# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_contact_author_name 'Zhen-Gang Sun' _publ_contact_author_email szg188@163.com loop_ _publ_author_name W.Wang 'Zhen-Gang Sun' Y.Zhu J.Li F.Tong C.Huang K.Chen C.Li ; C.-Q.Jiao ; C.-L.Wang # Attachment 'szg154.cif' data_szg154 _database_code_depnum_ccdc_archive 'CCDC 784629' #TrackingRef 'szg154.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H15 N2 O7.50 P2 Zn' _chemical_formula_weight 434.57 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 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, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.1286(13) _cell_length_b 12.9525(13) _cell_length_c 20.782(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3264.8(6) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 2382 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 23.27 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.768 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 1.742 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6689 _exptl_absorpt_correction_T_max 0.6963 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 15766 _diffrn_reflns_av_R_equivalents 0.0616 _diffrn_reflns_av_sigmaI/netI 0.0452 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 25.36 _reflns_number_total 2991 _reflns_number_gt 2219 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0357P)^2^+3.0021P] 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 2991 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0578 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0881 _refine_ls_wR_factor_gt 0.0787 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.053 _refine_ls_shift/su_mean 0.002 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 0.06091(3) 0.95876(3) 0.107352(18) 0.02772(14) Uani 1 1 d . . . P1 P 0.16337(7) 0.98476(7) -0.03774(4) 0.0248(2) Uani 1 1 d . . . P2 P 0.09180(9) 0.77397(7) 0.01138(5) 0.0324(2) Uani 1 1 d . . . O1 O 0.11960(19) 1.03318(17) 0.02358(10) 0.0271(6) Uani 1 1 d . . . O2 O 0.0866(2) 0.98063(19) -0.09438(10) 0.0306(6) Uani 1 1 d . . . O3 O 0.2697(2) 1.04106(19) -0.06087(12) 0.0379(6) Uani 1 1 d . . . H3A H 0.2942 1.0785 -0.0305 0.057 Uiso 1 1 d R . . O4 O 0.0596(2) 0.81643(18) 0.07567(12) 0.0391(7) Uani 1 1 d . . . O5 O 0.1237(2) 0.66282(19) 0.01121(13) 0.0453(7) Uani 1 1 d . . . O6 O -0.0069(2) 0.78665(19) -0.03721(12) 0.0419(7) Uani 1 1 d . . . H6A H -0.0383 0.8443 -0.0304 0.063 Uiso 1 1 d R . . O7 O 0.2828(3) 0.8585(2) 0.03499(14) 0.0619(9) Uani 1 1 d . . . H7A H 0.3358 0.8986 0.0253 0.093 Uiso 1 1 d R . . O1W O 0.4634(5) 0.9665(5) 0.0334(4) 0.093(3) Uani 0.50 1 d P . . H1WB H 0.4997 1.0056 0.0585 0.140 Uiso 1 1 d R . . N1 N 0.0190(3) 0.9036(2) 0.20161(14) 0.0344(7) Uani 1 1 d . . . N2 N 0.1792(2) 1.0284(2) 0.16583(13) 0.0330(7) Uani 1 1 d . . . C1 C 0.2070(3) 0.8529(3) -0.01923(17) 0.0331(9) Uani 1 1 d . . . C2 C 0.2594(4) 0.8036(3) -0.0778(2) 0.0542(13) Uani 1 1 d . . . H2A H 0.3189 0.8462 -0.0927 0.081 Uiso 1 1 d R . . H2B H 0.2871 0.7364 -0.0668 0.081 Uiso 1 1 d R . . H2C H 0.2051 0.7971 -0.1112 0.081 Uiso 1 1 d R . . C3 C -0.0657(4) 0.8425(3) 0.2151(2) 0.0485(11) Uani 1 1 d . . . H3B H -0.1111 0.8188 0.1803 0.058 Uiso 1 1 d R . . C4 C -0.0904(4) 0.8127(4) 0.2766(2) 0.0623(14) Uani 1 1 d . . . H4B H -0.1499 0.7693 0.2847 0.075 Uiso 1 1 calc R . . C5 C -0.0266(5) 0.8475(4) 0.3257(2) 0.0689(15) Uani 1 1 d . . . H5A H -0.0436 0.8287 0.3693 0.083 Uiso 1 1 d R . . C6 C 0.0619(4) 0.9111(4) 0.31291(19) 0.0586(13) Uani 1 1 d . . . H6B H 0.1090 0.9354 0.3468 0.070 Uiso 1 1 d R . . C7 C 0.0835(3) 0.9383(3) 0.24937(18) 0.0364(10) Uani 1 1 d . . . C8 C 0.1753(3) 1.0061(3) 0.22915(17) 0.0327(9) Uani 1 1 d . . . C9 C 0.2546(4) 1.0424(3) 0.2711(2) 0.0470(11) Uani 1 1 d . . . H9A H 0.2520 1.0252 0.3146 0.056 Uiso 1 1 calc R . . C10 C 0.3375(4) 1.1044(4) 0.2478(2) 0.0536(12) Uani 1 1 d . . . H10A H 0.3932 1.1304 0.2763 0.064 Uiso 1 1 d R . . C11 C 0.3408(4) 1.1291(3) 0.1836(2) 0.0514(12) Uani 1 1 d . . . H11A H 0.3975 1.1733 0.1667 0.062 Uiso 1 1 d R . . C12 C 0.2598(3) 1.0888(3) 0.14405(19) 0.0425(10) Uani 1 1 d . . . H12A H 0.2619 1.1045 0.0989 0.051 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 0.0359(3) 0.0283(2) 0.0189(2) -0.00079(17) -0.00233(18) -0.00012(19) P1 0.0292(5) 0.0253(5) 0.0199(5) 0.0006(4) 0.0019(4) -0.0001(4) P2 0.0491(6) 0.0211(5) 0.0271(5) -0.0008(4) 0.0029(5) 0.0020(4) O1 0.0339(14) 0.0277(14) 0.0196(12) -0.0016(10) 0.0023(11) -0.0002(11) O2 0.0360(14) 0.0371(15) 0.0188(13) -0.0008(11) 0.0002(10) 0.0035(11) O3 0.0434(16) 0.0406(16) 0.0296(14) -0.0062(12) 