# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_section_title ; Synthesis, Crystal Structures and Magnetic Properties of bis( \m-dialkoxo)-bridged Linear Trinuclear Copper(II) Complexes with Aminoalcohol Ligands: A Theoretical/Experimental Magneto-Structural Study. ; #------------------ AUTHOR DETAILS -------------------------------------------# # Name and address of author for correspondence _publ_contact_author_name 'Sepp\"al\"a, Petri J.' _publ_contact_author_address ; Department of Chemistry University of Jyv\"askyl\"a P.O.Box 35 FI-40014 University of Jyv\"askyl\"a Finland ; _publ_contact_author_email petri.seppala@jyu.fi _publ_contact_author_phone '+358 14 260 2604' _publ_contact_author_fax '+358 14 260 1021' loop_ _publ_author_name _publ_author_address 'Sepp\"al\"a, Petri' ; Department of Chemistry University of Jyv\"askyl\"a P.O.Box 35 FI-40014 University of Jyv\"askyl\"a Finland ; 'Sillanp\"a\"a, Reijo' ; Department of Chemistry University of Jyv\"askyl\"a P.O.Box 35 FI-40014 University of Jyv\"askyl\"a Finland ; 'Colacio, Enrique' ; Departamento de Qu\'imica Inorg\'anica Facultad de Ciencias Universidad de Granada Avda. de Fuentenueva s/n 18071 Granada Spain ; 'Mota, Antonio J.' ; Departamento de Qu\'imica Inorg\'anica Facultad de Ciencias Universidad de Granada Avda. de Fuentenueva s/n 18071 Granada Spain ; #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2011-06-22 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? # Insert blank lines between references _publ_section_references ; Blessing, R. H. (1995) Acta Cryst., A51, 33-38. Blessing, R. H. (1987) Cryst. Rev. 1, 3-58. Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397. Bruker (2007) APEX2 (Version 2.1-4), SAINT (version 7.34A), SADABS (version 2007/4), BrukerAXS Inc, Madison, Wisconsin, USA. Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358. Flack H. D. & Bernardinelli, G. (71999). Acta Cryst. A55, 908-915. Flack H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148. Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580 LePage, Y. (1987). J. Appl. Cryst. 20, 264-269. North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst, A24, 351-359 Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr. 34, 824-828 Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr. 35, 281. ABSCOR: Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. APEX, APEX2, SMART, SAINT, SAINT-Plus: Bruker (2007). Program name(s). Bruker AXS Inc., Madison, Wisconsin, USA. [Older versions (pre-1997) should refer to Siemens Analytical X-ray Instruments Inc. instead of Bruker AXS.] CAD-4 Software: Enraf-Nonius (1989). CAD-4 Software (or CAD-4 EXPRESS). Enraf-Nonius, Delft, The Netherlands. Cambridge Structural Database: Allen, F. R. (2002). Acta Cryst. B58, 380-388. CAMERON: Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON. Chemical Crystallography Laboratory, Oxford, England. CrysAlis CCD, CrysAlis RED and associated programs: Oxford Diffraction (2006). Program name(s). Oxford Diffraction Ltd, Abingdon, England. CRYSTALS: Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. & Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487. COLLECT: Nonius [or Hooft, R. W. W.] (1998). COLLECT. Nonius BV, Delft, The Netherlands. DENZO/SCALEPACK: Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press. DIAMOND: Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K. & Berndt, M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany. DIF4 and REDU4: Stoe & Cie (1991). Program name(s). Stoe & Cie, Darmstadt, Germany. DIFABS: Walker, N. & Stuart, D. (1983). Acta Cryst., A39, 158 - 166. DIRAX: Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96. DIRDIF99: Beurskens, P.T., Beurskens, G., de Gelder, R., Garci\'ia-Granda, S., Gould, R.O., Israel, R. & Smits, J.M.M. (1999) The DIRDIF-99 program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands. enCIFer: Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler, M. (2004). J. Appl. Cryst. 37, 335-338. EVALCCD: Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs, A. M. M. (2003). J. Appl. Cryst. 36, 220-229. JANA2000: Petricek, V. & Dusek, M. (2000). JANA2000. Institute of Physics, Czech Academy of Sciences, Prague, Czech Republic. Mercury: Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457. Mogul: Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell, W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris, S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133-2144. ORTEPII: Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. ORTEPIII: Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA. ORTEP-3: Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. PARST: Nardelli, M. (1995). J. Appl. Cryst. 28, 659. PLATON: Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13. PROCESS: Rigaku (1996). PROCESS. Rigaku Corporation, Tokyo, Japan. PROCESS-AUTO: Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan. publCIF: Westrip, S. P. (2008). publCIF. In preparation. SADABS, TWINABS: Bruker (2001). Program name. Bruker AXS Inc., Madison, Wisconsin, USA. or Sheldrick, G. M. (1996). Program name. University of G\"ottingen, Germany. SHELX Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122. SIR92: Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119. SIR2002: Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L., Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103. SUPERFLIP Palatinus, L. & Chapuis, G. (2007) J. Appl. Cryst. 40, 786-790. TEXSAN: Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan. WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838. X-AREA, X-RED, X-RED32, X-SHAPE: Stoe & Cie (2002). Program name(s). Stoe & Cie GmbH, Darmstadt, Germany. XCAD4: Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany. XSCANS: Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. ; _publ_requested_category FM #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_import_Cu3ap4ClO4_1 _database_code_depnum_ccdc_archive 'CCDC 842475' _audit_creation_date 2011-06-22T10:38:19-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C14 H38 Cl2 Cu3 N4 O13' _chemical_formula_sum 'C14 H38 Cl2 Cu3 N4 O13' _chemical_formula_weight 732 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.74990(10) _cell_length_b 11.08700(10) _cell_length_c 11.71350(10) _cell_angle_alpha 78.3715(4) _cell_angle_beta 77.1573(4) _cell_angle_gamma 81.5438(4) _cell_volume 1325.54(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7784 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 30.999 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour violet _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.18 _exptl_crystal_density_diffrn 1.834 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 750 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.653 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Bruker (2001). SADABS-2008/1. Bruker AXS Inc., Madison, Wisconsin, USA. ; _exptl_absorpt_correction_T_min 0.6967 _exptl_absorpt_correction_T_max 0.7460 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Bruker AXS Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.746248E-1 _diffrn_orient_matrix_ub_12 -0.198294E-1 _diffrn_orient_matrix_ub_13 0.41045E-1 _diffrn_orient_matrix_ub_21 -0.516045E-1 _diffrn_orient_matrix_ub_22 0.391625E-1 _diffrn_orient_matrix_ub_23 0.678396E-1 _diffrn_orient_matrix_ub_31 -0.31256E-1 _diffrn_orient_matrix_ub_32 -0.815551E-1 _diffrn_orient_matrix_ub_33 0.402834E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0436 _diffrn_reflns_av_unetI/netI 0.0176 _diffrn_reflns_number 66974 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 4652 _reflns_number_gt 4397 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SUPERFLIP (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg & Putz, 1999)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0180P)^2^+3.9209P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4652 _refine_ls_number_parameters 391 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.0304 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.064 _refine_ls_wR_factor_gt 0.0628 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.113 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.409 _refine_diff_density_min -0.834 _refine_diff_density_rms 0.08 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4378(3) 0.6034(3) 0.3017(3) 0.0150(6) Uani 1 1 d . . . H1A H 0.4439 0.5434 0.3759 0.018 Uiso 1 1 calc R . . H1B H 0.4756 0.6784 0.3053 0.018 Uiso 1 1 calc R . . C2 C 0.5133(3) 0.5468(3) 0.1953(3) 0.0173(6) Uani 1 1 d . . . H2A