Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _publ_contact_author_email ratencio@ivic.ve _publ_contact_author_name 'Dr. Reinaldo Atencio' _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_address ; Laboratorio de Sintesis y Caracterizacion de Nuevos Materiales Instituto Venezolano de Investigaciones Científicas, IVIC Apartado 21827 Caracas 1020A VENEZUELA ; _publ_contact_author_phone '(58-212) 504-1609' _publ_contact_author_fax '(58-212) 504-1350' _publ_requested_category EO _publ_requested_coeditor_name ? #========================================================================== #========================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; Robust Hydrogen-Bonded Self-Assemblies from Bieimidazole Complexes. Synthesis and Structural Characterization of [M(biimidazole)2(OH2)2]2+ (M= Co2+, Ni2+) Complexes and Carboxylate Modules. ; loop_ _publ_author_name _publ_author_address 'Reinaldo Atencio' ; Centro de Quimica Instituto Venezolano de Investigaciones Cientificas (IVIC) Apartado 21827 Caracas 1020-A Venezuela ; 'Mirbel Chacon' ; Centro de Quimica Instituto Venezolano de Investigaciones Cientificas (IVIC) Apartado 21827 Caracas 1020-A Venezuela ; 'Teresa Gonzalez' ; Centro de Quimica Instituto Venezolano de Investigaciones Cientificas (IVIC) Apartado 21827 Caracas 1020-A Venezuela ; 'Alexander Briceno' ; Centro de Quimica Instituto Venezolano de Investigaciones Cientificas (IVIC) Apartado 21827 Caracas 1020-A Venezuela ; 'Agrifoglio Giuseppe' ; Centro de Quimica Instituto Venezolano de Investigaciones Cientificas (IVIC) Apartado 21827 Caracas 1020-A Venezuela ; ; A.Sierraalta ; ; Centro de Quimica Instituto Venezolano de Investigaciones Cientificas (IVIC) Apartado 21827 Caracas 1020-A Venezuela ; # End of CIF #========================================================================== data_p21c-p_b _database_code_depnum_ccdc_archive 'CCDC 221201' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '6 October 2003' # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H16 Co N8 O2, C7 H3 N O4, H2 O, 2(O)' _chemical_formula_sum 'C19 H21 Co N9 O9' _chemical_formula_weight 578.38 _chemical_compound_source Synthesis 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #============================================================= # Crystal Data _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.5100(17) _cell_length_b 16.750(3) _cell_length_c 17.692(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.73(3) _cell_angle_gamma 90.00 _cell_volume 2504.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 17 _cell_measurement_theta_min 14.690 _cell_measurement_theta_max 28.380 _exptl_crystal_description Prism _exptl_crystal_colour 'Pale pink' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1188 _exptl_absorpt_coefficient_mu 0.752 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.7048 _exptl_absorpt_correction_T_max 0.8641 _exptl_absorpt_process_details '(North et al.,1968)' #========================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7S' _diffrn_measurement_method '\w-2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4725 _diffrn_reflns_av_R_equivalents 0.0366 _diffrn_reflns_av_sigmaI/netI 0.0777 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4411 _reflns_number_gt 2786 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; MSC/AFC, Diffractometer Control Software (Molecular Structure Corporation, 1993a) ; _computing_cell_refinement ; MSC/AFC, Diffractometer Control Software (Molecular Structure Corporation, 1993a) ; _computing_data_reduction ; TEXSAN, (Molecular Structure Corporation, 1993a) ; _computing_structure_solution 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_structure_refinement 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_molecular_graphics 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _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^)+(0.0477P)^2^+1.1467P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4411 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1070 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1249 _refine_ls_wR_factor_gt 0.1063 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.367 _refine_diff_density_min -0.350 _refine_diff_density_rms 0.072 #========================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 0.82500(7) 0.72928(4) 0.50832(4) 0.02949(18) Uani 1 1 d . . . O1W O 0.8871(4) 0.70411(18) 0.39853(18) 0.0428(8) Uani 1 1 d . . . H1WA H 0.9408 0.7387 0.3758 0.064 Uiso 1 1 d R . . H1WB H 0.8075 0.7027 0.3536 0.064 Uiso 1 1 d R . . O2W O 0.7664(4) 0.75708(18) 0.61953(17) 0.0382(8) Uani 1 1 d . . . H2WA H 0.6994 0.7277 0.6412 0.057 Uiso 1 1 d R . . H2WB H 0.8515 0.7592 0.6511 0.057 Uiso 1 1 d R . . O1C O 0.0193(4) 0.7240(2) 0.22321(19) 0.0574(10) Uani 1 1 d . . . H1CA H 0.0587 0.7575 0.2682 0.086 Uiso 1 1 d R . . H1CB H 0.0888 0.6767 0.2321 0.086 Uiso 1 1 d R . . O2CA O 1.3589(17) 1.0917(9) 0.3557(6) 0.047(3) Uani 0.50 1 d P . . O2CB O 1.3791(17) 1.0749(9) 0.3173(8) 0.096(5) Uani 0.50 1 d P . . O3CA O 0.6261(8) 0.6993(4) 0.2872(4) 0.0504(18) Uani 0.50 1 d P . . O3CB O 0.6842(11) 0.6156(6) 0.3028(5) 0.085(3) Uani 0.50 1 d P . . O1 O 0.5515(4) 0.8385(2) 0.1842(2) 0.0503(10) Uani 1 1 d . . . O2 O 0.4382(4) 0.9573(2) 0.1767(3) 0.0873(16) Uani 1 1 d . . . O3 