#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/38/2223872.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2223872
loop_
_publ_author_name
'Wang, Hui'
_publ_section_title
Aqua{6,6'-dimethoxy-2,2'-[propane-1,3-diylbis(nitrilomethylidyne)]diphenolato}copper(II)
_journal_coeditor_code           IS2476
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1490
_journal_paper_doi               10.1107/S1600536809042755
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu (C19 H20 N2 O4) (H2 O)]'
_chemical_formula_moiety         'C19 H22 Cu N2 O5'
_chemical_formula_sum            'C19 H22 Cu N2 O5'
_chemical_formula_weight         421.93
_chemical_name_systematic
;
Aqua{6,6'-dimethoxy-2,2'-[propane-1,3-
diylbis(nitrilomethylidyne)]diphenolato}copper(II)
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.6870(15)
_cell_length_b                   22.9179(17)
_cell_length_c                   7.6639(6)
_cell_measurement_reflns_used    3860
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      24.14
_cell_measurement_theta_min      2.84
_cell_volume                     3633.5(5)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0468
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            17668
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.78
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.236
_exptl_absorpt_correction_T_max  0.9076
_exptl_absorpt_correction_T_min  0.8081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1752
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.289
_refine_ls_abs_structure_details 'Flack (1983), 2453 Friedel pairs'
_refine_ls_abs_structure_Flack   0.249(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         5909
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0358
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0430P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0845
_reflns_number_gt                4814
_reflns_number_total             5909
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            is2476.cif
_cod_data_source_block           I
_cod_database_code               2223872
_cod_database_fobs_code          2223872
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.09091(19) 0.3864(2) 0.1707(7) 0.0648(14) Uani d . 1 . .
H H1A 0.0616 0.3568 0.2113 0.097 Uiso calc R 1 . .
H H1B 0.0794 0.3976 0.0541 0.097 Uiso calc R 1 . .
H H1C 0.0884 0.4197 0.2461 0.097 Uiso calc R 1 . .
C C2 0.20370(19) 0.39932(16) 0.1185(6) 0.0432(10) Uani d . 1 . .
C C3 0.1964(2) 0.45593(17) 0.0630(7) 0.0537(12) Uani d . 1 . .
H H3 0.1552 0.4723 0.0612 0.064 Uiso calc R 1 . .
C C4 0.2486(2) 0.48950(19) 0.0095(6) 0.0609(13) Uani d . 1 . .
H H4 0.2426 0.5277 -0.0283 0.073 Uiso calc R 1 . .
C C5 0.3084(2) 0.46558(19) 0.0136(6) 0.0575(14) Uani d . 1 . .
H H5 0.3438 0.4881 -0.0192 0.069 Uiso calc R 1 . .
C C6 0.31810(19) 0.40757(16) 0.0661(6) 0.0414(10) Uani d . 1 . .
C C7 0.26648(18) 0.37226(15) 0.1208(6) 0.0383(10) Uani d . 1 A .
C C8 0.38423(18) 0.38649(18) 0.0719(6) 0.0446(10) Uani d . 1 A .
H H8 0.4163 0.4143 0.0538 0.054 Uiso calc R 1 . .
