#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/93/2219370.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_2219370
loop_
_publ_author_name
'Luna-Ramírez, Karen S.'
'Bernès, Sylvain'
'Gasque, Laura'
_publ_section_title
;[μ-2,8-Dimethyl-1,4,5,6,7,10,11,12-octahydrodiimidazo[4,5-h;4',5'-c][1,6]diazecine-5,11-diacetato]bis[diaquanitratocopper(II)]
 trihydrate
;
_journal_coeditor_code           HY2146
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1135
_journal_page_last               m1136
_journal_paper_doi               10.1107/S1600536808023969
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac
'[Cu2 (C16 H20 N6 O4) (N O3)2 (H2 O)4], 3H2 O'
_chemical_formula_moiety         'C16 H28 Cu2 N8 O14, 3(H2 O)'
_chemical_formula_sum            'C16 H34 Cu2 N8 O17'
_chemical_formula_weight         737.59
_chemical_name_systematic
;[μ-2,8-Dimethyl-1,4,5,6,7,10,11,12-octahydrodiimidazo\[4,5-h;4',5'-
c][1,6]diazecine-5,11-diacetato]bis[diaquanitratocopper(II)]
 trihydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.802(10)
_cell_angle_beta                 93.479(9)
_cell_angle_gamma                114.023(11)
_cell_formula_units_Z            2
_cell_length_a                   7.7983(9)
_cell_length_b                   8.7523(11)
_cell_length_c                   22.509(2)
_cell_measurement_reflns_used    74
_cell_measurement_temperature    296.0(10)
_cell_measurement_theta_max      12.49
_cell_measurement_theta_min      3.77
_cell_volume                     1398.0(3)
_computing_cell_refinement       'XSCANS (Siemens, 1996)'
_computing_data_collection       'XSCANS (Siemens, 1996)'
_computing_data_reduction        'XSCANS (Siemens, 1996)'
_computing_molecular_graphics    'Mercury (Macrae et al.,  2006)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.0(10)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       2θ/ω
_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  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            12145
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.55
_diffrn_standards_decay_%        2.5
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.613
_exptl_absorpt_correction_T_max  0.750
_exptl_absorpt_correction_T_min  0.638
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(XSCANS; Siemens, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.752
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.477
_refine_ls_extinction_coef       0.0028(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6396
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0305
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0357P)²+0.6951P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0823
_reflns_number_gt                5139
_reflns_number_total             6396
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2146.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2219370
