#------------------------------------------------------------------------------
#$Date: 2021-01-07 08:26:28 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260772 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/43/7704330.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7704330
loop_
_publ_author_name
'Matos, Catiúcia R M O'
'S Junior, Henrique C'
'D'Amato, Dayenny L'
'de Souza, Acácio S'
'Pinheiro, Sérgio'
'Guedes, Guilherme P.'
'Ferreira, Glaucio B.'
'Alves, Odivaldo C.'
'de Almeida, Filipe B.'
'Garcia, Flávio'
'Ronconi, Célia M'
_publ_section_title
;
 Spin-frustration with two quasi-degenerated spin states of a copper(II)
 heptanuclear complex obtained from an amino acid ligand.
;
_journal_issue                   45
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16359
_journal_page_last               16367
_journal_paper_doi               10.1039/c9dt04501e
_journal_volume                  49
_journal_year                    2020
_chemical_formula_sum            'C12 H26 Cu3.5 N15 O21'
_chemical_formula_weight         938.87
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2018-09-12T23:31:48-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2019-09-02 deposited with the CCDC.	2020-05-07 downloaded from the CCDC.
;
_cell_angle_alpha                109.6470(10)
_cell_angle_beta                 105.5020(10)
_cell_angle_gamma                102.9360(10)
_cell_formula_units_Z            2
_cell_length_a                   11.1571(3)
_cell_length_b                   11.6296(4)
_cell_length_c                   13.2772(3)
_cell_measurement_reflns_used    7644
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.01
_cell_measurement_theta_min      2.83
_cell_volume                     1467.04(8)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.9903
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 0
_diffrn_reflns_Laue_measured_fraction_max 0.99
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17404
_diffrn_reflns_point_group_measured_fraction_full 0
_diffrn_reflns_point_group_measured_fraction_max 0.99
_diffrn_reflns_theta_full        25.3487
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         2.288
_exptl_absorpt_coefficient_mu    2.626
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6267
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Krause et al., 2015)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    2.125
_exptl_crystal_description       prism
_exptl_crystal_F_000             945
_exptl_crystal_size_max          0.337
_exptl_crystal_size_mid          0.324
_exptl_crystal_size_min          0.213
_refine_diff_density_max         0.541
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         5320
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0306
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0446P)²+1.6809P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0846
_reflns_Friedel_coverage         0
_reflns_number_gt                4417
_reflns_number_total             5320
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt04501e2.cif
_cod_data_source_block           cumal1a
_cod_depositor_comments
'Adding full bibliography for 7704329--7704330.cif.'
_cod_original_cell_volume        1467.04(7)
_cod_original_formula_sum        'C12 H26 Cu3.50 N15 O21'
_cod_database_code               7704330
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.32039(4) 0.44159(4) 0.16354(3) 0.02868(11) Uani 1 1 d . . . . .
Cu2 Cu 0.04227(4) 0.43591(4) 0.22590(3) 0.03025(11) Uani 1 1 d . . . . .
Cu3 Cu 0.33476(4) 0.68338(4) 0.40186(3) 0.03538(12) Uani 1 1 d . . . . .
O5 O 0.4077(2) 0.3785(2) 0.0572(2) 0.0438(6) Uani 1 1 d . . . . .
O8 O 0.2321(2) 0.5642(2) 0.0674(2) 0.0394(5) Uani 1 1 d . . . . .
H8E H 0.2892 0.6009 0.0438 0.059 Uiso 1 1 d R U . . .
H8F H 0.2141 0.6251 0.1142 0.059 Uiso 1 1 d R U . . .
O1 O 0.4816(3) 1.0250(3) 0.6932(2) 0.0717(10) Uani 1 1 d . . . . .
O17 O 0.2767(3) 0.7887(3) 0.2675(2) 0.0555(7) Uani 1 1 d . . . . .
H17B H 0.213 0.8125 0.2766 0.083 Uiso 1 1 d R U . . .
H17A H 0.3421 0.8499 0.2819 0.083 Uiso 1 1 d R U . . .
O9 O -0.0041(3) 0.5635(3) 0.1368(2) 0.0494(6) Uani 1 1 d . . . . .
H9A H -0.0671 0.523 0.0737 0.074 Uiso 1 1 d R U . . .
H9B H -0.0124 0.6335 0.1776 0.074 Uiso 1 1 d R U . . .
N9 N 0.4833(2) 0.5872(2) 0.2646(2) 0.0289(6) Uani 1 1 d . . . . .
O7 O 0.2419(2) 0.5002(2) 0.28234(17) 0.0296(5) Uani 1 1 d . . . . .
H7B H 0.2616 0.4497 0.3226 0.044 Uiso 1 1 d R U . . .
O6 O 0.5619(2) 0.3440(2) -0.0098(2) 0.0443(6) Uani 1 1 d . . . . .