H 0.5969 0.5061 0.2133 0.021 Uiso 1 1 calc R . . H2B H 0.4656 0.4821 0.1831 0.021 Uiso 1 1 calc R . . C3 C 0.5374(3) 0.6405(3) 0.0814(3) 0.0177(6) Uani 1 1 d . . . H3A H 0.5865 0.7046 0.0926 0.021 Uiso 1 1 calc R . . H3B H 0.59 0.5985 0.017 0.021 Uiso 1 1 calc R . . C4 C 0.0374(3) 0.9055(3) 0.2897(3) 0.0148(6) Uani 1 1 d . . . H4A H 0.0754 0.9562 0.3309 0.018 Uiso 1 1 calc R . . H4B H -0.0484 0.8885 0.3377 0.018 Uiso 1 1 calc R . . C5 C 0.0223(3) 0.9787(3) 0.1681(3) 0.0182(6) Uani 1 1 d . . . H5A H -0.0121 0.9263 0.1258 0.022 Uiso 1 1 calc R . . H5B H -0.0413 1.0517 0.179 0.022 Uiso 1 1 calc R . . C6 C 0.1462(3) 1.0222(3) 0.0914(3) 0.0169(6) Uani 1 1 d . . . H6A H 0.1267 1.0855 0.0232 0.02 Uiso 1 1 calc R . . H6B H 0.1898 1.061 0.1386 0.02 Uiso 1 1 calc R . . C7 C 0.2751(3) 0.4230(3) 0.5370(3) 0.0143(6) Uani 1 1 d . . . H7A H 0.3448 0.4498 0.5656 0.017 Uiso 1 1 calc R . . H7B H 0.31 0.4063 0.4554 0.017 Uiso 1 1 calc R . . C8 C 0.2332(3) 0.3040(3) 0.6171(3) 0.0158(6) Uani 1 1 d . . . H8A H 0.1662 0.2754 0.5862 0.019 Uiso 1 1 calc R . . H8B H 0.3075 0.2395 0.6137 0.019 Uiso 1 1 calc R . . C9 C 0.1811(3) 0.3175(3) 0.7460(3) 0.0159(6) Uani 1 1 d . . . H9A H 0.1812 0.2347 0.7971 0.019 Uiso 1 1 calc R . . H9B H 0.2367 0.3662 0.7717 0.019 Uiso 1 1 calc R . . C10 C -0.0411(3) 0.8052(3) 0.5932(3) 0.0150(6) Uani 1 1 d . . . H10A H -0.0335 0.8787 0.5292 0.018 Uiso 1 1 calc R . . H10B H 0.0085 0.8146 0.6521 0.018 Uiso 1 1 calc R . . C11 C -0.1816(3) 0.7991(3) 0.6533(3) 0.0153(6) Uani 1 1 d . . . H11A H -0.2189 0.8818 0.6714 0.018 Uiso 1 1 calc R . . H11B H -0.2284 0.7784 0.5972 0.018 Uiso 1 1 calc R . . C12 C -0.2018(3) 0.7047(3) 0.7674(3) 0.0171(6) Uani 1 1 d . . . H12A H -0.1554 0.7251 0.824 0.02 Uiso 1 1 calc R . . H12B H -0.2943 0.7096 0.8041 0.02 Uiso 1 1 calc R . . C13 C 0.2985(3) 0.8357(4) 0.5774(3) 0.0290(8) Uani 1 1 d . . . H13A H 0.2297 0.8115 0.6466 0.035 Uiso 1 1 calc R . . H13B H 0.3125 0.9221 0.5769 0.035 Uiso 1 1 calc R . . C14 C 0.4173(4) 0.7544(4) 0.5918(4) 0.0406(10) Uani 1 1 d . . . H14A H 0.4055 0.6693 0.5888 0.061 Uiso 1 1 calc R . . H14B H 0.4377 0.7574 0.6686 0.061 Uiso 1 1 calc R . . H14C H 0.4879 0.7827 0.5276 0.061 Uiso 1 1 calc R . . Cl1 Cl 0.50064(7) 0.97969(7) 0.21142(8) 0.02601(19) Uani 1 1 d D . . Cl2 Cl 0.13981(7) 0.65315(7) 0.91431(6) 0.01613(16) Uani 1 1 d . . . Cu1 Cu 0.16642(3) 0.67716(3) 0.42322(3) 0.00999(9) Uani 1 1 d . . . Cu2 Cu 0.27443(3) 0.77082(3) 0.16675(3) 0.01060(9) Uani 1 1 d . . . Cu3 Cu 0.02114(3) 0.54157(3) 0.65209(3) 0.01091(9) Uani 1 1 d . . . N1 N 0.4156(3) 0.7009(3) 0.0454(2) 0.0161(5) Uani 1 1 d . . . N2 N 0.2326(3) 0.9176(2) 0.0469(2) 0.0160(5) Uani 1 1 d . . . N3 N 0.0484(2) 0.3808(2) 0.7593(2) 0.0131(5) Uani 1 1 d . . . N4 N -0.1562(3) 0.5758(2) 0.7469(3) 0.0161(5) Uani 1 1 d . . . O1 O 0.30614(18) 0.63539(18) 0.29344(17) 0.0124(4) Uani 1 1 d . . . O2 O 0.11638(18) 0.79131(17) 0.28271(17) 0.0115(4) Uani 1 1 d . . . O3 O 0.17407(19) 0.52023(18) 0.53329(17) 0.0142(4) Uani 1 1 d . . . O4 O 0.01160(18) 0.69701(17) 0.54419(17) 0.0122(4) Uani 1 1 d . . . O5 O 0.3849(2) 0.9219(2) 0.2348(2) 0.0286(5) Uani 1 1 d D A . O9 O 0.1375(3) 0.5975(2) 0.8154(2) 0.0325(6) Uani 1 1 d . . . O10 O 0.0132(3) 0.6963(3) 0.9698(2) 0.0456(8) Uani 1 1 d . . . O11 O 0.2000(2) 0.5652(2) 1.0007(2) 0.0285(6) Uani 1 1 d . . . O12 O 0.2149(3) 0.7567(2) 0.8727(2) 0.0330(6) Uani 1 1 d . . . O13 O 0.2566(2) 0.8306(2) 0.4702(2) 0.0243(5) Uani 1 1 d . . . O6A O 0.4860(7) 1.1040(6) 0.1532(8) 0.049(2) Uani 0.662(13) 1 d PU A 1 O7A O 0.5165(6) 0.9769(6) 0.3376(5) 0.0549(18) Uani 0.662(13) 1 d PU A 1 O8A O 0.6104(4) 0.9118(4) 0.1609(6) 0.0415(17) Uani 0.662(13) 1 d PU A 1 O6B O 0.4753(9) 1.1086(7) 0.1830(11) 0.021(3) Uani 0.338(13) 1 d PDU A 2 O7B O 0.5702(11) 0.9423(11) 0.2997(11) 0.081(5) Uani 0.338(13) 1 d PDU A 2 O8B O 0.5742(11) 0.9365(11) 0.1032(10) 0.079(4) Uani 0.338(13) 1 d PDU A 2 H1NB H 0.381(4) 0.650(4) 0.021(3) 0.023(10) Uiso 1 1 d . . . H1NA H 0.436(4) 0.756(4) -0.014(4) 0.031(11) Uiso 1 1 d . . . H2NA H 0.299(4) 0.941(4) 0.010(4) 0.032(12) Uiso 1 1 d . . . H2NB H 0.202(4) 0.894(4) -0.004(4) 0.031(11) Uiso 1 1 d . . . H3NA H 0.022(4) 0.395(4) 0.832(4) 0.030(10) Uiso 1 1 d . . . H3NB H 0.000(4) 0.330(3) 0.750(3) 0.021(9) Uiso 1 1 d . . . H4NB H -0.201(3) 0.554(3) 0.715(3) 0.012(9) Uiso 1 1 d . . . H4NA H -0.166(4) 0.528(4) 0.817(4) 0.037(11) Uiso 1 1 d . . . H13O H 0.307(4) 0.862(4) 0.416(4) 0.037(12) 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 C1 0.0114(14) 0.0179(15) 0.0150(15) 0.0010(12) -0.0040(12) -0.0028(12) C2 0.0116(14) 0.0187(16) 0.0193(16) -0.0009(13) -0.0016(12) 0.0007(12) C3 0.0128(14) 0.0209(16) 0.0161(15) -0.0014(13) 0.0014(12) 0.0001(12) C4 0.0138(14) 0.0119(14) 0.0171(15) -0.0005(12) -0.0038(12) 0.0017(11) C5 0.0197(16) 0.0137(15) 0.0208(16) -0.0016(12) -0.0079(13) 0.0030(12) C6 0.0243(16) 0.0109(14) 0.0148(15) 0.0003(12) -0.0061(13) 0.0002(12) C7 0.0114(14) 0.0153(15) 0.0140(14) -0.0002(12) -0.0010(11) 0.0002(11) C8 0.0143(14) 0.0123(15) 0.0186(16) -0.0003(12) -0.0023(12) 0.0010(11) C9 0.0149(15) 0.0166(15) 0.0157(15) 0.0024(12) -0.0067(12) -0.0016(12) C10 0.0178(15) 0.0106(14) 0.0157(15) -0.0044(11) 0.0006(12) -0.0019(11) C11 0.0167(15) 0.0133(15) 0.0151(15) -0.0048(12) -0.0020(12) 0.0028(12) C12 0.0171(15) 0.0170(15) 0.0154(15) -0.0048(12) 0.0011(12) -0.0001(12) C13 0.0243(18) 0.048(2) 0.0196(17) -0.0137(16) -0.0072(14) -0.0041(16) C14 0.041(2) 0.046(2) 0.032(2) -0.0084(18) -0.0095(18) 0.0099(19) Cl1 0.0155(4) 0.0148(4) 0.0437(5) -0.0001(3) 0.0000(3) -0.0049(3) Cl2 0.0179(4) 0.0171(4) 0.0125(3) -0.0020(3) -0.0034(3) 0.0009(3) Cu1 0.00967(17) 0.00971(17) 0.00928(17) 0.00009(13) -0.00085(13) -0.00084(13) Cu2 0.01162(18) 0.01042(18) 0.00872(17) 0.00007(13) -0.00136(13) -0.00130(13) Cu3 0.01087(18) 0.00962(18) 0.01064(18) -0.00002(13) 0.00005(13) -0.00179(13) N1 0.0180(13) 0.0166(14) 0.0110(13) 0.0014(11) -0.0018(11) 0.0001(11) N2 0.0216(15) 0.0137(13) 0.0109(13) -0.0009(10) -0.0007(12) -0.0020(11) N3 0.0150(13) 0.0128(13) 0.0110(13) -0.0014(10) -0.0017(10) -0.0025(10) N4 0.0164(14) 0.0149(13) 0.0158(14) -0.0009(11) -0.0013(11) -0.0029(11) O1 0.0085(9) 0.0160(10) 0.0105(10) 0.0001(8) -0.0006(8) 0.0004(8) O2 0.0130(10) 0.0081(9) 0.0119(10) 0.0002(8) -0.0026(8) 0.0016(8) O3 0.0128(10) 0.0123(10) 0.0125(10) 0.0027(8) 0.0005(8) 0.0031(8) O4 0.0138(10) 0.0089(10) 0.0119(10) -0.0017(8) 0.0008(8) 0.0002(8) O5 0.0223(12) 0.0333(14) 0.0333(14) -0.0056(11) -0.0045(10) -0.0145(10) O9 0.0455(16) 0.0309(14) 0.0293(14) -0.0139(11) -0.0132(12) -0.0092(12) O10 0.0307(15) 0.065(2) 0.0237(14) 0.0038(13) 0.0021(11) 0.0212(14) O11 0.0259(13) 0.0278(13) 0.0262(13) 0.0096(10) -0.0092(10) 0.0019(10) O12 0.0545(17) 0.0260(13) 0.0239(13) 0.0006(10) -0.0140(12) -0.0186(12) O13 0.0275(13) 0.0350(14) 0.0136(11) -0.0030(10) -0.0022(10) -0.0179(11) O6A 0.043(3) 0.028(3) 0.048(4) 0.018(2) 0.023(3) 0.005(2) O7A 0.056(3) 0.077(3) 0.045(3) -0.025(2) -0.020(2) -0.015(3) O8A 0.021(2) 0.024(2) 0.060(3) 0.0121(19) 0.0080(19) 0.0084(16) O6B 0.027(5) 0.013(4) 0.018(5) -0.003(3) 0.005(3) -0.005(3) O7B 0.074(6) 0.076(6) 0.104(7) 0.002(4) -0.054(5) -0.006(4) O8B 0.079(6) 0.056(6) 0.082(6) -0.019(4) 0.038(4) -0.017(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.428(3) . ? C1 C2 1.524(4) . ? C1 H1A 0.99 . ? C1 H1B 0.99 . ? C2 C3 1.515(4) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C3 N1 1.488(4) . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? C4 O2 1.423(3) . ? C4 C5 1.520(4) . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C5 C6 1.516(4) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 N2 1.481(4) . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 O3 1.414(3) . ? C7 C8 1.521(4) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 C9 1.518(4) . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 N3 1.484(4) . ? C9 H9A 0.99 . ? C9 H9B 0.99 . ? C10 O4 1.422(3) . ? C10 C11 1.523(4) . ? C10 H10A 0.99 . ? C10 H10B 0.99 . ? C11 C12 1.518(4) . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 N4 1.490(4) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C13 O13 1.438(4) . ? C13 C14 1.473(5) . ? C13 H13A 0.99 . ? C13 H13B 0.99 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? Cl1 O7B 1.371(7) . ? Cl1 O8A 1.384(4) . ? Cl1 O6B 1.400(7) . ? Cl1 O6A 1.412(6) . ? Cl1 O5 1.430(2) . ? Cl1 O8B 1.465(7) . ? Cl1 O7A 1.519(5) . ? Cl2 O9 1.424(2) . ? Cl2 O10 1.430(3) . ? Cl2 O12 1.442(2) . ? Cl2 O11 1.449(2) . ? Cu1 O4 1.9483(19) . ? Cu1 O3 1.9486(19) . ? Cu1 O1 1.9610(19) . ? Cu1 O2 1.9883(19) . ? Cu1 O13 2.289(2) . ? Cu1 Cu2 2.9996(5) . ? Cu1 Cu3 3.0151(5) . ? Cu2 O1 1.9362(19) . ? Cu2 O2 1.9412(19) . ? Cu2 N2 1.992(3) . ? Cu2 N1 2.016(3) . ? Cu3 O3 1.923(2) . ? Cu3 O4 1.9250(19) . ? Cu3 N3 1.987(2) . ? Cu3 N4 2.007(3) . ? N1 H1NB 0.85(4) . ? N1 H1NA 0.84(4) . ? N2 H2NA 0.79(4) . ? N2 H2NB 0.84(4) . ? N3 H3NA 0.88(4) . ? N3 H3NB 0.86(4) . ? N4 H4NB 0.77(4) . ? N4 H4NA 0.87(4) . ? O13 H13O 0.79(4) . ? 