Supplementary Material (ESI) for Journal of Materials Chemistry This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 1145 _publ_requested_journal 'Journal of Materials Chemistry' loop_ _publ_author_name 'Choudhury, Amitava' 'Natarajan, Srinivasan' 'Neeraj, S.' 'Rao, C. N. R.' _publ_contact_author_name 'Prof C N R Rao' _publ_contact_author_address ; Prof C N R Rao Chemistry & Physics of Materials Unit Jawaharlal Nehru Centre for Advanced Scientific Research Jaakur P.O. Bangalore 560 064 INDIA ; _publ_contact_author_email 'CNRRAO@JNCASR.AC.IN' # compound XI data_sad1_compound_XI _database_code_CSD 160294 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C6 H27 N4 O21 P5 Zn5' _chemical_formula_weight 973.02 _chemical_melting_point ? _chemical_compound_source ? 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 9.2994(4) _cell_length_b 9.7510(4) _cell_length_c 14.3348(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.9740(10) _cell_angle_gamma 90.00 _cell_volume 1299.67(9) _cell_formula_units_Z 2 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.486 _exptl_crystal_density_method ? _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 4.955 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(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 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5438 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0578 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 23.29 _reflns_number_total 3576 _reflns_number_observed 3389 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0104P)^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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0075(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.057(11) _refine_ls_number_reflns 3576 _refine_ls_number_parameters 379 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_obs 0.0280 _refine_ls_wR_factor_all 0.0646 _refine_ls_wR_factor_obs 0.0636 _refine_ls_goodness_of_fit_all 1.051 _refine_ls_goodness_of_fit_obs 1.068 _refine_ls_restrained_S_all 1.051 _refine_ls_restrained_S_obs 1.067 _refine_ls_shift/esd_max -1.461 _refine_ls_shift/esd_mean 0.004 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn -0.46773(7) 0.88532(7) 0.26725(5) 0.0136(2) Uani 1 d . . Zn2 Zn 0.22836(7) 1.37690(7) 0.37546(5) 0.0141(2) Uani 1 d . . Zn3 Zn 0.24367(7) 1.40395(8) 0.12997(5) 0.0146(2) Uani 1 d . . Zn4 Zn -0.07061(8) 1.11351(8) 0.24561(5) 0.0147(2) Uani 1 d . . Zn5 Zn -0.07698(9) 0.73965(8) 0.22699(6) 0.0185(2) Uani 1 d . . P1 P -0.2046(2) 0.9262(2) 0.39349(11) 0.0126(4) Uani 1 d . . P2 P -0.2438(2) 0.9165(2) 0.09864(11) 0.0135(4) Uani 1 d . . P3 P -0.0444(2) 1.4289(2) 0.23783(11) 0.0113(4) Uani 1 d . . P4 P 0.2646(2) 1.1220(2) 0.24229(11) 0.0133(4) Uani 1 d . . P5 P 0.4444(2) 1.5628(2) 0.27254(12) 0.0124(4) Uani 1 d . . O1 O -0.3718(5) 0.8606(6) 0.1506(3) 0.0364(14) Uani 1 d . . O2 O -0.3611(5) 0.9699(4) 0.3709(3) 0.0188(11) Uani 1 d . . O3 O -0.5245(5) 0.7045(4) 0.3087(3) 0.0199(11) Uani 1 d . . O4 O -0.6355(6) 1.0012(5) 0.2483(4) 0.0371(14) Uani 1 d . . O5 O 0.2416(6) 1.1857(5) 0.3378(3) 0.0265(12) Uani 1 d . . O6 O 0.4123(4) 1.4629(4) 0.3518(3) 0.0188(11) Uani 1 d . . O7 O -0.1834(5) 0.8883(6) 0.4955(3) 0.0287(12) Uani 1 d . . O8 O 0.0582(4) 1.4608(5) 0.3193(3) 0.0227(11) Uani 1 d . . O9 O 0.0377(4) 1.4074(5) 0.1467(3) 0.0206(11) Uani 1 d . . O10 O 0.2863(5) 1.4401(5) 0.0026(3) 0.0234(11) Uani 1 d . . O11 O 0.3242(5) 1.5618(4) 0.1994(3) 0.0189(11) Uani 1 d . . O12 O 0.3238(5) 1.2292(5) 0.1740(3) 0.0202(11) Uani 1 d . . O13 O -0.1010(5) 1.0443(5) 0.3700(3) 0.0241(12) Uani 1 d . . O14 O -0.1369(5) 1.3025(4) 0.2579(3) 0.0198(11) Uani 1 d . . O15 O 0.1196(5) 1.0699(5) 0.2030(3) 0.0223(12) Uani 1 d . . O16 O -0.1940(5) 1.0540(5) 0.1425(3) 0.0245(12) Uani 1 d . . O17 O -0.1687(5) 0.7987(5) 0.3363(4) 0.0283(13) Uani 1 d . . O18 O 0.1325(7) 0.7620(8) 0.2482(5) 0.032(2) Uani 1 d . . O19 O -0.1178(5) 0.8135(5) 0.1043(3) 0.0246(12) Uani 1 d . . O20 O -0.1471(5) 0.5511(4) 0.2250(3) 0.0190(11) Uani 1 d . . O21 O 0.5820(5) 1.5024(5) 0.2219(4) 0.0266(13) Uani 1 d . . H30 H 0.5636(5) 1.4232(5) 0.2019(4) 0.040 Uiso 1 calc R . N1 N 0.6030(6) 0.2529(6) 1.1083(4) 0.0232(14) Uani 1 d . . H3 H 0.5198(6) 0.2081(6) 1.1212(4) 0.035 Uiso 1 calc R . H2 H 0.6039(6) 0.3356(6) 1.1378(4) 0.035 Uiso 1 calc R . H1 H 0.6792(6) 0.2019(6) 1.1287(4) 0.035 Uiso 1 calc R . N2 N 0.8921(7) 0.5632(6) 0.9971(4) 0.031(2) Uani 1 d . . H12 H 0.8867(7) 0.6540(6) 1.0113(4) 0.046 Uiso 1 calc R . H11 H 0.9223(7) 0.5533(6) 0.9374(4) 0.046 Uiso 1 calc R . H10 H 0.9556(7) 0.5214(6) 1.0368(4) 0.046 Uiso 1 calc R . C3 C 0.7481(8) 0.4995(7) 1.0064(5) 0.024(2) Uani 1 d . . H9 H 0.6789(8) 0.5465(7) 0.9640(5) 0.029 Uiso 1 calc R . H8 H 0.7149(8) 0.5121(7) 1.0711(5) 0.029 Uiso 1 calc R . C2 C 0.7501(8) 0.3487(8) 0.9837(5) 0.029(2) Uani 1 d . . H7 H 0.8311(8) 0.3053(8) 1.0182(5) 0.035 Uiso 1 calc R . H6 H 0.7679(8) 0.3376(8) 0.9162(5) 0.035 Uiso 1 calc R . C1 C 0.6125(8) 0.2742(9) 1.0073(5) 0.031(2) Uani 1 d . . H5 H 0.5288(8) 0.3284(9) 0.9850(5) 0.037 Uiso 1 calc R . H4 H 0.6100(8) 0.1844(9) 0.9751(5) 0.037 Uiso 1 calc R . N3 N 0.3783(6) 0.7535(6) 0.6152(4) 0.0250(14) Uani 1 d . . H15 H 0.4585(6) 0.7006(6) 0.6219(4) 0.037 Uiso 1 calc R . H14 H 0.3026(6) 0.7106(6) 0.6420(4) 0.037 Uiso 1 calc R . H13 H 0.3935(6) 0.8359(6) 0.6433(4) 0.037 Uiso 1 calc R . N4 N 0.0981(6) 1.0844(6) 0.5232(4) 0.0254(14) Uani 1 d . . H24 H 0.1133(6) 1.1725(6) 0.5417(4) 0.038 Uiso 1 calc R . H23 H 0.0341(6) 1.0438(6) 0.5618(4) 0.038 Uiso 1 calc R . H22 H 0.0622(6) 1.0836(6) 0.4637(4) 0.038 Uiso 1 calc R . C7 C 0.2336(8) 1.0094(8) 0.5269(6) 0.031(2) Uani 1 d . . H21 H 0.2733(8) 1.0118(8) 0.5914(6) 0.037 Uiso 1 calc R . H20 H 0.3035(8) 1.0548(8) 0.4857(6) 0.037 Uiso 1 calc R . C6 C 0.2144(8) 0.8623(8) 0.4968(5) 0.034(2) Uani 1 d . . H19 H 0.1899(8) 0.8601(8) 0.4293(5) 0.040 Uiso 1 calc R . H18 H 0.1326(8) 0.8221(8) 0.5307(5) 0.040 Uiso 1 calc R . C5 C 0.3464(9) 0.7751(9) 0.5144(5) 0.036(2) Uani 1 d . . H16 H 0.3323(9) 0.6848(9) 0.4840(5) 0.043 Uiso 1 calc R . H17 H 0.4302(9) 0.8197(9) 0.4854(5) 0.043 Uiso 1 calc R . H52 H 0.1499(85) 0.8093(76) 0.2335(58) 0.000(27) Uiso 1 d . . H51 H 0.2064(94) 0.7148(84) 0.2350(58) 0.037(28) Uiso 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 0.0149(4) 0.0113(4) 0.0147(4) 0.0005(3) 0.0023(3) -0.0004(3) Zn2 0.0156(4) 0.0157(4) 0.0110(4) -0.0010(3) 0.0023(3) -0.0016(3) Zn3 0.0142(3) 0.0180(5) 0.0118(4) -0.0008(3) 0.0028(3) -0.0008(3) Zn4 0.0177(4) 0.0114(4) 0.0152(4) -0.0005(3) 0.0024(3) -0.0009(3) Zn5 0.0240(5) 0.0132(5) 0.0184(5) -0.0001(4) 0.0022(4) 0.0030(4) P1 0.0161(8) 0.0111(9) 0.0106(8) 0.0015(7) 0.0025(7) 0.0004(7) P2 0.0159(8) 0.0140(9) 0.0107(8) 0.0001(8) 0.0010(6) 0.0002(8) P3 0.0112(8) 0.0100(9) 0.0128(8) -0.0004(7) 0.0018(7) -0.0001(7) P4 0.0164(9) 0.0099(9) 0.0137(9) 0.0012(8) 0.0018(7) 0.0012(7) P5 0.0120(9) 0.0109(9) 0.0143(9) -0.0001(7) 0.0033(7) -0.0016(7) O1 0.022(2) 0.067(4) 0.020(3) -0.002(3) 0.009(2) -0.015(3) O2 0.021(2) 0.011(3) 0.024(3) -0.006(2) -0.002(2) 0.002(2) O3 0.030(3) 0.010(3) 0.020(3) 0.001(2) 0.005(2) -0.004(2) O4 0.044(3) 0.030(3) 0.038(3) 0.004(3) 0.002(3) 0.028(3) O5 0.051(3) 0.014(3) 0.015(3) -0.006(2) 0.007(2) -0.002(2) O6 0.017(2) 0.015(3) 0.024(3) 0.004(2) 0.001(2) -0.005(2) O7 0.031(3) 0.041(3) 0.014(2) 0.011(3) 0.004(2) 0.002(3) O8 0.020(2) 0.033(3) 0.016(3) -0.002(2) 0.000(2) 0.003(2) O9 0.016(2) 0.028(3) 0.018(2) -0.001(2) 0.004(2) -0.005(2) O10 0.025(2) 0.031(3) 0.015(3) -0.001(2) 0.001(2) -0.005(2) O11 0.017(3) 0.017(3) 0.022(3) -0.002(2) 0.000(2) -0.002(2) O12 0.022(3) 0.019(3) 0.019(3) 0.004(2) 0.007(2) -0.002(2) O13 0.024(3) 0.025(3) 0.023(3) 0.008(2) 0.001(2) -0.010(2) O14 0.015(2) 0.011(3) 0.033(3) 0.005(2) 0.010(2) 0.002(2) O15 0.016(2) 0.026(3) 0.026(3) -0.004(2) 0.004(2) -0.006(2) O16 0.034(3) 0.008(3) 0.032(3) -0.008(2) -0.009(2) 0.004(2) O17 0.035(3) 0.020(3) 0.030(3) -0.010(2) 0.007(2) 0.008(2) O18 0.034(4) 0.016(4) 0.047(4) 0.009(4) 0.004(3) -0.006(3) O19 0.032(3) 0.021(3) 0.021(3) 0.003(2) 0.002(2) 0.011(2) O20 0.019(3) 0.009(2) 0.028(3) -0.004(2) -0.003(2) 0.003(2) O21 0.023(3) 0.022(3) 0.036(3) -0.020(2) 0.014(2) -0.004(2) N1 0.016(3) 0.017(3) 0.037(4) -0.003(3) 0.005(3) -0.002(3) N2 0.037(4) 0.031(4) 0.025(4) 0.002(3) 0.007(3) 0.003(3) C3 0.025(4) 0.028(4) 0.020(4) 0.001(3) 0.003(3) 0.002(3) C2 0.034(4) 0.032(5) 0.021(4) 0.004(4) 0.008(3) 0.008(4) C1 0.035(5) 0.033(5) 0.024(4) -0.001(4) -0.002(4) 0.003(4) N3 0.027(3) 0.017(3) 0.031(4) -0.001(3) 0.006(3) -0.004(3) N4 0.035(3) 0.015(3) 0.026(3) -0.003(3) -0.006(3) -0.001(3) C7 0.032(4) 0.030(5) 0.032(5) 0.002(4) 0.000(4) -0.003(4) C6 0.057(5) 0.027(4) 0.016(4) -0.009(4) -0.011(4) 0.000(4) C5 0.060(6) 0.029(5) 0.019(4) -0.002(4) 0.009(4) -0.001(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 O1 1.924(4) . ? Zn1 O3 1.936(4) . ? Zn1 O4 1.942(5) . ? Zn1 O2 1.954(5) . ? Zn2 O7 1.907(4) 2_556 ? Zn2 O6 1.940(4) . ? Zn2 O8 1.944(4) . ? Zn2 O5 1.946(5) . ? Zn3 O10 1.908(4) . ? Zn3 O9 1.934(4) . ? Zn3 O12 1.960(5) . ? Zn3 O11 1.974(4) . ? Zn4 O15 1.928(4) . ? Zn4 O13 1.933(5) . ? Zn4 O16 1.945(5) . ? Zn4 O14 1.952(4) . ? Zn5 O17 1.886(5) . ? Zn5 O19 1.933(5) . ? Zn5 O20 1.951(4) . ? Zn5 O18 1.978(7) . ? P1 O7 1.517(5) . ? P1 O17 1.529(5) . ? P1 O13 1.542(5) . ? P1 O2 1.545(5) . ? P2 O10 1.515(5) 2_545 ? P2 O1 1.516(5) . ? P2 O19 1.544(4) . ? P2 O16 1.548(5) . ? P3 O8 1.527(5) . ? P3 O14 1.533(4) . ? P3 O20 1.536(5) 1_565 ? P3 O9 1.539(4) . ? P4 O4 1.501(5) 1_655 ? P4 O5 1.522(5) . ? P4 O15 1.539(5) . ? P4 O12 1.540(5) . ? P5 O3 1.502(5) 1_665 ? P5 O11 1.520(5) . ? P5 O6 1.530(5) . ? P5 O21 1.595(4) . ? O3 P5 1.502(5) 1_445 ? O4 P4 1.501(5) 1_455 ? O7 Zn2 1.907(4) 2_546 ? O10 P2 1.515(5) 2 ? O18 H52 0.53(7) . ? O18 H51 0.85(9) . ? O20 P3 1.536(5) 1_545 ? O21 H30 0.84 . ? N1 C1 1.467(9) . ? N1 H3 0.91 . ? N1 H2 0.91 . ? N1 H1 0.91 . ? N2 C3 1.484(9) . ? N2 H12 0.91 . ? N2 H11 0.91 . ? N2 H10 0.91 . ? C3 C2 1.506(10) . ? C3 H9 0.99 . ? C3 H8 0.99 . ? C2 C1 1.515(10) . ? C2 H7 0.99 . ? C2 H6 0.99 . ? C1 H5 0.99 . ? C1 H4 0.99 . ? N3 C5 1.484(9) . ? N3 H15 0.91 . ? N3 H14 0.91 . ? N3 H13 0.91 . ? N4 C7 1.457(9) . ? N4 H24 0.91 . ? N4 H23 0.91 . ? N4 H22 0.91 . ? C7 C6 1.508(11) . ? C7 H21 0.99 . ? C7 H20 0.99 . ? C6 C5 1.511(11) . ? C6 H19 0.99 . ? C6 H18 0.99 . ? C5 H16 0.99 . ? C5 H17 0.99 . ? 