# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Simon Parsons' _publ_contact_author_email S.PARSONS@ED.AC.UK _publ_section_title ; Polymerisation of a Cu(II) dimer into 1D chains using high-pressure ; loop_ _publ_author_name 'Simon Parsons' 'Euan Brechin' 'Kyle W. Galloway' 'Alistair Lennie' 'Stephen Moggach' 'Mark Murrie' ; P.Parois ; 'Niall Rowantree' 'John E. Warren' # Attachment 'cifs.cif' #Please note that annotated checkcif output is embedded in the cifs. data_150K _database_code_depnum_ccdc_archive 'CCDC 731439' _audit_creation_date 09-04-18 _audit_creation_method CRYSTALS_ver_12.87 _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 15.679(4) _cell_length_b 12.699(3) _cell_length_c 8.932(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1778.4(7) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a ' _symmetry_space_group_name_Hall '-P 2ac 2n ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,z+1/2 x+1/2,-y+1/2,-z+1/2 x,-y+1/2,z -x,y+1/2,-z -x+1/2,-y,z+1/2 x+1/2,y,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C9 H19 Cu2 N9 O8 # Dc = 1.90 Fooo = 1040.00 Mu = 24.54 M = 254.20 # Found Formula = C9 H21 Cu2 N9 O8 # Dc = 1.91 FOOO = 1040.00 Mu = 24.55 M = 255.21 _chemical_formula_sum 'C9 H21 Cu2 N9 O8' _chemical_formula_moiety 'C9 H21 Cu2 N9 O8' _chemical_compound_source ? _chemical_formula_weight 510.41 _cell_measurement_reflns_used 3192 _cell_measurement_theta_min 3 _cell_measurement_theta_max 30 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.18 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_max 0.25 _exptl_crystal_density_diffrn 1.906 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 2.455 # Sheldrick geometric approximatio 0.58 0.64 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.55 _exptl_absorpt_correction_T_max 0.64 _diffrn_measurement_device Unknown _diffrn_measurement_device_type Serial _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'USER DEFINED DATA COLLECTION' _computing_cell_refinement 'USER DEFINED CELL REFINEMENT' _computing_data_reduction 'USER DEFINED DATA REDUCTION' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 8780 _reflns_number_total 2577 _diffrn_reflns_av_R_equivalents 0.021 # Number of reflections with Friedels Law is 2577 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 2627 _diffrn_reflns_theta_min 2.598 _diffrn_reflns_theta_max 30.139 _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 25.016 _diffrn_measured_fraction_theta_full 0.975 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _reflns_limit_h_min 0 _reflns_limit_h_max 22 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 12 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.78 _refine_diff_density_max 0.79 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 2577 _refine_ls_number_restraints 0 _refine_ls_number_parameters 139 _oxford_refine_ls_R_factor_ref 0.0685 _refine_ls_wR_factor_ref 0.1240 _refine_ls_goodness_of_fit_ref 0.9563 _refine_ls_shift/su_max 0.000575 # The values computed from all data _oxford_reflns_number_all 2577 _refine_ls_R_factor_all 0.0685 _refine_ls_wR_factor_all 0.1240 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2109 _refine_ls_R_factor_gt 0.0582 _refine_ls_wR_factor_gt 0.1215 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 54.9 86.4 51.6 21.8 5.85 ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined data collection reference User defined data reduction User defined cell refinement Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cu1 Cu 0.58673(3) 0.63593(4) 0.20737(5) 0.0200 1.0000 Uani . . . . . . . C1 C 0.4416(3) 0.7500 0.1036(5) 0.0167 1.0000 Uani S T . . . . . C2 C 0.4055(2) 0.6519(3) 0.0266(4) 0.0201 1.0000 Uani . . . . . . . C3 C 0.4223(2) 0.5499(3) 0.1083(4) 0.0226 1.0000 Uani . . . . . . . C4 C 0.4134(3) 0.7500 0.2702(5) 0.0164 1.0000 Uani S T . . . . . C5 C 0.6429(2) 0.4512(3) 0.3910(4) 0.0216 1.0000 Uani . . . . . . . N1 N 0.65992(19) 0.5305(3) 0.3006(4) 0.0243 1.0000 Uani . . . . . . . N2 N 0.5647(2) 0.4107(3) 0.3997(4) 0.0260 1.0000 Uani . . . . . . . N3 N 0.7022(2) 0.4123(4) 0.4825(4) 0.0329 1.0000 Uani . . . . . . . O1 O 0.5318(2) 0.7500 0.0965(4) 0.0181 1.0000 Uani S T . . . . . O2 O 0.49253(16) 0.5383(2) 0.1790(3) 0.0226 1.0000 Uani . . . . . . . O3 O 0.36804(19) 0.4782(3) 0.1042(4) 0.0322 1.0000 Uani . . . . . . . O4 O 0.4703(2) 0.7500 0.3688(4) 0.0193 1.0000 Uani S T . . . . . O5 O 0.3345(2) 0.7500 0.2969(4) 0.0218 1.0000 Uani S T . . . . . O6 O 0.6615(2) 0.7500 0.2668(4) 0.0218 1.0000 Uani S T . . . . . C6 C 0.6375(3) 0.7500 0.6732(6) 0.0206 1.0000 Uani S T . . . . . N4 N 0.6465(3) 0.8389(4) 0.6012(7) 0.0663 1.0000 Uani . . . . . . . N6 N 0.6199(4) 0.7500 0.8146(6) 0.0550 1.0000 Uani S T . . . . . H6 H 0.7137 0.7500 0.2470 0.0265 1.0000 Uiso . . . . . . . H21 H 0.4312 0.6467 -0.0742 0.0241 1.0000 Uiso . . . . . . . H22 H 0.3430 0.6608 0.0174 0.0241 1.0000 Uiso . . . . . . . H1 H 0.7148 0.5368 0.2776 0.0283 1.0000 Uiso . . . . . . . H23 H 0.5546 0.3583 0.4611 0.0309 1.0000 Uiso . . . . . . . H24 H 0.5234 0.4368 0.3442 0.0309 1.0000 Uiso . . . . . . . H31 H 0.7539 0.4396 0.4828 0.0398 1.0000 Uiso . . . . . . . H32 H 0.6896 0.3600 0.5423 0.0398 1.0000 Uiso . . . . . . . H41 H 0.6406 0.8994 0.6502 0.0800 1.0000 Uiso . . . . . . . H42 H 0.6583 0.8396 0.5055 0.0800 1.0000 Uiso . . . . . . . H61 H 0.6141 0.8100 0.8634 0.0660 1.0000 Uiso . . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01070(18) 0.0316(3) 0.01783(19) 0.0038(2) 0.00019(16) -0.00046(18) C1 0.0113(19) 0.028(3) 0.0105(19) 0.0000 0.0015(16) 0.0000 C2 0.0128(14) 0.031(2) 0.0164(14) -0.0018(14) -0.0025(12) -0.0010(14) C3 0.0187(16) 0.031(2) 0.0181(15) -0.0019(15) -0.0007(13) -0.0010(15) C4 0.015(2) 0.020(3) 0.015(2) 0.0000 -0.0010(18) 0.0000 C5 0.0176(15) 0.032(2) 0.0149(14) -0.0008(15) 0.0028(13) -0.0003(15) N1 0.0113(12) 0.036(2) 0.0257(15) 0.0097(15) 0.0018(12) -0.0004(12) N2 0.0159(13) 0.036(2) 0.0262(16) 0.0115(16) -0.0016(12) -0.0027(14) N3 0.0206(15) 0.045(2) 0.0330(19) 0.0200(18) -0.0057(14) -0.0081(16) O1 0.0086(14) 0.032(2) 0.0140(16) 0.0000 -0.0003(12) 0.0000 O2 0.0164(11) 0.0301(16) 0.0214(12) 0.0000(11) -0.0041(10) -0.0011(11) O3 0.0249(14) 0.042(2) 0.0302(15) 0.0112(14) -0.0082(12) -0.0112(13) O4 0.0147(15) 0.034(2) 0.0092(15) 0.0000 -0.0035(12) 0.0000 O5 0.0128(15) 0.035(2) 0.0173(15) 0.0000 0.0005(14) 0.0000 O6 0.0115(15) 0.031(2) 0.0228(19) 0.0000 0.0000(14) 0.0000 C6 0.014(2) 0.035(3) 0.012(2) 0.0000 -0.0015(17) 0.0000 N4 0.058(3) 0.055(3) 0.085(4) 0.045(3) -0.045(3) -0.032(3) N6 0.026(3) 0.127(7) 0.012(2) 0.0000 0.004(2) 0.0000 _refine_ls_extinction_method None _oxford_refine_ls_scale 0.3615(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . Cu1 5_565 2.8971(13) yes Cu1 . C1 . 2.852(4) yes Cu1 . N1 . 1.950(3) yes Cu1 . O1 . 1.955(2) yes Cu1 . O2 . 1.945(3) yes Cu1 . O4 . 2.740(3) yes Cu1 . O6 . 1.938(3) yes C1 . C2 5_565 1.531(5) yes C1 . C2 . 1.531(5) yes C1 . C4 . 1.553(7) yes C1 . O1 . 1.416(6) yes C2 . C3 . 1.511(6) yes C2 . H21 . 0.988 no C2 . H22 . 0.990 no C3 . O2 . 1.277(4) yes C3 . O3 . 1.247(5) yes C4 . O4 . 1.255(6) yes C4 . O5 . 1.260(6) yes C5 . N1 . 1.319(5) yes C5 . N2 . 1.332(5) yes C5 . N3 . 1.333(5) yes N1 . H1 . 0.888 no N2 . H23 . 0.877 no N2 . H24 . 0.881 no N3 . H31 . 0.882 no N3 . H32 . 0.874 no O6 . H6 . 0.838 no C6 . N4 5_565 1.307(5) yes C6 . N4 . 1.307(5) yes C6 . N6 . 1.293(7) yes N4 . H41 . 0.889 no N4 . H42 . 0.875 no N6 . H61 5_565 0.883 no N6 . H61 . 