0.0102(12) -0.0126(13) O4 0.0633(18) 0.0263(14) 0.0277(14) -0.0011(11) 0.0101(13) -0.0038(13) O5 0.073(2) 0.0195(14) 0.0437(17) 0.0005(12) 0.0099(15) 0.0087(14) O6 0.0555(18) 0.0295(15) 0.0408(16) -0.0046(12) -0.0072(14) -0.0021(13) O7 0.062(2) 0.060(2) 0.064(2) 0.0093(17) -0.0333(17) 0.0002(17) O1W 0.058(5) 0.056(5) 0.166(9) 0.004(5) -0.020(5) -0.005(4) N1 0.0447(19) 0.0343(18) 0.0241(17) 0.0011(14) -0.0018(15) -0.0001(16) N2 0.0370(18) 0.0397(18) 0.0223(16) 0.0010(14) -0.0022(14) -0.0020(15) C1 0.041(2) 0.031(2) 0.027(2) 0.0022(16) 0.0022(17) 0.0045(18) C2 0.080(3) 0.028(2) 0.055(3) 0.003(2) 0.034(3) 0.013(2) C3 0.054(3) 0.052(3) 0.039(2) 0.005(2) 0.000(2) -0.014(2) C4 0.070(3) 0.067(3) 0.050(3) 0.018(3) 0.010(3) -0.016(3) C5 0.093(4) 0.084(4) 0.030(3) 0.022(3) 0.005(3) -0.012(3) C6 0.074(3) 0.077(3) 0.025(2) 0.010(2) -0.009(2) -0.010(3) C7 0.050(3) 0.035(2) 0.024(2) 0.0009(17) -0.0037(18) 0.0097(19) C8 0.043(2) 0.033(2) 0.0225(19) -0.0017(16) -0.0058(17) 0.0043(18) C9 0.059(3) 0.052(3) 0.029(2) -0.005(2) -0.013(2) 0.002(2) C10 0.050(3) 0.060(3) 0.051(3) -0.011(2) -0.020(2) -0.008(2) C11 0.044(3) 0.060(3) 0.050(3) -0.009(2) -0.004(2) -0.016(2) C12 0.045(3) 0.049(3) 0.034(2) -0.001(2) 0.0024(19) -0.008(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O4 1.958(2) . ? Zn1 O2 1.972(2) 5_575 ? Zn1 N2 2.086(3) . ? Zn1 O1 2.114(2) . ? Zn1 N1 2.146(3) . ? P1 O2 1.502(2) . ? P1 O1 1.516(2) . ? P1 O3 1.557(2) . ? P1 C1 1.829(4) . ? P2 O5 1.491(3) . ? P2 O4 1.497(3) . ? P2 O6 1.575(3) . ? P2 C1 1.844(4) . ? O2 Zn1 1.972(2) 5_575 ? O3 H3A 0.8501 . ? O6 H6A 0.8500 . ? O7 C1 1.456(4) . ? O7 H7A 0.8499 . ? O1W H1WB 0.8501 . ? N1 C3 1.327(5) . ? N1 C7 1.342(5) . ? N2 C12 1.331(5) . ? N2 C8 1.348(4) . ? C1 C2 1.515(5) . ? C2 H2A 0.9601 . ? C2 H2B 0.9600 . ? C2 H2C 0.9599 . ? C3 C4 1.368(6) . ? C3 H3B 0.9600 . ? C4 C5 1.358(6) . ? C4 H4B 0.9300 . ? C5 C6 1.379(6) . ? C5 H5A 0.9600 . ? C6 C7 1.392(5) . ? C6 H6B 0.9601 . ? C7 C8 1.480(5) . ? C8 C9 1.381(5) . ? C9 C10 1.375(6) . ? C9 H9A 0.9300 . ? C10 C11 1.372(6) . ? C10 H10A 0.9600 . ? C11 C12 1.383(5) . ? C11 H11A 0.9600 . ? C12 H12A 0.9600 . ? 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 O4 Zn1 O2 108.75(11) . 5_575 ? O4 Zn1 N2 127.53(12) . . ? O2 Zn1 N2 122.10(11) 5_575 . ? O4 Zn1 O1 98.93(9) . . ? O2 Zn1 O1 90.65(9) 5_575 . ? N2 Zn1 O1 92.92(10) . . ? O4 Zn1 N1 89.51(11) . . ? O2 Zn1 N1 92.43(11) 5_575 . ? N2 Zn1 N1 77.01(12) . . ? O1 Zn1 N1 169.57(10) . . ? O2 P1 O1 117.16(14) . . ? O2 P1 O3 106.74(14) . . ? O1 P1 O3 110.84(14) . . ? O2 P1 C1 108.11(16) . . ? O1 P1 C1 108.10(15) . . ? O3 P1 C1 105.24(16) . . ? O5 P2 O4 115.14(15) . . ? O5 P2 O6 107.26(16) . . ? O4 P2 O6 109.61(15) . . ? O5 P2 C1 109.74(17) . . ? O4 P2 C1 107.57(16) . . ? O6 P2 C1 107.26(16) . . ? P1 O1 Zn1 128.43(14) . . ? P1 O2 Zn1 130.95(14) . 5_575 ? P1 O3 H3A 109.1 . . ? P2 O4 Zn1 130.10(15) . . ? P2 O6 H6A 109.0 . . ? C1 O7 H7A 109.0 . . ? C3 N1 C7 119.7(3) . . ? C3 N1 Zn1 125.1(3) . . ? C7 N1 Zn1 115.2(3) . . ? C12 N2 C8 118.9(3) . . ? C12 N2 Zn1 124.1(3) . . ? C8 N2 Zn1 116.9(2) . . ? O7 C1 C2 112.2(3) . . ? O7 C1 P1 107.4(2) . . ? C2 C1 P1 110.3(3) . . ? O7 C1 P2 103.8(2) . . ? C2 C1 P2 111.2(3) . . ? P1 C1 P2 111.8(2) . . ? C1 C2 H2A 109.4 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.3 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 122.4(4) . . ? N1 C3 H3B 118.4 . . ? C4 C3 H3B 119.2 . . ? C5 C4 C3 118.9(5) . . ? C5 C4 H4B 120.5 . . ? C3 C4 H4B 120.5 . . ? C4 C5 C6 119.8(4) . . ? C4 C5 H5A 120.2 . . ? C6 C5 H5A 120.1 . . ? C5 C6 C7 118.8(4) . . ? C5 C6 H6B 121.1 . . ? C7 C6 H6B 120.1 . . ? N1 C7 C6 120.5(4) . . ? N1 C7 C8 115.3(3) . . ? C6 C7 C8 124.2(4) . . ? N2 C8 C9 121.3(4) . . ? N2 C8 C7 115.5(3) . . ? C9 C8 C7 123.2(4) . . ? C10 C9 C8 119.0(4) . . ? C10 C9 H9A 120.5 . . ? C8 C9 H9A 120.5 . . ? C11 C10 C9 120.1(4) . . ? C11 C10 H10A 119.9 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 117.9(4) . . ? C10 C11 H11A 121.0 . . ? C12 C11 H11A 121.1 . . ? N2 C12 C11 122.8(4) . . ? N2 C12 H12A 118.4 . . ? C11 C12 H12A 118.8 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.36 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.393 _refine_diff_density_min -0.548 _refine_diff_density_rms 0.078 # Attachment 'szg155.cif' data_szg155 _database_code_depnum_ccdc_archive 'CCDC 784630' #TrackingRef 'szg155.