C C9 0.47463(17) 0.32791(18) 0.1093(6) 0.0542(12) Uani d PD 0.361(7) A 1
H H9A 0.4868 0.3166 0.2267 0.065 Uiso calc PR 0.361(7) A 1
H H9B 0.4954 0.3648 0.0830 0.065 Uiso calc PR 0.361(7) A 1
C C10 0.4971(11) 0.2816(5) -0.020(2) 0.070(3) Uani d PD 0.361(7) A 1
H H10A 0.4796 0.2910 -0.1341 0.085 Uiso calc PR 0.361(7) A 1
H H10B 0.5439 0.2835 -0.0288 0.085 Uiso calc PR 0.361(7) A 1
C C11 0.4782(3) 0.2195(6) 0.024(2) 0.074(3) Uani d PD 0.361(7) A 1
H H11A 0.4884 0.2110 0.1453 0.089 Uiso calc PR 0.361(7) A 1
H H11B 0.5014 0.1922 -0.0493 0.089 Uiso calc PR 0.361(7) A 1
C C9' 0.47463(17) 0.32791(18) 0.1093(6) 0.0542(12) Uani d PD 0.639(7) A 2
H H9C 0.4881 0.3369 0.2275 0.065 Uiso calc PR 0.639(7) A 2
H H9D 0.4944 0.3566 0.0329 0.065 Uiso calc PR 0.639(7) A 2
C C10' 0.5005(6) 0.2684(4) 0.0615(14) 0.070(3) Uani d PD 0.639(7) A 2
H H10C 0.4962 0.2420 0.1598 0.085 Uiso calc PR 0.639(7) A 2
H H10D 0.5460 0.2712 0.0313 0.085 Uiso calc PR 0.639(7) A 2
C C11' 0.4622(4) 0.2455(4) -0.0931(12) 0.074(3) Uani d PD 0.639(7) A 2
H H11C 0.4877 0.2186 -0.1621 0.089 Uiso calc PR 0.639(7) A 2
H H11D 0.4476 0.2772 -0.1673 0.089 Uiso calc PR 0.639(7) A 2
C C12 0.3935(2) 0.1614(2) -0.0492(7) 0.0614(14) Uani d . 1 A .
H H12 0.4262 0.1423 -0.1094 0.074 Uiso calc R 1 . .
C C13 0.33653(18) 0.12826(18) -0.0148(6) 0.0397(10) Uani d . 1 . .
C C14 0.3349(2) 0.0695(2) -0.0731(6) 0.0558(13) Uani d . 1 . .
H H14 0.3701 0.0546 -0.1340 0.067 Uiso calc R 1 . .
C C15 0.2833(2) 0.03444(19) -0.0423(7) 0.0598(13) Uani d . 1 . .
H H15 0.2829 -0.0038 -0.0829 0.072 Uiso calc R 1 . .
C C16 0.2310(2) 0.05641(17) 0.0507(6) 0.0540(13) Uani d . 1 . .
H H16 0.1957 0.0324 0.0734 0.065 Uiso calc R 1 . .
C C17 0.23071(17) 0.11327(15) 0.1100(6) 0.0397(10) Uani d . 1 . .
C C18 0.28444(17) 0.15138(16) 0.0825(6) 0.0380(10) Uani d . 1 A .
C C19 0.12368(18) 0.10614(19) 0.2255(7) 0.0524(12) Uani d . 1 . .
H H19A 0.0934 0.1291 0.2910 0.079 Uiso calc R 1 . .
H H19B 0.1335 0.0711 0.2889 0.079 Uiso calc R 1 . .
H H19C 0.1051 0.0962 0.1146 0.079 Uiso calc R 1 . .
C C20 -0.12773(19) 0.39180(19) 0.4322(6) 0.0532(12) Uani d . 1 . .
H H20A -0.1594 0.3660 0.3832 0.080 Uiso calc R 1 . .
H H20B -0.1205 0.4238 0.3538 0.080 Uiso calc R 1 . .
H H20C -0.1430 0.4064 0.5421 0.080 Uiso calc R 1 . .
C C21 -0.01810(18) 0.39057(17) 0.5282(6) 0.0412(11) Uani d . 1 . .
C C22 -0.01621(19) 0.44966(16) 0.5539(6) 0.0519(12) Uani d . 1 . .
H H22 -0.0518 0.4724 0.5245 0.062 Uiso calc R 1 . .
C C23 0.0383(2) 0.47585(17) 0.6234(7) 0.0594(13) Uani d . 1 . .
H H23 0.0397 0.5161 0.6393 0.071 Uiso calc R 1 . .
C C24 0.0896(2) 0.44249(19) 0.6679(7) 0.0598(13) Uani d . 1 . .
H H24 0.1260 0.4603 0.7148 0.072 Uiso calc R 1 . .
C C25 0.08947(18) 0.38171(16) 0.6454(6) 0.0417(11) Uani d . 1 . .