0.883 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cu1 5_565 Cu1 . C1 . 59.48(5) yes Cu1 5_565 Cu1 . N1 . 133.35(11) yes C1 . Cu1 . N1 . 163.13(12) yes Cu1 5_565 Cu1 . O1 . 42.17(8) yes C1 . Cu1 . O1 . 26.83(11) yes N1 . Cu1 . O1 . 169.84(13) yes Cu1 5_565 Cu1 . O2 . 129.59(9) yes C1 . Cu1 . O2 . 71.06(10) yes N1 . Cu1 . O2 . 93.74(13) yes O1 . Cu1 . O2 . 94.12(12) yes Cu1 5_565 Cu1 . O4 . 58.09(4) yes C1 . Cu1 . O4 . 51.05(12) yes N1 . Cu1 . O4 . 122.02(12) yes O1 . Cu1 . O4 . 65.28(12) yes O2 . Cu1 . O4 . 84.25(10) yes Cu1 5_565 Cu1 . O6 . 41.62(8) yes C1 . Cu1 . O6 . 101.08(10) yes N1 . Cu1 . O6 . 92.29(13) yes O1 . Cu1 . O6 . 81.45(12) yes O2 . Cu1 . O6 . 166.33(13) yes O4 . Cu1 . O6 . 82.15(11) yes C2 5_565 C1 . Cu1 5_565 91.57(17) yes C2 5_565 C1 . Cu1 . 148.6(3) yes Cu1 5_565 C1 . Cu1 . 61.04(10) yes C2 5_565 C1 . C2 . 108.9(4) yes Cu1 5_565 C1 . C2 . 148.6(3) yes Cu1 . C1 . C2 . 91.57(17) yes C2 5_565 C1 . C4 . 109.0(3) yes Cu1 5_565 C1 . C4 . 85.2(2) yes Cu1 . C1 . C4 . 85.2(2) yes C2 . C1 . C4 . 109.0(3) yes C2 5_565 C1 . O1 . 110.4(3) yes Cu1 5_565 C1 . O1 . 38.52(13) yes Cu1 . C1 . O1 . 38.52(13) yes C2 . C1 . O1 . 110.4(3) yes C4 . C1 . O1 . 109.1(4) yes C1 . C2 . C3 . 114.6(3) yes C1 . C2 . H21 . 108.3 no C3 . C2 . H21 . 108.2 no C1 . C2 . H22 . 108.1 no C3 . C2 . H22 . 108.1 no H21 . C2 . H22 . 109.6 no C2 . C3 . O2 . 119.2(3) yes C2 . C3 . O3 . 119.5(3) yes O2 . C3 . O3 . 121.3(4) yes C1 . C4 . O4 . 118.0(4) yes C1 . C4 . O5 . 117.5(4) yes O4 . C4 . O5 . 124.5(5) yes N1 . C5 . N2 . 121.1(4) yes N1 . C5 . N3 . 121.2(4) yes N2 . C5 . N3 . 117.6(4) yes C5 . N1 . Cu1 . 131.8(3) yes C5 . N1 . H1 . 114.0 no Cu1 . N1 . H1 . 114.2 no C5 . N2 . H23 . 119.8 no C5 . N2 . H24 . 120.0 no H23 . N2 . H24 . 120.3 no C5 . N3 . H31 . 119.8 no C5 . N3 . H32 . 119.8 no H31 . N3 . H32 . 120.4 no C1 . O1 . Cu1 . 114.66(19) yes C1 . O1 . Cu1 5_565 114.66(19) yes Cu1 . O1 . Cu1 5_565 95.66(15) yes C3 . O2 . Cu1 . 130.2(3) yes C4 . O4 . Cu1 . 96.0(2) yes C4 . O4 . Cu1 5_565 96.0(2) yes Cu1 . O4 . Cu1 5_565 63.83(8) yes Cu1 5_565 O6 . Cu1 . 96.75(17) yes Cu1 5_565 O6 . H6 . 122.2 no Cu1 . O6 . H6 . 122.2 no N4 5_565 C6 . N4 . 119.6(7) yes N4 5_565 C6 . N6 . 120.2(4) yes N4 . C6 . N6 . 120.2(4) yes C6 . N4 . H41 . 119.6 no C6 . N4 . H42 . 120.8 no H41 . N4 . H42 . 119.6 no H61 5_565 N6 . C6 . 120.3 no H61 5_565 N6 . H61 . 119.4 no C6 . N6 . H61 . 120.3 no data_cucg07_0.87GPa _database_code_depnum_ccdc_archive 'CCDC 731440' _audit_creation_date 09-04-10 _audit_creation_method CRYSTALS_ver_12.87 _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 15.6012(9) _cell_length_b 12.5198(3) _cell_length_c 8.8557(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1729.73(11) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a ' _symmetry_space_group_name_Hall '-P 2ac 2n ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,z+1/2 x+1/2,-y+1/2,-z+1/2 x,-y+1/2,z -x,y+1/2,-z -x+1/2,-y,z+1/2 x+1/2,y,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0000 0.0010 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0010 0.0010 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0030 0.0030 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.2890 0.6150 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C8 H19 Cu2 N9 O8 # Dc = 1.91 Fooo = 1040.00 Mu = 25.21 M = 248.19 # Found Formula = C9 H21 Cu2 N9 O8 # Dc = 1.96 FOOO = 1040.00 Mu = 25.24 M = 255.21 _chemical_formula_sum 'C9 H21 Cu2 N9 O8' _chemical_formula_moiety 'C9 H21 Cu2 N9 O8' _chemical_compound_source ? _chemical_formula_weight 510.41 _cell_measurement_reflns_used 3765 _cell_measurement_theta_min 3 _cell_measurement_theta_max 17 _cell_measurement_temperature 293 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.20 _exptl_crystal_density_diffrn 1.960 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 2.524 # Sheldrick geometric approximatio 0.60 0.78 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.61 _exptl_absorpt_correction_T_max 0.78 _diffrn_measurement_device 'Bruker SMART' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator silicon _diffrn_radiation_type Synchrotron _diffrn_radiation_wavelength 0.47670 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SMART (Siemens, 1993)' _computing_cell_refinement 'SAINT (Siemens ,1995)' _computing_data_reduction 'SAINT (Siemens ,1995)' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 293 _diffrn_reflns_number 10697 _reflns_number_total 1173 _diffrn_reflns_av_R_equivalents 0.050 # Number of reflections with Friedels Law is 1173 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 1765 _diffrn_reflns_theta_min 2.082 _diffrn_reflns_theta_max 17.319 _diffrn_measured_fraction_theta_max 0.633 _diffrn_reflns_theta_full 12.989 _diffrn_measured_fraction_theta_full 0.661 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _reflns_limit_h_min 0 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 11 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.36 _refine_diff_density_max 0.40 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 1157 _refine_ls_number_restraints 113 _refine_ls_number_parameters 141 _oxford_refine_ls_R_factor_ref 0.0454 _refine_ls_wR_factor_ref 0.0446 _refine_ls_goodness_of_fit_ref 1.4785 _refine_ls_shift/su_max 0.000897 # The values computed from all data _oxford_reflns_number_all 1157 _refine_ls_R_factor_all 0.0454 _refine_ls_wR_factor_all 0.0446 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 909 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_gt 0.0436 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ; Method= SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Siemens Industrial Automation, Inc (1993). SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cu1 Cu 0.58706(3) 0.634683(18) 0.20052(3) 0.0264 1.0000 Uani . . . . . . . C1 C 0.4409(3) 0.7500 0.1003(3) 0.0223 1.0000 Uani DS TU . . . . . C2 C 0.4033(3) 0.65057(13) 0.0224(2) 0.0272 1.0000 Uani D U . . . . . C3 C 0.4214(3) 0.54731(17) 0.1062(3) 0.0271 1.0000 Uani D U . . . . . C4 C 0.4134(4) 0.7500 0.2683(3) 0.0233 1.0000 Uani DS TU . . . . . C5 C 0.6419(3) 0.44810(19) 0.3866(2) 0.0268 1.0000 Uani D U . . . . . C6 C 0.6393(4) 0.7500 0.6665(3) 0.0298 1.0000 Uani DS TU . . . . . N1 N 0.6602(2) 0.52747(13) 0.2930(2) 0.0320 1.0000 Uani D U . . . . . N2 N 0.5643(3) 0.40962(19) 0.3979(2) 0.0419 1.0000 Uani D U . . . . . N3 N 0.7033(3) 0.4075(2) 0.4767(3) 0.0529 1.0000 Uani D U . . . . . N4 N 0.6505(3) 0.83955(18) 0.5947(3) 0.0650 1.0000 Uani D U . . . . . N6 N 0.6192(4) 0.7500 0.8082(3) 0.0537 1.0000 Uani DS TU . . . . . O1 O 0.5307(3) 0.7500 0.0901(2) 0.0253 1.0000 Uani DS TU . . . . . O2 O 0.4912(2) 0.53710(11) 0.17740(19) 0.0328 1.0000 Uani D U . . . . . O3 O 0.3678(2) 0.47541(14) 0.1024(2) 0.0497 1.0000 Uani D U . . . . . O4 O 0.4723(3) 0.7500 0.3663(2) 0.0305 1.0000 Uani DS TU . . . . . O5 O 0.3352(3) 0.7500 0.2961(3) 0.0365 1.0000 Uani DS TU . . . . . O6 O 0.6630(4) 0.7500 0.2597(3) 0.0355 1.0000 Uani DS T . . . . . H6 H 0.7149(11) 0.7500 0.233(6) 0.0424 1.0000 Uiso DS . . . . . . H21 H 0.4283 0.6451 -0.0801 0.0332 1.0000 Uiso . . . . . . . H22 H 0.3404 0.6597 0.0146 0.0332 1.0000 Uiso . . . . . . . H1 H 0.7149 0.5325 0.2686 0.0382 1.0000 Uiso . . . . . . . H23 H 0.5536 0.3569 0.4609 0.0506 1.0000 Uiso . . . . . . . H24 H 0.5226 0.4365 0.3425 0.0506 1.0000 Uiso . . . . . . . H31 H 0.7557 0.4337 0.4734 0.0634 1.0000 Uiso . . . . . . . H32 H 0.6912 0.3549 0.5389 0.0634 1.0000 Uiso . . . . . . . H41 H 0.6446 0.9007 0.6426 0.0780 1.0000 Uiso . . . . . . . H42 H 0.6641 0.8390 0.4983 0.0780 1.0000 Uiso . . . . . . . H61 H 0.6132 0.8109 0.8569 0.0647 1.0000 Uiso . . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0257(6) 0.02658(14) 0.02684(15) 0.00364(10) -0.00019(18) -0.00058(19) C1 0.021(8) 0.0247(14) 0.0214(16) 0.0000 -0.002(2) 0.0000 C2 0.029(5) 0.0272(10) 0.0256(11) -0.0022(8) -0.0049(14) -0.0005(16) C3 0.024(5) 0.0274(11) 0.0299(13) -0.0027(9) -0.0046(18) 0.0016(18) C4 0.022(9) 0.0236(14) 0.025(2) 0.0000 0.003(3) 0.0000 C5 0.023(6) 0.0288(12) 0.0283(13) 0.0002(9) -0.0016(16) 0.0011(18) C6 0.033(8) 0.0360(16) 0.0206(17) 0.0000 0.0009(18) 0.0000 N1 0.032(5) 0.0324(9) 0.0321(11) 0.0101(7) 0.0057(14) 0.0021(13) N2 0.026(6) 0.0504(13) 0.0496(14) 0.0243(11) -0.0051(16) -0.0042(19) N3 0.011(6) 0.0692(14) 0.0783(18) 0.0449(13) -0.0106(19) -0.0054(19) N4 0.071(6) 0.0626(14) 0.0615(16) 0.0314(11) -0.0150(19) -0.0166(19) N6 0.058(8) 0.070(2) 0.0325(17) 0.0000 0.012(2) 0.0000 O1 0.028(5) 0.0271(11) 0.0211(11) 0.0000 0.0007(15) 0.0000 O2 0.032(4) 0.0262(8) 0.0402(11) 0.0039(6) -0.0096(13) -0.0024(11) O3 0.029(5) 0.0437(10) 0.0763(14) 0.0211(9) -0.0206(16) -0.0209(14) O4 0.025(5) 0.0466(13) 0.0194(12) 0.0000 0.0014(15) 0.0000 O5 0.021(7) 0.0580(15) 0.0300(14) 0.0000 0.0019(19) 0.0000 O6 0.024(6) 0.0325(11) 0.0498(17) 0.0000 0.0058(18) 0.0000 _refine_ls_extinction_method None _oxford_refine_ls_scale 0.6286(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . N1 . 1.943(3) yes Cu1 . O1 . 1.953(2) yes Cu1 . O2 . 1.942(3) yes Cu1 . O4 . 2.729(3) yes Cu1 . O6 . 1.940(4) yes C1 . C2 5_565 1.540(3) yes C1 . C2 . 1.540(3) yes C1 . C4 . 1.548(4) yes C1 . O1 . 1.403(5) yes C2 . C3 . 1.517(3) yes C2 . H21 . 0.990 no C2 . H22 . 0.990 no C3 . O2 . 1.265(5) yes C3 . O3 . 1.228(4) yes C4 . O4 . 1.264(5) yes C4 . O5 . 1.246(6) yes C5 . N1 . 1.325(3) yes C5 . N2 . 1.307(5) yes C5 . N3 . 1.347(4) yes C6 . N4 5_565 1.301(2) yes C6 . N4 . 1.301(2) yes C6 . N6 . 1.293(4) yes N1 . H1 . 0.883 no N2 . H23 . 0.880 no N2 . H24 . 0.880 no N3 . H31 . 0.880 no N3 . H32 . 0.879 no N4 . H41 . 0.880 no N4 . H42 . 0.880 no N6 . H61 5_565 0.880 no N6 . H61 . 0.880 no O6 . H6 . 0.842(10) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 . Cu1 . O1 . 170.50(15) yes N1 . Cu1 . O2 . 93.57(11) yes O1 . Cu1 . O2 . 93.77(13) yes N1 . Cu1 . O4 . 121.60(8) yes O1 . Cu1 . O4 . 65.34(9) yes O2 . Cu1 . O4 . 83.35(10) yes N1 . Cu1 . O6 . 92.37(15) yes O1 . Cu1 . O6 . 81.95(15) yes O2 . Cu1 . O6 . 165.28(13) yes O4 . Cu1 . O6 . 82.06(13) yes C2 5_565 C1 . C2 . 107.9(3) yes C2 5_565 C1 . C4 . 109.0(2) yes C2 . C1 . C4 . 109.0(2) yes C2 5_565 C1 . O1 . 110.6(2) yes C2 . C1 . O1 . 110.6(2) yes C4 . C1 . O1 . 109.8(3) yes C1 . C2 . C3 . 113.5(2) yes C1 . C2 . H21 . 108.5 no C3 . C2 . H21 . 108.5 no C1 . C2 . H22 . 108.4 no C3 . C2 . H22 . 108.4 no H21 . C2 . H22 . 109.5 no C2 . C3 . O2 . 119.3(3) yes C2 . C3 . O3 . 119.0(3) yes O2 . C3 . O3 . 121.7(2) yes C1 . C4 . O4 . 117.3(4) yes C1 . C4 . O5 . 117.5(4) yes O4 . C4 . O5 . 125.2(3) yes N1 . C5 . N2 . 121.6(3) yes N1 . C5 . N3 . 120.0(4) yes N2 . C5 . N3 . 118.3(3) yes N4 5_565 C6 . N4 . 119.1(3) yes N4 5_565 C6 . N6 . 120.46(16) yes N4 . C6 . N6 . 120.46(16) yes C5 . N1 . Cu1 . 130.9(3) yes C5 . N1 . H1 . 114.5 no Cu1 . N1 . H1 . 114.6 no C5 . N2 . H23 . 120.0 no C5 . N2 . H24 . 120.0 no H23 . N2 . H24 . 120.0 no C5 . N3 . H31 . 120.0 no C5 . N3 . H32 . 120.0 no H31 . N3 . H32 . 120.0 no C6 . N4 . H41 . 120.0 no C6 . N4 . H42 . 120.0 no H41 . N4 . H42 . 120.0 no H61 5_565 N6 . C6 . 120.0 no H61 5_565 N6 . H61 . 119.9 no C6 . N6 . H61 . 120.0 no C1 . O1 . Cu1 . 114.65(15) yes C1 . O1 . Cu1 5_565 114.65(15) yes Cu1 . O1 . Cu1 5_565 95.36(14) yes C3 . O2 . Cu1 . 130.70(16) yes C4 . O4 . Cu1 5_565 96.1(2) yes C4 . O4 . Cu1 . 96.1(2) yes Cu1 5_565 O4 . Cu1 . 63.88(8) yes Cu1 5_565 O6 . Cu1 . 96.2(3) yes Cu1 5_565 O6 . H6 . 120.8(18) no Cu1 . O6 . H6 . 120.8(18) no data_cucg08_1.84GPa _database_code_depnum_ccdc_archive 'CCDC 731441' _audit_creation_date 09-04-10 _audit_creation_method CRYSTALS_ver_12.87 _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 15.4344(18) _cell_length_b 12.3617(6) _cell_length_c 8.7439(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1668.3(2) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,z+1/2 x+1/2,-y+1/2,-z+1/2 x,-y+1/2,z -x,y+1/2,-z -x+1/2,-y,z+1/2 x+1/2,y,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0000 0.0010 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0010 0.0010 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0030 0.0030 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.2890 0.6150 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C8 H19 Cu2 N9 O8 # Dc = 1.98 Fooo = 1040.00 Mu = 26.14 M = 248.19 # Found Formula = C9 H21 Cu2 N9 O8 # Dc = 2.03 FOOO = 1040.00 Mu = 26.17 M = 255.21 _chemical_formula_sum 'C9 H21 Cu2 N9 O8' _chemical_formula_moiety 'C9 H21 Cu2 N9 O8' _chemical_compound_source ? _chemical_formula_weight 510.41 _cell_measurement_reflns_used 3482 _cell_measurement_theta_min 3 _cell_measurement_theta_max 17 _cell_measurement_temperature 293 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.20 _exptl_crystal_density_diffrn 2.032 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 2.617 # Sheldrick geometric approximatio 0.59 0.77 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.63 _exptl_absorpt_correction_T_max 0.77 _diffrn_measurement_device 'Bruker APEX 2' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator silicon _diffrn_radiation_type ' Synchrotron' _diffrn_radiation_wavelength 0.47670 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SMART (Siemens, 1993)' _computing_cell_refinement 'SAINT (Siemens ,1995)' _computing_data_reduction 'SAINT (Siemens ,1995)' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 293 _diffrn_reflns_number 10089 _reflns_number_total 1110 _diffrn_reflns_av_R_equivalents 0.048 # Number of reflections with Friedels Law is 1110 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 1655 _diffrn_reflns_theta_min 2.108 _diffrn_reflns_theta_max 17.154 _diffrn_measured_fraction_theta_max 0.639 _diffrn_reflns_theta_full 13.037 _diffrn_measured_fraction_theta_full 0.670 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _reflns_limit_h_min 0 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 10 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.28 _refine_diff_density_max 0.24 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 1086 _refine_ls_number_restraints 147 _refine_ls_number_parameters 141 _oxford_refine_ls_R_factor_ref 0.0453 _refine_ls_wR_factor_ref 0.0448 _refine_ls_goodness_of_fit_ref 1.5406 _refine_ls_shift/su_max 0.000944 # The values computed from all data _oxford_reflns_number_all 1086 _refine_ls_R_factor_all 0.0453 _refine_ls_wR_factor_all 0.0448 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 852 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_gt 0.0438 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ; Method= SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Siemens Industrial Automation, Inc (1993). SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cu1 Cu 0.58788(4) 0.633531(19) 0.19449(3) 0.0254 1.0000 Uani . . . . . . . C1 C 0.4406(3) 0.7500 0.0930(3) 0.0218 1.0000 Uani DS TU . . . . . C2 C 0.4020(3) 0.64916(14) 0.0151(2) 0.0241 1.0000 Uani D U . . . . . C3 C 0.4196(3) 0.54637(17) 0.1024(3) 0.0258 1.0000 Uani D U . . . . . C4 