# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email dkcao@nju.edu.cn _publ_contact_author_name 'Deng-Ke Cao' _publ_author_name 'Deng-Ke Cao' data_sad _database_code_depnum_ccdc_archive 'CCDC 831320' #TrackingRef 'Co.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H30 Co3 N2 O20 P2' _chemical_formula_weight 737.09 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' 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 'C2/m ' _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.840(4) _cell_length_b 11.467(2) _cell_length_c 6.3458(13) _cell_angle_alpha 90.00 _cell_angle_beta 101.743(3) _cell_angle_gamma 90.00 _cell_volume 1270.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2089 _cell_measurement_theta_min 3.279 _cell_measurement_theta_max 28.196 _exptl_crystal_description block _exptl_crystal_colour wine-red _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.926 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 750 _exptl_absorpt_coefficient_mu 2.152 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.773 _exptl_absorpt_correction_T_max 0.824 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3226 _diffrn_reflns_av_R_equivalents 0.0201 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1189 _reflns_number_gt 1062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0768P)^2^+11.3284P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1189 _refine_ls_number_parameters 102 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.1437 _refine_ls_wR_factor_gt 0.1404 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.233 _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 Co1 Co 0.42311(5) 0.0000 0.80593(15) 0.0187(4) Uani 1 2 d S . . Co2 Co 0.0000 0.0000 0.0000 0.0501(6) Uani 1 4 d SU . . P1 P 0.39446(16) 0.0366(3) 1.2624(5) 0.0285(8) Uani 0.50 1 d P . . H1C H 0.3958 0.1203 1.2671 0.034 Uiso 0.50 1 d PR . . O4 O 0.3053(3) 0.3086(4) 0.7552(8) 0.0446(12) Uani 1 1 d . . . O4W O 0.5000 0.284(2) 0.5000 0.32(2) Uani 1 2 d S . . H4WD H 0.5419 0.2749 0.4581 0.383 Uiso 0.50 1 d PR . . H4WA H 0.4909 0.3563 0.5091 0.383 Uiso 0.50 1 d PR . . O3 O 0.3998(2) 0.1774(4) 0.7999(8) 0.0368(11) Uani 1 1 d . . . O2 O 0.3970(4) 0.0000 1.4756(10) 0.055(2) Uani 1 2 d S . . O1 O 0.4588(3) 0.0000 1.1506(9) 0.0306(13) Uani 1 2 d S . . O2W O 0.1022(4) 0.0000 0.2327(14) 0.0584(18) Uani 1 2 d SU . . H2WB H 0.1016 -0.0581 0.3105 0.070 Uiso 0.50 1 d PR . . H2WA H 0.1443 -0.0144 0.1947 0.070 Uiso 