data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jiyang Li' _publ_contact_author_email LIJIYANG@JLU.EDU.CN _publ_section_title ; [Zn(HPO3)(C11N2O2H12)] and [Zn3(H2O)(PO4)(HPO4)(C6H9N3O2)2 (C6H8N3O2)]?Homochiral Zinc Phosphite/Phosphate Networks with Biofunctional Amino Acids ; loop_ _publ_author_name 'Jiyang Li.' 'Peng Chen.' 'Zhaojun Dong.' 'Ruren Xu.' 'Yan Yan.' 'Jihong Yu.' ; Lang Zhao ; # Attachment 'ZnPO-CJ57.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 676605' #TrackingRef 'ZnPO-CJ57.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_absolute_configuration UNK _chemical_name_common ZnPO-CJ41 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H29 N9 O15 P2 Zn3' _chemical_formula_weight 869.55 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 P2(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 11.5817(5) _cell_length_b 47.577(2) _cell_length_c 5.1514(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2838.6(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 PLATE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.035 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 2.718 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5498 _exptl_absorpt_correction_T_max 0.6124 _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 5.00cm _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 20912 _diffrn_reflns_av_R_equivalents 0.1059 _diffrn_reflns_av_sigmaI/netI 0.1536 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -53 _diffrn_reflns_limit_k_max 63 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 28.30 _reflns_number_total 7034 _reflns_number_gt 4331 _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 SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0217P)^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 0.029(16) _refine_ls_number_reflns 7034 _refine_ls_number_parameters 429 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0974 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.0916 _refine_ls_wR_factor_gt 0.0811 _refine_ls_goodness_of_fit_ref 0.849 _refine_ls_restrained_S_all 0.849 _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 0.49705(7) 0.874641(14) 0.81468(13) 0.01660(17) Uani 1 1 d . . . Zn2 Zn 0.55889(6) 0.942892(15) 0.39267(14) 0.01694(17) Uani 1 1 d . . . Zn3 Zn 0.83174(7) 0.841157(16) 0.10945(16) 0.0265(2) Uani 1 1 d . . . P1 P 0.40904(14) 0.93712(3) 0.8770(3) 0.0131(4) Uani 1 1 d . . . P2 P 0.64872(15) 0.88029(3) 0.3285(3) 0.0146(4) Uani 1 1 d . . . O1 O 0.6913(4) 0.74760(9) 0.2663(9) 0.0364(14) Uani 1 1 d . . . O2 O 0.0204(4) 0.87099(8) 1.2458(7) 0.0207(11) Uani 1 1 d . . . O3 O 0.5997(5) 0.78712(9) 0.3672(11) 0.0452(15) Uani 1 1 d . . . O4 O 1.0190(4) 0.94873(10) -0.3022(8) 0.0352(13) Uani 1 1 d . . . O5 O 0.0985(4) 0.87064(9) 0.8480(8) 0.0311(12) Uani 1 1 d . . . O6 O 1.0910(4) 0.93932(8) 0.0867(8) 