_cod_database_fobs_code          2219370
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Cu Cu1 0.08644(4) 0.89792(3) 0.348009(11) 0.02579(9) Uani d . 1
N N1 -0.0982(3) 0.7671(2) 0.40361(8) 0.0248(4) Uani d . 1
C C2 -0.1523(3) 0.6214(3) 0.42879(10) 0.0256(4) Uani d . 1
N N3 -0.2240(3) 0.6329(2) 0.48134(8) 0.0258(4) Uani d . 1
H H3A -0.2680 0.5535 0.5052 0.031 Uiso calc R 1
C C4 -0.2147(3) 0.7941(3) 0.49036(9) 0.0238(4) Uani d . 1
C C5 -0.1392(3) 0.8745(3) 0.44130(9) 0.0231(4) Uani d . 1
C C6 -0.0845(3) 1.0489(3) 0.42218(9) 0.0234(4) Uani d . 1
H H6A -0.0850 1.1228 0.4551 0.028 Uiso calc R 1
H H6B -0.1710 1.0513 0.3898 0.028 Uiso calc R 1
N N7 0.1104(3) 1.1013(2) 0.40212(8) 0.0236(4) Uani d . 1
C C8 0.1656(3) 1.2389(3) 0.36114(10) 0.0275(5) Uani d . 1
H H8A 0.2246 1.3460 0.3838 0.033 Uiso calc R 1
H H8B 0.0550 1.2358 0.3380 0.033 Uiso calc R 1
C C9 0.3037(3) 1.2185(3) 0.31942(10) 0.0294(5) Uani d . 1
O O10 0.2858(2) 1.06789(19) 0.30833(7) 0.0303(3) Uani d . 1
O O11 0.4199(3) 1.3415(2) 0.29801(9) 0.0502(5) Uani d . 1
C C12 -0.1377(4) 0.4685(3) 0.40444(12) 0.0388(6) Uani d . 1
H H12A -0.0285 0.4996 0.3822 0.058 Uiso calc R 1
H H12B -0.2484 0.4038 0.3787 0.058 Uiso calc R 1
H H12C -0.1267 0.4028 0.4366 0.058 Uiso calc R 1
C C13 -0.2580(3) 0.8638(3) 0.54610(9) 0.0262(4) Uani d . 1
H H13A -0.3785 0.7852 0.5578 0.031 Uiso calc R 1
H H13B -0.2700 0.9673 0.5377 0.031 Uiso calc R 1
O O14 0.0602(3) 0.7270(2) 0.28594(7) 0.0337(4) Uani d D 1
H H14A -0.048(2) 0.651(3) 0.2794(12) 0.051 Uiso d D 1
H H14B 0.087(4) 0.770(3) 0.2528(7) 0.051 Uiso d D 1
O O15 -0.1735(3) 0.9468(2) 0.28392(8) 0.0421(4) Uani d D 1
H H15A -0.126(4) 0.955(4) 0.2509(8) 0.063 Uiso d D 1
H H15B -0.263(3) 0.851(2) 0.2816(14) 0.063 Uiso d D 1
Cu Cu2 0.35494(4) 0.83718(3) 0.145370(11) 0.02455(8) Uani d . 1
N N21 0.5757(3) 0.8507(2) 0.10232(8) 0.0246(4) Uani d . 1
C C22 0.6423(3) 0.7446(3) 0.08044(10) 0.0273(5) Uani d . 1
N N23 0.7269(3) 0.8023(2) 0.03001(8) 0.0258(4) Uani d . 1
H H23A 0.7806 0.7542 0.0086 0.031 Uiso calc R 1
C C24 0.7128(3) 0.9526(3) 0.01846(9) 0.0225(4) Uani d . 1
C C25 0.6218(3) 0.9813(3) 0.06424(9) 0.0218(4) Uani d . 1
C C26 0.5580(3) 1.1153(3) 0.08005(9) 0.0225(4) Uani d . 1
H H26A 0.5708 1.1879 0.0474 0.027 Uiso calc R 1
H H26B 0.6314 1.1827 0.1152 0.027 Uiso calc R 1
N N27 0.3561(2) 1.0257(2) 0.09200(7) 0.0213(3) Uani d . 1
C C28 0.2817(3) 1.1241(3) 0.12900(10) 0.0267(5) Uani d . 1
H H28A 0.2282 1.1836 0.1036 0.032 Uiso calc R 1
H H28B 0.3831 1.2059 0.1552 0.032 Uiso calc R 1
C C29 0.1307(3) 1.0060(3) 0.16603(10) 0.0278(5) Uani d . 1
O O30 0.1386(2) 0.86562(19) 0.17597(7) 0.0293(3) Uani d . 1
O O31 0.0133(3) 1.0514(2) 0.18558(8) 0.0415(4) Uani d . 1
C C32 0.6350(4) 0.5899(3) 0.10759(12) 0.0416(6) Uani d . 1
H H32A 0.5864 0.5831 0.1460 0.062 Uiso calc R 1