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H16 N2 O8 P2 Zn' _chemical_formula_weight 467.62 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1777(9) _cell_length_b 10.4708(12) _cell_length_c 11.0725(13) _cell_angle_alpha 112.3850(10) _cell_angle_beta 101.4030(10) _cell_angle_gamma 90.1070(10) _cell_volume 856.24(17) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 1840 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 27.24 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 1.670 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7206 _exptl_absorpt_correction_T_max 0.7760 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4840 _diffrn_reflns_av_R_equivalents 0.0159 _diffrn_reflns_av_sigmaI/netI 0.0394 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 26.50 _reflns_number_total 3458 _reflns_number_gt 2833 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0498P)^2^+0.7385P] 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 3458 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1017 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 0.70481(5) 0.17171(4) 0.19538(4) 0.02592(13) Uani 1 1 d . . . P1 P 0.47899(10) 0.12800(8) -0.10428(8) 0.0231(2) Uani 1 1 d . . . P2 P 0.86586(11) 0.16955(9) -0.04155(9) 0.0252(2) Uani 1 1 d . . . O1 O 0.5036(3) 0.1580(2) 0.0435(2) 0.0270(5) Uani 1 1 d . . . O2 O 0.3455(3) 0.0146(2) -0.1938(2) 0.0296(5) Uani 1 1 d . . . O3 O 0.4466(3) 0.2638(2) -0.1302(3) 0.0331(6) Uani 1 1 d . . . O4 O 0.8746(3) 0.1378(2) 0.0829(2) 0.0290(5) Uani 1 1 d . . . O5 O 1.0125(3) 0.0998(3) -0.1097(3) 0.0354(6) Uani 1 1 d . . . H3A H 0.3736 0.3058 -0.0888 0.053 Uiso 1 1 d R . . H5D H 1.0335 0.0285 -0.0923 0.053 Uiso 1 1 d R . . O6 O 0.8774(3) 0.3180(2) -0.0226(3) 0.0380(6) Uani 1 1 d . . . O7 O 0.6860(3) -0.0688(2) -0.1827(2) 0.0326(6) Uani 1 1 d . . . H7A H 0.6461 -0.1179 -0.2611 0.049 Uiso 1 1 d R . . O1W O 0.7785(3) 0.5801(3) 0.0136(3) 0.0419(7) Uani 1 1 d . . . H1WA H 0.7133 0.5588 -0.0625 0.063 Uiso 1 1 d R . . H1WC H 0.8792 0.5883 0.0063 0.063 Uiso 1 1 d R . . N1 N 0.6528(4) 0.3769(3) 0.3044(3) 0.0301(6) Uani 1 1 d . . . N2 N 0.8665(4) 0.2196(3) 0.3876(3) 0.0295(6) Uani 1 1 d . . . C1 C 0.6740(4) 0.0759(3) -0.1624(3) 0.0250(7) Uani 1 1 d . . . C2 C 0.6663(5) 0.0854(4) -0.2976(4) 0.0377(9) Uani 1 1 d . . . H2A H 0.7455 0.1587 -0.2871 0.056 Uiso 1 1 d R . . H2B H 0.5557 0.1043 -0.3314 0.056 Uiso 1 1 d R . . H2C H 0.6933 -0.0009 -0.3593 0.056 Uiso 1 1 d R . . C3 C 0.7370(4) 0.4319(4) 0.4340(3) 0.0301(8) Uani 1 1 d . . . C4 C 0.5504(5) 0.4553(4) 0.2610(4) 0.0390(9) Uani 1 1 d . . . H4A H 0.4928 0.4193 0.1722 0.047 Uiso 1 1 d R . . C5 C 0.5256(6) 0.5891(4) 0.3430(5) 0.0487(11) Uani 1 1 d . . . H5A H 0.4524 0.6408 0.3086 0.058 Uiso 1 1 d R . . C6 C 0.6077(6) 0.6442(4) 0.4728(5) 0.0481(11) Uani 1 1 d . . . H6A H 0.5912 0.7337 0.5278 0.058 Uiso 1 1 d R . . C7 C 0.7186(5) 0.5652(4) 0.5233(4) 0.0371(9) Uani 1 1 d . . . C8 C 0.8140(6) 0.6120(4) 0.6586(4) 0.0482(11) Uani 1 1 d . . . H8A H 0.8030 0.7007 0.7183 0.058 Uiso 1 1 d R . . C9 C 0.9158(6) 0.5327(4) 0.7017(4) 0.0483(11) Uani 1 1 d . . . H9A H 0.9804 0.5635 0.7887 0.058 Uiso 1 1 d R . . C10 C 0.9379(5) 0.3948(4) 0.6130(3) 0.0354(9) Uani 1 1 d . . . C11 C 1.0473(5) 0.3067(4) 0.6497(4) 0.0443(10) Uani 1 1 d . . . H11A H 1.1073 0.3338 0.7373 0.053 Uiso 1 1 d R . . C12 C 1.0663(5) 0.1810(4) 0.5564(4) 0.0425(10) Uani 1 1 d . . . H12A H 1.1403 0.1223 0.5789 0.051 Uiso 1 1 d R . . C13 C 0.9726(5) 0.1408(4) 0.4268(4) 0.0363(8) Uani 1 1 d . . . H13A H 0.9847 0.0538 0.3644 0.044 Uiso 1 1 d R . . C14 C 0.8499(4) 0.3465(3) 0.4798(3) 0.0288(7) 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 0.0296(2) 0.0243(2) 0.0199(2) 0.00493(16) 0.00377(16) 0.00404(15) P1 0.0247(4) 0.0220(4) 0.0224(4) 0.0092(3) 0.0033(3) 0.0049(3) P2 0.0248(4) 0.0239(4) 0.0261(5) 0.0087(4) 0.0058(4) 0.0036(3) O1 0.0277(12) 0.0292(12) 0.0219(12) 0.0080(10) 0.0044(10) 0.0060(9) O2 0.0275(12) 0.0289(12) 0.0287(13) 0.0109(10) -0.0015(10) -0.0003(10) O3 0.0386(14) 0.0276(13) 0.0400(15) 0.0179(11) 0.0142(12) 0.0129(11) O4 0.0253(12) 0.0339(13) 0.0258(12) 0.0102(11) 0.0040(10) 0.0058(10) O5 0.0312(13) 0.0419(15) 0.0402(15) 0.0200(12) 0.0152(12) 0.0111(11) O6 0.0401(14) 0.0260(13) 0.0441(16) 0.0124(12) 0.0030(12) 0.0000(11) O7 0.0390(14) 0.0181(11) 0.0321(13) 0.0012(10) 0.0060(11) 0.0071(10) O1W 0.0396(15) 0.0409(15) 0.0460(16) 0.0159(13) 0.0129(13) 0.0127(12) N1 0.0360(16) 0.0271(15) 0.0252(15) 0.0073(12) 0.0084(13) 0.0033(12) N2 0.0374(16) 0.0265(15) 0.0224(15) 0.0076(12) 0.0055(13) 0.0008(12) C1 0.0301(17) 0.0228(16) 0.0209(16) 0.0073(14) 0.0052(14) 0.0059(13) C2 0.039(2) 0.048(2) 0.0283(19) 0.0163(18) 0.0104(17) 0.0112(17) C3 0.0349(19) 0.0273(18) 0.0252(18) 0.0043(15) 0.0119(15) -0.0020(14) C4 0.045(2) 0.037(2) 0.040(2) 0.0185(18) 