0.0210(10) Uani 1 1 d . . . O7 O 0.4296(4) 0.93627(8) 0.1664(7) 0.0214(10) Uani 1 1 d . . . O8 O 0.6252(4) 0.88051(9) 1.0398(7) 0.0238(11) Uani 1 1 d . . . O9 O 0.3978(4) 0.90742(8) 0.7649(8) 0.0167(10) Uani 1 1 d . . . O10 O 0.4974(4) 0.95422(8) 0.7306(7) 0.0187(10) Uani 1 1 d . . . O11 O 0.5562(4) 0.86399(9) 0.4765(8) 0.0241(11) Uani 1 1 d . . . O12 O 0.2881(4) 0.95200(8) 0.8242(8) 0.0196(11) Uani 1 1 d D . . H1 H 0.223(3) 0.9473(12) 0.935(9) 0.023 Uiso 1 1 d D . . O13 O 0.7685(3) 0.86619(8) 0.3684(8) 0.0209(10) Uani 1 1 d . . . O14 O 0.6615(4) 0.91046(8) 0.4298(8) 0.0204(11) Uani 1 1 d . . . O1W O 0.8811(4) 0.85759(10) -0.2141(8) 0.0409(14) Uani 1 1 d D . . H2 H 0.9503 0.8633 -0.2179 0.049 Uiso 1 1 d RD . . H3 H 0.8430 0.8641 -0.3402 0.049 Uiso 1 1 d RD . . C1 C 0.2660(6) 0.80990(15) 1.0338(14) 0.033(2) Uani 1 1 d . . . H4 H 0.2072 0.8014 1.1286 0.040 Uiso 1 1 calc R . . C2 C 1.0101(6) 0.94031(12) -0.0757(12) 0.0177(14) Uani 1 1 d . . . C3 C 0.6876(6) 0.99546(13) 0.4657(12) 0.0253(17) Uani 1 1 d . . . H5 H 0.6366 1.0004 0.5973 0.030 Uiso 1 1 calc R . . C4 C 0.4017(6) 0.81720(13) 0.7455(12) 0.0226(17) Uani 1 1 d . . . H4A H 0.4519 0.8143 0.6072 0.027 Uiso 1 1 calc R . . C5 C 0.7701(6) 0.97315(12) 0.1503(13) 0.0193(15) Uani 1 1 d . . . C6 C 0.6606(6) 0.77295(16) 0.2273(14) 0.0270(17) Uani 1 1 d . . . C7 C 0.8348(6) 0.99604(14) 0.2026(15) 0.0375(19) Uani 1 1 d . . . H6 H 0.9028 1.0013 0.1200 0.045 Uiso 1 1 calc R . . C8 C 0.3140(6) 0.83581(13) 1.0762(12) 0.0209(16) Uani 1 1 d . . . C9 C 0.9822(6) 0.76413(14) 0.2432(14) 0.035(2) Uani 1 1 d . . . H7 H 0.9882 0.7449 0.2126 0.042 Uiso 1 1 calc R . . C10 C 0.2189(5) 0.88251(12) 1.2041(12) 0.0154(14) Uani 1 1 d . . . H10 H 0.2631 0.8928 1.0726 0.018 Uiso 1 1 calc R . . C11 C 0.7895(6) 0.95062(13) -0.0469(11) 0.0207(16) Uani 1 1 d . . . H11A H 0.8036 0.9595 -0.2136 0.025 Uiso 1 1 calc R . . H11B H 0.7193 0.9397 -0.0626 0.025 Uiso 1 1 calc R . . C12 C 1.0078(6) 0.80578(13) 0.4077(14) 0.0290(16) Uani 1 1 d . . . H12 H 1.0355 0.8202 0.5127 0.035 Uiso 1 1 calc R . . C13 C 0.9123(6) 0.78275(13) 0.1155(14) 0.0263(17) Uani 1 1 d . . . C14 C 0.8284(6) 0.77761(13) -0.0964(14) 0.0288(17) Uani 1 1 d . . . H14A H 0.8299 0.7578 -0.1411 0.035 Uiso 1 1 calc R . . H14B H 0.8522 0.7881 -0.2485 0.035 Uiso 1 1 calc R . . C15 C 0.7049(6) 0.78593(13) -0.0260(13) 0.0268(18) Uani 1 1 d . . . H8 H 0.6548 0.7791 -0.1656 0.032 Uiso 1 1 calc R . . C16 C 0.8908(5) 0.93029(13) 0.0115(11) 0.0149(14) Uani 1 1 d . . . H9 H 0.8749 0.9131 -0.0870 0.018 Uiso 1 1 calc R . . C17 C 0.2861(6) 0.85621(12) 1.2859(12) 0.0212(16) Uani 1 1 d . . . H17A H 0.3578 0.8622 1.3658 0.025 Uiso 1 1 calc R . . H17B H 0.2415 0.8465 1.4177 0.025 Uiso 1 1 calc R . . C18 C 0.1018(5) 0.87401(13) 1.0912(13) 0.0185(14) Uani 1 1 d . . . N1 N 0.3222(5) 0.79915(11) 0.8240(12) 0.0301(15) Uani 1 1 d . . . H11 H 0.3081 0.7831 0.7536 0.036 Uiso 1 1 calc R . . N2 N 0.3995(4) 0.84003(10) 0.8921(10) 0.0197(12) Uani 1 1 d . . . N3 N 0.2020(4) 0.90066(10) 1.4357(9) 0.0200(13) Uani 1 1 d . . . H4B H 0.1682 0.8908 1.5611 0.024 Uiso 1 1 calc R . . H4C H 0.1576 0.9152 1.3937 0.024 Uiso 1 1 calc R . . H4D H 0.2702 0.9069 1.4911 0.024 Uiso 1 1 calc R . . N4 N 0.8908(4) 0.92201(10) 0.2899(9) 0.0185(13) Uani 1 1 d . . . H10A H 0.9306 0.9346 0.3815 0.022 Uiso 1 1 calc R . . H10B H 0.9233 0.9052 0.3069 0.022 Uiso 1 1 calc R . . H10C H 0.8185 0.9214 0.3479 0.022 Uiso 1 1 calc R . . N5 N 0.6767(5) 0.97305(10) 0.3188(10) 0.0189(13) Uani 1 1 d . . . N6 N 0.7805(5) 1.00997(11) 0.4019(13) 0.0388(17) Uani 1 1 d . . . H7A H 0.8031 1.0254 0.4724 0.047 Uiso 1 1 calc R . . N7 N 0.6929(5) 0.81687(10) -0.0192(10) 0.0294(15) Uani 1 1 d . . . H9A H 0.6319 0.8209 0.0822 0.035 Uiso 1 1 calc R . . H9B H 0.6752 0.8226 -0.1809 0.035 Uiso 1 1 calc R . . N8 N 0.9296(5) 0.80907(10) 0.2218(11) 0.0244(14) Uani 1 1 d . . . N9 N 1.0411(5) 0.77923(12) 0.4232(12) 0.0350(16) Uani 1 1 d . . . H3A H 1.0916 0.7727 0.5295 0.042 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0158(4) 0.0181(4) 0.0159(4) 0.0012(3) 0.0002(4) 0.0003(4) Zn2 0.0156(4) 0.0183(4) 0.0169(4) -0.0005(3) 0.0012(4) 0.0000(3) Zn3 0.0332(5) 0.0233(4) 0.0229(4) 0.0035(4) 0.0054(4) 0.0093(4) P1 0.0127(9) 0.0151(9) 0.0115(8) -0.0014(7) -0.0010(8) -0.0007(6) P2 0.0123(9) 0.0183(9) 0.0132(9) 0.0012(7) -0.0006(8) 0.0011(7) O1 0.035(3) 0.015(3) 0.059(3) 0.011(2) 0.014(3) 0.005(2) O2 0.015(3) 0.030(3) 0.018(2) 0.004(2) 0.003(2) -0.003(2) O3 0.057(4) 0.033(3) 0.045(3) 0.010(3) 0.018(3) 0.010(3) O4 0.024(3) 0.064(4) 0.017(2) 0.014(2) 0.002(2) -0.012(3) O5 0.025(3) 0.054(3) 0.014(3) -0.004(2) -0.002(2) -0.009(2) O6 0.016(3) 0.023(2) 0.024(2) -0.001(2) 0.005(2) -0.0041(19) O7 0.020(3) 0.034(3) 0.010(2) 0.001(2) -0.002(2) 0.002(2) O8 0.017(3) 0.037(3) 0.016(2) 0.001(2) -0.001(2) 0.001(2) O9 0.017(2) 0.011(2) 0.023(3) 0.0003(18) -0.003(2) -0.0001(18) O10 0.017(2) 0.019(2) 0.020(2) -0.0016(18) 0.003(2) -0.002(2) O11 0.021(3) 0.029(3) 0.023(2) -0.003(2) 0.005(2) -0.008(2) O12 0.014(3) 0.019(2) 0.026(3) 0.007(2) 0.004(2) 0.0075(19) O13 0.013(2) 0.031(3) 0.019(2) -0.009(2) -0.008(2) 0.0064(19) O14 0.021(3) 0.014(2) 0.027(3) 0.002(2) -0.001(2) -0.0027(19) O1W 0.020(3) 0.082(4) 0.021(3) 0.017(3) -0.008(2) -0.010(3) C1 0.027(5) 0.035(5) 0.038(5) 0.016(4) 0.014(4) -0.005(4) C2 0.015(3) 0.009(3) 0.029(4) -0.004(3) -0.003(4) -0.005(3) C3 0.032(5) 0.020(4) 0.023(4) 0.001(3) 0.006(3) 0.005(3) C4 0.021(4) 0.026(4) 0.020(4) -0.003(3) 0.002(3) -0.004(3) C5 0.021(4) 0.015(3) 0.022(4) 0.007(3) 0.002(3) 0.003(3) C6 0.013(4) 0.036(5) 0.031(4) -0.004(4) 0.008(4) -0.005(3) C7 0.027(4) 0.024(4) 0.062(5) -0.003(4) 0.012(4) 0.001(4) C8 0.019(4) 0.019(4) 0.024(4) 0.004(3) 0.002(3) 0.004(3) C9 