O 1.0953(4) 0.82545(18) 0.34667(19) 0.0428(9) Uani 1 1 d . . . O4 O 1.2102(4) 0.9426(2) 0.3741(2) 0.0579(11) Uani 1 1 d . . . N11 N 1.0630(4) 0.7667(2) 0.5430(2) 0.0316(9) Uani 1 1 d . . . N21 N 1.2907(4) 0.7326(2) 0.6064(2) 0.0357(9) Uani 1 1 d . . . H21N H 1.3758 0.7034 0.6305 0.043 Uiso 1 1 d R . . N31 N 1.1361(4) 0.5629(2) 0.6135(2) 0.0363(10) Uani 1 1 d . . . H31N H 1.2305 0.5648 0.6463 0.044 Uiso 1 1 d R . . N41 N 0.9245(4) 0.6207(2) 0.5532(2) 0.0322(9) Uani 1 1 d . . . N12 N 0.7278(4) 0.8409(2) 0.4708(2) 0.0323(9) Uani 1 1 d . . . N22 N 0.5137(4) 0.9055(2) 0.4229(2) 0.0402(10) Uani 1 1 d . . . H22N H 0.4147 0.9133 0.4013 0.048 Uiso 1 1 d R . . N32 N 0.3518(4) 0.7372(2) 0.4161(2) 0.0385(10) Uani 1 1 d . . . H32N H 0.2780 0.7704 0.3889 0.046 Uiso 1 1 d R . . N42 N 0.5842(4) 0.6948(2) 0.4712(2) 0.0317(9) Uani 1 1 d . . . N1 N 0.8407(4) 1.0709(2) 0.2683(2) 0.0415(10) Uani 1 1 d . . . C11 C 1.1463(5) 0.7074(3) 0.5772(2) 0.0295(11) Uani 1 1 d . . . C21 C 1.1600(5) 0.8319(3) 0.5508(3) 0.0373(12) Uani 1 1 d . . . H21 H 1.1331 0.8826 0.5322 0.045 Uiso 1 1 calc R . . C31 C 1.3009(5) 0.8120(3) 0.5898(3) 0.0394(12) Uani 1 1 d . . . H31 H 1.3871 0.8454 0.6026 0.047 Uiso 1 1 calc R . . C41 C 1.0737(5) 0.6304(3) 0.5817(2) 0.0293(10) Uani 1 1 d . . . C51 C 0.8886(5) 0.5431(3) 0.5684(3) 0.0353(11) Uani 1 1 d . . . H51 H 0.7906 0.5191 0.5554 0.042 Uiso 1 1 calc R . . C61 C 1.0176(5) 0.5066(3) 0.6052(3) 0.0394(12) Uani 1 1 d . . . H61 H 1.0247 0.4538 0.6216 0.047 Uiso 1 1 calc R . . C12 C 0.5751(5) 0.8341(3) 0.4439(2) 0.0310(11) Uani 1 1 d . . . C22 C 0.7618(5) 0.9206(3) 0.4668(3) 0.0395(12) Uani 1 1 d . . . H22 H 0.8600 0.9435 0.4819 0.047 Uiso 1 1 calc R . . C32 C 0.6309(5) 0.9611(3) 0.4374(3) 0.0448(13) Uani 1 1 d . . . H32 H 0.6225 1.0158 0.4288 0.054 Uiso 1 1 calc R . . C42 C 0.5009(5) 0.7572(3) 0.4423(2) 0.0304(11) Uani 1 1 d . . . C52 C 0.4806(6) 0.6321(3) 0.4619(3) 0.0437(13) Uani 1 1 d . . . H52 H 0.5045 0.5799 0.4768 0.052 Uiso 1 1 calc R . . C62 C 0.3376(6) 0.6573(3) 0.4277(3) 0.0445(13) Uani 1 1 d . . . H62 H 0.2480 0.6261 0.4149 0.053 Uiso 1 1 calc R . . C1 C 0.5521(5) 0.9123(3) 0.1958(3) 0.0385(12) Uani 1 1 d . . . C2 C 0.6987(5) 0.9498(3) 0.2355(2) 0.0309(11) Uani 1 1 d . . . C3 C 0.8243(5) 0.9056(3) 0.2696(2) 0.0301(11) Uani 1 1 d . . . H3 H 0.8192 0.8501 0.2693 0.036 Uiso 1 1 calc R . . C4 C 0.9577(5) 0.9436(3) 0.3043(3) 0.0323(11) Uani 1 1 d . . . C5 C 0.9589(5) 1.0262(3) 0.3014(3) 0.0382(12) Uani 1 1 d . . . H2 H 1.0486 1.0523 0.3241 0.046 Uiso 1 1 calc R . . C6 C 0.7131(5) 1.0325(3) 0.2370(3) 0.0367(12) Uani 1 1 d . . . H6 H 0.6282 1.0627 0.2147 0.044 Uiso 1 1 calc R . . C7 C 1.0983(5) 0.9004(3) 0.3441(3) 0.0364(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0209(3) 0.0280(3) 0.0375(3) 0.0029(3) -0.0053(2) 0.0029(3) O1W 0.045(2) 0.042(2) 0.0406(19) 0.0033(16) 0.0020(16) -0.0031(16) O2W 0.0306(17) 0.044(2) 0.0387(18) 0.0031(15) -0.0015(14) -0.0002(14) O1C 0.064(2) 0.047(2) 0.055(2) -0.0126(19) -0.0189(19) 0.023(2) O2CA 0.038(6) 0.047(5) 0.055(6) -0.001(5) 0.003(5) 0.005(4) O2CB 0.035(6) 0.085(12) 0.166(16) 0.068(11) 0.003(10) -0.005(7) O3CA 0.056(4) 0.057(5) 0.036(4) 0.005(4) -0.005(3) -0.006(4) O3CB 0.093(7) 0.095(7) 0.065(6) -0.005(5) -0.002(5) -0.045(6) O1 0.0295(18) 0.037(2) 0.080(3) -0.0210(19) -0.0130(17) 0.0013(16) O2 0.032(2) 0.048(2) 0.169(5) -0.022(3) -0.045(3) 0.0071(19) O3 0.0378(19) 0.0270(19) 0.059(2) 0.0000(16) -0.0151(16) 0.0062(15) O4 0.035(2) 0.034(2) 0.095(3) -0.0002(19) -0.033(2) -0.0005(16) N11 0.0239(19) 0.028(2) 0.042(2) 0.0033(19) -0.0030(17) 0.0009(18) N21 0.0202(19) 0.032(2) 0.052(2) 0.002(2) -0.0073(17) 0.0014(18) N31 0.029(2) 0.030(2) 0.047(2) 0.0060(19) -0.0072(18) 0.0022(17) N41 0.0244(19) 0.028(2) 0.042(2) 0.0015(18) -0.0041(17) -0.0005(16) N12 0.027(2) 0.028(2) 0.039(2) 0.0029(18) -0.0056(17) -0.0022(17) N22 0.030(2) 0.030(2) 0.058(3) 0.005(2) -0.010(2) 0.0067(18) N32 0.027(2) 0.035(2) 0.049(2) 0.003(2) -0.0135(18) 0.0021(18) N42 0.027(2) 0.025(2) 0.041(2) 0.0006(17) -0.0045(17) 0.0028(17) N1 0.032(2) 0.026(2) 0.062(3) 0.005(2) -0.013(2) 0.0030(18) C11 0.019(2) 0.030(3) 0.037(3) -0.001(2) -0.0035(19) 0.0019(19) C21 0.028(3) 0.026(3) 0.056(3) 0.004(2) -0.003(2) 0.002(2) C31 0.031(3) 0.025(3) 0.060(3) 0.001(2) -0.001(2) -0.004(2) C41 0.024(2) 0.028(3) 0.035(3) 0.001(2) -0.002(2) 0.004(2) C51 0.026(2) 0.029(3) 0.050(3) 0.000(2) 0.001(2) -0.006(2) C61 0.038(3) 0.027(3) 0.051(3) 0.009(2) -0.002(2) 0.003(2) C12 0.023(2) 0.032(3) 0.036(3) -0.003(2) -0.006(2) 0.004(2) C22 0.029(3) 0.031(3) 0.057(3) 0.000(2) -0.005(2) -0.001(2) C32 0.033(3) 0.027(3) 0.072(4) 0.007(3) -0.005(3) 0.001(2) C42 0.024(2) 0.028(3) 0.038(3) -0.001(2) -0.004(2) 0.0031(19) C52 0.038(3) 0.031(3) 0.060(3) 0.003(2) -0.002(3) 0.001(2) C62 0.035(3) 0.031(3) 0.065(4) -0.002(3) -0.007(3) -0.008(2) C1 0.022(2) 0.037(3) 0.053(3) -0.006(3) -0.010(2) 0.000(2) C2 0.025(2) 0.031(3) 0.035(3) -0.007(2) -0.004(2) -0.0022(19) C3 0.026(2) 0.026(2) 0.037(3) -0.006(2) -0.003(2) -0.0001(19) C4 0.024(2) 0.030(3) 0.041(3) -0.004(2) -0.005(2) 0.002(2) C5 0.027(2) 0.030(3) 0.054(3) -0.005(2) -0.012(2) -0.004(2) C6 0.028(3) 0.035(3) 0.044(3) -0.001(2) -0.008(2) 0.004(2) C7 0.027(3) 0.033(3) 0.046(3) -0.001(2) -0.009(2) 0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1W 2.115(3) . ? Co1 N12 2.120(4) . ? Co1 