# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_[Cu(Hmpc)2] _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 Cu N4 O4' _chemical_formula_weight 341.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fdd2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 22.638(2) _cell_length_b 23.917(2) _cell_length_c 5.1656(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2796.8(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour violet _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.624 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 1.583 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9250 _exptl_absorpt_correction_T_max 0.9540 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS SPIDE IP' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5374 _diffrn_reflns_av_R_equivalents 0.0523 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 25.96 _reflns_number_total 1320 _reflns_number_gt 1283 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+2.0500P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_number_reflns 1320 _refine_ls_number_parameters 102 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0816 _refine_ls_wR_factor_gt 0.0806 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _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 0.70032(12) 0.02960(17) Uani 1 2 d S . . C1 C 0.11964(14) 0.18893(13) 1.2022(7) 0.0412(7) Uani 1 1 d . . . H1B H 0.1477 0.2117 1.3010 0.062 Uiso 1 1 calc R . . H1C H 0.1023 0.1605 1.3159 0.062 Uiso 1 1 calc R . . H1D H 0.0883 0.2129 1.1331 0.062 Uiso 1 1 calc R . . C2 C 0.15146(13) 0.16070(12) 0.9819(6) 0.0325(6) Uani 1 1 d . . . C3 C 0.18110(13) 0.10292(11) 0.6663(6) 0.0334(6) Uani 1 1 d . . . C4 C 0.19172(15) 0.05911(12) 0.4655(8) 0.0441(8) Uani 1 1 d . . . H4A H 0.2178 0.0741 0.3310 0.066 Uiso 1 1 calc R . . H4B H 0.1540 0.0481 0.3877 0.066 Uiso 1 1 calc R . . H4C H 0.2103 0.0264 0.5461 0.066 Uiso 1 1 calc R . . C5 C 0.13596(13) 0.11167(12) 0.8452(6) 0.0320(7) Uani 1 1 d . . . C6 C 0.08196(13) 0.07694(12) 0.8778(6) 0.0342(7) Uani 1 1 d . . . O1 O 0.07172(9) 0.04315(8) 0.6913(5) 0.0381(5) Uani 1 1 d . . . O2 O 0.05145(13) 0.08072(13) 1.0737(5) 0.0551(7) Uani 1 1 d . . . N1 N 0.20230(11) 0.18068(10) 0.8927(6) 0.0348(6) Uani 1 1 d . . . N2 N 0.22017(11) 0.14455(10) 0.7016(6) 0.0361(6) Uani 1 1 d . . . H2A H 0.2498(19) 0.156(2) 0.632(11) 0.061(15) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0150(3) 0.0247(2) 0.0491(3) 0.000 0.000 -0.00011(18) C1 0.0314(18) 0.0402(15) 0.0521(19) -0.0065(17) 0.0083(16) 0.0004(13) C2 0.0201(15) 0.0334(14) 0.0439(18) 0.0009(13) 0.0032(12) 0.0018(11) C3 0.0245(15) 0.0289(13) 0.0467(18) -0.0002(12) 0.0053(13) -0.0019(11) C4 0.0343(18) 0.0423(16) 0.056(2) -0.0111(16) 0.0132(16) -0.0045(13) C5 0.0206(16) 0.0317(15) 0.0437(17) -0.0003(12) 0.0034(12) -0.0029(11) C6 0.0199(17) 0.0308(15) 0.052(2) 0.0032(12) 0.0036(13) 0.0003(11) O1 0.0202(11) 0.0324(10) 0.0617(13) -0.0066(11) 0.0041(10) -0.0066(8) O2 0.0346(15) 0.0756(19) 0.0551(16) -0.0135(13) 0.0160(12) -0.0180(13) N1 0.0212(14) 0.0276(12) 0.0557(17) -0.0026(11) 0.0053(11) -0.0014(10) N2 0.0200(13) 0.0335(12) 0.0548(16) -0.0068(13) 0.0108(13) -0.0045(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 1.9244(19) . ? Cu1 O1 1.9244(19) 2 ? Cu1 N1 2.001(2) 8_544 ? Cu1 N1 2.001(2) 11_454 ? C1 C2 1.507(4) . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C1 H1D 0.9800 . ? C2 N1 1.329(4) . ? C2 C5 1.413(4) . ? C3 N2 1.344(4) . ? C3 C5 1.393(4) . ? C3 C4 1.494(4) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.487(4) . ? C6 O2 1.229(4) . ? C6 O1 1.279(4) . ? N1 N2 1.373(4) . ? N1 Cu1 2.001(2) 3 ? N2 H2A 0.81(5) . ? 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 177.22(17) . 2 ? O1 Cu1 N1 89.17(9) . 8_544 ? O1 Cu1 N1 90.42(9) 2 8_544 ? O1 Cu1 N1 90.42(9) . 11_454 ? O1 Cu1 N1 89.17(9) 2 11_454 ? N1 Cu1 N1 162.89(17) 8_544 11_454 ? C2 C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C2 C1 H1D 109.5 . . ? H1B C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? N1 C2 C5 109.9(3) . . ? N1 C2 C1 121.0(3) . . ? C5 C2 C1 129.1(3) . . ? N2 C3 C5 106.3(3) . . ? N2 C3 C4 120.5(3) . . ? C5 C3 C4 133.1(3) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 C2 105.9(3) . . ? C3 C5 C6 126.4(3) . . ? C2 C5 C6 127.6(3) . . ? O2 C6 O1 124.4(3) . . ? O2 C6 C5 121.0(3) . . ? O1 C6 C5 114.6(3) . . ? C6 O1 Cu1 118.3(2) . . ? C2 N1 N2 106.2(2) . . ? C2 N1 Cu1 135.5(2) . 3 ? N2 N1 Cu1 118.00(19) . 3 ? C3 N2 N1 111.7(3) . . ? C3 N2 H2A 137(4) . . ? N1 N2 H2A 111(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.96 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.631 _refine_diff_density_min -0.433 _refine_diff_density_rms 0.071 _database_code_depnum_ccdc_archive 'CCDC 952286' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_[Cu2(mpc)2(DMA)]-alpha _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety C16H21Cu2N5O5 _chemical_formula_sum 'C16 H21 Cu2 N5 O5' _chemical_formula_weight 490.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x, z+1/4' 'y, -x, z+3/4' _cell_length_a 10.9931(5) _cell_length_b 10.9931(5) _cell_length_c 18.0850(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2185.54(18) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 1.980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8266 _exptl_absorpt_correction_T_max 0.8266 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7938 _diffrn_reflns_av_R_equivalents 0.0196 _diffrn_reflns_av_sigmaI/netI 0.0347 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.13 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3660 _reflns_number_gt 3573 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The disordered terminal molecules were subjected to geometric restrains during the refinement. Twinning law (0 -1 0 -1 0 0 0 0 1) was used during the structure refinement ; _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^)+(0.0510P)^2^+0.8573P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.002(18) _refine_ls_number_reflns 3660 _refine_ls_number_parameters 291 _refine_ls_number_restraints 68 _refine_ls_R_factor_all 0.0325 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.0849 _refine_ls_wR_factor_gt 0.0836 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.61646(6) 0.89197(7) 0.14388(2) 0.02907(18) Uani 1 1 d . . . Cu2 Cu 0.40777(6) 1.10067(7) 0.13444(3) 0.03025(18) Uani 1 1 d . . . C1 C 0.8459(7) 1.0151(8) 0.2458(4) 0.0552(18) Uani 1 1 d U . . H1C H 0.8341 0.9701 0.2907 0.083 Uiso 1 1 calc R . . H1B H 0.9160 1.0666 0.2507 0.083 Uiso 1 1 calc R . . H1A H 0.8583 0.9594 0.2055 0.083 Uiso 1 1 calc R . . C2 C 0.5252(7) 1.3496(7) 0.2250(4) 0.059(2) Uani 1 1 d . . . H2C H 0.5773 1.4185 0.2171 0.088 Uiso 1 1 calc R . . H2B H 0.4849 1.3578 0.2719 0.088 Uiso 1 1 calc R . . H2A H 0.4656 1.3457 0.1863 0.088 Uiso 1 1 calc R . . C3 C 0.7327(6) 1.0937(6) 0.2302(4) 0.0396(16) Uani 1 1 d . . . C4 C 0.5955(6) 1.2420(5) 0.2248(3) 0.0347(15) Uani 1 1 d . . . C5 C 0.7132(5) 1.2085(6) 0.2545(3) 0.0341(11) Uani 1 1 d . . . C6 C 0.7841(6) 1.2846(6) 0.3038(3) 0.0365(11) Uani 1 1 d . . . C7 C 0.5090(8) 0.6714(7) 0.2611(4) 0.0569(19) Uani 1 1 d U . . H7C H 0.5193 0.6679 0.3138 0.085 Uiso 1 1 calc R . . H7B H 0.5867 0.6833 0.2380 0.085 Uiso 1 1 calc R . . H7A H 0.4739 0.5965 0.2440 0.085 Uiso 1 1 calc R . . C8 C 0.1677(6) 0.9901(8) 0.2390(5) 0.059(2) Uani 1 1 d . . . H8C H 0.1355 1.0073 0.1908 0.088 Uiso 1 1 calc R . . H8B H 0.1868 1.0651 0.2636 0.088 Uiso 1 1 calc R . . H8A H 0.1084 0.9462 0.2674 0.088 Uiso 1 1 calc R . . C9 C 0.4280(6) 0.7731(6) 0.2421(3) 0.0330(14) Uani 1 1 d U . . C10 C 0.2841(4) 0.9128(5) 0.2314(3) 0.0292(13) Uani 1 1 d U . . C11 C 0.3068(6) 0.8049(7) 0.2661(3) 0.0355(11) Uani 1 1 d . . . C12 C 0.2334(6) 0.7344(6) 0.3174(3) 0.0345(11) Uani 1 1 d . . . C13 C 0.5307(10) 0.9918(9) -0.0116(5) 0.105(3) Uani 1 1 d U . . C14 C 0.6316(12) 1.0938(11) -0.0313(7) 0.128(5) Uani 1 1 d U A . H14C H 0.6668 1.1244 0.0136 0.193 Uiso 1 1 calc R . . H14B H 0.5938 1.1593 -0.0578 0.193 Uiso 1 1 calc R . . H14A H 0.6941 1.0582 -0.0614 0.193 Uiso 1 1 calc R . . O1 O 0.8852(4) 1.2469(5) 0.3319(3) 0.0534(15) Uani 1 1 d . . . O2 O 0.7498(4) 1.3894(4) 0.3219(2) 0.0414(12) Uani 1 1 d . . . O3 O 0.2673(4) 0.6363(4) 0.3429(3) 0.0471(12) Uani 1 1 d . . . O4 O 0.1282(4) 0.7736(4) 0.3368(3) 0.0451(12) Uani 1 1 d . . . O5 O 0.5062(3) 0.9829(3) 0.05117(19) 0.0483(9) Uani 1 1 d . A . N1 N 0.6455(4) 1.0479(4) 0.1914(3) 0.0267(12) Uani 1 1 d U . . N2 N 0.5628(4) 1.1408(4) 0.1842(3) 0.0305(12) Uani 1 1 d U . . N3 N 0.4648(5) 0.8646(5) 0.1985(3) 0.0329(12) Uani 1 1 d . . . N4 N 0.3750(4) 0.9536(4) 0.1931(3) 0.0238(10) Uani 1 1 d U . . N5 N 0.5434(15) 0.9260(15) -0.0658(7) 0.103(4) Uani 0.582(10) 1 d PU A 1 C15 C 0.5770(17) 0.9203(18) -0.1425(11) 0.111(5) Uani 0.582(10) 1 d PU A 1 H15C H 0.6534 0.9609 -0.1496 0.166 Uiso 0.582(10) 1 calc PR A 1 H15B H 0.5156 0.9593 -0.1719 0.166 Uiso 0.582(10) 1 calc PR A 1 H15A H 0.5844 0.8367 -0.1574 0.166 Uiso 0.582(10) 1 calc PR A 1 C16 C 0.434(2) 0.8195(19) -0.0441(11) 0.106(6) Uani 0.582(10) 1 d PU A 1 H16C H 0.3870 0.8478 -0.0030 0.159 Uiso 0.582(10) 1 calc PR A 1 H16B H 0.4731 0.7441 -0.0313 0.159 Uiso 0.582(10) 1 calc PR A 1 H16A H 0.3821 0.8071 -0.0860 0.159 Uiso 0.582(10) 1 calc PR A 1 N5' N 0.432(2) 0.983(2) -0.0612(13) 0.106(7) Uani 0.418(10) 1 d PU A 2 C15' C 0.454(5) 1.006(4) -0.149(3) 0.22(2) Uani 0.418(10) 1 d PU A 2 H15F H 0.4022 0.9532 -0.1768 0.324 Uiso 0.418(10) 1 calc PR A 2 H15E H 0.5373 0.9903 -0.1606 0.324 Uiso 0.418(10) 1 calc PR A 2 H15D H 0.4347 1.0894 -0.1605 0.324 Uiso 0.418(10) 1 calc PR A 2 C16' C 0.352(2) 0.896(2) -0.0380(15) 0.089(7) Uani 0.418(10) 1 d PU A 2 H16F H 0.3630 0.8811 0.0138 0.133 Uiso 0.418(10) 1 calc PR A 2 H16E H 0.3659 0.8220 -0.0650 0.133 Uiso 0.418(10) 1 calc PR A 2 H16D H 0.2698 0.9230 -0.0466 0.133 Uiso 0.418(10) 1 calc PR A 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 0.0241(3) 0.0311(4) 0.0320(4) -0.0113(3) 0.0068(4) -0.0024(2) Cu2 0.0239(3) 0.0347(4) 0.0322(4) 0.0134(3) -0.0065(3) -0.0034(2) C1 0.045(3) 0.055(3) 0.066(3) -0.012(2) -0.014(2) 0.010(2) C2 0.059(5) 0.054(4) 0.064(5) -0.009(4) -0.023(4) 0.021(4) C3 0.035(3) 0.030(3) 0.054(4) -0.013(3) -0.005(3) 0.003(3) C4 0.051(4) 0.023(2) 0.030(3) -0.001(2) -0.012(3) -0.004(3) C5 0.021(3) 0.044(3) 0.037(3) -0.022(3) -0.004(2) 0.006(2) C6 0.038(3) 