# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Yaming Zhou' _publ_contact_author_address ; Shanghai 200433 ; _publ_contact_author_email ymzhou@fudan.edu.cn loop_ _publ_author_name 'Yun Ling' 'Tengbiao Liao' 'Zhenxia Chen' 'Linhong Weng' 'Yaming Zhou' data_2 _database_code_depnum_ccdc_archive 'CCDC 751707' #TrackingRef '- Revised ESI of Zn-pbdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H21 N O19 P2 Zn3' _chemical_formula_weight 861.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 13.707(5) _cell_length_b 17.121(7) _cell_length_c 36.018(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8453(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod-shape _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.354 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3456 _exptl_absorpt_coefficient_mu 1.827 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6189 _exptl_absorpt_correction_T_max 0.7225 _exptl_absorpt_process_details SADABS _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 '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 33683 _diffrn_reflns_av_R_equivalents 0.1173 _diffrn_reflns_av_sigmaI/netI 0.1411 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 43 _diffrn_reflns_theta_min 1.13 _diffrn_reflns_theta_max 25.15 _reflns_number_total 7578 _reflns_number_gt 3977 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0989P)^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 7578 _refine_ls_number_parameters 454 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.1129 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1990 _refine_ls_wR_factor_gt 0.1762 _refine_ls_goodness_of_fit_ref 0.939 _refine_ls_restrained_S_all 0.943 _refine_ls_shift/su_max 0.009 _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 C1 C 1.1821(6) 0.6176(5) 0.8218(2) 0.028(2) Uani 1 1 d . . . C2 C 1.1889(6) 0.6409(5) 0.7850(2) 0.036(2) Uani 1 1 d . . . H2 H 1.1506 0.6823 0.7769 0.043 Uiso 1 1 calc R . . C3 C 1.2506(7) 0.6047(5) 0.7602(2) 0.034(2) Uani 1 1 d . . . C4 C 1.3105(6) 0.5449(5) 0.7728(2) 0.033(2) Uani 1 1 d . . . H4 H 1.3534 0.5206 0.7564 0.039 Uiso 1 1 calc R . . C5 C 1.3068(6) 0.5211(5) 0.8094(2) 0.032(2) Uani 1 1 d . . . C6 C 1.2415(6) 0.5576(5) 0.8337(2) 0.030(2) Uani 1 1 d . . . H6 H 1.2380 0.5412 0.8583 0.036 Uiso 1 1 calc R . . C7 C 1.2548(8) 0.6318(6) 0.7203(3) 0.045(3) Uani 1 1 d . . . C8 C 1.3690(7) 0.4544(5) 0.8222(3) 0.042(2) Uani 1 1 d . . . C9 C 0.7819(6) 0.8369(4) 0.9208(2) 0.0238(19) Uani 1 1 d . . . C10 C 0.7446(6) 0.8103(5) 0.9550(2) 0.032(2) Uani 1 1 d . . . H10 H 0.7692 0.7649 0.9656 0.039 Uiso 1 1 calc R . . C11 C 0.6705(7) 0.8522(5) 0.9729(2) 0.031(2) Uani 1 1 d . . . C12 C 0.6350(7) 0.9199(5) 0.9570(2) 0.035(2) Uani 1 1 d . . . H12 H 0.5857 0.9477 0.9688 0.042 Uiso 1 1 calc R . . C13 C 0.6719(6) 0.9471(5) 0.9235(2) 0.029(2) Uani 1 1 d . . . C14 C 0.7446(6) 0.9055(4) 0.9060(2) 0.027(2) Uani 1 1 d . . . H14 H 0.7694 0.9239 0.8836 0.032 Uiso 1 1 calc R . . C15 C 0.6299(7) 0.8250(5) 1.0096(3) 0.038(2) Uani 1 1 d . . . C16 C 0.6343(7) 1.0213(5) 0.9078(3) 0.034(2) Uani 1 1 d . . . C21 C 0.5107(14) 0.4454(12) 0.7032(6) 0.166(9) Uani 1 1 d . . . H21A H 0.4600 0.4088 0.6974 0.249 Uiso 1 1 calc R . . H21B H 0.5386 0.4651 0.6806 0.249 Uiso 1 1 calc R . . H21C H 0.4839 0.4880 0.7172 0.249 Uiso 1 1 calc R . . C22 C 0.5907(16) 0.4043(14) 0.7262(6) 0.173(10) Uani 1 1 d . . . H22A H 0.6261 0.3698 0.7096 0.207 Uiso 1 1 calc R . . H22B H 0.6363 0.4441 0.7344 0.207 Uiso 1 1 calc R . . C23 C 0.6416(16) 0.3358(15) 0.7785(6) 0.181(11) Uani 1 1 d . . . H23A H 0.6892 0.3085 0.7634 0.217 Uiso 1 1 calc R . . H23B H 0.6172 0.2999 0.7971 0.217 Uiso 1 1 calc R . . C24 C 0.5413(14) 0.2295(12) 0.7312(6) 0.178(10) Uani 1 1 d . . . H24A H 0.5720 0.2506 0.7094 0.266 Uiso 1 1 calc R . . H24B H 0.4856 0.1990 0.7240 0.266 Uiso 1 1 calc R . . H24C H 0.5869 0.1969 0.7442 0.266 Uiso 1 1 calc R . . C25 C 0.5126(19) 0.2881(11) 0.7534(7) 0.214(15) Uani 1 1 d . . . H25A H 0.5093 0.2668 0.7783 0.257 Uiso 1 1 calc R . . H25B H 0.4462 0.3006 0.7463 0.257 Uiso 1 1 calc R . . C26 C 0.6869(17) 0.4024(12) 0.7963(5) 0.187(11) Uani 1 1 d . . . H26A H 0.7237 0.3851 0.8175 0.280 Uiso 1 1 calc R . . H26B H 0.6374 0.4384 0.8043 0.280 Uiso 1 1 calc R . . H26C H 0.7298 0.4279 0.7791 0.280 Uiso 1 1 calc R . . N1 N 0.5647(10) 0.3622(8) 0.7562(4) 0.110(4) Uani 1 1 d . . . O1 O 0.9992(4) 0.6527(4) 0.83596(18) 0.054(2) Uani 1 1 d . . . O2 O 1.1264(5) 0.7521(4) 0.8485(2) 0.070(2) Uani 1 1 d . . . O3 O 1.1117(5) 0.6362(4) 0.89004(17) 0.0541(19) Uani 1 1 d . . . O4 O 1.1976(7) 0.6808(6) 0.7104(2) 0.104(4) Uani 1 1 d . . . O5 O 1.3185(5) 0.6013(4) 0.70031(17) 0.0513(19) Uani 1 1 d . . . O6 O 1.4215(7) 0.4200(5) 0.8007(2) 0.091(3) Uani 1 1 d . . . O7 O 1.3627(5) 0.4369(4) 0.85633(18) 0.0473(18) Uani 1 1 d . . . O8 O 0.8183(4) 0.7273(3) 0.87134(16) 0.0375(16) Uani 1 1 d . . . O9 O 0.9347(4) 0.7382(3) 0.92541(16) 0.0365(15) Uani 1 1 d . . . O10 O 0.9349(4) 0.8407(3) 0.87547(17) 0.0414(16) Uani 1 1 d . . . O11 O 0.6595(6) 0.7629(4) 1.0231(2) 0.078(3) Uani 1 1 d . . . O12 O 0.5679(5) 0.8677(4) 1.02381(16) 0.0437(17) Uani 1 1 d . . . O13 O 0.5710(6) 1.0553(4) 0.92611(19) 0.061(2) Uani 1 1 d . . . O14 O 0.6656(5) 1.0438(4) 0.87714(17) 0.0447(17) Uani 1 1 d . . . O15 O 1.1304(6) 0.8452(4) 0.9241(2) 0.079(3) Uani 1 1 d . . . O16 O 0.308(3) 0.926(2) 0.9762(11) 0.38(3) Uani 0.60 1 d P . . O17 O 0.245(2) 0.9638(14) 0.9437(6) 0.104(8) Uani 0.40 1 d P . . O18 O 0.3730(7) 0.2493(8) 0.6482(3) 0.153(5) Uani 1 1 d U . . O19 O 0.476(3) 0.083(2) 0.6040(11) 0.29(2) Uani 0.50 1 d PU . . O20 O 0.524(3) 0.1909(16) 0.5432(10) 0.249(17) Uani 0.50 1 d PU . . O21 O 0.6211(19) 0.251(2) 0.6158(7) 0.224(15) Uani 0.50 1 d PU . . O22 O 0.5197(14) 0.1778(13) 0.5970(7) 0.123(8) Uani 0.50 1 d PU . . P1 P 1.09793(17) 0.66740(13) 0.85140(6) 0.0314(6) Uani 1 1 d . . . P2 P 0.87501(17) 0.78219(13) 0.89694(6) 0.0263(5) Uani 1 1 d . . . Zn1 Zn 0.86464(7) 0.63506(5) 0.84690(2) 0.0249(3) Uani 1 1 d . . . Zn2 Zn 1.01341(7) 0.64723(5) 0.92783(2) 0.0231(3) Uani 1 1 d . . . Zn3 Zn 1.07369(8) 0.84166(6) 0.87205(3) 0.0332(3) 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 0.032(5) 0.029(5) 0.023(5) 0.002(4) 0.003(4) 0.008(4) C2 0.040(5) 0.038(5) 0.030(5) 0.009(4) 0.002(4) 0.021(5) C3 0.042(6) 0.036(5) 0.024(5) 0.007(4) 0.008(5) 0.007(4) C4 0.037(6) 0.033(5) 0.028(5) -0.003(4) 0.012(4) 0.007(4) C5 0.036(5) 0.038(5) 0.021(5) 0.003(4) 0.005(4) 0.015(4) C6 0.036(5) 0.031(5) 0.024(5) 0.002(4) 0.005(4) 0.005(4) C7 0.062(7) 0.039(6) 0.035(6) 0.011(5) -0.002(5) 0.011(6) C8 0.043(6) 0.040(6) 0.042(6) 0.004(5) 0.000(5) 0.017(5) C9 0.033(5) 0.019(4) 0.019(4) 0.000(4) 0.003(4) 0.002(4) C10 0.042(6) 0.025(5) 0.029(5) 0.006(4) 0.005(4) 0.009(4) C11 0.045(5) 0.026(5) 0.022(5) 0.004(4) 0.012(4) 0.014(4) C12 0.050(6) 0.033(5) 0.023(5) 0.009(4) 0.015(4) 0.015(5) C13 0.039(5) 0.025(4) 0.024(5) 0.008(4) 0.005(4) 0.011(4) C14 0.036(5) 0.027(5) 0.018(4) 0.003(4) 0.009(4) 0.006(4) C15 0.048(6) 0.036(5) 0.031(5) 0.010(4) 0.007(5) 0.002(5) C16 0.040(6) 0.029(5) 0.033(5) 0.004(4) 0.006(5) 0.015(4) C21 0.127(17) 0.21(2) 0.16(2) 0.026(18) 0.012(15) 0.032(17) C22 0.18(2) 0.20(2) 0.143(19) 0.061(18) -0.018(17) -0.09(2) C23 0.127(18) 0.25(3) 0.17(2) -0.07(2) -0.049(17) -0.021(19) C24 0.122(17) 0.16(2) 0.25(3) -0.04(2) -0.045(18) 0.001(15) C25 0.27(3) 0.090(14) 0.28(3) -0.071(17) 0.18(3) -0.059(17) C26 0.28(3) 0.19(2) 0.090(14) 0.033(14) -0.010(17) -0.12(2) N1 0.096(10) 0.105(10) 0.130(12) 0.034(9) 0.002(9) -0.039(9) O1 0.029(4) 0.092(6) 0.041(4) -0.010(4) 0.005(3) 0.004(4) O2 0.074(5) 0.035(4) 0.101(6) -0.009(4) 0.050(5) -0.004(4) O3 0.056(4) 0.079(5) 0.028(4) 0.005(4) 0.013(3) 0.024(4) O4 0.132(8) 0.133(8) 0.047(5) 0.051(5) 0.031(5) 0.083(7) O5 0.073(5) 0.047(4) 0.034(4) 0.009(3) 0.024(4) 0.013(4) O6 0.114(7) 0.099(7) 0.061(5) 0.020(5) 0.029(5) 0.085(6) O7 0.061(5) 0.040(4) 0.041(4) 0.014(3) -0.003(4) 0.020(3) O8 0.031(3) 0.041(4) 0.041(4) -0.020(3) -0.003(3) 0.007(3) O9 0.041(4) 0.038(4) 0.031(4) 0.001(3) 0.000(3) 0.017(3) O10 0.040(4) 0.033(3) 0.051(4) 0.011(3) 0.021(3) 0.008(3) O11 0.121(7) 0.060(5) 0.053(5) 0.035(4) 0.046(5) 0.041(5) O12 0.050(4) 0.049(4) 0.032(4) 0.008(3) 0.025(3) 0.022(3) O13 0.084(5) 0.048(4) 0.050(4) 0.024(4) 0.033(4) 0.041(4) O14 0.061(4) 0.042(4) 0.032(4) 0.017(3) 0.017(3) 0.022(3) O15 0.118(7) 0.070(5) 0.048(5) 0.029(4) -0.024(5) -0.040(5) O16 0.38(5) 0.44(6) 0.31(4) -0.18(4) -0.06(4) -0.27(5) O17 0.16(2) 0.083(16) 0.071(16) 0.008(13) -0.035(16) -0.027(17) O18 0.087(7) 0.239(14) 0.132(10) 0.111(10) -0.023(7) -0.039(9) O19 0.42(4) 0.15(2) 0.31(4) -0.08(2) -0.03(3) 0.17(3) O20 0.30(3) 0.15(2) 0.30(3) 0.11(2) -0.21(3) 0.01(2) O21 0.104(18) 0.45(4) 0.12(2) 0.07(2) 0.032(16) -0.01(2) O22 0.078(13) 0.128(17) 0.16(2) 0.064(15) 0.054(14) 0.046(13) P1 0.0326(14) 0.0319(13) 0.0298(13) 0.0013(11) 0.0095(11) 0.0070(11) P2 0.0289(13) 0.0251(11) 0.0249(12) -0.0016(10) 0.0060(10) 0.0062(10) Zn1 0.0313(6) 0.0245(5) 0.0188(5) 0.0005(4) -0.0027(4) 0.0023(4) Zn2 0.0287(5) 0.0208(5) 0.0197(5) 0.0031(4) -0.0042(4) -0.0022(4) Zn3 0.0384(6) 0.0260(5) 0.0353(6) 0.0030(5) 0.0061(5) -0.0054(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 C6 1.380(11) . ? C1 C2 1.385(11) . ? C1 P1 1.788(8) . ? C2 C3 1.379(11) . ? C2 H2 0.9300 . ? C3 C4 1.389(11) . ? C3 C7 1.509(12) . ? C4 C5 1.384(11) . ? C4 H4 0.9300 . ? C5 C6 1.399(11) . ? C5 C8 1.497(11) . ? C6 H6 0.9300 . ? C7 O4 1.203(11) . ? C7 O5 1.246(11) . ? C8 O6 1.212(11) . ? C8 O7 1.267(11) . ? C9 C14 1.388(10) . ? C9 C10 1.408(11) . ? C9 P2 1.802(8) . ? C10 C11 1.402(11) . ? C10 H10 0.9300 . ? C11 C12 1.383(11) . ? C11 C15 1.509(11) . ? C12 C13 1.388(11) . ? C12 H12 0.9300 . ? C13 C14 1.378(11) . ? C13 C16 1.482(11) . ? C14 H14 0.9300 . ? C15 O12 1.231(10) . ? C15 O11 1.237(10) . ? C16 O13 1.235(10) . ? C16 O14 1.246(10) . ? C21 C22 1.55(2) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N1 1.347(19) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 N1 1.40(2) . ? C23 C26 1.45(2) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.34(2) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 N1 1.46(2) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? O1 P1 1.485(7) . ? O1 Zn1 1.909(6) . ? O2 P1 1.506(7) . ? O2 Zn3 1.894(7) . ? O3 P1 1.502(6) . ? O3 Zn2 1.924(6) . ? O5 Zn1 1.904(6) 6_657 ? O7 Zn3 1.934(6) 7_855 ? O8 P2 1.529(6) . ? O8 Zn1 1.916(6) . ? O9 P2 1.513(6) . ? O9 Zn2 1.897(5) . ? O10 P2 1.508(6) . ? O10 Zn3 1.907(6) . ? O12 Zn2 1.912(6) 3_467 ? O13 Zn2 1.955(6) 7_765 ? O14 Zn1 1.949(6) 7_765 ? O15 Zn3 2.029(7) . ? Zn1 O5 1.904(6) 6_557 ? Zn1 O14 1.949(6) 7_755 ? Zn2 O12 1.912(6) 3_567 ? Zn2 O13 1.955(6) 7_755 ? Zn3 O7 1.934(6) 7_865 ? 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 118.2(8) . . ? C6 C1 P1 123.3(6) . . ? C2 C1 P1 118.5(6) . . ? C3 C2 C1 122.2(8) . . ? C3 C2 H2 118.9 . . ? C1 C2 H2 118.9 . . ? C2 C3 C4 118.8(8) . . ? C2 C3 C7 120.2(8) . . ? C4 C3 C7 121.0(8) . . ? C5 C4 C3 120.5(8) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 119.3(8) . . ? C4 C5 C8 119.8(8) . . ? C6 C5 C8 120.9(8) . . ? C1 C6 C5 121.0(8) . . ? C1 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? O4 C7 O5 125.2(9) . . ? O4 C7 C3 118.2(9) . . ? O5 C7 C3 116.6(9) . . ? O6 C8 O7 123.1(9) . . ? O6 C8 C5 120.8(9) . . ? O7 C8 C5 116.1(8) . . ? C14 C9 C10 118.5(7) . . ? C14 C9 P2 121.1(6) . . ? C10 C9 P2 120.4(6) . . ? C11 C10 C9 120.0(7) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C12 C11 C10 119.5(8) . . ? C12 C11 C15 119.6(8) . . ? C10 C11 C15 120.9(8) . . ? C11 C12 C13 121.0(8) . . ? C11 C12 H12 119.5 . . ? C13 C12 H12 119.5 . . ? C14 C13 C12 119.2(7) . . ? C14 C13 C16 121.3(7) . . ? C12 C13 C16 119.5(8) . . ? C13 C14 C9 121.8(7) . . ? C13 C14 H14 119.1 . . ? C9 C14 H14 119.1 . . ? O12 C15 O11 125.1(9) . . ? O12 C15 C11 115.7(8) . . ? O11 C15 C11 119.2(9) . . ? O13 C16 O14 124.7(8) . . ? O13 C16 C13 116.4(8) . . ? O14 C16 C13 118.9(8) . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N1 C22 C21 119.2(19) . . ? N1 C22 H22A 107.5 . . ? C21 C22 H22A 107.5 . . ? N1 C22 H22B 107.5 . . ? C21 C22 H22B 107.5 . . ? H22A C22 H22B 107.0 . . ? N1 C23 C26 109(2) . . ? N1 C23 H23A 109.9 . . ? C26 C23 H23A 109.9 . . ? N1 C23 H23B 109.9 . . ? C26 C23 H23B 109.9 . . ? H23A C23 H23B 108.3 . . ? C25 C24 H24A 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C25 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C24 C25 N1 123.3(19) . . ? C24 C25 H25A 106.5 . . ? N1 C25 H25A 106.5 . . ? C24 C25 H25B 106.5 . . ? N1 C25 H25B 106.5 . . ? H25A C25 H25B 106.