Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Prof Qing-Jin Meng' _publ_contact_author_address ; Coordination Chemistry Institute State Key Laboratory of Coordination Chemistry Nanjing 210093 CHINA ; _publ_contact_author_email MENGQJ@NETRA.NJU.EDU.CN _publ_section_title ;Metal-Organic Frameworks Constructed from Mixed-Ligand 1,2,3,4-Tetra-(4-Pyridyl)-Butane and Benzene-Polycarboxylate Acids: Syntheses, Structures and Physical Properties ; loop_ _publ_author_name 'Qing-Jin Meng' 'Yi-Zhi Li' 'Jian-Guo Lin' 'Zhen-Fang Tian' ; Yan-Yan Xu ; 'Shuangquan Zang' 'Hui-Zhen Zhu' # Attachment '1.cif' data_11 _database_code_depnum_ccdc_archive 'CCDC 646586' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H19 Mn N2 O6' _chemical_formula_sum 'C20 H19 Mn N2 O6' _chemical_formula_weight 438.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 9.848(3) _cell_length_b 9.927(3) _cell_length_c 11.596(3) _cell_angle_alpha 70.257(5) _cell_angle_beta 65.314(4) _cell_angle_gamma 71.302(4) _cell_volume 947.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 27.91 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 0.738 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8 _exptl_absorpt_correction_T_max 0.86 _exptl_absorpt_process_details 'SADABS(Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5070 _diffrn_reflns_av_R_equivalents 0.0579 _diffrn_reflns_av_sigmaI/netI 0.0444 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 26.04 _reflns_number_total 3626 _reflns_number_gt 3327 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0712P)^2^+0.2996P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3626 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0417 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1061 _refine_ls_wR_factor_gt 0.1039 _refine_ls_goodness_of_fit_ref 0.973 _refine_ls_restrained_S_all 0.973 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_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 Mn1 Mn 0.11581(3) 0.32011(3) 0.37758(3) 0.02586(12) Uani 1 1 d . . . C1 C 0.3900(2) 0.1899(3) 0.1456(2) 0.0390(5) Uani 1 1 d . . . H1 H 0.3196 0.2346 0.1029 0.047 Uiso 1 1 calc R . . C2 C 0.4516(2) 0.1328(2) 0.3273(2) 0.0359(5) Uani 1 1 d . . . H2 H 0.4250 0.1367 0.4132 0.043 Uiso 1 1 calc R . . C3 C 0.5958(2) 0.0579(2) 0.2674(2) 0.0368(5) Uani 1 1 d . . . H3 H 0.6645 0.0144 0.3120 0.044 Uiso 1 1 calc R . . C4 C 0.5317(3) 0.1169(2) 0.0792(2) 0.0380(5) Uani 1 1 d . . . H4 H 0.5556 0.1142 -0.0067 0.046 Uiso 1 1 calc R . . C5 C 0.6376(2) 0.0480(2) 0.1403(2) 0.0310(4) Uani 1 1 d . . . C6 C 0.7931(2) -0.0342(2) 0.0718(2) 0.0337(4) Uani 1 1 d . . . H6A H 0.7936 -0.0466 -0.0079 0.040 Uiso 1 1 calc R . . H6B H 0.8129 -0.1309 0.1273 0.040 Uiso 1 1 calc R . . C7 C 0.9214(2) 0.04321(19) 0.03771(18) 0.0263(4) Uani 1 1 d . . . H7 H 0.9257 0.0470 0.1194 0.032 Uiso 1 1 calc R . . C8 C 0.8950(2) 0.1979(2) -0.04300(18) 0.0260(4) Uani 1 1 d . . . C9 C 0.8967(2) 0.3172(2) -0.0078(2) 0.0341(5) Uani 1 1 d . . . H9 H 0.9065 0.3055 0.0716 0.041 Uiso 1 1 calc R . . C10 C 0.8837(3) 0.4537(2) -0.0919(2) 0.0370(5) Uani 1 1 d . . . H10 H 0.8853 0.5327 -0.0668 0.044 Uiso 1 1 calc R . . C11 C 0.8659(3) 0.3632(2) -0.2388(2) 0.0388(5) Uani 1 1 d . . . H11 H 0.8554 0.3777 -0.3184 0.047 Uiso 1 1 calc R . . C12 C 0.8774(3) 0.2239(2) -0.1606(2) 0.0352(5) Uani 1 1 d . . . H12 H 0.8732 0.1472 -0.1873 0.042 Uiso 1 1 calc R . . C13 C 0.2150(2) 0.4626(2) 0.53429(19) 0.0272(4) Uani 1 1 d . . . C14 C 0.3264(2) 0.4150(2) 0.60461(19) 0.0275(4) Uani 1 1 d . . . C15 C 0.2969(2) 0.4734(3) 0.7076(2) 0.0391(5) Uani 1 1 d . . . H15 H 0.2087 0.5439 0.7323 0.047 Uiso 1 1 calc R . . C16 C 0.3985(3) 0.4270(3) 0.7738(2) 0.0480(6) Uani 1 1 d . . . H16 H 0.3782 0.4660 0.8432 0.058 Uiso 1 1 calc R . . C17 C 0.5305(3) 0.3226(3) 0.7371(2) 0.0392(5) Uani 1 1 d . . . H17 H 0.5973 0.2905 0.7832 0.047 Uiso 1 1 calc R . . C18 C 0.5636(2) 0.2657(2) 0.63240(19) 0.0286(4) Uani 1 1 d . . . C19 C 0.4613(2) 0.3131(2) 0.56666(19) 0.0275(4) Uani 1 1 d . . . H19 H 0.4832 0.2761 0.4956 0.033 Uiso 1 1 calc R . . C20 C 0.7105(2) 0.1560(2) 0.5890(2) 0.0300(4) Uani 