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 'Qing-Jin Meng' _publ_contact_author_address ; Nanjing University Coordination Chemistry Institute Nanjing 210093 CHINA ; _publ_contact_author_email MENGQJ@NJU.EDU.CN _publ_section_title ; Syntheses and Solid State Structures of Hybrid d10 Metal-Organic Frameworks Based on MDIP (Methylenediisophthalic acid) ; loop_ _publ_author_name 'Qing-Jin Meng' 'Xianying Duan' 'Yizhi Lii' 'Yang Su' 'Shuangquan Zang' ; Chengjian Zhu ; # Attachment '1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 619196' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H14 N O8 Zn' _chemical_formula_sum 'C22 H14 N O8 Zn' _chemical_formula_weight 485.71 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 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 8.2675(16) _cell_length_b 11.014(2) _cell_length_c 11.281(2) _cell_angle_alpha 77.077(3) _cell_angle_beta 84.154(3) _cell_angle_gamma 70.740(3) _cell_volume 944.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2262 _cell_measurement_theta_min 2.436 _cell_measurement_theta_max 27.675 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.707 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 494 _exptl_absorpt_coefficient_mu 1.355 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.670 _exptl_absorpt_correction_T_max 0.783 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5090 _diffrn_reflns_av_R_equivalents 0.0603 _diffrn_reflns_av_sigmaI/netI 0.0714 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3627 _reflns_number_gt 2934 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0461P)^2^] 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 3627 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.0396 _refine_ls_wR_factor_ref 0.0957 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _refine_ls_shift/su_max 0.014 _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 0.1658(4) 0.2044(3) 0.7694(3) 0.0153(6) Uani 1 1 d . . . C2 C 0.0806(4) 0.2259(3) 0.6631(3) 0.0160(6) Uani 1 1 d . . . H2 H -0.0180 0.2020 0.6669 0.019 Uiso 1 1 calc R . . C3 C 0.1375(4) 0.2811(3) 0.5530(3) 0.0167(6) Uani 1 1 d . . . C4 C 0.2852(4) 0.3197(3) 0.5463(3) 0.0164(6) Uani 1 1 d . . . H4 H 0.3246 0.3577 0.4717 0.020 Uiso 1 1 calc R . . C5 C 0.3719(4) 0.3007(3) 0.6522(3) 0.0160(6) Uani 1 1 d . . . C6 C 0.3119(4) 0.2435(3) 0.7628(3) 0.0152(6) Uani 1 1 d . . . H6 H 0.3695 0.2311 0.8334 0.018 Uiso 1 1 calc R . . C7 C 0.5310(4) 0.3412(3) 0.6472(3) 0.0186(7) Uani 1 1 d . . . H7A H 0.5554 0.3776 0.5633 0.022 Uiso 1 1 calc R . . H7B H 0.6273 0.2637 0.6743 0.022 Uiso 1 1 calc R . . C8 C 0.5156(4) 0.4417(3) 0.7246(3) 0.0154(6) Uani 1 1 d . . . C9 C 0.3613(4) 0.5398(3) 0.7369(3) 0.0167(7) Uani 1 1 d . . . H9 H 0.2642 0.5420 0.7003 0.020 Uiso 1 1 calc R . . C10 C 0.3505(4) 0.6347(3) 0.8031(3) 0.0152(6) Uani 1 1 d . . . C11 C 0.4938(4) 0.6314(3) 0.8605(3) 0.0153(6) Uani 1 1 d . . . H11 H 0.4874 0.6956 0.9038 0.018 Uiso 1 1 calc R . . C12 C 0.6460(4) 0.5308(3) 0.8522(3) 0.0153(6) Uani 1 1 d . . . C13 C 0.6570(4) 0.4373(3) 0.7843(3) 0.0160(6) Uani 1 1 d . . . H13 H 0.7603 0.3709 0.7789 0.019 Uiso 1 1 calc R . . C14 C 0.0985(4) 0.1413(3) 0.8861(3) 0.0163(6) Uani 1 1 d . . . C15 C 0.0421(4) 0.2920(3) 0.4441(3) 0.0176(7) Uani 1 1 d . . . C16 C 0.1827(4) 0.7371(3) 0.8184(3) 0.0159(6) Uani 1 1 d . . . C17 C 0.8026(4) 0.5188(3) 0.9157(3) 0.0160(6) Uani 1 1 d . . . C18 C -0.1935(4) 0.0216(3) 0.6174(3) 0.0176(7) Uani 1 1 d . . . H18 H -0.0957 0.0469 0.5982 0.021 Uiso 1 1 calc R . . C19 C -0.2972(4) 0.0350(3) 0.5242(3) 0.0175(7) Uani 1 1 d . . . H19 H -0.2705 0.0706 0.4448 0.021 Uiso 1 1 calc R . . C20 C -0.4431(4) -0.0053(3) 0.5494(3) 0.0138(6) Uani 1 1 d . . . C21 C -0.4757(4) -0.0564(3) 0.6710(3) 0.0184(7) Uani 1 1 d . . . H21 H -0.5704 -0.0853 0.6924 0.022 Uiso 1 1 calc R . . C22 C -0.3669(4) -0.0639(3) 0.7593(3) 0.0198(7) Uani 1 1 d . . . H22 H -0.3920 -0.0969 0.8398 0.024 Uiso 1 1 calc R . . N1 N -0.2257(3) -0.0258(2) 0.7343(2) 0.0139(5) Uani 1 1 d . . . O1 O -0.0374(3) 0.11203(19) 0.88345(19) 0.0163(5) Uani 1 1 d . . . O2 O 0.1774(3) 0.12150(19) 0.98228(18) 0.0173(5) Uani 1 1 d . . . O3 O -0.0807(3) 0.2528(2) 0.4519(2) 0.0250(5) Uani 1 1 d . . . O4 O 0.1033(3) 0.3454(2) 0.34009(19) 0.0256(5) Uani 1 1 d . . . H101 H 0.0462 0.3472 0.2840 0.038 Uiso 1 1 d R . . O5 O 0.9379(3) 0.43169(19) 0.90678(19) 0.0190(5) Uani 1 1 d . . . O6 O 0.7790(3) 0.6090(2) 0.9803(2) 0.0207(5) Uani 1 1 d . . . H102 H 0.8706 0.6023 1.0072 0.025 Uiso 1 1 calc R . . O7 O 0.1843(3) 0.8501(2) 0.8280(2) 0.0193(5) Uani 1 1 d . . . O8 O 0.0455(3) 0.7098(2) 0.82655(19) 0.0176(5) Uani 1 1 d . . . Zn1 Zn -0.05795(4) -0.06005(3) 0.86915(3) 0.01428(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 