N41 2.121(4) . ? Co1 O2W 2.137(3) . ? Co1 N11 2.140(3) . ? Co1 N42 2.156(4) . ? O1W H1WA 0.8646 . ? O1W H1WB 0.9820 . ? O2W H2WA 0.8744 . ? O2W H2WB 0.8614 . ? O1C H1CA 0.9997 . ? O1C H1CB 0.9890 . ? O2CA O2CB 0.772(16) . ? O3CA O3CB 1.501(11) . ? O1 C1 1.253(5) . ? O2 C1 1.244(5) . ? O3 C7 1.256(5) . ? O4 C7 1.253(5) . ? N11 C11 1.325(5) . ? N11 C21 1.366(5) . ? N21 C11 1.345(5) . ? N21 C31 1.367(5) . ? N21 H21N 0.9350 . ? N31 C41 1.344(5) . ? N31 C61 1.376(6) . ? N31 H31N 0.9349 . ? N41 C41 1.320(5) . ? N41 C51 1.368(5) . ? N12 C12 1.335(5) . ? N12 C22 1.369(6) . ? N22 C12 1.341(5) . ? N22 C32 1.366(6) . ? N22 H22N 0.8933 . ? N32 C42 1.341(5) . ? N32 C62 1.362(6) . ? N32 H32N 0.9297 . ? N42 C42 1.330(5) . ? N42 C52 1.368(6) . ? N1 C6 1.326(6) . ? N1 C5 1.333(5) . ? C11 C41 1.436(6) . ? C21 C31 1.353(6) . ? C21 H21 0.9300 . ? C31 H31 0.9300 . ? C51 C61 1.355(6) . ? C51 H51 0.9300 . ? C61 H61 0.9300 . ? C12 C42 1.434(6) . ? C22 C32 1.354(6) . ? C22 H22 0.9300 . ? C32 H32 0.9300 . ? C52 C62 1.360(6) . ? C52 H52 0.9300 . ? C62 H62 0.9300 . ? C1 C2 1.496(6) . ? C2 C3 1.380(6) . ? C2 C6 1.392(6) . ? C3 C4 1.381(6) . ? C3 H3 0.9300 . ? C4 C5 1.384(6) . ? C4 C7 1.502(6) . ? C5 H2 0.9300 . ? C6 H6 0.9300 . ? 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 O1W Co1 N12 91.05(13) . . ? O1W Co1 N41 92.35(13) . . ? N12 Co1 N41 176.27(14) . . ? O1W Co1 O2W 178.58(13) . . ? N12 Co1 O2W 88.38(13) . . ? N41 Co1 O2W 88.19(13) . . ? O1W Co1 N11 89.51(13) . . ? N12 Co1 N11 98.78(14) . . ? N41 Co1 N11 79.71(14) . . ? O2W Co1 N11 89.29(13) . . ? O1W Co1 N42 89.88(14) . . ? N12 Co1 N42 79.55(14) . . ? N41 Co1 N42 101.99(14) . . ? O2W Co1 N42 91.30(13) . . ? N11 Co1 N42 178.21(14) . . ? Co1 O1W H1WA 119.7 . . ? Co1 O1W H1WB 121.6 . . ? H1WA O1W H1WB 89.6 . . ? Co1 O2W H2WA 121.0 . . ? Co1 O2W H2WB 109.6 . . ? H2WA O2W H2WB 106.4 . . ? H1CA O1C H1CB 100.7 . . ? C11 N11 C21 105.6(3) . . ? C11 N11 Co1 110.4(3) . . ? C21 N11 Co1 143.5(3) . . ? C11 N21 C31 107.5(4) . . ? C11 N21 H21N 129.4 . . ? C31 N21 H21N 122.9 . . ? C41 N31 C61 106.5(4) . . ? C41 N31 H31N 120.0 . . ? C61 N31 H31N 130.9 . . ? C41 N41 C51 105.6(4) . . ? C41 N41 Co1 111.2(3) . . ? C51 N41 Co1 143.1(3) . . ? C12 N12 C22 105.6(4) . . ? C12 N12 Co1 111.3(3) . . ? C22 N12 Co1 143.0(3) . . ? C12 N22 C32 107.7(4) . . ? C12 N22 H22N 124.5 . . ? C32 N22 H22N 127.7 . . ? C42 N32 C62 106.8(4) . . ? C42 N32 H32N 125.7 . . ? C62 N32 H32N 126.9 . . ? C42 N42 C52 104.4(4) . . ? C42 N42 Co1 110.6(3) . . ? C52 N42 Co1 144.9(3) . . ? C6 N1 C5 116.7(4) . . ? N11 C11 N21 110.8(4) . . ? N11 C11 C41 119.3(4) . . ? N21 C11 C41 129.8(4) . . ? C31 C21 N11 110.1(4) . . ? C31 C21 H21 125.0 . . ? N11 C21 H21 125.0 . . ? C21 C31 N21 106.0(4) . . ? C21 C31 H31 127.0 . . ? N21 C31 H31 127.0 . . ? N41 C41 N31 111.8(4) . . ? N41 C41 C11 119.3(4) . . ? N31 C41 C11 128.8(4) . . ? C61 C51 N41 109.7(4) . . ? C61 C51 H51 125.2 . . ? N41 C51 H51 125.2 . . ? C51 C61 N31 106.5(4) . . ? C51 C61 H61 126.8 . . ? N31 C61 H61 126.8 . . ? N12 C12 N22 110.7(4) . . ? N12 C12 C42 119.5(4) . . ? N22 C12 C42 129.8(4) . . ? C32 C22 N12 109.8(4) . . ? C32 C22 H22 125.1 . . ? N12 C22 H22 125.1 . . ? C22 C32 N22 106.3(4) . . ? C22 C32 H32 126.8 . . ? N22 C32 H32 126.8 . . ? N42 C42 N32 112.1(4) . . ? N42 C42 C12 119.0(4) . . ? N32 C42 C12 128.9(4) . . ? C62 C52 N42 110.3(4) . . ? C62 C52 H52 124.9 . . ? N42 C52 H52 124.9 . . ? C52 C62 N32 106.3(4) . . ? C52 C62 H62 126.8 . . ? N32 C62 H62 126.8 . . ? O2 C1 O1 124.5(4) . . ? O2 C1 C2 117.0(4) . . ? O1 C1 C2 118.6(4) . . ? C3 C2 C6 117.6(4) . . ? C3 C2 C1 122.8(4) . . ? C6 C2 C1 119.6(4) . . ? C2 C3 C4 120.1(4) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C3 C4 C5 117.0(4) . . ? C3 C4 C7 123.7(4) . . ? C5 C4 C7 119.4(4) . . ? N1 C5 C4 124.7(4) . . ? N1 C5 H2 117.6 . . ? C4 C5 H2 117.6 . . ? N1 C6 C2 123.8(4) . . ? N1 C6 H6 118.1 . . ? C2 C6 H6 118.1 . . ? O4 C7 O3 124.5(4) . . ? O4 C7 C4 116.8(4) . . ? O3 C7 C4 118.7(4) . . ? # End of CIF #========================================================================== data_c2c-p _database_code_depnum_ccdc_archive 'CCDC 221202' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '3 September 2003' #========================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H28 Co N8 O10' _chemical_formula_sum 'C20 H28 Co N8 O10' _chemical_formula_weight 599.43 _chemical_compound_source Synthesis 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #============================================================= # Crystal Data _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 14.483(3) _cell_length_b 7.9700(16) _cell_length_c 22.541(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.40(3) _cell_angle_gamma 90.00 _cell_volume 2601.