#------------------------------------------------------------------------------
#$Date: 2019-10-24 07:11:19 +0300 (Thu, 24 Oct 2019) $
#$Revision: 219485 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/31/2243138.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_2243138
loop_
_publ_author_name
'Tsymbal, Liudmyla V.'
'Arion, Vladimir B.'
'Lampeka, Yaroslaw D.'
_publ_section_title
;
 The first structural characterization of the protonated azacyclam ligand
 in
 catena-poly[[[(perchlorato)copper(II)]-μ-3-(3-carboxypropyl)-1,5,8,12-tetraaza-3-azoniacyclotetradecane]
 bis(perchlorate)]
;
_journal_coeditor_code           HB7857
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1700
_journal_page_last               1704
_journal_paper_doi               10.1107/S205698901901377X
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          '[Cu (C13 H30 N5 O2) (Cl O4)] (Cl O4)2'
_chemical_formula_moiety         'C13 H30 Cl Cu N5 O6 2+, 2(Cl O4 -)'
_chemical_formula_sum            'C13 H30 Cl3 Cu N5 O14'
_chemical_formula_weight         650.31
_chemical_name_systematic
'catena-Poly[[[(perchlorato-κ\kO)copper(II)]-μ-μ-3-(3-carboxypropyl)-1,5,8,12-tetraaza-3-azoniacyclotetradecane-κ⁴N¹,N²,N⁴,N⁵] bis(perchlorate)]'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.990(4)
_cell_length_b                   9.3640(19)
_cell_length_c                   13.636(3)
_cell_measurement_reflns_used    4345
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.480
_cell_measurement_theta_min      2.140
_cell_volume                     2424.8(9)
_computing_cell_refinement
;
SAINT (Bruker, 2007)
;
_computing_data_collection
;
APEX2 (Bruker, 2007)
;
_computing_data_reduction
;
SAINT (Bruker, 2007)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXS2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8 APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1502
_diffrn_reflns_av_unetI/netI     0.0752
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            60778
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.418
_diffrn_reflns_theta_min         2.145
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.309
_exptl_absorpt_correction_T_max  0.8587
_exptl_absorpt_correction_T_min  0.7985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2007)
;
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_description       block
_exptl_crystal_F_000             1340
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_refine_diff_density_max         1.060
_refine_diff_density_min         -1.445
_refine_ls_abs_structure_details
;
Refined as an inversion twin
;
_refine_ls_abs_structure_Flack   0.50(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         4458
_refine_ls_number_restraints     161
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.1239
_refine_ls_R_factor_gt           0.0695
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1002P)²+10.5107P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1731
_refine_ls_wR_factor_ref         0.2151
_reflns_number_gt                2787
_reflns_number_total             4458
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb7857sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        2424.9(8)
_cod_database_code               2243138
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.799
_shelx_estimated_absorpt_t_max   0.859
_shelxl_version_number           2.014
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.08430(6) 0.21078(13) 0.8220(4) 0.0290(4) Uani d 1 . .
Cl Cl3 0.3273(4) 0.1883(8) 1.0262(4) 0.068(3) Uani d 1 . .
Cl Cl2 0.3260(4) 0.1803(8) 0.6130(4) 0.059(2) Uani d 1 . .