C1 0.0179(16) 0.0124(14) 0.0173(16) -0.0071(12) -0.0019(12) -0.0040(12) C2 0.0140(15) 0.0155(15) 0.0209(17) -0.0055(12) -0.0022(13) -0.0062(12) C3 0.0169(16) 0.0170(15) 0.0170(16) -0.0040(12) -0.0038(13) -0.0051(13) C4 0.0193(16) 0.0147(15) 0.0167(16) -0.0047(12) -0.0005(13) -0.0063(13) C5 0.0131(15) 0.0147(15) 0.0222(17) -0.0078(13) -0.0026(13) -0.0037(12) C6 0.0182(16) 0.0137(15) 0.0163(16) -0.0068(12) -0.0051(12) -0.0048(12) C7 0.0158(16) 0.0188(16) 0.0235(18) -0.0072(13) -0.0019(13) -0.0063(13) C8 0.0168(16) 0.0153(15) 0.0174(16) -0.0024(12) -0.0029(13) -0.0092(13) C9 0.0150(16) 0.0196(16) 0.0176(17) -0.0014(13) -0.0048(13) -0.0083(13) C10 0.0141(15) 0.0155(15) 0.0165(16) -0.0011(12) -0.0021(12) -0.0062(12) C11 0.0170(16) 0.0148(15) 0.0164(16) -0.0031(12) -0.0009(12) -0.0080(13) C12 0.0148(15) 0.0160(15) 0.0161(16) -0.0005(12) -0.0041(12) -0.0068(12) C13 0.0134(15) 0.0169(15) 0.0174(16) -0.0015(12) -0.0031(12) -0.0049(12) C14 0.0195(17) 0.0105(15) 0.0185(17) -0.0050(12) -0.0014(13) -0.0030(12) C15 0.0187(16) 0.0191(16) 0.0175(17) -0.0037(13) -0.0026(13) -0.0089(13) C16 0.0169(16) 0.0213(16) 0.0102(15) -0.0018(12) -0.0052(12) -0.0064(13) C17 0.0172(16) 0.0152(15) 0.0182(16) -0.0011(12) -0.0055(13) -0.0083(13) C18 0.0159(16) 0.0195(16) 0.0211(17) -0.0055(13) -0.0032(13) -0.0087(13) C19 0.0210(17) 0.0223(17) 0.0118(16) -0.0026(13) -0.0019(13) -0.0103(13) C20 0.0146(15) 0.0120(14) 0.0157(16) -0.0034(12) -0.0039(13) -0.0040(12) C21 0.0160(16) 0.0224(17) 0.0196(17) -0.0009(13) -0.0041(13) -0.0109(13) C22 0.0237(17) 0.0252(17) 0.0126(16) 0.0003(13) -0.0018(13) -0.0127(14) N1 0.0136(13) 0.0135(12) 0.0141(13) -0.0010(10) -0.0043(10) -0.0035(10) O1 0.0163(11) 0.0135(10) 0.0204(12) -0.0021(9) -0.0036(9) -0.0063(9) O2 0.0220(12) 0.0192(11) 0.0130(11) -0.0024(9) -0.0044(9) -0.0090(9) O3 0.0260(13) 0.0358(13) 0.0174(12) 0.0033(10) -0.0077(10) -0.0191(11) O4 0.0299(13) 0.0406(14) 0.0145(12) -0.0002(10) -0.0052(10) -0.0240(11) O5 0.0151(11) 0.0199(12) 0.0235(12) -0.0090(9) -0.0074(9) -0.0024(9) O6 0.0150(11) 0.0242(12) 0.0275(13) -0.0120(10) -0.0074(10) -0.0059(9) O7 0.0157(11) 0.0161(11) 0.0284(13) -0.0086(9) -0.0015(10) -0.0051(9) O8 0.0133(11) 0.0236(12) 0.0183(12) -0.0051(9) -0.0014(9) -0.0082(9) Zn1 0.01330(19) 0.0160(2) 0.0147(2) -0.00311(13) -0.00449(13) -0.00492(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.388(4) . ? C1 C6 1.401(4) . ? C1 C14 1.491(4) . ? C2 C3 1.366(4) . ? C2 H2 0.9300 . ? C3 C4 1.410(4) . ? C3 C15 1.488(4) . ? C4 C5 1.396(4) . ? C4 H4 0.9300 . ? C5 C6 1.389(4) . ? C5 C7 1.514(4) . ? C6 H6 0.9300 . ? C7 C8 1.523(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C13 1.390(4) . ? C8 C9 1.391(4) . ? C9 C10 1.390(4) . ? C9 H9 0.9300 . ? C10 C11 1.394(4) . ? C10 C16 1.494(4) . ? C11 C12 1.387(4) . ? C11 H11 0.9300 . ? C12 C13 1.390(4) . ? C12 C17 1.496(4) . ? C13 H13 0.9300 . ? C14 O2 1.262(3) . ? C14 O1 1.272(3) . ? C15 O3 1.216(4) . ? C15 O4 1.321(4) . ? C16 O8 1.256(3) . ? C16 O7 1.277(4) . ? C16 Zn1 2.585(3) 1_565 ? C17 O5 1.223(4) . ? C17 O6 1.313(4) . ? C18 N1 1.340(4) . ? C18 C19 1.376(4) . ? C18 H18 0.9300 . ? C19 C20 1.399(4) . ? C19 H19 0.9300 . ? C20 C21 1.397(4) . ? C20 C20 1.492(5) 2_456 ? C21 C22 1.380(4) . ? C21 H21 0.9300 . ? C22 N1 1.350(4) . ? C22 H22 0.9300 . ? N1 Zn1 2.051(2) . ? O1 Zn1 2.0004(19) . ? O2 Zn1 1.959(2) 2_557 ? O4 H101 0.8200 . ? O6 H102 0.8200 . ? O7 Zn1 1.978(2) 1_565 ? Zn1 O2 1.959(2) 2_557 ? Zn1 O7 1.978(2) 1_545 ? Zn1 C16 2.585(3) 1_545 ? 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 C2 C1 C6 118.5(3) . . ? C2 C1 C14 119.0(3) . . ? C6 C1 C14 122.4(3) . . ? C3 C2 C1 121.8(3) . . ? C3 C2 H2 119.1 . . ? C1 C2 H2 119.1 . . ? C2 C3 C4 119.6(3) . . ? C2 C3 C15 117.2(3) . . ? C4 C3 C15 123.2(3) . . ? C5 C4 C3 119.6(3) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C6 C5 C4 119.6(3) . . ? C6 C5 C7 119.9(3) . . ? C4 C5 C7 120.5(3) . . ? C5 C6 C1 120.8(3) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? C5 C7 C8 113.7(3) . . ? C5 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? C5 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C13 C8 C9 118.5(3) . . ? C13 C8 C7 120.3(3) . . ? C9 C8 C7 121.3(3) . . ? C10 C9 C8 120.8(3) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 120.4(3) . . ? C9 C10 C16 120.1(3) . . ? C11 C10 C16 119.4(3) . . ? C12 C11 C10 118.9(3) . . ? C12 C11 H11 120.6 . . ? C10 C11 H11 120.6 . . ? C11 C12 C13 120.6(3) . . ? C11 C12 C17 121.5(3) . . ? C13 C12 C17 117.9(3) . . ? C12 C13 C8 120.8(3) . . ? C12 C13 H13 119.6 . . ? C8 C13 H13 119.6 . . ? O2 C14 O1 123.5(3) . . ? O2 C14 C1 118.6(3) . . ? O1 C14 C1 117.9(3) . . ? O3 C15 O4 123.7(3) . . ? O3 C15 C3 121.8(3) . . ? O4 C15 C3 114.6(3) . . ? O8 C16 O7 121.6(3) . . ? O8 C16 C10 120.2(3) . . ? O7 C16 C10 118.1(3) . . ? O8 C16 Zn1 73.53(17) . 