1 1 d . . . N1 N 0.34831(19) 0.19987(19) 0.26897(18) 0.0332(4) Uani 1 1 d . . . N2 N 0.8690(2) 0.47887(18) -0.20662(17) 0.0326(4) Uani 1 1 d . . . O1 O 0.23091(17) 0.38491(16) 0.46197(16) 0.0370(3) Uani 1 1 d . . . O2 O 0.11549(16) 0.57786(15) 0.54937(15) 0.0348(3) Uani 1 1 d . . . O3 O 0.74894(17) 0.13069(16) 0.47933(15) 0.0371(3) Uani 1 1 d . . . O4 O 0.78521(16) 0.09724(16) 0.66520(15) 0.0371(3) Uani 1 1 d . . . O5 O 0.08146(17) 0.13509(15) 0.54501(14) 0.0355(3) Uani 1 1 d . . . H5B H -0.0115 0.1280 0.5753 0.053 Uiso 1 1 d R . . H5C H 0.1386 0.0572 0.5216 0.053 Uiso 1 1 d R . . O6 O 0.03510(17) 0.19412(16) 0.28990(15) 0.0381(3) Uani 1 1 d . . . H6C H -0.0619 0.2158 0.3140 0.057 Uiso 1 1 d R . . H6E H 0.0645 0.1026 0.3168 0.057 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 Mn1 0.01790(18) 0.02263(18) 0.03378(19) -0.00602(12) -0.00881(13) -0.00100(11) C1 0.0254(11) 0.0449(12) 0.0411(12) -0.0092(10) -0.0121(9) -0.0004(9) C2 0.0267(10) 0.0403(11) 0.0393(11) -0.0139(9) -0.0082(9) -0.0050(9) C3 0.0224(10) 0.0396(11) 0.0430(12) -0.0078(9) -0.0117(9) -0.0014(8) C4 0.0298(11) 0.0422(12) 0.0346(11) -0.0094(9) -0.0064(9) -0.0043(9) C5 0.0200(9) 0.0267(9) 0.0389(11) -0.0064(8) -0.0035(8) -0.0063(7) C6 0.0224(10) 0.0288(10) 0.0409(11) -0.0077(8) -0.0037(8) -0.0045(8) C7 0.0189(9) 0.0254(9) 0.0266(9) -0.0051(7) -0.0038(7) -0.0011(7) C8 0.0157(8) 0.0256(9) 0.0303(9) -0.0055(7) -0.0053(7) -0.0011(7) C9 0.0374(12) 0.0308(10) 0.0335(11) -0.0098(8) -0.0139(9) -0.0021(9) C10 0.0395(12) 0.0281(10) 0.0436(12) -0.0105(9) -0.0153(10) -0.0041(9) C11 0.0470(13) 0.0326(11) 0.0377(11) -0.0016(9) -0.0211(10) -0.0082(9) C12 0.0410(12) 0.0287(10) 0.0380(11) -0.0067(8) -0.0171(10) -0.0067(9) C13 0.0157(9) 0.0260(9) 0.0338(10) -0.0034(8) -0.0056(7) -0.0046(7) C14 0.0180(9) 0.0273(9) 0.0330(10) -0.0046(7) -0.0078(8) -0.0036(7) C15 0.0254(10) 0.0447(12) 0.0435(12) -0.0188(10) -0.0118(9) 0.0061(9) C16 0.0370(13) 0.0657(16) 0.0450(13) -0.0291(12) -0.0185(11) 0.0070(11) C17 0.0291(11) 0.0490(13) 0.0392(12) -0.0113(10) -0.0170(9) 0.0001(9) C18 0.0192(9) 0.0265(9) 0.0359(10) -0.0046(8) -0.0094(8) -0.0026(7) C19 0.0215(9) 0.0265(9) 0.0341(10) -0.0084(8) -0.0097(8) -0.0033(7) C20 0.0189(9) 0.0264(9) 0.0433(11) -0.0055(8) -0.0118(8) -0.0042(7) N1 0.0198(8) 0.0324(9) 0.0417(10) -0.0093(7) -0.0067(7) -0.0031(7) N2 0.0275(9) 0.0263(8) 0.0388(10) -0.0026(7) -0.0120(8) -0.0037(7) O1 0.0308(8) 0.0340(8) 0.0549(9) -0.0154(7) -0.0241(7) -0.0002(6) O2 0.0203(7) 0.0317(7) 0.0455(8) -0.0098(6) -0.0114(6) 0.0039(6) O3 0.0256(7) 0.0354(8) 0.0466(9) -0.0154(7) -0.0123(7) 0.0038(6) O4 0.0253(7) 0.0340(8) 0.0530(9) -0.0091(7) -0.0218(7) 0.0024(6) O5 0.0249(7) 0.0276(7) 0.0440(8) -0.0055(6) -0.0077(6) -0.0019(6) O6 0.0304(8) 0.0324(8) 0.0485(9) -0.0089(6) -0.0124(7) -0.0051(6) _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 Mn1 O2 2.1026(15) 2_566 ? Mn1 O1 2.1155(14) . ? Mn1 O5 2.1674(15) . ? Mn1 N1 2.2601(17) . ? Mn1 N2 2.2817(17) 2_665 ? Mn1 O6 2.3242(16) . ? C1 N1 1.343(3) . ? C1 C4 1.377(3) . ? C1 H1 0.9300 . ? C2 N1 1.331(3) . ? C2 C3 1.379(3) . ? C2 H2 0.9300 . ? C3 C5 1.384(3) . ? C3 H3 0.9300 . ? C4 C5 1.375(3) . ? C4 H4 0.9300 . ? C5 C6 1.505(3) . ? C6 C7 1.531(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.509(3) . ? C7 C7 1.557(3) 2_755 ? C7 H7 0.9800 . ? C8 C12 1.374(3) . ? C8 C9 1.384(3) . ? C9 C10 1.380(3) . ? C9 H9 0.9300 . ? C10 N2 1.329(3) . ? C10 H10 0.9300 . ? C11 N2 1.334(3) . ? C11 C12 1.373(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 O1 1.254(2) . ? C13 O2 1.254(2) . ? C13 C14 1.498(3) . ? C14 C15 1.385(3) . ? C14 C19 1.390(3) . ? C15 C16 1.381(3) . ? C15 H15 0.9300 . ? C16 C17 1.384(3) . ? C16 H16 0.9300 . ? C17 C18 1.384(3) . ? C17 H17 0.9300 . ? C18 C19 1.383(3) . ? C18 C20 1.511(3) . ? C19 H19 0.9300 . ? C20 O4 1.257(2) . ? C20 O3 1.256(3) . ? N2 Mn1 2.2817(17) 2_665 ? O2 Mn1 2.1026(15) 2_566 ? O5 H5B 0.8500 . ? O5 H5C 0.8500 . ? O6 H6C 0.8500 . ? O6 H6E 0.8500 . ? 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 O2 Mn1 O1 105.84(6) 2_566 . ? O2 Mn1 O5 90.53(6) 2_566 . ? O1 Mn1 O5 87.59(6) . . ? O2 Mn1 N1 167.56(6) 2_566 . ? O1 Mn1 N1 86.35(6) . . ? O5 Mn1 N1 92.49(6) . . ? O2 Mn1 N2 84.92(6) 2_566 2_665 ? O1 Mn1 N2 94.51(7) . 