O O7 0.3630(8) 0.3036(16) 0.6503(11) 0.068(3) Uani d 0.8 A 1
O O8 0.2596(8) 0.224(2) 0.5737(13) 0.068(3) Uani d 0.8 A 1
O O9 0.3677(8) 0.1169(16) 0.5374(11) 0.068(3) Uani d 0.8 A 1
O O10 0.3152(10) 0.0807(18) 0.6902(10) 0.068(3) Uani d 0.8 A 1
O O7X 0.3906(14) 0.238(5) 0.578(3) 0.068(3) Uani d 0.2 A 2
O O8X 0.275(2) 0.292(4) 0.622(4) 0.068(3) Uani d 0.2 A 2
O O9X 0.300(3) 0.076(4) 0.543(3) 0.068(3) Uani d 0.2 A 2
O O10X 0.335(2) 0.112(5) 0.7053(19) 0.068(3) Uani d 0.2 A 2
O O11 0.2616(8) 0.2416(19) 1.0611(13) 0.067(3) Uani d 0.78 B 1
O O12 0.3169(9) 0.0676(17) 0.9647(11) 0.067(3) Uani d 0.78 B 1
O O13 0.3769(7) 0.1662(17) 1.1023(10) 0.067(3) Uani d 0.78 B 1
O O14 0.3598(8) 0.2996(16) 0.9616(10) 0.067(3) Uani d 0.78 B 1
O O11X 0.2692(17) 0.281(4) 1.051(3) 0.067(3) Uani d 0.22 B 2
O O12X 0.311(2) 0.114(4) 0.937(2) 0.067(3) Uani d 0.22 B 2
O O13X 0.336(2) 0.085(4) 1.104(2) 0.067(3) Uani d 0.22 B 2
O O14X 0.3902(16) 0.271(4) 1.016(3) 0.067(3) Uani d 0.22 B 2
N N4 0.1446(10) 0.116(2) 0.9306(14) 0.028(4) Uani d 1 . .
H H4 0.1868 0.1769 0.9436 0.033 Uiso calc 1 . .
N N5 0.0237(12) 0.291(2) 0.9273(17) 0.039(6) Uani d 1 . .
H H5 -0.0196 0.2300 0.9302 0.047 Uiso calc 1 . .
N N1 0.0240(11) 0.2873(19) 0.7134(16) 0.030(5) Uani d 1 . .
H H1 -0.0194 0.2268 0.7106 0.036 Uiso calc 1 . .
N N2 0.1386(11) 0.1191(19) 0.7138(16) 0.031(5) Uani d 1 . .
H H2 0.1800 0.1829 0.7023 0.038 Uiso calc 1 . .
N N3 0.2112(4) -0.0353(9) 0.8184(18) 0.027(2) Uani d 1 . .
H H3 0.2441 0.0479 0.8184 0.033 Uiso calc 1 . .
C C5 0.0944(15) 0.124(3) 1.0203(19) 0.041(7) Uani d 1 . .
H H5A 0.0566 0.0512 1.0139 0.049 Uiso calc 1 . .
H H5B 0.1209 0.1040 1.0814 0.049 Uiso calc 1 . .
C C6 0.0638(16) 0.267(3) 1.0239(17) 0.042(7) Uani d 1 . .
H H6A 0.1014 0.3393 1.0312 0.051 Uiso calc 1 . .
H H6B 0.0313 0.2752 1.0803 0.051 Uiso calc 1 . .
C C7 -0.0001(15) 0.442(3) 0.914(2) 0.039(6) Uani d 1 . .
H H7A 0.0413 0.5058 0.9123 0.046 Uiso calc 1 . .
H H7B -0.0304 0.4701 0.9694 0.046 Uiso calc 1 . .
C C8 -0.0406(6) 0.4551(12) 0.819(3) 0.040(3) Uani d 1 . .
H H8A -0.0790 0.3834 0.8197 0.047 Uiso calc 1 . .
H H8B -0.0629 0.5506 0.8177 0.047 Uiso calc 1 . .
C C9 0.0008(17) 0.436(3) 0.726(2) 0.044(7) Uani d 1 . .
H H9A -0.0287 0.4647 0.6695 0.053 Uiso calc 1 . .
H H9B 0.0425 0.4997 0.7277 0.053 Uiso calc 1 . .
C C1 0.0607(16) 0.268(3) 0.622(2) 0.051(9) Uani d 1 . .
H H1A 0.0951 0.3467 0.6126 0.061 Uiso calc 1 . .
H H1B 0.0268 0.2706 0.5668 0.061 Uiso calc 1 . .
C C2 0.0999(17) 0.121(3) 0.625(2) 0.045(8) Uani d 1 . .
H H2A 0.0656 0.0410 0.6228 0.054 Uiso calc 1 . .
