# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Yunsheng Ma' _publ_contact_author_email myschem@hotmail.com _publ_section_title ; Zinc and Cadmium 2-Pyrazinephosphonates: Syntheses, Structures and Luminescent Properties ; loop_ _publ_author_name Yu.Ma X.Tang W.Yin B.Wu f.xue R.Yuan S.Roy # Attachment '- ligand.cif' data_123 _database_code_depnum_ccdc_archive 'CCDC 800693' #TrackingRef '- ligand.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H5 N2 O3 P' _chemical_formula_sum 'C4 H5 N2 O3 P' _chemical_formula_weight 160.07 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M ' P 21/c' _symmetry_space_group_name_hall '-P 2ybc' 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 7.7997(16) _cell_length_b 11.293(2) _cell_length_c 7.4265(15) _cell_angle_alpha 90.00 _cell_angle_beta 91.64(3) _cell_angle_gamma 90.00 _cell_volume 653.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5108 _cell_measurement_theta_min 3.175 _cell_measurement_theta_max 27.52 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 328 _exptl_absorpt_coefficient_mu 0.364 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.895 _exptl_absorpt_correction_T_max 0.925 _exptl_absorpt_process_details 'CrystalClear (Rigaku, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6664 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_sigmaI/netI 0.0502 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1499 _reflns_number_gt 1031 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2005)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL/PC (Sheldrick, 1999)' _computing_publication_material 'Bruker SHELXTL/PC and PLATON (Spek, 2003)' _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^)+(0.0481P)^2^+2.0376P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1499 _refine_ls_number_parameters 97 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0912 _refine_ls_R_factor_gt 0.0590 _refine_ls_wR_factor_ref 0.1648 _refine_ls_wR_factor_gt 0.1483 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.23550(14) 0.15357(10) 0.21438(16) 0.0373(3) Uani 1 1 d . . . N2 N 0.6625(5) 0.3431(3) 0.3448(5) 0.0437(9) Uani 1 1 d . . . O3 O 0.1402(4) 0.2599(3) 0.1497(4) 0.0469(8) Uani 1 1 d . . . O1 O 0.1633(4) 0.0990(3) 0.3881(4) 0.0464(8) Uani 1 1 d D . . H1A H 0.167(7) 0.146(4) 0.477(5) 0.070 Uiso 1 1 d D . . O2 O 0.2431(4) 0.0543(3) 0.0753(4) 0.0479(8) Uani 1 1 d D . . H2A H 0.274(7) -0.012(3) 0.120(7) 0.072 Uiso 1 1 d D . . C1 C 0.4554(5) 0.1964(4) 0.2733(6) 0.0367(9) Uani 1 1 d . . . N1 N 0.5659(5) 0.1078(3) 0.3029(6) 0.0489(10) Uani 1 1 d . . . C3 C 0.7737(6) 0.2560(4) 0.3737(7) 0.0507(12) Uani 1 1 d . . . H3 H 0.8857 0.2741 0.4100 0.061 Uiso 1 1 calc R . . C4 C 0.7268(6) 0.1391(4) 0.3510(7) 0.0545(13) Uani 1 1 d . . . H4 H 0.8089 0.0803 0.3695 0.065 Uiso 1 1 calc R . . C2 C 0.5019(5) 0.3133(4) 0.2929(6) 0.0398(10) Uani 1 1 d . . . H2 H 0.4212 0.3724 0.2698 0.048 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 