0.0128(18) 0.0120(17) C5 0.053(3) 0.037(2) 0.069(3) 0.028(2) 0.025(2) 0.0152(19) C6 0.058(3) 0.0248(19) 0.059(3) 0.0054(19) 0.030(2) 0.0010(18) C7 0.044(2) 0.0234(18) 0.040(2) 0.0017(16) 0.0215(18) -0.0039(16) C8 0.054(3) 0.035(2) 0.038(2) -0.0104(18) 0.020(2) -0.0109(19) C9 0.054(3) 0.046(2) 0.027(2) -0.0052(18) 0.0091(19) -0.013(2) C10 0.036(2) 0.042(2) 0.0224(18) 0.0060(16) 0.0053(15) -0.0109(16) C11 0.045(2) 0.057(3) 0.0263(19) 0.0182(19) -0.0064(17) -0.0159(19) C12 0.043(2) 0.043(2) 0.041(2) 0.0222(19) -0.0028(19) -0.0026(18) C13 0.040(2) 0.034(2) 0.033(2) 0.0150(17) 0.0020(17) 0.0021(16) C14 0.0328(18) 0.0283(18) 0.0229(17) 0.0060(14) 0.0086(15) -0.0038(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.986(2) 2_655 ? Zn1 O4 1.988(2) . ? Zn1 O1 2.068(2) . ? Zn1 N1 2.118(3) . ? Zn1 N2 2.145(3) . ? P1 O2 1.502(2) . ? P1 O1 1.515(2) . ? P1 O3 1.568(2) . ? P1 C1 1.843(3) . ? P2 O6 1.487(3) . ? P2 O4 1.525(2) . ? P2 O5 1.576(2) . ? P2 C1 1.838(3) . ? O2 Zn1 1.986(2) 2_655 ? O3 H3A 0.8456 . ? O5 H5D 0.8488 . ? O7 C1 1.451(4) . ? O7 H7A 0.8200 . ? O1W H1WA 0.8500 . ? O1W H1WC 0.8500 . ? N1 C4 1.323(5) . ? N1 C3 1.358(4) . ? N2 C13 1.322(5) . ? N2 C14 1.360(4) . ? C1 C2 1.527(5) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C7 1.399(5) . ? C3 C14 1.439(5) . ? C4 C5 1.391(5) . ? C4 H4A 0.9300 . ? C5 C6 1.354(6) . ? C5 H5A 0.9300 . ? C6 C7 1.405(6) . ? C6 H6A 0.9300 . ? C7 C8 1.438(6) . ? C8 C9 1.326(6) . ? C8 H8A 0.9300 . ? C9 C10 1.439(5) . ? C9 H9A 0.9344 . ? C10 C14 1.400(5) . ? C10 C11 1.400(6) . ? C11 C12 1.361(6) . ? C11 H11A 0.9300 . ? C12 C13 1.389(5) . ? C12 H12A 0.9300 . ? C13 H13A 0.9299 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Zn1 O4 102.83(10) 2_655 . ? O2 Zn1 O1 95.76(9) 2_655 . ? O4 Zn1 O1 95.28(9) . . ? O2 Zn1 N1 136.09(11) 2_655 . ? O4 Zn1 N1 120.16(10) . . ? O1 Zn1 N1 89.20(10) . . ? O2 Zn1 N2 87.21(10) 2_655 . ? O4 Zn1 N2 99.80(10) . . ? O1 Zn1 N2 163.59(10) . . ? N1 Zn1 N2 77.67(11) . . ? O2 P1 O1 115.03(14) . . ? O2 P1 O3 110.37(14) . . ? O1 P1 O3 110.50(14) . . ? O2 P1 C1 106.28(14) . . ? O1 P1 C1 110.50(14) . . ? O3 P1 C1 103.45(14) . . ? O6 P2 O4 117.25(15) . . ? O6 P2 O5 107.76(15) . . ? O4 P2 O5 107.90(13) . . ? O6 P2 C1 111.20(15) . . ? O4 P2 C1 107.42(14) . . ? O5 P2 C1 104.53(14) . . ? P1 O1 Zn1 135.56(14) . . ? P1 O2 Zn1 130.82(14) . 2_655 ? P1 O3 H3A 109.5 . . ? P2 O4 Zn1 127.14(13) . . ? P2 O5 H5D 108.7 . . ? C1 O7 H7A 109.6 . . ? H1WA O1W H1WC 109.5 . . ? C4 N1 C3 117.7(3) . . ? C4 N1 Zn1 127.9(3) . . ? C3 N1 Zn1 114.5(2) . . ? C13 N2 C14 117.7(3) . . ? C13 N2 Zn1 128.5(2) . . ? C14 N2 Zn1 113.8(2) . . ? O7 C1 C2 107.1(3) . . ? O7 C1 P2 105.8(2) . . ? C2 C1 P2 111.2(2) . . ? O7 C1 P1 107.3(2) . . ? C2 C1 P1 110.5(2) . . ? P2 C1 P1 114.42(17) . . ? C1 C2 H2A 109.4 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.4 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C7 123.4(3) . . ? N1 C3 C14 117.3(3) . . ? C7 C3 C14 119.3(3) . . ? N1 C4 C5 122.5(4) . . ? N1 C4 H4A 118.6 . . ? C5 C4 H4A 118.9 . . ? C6 C5 C4 120.2(4) . . ? C6 C5 H5A 120.0 . . ? C4 C5 H5A 119.8 . . ? C5 C6 C7 119.4(4) . . ? C5 C6 H6A 120.3 . . ? C7 C6 H6A 120.3 . . ? C3 C7 C6 116.8(4) . . ? C3 C7 C8 118.4(4) . . ? C6 C7 C8 124.8(4) . . ? C9 C8 C7 122.4(4) . . ? C9 C8 H8A 118.8 . . ? C7 C8 H8A 118.8 . . ? C8 C9 C10 120.9(4) . . ? C8 C9 H9A 122.7 . . ? C10 C9 H9A 116.4 . . ? C14 C10 C11 117.3(3) . . ? C14 C10 C9 118.4(4) . . ? C11 C10 C9 124.3(4) . . ? C12 C11 C10 119.8(4) . . ? C12 C11 H11A 119.8 . . ? C10 C11 H11A 120.4 . . ? C11 C12 C13 119.1(4) . . ? C11 C12 H12A 120.7 . . ? C13 C12 H12A 120.2 . . ? N2 C13 C12 123.4(4) . . ? N2 C13 H13A 118.3 . . ? C12 C13 H13A 118.4 . . ? N2 C14 C10 122.7(3) . . ? N2 C14 C3 116.7(3) . . ? C10 C14 C3 120.6(3) . . ? 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 O2 P1 O1 Zn1 127.21(19) . . . . ? O3 P1 O1 Zn1 -107.0(2) . . . . ? C1 P1 O1 Zn1 6.9(2) . . . . ? O2 Zn1 O1 P1 -101.4(2) 2_655 . . . ? O4 Zn1 O1 P1 2.1(2) . . . . ? N1 Zn1 O1 P1 122.4(2) . . . . ? N2 Zn1 O1 P1 158.9(3) . . . . ? O1 P1 O2 Zn1 -44.9(2) . . . 2_655 ? O3 P1 O2 Zn1 -170.77(16) . . . 2_655 ? C1 P1 O2 Zn1 77.7(2) . . . 