 H 1.0648 0.5548 0.6275 0.024 Uiso 1 1 calc R . . O1S O 0.2959(4) 0.3245(4) 0.93770(6) 0.0192(6) Uani 1 1 d D . . H1S H 0.407(3) 0.326(7) 0.9453(10) 0.029 Uiso 1 1 d D . . C1S C 0.2350(6) 0.1489(5) 0.94636(11) 0.0257(9) Uani 1 1 d . . . H1S1 H 0.1334 0.1084 0.9308 0.039 Uiso 1 1 calc R . . H1S2 H 0.1855 0.1515 0.9680 0.039 Uiso 1 1 calc R . . H1S3 H 0.3448 0.0678 0.9462 0.039 Uiso 1 1 calc R . . O2S O 0.1983(3) 0.4825(4) 0.56176(6) 0.0178(5) Uani 1 1 d D . . H2S H 0.0812(17) 0.488(7) 0.5582(10) 0.027 Uiso 1 1 d D . . C2S C 0.2588(6) 0.3101(6) 0.55181(12) 0.0325(10) Uani 1 1 d . . . H2S1 H 0.3872 0.2846 0.5617 0.049 Uiso 1 1 calc R . . H2S2 H 0.2631 0.3072 0.5283 0.049 Uiso 1 1 calc R . . H2S3 H 0.1675 0.2210 0.5587 0.049 Uiso 1 1 calc R . . O1W O 0.0328(4) 0.7958(4) 0.96624(6) 0.0159(5) Uani 1 1 d D . . H1WA H 0.053(6) 0.833(6) 0.9847(5) 0.024 Uiso 1 1 d D . . H1WB H -0.074(7) 0.796(7) 0.9627(11) 0.024 Uiso 1 1 d . . . O2W O 0.3397(4) 0.5606(5) 0.99245(6) 0.0153(5) Uani 1 1 d D . . H2WA H 0.347(6) 0.470(4) 1.0033(9) 0.023 Uiso 1 1 d D . . H2WB H 0.327(7) 0.644(7) 1.0030(11) 0.023 Uiso 1 1 d . . . O3W O 0.4617(4) 0.9576(4) 0.53616(6) 0.0192(6) Uani 1 1 d D . . H3WA H 0.5790(17) 0.952(7) 0.5389(10) 0.029 Uiso 1 1 d D . . H3WB H 0.449(6) 0.996(6) 0.5177(5) 0.029 Uiso 1 1 d D . . O4W O 0.1498(4) 0.7287(5) 0.50917(6) 0.0202(6) Uani 1 1 d D . . H4WA H 0.154(7) 0.816(4) 0.4976(10) 0.030 Uiso 1 1 d D . . H4WB H 0.040(3) 0.742(7) 0.5145(10) 0.030 Uiso 1 1 d D . . O5W O 0.3010(6) 0.6859(6) 0.74875(14) 0.0677(13) Uani 1 1 d D . . H5WA H 0.189(4) 0.655(12) 0.7447(18) 0.102 Uiso 1 1 d D . . H5WB H 0.353(11) 0.781(6) 0.745(2) 0.102 Uiso 1 1 d D . . O6W O 0.8534(4) 0.9506(5) 0.53887(8) 0.0316(8) Uani 1 1 d D . . H6WA H 0.873(8) 1.031(5) 0.5261(11) 0.047 Uiso 1 1 d D . . H6WB H 0.942(5) 0.945(8) 0.5527(9) 0.047 Uiso 1 1 d D . . O7W O 0.6334(4) 0.7667(4) 0.96840(7) 0.0206(6) Uani 1 1 d D . . H7WA H 0.559(5) 0.765(7) 0.9524(7) 0.031 Uiso 1 1 d D . . H7WB H 0.609(7) 0.687(5) 0.9808(9) 0.031 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0124(2) 0.0114(3) 0.0130(2) -0.00018(19) 0.00095(18) -0.00128(18) Ni2 0.0117(2) 0.0210(3) 0.0118(2) -0.0001(2) 0.00059(18) 0.00150(19) O1 0.0140(12) 0.0187(14) 0.0163(11) -0.0002(11) -0.0001(9) -0.0035(10) O2 0.0180(12) 0.0164(13) 0.0120(11) 0.0029(10) 0.0013(9) -0.0017(11) O3 0.0136(13) 0.0253(16) 0.0193(13) 0.0075(12) 0.0030(10) -0.0031(11) O4 