C C26 0.03530(18) 0.35374(16) 0.5714(6) 0.0370(9) Uani d . 1 B .
C C27 0.1449(2) 0.3496(2) 0.7007(7) 0.0588(14) Uani d . 1 B .
H H27 0.1785 0.3715 0.7479 0.071 Uiso calc R 1 . .
C C28 0.2259(4) 0.2890(9) 0.661(3) 0.065(2) Uani d PD 0.224(8) B 3
H H28A 0.2350 0.2926 0.5375 0.078 Uiso calc PR 0.224(8) B 3
H H28B 0.2491 0.3196 0.7224 0.078 Uiso calc PR 0.224(8) B 3
C C29 0.2480(18) 0.2297(6) 0.726(3) 0.065(3) Uani d PD 0.224(8) B 3
H H29A 0.2319 0.2243 0.8440 0.078 Uiso calc PR 0.224(8) B 3
H H29B 0.2948 0.2295 0.7317 0.078 Uiso calc PR 0.224(8) B 3
C C30 0.22592(17) 0.17823(18) 0.6147(7) 0.0533(11) Uani d PD 0.224(8) B 3
H H30A 0.2378 0.1848 0.4939 0.064 Uiso calc PR 0.224(8) B 3
H H30B 0.2470 0.1428 0.6541 0.064 Uiso calc PR 0.224(8) B 3
C C28' 0.2125(3) 0.2698(3) 0.7848(9) 0.065(2) Uani d PD 0.776(8) B 4
H H28C 0.2382 0.3005 0.8370 0.078 Uiso calc PR 0.776(8) B 4
H H28D 0.1995 0.2426 0.8753 0.078 Uiso calc PR 0.776(8) B 4
C C29' 0.2498(4) 0.2390(3) 0.6439(12) 0.065(3) Uani d PD 0.776(8) B 4
H H29C 0.2462 0.2609 0.5361 0.078 Uiso calc PR 0.776(8) B 4
H H29D 0.2952 0.2376 0.6761 0.078 Uiso calc PR 0.776(8) B 4
C C30' 0.22592(17) 0.17823(18) 0.6147(7) 0.0533(11) Uani d PD 0.776(8) B 4
H H30C 0.2392 0.1656 0.4994 0.064 Uiso calc PR 0.776(8) B 4
H H30D 0.2463 0.1526 0.6990 0.064 Uiso calc PR 0.776(8) B 4
C C31 0.1352(2) 0.12165(19) 0.6818(6) 0.0440(11) Uani d . 1 B .
H H31 0.1672 0.0960 0.7194 0.053 Uiso calc R 1 . .
C C32 0.0696(2) 0.10016(17) 0.6892(6) 0.0404(10) Uani d . 1 . .
C C33 0.0592(2) 0.04488(18) 0.7611(6) 0.0517(12) Uani d . 1 . .
H H33 0.0941 0.0247 0.8083 0.062 Uiso calc R 1 . .
C C34 -0.0003(2) 0.01979(19) 0.7640(6) 0.0554(12) Uani d . 1 . .
H H34 -0.0065 -0.0165 0.8159 0.067 Uiso calc R 1 . .
C C35 -0.0517(2) 0.04940(17) 0.6881(6) 0.0464(11) Uani d . 1 . .
H H35 -0.0923 0.0320 0.6858 0.056 Uiso calc R 1 . .
C C36 -0.04381(18) 0.10348(16) 0.6167(6) 0.0406(10) Uani d . 1 . .
C C37 0.01811(17) 0.13165(15) 0.6142(5) 0.0340(9) Uani d . 1 B .
C C38 -0.1553(2) 0.1113(2) 0.5384(8) 0.0673(15) Uani d . 1 . .
H H38A -0.1840 0.1379 0.4803 0.101 Uiso calc R 1 . .
H H38B -0.1694 0.1057 0.6565 0.101 Uiso calc R 1 . .
H H38C -0.1553 0.0746 0.4785 0.101 Uiso calc R 1 . .