2_655 ? O6 P2 O4 Zn1 68.4(2) . . . . ? O5 P2 O4 Zn1 -169.84(15) . . . . ? C1 P2 O4 Zn1 -57.6(2) . . . . ? O2 Zn1 O4 P2 124.22(17) 2_655 . . . ? O1 Zn1 O4 P2 27.07(18) . . . . ? N1 Zn1 O4 P2 -65.1(2) . . . . ? N2 Zn1 O4 P2 -146.43(17) . . . . ? O2 Zn1 N1 C4 -109.6(3) 2_655 . . . ? O4 Zn1 N1 C4 83.6(3) . . . . ? O1 Zn1 N1 C4 -12.1(3) . . . . ? N2 Zn1 N1 C4 177.8(3) . . . . ? O2 Zn1 N1 C3 70.6(3) 2_655 . . . ? O4 Zn1 N1 C3 -96.3(2) . . . . ? O1 Zn1 N1 C3 168.1(2) . . . . ? N2 Zn1 N1 C3 -2.0(2) . . . . ? O2 Zn1 N2 C13 42.1(3) 2_655 . . . ? O4 Zn1 N2 C13 -60.4(3) . . . . ? O1 Zn1 N2 C13 143.1(4) . . . . ? N1 Zn1 N2 C13 -179.4(3) . . . . ? O2 Zn1 N2 C14 -135.4(2) 2_655 . . . ? O4 Zn1 N2 C14 122.1(2) . . . . ? O1 Zn1 N2 C14 -34.4(5) . . . . ? N1 Zn1 N2 C14 3.1(2) . . . . ? O6 P2 C1 O7 174.1(2) . . . . ? O4 P2 C1 O7 -56.3(2) . . . . ? O5 P2 C1 O7 58.1(2) . . . . ? O6 P2 C1 C2 58.2(3) . . . . ? O4 P2 C1 C2 -172.3(2) . . . . ? O5 P2 C1 C2 -57.8(3) . . . . ? O6 P2 C1 P1 -67.9(2) . . . . ? O4 P2 C1 P1 61.6(2) . . . . ? O5 P2 C1 P1 176.11(16) . . . . ? O2 P1 C1 O7 -45.8(2) . . . . ? O1 P1 C1 O7 79.6(2) . . . . ? O3 P1 C1 O7 -162.1(2) . . . . ? O2 P1 C1 C2 70.6(3) . . . . ? O1 P1 C1 C2 -164.0(2) . . . . ? O3 P1 C1 C2 -45.7(3) . . . . ? O2 P1 C1 P2 -162.96(16) . . . . ? O1 P1 C1 P2 -37.5(2) . . . . ? O3 P1 C1 P2 80.8(2) . . . . ? C4 N1 C3 C7 1.1(5) . . . . ? Zn1 N1 C3 C7 -179.1(3) . . . . ? C4 N1 C3 C14 -179.2(3) . . . . ? Zn1 N1 C3 C14 0.7(4) . . . . ? C3 N1 C4 C5 -0.7(6) . . . . ? Zn1 N1 C4 C5 179.5(3) . . . . ? N1 C4 C5 C6 0.0(6) . . . . ? C4 C5 C6 C7 0.3(6) . . . . ? N1 C3 C7 C6 -0.7(5) . . . . ? C14 C3 C7 C6 179.5(3) . . . . ? N1 C3 C7 C8 179.7(3) . . . . ? C14 C3 C7 C8 0.0(5) . . . . ? C5 C6 C7 C3 0.0(6) . . . . ? C5 C6 C7 C8 179.5(4) . . . . ? C3 C7 C8 C9 -1.2(6) . . . . ? C6 C7 C8 C9 179.3(4) . . . . ? C7 C8 C9 C10 1.1(6) . . . . ? C8 C9 C10 C14 0.3(6) . . . . ? C8 C9 C10 C11 177.7(4) . . . . ? C14 C10 C11 C12 1.0(6) . . . . ? C9 C10 C11 C12 -176.3(4) . . . . ? C10 C11 C12 C13 -1.7(6) . . . . ? C14 N2 C13 C12 0.3(6) . . . . ? Zn1 N2 C13 C12 -177.1(3) . . . . ? C11 C12 C13 N2 1.1(6) . . . . ? C13 N2 C14 C10 -1.0(5) . . . . ? Zn1 N2 C14 C10 176.7(3) . . . . ? C13 N2 C14 C3 178.4(3) . . . . ? Zn1 N2 C14 C3 -3.8(4) . . . . ? C11 C10 C14 N2 0.4(5) . . . . ? C9 C10 C14 N2 177.9(3) . . . . ? C11 C10 C14 C3 -179.1(3) . . . . ? C9 C10 C14 C3 -1.6(5) . . . . ? N1 C3 C14 N2 2.2(5) . . . . ? C7 C3 C14 N2 -178.1(3) . . . . ? N1 C3 C14 C10 -178.4(3) . . . . ? C7 C3 C14 C10 1.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.501 _refine_diff_density_min -0.651 _refine_diff_density_rms 0.082 # Attachment 'szg156.cif' data_szg156 _database_code_depnum_ccdc_archive 'CCDC 784631' #TrackingRef 'szg156.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H9.50 N O7.50 P2 Zn' _chemical_formula_weight 366.98 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 Pnna loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 7.5131(7) _cell_length_b 18.2935(18) _cell_length_c 18.7247(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2573.5(4) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 4565 _cell_measurement_theta_min 2.92 _cell_measurement_theta_max 28.16 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.894 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1476 _exptl_absorpt_coefficient_mu 2.189 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6552 _exptl_absorpt_correction_T_max 0.7264 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13377 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0220 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 26.50 _reflns_number_total 2680 _reflns_number_gt 2313 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0430P)^2^+2.3065P] 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 2680 _refine_ls_number_parameters 178 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0351 _refine_ls_R_factor_gt 0.0288 _refine_ls_wR_factor_ref 0.0805 _refine_ls_wR_factor_gt 0.0769 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 0.7500 0.0000 0.27772(2) 0.01931(12) Uani 1 2 d S . . Zn2 Zn 0.89735(6) 0.2500 0.2500 0.02412(13) Uani 1 2 d S . . P1 P 0.78114(9) 0.12843(3) 0.15118(3) 0.01935(15) Uani 1 1 d . . . P2 P 1.09754(8) 0.09941(3) 0.24440(4) 0.01939(16) Uani 1 1 d . . . O1 O 0.7587(3) 0.20674(9) 0.17418(11) 0.0281(4) Uani 1 1 d . . . O2 O 0.7215(3) 0.12517(11) 0.07098(10) 0.0345(5) Uani 1 1 d . . . H2D H 0.7394 0.0823 0.0549 0.052 Uiso 1 1 d R . . O3 O 0.6847(2) 0.07216(9) 0.19491(10) 0.0240(4) Uani 1 1 d . . . O4 O 1.0268(2) 0.02857(9) 0.27484(9) 0.0215(4) Uani 1 1 d . . . O5 O 1.0402(3) 0.16816(10) 0.28232(10) 0.0277(4) Uani 1 1 d . . . O6 O 1.3047(2) 0.09787(11) 0.24246(12) 0.0347(5) Uani 1 1 d . . . H6B H 1.3408 0.0553 0.2536 0.052 Uiso 1 1 d R . . O7 O 1.0313(3) 0.03163(9) 0.11988(10) 0.0271(4) Uani 1 1 d . . . O1W O 0.2500 1.0000 0.00682(14) 0.0332(6) Uani 1 2 d S . . H1WB H 0.2913 1.0288 0.0383 0.050 Uiso 0.50 1 d PR . . N1 N 0.6855(3) 0.06896(13) 