# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 loop_ _publ_author_name 'Andrew W. Maverick' 'Albert S. C. Chen' 'Frank R. Fronczek' _publ_contact_author_name 'Dr Andrew W. Maverick' _publ_contact_author_address ; Chemistry Louisiana State University LSU Chemistry Department Baton Rouge LA 70803-1804 UNITED STATES OF AMERICA ; _publ_contact_author_email MAVERICK@LSU.EDU _publ_section_title ; Guest-guest interaction dependent 2D square grid and 3D NbO frameworks formed by Cu(Pyac)2 (bis[3-(4-pyridyl)pentane-2,4-dionato]copper(II)) ; data_BChen_compound_1 _database_code_CSD 211018 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(II), ethanol-water solvate ; _chemical_name_common ;Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(ii), ethanol- water solvate ; _chemical_melting_point ? _chemical_compound_source 'local laboratory' _chemical_formula_moiety 'C22 H30 Cu N2 O7' _chemical_formula_sum 'C20 H20 Cu N2 O4, C2 H6 O, 2(H2O)' _chemical_formula_weight 498.02 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' Cu Cu 0.3201 1.2651 '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' _symmetry_space_group_name_H-M 'R -3 c ' _symmetry_cell_setting Trigonal loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'y, x, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'y+2/3, x+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' 'y+1/3, x+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-y, -x, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-y+2/3, -x+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' '-y+1/3, -x+2/3, z+1/6' _cell_length_a 22.604(2) _cell_length_b 22.604(2) _cell_length_c 22.964(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 10161.3(18) _cell_formula_units_Z 18 _cell_measurement_temperature 100 _cell_measurement_reflns_used 8847 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 33.7 _exptl_crystal_description prism _exptl_crystal_colour 'greenish blue' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.47 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4698 _exptl_absorpt_coefficient_mu 1.013 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.706 _exptl_absorpt_correction_T_max 0.761 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'KappaCCD (with Oxford Cryostream)' _diffrn_measurement_method ' \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 _diffrn_reflns_number 45659 _diffrn_reflns_av_R_equivalents 0.028 _diffrn_reflns_av_sigmaI/netI 0.0245 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.7 _diffrn_reflns_theta_max 33.7 _reflns_number_total 4517 _reflns_number_gt 3687 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius 1999)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_cell_refinement 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'Direct_methods (SIR, Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. The following model was adopted for the disordered solvent molecules: the ethanol molecule (O1S-C1S-C2S) and the nearby water molecule (O2S; O2S-C1S <1 \%A) were each assigned population 1/2, and refined with isotropic displacement parameters. The O1S-C1S-C2S is larger than expected for an ethanol molecule, but attempts to constrain it to more reasonable values were unsuccessful. The difficulty in refining O1S-C1S-C2S may be attributable to the nearby electron density due to O2S. Water molecule O3S was assigned population 1/3 because it is too close (ca. 1.0 \%A) to a threefold axis to have higher occupancy. The resulting refined positions are appropriate for H bonding between O2S and O3S, and weaker H bonding between O1, O2 and O1S, O2S. ; _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^)+(0.0699P)^2^] 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 4517 _refine_ls_number_parameters 168 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.054 _refine_ls_R_factor_gt 0.043 _refine_ls_wR_factor_ref 0.143 _refine_ls_wR_factor_gt 0.136 _refine_ls_goodness_of_fit_ref 1.459 _refine_ls_restrained_S_all 1.459 _refine_ls_shift/su_max 0.004 _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 Cu1 Cu 0.0000 0.5000 0.0000 0.01560(9) Uani 1 2 d S . . O1 O 0.07941(5) 0.48902(5) 0.00893(4) 0.01840(19) Uani 1 1 d . . . O2 O -0.04539(5) 0.43910(5) 0.06441(4) 0.01824(19) Uani 1 1 d . . . N1 N 0.13073(6) 0.38571(6) 0.25417(5) 0.0188(2) Uani 1 1 d . . . C1 C 0.16661(7) 0.47882(9) 0.05496(7) 0.0262(3) Uani 1 1 d . . . H1A H 0.1818 0.4817 0.0146 0.039 Uiso 1 1 calc R . . H1B H 0.1651 0.4393 0.0740 0.039 Uiso 1 1 calc R . . H1C H 0.1986 0.5206 0.0758 0.039 Uiso 1 1 calc R . . C2 C 0.09630(7) 0.47098(6) 0.05573(6) 0.0175(2) Uani 1 1 d . . . C3 C 0.05387(6) 0.44328(6) 0.10517(6) 0.0168(2) Uani 1 1 d . . . C4 C -0.01485(7) 0.42842(6) 0.10625(5) 0.0168(2) Uani 1 1 d . . . C5 C -0.05875(8) 0.39673(8) 0.15937(6) 0.0222(3) Uani 1 1 d . . . H5A H -0.0952 0.4082 0.1603 0.033 Uiso 1 1 calc R . . H5B H -0.0306 0.4145 0.1945 0.033 Uiso 1 1 calc R . . H5C H -0.0789 0.3470 0.1578 0.033 Uiso 1 1 calc R . . C6 C 0.08114(7) 0.42426(7) 0.15685(6) 0.0176(2) Uani 1 1 d . . . C7 C 0.05480(7) 0.35604(7) 0.17235(6) 0.0217(3) Uani 1 1 d . . . H7 H 0.0192 0.3210 0.1499 0.026 Uiso 1 1 calc R . . C8 C 0.08047(7) 0.33917(7) 0.22054(6) 0.0216(3) Uani 1 1 d . . . H8 H 0.0615 0.2923 0.2302 0.026 Uiso 1 1 calc R . . C9 C 0.15654(7) 0.45141(7) 0.23910(6) 0.0195(2) Uani 1 1 d . . . H9 H 0.1925 0.4852 0.2621 0.023 Uiso 1 1 calc R . . C10 C 0.13362(7) 0.47285(7) 0.19170(6) 0.0198(2) Uani 1 1 d . . . H10 H 0.1535 0.5201 0.1831 0.024 Uiso 1 1 calc R . . O1S O 0.1919(3) 0.5747(3) -0.0746(3) 0.0856(16) Uani 0.50 1 d P A 1 C1S C 0.2067(4) 0.6117(4) -0.0256(4) 0.079(2) Uani 0.50 1 d P A 1 C2S C 0.2516(4) 0.6737(4) 0.0016(4) 0.085(2) Uani 0.50 1 d P A 1 O2S O 0.1919(2) 0.6128(2) -0.0650(3) 0.0709(13) Uani 0.50 1 d P B 2 O3S O 0.2933(4) 0.6785(4) 0.0178(3) 0.0679(16) Uiso 0.33 1 d P C 2 O4S O 0.0000 0.0000 0.0000 0.235(8) Uani 1 6 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01831(13) 0.01642(13) 0.01322(14) 0.00291(7) -0.00093(7) 0.00955(9) O1 0.0239(5) 0.0208(4) 0.0134(4) 0.0016(3) -0.0003(3) 0.0134(4) O2 0.0212(4) 0.0180(4) 0.0148(4) 0.0026(3) -0.0020(3) 0.0092(4) N1 0.0216(5) 0.0259(5) 0.0140(5) 0.0008(4) -0.0011(4) 0.0156(4) C1 0.0251(7) 0.0371(8) 0.0219(6) 0.0042(6) 0.0014(5) 0.0197(6) C2 0.0217(6) 0.0168(5) 0.0160(5) -0.0003(4) -0.0016(4) 0.0110(5) C3 0.0219(6) 0.0168(5) 0.0135(5) 0.0008(4) -0.0026(4) 0.0110(5) C4 0.0222(6) 0.0137(5) 0.0143(5) 0.0004(4) -0.0014(4) 0.0088(4) C5 0.0261(6) 0.0248(7) 0.0176(6) 0.0051(5) 0.0019(5) 0.0141(5) C6 0.0223(6) 0.0183(5) 0.0144(5) 0.0003(4) -0.0016(4) 0.0117(5) C7 0.0274(7) 0.0179(6) 0.0210(6) -0.0014(4) -0.0071(5) 0.0122(5) C8 0.0263(6) 0.0216(6) 0.0198(6) 0.0021(5) -0.0033(5) 0.0142(5) C9 0.0208(6) 0.0248(6) 0.0147(5) -0.0020(4) -0.0029(4) 0.0127(5) C10 0.0219(6) 0.0194(6) 0.0177(6) -0.0007(4) -0.0027(4) 0.0101(5) O1S 0.086(3) 0.096(4) 0.104(4) 0.046(3) 0.049(3) 0.067(3) C1S 0.050(3) 0.070(4) 0.109(6) 0.041(5) 0.007(4) 0.025(3) C2S 0.083(5) 0.067(4) 0.092(6) 0.010(3) 0.017(4) 0.028(4) O2S 0.059(2) 0.064(3) 0.100(4) 0.025(3) 0.017(2) 0.038(2) O4S 0.316(14) 0.316(14) 0.074(7) 0.000 0.000 0.158(7) _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 Cu1 O2 1.9295(10) 19_565 ? Cu1 O2 1.9296(9) . ? Cu1 O1 1.9419(10) . ? Cu1 O1 1.9420(10) 19_565 ? Cu1 N1 2.5156(12) 26_455 ? Cu1 N1 2.5156(12) 14_554 ? O1 C2 1.2739(15) . ? O2 C4 1.2746(15) . ? N1 C8 1.3411(18) . ? N1 C9 1.3414(18) . ? C1 C2 1.5087(19) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.4144(19) . ? C3 C4 1.4158(19) . ? C3 C6 1.496(2) . ? C4 C5 1.5083(19) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.3932(19) . ? C6 C10 1.3969(18) . ? C7 C8 1.3884(18) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.3925(18) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? O1S C1S 1.342(11) . ? C1S C2S 1.400(11) . ? 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 Cu1 O2 180.0 19_565 . ? O2 Cu1 O1 88.65(4) 19_565 . ? O2 Cu1 O1 91.35(4) . . ? O2 Cu1 O1 91.35(4) 19_565 19_565 ? O2 Cu1 O1 88.65(4) . 19_565 ? O1 Cu1 O1 180.0 . 19_565 ? O2 Cu1 N1 96.68(4) 19_565 26_455 ? O2 Cu1 N1 83.32(4) . 26_455 ? O1 Cu1 N1 85.80(4) . 26_455 ? O1 Cu1 N1 94.20(4) 19_565 26_455 ? O2 Cu1 N1 83.32(4) 19_565 14_554 ? O2 Cu1 N1 96.68(4) . 14_554 ? O1 Cu1 N1 94.20(4) . 14_554 ? O1 Cu1 N1 85.80(4) 19_565 14_554 ? N1 Cu1 N1 180 26_455 14_554 ? C2 O1 Cu1 125.04(9) . . ? C4 O2 Cu1 124.60(9) . . ? C8 N1 Cu1 113.15(9) . 9_455 ? C9 N1 Cu1 130.05(9) . 9_455 ? C8 N1 C9 116.67(11) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 124.99(12) . . ? O1 C2 C1 114.78(12) . . ? C3 C2 C1 120.19(12) . . ? C2 C3 C4 122.67(12) . . ? C2 C3 C6 118.57(12) . . ? C4 C3 C6 118.61(12) . . ? O2 C4 C3 125.15(12) . . ? O2 C4 C5 114.18(12) . . ? C3 C4 C5 120.67(11) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C10 116.66(13) . . ? C7 C6 C3 120.76(12) . . ? C10 C6 C3 122.58(12) . . ? C8 C7 C6 120.11(13) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? N1 C8 C7 123.36(13) . . ? N1 C8 H8 118.3 . . ? C7 C8 H8 118.3 . . ? N1 C9 C10 123.74(12) . . ? N1 C9 H9 118.1 . . ? C10 C9 H9 118.1 . . ? C9 C10 C6 119.45(12) . . ? C9 C10 H10 120.3 . . ? C6 C10 H10 120.3 . . ? O1S C1S C2S 145.9(7) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 33.7 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.90 _refine_diff_density_min -1.05 _refine_diff_density_rms 0.101 # END OF BChen_compound_1 CIF # data_BChen_compound_3 _database_code_CSD 211019 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(II), dimethylformamide solvate ; _chemical_name_common ;Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(ii), dimethylformamide solvate ; _chemical_melting_point ? _chemical_compound_source 'local laboratory' _chemical_formula_moiety 'C20 H20 Cu N2 O4, 4(C3 H7 N O)' _chemical_formula_sum 'C32 H48 Cu N6 O8' _chemical_formula_weight 708.30 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' Cu Cu 0.3201 1.2651 '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' _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.9227(10) _cell_length_b 14.891(2) _cell_length_c 13.602(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.563(7) _cell_angle_gamma 90.00 _cell_volume 1776.