1_565 ? O7 C16 Zn1 48.20(14) . 1_565 ? C10 C16 Zn1 165.0(2) . 1_565 ? O5 C17 O6 124.5(3) . . ? O5 C17 C12 121.8(3) . . ? O6 C17 C12 113.7(3) . . ? N1 C18 C19 123.6(3) . . ? N1 C18 H18 118.2 . . ? C19 C18 H18 118.2 . . ? C18 C19 C20 119.7(3) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C21 C20 C19 116.7(3) . . ? C21 C20 C20 121.9(3) . 2_456 ? C19 C20 C20 121.3(3) . 2_456 ? C22 C21 C20 119.8(3) . . ? C22 C21 H21 120.1 . . ? C20 C21 H21 120.1 . . ? N1 C22 C21 123.2(3) . . ? N1 C22 H22 118.4 . . ? C21 C22 H22 118.4 . . ? C18 N1 C22 116.9(2) . . ? C18 N1 Zn1 122.7(2) . . ? C22 N1 Zn1 120.1(2) . . ? C14 O1 Zn1 128.12(19) . . ? C14 O2 Zn1 113.94(19) . 2_557 ? C15 O4 H101 109.5 . . ? C17 O6 H102 109.5 . . ? C16 O7 Zn1 103.04(18) . 1_565 ? O2 Zn1 O7 123.19(9) 2_557 1_545 ? O2 Zn1 O1 106.85(9) 2_557 . ? O7 Zn1 O1 99.05(8) 1_545 . ? O2 Zn1 N1 103.84(9) 2_557 . ? O7 Zn1 N1 114.62(9) 1_545 . ? O1 Zn1 N1 108.34(9) . . ? O2 Zn1 C16 107.00(9) 2_557 1_545 ? O7 Zn1 C16 28.76(9) 1_545 1_545 ? O1 Zn1 C16 127.81(9) . 1_545 ? N1 Zn1 C16 100.64(9) . 1_545 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O6 H102 O5 0.82 1.83 2.639(3) 169.1 2_767 O4 H101 O8 0.82 1.84 2.625(3) 160.3 2_566 _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.718 _refine_diff_density_min -0.937 _refine_diff_density_rms 0.097 data_60413c _database_code_depnum_ccdc_archive 'CCDC 619197' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C31 H22 N4 O8 Zn2), H4 O2' _chemical_formula_sum 'C62 H48 N8 O18 Zn4' _chemical_formula_weight 1454.56 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 C2/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 18.694(4) _cell_length_b 12.899(4) _cell_length_c 12.535(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.991(7) _cell_angle_gamma 90.00 _cell_volume 2858.1(13) _cell_formula_units_Z 2 _cell_measurement_temperature 278(2) _cell_measurement_reflns_used 964 _cell_measurement_theta_min 2.305 _cell_measurement_theta_max 17.902 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.690 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 1.744 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.64 _exptl_absorpt_correction_T_max 0.78 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 278(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7574 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0418 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2805 _reflns_number_gt 2315 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0800P)^2^+1.9900P] 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 2805 _refine_ls_number_parameters 213 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0708 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1359 _refine_ls_wR_factor_gt 0.1295 _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 0.4183(2) 0.6753(3) 0.9421(4) 0.0409(9) Uani 1 1 d . . . C2 C 0.4823(2) 0.6846(3) 1.0399(4) 0.0416(9) Uani 1 1 d . . . H2 H 0.4783 0.7173 1.1038 0.050 Uiso 1 1 calc R . . C3 C 0.5512(2) 0.6449(3) 1.0404(3) 0.0338(8) Uani 1 1 d . . . C4 C 0.5566(2) 0.5950(3) 0.9474(3) 0.0363(8) Uani 1 1 d . . . H4 H 0.6033 0.5682 0.9495 0.044 Uiso 1 1 calc R . . C5 C 0.4947(2) 0.5824(3) 0.8488(3) 0.0380(9) Uani 1 1 d . . . C6 C 0.4271(2) 0.6253(3) 0.8494(3) 0.0394(9) Uani 1 1 d . . . H6 H 0.3854 0.6204 0.7842 0.047 Uiso 1 1 calc R . . C7 C 0.3444(2) 0.7181(3) 0.9418(3) 0.0391(9) Uani 1 1 d . . . C8 C 0.6194(2) 0.6540(3) 1.1454(3) 0.0388(9) Uani 1 1 d . . . C9 C 0.5000 0.5192(5) 0.7500 0.0375(12) Uani 1 2 d S . . H9A H 0.4558 0.4747 0.7240 0.045 Uiso 0.50 1 calc PR . . H9B H 0.5442 0.4747 0.7760 0.045 Uiso 0.50 1 calc PR . . C10 C 0.2570(3) 1.0384(4) 0.8563(4) 0.0501(11) Uani 1 1 d . . . H10 H 0.2414 1.0454 0.7782 0.060 Uiso 1 1 calc R . . C11 C 0.2904(2) 1.1113(3) 0.9306(4) 0.0392(9) Uani 1 1 d . . . H11 H 0.3011 1.1784 0.9131 0.047 Uiso 1 1 calc R . . C12 C 0.2803(2) 0.9786(3) 1.0206(4) 0.0442(10) Uani 1 1 d . . . H12 H 0.2836 0.9352 1.0812 0.053 Uiso 1 1 calc R . . C13 C 0.3377(2) 1.1288(4) 1.1369(3) 0.0438(10) Uani 1 1 d . . . H13A H 0.3113 1.1081 1.1885 0.053 Uiso 1 1 calc R . . H13B H 0.3289 1.2023 1.1225 0.053 Uiso 1 1 calc R . . C14 C 0.4227(2) 1.1107(4) 1.1940(3) 0.0428(9) Uani 1 1 d . . . C15 C 0.4491(2) 1.1075(3) 1.3085(4) 0.0424(9) Uani 1 1 d . . . H15 H 0.4158 1.1048 1.3497 0.051 Uiso 1 1 calc R . . C16 C 0.4723(3) 1.1085(4) 1.1363(5) 0.0572(12) Uani 1 1 d . . . H16 H 0.4540 1.1077 1.0579 0.069 Uiso 1 1 calc R . . N1 N 0.24952(16) 0.9503(2) 0.9145(3) 0.0336(7) Uani 1 1 d . . . N2 N 0.3057(2) 1.0734(3) 1.0324(3) 0.0446(9) Uani 1 1 d . . . O1 O 0.29119(16) 0.7225(2) 