C 0.4141(3) 0.7500 0.2636(3) 0.0241 1.0000 Uani DS TU . . . . . C5 C 0.6416(3) 0.44589(19) 0.3853(3) 0.0269 1.0000 Uani D U . . . . . C6 C 0.6419(4) 0.7500 0.6610(3) 0.0256 1.0000 Uani DS TU . . . . . N1 N 0.6602(2) 0.52440(14) 0.2888(2) 0.0296 1.0000 Uani D U . . . . . N2 N 0.5628(3) 0.40849(19) 0.3993(3) 0.0419 1.0000 Uani D U . . . . . N3 N 0.7021(3) 0.4065(2) 0.4799(4) 0.0659 1.0000 Uani D U . . . . . N4 N 0.6531(3) 0.84076(19) 0.5887(3) 0.0628 1.0000 Uani D U . . . . . N6 N 0.6219(4) 0.7500 0.8042(3) 0.0521 1.0000 Uani DS TU . . . . . O1 O 0.5314(3) 0.7500 0.0818(2) 0.0224 1.0000 Uani DS TU . . . . . O2 O 0.4895(2) 0.53639(11) 0.17608(19) 0.0313 1.0000 Uani D U . . . . . O3 O 0.3663(2) 0.47245(15) 0.0972(2) 0.0515 1.0000 Uani D U . . . . . O4 O 0.4743(3) 0.7500 0.3622(2) 0.0295 1.0000 Uani DS TU . . . . . O5 O 0.3353(3) 0.7500 0.2931(3) 0.0402 1.0000 Uani DS TU . . . . . O6 O 0.6649(4) 0.7500 0.2547(3) 0.0365 1.0000 Uani DS T . . . . . H6 H 0.7122(17) 0.7500 0.208(5) 0.0429 1.0000 Uiso DS . . . . . . H21 H 0.4273 0.6423 -0.0883 0.0288 1.0000 Uiso . . . . . . . H22 H 0.3384 0.6588 0.0067 0.0288 1.0000 Uiso . . . . . . . H1 H 0.7152 0.5278 0.2626 0.0352 1.0000 Uiso . . . . . . . H23 H 0.5518 0.3561 0.4645 0.0504 1.0000 Uiso . . . . . . . H24 H 0.5207 0.4358 0.3435 0.0504 1.0000 Uiso . . . . . . . H31 H 0.7550 0.4326 0.4776 0.0795 1.0000 Uiso . . . . . . . H32 H 0.6888 0.3539 0.5436 0.0795 1.0000 Uiso . . . . . . . H41 H 0.6474 0.9026 0.6376 0.0747 1.0000 Uiso . . . . . . . H42 H 0.6670 0.8405 0.4911 0.0747 1.0000 Uiso . . . . . . . H61 H 0.6157 0.8116 0.8536 0.0615 1.0000 Uiso . . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0256(6) 0.02510(14) 0.02565(16) 0.00315(11) -0.00028(18) -0.0010(2) C1 0.019(4) 0.0258(13) 0.0203(13) 0.0000 -0.0030(18) 0.0000 C2 0.019(4) 0.0278(10) 0.0253(11) -0.0028(8) -0.0041(14) 0.0010(14) C3 0.023(3) 0.0258(10) 0.0283(14) -0.0023(9) -0.0022(17) -0.0039(16) C4 0.023(4) 0.0257(15) 0.0239(14) 0.0000 0.0028(16) 0.0000 C5 0.026(4) 0.0254(12) 0.0291(13) 0.0024(8) -0.0030(15) 0.0001(16) C6 0.015(7) 0.0353(14) 0.0261(16) 0.0000 0.0027(19) 0.0000 N1 0.031(4) 0.0296(10) 0.0283(11) 0.0048(7) 0.0061(14) 0.0012(13) N2 0.029(4) 0.0494(13) 0.0474(13) 0.0239(10) -0.0066(16) -0.0061(18) N3 0.028(5) 0.0782(16) 0.091(2) 0.0581(15) -0.015(2) -0.009(2) N4 0.064(6) 0.0648(15) 0.0591(16) 0.0344(11) -0.0145(19) -0.016(2) N6 0.067(8) 0.0616(19) 0.0280(15) 0.0000 0.012(2) 0.0000 O1 0.019(4) 0.0275(10) 0.0207(11) 0.0000 -0.0001(14) 0.0000 O2 0.029(3) 0.0255(7) 0.0392(11) 0.0040(7) -0.0112(13) -0.0052(11) O3 0.032(4) 0.0477(11) 0.0746(14) 0.0243(9) -0.0212(16) -0.0211(15) O4 0.028(4) 0.0420(12) 0.0184(11) 0.0000 0.0026(13) 0.0000 O5 0.024(4) 0.0664(16) 0.0308(14) 0.0000 0.0045(18) 0.0000 O6 0.036(6) 0.0293(12) 0.0438(17) 0.0000 0.0033(16) 0.0000 _refine_ls_extinction_method None _oxford_refine_ls_scale 0.6486(13) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . N1 . 1.935(3) yes Cu1 . O1 . 1.950(2) yes Cu1 . O2 . 1.942(3) yes Cu1 . O4 . 2.701(3) yes Cu1 . O6 . 1.940(4) yes C1 . C2 5_565 1.541(3) yes C1 . C2 . 1.541(3) yes C1 . C4 . 1.547(4) yes C1 . O1 . 1.404(5) yes C2 . C3 . 1.507(3) yes C2 . H21 . 0.989 no C2 . H22 . 0.991 no C3 . O2 . 1.263(5) yes C3 . O3 . 1.230(4) yes C4 . O4 . 1.268(5) yes C4 . O5 . 1.243(6) yes C5 . N1 . 1.318(3) yes C5 . N2 . 1.307(5) yes C5 . N3 . 1.338(4) yes C6 . N4 5_565 1.299(3) yes C6 . N4 . 1.299(3) yes C6 . N6 . 1.290(4) yes N1 . H1 . 0.881 no N2 . H23 . 0.880 no N2 . H24 . 0.881 no N3 . H31 . 0.878 no N3 . H32 . 0.881 no N4 . H41 . 0.881 no N4 . H42 . 0.880 no N6 . H61 5_565 0.881 no N6 . H61 . 0.881 no O6 . H6 . 0.838(9) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 . Cu1 . O1 . 170.96(14) yes N1 . Cu1 . O2 . 93.16(11) yes O1 . Cu1 . O2 . 93.73(13) yes N1 . Cu1 . O4 . 120.97(8) yes O1 . Cu1 . O4 . 65.85(9) yes O2 . Cu1 . O4 . 82.38(10) yes N1 . Cu1 . O6 . 92.77(15) yes O1 . Cu1 . O6 . 82.13(15) yes O2 . Cu1 . O6 . 163.81(14) yes O4 . Cu1 . O6 . 81.65(14) yes C2 5_565 C1 . C2 . 108.0(3) yes C2 5_565 C1 . C4 . 108.9(2) yes C2 . C1 . C4 . 108.9(2) yes C2 5_565 C1 . O1 . 110.8(2) yes C2 . C1 . O1 . 110.8(2) yes C4 . C1 . O1 . 109.4(3) yes C1 . C2 . C3 . 112.9(2) yes C1 . C2 . H21 . 108.7 no C3 . C2 . H21 . 108.7 no C1 . C2 . H22 . 108.6 no C3 . C2 . H22 . 108.6 no H21 . C2 . H22 . 109.4 no C2 . C3 . O2 . 119.7(3) yes C2 . C3 . O3 . 119.2(3) yes O2 . C3 . O3 . 121.2(2) yes C1 . C4 . O4 . 117.5(4) yes C1 . C4 . O5 . 117.3(4) yes O4 . C4 . O5 . 125.2(3) yes N1 . C5 . N2 . 121.5(3) yes N1 . C5 . N3 . 120.8(4) yes N2 . C5 . N3 . 117.5(2) yes N4 5_565 C6 . N4 . 119.5(3) yes N4 5_565 C6 . N6 . 120.26(17) yes N4 . C6 . N6 . 120.26(17) yes C5 . N1 . Cu1 . 131.4(3) yes C5 . N1 . H1 . 114.3 no Cu1 . N1 . H1 . 114.4 no C5 . N2 . H23 . 120.1 no C5 . N2 . H24 . 120.0 no H23 . N2 . H24 . 119.9 no C5 . N3 . H31 . 120.0 no C5 . N3 . H32 . 119.8 no H31 . N3 . H32 . 120.1 no C6 . N4 . H41 . 120.1 no C6 . N4 . H42 . 120.0 no H41 . N4 . H42 . 119.9 no H61 5_565 N6 . C6 . 120.1 no H61 5_565 N6 . H61 . 119.8 no C6 . N6 . H61 . 120.1 no C1 . O1 . Cu1 . 114.23(15) yes C1 . O1 . Cu1 5_565 114.23(15) yes Cu1 . O1 . Cu1 5_565 95.15(14) yes C3 . O2 . Cu1 . 130.53(16) yes C4 . O4 . Cu1 5_565 96.11(19) yes C4 . O4 . Cu1 . 96.11(19) yes Cu1 5_565 O4 . Cu1 . 64.42(8) yes Cu1 5_565 O6 . Cu1 . 95.8(3) yes Cu1 5_565 O6 . H6 . 114(2) no Cu1 . O6 . H6 . 114(2) no data_cucg09_2.95GPa _database_code_depnum_ccdc_archive 'CCDC 731442' _audit_creation_date 09-04-10 _audit_creation_method CRYSTALS_ver_12.87 _cell_length_a 15.0833(11) _cell_length_b 12.1396(3) _cell_length_c 8.7075(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1594.39(13) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_space_group_name_Hall 'P 2ac 2ab ' loop_ _symmetry_equiv_pos_as_xyz x,y,z x+1/2,-y+1/2,-z -x,y+1/2,-z+1/2 -x+1/2,-y,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0000 0.0010 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0010 0.0010 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0030 0.0030 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.2890 0.6150 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C8 H19 Cu2 N9 O8 # Dc = 2.07 Fooo = 1040.00 Mu = 27.35 M = 496.39 # Found Formula = C9 H21 Cu2 N9 O8 # Dc = 2.13 FOOO = 1040.00 Mu = 27.38 M = 510.41 _chemical_formula_sum 'C9 H21 Cu2 N9 O8' _chemical_formula_moiety 'C9 H21 Cu2 N9 O8' _chemical_compound_source ? _chemical_formula_weight 510.41 _cell_measurement_reflns_used 3504 _cell_measurement_theta_min 3 _cell_measurement_theta_max 18 _cell_measurement_temperature 293 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.20 _exptl_crystal_density_diffrn 2.126 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 2.738 # Sheldrick geometric approximatio 0.58 0.76 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.62 _exptl_absorpt_correction_T_max 0.76 _diffrn_measurement_device 'Bruker Apex2' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator Silicon _diffrn_radiation_type Synchrotron _diffrn_radiation_wavelength 0.47670 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Apex2 (Bruker AXS, 2006)' _computing_cell_refinement 'Apex2 (Bruker AXS, 2006)' _computing_data_reduction 'Apex2 (Bruker AXS, 2006)' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 293 _diffrn_reflns_number 2027 _reflns_number_total 2027 _diffrn_reflns_av_R_equivalents 0.062 # Number of reflections with Friedels Law is 1191 # Number of