O3 O -0.1421(2) 0.3292(3) 0.1947(2) 0.0454(6) Uani 1 1 d . . . . .
O2 O 0.4259(3) 0.8556(3) 0.5290(2) 0.0620(8) Uani 1 1 d . . . . .
N7 N -0.0160(3) 0.1220(3) -0.0607(2) 0.0369(6) Uani 1 1 d . . . . .
H7A H -0.0632 0.0482 -0.1182 0.044 Uiso 1 1 calc R U . . .
O14 O 0.0905(3) 0.9077(3) 0.3292(3) 0.0775(10) Uani 1 1 d . . . . .
N1 N 0.0571(3) 0.5664(3) 0.3741(2) 0.0342(6) Uani 1 1 d . . . . .
N6 N 0.0404(3) 0.3008(3) 0.0897(2) 0.0316(6) Uani 1 1 d . . . . .
O13 O -0.0757(4) 0.9299(4) 0.3776(4) 0.1095(15) Uani 1 1 d . . . . .
N2 N 0.1757(3) 0.6730(3) 0.4370(2) 0.0346(6) Uani 1 1 d . . . . .
O12 O 0.9824(4) 0.1233(3) 0.2618(4) 0.0902(12) Uani 1 1 d . . . . .
N10 N 0.4948(3) 0.6868(3) 0.3652(2) 0.0344(6) Uani 1 1 d . . . . .
N8 N 0.1909(3) 0.1381(3) -0.0808(3) 0.0665(11) Uani 1 1 d . . . . .
H8A H 0.2743 0.1808 -0.0553 0.08 Uiso 1 1 calc R U . . .
H8B H 0.1561 0.065 -0.1408 0.08 Uiso 1 1 calc R U . . .
O15 O -0.0772(3) 0.7455(3) 0.2874(4) 0.0879(12) Uani 1 1 d . . . . .
N5 N 0.1536(3) 0.2948(3) 0.0648(2) 0.0311(6) Uani 1 1 d . . . . .
O10 O 1.1562(3) 0.1301(3) 0.2208(3) 0.0694(9) Uani 1 1 d . . . . .
N3 N 0.0411(3) 0.7038(3) 0.5254(2) 0.0438(7) Uani 1 1 d . . . . .
H3 H 0.0095 0.7387 0.5755 0.053 Uiso 1 1 calc R U . . .
N11 N 0.6852(3) 0.7224(3) 0.3444(2) 0.0374(7) Uani 1 1 d . . . . .
H18 H 0.7671 0.7578 0.3566 0.045 Uiso 1 1 calc R U . . .
N12 N 0.6718(3) 0.8766(3) 0.5081(3) 0.0649(11) Uani 1 1 d . . . . .
H12A H 0.6239 0.9001 0.5467 0.078 Uiso 1 1 calc R U . . .
H12B H 0.7537 0.9236 0.5321 0.078 Uiso 1 1 calc R U . . .
C10 C 0.5981(3) 0.6112(3) 0.2548(3) 0.0311(7) Uani 1 1 d . . . . .
N13 N -0.0191(3) 0.8626(4) 0.3315(3) 0.0533(8) Uani 1 1 d . . . . .
C2 C 0.1640(3) 0.7530(4) 0.5270(3) 0.0397(8) Uani 1 1 d . . . . .
N14 N 1.0971(4) 0.1817(3) 0.2809(3) 0.0520(8) Uani 1 1 d . . . . .
C3 C 0.3995(4) 0.9210(4) 0.6131(3) 0.0525(10) Uani 1 1 d . . . . .
N4 N -0.1473(3) 0.5120(3) 0.3996(3) 0.0494(8) Uani 1 1 d . . . . .
H4B H -0.1816 0.4401 0.3383 0.059 Uiso 1 1 calc R U . . .
H4A H -0.1929 0.534 0.441 0.059 Uiso 1 1 calc R U . . .
C6 C -0.0591(3) 0.1963(3) 0.0132(3) 0.0331(7) Uani 1 1 d . . . . .
C11 C 0.5267(3) 0.4099(3) 0.0647(3) 0.0324(7) Uani 1 1 d . . . . .
C9 C 0.6191(3) 0.7677(3) 0.4115(3) 0.0388(8) Uani 1 1 d . . . . .
C8 C -0.1982(3) 0.1614(4) 0.0042(3) 0.0453(9) Uani 1 1 d . . . . .
H8C H -0.2357 0.0674 -0.0259 0.054 Uiso 1 1 calc R U . . .
H8D H -0.2467 0.1869 -0.052 0.054 Uiso 1 1 calc R U . . .
C1 C -0.0231(3) 0.5895(4) 0.4304(3) 0.0396(8) Uani 1 1 d . . . . .
C5 C 0.1159(3) 0.1850(3) -0.0276(3) 0.0359(7) Uani 1 1 d . . . . .
C12 C 0.6342(3) 0.5298(3) 0.1621(3) 0.0364(8) Uani 1 1 d . . . . .