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 O3 106.6(2) . . ? O1 Zn1 O4 109.5(2) . . ? O3 Zn1 O4 110.5(2) . . ? O1 Zn1 O2 118.5(2) . . ? O3 Zn1 O2 106.8(2) . . ? O4 Zn1 O2 104.9(2) . . ? O7 Zn2 O6 110.7(2) 2_556 . ? O7 Zn2 O8 100.8(2) 2_556 . ? O6 Zn2 O8 117.4(2) . . ? O7 Zn2 O5 109.9(2) 2_556 . ? O6 Zn2 O5 107.8(2) . . ? O8 Zn2 O5 110.1(2) . . ? O10 Zn3 O9 109.7(2) . . ? O10 Zn3 O12 112.6(2) . . ? O9 Zn3 O12 110.3(2) . . ? O10 Zn3 O11 104.8(2) . . ? O9 Zn3 O11 107.0(2) . . ? O12 Zn3 O11 112.1(2) . . ? O15 Zn4 O13 111.4(2) . . ? O15 Zn4 O16 103.1(2) . . ? O13 Zn4 O16 120.2(2) . . ? O15 Zn4 O14 122.0(2) . . ? O13 Zn4 O14 101.3(2) . . ? O16 Zn4 O14 99.6(2) . . ? O17 Zn5 O19 123.9(2) . . ? O17 Zn5 O20 98.3(2) . . ? O19 Zn5 O20 106.1(2) . . ? O17 Zn5 O18 107.3(3) . . ? O19 Zn5 O18 106.1(3) . . ? O20 Zn5 O18 115.7(3) . . ? O7 P1 O17 107.0(3) . . ? O7 P1 O13 108.7(3) . . ? O17 P1 O13 110.3(3) . . ? O7 P1 O2 112.1(3) . . ? O17 P1 O2 109.0(3) . . ? O13 P1 O2 109.8(3) . . ? O10 P2 O1 109.3(3) 2_545 . ? O10 P2 O19 109.5(3) 2_545 . ? O1 P2 O19 110.0(3) . . ? O10 P2 O16 109.2(3) 2_545 . ? O1 P2 O16 110.1(3) . . ? O19 P2 O16 108.7(3) . . ? O8 P3 O14 111.4(3) . . ? O8 P3 O20 108.2(3) . 1_565 ? O14 P3 O20 107.2(2) . 1_565 ? O8 P3 O9 111.3(2) . . ? O14 P3 O9 109.7(3) . . ? O20 P3 O9 108.7(3) 1_565 . ? O4 P4 O5 111.4(3) 1_655 . ? O4 P4 O15 107.4(3) 1_655 . ? O5 P4 O15 109.2(3) . . ? O4 P4 O12 110.0(3) 1_655 . ? O5 P4 O12 110.6(3) . . ? O15 P4 O12 108.2(3) . . ? O3 P5 O11 112.3(3) 1_665 . ? O3 P5 O6 111.6(3) 1_665 . ? O11 P5 O6 111.0(2) . . ? O3 P5 O21 110.2(3) 1_665 . ? O11 P5 O21 105.6(3) . . ? O6 P5 O21 105.7(3) . . ? P2 O1 Zn1 139.6(3) . . ? P1 O2 Zn1 120.5(3) . . ? P5 O3 Zn1 141.6(3) 1_445 . ? P4 O4 Zn1 163.6(4) 1_455 . ? P4 O5 Zn2 130.7(3) . . ? P5 O6 Zn2 126.0(3) . . ? P1 O7 Zn2 157.2(3) . 2_546 ? P3 O8 Zn2 136.5(3) . . ? P3 O9 Zn3 127.9(3) . . ? P2 O10 Zn3 146.5(3) 2 . ? P5 O11 Zn3 128.4(3) . . ? P4 O12 Zn3 131.1(3) . . ? P1 O13 Zn4 124.3(3) . . ? P3 O14 Zn4 124.2(2) . . ? P4 O15 Zn4 127.9(3) . . ? P2 O16 Zn4 137.3(3) . . ? P1 O17 Zn5 143.1(3) . . ? Zn5 O18 H52 109.8(93) . . ? Zn5 O18 H51 134.7(57) . . ? H52 O18 H51 97.3(100) . . ? P2 O19 Zn5 115.3(3) . . ? P3 O20 Zn5 121.5(3) 1_545 . ? P5 O21 H30 109.5(2) . . ? C1 N1 H3 109.5(4) . . ? C1 N1 H2 109.5(4) . . ? H3 N1 H2 109.5 . . ? C1 N1 H1 109.5(4) . . ? H3 N1 H1 109.5 . . ? H2 N1 H1 109.5 . . ? C3 N2 H12 109.5(4) . . ? C3 N2 H11 109.5(4) . . ? H12 N2 H11 109.5 . . ? C3 N2 H10 109.5(4) . . ? H12 N2 H10 109.5 . . ? H11 N2 H10 109.5 . . ? N2 C3 C2 112.0(6) . . ? N2 C3 H9 109.2(4) . . ? C2 C3 H9 109.2(5) . . ? N2 C3 H8 109.2(4) . . ? C2 C3 H8 109.2(4) . . ? H9 C3 H8 107.9 . . ? C3 C2 C1 114.0(6) . . ? C3 C2 H7 108.7(5) . . ? C1 C2 H7 108.7(4) . . ? C3 C2 H6 108.7(4) . . ? C1 C2 H6 108.7(4) . . ? H7 C2 H6 107.6 . . ? N1 C1 C2 110.7(6) . . ? N1 C1 H5 109.5(4) . . ? C2 C1 H5 109.5(4) . . ? N1 C1 H4 109.5(4) . . ? C2 C1 H4 109.5(4) . . ? H5 C1 H4 108.1 . . ? C5 N3 H15 109.5(4) . . ? C5 N3 H14 109.5(4) . . ? H15 N3 H14 109.5 . . ? C5 N3 H13 109.5(4) . . ? H15 N3 H13 109.5 . . ? H14 N3 H13 109.5 . . ? C7 N4 H24 109.5(4) . . ? C7 N4 H23 109.5(4) . . ? H24 N4 H23 109.5 . . ? C7 N4 H22 109.5(4) . . ? H24 N4 H22 109.5 . . ? H23 N4 H22 109.5 . . ? N4 C7 C6 111.6(6) . . ? N4 C7 H21 109.3(4) . . ? C6 C7 H21 109.3(4) . . ? N4 C7 H20 109.3(4) . . ? C6 C7 H20 109.3(4) . . ? H21 C7 H20 108.0 . . ? C7 C6 C5 113.3(7) . . ? C7 C6 H19 108.9(4) . . ? C5 C6 H19 108.9(4) . . ? C7 C6 H18 108.9(4) . . ? C5 C6 H18 108.9(4) . . ? H19 C6 H18 107.7 . . ? N3 C5 C6 113.0(6) . . ? N3 C5 H16 109.0(4) . . ? C6 C5 H16 109.0(4) . . ? N3 C5 H17 109.0(4) . . ? C6 C5 H17 109.0(4) . . ? H16 C5 H17 107.8 . . ? _refine_diff_density_max 0.423 _refine_diff_density_min -0.470 _refine_diff_density_rms 0.114 # Compound X data_test_Compound_X _database_code_CSD 160295 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C3 H5 N2 O4 P Zn' _chemical_formula_weight 229.43 _chemical_melting_point ? _chemical_compound_source ? 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 ? _symmetry_space_group_name_H-M ? 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 5.1971(6) _cell_length_b 7.6972(9) _cell_length_c 17.336(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.618(2) _cell_angle_gamma 90.00 _cell_volume 693.47(14) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.198 _exptl_crystal_density_method ? _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 3.736 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2830 _diffrn_reflns_av_R_equivalents 0.0658 _diffrn_reflns_av_sigmaI/netI 0.0517 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 23.34 _reflns_number_total 1007 _reflns_number_observed 909 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0352P)^2^+6.0376P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1007 _refine_ls_number_parameters 100 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0524 _refine_ls_R_factor_obs 0.0434 _refine_ls_wR_factor_all 0.1326 _refine_ls_wR_factor_obs 0.1179 _refine_ls_goodness_of_fit_all 1.334 _refine_ls_goodness_of_fit_obs 1.256 _refine_ls_restrained_S_all 1.334 _refine_ls_restrained_S_obs 1.256 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.6866(2) -0.36421(11) 0.41980(5) 0.0174(4) Uani 1 d . . P1 P 1.1828(4) -0.2623(3) 0.50949(12) 0.0164(5) Uani 1 d . . O1 O 0.3303(11) -0.3129(8) 0.4393(3) 0.0290(15) Uani 1 d . . O2 O 0.7918(12) -0.6059(7) 0.4255(3) 0.0247(14) Uani 1 d . . O3 O 0.9032(10) -0.2247(7) 0.4881(3) 0.0235(14) Uani 1 d . . O4 O 1.2935(11) -0.0912(7) 0.5472(4) 0.0302(15) Uani 1 d . . H5 H 1.2842(11) -0.0095(7) 0.5152(4) 0.045 Uiso 1 calc R . N1 N 0.7464(14) -0.3079(9) 0.3096(4) 0.024(2) Uani 1 d . . N2 N 0.9212(16) -0.2197(11) 0.2012(4) 0.035(2) Uani 1 d . . H4 H 1.0282(16) -0.1693(11) 0.1692(4) 0.042 Uiso 1 calc R . C1 C 0.7066(20) -0.3090(14) 0.1818(6) 0.038(2) Uani 1 d . . H1 H 0.6444(20) -0.3301(14) 0.1309(6) 0.045 Uiso 1 calc R . C2 C 0.9415(18) -0.2220(12) 0.2794(5) 0.030(2) Uani 1 d . . H2 H 1.0767(18) -0.1693(12) 0.3084(5) 0.036 Uiso 1 calc R . C3 C 0.5987(19) -0.3616(12) 0.2462(6) 0.034(2) Uani 1 d . . H3 H 0.4436(19) -0.4264(12) 0.2490(6) 0.041 Uiso 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 0.0193(6) 0.0165(5) 0.0164(5) 0.0014(4) 0.0001(4) 0.0021(4) P1 0.0162(11) 0.0135(11) 0.0196(11) 0.0015(8) -0.0026(8) 0.0020(8) O1 0.020(3) 0.041(4) 0.025(3) -0.006(3) -0.001(3) 0.006(3) O2 0.033(3) 0.017(3) 0.024(3) 0.001(2) -0.001(3) 0.005(3) O3 0.012(3) 0.021(3) 0.038(4) -0.002(3) -0.004(3) 0.002(2) O4 0.032(4) 0.014(3) 0.044(4) 0.000(3) -0.016(3) -0.003(3) N1 0.030(4) 0.023(4) 0.017(4) 0.001(3) 0.000(3) 0.001(3) N2 0.042(5) 0.045(5) 0.018(4) 0.012(4) 0.007(4) -0.006(4) C1 0.043(6) 0.046(6) 0.024(5) 0.002(5) -0.009(4) 0.003(5) C2 0.029(5) 0.034(5) 0.027(5) 0.007(4) 0.003(4) -0.011(4) C3 0.027(5) 0.036(6) 0.040(6) 0.002(4) -0.006(4) -0.006(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 O1 1.927(6) . ? Zn1 O2 1.941(6) . ? Zn1 O3 1.947(5) . ? Zn1 N1 1.987(7) . ? P1 O1 1.497(6) 1_655 ? P1 O2 1.521(6) 3_746 ? P1 O3 1.524(6) . ? P1 O4 1.576(6) . ? O1 P1 1.497(6) 1_455 ? O2 P1 1.521(6) 3_746 ? O4 H5 0.84 . ? N1 C2 1.323(12) . ? N1 C3 1.396(12) . ? N2 C1 1.350(13) . ? N2 C2 1.359(12) . ? N2 H4 0.88 . ? C1 C3 1.319(14) . ? C1 H1 0.95 . ? C2 H2 0.95 . ? C3 H3 0.95 . ? 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 O2 117.3(3) . . ? O1 Zn1 O3 109.3(2) . . ? O2 Zn1 O3 109.7(2) . . ? O1 Zn1 N1 106.5(3) . . ? O2 Zn1 N1 102.2(3) . . ? O3 Zn1 N1 111.6(3) . . ? O1 P1 O2 112.8(4) 1_655 3_746 ? O1 P1 O3 110.3(3) 1_655 . ? O2 P1 O3 112.5(3) 3_746 . ? O1 P1 O4 111.5(4) 1_655 . ? O2 P1 O4 102.8(3) 3_746 . ? O3 P1 O4 106.6(3) . . ? P1 O1 Zn1 134.2(4) 1_455 . ? P1 O2 Zn1 134.4(4) 3_746 . ? P1 O3 Zn1 126.0(3) . . ? P1 O4 H5 109.5(2) . . ? C2 N1 C3 104.7(8) . . ? C2 N1 Zn1 128.1(6) . . ? C3 N1 Zn1 127.0(6) . . ? C1 N2 C2 107.3(8) . . ? C1 N2 H4 126.4(5) . . ? C2 N2 H4 126.4(5) . . ? C3 C1 N2 107.6(8) . . ? C3 C1 H1 126.2(6) . . ? N2 C1 H1 126.2(5) . . ? N1 C2 N2 110.5(8) . . ? N1 C2 H2 124.8(5) . . ? N2 C2 H2 124.8(5) . . ? C1 C3 N1 109.9(9) . . ? C1 C3 H3 125.0(6) . . ? N1 C3 H3 125.0(5) . . ? _refine_diff_density_max 0.640 _refine_diff_density_min -0.814 _refine_diff_density_rms 0.227 # compound IX data_datam_compound_IX _database_code_CSD 160296 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C3 H15 N2 O12 P3 Zn2' _chemical_formula_weight 494.82 _chemical_melting_point ? _chemical_compound_source ? 