# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_CMP-bipy-Co(2) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H74 Co2 N10 O33 P2' _chemical_formula_weight 1378.87 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.395(3) _cell_length_b 18.092(4) _cell_length_c 14.144(3) _cell_angle_alpha 90.00 _cell_angle_beta 115.46(3) _cell_angle_gamma 90.00 _cell_volume 2863.7(10) _cell_formula_units_Z 2 _cell_measurement_temperature 153.1500 _cell_measurement_reflns_used 8878 _cell_measurement_theta_min 1.9520 _cell_measurement_theta_max 29.1310 _exptl_crystal_description Prism _exptl_crystal_colour Pink _exptl_crystal_size_max 0.3500 _exptl_crystal_size_mid 0.1000 _exptl_crystal_size_min 0.0900 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.599 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.740 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8877 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153.1500 _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25364 _diffrn_reflns_av_R_equivalents 0.0548 _diffrn_reflns_av_sigmaI/netI 0.1046 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 29.14 _reflns_number_total 13844 _reflns_number_gt 9985 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0482P)^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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.004(15) _refine_ls_number_reflns 13844 _refine_ls_number_parameters 787 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0892 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.1273 _refine_ls_wR_factor_gt 0.1137 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.004 _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 Co2 Co 0.51346(6) 0.52713(3) 1.05591(5) 0.01245(15) Uani 1 1 d . . . P3 P 0.57152(12) 0.63596(8) 0.90045(10) 0.0134(3) Uani 1 1 d . . . P4 P -0.41658(12) 0.49199(8) 0.40091(10) 0.0138(3) Uani 1 1 d . . . C1 C -0.2255(5) 0.6372(3) 0.6728(4) 0.0207(12) Uani 1 1 d . . . H1 H -0.2558 0.6810 0.6365 0.025 Uiso 1 1 calc R . . C2 C -0.1026(5) 0.6305(3) 0.7272(4) 0.0207(12) Uani 1 1 d . . . H2 H -0.0525 0.6688 0.7270 0.025 Uiso 1 1 calc R . . C3 C -0.0553(5) 0.5653(3) 0.7822(4) 0.0177(12) Uani 1 1 d . . . C4 C -0.1366(5) 0.5111(3) 0.7797(4) 0.0195(12) Uani 1 1 d . . . H4A H -0.1094 0.4671 0.8165 0.023 Uiso 1 1 calc R . . C5 C -0.2571(5) 0.5230(3) 0.7226(4) 0.0225(12) Uani 1 1 d . . . H5 H -0.3096 0.4858 0.7211 0.027 Uiso 1 1 calc R . . C6 C 0.2502(5) 0.4766(3) 0.9197(4) 0.0192(12) Uani 1 1 d . . . H6 H 0.2825 0.4293 0.9356 0.023 Uiso 1 1 calc R . . C7 C 0.1280(5) 0.4843(3) 0.8644(4) 0.0179(12) Uani 1 1 d . . . H7 H 0.0800 0.4424 0.8441 0.022 Uiso 1 1 calc R . . C8 C 0.0756(4) 0.5536(3) 0.8386(4) 0.0137(11) Uani 1 1 d . . . C9 C 0.1534(5) 0.6140(3) 0.8695(4) 0.0168(11) Uani 1 1 d . . . H9A H 0.1237 0.6618 0.8534 0.020 Uiso 1 1 calc R . . C10 C 0.2749(5) 0.6020(3) 0.9243(4) 0.0175(12) Uani 1 1 d . . . H10A H 0.3252 0.6429 0.9435 0.021 Uiso 1 1 calc R . . C11 C 0.7747(5) 0.4725(3) 1.1754(5) 0.0221(13) Uani 1 1 d . . . H11 H 0.7422 0.4264 1.1496 0.026 Uiso 1 1 calc R . . C12 C 0.8971(5) 0.4784(3) 1.2306(4) 0.0214(13) Uani 1 1 d . . . H12 H 0.9451 0.4369 1.2410 0.026 Uiso 1 1 calc R . . C13 C 0.9482(4) 0.5458(3) 1.2702(4) 0.0143(11) Uani 1 1 d . . . C14 C 0.8719(5) 0.6050(3) 1.2527(5) 0.0278(14) Uani 1 1 d . . . H14 H 0.9019 0.6516 1.2786 0.033 Uiso 1 1 calc R . . C15 C 0.7487(5) 0.5943(3) 1.1955(4) 0.0279(14) Uani 1 1 d . . . H15A H 0.6985 0.6348 1.1839 0.033 Uiso 1 1 calc R . . C17 C 1.0805(5) 0.5556(3) 1.3324(4) 0.0157(11) Uani 1 1 d . . . C18 C 1.1276(5) 0.6250(3) 1.3655(5) 0.0247(14) Uani 1 1 d . . . H18 H 1.0779 0.6662 1.3479 0.030 Uiso 1 1 calc R . . C19 C -0.7499(5) 0.6328(3) 0.4254(4) 0.0191(12) Uani 1 1 d . . . H19 H -0.7197 0.6799 0.4482 0.023 Uiso 1 1 calc R . . C20 C -0.7211(5) 0.5099(3) 0.4148(4) 0.0225(13) Uani 1 1 d . . . H20 H -0.6692 0.4699 0.4293 0.027 Uiso 1 1 calc R . . C21 C 0.1910(5) 0.4569(3) 0.6028(4) 0.0183(11) Uani 1 1 d . . . C22 C 0.1649(5) 0.5834(3) 0.6221(4) 0.0174(11) Uani 1 1 d . . . C23 C 0.0378(5) 0.5769(3) 0.5650(4) 0.0172(11) Uani 1 1 d . . . H23 H -0.0117 0.6180 0.5516 0.021 Uiso 1 1 calc R . . C24 C -0.0075(5) 0.5093(3) 0.5315(4) 0.0192(11) Uani 1 1 d . . . H24 H -0.0898 0.5032 0.4953 0.023 Uiso 1 1 calc R . . C25 C 1.1969(5) 0.6709(3) 1.1274(4) 0.0148(11) Uani 1 1 d . . . C26 C 1.1770(5) 0.5444(3) 1.1280(4) 0.0164(11) Uani 1 1 d . . . C27 C 1.0500(5) 0.5503(3) 1.0797(4) 0.0201(12) Uani 1 1 d . . . H27 H 1.0014 0.5086 1.0596 0.024 Uiso 1 1 calc R . . C28 C 1.0037(5) 0.6188(3) 1.0645(4) 0.0200(12) Uani 1 1 d . . . H28 H 0.9212 0.6250 1.0354 0.024 Uiso 1 1 calc R . . C29 C 1.0020(4) 0.7923(3) 0.9761(4) 0.0238(12) Uani 1 1 d . . . H29 H 1.0508 0.7706 0.9440 0.029 Uiso 1 1 calc R . . C30 C 0.8236(4) 0.7865(3) 0.9966(4) 0.0188(12) Uani 1 1 d . . . H30 H 0.8225 0.8396 1.0103 0.023 Uiso 1 1 calc R . . C31 C 0.7042(5) 0.7546(3) 0.9758(5) 0.0247(13) Uani 1 1 d . . . H31A H 0.6916 0.7575 1.0388 0.030 Uiso 1 1 calc R . . H31B H 0.6419 0.7829 0.9214 0.030 Uiso 1 1 calc R . . C33 C 0.0231(4) 0.3724(3) 0.5223(4) 0.0170(10) Uani 1 1 d . . . H33 H 0.0731 0.3462 0.4951 0.020 Uiso 1 1 calc R . . C34 C -0.1716(5) 0.3372(3) 0.4895(4) 0.0196(12) Uani 1 1 d . . . H34 H -0.1753 0.2842 0.4745 0.023 Uiso 1 1 calc R . . C35 C -0.2972(4) 0.3684(3) 0.4371(4) 0.0208(11) Uani 1 1 d . . . H35A H -0.3346 0.3536 0.3641 0.025 Uiso 1 1 calc R . . H35B H -0.3447 0.3491 0.4710 0.025 Uiso 1 1 calc R . . C38 C 0.0259(4) 0.3315(3) 0.6177(4) 0.0222(11) Uani 1 1 d . . . H38 H 0.0889 0.3493 0.6839 0.027 Uiso 1 1 calc R . . C39 C -0.1006(4) 0.3482(3) 0.6067(4) 0.0207(12) Uani 1 1 d . . . H39 H -0.1058 0.3998 0.6252 0.025 Uiso 1 1 calc R . . C40 C 0.8705(4) 0.7756(3) 0.9134(4) 0.0221(11) Uani 1 1 d . . . H40 H 0.8600 0.7240 0.8901 0.027 Uiso 1 1 calc R . . C42 C 1.0254(4) 0.7555(3) 1.0799(4) 0.0183(10) Uani 1 1 d . . . H42 H 1.0814 0.7862 1.1371 0.022 Uiso 1 1 calc R . . C43 C 1.1596(5) 0.4975(3) 1.3575(4) 0.0205(12) Uani 1 1 d . . . H41 H 1.1319 0.4499 1.3355 0.025 Uiso 1 1 calc R . . Co1 Co -0.48979(6) 0.58980(3) 0.56121(5) 0.01285(15) Uani 1 1 d . . . H27C H 0.412(4) 0.806(2) 0.358(4) 0.024(15) Uiso 1 1 d D . . H10D H -0.504(5) 0.693(3) 0.424(4) 0.027(17) Uiso 1 1 d . . . H27D H 0.346(7) 0.772(5) 0.290(6) 0.08(3) Uiso 1 1 d . . . H10E H -0.431(5) 0.639(3) 0.428(4) 0.029(16) Uiso 1 1 d D . . N1 N -0.6743(4) 0.5767(3) 0.4516(3) 0.0167(10) Uani 1 1 d . . . N2 N -0.3028(4) 0.5852(3) 0.6690(3) 0.0151(9) Uani 1 1 d . . . N3 N 0.3241(4) 0.5351(3) 0.9513(3) 0.0128(9) Uani 1 1 d . . . N4 N 0.7003(4) 0.5301(3) 1.1574(3) 0.0161(9) Uani 1 1 d . . . N5 N 0.0669(3) 0.4488(2) 0.5503(3) 0.0164(9) Uani 1 1 d . . . N6 N 0.2367(4) 0.5251(3) 0.6377(3) 0.0170(9) Uani 1 1 d . . . N7 N 0.2165(4) 0.6482(3) 0.6623(4) 0.0234(11) Uani 1 1 d . . . H7A H 0.2929 0.6510 0.6964 0.028 Uiso 1 1 calc R . . H7B H 0.1732 0.6870 0.6539 0.028 Uiso 1 1 calc R . . N8 N 1.0754(4) 0.6790(2) 1.0909(3) 0.0175(9) Uani 1 1 d . . . N9 N 1.2471(4) 0.6039(2) 1.1479(4) 0.0180(10) Uani 1 1 d . . . N10 N 1.2300(4) 0.4783(3) 1.1543(4) 0.0251(11) Uani 1 1 d . . . H10B H 1.3067 0.4753 1.1830 0.030 Uiso 1 1 calc R . . H10C H 1.1874 0.4389 1.1425 0.030 Uiso 1 1 calc R . . O1 O 0.2546(3) 0.4011(2) 0.6178(3) 0.0231(9) Uani 1 1 d . . . O2 O 1.2599(3) 0.7286(2) 1.1390(3) 0.0205(8) Uani 1 1 d . . . O4 O 0.48631(17) 0.42878(18) 1.12292(14) 0.0169(8) Uani 1 1 d . . . H4D H 0.4886 0.4345 1.1834 0.020 Uiso 1 1 d R . . H4E H 0.5253 0.3899 1.1237 0.020 Uiso 1 1 d R . . O9 O -0.52406(17) 0.68693(18) 0.62536(14) 0.0199(8) Uani 1 1 d R . . H9D H -0.5267 0.6823 0.6841 0.024 Uiso 1 1 d R . . H9E H -0.4872 0.7268 0.6265 0.024 Uiso 1 1 d R . . O6 O 0.4772(3) 0.6834(2) 0.8153(3) 0.0197(8) Uani 1 1 d . . . O7 O 0.5979(3) 0.5639(2) 0.8606(3) 0.0166(8) Uani 1 1 d . . . O8 O 0.6977(3) 0.6788(2) 0.9436(3) 0.0191(8) Uani 1 1 d . . . O10 O -0.4552(4) 0.6668(2) 0.4646(3) 0.0207(9) Uani 1 1 d D . . O11 O -0.4512(3) 0.49867(19) 0.4910(2) 0.0166(8) Uani 1 1 d . . . O12 O -0.5069(3) 0.4466(2) 0.3119(3) 0.0156(8) Uani 1 1 d . . . O13 O -0.2918(3) 0.4466(2) 0.4446(3) 0.0196(8) Uani 1 1 d . . . O14 O -0.3864(3) 0.5660(2) 0.3677(3) 0.0172(8) Uani 1 1 d . . . O15 O 0.47871(18) 0.59010(12) 1.16406(16) 0.0163(8) Uani 1 1 d . . . H15E H 0.4865 0.6354 1.1525 0.020 Uiso 1 1 d R . . H15C H 0.5250 0.5776 1.2156 0.024(16) Uiso 1 1 d R . . O5 O 0.54070(18) 0.62497(12) 0.99374(16) 0.0148(8) Uani 1 1 d R . . O3 O 0.55077(18) 0.45443(12) 0.95295(16) 0.0195(9) Uani 1 1 d R . . H3C H 0.5542 0.4954 0.9249 0.023 Uiso 1 1 d R . . H3D H 0.6024 0.4256 0.9483 0.023 Uiso 1 1 d R . . O16 O -0.1319(3) 0.3011(2) 0.6698(3) 0.0302(9) Uani 1 1 d . . . H16A H -0.2044 0.3022 0.6503 0.045 Uiso 1 1 calc R . . O17 O 0.0331(3) 0.25425(19) 0.6024(3) 0.0305(9) Uani 1 1 d . . . H17 H 0.0994 0.2443 0.6062 0.046 Uiso 1 1 calc R . . O18 O 0.9155(3) 0.7517(2) 1.0883(3) 0.0246(9) Uani 1 1 d . . . O19 O -0.0973(3) 0.37240(19) 0.4457(3) 0.0206(8) Uani 1 1 d . . . O20 O 1.0172(3) 0.86967(19) 0.9876(3) 0.0321(9) Uani 1 1 d . . . H20A H 1.0866 0.8803 1.0010 0.048 Uiso 1 1 calc R . . O21 O 0.8128(3) 0.8229(2) 0.8268(3) 0.0326(9) Uani 1 1 d . . . H21 H 0.8628 0.8434 0.8125 0.049 Uiso 1 1 calc R . . O22 O 0.4893(4) 0.3853(3) 0.5857(4) 0.0490(14) Uani 1 1 d . . . H22D H 0.4705 0.4103 0.6273 0.059 Uiso 1 1 d R . . H22C H 0.5130 0.4186 0.5565 0.059 Uiso 1 1 d R . . O23 O 0.3810(3) 0.7971(2) 0.8729(3) 0.0217(8) Uani 1 1 d . . . H23C H 0.3976 0.7902 0.9372 0.026 Uiso 1 1 d R . . H23D H 0.4114 0.7610 0.8543 0.026 Uiso 1 1 d R . . O24 O 0.3788(4) 0.3600(2) 0.8299(3) 0.0303(10) Uani 1 1 d . . . H24C H 0.3441 0.3750 0.7670 0.036 Uiso 1 1 d R . . H24D H 0.4319 0.3914 0.8653 0.036 Uiso 1 1 d R . . O25 O 0.4657(4) 0.7419(2) 0.0832(3) 0.0301(10) Uani 1 1 d . . . H25C H 0.5082 0.7794 0.1127 0.036 Uiso 1 1 d R . . H25D H 0.4067 0.7380 0.0985 0.036 Uiso 1 1 d R . . O26 O 0.4018(3) 0.3189(2) 0.3524(3) 0.0264(9) Uani 1 1 d . . . H26D H 0.4236 0.3629 0.3483 0.032 Uiso 1 1 d R . . H26C