P1 0.0330(5) 0.0363(6) 0.0424(6) 0.0030(5) -0.0008(4) 0.0031(5) N2 0.0369(19) 0.046(2) 0.048(2) 0.0034(18) 0.0023(16) -0.0044(17) O3 0.0414(17) 0.0454(18) 0.0540(19) 0.0053(15) 0.0017(14) 0.0097(14) O1 0.0460(18) 0.0432(18) 0.0504(19) 0.0030(15) 0.0068(15) -0.0020(15) O2 0.0518(19) 0.0436(18) 0.0478(19) -0.0022(15) -0.0059(15) 0.0038(15) C1 0.034(2) 0.040(2) 0.037(2) 0.0049(18) 0.0001(17) 0.0009(18) N1 0.041(2) 0.041(2) 0.065(3) 0.0051(19) -0.0019(18) 0.0071(17) C3 0.032(2) 0.057(3) 0.062(3) 0.009(2) -0.005(2) 0.003(2) C4 0.037(2) 0.043(3) 0.083(4) 0.011(3) -0.006(2) 0.007(2) C2 0.035(2) 0.040(2) 0.045(2) 0.0039(19) 0.0017(18) 0.0041(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O3 1.485(3) . ? P1 O2 1.527(3) . ? P1 O1 1.550(3) . ? P1 C1 1.823(4) . ? N2 C3 1.324(6) . ? N2 C2 1.343(5) . ? O1 H1A 0.85(2) . ? O2 H2A 0.855(19) . ? C1 N1 1.335(5) . ? C1 C2 1.375(6) . ? N1 C4 1.342(6) . ? C3 C4 1.379(7) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C2 H2 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 P1 O2 113.82(18) . . ? O3 P1 O1 113.61(18) . . ? O2 P1 O1 107.03(19) . . ? O3 P1 C1 108.76(19) . . ? O2 P1 C1 107.62(19) . . ? O1 P1 C1 105.52(18) . . ? C3 N2 C2 117.5(4) . . ? P1 O1 H1A 113(4) . . ? P1 O2 H2A 114(4) . . ? N1 C1 C2 122.3(4) . . ? N1 C1 P1 116.0(3) . . ? C2 C1 P1 121.6(3) . . ? C1 N1 C4 116.1(4) . . ? N2 C3 C4 121.4(4) . . ? N2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? N1 C4 C3 121.8(4) . . ? N1 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? N2 C2 C1 120.8(4) . . ? N2 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.278 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.075 # Attachment '- Cd1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 818083' #TrackingRef '- Cd1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H5 Cd N2 O4 P' _chemical_formula_sum 'C4 H5 Cd N2 O4 P' _chemical_formula_weight 288.47 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc' 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 12.577(3) _cell_length_b 5.5313(11) _cell_length_c 10.798(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.32(3) _cell_angle_gamma 90.00 _cell_volume 749.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.558 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 3.102 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.693 _exptl_absorpt_correction_T_max 0.73 _exptl_absorpt_process_details 'CrystalClear (Rigaku, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7397 _diffrn_reflns_av_R_equivalents 0.0555 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 27.47 _reflns_number_total 1713 _reflns_number_gt 1405 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2005)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL/PC (Sheldrick, 1999)' _computing_publication_material 'Bruker SHELXTL/PC and PLATON (Spek, 2003)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0217P)^2^+0.5360P] 