0.8483(2) 0.0456(7) Uani 1 1 d . . . O2 O 0.33679(15) 0.7465(2) 1.0327(2) 0.0343(6) Uani 1 1 d . . . O3 O 0.61138(18) 0.7015(2) 1.2278(2) 0.0508(8) Uani 1 1 d . . . O4 O 0.68018(16) 0.6150(2) 1.1466(3) 0.0520(8) Uani 1 1 d . . . O5 O 0.5998(3) 0.8795(5) 0.2502(5) 0.0415(13) Uani 0.50 1 d P . . H5A H 0.6041 0.8146 0.2422 0.050 Uiso 0.50 1 d PR . . H5B H 0.5613 0.9019 0.1981 0.050 Uiso 0.50 1 d PR . . Zn1 Zn 0.20589(3) 0.81226(4) 0.85361(4) 0.04025(19) 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 C1 0.035(2) 0.033(2) 0.044(2) 0.0059(17) -0.0028(17) -0.0033(16) C2 0.0325(19) 0.044(2) 0.040(2) 0.0040(17) -0.0007(16) 0.0037(17) C3 0.041(2) 0.0313(18) 0.0251(18) -0.0020(14) 0.0055(16) -0.0002(16) C4 0.0359(19) 0.043(2) 0.0309(19) 0.0093(16) 0.0113(15) 0.0021(16) C5 0.0335(19) 0.036(2) 0.039(2) 0.0040(16) 0.0038(16) -0.0037(15) C6 0.043(2) 0.0262(19) 0.039(2) -0.0022(15) 0.0001(17) -0.0069(15) C7 0.036(2) 0.036(2) 0.042(2) -0.0005(17) 0.0080(17) -0.0014(16) C8 0.038(2) 0.0327(19) 0.036(2) 0.0042(16) -0.0013(16) -0.0097(17) C9 0.037(3) 0.048(3) 0.022(2) 0.000 0.002(2) 0.000 C10 0.049(3) 0.048(3) 0.048(3) 0.019(2) 0.009(2) 0.004(2) C11 0.0343(19) 0.0300(19) 0.053(3) -0.0126(17) 0.0138(18) -0.0126(16) C12 0.040(2) 0.049(2) 0.036(2) -0.0024(18) 0.0007(17) 0.0049(19) C13 0.042(2) 0.048(3) 0.040(2) -0.0146(18) 0.0115(18) -0.0010(18) C14 0.0335(19) 0.051(2) 0.038(2) -0.0105(18) 0.0047(16) -0.0093(18) C15 0.035(2) 0.042(2) 0.046(2) -0.0113(18) 0.0073(17) -0.0075(17) C16 0.045(3) 0.052(3) 0.063(3) 0.012(2) 0.001(2) 0.002(2) N1 0.0240(14) 0.0290(15) 0.0387(18) 0.0059(13) -0.0023(12) -0.0028(12) N2 0.054(2) 0.0319(17) 0.0359(18) -0.0105(14) -0.0020(15) -0.0056(15) O1 0.0416(16) 0.0483(17) 0.0384(15) -0.0080(13) 0.0011(12) 0.0117(13) O2 0.0375(14) 0.0431(15) 0.0221(12) 0.0002(10) 0.0095(10) 0.0043(11) O3 0.0442(17) 0.057(2) 0.0325(15) -0.0080(14) -0.0126(12) -0.0001(14) O4 0.0424(17) 0.0494(17) 0.0447(17) -0.0101(14) -0.0128(13) 0.0124(14) O5 0.028(3) 0.049(3) 0.045(3) 0.009(3) 0.009(2) 0.007(2) Zn1 0.0350(3) 0.0357(3) 0.0412(3) -0.00074(19) 0.0002(2) 0.00621(19) _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 1.385(6) . ? C1 C2 1.413(5) . ? C1 C7 1.486(6) . ? C2 C3 1.384(6) . ? C2 H2 0.9300 . ? C3 C4 1.364(5) . ? C3 C8 1.510(5) . ? C4 C5 1.400(5) . ? C4 H4 0.9300 . ? C5 C6 1.383(6) . ? C5 C9 1.513(5) . ? C6 H6 0.9300 . ? C7 O2 1.249(5) . ? C7 O1 1.269(5) . ? C8 O4 1.237(5) . ? C8 O3 1.252(5) . ? C9 C5 1.513(5) 2_656 ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.328(6) . ? C10 N1 1.382(5) . ? C10 H10 0.9300 . ? C11 N2 1.309(6) . ? C11 H11 0.9300 . ? C12 N2 1.303(5) . ? C12 N1 1.318(5) . ? C12 H12 0.9300 . ? C13 N2 1.439(5) . ? C13 C14 1.535(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C16 1.349(7) . ? C14 C15 1.358(6) . ? C15 C16 1.405(6) 2_657 ? C15 H15 0.9300 . ? C16 C15 1.405(6) 2_657 ? C16 H16 0.9300 . ? N1 Zn1 2.003(3) . ? O1 Zn1 1.989(3) . ? O2 Zn1 1.995(3) 7_567 ? O3 Zn1 1.956(3) 8_566 ? O5 H5A 0.8500 . ? O5 H5B 0.8500 . ? Zn1 O3 1.956(3) 8_465 ? Zn1 O2 1.995(3) 7_567 ? 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 117.9(4) . . ? C6 C1 C7 122.3(4) . . ? C2 C1 C7 119.7(4) . . ? C3 C2 C1 119.8(4) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C4 C3 C2 119.9(4) . . ? C4 C3 C8 120.3(4) . . ? C2 C3 C8 119.7(4) . . ? C3 C4 C5 122.6(4) . . ? C3 C4 H4 118.7 . . ? C5 C4 H4 118.7 . . ? C6 C5 C4 116.3(4) . . ? C6 C5 C9 121.6(3) . . ? C4 C5 C9 122.0(3) . . ? C5 C6 C1 123.3(4) . . ? C5 C6 H6 118.3 . . ? C1 C6 H6 118.3 . . ? O2 C7 O1 122.9(4) . . ? O2 C7 C1 119.3(4) . . ? O1 C7 C1 117.9(4) . . ? O4 C8 O3 123.1(4) . . ? O4 C8 C3 119.4(4) . . ? O3 C8 C3 117.6(4) . . ? C5 C9 C5 114.7(5) . 2_656 ? C5 C9 H9A 108.6 . . ? C5 C9 H9A 108.6 2_656 . ? C5 C9 H9B 108.6 . . ? C5 C9 H9B 108.6 2_656 . ? H9A C9 H9B 107.6 . . ? C11 C10 N1 108.5(4) . . ? C11 C10 H10 125.7 . . ? N1 C10 H10 125.7 . . ? N2 C11 C10 108.9(4) . . ? N2 C11 H11 125.6 . . ? C10 C11 H11 125.6 . . ? N2 C12 N1 113.5(4) . . ? N2 C12 H12 123.3 . . ? N1 C12 H12 123.3 . . ? N2 C13 C14 114.1(3) . . ? N2 C13 H13A 108.7 . . ? C14 C13 H13A 108.7 . . ? N2 C13 H13B 108.7 . . ? C14 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C16 C14 C15 119.3(4) . . ? C16 C14 C13 122.8(4) . . ? C15 C14 C13 117.5(4) . . ? C14 C15 C16 118.8(4) . 2_657 ? C14 C15 H15 120.6 . . ? C16 C15 H15 120.6 2_657 . ? C14 C16 C15 121.8(5) . 2_657 ? C14 C16 H16 119.1 . . ? C15 C16 H16 119.1 2_657 . ? C12 N1 C10 102.6(4) . . ? C12 N1 Zn1 128.4(3) . . ? C10 N1 Zn1 128.9(3) . . ? C12 N2 C11 106.5(3) . . ? C12 N2 C13 126.6(4) . . ? C11 N2 C13 126.6(4) . . ? C7 O1 Zn1 113.0(3) . . ? C7 O2 Zn1 137.0(3) . 7_567 ? C8 O3 Zn1 107.5(3) . 