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)/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 8.6145(9) _cell_length_b 9.6187(10) _cell_length_c 17.038(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.571(2) _cell_angle_gamma 90.00 _cell_volume 1409.0(3) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.749 _exptl_crystal_density_method ? _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 2.858 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5730 _diffrn_reflns_av_R_equivalents 0.0752 _diffrn_reflns_av_sigmaI/netI 0.0941 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 23.38 _reflns_number_total 2037 _reflns_number_observed 1438 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0669P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2037 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0833 _refine_ls_R_factor_obs 0.0448 _refine_ls_wR_factor_all 0.1368 _refine_ls_wR_factor_obs 0.1013 _refine_ls_goodness_of_fit_all 1.068 _refine_ls_goodness_of_fit_obs 0.961 _refine_ls_restrained_S_all 1.068 _refine_ls_restrained_S_obs 0.961 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.67658(12) 0.13244(11) 0.52121(6) 0.0153(3) Uani 1 d . . Zn2 Zn 1.24083(13) 0.48137(11) 0.52176(6) 0.0151(3) Uani 1 d . . P1 P 0.5454(3) -0.1030(2) 0.62785(14) 0.0142(6) Uani 1 d . . P2 P 0.9903(3) 0.2539(2) 0.48918(14) 0.0149(6) Uani 1 d . . P3 P 1.5559(3) 0.4088(2) 0.60966(14) 0.0134(6) Uani 1 d . . O1 O 0.5509(8) 0.2766(7) 0.5633(4) 0.030(2) Uani 1 d . . O2 O 0.6169(8) 0.1240(7) 0.4103(4) 0.027(2) Uani 1 d . . O3 O 0.8981(7) 0.1603(7) 0.5402(4) 0.026(2) Uani 1 d . . O4 O 0.6606(7) -0.0501(6) 0.5709(4) 0.017(2) Uani 1 d . . O5 O 1.1069(7) 0.6319(6) 0.5506(4) 0.021(2) Uani 1 d . . O6 O 1.3300(8) 0.4852(6) 0.4201(4) 0.022(2) Uani 1 d . . O7 O 1.1318(7) 0.3083(6) 0.5378(3) 0.019(2) Uani 1 d . . O8 O 1.3926(7) 0.4731(6) 0.6121(3) 0.019(2) Uani 1 d . . O9 O 0.6112(8) -0.2470(6) 0.6619(3) 0.023(2) Uani 1 d . . H40 H 0.6148(8) -0.3035(6) 0.6260(3) 0.035 Uiso 1 calc R . O10 O 0.5385(7) -0.0119(6) 0.7005(4) 0.021(2) Uani 1 d . . O11 O 1.0473(8) 0.1674(7) 0.4180(4) 0.030(2) Uani 1 d . . H30 H 1.0974(8) 0.2178(7) 0.3901(4) 0.045 Uiso 1 calc R . O12 O 1.6112(7) 0.3745(6) 0.6966(4) 0.024(2) Uani 1 d . . H20 H 1.6144(7) 0.4463(6) 0.7227(4) 0.036 Uiso 1 calc R . N1 N 0.7606(9) 0.3349(8) 0.2922(5) 0.023(2) Uani 1 d . . H3 H 0.6898(9) 0.3942(8) 0.3082(5) 0.034 Uiso 1 calc R . H2 H 0.7981(9) 0.2844(8) 0.3329(5) 0.034 Uiso 1 calc R . H1 H 0.7168(9) 0.2790(8) 0.2556(5) 0.034 Uiso 1 calc R . N2 N 1.2696(9) 0.3225(8) 0.1741(5) 0.027(2) Uani 1 d . . H12 H 1.3427(9) 0.3777(8) 0.1566(5) 0.041 Uiso 1 calc R . H11 H 1.2344(9) 0.2660(8) 0.1356(5) 0.041 Uiso 1 calc R . H10 H 1.3097(9) 0.2722(8) 0.2143(5) 0.041 Uiso 1 calc R . C1 C 0.8903(11) 0.4142(10) 0.2586(6) 0.022(2) Uani 1 d . . H5 H 0.8485(11) 0.4705(10) 0.2150(6) 0.027 Uiso 1 calc R . H4 H 0.9362(11) 0.4764(10) 0.2984(6) 0.027 Uiso 1 calc R . C2 C 1.0131(11) 0.3210(9) 0.2306(5) 0.018(2) Uani 1 d . . H7 H 0.9696(11) 0.2611(9) 0.1891(5) 0.022 Uiso 1 calc R . H6 H 1.0545(11) 0.2629(9) 0.2735(5) 0.022 Uiso 1 calc R . C3 C 1.1392(11) 0.4084(11) 0.2006(6) 0.029(3) Uani 1 d . . H9 H 1.0970(11) 0.4644(11) 0.1570(6) 0.034 Uiso 1 calc R . H8 H 1.1783(11) 0.4710(11) 0.2419(6) 0.034 Uiso 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 0.0154(7) 0.0154(6) 0.0149(6) 0.0005(5) 0.0003(5) -0.0016(5) Zn2 0.0130(6) 0.0164(6) 0.0155(6) 0.0013(5) -0.0009(5) -0.0006(5) P1 0.0145(14) 0.0150(14) 0.0131(13) 0.0010(11) 0.0013(11) -0.0033(10) P2 0.0108(14) 0.0164(13) 0.0170(13) 0.0020(11) -0.0019(11) -0.0003(10) P3 0.0121(14) 0.0156(14) 0.0124(13) 0.0011(11) 0.0005(10) 0.0006(11) O1 0.030(4) 0.026(4) 0.035(4) -0.014(3) 0.003(4) -0.002(3) O2 0.020(4) 0.047(5) 0.013(4) -0.002(3) -0.001(3) -0.005(3) O3 0.013(4) 0.032(4) 0.032(4) 0.010(3) -0.003(3) -0.011(3) O4 0.020(4) 0.012(4) 0.018(3) 0.007(3) 0.009(3) 0.003(3) O5 0.022(4) 0.021(4) 0.022(4) -0.001(3) 0.000(3) 0.008(3) O6 0.021(4) 0.024(4) 0.023(4) 0.002(3) 0.011(3) 0.001(3) O7 0.013(4) 0.019(4) 0.023(4) 0.005(3) -0.008(3) -0.005(3) O8 0.014(4) 0.026(4) 0.018(4) -0.004(3) 0.001(3) 0.008(3) O9 0.037(4) 0.015(4) 0.018(4) 0.006(3) 0.003(3) 0.003(3) O10 0.021(4) 0.023(4) 0.020(4) -0.003(3) 0.003(3) -0.006(3) O11 0.035(5) 0.032(4) 0.024(4) -0.003(3) 0.006(4) 0.007(3) O12 0.027(4) 0.025(4) 0.019(4) 0.008(3) -0.005(3) 0.005(3) N1 0.021(5) 0.025(5) 0.023(5) -0.004(4) 0.005(4) 0.001(4) N2 0.024(5) 0.028(5) 0.030(5) -0.009(4) 0.005(4) -0.011(4) C1 0.012(6) 0.020(6) 0.036(6) -0.006(5) 0.007(5) -0.006(4) C2 0.020(6) 0.022(5) 0.013(5) 0.007(4) -0.001(4) -0.002(4) C3 0.016(6) 0.040(7) 0.030(6) -0.010(5) -0.001(5) 0.003(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 Zn1 O1 1.925(6) . ? Zn1 O2 1.929(6) . ? Zn1 O3 1.934(6) . ? Zn1 O4 1.958(5) . ? Zn2 O5 1.933(6) . ? Zn2 O6 1.938(6) . ? Zn2 O7 1.939(6) . ? Zn2 O8 1.958(6) . ? P1 O2 1.518(7) 3_656 ? P1 O4 1.519(6) . ? P1 O10 1.520(6) . ? P1 O9 1.593(6) . ? P2 O3 1.511(6) . ? P2 O5 1.515(6) 3_766 ? P2 O7 1.523(6) . ? P2 O11 1.575(6) . ? P3 O1 1.497(7) 1_655 ? P3 O6 1.525(6) 3_866 ? P3 O8 1.539(7) . ? P3 O12 1.563(6) . ? O1 P3 1.497(7) 1_455 ? O2 P1 1.518(7) 3_656 ? O5 P2 1.515(6) 3_766 ? O6 P3 1.525(6) 3_866 ? O9 H40 0.82 . ? O11 H30 0.82 . ? O12 H20 0.82 . ? N1 C1 1.496(11) . ? N1 H3 0.89 . ? N1 H2 0.89 . ? N1 H1 0.89 . ? N2 C3 1.488(11) . ? N2 H12 0.89 . ? N2 H11 0.89 . ? N2 H10 0.89 . ? C1 C2 1.488(12) . ? C1 H5 0.97 . ? C1 H4 0.97 . ? C2 C3 1.489(13) . ? C2 H7 0.97 . ? C2 H6 0.97 . ? C3 H9 0.97 . ? C3 H8 0.97 . ? 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 O2 105.8(3) . . ? O1 Zn1 O3 114.2(3) . . ? O2 Zn1 O3 111.7(3) . . ? O1 Zn1 O4 115.4(3) . . ? O2 Zn1 O4 111.4(3) . . ? O3 Zn1 O4 98.5(3) . . ? O5 Zn2 O6 119.3(3) . . ? O5 Zn2 O7 107.8(3) . . ? O6 Zn2 O7 111.4(3) . . ? O5 Zn2 O8 102.2(3) . . ? O6 Zn2 O8 114.9(3) . . ? O7 Zn2 O8 99.2(3) . . ? O2 P1 O4 113.1(4) 3_656 . ? O2 P1 O10 110.1(4) 3_656 . ? O4 P1 O10 112.8(4) . . ? O2 P1 O9 109.7(4) 3_656 . ? O4 P1 O9 107.0(3) . . ? O10 P1 O9 103.6(4) . . ? O3 P2 O5 113.2(4) . 3_766 ? O3 P2 O7 108.9(3) . . ? O5 P2 O7 113.3(4) 3_766 . ? O3 P2 O11 109.2(4) . . ? O5 P2 O11 103.3(4) 3_766 . ? O7 P2 O11 108.8(4) . . ? O1 P3 O6 113.0(4) 1_655 3_866 ? O1 P3 O8 111.0(4) 1_655 . ? O6 P3 O8 110.4(4) 3_866 . ? O1 P3 O12 108.6(4) 1_655 . ? O6 P3 O12 107.0(4) 3_866 . ? O8 P3 O12 106.5(4) . . ? P3 O1 Zn1 144.1(5) 1_455 . ? P1 O2 Zn1 127.4(4) 3_656 . ? P2 O3 Zn1 122.3(4) . . ? P1 O4 Zn1 130.0(4) . . ? P2 O5 Zn2 138.7(4) 3_766 . ? P3 O6 Zn2 127.6(4) 3_866 . ? P2 O7 Zn2 126.6(4) . . ? P3 O8 Zn2 124.2(4) . . ? P1 O9 H40 109.5(2) . . ? P2 O11 H30 109.5(3) . . ? P3 O12 H20 109.5(2) . . ? C1 N1 H3 109.5(5) . . ? C1 N1 H2 109.5(5) . . ? H3 N1 H2 109.5 . . ? C1 N1 H1 109.5(5) . . ? H3 N1 H1 109.5 . . ? H2 N1 H1 109.5 . . ? C3 N2 H12 109.5(5) . . ? C3 N2 H11 109.5(5) . . ? H12 N2 H11 109.5 . . ? C3 N2 H10 109.5(5) . . ? H12 N2 H10 109.5 . . ? H11 N2 H10 109.5 . . ? C2 C1 N1 112.2(7) . . ? C2 C1 H5 109.2(5) . . ? N1 C1 H5 109.2(5) . . ? C2 C1 H4 109.2(5) . . ? N1 C1 H4 109.2(5) . . ? H5 C1 H4 107.9 . . ? C1 C2 C3 108.5(7) . . ? C1 C2 H7 110.0(5) . . ? C3 C2 H7 110.0(5) . . ? C1 C2 H6 110.0(5) . . ? C3 C2 H6 110.0(5) . . ? H7 C2 H6 108.4 . . ? N2 C3 C2 111.8(8) . . ? N2 C3 H9 109.3(5) . . ? C2 C3 H9 109.3(5) . . ? N2 C3 H8 109.3(5) . . ? C2 C3 H8 109.3(5) . . ? H9 C3 H8 107.9 . . ? _refine_diff_density_max 0.788 _refine_diff_density_min -0.971 _refine_diff_density_rms 0.215 # compound VIII data_datam_compound_VIII _database_code_CSD 160297 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C H N O P Zn' _chemical_formula_weight 139.37 _chemical_melting_point ? _chemical_compound_source ? 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 17.2792(7) _cell_length_b 5.1929(2) _cell_length_c 20.1154(6) _cell_angle_alpha 90.00 _cell_angle_beta 92.569(2) _cell_angle_gamma 90.00 _cell_volume 1803.12(11) _cell_formula_units_Z 16 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.054 _exptl_crystal_density_method ? _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 5.621 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(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 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3457 _diffrn_reflns_av_R_equivalents 0.0527 _diffrn_reflns_av_sigmaI/netI 0.0602 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 23.28 _reflns_number_total 1281 _reflns_number_observed 1099 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0683P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1281 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_obs 0.0369 _refine_ls_wR_factor_all 0.1187 _refine_ls_wR_factor_obs 0.0928 _refine_ls_goodness_of_fit_all 1.112 _refine_ls_goodness_of_fit_obs 0.947 _refine_ls_restrained_S_all 1.112 _refine_ls_restrained_S_obs 0.947 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.27621(4) 1.16167(14) 0.89972(4) 0.0136(3) Uani 1 d . . Zn2 Zn 0.43083(4) 1.79625(14) 0.94863(4) 0.0141(3) Uani 1 d . . P1 P 0.32085(9) 1.6687(3) 0.82560(8) 0.0131(4) Uani 1 d . . P2 P 0.61371(9) 1.7271(3) 0.97481(8) 0.0115(4) Uani 1 d . . O1 O 0.1803(3) 1.2815(9) 0.9304(2) 0.0223(11) Uani 1 d . . O2 O 0.3711(2) 1.1331(8) 0.9567(2) 0.0172(10) Uani 1 d . . O3 O 0.2585(2) 0.8247(8) 0.8592(2) 0.0188(11) Uani 1 d . . O4 O 0.2969(2) 1.3827(8) 0.8223(2) 0.0160(10) Uani 1 d . . O5 O 0.3979(3) 1.5601(9) 1.0146(2) 0.0232(11) Uani 1 d . . O6 O 0.4011(2) 1.7051(9) 0.8570(2) 0.0200(11) Uani 1 d . . O7 O 0.5407(2) 1.8585(9) 0.9430(2) 0.0191(11) Uani 1 d . . O8 O 0.3264(3) 1.7647(9) 