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 C1 C2 111.0(2) . . ? O1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? O1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108 . . ? C3 C2 C1 113.4(3) . . ? C3 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? C3 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? N1 C3 C2 111.9(2) . . ? N1 C3 H3A 109.2 . . ? C2 C3 H3A 109.2 . . ? N1 C3 H3B 109.2 . . ? C2 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? O2 C4 C5 112.6(2) . . ? O2 C4 H4A 109.1 . . ? C5 C4 H4A 109.1 . . ? O2 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? C6 C5 C4 113.7(3) . . ? C6 C5 H5A 108.8 . . ? C4 C5 H5A 108.8 . . ? C6 C5 H5B 108.8 . . ? C4 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? N2 C6 C5 111.0(2) . . ? N2 C6 H6A 109.4 . . ? C5 C6 H6A 109.4 . . ? N2 C6 H6B 109.4 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108 . . ? O3 C7 C8 113.0(2) . . ? O3 C7 H7A 109 . . ? C8 C7 H7A 109 . . ? O3 C7 H7B 109 . . ? C8 C7 H7B 109 . . ? H7A C7 H7B 107.8 . . ? C9 C8 C7 113.7(2) . . ? C9 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? C9 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? N3 C9 C8 110.0(2) . . ? N3 C9 H9A 109.7 . . ? C8 C9 H9A 109.7 . . ? N3 C9 H9B 109.7 . . ? C8 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? O4 C10 C11 111.7(2) . . ? O4 C10 H10A 109.3 . . ? C11 C10 H10A 109.3 . . ? O4 C10 H10B 109.3 . . ? C11 C10 H10B 109.3 . . ? H10A C10 H10B 107.9 . . ? C12 C11 C10 113.6(2) . . ? C12 C11 H11A 108.8 . . ? C10 C11 H11A 108.8 . . ? C12 C11 H11B 108.8 . . ? C10 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? N4 C12 C11 112.4(2) . . ? N4 C12 H12A 109.1 . . ? C11 C12 H12A 109.1 . . ? N4 C12 H12B 109.1 . . ? C11 C12 H12B 109.1 . . ? H12A C12 H12B 107.9 . . ? O13 C13 C14 113.2(3) . . ? O13 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? O13 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.8 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O7B Cl1 O8A 75.0(6) . . ? O7B Cl1 O6B 113.2(4) . . ? O8A Cl1 O6B 124.3(5) . . ? O7B Cl1 O6A 122.4(6) . . ? O8A Cl1 O6A 113.6(4) . . ? O6B Cl1 O6A 14.5(6) . . ? O7B Cl1 O5 113.2(4) . . ? O8A Cl1 O5 115.5(2) . . ? O6B Cl1 O5 110.7(4) . . ? O6A Cl1 O5 112.4(4) . . ? O7B Cl1 O8B 108.7(4) . . ? O8A Cl1 O8B 33.8(5) . . ? O6B Cl1 O8B 107.2(4) . . ? O6A Cl1 O8B 93.0(6) . . ? O5 Cl1 O8B 103.1(4) . . ? O7B Cl1 O7A 29.7(6) . . ? O8A Cl1 O7A 104.6(3) . . ? O6B Cl1 O7A 95.9(5) . . ? O6A Cl1 O7A 109.2(4) . . ? O5 Cl1 O7A 100.3(2) . . ? O8B Cl1 O7A 138.3(6) . . ? O9 Cl2 O10 111.29(18) . . ? O9 Cl2 O12 108.56(15) . . ? O10 Cl2 O12 109.02(18) . . ? O9 Cl2 O11 110.16(16) . . ? O10 Cl2 O11 109.48(15) . . ? O12 Cl2 O11 108.27(15) . . ? O4 Cu1 O3 77.14(8) . . ? O4 Cu1 O1 169.62(8) . . ? O3 Cu1 O1 99.11(8) . . ? O4 Cu1 O2 101.28(8) . . ? O3 Cu1 O2 154.38(8) . . ? O1 Cu1 O2 77.83(8) . . ? O4 Cu1 O13 92.99(9) . . ? O3 Cu1 O13 114.67(9) . . ? O1 Cu1 O13 97.35(9) . . ? O2 Cu1 O13 90.92(8) . . ? O4 Cu1 Cu2 140.93(6) . . ? O3 Cu1 Cu2 136.90(6) . . ? O1 Cu1 Cu2 39.37(6) . . ? O2 Cu1 Cu2 39.66(6) . . ? O13 Cu1 Cu2 87.85(6) . . ? O4 Cu1 Cu3 38.61(6) . . ? O3 Cu1 Cu3 38.54(6) . . ? O1 Cu1 Cu3 136.91(6) . . ? O2 Cu1 Cu3 134.65(6) . . ? O13 Cu1 Cu3 107.39(6) . . ? Cu2 Cu1 Cu3 164.550(16) . . ? O1 Cu2 O2 79.56(8) . . ? O1 Cu2 N2 175.18(10) . . ? O2 Cu2 N2 96.22(10) . . ? O1 Cu2 N1 93.11(10) . . ? O2 Cu2 N1 162.09(10) . . ? N2 Cu2 N1 91.60(11) . . ? O1 Cu2 Cu1 39.98(6) . . ? O2 Cu2 Cu1 40.83(6) . . ? N2 Cu2 Cu1 135.39(8) . . ? N1 Cu2 Cu1 132.94(8) . . ? O3 Cu3 O4 78.32(8) . . ? O3 Cu3 N3 97.18(9) . . ? O4 Cu3 N3 174.74(10) . . ? O3 Cu3 N4 168.08(11) . . ? O4 Cu3 N4 93.63(10) . . ? N3 Cu3 N4 91.23(11) . . ? O3 Cu3 Cu1 39.16(6) . . ? O4 Cu3 Cu1 39.16(6) . . ? N3 Cu3 Cu1 136.27(7) . . ? N4 Cu3 Cu1 132.23(8) . . ? C3 N1 Cu2 119.19(19) . . ? C3 N1 H1NB 110(3) . . ? Cu2 N1 H1NB 104(2) . . ? C3 N1 H1NA 107(3) . . ? Cu2 N1 H1NA 110(3) . . ? H1NB N1 H1NA 106(4) . . ? C6 N2 Cu2 117.35(19) . . ? C6 N2 H2NA 110(3) . . ? Cu2 N2 H2NA 107(3) . . ? C6 N2 H2NB 109(3) . . ? Cu2 N2 H2NB 109(3) . . ? H2NA N2 H2NB 104(4) . . ? C9 N3 Cu3 116.91(18) . . ? C9 N3 H3NA 109(3) . . ? Cu3 N3 H3NA 107(3) . . ? C9 N3 H3NB 107(2) . . ? Cu3 N3 H3NB 110(2) . . ? H3NA N3 H3NB 106(3) . . ? C12 N4 Cu3 118.6(2) . . ? C12 N4 H4NB 110(3) . . ? Cu3 N4 H4NB 105(3) . . ? C12 N4 H4NA 107(3) . . ? Cu3 N4 H4NA 111(3) . . ? H4NB N4 H4NA 104(4) . . ? C1 O1 Cu2 114.99(16) . . ? C1 O1 Cu1 125.39(17) . . ? Cu2 O1 Cu1 100.65(9) . . ? C4 O2 Cu2 124.37(17) . . ? C4 O2 Cu1 123.65(17) . . ? Cu2 O2 Cu1 99.51(8) . . ? C7 O3 Cu3 127.67(17) . . ? C7 O3 Cu1 129.32(17) . . ? Cu3 O3 Cu1 102.31(9) . . ? C10 O4 Cu3 117.81(17) . . ? C10 O4 Cu1 127.49(17) . . ? Cu3 O4 Cu1 102.23(9) . . ? C13 O13 Cu1 129.8(2) . . ? C13 O13 H13O 107(3) . . ? Cu1 O13 H13O 113(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 73.2(3) . . . . ? C1 C2 C3 N1 -61.5(3) . . . . ? O2 C4 C5 C6 -65.1(3) . . . . ? C4 C5 C6 N2 73.0(3) . . . . ? O3 C7 C8 C9 -60.2(3) . . . . ? C7 C8 C9 N3 76.9(3) . . . . ? O4 C10 C11 C12 70.0(3) . . . . ? C10 C11 C12 N4 -62.4(3) . . . . ? O4 Cu1 Cu2 O1 -163.56(13) . . . . ? O3 Cu1 Cu2 O1 -20.48(13) . . . . ? O2 Cu1 Cu2 O1 -161.62(13) . . . . ? O13 Cu1 Cu2 O1 104.34(11) . . . . ? Cu3 Cu1 Cu2 O1 -84.95(11) . . . . ? O4 Cu1 Cu2 O2 -1.94(13) . . . . ? O3 Cu1 Cu2 O2 141.14(13) . . . . ? O1 Cu1 Cu2 O2 161.62(13) . . . . ? O13 Cu1 Cu2 O2 -94.04(11) . . . . ? Cu3 Cu1 Cu2 O2 76.67(10) . . . . ? O4 Cu1 Cu2 N2 18.44(16) . . . . ? O3 Cu1 Cu2 N2 161.52(16) . . . . ? O1 Cu1 Cu2 N2 -178.00(16) . . . . ? O2 Cu1 Cu2 N2 20.38(15) . . . . ? O13 Cu1 Cu2 N2 -73.66(14) . . . . ? Cu3 Cu1 Cu2 N2 97.05(14) . . . . ? O4 Cu1 Cu2 N1 -157.60(15) . . . . ? O3 Cu1 Cu2 N1 -14.52(15) . . . . ? O1 Cu1 Cu2 N1 5.96(15) . . . . ? O2 Cu1 Cu2 N1 -155.66(15) . . . . ? O13 Cu1 Cu2 N1 110.30(13) . . . . ? Cu3 Cu1 Cu2 N1 -78.99(13) . . . . ? O4 Cu1 Cu3 O3 179.76(14) . . . . ? O1 Cu1 Cu3 O3 14.10(13) . . . . ? O2 Cu1 Cu3 O3 142.57(13) . . . . ? O13 Cu1 Cu3 O3 -107.98(12) . . . . ? Cu2 Cu1 Cu3 O3 81.76(11) . . . . ? O3 Cu1 Cu3 O4 -179.76(14) . . . . ? O1 Cu1 Cu3 O4 -165.65(13) . . . . ? O2 Cu1 Cu3 O4 -37.19(12) . . . . ? O13 Cu1 Cu3 O4 72.26(12) . . . . ? Cu2 Cu1 Cu3 O4 -98.00(11) . . . . ? O4 Cu1 Cu3 N3 -176.07(15) . . . . ? O3 Cu1 Cu3 N3 4.17(15) . . . . ? O1 Cu1 Cu3 N3 18.27(15) . . . . ? O2 Cu1 Cu3 N3 146.73(14) . . . . ? O13 Cu1 Cu3 N3 -103.81(13) . . . . ? Cu2 Cu1 Cu3 N3 85.93(13) . . . . ? O4 Cu1 Cu3 N4 11.79(15) . . . . ? O3 Cu1 Cu3 N4 -167.97(15) . . . . ? O1 Cu1 Cu3 N4 -153.87(15) . . . . ? O2 Cu1 Cu3 N4 -25.40(14) . . . . ? O13 Cu1 Cu3 N4 84.05(14) . . . . ? Cu2 Cu1 Cu3 N4 -86.21(13) . . . . ? C2 C3 N1 Cu2 49.0(3) . . . . ? O1 Cu2 N1 C3 -38.4(2) . . . . ? O2 Cu2 N1 C3 -103.4(4) . . . . ? N2 Cu2 N1 C3 140.5(2) . . . . ? Cu1 Cu2 N1 C3 -42.3(3) . . . . ? C5 C6 N2 Cu2 -53.9(3) . . . . ? O1 Cu2 N2 C6 -0.5(15) . . . . ? O2 Cu2 N2 C6 28.2(2) . . . . ? N1 Cu2 N2 C6 -167.9(2) . . . . ? Cu1 Cu2 N2 C6 15.0(3) . . . . ? C8 C9 N3 Cu3 -52.9(3) . . . . ? O3 Cu3 N3 C9 19.7(2) . . . . ? O4 Cu3 N3 C9 -11.1(12) . . . . ? N4 Cu3 N3 C9 -168.8(2) . . . . ? Cu1 Cu3 N3 C9 17.0(3) . . . . ? C11 C12 N4 Cu3 50.1(3) . . . . ? O3 Cu3 N4 C12 -84.2(6) . . . . ? O4 Cu3 N4 C12 -37.2(2) . . . . ? N3 Cu3 N4 C12 140.8(2) . . . . ? Cu1 Cu3 N4 C12 -44.6(3) . . . . ? C2 C1 O1 Cu2 -68.2(3) . . . . ? C2 C1 O1 Cu1 166.22(18) . . . . ? O2 Cu2 O1 C1 -149.65(19) . . . . ? N2 Cu2 O1 C1 -120.6(13) . . . . ? N1 Cu2 O1 C1 46.8(2) . . . . ? Cu1 Cu2 O1 C1 -137.6(2) . . . . ? O2 Cu2 O1 Cu1 -12.10(8) . . . . ? N2 Cu2 O1 Cu1 17.0(13) . . . . ? N1 Cu2 O1 Cu1 -175.64(11) . . . . ? O4 Cu1 O1 C1 -130.6(4) . . . . ? O3 Cu1 O1 C1 -62.6(2) . . . . ? O2 Cu1 O1 C1 143.3(2) . . . . ? O13 Cu1 O1 C1 53.9(2) . . . . ? Cu2 Cu1 O1 C1 131.4(2) . . . . ? Cu3 Cu1 O1 C1 -71.5(2) . . . . ? O4 Cu1 O1 Cu2 98.0(4) . . . . ? O3 Cu1 O1 Cu2 165.99(9) . . . . ? O2 Cu1 O1 Cu2 11.88(8) . . . . ? O13 Cu1 O1 Cu2 -77.47(10) . . . . ? Cu3 Cu1 O1 Cu2 157.14(4) . . . . ? C5 C4 O2 Cu2 41.8(3) . . . . ? C5 C4 O2 Cu1 175.84(18) . . . . ? O1 Cu2 O2 C4 154.6(2) . . . . ? N2 Cu2 O2 C4 -23.1(2) . . . . ? N1 Cu2 O2 C4 -138.5(3) . . . . ? Cu1 Cu2 O2 C4 142.7(2) . . . . ? O1 Cu2 O2 Cu1 11.89(8) . . . . ? N2 Cu2 O2 Cu1 -165.76(11) . . . . ? N1 Cu2 O2 Cu1 78.9(3) . . . . ? O4 Cu1 O2 C4 35.7(2) . . . . ? O3 Cu1 O2 C4 119.5(2) . . . . ? O1 Cu1 O2 C4 -154.9(2) . . . . ? O13 Cu1 O2 C4 -57.5(2) . . . . ? Cu2 Cu1 O2 C4 -143.0(2) . . . . ? Cu3 Cu1 O2 C4 58.3(2) . . . . ? O4 Cu1 O2 Cu2 178.75(8) . . . . ? O3 Cu1 O2 Cu2 -97.50(18) . . . . ? O1 Cu1 O2 Cu2 -11.81(8) . . . . ? O13 Cu1 O2 Cu2 85.52(9) . . . . ? Cu3 Cu1 O2 Cu2 -158.63(3) . . . . ? C8 C7 O3 Cu3 25.1(3) . . . . ? C8 C7 O3 Cu1 -166.31(19) . . . . ? O4 Cu3 O3 C7 171.2(2) . . . . ? N3 Cu3 O3 C7 -6.1(2) . . . . ? N4 Cu3 O3 C7 -140.6(5) . . . . ? Cu1 Cu3 O3 C7 171.0(3) . . . . ? O4 Cu3 O3 Cu1 0.16(9) . . . . ? N3 Cu3 O3 Cu1 -177.10(10) . . . . ? N4 Cu3 O3 Cu1 48.4(5) . . . . ? O4 Cu1 O3 C7 -170.9(2) . . . . ? O1 Cu1 O3 C7 18.9(2) . . . . ? O2 Cu1 O3 C7 99.7(3) . . . . ? O13 Cu1 O3 C7 -83.6(2) . . . . ? Cu2 Cu1 O3 C7 31.9(3) . . . . ? Cu3 Cu1 O3 C7 -170.8(3) . . . . ? O4 Cu1 O3 Cu3 -0.16(9) . . . . ? O1 Cu1 O3 Cu3 -170.29(9) . . . . ? O2 Cu1 O3 Cu3 -89.47(19) . . . . ? O13 Cu1 O3 Cu3 87.21(11) . . . . ? Cu2 Cu1 O3 Cu3 -157.30(4) . . . . ? C11 C10 O4 Cu3 -63.7(3) . . . . ? C11 C10 O4 Cu1 161.36(18) . . . . ? O3 Cu3 O4 C10 -145.1(2) . . . . ? N3 Cu3 O4 C10 -113.8(11) . . . . ? N4 Cu3 O4 C10 43.8(2) . . . . ? Cu1 Cu3 O4 C10 -144.9(2) . . . . ? O3 Cu3 O4 Cu1 -0.16(9) . . . . ? N3 Cu3 O4 Cu1 31.1(11) . . . . ? N4 Cu3 O4 Cu1 -171.28(11) . . . . ? O3 Cu1 O4 C10 140.3(2) . . . . ? O1 Cu1 O4 C10 -149.8(4) . . . . ? O2 Cu1 O4 C10 -65.8(2) . . . . ? O13 Cu1 O4 C10 25.7(2) . . . . ? Cu2 Cu1 O4 C10 -64.6(2) . . . . ? Cu3 Cu1 O4 C10 140.2(3) . . . . ? O3 Cu1 O4 Cu3 0.16(9) . . . . ? O1 Cu1 O4 Cu3 70.0(5) . . . . ? O2 Cu1 O4 Cu3 153.99(9) . . . . ? O13 Cu1 O4 Cu3 -114.47(10) . . . . ? Cu2 Cu1 O4 Cu3 155.26(4) . . . . ? C14 C13 O13 Cu1 72.7(4) . . . . ? O4 Cu1 O13 C13 65.6(3) . . . . ? O3 Cu1 O13 C13 -11.6(3) . . . . ? O1 Cu1 O13 C13 -115.2(3) . . . . ? O2 Cu1 O13 C13 167.0(3) . . . . ? Cu2 Cu1 O13 C13 -153.5(3) . . . . ? Cu3 Cu1 O13 C13 29.1(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1NB O11 0.85(4) 2.35(4) 3.130(4) 152(3) 1_554 N1 H1NA O6A 0.84(4) 2.12(4) 2.959(8) 171(4) 2_675 N1 H1NA O6B 0.84(4) 2.34(5) 3.170(11) 171(4) 2_675 N2 H2NA O8B 0.79(4) 2.12(5) 2.870(9) 158(4) 2_675 N2 H2NA O8A 0.79(4) 2.43(4) 3.099(5) 142(4) 2_675 N2 H2NB O12 0.84(4) 2.28(4) 3.020(4) 149(4) 1_554 N3 H3NA O10 0.88(4) 2.30(4) 3.062(4) 145(3) 2_567 N3 H3NB O2 0.86(4) 2.10(4) 2.964(3) 177(3) 2_566 N4 H4NB O1 0.77(4) 2.55(4) 3.193(3) 143(3) 2_566 N4 H4NA O11 0.87(4) 2.16(5) 3.023(4) 171(4) 2_567 O13 H13O O5 0.79(4) 2.11(4) 2.850(3) 155(4) . O13 H13O O7A 0.79(4) 2.64(4) 3.352(6) 150(4) . # END of CIF #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_import_Cu3ap4NO3_2 _database_code_depnum_ccdc_archive 'CCDC 842476' _audit_creation_date 2011-06-22T12:09:59-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H32 Cu3 N6 O10' _chemical_formula_sum 'C12 H32 Cu3 N6 O10' _chemical_formula_weight 611.06 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.6448(3) _cell_length_b 12.9186(2) _cell_length_c 19.2740(3) _cell_angle_alpha 90 _cell_angle_beta 119.8340(10) _cell_angle_gamma 90 _cell_volume 4459.15(12) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7079 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 30.508 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour 'dark blue' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.14 _exptl_crystal_density_diffrn 1.82 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2504 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.896 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Bruker (2001). SADABS-2008/1. Bruker AXS Inc., Madison, Wisconsin, USA. ; _exptl_absorpt_correction_T_min 0.6513 _exptl_absorpt_correction_T_max 0.7462 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Bruker AXS Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.114428E-1 _diffrn_orient_matrix_ub_12 0.282364E-1 _diffrn_orient_matrix_ub_13 -0.532214E-1 _diffrn_orient_matrix_ub_21 0.253776E-1 _diffrn_orient_matrix_ub_22 0.663631E-1 _diffrn_orient_matrix_ub_23 0.260669E-1 _diffrn_orient_matrix_ub_31 0.484045E-1 _diffrn_orient_matrix_ub_32 -0.281179E-1 _diffrn_orient_matrix_ub_33 0.80768E-2 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0503 _diffrn_reflns_av_unetI/netI 0.0454 _diffrn_reflns_number 25905 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 28 _diffrn_reflns_theta_full 28 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 5388 _reflns_number_gt 4498 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SUPERFLIP (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg & Putz, 1999)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+18.5274P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 5388 _refine_ls_number_parameters 312 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0462 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0746 _refine_ls_wR_factor_gt 0.071 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.529 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.105 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.76021(15) -0.0067(2) 0.08661(17) 0.0135(5) Uani 1 1 d . . . H1A H 0.7855 0.0612 0.1038 0.016 Uiso 1 1 calc R . . H1B H 0.726 -0.0037 0.0281 0.016 Uiso 1 1 calc R . . C2 C 0.81838(16) -0.0899(2) 0.10476(17) 0.0177(6) Uani 1 1 d . . . H2A H 0.8387 -0.0812 0.0682 0.021 Uiso 1 1 calc R . . H2B H 0.7938 -0.1585 0.0939 0.021 Uiso 1 1 calc R . . C3 C 0.88262(16) -0.0881(3) 0.19038(18) 0.0215(7) Uani 1 1 d . . . H3A H 0.9221 -0.1364 0.1957 0.026 Uiso 1 1 calc R . . H3B H 0.9043 -0.0177 0.2036 0.026 Uiso 1 1 calc R . . C4 C 0.66857(16) 0.0741(2) 0.28349(17) 0.0182(6) Uani 1 1 d . . . H4A H 0.6276 0.0373 0.2858 0.022 Uiso 1 1 calc R . . H4B H 0.6522 0.1464 0.2672 0.022 Uiso 1 1 calc R . . C5 C 0.73721(16) 0.0744(2) 0.36648(17) 0.0173(6) Uani 1 1 d . . . H5A H 0.7767 0.1169 0.3657 0.021 Uiso 1 1 calc R . . H5B H 0.7243 0.1064 0.4047 0.021 Uiso 1 1 calc R . . C6 C 0.76676(16) -0.0339(2) 0.39458(17) 0.0164(6) Uani 1 1 d . . . H6A H 0.7978 -0.0347 0.4536 0.02 Uiso 1 1 calc R . . H6B H 0.7245 -0.0821 0.379 0.02 Uiso 1 1 calc R . . C7 C 0.64501(16) 0.1867(2) -0.01950(18) 0.0165(6) Uani 1 1 d . . . H7A H 0.648 0.1305 -0.0527 0.02 Uiso 1 1 calc R . . H7B H 0.6966 0.2039 0.0225 0.02 Uiso 1 1 calc R . . C8 C 0.61007(16) 0.2812(2) -0.07161(18) 0.0199(6) Uani 1 1 d . . . H8A H 0.6126 0.3396 -0.0371 0.024 Uiso 1 1 calc R . . H8B H 0.64 0.3005 -0.0968 0.024 Uiso 1 1 calc R . . C9 C 0.52971(16) 0.2670(2) -0.13662(18) 0.0203(6) Uani 1 1 d . . . H9A H 0.5159 0.3219 -0.1774 0.024 Uiso 1 1 calc R . . H9B H 0.5241 0.1992 -0.1631 0.024 Uiso 1 1 calc R . . C10 C 0.50539(15) 0.0855(2) 0.13418(17) 0.0181(6) Uani 1 1 d . . . H10A H 0.5181 0.1379 0.1765 0.022 Uiso 1 1 calc R . . H10B H 0.5237 0.0175 0.1605 0.022 Uiso 1 1 calc R . . C11 C 0.42131(15) 0.0808(2) 0.08117(17) 0.0160(6) Uani 1 1 d . . . H11A H 0.3987 0.0602 0.1139 0.019 Uiso 1 1 calc R . . H11B H 0.4087 0.027 0.0398 0.019 Uiso 1 1 calc R . . C12 C 0.38764(15) 0.1832(2) 0.04037(18) 0.0166(6) Uani 1 1 d . . . H12A H 0.3337 0.1841 0.0227 0.02 Uiso 1 1 calc R . . H12B H 0.4118 0.2407 0.0788 0.02 Uiso 1 1 calc R . . Cu1 Cu 0.642385(17) 0.07574(3) 0.117637(19) 0.01053(8) Uani 1 1 d . . . Cu2 Cu 0.769555(18) -0.04349(3) 0.241344(19) 0.01118(8) Uani 1 1 d . . . Cu3 Cu 0.504533(18) 0.18903(3) -0.00614(2) 0.01228(8) Uani 1 1 d . . . N1 N 0.85718(15) -0.1184(2) 0.24718(16) 0.0196(6) Uani 1 1 d . . . N2 N 0.81195(14) -0.0680(2) 0.35870(15) 0.0147(5) Uani 1 1 d . . . N3 N 0.47944(14) 0.2716(2) -0.10302(15) 0.0173(5) Uani 1 1 d . . . N4 N 0.39818(13) 0.1981(2) -0.02944(15) 0.0151(5) Uani 1 1 d . . . N5 N 0.79088(13) 0.20876(19) 0.23893(15) 0.0177(5) Uani 1 1 d . . . N6 N 0.48287(13) 0.42446(18) 0.05887(15) 0.0160(5) Uani 1 1 d . . . O1 O 0.71788(10) -0.02393(14) 0.12492(11) 0.0113(4) Uani 1 1 d . . . O2 O 0.68064(11) 0.02683(16) 0.22513(12) 0.0174(4) Uani 1 1 d . . . O3 O 0.60443(10) 0.15085(15) 0.01733(11) 0.0132(4) Uani 1 1 d . . . O4 O 0.54179(10) 0.11065(16) 0.09115(12) 0.0159(4) Uani 1 1 d . . . O5 O 0.73329(13) 0.21446(17) 0.17116(14) 0.0315(6) Uani 1 1 d . . . O6 O 0.83441(12) 0.13417(16) 0.25631(14) 0.0246(5) Uani 1 1 d . . . O7 O 0.80431(13) 0.27868(18) 0.28874(14) 0.0320(6) Uani 1 1 d . . . O8 O 0.52824(11) 0.35032(16) 0.07591(13) 0.0207(5) Uani 1 1 d . . . O9 O 0.42601(11) 0.42894(16) -0.00918(13) 0.0219(5) Uani 1 1 d . . . O10 O 0.49519(13) 0.49142(17) 0.11023(14) 0.0281(5) Uani 1 1 d . . . H1NA H 0.894(2) -0.115(3) 0.296(3) 0.038(11) Uiso 1 1 d . . . H1NB H 