H H2B 0.1320 0.1114 0.5677 0.054 Uiso calc 1 . .
C C3 0.1686(14) -0.026(3) 0.728(2) 0.036(6) Uani d 1 . .
H H3A 0.1297 -0.0967 0.7319 0.043 Uiso calc 1 . .
H H3B 0.1983 -0.0513 0.6711 0.043 Uiso calc 1 . .
C C4 0.1670(14) -0.027(2) 0.9140(17) 0.031(6) Uani d 1 . .
H H4A 0.1254 -0.0903 0.9083 0.037 Uiso calc 1 . .
H H4B 0.1957 -0.0603 0.9701 0.037 Uiso calc 1 . .
C C10 0.2553(5) -0.1691(11) 0.821(3) 0.034(3) Uani d 1 . .
H H10A 0.2849 -0.1678 0.8808 0.041 Uiso calc 1 . .
H H10B 0.2871 -0.1697 0.7635 0.041 Uiso calc 1 . .
C C11 0.2116(6) -0.3044(11) 0.820(3) 0.037(3) Uani d 1 . .
H H11A 0.1824 -0.3073 0.7604 0.045 Uiso calc 1 . .
H H11B 0.1797 -0.3048 0.8778 0.045 Uiso calc 1 . .
Cl Cl1 0.4733(6) 0.6298(13) 0.8275(11) 0.049(2) Uani d 0.5 C 1
O O5 0.4266(13) 0.681(3) 0.7565(17) 0.092(3) Uani d 0.5 C 1
O O4 0.5273(11) 0.731(2) 0.8438(19) 0.092(3) Uani d 0.5 C 1
O O3 0.5054(7) 0.5048(18) 0.7937(18) 0.092(3) Uani d 0.5 C 1
O O6 0.4378(13) 0.605(2) 0.9148(16) 0.092(3) Uani d 0.5 C 1
Cl Cl1X 0.4594(6) 0.5922(13) 0.8170(11) 0.049(2) Uani d 0.5 D 2
O O5X 0.4124(13) 0.682(3) 0.8729(18) 0.092(3) Uani d 0.5 D 2
O O6X 0.4188(12) 0.494(2) 0.7562(18) 0.092(3) Uani d 0.5 D 2
O O3X 0.5033(7) 0.507(2) 0.8825(18) 0.092(3) Uani d 0.5 D 2
O O4X 0.5041(13) 0.679(2) 0.7532(18) 0.092(3) Uani d 0.5 D 2
O O2 0.1552(4) -0.5798(9) 0.819(2) 0.052(2) Uani d 1 . .
O O1 0.2542(5) -0.6903(9) 0.823(3) 0.085(5) Uani d 1 . .
H H1C 0.2935 -0.6775 0.7958 0.128 Uiso calc 1 . .
C C13 0.2181(6) -0.5702(11) 0.821(3) 0.037(3) Uani d 1 . .
C C12 0.2587(6) -0.4350(12) 0.824(3) 0.041(3) Uani d 1 . .
H H12A 0.2915 -0.4324 0.7675 0.049 Uiso calc 1 . .