H12C H 0.7039 0.503 0.1981 0.044 Uiso 1 1 calc R U . . .
H12D H 0.6715 0.5847 0.1291 0.044 Uiso 1 1 calc R U . . .
C7 C -0.2225(3) 0.2202(3) 0.1142(3) 0.0373(8) Uani 1 1 d . . . . .
C4 C 0.2654(4) 0.8783(4) 0.6198(3) 0.0521(10) Uani 1 1 d . . . . .
H4C H 0.2785 0.8724 0.6929 0.062 Uiso 1 1 calc R U . . .
H4D H 0.2284 0.9466 0.6216 0.062 Uiso 1 1 calc R U . . .
Cu4 Cu -0.5 0 0 0.03298(14) Uani 1 2 d S . P . .
O4 O -0.3260(3) 0.1604(3) 0.1189(2) 0.0524(7) Uani 1 1 d . . . . .
O16 O -0.4620(2) -0.0865(2) 0.1016(2) 0.0399(6) Uani 1 1 d . . . . .
H16A H -0.3776 -0.0625 0.1369 0.06 Uiso 1 1 d R U . . .
H16B H -0.4926 -0.1695 0.0617 0.06 Uiso 1 1 d R U . . .
O11 O 1.1504(3) 0.2946(3) 0.3567(3) 0.0704(9) Uani 1 1 d . . . . .
O20A O -0.5847(5) 0.3513(6) 0.3196(7) 0.0613(18) Uani 0.534(5) 1 d . . P A 1
O19A O -0.4047(5) 0.3266(6) 0.3036(5) 0.0646(19) Uani 0.534(5) 1 d . . P A 1
N15A N -0.4634(6) 0.3781(5) 0.3659(5) 0.0428(16) Uani 0.534(5) 1 d . . P A 1
O21A O -0.3750(18) 0.4653(17) 0.472(2) 0.051(3) Uani 0.534(5) 1 d . . P A 1
O18A O -0.6038(12) 0.1380(10) 0.1009(9) 0.059(3) Uani 0.534(5) 1 d . . P A 1
H18D H -0.6223 0.1977 0.0915 0.071 Uiso 0.534(5) 1 d R U P A 1
H18C H -0.5191 0.1582 0.1353 0.071 Uiso 0.534(5) 1 d R U P A 1
O19 O -0.5740(14) 0.1080(12) 0.1139(11) 0.055(3) Uani 0.466(5) 1 d D U P A 2
N15 N -0.5536(8) 0.2121(7) 0.2044(7) 0.056(2) Uani 0.466(5) 1 d D U P A 2
O21 O -0.5683(9) 0.3171(7) 0.2488(7) 0.077(3) Uani 0.466(5) 1 d D U P A 2
O20 O -0.4981(14) 0.1725(12) 0.2695(8) 0.151(5) Uani 0.466(5) 1 d D U P A 2
O18 O -0.404(2) 0.439(2) 0.476(2) 0.055(4) Uani 0.466(5) 1 d . . P A 2
H18B H -0.4772 0.3807 0.4535 0.066 Uiso 0.466(5) 1 d R U P A 2
H18A H -0.4086 0.5095 0.4743 0.066 Uiso 0.466(5) 1 d R U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Cu1 O7 174.37(10) . . . yes
O5 Cu1 O8 94.32(9) . . . yes
O5 Cu1 N5 92.05(11) . . . yes
O5 Cu1 N9 89.48(12) . . . yes
O7 Cu1 O8 91.14(9) . . . yes
O7 Cu1 N5 89.55(11) . . . yes
O7 Cu1 N9 88.88(11) . . . yes
O8 Cu1 N5 87.51(11) . . . yes
O8 Cu1 N9 92.92(12) . . . yes
N5 Cu1 N9 178.38(12) . . . yes
O3 Cu2 O7 159.67(12) . . . yes
O3 Cu2 O9 99.49(13) . . . yes
O3 Cu2 N1 92.35(13) . . . yes
O3 Cu2 N6 89.37(13) . . . yes
O7 Cu2 O9 100.81(11) . . . yes
O7 Cu2 N1 88.39(12) . . . yes
O7 Cu2 N6 87.93(12) . . . yes
O9 Cu2 N1 91.19(12) . . . yes
O9 Cu2 N6 94.39(12) . . . yes
N1 Cu2 N6 173.81(14) . . . yes
O2 Cu3 O7 174.72(11) . . . yes
O2 Cu3 O17 89.09(11) . . . yes
O2 Cu3 N2 90.11(13) . . . yes
O2 Cu3 N10 91.56(13) . . . yes
O7 Cu3 O17 96.01(9) . . . yes
O7 Cu3 N2 88.12(11) . . . yes
O7 Cu3 N10 90.09(11) . . . yes
O17 Cu3 N2 94.61(12) . . . yes