H 0.3626 0.3157 0.3889 0.032 Uiso 1 1 d R . . O27 O 0.3624(4) 0.7719(2) 0.3503(4) 0.0252(9) Uani 1 1 d D . . O28 O 0.8560(3) 0.2851(2) 0.2694(3) 0.0315(9) Uani 1 1 d . . . H28D H 0.7832 0.2885 0.2255 0.038 Uiso 1 1 d R . . H28C H 0.8685 0.3119 0.3225 0.038 Uiso 1 1 d R . . O29 O 0.2702(4) 0.3070(3) 0.4730(4) 0.0642(14) Uani 1 1 d . . . H29C H 0.2247 0.3251 0.4981 0.077 Uiso 1 1 d R . . H29D H 0.3362 0.3282 0.5101 0.077 Uiso 1 1 d R . . O33 O 0.7791(4) 0.6911(2) 0.4212(4) 0.0525(13) Uani 1 1 d . . . H33C H 0.7286 0.6562 0.4071 0.063 Uiso 1 1 d R . . H33D H 0.7602 0.7251 0.4528 0.063 Uiso 1 1 d R . . O34 O -0.5270(3) 0.52706(18) 0.6672(2) 0.0148(7) Uani 1 1 d D . . H34D H -0.5987 0.5269 0.6601 0.018 Uiso 1 1 d RD . . H34C H -0.4824 0.5375 0.7261 0.018 Uiso 1 1 d RD . . O40 O 0.9237(4) 0.8180(3) 0.7118(4) 0.0699(16) Uani 1 1 d . . . H40C H 0.8683 0.8133 0.6503 0.084 Uiso 1 1 d R . . H40D H 0.9898 0.8066 0.7109 0.084 Uiso 1 1 d R . . O41 O 0.2589(11) 0.8869(6) 0.0827(9) 0.047(3) Uani 0.50 1 d P A 1 H41A H 0.2605 0.8419 0.0982 0.056 Uiso 1 1 d R A 1 O41' O 0.2493(10) 0.8653(5) 0.0302(10) 0.048(3) Uani 0.50 1 d P B 2 H41G H 0.2963 0.8345 0.0970 0.057 Uiso 1 1 d R B 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 Co2 0.0082(3) 0.0133(3) 0.0137(3) 0.0006(3) 0.0027(3) 0.0005(3) P3 0.0095(6) 0.0144(6) 0.0150(7) -0.0021(5) 0.0039(6) -0.0015(5) P4 0.0096(6) 0.0172(7) 0.0136(7) 0.0002(5) 0.0041(6) 0.0013(5) C1 0.015(3) 0.023(3) 0.021(3) 0.004(2) 0.004(2) 0.002(2) C2 0.013(3) 0.023(3) 0.028(3) -0.002(2) 0.010(3) -0.003(2) C3 0.011(2) 0.026(3) 0.014(3) 0.002(2) 0.003(2) 0.008(2) C4 0.013(2) 0.015(3) 0.030(3) 0.006(2) 0.009(2) 0.0006(19) C5 0.010(2) 0.020(3) 0.030(3) 0.009(2) 0.003(2) 0.002(2) C6 0.014(3) 0.017(3) 0.027(3) 0.004(2) 0.010(3) 0.003(2) C7 0.012(3) 0.011(3) 0.023(3) 0.000(2) 0.001(2) 0.0006(19) C8 0.007(2) 0.019(3) 0.008(2) -0.002(2) -0.003(2) -0.0056(19) C9 0.016(3) 0.012(2) 0.021(3) 0.001(2) 0.006(2) 0.000(2) C10 0.017(3) 0.014(3) 0.020(3) 0.004(2) 0.006(2) 0.002(2) C11 0.010(3) 0.011(3) 0.035(3) 0.001(2) 0.001(3) 0.002(2) C12 0.007(3) 0.017(3) 0.032(3) 0.002(2) 0.001(3) 0.000(2) C13 0.008(2) 0.020(3) 0.013(3) 0.008(2) 0.004(2) 0.0066(19) C14 0.010(3) 0.023(3) 0.038(3) -0.014(3) -0.002(2) 0.000(2) C15 0.013(3) 0.028(3) 0.035(3) -0.006(3) 0.002(2) 0.010(2) C17 0.013(3) 0.017(3) 0.021(3) -0.004(2) 0.011(2) -0.004(2) C18 0.015(3) 0.025(3) 0.028(3) -0.003(3) 0.002(3) 0.008(2) C19 0.014(3) 0.017(3) 0.022(3) 0.005(2) 0.003(2) 0.001(2) C20 0.017(3) 0.015(3) 0.031(3) 0.004(2) 0.005(3) 0.004(2) C21 0.017(3) 0.020(3) 0.019(3) 0.002(2) 0.009(2) -0.004(2) C22 0.021(3) 0.011(2) 0.019(3) -0.001(2) 0.008(2) 0.003(2) C23 0.013(2) 0.011(2) 0.027(3) -0.002(2) 0.009(2) -0.0017(19) C24 0.012(2) 0.020(3) 0.023(3) 0.009(2) 0.006(2) 0.0043(19) C25 0.013(2) 0.018(3) 0.012(2) 0.001(2) 0.005(2) -0.0028(19) C26 0.025(3) 0.019(3) 0.010(2) -0.003(2) 0.012(2) -0.003(2) C27 0.024(3) 0.021(3) 0.021(3) -0.007(2) 0.014(2) -0.014(2) C28 0.015(3) 0.019(3) 0.022(3) -0.007(2) 0.004(2) -0.006(2) C29 0.011(2) 0.012(2) 0.047(3) -0.002(2) 0.012(2) -0.0002(18) C30 0.010(3) 0.011(3) 0.034(3) -0.003(2) 0.008(2) 0.0022(19) C31 0.013(2) 0.022(3) 0.041(4) -0.008(3) 0.013(3) -0.004(2) C33 0.012(2) 0.020(3) 0.020(3) 0.005(2) 0.008(2) -0.0014(18) C34 0.011(3) 0.018(3) 0.030(3) 0.007(2) 0.009(2) 0.001(2) C35 0.008(2) 0.018(3) 0.026(3) 0.001(2) -0.003(2) -0.0031(19) C38 0.012(2) 0.015(2) 0.034(3) 0.006(2) 0.006(2) -0.0006(19) C39 0.013(2) 0.017(3) 0.028(3) 0.009(2) 0.005(2) 0.0019(19) C40 0.011(2) 0.018(3) 0.028(3) -0.005(2) -0.001(2) -0.0020(19) C42 0.014(2) 0.014(2) 0.032(3) -0.006(2) 0.015(2) 0.0007(18) C43 0.013(3) 0.019(3) 0.024(3) 0.004(2) 0.003(2) 0.008(2) Co1 0.0079(3) 0.0145(4) 0.0134(3) 0.0001(3) 0.0020(3) 0.0004(3) N1 0.018(2) 0.016(2) 0.015(2) 0.0002(19) 0.006(2) -0.0039(18) N2 0.011(2) 0.018(2) 0.014(2) -0.005(2) 0.0025(18) 0.0002(18) N3 0.0044(19) 0.017(2) 0.015(2) 0.0020(18) 0.0016(18) 0.0002(16) N4 0.007(2) 0.019(2) 0.020(2) -0.006(2) 0.0038(18) -0.0017(18) N5 0.0087(19) 0.016(2) 0.023(2) -0.0013(18) 0.0053(18) 0.0004(16) N6 0.015(2) 0.018(2) 0.017(2) 0.002(2) 0.0050(18) -0.0032(19) N7 0.019(2) 0.018(2) 0.029(3) -0.006(2) 0.007(2) -0.0039(19) N8 0.011(2) 0.018(2) 0.023(2) 0.0007(18) 0.0057(19) -0.0003(16) N9 0.015(2) 0.017(2) 0.024(2) -0.0004(19) 0.010(2) 0.0009(17) N10 0.026(3) 0.015(2) 0.038(3) -0.001(2) 0.017(2) -0.0032(19) O1 0.018(2) 0.0154(19) 0.032(2) 0.0013(16) 0.0068(18) 0.0031(15) O2 0.0145(18) 0.0174(19) 0.030(2) 0.0013(16) 0.0096(17) -0.0034(14) O4 0.020(2) 0.0095(18) 0.023(2) 0.0015(15) 0.0108(17) 0.0051(14) O9 0.020(2) 0.024(2) 0.0156(19) -0.0047(16) 0.0078(17) -0.0037(16) O6 0.0216(19) 0.023(2) 0.0154(18) 0.0013(15) 0.0088(16) 0.0036(16) O7 0.0201(19) 0.0152(18) 0.0160(18) -0.0013(14) 0.0092(16) -0.0005(14) O8 0.0121(18) 0.0150(19) 0.031(2) -0.0109(16) 0.0102(17) -0.0008(15) O10 0.021(2) 0.020(2) 0.020(2) 0.0025(17) 0.0082(18) 0.0014(17) O11 0.0177(19) 0.0180(19) 0.0138(18) -0.0009(15) 0.0065(16) -0.0013(15) O12 0.0096(17) 0.0198(19) 0.0130(17) -0.0008(15) 0.0006(14) -0.0010(14) O13 0.0132(18) 0.0170(19) 0.028(2) -0.0040(17) 0.0077(17) -0.0002(15) O14 0.0132(18) 0.020(2) 0.0187(18) 0.0027(15) 0.0070(16) 0.0001(14) O15 0.0157(19) 0.0148(19) 0.0156(19) 0.0050(17) 0.0039(17) 0.0042(16) O5 0.0119(18) 0.0156(19) 0.0162(18) -0.0029(15) 0.0055(16) -0.0035(14) O3 0.025(2) 0.0121(18) 0.026(2) 0.0004(16) 0.0146(18) 0.0081(16) O16 0.0212(19) 0.034(2) 0.036(2) 0.0138(18) 0.0137(18) -0.0020(17) O17 0.0218(19) 0.0134(18) 0.061(3) 0.0092(17) 0.022(2) 0.0045(14) O18 0.0125(18) 0.028(2) 0.036(2) -0.0036(17) 0.0130(17) -0.0022(15) O19 0.0123(17) 0.0234(19) 0.0232(19) 0.0006(15) 0.0049(15) -0.0046(14) O20 0.0186(19) 0.0152(18) 0.063(3) -0.0011(18) 0.017(2) -0.0029(14) O21 0.0190(19) 0.028(2) 0.042(2) 0.0011(18) 0.0049(18) 0.0073(16) O22 0.070(3) 0.038(3) 0.061(3) 0.028(3) 0.049(3) 0.034(3) O23 0.0221(19) 0.0177(19) 0.027(2) -0.0017(16) 0.0121(17) 0.0004(15) O24 0.031(2) 0.023(2) 0.028(2) 0.0002(17) 0.0050(19) 0.0007(17) O25 0.038(2) 0.023(2) 0.029(2) -0.0025(18) 0.014(2) -0.0112(18) O26 0.022(2) 0.022(2) 0.037(2) -0.0021(17) 0.0142(18) -0.0040(16) O27 0.022(2) 0.023(2) 0.030(2) 0.0017(18) 0.0116(19) -0.0063(16) O28 0.029(2) 0.031(2) 0.025(2) 0.0045(17) 0.0028(18) -0.0078(17) O29 0.050(3) 0.062(4) 0.080(4) -0.007(3) 0.027(3) 0.001(3) O33 0.053(3) 0.035(3) 0.094(4) -0.031(3) 0.055(3) -0.026(2) O34 0.0097(17) 0.023(2) 0.0099(17) -0.0056(16) 0.0021(15) -0.0026(16) O40 0.054(3) 0.078(4) 0.074(4) -0.002(3) 0.024(3) -0.001(3) O41 0.046(6) 0.013(5) 0.068(9) -0.004(5) 0.012(6) 0.000(4) O41' 0.028(5) 0.010(5) 0.094(10) 0.017(5) 0.016(7) 0.000(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co2 O5 2.068(2) . ? Co2 O15 2.095(2) . ? Co2 O4 2.110(3) . ? Co2 N4 2.138(4) . ? Co2 O3 2.155(2) . ? Co2 N3 2.175(4) . ? P3 O7 1.511(4) . ? P3 O6 1.531(4) . ? P3 O5 1.536(2) . ? P3 O8 1.612(4) . ? P4 O11 1.515(3) . ? P4 O12 1.517(4) . ? P4 O14 1.519(4) . ? P4 O13 1.621(4) . ? C1 N2 1.328(7) . ? C1 C2 1.385(7) . ? C2 C3 1.397(8) . ? C3 C4 1.395(7) . ? C3 C8 1.483(7) . ? C4 C5 1.376(7) . ? C5 N2 1.340(7) . ? C6 N3 1.344(7) . ? C6 C7 1.382(7) . ? C7 C8 1.387(7) . ? C8 C9 1.397(7) . ? C9 C10 1.382(7) . ? C10 N3 1.336(6) . ? C11 N4 1.341(7) . ? C11 C12 1.380(7) . ? C12 C13 1.377(7) . ? C13 C14 1.380(7) . ? C13 C17 1.501(7) . ? C14 C15 1.400(7) . ? C15 N4 1.311(7) . ? C17 C43 1.376(7) . ? C17 C18 1.378(8) . ? C18 C19 1.392(7) 1_756 ? C19 N1 1.322(7) . ? C19 C18 1.392(7) 1_354 ? C20 N1 1.343(7) . ? C20 C43 1.365(8) 1_354 ? C21 O1 1.240(6) . ? C21 N6 1.359(7) . ? C21 N5 1.400(6) . ? C22 N6 1.337(7) . ? C22 N7 1.338(7) . ? C22 C23 1.434(7) . ? C23 C24 1.344(7) . ? C24 N5 1.381(6) . ? C25 O2 1.272(6) . ? C25 N9 1.335(7) . ? C25 N8 1.373(6) . ? C26 N9 1.336(6) . ? C26 N10 1.338(7) . ? C26 C27 1.425(8) . ? C27 C28 1.345(7) . ? C28 N8 1.352(6) . ? C29 O20 1.413(5) . ? C29 C40 1.514(6) . ? C29 C42 1.521(8) . ? C30 O18 1.452(6) . ? C30 C31 1.496(7) . ? C30 C40 1.533(7) . ? C31 O8 1.435(6) . ? C33 O19 1.418(5) . ? C33 N5 1.476(6) . ? C33 C38 1.525(7) . ? C34 O19 1.459(6) . ? C34 C39 1.519(7) . ? C34 C35 1.516(7) . ? C35 O13 1.418(6) . ? C38 O17 1.423(6) . ? C38 C39 1.537(7) . ? C39 O16 1.404(6) . ? C40 O21 1.411(6) . ? C42 O18 1.419(5) . ? C42 N8 1.498(6) . ? C43 C20 1.365(8) 1_756 ? Co1 O11 2.083(3) . ? Co1 O34 2.084(3) . ? Co1 O9 2.103(3) . ? Co1 O10 2.120(4) . ? Co1 N1 2.155(4) . ? Co1 N2 2.160(4) . ? 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 O5 Co2 O15 88.13(9) . . ? O5 Co2 O4 178.51(9) . . ? O15 Co2 O4 90.46(9) . . ? O5 Co2 N4 86.35(15) . . ? O15 Co2 N4 89.95(13) . . ? O4 Co2 N4 93.17(14) . . ? O5 Co2 O3 96.51(9) . . ? O15 Co2 O3 175.19(12) . . ? O4 Co2 O3 84.88(9) . . ? N4 Co2 O3 89.09(13) . . ? O5 Co2 N3 88.85(13) . . ? O15 Co2 N3 87.73(13) . . ? O4 Co2 N3 91.57(13) . . ? N4 Co2 N3 174.74(19) . . ? O3 Co2 N3 93.61(13) . . ? O7 P3 O6 113.9(2) . . ? O7 P3 O5 112.44(18) . . ? O6 P3 O5 111.16(18) . . ? O7 P3 O8 103.1(2) . . ? O6 P3 O8 108.4(2) . . ? O5 P3 O8 107.23(18) . . ? O11 P4 O12 111.5(2) . . ? O11 P4 O14 112.7(2) . . ? O12 P4 O14 114.4(2) . . ? O11 P4 O13 106.8(2) . . ? O12 P4 O13 106.6(2) . . ? O14 P4 O13 104.1(2) . . ? N2 C1 C2 124.2(5) . . ? C1 C2 C3 118.8(5) . . ? C4 C3 C2 117.0(5) . . ? C4 C3 C8 121.7(5) . . ? C2 C3 C8 121.3(5) . . ? C5 C4 C3 119.7(5) . . ? N2 C5 C4 123.5(5) . . ? N3 C6 C7 122.2(5) . . ? C6 C7 C8 121.1(5) . . ? C7 C8 C9 116.2(5) . . ? C7 C8 C3 123.3(5) . . ? C9 C8 C3 120.4(5) . . ? C10 C9 C8 119.5(5) . . ? N3 C10 C9 123.8(5) . . ? N4 C11 C12 123.1(5) . . ? C13 C12 C11 120.1(5) . . ? C12 C13 C14 117.0(5) . . ? C12 C13 C17 122.6(5) . . ? C14 C13 C17 120.4(5) . . ? C13 C14 C15 119.3(5) . . ? N4 C15 C14 123.6(5) . . ? C43 C17 C18 117.2(5) . . ? C43 C17 C13 122.6(5) . . ? C18 C17 C13 120.2(5) . . ? C17 C18 C19 119.5(5) . 1_756 ? N1 C19 C18 123.2(5) . 1_354 ? N1 C20 C43 123.6(5) . 