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C22 N1 C23 115.7(18) . . ? C22 N1 C25 122.5(18) . . ? C23 N1 C25 97.3(17) . . ? P1 O1 Zn1 146.1(4) . . ? P1 O2 Zn3 130.5(4) . . ? P1 O3 Zn2 122.2(4) . . ? C7 O5 Zn1 128.5(6) . 6_657 ? C8 O7 Zn3 116.9(6) . 7_855 ? P2 O8 Zn1 128.0(3) . . ? P2 O9 Zn2 138.4(4) . . ? P2 O10 Zn3 125.6(4) . . ? C15 O12 Zn2 124.6(6) . 3_467 ? C16 O13 Zn2 144.3(6) . 7_765 ? C16 O14 Zn1 132.1(6) . 7_765 ? O1 P1 O3 113.6(4) . . ? O1 P1 O2 112.0(5) . . ? O3 P1 O2 111.9(5) . . ? O1 P1 C1 106.5(4) . . ? O3 P1 C1 107.6(4) . . ? O2 P1 C1 104.5(4) . . ? O10 P2 O9 112.6(4) . . ? O10 P2 O8 112.1(4) . . ? O9 P2 O8 112.2(4) . . ? O10 P2 C9 106.5(3) . . ? O9 P2 C9 108.5(3) . . ? O8 P2 C9 104.3(4) . . ? O5 Zn1 O1 100.6(3) 6_557 . ? O5 Zn1 O8 123.4(3) 6_557 . ? O1 Zn1 O8 106.5(3) . . ? O5 Zn1 O14 100.7(3) 6_557 7_755 ? O1 Zn1 O14 116.6(3) . 7_755 ? O8 Zn1 O14 109.5(3) . 7_755 ? O9 Zn2 O12 111.9(3) . 3_567 ? O9 Zn2 O3 116.5(3) . . ? O12 Zn2 O3 111.0(3) 3_567 . ? O9 Zn2 O13 108.9(3) . 7_755 ? O12 Zn2 O13 98.8(3) 3_567 7_755 ? O3 Zn2 O13 108.2(3) . 7_755 ? O2 Zn3 O10 113.7(3) . . ? O2 Zn3 O7 112.3(3) . 7_865 ? O10 Zn3 O7 118.4(3) . 7_865 ? O2 Zn3 O15 106.9(4) . . ? O10 Zn3 O15 108.8(3) . . ? O7 Zn3 O15 94.2(3) 7_865 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.15 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.086 _refine_diff_density_min -0.593 _refine_diff_density_rms 0.162 # Attachment '- Revised ESI of Zn-pbdc.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 776920' #TrackingRef '- Revised ESI of Zn-pbdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H24 O24 P2 Zn5' _chemical_formula_weight 989.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.419(3) _cell_length_b 9.969(3) _cell_length_c 11.148(4) _cell_angle_alpha 65.152(4) _cell_angle_beta 76.109(4) _cell_angle_gamma 69.965(4) _cell_volume 698.5(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description lamellar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.352 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 492 _exptl_absorpt_coefficient_mu 4.453 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3485 _exptl_absorpt_correction_T_max 0.4408 _exptl_absorpt_process_details SADABS _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 '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 2946 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0574 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.20 _reflns_number_total 2458 _reflns_number_gt 1866 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0443P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2458 _refine_ls_number_parameters 250 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0809 _refine_ls_wR_factor_gt 0.0780 _refine_ls_goodness_of_fit_ref 0.925 _refine_ls_restrained_S_all 0.924 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.44334(8) 0.64693(6) 0.70507(5) 0.01865(17) Uani 1 1 d . . . Zn3 Zn 0.07410(8) 0.71801(6) 0.95208(5) 0.01723(16) Uani 1 1 d . . . Zn2 Zn 0.5000 0.5000 1.0000 0.0204(2) Uani 1 2 d S . . P1 P 0.85240(18) 0.61140(14) 0.80879(12) 0.0166(3) Uani 1 1 d . . . O8 O 0.2929(4) 0.5609(3) 0.8778(3) 0.0155(7) Uani 1 1 d D . . O1 O 0.6398(4) 0.6169(4) 0.8179(3) 0.0197(8) Uani 1 1 d . . . O9 O 0.3363(5) 0.7152(4) 1.0235(4) 0.0247(9) Uani 1 1 d . . . C6 C 0.8497(7) 0.8366(5) 0.5559(5) 0.0204(11) Uani 1 1 d . . . H6 H 0.7453 0.8962 0.5933 0.024 Uiso 1 1 calc R . . C1 C 0.9401(7) 0.6860(5) 0.6346(4) 0.0172(11) Uani 1 1 d . . . C2 C 1.0956(7) 0.5972(6) 0.5797(5) 0.0197(11) Uani 1 1 d . . . H2 H 1.1535 0.4964 0.6318 0.024 Uiso 1 1 calc R . . O10 O -0.1064(7) 0.8828(5) 1.0339(4) 0.0437(11) Uani 1 1 d D . . C5 C 0.9166(7) 0.8973(5) 0.4211(5) 0.0207(11) Uani 1 1 d . . . C3 C 1.1656(7) 0.6586(5) 0.4462(5) 0.0177(11) Uani 1 1 d . . . C7 C 1.3335(7) 0.5660(6) 0.3824(5) 0.0218(12) Uani 1 1 d . . . C4 C 1.0758(7) 0.8080(5) 0.3687(5) 0.0205(11) Uani 1 1 d . . . H4 H 1.1236 0.8489 0.2798 0.025 Uiso 1 1 calc R . . O4 O 1.3889(5) 0.4206(4) 0.4418(3) 0.0269(9) Uani 1 1 d . . . O5 O 1.4152(5) 0.6318(4) 0.2717(3) 0.0305(9) Uani 1 1 d . . . C8 C 0.8173(7) 1.0562(5) 0.3328(5) 0.0205(11) Uani 1 1 d . . . O7 O 0.6925(5) 1.1413(4) 0.3904(3) 0.0269(9) Uani 1 1 d . . . O6 O 0.8654(5) 1.0943(4) 0.2106(3) 0.0280(9) Uani 1 1 d . . . O2 O 0.8592(5) 0.7196(4) 0.8706(3) 0.0226(8) Uani 1 1 d . . . O3 O 0.9772(5) 0.4491(4) 0.8676(3) 0.0203(8) Uani 1 1 d . . . O11 O 0.5305(7) 0.9247(5) 0.9028(4) 0.0426(11) Uani 1 1 d D . . O12 O 0.6535(8) 0.8022(5) 0.2814(5) 0.0539(12) Uani 1 1 d D . . H8A H 0.235(7) 0.493(5) 0.887(6) 0.046(18) Uiso 1 1 d D . . H9A H 0.377(9) 0.801(7) 0.980(6) 0.050(19) Uiso 1 1 d . . . H9B H 0.334(8) 0.712(7) 1.094(6) 0.031(19) Uiso 1 1 d . . . H10B H -0.159(12) 0.838(11) 1.113(4) 0.15(5) Uiso 1 1 d D . . H10A H -0.023(8) 0.917(7) 1.044(6) 0.07(3) Uiso 1 1 d D . . H12B H 0.563(11) 0.770(11) 0.276(9) 0.15(5) Uiso 1 1 d D . . H11A H 0.636(5) 0.867(6) 0.881(6) 0.05(2) Uiso 1 1 d D . . H12A H 0.675(14) 0.764(11) 0.363(4) 0.15(5) Uiso 1 1 d D . . H11B H 0.479(10) 0.991(8) 0.833(5) 0.14(4) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0187(3) 0.0198(3) 0.0129(3) -0.0044(2) -0.0024(2) -0.0016(2) Zn3 0.0184(3) 0.0158(3) 0.0144(3) -0.0036(2) -0.0019(2) -0.0035(2) Zn2 0.0162(4) 0.0250(5) 0.0139(4) -0.0015(3) -0.0030(3) -0.0049(3) P1 0.0158(7) 0.0188(7) 0.0118(6) -0.0019(5) -0.0022(5) -0.0050(5) O8 0.0168(18) 0.0151(18) 0.0143(17) -0.0049(14) -0.0010(14) -0.0052(14) O1 0.0179(18) 0.0262(19) 0.0103(17) -0.0003(14) -0.0012(14) -0.0088(15) O9 0.032(2) 0.023(2) 0.017(2) -0.0039(17) -0.0047(18) -0.0092(17) C6 0.020(3) 0.020(3) 0.016(3) -0.005(2) 0.001(2) -0.004(2) C1 0.019(3) 0.022(3) 0.011(2) -0.005(2) -0.002(2) -0.008(2) C2 0.024(3) 0.020(3) 0.015(3) -0.005(2) -0.002(2) -0.008(2) O10 0.065(3) 0.028(2) 0.038(3) -0.021(2) 0.014(2) -0.015(2) C5 0.023(3) 0.020(3) 0.016(3) -0.004(2) 0.000(2) -0.007(2) C3 0.020(3) 0.016(2) 0.018(3) -0.009(2) -0.001(2) -0.004(2) C7 0.022(3) 0.030(3) 0.020(3) -0.017(2) -0.006(2) -0.003(2) C4 0.025(3) 0.023(3) 0.010(2) -0.004(2) -0.002(2) -0.006(2) O4 0.032(2) 0.021(2) 0.021(2) -0.0091(16) -0.0036(16) 0.0032(16) O5 0.030(2) 0.040(2) 0.017(2) -0.0134(17) 0.0057(17) -0.0063(18) C8 0.023(3) 0.018(3) 0.021(3) -0.005(2) -0.003(2) -0.008(2) O7 0.030(2) 0.0191(19) 0.0186(19) -0.0030(15) -0.0029(16) 0.0040(16) O6 0.044(2) 0.021(2) 0.0141(19) -0.0026(15) -0.0011(17) -0.0099(17) O2 0.0177(19) 0.0242(19) 0.025(2) -0.0113(16) -0.0039(15) -0.0014(15) O3 0.0179(18) 0.0200(18) 0.0152(18) -0.0020(15) -0.0001(14) -0.0027(14) O11 0.037(3) 0.032(2) 0.048(3) -0.012(2) -0.007(2) 0.001(2) O12 0.070(4) 0.044(3) 0.041(3) -0.006(2) -0.013(3) -0.013(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 Zn1 O7 1.942(3) 2_676 ? Zn1 O8 1.981(3) . ? Zn1 O4 2.014(3) 2_766 ? Zn1 O1 2.015(3) . ? Zn1 C7 2.599(5) 2_766 ? Zn3 O2 2.008(3) 1_455 ? Zn3 O3 2.053(3) 2_667 ? Zn3 O6 2.079(3) 2_676 ? Zn3 O8 2.116(3) . ? Zn3 O10 2.119(4) . ? Zn3 O9 2.260(4) . ? Zn2 O8 2.064(3) 2_667 ? Zn2 O8 2.064(3) . ? Zn2 O1 2.094(3) 2_667 ? Zn2 O1 2.094(3) . ? Zn2 O9 2.163(4) 2_667 ? Zn2 O9 2.163(4) . ? Zn2 Zn1 3.0540(12) 2_667 ? P1 O3 1.509(3) . ? P1 O2 1.523(3) . ? P1 O1 1.540(3) . ? P1 C1 1.805(5) . ? C6 C5 1.398(6) . ? C6 C1 1.399(6) . ? C1 C2 1.381(7) . ? C2 C3 1.393(6) . ? C5 C4 1.384(7) . ? C5 C8 1.503(7) . ? C3 C4 1.387(6) . ? C3 C7 1.499(7) . ? C7 O5 1.246(6) . ? C7 O4 1.275(6) . ? C7 Zn1 2.599(5) 2_766 ? O4 Zn1 2.014(3) 2_766 ? C8 O6 1.246(5) . ? C8 O7 1.275(6) . ? O7 Zn1 1.942(3) 2_676 ? O6 Zn3 2.079(3) 2_676 ? O2 Zn3 2.008(3) 1_655 ? O3 Zn3 2.053(3) 2_667 ? O11 H11B 0.85(2) . ? 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 O7 Zn1 O8 110.31(14) 2_676 . ? O7 Zn1 O4 102.89(14) 2_676 2_766 ? O8 Zn1 O4 139.03(14) . 2_766 ? O7 Zn1 O1 115.90(14) 2_676 . ? O8 Zn1 O1 84.57(13) . . ? O4 Zn1 O1 102.14(14) 2_766 . ? O7 Zn1 C7 130.58(15) 2_676 2_766 ? O8 Zn1 C7 111.87(15) . 2_766 ? O4 Zn1 C7 28.67(14) 2_766 2_766 ? O1 Zn1 C7 92.70(14) . 2_766 ? O2 Zn3 O3 95.21(13) 1_455 2_667 ? O2 Zn3 O6 92.59(14) 1_455 2_676 ? O3 Zn3 O6 169.83(14) 2_667 2_676 ? O2 Zn3 O8 95.94(13) 1_455 . ? O3 Zn3 O8 93.68(12) 2_667 . ? O6 Zn3 O8 92.00(13) 2_676 . ? O2 Zn3 O10 93.38(17) 1_455 . ? O3 Zn3 O10 87.69(15) 2_667 . ? O6 Zn3 O10 85.33(16) 2_676 . ? O8 Zn3 O10 170.41(17) . . ? O2 Zn3 O9 173.87(15) 1_455 . ? O3 Zn3 O9 88.95(14) 2_667 . ? O6 Zn3 O9 83.83(14) 2_676 . ? O8 Zn3 O9 79.26(13) . . ? O10 Zn3 O9 91.29(17) . . ? O8 Zn2 O8 180.000(1) 2_667 . ? O8 Zn2 O1 80.58(12) 2_667 2_667 ? O8 Zn2 O1 99.42(12) . 2_667 ? O8 Zn2 O1 99.42(12) 2_667 . ? O8 Zn2 O1 80.58(12) . . ? O1 Zn2 O1 180.000(1) 2_667 . ? O8 Zn2 O9 82.69(13) 2_667 2_667 ? O8 Zn2 O9 97.31(13) . 2_667 ? O1 Zn2 O9 90.76(14) 2_667 2_667 ? O1 Zn2 O9 89.24(14) . 2_667 ? O8 Zn2 O9 97.31(13) 2_667 . ? O8 Zn2 O9 82.69(13) . . ? O1 Zn2 O9 89.24(14) 2_667 . ? O1 Zn2 O9 90.76(14) . . ? O9 Zn2 O9 180.0(2) 2_667 . ? O8 Zn2 Zn1 39.97(9) 2_667 2_667 ? O8 Zn2 Zn1 140.03(9) . 2_667 ? O1 Zn2 Zn1 41.00(9) 2_667 2_667 ? O1 Zn2 Zn1 139.00(9) . 2_667 ? O9 Zn2 Zn1 89.98(11) 2_667 2_667 ? O9 Zn2 Zn1 90.02(11) . 2_667 ? O3 P1 O2 114.18(19) . . ? O3 P1 O1 111.99(18) . . ? O2 P1 O1 108.17(19) . . ? O3 P1 C1 107.2(2) . . ? O2 P1 C1 107.6(2) . . ? O1 P1 C1 107.5(2) . . ? Zn1 O8 Zn2 98.04(14) . . ? Zn1 O8 Zn3 117.52(15) . . ? Zn2 O8 Zn3 99.14(13) . . ? P1 O1 Zn1 141.4(2) . . ? P1 O1 Zn2 119.57(18) . . ? Zn1 O1 Zn2 96.01(13) . . ? Zn2 O9 Zn3 91.97(14) . . ? C5 C6 C1 120.0(5) . . ? C2 C1 C6 120.2(4) . . ? C2 C1 P1 120.8(4) . . ? C6 C1 P1 119.0(4) . . ? C1 C2 C3 119.9(5) . . ? C4 C5 C6 119.0(4) . . ? C4 C5 C8 119.9(4) . . ? C6 C5 C8 121.2(5) . . ? C4 C3 C2 119.6(5) . . ? C4 C3 C7 118.7(4) . . ? C2 C3 C7 121.7(4) . . ? O5 C7 O4 121.0(5) . . ? O5 C7 C3 119.7(4) . . ? O4 C7 C3 119.3(4) . . ? O5 C7 Zn1 73.0(3) . 2_766 ? O4 C7 Zn1 49.3(2) . 2_766 ? C3 C7 Zn1 162.9(3) . 2_766 ? C5 C4 C3 121.3(4) . . ? C7 O4 Zn1 102.1(3) . 2_766 ? O6 C8 O7 125.6(5) . . ? O6 C8 C5 117.7(5) . . ? O7 C8 C5 116.7(4) . . ? C8 O7 Zn1 123.1(3) . 2_676 ? C8 O6 Zn3 139.4(3) . 2_676 ? P1 O2 Zn3 129.9(2) . 1_655 ? P1 O3 Zn3 127.96(19) . 2_667 ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.609 _refine_diff_density_min -0.726 _refine_diff_density_rms 0.126 data_4 _database_code_depnum_ccdc_archive 'CCDC 776921' #TrackingRef '- Revised ESI of Zn-pbdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H19 N O16 P2 Zn3' _chemical_formula_weight 763.