O17 Cu3 N10 86.89(12) . . . yes
N2 Cu3 N10 177.78(15) . . . yes
O4 Cu4 O16 87.99(11) . . . yes
O4 Cu4 O18A 81.7(3) . . . yes
O4 Cu4 O19 78.7(4) . . . yes
O4 Cu4 O4 180.00 . . 2_455 yes
O4 Cu4 O16 92.01(11) . . 2_455 yes
O4 Cu4 O18A 98.3(3) . . 2_455 yes
O4 Cu4 O19 101.3(4) . . 2_455 yes
O16 Cu4 O18A 98.7(3) . . . yes
O16 Cu4 O19 87.4(4) . . . yes
O4 Cu4 O16 92.01(11) 2_455 . . yes
O16 Cu4 O16 180.00 . . 2_455 yes
O16 Cu4 O18A 81.3(3) . . 2_455 yes
O16 Cu4 O19 92.7(4) . . 2_455 yes
O4 Cu4 O18A 98.3(3) 2_455 . . yes
O16 Cu4 O18A 81.3(3) 2_455 . . yes
O18A Cu4 O18A 180.00 . . 2_455 yes
O4 Cu4 O19 101.3(4) 2_455 . . yes
O16 Cu4 O19 92.7(4) 2_455 . . yes
O19 Cu4 O19 180.00 . . 2_455 yes
O4 Cu4 O16 87.99(11) 2_455 . 2_455 yes
O4 Cu4 O18A 81.7(3) 2_455 . 2_455 yes
O4 Cu4 O19 78.7(4) 2_455 . 2_455 yes
O16 Cu4 O18A 98.7(3) 2_455 . 2_455 yes
O16 Cu4 O19 87.4(4) 2_455 . 2_455 yes
Cu3 O2 C3 133.8(3) . . . yes
Cu2 O3 C7 132.5(2) . . . yes
Cu4 O4 C7 135.5(2) . . . yes
Cu1 O5 C11 133.4(2) . . . yes
Cu1 O7 Cu2 116.24(10) . . . yes
Cu1 O7 Cu3 115.95(12) . . . yes
Cu2 O7 Cu3 116.01(11) . . . yes
Cu4 O19 N15 149.2(12) . . . yes
Cu1 O21 N15 131.6(7) 1_455 . . yes
Cu2 N1 C1 136.5(3) . . . yes
N2 N1 C1 105.9(3) . . . yes
Cu2 N1 N2 117.3(2) . . . yes
N1 N2 C2 108.7(3) . . . yes
Cu3 N2 N1 123.7(2) . . . yes
Cu3 N2 C2 127.1(3) . . . yes
C1 N3 C2 107.5(3) . . . yes
N6 N5 C5 106.5(3) . . . yes
Cu1 N5 C5 135.6(3) . . . yes
Cu1 N5 N6 117.9(2) . . . yes
Cu2 N6 N5 123.8(2) . . . yes
Cu2 N6 C6 127.7(3) . . . yes
N5 N6 C6 108.2(3) . . . yes
C5 N7 C6 107.4(3) . . . yes
Cu2 O7 H7B 101.00 . . . no
Cu3 O7 H7B 104.00 . . . no
Cu1 O7 H7B 100.00 . . . no
H8E O8 H8F 108.00 . . . no
Cu1 O8 H8F 110.00 . . . no
Cu1 O8 H8E 111.00 . . . no
Cu2 O9 H9B 116.00 . . . no
Cu1 N9 C10 128.8(2) . . . yes
Cu2 O9 H9A 113.00 . . . no
N10 N9 C10 107.8(3) . . . yes
Cu1 N9 N10 123.4(3) . . . yes
H9A O9 H9B 111.00 . . . no
Cu3 N10 C9 135.4(2) . . . yes
N9 N10 C9 106.5(3) . . . yes
Cu3 N10 N9 118.0(2) . . . yes
C9 N11 C10 106.9(3) . . . yes
O20 N15 O21 116.5(9) . . . yes
O19 N15 O21 151.2(11) . . . yes
O19 N15 O20 92.2(11) . . . yes
Cu4 O16 H16A 110.00 . . . no
H16A O16 H16B 109.00 . . . no
Cu4 O16 H16B 110.00 . . . no
Cu3 O17 H17A 109.00 . . . no
H17A O17 H17B 112.00 . . . no
Cu3 O17 H17B 107.00 . . . no
Cu4 O18A H18D 129.00 . . . no
H18C O18A H18D 112.00 . . . no
Cu4 O18A H18C 64.00 . . . no
N1 C1 N3 109.2(3) . . . yes
N1 C1 N4 125.8(4) . . . yes
N3 C1 N4 125.0(3) . . . yes
N3 C2 C4 123.4(3) . . . yes
N2 C2 C4 128.0(4) . . . yes
N2 C2 N3 108.6(3) . . . yes
O1 C3 O2 122.2(4) . . . yes
C1 N3 H3 126.00 . . . no