0.50 1 d PR . . O1W O -0.0625(6) 0.0000 0.2466(19) 0.094(2) Uani 1 2 d SU . . H1WA H -0.0832 -0.0631 0.2764 0.113 Uiso 0.50 1 d PR . . H1WB H -0.0832 0.0631 0.2764 0.113 Uiso 0.50 1 d PR . . O3W O 0.0000 0.1743(8) 0.0000 0.085(2) Uani 1 2 d SU . . H3WC H -0.0026 0.1993 -0.1273 0.102 Uiso 0.50 1 d PR . . H3WA H 0.0393 0.1981 0.0785 0.102 Uiso 0.50 1 d PR . . N1 N 0.3062(3) 0.0000 0.8538(10) 0.0205(13) Uani 1 2 d S . . C2 C 0.2706(3) 0.1070(5) 0.7514(10) 0.0292(13) Uani 1 1 d . . . H2B H 0.2280 0.1289 0.8167 0.035 Uiso 1 1 calc R . . H2C H 0.2508 0.0926 0.5996 0.035 Uiso 1 1 calc R . . C1 C 0.3086(5) 0.0000 1.0882(13) 0.034(2) Uani 1 2 d S . . H1B H 0.2876 -0.0708 1.1329 0.040 Uiso 0.50 1 d PR . . H1A H 0.2821 0.0648 1.1209 0.040 Uiso 0.50 1 d PR . . C3 C 0.3293(3) 0.2079(5) 0.7770(10) 0.0306(13) 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 Co1 0.0161(6) 0.0220(6) 0.0174(6) 0.000 0.0018(4) 0.000 Co2 0.0323(10) 0.0240(9) 0.0819(15) 0.000 -0.0168(9) 0.000 P1 0.0262(14) 0.037(2) 0.0224(14) -0.0023(10) 0.0048(11) -0.0034(10) O4 0.042(3) 0.024(2) 0.065(3) 0.002(2) 0.004(2) 0.0052(19) O4W 0.70(6) 0.147(17) 0.19(2) 0.000 0.28(3) 0.000 O3 0.027(2) 0.023(2) 0.059(3) 0.0036(19) 0.0038(19) -0.0019(17) O2 0.038(4) 0.103(6) 0.021(3) 0.000 -0.001(3) 0.000 O1 0.019(3) 0.051(4) 0.021(3) 0.000 0.001(2) 0.000 O2W 0.043(3) 0.043(3) 0.081(4) 0.000 -0.007(3) 0.000 O1W 0.074(4) 0.099(4) 0.102(4) 0.000 0.001(4) 0.000 O3W 0.071(4) 0.057(4) 0.106(4) 0.000 -0.029(3) 0.000 N1 0.017(3) 0.022(3) 0.021(3) 0.000 0.001(2) 0.000 C2 0.021(3) 0.024(3) 0.040(3) 0.003(2) 0.000(2) 0.004(2) C1 0.025(4) 0.055(6) 0.023(4) 0.000 0.011(3) 0.000 C3 0.026(3) 0.017(3) 0.048(4) 0.008(3) 0.006(3) 0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2 2.052(6) 1_554 ? Co1 O1 2.067(5) 5_657 ? Co1 O3 2.076(4) 6 ? Co1 O3 2.076(4) . ? Co1 O1 2.150(5) . ? Co1 N1 2.167(6) . ? Co2 O3W 1.998(9) 5 ? Co2 O3W 1.998(9) . ? Co2 O1W 2.098(12) 5 ? Co2 O1W 2.098(12) . ? Co2 O2W 2.100(7) . ? Co2 O2W 2.100(7) 5 ? P1 P1 0.839(6) 6 ? P1 O2 1.409(7) . ? P1 O1 1.527(6) . ? P1 C1 1.748(9) . ? P1 H1C 0.9600 . ? O4 C3 1.230(7) . ? O4W H4WD 0.8500 . ? O4W H4WA 0.8499 . ? O3 C3 1.285(7) . ? O2 P1 1.409(7) 6 ? O2 Co1 2.052(6) 1_556 ? O1 P1 1.527(6) 6 ? O1 Co1 2.067(5) 5_657 ? O2W H2WB 0.8309 . ? O2W H2WA 0.8499 . ? O1W H1WA 0.8501 . ? O1W H1WB 0.8501 . ? O3W H3WC 0.8500 . ? O3W H3WA 0.8199 . ? N1 C2 1.471(6) 6 ? N1 C2 1.471(6) . ? N1 C1 1.479(10) . ? C2 C3 1.547(8) . ? C2 H2B 0.9700 . ? C2 H2C 0.9700 . ? C1 P1 1.748(9) 6 ? C1 H1B 0.9600 . ? C1 H1A 0.9270 . ? 