0.0372(17) 0.059(3) 0.0155(12) 0.0032(15) 0.0007(11) 0.0097(17) O5 0.0120(11) 0.0265(15) 0.0165(12) 0.0009(11) 0.0003(9) 0.0034(11) O6 0.0140(12) 0.0240(16) 0.0135(11) -0.0026(11) 0.0003(9) 0.0032(11) O7 0.0149(13) 0.0308(18) 0.0175(12) -0.0053(12) 0.0021(10) 0.0021(12) O8 0.0351(16) 0.069(3) 0.0136(12) -0.0010(16) 0.0007(11) -0.0063(18) N1 0.0136(14) 0.0115(15) 0.0115(13) -0.0017(14) 0.0041(10) -0.0030(14) N2 0.0131(15) 0.023(2) 0.0138(13) -0.0006(15) 0.0008(11) 0.0029(14) C2 0.0172(16) 0.0102(17) 0.0194(16) -0.0041(14) 0.0050(13) -0.0018(13) C3 0.0152(16) 0.020(2) 0.0227(17) -0.0054(16) 0.0041(13) -0.0049(15) C4 0.0209(18) 0.020(2) 0.0271(19) -0.0047(16) 0.0125(15) -0.0062(15) C10 0.031(2) 0.0139(19) 0.0162(16) -0.0011(14) 0.0108(14) -0.0026(15) C5 0.034(2) 0.025(2) 0.0238(19) 0.0011(17) 0.0135(16) -0.0054(18) C6 0.044(2) 0.033(3) 0.0149(17) 0.0061(17) 0.0076(16) -0.001(2) C7 0.033(2) 0.028(2) 0.0168(17) 0.0021(17) 0.0014(15) 0.0014(18) C8 0.028(2) 0.023(2) 0.0174(17) 0.0008(16) 0.0042(14) -0.0024(16) C9 0.0236(18) 0.0133(18) 0.0170(16) -0.0019(14) 0.0071(13) -0.0022(14) C1 0.0171(16) 0.0118(18) 0.0163(15) -0.0027(13) 0.0043(12) -0.0023(13) C11 0.0167(16) 0.0147(18) 0.0122(15) -0.0036(14) 0.0008(12) -0.0009(14) C12 0.0137(16) 0.0142(18) 0.0158(15) -0.0011(14) 0.0013(12) -0.0038(13) C13 0.0165(16) 0.0077(16) 0.0204(16) -0.0007(14) 0.0027(13) 0.0005(13) C14 0.0234(18) 0.0164(18) 0.0163(16) -0.0037(15) 0.0022(13) -0.0041(15) C15 0.0230(18) 0.0155(18) 0.0161(16) -0.0034(14) 0.0000(13) -0.0084(15) C16 0.0229(19) 0.022(2) 0.0250(19) -0.0034(16) 0.0037(15) 0.0022(16) C17 0.030(2) 0.034(2) 0.0198(17) -0.0011(18) 0.0107(15) -0.0006(19) C18 0.031(2) 0.033(2) 0.0150(17) -0.0072(17) -0.0008(15) 0.0002(18) C19 0.0200(19) 0.029(2) 0.0212(18) -0.0050(17) -0.0015(14) -0.0030(16) C20 0.0198(17) 0.019(2) 0.0184(16) -0.0049(15) 0.0012(13) -0.0051(15) C22 0.0211(17) 0.0152(18) 0.0184(16) 0.0037(15) 0.0049(13) -0.0008(15) C23 0.0196(18) 0.021(2) 0.0193(16) 0.0053(15) 0.0038(13) 0.0042(15) C24 0.0259(19) 0.020(2) 0.0262(18) 0.0054(17) 0.0108(15) 0.0049(16) C30 0.0260(18) 0.0169(18) 0.0182(16) 0.0013(16) 0.0075(13) 0.0000(17) C25 0.041(2) 0.023(2) 0.0183(18) -0.0014(17) 0.0140(17) 0.0025(19) C26 0.049(3) 0.027(2) 0.0164(18) -0.0045(17) 0.0062(18) -0.002(2) C27 0.033(2) 0.035(3) 0.0189(17) -0.0014(18) -0.0007(16) 0.0023(19) C28 0.028(2) 0.028(2) 0.0177(17) -0.0045(17) 