# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p #TrackingRef '15999_web_deposit_cif_file_0_Zhao-HuiZhou_1355023086.1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Tetrahydrated diketopiperazinediacetato dicobalt hexahydrates' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H40 Co2 N4 O20' _chemical_formula_weight 726.38 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' Co Co 0.3494 0.9721 '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' 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 9.8199(8) _cell_length_b 17.4052(12) _cell_length_c 8.6142(6) _cell_angle_alpha 90.00 _cell_angle_beta 105.229(8) _cell_angle_gamma 90.00 _cell_volume 1420.61(18) _cell_formula_units_Z 2 _cell_measurement_temperature 446(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.698 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 756 _exptl_absorpt_coefficient_mu 1.261 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8843 _exptl_absorpt_correction_T_max 0.9752 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 446(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 'Oxford Gemini Diffractometer' _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 7443 _diffrn_reflns_av_R_equivalents 0.0831 _diffrn_reflns_av_sigmaI/netI 0.1275 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3121 _reflns_number_gt 2136 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0292P)^2^+1.0493P] 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 3121 _refine_ls_number_parameters 220 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.1161 _refine_ls_R_factor_gt 0.0702 _refine_ls_wR_factor_ref 0.1228 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.026 _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 C1 C 0.3124(5) 0.2141(3) 0.0488(5) 0.0107(10) Uani 1 1 d . . . C2 C 0.4443(5) 0.1768(3) 0.1553(5) 0.0130(11) Uani 1 1 d . . . H2A H 0.4949 0.1510 0.0877 0.016 Uiso 1 1 calc R . . H2B H 0.5054 0.2166 0.2148 0.016 Uiso 1 1 calc R . . C3 C 0.3989(5) 0.0419(3) 0.2086(6) 0.0142(11) Uani 1 1 d . . . H3A H 0.3409 0.0431 0.0984 0.017 Uiso 1 1 calc R . . H3B H 0.3480 0.0125 0.2709 0.017 Uiso 1 1 calc R . . C4 C 0.5334(5) -0.0006(3) 0.2109(5) 0.0133(11) Uani 1 1 d . . . C5 C 0.5295(5) 0.1196(3) 0.4211(5) 0.0150(11) Uani 1 1 d . . . H5A H 0.5061 0.0832 0.4955 0.018 Uiso 1 1 calc R . . H5B H 0.5378 0.1700 0.4706 0.018 Uiso 1 1 calc R . . C6 C 0.6692(5) 0.0976(3) 0.3922(6) 0.0174(12) Uani 1 1 d . . . H6A H 0.7053 0.1406 0.3432 0.021 Uiso 1 1 calc R . . H6B H 0.7362 0.0868 0.4945 0.021 Uiso 1 1 calc R . . C7 C 0.7878(5) -0.0084(3) 0.2851(6) 0.0153(11) Uani 1 1 d . . . H7A H 0.8606 0.0299 0.2902 0.018 Uiso 1 1 calc R . . H7B H 0.7731 -0.0349 0.1831 0.018 Uiso 1 1 calc R . . C8 C 0.8404(5) -0.0656(3) 0.4192(6) 0.0127(11) Uani 1 1 d . . . N1 N 0.4137(4) 0.1208(2) 0.2702(4) 0.0092(8) Uani 1 1 d . . . N2 N 0.6576(4) 0.0307(2) 0.2883(5) 0.0145(9) Uani 1 1 d . . . O2W O 0.0236(4) 0.20578(19) 0.3555(4) 0.0150(8) Uani 1 1 d D . . O2 O 0.3295(3) 0.25198(18) -0.0685(4) 0.0160(8) Uani 1 1 d . . . O1W O 0.0707(4) 0.0765(2) 0.1622(4) 0.0197(8) Uani 1 1 d D . . O1 O 0.1975(3) 0.20666(19) 0.0867(4) 0.0159(8) Uani 1 1 d . . . O3 O 0.5250(4) -0.0644(2) 0.1421(4) 0.0224(9) Uani 1 1 d . . . O3W O -0.2150(4) 0.2440(3) 0.1148(4) 0.0371(11) Uani 1 1 d D . . O5 O 0.7616(3) -0.07972(19) 0.5112(4) 0.0149(8) Uani 1 1 d . . . O4 O 0.9586(4) -0.0958(2) 0.4288(4) 0.0208(9) Uani 1 1 d . . . H2W2 H 0.000(5) 0.1703(18) 0.411(4) 0.025 Uiso 1 1 d D . . H1W2 H 0.080(5) 0.0288(8) 0.181(5) 0.025 Uiso 1 1 d D . . H3W1 H -0.259(4) 0.274(2) 0.164(5) 0.025 Uiso 1 1 d D . . H1W1 H 0.028(5) 0.084(2) 0.065(2) 0.025 Uiso 1 1 d D . . H3W2 H -0.136(3) 0.232(3) 0.178(4) 0.025 Uiso 1 1 d D . . H2W1 H 0.067(5) 0.2408(18) 0.419(4) 0.025 Uiso 1 1 d D . . O4W O -0.3100(4) 0.1643(2) -0.1619(4) 0.0298(10) Uani 1 1 d D . . H4W1 H -0.380(4) 0.138(3) -0.155(5) 0.036 Uiso 1 1 d D . . H4W2 H -0.282(5) 0.192(3) -0.078(4) 0.036 Uiso 1 1 d D . . O5W O -0.0679(4) 0.0818(2) -0.1677(4) 0.0213(9) Uani 1 1 d D . . H5W1 H -0.145(3) 0.104(3) -0.173(5) 0.026 Uiso 1 1 d D . . H5W2 H -0.040(4) 0.091(3) -0.251(4) 0.026 Uiso 1 1 d D . . Co1 Co 0.20930(7) 0.15772(4) 0.30622(7) 0.01020(18) 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 C1 0.011(3) 0.008(2) 0.011(2) 0.001(2) -0.001(2) -0.002(2) C2 0.016(3) 0.013(3) 0.011(2) 0.006(2) 0.004(2) -0.001(2) C3 0.016(3) 0.012(3) 0.014(3) -0.002(2) 0.004(2) -0.003(2) C4 0.018(3) 0.013(3) 0.009(2) 0.001(2) 0.004(2) 0.002(2) C5 0.019(3) 0.016(3) 0.009(2) -0.002(2) 0.001(2) 0.004(2) C6 0.021(3) 0.013(3) 0.017(3) -0.006(2) 0.002(2) 0.003(2) C7 0.010(3) 0.021(3) 0.017(3) 0.004(2) 0.007(2) 0.004(2) C8 0.009(3) 0.013(3) 0.013(2) 0.000(2) -0.002(2) 0.000(2) N1 0.009(2) 0.011(2) 0.0067(19) 0.0018(17) 0.0015(16) 0.0001(17) N2 0.013(2) 0.015(2) 0.015(2) 0.0043(19) 0.0029(18) 0.0021(19) O2W 0.0156(19) 0.0116(19) 0.0166(18) -0.0026(16) 0.0019(15) -0.0024(16) O2 0.0179(19) 0.0157(19) 0.0164(18) 0.0072(16) 0.0084(15) 0.0009(16) O1W 0.025(2) 0.0155(19) 0.0140(18) 0.0019(17) -0.0028(17) -0.0039(18) O1 0.0123(19) 0.0191(19) 0.0165(18) 0.0085(16) 0.0042(15) 0.0004(15) O3 0.026(2) 0.018(2) 0.026(2) -0.0052(18) 0.0110(18) -0.0007(17) O3W 0.030(3) 0.050(3) 0.025(2) -0.010(2) -0.0031(19) 0.014(2) O5 0.0157(19) 0.021(2) 0.0095(17) 0.0028(15) 0.0052(15) 0.0040(16) O4 0.019(2) 0.025(2) 0.0209(19) 