# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1661 data_compound1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; zinc phosphonate-aminopropionate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H6 N O5 P Zn' _chemical_formula_weight 232.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.2340(10) _cell_length_b 9.768(2) _cell_length_c 8.850(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.510(10) _cell_angle_gamma 90.00 _cell_volume 670.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.04 _cell_measurement_theta_max 10.80 _exptl_crystal_description polyhedron _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.301 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 464 _exptl_absorpt_coefficient_mu 3.869 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius CAD4' _diffrn_measurement_method omega-2theta _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2328 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1182 _reflns_number_gt 968 _reflns_threshold_expression >2sigma(I) _computing_data_collection CAD4_(Enraf-Nonius,_1977) _computing_cell_refinement CAD4_(Enraf-Nonius,_1977) _computing_data_reduction SDS_Package_(Enraf-Nonius,_1985) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Siemens, 1994)' _computing_publication_material 'SHELXTL (Siemens, 1994)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0719P)^2^+3.3757P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1182 _refine_ls_number_parameters 103 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1487 _refine_ls_wR_factor_gt 0.1430 _refine_ls_goodness_of_fit_ref 1.240 _refine_ls_restrained_S_all 1.240 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn Zn 1.34405(10) 1.18249(9) 0.35477(9) 0.0142(3) Uani 1 1 d . . . P P 0.5760(2) 0.95154(19) 0.2833(2) 0.0143(5) Uani 1 1 d . . . O1 O 0.5837(9) 0.8642(6) 0.4240(7) 0.0358(15) Uani 1 1 d . . . O2 O 0.4295(7) 1.0536(6) 0.2351(6) 0.0253(13) Uani 1 1 d . . . O3 O 0.5637(7) 0.8654(5) 0.1360(6) 0.0191(11) Uani 1 1 d . . . O4 O 1.0957(7) 1.1642(6) 0.2412(8) 0.0338(15) Uani 1 1 d . . . O5 O 0.9695(8) 1.3162(6) 0.3536(8) 0.0386(16) Uani 1 1 d . . . N N 0.8073(8) 1.0498(7) 0.0648(7) 0.0198(14) Uani 1 1 d . . . H0A H 0.874(3) 0.978(4) 0.1014(19) 0.030 Uiso 1 1 calc R . . H0B H 0.850(2) 1.099(3) 0.003(3) 0.030 Uiso 1 1 calc R . . H0C H 0.702(5) 1.0221(16) 0.008(3) 0.030 Uiso 1 1 calc R . . C1 C 0.7780(10) 1.0457(9) 0.3350(9) 0.0233(17) Uani 1 1 d . . . H1A H 0.7882(12) 1.109(4) 0.435(6) 0.028 Uiso 1 1 calc R . . H1B H 0.881(6) 0.974(4) 0.371(2) 0.028 Uiso 1 1 calc R . . C2 C 0.8002(10) 1.1345(9) 0.2016(9) 0.0217(17) Uani 1 1 d . . . H2 H 0.706(10) 1.197(6) 0.165(4) 0.026 Uiso 1 1 calc R . . C3 C 0.9689(10) 1.2148(8) 0.2719(9) 0.0212(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.0145(5) 0.0139(5) 0.0142(5) -0.0006(3) 