1_354 ? O1 C21 N6 122.8(5) . . ? O1 C21 N5 118.6(5) . . ? N6 C21 N5 118.6(5) . . ? N6 C22 N7 117.3(5) . . ? N6 C22 C23 121.4(5) . . ? N7 C22 C23 121.3(5) . . ? C24 C23 C22 117.7(5) . . ? C23 C24 N5 120.7(5) . . ? O2 C25 N9 120.9(5) . . ? O2 C25 N8 118.3(5) . . ? N9 C25 N8 120.8(5) . . ? N9 C26 N10 117.7(5) . . ? N9 C26 C27 121.7(5) . . ? N10 C26 C27 120.6(5) . . ? C28 C27 C26 116.9(5) . . ? C27 C28 N8 120.9(5) . . ? O20 C29 C40 108.8(4) . . ? O20 C29 C42 111.2(4) . . ? C40 C29 C42 100.9(4) . . ? O18 C30 C31 109.7(5) . . ? O18 C30 C40 102.6(4) . . ? C31 C30 C40 118.0(5) . . ? O8 C31 C30 110.3(4) . . ? O19 C33 N5 110.5(4) . . ? O19 C33 C38 107.0(4) . . ? N5 C33 C38 110.5(4) . . ? O19 C34 C39 103.4(4) . . ? O19 C34 C35 109.4(4) . . ? C39 C34 C35 118.5(5) . . ? O13 C35 C34 109.2(4) . . ? O17 C38 C33 108.7(4) . . ? O17 C38 C39 107.8(4) . . ? C33 C38 C39 100.4(4) . . ? O16 C39 C34 115.2(4) . . ? O16 C39 C38 111.4(4) . . ? C34 C39 C38 99.9(4) . . ? O21 C40 C29 113.9(4) . . ? O21 C40 C30 111.7(4) . . ? C29 C40 C30 101.1(4) . . ? O18 C42 N8 108.3(4) . . ? O18 C42 C29 108.1(4) . . ? N8 C42 C29 113.8(4) . . ? C20 C43 C17 119.9(6) 1_756 . ? O11 Co1 O34 94.53(13) . . ? O11 Co1 O9 175.63(12) . . ? O34 Co1 O9 89.79(11) . . ? O11 Co1 O10 93.53(14) . . ? O34 Co1 O10 171.91(15) . . ? O9 Co1 O10 82.14(13) . . ? O11 Co1 N1 87.71(16) . . ? O34 Co1 N1 87.87(15) . . ? O9 Co1 N1 93.08(14) . . ? O10 Co1 N1 93.16(16) . . ? O11 Co1 N2 84.81(15) . . ? O34 Co1 N2 88.47(15) . . ? O9 Co1 N2 94.69(13) . . ? O10 Co1 N2 91.56(17) . . ? N1 Co1 N2 171.40(19) . . ? C19 N1 C20 116.5(5) . . ? C19 N1 Co1 121.5(4) . . ? C20 N1 Co1 121.7(4) . . ? C1 N2 C5 116.8(5) . . ? C1 N2 Co1 122.5(4) . . ? C5 N2 Co1 119.7(4) . . ? C10 N3 C6 117.2(4) . . ? C10 N3 Co2 118.8(4) . . ? C6 N3 Co2 123.8(4) . . ? C15 N4 C11 117.0(5) . . ? C15 N4 Co2 118.1(4) . . ? C11 N4 Co2 124.4(4) . . ? C24 N5 C21 120.7(4) . . ? C24 N5 C33 123.5(4) . . ? C21 N5 C33 115.7(4) . . ? C22 N6 C21 120.9(5) . . ? C28 N8 C25 120.2(4) . . ? C28 N8 C42 121.5(4) . . ? C25 N8 C42 118.4(4) . . ? C26 N9 C25 119.0(5) . . ? C31 O8 P3 119.5(3) . . ? P4 O11 Co1 132.1(2) . . ? C35 O13 P4 118.1(3) . . ? P3 O5 Co2 128.49(14) . . ? C42 O18 C30 108.5(4) . . ? C33 O19 C34 108.9(4) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 29.14 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.662 _refine_diff_density_min -0.642 _refine_diff_density_rms 0.098 _database_code_depnum_ccdc_archive 'CCDC 896024' ####################################################################### # # 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_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H62 Cu2 N10 O27 P2' _chemical_formula_weight 1280.00 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' P P 0.1023 0.0942 '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 orthorhombic _symmetry_space_group_name_H-M C222(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.924(2) _cell_length_b 22.372(5) _cell_length_c 20.725(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5064.9(18) _cell_formula_units_Z 4 _cell_measurement_temperature 153.1500 _cell_measurement_reflns_used 8350 _cell_measurement_theta_min 2.0689 _cell_measurement_theta_max 29.1243 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.3990 _exptl_crystal_size_mid 0.3780 _exptl_crystal_size_min 0.2770 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.679 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2656 _exptl_absorpt_coefficient_mu 1.005 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8163 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153.1500 _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 'Bruker P4' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 21860 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 29.08 _reflns_number_total 6729 _reflns_number_gt 5863 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0596P)^2^+7.2934P] 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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.025(16) _refine_ls_number_reflns 6729 _refine_ls_number_parameters 364 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0550 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1186 _refine_ls_wR_factor_gt 0.1139 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 O26 O 0.5559(2) 0.35027(11) 0.87100(13) 0.0179(5) Uani 1 1 d . . . N4 N 0.0000 0.43283(16) 0.7500 0.0110(7) Uani 1 2 d S . . N3 N 0.0000 0.24849(15) 0.7500 0.0138(8) Uani 1 2 d S . . Cu1 Cu 0.0000 0.33982(2) 0.7500 0.00996(12) Uani 1 2 d S . . Cu2 Cu 0.5000 0.33991(2) 0.7500 0.01067(12) Uani 1 2 d S . . P3 P 0.25609(8) 0.32632(3) 0.82818(4) 0.00953(14) Uani 1 1 d . . . C1 C 0.2547(4) 0.23063(14) 0.90054(15) 0.0205(7) Uani 1 1 d . . . H1A H 0.2240 0.2612 0.9294 0.025 Uiso 1 1 calc R . . H1B H 0.3335 0.2174 0.9168 0.025 Uiso 1 1 calc R . . C2 C 0.1678(4) 0.17891(16) 0.90006(18) 0.0197(7) Uani 1 1 d . . . H2 H 0.0886 0.1908 0.8820 0.024 Uiso 1 1 calc R . . C4 C 0.5556(3) 0.21917(16) 0.79673(19) 0.0171(7) Uani 1 1 d . . . H4 H 0.5942 0.2402 0.8296 0.021 Uiso 1 1 calc R . . C5 C 0.5587(3) 0.15679(15) 0.79854(18) 0.0165(7) Uani 1 1 d . . . H5 H 0.5994 0.1370 0.8317 0.020 Uiso 1 1 calc R . . C6 C 0.4358(3) 0.46294(15) 0.79391(17) 0.0134(7) Uani 1 1 d . . . H6 H 0.3905 0.4420 0.8245 0.016 Uiso 1 1 calc R . . C8 C 0.5000 0.55734(19) 0.7500 0.0140(9) Uani 1 2 d S . . C9 C 0.5000 0.62372(19) 0.7500 0.0152(9) Uani 1 2 d S . . C10 C 0.4031(3) 0.65601(15) 0.7747(2) 0.0186(7) Uani 1 1 d . . . H10 H 0.3361 0.6361 0.7923 0.022 Uiso 1 1 calc R . . C20 C 0.1512(3) 0.15267(16) 0.96899(18) 0.0185(7) Uani 1 1 d . . . H20 H 0.2303 0.1522 0.9913 0.022 Uiso 1 1 calc R . . C21 C 0.2905(3) -0.02137(15) 0.89540(17) 0.0169(7) Uani 1 1 d . . . C23 C 0.4031(3) 0.06704(16) 0.92362(18) 0.0164(7) Uani 1 1 d . . . H23 H 0.4044 0.1080 0.9315 0.020 Uiso 1 1 calc R . . C24 C 0.5067(4) 0.03542(15) 0.92942(17) 0.0173(7) Uani 1 1 d . . . H24 H 0.5795 0.0531 0.9425 0.021 Uiso 1 1 calc R . . C25 C 0.4997(4) -0.02717(14) 0.91442(16) 0.0181(7) Uani 1 1 d . . . C26 C 0.6048(3) -0.03610(13) 0.75579(19) 0.0142(6) Uani 1 1 d . . . H26 H 0.6779 -0.0570 0.7599 0.017 Uiso 1 1 calc R . . C27 C 0.6084(3) 0.02566(13) 0.75581(18) 0.0140(6) Uani 1 1 d . . . H27 H 0.6830 0.0454 0.7597 0.017 Uiso 1 1 calc R . . C30 C 0.4341(3) 0.52460(14) 0.79573(18) 0.0141(7) Uani 1 1 d . . . H30 H 0.3892 0.5443 0.8273 0.017 Uiso 1 1 calc R . . C31 C 0.1117(4) 0.09032(18) 0.9556(2) 0.0225(8) Uani 1 1 d . . . H31 H 0.1322 0.0634 0.9913 0.027 Uiso 1 1 calc R . . C32 C 0.1838(3) 0.07486(15) 0.89456(18) 0.0169(7) Uani 1 1 d . . . H32 H 0.1307 0.0524 0.8651 0.020 Uiso 1 1 calc R . . C33 C 0.5000 0.12451(19) 0.7500 0.0135(9) Uani 1 2 d S . . C34 C 0.4051(3) 0.71775(15) 0.7735(2) 0.0190(8) Uani 1 1 d . . . H34 H 0.3381 0.7386 0.7895 0.023 Uiso 1 1 calc R . . C35 C 0.5000 0.05850(19) 0.7500 0.0130(9) Uani 1 2 d S . . N1 N 0.5000 0.43174(16) 0.7500 0.0124(8) Uani 1 2 d S . . N2 N 0.5000 0.25004(16) 0.7500 0.0126(7) Uani 1 2 d S . . N11 N 0.3950(3) -0.05360(13) 0.89882(15) 0.0173(6) Uani 1 1 d . . . N12 N 0.2953(3) 0.04021(12) 0.90634(15) 0.0154(6) Uani 1 1 d . . . N13 N 0.6017(3) -0.06014(15) 0.91510(17) 0.0244(8) Uani 1 1 d . . . H13A H 0.5985 -0.0975 0.9056 0.029 Uiso 1 1 calc R . . H13B H 0.6706 -0.0440 0.9251 0.029 Uiso 1 1 calc R . . O1 O 0.2702(2) 0.25554(9) 0.83733(11) 0.0140(5) Uani 1 1 d . . . O2 O 0.3124(2) 0.35731(11) 0.88570(12) 0.0151(5) Uani 1 1 d . . . O3 O 0.1211(2) 0.34112(10) 0.82123(12) 0.0117(5) Uani 1 1 d . . . O6 O 0.32431(19) 0.33928(10) 0.76520(11) 0.0119(5) Uani 1 1 d . . . O8 O -0.1542(2) 0.34070(10) 0.83184(12) 0.0154(5) Uani 1 1 d . . . H8C H -0.1837 0.3708 0.8514 0.018 Uiso 1 1 d R . . H8D H -0.1986 0.3340 0.7989 0.018 Uiso 1 1 d R . . O10 O 0.0668(3) 0.18711(12) 1.00467(15) 0.0258(6) Uani 1 1 d . . . H10A H 0.0796 0.1826 1.0434 0.039 Uiso 1 1 calc R . . O11 O -0.0163(3) 0.08598(13) 0.93806(17) 0.0346(7) Uani 1 1 d . . . H11 H -0.0465 0.1195 0.9371 0.052 Uiso 1 1 calc R . . O12 O 0.2179(2) 0.12932(10) 0.86474(12) 0.0177(6) Uani 1 1 d . . . O20 O 0.1903(3) -0.04404(12) 0.88265(15) 0.0254(6) Uani 1 1 d . . . O22 O 0.5433(3) 0.81119(15) 0.02804(19) 0.0480(10) Uani 1 1 d . . . H22C H 0.5455 0.7737 0.0213 0.058 Uiso 1 1 d R . . H22D H 0.6160 0.8246 0.0257 0.058 Uiso 1 1 d R . . O23 O 0.3113(5) 0.5000 1.0000 0.0610(17) Uani 1 2 d S . . H23C H 0.3569 0.5256 0.9815 0.073 Uiso 1 1 d R . . O24 O 0.3494(4) 0.76651(17) 0.93972(19) 0.0539(10) Uani 1 1 d . . . H24C H 0.3478 0.7891 0.9068 0.065 Uiso 1 1 d R . . H24D H 0.4048 0.7791 0.9651 0.065 Uiso 1 1 d R . . O25 O 0.2893(3) 0.65163(17) 0.98104(15) 0.0418(8) Uani 1 1 d . . . H25C H 0.3082 0.6868 0.9692 0.050 Uiso 1 1 d R . . H25D H 0.2968 0.6495 1.0218 0.050 Uiso 1 1 d R . . H26C H 0.4796 0.3553 0.8761 0.050 Uiso 1 1 d R . . H26D H 0.5917 0.3837 0.8750 0.050 Uiso 1 1 d 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 O26 0.0124(11) 0.0150(12) 0.0264(14) -0.0013(10) -0.0015(10) -0.0011(9) N4 0.0153(18) 0.0068(16) 0.0108(18) 0.000 -0.004(2) 0.000 N3 0.0125(18) 0.0033(16) 0.026(2) 0.000 -0.005(2) 0.000 Cu1 0.0091(2) 0.0038(2) 0.0170(3) 0.000 -0.0018(3) 0.000 Cu2 0.0086(2) 0.0040(2) 0.0193(3) 0.000 0.0020(3) 0.000 P3 0.0080(3) 0.0054(3) 0.0152(3) 0.0003(3) -0.0006(4) 0.0006(3) C1 0.035(2) 0.0130(14) 0.0140(15) 0.0019(11) 0.0014(19) 0.0033(18) C2 0.0258(18) 0.0125(16) 0.0207(18) 0.0002(14) 0.0064(15) 0.0019(14) C4 0.0168(17) 0.0102(16) 0.024(2) -0.0012(13) -0.0017(15) 0.0016(13) C5 0.0174(16) 0.0092(16) 0.0229(18) 0.0034(13) -0.0003(14) 0.0014(13) C6 0.0100(15) 0.0097(15) 0.0204(18) 0.0001(12) -0.0014(13) -0.0015(12) C8 0.011(2) 0.0055(19) 0.025(3) 0.000 -0.006(3) 0.000 C9 0.015(2) 0.0054(19) 0.025(3) 0.000 -0.007(3) 0.000 C10 0.0138(15) 0.0088(16) 0.033(2) -0.0005(13) 0.0014(15) 0.0011(13) C20 0.0185(16) 0.0154(17) 0.0217(18) 0.0016(13) 0.0029(14) -0.0008(14) C21 0.0253(18) 0.0105(15) 0.0148(17) -0.0031(12) -0.0007(14) -0.0019(13) C23 0.0175(17) 0.0136(16) 0.0180(18) -0.0019(13) -0.0010(14) -0.0009(14) C24 0.0159(15) 0.0165(15) 0.0194(17) -0.0045(12) -0.0008(16) 0.0030(15) C25 0.0255(17) 