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100 _cell_measurement_reflns_used 6229 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 32.5 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.324 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 750 _exptl_absorpt_coefficient_mu 0.670 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.813 _exptl_absorpt_correction_T_max 0.935 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'KappaCCD (with Oxford Cryostream)' _diffrn_measurement_method ' \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 _diffrn_reflns_number 33908 _diffrn_reflns_av_R_equivalents 0.022 _diffrn_reflns_av_sigmaI/netI 0.0333 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 32.61 _reflns_number_total 6472 _reflns_number_gt 5332 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius 1999)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_cell_refinement 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'Direct_methods (SIR, Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. A disorder model was adopted for the second DMF molecule in the asymmetric unit (C14-O4-N3-C15-C16): alternate positions were used for C14A, C15A, and C16A that are approximately related to the primary positions by twofold rotation about N3---O4. The populations for these two orientations were refined. Hydrogen atoms were not refined for C14A, C15A, and C16A due to their low refined population (< 0.1). ; _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^)+(0.0398P)^2^+0.7978P] 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 6472 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.047 _refine_ls_R_factor_gt 0.034 _refine_ls_wR_factor_ref 0.090 _refine_ls_wR_factor_gt 0.084 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 Cu1 Cu 0.5000 0.5000 0.5000 0.01232(5) Uani 1 2 d S . . O1 O 0.66529(9) 0.56270(6) 0.58761(6) 0.01615(15) Uani 1 1 d . . . O2 O 0.34832(9) 0.56922(5) 0.55240(6) 0.01433(15) Uani 1 1 d . . . N1 N 0.51601(11) 0.88342(7) 0.87247(8) 0.01801(19) Uani 1 1 d . . . C1 C 0.80366(13) 0.66623(9) 0.69931(10) 0.0236(3) Uani 1 1 d . . . H1A H 0.8847 0.6216 0.7003 0.035 Uiso 1 1 calc R . . H1B H 0.7958 0.6822 0.7681 0.035 Uiso 1 1 calc R . . H1C H 0.8277 0.7201 0.6638 0.035 Uiso 1 1 calc R . . C2 C 0.65359(12) 0.62738(8) 0.64650(8) 0.01513(19) Uani 1 1 d . . . C3 C 0.51471(12) 0.66398(7) 0.66478(8) 0.01412(19) Uani 1 1 d . . . C4 C 0.37032(12) 0.63115(7) 0.61788(8) 0.01335(18) Uani 1 1 d . . . C5 C 0.22677(13) 0.67055(8) 0.64367(9) 0.0196(2) Uani 1 1 d . . . H5A H 0.1402 0.6564 0.5904 0.029 Uiso 1 1 calc R . . H5B H 0.2377 0.7359 0.6504 0.029 Uiso 1 1 calc R . . H5C H 0.2091 0.6450 0.7069 0.029 Uiso 1 1 calc R . . C6 C 0.51899(12) 0.73988(7) 0.73708(8) 0.01478(19) Uani 1 1 d . . . C7 C 0.47844(13) 0.72710(8) 0.83018(8) 0.0163(2) Uani 1 1 d . . . H7 H 0.4504 0.6691 0.8496 0.020 Uiso 1 1 calc R . . C8 C 0.47927(13) 0.79952(8) 0.89440(9) 0.0182(2) Uani 1 1 d . . . H8 H 0.4521 0.7890 0.9578 0.022 Uiso 1 1 calc R . . C9 C 0.55627(14) 0.89582(8) 0.78320(9) 0.0201(2) Uani 1 1 d . . . H9 H 0.5838 0.9546 0.7660 0.024 Uiso 1 1 calc R . . C10 C 0.55992(14) 0.82713(8) 0.71442(9) 0.0195(2) Uani 1 1 d . . . H10 H 0.5901 0.8394 0.6523 0.023 Uiso 1 1 calc R . . O3 O 0.91239(13) 0.73024(7) 0.96153(9) 0.0356(2) Uani 1 1 d . . . N2 N 0.96895(12) 0.86025(8) 0.88787(9) 0.0221(2) Uani 1 1 d . . . C11 C 0.89325(14) 0.81110(9) 0.94439(10) 0.0241(2) Uani 1 1 d . . . H11 H 0.8183 0.8408 0.9739 0.029 Uiso 1 1 calc R . . C12 C 1.08560(19) 0.82145(11) 0.83944(15) 0.0391(4) Uani 1 1 d . . . H12A H 1.1027 0.7588 0.8604 0.059 Uiso 1 1 calc R . . H12B H 1.1806 0.8554 0.8584 0.059 Uiso 1 1 calc R . . H12C H 1.0523 0.8240 0.7667 0.059 Uiso 1 1 calc R . . C13 C 0.94078(17) 0.95575(10) 0.87213(12) 0.0300(3) Uani 1 1 d . . . H13A H 0.8655 0.9757 0.9117 0.045 Uiso 1 1 calc R . . H13B H 0.9017 0.9670 0.8011 0.045 Uiso 1 1 calc R . . H13C H 1.0361 0.9889 0.8930 0.045 Uiso 1 1 calc R . . O4 O 0.74592(19) 0.04338(13) 0.63227(11) 0.0620(4) Uani 1 1 d . . . N3 N 0.77866(14) 0.02891(9) 0.47095(9) 0.0284(2) Uani 1 1 d . . . C14 C 0.8055(2) 0.06848(12) 0.56115(14) 0.0376(4) Uani 0.901(3) 1 d P . . H14 H 0.8735 0.1181 0.5710 0.045 Uiso 0.901(3) 1 d PR . . C15 C 0.6764(2) -0.04612(12) 0.44951(15) 0.0360(4) Uani 0.901(3) 1 d P . . H15A H 0.7345 -0.1003 0.4404 0.054 Uiso 0.901(3) 1 d PR . . H15B H 0.6018 -0.0343 0.3885 0.054 Uiso 0.901(3) 1 d PR . . H15C H 0.6231 -0.0549 0.5057 0.054 Uiso 0.901(3) 1 d PR . . C16 C 0.8532(2) 0.06117(14) 0.39110(15) 0.0405(5) Uani 0.901(3) 1 d P . . H16A H 0.9151 0.1140 0.4145 0.061 Uiso 0.901(3) 1 d PR . . H16B H 0.7761 0.0775 0.3329 0.061 Uiso 0.901(3) 1 d PR . . H16C H 0.9190 0.0139 0.3723 0.061 Uiso 0.901(3) 1 d PR . . C14A C 0.7528(2) -0.03120(14) 0.55735(15) 0.051(3) Uiso 0.099(3) 1 d PR . . C15A C 0.7802(2) 0.11269(14) 0.47555(15) 0.051(3) Uiso 0.099(3) 1 d PR . . C16A C 0.7982(2) -0.02720(14) 0.37895(15) 0.051(3) Uiso 0.099(3) 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 Cu1 0.01337(8) 0.01190(9) 0.01206(9) -0.00261(6) 0.00329(6) 0.00010(6) O1 0.0156(3) 0.0168(4) 0.0164(4) -0.0052(3) 0.0039(3) -0.0001(3) O2 0.0156(3) 0.0132(3) 0.0146(3) -0.0031(3) 0.0041(3) 0.0002(3) N1 0.0189(4) 0.0165(4) 0.0182(5) -0.0057(4) 0.0023(3) 0.0011(4) C1 0.0165(5) 0.0285(6) 0.0256(6) -0.0132(5) 0.0035(4) -0.0014(4) C2 0.0166(4) 0.0164(5) 0.0130(5) -0.0021(4) 0.0040(3) -0.0008(4) C3 0.0163(4) 0.0136(4) 0.0130(4) -0.0027(4) 0.0040(3) -0.0004(4) C4 0.0160(4) 0.0126(4) 0.0120(4) 0.0003(3) 0.0041(3) 0.0009(4) C5 0.0168(5) 0.0205(5) 0.0219(5) -0.0069(4) 0.0043(4) 0.0027(4) C6 0.0156(4) 0.0146(5) 0.0143(5) -0.0026(4) 0.0032(3) 0.0003(4) C7 0.0195(5) 0.0150(5) 0.0148(5) -0.0020(4) 0.0041(4) 0.0004(4) C8 0.0217(5) 0.0188(5) 0.0147(5) -0.0037(4) 0.0045(4) 0.0006(4) C9 0.0252(5) 0.0146(5) 0.0204(5) -0.0020(4) 0.0043(4) -0.0011(4) C10 0.0256(5) 0.0164(5) 0.0174(5) -0.0023(4) 0.0065(4) -0.0024(4) O3 0.0365(6) 0.0281(5) 0.0396(6) 0.0065(5) 0.0004(5) -0.0058(4) N2 0.0180(4) 0.0229(5) 0.0262(5) -0.0004(4) 0.0059(4) 0.0025(4) C11 0.0197(5) 0.0296(6) 0.0216(6) 0.0003(5) 0.0005(4) -0.0019(5) C12 0.0331(7) 0.0351(8) 0.0552(10) -0.0001(7) 0.0246(7) 0.0076(6) C13 0.0288(6) 0.0250(6) 0.0369(8) 0.0037(6) 0.0079(5) 0.0037(5) O4 0.0688(10) 0.0840(12) 0.0350(7) -0.0069(7) 0.0140(7) 0.0278(9) N3 0.0308(6) 0.0257(5) 0.0287(6) -0.0019(5) 0.0056(5) -0.0005(5) C14 0.0416(9) 0.0295(8) 0.0386(10) -0.0106(7) -0.0009(7) 0.0088(7) C15 0.0380(9) 0.0252(8) 0.0434(10) 0.0003(7) 0.0037(7) -0.0039(7) C16 0.0345(9) 0.0475(11) 0.0405(10) 0.0087(8) 0.0097(7) -0.0001(8) _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 Cu1 O2 1.9380(8) . ? Cu1 O2 1.9380(8) 3_666 ? Cu1 O1 1.9551(8) . ? Cu1 O1 1.9551(8) 3_666 ? Cu1 N1 2.4767(10) 4_575 ? Cu1 N1 2.4767(10) 2_646 ? O1 C2 1.2692(13) . ? O2 C4 1.2721(13) . ? N1 C8 1.3392(16) . ? N1 C9 1.3406(16) . ? N1 Cu1 2.4767(10) 2_656 ? C1 C2 1.5136(16) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.4168(15) . ? C3 C4 1.4158(15) . ? C3 C6 1.4940(15) . ? C4 C5 1.5075(15) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.3925(16) . ? C6 C10 1.3992(16) . ? C7 C8 1.3869(16) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.3906(17) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? O3 C11 1.2325(17) . ? N2 C11 1.3316(17) . ? N2 C12 1.4499(18) . ? N2 C13 1.4532(18) . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? O4 C14 1.243(3) . ? O4 C14A 1.516(3) . ? N3 C15A 1.249(3) . ? N3 C14 1.342(2) . ? N3 C15 1.438(2) . ? N3 C16 1.455(2) . ? N3 C14A 1.528(2) . ? N3 C16A 1.541(2) . ? C14 C15A 1.320(3) . ? C14 C14A 1.555(3) . ? C14 H14 0.9500 . ? C15 C14A 1.516(3) . ? C15 C16A 1.602(3) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C16A 1.4036 . ? C16 C15A 1.6146 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C14A H15C 1.2884 . ? C15A H14 1.4102 . ? C15A H16A 1.5825 . ? C16A H15A 1.5433 . ? C16A H16C 1.2565 . ? 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 Cu1 O2 179.999(1) . 3_666 ? O2 Cu1 O1 91.23(3) . . ? O2 Cu1 O1 88.77(3) 3_666 . ? O2 Cu1 O1 88.77(3) . 3_666 ? O2 Cu1 O1 91.23(3) 3_666 3_666 ? O1 Cu1 O1 180.0 . 3_666 ? O2 Cu1 N1 91.07(4) . 4_575 ? O2 Cu1 N1 88.93(4) 3_666 4_575 ? O1 Cu1 N1 87.61(4) . 4_575 ? O1 Cu1 N1 92.39(4) 3_666 4_575 ? O2 Cu1 N1 88.93(4) . 2_646 ? O2 Cu1 N1 91.07(4) 3_666 2_646 ? O1 Cu1 N1 92.39(4) . 2_646 ? O1 Cu1 N1 87.61(4) 3_666 2_646 ? N1 Cu1 N1 180.0 4_575 2_646 ? C2 O1 Cu1 127.37(7) . . ? C4 O2 Cu1 127.92(7) . . ? C8 N1 C9 116.58(10) . . ? C8 N1 Cu1 116.74(8) . 2_656 ? C9 N1 Cu1 126.68(8) . 