2_665 ? O5 Mn1 N2 175.36(6) . 2_665 ? N1 Mn1 N2 91.77(6) . 2_665 ? O2 Mn1 O6 86.27(6) 2_566 . ? O1 Mn1 O6 165.47(6) . . ? O5 Mn1 O6 84.24(6) . . ? N1 Mn1 O6 82.04(6) . . ? N2 Mn1 O6 94.55(6) 2_665 . ? N1 C1 C4 123.4(2) . . ? N1 C1 H1 118.3 . . ? C4 C1 H1 118.3 . . ? N1 C2 C3 123.7(2) . . ? N1 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? C2 C3 C5 119.4(2) . . ? C2 C3 H3 120.3 . . ? C5 C3 H3 120.3 . . ? C5 C4 C1 119.7(2) . . ? C5 C4 H4 120.2 . . ? C1 C4 H4 120.2 . . ? C4 C5 C3 117.36(19) . . ? C4 C5 C6 121.45(19) . . ? C3 C5 C6 121.19(19) . . ? C5 C6 C7 112.94(16) . . ? C5 C6 H6A 109.0 . . ? C7 C6 H6A 109.0 . . ? C5 C6 H6B 109.0 . . ? C7 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? C8 C7 C6 112.42(16) . . ? C8 C7 C7 108.89(18) . 2_755 ? C6 C7 C7 110.81(19) . 2_755 ? C8 C7 H7 108.2 . . ? C6 C7 H7 108.2 . . ? C7 C7 H7 108.2 2_755 . ? C12 C8 C9 117.17(18) . . ? C12 C8 C7 120.01(17) . . ? C9 C8 C7 122.71(18) . . ? C10 C9 C8 119.19(19) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? N2 C10 C9 123.82(19) . . ? N2 C10 H10 118.1 . . ? C9 C10 H10 118.1 . . ? N2 C11 C12 123.6(2) . . ? N2 C11 H11 118.2 . . ? C12 C11 H11 118.2 . . ? C11 C12 C8 119.84(19) . . ? C11 C12 H12 120.1 . . ? C8 C12 H12 120.1 . . ? O1 C13 O2 124.80(18) . . ? O1 C13 C14 116.95(16) . . ? O2 C13 C14 118.23(18) . . ? C15 C14 C19 119.05(18) . . ? C15 C14 C13 120.28(17) . . ? C19 C14 C13 120.67(17) . . ? C16 C15 C14 120.04(19) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 120.3(2) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C16 C17 C18 120.45(19) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C17 C18 C19 118.80(18) . . ? C17 C18 C20 120.54(17) . . ? C19 C18 C20 120.65(18) . . ? C18 C19 C14 121.33(18) . . ? C18 C19 H19 119.3 . . ? C14 C19 H19 119.3 . . ? O4 C20 O3 124.93(18) . . ? O4 C20 C18 117.63(18) . . ? O3 C20 C18 117.44(17) . . ? C2 N1 C1 116.44(18) . . ? C2 N1 Mn1 120.27(14) . . ? C1 N1 Mn1 123.29(14) . . ? C10 N2 C11 116.39(18) . . ? C10 N2 Mn1 131.44(14) . 2_665 ? C11 N2 Mn1 111.43(14) . 2_665 ? C13 O1 Mn1 144.42(13) . . ? C13 O2 Mn1 148.97(13) . 2_566 ? Mn1 O5 H5B 109.4 . . ? Mn1 O5 H5C 109.4 . . ? H5B O5 H5C 109.5 . . ? Mn1 O6 H6C 109.4 . . ? Mn1 O6 H6E 109.4 . . ? H6C O6 H6E 109.5 . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 26.04 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.447 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.076 # Attachment '2.cif' data_c2c _database_code_depnum_ccdc_archive 'CCDC 646587' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H32 N4 O14 Zn3, 1.2(H2 O), 2(H0.80 O0.40)' _chemical_formula_sum 'C42 H36 N4 O16 Zn3' _chemical_formula_weight 1048.86 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 25.896(2) _cell_length_b 11.0511(9) _cell_length_c 17.3434(15) _cell_angle_alpha 90.00 _cell_angle_beta 118.826(2) _cell_angle_gamma 90.00 _cell_volume 4348.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.676 _cell_measurement_theta_max 19.554 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2136 _exptl_absorpt_coefficient_mu 1.719 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.59 _exptl_absorpt_correction_T_max 0.66 _exptl_absorpt_process_details '(SADABS: Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11498 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4232 _reflns_number_gt 3062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.07P)^2^+1.99P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4232 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0874 _refine_ls_R_factor_gt 0.0550 _refine_ls_wR_factor_ref 0.1367 _refine_ls_wR_factor_gt 0.1284 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.20860(18) 0.8443(3) 0.0470(3) 0.0367(9) Uani 1 1 d . . . C2 C 0.16448(18) 0.7654(4) -0.0086(3) 0.0387(10) Uani 1 1 d . . . H2 H 0.1535 0.7009 0.0148 0.046 Uiso 1 1 calc R . . C3 C 0.13736(18) 0.7826(4) -0.0974(3) 0.0386(9) Uani 1 1 d . . . C4 C 0.15421(18) 0.8742(4) -0.1332(3) 