0.0048(3) 0.0004(3) P 0.0162(9) 0.0141(9) 0.0128(9) -0.0005(7) 0.0050(7) -0.0004(7) O1 0.061(4) 0.027(3) 0.017(3) 0.005(3) 0.010(3) -0.007(3) O2 0.022(3) 0.020(3) 0.031(3) -0.011(2) 0.005(2) 0.004(2) O3 0.026(3) 0.013(2) 0.017(3) 0.002(2) 0.005(2) 0.004(2) O4 0.012(3) 0.044(4) 0.044(4) -0.017(3) 0.007(3) -0.003(3) O5 0.029(3) 0.034(4) 0.057(4) -0.021(3) 0.020(3) -0.013(3) N 0.015(3) 0.023(3) 0.020(3) 0.002(3) 0.004(3) -0.002(3) C1 0.019(4) 0.032(5) 0.015(4) -0.001(3) 0.001(3) -0.004(4) C2 0.014(4) 0.024(4) 0.026(4) -0.003(3) 0.005(3) -0.002(3) C3 0.020(4) 0.021(4) 0.020(4) 0.000(3) 0.005(3) -0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn O1 1.902(6) 3_776 ? Zn O2 1.923(5) 1_655 ? Zn O3 1.933(5) 2_755 ? Zn O4 1.963(5) . ? P O1 1.493(6) . ? P O2 1.513(5) . ? P O3 1.526(5) . ? P C1 1.820(8) . ? O1 Zn 1.902(6) 3_776 ? O2 Zn 1.923(5) 1_455 ? O3 Zn 1.933(5) 2_745 ? O4 C3 1.264(9) . ? O5 C3 1.225(10) . ? N C2 1.484(10) . ? N H0A 0.8841 . ? N H0B 0.8841 . ? N H0C 0.8841 . ? C1 C2 1.524(11) . ? C1 H1A 1.0618 . ? C1 H1B 1.0618 . ? C2 C3 1.535(10) . ? C2 H2 0.9542 . ? 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 Zn O2 111.3(3) 3_776 1_655 ? O1 Zn O3 101.2(2) 3_776 2_755 ? O2 Zn O3 114.7(2) 1_655 2_755 ? O1 Zn O4 114.8(3) 3_776 . ? O2 Zn O4 99.7(2) 1_655 . ? O3 Zn O4 115.7(2) 2_755 . ? O1 P O2 114.8(4) . . ? O1 P O3 111.7(3) . . ? O2 P O3 107.7(3) . . ? O1 P C1 107.3(4) . . ? O2 P C1 108.3(4) . . ? O3 P C1 106.7(3) . . ? P O1 Zn 155.1(4) . 3_776 ? P O2 Zn 132.9(3) . 1_455 ? P O3 Zn 124.1(3) . 2_745 ? C3 O4 Zn 130.4(5) . . ? C2 N H0A 109.5 . . ? C2 N H0B 109.5 . . ? H0A N H0B 109.5 . . ? C2 N H0C 109.5 . . ? H0A N H0C 109.5 . . ? H0B N H0C 109.5 . . ? C2 C1 P 115.4(5) . . ? C2 C1 H1A 108.4 . . ? P C1 H1A 108.4 . . ? C2 C1 H1B 108.4 . . ? P C1 H1B 108.4 . . ? H1A C1 H1B 107.5 . . ? N C2 C1 111.2(7) . . ? N C2 C3 109.8(6) . . ? C1 C2 C3 107.7(6) . . ? N C2 H2 109.4 . . ? C1 C2 H2 109.4 . . ? C3 C2 H2 109.4 . . ? O5 C3 O4 127.0(8) . . ? O5 C3 C2 118.5(7) . . ? O4 C3 C2 114.4(7) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.482 _refine_diff_density_min -0.510 _refine_diff_density_rms 0.181 # = = = END data_compound2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; zinc phosphonate-aminobutyrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H8 N O5 P Zn' _chemical_formula_weight 246.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 5.2022(6) _cell_length_b 35.000(3) _cell_length_c 8.1165(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.156(15) _cell_angle_gamma 90.00 _cell_volume 1473.9(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6.98 _cell_measurement_theta_max 8.10 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.221 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 3.530 _exptl_absorpt_correction_type Xabs _exptl_absorpt_correction_T_min 0.5105 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9719 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.4803 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -46 _diffrn_reflns_limit_k_max 45 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 28.40 _reflns_number_total 3549 _reflns_number_gt 1092 _reflns_threshold_expression >2sigma(I) _computing_data_collection CAD4_(Enraf-Nonius,_1977) _computing_cell_refinement CAD4_(Enraf-Nonius,_1977) _computing_data_reduction SDS_Package_(Enraf-Nonius,_1985) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Siemens, 1994)' _computing_publication_material 'SHELXTL (Siemens, 1994)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0655P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3549 _refine_ls_number_parameters 225 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2714 _refine_ls_R_factor_gt 0.0845 _refine_ls_wR_factor_ref 0.2129 _refine_ls_wR_factor_gt 0.1596 _refine_ls_goodness_of_fit_ref 0.835 _refine_ls_restrained_S_all 0.835 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.3651(3) 0.21106(4) -0.5646(2) 0.0218(5) Uani 1 1 d . . . Zn2 Zn -0.1847(3) 0.04528(4) 0.9644(2) 0.0223(5) Uani 1 1 d . . . P1 P 0.2936(7) 0.01512(10) -0.2078(5) 0.0196(9) Uani 1 1 d . . . P2 P -0.1066(8) 0.23239(10) 0.6345(5) 0.0194(9) Uani 1 1 d . . . N1 N 0.312(2) 0.0686(3) -0.7397(13) 0.023(3) Uani 1 1 d . . . H1A H 0.259(4) 0.0817(8) -0.841(7) 0.035 Uiso 1 1 calc R . . H1B H 0.227(6) 0.0441(16) -0.7376(12) 0.035 Uiso 1 1 calc R . . H1C H 0.496(12) 0.0649(4) -0.7326(13) 0.035 Uiso 1 1 calc R . . N2 N -0.182(2) 0.1853(3) 1.1528(13) 0.021(3) Uani 1 1 d . . . H2A H -0.263(5) 0.2111(17) 1.1572(14) 0.032 Uiso 1 1 calc R . . H2B H 0.004(12) 0.1880(4) 1.1314(17) 0.032 Uiso 1 1 calc R . . H2C H -0.197(2) 0.1719(8) 1.260(7) 0.032 Uiso 1 1 calc R . . O1 O 0.593(2) 0.1318(3) -0.6508(13) 0.039(3) Uani 1 1 d . . . O2 O 0.2464(19) 0.1581(3) -0.5606(13) 0.037(3) Uani 1 1 d . . . O3 O 0.2051(17) -0.0260(3) -0.2003(10) 0.023(2) Uani 1 1 d . . . O4 O 0.1787(15) 0.0410(2) -0.0744(10) 0.014(2) Uani 1 1 d . . . O5 O 0.5932(17) 0.0167(2) -0.1936(10) 0.019(2) Uani 1 1 d . . . O6 O -0.309(2) 0.0969(3) 0.9555(14) 0.054(4) Uani 1 1 d . . . O7 O 0.051(2) 0.1230(3) 1.0626(13) 0.048(3) Uani 1 1 d . . . O8 O 0.1736(18) 0.2383(2) 0.5939(11) 0.026(2) Uani 1 1 d . . . O9 O -0.2710(17) 0.2180(2) 0.4792(11) 0.025(2) Uani 1 1 d . . . O10 O -0.2031(17) 0.2685(3) 0.7117(11) 0.025(2) Uani 1 1 d . . . C1 C 0.374(4) 0.1306(4) -0.6048(17) 0.030(4) Uani 1 1 d . . . C2 C 0.240(3) 0.0918(4) -0.5980(17) 0.024(4) Uani 1 1 d . . . H2 H 0.03(2) 0.0962(6) -0.608(2) 0.029 Uiso 1 1 calc R . . C3 C 0.316(3) 0.0724(4) -0.4383(18) 0.031(4) Uani 1 1 d . . . H3A H 0.268(5) 0.0901(16) -0.345(8) 0.037 Uiso 1 1 calc R . . H3B H 0.513(17) 0.0701(4) -0.429(2) 