0.026(5) 0.013(4) 0.066(6) 0.004(4) -0.001(4) 0.002(3) C10 0.016(4) 0.016(3) 0.014(3) -0.005(3) 0.004(3) -0.001(3) C11 0.012(4) 0.030(4) 0.021(4) -0.003(3) 0.001(3) -0.002(3) C12 0.026(4) 0.025(4) 0.036(4) 0.005(3) 0.008(4) -0.006(3) C13 0.023(4) 0.026(4) 0.030(4) -0.002(4) 0.017(4) -0.002(3) C14 0.036(5) 0.021(4) 0.029(4) 0.005(3) 0.012(4) -0.004(3) C15 0.026(4) 0.020(4) 0.034(4) -0.004(3) 0.000(4) -0.003(3) C16 0.012(4) 0.021(4) 0.012(3) -0.001(3) 0.004(3) -0.001(3) C17 0.017(4) 0.026(4) 0.021(4) -0.003(3) -0.002(3) -0.004(3) C18 0.014(3) 0.022(4) 0.020(3) -0.004(3) 0.001(3) 0.003(3) N1 0.031(4) 0.017(3) 0.043(4) -0.013(3) 0.004(4) -0.005(3) N2 0.027(3) 0.014(3) 0.019(3) 0.007(3) 0.002(3) 0.001(2) N3 0.016(3) 0.021(3) 0.023(3) 0.002(2) 0.001(3) 0.003(2) N4 0.013(3) 0.018(3) 0.025(3) 0.005(2) 0.002(3) 0.002(2) N5 0.022(3) 0.018(3) 0.017(3) 0.000(2) 0.006(3) 0.002(2) N6 0.042(4) 0.015(3) 0.059(4) -0.009(3) 0.000(4) -0.009(3) N7 0.030(4) 0.024(3) 0.034(3) 0.006(3) -0.003(3) 0.000(3) N8 0.024(3) 0.017(3) 0.032(3) 0.001(3) -0.001(3) 0.001(3) N9 0.018(4) 0.039(4) 0.048(4) 0.026(3) 0.005(3) 0.002(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 O8 1.904(4) . ? Zn1 O11 1.940(4) . ? Zn1 O9 1.955(4) . ? Zn1 N2 2.036(5) . ? Zn2 O7 1.924(4) . ? Zn2 O10 1.957(4) . ? Zn2 O14 1.957(4) . ? Zn2 N5 2.016(5) . ? Zn3 O1W 1.928(4) . ? Zn3 O13 1.933(4) . ? Zn3 N8 1.987(5) . ? Zn3 N7 2.088(5) . ? P1 O10 1.510(4) . ? P1 O7 1.510(4) 1_556 ? P1 O9 1.532(4) . ? P1 O12 1.592(4) . ? P2 O8 1.512(4) 1_554 ? P2 O11 1.526(4) . ? P2 O14 1.534(4) . ? P2 O13 1.554(4) . ? O1 C6 1.273(8) . ? O2 C18 1.242(7) . ? O3 C6 1.213(8) . ? O4 C2 1.238(7) . ? O5 C18 1.264(7) . ? O6 C2 1.257(7) . ? O7 P1 1.510(4) 1_554 ? O8 P2 1.512(4) 1_556 ? O12 H1 0.97(2) . ? O1W H2 0.8466 . ? O1W H3 0.8440 . ? C1 N1 1.361(9) . ? C1 C8 1.370(9) . ? C1 H4 0.9300 . ? C2 C16 1.529(8) . ? C3 N5 1.314(7) . ? C3 N6 1.320(8) . ? C3 H5 0.9300 . ? C4 N1 1.323(8) . ? C4 N2 1.323(7) . ? C4 H4A 0.9300 . ? C5 C7 1.349(9) . ? C5 N5 1.387(8) . ? C5 C11 1.494(8) . ? C6 C15 1.531(9) . ? C7 N6 1.374(9) . ? C7 H6 0.9300 . ? C8 N2 1.386(8) . ? C8 C17 1.488(8) . ? C9 N9 1.357(8) . ? C9 C13 1.369(9) . ? C9 H7 0.9300 . ? C10 N3 1.486(7) . ? C10 C18 1.530(8) . ? C10 C17 1.533(8) . ? C10 H10 0.9800 . ? C11 C16 1.550(8) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N9 1.323(8) . ? C12 N8 1.327(8) . ? C12 H12 0.9300 . ? C13 N8 1.381(8) . ? C13 C14 1.482(10) . ? C14 C15 1.528(9) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N7 1.479(7) . ? C15 H8 0.9800 . ? C16 N4 1.487(7) . ? C16 H9 0.9800 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? N1 H11 0.8600 . ? N3 H4B 0.8900 . ? N3 H4C 0.8900 . ? N3 H4D 0.8900 . ? N4 H10A 0.8900 . ? N4 H10B 0.8900 . ? N4 H10C 0.8900 . ? N6 H7A 0.8600 . ? N7 H9A 0.9000 . ? N7 H9B 0.9000 . ? N9 H3A 0.8600 . ? 