0.039(4) 0.033(2) -0.011(3) -0.011(3) 0.006(2) C7 0.052(3) 0.052(3) 0.066(3) 0.011(2) 0.007(2) 0.012(2) C8 0.032(3) 0.055(4) 0.089(5) 0.031(4) 0.023(4) 0.019(3) C9 0.028(3) 0.043(3) 0.027(3) 0.020(2) 0.004(2) 0.014(3) C10 0.010(2) 0.034(3) 0.044(3) 0.015(3) 0.007(2) 0.010(2) C11 0.024(3) 0.044(4) 0.038(3) 0.015(3) 0.005(2) 0.006(2) C12 0.040(3) 0.030(3) 0.034(3) 0.007(2) 0.010(3) 0.007(2) C13 0.143(10) 0.130(9) 0.042(4) -0.005(4) -0.016(5) -0.005(6) C14 0.155(12) 0.134(11) 0.097(8) 0.037(7) -0.005(8) -0.055(9) O1 0.038(2) 0.053(3) 0.069(3) -0.028(3) -0.034(2) 0.015(2) O2 0.031(2) 0.040(3) 0.053(3) -0.019(2) -0.016(2) 0.007(2) O3 0.036(2) 0.038(3) 0.067(3) 0.022(2) 0.021(2) 0.010(2) O4 0.035(2) 0.037(2) 0.063(3) 0.020(2) 0.028(2) 0.008(2) O5 0.070(4) 0.053(3) 0.0226(17) 0.0057(17) -0.0011(17) 0.0024(18) N1 0.026(2) 0.031(3) 0.023(2) -0.009(2) -0.006(2) 0.006(2) N2 0.020(2) 0.036(3) 0.036(3) 0.001(2) -0.002(2) 0.000(2) N3 0.028(2) 0.037(3) 0.033(3) 0.008(2) 0.008(2) 0.012(2) N4 0.022(2) 0.030(2) 0.0194(19) 0.0068(18) 0.0024(18) 0.0038(19) N5 0.127(9) 0.131(8) 0.050(5) -0.012(6) -0.019(6) -0.005(7) C15 0.116(6) 0.114(6) 0.103(5) -0.005(3) 0.004(3) 0.000(3) C16 0.106(7) 0.104(7) 0.107(7) 0.001(3) -0.003(3) -0.007(3) N5' 0.118(11) 0.112(10) 0.090(10) -0.005(8) -0.014(8) -0.023(8) C15' 0.22(2) 0.22(2) 0.22(2) 0.000(3) 0.000(3) -0.002(3) C16' 0.088(8) 0.089(8) 0.089(8) -0.007(3) 0.000(3) -0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.943(5) . ? Cu1 N3 1.961(5) . ? Cu1 O3 1.990(4) 4_564 ? Cu1 O4 2.024(4) 4_564 ? Cu1 O5 2.298(4) . ? Cu1 C12 2.344(5) 4_564 ? Cu2 N4 1.967(4) . ? Cu2 N2 1.977(5) . ? Cu2 O2 2.005(4) 4_474 ? Cu2 O1 2.014(5) 4_474 ? Cu2 O5 2.262(4) . ? Cu2 C6 2.360(5) 4_474 ? C1 C3 1.541(9) . ? C1 H1C 0.9600 . ? C1 H1B 0.9600 . ? C1 H1A 0.9600 . ? C2 C4 1.413(9) . ? C2 H2C 0.9600 . ? C2 H2B 0.9600 . ? C2 H2A 0.9600 . ? C3 N1 1.291(8) . ? C3 C5 1.353(9) . ? C4 N2 1.381(7) . ? C4 C5 1.449(10) . ? C5 C6 1.449(6) . ? C6 O2 1.255(8) . ? C6 O1 1.292(8) . ? C6 Cu2 2.360(5) 3_765 ? C7 C9 1.470(9) . ? C7 H7C 0.9600 . ? C7 H7B 0.9600 . ? C7 H7A 0.9600 . ? C8 C10 1.543(8) . ? C8 H8C 0.9600 . ? C8 H8B 0.9600 . ? C8 H8A 0.9600 . ? C9 N3 1.341(8) . ? C9 C11 1.444(9) . ? C10 N4 1.296(7) . ? C10 C11 1.364(9) . ? C11 C12 1.454(6) . ? C12 O3 1.231(8) . ? C12 O4 1.283(8) . ? C12 Cu1 2.344(5) 3_655 ? C13 O5 1.171(9) . ? C13 N5 1.227(16) . ? C13 N5' 1.41(2) . ? C13 C14 1.617(13) . ? C14 H14C 0.9600 . ? C14 H14B 0.9600 . ? C14 H14A 0.9600 . ? O1 Cu2 2.014(5) 3_765 ? O2 Cu2 2.005(4) 3_765 ? O3 Cu1 1.990(4) 3_655 ? O4 Cu1 2.024(4) 3_655 ? N1 N2 1.374(6) . ? N3 N4 1.393(6) . ? N5 C15 1.44(2) . ? N5 C16 1.72(2) . ? C15 H15C 0.9600 . ? C15 H15B 0.9600 . ? C15 H15A 0.9600 . ? C16 H16C 0.9600 . ? C16 H16B 0.9600 . ? C16 H16A 0.9600 . ? N5' C16' 1.37(3) . ? N5' C15' 1.62(5) . ? C15' H15F 0.9600 . ? C15' H15E 0.9600 . ? C15' H15D 0.9600 . ? C16' H16F 0.9600 . ? C16' H16E 0.9600 . ? C16' H16D 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N3 92.99(18) . . ? N1 Cu1 O3 164.22(19) . 4_564 ? N3 Cu1 O3 101.0(2) . 4_564 ? N1 Cu1 O4 100.48(18) . 4_564 ? N3 Cu1 O4 164.9(2) . 4_564 ? O3 Cu1 O4 64.80(15) 4_564 4_564 ? N1 Cu1 O5 91.47(18) . . ? N3 Cu1 O5 89.19(19) . . ? O3 Cu1 O5 95.89(18) 4_564 . ? O4 Cu1 O5 97.23(18) 4_564 . ? N1 Cu1 C12 133.5(2) . 4_564 ? N3 Cu1 C12 132.6(2) . 4_564 ? O3 Cu1 C12 31.7(2) 4_564 4_564 ? O4 Cu1 C12 33.1(2) 4_564 4_564 ? O5 Cu1 C12 96.72(15) . 4_564 ? N4 Cu2 N2 95.49(18) . . ? N4 Cu2 O2 163.62(18) . 4_474 ? N2 Cu2 O2 99.25(19) . 4_474 ? N4 Cu2 O1 99.03(18) . 4_474 ? N2 Cu2 O1 162.7(2) . 4_474 ? O2 Cu2 O1 65.30(15) 4_474 4_474 ? N4 Cu2 O5 88.62(17) . . ? N2 Cu2 O5 91.04(18) . . ? O2 Cu2 O5 98.15(15) 4_474 . ? O1 Cu2 O5 98.65(19) 4_474 . ? N4 Cu2 C6 132.1(2) . 4_474 ? N2 Cu2 C6 131.0(2) . 4_474 ? O2 Cu2 C6 32.1(2) 4_474 4_474 ? O1 Cu2 C6 33.2(2) 4_474 4_474 ? O5 Cu2 C6 99.80(17) . 4_474 ? C3 C1 H1C 109.5 . . ? C3 C1 H1B 109.5 . . ? H1C C1 H1B 109.5 . . ? C3 C1 H1A 109.5 . . ? H1C C1 H1A 109.5 . . ? H1B C1 H1A 109.5 . . ? C4 C2 H2C 109.5 . . ? C4 C2 H2B 109.5 . . ? H2C C2 H2B 109.5 . . ? C4 C2 H2A 109.5 . . ? H2C C2 H2A 109.5 . . ? H2B C2 H2A 109.5 . . ? N1 C3 C5 115.0(6) . . ? N1 C3 C1 118.7(6) . . ? C5 C3 C1 126.3(6) . . ? N2 C4 C2 122.3(6) . . ? N2 C4 C5 103.0(5) . . ? C2 C4 C5 134.4(6) . . ? C3 C5 C6 130.7(8) . . ? C3 C5 C4 104.9(4) . . ? C6 C5 C4 124.2(7) . . ? O2 C6 O1 116.7(4) . . ? O2 C6 C5 122.0(7) . . ? O1 C6 C5 121.3(7) . . ? O2 C6 Cu2 58.2(3) . 3_765 ? O1 C6 Cu2 58.5(3) . 3_765 ? C5 C6 Cu2 179.7(5) . 3_765 ? C9 C7 H7C 109.5 . . ? C9 C7 H7B 109.5 . . ? H7C C7 H7B 109.5 . . ? C9 C7 H7A 109.5 . . ? H7C C7 H7A 109.5 . . ? H7B C7 H7A 109.5 . . ? C10 C8 H8C 109.5 . . ? C10 C8 H8B 109.5 . . ? H8C C8 H8B 109.5 . . ? C10 C8 H8A 109.5 . . ? H8C C8 H8A 109.5 . . ? H8B C8 H8A 109.5 . . ? N3 C9 C11 105.9(5) . . ? N3 C9 C7 121.7(6) . . ? C11 C9 C7 132.3(6) . . ? N4 C10 C11 113.9(5) . . ? N4 C10 C8 119.8(5) . . ? C11 C10 C8 126.2(5) . . ? C10 C11 C9 104.0(4) . . ? C10 C11 C12 130.9(7) . . ? C9 C11 C12 125.1(7) . . ? O3 C12 O4 117.6(4) . . ? O3 C12 C11 122.6(7) . . ? O4 C12 C11 119.7(7) . . ? O3 C12 Cu1 58.1(3) . 3_655 ? O4 C12 Cu1 59.6(3) . 3_655 ? C11 C12 Cu1 176.5(4) . 3_655 ? O5 C13 N5 138.8(13) . . ? O5 C13 N5' 115.6(15) . . ? N5 C13 N5' 62.7(11) . . ? O5 C13 C14 115.4(9) . . ? N5 C13 C14 98.9(12) . . ? N5' C13 C14 115.7(12) . . ? C13 C14 H14C 109.5 . . ? C13 C14 H14B 109.5 . . ? H14C C14 H14B 109.5 . . ? C13 C14 H14A 109.5 . . ? H14C C14 H14A 109.5 . . ? H14B C14 H14A 109.5 . . ? C6 O1 Cu2 88.3(4) . 3_765 ? C6 O2 Cu2 89.7(4) . 3_765 ? C12 O3 Cu1 90.2(4) . 3_655 ? C12 O4 Cu1 87.3(3) . 3_655 ? C13 O5 Cu2 135.1(6) . . ? C13 O5 Cu1 128.5(6) . . ? Cu2 O5 Cu1 90.89(13) . . ? C3 N1 N2 104.7(5) . . ? C3 N1 Cu1 135.0(5) . . ? N2 N1 Cu1 120.3(4) . . ? N1 N2 C4 112.1(5) . . ? N1 N2 Cu2 116.6(4) . . ? C4 N2 Cu2 130.3(5) . . ? C9 N3 N4 110.7(5) . . ? C9 N3 Cu1 131.9(4) . . ? N4 N3 Cu1 117.4(4) . . ? C10 N4 N3 105.4(5) . . ? C10 N4 Cu2 135.5(4) . . ? N3 N4 Cu2 119.0(4) . . ? C13 N5 C15 145.8(19) . . ? C13 N5 C16 98.0(14) . . ? C15 N5 C16 111.7(14) . . ? C16' N5' C13 110(2) . . ? C16' N5' C15' 120(2) . . ? C13 N5' C15' 120(3) . . ? N5' C15' H15F 109.5 . . ? N5' C15' H15E 109.5 . . ? H15F C15' H15E 109.5 . . ? N5' C15' H15D 109.5 . . ? H15F C15' H15D 109.5 . . ? H15E C15' H15D 109.5 . . ? N5' C16' H16F 109.5 . . ? N5' C16' H16E 109.5 . . ? H16F C16' H16E 109.5 . . ? N5' C16' H16D 109.5 . . ? H16F C16' H16D 109.5 . . ? H16E C16' H16D 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.450 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.081 _database_code_depnum_ccdc_archive 'CCDC 952287' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_[Cu2(mpc)2(DMA)]-Beta _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H21 Cu2 N5 O5' _chemical_formula_weight 490.46 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_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(2)nm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x+1/2, z+1/2' '-x, -y, z' 'y+1/2, -x+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' '-y, -x, z' 'x+1/2, -y+1/2, z+1/2' 'y, x, z' _cell_length_a 10.9857(8) _cell_length_b 10.9857(8) _cell_length_c 9.1031(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1098.61(16) _cell_formula_units_Z 2 _cell_measurement_temperature 438(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.483 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 1.969 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8274 _exptl_absorpt_correction_T_max 0.8274 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 438(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4539 _diffrn_reflns_av_R_equivalents 0.0180 _diffrn_reflns_av_sigmaI/netI 0.0233 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 26.96 _reflns_number_total 1177 _reflns_number_gt 1121 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+0.2000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(2) _refine_ls_number_reflns 1177 _refine_ls_number_parameters 93 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0273 _refine_ls_R_factor_gt 0.0263 _refine_ls_wR_factor_ref 0.0685 _refine_ls_wR_factor_gt 0.0677 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.030 _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 0.39516(2) 0.39516(2) 0.72845(6) 0.03869(14) Uani 1 2 d S . . N1 N 0.13685(18) 0.04814(19) 0.3329(3) 0.0402(4) Uani 1 1 d . . . C1 C 0.3388(3) 0.0090(4) 0.4372(6) 0.0941(16) Uani 1 1 d . . . H1A H 0.3229 -0.0718 0.4017 0.141 Uiso 1 1 calc R . . H1B H 0.3576 0.0057 0.5402 0.141 Uiso 1 1 calc R . . H1C H 0.4065 0.0430 0.3848 0.141 Uiso 1 1 calc R . . C2 C 0.2293(2) 0.0864(2) 0.4141(3) 0.0464(6) Uani 1 1 d . . . C3 C 0.2017(2) 0.2017(2) 0.4705(4) 0.0423(8) Uani 1 2 d S . . C4 C 0.2749(3) 0.2749(3) 0.5713(4) 0.0472(8) Uani 1 2 d S . . C5 C 0.5259(6) 0.4741(6) 0.4278(11) 0.094(4) Uani 0.50 2 d SPD . . O1 O 0.23810(19) 0.37637(18) 0.6176(3) 0.0631(6) Uani 1 1 d . . . O2 O 0.5000 0.5000 0.5521(5) 0.0654(12) Uani 1 4 d S . . N2 N 0.4317(14) 0.4792(15) 0.3223(17) 0.074(5) Uiso 0.202(7) 1 d PD . 1 C6 C 0.644(2) 0.406(3) 0.396(3) 0.077(7) Uiso 0.202(7) 1 d PD . 1 H6A H 0.6929 0.4524 0.3295 0.115 Uiso 0.202(7) 1 d PR . 1 H6B H 0.6863 0.3963 0.4876 0.115 Uiso 0.202(7) 1 d PR . 1 H6C H 0.6269 0.3276 0.3548 0.115 Uiso 0.202(7) 1 d PR . 1 C7 C 0.430(2) 0.430(2) 0.173(2) 0.154(11) Uiso 0.403(14) 2 d SPD . 1 H7A H 0.5005 0.3826 0.1601 0.231 Uiso 0.202(7) 1 d PR . 1 H7B H 0.3580 0.3858 0.1523 0.231 Uiso 0.202(7) 1 d PR . 1 H7C H 0.4338 0.5006 0.1064 0.231 Uiso 0.202(7) 1 d PR . 1 C8 C 0.327(2) 0.551(3) 0.345(4) 0.121(10) Uiso 0.202(7) 1 d PD . 1 H8A H 0.3283 0.5776 0.4454 0.181 Uiso 0.202(7) 1 d PR . 1 H8B H 0.3292 0.6206 0.2812 0.181 Uiso 0.202(7) 1 d PR . 1 H8C H 0.2534 0.5059 0.3270 0.181 Uiso 0.202(7) 1 d PR . 1 N2' N 0.4708(13) 0.5292(13) 0.316(2) 0.032(10) Uiso 0.097(14) 2 d SPD . 2 C6' C 0.6246(14) 0.3754(14) 0.440(7) 0.052(13) Uiso 0.097(14) 2 d SPD . 2 H6'A H 0.5979 0.3118 0.5055 0.078 Uiso 0.048(7) 1 d PR . 2 H6'B H 0.6390 0.3418 0.3446 0.078 Uiso 0.048(7) 1 d PR . 2 H6'C H 0.6985 0.4104 0.4774 0.078 Uiso 0.048(7) 1 d PR . 2 C7' C 0.5000 0.5000 0.163(3) 0.085(18) Uiso 0.19(3) 4 d SPD . 2 H7'A H 0.5618 0.4382 0.1607 0.128 Uiso 0.097(14) 2 d SPR . 2 H7'B H 0.4284 0.4707 0.1138 0.128 Uiso 0.048(7) 1 d PR . 