2_656 ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.34(10) . . ? O1 C2 C1 114.93(10) . . ? C3 C2 C1 119.72(10) . . ? C4 C3 C2 122.75(10) . . ? C4 C3 C6 117.98(9) . . ? C2 C3 C6 119.27(9) . . ? O2 C4 C3 125.21(10) . . ? O2 C4 C5 114.61(9) . . ? C3 C4 C5 120.17(10) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C10 116.69(10) . . ? C7 C6 C3 121.05(10) . . ? C10 C6 C3 122.25(10) . . ? C8 C7 C6 119.62(11) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? N1 C8 C7 123.94(11) . . ? N1 C8 H8 118.0 . . ? C7 C8 H8 118.0 . . ? N1 C9 C10 123.46(11) . . ? N1 C9 H9 118.3 . . ? C10 C9 H9 118.3 . . ? C9 C10 C6 119.70(11) . . ? C9 C10 H10 120.1 . . ? C6 C10 H10 120.1 . . ? C11 N2 C12 121.71(12) . . ? C11 N2 C13 122.04(12) . . ? C12 N2 C13 116.25(12) . . ? O3 C11 N2 125.37(14) . . ? O3 C11 H11 117.3 . . ? N2 C11 H11 117.3 . . ? N2 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C14 O4 C14A 67.76(13) . . ? C15A N3 C14 61.14(14) . . ? C15A N3 C15 141.89(16) . . ? C14 N3 C15 121.76(16) . . ? C15A N3 C16 72.86(12) . . ? C14 N3 C16 120.53(16) . . ? C15 N3 C16 117.71(15) . . ? C15A N3 C14A 123.26(18) . . ? C14 N3 C14A 65.23(13) . . ? C15 N3 C14A 61.40(12) . . ? C16 N3 C14A 157.13(18) . . ? C15A N3 C16A 125.48(17) . . ? C14 N3 C16A 162.26(15) . . ? C15 N3 C16A 64.93(12) . . ? C16 N3 C16A 55.78(8) . . ? C14A N3 C16A 111.25(16) . . ? O4 C14 C15A 143.87(19) . . ? O4 C14 N3 123.30(19) . . ? C15A C14 N3 55.94(14) . . ? O4 C14 C14A 64.49(15) . . ? C15A C14 C14A 116.42(19) . . ? N3 C14 C14A 63.16(12) . . ? O4 C14 H14 118.5 . . ? C15A C14 H14 74.8 . . ? N3 C14 H14 118.2 . . ? C14A C14 H14 158.2 . . ? N3 C15 C14A 62.21(12) . . ? N3 C15 C16A 60.63(12) . . ? C14A C15 C16A 108.62(16) . . ? N3 C15 H15A 109.5 . . ? C14A C15 H15A 95.1 . . ? C16A C15 H15A 68.6 . . ? N3 C15 H15B 109.9 . . ? C14A C15 H15B 155.3 . . ? C16A C15 H15B 83.7 . . ? H15A C15 H15B 109.5 . . ? N3 C15 H15C 109.0 . . ? C14A C15 H15C 57.4 . . ? C16A C15 H15C 166.0 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C16A C16 N3 65.20(10) . . ? C16A C16 C15A 110.6 . . ? N3 C16 C15A 47.66(10) . . ? C16A C16 H16A 162.7 . . ? N3 C16 H16A 109.2 . . ? C15A C16 H16A 70.4 . . ? C16A C16 H16B 87.7 . . ? N3 C16 H16B 109.6 . . ? C15A C16 H16B 98.1 . . ? H16A C16 H16B 109.5 . . ? C16A C16 H16C 60.6 . . ? N3 C16 H16C 109.6 . . ? C15A C16 H16C 150.0 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O4 C14A C15 133.70(17) . . ? O4 C14A N3 96.79(15) . . ? C15 C14A N3 56.39(11) . . ? O4 C14A C14 47.75(12) . . ? C15 C14A C14 104.57(15) . . ? N3 C14A C14 51.62(11) . . ? O4 C14A H15C 115.1 . . ? C15 C14A H15C 39.9 . . ? N3 C14A H15C 89.3 . . ? C14 C14A H15C 121.0 . . ? N3 C15A C14 62.92(13) . . ? N3 C15A C16 59.47(10) . . ? C14 C15A C16 111.39(12) . . ? N3 C15A H14 95.9 . . ? C14 C15A H14 40.6 . . ? C16 C15A H14 115.8 . . ? N3 C15A H16A 89.3 . . ? C14 C15A H16A 116.5 . . ? C16 C15A H16A 35.7 . . ? H14 C15A H16A 96.0 . . ? C16 C16A N3 59.02(9) . . ? C16 C16A C15 110.83(10) . . ? N3 C16A C15 54.44(10) . . ? C16 C16A H15A 138.9 . . ? N3 C16A H15A 80.5 . . ? C15 C16A H15A 36.2 . . ? C16 C16A H16C 42.8 . . ? N3 C16A H16C 91.2 . . ? C15 C16A H16C 144.5 . . ? H15A C16A H16C 142.0 . . ? 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 O2 Cu1 O1 C2 -4.10(10) . . . . ? O2 Cu1 O1 C2 175.90(10) 3_666 . . . ? O1 Cu1 O1 C2 156(24) 3_666 . . . ? N1 Cu1 O1 C2 86.92(10) 4_575 . . . ? N1 Cu1 O1 C2 -93.08(10) 2_646 . . . ? O2 Cu1 O2 C4 -120(10) 3_666 . . . ? O1 Cu1 O2 C4 1.31(9) . . . . ? O1 Cu1 O2 C4 -178.69(9) 3_666 . . . ? N1 Cu1 O2 C4 -86.32(9) 4_575 . . . ? N1 Cu1 O2 C4 93.68(9) 2_646 . . . ? Cu1 O1 C2 C3 3.99(17) . . . . ? Cu1 O1 C2 C1 -175.82(8) . . . . ? O1 C2 C3 C4 0.05(18) . . . . ? C1 C2 C3 C4 179.85(11) . . . . ? O1 C2 C3 C6 179.47(11) . . . . ? C1 C2 C3 C6 -0.72(16) . . . . ? Cu1 O2 C4 C3 1.71(16) . . . . ? Cu1 O2 C4 C5 -178.88(7) . . . . ? C2 C3 C4 O2 -3.09(18) . . . . ? C6 C3 C4 O2 177.48(10) . . . . ? C2 C3 C4 C5 177.52(11) . . . . ? C6 C3 C4 C5 -1.91(16) . . . . ? C4 C3 C6 C7 71.02(14) . . . . ? C2 C3 C6 C7 -108.43(13) . . . . ? C4 C3 C6 C10 -107.44(13) . . . . ? C2 C3 C6 C10 73.11(15) . . . . ? C10 C6 C7 C8 0.45(16) . . . . ? C3 C6 C7 C8 -178.09(10) . . . . ? C9 N1 C8 C7 -1.11(17) . . . . ? Cu1 N1 C8 C7 178.25(9) 2_656 . . . ? C6 C7 C8 N1 0.62(18) . . . . ? C8 N1 C9 C10 0.55(18) . . . . ? Cu1 N1 C9 C10 -178.74(9) 2_656 . . . ? N1 C9 C10 C6 0.48(19) . . . . ? C7 C6 C10 C9 -0.96(17) . . . . ? C3 C6 C10 C9 177.56(11) . . . . ? C12 N2 C11 O3 0.0(2) . . . . ? C13 N2 C11 O3 -179.32(13) . . . . ? C14A O4 C14 C15A 100.5(3) . . . . ? C14A O4 C14 N3 24.19(17) . . . . ? C15A N3 C14 O4 136.3(2) . . . . ? C15 N3 C14 O4 0.6(3) . . . . ? C16 N3 C14 O4 -179.44(17) . . . . ? C14A N3 C14 O4 -24.49(18) . . . . ? C16A N3 C14 O4 -106.9(5) . . . . ? C15 N3 C14 C15A -135.68(19) . . . . ? C16 N3 C14 C15A 44.30(13) . . . . ? C14A N3 C14 C15A -160.7(2) . . . . ? C16A N3 C14 C15A 116.9(5) . . . . ? C15A N3 C14 C14A 160.7(2) . . . . ? C15 N3 C14 C14A 25.07(16) . . . . ? C16 N3 C14 C14A -154.9(2) . . . . ? C16A N3 C14 C14A -82.4(5) . . . . ? C15A N3 C15 C14A -108.5(3) . . . . ? C14 N3 C15 C14A -25.99(17) . . . . ? C16 N3 C15 C14A 154.0(2) . . . . ? C16A N3 C15 C14A 135.30(17) . . . . ? C15A N3 C15 C16A 116.2(3) . . . . ? C14 N3 C15 C16A -161.29(17) . . . . ? C16 N3 C15 C16A 18.73(10) . . . . ? C14A N3 C15 C16A -135.30(17) . . . . ? C15A N3 C16 C16A -160.78(12) . . . . ? C14 N3 C16 C16A 159.42(17) . . . . ? C15 N3 C16 C16A -20.60(11) . . . . ? C14A N3 C16 C16A 61.0(5) . . . . ? C14 N3 C16 C15A -39.80(12) . . . . ? C15 N3 C16 C15A 140.18(18) . . . . ? C14A N3 C16 C15A -138.2(5) . . . . ? C16A N3 C16 C15A 160.78(12) . . . . ? C14 O4 C14A C15 -66.5(2) . . . . ? C14 O4 C14A N3 -17.64(13) . . . . ? N3 C15 C14A O4 64.0(2) . . . . ? C16A C15 C14A O4 104.3(2) . . . . ? C16A C15 C14A N3 40.31(16) . . . . ? N3 C15 C14A C14 19.41(13) . . . . ? C16A C15 C14A C14 59.7(2) . . . . ? C15A N3 C14A O4 -3.6(3) . . . . ? C14 N3 C14A O4 16.63(13) . . . . ? C15 N3 C14A O4 -139.14(16) . . . . ? C16 N3 C14A O4 126.8(4) . . . . ? C16A N3 C14A O4 177.73(9) . . . . ? C15A N3 C14A C15 135.6(2) . . . . ? C14 N3 C14A C15 155.77(16) . . . . ? C16 N3 C14A C15 -94.0(5) . . . . ? C16A N3 C14A C15 -43.13(17) . . . . ? C15A N3 C14A C14 -20.2(2) . . . . ? C15 N3 C14A C14 -155.77(16) . . . . ? C16 N3 C14A C14 110.2(5) . . . . ? C16A N3 C14A C14 161.10(16) . . . . ? C15A C14 C14A O4 -139.7(2) . . . . ? N3 C14 C14A O4 -157.42(17) . . . . ? O4 C14 C14A C15 136.75(17) . . . . ? C15A C14 C14A C15 -2.9(3) . . . . ? N3 C14 C14A C15 -20.68(14) . . . . ? O4 C14 C14A N3 157.42(17) . . . . ? C15A C14 C14A N3 17.76(19) . . . . ? C15 N3 C15A C14 105.7(3) . . . . ? C16 N3 C15A C14 -140.98(12) . . . . ? C14A N3 C15A C14 21.0(2) . . . . ? C16A N3 C15A C14 -160.51(19) . . . . ? C14 N3 C15A C16 140.98(12) . . . . ? C15 N3 C15A C16 -113.3(3) . . . . ? C14A N3 C15A C16 162.0(2) . . . . ? C16A N3 C15A C16 -19.53(12) . . . . ? O4 C14 C15A N3 -101.4(3) . . . . ? C14A C14 C15A N3 -19.2(2) . . . . ? O4 C14 C15A C16 -137.0(3) . . . . ? N3 C14 C15A C16 -35.62(11) . . . . ? C14A C14 C15A C16 -54.8(2) . . . . ? C16A C16 C15A N3 18.62(12) . . . . ? C16A C16 C15A C14 55.63(13) . . . . ? N3 C16 C15A C14 37.01(13) . . . . ? C15A C16 C16A N3 -15.07(10) . . . . ? N3 C16 C16A C15 17.41(10) . . . . ? C15A C16 C16A C15 2.35(10) . . . . ? C15A N3 C16A C16 22.73(14) . . . . ? C14 N3 C16A C16 -83.7(5) . . . . ? C15 N3 C16A C16 159.89(10) . . . . ? C14A N3 C16A C16 -158.61(17) . . . . ? C15A N3 C16A C15 -137.2(2) . . . . ? C14 N3 C16A C15 116.4(5) . . . . ? C16 N3 C16A C15 -159.89(10) . . . . ? C14A N3 C16A C15 41.50(16) . . . . ? N3 C15 C16A C16 -18.39(10) . . . . ? C14A C15 C16A C16 -59.44(16) . . . . ? C14A C15 C16A N3 -41.05(17) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 32.61 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.44 _refine_diff_density_min -0.53 _refine_diff_density_rms 0.060 # END OF BChen_compound_3 CIF # data_BChen_compound_4 _database_code_CSD 211020 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(II), tetrahydrofuran solvate ; _chemical_name_common ;Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(ii), tetrahydrofuran solvate ; _chemical_melting_point ? _chemical_compound_source 'local laboratory' _chemical_formula_moiety 'C20 H20 Cu N2 O4, 4(C4 H8 O)' _chemical_formula_sum 'C36 H52 Cu N2 O8' _chemical_formula_weight 704.34 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' Cu Cu 0.3201 1.2651 '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' _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_cell_setting Monoclinic 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 9.301(4) _cell_length_b 14.214(6) _cell_length_c 14.281(8) _cell_angle_alpha 90 _cell_angle_beta 93.881(15) _cell_angle_gamma 90 _cell_volume 1883.7(15) _cell_formula_units_Z 2 _cell_measurement_temperature 230 _cell_measurement_reflns_used 3335 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description prism _exptl_crystal_colour 'light blue' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 750 _exptl_absorpt_coefficient_mu 0.629 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.869 _exptl_absorpt_correction_T_max 0.939 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 230 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'KappaCCD (with Oxford Cryostream)' _diffrn_measurement_method ' \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 _diffrn_reflns_number 16634 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_sigmaI/netI 0.0526 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.8 _diffrn_reflns_theta_max 25.0 _reflns_number_total 