0.0041(15) -0.0010(17) C29 0.0262(19) 0.0136(18) 0.0184(17) 0.0008(15) 0.0071(14) 0.0008(15) C21 0.0169(16) 0.0146(18) 0.0157(15) 0.0035(14) 0.0036(12) 0.0001(14) C31 0.0163(16) 0.0187(18) 0.0151(16) 0.0051(14) 0.0002(13) 0.0014(14) C32 0.0137(16) 0.0209(19) 0.0117(15) -0.0010(13) 0.0006(12) 0.0023(14) C33 0.0143(16) 0.0177(18) 0.0167(15) 0.0033(16) 0.0017(12) -0.0003(15) C34 0.0171(17) 0.024(2) 0.0185(16) -0.0034(16) 0.0015(13) 0.0018(15) C35 0.0220(18) 0.0151(18) 0.0147(15) 0.0012(14) 0.0006(13) 0.0040(14) C36 0.0204(18) 0.022(2) 0.0234(18) 0.0042(16) -0.0001(14) -0.0017(16) C37 0.026(2) 0.034(2) 0.0193(17) 0.0043(17) 0.0048(15) 0.0001(18) C38 0.031(2) 0.033(2) 0.0163(17) 0.0041(18) -0.0022(14) 0.0039(19) C39 0.0219(18) 0.027(2) 0.0252(18) 0.0035(18) -0.0051(14) -0.0008(17) C40 0.0205(18) 0.017(2) 0.0219(17) 0.0037(15) 0.0038(14) 0.0014(15) O1S 0.0144(12) 0.0171(14) 0.0259(13) -0.0037(11) -0.0003(10) 0.0013(11) C1S 0.0188(19) 0.015(2) 0.043(2) -0.0032(18) -0.0009(16) 0.0012(16) O2S 0.0135(12) 0.0207(14) 0.0193(12) 0.0002(11) 0.0006(10) -0.0010(11) C2S 0.027(2) 0.024(2) 0.046(3) -0.002(2) -0.0051(18) 0.0059(18) O1W 0.0184(12) 0.0159(14) 0.0131(11) -0.0029(10) -0.0008(10) -0.0005(11) O2W 0.0200(13) 0.0102(13) 0.0154(12) -0.0031(13) -0.0021(10) 0.0006(13) O3W 0.0141(12) 0.0288(16) 0.0147(11) 0.0033(12) 0.0002(10) 0.0011(11) O4W 0.0137(12) 0.0296(17) 0.0174(13) 0.0033(14) 0.0024(10) -0.0005(14) O5W 0.046(3) 0.045(3) 0.108(3) -0.019(3) -0.034(2) 0.0077(19) O6W 0.0193(15) 0.038(2) 0.0372(18) 0.0171(16) -0.0046(12) -0.0041(14) O7W 0.0180(14) 0.0196(16) 0.0237(14) -0.0030(12) -0.0021(11) -0.0001(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N1 1.989(3) . ? Ni1 O1 1.992(3) . ? Ni1 O2 2.047(2) . ? Ni1 O2W 2.084(2) . ? Ni1 O1S 2.100(3) . ? Ni1 O1W 2.109(3) . ? Ni2 N2 1.982(3) . ? Ni2 O5 1.992(3) . ? Ni2 O6 2.060(2) . ? Ni2 O3W 2.100(3) . ? Ni2 O2S 2.101(3) . ? Ni2 O4W 2.104(3) . ? O1 C2 1.303(4) . ? O2 C13 1.260(4) . ? O3 C13 1.251(4) . ? O4 C18 1.378(5) . ? O5 C22 1.300(4) . ? O6 C33 1.253(4) . ? O7 C33 1.263(4) . ? O8 C38 1.373(4) . ? N1 C11 1.279(5) . ? N1 C12 1.472(4) . ? N2 C31 1.289(5) . ? N2 C32 1.466(5) . ? C2 C1 1.422(5) . ? C2 C3 1.439(5) . ? C3 C4 1.356(5) . ? C4 C10 1.413(5) . ? C10 C5 1.421(5) . ? C10 C9 1.431(5) . ? C5 C6 1.358(6) . ? C6 C7 1.409(6) . ? C7 C8 1.374(5) . ? C8 C9 1.413(5) . ? C9 C1 1.448(5) . ? C1 C11 1.451(5) . ? C12 