0.36500(12) 0.0287(5) Uani 1 1 d . . . C1 C 1.0185(3) 0.10385(12) 0.15161(13) 0.0204(5) Uani 1 1 d . . . C2 C 1.1297(4) 0.15676(16) 0.10661(16) 0.0344(7) Uani 1 1 d . . . H2A H 1.0846 0.1577 0.0586 0.052 Uiso 1 1 d R . . H2B H 1.1229 0.2049 0.1268 0.052 Uiso 1 1 d R . . H2C H 1.2515 0.1408 0.1061 0.052 Uiso 1 1 d R . . C3 C 0.7150(4) 0.03633(18) 0.42915(15) 0.0353(7) Uani 1 1 d . . . C4 C 0.6186(4) 0.13597(16) 0.3640(2) 0.0413(8) Uani 1 1 d . . . H4A H 0.5979 0.1589 0.3187 0.050 Uiso 1 1 d R . . C5 C 0.5783(6) 0.1744(2) 0.4266(2) 0.0621(12) Uani 1 1 d . . . H5A H 0.5287 0.2227 0.4242 0.074 Uiso 1 1 d R . . C6 C 0.6080(5) 0.1426(3) 0.4907(2) 0.0700(14) Uani 1 1 d . . . H6A H 0.5809 0.1686 0.5339 0.084 Uiso 1 1 d R . . C7 C 0.6787(5) 0.0720(2) 0.49440(17) 0.0544(11) Uani 1 1 d . . . C8 C 0.7168(6) 0.0335(3) 0.55920(18) 0.0760(17) Uani 1 1 d . . . H8A H 0.6859 0.0641 0.5990 0.114 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 0.0199(2) 0.0212(2) 0.0169(2) 0.000 0.000 -0.00030(16) Zn2 0.0279(2) 0.0146(2) 0.0299(3) -0.00510(17) 0.000 0.000 P1 0.0251(3) 0.0144(3) 0.0185(3) -0.0001(2) -0.0040(2) 0.0011(2) P2 0.0173(3) 0.0159(3) 0.0250(4) -0.0003(2) -0.0010(3) 0.0005(2) O1 0.0333(10) 0.0166(9) 0.0345(11) -0.0043(8) -0.0100(8) 0.0035(8) O2 0.0523(13) 0.0282(10) 0.0230(10) -0.0008(8) -0.0131(9) 0.0045(9) O3 0.0211(9) 0.0225(9) 0.0285(10) 0.0041(7) -0.0019(8) 0.0010(7) O4 0.0198(9) 0.0190(8) 0.0258(9) 0.0036(7) -0.0034(7) -0.0012(7) O5 0.0315(10) 0.0217(9) 0.0300(10) -0.0048(8) -0.0050(8) 0.0056(8) O6 0.0176(10) 0.0255(10) 0.0610(14) 0.0046(9) -0.0010(9) -0.0002(8) O7 0.0359(11) 0.0198(9) 0.0256(10) -0.0060(7) 0.0085(8) 0.0026(8) O1W 0.0458(17) 0.0337(15) 0.0200(14) 0.000 0.000 0.0022(13) N1 0.0274(12) 0.0330(13) 0.0258(12) -0.0078(10) 0.0050(10) -0.0101(10) C1 0.0268(13) 0.0143(11) 0.0200(12) -0.0006(9) 0.0041(10) 0.0001(9) C2 0.0419(18) 0.0281(14) 0.0333(16) 0.0030(12) 0.0130(13) -0.0064(13) C3 0.0293(16) 0.0547(19) 0.0219(14) -0.0061(13) 0.0040(11) -0.0209(14) C4 0.0395(17) 0.0300(16) 0.054(2) -0.0142(14) 0.0179(15) -0.0108(13) C5 0.064(3) 0.049(2) 0.073(3) -0.033(2) 0.034(2) -0.0194(18) C6 0.068(3) 0.082(3) 0.060(3) -0.050(2) 0.036(2) -0.035(2) C7 0.047(2) 0.090(3) 0.0270(17) -0.0236(18) 0.0125(15) -0.037(2) C8 0.074(3) 0.131(4) 0.0222(17) -0.0189(19) 0.0116(19) -0.051(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 O3 2.0946(18) 2_655 ? Zn1 O3 2.0946(18) . ? Zn1 N1 2.121(2) . ? Zn1 N1 2.121(2) 2_655 ? Zn1 O4 2.1451(17) 2_655 ? Zn1 O4 2.1451(17) . ? Zn2 O1 1.9305(18) . ? Zn2 O1 1.9305(18) 4 ? Zn2 O5 1.9391(18) 4 ? Zn2 O5 1.9391(18) . ? P1 O3 1.5016(18) . ? P1 O1 1.5053(18) . ? P1 O2 1.5683(19) . ? P1 C1 1.839(3) . ? P2 O5 1.5071(18) . ? P2 O4 1.5122(17) . ? P2 O6 1.5572(19) . ? P2 C1 1.838(3) . ? O2 H2D 0.8500 . ? O6 H6B 0.8500 . ? O7 C1 1.452(3) . ? O1W H1WB 0.8500 . ? N1 C4 1.325(4) . ? N1 C3 1.360(4) . ? C1 C2 1.531(3) . ? C2 H2A 0.9601 . ? C2 H2B 0.9599 . ? C2 H2C 0.9600 . ? C3 C7 1.412(4) . ? C3 C3 1.429(7) 2_655 ? C4 C5 1.400(5) . ? C4 H4A 0.9600 . ? C5 C6 1.353(7) . ? C5 H5A 0.9599 . ? C6 C7 1.398(6) . ? C6 H6A 0.9599 . ? C7 C8 1.432(6) . ? C8 C8 1.324(10) 2_655 ? C8 H8A 0.9601 . ? 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 O3 84.49(10) 2_655 . ? O3 Zn1 N1 177.31(8) 2_655 . ? O3 Zn1 N1 98.17(8) . . ? O3 Zn1 N1 98.17(8) 2_655 2_655 ? O3 Zn1 N1 177.31(8) . 2_655 ? N1 Zn1 N1 79.17(13) . 2_655 ? O3 Zn1 O4 93.14(7) 2_655 2_655 ? O3 Zn1 O4 84.72(7) . 2_655 ? N1 Zn1 O4 86.73(8) . 2_655 ? N1 Zn1 O4 95.50(8) 2_655 2_655 ? O3 Zn1 O4 84.72(7) 2_655 . ? O3 Zn1 O4 93.14(7) . . ? N1 Zn1 O4 95.50(8) . . ? N1 Zn1 O4 86.73(8) 2_655 . ? O4 Zn1 O4 177.12(9) 2_655 . ? O1 Zn2 O1 114.69(12) . 4 ? O1 Zn2 O5 112.69(8) . 4 ? O1 Zn2 O5 102.22(8) 4 4 ? O1 Zn2 O5 102.22(8) . . ? O1 Zn2 O5 112.69(8) 4 . ? O5 Zn2 O5 112.77(12) 4 . ? O3 P1 O1 116.25(11) . . ? O3 P1 O2 110.99(11) . . ? O1 P1 O2 106.15(11) . . ? O3 P1 C1 107.32(11) . . ? O1 P1 C1 109.88(11) . . ? O2 P1 C1 105.77(12) . . ? O5 P2 O4 115.92(11) . . ? O5 P2 O6 108.16(11) . . ? O4 P2 O6 110.15(10) . . ? O5 P2 C1 108.44(11) . . ? O4 P2 C1 106.29(10) . . ? O6 P2 C1 107.57(12) . . ? P1 O1 Zn2 122.69(11) . . ? P1 O2 H2D 109.2 . . ? P1 O3 Zn1 136.28(11) . . ? P2 O4 Zn1 123.98(10) . . ? P2 O5 Zn2 130.95(12) . . ? P2 O6 H6B 109.3 . . ? C4 N1 C3 118.7(3) . . ? C4 N1 Zn1 128.8(2) . . ? C3 N1 Zn1 112.49(19) . . ? O7 C1 C2 108.3(2) . . ? O7 C1 P2 108.98(16) . . ? C2 C1 P2 111.81(19) . . ? O7 C1 P1 106.55(16) . . ? C2 C1 P1 111.85(18) . . ? P2 C1 P1 109.16(13) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C7 122.0(3) . . ? N1 C3 C3 117.92(17) . 