2 H7'C H 0.5293 0.5716 0.1138 0.128 Uiso 0.048(7) 1 d PR . 2 C8' C 0.383(2) 0.617(2) 0.366(7) 0.050(15) Uiso 0.097(14) 2 d SPD . 2 H8'A H 0.3809 0.6195 0.4719 0.075 Uiso 0.097(14) 2 d SPR . 2 H8'B H 0.4044 0.6976 0.3300 0.075 Uiso 0.048(7) 1 d PR . 2 H8'C H 0.3035 0.5967 0.3300 0.075 Uiso 0.048(7) 1 d PR . 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 0.03724(16) 0.03724(16) 0.0416(2) -0.01137(15) -0.01137(15) 0.00329(14) N1 0.0363(9) 0.0396(10) 0.0448(12) -0.0134(10) -0.0064(9) 0.0058(9) C1 0.0550(17) 0.087(2) 0.140(4) -0.059(3) -0.044(2) 0.0336(18) C2 0.0362(12) 0.0481(13) 0.0550(16) -0.0154(12) -0.0103(11) 0.0074(10) C3 0.0404(10) 0.0404(10) 0.0461(19) -0.0126(11) -0.0126(11) 0.0068(14) C4 0.0450(11) 0.0450(11) 0.052(2) -0.0126(11) -0.0126(11) 0.0010(15) C5 0.119(7) 0.119(7) 0.044(5) 0.001(3) -0.001(3) 0.051(8) O1 0.0520(11) 0.0537(10) 0.0835(17) -0.0337(12) -0.0285(12) 0.0116(9) O2 0.0809(19) 0.0809(19) 0.034(2) 0.000 0.000 -0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.963(2) 4 ? Cu1 N1 1.963(2) 5 ? Cu1 O1 2.010(2) 8 ? Cu1 O1 2.010(2) . ? Cu1 O2 2.287(3) . ? Cu1 C4 2.353(4) . ? N1 C2 1.324(3) . ? N1 N1 1.378(4) 8 ? N1 Cu1 1.963(2) 2_544 ? C1 C2 1.489(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.400(3) . ? C3 C2 1.400(3) 8 ? C3 C4 1.461(5) . ? C4 O1 1.258(3) 8 ? C4 O1 1.258(3) . ? C5 C5 0.806(18) 3_665 ? C5 N2' 1.02(2) 3_665 ? C5 N2 1.184(15) 8 ? C5 N2 1.184(15) 3_665 ? C5 O2 1.201(11) . ? C5 N2' 1.330(17) . ? C5 N2 1.413(13) . ? C5 N2 1.413(13) 6_665 ? C5 C6 1.520(17) 6_665 ? C5 C6 1.520(17) . ? C5 C6' 1.537(19) . ? C5 C8' 1.53(5) 3_665 ? O2 C5 1.201(11) 3_665 ? O2 Cu1 2.287(3) 3_665 ? N2 N2 0.74(3) 8 ? N2 C5 1.184(15) 3_665 ? N2 N2 1.38(4) 6_665 ? N2 C8 1.412(18) . ? N2 C7 1.466(17) . ? N2 N2 1.57(3) 3_665 ? N2 C6 1.65(3) 3_665 ? N2 C6 1.95(3) 8 ? C6 C8 0.74(4) 3_665 ? C6 C6 0.77(8) 6_665 ? C6 C8 1.42(5) 8 ? C6 N2 1.65(3) 3_665 ? C6 N2 1.95(3) 8 ? C6 H6A 0.9600 . ? C6 H6B 0.9599 . ? C6 H6C 0.9601 . ? C6 H6'A 1.5206 . ? C6 H6'B 0.8521 . ? C6 H6'C 0.9532 . ? C7 N2 1.466(17) 8 ? C7 H7A 0.9415 . ? C7 H7B 0.9427 . ? C7 H7C 0.9858 . ? C7 H7'A 1.4573 . ? C7 H7'B 0.7003 . ? C8 C6 0.74(4) 3_665 ? C8 C6 1.42(5) 8 ? C8 C5 1.81(3) 3_665 ? C8 C8 1.90(8) 6_665 ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9602 . ? C8 H8'A 1.5015 . ? C8 H8'C 0.5792 . ? N2' N2' 0.91(4) 3_665 ? N2' C5 1.02(2) 3_665 ? N2' C8' 1.45(2) . ? N2' C7' 1.467(19) . ? N2' C6' 1.87(5) 3_665 ? C6' C8' 0.68(9) 3_665 ? C6' N2' 1.87(5) 3_665 ? C6' H6A 1.5158 . ? C6' H6B 0.8351 . ? C6' H6C 0.9397 . ? C6' H6'A 0.9615 . ? C6' H6'B 0.9608 . ? C6' H6'C 0.9591 . ? C7' N2' 1.467(19) 3_665 ? C7' H7A 1.2903 . ? C7' H7C 0.8900 . ? C7' H7'A 0.9600 . ? C7' H7'B 0.9600 . ? C7' H7'C 0.9600 . ? C8' C6' 0.68(9) 3_665 ? C8' C5 1.53(5) 3_665 ? C8' H8A 1.0310 . ? C8' H8B 0.9730 . ? C8' H8'A 0.9601 . ? C8' H8'B 0.9715 . ? C8' H8'C 0.9570 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N1 94.13(13) 4 5 ? N1 Cu1 O1 100.22(8) 4 8 ? N1 Cu1 O1 163.76(8) 5 8 ? N1 Cu1 O1 163.76(8) 4 . ? N1 Cu1 O1 100.22(8) 5 . ? O1 Cu1 O1 64.62(10) 8 . ? N1 Cu1 O2 89.95(9) 4 . ? N1 Cu1 O2 89.95(9) 5 . ? O1 Cu1 O2 97.56(10) 8 . ? O1 Cu1 O2 97.56(10) . . ? N1 Cu1 C4 132.43(6) 4 . ? N1 Cu1 C4 132.43(6) 5 . ? O1 Cu1 C4 32.32(5) 8 . ? O1 Cu1 C4 32.32(5) . . ? O2 Cu1 C4 97.98(14) . . ? C2 N1 N1 108.53(14) . 8 ? C2 N1 Cu1 132.80(17) . 2_544 ? N1 N1 Cu1 118.60(6) 8 2_544 ? 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 . . ? N1 C2 C3 109.0(2) . . ? N1 C2 C1 121.2(2) . . ? C3 C2 C1 129.8(3) . . ? C2 C3 C2 104.9(3) . 8 ? C2 C3 C4 127.54(15) . . ? C2 C3 C4 127.54(15) 8 . ? O1 C4 O1 117.2(3) 8 . ? O1 C4 C3 121.39(17) 8 . ? O1 C4 C3 121.39(17) . . ? O1 C4 Cu1 58.64(17) 8 . ? O1 C4 Cu1 58.64(17) . . ? C3 C4 Cu1 178.5(3) . . ? C5 C5 N2' 92.8(13) 3_665 3_665 ? C5 C5 N2 88.4(8) 3_665 8 ? N2' C5 N2 36.0(9) 3_665 8 ? C5 C5 N2 88.4(8) 3_665 3_665 ? N2' C5 N2 36.0(9) 3_665 3_665 ? N2 C5 N2 71.5(19) 8 3_665 ? C5 C5 O2 70.4(4) 3_665 . ? N2' C5 O2 163.2(16) 3_665 . ? N2 C5 O2 139.0(10) 8 . ? N2 C5 O2 139.0(10) 3_665 . ? C5 C5 N2' 49.9(11) 3_665 . ? N2' C5 N2' 43(2) 3_665 . ? N2 C5 N2' 50.3(9) 8 . ? N2 C5 N2' 50.3(9) 3_665 . ? O2 C5 N2' 120.3(12) . . ? C5 C5 N2 56.9(7) 3_665 . ? N2' C5 N2 49.3(11) 3_665 . ? N2 C5 N2 31.5(12) 8 . ? N2 C5 N2 73.7(16) 3_665 . ? O2 C5 N2 117.2(9) . . ? N2' C5 N2 29.3(8) . . ? C5 C5 N2 56.9(7) 3_665 6_665 ? N2' C5 N2 49.3(11) 3_665 6_665 ? N2 C5 N2 73.7(16) 8 6_665 ? N2 C5 N2 31.5(12) 3_665 6_665 ? O2 C5 N2 117.2(9) . 6_665 ? N2' C5 N2 29.3(8) . 6_665 ? N2 C5 N2 58.6(16) . 6_665 ? C5 C5 C6 161.5(15) 3_665 6_665 ? N2' C5 C6 76.4(18) 3_665 6_665 ? N2 C5 C6 74.1(15) 8 6_665 ? N2 C5 C6 91.4(16) 3_665 6_665 ? O2 C5 C6 119.7(13) . 6_665 ? N2' C5 C6 117.8(16) . 6_665 ? N2 C5 C6 105.4(17) . 6_665 ? N2 C5 C6 121.0(15) 6_665 6_665 ? C5 C5 C6 161.5(15) 3_665 . ? N2' C5 C6 76.4(19) 3_665 . ? N2 C5 C6 91.4(16) 8 . ? N2 C5 C6 74.1(15) 3_665 . ? O2 C5 C6 119.7(13) . . ? N2' C5 C6 117.8(16) . . ? N2 C5 C6 121.0(15) . . ? N2 C5 C6 105.4(17) 6_665 . ? C6 C5 C6 30(3) 6_665 . ? C5 C5 C6' 176(3) 3_665 . ? N2' C5 C6' 91(3) 3_665 . ? N2 C5 C6' 95(2) 8 . ? N2 C5 C6' 95(2) 3_665 . ? O2 C5 C6' 105(3) . . ? N2' C5 C6' 134(3) . . ? N2 C5 C6' 127(2) . . ? N2 C5 C6' 127(2) 6_665 . ? C6 C5 C6' 21.3(18) 6_665 . ? C6 C5 C6' 21.3(18) . . ? C5 C5 C8' 159(2) 3_665 3_665 ? N2' C5 C8' 66(2) 3_665 3_665 ? N2 C5 C8' 74(2) 8 3_665 ? N2 C5 C8' 74(2) 3_665 3_665 ? O2 C5 C8' 131(2) . 3_665 ? N2' C5 C8' 109(3) . 3_665 ? N2 C5 C8' 105(2) . 3_665 ? N2 C5 C8' 105(2) 6_665 3_665 ? C6 C5 C8' 17.9(15) 6_665 3_665 ? C6 C5 C8' 17.9(15) . 3_665 ? C6' C5 C8' 26(3) . 3_665 ? C4 O1 Cu1 89.04(17) . . ? C5 O2 C5 39.2(9) . 3_665 ? C5 O2 Cu1 131.39(14) . 3_665 ? C5 O2 Cu1 131.39(14) 3_665 3_665 ? C5 O2 Cu1 131.39(14) . . ? C5 O2 Cu1 131.39(14) 3_665 . ? Cu1 O2 Cu1 90.84(15) 3_665 . ? N2 N2 C5 91.6(8) 8 3_665 ? N2 N2 N2 90.000(12) 8 6_665 ? C5 N2 N2 54.2(9) 3_665 6_665 ? N2 N2 C5 56.9(7) 8 . ? C5 N2 C5 34.8(9) 3_665 . ? N2 N2 C5 60.7(8) 6_665 . ? N2 N2 C8 166.5(17) 8 . ? C5 N2 C8 87.7(18) 3_665 . ? N2 N2 C8 100.5(17) 6_665 . ? C5 N2 C8 121.4(18) . . ? N2 N2 C7 75.4(5) 8 . ? C5 N2 C7 156.8(18) 3_665 . ? N2 N2 C7 105.8(15) 6_665 . ? C5 N2 C7 128.8(13) . . ? C8 N2 C7 109.3(19) . . ? N2 N2 N2 61.9(11) 8 3_665 ? C5 N2 N2 59.9(10) 3_665 3_665 ? N2 N2 N2 28.1(11) 6_665 3_665 ? C5 N2 N2 46.4(7) . 3_665 ? C8 N2 N2 128(2) . 3_665 ? C7 N2 N2 97.0(14) . 3_665 ? N2 N2 C6 153.3(11) 8 3_665 ? C5 N2 C6 62.3(12) 3_665 3_665 ? N2 N2 C6 79.3(13) 6_665 3_665 ? C5 N2 C6 96.9(13) . 3_665 ? C8 N2 C6 26.5(16) . 3_665 ? C7 N2 C6 130.9(13) . 3_665 ? N2 N2 C6 104.9(15) 3_665 3_665 ? N2 N2 C6 139.2(10) 8 8 ? C5 N2 C6 51.2(11) 3_665 8 ? N2 N2 C6 56.4(13) 6_665 8 ? C5 N2 C6 84.7(12) . 8 ? C8 N2 C6 47(2) . 8 ? C7 N2 C6 131.5(14) . 8 ? N2 N2 C6 82.4(19) 3_665 8 ? C6 N2 C6 23(2) 3_665 8 ? C8 C6 C6 140(5) 3_665 6_665 ? C8 C6 C8 120(6) 3_665 8 ? C6 C6 C8 19.8(19) 6_665 8 ? C8 C6 C5 100(3) 3_665 . ? C6 C6 C5 75.2(14) 6_665 . ? C8 C6 C5 75.8(15) 8 . ? C8 C6 N2 58(2) 3_665 3_665 ? C6 C6 N2 100.7(13) 6_665 3_665 ? C8 C6 N2 88.6(19) 8 3_665 ? C5 C6 N2 43.6(8) . 3_665 ? C8 C6 N2 96(3) 3_665 8 ? C6 C6 N2 56.4(13) 6_665 8 ? C8 C6 N2 46.4(12) 8 8 ? C5 C6 N2 37.4(7) . 8 ? N2 C6 N2 44.3(12) 3_665 8 ? C8 C6 H6A 9.4 3_665 . ? C6 C6 H6A 140.6 6_665 . ? C8 C6 H6A 121.3 8 . ? C5 C6 H6A 109.8 . . ? N2 C6 H6A 67.7 3_665 . ? N2 C6 H6A 103.1 8 . ? C8 C6 H6B 113.9 3_665 . ? C6 C6 H6B 105.4 6_665 . ? C8 C6 H6B 124.5 8 . ? C5 C6 H6B 108.0 . . ? N2 C6 H6B 133.2 3_665 . ? N2 C6 H6B 140.2 8 . ? H6A C6 H6B 109.5 . . ? C8 C6 H6C 113.9 3_665 . ? C6 C6 H6C 39.5 6_665 . ? C8 C6 H6C 34.9 8 . ? C5 C6 H6C 110.6 . . ? N2 C6 H6C 115.3 3_665 . ? N2 C6 H6C 79.3 8 . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C6 H6'A 173.1 3_665 . ? C6 C6 H6'A 44.3 6_665 . ? C8 C6 H6'A 63.9 8 . ? C5 C6 H6'A 86.0 . . ? N2 C6 H6'A 128.4 3_665 . ? N2 C6 H6'A 91.0 8 . ? H6A C6 H6'A 163.9 . . ? H6B C6 H6'A 61.3 . . ? H6C C6 H6'A 65.3 . . ? C8 C6 H6'B 101.7 3_665 . ? C6 C6 H6'B 51.0 6_665 . ? C8 C6 H6'B 42.6 8 . ? C5 C6 H6'B 117.4 . . ? N2 C6 H6'B 112.2 3_665 . ? N2 C6 H6'B 82.7 8 . ? H6A C6 H6'B 97.0 . . ? H6B C6 H6'B 114.5 . . ? H6C C6 H6'B 12.5 . . ? H6'A C6 H6'B 77.1 . . ? C8 C6 H6'C 100.4 3_665 . ? C6 C6 H6'C 118.8 6_665 . ? C8 C6 H6'C 137.6 8 . ? C5 C6 H6'C 111.6 . . ? N2 C6 H6'C 126.6 3_665 . ? N2 C6 H6'C 147.9 8 . ? H6A C6 H6'C 96.2 . . ? H6B C6 H6'C 13.5 . . ? H6C C6 H6'C 118.0 . . ? H6'A C6 H6'C 74.7 . . ? H6'B C6 H6'C 120.4 . . ? N2 C7 N2 29.2(11) 8 . ? N2 C7 H7A 79.4 8 . ? N2 C7 H7A 107.8 . . ? N2 C7 H7B 120.0 8 . ? N2 C7 H7B 112.6 . . ? H7A C7 H7B 112.6 . . ? N2 C7 H7C 122.7 8 . ? N2 C7 H7C 106.0 . . ? H7A C7 H7C 108.8 . . ? H7B C7 H7C 108.7 . . ? N2 C7 H7'A 72.5 8 . ? N2 C7 H7'A 91.8 . . ? H7A C7 H7'A 37.3 . . ? H7B C7 H7'A 148.2 . . ? H7C C7 H7'A 81.9 . . ? N2 C7 H7'B 135.3 8 . ? N2 C7 H7'B 118.3 . . ? H7A C7 H7'B 106.1 . . ? H7B C7 H7'B 99.2 . . ? H7C C7 H7'B 12.8 . . ? H7'A C7 H7'B 85.6 . . ? C6 C8 C6 21(3) 3_665 8 ? C6 C8 N2 95(3) 3_665 . ? C6 C8 N2 87(2) 8 . ? C6 C8 C5 56(2) 3_665 3_665 ? C6 C8 C5 54.6(14) 8 3_665 ? N2 C8 C5 40.9(10) . 3_665 ? C6 C8 C8 40(5) 3_665 6_665 ? C6 C8 C8 19.8(19) 8 6_665 ? N2 C8 C8 79.5(17) . 6_665 ? C5 C8 C8 58.3(12) 3_665 6_665 ? C6 C8 H8A 36.4 3_665 . ? C6 C8 H8A 57.1 8 . ? N2 C8 H8A 107.1 . . ? C5 C8 H8A 68.4 3_665 . ? C8 C8 H8A 76.9 6_665 . ? C6 C8 H8B 82.2 3_665 . ? C6 C8 H8B 67.2 8 . ? N2 C8 H8B 109.5 . . ? C5 C8 H8B 110.4 3_665 . ? C8 C8 H8B 54.3 6_665 . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 143.6 3_665 . ? C6 C8 H8C 160.4 8 . ? N2 C8 H8C 111.8 . . ? C5 C8 H8C 138.0 3_665 . ? C8 C8 H8C 163.5 6_665 . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C8 H8'A 11.3 3_665 . ? C6 C8 H8'A 31.1 8 . ? N2 C8 H8'A 93.9 . . ? C5 C8 H8'A 53.1 3_665 . ? C8 C8 H8'A 50.6 6_665 . ? H8A C8 H8'A 26.8 . . ? H8B C8 H8'A 93.2 . . ? H8C C8 H8'A 136.2 . . ? C6 C8 H8'C 78.0 3_665 . ? C6 C8 H8'C 74.2 8 . ? N2 C8 H8'C 144.1 . . ? C5 C8 H8'C 128.7 3_665 . ? C8 C8 H8'C 72.5 6_665 . ? H8A C8 H8'C 88.2 . . ? H8B C8 H8'C 35.0 . . ? H8C C8 H8'C 92.2 . . ? H8'A C8 H8'C 85.5 . . ? N2' N2' C5 87.2(13) 3_665 3_665 ? N2' N2' C5 49.9(11) 3_665 . ? C5 N2' C5 37.3(11) 3_665 . ? N2' N2' C8' 161(3) 3_665 . ? C5 N2' C8' 74(3) 3_665 . ? C5 N2' C8' 112(3) . . ? N2' N2' C7' 72.0(9) 3_665 . ? C5 N2' C7' 159(2) 3_665 . ? C5 N2' C7' 121.9(18) . . ? C8' N2' C7' 127(3) . . ? N2' N2' C6' 142.6(19) 3_665 3_665 ? C5 N2' C6' 55(2) 3_665 3_665 ? C5 N2' C6' 93(2) . 