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 17 _cell_measurement_theta_min 31.760 _cell_measurement_theta_max 44.140 _exptl_crystal_description 'Irregular block' _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.34 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1244 _exptl_absorpt_coefficient_mu 0.729 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.7494 _exptl_absorpt_correction_T_max 0.7897 _exptl_absorpt_process_details '(North et al.,1968)' #========================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7S' _diffrn_measurement_method '\w-2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 2391 _diffrn_reflns_av_R_equivalents 0.0112 _diffrn_reflns_av_sigmaI/netI 0.0188 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2294 _reflns_number_gt 1918 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; MSC/AFC, Diffractometer Control Software (Molecular Structure Corporation, 1993a) ; _computing_cell_refinement ; MSC/AFC, Diffractometer Control Software (Molecular Structure Corporation, 1993a) ; _computing_data_reduction ; TEXSAN, (Molecular Structure Corporation, 1993a) ; _computing_structure_solution 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_structure_refinement 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_molecular_graphics 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _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^)+(0.0287P)^2^+4.5622P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2294 _refine_ls_number_parameters 179 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0788 _refine_ls_wR_factor_gt 0.0701 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.223 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.050 #========================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 0.0000 0.0000 0.0000 0.03050(14) Uani 1 2 d S . . O1W O 0.09192(11) 0.1115(2) 0.06589(7) 0.0414(4) Uani 1 1 d . . . H1WA H 0.0681 0.1953 0.0894 0.062 Uiso 1 1 d R . . H1WB H 0.1146 0.0376 0.0920 0.062 Uiso 1 1 d R . . O1C O 0.02137(14) 0.6088(2) -0.36893(8) 0.0541(5) Uani 1 1 d . . . H1CA H -0.0246 0.6155 -0.3418 0.081 Uiso 1 1 d R . . H1CB H 0.0662 0.5520 -0.3419 0.081 Uiso 1 1 d R . . O2C O -0.14148(14) 0.5490(3) -0.29929(10) 0.0691(6) Uani 1 1 d . . . H2CA H -0.2109 0.5612 -0.3113 0.104 Uiso 1 1 d R . . H2CB H -0.1547 0.4997 -0.2607 0.104 Uiso 1 1 d R . . O1 O 0.14542(12) 0.3712(2) -0.31250(8) 0.0479(5) Uani 1 1 d . . . O2 O 0.17883(11) 0.1286(2) -0.35551(8) 0.0468(5) Uani 1 1 d . . . N11 N 0.09019(12) 0.0739(2) -0.06845(8) 0.0329(4) Uani 1 1 d . . . N21 N 0.20569(13) -0.0002(3) -0.12492(8) 0.0364(4) Uani 1 1 d . . . H21N H 0.2540 -0.0580 -0.1423 0.044 Uiso 1 1 d R . . N31 N -0.19533(12) 0.3426(2) 0.05530(8) 0.0332(4) Uani 1 1 d . . . H31N H -0.2391 0.3564 0.0836 0.040 Uiso 1 1 d R . . N41 N -0.08489(12) 0.2184(2) 0.00626(8) 0.0314(4) Uani 1 1 d . . . C11 C 0.14895(15) -0.0474(3) -0.08176(9) 0.0306(5) Uani 1 1 d . . . C21 C 0.11128(16) 0.2045(3) -0.10533(10) 0.0383(6) Uani 1 1 d . . . H21 H 0.0815 0.3079 -0.1063 0.046 Uiso 1 1 calc R . . C31 C 0.18211(17) 0.1602(3) -0.14022(11) 0.0410(6) Uani 1 1 d . . . H31 H 0.2094 0.2261 -0.1690 0.049 Uiso 1 1 calc R . . C41 C -0.14505(14) 0.2027(3) 0.04924(10) 0.0299(5) Uani 1 1 d . . . C51 C -0.09801(16) 0.3773(3) -0.01599(10) 0.0355(5) Uani 1 1 d . . . H51 H -0.0653 0.4245 -0.0468 0.043 Uiso 1 1 calc R . . C61 C -0.16619(16) 0.4548(3) 0.01400(10) 0.0361(6) Uani 1 1 d . . . H61 H -0.1886 0.5629 0.0077 0.043 Uiso 1 1 calc R . . C1 C 0.13409(15) 0.2160(3) -0.31939(10) 0.0351(5) Uani 1 1 d . . . C2 C 0.06454(15) 0.1267(3) -0.28271(9) 0.0307(5) Uani 1 1 d . . . C3 C 0.06440(19) -0.0472(3) -0.28174(11) 0.0448(7) Uani 1 1 d . . . H3 H 0.1084 -0.1061 -0.3028 0.054 Uiso 1 1 calc R . . C4 C 0.0000 -0.1335(5) -0.2500 0.0554(11) Uani 1 2 d S . . H4 H 0.0000 -0.2502 -0.2500 0.066 Uiso 1 2 calc SR . . C5 C 0.0000 0.2132(4) -0.2500 0.0291(7) Uani 1 2 d S . . H5 H 0.0000 0.3299 -0.2500 0.035 Uiso 1 2 calc SR . . 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 0.0244(2) 0.0399(3) 0.0275(2) -0.0026(2) 0.00738(16) 0.0049(2) O1W 0.0390(9) 0.0504(11) 0.0349(9) -0.0056(8) 0.0001(7) 0.0042(8) O1C 0.0647(12) 0.0526(12) 0.0452(11) 0.0047(9) 0.0100(9) 0.0057(10) O2C 0.0501(12) 0.0868(17) 0.0704(14) 0.0236(12) 0.0022(10) -0.0006(11) O1 0.0433(10) 0.0504(12) 0.0508(11) 0.0022(9) 0.0181(8) -0.0108(9) O2 0.0375(9) 0.0630(12) 0.0407(10) -0.0035(9) 0.0212(8) -0.0016(9) N11 0.0291(10) 0.0385(11) 0.0311(10) -0.0020(9) 0.0048(8) 0.0052(9) N21 0.0310(10) 0.0463(12) 0.0325(10) 0.0025(10) 0.0120(8) 0.0061(10) N31 0.0282(10) 0.0394(11) 0.0325(10) -0.0053(9) 0.0081(8) 0.0050(9) N41 0.0259(9) 0.0411(11) 0.0273(10) -0.0006(8) 0.0064(7) 0.0026(8) C11 0.0246(11) 0.0422(13) 0.0251(11) -0.0032(10) 0.0043(9) 0.0021(10) C21 0.0377(13) 0.0387(14) 0.0386(13) 0.0010(11) 0.0047(10) 0.0057(11) C31 0.0390(13) 0.0448(15) 0.0397(14) 0.0086(12) 0.0097(11) 0.0009(12) C41 0.0231(11) 0.0384(13) 0.0283(11) -0.0052(10) 0.0040(9) 0.0026(10) C51 0.0311(12) 0.0417(14) 0.0339(12) 0.0022(11) 0.0061(10) -0.0022(11) C61 0.0364(13) 0.0348(13) 0.0369(13) -0.0014(10) 0.0011(10) 0.0025(10) C1 0.0252(11) 0.0506(16) 0.0296(12) 0.0041(11) 0.0042(9) -0.0012(11) C2 0.0279(11) 0.0401(13) 0.0244(11) 0.0027(10) 0.0062(9) 0.0014(10) C3 0.0583(17) 0.0426(15) 0.0344(13) 0.0016(11) 0.0227(12) 0.0122(12) C4 0.088(3) 0.034(2) 0.045(2) 0.000 0.036(2) 0.000 C5 0.0268(15) 0.0352(18) 0.0256(16) 0.000 0.0030(12) 0.000 _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 N11 2.1291(19) . ? Co1 N11 2.1291(19) 5 ? Co1 N41 2.1379(19) 5 ? Co1 N41 2.1379(19) . ? Co1 O1W 2.1615(17) 5 ? Co1 O1W 2.1615(17) . ? O1W H1WA 0.9241 . ? O1W H1WB 0.8889 . ? O1C H1CA 0.9154 . ? O1C H1CB 0.9892 . ? O2C H2CA 1.0398 . ? O2C H2CB 0.9781 . ? O1 C1 1.257(3) . ? O2 C1 1.262(3) . ? N11 C11 1.327(3) . ? N11 C21 1.371(3) . ? N21 C11 1.343(3) . ? N21 C31 1.365(3) . ? N21 H21N 0.9319 . ? N31 C41 1.341(3) . ? N31 C61 1.365(3) . ? N31 H31N 0.9159 . ? N41 C41 1.325(3) . ? N41 C51 1.373(3) . ? C11 C41 1.440(3) 5 ? C21 C31 1.355(3) . ? C21 H21 0.9300 . ? C31 H31 0.9300 . ? C41 C11 1.440(3) 5 ? C51 C61 1.359(3) . ? C51 H51 0.9300 . ? C61 H61 0.9300 . ? C1 C2 1.499(3) . ? C2 C3 1.386(4) . ? C2 C5 1.388(3) . ? C3 C4 1.374(3) . ? C3 H3 0.9300 . ? C4 C3 1.374(3) 2_554 ? C4 H4 0.9300 . ? C5 C2 1.388(3) 2_554 ? C5 H5 0.9300 . ? 