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 Co1 O1 98.6(2) 1_554 5_657 ? O2 Co1 O3 88.74(14) 1_554 6 ? O1 Co1 O3 101.39(11) 5_657 6 ? O2 Co1 O3 88.74(14) 1_554 . ? O1 Co1 O3 101.39(12) 5_657 . ? O3 Co1 O3 157.2(2) 6 . ? O2 Co1 O1 176.0(2) 1_554 . ? O1 Co1 O1 77.4(2) 5_657 . ? O3 Co1 O1 92.05(14) 6 . ? O3 Co1 O1 92.05(14) . . ? O2 Co1 N1 96.8(3) 1_554 . ? O1 Co1 N1 164.6(2) 5_657 . ? O3 Co1 N1 78.91(12) 6 . ? O3 Co1 N1 78.91(12) . . ? O1 Co1 N1 87.2(2) . . ? O3W Co2 O3W 180.0 5 . ? O3W Co2 O1W 90.0 5 5 ? O3W Co2 O1W 90.0 . 5 ? O3W Co2 O1W 90.0 5 . ? O3W Co2 O1W 90.0 . . ? O1W Co2 O1W 180.0(4) 5 . ? O3W Co2 O2W 90.0 5 . ? O3W Co2 O2W 90.0 . . ? O1W Co2 O2W 90.4(4) 5 . ? O1W Co2 O2W 89.6(4) . . ? O3W Co2 O2W 90.0 5 5 ? O3W Co2 O2W 90.0 . 5 ? O1W Co2 O2W 89.6(4) 5 5 ? O1W Co2 O2W 90.4(4) . 5 ? O2W Co2 O2W 180.0(5) . 5 ? P1 P1 O2 72.66(14) 6 . ? P1 P1 O1 74.04(12) 6 . ? O2 P1 O1 119.0(4) . . ? P1 P1 C1 76.11(12) 6 . ? O2 P1 C1 112.9(4) . . ? O1 P1 C1 106.6(3) . . ? P1 P1 H1C 178.0 6 . ? O2 P1 H1C 105.8 . . ? O1 P1 H1C 105.8 . . ? C1 P1 H1C 105.8 . . ? H4WD O4W H4WA 109.5 . . ? C3 O3 Co1 117.2(4) . . ? P1 O2 P1 34.7(3) 6 . ? P1 O2 Co1 159.6(3) 6 1_556 ? P1 O2 Co1 159.6(3) . 1_556 ? P1 O1 P1 31.9(2) . 6 ? P1 O1 Co1 141.3(3) . 5_657 ? P1 O1 Co1 141.3(3) 6 5_657 ? P1 O1 Co1 112.2(3) . . ? P1 O1 Co1 112.2(3) 6 . ? Co1 O1 Co1 102.6(2) 5_657 . ? Co2 O2W H2WB 107.7 . . ? Co2 O2W H2WA 119.4 . . ? H2WB O2W H2WA 97.5 . . ? Co2 O1W H1WA 119.1 . . ? Co2 O1W H1WB 119.1 . . ? H1WA O1W H1WB 116.5 . . ? Co2 O3W H3WC 109.8 . . ? Co2 O3W H3WA 109.5 . . ? H3WC O3W H3WA 109.8 . . ? C2 N1 C2 113.0(6) 6 . ? C2 N1 C1 111.4(4) 6 . ? C2 N1 C1 111.4(4) . . ? C2 N1 Co1 106.3(3) 6 . ? C2 N1 Co1 106.3(3) . . ? C1 N1 Co1 108.0(5) . . ? N1 C2 C3 110.8(4) . . ? N1 C2 H2B 109.5 . . ? C3 C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? C3 C2 H2C 109.5 . . ? H2B C2 H2C 108.1 . . ? N1 C1 P1 118.5(5) . . ? N1 C1 P1 118.5(5) . 6 ? P1 C1 P1 27.8(2) . 6 ? N1 C1 H1B 111.3 . . ? P1 C1 H1B 111.1 . . ? P1 C1 H1B 87.4 6 . ? N1 C1 H1A 108.3 . . ? P1 C1 H1A 95.0 . . ? P1 C1 H1A 118.2 6 . ? H1B C1 H1A 111.4 . . ? O4 C3 O3 125.3(5) . . ? O4 C3 C2 118.6(5) . . ? O3 C3 C2 115.8(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.286 _refine_diff_density_min -1.914 _refine_diff_density_rms 0.130 # Attachment 'Cu.cif' data_2110225b _database_code_depnum_ccdc_archive 