H H32B 0.7595 0.5927 0.1119 0.062 Uiso calc R 1
H H32C 0.5544 0.4937 0.0823 0.062 Uiso calc R 1
C C33 0.7703(3) 1.0501(3) -0.03551(9) 0.0248(4) Uani d . 1
H H33A 0.8968 1.0630 -0.0427 0.030 Uiso calc R 1
H H33B 0.7751 1.1612 -0.0272 0.030 Uiso calc R 1
O O34 0.3272(3) 0.6462(2) 0.19384(8) 0.0351(4) Uani d D 1
H H34A 0.222(2) 0.564(3) 0.1904(12) 0.053 Uiso d D 1
H H34B 0.364(4) 0.668(4) 0.2303(6) 0.053 Uiso d D 1
O O35 0.5368(3) 1.0386(2) 0.22603(8) 0.0393(4) Uani d D 1
H H35A 0.466(3) 1.044(4) 0.2520(10) 0.059 Uiso d D 1
H H35B 0.628(3) 1.029(4) 0.2450(12) 0.059 Uiso d D 1
N N41 0.3385(3) 0.7364(2) 0.43818(9) 0.0332(4) Uani d . 1
O O41 0.2854(4) 0.7699(3) 0.48506(9) 0.0635(6) Uani d . 1
O O42 0.3741(3) 0.6098(2) 0.43267(9) 0.0426(4) Uani d . 1
O O43 0.3583(3) 0.8284(3) 0.39489(8) 0.0487(5) Uani d . 1
N N51 0.1540(3) 0.4932(2) 0.04767(9) 0.0320(4) Uani d . 1
O O51 0.2721(3) 0.5612(3) 0.01204(9) 0.0540(5) Uani d . 1
O O52 0.0845(3) 0.3372(2) 0.05034(9) 0.0449(5) Uani d . 1
O O53 0.1045(3) 0.5808(2) 0.08235(8) 0.0425(4) Uani d . 1
O O61 0.7678(4) 0.4526(3) 0.24970(14) 0.0846(10) Uani d D 1
H H61A 0.657(3) 0.398(5) 0.259(2) 0.127 Uiso d D 1
H H61B 0.819(4) 0.384(3) 0.250(2) 0.127 Uiso d D 1
O O62 -0.0134(3) 0.3570(2) 0.17744(9) 0.0484(5) Uani d D 1
H H62A -0.015(5) 0.260(2) 0.1804(14) 0.073 Uiso d D 1
H H62B -0.006(5) 0.371(4) 0.1406(6) 0.073 Uiso d D 1
O O63 0.4948(3) 0.6773(2) 0.30304(8) 0.0404(4) Uani d D 1
H H63A 0.477(5) 0.5775(18) 0.3072(14) 0.061 Uiso d D 1
H H63B 0.448(5) 0.709(4) 0.3310(11) 0.061 Uiso d D 1
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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 1 2
-1 1 -3
1 0 -3
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
O10 Cu1 O14 . . 91.21(7)
O10 Cu1 N1 . . 166.48(7)
O14 Cu1 N1 . . 102.13(7)
O10 Cu1 N7 . . 82.87(7)
O14 Cu1 N7 . . 170.59(7)
N1 Cu1 N7 . . 84.17(7)
O10 Cu1 O15 . . 91.86(7)
O14 Cu1 O15 . . 86.02(7)
N1 Cu1 O15 . . 91.24(7)
N7 Cu1 O15 . . 86.87(7)
O10 Cu1 O43 . . 84.37(7)
O14 Cu1 O43 . . 84.84(7)
N1 Cu1 O43 . . 94.57(7)
N7 Cu1 O43 . . 101.77(7)
O15 Cu1 O43 . . 170.03(6)
C2 N1 C5 . . 106.92(17)
C2 N1 Cu1 . . 139.08(15)
C5 N1 Cu1 . . 109.98(13)
N1 C2 N3 . . 109.50(18)
N1 C2 C12 . . 126.2(2)
N3 C2 C12 . . 124.3(2)
C2 N3 C4 . . 108.79(17)
C5 C4 N3 . . 105.16(18)
C5 C4 C13 . . 128.95(19)
N3 C4 C13 . . 125.51(19)
C4 C5 N1 . . 109.61(18)
C4 C5 C6 . . 134.29(19)
N1 C5 C6 . . 116.00(18)
C5 C6 N7 . . 105.46(16)
C8 N7 C6 . . 114.66(17)
C8 N7 C13 . 2_576 111.73(17)
C6 N7 C13 . 2_576 112.48(16)
C8 N7 Cu1 . . 102.92(12)
C6 N7 Cu1 . . 102.80(12)
C13 N7 Cu1 2_576 . 111.46(13)
N7 C8 C9 . . 108.93(17)
O11 C9 O10 . . 124.0(2)
O11 C9 C8 . . 120.1(2)
O10 C9 C8 . . 115.84(19)
C9 O10 Cu1 . . 114.73(14)
C4 C13 N7 . 2_576 113.84(18)
O30 Cu2 O34 . . 94.11(7)
O30 Cu2 N21 . . 166.65(7)
O34 Cu2 N21 . . 99.21(7)