3304 _reflns_number_gt 2239 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius 1999)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_cell_refinement 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'Direct_methods (SIR, Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. The following model was adopted for the disordered solvent molecules: Atoms C15-C19 and C20-C24 form two five-membered rings, each with 1/2 occupancy. There was no evidence that the THF O atoms preferred any of the positions, so all atoms were left as C. All bonded distances were restrained to be close to 1.5 \%A, and a single common isotropic displacement parameter was refined for all 10 C positions. ; _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^)+(0.1255P)^2^+0.4599P] 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 3304 _refine_ls_number_parameters 203 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.097 _refine_ls_R_factor_gt 0.063 _refine_ls_wR_factor_ref 0.199 _refine_ls_wR_factor_gt 0.174 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.008 _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 Cu1 Cu 0.5000 0.5000 0.5000 0.0467(3) Uani 1 2 d S . . O1 O 0.6471(3) 0.4291(2) 0.43893(19) 0.0533(7) Uani 1 1 d . . . O2 O 0.3499(3) 0.4325(2) 0.42571(19) 0.0538(7) Uani 1 1 d . . . C2 C 0.6302(5) 0.3672(3) 0.3758(3) 0.0530(10) Uani 1 1 d . . . C6 C 0.4949(4) 0.2599(3) 0.2611(3) 0.0502(10) Uani 1 1 d . . . C4 C 0.3633(5) 0.3697(3) 0.3640(3) 0.0516(10) Uani 1 1 d . . . C3 C 0.4962(5) 0.3346(3) 0.3359(3) 0.0499(10) Uani 1 1 d . . . N1 N 0.4969(4) 0.1204(3) 0.1214(3) 0.0565(9) Uani 1 1 d . . . C7 C 0.4937(7) 0.2815(4) 0.1683(3) 0.0733(15) Uani 1 1 d . . . H7 H 0.4927 0.3455 0.1489 0.088 Uiso 1 1 calc R . . C10 C 0.4984(6) 0.1658(4) 0.2831(4) 0.0740(14) Uani 1 1 d . . . H10 H 0.5000 0.1461 0.3467 0.089 Uiso 1 1 calc R . . C9 C 0.4996(7) 0.0998(4) 0.2116(4) 0.0775(15) Uani 1 1 d . . . H9 H 0.5025 0.0352 0.2288 0.093 Uiso 1 1 calc R . . C8 C 0.4940(7) 0.2100(4) 0.1020(3) 0.0769(15) Uani 1 1 d . . . H8 H 0.4919 0.2278 0.0378 0.092 Uiso 1 1 calc R . . C5 C 0.2237(5) 0.3325(4) 0.3191(4) 0.0734(14) Uani 1 1 d . . . H5A H 0.1455 0.3455 0.3599 0.110 Uiso 1 1 calc R . . H5B H 0.2316 0.2644 0.3099 0.110 Uiso 1 1 calc R . . H5C H 0.2029 0.3632 0.2583 0.110 Uiso 1 1 calc R . . C1 C 0.7684(5) 0.3264(4) 0.3439(4) 0.0734(14) Uani 1 1 d . . . H1A H 0.8466 0.3720 0.3555 0.110 Uiso 1 1 calc R . . H1B H 0.7566 0.3122 0.2767 0.110 Uiso 1 1 calc R . . H1C H 0.7918 0.2684 0.3789 0.110 Uiso 1 1 calc R . . C11 C 0.038(2) 0.1926(14) 0.0724(9) 0.201(6) Uani 1 1 d . . . H11A H 0.0081 0.1881 0.0047 0.241 Uiso 1 1 calc R . . H11B H 0.1073 0.2450 0.0827 0.241 Uiso 1 1 calc R . . O3 O -0.081(2) 0.2037(13) 0.1262(11) 0.315(8) Uani 1 1 d . . . C14 C -0.0840(18) 0.1209(14) 0.1874(16) 0.251(9) Uani 1 1 d . . . H14A H -0.0739 0.1411 0.2539 0.301 Uiso 1 1 calc R . . H14B H -0.1778 0.0884 0.1765 0.301 Uiso 1 1 calc R . . C13 C 0.021(2) 0.0627(11) 0.1702(16) 0.248(8) Uani 1 1 d . . . H13A H -0.0170 0.0024 0.1444 0.298 Uiso 1 1 calc R . . H13B H 0.0833 0.0499 0.2279 0.298 Uiso 1 1 calc R . . C12 C 0.095(2) 0.1088(17) 0.107(2) 0.316(15) Uani 1 1 d . . . H12A H 0.1057 0.0662 0.0525 0.379 Uiso 1 1 calc R . . H12B H 0.1933 0.1216 0.1350 0.379 Uiso 1 1 calc R . . C15 C 0.694(3) 0.433(2) 0.0069(17) 0.182(3) Uiso 0.50 1 d PD A 1 C16 C 0.805(3) 0.4615(18) 0.091(2) 0.182(3) Uiso 0.50 1 d PD A 1 C17 C 0.833(3) 0.5652(17) 0.0833(18) 0.182(3) Uiso 0.50 1 d PD A 1 C18 C 0.774(3) 0.594(2) -0.0075(18) 0.182(3) Uiso 0.50 1 d PD A 1 C19 C 0.698(3) 0.5123(18) -0.062(2) 0.182(3) Uiso 0.50 1 d PD A 1 C20 C 0.731(3) 0.576(2) 0.0303(18) 0.182(3) Uiso 0.50 1 d PD B 2 C21 C 0.805(3) 0.5571(18) -0.0620(19) 0.182(3) Uiso 0.50 1 d PD B 2 C22 C 0.789(3) 0.4555(18) -0.0657(19) 0.182(3) Uiso 0.50 1 d PD B 2 C23 C 0.769(3) 0.412(2) 0.0232(18) 0.182(3) Uiso 0.50 1 d PD B 2 C24 C 0.726(3) 0.4908(17) 0.092(2) 0.182(3) Uiso 0.50 1 d PD B 2 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 Cu1 0.0545(4) 0.0437(4) 0.0425(4) -0.0034(3) 0.0079(3) -0.0012(3) O1 0.0568(16) 0.0523(17) 0.0512(17) -0.0099(14) 0.0071(12) -0.0038(13) O2 0.0578(16) 0.0528(18) 0.0515(17) -0.0091(14) 0.0081(12) -0.0019(13) C2 0.066(3) 0.047(2) 0.047(2) 0.002(2) 0.0114(19) -0.0011(19) C6 0.055(2) 0.046(2) 0.049(3) -0.003(2) 0.0056(17) 0.0000(18) C4 0.058(2) 0.049(2) 0.048(2) 0.000(2) 0.0054(18) -0.0029(18) C3 0.066(2) 0.042(2) 0.042(2) -0.0030(18) 0.0080(18) -0.0012(19) N1 0.066(2) 0.051(2) 0.053(2) -0.0042(18) 0.0066(16) 0.0003(17) C7 0.123(4) 0.048(3) 0.049(3) 0.001(2) 0.008(3) 0.002(3) C10 0.118(4) 0.054(3) 0.050(3) 0.000(2) 0.008(3) -0.001(3) C9 0.125(5) 0.043(3) 0.066(3) -0.005(2) 0.015(3) 0.002(3) C8 0.124(4) 0.063(3) 0.045(3) -0.003(2) 0.012(3) 0.000(3) C5 0.062(3) 0.080(4) 0.077(3) -0.025(3) 0.005(2) -0.003(2) C1 0.062(3) 0.082(4) 0.077(3) -0.029(3) 0.011(2) 0.006(2) C11 0.230(16) 0.226(16) 0.156(10) 0.010(11) 0.079(11) -0.071(13) O3 0.342(19) 0.297(17) 0.316(16) 0.034(13) 0.105(14) 0.159(15) C14 0.200(14) 0.209(17) 0.37(3) -0.018(16) 0.170(16) 0.027(12) C13 0.240(18) 0.137(12) 0.37(3) 0.013(14) 0.067(17) 0.042(13) C12 0.202(17) 0.23(2) 0.54(4) 0.00(2) 0.21(2) 0.057(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 Cu1 O2 1.947(3) . ? Cu1 O2 1.947(3) 3_666 ? Cu1 O1 1.952(3) . ? Cu1 O1 1.952(3) 3_666 ? Cu1 N1 2.437(4) 2_655 ? Cu1 N1 2.437(4) 4_566 ? O1 C2 1.262(5) . ? O2 C4 1.267(5) . ? C2 C3 1.413(6) . ? C2 C1 1.508(6) . ? C6 C7 1.360(6) . ? C6 C10 1.373(6) . ? C6 C3 1.506(6) . ? C4 C3 1.416(6) . ? C4 C5 1.505(6) . ? N1 C8 1.304(6) . ? N1 C9 1.319(6) . ? N1 Cu1 2.438(4) 2_645 ? C7 C8 1.390(7) . ? C7 H7 0.9500 . ? C10 C9 1.387(7) . ? C10 H10 0.9500 . ? C9 H9 0.9500 . ? C8 H8 0.9500 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C11 C12 1.38(2) . ? C11 O3 1.396(17) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? O3 C14 1.467(19) . ? C14 C13 1.319(18) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C13 C12 1.35(2) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C15 C19 1.50(2) . ? C15 C16 1.58(2) . ? C16 C17 1.50(2) . ? C17 C18 1.43(2) . ? C18 C19 1.55(2) . ? C20 C24 1.50(2) . ? C20 C21 1.55(2) . ? C21 C22 1.45(2) . ? C22 C23 1.44(2) . ? C23 C24 1.56(2) . ? 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 Cu1 O2 180 . 3_666 ? O2 Cu1 O1 90.03(12) . . ? O2 Cu1 O1 89.97(12) 3_666 . ? O2 Cu1 O1 89.97(12) . 3_666 ? O2 Cu1 O1 90.03(12) 3_666 3_666 ? O1 Cu1 O1 180 . 3_666 ? O2 Cu1 N1 90.04(13) . 2_655 ? O2 Cu1 N1 89.96(13) 3_666 2_655 ? O1 Cu1 N1 90.14(13) . 2_655 ? O1 Cu1 N1 89.85(13) 3_666 2_655 ? O2 Cu1 N1 89.96(13) . 4_566 ? O2 Cu1 N1 90.04(13) 3_666 4_566 ? O1 Cu1 N1 89.86(13) . 4_566 ? O1 Cu1 N1 90.14(13) 3_666 4_566 ? N1 Cu1 N1 180 2_655 4_566 ? C2 O1 Cu1 128.5(3) . . ? C4 O2 Cu1 128.7(3) . . ? O1 C2 C3 125.5(4) . . ? O1 C2 C1 114.6(4) . . ? C3 C2 C1 119.9(4) . . ? C7 C6 C10 116.2(4) . . ? C7 C6 C3 122.1(4) . . ? C10 C6 C3 121.7(4) . . ? O2 C4 C3 125.0(4) . . ? O2 C4 C5 115.0(4) . . ? C3 C4 C5 120.0(4) . . ? C2 C3 C4 122.2(4) . . ? C2 C3 C6 118.8(4) . . ? C4 C3 C6 119.0(4) . . ? C8 N1 C9 115.0(4) . . ? C8 N1 Cu1 122.4(3) . 2_645 ? C9 N1 Cu1 122.6(3) . 2_645 ? C6 C7 C8 119.9(5) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.1 . . ? C6 C10 C9 119.5(4) . . ? C6 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? N1 C9 C10 124.6(5) . . ? N1 C9 H9 117.7 . . ? C10 C9 H9 117.7 . . ? N1 C8 C7 124.8(5) . . ? N1 C8 H8 117.6 . . ? C7 C8 H8 117.6 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C12 C11 O3 101.8(13) . . ? C12 C11 H11A 111.4 . . ? O3 C11 H11A 111.4 . . ? C12 C11 H11B 111.4 . . ? O3 C11 H11B 111.4 . . ? H11A C11 H11B 109.3 . . ? C11 O3 C14 106.6(13) . . ? C13 C14 O3 110.3(15) . . ? C13 C14 H14A 109.6 . . ? O3 C14 H14A 109.6 . . ? C13 C14 H14B 109.6 . . ? O3 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? C14 C13 C12 103.9(16) . . ? C14 C13 H13A 111.0 . . ? C12 C13 H13A 111.0 . . ? C14 C13 H13B 111.0 . . ? C12 C13 H13B 111.0 . . ? H13A C13 H13B 109.0 . . ? C13 C12 C11 117.1(14) . . ? C13 C12 H12A 108.0 . . ? C11 C12 H12A 108.0 . . ? C13 C12 H12B 108.0 . . ? C11 C12 H12B 108.0 . . ? H12A C12 H12B 107.3 . . ? C19 C15 C16 105(2) . . ? C17 C16 C15 108(2) . . ? C18 C17 C16 107(2) . . ? C17 C18 C19 112(2) . . ? C15 C19 C18 105(2) . . ? C24 C20 C21 113(2) . . ? C22 C21 C20 99(2) . . ? C23 C22 C21 115(2) . . ? C22 C23 C24 107(2) . . ? C20 C24 C23 101(2) . . ? 