2_655 ? C7 C3 C3 120.1(2) . 2_655 ? N1 C4 C5 122.4(4) . . ? N1 C4 H4A 118.5 . . ? C5 C4 H4A 119.1 . . ? C6 C5 C4 119.4(4) . . ? C6 C5 H5A 120.1 . . ? C4 C5 H5A 120.5 . . ? C5 C6 C7 120.3(3) . . ? C5 C6 H6A 119.9 . . ? C7 C6 H6A 119.9 . . ? C6 C7 C3 117.2(4) . . ? C6 C7 C8 124.9(4) . . ? C3 C7 C8 117.9(4) . . ? C8 C8 C7 122.1(2) 2_655 . ? C8 C8 H8A 129.1 2_655 . ? C7 C8 H8A 108.9 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.632 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.079 # Attachment 'szg157.cif' data_szg157 _database_code_depnum_ccdc_archive 'CCDC 784632' #TrackingRef 'szg157.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H14 N2 O7 P2 Zn' _chemical_formula_weight 449.58 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 P2(1)/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 13.7837(18) _cell_length_b 7.1911(10) _cell_length_c 16.257(2) _cell_angle_alpha 90.00 _cell_angle_beta 96.810(2) _cell_angle_gamma 90.00 _cell_volume 1600.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 1992 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 26.78 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.866 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.779 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7031 _exptl_absorpt_correction_T_max 0.7543 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8644 _diffrn_reflns_av_R_equivalents 0.0403 _diffrn_reflns_av_sigmaI/netI 0.0517 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 26.50 _reflns_number_total 3280 _reflns_number_gt 2531 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0414P)^2^+0.2761P] 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 3280 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0565 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.0906 _refine_ls_wR_factor_gt 0.0840 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 0.34753(3) 0.32031(6) 0.15409(2) 0.02105(12) Uani 1 1 d . . . P1 P 0.12769(6) 0.44037(13) 0.08062(5) 0.0217(2) Uani 1 1 d . . . P2 P 0.16127(6) 0.05787(13) 0.17018(5) 0.0230(2) Uani 1 1 d . . . O1 O 0.23470(15) 0.4767(3) 0.10418(13) 0.0253(5) Uani 1 1 d . . . O2 O 0.11267(16) 0.3467(3) -0.00761(13) 0.0287(6) Uani 1 1 d . . . H2D H 0.0563 0.3631 -0.0286 0.043 Uiso 1 1 d R . . O3 O 0.06382(15) 0.6111(3) 0.08197(13) 0.0245(5) Uani 1 1 d . . . O4 O 0.26914(15) 0.1058(3) 0.18420(14) 0.0279(6) Uani 1 1 d . . . O5 O 0.12356(16) -0.0434(3) 0.24041(13) 0.0283(6) Uani 1 1 d . . . O6 O 0.14005(17) -0.0533(4) 0.08699(14) 0.0359(6) Uani 1 1 d . . . H6A H 0.1164 -0.1547 0.0962 0.054 Uiso 1 1 d R . . O7 O 0.09243(17) 0.3619(3) 0.23387(13) 0.0306(6) Uani 1 1 d . . . H7B H 0.1420 0.4257 0.2413 0.046 Uiso 1 1 d R . . N1 N 0.39765(19) 0.3106(4) 0.03230(17) 0.0255(6) Uani 1 1 d . . . N2 N 0.49689(19) 0.2210(4) 0.17748(16) 0.0253(7) Uani 1 1 d . . . C1 C 0.0874(2) 0.2716(5) 0.15385(19) 0.0240(8) Uani 1 1 d . . . C2 C -0.0203(2) 0.2163(5) 0.1296(2) 0.0312(9) Uani 1 1 d . . . H2A H -0.0595 0.3265 0.1211 0.047 Uiso 1 1 d R . . H2B H -0.0425 0.1435 0.1732 0.047 Uiso 1 1 d R . . H2C H -0.0258 0.1446 0.0795 0.047 Uiso 1 1 d R . . C3 C 0.3482(3) 0.3577(5) -0.0394(2) 0.0323(9) Uani 1 1 d . . . H3A H 0.2840 0.3979 -0.0400 0.039 Uiso 1 1 d R . . C4 C 0.3885(3) 0.3498(6) -0.1145(2) 0.0378(10) Uani 1 1 d . . . H4A H 0.3513 0.3850 -0.1635 0.045 Uiso 1 1 d R . . C5 C 0.4822(3) 0.2904(5) -0.1158(2) 0.0343(9) Uani 1 1 d . . . H5A H 0.5095 0.2841 -0.1654 0.041 Uiso 1 1 d R . . C6 C 0.5367(3) 0.2387(5) -0.0410(2) 0.0275(8) Uani 1 1 d . . . C7 C 0.6367(3) 0.1780(5) -0.0355(2) 0.0354(9) Uani 1 1 d . . . H7A H 0.6671 0.1688 -0.0835 0.042 Uiso 1 1 d R . . C8 C 0.6871(3) 0.1345(6) 0.0384(2) 0.0368(10) Uani 1 1 d . . . H8A H 0.7516 0.0948 0.0405 0.044 Uiso 1 1 d R . . C9 C 0.6431(2) 0.1483(5) 0.1131(2) 0.0294(8) Uani 1 1 d . . . C10 C 0.6917(3) 0.1101(6) 0.1926(2) 0.0428(11) Uani 1 1 d . . . H10A H 0.7567 0.0725 0.1986 0.051 Uiso 1 1 d R . . C11 C 0.6434(3) 0.1281(6) 0.2608(2) 0.0455(12) Uani 1 1 d . . . H11A H 0.6751 0.1028 0.3133 0.055 Uiso 1 1 d R . . C12 C 0.5459(3) 0.1849(6) 0.2511(2) 0.0350(9) Uani 1 1 d . . . H12A H 0.5139 0.1979 0.2981 0.042 Uiso 1 1 d R . . C13 C 0.5448(2) 0.2033(5) 0.1098(2) 0.0233(7) Uani 1 1 d . . . C14 C 0.4907(2) 0.2512(5) 0.0313(2) 0.0234(7) 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 0.0161(2) 0.0286(2) 0.0186(2) -0.00050(17) 0.00249(14) -0.00056(17) P1 0.0171(4) 0.0271(5) 0.0207(4) 0.0031(4) 0.0012(3) 0.0009(4) P2 0.0192(4) 0.0250(5) 0.0248(5) 0.0034(4) 0.0017(3) -0.0011(4) O1 0.0176(12) 