N N1 0.40348(14) 0.33463(14) 0.0987(6) 0.0426(8) Uani d . 1 . .
N N2 0.40470(19) 0.2144(2) -0.0068(6) 0.0720(14) Uani d D 1 . .
N N3 0.15392(17) 0.29488(18) 0.6935(6) 0.0686(14) Uani d D 1 . .
N N4 0.15466(14) 0.17189(14) 0.6296(6) 0.0396(8) Uani d . 1 . .
O O1 0.15456(12) 0.36417(12) 0.1717(5) 0.0558(9) Uani d . 1 . .
O O2 0.27165(12) 0.31825(11) 0.1707(4) 0.0422(8) Uani d . 1 . .
O O3 0.28187(12) 0.20415(10) 0.1451(4) 0.0390(7) Uani d . 1 . .
O O4 0.18053(13) 0.13826(12) 0.1993(5) 0.0529(8) Uani d . 1 . .
O O5 0.39293(18) 0.25291(11) 0.4074(6) 0.0525(11) Uani d . 1 . .
H H5A 0.4151 0.2810 0.4484 0.079 Uiso d R 1 A .
H H5B 0.4174 0.2234 0.3959 0.079 Uiso d R 1 . .
O O6 -0.06950(13) 0.36132(12) 0.4577(5) 0.0582(10) Uani d . 1 . .
O O7 0.03113(12) 0.29827(11) 0.5386(4) 0.0415(8) Uani d . 1 . .
O O8 0.02381(12) 0.18312(11) 0.5450(4) 0.0402(8) Uani d . 1 . .
O O9 -0.09157(13) 0.13489(12) 0.5383(5) 0.0558(10) Uani d . 1 . .
O O10 0.14401(17) 0.24940(12) 0.3006(6) 0.0520(10) Uani d . 1 . .
H H10E 0.1567 0.2828 0.2672 0.078 Uiso d R 1 B .
H H10F 0.1663 0.2239 0.2471 0.078 Uiso d R 1 . .
Cu Cu1 0.34458(2) 0.26616(2) 0.12353(6) 0.03785(14) Uani d . 1 A .
Cu Cu2 0.09494(2) 0.238236(18) 0.58068(6) 0.03693(15) Uani d . 1 B .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 C1 H1A . . 109.5 ?
O1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
O1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O1 C2 C3 . . 124.8(4) ?
O1 C2 C7 . . 114.6(3) ?
C3 C2 C7 . . 120.7(4) ?
C2 C3 C4 . . 122.0(4) ?
C2 C3 H3 . . 119.0 ?
C4 C3 H3 . . 119.0 ?
C5 C4 C3 . . 118.7(4) ?
C5 C4 H4 . . 120.7 ?
C3 C4 H4 . . 120.7 ?
C4 C5 C6 . . 121.4(4) ?
C4 C5 H5 . . 119.3 ?
C6 C5 H5 . . 119.3 ?
C7 C6 C5 . . 121.5(4) ?
C7 C6 C8 . . 121.1(3) ?
C5 C6 C8 . . 117.3(4) ?
O2 C7 C6 . . 125.0(3) ?
O2 C7 C2 . . 119.2(3) ?
C6 C7 C2 . . 115.8(3) ?
N1 C8 C6 . . 127.7(4) ?
N1 C8 H8 . . 116.1 ?
C6 C8 H8 . . 116.1 ?
N1 C9 C10 . . 109.9(10) ?
N1 C9 H9A . . 109.7 ?
C10 C9 H9A . . 109.7 ?
N1 C9 H9B . . 109.7 ?
C10 C9 H9B . . 109.7 ?
H9A C9 H9B . . 108.2 ?
C11 C10 C9 . . 115.4(12) ?
C11 C10 H10A . . 108.4 ?
C9 C10 H10A . . 108.4 ?
C11 C10 H10B . . 108.4 ?
C9 C10 H10B . . 108.4 ?
H10A C10 H10B . . 107.5 ?
C10 C11 N2 . . 107.0(13) ?
C10 C11 H11A . . 110.3 ?