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 1713 _refine_ls_number_parameters 117 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0608 _refine_ls_wR_factor_gt 0.0574 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.89339(2) 1.08760(5) 0.28117(3) 0.01438(10) Uani 1 1 d . . . P1 P 0.86303(8) 0.5997(2) 0.08652(9) 0.0143(2) Uani 1 1 d . . . O1 O 0.9432(2) 0.7364(5) 0.1742(2) 0.0179(6) Uani 1 1 d . . . O2 O 0.8723(2) 0.6500(5) -0.0500(3) 0.0196(7) Uani 1 1 d . . . O3 O 0.8598(2) 0.3299(5) 0.1141(3) 0.0202(7) Uani 1 1 d . . . O4 O 0.8037(3) 1.3796(6) 0.3926(3) 0.0267(8) Uani 1 1 d D . . H1A H 0.827(4) 1.511(10) 0.390(4) 0.027(15) Uiso 1 1 d . . . H1B H 0.812(5) 1.340(11) 0.458(2) 0.06(2) Uiso 1 1 d D . . N1 N 0.7325(3) 0.9167(7) 0.1962(3) 0.0183(8) Uani 1 1 d . . . N2 N 0.5428(3) 0.7343(8) 0.0837(4) 0.0316(10) Uani 1 1 d . . . C1 C 0.7336(3) 0.7241(8) 0.1206(4) 0.0171(9) Uani 1 1 d . . . C2 C 0.6367(4) 0.6353(8) 0.0662(4) 0.0272(11) Uani 1 1 d . . . H2 H 0.6383 0.5000 0.0153 0.033 Uiso 1 1 calc R . . C3 C 0.5449(4) 0.9291(9) 0.1570(4) 0.0289(11) Uani 1 1 d . . . H3 H 0.4811 1.0075 0.1692 0.035 Uiso 1 1 calc R . . C4 C 0.6379(4) 1.0181(9) 0.2153(4) 0.0234(11) Uani 1 1 d . . . H4 H 0.6353 1.1499 0.2684 0.028 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 Cd1 0.01689(17) 0.01317(16) 0.01288(16) 0.00024(14) -0.00027(11) -0.00128(15) P1 0.0191(6) 0.0120(5) 0.0116(5) -0.0006(5) 0.0000(4) 0.0012(5) O1 0.0157(15) 0.0186(16) 0.0192(15) -0.0049(13) -0.0009(12) 0.0021(13) O2 0.0322(18) 0.0120(16) 0.0150(15) 0.0000(12) 0.0041(13) 0.0020(13) O3 0.0317(18) 0.0122(15) 0.0162(15) 0.0028(12) -0.0019(13) 0.0024(13) O4 0.050(2) 0.0124(19) 0.0174(19) -0.0017(15) 0.0031(16) -0.0025(17) N1 0.0177(18) 0.0197(19) 0.0178(18) 0.0019(17) 0.0035(14) 0.0022(17) N2 0.018(2) 0.036(3) 0.040(2) -0.010(2) -0.0030(18) -0.0003(19) C1 0.022(2) 0.018(2) 0.011(2) 0.0004(18) -0.0017(17) -0.0001(19) C2 0.026(3) 0.026(3) 0.029(3) -0.011(2) -0.003(2) -0.002(2) C3 0.019(2) 0.033(3) 0.035(3) -0.003(2) 0.003(2) 0.002(2) C4 0.020(2) 0.024(3) 0.026(3) -0.006(2) 0.003(2) 0.0040(19) _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 Cd1 O1 2.232(3) 2_755 ? Cd1 O3 2.261(3) 1_565 ? Cd1 O2 2.279(3) 4_576 ? Cd1 O4 2.352(3) . ? Cd1 N1 2.356(4) . ? Cd1 O1 2.369(3) . ? P1 O2 1.514(3) . ? P1 O3 1.523(3) . ? P1 O1 1.530(3) . ? P1 C1 1.830(4) . ? O1 Cd1 2.232(3) 2_745 ? O2 Cd1 2.279(3) 4_575 ? O3 Cd1 2.261(3) 1_545 ? O4 H1A 0.79(5) . ? O4 H1B 0.74(2) . ? N1 C1 1.343(5) . ? N1 C4 1.345(5) . ? N2 C2 1.329(6) . ? N2 C3 1.336(6) . ? C1 C2 1.401(6) . ? C2 H2 0.9300 . ? C3 C4 1.377(6) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? 