8_566 ? H5A O5 H5B 109.5 . . ? O3 Zn1 O1 116.32(13) 8_465 . ? O3 Zn1 O2 94.31(13) 8_465 7_567 ? O1 Zn1 O2 108.31(12) . 7_567 ? O3 Zn1 N1 122.47(12) 8_465 . ? O1 Zn1 N1 107.37(12) . . ? O2 Zn1 N1 105.88(12) 7_567 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5A O3 0.85 1.48 2.331(7) 179.7 1_554 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.310 _refine_diff_density_min -0.510 _refine_diff_density_rms 0.073 # Attachment '3.cif' data_60601a _database_code_depnum_ccdc_archive 'CCDC 619198' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C17 H12 Cd O9), 0.5(H4 O2)' _chemical_formula_sum 'C34 H26 Cd2 O19' _chemical_formula_weight 963.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 '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' H H 0.0000 0.0000 '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 7.3409(16) _cell_length_b 10.135(2) _cell_length_c 11.966(3) _cell_angle_alpha 75.521(3) _cell_angle_beta 75.762(4) _cell_angle_gamma 74.716(3) _cell_volume 815.9(3) _cell_formula_units_Z 1 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 888 _cell_measurement_theta_min 2.494 _cell_measurement_theta_max 27.783 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.961 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 478 _exptl_absorpt_coefficient_mu 1.395 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.745 _exptl_absorpt_correction_T_max 0.821 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4350 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0851 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3111 _reflns_number_gt 2414 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0630P)^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 3111 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0774 _refine_ls_R_factor_gt 0.0598 _refine_ls_wR_factor_ref 0.1209 _refine_ls_wR_factor_gt 0.1178 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _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 0.5755(9) 1.0300(6) 0.1327(5) 0.0315(12) Uani 1 1 d . . . C2 C 0.6807(9) 0.9045(6) 0.0973(5) 0.0348(14) Uani 1 1 d . . . H2 H 0.8069 0.8967 0.0559 0.042 Uiso 1 1 calc R . . C3 C 0.5906(9) 0.7925(6) 0.1258(5) 0.0345(14) Uani 1 1 d . . . C4 C 0.4016(10) 0.8054(7) 0.1793(5) 0.0355(13) Uani 1 1 d . . . H4 H 0.3450 0.7289 0.1962 0.043 Uiso 1 1 calc R . . C5 C 0.2901(9) 0.9329(6) 0.2095(5) 0.0332(14) Uani 1 1 d . . . C6 C 0.3780(10) 1.0410(7) 0.1873(6) 0.0375(14) Uani 1 1 d . . . H6 H 0.3073 1.1249 0.2083 0.045 Uiso 1 1 calc R . . C7 C 0.0834(8) 0.9449(6) 0.2568(5) 0.0311(13) Uani 1 1 d . . . H7A H 0.0236 0.9331 0.1971 0.037 Uiso 1 1 calc R . . H7B H 0.0288 1.0386 0.2713 0.037 Uiso 1 1 calc R . . C8 C 0.0303(10) 0.8424(7) 0.3688(6) 0.0385(15) Uani 1 1 d . . . C9 C -0.1053(9) 0.7672(7) 0.3806(5) 0.0353(14) Uani 1 1 d . . . C10 C -0.1518(9) 0.6732(6) 0.4819(5) 0.0329(13) Uani 1 1 d . . . H13 H 0.2161 0.8700 0.4584 0.039 Uiso 1 1 d R . . C11 C -0.0793(9) 0.6598(7) 0.5801(6) 0.0348(13) Uani 1 1 d . . . C12 C 0.0646(9) 0.7338(6) 0.5702(5) 0.0319(13) Uani 1 1 d . . . C13 C 0.1207(9) 0.8240(6) 0.4648(5) 0.0323(13) Uani 1 1 d . . . C14 C 0.6734(9) 1.1473(6) 0.0977(6) 0.0340(14) Uani 1 1 d . . . C15 C 0.7006(9) 0.6558(6) 0.0907(5) 0.0343(13) Uani 1 1 d . . . C16 C -0.3096(9) 0.5959(7) 0.4927(6) 0.0346(14) Uani 1 1 d . . . H9 H -0.1682 0.7787 0.3189 0.041 Uiso 1 1 d R . . C17 C 0.1513(9) 0.7138(6) 0.6758(5) 0.0350(14) Uani 1 1 d . . . Cd1 Cd 0.17469(7) 0.62083(5) 0.95444(4) 0.03241(16) Uani 1 1 d . . . H8B H 0.2898 0.8465 0.6202 0.039 Uiso 1 1 d R . . O1 O 0.5735(6) 1.2545(4) 0.1536(4) 0.0340(9) Uani 1 1 d . . . O2 O 0.8228(6) 1.1542(4) 0.0365(4) 0.0347(10) Uani 1 1 d . . . O3 O 0.6114(6) 0.5558(4) 0.1200(4) 0.0379(10) Uani 1 1 d . . . O4 O 0.8667(6) 0.6428(4) 0.0297(4) 0.0385(10) Uani 1 1 d . . . O5 O -0.3805(6) 0.6109(4) 0.4056(4) 0.0353(10) Uani 1 1 d . . . H11 H -0.1236 0.6044 0.6514 0.042 Uiso 1 1 d R . . O6 O -0.3507(6) 0.5141(4) 0.5898(4) 0.0328(9) Uani 1 1 d . . . H6A H -0.4512 0.4911 0.5928 0.039 Uiso 1 1 d R . . O7 O 0.0724(6) 0.6677(4) 0.7737(4) 0.0347(10) Uani 1 1 d . . . O8 O 0.3104(6) 0.7599(4) 0.6507(4) 0.0357(10) Uani 1 1 d . . . O9 O 0.2534(7) 0.5144(5) 1.1330(4) 0.0430(11) Uani 1 1 d . . . H9A H 0.3556 0.5370 1.1360 0.052 Uiso 1 1 d R . . H9B H 0.2718 0.4264 1.1415 0.052 Uiso 1 1 d R . . O10 O 0.5048(16) 0.0716(10) 0.4994(10) 0.055(3) Uani 0.50 1 d P . . H10A H 0.3994 0.0775 0.4791 0.066 Uiso 0.50 1 d PR . . H10B H 0.5713 -0.0113 0.5021 0.066 Uiso 0.50 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 0.029(3) 0.036(3) 0.029(3) 0.002(2) -0.007(2) -0.013(2) C2 0.034(3) 0.029(3) 0.032(3) -0.001(2) 0.003(2) -0.005(3) C3 0.032(3) 0.028(3) 0.039(3) -0.003(2) -0.003(3) -0.005(3) C4 0.041(4) 0.035(3) 