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 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 26.918(12) _cell_length_b 9.920(5) _cell_length_c 10.161(5) _cell_angle_alpha 90.00 _cell_angle_beta 112.179(6) _cell_angle_gamma 90.00 _cell_volume 2513(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.018 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 3.050 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.486 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS _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 '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 4588 _diffrn_reflns_av_R_equivalents 0.0591 _diffrn_reflns_av_sigmaI/netI 0.0676 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.20 _reflns_number_total 2224 _reflns_number_gt 1734 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0472P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2224 _refine_ls_number_parameters 185 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.0389 _refine_ls_wR_factor_ref 0.0951 _refine_ls_wR_factor_gt 0.0921 _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_restrained_S_all 0.972 _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 Zn1 Zn 0.0000 0.22811(7) -0.2500 0.0197(2) Uani 1 2 d S . . Zn2 Zn 0.137007(18) 0.57870(5) 0.26844(5) 0.02234(17) Uani 1 1 d . . . P1 P 0.09363(4) 0.37398(11) 0.01032(12) 0.0191(3) Uani 1 1 d . . . O2 O 0.09113(11) 0.4480(3) 0.1391(3) 0.0233(7) Uani 1 1 d . . . O1 O 0.03687(11) 0.3488(3) -0.0949(3) 0.0269(7) Uani 1 1 d . . . C3 C 0.20195(17) 0.0673(5) 0.1544(6) 0.0292(11) Uani 1 1 d . . . C1 C 0.12374(15) 0.2119(4) 0.0716(5) 0.0194(9) Uani 1 1 d . . . C5 C 0.11786(15) -0.0142(5) 0.1557(5) 0.0257(10) Uani 1 1 d . . . C6 C 0.09424(16) 0.1077(4) 0.1003(5) 0.0239(10) Uani 1 1 d . . . H6 H 0.0580 0.1208 0.0819 0.029 Uiso 1 1 calc R . . C4 C 0.17213(17) -0.0351(5) 0.1832(6) 0.0334(12) Uani 1 1 d . . . H4 H 0.1883 -0.1168 0.2205 0.040 Uiso 1 1 calc R . . C2 C 0.17817(16) 0.1899(5) 0.0995(5) 0.0256(10) Uani 1 1 d . . . H2 H 0.1985 0.2578 0.0813 0.031 Uiso 1 1 calc R . . N1 N 0.5000 0.1199(10) 0.7500 0.081(3) Uani 1 2 d S . . C9 C 0.4656(2) 0.2014(7) 0.6332(7) 0.071(2) Uani 1 1 d . . . H9A H 0.4594 0.2867 0.6688 0.106 Uiso 1 1 calc R . . H9B H 0.4321 0.1559 0.5867 0.106 Uiso 1 1 calc R . . H9C H 0.4827 0.2157 0.5667 0.106 Uiso 1 1 calc R . . C7 C 0.26036(19) 0.0442(5) 0.1820(6) 0.0372(13) Uani 1 1 d . . . O4 O 0.29082(12) 0.1437(4) 0.2052(5) 0.0507(11) Uani 1 1 d . . . O5 O 0.27729(14) -0.0716(4) 0.1836(5) 0.0684(14) Uani 1 1 d . . . C8 C 0.08592(16) -0.1243(4) 0.1868(5) 0.0240(10) Uani 1 1 d . . . O7 O 0.04222(12) -0.0914(3) 0.1962(4) 0.0352(9) Uani 1 1 d . . . O6 O 0.10260(13) -0.2420(3) 0.1990(4) 0.0395(9) Uani 1 1 d . . . O3 O 0.12883(12) 0.4496(3) -0.0519(3) 0.0264(7) Uani 1 1 d . . . O8 O 0.3073(6) 0.7552(10) 0.0174(13) 0.389(12) Uani 1 1 d . . . H8A H 0.3313 0.7253 0.0966 0.583 Uiso 1 1 d R . . H8B H 0.3091 0.7479 -0.0666 0.583 Uiso 1 1 d R . . H8C H 0.2801 0.7840 0.0348 0.583 Uiso 1 1 d R . . H1A H 0.5000 0.049(9) 0.7500 0.06(3) Uiso 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 Zn1 0.0170(3) 0.0179(4) 0.0235(4) 0.000 0.0070(3) 0.000 Zn2 0.0207(3) 0.0198(3) 0.0268(3) -0.0032(2) 0.0093(2) -0.0009(2) P1 0.0210(5) 0.0163(6) 0.0190(6) -0.0005(5) 0.0064(5) -0.0006(4) O2 0.0255(15) 0.0249(18) 0.0206(17) -0.0052(13) 0.0099(13) -0.0020(12) O1 0.0243(15) 0.0245(18) 0.0262(18) -0.0046(15) 0.0032(14) 0.0020(13) C3 0.021(2) 0.021(3) 0.048(3) 0.002(2) 0.015(2) 0.0017(18) C1 0.019(2) 0.015(2) 0.023(2) -0.0005(19) 0.0068(18) -0.0012(17) C5 0.020(2) 0.021(3) 0.038(3) -0.001(2) 0.013(2) -0.0030(18) C6 0.018(2) 0.020(2) 0.034(3) 0.000(2) 0.0089(19) -0.0010(17) C4 0.024(2) 0.021(3) 0.058(4) 0.005(2) 0.017(2) 0.0040(19) C2 0.022(2) 0.023(3) 0.035(3) -0.001(2) 0.014(2) -0.0058(19) N1 0.119(8) 0.034(5) 0.055(6) 0.000 -0.008(5) 0.000 C9 0.067(4) 0.073(5) 0.062(5) 0.001(4) 0.014(4) -0.015(4) C7 0.029(3) 0.030(3) 0.056(4) 0.007(3) 0.020(3) 0.004(2) O4 0.0240(17) 0.043(2) 0.090(3) -0.007(2) 0.027(2) -0.0031(16) O5 0.038(2) 0.047(3) 0.122(4) 0.009(3) 0.032(3) 0.0151(18) C8 0.024(2) 0.017(2) 0.029(3) 0.003(2) 0.007(2) -0.0022(18) O7 0.0275(17) 0.028(2) 0.059(2) 0.0084(17) 0.0271(17) -0.0004(14) O6 0.0392(19) 0.0201(19) 0.062(3) 0.0082(17) 0.0223(18) 0.0007(14) O3 0.0332(16) 0.0216(18) 0.0252(18) 0.0031(14) 0.0120(14) -0.0020(13) O8 0.82(3) 0.213(11) 0.354(17) -0.173(12) 0.47(2) -0.236(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.929(3) . ? Zn1 O1 1.929(3) 2_554 ? Zn1 O7 1.975(3) 5 ? Zn1 O7 1.975(3) 6 ? Zn2 O2 1.926(3) . ? Zn2 O3 1.940(3) 6_566 ? Zn2 O4 1.967(3) 4 ? Zn2 O6 2.007(3) 1_565 ? P1 O1 1.519(3) . ? P1 O3 1.521(3) . ? P1 O2 1.523(3) . ? P1 C1 1.803(4) . ? C3 C2 1.390(6) . ? C3 C4 1.392(6) . ? C3 C7 1.507(6) . ? C1 C6 1.400(6) . ? C1 C2 1.400(5) . ? C5 C6 1.383(6) . ? C5 C4 1.395(6) . ? C5 C8 1.496(6) . ? C6 H6 0.9300 . ? C4 H4 0.9300 . ? C2 H2 0.9300 . ? N1 C9 1.445(8) 2_656 ? N1 C9 1.445(8) . ? N1 H1A 0.70(9) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C7 O5 1.234(6) . ? C7 O4 1.248(6) . ? O4 Zn2 1.967(3) 4_545 ? C8 O6 1.240(5) . ? C8 O7 1.258(5) . ? O7 Zn1 1.975(3) 5 ? O6 Zn2 2.007(3) 1_545 ? O3 Zn2 1.940(3) 6_565 ? O8 H8A 0.8722 . ? O8 H8B 0.8763 . ? O8 H8C 0.8646 . ? 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 Zn1 O1 103.28(18) . 2_554 ? O1 Zn1 O7 111.87(14) . 5 ? O1 Zn1 O7 118.69(13) 2_554 5 ? O1 Zn1 O7 118.69(13) . 6 ? O1 Zn1 O7 111.87(14) 2_554 6 ? O7 Zn1 O7 93.23(18) 5 6 ? O2 Zn2 O3 105.87(13) . 6_566 ? O2 Zn2 O4 131.27(14) . 4 ? O3 Zn2 O4 112.11(15) 6_566 4 ? O2 Zn2 O6 105.37(14) . 1_565 ? O3 Zn2 O6 104.96(14) 6_566 1_565 ? O4 Zn2 O6 93.34(14) 4 1_565 ? O1 P1 O3 114.05(18) . . ? O1 P1 O2 108.96(17) . . ? O3 P1 O2 110.85(17) . . ? O1 P1 C1 107.34(18) . . ? O3 P1 C1 108.31(18) . . ? O2 P1 C1 107.04(19) . . ? P1 O2 Zn2 133.29(17) . . ? P1 O1 Zn1 138.40(19) . . ? C2 C3 C4 120.5(4) . . ? C2 C3 C7 119.8(4) . . ? C4 C3 C7 119.6(4) . . ? C6 C1 C2 118.4(4) . . ? C6 C1 P1 120.9(3) . . ? C2 C1 P1 120.6(3) . . ? C6 C5 C4 119.8(4) . . ? C6 C5 C8 120.8(4) . . ? C4 C5 C8 119.4(4) . . ? C5 C6 C1 121.3(4) . . ? C5 C6 H6 119.3 . . ? C1 C6 H6 119.3 . . ? C3 C4 C5 119.5(4) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C3 C2 C1 120.4(4) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C9 N1 C9 111.9(8) 2_656 . ? C9 N1 H1A 124.0(4) 2_656 . ? C9 N1 H1A 124.0(4) . . ? N1 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O5 C7 O4 121.4(4) . . ? O5 C7 C3 119.9(4) . . ? O4 C7 C3 118.7(4) . . ? C7 O4 Zn2 108.1(3) . 4_545 ? O6 C8 O7 123.4(4) . . ? O6 C8 C5 119.5(4) . . ? O7 C8 C5 117.1(4) . . ? C8 O7 Zn1 119.7(3) . 5 ? C8 O6 Zn2 166.2(4) . 1_545 ? P1 O3 Zn2 129.02(19) . 6_565 ? H8A O8 H8B 125.2 . . ? H8A O8 H8C 108.2 . . ? H8B O8 H8C 126.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 P1 O2 Zn2 -148.0(2) . . . . ? O3 P1 O2 Zn2 -21.7(3) . . . . ? C1 P1 O2 Zn2 96.2(3) . . . . ? O3 Zn2 O2 P1 -150.3(2) 6_566 . . . ? O4 Zn2 O2 P1 -10.0(4) 4 . . . ? O6 Zn2 O2 P1 98.8(3) 1_565 . . . ? O3 P1 O1 Zn1 77.7(3) . . . . ? O2 P1 O1 Zn1 -157.9(3) . . . . ? C1 P1 O1 Zn1 -42.3(3) . . . . ? O1 Zn1 O1 P1 -125.1(3) 2_554 . . . ? O7 Zn1 O1 P1 106.1(3) 5 . . . ? O7 Zn1 O1 P1 -0.7(4) 6 . . . ? O1 P1 C1 C6 -40.0(4) . . . . ? O3 P1 C1 C6 -163.6(4) . . . . ? O2 P1 C1 C6 76.8(4) . . . . ? O1 P1 C1 C2 143.8(3) . . . . ? O3 P1 C1 C2 20.2(4) . . . . ? O2 P1 C1 C2 -99.3(4) . . . . ? C4 C5 C6 C1 -0.3(7) . . . . ? C8 C5 C6 C1 179.6(4) . . . . ? C2 C1 C6 C5 0.3(7) . . . . ? P1 C1 C6 C5 -176.0(4) . . . . ? C2 C3 C4 C5 0.4(8) . . . . ? C7 C3 C4 C5 -179.1(5) . . . . ? C6 C5 C4 C3 -0.1(7) . . . . ? C8 C5 C4 C3 -179.9(5) . . . . ? C4 C3 C2 C1 -0.4(7) . . . . ? C7 C3 C2 C1 179.1(4) . . . . ? C6 C1 C2 C3 0.0(7) . . . . ? P1 C1 C2 C3 176.3(4) . . . . ? C2 C3 C7 O5 -155.5(6) . . . . ? C4 C3 C7 O5 24.0(8) . . . . ? C2 C3 C7 O4 25.7(8) . . . . ? C4 C3 C7 O4 -154.8(5) . . . . ? O5 C7 O4 Zn2 2.6(7) . . . 4_545 ? C3 C7 O4 Zn2 -178.5(4) . . . 4_545 ? C6 C5 C8 O6 160.6(5) . . . . ? C4 C5 C8 O6 -19.6(7) . . . . ? C6 C5 C8 O7 -17.9(7) . . . . ? C4 C5 C8 O7 162.0(4) . . . . ? O6 C8 O7 Zn1 5.8(7) . . . 5 ? C5 C8 O7 Zn1 -175.8(3) . . . 5 ? O7 C8 O6 Zn2 -86.9(13) . . . 1_545 ? C5 C8 O6 Zn2 94.7(13) . . . 1_545 ? O1 P1 O3 Zn2 -45.0(3) . . . 6_565 ? O2 P1 O3 Zn2 -168.4(2) . . . 6_565 ? C1 P1 O3 Zn2 74.4(3) . . . 6_565 ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.974 _refine_diff_density_min -0.761 _refine_diff_density_rms 0.116 data_5 _database_code_depnum_ccdc_archive 'CCDC 776922' #TrackingRef '- ESI of Zn-pbdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H27 N4 O10 P Zn2' _chemical_formula_weight 573.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P21/n 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 9.866(3) _cell_length_b 15.449(5) _cell_length_c 13.963(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.000(4) _cell_angle_gamma 90.00 _cell_volume 2128.1(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 2.389 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.61200 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details SADABS _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 '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 8817 _diffrn_reflns_av_R_equivalents 0.0894 _diffrn_reflns_av_sigmaI/netI 0.0862 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.20 _reflns_number_total 3814 _reflns_number_gt 3020 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0520P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3814 _refine_ls_number_parameters 328 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0545 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1043 _refine_ls_wR_factor_gt 0.1018 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.943 _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 Zn1 Zn 0.40279(4) 0.09772(3) 1.09591(3) 0.01619(14) Uani 1 1 d . . . Zn2 Zn 0.41773(5) 0.13746(3) 0.76369(3) 0.02091(15) Uani 1 1 d . . . C1 C 0.7878(4) 0.1519(2) 0.9242(3) 0.0160(8) Uani 1 1 d . . . C2 C 0.8923(4) 0.1260(2) 0.9843(3) 0.0171(8) Uani 1 1 d . . . H2 H 0.8769 0.0818 1.0282 0.021 Uiso 1 1 calc R . . C3 C 1.0200(4) 0.1648(3) 0.9804(3) 0.0196(9) Uani 1 1 d . . . C4 C 1.0424(4) 0.2310(3) 0.9135(3) 0.0191(8) Uani 1 1 d . . . H4 H 1.1266 0.2579 0.9104 0.023 Uiso 1 1 calc R . . C5 C 0.9388(4) 0.2567(2) 0.8517(2) 0.0161(8) Uani 1 1 d . . . C6 C 0.8131(4) 0.2161(2) 0.8565(3) 0.0183(8) Uani 1 1 d . . . H6 H 0.7451 0.2320 0.8139 0.022 Uiso 1 1 calc R . . C7 C 1.1303(4) 0.1384(3) 1.0496(3) 0.0206(9) Uani 1 1 d . . . C8 C 0.9580(4) 0.3296(3) 0.7806(3) 0.0192(9) Uani 1 1 d . . . C9 C 0.2402(4) 0.2701(3) 0.6853(3) 0.0319(11) Uani 1 1 d . . . H9A H 0.2250 0.3275 0.6595 0.038 Uiso 1 1 calc R . . H9B H 0.1706 0.2587 0.7327 0.038 Uiso 1 1 calc R . . C10 C 0.2307(5) 0.2047(3) 0.6065(3) 0.0335(11) Uani 1 1 d . . . H10A H 0.1391 0.2037 0.5814 0.040 Uiso 1 1 calc R . . H10B H 0.2915 0.2208 0.5549 0.040 Uiso 1 1 calc R . . C11 C 0.4897(5) 0.0945(3) 0.5716(3) 0.0396(12) Uani 1 1 d . . . H11A H 0.5399 0.0599 0.5257 0.048 Uiso 1 1 calc R . . H11B H 0.4977 0.1548 0.5532 0.048 Uiso 1 1 calc R . . C12 C 0.3416(5) 0.0677(3) 0.5710(3) 0.0368(11) Uani 1 1 d . . . H12A H 0.3033 0.0775 0.5079 0.044 Uiso 1 1 calc R . . H12B H 0.3342 0.0065 0.5856 0.044 Uiso 1 1 calc R . . C13 C 0.1956(4) 0.0073(3) 0.7578(3) 0.0300(10) Uani 1 1 d . . . H13A H 0.1170 -0.0161 0.7905 0.036 Uiso 1 1 calc R . . H13B H 0.2432 -0.0402 0.7273 0.036 Uiso 1 1 calc R . . C14 C 0.1510(4) 0.0713(3) 0.6834(3) 0.0351(11) Uani 1 1 d . . . H14A H 0.1029 0.0412 0.6328 0.042 Uiso 1 1 calc R . . H14B H 0.0890 0.1126 0.7122 0.042 Uiso 1 1 calc R . . N1 N 0.2669(3) 0.1180(2) 0.6421(2) 0.0247(8) Uani 1 1 d . . . N2 N 0.5460(4) 0.0821(3) 0.6672(3) 0.0316(9) Uani 1 1 d D . . N3 N 0.3736(4) 0.2666(2) 0.7308(3) 0.0295(8) Uani 1 1 d D . . N4 N 0.2869(4) 0.0505(2) 0.8286(2) 0.0261(8) Uani 1 1 d D . . O1 O 0.5825(3) 0.09259(17) 1.03454(19) 0.0211(6) Uani 1 1 d . . . O2 O 0.6261(3) 0.02177(17) 0.87131(19) 0.0223(6) Uani 1 1 d . . . O3 O 0.5258(3) 0.17090(17) 0.88095(19) 0.0224(6) Uani 1 1 d . . . O4 O 1.0974(3) 0.1197(2) 1.1318(2) 0.0394(8) Uani 1 1 d . . . O5 O 1.2497(3) 0.13787(19) 1.0156(2) 0.0235(6) Uani 1 1 d . . . O6 O 1.0233(3) 0.39421(19) 0.8033(2) 0.0320(7) Uani 1 1 d . . . O7 O 0.9040(3) 0.31602(19) 0.69888(19) 0.0266(7) Uani 1 1 d . . . O8 O 0.4532(5) 0.3409(3) 0.9301(3) 0.0588(11) Uani 1 1 d D . . O9 O 0.1478(5) 0.0522(4) 0.3249(3) 0.0716(12) Uani 1 1 d D . . O10 O 0.3262(4) 0.3544(3) 0.1181(3) 0.0546(10) Uani 1 1 d D . . P1 P 0.61908(10) 0.10532(6) 0.92909(7) 0.0153(2) Uani 1 1 d . . . H2A H 0.551(5) 0.0242(8) 0.672(3) 0.040(14) Uiso 1 1 d D . . H2B H 0.628(2) 0.107(3) 0.670(4) 0.043(15) Uiso 1 1 d D . . H4A H 0.235(4) 0.075(3) 0.874(2) 0.030(13) Uiso 1 1 d D . . H3B H 0.431(5) 0.293(4) 0.690(4) 0.09(2) Uiso 1 1 d D . . H3A H 0.376(4) 0.291(3) 0.7890(16) 0.031(13) Uiso 1 1 d D . . H4B H 0.333(5) 0.013(3) 0.865(3) 0.052(16) Uiso 1 1 d D . . H8C H 0.477(6) 0.2882(13) 0.925(4) 0.08(2) Uiso 1 1 d D . . H8D H 0.501(8) 0.372(3) 0.893(6) 0.16(5) Uiso 1 1 d D . . H9D H 0.150(8) 0.002(2) 0.299(5) 0.11(3) Uiso 1 1 d D . . H9C H 0.134(13) 0.090(4) 0.281(4) 0.22(6) Uiso 1 1 d D . . H10C H 0.341(7) 0.3044(18) 0.140(3) 0.09(3) Uiso 1 1 d D . . H10D H 0.358(6) 0.358(3) 0.0617(17) 0.06(2) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0152(2) 0.0120(3) 0.0214(2) -0.00167(17) 0.00087(17) 0.00089(18) Zn2 0.0196(3) 0.0177(3) 0.0255(3) 0.00136(19) -0.00129(19) 0.00139(19) C1 0.015(2) 0.013(2) 0.0202(19) -0.0008(15) 0.0035(15) -0.0024(15) C2 0.019(2) 0.010(2) 0.022(2) 0.0036(15) 0.0057(16) 0.0008(16) C3 0.020(2) 0.021(2) 0.0175(19) 0.0004(16) 0.0023(16) 0.0016(17) C4 0.018(2) 0.015(2) 0.025(2) 0.0007(16) 0.0025(16) -0.0041(17) C5 0.020(2) 0.013(2) 0.0160(19) 0.0016(15) 0.0017(15) -0.0001(16) C6 