0.0131(15) 0.0157(16) -0.0010(12) 0.0025(17) 0.0052(16) C26 0.0137(14) 0.0076(14) 0.0213(18) -0.0010(13) 0.0040(15) 0.0004(11) C27 0.0117(13) 0.0073(13) 0.0231(18) -0.0008(13) -0.0034(15) -0.0028(11) C30 0.0134(15) 0.0074(15) 0.0216(18) -0.0020(12) -0.0045(14) 0.0008(12) C31 0.0194(17) 0.0209(19) 0.027(2) 0.0065(16) 0.0039(16) 0.0050(15) C32 0.0175(17) 0.0105(16) 0.0228(19) 0.0009(13) -0.0041(15) 0.0002(12) C33 0.013(2) 0.0071(19) 0.020(2) 0.000 0.002(3) 0.000 C34 0.0160(17) 0.0075(16) 0.034(2) -0.0018(13) 0.0008(16) -0.0009(13) C35 0.017(2) 0.007(2) 0.015(2) 0.000 0.002(3) 0.000 N1 0.0111(18) 0.0053(16) 0.021(2) 0.000 -0.005(2) 0.000 N2 0.0093(17) 0.0086(17) 0.020(2) 0.000 0.004(2) 0.000 N11 0.0231(16) 0.0100(14) 0.0189(16) -0.0031(11) 0.0016(13) 0.0021(12) N12 0.0165(14) 0.0098(13) 0.0198(15) -0.0031(11) -0.0044(12) -0.0010(11) N13 0.0222(17) 0.0226(18) 0.0285(19) -0.0088(14) 0.0026(14) 0.0055(14) O1 0.0188(13) 0.0082(10) 0.0149(11) 0.0026(8) 0.0030(10) 0.0028(9) O2 0.0128(11) 0.0152(12) 0.0172(12) 0.0000(9) -0.0007(10) -0.0017(9) O3 0.0071(10) 0.0093(11) 0.0188(12) -0.0010(9) -0.0015(9) -0.0006(8) O6 0.0075(9) 0.0112(11) 0.0171(12) 0.0026(9) 0.0016(8) 0.0000(8) O8 0.0175(11) 0.0100(11) 0.0186(12) -0.0044(10) -0.0006(10) 0.0031(9) O10 0.0320(15) 0.0194(14) 0.0261(15) -0.0045(11) 0.0065(13) 0.0033(12) O11 0.0228(16) 0.0307(16) 0.050(2) -0.0125(15) 0.0044(15) -0.0011(13) O12 0.0272(15) 0.0095(11) 0.0166(12) 0.0017(9) 0.0054(10) 0.0040(9) O20 0.0278(15) 0.0111(12) 0.0372(17) -0.0024(11) -0.0064(13) -0.0047(11) O22 0.047(2) 0.0294(19) 0.068(3) -0.0073(17) 0.0152(19) 0.0041(15) O23 0.049(3) 0.036(3) 0.099(5) 0.006(3) 0.000 0.000 O24 0.068(3) 0.052(2) 0.042(2) 0.0253(19) 0.001(2) 0.004(2) O25 0.0391(18) 0.058(2) 0.0279(17) -0.0079(15) -0.0010(14) 0.0102(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 N4 C26 1.345(4) 5_455 ? N4 C26 1.345(4) 7_556 ? N4 Cu1 2.081(4) . ? N3 C34 1.336(4) 7_546 ? N3 C34 1.336(4) 5_445 ? N3 Cu1 2.043(3) . ? Cu1 O3 1.983(2) . ? Cu1 O3 1.983(2) 3_556 ? Cu1 O8 2.391(2) . ? Cu1 O8 2.391(2) 3_556 ? Cu2 O6 1.945(2) . ? Cu2 O6 1.945(2) 3_656 ? Cu2 N2 2.011(4) . ? Cu2 N1 2.054(4) . ? P3 O2 1.510(3) . ? P3 O3 1.518(2) . ? P3 O6 1.531(2) . ? P3 O1 1.602(2) . ? C1 O1 1.434(4) . ? C1 C2 1.497(5) . ? C2 O12 1.438(4) . ? C2 C20 1.555(5) . ? C4 N2 1.336(4) . ? C4 C5 1.397(5) . ? C5 C33 1.395(4) . ? C6 N1 1.344(4) . ? C6 C30 1.380(4) . ? C8 C30 1.397(4) 3_656 ? C8 C30 1.397(4) . ? C8 C9 1.485(6) . ? C9 C10 1.380(4) . ? C9 C10 1.380(4) 3_656 ? C10 C34 1.382(5) . ? C20 O10 1.411(4) . ? C20 C31 1.486(5) . ? C21 O20 1.235(4) . ? C21 N11 1.352(5) . ? C21 N12 1.397(4) . ? C23 C24 1.340(5) . ? C23 N12 1.370(4) . ? C24 C25 1.436(4) . ? C25 N11 1.327(5) . ? C25 N13 1.337(5) . ? C26 N4 1.345(4) 5_545 ? C26 C27 1.382(4) . ? C27 C35 1.399(4) . ? C31 O11 1.448(5) . ? C31 C32 1.530(5) . ? C32 O12 1.416(4) . ? C32 N12 1.464(4) . ? C33 C5 1.395(4) 3_656 ? C33 C35 1.477(6) . ? C34 N3 1.336(4) 5 ? C35 C27 1.399(4) 3_656 ? N1 C6 1.344(4) 3_656 ? N2 C4 1.336(4) 3_656 ? 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 C26 N4 C26 117.7(4) 5_455 7_556 ? C26 N4 Cu1 121.14(19) 5_455 . ? C26 N4 Cu1 121.14(19) 7_556 . ? C34 N3 C34 118.0(4) 7_546 5_445 ? C34 N3 Cu1 121.0(2) 7_546 . ? C34 N3 Cu1 121.0(2) 5_445 . ? O3 Cu1 O3 178.32(13) . 3_556 ? O3 Cu1 N3 90.84(7) . . ? O3 Cu1 N3 90.84(7) 3_556 . ? O3 Cu1 N4 89.16(7) . . ? O3 Cu1 N4 89.16(7) 3_556 . ? N3 Cu1 N4 180.000(1) . . ? O3 Cu1 O8 86.67(9) . . ? O3 Cu1 O8 93.31(9) 3_556 . ? N3 Cu1 O8 90.47(6) . . ? N4 Cu1 O8 89.53(6) . . ? O3 Cu1 O8 93.32(9) . 3_556 ? O3 Cu1 O8 86.67(9) 3_556 3_556 ? N3 Cu1 O8 90.47(6) . 3_556 ? N4 Cu1 O8 89.53(6) . 3_556 ? O8 Cu1 O8 179.05(11) . 3_556 ? O6 Cu2 O6 179.17(13) . 3_656 ? O6 Cu2 N2 89.59(7) . . ? O6 Cu2 N2 89.59(7) 3_656 . ? O6 Cu2 N1 90.41(7) . . ? O6 Cu2 N1 90.41(6) 3_656 . ? N2 Cu2 N1 180.000(1) . . ? O2 P3 O3 111.73(14) . . ? O2 P3 O6 112.84(13) . . ? O3 P3 O6 110.53(13) . . ? O2 P3 O1 108.74(13) . . ? O3 P3 O1 108.65(13) . . ? O6 P3 O1 103.97(12) . . ? O1 C1 C2 111.7(3) . . ? O12 C2 C1 111.0(3) . . ? O12 C2 C20 102.7(3) . . ? C1 C2 C20 111.1(3) . . ? N2 C4 C5 123.2(3) . . ? C33 C5 C4 119.1(3) . . ? N1 C6 C30 123.0(3) . . ? C30 C8 C30 116.8(4) 3_656 . ? C30 C8 C9 121.6(2) 3_656 . ? C30 C8 C9 121.6(2) . . ? C10 C9 C10 116.9(4) . 3_656 ? C10 C9 C8 121.6(2) . . ? C10 C9 C8 121.6(2) 3_656 . ? C9 C10 C34 120.3(3) . . ? O10 C20 C31 114.9(3) . . ? O10 C20 C2 110.6(3) . . ? C31 C20 C2 102.5(3) . . ? O20 C21 N11 122.7(3) . . ? O20 C21 N12 118.2(3) . . ? N11 C21 N12 119.1(3) . . ? C24 C23 N12 121.2(3) . . ? C23 C24 C25 116.8(4) . . ? N11 C25 N13 118.4(3) . . ? N11 C25 C24 122.2(3) . . ? N13 C25 C24 119.4(4) . . ? N4 C26 C27 122.8(3) 5_545 . ? C26 C27 C35 120.1(3) . . ? C6 C30 C8 119.9(3) . . ? O11 C31 C20 113.0(3) . . ? O11 C31 C32 105.9(3) . . ? C20 C31 C32 102.6(3) . . ? O12 C32 N12 108.0(3) . . ? O12 C32 C31 107.6(3) . . ? N12 C32 C31 114.2(3) . . ? C5 C33 C5 117.6(4) . 3_656 ? C5 C33 C35 121.2(2) . . ? C5 C33 C35 121.2(2) 3_656 . ? N3 C34 C10 122.3(3) 5 . ? C27 C35 C27 116.6(4) . 3_656 ? C27 C35 C33 121.69(19) . . ? C27 C35 C33 121.68(19) 3_656 . ? C6 N1 C6 117.4(4) . 3_656 ? C6 N1 Cu2 121.30(19) . . ? C6 N1 Cu2 121.30(19) 3_656 . ? C4 N2 C4 117.7(4) . 3_656 ? C4 N2 Cu2 121.1(2) . . ? C4 N2 Cu2 121.1(2) 3_656 . ? C25 N11 C21 120.2(3) . . ? C23 N12 C21 120.4(3) . . ? C23 N12 C32 121.8(3) . . ? C21 N12 C32 117.7(3) . . ? C1 O1 P3 118.8(2) . . ? P3 O3 Cu1 135.70(15) . . ? P3 O6 Cu2 128.30(14) . . ? C32 O12 C2 110.0(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 29.08 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.015 _refine_diff_density_min -0.544 _refine_diff_density_rms 0.101 _database_code_depnum_ccdc_archive 'CCDC 896025' ####################################################################### # # 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_CMP-bipy-Ni(6) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H74 N10 Ni2 O33 P2' _chemical_formula_weight 1378.43 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' P P 0.1023 0.0942 '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 12.387(3) _cell_length_b 18.193(4) _cell_length_c 14.163(3) _cell_angle_alpha 90.00 _cell_angle_beta 115.87(3) _cell_angle_gamma 90.00 _cell_volume 2872.0(10) _cell_formula_units_Z 2 _cell_measurement_temperature 153.1500 _cell_measurement_reflns_used 8606 _cell_measurement_theta_min 2.7511 _cell_measurement_theta_max 29.0669 _exptl_crystal_description Prism _exptl_crystal_colour Green _exptl_crystal_size_max 0.6000 _exptl_crystal_size_mid 0.1460 _exptl_crystal_size_min 0.0300 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1444 _exptl_absorpt_coefficient_mu 0.816 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8437 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153.1500 _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 24983 _diffrn_reflns_av_R_equivalents 0.0616 _diffrn_reflns_av_sigmaI/netI 0.1146 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 29.04 _reflns_number_total 13112 _reflns_number_gt 9141 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0476P)^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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.022(17) _refine_ls_number_reflns 13112 _refine_ls_number_parameters 770 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0998 _refine_ls_R_factor_gt 0.0673 _refine_ls_wR_factor_ref 0.1379 _refine_ls_wR_factor_gt 0.1197 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 Ni1 Ni -0.00964(7) 0.45938(4) 0.43928(6) 0.01261(18) Uani 1 1 d . . . Ni2 Ni 0.98724(7) 0.39629(4) 0.94407(6) 0.01217(18) Uani 1 1 d . . . P3 P -0.08231(15) 0.36137(10) 0.59882(13) 0.0137(4) Uani 1 1 d . . . P4 P 0.92898(15) 0.50478(9) 1.09946(13) 0.0132(4) Uani 1 1 d . . . C1 C 1.6383(5) 0.3803(4) 1.2238(5) 0.0188(14) Uani 1 1 d . . . H1 H 1.6115 0.3360 1.1883 0.023 Uiso 1 1 calc R . . C2 C 1.5550(6) 0.4344(4) 1.2186(5) 0.0150(14) Uani 1 1 d . . . C3 C 1.6038(6) 0.5003(4) 1.2722(5) 0.0202(15) Uani 1 1 d . . . H3 H 1.5535 0.5387 1.2704 0.024 Uiso 1 1 calc R . . C4 C 1.3734(6) 0.3546(4) 1.1353(5) 0.0161(14) Uani 1 1 d . . . H4 H 1.4221 0.3132 1.1559 0.019 Uiso 1 1 calc R . . C5 C 1.4239(6) 0.4230(4) 1.1610(5) 0.0136(13) Uani 1 1 d . . . C6 C 1.3439(6) 0.4824(4) 1.1291(5) 0.0162(14) Uani 1 1 d . . . H6A H 1.3730 0.5302 1.1455 0.019 Uiso 1 1 calc R . . C7 C 1.2230(6) 0.4706(4) 1.0739(5) 0.0185(15) Uani 1 1 d . . . H7A H 1.1724 0.5113 1.0547 0.022 Uiso 1 1 calc R . . C8 C 1.2499(6) 0.3465(4) 1.0786(5) 0.0176(14) Uani 1 1 d . . . H8A H 1.2183 0.2993 1.0623 0.021 Uiso 1 1 calc R . . C9 C 0.7288(6) 0.3417(4) 0.8256(6) 0.0205(15) Uani 1 1 d . . . H9A H 0.7605 0.2956 0.8511 0.025 Uiso 1 1 calc R . . C10 C 0.6051(6) 0.3489(4) 0.7698(5) 0.0198(15) Uani 1 1 d . . . H10A H 0.5565 0.3078 0.7596 0.024 Uiso 1 1 calc R . . C11 C 0.5533(5) 0.4154(4) 0.7296(5) 0.0125(13) Uani 1 1 d . . . C12 C 0.6304(6) 0.4742(4) 0.7470(5) 0.0233(16) Uani 1 1 d . . . H12 H 0.5998 0.5203 0.7204 0.028 Uiso 1 1 calc R . . C13 C 0.7543(5) 0.4646(4) 0.8045(5) 0.0181(14) Uani 1 1 d . . . H13 H 0.8045 0.5050 0.8162 0.022 Uiso 1 1 calc R . . C14 C 0.4199(6) 0.4257(4) 0.6676(5) 0.0112(13) Uani 1 1 d . . . C15 C 0.3412(5) 0.3670(4) 0.6418(5) 0.0175(14) Uani 1 1 d . . . H15 H 0.3692 0.3196 0.6634 0.021 Uiso 1 1 calc R . . C16 C 0.2184(6) 0.3805(4) 0.5824(5) 0.0173(14) Uani 1 1 d . . . H16 H 0.1659 0.3409 0.5671 0.021 Uiso 1 1 calc R . . C17 C 0.2477(6) 0.5025(4) 0.5722(5) 0.0192(15) Uani 1 1 d U . . H17 H 0.2172 0.5491 0.5483 0.023 Uiso 1 1 calc R . . C18 C 0.3706(6) 0.4957(4) 0.6331(5) 0.0217(16) Uani 1 1 d . . . H18 H 0.4196 0.5370 0.6508 0.026 Uiso 1 1 calc R . . C19 C -0.2408(6) 0.3924(4) 0.2809(5) 0.0241(15) Uani 1 1 d . . . H19 H -0.1882 0.3553 0.2828 0.029 Uiso 1 1 calc R . . C20 C -0.2728(6) 0.5077(4) 0.3279(5) 0.0173(14) Uani 1 1 d . . . H20 H -0.2427 0.5518 0.3627 0.021 Uiso 1 1 calc R . . C21 C -0.6644(6) 0.4523(4) 0.3775(5) 0.0166(14) Uani 1 1 d . . . C22 C -0.5369(6) 0.4457(4) 0.4356(5) 0.0174(14) Uani 1 1 d . . . H22 H -0.4876 0.4867 0.4502 0.021 Uiso 1 1 calc R . . C23 C -0.4904(5) 0.3783(3) 0.4688(5) 0.0164(13) Uani 1 1 d . . . H23 H -0.4078 0.3721 0.5049 0.020 Uiso 1 1 calc R . . C24 C -0.6909(6) 0.3266(4) 0.3973(5) 0.0176(14) Uani 1 1 d . . . C25 C 0.7953(5) 0.6230(4) 1.0243(5) 0.0237(15) Uani 1 1 d . . . H25A H 0.8086 0.6262 0.9618 0.028 Uiso 1 1 calc R . . H25B H 0.8579 0.6508 1.0795 0.028 Uiso 1 1 calc R . . C26 C 0.6760(5) 0.6556(4) 1.0023(5) 0.0206(15) Uani 1 1 d . . . H26 H 0.6778 0.7084 0.9894 0.025 Uiso 1 1 calc R . . C28 C 0.4726(5) 0.6241(3) 0.9165(5) 0.0178(13) Uani 1 1 d . . . H28 H 0.4158 0.6541 0.8586 0.021 Uiso 1 1 calc R . . C32 C 0.4959(5) 0.4876(4) 0.9339(5) 0.0180(14) Uani 1 1 d . . . H32 H 0.5786 0.4941 0.9622 0.022 Uiso 1 1 calc R . . C33 C 0.4517(6) 0.4193(4) 0.9200(5) 0.0183(15) Uani 1 1 d . . . H33 H 0.5017 0.3784 0.9406 0.022 Uiso 1 1 calc R . . C34 C 0.3242(6) 0.4122(4) 0.8722(5) 0.0168(15) Uani 1 1 d . . . C35 C 0.2999(5) 0.5392(4) 0.8710(5) 0.0145(13) Uani 1 1 d . . . C36 C -0.2014(5) 0.2376(4) 0.5634(5) 0.0201(14) Uani 1 1 d . . . H36A H -0.1641 0.2238 0.6369 0.024 Uiso 1 1 calc R . . H36B H -0.1532 0.2180 0.5306 0.024 Uiso 1 1 calc R . . C37 C -0.3281(6) 0.2063(4) 0.5100(5) 0.0161(14) Uani 1 1 d . . . H37 H -0.3241 0.1535 0.5250 0.019 Uiso 1 1 calc R . . C41 C -0.5234(5) 0.2417(3) 0.4774(5) 0.0185(13) Uani 1 1 d . . . H41 H -0.5736 0.2165 0.5050 0.022 Uiso 1 1 calc R . . C42 C 0.4955(5) 0.6612(3) 1.0214(5) 0.0220(13) Uani 1 1 d . . . H42 H 0.4469 0.6398 1.0535 0.026 Uiso 1 1 calc R . . C43 C 0.6299(5) 0.6438(3) 1.0837(5) 0.0214(14) Uani 1 1 d . . . H43 H 0.6407 0.5923 1.1066 0.026 Uiso 1 1 calc R . . C44 C -0.5280(5) 0.2001(3) 0.3819(5) 0.0211(13) Uani 1 1 d . . . H44 H -0.5916 0.2178 0.3156 0.025 Uiso 1 1 calc R . . C45 C -0.4011(5) 0.2171(3) 0.3931(5) 0.0180(14) Uani 1 1 d . . . H45 H -0.3964 0.2685 0.3746 0.022 Uiso 1 1 calc R . . N1 N 1.1738(5) 0.4044(3) 1.0463(4) 0.0141(11) Uani 1 1 d . . . N2 N 0.8040(4) 0.3983(3) 0.8439(4) 0.0170(12) Uani 1 1 d . . . N3 N 0.1718(4) 0.4473(3) 0.5463(4) 0.0113(11) Uani 1 1 d . . . N4 N -0.1941(4) 0.4545(3) 0.3342(4) 0.0139(11) Uani 1 1 d . . . N5 N -0.7370(5) 0.3949(3) 0.3613(4) 0.0182(12) Uani 1 1 d . . . N6 N -0.5663(4) 0.3184(3) 0.4488(4) 0.0142(11) Uani 1 1 d . . . N7 N -0.7148(5) 0.5166(3) 0.3380(4) 0.0206(12) Uani 1 1 d . . . H7B H -0.7915 0.5199 0.3036 0.025 Uiso 1 1 calc R . . H7C H -0.6707 0.5549 0.3469 0.025 Uiso 1 1 calc R . . N8 N 0.2518(5) 0.4721(3) 0.8514(4) 0.0169(12) Uani 1 1 d . . . N9 N 0.2697(5) 0.3466(3) 0.8456(5) 0.0248(14) Uani 1 1 d . . . H9B H 0.1927 0.3439 0.8169 0.030 Uiso 1 1 calc R . . H9C H 0.3119 0.3071 0.8572 0.030 Uiso 1 1 calc R . . N10 N 0.4230(4) 0.5483(3) 0.9077(4) 0.0155(11) Uani 1 1 d . . . O1 O -0.7559(4) 0.2718(3) 0.3807(4) 0.0211(11) Uani 1 1 d . . . O2 O -0.2080(4) 0.3161(3) 0.5537(3) 0.0191(10) Uani 1 1 d . . . O3 O -0.1139(4) 0.4352(2) 0.6325(3) 0.0157(10) Uani 1 1 d . . . O4 O 0.0096(4) 0.3160(3) 0.6888(3) 0.0166(10) Uani 1 1 d . . . O5 O -0.0483(4) 0.3682(3) 0.5080(3) 0.0157(10) Uani 1 1 d . . . O6 O -0.0430(4) 0.5334(2) 0.5352(3) 0.0169(10) Uani 1 1 d . . . H6D H 0.0099 0.5651 0.5702 0.020 Uiso 1 1 d R . . H6 H -0.0651 0.5111 0.5740 0.025 Uiso 1 1 d R . . O7 O 0.0261(4) 0.5548(3) 0.3744(3) 0.0190(10) Uani 1 1 d . . . H7F H -0.0064 0.5948 0.3797 0.023 Uiso 1 1 d R . . H7 H 0.0072 0.5482 0.3119 0.029 Uiso 1 1 d R . . O8 O 0.0261(4) 0.3965(3) 0.3339(3) 0.0153(9) Uani 1 1 d . . . H8D H 0.0939 0.3966 0.3322 0.018 Uiso 1 1 d R . . H8 H -0.0293 0.4005 0.2750 0.023 Uiso 1 1 d R . . O9 O 1.0189(4) 0.4592(3) 0.8376(3) 0.0163(10) Uani 1 1 d . . . H9F H 1.0904 0.4638 0.8449 0.020 Uiso 1 1 d R . . H9 H 0.9761 0.4449 0.7779 0.024 Uiso 1 1 d R . . O10 O 1.0142(4) 0.2990(3) 0.8782(3) 0.0155(10) Uani 1 1 d . . . H10D H 0.9793 0.2605 0.8849 0.019 Uiso 1 1 d R . . H10 H 0.9949 0.3052 0.8155 0.023 Uiso 1 1 d R . . O11 O 0.9499(4) 0.3270(3) 1.0450(3) 0.0175(10) Uani 1 1 d . . . H11C H 0.9390 0.3613 1.0807 0.021 Uiso 1 1 d R . . H11 H 1.0099 0.3030 1.0811 0.026 Uiso 1 1 d R . . O13 O 0.9603(4) 0.4939(2) 1.0075(3) 0.0144(10) Uani 1 1 d . . . O14 O 1.0234(4) 0.5527(3) 1.1853(3) 0.0168(10) Uani 1 1 d . . . O15 O 0.9033(4) 0.4333(2) 1.1397(3) 0.0149(10) Uani 1 1 d . . . O16 O 0.8022(4) 0.5480(3) 1.0555(4) 0.0164(10) Uani 1 1 d . . . O17 O 0.8830(4) 0.1667(3) 0.8749(3) 0.0223(10) Uani 1 1 d . . . H17C H 0.9088 0.1335 0.8478 0.027 Uiso 1 1 d R . . H17D H 0.9034 0.1553 0.9386 0.027 Uiso 1 1 d R . . O18 O 0.8644(4) 0.1401(3) 0.3525(4) 0.0256(11) Uani 1 1 d . . . H18C H 0.9087 0.1780 0.3655 0.031 Uiso 1 1 d R . . H18D H 0.8373 0.1303 0.2874 0.031 Uiso 1 1 d R . . O19 O 0.1225(4) 0.2311(3) 0.1682(4) 0.0303(12) Uani 1 1 d . . . H19C H 0.1537 0.2374 0.2342 0.036 Uiso 1 1 d R . . H19D H 0.0775 0.1934 0.1528 0.036 Uiso 1 1 d R . . O20 O 0.0040(5) 0.2569(3) 0.4105(4) 0.0392(15) Uani 1 1 d . . . H20C H 0.0662 0.2616 0.4000 0.047 Uiso 1 1 d R . . H20D H 0.0252 0.2389 0.4714 0.047 Uiso 1 1 d R . . O21 O 0.0976(4) 0.1867(3) 0.6469(3) 0.0222(11) Uani 1 1 d . . . H21C H 0.0634 0.2257 0.6530 0.027 Uiso 1 1 d R . . H21D H 0.1653 0.1835 0.6999 0.027 Uiso 1 1 d R . . O22 O 0.0328(4) 0.6122(3) 0.9160(4) 0.0269(11) Uani 1 1 d . . . H22C H 0.0918 0.6027 0.9026 0.032 Uiso 1 1 d R . . H22D H 0.0173 0.5742 0.9429 0.032 Uiso 1 1 d R . . O23 O 0.2368(4) 0.5962(3) 0.8599(4) 0.0211(11) Uani 1 1 d . . . O28 O -0.4025(4) 0.2411(2) 0.5539(3) 0.0202(9) Uani 1 1 d . . . O30 O 0.5834(4) 0.6210(3) 0.9093(4) 0.0243(11) Uani 1 1 d . . . O31 O 0.4823(4) 0.7382(2) 1.0104(4) 0.0307(11) Uani 1 1 d . . . H31 H 0.4128 0.7495 0.9961 0.046 Uiso 1 1 calc R . . O32 O 0.6880(4) 0.6911(3) 1.1719(3) 0.0324(11) Uani 1 1 d . . . H32A H 0.6384 0.7075 1.1901 0.049 Uiso 1 1 calc R . . O33 O -0.3680(4) 0.1698(3) 0.3298(3) 0.0280(10) Uani 1 1 d . . . H33A H -0.2948 0.1696 0.3522 0.042 Uiso 1 1 calc R . . O34 O -0.5343(4) 0.1238(2) 0.3963(4) 0.0293(11) Uani 1 1 d . . . H34 H -0.5983 0.1139 0.3975 0.044 Uiso 1 1 calc R . . O35 O 0.2284(5) 0.1757(3) 0.5257(4) 0.0511(15) Uani 1 1 d . . . H35D H 0.1804 0.1901 0.5502 0.061 Uiso 1 1 d R . . H35C H 0.2259 0.2016 0.4748 0.061 Uiso 1 1 d R . . O36 O 0.6453(4) 0.1548(3) 0.7310(3) 0.0320(11) Uani 1 1 d . . . H36E H 0.7187 0.1591 0.7745 0.038 Uiso 1 1 d R . . H36F H 0.6326 0.1815 0.6779 0.038 Uiso 1 1 d R . . O37 O 0.7215(4) 0.5597(3) 0.5795(4) 0.0460(14) Uani 1 1 d . . . H37C H 0.7717 0.5248 0.5932 0.055 Uiso 1 1 d R . . H37D H 0.7406 0.5935 0.5481 0.055 Uiso 1 1 d R . . O40 O 0.5751(5) 0.6884(3) 0.2870(4) 0.0584(17) Uani 1 1 d . . . H40C H 0.6316 0.6831 0.3483 0.070 Uiso 1 1 d R . . H40D H 0.5093 0.6768 0.2884 0.070 Uiso 1 1 d R . . O42 O 0.2416(5) 0.7444(4) 0.9376(7) 0.119(4) Uani 1 1 d . . . H42C H 0.1783 0.7618 0.9382 0.142 Uiso 1 1 d R . . H42D H 0.2273 0.7009 0.9133 0.142 Uiso 1 1 d 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 Ni1 0.0070(4) 0.0148(4) 0.0122(4) 0.0001(3) 0.0007(3) 0.0006(3) Ni2 0.0069(4) 0.0136(4) 0.0123(4) 0.0004(3) 0.0008(3) 0.0004(3) P3 0.0083(7) 0.0164(9) 0.0124(8) 0.0011(7) 0.0007(6) -0.0019(6) P4 0.0096(8) 0.0145(8) 0.0143(8) 0.0004(7) 0.0040(7) 0.0019(6) C1 0.006(3) 0.019(4) 0.028(3) -0.007(3) 0.003(3) 0.001(2) C2 0.011(3) 0.021(3) 0.010(3) 0.001(3) 0.003(2) -0.004(3) C3 0.010(3) 0.020(4) 0.029(4) 0.005(3) 0.007(3) 0.004(3) C4 0.007(3) 0.016(3) 0.021(3) 0.001(3) 0.002(3) 0.005(2) C5 0.009(3) 0.016(3) 0.016(3) 0.002(3) 0.005(3) 0.001(2) C6 0.015(3) 0.012(3) 0.016(3) -0.006(3) 0.002(3) -0.004(2) C7 0.009(3) 0.022(4) 0.019(3) -0.003(3) 0.001(3) -0.001(3) C8 0.014(3) 0.017(3) 0.022(3) 0.003(3) 0.009(3) 0.002(2) C9 0.015(3) 0.011(3) 0.030(4) -0.001(3) 0.004(3) -0.002(3) C10 0.007(3) 0.020(4) 0.024(4) 0.006(3) -0.001(3) 0.000(2) C11 0.006(3) 0.016(3) 0.012(3) -0.003(2) 0.001(2) -0.001(2) C12 0.008(3) 0.024(4) 0.030(4) 0.013(3) 0.002(3) -0.001(2) C13 0.007(3) 0.016(3) 0.022(3) 0.007(3) -0.002(2) -0.005(2) C14 0.010(3) 0.013(3) 0.009(3) 0.003(2) 0.003(2) 0.002(2) C15 0.003(3) 0.020(3) 0.022(3) 0.006(3) -0.002(2) 0.000(2) C16 0.013(3) 0.015(3) 0.020(3) -0.006(3) 0.003(3) -0.001(2) C17 0.006(3) 0.019(3) 0.025(3) 0.004(3) -0.001(3) 0.006(2) C18 0.012(3) 0.026(4) 0.023(4) 0.004(3) 0.004(3) 0.000(3) C19 0.009(3) 0.025(4) 0.029(3) -0.004(3) 0.000(3) 0.002(3) C20 0.009(3) 0.016(3) 0.021(3) -0.001(3) 0.001(3) -0.004(2) C21 0.022(3) 0.015(3) 0.016(3) -0.003(3) 0.011(3) -0.004(3) C22 0.018(3) 0.017(3) 0.018(3) -0.004(3) 0.008(3) -0.002(3) C23 0.011(3) 0.018(3) 0.017(3) -0.002(2) 0.003(2) -0.002(2) C24 0.020(3) 0.017(3) 0.014(3) -0.009(3) 0.006(3) 0.000(2) C25 0.008(3) 0.018(3) 0.040(4) 0.008(3) 0.005(3) 0.003(2) C26 0.007(3) 0.015(3) 0.036(4) 0.006(3) 0.006(3) 0.004(3) C28 0.008(3) 0.017(3) 0.023(3) 0.007(3) 0.003(2) 0.005(2) C32 0.009(3) 0.022(3) 0.019(3) 0.004(3) 0.002(2) 0.009(2) C33 0.018(3) 0.021(4) 0.020(3) 0.006(3) 0.011(3) 0.006(3) C34 0.022(3) 0.016(4) 0.016(3) -0.001(3) 0.012(3) -0.006(3) C35 0.010(3) 0.023(3) 0.010(3) -0.004(2) 0.003(2) -0.001(2) C36 0.011(3) 0.024(3) 0.019(3) 0.004(3) 0.001(2) 0.002(2) C37 0.012(3) 0.014(3) 0.021(3) -0.002(3) 0.006(3) 0.004(3) C41 0.006(3) 0.025(3) 0.019(3) -0.005(3) 0.001(2) -0.001(2) C42 0.022(3) 0.009(3) 0.037(4) 0.002(3) 0.015(3) -0.002(2) C43 0.009(3) 0.019(3) 0.028(3) 0.004(3) 0.001(3) 0.001(2) C44 0.009(3) 0.019(3) 0.027(3) -0.007(3) -0.001(2) -0.005(2) C45 0.009(3) 0.019(3) 0.022(3) 0.000(3) 0.003(2) -0.001(2) N1 0.009(3) 0.017(3) 0.015(3) 0.002(2) 0.004(2) 0.002(2) N2 0.006(2) 0.022(3) 0.019(3) -0.004(3) 0.001(2) 0.000(2) N3 0.004(2) 0.015(3) 0.013(3) 0.005(2) 0.002(2) 0.002(2) N4 0.009(2) 0.013(3) 0.012(2) -0.002(2) -0.003(2) 0.001(2) N5 0.019(3) 0.016(3) 0.020(3) 0.002(3) 0.009(2) 0.006(2) N6 0.011(2) 0.007(2) 0.022(3) 0.000(2) 0.004(2) -0.0016(18) N7 0.018(3) 0.015(3) 0.025(3) 0.005(2) 0.006(2) 0.004(2) N8 0.006(2) 0.024(3) 0.019(3) -0.003(2) 0.005(2) 0.001(2) N9 0.022(3) 0.015(3) 0.041(4) 0.002(3) 0.018(3) 0.001(2) N10 0.010(2) 0.015(3) 0.018(3) -0.001(2) 0.003(2) 