3_665 ? C8' N2' C6' 19(3) . 3_665 ? C7' N2' C6' 145(2) . 3_665 ? C8' C6' C5 76(4) 3_665 . ? C8' C6' N2' 43(3) 3_665 3_665 ? C5 C6' N2' 33.1(10) . 3_665 ? C8' C6' H6A 48.4 3_665 . ? C5 C6' H6A 84.6 . . ? N2' C6' H6A 63.9 3_665 . ? C8' C6' H6B 124.7 3_665 . ? C5 C6' H6B 114.7 . . ? N2' C6' H6B 127.9 3_665 . ? H6A C6' H6B 77.7 . . ? C8' C6' H6C 41.3 3_665 . ? C5 C6' H6C 110.5 . . ? N2' C6' H6C 79.9 3_665 . ? H6A C6' H6C 75.3 . . ? H6B C6' H6C 124.0 . . ? C8' C6' H6'A 131.0 3_665 . ? C5 C6' H6'A 110.1 . . ? N2' C6' H6'A 127.7 3_665 . ? H6A C6' H6'A 165.1 . . ? H6B C6' H6'A 97.4 . . ? H6C C6' H6'A 96.5 . . ? C8' C6' H6'B 33.6 3_665 . ? C5 C6' H6'B 108.6 . . ? N2' C6' H6'B 76.0 3_665 . ? H6A C6' H6'B 61.8 . . ? H6B C6' H6'B 116.1 . . ? H6C C6' H6'B 13.5 . . ? H6'A C6' H6'B 109.3 . . ? C8' C6' H6'C 113.4 3_665 . ? C5 C6' H6'C 109.9 . . ? N2' C6' H6'C 117.6 3_665 . ? H6A C6' H6'C 65.9 . . ? H6B C6' H6'C 12.0 . . ? H6C C6' H6'C 119.5 . . ? H6'A C6' H6'C 109.4 . . ? H6'B C6' H6'C 109.5 . . ? N2' C7' N2' 36.0(17) 3_665 . ? N2' C7' H7A 78.4 3_665 . ? N2' C7' H7A 103.8 . . ? N2' C7' H7C 136.8 3_665 . ? N2' C7' H7C 111.6 . . ? H7A C7' H7C 90.0 . . ? N2' C7' H7'A 73.1 3_665 . ? N2' C7' H7'A 109.1 . . ? H7A C7' H7'A 44.7 . . ? H7C C7' H7'A 124.9 . . ? N2' C7' H7'B 123.2 3_665 . ? N2' C7' H7'B 109.6 . . ? H7A C7' H7'B 70.1 . . ? H7C C7' H7'B 20.8 . . ? H7'A C7' H7'B 109.5 . . ? N2' C7' H7'C 123.2 3_665 . ? N2' C7' H7'C 109.6 . . ? H7A C7' H7'C 144.0 . . ? H7C C7' H7'C 90.0 . . ? H7'A C7' H7'C 109.5 . . ? H7'B C7' H7'C 109.5 . . ? C6' C8' N2' 118(6) 3_665 . ? C6' C8' C5 78(5) 3_665 3_665 ? N2' C8' C5 39.9(13) . 3_665 ? C6' C8' H8A 45.2 3_665 . ? N2' C8' H8A 108.9 . . ? C5 C8' H8A 81.1 3_665 . ? C6' C8' H8B 135.6 3_665 . ? N2' C8' H8B 100.1 . . ? C5 C8' H8B 135.4 3_665 . ? H8A C8' H8B 102.9 . . ? C6' C8' H8'A 7.6 3_665 . ? N2' C8' H8'A 110.2 . . ? C5 C8' H8'A 70.2 3_665 . ? H8A C8' H8'A 45.8 . . ? H8B C8' H8'A 141.7 . . ? C6' C8' H8'B 105.2 3_665 . ? N2' C8' H8'B 109.5 . . ? C5 C8' H8'B 124.0 3_665 . ? H8A C8' H8'B 140.0 . . ? H8B C8' H8'B 81.0 . . ? H8'A C8' H8'B 109.0 . . ? C6' C8' H8'C 105.4 3_665 . ? N2' C8' H8'C 109.8 . . ? C5 C8' H8'C 124.6 3_665 . ? H8A C8' H8'C 67.4 . . ? H8B C8' H8'C 35.5 . . ? H8'A C8' H8'C 109.6 . . ? H8'B C8' H8'C 108.8 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.96 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.253 _refine_diff_density_min -0.299 _refine_diff_density_rms 0.080 _database_code_depnum_ccdc_archive 'CCDC 952288' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_[Cu2(mpc)2(DMA)]-300K-1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety C16H21Cu2N5O5 _chemical_formula_sum 'C16 H21 Cu2 N5 O5' _chemical_formula_weight 490.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(3) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x, z+3/4' 'y, -x, z+1/4' _cell_length_a 10.99320(10) _cell_length_b 10.99320(10) _cell_length_c 18.0928(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2186.52(5) _cell_formula_units_Z 4 _cell_measurement_temperature 300(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.490 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 2.703 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7738 _exptl_absorpt_correction_T_max 0.7738 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 300(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4871 _diffrn_reflns_av_R_equivalents 0.0552 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.02 _diffrn_reflns_theta_max 62.47 _reflns_number_total 2502 _reflns_number_gt 2490 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The disordered terminal molecules subjected to geometric restrains during the refinement. Twinning law (0 -1 0 -1 0 0 0 0 1) was used during the structure refinement ; _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^)+(0.0510P)^2^+2.9573P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(5) _refine_ls_number_reflns 2502 _refine_ls_number_parameters 290 _refine_ls_number_restraints 72 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1031 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.069 _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 0.38401(9) 0.10849(11) 0.85626(4) 0.0228(3) Uani 1 1 d . . . Cu2 Cu 0.59227(9) -0.10138(10) 0.86542(4) 0.0223(3) Uani 1 1 d . . . C1 C 0.1547(10) -0.0194(12) 0.7581(7) 0.057(3) Uani 1 1 d U . . H1C H 0.1667 0.0342 0.7169 0.086 Uiso 1 1 calc R . . H1B H 0.1387 0.0278 0.8017 0.086 Uiso 1 1 calc R . . H1A H 0.0870 -0.0720 0.7484 0.086 Uiso 1 1 calc R . . C2 C 0.4779(11) -0.3503(11) 0.7719(8) 0.065(4) Uani 1 1 d . . . H2C H 0.4370 -0.4148 0.7976 0.098 Uiso 1 1 calc R . . H2B H 0.5556 -0.3357 0.7944 0.098 Uiso 1 1 calc R . . H2A H 0.4894 -0.3731 0.7211 0.098 Uiso 1 1 calc R . . C3 C 0.2654(7) -0.0932(8) 0.7695(5) 0.0266(18) Uani 1 1 d . . . C4 C 0.4051(9) -0.2408(8) 0.7755(5) 0.033(2) Uani 1 1 d . . . C5 C 0.2879(7) -0.2093(8) 0.7453(4) 0.0274(15) Uani 1 1 d . . . C6 C 0.2169(7) -0.2837(8) 0.6961(4) 0.0303(16) Uani 1 1 d . . . C7 C 0.4938(10) 0.3333(9) 0.7395(6) 0.047(3) Uani 1 1 d U . . H7C H 0.5012 0.3522 0.6878 0.070 Uiso 1 1 calc R . . H7B H 0.5200 0.4018 0.7683 0.070 Uiso 1 1 calc R . . H7A H 0.4104 0.3152 0.7508 0.070 Uiso 1 1 calc R . . C8 C 0.8314(8) 0.0108(11) 0.7641(6) 0.044(3) Uani 1 1 d U . . H8C H 0.8464 -0.0283 0.8106 0.066 Uiso 1 1 calc R . . H8B H 0.8991 0.0621 0.7518 0.066 Uiso 1 1 calc R . . H8A H 0.8211 -0.0497 0.7263 0.066 Uiso 1 1 calc R . . C9 C 0.5708(7) 0.2260(8) 0.7572(4) 0.0258(19) Uani 1 1 d . . . C10 C 0.7178(6) 0.0867(8) 0.7696(4) 0.0231(17) Uani 1 1 d U . . C11 C 0.6917(7) 0.1969(8) 0.7347(4) 0.0258(15) Uani 1 1 d . . . C12 C 0.7680(7) 0.2637(8) 0.6836(4) 0.0297(16) Uani 1 1 d . . . C13 C 0.4656(16) 0.0012(14) 1.0127(7) 0.100(5) Uani 1 1 d U . . C14 C 0.3705(18) -0.1012(13) 1.0286(11) 0.114(6) Uani 1 1 d U A . H14C H 0.3405 -0.1332 0.9827 0.171 Uiso 1 1 calc R . . H14B H 0.3040 -0.0681 1.0566 0.171 Uiso 1 1 calc R . . H14A H 0.4085 -0.1653 1.0564 0.171 Uiso 1 1 calc R . . N1 N 0.3566(6) -0.0467(6) 0.8075(4) 0.0207(15) Uani 1 1 d . . . N2 N 0.4384(6) -0.1417(6) 0.8163(4) 0.0207(15) Uani 1 1 d . . . N3 N 0.5348(7) 0.1368(7) 0.8031(5) 0.0334(18) Uani 1 1 d . . . N4 N 0.6247(5) 0.0455(6) 0.8068(4) 0.0149(12) Uani 1 1 d U . . O1 O 0.1151(6) -0.2487(7) 0.6705(4) 0.050(2) Uani 1 1 d . . . O2 O 0.2528(5) -0.3904(6) 0.6754(3) 0.0370(16) Uani 1 1 d . . . O3 O 0.7323(6) 0.3657(6) 0.6561(4) 0.0374(16) Uani 1 1 d . . . O4 O 0.8709(5) 0.2288(7) 0.6642(4) 0.047(2) Uani 1 1 d . . . O5 O 0.4952(5) 0.0162(5) 0.9492(3) 0.0428(12) Uani 1 1 d . A . N5 N 0.459(2) 0.071(2) 1.0660(11) 0.093(6) Uani 0.555(15) 1 d PU A 1 C16 C 0.568(3) 0.180(3) 1.0484(16) 0.088(8) Uani 0.555(15) 1 d PU A 1 H16C H 0.6047 0.1635 1.0014 0.132 Uiso 0.555(15) 1 calc PR A 1 H16B H 0.6283 0.1772 1.0865 0.132 Uiso 0.555(15) 1 calc PR A 1 H16A H 0.5302 0.2585 1.0476 0.132 Uiso 0.555(15) 1 calc PR A 1 C15 C 0.435(3) 0.086(3) 1.1413(15) 0.108(8) Uani 0.555(15) 1 d PU A 1 H15C H 0.3572 0.0527 1.1529 0.162 Uiso 0.555(15) 1 calc PR A 1 H15B H 0.4362 0.1714 1.1532 0.162 Uiso 0.555(15) 1 calc PR A 1 H15A H 0.4970 0.0453 1.1695 0.162 Uiso 0.555(15) 1 calc PR A 1 N5' N 0.564(3) 0.014(3) 1.060(2) 0.114(11) Uani 0.445(15) 1 d PU A 2 C15' C 0.544(7) -0.009(6) 1.144(4) 0.22(3) Uani 0.445(15) 1 d PU A 2 H15F H 0.6193 0.0026 1.1700 0.330 Uiso 0.445(15) 1 calc PR A 2 H15E H 0.5157 -0.0905 1.1516 0.330 Uiso 0.445(15) 1 calc PR A 2 H15D H 0.4845 0.0474 1.1628 0.330 Uiso 0.445(15) 1 calc PR A 2 C16' C 0.654(3) 0.104(3) 1.033(2) 0.083(9) Uani 0.445(15) 1 d PU A 2 H16F H 0.6918 0.0739 0.9885 0.125 Uiso 0.445(15) 1 calc PR A 2 H16E H 0.7148 0.1169 1.0699 0.125 Uiso 0.445(15) 1 calc PR A 2 H16D H 0.6137 0.1797 1.0222 0.125 Uiso 0.445(15) 1 calc PR A 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 0.0190(5) 0.0256(7) 0.0238(7) -0.0085(5) 0.0096(6) -0.0011(4) Cu2 0.0173(5) 0.0270(7) 0.0227(7) 0.0112(5) -0.0078(6) -0.0039(4) C1 0.036(5) 0.056(6) 0.080(7) -0.018(5) -0.029(5) 0.011(5) C2 0.053(7) 0.039(6) 0.105(9) -0.009(6) -0.054(7) 0.022(5) C3 0.024(4) 0.026(4) 0.030(4) -0.010(4) 0.001(3) 0.001(4) C4 0.048(5) 0.024(4) 0.028(4) -0.009(4) -0.014(5) -0.001(5) C5 0.019(4) 0.030(4) 0.033(4) -0.016(4) -0.008(3) 0.004(3) C6 0.025(4) 0.035(5) 0.031(4) -0.022(4) -0.012(4) 0.007(3) C7 0.030(4) 0.044(5) 0.066(6) 0.030(5) 0.016(4) 0.028(4) C8 0.022(4) 0.060(5) 0.050(5) 0.017(5) 0.025(4) 0.015(4) C9 0.022(4) 0.028(4) 0.028(4) 0.021(4) -0.001(4) 0.006(4) C10 0.011(3) 0.028(4) 0.030(4) 0.016(4) 0.004(3) 0.013(3) C11 0.017(4) 0.028(4) 0.033(4) 0.020(4) 0.007(3) 0.007(3) C12 0.029(4) 0.029(4) 0.031(4) 0.018(4) 0.010(4) 0.003(3) C13 0.149(15) 0.107(11) 0.045(6) -0.004(6) -0.021(8) -0.024(8) C14 0.157(17) 0.077(10) 0.108(12) 0.005(9) 0.032(13) -0.020(9) N1 0.022(3) 0.024(3) 0.016(3) -0.007(3) -0.006(3) 0.012(3) N2 0.011(3) 0.023(3) 0.029(4) 0.008(3) 0.005(3) -0.003(3) N3 0.035(4) 0.032(4) 0.033(4) 0.004(4) 0.010(4) 0.019(3) N4 0.007(2) 0.021(3) 0.017(3) 0.004(2) -0.003(3) 0.005(2) O1 0.030(3) 0.053(4) 0.066(5) -0.023(4) -0.025(3) 0.017(4) O2 0.029(3) 0.037(3) 0.046(4) -0.024(3) -0.015(3) 0.008(3) O3 0.030(3) 0.039(3) 0.044(4) 0.030(3) 0.014(3) 0.010(3) O4 0.021(3) 0.047(4) 0.073(5) 0.029(4) 0.026(3) 0.009(3) O5 0.063(4) 0.051(4) 0.014(2) 0.005(3) 0.000(2) 0.002(2) N5 0.118(11) 0.105(9) 0.056(7) -0.017(7) -0.004(8) -0.004(8) C16 0.092(11) 0.088(11) 0.084(11) 0.003(9) -0.010(9) -0.023(9) C15 0.125(12) 0.123(12) 0.077(8) -0.017(9) 0.010(9) -0.002(9) N5' 0.115(13) 0.117(13) 0.110(14) -0.006(10) -0.010(10) -0.025(9) C15' 0.22(3) 0.22(3) 0.22(3) 0.003(11) -0.002(11) -0.003(11) C16' 0.084(12) 0.079(12) 0.087(12) -0.011(9) 0.000(9) -0.030(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N3 1.941(8) . ? Cu1 N1 1.944(7) . ? Cu1 O3 1.979(6) 4_565 ? Cu1 O4 2.016(7) 4_565 ? Cu1 O5 2.313(5) . ? Cu1 C12 2.356(6) 4_565 ? Cu2 N2 1.961(7) . ? Cu2 N4 1.965(6) . ? Cu2 O2 1.997(6) 4_655 ? Cu2 O1 2.018(7) 4_655 ? Cu2 O5 2.260(5) . ? Cu2 C6 2.366(6) 4_655 ? C1 C3 1.476(14) . ? C1 H1C 0.9600 . ? C1 H1B 0.9600 . ? C1 H1A 0.9600 . ? C2 C4 1.446(14) . ? C2 H2C 0.9600 . ? C2 H2B 0.9600 . ? C2 H2A 0.9600 . ? C3 N1 1.319(10) . ? C3 C5 1.372(13) . ? C4 N2 1.367(10) . ? C4 C5 1.442(14) . ? C5 C6 1.439(9) . ? C6 O1 1.271(11) . ? C6 O2 1.293(12) . ? C6 Cu2 2.367(6) 3_544 ? C7 C9 1.488(12) . ? C7 H7C 0.9600 . ? C7 H7B 0.9600 . ? C7 H7A 0.9600 . ? C8 C10 1.505(12) . ? C8 H8C 0.9600 . ? C8 H8B 0.9600 . ? C8 H8A 0.9600 . ? C9 N3 1.345(11) . ? C9 C11 1.426(12) . ? C10 N4 1.306(9) . ? C10 C11 1.396(11) . ? C11 C12 1.448(9) . ? C12 O4 1.245(11) . ? C12 O3 1.288(10) . ? C12 Cu1 2.356(6) 3_654 ? C13 O5 1.205(15) . ? C13 N5 1.24(2) . ? C13 N5' 1.38(4) . ? C13 C14 1.564(18) . ? C14 H14C 0.9600 . ? C14 H14B 0.9600 . ? C14 H14A 0.9600 . ? N1 N2 1.388(8) . ? N3 N4 1.411(8) . ? O1 Cu2 2.018(7) 3_544 ? O2 Cu2 1.997(6) 3_544 ? O3 Cu1 1.979(6) 3_654 ? O4 Cu1 2.016(7) 3_654 ? N5 C15 1.40(3) . ? N5 C16 1.72(3) . ? C16 H16C 0.9600 . ? C16 H16B 0.9600 . ? C16 H16A 0.9600 . ? C15 H15C 0.9600 . ? C15 H15B 0.9600 . ? C15 H15A 0.9600 . ? N5' C16' 1.48(4) . ? N5' C15' 1.57(8) . ? C15' H15F 0.9600 . ? C15' H15E 0.9600 . ? C15' H15D 0.9600 . ? C16' H16F 0.9600 . ? C16' H16E 0.9600 . ? C16' H16D 0.9600 . ? 