0.015(2) 0.019(2) 0.0205(19) 0.0014(16) -0.0017(15) 0.0034(16) C7 0.021(2) 0.020(2) 0.020(2) 0.0021(16) -0.0011(17) 0.0032(17) C8 0.017(2) 0.017(2) 0.024(2) 0.0046(16) 0.0052(16) 0.0036(17) C9 0.033(3) 0.022(2) 0.041(3) 0.006(2) 0.003(2) 0.012(2) C10 0.035(3) 0.029(3) 0.036(3) 0.008(2) -0.012(2) 0.004(2) C11 0.049(3) 0.032(3) 0.038(3) -0.003(2) 0.019(2) -0.003(2) C12 0.054(3) 0.031(3) 0.026(2) -0.006(2) 0.002(2) -0.001(2) C13 0.029(2) 0.024(2) 0.037(2) 0.0027(19) -0.001(2) -0.0073(19) C14 0.026(2) 0.038(3) 0.041(3) 0.007(2) -0.008(2) -0.009(2) N1 0.0277(19) 0.0188(19) 0.0275(19) 0.0016(15) -0.0007(15) -0.0003(15) N2 0.032(2) 0.022(2) 0.041(2) -0.0021(17) 0.0089(18) 0.0052(18) N3 0.038(2) 0.021(2) 0.030(2) -0.0013(17) -0.0038(18) 0.0051(18) N4 0.025(2) 0.027(2) 0.026(2) 0.0046(16) -0.0020(16) -0.0018(17) O1 0.0154(14) 0.0232(16) 0.0246(14) 0.0008(12) 0.0058(11) -0.0031(12) O2 0.0321(16) 0.0091(14) 0.0256(15) -0.0011(11) 0.0050(12) -0.0065(12) O3 0.0181(15) 0.0137(15) 0.0354(16) 0.0008(12) -0.0043(12) 0.0009(11) O4 0.0268(17) 0.064(2) 0.0276(17) 0.0161(16) 0.0001(13) 0.0050(16) O5 0.0136(15) 0.0305(17) 0.0263(15) 0.0026(12) -0.0023(11) 0.0029(12) O6 0.0376(18) 0.0185(16) 0.0398(18) 0.0020(13) -0.0028(14) -0.0079(14) O7 0.0288(17) 0.0249(17) 0.0260(16) 0.0098(12) -0.0041(13) -0.0064(13) O8 0.081(3) 0.039(2) 0.055(3) -0.010(2) -0.004(2) 0.020(2) O9 0.072(3) 0.079(4) 0.064(3) 0.006(3) -0.001(2) -0.005(3) O10 0.046(2) 0.052(3) 0.066(3) 0.001(2) 0.008(2) 0.015(2) P1 0.0141(5) 0.0112(5) 0.0208(5) 0.0009(4) 0.0007(4) -0.0024(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.923(3) 3_657 ? Zn1 O7 1.960(3) 4_566 ? Zn1 O1 1.970(3) . ? Zn1 O5 1.981(3) 1_455 ? Zn2 O3 2.021(3) . ? Zn2 N2 2.037(4) . ? Zn2 N4 2.071(4) . ? Zn2 N3 2.093(4) . ? Zn2 N1 2.277(3) . ? C1 C2 1.389(5) . ? C1 C6 1.392(5) . ? C1 P1 1.815(4) . ? C2 C3 1.397(5) . ? C2 H2 0.9300 . ? C3 C4 1.402(5) . ? C3 C7 1.511(5) . ? C4 C5 1.395(5) . ? C4 H4 0.9300 . ? C5 C6 1.391(5) . ? C5 C8 1.514(5) . ? C6 H6 0.9300 . ? C7 O4 1.228(5) . ? C7 O5 1.269(5) . ? C8 O6 1.229(5) . ? C8 O7 1.277(5) . ? C9 N3 1.462(6) . ? C9 C10 1.497(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N1 1.472(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.459(7) . ? C11 C12 1.518(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N1 1.460(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N4 1.495(6) . ? C13 C14 1.501(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 N1 1.470(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? N2 H2A 0.898(10) . ? N2 H2B 0.899(10) . ? N3 H3B 0.898(10) . ? N3 H3A 0.898(10) . ? N4 H4A 0.899(10) . ? N4 H4B 0.897(10) . ? O1 P1 1.529(3) . ? O2 P1 1.524(3) . ? O2 Zn1 1.923(3) 3_657 ? O3 P1 1.525(3) . ? O5 Zn1 1.981(3) 1_655 ? O7 Zn1 1.960(3) 4_665 ? O8 H8C 0.849(10) . ? O8 H8D 0.848(10) . ? O9 H9D 0.854(10) . ? O9 H9C 0.854(10) . ? O10 H10C 0.846(10) . ? O10 H10D 0.850(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Zn1 O7 118.61(12) 3_657 4_566 ? O2 Zn1 O1 101.43(11) 3_657 . ? O7 Zn1 O1 109.92(12) 4_566 . ? O2 Zn1 O5 108.80(12) 3_657 1_455 ? O7 Zn1 O5 101.94(12) 4_566 1_455 ? O1 Zn1 O5 116.91(12) . 1_455 ? O3 Zn2 N2 108.39(14) . . ? O3 Zn2 N4 98.04(13) . . ? N2 Zn2 N4 113.84(16) . . ? O3 Zn2 N3 92.52(13) . . ? N2 Zn2 N3 112.62(16) . . ? N4 Zn2 N3 125.76(15) . . ? O3 Zn2 N1 169.22(12) . . ? N2 Zn2 N1 81.81(15) . . ? N4 Zn2 N1 80.42(13) . . ? N3 Zn2 N1 79.99(14) . . ? C2 C1 C6 118.8(3) . . ? C2 C1 P1 123.0(3) . . ? C6 C1 P1 118.2(3) . . ? C1 C2 C3 121.5(4) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C2 C3 C4 118.8(4) . . ? C2 C3 C7 120.6(4) . . ? C4 C3 C7 120.6(4) . . ? C5 C4 C3 120.3(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C6 C5 C4 119.6(3) . . ? C6 C5 C8 118.6(3) . . ? C4 C5 C8 121.7(3) . . ? C5 C6 C1 120.9(3) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? O4 C7 O5 126.4(4) . . ? O4 C7 C3 118.1(4) . . ? O5 C7 C3 115.6(3) . . ? O6 C8 O7 125.6(4) . . ? O6 C8 C5 120.1(4) . . ? O7 C8 C5 114.3(3) . . ? N3 C9 C10 110.5(3) . . ? N3 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? N1 C10 C9 110.5(3) . . ? N1 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? N2 C11 C12 109.6(4) . . ? N2 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? N2 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.2 . . ? N1 C12 C11 109.7(4) . . ? N1 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? N1 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? N4 C13 C14 109.9(4) . . ? N4 C13 H13A 109.7 . . ? C14 C13 H13A 109.7 . . ? N4 C13 H13B 109.7 . . ? C14 C13 H13B 109.7 . . ? H13A C13 H13B 108.2 . . ? N1 C14 C13 111.5(4) . . ? N1 C14 H14A 109.3 . . ? C13 C14 H14A 109.3 . . ? N1 C14 H14B 109.3 . . ? C13 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? C12 N1 C14 113.5(4) . . ? C12 N1 C10 112.1(3) . . ? C14 N1 C10 112.9(4) . . ? C12 N1 Zn2 104.3(3) . . ? C14 N1 Zn2 106.3(2) . . ? C10 N1 Zn2 106.8(3) . . ? C11 N2 Zn2 108.3(3) . . ? C11 N2 H2A 103(3) . . ? Zn2 N2 H2A 114(3) . . ? C11 N2 H2B 109(3) . . ? Zn2 N2 H2B 111(3) . . ? H2A N2 H2B 112(4) . . ? C9 N3 Zn2 108.5(3) . . ? C9 N3 H3B 106(4) . . ? Zn2 N3 H3B 116(4) . . ? C9 N3 H3A 113(3) . . ? Zn2 N3 H3A 102(3) . . ? H3B N3 H3A 112(5) . . ? C13 N4 Zn2 112.1(3) . . ? C13 N4 H4A 109(3) . . ? Zn2 N4 H4A 113(3) . . ? C13 N4 H4B 113(3) . . ? Zn2 N4 H4B 110(3) . . ? H4A N4 H4B 100(4) . . ? P1 O1 Zn1 128.77(17) . . ? P1 O2 Zn1 132.87(17) . 3_657 ? P1 O3 Zn2 120.38(16) . . ? C7 O5 Zn1 119.9(3) . 1_655 ? C8 O7 Zn1 123.1(3) . 4_665 ? H8C O8 H8D 110.0(18) . . ? H9D O9 H9C 108.5(18) . . ? H10C O10 H10D 110.1(18) . . ? O2 P1 O3 110.91(16) . . ? O2 P1 O1 114.31(16) . . ? O3 P1 O1 111.56(16) . . ? O2 P1 C1 105.92(16) . . ? O3 P1 C1 105.88(17) . . ? O1 P1 C1 107.69(16) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.847 _refine_diff_density_min -0.676 _refine_diff_density_rms 0.146 data_6 _database_code_depnum_ccdc_archive 'CCDC 776923' #TrackingRef '- Revised ESI of Zn-pbdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H32 N4 O16 P2 Zn3' _chemical_formula_weight 866.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 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 32.84(2) _cell_length_b 9.599(7) _cell_length_c 20.209(13) _cell_angle_alpha 90.00 _cell_angle_beta 106.710(9) _cell_angle_gamma 90.00 _cell_volume 6101(7) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description BLOCK _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.887 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3520 _exptl_absorpt_coefficient_mu 2.527 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5650 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS _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 '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 12544 _diffrn_reflns_av_R_equivalents 0.0747 _diffrn_reflns_av_sigmaI/netI 0.0883 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.29 _diffrn_reflns_theta_max 25.20 _reflns_number_total 5496 _reflns_number_gt 3801 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0204P)^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 5496 _refine_ls_number_parameters 426 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0564 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.0739 _refine_ls_wR_factor_gt 0.0704 _refine_ls_goodness_of_fit_ref 0.869 _refine_ls_restrained_S_all 0.869 _refine_ls_shift/su_max 0.032 _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 Zn1 Zn 0.795732(14) 0.66932(5) 0.79101(2) 0.02316(13) Uani 1 1 d . . . Zn2 Zn 0.939188(14) 0.57150(5) 0.91501(2) 0.02425(13) Uani 1 1 d . . . Zn3 Zn 0.858757(14) 1.00548(5) 0.71416(2) 0.02276(12) Uani 1 1 d . . . C1 C 0.91253(11) 0.6155(4) 0.73823(18) 0.0207(9) Uani 1 1 d . . . C2 C 0.90384(12) 0.4731(4) 0.74093(19) 0.0238(9) Uani 1 1 d . . . H2 H 0.8841 0.4430 0.7629 0.029 Uiso 1 1 calc R . . C3 C 0.92457(12) 0.3771(4) 0.71084(19) 0.0244(9) Uani 1 1 d . . . C4 C 0.95357(12) 0.4216(4) 0.67838(19) 0.0235(9) Uani 1 1 d . . . H4 H 0.9684 0.3566 0.6601 0.028 Uiso 1 1 calc R . . C5 C 0.96105(12) 0.5628(4) 0.67250(18) 0.0223(9) Uani 1 1 d . . . C6 C 0.94037(11) 0.6578(4) 0.70253(18) 0.0217(9) Uani 1 1 d . . . H6 H 0.9453 0.7525 0.6986 0.026 Uiso 1 1 calc R . . C7 C 0.91564(14) 0.2233(4) 0.7153(2) 0.0279(10) Uani 1 1 d . . . C8 C 0.99411(12) 0.6088(5) 0.6379(2) 0.0255(10) Uani 1 1 d . . . C9 C 0.82234(11) 1.0560(4) 0.87750(18) 0.0201(9) Uani 1 1 d . . . C10 C 0.85292(12) 1.1582(4) 0.88042(19) 0.0249(9) Uani 1 1 d . . . H10 H 0.8557 1.1966 0.8397 0.030 Uiso 1 1 calc R . . C11 C 0.87927(12) 1.2033(4) 0.9435(2) 0.0258(10) Uani 1 1 d . . . C12 C 0.87447(13) 1.1494(4) 1.00491(19) 0.0294(10) Uani 1 1 d . . . H12 H 0.8921 1.1801 1.0471 0.035 Uiso 1 1 calc R . . C13 C 0.84345(13) 1.0502(4) 1.00327(19) 0.0268(10) Uani 1 1 d . . . C14 C 0.81789(12) 1.0031(4) 0.94021(18) 0.0261(9) Uani 1 1 d . . . H14 H 0.7974 0.9354 0.9392 0.031 Uiso 1 1 calc R . . C15 C 0.91129(13) 1.3164(5) 0.9467(2) 0.0302(10) Uani 1 1 d . . . C16 C 0.83741(15) 0.9963(5) 1.0700(2) 0.0393(12) Uani 1 1 d . . . C17 C 0.81564(18) 0.6221(5) 0.9418(2) 0.0543(14) Uani 1 1 d . . . H17A H 0.7878 0.6585 0.9403 0.065 Uiso 1 1 calc R . . H17B H 0.8343 0.7013 0.9439 0.065 Uiso 1 1 calc R . . C18 C 0.83240(17) 0.5385(6) 1.0092(2) 0.0566(15) Uani 1 1 d . . . H18A H 0.8581 0.4897 1.0080 0.068 Uiso 1 1 calc R . . H18B H 0.8400 0.6030 1.0478 0.068 Uiso 1 1 calc R . . C19 C 0.80129(17) 0.4347(6) 1.0215(2) 0.0542(14) Uani 1 1 d . . . H19A H 0.7998 0.3550 0.9913 0.065 Uiso 1 1 calc R . . H19B H 0.7733 0.4766 1.0104 0.065 Uiso 1 1 calc R . . C20 C 0.95696(17) 0.8276(5) 0.9948(2) 0.0526(14) Uani 1 1 d . . . H20A H 0.9293 0.8532 0.9645 0.063 Uiso 1 1 calc R . . H20B H 0.9779 0.8500 0.9709 0.063 Uiso 1 1 calc R . . C21 C 0.96573(15) 0.9166(5) 1.0584(2) 0.0471(13) Uani 1 1 d . . . H21A H 0.9452 0.8933 1.0828 0.057 Uiso 1 1 calc R . . H21B H 0.9611 1.0132 1.0441 0.057 Uiso 1 1 calc R . . C22 C 1.00959(15) 0.9035(5) 1.1079(2) 0.0422(12) Uani 1 1 d . . . H22A H 1.0150 0.8073 1.1224 0.051 Uiso 1 1 calc R . . H22B H 1.0306 0.9316 1.0852 0.051 Uiso 1 1 calc R . . N1 N 0.81180(10) 0.5476(3) 0.87643(15) 0.0315(9) Uani 1 1 d . . . H1A H 0.7921 0.4803 0.8716 0.038 Uiso 1 1 calc R . . H1B H 0.8368 0.5059 0.8792 0.038 Uiso 1 1 calc R . . N2 N 0.81423(13) 0.3876(4) 1.09496(18) 0.0580(12) Uani 1 1 d . . . H2A H 0.8415 0.3624 1.1071 0.087 Uiso 1 1 calc R . . H2B H 0.7983 0.3153 1.0996 0.087 Uiso 1 1 calc R . . H2C H 0.8106 0.4569 1.1220 0.087 Uiso 1 1 calc R . . N3 N 0.95745(11) 0.6763(3) 1.00514(17) 0.0373(9) Uani 1 1 d . . . H3A H 0.9399 0.6546 1.0306 0.045 Uiso 1 1 calc R . . H3B H 0.9839 0.6495 1.0288 0.045 Uiso 1 1 calc R . . N4 N 1.01285(13) 0.9926(4) 1.16834(18) 0.0520(11) Uani 1 1 d . . . H4A H 1.0044 1.0785 1.1543 0.078 Uiso 1 1 calc R . . H4B H 1.0397 0.9949 1.1946 0.078 Uiso 1 1 calc R . . H4C H 0.9965 0.9584 1.1927 0.078 Uiso 1 1 calc R . . O1 O 0.89669(8) 0.6927(3) 0.85713(13) 0.0292(7) Uani 1 1 d . . . O2 O 0.90037(8) 0.8814(3) 0.77286(13) 0.0249(6) Uani 1 1 d . . . O3 O 0.83888(8) 0.7130(3) 0.74606(12) 0.0251(6) Uani 1 1 d . . . O4 O 0.88215(9) 0.1938(3) 0.73035(15) 0.0377(8) Uani 1 1 d . . . O5 O 0.94140(10) 0.1365(3) 0.70522(16) 0.0445(8) Uani 1 1 d . . . O6 O 1.01228(8) 0.5114(3) 0.61461(13) 0.0290(7) Uani 1 1 d . . . O7 O 1.00268(9) 0.7334(3) 0.63555(15) 0.0362(7) Uani 1 1 d . . . O8 O 0.80572(8) 1.0172(3) 0.73858(12) 0.0255(6) Uani 1 1 d . . . O9 O 0.77375(8) 0.8507(3) 0.80786(12) 0.0252(6) Uani 1 1 d . . . O10 O 0.74755(8) 1.0942(3) 0.78771(12) 0.0249(6) Uani 1 1 d . . . O11 O 0.89983(9) 1.4146(3) 0.90507(16) 0.0439(8) Uani 1 1 d . . . O12 O 0.94688(11) 1.3087(4) 0.98805(18) 0.0768(13) Uani 1 1 d . . . O13 O 0.85144(10) 1.0723(3) 1.12227(13) 0.0400(8) Uani 1 1 d . . . O14 O 0.81938(14) 0.8845(4) 1.07009(16) 0.0872(15) Uani 1 1 d . . . O15 O 0.75626(10) 0.8185(3) 0.62693(14) 0.0478(9) Uani 1 1 d D . . H15B H 0.7543 0.7471 0.6525 0.072 Uiso 1 1 d RD . . H15A H 0.7774 0.8679 0.6508 0.072 Uiso 1 1 d RD . . O16 O 0.79843(14) 0.3601(4) 0.6433(3) 0.1057(17) Uani 1 1 d D . . H16A H 0.8036 0.3702 0.6885 0.159 Uiso 1 1 d RD . . H16B H 0.7917 0.2726 0.6356 0.159 Uiso 1 1 d RD . . P1 P 0.88599(3) 0.73373(11) 0.78200(5) 0.0202(2) Uani 1 1 d . . . P2 P 0.78601(3) 1.00007(11) 0.79722(5) 