0.7511(2) 0.0209(11) Uani 1 d . . H10 H 0.2830(3) 1.7488(9) 0.7310(2) 0.031 Uiso 1 calc R . N1 N 0.3995(3) 1.1573(12) 0.6589(3) 0.032(2) Uani 1 d . . H3 H 0.3719(3) 1.2612(12) 0.6302(3) 0.048 Uiso 1 calc R . H2 H 0.3665(3) 1.0702(12) 0.6848(3) 0.048 Uiso 1 calc R . H1 H 0.4275(3) 1.0430(12) 0.6354(3) 0.048 Uiso 1 calc R . C2 C 0.5000 1.1581(24) 0.7500 0.039(3) Uani 1 d S . C1 C 0.4527(5) 1.3155(15) 0.7015(4) 0.036(2) Uani 1 d . . H5 H 0.4220(5) 1.4419(15) 0.7262(4) 0.043 Uiso 1 calc R . H4 H 0.4877(5) 1.4126(15) 0.6730(4) 0.043 Uiso 1 calc R . H6 H 0.5250(45) 1.0092(176) 0.7296(41) 0.058(27) Uiso 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 0.0125(5) 0.0123(5) 0.0161(5) -0.0011(3) 0.0001(3) 0.0014(3) Zn2 0.0127(5) 0.0131(5) 0.0165(5) 0.0005(3) -0.0009(3) 0.0010(3) P1 0.0159(9) 0.0119(10) 0.0114(9) -0.0009(7) -0.0006(7) -0.0014(7) P2 0.0128(9) 0.0090(9) 0.0127(9) 0.0004(7) 0.0003(7) 0.0005(7) O1 0.013(2) 0.022(3) 0.032(3) 0.006(2) 0.006(2) 0.006(2) O2 0.016(2) 0.016(3) 0.019(3) -0.003(2) -0.003(2) 0.002(2) O3 0.015(2) 0.014(3) 0.027(3) -0.007(2) 0.002(2) -0.002(2) O4 0.021(2) 0.009(2) 0.018(2) 0.000(2) -0.001(2) -0.003(2) O5 0.038(3) 0.009(3) 0.024(3) 0.001(2) 0.007(2) -0.002(2) O6 0.016(2) 0.027(3) 0.017(3) 0.000(2) -0.002(2) -0.002(2) O7 0.009(2) 0.024(3) 0.024(3) 0.006(2) 0.000(2) 0.003(2) O8 0.019(3) 0.026(3) 0.018(3) 0.008(2) -0.003(2) -0.005(2) N1 0.020(3) 0.039(4) 0.036(4) -0.013(3) -0.002(3) 0.003(3) C2 0.043(7) 0.026(7) 0.046(8) 0.000 -0.016(6) 0.000 C1 0.047(5) 0.028(5) 0.031(5) -0.005(3) -0.012(4) -0.006(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 O1 1.899(5) . ? Zn1 O3 1.948(4) . ? Zn1 O2 1.963(4) . ? Zn1 O4 1.980(4) . ? Zn2 O5 1.913(4) . ? Zn2 O7 1.934(4) . ? Zn2 O6 1.950(4) . ? Zn2 O2 2.041(4) 1_565 ? P1 O6 1.509(4) . ? P1 O3 1.530(5) 1_565 ? P1 O4 1.542(5) . ? P1 O8 1.586(5) . ? P2 O1 1.515(5) 3 ? P2 O5 1.521(5) 5_687 ? P2 O7 1.548(4) . ? P2 O2 1.570(4) 5_687 ? O1 P2 1.515(5) 3_445 ? O2 P2 1.570(4) 5_687 ? O2 Zn2 2.041(4) 1_545 ? O3 P1 1.530(5) 1_545 ? O5 P2 1.521(5) 5_687 ? O8 H10 0.84 . ? N1 C1 1.477(9) . ? N1 H3 0.91 . ? N1 H2 0.91 . ? N1 H1 0.91 . ? C2 C1 1.489(10) . ? C2 C1 1.489(10) 2_656 ? C2 H6 0.98(8) . ? C1 H5 0.99 . ? C1 H4 0.99 . ? 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 O3 107.9(2) . . ? O1 Zn1 O2 123.6(2) . . ? O3 Zn1 O2 106.7(2) . . ? O1 Zn1 O4 104.9(2) . . ? O3 Zn1 O4 102.9(2) . . ? O2 Zn1 O4 109.1(2) . . ? O5 Zn2 O7 118.2(2) . . ? O5 Zn2 O6 115.2(2) . . ? O7 Zn2 O6 101.7(2) . . ? O5 Zn2 O2 109.1(2) . 1_565 ? O7 Zn2 O2 111.3(2) . 1_565 ? O6 Zn2 O2 99.8(2) . 1_565 ? O6 P1 O3 113.6(3) . 1_565 ? O6 P1 O4 112.2(3) . . ? O3 P1 O4 109.6(3) 1_565 . ? O6 P1 O8 105.2(3) . . ? O3 P1 O8 109.0(3) 1_565 . ? O4 P1 O8 106.8(3) . . ? O1 P2 O5 111.9(3) 3 5_687 ? O1 P2 O7 107.5(3) 3 . ? O5 P2 O7 112.4(3) 5_687 . ? O1 P2 O2 109.3(3) 3 5_687 ? O5 P2 O2 110.4(3) 5_687 5_687 ? O7 P2 O2 105.1(2) . 5_687 ? P2 O1 Zn1 145.8(3) 3_445 . ? P2 O2 Zn1 125.4(3) 5_687 . ? P2 O2 Zn2 113.6(2) 5_687 1_545 ? Zn1 O2 Zn2 115.5(2) . 1_545 ? P1 O3 Zn1 124.1(3) 1_545 . ? P1 O4 Zn1 125.6(3) . . ? P2 O5 Zn2 140.4(3) 5_687 . ? P1 O6 Zn2 128.6(3) . . ? P2 O7 Zn2 133.3(3) . . ? P1 O8 H10 109.5(2) . . ? C1 N1 H3 109.5(4) . . ? C1 N1 H2 109.5(4) . . ? H3 N1 H2 109.5 . . ? C1 N1 H1 109.5(4) . . ? H3 N1 H1 109.5 . . ? H2 N1 H1 109.5 . . ? C1 C2 C1 113.4(10) . 2_656 ? C1 C2 H6 113.4(49) . . ? C1 C2 H6 117.8(48) 2_656 . ? N1 C1 C2 112.6(7) . . ? N1 C1 H5 109.1(4) . . ? C2 C1 H5 109.1(4) . . ? N1 C1 H4 109.1(4) . . ? C2 C1 H4 109.1(4) . . ? H5 C1 H4 107.8 . . ? _refine_diff_density_max 0.757 _refine_diff_density_min -1.061 _refine_diff_density_rms 0.269 # Compound VII data_sad_Compound_VII _database_code_CSD 151541 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C3 H12 N2 O12 P3 Zn3' _chemical_formula_weight 557.17 _chemical_melting_point ? _chemical_compound_source ? 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 5.2176(2) _cell_length_b 8.7802(4) _cell_length_c 16.0811(7) _cell_angle_alpha 89.340(2) _cell_angle_beta 83.5370(10) _cell_angle_gamma 74.3370(10) _cell_volume 704.70(5) _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 rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.626 _exptl_crystal_density_method ? _exptl_crystal_F_000 550 _exptl_absorpt_coefficient_mu 5.472 _exptl_absorpt_correction_type emperical(SADABS) _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Siemens Smart-CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2957 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 23.26 _reflns_number_total 1980 _reflns_number_observed 1728 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0735P)^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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0427(30) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1980 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0481 _refine_ls_R_factor_obs 0.0423 _refine_ls_wR_factor_all 0.1222 _refine_ls_wR_factor_obs 0.1061 _refine_ls_goodness_of_fit_all 1.062 _refine_ls_goodness_of_fit_obs 0.995 _refine_ls_restrained_S_all 1.062 _refine_ls_restrained_S_obs 0.995 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.10879(14) 0.13868(8) 0.05956(5) 0.0143(3) Uani 1 d . . Zn2 Zn -0.23975(14) 0.44126(9) 0.40412(5) 0.0157(3) Uani 1 d . . Zn3 Zn 0.57202(15) -0.55643(9) 0.13268(5) 0.0164(3) Uani 1 d . . P1 P 0.0653(3) 0.3398(2) 0.22842(10) 0.0130(4) Uani 1 d . . P2 P 0.3745(3) -0.2331(2) 0.03101(10) 0.0122(4) Uani 1 d . . P3 P -0.1730(3) 0.3465(2) 0.59170(11) 0.0131(4) Uani 1 d . . O1 O 0.3506(9) 0.2066(6) -0.0221(3) 0.0241(12) Uani 1 d . . O2 O 0.1435(9) 0.1930(5) 0.1735(3) 0.0216(11) Uani 1 d . . O3 O 0.1544(9) -0.0883(5) 0.0692(3) 0.0193(11) Uani 1 d . . O4 O -0.2862(9) 0.2589(5) 0.0567(3) 0.0164(10) Uani 1 d . . O5 O -0.0195(9) 0.3001(5) 0.3173(3) 0.0173(11) Uani 1 d . . O6 O -0.2511(9) 0.3236(5) 0.5054(3) 0.0196(11) Uani 1 d . . O7 O -0.1040(9) 0.6239(5) 0.4104(3) 0.0219(11) Uani 1 d . . O8 O -0.6090(8) 0.5047(5) 0.3672(3) 0.0212(12) Uani 1 d . . O9 O 0.3598(9) -0.3715(5) 0.0872(3) 0.0221(11) Uani 1 d . . O10 O 0.8527(9) -0.5239(5) 0.1938(3) 0.0203(11) Uani 1 d . . O11 O 0.3224(9) -0.5978(6) 0.2313(3) 0.0184(11) Uani 1 d . . O12 O -0.1729(10) 0.2005(6) 0.6434(3) 0.0242(12) Uani 1 d . . H20 H -0.1308(10) 0.2131(6) 0.6900(3) 0.036 Uiso 1 calc R . N2 N 0.4436(11) 0.0619(6) 0.6143(3) 0.0172(13) Uani 1 d . . H8 H 0.3030(11) 0.1460(6) 0.6092(3) 0.021 Uiso 1 calc R . H9 H 0.5891(11) 0.0977(6) 0.6161(3) 0.021 Uiso 1 calc R . N1 N 0.0977(11) 0.2029(7) 0.7875(4) 0.0228(14) Uani 1 d . . H3 H 0.0942(11) 0.2617(7) 0.8325(4) 0.034 Uiso 1 calc R . H2 H -0.0273(11) 0.1509(7) 0.7965(4) 0.034 Uiso 1 calc R . H1 H 0.0657(11) 0.2650(7) 0.7436(4) 0.034 Uiso 1 calc R . C1 C 0.3650(14) 0.0879(9) 0.7706(5) 0.028(2) Uani 1 d . . H5 H 0.3998(14) 0.0227(9) 0.8193(5) 0.034 Uiso 1 calc R . H4 H 0.5000(14) 0.1456(9) 0.7623(5) 0.034 Uiso 1 calc R . C2 C 0.3927(15) -0.0184(9) 0.6951(5) 0.027(2) Uani 1 d . . H6 H 0.5395(15) -0.1123(9) 0.6993(5) 0.032 Uiso 1 calc R . H7 H 0.2300(15) -0.0516(9) 0.6947(5) 0.032 Uiso 1 calc R . C3 C 0.4866(17) -0.0442(9) 0.5395(5) 0.028(2) Uani 1 d . . H11 H 0.3366(17) -0.0897(9) 0.5395(5) 0.033 Uiso 1 calc R . H10 H 0.6475(17) -0.1301(9) 0.5421(5) 0.033 Uiso 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 0.0149(5) 0.0141(5) 0.0142(5) -0.0006(3) -0.0045(3) -0.0034(3) Zn2 0.0168(5) 0.0180(5) 0.0143(5) -0.0003(3) -0.0047(3) -0.0069(3) Zn3 0.0182(5) 0.0151(5) 0.0162(5) -0.0011(3) -0.0097(3) -0.0017(3) P1 0.0132(9) 0.0161(9) 0.0111(9) -0.0006(7) -0.0055(7) -0.0048(7) P2 0.0123(9) 0.0138(9) 0.0109(9) 0.0003(7) -0.0045(7) -0.0029(7) P3 0.0134(9) 0.0155(9) 0.0125(9) 0.0004(7) -0.0069(7) -0.0055(7) O1 0.019(3) 0.042(3) 0.018(3) 0.005(2) -0.008(2) -0.017(2) O2 0.024(3) 0.023(3) 0.018(3) -0.005(2) -0.009(2) -0.004(2) O3 0.024(3) 0.014(2) 0.018(3) 0.000(2) -0.004(2) -0.001(2) O4 0.017(2) 0.019(2) 0.014(2) -0.003(2) -0.007(2) -0.002(2) O5 0.022(3) 0.016(2) 0.017(3) 0.000(2) -0.003(2) -0.009(2) O6 0.030(3) 0.023(3) 0.013(3) 0.002(2) -0.009(2) -0.016(2) O7 0.013(2) 0.021(3) 0.034(3) -0.002(2) -0.004(2) -0.010(2) O8 0.014(2) 0.028(3) 0.020(3) -0.009(2) -0.006(2) -0.001(2) O9 0.020(3) 0.017(2) 0.026(3) 0.007(2) -0.004(2) -0.001(2) O10 0.018(3) 0.019(3) 0.026(3) 0.001(2) -0.014(2) -0.005(2) O11 0.015(2) 0.030(3) 0.014(2) -0.003(2) -0.005(2) -0.010(2) O12 0.030(3) 0.030(3) 0.019(3) 0.008(2) -0.017(2) -0.015(2) N2 0.016(3) 0.017(3) 0.019(3) 0.000(2) -0.007(2) -0.004(2) N1 0.026(3) 0.025(3) 0.016(3) 0.002(3) -0.003(3) -0.004(3) C1 0.023(4) 0.044(5) 0.017(4) 0.001(4) -0.003(3) -0.007(4) C2 0.024(4) 0.028(4) 0.027(4) 0.008(3) -0.008(3) -0.003(3) C3 0.041(5) 0.019(4) 0.024(4) -0.004(3) -0.007(3) -0.011(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 O1 1.921(5) . ? Zn1 O2 1.939(5) . ? Zn1 O3 1.949(4) . ? Zn1 O4 2.052(4) . ? Zn2 O6 1.922(5) . ? Zn2 O7 1.928(5) . ? Zn2 O5 1.928(5) . ? Zn2 O8 2.012(4) . ? Zn3 O9 1.893(4) . ? Zn3 O10 1.936(4) . ? Zn3 O4 1.965(4) 1_645 ? Zn3 O11 2.030(5) . ? P1 O2 1.506(5) . ? P1 O5 1.513(5) . ? P1 O10 1.542(5) 1_465 ? P1 O11 1.585(5) 1_565 ? P2 O1 1.505(5) 2_655 ? P2 O9 1.519(5) . ? P2 O3 1.544(5) . ? P2 O4 1.569(5) 2 ? P3 O12 1.520(5) . ? P3 O6 1.520(5) . ? P3 O7 1.533(5) 2_566 ? P3 O8 1.577(5) 2_466 ? O1 P2 1.505(5) 2_655 ? O4 P2 1.569(5) 2 ? O4 Zn3 1.966(4) 1_465 ? O7 P3 1.533(5) 2_566 ? O8 P3 1.577(5) 2_466 ? O10 P1 1.542(5) 1_645 ? O11 P1 1.585(5) 1_545 ? O12 H20 0.82 . ? N2 C3 1.490(9) . ? N2 C2 1.501(9) . ? N2 H8 0.90 . ? N2 H9 0.90 . ? N1 C1 1.483(9) . ? N1 H3 0.89 . ? N1 H2 0.89 . ? N1 H1 0.89 . ? C1 C2 1.510(11) . ? C1 H5 0.97 . ? C1 H4 0.97 . ? C2 H6 0.97 . ? C2 H7 0.97 . ? C3 C3 1.49(2) 2_656 ? C3 H11 0.97 . ? C3 H10 0.97 . ? 