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 Cd1 O3 93.87(11) 2_755 1_565 ? O1 Cd1 O2 101.56(11) 2_755 4_576 ? O3 Cd1 O2 162.54(11) 1_565 4_576 ? O1 Cd1 O4 96.06(12) 2_755 . ? O3 Cd1 O4 86.16(11) 1_565 . ? O2 Cd1 O4 84.14(12) 4_576 . ? O1 Cd1 N1 169.01(11) 2_755 . ? O3 Cd1 N1 79.84(11) 1_565 . ? O2 Cd1 N1 86.11(11) 4_576 . ? O4 Cd1 N1 92.51(13) . . ? O1 Cd1 O1 97.73(7) 2_755 . ? O3 Cd1 O1 97.90(10) 1_565 . ? O2 Cd1 O1 88.16(10) 4_576 . ? O4 Cd1 O1 165.31(12) . . ? N1 Cd1 O1 74.45(11) . . ? O2 P1 O3 112.09(16) . . ? O2 P1 O1 114.59(17) . . ? O3 P1 O1 112.91(16) . . ? O2 P1 C1 105.17(18) . . ? O3 P1 C1 106.98(19) . . ? O1 P1 C1 104.14(17) . . ? P1 O1 Cd1 120.29(16) . 2_745 ? P1 O1 Cd1 121.39(15) . . ? Cd1 O1 Cd1 118.04(11) 2_745 . ? P1 O2 Cd1 134.04(16) . 4_575 ? P1 O3 Cd1 136.93(17) . 1_545 ? Cd1 O4 H1A 115(4) . . ? Cd1 O4 H1B 104(5) . . ? H1A O4 H1B 106(6) . . ? C1 N1 C4 118.3(4) . . ? C1 N1 Cd1 120.4(3) . . ? C4 N1 Cd1 121.1(3) . . ? C2 N2 C3 116.0(4) . . ? N1 C1 C2 118.9(4) . . ? N1 C1 P1 118.1(3) . . ? C2 C1 P1 122.9(3) . . ? N2 C2 C1 123.4(4) . . ? N2 C2 H2 118.3 . . ? C1 C2 H2 118.3 . . ? N2 C3 C4 122.5(4) . . ? N2 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? N1 C4 C3 120.8(4) . . ? N1 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H1B O2 0.74(2) 2.82(6) 3.104(5) 106(5) 4_576 O4 H1B O3 0.74(2) 1.98(3) 2.703(4) 164(7) 4_576 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.565 _refine_diff_density_min -0.680 _refine_diff_density_rms 0.153 # Attachment '- zn.cif' data_zn _database_code_depnum_ccdc_archive 'CCDC 818084' #TrackingRef '- zn.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H3 N2 O3 P Zn' _chemical_formula_sum 'C4 H3 N2 O3 P Zn' _chemical_formula_weight 223.42 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 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 7.5642(15) _cell_length_b 8.0244(16) _cell_length_c 10.407(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.70(3) _cell_angle_gamma 90.00 _cell_volume 618.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 4.174 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.38 _exptl_absorpt_correction_T_max 0.431 _exptl_absorpt_process_details 'CrystalClear (Rigaku, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6244 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1418 _reflns_number_gt 1302 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2005)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL/PC (Sheldrick, 1999)' _computing_publication_material 'Bruker SHELXTL/PC and PLATON (Spek, 2003)' _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^)+(0.0299P)^2^+0.7908P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0207(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1418 _refine_ls_number_parameters 101 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0292 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0634 _refine_ls_wR_factor_gt 0.0621 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.64420(4) 0.28659(4) 0.60505(3) 0.01455(13) Uani 1 1 d . . . P1 P 0.79094(9) 0.18208(8) 0.89101(6) 0.01334(16) Uani 1 1 d . . . O1 O 0.8221(3) 0.1923(3) 0.75200(19) 0.0221(4) Uani 1 1 d . . . O2 