0.031(3) -0.010(2) -0.007(3) -0.006(3) C5 0.028(3) 0.030(3) 0.036(3) -0.009(2) -0.007(2) 0.007(2) C6 0.038(4) 0.031(3) 0.043(4) -0.002(3) -0.009(3) -0.012(3) C7 0.028(3) 0.029(3) 0.032(3) -0.001(2) 0.002(2) -0.011(2) C8 0.035(4) 0.044(4) 0.034(3) -0.001(3) 0.000(3) -0.018(3) C9 0.033(3) 0.040(3) 0.027(3) 0.001(2) -0.007(2) -0.003(3) C10 0.033(3) 0.040(3) 0.028(3) -0.002(2) 0.000(2) -0.021(3) C11 0.033(3) 0.036(3) 0.034(3) -0.001(2) -0.004(2) -0.013(3) C12 0.029(3) 0.032(3) 0.033(3) -0.008(2) 0.000(2) -0.006(2) C13 0.032(3) 0.035(3) 0.036(3) -0.014(3) -0.010(3) -0.008(3) C14 0.037(4) 0.032(3) 0.039(3) 0.000(3) -0.024(3) -0.009(3) C15 0.032(3) 0.037(3) 0.030(3) -0.007(2) -0.003(2) -0.002(3) C16 0.033(3) 0.043(4) 0.041(3) -0.014(3) -0.006(3) -0.026(3) C17 0.029(3) 0.037(3) 0.032(3) -0.003(3) -0.002(2) -0.003(3) Cd1 0.0300(3) 0.0329(2) 0.0319(2) -0.00555(16) -0.00292(16) -0.00623(17) O1 0.031(2) 0.036(2) 0.041(2) -0.0091(18) -0.0127(18) -0.0100(18) O2 0.023(2) 0.032(2) 0.050(3) -0.0082(19) 0.0040(19) -0.0193(18) O3 0.030(2) 0.033(2) 0.050(3) -0.014(2) 0.0034(19) -0.0107(19) O4 0.031(2) 0.033(2) 0.051(3) -0.016(2) 0.005(2) -0.0105(18) O5 0.035(2) 0.032(2) 0.040(2) 0.0066(18) -0.0155(19) -0.0132(19) O6 0.031(2) 0.038(2) 0.032(2) 0.0042(17) -0.0076(17) -0.0203(18) O7 0.037(2) 0.038(2) 0.032(2) -0.0014(18) -0.0172(18) -0.0082(19) O8 0.038(3) 0.037(2) 0.038(2) -0.0131(18) -0.0028(19) -0.0171(19) O9 0.057(3) 0.031(2) 0.048(3) -0.0045(19) -0.019(2) -0.017(2) O10 0.051(6) 0.038(5) 0.073(7) -0.023(5) 0.004(5) -0.007(5) _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 C2 1.409(9) . ? C1 C6 1.424(9) . ? C1 C14 1.469(8) . ? C2 C3 1.390(9) . ? C2 H2 0.9300 . ? C3 C4 1.364(9) . ? C3 C15 1.510(8) . ? C4 C5 1.414(8) . ? C4 H4 0.9300 . ? C5 C6 1.353(9) . ? C5 C7 1.467(8) . ? C6 H6 0.9300 . ? C7 C8 1.512(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.367(9) . ? C8 C13 1.413(9) . ? C9 C10 1.372(8) . ? C9 H9 0.9314 . ? C10 C11 1.369(9) . ? C10 C16 1.526(8) . ? C11 C12 1.416(9) . ? C11 H11 0.9320 . ? C12 C13 1.400(8) . ? C12 C17 1.498(9) . ? C13 H13 0.9174 . ? C14 O2 1.168(8) . ? C14 O1 1.366(8) . ? C14 Cd1 2.731(6) 2_676 ? C15 O4 1.250(7) . ? C15 O3 1.280(8) . ? C16 O5 1.235(8) . ? C16 O6 1.268(7) . ? C17 O7 1.209(7) . ? C17 O8 1.311(8) . ? Cd1 O4 2.192(4) 1_456 ? Cd1 O3 2.256(4) 2_666 ? Cd1 O9 2.278(5) . ? Cd1 O2 2.314(4) 2_676 ? Cd1 O7 2.359(4) . ? Cd1 O1 2.434(4) 2_676 ? Cd1 C14 2.731(6) 2_676 ? O1 Cd1 2.434(4) 2_676 ? O2 Cd1 2.314(4) 2_676 ? O3 Cd1 2.256(4) 2_666 ? O4 Cd1 2.192(4) 1_654 ? O6 H6A 0.8200 . ? O8 H8B 0.8500 . ? O9 H9A 0.8507 . ? O9 H9B 0.8501 . ? O10 O10 1.468(19) 2_656 ? O10 H10A 0.8500 . ? O10 H10B 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 C2 C1 C6 119.0(6) . . ? C2 C1 C14 116.6(6) . . ? C6 C1 C14 124.0(6) . . ? C3 C2 C1 118.2(6) . . ? C3 C2 H2 120.9 . . ? C1 C2 H2 120.9 . . ? C4 C3 C2 121.4(6) . . ? C4 C3 C15 119.1(6) . . ? C2 C3 C15 119.4(5) . . ? C3 C4 C5 121.3(6) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 C4 118.0(6) . . ? C6 C5 C7 122.9(5) . . ? C4 C5 C7 119.0(6) . . ? C5 C6 C1 121.9(6) . . ? C5 C6 H6 119.1 . . ? C1 C6 H6 119.1 . . ? C5 C7 C8 115.8(5) . . ? C5 C7 H7A 108.3 . . ? C8 C7 H7A 108.3 . . ? C5 C7 H7B 108.3 . . ? C8 C7 H7B 108.3 . . ? H7A C7 H7B 107.4 . . ? C9 C8 C13 118.6(6) . . ? C9 C8 C7 121.7(6) . . ? C13 C8 C7 119.7(6) . . ? C8 C9 C10 121.6(6) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 118.3 . . ? C11 C10 C9 121.8(6) . . ? C11 C10 C16 118.0(5) . . ? C9 C10 C16 119.6(6) . . ? C10 C11 C12 117.7(6) . . ? C10 C11 H11 121.3 . . ? C12 C11 H11 121.0 . . ? C13 C12 C11 120.4(6) . . ? C13 C12 C17 121.7(6) . . ? C11 C12 C17 117.9(5) . . ? C12 C13 C8 119.5(6) . . ? C12 C13 H13 119.9 . . ? C8 C13 H13 120.6 . . ? O2 C14 O1 119.8(5) . . ? O2 C14 C1 128.4(6) . . ? O1 C14 C1 111.6(5) . . ? O2 C14 Cd1 57.1(3) . 2_676 ? O1 C14 Cd1 62.9(3) . 2_676 ? C1 C14 Cd1 174.5(5) . 2_676 ? O4 C15 O3 121.1(5) . . ? O4 C15 C3 121.8(6) . . ? O3 C15 C3 116.9(5) . . ? O5 C16 O6 124.6(5) . . ? O5 C16 C10 118.5(6) . . ? O6 C16 C10 116.7(5) . . ? O7 C17 O8 125.1(6) . . ? O7 C17 C12 121.9(6) . . ? O8 C17 C12 112.9(5) . . ? O4 Cd1 O3 130.34(16) 1_456 2_666 ? O4 Cd1 O9 91.51(18) 1_456 . ? O3 Cd1 O9 87.79(17) 2_666 . ? O4 Cd1 O2 93.73(14) 1_456 2_676 ? O3 Cd1 O2 135.62(14) 2_666 2_676 ? O9 Cd1 O2 97.19(16) . 2_676 ? O4 Cd1 O7 83.87(17) 1_456 . ? O3 Cd1 O7 83.09(16) 2_666 . ? O9 Cd1 O7 163.29(15) . . ? O2 Cd1 O7 99.12(15) 2_676 . ? O4 Cd1 O1 144.90(15) 1_456 2_676 ? O3 Cd1 O1 81.25(15) 2_666 2_676 ? O9 Cd1 O1 106.53(16) . 2_676 ? O2 Cd1 O1 54.98(14) 2_676 2_676 ? O7 Cd1 O1 85.93(15) . 2_676 ? O4 Cd1 C14 117.94(17) 1_456 2_676 ? O3 Cd1 C14 110.74(18) 2_666 2_676 ? O9 Cd1 C14 101.70(17) . 