N2 C11 H11A . . 110.3 ?
C10 C11 H11B . . 110.3 ?
N2 C11 H11B . . 110.3 ?
H11A C11 H11B . . 108.6 ?
C11' C10' H10C . . 110.0 ?
C11' C10' H10D . . 110.0 ?
H10C C10' H10D . . 108.4 ?
C10' C11' N2 . . 103.2(8) ?
C10' C11' H11C . . 111.1 ?
N2 C11' H11C . . 111.1 ?
C10' C11' H11D . . 111.1 ?
N2 C11' H11D . . 111.1 ?
H11C C11' H11D . . 109.1 ?
N2 C12 C13 . . 127.5(4) ?
N2 C12 H12 . . 116.2 ?
C13 C12 H12 . . 116.2 ?
C18 C13 C14 . . 120.3(4) ?
C18 C13 C12 . . 121.8(4) ?
C14 C13 C12 . . 117.8(4) ?
C15 C14 C13 . . 121.7(4) ?
C15 C14 H14 . . 119.2 ?
C13 C14 H14 . . 119.2 ?
C14 C15 C16 . . 119.2(4) ?
C14 C15 H15 . . 120.4 ?
C16 C15 H15 . . 120.4 ?
C17 C16 C15 . . 121.0(4) ?
C17 C16 H16 . . 119.5 ?
C15 C16 H16 . . 119.5 ?
O4 C17 C16 . . 124.3(3) ?
O4 C17 C18 . . 114.1(3) ?
C16 C17 C18 . . 121.7(4) ?
O3 C18 C13 . . 125.0(3) ?
O3 C18 C17 . . 118.8(3) ?
C13 C18 C17 . . 116.2(3) ?
O4 C19 H19A . . 109.5 ?
O4 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
O4 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
O6 C20 H20A . . 109.5 ?
O6 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
O6 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
O6 C21 C22 . . 124.3(4) ?
O6 C21 C26 . . 113.7(3) ?
C22 C21 C26 . . 121.9(4) ?
C21 C22 C23 . . 120.5(4) ?
C21 C22 H22 . . 119.8 ?
C23 C22 H22 . . 119.8 ?
C24 C23 C22 . . 119.4(4) ?
C24 C23 H23 . . 120.3 ?
C22 C23 H23 . . 120.3 ?
C23 C24 C25 . . 122.0(4) ?
C23 C24 H24 . . 119.0 ?
C25 C24 H24 . . 119.0 ?
C24 C25 C26 . . 120.1(4) ?
C24 C25 C27 . . 118.3(4) ?
C26 C25 C27 . . 121.6(4) ?
O7 C26 C25 . . 125.1(3) ?
O7 C26 C21 . . 118.8(3) ?
C25 C26 C21 . . 116.0(3) ?
N3 C27 C25 . . 127.9(4) ?
N3 C27 H27 . . 116.0 ?
C25 C27 H27 . . 116.0 ?
C29 C28 N3 . . 108.8(19) ?
C29 C28 H28A . . 109.9 ?
N3 C28 H28A . . 109.9 ?
C29 C28 H28B . . 109.9 ?
N3 C28 H28B . . 109.9 ?
H28A C28 H28B . . 108.3 ?
C28 C29 C30 . . 114.7(15) ?
C28 C29 H29A . . 108.6 ?
C30 C29 H29A . . 108.6 ?
C28 C29 H29B . . 108.6 ?
C30 C29 H29B . . 108.6 ?
H29A C29 H29B . . 107.6 ?
N4 C30 C29 . . 109.2(15) ?
N4 C30 H30A . . 109.8 ?
C29 C30 H30A . . 109.8 ?
N4 C30 H30B . . 109.8 ?
C29 C30 H30B . . 109.8 ?
H30A C30 H30B . . 108.3 ?
C29' C28' N3 . . 105.0(6) ?
C29' C28' H28C . . 110.8 ?
N3 C28' H28C . . 110.8 ?
C29' C28' H28D . . 110.8 ?
N3 C28' H28D . . 110.8 ?