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 N11 Co1 N11 180.00(14) . 5 ? N11 Co1 N41 79.26(7) . 5 ? N11 Co1 N41 100.74(7) 5 5 ? N11 Co1 N41 100.74(7) . . ? N11 Co1 N41 79.26(7) 5 . ? N41 Co1 N41 180.00(8) 5 . ? N11 Co1 O1W 89.67(7) . 5 ? N11 Co1 O1W 90.33(7) 5 5 ? N41 Co1 O1W 88.02(7) 5 5 ? N41 Co1 O1W 91.98(7) . 5 ? N11 Co1 O1W 90.33(7) . . ? N11 Co1 O1W 89.67(7) 5 . ? N41 Co1 O1W 91.98(7) 5 . ? N41 Co1 O1W 88.02(7) . . ? O1W Co1 O1W 180.00(10) 5 . ? Co1 O1W H1WA 117.3 . . ? Co1 O1W H1WB 113.1 . . ? H1WA O1W H1WB 103.8 . . ? H1CA O1C H1CB 95.4 . . ? H2CA O2C H2CB 93.4 . . ? C11 N11 C21 105.23(18) . . ? C11 N11 Co1 111.72(15) . . ? C21 N11 Co1 143.05(16) . . ? C11 N21 C31 106.96(19) . . ? C11 N21 H21N 130.2 . . ? C31 N21 H21N 122.8 . . ? C41 N31 C61 107.32(18) . . ? C41 N31 H31N 123.9 . . ? C61 N31 H31N 128.8 . . ? C41 N41 C51 105.49(19) . . ? C41 N41 Co1 111.14(15) . . ? C51 N41 Co1 143.25(15) . . ? N11 C11 N21 111.5(2) . . ? N11 C11 C41 118.54(19) . 5 ? N21 C11 C41 129.9(2) . 5 ? C31 C21 N11 109.7(2) . . ? C31 C21 H21 125.2 . . ? N11 C21 H21 125.2 . . ? C21 C31 N21 106.6(2) . . ? C21 C31 H31 126.7 . . ? N21 C31 H31 126.7 . . ? N41 C41 N31 111.4(2) . . ? N41 C41 C11 119.2(2) . 5 ? N31 C41 C11 129.40(19) . 5 ? C61 C51 N41 109.5(2) . . ? C61 C51 H51 125.3 . . ? N41 C51 H51 125.3 . . ? C51 C61 N31 106.4(2) . . ? C51 C61 H61 126.8 . . ? N31 C61 H61 126.8 . . ? O1 C1 O2 123.7(2) . . ? O1 C1 C2 119.1(2) . . ? O2 C1 C2 117.1(2) . . ? C3 C2 C5 119.2(2) . . ? C3 C2 C1 119.0(2) . . ? C5 C2 C1 121.8(2) . . ? C4 C3 C2 120.7(2) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C3 119.9(4) . 2_554 ? C3 C4 H4 120.0 . . ? C3 C4 H4 120.0 2_554 . ? C2 C5 C2 120.4(3) . 2_554 ? C2 C5 H5 119.8 . . ? C2 C5 H5 119.8 2_554 . ? # End of CIF #========================================================================== data_p-1-p _database_code_depnum_ccdc_archive 'CCDC 221203' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '6 October 2003' # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H16 N8 Ni O2, 2(C6 H4 N O2), 4(H2 O)' _chemical_formula_sum 'C24 H32 N10 Ni O10' _chemical_formula_weight 679.29 _chemical_compound_source Synthesis 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' O O 0.0106 0.0060 '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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4143(16) _cell_length_b 10.2573(18) _cell_length_c 8.6950(18) _cell_angle_alpha 100.789(16) _cell_angle_beta 107.753(15) _cell_angle_gamma 105.279(14) _cell_volume 738.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 19 _cell_measurement_theta_min 23.550 _cell_measurement_theta_max 32.110 _exptl_crystal_description Prism _exptl_crystal_colour 'Pale blue' _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 354 _exptl_absorpt_coefficient_mu 0.730 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.7208 _exptl_absorpt_correction_T_max 0.8559 _exptl_absorpt_process_details '(North et al.,1968)' #========================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7S' _diffrn_measurement_method '\w-2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 2777 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_av_sigmaI/netI 0.0579 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2606 _reflns_number_gt 1937 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; MSC/AFC, Diffractometer Control Software (Molecular Structure Corporation, 1993a) ; _computing_cell_refinement ; MSC/AFC, Diffractometer Control Software (Molecular Structure Corporation, 1993a) ; _computing_data_reduction ; TEXSAN, (Molecular Structure Corporation, 1993a) ; _computing_structure_solution 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_structure_refinement 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_molecular_graphics 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _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^)+(0.0410P)^2^+0.1918P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2606 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0769 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.0941 _refine_ls_wR_factor_gt 0.0862 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.319 _refine_diff_density_min -0.294 _refine_diff_density_rms 0.065 #========================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 0.0000 0.0000 0.0000 0.02521(19) Uani 1 2 d S . . O1C O -0.1197(3) -0.4364(3) -0.2460(3) 0.0595(8) Uani 1 1 d . . . H1CA H -0.1739 -0.4447 -0.3585 0.089 Uiso 1 1 d R . . H1CB H -0.1765 -0.5194 -0.2328 0.089 Uiso 1 1 d R . . O1 O -0.5035(3) -0.7757(3) -0.2097(3) 0.0410(6) Uani 1 1 d . . . O1W O 0.0499(2) 0.2049(2) -0.0331(2) 0.0316(6) Uani 1 1 d . . . H1WA H 0.1316 0.2252 -0.0626 0.047 Uiso 1 1 d R . . H1WB H 0.0856 0.2835 0.0539 0.047 Uiso 1 1 d R . . O2 O -0.7185(3) -0.7482(3) -0.1722(3) 