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 O2 113.1(2) . . ? O1 Zn1 O3 117.3(2) . . ? O2 Zn1 O3 100.4(2) . . ? O1 Zn1 O4 114.0(2) . . ? O2 Zn1 O4 98.3(2) . . ? O3 Zn1 O4 111.4(2) . . ? O6 Zn2 O7 115.6(2) . . ? O6 Zn2 O5 108.1(2) . . ? O7 Zn2 O5 108.5(2) . . ? O6 Zn2 O8 108.6(2) . . ? O7 Zn2 O8 110.2(2) . . ? O5 Zn2 O8 105.4(2) . . ? O9 Zn3 O10 115.0(2) . . ? O9 Zn3 O4 116.6(2) . 1_645 ? O10 Zn3 O4 110.1(2) . 1_645 ? O9 Zn3 O11 102.5(2) . . ? O10 Zn3 O11 98.4(2) . . ? O4 Zn3 O11 112.5(2) 1_645 . ? O2 P1 O5 110.1(3) . . ? O2 P1 O10 112.9(3) . 1_465 ? O5 P1 O10 112.4(3) . 1_465 ? O2 P1 O11 108.2(3) . 1_565 ? O5 P1 O11 106.6(3) . 1_565 ? O10 P1 O11 106.2(3) 1_465 1_565 ? O1 P2 O9 111.7(3) 2_655 . ? O1 P2 O3 112.8(3) 2_655 . ? O9 P2 O3 106.6(3) . . ? O1 P2 O4 111.2(3) 2_655 2 ? O9 P2 O4 110.3(3) . 2 ? O3 P2 O4 104.0(2) . 2 ? O12 P3 O6 109.6(3) . . ? O12 P3 O7 108.0(3) . 2_566 ? O6 P3 O7 113.5(3) . 2_566 ? O12 P3 O8 110.4(3) . 2_466 ? O6 P3 O8 106.4(2) . 2_466 ? O7 P3 O8 108.9(3) 2_566 2_466 ? P2 O1 Zn1 139.8(3) 2_655 . ? P1 O2 Zn1 137.0(3) . . ? P2 O3 Zn1 132.4(3) . . ? P2 O4 Zn3 127.6(3) 2 1_465 ? P2 O4 Zn1 109.6(2) 2 . ? Zn3 O4 Zn1 116.5(2) 1_465 . ? P1 O5 Zn2 127.9(3) . . ? P3 O6 Zn2 132.2(3) . . ? P3 O7 Zn2 136.0(3) 2_566 . ? P3 O8 Zn2 120.4(2) 2_466 . ? P2 O9 Zn3 143.1(3) . . ? P1 O10 Zn3 123.4(3) 1_645 . ? P1 O11 Zn3 127.4(3) 1_545 . ? P3 O12 H20 109.5(2) . . ? C3 N2 C2 113.1(6) . . ? C3 N2 H8 109.0(4) . . ? C2 N2 H8 109.0(4) . . ? C3 N2 H9 109.0(4) . . ? C2 N2 H9 109.0(4) . . ? H8 N2 H9 107.8 . . ? C1 N1 H3 109.5(4) . . ? C1 N1 H2 109.5(4) . . ? H3 N1 H2 109.5 . . ? C1 N1 H1 109.5(4) . . ? H3 N1 H1 109.5 . . ? H2 N1 H1 109.5 . . ? N1 C1 C2 113.8(6) . . ? N1 C1 H5 108.8(4) . . ? C2 C1 H5 108.8(4) . . ? N1 C1 H4 108.8(4) . . ? C2 C1 H4 108.8(4) . . ? H5 C1 H4 107.7 . . ? N2 C2 C1 112.4(6) . . ? N2 C2 H6 109.1(4) . . ? C1 C2 H6 109.1(4) . . ? N2 C2 H7 109.1(4) . . ? C1 C2 H7 109.1(4) . . ? H6 C2 H7 107.9 . . ? N2 C3 C3 111.1(7) . 2_656 ? N2 C3 H11 109.4(4) . . ? C3 C3 H11 109.4(6) 2_656 . ? N2 C3 H10 109.4(4) . . ? C3 C3 H10 109.4(6) 2_656 . ? H11 C3 H10 108.0 . . ? _refine_diff_density_max 0.956 _refine_diff_density_min -1.052 _refine_diff_density_rms 0.252 # compound VI data_amit_compound_VI _database_code_CSD 160298 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C2 H0 N0.83 O4 P Zn1.17' _chemical_formula_weight 206.93 _chemical_melting_point ? _chemical_compound_source ? 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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 13.6086(4) _cell_length_b 13.6086(4) _cell_length_c 15.2777(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2450.3(2) _cell_formula_units_Z 18 _cell_measurement_temperature 571(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.524 _exptl_crystal_density_method ? _exptl_crystal_F_000 1797 _exptl_absorpt_coefficient_mu 5.448 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 571(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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3418 _diffrn_reflns_av_R_equivalents 0.0566 _diffrn_reflns_av_sigmaI/netI 0.0325 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 23.26 _reflns_number_total 790 _reflns_number_observed 734 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1000P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 790 _refine_ls_number_parameters 68 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0512 _refine_ls_R_factor_obs 0.0433 _refine_ls_wR_factor_all 0.1622 _refine_ls_wR_factor_obs 0.1549 _refine_ls_goodness_of_fit_all 1.449 _refine_ls_goodness_of_fit_obs 1.440 _refine_ls_restrained_S_all 1.449 _refine_ls_restrained_S_obs 1.440 _refine_ls_shift/esd_max 0.942 _refine_ls_shift/esd_mean 0.167 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.0000 0.0000 0.0000 0.0179(6) Uani 1 d S . Zn2 Zn -0.02804(6) 0.21547(6) 0.08991(4) 0.0222(5) Uani 1 d . . P1 P -0.22675(14) -0.02013(13) 0.10648(9) 0.0200(6) Uani 1 d . . O1 O -0.0897(6) 0.2947(6) 0.1490(4) 0.060(2) Uani 1 d . . O2 O 0.1178(4) 0.2567(5) 0.1364(4) 0.046(2) Uani 1 d . . O3 O -0.0243(5) 0.2733(5) -0.0281(3) 0.0463(15) Uani 1 d . . O4 O -0.0998(3) 0.0472(3) 0.0790(3) 0.0235(10) Uani 1 d . . N1 N -0.3333 0.3333 -0.0359(18) 0.149(9) Uiso 1 d S . C1 C -0.2075(45) 0.4601(45) 0.0066(41) 0.346(21) Uiso 1 d . . C2 C -0.1415(28) 0.4312(24) -0.0373(19) 0.212(11) Uiso 1 d . . N2 N 0.0000 0.5000 0.0000 0.124(6) Uiso 1 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 0.0128(7) 0.0128(7) 0.0281(10) 0.000 0.000 0.0064(4) Zn2 0.0259(6) 0.0212(6) 0.0248(7) -0.0044(3) -0.0008(3) 0.0158(4) P1 0.0229(10) 0.0240(10) 0.0179(10) -0.0009(6) 0.0039(6) 0.0154(8) O1 0.091(5) 0.080(5) 0.050(3) -0.024(3) -0.008(3) 0.074(4) O2 0.025(3) 0.049(3) 0.066(4) -0.036(3) -0.014(2) 0.021(3) O3 0.087(4) 0.047(3) 0.029(2) 0.001(2) 0.008(3) 0.052(3) O4 0.016(2) 0.020(2) 0.037(3) -0.001(2) 0.002(2) 0.011(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 2.141(4) 10 ? Zn1 O4 2.141(4) 2 ? Zn1 O4 2.141(4) 12 ? Zn1 O4 2.141(4) . ? Zn1 O4 2.141(4) 3 ? Zn1 O4 2.141(4) 11 ? Zn2 O1 1.894(5) . ? Zn2 O2 1.909(5) . ? Zn2 O3 1.958(5) . ? Zn2 O4 1.997(4) . ? P1 O1 1.513(5) 13_455 ? P1 O3 1.521(5) 12 ? P1 O2 1.526(5) 2 ? P1 O4 1.555(4) . ? O1 P1 1.513(5) 13_455 ? O2 P1 1.526(5) 3 ? O3 P1 1.521(5) 11 ? N1 C1 1.84(5) 3_455 ? N1 C1 1.84(5) . ? N1 C1 1.84(5) 2_565 ? C1 C2 1.33(5) . ? C2 N2 1.76(3) . ? N2 C2 1.76(3) 10_565 ? 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 O4 88.7(2) 10 2 ? O4 Zn1 O4 91.4(2) 10 12 ? O4 Zn1 O4 88.7(2) 2 12 ? O4 Zn1 O4 180.0 10 . ? O4 Zn1 O4 91.3(2) 2 . ? O4 Zn1 O4 88.6(2) 12 . ? O4 Zn1 O4 88.7(2) 10 3 ? O4 Zn1 O4 91.4(2) 2 3 ? O4 Zn1 O4 180.0 12 3 ? O4 Zn1 O4 91.3(2) . 3 ? O4 Zn1 O4 91.4(2) 10 11 ? O4 Zn1 O4 180.0 2 11 ? O4 Zn1 O4 91.4(2) 12 11 ? O4 Zn1 O4 88.6(2) . 11 ? O4 Zn1 O4 88.6(2) 3 11 ? O1 Zn2 O2 110.3(2) . . ? O1 Zn2 O3 98.0(2) . . ? O2 Zn2 O3 114.2(3) . . ? O1 Zn2 O4 126.2(3) . . ? O2 Zn2 O4 102.0(2) . . ? O3 Zn2 O4 106.5(2) . . ? O1 P1 O3 112.1(3) 13_455 12 ? O1 P1 O2 107.1(3) 13_455 2 ? O3 P1 O2 111.6(4) 12 2 ? O1 P1 O4 108.6(3) 13_455 . ? O3 P1 O4 107.9(3) 12 . ? O2 P1 O4 109.6(3) 2 . ? P1 O1 Zn2 154.6(4) 13_455 . ? P1 O2 Zn2 131.0(3) 3 . ? P1 O3 Zn2 119.1(3) 11 . ? P1 O4 Zn2 114.5(2) . . ? P1 O4 Zn1 131.3(2) . . ? Zn2 O4 Zn1 111.8(2) . . ? C1 N1 C1 108.2(21) 3_455 . ? C1 N1 C1 108.2(21) 3_455 2_565 ? C1 N1 C1 108.2(21) . 2_565 ? C2 C1 N1 89.6(33) . . ? C1 C2 N2 113.5(31) . . ? C2 N2 C2 179.996(2) . 10_565 ? _refine_diff_density_max 1.471 _refine_diff_density_min -1.014 _refine_diff_density_rms 0.362 # Compound V data_sad_Compound_V _database_code_CSD 151540 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C3 H11 N2 O8 P2 Zn2' _chemical_formula_weight 395.82 _chemical_melting_point ? _chemical_compound_source ? 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 8.0636(9) _cell_length_b 8.4566(10) _cell_length_c 9.0234(11) _cell_angle_alpha 111.941(2) _cell_angle_beta 107.957(2) _cell_angle_gamma 103.649(2) _cell_volume 498.09(10) _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 chunky _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min .08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.639 _exptl_crystal_density_method ? _exptl_crystal_F_000 394 _exptl_absorpt_coefficient_mu 5.172 _exptl_absorpt_correction_type emperical(SADABS) _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Siemens Smart-CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2113 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0519 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 23.30 _reflns_number_total 1400 _reflns_number_observed 1184 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0653P)^2^+1.1810P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1400 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0542 _refine_ls_R_factor_obs 0.0437 _refine_ls_wR_factor_all 0.1152 _refine_ls_wR_factor_obs 0.1094 _refine_ls_goodness_of_fit_all 1.059 _refine_ls_goodness_of_fit_obs 1.104 _refine_ls_restrained_S_all 1.059 _refine_ls_restrained_S_obs 1.104 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn -0.29541(10) -0.02043(10) -1.02795(9) 0.0150(3) Uani 1 d . . Zn2 Zn 0.01991(11) -0.46110(12) -0.72127(11) 0.0227(3) Uani 1 d . . P1 P -0.3158(2) -0.7188(2) -0.6829(2) 0.0158(4) Uani 1 d . . P2 P -0.0178(2) -0.2370(3) -0.9536(2) 0.0199(5) Uani 1 d . . O1 O -0.3266(20) -0.8902(10) -0.8239(14) 0.137(5) Uani 1 d . . O2 O -0.1957(6) 0.1438(7) -1.1121(6) 0.0252(12) Uani 1 d . . O3 O -0.1003(7) -0.0876(7) -0.9110(7) 0.0278(12) Uani 1 d . . O4 O -0.4832(7) -0.2676(10) -1.2675(9) 0.052(2) Uani 1 d . . O5 O 0.2334(8) -0.2861(9) -0.4924(8) 0.049(2) Uani 1 d . . O6 O -0.0601(7) -0.3432(9) -0.8575(9) 0.042(2) Uani 1 d . . O7 O 0.1167(7) -0.6330(7) -0.8438(7) 0.0346(14) Uani 1 d . . O8 O -0.2015(6) -0.5422(7) -0.6781(6) 0.0233(11) Uani 1 d . . N2 N 0.5209(9) 0.4040(8) -0.2154(7) 0.0236(14) Uani 1 d . . H9 H 0.6460(9) 0.4655(8) -0.1770(7) 0.028 Uiso 1 calc R . H8 H 0.4590(9) 0.4643(8) -0.2585(7) 0.028 Uiso 1 calc R . N1 N 0.1978(9) 0.2165(9) -0.5929(8) 0.028(2) Uani 1 d . . H3 H 0.0732(9) 0.1637(9) -0.6621(8) 0.042 Uiso 1 calc R . H2 H 0.2595(9) 0.2035(9) -0.6603(8) 