0.0369(9) Uani 1 1 d . . . H4 H 0.1346 0.8847 -0.1939 0.044 Uiso 1 1 calc R . . C5 C 0.2008(2) 0.9536(4) -0.0801(3) 0.0435(10) Uani 1 1 d . . . C6 C 0.22698(19) 0.9337(3) 0.0109(3) 0.0407(10) Uani 1 1 d . . . H6 H 0.2581 0.9832 0.0483 0.049 Uiso 1 1 calc R . . C7 C 0.2344(2) 0.8362(4) 0.1450(3) 0.0449(11) Uani 1 1 d . . . C8 C 0.0879(2) 0.7004(5) -0.1593(3) 0.0541(13) Uani 1 1 d . . . C9 C 0.2168(2) 1.0528(4) -0.1175(3) 0.0502(12) Uani 1 1 d . . . C10 C 0.49590(19) 0.5543(4) 0.5218(3) 0.0421(10) Uani 1 1 d . . . H10 H 0.5001 0.5273 0.5784 0.051 Uiso 1 1 d R . . C11 C 0.5454(2) 0.6506(4) 0.5423(3) 0.0475(11) Uani 1 1 d . . . H11A H 0.5821 0.6088 0.5581 0.057 Uiso 1 1 calc R . . H11B H 0.5351 0.6970 0.4894 0.057 Uiso 1 1 calc R . . C12 C 0.43601(18) 0.6139(4) 0.4717(3) 0.0397(10) Uani 1 1 d . . . C13 C 0.39698(19) 0.6144(3) 0.5019(3) 0.0380(10) Uani 1 1 d . . . H13 H 0.4068 0.5796 0.5560 0.046 Uiso 1 1 calc R . . C14 C 0.34144(16) 0.6675(3) 0.4513(2) 0.0324(9) Uani 1 1 d . . . H14 H 0.3158 0.6703 0.4746 0.039 Uiso 1 1 calc R . . C15 C 0.3655(2) 0.7188(4) 0.3448(3) 0.0466(11) Uani 1 1 d . . . H15 H 0.3563 0.7574 0.2921 0.056 Uiso 1 1 calc R . . C16 C 0.41981(19) 0.6681(4) 0.3932(3) 0.0416(11) Uani 1 1 d . . . H16 H 0.4465 0.6708 0.3717 0.050 Uiso 1 1 calc R . . C17 C 0.5551(2) 0.7375(4) 0.6163(3) 0.0431(10) Uani 1 1 d . . . C18 C 0.5369(2) 0.8572(4) 0.5977(3) 0.0517(12) Uani 1 1 d . . . H18 H 0.5238 0.8877 0.5413 0.062 Uiso 1 1 calc R . . C19 C 0.5383(2) 0.9315(4) 0.6634(3) 0.0473(11) Uani 1 1 d . . . H19 H 0.5261 1.0116 0.6509 0.057 Uiso 1 1 calc R . . C20 C 0.5761(2) 0.7661(4) 0.7663(3) 0.0494(11) Uani 1 1 d . . . H20 H 0.5892 0.7356 0.8227 0.059 Uiso 1 1 calc R . . C21 C 0.5747(2) 0.6919(4) 0.7006(3) 0.0483(11) Uani 1 1 d . . . H21 H 0.5868 0.6117 0.7130 0.058 Uiso 1 1 calc R . . N1 N 0.32387(15) 0.7136(3) 0.3729(2) 0.0372(8) Uani 1 1 d . . . N2 N 0.55789(17) 0.8859(4) 0.7477(2) 0.0490(10) Uani 1 1 d . . . O1 O 0.27283(16) 0.9089(3) 0.1948(2) 0.0550(9) Uani 1 1 d . . . O2 O 0.21332(15) 0.7564(3) 0.1742(2) 0.0489(8) Uani 1 1 d . . . O3 O 0.07260(15) 0.6163(3) -0.1281(2) 0.0545(9) Uani 1 1 d . . . O4 O 0.06139(15) 0.7189(3) -0.2383(2) 0.0524(8) Uani 1 1 d . . . O5 O 0.19290(17) 1.0741(4) -0.1978(2) 0.0665(10) Uani 1 1 d . . . O6 O 0.25547(18) 1.1243(4) -0.0688(2) 0.0714(11) Uani 1 1 d . . . O7 O 0.19596(16) 0.6382(3) 0.3129(2) 0.0600(9) Uani 1 1 d . . . H7B H 0.1791 0.6606 0.3495 0.072 Uiso 1 1 d R . . H7A H 0.2225 0.5715 0.3392 0.072 Uiso 1 1 d R . . O8 O 0.1287(3) 0.5526(6) 0.4253(4) 0.0636(17) Uani 0.60 1 d P . . H8A H 0.1150 0.4817 0.4092 0.076 Uiso 0.60 1 d PR . . H8B H 0.1533 0.5523 0.4800 0.076 Uiso 0.60 1 d PR . . O9 O 1.0000 0.9558(6) 0.7500 0.077(2) Uani 0.80 2 d SP . . H9A H 0.9633 0.9715 0.7246 0.092 Uiso 0.40 1 d PR . . H9B H 1.0065 0.8897 0.7782 0.092 Uiso 0.40 1 d PR . . Zn1 Zn 0.24001(3) 0.77894(5) 0.30076(3) 0.0517(2) Uani 1 1 d . . . Zn2 Zn 0.0000 0.56340(6) -0.2500 0.0396(2) Uani 1 2 d S . . 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 C1 0.036(2) 0.0254(18) 0.041(2) 0.0025(16) 0.0129(17) -0.0127(16) C2 0.038(2) 0.0286(19) 0.046(2) -0.0017(17) 0.0173(19) -0.0007(17) C3 0.032(2) 0.035(2) 0.042(2) 0.0109(18) 0.0125(17) -0.0008(18) C4 0.034(2) 0.044(2) 0.031(2) -0.0017(17) 0.0146(17) -0.0072(18) C5 0.043(2) 0.029(2) 0.046(2) -0.0064(18) 0.0121(19) -0.0100(17) C6 0.041(2) 0.0216(17) 0.052(2) 0.0061(18) 0.0168(19) 0.0066(17) C7 0.044(2) 0.038(2) 0.035(2) -0.0087(19) 0.0056(19) -0.0132(19) C8 0.046(3) 0.069(3) 0.036(2) 0.015(2) 0.012(2) 0.005(2) C9 0.058(3) 0.041(2) 0.040(3) -0.004(2) 0.015(2) 0.002(2) C10 0.040(2) 0.048(2) 0.033(2) -0.0145(18) 0.0130(18) -0.014(2) C11 0.044(2) 0.056(3) 0.044(2) 0.004(2) 0.022(2) -0.008(2) C12 0.040(2) 0.040(2) 0.036(2) 0.0122(18) 0.0161(18) -0.0107(18) C13 0.049(3) 0.0231(18) 0.045(2) -0.0089(16) 0.025(2) -0.0142(17) C14 0.0228(18) 0.0289(18) 0.036(2) 0.0173(16) 0.0068(16) -0.0036(15) C15 0.041(2) 0.041(2) 0.047(2) -0.014(2) 0.0126(19) 0.017(2) C16 0.049(3) 0.044(2) 0.034(2) 0.0084(18) 0.0219(19) -0.021(2) C17 0.044(2) 0.036(2) 0.044(2) 0.0134(19) 