0.0189(2) 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 Zn1 0.0257(3) 0.0217(3) 0.0226(2) 0.0002(2) 0.0078(2) -0.0013(2) Zn2 0.0240(3) 0.0237(3) 0.0268(3) 0.0020(2) 0.0101(2) 0.0008(2) Zn3 0.0297(3) 0.0192(3) 0.0224(2) 0.0008(2) 0.0123(2) 0.0003(2) C1 0.022(2) 0.021(2) 0.019(2) 0.0013(18) 0.0058(18) 0.0008(17) C2 0.024(2) 0.024(2) 0.026(2) 0.0015(19) 0.0115(18) -0.0021(18) C3 0.027(2) 0.020(2) 0.027(2) -0.0021(19) 0.0091(19) -0.0008(18) C4 0.025(2) 0.023(2) 0.025(2) -0.0022(19) 0.0122(18) 0.0017(18) C5 0.022(2) 0.025(2) 0.022(2) 0.0006(19) 0.0085(18) 0.0002(18) C6 0.023(2) 0.016(2) 0.025(2) -0.0004(19) 0.0064(18) -0.0057(18) C7 0.041(3) 0.017(2) 0.029(2) -0.002(2) 0.017(2) -0.002(2) C8 0.022(2) 0.032(3) 0.022(2) -0.003(2) 0.0059(18) -0.002(2) C9 0.020(2) 0.018(2) 0.021(2) -0.0008(18) 0.0044(17) 0.0038(17) C10 0.029(2) 0.026(3) 0.020(2) 0.0057(19) 0.0083(19) 0.0009(19) C11 0.027(2) 0.022(2) 0.026(2) 0.0041(19) 0.0047(19) 0.0005(18) C12 0.038(3) 0.027(3) 0.019(2) -0.002(2) 0.0018(19) -0.003(2) C13 0.040(3) 0.021(2) 0.021(2) 0.0002(19) 0.012(2) -0.0063(19) C14 0.034(2) 0.023(2) 0.025(2) 0.003(2) 0.0131(19) -0.0063(19) C15 0.029(3) 0.036(3) 0.023(2) 0.003(2) 0.004(2) -0.005(2) C16 0.054(3) 0.040(3) 0.027(2) 0.004(2) 0.015(2) -0.009(3) C17 0.093(4) 0.034(3) 0.042(3) 0.006(3) 0.029(3) 0.005(3) C18 0.073(4) 0.061(4) 0.034(3) 0.000(3) 0.013(3) 0.005(3) C19 0.075(4) 0.055(4) 0.028(3) 0.007(3) 0.007(3) -0.005(3) C20 0.069(4) 0.036(3) 0.044(3) -0.002(3) 0.002(3) 0.000(3) C21 0.055(3) 0.039(3) 0.044(3) -0.002(3) 0.010(3) 0.002(3) C22 0.056(3) 0.033(3) 0.036(3) -0.002(2) 0.011(2) -0.003(2) N1 0.032(2) 0.029(2) 0.0309(19) 0.0039(17) 0.0050(17) 0.0006(16) N2 0.072(3) 0.061(3) 0.041(2) 0.010(2) 0.017(2) 0.002(2) N3 0.047(2) 0.027(2) 0.031(2) 0.0015(18) 0.0010(18) 0.0046(18) N4 0.067(3) 0.034(3) 0.047(2) 0.003(2) 0.003(2) 0.001(2) O1 0.0363(18) 0.0312(18) 0.0233(14) 0.0062(13) 0.0139(13) 0.0096(13) O2 0.0281(16) 0.0171(15) 0.0293(15) -0.0006(13) 0.0078(13) -0.0015(12) O3 0.0242(16) 0.0285(17) 0.0232(14) 0.0004(13) 0.0078(12) 0.0024(12) O4 0.048(2) 0.0207(17) 0.057(2) -0.0018(15) 0.0358(17) -0.0068(14) O5 0.056(2) 0.0261(18) 0.063(2) 0.0027(17) 0.0363(18) 0.0062(16) O6 0.0312(16) 0.0288(17) 0.0350(16) -0.0069(14) 0.0223(14) -0.0025(13) O7 0.0423(19) 0.0244(18) 0.0495(19) -0.0035(16) 0.0254(15) -0.0101(14) O8 0.0287(16) 0.0286(17) 0.0221(14) 0.0036(13) 0.0119(12) 0.0002(12) O9 0.0315(16) 0.0190(15) 0.0288(15) -0.0043(13) 0.0147(13) -0.0036(12) O10 0.0265(16) 0.0250(16) 0.0236(14) 0.0012(13) 0.0074(12) 0.0081(12) O11 0.0377(19) 0.032(2) 0.060(2) 0.0121(18) 0.0114(16) -0.0085(15) O12 0.052(3) 0.091(3) 0.066(2) 0.032(2) -0.016(2) -0.031(2) O13 0.063(2) 0.039(2) 0.0174(15) -0.0014(15) 0.0111(15) -0.0075(16) O14 0.159(4) 0.072(3) 0.034(2) -0.002(2) 0.034(2) -0.069(3) O15 0.056(2) 0.045(2) 0.0354(17) 0.0070(16) 0.0023(16) -0.0123(16) O16 0.121(4) 0.058(3) 0.180(5) 0.044(3) 0.109(4) 0.038(3) P1 0.0224(6) 0.0182(6) 0.0219(5) 0.0011(5) 0.0094(5) 0.0010(4) P2 0.0203(6) 0.0202(6) 0.0168(5) -0.0016(5) 0.0062(4) 0.0002(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.936(3) . ? Zn1 O10 1.942(3) 4_646 ? Zn1 O9 1.952(3) . ? Zn1 N1 2.025(3) . ? Zn2 O1 1.931(3) . ? Zn2 O6 1.944(3) 2_756 ? Zn2 O11 1.957(3) 1_545 ? Zn2 N3 2.015(3) . ? Zn3 O2 1.939(3) . ? Zn3 O8 1.945(3) . ? Zn3 O13 1.951(3) 6_575 ? Zn3 O4 1.954(3) 1_565 ? C1 C6 1.379(5) . ? C1 C2 1.400(5) . ? C1 P1 1.810(4) . ? C2 C3 1.386(5) . ? C2 H2 0.9300 . ? C3 C4 1.371(5) . ? C3 C7 1.513(5) . ? C4 C5 1.388(5) . ? C4 H4 0.9300 . ? C5 C6 1.378(5) . ? C5 C8 1.517(5) . ? C6 H6 0.9300 . ? C7 O5 1.245(5) . ? C7 O4 1.255(5) . ? C8 O7 1.233(5) . ? C8 O6 1.270(5) . ? C9 C10 1.393(5) . ? C9 C14 1.412(5) . ? C9 P2 1.797(4) . ? C10 C11 1.388(5) . ? C10 H10 0.9300 . ? C11 C12 1.395(5) . ? C11 C15 1.500(6) . ? C12 C13 1.388(5) . ? C12 H12 0.9300 . ? C13 C14 1.385(5) . ? C13 C16 1.510(5) . ? C14 H14 0.9300 . ? C15 O12 1.228(5) . ? C15 O11 1.248(5) . ? C16 O14 1.226(5) . ? C16 O13 1.257(5) . ? C17 N1 1.476(5) . ? C17 C18 1.540(6) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.498(7) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 N2 1.493(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N3 1.467(5) . ? C20 C21 1.500(6) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.504(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 N4 1.470(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N2 H2A 0.8900 . ? N2 H2B 0.8900 . ? N2 H2C 0.8900 . ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? N4 H4A 0.8900 . ? N4 H4B 0.8900 . ? N4 H4C 0.8900 . ? O1 P1 1.509(3) . ? O2 P1 1.522(3) . ? O3 P1 1.521(3) . ? O4 Zn3 1.954(3) 1_545 ? O6 Zn2 1.944(3) 2_756 ? O8 P2 1.514(3) . ? O9 P2 1.522(3) . ? O10 P2 1.520(3) . ? O10 Zn1 1.942(3) 4_656 ? O11 Zn2 1.957(3) 1_565 ? O13 Zn3 1.951(3) 6_576 ? O15 H15A 0.8638 . ? O15 H15B 0.8718 . ? O15 H15A 0.8638 . ? O16 H16A 0.8851 . ? O16 H16B 0.8712 . ? 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 O3 Zn1 O10 99.10(11) . 4_646 ? O3 Zn1 O9 104.23(11) . . ? O10 Zn1 O9 104.70(11) 4_646 . ? O3 Zn1 N1 118.60(13) . . ? O10 Zn1 N1 115.74(13) 4_646 . ? O9 Zn1 N1 112.63(12) . . ? O1 Zn2 O6 120.40(11) . 2_756 ? O1 Zn2 O11 93.46(13) . 1_545 ? O6 Zn2 O11 108.39(13) 2_756 1_545 ? O1 Zn2 N3 102.84(13) . . ? O6 Zn2 N3 111.67(14) 2_756 . ? O11 Zn2 N3 119.54(14) 1_545 . ? O2 Zn3 O8 113.90(11) . . ? O2 Zn3 O13 102.68(12) . 6_575 ? O8 Zn3 O13 112.92(12) . 6_575 ? O2 Zn3 O4 106.96(12) . 1_565 ? O8 Zn3 O4 103.98(12) . 1_565 ? O13 Zn3 O4 116.62(12) 6_575 1_565 ? C6 C1 C2 118.8(3) . . ? C6 C1 P1 123.8(3) . . ? C2 C1 P1 117.4(3) . . ? C3 C2 C1 120.0(4) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C4 C3 C2 120.0(4) . . ? C4 C3 C7 120.4(3) . . ? C2 C3 C7 119.6(3) . . ? C3 C4 C5 120.6(4) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C6 C5 C4 119.1(3) . . ? C6 C5 C8 121.3(4) . . ? C4 C5 C8 119.5(3) . . ? C1 C6 C5 121.3(4) . . ? C1 C6 H6 119.3 . . ? C5 C6 H6 119.3 . . ? O5 C7 O4 124.9(4) . . ? O5 C7 C3 119.4(4) . . ? O4 C7 C3 115.7(4) . . ? O7 C8 O6 124.3(4) . . ? O7 C8 C5 120.1(4) . . ? O6 C8 C5 115.5(4) . . ? C10 C9 C14 118.4(3) . . ? C10 C9 P2 122.1(3) . . ? C14 C9 P2 119.3(3) . . ? C11 C10 C9 120.7(4) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 120.1(4) . . ? C10 C11 C15 120.7(4) . . ? C12 C11 C15 119.1(4) . . ? C13 C12 C11 120.2(4) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C14 C13 C12 119.5(4) . . ? C14 C13 C16 120.6(4) . . ? C12 C13 C16 119.9(4) . . ? C13 C14 C9 121.1(4) . . ? C13 C14 H14 119.4 . . ? C9 C14 H14 119.4 . . ? O12 C15 O11 123.2(4) . . ? O12 C15 C11 120.3(4) . . ? O11 C15 C11 116.5(4) . . ? O14 C16 O13 124.6(4) . . ? O14 C16 C13 119.2(4) . . ? O13 C16 C13 116.2(4) . . ? N1 C17 C18 117.2(4) . . ? N1 C17 H17A 108.0 . . ? C18 C17 H17A 108.0 . . ? N1 C17 H17B 108.0 . . ? C18 C17 H17B 108.0 . . ? H17A C17 H17B 107.2 . . ? C19 C18 C17 113.9(4) . . ? C19 C18 H18A 108.8 . . ? C17 C18 H18A 108.8 . . ? C19 C18 H18B 108.8 . . ? C17 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? C18 C19 N2 110.7(4) . . ? C18 C19 H19A 109.5 . . ? N2 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? N2 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? N3 C20 C21 116.7(4) . . ? N3 C20 H20A 108.1 . . ? C21 C20 H20A 108.1 . . ? N3 C20 H20B 108.1 . . ? C21 C20 H20B 108.1 . . ? H20A C20 H20B 107.3 . . ? C20 C21 C22 115.7(4) . . ? C20 C21 H21A 108.4 . . ? C22 C21 H21A 108.4 . . ? C20 C21 H21B 108.4 . . ? C22 C21 H21B 108.4 . . ? H21A C21 H21B 107.4 . . ? N4 C22 C21 109.3(4) . . ? N4 C22 H22A 109.8 . . ? C21 C22 H22A 109.8 . . ? N4 C22 H22B 109.8 . . ? C21 C22 H22B 109.8 . . ? H22A C22 H22B 108.3 . . ? C17 N1 Zn1 114.7(3) . . ? C17 N1 H1A 108.6 . . ? Zn1 N1 H1A 108.6 . . ? C17 N1 H1B 108.6 . . ? Zn1 N1 H1B 108.6 . . ? H1A N1 H1B 107.6 . . ? C19 N2 H2A 109.5 . . ? C19 N2 H2B 109.5 . . ? H2A N2 H2B 109.5 . . ? C19 N2 H2C 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? C20 N3 Zn2 112.1(3) . . ? C20 N3 H3A 109.2 . . ? Zn2 N3 H3A 109.2 . . ? C20 N3 H3B 109.2 . . ? Zn2 N3 H3B 109.2 . . ? H3A N3 H3B 107.9 . . ? C22 N4 H4A 109.5 . . ? C22 N4 H4B 109.5 . . ? H4A N4 H4B 109.5 . . ? C22 N4 H4C 109.5 . . ? H4A N4 H4C 109.5 . . ? H4B N4 H4C 109.5 . . ? P1 O1 Zn2 133.25(16) . . ? P1 O2 Zn3 117.23(15) . . ? P1 O3 Zn1 125.82(15) . . ? C7 O4 Zn3 119.9(3) . 1_545 ? C8 O6 Zn2 114.1(3) . 2_756 ? P2 O8 Zn3 143.90(16) . . ? P2 O9 Zn1 133.62(16) . . ? P2 O10 Zn1 135.27(15) . 4_656 ? C15 O11 Zn2 116.7(3) . 1_565 ? C16 O13 Zn3 119.5(3) . 6_576 ? H15A O15 H15B 106.5 . . ? H15A O15 H15A 0.0 . . ? H15B O15 H15A 106.5 . . ? H16A O16 H16B 104.7 . . ? O1 P1 O2 112.01(16) . . ? O1 P1 O3 110.90(15) . . ? O2 P1 O3 111.84(15) . . ? O1 P1 C1 108.81(16) . . ? O2 P1 C1 108.36(17) . . ? O3 P1 C1 104.56(16) . . ? O8 P2 O10 111.31(15) . . ? O8 P2 O9 113.78(15) . . ? O10 P2 O9 109.53(15) . . ? O8 P2 C9 110.61(17) . . ? O10 P2 C9 104.37(16) . . ? O9 P2 C9 106.74(16) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.584 _refine_diff_density_min -0.493 _refine_diff_density_rms 0.098 data_7 _database_code_depnum_ccdc_archive 'CCDC 776924' #TrackingRef '- Revised ESI of Zn-pbdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H50 N4 O37 P4 Zn5' _chemical_formula_weight 1629.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' N N 0.0061 0.0033 '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 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 28.54(2) _cell_length_b 12.983(7) _cell_length_c 15.834(9) _cell_angle_alpha 90.00 _cell_angle_beta 106.104(13) _cell_angle_gamma 90.00 _cell_volume 5636(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description BLOCK _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.921 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3296 _exptl_absorpt_coefficient_mu 2.322 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.63500 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details SADABS _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 '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 11544 _diffrn_reflns_av_R_equivalents 0.0632 _diffrn_reflns_av_sigmaI/netI 0.0941 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 25.20 _reflns_number_total 5047 _reflns_number_gt 3138 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0350P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5047 _refine_ls_number_parameters 412 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0896 _refine_ls_wR_factor_gt 0.0829 _refine_ls_goodness_of_fit_ref 0.868 _refine_ls_restrained_S_all 0.870 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.5000 0.11321(6) 1.2500 0.0307(2) Uani 1 2 d S . . Zn2 Zn 0.31811(2) 0.36395(4) 1.08244(3) 0.02791(16) Uani 1 1 d . . . Zn3 Zn 0.30689(2) 0.10905(4) 1.06775(3) 0.02800(16) Uani 1 1 d . . . C1 C 0.41965(19) 0.2115(4) 1.0026(3) 0.0353(13) Uani 1 1 d . . . C2 C 0.43076(18) 0.1154(4) 0.9741(3) 0.0364(13) Uani 1 1 d . . . H2 H 0.4307 0.0581 1.0093 0.044 Uiso 1 1 calc R . . C3 C 0.44184(19) 0.1026(4) 0.8954(3) 0.0383(13) Uani 1 1 d . . . C4 C 0.4402(2) 0.1868(4) 0.8426(4) 0.0449(15) Uani 1 1 d . . . H4 H 0.4471 0.1790 0.7889 0.054 Uiso 1 1 calc R . . C5 C 0.4286(2) 0.2833(4) 0.8677(3) 0.0423(14) Uani 1 1 d . . . C6 C 0.41823(19) 0.2945(4) 0.9478(3) 0.0409(14) Uani 1 1 d . . . H6 H 0.4102 0.3592 0.9647 0.049 Uiso 1 1 calc R . . C7 C 0.4554(2) -0.0026(4) 0.8687(4) 0.0433(14) Uani 1 1 d . . . C8 C 0.4278(2) 0.3740(5) 0.8104(4) 0.0548(17) Uani 1 1 d . . . C9 C 0.28622(18) 0.2531(3) 0.7974(3) 0.0251(11) Uani 1 1 d . . . C10 C 0.28840(17) 0.1673(3) 0.7472(3) 0.0264(12) Uani 1 1 d . . . H10 H 0.2836 0.1022 0.7679 0.032 Uiso 1 1 calc R . . C11 C 0.29762(18) 0.1773(3) 0.6660(3) 0.0297(12) Uani 1 1 d . . . C12 C 0.30391(18) 0.2745(4) 0.6348(3) 0.0292(12) Uani 1 1 d . . . H12 H 0.3095 0.2816 0.5799 0.035 Uiso 1 1 calc R . . C13 C 0.30195(18) 0.3611(3) 0.6845(3) 0.0280(12) Uani 1 1 d . . . C14 C 0.29273(18) 0.3498(3) 0.7648(3) 0.0320(12) Uani 1 1 d . . . H14 H 0.2908 0.4080 0.7979 0.038 Uiso 1 1 calc R . . C15 C 0.30083(19) 0.0837(4) 0.6127(3) 0.0348(13) Uani 1 1 d . . . C16 C 0.30967(19) 0.4675(4) 0.6537(3) 0.0359(13) Uani 1 1 d . . . C44 C 0.3426(2) 0.1909(5) 0.3827(4) 0.0627(18) Uani 1 1 d . . . H44A H 0.3167 0.2323 0.3943 0.075 Uiso 1 1 calc R . . H44B H 0.3286 