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 O2 Cu1 O1 C2 1.0(3) . . . . ? O2 Cu1 O1 C2 -179.0(3) 3_666 . . . ? O1 Cu1 O1 C2 -112(10) 3_666 . . . ? N1 Cu1 O1 C2 -89.0(3) 2_655 . . . ? N1 Cu1 O1 C2 91.0(3) 4_566 . . . ? O2 Cu1 O2 C4 -96(15) 3_666 . . . ? O1 Cu1 O2 C4 -0.6(3) . . . . ? O1 Cu1 O2 C4 179.4(3) 3_666 . . . ? N1 Cu1 O2 C4 89.5(4) 2_655 . . . ? N1 Cu1 O2 C4 -90.5(4) 4_566 . . . ? Cu1 O1 C2 C3 -1.0(6) . . . . ? Cu1 O1 C2 C1 179.8(3) . . . . ? Cu1 O2 C4 C3 0.1(6) . . . . ? Cu1 O2 C4 C5 -179.5(3) . . . . ? O1 C2 C3 C4 0.1(7) . . . . ? C1 C2 C3 C4 179.3(4) . . . . ? O1 C2 C3 C6 -179.8(4) . . . . ? C1 C2 C3 C6 -0.7(6) . . . . ? O2 C4 C3 C2 0.3(7) . . . . ? C5 C4 C3 C2 179.9(4) . . . . ? O2 C4 C3 C6 -179.7(4) . . . . ? C5 C4 C3 C6 -0.1(6) . . . . ? C7 C6 C3 C2 -90.9(6) . . . . ? C10 C6 C3 C2 87.5(5) . . . . ? C7 C6 C3 C4 89.1(6) . . . . ? C10 C6 C3 C4 -92.4(5) . . . . ? C10 C6 C7 C8 0.9(8) . . . . ? C3 C6 C7 C8 179.4(5) . . . . ? C7 C6 C10 C9 -0.4(8) . . . . ? C3 C6 C10 C9 -178.9(5) . . . . ? C8 N1 C9 C10 0.5(8) . . . . ? Cu1 N1 C9 C10 179.8(4) 2_645 . . . ? C6 C10 C9 N1 -0.3(9) . . . . ? C9 N1 C8 C7 0.1(9) . . . . ? Cu1 N1 C8 C7 -179.3(5) 2_645 . . . ? C6 C7 C8 N1 -0.8(9) . . . . ? C12 C11 O3 C14 -1(2) . . . . ? C11 O3 C14 C13 -2(3) . . . . ? O3 C14 C13 C12 4(3) . . . . ? C14 C13 C12 C11 -6(3) . . . . ? O3 C11 C12 C13 5(3) . . . . ? C19 C15 C16 C17 17(3) . . . . ? C15 C16 C17 C18 -12(3) . . . . ? C16 C17 C18 C19 3(3) . . . . ? C16 C15 C19 C18 -15(3) . . . . ? C17 C18 C19 C15 8(4) . . . . ? C24 C20 C21 C22 21(3) . . . . ? C20 C21 C22 C23 -22(3) . . . . ? C21 C22 C23 C24 16(3) . . . . ? C21 C20 C24 C23 -12(4) . . . . ? C22 C23 C24 C20 -2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.0 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.66 _refine_diff_density_min -0.29 _refine_diff_density_rms 0.076 # END OF BChen_compound_4 CIF # data_BChen_compound_5 _database_code_CSD 211021 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(II), dimethyl sulfoxide solvate ; _chemical_name_common ;Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(ii), dimethyl sulfoxide solvate ; _chemical_melting_point ? _chemical_compound_source 'local laboratory' _chemical_formula_moiety 'C20 H20 Cu N2 O4, 2(C2 H6 O S)' _chemical_formula_sum 'C24 H32 Cu N2 O6 S2' _chemical_formula_weight 572.18 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' Cu Cu 0.3201 1.2651 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.6540(10) _cell_length_b 10.553(2) _cell_length_c 16.470(3) _cell_angle_alpha 90 _cell_angle_beta 102.058(10) _cell_angle_gamma 90 _cell_volume 1301.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100 _cell_measurement_reflns_used 4654 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 33.7 _exptl_crystal_description parallelepiped _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.461 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 598 _exptl_absorpt_coefficient_mu 1.041 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.835 _exptl_absorpt_correction_T_max 0.901 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'KappaCCD (with Oxford Cryostream)' _diffrn_measurement_method ' \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 _diffrn_reflns_number 25682 _diffrn_reflns_av_R_equivalents 0.023 _diffrn_reflns_av_sigmaI/netI 0.0377 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.7 _diffrn_reflns_theta_max 33.7 _reflns_number_total 5062 _reflns_number_gt 4128 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius 1999)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_cell_refinement 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'Direct_methods (SIR, Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0321P)^2^+0.8582P] 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 5062 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.051 _refine_ls_R_factor_gt 0.036 _refine_ls_wR_factor_ref 0.087 _refine_ls_wR_factor_gt 0.081 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.007 _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 Cu1 Cu 0.0000 0.0000 0.0000 0.01288(6) Uani 1 2 d S . . O1 O 0.25306(13) 0.02233(9) 0.04765(6) 0.01604(19) Uani 1 1 d . . . O2 O -0.06299(13) 0.13507(9) 0.06875(6) 0.01579(18) Uani 1 1 d . . . N1 N 0.48320(15) 0.34787(11) 0.38453(7) 0.0165(2) Uani 1 1 d . . . C1 C 0.51836(19) 0.06020(16) 0.14504(9) 0.0233(3) Uani 1 1 d . . . H1A H 0.5381 -0.0183 0.1774 0.035 Uiso 1 1 calc R . . H1B H 0.5693 0.1317 0.1801 0.035 Uiso 1 1 calc R . . H1C H 0.5762 0.0538 0.0974 0.035 Uiso 1 1 calc R . . C2 C 0.31987(17) 0.08090(13) 0.11446(8) 0.0152(2) Uani 1 1 d . . . C3 C 0.22317(17) 0.15899(13) 0.15934(8) 0.0142(2) Uani 1 1 d . . . C4 C 0.03830(18) 0.18396(12) 0.13194(8) 0.0144(2) Uani 1 1 d . . . C5 C -0.0540(2) 0.27686(15) 0.17924(9) 0.0223(3) Uani 1 1 d . . . H5A H -0.1656 0.3058 0.1434 0.033 Uiso 1 1 calc R . . H5B H 0.0243 0.3497 0.1964 0.033 Uiso 1 1 calc R . . H5C H -0.0805 0.2351 0.2284 0.033 Uiso 1 1 calc R . . C6 C 0.31780(17) 0.22204(13) 0.23750(8) 0.0144(2) Uani 1 1 d . . . C7 C 0.28674(18) 0.18551(13) 0.31479(8) 0.0164(2) Uani 1 1 d . . . H7 H 0.2098 0.1163 0.3191 0.020 Uiso 1 1 calc R . . C8 C 0.36973(18) 0.25165(14) 0.38534(8) 0.0168(2) Uani 1 1 d . . . H8 H 0.3444 0.2271 0.4372 0.020 Uiso 1 1 calc R . . C9 C 0.51566(18) 0.38077(13) 0.31054(8) 0.0165(2) Uani 1 1 d . . . H9 H 0.5974 0.4479 0.3086 0.020 Uiso 1 1 calc R . . C10 C 0.43652(18) 0.32217(13) 0.23653(8) 0.0161(2) Uani 1 1 d . . . H10 H 0.4630 0.3500 0.1856 0.019 Uiso 1 1 calc R . . S1S S 0.69758(5) 0.62202(4) 0.10316(2) 0.02361(9) Uani 1 1 d . . . O1S O 0.57736(18) 0.51907(12) 0.12278(9) 0.0337(3) Uani 1 1 d . . . C1S C 0.7867(2) 0.56611(18) 0.01760(12) 0.0315(4) Uani 1 1 d . . . H1S1 H 0.8725 0.4979 0.0364 0.047 Uiso 1 1 calc R . . H1S2 H 0.8470 0.6359 -0.0046 0.047 Uiso 1 1 calc R . . H1S3 H 0.6894 0.5339 -0.0259 0.047 Uiso 1 1 calc R . . C2S C 0.5562(2) 0.74020(17) 0.04673(13) 0.0345(4) Uani 1 1 d . . . H2S1 H 0.4809 0.7020 -0.0026 0.052 Uiso 1 1 calc R . . H2S2 H 0.6296 0.8073 0.0297 0.052 Uiso 1 1 calc R . . H2S3 H 0.4805 0.7763 0.0820 0.052 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01295(10) 0.01480(11) 0.00975(9) -0.00131(8) -0.00020(7) -0.00148(8) O1 0.0143(4) 0.0201(5) 0.0130(4) -0.0028(3) 0.0014(3) -0.0018(3) O2 0.0167(4) 0.0174(4) 0.0117(4) -0.0011(3) -0.0007(3) 0.0003(3) N1 0.0150(5) 0.0186(5) 0.0151(5) -0.0043(4) 0.0015(4) -0.0010(4) C1 0.0156(6) 0.0302(8) 0.0224(6) -0.0074(6) 0.0003(5) 0.0008(6) C2 0.0147(6) 0.0167(6) 0.0135(5) 0.0009(4) 0.0017(4) -0.0022(5) C3 0.0143(6) 0.0157(6) 0.0119(5) -0.0003(4) 0.0008(4) -0.0017(4) C4 0.0165(6) 0.0141(5) 0.0121(5) 0.0012(4) 0.0019(4) -0.0013(4) C5 0.0201(7) 0.0246(7) 0.0203(6) -0.0073(5) -0.0003(5) 0.0038(5) C6 0.0139(5) 0.0158(6) 0.0127(5) -0.0012(4) 0.0008(4) 0.0003(4) C7 0.0161(6) 0.0189(6) 0.0134(5) -0.0001(5) 0.0014(4) -0.0041(5) C8 0.0162(6) 0.0211(6) 0.0126(5) -0.0007(5) 0.0018(4) -0.0009(5) C9 0.0151(6) 0.0163(6) 0.0174(5) -0.0023(5) 0.0014(4) -0.0027(5) C10 0.0174(6) 0.0170(6) 0.0139(5) -0.0002(4) 0.0033(4) -0.0025(5) S1S 0.02471(18) 0.02468(18) 0.02310(17) 0.00258(14) 0.00881(13) -0.00660(14) O1S 0.0342(7) 0.0285(6) 0.0427(7) 0.0113(5) 0.0173(6) -0.0071(5) C1S 0.0272(8) 0.0327(9) 0.0389(9) -0.0050(7) 0.0166(7) -0.0048(7) C2S 0.0322(9) 0.0262(8) 0.0493(10) 0.0107(8) 0.0180(8) 0.0018(7) _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 Cu1 O2 1.9428(10) . ? Cu1 O2 1.9428(10) 3 ? Cu1 O1 1.9463(10) . ? Cu1 O1 1.9463(10) 3 ? Cu1 N1 2.4716(12) 4_565 ? Cu1 N1 2.4716(12) 2_545 ? O1 C2 1.2725(15) . ? O2 C4 1.2701(15) . ? N1 C8 1.3380(18) . ? N1 C9 1.3393(18) . ? N1 Cu1 2.4716(12) 2 ? C1 C2 1.5132(19) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.4149(19) . ? C3 C4 1.4172(18) . ? C3 C6 1.4950(17) . ? C4 C5 1.5157(19) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C10 1.3959(19) . ? C6 C7 1.3971(18) . ? C7 C8 1.3901(18) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.3881(18) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? S1S O1S 1.5019(12) . ? S1S C2S 1.7802(19) . ? S1S C1S 1.7891(18) . ? C1S H1S1 0.9800 . ? C1S H1S2 0.9800 . ? C1S H1S3 0.9800 . ? C2S H2S1 0.9800 . ? C2S H2S2 0.9800 . ? C2S H2S3 0.9800 . ? 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 Cu1 O2 180.0 . 3 ? O2 Cu1 O1 91.34(4) . . ? O2 Cu1 O1 88.66(4) 3 . ? O2 Cu1 O1 88.66(4) . 3 ? O2 Cu1 O1 91.34(4) 3 3 ? O1 Cu1 O1 180.0 . 3 ? O2 Cu1 N1 89.57(4) . 4_565 ? O2 Cu1 N1 90.43(4) 3 4_565 ? O1 Cu1 N1 96.84(4) . 4_565 ? O1 Cu1 N1 83.16(4) 3 4_565 ? O2 Cu1 N1 90.43(4) . 2_545 ? O2 Cu1 N1 89.57(4) 3 2_545 ? O1 Cu1 N1 83.16(4) . 2_545 ? O1 Cu1 N1 96.84(4) 3 2_545 ? N1 Cu1 N1 180.00(5) 4_565 2_545 ? C2 O1 Cu1 126.43(9) . . ? C4 O2 Cu1 126.32(9) . . ? C8 N1 C9 116.75(11) . . ? C8 N1 Cu1 114.51(9) . 2 ? C9 N1 Cu1 122.82(9) . 2 ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.10(12) . . ? O1 C2 C1 114.33(12) . . ? C3 C2 C1 120.57(11) . . ? C2 C3 C4 122.58(11) . . ? C2 C3 C6 119.79(11) . . ? C4 C3 C6 117.61(12) . . ? O2 C4 C3 125.69(12) . . ? O2 C4 C5 114.43(12) . . ? C3 C4 C5 119.88(11) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C10 C6 C7 117.03(12) . . ? C10 C6 C3 121.76(11) . . ? C7 C6 C3 121.18(12) . . ? C8 C7 C6 119.21(12) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? N1 C8 C7 123.84(12) . . ? N1 C8 H8 118.1 . . ? C7 C8 H8 118.1 . . ? N1 C9 C10 123.61(13) . . ? N1 C9 H9 118.2 . . ? C10 C9 H9 118.2 . . ? C9 C10 C6 119.53(12) . . ? C9 C10 H10 120.2 . . ? C6 C10 H10 120.2 . . ? O1S S1S C2S 106.64(8) . . ? O1S S1S C1S 106.41(8) . . ? C2S S1S C1S 96.31(9) . . ? S1S C1S H1S1 109.5 . . ? S1S C1S H1S2 109.5 . . ? H1S1 C1S H1S2 109.5 . . ? S1S C1S H1S3 109.5 . . ? H1S1 C1S H1S3 109.5 . . ? H1S2 C1S H1S3 109.5 . . ? S1S C2S H2S1 109.5 . . ? S1S C2S H2S2 109.5 . . ? H2S1 C2S H2S2 109.5 . . ? S1S C2S H2S3 109.5 . . ? H2S1 C2S H2S3 109.5 . . ? H2S2 C2S H2S3 109.5 . . ? 