0.018(2) -0.0043(19) C18 0.055(3) 0.049(3) 0.043(2) 0.002(2) 0.018(2) -0.005(2) C19 0.042(2) 0.041(2) 0.053(3) -0.017(2) 0.018(2) -0.019(2) C20 0.055(3) 0.054(3) 0.041(2) 0.003(2) 0.024(2) -0.008(2) C21 0.050(3) 0.046(3) 0.039(2) -0.006(2) 0.013(2) -0.012(2) N1 0.0410(19) 0.0292(16) 0.0387(18) 0.0144(14) 0.0171(15) -0.0099(15) N2 0.042(2) 0.053(2) 0.049(2) 0.0167(18) 0.0201(17) -0.0127(18) O1 0.059(2) 0.0508(19) 0.0362(16) 0.0021(14) 0.0077(15) 0.0086(16) O2 0.064(2) 0.0391(16) 0.0356(16) 0.0088(13) 0.0179(15) -0.0034(15) O3 0.060(2) 0.0499(19) 0.0428(18) 0.0044(15) 0.0158(16) 0.0158(16) O4 0.0513(19) 0.0493(19) 0.0474(19) 0.0155(15) 0.0163(15) 0.0163(15) O5 0.064(2) 0.061(2) 0.063(2) -0.0107(18) 0.0210(19) 0.0009(18) O6 0.067(2) 0.067(2) 0.062(2) -0.008(2) 0.0163(19) 0.024(2) O7 0.059(2) 0.049(2) 0.057(2) -0.0098(16) 0.0164(17) -0.0123(16) O8 0.049(3) 0.068(4) 0.049(3) 0.008(3) 0.003(3) -0.007(3) O9 0.081(5) 0.041(3) 0.100(6) 0.000 0.037(4) 0.000 Zn1 0.0598(4) 0.0424(3) 0.0359(3) 0.0004(2) 0.0095(2) -0.0125(3) Zn2 0.0367(4) 0.0295(3) 0.0429(4) 0.000 0.0115(3) 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 C1 C6 1.373(6) . ? C1 C2 1.390(5) . ? C1 C7 1.499(6) . ? C2 C3 1.362(6) . ? C2 H2 0.9300 . ? C3 C4 1.365(6) . ? C3 C8 1.514(7) . ? C4 C5 1.416(6) . ? C4 H4 0.9300 . ? C5 C6 1.402(6) . ? C5 C9 1.433(7) . ? C6 H6 0.9300 . ? C7 O1 1.246(5) . ? C7 O2 1.264(6) . ? C8 O4 1.219(5) . ? C8 O3 1.232(6) . ? C8 Zn2 2.549(5) . ? C9 O6 1.235(6) . ? C9 O5 1.244(6) . ? C9 Zn1 2.579(5) 6_575 ? C10 C10 1.489(8) 5_666 ? C10 C12 1.515(6) . ? C10 C11 1.570(6) . ? C10 H10 0.9799 . ? C11 C17 1.523(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.344(6) . ? C12 C16 1.356(5) . ? C13 C14 1.403(6) . ? C13 H13 0.9300 . ? C14 N1 1.310(5) . ? C14 H14 0.9300 . ? C15 C16 1.363(6) . ? C15 N1 1.382(6) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.389(6) . ? C17 C21 1.391(6) . ? C18 C19 1.390(7) . ? C18 H18 0.9300 . ? C19 N2 1.391(6) . ? C19 H19 0.9300 . ? C20 C21 1.390(7) . ? C20 N2 1.390(6) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? N1 Zn1 2.045(4) . ? N2 Zn2 2.481(4) 3_556 ? O2 Zn1 1.974(3) . ? O3 Zn2 2.124(3) . ? O4 Zn2 2.282(4) . ? O5 Zn1 2.038(4) 6_575 ? O6 Zn1 2.355(4) 6_575 ? O7 Zn1 1.999(4) . ? O7 H7B 0.9600 . ? O7 H7A 0.9600 . ? O8 H8A 0.8500 . ? O8 H8B 0.8500 . ? O9 H9A 0.8499 . ? O9 H9B 0.8500 . ? Zn1 O5 2.038(4) 6_576 ? Zn1 O6 2.355(4) 6_576 ? Zn1 C9 2.579(5) 6_576 ? Zn2 O3 2.124(3) 2_554 ? Zn2 O4 2.282(4) 2_554 ? Zn2 N2 2.481(4) 4_545 ? Zn2 N2 2.481(4) 3_444 ? Zn2 C8 2.549(5) 2_554 ? 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 C6 C1 C2 119.0(4) . . ? C6 C1 C7 119.8(3) . . ? C2 C1 C7 121.2(4) . . ? C3 C2 C1 120.0(4) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 120.9(4) . . ? C2 C3 C8 121.1(4) . . ? C4 C3 C8 118.0(4) . . ? C3 C4 C5 121.5(4) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? C6 C5 C4 115.6(4) . . ? C6 C5 C9 122.8(4) . . ? C4 C5 C9 121.4(4) . . ? C1 C6 C5 122.8(4) . . ? C1 C6 H6 118.6 . . ? C5 C6 H6 118.6 . . ? O1 C7 O2 121.8(4) . . ? O1 C7 C1 121.2(4) . . ? O2 C7 C1 116.9(3) . . ? O4 C8 O3 119.6(5) . . ? O4 C8 C3 121.5(5) . . ? O3 C8 C3 118.8(4) . . ? O4 C8 Zn2 63.5(3) . . ? O3 C8 Zn2 56.1(3) . . ? C3 C8 Zn2 173.0(4) . . ? O6 C9 O5 116.5(5) . . ? O6 C9 C5 119.7(5) . . ? O5 C9 C5 123.8(4) . . ? O6 C9 Zn1 65.6(3) . 6_575 ? O5 C9 Zn1 50.9(3) . 6_575 ? C5 C9 Zn1 174.5(3) . 6_575 ? C10 C10 C12 114.6(4) 5_666 . ? C10 C10 C11 111.1(5) 5_666 . ? C12 C10 C11 109.5(4) . . ? C10 C10 H10 106.8 5_666 . ? C12 C10 H10 107.2 . . ? C11 C10 H10 107.3 . . ? C17 C11 C10 113.7(4) . . ? C17 C11 H11A 108.8 . . ? C10 C11 H11A 108.8 . . ? C17 C11 H11B 108.8 . . ? C10 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? C13 C12 C16 117.6(4) . . ? C13 C12 C10 122.1(4) . . ? C16 C12 C10 120.3(4) . . ? C12 C13 C14 119.7(4) . . ? C12 C13 H13 120.2 . . ? C14 C13 H13 120.2 . . ? N1 C14 C13 123.4(4) . . ? N1 C14 H14 118.3 . . ? C13 C14 H14 118.3 . . ? C16 C15 N1 121.0(4) . . ? C16 C15 H15 119.5 . . ? N1 C15 H15 119.5 . . ? C12 C16 C15 121.8(4) . . ? C12 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C18 C17 C21 120.0(5) . . ? C18 C17 C11 120.4(4) . . ? C21 C17 C11 119.1(4) . . ? C17 C18 C19 120.1(5) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C18 C19 N2 119.9(4) . . ? C18 C19 H19 120.0 . . ? N2 C19 H19 120.0 . . ? C21 C20 N2 120.0(4) . . ? C21 C20 H20 120.0 . . ? N2 C20 H20 120.0 . . ? C20 C21 C17 120.0(5) . . ? C20 C21 H21 120.0 . . ? C17 C21 H21 120.0 . . ? C14 N1 C15 116.2(4) . . ? C14 N1 Zn1 120.5(3) . . ? C15 N1 Zn1 123.3(3) . . ? C20 N2 C19 120.0(4) . . ? C20 N2 Zn2 152.7(3) . 