'CCDC 831321' #TrackingRef 'Cu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H22 Cu3 N2 O16 P2' _chemical_formula_weight 678.86 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pnma ' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 6.7050(17) _cell_length_b 11.2932(11) _cell_length_c 16.3878(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1240.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1620 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 25.68 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.817 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 682 _exptl_absorpt_coefficient_mu 2.748 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5134 _exptl_absorpt_correction_T_max 0.5832 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6122 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 26.00 _reflns_number_total 1288 _reflns_number_gt 1109 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^2^+1.0767P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1288 _refine_ls_number_parameters 103 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0451 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0858 _refine_ls_wR_factor_gt 0.0830 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _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 0.4661(7) 0.2500 0.4421(3) 0.0462(11) Uani 1 2 d S . . H1A H 0.4269 0.1705 0.4552 0.055 Uiso 0.50 1 d PR . . H1B H 0.4286 0.2980 0.4879 0.055 Uiso 0.50 1 d PR . . C2 C 0.7649(5) 0.1394(3) 0.4770(2) 0.0396(7) Uani 1 1 d . . . H2A H 0.8974 0.1559 0.4978 0.048 Uiso 1 1 calc R . . H2B H 0.6821 0.1150 0.5226 0.048 Uiso 1 1 calc R . . C3 C 0.7763(4) 0.0407(3) 0.41600(18) 0.0355(7) Uani 1 1 d . . . Cu1 Cu 0.80437(8) 0.2500 0.32690(3) 0.03627(19) Uani 1 2 d S . . Cu2 Cu 0.93476(17) 0.2500 0.74158(7) 0.0401(3) Uani 0.50 2 d SP . . N1 N 0.6798(5) 0.2500 0.4400(2) 0.0400(9) Uani 1 2 d S . . O1 O 0.1180(4) 0.2500 0.37762(16) 0.0350(6) Uani 1 2 d S . . O2 O 0.4153(4) 0.2500 0.28227(17) 0.0391(7) Uani 1 2 d S . . O3 O 0.7816(3) 0.07467(19) 0.34153(12) 0.0354(5) Uani 1 1 d . . . O4 O 0.7760(3) -0.0624(2) 0.43965(13) 0.0415(5) Uani 1 1 d . . . O1W O 0.9350(6) 0.0662(4) 0.7396(3) 0.0378(9) Uani 0.50 1 d P . . H1X H 0.9274 0.0366 0.7944 0.045 Uiso 0.50 1 d PR . . H1Y H 1.0555 0.0383 0.7144 0.045 Uiso 0.50 1 d PR . . O2W O 0.6732(9) 0.2500 0.6733(4) 0.0477(16) Uani 0.50 2 d SP . 1 H2WA H 0.6682 0.1887 0.6433 0.057 Uiso 0.25 1 d PR . 