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 O8 Zn1 O11 108.07(19) . . ? O8 Zn1 O9 114.92(18) . . ? O11 Zn1 O9 107.36(17) . . ? O8 Zn1 N2 115.6(2) . . ? O11 Zn1 N2 99.2(2) . . ? O9 Zn1 N2 110.15(19) . . ? O7 Zn2 O10 107.53(19) . . ? O7 Zn2 O14 113.75(17) . . ? O10 Zn2 O14 110.56(17) . . ? O7 Zn2 N5 121.94(19) . . ? O10 Zn2 N5 102.59(19) . . ? O14 Zn2 N5 99.70(19) . . ? O1W Zn3 O13 117.3(2) . . ? O1W Zn3 N8 113.2(2) . . ? O13 Zn3 N8 119.2(2) . . ? O1W Zn3 N7 100.3(2) . . ? O13 Zn3 N7 105.6(2) . . ? N8 Zn3 N7 96.1(2) . . ? O10 P1 O7 113.6(3) . 1_556 ? O10 P1 O9 111.5(2) . . ? O7 P1 O9 111.1(2) 1_556 . ? O10 P1 O12 105.7(2) . . ? O7 P1 O12 108.6(2) 1_556 . ? O9 P1 O12 105.7(2) . . ? O8 P2 O11 111.6(3) 1_554 . ? O8 P2 O14 110.2(3) 1_554 . ? O11 P2 O14 111.9(2) . . ? O8 P2 O13 107.1(3) 1_554 . ? O11 P2 O13 110.0(3) . . ? O14 P2 O13 105.8(2) . . ? P1 O7 Zn2 135.8(3) 1_554 . ? P2 O8 Zn1 137.6(3) 1_556 . ? P1 O9 Zn1 129.5(3) . . ? P1 O10 Zn2 122.9(2) . . ? P2 O11 Zn1 124.3(3) . . ? P1 O12 H1 118(3) . . ? P2 O13 Zn3 120.9(2) . . ? P2 O14 Zn2 130.2(3) . . ? Zn3 O1W H2 115.5 . . ? Zn3 O1W H3 131.2 . . ? H2 O1W H3 111.1 . . ? N1 C1 C8 105.7(6) . . ? N1 C1 H4 127.1 . . ? C8 C1 H4 127.1 . . ? O4 C2 O6 125.2(6) . . ? O4 C2 C16 117.0(6) . . ? O6 C2 C16 117.8(5) . . ? N5 C3 N6 111.1(6) . . ? N5 C3 H5 124.5 . . ? N6 C3 H5 124.5 . . ? N1 C4 N2 110.2(6) . . ? N1 C4 H4A 124.9 . . ? N2 C4 H4A 124.9 . . ? C7 C5 N5 108.1(6) . . ? C7 C5 C11 129.1(6) . . ? N5 C5 C11 122.7(6) . . ? O3 C6 O1 126.5(7) . . ? O3 C6 C15 118.5(7) . . ? O1 C6 C15 115.0(6) . . ? C5 C7 N6 106.5(7) . . ? C5 C7 H6 126.7 . . ? N6 C7 H6 126.7 . . ? C1 C8 N2 108.1(6) . . ? C1 C8 C17 127.9(6) . . ? N2 C8 C17 123.9(6) . . ? N9 C9 C13 106.4(6) . . ? N9 C9 H7 126.8 . . ? C13 C9 H7 126.8 . . ? N3 C10 C18 110.0(5) . . ? N3 C10 C17 108.7(5) . . ? C18 C10 C17 109.8(5) . . ? N3 C10 H10 109.5 . . ? C18 C10 H10 109.5 . . ? C17 C10 H10 109.5 . . ? C5 C11 C16 115.5(5) . . ? C5 C11 H11A 108.4 . . ? C16 C11 H11A 108.4 . . ? C5 C11 H11B 108.4 . . ? C16 C11 H11B 108.4 . . ? H11A C11 H11B 107.5 . . ? N9 C12 N8 110.8(6) . . ? N9 C12 H12 124.6 . . ? N8 C12 H12 124.6 . . ? C9 C13 N8 108.1(6) . . ? C9 C13 C14 129.4(6) . . ? N8 C13 C14 122.4(6) . . ? C13 C14 C15 113.3(6) . . ? C13 C14 H14A 108.9 . . ? C15 C14 H14A 108.9 . . ? C13 C14 H14B 108.9 . . ? C15 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? N7 C15 C14 110.6(5) . . ? N7 C15 C6 110.5(5) . . ? C14 C15 C6 114.3(6) . . ? N7 C15 H8 107.1 . . ? C14 C15 H8 107.1 . . ? C6 C15 H8 107.1 . . ? N4 C16 C2 111.5(5) . . ? N4 C16 C11 110.6(5) . . ? C2 C16 C11 115.6(5) . . ? N4 C16 H9 106.1 . . ? C2 C16 H9 106.1 . . ? C11 C16 H9 106.1 . . ? C8 C17 C10 116.3(5) . . ? C8 C17 H17A 108.2 . . ? C10 C17 H17A 108.2 . . ? C8 C17 H17B 108.2 . . ? C10 C17 H17B 108.2 . . ? H17A C17 H17B 107.4 . . ? O2 C18 O5 126.8(6) . . ? O2 C18 