3_556 ? C19 N2 Zn2 79.2(3) . 3_556 ? C7 O2 Zn1 111.7(3) . . ? C8 O3 Zn2 95.1(3) . . ? C8 O4 Zn2 88.0(3) . . ? C9 O5 Zn1 100.8(3) . 6_575 ? C9 O6 Zn1 85.8(3) . 6_575 ? Zn1 O7 H7B 109.5 . . ? Zn1 O7 H7A 109.4 . . ? H7B O7 H7A 109.5 . . ? H8A O8 H8B 109.5 . . ? H9A O9 H9B 109.5 . . ? O2 Zn1 O7 96.15(14) . . ? O2 Zn1 O5 102.89(15) . 6_576 ? O7 Zn1 O5 104.09(16) . 6_576 ? O2 Zn1 N1 109.59(15) . . ? O7 Zn1 N1 98.77(14) . . ? O5 Zn1 N1 137.64(15) 6_576 . ? O2 Zn1 O6 158.69(13) . 6_576 ? O7 Zn1 O6 95.38(14) . 6_576 ? O5 Zn1 O6 56.79(15) 6_576 6_576 ? N1 Zn1 O6 86.21(15) . 6_576 ? O2 Zn1 C9 130.75(14) . 6_576 ? O7 Zn1 C9 101.94(16) . 6_576 ? O5 Zn1 C9 28.28(14) 6_576 6_576 ? N1 Zn1 C9 112.24(15) . 6_576 ? O6 Zn1 C9 28.54(14) 6_576 6_576 ? O3 Zn2 O3 148.03(18) . 2_554 ? O3 Zn2 O4 57.31(13) . . ? O3 Zn2 O4 97.21(12) 2_554 . ? O3 Zn2 O4 97.21(12) . 2_554 ? O3 Zn2 O4 57.31(13) 2_554 2_554 ? O4 Zn2 O4 82.34(17) . 2_554 ? O3 Zn2 N2 116.96(13) . 4_545 ? O3 Zn2 N2 88.98(12) 2_554 4_545 ? O4 Zn2 N2 173.81(11) . 4_545 ? O4 Zn2 N2 101.31(12) 2_554 4_545 ? O3 Zn2 N2 88.98(12) . 3_444 ? O3 Zn2 N2 116.96(13) 2_554 3_444 ? O4 Zn2 N2 101.31(12) . 3_444 ? O4 Zn2 N2 173.81(11) 2_554 3_444 ? N2 Zn2 N2 75.51(16) 4_545 3_444 ? O3 Zn2 C8 28.78(13) . . ? O3 Zn2 C8 123.32(14) 2_554 . ? O4 Zn2 C8 28.54(13) . . ? O4 Zn2 C8 89.11(15) 2_554 . ? N2 Zn2 C8 145.72(14) 4_545 . ? N2 Zn2 C8 96.47(15) 3_444 . ? O3 Zn2 C8 123.32(14) . 2_554 ? O3 Zn2 C8 28.78(13) 2_554 2_554 ? O4 Zn2 C8 89.11(15) . 2_554 ? O4 Zn2 C8 28.54(13) 2_554 2_554 ? N2 Zn2 C8 96.47(15) 4_545 2_554 ? N2 Zn2 C8 145.72(14) 3_444 2_554 ? C8 Zn2 C8 107.1(2) . 2_554 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.420 _refine_diff_density_min -0.895 _refine_diff_density_rms 0.065 # Attachment '3.cif' data_111 _database_code_depnum_ccdc_archive 'CCDC 646588' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H16 Co N2 O6, 0.4(H2 O), 0.3(H2 O), 0.3(H2 O)' _chemical_formula_sum 'C17 H18 Co N2 O7' _chemical_formula_weight 421.26 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6864(10) _cell_length_b 14.2414(18) _cell_length_c 16.885(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.046(3) _cell_angle_gamma 90.00 _cell_volume 2056.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.360 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 0.872 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7799 _exptl_absorpt_correction_T_max 0.8180 _exptl_absorpt_process_details 'SADABS(Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10955 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0690 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4038 _reflns_number_gt 2779 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0420P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4038 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0904 _refine_ls_R_factor_gt 0.0562 _refine_ls_wR_factor_ref 0.1022 _refine_ls_wR_factor_gt 0.0968 _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 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 C1 C -0.2362(4) 0.3751(2) 0.91388(19) 0.0465(8) Uani 1 1 d . . . C2 C -0.1201(4) 0.4444(2) 0.95798(17) 0.0406(7) Uani 1 1 d . . . C3 C -0.0899(4) 0.5320(2) 0.92762(18) 0.0407(7) Uani 1 1 d . . . C4 C -0.1856(4) 0.5730(2) 0.85188(18) 0.0444(8) Uani 1 1 d . . . C5 C -0.0314(4) 0.4144(2) 1.02999(18) 0.0445(8) Uani 1 1 d . . . H5 H -0.0538 0.3565 1.0507 0.053 Uiso 1 1 calc R . . C6 C 0.0613(3) 0.4668(2) 0.52250(19) 0.0425(7) Uani 1 1 d . . . H6 H 0.0905 0.4230 0.4829 0.051 Uiso 1 1 calc R . . C7 C 0.2111(3) 0.5189(2) 0.56138(16) 