0.0323(15) 0.0253(12) 0.0062(10) 0.0005(9) -0.0013(10) O2 0.0234(12) 0.0386(16) 0.0232(12) -0.0032(11) -0.0003(10) 0.0056(11) O3 0.0205(12) 0.0281(14) 0.0243(12) -0.0014(10) -0.0006(9) 0.0018(10) O4 0.0174(12) 0.0279(14) 0.0379(14) 0.0045(11) 0.0015(10) -0.0012(10) O5 0.0249(12) 0.0348(15) 0.0245(12) 0.0090(11) -0.0004(10) -0.0021(11) O6 0.0440(15) 0.0337(16) 0.0310(14) -0.0058(12) 0.0086(12) -0.0072(12) O7 0.0295(13) 0.0409(17) 0.0229(12) -0.0079(11) 0.0098(10) -0.0061(11) N1 0.0201(14) 0.0298(17) 0.0269(15) 0.0018(13) 0.0042(12) 0.0006(13) N2 0.0214(15) 0.0329(18) 0.0223(15) 0.0020(13) 0.0053(12) -0.0012(12) C1 0.0200(17) 0.033(2) 0.0192(17) 0.0005(15) 0.0021(13) -0.0007(14) C2 0.0200(18) 0.039(2) 0.034(2) 0.0073(17) -0.0007(15) -0.0034(16) C3 0.0240(19) 0.047(3) 0.0256(18) 0.0041(17) 0.0039(15) 0.0033(16) C4 0.035(2) 0.055(3) 0.0226(18) 0.0021(18) -0.0004(16) -0.0020(19) C5 0.038(2) 0.044(3) 0.0231(18) -0.0006(17) 0.0106(16) -0.0008(18) C6 0.0291(19) 0.028(2) 0.0279(18) -0.0024(16) 0.0119(15) -0.0042(15) C7 0.032(2) 0.043(2) 0.035(2) -0.0015(18) 0.0188(17) 0.0030(18) C8 0.0230(19) 0.048(3) 0.042(2) -0.0023(19) 0.0144(17) 0.0061(17) C9 0.0202(17) 0.035(2) 0.0339(19) 0.0016(17) 0.0081(15) 0.0024(15) C10 0.0204(19) 0.065(3) 0.043(2) 0.010(2) 0.0053(17) 0.0074(19) C11 0.027(2) 0.079(4) 0.030(2) 0.013(2) -0.0020(16) 0.004(2) C12 0.0277(19) 0.052(3) 0.0254(18) 0.0061(18) 0.0051(15) -0.0008(18) C13 0.0224(17) 0.026(2) 0.0230(17) 0.0006(14) 0.0075(14) -0.0001(14) C14 0.0235(17) 0.0224(18) 0.0253(17) -0.0041(15) 0.0070(14) -0.0017(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O5 1.975(2) 2 ? Zn1 O4 1.978(2) . ? Zn1 O1 2.011(2) . ? Zn1 N2 2.170(3) . ? Zn1 N1 2.174(3) . ? P1 O1 1.502(2) . ? P1 O3 1.512(2) . ? P1 O2 1.576(2) . ? P1 C1 1.832(3) . ? P2 O5 1.498(2) . ? P2 O4 1.517(2) . ? P2 O6 1.568(2) . ? P2 C1 1.845(4) . ? O2 H2D 0.8201 . ? O5 Zn1 1.975(2) 2_545 ? O6 H6A 0.8200 . ? O7 C1 1.448(4) . ? O7 H7B 0.8200 . ? N1 C3 1.323(4) . ? N1 C14 1.354(4) . ? N2 C12 1.329(4) . ? N2 C13 1.355(4) . ? C1 C2 1.542(4) . ? C2 H2A 0.9599 . ? C2 H2B 0.9601 . ? C2 H2C 0.9600 . ? C3 C4 1.400(5) . ? C3 H3A 0.9299 . ? C4 C5 1.363(5) . ? C4 H4A 0.9300 . ? C5 C6 1.402(5) . ? C5 H5A 0.9301 . ? C6 C14 1.402(4) . ? C6 C7 1.438(5) . ? C7 C8 1.352(5) . ? C7 H7A 0.9302 . ? C8 C9 1.425(5) . ? C8 H8A 0.9300 . ? C9 C13 1.406(4) . ? C9 C10 1.410(5) . ? C10 C11 1.366(5) . ? C10 H10A 0.9300 . ? C11 C12 1.395(5) . ? C11 H11A 0.9300 . ? C12 H12A 0.9301 . ? C13 C14 1.442(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Zn1 O4 103.41(10) 2 . ? O5 Zn1 O1 98.02(9) 2 . ? O4 Zn1 O1 96.73(9) . . ? O5 Zn1 N2 85.50(10) 2 . ? O4 Zn1 N2 103.58(10) . . ? O1 Zn1 N2 158.02(10) . . ? O5 Zn1 N1 138.92(10) 2 . ? O4 Zn1 N1 116.26(10) . . ? O1 Zn1 N1 87.97(9) . . ? N2 Zn1 N1 75.63(10) . . ? O1 P1 O3 114.24(14) . . ? O1 P1 O2 109.00(13) . . ? O3 P1 O2 110.26(12) . . ? O1 P1 C1 108.28(13) . . ? O3 P1 C1 107.85(14) . . ? O2 P1 C1 106.94(14) . . ? O5 P2 O4 114.73(13) . . ? O5 P2 O6 111.30(14) . . ? O4 P2 O6 108.94(13) . . ? O5 P2 C1 106.22(14) . . ? O4 P2 C1 110.27(15) . . ? O6 P2 C1 104.90(14) . . ? P1 O1 Zn1 133.99(15) . . ? P1 O2 H2D 109.5 . . ? P2 O4 Zn1 133.98(14) . . ? P2 O5 Zn1 148.29(14) . 2_545 ? P2 O6 H6A 109.5 . . ? C1 O7 H7B 109.5 . . ? C3 N1 C14 117.4(3) . . ? C3 N1 Zn1 127.5(2) . . ? C14 N1 Zn1 115.2(2) . . ? C12 N2 C13 118.0(3) . . ? C12 N2 Zn1 126.3(2) . . ? C13 N2 Zn1 115.6(2) . . ? O7 C1 C2 106.7(3) . . ? O7 C1 P1 107.5(2) . . ? C2 C1 P1 111.2(2) . . ? O7 C1 P2 106.1(2) . . ? C2 C1 P2 108.6(2) . . ? P1 C1 P2 116.16(17) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 122.8(3) . . ? N1 C3 H3A 118.6 . . ? C4 C3 H3A 118.7 . . ? C5 C4 C3 120.1(3) . . ? C5 C4 H4A 119.9 . . ? C3 C4 H4A 120.0 . . ? C4 C5 C6 118.7(3) . . ? C4 C5 H5A 120.7 . . ? C6 C5 H5A 120.6 . . ? C14 C6 C5 117.5(3) . . ? C14 C6 C7 119.5(3) . . ? C5 C6 C7 123.0(3) . . ? C8 C7 C6 120.9(3) . . ? C8 C7 H7A 119.6 . . ? C6 C7 H7A 119.6 . . ? C7 C8 C9 121.0(3) . . ? C7 C8 H8A 119.5 . . ? C9 C8 H8A 119.5 . . ? C13 C9 C10 116.2(3) . . ? C13 C9 C8 119.5(3) . . ? C10 C9 C8 124.3(3) . . ? C11 C10 C9 120.0(3) . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 119.5(3) . . ? C10 C11 H11A 120.3 . . ? C12 C11 H11A 120.2 . . ? N2 C12 C11 122.6(3) . . ? N2 C12 H12A 118.7 . . ? C11 C12 H12A 118.7 . . ? N2 C13 C9 123.8(3) . . ? N2 C13 C14 116.5(3) . . ? C9 C13 C14 119.7(3) . . ? N1 C14 C6 123.6(3) . . ? N1 C14 C13 117.1(3) . . ? C6 C14 C13 119.3(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.642 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.085