H H12B 0.2871 -0.4323 0.8847 0.049 Uiso calc 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
N5 Cu1 N2 . 175.2(9)
N5 Cu1 N1 . 93.9(4)
N2 Cu1 N1 . 84.4(9)
N5 Cu1 N4 . 88.0(9)
N2 Cu1 N4 . 93.4(4)
N1 Cu1 N4 . 175.6(8)
N5 Cu1 O2 1_565 91.8(9)
N2 Cu1 O2 1_565 92.8(8)
N1 Cu1 O2 1_565 90.8(8)
N4 Cu1 O2 1_565 93.1(8)
O13 Cl3 O12 . 114.1(7)
O13 Cl3 O11 . 112.8(7)
O12 Cl3 O11 . 110.7(7)
O14X Cl3 O12X . 110.8(9)
O14X Cl3 O11X . 109.5(9)
O12X Cl3 O11X . 109.1(9)
O14X Cl3 O13X . 109.6(9)
O12X Cl3 O13X . 109.0(9)
O11X Cl3 O13X . 108.7(9)
O13 Cl3 O14 . 105.1(7)
O12 Cl3 O14 . 105.3(7)
O11 Cl3 O14 . 108.3(7)
O7X Cl2 O10X . 111.1(9)
O10 Cl2 O9 . 110.0(7)
O10 Cl2 O8 . 109.8(7)
O9 Cl2 O8 . 109.7(7)
O7X Cl2 O8X . 109.7(9)
O10X Cl2 O8X . 110.0(9)
O10 Cl2 O7 . 109.5(7)
O9 Cl2 O7 . 108.5(7)
O8 Cl2 O7 . 109.4(7)
O7X Cl2 O9X . 108.9(9)
O10X Cl2 O9X . 108.6(9)
O8X Cl2 O9X . 108.4(9)
C4 N4 C5 . 110.6(19)
C4 N4 Cu1 . 117.0(15)
C5 N4 Cu1 . 101.8(14)
C4 N4 H4 . 109.0
C5 N4 H4 . 109.0
Cu1 N4 H4 . 109.0
C7 N5 C6 . 113(2)
C7 N5 Cu1 . 116.2(19)
C6 N5 Cu1 . 106.1(15)
C7 N5 H5 . 107.0
C6 N5 H5 . 107.0
Cu1 N5 H5 . 107.0
C1 N1 C9 . 111(2)
C1 N1 Cu1 . 108.6(16)
C9 N1 Cu1 . 115.0(19)
C1 N1 H1 . 107.2
C9 N1 H1 . 107.2
Cu1 N1 H1 . 107.2
C2 N2 C3 . 108.6(19)
C2 N2 Cu1 . 111.3(16)
C3 N2 Cu1 . 119.6(17)
C2 N2 H2 . 105.4
C3 N2 H2 . 105.4
Cu1 N2 H2 . 105.4
C3 N3 C10 . 112(2)
C3 N3 C4 . 113.6(8)
C10 N3 C4 . 109(2)
C3 N3 H3 . 107.4
C10 N3 H3 . 107.4
C4 N3 H3 . 107.4
C6 C5 N4 . 108(2)
C6 C5 H5A . 110.1
N4 C5 H5A . 110.1
C6 C5 H5B . 110.1
N4 C5 H5B . 110.1
H5A C5 H5B . 108.4
C5 C6 N5 . 108(2)
C5 C6 H6A . 110.2
N5 C6 H6A . 110.2
C5 C6 H6B . 110.2
N5 C6 H6B . 110.2
H6A C6 H6B . 108.5
N5 C7 C8 . 110(2)
N5 C7 H7A . 109.7
C8 C7 H7A . 109.7
N5 C7 H7B . 109.7
C8 C7 H7B . 109.7
H7A C7 H7B . 108.2
C9 C8 C7 . 116.4(10)
C9 C8 H8A . 108.2
C7 C8 H8A . 108.2
C9 C8 H8B . 108.2
C7 C8 H8B . 108.2
H8A C8 H8B . 107.3
N1 C9 C8 . 112(2)
N1 C9 H9A . 109.3
C8 C9 H9A . 109.3
N1 C9 H9B . 109.3
C8 C9 H9B . 109.3
H9A C9 H9B . 108.0
N1 C1 C2 . 109(2)
N1 C1 H1A . 110.0
C2 C1 H1A . 110.0
N1 C1 H1B . 110.0
C2 C1 H1B . 110.0
H1A C1 H1B . 108.3
N2 C2 C1 . 106(2)