O30 Cu2 N27 . . 82.21(7)
O34 Cu2 N27 . . 174.38(7)
N21 Cu2 N27 . . 84.44(7)
O30 Cu2 O35 . . 84.72(7)
O34 Cu2 O35 . . 92.25(7)
N21 Cu2 O35 . . 95.62(7)
N27 Cu2 O35 . . 91.64(7)
O30 Cu2 O53 . . 85.36(6)
O34 Cu2 O53 . . 76.31(7)
N21 Cu2 O53 . . 96.84(7)
N27 Cu2 O53 . . 99.08(6)
O35 Cu2 O53 . . 164.27(6)
C22 N21 C25 . . 106.61(17)
C22 N21 Cu2 . . 137.21(15)
C25 N21 Cu2 . . 109.28(13)
N21 C22 N23 . . 109.61(19)
N21 C22 C32 . . 126.3(2)
N23 C22 C32 . . 124.1(2)
C22 N23 C24 . . 108.84(18)
C25 C24 N23 . . 104.89(18)
C25 C24 C33 . . 128.23(19)
N23 C24 C33 . . 126.66(19)
C24 C25 N21 . . 110.02(18)
C24 C25 C26 . . 134.12(19)
N21 C25 C26 . . 115.81(17)
C25 C26 N27 . . 105.47(16)
C28 N27 C26 . . 114.94(16)
C28 N27 C33 . 2_675 111.27(17)
C26 N27 C33 . 2_675 112.37(15)
C28 N27 Cu2 . . 104.14(12)
C26 N27 Cu2 . . 103.68(12)
C33 N27 Cu2 2_675 . 109.74(12)
N27 C28 C29 . . 109.37(17)
O31 C29 O30 . . 124.2(2)
O31 C29 C28 . . 119.3(2)
O30 C29 C28 . . 116.51(19)
C29 O30 Cu2 . . 114.94(14)
C24 C33 N27 . 2_675 115.46(17)
O41 N41 O42 . . 120.3(2)
O41 N41 O43 . . 120.8(2)
O42 N41 O43 . . 118.9(2)
N41 O43 Cu1 . . 122.73(16)
O51 N51 O52 . . 120.4(2)
O51 N51 O53 . . 120.0(2)
O52 N51 O53 . . 119.5(2)
N51 O53 Cu2 . . 120.63(15)
C2 N3 H3A . . 125.6
C4 N3 H3A . . 125.6
C5 C6 H6A . . 110.6
N7 C6 H6A . . 110.6
C5 C6 H6B . . 110.6
N7 C6 H6B . . 110.6
H6A C6 H6B . . 108.8
N7 C8 H8A . . 109.9
C9 C8 H8A . . 109.9
N7 C8 H8B . . 109.9
C9 C8 H8B . . 109.9
H8A C8 H8B . . 108.3
C2 C12 H12A . . 109.5
C2 C12 H12B . . 109.5
H12A C12 H12B . . 109.5
C2 C12 H12C . . 109.5
H12A C12 H12C . . 109.5
H12B C12 H12C . . 109.5
C4 C13 H13A . . 108.8
N7 C13 H13A 2_576 . 108.8
C4 C13 H13B . . 108.8
N7 C13 H13B 2_576 . 108.8
H13A C13 H13B . . 107.7
Cu1 O14 H14A . . 115.2(19)
Cu1 O14 H14B . . 111(2)
H14A O14 H14B . . 105(2)
Cu1 O15 H15A . . 98(2)
Cu1 O15 H15B . . 102(2)
H15A O15 H15B . . 105(2)
C22 N23 H23A . . 125.6
C24 N23 H23A . . 125.6
C25 C26 H26A . . 110.6
N27 C26 H26A . . 110.6
C25 C26 H26B . . 110.6
N27 C26 H26B . . 110.6
H26A C26 H26B . . 108.8
N27 C28 H28A . . 109.8
C29 C28 H28A . . 109.8
N27 C28 H28B . . 109.8
C29 C28 H28B . . 109.8
H28A C28 H28B . . 108.2
C22 C32 H32A . . 109.5
C22 C32 H32B . . 109.5
H32A C32 H32B . . 109.5
C22 C32 H32C . . 109.5
H32A C32 H32C . . 109.5
H32B C32 H32C . . 109.5
C24 C33 H33A . . 108.4
N27 C33 H33A 2_675 . 108.4
C24 C33 H33B . . 108.4
N27 C33 H33B 2_675 . 108.4
H33A C33 H33B . . 107.5
Cu2 O34 H34A . . 117(2)
Cu2 O34 H34B . . 117(2)
H34A O34 H34B . . 109(2)
Cu2 O35 H35A . . 110(2)
Cu2 O35 H35B . . 121(2)
H35A O35 H35B . . 105(2)
H61A O61 H61B . . 106(2)
H62A O62 H62B . . 103(2)
H63A O63 H63B . . 108(2)
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
Cu1 O10 . 1.9484(16) yes
Cu1 O14 . 1.9533(16) yes
Cu1 N1 . 1.9789(18) yes
Cu1 N7 . 2.0619(17) yes
Cu1 O15 . 2.601(2) yes
Cu1 O43 . 2.607(2) yes
N1 C2 . 1.327(3) ?