1 H2WB H 0.6682 0.3113 0.6433 0.057 Uiso 0.25 1 d PR . 1 O3W O 1.1706(10) 0.2500 0.6550(4) 0.0428(15) Uani 0.50 2 d SP . . H3X H 1.1719 0.3118 0.6254 0.051 Uiso 0.25 1 d PR . . H3Y H 1.1719 0.1882 0.6254 0.051 Uiso 0.25 1 d PR . . P1 P 0.3188(2) 0.29368(14) 0.36316(10) 0.0352(4) Uani 0.50 1 d P . . H1 H 0.3148 0.3786 0.3624 0.042 Uiso 0.50 1 d PR . . 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 0.053(3) 0.043(3) 0.042(3) 0.000 0.010(2) 0.000 C2 0.0353(16) 0.0419(18) 0.0417(17) -0.0034(13) 0.0044(13) -0.0003(13) C3 0.0349(15) 0.0395(17) 0.0321(15) -0.0017(13) 0.0037(12) 0.0041(13) Cu1 0.0414(3) 0.0332(3) 0.0342(3) 0.000 0.0052(2) 0.000 Cu2 0.0428(6) 0.0374(6) 0.0401(6) 0.000 0.0141(5) 0.000 N1 0.0332(19) 0.049(2) 0.038(2) 0.000 0.0116(15) 0.000 O1 0.0330(15) 0.0438(17) 0.0281(14) 0.000 0.0018(12) 0.000 O2 0.0345(16) 0.0494(18) 0.0333(15) 0.000 0.0025(13) 0.000 O3 0.0385(11) 0.0377(11) 0.0301(11) -0.0056(8) 0.0039(8) -0.0075(9) O4 0.0405(12) 0.0446(13) 0.0395(12) 0.0031(10) 0.0064(9) 0.0091(10) O1W 0.036(2) 0.033(2) 0.045(2) 0.0013(18) 0.0134(19) 0.0043(19) O2W 0.044(4) 0.055(4) 0.045(4) 0.000 -0.012(3) 0.000 O3W 0.061(4) 0.031(3) 0.037(3) 0.000 0.023(3) 0.000 P1 0.0327(7) 0.0319(7) 0.0408(8) -0.0039(6) 0.0045(6) 0.0006(6) _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 N1 1.433(6) . ? C1 P1 1.700(5) . ? C1 P1 1.700(5) 7_565 ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C2 C3 1.500(4) . ? C2 N1 1.501(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 O4 1.227(4) . ? C3 O3 1.280(4) . ? Cu1 O2 1.937(3) 6_656 ? Cu1 O3 2.000(2) . ? Cu1 O3 2.000(2) 7_565 ? Cu1 N1 2.033(4) . ? Cu1 O1 2.261(3) 1_655 ? Cu1 O2 2.710(3) . ? Cu2 O1W 2.076(4) . ? Cu2 O1W 2.076(4) 7_565 ? Cu2 O2W 2.080(6) . ? Cu2 O2W 2.122(7) 6_657 ? Cu2 O3W 2.125(6) . ? Cu2 O3W 2.451(7) 6_557 ? N1 C2 1.501(4) 7_565 ? O1 P1 1.453(3) . ? O1 P1 1.453(3) 7_565 ? O1 Cu1 2.261(3) 1_455 ? O2 P1 1.555(3) 7_565 ? O2 P1 1.555(3) . ? O2 Cu1 1.937(3) 6_556 ? O1W H1X 0.9602 . ? O1W H1Y 0.9601 . ? O2W Cu2 2.122(7) 6_557 ? O2W H2WA 0.8500 . ? O2W H2WB 0.8500 . ? O3W H3X 0.8500 . ? O3W H3Y 0.8500 . ? P1 P1 0.987(3) 7_565 ? P1 H1 0.9599 . ? 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 N1 C1 P1 124.2(3) . . ? N1 C1 P1 124.2(3) . 7_565 ? P1 C1 P1 33.73(15) . 