0.0372(6) Uani 1 1 d . . . O2C O -0.1967(3) 0.2824(3) -0.2318(3) 0.0519(7) Uani 1 1 d . . . H2CA H -0.2923 0.2630 -0.2397 0.078 Uiso 1 1 d R . . H2CB H -0.1616 0.2577 -0.1340 0.078 Uiso 1 1 d R . . N1A N -0.2956(4) -0.5006(3) 0.4024(4) 0.0477(8) Uani 1 1 d . . . N11 N 0.2303(3) 0.0571(3) 0.1765(3) 0.0267(6) Uani 1 1 d . . . N21 N 0.3829(3) 0.1365(3) 0.4477(3) 0.0325(7) Uani 1 1 d . . . H21A H 0.4153 0.1600 0.5664 0.039 Uiso 1 1 d R . . N31 N 0.0750(3) 0.1658(3) 0.4992(3) 0.0313(7) Uani 1 1 d . . . H31A H 0.1468 0.1798 0.6100 0.038 Uiso 1 1 d R . . N41 N -0.0367(3) 0.0754(3) 0.2210(3) 0.0272(6) Uani 1 1 d . . . C1 C -0.5734(4) -0.7314(3) -0.1202(4) 0.0298(8) Uani 1 1 d . . . C2 C -0.4743(4) -0.6507(3) 0.0631(4) 0.0279(7) Uani 1 1 d . . . C3 C -0.3193(4) -0.6428(4) 0.1371(4) 0.0417(9) Uani 1 1 d . . . H3A H -0.2716 -0.6871 0.0749 0.050 Uiso 1 1 calc R . . C4 C -0.2353(5) -0.5674(4) 0.3063(5) 0.0519(11) Uani 1 1 d . . . H4A H -0.1310 -0.5635 0.3553 0.062 Uiso 1 1 calc R . . C5 C -0.4445(5) -0.5071(4) 0.3275(4) 0.0433(9) Uani 1 1 d . . . H5A H -0.4884 -0.4590 0.3912 0.052 Uiso 1 1 calc R . . C6 C -0.5377(4) -0.5809(4) 0.1609(4) 0.0359(8) Uani 1 1 d . . . H6A H -0.6419 -0.5835 0.1153 0.043 Uiso 1 1 calc R . . C11 C 0.2378(4) 0.1049(3) 0.3331(4) 0.0256(7) Uani 1 1 d . . . C21 C 0.3801(4) 0.0575(4) 0.1947(4) 0.0335(8) Uani 1 1 d . . . H21B H 0.4118 0.0287 0.1067 0.040 Uiso 1 1 calc R . . C31 C 0.4755(4) 0.1066(4) 0.3613(4) 0.0383(9) Uani 1 1 d . . . H31B H 0.5825 0.1177 0.4073 0.046 Uiso 1 1 calc R . . C41 C 0.0953(4) 0.1157(3) 0.3562(4) 0.0272(7) Uani 1 1 d . . . C51 C -0.1479(4) 0.1003(4) 0.2833(4) 0.0339(8) Uani 1 1 d . . . H51A H -0.2537 0.0816 0.2182 0.041 Uiso 1 1 calc R . . C61A C -0.0805(4) 0.1563(4) 0.4542(4) 0.0360(8) Uani 1 1 d . . . H61A H -0.1303 0.1828 0.5260 0.043 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0226(4) 0.0326(4) 0.0179(3) 0.0042(3) 0.0066(3) 0.0088(3) O1C 0.0622(19) 0.065(2) 0.0398(16) 0.0155(14) 0.0101(14) 0.0148(16) O1 0.0359(14) 0.0560(17) 0.0249(12) 0.0001(11) 0.0083(11) 0.0178(13) O1W 0.0300(13) 0.0334(14) 0.0272(12) 0.0037(10) 0.0105(10) 0.0079(11) O2 0.0279(14) 0.0489(16) 0.0254(12) 0.0045(11) 0.0072(10) 0.0058(12) O2C 0.0442(17) 0.071(2) 0.0467(16) 0.0220(14) 0.0201(13) 0.0216(15) N1 0.058(2) 0.047(2) 0.0253(16) 0.0081(14) 0.0061(16) 0.0109(17) N11 0.0253(14) 0.0305(15) 0.0215(13) 0.0046(11) 0.0091(11) 0.0069(12) N21 0.0247(15) 0.0433(18) 0.0227(14) 0.0046(13) 0.0041(12) 0.0099(13) N31 0.0305(16) 0.0393(17) 0.0197(14) 0.0029(12) 0.0088(12) 0.0097(13) N41 0.0233(14) 0.0346(16) 0.0200(13) 0.0037(11) 0.0072(11) 0.0083(12) C1 0.033(2) 0.0289(19) 0.0245(17) 0.0063(14) 0.0103(15) 0.0073(16) C2 0.0330(19) 0.0263(18) 0.0220(16) 0.0080(14) 0.0085(14) 0.0077(15) C3 0.039(2) 0.054(2) 0.0286(19) 0.0087(17) 0.0071(17) 0.0192(19) C4 0.044(2) 0.066(3) 0.032(2) 0.011(2) 0.0008(18) 0.017(2) C5 0.062(3) 0.039(2) 0.0304(19) 0.0085(17) 0.0232(19) 0.014(2) C6 0.040(2) 0.039(2) 0.0286(18) 0.0102(16) 0.0145(16) 0.0100(17) C11 0.0243(17) 0.0271(18) 0.0207(15) 0.0058(13) 0.0057(14) 0.0054(14) C21 0.0300(19) 0.043(2) 0.0290(18) 0.0085(15) 0.0128(15) 0.0145(17) C31 0.0242(18) 0.052(2) 0.038(2) 0.0102(17) 0.0096(16) 0.0151(17) C41 0.0300(18) 0.0295(18) 0.0220(16) 0.0060(14) 0.0106(14) 0.0100(15) C51 0.0243(18) 0.045(2) 0.0306(18) 0.0063(16) 0.0095(15) 0.0134(16) C61 0.034(2) 0.045(2) 0.0299(18) 0.0045(16) 0.0155(16) 0.0165(18) _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 N11 2.089(3) . ? Ni1 N11 2.089(3) 2 ? Ni1 N41 2.098(2) . ? Ni1 N41 2.098(2) 2 ? Ni1 O1W 2.124(2) 2 ? Ni1 O1W 2.124(2) . ? O1C H1CA 0.9309 . ? O1C H1CB 0.9266 . ? O1 C1 1.258(4) . ? O1W H1WA 0.8701 . ? O1W H1WB 0.9000 . ? O2 C1 1.254(4) . ? O2C H2CA 0.8470 . ? O2C H2CB 0.9219 . ? N1 C4 1.331(5) . ? N1 C5 1.331(5) . ? N11 C11 1.332(4) . ? N11 C21 1.369(4) . ? N21 C11 1.334(4) . ? N21 C31 1.368(4) . ? N21 H21A 0.9450 . ? N31 C41 1.343(4) . ? N31 C61 1.366(4) . ? N31 H31A 0.9511 . ? N41 C41 1.325(4) . ? N41 C51 1.374(4) . ? C1 C2 1.512(4) . ? C2 C3 1.377(5) . ? C2 C6 1.378(5) . ? C3 C4 1.389(5) . ? C3 H3A 0.9300 . ? C4 H4A 0.9300 . ? C5 C6 1.381(5) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C11 C41 1.444(4) . ? C21 C31 1.361(4) . ? C21 H21B 0.9300 . ? C31 H31B 0.9300 . ? C51 C61 1.362(4) . ? C51 H51A 0.9300 . ? C61 H61A 0.9300 . ? 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 N11 Ni1 N11 180.0(2) . 2 ? N11 Ni1 N41 80.51(10) . . ? N11 Ni1 N41 99.49(10) 2 . ? N11 Ni1 N41 99.49(10) . 2 ? N11 Ni1 N41 80.51(10) 2 2 ? N41 Ni1 N41 180.0(2) . 2 ? N11 Ni1 O1W 89.11(9) . 2 ? N11 Ni1 O1W 90.89(9) 2 2 ? N41 Ni1 O1W 89.80(9) . 