0.0016(19) O1 0.014(2) 0.014(2) 0.030(3) -0.001(2) 0.005(2) -0.0059(18) O2 0.015(2) 0.014(2) 0.023(2) 0.000(2) 0.004(2) -0.0056(19) O3 0.012(2) 0.015(2) 0.016(2) -0.0009(18) 0.0018(17) 0.0014(17) O4 0.009(2) 0.022(3) 0.013(2) 0.0041(19) -0.0008(17) 0.0066(17) O5 0.015(2) 0.016(2) 0.014(2) -0.0006(19) 0.0044(19) 0.0010(19) O6 0.015(2) 0.015(2) 0.019(2) -0.0011(19) 0.0058(19) -0.0014(18) O7 0.023(3) 0.015(2) 0.014(2) 0.0028(19) 0.003(2) 0.003(2) O8 0.012(2) 0.020(2) 0.015(2) 0.001(2) 0.0068(18) 0.000(2) O9 0.007(2) 0.021(3) 0.016(2) 0.001(2) 0.0007(17) -0.0061(19) O10 0.015(2) 0.015(2) 0.017(2) 0.0007(19) 0.0072(19) -0.0016(18) O11 0.015(2) 0.018(2) 0.019(2) 0.002(2) 0.007(2) -0.0035(19) O13 0.011(2) 0.016(2) 0.014(2) -0.0011(19) 0.0034(18) 0.0019(18) O14 0.019(2) 0.018(2) 0.012(2) -0.0008(18) 0.0051(18) 0.0024(18) O15 0.016(2) 0.011(2) 0.018(2) -0.0012(17) 0.0085(18) -0.0023(17) O16 0.009(2) 0.014(2) 0.027(2) 0.003(2) 0.008(2) -0.0030(18) O17 0.022(2) 0.019(2) 0.024(2) 0.003(2) 0.0082(19) 0.0029(19) O18 0.023(3) 0.021(3) 0.027(3) -0.002(2) 0.006(2) -0.0043(19) O19 0.027(3) 0.027(3) 0.023(2) 0.001(2) -0.002(2) -0.007(2) O20 0.056(4) 0.031(3) 0.046(3) -0.014(3) 0.036(3) -0.024(3) O21 0.014(2) 0.020(2) 0.024(2) 0.000(2) 0.0014(18) 0.0032(18) O22 0.034(3) 0.016(2) 0.031(3) 0.003(2) 0.016(2) 0.007(2) O23 0.012(2) 0.019(3) 0.029(2) -0.004(2) 0.006(2) 0.0013(18) O28 0.012(2) 0.024(2) 0.019(2) -0.0011(19) 0.0027(18) 0.0050(17) O30 0.018(2) 0.025(3) 0.030(3) 0.002(2) 0.011(2) -0.0007(19) O31 0.020(2) 0.011(2) 0.053(3) 0.004(2) 0.009(2) 0.0048(17) O32 0.020(2) 0.033(3) 0.031(3) 0.000(2) -0.002(2) -0.007(2) O33 0.016(2) 0.031(3) 0.033(2) -0.015(2) 0.008(2) -0.004(2) O34 0.022(2) 0.013(2) 0.054(3) -0.011(2) 0.017(2) -0.0073(17) O35 0.052(4) 0.052(4) 0.057(4) 0.011(3) 0.030(3) 0.007(3) O36 0.028(2) 0.039(3) 0.022(2) 0.002(2) 0.004(2) 0.009(2) O37 0.044(3) 0.030(3) 0.076(4) 0.020(3) 0.037(3) 0.019(2) O40 0.044(3) 0.070(5) 0.054(4) -0.003(3) 0.014(3) 0.002(3) O42 0.024(3) 0.075(5) 0.236(10) -0.090(6) 0.037(5) -0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O8 2.076(4) . ? Ni1 O6 2.079(4) . ? Ni1 O5 2.082(5) . ? Ni1 O7 2.100(5) . ? Ni1 N3 2.103(5) . ? Ni1 N4 2.116(5) . ? Ni2 O9 2.062(4) . ? Ni2 O13 2.081(4) . ? Ni2 N2 2.087(5) . ? Ni2 O10 2.094(5) . ? Ni2 O11 2.103(4) . ? Ni2 N1 2.130(5) . ? P3 O5 1.523(4) . ? P3 O4 1.528(4) . ? P3 O3 1.533(5) . ? P3 O2 1.626(5) . ? P4 O15 1.508(5) . ? P4 O13 1.525(4) . ? P4 O14 1.538(5) . ? P4 O16 1.618(5) . ? C1 C19 1.375(8) 1_756 ? C1 C2 1.405(9) . ? C2 C3 1.407(9) . ? C2 C5 1.479(8) . ? C3 C20 1.387(9) 1_756 ? C4 C5 1.369(9) . ? C4 C8 1.391(9) . ? C5 C6 1.402(9) . ? C6 C7 1.371(9) . ? C7 N1 1.330(9) . ? C8 N1 1.354(8) . ? C9 N2 1.336(9) . ? C9 C10 1.390(9) . ? C10 C11 1.372(9) . ? C11 C12 1.382(9) . ? C11 C14 1.507(8) . ? C12 C13 1.400(8) . ? C13 N2 1.359(8) . ? C14 C15 1.383(9) . ? C14 C18 1.405(9) . ? C15 C16 1.403(8) . ? C16 N3 1.347(8) . ? C17 N3 1.314(8) . ? C17 C18 1.389(9) . ? C19 N4 1.342(9) . ? C19 C1 1.375(8) 1_354 ? C20 N4 1.349(8) . ? C20 C3 1.387(9) 1_354 ? C21 N7 1.330(9) . ? C21 N5 1.330(9) . ? C21 C22 1.432(9) . ? C22 C23 1.348(9) . ? C23 N6 1.386(7) . ? C24 O1 1.238(8) . ? C24 N5 1.370(9) . ? C24 N6 1.398(8) . ? C25 O16 1.426(8) . ? C25 C26 1.494(8) . ? C26 O30 1.458(8) . ? C26 C43 1.510(9) . ? C28 O30 1.421(7) . ? C28 N10 1.493(8) . ? C28 C42 1.541(9) . ? C32 C33 1.337(9) . ? C32 N10 1.371(7) . ? C33 C34 1.427(9) . ? C34 N9 1.343(9) . ? C34 N8 1.359(8) . ? C35 O23 1.267(7) . ? C35 N8 1.333(8) . ? C35 N10 1.390(8) . ? C36 O2 1.433(8) . ? C36 C37 1.525(8) . ? C37 O28 1.462(7) . ? C37 C45 1.513(8) . ? C41 O28 1.414(6) . ? C41 N6 1.485(8) . ? C41 C44 1.529(8) . ? C42 O31 1.412(7) . ? C42 C43 1.539(8) . ? C43 O32 1.426(7) . ? C44 O34 1.410(7) . ? C44 C45 1.542(8) . ? C45 O33 1.425(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O8 Ni1 O6 173.02(18) . . ? O8 Ni1 O5 93.58(17) . . ? O6 Ni1 O5 93.37(17) . . ? O8 Ni1 O7 89.37(18) . . ? O6 Ni1 O7 83.68(18) . . ? O5 Ni1 O7 177.02(18) . . ? O8 Ni1 N3 87.95(19) . . ? O6 Ni1 N3 92.9(2) . . ? O5 Ni1 N3 88.36(19) . . ? O7 Ni1 N3 92.22(19) . . ? O8 Ni1 N4 88.58(19) . . ? O6 Ni1 N4 91.4(2) . . ? O5 Ni1 N4 84.1(2) . . ? O7 Ni1 N4 95.5(2) . . ? N3 Ni1 N4 171.5(2) . . ? O9 Ni2 O13 87.70(18) . . ? O9 Ni2 N2 89.5(2) . . ? O13 Ni2 N2 87.0(2) . . ? O9 Ni2 O10 91.42(19) . . ? O13 Ni2 O10 179.10(18) . . ? N2 Ni2 O10 92.8(2) . . ? O9 Ni2 O11 176.27(18) . . ? O13 Ni2 O11 95.38(18) . . ? N2 Ni2 O11 88.6(2) . . ? O10 Ni2 O11 85.48(18) . . ? O9 Ni2 N1 87.86(19) . . ? O13 Ni2 N1 88.7(2) . . ? N2 Ni2 N1 175.0(3) . . ? O10 Ni2 N1 91.4(2) . . ? O11 Ni2 N1 94.28(19) . . ? O5 P3 O4 111.7(3) . . ? O5 P3 O3 113.2(3) . . ? O4 P3 O3 114.3(2) . . ? O5 P3 O2 106.3(3) . . ? O4 P3 O2 106.9(3) . . ? O3 P3 O2 103.6(3) . . ? O15 P4 O13 112.6(3) . . ? O15 P4 O14 113.8(3) . . ? O13 P4 O14 111.1(3) . . ? O15 P4 O16 103.5(2) . . ? O13 P4 O16 107.5(3) . . ? O14 P4 O16 107.7(3) . . ? C19 C1 C2 120.3(6) 1_756 . ? C1 C2 C3 115.9(6) . . ? C1 C2 C5 122.3(6) . . ? C3 C2 C5 121.8(6) . . ? C20 C3 C2 119.9(7) 1_756 . ? C5 C4 C8 120.7(6) . . ? C4 C5 C6 116.0(6) . . ? C4 C5 C2 122.6(6) . . ? C6 C5 C2 121.4(6) . . ? C7 C6 C5 120.4(6) . . ? N1 C7 C6 123.8(6) . . ? N1 C8 C4 122.8(7) . . ? N2 C9 C10 122.7(7) . . ? C11 C10 C9 121.2(7) . . ? C10 C11 C12 116.6(6) . . ? C10 C11 C14 123.1(6) . . ? C12 C11 C14 120.3(6) . . ? C11 C12 C13 120.3(6) . . ? N2 C13 C12 122.3(6) . . ? C15 C14 C18 117.3(6) . . ? C15 C14 C11 121.7(6) . . ? C18 C14 C11 121.0(6) . . ? C14 C15 C16 118.6(6) . . ? N3 C16 C15 124.0(6) . . ? N3 C17 C18 124.2(7) . . ? C17 C18 C14 119.3(7) . . ? N4 C19 C1 123.9(7) . 1_354 ? N4 C20 C3 123.6(7) . 1_354 ? N7 C21 N5 117.3(6) . . ? N7 C21 C22 120.9(6) . . ? N5 C21 C22 121.8(7) . . ? C23 C22 C21 118.2(6) . . ? C22 C23 N6 119.7(6) . . ? O1 C24 N5 122.0(6) . . ? O1 C24 N6 119.4(6) . . ? N5 C24 N6 118.5(6) . . ? O16 C25 C26 111.4(5) . . ? O30 C26 C25 109.5(6) . . ? O30 C26 C43 102.6(5) . . ? C25 C26 C43 117.0(6) . . ? O30 C28 N10 109.4(5) . . ? O30 C28 C42 108.0(5) . . ? N10 C28 C42 112.4(5) . . ? C33 C32 N10 121.9(6) . . ? C32 C33 C34 116.9(6) . . ? N9 C34 N8 116.7(6) . . ? N9 C34 C33 122.1(6) . . ? N8 C34 C33 121.3(6) . . ? O23 C35 N8 121.9(6) . . ? O23 C35 N10 117.7(6) . . ? N8 C35 N10 120.3(6) . . ? O2 C36 C37 108.8(5) . . ? O28 C37 C45 102.8(5) . . ? O28 C37 C36 109.3(5) . . ? C45 C37 C36 119.2(5) . . ? O28 C41 N6 110.5(5) . . ? O28 C41 C44 107.0(5) . . ? N6 C41 C44 110.7(5) . . ? O31 C42 C43 108.2(5) . . ? O31 C42 C28 111.4(5) . . ? C43 C42 C28 99.3(5) . . ? O32 C43 C26 111.6(5) . . ? O32 C43 C42 112.6(5) . . ? C26 C43 C42 102.0(5) . . ? O34 C44 C41 110.1(5) . . ? O34 C44 C45 107.5(5) . . ? C41 C44 C45 99.6(5) . . ? O33 C45 C37 114.3(5) . . ? O33 C45 C44 112.0(5) . . ? C37 C45 C44 100.5(5) . . ? C7 N1 C8 116.3(6) . . ? C7 N1 Ni2 119.0(4) . . ? C8 N1 Ni2 124.4(5) . . ? C9 N2 C13 116.9(5) . . ? C9 N2 Ni2 125.3(5) . . ? C13 N2 Ni2 117.2(4) . . ? C17 N3 C16 116.6(5) . . ? C17 N3 Ni1 122.0(4) . . ? C16 N3 Ni1 120.9(4) . . ? C19 N4 C20 116.5(6) . . ? C19 N4 Ni1 119.9(4) . . ? C20 N4 Ni1 123.0(4) . . ? C21 N5 C24 120.4(6) . . ? C23 N6 C24 121.2(5) . . ? C23 N6 C41 123.6(5) . . ? C24 N6 C41 115.2(5) . . ? C35 N8 C34 119.8(6) . . ? C32 N10 C35 119.4(5) . . ? C32 N10 C28 121.5(5) . . ? C35 N10 C28 119.1(5) . . ? C36 O2 P3 117.5(4) . . ? P3 O5 Ni1 131.7(3) . . ? P4 O13 Ni2 128.9(3) . . ? C25 O16 P4 120.0(4) . . ? C41 O28 C37 109.3(4) . . ? C28 O30 C26 108.8(5) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 29.04 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.540 _refine_diff_density_min -0.626 _refine_diff_density_rms 0.111 _database_code_depnum_ccdc_archive 'CCDC 896026' ####################################################################### # # 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_UMP-bipy-Co(1) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H27 Co N4 O13 P' _chemical_formula_weight 609.35 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 11.359(2) _cell_length_b 14.395(3) _cell_length_c 14.726(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2407.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 153.15(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1260 _exptl_absorpt_coefficient_mu 0.857 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153.15(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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21109 _diffrn_reflns_av_R_equivalents 0.0435 _diffrn_reflns_av_sigmaI/netI 0.0558 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 29.12 _reflns_number_total 6429 _reflns_number_gt 5625 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0396P)^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 0.014(11) _refine_ls_number_reflns 6429 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.0813 _refine_ls_wR_factor_gt 0.0780 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _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 Co1 Co 0.41643(3) 0.84290(2) 0.82329(2) 0.01205(8) Uani 1 1 d . . . P2 P 0.41828(6) 1.06077(4) 0.74616(4) 0.01232(12) Uani 1 1 d . . . C1 C -0.1679(2) 1.11580(18) 0.84817(18) 0.0158(5) Uani 1 1 d . . . C2 C -0.1728(2) 1.08995(18) 0.68466(18) 0.0180(5) Uani 1 1 d . . . C3 C -0.0462(2) 1.09452(19) 0.68414(19) 0.0196(5) Uani 1 1 d . . . H3 H -0.0046 1.0852 0.6305 0.024 Uiso 1 1 calc R . . C4 C 0.0112(2) 1.11237(17) 0.76208(18) 0.0168(5) Uani 1 1 d . . . H4 H 0.0929 1.1167 0.7612 0.020 Uiso 1 1 calc R . . C5 C 0.0141(2) 1.15127(18) 0.92690(16) 0.0139(5) Uani 1 1 d . . . H5 H -0.0329 1.1984 0.9584 0.017 Uiso 1 1 calc R . . C6 C 0.0373(2) 1.07056(18) 0.99146(16) 0.0134(5) Uani 1 1 d . . . H6 H -0.0178 1.0191 0.9821 0.016 Uiso 1 1 calc R . . C7 C 0.1634(2) 1.04422(17) 0.96628(16) 0.0136(5) Uani 1 1 d . . . H7 H 0.1628 1.0090 0.9093 0.016 Uiso 1 1 calc R . . C8 C 0.2176(2) 1.13974(17) 0.94934(16) 0.0142(5) Uani 1 1 d . . . H8 H 0.2335 1.1696 1.0079 0.017 Uiso 1 1 calc R . . C9 C 0.1699(2) 0.8612(2) 0.74887(19) 