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 O2 Cu1 O1 C2 16.71(11) . . . . ? O2 Cu1 O1 C2 -163.29(11) 3 . . . ? O1 Cu1 O1 C2 128.5(8) 3 . . . ? N1 Cu1 O1 C2 106.44(11) 4_565 . . . ? N1 Cu1 O1 C2 -73.56(11) 2_545 . . . ? O2 Cu1 O2 C4 -171(12) 3 . . . ? O1 Cu1 O2 C4 -14.71(11) . . . . ? O1 Cu1 O2 C4 165.29(11) 3 . . . ? N1 Cu1 O2 C4 -111.54(11) 4_565 . . . ? N1 Cu1 O2 C4 68.46(11) 2_545 . . . ? Cu1 O1 C2 C3 -11.31(19) . . . . ? Cu1 O1 C2 C1 168.14(10) . . . . ? O1 C2 C3 C4 -2.4(2) . . . . ? C1 C2 C3 C4 178.21(13) . . . . ? O1 C2 C3 C6 179.64(12) . . . . ? C1 C2 C3 C6 0.22(19) . . . . ? Cu1 O2 C4 C3 7.32(19) . . . . ? Cu1 O2 C4 C5 -173.09(9) . . . . ? C2 C3 C4 O2 4.5(2) . . . . ? C6 C3 C4 O2 -177.44(12) . . . . ? C2 C3 C4 C5 -175.05(13) . . . . ? C6 C3 C4 C5 2.99(19) . . . . ? C2 C3 C6 C10 71.06(18) . . . . ? C4 C3 C6 C10 -107.03(15) . . . . ? C2 C3 C6 C7 -110.93(15) . . . . ? C4 C3 C6 C7 70.98(17) . . . . ? C10 C6 C7 C8 1.8(2) . . . . ? C3 C6 C7 C8 -176.26(12) . . . . ? C9 N1 C8 C7 0.3(2) . . . . ? Cu1 N1 C8 C7 154.05(11) 2 . . . ? C6 C7 C8 N1 -1.8(2) . . . . ? C8 N1 C9 C10 1.0(2) . . . . ? Cu1 N1 C9 C10 -150.33(11) 2 . . . ? N1 C9 C10 C6 -0.9(2) . . . . ? C7 C6 C10 C9 -0.6(2) . . . . ? C3 C6 C10 C9 177.48(13) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 33.72 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.52 _refine_diff_density_min -0.60 _refine_diff_density_rms 0.075 # END OF BChen_compound_5 CIF # data_BChen_compound_6 _database_code_CSD 211022 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(II), benzene solvate ; _chemical_name_common ;Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(ii), benzene solvate ; _chemical_melting_point ? _chemical_compound_source 'local laboratory' _chemical_formula_moiety 'C20 H20 Cu N2 O4, C6 H6' _chemical_formula_sum 'C26 H26 Cu N2 O4' _chemical_formula_weight 494.03 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' Cu Cu 0.3201 1.2651 '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' _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.5630(10) _cell_length_b 9.582(2) _cell_length_c 16.085(3) _cell_angle_alpha 90 _cell_angle_beta 96.213(11) _cell_angle_gamma 90 _cell_volume 1158.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100 _cell_measurement_reflns_used 4648 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 34.3 _exptl_crystal_description 'blade fragment' _exptl_crystal_colour 'light blue' _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.416 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 514 _exptl_absorpt_coefficient_mu 0.978 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.797 _exptl_absorpt_correction_T_max 0.907 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'KappaCCD (with Oxford Cryostream)' _diffrn_measurement_method ' \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 _diffrn_reflns_number 25351 _diffrn_reflns_av_R_equivalents 0.020 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 34.3 _reflns_number_total 4790 _reflns_number_gt 3924 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius 1999)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_cell_refinement 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'Direct_methods (SIR, Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0417P)^2^+0.6603P] 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 4790 _refine_ls_number_parameters 153 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.047 _refine_ls_R_factor_gt 0.036 _refine_ls_wR_factor_ref 0.097 _refine_ls_wR_factor_gt 0.090 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 Cu1 Cu 0.0000 0.0000 0.0000 0.01669(6) Uani 1 2 d S . . O1 O -0.04340(12) 0.15509(9) 0.07157(5) 0.01944(17) Uani 1 1 d . . . O2 O 0.24907(12) -0.00268(9) 0.04049(5) 0.01779(16) Uani 1 1 d . . . N1 N 0.53417(15) 0.34112(12) 0.37122(7) 0.0235(2) Uani 1 1 d . . . C1 C -0.02197(19) 0.29974(15) 0.19009(9) 0.0271(3) Uani 1 1 d . . . H1A H -0.1381 0.3297 0.1630 0.041 Uiso 1 1 calc R . . H1B H 0.0558 0.3812 0.2002 0.041 Uiso 1 1 calc R . . H1C H -0.0373 0.2545 0.2435 0.041 Uiso 1 1 calc R . . C2 C 0.06093(16) 0.19770(12) 0.13389(7) 0.0183(2) Uani 1 1 d . . . C3 C 0.23988(16) 0.15733(12) 0.15343(7) 0.0171(2) Uani 1 1 d . . . C4 C 0.32458(15) 0.06098(12) 0.10413(7) 0.01667(19) Uani 1 1 d . . . C5 C 0.51912(17) 0.02649(14) 0.12524(8) 0.0213(2) Uani 1 1 d . . . H5A H 0.5396 -0.0715 0.1116 0.032 Uiso 1 1 calc R . . H5B H 0.5531 0.0419 0.1851 0.032 Uiso 1 1 calc R . . H5C H 0.5908 0.0866 0.0927 0.032 Uiso 1 1 calc R . . C6 C 0.34407(16) 0.22052(13) 0.22838(7) 0.0182(2) Uani 1 1 d . . . C7 C 0.45853(17) 0.33299(14) 0.22201(8) 0.0213(2) Uani 1 1 d . . . H7 H 0.4748 0.3709 0.1688 0.026 Uiso 1 1 calc R . . C8 C 0.54890(18) 0.38937(14) 0.29422(8) 0.0233(2) Uani 1 1 d . . . H8 H 0.6255 0.4666 0.2885 0.028 Uiso 1 1 calc R . . C9 C 0.42783(19) 0.23229(14) 0.37697(8) 0.0236(2) Uani 1 1 d . . . H9 H 0.4181 0.1948 0.4310 0.028 Uiso 1 1 calc R . . C10 C 0.32953(18) 0.16952(14) 0.30877(7) 0.0224(2) Uani 1 1 d . . . H10 H 0.2535 0.0929 0.3168 0.027 Uiso 1 1 calc R . . C1S C 0.6007(2) 0.61903(17) 0.02193(9) 0.0317(3) Uani 1 1 d . . . H1S H 0.6697 0.6998 0.0369 0.038 Uiso 1 1 calc R . . C2S C 0.4177(2) 0.62937(17) 0.00358(10) 0.0329(3) Uani 1 1 d . . . H2S H 0.3607 0.7174 0.0058 0.039 Uiso 1 1 calc R . . C3S C 0.6822(2) 0.48980(17) 0.01820(11) 0.0332(3) Uani 1 1 d . . . H3S H 0.8075 0.4825 0.0306 0.040 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01671(10) 0.01813(10) 0.01389(9) -0.00360(6) -0.00446(7) 0.00246(7) O1 0.0196(4) 0.0209(4) 0.0164(4) -0.0042(3) -0.0047(3) 0.0028(3) O2 0.0169(4) 0.0221(4) 0.0134(3) -0.0038(3) -0.0027(3) 0.0007(3) N1 0.0226(5) 0.0257(5) 0.0207(5) -0.0053(4) -0.0051(4) -0.0009(4) C1 0.0239(6) 0.0305(6) 0.0256(6) -0.0126(5) -0.0029(5) 0.0056(5) C2 0.0195(5) 0.0189(5) 0.0159(4) -0.0026(4) -0.0013(4) 0.0005(4) C3 0.0175(5) 0.0197(5) 0.0134(4) -0.0026(4) -0.0018(3) -0.0004(4) C4 0.0172(5) 0.0191(5) 0.0131(4) 0.0002(4) -0.0010(3) -0.0005(4) C5 0.0159(5) 0.0294(6) 0.0178(5) -0.0036(4) -0.0014(4) 0.0019(4) C6 0.0178(5) 0.0206(5) 0.0155(4) -0.0041(4) -0.0013(4) 0.0002(4) C7 0.0198(5) 0.0255(6) 0.0182(5) -0.0030(4) 0.0005(4) -0.0027(4) C8 0.0202(6) 0.0258(6) 0.0231(5) -0.0051(4) -0.0007(4) -0.0041(4) C9 0.0290(6) 0.0257(6) 0.0146(5) -0.0025(4) -0.0040(4) -0.0004(5) C10 0.0268(6) 0.0225(5) 0.0172(5) -0.0026(4) -0.0013(4) -0.0037(4) C1S 0.0363(8) 0.0316(7) 0.0273(6) -0.0015(5) 0.0036(6) -0.0009(6) C2S 0.0357(8) 0.0301(7) 0.0335(7) 0.0018(6) 0.0072(6) 0.0056(6) C3S 0.0287(7) 0.0382(8) 0.0320(7) 0.0015(6) 0.0005(6) 0.0030(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 Cu1 O2 1.9255(9) . ? Cu1 O2 1.9255(9) 3 ? Cu1 O1 1.9295(9) 3 ? Cu1 O1 1.9295(9) . ? Cu1 N1 2.6059(12) 2_545 ? Cu1 N1 2.6059(12) 4_565 ? O1 C2 1.2739(14) . ? O2 C4 1.2728(13) . ? N1 C9 1.3263(18) . ? N1 C8 1.3379(18) . ? C1 C2 1.5129(17) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.4100(17) . ? C3 C4 1.4146(16) . ? C3 C6 1.4951(16) . ? C4 C5 1.5103(17) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.3930(18) . ? C6 C10 1.3978(17) . ? C7 C8 1.3914(17) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.3933(17) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C1S C2S 1.387(2) . ? C1S C3S 1.387(2) . ? C1S H1S 0.9500 . ? C2S C3S 1.393(2) 3_665 ? C2S H2S 0.9500 . ? C3S C2S 1.393(2) 3_665 ? C3S H3S 0.9500 . ? 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 Cu1 O2 180.0 . 3 ? O2 Cu1 O1 88.17(4) . 3 ? O2 Cu1 O1 91.83(4) 3 3 ? O2 Cu1 O1 91.83(4) . . ? O2 Cu1 O1 88.17(4) 3 . ? O1 Cu1 O1 180.0 3 . ? O2 Cu1 N1 95.69(4) 3 2_545 ? O2 Cu1 N1 84.31(4) . 2_545 ? O1 Cu1 N1 93.56(4) 3 2_545 ? O1 Cu1 N1 86.44(4) . 2_545 ? O2 Cu1 N1 84.31(4) 3 4_565 ? O2 Cu1 N1 95.69(4) . 4_565 ? O1 Cu1 N1 86.44(4) 3 4_565 ? O1 Cu1 N1 93.56(4) . 4_565 ? N1 Cu1 N1 180 2_545 4_565 ? C2 O1 Cu1 125.83(8) . . ? C4 O2 Cu1 127.09(8) . . ? C9 N1 Cu1 106.91(9) . 2 ? C8 N1 Cu1 124.01(9) . 2 ? C9 N1 C8 116.62(11) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.82(11) . . ? O1 C2 C1 114.57(11) . . ? C3 C2 C1 119.60(10) . . ? C2 C3 C4 122.41(10) . . ? C2 C3 C6 118.56(10) . . ? C4 C3 C6 119.02(10) . . ? O2 C4 C3 124.94(11) . . ? O2 C4 C5 114.66(10) . . ? C3 C4 C5 120.40(10) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C10 116.76(11) . . ? C7 C6 C3 122.11(11) . . ? C10 C6 C3 121.13(11) . . ? C8 C7 C6 119.47(12) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? N1 C8 C7 123.78(12) . . ? N1 C8 H8 118.1 . . ? C7 C8 H8 118.1 . . ? N1 C9 C10 124.09(12) . . ? N1 C9 H9 118.0 . . ? C10 C9 H9 118.0 . . ? C9 C10 C6 119.26(12) . . ? C9 C10 H10 120.4 . . ? C6 C10 H10 120.4 . . ? C2S C1S C3S 119.48(15) . . ? C2S C1S H1S 120.3 . . ? C3S C1S H1S 120.3 . . ? C1S C2S C3S 119.78(15) . 3_665 ? C1S C2S H2S 120.1 . . ? C3S C2S H2S 120.1 3_665 . ? C1S C3S C2S 120.74(16) . 3_665 ? C1S C3S H3S 119.6 . . ? C2S C3S H3S 119.6 3_665 . ? 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 O2 Cu1 O1 C2 -15.61(10) . . . . ? O2 Cu1 O1 C2 164.39(10) 3 . . . ? O1 Cu1 O1 C2 74.5(9) 3 . . . ? O2 Cu1 O2 C4 -98(3) 3 . . . ? O1 Cu1 O2 C4 -167.29(10) 3 . . . ? O1 Cu1 O2 C4 12.71(10) . . . . ? Cu1 O1 C2 C3 12.36(18) . . . . ? Cu1 O1 C2 C1 -167.21(9) . . . . ? O1 C2 C3 C4 -0.4(2) . . . . ? C1 C2 C3 C4 179.13(12) . . . . ? O1 C2 C3 C6 178.70(12) . . . . ? C1 C2 C3 C6 -1.75(18) . . . . ? Cu1 O2 C4 C3 -6.11(17) . . . . ? Cu1 O2 C4 C5 173.91(8) . . . . ? C2 C3 C4 O2 -3.01(19) . . . . ? C6 C3 C4 O2 177.88(11) . . . . ? C2 C3 C4 C5 176.96(11) . . . . ? C6 C3 C4 C5 -2.15(17) . . . . ? C2 C3 C6 C7 -98.22(15) . . . . ? C4 C3 C6 C7 80.93(15) . . . . ? C2 C3 C6 C10 81.22(15) . . . . ? C4 C3 C6 C10 -99.63(15) . . . . ? C10 C6 C7 C8 -0.92(19) . . . . ? C3 C6 C7 C8 178.55(12) . . . . ? C9 N1 C8 C7 0.7(2) . . . . ? C6 C7 C8 N1 0.6(2) . . . . ? C8 N1 C9 C10 -1.7(2) . . . . ? N1 C9 C10 C6 1.3(2) . . . . ? C7 C6 C10 C9 0.04(19) . . . . ? C3 C6 C10 C9 -179.43(12) . . . . ? C3S C1S C2S C3S 0.1(3) . . . 3_665 ? C2S C1S C3S C2S -0.1(3) . . . 