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 N3 Cu1 N1 92.8(3) . . ? N3 Cu1 O3 99.8(3) . 4_565 ? N1 Cu1 O3 165.2(3) . 4_565 ? N3 Cu1 O4 164.3(3) . 4_565 ? N1 Cu1 O4 101.7(3) . 4_565 ? O3 Cu1 O4 65.0(2) 4_565 4_565 ? N3 Cu1 O5 88.8(3) . . ? N1 Cu1 O5 91.6(2) . . ? O3 Cu1 O5 96.3(3) 4_565 . ? O4 Cu1 O5 96.8(3) 4_565 . ? N3 Cu1 C12 132.9(3) . 4_565 ? N1 Cu1 C12 133.5(3) . 4_565 ? O3 Cu1 C12 33.1(3) 4_565 4_565 ? O4 Cu1 C12 31.9(3) 4_565 4_565 ? O5 Cu1 C12 96.8(2) . 4_565 ? N2 Cu2 N4 95.6(2) . . ? N2 Cu2 O2 98.1(3) . 4_655 ? N4 Cu2 O2 164.1(3) . 4_655 ? N2 Cu2 O1 162.6(3) . 4_655 ? N4 Cu2 O1 99.8(3) . 4_655 ? O2 Cu2 O1 65.6(2) 4_655 4_655 ? N2 Cu2 O5 91.5(2) . . ? N4 Cu2 O5 88.7(2) . . ? O2 Cu2 O5 99.1(2) 4_655 . ? O1 Cu2 O5 96.9(3) 4_655 . ? N2 Cu2 C6 130.9(3) . 4_655 ? N4 Cu2 C6 132.0(3) . 4_655 ? O2 Cu2 C6 33.1(3) 4_655 4_655 ? O1 Cu2 C6 32.5(3) 4_655 4_655 ? O5 Cu2 C6 99.5(2) . 4_655 ? C3 C1 H1C 109.5 . . ? C3 C1 H1B 109.5 . . ? H1C C1 H1B 109.5 . . ? C3 C1 H1A 109.5 . . ? H1C C1 H1A 109.5 . . ? H1B C1 H1A 109.5 . . ? C4 C2 H2C 109.5 . . ? C4 C2 H2B 109.5 . . ? H2C C2 H2B 109.5 . . ? C4 C2 H2A 109.5 . . ? H2C C2 H2A 109.5 . . ? H2B C2 H2A 109.5 . . ? N1 C3 C5 113.0(8) . . ? N1 C3 C1 119.1(8) . . ? C5 C3 C1 128.0(8) . . ? N2 C4 C2 122.7(9) . . ? N2 C4 C5 104.6(8) . . ? C2 C4 C5 132.6(8) . . ? C3 C5 C6 128.9(10) . . ? C3 C5 C4 105.3(6) . . ? C6 C5 C4 125.6(9) . . ? O1 C6 O2 116.0(6) . . ? O1 C6 C5 122.1(9) . . ? O2 C6 C5 121.9(9) . . ? O1 C6 Cu2 58.5(4) . 3_544 ? O2 C6 Cu2 57.5(4) . 3_544 ? C5 C6 Cu2 179.4(8) . 3_544 ? C9 C7 H7C 109.5 . . ? C9 C7 H7B 109.5 . . ? H7C C7 H7B 109.5 . . ? C9 C7 H7A 109.5 . . ? H7C C7 H7A 109.5 . . ? H7B C7 H7A 109.5 . . ? C10 C8 H8C 109.5 . . ? C10 C8 H8B 109.5 . . ? H8C C8 H8B 109.5 . . ? C10 C8 H8A 109.5 . . ? H8C C8 H8A 109.5 . . ? H8B C8 H8A 109.5 . . ? N3 C9 C11 106.8(7) . . ? N3 C9 C7 122.9(8) . . ? C11 C9 C7 130.3(7) . . ? N4 C10 C11 111.9(7) . . ? N4 C10 C8 119.5(7) . . ? C11 C10 C8 128.5(8) . . ? C10 C11 C9 104.9(6) . . ? C10 C11 C12 127.6(9) . . ? C9 C11 C12 127.5(9) . . ? O4 C12 O3 115.9(6) . . ? O4 C12 C11 123.4(9) . . ? O3 C12 C11 120.7(9) . . ? O4 C12 Cu1 58.8(4) . 3_654 ? O3 C12 Cu1 57.2(4) . 3_654 ? C11 C12 Cu1 176.0(7) . 3_654 ? O5 C13 N5 132.4(17) . . ? O5 C13 N5' 111(2) . . ? N5 C13 N5' 60.1(18) . . ? O5 C13 C14 117.1(13) . . ? N5 C13 C14 105.3(18) . . ? N5' C13 C14 119.1(19) . . ? C13 C14 H14C 109.5 . . ? C13 C14 H14B 109.5 . . ? H14C C14 H14B 109.5 . . ? C13 C14 H14A 109.5 . . ? H14C C14 H14A 109.5 . . ? H14B C14 H14A 109.5 . . ? C3 N1 N2 105.1(7) . . ? C3 N1 Cu1 134.0(6) . . ? N2 N1 Cu1 120.5(5) . . ? C4 N2 N1 111.4(7) . . ? C4 N2 Cu2 131.0(6) . . ? N1 N2 Cu2 116.2(5) . . ? C9 N3 N4 109.9(8) . . ? C9 N3 Cu1 132.4(6) . . ? N4 N3 Cu1 117.5(6) . . ? C10 N4 N3 106.2(7) . . ? C10 N4 Cu2 134.9(5) . . ? N3 N4 Cu2 118.9(6) . . ? C6 O1 Cu2 89.0(5) . 3_544 ? C6 O2 Cu2 89.3(5) . 3_544 ? C12 O3 Cu1 89.7(5) . 3_654 ? C12 O4 Cu1 89.3(5) . 3_654 ? C13 O5 Cu2 133.5(9) . . ? C13 O5 Cu1 127.6(10) . . ? Cu2 O5 Cu1 90.72(17) . . ? C13 N5 C15 148(3) . . ? C13 N5 C16 104(2) . . ? C15 N5 C16 103(2) . . ? C13 N5' C16' 113(3) . . ? C13 N5' C15' 118(4) . . ? C16' N5' C15' 122(4) . . ? N5' C15' H15F 109.5 . . ? N5' C15' H15E 109.5 . . ? H15F C15' H15E 109.5 . . ? N5' C15' H15D 109.5 . . ? H15F C15' H15D 109.5 . . ? H15E C15' H15D 109.5 . . ? N5' C16' H16F 109.5 . . ? N5' C16' H16E 109.5 . . ? H16F C16' H16E 109.5 . . ? N5' C16' H16D 109.5 . . ? H16F C16' H16D 109.5 . . ? H16E C16' H16D 109.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 62.47 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.503 _refine_diff_density_min -0.506 _refine_diff_density_rms 0.087 _database_code_depnum_ccdc_archive 'CCDC 952289' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_[Cu2(mpc)2(DMA)]-450K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety C16H21Cu2N5O5 _chemical_formula_sum 'C16 H21 Cu2 N5 O5' _chemical_formula_weight 490.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(2)nm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' '-y, -x, z' 'y, x, z' _cell_length_a 10.9780(3) _cell_length_b 10.9780(3) _cell_length_c 9.1059(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1097.41(6) _cell_formula_units_Z 2 _cell_measurement_temperature 440(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 2.693 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7745 _exptl_absorpt_correction_T_max 0.7745 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 440(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1953 _diffrn_reflns_av_R_equivalents 0.0182 _diffrn_reflns_av_sigmaI/netI 0.0190 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 8.07 _diffrn_reflns_theta_max 60.89 _reflns_number_total 708 _reflns_number_gt 698 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0455P)^2^+0.2000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.09(6) _refine_ls_number_reflns 708 _refine_ls_number_parameters 99 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.0231 _refine_ls_R_factor_gt 0.0229 _refine_ls_wR_factor_ref 0.0617 _refine_ls_wR_factor_gt 0.0615 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.065 _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 0.39511(3) 0.39511(3) 0.72845(7) 0.0377(2) Uani 1 2 d S . . N1 N 0.1366(2) 0.0482(2) 0.3327(3) 0.0394(5) Uani 1 1 d . . . C1 C 0.3392(3) 0.0097(4) 0.4364(7) 0.0941(19) Uani 1 1 d . . . H1A H 0.3203 -0.0736 0.4132 0.141 Uiso 1 1 calc R . . H1B H 0.3652 0.0152 0.5368 0.141 Uiso 1 1 calc R . . H1C H 0.4032 0.0379 0.3731 0.141 Uiso 1 1 calc R . . C2 C 0.2292(3) 0.0860(3) 0.4147(4) 0.0455(7) Uani 1 1 d . . . C3 C 0.2017(3) 0.2017(3) 0.4700(5) 0.0420(10) Uani 1 2 d S . . C4 C 0.2744(3) 0.2744(3) 0.5715(5) 0.0454(10) Uani 1 2 d S . . C5 C 0.5271(6) 0.4729(6) 0.4312(12) 0.090(5) Uani 0.50 2 d SPD . . O1 O 0.2379(2) 0.3766(2) 0.6175(3) 0.0626(8) Uani 1 1 d . . . O2 O 0.5000 0.5000 0.5519(5) 0.0632(13) Uani 1 4 d SD . . N2 N 0.4339(15) 0.4762(18) 0.3250(15) 0.077(6) Uiso 0.194(8) 1 d PD . -1 C6 C 0.649(2) 0.412(2) 0.394(5) 0.088(14) Uiso 0.194(8) 1 d PD . -1 H6A H 0.6983 0.4584 0.3271 0.132 Uiso 0.194(8) 1 d PR . -1 H6B H 0.6918 0.4024 0.4853 0.132 Uiso 0.194(8) 1 d PR . -1 H6C H 0.6323 0.3337 0.3525 0.132 Uiso 0.194(8) 1 d PR . -1 C7 C 0.401(3) 0.455(2) 0.173(2) 0.101(12) Uiso 0.194(8) 1 d PD . -1 H7A H 0.4721 0.4080 0.1601 0.152 Uiso 0.194(8) 1 d PR . -1 H7B H 0.3296 0.4113 0.1523 0.152 Uiso 0.194(8) 1 d PR . -1 H7C H 0.4054 0.5261 0.1064 0.152 Uiso 0.194(8) 1 d PR . -1 C8 C 0.317(3) 0.540(3) 0.344(5) 0.122(12) Uiso 0.194(8) 1 d PD . -1 H8A H 0.3188 0.5667 0.4443 0.183 Uiso 0.194(8) 1 d PR . -1 H8B H 0.3197 0.6098 0.2801 0.183 Uiso 0.194(8) 1 d PR . -1 H8C H 0.2439 0.4950 0.3260 0.183 Uiso 0.194(8) 1 d PR . -1 N2' N 0.458(2) 0.515(3) 0.3154(15) 0.018(10) Uiso 0.056(8) 1 d PD . -2 C6' C 0.634(2) 0.382(3) 0.432(6) 0.027(10) Uiso 0.056(8) 1 d PD . -2 H6'A H 0.6076 0.3188 0.4969 0.041 Uiso 0.056(8) 1 d PR . -2 H6'B H 0.6487 0.3488 0.3360 0.041 Uiso 0.113(15) 2 d SPR . -2 H6'C H 0.7081 0.4174 0.4688 0.041 Uiso 0.056(8) 1 d PR . -2 C7' C 0.488(5) 0.467(4) 0.169(3) 0.032(14) Uiso 0.056(8) 1 d PD . -2 H7'A H 0.5498 0.4053 0.1668 0.048 Uiso 0.056(8) 1 d PR . -2 H7'B H 0.4164 0.4377 0.1198 0.048 Uiso 0.056(8) 1 d PR . -2 H7'C H 0.5173 0.5386 0.1198 0.048 Uiso 0.056(8) 1 d PR . -2 C8' C 0.362(3) 0.603(3) 0.358(5) 0.017(14) Uiso 0.056(8) 1 d PD . -2 H8'A H 0.3604 0.6046 0.4638 0.026 Uiso 0.056(8) 1 d PR . -2 H8'B H 0.3839 0.6828 0.3219 0.026 Uiso 0.056(8) 1 d PR . -2 H8'C H 0.2830 0.5819 0.3219 0.026 Uiso 0.056(8) 1 d PR . -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 0.0367(2) 0.0367(2) 0.0397(3) -0.0117(2) -0.0117(2) 0.0035(2) N1 0.0357(11) 0.0399(12) 0.0427(14) -0.0134(12) -0.0041(12) 0.0046(10) C1 0.055(2) 0.083(3) 0.144(5) -0.058(3) -0.045(3) 0.034(2) C2 0.0337(15) 0.0484(17) 0.054(2) -0.0174(16) -0.0097(14) 0.0082(12) C3 0.0389(13) 0.0389(13) 0.048(3) -0.0127(14) -0.0127(14) 0.0062(16) C4 0.0448(14) 0.0448(14) 0.047(2) -0.0156(14) -0.0156(14) 0.0032(19) C5 0.114(8) 0.114(8) 0.040(6) -0.001(3) 0.001(3) 0.053(9) O1 0.0542(13) 0.0528(13) 0.0808(19) -0.0346(14) -0.0289(14) 0.0139(10) O2 0.079(2) 0.079(2) 0.032(3) 0.000 0.000 -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.961(2) 6 ? Cu1 N1 1.961(2) 4 ? Cu1 O1 2.010(2) . ? Cu1 O1 2.010(2) 8 ? Cu1 O2 2.288(3) . ? Cu1 C4 2.357(4) . ? N1 C2 1.328(4) . ? N1 N1 1.372(5) 8 ? N1 Cu1 1.961(2) 3_544 ? C1 C2 1.483(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.399(4) . ? C3 C2 1.399(4) 8 ? C3 C4 1.459(6) . ? C4 O1 1.263(3) 8 ? C4 O1 1.263(3) . ? C5 C5 0.841(18) 2_665 ? C5 N2' 1.075(16) 8 ? C5 N2' 1.075(16) 2_665 ? C5 O2 1.177(12) . ? C5 N2 1.196(14) 8 ? C5 N2 1.196(14) 2_665 ? C5 N2' 1.376(13) . ? C5 N2' 1.376(13) 7_665 ? C5 N2 1.408(12) . ? C5 N2 1.408(12) 7_665 ? C5 C6 1.533(19) 7_665 ? C5 C6 1.533(19) . ? O2 C5 1.177(12) 2_665 ? O2 Cu1 2.288(3) 2_665 ? N2 C5 1.196(14) 2_665 ? N2 C7 1.450(18) . ? N2 C8 1.47(2) . ? C6 H6A 0.9597 . ? C6 H6B 0.9600 . ? C6 H6C 0.9595 . ? C6 H6'A 1.4615 . ? C6 H6'B 0.8744 . ? C6 H6'C 0.9421 . ? C7 C8 2.04(4) . ? C7 H7A 0.9421 . ? C7 H7B 0.9431 . ? C7 H7C 0.9839 . ? C7 H7'B 0.5450 . ? C8 C5 1.89(3) 2_665 ? C8 H8A 0.9601 . ? C8 H8B 0.9597 . ? C8 H8C 0.9594 . ? C8 H8'A 1.3845 . ? C8 H8'C 0.6247 . ? N2' C5 1.075(16) 2_665 ? N2' C7' 1.47(2) . ? N2' C8' 1.49(2) . ? C6' H6A 1.4499 . ? C6' H6B 0.8267 . ? C6' H6C 0.8992 . ? C6' H6'A 0.9606 . ? C6' H6'B 0.9606 . ? C6' H6'C 0.9591 . ? C7' H7A 0.6755 . ? C7' H7C 1.2510 . ? C7' H7'A 0.9593 . ? C7' H7'B 0.9595 . ? C7' H7'C 0.9595 . ? C8' C5 1.62(4) 2_665 ? C8' H8A 0.9975 . ? C8' H8B 0.8538 . ? C8' H8'A 0.9603 . ? C8' H8'B 0.9671 . ? C8' H8'C 0.9574 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N1 94.01(15) 6 4 ? N1 Cu1 O1 100.22(9) 6 . ? N1 Cu1 O1 163.95(10) 4 . ? N1 Cu1 O1 163.95(10) 6 8 ? N1 Cu1 O1 100.22(9) 4 8 ? O1 Cu1 O1 64.78(12) . 