0.1254 0.3588 0.075 Uiso 1 1 calc R . . C49 C 0.3627(3) 0.2447(5) 0.3170(4) 0.070(2) Uani 1 1 d . . . H49A H 0.3860 0.2000 0.3005 0.084 Uiso 1 1 calc R . . H49B H 0.3365 0.2592 0.2645 0.084 Uiso 1 1 calc R . . C50 C 0.4067(3) 0.2689(5) 0.5028(5) 0.079(2) Uani 1 1 d . . . H50A H 0.4332 0.2524 0.5544 0.095 Uiso 1 1 calc R . . H50B H 0.3845 0.3153 0.5206 0.095 Uiso 1 1 calc R . . C51 C 0.4266(3) 0.3200(6) 0.4350(6) 0.099(3) Uani 1 1 d . . . H51A H 0.4422 0.3843 0.4584 0.119 Uiso 1 1 calc R . . H51B H 0.4510 0.2759 0.4216 0.119 Uiso 1 1 calc R . . N1 N 0.38061(18) 0.1732(4) 0.4651(3) 0.0564(14) Uani 1 1 d . . . H1A H 0.4042 0.1327 0.4546 0.085 Uiso 1 1 d R . . H1B H 0.3709 0.1421 0.5086 0.085 Uiso 1 1 d R . . N2 N 0.3868(3) 0.3410(4) 0.3525(4) 0.087(2) Uani 1 1 d . . . H2A H 0.3692 0.3807 0.3798 0.130 Uiso 1 1 d R . . H2B H 0.3828 0.3708 0.2993 0.130 Uiso 1 1 d R . . O1 O 0.45856(13) 0.2116(3) 1.1757(2) 0.0472(10) Uani 1 1 d . . . O2 O 0.38666(12) 0.3253(2) 1.1176(2) 0.0358(9) Uani 1 1 d . . . O3 O 0.37623(12) 0.1297(2) 1.1167(2) 0.0335(8) Uani 1 1 d . . . O4 O 0.44938(16) -0.0799(3) 0.9089(3) 0.0635(13) Uani 1 1 d . . . O5 O 0.47273(16) -0.0030(3) 0.8042(3) 0.0654(13) Uani 1 1 d . . . O6 O 0.43356(19) 0.3518(3) 0.7337(3) 0.0741(14) Uani 1 1 d D . . O7 O 0.4231(2) 0.4605(3) 0.8323(3) 0.107(2) Uani 1 1 d . . . O8 O 0.29834(12) 0.3370(2) 0.95501(18) 0.0311(8) Uani 1 1 d . . . O9 O 0.28850(12) 0.1414(2) 0.94277(18) 0.0301(8) Uani 1 1 d . . . O10 O 0.21745(12) 0.2583(2) 0.88473(18) 0.0252(8) Uani 1 1 d . . . O11 O 0.28876(13) -0.0014(2) 0.6390(2) 0.0389(9) Uani 1 1 d . . . O12 O 0.31544(15) 0.0903(3) 0.5461(2) 0.0538(11) Uani 1 1 d . . . O13 O 0.31593(14) 0.4787(2) 0.5780(2) 0.0480(11) Uani 1 1 d . . . O14 O 0.31061(15) 0.5436(2) 0.7014(2) 0.0485(10) Uani 1 1 d . . . O15 O 0.31623(19) 0.5682(4) 0.9126(3) 0.0998(18) Uani 1 1 d . . . H15D H 0.3439 0.5346 0.9303 0.150 Uiso 1 1 d R . . H15A H 0.3097 0.5752 0.8565 0.150 Uiso 1 1 d R . . O16 O 0.42258(19) 0.0783(4) 0.6280(3) 0.1044(18) Uani 1 1 d . . . H16A H 0.4201 -0.0064 0.6119 0.157 Uiso 1 1 d R . . H16B H 0.4511 0.0935 0.6718 0.157 Uiso 1 1 d R . . O17 O 0.5223(5) 0.3795(9) 0.2000(8) 0.309(6) Uani 1 1 d . . . O18 O 0.44388(17) 0.5005(3) 0.1291(3) 0.0838(15) Uani 1 1 d . . . H18A H 0.4595 0.5043 0.0906 0.126 Uiso 1 1 d R . . H18B H 0.4202 0.4576 0.1130 0.126 Uiso 1 1 d R . . O19 O 0.5000 0.5000 0.0000 1.22(5) Uani 1 2 d SU . . P1 P 0.40904(5) 0.21937(10) 1.10915(8) 0.0324(3) Uani 1 1 d . . . P2 P 0.27331(5) 0.24619(9) 0.90248(7) 0.0250(3) Uani 1 1 d . . . H6A H 0.434(3) 0.402(4) 0.698(4) 0.13(3) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0395(5) 0.0225(4) 0.0323(5) 0.000 0.0139(4) 0.000 Zn2 0.0479(4) 0.0143(3) 0.0233(3) -0.0019(2) 0.0127(3) 0.0012(3) Zn3 0.0480(4) 0.0152(3) 0.0230(3) 0.0033(2) 0.0135(3) 0.0019(3) C1 0.043(4) 0.027(3) 0.035(3) -0.005(2) 0.009(3) 0.003(3) C2 0.046(3) 0.026(3) 0.038(3) -0.003(3) 0.012(3) 0.002(3) C3 0.052(4) 0.024(3) 0.044(3) -0.003(3) 0.021(3) 0.006(3) C4 0.061(4) 0.038(3) 0.044(3) -0.003(3) 0.028(3) 0.007(3) C5 0.053(4) 0.032(3) 0.045(3) 0.006(3) 0.017(3) 0.006(3) C6 0.051(4) 0.030(3) 0.045(3) -0.005(3) 0.019(3) 0.007(3) C7 0.042(4) 0.040(4) 0.051(4) -0.008(3) 0.018(3) 0.002(3) C8 0.078(5) 0.045(4) 0.044(4) -0.004(3) 0.021(3) 0.012(4) C9 0.042(3) 0.017(2) 0.018(2) 0.000(2) 0.010(2) -0.001(2) C10 0.047(3) 0.012(2) 0.024(3) 0.005(2) 0.015(2) -0.002(2) C11 0.048(3) 0.016(2) 0.029(3) -0.004(2) 0.017(2) -0.004(2) C12 0.043(3) 0.028(3) 0.021(3) 0.000(2) 0.015(2) -0.004(3) C13 0.043(3) 0.015(2) 0.028(3) 0.000(2) 0.012(2) -0.003(2) C14 0.057(4) 0.016(2) 0.027(3) -0.004(2) 0.019(3) -0.001(3) C15 0.049(4) 0.024(3) 0.034(3) -0.005(2) 0.016(3) 0.001(3) C16 0.045(4) 0.023(3) 0.039(3) 0.006(3) 0.009(3) -0.003(3) C44 0.070(5) 0.061(4) 0.055(4) 0.003(3) 0.013(4) -0.002(4) C49 0.109(6) 0.065(5) 0.040(4) 0.006(4) 0.029(4) 0.018(4) C50 0.111(7) 0.046(4) 0.069(5) -0.004(4) 0.007(4) 0.000(4) C51 0.071(6) 0.054(5) 0.161(9) 0.017(5) 0.012(6) -0.016(4) N1 0.077(4) 0.052(3) 0.045(3) 0.012(3) 0.025(3) 0.006(3) N2 0.128(6) 0.061(4) 0.088(5) 0.028(4) 0.060(4) 0.015(4) O1 0.050(3) 0.032(2) 0.046(2) -0.0014(18) -0.0084(19) 0.0039(19) O2 0.050(2) 0.0205(18) 0.034(2) -0.0075(16) 0.0072(17) 0.0025(17) O3 0.040(2) 0.0208(18) 0.037(2) 0.0018(16) 0.0061(16) 0.0050(17) O4 0.092(4) 0.030(2) 0.089(3) 0.002(2) 0.059(3) 0.002(2) O5 0.102(4) 0.047(2) 0.070(3) 0.000(2) 0.061(3) 0.019(3) O6 0.125(4) 0.047(3) 0.063(3) 0.007(3) 0.048(3) 0.002(3) O7 0.219(7) 0.038(3) 0.088(4) 0.011(3) 0.084(4) 0.034(3) O8 0.054(2) 0.0230(18) 0.0176(17) -0.0032(14) 0.0113(16) -0.0055(17) O9 0.056(2) 0.0187(17) 0.0191(16) 0.0057(14) 0.0168(16) 0.0067(17) O10 0.040(2) 0.0157(16) 0.0224(17) 0.0024(14) 0.0133(15) 0.0019(15) O11 0.067(3) 0.0156(17) 0.043(2) -0.0104(17) 0.031(2) -0.0099(18) O12 0.101(3) 0.037(2) 0.040(2) -0.0120(19) 0.048(2) -0.013(2) O13 0.089(3) 0.025(2) 0.034(2) 0.0100(17) 0.024(2) -0.009(2) O14 0.085(3) 0.0137(18) 0.053(2) -0.0023(18) 0.028(2) -0.005(2) O15 0.144(5) 0.084(4) 0.070(3) -0.003(3) 0.029(3) -0.045(4) O16 0.132(5) 0.078(4) 0.078(3) 0.003(3) -0.013(3) 0.015(3) O17 0.347(16) 0.293(13) 0.323(14) 0.048(11) 0.154(11) -0.050(12) O18 0.108(4) 0.061(3) 0.099(4) -0.038(3) 0.055(3) -0.030(3) O19 1.34(9) 1.53(10) 0.98(8) 0.10(8) 0.65(7) -0.02(8) P1 0.0417(9) 0.0233(7) 0.0286(7) -0.0032(6) 0.0036(7) 0.0052(7) P2 0.0455(9) 0.0149(6) 0.0177(6) 0.0006(5) 0.0141(6) 0.0014(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 Zn1 O1 1.909(3) 2_657 ? Zn1 O1 1.909(3) . ? Zn1 O5 1.938(4) 5_657 ? Zn1 O5 1.938(4) 6_556 ? Zn2 O2 1.945(4) . ? Zn2 O8 1.970(3) . ? Zn2 O10 2.027(3) 7_557 ? Zn2 O13 2.045(3) 6_566 ? Zn2 O14 2.292(3) 6_566 ? Zn2 C16 2.503(5) 6_566 ? Zn3 O3 1.933(3) . ? Zn3 O9 1.947(3) . ? Zn3 O11 1.953(3) 6_556 ? Zn3 O10 2.075(3) 7_557 ? C1 C6 1.377(7) . ? C1 C2 1.393(6) . ? C1 P1 1.798(5) . ? C2 C3 1.378(6) . ? C2 H2 0.9300 . ? C3 C4 1.369(7) . ? C3 C7 1.511(7) . ? C4 C5 1.381(7) . ? C4 H4 0.9300 . ? C5 C6 1.388(7) . ? C5 C8 1.483(8) . ? C6 H6 0.9300 . ? C7 O4 1.226(6) . ? C7 O5 1.253(6) . ? C8 O7 1.194(7) . ? C8 O6 1.301(6) . ? C9 C10 1.379(6) . ? C9 C14 1.389(6) . ? C9 P2 1.803(4) . ? C10 C11 1.389(6) . ? C10 H10 0.9300 . ? C11 C12 1.386(6) . ? C11 C15 1.496(6) . ? C12 C13 1.383(6) . ? C12 H12 0.9300 . ? C13 C14 1.376(6) . ? C13 C16 1.502(6) . ? C14 H14 0.9300 . ? C15 O12 1.239(5) . ? C15 O11 1.262(5) . ? C16 O14 1.239(6) . ? C16 O13 1.267(5) . ? C16 Zn2 2.503(5) 6_565 ? C44 N1 1.465(7) . ? C44 C49 1.495(8) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C49 N2 1.462(8) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 N1 1.487(7) . ? C50 C51 1.500(10) . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? C51 N2 1.499(9) . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? N1 H1A 0.9054 . ? N1 H1B 0.9051 . ? N2 H2A 0.9090 . ? N2 H2B 0.9042 . ? O1 P1 1.513(4) . ? O2 P1 1.538(3) . ? O3 P1 1.519(3) . ? O5 Zn1 1.938(4) 5_657 ? O6 H6A 0.865(10) . ? O8 P2 1.504(3) . ? O9 P2 1.515(3) . ? O10 P2 1.548(3) . ? O10 Zn2 2.027(3) 7_557 ? O10 Zn3 2.075(3) 7_557 ? O11 Zn3 1.953(3) 6 ? O13 Zn2 2.045(3) 6_565 ? O14 Zn2 2.292(3) 6_565 ? O15 H15D 0.8759 . ? O15 H15A 0.8602 . ? O16 H16A 1.1262 . ? O16 H16B 0.9329 . ? O18 H18A 0.8515 . ? O18 H18B 0.8573 . ? 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 Zn1 O1 96.0(2) 2_657 . ? O1 Zn1 O5 120.71(18) 2_657 5_657 ? O1 Zn1 O5 118.51(17) . 5_657 ? O1 Zn1 O5 118.51(17) 2_657 6_556 ? O1 Zn1 O5 120.71(19) . 6_556 ? O5 Zn1 O5 84.9(2) 5_657 6_556 ? O2 Zn2 O8 103.09(13) . . ? O2 Zn2 O10 105.07(13) . 7_557 ? O8 Zn2 O10 95.87(12) . 7_557 ? O2 Zn2 O13 106.63(15) . 6_566 ? O8 Zn2 O13 98.34(13) . 6_566 ? O10 Zn2 O13 141.09(14) 7_557 6_566 ? O2 Zn2 O14 102.46(14) . 6_566 ? O8 Zn2 O14 150.32(14) . 6_566 ? O10 Zn2 O14 91.82(12) 7_557 6_566 ? O13 Zn2 O14 59.73(12) 6_566 6_566 ? O2 Zn2 C16 108.14(15) . 6_566 ? O8 Zn2 C16 125.49(15) . 6_566 ? O10 Zn2 C16 116.80(16) 7_557 6_566 ? O13 Zn2 C16 30.26(14) 6_566 6_566 ? O14 Zn2 C16 29.53(14) 6_566 6_566 ? O3 Zn3 O9 109.56(13) . . ? O3 Zn3 O11 105.86(14) . 6_556 ? O9 Zn3 O11 134.52(14) . 6_556 ? O3 Zn3 O10 98.50(13) . 7_557 ? O9 Zn3 O10 99.60(12) . 7_557 ? O11 Zn3 O10 102.44(13) 6_556 7_557 ? C6 C1 C2 117.8(5) . . ? C6 C1 P1 124.4(4) . . ? C2 C1 P1 117.9(4) . . ? C3 C2 C1 122.1(5) . . ? C3 C2 H2 119.0 . . ? C1 C2 H2 119.0 . . ? C4 C3 C2 118.5(5) . . ? C4 C3 C7 121.3(5) . . ? C2 C3 C7 120.2(5) . . ? C3 C4 C5 121.3(5) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C4 C5 C6 119.1(5) . . ? C4 C5 C8 120.6(5) . . ? C6 C5 C8 120.3(5) . . ? C1 C6 C5 121.2(5) . . ? C1 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? O4 C7 O5 124.3(5) . . ? O4 C7 C3 120.8(5) . . ? O5 C7 C3 115.0(5) . . ? O7 C8 O6 122.2(6) . . ? O7 C8 C5 123.5(6) . . ? O6 C8 C5 114.2(5) . . ? C10 C9 C14 118.9(4) . . ? C10 C9 P2 123.0(3) . . ? C14 C9 P2 118.0(3) . . ? C9 C10 C11 120.6(4) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C12 C11 C10 119.4(4) . . ? C12 C11 C15 120.3(4) . . ? C10 C11 C15 120.3(4) . . ? C13 C12 C11 120.6(4) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C14 C13 C12 119.2(4) . . ? C14 C13 C16 118.8(4) . . ? C12 C13 C16 122.0(4) . . ? C13 C14 C9 121.3(4) . . ? C13 C14 H14 119.3 . . ? C9 C14 H14 119.3 . . ? O12 C15 O11 121.9(4) . . ? O12 C15 C11 120.7(4) . . ? O11 C15 C11 117.3(4) . . ? O14 C16 O13 120.0(5) . . ? O14 C16 C13 121.0(5) . . ? O13 C16 C13 118.9(4) . . ? O14 C16 Zn2 65.8(3) . 6_565 ? O13 C16 Zn2 54.4(2) . 6_565 ? C13 C16 Zn2 172.6(4) . 6_565 ? N1 C44 C49 111.1(5) . . ? N1 C44 H44A 109.4 . . ? C49 C44 H44A 109.4 . . ? N1 C44 H44B 109.4 . . ? C49 C44 H44B 109.4 . . ? H44A C44 H44B 108.0 . . ? N2 C49 C44 111.3(5) . . ? N2 C49 H49A 109.4 . . ? C44 C49 H49A 109.4 . . ? N2 C49 H49B 109.4 . . ? C44 C49 H49B 109.4 . . ? H49A C49 H49B 108.0 . . ? N1 C50 C51 109.1(6) . . ? N1 C50 H50A 109.9 . . ? C51 C50 H50A 109.9 . . ? N1 C50 H50B 109.9 . . ? C51 C50 H50B 109.9 . . ? H50A C50 H50B 108.3 . . ? N2 C51 C50 111.1(6) . . ? N2 C51 H51A 109.4 . . ? C50 C51 H51A 109.4 . . ? N2 C51 H51B 109.4 . . ? C50 C51 H51B 109.4 . . ? H51A C51 H51B 108.0 . . ? C44 N1 C50 113.1(5) . . ? C44 N1 H1A 109.5 . . ? C50 N1 H1A 104.1 . . ? C44 N1 H1B 116.1 . . ? C50 N1 H1B 106.9 . . ? H1A N1 H1B 106.2 . . ? C49 N2 C51 109.9(5) . . ? C49 N2 H2A 113.9 . . ? C51 N2 H2A 94.2 . . ? C49 N2 H2B 94.8 . . ? C51 N2 H2B 139.4 . . ? H2A N2 H2B 104.9 . . ? P1 O1 Zn1 140.6(2) . . ? P1 O2 Zn2 127.9(2) . . ? P1 O3 Zn3 131.25(19) . . ? C7 O5 Zn1 131.5(4) . 5_657 ? C8 O6 H6A 118(5) . . ? P2 O8 Zn2 131.51(18) . . ? P2 O9 Zn3 125.93(17) . . ? P2 O10 Zn2 115.95(16) . 7_557 ? P2 O10 Zn3 116.73(17) . 7_557 ? Zn2 O10 Zn3 108.36(14) 7_557 7_557 ? C15 O11 Zn3 107.2(3) . 6 ? C16 O13 Zn2 95.3(3) . 6_565 ? C16 O14 Zn2 84.7(3) . 6_565 ? H15D O15 H15A 107.5 . . ? H16A O16 H16B 111.2 . . ? H18A O18 H18B 110.5 . . ? O1 P1 O3 111.8(2) . . ? O1 P1 O2 109.22(19) . . ? O3 P1 O2 113.5(2) . . ? O1 P1 C1 106.4(2) . . ? O3 P1 C1 107.4(2) . . ? O2 P1 C1 108.3(2) . . ? O8 P2 O9 115.78(19) . . ? O8 P2 O10 109.15(18) . . ? O9 P2 O10 109.12(18) . . ? O8 P2 C9 106.52(19) . . ? O9 P2 C9 108.98(18) . . ? O10 P2 C9 106.93(19) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.089 _refine_diff_density_min -0.503 _refine_diff_density_rms 0.091 data_8 _database_code_depnum_ccdc_archive 'CCDC 776925' #TrackingRef '- Revised ESI of Zn-pbdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H24 N O19 P2 Zn3' _chemical_formula_weight 840.