reflections without Friedels Law is 2040 # Theoretical number of reflections is about 1620 _diffrn_reflns_theta_min 1.444 _diffrn_reflns_theta_max 17.294 _diffrn_measured_fraction_theta_max 0.639 _diffrn_reflns_theta_full 13.316 _diffrn_measured_fraction_theta_full 0.673 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 10 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.31 _refine_diff_density_max 0.33 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 1885 _refine_ls_number_restraints 47 _refine_ls_number_parameters 124 _oxford_refine_ls_R_factor_ref 0.0876 _refine_ls_wR_factor_ref 0.0920 _refine_ls_goodness_of_fit_ref 1.0004 _refine_ls_shift/su_max 0.000523 # The values computed from all data _oxford_reflns_number_all 1885 _refine_ls_R_factor_all 0.0876 _refine_ls_wR_factor_all 0.0920 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1606 _refine_ls_R_factor_gt 0.0751 _refine_ls_wR_factor_gt 0.0910 _refine_ls_abs_structure_Flack 0.26(6) _refine_ls_abs_structure_details 'Flack (1983), 849 Friedel-pairs' # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration ad _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ; Method= SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Flack, H. D. (1983). Acta Cryst. A39, 876-881. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. Bruker Analytical X-ray Systems, Inc., 2006. Apex2, Version 2 User Manual, M86-E01078, Madison, WI. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cu1 Cu 0.58934(13) 0.89754(6) 0.44114(11) 0.0190 1.0000 Uani . . . . . . . Cu2 Cu 0.58474(13) 0.66108(6) 0.44335(11) 0.0192 1.0000 Uani . . . . . . . C1 C 0.4373(5) 0.7840(4) 0.3365(5) 0.0093(14) 1.0000 Uiso D . . . . . . C2 C 0.4015(8) 0.8859(5) 0.2538(7) 0.0163(18) 1.0000 Uiso D . . . . . . C3 C 0.4228(7) 0.9923(4) 0.3334(9) 0.0222(19) 1.0000 Uiso D . . . . . . C4 C 0.4096(5) 0.7848(6) 0.5078(5) 0.0128(14) 1.0000 Uiso D . . . . . . C5 C 0.6429(6) 1.0844(6) 0.6432(8) 0.023(2) 1.0000 Uiso D . . . . . . C6 C 0.6438(9) 0.7733(5) 0.9080(6) 0.023(2) 1.0000 Uiso D . . . . . . C20 C 0.3964(8) 0.6830(5) 0.2602(8) 0.018(2) 1.0000 Uiso D . . . . . . C30 C 0.4112(6) 0.5762(4) 0.3477(8) 0.0143(17) 1.0000 Uiso D . . . . . . C50 C 0.6377(7) 0.4673(6) 0.6301(10) 0.030(3) 1.0000 Uiso D . . . . . . N1 N 0.6629(7) 1.0083(4) 0.5410(7) 0.0149(16) 1.0000 Uiso D . . . . . . N2 N 0.5642(7) 1.1343(5) 0.6420(8) 0.0232(18) 1.0000 Uiso D . . . . . . N3 N 0.6997(9) 1.1098(7) 0.7568(9) 0.053(3) 1.0000 Uiso D . . . . . . N4 N 0.6571(10) 0.8578(5) 0.8232(9) 0.046(2) 1.0000 Uiso D . . . . . . N5 N 0.6506(10) 0.6730(5) 0.8482(9) 0.043(2) 1.0000 Uiso D . . . . . . N6 N 0.6230(7) 0.7856(5) 1.0508(6) 0.0205(14) 1.0000 Uiso D . . . . . . N10 N 0.6583(7) 0.5473(5) 0.5337(8) 0.024(2) 1.0000 Uiso D . . . . . . N20 N 0.5535(8) 0.4460(6) 0.6612(9) 0.042(2) 1.0000 Uiso D . . . . . . N30 N 0.7013(10) 0.4039(10) 0.6938(14) 0.116(5) 1.0000 Uiso D . . . . . . O1 O 0.5314(5) 0.7793(4) 0.3261(5) 0.0141(11) 1.0000 Uiso D . . . . . . O2 O 0.4881(6) 0.9960(4) 0.4236(6) 0.0224(15) 1.0000 Uiso D . . . . . . O3 O 0.3724(6) 1.0705(4) 0.3181(6) 0.0309(16) 1.0000 Uiso D . . . . . . O4 O 0.4687(5) 0.7779(5) 0.6066(5) 0.0212(12) 1.0000 Uiso D . . . . . . O5 O 0.3299(6) 0.7883(6) 0.5351(6) 0.0413(17) 1.0000 Uiso D . . . . . . O6 O 0.6638(7) 0.7769(5) 0.5048(5) 0.0268(13) 1.0000 Uiso . . . . . . . O20 O 0.4821(5) 0.5661(4) 0.4271(6) 0.0175(13) 1.0000 Uiso D . . . . . . O30 O 0.3546(6) 0.5019(4) 0.3394(7) 0.0365(18) 1.0000 Uiso D . . . . . . H6 H 0.7206 0.7785 0.5055 0.0374 1.0000 Uiso . . . . . . . H1 H 0.7154 1.0043 0.5182 0.0227 1.0000 Uiso . . . . . . . H21 H 0.5513 1.1866 0.7079 0.0263 1.0000 Uiso . . . . . . . H22 H 0.5228 1.1128 0.5752 0.0263 1.0000 Uiso . . . . . . . H31 H 0.6857 1.1636 0.8222 0.0586 1.0000 Uiso . . . . . . . H32 H 0.7483 1.0735 0.7668 0.0586 1.0000 Uiso . . . . . . . H10 H 0.7104 0.5447 0.5052 0.0395 1.0000 Uiso . . . . . . . H301 H 0.7566 0.4159 0.6619 0.1387 1.0000 Uiso . . . . . . . H302 H 0.6883 0.3519 0.7549 0.1387 1.0000 Uiso . . . . . . . H201 H 0.5402 0.3914 0.7267 0.0501 1.0000 Uiso . . . . . . . H202 H 0.5106 0.4813 0.6158 0.0501 1.0000 Uiso . . . . . . . H41 H 0.6551 0.9250 0.8629 0.0506 1.0000 Uiso . . . . . . . H42 H 0.6720 0.8500 0.7256 0.0506 1.0000 Uiso . . . . . . . H61 H 0.6192 0.8518 1.0918 0.0256 1.0000 Uiso . . . . . . . H62 H 0.6120 0.7272 1.1086 0.0256 1.0000 Uiso . . . . . . . H51 H 0.6399 0.6142 0.9061 0.0506 1.0000 Uiso . . . . . . . H52 H 0.6661 0.6636 0.7517 0.0506 1.0000 Uiso . . . . . . . H23 H 0.4271 0.8874 0.1489 0.0191 1.0000 Uiso . . . . . . . H24 H 0.3360 0.8785 0.2459 0.0191 1.0000 Uiso . . . . . . . H203 H 0.4237 0.6737 0.1569 0.0220 1.0000 Uiso . . . . . . . H204 H 0.3321 0.6946 0.2486 0.0220 1.0000 Uiso . . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.025(2) 0.0125(4) 0.0194(5) -0.0029(4) -0.0013(9) -0.0022(6) Cu2 0.024(2) 0.0134(4) 0.0203(5) 0.0012(4) 0.0007(9) -0.0035(7) _refine_ls_extinction_method None _oxford_refine_ls_scale 1.627(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . O30 3_655 2.879(7) yes Cu1 . Cu2 . 2.8715(9) yes Cu1 . C1 . 2.826(7) yes Cu1 . N1 . 1.949(7) yes Cu1 . O1 . 1.956(5) yes Cu1 . O2 . 1.945(8) yes Cu1 . O4 . 2.738(7) yes Cu1 . O6 . 1.927(7) yes Cu2 . O3 3_645 2.610(6) yes Cu2 . C1 . 2.835(7) yes Cu2 . N10 . 1.938(8) yes Cu2 . O1 . 1.936(5) yes Cu2 . O4 . 2.664(7) yes Cu2 . O6 . 1.919(7) yes Cu2 . O20 . 1.936(7) yes C1 . C2 . 1.529(7) yes C1 . C4 . 1.549(6) yes C1 . C20 . 1.525(7) yes C1 . O1 . 1.424(7) yes C2 . C3 . 1.501(7) yes C2 . H23 . 0.991 no C2 . H24 . 0.995 no C3 . O2 . 1.259(8) yes C3 . O3 . 1.225(7) yes C4 . O4 . 1.242(7) yes C4 . O5 . 1.226(8) yes C5 . N1 . 1.318(7) yes C5 . N2 . 1.333(8) yes C5 . N3 . 1.345(8) yes C6 . N4 . 1.279(7) yes C6 . N5 . 1.328(6) yes C6 . N6 . 1.290(7) yes C20 . C30 . 1.520(6) yes C20 . H203 . 0.996 no C20 . H204 . 0.985 no C30 . O20 . 1.278(8) yes C30 . O30 . 1.245(7) yes C50 . N10 . 1.322(7) yes C50 . N20 . 1.324(9) yes C50 . N30 . 1.349(9) yes N1 . H1 . 0.817 no N2 . H21 . 0.878 no N2 . H22 . 0.892 no N3 . H31 . 0.892 no N3 . H32 . 0.860 no N4 . H41 . 0.887 no N4 . H42 . 0.884 no N5 . H51 . 0.888 no N5 . H52 . 0.881 no N6 . H61 . 0.882 no N6 . H62 . 0.885 no N10 . H10 . 0.825 no N20 . H201 . 0.898 no N20 . H202 . 0.871 no N30 . H301 . 0.892 no N30 . H302 . 0.848 no O6 . H6 . 0.857 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O30 3_655 Cu1 . Cu2 . 116.92(12) yes O30 3_655 Cu1 . C1 . 100.34(19) yes Cu2 . Cu1 . C1 . 59.67(12) yes O30 3_655 Cu1 . N1 . 84.7(2) yes Cu2 . Cu1 . N1 . 134.5(2) yes C1 . Cu1 . N1 . 160.5(3) yes O30 3_655 Cu1 . O1 . 91.1(2) yes Cu2 . Cu1 . O1 . 42.18(16) yes C1 . Cu1 . O1 . 27.7(2) yes N1 . Cu1 . O1 . 171.6(3) yes O30 3_655 Cu1 . O2 . 83.9(3) yes Cu2 . Cu1 . O2 . 126.5(2) yes C1 . Cu1 . O2 . 68.7(2) yes N1 . Cu1 . O2 . 93.4(3) yes O1 . Cu1 . O2 . 93.4(3) yes O30 3_655 Cu1 . O4 . 151.1(2) yes Cu2 . Cu1 . O4 . 56.65(14) yes C1 . Cu1 . O4 . 51.08(16) yes N1 . Cu1 . O4 . 120.7(2) yes O1 . Cu1 . O4 . 65.38(19) yes O30 3_655 Cu1 . O6 . 114.1(3) yes Cu2 . Cu1 . O6 . 41.6(2) yes C1 . Cu1 . O6 . 101.2(3) yes N1 . Cu1 . O6 . 93.7(3) yes O1 . Cu1 . O6 . 81.3(3) yes O2 . Cu1 . O4 . 81.1(3) yes O2 . Cu1 . O6 . 161.2(3) yes O4 . Cu1 . O6 . 80.4(3) yes O3 3_645 Cu2 . Cu1 . 114.16(12) yes O3 3_645 Cu2 . C1 . 97.5(2) yes Cu1 . Cu2 . C1 . 59.37(13) yes O3 3_645 Cu2 . N10 . 85.0(2) yes Cu1 . Cu2 . N10 . 134.5(3) yes C1 . Cu2 . N10 . 163.2(3) yes O3 3_645 Cu2 . O1 . 