C2 N3 H3 126.00 . . . no
O1 C3 C4 116.2(4) . . . yes
O2 C3 C4 121.6(4) . . . yes
C2 C4 C3 118.3(3) . . . no
H4A N4 H4B 120.00 . . . no
C1 N4 H4A 120.00 . . . no
C1 N4 H4B 120.00 . . . no
N5 C5 N7 108.9(3) . . . yes
N5 C5 N8 127.5(4) . . . yes
N7 C5 N8 123.6(3) . . . yes
N6 C6 N7 109.0(3) . . . yes
N7 C6 C8 123.5(3) . . . yes
N6 C6 C8 127.4(3) . . . yes
C6 N7 H7A 126.00 . . . no
C5 N7 H7A 126.00 . . . no
O3 C7 O4 122.5(3) . . . yes
O4 C7 C8 116.8(3) . . . yes
O3 C7 C8 120.7(3) . . . yes
C5 N8 H8B 120.00 . . . no
H8A N8 H8B 120.00 . . . no
C5 N8 H8A 120.00 . . . no
C6 C8 C7 116.7(3) . . . no
N10 C9 N11 109.2(3) . . . yes
N10 C9 N12 126.1(3) . . . yes
N11 C9 N12 124.7(3) . . . yes
N9 C10 N11 109.7(3) . . . yes
N9 C10 C12 127.0(3) . . . yes
N11 C10 C12 123.3(3) . . . yes
O5 C11 O6 121.7(3) . . . yes
O5 C11 C12 122.5(3) . . . yes
O6 C11 C12 115.8(3) . . . yes
C9 N11 H18 127.00 . . . no
C10 N11 H18 127.00 . . . no
C10 C12 C11 118.1(3) . . . no
C9 N12 H12A 120.00 . . . no
C9 N12 H12B 120.00 . . . no
H12A N12 H12B 120.00 . . . no
C2 C4 H4C 108.00 . . . no
C2 C4 H4D 108.00 . . . no
C3 C4 H4C 108.00 . . . no
C3 C4 H4D 108.00 . . . no
H4C C4 H4D 107.00 . . . no
C6 C8 H8C 108.00 . . . no
C6 C8 H8D 108.00 . . . no
C7 C8 H8C 108.00 . . . no
C7 C8 H8D 108.00 . . . no
H8C C8 H8D 107.00 . . . no
C10 C12 H12C 108.00 . . . no
C10 C12 H12D 108.00 . . . no
C11 C12 H12C 108.00 . . . no
C11 C12 H12D 108.00 . . . no
H12C C12 H12D 107.00 . . . no
O10 N14 O11 121.4(4) . . . yes
O10 N14 O12 120.2(4) . . . yes
O11 N14 O12 118.3(4) . . . yes
O13 N13 O14 123.3(4) . . . yes
O13 N13 O15 116.0(4) . . . yes
O14 N13 O15 120.7(4) . . . yes
H18A O18 H18B 115.00 . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O5 1.958(2) . . yes
Cu1 O7 2.001(2) . . yes
Cu1 O8 2.411(2) . . yes
Cu1 N5 1.966(3) . . yes
Cu1 N9 1.940(3) . . yes
Cu2 O3 2.000(3) . . yes
Cu2 O7 2.017(2) . . yes
Cu2 O9 2.251(3) . . yes
Cu2 N1 1.977(3) . . yes
Cu2 N6 1.948(3) . . yes
Cu3 O2 1.947(3) . . yes
Cu3 O7 1.997(2) . . yes
Cu3 O17 2.512(3) . . yes
Cu3 N2 1.941(3) . . yes
Cu3 N10 1.968(3) . . yes
Cu4 O4 2.122(3) . . yes
Cu4 O16 1.952(2) . . yes
Cu4 O18A 2.435(13) . . yes
Cu4 O19 2.098(15) . . yes
Cu4 O4 2.122(3) . 2_455 yes
Cu4 O16 1.952(2) . 2_455 yes
Cu4 O18A 2.435(13) . 2_455 yes
Cu4 O19 2.098(15) . 2_455 yes
O1 C3 1.246(5) . . yes
O2 C3 1.272(5) . . yes
O3 C7 1.273(5) . . yes
O4 C7 1.237(5) . . yes
O5 C11 1.263(4) . . yes
O6 C11 1.246(5) . . yes
O19 N15 1.309(16) . . yes
O20 N15 1.205(16) . . yes
O21 N15 1.234(13) . . yes
N1 N2 1.401(5) . . yes
N1 C1 1.327(5) . . yes
N2 C2 1.305(5) . . yes
N3 C2 1.354(5) . . yes
N3 C1 1.354(5) . . yes