0.037 Uiso 1 1 calc R . . C4 C 0.208(3) 0.0335(3) -0.4055(17) 0.023(4) Uani 1 1 d . . . H4A H 0.264(5) 0.0164(15) -0.484(7) 0.027 Uiso 1 1 calc R . . H4B H 0.029(15) 0.0347(3) -0.420(2) 0.027 Uiso 1 1 calc R . . C5 C -0.189(4) 0.1247(4) 1.0150(18) 0.032(4) Uani 1 1 d . . . C6 C -0.317(4) 0.1626(4) 1.0175(17) 0.040(4) Uani 1 1 d . . . H6 H -0.53(3) 0.1573(8) 1.055(5) 0.048 Uiso 1 1 calc R . . C7 C -0.338(3) 0.1830(4) 0.850(2) 0.044(5) Uani 1 1 d . . . H7A H -0.432(9) 0.1643(16) 0.759(8) 0.052 Uiso 1 1 calc R . . H7B H -0.457(11) 0.208(2) 0.859(2) 0.052 Uiso 1 1 calc R . . C8 C -0.083(3) 0.1953(4) 0.7892(19) 0.041(5) Uani 1 1 d . . . H8A H -0.003(9) 0.174(2) 0.745(5) 0.049 Uiso 1 1 calc R . . H8B H 0.024(11) 0.2039(9) 0.879(9) 0.049 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0243(11) 0.0230(9) 0.0181(9) -0.0009(8) 0.0024(8) -0.0013(8) Zn2 0.0234(11) 0.0201(9) 0.0235(10) 0.0020(8) 0.0016(8) -0.0002(9) P1 0.021(2) 0.0181(19) 0.020(2) 0.0016(17) -0.0006(19) -0.0037(18) P2 0.025(2) 0.0196(19) 0.014(2) -0.0013(18) 0.0050(19) -0.0007(19) N1 0.034(8) 0.021(6) 0.013(6) 0.011(6) -0.007(6) 0.001(6) N2 0.022(7) 0.024(6) 0.017(7) 0.010(6) -0.001(6) 0.010(6) O1 0.044(8) 0.027(6) 0.048(8) 0.004(6) 0.025(6) -0.001(6) O2 0.042(7) 0.018(6) 0.052(8) -0.007(5) 0.010(6) -0.003(5) O3 0.022(6) 0.034(5) 0.012(5) -0.003(5) -0.004(5) -0.002(5) O4 0.014(5) 0.008(4) 0.020(5) 0.007(4) 0.004(4) 0.000(4) O5 0.033(6) 0.012(4) 0.010(5) 0.003(4) -0.007(5) -0.006(4) O6 0.073(10) 0.024(6) 0.064(9) -0.007(6) 0.005(8) -0.005(6) O7 0.046(9) 0.063(8) 0.036(7) 0.011(7) 0.006(7) 0.013(7) O8 0.031(6) 0.023(5) 0.024(6) -0.016(5) 0.008(5) -0.013(5) O9 0.029(6) 0.028(5) 0.017(5) 0.014(5) -0.014(5) -0.014(5) O10 0.017(6) 0.032(5) 0.025(6) -0.003(5) 0.003(5) 0.009(5) C1 0.069(14) 0.006(7) 0.017(9) -0.002(6) 0.025(9) -0.005(8) C2 0.038(11) 0.020(8) 0.016(8) 0.000(7) 0.008(7) 0.003(7) C3 0.030(10) 0.032(9) 0.030(9) -0.002(8) 0.000(8) -0.010(8) C4 0.026(9) 0.006(6) 0.035(9) -0.005(6) -0.004(8) -0.010(6) C5 0.054(13) 0.009(8) 0.030(10) 0.001(7) -0.020(10) 0.003(8) C6 0.068(13) 0.031(9) 0.018(9) 0.007(8) -0.009(9) -0.012(10) C7 0.041(12) 0.036(9) 0.054(12) 0.005(9) 0.002(10) 0.006(9) C8 0.057(13) 0.032(9) 0.036(10) -0.010(8) 0.026(10) 0.001(9) _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 O9 1.916(9) 1_654 ? Zn1 O8 1.935(9) 1_554 ? Zn1 O2 1.954(9) . ? Zn1 O10 1.960(9) 4_664 ? Zn2 O6 1.920(10) . ? Zn2 O5 1.940(8) 1_456 ? Zn2 O4 1.945(8) 1_556 ? Zn2 O3 2.040(9) 3_556 ? P1 O3 1.515(9) . ? P1 O5 1.556(10) . ? P1 O4 1.563(9) . ? P1 C4 1.755(13) . ? P2 O10 1.512(9) . ? P2 O8 1.532(10) . ? P2 O9 1.555(9) . ? P2 C8 1.805(15) . ? N1 C2 1.478(15) . ? N1 H1A 0.9661 . ? N1 H1B 0.9661 . ? N1 H1C 0.9661 . ? N2 C6 1.489(17) . ? N2 H2A 0.9987 . ? N2 H2B 0.9987 . ? N2 H2C 0.9987 . ? O1 C1 1.227(17) . ? O2 C1 