0.0218(6) Uani 1 1 d . . . H9 H 0.2125 0.8768 0.6971 0.026 Uiso 1 1 calc R . . C10 C 0.0486(2) 0.8632(2) 0.74470(18) 0.0205(6) Uani 1 1 d . . . H10 H 0.0110 0.8792 0.6908 0.025 Uiso 1 1 calc R . . C11 C -0.0177(2) 0.84095(18) 0.82184(18) 0.0155(5) Uani 1 1 d . . . C12 C 0.0440(2) 0.81714(19) 0.89971(18) 0.0185(6) Uani 1 1 d . . . H12 H 0.0039 0.8017 0.9527 0.022 Uiso 1 1 calc R . . C13 C 0.1663(2) 0.81649(18) 0.89791(19) 0.0190(6) Uani 1 1 d . . . H13 H 0.2061 0.8003 0.9508 0.023 Uiso 1 1 calc R . . C14 C -0.1484(2) 0.84338(18) 0.82152(18) 0.0171(5) Uani 1 1 d . . . C15 C -0.2135(2) 0.8567(2) 0.74174(18) 0.0202(6) Uani 1 1 d . . . H15 H -0.1749 0.8641 0.6865 0.024 Uiso 1 1 calc R . . C16 C -0.2126(2) 0.8326(2) 0.90069(19) 0.0281(7) Uani 1 1 d . . . H16 H -0.1739 0.8244 0.9558 0.034 Uiso 1 1 calc R . . C17 C 0.3281(2) 1.14235(18) 0.89234(16) 0.0147(5) Uani 1 1 d . . . H17A H 0.3496 1.2064 0.8802 0.018 Uiso 1 1 calc R . . H17B H 0.3923 1.1133 0.9252 0.018 Uiso 1 1 calc R . . C18 C -0.3340(2) 0.8587(2) 0.74522(19) 0.0208(6) Uani 1 1 d . . . H18 H -0.3752 0.8687 0.6915 0.025 Uiso 1 1 calc R . . C19 C -0.3340(2) 0.8341(2) 0.89773(19) 0.0264(7) Uani 1 1 d . . . H19 H -0.3747 0.8256 0.9518 0.032 Uiso 1 1 calc R . . N1 N -0.04689(17) 1.12426(15) 0.84264(13) 0.0134(4) Uani 1 1 d . . . N2 N -0.22459(18) 1.09763(15) 0.76888(14) 0.0158(5) Uani 1 1 d . . . H2 H -0.2996 1.0902 0.7715 0.019 Uiso 1 1 calc R . . N3 N 0.22967(17) 0.83760(14) 0.82526(15) 0.0148(4) Uani 1 1 d . . . N4 N 0.60403(16) 0.84701(15) 0.82272(14) 0.0159(4) Uani 1 1 d . . . O1 O -0.21961(16) 1.12614(14) 0.92076(12) 0.0240(5) Uani 1 1 d . . . O2 O -0.23572(16) 1.08110(14) 0.61585(12) 0.0235(4) Uani 1 1 d . . . O3 O 0.12427(15) 1.18975(12) 0.90377(12) 0.0159(4) Uani 1 1 d . . . O4 O 0.22876(16) 0.99422(13) 1.03247(12) 0.0188(4) Uani 1 1 d . . . H4A H 0.1842 0.9604 1.0612 0.028 Uiso 1 1 calc R . . O5 O 0.02805(16) 1.10886(13) 1.07930(11) 0.0184(4) Uani 1 1 d . . . H5A H 0.0523 1.0713 1.1167 0.028 Uiso 1 1 calc R . . O6 O 0.30936(15) 1.09477(13) 0.80894(12) 0.0186(4) Uani 1 1 d . . . O7 O 0.53058(15) 1.09201(12) 0.79173(11) 0.0154(4) Uani 1 1 d . . . O8 O 0.39868(15) 1.10219(11) 0.65259(11) 0.0161(4) Uani 1 1 d . . . O9 O 0.40687(17) 0.95565(11) 0.73887(11) 0.0173(4) Uani 1 1 d . . . O10 O 0.40592(17) 0.76417(11) 0.70265(11) 0.0172(4) Uani 1 1 d . . . H10D H 0.4309 0.7087 0.6984 0.021 Uiso 1 1 d R . . H10A H 0.4279 0.7958 0.6596 0.026 Uiso 1 1 d R . . O11 O 0.42604(16) 0.71246(11) 0.89220(11) 0.0143(3) Uani 1 1 d . . . H11D H 0.4892 0.6831 0.8807 0.017 Uiso 1 1 d R . . H11A H 0.3706 0.6796 0.8766 0.021 Uiso 1 1 d R . . O12 O 0.42028(16) 0.91394(12) 0.94821(11) 0.0207(4) Uani 1 1 d . . . H12C H 0.4506 0.9425 0.9930 0.025 Uiso 1 1 d R . . H12D H 0.3535 0.9306 0.9616 0.031 Uiso 1 1 d R . . O13 O 0.58949(19) 0.03464(14) 1.00430(13) 0.0340(5) Uani 1 1 d . . . H13D H 0.6409 0.0659 0.9756 0.041 Uiso 1 1 d R . . H13E H 0.6251 -0.0024 1.0399 0.041 Uiso 1 1 d 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 Co1 0.00729(13) 0.01542(15) 0.01344(15) 0.00034(13) -0.00023(13) 0.00071(14) P2 0.0100(3) 0.0142(3) 0.0127(3) -0.0004(2) 0.0004(3) -0.0014(3) C1 0.0106(11) 0.0218(13) 0.0150(13) 0.0005(10) -0.0006(9) 0.0016(10) C2 0.0188(12) 0.0180(12) 0.0171(13) -0.0009(11) -0.0002(11) 0.0038(10) C3 0.0159(12) 0.0282(14) 0.0149(12) -0.0023(12) 0.0022(10) 0.0038(11) C4 0.0130(12) 0.0200(13) 0.0174(13) 0.0002(11) 0.0019(10) 0.0058(10) C5 0.0116(11) 0.0176(12) 0.0125(12) -0.0032(11) 0.0002(8) -0.0002(11) C6 0.0127(11) 0.0176(12) 0.0099(11) -0.0021(10) 0.0001(9) -0.0024(10) C7 0.0145(12) 0.0159(12) 0.0103(11) 0.0007(10) 0.0005(9) 0.0008(10) C8 0.0108(11) 0.0181(13) 0.0138(11) -0.0030(10) -0.0004(9) 0.0015(10) C9 0.0139(12) 0.0336(16) 0.0178(13) 0.0025(13) 0.0022(10) -0.0020(12) C10 0.0134(12) 0.0318(16) 0.0162(13) 0.0040(12) -0.0015(10) 0.0005(11) C11 0.0106(11) 0.0196(12) 0.0164(12) -0.0033(13) -0.0001(10) -0.0015(10) C12 0.0133(12) 0.0262(15) 0.0160(13) 0.0029(11) -0.0004(10) -0.0005(10) C13 0.0182(13) 0.0211(14) 0.0176(13) 0.0002(11) -0.0049(10) 0.0020(11) C14 0.0112(11) 0.0199(12) 0.0202(13) 0.0021(14) 0.0006(10) -0.0012(10) C15 0.0149(12) 0.0302(16) 0.0155(12) 0.0035(12) 0.0033(10) 0.0002(12) C16 0.0097(12) 0.058(2) 0.0165(13) 0.0061(14) -0.0014(10) 0.0035(14) C17 0.0116(11) 0.0167(13) 0.0159(12) -0.0038(10) 0.0006(9) -0.0021(10) C18 0.0130(12) 0.0304(16) 0.0189(13) 0.0001(13) -0.0022(10) 0.0007(11) C19 0.0140(12) 0.050(2) 0.0151(13) 0.0042(14) 0.0015(10) 0.0005(14) N1 0.0107(9) 0.0195(10) 0.0101(10) 0.0002(8) 0.0005(7) 0.0027(8) N2 0.0093(10) 0.0253(12) 0.0129(10) -0.0003(9) 0.0001(8) 0.0017(9) N3 0.0094(9) 0.0167(10) 0.0182(10) -0.0007(11) 0.0000(8) -0.0005(8) N4 0.0089(10) 0.0234(11) 0.0156(10) 0.0003(11) -0.0013(8) 0.0018(9) O1 0.0146(9) 0.0418(12) 0.0157(10) -0.0006(9) 0.0027(7) -0.0010(9) O2 0.0199(9) 0.0367(12) 0.0137(9) -0.0070(8) -0.0038(7) 0.0059(9) O3 0.0121(8) 0.0168(9) 0.0188(9) 0.0016(7) 0.0006(7) 0.0008(7) O4 0.0147(9) 0.0250(10) 0.0165(9) 0.0087(8) 0.0025(7) 0.0021(8) O5 0.0208(10) 0.0247(10) 0.0097(9) -0.0016(8) 0.0018(7) 0.0064(8) O6 0.0114(8) 0.0312(11) 0.0132(9) -0.0080(8) 0.0001(7) -0.0005(8) O7 0.0086(8) 0.0186(9) 0.0189(9) -0.0018(8) 0.0002(7) -0.0028(7) O8 0.0148(9) 0.0207(9) 0.0126(8) 0.0017(7) 0.0009(7) -0.0045(7) O9 0.0176(9) 0.0146(8) 0.0198(8) 0.0004(7) -0.0012(8) -0.0021(8) O10 0.0219(10) 0.0145(8) 0.0151(8) 0.0012(7) 0.0003(8) -0.0001(8) O11 0.0108(8) 0.0181(8) 0.0140(8) -0.0003(7) 0.0007(7) 0.0028(8) O12 0.0129(8) 0.0304(10) 0.0187(9) -0.0087(8) -0.0003(8) 0.0030(9) O13 0.0247(11) 0.0397(12) 0.0377(12) 0.0160(10) -0.0012(10) -0.0108(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O9 2.0473(16) . ? Co1 O12 2.1051(17) . ? Co1 O10 2.1107(17) . ? Co1 N3 2.123(2) . ? Co1 N4 2.1317(19) . ? Co1 O11 2.1372(17) . ? P2 O7 1.5099(18) . ? P2 O8 1.5178(18) . ? P2 O9 1.5225(17) . ? P2 O6 1.6202(18) . ? C1 O1 1.228(3) . ? C1 N2 1.359(3) . ? C1 N1 1.383(3) . ? C2 O2 1.246(3) . ? C2 N2 1.377(3) . ? C2 C3 1.440(4) . ? C3 C4 1.345(4) . ? C4 N1 1.368(3) . ? C5 O3 1.411(3) . ? C5 N1 1.473(3) . ? C5 C6 1.524(3) . ? C6 O5 1.410(3) . ? C6 C7 1.528(3) . ? C7 O4 1.421(3) . ? C7 C8 1.527(3) . ? C8 O3 1.447(3) . ? C8 C17 1.510(3) . ? C9 N3 1.357(3) . ? C9 C10 1.380(4) . ? C10 C11 1.400(3) . ? C11 C12 1.387(4) . ? C11 C14 1.486(3) . ? C12 C13 1.390(4) . ? C13 N3 1.325(3) . ? C14 C16 1.383(4) . ? C14 C15 1.401(4) . ? C15 C18 1.370(4) . ? C16 C19 1.380(4) . ? C17 O6 1.422(3) . ? C18 N4 1.351(3) 1_455 ? C19 N4 1.323(3) 1_455 ? N4 C19 1.323(3) 1_655 ? N4 C18 1.351(3) 1_655 ? 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 O9 Co1 O12 98.43(7) . . ? O9 Co1 O10 84.93(7) . . ? O12 Co1 O10 175.97(7) . . ? O9 Co1 N3 89.07(8) . . ? O12 Co1 N3 91.51(8) . . ? O10 Co1 N3 86.31(8) . . ? O9 Co1 N4 91.64(8) . . ? O12 Co1 N4 88.24(8) . . ? O10 Co1 N4 93.91(8) . . ? N3 Co1 N4 179.27(8) . . ? O9 Co1 O11 170.94(6) . . ? O12 Co1 O11 90.62(7) . . ? O10 Co1 O11 86.03(6) . . ? N3 Co1 O11 90.74(8) . . ? N4 Co1 O11 88.58(8) . . ? O7 P2 O8 114.23(10) . . ? O7 P2 O9 113.54(11) . . ? O8 P2 O9 108.30(10) . . ? O7 P2 O6 107.55(9) . . ? O8 P2 O6 106.70(10) . . ? O9 P2 O6 105.99(10) . . ? O1 C1 N2 123.0(2) . . ? O1 C1 N1 121.0(2) . . ? N2 C1 N1 115.9(2) . . ? O2 C2 N2 119.7(2) . . ? O2 C2 C3 124.9(3) . . ? N2 C2 C3 115.3(2) . . ? C4 C3 C2 119.3(3) . . ? C3 C4 N1 122.0(2) . . ? O3 C5 N1 108.51(18) . . ? O3 C5 C6 107.23(19) . . ? N1 C5 C6 113.9(2) . . ? O5 C6 C5 105.14(19) . . ? O5 C6 C7 112.9(2) . . ? C5 C6 C7 101.54(19) . . ? O4 C7 C8 110.9(2) . . ? O4 C7 C6 116.7(2) . . ? C8 C7 C6 101.21(19) . . ? O3 C8 C17 109.8(2) . . ? O3 C8 C7 103.19(18) . . ? C17 C8 C7 116.6(2) . . ? N3 C9 C10 122.8(3) . . ? C9 C10 C11 119.8(2) . . ? C12 C11 C10 117.1(2) . . ? C12 C11 C14 120.9(2) . . ? C10 C11 C14 122.0(2) . . ? C11 C12 C13 119.4(3) . . ? N3 C13 C12 123.8(3) . . ? C16 C14 C15 116.4(2) . . ? C16 C14 C11 121.4(2) . . ? C15 C14 C11 122.2(2) . . ? C18 C15 C14 119.9(2) . . ? C19 C16 C14 119.9(2) . . ? O6 C17 C8 110.12(19) . . ? N4 C18 C15 123.3(2) 1_455 . ? N4 C19 C16 124.1(3) 1_455 . ? C4 N1 C1 121.3(2) . . ? C4 N1 C5 122.4(2) . . ? C1 N1 C5 116.2(2) . . ? C1 N2 C2 126.0(2) . . ? C13 N3 C9 117.1(2) . . ? C13 N3 Co1 124.19(17) . . ? C9 N3 Co1 118.65(17) . . ? C19 N4 C18 116.4(2) 1_655 1_655 ? C19 N4 Co1 121.67(17) 1_655 . ? C18 N4 Co1 121.84(16) 1_655 . ? C5 O3 C8 110.06(18) . . ? C17 O6 P2 121.61(15) . . ? P2 O9 Co1 137.78(11) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 29.12 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.371 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.070 _database_code_depnum_ccdc_archive 'CCDC 896027' ####################################################################### # # 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_bo1327 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H27 N4 Ni O13 P' _chemical_formula_weight 609.13 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' P P 0.1023 0.0942 '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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 11.272(2) _cell_length_b 14.383(3) _cell_length_c 14.720(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2386.