O 0.9189(3) 0.2872(2) 0.98961(18) 0.0191(4) Uani 1 1 d . . . O3 O 0.7737(3) 0.0061(2) 0.94032(19) 0.0198(4) Uani 1 1 d . . . N1 N 0.4920(3) 0.3440(3) 0.7644(2) 0.0155(4) Uani 1 1 d . . . N2 N 0.3020(3) 0.3225(3) 0.9665(2) 0.0169(4) Uani 1 1 d . . . C2 C 0.5671(3) 0.2739(3) 0.8806(2) 0.0138(5) Uani 1 1 d . . . C3 C 0.4705(3) 0.2660(3) 0.9805(3) 0.0179(5) Uani 1 1 d . . . H3 H 0.5257 0.2194 1.0604 0.021 Uiso 1 1 calc R . . C4 C 0.2319(4) 0.3991(3) 0.8529(3) 0.0200(6) Uani 1 1 d . . . H4 H 0.1168 0.4447 0.8410 0.024 Uiso 1 1 calc R . . C5 C 0.3270(4) 0.4115(3) 0.7533(3) 0.0196(5) Uani 1 1 d . . . H5 H 0.2758 0.4680 0.6768 0.023 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 0.01206(18) 0.01999(19) 0.01134(17) 0.00178(11) 0.00179(11) -0.00099(11) P1 0.0104(3) 0.0187(3) 0.0110(3) 0.0015(2) 0.0024(2) 0.0023(2) O1 0.0181(10) 0.0349(11) 0.0144(9) 0.0044(8) 0.0059(8) 0.0105(8) O2 0.0123(9) 0.0235(10) 0.0200(10) -0.0004(7) -0.0002(7) 0.0008(7) O3 0.0224(10) 0.0179(9) 0.0211(10) 0.0011(7) 0.0092(8) 0.0048(8) N1 0.0123(10) 0.0200(11) 0.0139(10) 0.0009(8) 0.0022(8) 0.0002(8) N2 0.0128(10) 0.0226(11) 0.0155(10) 0.0013(9) 0.0035(8) 0.0011(8) C2 0.0110(12) 0.0169(12) 0.0127(11) 0.0002(9) 0.0001(9) -0.0013(9) C3 0.0138(13) 0.0258(14) 0.0134(12) 0.0028(10) 0.0012(10) 0.0016(10) C4 0.0155(13) 0.0226(13) 0.0223(13) 0.0034(11) 0.0048(11) 0.0044(10) C5 0.0159(13) 0.0261(14) 0.0159(12) 0.0052(10) 0.0013(10) 0.0036(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.9566(18) 2_656 ? Zn1 O2 1.967(2) 4_565 ? Zn1 O1 1.971(2) . ? Zn1 N2 2.229(2) 4_665 ? Zn1 N1 2.250(2) . ? P1 O1 1.5144(19) . ? P1 O2 1.516(2) . ? P1 O3 1.5175(19) . ? P1 C2 1.830(3) . ? O2 Zn1 1.967(2) 4_666 ? O3 Zn1 1.9566(18) 2_646 ? N1 C5 1.344(3) . ? N1 C2 1.349(3) . ? N2 C3 1.333(3) . ? N2 C4 1.342(3) . ? N2 Zn1 2.229(2) 4_566 ? C2 C3 1.388(4) . ? C3 H3 0.9300 . ? C4 C5 1.380(4) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O2 113.68(8) 2_656 4_565 ? O3 Zn1 O1 109.42(9) 2_656 . ? O2 Zn1 O1 136.80(9) 4_565 . ? O3 Zn1 N2 87.68(8) 2_656 4_665 ? O2 Zn1 N2 89.88(8) 4_565 4_665 ? O1 Zn1 N2 88.88(8) . 4_665 ? O3 Zn1 N1 103.21(8) 2_656 . ? O2 Zn1 N1 90.14(8) 4_565 . ? O1 Zn1 N1 82.96(8) . . ? N2 Zn1 N1 168.07(8) 4_665 . ? O1 P1 O2 114.50(12) . . ? O1 P1 O3 114.47(11) . . ? O2 P1 O3 112.07(11) . . ? O1 P1 C2 104.05(12) . . ? O2 P1 C2 105.81(11) . . ? O3 P1 C2 104.66(11) . . ? P1 O1 Zn1 123.22(12) . . ? P1 O2 Zn1 126.97(12) . 4_666 ? P1 O3 Zn1 134.67(12) . 2_646 ? C5 N1 C2 117.4(2) . . ? C5 N1 Zn1 128.61(18) . . ? C2 N1 Zn1 112.95(16) . . ? C3 N2 C4 116.8(2) . . ? C3 N2 Zn1 114.92(18) . 4_566 ? C4 N2 Zn1 125.59(18) . 