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I-42d loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y, -z+3/4' 'x+1/2, -y, -z+3/4' '-y+1/2, -x, z+3/4' 'y+1/2, x, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' '-x+1, y+1/2, -z+5/4' 'x+1, -y+1/2, -z+5/4' '-y+1, -x+1/2, z+5/4' 'y+1, x+1/2, z+5/4' _cell_length_a 18.450(4) _cell_length_b 18.450(4) _cell_length_c 23.201(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7898(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod-like _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.414 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3384 _exptl_absorpt_coefficient_mu 1.953 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7550 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS _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 '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 16453 _diffrn_reflns_av_R_equivalents 0.1594 _diffrn_reflns_av_sigmaI/netI 0.0968 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 25.18 _reflns_number_total 3567 _reflns_number_gt 2916 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0813P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.67(3) _refine_ls_number_reflns 3567 _refine_ls_number_parameters 209 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0696 _refine_ls_R_factor_gt 0.0558 _refine_ls_wR_factor_ref 0.1426 _refine_ls_wR_factor_gt 0.1367 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.7500 0.87295(6) 0.8750 0.0228(3) Uani 1 2 d S . . Zn2 Zn 0.27518(4) 0.73032(4) 1.02687(3) 0.0210(2) Uani 1 1 d . . . C1 C 0.5453(3) 0.7350(4) 0.8528(3) 0.0267(16) Uani 1 1 d . . . C2 C 0.5029(4) 0.7311(4) 0.9035(3) 0.0291(16) Uani 1 1 d . . . H2 H 0.5256 0.7326 0.9393 0.035 Uiso 1 1 calc R . . C3 C 0.4284(4) 0.7251(4) 0.9008(3) 0.0305(16) Uani 1 1 d . . . C4 C 0.3946(3) 0.7247(4) 0.8484(3) 0.0276(16) Uani 1 1 d . . . H4 H 0.3443 0.7214 0.8467 0.033 Uiso 1 1 calc R . . C5 C 0.4342(4) 0.7290(4) 0.7976(3) 0.0254(15) Uani 1 1 d . . . C6 C 0.5090(4) 0.7334(4) 0.8006(3) 0.0299(17) Uani 1 1 d . . . H6 H 0.5355 0.7354 0.7666 0.036 Uiso 1 1 calc R . . C7 C 0.3866(4) 0.7230(5) 0.9562(3) 0.0379(19) Uani 1 1 d . . . C8 C 0.3948(3) 0.7283(5) 0.7410(3) 0.0292(17) Uani 1 1 d . . . C9 C 0.5506(14) 0.787(2) 0.116(3) 0.35(3) Uani 1 1 d . . . H9A H 0.5694 0.7918 0.0776 0.420 Uiso 1 1 calc R . . H9B H 0.5808 0.8153 0.1422 0.420 Uiso 1 1 calc R . . C10 C 0.4770(14) 0.8125(18) 0.1188(12) 0.29(2) Uani 1 1 d . . . H10A H 0.4700 0.8447 0.1514 0.342 Uiso 1 1 calc R . . H10B H 0.4642 0.8380 0.0837 0.342 Uiso 1 1 calc R . . O1 O 0.6587(3) 0.8222(3) 0.8619(2) 0.0340(13) Uani 1 1 d . . . O2 O 0.6636(3) 0.7024(3) 0.9135(2) 0.0360(13) Uani 1 1 d . . . O3 O 0.6727(3) 0.7071(3) 0.8047(2) 0.0367(14) Uani 1 1 d . . . O4 O 0.3177(3) 0.7214(4) 0.9509(2) 0.0433(15) Uani 1 1 d . . . O5 O 0.4173(3) 0.7274(4) 1.0021(2) 0.0598(19) Uani 1 1 d . . . O6 O 0.3292(3) 0.7203(4) 0.7424(2) 0.0446(15) Uani 1 1 d . . . O7 O 0.4322(2) 0.7396(3) 0.69570(18) 0.0359(13) Uani 1 1 d . . . N1 N 0.4360(7) 0.7500 0.1250 0.093(6) Uani 1 2 d SD . . P1 P 0.64134(9) 0.74269(11) 0.85834(7) 0.0263(4) Uani 1 1 d . . . O8 O 0.5619(16) 0.6636(18) 0.5768(10) 0.393(19) Uani 1 1 d . . . H8D H 0.5615 0.6197 0.5638 0.590 Uiso 1 1 d R . . H8C H 0.6036 0.6829 0.5688 0.590 Uiso 1 1 d R . . O9 O 0.5736(18) 0.9243(18) 0.7734(15) 0.416(19) Uani 1 1 d . . . H9D H 0.6103 0.8981 0.7643 0.625 Uiso 1 1 d R . . H9C H 0.5680 0.9227 0.8102 0.625 Uiso 1 1 d R . . O10 O 0.6488(16) 0.7500 0.6250 0.278(14) Uani 1 2 d S . . H1 H 0.398(4) 0.734(6) 0.098(3) 0.09(4) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0327(7) 0.0223(5) 0.0135(5) 0.000 0.0003(5) 0.000 Zn2 0.0203(4) 0.0280(4) 0.0147(3) 0.0004(3) 0.0009(3) 0.0007(3) C1 0.020(3) 0.043(5) 0.018(3) 0.002(3) -0.001(3) 0.000(3) C2 0.024(3) 0.046(5) 0.017(3) 0.000(3) -0.002(3) 0.000(3) C3 0.031(4) 0.043(4) 0.018(3) -0.002(3) 0.009(3) -0.007(4) C4 0.016(3) 0.046(5) 0.021(3) 0.002(4) 0.000(3) 0.002(3) C5 0.023(3) 0.038(4) 0.016(3) 0.000(3) -0.003(3) -0.003(3) C6 0.031(4) 0.049(5) 0.011(3) 0.004(3) -0.001(3) 0.001(4) C7 0.039(4) 0.054(5) 0.021(4) -0.005(4) 0.012(3) 0.000(4) C8 0.019(3) 0.050(5) 0.019(3) -0.002(3) -0.007(3) 0.004(3) C9 0.19(3) 0.50(10) 0.35(5) 0.01(7) 0.07(5) -0.21(5) C10 0.20(2) 0.49(5) 0.162(19) 0.07(3) -0.05(2) -0.26(3) O1 0.034(3) 0.040(3) 0.028(3) 0.000(2) -0.003(2) -0.001(3) O2 0.035(3) 0.043(3) 0.031(3) 0.007(2) -0.015(2) -0.003(2) O3 0.019(3) 0.058(4) 0.032(3) -0.018(3) 0.002(2) -0.002(2) O4 0.031(3) 0.076(5) 0.023(3) -0.006(3) 0.010(2) -0.003(3) O5 0.044(3) 0.120(6) 0.015(3) 0.006(3) 0.000(2) -0.001(4) O6 0.018(3) 0.083(5) 0.033(3) 0.001(3) -0.008(2) -0.003(3) O7 0.026(2) 0.066(4) 0.017(2) 0.004(3) -0.004(2) 0.005(3) N1 0.045(7) 0.191(19) 0.042(7) -0.018(10) 0.000 0.000 P1 0.0173(8) 0.0384(11) 0.0231(9) -0.0015(8) -0.0038(7) 0.0003(8) O8 0.34(4) 0.46(5) 0.38(3) 0.18(3) -0.05(3) 0.04(3) O9 0.37(4) 0.38(5) 0.50(5) -0.11(4) 0.02(4) -0.11(3) O10 0.23(3) 0.136(19) 0.47(4) -0.06(3) 0.000 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 Zn1 O1 1.951(5) 5_656 ? Zn1 O1 1.951(5) . ? Zn1 O7 1.981(4) 12_656 ? Zn1 O7 1.981(4) 16_454 ? Zn2 O2 1.898(5) 4_657 ? Zn2 O3 1.930(5) 15_564 ? Zn2 O4 1.937(5) . ? Zn2 O6 1.987(5) 5_556 ? C1 C6 1.386(8) . ? C1 C2 1.414(8) . ? C1 P1 1.781(7) . ? C2 C3 1.380(10) . ? C2 H2 0.9300 . ? C3 C4 1.366(9) . ? C3 C7 1.501(9) . ? C4 C5 1.390(9) . ? C4 H4 0.9300 . ? C5 C6 1.383(10) . ? C5 C8 1.502(8) . ? C6 H6 0.9300 . ? C7 O5 1.208(9) . ? C7 O4 1.278(9) . ? C8 O6 1.219(8) . ? C8 O7 1.275(8) . ? C9 C9 1.42(8) 14_464 ? C9 C10 1.44(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N1 1.39(2) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? O1 P1 1.503(6) . ? O2 P1 1.535(5) . ? O2 Zn2 1.898(5) 3_567 ? O3 P1 1.520(5) . ? O3 Zn2 1.930(5) 7_664 ? O6 Zn2 1.987(5) 5_556 ? O7 Zn1 1.981(4) 11_466 ? N1 C10 1.39(2) 14_464 ? N1 H1 0.984(10) . ? O8 H8D 0.8644 . ? O8 H8C 0.8675 . ? O9 H9D 0.8590 . ? O9 H9C 0.8615 . ? 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 Zn1 O1 122.6(3) 5_656 . ? O1 Zn1 O7 108.1(2) 5_656 12_656 ? O1 Zn1 O7 102.7(2) . 12_656 ? O1 Zn1 O7 102.7(2) 5_656 16_454 ? O1 Zn1 O7 108.1(2) . 16_454 ? O7 Zn1 O7 113.0(3) 12_656 16_454 ? O2 Zn2 O3 108.7(2) 4_657 15_564 ? O2 Zn2 O4 121.3(3) 4_657 . ? O3 Zn2 O4 108.4(2) 15_564 . ? O2 Zn2 O6 108.4(2) 4_657 5_556 ? O3 Zn2 O6 109.0(3) 15_564 5_556 ? O4 Zn2 O6 100.3(2) . 5_556 ? C6 C1 C2 117.2(6) . . ? C6 C1 P1 123.1(5) . . ? C2 C1 P1 119.7(5) . . ? C3 C2 C1 121.2(6) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C4 C3 C2 119.7(6) . . ? C4 C3 C7 121.8(6) . . ? C2 C3 C7 118.4(6) . . ? C3 C4 C5 120.9(6) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C6 C5 C4 119.1(6) . . ? C6 C5 C8 121.8(6) . . ? C4 C5 C8 119.1(6) . . ? C5 C6 C1 121.9(6) . . ? C5 C6 H6 119.1 . . ? C1 C6 H6 119.1 . . ? O5 C7 O4 123.6(6) . . ? O5 C7 C3 120.8(7) . . ? O4 C7 C3 115.4(6) . . ? O6 C8 O7 125.5(6) . . ? O6 C8 C5 117.2(6) . . ? O7 C8 C5 117.2(6) . . ? C9 C9 C10 108(2) 14_464 . ? C9 C9 H9A 110.2 14_464 . ? C10 C9 H9A 110.2 . . ? C9 C9 H9B 110.2 14_464 . ? C10 C9 H9B 110.2 . . ? H9A C9 H9B 108.5 . . ? N1 C10 C9 104(3) . . ? N1 C10 H10A 110.9 . . ? C9 C10 H10A 110.9 . . ? N1 C10 H10B 110.9 . . ? C9 C10 H10B 110.9 . . ? H10A C10 H10B 108.9 . . ? P1 O1 Zn1 131.4(3) . . ? P1 O2 Zn2 132.5(3) . 3_567 ? P1 O3 Zn2 123.6(3) . 7_664 ? C7 O4 Zn2 108.2(4) . . ? C8 O6 Zn2 160.9(6) . 5_556 ? C8 O7 Zn1 113.5(4) . 11_466 ? C10 N1 C10 114(3) 14_464 . ? C10 N1 H1 102(7) 14_464 . ? C10 N1 H1 124(7) . . ? O1 P1 O3 112.6(3) . . ? O1 P1 O2 111.6(3) . . ? O3 P1 O2 111.8(3) . . ? O1 P1 C1 107.1(3) . . ? O3 P1 C1 106.6(3) . . ? O2 P1 C1 106.6(3) . . ? H8D O8 H8C 108.5 . . ? H9D O9 H9C 108.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.18 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.757 _refine_diff_density_min -1.088 _refine_diff_density_rms 0.177 data_3 _database_code_depnum_ccdc_archive 'CCDC 785953' #TrackingRef '- Revised ESI of Zn-pbdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H12 O16 P2 Zn3' _chemical_formula_weight 718.31 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 '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 Tetragonal _symmetry_space_group_name_H-M I-42d _symmetry_space_group_name_Hall 'I -4 2bw' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'y, -x, -z' '-x, -y, z' '-y, x, -z' 'x, -y+1/2, -z+1/4' '-y+1/2, -x, z+3/4' '-x, y+1/2, -z+1/4' 'y+1/2, x, z+3/4' 'x+1/2, y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, -z+1/2' 'x+1/2, -y+1, -z+3/4' '-y+1, -x+1/2, z+5/4' '-x+1/2, y+1, -z+3/4' 'y+1, x+1/2, z+5/4' _cell_length_a 18.310(6) _cell_length_b 18.310(6) _cell_length_c 23.222(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7785(5) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.226 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2848 _exptl_absorpt_coefficient_mu 1.964 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6093 _exptl_absorpt_correction_T_max 0.7188 _exptl_absorpt_process_details SADABS _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 '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 18703 _diffrn_reflns_av_R_equivalents 0.0527 _diffrn_reflns_av_sigmaI/netI 0.0434 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 25.19 _reflns_number_total 3484 _reflns_number_gt 3079 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0911P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(1) _refine_ls_number_reflns 3484 _refine_ls_number_parameters 169 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.1481 _refine_ls_wR_factor_gt 0.1462 _refine_ls_goodness_of_fit_ref 1.183 _refine_ls_restrained_S_all 1.189 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.21949(4) 0.22488(4) 0.52767(3) 0.0230(2) Uani 1 1 d . . . Zn2 Zn 0.36794(5) 0.2500 0.6250 0.0262(3) Uani 1 2 d S . . C1 C 0.2272(4) 0.4539(3) 0.5991(3) 0.0296(14) Uani 1 1 d . . . C2 C 0.2214(4) 0.4945(4) 0.6499(3) 0.0372(16) Uani 1 1 d . . . H2 H 0.2222 0.4705 0.6852 0.045 Uiso 1 1 calc R . . C3 C 0.2142(4) 0.5715(4) 0.6486(3) 0.0369(17) Uani 1 1 d . . . C4 C 0.2133(4) 0.6071(3) 0.5967(3) 0.0312(15) Uani 1 1 d . . . H4 H 0.2081 0.6576 0.5956 0.037 Uiso 1 1 calc R . . C5 C 0.2203(4) 0.5680(3) 0.5461(3) 0.0306(15) Uani 1 1 d . . . C6 C 0.2267(4) 0.4909(4) 0.5473(3) 0.0312(15) Uani 1 1 d . . . H6 H 0.2306 0.4650 0.5130 0.037 Uiso 1 1 calc R . . C7 C 0.2115(5) 0.6121(4) 0.7050(3) 0.044(2) Uani 1 1 d . . . C8 C 0.2240(4) 0.6088(4) 0.4895(3) 0.0333(16) Uani 1 1 d . . . O1 O 0.2058(3) 0.3269(3) 0.5490(2) 0.0383(12) Uani 1 1 d . . . O2 O 0.3181(3) 0.3421(3) 0.6103(2) 0.0374(12) Uani 1 1 d . . . O3 O 0.1948(3) 0.3336(3) 0.6569(2) 0.0346(11) Uani 1 1 d . . . O4 O 0.2061(3) 0.6796(3) 0.7019(2) 0.0441(14) Uani 1 1 d . . . O5 O 0.2189(5) 0.5785(3) 0.7503(2) 0.073(2) Uani 1 1 d . . . O6 O 0.2117(3) 0.6752(3) 0.4909(2) 0.0454(14) Uani 1 1 d . . . O7 O 0.2355(3) 0.5715(2) 0.44425(17) 0.0372(12) Uani 1 1 d . . . O8 O 0.0452(10) 0.2500 0.6250 0.292(19) Uani 1 2 d SU . . H8A H 0.0587 0.2576 0.5745 0.439 Uiso 1 1 d R . . H8C H 0.0320 0.2912 0.6483 0.439 Uiso 1 1 d R . . H8B H 0.0237 0.2051 0.6390 0.439 Uiso 1 1 d R . . O8' O -0.011(2) 0.2500 0.6250 0.49(3) Uani 1 2 d SU . . P1 P 0.23740(10) 0.35774(9) 0.60400(7) 0.0272(4) 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 Zn1 0.0243(4) 0.0293(4) 0.0156(3) 0.0004(3) -0.0007(3) -0.0006(3) Zn2 0.0240(6) 0.0390(6) 0.0155(5) -0.0012(4) 0.000 0.000 C1 0.043(4) 0.021(3) 0.025(3) 0.005(3) 0.003(3) 0.004(3) C2 0.058(5) 0.037(4) 0.016(3) 0.002(3) -0.003(3) -0.001(4) C3 0.056(5) 0.032(4) 0.023(3) -0.006(3) 0.001(3) -0.004(3) C4 0.046(4) 0.020(3) 0.028(3) 0.000(3) 0.001(3) 0.000(3) C5 0.049(4) 0.025(3) 0.018(3) 0.003(2) -0.003(3) 0.002(3) C6 0.048(4) 0.030(4) 0.016(3) -0.002(2) 0.001(3) 0.000(3) C7 0.057(5) 0.046(5) 0.027(4) -0.014(3) 0.003(3) 0.000(4) C8 0.045(4) 0.030(4) 0.024(3) 0.004(3) 0.004(3) -0.006(3) O1 0.062(4) 0.023(2) 0.030(3) 0.002(2) -0.010(2) 0.003(2) O2 0.047(3) 0.034(3) 0.032(3) 0.004(2) -0.002(2) 0.000(2) O3 0.048(3) 0.031(3) 0.025(2) 0.011(2) 0.002(2) 0.002(2) O4 0.070(4) 0.033(3) 0.029(3) -0.014(2) -0.006(2) 0.003(2) O5 0.144(7) 0.057(4) 0.018(3) -0.003(2) 0.001(3) 0.001(4) O6 0.082(4) 0.018(3) 0.037(3) 0.003(2) 0.004(3) -0.002(2) O7 0.067(4) 0.026(3) 0.018(2) 0.0069(19) 0.010(2) 0.001(2) O8 0.090(13) 0.65(6) 0.136(15) -0.18(2) 0.000 0.000 O8' 0.25(4) 0.90(9) 0.32(4) -0.14(5) 0.000 0.000 P1 0.0401(11) 0.0209(8) 0.0204(8) 0.0033(6) -0.0003(7) 0.0017(7) _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 Zn1 O3 1.914(5) 5_556 ? Zn1 O4 1.935(5) 8_454 ? Zn1 O1 1.949(5) . ? Zn1 O6 1.990(5) 4_656 ? Zn2 O2 1.947(5) . ? Zn2 O2 1.947(5) 5_556 ? Zn2 O7 1.972(4) 14_554 ? Zn2 O7 1.972(4) 4_656 ? C1 C6 1.380(9) . ? C1 C2 1.399(9) . ? C1 P1 1.774(6) . ? C2 C3 1.416(10) . ? C3 C4 1.369(9) . ? C3 C7 1.509(9) . ? C4 C5 1.384(9) . ? C5 C6 1.417(9) . ? C5 C8 1.513(8) . ? C7 O5 1.226(9) . ? C7 O4 1.242(10) . ? C8 O6 1.238(8) . ? C8 O7 1.271(8) . ? O1 P1 1.512(5) . ? O2 P1 1.512(5) . ? O3 P1 1.520(5) . ? O3 Zn1 1.914(5) 5_556 ? O4 Zn1 1.935(5) 16_454 ? O6 Zn1 1.990(5) 2_566 ? O7 Zn2 1.972(4) 2_566 ? O8 O8' 1.03(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O4 122.2(2) 5_556 8_454 ? O3 Zn1 O1 107.7(2) 5_556 . ? O4 Zn1 O1 110.7(2) 8_454 . ? O3 Zn1 O6 109.5(2) 5_556 4_656 ? O4 Zn1 O6 98.4(2) 8_454 4_656 ? O1 Zn1 O6 107.3(2) . 