2_676 ? O2 Cd1 C14 25.06(17) 2_676 2_676 ? O7 Cd1 C14 94.63(16) . 2_676 ? O1 Cd1 C14 29.97(18) 2_676 2_676 ? C14 O1 Cd1 87.1(3) . 2_676 ? C14 O2 Cd1 97.8(4) . 2_676 ? C15 O3 Cd1 104.3(3) . 2_666 ? C15 O4 Cd1 168.7(5) . 1_654 ? C16 O6 H6A 109.6 . . ? C17 O7 Cd1 129.6(4) . . ? C17 O8 H8B 110.6 . . ? Cd1 O9 H9A 107.9 . . ? Cd1 O9 H9B 110.1 . . ? H9A O9 H9B 110.2 . . ? O10 O10 H10A 73.7 2_656 . ? H10A O10 H10B 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O8 H8B O10 0.85 2.00 2.544(11) 120.6 2_666 O6 H6A O5 0.82 1.80 2.595(6) 161.8 2_466 O9 H9A O3 0.85 1.90 2.730(7) 166.5 1_556 O9 H9B O1 0.85 2.44 3.036(6) 127.7 1_546 O10 H10B O10 0.85 0.94 1.468(19) 110.4 2_656 _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 1.479 _refine_diff_density_min -1.408 _refine_diff_density_rms 0.132 # Attachment '4.cif' data_cd _database_code_depnum_ccdc_archive 'CCDC 619199' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H32 Cd2 N4 O12, 2(H2 O)' _chemical_formula_sum 'C21 H36 Cd2 N4 O14' _chemical_formula_weight 793.34 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' Cd Cd -0.8075 1.2024 '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 18.277(3) _cell_length_b 9.8838(18) _cell_length_c 15.724(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.4630(10) _cell_angle_gamma 90.00 _cell_volume 2773.7(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3560 _cell_measurement_theta_min 2.283 _cell_measurement_theta_max 28.075 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.900 _exptl_crystal_density_method multi-scan _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 1.609 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.6987 _exptl_absorpt_correction_T_max 0.7605 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7205 _diffrn_reflns_av_R_equivalents 0.0316 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.99 _reflns_number_total 2713 _reflns_number_gt 2138 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+1.9900P] 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 2713 _refine_ls_number_parameters 186 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0679 _refine_ls_R_factor_gt 0.0481 _refine_ls_wR_factor_ref 0.1140 _refine_ls_wR_factor_gt 0.1080 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 0.994 _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 0.9094(3) 0.5650(6) 0.9266(4) 0.0420(13) Uani 1 1 d . . . C2 C 0.9588(3) 0.6649(6) 0.9588(4) 0.0426(13) Uani 1 1 d . . . H2 H 0.9495 0.7192 1.0036 0.051 Uiso 1 1 calc R . . C3 C 1.0226(3) 0.6883(5) 0.9269(4) 0.0404(13) Uani 1 1 d . . . C4 C 1.0363(3) 0.6023(5) 0.8592(3) 0.0372(12) Uani 1 1 d . . . H4 H 1.0792 0.6149 0.8374 0.045 Uiso 1 1 calc R . . C5 C 0.9863(3) 0.5000(5) 0.8254(4) 0.0388(13) Uani 1 1 d . . . C6 C 0.9240(3) 0.4799(6) 0.8602(4) 0.0407(12) Uani 1 1 d . . . H6 H 0.8913 0.4094 0.8396 0.049 Uiso 1 1 calc R . . C7 C 0.8414(3) 0.5448(5) 0.9614(3) 0.0345(12) Uani 1 1 d . . . C8 C 1.0788(3) 0.7985(6) 0.9593(4) 0.0437(13) Uani 1 1 d . . . C9 C 1.0000 0.4135(8) 0.7500 0.0312(15) Uani 1 2 d S . . H9A H 0.9569 0.3558 0.7296 0.037 Uiso 0.50 1 calc PR . . H9B H 1.0431 0.3558 0.7704 0.037 Uiso 0.50 1 calc PR . . C10 C 0.7386(4) 0.4085(6) 1.2010(4) 0.0485(14) Uani 1 1 d . . . H10A H 0.7737 0.3707 1.2505 0.058 Uiso 1 1 calc R . . H10B H 0.6883 0.3960 1.2106 0.058 Uiso 1 1 calc R . . C11 C 0.7545(3) 0.5614(6) 1.1930(4) 0.0362(12) Uani 1 1 d . . . H11A H 0.7475 0.6070 1.2452 0.043 Uiso 1 1 calc R . . H11B H 0.8064 0.5730 1.1893 0.043 Uiso 1 1 calc R . . Cd1 Cd 0.70184(2) 0.47772(4) 1.00260(3) 0.03748(16) Uani 1 1 d . . . N1 N 0.7460(2) 0.3371(4) 1.1200(2) 0.0290(9) Uani 1 1 d . . . H1A H 0.7194 0.2598 1.1142 0.035 Uiso 1 1 calc R . . H1B H 0.7944 0.3163 1.1225 0.035 Uiso 1 1 calc R . . N2 N 0.7051(2) 0.6272(5) 1.1150(3) 0.0437(11) Uani 1 1 d . . . H2A H 0.7243 0.7071 1.1033 0.052 Uiso 1 1 calc R . . H2B H 0.6587 0.6410 1.1242 0.052 Uiso 1 1 calc R . . O1 O 0.8244(2) 0.6222(4) 1.0148(3) 0.0434(10) Uani 1 1 d . . . O2 O 0.7995(2) 0.4427(4) 0.9340(2) 0.0379(9) Uani 1 1 d . . . O3 O 1.07501(18) 0.8565(4) 1.0267(2) 0.0345(8) Uani 1 1 d . . . O4 O 1.12629(19) 0.8251(4) 0.9149(2) 0.0335(8) Uani 1 1 d . . . O5 O 0.6492(2) 0.6405(4) 0.9014(2) 0.0374(8) Uani 1 1 d . . . H5A H 0.6033 0.6220 0.8815 0.056 Uiso 1 1 d R . . H5B H 0.6528 0.7178 0.9256 0.056 Uiso 1 1 d R . . O6 O 0.4969(2) 0.5986(4) 0.8432(2) 0.0464(10) Uani 1 1 d . . . H6D H 0.5437 0.6112 0.8611 0.056 Uiso 1 1 d R . . H6C H 0.4755 0.6027 0.8861 0.070 Uiso 1 1 d R . . O7 O 0.0836(2) 0.8655(4) 0.7374(2) 0.0380(8) Uani 1 1 d . . . H7B H 0.0727 0.8982 0.7831 0.057 Uiso 1 1 d R . . H7C H 0.0791 0.9266 0.6985 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 C1 0.051(3) 0.038(3) 0.036(3) 