2 ? N41 Ni1 O1W 90.20(9) 2 2 ? N11 Ni1 O1W 90.89(9) . . ? N11 Ni1 O1W 89.11(9) 2 . ? N41 Ni1 O1W 90.20(9) . . ? N41 Ni1 O1W 89.80(9) 2 . ? O1W Ni1 O1W 180.00(4) 2 . ? H1CA O1C H1CB 102.6 . . ? Ni1 O1W H1WA 110.2 . . ? Ni1 O1W H1WB 122.1 . . ? H1WA O1W H1WB 96.7 . . ? H2CA O2C H2CB 95.8 . . ? C4 N1 C5 116.4(3) . . ? C11 N11 C21 105.0(3) . . ? C11 N11 Ni1 111.4(2) . . ? C21 N11 Ni1 143.5(2) . . ? C11 N21 C31 106.9(3) . . ? C11 N21 H21A 128.2 . . ? C31 N21 H21A 124.2 . . ? C41 N31 C61 106.8(3) . . ? C41 N31 H31A 124.9 . . ? C61 N31 H31A 126.3 . . ? C41 N41 C51 104.5(3) . . ? C41 N41 Ni1 111.3(2) . . ? C51 N41 Ni1 144.2(2) . . ? O2 C1 O1 124.8(3) . . ? O2 C1 C2 117.8(3) . . ? O1 C1 C2 117.4(3) . . ? C3 C2 C6 117.9(3) . . ? C3 C2 C1 121.9(3) . . ? C6 C2 C1 120.2(3) . . ? C2 C3 C4 118.9(4) . . ? C2 C3 H3A 120.6 . . ? C4 C3 H3A 120.6 . . ? N1 C4 C3 123.7(4) . . ? N1 C4 H4A 118.1 . . ? C3 C4 H4A 118.1 . . ? N1 C5 C6 123.9(4) . . ? N1 C5 H5A 118.1 . . ? C6 C5 H5A 118.1 . . ? C2 C6 C5 119.1(4) . . ? C2 C6 H6A 120.4 . . ? C5 C6 H6A 120.4 . . ? N11 C11 N21 112.0(3) . . ? N11 C11 C41 118.3(3) . . ? N21 C11 C41 129.7(3) . . ? C31 C21 N11 109.7(3) . . ? C31 C21 H21B 125.2 . . ? N11 C21 H21B 125.2 . . ? C21 C31 N21 106.5(3) . . ? C21 C31 H31B 126.8 . . ? N21 C31 H31B 126.8 . . ? N41 C41 N31 112.3(3) . . ? N41 C41 C11 118.4(3) . . ? N31 C41 C11 129.2(3) . . ? C61 C51 N41 110.1(3) . . ? C61 C51 H51A 124.9 . . ? N41 C51 H51A 124.9 . . ? C51 C61 N31 106.2(3) . . ? C51 C61 H61A 126.9 . . ? N31 C61 H61A 126.9 . . ? # End of CIF ============================================================ #========================================================================== data_p21c-p _database_code_depnum_ccdc_archive 'CCDC 221204' #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '3 September 2003' #========================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H16 N8 Ni O2, 2(C7 H5 O5), 4(H2 O)' _chemical_formula_sum 'C26 H34 N8 Ni1 O16' _chemical_formula_weight 773.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #============================================================= # Crystal Data _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.135(5) _cell_length_b 9.265(4) _cell_length_c 13.992(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.08(3) _cell_angle_gamma 90.00 _cell_volume 1557.5(10) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 13 _cell_measurement_theta_min 20.750 _cell_measurement_theta_max 29.460 _exptl_crystal_description Laminar _exptl_crystal_colour 'Pale Green' _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.649 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 804 _exptl_absorpt_coefficient_mu 0.715 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.6819 _exptl_absorpt_correction_T_max 0.8821 _exptl_absorpt_process_details '(North et al.,1968)' #========================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7S' _diffrn_measurement_method '\w-2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 2874 _diffrn_reflns_av_R_equivalents 0.0871 _diffrn_reflns_av_sigmaI/netI 0.0862 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2739 _reflns_number_gt 1663 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; MSC/AFC, Diffractometer Control Software (Molecular Structure Corporation, 1993a) ; _computing_cell_refinement ; MSC/AFC, Diffractometer Control Software (Molecular Structure Corporation, 1993a) ; _computing_data_reduction ; TEXSAN, (Molecular Structure Corporation, 1993a) ; _computing_structure_solution 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_structure_refinement 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_molecular_graphics 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXLTL-NT V5.1 (Bruker AXS, 1998)' _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^)+(0.0649P)^2^+1.1424P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2739 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1217 _refine_ls_R_factor_gt 0.0637 _refine_ls_wR_factor_ref 0.1530 _refine_ls_wR_factor_gt 0.1278 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.364 _refine_diff_density_min -0.543 _refine_diff_density_rms 0.086 #========================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 1.0000 0.5000 0.5000 0.0302(3) Uani 1 2 d S . . O1W O 0.8533(3) 0.5303(4) 0.4009(2) 0.0392(10) Uani 1 1 d . . . H1WB H 0.8227 0.6031 0.4050 0.059 Uiso 1 1 d R . . H1WA H 0.8066 0.4771 0.3961 0.059 Uiso 1 1 d R . . O1C O 0.5847(4) 0.3921(5) 0.5576(3) 0.0621(13) Uani 1 1 d . . . H1CB H 0.6050 0.3570 0.5067 0.093 Uiso 1 1 d R . . H1CA H 0.5167 0.4167 0.5530 0.093 Uiso 1 1 d R . . O2C O 0.6824(4) 0.3222(4) 0.3888(3) 0.0557(12) Uani 1 1 d . . . H2CB H 0.7019 0.2350 0.3825 0.084 Uiso 1 1 d R . . H2CA H 0.6455 0.3276 0.3326 0.084 Uiso 1 1 d R . . O1 O 0.7452(4) 0.4643(4) 0.8792(3) 0.0592(14) Uani 1 1 d . . . O2 O 0.7568(4) 0.7011(4) 0.8731(3) 0.0474(11) Uani 1 1 d . . . O3 O 0.5957(4) 0.8659(4) 1.1719(3) 0.0627(14) Uani 1 1 d . . . H3O H 0.5933 0.9314 1.1322 0.094 Uiso 1 1 d R . . O4 O 0.5410(5) 0.6150(5) 1.2571(3) 0.089(2) Uani 1 1 d . . . H4O H 0.5149 0.6952 1.2648 0.134 Uiso 1 1 d R . . O5 O 0.5618(4) 0.3593(4) 1.1733(3) 0.0557(13) Uani 1 1 d . . . H5O H 0.5682 0.2882 1.1396 0.084 Uiso 1 1 d R . . N11 N 0.9130(4) 0.3798(4) 0.5895(3) 0.0307(11) Uani 1 1 d . . . N21 N 0.8239(4) 0.3842(5) 0.7174(3) 0.0362(12) Uani 1 1 d . . . H21N H 0.8074 0.4044 0.7801 0.043 Uiso 1 1 d R . . N31 N 0.8712(4) 0.7178(5) 0.7155(3) 0.0335(11) Uani 1 1 d . . . H31N H 0.8526 0.7127 0.7780 0.040 Uiso 1 1 d R . . N41 N 0.9547(4) 0.6672(4) 0.5885(3) 0.0301(11) Uani 1 1 d . . . C11 C 0.8768(4) 0.4605(5) 0.6566(4) 0.0298(13) Uani 1 1 d . . . C21 C 0.8823(5) 0.2414(6) 0.6109(4) 0.0391(14) Uani 1 1 d . . . H21 H 0.8961 0.1593 0.5763 0.047 Uiso 1 1 d R . . C31 C 0.8286(5) 0.2430(6) 0.6895(4) 0.0451(16) Uani 1 1 d . . . H31 H 0.8003 0.1637 0.7188 0.054 Uiso 1 1 d R . . C41 C 0.8993(5) 0.6145(5) 0.6553(4) 0.0301(13) Uani 1 1 d . . . C51 C 0.9625(5) 