0.042 Uiso 1 calc R . H1 H 0.2319(9) 0.3368(9) -0.5222(8) 0.042 Uiso 1 calc R . C1 C 0.2463(11) 0.1249(10) -0.4820(9) 0.024(2) Uani 1 d . . H5 H 0.2070(11) -0.0065(10) -0.5593(9) 0.029 Uiso 1 calc R . H4 H 0.1772(11) 0.1374(10) -0.4102(9) 0.029 Uiso 1 calc R . C2 C 0.4564(10) 0.2098(10) -0.3622(9) 0.023(2) Uani 1 d . . H7 H 0.4862(10) 0.1324(10) -0.3103(9) 0.028 Uiso 1 calc R . H6 H 0.5256(10) 0.2128(10) -0.4327(9) 0.028 Uiso 1 calc R . C3 C 0.4857(10) 0.4045(10) -0.0632(8) 0.019(2) Uani 1 d . . H10 H 0.5718(10) 0.3630(10) -0.0011(8) 0.023 Uiso 1 calc R . H11 H 0.3567(10) 0.3187(10) -0.1070(8) 0.023 Uiso 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 0.0107(4) 0.0174(5) 0.0154(5) 0.0090(4) 0.0037(3) 0.0038(3) Zn2 0.0128(5) 0.0276(5) 0.0319(5) 0.0237(4) 0.0051(4) 0.0055(4) P1 0.0167(9) 0.0137(9) 0.0146(9) 0.0063(7) 0.0070(7) 0.0028(7) P2 0.0113(9) 0.0231(10) 0.0269(10) 0.0199(9) 0.0030(8) 0.0033(8) O1 0.327(16) 0.037(5) 0.139(8) 0.047(5) 0.201(10) 0.078(7) O2 0.012(2) 0.036(3) 0.032(3) 0.025(3) 0.006(2) 0.007(2) O3 0.020(3) 0.038(3) 0.038(3) 0.029(3) 0.010(2) 0.016(2) O4 0.012(3) 0.087(5) 0.075(4) 0.067(4) 0.011(3) 0.010(3) O5 0.020(3) 0.066(4) 0.047(4) 0.047(3) -0.006(3) -0.011(3) O6 0.018(3) 0.065(4) 0.077(4) 0.063(4) 0.022(3) 0.018(3) O7 0.031(3) 0.023(3) 0.032(3) 0.010(2) -0.002(2) 0.009(2) O8 0.014(2) 0.025(3) 0.029(3) 0.018(2) 0.006(2) 0.000(2) N2 0.024(3) 0.020(3) 0.022(3) 0.009(3) 0.009(3) 0.003(3) N1 0.033(4) 0.025(4) 0.021(3) 0.009(3) 0.007(3) 0.014(3) C1 0.032(4) 0.017(4) 0.017(4) 0.007(3) 0.008(3) 0.005(3) C2 0.033(4) 0.021(4) 0.013(3) 0.005(3) 0.012(3) 0.009(3) C3 0.026(4) 0.020(4) 0.012(3) 0.007(3) 0.009(3) 0.009(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 O1 1.889(6) 1_565 ? Zn1 O3 1.939(5) . ? Zn1 O2 1.947(5) . ? Zn1 O4 2.109(7) . ? Zn2 O6 1.911(5) . ? Zn2 O5 1.934(5) . ? Zn2 O7 1.952(5) . ? Zn2 O8 1.965(5) . ? P1 O1 1.490(7) . ? P1 O5 1.495(5) 2_544 ? P1 O4 1.505(6) 2_443 ? P1 O8 1.536(5) . ? P2 O6 1.515(6) . ? P2 O2 1.522(5) 2_553 ? P2 O7 1.540(5) 2_543 ? P2 O3 1.542(5) . ? O1 Zn1 1.889(6) 1_545 ? O2 P2 1.522(5) 2_553 ? O4 P1 1.505(6) 2_443 ? O5 P1 1.495(5) 2_544 ? O7 P2 1.540(5) 2_543 ? N2 C3 1.484(9) . ? N2 C2 1.506(9) . ? N2 H9 0.90 . ? N2 H8 0.90 . ? N1 C1 1.494(9) . ? N1 H3 0.89 . ? N1 H2 0.89 . ? N1 H1 0.89 . ? C1 C2 1.507(10) . ? C1 H5 0.97 . ? C1 H4 0.97 . ? C2 H7 0.97 . ? C2 H6 0.97 . ? C3 C3 1.499(13) 2_665 ? C3 H10 0.97 . ? C3 H11 0.97 . ? 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 O3 95.9(4) 1_565 . ? O1 Zn1 O2 111.6(3) 1_565 . ? O3 Zn1 O2 110.7(2) . . ? O1 Zn1 O4 131.0(4) 1_565 . ? O3 Zn1 O4 104.1(2) . . ? O2 Zn1 O4 102.3(2) . . ? O6 Zn2 O5 111.9(3) . . ? O6 Zn2 O7 108.4(3) . . ? O5 Zn2 O7 104.6(3) . . ? O6 Zn2 O8 101.6(2) . . ? O5 Zn2 O8 107.4(2) . . ? O7 Zn2 O8 123.0(2) . . ? O1 P1 O5 108.9(5) . 2_544 ? O1 P1 O4 106.2(6) . 2_443 ? O5 P1 O4 110.8(3) 2_544 2_443 ? O1 P1 O8 112.0(4) . . ? O5 P1 O8 111.5(3) 2_544 . ? O4 P1 O8 107.3(3) 2_443 . ? O6 P2 O2 110.5(3) . 2_553 ? O6 P2 O7 110.5(3) . 2_543 ? O2 P2 O7 110.8(3) 2_553 2_543 ? O6 P2 O3 106.8(3) . . ? O2 P2 O3 109.6(3) 2_553 . ? O7 P2 O3 108.6(3) 2_543 . ? P1 O1 Zn1 153.1(5) . 1_545 ? P2 O2 Zn1 120.1(3) 2_553 . ? P2 O3 Zn1 140.4(3) . . ? P1 O4 Zn1 110.1(4) 2_443 . ? P1 O5 Zn2 135.3(4) 2_544 . ? P2 O6 Zn2 149.3(3) . . ? P2 O7 Zn2 123.2(3) 2_543 . ? P1 O8 Zn2 135.9(3) . . ? C3 N2 C2 112.1(5) . . ? C3 N2 H9 109.2(4) . . ? C2 N2 H9 109.2(4) . . ? C3 N2 H8 109.2(4) . . ? C2 N2 H8 109.2(4) . . ? H9 N2 H8 107.9 . . ? C1 N1 H3 109.5(4) . . ? C1 N1 H2 109.5(4) . . ? H3 N1 H2 109.5 . . ? C1 N1 H1 109.5(4) . . ? H3 N1 H1 109.5 . . ? H2 N1 H1 109.5 . . ? N1 C1 C2 111.4(6) . . ? N1 C1 H5 109.3(4) . . ? C2 C1 H5 109.3(4) . . ? N1 C1 H4 109.3(4) . . ? C2 C1 H4 109.3(4) . . ? H5 C1 H4 108.0 . . ? N2 C2 C1 112.4(6) . . ? N2 C2 H7 109.1(4) . . ? C1 C2 H7 109.1(4) . . ? N2 C2 H6 109.1(4) . . ? C1 C2 H6 109.1(4) . . ? H7 C2 H6 107.9 . . ? N2 C3 C3 110.7(7) . 2_665 ? N2 C3 H10 109.5(4) . . ? C3 C3 H10 109.5(5) 2_665 . ? N2 C3 H11 109.5(4) . . ? C3 C3 H11 109.5(6) 2_665 . ? H10 C3 H11 108.1 . . ? _refine_diff_density_max 1.470 _refine_diff_density_min -1.294 _refine_diff_density_rms 0.188 # Compound IV data_sad_Compound_IV _database_code_CSD 160299 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C H5 N O4 P Zn' _chemical_formula_weight 191.40 _chemical_melting_point ? _chemical_compound_source ? 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 14.772(2) _cell_length_b 8.8271(14) _cell_length_c 10.107(2) _cell_angle_alpha 90.00 _cell_angle_beta 131.983(2) _cell_angle_gamma 90.00 _cell_volume 979.7(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 ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.595 _exptl_crystal_density_method ? _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 5.254 _exptl_absorpt_correction_type SADABS(emperical) _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2024 _diffrn_reflns_av_R_equivalents 0.0606 _diffrn_reflns_av_sigmaI/netI 0.0649 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 23.32 _reflns_number_total 711 _reflns_number_observed 554 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0546P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 711 _refine_ls_number_parameters 73 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_obs 0.0433 _refine_ls_wR_factor_all 0.1022 _refine_ls_wR_factor_obs 0.0961 _refine_ls_goodness_of_fit_all 1.037 _refine_ls_goodness_of_fit_obs 1.121 _refine_ls_restrained_S_all 1.037 _refine_ls_restrained_S_obs 1.121 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.35490(7) 0.89772(10) -0.00481(11) 0.0158(4) Uani 1 d . . P1 P 0.3758(2) 1.1721(2) -0.1895(2) 0.0148(5) Uani 1 d . . O1 O 0.2039(4) 0.8101(6) -0.2144(7) 0.0249(14) Uani 1 d . . O2 O 0.4898(4) 0.7759(6) 0.0607(6) 0.0209(13) Uani 1 d . . O3 O 0.3493(4) 1.1064(5) -0.0770(7) 0.0192(12) Uani 1 d . . O4 O 0.3557(4) 1.0511(6) -0.3174(6) 0.0211(13) Uani 1 d . . N1 N 0.3821(5) 0.7116(9) -0.2854(9) 0.034(2) Uani 1 d . . H3 H 0.3011(5) 0.7065(9) -0.3631(9) 0.052 Uiso 1 calc R . H2 H 0.4050(5) 0.7983(9) -0.3004(9) 0.052 Uiso 1 calc R . H1 H 0.4105(5) 0.7076(9) -0.1752(9) 0.052 Uiso 1 calc R . C1 C 0.4306(7) 0.5844(10) -0.3141(12) 0.035(2) Uani 1 d . . H5 H 0.3977(7) 0.5883(10) -0.4352(12) 0.042 Uiso 1 calc R . H4 H 0.4037(7) 0.4904(10) -0.3002(12) 0.042 Uiso 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 0.0167(5) 0.0174(6) 0.0142(5) -0.0010(4) 0.0107(4) -0.0006(4) P1 0.0157(10) 0.0177(12) 0.0134(10) 0.0035(9) 0.0107(9) 0.0014(8) O1 0.019(3) 0.025(3) 0.025(3) -0.007(2) 0.012(3) -0.006(2) O2 0.010(2) 0.031(3) 0.019(3) 0.001(2) 0.009(2) 0.003(2) O3 0.031(3) 0.014(3) 0.023(3) 0.002(2) 0.023(3) 0.000(2) O4 0.028(3) 0.024(3) 0.019(3) -0.002(2) 0.019(3) -0.003(2) N1 0.023(4) 0.043(5) 0.036(4) 0.007(4) 0.019(4) 0.004(3) C1 0.032(5) 0.039(6) 0.037(5) -0.006(4) 0.024(5) -0.013(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 O1 1.934(5) . ? Zn1 O4 1.940(5) 6_576 ? Zn1 O2 1.950(5) . ? Zn1 O3 1.963(5) . ? P1 O1 1.511(5) 4_554 ? P1 O3 1.542(5) . ? P1 O4 1.544(5) . ? P1 O2 1.545(5) 5_675 ? O1 P1 1.511(5) 4_544 ? O2 P1 1.545(5) 5_675 ? O4 Zn1 1.940(5) 6_575 ? N1 C1 1.462(11) . ? N1 H3 0.89 . ? N1 H2 0.89 . ? N1 H1 0.89 . ? C1 C1 1.53(2) 2_654 ? C1 H5 0.97 . ? C1 H4 0.97 . ? 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 O4 114.3(2) . 6_576 ? O1 Zn1 O2 108.6(2) . . ? O4 Zn1 O2 117.4(2) 6_576 . ? O1 Zn1 O3 103.7(2) . . ? O4 Zn1 O3 96.7(2) 6_576 . ? O2 Zn1 O3 115.0(2) . . ? O1 P1 O3 107.7(3) 4_554 . ? O1 P1 O4 112.8(3) 4_554 . ? O3 P1 O4 110.8(3) . . ? O1 P1 O2 108.2(3) 4_554 5_675 ? O3 P1 O2 107.9(3) . 5_675 ? O4 P1 O2 109.3(3) . 5_675 ? P1 O1 Zn1 149.2(3) 4_544 . ? P1 O2 Zn1 124.6(3) 5_675 . ? P1 O3 Zn1 131.2(3) . . ? P1 O4 Zn1 121.9(3) . 6_575 ? C1 N1 H3 109.5(4) . . ? C1 N1 H2 109.5(5) . . ? H3 N1 H2 109.5 . . ? C1 N1 H1 109.5(5) . . ? H3 N1 H1 109.5 . . ? H2 N1 H1 109.5 . . ? N1 C1 C1 113.0(6) . 2_654 ? N1 C1 H5 109.0(5) . . ? C1 C1 H5 109.0(7) 2_654 . ? N1 C1 H4 109.0(5) . . ? C1 C1 H4 109.0(3) 2_654 . ? H5 C1 H4 107.8 . . ? _refine_diff_density_max 0.717 _refine_diff_density_min -0.921 _refine_diff_density_rms 0.184 # compound III data_sad_compound_III _database_code_CSD 160300 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C4 H12 N2 O8 P2 Zn2' _chemical_formula_weight 408.84 _chemical_melting_point ? _chemical_compound_source ? 