7_565 ? N1 C1 H1A 106.2 . . ? P1 C1 H1A 106.4 . . ? P1 C1 H1A 74.9 7_565 . ? N1 C1 H1B 106.3 . . ? P1 C1 H1B 106.2 . . ? P1 C1 H1B 127.4 7_565 . ? H1A C1 H1B 106.4 . . ? C3 C2 N1 111.6(3) . . ? C3 C2 H2A 109.3 . . ? N1 C2 H2A 109.3 . . ? C3 C2 H2B 109.3 . . ? N1 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? O4 C3 O3 125.8(3) . . ? O4 C3 C2 119.7(3) . . ? O3 C3 C2 114.5(3) . . ? O2 Cu1 O3 98.05(6) 6_656 . ? O2 Cu1 O3 98.05(6) 6_656 7_565 ? O3 Cu1 O3 163.66(11) . 7_565 ? O2 Cu1 N1 178.31(14) 6_656 . ? O3 Cu1 N1 81.92(6) . . ? O3 Cu1 N1 81.92(6) 7_565 . ? O2 Cu1 O1 89.00(11) 6_656 1_655 ? O3 Cu1 O1 91.54(6) . 1_655 ? O3 Cu1 O1 91.54(6) 7_565 1_655 ? N1 Cu1 O1 92.69(13) . 1_655 ? O2 Cu1 O2 96.91(7) 6_656 . ? O3 Cu1 O2 87.64(6) . . ? O3 Cu1 O2 87.64(6) 7_565 . ? N1 Cu1 O2 81.41(12) . . ? O1 Cu1 O2 174.09(9) 1_655 . ? O1W Cu2 O1W 178.2(2) . 7_565 ? O1W Cu2 O2W 89.56(12) . . ? O1W Cu2 O2W 89.56(12) 7_565 . ? O1W Cu2 O2W 90.56(12) . 6_657 ? O1W Cu2 O2W 90.56(12) 7_565 6_657 ? O2W Cu2 O2W 171.4(2) . 6_657 ? O1W Cu2 O3W 89.36(11) . . ? O1W Cu2 O3W 89.36(11) 7_565 . ? O2W Cu2 O3W 105.6(3) . . ? O2W Cu2 O3W 83.0(3) 6_657 . ? O1W Cu2 O3W 90.66(11) . 6_557 ? O1W Cu2 O3W 90.66(11) 7_565 6_557 ? O2W Cu2 O3W 76.3(2) . 6_557 ? O2W Cu2 O3W 95.2(2) 6_657 6_557 ? O3W Cu2 O3W 178.2(2) . 6_557 ? C1 N1 C2 111.7(2) . . ? C1 N1 C2 111.7(2) . 7_565 ? C2 N1 C2 112.6(3) . 7_565 ? C1 N1 Cu1 115.6(3) . . ? C2 N1 Cu1 102.28(19) . . ? C2 N1 Cu1 102.28(19) 7_565 . ? P1 O1 P1 39.69(15) . 7_565 ? P1 O1 Cu1 143.28(16) . 1_455 ? P1 O1 Cu1 143.28(16) 7_565 1_455 ? P1 O2 P1 36.98(14) 7_565 . ? P1 O2 Cu1 128.86(18) 7_565 6_556 ? P1 O2 Cu1 128.86(18) . 6_556 ? P1 O2 Cu1 99.81(14) 7_565 . ? P1 O2 Cu1 99.81(14) . . ? Cu1 O2 Cu1 128.23(13) 6_556 . ? C3 O3 Cu1 114.40(19) . . ? Cu2 O1W H1X 109.4 . . ? Cu2 O1W H1Y 109.6 . . ? H1X O1W H1Y 109.5 . . ? Cu2 O2W Cu2 106.4(3) . 6_557 ? Cu2 O2W H2WA 110.1 . . ? Cu2 O2W H2WA 110.6 6_557 . ? Cu2 O2W H2WB 110.1 . . ? Cu2 O2W H2WB 110.6 6_557 . ? H2WA O2W H2WB 109.1 . . ? Cu2 O3W H3X 112.9 . . ? Cu2 O3W H3Y 112.9 . . ? H3X O3W H3Y 110.3 . . ? P1 P1 O1 70.16(7) 7_565 . ? P1 P1 O2 71.51(7) 7_565 . ? O1 P1 O2 114.62(16) . . ? P1 P1 C1 73.14(7) 7_565 . ? O1 P1 C1 108.4(2) . . ? O2 P1 C1 108.34(19) . . ? P1 P1 H1 178.2 7_565 . ? O1 P1 H1 108.4 . . ? O2 P1 H1 108.5 . . ? C1 P1 H1 108.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 O4 -155.3(3) . . . . ? N1 C2 C3 O3 23.3(4) . . . . ? P1 C1 N1 C2 -137.0(2) . . . . ? P1 C1 N1 C2 -95.9(3) 7_565 . . . ? P1 C1 N1 C2 95.9(3) . . . 7_565 ? P1 C1 N1 C2 137.0(2) 7_565 . . 