3_665 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 34.34 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.48 _refine_diff_density_min -0.64 _refine_diff_density_rms 0.072 # END OF BChen_compound_6 CIF # data_BChen_compound_7 _database_code_CSD 211023 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(II), acetonitrile solvate ; _chemical_name_common ;Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(ii), acetonitrile solvate ; _chemical_melting_point ? _chemical_compound_source 'local laboratory' _chemical_formula_moiety 'C20 H20 Cu N2 O4, 2(C2 H3 N)' _chemical_formula_sum 'C24 H26 Cu N4 O4' _chemical_formula_weight 498.03 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' Cu Cu 0.3201 1.2651 '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' _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.4240(10) _cell_length_b 14.483(3) _cell_length_c 11.163(2) _cell_angle_alpha 90 _cell_angle_beta 95.711(10) _cell_angle_gamma 90 _cell_volume 1194.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100 _cell_measurement_reflns_used 5208 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 35.0 _exptl_crystal_description prism _exptl_crystal_colour 'greenish blue' _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 518 _exptl_absorpt_coefficient_mu 0.951 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.758 _exptl_absorpt_correction_T_max 0.867 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'KappaCCD (with Oxford Cryostream)' _diffrn_measurement_method ' \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 _diffrn_reflns_number 28392 _diffrn_reflns_av_R_equivalents 0.023 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.1 _diffrn_reflns_theta_max 35.0 _reflns_number_total 5236 _reflns_number_gt 4297 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius 1999)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'Direct_methods (SIR, Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0451P)^2^+0.4189P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0036(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5236 _refine_ls_number_parameters 155 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.047 _refine_ls_R_factor_gt 0.035 _refine_ls_wR_factor_ref 0.095 _refine_ls_wR_factor_gt 0.089 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 Cu1 Cu 0.5000 0.5000 0.5000 0.01297(6) Uani 1 2 d S . . O1 O 0.25616(11) 0.54988(5) 0.49624(7) 0.01573(15) Uani 1 1 d . . . O2 O 0.57925(11) 0.57516(5) 0.63918(7) 0.01548(15) Uani 1 1 d . . . N1 N 0.06949(14) 0.87216(7) 0.86197(9) 0.01902(18) Uani 1 1 d . . . C1 C 0.00286(15) 0.63804(8) 0.53411(11) 0.0190(2) Uani 1 1 d . . . H1A H -0.0437 0.6107 0.4569 0.028 Uiso 1 1 calc R . . H1B H -0.0092 0.7054 0.5295 0.028 Uiso 1 1 calc R . . H1C H -0.0664 0.6144 0.5978 0.028 Uiso 1 1 calc R . . C2 C 0.19905(15) 0.61286(7) 0.56190(9) 0.01421(18) Uani 1 1 d . . . C3 C 0.30542(15) 0.65769(7) 0.65782(9) 0.01456(18) Uani 1 1 d . . . C4 C 0.48758(15) 0.63475(7) 0.69159(9) 0.01510(18) Uani 1 1 d . . . C5 C 0.59085(19) 0.68117(9) 0.79836(12) 0.0247(2) Uani 1 1 d . . . H5A H 0.5714 0.6473 0.8720 0.037 Uiso 1 1 calc R . . H5B H 0.5479 0.7448 0.8048 0.037 Uiso 1 1 calc R . . H5C H 0.7203 0.6816 0.7876 0.037 Uiso 1 1 calc R . . C6 C 0.21877(15) 0.73118(7) 0.72697(10) 0.01492(18) Uani 1 1 d . . . C7 C 0.15464(17) 0.71312(8) 0.83785(10) 0.0191(2) Uani 1 1 d . . . H7 H 0.1605 0.6524 0.8701 0.023 Uiso 1 1 calc R . . C8 C 0.08209(17) 0.78467(8) 0.90089(11) 0.0205(2) Uani 1 1 d . . . H8 H 0.0389 0.7707 0.9761 0.025 Uiso 1 1 calc R . . C9 C 0.12675(19) 0.88890(8) 0.75397(11) 0.0225(2) Uani 1 1 d . . . H9 H 0.1163 0.9500 0.7232 0.027 Uiso 1 1 calc R . . C10 C 0.20071(18) 0.82172(8) 0.68448(11) 0.0207(2) Uani 1 1 d . . . H10 H 0.2388 0.8374 0.6083 0.025 Uiso 1 1 calc R . . N1S N 0.7505(4) 0.99281(12) 0.49866(18) 0.0632(6) Uani 1 1 d . . . C1S C 0.6977(3) 0.97257(13) 0.58766(16) 0.0491(5) Uani 1 1 d . . . C2S C 0.6309(3) 0.94704(18) 0.70036(17) 0.0604(7) Uani 1 1 d . . . H2S1 H 0.6356 0.8798 0.7095 0.091 Uiso 1 1 calc R . . H2S2 H 0.5056 0.9682 0.7009 0.091 Uiso 1 1 calc R . . H2S3 H 0.7064 0.9759 0.7671 0.091 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01245(9) 0.01276(9) 0.01404(9) -0.00314(6) 0.00303(6) 0.00076(6) O1 0.0144(3) 0.0158(3) 0.0172(3) -0.0041(3) 0.0033(3) 0.0004(3) O2 0.0153(4) 0.0151(3) 0.0163(3) -0.0037(3) 0.0028(3) 0.0018(3) N1 0.0194(5) 0.0175(4) 0.0208(4) -0.0042(3) 0.0054(3) 0.0030(3) C1 0.0144(5) 0.0189(5) 0.0239(5) -0.0030(4) 0.0032(4) 0.0017(4) C2 0.0142(4) 0.0133(4) 0.0158(4) 0.0002(3) 0.0049(3) -0.0005(3) C3 0.0162(5) 0.0131(4) 0.0150(4) -0.0018(3) 0.0045(3) 0.0015(3) C4 0.0175(5) 0.0137(4) 0.0144(4) -0.0013(3) 0.0033(3) 0.0000(3) C5 0.0238(6) 0.0252(5) 0.0237(5) -0.0114(4) -0.0043(4) 0.0054(4) C6 0.0154(5) 0.0141(4) 0.0158(4) -0.0023(3) 0.0041(3) 0.0005(3) C7 0.0250(6) 0.0146(4) 0.0189(5) -0.0011(4) 0.0090(4) 0.0004(4) C8 0.0239(6) 0.0191(5) 0.0199(5) -0.0028(4) 0.0099(4) -0.0003(4) C9 0.0312(6) 0.0152(4) 0.0219(5) -0.0009(4) 0.0074(5) 0.0059(4) C10 0.0290(6) 0.0160(4) 0.0183(5) 0.0001(4) 0.0081(4) 0.0043(4) N1S 0.114(2) 0.0411(9) 0.0347(9) 0.0011(6) 0.0060(10) -0.0162(9) C1S 0.0803(15) 0.0326(8) 0.0312(8) 0.0003(6) -0.0109(8) -0.0209(9) C2S 0.0693(14) 0.0755(15) 0.0328(9) 0.0148(9) -0.0137(9) -0.0396(12) _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 Cu1 O2 1.9399(8) . ? Cu1 O2 1.9399(8) 3_666 ? Cu1 O1 1.9457(8) 3_666 ? Cu1 O1 1.9457(8) . ? Cu1 N1 2.4953(10) 4_675 ? Cu1 N1 2.4953(10) 2_546 ? O1 C2 1.2692(13) . ? O2 C4 1.2765(13) . ? N1 C9 1.3397(16) . ? N1 C8 1.3397(16) . ? C1 C2 1.5035(16) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.4225(15) . ? C3 C4 1.4071(16) . ? C3 C6 1.4971(15) . ? C4 C5 1.5095(16) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.3944(15) . ? C6 C10 1.3964(16) . ? C7 C8 1.3908(16) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.3909(16) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? N1S C1S 1.142(3) . ? C1S C2S 1.445(3) . ? C2S H2S1 0.9800 . ? C2S H2S2 0.9800 . ? C2S H2S3 0.9800 . ? 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 Cu1 O2 179.999(1) . 3_666 ? O2 Cu1 O1 89.06(3) . 3_666 ? O2 Cu1 O1 90.93(3) 3_666 3_666 ? O2 Cu1 O1 90.94(3) . . ? O2 Cu1 O1 89.07(3) 3_666 . ? O1 Cu1 O1 180.00(5) 3_666 . ? O2 Cu1 N1 90.77(4) . 4_675 ? O2 Cu1 N1 89.23(4) 3_666 4_675 ? O1 Cu1 N1 87.72(4) . 4_675 ? O1 Cu1 N1 92.28(4) 3_666 4_675 ? O2 Cu1 N1 89.23(4) . 2_546 ? O2 Cu1 N1 90.77(4) 3_666 2_546 ? O1 Cu1 N1 92.28(4) . 2_546 ? O1 Cu1 N1 87.72(4) 3_666 2_546 ? N1 Cu1 N1 180 4_675 2_546 ? C2 O1 Cu1 128.17(7) . . ? C4 O2 Cu1 127.83(7) . . ? C9 N1 Cu1 121.66(8) . 2_556 ? C8 N1 Cu1 120.90(8) . 2_556 ? C9 N1 C8 116.41(10) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 124.78(10) . . ? O1 C2 C1 115.32(10) . . ? C3 C2 C1 119.89(9) . . ? C4 C3 C2 122.73(9) . . ? C4 C3 C6 118.72(9) . . ? C2 C3 C6 118.54(10) . . ? O2 C4 C3 125.37(10) . . ? O2 C4 C5 114.26(10) . . ? C3 C4 C5 120.36(10) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C10 116.61(10) . . ? C7 C6 C3 121.77(10) . . ? C10 C6 C3 121.61(10) . . ? C8 C7 C6 119.54(10) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? N1 C8 C7 123.96(11) . . ? N1 C8 H8 118.0 . . ? C7 C8 H8 118.0 . . ? N1 C9 C10 123.61(11) . . ? N1 C9 H9 118.2 . . ? C10 C9 H9 118.2 . . ? C9 C10 C6 119.82(11) . . ? C9 C10 H10 120.1 . . ? C6 C10 H10 120.1 . . ? N1S C1S C2S 179.9(3) . . ? C1S C2S H2S1 109.5 . . ? C1S C2S H2S2 109.5 . . ? H2S1 C2S H2S2 109.5 . . ? C1S C2S H2S3 109.5 . . ? H2S1 C2S H2S3 109.5 . . ? H2S2 C2S H2S3 109.5 . . ? 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 O2 Cu1 O1 C2 4.42(9) . . . . ? O2 Cu1 O1 C2 -175.58(9) 3_666 . . . ? O1 Cu1 O1 C2 -47.9(4) 3_666 . . . ? O2 Cu1 O2 C4 -156(10) 3_666 . . . ? O1 Cu1 O2 C4 176.86(9) 3_666 . . . ? O1 Cu1 O2 C4 -3.14(9) . . . . ? Cu1 O1 C2 C3 -2.98(16) . . . . ? Cu1 O1 C2 C1 178.26(7) . . . . ? O1 C2 C3 C4 -1.35(17) . . . . ? C1 C2 C3 C4 177.36(10) . . . . ? O1 C2 C3 C6 179.74(10) . . . . ? C1 C2 C3 C6 -1.55(15) . . . . ? Cu1 O2 C4 C3 0.40(16) . . . . ? Cu1 O2 C4 C5 179.88(8) . . . . ? C2 C3 C4 O2 2.71(18) . . . . ? C6 C3 C4 O2 -178.39(10) . . . . ? C2 C3 C4 C5 -176.74(11) . . . . ? C6 C3 C4 C5 2.17(16) . . . . ? C4 C3 C6 C7 -79.87(14) . . . . ? C2 C3 C6 C7 99.09(13) . . . . ? C4 C3 C6 C10 99.10(14) . . . . ? C2 C3 C6 C10 -81.94(14) . . . . ? C10 C6 C7 C8 -1.70(18) . . . . ? C3 C6 C7 C8 177.32(11) . . . . ? C9 N1 C8 C7 1.93(19) . . . . ? C6 C7 C8 N1 -0.2(2) . . . . ? C8 N1 C9 C10 -1.7(2) . . . . ? N1 C9 C10 C6 -0.2(2) . . . . ? C7 C6 C10 C9 1.89(19) . . . . ? C3 C6 C10 C9 -177.13(12) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 35.0 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.52 _refine_diff_density_min -0.65 _refine_diff_density_rms 0.074 # END OF BChen_compound_7 CIF # data_BChen_compound_8 _database_code_CSD 211024 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(II), pyridine solvate ; _chemical_name_common ;Bis(3-(4-pyridyl)-2,4-pentanedionato)copper(ii), pyridine solvate ; _chemical_melting_point ? _chemical_compound_source 'local laboratory' _chemical_formula_moiety 'C20 H20 Cu N2 O4, C5 H5 N' _chemical_formula_sum 'C25 H25 Cu N3 O4' _chemical_formula_weight 495.02 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' Cu Cu 0.3201 1.2651 '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' _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.432(2) _cell_length_b 9.583(3) _cell_length_c 16.114(5) _cell_angle_alpha 90 _cell_angle_beta 95.766(17) _cell_angle_gamma 90 _cell_volume 1141.