0.0340(6) Uani 1 1 d . . . H7A H 0.2585 0.5478 0.5195 0.041 Uiso 1 1 calc R . . H7B H 0.1837 0.5685 0.5958 0.041 Uiso 1 1 calc R . . C8 C -0.1311(4) 0.3997(2) 0.69656(18) 0.0425(7) Uani 1 1 d . . . H8 H -0.1737 0.4307 0.7362 0.051 Uiso 1 1 calc R . . C9 C -0.0684(3) 0.4534(2) 0.64329(16) 0.0365(7) Uani 1 1 d . . . H9 H -0.0692 0.5186 0.6470 0.044 Uiso 1 1 calc R . . C10 C -0.0037(4) 0.4095(2) 0.58365(18) 0.0461(8) Uani 1 1 d . . . C11 C -0.0017(3) 0.3123(2) 0.58392(15) 0.0334(6) Uani 1 1 d . . . H11 H 0.0437 0.2795 0.5463 0.040 Uiso 1 1 calc R . . C12 C -0.0680(3) 0.2644(2) 0.64083(16) 0.0359(7) Uani 1 1 d . . . H12 H -0.0651 0.1991 0.6404 0.043 Uiso 1 1 calc R . . C13 C 0.3276(4) 0.4546(2) 0.61015(17) 0.0392(7) Uani 1 1 d . . . C14 C 0.4166(3) 0.39395(19) 0.57378(17) 0.0362(7) Uani 1 1 d . . . H14 H 0.4086 0.3937 0.5181 0.043 Uiso 1 1 calc R . . C15 C 0.5177(4) 0.33352(19) 0.62055(16) 0.0350(6) Uani 1 1 d . . . H15 H 0.5754 0.2923 0.5946 0.042 Uiso 1 1 calc R . . C16 C 0.4517(3) 0.3894(2) 0.73770(17) 0.0370(7) Uani 1 1 d . . . H16 H 0.4616 0.3884 0.7934 0.044 Uiso 1 1 calc R . . C17 C 0.3474(4) 0.45207(19) 0.69305(16) 0.0353(6) Uani 1 1 d . . . H17 H 0.2900 0.4929 0.7196 0.042 Uiso 1 1 calc R . . Co1 Co -0.28635(5) 0.24031(3) 0.76685(3) 0.04456(15) Uani 1 1 d . . . N1 N -0.1358(3) 0.30665(17) 0.69618(15) 0.0395(6) Uani 1 1 d . . . N2 N 0.5384(3) 0.33027(18) 0.70114(15) 0.0448(6) Uani 1 1 d . . . O1 O -0.1941(2) 0.33772(15) 0.85402(13) 0.0451(5) Uani 1 1 d . . . O2 O -0.3569(2) 0.35412(14) 0.94206(11) 0.0390(5) Uani 1 1 d . . . O3 O -0.3206(2) 0.54230(14) 0.83074(12) 0.0429(5) Uani 1 1 d . . . O4 O -0.1216(2) 0.63614(15) 0.81734(12) 0.0421(5) Uani 1 1 d . . . O5 O -0.4404(2) 0.20108(13) 0.84817(10) 0.0328(4) Uani 1 1 d . . . H5B H -0.3956 0.2115 0.8963 0.039 Uiso 1 1 d R . . H5C H -0.5240 0.2332 0.8379 0.039 Uiso 1 1 d R . . O6 O -0.1138(2) 0.14234(14) 0.81555(11) 0.0405(5) Uani 1 1 d . . . H6A H -0.0369 0.1459 0.7907 0.049 Uiso 1 1 d R . . H6B H -0.1519 0.0873 0.8106 0.049 Uiso 1 1 d R . . O7 O 0.6002(6) 0.4553(4) 0.0818(3) 0.0418(12) Uani 0.40 1 d P . . H7C H 0.5473 0.4382 0.0369 0.050 Uiso 0.40 1 d PR . . H7D H 0.6172 0.5140 0.0809 0.050 Uiso 0.40 1 d PR . . O8 O 0.3005(8) 0.3611(5) 0.9392(4) 0.0439(17) Uani 0.30 1 d P . . H8A H 0.2508 0.3298 0.9693 0.053 Uiso 0.30 1 d PR . . H8B H 0.3554 0.4029 0.9669 0.053 Uiso 0.30 1 d PR . . O9 O 0.2065(7) 0.2109(4) 0.8247(3) 0.0334(14) Uani 0.30 1 d P . . H9A H 0.1761 0.1911 0.8669 0.050 Uiso 0.30 1 d PR . . H9B H 0.1759 0.2671 0.8154 0.050 Uiso 0.30 1 d PR . . 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 C1 0.050(2) 0.0414(18) 0.0436(18) -0.0009(15) -0.0059(16) 0.0001(15) C2 0.0412(17) 0.0399(17) 0.0405(16) 0.0019(14) 0.0068(14) 0.0018(14) C3 0.0408(17) 0.0415(18) 0.0382(16) 0.0036(13) 0.0019(13) 0.0042(14) C4 0.0426(19) 0.045(2) 0.0412(17) -0.0024(14) -0.0037(15) -0.0050(15) C5 0.0442(18) 0.0478(19) 0.0411(17) -0.0038(14) 0.0066(15) -0.0030(14) C6 0.0408(18) 0.0408(18) 0.0463(17) -0.0064(14) 0.0085(14) -0.0028(14) C7 0.0269(15) 0.0481(17) 0.0270(14) -0.0092(12) 0.0048(11) -0.0017(12) C8 0.0435(17) 0.0417(18) 0.0419(17) 0.0010(13) 0.0061(14) 0.0052(14) C9 0.0361(16) 0.0420(17) 0.0316(15) 0.0025(13) 0.0063(12) 0.0012(13) C10 0.0462(18) 0.0463(19) 0.0427(18) -0.0008(14) -0.0011(15) -0.0018(15) C11 0.0321(15) 0.0424(16) 0.0273(14) 0.0009(12) 0.0098(12) -0.0030(13) C12 0.0370(15) 0.0359(17) 0.0342(15) -0.0021(12) 0.0044(13) -0.0022(12) C13 0.0455(17) 0.0313(15) 0.0371(16) -0.0051(13) -0.0033(13) 0.0029(13) C14 0.0324(15) 0.0385(17) 0.0371(15) -0.0072(13) 0.0041(13) -0.0037(13) C15 0.0456(18) 0.0301(15) 0.0299(15) 0.0011(11) 0.0079(13) -0.0037(13) C16 0.0383(17) 0.0389(16) 0.0316(14) 0.0019(13) -0.0001(13) -0.0028(13) C17 0.0466(17) 0.0288(15) 0.0302(14) 0.0046(12) 0.0058(13) -0.0029(13) Co1 0.0437(3) 0.0436(3) 0.0435(3) 0.00021(19) -0.00028(19) 0.0010(2) N1 0.0340(13) 0.0407(15) 0.0427(14) -0.0026(11) 0.0034(11) 0.0009(11) N2 0.0437(16) 0.0427(16) 0.0451(15) 0.0003(12) -0.0005(12) -0.0007(12) O1 0.0451(13) 0.0440(13) 0.0440(13) 0.0091(10) 0.0013(10) 0.0058(10) O2 