1.238(15) . ? O3 Zn2 2.040(9) 3_556 ? O4 Zn2 1.945(8) 1_554 ? O5 Zn2 1.940(8) 1_654 ? O6 C5 1.238(17) . ? O7 C5 1.279(17) . ? O8 Zn1 1.935(9) 1_556 ? O9 Zn1 1.916(9) 1_456 ? O10 Zn1 1.960(9) 4_567 ? C1 C2 1.529(18) . ? C2 C3 1.493(19) . ? C2 H2 1.0846 . ? C3 C4 1.504(17) . ? C3 H3A 1.0243 . ? C3 H3B 1.0243 . ? C4 H4A 0.9322 . ? C4 H4B 0.9322 . ? C5 C6 1.48(2) . ? C6 C7 1.54(2) . ? C6 H6 1.1834 . ? C7 C8 1.51(2) . ? C7 H7A 1.0750 . ? C7 H7B 1.0750 . ? C8 H8A 0.9356 . ? C8 H8B 0.9356 . ? 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 O9 Zn1 O8 111.3(4) 1_654 1_554 ? O9 Zn1 O2 115.2(4) 1_654 . ? O8 Zn1 O2 106.2(4) 1_554 . ? O9 Zn1 O10 103.6(4) 1_654 4_664 ? O8 Zn1 O10 111.6(4) 1_554 4_664 ? O2 Zn1 O10 109.0(4) . 4_664 ? O6 Zn2 O5 106.1(4) . 1_456 ? O6 Zn2 O4 113.3(4) . 1_556 ? O5 Zn2 O4 113.1(4) 1_456 1_556 ? O6 Zn2 O3 107.8(4) . 3_556 ? O5 Zn2 O3 112.4(3) 1_456 3_556 ? O4 Zn2 O3 104.1(4) 1_556 3_556 ? O3 P1 O5 109.7(5) . . ? O3 P1 O4 113.0(5) . . ? O5 P1 O4 111.0(5) . . ? O3 P1 C4 109.1(6) . . ? O5 P1 C4 103.9(6) . . ? O4 P1 C4 109.7(6) . . ? O10 P2 O8 109.0(5) . . ? O10 P2 O9 115.3(6) . . ? O8 P2 O9 110.2(5) . . ? O10 P2 C8 108.7(6) . . ? O8 P2 C8 103.2(7) . . ? O9 P2 C8 109.7(6) . . ? C2 N1 H1A 109.5 . . ? C2 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C2 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C6 N2 H2A 109.5 . . ? C6 N2 H2B 109.5 . . ? H2A N2 H2B 109.5 . . ? C6 N2 H2C 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? C1 O2 Zn1 123.8(10) . . ? P1 O3 Zn2 112.8(5) . 3_556 ? P1 O4 Zn2 125.6(5) . 1_554 ? P1 O5 Zn2 127.8(5) . 1_654 ? C5 O6 Zn2 124.4(11) . . ? P2 O8 Zn1 128.3(5) . 1_556 ? P2 O9 Zn1 132.0(6) . 1_456 ? P2 O10 Zn1 130.2(6) . 4_567 ? O1 C1 O2 126.3(13) . . ? O1 C1 C2 118.6(13) . . ? O2 C1 C2 115.1(14) . . ? N1 C2 C3 111.0(11) . . ? N1 C2 C1 108.5(11) . . ? C3 C2 C1 110.0(13) . . ? N1 C2 H2 109.1 . . ? C3 C2 H2 109.1 . . ? C1 C2 H2 109.1 . . ? C2 C3 C4 119.1(13) . . ? C2 C3 H3A 107.5 . . ? C4 C3 H3A 107.5 . . ? C2 C3 H3B 107.5 . . ? C4 C3 H3B 107.5 . . ? H3A C3 H3B 107.0 . . ? C3 C4 P1 114.8(10) . . ? C3 C4 H4A 108.6 . . ? P1 C4 H4A 108.6 . . ? C3 C4 H4B 108.6 . . ? P1 C4 H4B 108.6 . . ? H4A C4 H4B 107.5 . . ? O6 C5 O7 122.4(15) . . ? O6 C5 C6 119.4(16) . . ? O7 C5 C6 118.0(15) . . ? C5 C6 N2 107.3(13) . . ? C5 C6 C7 114.0(14) . . ? N2 C6 C7 113.8(12) . . ? C5 C6 H6 107.1 . . ? N2 C6 H6 107.1 . . ? C7 C6 H6 107.1 . . ? C8 C7 C6 114.5(15) . . ? C8 C7 H7A 108.6 . . ? C6 C7 H7A 108.6 . . ? C8 C7 H7B 108.6 . . ? C6 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? C7 C8 P2 114.4(12) . . ? C7 C8 H8A 108.7 . . ? P2 C8 H8A 108.7 . . ? C7 C8 H8B 108.7 . . ? P2 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 28.40 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 2.032 _refine_diff_density_min -0.924 _refine_diff_density_rms 0.238