0.007(2) 0.005(2) -0.009(3) C2 0.031(3) 0.046(3) 0.049(3) -0.007(3) 0.004(2) -0.008(2) C3 0.043(3) 0.030(3) 0.044(3) -0.009(2) -0.001(2) -0.012(2) C4 0.034(3) 0.031(3) 0.040(3) 0.003(2) -0.005(2) -0.003(2) C5 0.043(3) 0.033(3) 0.038(3) -0.002(2) 0.004(2) 0.000(2) C6 0.047(3) 0.039(3) 0.036(3) -0.007(2) 0.008(2) 0.000(3) C7 0.046(3) 0.027(3) 0.038(3) 0.002(2) 0.025(2) -0.010(2) C8 0.049(3) 0.041(3) 0.036(3) 0.002(2) -0.001(3) -0.010(3) C9 0.028(3) 0.032(4) 0.035(4) 0.000 0.010(3) 0.000 C10 0.054(4) 0.040(3) 0.047(3) 0.006(3) 0.002(3) 0.006(3) C11 0.022(2) 0.041(3) 0.042(3) 0.005(2) -0.001(2) 0.004(2) Cd1 0.0407(2) 0.0349(2) 0.0362(2) -0.00855(16) 0.00702(16) -0.00836(18) N1 0.024(2) 0.038(2) 0.026(2) -0.0115(17) 0.0081(15) -0.0040(17) N2 0.029(2) 0.057(3) 0.046(3) 0.007(2) 0.0112(19) 0.017(2) O1 0.0336(19) 0.049(2) 0.055(2) -0.0111(19) 0.0240(17) -0.0156(18) O2 0.037(2) 0.040(2) 0.041(2) -0.0094(16) 0.0176(16) -0.0012(16) O3 0.0295(18) 0.044(2) 0.0333(18) -0.0248(16) 0.0152(14) -0.0254(16) O4 0.0390(19) 0.0349(19) 0.0311(17) -0.0097(15) 0.0173(15) -0.0120(16) O5 0.043(2) 0.0284(19) 0.042(2) -0.0004(15) 0.0122(16) 0.0003(16) O6 0.048(2) 0.067(3) 0.0273(19) -0.0009(18) 0.0136(16) -0.012(2) O7 0.042(2) 0.040(2) 0.0363(19) 0.0028(16) 0.0175(15) -0.0094(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.360(8) . ? C1 C6 1.411(8) . ? C1 C7 1.475(8) . ? C2 C3 1.384(8) . ? C2 H2 0.9300 . ? C3 C4 1.426(8) . ? C3 C8 1.508(7) . ? C4 C5 1.389(8) . ? C4 H4 0.9300 . ? C5 C6 1.379(8) . ? C5 C9 1.526(7) . ? C6 H6 0.9300 . ? C7 O1 1.224(6) . ? C7 O2 1.283(6) . ? C8 O3 1.221(7) . ? C8 O4 1.252(7) . ? C9 C5 1.526(7) 2_756 ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N1 1.488(7) . ? C10 C11 1.549(8) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.505(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? Cd1 O4 2.294(3) 3_445 ? Cd1 N2 2.294(5) . ? Cd1 O2 2.303(3) . ? Cd1 N1 2.313(4) . ? Cd1 O5 2.321(4) . ? Cd1 O1 2.628(4) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N2 H2A 0.9000 . ? N2 H2B 0.9000 . ? O4 Cd1 2.294(3) 3 ? O5 H5A 0.8501 . ? O5 H5B 0.8499 . ? O6 H6D 0.8501 . ? O6 H6C 0.8499 . ? O7 H7B 0.8499 . ? O7 H7C 0.8501 . ? 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 C2 C1 C6 119.4(6) . . ? C2 C1 C7 120.4(5) . . ? C6 C1 C7 120.2(5) . . ? C1 C2 C3 122.1(6) . . ? C1 C2 H2 119.0 . . ? C3 C2 H2 119.0 . . ? C2 C3 C4 117.9(5) . . ? C2 C3 C8 124.4(5) . . ? C4 C3 C8 117.7(5) . . ? C5 C4 C3 120.8(5) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C6 C5 C4 119.0(5) . . ? C6 C5 C9 121.0(5) . . ? C4 C5 C9 120.0(5) . . ? C5 C6 C1 120.8(5) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? O1 C7 O2 120.1(4) . . ? O1 C7 C1 121.9(5) . . ? O2 C7 C1 118.1(5) . . ? O3 C8 O4 124.2(5) . . ? O3 C8 C3 118.0(5) . . ? O4 C8 C3 117.9(5) . . ? C5 C9 C5 111.8(6) . 2_756 ? C5 C9 H9A 109.2 . . ? C5 C9 H9A 109.2 2_756 . ? C5 C9 H9B 109.2 . . ? C5 C9 H9B 109.2 2_756 . ? H9A C9 H9B 107.9 . . ? N1 C10 C11 109.8(5) . . ? N1 C10 H10A 109.7 . . ? C11 C10 H10A 109.7 . . ? N1 C10 H10B 109.7 . . ? C11 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? N2 C11 C10 113.5(5) . . ? N2 C11 H11A 108.9 . . ? C10 C11 H11A 108.9 . . ? N2 C11 H11B 108.9 . . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? O4 Cd1 N2 142.97(15) 3_445 . ? O4 Cd1 O2 92.67(13) 3_445 . ? N2 Cd1 O2 124.34(15) . . ? O4 Cd1 N1 98.38(14) 3_445 . ? N2 Cd1 N1 79.96(15) . . ? O2 Cd1 N1 96.40(14) . . ? O4 Cd1 O5 86.40(13) 3_445 . ? N2 Cd1 O5 91.14(15) . . ? O2 Cd1 O5 91.77(13) . . ? N1 Cd1 O5 170.31(13) . . ? O4 Cd1 O1 142.59(12) 3_445 . ? N2 Cd1 O1 73.39(15) . . ? O2 Cd1 O1 51.76(12) . . ? N1 Cd1 O1 97.05(14) . . ? O5 Cd1 O1 83.91(14) . . ? C10 N1 Cd1 108.5(3) . . ? C10 N1 H1A 110.0 . . ? Cd1 N1 H1A 110.0 . . ? C10 N1 H1B 110.0 . . ? Cd1 N1 H1B 110.0 . . ? H1A N1 H1B 108.4 . . ? C11 N2 Cd1 105.1(3) . . ? C11 N2 H2A 110.7 . . ? Cd1 N2 H2A 110.7 . . ? C11 N2 H2B 110.7 . . ? Cd1 N2 H2B 110.7 . . ? H2A N2 H2B 108.8 . . ? C7 O1 Cd1 87.1(3) . . ? C7 O2 Cd1 101.0(3) . . ? C8 O4 Cd1 101.7(3) . 3 ? Cd1 O5 H5A 109.4 . . ? Cd1 O5 H5B 109.5 . . ? H5A O5 H5B 109.5 . . ? H6D O6 H6C 109.5 . . ? H7B O7 H7C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A O2 0.90 2.14 2.960(6) 150.7 7_657 N2 H2A O1 0.90 2.52 3.181(7) 130.2 7_667 O5 H5B O1 0.85 1.84 2.682(5) 171.2 7_667 O6 H6C O3 0.85 1.86 2.696(5) 169.7 7_667 N1 H1B O4 0.90 2.18 2.978(5) 146.8 5_767 N2 H2B O7 0.90 2.47 3.238(6) 143.2 8_566 O5 H5A O6 0.85 1.92 2.768(5) 173.4 . O6 H6D O5 0.85 1.92 2.768(5) 179.7 . O7 H7B O4 0.85 2.21 2.761(5) 122.0 1_455 O7 H7C O6 0.85 2.20 2.876(6) 136.0 4_556 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density 0.479 _refine_diff_density_min -1.283 _refine_diff_density_rms 0.101