0.0421(12) 0.0468(12) 0.0306(10) 0.0105(9) 0.0137(9) 0.0181(10) O3 0.0452(12) 0.0314(11) 0.0458(12) -0.0064(9) -0.0094(10) 0.0036(9) O4 0.0433(13) 0.0417(12) 0.0379(11) -0.0108(9) -0.0023(10) 0.0023(9) O5 0.0366(11) 0.0354(11) 0.0270(9) 0.0001(8) 0.0070(8) 0.0102(9) O6 0.0385(12) 0.0470(13) 0.0317(10) 0.0034(9) -0.0056(9) -0.0109(9) O7 0.049(3) 0.041(3) 0.036(3) -0.017(2) 0.009(2) 0.009(2) O8 0.040(4) 0.053(4) 0.042(4) 0.013(3) 0.018(3) 0.024(3) O9 0.033(3) 0.037(3) 0.026(3) 0.004(3) -0.007(3) -0.007(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 C1 O1 1.252(4) . ? C1 O2 1.261(4) . ? C1 C2 1.511(4) . ? C2 C5 1.388(4) . ? C2 C3 1.391(4) . ? C3 C5 1.394(4) 3_567 ? C3 C4 1.516(4) . ? C4 O3 1.244(4) . ? C4 O4 1.253(4) . ? C5 C3 1.394(4) 3_567 ? C5 H5 0.9300 . ? C6 C10 1.502(4) . ? C6 C6 1.523(6) 3_566 ? C6 C7 1.542(4) . ? C6 H6 0.9800 . ? C7 C13 1.499(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N1 1.325(4) . ? C8 C9 1.365(4) . ? C8 H8 0.9300 . ? C9 C10 1.386(4) . ? C9 H9 0.9300 . ? C10 C11 1.384(4) . ? C11 C12 1.383(4) . ? C11 H11 0.9300 . ? C12 N1 1.332(4) . ? C12 H12 0.9300 . ? C13 C14 1.374(4) . ? C13 C17 1.381(4) . ? C14 C15 1.376(4) . ? C14 H14 0.9300 . ? C15 N2 1.342(3) . ? C15 H15 0.9300 . ? C16 N2 1.349(4) . ? C16 C17 1.396(4) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? Co1 O1 2.079(2) . ? Co1 O6 2.107(2) . ? Co1 O4 2.113(2) 2_446 ? Co1 N1 2.138(3) . ? Co1 N2 2.145(3) 1_455 ? Co1 O5 2.1518(19) . ? N2 Co1 2.145(3) 1_655 ? O4 Co1 2.113(2) 2_456 ? O5 H5B 0.8501 . ? O5 H5C 0.8500 . ? O6 H6A 0.8500 . ? O6 H6B 0.8500 . ? O7 H7C 0.8499 . ? O7 H7D 0.8501 . ? O8 H8A 0.8500 . ? O8 H8B 0.8500 . ? O9 H9A 0.8500 . ? O9 H9B 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 125.7(3) . . ? O1 C1 C2 114.3(3) . . ? O2 C1 C2 119.8(3) . . ? C5 C2 C3 119.2(3) . . ? C5 C2 C1 116.9(3) . . ? C3 C2 C1 123.8(3) . . ? C2 C3 C5 118.4(3) . 3_567 ? C2 C3 C4 123.1(3) . . ? C5 C3 C4 118.4(3) 3_567 . ? O3 C4 O4 126.2(3) . . ? O3 C4 C3 117.2(3) . . ? O4 C4 C3 116.5(3) . . ? C2 C5 C3 122.4(3) . 3_567 ? C2 C5 H5 118.8 . . ? C3 C5 H5 118.8 3_567 . ? C10 C6 C6 111.5(3) . 3_566 ? C10 C6 C7 111.1(2) . . ? C6 C6 C7 112.3(3) 3_566 . ? C10 C6 H6 107.2 . . ? C6 C6 H6 107.2 3_566 . ? C7 C6 H6 107.2 . . ? C13 C7 C6 112.3(2) . . ? C13 C7 H7A 109.1 . . ? C6 C7 H7A 109.1 . . ? C13 C7 H7B 109.1 . . ? C6 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? N1 C8 C9 125.0(3) . . ? N1 C8 H8 117.5 . . ? C9 C8 H8 117.5 . . ? C8 C9 C10 119.0(3) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C11 C10 C9 117.1(3) . . ? C11 C10 C6 122.7(3) . . ? C9 C10 C6 120.2(3) . . ? C12 C11 C10 119.3(3) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? N1 C12 C11 123.6(3) . . ? N1 C12 H12 118.2 . . ? C11 C12 H12 118.2 . . ? C14 C13 C17 117.2(3) . . ? C14 C13 C7 121.1(2) . . ? C17 C13 C7 121.7(3) . . ? C13 C14 C15 119.3(3) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? N2 C15 C14 124.2(3) . . ? N2 C15 H15 117.9 . . ? C14 C15 H15 117.9 . . ? N2 C16 C17 120.9(3) . . ? N2 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? C13 C17 C16 121.2(3) . . ? C13 C17 H17 119.4 . . ? C16 C17 H17 119.4 . . ? O1 Co1 O6 90.32(8) . . ? O1 Co1 O4 177.19(8) . 2_446 ? O6 Co1 O4 87.56(7) . 2_446 ? O1 Co1 N1 84.41(9) . . ? O6 Co1 N1 92.74(9) . . ? O4 Co1 N1 97.53(9) 2_446 . ? O1 Co1 N2 96.82(9) . 1_455 ? O6 Co1 N2 171.81(9) . 1_455 ? O4 Co1 N2 85.43(9) 2_446 1_455 ? N1 Co1 N2 83.99(10) . 1_455 ? O1 Co1 O5 85.83(8) . . ? O6 Co1 O5 93.35(8) . . ? O4 Co1 O5 92.44(8) 2_446 . ? N1 Co1 O5 168.52(8) . . ? N2 Co1 O5 91.19(9) 1_455 . ? C8 N1 C12 115.9(3) . . ? C8 N1 Co1 117.4(2) . . ? C12 N1 Co1 125.5(2) . . ? C15 N2 C16 117.1(3) . . ? C15 N2 Co1 120.2(2) . 1_655 ? C16 N2 Co1 122.6(2) . 1_655 ? C1 O1 Co1 136.4(2) . . ? C4 O4 Co1 132.1(2) . 2_456 ? Co1 O5 H5B 109.4 . . ? Co1 O5 H5C 109.5 . . ? H5B O5 H5C 109.5 . . ? Co1 O6 H6A 109.6 . . ? Co1 O6 H6B 109.5 . . ? H6A O6 H6B 109.5 . . ? H7C O7 H7D 109.5 . . ? H8A O8 H8B 109.5 . . ? H9A O9 H9B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.454 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.056