0.843(2) -0.180(3) 0.240(2) 0.040(12) Uiso 1 1 d . . . H2NA H 0.8203(19) -0.133(3) 0.367(2) 0.027(10) Uiso 1 1 d . . . H2NB H 0.854(2) -0.040(3) 0.387(2) 0.027(10) Uiso 1 1 d . . . H3NA H 0.431(2) 0.265(3) -0.142(2) 0.031(10) Uiso 1 1 d . . . H3NB H 0.480(2) 0.333(3) -0.090(2) 0.035(11) Uiso 1 1 d . . . H4NA H 0.3845(18) 0.258(3) -0.046(2) 0.019(9) Uiso 1 1 d . . . H4NB H 0.3690(19) 0.153(3) -0.069(2) 0.025(9) 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 C1 0.0126(13) 0.0167(14) 0.0127(13) 0.0025(11) 0.0076(11) 0.0023(11) C2 0.0151(14) 0.0248(16) 0.0145(14) 0.0012(12) 0.0083(12) 0.0052(12) C3 0.0129(14) 0.0323(18) 0.0193(16) -0.0008(13) 0.0081(13) 0.0060(12) C4 0.0187(14) 0.0251(16) 0.0123(14) -0.0008(12) 0.0088(12) 0.0089(12) C5 0.0161(14) 0.0219(15) 0.0140(14) -0.0023(12) 0.0075(12) 0.0036(12) C6 0.0155(13) 0.0236(15) 0.0120(13) 0.0019(12) 0.0081(12) 0.0010(12) C7 0.0161(13) 0.0186(15) 0.0187(15) 0.0061(12) 0.0115(12) 0.0024(11) C8 0.0183(14) 0.0199(15) 0.0196(15) 0.0049(12) 0.0081(13) -0.0020(12) C9 0.0223(15) 0.0248(16) 0.0147(15) 0.0060(12) 0.0098(13) 0.0038(13) C10 0.0157(14) 0.0263(16) 0.0140(14) 0.0029(12) 0.0087(12) 0.0024(12) C11 0.0127(13) 0.0213(15) 0.0149(14) 0.0018(11) 0.0077(12) 0.0019(11) C12 0.0109(13) 0.0196(15) 0.0189(15) -0.0035(12) 0.0072(12) 0.0014(11) Cu1 0.00859(15) 0.01319(17) 0.00890(16) 0.00114(12) 0.00367(13) 0.00272(12) Cu2 0.00988(16) 0.01392(17) 0.00815(16) 0.00042(13) 0.00328(13) 0.00319(12) Cu3 0.00937(15) 0.01524(17) 0.00968(16) 0.00191(13) 0.00281(13) 0.00285(13) N1 0.0182(13) 0.0255(15) 0.0121(13) 0.0016(11) 0.0052(11) 0.0093(11) N2 0.0177(13) 0.0142(13) 0.0094(12) -0.0002(10) 0.0047(10) 0.0028(10) N3 0.0150(13) 0.0215(14) 0.0111(12) 0.0045(10) 0.0032(11) 0.0044(10) N4 0.0112(11) 0.0161(13) 0.0138(12) 0.0011(10) 0.0030(10) 0.0030(10) N5 0.0162(12) 0.0163(13) 0.0173(13) -0.0008(10) 0.0058(11) -0.0037(10) N6 0.0143(11) 0.0173(12) 0.0165(12) 0.0009(10) 0.0079(10) -0.0023(10) O1 0.0110(9) 0.0139(9) 0.0104(9) 0.0008(7) 0.0064(8) 0.0025(7) O2 0.0172(10) 0.0251(11) 0.0102(10) 0.0021(8) 0.0071(8) 0.0110(9) O3 0.0104(9) 0.0187(10) 0.0117(10) 0.0056(8) 0.0063(8) 0.0021(8) O4 0.0112(9) 0.0242(11) 0.0139(10) 0.0080(8) 0.0075(8) 0.0055(8) O5 0.0321(13) 0.0164(11) 0.0196(12) -0.0006(9) -0.0071(10) -0.0012(10) O6 0.0197(11) 0.0179(11) 0.0294(13) -0.0049(9) 0.0070(10) 0.0024(9) O7 0.0369(14) 0.0239(12) 0.0172(12) -0.0082(10) -0.0001(11) 0.0088(10) O8 0.0133(10) 0.0199(11) 0.0192(11) -0.0021(9) 0.0007(9) 0.0029(8) O9 0.0154(10) 0.0213(11) 0.0185(11) 0.0027(9) 0.0006(9) 0.0007(9) O10 0.0389(14) 0.0208(12) 0.0237(12) -0.0053(9) 0.0148(11) 0.0021(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.415(3) . ? C1 C2 1.517(4) . ? C1 H1A 0.99 . ? C1 H1B 0.99 . ? C2 C3 1.518(4) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C3 N1 1.483(4) . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? C4 O2 1.406(3) . ? C4 C5 1.520(4) . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C5 C6 1.514(4) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 N2 1.478(3) . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 O3 1.418(3) . ? C7 C8 1.516(4) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 C9 1.513(4) . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 N3 1.473(4) . ? C9 H9A 0.99 . ? C9 H9B 0.99 . ? C10 O4 1.407(3) . ? C10 C11 1.515(4) . ? C10 H10A 0.99 . ? C10 H10B 0.99 . ? C11 C12 1.519(4) . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 N4 1.479(4) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? Cu1 O2 1.920(2) . ? Cu1 O4 1.9292(18) . ? Cu1 O3 1.9458(19) . ? Cu1 O1 1.9720(18) . ? Cu1 O5 2.423(2) . ? Cu1 Cu2 2.9532(4) . ? Cu1 Cu3 3.0294(4) . ? Cu2 O2 1.9292(19) . ? Cu2 O1 1.9635(19) . ? Cu2 N2 2.003(2) . ? Cu2 N1 2.005(3) . ? Cu3 O4 1.9230(19) . ? Cu3 O3 1.9425(18) . ? Cu3 N3 1.983(2) . ? Cu3 N4 2.014(2) . ? N1 H1NA 0.86(4) . ? N1 H1NB 0.83(4) . ? N2 H2NA 0.85(4) . ? N2 H2NB 0.84(4) . ? N3 H3NA 0.91(4) . ? N3 H3NB 0.84(4) . ? N4 H4NA 0.83(4) . ? N4 H4NB 0.91(4) . ? N5 O6 1.245(3) . ? N5 O7 1.245(3) . ? N5 O5 1.257(3) . ? N6 O10 1.242(3) . ? N6 O9 1.253(3) . ? N6 O8 1.263(3) . ? 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 C1 C2 113.1(2) . . ? O1 C1 H1A 109 . . ? C2 C1 H1A 109 . . ? O1 C1 H1B 109 . . ? C2 C1 H1B 109 . . ? H1A C1 H1B 107.8 . . ? C1 C2 C3 113.8(2) . . ? C1 C2 H2A 108.8 . . ? C3 C2 H2A 108.8 . . ? C1 C2 H2B 108.8 . . ? C3 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? N1 C3 C2 111.1(2) . . ? N1 C3 H3A 109.4 . . ? C2 C3 H3A 109.4 . . ? N1 C3 H3B 109.4 . . ? C2 C3 H3B 109.4 . . ? H3A C3 H3B 108 . . ? O2 C4 C5 113.5(2) . . ? O2 C4 H4A 108.9 . . ? C5 C4 H4A 108.9 . . ? O2 C4 H4B 108.9 . . ? C5 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? C6 C5 C4 111.9(2) . . ? C6 C5 H5A 109.2 . . ? C4 C5 H5A 109.2 . . ? C6 C5 H5B 109.2 . . ? C4 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? N2 C6 C5 110.1(2) . . ? N2 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? N2 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? O3 C7 C8 112.9(2) . . ? O3 C7 H7A 109 . . ? C8 C7 H7A 109 . . ? O3 C7 H7B 109 . . ? C8 C7 H7B 109 . . ? H7A C7 H7B 107.8 . . ? C9 C8 C7 114.5(2) . . ? C9 C8 H8A 108.6 . . ? C7 C8 H8A 108.6 . . ? C9 C8 H8B 108.6 . . ? C7 C8 H8B 108.6 . . ? H8A C8 H8B 107.6 . . ? N3 C9 C8 110.7(2) . . ? N3 C9 H9A 109.5 . . ? C8 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? O4 C10 C11 112.4(2) . . ? O4 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? O4 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.9 . . ? C10 C11 C12 113.0(2) . . ? C10 C11 H11A 109 . . ? C12 C11 H11A 109 . . ? C10 C11 H11B 109 . . ? C12 C11 H11B 109 . . ? H11A C11 H11B 107.8 . . ? N4 C12 C11 110.3(2) . . ? N4 C12 H12A 109.6 . . ? C11 C12 H12A 109.6 . . ? N4 C12 H12B 109.6 . . ? C11 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? O2 Cu1 O4 99.97(8) . . ? O2 Cu1 O3 169.20(9) . . ? O4 Cu1 O3 76.83(8) . . ? O2 Cu1 O1 79.75(8) . . ? O4 Cu1 O1 151.65(8) . . ? O3 Cu1 O1 108.04(8) . . ? O2 Cu1 O5 88.19(9) . . ? O4 Cu1 O5 116.33(9) . . ? O3 Cu1 O5 84.14(8) . . ? O1 Cu1 O5 92.02(8) . . ? O2 Cu1 Cu2 40.01(6) . . ? O4 Cu1 Cu2 138.00(6) . . ? O3 Cu1 Cu2 144.99(5) . . ? O1 Cu1 Cu2 41.26(5) . . ? O5 Cu1 Cu2 81.54(5) . . ? O2 Cu1 Cu3 136.85(6) . . ? O4 Cu1 Cu3 38.08(6) . . ? O3 Cu1 Cu3 38.78(5) . . ? O1 Cu1 Cu3 140.45(6) . . ? O5 Cu1 Cu3 101.72(5) . . ? Cu2 Cu1 Cu3 175.784(15) . . ? O2 Cu2 O1 79.75(8) . . ? O2 Cu2 N2 95.94(9) . . ? O1 Cu2 N2 174.00(9) . . ? O2 Cu2 N1 174.69(10) . . ? O1 Cu2 N1 95.07(9) . . ? N2 Cu2 N1 89.14(10) . . ? O2 Cu2 Cu1 39.79(6) . . ? O1 Cu2 Cu1 41.48(5) . . ? N2 Cu2 Cu1 135.05(7) . . ? N1 Cu2 Cu1 135.40(8) . . ? O4 Cu3 O3 77.05(8) . . ? O4 Cu3 N3 172.77(9) . . ? O3 Cu3 N3 96.06(9) . . ? O4 Cu3 N4 96.37(9) . . ? O3 Cu3 N4 168.60(10) . . ? N3 Cu3 N4 90.78(10) . . ? O4 Cu3 Cu1 38.22(5) . . ? O3 Cu3 Cu1 38.86(5) . . ? N3 Cu3 Cu1 134.79(7) . . ? N4 Cu3 Cu1 134.16(8) . . ? C3 N1 Cu2 118.18(19) . . ? C3 N1 H1NA 110(3) . . ? Cu2 N1 H1NA 109(3) . . ? C3 N1 H1NB 111(3) . . ? Cu2 N1 H1NB 103(3) . . ? H1NA N1 H1NB 107(4) . . ? C6 N2 Cu2 117.25(18) . . ? C6 N2 H2NA 109(2) . . ? Cu2 N2 H2NA 107(2) . . ? C6 N2 H2NB 105(2) . . ? Cu2 N2 H2NB 113(2) . . ? H2NA N2 H2NB 105(3) . . ? C9 N3 Cu3 118.77(19) . . ? C9 N3 H3NA 112(2) . . ? Cu3 N3 H3NA 113(2) . . ? C9 N3 H3NB 106(3) . . ? Cu3 N3 H3NB 105(3) . . ? H3NA N3 H3NB 101(3) . . ? C12 N4 Cu3 115.29(18) . . ? C12 N4 H4NA 107(2) . . ? Cu3 N4 H4NA 106(2) . . ? C12 N4 H4NB 110(2) . . ? Cu3 N4 H4NB 110(2) . . ? H4NA N4 H4NB 109(3) . . ? O6 N5 O7 120.0(2) . . ? O6 N5 O5 120.5(2) . . ? O7 N5 O5 119.4(2) . . ? O10 N6 O9 121.1(2) . . ? O10 N6 O8 119.3(2) . . ? O9 N6 O8 119.6(2) . . ? C1 O1 Cu2 119.42(16) . . ? C1 O1 Cu1 122.13(16) . . ? Cu2 O1 Cu1 97.25(8) . . ? C4 O2 Cu1 125.36(17) . . ? C4 O2 Cu2 127.41(17) . . ? Cu1 O2 Cu2 100.20(9) . . ? C7 O3 Cu3 128.57(16) . . ? C7 O3 Cu1 127.88(16) . . ? Cu3 O3 Cu1 102.36(8) . . ? C10 O4 Cu3 128.67(17) . . ? C10 O4 Cu1 127.62(17) . . ? Cu3 O4 Cu1 103.70(9) . . ? N5 O5 Cu1 122.07(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 -69.8(3) . . . . ? C1 C2 C3 N1 68.1(3) . . . . ? O2 C4 C5 C6 -57.0(3) . . . . ? C4 C5 C6 N2 80.3(3) . . . . ? O3 C7 C8 C9 -56.3(3) . . . . ? C7 C8 C9 N3 76.6(3) . . . . ? O4 C10 C11 C12 -60.9(3) . . . . ? C10 C11 C12 N4 79.0(3) . . . . ? O4 Cu1 Cu2 O2 -23.00(14) . . . . ? O3 Cu1 Cu2 O2 164.22(15) . . . . ? O1 Cu1 Cu2 O2 -159.76(13) . . . . ? O5 Cu1 Cu2 O2 97.32(12) . . . . ? Cu3 Cu1 Cu2 O2 -43.5(2) . . . . ? O2 Cu1 Cu2 O1 159.76(13) . . . . ? O4 Cu1 Cu2 O1 136.75(13) . . . . ? O3 Cu1 Cu2 O1 -36.03(13) . . . . ? O5 