0.0111(17) 0.0100(16) 0.0107(17) O4W 0.031(2) 0.029(2) 0.031(2) -0.008(2) 0.0125(19) -0.009(2) O5W 0.027(2) 0.022(2) 0.0161(19) 0.0027(17) 0.0095(17) 0.0037(18) Co1 0.0120(3) 0.0107(3) 0.0087(3) 0.0004(3) 0.0039(2) 0.0000(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 C1 O2 1.254(5) . ? C1 O1 1.261(5) . ? C1 C2 1.522(6) . ? C2 N1 1.475(5) . ? C3 N1 1.467(6) . ? C3 C4 1.509(6) . ? C4 O3 1.250(6) . ? C4 N2 1.342(6) . ? C5 N1 1.485(6) . ? C5 C6 1.507(6) . ? C6 N2 1.454(6) . ? C7 N2 1.455(6) . ? C7 C8 1.510(6) . ? C8 O4 1.257(6) . ? C8 O5 1.269(5) . ? N1 Co1 2.205(4) . ? O2W Co1 2.147(3) . ? O2 Co1 2.088(3) 4_565 ? O1W Co1 2.123(3) . ? O1 Co1 2.049(3) . ? O5 Co1 2.040(3) 3_656 ? Co1 O5 2.040(3) 3_656 ? Co1 O2 2.088(3) 4_566 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 125.5(4) . . ? O2 C1 C2 115.9(4) . . ? O1 C1 C2 118.5(4) . . ? N1 C2 C1 113.3(4) . . ? N1 C3 C4 116.8(4) . . ? O3 C4 N2 122.3(5) . . ? O3 C4 C3 118.7(4) . . ? N2 C4 C3 119.0(4) . . ? N1 C5 C6 112.4(4) . . ? N2 C6 C5 112.1(4) . . ? N2 C7 C8 114.8(4) . . ? O4 C8 O5 125.6(5) . . ? O4 C8 C7 116.8(4) . . ? O5 C8 C7 117.6(4) . . ? C3 N1 C2 113.2(4) . . ? C3 N1 C5 106.4(4) . . ? C2 N1 C5 110.6(4) . . ? C3 N1 Co1 108.5(3) . . ? C2 N1 Co1 104.8(3) . . ? C5 N1 Co1 113.4(3) . . ? C4 N2 C6 123.1(4) . . ? C4 N2 C7 119.2(4) . . ? C6 N2 C7 117.3(4) . . ? C1 O2 Co1 129.4(3) . 4_565 ? C1 O1 Co1 116.4(3) . . ? C8 O5 Co1 128.7(3) . 3_656 ? O5 Co1 O1 161.88(13) 3_656 . ? O5 Co1 O2 99.02(13) 3_656 4_566 ? O1 Co1 O2 92.95(13) . 4_566 ? O5 Co1 O1W 86.89(13) 3_656 . ? O1 Co1 O1W 82.26(13) . . ? O2 Co1 O1W 172.95(14) 4_566 . ? O5 Co1 O2W 93.51(12) 3_656 . ? O1 Co1 O2W 100.10(13) . . ? O2 Co1 O2W 89.93(13) 4_566 . ? O1W Co1 O2W 85.85(14) . . ? O5 Co1 N1 88.07(13) 3_656 . ? O1 Co1 N1 79.87(13) . . ? O2 Co1 N1 83.10(13) 4_566 . ? O1W Co1 N1 101.05(14) . . ? O2W Co1 N1 173.01(14) . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 0.614 _refine_diff_density_min -0.466 _refine_diff_density_rms 0.122 _database_code_depnum_ccdc_archive 'CCDC 881474' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_d #TrackingRef '16000_web_deposit_cif_file_1_Zhao-HuiZhou_1355023086.2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Tetrahydrated diketopiperazinediacetato dicobalt hexahydrates' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H40 N4 Ni2 O20' _chemical_formula_weight 725.94 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' Ni Ni 0.3393 1.1124 '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' 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 9.726(4) _cell_length_b 17.322(5) _cell_length_c 8.608(3) _cell_angle_alpha 90.00 _cell_angle_beta 105.16(4) _cell_angle_gamma 90.00 _cell_volume 1399.7(9) _cell_formula_units_Z 2 _cell_measurement_temperature 446(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.722 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 1.440 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8694 _exptl_absorpt_correction_T_max 0.9718 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 446(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 7210 _diffrn_reflns_av_R_equivalents 0.1477 _diffrn_reflns_av_sigmaI/netI 0.2442 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3077 _reflns_number_gt 1590 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^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 3077 _refine_ls_number_parameters 220 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.1805 _refine_ls_R_factor_gt 0.0887 _refine_ls_wR_factor_ref 0.1349 _refine_ls_wR_factor_gt 0.1031 _refine_ls_goodness_of_fit_ref 0.963 _refine_ls_restrained_S_all 0.961 _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 Ni1 Ni -0.20990(11) 0.34339(5) -0.30735(11) 0.0102(2) Uani 1 1 d . . . N1 N -0.4089(6) 0.3800(3) -0.2709(7) 0.0099(14) Uani 1 1 d . . . N2 N -0.6562(7) 0.4690(3) -0.2880(7) 0.0117(15) Uani 1 1 d . . . O1 O -0.1950(5) 0.2873(3) -0.0975(5) 0.0146(13) Uani 1 1 d . . . O2 O -0.3272(5) 0.2451(3) 0.0628(5) 0.0144(12) Uani 1 1 d . . . O3 O -0.5243(6) 0.5643(3) -0.1403(6) 0.0246(15) Uani 1 1 d . . . O4 O -0.9622(6) 0.5941(3) -0.4282(6) 0.0207(14) Uani 1 1 d . . . O5 O -0.7605(6) 0.5802(3) -0.5086(6) 0.0167(13) Uani 1 1 d . . . C1 C -0.3106(9) 0.2820(4) -0.0528(8) 0.0118(18) Uani 1 1 d . . . C2 C -0.4412(8) 0.3224(4) -0.1556(8) 0.0134(18) Uani 1 1 d . . . H2A H -0.5058 0.2839 -0.2161 0.016 Uiso 1 1 calc R . . H2B H -0.4897 0.3486 -0.0855 0.016 Uiso 1 1 calc R . . C3 C -0.3967(8) 0.4596(4) -0.2063(8) 0.0121(17) Uani 1 1 d . . . H3A H -0.3448 0.4902 -0.2665 0.014 Uiso 1 1 calc R . . H3B H -0.3395 0.4579 -0.0955 0.014 Uiso 1 1 calc R . . C4 C -0.5334(8) 0.5009(4) -0.2097(8) 0.0111(17) Uani 1 1 d . . . C5 C -0.5275(8) 0.3816(4) -0.4225(8) 0.0125(17) Uani 1 1 d . . . H5A H -0.5045 0.4187 -0.4964 0.015 Uiso 1 1 calc R . . H5B H -0.5352 0.3312 -0.4731 0.015 Uiso 1 1 calc R . . C6 C -0.6668(9) 0.4024(4) -0.3940(9) 0.021(2) Uani 1 1 d . . . H6A H -0.7342 0.4136 -0.4963 0.026 Uiso 1 1 calc R . . H6B H -0.7030 0.3586 -0.3464 0.026 Uiso 1 1 calc R . . C7 C -0.7870(8) 0.5074(4) -0.2844(8) 0.0133(18) Uani 1 1 d . . . H7A H -0.7728 0.5338 -0.1820 0.016 Uiso 1 1 calc R . . H7B H -0.8603 0.4687 -0.2904 0.016 Uiso 1 1 calc R . . C8 C -0.8403(9) 0.5659(4) -0.4196(9) 0.0163(19) Uani 1 1 d . . . O1W O -0.0781(6) 0.4239(3) -0.1616(5) 0.0155(13) Uani 1 1 d D . . O2W O -0.0250(6) 0.2965(3) -0.3531(5) 0.0153(12) Uani 1 1 d D . . O3W O 0.2148(7) 0.2558(4) -0.1126(6) 0.0366(17) Uani 1 1 d D . . O4W O 0.0683(6) 0.4182(3) 0.1654(6) 0.0185(13) Uani 1 1 d D . . O5W O 0.3101(6) 0.3345(3) 0.1607(6) 0.0280(15) Uani 1 1 d D . . H1W1 H -0.093(9) 0.4722(11) -0.177(7) 0.034 Uiso 1 1 d D . . H1W2 H -0.037(8) 0.416(3) -0.062(3) 0.034 Uiso 1 1 d D . . H2W1 H -0.067(7) 0.267(3) -0.430(5) 0.034 Uiso 1 1 d D . . H2W2 H 0.016(7) 0.333(3) -0.390(7) 0.034 Uiso 1 1 d D . . H3W1 H 0.134(4) 0.273(4) -0.164(7) 0.034 Uiso 1 1 d D . . H3W2 H 0.252(6) 0.231(4) -0.177(6) 0.034 Uiso 1 1 d D . . H4W1 H 0.020(6) 0.399(3) 0.225(8) 0.034 Uiso 1 1 d D . . H4W2 H 0.143(4) 0.392(3) 0.172(8) 0.034 Uiso 1 1 d D . . H5W1 H 0.306(7) 0.309(3) 0.076(5) 0.034 Uiso 1 1 d D . . H5W2 H 0.377(6) 0.367(3) 0.175(8) 0.034 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0118(5) 0.0109(5) 0.0080(5) 0.0004(5) 0.0029(4) 0.0012(6) N1 0.012(4) 0.005(3) 0.012(3) 0.005(3) 0.001(3) 0.004(3) N2 0.008(3) 0.017(4) 0.011(3) 0.003(3) 0.003(3) 0.005(3) O1 0.013(3) 0.019(3) 0.012(3) 0.009(2) 0.004(2) 0.000(3) O2 0.020(3) 0.012(3) 0.012(3) 0.009(2) 0.008(2) -0.001(3) O3 0.021(4) 0.020(3) 0.036(4) 0.000(3) 0.012(3) 0.004(3) O4 0.018(3) 0.024(3) 0.025(3) 0.012(3) 0.014(3) 0.014(3) O5 0.015(3) 0.020(3) 0.017(3) 0.000(2) 0.007(2) 0.002(3) C1 0.019(5) 0.007(4) 0.006(4) -0.002(3) -0.002(3) -0.002(4) C2 0.008(4) 0.021(5) 0.011(4) 0.001(3) 0.002(3) -0.005(4) C3 0.016(4) 0.011(4) 0.009(4) 0.002(3) 0.004(3) -0.001(4) C4 0.011(4) 0.016(4) 0.005(4) 0.002(3) -0.001(3) 0.004(4) C5 0.015(4) 0.013(4) 0.006(4) -0.004(3) -0.004(3) -0.003(4) C6 0.027(5) 0.018(5) 0.021(5) -0.004(4) 0.009(4) 0.002(4) C7 0.011(4) 0.022(5) 0.009(4) 0.003(3) 0.007(3) -0.004(4) C8 0.019(5) 0.013(4) 0.017(4) -0.004(4) 0.005(4) -0.008(4) O1W 0.020(3) 0.013(3) 0.010(3) 0.003(2) -0.001(3) 0.000(3) O2W 0.010(3) 0.016(3) 0.017(3) -0.003(2) -0.001(2) 0.000(3) O3W 0.029(4) 0.046(5) 0.029(4) -0.003(3) -0.003(3) 0.021(4) O4W 0.025(4) 0.018(3) 0.017(3) 0.005(3) 0.013(3) 0.007(3) O5W 0.027(4) 0.025(4) 0.034(4) -0.012(3) 0.013(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 Ni1 O1 2.022(4) . ? Ni1 O5 2.027(5) 3_464 ? Ni1 O2 2.058(5) 4_565 ? Ni1 O1W 2.078(5) . ? Ni1 O2W 2.103(5) . ? Ni1 N1 2.136(6) . ? N1 C3 1.480(8) . ? N1 C2 1.498(8) . ? N1 C5 1.499(8) . ? N2 C4 1.328(9) . ? N2 C7 1.443(9) . ? N2 C6 1.459(9) . ? O1 C1 1.284(9) . ? O2 C1 1.228(8) . ? O2 Ni1 2.058(5) 4_566 ? O3 C4 1.242(8) . ? O4 C8 1.267(9) . ? O5 C8 1.249(8) . ? O5 Ni1 2.027(5) 3_464 ? C1 C2 1.516(10) . ? C3 C4 1.504(10) . ? C5 C6 1.483(10) . ? C7 C8 1.528(10) . ? 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 Ni1 O5 167.0(2) . 3_464 ? O1 Ni1 O2 91.6(2) . 4_565 ? O5 Ni1 O2 96.72(19) 3_464 4_565 ? O1 Ni1 O1W 83.9(2) . . ? O5 Ni1 O1W 88.4(2) 3_464 . ? O2 Ni1 O1W 174.0(2) 4_565 . ? O1 Ni1 O2W 96.7(2) . . ? O5 Ni1 O2W 93.41(19) 3_464 . ? O2 Ni1 O2W 89.5(2) 4_565 . ? O1W Ni1 O2W 87.1(2) . . ? O1 Ni1 N1 82.4(2) . . ? O5 Ni1 N1 88.4(2) 3_464 . ? O2 Ni1 N1 84.6(2) 4_565 . ? O1W Ni1 N1 98.7(2) . . ? O2W Ni1 N1 174.0(2) . . ? C3 N1 C2 112.4(5) . . ? C3 N1 C5 106.1(5) . . ? C2 N1 C5 110.0(6) . . ? C3 N1 Ni1 110.2(4) . . ? C2 N1 Ni1 104.7(4) . . ? C5 N1 Ni1 113.5(4) . . ? C4 N2 C7 118.6(6) . . ? C4 N2 C6 123.6(7) . . ? C7 N2 C6 117.4(6) . . ? C1 O1 Ni1 116.0(5) . . ? C1 O2 Ni1 131.0(5) . 4_566 ? C8 O5 Ni1 128.6(5) . 3_464 ? O2 C1 O1 126.3(7) . . ? O2 C1 C2 116.4(7) . . ? O1 C1 C2 117.2(6) . . ? N1 C2 C1 113.9(6) . . ? N1 C3 C4 116.9(6) . . ? O3 C4 N2 123.6(7) . . ? O3 C4 C3 117.3(7) . . ? N2 C4 C3 119.1(6) . . ? C6 C5 N1 112.9(6) . . ? N2 C6 C5 112.2(7) . . ? N2 C7 C8 114.5(6) . . ? O5 C8 O4 127.6(7) . . ? O5 C8 C7 117.2(7) . . ? O4 C8 C7 115.2(7) . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.682 _refine_diff_density_min -0.628 _refine_diff_density_rms 0.153 _database_code_depnum_ccdc_archive 'CCDC 881475' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p2 #TrackingRef '16001_web_deposit_cif_file_2_Zhao-HuiZhou_1355023086.3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Tetrahydrated diketopiperazinediacetato dizinc hexahydrates' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H40 N4 O20 Zn2' _chemical_formula_weight 739.26 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' 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/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 9.7930(7) _cell_length_b 17.4391(11) _cell_length_c 8.6138(6) _cell_angle_alpha 90.00 _cell_angle_beta 105.169(7) _cell_angle_gamma 90.00 _cell_volume 1419.82(17) _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 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.729 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 1.783 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7169 _exptl_absorpt_correction_T_max 0.8418 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Diffractometer' _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 8169 _diffrn_reflns_av_R_equivalents 0.0781 _diffrn_reflns_av_sigmaI/netI 0.1219 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 28.49 _reflns_number_total 3583 _reflns_number_gt 2388 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0745P)^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 3583 _refine_ls_number_parameters 222 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0961 _refine_ls_R_factor_gt 