87.4(2) yes Cu1 . Cu2 . O1 . 42.73(16) yes C1 . Cu2 . O1 . 27.3(2) yes N10 . Cu2 . O1 . 168.5(3) yes O3 3_645 Cu2 . O4 . 148.5(2) yes Cu1 . Cu2 . O4 . 59.14(14) yes C1 . Cu2 . O4 . 51.64(16) yes N10 . Cu2 . O4 . 122.6(3) yes O1 . Cu2 . O4 . 67.3(2) yes O3 3_645 Cu2 . O6 . 113.5(3) yes Cu1 . Cu2 . O6 . 41.8(2) yes C1 . Cu2 . O6 . 101.1(3) yes N10 . Cu2 . O6 . 93.1(4) yes O1 . Cu2 . O6 . 82.1(3) yes O3 3_645 Cu2 . O20 . 83.3(3) yes Cu1 . Cu2 . O20 . 127.9(2) yes C1 . Cu2 . O20 . 70.3(2) yes N10 . Cu2 . O20 . 93.6(3) yes O1 . Cu2 . O20 . 94.1(3) yes O4 . Cu2 . O6 . 82.5(3) yes O4 . Cu2 . O20 . 80.3(3) yes O6 . Cu2 . O20 . 162.4(3) yes Cu1 . C1 . Cu2 . 60.96(15) yes Cu1 . C1 . C2 . 92.5(4) yes Cu2 . C1 . C2 . 149.0(5) yes Cu1 . C1 . C4 . 84.6(3) yes Cu2 . C1 . C4 . 84.2(3) yes C2 . C1 . C4 . 110.7(5) yes Cu1 . C1 . C20 . 149.4(5) yes Cu2 . C1 . C20 . 92.2(4) yes C2 . C1 . C20 . 107.6(4) yes C4 . C1 . C20 . 108.4(5) yes Cu1 . C1 . O1 . 39.7(3) yes Cu2 . C1 . O1 . 38.5(2) yes C2 . C1 . O1 . 110.8(5) yes C4 . C1 . O1 . 109.3(4) yes C20 . C1 . O1 . 110.1(5) yes C1 . C2 . C3 . 113.8(5) yes C1 . C2 . H23 . 108.2 no C3 . C2 . H23 . 109.0 no C1 . C2 . H24 . 108.1 no C3 . C2 . H24 . 108.8 no H23 . C2 . H24 . 108.9 no C2 . C3 . O2 . 119.1(5) yes C2 . C3 . O3 . 119.0(6) yes O2 . C3 . O3 . 121.7(5) yes C1 . C4 . O4 . 118.2(5) yes C1 . C4 . O5 . 116.9(5) yes O4 . C4 . O5 . 124.9(5) yes N1 . C5 . N2 . 121.2(6) yes N1 . C5 . N3 . 120.8(6) yes N2 . C5 . N3 . 118.0(6) yes N4 . C6 . N5 . 119.7(5) yes N4 . C6 . N6 . 120.1(6) yes N5 . C6 . N6 . 120.1(5) yes C1 . C20 . C30 . 114.0(5) yes C1 . C20 . H203 . 108.4 no C30 . C20 . H203 . 107.1 no C1 . C20 . H204 . 109.2 no C30 . C20 . H204 . 108.5 no H203 . C20 . H204 . 109.4 no C20 . C30 . O20 . 118.5(5) yes C20 . C30 . O30 . 119.2(5) yes O20 . C30 . O30 . 122.4(5) yes N10 . C50 . N20 . 119.9(7) yes N10 . C50 . N30 . 120.9(7) yes N20 . C50 . N30 . 119.1(6) yes C5 . N1 . Cu1 . 130.9(7) yes C5 . N1 . H1 . 115.4 no Cu1 . N1 . H1 . 113.7 no C5 . N2 . H21 . 121.4 no C5 . N2 . H22 . 119.7 no H21 . N2 . H22 . 118.9 no C5 . N3 . H31 . 119.1 no C5 . N3 . H32 . 120.0 no H31 . N3 . H32 . 120.9 no C6 . N4 . H41 . 120.5 no C6 . N4 . H42 . 120.6 no H41 . N4 . H42 . 118.8 no C6 . N5 . H51 . 120.0 no C6 . N5 . H52 . 120.9 no H51 . N5 . H52 . 119.0 no C6 . N6 . H61 . 120.7 no C6 . N6 . H62 . 120.1 no H61 . N6 . H62 . 119.2 no C50 . N10 . Cu2 . 130.4(7) yes C50 . N10 . H10 . 112.8 no Cu2 . N10 . H10 . 116.8 no C50 . N20 . H201 . 119.2 no C50 . N20 . H202 . 121.7 no H201 . N20 . H202 . 119.1 no C50 . N30 . H301 . 116.4 no C50 . N30 . H302 . 121.2 no H301 . N30 . H302 . 122.3 no C1 . O1 . Cu1 . 112.5(4) yes C1 . O1 . Cu2 . 114.2(4) yes Cu1 . O1 . Cu2 . 95.1(2) yes C3 . O2 . Cu1 . 129.8(4) yes Cu2 3_655 O3 . C3 . 105.5(6) yes Cu2 . O4 . C4 . 97.9(4) yes Cu2 . O4 . Cu1 . 64.21(16) yes C4 . O4 . Cu1 . 94.4(4) yes Cu1 . O6 . Cu2 . 96.6(4) yes Cu1 . O6 . H6 . 124.5 no Cu2 . O6 . H6 . 129.8 no C30 . O20 . Cu2 . 130.6(4) yes C30 . O30 . Cu1 3_645 99.6(5) yes data_cucg10_4.2GPa _database_code_depnum_ccdc_archive 'CCDC 731443' _audit_creation_date 09-04-10 _audit_creation_method CRYSTALS_ver_12.87 _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 16.3031(13) _cell_length_b 11.9204(5) _cell_length_c 17.1330(8) _cell_angle_alpha 90 _cell_angle_beta 114.469(5) _cell_angle_gamma 90 _cell_volume 3030.6(3) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0000 0.0010 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0010 0.0010 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0030 0.0030 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.2890 0.6150 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C16 H38 Cu4 N18 O16 # Dc = 2.18 Fooo = 2080.00 Mu = 28.77 M = 992.77 # Found Formula = C18 H42 Cu4 N18 O16 # Dc = 2.24 FOOO = 2080.00 Mu = 28.81 M = 1020.83 _chemical_formula_sum 'C18 H42 Cu4 N18 O16' _chemical_formula_moiety 'C18 H42 Cu4 N18 O16' _chemical_compound_source ? _chemical_formula_weight 1020.83 _cell_measurement_reflns_used 3514 _cell_measurement_theta_min 2 _cell_measurement_theta_max 15 _cell_measurement_temperature 293 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.20 _exptl_crystal_density_diffrn 2.237 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 2.881 # Sheldrick geometric approximatio 0.56 0.75 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.67 _exptl_absorpt_correction_T_max 0.75 _diffrn_measurement_device 'Bruker Apex2' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator silicon _diffrn_radiation_type 'Synchrotron ' _diffrn_radiation_wavelength 0.47670 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SMART (Siemens, 1993)' _computing_cell_refinement 'SAINT (Siemens ,1995)' _computing_data_reduction 'SAINT (Siemens ,1995)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 293 _diffrn_reflns_number 16285 _reflns_number_total 3790 _diffrn_reflns_av_R_equivalents 0.057 # Number of reflections with Friedels Law is 3790 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 4383 _diffrn_reflns_theta_min 0.973 _diffrn_reflns_theta_max 15.393 _diffrn_measured_fraction_theta_max 0.523 _diffrn_reflns_theta_full 11.852 _diffrn_measured_fraction_theta_full 0.562 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _reflns_limit_h_min -16 _reflns_limit_h_max 9 _reflns_limit_k_min 0 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 19 _oxford_diffrn_Wilson_B_factor 0.84 _oxford_diffrn_Wilson_scale 12.23 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.39 _refine_diff_density_max 0.40 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 2322 _refine_ls_number_restraints 188 _refine_ls_number_parameters 246 _oxford_refine_ls_R_factor_ref 0.1113 _refine_ls_wR_factor_ref 0.0772 _refine_ls_goodness_of_fit_ref 0.9864 _refine_ls_shift/su_max 0.000152 # The values computed from all data _oxford_reflns_number_all 2322 _refine_ls_R_factor_all 0.1113 _refine_ls_wR_factor_all 0.0772 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1661 _refine_ls_R_factor_gt 0.0722 _refine_ls_wR_factor_gt 0.0735 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ; Method= SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Siemens Industrial Automation, Inc (1993). SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cu1 Cu 0.58836(16) 0.36697(9) 0.68739(11) 0.0185 1.0000 Uani . . . . . . . Cu2 Cu 0.58960(17) 0.12764(9) 0.69549(11) 0.0178 1.0000 Uani . . . . . . . Cu10 Cu 0.07684(18) 0.37646(10) 0.39640(12) 0.0272 1.0000 Uani . . . . . . . Cu20 Cu 0.08331(18) 0.14835(10) 0.35909(12) 0.0240 1.0000 Uani . . . . . . . C1 C 0.4386(6) 0.2467(5) 0.6879(4) 0.0165(11) 1.0000 Uiso D U . . . . . C2 C 0.3971(9) 0.3527(6) 0.7058(7) 0.0175(13) 1.0000 Uiso D U . . . . . C3 C 0.4142(7) 0.4580(5) 0.6657(7) 0.0175(13) 1.0000 Uiso D U . . . . . C4 C 0.4075(6) 0.2363(8) 0.5903(4) 0.0189(12) 1.0000 Uiso D U . . . . . C5 C 0.6315(7) 0.5504(7) 0.5953(6) 0.0226(16) 1.0000 Uiso D U . . . . . C6 C 0.3639(11) 0.7712(6) 0.5175(5) 0.0388(19) 1.0000 Uiso D U . . . . . C11 C -0.0740(6) 0.2657(5) 0.2656(4) 0.0234(11) 1.0000 Uiso D U . . . . . C20 C 0.4036(9) 0.1453(6) 0.7203(6) 0.0181(13) 1.0000 Uiso D U . . . . . C22 C -0.1260(8) 0.3750(6) 0.2343(5) 0.0255(13) 1.0000 Uiso D U . . . . . C30 C 0.4114(7) 0.0384(6) 0.6778(7) 0.0194(13) 1.0000 Uiso D U . . . . . C33 C -0.0990(7) 0.4721(6) 0.2972(5) 0.0276(14) 1.0000 Uiso D U . . . . . C44 C -0.0958(6) 0.2157(7) 0.3386(5) 0.0230(13) 1.0000 Uiso D U . . . . . C50 