4_566 ? N1 C2 C3 120.0(2) . . ? N1 C2 P1 115.92(19) . . ? C3 C2 P1 123.93(19) . . ? N2 C3 C2 122.6(2) . . ? N2 C3 H3 118.7 . . ? C2 C3 H3 118.7 . . ? N2 C4 C5 121.4(2) . . ? N2 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? N1 C5 C4 121.5(2) . . ? N1 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.467 _refine_diff_density_min -0.404 _refine_diff_density_rms 0.091 # Attachment '- cd2.cif' data_cd _database_code_depnum_ccdc_archive 'CCDC 818369' #TrackingRef '- cd2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H4 Cd Cl N2 O3 P, H2 O' _chemical_formula_sum 'C4 H6 Cd Cl N2 O4 P' _chemical_formula_weight 324.93 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' H H 0.0000 0.0000 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.6914(11) _cell_length_b 7.0423(14) _cell_length_c 11.570(2) _cell_angle_alpha 79.50(3) _cell_angle_beta 77.90(3) _cell_angle_gamma 71.68(3) _cell_volume 427.05(16) _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 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 312 _exptl_absorpt_coefficient_mu 3.038 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.485 _exptl_absorpt_correction_T_max 0.542 _exptl_absorpt_process_details 'CrystalClear (Rigaku, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4452 _diffrn_reflns_av_R_equivalents 0.0391 _diffrn_reflns_av_sigmaI/netI 0.0520 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1944 _reflns_number_gt 1714 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2005)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL/PC (Sheldrick, 1999)' _computing_publication_material 'Bruker SHELXTL/PC and PLATON (Spek, 2003)' _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^)+(0.0305P)^2^+0.6000P] 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 1944 _refine_ls_number_parameters 130 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0500 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.0767 _refine_ls_wR_factor_gt 0.0737 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.99630(6) 0.03350(5) 0.82357(3) 0.01932(12) Uani 1 1 d . . . P1 P 0.5252(2) 0.17863(18) 0.66488(11) 0.0181(3) Uani 1 1 d . . . O1 O 0.7303(6) 0.0017(5) 0.7088(3) 0.0215(7) Uani 1 1 d . . . O2 O 0.5990(8) 0.2528(6) 0.5316(3) 0.0269(8) Uani 1 1 d . . . H2A H 0.729(11) 0.252(9) 0.505(5) 0.032(18) Uiso 1 1 d . . . O3 O 0.2662(6) 0.1575(5) 0.6783(3) 0.0239(8) Uani 1 1 d . . . Cl1 Cl 1.1854(2) 0.15708(18) 0.97731(10) 0.0229(3) Uani 1 1 d . . . O4 O 0.0555(7) 0.2726(7) 0.4599(4) 0.0373(10) Uani 1 1 d D . . H4A H 0.130(11) 0.176(7) 0.418(5) 0.06(2) Uiso 1 1 d D . . H4B H 0.100(13) 0.297(10) 0.521(5) 0.09(3) Uiso 1 1 d D . . C1 C 0.5076(8) 0.3846(7) 0.7449(4) 0.0163(9) Uani 1 1 d . . . C2 C 0.3134(8) 0.5624(7) 0.7430(4) 0.0192(10) Uani 1 1 d . . . H2 H 0.1853 0.5770 0.7007 0.023 Uiso 1 1 calc R . . C3 C 0.4931(9) 0.6865(7) 0.8591(4) 0.0224(10) Uani 1 1 d . . . H3 H 0.4939 0.7894 0.8991 0.027 Uiso 1 1 calc R . . C4 C 0.6868(9) 0.5097(7) 0.8619(4) 0.0239(11) Uani 1 1 d . . . H4 H 0.8154 0.4965 0.9036 0.029 Uiso 1 1 calc R . . N1 N 0.6942(7) 0.3570(6) 0.8064(3) 0.0198(8) Uani 1 1 d . . . N2 N 0.3050(7) 0.7135(6) 0.8003(3) 0.0190(8) 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 Cd1 0.01808(19) 