4_656 ? O2 Zn2 O2 124.1(3) . 5_556 ? O2 Zn2 O7 106.9(2) . 14_554 ? O2 Zn2 O7 103.7(2) 5_556 14_554 ? O2 Zn2 O7 103.7(2) . 4_656 ? O2 Zn2 O7 106.9(2) 5_556 4_656 ? O7 Zn2 O7 111.5(3) 14_554 4_656 ? C6 C1 C2 118.3(6) . . ? C6 C1 P1 123.0(5) . . ? C2 C1 P1 118.7(5) . . ? C1 C2 C3 121.1(6) . . ? C4 C3 C2 119.7(6) . . ? C4 C3 C7 121.9(6) . . ? C2 C3 C7 118.3(6) . . ? C3 C4 C5 120.0(6) . . ? C4 C5 C6 120.4(6) . . ? C4 C5 C8 119.2(6) . . ? C6 C5 C8 120.4(5) . . ? C1 C6 C5 120.5(6) . . ? O5 C7 O4 124.0(7) . . ? O5 C7 C3 119.6(7) . . ? O4 C7 C3 116.3(7) . . ? O6 C8 O7 125.5(6) . . ? O6 C8 C5 117.0(6) . . ? O7 C8 C5 117.4(6) . . ? P1 O1 Zn1 121.6(3) . . ? P1 O2 Zn2 129.7(3) . . ? P1 O3 Zn1 133.1(3) . 5_556 ? C7 O4 Zn1 108.0(5) . 16_454 ? C8 O6 Zn1 157.5(6) . 2_566 ? C8 O7 Zn2 113.2(4) . 2_566 ? O1 P1 O2 112.6(3) . . ? O1 P1 O3 112.2(3) . . ? O2 P1 O3 111.6(3) . . ? O1 P1 C1 106.0(3) . . ? O2 P1 C1 107.3(3) . . ? O3 P1 C1 106.6(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.19 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.704 _refine_diff_density_min -0.493 _refine_diff_density_rms 0.140 data_5 _database_code_depnum_ccdc_archive 'CCDC 785954' #TrackingRef '- Revised ESI of Zn-pbdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H27 N4 O10 P Zn2' _chemical_formula_weight 573.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.866(3) _cell_length_b 15.449(5) _cell_length_c 17.097(4) _cell_angle_alpha 90.00 _cell_angle_beta 125.244(12) _cell_angle_gamma 90.00 _cell_volume 2128.3(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 2.389 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.61200 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details SADABS _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 '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 8819 _diffrn_reflns_av_R_equivalents 0.0894 _diffrn_reflns_av_sigmaI/netI 0.0862 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.20 _reflns_number_total 3815 _reflns_number_gt 3021 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0519P)^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 3815 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0547 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1046 _refine_ls_wR_factor_gt 0.1022 _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_restrained_S_all 0.943 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.69312(5) 0.59772(3) 0.59591(3) 0.01617(14) Uani 1 1 d . . . Zn2 Zn 0.34596(6) 0.63746(3) 0.26369(3) 0.02089(15) Uani 1 1 d . . . P1 P 0.30999(12) 0.60532(6) 0.42909(7) 0.0153(2) Uani 1 1 d . . . O1 O 0.4521(3) 0.59261(17) 0.53454(19) 0.0210(6) Uani 1 1 d . . . O2 O 0.2452(3) 0.52180(17) 0.37130(18) 0.0222(6) Uani 1 1 d . . . O3 O 0.3551(3) 0.67090(17) 0.38097(19) 0.0225(6) Uani 1 1 d . . . O4 O 0.0343(4) 0.6197(2) 0.6318(2) 0.0395(8) Uani 1 1 d . . . O5 O -0.2341(3) 0.63788(19) 0.5156(2) 0.0236(6) Uani 1 1 d . . . O6 O -0.2200(4) 0.89422(19) 0.3033(2) 0.0320(7) Uani 1 1 d . . . O7 O -0.2051(3) 0.81604(19) 0.19887(19) 0.0266(7) Uani 1 1 d . . . N1 N 0.3752(4) 0.6180(2) 0.1421(2) 0.0246(8) Uani 1 1 d . . . N2 N 0.1212(4) 0.5820(2) 0.1672(3) 0.0314(9) Uani 1 1 d . . . H2A H 0.1211 0.5242 0.1719 0.038 Uiso 1 1 d R . . H2B H 0.0414 0.6068 0.1697 0.038 Uiso 1 1 d R . . N3 N 0.3576(4) 0.7665(2) 0.2310(2) 0.0291(8) Uani 1 1 d . . . H3A H 0.4139 0.7912 0.2892 0.035 Uiso 1 1 d R . . H3B H 0.2596 0.7927 0.1901 0.035 Uiso 1 1 d R . . N4 N 0.5417(4) 0.5506(2) 0.3286(2) 0.0261(8) Uani 1 1 d . . . H4A H 0.6386 0.5755 0.3740 0.031 Uiso 1 1 d R . . H4B H 0.5313 0.5129 0.3646 0.031 Uiso 1 1 d R . . C1 C 0.1364(4) 0.6519(2) 0.4242(3) 0.0160(8) Uani 1 1 d . . . C2 C 0.0920(4) 0.6260(2) 0.4843(3) 0.0170(8) Uani 1 1 d . . . H2 H 0.1514 0.5818 0.5282 0.020 Uiso 1 1 calc R . . C3 C -0.0396(5) 0.6648(3) 0.4804(3) 0.0196(8) Uani 1 1 d . . . C4 C -0.1289(5) 0.7310(2) 0.4135(3) 0.0192(8) Uani 1 1 d . . . H4 H -0.2162 0.7579 0.4104 0.023 Uiso 1 1 calc R . . C5 C -0.0872(4) 0.7567(2) 0.3517(2) 0.0161(8) Uani 1 1 d . . . C6 C 0.0434(5) 0.7161(2) 0.3565(3) 0.0183(8) Uani 1 1 d . . . H6 H 0.0690 0.7321 0.3140 0.022 Uiso 1 1 calc R . . C7 C -0.0807(5) 0.6385(3) 0.5496(3) 0.0205(9) Uani 1 1 d . . . C8 C -0.1774(5) 0.8296(3) 0.2806(3) 0.0193(9) Uani 1 1 d . . . C9 C 0.4451(5) 0.7701(3) 0.1854(3) 0.0317(10) Uani 1 1 d . . . H9A H 0.5622 0.7587 0.2327 0.038 Uiso 1 1 calc R . . H9B H 0.4343 0.8276 0.1595 0.038 Uiso 1 1 calc R . . C10 C 0.3757(6) 0.7047(3) 0.1065(3) 0.0336(11) Uani 1 1 d . . . H10A H 0.2633 0.7208 0.0549 0.040 Uiso 1 1 calc R . . H10B H 0.4421 0.7037 0.0813 0.040 Uiso 1 1 calc R . . C11 C 0.0818(6) 0.5945(3) 0.0714(3) 0.0396(12) Uani 1 1 d . . . H11A H 0.0556 0.6548 0.0531 0.048 Uiso 1 1 calc R . . H11B H -0.0143 0.5600 0.0255 0.048 Uiso 1 1 calc R . . C12 C 0.2294(6) 0.5677(3) 0.0710(3) 0.0369(11) Uani 1 1 d . . . H12A H 0.2514 0.5065 0.0856 0.044 Uiso 1 1 calc R . . H12B H 0.2047 0.5774 0.0079 0.044 Uiso 1 1 calc R . . C13 C 0.5622(6) 0.5073(3) 0.2578(3) 0.0301(10) Uani 1 1 d . . . H13A H 0.4841 0.4598 0.2273 0.036 Uiso 1 1 calc R . . H13B H 0.6736 0.4839 0.2905 0.036 Uiso 1 1 calc R . . C14 C 0.5325(6) 0.5713(3) 0.1834(3) 0.0350(11) Uani 1 1 d . . . H14A H 0.6232 0.6125 0.2122 0.042 Uiso 1 1 calc R . . H14B H 0.5301 0.5411 0.1329 0.042 Uiso 1 1 calc R . . O8 O 0.4777(5) 0.8407(2) 0.4304(3) 0.0584(11) Uani 1 1 d . . . H8C H 0.4491 0.7881 0.4254 0.070 Uiso 1 1 d R . . H8D H 0.3929 0.8720 0.3938 0.070 Uiso 1 1 d R . . O9 O 0.1775(5) 0.9481(3) 0.3253(3) 0.0716(12) Uani 1 1 d . . . H9C H 0.1468 0.9107 0.2812 0.086 Uiso 1 1 d R . . H9D H 0.1502 0.9983 0.2999 0.086 Uiso 1 1 d R . . O10 O 0.7919(4) 0.6455(2) 0.1181(3) 0.0547(10) Uani 1 1 d . . . H10C H 0.7994 0.6955 0.1404 0.066 Uiso 1 1 d R . . H10D H 0.7038 0.6415 0.0616 0.066 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 Zn1 0.0165(2) 0.0119(3) 0.0213(2) -0.00166(17) 0.0116(2) -0.00169(18) Zn2 0.0227(3) 0.0176(3) 0.0255(3) 0.00135(19) 0.0158(2) -0.00036(19) P1 0.0156(5) 0.0112(5) 0.0208(5) 0.0009(4) 0.0114(4) 0.0025(4) O1 0.0129(13) 0.0233(16) 0.0246(14) 0.0008(12) 0.0095(12) 0.0030(11) O2 0.0250(15) 0.0092(14) 0.0256(15) -0.0011(11) 0.0106(13) 0.0047(12) O3 0.0281(15) 0.0135(14) 0.0356(16) 0.0007(12) 0.0240(14) -0.0003(12) O4 0.0271(17) 0.064(2) 0.0279(17) 0.0159(16) 0.0160(15) 0.0051(16) O5 0.0204(15) 0.0306(17) 0.0264(15) 0.0026(12) 0.0173(13) -0.0009(12) O6 0.0408(18) 0.0186(16) 0.0397(18) 0.0020(13) 0.0251(16) 0.0075(14) O7 0.0316(16) 0.0252(17) 0.0259(16) 0.0097(12) 0.0183(14) 0.0107(13) N1 0.0283(19) 0.0188(19) 0.0274(19) 0.0016(15) 0.0164(16) 0.0012(15) N2 0.0264(19) 0.022(2) 0.041(2) -0.0022(16) 0.0164(18) -0.0054(16) N3 0.037(2) 0.020(2) 0.0292(19) -0.0003(16) 0.0188(17) -0.0036(17) N4 0.0278(19) 0.027(2) 0.0261(18) 0.0051(15) 0.0171(16) 0.0039(16) C1 0.0133(18) 0.013(2) 0.0203(19) -0.0009(15) 0.0087(16) 0.0014(15) C2 0.0147(19) 0.010(2) 0.022(2) 0.0036(15) 0.0079(16) 0.0016(15) C3 0.017(2) 0.021(2) 0.0173(19) 0.0003(16) 0.0082(17) -0.0011(17) C4 0.0178(19) 0.015(2) 0.025(2) 0.0005(16) 0.0123(17) 0.0036(16) C5 0.0168(19) 0.013(2) 0.0158(19) 0.0017(15) 0.0077(16) 0.0011(15) C6 0.0187(19) 0.019(2) 0.0207(19) 0.0013(16) 0.0135(17) -0.0022(16) C7 0.022(2) 0.020(2) 0.020(2) 0.0022(16) 0.0123(18) -0.0016(17) C8 0.0143(19) 0.017(2) 0.024(2) 0.0047(16) 0.0098(17) 0.0001(16) C9 0.032(2) 0.022(2) 0.041(3) 0.006(2) 0.021(2) -0.006(2) C10 0.047(3) 0.029(3) 0.037(3) 0.008(2) 0.031(2) 0.001(2) C11 0.027(2) 0.032(3) 0.038(3) -0.003(2) 0.006(2) 0.001(2) C12 0.043(3) 0.031(3) 0.026(2) -0.006(2) 0.013(2) -0.003(2) C13 0.032(2) 0.025(2) 0.037(2) 0.0024(19) 0.022(2) 0.0072(19) C14 0.038(3) 0.038(3) 0.041(3) 0.006(2) 0.030(2) 0.011(2) O8 0.074(3) 0.038(2) 0.055(2) -0.0079(18) 0.033(2) -0.019(2) O9 0.073(3) 0.077(3) 0.063(3) -0.008(2) 0.037(2) -0.009(2) O10 0.046(2) 0.051(3) 0.066(3) -0.0016(19) 0.032(2) 0.0118(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.924(3) 3_666 ? Zn1 O7 1.960(3) 4_676 ? Zn1 O1 1.970(3) . ? Zn1 O5 1.980(3) 1_655 ? Zn2 O3 2.021(3) . ? Zn2 N2 2.037(3) . ? Zn2 N4 2.071(3) . ? Zn2 N3 2.092(4) . ? Zn2 N1 2.278(3) . ? P1 O2 1.523(3) . ? P1 O3 1.525(3) . ? P1 O1 1.529(3) . ? P1 C1 1.815(4) . ? O2 Zn1 1.924(3) 3_666 ? O4 C7 1.227(5) . ? O5 C7 1.270(5) . ? O5 Zn1 1.980(3) 1_455 ? O6 C8 1.229(5) . ? O7 C8 1.277(5) . ? O7 Zn1 1.960(3) 4_475 ? N1 C12 1.461(5) . ? N1 C10 1.471(5) . ? N1 C14 1.471(5) . ? N2 C11 1.462(6) . ? N2 H2A 0.8977 . ? N2 H2B 0.8988 . ? N3 C9 1.461(5) . ? N3 H3A 0.8982 . ? N3 H3B 0.8978 . ? N4 C13 1.495(5) . ? N4 H4A 0.8990 . ? N4 H4B 0.8967 . ? C1 C2 1.389(5) . ? C1 C6 1.392(5) . ? C2 C3 1.396(5) . ? C2 H2 0.9300 . ? C3 C4 1.403(5) . ? C3 C7 1.510(5) . ? C4 C5 1.395(5) . ? C4 H4 0.9300 . ? C5 C6 1.392(5) . ? C5 C8 1.513(5) . ? C6 H6 0.9300 . ? C9 C10 1.498(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.518(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.499(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? O8 H8C 0.8491 . ? O8 H8D 0.8484 . ? O9 H9C 0.8541 . ? O9 H9D 0.8541 . ? O10 H10C 0.8462 . ? O10 H10D 0.8498 . ? 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 Zn1 O7 118.61(12) 3_666 4_676 ? O2 Zn1 O1 101.43(11) 3_666 . ? O7 Zn1 O1 109.92(12) 4_676 . ? O2 Zn1 O5 108.82(12) 3_666 1_655 ? O7 Zn1 O5 101.94(12) 4_676 1_655 ? O1 Zn1 O5 116.90(11) . 1_655 ? O3 Zn2 N2 108.38(13) . . ? O3 Zn2 N4 98.06(12) . . ? N2 Zn2 N4 113.83(15) . . ? O3 Zn2 N3 92.51(12) . . ? N2 Zn2 N3 112.72(14) . . ? N4 Zn2 N3 125.66(14) . . ? O3 Zn2 N1 169.22(12) . . ? N2 Zn2 N1 81.81(14) . . ? N4 Zn2 N1 80.41(13) . . ? N3 Zn2 N1 79.99(13) . . ? O2 P1 O3 110.89(16) . . ? O2 P1 O1 114.33(15) . . ? O3 P1 O1 111.53(16) . . ? O2 P1 C1 105.94(16) . . ? O3 P1 C1 105.86(16) . . ? O1 P1 C1 107.71(16) . . ? P1 O1 Zn1 128.79(17) . . ? P1 O2 Zn1 132.87(16) . 3_666 ? P1 O3 Zn2 120.38(16) . . ? C7 O5 Zn1 119.9(2) . 1_455 ? C8 O7 Zn1 123.1(3) . 4_475 ? C12 N1 C10 112.2(3) . . ? C12 N1 C14 113.4(4) . . ? C10 N1 C14 113.0(4) . . ? C12 N1 Zn2 104.3(3) . . ? C10 N1 Zn2 106.8(3) . . ? C14 N1 Zn2 106.3(2) . . ? C11 N2 Zn2 108.3(3) . . ? C11 N2 H2A 102.6 . . ? Zn2 N2 H2A 113.8 . . ? C11 N2 H2B 108.9 . . ? Zn2 N2 H2B 110.9 . . ? H2A N2 H2B 112.0 . . ? C9 N3 Zn2 108.6(3) . . ? C9 N3 H3A 113.4 . . ? Zn2 N3 H3A 101.7 . . ? C9 N3 H3B 105.7 . . ? Zn2 N3 H3B 115.9 . . ? H3A N3 H3B 111.7 . . ? C13 N4 Zn2 112.1(2) . . ? C13 N4 H4A 108.5 . . ? Zn2 N4 H4A 112.5 . . ? C13 N4 H4B 112.9 . . ? Zn2 N4 H4B 110.3 . . ? H4A N4 H4B 99.8 . . ? C2 C1 C6 118.9(3) . . ? C2 C1 P1 122.9(3) . . ? C6 C1 P1 118.2(3) . . ? C1 C2 C3 121.5(4) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C2 C3 C4 118.7(4) . . ? C2 C3 C7 120.6(4) . . ? C4 C3 C7 120.6(4) . . ? C5 C4 C3 120.3(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C6 C5 C4 119.6(3) . . ? C6 C5 C8 118.6(3) . . ? C4 C5 C8 121.7(3) . . ? C5 C6 C1 120.9(3) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? O4 C7 O5 126.3(4) . . ? O4 C7 C3 118.1(4) . . ? O5 C7 C3 115.6(3) . . ? O6 C8 O7 125.6(4) . . ? O6 C8 C5 120.1(4) . . ? O7 C8 C5 114.3(3) . . ? N3 C9 C10 110.5(3) . . ? N3 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? N1 C10 C9 110.6(3) . . ? N1 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? N2 C11 C12 109.5(4) . . ? N2 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? N2 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.2 . . ? N1 C12 C11 109.7(4) . . ? N1 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? N1 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? N4 C13 C14 109.9(4) . . ? N4 C13 H13A 109.7 . . ? C14 C13 H13A 109.7 . . ? N4 C13 H13B 109.7 . . ? C14 C13 H13B 109.7 . . ? H13A C13 H13B 108.2 . . ? N1 C14 C13 111.5(4) . . ? N1 C14 H14A 109.3 . . ? C13 C14 H14A 109.3 . . ? N1 C14 H14B 109.3 . . ? C13 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? H8C O8 H8D 110.0 . . ? H9C O9 H9D 108.5 . . ? H10C O10 H10D 110.1 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.887 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.145