0.0557 _refine_ls_wR_factor_ref 0.1539 _refine_ls_wR_factor_gt 0.1196 _refine_ls_goodness_of_fit_ref 0.885 _refine_ls_restrained_S_all 0.883 _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 0.20851(5) 0.15660(3) 0.30543(6) 0.01326(17) Uani 1 1 d . . . N1 N 0.4151(4) 0.1205(2) 0.2715(4) 0.0123(7) Uani 1 1 d . . . N2 N 0.6580(4) 0.0302(2) 0.2877(4) 0.0143(7) Uani 1 1 d . . . O1 O 0.1966(3) 0.20636(17) 0.0861(4) 0.0169(7) Uani 1 1 d . . . O2 O 0.3293(3) 0.25152(17) -0.0675(4) 0.0190(7) Uani 1 1 d . . . O3 O 0.5252(4) -0.06458(18) 0.1417(4) 0.0229(8) Uani 1 1 d . . . O5 O 0.7627(3) -0.07775(18) 0.5130(4) 0.0182(7) Uani 1 1 d . . . O4 O 0.9576(3) -0.09656(18) 0.4287(4) 0.0217(7) Uani 1 1 d . . . C1 C 0.3121(5) 0.2135(2) 0.0494(5) 0.0146(9) Uani 1 1 d . . . C2 C 0.4439(4) 0.1767(2) 0.1559(5) 0.0141(9) Uani 1 1 d . . . H2A H 0.4951 0.1513 0.0882 0.017 Uiso 1 1 calc R . . H2B H 0.5046 0.2167 0.2152 0.017 Uiso 1 1 calc R . . C3 C 0.3987(5) 0.0417(2) 0.2070(5) 0.0137(9) Uani 1 1 d . . . H3A H 0.3418 0.0438 0.0965 0.016 Uiso 1 1 calc R . . H3B H 0.3461 0.0123 0.2675 0.016 Uiso 1 1 calc R . . C4 C 0.5331(5) -0.0013(2) 0.2102(5) 0.0157(9) Uani 1 1 d . . . C5 C 0.5300(5) 0.1194(3) 0.4210(5) 0.0148(9) Uani 1 1 d . . . H5A H 0.5068 0.0829 0.4952 0.018 Uiso 1 1 calc R . . H5B H 0.5378 0.1696 0.4708 0.018 Uiso 1 1 calc R . . C6 C 0.6708(5) 0.0979(2) 0.3917(6) 0.0190(10) Uani 1 1 d . . . H6A H 0.7063 0.1407 0.3418 0.023 Uiso 1 1 calc R . . H6B H 0.7384 0.0873 0.4939 0.023 Uiso 1 1 calc R . . C7 C 0.7883(5) -0.0085(3) 0.2851(5) 0.0168(9) Uani 1 1 d . . . H7A H 0.8614 0.0297 0.2911 0.020 Uiso 1 1 calc R . . H7B H 0.7743 -0.0350 0.1831 0.020 Uiso 1 1 calc R . . C8 C 0.8397(5) -0.0657(2) 0.4195(5) 0.0158(9) Uani 1 1 d . . . O2W O 0.0270(3) 0.20591(18) 0.3558(4) 0.0168(7) Uani 1 1 d D . . O1W O 0.0691(4) 0.07479(18) 0.1594(4) 0.0203(7) Uani 1 1 d D . . H2W2 H -0.006(5) 0.1706(18) 0.403(4) 0.024 Uiso 1 1 d D . . H2W1 H 0.070(5) 0.239(2) 0.424(4) 0.024 Uiso 1 1 d D . . H1W2 H 0.049(5) 0.087(2) 0.0603(19) 0.024 Uiso 1 1 d D . . H1W1 H 0.079(5) 0.0266(7) 0.169(5) 0.024 Uiso 1 1 d D . . O3W O -0.2146(4) 0.2452(2) 0.1148(5) 0.0360(9) Uani 1 1 d D . . H3W1 H -0.135(3) 0.230(3) 0.168(5) 0.05(2) Uiso 1 1 d D . . H3W2 H -0.261(4) 0.264(3) 0.176(5) 0.033(17) Uiso 1 1 d D . . O4W O -0.0683(4) 0.08222(19) -0.1689(4) 0.0226(7) Uani 1 1 d D . . H4W1 H -0.035(4) 0.092(3) -0.248(4) 0.027 Uiso 1 1 d D . . H4W2 H -0.143(3) 0.108(2) -0.175(5) 0.027 Uiso 1 1 d D . . O5W O -0.3109(4) 0.16484(19) -0.1625(4) 0.0265(8) Uani 1 1 d D . . H5W1 H -0.282(5) 0.188(2) -0.073(3) 0.032 Uiso 1 1 d D . . H5W2 H -0.361(5) 0.1263(19) -0.152(5) 0.032 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0134(3) 0.0142(3) 0.0126(3) 0.0012(2) 0.0041(2) 0.0009(2) N1 0.0140(19) 0.0143(18) 0.0078(16) 0.0030(14) 0.0015(14) -0.0009(14) N2 0.0108(18) 0.0141(18) 0.0172(18) 0.0016(15) 0.0022(14) 0.0030(15) O1 0.0141(16) 0.0216(16) 0.0148(15) 0.0068(13) 0.0034(13) 0.0022(13) O2 0.0202(17) 0.0185(16) 0.0193(17) 0.0093(13) 0.0067(14) 0.0038(14) O3 0.028(2) 0.0164(16) 0.0260(18) -0.0033(14) 0.0092(15) 0.0006(14) O5 0.0198(17) 0.0227(16) 0.0153(16) 0.0095(13) 0.0105(13) 0.0042(14) O4 0.0180(17) 0.0250(17) 0.0253(18) 0.0086(14) 0.0110(14) 0.0090(14) C1 0.020(2) 0.0092(19) 0.015(2) -0.0032(16) 0.0049(18) -0.0010(17) C2 0.012(2) 0.013(2) 0.018(2) 0.0046(17) 0.0057(18) 0.0004(17) C3 0.015(2) 0.012(2) 0.014(2) -0.0040(17) 0.0030(17) -0.0029(17) C4 0.020(2) 0.015(2) 0.012(2) -0.0001(17) 0.0038(18) 0.0029(18) C5 0.018(2) 0.017(2) 0.0076(19) -0.0026(17) -0.0012(17) -0.0023(18) C6 0.012(2) 0.016(2) 0.025(2) 0.0005(19) -0.0021(18) 0.0019(18) C7 0.014(2) 0.022(2) 0.017(2) 0.0116(18) 0.0075(18) 0.0067(18) C8 0.015(2) 0.016(2) 0.015(2) 0.0001(17) 0.0015(18) 0.0027(18) O2W 0.0155(17) 0.0155(16) 0.0172(16) 0.0003(13) 0.0004(13) -0.0020(13) O1W 0.028(2) 0.0149(16) 0.0162(16) 0.0003(13) 0.0023(15) -0.0038(14) O3W 0.026(2) 0.045(2) 0.033(2) -0.0038(19) -0.0010(18) 0.012(2) O4W 0.024(2) 0.0218(17) 0.0224(18) 0.0039(14) 0.0064(15) 0.0039(14) O5W 0.029(2) 0.0245(19) 0.0261(19) -0.0047(15) 0.0085(16) -0.0058(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O5 2.046(3) 3_656 ? Zn1 O1 2.054(3) . ? Zn1 O2 2.118(3) 4_566 ? Zn1 O2W 2.119(3) . ? Zn1 O1W 2.141(3) . ? Zn1 N1 2.210(4) . ? N1 C5 1.473(5) . ? N1 C3 1.475(5) . ? N1 C2 1.476(5) . ? N2 C4 1.347(6) . ? N2 C7 1.449(5) . ? N2 C6 1.467(5) . ? O1 C1 1.258(5) . ? O2 C1 1.253(5) . ? O2 Zn1 2.118(3) 4_565 ? O3 C4 1.244(5) . ? O5 C8 1.257(5) . ? O5 Zn1 2.046(3) 3_656 ? O4 C8 1.257(5) . ? C1 C2 1.517(6) . ? C3 C4 1.509(6) . ? C5 C6 1.512(6) . ? C7 C8 1.511(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Zn1 O1 161.84(12) 3_656 . ? O5 Zn1 O2 99.59(13) 3_656 4_566 ? O1 Zn1 O2 92.60(12) . 4_566 ? O5 Zn1 O2W 94.11(12) 3_656 . ? O1 Zn1 O2W 99.67(12) . . ? O2 Zn1 O2W 88.41(12) 4_566 . ? O5 Zn1 O1W 86.59(13) 3_656 . ? O1 Zn1 O1W 82.37(12) . . ? O2 Zn1 O1W 172.65(12) 4_566 . ? O2W Zn1 O1W 87.17(12) . . ? O5 Zn1 N1 87.82(12) 3_656 . ? O1 Zn1 N1 80.33(12) . . ? O2 Zn1 N1 82.93(12) 4_566 . ? O2W Zn1 N1 171.33(12) . . ? O1W Zn1 N1 101.40(13) . . ? C5 N1 C3 107.4(3) . . ? C5 N1 C2 111.2(3) . . ? C3 N1 C2 112.7(3) . . ? C5 N1 Zn1 113.9(3) . . ? C3 N1 Zn1 107.6(3) . . ? C2 N1 Zn1 104.1(2) . . ? C4 N2 C7 119.4(4) . . ? C4 N2 C6 123.5(4) . . ? C7 N2 C6 116.7(4) . . ? C1 O1 Zn1 115.8(3) . . ? C1 O2 Zn1 129.9(3) . 