C10 117.4(5) . . ? O5 C18 C10 115.9(6) . . ? C4 N1 C1 109.4(6) . . ? C4 N1 H11 125.3 . . ? C1 N1 H11 125.3 . . ? C4 N2 C8 106.6(5) . . ? C4 N2 Zn1 122.8(4) . . ? C8 N2 Zn1 130.4(4) . . ? C10 N3 H4B 109.5 . . ? C10 N3 H4C 109.5 . . ? H4B N3 H4C 109.5 . . ? C10 N3 H4D 109.5 . . ? H4B N3 H4D 109.5 . . ? H4C N3 H4D 109.5 . . ? C16 N4 H10A 109.5 . . ? C16 N4 H10B 109.5 . . ? H10A N4 H10B 109.5 . . ? C16 N4 H10C 109.5 . . ? H10A N4 H10C 109.5 . . ? H10B N4 H10C 109.5 . . ? C3 N5 C5 106.4(5) . . ? C3 N5 Zn2 122.3(4) . . ? C5 N5 Zn2 130.4(4) . . ? C3 N6 C7 107.9(6) . . ? C3 N6 H7A 126.1 . . ? C7 N6 H7A 126.1 . . ? C15 N7 Zn3 119.1(4) . . ? C15 N7 H9A 107.5 . . ? Zn3 N7 H9A 107.5 . . ? C15 N7 H9B 107.5 . . ? Zn3 N7 H9B 107.5 . . ? H9A N7 H9B 107.0 . . ? C12 N8 C13 106.1(5) . . ? C12 N8 Zn3 133.6(5) . . ? C13 N8 Zn3 119.9(5) . . ? C12 N9 C9 108.5(6) . . ? C12 N9 H3A 125.7 . . ? C9 N9 H3A 125.7 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O12 H1 O6 0.97(2) 1.76(2) 2.721(6) 170(5) 1_456 N9 H3A O1 0.86 1.84 2.686(7) 169.7 4_566 N3 H4B O5 0.89 1.94 2.826(6) 176.8 1_556 N3 H4C O6 0.89 2.10 2.875(6) 145.1 1_456 N3 H4D O9 0.89 2.04 2.849(6) 150.2 1_556 N6 H7A O12 0.86 2.36 2.939(7) 125.3 2_675 N7 H9A O3 0.90 2.21 2.670(8) 111.2 . N4 H10A O4 0.89 2.04 2.870(7) 154.9 1_556 N4 H10B O2 0.89 2.00 2.863(6) 162.5 1_654 N4 H10B O13 0.89 2.60 3.037(6) 111.3 . N4 H10C O14 0.89 1.94 2.806(7) 165.0 . N1 H11 O1 0.86 1.99 2.731(7) 143.1 4_466 O1W H2 O5 0.85 1.78 2.613(6) 165.8 1_654 O1W H2 O2 0.85 2.55 2.936(6) 109.0 1_654 O1W H3 O13 0.84 1.73 2.548(6) 161.3 1_554 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.595 _refine_diff_density_min -0.635 _refine_diff_density_rms 0.125 # Attachment 'ZnHPO-CJ56.cif' data_c _database_code_depnum_ccdc_archive 'CCDC 736006' #TrackingRef 'ZnHPO-CJ56.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H13 N2 O5 P Zn' _chemical_formula_weight 349.57 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 P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.2736(7) _cell_length_b 5.2093(3) _cell_length_c 13.9202(10) _cell_angle_alpha 90.00 _cell_angle_beta 100.149(5) _cell_angle_gamma 90.00 _cell_volume 661.95(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description PLATE _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.754 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 356 _exptl_absorpt_coefficient_mu 1.996 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7539 _exptl_absorpt_correction_T_max 0.7957 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4840 _diffrn_reflns_av_R_equivalents 0.0447 _diffrn_reflns_av_sigmaI/netI 0.0788 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 28.33 _reflns_number_total 3260 _reflns_number_gt 2537 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0530P)^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 -0.05(2) _refine_ls_number_reflns 3260 _refine_ls_number_parameters 226 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.0645 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_ref 0.1054 _refine_ls_wR_factor_gt 0.0988 _refine_ls_goodness_of_fit_ref 0.940 _refine_ls_restrained_S_all 0.927 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration rm 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 0.33098(4) 0.92806(12) 0.91204(3) 0.02073(14) Uani 1 1 d . . . P1 P 0.50020(10) 0.9319(4) 1.13046(7) 0.0186(2) Uani 1 1 d . . . O1 O 0.1342(4) 0.7988(7) 0.8689(3) 0.0338(9) Uani 1 1 d . . . O2 O 0.3660(4) 1.2871(7) 0.8892(3) 0.0298(8) Uani 1 1 d . . . O3 O 0.3618(3) 0.8770(7) 1.0561(2) 0.0253(9) Uani 1 1 d . . . O4 O 0.4739(4) 0.7201(6) 0.8594(2) 0.0242(7) Uani 1 1 d . . . O5 O 0.0304(4) 1.1474(7) 0.9209(3) 0.0290(8) Uani 1 1 d . . . C1 C 0.0254(4) 0.9313(16) 0.8873(3) 0.0203(7) Uani 1 1 d U . . C2 C -0.1234(5) 0.7957(9) 0.8618(3) 0.0188(9) Uani 1 1 d U . . H2 H -0.113(6) 0.605(13) 0.873(4) 0.050 Uiso 1 1 d . . . C3 C -0.1980(6) 0.8401(12) 0.7553(4) 0.0239(11) Uani 1 1 d U . . C4 C -0.1492(5) 0.6610(10) 0.6823(4) 0.0274(11) Uani 1 1 d U . . C5 C -0.2173(6) 0.6517(11) 0.5815(4) 0.0319(11) Uani 1 1 d U . . C6 C -0.3299(7) 0.7933(14) 0.5234(4) 0.0419(14) Uani 1 1 d DU . . H6 H -0.364(5) 0.935(15) 0.550(4) 0.038(14) Uiso 1 1 d D . . C7 C -0.3707(9) 0.7289(16) 0.4262(5) 0.0568(18) Uani 1 1 d DU . . C8 C -0.3028(8) 0.5298(15) 0.3840(5) 0.0565(19) Uani 1 1 d U . . C9 C -0.1915(8) 0.3908(18) 0.4385(5) 0.0502(19) Uani 1 1 d U . . C10 C -0.1483(6) 0.4499(18) 0.5373(3) 0.0365(12) Uani 1 1 d U . . C11 C -0.0442(6) 0.4745(13) 0.6958(4) 0.0363(15) Uani 1 1 d U . . H11 H 0.018(6) 0.431(19) 0.748(4) 0.047(15) Uiso 1 1 d . . . N1 N -0.2166(4) 0.9020(12) 0.9298(3) 0.0213(9) Uani 1 1 d D . . N2 N -0.0428(6) 0.3490(9) 0.6086(4) 0.0426(13) Uani 1 1 d . . . H2A H 0.0156 0.2260 0.6003 0.050 Uiso 1 1 calc . . . H2N H -0.183(5) 0.867(11) 0.995(3) 0.028(15) Uiso 1 1 d D . . H32 H -0.309(5) 0.837(9) 0.754(3) 0.024(14) Uiso 1 1 d . . . H31 H -0.195(8) 1.021(15) 0.742(5) 0.050 Uiso 1 1 d . . . H1N H -0.314(5) 0.837(10) 0.920(4) 0.030(16) Uiso 1 1 d D . . H8 H -0.346(6) 0.505(12) 0.319(4) 0.06(2) Uiso 1 1 d . . . H1P H 0.475(5) 0.853(9) 1.213(3) 0.016(13) Uiso 1 1 d . . . H3N H -0.219(6) 1.068(10) 0.928(4) 0.034(19) Uiso 1 1 d D . . H9 H -0.151(7) 0.268(13) 0.422(5) 0.050 Uiso 1 1 d . . . H7 H -0.434(6) 0.837(11) 0.385(4) 0.050 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 0.0130(2) 0.0202(2) 0.0290(3) 0.0004(4) 0.00388(16) -0.0008(3) P1 0.0164(5) 0.0179(5) 0.0221(5) 0.0010(9) 0.0047(4) 0.0004(8) O1 0.0130(17) 0.035(2) 0.053(2) -0.0120(18) 0.0045(16) -0.0005(15) O2 0.0213(18) 0.0210(18) 0.048(2) 0.0014(16) 0.0085(16) -0.0039(14) O3 0.0182(15) 0.030(3) 0.0274(16) 0.0019(14) 0.0032(12) -0.0039(14) O4 