C 0.6431(7) -0.0760(6) 0.6313(6) 0.0282(16) 1.0000 Uiso D U . . . . . C55 C 0.1316(7) 0.5670(6) 0.5234(6) 0.0327(16) 1.0000 Uiso D U . . . . . C66 C -0.1548(13) 0.8220(6) 0.3477(10) 0.0499(19) 1.0000 Uiso D U . . . . . C220 C -0.1051(8) 0.1832(6) 0.1914(5) 0.0218(13) 1.0000 Uiso D U . . . . . C330 C -0.0835(6) 0.0642(5) 0.2208(5) 0.0198(13) 1.0000 Uiso D U . . . . . C550 C 0.1304(8) -0.0499(7) 0.4692(7) 0.0444(19) 1.0000 Uiso D U . . . . . N1 N 0.6576(8) 0.4792(6) 0.6591(6) 0.0233(17) 1.0000 Uiso D U . . . . . N2 N 0.5500(8) 0.5962(6) 0.5634(6) 0.0221(17) 1.0000 Uiso D U . . . . . N3 N 0.6884(8) 0.5780(6) 0.5600(6) 0.0245(17) 1.0000 Uiso D U . . . . . N4 N 0.3928(10) 0.7586(6) 0.6006(6) 0.0376(19) 1.0000 Uiso D U . . . . . N5 N 0.3565(11) 0.8703(6) 0.4844(7) 0.037(2) 1.0000 Uiso D U . . . . . N6 N 0.3346(10) 0.6836(7) 0.4673(6) 0.042(2) 1.0000 Uiso D U . . . . . N10 N 0.6630(9) 0.0093(6) 0.6824(6) 0.0270(18) 1.0000 Uiso D U . . . . . N11 N 0.1449(10) 0.4664(6) 0.4977(6) 0.0321(18) 1.0000 Uiso D U . . . . . N20 N 0.5622(8) -0.0846(6) 0.5673(6) 0.0312(18) 1.0000 Uiso D U . . . . . N22 N 0.0548(8) 0.6226(6) 0.4790(6) 0.0311(17) 1.0000 Uiso D U . . . . . N30 N 0.7021(8) -0.1576(6) 0.6449(6) 0.0299(18) 1.0000 Uiso D U . . . . . N33 N 0.1972(8) 0.6152(6) 0.5910(6) 0.0355(18) 1.0000 Uiso D U . . . . . N44 N -0.1771(12) 0.9279(7) 0.3482(8) 0.050(2) 1.0000 Uiso D U . . . . . N55 N -0.1666(13) 0.7513(7) 0.3993(9) 0.052(2) 1.0000 Uiso D U . . . . . N66 N -0.1075(12) 0.7929(6) 0.3053(9) 0.052(2) 1.0000 Uiso D U . . . . . N110 N 0.1565(10) 0.0338(6) 0.4347(7) 0.042(2) 1.0000 Uiso D U . . . . . N220 N 0.0427(9) -0.0688(7) 0.4456(7) 0.050(2) 1.0000 Uiso D U . . . . . N330 N 0.1908(9) -0.1136(7) 0.5309(6) 0.043(2) 1.0000 Uiso D U . . . . . O1 O 0.5333(6) 0.2499(5) 0.7265(4) 0.0124(12) 1.0000 Uiso D U . . . . . O2 O 0.4831(7) 0.4628(4) 0.6493(5) 0.0183(14) 1.0000 Uiso D U . . . . . O3 O 0.3651(7) 0.5404(5) 0.6571(5) 0.0214(14) 1.0000 Uiso D U . . . . . O4 O 0.4665(7) 0.2444(5) 0.5616(5) 0.0175(13) 1.0000 Uiso D U . . . . . O5 O 0.3256(7) 0.2164(5) 0.5473(5) 0.0251(15) 1.0000 Uiso D U . . . . . O6 O 0.6688(8) 0.2454(5) 0.6918(6) 0.0186(18) 1.0000 Uiso . . . . . . . O11 O 0.0202(7) 0.2829(4) 0.2973(5) 0.0238(14) 1.0000 Uiso D U . . . . . O20 O 0.4784(7) 0.0281(5) 0.6581(5) 0.0198(14) 1.0000 Uiso D U . . . . . O22 O -0.0286(7) 0.4654(5) 0.3677(5) 0.0294(15) 1.0000 Uiso D U . . . . . O30 O 0.3549(7) -0.0359(5) 0.6644(5) 0.0223(15) 1.0000 Uiso D U . . . . . O33 O -0.1445(8) 0.5598(5) 0.2783(5) 0.0295(15) 1.0000 Uiso D U . . . . . O44 O -0.0326(7) 0.2029(5) 0.4120(5) 0.0211(14) 1.0000 Uiso D U . . . . . O55 O -0.1737(7) 0.1789(5) 0.3198(5) 0.0243(14) 1.0000 Uiso D U . . . . . O66 O 0.1647(11) 0.2647(6) 0.4145(8) 0.059(3) 1.0000 Uiso . . . . . . . O220 O -0.0103(7) 0.0427(4) 0.2870(5) 0.0219(14) 1.0000 Uiso D U . . . . . O330 O -0.1400(7) -0.0106(4) 0.1848(5) 0.0205(14) 1.0000 Uiso D U . . . . . H1 H 0.7171 0.4838 0.6968 0.0236 1.0000 Uiso . . . . . . . H10 H 0.7199 0.0144 0.7171 0.0331 1.0000 Uiso . . . . . . . H11 H 0.1934 0.4320 0.5342 0.0372 1.0000 Uiso . . . . . . . H110 H 0.2132 0.0375 0.4474 0.0502 1.0000 Uiso . . . . . . . H221 H 0.0464 0.6900 0.4959 0.0367 1.0000 Uiso . . . . . . . H222 H 0.0126 0.5927 0.4328 0.0367 1.0000 Uiso . . . . . . . H331 H 0.1889 0.6821 0.6077 0.0413 1.0000 Uiso . . . . . . . H332 H 0.2486 0.5798 0.6180 0.0413 1.0000 Uiso . . . . . . . H3301 H 0.1713 -0.1695 0.5528 0.0513 1.0000 Uiso . . . . . . . H3302 H 0.2475 -0.0998 0.5482 0.0513 1.0000 Uiso . . . . . . . H2201 H 0.0235 -0.1248 0.4681 0.0596 1.0000 Uiso . . . . . . . H2202 H 0.0009 -0.0255 0.4067 0.0596 1.0000 Uiso . . . . . . . H441 H -0.1991 0.9517 0.3839 0.0595 1.0000 Uiso . . . . . . . H442 H -0.1684 0.9758 0.3127 0.0595 1.0000 Uiso . . . . . . . H551 H -0.1889 0.7748 0.4353 0.0606 1.0000 Uiso . . . . . . . H552 H -0.1517 0.6810 0.3989 0.0606 1.0000 Uiso . . . . . . . H661 H -0.0909 0.8443 0.2783 0.0611 1.0000 Uiso . . . . . . . H662 H -0.0925 0.7226 0.3049 0.0611 1.0000 Uiso . . . . . . . H41 H 0.4082 0.8170 0.6349 0.0458 1.0000 Uiso . . . . . . . H42 H 0.3972 0.6904 0.6229 0.0458 1.0000 Uiso . . . . . . . H51 H 0.3721 0.9297 0.5181 0.0456 1.0000 Uiso . . . . . . . H52 H 0.3373 0.8782 0.4287 0.0456 1.0000 Uiso . . . . . . . H61 H 0.3347 0.6168 0.4895 0.0512 1.0000 Uiso . . . . . . . H62 H 0.3148 0.6913 0.4114 0.0512 1.0000 Uiso . . . . . . . H21 H 0.5352 0.6421 0.5204 0.0255 1.0000 Uiso . . . . . . . H22 H 0.5123 0.5793 0.5863 0.0255 1.0000 Uiso . . . . . . . H31 H 0.7423 0.5485 0.5791 0.0279 1.0000 Uiso . . . . . . . H32 H 0.6698 0.6242 0.5160 0.0279 1.0000 Uiso . . . . . . . H301 H 0.7569 -0.1517 0.6874 0.0363 1.0000 Uiso . . . . . . . H302 H 0.6888 -0.2173 0.6120 0.0363 1.0000 Uiso . . . . . . . H201 H 0.5494 -0.1442 0.5332 0.0382 1.0000 Uiso . . . . . . . H202 H 0.5215 -0.0335 0.5597 0.0382 1.0000 Uiso . . . . . . . H223 H -0.1908 0.3598 0.2184 0.0303 1.0000 Uiso . . . . . . . H224 H -0.1177 0.3991 0.1829 0.0303 1.0000 Uiso . . . . . . . H2203 H -0.1716 0.1899 0.1584 0.0265 1.0000 Uiso . . . . . . . H2204 H -0.0750 0.2018 0.1535 0.0265 1.0000 Uiso . . . . . . . H23 H 0.4226 0.3638 0.7686 0.0214 1.0000 Uiso . . . . . . . H24 H 0.3314 0.3411 0.6835 0.0214 1.0000 Uiso . . . . . . . H203 H 0.4383 0.1386 0.7828 0.0219 1.0000 Uiso . . . . . . . H204 H 0.3389 0.1589 0.7075 0.0219 1.0000 Uiso . . . . . . . H66 H 0.2147 0.2494 0.4546 0.0682 1.0000 Uiso . . . . . . . H6 H 0.7168 0.2688 0.7307 0.0229 1.0000 Uiso . . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.027(3) 0.0077(6) 0.0248(10) 0.0010(7) 0.0144(16) 0.0017(10) Cu2 0.025(3) 0.0075(6) 0.0217(10) -0.0016(7) 0.0103(15) 0.0008(10) Cu10 0.036(3) 0.0175(7) 0.0325(12) 0.0001(8) 0.0188(18) 0.0043(11) Cu20 0.025(3) 0.0159(7) 0.0276(11) -0.0025(8) 0.0069(17) 0.0000(11) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.3690(6) loop_ _oxford_twin_element_scale_factors 0.4966(18) 0.5034(18) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . O30 3_656 2.587(8) yes Cu1 . N1 . 1.937(8) yes Cu1 . O1 . 1.924(6) yes Cu1 . O2 . 1.936(9) yes Cu1 . O4 . 2.680(9) yes Cu1 . O6 . 1.935(8) yes Cu1 . H6 . 2.240 no Cu2 . O3 3_646 2.542(8) yes Cu2 . N10 . 1.922(9) yes Cu2 . O1 . 1.911(6) yes Cu2 . O4 . 2.723(9) yes Cu2 . O6 . 1.925(8) yes Cu2 . O20 . 2.036(9) yes Cu10 . O330 3_555 2.449(6) yes Cu10 . N11 . 1.949(11) yes Cu10 . O11 . 1.919(8) yes Cu10 . O22 . 1.903(9) yes Cu10 . O44 . 2.816(7) yes Cu10 . O66 . 1.886(12) yes Cu20 . N110 . 1.920(12) yes Cu20 . O11 . 1.962(7) yes Cu20 . O44 . 2.497(7) yes Cu20 . O66 . 1.882(13) yes Cu20 . O220 . 1.969(9) yes C1 . C2 . 1.524(7) yes C1 . C4 . 1.538(7) yes C1 . C20 . 1.535(7) yes C1 . O1 . 1.406(8) yes C2 . C3 . 1.511(7) yes C2 . H23 . 0.988 no C2 . H24 . 0.986 no C3 . O2 . 1.267(8) yes C3 . O3 . 1.237(7) yes C4 . O4 . 1.252(7) yes C4 . O5 . 1.252(8) yes C5 . N1 . 1.308(7) yes C5 . N2 . 1.327(9) yes C5 . N3 . 1.343(7) yes C6 . N4 . 1.310(8) yes C6 . N5 . 1.295(7) yes C6 . N6 . 1.311(8) yes C11 . C22 . 1.525(7) yes C11 . C44 . 1.553(7) yes C11 . C220 . 1.519(7) yes C11 . O11 . 1.416(8) yes C20 . C30 . 1.499(7) yes C20 . H203 . 0.985 no C20 . H204 . 0.998 no C22 . C33 . 1.517(7) yes C22 . H223 . 0.993 no C22 . H224 . 0.988 no C30 . O20 . 1.275(8) yes C30 . O30 . 1.230(8) yes C33 . O22 . 1.278(9) yes C33 . O33 . 1.244(7) yes C44 . O44 . 1.261(8) yes C44 . O55 . 1.253(8) yes C50 . N10 . 1.292(7) yes C50 . N20 . 1.325(9) yes C50 . N30 . 1.319(8) yes C55 . N11 . 