Cu1 Cu2 O1 -102.92(10) . . . . ? Cu3 Cu1 Cu2 O1 116.2(2) . . . . ? O2 Cu1 Cu2 N2 -13.08(15) . . . . ? O4 Cu1 Cu2 N2 -36.09(15) . . . . ? O3 Cu1 Cu2 N2 151.14(15) . . . . ? O1 Cu1 Cu2 N2 -172.84(14) . . . . ? O5 Cu1 Cu2 N2 84.24(13) . . . . ? Cu3 Cu1 Cu2 N2 -56.6(2) . . . . ? O2 Cu1 Cu2 N1 176.65(17) . . . . ? O4 Cu1 Cu2 N1 153.65(16) . . . . ? O3 Cu1 Cu2 N1 -19.13(17) . . . . ? O1 Cu1 Cu2 N1 16.89(15) . . . . ? O5 Cu1 Cu2 N1 -86.03(15) . . . . ? Cu3 Cu1 Cu2 N1 133.1(2) . . . . ? O2 Cu1 Cu3 O4 -17.99(14) . . . . ? O3 Cu1 Cu3 O4 177.12(14) . . . . ? O1 Cu1 Cu3 O4 134.06(14) . . . . ? O5 Cu1 Cu3 O4 -118.02(12) . . . . ? Cu2 Cu1 Cu3 O4 22.4(2) . . . . ? O2 Cu1 Cu3 O3 164.89(13) . . . . ? O4 Cu1 Cu3 O3 -177.12(14) . . . . ? O1 Cu1 Cu3 O3 -43.06(13) . . . . ? O5 Cu1 Cu3 O3 64.87(11) . . . . ? Cu2 Cu1 Cu3 O3 -154.8(2) . . . . ? O2 Cu1 Cu3 N3 159.20(15) . . . . ? O4 Cu1 Cu3 N3 177.19(16) . . . . ? O3 Cu1 Cu3 N3 -5.69(15) . . . . ? O1 Cu1 Cu3 N3 -48.75(15) . . . . ? O5 Cu1 Cu3 N3 59.17(14) . . . . ? Cu2 Cu1 Cu3 N3 -160.5(2) . . . . ? O2 Cu1 Cu3 N4 -28.54(15) . . . . ? O4 Cu1 Cu3 N4 -10.55(15) . . . . ? O3 Cu1 Cu3 N4 166.57(14) . . . . ? O1 Cu1 Cu3 N4 123.50(14) . . . . ? O5 Cu1 Cu3 N4 -128.57(13) . . . . ? Cu2 Cu1 Cu3 N4 11.8(3) . . . . ? C2 C3 N1 Cu2 -52.6(3) . . . . ? O2 Cu2 N1 C3 46.6(13) . . . . ? O1 Cu2 N1 C3 33.9(2) . . . . ? N2 Cu2 N1 C3 -150.4(2) . . . . ? Cu1 Cu2 N1 C3 22.8(3) . . . . ? C5 C6 N2 Cu2 -46.0(3) . . . . ? O2 Cu2 N2 C6 2.5(2) . . . . ? O1 Cu2 N2 C6 -41.3(10) . . . . ? N1 Cu2 N2 C6 -175.9(2) . . . . ? Cu1 Cu2 N2 C6 10.9(3) . . . . ? C8 C9 N3 Cu3 -47.9(3) . . . . ? O4 Cu3 N3 C9 27.9(10) . . . . ? O3 Cu3 N3 C9 10.3(2) . . . . ? N4 Cu3 N3 C9 -160.5(2) . . . . ? Cu1 Cu3 N3 C9 13.9(3) . . . . ? C11 C12 N4 Cu3 -55.3(3) . . . . ? O4 Cu3 N4 C12 21.7(2) . . . . ? O3 Cu3 N4 C12 75.8(5) . . . . ? N3 Cu3 N4 C12 -157.2(2) . . . . ? Cu1 Cu3 N4 C12 28.3(3) . . . . ? C2 C1 O1 Cu2 54.5(3) . . . . ? C2 C1 O1 Cu1 176.23(17) . . . . ? O2 Cu2 O1 C1 146.42(19) . . . . ? N2 Cu2 O1 C1 -169.2(8) . . . . ? N1 Cu2 O1 C1 -34.8(2) . . . . ? Cu1 Cu2 O1 C1 133.4(2) . . . . ? O2 Cu2 O1 Cu1 13.00(8) . . . . ? N2 Cu2 O1 Cu1 57.4(9) . . . . ? N1 Cu2 O1 Cu1 -168.18(11) . . . . ? O2 Cu1 O1 C1 -144.7(2) . . . . ? O4 Cu1 O1 C1 123.2(2) . . . . ? O3 Cu1 O1 C1 27.6(2) . . . . ? O5 Cu1 O1 C1 -56.9(2) . . . . ? Cu2 Cu1 O1 C1 -131.7(2) . . . . ? Cu3 Cu1 O1 C1 54.3(2) . . . . ? O2 Cu1 O1 Cu2 -13.07(8) . . . . ? O4 Cu1 O1 Cu2 -105.11(16) . . . . ? O3 Cu1 O1 Cu2 159.22(8) . . . . ? O5 Cu1 O1 Cu2 74.72(9) . . . . ? Cu3 Cu1 O1 Cu2 -174.06(3) . . . . ? C5 C4 O2 Cu1 -139.8(2) . . . . ? C5 C4 O2 Cu2 4.9(4) . . . . ? O4 Cu1 O2 C4 -43.2(2) . . . . ? O3 Cu1 O2 C4 28.6(6) . . . . ? O1 Cu1 O2 C4 165.6(2) . . . . ? O5 Cu1 O2 C4 73.2(2) . . . . ? Cu2 Cu1 O2 C4 152.2(3) . . . . ? Cu3 Cu1 O2 C4 -32.0(3) . . . . ? O4 Cu1 O2 Cu2 164.60(9) . . . . ? O3 Cu1 O2 Cu2 -123.6(4) . . . . ? O1 Cu1 O2 Cu2 13.41(9) . . . . ? O5 Cu1 O2 Cu2 -78.97(10) . . . . ? Cu3 Cu1 O2 Cu2 175.75(2) . . . . ? O1 Cu2 O2 C4 -164.9(2) . . . . ? N2 Cu2 O2 C4 19.3(2) . . . . ? N1 Cu2 O2 C4 -177.7(11) . . . . ? Cu1 Cu2 O2 C4 -151.4(3) . . . . ? O1 Cu2 O2 Cu1 -13.47(9) . . . . ? N2 Cu2 O2 Cu1 170.75(11) . . . . ? N1 Cu2 O2 Cu1 -26.3(12) . . . . ? C8 C7 O3 Cu3 12.9(4) . . . . ? C8 C7 O3 Cu1 -152.4(2) . . . . ? O4 Cu3 O3 C7 -170.0(2) . . . . ? N3 Cu3 O3 C7 7.8(2) . . . . ? N4 Cu3 O3 C7 134.3(5) . . . . ? Cu1 Cu3 O3 C7 -168.2(3) . . . . ? O4 Cu3 O3 Cu1 -1.83(9) . . . . ? N3 Cu3 O3 Cu1 175.94(11) . . . . ? N4 Cu3 O3 Cu1 -57.5(5) . . . . ? O2 Cu1 O3 C7 96.2(5) . . . . ? O4 Cu1 O3 C7 170.1(2) . . . . ? O1 Cu1 O3 C7 -38.9(2) . . . . ? O5 Cu1 O3 C7 51.3(2) . . . . ? Cu2 Cu1 O3 C7 -14.9(3) . . . . ? Cu3 Cu1 O3 C7 168.3(3) . . . . ? O2 Cu1 O3 Cu3 -72.1(4) . . . . ? O4 Cu1 O3 Cu3 1.82(9) . . . . ? O1 Cu1 O3 Cu3 152.79(8) . . . . ? O5 Cu1 O3 Cu3 -116.99(10) . . . . ? Cu2 Cu1 O3 Cu3 176.87(3) . . . . ? C11 C10 O4 Cu3 27.1(4) . . . . ? C11 C10 O4 Cu1 -153.96(19) . . . . ? O3 Cu3 O4 C10 -179.0(2) . . . . ? N3 Cu3 O4 C10 163.1(8) . . . . ? N4 Cu3 O4 C10 -8.5(2) . . . . ? Cu1 Cu3 O4 C10 179.1(3) . . . . ? O3 Cu3 O4 Cu1 1.85(9) . . . . ? N3 Cu3 O4 Cu1 -16.0(9) . . . . ? N4 Cu3 O4 Cu1 172.40(11) . . . . ? O2 Cu1 O4 C10 -11.5(2) . . . . ? O3 Cu1 O4 C10 179.0(2) . . . . ? O1 Cu1 O4 C10 75.4(3) . . . . ? O5 Cu1 O4 C10 -104.4(2) . . . . ? Cu2 Cu1 O4 C10 3.3(3) . . . . ? Cu3 Cu1 O4 C10 -179.1(3) . . . . ? O2 Cu1 O4 Cu3 167.62(9) . . . . ? O3 Cu1 O4 Cu3 -1.85(9) . . . . ? O1 Cu1 O4 Cu3 -105.51(16) . . . . ? O5 Cu1 O4 Cu3 74.68(11) . . . . ? Cu2 Cu1 O4 Cu3 -177.60(3) . . . . ? O6 N5 O5 Cu1 54.4(3) . . . . ? O7 N5 O5 Cu1 -125.8(2) . . . . ? O2 Cu1 O5 N5 20.7(2) . . . . ? O4 Cu1 O5 N5 120.9(2) . . . . ? O3 Cu1 O5 N5 -166.9(2) . . . . ? O1 Cu1 O5 N5 -59.0(2) . . . . ? Cu2 Cu1 O5 N5 -19.0(2) . . . . ? Cu3 Cu1 O5 N5 158.3(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1NA O8 0.86(4) 2.23(4) 3.059(3) 162(4) 4_645 N1 H1NA O10 0.86(4) 2.50(4) 3.244(4) 144(3) 4_645 N1 H1NA N6 0.86(4) 2.74(4) 3.592(4) 171(3) 4_645 N2 H2NA O5 0.85(4) 2.20(4) 2.926(3) 143(3) 4_645 N2 H2NB O9 0.84(4) 2.31(4) 3.048(3) 147(3) 8_556 N2 H2NB O8 0.84(4) 2.59(4) 3.074(3) 118(3) 4_645 N3 H3NA O7 0.91(4) 2.33(4) 3.216(4) 163(3) 8_455 N3 H3NA O6 0.91(4) 2.37(4) 3.118(3) 139(3) 8_455 N3 H3NB O10 0.84(4) 2.40(4) 3.121(4) 145(3) 5_665 N3 H3NB O9 0.84(4) 2.62(4) 3.256(3) 133(3) . N4 H4NA O9 0.83(4) 2.34(4) 3.025(3) 140(3) . N4 H4NB O1 0.91(4) 2.29(4) 3.131(3) 154(3) 5_655 N4 H4NB O7 0.91(4) 2.54(4) 3.061(3) 117(3) 8_455 # END of CIF #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_import_Cu3ap4Br2_3 _database_code_depnum_ccdc_archive 'CCDC 842477' _audit_creation_date 2011-06-22T10:29:18-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H32 Br2 Cu3 N4 O4' _chemical_formula_sum 'C12 H32 Br2 Cu3 N4 O4' _chemical_formula_weight 646.86 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.3652(5) _cell_length_b 9.4753(6) _cell_length_c 12.1199(7) _cell_angle_alpha 90 _cell_angle_beta 109.750(3) _cell_angle_gamma 90 _cell_volume 1012.23(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2078 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 30.508 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 2.122 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 642 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Bruker (2001). SADABS-2008/1. Bruker AXS Inc., Madison, Wisconsin, USA. ; _exptl_absorpt_correction_T_min 0.4881 _exptl_absorpt_correction_T_max 0.7462 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Bruker AXS Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.322951E-1 _diffrn_orient_matrix_ub_12 -0.19387E-2 _diffrn_orient_matrix_ub_13 0.875136E-1 _diffrn_orient_matrix_ub_21 0.105178 _diffrn_orient_matrix_ub_22 -0.262938E-1 _diffrn_orient_matrix_ub_23 0.43516E-2 _diffrn_orient_matrix_ub_31 0.27675E-1 _diffrn_orient_matrix_ub_32 0.102191 _diffrn_orient_matrix_ub_33 0.27799E-2 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_unetI/netI 0.0541 _diffrn_reflns_number 4974 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.79 _diffrn_reflns_theta_max 27.99 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _reflns_number_total 2431 _reflns_number_gt 1899 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SUPERFLIP (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg & Putz, 1999)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0002P)^2^+2.8566P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2431 _refine_ls_number_parameters 131 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0508 _refine_ls_R_factor_gt 0.0332 _refine_ls_wR_factor_ref 0.0742 _refine_ls_wR_factor_gt 0.0687 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.624 _refine_diff_density_min -0.65 _refine_diff_density_rms 0.141 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.2951(4) 0.6098(4) 0.0193(3) 0.0177(8) Uani 1 1 d . . . H1A H -0.3484 0.5186 0.0145 0.021 Uiso 1 1 calc R . . H1B H -0.3142 0.6434 -0.0618 0.021 Uiso 1 1 calc R . . C2 C -0.3616(4) 0.7162(4) 0.0830(4) 0.0180(8) Uani 1 1 d . . . H2A H -0.4736 0.71 0.0515 0.022 Uiso 1 1 calc R . . H2B H -0.3284 0.6914 0.1673 0.022 Uiso 1 1 calc R . . C3 C -0.3139(4) 0.8667(4) 0.0704(3) 0.0189(8) Uani 1 1 d . . . H3A H -0.3268 0.8855 -0.0128 0.023 Uiso 1 1 calc R . . H3B H -0.3797 0.933 0.0943 0.023 Uiso 1 1 calc R . . C4 C 0.2945(4) 0.6058(4) 0.1748(4) 0.0192(8) Uani 1 1 d . . . H4A H 0.3152 0.6386 0.1041 0.023 Uiso 1 1 calc R . . H4B H 0.3458 0.5137 0.1979 0.023 Uiso 1 1 calc R . . C5 C 0.3619(4) 0.7108(4) 0.2729(3) 0.0198(8) Uani 1 1 d . . . H5A H 0.3272 