0.0215(17) 0.0205(17) 0.0334(19) 0.0041(14) 0.0125(14) 0.0012(14) O5 0.0227(18) 0.0245(19) 0.039(2) -0.0069(16) 0.0043(15) -0.0066(15) C1 0.0154(17) 0.025(2) 0.0200(17) 0.006(3) 0.0029(13) -0.004(3) C2 0.014(2) 0.017(2) 0.026(2) -0.0016(19) 0.0064(18) -0.0005(17) C3 0.017(2) 0.027(3) 0.025(2) -0.0019(19) -0.0016(19) 0.0002(18) C4 0.028(3) 0.027(3) 0.028(2) -0.005(2) 0.006(2) -0.006(2) C5 0.027(3) 0.040(3) 0.029(3) -0.003(2) 0.007(2) -0.007(2) C6 0.040(3) 0.051(4) 0.033(3) -0.001(3) 0.004(2) -0.003(3) C7 0.062(4) 0.067(5) 0.036(3) 0.002(3) -0.009(3) -0.006(4) C8 0.062(4) 0.076(5) 0.028(3) -0.009(3) -0.001(3) -0.021(3) C9 0.064(4) 0.049(5) 0.043(3) -0.015(3) 0.024(3) -0.011(3) C10 0.042(3) 0.037(3) 0.033(2) -0.005(3) 0.0110(19) -0.011(3) C11 0.040(3) 0.038(5) 0.032(3) -0.003(3) 0.009(2) 0.004(3) N1 0.0156(16) 0.024(3) 0.0256(19) -0.003(2) 0.0067(13) -0.001(2) N2 0.055(3) 0.035(3) 0.042(3) -0.006(2) 0.019(2) 0.009(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 O2 1.935(4) . ? Zn1 O1 1.939(3) . ? Zn1 O4 1.952(3) . ? Zn1 O3 1.993(3) . ? P1 O2 1.517(4) 2_647 ? P1 O4 1.523(4) 2_657 ? P1 O3 1.527(3) . ? O1 C1 1.284(6) . ? O2 P1 1.517(4) 2_657 ? O4 P1 1.523(4) 2_647 ? O5 C1 1.217(9) . ? C1 C2 1.535(6) . ? C2 N1 1.496(7) . ? C2 C3 1.539(7) . ? C3 C4 1.506(8) . ? C4 C11 1.365(8) . ? C4 C5 1.434(7) . ? C5 C6 1.411(8) . ? C5 C10 1.425(9) . ? C6 C7 1.380(9) . ? C7 C8 1.396(11) . ? C8 C9 1.374(11) . ? C9 C10 1.398(8) . ? C10 N2 1.370(8) . ? C11 N2 1.381(7) . ? 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 O1 117.46(15) . . ? O2 Zn1 O4 109.26(14) . . ? O1 Zn1 O4 110.83(15) . . ? O2 Zn1 O3 107.23(15) . . ? O1 Zn1 O3 103.02(15) . . ? O4 Zn1 O3 108.51(14) . . ? O2 P1 O4 112.71(19) 2_647 2_657 ? O2 P1 O3 113.7(2) 2_647 . ? O4 P1 O3 110.3(2) 2_657 . ? C1 O1 Zn1 118.8(4) . . ? P1 O2 Zn1 132.6(2) 2_657 . ? P1 O3 Zn1 127.67(19) . . ? P1 O4 Zn1 128.21(19) 2_647 . ? O5 C1 O1 126.6(4) . . ? O5 C1 C2 119.1(4) . . ? O1 C1 C2 114.3(6) . . ? N1 C2 C1 106.3(4) . . ? N1 C2 C3 110.0(4) . . ? C1 C2 C3 112.7(4) . . ? C4 C3 C2 114.8(5) . . ? C11 C4 C5 106.9(5) . . ? C11 C4 C3 129.8(5) . . ? C5 C4 C3 123.2(5) . . ? C6 C5 C10 118.8(5) . . ? C6 C5 C4 134.2(5) . . ? C10 C5 C4 107.1(5) . . ? C7 C6 C5 118.9(6) . . ? C6 C7 C8 121.8(7) . . ? C9 C8 C7 120.7(6) . . ? C8 C9 C10 118.9(8) . . ? N2 C10 C9 132.3(7) . . ? N2 C10 C5 106.8(4) . . ? C9 C10 C5 121.0(7) . . ? C4 C11 N2 109.5(5) . . ? C10 N2 C11 109.8(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H2N O5 0.92(5) 2.03(5) 2.792(6) 140(4) 2_547 N1 H2N O2 0.92(5) 2.58(5) 3.139(6) 120(4) 2_547 N1 H1N O4 0.95(5) 2.09(5) 3.017(5) 165(4) 1_455 N1 H1N O3 0.95(5) 2.47(5) 3.069(7) 121(4) 2_547 N1 H1N O3 0.95(5) 2.47(5) 3.069(7) 121(4) 2_547 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.547 _refine_diff_density_min -0.349 _refine_diff_density_rms 0.086