8 ? N1 Cu1 O2 89.88(10) 6 . ? N1 Cu1 O2 89.88(10) 4 . ? O1 Cu1 O2 97.48(12) . . ? O1 Cu1 O2 97.48(12) 8 . ? N1 Cu1 C4 132.49(7) 6 . ? N1 Cu1 C4 132.49(7) 4 . ? O1 Cu1 C4 32.40(6) . . ? O1 Cu1 C4 32.40(6) 8 . ? O2 Cu1 C4 98.06(15) . . ? C2 N1 N1 108.67(16) . 8 ? C2 N1 Cu1 132.5(2) . 3_544 ? N1 N1 Cu1 118.72(7) 8 3_544 ? 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 . . ? N1 C2 C3 108.7(3) . . ? N1 C2 C1 121.4(3) . . ? C3 C2 C1 129.9(3) . . ? C2 C3 C2 105.2(4) . 8 ? C2 C3 C4 127.35(19) . . ? C2 C3 C4 127.35(19) 8 . ? O1 C4 O1 117.0(4) 8 . ? O1 C4 C3 121.5(2) 8 . ? O1 C4 C3 121.5(2) . . ? O1 C4 Cu1 58.5(2) 8 . ? O1 C4 Cu1 58.5(2) . . ? C3 C4 Cu1 178.0(4) . . ? C5 C5 N2' 90.9(12) 2_665 8 ? C5 C5 N2' 90.9(12) 2_665 2_665 ? N2' C5 N2' 22(3) 8 2_665 ? C5 C5 O2 69.1(4) 2_665 . ? N2' C5 O2 157.2(16) 8 . ? N2' C5 O2 157.2(16) 2_665 . ? C5 C5 N2 85.6(9) 2_665 8 ? N2' C5 N2 25.2(16) 8 8 ? N2' C5 N2 47(2) 2_665 8 ? O2 C5 N2 136.7(11) . 8 ? C5 C5 N2 85.6(9) 2_665 2_665 ? N2' C5 N2 47(2) 8 2_665 ? N2' C5 N2 25.2(16) 2_665 2_665 ? O2 C5 N2 136.7(11) . 2_665 ? N2 C5 N2 71(2) 8 2_665 ? C5 C5 N2' 51.4(10) 2_665 . ? N2' C5 N2' 39.5(19) 8 . ? N2' C5 N2' 45(2) 2_665 . ? O2 C5 N2' 119.5(11) . . ? N2 C5 N2' 40.9(14) 8 . ? N2 C5 N2' 54.6(16) 2_665 . ? C5 C5 N2' 51.4(10) 2_665 7_665 ? N2' C5 N2' 45(2) 8 7_665 ? N2' C5 N2' 39.5(19) 2_665 7_665 ? O2 C5 N2' 119.5(11) . 7_665 ? N2 C5 N2' 54.6(16) 8 7_665 ? N2 C5 N2' 40.9(14) 2_665 7_665 ? N2' C5 N2' 17(3) . 7_665 ? C5 C5 N2 57.8(8) 2_665 . ? N2' C5 N2 40.5(14) 8 . ? N2' C5 N2 55.3(17) 2_665 . ? O2 C5 N2 116.8(9) . . ? N2 C5 N2 27.7(15) 8 . ? N2 C5 N2 72.1(18) 2_665 . ? N2' C5 N2 21.0(12) . . ? N2' C5 N2 38.4(19) 7_665 . ? C5 C5 N2 57.8(8) 2_665 7_665 ? N2' C5 N2 55.3(17) 8 7_665 ? N2' C5 N2 40.5(14) 2_665 7_665 ? O2 C5 N2 116.8(9) . 7_665 ? N2 C5 N2 72.1(18) 8 7_665 ? N2 C5 N2 27.7(15) 2_665 7_665 ? N2' C5 N2 38.4(19) . 7_665 ? N2' C5 N2 21.0(12) 7_665 7_665 ? N2 C5 N2 59.4(17) . 7_665 ? C5 C5 C6 157.6(11) 2_665 7_665 ? N2' C5 C6 73(2) 8 7_665 ? N2' C5 C6 80(2) 2_665 7_665 ? O2 C5 C6 122.4(17) . 7_665 ? N2 C5 C6 73.2(17) 8 7_665 ? N2 C5 C6 94(2) 2_665 7_665 ? N2' C5 C6 111.2(18) . 7_665 ? N2' C5 C6 117.1(19) 7_665 7_665 ? N2 C5 C6 100.8(16) . 7_665 ? N2 C5 C6 119.6(18) 7_665 7_665 ? C5 C5 C6 157.6(11) 2_665 . ? N2' C5 C6 80(2) 8 . ? N2' C5 C6 73(2) 2_665 . ? O2 C5 C6 122.4(17) . . ? N2 C5 C6 94(2) 8 . ? N2 C5 C6 73.2(17) 2_665 . ? N2' C5 C6 117.1(19) . . ? N2' C5 C6 111.2(18) 7_665 . ? N2 C5 C6 119.6(18) . . ? N2 C5 C6 100.8(16) 7_665 . ? C6 C5 C6 36(2) 7_665 . ? C4 O1 Cu1 89.1(2) . . ? C5 O2 C5 41.9(9) . 2_665 ? C5 O2 Cu1 131.00(15) . 2_665 ? C5 O2 Cu1 131.00(15) 2_665 2_665 ? C5 O2 Cu1 131.00(15) . . ? C5 O2 Cu1 131.00(15) 2_665 . ? Cu1 O2 Cu1 90.75(16) 2_665 . ? C5 N2 C5 36.6(9) 2_665 . ? C5 N2 C7 159.2(17) 2_665 . ? C5 N2 C7 146.3(18) . . ? C5 N2 C8 90(2) 2_665 . ? C5 N2 C8 124.4(19) . . ? C7 N2 C8 88(2) . . ? C5 C6 H6A 113.8 . . ? C5 C6 H6B 106.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 108.0 . . ? H6A C6 H6C 109.4 . . ? H6B C6 H6C 109.5 . . ? C5 C6 H6'A 83.8 . . ? H6A C6 H6'A 162.4 . . ? H6B C6 H6'A 61.2 . . ? H6C C6 H6'A 64.1 . . ? C5 C6 H6'B 118.4 . . ? H6A C6 H6'B 92.3 . . ? H6B C6 H6'B 115.8 . . ? H6C C6 H6'B 17.2 . . ? H6'A C6 H6'B 80.0 . . ? C5 C6 H6'C 114.5 . . ? H6A C6 H6'C 92.2 . . ? H6B C6 H6'C 17.3 . . ? H6C C6 H6'C 118.2 . . ? H6'A C6 H6'C 78.1 . . ? H6'B C6 H6'C 119.3 . . ? N2 C7 C8 46.2(13) . . ? N2 C7 H7A 90.0 . . ? C8 C7 H7A 136.0 . . ? N2 C7 H7B 118.4 . . ? C8 C7 H7B 90.4 . . ? H7A C7 H7B 112.4 . . ? N2 C7 H7C 116.8 . . ? C8 C7 H7C 97.4 . . ? H7A C7 H7C 108.9 . . ? H7B C7 H7C 108.8 . . ? N2 C7 H7'B 145.8 . . ? C8 C7 H7'B 167.5 . . ? H7A C7 H7'B 56.4 . . ? H7B C7 H7'B 84.0 . . ? H7C C7 H7'B 74.0 . . ? N2 C8 C5 39.2(9) . 2_665 ? N2 C8 C7 45.4(13) . . ? C5 C8 C7 83.0(12) 2_665 . ? N2 C8 H8A 103.9 . . ? C5 C8 H8A 66.8 2_665 . ? C7 C8 H8A 149.3 . . ? N2 C8 H8B 106.6 . . ? C5 C8 H8B 106.8 2_665 . ? C7 C8 H8B 83.6 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 117.6 . . ? C5 C8 H8C 142.2 2_665 . ? C7 C8 H8C 90.8 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.4 . . ? N2 C8 H8'A 92.2 . . ? C5 C8 H8'A 53.0 2_665 . ? C7 C8 H8'A 133.0 . . ? H8A C8 H8'A 24.1 . . ? H8B C8 H8'A 93.5 . . ? H8C C8 H8'A 133.2 . . ? N2 C8 H8'C 146.8 . . ? C5 C8 H8'C 137.3 2_665 . ? C7 C8 H8'C 111.3 . . ? H8A C8 H8'C 95.4 . . ? H8B C8 H8'C 40.7 . . ? H8C C8 H8'C 79.6 . . ? H8'A C8 H8'C 94.9 . . ? C5 N2' C5 37.7(10) 2_665 . ? C5 N2' C7' 154(3) 2_665 . ? C5 N2' C7' 117(3) . . ? C5 N2' C8' 76(2) 2_665 . ? C5 N2' C8' 114(2) . . ? C7' N2' C8' 129(3) . . ? C5 C6' H6A 89.8 . . ? C5 C6' H6B 114.5 . . ? H6A C6' H6B 82.1 . . ? C5 C6' H6C 111.2 . . ? H6A C6' H6C 79.9 . . ? H6B C6' H6C 130.5 . . ? C5 C6' H6'A 103.8 . . ? H6A C6' H6'A 166.3 . . ? H6B C6' H6'A 93.6 . . ? H6C C6' H6'A 93.3 . . ? C5 C6' H6'B 111.7 . . ? H6A C6' H6'B 62.8 . . ? H6B C6' H6'B 120.7 . . ? H6C C6' H6'B 17.3 . . ? H6'A C6' H6'B 109.4 . . ? C5 C6' H6'C 112.8 . . ? H6A C6' H6'C 65.7 . . ? H6B C6' H6'C 16.4 . . ? H6C C6' H6'C 122.8 . . ? H6'A C6' H6'C 109.4 . . ? H6'B C6' H6'C 109.5 . . ? N2' C7' H7A 113.1 . . ? N2' C7' H7C 93.8 . . ? H7A C7' H7C 104.9 . . ? N2' C7' H7'A 115.2 . . ? H7A C7' H7'A 60.1 . . ? H7C C7' H7'A 150.4 . . ? N2' C7' H7'B 111.2 . . ? H7A C7' H7'B 54.0 . . ? H7C C7' H7'B 50.8 . . ? H7'A C7' H7'B 109.5 . . ? N2' C7' H7'C 101.8 . . ? H7A C7' H7'C 144.8 . . ? H7C C7' H7'C 66.9 . . ? H7'A C7' H7'C 109.5 . . ? H7'B C7' H7'C 109.4 . . ? N2' C8' C5 40.3(10) . 2_665 ? N2' C8' H8A 106.6 . . ? C5 C8' H8A 80.3 2_665 . ? N2' C8' H8B 103.0 . . ? C5 C8' H8B 142.8 2_665 . ? H8A C8' H8B 115.6 . . ? N2' C8' H8'A 106.8 . . ? C5 C8' H8'A 67.3 2_665 . ? H8A C8' H8'A 38.2 . . ? H8B C8' H8'A 145.3 . . ? N2' C8' H8'B 108.8 . . ? C5 C8' H8'B 114.9 2_665 . ? H8A C8' H8'B 138.5 . . ? H8B C8' H8'B 76.6 . . ? H8'A C8' H8'B 109.3 . . ? N2' C8' H8'C 113.3 . . ? C5 C8' H8'C 134.4 2_665 . ? H8A C8' H8'C 75.2 . . ? H8B C8' H8'C 40.5 . . ? H8'A C8' H8'C 109.5 . . ? H8'B C8' H8'C 109.0 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 60.89 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.153 _refine_diff_density_min -0.231 _refine_diff_density_rms 0.040 _database_code_depnum_ccdc_archive 'CCDC 952290' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_[Cu2(mpc)2(DMA)]-300K-2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety C16H21Cu2N5O5 _chemical_formula_sum 'C16 H21 Cu2 N5 O5' _chemical_formula_weight 490.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x, z+1/4' 'y, -x, z+3/4' _cell_length_a 10.99020(10) _cell_length_b 10.99020(10) _cell_length_c 18.094(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2185.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 2.705 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7737 _exptl_absorpt_correction_T_max 0.7737 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4725 _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 4.02 _diffrn_reflns_theta_max 62.40 _reflns_number_total 2596 _reflns_number_gt 2589 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The disordered terminal molecules were subjected to geometric restrains during the refinement. Twinning law (0 -1 0 -1 0 0 0 0 1) was used during the structure refinement ; _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^)+(0.0510P)^2^+0.9273P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(4) _refine_ls_number_reflns 2596 _refine_ls_number_parameters 285 _refine_ls_number_restraints 73 _refine_ls_R_factor_all 0.0294 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0807 _refine_ls_wR_factor_gt 0.0807 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.052 _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 0.39224(8) 0.11590(7) 0.85634(3) 0.0286(2) Uani 1 1 d . . . Cu2 Cu 0.60091(8) -0.09325(6) 0.86525(3) 0.0296(2) Uani 1 1 d . . . C1 C 0.1687(7) 0.0065(8) 0.7394(5) 0.069(3) Uani 1 1 d U . . H1C H 0.1812 0.0404 0.6911 0.104 Uiso 1 1 calc R . . H1B H 0.1620 0.0710 0.7749 0.104 Uiso 1 1 calc R . . H1A H 0.0952 -0.0408 0.7396 0.104 Uiso 1 1 calc R . . C2 C 0.4901(8) -0.3312(6) 0.7614(5) 0.062(2) Uani 1 1 d . . . H2C H 0.4588 -0.3804 0.7219 0.093 Uiso 1 1 calc R . . H2B H 0.4865 -0.3761 0.8068 0.093 Uiso 1 1 calc R . . H2A H 0.5730 -0.3096 0.7510 0.093 Uiso 1 1 calc R . . C3 C 0.2727(6) -0.0722(5) 0.7589(3) 0.0314(15) Uani 1 1 d . . . C4 C 0.4143(5) -0.2168(4) 0.7684(4) 0.0333(15) Uani 1 1 d . . . C5 C 0.2983(5) -0.1889(4) 0.7346(3) 0.0282(11) Uani 1 1 d . . . C6 C 0.2364(6) -0.2684(6) 0.6837(3) 0.0360(12) Uani 1 1 d . . . C7 C 0.5150(8) 0.3445(7) 0.7548(5) 0.063(2) Uani 1 1 d U . . H7C H 0.5496 0.3912 0.7152 0.094 Uiso 1 1 calc R . . H7B H 0.5116 0.3934 0.7987 0.094 Uiso 1 1 calc R . . H7A H 0.4343 0.3192 0.7415 0.094 Uiso 1 1 calc R . . C8 C 0.8493(7) 0.0221(9) 0.7728(5) 0.061(2) Uani 1 1 d . . . H8C H 0.9180 0.0715 0.7858 0.091 Uiso 1 1 calc R . . H8B H 0.8602 -0.0096 0.7238 0.091 Uiso 1 1 calc R . . H8A H 0.8421 -0.0441 0.8071 0.091 Uiso 1 1 calc R . . C9 C 0.5938(6) 0.2325(6) 0.7691(4) 0.0403(16) Uani 1 1 d . . . C10 C 0.7394(5) 0.0954(6) 0.7752(3) 0.0310(13) Uani 1 1 d U . . C11 C 0.7131(5) 0.2076(6) 0.7456(3) 0.0339(11) Uani 1 1 d . . . C12 C 0.7823(6) 0.2846(5) 0.6956(3) 0.0356(12) Uani 1 1 d . . . N1 N 0.3653(5) -0.0379(5) 0.8030(3) 0.0349(12) Uani 1 1 d U . . N2 N 0.4546(5) -0.1253(5) 0.8062(3) 0.0271(11) Uani 1 1 d U . . N3 N 0.5462(5) 0.1460(4) 0.8073(2) 0.0274(12) Uani 1 1 d . . . N4 N 0.6399(4) 0.0620(4) 0.8162(2) 0.0249(11) Uani 1 1 d U . . O1 O 0.1326(4) -0.2288(4) 0.6579(3) 0.0439(12) Uani 1 1 d . . . O2 O 0.2686(5) -0.3687(4) 0.6629(3) 0.0514(14) Uani 1 1 d . . . O3 O 0.7510(5) 0.3821(5) 0.6680(3) 0.0579(15) Uani 1 1 d . . . O4 O 0.8907(4) 0.2443(4) 0.6773(2) 0.0398(11) Uani 1 1 d . . . O5 O 0.4835(4) 0.0057(4) 0.9487(2) 0.0489(9) Uani 1 1 d . A . C13 C 