H28C C28' H28D . . 108.8 ?
C28' C29' H29C . . 109.2 ?
C28' C29' H29D . . 109.2 ?
H29C C29' H29D . . 107.9 ?
N4 C31 C32 . . 127.7(4) ?
N4 C31 H31 . . 116.1 ?
C32 C31 H31 . . 116.1 ?
C33 C32 C37 . . 120.6(4) ?
C33 C32 C31 . . 117.9(4) ?
C37 C32 C31 . . 121.3(4) ?
C34 C33 C32 . . 121.9(4) ?
C34 C33 H33 . . 119.0 ?
C32 C33 H33 . . 119.0 ?
C33 C34 C35 . . 118.7(4) ?
C33 C34 H34 . . 120.7 ?
C35 C34 H34 . . 120.7 ?
C36 C35 C34 . . 121.4(4) ?
C36 C35 H35 . . 119.3 ?
C34 C35 H35 . . 119.3 ?
O9 C36 C35 . . 124.8(3) ?
O9 C36 C37 . . 113.8(3) ?
C35 C36 C37 . . 121.4(4) ?
O8 C37 C32 . . 124.3(3) ?
O8 C37 C36 . . 119.7(3) ?
C32 C37 C36 . . 116.0(3) ?
O9 C38 H38A . . 109.5 ?
O9 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
O9 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C8 N1 C9 . . 114.7(3) ?
C8 N1 Cu1 . . 124.0(3) ?
C9 N1 Cu1 . . 121.3(3) ?
C12 N2 C11' . . 118.2(5) ?
C12 N2 C11 . . 106.9(7) ?
C12 N2 Cu1 . . 125.5(3) ?
C11' N2 Cu1 . . 115.0(4) ?
C11 N2 Cu1 . . 119.5(7) ?
C27 N3 C28' . . 118.3(4) ?
C27 N3 C28 . . 103.9(8) ?
C27 N3 Cu2 . . 125.2(3) ?
C28' N3 Cu2 . . 116.5(3) ?
C28 N3 Cu2 . . 118.4(8) ?
C31 N4 C30 . . 115.0(3) ?
C31 N4 Cu2 . . 123.3(3) ?
C30 N4 Cu2 . . 121.7(3) ?
C2 O1 C1 . . 118.8(3) ?
C7 O2 Cu1 . . 126.1(2) ?
C18 O3 Cu1 . . 128.6(2) ?
C17 O4 C19 . . 119.2(3) ?
Cu1 O5 H5A . . 117.4 ?
Cu1 O5 H5B . . 104.7 ?
H5A O5 H5B . . 108.6 ?
C21 O6 C20 . . 118.5(3) ?
C26 O7 Cu2 . . 128.2(2) ?
C37 O8 Cu2 . . 126.7(2) ?
C36 O9 C38 . . 118.1(3) ?
Cu2 O10 H10E . . 120.0 ?
Cu2 O10 H10F . . 126.2 ?
H10E O10 H10F . . 107.9 ?
O3 Cu1 O2 . . 85.14(12) ?
O3 Cu1 N2 . . 91.37(14) ?
O2 Cu1 N2 . . 159.87(18) ?
O3 Cu1 N1 . . 175.41(12) ?
O2 Cu1 N1 . . 90.49(12) ?
N2 Cu1 N1 . . 92.27(15) ?
O3 Cu1 O5 . . 96.25(12) ?
O2 Cu1 O5 . . 103.28(13) ?
N2 Cu1 O5 . . 96.81(18) ?
N1 Cu1 O5 . . 86.09(14) ?
O7 Cu2 O8 . . 85.57(11) ?
O7 Cu2 N3 . . 91.54(13) ?
O8 Cu2 N3 . . 161.21(17) ?
O7 Cu2 N4 . . 175.20(13) ?
O8 Cu2 N4 . . 90.00(11) ?
N3 Cu2 N4 . . 92.07(15) ?
O7 Cu2 O10 . . 93.67(12) ?
O8 Cu2 O10 . . 105.25(13) ?