4_565 ? C8 O5 Zn1 128.1(3) . 3_656 ? O2 C1 O1 125.0(4) . . ? O2 C1 C2 116.0(4) . . ? O1 C1 C2 119.0(4) . . ? N1 C2 C1 114.0(3) . . ? N1 C3 C4 116.6(4) . . ? O3 C4 N2 122.2(4) . . ? O3 C4 C3 119.1(4) . . ? N2 C4 C3 118.7(4) . . ? N1 C5 C6 112.3(3) . . ? N2 C6 C5 111.5(4) . . ? N2 C7 C8 114.5(3) . . ? O5 C8 O4 125.7(4) . . ? O5 C8 C7 117.8(4) . . ? O4 C8 C7 116.6(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.49 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.564 _refine_diff_density_min -0.725 _refine_diff_density_rms 0.135 _database_code_depnum_ccdc_archive 'CCDC 881476' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p3 #TrackingRef '16002_web_deposit_cif_file_3_Zhao-HuiZhou_1355023086.4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Hexahydrated diketopiperazinediacetato dicobalt hydrate' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H34 Co2 N4 O17' _chemical_formula_weight 672.33 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/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 20.3827(16) _cell_length_b 6.2408(4) _cell_length_c 20.2968(17) _cell_angle_alpha 90.00 _cell_angle_beta 105.286(8) _cell_angle_gamma 90.00 _cell_volume 2490.5(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 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.793 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 1.422 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7640 _exptl_absorpt_correction_T_max 0.8708 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Gemini Diffractometer' _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 5721 _diffrn_reflns_av_R_equivalents 0.0695 _diffrn_reflns_av_sigmaI/netI 0.1151 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2741 _reflns_number_gt 1946 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0410P)^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 2741 _refine_ls_number_parameters 196 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.1077 _refine_ls_R_factor_gt 0.0673 _refine_ls_wR_factor_ref 0.1299 _refine_ls_wR_factor_gt 0.1142 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.001 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 Co1 Co 0.32186(3) 0.65216(10) 0.87186(3) 0.01162(19) Uani 1 1 d . . . N1 N 0.57128(19) 0.3630(6) 1.13141(19) 0.0101(8) Uani 1 1 d . . . N2 N 0.42692(19) 0.3739(6) 1.0880(2) 0.0121(9) Uani 1 1 d . . . C1 C 0.6321(2) 0.1806(8) 1.2393(3) 0.0158(11) Uani 1 1 d . . . C2 C 0.5728(2) 0.3217(8) 1.2030(2) 0.0171(11) Uani 1 1 d . . . H2A H 0.5306 0.2530 1.2047 0.020 Uiso 1 1 calc R . . H2B H 0.5758 0.4573 1.2270 0.020 Uiso 1 1 calc R . . C3 C 0.5332(2) 0.1951(7) 1.0860(3) 0.0151(11) Uani 1 1 d . . . H3A H 0.5490 0.0571 1.1059 0.018 Uiso 1 1 calc R . . H3B H 0.5449 0.2045 1.0428 0.018 Uiso 1 1 calc R . . C4 C 0.4567(2) 0.1984(7) 1.0712(3) 0.0149(11) Uani 1 1 d . . . C5 C 0.5360(2) 0.5673(7) 1.1076(3) 0.0156(11) Uani 1 1 d . . . H5A H 0.5355 0.5905 1.0602 0.019 Uiso 1 1 calc R . . H5B H 0.5609 0.6844 1.1343 0.019 Uiso 1 1 calc R . . C6 C 0.4633(2) 0.5682(8) 1.1139(3) 0.0190(12) Uani 1 1 d . . . H6A H 0.4640 0.5853 1.1616 0.023 Uiso 1 1 calc R . . H6B H 0.4394 0.6899 1.0890 0.023 Uiso 1 1 calc R . . C7 C 0.3534(2) 0.3828(8) 1.0753(3) 0.0151(11) Uani 1 1 d . . . H7A H 0.3424 0.4674 1.1110 0.018 Uiso 1 1 calc R . . H7B H 0.3365 0.2388 1.0782 0.018 Uiso 1 1 calc R . . C8 C 0.3169(2) 0.4766(7) 1.0071(3) 0.0113(10) Uani 1 1 d . . . O1 O 0.68606(16) 0.1940(5) 1.21923(17) 0.0166(8) Uani 1 1 d . . . O2 O 0.62496(18) 0.0718(6) 1.28751(19) 0.0273(9) Uani 1 1 d . . . O3 O 0.42430(17) 0.0416(5) 1.0409(2) 0.0263(9) Uani 1 1 d . . . O4 O 0.25490(16) 0.5087(5) 0.99677(17) 0.0160(8) Uani 1 1 d . . . O5 O 0.35207(16) 0.5157(5) 0.96549(18) 0.0184(8) Uani 1 1 d . . . O2W O 0.21952(17) 0.6784(5) 0.87014(18) 0.0165(8) Uani 1 1 d D . . O3W O 0.32660(17) 0.9732(6) 0.91929(18) 0.0198(8) Uani 1 1 d D . . O1W O 0.30681(17) 0.3450(5) 0.82317(19) 0.0207(8) Uani 1 1 d D . . H2W1 H 0.224(2) 0.620(7) 0.9088(10) 0.025 Uiso 1 1 d D . . H1W1 H 0.2701(14) 0.335(7) 0.7921(17) 0.025 Uiso 1 1 d D . . H3W1 H 0.3608(13) 0.990(8) 0.9539(14) 0.025 Uiso 1 1 d D . . H2W2 H 0.190(2) 0.610(6) 0.8398(15) 0.025 Uiso 1 1 d D . . H3W2 H 0.2906(12) 0.984(8) 0.933(2) 0.025 Uiso 1 1 d D . . H1W2 H 0.313(2) 0.238(5) 0.8497(19) 0.025 Uiso 1 1 d D . . O4W O 0.0000 0.3428(12) 0.2500 0.0540(18) Uiso 1 2 d SD . . H4W1 H 0.023(2) 0.368(9) 0.222(2) 0.038(17) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0084(3) 0.0143(4) 0.0111(3) 0.0000(3) 0.0008(2) -0.0003(3) N1 0.008(2) 0.0096(19) 0.011(2) 0.0007(17) 0.0002(16) 0.0025(17) N2 0.009(2) 0.010(2) 0.017(2) 0.0014(17) 0.0025(17) 0.0010(16) C1 0.011(3) 0.022(3) 0.013(3) 0.003(2) 0.000(2) -0.001(2) C2 0.014(3) 0.020(3) 0.018(3) 0.007(2) 0.005(2) 0.007(2) C3 0.009(2) 0.016(3) 0.020(3) 0.001(2) 0.004(2) 0.002(2) C4 0.012(3) 0.011(3) 0.021(3) 0.000(2) 0.004(2) 0.000(2) C5 0.016(3) 0.009(2) 0.019(3) 0.002(2) 0.001(2) 0.000(2) C6 0.014(3) 0.018(3) 0.024(3) -0.005(2) 0.001(2) 0.004(2) C7 0.006(2) 0.020(3) 0.021(3) 0.004(2) 0.007(2) 0.002(2) C8 0.012(3) 0.004(2) 0.016(3) -0.0006(19) 0.001(2) 0.0029(19) O1 0.0119(18) 0.0218(19) 0.0164(19) 0.0048(15) 0.0042(15) 0.0037(15) O2 0.020(2) 0.044(2) 0.019(2) 0.0144(18) 0.0062(17) 0.0060(17) O3 0.019(2) 0.021(2) 0.035(3) -0.0088(18) 0.0003(17) -0.0048(16) O4 0.0088(18) 0.0208(18) 0.018(2) 0.0033(15) 