0.4948(10) 0.0307(10) 1.0118(6) 0.101(3) Uani 1 1 d U . . C14 C 0.5966(9) 0.1323(11) 1.0281(8) 0.105(4) Uani 1 1 d U A . H14C H 0.6330 0.1577 0.9824 0.157 Uiso 1 1 calc R . . H14B H 0.6580 0.0989 1.0599 0.157 Uiso 1 1 calc R . . H14A H 0.5594 0.2011 1.0518 0.157 Uiso 1 1 calc R . . N5 N 0.4269(17) 0.0426(17) 1.0667(8) 0.100(5) Uani 0.555(11) 1 d PU A 1 C15 C 0.417(2) 0.071(2) 1.1420(12) 0.122(6) Uani 0.555(11) 1 d PU A 1 H15C H 0.3325 0.0695 1.1562 0.182 Uiso 0.555(11) 1 calc PR A 1 H15B H 0.4492 0.1510 1.1507 0.182 Uiso 0.555(11) 1 calc PR A 1 H15A H 0.4611 0.0127 1.1707 0.182 Uiso 0.555(11) 1 calc PR A 1 C16 C 0.3158(17) -0.062(2) 1.0473(12) 0.095(6) Uani 0.555(11) 1 d PU A 1 H16C H 0.2413 -0.0211 1.0356 0.143 Uiso 0.555(11) 1 calc PR A 1 H16B H 0.3035 -0.1139 1.0895 0.143 Uiso 0.555(11) 1 calc PR A 1 H16A H 0.3405 -0.1111 1.0059 0.143 Uiso 0.555(11) 1 calc PR A 1 N5' N 0.492(2) -0.067(3) 1.0603(15) 0.121(8) Uani 0.445(11) 1 d PU A 2 C15' C 0.499(4) -0.043(5) 1.146(3) 0.20(2) Uani 0.445(11) 1 d PU A 2 H15F H 0.5795 -0.0153 1.1585 0.304 Uiso 0.445(11) 1 calc PR A 2 H15E H 0.4815 -0.1164 1.1723 0.304 Uiso 0.445(11) 1 calc PR A 2 H15D H 0.4410 0.0187 1.1594 0.304 Uiso 0.445(11) 1 calc PR A 2 C16' C 0.396(2) -0.150(2) 1.0300(14) 0.084(6) Uiso 0.445(11) 1 d P A 2 H16F H 0.4159 -0.1707 0.9799 0.125 Uiso 0.445(11) 1 calc PR A 2 H16E H 0.3186 -0.1090 1.0310 0.125 Uiso 0.445(11) 1 calc PR A 2 H16D H 0.3919 -0.2221 1.0594 0.125 Uiso 0.445(11) 1 calc PR A 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 0.0332(5) 0.0222(4) 0.0305(5) -0.0087(4) 0.0096(4) -0.0021(3) Cu2 0.0361(5) 0.0225(4) 0.0300(5) 0.0074(4) -0.0114(4) -0.0033(3) C1 0.053(4) 0.050(4) 0.104(6) -0.017(4) -0.036(4) 0.028(4) C2 0.056(4) 0.033(3) 0.096(6) -0.039(4) -0.047(5) 0.025(4) C3 0.040(3) 0.026(3) 0.029(3) -0.008(2) -0.021(3) 0.016(3) C4 0.036(3) 0.009(2) 0.055(4) -0.005(2) -0.017(3) 0.011(3) C5 0.032(3) 0.017(2) 0.036(3) -0.001(2) -0.018(2) 0.0138(18) C6 0.036(3) 0.035(4) 0.037(3) -0.013(3) -0.009(3) 0.004(2) C7 0.048(4) 0.044(3) 0.097(5) 0.035(4) 0.037(4) 0.015(3) C8 0.039(4) 0.073(5) 0.071(5) 0.018(4) 0.001(4) 0.021(4) C9 0.035(3) 0.036(3) 0.050(4) 0.005(3) 0.007(3) 0.008(3) C10 0.027(3) 0.044(3) 0.022(2) 0.015(3) 0.004(2) -0.001(3) C11 0.020(3) 0.041(3) 0.041(3) 0.015(3) 0.011(3) 0.007(2) C12 0.046(4) 0.027(3) 0.034(3) 0.014(3) 0.016(3) 0.005(2) N1 0.030(3) 0.030(3) 0.045(3) -0.018(2) -0.009(3) 0.008(2) N2 0.035(2) 0.024(2) 0.022(2) 0.004(2) -0.0043(19) 0.007(2) N3 0.038(3) 0.027(2) 0.017(2) 0.002(2) 0.001(2) 0.013(2) N4 0.030(2) 0.0149(18) 0.030(2) 0.0015(18) 0.004(2) 0.000(2) O1 0.042(2) 0.0269(19) 0.063(3) -0.018(2) -0.027(2) 0.011(2) O2 0.050(3) 0.031(2) 0.073(3) -0.027(3) -0.022(3) 0.011(3) O3 0.046(3) 0.052(3) 0.076(3) 0.035(3) 0.020(3) 0.016(3) O4 0.030(2) 0.037(2) 0.052(3) 0.024(2) 0.0164(19) 0.009(2) O5 0.057(3) 0.069(3) 0.0209(19) 0.0003(18) -0.0021(19) 0.0028(18) C13 0.120(6) 0.117(7) 0.066(5) 0.013(5) 0.012(5) -0.004(5) C14 0.092(6) 0.112(7) 0.112(7) -0.014(6) -0.015(5) -0.006(5) N5 0.118(8) 0.132(9) 0.049(6) 0.006(6) 0.016(6) 0.000(7) C15 0.141(11) 0.140(11) 0.083(7) -0.018(8) 0.009(8) -0.004(9) C16 0.082(8) 0.106(9) 0.099(10) 0.002(8) 0.001(8) -0.029(8) N5' 0.126(11) 0.128(11) 0.108(11) 0.020(9) 0.005(9) -0.012(9) C15' 0.20(2) 0.21(2) 0.20(2) 0.002(11) -0.007(10) -0.008(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 N3 1.939(6) . ? Cu1 N1 1.969(5) . ? Cu1 O2 1.983(5) 3 ? Cu1 O1 2.032(4) 3 ? Cu1 O5 2.295(4) . ? Cu1 C6 2.358(5) 3 ? Cu2 N2 1.962(5) . ? Cu2 O3 1.969(5) 3_645 ? Cu2 N4 1.971(5) . ? Cu2 O4 2.046(4) 3_645 ? Cu2 O5 2.264(4) . ? Cu2 C12 2.359(5) 3_645 ? C1 C3 1.476(10) . ? C1 H1C 0.9600 . ? C1 H1B 0.9600 . ? C1 H1A 0.9600 . ? C2 C4 1.513(8) . ? C2 H2C 0.9600 . ? C2 H2B 0.9600 . ? C2 H2A 0.9600 . ? C3 N1 1.348(8) . ? C3 C5 1.384(8) . ? C4 N2 1.295(8) . ? C4 C5 1.447(8) . ? C5 C6 1.441(7) . ? C6 O2 1.217(8) . ? C6 O1 1.307(8) . ? C6 Cu1 2.358(5) 4_554 ? C7 C9 1.527(10) . ? C7 H7C 0.9600 . ? C7 H7B 0.9600 . ? C7 H7A 0.9600 . ? C8 C10 1.453(10) . ? C8 H8C 0.9600 . ? C8 H8B 0.9600 . ? C8 H8A 0.9600 . ? C9 N3 1.287(9) . ? C9 C11 1.405(9) . ? C10 N4 1.371(7) . ? C10 C11 1.374(9) . ? C11 C12 1.454(7) . ? C12 O3 1.230(8) . ? C12 O4 1.314(8) . ? C12 Cu2 2.359(5) 4_664 ? N1 N2 1.374(6) . ? N3 N4 1.393(6) . ? O1 Cu1 2.032(4) 4_554 ? O2 Cu1 1.983(5) 4_554 ? O3 Cu2 1.969(5) 4_664 ? O4 Cu2 2.046(4) 4_664 ? O5 C13 1.180(11) . ? C13 N5 1.249(17) . ? C13 N5' 1.39(3) . ? C13 C14 1.608(13) . ? C14 H14C 0.9600 . ? C14 H14B 0.9600 . ? C14 H14A 0.9600 . ? N5 C15 1.40(2) . ? N5 C16 1.72(2) . ? C15 H15C 0.9600 . ? C15 H15B 0.9600 . ? C15 H15A 0.9600 . ? C16 H16C 0.9600 . ? C16 H16B 0.9600 . ? C16 H16A 0.9600 . ? N5' C16' 1.49(3) . ? N5' C15' 1.58(5) . ? C15' H15F 0.9600 . ? C15' H15E 0.9600 . ? C15' H15D 0.9600 . ? C16' H16F 0.9600 . ? C16' H16E 0.9600 . ? C16' H16D 0.9600 . ? 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 N3 Cu1 N1 93.04(19) . . ? N3 Cu1 O2 101.9(2) . 3 ? N1 Cu1 O2 163.8(2) . 3 ? N3 Cu1 O1 165.0(2) . 3 ? N1 Cu1 O1 99.8(2) . 3 ? O2 Cu1 O1 64.63(16) 3 3 ? N3 Cu1 O5 92.39(18) . . ? N1 Cu1 O5 88.3(2) . . ? O2 Cu1 O5 97.4(2) 3 . ? O1 Cu1 O5 95.72(19) 3 . ? N3 Cu1 C6 132.8(2) . 3 ? N1 Cu1 C6 133.3(2) . 3 ? O2 Cu1 C6 31.1(2) 3 3 ? O1 Cu1 C6 33.6(2) 3 3 ? O5 Cu1 C6 96.70(17) . 3 ? N2 Cu2 O3 100.7(2) . 3_645 ? N2 Cu2 N4 95.06(18) . . ? O3 Cu2 N4 161.9(2) 3_645 . ? N2 Cu2 O4 164.74(19) . 3_645 ? O3 Cu2 O4 65.18(16) 3_645 3_645 ? N4 Cu2 O4 98.09(19) . 3_645 ? N2 Cu2 O5 88.97(19) . . ? O3 Cu2 O5 98.5(2) 3_645 . ? N4 Cu2 O5 90.50(17) . . ? O4 Cu2 O5 98.58(17) 3_645 . ? N2 Cu2 C12 131.9(2) . 3_645 ? O3 Cu2 C12 31.4(2) 3_645 3_645 ? N4 Cu2 C12 131.6(2) . 3_645 ? O4 Cu2 C12 33.8(2) 3_645 3_645 ? O5 Cu2 C12 99.87(17) . 3_645 ? C3 C1 H1C 109.5 . . ? C3 C1 H1B 109.5 . . ? H1C C1 H1B 109.5 . . ? C3 C1 H1A 109.5 . . ? H1C C1 H1A 109.5 . . ? H1B C1 H1A 109.5 . . ? C4 C2 H2C 109.5 . . ? C4 C2 H2B 109.5 . . ? H2C C2 H2B 109.5 . . ? C4 C2 H2A 109.5 . . ? H2C C2 H2A 109.5 . . ? H2B C2 H2A 109.5 . . ? N1 C3 C5 107.1(5) . . ? N1 C3 C1 124.2(5) . . ? C5 C3 C1 128.7(6) . . ? N2 C4 C5 111.1(5) . . ? N2 C4 C2 120.1(5) . . ? C5 C4 C2 128.7(5) . . ? C3 C5 C6 132.0(6) . . ? C3 C5 C4 104.0(4) . . ? C6 C5 C4 123.9(6) . . ? O2 C6 O1 116.4(4) . . ? O2 C6 C5 127.6(7) . . ? O1 C6 C5 116.0(6) . . ? O2 C6 Cu1 57.2(3) . 4_554 ? O1 C6 Cu1 59.4(3) . 4_554 ? C5 C6 Cu1 174.0(5) . 4_554 ? C9 C7 H7C 109.5 . . ? C9 C7 H7B 109.5 . . ? H7C C7 H7B 109.5 . . ? C9 C7 H7A 109.5 . . ? H7C C7 H7A 109.5 . . ? H7B C7 H7A 109.5 . . ? C10 C8 H8C 109.5 . . ? C10 C8 H8B 109.5 . . ? H8C C8 H8B 109.5 . . ? C10 C8 H8A 109.5 . . ? H8C C8 H8A 109.5 . . ? H8B C8 H8A 109.5 . . ? N3 C9 C11 113.5(6) . . ? N3 C9 C7 117.1(5) . . ? C11 C9 C7 129.4(6) . . ? N4 C10 C11 106.4(5) . . ? N4 C10 C8 122.0(6) . . ? C11 C10 C8 131.4(6) . . ? C10 C11 C9 104.7(4) . . ? C10 C11 C12 130.9(6) . . ? C9 C11 C12 124.2(7) . . ? O3 C12 O4 116.4(5) . . ? O3 C12 C11 127.8(7) . . ? O4 C12 C11 115.8(6) . . ? O3 C12 Cu2 56.5(3) . 4_664 ? O4 C12 Cu2 59.9(3) . 4_664 ? C11 C12 Cu2 175.7(5) . 4_664 ? C3 N1 N2 111.6(6) . . ? C3 N1 Cu1 130.1(4) . . ? N2 N1 Cu1 118.2(5) . . ? C4 N2 N1 106.0(6) . . ? C4 N2 Cu2 135.0(4) . . ? N1 N2 Cu2 118.9(5) . . ? C9 N3 N4 104.5(6) . . ? C9 N3 Cu1 136.6(4) . . ? N4 N3 Cu1 118.7(4) . . ? C10 N4 N3 110.5(5) . . ? C10 N4 Cu2 130.5(4) . . ? N3 N4 Cu2 117.7(4) . . ? C6 O1 Cu1 87.0(3) . 4_554 ? C6 O2 Cu1 91.8(4) . 4_554 ? C12 O3 Cu2 92.1(4) . 4_664 ? C12 O4 Cu2 86.3(3) . 4_664 ? C13 O5 Cu2 134.2(6) . . ? C13 O5 Cu1 128.8(6) . . ? Cu2 O5 Cu1 90.97(13) . . ? O5 C13 N5 136.9(13) . . ? O5 C13 N5' 115.4(15) . . ? N5 C13 N5' 64.0(14) . . ? O5 C13 C14 114.4(9) . . ? N5 C13 C14 101.4(13) . . ? N5' C13 C14 116.0(14) . . ? C13 C14 H14C 109.5 . . ? C13 C14 H14B 109.5 . . ? H14C C14 H14B 109.5 . . ? C13 C14 H14A 109.5 . . ? H14C C14 H14A 109.5 . . ? H14B C14 H14A 109.5 . . ? C13 N5 C15 148(2) . . ? C13 N5 C16 101.1(14) . . ? C15 N5 C16 107.0(16) . . ? C13 N5' C16' 105(2) . . ? C13 N5' C15' 119(3) . . ? C16' N5' C15' 120(3) . . ? N5' C15' H15F 109.5 . . ? N5' C15' H15E 109.5 . . ? H15F C15' H15E 109.5 . . ? N5' C15' H15D 109.5 . . ? H15F C15' H15D 109.5 . . ? H15E C15' H15D 109.5 . . ? N5' C16' H16F 109.5 . . ? N5' C16' H16E 109.5 . . ? H16F C16' H16E 109.5 . . ? N5' C16' H16D 109.5 . . ? H16F C16' H16D 109.5 . . ? H16E C16' H16D 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 62.40 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.259 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.054 _database_code_depnum_ccdc_archive 'CCDC 952291' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_[Cu2(mpc)2(DMA)]-450K-2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety C16H21Cu2N5O5 _chemical_formula_sum 'C16 H21 Cu2 N5 O5' _chemical_formula_weight 490.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(2)nm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' '-y, -x, z' 'y, x, z' _cell_length_a 10.9855(3) _cell_length_b 10.9855(3) _cell_length_c 9.1106(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1099.48(6) _cell_formula_units_Z 2 _cell_measurement_temperature 440(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 2.688 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7748 _exptl_absorpt_correction_T_max 0.7748 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 440(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2089 _diffrn_reflns_av_R_equivalents 0.0148 _diffrn_reflns_av_sigmaI/netI 0.0159 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 8.07 _diffrn_reflns_theta_max 62.32 _reflns_number_total 804 _reflns_number_gt 797 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0465P)^2^+0.1121P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(5) _refine_ls_number_reflns 804 _refine_ls_number_parameters 99 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.0216 _refine_ls_R_factor_gt 0.0214 _refine_ls_wR_factor_ref 0.0602 _refine_ls_wR_factor_gt 0.0601 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.60491(3) 0.60491(3) 0.27148(7) 0.0388(2) Uani 1 2 d S . . N1 N 0.86290(18) 0.95169(19) 0.6675(3) 0.0403(4) Uani 1 1 d . . . C1 C 0.6609(3) 0.9908(4) 0.5639(7) 0.0959(16) Uani 1 1 d . . . H1A H 0.6847 1.0743 0.5525 0.144 Uiso 1 1 calc R . . H1B H 0.6086 0.9831 0.6479 0.144 Uiso 1 1 calc R . . H1C H 0.6181 0.9644 0.4777 0.144 Uiso 1 1 calc R . . C2 C 