N4 C1 1.338(5) . . yes
N5 C5 1.320(5) . . yes
N5 N6 1.399(5) . . yes
N6 C6 1.305(5) . . yes
N7 C5 1.360(5) . . yes
N7 C6 1.345(5) . . yes
O7 H7B 0.9400 . . no
O8 H8F 0.8700 . . no
N8 C5 1.326(5) . . yes
O8 H8E 0.8700 . . no
O9 H9A 0.8300 . . no
O9 H9B 0.8500 . . no
N9 C10 1.301(5) . . yes
N9 N10 1.394(4) . . yes
N10 C9 1.326(5) . . yes
N11 C10 1.348(5) . . yes
N11 C9 1.351(5) . . yes
N12 C9 1.329(5) . . yes
O16 H16A 0.8600 . . no
O16 H16B 0.8600 . . no
O17 H17B 0.8400 . . no
O17 H17A 0.8200 . . no
O18A H18D 0.8100 . . no
O18A H18C 0.8700 . . no
C2 C4 1.494(6) . . no
N3 H3 0.8600 . . no
C3 C4 1.504(7) . . no
N4 H4B 0.8600 . . no
N4 H4A 0.8600 . . no
C6 C8 1.476(5) . . no
N7 H7A 0.8600 . . no
C7 C8 1.515(5) . . no
N8 H8B 0.8600 . . no
N8 H8A 0.8600 . . no
C10 C12 1.491(5) . . no
O10 N14 1.251(6) . . yes
C11 C12 1.505(5) . . no
N11 H18 0.8600 . . no
O11 N14 1.238(5) . . yes
N12 H12A 0.8600 . . no
O12 N14 1.219(6) . . yes
N12 H12B 0.8600 . . no
C4 H4D 0.9700 . . no
C4 H4C 0.9700 . . no
C8 H8C 0.9700 . . no
C8 H8D 0.9700 . . no
C12 H12C 0.9700 . . no
C12 H12D 0.9700 . . no
O13 N13 1.221(6) . . yes
O14 N13 1.231(5) . . yes
O15 N13 1.218(6) . . yes
O19A N15A 1.266(9) . . yes
O18 H18A 0.8400 . . no
O18 H18B 0.8400 . . no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3 O11 0.8600 2.2200 2.967(5) 145.00 2_666 yes
N3 H3 O12 0.8600 2.1800 2.984(5) 156.00 2_666 yes
N4 H4A O18 0.8600 2.6000 3.32(2) 142.00 1_555 yes
N4 H4A O11 0.8600 2.5900 3.276(5) 137.00 2_666 yes
N4 H4A O21A 0.8600 2.2100 2.95(2) 145.00 1_555 yes
N4 H4B O3 0.8600 2.1300 2.859(4) 142.00 . yes
N4 H4B O19A 0.8600 2.3800 2.819(7) 112.00 1_555 yes
N7 H7A O10 0.8600 1.9000 2.746(5) 167.00 2_655 yes
O7 H7B O11 0.9400 2.2000 2.961(4) 137.00 1_455 yes
O7 H7B O20A 0.9400 2.2700 2.924(7) 126.00 1_655 yes
O7 H7B O21A 0.9400 2.4100 3.04(2) 125.00 2_566 yes
O7 H7B O18 0.9400 2.4100 2.98(2) 118.00 2_566 yes
N8 H8A O5 0.8600 2.1700 2.861(4) 137.00 . yes
N8 H8A O18A 0.8600 2.4300 2.849(12) 111.00 1_655 yes
N8 H8B O12 0.8600 2.1300 2.954(6) 159.00 2_655 yes
O8 H8E O6 0.8700 1.8700 2.719(4) 164.00 2_665 yes
O8 H8F O9 0.8700 2.5100 3.015(4) 118.00 . yes
O8 H8F O17 0.8700 2.0700 2.858(4) 149.00 . yes
O9 H9A O8 0.8300 1.9900 2.818(4) 173.00 2_565 yes
O9 H9B O15 0.8500 2.0100 2.818(5) 157.00 1_555 yes
N12 H12A O2 0.8600 2.0800 2.796(5) 140.00 . yes
N12 H12B O14 0.8600 2.1400 2.882(5) 144.00 2_676 yes
O16 H16A N8 0.8600 2.6200 3.276(4) 134.00 2_555 yes
O16 H16B O6 0.8600 1.8100 2.651(4) 166.00 2_555 yes
O17 H17A O1 0.8200 2.0300 2.847(5) 169.00 2_676 yes
O17 H17B O14 0.8400 2.0600 2.887(5) 167.00 1_555 yes