0.6871 0.3393 0.024 Uiso 1 1 calc R . . H5B H 0.4739 0.7022 0.3007 0.024 Uiso 1 1 calc R . . C6 C 0.3187(4) 0.8616(5) 0.2360(4) 0.0207(8) Uani 1 1 d . . . H6A H 0.3854 0.9266 0.2952 0.025 Uiso 1 1 calc R . . H6B H 0.3335 0.88 0.1602 0.025 Uiso 1 1 calc R . . Br1 Br 0.00010(5) 0.20241(4) 0.09338(3) 0.02022(11) Uani 1 1 d . . . Cu1 Cu 0 0.5 0 0.01136(15) Uani 1 2 d S . . Cu2 Cu 0.00060(5) 0.74285(5) 0.14506(4) 0.01189(12) Uani 1 1 d . . . N1 N -0.1547(4) 0.8904(4) 0.1430(3) 0.0166(7) Uani 1 1 d . . . N2 N 0.1586(4) 0.8888(4) 0.2241(3) 0.0159(7) Uani 1 1 d . . . O1 O -0.1382(3) 0.5875(3) 0.0736(2) 0.0126(5) Uani 1 1 d . . . O2 O 0.1368(3) 0.5866(3) 0.1462(2) 0.0122(5) Uani 1 1 d . . . H1NA H -0.148(5) 0.892(5) 0.208(4) 0.019(13) Uiso 1 1 d . . . H1NB H -0.123(6) 0.960(6) 0.124(5) 0.039(17) Uiso 1 1 d . . . H2NA H 0.126(5) 0.964(5) 0.188(4) 0.031(15) Uiso 1 1 d . . . H2NB H 0.159(5) 0.900(5) 0.292(4) 0.023(13) 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 C1 0.0156(18) 0.019(2) 0.0177(19) -0.0031(16) 0.0049(15) -0.0052(16) C2 0.0135(17) 0.021(2) 0.021(2) -0.0012(17) 0.0078(15) 0.0019(17) C3 0.0153(18) 0.019(2) 0.0201(19) -0.0023(17) 0.0027(16) 0.0030(16) C4 0.0145(18) 0.022(2) 0.021(2) -0.0075(17) 0.0064(16) -0.0009(16) C5 0.0107(17) 0.026(2) 0.0188(19) -0.0031(17) -0.0004(15) 0.0008(17) C6 0.0156(18) 0.022(2) 0.026(2) -0.0024(18) 0.0078(16) -0.0022(17) Br1 0.0351(2) 0.0142(2) 0.01423(18) 0.00035(16) 0.01217(16) -0.00107(18) Cu1 0.0100(3) 0.0145(3) 0.0100(3) -0.0022(3) 0.0041(2) -0.0009(3) Cu2 0.0112(2) 0.0115(2) 0.0128(2) -0.00075(18) 0.00387(17) -0.00053(17) N1 0.0181(17) 0.0162(18) 0.0155(17) 0.0001(15) 0.0056(14) 0.0004(14) N2 0.0160(16) 0.0151(18) 0.0175(17) -0.0010(15) 0.0068(14) -0.0002(14) O1 0.0120(12) 0.0118(13) 0.0144(13) -0.0033(10) 0.0049(10) -0.0014(11) O2 0.0099(11) 0.0142(13) 0.0122(12) 0.0002(10) 0.0034(10) 0.0008(11) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.408(4) . ? C1 C2 1.525(5) . ? C1 H1A 0.99 . ? C1 H1B 0.99 . ? C2 C3 1.517(5) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C3 N1 1.470(5) . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? C4 O2 1.410(4) . ? C4 C5 1.515(5) . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C5 C6 1.511(6) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 N2 1.480(5) . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? Cu1 O2 1.980(2) 3_565 ? Cu1 O2 1.980(2) . ? Cu1 O1 1.984(2) 3_565 ? Cu1 O1 1.984(2) . ? Cu1 Cu2 2.8947(5) 3_565 ? Cu1 Cu2 2.8947(5) . ? Cu2 O2 1.951(3) . ? Cu2 O1 1.961(2) . ? Cu2 N1 2.012(4) . ? Cu2 N2 2.015(3) . ? N1 H1NA 0.77(5) . ? N1 H1NB 0.79(6) . ? N2 H2NA 0.84(5) . ? N2 H2NB 0.82(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 C1 C2 113.7(3) . . ? O1 C1 H1A 108.8 . . ? C2 C1 H1A 108.8 . . ? O1 C1 H1B 108.8 . . ? C2 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? C3 C2 C1 112.7(3) . . ? C3 C2 H2A 109.1 . . ? C1 C2 H2A 109.1 . . ? C3 C2 H2B 109.1 . . ? C1 C2 H2B 109.1 . . ? H2A C2 H2B 107.8 . . ? N1 C3 C2 110.9(3) . . ? N1 C3 H3A 109.5 . . ? C2 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 108 . . ? O2 C4 C5 113.7(3) . . ? O2 C4 H4A 108.8 . . ? C5 C4 H4A 108.8 . . ? O2 C4 H4B 108.8 . . ? C5 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? C6 C5 C4 112.9(3) . . ? C6 C5 H5A 109 . . ? C4 C5 H5A 109 . . ? C6 C5 H5B 109 . . ? C4 C5 H5B 109 . . ? H5A C5 H5B 107.8 . . ? N2 C6 C5 110.8(3) . . ? N2 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? O2 Cu1 O2 180.00(11) 3_565 . ? O2 Cu1 O1 75.39(10) 3_565 3_565 ? O2 Cu1 O1 104.61(10) . 3_565 ? O2 Cu1 O1 104.61(10) 3_565 . ? O2 Cu1 O1 75.39(10) . . ? O1 Cu1 O1 180.00(12) 3_565 . ? O2 Cu1 Cu2 42.20(7) 3_565 3_565 ? O2 Cu1 Cu2 137.80(7) . 3_565 ? O1 Cu1 Cu2 42.48(7) 3_565 3_565 ? O1 Cu1 Cu2 137.52(7) . 3_565 ? O2 Cu1 Cu2 137.80(7) 3_565 . ? O2 Cu1 Cu2 42.20(7) . . ? O1 Cu1 Cu2 137.52(7) 3_565 . ? O1 Cu1 Cu2 42.48(7) . . ? Cu2 Cu1 Cu2 180.00(2) 3_565 . ? O2 Cu2 O1 76.56(10) . . ? O2 Cu2 N1 174.67(13) . . ? O1 Cu2 N1 98.51(13) . . ? O2 Cu2 N2 98.29(13) . . ? O1 Cu2 N2 174.63(13) . . ? N1 Cu2 N2 86.59(14) . . ? O2 Cu2 Cu1 42.96(7) . . ? O1 Cu2 Cu1 43.11(7) . . ? N1 Cu2 Cu1 133.80(10) . . ? N2 Cu2 Cu1 133.20(10) . . ? C3 N1 Cu2 118.9(3) . . ? C3 N1 H1NA 110(3) . . ? Cu2 N1 H1NA 101(3) . . ? C3 N1 H1NB 111(4) . . ? Cu2 N1 H1NB 104(4) . . ? H1NA N1 H1NB 112(5) . . ? C6 N2 Cu2 118.9(3) . . ? C6 N2 H2NA 112(3) . . ? Cu2 N2 H2NA 105(3) . . ? C6 N2 H2NB 105(3) . . ? Cu2 N2 H2NB 108(3) . . ? H2NA N2 H2NB 107(5) . . ? C1 O1 Cu2 121.7(2) . . ? C1 O1 Cu1 126.0(2) . . ? Cu2 O1 Cu1 94.41(10) . . ? C4 O2 Cu2 122.1(2) . . ? C4 O2 Cu1 125.5(2) . . ? Cu2 O2 Cu1 94.84(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 71.8(4) . . . . ? C1 C2 C3 N1 -74.0(4) . . . . ? O2 C4 C5 C6 -72.0(5) . . . . ? C4 C5 C6 N2 73.8(4) . . . . ? O2 Cu1 Cu2 O2 180 3_565 . . . ? O1 Cu1 Cu2 O2 -49.60(15) 3_565 . . . ? O1 Cu1 Cu2 O2 130.40(15) . . . . ? Cu2 Cu1 Cu2 O2 0E1(10) 3_565 . . . ? O2 Cu1 Cu2 O1 49.60(15) 3_565 . . . ? O2 Cu1 Cu2 O1 -130.40(15) . . . . ? O1 Cu1 Cu2 O1 180 3_565 . . . ? Cu2 Cu1 Cu2 O1 0E1(10) 3_565 . . . ? O2 Cu1 Cu2 N1 6.03(19) 3_565 . . . ? O2 Cu1 Cu2 N1 -173.97(19) . . . . ? O1 Cu1 Cu2 N1 136.4(2) 3_565 . . . ? O1 Cu1 Cu2 N1 -43.6(2) . . . . ? Cu2 Cu1 Cu2 N1 0E1(10) 3_565 . . . ? O2 Cu1 Cu2 N2 -135.92(19) 3_565 . . . ? O2 Cu1 Cu2 N2 44.08(19) . . . . ? O1 Cu1 Cu2 N2 -5.52(18) 3_565 . . . ? O1 Cu1 Cu2 N2 174.48(18) . . . . ? Cu2 Cu1 Cu2 N2 0E1(5) 3_565 . . . ? C2 C3 N1 Cu2 43.8(4) . . . . ? O2 Cu2 N1 C3 -36.6(16) . . . . ? O1 Cu2 N1 C3 -14.7(3) . . . . ? N2 Cu2 N1 C3 167.0(3) . . . . ? Cu1 Cu2 N1 C3 13.8(4) . . . . ? C5 C6 N2 Cu2 -42.8(4) . . . . ? O2 Cu2 N2 C6 13.7(3) . . . . ? O1 Cu2 N2 C6 29.8(16) . . . . ? N1 Cu2 N2 C6 -168.4(3) . . . . ? Cu1 Cu2 N2 C6 -14.9(4) . . . . ? C2 C1 O1 Cu2 -38.7(4) . . . . ? C2 C1 O1 Cu1 -162.8(2) . . . . ? O2 Cu2 O1 C1 -170.0(3) . . . . ? N1 Cu2 O1 C1 12.0(3) . . . . ? N2 Cu2 O1 C1 173.6(13) . . . . ? Cu1 Cu2 O1 C1 -137.8(3) . . . . ? O2 Cu2 O1 Cu1 -32.25(10) . . . . ? N1 Cu2 O1 Cu1 149.80(14) . . . . ? N2 Cu2 O1 Cu1 -48.6(14) . . . . ? O2 Cu1 O1 C1 -13.1(3) 3_565 . . . ? O2 Cu1 O1 C1 166.9(3) . . . . ? O1 Cu1 O1 C1 -3E1(10) 3_565 . . . ? Cu2 Cu1 O1 C1 -45.0(3) 3_565 . . . ? Cu2 Cu1 O1 C1 135.0(3) . . . . ? O2 Cu1 O1 Cu2 -148.08(10) 3_565 . . . ? O2 Cu1 O1 Cu2 31.92(10) . . . . ? O1 Cu1 O1 Cu2 -17E1(10) 3_565 . . . ? Cu2 Cu1 O1 Cu2 180 3_565 . . . ? C5 C4 O2 Cu2 38.4(4) . . . . ? C5 C4 O2 Cu1 163.1(3) . . . . ? O1 Cu2 O2 C4 170.2(3) . . . . ? N1 Cu2 O2 C4 -167.4(13) . . . . ? N2 Cu2 O2 C4 -11.3(3) . . . . ? Cu1 Cu2 O2 C4 137.9(3) . . . . ? O1 Cu2 O2 Cu1 32.35(10) . . . . ? N1 Cu2 O2 Cu1 54.7(14) . . . . ? N2 Cu2 O2 Cu1 -149.17(13) . . . . ? O2 Cu1 O2 C4 -7E1(10) 3_565 . . . ? O1 Cu1 O2 C4 12.2(3) 3_565 . . . ? O1 Cu1 O2 C4 -167.8(3) . . . . ? Cu2 Cu1 O2 C4 44.3(3) 3_565 . . . ? Cu2 Cu1 O2 C4 -135.7(3) . . . . ? O2 Cu1 O2 Cu2 7E1(10) 3_565 . . . ? O1 Cu1 O2 Cu2 147.89(10) 3_565 . . . ? O1 Cu1 O2 Cu2 -32.11(10) . . . . ? Cu2 Cu1 O2 Cu2 180 3_565 . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1NA O2 0.77(5) 2.53(5) 3.118(4) 134(4) 2 N1 H1NA Br1 0.77(5) 2.94(5) 3.514(4) 133(4) 2 N1 H1NB Br1 0.79(6) 2.65(6) 3.434(4) 172(5) 1_565 N2 H2NA Br1 0.84(5) 2.62(5) 3.457(4) 172(4) 1_565 N2 H2NB O1 0.82(5) 2.47(5) 3.148(4) 141(4) 2 N2 H2NB Br1 0.82(5) 3.01(5) 3.528(4) 123(4) 2 # END of CIF #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_import_Cu3ae4NO3_4 _database_code_depnum_ccdc_archive 'CCDC 842478' _audit_creation_date 2011-06-22T11:53:51-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C8 H24 Cu3 N6 O10' _chemical_formula_sum 'C8 H24 Cu3 N6 O10' _chemical_formula_weight 554.95 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.7208(4) _cell_length_b 9.1161(5) _cell_length_c 11.8368(6) _cell_angle_alpha 90 _cell_angle_beta 106.544(3) _cell_angle_gamma 90 _cell_volume 902.06(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2675 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 30.999 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_diffrn 2.043 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 562 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.567 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Bruker (2001). SADABS-2008/1. Bruker AXS Inc., Madison, Wisconsin, USA. ; _exptl_absorpt_correction_T_min 0.5754 _exptl_absorpt_correction_T_max 0.7462 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Bruker AXS Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.256709E-1 _diffrn_orient_matrix_ub_12 -0.401447E-1 _diffrn_orient_matrix_ub_13 0.818882E-1 _diffrn_orient_matrix_ub_21 -0.116534 _diffrn_orient_matrix_ub_22 -0.160712E-1 _diffrn_orient_matrix_ub_23 -0.9945E-2 _diffrn_orient_matrix_ub_31 0.8355E-2 _diffrn_orient_matrix_ub_32 -0.100813 _diffrn_orient_matrix_ub_33 -0.310231E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_unetI/netI 0.0452 _diffrn_reflns_number 6917 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 27.99 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 2177 _reflns_number_gt 1893 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SUPERFLIP (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg & Putz, 1999)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+1.7831P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2177 _refine_ls_number_parameters 140 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0382 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0682 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.446 _refine_diff_density_min -0.514 _refine_diff_density_rms 0.109 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3299(3) -0.1291(3) 0.0345(2) 0.0136(5) Uani 1 1 d . . . H1A H 0.3592 -0.0956 -0.0361 0.016 Uiso 1 1 calc R . . H1B H 0.2726 -0.2238 0.0162 0.016 Uiso 1 1 calc R . . C2 C 0.4788(3) -0.1466(3) 0.1382(2) 0.0155(6) Uani 1 1 d . . . H2A H 0.5453 -0.2278 0.1225 0.019 Uiso 1 1 calc R . . H2B H 0.543 -0.0554 0.149 0.019 Uiso 1 1 calc R . . C3 C -0.0957(3) -0.0485(3) 0.2247(2) 0.0141(5) Uani 1 1 d . . . H3A H -0.1398 -0.1412 0.1849 0.017 Uiso 1 1 calc R . . H3B H -0.1855 0.0199 0.2199 0.017 Uiso 1 1 calc R . . C4 C -0.0061(3) -0.0783(3) 0.3530(2) 0.0156(6) Uani 1 1 d . . . H4A H 0.0171 0.0154 0.3969 0.019 Uiso 1 1 calc R . . H4B H -0.0727 -0.1395 0.3897 0.019 Uiso 1 1 calc R . . Cu1 Cu 0 0 0 0.00957(11) Uani 1 2 d S . . Cu2 Cu 0.21850(4) -0.08424(4) 0.22262(3) 0.01019(9) Uani 1 1 d . . . N1 N 0.4319(3) -0.1782(3) 0.2464(2) 0.0124(4) Uani 1 1 d . . . N2 N 0.1451(3) -0.1553(3) 0.3586(2) 0.0149(5) Uani 1 1 d . . . N3 N -0.0081(3) -0.3610(2) 0.0877(2) 0.0139(5) Uani 1 1 d . . . O1 O 0.2315(2) -0.0229(2) 0.06820(16) 0.0122(4) Uani 1 1 d . . . O2 O 0.0132(2) 0.0141(2) 0.16903(16) 0.0112(4) Uani 1 1 d . . . O3 O -0.0322(2) -0.2725(2) 0.00344(17) 0.0176(4) Uani 1 1 d . . . O4 O 0.1264(2) -0.3657(2) 0.16354(18) 0.0199(5) Uani 1 1 d . . . O5 O -0.1188(2) -0.4441(2) 0.09623(19) 0.0217(5) Uani 1 1 d . . . H1NA H 0.501(4) -0.131(4) 0.306(3) 0.025(9) Uiso 1 1 d . . . H1NB H 0.425(4) -0.262(4) 0.261(3) 0.014(8) Uiso 1 1 d . . . H2NA H 0.129(4) -0.250(4) 0.352(3) 0.022(9) Uiso 1 1 d . . . H2NB H 0.209(4) -0.143(3) 0.418(3) 0.009(8) 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 C1 0.0131(12) 0.0165(13) 0.0123(12) 0.0019(11) 0.0051(11) 0.0026(10) C2 0.0117(12) 0.0191(14) 0.0161(13) 0.0041(12) 0.0045(11) 0.0002(10) C3 0.0112(12) 0.0178(13) 0.0130(13) 0.0017(11) 0.0027(11) -0.0004(10) C4 0.0155(12) 0.0205(14) 0.0111(13) 0.0026(11) 0.0040(11) 0.0000(11) Cu1 0.0087(2) 0.0118(2) 0.0068(2) 0.00044(17) -0.00010(17) 0.00020(16) Cu2 0.00924(15) 0.01175(17) 0.00803(16) 0.00132(13) -0.00004(12) 0.00054(12) N1 0.0133(11) 0.0119(11) 0.0105(11) 0.0010(10) 0.0008(9) -0.0005(9) N2 0.0138(11) 0.0172(13) 0.0110(11) 0.0054(10) -0.0010(10) -0.0011(9) N3 0.0152(11) 0.0099(11) 0.0142(11) -0.0033(9) 0.0000(10) -0.0013(8) O1 0.0105(8) 0.0138(9) 0.0107(9) 0.0021(8) 0.0003(7) 0.0017(7) O2 0.0111(8) 0.0149(9) 0.0069(8) 0.0013(7) 0.0015(7) 0.0002(7) O3 0.0239(10) 0.0141(10) 0.0106(9) 0.0031(8) -0.0016(8) -0.0020(8) O4 0.0166(10) 0.0180(10) 0.0175(10) 0.0026(8) -0.0077(8) -0.0021(8) O5 0.0154(9) 0.0210(11) 0.0250(11) 0.0060(9) -0.0002(9) -0.0045(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.424(3) . ? C1 C2 1.520(4) . ? C1 H1A 0.99 . ? C1 H1B 0.99 . ? C2 N1 1.479(3) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C3 O2 1.421(3) . ? C3 C4 1.522(4) . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? C4 N2 1.478(4) . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? Cu1 O1 1.9604(17) 3 ? Cu1 O1 1.9604(17) . ? Cu1 O2 1.9752(18) 3 ? Cu1 O2 1.9752(18) . ? Cu1 Cu2 2.8818(3) 3 ? Cu1 Cu2 2.8818(3) . ? Cu2 O2 1.9399(18) . ? Cu2 O1 1.9454(19) . ? Cu2 N1 1.995(2) . ? Cu2 N2 2.002(2) . ? N1 H1NA 0.90(4) . ? N1 H1NB 0.79(4) . ? N2 H2NA 0.87(4) . ? N2 H2NB 0.78(3) . ? N3 O3 1.253(3) . ? N3 O5 1.253(3) . ? N3 O4 1.259(3) . ? 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 C1 C2 106.8(2) . . ? O1 C1 H1A 110.4 . . ? C2 C1 H1A 110.4 . . ? O1 C1 H1B 110.4 . . ? C2 C1 H1B 110.4 . . ? H1A C1 H1B 108.6 . . ? N1 C2 C1 109.6(2) . . ? N1 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? O2 C3 C4 108.3(2) . . ? O2 C3 H3A 110 . . ? C4 C3 H3A 110 . . ? O2 C3 H3B 110 . . ? C4 C3 H3B 110 . . ? H3A C3 H3B 108.4 . . ? N2 C4 C3 109.1(2) . . ? N2 C4 H4A 109.9 . . ? C3 C4 H4A 109.9 . . ? N2 C4 H4B 109.9 . . ? C3 C4 H4B 109.9 . . ? H4A C4 H4B 108.3 . . ? O1 Cu1 O1 180.00(17) 3 . ? O1 Cu1 O2 80.42(7) 3 3 ? O1 Cu1 O2 99.58(7) . 3 ? O1 Cu1 O2 99.58(7) 3 . ? O1 Cu1 O2 80.42(7) . . ? O2 Cu1 O2 180.00(10) 3 . ? O1 Cu1 Cu2 42.25(6) 3 3 ? O1 Cu1 Cu2 137.75(6) . 3 ? O2 Cu1 Cu2 42.13(5) 3 3 ? O2 Cu1 Cu2 137.87(5) . 3 ? O1 Cu1 Cu2 137.75(6) 3 . ? O1 Cu1 Cu2 42.25(6) . . ? O2 Cu1 Cu2 137.87(5) 3 . ? O2 Cu1 Cu2 42.13(5) . . ? Cu2 Cu1 Cu2 180.000(15) 3 . ? O2 Cu2 O1 81.68(8) . . ? O2 Cu2 N1 168.99(9) . . ? O1 Cu2 N1 87.38(9) . . ? O2 Cu2 N2 86.32(9) . . ? O1 Cu2 N2 165.03(9) . . ? N1 Cu2 N2 104.29(10) . . ? O2 Cu2 Cu1 43.08(5) . . ? O1 Cu2 Cu1 42.66(5) . . ? N1 Cu2 Cu1 126.22(7) . . ? N2 Cu2 Cu1 122.81(7) . . ? C2 N1 Cu2 105.73(16) . . ? C2 N1 H1NA 108(2) . . ? Cu2 N1 H1NA 107(2) . . ? C2 N1 H1NB 116(2) . . ? Cu2 N1 H1NB 109(2) . . ? H1NA N1 H1NB 111(3) . . ? C4 N2 Cu2 107.20(17) . . ? C4 N2 H2NA 110(2) . . ? Cu2 N2 H2NA 109(2) . . ? C4 N2 H2NB 112(2) . . ? Cu2 N2 H2NB 112(2) . . ? H2NA N2 H2NB 106(3) . . ? O3 N3 O5 119.7(2) . . ? O3 N3 O4 120.0(2) . . ? O5 N3 O4 120.3(2) . . ? C1 O1 Cu2 105.57(15) . . ? C1 O1 Cu1 126.10(16) . . ? Cu2 O1 Cu1 95.09(8) . . ? C3 O2 Cu2 109.83(15) . . ? C3 O2 Cu1 126.13(16) . . ? Cu2 O2 Cu1 94.79(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 52.9(3) . . . . ? O2 C3 C4 N2 -48.3(3) . . . . ? O1 Cu1 Cu2 O2 -32.02(12) 3 . . . ? O1 Cu1 Cu2 O2 147.98(12) . . . . ? O2 Cu1 Cu2 O2 180 3 . . . ? Cu2 Cu1 Cu2 O2 0.000(18) 3 . . . ? O1 Cu1 Cu2 O1 180 3 . . . ? O2 Cu1 Cu2 O1 32.02(12) 3 . . . ? O2 Cu1 Cu2 O1 -147.98(12) . . . . ? Cu2 Cu1 Cu2 O1 0.000(13) 3 . . . ? O1 Cu1 Cu2 N1 151.47(12) 3 . . . ? O1 Cu1 Cu2 N1 -28.53(12) . . . . ? O2 Cu1 Cu2 N1 3.49(12) 3 . . . ? O2 Cu1 Cu2 N1 -176.51(12) . . . . ? Cu2 Cu1 Cu2 N1 0.00(2) 3 . . . ? O1 Cu1 Cu2 N2 4.74(13) 3 . . . ? O1 Cu1 Cu2 N2 -175.26(13) . . . . ? O2 Cu1 Cu2 N2 -143.24(12) 3 . . . ? O2 Cu1 Cu2 N2 36.76(12) . . . . ? Cu2 Cu1 Cu2 N2 0.00(3) 3 . . . ? C1 C2 N1 Cu2 -28.3(3) . . . . ? O2 Cu2 N1 C2 7.4(6) . . . . ? O1 Cu2 N1 C2 1.10(17) . . . . ? N2 Cu2 N1 C2 171.59(18) . . . . ? Cu1 Cu2 N1 C2 20.0(2) . . . . ? C3 C4 N2 Cu2 31.9(3) . . . . ? O2 Cu2 N2 C4 -8.40(18) . . . . ? O1 Cu2 N2 C4 -45.1(5) . . . . ? N1 Cu2 N2 C4 174.59(18) . . . . ? Cu1 Cu2 N2 C4 -32.6(2) . . . . ? C2 C1 O1 Cu2 -49.3(2) . . . . ? C2 C1 O1 Cu1 -157.78(16) . . . . ? O2 Cu2 O1 C1 -151.18(16) . . . . ? N1 Cu2 O1 C1 27.61(16) . . . . ? N2 Cu2 O1 C1 -114.1(4) . . . . ? Cu1 Cu2 O1 C1 -129.71(18) . . . . ? O2 Cu2 O1 Cu1 -21.47(8) . . . . ? N1 Cu2 O1 Cu1 157.31(10) . . . . ? N2 Cu2 O1 Cu1 15.6(4) . . . . ? O1 Cu1 O1 C1 0.00(16) 3 . . . ? O2 Cu1 O1 C1 -45.4(2) 3 . . . ? O2 Cu1 O1 C1 134.6(2) . . . . ? Cu2 Cu1 O1 C1 -66.5(2) 3 . . . ? Cu2 Cu1 O1 C1 113.5(2) . . . . ? O1 Cu1 O1 Cu2 0.00(8) 3 . . . ? O2 Cu1 O1 Cu2 -158.86(8) 3 . . . ? O2 Cu1 O1 Cu2 21.14(8) . . . . ? Cu2 Cu1 O1 Cu2 180 3 . . . ? C4 C3 O2 Cu2 40.5(2) . . . . ? C4 C3 O2 Cu1 152.45(18) . . . . ? O1 Cu2 O2 C3 152.53(17) . . . . ? N1 Cu2 O2 C3 146.2(5) . . . . ? N2 Cu2 O2 C3 -18.49(17) . . . . ? Cu1 Cu2 O2 C3 131.24(19) . . . . ? O1 Cu2 O2 Cu1 21.29(8) . . . . ? N1 Cu2 O2 Cu1 14.9(5) . . . . ? N2 Cu2 O2 Cu1 -149.73(10) . . . . ? O1 Cu1 O2 C3 39.9(2) 3 . . . ? O1 Cu1 O2 C3 -140.1(2) . . . . ? O2 Cu1 O2 C3 0.0(2) 3 . . . ? Cu2 Cu1 O2 C3 61.1(2) 3 . . . ? Cu2 Cu1 O2 C3 -118.9(2) . . . . ? O1 Cu1 O2 Cu2 158.80(8) 3 . . . ? O1 Cu1 O2 Cu2 -21.20(8) . . . . ? O2 Cu1 O2 Cu2 0.00(9) 3 . . . ? Cu2 Cu1 O2 Cu2 180 3 . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1NA O5 0.90(4) 2.15(4) 2.992(3) 156(3) 2 N1 H1NB O2 0.79(4) 2.21(4) 2.971(3) 162(3) 2_545 N2 H2NA O4 0.87(4) 2.47(4) 2.970(3) 117(3) . N2 H2NB O5 0.78(3) 2.35(3) 3.111(3) 168(3) 4_656 N2 H2NB O3 0.78(3) 2.32(3) 2.923(3) 135(3) 4_656 N2 H2NB N3 0.78(3) 2.70(3) 3.443(3) 162(3) 4_656