0.0032(15) 0.0036(15) O5 0.0102(18) 0.029(2) 0.0157(19) 0.0054(16) 0.0035(14) 0.0026(15) O2W 0.0125(18) 0.0185(19) 0.0168(19) -0.0019(16) 0.0009(15) -0.0017(15) O3W 0.0116(18) 0.026(2) 0.021(2) -0.0094(17) 0.0028(15) -0.0011(17) O1W 0.0126(19) 0.022(2) 0.025(2) -0.0032(18) -0.0010(15) 0.0004(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 Co1 O5 2.025(3) . ? Co1 O1 2.052(3) 5_667 ? Co1 O2W 2.084(3) . ? Co1 O1W 2.141(3) . ? Co1 N1 2.199(4) 5_667 ? Co1 O3W 2.214(3) . ? N1 C2 1.468(6) . ? N1 C3 1.474(6) . ? N1 C5 1.481(6) . ? N1 Co1 2.199(4) 5_667 ? N2 C4 1.339(6) . ? N2 C6 1.447(6) . ? N2 C7 1.454(5) . ? C1 O2 1.232(6) . ? C1 O1 1.271(5) . ? C1 C2 1.519(6) . ? C3 C4 1.508(6) . ? C4 O3 1.248(5) . ? C5 C6 1.520(6) . ? C7 C8 1.506(7) . ? C8 O4 1.242(5) . ? C8 O5 1.267(5) . ? O1 Co1 2.052(3) 5_667 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Co1 O1 167.15(13) . 5_667 ? O5 Co1 O2W 95.99(13) . . ? O1 Co1 O2W 96.17(13) 5_667 . ? O5 Co1 O1W 91.59(14) . . ? O1 Co1 O1W 92.03(14) 5_667 . ? O2W Co1 O1W 92.39(13) . . ? O5 Co1 N1 87.23(13) . 5_667 ? O1 Co1 N1 80.57(13) 5_667 5_667 ? O2W Co1 N1 176.69(14) . 5_667 ? O1W Co1 N1 88.28(13) . 5_667 ? O5 Co1 O3W 90.29(14) . . ? O1 Co1 O3W 87.26(13) 5_667 . ? O2W Co1 O3W 82.23(13) . . ? O1W Co1 O3W 174.46(13) . . ? N1 Co1 O3W 97.01(13) 5_667 . ? C2 N1 C3 111.4(4) . . ? C2 N1 C5 110.9(4) . . ? C3 N1 C5 106.1(4) . . ? C2 N1 Co1 105.0(3) . 5_667 ? C3 N1 Co1 108.3(3) . 5_667 ? C5 N1 Co1 115.3(3) . 5_667 ? C4 N2 C6 123.7(4) . . ? C4 N2 C7 120.1(4) . . ? C6 N2 C7 116.0(4) . . ? O2 C1 O1 125.7(5) . . ? O2 C1 C2 117.3(4) . . ? O1 C1 C2 116.8(4) . . ? N1 C2 C1 112.8(4) . . ? N1 C3 C4 117.5(4) . . ? O3 C4 N2 123.4(4) . . ? O3 C4 C3 118.2(4) . . ? N2 C4 C3 118.3(4) . . ? N1 C5 C6 112.1(4) . . ? N2 C6 C5 112.6(4) . . ? N2 C7 C8 114.4(4) . . ? O4 C8 O5 125.8(4) . . ? O4 C8 C7 116.9(4) . . ? O5 C8 C7 117.3(4) . . ? C1 O1 Co1 116.7(3) . 5_667 ? C8 O5 Co1 128.4(3) . . ? _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.959 _refine_diff_density_max 0.550 _refine_diff_density_min -0.669 _refine_diff_density_rms 0.120 _database_code_depnum_ccdc_archive 'CCDC 881477' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_sad #TrackingRef '16003_web_deposit_cif_file_4_Zhao-HuiZhou_1355023086.5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Hexahydrated diketopiperazinediacetato dinickel hydrate' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H34 N4 Ni2 O17' _chemical_formula_weight 671.89 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/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 20.2101(14) _cell_length_b 6.2209(5) _cell_length_c 20.2424(15) _cell_angle_alpha 90.00 _cell_angle_beta 104.900(8) _cell_angle_gamma 90.00 _cell_volume 2459.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(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 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.815 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 1.623 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6872 _exptl_absorpt_correction_T_max 0.7373 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Oxford Gemini Diffractometer' _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 6434 _diffrn_reflns_av_R_equivalents 0.0748 _diffrn_reflns_av_sigmaI/netI 0.1033 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2726 _reflns_number_gt 1997 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0440P)^2^+2.7171P] 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 2726 _refine_ls_number_parameters 199 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0874 _refine_ls_R_factor_gt 0.0583 _refine_ls_wR_factor_ref 0.1393 _refine_ls_wR_factor_gt 0.1216 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.068 _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 Ni1 Ni -0.17705(3) -0.15380(10) 0.37216(3) 0.01590(19) Uani 1 1 d . . . C1 C -0.1334(2) -0.3216(8) 0.2607(2) 0.0200(10) Uani 1 1 d . . . C2 C -0.0734(2) -0.1817(9) 0.2969(2) 0.0260(12) Uani 1 1 d . . . H2A H -0.0310 -0.2512 0.2947 0.031 Uiso 1 1 calc R . . H2B H -0.0761 -0.0451 0.2732 0.031 Uiso 1 1 calc R . . C3 C -0.0335(2) -0.3090(7) 0.4142(3) 0.0196(10) Uani 1 1 d . . . H3B H -0.0494 -0.4475 0.3943 0.023 Uiso 1 1 calc R . . H3A H -0.0452 -0.3000 0.4577 0.023 Uiso 1 1 calc R . . C4 C 0.0444(2) -0.3050(8) 0.4283(3) 0.0219(11) Uani 1 1 d . . . C5 C -0.0371(2) 0.0665(8) 0.3919(3) 0.0229(11) Uani 1 1 d . . . H5A H -0.0376 0.0936 0.4390 0.027 Uiso 1 1 calc R . . H5B H -0.0622 0.1816 0.3640 0.027 Uiso 1 1 calc R . . C6 C 0.0366(2) 0.0680(8) 0.3865(3) 0.0247(11) Uani 1 1 d . . . H6A H 0.0368 0.0860 0.3389 0.030 Uiso 1 1 calc R . . H6B H 0.0602 0.1901 0.4117 0.030 Uiso 1 1 calc R . . C7 C 0.1477(2) -0.1163(9) 0.4241(3) 0.0245(12) Uani 1 1 d . . . H7A H 0.1585 -0.0289 0.3886 0.029 Uiso 1 1 calc R . . H7B H 0.1650 -0.2600 0.4204 0.029 Uiso 1 1 calc R . . C8 C 0.1841(2) -0.0230(8) 0.4937(2) 0.0182(10) Uani 1 1 d . . . N1 N -0.07200(19) -0.1417(6) 0.36934(18) 0.0155(8) Uani 1 1 d . . . N2 N 0.07345(19) -0.1266(6) 0.4125(2) 0.0196(9) Uani 1 1 d . . . O1 O -0.18794(16) -0.3072(5) 0.28085(17) 0.0219(8) Uani 1 1 d . . . O2 O -0.12623(18) -0.4305(7) 0.21273(18) 0.0344(10) Uani 1 1 d . . . O3 O 0.07653(18) -0.4615(6) 0.4582(2) 0.0353(9) Uani 1 1 d . . . O4 O 0.24645(16) 0.0084(6) 0.50387(17) 0.0249(8) Uani 1 1 d . . . O5 O 0.14864(16) 0.0156(6) 