N1 C5 . 1.390(3) ?
C2 N3 . 1.357(3) ?
C2 C12 . 1.480(3) ?
N3 C4 . 1.391(3) ?
C4 C5 . 1.361(3) ?
C4 C13 . 1.494(3) ?
C5 C6 . 1.493(3) ?
C6 N7 . 1.501(3) ?
N7 C8 . 1.477(3) ?
N7 C13 2_576 1.519(3) ?
C8 C9 . 1.530(3) ?
C9 O11 . 1.226(3) ?
C9 O10 . 1.282(3) ?
C13 N7 2_576 1.519(3) ?
Cu2 O30 . 1.9632(15) yes
Cu2 O34 . 1.9697(17) yes
Cu2 N21 . 1.9903(18) yes
Cu2 N27 . 2.0690(17) yes
Cu2 O35 . 2.4221(19) yes
Cu2 O53 . 2.5994(19) yes
N21 C22 . 1.330(3) ?
N21 C25 . 1.391(3) ?
C22 N23 . 1.355(3) ?
C22 C32 . 1.484(3) ?
N23 C24 . 1.395(3) ?
C24 C25 . 1.359(3) ?
C24 C33 . 1.492(3) ?
C25 C26 . 1.490(3) ?
C26 N27 . 1.492(3) ?
N27 C28 . 1.480(3) ?
N27 C33 2_675 1.514(3) ?
C28 C29 . 1.527(3) ?
C29 O31 . 1.234(3) ?
C29 O30 . 1.281(3) ?
C33 N27 2_675 1.514(3) ?
N41 O41 . 1.226(3) ?
N41 O42 . 1.251(3) ?
N41 O43 . 1.260(3) ?
N51 O51 . 1.233(3) ?
N51 O52 . 1.253(3) ?
N51 O53 . 1.259(3) ?
N3 H3A . 0.8600 ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
O14 H14A . 0.840(10) ?
O14 H14B . 0.850(10) ?
O15 H15A . 0.840(10) ?
O15 H15B . 0.840(10) ?
N23 H23A . 0.8600 ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
C28 H28A . 0.9700 ?
C28 H28B . 0.9700 ?
C32 H32A . 0.9600 ?
C32 H32B . 0.9600 ?
C32 H32C . 0.9600 ?
C33 H33A . 0.9700 ?
C33 H33B . 0.9700 ?
O34 H34A . 0.840(10) ?
O34 H34B . 0.840(10) ?
O35 H35A . 0.84(3) ?
O35 H35B . 0.84(3) ?
O61 H61A . 0.84(3) ?
O61 H61B . 0.85(3) ?
O62 H62A . 0.840(10) ?
O62 H62B . 0.840(10) ?
O63 H63A . 0.840(10) ?
O63 H63B . 0.84(3) ?