N3 Cu2 O10 . . 93.45(17) ?
N4 Cu2 O10 . . 89.28(15) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 . 1.412(4) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 O1 . 1.360(4) ?
C2 C3 . 1.374(5) ?
C2 C7 . 1.439(5) ?
C3 C4 . 1.388(6) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.353(6) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.404(5) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.404(5) ?
C6 C8 . 1.452(5) ?
C7 O2 . 1.300(4) ?
C8 N1 . 1.270(5) ?
C8 H8 . 0.9300 ?
C9 N1 . 1.482(4) ?
C9 C10 . 1.526(10) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C11 . 1.513(10) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 N2 . 1.543(6) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C10' C11' . 1.520(8) ?
C10' H10C . 0.9700 ?
C10' H10D . 0.9700 ?
C11' N2 . 1.536(5) ?
C11' H11C . 0.9700 ?
C11' H11D . 0.9700 ?
C12 N2 . 1.277(6) ?
C12 C13 . 1.427(6) ?
C12 H12 . 0.9300 ?
C13 C18 . 1.413(5) ?
C13 C14 . 1.420(6) ?
C14 C15 . 1.357(6) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.390(6) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.380(5) ?
C16 H16 . 0.9300 ?
C17 O4 . 1.369(5) ?
C17 C18 . 1.429(5) ?
C18 O3 . 1.302(4) ?
C19 O4 . 1.402(4) ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C20 O6 . 1.406(5) ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
C21 O6 . 1.368(5) ?
C21 C22 . 1.369(5) ?
C21 C26 . 1.429(5) ?
C22 C23 . 1.385(5) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.351(6) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.404(5) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.410(5) ?
C25 C27 . 1.426(6) ?
C26 O7 . 1.299(4) ?
C27 N3 . 1.270(6) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.516(10) ?
C28 N3 . 1.516(6) ?
C28 H28A . 0.9700 ?
C28 H28B . 0.9700 ?
C29 C30 . 1.527(10) ?
C29 H29A . 0.9700 ?
C29 H29B . 0.9700 ?
C30 N4 . 1.486(4) ?
C30 H30A . 0.9700 ?
C30 H30B . 0.9700 ?
C28' C29' . 1.504(7) ?
C28' N3 . 1.513(5) ?
C28' H28C . 0.9700 ?
C28' H28D . 0.9700 ?
C29' H29C . 0.9700 ?
C29' H29D . 0.9700 ?
C31 N4 . 1.284(5) ?
C31 C32 . 1.445(6) ?
C31 H31 . 0.9300 ?
C32 C33 . 1.398(5) ?
C32 C37 . 1.409(5) ?
C33 C34 . 1.359(6) ?
C33 H33 . 0.9300 ?
C34 C35 . 1.389(6) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.364(5) ?
C35 H35 . 0.9300 ?
C36 O9 . 1.362(5) ?
C36 C37 . 1.435(5) ?
C37 O8 . 1.299(4) ?
C38 O9 . 1.424(4) ?
C38 H38A . 0.9600 ?
C38 H38B . 0.9600 ?
C38 H38C . 0.9600 ?
N1 Cu1 . 1.996(3) y
N2 Cu1 . 1.988(4) y
N3 Cu2 . 1.980(4) y
N4 Cu2 . 1.995(3) y
O2 Cu1 . 1.958(3) y
O3 Cu1 . 1.931(2) y
O5 Cu1 . 2.414(4) y
O5 H5A . 0.8499 ?
O5 H5B . 0.8500 ?
O7 Cu2 . 1.934(3) y
O8 Cu2 . 1.958(3) y
O10 Cu2 . 2.388(4) y
O10 H10E . 0.8500 ?
O10 H10F . 0.8499 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O10 H10E O1 . 0.85 2.00 2.818(4) 160.5
O10 H10F O4 . 0.85 2.02 2.768(4) 146.7
O5 H5A O9 4 0.85 2.05 2.779(4) 143.0
O5 H5B O6 4 0.85 2.02 2.758(4) 145.3