0.53505(16) 0.0218(8) Uani 1 1 d . . . O1W O -0.19261(17) 0.1491(5) 0.32410(18) 0.0225(7) Uani 1 1 d D . . O3W O -0.17272(16) -0.4693(6) 0.41786(17) 0.0211(7) Uani 1 1 d D . . O2W O -0.27871(16) -0.1779(5) 0.37058(17) 0.0205(7) Uani 1 1 d D . . O4W O 0.0000 -0.6607(14) 0.2500 0.079(2) Uani 1 2 d SD . . H1W1 H -0.229(2) 0.156(11) 0.292(3) 0.095 Uiso 1 1 d D . . H1W2 H -0.187(3) 0.259(7) 0.349(3) 0.095 Uiso 1 1 d D . . H3W2 H -0.2084(16) -0.442(13) 0.431(2) 0.095 Uiso 1 1 d D . . H2W2 H -0.272(4) -0.116(10) 0.4090(16) 0.095 Uiso 1 1 d D . . H2W1 H -0.302(3) -0.098(9) 0.339(2) 0.095 Uiso 1 1 d D . . H4W1 H 0.0431(11) -0.636(14) 0.258(5) 0.095 Uiso 1 1 d D . . H3W1 H -0.1397(15) -0.497(9) 0.4517(15) 0.032(16) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0125(3) 0.0203(3) 0.0137(3) -0.0005(3) 0.0012(2) -0.0009(2) C1 0.017(2) 0.030(3) 0.012(2) 0.000(2) -0.0002(19) -0.005(2) C2 0.021(3) 0.043(3) 0.014(2) -0.004(2) 0.004(2) -0.008(2) C3 0.016(2) 0.019(3) 0.024(3) 0.002(2) 0.005(2) -0.002(2) C4 0.014(2) 0.022(3) 0.027(3) -0.002(2) 0.000(2) 0.001(2) C5 0.021(3) 0.019(3) 0.027(3) -0.005(2) 0.004(2) -0.004(2) C6 0.020(3) 0.021(3) 0.033(3) 0.000(2) 0.007(2) -0.005(2) C7 0.017(2) 0.034(3) 0.025(3) -0.008(2) 0.009(2) -0.004(2) C8 0.015(2) 0.020(3) 0.020(2) 0.003(2) 0.006(2) 0.001(2) N1 0.0158(19) 0.019(2) 0.0124(19) -0.0034(16) 0.0048(16) -0.0033(16) N2 0.0146(19) 0.027(2) 0.017(2) -0.0065(18) 0.0032(17) -0.0025(17) O1 0.0161(16) 0.029(2) 0.0191(17) -0.0054(15) 0.0011(14) -0.0041(15) O2 0.026(2) 0.055(3) 0.024(2) -0.0224(19) 0.0085(17) -0.0132(18) O3 0.031(2) 0.031(2) 0.041(2) 0.0025(19) 0.0041(19) -0.0007(18) O4 0.0167(17) 0.038(2) 0.0202(17) -0.0078(16) 0.0052(14) -0.0059(16) O5 0.0170(16) 0.032(2) 0.0162(17) -0.0051(15) 0.0046(14) -0.0049(15) O1W 0.0193(17) 0.0206(18) 0.0242(19) 0.0028(16) -0.0010(15) 0.0009(15) O3W 0.0147(17) 0.0222(19) 0.0264(19) 0.0070(16) 0.0054(15) 0.0054(16) O2W 0.0106(16) 0.0277(19) 0.0212(18) -0.0013(16) 0.0001(14) 0.0001(14) O4W 0.056(5) 0.062(5) 0.105(7) 0.000 -0.004(6) 0.000 _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 Ni1 O5 2.011(3) 5_556 ? Ni1 O1 2.041(3) . ? Ni1 O2W 2.052(3) . ? Ni1 O1W 2.107(3) . ? Ni1 N1 2.140(4) . ? Ni1 O3W 2.162(3) . ? C1 O2 1.222(6) . ? C1 O1 1.273(5) . ? C1 C2 1.519(7) . ? C2 N1 1.481(6) . ? C3 N1 1.465(6) . ? C3 C4 1.528(6) . ? C4 O3 1.238(6) . ? C4 N2 1.332(6) . ? C5 N1 1.490(6) . ? C5 C6 1.521(6) . ? C6 N2 1.447(6) . ? C7 N2 1.459(6) . ? C7 C8 1.528(7) . ? C8 O4 1.239(5) . ? C8 O5 1.256(5) . ? O5 Ni1 2.011(3) 5_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Ni1 O1 169.84(13) 5_556 . ? O5 Ni1 O2W 95.16(13) 5_556 . ? O1 Ni1 O2W 94.44(13) . . ? O5 Ni1 O1W 91.24(14) 5_556 . ? O1 Ni1 O1W 91.80(14) . . ? O2W Ni1 O1W 91.61(13) . . ? O5 Ni1 N1 87.88(13) 5_556 . ? O1 Ni1 N1 82.47(13) . . ? O2W Ni1 N1 176.81(14) . . ? O1W Ni1 N1 89.29(14) . . ? O5 Ni1 O3W 91.04(14) 5_556 . ? O1 Ni1 O3W 86.91(13) . . ? O2W Ni1 O3W 82.56(13) . . ? O1W Ni1 O3W 173.91(13) . . ? N1 Ni1 O3W 96.44(13) . . ? O2 C1 O1 125.6(4) . . ? O2 C1 C2 117.2(4) . . ? O1 C1 C2 117.0(4) . . ? N1 C2 C1 112.5(4) . . ? N1 C3 C4 117.5(4) . . ? O3 C4 N2 124.4(4) . . ? O3 C4 C3 117.7(4) . . ? N2 C4 C3 117.7(4) . . ? N1 C5 C6 112.2(4) . . ? N2 C6 C5 113.0(4) . . ? N2 C7 C8 113.4(4) . . ? O4 C8 O5 126.1(5) . . ? O4 C8 C7 116.1(4) . . ? O5 C8 C7 117.7(4) . . ? C3 N1 C2 111.5(4) . . ? C3 N1 C5 107.1(4) . . ? C2 N1 C5 109.7(4) . . ? C3 N1 Ni1 109.3(3) . . ? C2 N1 Ni1 104.7(3) . . ? C5 N1 Ni1 114.7(3) . . ? C4 N2 C6 124.5(4) . . ? C4 N2 C7 119.7(4) . . ? C6 N2 C7 115.7(4) . . ? C1 O1 Ni1 115.0(3) . . ? C8 O5 Ni1 129.0(3) . 5_556 ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.809 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.138 _database_code_depnum_ccdc_archive 'CCDC 881478' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p4 #TrackingRef '16004_web_deposit_cif_file_5_Zhao-HuiZhou_1355023086.6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Hexahydrated diketopiperazinediacetato dinickel hydrate' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H34 N4 O17 Zn2' _chemical_formula_weight 685.21 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' 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 20.3516(13) _cell_length_b 6.2589(4) _cell_length_c 20.3214(13) _cell_angle_alpha 90.00 _cell_angle_beta 105.162(7) _cell_angle_gamma 90.00 _cell_volume 2498.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 446(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.822 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1416 _exptl_absorpt_coefficient_mu 2.010 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8557 _exptl_absorpt_correction_T_max 0.9609 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 446(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 5879 _diffrn_reflns_av_R_equivalents 0.0788 _diffrn_reflns_av_sigmaI/netI 0.1248 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 27.98 _reflns_number_total 2834 _reflns_number_gt 1997 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0190P)^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 2834 _refine_ls_number_parameters 199 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1115 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.1092 _refine_ls_wR_factor_gt 0.0968 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.063 _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 0.67878(3) 0.14644(10) 0.62865(3) 0.01111(17) Uani 1 1 d . . . C1 C 0.6326(3) 0.3178(8) 0.7392(3) 0.0132(12) Uani 1 1 d . . . C2 C 0.5732(3) 0.1782(8) 0.7032(3) 0.0139(12) Uani 1 1 d . . . H2A H 0.5760 0.0434 0.7273 0.017 Uiso 1 1 calc R . . H2B H 0.5311 0.2476 0.7052 0.017 Uiso 1 1 calc R . . C3 C 0.5341(3) 0.3037(7) 0.5863(3) 0.0126(12) Uani 1 1 d . . . H3A H 0.5464 0.2950 0.5434 0.015 Uiso 1 1 calc R . . H3B H 0.5499 0.4408 0.6067 0.015 Uiso 1 1 calc R . . C4 C 0.4571(3) 0.2990(8) 0.5712(3) 0.0139(12) Uani 1 1 d . . . C5 C 0.5359(3) -0.0702(7) 0.6083(3) 0.0130(12) Uani 1 1 d . . . H5A H 0.5609 -0.1859 0.6355 0.016 Uiso 1 1 calc R . . H5B H 0.5358 -0.0952 0.5612 0.016 Uiso 1 1 calc R . . C6 C 0.4636(3) -0.0700(8) 0.6144(3) 0.0154(12) Uani 1 1 d . . . H6A H 0.4396 -0.1912 0.5895 0.018 Uiso 1 1 calc R . . H6B H 0.4641 -0.0873 0.6620 0.018 Uiso 1 1 calc R . . C7 C 0.3534(2) 0.1194(8) 0.5751(3) 0.0134(12) Uani 1 1 d . . . H7A H 0.3369 0.2641 0.5769 0.016 Uiso 1 1 calc R . . H7B H 0.3413 0.0381 0.6109 0.016 Uiso 1 1 calc R . . C8 C 0.3181(3) 0.0225(7) 0.5071(3) 0.0108(12) Uani 1 1 d . . . N1 N 0.5708(2) 0.1350(6) 0.6314(2) 0.0089(9) Uani 1 1 d . . . N2 N 0.4270(2) 0.1244(6) 0.5885(2) 0.0109(9) Uani 1 1 d . . . O1 O 0.68692(17) 0.3016(5) 0.71946(17) 0.0125(8) Uani 1 1 d . . . O2 O 0.62551(19) 0.4263(6) 0.78756(19) 0.0220(9) Uani 1 1 d . . . O3 O 0.42512(19) 0.4566(6) 0.5407(2) 0.0238(10) Uani 1 1 d . . . O4 O 0.25519(18) -0.0082(5) 0.49575(18) 0.0133(8) Uani 1 1 d . . . O5 O 0.35311(18) -0.0164(5) 0.46549(18) 0.0140(8) Uani 1 1 d . . . O1W O 0.69393(19) -0.1617(6) 0.67611(19) 0.0161(8) Uani 1 1 d D . . H1W1 H 0.691(3) -0.259(6) 0.646(2) 0.019 Uiso 1 1 d D . . H1W2 H 0.731(3) -0.177(8) 0.711(3) 0.019 Uiso 1 1 d . . . O2W O 0.77988(18) 0.1773(5) 0.63028(19) 0.0137(8) Uani 1 1 d D . . H2W1 H 0.805(2) 0.089(6) 0.6579(16) 0.016 Uiso 1 1 d D . . H2W2 H 0.769(2) 0.123(6) 0.5905(9) 0.024(17) Uiso 1 1 d D . . O3W O 0.6738(2) 0.4765(6) 0.58096(18) 0.0172(9) Uani 1 1 d D . . H3W1 H 0.6378(12) 0.476(8) 0.5482(15) 0.021 Uiso 1 1 d D . . H3W2 H 0.7083(13) 0.483(8) 0.565(2) 0.021 Uiso 1 1 d D . . O4W O 0.5000 0.6570(10) 0.7500 0.048(2) Uani 1 2 d S . . H4W H 0.537(3) 0.551(9) 0.770(4) 0.058 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0073(3) 0.0153(3) 0.0101(3) -0.0016(3) 0.0011(2) 0.0006(3) C1 0.015(3) 0.015(3) 0.008(3) -0.002(2) 0.001(2) -0.004(2) C2 0.014(3) 0.015(3) 0.013(3) -0.001(2) 0.005(2) -0.003(2) C3 0.012(3) 0.010(3) 0.015(3) -0.002(2) 0.001(2) -0.001(2) C4 0.013(3) 0.012(3) 0.017(3) -0.003(2) 0.004(2) 0.002(2) C5 0.013(3) 0.008(3) 0.014(3) 0.001(2) -0.003(2) -0.001(2) C6 0.008(3) 0.018(3) 0.020(3) 0.001(2) 0.003(2) -0.004(2) C7 0.005(3) 0.022(3) 0.013(3) -0.004(2) 0.003(2) -0.003(2) C8 0.017(3) 0.002(3) 0.014(3) 0.002(2) 0.004(2) -0.001(2) N1 0.007(2) 0.013(2) 0.005(2) 0.0013(19) -0.0020(17) -0.0005(19) N2 0.011(2) 0.013(2) 0.009(2) -0.004(2) 0.0036(18) -0.002(2) O1 0.0063(19) 0.017(2) 0.013(2) -0.0026(16) 0.0007(16) -0.0028(15) O2 0.015(2) 0.035(2) 0.017(2) -0.0115(18) 0.0054(18) -0.0049(18) O3 0.014(2) 0.022(2) 0.032(3) 0.0033(19) -0.0006(19) 0.0015(18) O4 0.007(2) 0.021(2) 0.012(2) -0.0025(16) 0.0033(16) -0.0037(16) O5 0.0054(19) 0.026(2) 0.012(2) -0.0057(17) 0.0042(16) -0.0006(16) O1W 0.012(2) 0.017(2) 0.017(2) 0.0015(18) -0.0002(16) 0.0014(19) O2W 0.011(2) 0.014(2) 0.013(2) 0.0008(17) -0.0030(16) -0.0003(16) O3W 0.010(2) 0.026(2) 0.015(2) 0.0046(18) 0.0033(17) 0.001(2) O4W 0.039(5) 0.026(4) 0.063(5) 0.000 -0.015(4) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O5 2.023(4) 5_656 ? Zn1 O1 2.053(3) . ? Zn1 O2W 2.058(4) . ? Zn1 O1W 2.142(4) . ? Zn1 N1 2.215(4) . ? Zn1 O3W 2.273(4) . ? C1 O2 1.233(6) . ? C1 O1 1.275(6) . ? C1 C2 1.516(7) . ? C2 N1 1.471(6) . ? C3 N1 1.468(6) . ? C3 C4 1.516(7) . ? C4 O3 1.253(6) . ? C4 N2 1.344(6) . ? C5 N1 1.483(6) . ? C5 C6 1.508(7) . ? C6 N2 1.452(6) . ? C7 N2 1.452(6) . ? C7 C8 1.508(7) . ? C8 O4 1.255(6) . ? C8 O5 1.264(6) . ? O5 Zn1 2.023(4) 5_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Zn1 O1 166.06(14) 5_656 . ? O5 Zn1 O2W 97.18(14) 5_656 . ? O1 Zn1 O2W 95.50(14) . . ? O5 Zn1 O1W 92.09(14) 5_656 . ? O1 Zn1 O1W 93.03(14) . . ? O2W Zn1 O1W 92.96(14) . . ? O5 Zn1 N1 86.35(14) 5_656 . ? O1 Zn1 N1 80.77(14) . . ? O2W Zn1 N1 175.77(15) . . ? O1W Zn1 N1 89.22(15) . . ? O5 Zn1 O3W 89.71(14) 5_656 . ? O1 Zn1 O3W 86.41(13) . . ? O2W Zn1 O3W 81.63(14) . . ? O1W Zn1 O3W 174.48(14) . . ? N1 Zn1 O3W 96.10(14) . . ? O2 C1 O1 126.0(5) . . ? O2 C1 C2 117.2(5) . . ? O1 C1 C2 116.7(4) . . ? N1 C2 C1 113.6(4) . . ? N1 C3 C4 116.3(4) . . ? O3 C4 N2 123.8(5) . . ? O3 C4 C3 117.4(4) . . ? N2 C4 C3 118.7(5) . . ? N1 C5 C6 111.6(4) . . ? N2 C6 C5 113.0(4) . . ? N2 C7 C8 113.6(4) . . ? O4 C8 O5 125.0(5) . . ? O4 C8 C7 116.6(4) . . ? O5 C8 C7 118.3(5) . . ? C3 N1 C2 111.5(4) . . ? C3 N1 C5 107.6(4) . . ? C2 N1 C5 111.3(4) . . ? C3 N1 Zn1 107.9(3) . . ? C2 N1 Zn1 104.1(3) . . ? C5 N1 Zn1 114.5(3) . . ? C4 N2 C6 123.4(4) . . ? C4 N2 C7 119.2(4) . . ? C6 N2 C7 117.2(4) . . ? C1 O1 Zn1 116.6(3) . . ? C8 O5 Zn1 127.8(4) . 5_656 ? _diffrn_measured_fraction_theta_max 0.940 _diffrn_reflns_theta_full 27.98 _diffrn_measured_fraction_theta_full 0.940 _refine_diff_density_max 0.870 _refine_diff_density_min -0.871 _refine_diff_density_rms 0.137 _database_code_depnum_ccdc_archive 'CCDC 881479'