C13 1.543(5) . ? C12 C14 1.552(5) . ? C14 C15 1.516(5) . ? C15 C16 1.389(5) . ? C15 C20 1.394(5) . ? C16 C17 1.384(6) . ? C17 C18 1.384(6) . ? C18 C19 1.390(5) . ? C19 C20 1.388(5) . ? C22 C21 1.417(5) . ? C22 C23 1.447(5) . ? C23 C24 1.348(5) . ? C24 C30 1.418(6) . ? C30 C25 1.413(5) . ? C30 C29 1.429(5) . ? C25 C26 1.365(6) . ? C26 C27 1.406(6) . ? C27 C28 1.375(5) . ? C28 C29 1.414(5) . ? C29 C21 1.460(5) . ? C21 C31 1.445(5) . ? C32 C33 1.530(5) . ? C32 C34 1.549(5) . ? C34 C35 1.520(5) . ? C35 C40 1.386(5) . ? C35 C36 1.386(5) . ? C36 C37 1.384(5) . ? C37 C38 1.378(6) . ? C38 C39 1.400(5) . ? C39 C40 1.388(5) . ? O1S C1S 1.445(5) . ? O2S C2S 1.437(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 O1 91.08(11) . . ? N1 Ni1 O2 81.87(11) . . ? O1 Ni1 O2 172.94(9) . . ? N1 Ni1 O2W 174.82(11) . . ? O1 Ni1 O2W 93.36(11) . . ? O2 Ni1 O2W 93.70(10) . . ? N1 Ni1 O1S 95.26(13) . . ? O1 Ni1 O1S 89.46(11) . . ? O2 Ni1 O1S 90.82(11) . . ? O2W Ni1 O1S 87.45(12) . . ? N1 Ni1 O1W 88.29(13) . . ? O1 Ni1 O1W 90.97(11) . . ? O2 Ni1 O1W 89.19(11) . . ? O2W Ni1 O1W 88.97(11) . . ? O1S Ni1 O1W 176.42(10) . . ? N2 Ni2 O5 91.70(11) . . ? N2 Ni2 O6 82.04(11) . . ? O5 Ni2 O6 173.73(10) . . ? N2 Ni2 O3W 88.85(13) . . ? O5 Ni2 O3W 90.55(11) . . ? O6 Ni2 O3W 88.89(11) . . ? N2 Ni2 O2S 96.03(13) . . ? O5 Ni2 O2S 89.05(11) . . ? O6 Ni2 O2S 92.04(11) . . ? O3W Ni2 O2S 175.11(10) . . ? N2 Ni2 O4W 173.98(11) . . ? O5 Ni2 O4W 93.92(11) . . ? O6 Ni2 O4W 92.31(10) . . ? O3W Ni2 O4W 88.94(12) . . ? O2S Ni2 O4W 86.23(12) . . ? C2 O1 Ni1 127.0(2) . . ? C13 O2 Ni1 115.2(2) . . ? C22 O5 Ni2 126.5(2) . . ? C33 O6 Ni2 113.9(2) . . ? C11 N1 C12 118.3(3) . . ? C11 N1 Ni1 125.7(3) . . ? C12 N1 Ni1 114.9(2) . . ? C31 N2 C32 118.9(3) . . ? C31 N2 Ni2 125.6(3) . . ? C32 N2 Ni2 114.4(2) . . ? O1 C2 C1 125.4(3) . . ? O1 C2 C3 116.6(3) . . ? C1 C2 C3 118.0(3) . . ? C4 C3 C2 122.1(3) . . ? C3 C4 C10 121.3(3) . . ? C4 C10 C5 120.7(4) . . ? C4 C10 C9 119.4(3) . . ? C5 C10 C9 120.0(4) . . ? C6 C5 C10 121.7(4) . . ? C5 C6 C7 118.7(4) . . ? C8 C7 C6 121.0(4) . . ? C7 C8 C9 122.2(4) . . ? C8 C9 C10 116.4(3) . . ? C8 C9 C1 124.4(3) . . ? C10 C9 C1 119.2(3) . . ? C2 C1 C9 120.0(3) . . ? C2 C1 C11 122.4(3) . . ? C9 C1 C11 117.6(3) . . ? N1 C11 C1 126.5(3) . . ? N1 C12 C13 108.5(3) . . ? N1 C12 C14 112.5(3) . . ? C13 C12 C14 108.6(3) . . ? O3 C13 O2 123.6(3) . . ? O3 C13 C12 117.1(3) . . ? O2 C13 C12 