0.8126(6) 0.6063(4) 0.0363(14) Uani 1 1 d . . . H51 H 0.9971 0.8789 0.5705 0.044 Uiso 1 1 d R . . C61 C 0.9119(5) 0.8454(6) 0.6847(4) 0.0360(14) Uani 1 1 d . . . H61 H 0.9058 0.9363 0.7116 0.043 Uiso 1 1 d R . . C1 C 0.7292(5) 0.5883(6) 0.9122(4) 0.0368(14) Uani 1 1 d . . . C2 C 0.6746(4) 0.5979(6) 1.0011(4) 0.0319(13) Uani 1 1 d . . . C3 C 0.6572(4) 0.7309(6) 1.0429(4) 0.0344(13) Uani 1 1 d . . . H3 H 0.6762 0.8157 1.0136 0.041 Uiso 1 1 d R . . C4 C 0.6123(5) 0.7368(6) 1.1280(4) 0.0404(15) Uani 1 1 d . . . C5 C 0.5832(6) 0.6115(7) 1.1723(4) 0.0490(18) Uani 1 1 d . . . C6 C 0.5946(5) 0.4800(6) 1.1282(4) 0.0394(14) Uani 1 1 d . . . C7 C 0.6414(4) 0.4721(5) 1.0438(4) 0.0342(13) Uani 1 1 d . . . H7 H 0.6505 0.3829 1.0154 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 Ni1 0.0427(6) 0.0223(5) 0.0293(5) 0.0002(5) 0.0186(4) 0.0006(5) O1W 0.049(2) 0.023(2) 0.048(2) -0.0011(16) 0.0143(19) -0.0005(17) O1C 0.061(3) 0.053(3) 0.076(3) -0.019(2) 0.023(3) 0.006(2) O2C 0.071(3) 0.036(2) 0.063(3) -0.001(2) 0.018(2) -0.004(2) O1 0.108(4) 0.027(2) 0.055(3) -0.0015(19) 0.053(3) 0.007(2) O2 0.082(3) 0.029(2) 0.039(2) -0.0019(18) 0.034(2) -0.012(2) O3 0.119(4) 0.029(2) 0.049(3) -0.001(2) 0.042(3) 0.012(2) O4 0.168(6) 0.038(3) 0.085(4) 0.016(3) 0.099(4) 0.030(3) O5 0.075(3) 0.030(2) 0.072(3) 0.010(2) 0.047(3) 0.003(2) N11 0.046(3) 0.021(2) 0.030(3) -0.0012(19) 0.019(2) 0.004(2) N21 0.053(3) 0.028(3) 0.032(3) -0.001(2) 0.021(2) 0.000(2) N31 0.046(3) 0.032(3) 0.025(2) -0.005(2) 0.014(2) 0.000(2) N41 0.041(3) 0.019(2) 0.034(3) 0.0010(19) 0.017(2) -0.001(2) C11 0.031(3) 0.032(3) 0.029(3) 0.004(2) 0.011(2) 0.000(2) C21 0.055(4) 0.022(3) 0.044(3) 0.001(3) 0.022(3) -0.002(3) C31 0.068(5) 0.026(3) 0.046(4) -0.001(3) 0.023(3) -0.009(3) C41 0.039(3) 0.023(3) 0.031(3) 0.003(2) 0.012(3) 0.002(3) C51 0.047(4) 0.025(3) 0.041(3) -0.004(2) 0.019(3) -0.004(3) C61 0.046(4) 0.022(3) 0.040(3) -0.004(2) 0.007(3) -0.001(3) C1 0.044(4) 0.039(4) 0.030(3) -0.002(3) 0.014(3) 0.001(3) C2 0.037(3) 0.029(3) 0.033(3) 0.001(2) 0.015(3) 0.001(3) C3 0.039(3) 0.029(3) 0.039(3) 0.003(3) 0.018(3) -0.003(3) C4 0.055(4) 0.031(3) 0.039(3) -0.004(3) 0.018(3) 0.007(3) C5 0.068(5) 0.045(4) 0.042(4) 0.014(3) 0.037(3) 0.019(3) C6 0.044(3) 0.031(3) 0.049(3) 0.010(3) 0.026(3) 0.003(3) C7 0.041(3) 0.025(3) 0.039(3) -0.003(2) 0.015(3) 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N11 2.072(4) 3_766 ? Ni1 N11 2.072(4) . ? Ni1 N41 2.104(4) . ? Ni1 N41 2.104(4) 3_766 ? Ni1 O1W 2.115(4) 3_766 ? Ni1 O1W 2.115(4) . ? O1W H1WB 0.7763 . ? O1W H1WA 0.7468 . ? O1C H1CB 0.8501 . ? O1C H1CA 0.8496 . ? O2C H2CB 0.8500 . ? O2C H2CA 0.8500 . ? O1 C1 1.263(6) . ? O2 C1 1.247(6) . ? O3 C4 1.372(6) . ? O3 H3O 0.8202 . ? O4 C5 1.358(6) . ? O4 H4O 0.8201 . ? O5 C6 1.371(6) . ? O5 H5O 0.8200 . ? N11 C11 1.323(6) . ? N11 C21 1.380(6) . ? N21 C11 1.338(6) . ? N21 C31 1.369(7) . ? N21 H21N 0.9450 . ? N31 C41 1.351(6) . ? N31 C61 1.374(7) . ? N31 H31N 0.9350 . ? N41 C41 1.319(6) . ? N41 C51 1.371(6) . ? C11 C41 1.454(7) . ? C21 C31 1.354(7) . ? C21 H21 0.9301 . ? C31 H31 0.9300 . ? C51 C61 1.364(7) . ? C51 H51 0.9300 . ? C61 H61 0.9300 . ? C1 C2 1.492(7) . ? C2 C3 1.393(7) . ? C2 C7 1.394(7) . ? C3 C4 1.379(7) . ? C3 H3 0.9298 . ? C4 C5 1.385(8) . ? C5 C6 1.382(8) . ? C6 C7 1.382(7) . ? C7 H7 0.9299 . ? 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 N11 Ni1 N11 180.00(19) 3_766 . ? N11 Ni1 N41 99.03(16) 3_766 . ? N11 Ni1 N41 80.97(16) . . ? N11 Ni1 N41 80.97(16) 3_766 3_766 ? N11 Ni1 N41 99.03(16) . 3_766 ? N41 Ni1 N41 180.000(1) . 3_766 ? N11 Ni1 O1W 90.80(16) 3_766 3_766 ? N11 Ni1 O1W 89.20(16) . 3_766 ? N41 Ni1 O1W 88.72(16) . 3_766 ? N41 Ni1 O1W 91.28(16) 3_766 3_766 ? N11 Ni1 O1W 89.20(16) 3_766 . ? N11 Ni1 O1W 90.80(16) . . ? N41 Ni1 O1W 91.28(16) . . ? N41 Ni1 O1W 88.72(16) 3_766 . ? O1W Ni1 O1W 180.0 3_766 . ? Ni1 O1W H1WB 115.8 . . ? Ni1 O1W H1WA 122.0 . . ? H1WB O1W H1WA 102.4 . . ? H1CB O1C H1CA 115.6 . . ? H2CB O2C H2CA 94.5 . . ? C4 O3 H3O 109.6 . . ? C5 O4 H4O 109.6 . . ? C6 O5 H5O 109.5 . . ? C11 N11 C21 104.1(4) . . ? C11 N11 Ni1 111.9(3) . . ? C21 N11 Ni1 143.8(3) . . ? C11 N21 C31 106.3(4) . . ? C11 N21 H21N 131.9 . . ? C31 N21 H21N 118.5 . . ? C41 N31 C61 106.3(4) . . ? C41 N31 H31N 131.6 . . ? C61 N31 H31N 118.9 . . ? C41 N41 C51 105.3(4) . . ? C41 N41 Ni1 110.2(3) . . ? C51 N41 Ni1 144.5(4) . . ? N11 C11 N21 112.9(4) . . ? N11 C11 C41 117.6(4) . . ? N21 C11 C41 129.4(5) . . ? C31 C21 N11 110.0(5) . . ? C31 C21 H21 125.1 . . ? N11 C21 H21 124.9 . . ? C21 C31 N21 106.6(5) . . ? C21 C31 H31 126.8 . . ? N21 C31 H31 126.6 . . ? N41 C41 N31 112.3(5) . . ? N41 C41 C11 119.2(5) . . ? N31 C41 C11 128.6(5) . . ? C61 C51 N41 109.8(5) . . ? C61 C51 H51 125.1 . . ? N41 C51 H51 125.1 . . ? C51 C61 N31 106.5(5) . . ? C51 C61 H61 126.7 . . ? N31 C61 H61 126.8 . . ? O2 C1 O1 122.5(5) . . ? O2 C1 C2 119.6(5) . . ? O1 C1 C2 117.9(5) . . ? C3 C2 C7 119.3(5) . . ? C3 C2 C1 120.9(5) . . ? C7 C2 C1 119.8(5) . . ? C4 C3 C2 119.9(5) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.1 . . ? O3 C4 C3 121.5(5) . . ? O3 C4 C5 117.9(5) . . ? C3 C4 C5 120.7(5) . . ? O4 C5 C6 119.1(5) . . ? O4 C5 C4 121.5(5) . . ? C6 C5 C4 119.4(5) . . ? O5 C6 C5 117.4(5) . . ? O5 C6 C7 122.1(5) . . ? C5 C6 C7 120.5(5) . . ? C6 C7 C2 120.0(5) . . ? C6 C7 H7 120.0 . . ? C2 C7 H7 120.0 . . ?