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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.1351(7) _cell_length_b 10.7598(15) _cell_length_c 10.7714(15) _cell_angle_alpha 66.541(2) _cell_angle_beta 89.025(2) _cell_angle_gamma 81.698(2) _cell_volume 539.70(13) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.516 _exptl_crystal_density_method ? _exptl_crystal_F_000 408 _exptl_absorpt_coefficient_mu 4.778 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2269 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0629 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 23.26 _reflns_number_total 1520 _reflns_number_observed 1168 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0300P)^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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0043(12) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1520 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_obs 0.0311 _refine_ls_wR_factor_all 0.0757 _refine_ls_wR_factor_obs 0.0697 _refine_ls_goodness_of_fit_all 0.962 _refine_ls_goodness_of_fit_obs 1.028 _refine_ls_restrained_S_all 0.962 _refine_ls_restrained_S_obs 1.028 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.29307(12) -0.00260(6) 0.85599(6) 0.0144(2) Uani 1 d . . Zn2 Zn 0.79060(12) 0.00872(6) 0.64270(6) 0.0138(2) Uani 1 d . . P1 P 0.6711(3) 0.16928(14) 0.32784(14) 0.0119(3) Uani 1 d . . P2 P -0.2732(3) 0.17490(15) 0.83071(14) 0.0124(3) Uani 1 d . . O1 O 0.0280(7) 0.1502(4) 0.8331(4) 0.0224(10) Uani 1 d . . O2 O 0.3775(7) -0.1503(4) 1.0299(4) 0.0192(9) Uani 1 d . . O3 O 0.6221(7) 0.0720(4) 0.7801(4) 0.0166(9) Uani 1 d . . O4 O 0.1603(7) -0.0610(4) 0.7167(4) 0.0171(9) Uani 1 d . . O5 O 0.7837(7) 0.1499(4) 0.4648(4) 0.0200(9) Uani 1 d . . O6 O 0.6157(7) -0.1449(4) 0.6673(4) 0.0218(10) Uani 1 d . . O7 O 0.6876(8) 0.3124(4) 0.2228(4) 0.0214(9) Uani 1 d . . O8 O -0.3660(7) 0.3213(4) 0.7308(4) 0.0207(9) Uani 1 d . . N1 N 0.1618(9) 0.4025(5) 0.6135(5) 0.0207(11) Uani 1 d . . H3 H 0.3220(9) 0.3623(5) 0.6534(5) 0.025 Uiso 1 calc R . H4 H 0.0400(9) 0.3656(5) 0.6725(5) 0.025 Uiso 1 calc R . C1 C 0.1302(11) 0.3752(6) 0.4904(6) 0.0243(14) Uani 1 d . . H1 H 0.1414(11) 0.2774(6) 0.5154(6) 0.029 Uiso 1 calc R . H2 H 0.2701(11) 0.4077(6) 0.4296(6) 0.029 Uiso 1 calc R . C2 C 0.1321(10) 0.5528(6) 0.5794(6) 0.0181(13) Uani 1 d . . H5 H 0.2713(10) 0.5913(6) 0.5210(6) 0.022 Uiso 1 calc R . H6 H 0.1496(10) 0.5675(6) 0.6619(6) 0.022 Uiso 1 calc R . N2 N 0.1396(9) 0.3891(5) 0.1094(5) 0.0272(13) Uani 1 d . . H9 H 0.0051(9) 0.3589(5) 0.1622(5) 0.033 Uiso 1 calc R . H10 H 0.2897(9) 0.3357(5) 0.1523(5) 0.033 Uiso 1 calc R . C3 C 0.1032(12) 0.3773(6) -0.0221(6) 0.029(2) Uani 1 d . . H7 H 0.0942(12) 0.2830(6) -0.0070(6) 0.034 Uiso 1 calc R . H8 H 0.2496(12) 0.4069(6) -0.0790(6) 0.034 Uiso 1 calc R . C4 C 0.1513(11) 0.5322(6) 0.0894(6) 0.0229(14) Uani 1 d . . H11 H 0.2972(11) 0.5648(6) 0.0333(6) 0.027 Uiso 1 calc R . H12 H 0.1808(11) 0.5365(6) 0.1762(6) 0.027 Uiso 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 0.0127(4) 0.0166(4) 0.0132(4) -0.0052(3) 0.0008(3) -0.0022(3) Zn2 0.0123(4) 0.0158(4) 0.0126(4) -0.0048(3) 0.0008(3) -0.0023(3) P1 0.0118(8) 0.0109(8) 0.0120(8) -0.0034(6) -0.0006(6) -0.0017(6) P2 0.0108(8) 0.0133(8) 0.0127(8) -0.0048(6) 0.0006(6) -0.0025(6) O1 0.011(2) 0.020(2) 0.038(3) -0.013(2) 0.001(2) -0.005(2) O2 0.024(2) 0.017(2) 0.012(2) -0.002(2) 0.004(2) 0.000(2) O3 0.010(2) 0.025(2) 0.022(2) -0.015(2) 0.004(2) -0.007(2) O4 0.011(2) 0.025(2) 0.019(2) -0.012(2) 0.001(2) -0.003(2) O5 0.031(2) 0.015(2) 0.011(2) -0.002(2) -0.003(2) -0.005(2) O6 0.013(2) 0.015(2) 0.038(3) -0.011(2) -0.001(2) -0.001(2) O7 0.032(2) 0.015(2) 0.014(2) -0.002(2) -0.003(2) -0.007(2) O8 0.024(2) 0.014(2) 0.019(2) -0.001(2) -0.004(2) -0.001(2) N1 0.019(3) 0.021(3) 0.017(3) -0.002(2) -0.002(2) -0.004(2) C1 0.023(3) 0.024(4) 0.031(4) -0.016(3) 0.004(3) -0.004(3) C2 0.018(3) 0.021(3) 0.016(3) -0.007(3) 0.001(2) -0.006(3) N2 0.023(3) 0.027(3) 0.022(3) -0.003(2) -0.003(2) 0.006(2) C3 0.033(4) 0.021(4) 0.038(4) -0.019(3) 0.002(3) -0.001(3) C4 0.016(3) 0.033(4) 0.025(3) -0.016(3) -0.001(3) -0.008(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 O1 1.913(4) . ? Zn1 O2 1.919(4) . ? Zn1 O3 1.997(3) . ? Zn1 O4 2.005(3) . ? Zn2 O5 1.911(4) . ? Zn2 O6 1.918(4) . ? Zn2 O4 1.992(3) 1_655 ? Zn2 O3 1.998(4) . ? P1 O5 1.517(4) . ? P1 O7 1.518(4) . ? P1 O6 1.530(4) 2_656 ? P1 O4 1.574(4) 2_656 ? P2 O2 1.519(4) 2_557 ? P2 O8 1.522(4) . ? P2 O1 1.530(4) . ? P2 O3 1.573(4) 1_455 ? O2 P2 1.519(4) 2_557 ? O3 P2 1.573(4) 1_655 ? O4 P1 1.574(4) 2_656 ? O4 Zn2 1.992(3) 1_455 ? O6 P1 1.530(4) 2_656 ? N1 C1 1.483(7) . ? N1 C2 1.494(7) . ? N1 H3 0.90 . ? N1 H4 0.90 . ? C1 C2 1.500(7) 2_566 ? C1 H1 0.97 . ? C1 H2 0.97 . ? C2 C1 1.500(7) 2_566 ? C2 H5 0.97 . ? C2 H6 0.97 . ? N2 C4 1.478(7) . ? N2 C3 1.489(7) . ? N2 H9 0.90 . ? N2 H10 0.90 . ? C3 C4 1.511(8) 2_565 ? C3 H7 0.97 . ? C3 H8 0.97 . ? C4 C3 1.511(8) 2_565 ? C4 H11 0.97 . ? C4 H12 0.97 . ? 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 O2 121.4(2) . . ? O1 Zn1 O3 107.3(2) . . ? O2 Zn1 O3 109.01(15) . . ? O1 Zn1 O4 99.9(2) . . ? O2 Zn1 O4 113.6(2) . . ? O3 Zn1 O4 104.02(15) . . ? O5 Zn2 O6 118.1(2) . . ? O5 Zn2 O4 110.3(2) . 1_655 ? O6 Zn2 O4 108.6(2) . 1_655 ? O5 Zn2 O3 114.2(2) . . ? O6 Zn2 O3 101.5(2) . . ? O4 Zn2 O3 102.83(15) 1_655 . ? O5 P1 O7 111.0(2) . . ? O5 P1 O6 112.6(2) . 2_656 ? O7 P1 O6 108.6(2) . 2_656 ? O5 P1 O4 107.4(2) . 2_656 ? O7 P1 O4 109.2(2) . 2_656 ? O6 P1 O4 107.9(2) 2_656 2_656 ? O2 P2 O8 111.0(2) 2_557 . ? O2 P2 O1 112.2(2) 2_557 . ? O8 P2 O1 107.8(2) . . ? O2 P2 O3 108.1(2) 2_557 1_455 ? O8 P2 O3 109.6(2) . 1_455 ? O1 P2 O3 108.1(2) . 1_455 ? P2 O1 Zn1 135.6(2) . . ? P2 O2 Zn1 132.1(2) 2_557 . ? P2 O3 Zn1 118.6(2) 1_655 . ? P2 O3 Zn2 125.3(2) 1_655 . ? Zn1 O3 Zn2 116.1(2) . . ? P1 O4 Zn2 118.4(2) 2_656 1_455 ? P1 O4 Zn1 122.5(2) 2_656 . ? Zn2 O4 Zn1 118.8(2) 1_455 . ? P1 O5 Zn2 133.7(2) . . ? P1 O6 Zn2 135.3(2) 2_656 . ? C1 N1 C2 111.2(4) . . ? C1 N1 H3 109.4(3) . . ? C2 N1 H3 109.4(3) . . ? C1 N1 H4 109.4(3) . . ? C2 N1 H4 109.4(3) . . ? H3 N1 H4 108.0 . . ? N1 C1 C2 109.4(5) . 2_566 ? N1 C1 H1 109.8(3) . . ? C2 C1 H1 109.8(3) 2_566 . ? N1 C1 H2 109.8(3) . . ? C2 C1 H2 109.8(3) 2_566 . ? H1 C1 H2 108.2 . . ? N1 C2 C1 111.3(4) . 2_566 ? N1 C2 H5 109.4(3) . . ? C1 C2 H5 109.4(3) 2_566 . ? N1 C2 H6 109.4(3) . . ? C1 C2 H6 109.4(3) 2_566 . ? H5 C2 H6 108.0 . . ? C4 N2 C3 111.4(4) . . ? C4 N2 H9 109.4(3) . . ? C3 N2 H9 109.4(3) . . ? C4 N2 H10 109.4(3) . . ? C3 N2 H10 109.4(3) . . ? H9 N2 H10 108.0 . . ? N2 C3 C4 107.3(5) . 2_565 ? N2 C3 H7 110.3(3) . . ? C4 C3 H7 110.3(3) 2_565 . ? N2 C3 H8 110.3(3) . . ? C4 C3 H8 110.3(3) 2_565 . ? H7 C3 H8 108.5 . . ? N2 C4 C3 110.2(4) . 2_565 ? N2 C4 H11 109.6(3) . . ? C3 C4 H11 109.6(3) 2_565 . ? N2 C4 H12 109.6(3) . . ? C3 C4 H12 109.6(3) 2_565 . ? H11 C4 H12 108.1 . . ? _refine_diff_density_max 0.495 _refine_diff_density_min -0.575 _refine_diff_density_rms 0.150 # Compound II data_datam_Compound_II _database_code_CSD 160301 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C H N O P Zn' _chemical_formula_weight 139.37 _chemical_melting_point ? _chemical_compound_source ? 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 ? _symmetry_space_group_name_H-M ? 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' _cell_length_a 5.2220(12) _cell_length_b 12.756(4) _cell_length_c 15.674(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1044.1(6) _cell_formula_units_Z 10 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.217 _exptl_crystal_density_method ? _exptl_crystal_F_000 670 _exptl_absorpt_coefficient_mu 6.067 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4365 _diffrn_reflns_av_R_equivalents 0.0685 _diffrn_reflns_av_sigmaI/netI 0.0425 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 23.25 _reflns_number_total 1491 _reflns_number_observed 1459 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0187P)^2^+0.9455P] 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 ? _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 0.005(14) _refine_ls_number_reflns 1490 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0268 _refine_ls_R_factor_obs 0.0221 _refine_ls_wR_factor_all 0.0572 _refine_ls_wR_factor_obs 0.0553 _refine_ls_goodness_of_fit_all 1.102 _refine_ls_goodness_of_fit_obs 1.085 _refine_ls_restrained_S_all 1.109 _refine_ls_restrained_S_obs 1.085 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn -0.11497(7) 1.12837(3) 0.54421(2) 0.01409(13) Uani 1 d . . P1 P 0.1028(2) 0.91729(7) 0.63332(5) 0.0140(2) Uani 1 d . . P2 P -0.1189(2) 1.37084(6) 0.56846(5) 0.0126(2) Uani 1 d . . O1 O -0.0436(5) 1.0189(2) 0.6261(2) 0.0234(6) Uani 1 d . . O2 O 0.0937(4) 1.1166(2) 0.44193(14) 0.0211(5) Uani 1 d . . O3 O -0.4766(4) 1.1010(2) 0.51504(13) 0.0168(5) Uani 1 d . . O4 O -0.0457(5) 1.2619(2) 0.60058(15) 0.0194(5) Uani 1 d . . O5 O 0.2165(5) 0.9062(2) 0.72313(15) 0.0265(6) Uani 1 d . . O6 O 0.3347(5) 0.9170(2) 0.56710(15) 0.0243(6) Uani 1 d . . H30 H 0.4310(5) 0.9661(2) 0.57758(15) 0.037 Uiso 1 calc R . O7 O -0.0565(4) 0.8217(2) 0.6083(2) 0.0226(6) Uani 1 d . . O8 O -0.0231(5) 1.4525(2) 0.63672(15) 0.0186(5) Uani 1 d . . H20 H -0.0950(5) 1.4415(2) 0.68235(15) 0.028 Uiso 1 calc R . N1 N 0.2197(6) 0.6410(2) 0.5612(2) 0.0237(7) Uani 1 d . . H3 H 0.2658(6) 0.6464(2) 0.5068(2) 0.036 Uiso 1 calc R . H2 H 0.1113(6) 0.6925(2) 0.5742(2) 0.036 Uiso 1 calc R . H1 H 0.1438(6) 0.5794(2) 0.5698(2) 0.036 Uiso 1 calc R . N2 N 0.6576(6) 0.7833(3) 0.7624(2) 0.0275(7) Uani 1 d . . H12 H 0.7841(6) 0.7988(3) 0.7982(2) 0.041 Uiso 1 calc R . H11 H 0.5204(6) 0.8216(3) 0.7751(2) 0.041 Uiso 1 calc R . H10 H 0.7067(6) 0.7971(3) 0.7092(2) 0.041 Uiso 1 calc R . C1 C 0.4513(7) 0.6489(3) 0.6166(2) 0.0237(8) Uani 1 d . . H4 H 0.5355(7) 0.7156(3) 0.6067(2) 0.028 Uiso 1 calc R . H5 H 0.5706(7) 0.5935(3) 0.6019(2) 0.028 Uiso 1 calc R . C2 C 0.3786(7) 0.6399(3) 0.7102(2) 0.0240(8) Uani 1 d . . H6 H 0.2326(7) 0.6849(3) 0.7212(2) 0.029 Uiso 1 calc R . H7 H 0.3268(7) 0.5683(3) 0.7219(2) 0.029 Uiso 1 calc R . C3 C 0.5928(8) 0.6694(3) 0.7701(2) 0.0269(8) Uani 1 d . . H9 H 0.5419(8) 0.6542(3) 0.8283(2) 0.032 Uiso 1 calc R . H8 H 0.7432(8) 0.6277(3) 0.7571(2) 0.032 Uiso 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 0.0120(2) 0.0149(2) 0.0153(2) 0.0006(2) -0.00058(15) -0.0006(2) P1 0.0144(4) 0.0149(4) 0.0126(4) 0.0022(3) 0.0014(4) 0.0004(4) P2 0.0110(4) 0.0147(4) 0.0121(4) 0.0006(3) -0.0008(3) 0.0000(4) O1 0.0256(14) 0.0233(12) 0.0212(13) 0.0066(11) 0.0049(12) 0.0049(11) O2 0.0100(11) 