119.3(3) . . ? C15 C14 C12 112.0(3) . . ? C16 C15 C20 118.6(3) . . ? C16 C15 C14 120.9(3) . . ? C20 C15 C14 120.4(3) . . ? C17 C16 C15 120.9(4) . . ? C16 C17 C18 119.6(3) . . ? O4 C18 C17 117.1(3) . . ? O4 C18 C19 122.2(4) . . ? C17 C18 C19 120.7(4) . . ? C20 C19 C18 118.9(4) . . ? C19 C20 C15 121.1(3) . . ? O5 C22 C21 125.6(3) . . ? O5 C22 C23 116.5(3) . . ? C21 C22 C23 117.9(3) . . ? C24 C23 C22 122.1(4) . . ? C23 C24 C30 121.9(4) . . ? C25 C30 C24 120.9(4) . . ? C25 C30 C29 120.2(4) . . ? C24 C30 C29 118.9(3) . . ? C26 C25 C30 121.2(4) . . ? C25 C26 C27 119.3(4) . . ? C28 C27 C26 120.7(4) . . ? C27 C28 C29 121.9(4) . . ? C28 C29 C30 116.7(3) . . ? C28 C29 C21 124.0(3) . . ? C30 C29 C21 119.2(3) . . ? C22 C21 C31 123.1(3) . . ? C22 C21 C29 120.0(3) . . ? C31 C21 C29 117.0(3) . . ? N2 C31 C21 126.0(3) . . ? N2 C32 C33 109.0(3) . . ? N2 C32 C34 112.1(3) . . ? C33 C32 C34 108.5(3) . . ? O6 C33 O7 123.7(3) . . ? O6 C33 C32 119.5(3) . . ? O7 C33 C32 116.8(3) . . ? C35 C34 C32 112.2(3) . . ? C40 C35 C36 119.0(3) . . ? C40 C35 C34 120.1(3) . . ? C36 C35 C34 120.8(3) . . ? C37 C36 C35 120.6(4) . . ? C38 C37 C36 120.1(4) . . ? O8 C38 C37 122.1(3) . . ? O8 C38 C39 117.7(4) . . ? C37 C38 C39 120.3(3) . . ? C40 C39 C38 118.8(4) . . ? C35 C40 C39 121.2(3) . . ? C1S O1S Ni1 124.8(2) . . ? C2S O2S Ni2 123.9(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4 O5W 0.84 1.79 2.619(5) 167.5 1_455 O8 H8 O4 0.84 1.88 2.721(4) 174.0 1_655 O1S H1S O3 0.819(10) 1.822(12) 2.639(4) 175(5) 1_655 O2S H2S O7 0.821(10) 1.91(2) 2.667(4) 154(4) 1_455 O1W H1WA O2 0.820(10) 1.942(13) 2.754(3) 170(4) 2_557 O1W H1WB O7W 0.75(5) 2.07(5) 2.794(4) 161(5) 1_455 O2W H2WA O7W 0.819(10) 1.935(12) 2.753(5) 176(5) 2_647 O2W H2WB O3 0.77(5) 1.91(5) 2.663(4) 163(5) 2_557 O3W H3WA O6W 0.819(10) 1.909(13) 2.722(4) 171(4) . O3W H3WB O6 0.818(10) 1.955(12) 2.768(3) 173(4) 2_656 O4W H4WA O7 0.817(10) 1.866(12) 2.681(4) 175(5) 2_656 O4W H4WB O7 0.816(10) 2.32(5) 2.843(4) 122(5) 1_455 O4W H4WB O6W 0.816(10) 2.31(4) 2.981(5) 140(5) 1_455 O5W H5WA O8 0.820(11) 1.938(15) 2.754(5) 173(8) 1_455 O6W H6WA O4W 0.821(10) 2.094(17) 2.897(5) 166(5) 2_656 O6W H6WB O4W 0.820(10) 2.89(6) 2.981(5) 88(4) 1_655 O7W H7WA O1 0.820(10) 1.88(2) 2.660(4) 158(5) . O7W H7WB O2W 0.819(10) 2.18(4) 2.799(4) 133(4) . _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.628 _refine_diff_density_min -0.991 _refine_diff_density_rms 0.080