N11 H18 O13 0.8600 2.2200 2.985(6) 147.00 1_655 yes
N11 H18 O15 0.8600 2.1800 2.926(5) 145.00 1_655 yes
O18A H18C O4 0.8700 2.2200 2.989(14) 148.00 . yes
O18A H18C O19A 0.8700 2.2100 2.765(13) 122.00 1_555 yes
O18A H18D O5 0.8100 2.2700 3.024(13) 156.00 1_455 yes
O18A H18D N8 0.8100 2.4100 2.849(12) 116.00 1_455 yes
C4 H4C O4 0.9700 2.5900 3.554(5) 174.00 2_566 yes
C4 H4C O20 0.9700 2.5700 2.913(15) 101.00 2_566 yes
C4 H4D O13 0.9700 2.4600 3.399(7) 162.00 2_576 yes
C8 H8C O18A 0.9700 2.3300 3.254(13) 159.00 2_455 yes
C8 H8C O19 0.9700 2.2700 3.120(15) 145.00 2_455 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O8 Cu1 O5 C11 103.4(3) . . . . no
N5 Cu1 O5 C11 -169.0(3) . . . . no
N9 Cu1 O5 C11 10.5(3) . . . . no
O8 Cu1 O7 Cu2 66.27(13) . . . . no
O8 Cu1 O7 Cu3 -75.32(12) . . . . no
N5 Cu1 O7 Cu2 -21.23(15) . . . . no
N5 Cu1 O7 Cu3 -162.82(14) . . . . no
N9 Cu1 O7 Cu2 159.17(15) . . . . no
N9 Cu1 O7 Cu3 17.58(15) . . . . no
O5 Cu1 N5 N6 -168.7(3) . . . . no
O5 Cu1 N5 C5 9.1(4) . . . . no
O7 Cu1 N5 N6 16.7(3) . . . . no
O7 Cu1 N5 C5 -165.5(4) . . . . no
O8 Cu1 N5 N6 -74.4(3) . . . . no
O8 Cu1 N5 C5 103.3(4) . . . . no
O5 Cu1 N9 N10 176.5(3) . . . . no
O5 Cu1 N9 C10 -4.2(3) . . . . no
O7 Cu1 N9 N10 -8.9(3) . . . . no
O7 Cu1 N9 C10 170.4(3) . . . . no
O8 Cu1 N9 N10 82.2(3) . . . . no
O8 Cu1 N9 C10 -98.5(3) . . . . no
O7 Cu2 O3 C7 -84.4(4) . . . . no
O9 Cu2 O3 C7 92.3(4) . . . . no
N1 Cu2 O3 C7 -176.1(4) . . . . no
N6 Cu2 O3 C7 -2.0(4) . . . . no
O3 Cu2 O7 Cu1 101.0(3) . . . . no
O3 Cu2 O7 Cu3 -117.5(3) . . . . no
O9 Cu2 O7 Cu1 -75.70(14) . . . . no
O9 Cu2 O7 Cu3 65.87(13) . . . . no
N1 Cu2 O7 Cu1 -166.60(15) . . . . no
N1 Cu2 O7 Cu3 -25.03(14) . . . . no
N6 Cu2 O7 Cu1 18.38(15) . . . . no
N6 Cu2 O7 Cu3 159.95(14) . . . . no
O3 Cu2 N1 N2 -179.1(3) . . . . no
O3 Cu2 N1 C1 -6.8(4) . . . . no
O7 Cu2 N1 N2 21.3(3) . . . . no
O7 Cu2 N1 C1 -166.5(4) . . . . no
O9 Cu2 N1 N2 -79.5(3) . . . . no
O9 Cu2 N1 C1 92.7(4) . . . . no
O3 Cu2 N6 N5 -166.8(3) . . . . no
O3 Cu2 N6 C6 6.3(3) . . . . no
O7 Cu2 N6 N5 -7.0(3) . . . . no
O7 Cu2 N6 C6 166.1(3) . . . . no
O9 Cu2 N6 N5 93.7(3) . . . . no
O9 Cu2 N6 C6 -93.2(3) . . . . no
O17 Cu3 O2 C3 106.8(4) . . . . no
N2 Cu3 O2 C3 12.2(4) . . . . no
N10 Cu3 O2 C3 -166.4(4) . . . . no
O17 Cu3 O7 Cu1 67.93(14) . . . . no
O17 Cu3 O7 Cu2 -73.75(13) . . . . no
N2 Cu3 O7 Cu1 162.37(14) . . . . no
N2 Cu3 O7 Cu2 20.69(14) . . . . no
N10 Cu3 O7 Cu1 -18.95(14) . . . . no
N10 Cu3 O7 Cu2 -160.63(14) . . . . no
O2 Cu3 N2 N1 179.2(3) . . . . no
O2 Cu3 N2 C2 -9.0(4) . . . . no
O7 Cu3 N2 N1 -5.8(3) . . . . no
O7 Cu3 N2 C2 166.1(4) . . . . no
O17 Cu3 N2 N1 90.1(3) . . . . no