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 8563 _cell_measurement_theta_min 1.9796 _cell_measurement_theta_max 29.1226 _exptl_crystal_description Block _exptl_crystal_colour green _exptl_crystal_size_max 0.3160 _exptl_crystal_size_mid 0.1610 _exptl_crystal_size_min 0.1180 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.695 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.958 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8238 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 'Bruker P4' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20982 _diffrn_reflns_av_R_equivalents 0.0595 _diffrn_reflns_av_sigmaI/netI 0.0716 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 29.12 _reflns_number_total 6263 _reflns_number_gt 5283 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0431P)^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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.009(12) _refine_ls_number_reflns 6263 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0516 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.0941 _refine_ls_wR_factor_gt 0.0897 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _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 Ni1 Ni 0.91760(3) 0.84304(3) 0.82089(3) 0.01005(9) Uani 1 1 d . . . P2 P 0.92026(8) 1.06009(5) 0.74416(5) 0.01069(15) Uani 1 1 d . . . C1 C 0.3339(3) 1.1178(2) 0.8468(2) 0.0151(7) Uani 1 1 d . . . C2 C 0.3299(3) 1.0916(2) 0.6829(2) 0.0161(6) Uani 1 1 d . . . C3 C 0.4568(3) 1.0957(2) 0.6831(2) 0.0172(7) Uani 1 1 d . . . H3 H 0.4990 1.0860 0.6296 0.021 Uiso 1 1 calc R . . C4 C 0.5148(3) 1.1137(2) 0.7614(2) 0.0165(7) Uani 1 1 d . . . H4 H 0.5972 1.1176 0.7608 0.020 Uiso 1 1 calc R . . C5 C 0.5161(2) 1.1539(2) 0.9258(2) 0.0123(6) Uani 1 1 d . . . H5 H 0.4683 1.2012 0.9567 0.015 Uiso 1 1 calc R . . C6 C 0.5383(3) 1.0728(2) 0.9911(2) 0.0114(6) Uani 1 1 d . . . H6 H 0.4822 1.0216 0.9819 0.014 Uiso 1 1 calc R . . C7 C 0.6652(3) 1.0459(2) 0.9658(2) 0.0127(6) Uani 1 1 d . . . H7 H 0.6642 1.0106 0.9089 0.015 Uiso 1 1 calc R . . C8 C 0.7205(2) 1.1407(2) 0.9489(2) 0.0131(6) Uani 1 1 d . . . H8 H 0.7374 1.1703 1.0075 0.016 Uiso 1 1 calc R . . C9 C 0.8319(3) 1.1420(2) 0.8915(2) 0.0141(6) Uani 1 1 d . . . H9A H 0.8545 1.2057 0.8788 0.017 Uiso 1 1 calc R . . H9B H 0.8963 1.1125 0.9243 0.017 Uiso 1 1 calc R . . C10 C 0.6727(3) 0.8626(2) 0.7470(2) 0.0166(7) Uani 1 1 d . . . H10 H 0.7155 0.8775 0.6950 0.020 Uiso 1 1 calc R . . C11 C 0.5504(3) 0.8647(2) 0.7433(2) 0.0171(7) Uani 1 1 d . . . H11 H 0.5122 0.8807 0.6895 0.021 Uiso 1 1 calc R . . C12 C 0.5467(3) 0.8194(2) 0.8989(2) 0.0150(7) Uani 1 1 d . . . H12 H 0.5065 0.8044 0.9522 0.018 Uiso 1 1 calc R . . C13 C 0.6697(3) 0.8189(2) 0.8968(2) 0.0153(7) Uani 1 1 d . . . H13 H 0.7100 0.8030 0.9497 0.018 Uiso 1 1 calc R . . C14 C 0.2866(3) 0.8583(2) 0.7407(2) 0.0166(7) Uani 1 1 d . . . H14 H 0.3255 0.8668 0.6856 0.020 Uiso 1 1 calc R . . C15 C 0.2869(3) 0.8324(3) 0.8989(2) 0.0231(8) Uani 1 1 d . . . H15 H 0.3260 0.8237 0.9539 0.028 Uiso 1 1 calc R . . C16 C 1.1653(3) 0.8595(3) 0.7437(2) 0.0194(7) Uani 1 1 d . . . H16 H 1.1240 0.8703 0.6900 0.023 Uiso 1 1 calc R . . C17 C 1.1651(3) 0.8331(3) 0.8966(2) 0.0197(7) Uani 1 1 d . . . H17 H 1.1241 0.8242 0.9507 0.024 Uiso 1 1 calc R . . C18 C 0.4838(2) 0.8426(2) 0.8207(2) 0.0123(6) Uani 1 1 d . . . C19 C 0.3520(3) 0.8444(2) 0.8198(2) 0.0143(6) Uani 1 1 d . . . N1 N 0.4560(2) 1.12632(19) 0.84099(17) 0.0122(6) Uani 1 1 d . . . N2 N 0.2778(2) 1.09881(19) 0.76656(18) 0.0137(6) Uani 1 1 d . . . H2 H 0.2023 1.0905 0.7689 0.016 Uiso 1 1 calc R . . N3 N 1.1025(2) 0.84588(18) 0.82040(18) 0.0125(5) Uani 1 1 d . . . N4 N 0.7329(2) 0.83969(18) 0.82365(18) 0.0116(5) Uani 1 1 d . . . O1 O 0.28145(19) 1.12777(18) 0.91874(16) 0.0235(6) Uani 1 1 d . . . O2 O 0.2670(2) 1.08307(18) 0.61362(16) 0.0223(6) Uani 1 1 d . . . O3 O 0.62768(18) 1.19217(15) 0.90350(15) 0.0140(5) Uani 1 1 d . . . O4 O 0.5295(2) 1.11174(16) 1.07854(15) 0.0168(5) Uani 1 1 d . . . H4O H 0.5577 1.0757 1.1159 0.025 Uiso 1 1 calc R . . O5 O 0.73015(18) 0.99548(16) 1.03219(15) 0.0161(5) Uani 1 1 d . . . H5O H 0.6842 0.9648 1.0633 0.024 Uiso 1 1 calc R . . O6 O 1.03380(18) 1.09153(16) 0.78934(15) 0.0139(5) Uani 1 1 d . . . O7 O 0.81135(18) 1.09371(17) 0.80812(16) 0.0168(5) Uani 1 1 d . . . O8 O 0.89963(18) 1.10216(14) 0.65067(14) 0.0142(5) Uani 1 1 d . . . O9 O 0.9094(2) 0.95483(13) 0.73687(14) 0.0136(4) Uani 1 1 d . . . O10 O 0.9216(2) 0.91442(15) 0.94483(14) 0.0167(5) Uani 1 1 d . . . H10A H 0.8624 0.9388 0.9716 0.020 Uiso 1 1 d R . . H10B H 0.9774 0.9510 0.9451 0.025 Uiso 1 1 d R . . O11 O 0.92588(19) 0.71553(14) 0.89301(14) 0.0124(4) Uani 1 1 d . . . H11A H 0.9888 0.6852 0.8815 0.015 Uiso 1 1 d R . . H11B H 0.8692 0.6828 0.8789 0.019 Uiso 1 1 d R . . O12 O 0.9069(2) 0.76423(14) 0.70407(13) 0.0146(5) Uani 1 1 d . . . H12A H 0.9305 0.7082 0.7008 0.017 Uiso 1 1 d R . . H12B H 0.9307 0.7948 0.6607 0.022 Uiso 1 1 d R . . O13 O 0.0912(2) 0.03667(17) 0.00379(17) 0.0278(6) Uani 1 1 d . . . H13A H 0.0917 0.0386 -0.0539 0.033 Uiso 1 1 d R . . H13B H 0.1405 -0.0043 0.0214 0.033 Uiso 1 1 d 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 Ni1 0.00708(17) 0.01246(17) 0.01060(17) 0.00030(15) 0.00030(17) 0.00069(17) P2 0.0097(3) 0.0122(3) 0.0102(3) -0.0002(3) 0.0003(3) -0.0011(3) C1 0.0102(15) 0.0179(16) 0.0173(17) 0.0028(13) -0.0013(12) 0.0005(13) C2 0.0181(15) 0.0162(15) 0.0142(15) 0.0004(14) -0.0009(14) 0.0063(13) C3 0.0150(15) 0.0226(16) 0.0139(15) -0.0003(14) 0.0013(13) 0.0044(13) C4 0.0126(16) 0.0206(17) 0.0162(17) -0.0008(13) 0.0012(13) 0.0027(13) C5 0.0113(15) 0.0157(15) 0.0100(14) 0.0000(13) -0.0023(11) -0.0001(14) C6 0.0138(15) 0.0134(15) 0.0071(14) -0.0006(11) -0.0004(11) -0.0035(12) C7 0.0136(14) 0.0141(15) 0.0103(14) 0.0023(12) 0.0007(12) 0.0011(13) C8 0.0111(15) 0.0151(16) 0.0133(14) -0.0016(12) 0.0004(12) 0.0007(12) C9 0.0132(14) 0.0142(16) 0.0148(15) -0.0047(12) -0.0005(12) -0.0028(13) C10 0.0127(15) 0.0229(19) 0.0143(16) 0.0007(13) 0.0004(13) -0.0017(14) C11 0.0119(16) 0.0264(19) 0.0130(15) 0.0054(14) -0.0006(12) 0.0018(13) C12 0.0114(15) 0.0205(18) 0.0132(16) 0.0003(13) 0.0024(12) -0.0003(12) C13 0.0143(15) 0.0169(17) 0.0148(16) 0.0001(13) -0.0020(13) 0.0014(13) C14 0.0130(15) 0.0262(19) 0.0108(15) 0.0012(14) 0.0012(13) 0.0016(14) C15 0.0129(16) 0.042(2) 0.0138(16) 0.0037(16) -0.0019(13) 0.0001(16) C16 0.0167(16) 0.028(2) 0.0137(16) 0.0045(14) -0.0004(13) 0.0014(15) C17 0.0119(15) 0.035(2) 0.0125(16) 0.0028(15) 0.0030(13) 0.0009(15) C18 0.0094(14) 0.0156(15) 0.0120(14) 0.0002(16) 0.0000(13) -0.0011(13) C19 0.0114(15) 0.0145(14) 0.0169(15) -0.0005(16) 0.0016(13) -0.0020(13) N1 0.0090(12) 0.0195(14) 0.0081(13) 0.0009(10) 0.0026(9) 0.0022(10) N2 0.0077(12) 0.0205(14) 0.0131(13) -0.0005(11) -0.0019(11) 0.0012(11) N3 0.0077(12) 0.0167(12) 0.0131(12) 0.0009(13) -0.0008(10) 0.0001(10) N4 0.0051(11) 0.0136(12) 0.0161(13) 0.0014(13) -0.0003(11) 0.0012(10) O1 0.0152(12) 0.0400(16) 0.0152(12) -0.0007(11) 0.0045(10) -0.0033(11) O2 0.0189(12) 0.0342(15) 0.0137(12) -0.0046(11) -0.0034(10) 0.0043(11) O3 0.0124(10) 0.0133(11) 0.0162(12) 0.0019(9) 0.0000(9) 0.0016(9) O4 0.0206(12) 0.0235(13) 0.0064(10) -0.0022(9) 0.0010(9) 0.0083(10) O5 0.0114(11) 0.0228(13) 0.0139(12) 0.0060(10) 0.0023(9) 0.0029(10) O6 0.0111(10) 0.0138(11) 0.0168(12) -0.0012(9) -0.0004(9) -0.0025(9) O7 0.0101(11) 0.0268(13) 0.0134(12) -0.0071(10) 0.0006(9) 0.0013(10) O8 0.0159(11) 0.0151(11) 0.0117(10) 0.0024(8) -0.0005(9) -0.0041(9) O9 0.0173(11) 0.0095(9) 0.0141(10) 0.0005(8) -0.0012(10) 0.0001(10) O10 0.0109(10) 0.0237(11) 0.0153(11) -0.0069(9) 0.0020(10) -0.0003(11) O11 0.0094(10) 0.0151(10) 0.0127(10) 0.0000(8) 0.0013(9) 0.0017(9) O12 0.0219(12) 0.0101(10) 0.0116(10) 0.0009(8) 0.0024(10) 0.0015(10) O13 0.0255(13) 0.0341(14) 0.0240(13) 0.0109(11) -0.0050(12) -0.0033(13) _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 O9 2.031(2) . ? Ni1 O12 2.063(2) . ? Ni1 N4 2.083(2) . ? Ni1 N3 2.085(2) . ? Ni1 O10 2.094(2) . ? Ni1 O11 2.121(2) . ? P2 O6 1.512(2) . ? P2 O8 1.521(2) . ? P2 O9 1.523(2) . ? P2 O7 1.621(2) . ? C1 O1 1.222(4) . ? C1 N2 1.367(4) . ? C1 N1 1.385(4) . ? C2 O2 1.248(4) . ? C2 N2 1.368(4) . ? C2 C3 1.432(4) . ? C3 C4 1.350(5) . ? C4 N1 1.359(4) . ? C5 O3 1.412(3) . ? C5 N1 1.475(4) . ? C5 C6 1.532(4) . ? C6 O4 1.407(4) . ? C6 C7 1.528(4) . ? C7 O5 1.420(4) . ? C7 C8 1.520(4) . ? C8 O3 1.445(4) . ? C8 C9 1.513(4) . ? C9 O7 1.429(4) . ? C10 N4 1.358(4) . ? C10 C11 1.380(4) . ? C11 C18 1.401(4) . ? C12 C13 1.387(4) . ? C12 C18 1.393(4) . ? C13 N4 1.326(4) . ? C14 C16 1.368(4) 1_455 ? C14 C19 1.393(4) . ? C15 C17 1.373(4) 1_455 ? C15 C19 1.388(4) . ? C16 N3 1.347(4) . ? C16 C14 1.368(4) 1_655 ? C17 N3 1.338(4) . ? C17 C15 1.373(4) 1_655 ? C18 C19 1.486(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O9 Ni1 O12 85.68(8) . . ? O9 Ni1 N4 89.13(10) . . ? O12 Ni1 N4 86.87(10) . . ? O9 Ni1 N3 91.58(10) . . ? O12 Ni1 N3 93.79(10) . . ? N4 Ni1 N3 179.06(10) . . ? O9 Ni1 O10 98.24(8) . . ? O12 Ni1 O10 175.46(9) . . ? N4 Ni1 O10 90.91(10) . . ? N3 Ni1 O10 88.39(9) . . ? O9 Ni1 O11 172.50(8) . . ? O12 Ni1 O11 86.83(8) . . ? N4 Ni1 O11 90.82(9) . . ? N3 Ni1 O11 88.55(9) . . ? O10 Ni1 O11 89.25(8) . . ? O6 P2 O8 114.11(13) . . ? O6 P2 O9 113.35(13) . . ? O8 P2 O9 108.64(12) . . ? O6 P2 O7 107.25(12) . . ? O8 P2 O7 106.92(13) . . ? O9 P2 O7 106.07(13) . . ? O1 C1 N2 123.3(3) . . ? O1 C1 N1 121.6(3) . . ? N2 C1 N1 115.1(3) . . ? O2 C2 N2 120.0(3) . . ? O2 C2 C3 124.9(3) . . ? N2 C2 C3 115.1(3) . . ? C4 C3 C2 119.5(3) . . ? C3 C4 N1 121.7(3) . . ? O3 C5 N1 108.5(2) . . ? O3 C5 C6 107.3(2) . . ? N1 C5 C6 113.7(3) . . ? O4 C6 C7 112.9(2) . . ? O4 C6 C5 105.0(2) . . ? C7 C6 C5 101.1(2) . . ? O5 C7 C8 111.1(2) . . ? O5 C7 C6 116.4(2) . . ? C8 C7 C6 101.3(2) . . ? O3 C8 C9 109.6(3) . . ? O3 C8 C7 103.8(2) . . ? C9 C8 C7 116.3(3) . . ? O7 C9 C8 109.8(2) . . ? N4 C10 C11 122.5(3) . . ? C10 C11 C18 119.9(3) . . ? C13 C12 C18 119.4(3) . . ? N4 C13 C12 123.7(3) . . ? C16 C14 C19 120.2(3) 1_455 . ? C17 C15 C19 120.5(3) 1_455 . ? N3 C16 C14 123.4(3) . 1_655 ? N3 C17 C15 123.3(3) . 1_655 ? C12 C18 C11 117.0(3) . . ? C12 C18 C19 121.3(3) . . ? C11 C18 C19 121.6(3) . . ? C15 C19 C14 116.1(3) . . ? C15 C19 C18 121.3(3) . . ? C14 C19 C18 122.6(3) . . ? C4 N1 C1 121.8(3) . . ? C4 N1 C5 122.8(2) . . ? C1 N1 C5 115.4(2) . . ? C1 N2 C2 126.5(3) . . ? C17 N3 C16 116.5(2) . . ? C17 N3 Ni1 121.4(2) . . ? C16 N3 Ni1 122.1(2) . . ? C13 N4 C10 117.5(3) . . ? C13 N4 Ni1 123.9(2) . . ? C10 N4 Ni1 118.5(2) . . ? C5 O3 C8 109.7(2) . . ? C9 O7 P2 121.40(18) . . ? P2 O9 Ni1 137.80(13) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 29.12 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.439 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.085 _database_code_depnum_ccdc_archive 'CCDC 896029'