0.0344(13) 0.0189(12) -0.0005(11) -0.0006(9) -0.0016(11) O3 0.0129(12) 0.0242(13) 0.0134(11) 0.0041(10) -0.0026(9) -0.0041(10) O4 0.0247(13) 0.0162(12) 0.0175(12) 0.0011(10) -0.0053(11) 0.0008(11) O5 0.0286(14) 0.0328(14) 0.0182(12) 0.0008(12) -0.0039(11) 0.0107(12) O6 0.0235(13) 0.0220(12) 0.0275(13) -0.0006(11) 0.0097(11) -0.0013(11) O7 0.0192(14) 0.0213(12) 0.0274(13) -0.0015(11) -0.0002(11) -0.0024(11) O8 0.0203(13) 0.0208(13) 0.0148(12) -0.0011(10) -0.0012(11) -0.0052(11) N1 0.023(2) 0.024(2) 0.024(2) -0.0033(14) -0.0015(13) -0.0047(14) N2 0.019(2) 0.039(2) 0.024(2) -0.0064(15) -0.0020(14) -0.0056(15) C1 0.022(2) 0.026(2) 0.023(2) -0.001(2) -0.0032(14) -0.001(2) C2 0.023(2) 0.024(2) 0.025(2) 0.0038(15) -0.002(2) -0.005(2) C3 0.025(2) 0.033(2) 0.022(2) 0.007(2) -0.001(2) -0.001(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 O1 1.933(2) . ? Zn1 O2 1.944(2) . ? Zn1 O4 1.953(2) . ? Zn1 O3 1.974(2) . ? P1 O1 1.510(3) . ? P1 O7 1.527(3) . ? P1 O5 1.534(2) . ? P1 O6 1.595(2) . ? P2 O2 1.518(2) 4_476 ? P2 O4 1.526(2) . ? P2 O3 1.547(2) 4_576 ? P2 O8 1.575(2) . ? O2 P2 1.518(2) 4_576 ? O3 P2 1.547(2) 4_476 ? O6 H30 0.82 . ? O8 H20 0.82 . ? N1 C1 1.492(5) . ? N1 H3 0.89 . ? N1 H2 0.89 . ? N1 H1 0.89 . ? N2 C3 1.496(5) . ? N2 H12 0.89 . ? N2 H11 0.89 . ? N2 H10 0.89 . ? C1 C2 1.520(5) . ? C1 H4 0.97 . ? C1 H5 0.97 . ? C2 C3 1.508(5) . ? C2 H6 0.97 . ? C2 H7 0.97 . ? C3 H9 0.97 . ? C3 H8 0.97 . ? 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 O2 112.58(10) . . ? O1 Zn1 O4 107.09(11) . . ? O2 Zn1 O4 109.67(10) . . ? O1 Zn1 O3 102.16(10) . . ? O2 Zn1 O3 109.37(9) . . ? O4 Zn1 O3 115.85(10) . . ? O1 P1 O7 112.98(14) . . ? O1 P1 O5 110.11(15) . . ? O7 P1 O5 111.89(15) . . ? O1 P1 O6 109.75(14) . . ? O7 P1 O6 104.17(13) . . ? O5 P1 O6 107.65(15) . . ? O2 P2 O4 112.27(14) 4_476 . ? O2 P2 O3 111.09(13) 4_476 4_576 ? O4 P2 O3 111.68(14) . 4_576 ? O2 P2 O8 108.51(14) 4_476 . ? O4 P2 O8 107.37(13) . . ? O3 P2 O8 105.58(13) 4_576 . ? P1 O1 Zn1 140.1(2) . . ? P2 O2 Zn1 129.39(14) 4_576 . ? P2 O3 Zn1 127.93(13) 4_476 . ? P2 O4 Zn1 126.76(14) . . ? P1 O6 H30 109.47(10) . . ? P2 O8 H20 109.47(9) . . ? C1 N1 H3 109.5(2) . . ? C1 N1 H2 109.5(2) . . ? H3 N1 H2 109.5 . . ? C1 N1 H1 109.5(2) . . ? H3 N1 H1 109.5 . . ? H2 N1 H1 109.5 . . ? C3 N2 H12 109.5(2) . . ? C3 N2 H11 109.5(2) . . ? H12 N2 H11 109.5 . . ? C3 N2 H10 109.5(2) . . ? H12 N2 H10 109.5 . . ? H11 N2 H10 109.5 . . ? N1 C1 C2 110.7(3) . . ? N1 C1 H4 109.5(2) . . ? C2 C1 H4 109.5(2) . . ? N1 C1 H5 109.5(2) . . ? C2 C1 H5 109.5(2) . . ? H4 C1 H5 108.1 . . ? C3 C2 C1 113.4(3) . . ? C3 C2 H6 108.9(2) . . ? C1 C2 H6 108.9(2) . . ? C3 C2 H7 108.9(2) . . ? C1 C2 H7 108.9(2) . . ? H6 C2 H7 107.7 . . ? N2 C3 C2 111.1(3) . . ? N2 C3 H9 109.4(2) . . ? C2 C3 H9 109.4(2) . . ? N2 C3 H8 109.4(2) . . ? C2 C3 H8 109.4(2) . . ? H9 C3 H8 108.0 . . ? _refine_diff_density_max 0.370 _refine_diff_density_min -0.657 _refine_diff_density_rms 0.175 # Compound I data_sad1_Compound_I _database_code_CSD 151538 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C3 H13 N2 O8 P2 Zn' _chemical_formula_weight 332.46 _chemical_melting_point ? _chemical_compound_source ? 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)/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 5.2677(5) _cell_length_b 13.3025(13) _cell_length_c 14.7833(14) _cell_angle_alpha 90.00 _cell_angle_beta 96.0490(10) _cell_angle_gamma 90.00 _cell_volume 1030.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) K _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description square plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.144 _exptl_crystal_density_method ? _exptl_crystal_F_000 676 _exptl_absorpt_coefficient_mu 2.727 _exptl_absorpt_correction_type emperical(SADABS) _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 571(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 'Siemens smart-CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4104 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_sigmaI/netI 0.0347 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 23.26 _reflns_number_total 1463 _reflns_number_observed 1291 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0531P)^2^+0.7829P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1463 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0366 _refine_ls_R_factor_obs 0.0290 _refine_ls_wR_factor_all 0.0916 _refine_ls_wR_factor_obs 0.0783 _refine_ls_goodness_of_fit_all 1.127 _refine_ls_goodness_of_fit_obs 1.033 _refine_ls_restrained_S_all 1.127 _refine_ls_restrained_S_obs 1.033 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.25553(9) 0.98159(4) 0.11203(3) 0.0167(2) Uani 1 d . . P1 P 0.5196(2) 0.93323(8) 0.30328(7) 0.0169(3) Uani 1 d . . P2 P 0.2485(2) 0.89066(8) -0.08934(7) 0.0156(3) Uani 1 d . . O1 O 0.2075(7) 0.8919(2) 0.0105(2) 0.0276(8) Uani 1 d . . O2 O 0.4765(6) 1.0961(2) 0.1066(2) 0.0270(8) Uani 1 d . . O3 O 0.3911(6) 0.8941(2) 0.2127(2) 0.0232(7) Uani 1 d . . O4 O -0.0724(6) 1.0347(2) 0.1439(2) 0.0234(7) Uani 1 d . . O5 O 0.4290(7) 1.0365(2) 0.3272(2) 0.0286(8) Uani 1 d . . O6 O 0.4975(6) 0.8574(2) 0.3787(2) 0.0243(7) Uani 1 d . . O7 O 0.8170(6) 0.9381(3) 0.2944(2) 0.0273(8) Uani 1 d . . H20 H 0.8439(6) 0.9781(3) 0.2543(2) 0.041 Uiso 1 calc R . O8 O 0.1610(6) 0.7842(2) -0.1278(2) 0.0247(8) Uani 1 d . . H30 H 0.2507(6) 0.7405(2) -0.1014(2) 0.037 Uiso 1 calc R . N1 N 0.7463(8) 0.7849(3) 0.7276(3) 0.0285(10) Uani 1 d . . H1 H 0.8185(8) 0.7792(3) 0.7846(3) 0.043 Uiso 1 calc R . H2 H 0.6321(8) 0.7361(3) 0.7160(3) 0.043 Uiso 1 calc R . H3 H 0.6690(8) 0.8443(3) 0.7205(3) 0.043 Uiso 1 calc R . N2 N 0.8019(8) 0.8912(3) 0.5333(3) 0.0286(10) Uani 1 d . . H10 H 0.6874(8) 0.8897(3) 0.4836(3) 0.034 Uiso 1 calc R . H11 H 0.7319(8) 0.9265(3) 0.5763(3) 0.034 Uiso 1 calc R . C3 C 1.0315(9) 0.9456(4) 0.5101(3) 0.0308(12) Uani 1 d . . H9 H 1.0943(9) 0.9146(4) 0.4573(3) 0.037 Uiso 1 calc R . H8 H 1.1647(9) 0.9412(4) 0.5605(3) 0.037 Uiso 1 calc R . C1 C 0.9451(12) 0.7769(5) 0.6641(4) 0.0466(15) Uani 1 d . . H4 H 1.0312(12) 0.7127(5) 0.6737(4) 0.056 Uiso 1 calc R . H5 H 1.0709(12) 0.8293(5) 0.6785(4) 0.056 Uiso 1 calc R . C2 C 0.8450(13) 0.7855(4) 0.5669(4) 0.047(2) Uani 1 d . . H6 H 0.6847(13) 0.7493(4) 0.5573(4) 0.057 Uiso 1 calc R . H7 H 0.9641(13) 0.7530(4) 0.5305(4) 0.057 Uiso 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 0.0174(3) 0.0182(3) 0.0148(3) -0.0003(2) 0.0027(2) 0.0000(2) P1 0.0223(7) 0.0153(6) 0.0134(6) 0.0004(5) 0.0033(5) 0.0006(5) P2 0.0164(6) 0.0156(6) 0.0152(6) -0.0007(5) 0.0031(5) -0.0008(5) O1 0.046(2) 0.023(2) 0.015(2) -0.0023(13) 0.0070(15) -0.006(2) O2 0.019(2) 0.023(2) 0.040(2) 0.0035(15) 0.0063(15) 0.0007(14) O3 0.031(2) 0.022(2) 0.015(2) 0.0008(13) -0.0030(14) -0.0013(14) O4 0.020(2) 0.028(2) 0.023(2) 0.0064(14) 0.0082(14) 0.0057(14) O5 0.043(2) 0.022(2) 0.022(2) -0.0002(14) 0.010(2) 0.008(2) O6 0.033(2) 0.021(2) 0.019(2) 0.0061(13) 0.0023(14) -0.0043(14) O7 0.025(2) 0.037(2) 0.020(2) 0.0054(15) 0.0048(14) 0.000(2) O8 0.023(2) 0.021(2) 0.029(2) -0.0066(14) 0.0002(14) -0.0009(14) N1 0.039(3) 0.021(2) 0.025(2) 0.003(2) 0.003(2) 0.001(2) N2 0.039(3) 0.034(2) 0.014(2) -0.002(2) 0.005(2) 0.010(2) C3 0.026(3) 0.044(3) 0.022(3) -0.009(2) 0.000(2) 0.007(2) C1 0.056(4) 0.042(4) 0.042(3) 0.006(3) 0.009(3) 0.011(3) C2 0.075(5) 0.031(3) 0.039(3) 0.000(3) 0.014(3) 0.015(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 O1 1.913(3) . ? Zn1 O2 1.924(3) . ? Zn1 O3 1.964(3) . ? Zn1 O4 1.969(3) . ? P1 O5 1.509(3) . ? P1 O6 1.517(3) . ? P1 O3 1.527(3) . ? P1 O7 1.587(3) . ? P2 O2 1.508(3) 3_675 ? P2 O1 1.515(3) . ? P2 O4 1.530(3) 3_575 ? P2 O8 1.577(3) . ? O2 P2 1.508(3) 3_675 ? O4 P2 1.530(3) 3_575 ? O7 H20 0.82 . ? O8 H30 0.82 . ? N1 C1 1.482(7) . ? N1 H1 0.89 . ? N1 H2 0.89 . ? N1 H3 0.89 . ? N2 C3 1.480(6) . ? N2 C2 1.501(7) . ? N2 H10 0.90 . ? N2 H11 0.90 . ? C3 C3 1.508(10) 3_776 ? C3 H9 0.97 . ? C3 H8 0.97 . ? C1 C2 1.483(8) . ? C1 H4 0.97 . ? C1 H5 0.97 . ? C2 H6 0.97 . ? C2 H7 0.97 . ? 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 O2 119.45(14) . . ? O1 Zn1 O3 103.42(13) . . ? O2 Zn1 O3 109.14(13) . . ? O1 Zn1 O4 111.40(14) . . ? O2 Zn1 O4 106.01(13) . . ? O3 Zn1 O4 106.81(12) . . ? O5 P1 O6 112.5(2) . . ? O5 P1 O3 113.2(2) . . ? O6 P1 O3 110.9(2) . . ? O5 P1 O7 108.8(2) . . ? O6 P1 O7 103.9(2) . . ? O3 P1 O7 107.0(2) . . ? O2 P2 O1 113.7(2) 3_675 . ? O2 P2 O4 112.0(2) 3_675 3_575 ? O1 P2 O4 111.5(2) . 3_575 ? O2 P2 O8 107.1(2) 3_675 . ? O1 P2 O8 107.1(2) . . ? O4 P2 O8 104.8(2) 3_575 . ? P2 O1 Zn1 138.6(2) . . ? P2 O2 Zn1 134.1(2) 3_675 . ? P1 O3 Zn1 123.7(2) . . ? P2 O4 Zn1 127.2(2) 3_575 . ? P1 O7 H20 109.47(12) . . ? P2 O8 H30 109.47(12) . . ? C1 N1 H1 109.5(3) . . ? C1 N1 H2 109.5(3) . . ? H1 N1 H2 109.5 . . ? C1 N1 H3 109.5(3) . . ? H1 N1 H3 109.5 . . ? H2 N1 H3 109.5 . . ? C3 N2 C2 115.8(4) . . ? C3 N2 H10 108.3(2) . . ? C2 N2 H10 108.3(3) . . ? C3 N2 H11 108.3(2) . . ? C2 N2 H11 108.3(3) . . ? H10 N2 H11 107.4 . . ? N2 C3 C3 110.3(5) . 3_776 ? N2 C3 H9 109.6(2) . . ? C3 C3 H9 109.6(4) 3_776 . ? N2 C3 H8 109.6(2) . . ? C3 C3 H8 109.6(4) 3_776 . ? H9 C3 H8 108.1 . . ? N1 C1 C2 113.9(5) . . ? N1 C1 H4 108.8(3) . . ? C2 C1 H4 108.8(3) . . ? N1 C1 H5 108.8(3) . . ? C2 C1 H5 108.8(3) . . ? H4 C1 H5 107.7 . . ? C1 C2 N2 114.8(5) . . ? C1 C2 H6 108.6(4) . . ? N2 C2 H6 108.6(3) . . ? C1 C2 H7 108.6(3) . . ? N2 C2 H7 108.6(3) . . ? H6 C2 H7 107.5 . . ? _refine_diff_density_max 0.877 _refine_diff_density_min -0.495 _refine_diff_density_rms 0.153