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
_geom_hbond_publ_flag
N3 H3A O42 2_566 0.86 2.00 2.853(3) 172.8 yes
N23 H23A O52 2_665 0.86 2.07 2.927(3) 172.6 yes
O14 H14A O61 1_455 0.840(10) 1.810(10) 2.613(3) 158(3) yes
O14 H14B O30 . 0.850(10) 1.940(10) 2.782(2) 178(3) yes
O15 H15A O31 . 0.840(10) 1.890(10) 2.701(2) 160(3) yes
O15 H15B O63 1_455 0.840(10) 1.98(2) 2.769(3) 155(3) yes
O34 H34A O62 . 0.840(10) 1.980(10) 2.819(3) 174(3) yes
O34 H34B O63 . 0.840(10) 1.860(10) 2.665(3) 160(3) yes
O35 H35A O10 . 0.84(3) 2.02(3) 2.855(2) 174(3) yes
O35 H35B O15 1_655 0.84(3) 2.11(3) 2.938(3) 166(3) yes
O61 H61A O11 1_545 0.84(3) 1.98(2) 2.787(3) 161(4) yes
O61 H61B O62 1_655 0.85(3) 2.22(4) 2.770(3) 123(4) yes
O62 H62A O31 1_545 0.840(10) 1.940(10) 2.777(3) 173(4) yes
O62 H62B O52 . 0.840(10) 2.24(2) 3.023(3) 154(3) yes
O63 H63A O11 1_545 0.840(10) 1.930(10) 2.751(3) 167(3) yes
O63 H63B O43 . 0.84(3) 2.07(3) 2.898(3) 170(3) yes
O63 H63B O42 . 0.84(3) 2.49(2) 3.120(3) 133(3) 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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O10 Cu1 N1 C2 . . -126.5(3)
O14 Cu1 N1 C2 . . 44.1(2)
N7 Cu1 N1 C2 . . -143.0(2)
O15 Cu1 N1 C2 . . 130.3(2)
O43 Cu1 N1 C2 . . -41.6(2)
O10 Cu1 N1 C5 . . 26.7(4)
O14 Cu1 N1 C5 . . -162.71(14)
N7 Cu1 N1 C5 . . 10.21(14)
O15 Cu1 N1 C5 . . -76.52(14)
O43 Cu1 N1 C5 . . 111.60(14)
C5 N1 C2 N3 . . -0.7(2)
Cu1 N1 C2 N3 . . 152.96(18)
C5 N1 C2 C12 . . 179.5(2)
Cu1 N1 C2 C12 . . -26.8(4)
N1 C2 N3 C4 . . -0.2(3)
C12 C2 N3 C4 . . 179.6(2)
C2 N3 C4 C5 . . 1.1(2)
C2 N3 C4 C13 . . -172.3(2)
N3 C4 C5 N1 . . -1.5(2)
C13 C4 C5 N1 . . 171.5(2)
N3 C4 C5 C6 . . -177.7(2)
C13 C4 C5 C6 . . -4.7(4)
C2 N1 C5 C4 . . 1.4(2)
Cu1 N1 C5 C4 . . -160.57(15)
C2 N1 C5 C6 . . 178.42(19)
Cu1 N1 C5 C6 . . 16.4(2)
C4 C5 C6 N7 . . 131.6(3)
N1 C5 C6 N7 . . -44.5(2)
C5 C6 N7 C8 . . 158.05(17)
C5 C6 N7 C13 . 2_576 -72.8(2)
C5 C6 N7 Cu1 . . 47.16(17)
O10 Cu1 N7 C8 . . 31.67(14)
N1 Cu1 N7 C8 . . -152.16(14)
O15 Cu1 N7 C8 . . -60.59(13)
O43 Cu1 N7 C8 . . 114.37(13)
O10 Cu1 N7 C6 . . 151.08(13)
N1 Cu1 N7 C6 . . -32.75(13)
O15 Cu1 N7 C6 . . 58.82(12)
O43 Cu1 N7 C6 . . -126.22(12)
O10 Cu1 N7 C13 . 2_576 -88.21(13)
N1 Cu1 N7 C13 . 2_576 87.95(13)
O15 Cu1 N7 C13 . 2_576 179.52(13)
O43 Cu1 N7 C13 . 2_576 -5.51(14)
C6 N7 C8 C9 . . -149.67(18)
C13 N7 C8 C9 2_576 . 80.8(2)
Cu1 N7 C8 C9 . . -38.8(2)
N7 C8 C9 O11 . . -152.6(2)