0.01650(19) 0.0224(2) -0.00424(13) -0.00829(14) 0.00059(13) P1 0.0179(6) 0.0172(6) 0.0197(6) -0.0049(5) -0.0059(5) -0.0023(5) O1 0.0222(17) 0.0173(17) 0.0251(18) -0.0046(14) -0.0082(14) -0.0020(14) O2 0.026(2) 0.036(2) 0.0173(19) -0.0022(15) -0.0039(17) -0.0070(18) O3 0.0202(17) 0.0262(19) 0.0275(19) -0.0049(15) -0.0068(15) -0.0069(15) Cl1 0.0241(6) 0.0252(6) 0.0221(6) -0.0040(5) -0.0085(5) -0.0071(5) O4 0.030(2) 0.047(3) 0.036(2) -0.018(2) -0.0095(19) -0.0033(19) C1 0.017(2) 0.017(2) 0.015(2) -0.0025(18) -0.0054(18) -0.0037(18) C2 0.017(2) 0.020(2) 0.020(2) -0.0003(19) -0.009(2) -0.0015(19) C3 0.027(3) 0.019(2) 0.023(3) -0.005(2) -0.008(2) -0.004(2) C4 0.021(2) 0.022(3) 0.029(3) -0.004(2) -0.011(2) -0.001(2) N1 0.019(2) 0.018(2) 0.024(2) -0.0059(17) -0.0074(17) -0.0031(16) N2 0.0162(19) 0.016(2) 0.023(2) -0.0017(16) -0.0047(17) -0.0014(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O3 2.275(3) 1_655 ? Cd1 O1 2.296(3) . ? Cd1 N1 2.388(4) . ? Cd1 N2 2.403(4) 1_645 ? Cd1 Cl1 2.6315(15) 2_757 ? Cd1 Cl1 2.6525(13) . ? P1 O3 1.501(3) . ? P1 O1 1.509(3) . ? P1 O2 1.549(4) . ? P1 C1 1.825(5) . ? O2 H2A 0.74(6) . ? O3 Cd1 2.275(3) 1_455 ? Cl1 Cd1 2.6315(15) 2_757 ? O4 H4A 0.86(5) . ? O4 H4B 0.86(7) . ? C1 N1 1.345(6) . ? C1 C2 1.386(6) . ? C2 N2 1.337(6) . ? C2 H2 0.9300 . ? C3 N2 1.332(6) . ? C3 C4 1.380(7) . ? C3 H3 0.9300 . ? C4 N1 1.335(6) . ? C4 H4 0.9300 . ? N2 Cd1 2.403(4) 1_465 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Cd1 O1 99.37(12) 1_655 . ? O3 Cd1 N1 88.70(13) 1_655 . ? O1 Cd1 N1 75.29(12) . . ? O3 Cd1 N2 84.55(13) 1_655 1_645 ? O1 Cd1 N2 97.26(12) . 1_645 ? N1 Cd1 N2 169.03(13) . 1_645 ? O3 Cd1 Cl1 161.65(9) 1_655 2_757 ? O1 Cd1 Cl1 96.60(9) . 2_757 ? N1 Cd1 Cl1 104.14(10) . 2_757 ? N2 Cd1 Cl1 84.50(10) 1_645 2_757 ? O3 Cd1 Cl1 86.68(9) 1_655 . ? O1 Cd1 Cl1 163.02(9) . . ? N1 Cd1 Cl1 89.10(10) . . ? N2 Cd1 Cl1 99.11(10) 1_645 . ? Cl1 Cd1 Cl1 80.56(4) 2_757 . ? O3 P1 O1 119.1(2) . . ? O3 P1 O2 106.2(2) . . ? O1 P1 O2 111.4(2) . . ? O3 P1 C1 108.4(2) . . ? O1 P1 C1 105.7(2) . . ? O2 P1 C1 105.2(2) . . ? P1 O1 Cd1 122.40(18) . . ? P1 O2 H2A 122(5) . . ? P1 O3 Cd1 136.9(2) . 1_455 ? Cd1 Cl1 Cd1 99.44(4) 2_757 . ? H4A O4 H4B 127(4) . . ? N1 C1 C2 120.8(4) . . ? N1 C1 P1 116.8(3) . . ? C2 C1 P1 122.4(3) . . ? N2 C2 C1 121.8(4) . . ? N2 C2 H2 119.1 . . ? C1 C2 H2 119.1 . . ? N2 C3 C4 121.6(4) . . ? N2 C3 H3 119.2 . . ? C4 C3 H3 119.2 . . ? N1 C4 C3 121.6(4) . . ? N1 C4 H4 119.2 . . ? C3 C4 H4 119.2 . . ? C4 N1 C1 117.1(4) . . ? C4 N1 Cd1 123.9(3) . . ? C1 N1 Cd1 118.7(3) . . ? C3 N2 C2 117.1(4) . . ? C3 N2 Cd1 111.7(3) . 1_465 ? C2 N2 Cd1 131.2(3) . 1_465 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2A O4 0.74(6) 1.87(6) 2.596(6) 170(7) 1_655 O4 H4A O1 0.86(5) 1.98(5) 2.815(5) 167(6) 2_656 O4 H4B O3 0.86(7) 2.16(5) 2.896(5) 144(6) . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.570 _refine_diff_density_min -0.762 _refine_diff_density_rms 0.159