0.7711(2) 0.9140(2) 0.5852(3) 0.0466(6) Uani 1 1 d . . . C3 C 0.7983(2) 0.7983(2) 0.5299(4) 0.0424(8) Uani 1 2 d S . . C4 C 0.7257(2) 0.7257(2) 0.4286(5) 0.0476(9) Uani 1 2 d S . . C5 C 0.4738(5) 0.5262(5) 0.5683(10) 0.095(5) Uani 0.50 2 d SPD . . O1 O 0.76195(19) 0.62298(19) 0.3828(3) 0.0639(7) Uani 1 1 d . . . O2 O 0.5000 0.5000 0.4479(4) 0.0657(12) Uani 1 4 d SD . . N2 N 0.5655(14) 0.5226(17) 0.6756(14) 0.081(6) Uiso 0.190(8) 1 d PD . -1 C6 C 0.352(2) 0.588(2) 0.604(4) 0.092(13) Uiso 0.190(8) 1 d PD . -1 H6A H 0.3030 0.5415 0.6712 0.138 Uiso 0.190(8) 1 d PR . -1 H6B H 0.3096 0.5976 0.5131 0.138 Uiso 0.190(8) 1 d PR . -1 H6C H 0.3690 0.6662 0.6459 0.138 Uiso 0.190(8) 1 d PR . -1 C7 C 0.596(2) 0.540(2) 0.829(2) 0.100(10) Uiso 0.190(8) 1 d PD . -1 H7A H 0.5249 0.5870 0.8417 0.151 Uiso 0.190(8) 1 d PR . -1 H7B H 0.6674 0.5837 0.8494 0.151 Uiso 0.190(8) 1 d PR . -1 H7C H 0.5916 0.4689 0.8953 0.151 Uiso 0.190(8) 1 d PR . -1 C8 C 0.680(2) 0.455(3) 0.654(4) 0.109(10) Uiso 0.190(8) 1 d PD . -1 H8A H 0.6785 0.4285 0.5531 0.164 Uiso 0.190(8) 1 d PR . -1 H8B H 0.6776 0.3855 0.7173 0.164 Uiso 0.190(8) 1 d PR . -1 H8C H 0.7534 0.5003 0.6715 0.164 Uiso 0.190(8) 1 d PR . -1 N2' N 0.541(2) 0.483(3) 0.6850(14) 0.032(9) Uiso 0.060(8) 1 d PD . -2 C6' C 0.368(2) 0.617(3) 0.570(5) 0.034(9) Uiso 0.060(8) 1 d PD . -2 H6'A H 0.3948 0.6802 0.5049 0.051 Uiso 0.060(8) 1 d PR . -2 H6'B H 0.3537 0.6502 0.6658 0.051 Uiso 0.120(15) 2 d SPR . -2 H6'C H 0.2942 0.5816 0.5330 0.051 Uiso 0.060(8) 1 d PR . -2 C7' C 0.504(3) 0.538(3) 0.825(3) 0.030(12) Uiso 0.060(8) 1 d PD . -2 H7'A H 0.4423 0.6002 0.8275 0.045 Uiso 0.060(8) 1 d PR . -2 H7'B H 0.5757 0.5677 0.8745 0.045 Uiso 0.060(8) 1 d PR . -2 H7'C H 0.4748 0.4668 0.8745 0.045 Uiso 0.060(8) 1 d PR . -2 C8' C 0.638(3) 0.396(3) 0.641(5) 0.026(12) Uiso 0.060(8) 1 d PD . -2 H8'A H 0.6398 0.3948 0.5357 0.039 Uiso 0.060(8) 1 d PR . -2 H8'B H 0.6163 0.3166 0.6775 0.039 Uiso 0.060(8) 1 d PR . -2 H8'C H 0.7172 0.4175 0.6775 0.039 Uiso 0.060(8) 1 d PR . -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 0.0379(2) 0.0379(2) 0.0404(3) -0.01200(18) -0.01200(18) 0.00346(17) N1 0.0356(9) 0.0425(11) 0.0430(12) -0.0133(10) -0.0046(10) 0.0053(9) C1 0.0574(17) 0.084(2) 0.147(4) -0.060(3) -0.046(2) 0.0345(18) C2 0.0366(12) 0.0497(13) 0.0535(17) -0.0164(13) -0.0109(12) 0.0091(10) C3 0.0399(11) 0.0399(11) 0.047(2) -0.0143(12) -0.0143(12) 0.0064(13) C4 0.0457(12) 0.0457(12) 0.051(2) -0.0156(12) -0.0156(12) 0.0007(16) C5 0.128(7) 0.128(7) 0.028(4) -0.004(3) 0.004(3) 0.062(8) O1 0.0544(11) 0.0539(10) 0.0835(17) -0.0351(12) -0.0292(12) 0.0126(9) O2 0.0830(18) 0.0830(18) 0.031(2) 0.000 0.000 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.964(2) 4_464 ? Cu1 N1 1.964(2) 6_644 ? Cu1 O1 2.011(2) 8 ? Cu1 O1 2.011(2) . ? Cu1 O2 2.289(3) . ? Cu1 C4 2.360(4) . ? N1 C2 1.322(4) . ? N1 N1 1.379(4) 8 ? N1 Cu1 1.964(2) 3_655 ? C1 C2 1.489(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.400(3) . ? C3 C2 1.400(3) 8 ? C3 C4 1.458(5) . ? C4 O1 1.267(3) 8 ? C4 O1 1.267(3) . ? C5 C5 0.815(16) 2_665 ? C5 N2' 1.080(15) 8 ? C5 N2' 1.080(15) 2_665 ? C5 O2 1.170(10) . ? C5 N2 1.196(13) 8 ? C5 N2 1.196(13) 2_665 ? C5 N2' 1.375(12) . ? C5 N2' 1.375(12) 7_665 ? C5 N2 1.404(11) . ? C5 N2 1.404(11) 7_665 ? C5 C6' 1.528(19) 7_665 ? C5 C6' 1.528(19) . ? O2 C5 1.170(10) 2_665 ? O2 Cu1 2.289(3) 2_665 ? N2 C5 1.196(13) 2_665 ? N2 C7 1.448(17) . ? N2 C8 1.475(19) . ? C6 H6A 0.9603 . ? C6 H6B 0.9605 . ? C6 H6C 0.9602 . ? C6 H6'A 1.4390 . ? C6 H6'B 0.8866 . ? C6 H6'C 0.9126 . ? C7 H7A 0.9427 . ? C7 H7B 0.9438 . ? C7 H7C 0.9844 . ? C7 H7'B 0.5612 . ? C8 C5 1.87(3) 2_665 ? C8 H8A 0.9607 . ? C8 H8B 0.9603 . ? C8 H8C 0.9601 . ? C8 H8'A 1.3376 . ? C8 H8'C 0.6197 . ? N2' C5 1.080(15) 2_665 ? N2' C7' 1.471(19) . ? N2' C8' 1.49(2) . ? C6' H6A 1.4302 . ? C6' H6B 0.8523 . ? C6' H6C 0.8806 . ? C6' H6'A 0.9611 . ? C6' H6'B 0.9611 . ? C6' H6'C 0.9596 . ? C7' H7A 0.5982 . ? C7' H7C 1.3830 . ? C7' H7'A 0.9600 . ? C7' H7'B 0.9601 . ? C7' H7'C 0.9601 . ? C8' C5 1.64(3) 2_665 ? C8' H8A 0.9813 . ? C8' H8B 0.8274 . ? C8' H8'A 0.9608 . ? C8' H8'B 0.9679 . ? C8' H8'C 0.9580 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N1 94.35(13) 4_464 6_644 ? N1 Cu1 O1 99.99(8) 4_464 8 ? N1 Cu1 O1 163.92(8) 6_644 8 ? N1 Cu1 O1 163.92(8) 4_464 . ? N1 Cu1 O1 99.99(8) 6_644 . ? O1 Cu1 O1 64.94(10) 8 . ? N1 Cu1 O2 89.88(9) 4_464 . ? N1 Cu1 O2 89.88(9) 6_644 . ? O1 Cu1 O2 97.34(11) 8 . ? O1 Cu1 O2 97.34(11) . . ? N1 Cu1 C4 132.32(6) 4_464 . ? N1 Cu1 C4 132.32(6) 6_644 . ? O1 Cu1 C4 32.47(5) 8 . ? O1 Cu1 C4 32.47(5) . . ? O2 Cu1 C4 98.05(14) . . ? C2 N1 N1 108.53(13) . 8 ? C2 N1 Cu1 132.76(17) . 3_655 ? N1 N1 Cu1 118.60(6) 8 3_655 ? 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 . . ? N1 C2 C3 109.0(2) . . ? N1 C2 C1 121.1(2) . . ? C3 C2 C1 129.9(3) . . ? C2 C3 C2 104.9(3) . 8 ? C2 C3 C4 127.47(16) . . ? C2 C3 C4 127.47(16) 8 . ? O1 C4 O1 116.8(3) 8 . ? O1 C4 C3 121.59(17) 8 . ? O1 C4 C3 121.59(17) . . ? O1 C4 Cu1 58.43(17) 8 . ? O1 C4 Cu1 58.43(17) . . ? C3 C4 Cu1 178.1(3) . . ? C5 C5 N2' 92.0(11) 2_665 8 ? C5 C5 N2' 92.0(11) 2_665 2_665 ? N2' C5 N2' 20(4) 8 2_665 ? C5 C5 O2 69.6(4) 2_665 . ? N2' C5 O2 159.2(15) 8 . ? N2' C5 O2 159.2(15) 2_665 . ? C5 C5 N2 86.4(8) 2_665 8 ? N2' C5 N2 25.6(17) 8 8 ? N2' C5 N2 45(2) 2_665 8 ? O2 C5 N2 138.1(10) . 8 ? C5 C5 N2 86.4(8) 2_665 2_665 ? N2' C5 N2 45(2) 8 2_665 ? N2' C5 N2 25.6(17) 2_665 2_665 ? O2 C5 N2 138.1(10) . 2_665 ? N2 C5 N2 69.8(19) 8 2_665 ? C5 C5 N2' 51.7(9) 2_665 . ? N2' C5 N2' 40.3(18) 8 . ? N2' C5 N2' 44.3(19) 2_665 . ? O2 C5 N2' 120.6(10) . . ? N2 C5 N2' 41.5(14) 8 . ? N2 C5 N2' 53.6(15) 2_665 . ? C5 C5 N2' 51.7(9) 2_665 7_665 ? N2' C5 N2' 44.3(19) 8 7_665 ? N2' C5 N2' 40.3(18) 2_665 7_665 ? O2 C5 N2' 120.6(10) . 7_665 ? N2 C5 N2' 53.6(15) 8 7_665 ? N2 C5 N2' 41.5(14) 2_665 7_665 ? N2' C5 N2' 16(3) . 7_665 ? C5 C5 N2 58.2(7) 2_665 . ? N2' C5 N2 41.3(14) 8 . ? N2' C5 N2 54.4(16) 2_665 . ? O2 C5 N2 118.0(9) . . ? N2 C5 N2 28.2(13) 8 . ? N2 C5 N2 71.1(17) 2_665 . ? N2' C5 N2 21.4(13) . . ? N2' C5 N2 37.0(19) 7_665 . ? C5 C5 N2 58.2(7) 2_665 7_665 ? N2' C5 N2 54.4(16) 8 7_665 ? N2' C5 N2 41.3(14) 2_665 7_665 ? O2 C5 N2 118.0(9) . 7_665 ? N2 C5 N2 71.1(17) 8 7_665 ? N2 C5 N2 28.2(13) 2_665 7_665 ? N2' C5 N2 37.0(19) . 7_665 ? N2' C5 N2 21.4(13) 7_665 7_665 ? N2 C5 N2 58.3(16) . 7_665 ? C5 C5 C6' 175.5(13) 2_665 7_665 ? N2' C5 C6' 87(2) 8 7_665 ? N2' C5 C6' 88(2) 2_665 7_665 ? O2 C5 C6' 110.9(19) . 7_665 ? N2 C5 C6' 90.6(18) 8 7_665 ? N2 C5 C6' 95.7(18) 2_665 7_665 ? N2' C5 C6' 127(2) . 7_665 ? N2' C5 C6' 128(2) 7_665 7_665 ? N2 C5 C6' 119(2) . 7_665 ? N2 C5 C6' 123.8(18) 7_665 7_665 ? C5 C5 C6' 175.5(13) 2_665 . ? N2' C5 C6' 88(2) 8 . ? N2' C5 C6' 87(2) 2_665 . ? O2 C5 C6' 110.9(19) . . ? N2 C5 C6' 95.7(18) 8 . ? N2 C5 C6' 90.6(18) 2_665 . ? N2' C5 C6' 128(2) . . ? N2' C5 C6' 127(2) 7_665 . ? N2 C5 C6' 123.8(18) . . ? N2 C5 C6' 119(2) 7_665 . ? C6' C5 C6' 9(2) 7_665 . ? C4 O1 Cu1 89.10(17) . . ? C5 O2 C5 40.7(8) . 2_665 ? C5 O2 Cu1 131.17(13) . 2_665 ? C5 O2 Cu1 131.17(13) 2_665 2_665 ? C5 O2 Cu1 131.17(13) . . ? C5 O2 Cu1 131.17(13) 2_665 . ? Cu1 O2 Cu1 90.80(15) 2_665 . ? C5 N2 C5 35.4(8) 2_665 . ? C5 N2 C7 158.3(17) 2_665 . ? C5 N2 C7 146.4(17) . . ? C5 N2 C8 88.3(17) 2_665 . ? C5 N2 C8 122.1(17) . . ? C7 N2 C8 90(2) . . ? C5 C6 H6A 113.2 . . ? C5 C6 H6B 106.9 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 108.3 . . ? H6A C6 H6C 109.4 . . ? H6B C6 H6C 109.5 . . ? C5 C6 H6'A 83.9 . . ? H6A C6 H6'A 162.9 . . ? H6B C6 H6'A 62.2 . . ? H6C C6 H6'A 63.4 . . ? C5 C6 H6'B 117.5 . . ? H6A C6 H6'B 91.1 . . ? H6B C6 H6'B 117.9 . . ? H6C C6 H6'B 18.4 . . ? H6'A C6 H6'B 81.1 . . ? C5 C6 H6'C 115.1 . . ? H6A C6 H6'C 91.1 . . ? H6B C6 H6'C 18.4 . . ? H6C C6 H6'C 118.8 . . ? H6'A C6 H6'C 80.2 . . ? H6'B C6 H6'C 121.3 . . ? N2 C7 H7A 90.0 . . ? N2 C7 H7B 116.6 . . ? H7A C7 H7B 112.4 . . ? N2 C7 H7C 118.7 . . ? H7A C7 H7C 108.9 . . ? H7B C7 H7C 108.8 . . ? N2 C7 H7'B 133.9 . . ? H7A C7 H7'B 44.3 . . ? H7B C7 H7'B 84.1 . . ? H7C C7 H7'B 88.0 . . ? N2 C8 C5 39.7(8) . 2_665 ? N2 C8 H8A 105.5 . . ? C5 C8 H8A 67.8 2_665 . ? N2 C8 H8B 107.1 . . ? C5 C8 H8B 108.2 2_665 . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 115.6 . . ? C5 C8 H8C 140.5 2_665 . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C8 H8'A 94.4 . . ? C5 C8 H8'A 54.7 2_665 . ? H8A C8 H8'A 22.9 . . ? H8B C8 H8'A 94.7 . . ? H8C C8 H8'A 132.0 . . ? N2 C8 H8'C 148.1 . . ? C5 C8 H8'C 144.4 2_665 . ? H8A C8 H8'C 98.3 . . ? H8B C8 H8'C 43.6 . . ? H8C C8 H8'C 74.5 . . ? H8'A C8 H8'C 99.8 . . ? C5 N2' C5 36.3(9) 2_665 . ? C5 N2' C7' 149(2) 2_665 . ? C5 N2' C7' 112.7(17) . . ? C5 N2' C8' 77(2) 2_665 . ? C5 N2' C8' 113(2) . . ? C7' N2' C8' 134(2) . . ? C5 C6' H6A 90.6 . . ? C5 C6' H6B 114.1 . . ? H6A C6' H6B 82.7 . . ? C5 C6' H6C 113.7 . . ? H6A C6' H6C 81.7 . . ? H6B C6' H6C 129.7 . . ? C5 C6' H6'A 103.6 . . ? H6A C6' H6'A 165.8 . . ? H6B C6' H6'A 91.9 . . ? H6C C6' H6'A 91.9 . . ? C5 C6' H6'B 112.6 . . ? H6A C6' H6'B 63.4 . . ? H6B C6' H6'B 121.5 . . ? H6C C6' H6'B 18.3 . . ? H6'A C6' H6'B 109.4 . . ? C5 C6' H6'C 112.2 . . ? H6A C6' H6'C 64.6 . . ? H6B C6' H6'C 18.1 . . ? H6C C6' H6'C 122.2 . . ? H6'A C6' H6'C 109.4 . . ? H6'B C6' H6'C 109.5 . . ? N2' C7' H7A 118.5 . . ? N2' C7' H7C 89.1 . . ? H7A C7' H7C 96.5 . . ? N2' C7' H7'A 120.0 . . ? H7A C7' H7'A 68.6 . . ? H7C C7' H7'A 150.8 . . ? N2' C7' H7'B 108.6 . . ? H7A C7' H7'B 43.5 . . ? H7C C7' H7'B 53.2 . . ? H7'A C7' H7'B 109.5 . . ? N2' C7' H7'C 99.2 . . ? H7A C7' H7'C 138.0 . . ? H7C C7' H7'C 64.3 . . ? H7'A C7' H7'C 109.5 . . ? H7'B C7' H7'C 109.4 . . ? N2' C8' C5 40.1(9) . 2_665 ? N2' C8' H8A 108.2 . . ? C5 C8' H8A 79.7 2_665 . ? N2' C8' H8B 104.1 . . ? C5 C8' H8B 144.1 2_665 . ? H8A C8' H8B 120.1 . . ? N2' C8' H8'A 107.1 . . ? C5 C8' H8'A 67.6 2_665 . ? H8A C8' H8'A 35.1 . . ? H8B C8' H8'A 145.8 . . ? N2' C8' H8'B 108.1 . . ? C5 C8' H8'B 115.0 2_665 . ? H8A C8' H8'B 135.9 . . ? H8B C8' H8'B 73.2 . . ? H8'A C8' H8'B 109.3 . . ? N2' C8' H8'C 113.8 . . ? C5 C8' H8'C 134.1 2_665 . ? H8A C8' H8'C 77.7 . . ? H8B C8' H8'C 43.1 . . ? H8'A C8' H8'C 109.5 . . ? H8'B C8' H8'C 109.0 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 62.32 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.153 _refine_diff_density_min -0.221 _refine_diff_density_rms 0.041 _database_code_depnum_ccdc_archive 'CCDC 952292'