O17 Cu3 N2 C2 -98.1(4) . . . . no
O2 Cu3 N10 N9 -171.8(3) . . . . no
O2 Cu3 N10 C9 4.4(4) . . . . no
O7 Cu3 N10 N9 13.2(3) . . . . no
O7 Cu3 N10 C9 -170.6(4) . . . . no
O17 Cu3 N10 N9 -82.8(3) . . . . no
O17 Cu3 N10 C9 93.4(4) . . . . no
O16 Cu4 O4 C7 122.4(4) . . . . no
O18A Cu4 O4 C7 -138.5(5) . . . . no
O16 Cu4 O4 C7 -57.6(4) 2_455 . . . no
O18A Cu4 O4 C7 41.5(5) 2_455 . . . no
Cu3 O2 C3 O1 170.9(3) . . . . no
Cu3 O2 C3 C4 -10.6(7) . . . . no
Cu2 O3 C7 O4 169.0(3) . . . . no
Cu2 O3 C7 C8 -14.4(6) . . . . no
Cu4 O4 C7 O3 167.2(3) . . . . no
Cu4 O4 C7 C8 -9.5(6) . . . . no
Cu1 O5 C11 O6 170.6(2) . . . . no
Cu1 O5 C11 C12 -10.6(5) . . . . no
Cu2 N1 N2 Cu3 -11.6(4) . . . . no
Cu2 N1 N2 C2 175.3(3) . . . . no
C1 N1 N2 Cu3 174.0(3) . . . . no
C1 N1 N2 C2 0.8(4) . . . . no
Cu2 N1 C1 N3 -173.7(3) . . . . no
Cu2 N1 C1 N4 7.0(7) . . . . no
N2 N1 C1 N3 -0.8(4) . . . . no
N2 N1 C1 N4 179.8(4) . . . . no
Cu3 N2 C2 N3 -173.4(3) . . . . no
Cu3 N2 C2 C4 6.0(7) . . . . no
N1 N2 C2 N3 -0.5(4) . . . . no
N1 N2 C2 C4 178.8(4) . . . . no
C2 N3 C1 N1 0.6(5) . . . . no
C2 N3 C1 N4 179.9(4) . . . . no
C1 N3 C2 N2 0.0(5) . . . . no
C1 N3 C2 C4 -179.4(4) . . . . no
Cu1 N5 N6 Cu2 -7.2(4) . . . . no
Cu1 N5 N6 C6 178.6(2) . . . . no
C5 N5 N6 Cu2 174.5(3) . . . . no
C5 N5 N6 C6 0.2(4) . . . . no
Cu1 N5 C5 N7 -178.4(3) . . . . no
Cu1 N5 C5 N8 3.2(6) . . . . no
N6 N5 C5 N7 -0.4(4) . . . . no
N6 N5 C5 N8 -178.9(4) . . . . no
Cu2 N6 C6 N7 -173.9(3) . . . . no
Cu2 N6 C6 C8 6.9(6) . . . . no
N5 N6 C6 N7 0.1(4) . . . . no
N5 N6 C6 C8 -179.1(4) . . . . no
C6 N7 C5 N5 0.5(4) . . . . no
C6 N7 C5 N8 179.0(4) . . . . no
C5 N7 C6 N6 -0.3(4) . . . . no
C5 N7 C6 C8 178.9(4) . . . . no
Cu1 N9 N10 Cu3 -3.2(4) . . . . no
Cu1 N9 N10 C9 179.7(3) . . . . no
C10 N9 N10 Cu3 177.4(3) . . . . no
C10 N9 N10 C9 0.2(4) . . . . no
Cu1 N9 C10 N11 -179.5(3) . . . . no
Cu1 N9 C10 C12 -0.9(6) . . . . no
N10 N9 C10 N11 -0.1(4) . . . . no
N10 N9 C10 C12 178.5(3) . . . . no
Cu3 N10 C9 N11 -176.7(3) . . . . no
Cu3 N10 C9 N12 3.0(6) . . . . no
N9 N10 C9 N11 -0.3(4) . . . . no
N9 N10 C9 N12 179.5(4) . . . . no
C10 N11 C9 N10 0.2(4) . . . . no
C10 N11 C9 N12 -179.5(4) . . . . no
C9 N11 C10 N9 -0.1(4) . . . . no
C9 N11 C10 C12 -178.7(3) . . . . no
N2 C2 C4 C3 -0.7(7) . . . . no
N3 C2 C4 C3 178.6(4) . . . . no
O1 C3 C4 C2 -178.9(4) . . . . no
O2 C3 C4 C2 2.6(6) . . . . no
N6 C6 C8 C7 -25.3(6) . . . . no
N7 C6 C8 C7 155.7(4) . . . . no
O3 C7 C8 C6 28.0(6) . . . . no
O4 C7 C8 C6 -155.3(4) . . . . no
N9 C10 C12 C11 3.5(6) . . . . no
N11 C10 C12 C11 -178.1(3) . . . . no
O5 C11 C12 C10 2.1(5) . . . . no
O6 C11 C12 C10 -179.1(3) . . . . no