1.325(7) yes C55 . N22 . 1.340(9) yes C55 . N33 . 1.338(8) yes C66 . N44 . 1.315(8) yes C66 . N55 . 1.292(7) yes C66 . N66 . 1.307(8) yes C220 . C330 . 1.497(7) yes C220 . H2203 . 0.997 no C220 . H2204 . 0.987 no C330 . O220 . 1.287(8) yes C330 . O330 . 1.246(7) yes C550 . N110 . 1.317(7) yes C550 . N220 . 1.335(9) yes C550 . N330 . 1.342(8) yes N1 . H1 . 0.918 no N2 . H21 . 0.867 no N2 . H22 . 0.879 no N3 . H31 . 0.874 no N3 . H32 . 0.879 no N4 . H41 . 0.880 no N4 . H42 . 0.888 no N5 . H51 . 0.882 no N5 . H52 . 0.876 no N6 . H61 . 0.882 no N6 . H62 . 0.879 no N10 . H10 . 0.873 no N11 . H11 . 0.879 no N20 . H201 . 0.887 no N20 . H202 . 0.870 no N22 . H221 . 0.884 no N22 . H222 . 0.881 no N30 . H301 . 0.891 no N30 . H302 . 0.877 no N33 . H331 . 0.876 no N33 . H332 . 0.879 no N44 . H441 . 0.874 no N44 . H442 . 0.887 no N55 . H551 . 0.881 no N55 . H552 . 0.874 no N66 . H661 . 0.876 no N66 . H662 . 0.874 no N110 . H110 . 0.859 no N220 . H2201 . 0.890 no N220 . H2202 . 0.893 no N330 . H3301 . 0.887 no N330 . H3302 . 0.861 no O6 . H6 . 0.838 no O66 . H66 . 0.840 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O30 3_656 Cu1 . N1 . 85.8(3) yes O30 3_656 Cu1 . O1 . 90.7(2) yes N1 . Cu1 . O1 . 173.0(4) yes O30 3_656 Cu1 . O2 . 88.5(3) yes N1 . Cu1 . O2 . 92.0(4) yes O1 . Cu1 . O2 . 94.0(3) yes O30 3_656 Cu1 . O4 . 151.4(2) yes N1 . Cu1 . O4 . 119.4(3) yes O1 . Cu1 . O4 . 65.6(2) yes O2 . Cu1 . O4 . 78.0(3) yes O30 3_656 Cu1 . O6 . 109.6(4) yes N1 . Cu1 . O6 . 94.1(4) yes O1 . Cu1 . O6 . 81.3(3) yes O2 . Cu1 . O6 . 161.2(4) yes O4 . Cu1 . O6 . 83.5(3) yes O30 3_656 Cu1 . H6 . 90.2 no N1 . Cu1 . H6 . 83.3 no O1 . Cu1 . H6 . 90.7 no O2 . Cu1 . H6 . 175.1 no O4 . Cu1 . H6 . 105.2 no O6 . Cu1 . H6 . 21.6 no O3 3_646 Cu2 . N10 . 82.9(3) yes O3 3_646 Cu2 . O1 . 90.6(2) yes N10 . Cu2 . O1 . 170.4(4) yes O3 3_646 Cu2 . O4 . 148.8(2) yes N10 . Cu2 . O4 . 123.6(3) yes O1 . Cu2 . O4 . 64.8(2) yes O3 3_646 Cu2 . O6 . 114.1(4) yes N10 . Cu2 . O6 . 94.2(4) yes O1 . Cu2 . O6 . 81.9(3) yes O4 . Cu2 . O6 . 82.5(3) yes O3 3_646 Cu2 . O20 . 85.9(3) yes N10 . Cu2 . O20 . 93.0(4) yes O1 . Cu2 . O20 . 93.7(3) yes O4 . Cu2 . O20 . 77.5(3) yes O6 . Cu2 . O20 . 159.4(4) yes O330 3_555 Cu10 . N11 . 89.2(3) yes O330 3_555 Cu10 . O11 . 88.8(3) yes N11 . Cu10 . O11 . 174.8(5) yes O330 3_555 Cu10 . O22 . 95.4(3) yes N11 . Cu10 . O22 . 92.5(4) yes O11 . Cu10 . O22 . 92.5(4) yes O330 3_555 Cu10 . O44 . 152.9(2) yes N11 . Cu10 . O44 . 118.0(3) yes O11 . Cu10 . O44 . 64.2(2) yes O22 . Cu10 . O44 . 83.9(3) yes O330 3_555 Cu10 . O66 . 90.7(3) yes N11 . Cu10 . O66 . 97.4(6) yes O11 . Cu10 . O66 . 77.8(5) yes O22 . Cu10 . O66 . 168.4(5) yes O44 . Cu10 . O66 . 86.2(4) yes N110 . Cu20 . O11 . 170.4(4) yes N110 . Cu20 . O44 . 107.0(3) yes O11 . Cu20 . O44 . 71.1(3) yes N110 . Cu20 . O66 . 94.2(6) yes O11 . Cu20 . O66 . 76.9(5) yes O44 . Cu20 . O66 . 96.1(3) yes N110 . Cu20 . O220 . 94.1(4) yes O11 . Cu20 . O220 . 95.0(4) yes O44 . Cu20 . O220 . 83.6(3) yes O66 . Cu20 . O220 . 171.4(5) yes C2 . C1 . C4 . 108.2(6) yes C2 . C1 . C20 . 108.5(5) yes C4 . C1 . C20 . 109.0(5) yes C2 . C1 . O1 . 112.1(6) yes C4 . C1 . O1 . 108.5(5) yes C20 . C1 . O1 . 110.5(6) yes C1 . C2 . C3 . 114.6(5) yes C1 . C2 . H23 . 107.9 no C3 . C2 . H23 . 108.0 no C1 . C2 . H24 . 107.9 no C3 . C2 . H24 . 108.4 no H23 . C2 . H24 . 110.0 no C2 . C3 . O2 . 119.2(6) yes C2 . C3 . O3 . 118.7(5) yes O2 . C3 . O3 . 121.8(6) yes C1 . C4 . O4 . 117.4(6) yes C1 . C4 . O5 . 116.4(5) yes O4 . C4 . O5 . 126.1(6) yes N1 . C5 . N2 . 122.4(6) yes N1 . C5 . N3 . 119.3(6) yes N2 . C5 . N3 . 118.3(6) yes N4 . C6 . N5 . 120.5(6) yes N4 . C6 . N6 . 119.4(6) yes N5 . C6 . N6 . 119.8(6) yes C22 . C11 . C44 . 109.4(5) yes C22 . C11 . C220 . 108.4(5) yes C44 . C11 . C220 . 108.6(5) yes C22 . C11 . O11 . 111.5(6) yes C44 . C11 . O11 . 108.7(5) yes C220 . C11 . O11 . 110.3(6) yes C1 . C20 . C30 . 112.0(5) yes C1 . C20 . H203 . 109.0 no C30 . C20 . H203 . 109.5 no C1 . C20 . H204 . 108.1 no C30 . C20 . H204 . 109.0 no H203 . C20 . H204 . 109.2 no C11 . C22 . C33 . 116.5(5) yes C11 . C22 . H223 . 108.3 no C33 . C22 . H223 . 107.2 no C11 . C22 . H224 . 107.6 no C33 . C22 . H224 . 107.8 no H223 . C22 . H224 . 109.3 no C20 . C30 . O20 . 117.7(6) yes C20 . C30 . O30 . 119.7(6) yes O20 . C30 . O30 . 122.7(6) yes C22 . C33 . O22 . 120.4(6) yes C22 . C33 . O33 . 119.3(6) yes O22 . C33 . O33 . 120.2(6) yes C11 . C44 . O44 . 119.0(6) yes C11 . C44 . O55 . 118.1(5) yes O44 . C44 . O55 . 122.4(6) yes N10 . C50 . N20 . 120.4(7) yes N10 . C50 . N30 . 120.1(7) yes N20 . C50 . N30 . 119.5(6) yes N11 . C55 . N22 . 120.1(7) yes N11 . C55 . N33 . 119.6(7) yes N22 . C55 . N33 . 120.1(6) yes N44 . C66 . N55 . 120.1(6) yes N44 . C66 . N66 . 119.1(6) yes N55 . C66 . N66 . 119.8(7) yes C11 . C220 . C330 . 112.4(5) yes C11 . C220 . H2203 . 109.2 no C330 . C220 . H2203 . 108.5 no C11 . C220 . H2204 . 108.7 no C330 . C220 . H2204 . 108.8 no H2203 . C220 . H2204 . 109.1 no C220 . C330 . O220 . 119.2(6) yes C220 . C330 . O330 . 119.2(6) yes O220 . C330 . O330 . 121.3(6) yes N110 . C550 . N220 . 119.7(7) yes N110 . C550 . N330 . 121.0(7) yes N220 . C550 . N330 . 119.2(7) yes C5 . N1 . Cu1 . 129.5(8) yes C5 . N1 . H1 . 115.6 no Cu1 . N1 . H1 . 114.9 no C5 . N2 . H21 . 119.3 no C5 . N2 . H22 . 119.1 no H21 . N2 . H22 . 121.6 no C5 . N3 . H31 . 120.4 no C5 . N3 . H32 . 118.7 no H31 . N3 . H32 . 120.8 no C6 . N4 . H41 . 120.8 no C6 . N4 . H42 . 120.1 no H41 . N4 . H42 . 119.1 no C6 . N5 . H51 . 119.7 no C6 . N5 . H52 . 120.0 no H51 . N5 . H52 . 120.3 no C6 . N6 . H61 . 120.1 no C6 . N6 . H62 . 120.0 no H61 . N6 . H62 . 119.9 no C50 . N10 . Cu2 . 131.5(8) yes C50 . N10 . H10 . 114.5 no Cu2 . N10 . H10 . 114.0 no C55 . N11 . Cu10 . 133.0(8) yes C55 . N11 . H11 . 114.1 no Cu10 . N11 . H11 . 112.9 no C50 . N20 . H201 . 119.3 no C50 . N20 . H202 . 120.3 no H201 . N20 . H202 . 120.3 no C55 . N22 . H221 . 120.0 no C55 . N22 . H222 . 120.6 no H221 . N22 . H222 . 119.5 no C50 . N30 . H301 . 119.7 no C50 . N30 . H302 . 121.1 no H301 . N30 . H302 . 119.1 no C55 . N33 . H331 . 119.9 no C55 . N33 . H332 . 119.6 no H331 . N33 . H332 . 120.5 no C66 . N44 . H441 . 120.7 no C66 . N44 . H442 . 119.4 no H441 . N44 . H442 . 119.9 no C66 . N55 . H551 . 119.5 no C66 . N55 . H552 . 119.9 no H551 . N55 . H552 . 120.5 no C66 . N66 . H661 . 119.4 no C66 . N66 . H662 . 119.4 no H661 . N66 . H662 . 121.2 no C550 . N110 . Cu20 . 128.0(8) yes C550 . N110 . H110 . 116.0 no Cu20 . N110 . H110 . 116.0 no C550 . N220 . H2201 . 121.3 no C550 . N220 . H2202 . 121.3 no H2201 . N220 . H2202 . 117.4 no C550 . N330 . H3301 . 118.9 no C550 . N330 . H3302 . 119.7 no H3301 . N330 . H3302 . 121.4 no C1 . O1 . Cu1 . 115.8(5) yes C1 . O1 . Cu2 . 114.1(5) yes Cu1 . O1 . Cu2 . 96.2(3) yes C3 . O2 . Cu1 . 129.9(5) yes Cu2 3_656 O3 . C3 . 107.4(8) yes C4 . O4 . Cu1 . 99.2(4) yes C4 . O4 . Cu2 . 92.7(5) yes Cu1 . O4 . Cu2 . 63.8(2) yes Cu1 . O6 . Cu2 . 95.4(4) yes Cu1 . O6 . H6 . 100.1 no Cu2 . O6 . H6 . 129.4 no C11 . O11 . Cu20 . 109.4(4) yes C11 . O11 . Cu10 . 118.1(4) yes Cu20 . O11 . Cu10 . 92.6(4) yes C30 . O20 . Cu2 . 127.5(5) yes C33 . O22 . Cu10 . 129.8(5) yes Cu1 3_646 O30 . C30 . 101.8(7) yes Cu20 . O44 . C44 . 95.6(5) yes Cu20 . O44 . Cu10 . 63.40(17) yes C44 . O44 . Cu10 . 96.0(4) yes Cu10 . O66 . Cu20 . 96.2(8) yes Cu10 . O66 . H66 . 134.5 no Cu20 . O66 . H66 . 119.7 no C330 . O220 . Cu20 . 128.4(5) yes Cu10 3_545 O330 . C330 . 106.0(6) yes O6 . H6 . Cu1 . 58.3 no