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100 _cell_measurement_reflns_used 2876 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 32.0 _exptl_crystal_description fragment _exptl_crystal_colour blue _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.440 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 514 _exptl_absorpt_coefficient_mu 0.993 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.758 _exptl_absorpt_correction_T_max 0.888 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'KappaCCD (with Oxford Cryostream)' _diffrn_measurement_method ' \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 _diffrn_reflns_number 15911 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_av_sigmaI/netI 0.0633 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.9 _diffrn_reflns_theta_max 32.0 _reflns_number_total 3718 _reflns_number_gt 2690 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius 1999)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_cell_refinement 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'Direct_methods (SIR, Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. The following model was adopted for the disordered solvent molecules: The pyridine molecule lies on a center of symmetry. The atomic positions were restrained to give approximate sixfold symmetry. When all three unique non-H atoms were refined as C, one atom (C3s) gave a significantly smaller displacement parameter than the others. Thus, we judged that the pyridine N atom was largely localized at this site. The final model, with 1/2 C and 1/2 N at position C3s, gave more uniform displacement parameters. ; _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^)+(0.0339P)^2^+0.8112P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0040(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3718 _refine_ls_number_parameters 153 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.073 _refine_ls_R_factor_gt 0.043 _refine_ls_wR_factor_ref 0.100 _refine_ls_wR_factor_gt 0.090 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 Cu1 Cu 0.0000 0.0000 0.0000 0.01251(10) Uani 1 2 d S . . O1 O -0.04518(17) 0.15816(14) 0.06874(8) 0.0147(3) Uani 1 1 d . . . O2 O 0.25264(16) -0.00311(15) 0.04151(7) 0.0136(2) Uani 1 1 d . . . N1 N 0.5369(2) 0.34274(18) 0.36985(10) 0.0177(3) Uani 1 1 d . . . C1 C -0.0264(3) 0.3100(2) 0.18272(13) 0.0245(5) Uani 1 1 d . . . H1A H -0.1514 0.3269 0.1593 0.037 Uiso 0.50 1 calc PR . . H1B H 0.0422 0.3973 0.1831 0.037 Uiso 0.50 1 calc PR . . H1C H -0.0257 0.2750 0.2399 0.037 Uiso 0.50 1 calc PR . . H1D H 0.0614 0.3393 0.2289 0.037 Uiso 0.50 1 calc PR . . H1E H -0.1321 0.2688 0.2051 0.037 Uiso 0.50 1 calc PR . . H1F H -0.0642 0.3911 0.1483 0.037 Uiso 0.50 1 calc PR . . C2 C 0.0592(2) 0.2033(2) 0.13019(11) 0.0144(4) Uani 1 1 d . . . C3 C 0.2398(2) 0.1616(2) 0.15170(11) 0.0133(3) Uani 1 1 d . . . C4 C 0.3267(2) 0.0623(2) 0.10439(11) 0.0130(3) Uani 1 1 d . . . C5 C 0.5236(2) 0.0274(2) 0.12718(12) 0.0169(4) Uani 1 1 d . . . H5A H 0.5444 -0.0712 0.1152 0.025 Uiso 1 1 calc R . . H5B H 0.5556 0.0452 0.1867 0.025 Uiso 1 1 calc R . . H5C H 0.5987 0.0857 0.0944 0.025 Uiso 1 1 calc R . . C6 C 0.3440(2) 0.2247(2) 0.22682(11) 0.0143(4) Uani 1 1 d . . . C7 C 0.4570(3) 0.3395(2) 0.22117(12) 0.0164(4) Uani 1 1 d . . . H7 H 0.4719 0.3797 0.1684 0.020 Uiso 1 1 calc R . . C8 C 0.5476(3) 0.3946(2) 0.29319(12) 0.0175(4) Uani 1 1 d . . . H8 H 0.6219 0.4741 0.2879 0.021 Uiso 1 1 calc R . . C9 C 0.4303(3) 0.2311(2) 0.37478(12) 0.0198(4) Uani 1 1 d . . . H9 H 0.4217 0.1909 0.4281 0.024 Uiso 1 1 calc R . . C10 C 0.3317(3) 0.1708(2) 0.30652(12) 0.0178(4) Uani 1 1 d . . . H10 H 0.2558 0.0930 0.3139 0.021 Uiso 1 1 calc R . . C1S C 0.6075(3) 0.6130(3) 0.01792(13) 0.0277(5) Uani 1 1 d . . . H1S H 0.6804 0.6933 0.0298 0.033 Uiso 1 1 d R . . C2S C 0.4210(3) 0.6265(3) 0.00658(14) 0.0271(5) Uani 1 1 d . . . H2S H 0.3679 0.7158 0.0120 0.033 Uiso 1 1 d R . . C3S C 0.6877(3) 0.4857(2) 0.01144(13) 0.0295(5) Uani 0.50 1 d P . . N3S N 0.6877(3) 0.4857(2) 0.01144(13) 0.0295(5) Uani 0.50 1 d P . . H3S H 0.8154 0.4758 0.0197 0.035 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 Cu1 0.01101(14) 0.01487(16) 0.01106(15) -0.00348(14) -0.00171(10) 0.00142(14) O1 0.0141(6) 0.0171(7) 0.0121(6) -0.0039(5) -0.0017(5) 0.0018(5) O2 0.0111(5) 0.0177(6) 0.0114(5) -0.0042(6) -0.0015(4) 0.0012(6) N1 0.0164(8) 0.0203(8) 0.0158(7) -0.0042(7) -0.0020(6) -0.0006(7) C1 0.0197(9) 0.0266(11) 0.0259(10) -0.0137(9) -0.0039(8) 0.0065(9) C2 0.0148(8) 0.0155(9) 0.0128(8) -0.0022(7) 0.0006(6) -0.0001(7) C3 0.0136(8) 0.0156(9) 0.0103(8) -0.0022(7) 0.0003(6) -0.0018(7) C4 0.0122(8) 0.0162(9) 0.0105(8) 0.0014(7) 0.0000(6) -0.0017(7) C5 0.0128(8) 0.0240(11) 0.0137(8) -0.0027(7) 0.0001(6) 0.0021(7) C6 0.0122(8) 0.0170(9) 0.0134(8) -0.0041(7) -0.0008(6) 0.0020(7) C7 0.0144(8) 0.0200(10) 0.0148(8) -0.0015(8) 0.0016(7) 0.0000(8) C8 0.0136(8) 0.0187(9) 0.0198(9) -0.0044(8) 0.0004(7) -0.0017(8) C9 0.0223(10) 0.0230(11) 0.0136(9) -0.0015(8) -0.0009(7) 0.0003(8) C10 0.0196(9) 0.0173(10) 0.0162(8) -0.0030(8) -0.0001(7) -0.0033(8) C1S 0.0295(12) 0.0333(13) 0.0201(10) 0.0023(10) 0.0013(9) -0.0006(10) C2S 0.0307(12) 0.0274(12) 0.0238(10) 0.0048(10) 0.0052(9) 0.0075(10) C3S 0.0229(9) 0.0372(13) 0.0282(10) 0.0037(10) 0.0009(8) 0.0042(10) N3S 0.0229(9) 0.0372(13) 0.0282(10) 0.0037(10) 0.0009(8) 0.0042(10) _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 Cu1 O1 1.9265(14) 3 ? Cu1 O1 1.9265(14) . ? Cu1 O2 1.9290(13) . ? Cu1 O2 1.9291(13) 3 ? Cu1 N1 2.6192(17) 4_565 ? Cu1 N1 2.6192(17) 2_545 ? O1 C2 1.271(2) . ? O2 C4 1.269(2) . ? N1 C9 1.339(3) . ? N1 C8 1.341(3) . ? C1 C2 1.508(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C1 H1D 0.9800 . ? C1 H1E 0.9800 . ? C1 H1F 0.9800 . ? C2 C3 1.410(3) . ? C3 C4 1.416(3) . ? C3 C6 1.497(3) . ? C4 C5 1.510(3) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.393(3) . ? C6 C10 1.396(3) . ? C7 C8 1.386(3) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.385(3) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C1S C3S 1.366(3) . ? C1S C2S 1.386(3) . ? C1S H1S 0.9500 . ? C2S N3S 1.358(3) 3_665 ? C2S C3S 1.358(3) 3_665 ? C2S H2S 0.9500 . ? C3S C2S 1.358(3) 3_665 ? C3S H3S 0.9500 . ? 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 Cu1 O1 180.0 3 . ? O1 Cu1 O2 88.13(6) 3 . ? O1 Cu1 O2 91.87(6) . . ? O1 Cu1 O2 91.87(6) 3 3 ? O1 Cu1 O2 88.13(6) . 3 ? O2 Cu1 O2 180.0 . 3 ? O1 Cu1 N1 87.36(6) 3 4_565 ? O1 Cu1 N1 92.64(6) . 4_565 ? O2 Cu1 N1 96.31(5) . 4_565 ? O2 Cu1 N1 83.69(6) 3 4_565 ? O1 Cu1 N1 92.64(6) 3 2_545 ? O1 Cu1 N1 87.36(6) . 2_545 ? O2 Cu1 N1 83.69(5) . 2_545 ? O2 Cu1 N1 96.31(5) 3 2_545 ? N1 Cu1 N1 180 4_565 2_545 ? C2 O1 Cu1 126.01(12) . . ? C4 O2 Cu1 126.74(12) . . ? C9 N1 C8 116.16(17) . . ? C9 N1 Cu1 107.59(12) . 2 ? C8 N1 Cu1 123.02(14) . 2 ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C2 C1 H1D 109.5 . . ? H1A C1 H1D 141.1 . . ? H1B C1 H1D 56.3 . . ? H1C C1 H1D 56.3 . . ? C2 C1 H1E 109.5 . . ? H1A C1 H1E 56.3 . . ? H1B C1 H1E 141.1 . . ? H1C C1 H1E 56.3 . . ? H1D C1 H1E 109.5 . . ? C2 C1 H1F 109.5 . . ? H1A C1 H1F 56.3 . . ? H1B C1 H1F 56.3 . . ? H1C C1 H1F 141.1 . . ? H1D C1 H1F 109.5 . . ? H1E C1 H1F 109.5 . . ? O1 C2 C3 125.90(17) . . ? O1 C2 C1 114.16(17) . . ? C3 C2 C1 119.93(17) . . ? C2 C3 C4 122.20(17) . . ? C2 C3 C6 119.13(16) . . ? C4 C3 C6 118.66(16) . . ? O2 C4 C3 125.26(17) . . ? O2 C4 C5 114.65(16) . . ? C3 C4 C5 120.09(16) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C10 116.61(17) . . ? C7 C6 C3 122.16(17) . . ? C10 C6 C3 121.23(17) . . ? C8 C7 C6 119.45(18) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? N1 C8 C7 124.13(19) . . ? N1 C8 H8 117.9 . . ? C7 C8 H8 117.9 . . ? N1 C9 C10 123.73(19) . . ? N1 C9 H9 118.1 . . ? C10 C9 H9 118.1 . . ? C9 C10 C6 119.89(19) . . ? C9 C10 H10 120.1 . . ? C6 C10 H10 120.1 . . ? C3S C1S C2S 120.8(2) . . ? C3S C1S H1S 119.6 . . ? C2S C1S H1S 119.6 . . ? N3S C2S C3S 0.0(2) 3_665 3_665 ? N3S C2S C1S 121.3(2) 3_665 . ? C3S C2S C1S 121.3(2) 3_665 . ? N3S C2S H2S 119.2 3_665 . ? C3S C2S H2S 119.2 3_665 . ? C1S C2S H2S 119.4 . . ? C2S C3S C1S 117.9(2) 3_665 . ? C2S C3S H3S 121.1 3_665 . ? C1S C3S H3S 121.0 . . ? 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 O1 Cu1 O1 C2 1(4) 3 . . . ? O2 Cu1 O1 C2 -15.08(15) . . . . ? O2 Cu1 O1 C2 164.92(15) 3 . . . ? O1 Cu1 O2 C4 -167.00(16) 3 . . . ? O1 Cu1 O2 C4 13.00(16) . . . . ? O2 Cu1 O2 C4 42(4) 3 . . . ? Cu1 O1 C2 C3 11.1(3) . . . . ? Cu1 O1 C2 C1 -168.40(14) . . . . ? O1 C2 C3 C4 0.7(3) . . . . ? C1 C2 C3 C4 -179.82(18) . . . . ? O1 C2 C3 C6 -179.53(18) . . . . ? C1 C2 C3 C6 -0.1(3) . . . . ? Cu1 O2 C4 C3 -6.6(3) . . . . ? Cu1 O2 C4 C5 173.79(12) . . . . ? C2 C3 C4 O2 -3.2(3) . . . . ? C6 C3 C4 O2 177.10(18) . . . . ? C2 C3 C4 C5 176.42(17) . . . . ? C6 C3 C4 C5 -3.3(3) . . . . ? C2 C3 C6 C7 -95.1(2) . . . . ? C4 C3 C6 C7 84.6(2) . . . . ? C2 C3 C6 C10 84.6(2) . . . . ? C4 C3 C6 C10 -95.7(2) . . . . ? C10 C6 C7 C8 -0.9(3) . . . . ? C3 C6 C7 C8 178.90(18) . . . . ? C9 N1 C8 C7 -0.3(3) . . . . ? C6 C7 C8 N1 1.3(3) . . . . ? C8 N1 C9 C10 -1.2(3) . . . . ? N1 C9 C10 C6 1.6(3) . . . . ? C7 C6 C10 C9 -0.5(3) . . . . ? C3 C6 C10 C9 179.77(18) . . . . ? C3S C1S C2S N3S -0.2(4) . . . 3_665 ? C3S C1S C2S C3S -0.2(4) . . . 3_665 ? C2S C1S C3S C2S 0.1(4) . . . 3_665 ? _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 32.0 _diffrn_measured_fraction_theta_full 0.937 _refine_diff_density_max 0.43 _refine_diff_density_min -0.58 _refine_diff_density_rms 0.092 # END OF BChen_compound_8 CIF # END OF FILE