7_565 ? P1 C1 N1 Cu1 -20.54(14) . . . . ? P1 C1 N1 Cu1 20.54(14) 7_565 . . . ? C3 C2 N1 C1 85.4(4) . . . . ? C3 C2 N1 C2 -147.9(2) . . . 7_565 ? C3 C2 N1 Cu1 -38.9(3) . . . . ? O2 Cu1 N1 C1 0.016(16) 6_656 . . . ? O3 Cu1 N1 C1 -88.82(6) . . . . ? O3 Cu1 N1 C1 88.82(6) 7_565 . . . ? O1 Cu1 N1 C1 180.0 1_655 . . . ? O2 Cu1 N1 C1 0.0 . . . . ? O2 Cu1 N1 C2 121.7(2) 6_656 . . . ? O3 Cu1 N1 C2 32.81(19) . . . . ? O3 Cu1 N1 C2 -149.5(2) 7_565 . . . ? O1 Cu1 N1 C2 -58.37(19) 1_655 . . . ? O2 Cu1 N1 C2 121.63(19) . . . . ? O2 Cu1 N1 C2 -121.6(2) 6_656 . . 7_565 ? O3 Cu1 N1 C2 149.5(2) . . . 7_565 ? O3 Cu1 N1 C2 -32.81(19) 7_565 . . 7_565 ? O1 Cu1 N1 C2 58.37(19) 1_655 . . 7_565 ? O2 Cu1 N1 C2 -121.63(19) . . . 7_565 ? O2 Cu1 O2 P1 161.22(7) 6_656 . . 7_565 ? O3 Cu1 O2 P1 63.40(9) . . . 7_565 ? O3 Cu1 O2 P1 -100.95(9) 7_565 . . 7_565 ? N1 Cu1 O2 P1 -18.78(7) . . . 7_565 ? O1 Cu1 O2 P1 -18.78(7) 1_655 . . 7_565 ? O2 Cu1 O2 P1 -161.22(7) 6_656 . . . ? O3 Cu1 O2 P1 100.95(9) . . . . ? O3 Cu1 O2 P1 -63.40(9) 7_565 . . . ? N1 Cu1 O2 P1 18.78(7) . . . . ? O1 Cu1 O2 P1 18.77(7) 1_655 . . . ? O2 Cu1 O2 Cu1 0.0 6_656 . . 6_556 ? O3 Cu1 O2 Cu1 -97.82(6) . . . 6_556 ? O3 Cu1 O2 Cu1 97.82(6) 7_565 . . 6_556 ? N1 Cu1 O2 Cu1 180.0 . . . 6_556 ? O1 Cu1 O2 Cu1 179.995(2) 1_655 . . 6_556 ? O4 C3 O3 Cu1 -174.9(3) . . . . ? C2 C3 O3 Cu1 6.6(3) . . . . ? O2 Cu1 O3 C3 157.6(2) 6_656 . . . ? O3 Cu1 O3 C3 -32.4(6) 7_565 . . . ? N1 Cu1 O3 C3 -24.1(2) . . . . ? O1 Cu1 O3 C3 68.4(2) 1_655 . . . ? O2 Cu1 O3 C3 -105.8(2) . . . . ? O1W Cu2 O2W Cu2 90.79(11) . . . 6_557 ? O1W Cu2 O2W Cu2 -90.79(11) 7_565 . . 6_557 ? O2W Cu2 O2W Cu2 -0.003(8) 6_657 . . 6_557 ? O3W Cu2 O2W Cu2 180.0 . . . 6_557 ? O3W Cu2 O2W Cu2 0.0 6_557 . . 6_557 ? Cu1 O1 P1 P1 -118.9(2) 1_455 . . 7_565 ? P1 O1 P1 O2 57.57(15) 7_565 . . . ? Cu1 O1 P1 O2 -61.4(2) 1_455 . . . ? P1 O1 P1 C1 -63.57(14) 7_565 . . . ? Cu1 O1 P1 C1 177.49(16) 1_455 . . . ? Cu1 O2 P1 P1 105.63(12) 6_556 . . 7_565 ? Cu1 O2 P1 P1 -93.31(5) . . . 7_565 ? P1 O2 P1 O1 -56.84(15) 7_565 . . . ? Cu1 O2 P1 O1 48.79(17) 6_556 . . . ? Cu1 O2 P1 O1 -150.16(12) . . . . ? P1 O2 P1 C1 64.33(14) 7_565 . . . ? Cu1 O2 P1 C1 169.97(12) 6_556 . . . ? Cu1 O2 P1 C1 -28.98(13) . . . . ? N1 C1 P1 P1 101.90(17) . . . 7_565 ? N1 C1 P1 O1 163.56(14) . . . . ? P1 C1 P1 O1 61.67(13) 7_565 . . . ? N1 C1 P1 O2 38.62(19) . . . . ? P1 C1 P1 O2 -63.28(13) 7_565 . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.338 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.060