N7 C8 C9 O10 . . 28.6(3)
O11 C9 O10 Cu1 . . -179.2(2)
C8 C9 O10 Cu1 . . -0.5(3)
O14 Cu1 O10 C9 . . 154.16(17)
N1 Cu1 O10 C9 . . -35.0(4)
N7 Cu1 O10 C9 . . -18.51(16)
O15 Cu1 O10 C9 . . 68.10(17)
O43 Cu1 O10 C9 . . -121.15(17)
C5 C4 C13 N7 . 2_576 -99.9(3)
N3 C4 C13 N7 . 2_576 71.9(3)
O30 Cu2 N21 C22 . . -141.4(3)
O34 Cu2 N21 C22 . . 34.5(2)
N27 Cu2 N21 C22 . . -141.1(2)
O35 Cu2 N21 C22 . . 127.8(2)
O53 Cu2 N21 C22 . . -42.6(2)
O30 Cu2 N21 C25 . . 4.0(4)
O34 Cu2 N21 C25 . . 179.99(14)
N27 Cu2 N21 C25 . . 4.30(14)
O35 Cu2 N21 C25 . . -86.81(14)
O53 Cu2 N21 C25 . . 102.81(14)
C25 N21 C22 N23 . . -0.5(2)
Cu2 N21 C22 N23 . . 145.56(18)
C25 N21 C22 C32 . . 176.9(2)
Cu2 N21 C22 C32 . . -37.1(4)
N21 C22 N23 C24 . . -0.5(3)
C32 C22 N23 C24 . . -178.0(2)
C22 N23 C24 C25 . . 1.3(2)
C22 N23 C24 C33 . . -173.7(2)
N23 C24 C25 N21 . . -1.6(2)
C33 C24 C25 N21 . . 173.3(2)
N23 C24 C25 C26 . . -179.1(2)
C33 C24 C25 C26 . . -4.2(4)
C22 N21 C25 C24 . . 1.3(2)
Cu2 N21 C25 C24 . . -154.94(15)
C22 N21 C25 C26 . . 179.31(18)
Cu2 N21 C25 C26 . . 23.0(2)
C24 C25 C26 N27 . . 129.3(2)
N21 C25 C26 N27 . . -48.0(2)
C25 C26 N27 C28 . . 158.64(17)
C25 C26 N27 C33 . 2_675 -72.8(2)
C25 C26 N27 Cu2 . . 45.67(16)
O30 Cu2 N27 C28 . . 30.55(13)
N21 Cu2 N27 C28 . . -149.39(14)
O35 Cu2 N27 C28 . . -53.90(13)
O53 Cu2 N27 C28 . . 114.55(13)
O30 Cu2 N27 C26 . . 151.13(12)
N21 Cu2 N27 C26 . . -28.80(12)
O35 Cu2 N27 C26 . . 66.69(12)
O53 Cu2 N27 C26 . . -124.87(12)
O30 Cu2 N27 C33 . 2_675 -88.64(13)
N21 Cu2 N27 C33 . 2_675 91.42(13)
O35 Cu2 N27 C33 . 2_675 -173.09(12)
O53 Cu2 N27 C33 . 2_675 -4.64(13)
C26 N27 C28 C29 . . -148.41(18)
C33 N27 C28 C29 2_675 . 82.4(2)
Cu2 N27 C28 C29 . . -35.70(19)
N27 C28 C29 O31 . . -158.3(2)
N27 C28 C29 O30 . . 23.4(3)
O31 C29 O30 Cu2 . . -174.47(19)
C28 C29 O30 Cu2 . . 3.7(2)
O34 Cu2 O30 C29 . . 164.11(16)
N21 Cu2 O30 C29 . . -19.9(4)
N27 Cu2 O30 C29 . . -20.16(15)
O35 Cu2 O30 C29 . . 72.23(16)
O53 Cu2 O30 C29 . . -120.00(16)
C25 C24 C33 N27 . 2_675 -101.2(3)
N23 C24 C33 N27 . 2_675 72.7(3)
O41 N41 O43 Cu1 . . -56.3(3)
O42 N41 O43 Cu1 . . 123.81(19)
O10 Cu1 O43 N41 . . 167.17(19)
O14 Cu1 O43 N41 . . -101.09(19)
N1 Cu1 O43 N41 . . 0.70(19)
N7 Cu1 O43 N41 . . 85.68(19)
O51 N51 O53 Cu2 . . -49.7(3)
O52 N51 O53 Cu2 . . 129.25(19)
O30 Cu2 O53 N51 . . 179.93(17)
O34 Cu2 O53 N51 . . -84.69(17)
N21 Cu2 O53 N51 . . 13.17(18)
N27 Cu2 O53 N51 . . 98.60(17)
O35 Cu2 O53 N51 . . -129.0(2)