N2 C2 H2A . 110.6
C1 C2 H2A . 110.6
N2 C2 H2B . 110.6
C1 C2 H2B . 110.6
H2A C2 H2B . 108.7
N3 C3 N2 . 111.8(18)
N3 C3 H3A . 109.2
N2 C3 H3A . 109.2
N3 C3 H3B . 109.2
N2 C3 H3B . 109.2
H3A C3 H3B . 107.9
N4 C4 N3 . 110.0(17)
N4 C4 H4A . 109.7
N3 C4 H4A . 109.7
N4 C4 H4B . 109.7
N3 C4 H4B . 109.7
H4A C4 H4B . 108.2
N3 C10 C11 . 113.0(8)
N3 C10 H10A . 109.0
C11 C10 H10A . 109.0
N3 C10 H10B . 109.0
C11 C10 H10B . 109.0
H10A C10 H10B . 107.8
C10 C11 C12 . 110.6(9)
C10 C11 H11A . 109.5
C12 C11 H11A . 109.5
C10 C11 H11B . 109.5
C12 C11 H11B . 109.5
H11A C11 H11B . 108.1
O6 Cl1 O3 . 110.9(9)
O6 Cl1 O5 . 110.0(8)
O3 Cl1 O5 . 109.7(9)
O6 Cl1 O4 . 109.2(9)
O3 Cl1 O4 . 107.1(8)
O5 Cl1 O4 . 109.8(8)
O5X Cl1X O3X . 110.4(8)
O5X Cl1X O6X . 110.0(8)
O3X Cl1X O6X . 107.8(8)
O5X Cl1X O4X . 110.3(8)
O3X Cl1X O4X . 109.7(8)
O6X Cl1X O4X . 108.7(8)
C13 O2 Cu1 1_545 128.7(7)
C13 O1 H1C . 109.5
O2 C13 O1 . 117.1(10)
O2 C13 C12 . 125.7(10)
O1 C13 C12 . 117.2(10)
C13 C12 C11 . 112.4(9)
C13 C12 H12A . 109.1
C11 C12 H12A . 109.1
C13 C12 H12B . 109.1
C11 C12 H12B . 109.1
H12A C12 H12B . 107.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 N5 . 1.99(2)
Cu1 N2 . 1.99(2)
Cu1 N1 . 2.005(19)
Cu1 N4 . 2.071(19)
Cu1 O2 1_565 2.379(8)
Cl3 O13 . 1.417(12)
Cl3 O12 . 1.422(12)
Cl3 O11 . 1.426(12)
Cl3 O14X . 1.429(15)
Cl3 O12X . 1.435(15)
Cl3 O11X . 1.446(14)
Cl3 O13X . 1.447(15)
Cl3 O14 . 1.497(13)
Cl2 O10 . 1.421(13)
Cl2 O7X . 1.424(15)
Cl2 O10X . 1.424(15)
Cl2 O9 . 1.430(13)
Cl2 O8 . 1.431(13)
Cl2 O8X . 1.437(15)
Cl2 O7 . 1.443(13)
Cl2 O9X . 1.448(15)
N4 C4 . 1.42(3)
N4 C5 . 1.55(3)
N4 H4 . 1.0000
N5 C7 . 1.50(3)
N5 C6 . 1.54(3)
N5 H5 . 1.0000
N1 C1 . 1.44(4)
N1 C9 . 1.47(3)
N1 H1 . 1.0000
N2 C2 . 1.42(3)
N2 C3 . 1.49(3)
N2 H2 . 1.0000
N3 C3 . 1.47(3)
N3 C10 . 1.507(13)
N3 C4 . 1.55(3)
N3 H3 . 1.0000
C5 C6 . 1.46(4)
C5 H5A . 0.9900
C5 H5B . 0.9900
C6 H6A . 0.9900
C6 H6B . 0.9900
C7 C8 . 1.51(4)
C7 H7A . 0.9900
C7 H7B . 0.9900
C8 C9 . 1.50(5)
C8 H8A . 0.9900
C8 H8B . 0.9900
C9 H9A . 0.9900
C9 H9B . 0.9900
C1 C2 . 1.57(4)
C1 H1A . 0.9900
C1 H1B . 0.9900
C2 H2A . 0.9900
C2 H2B . 0.9900
C3 H3A . 0.9900
C3 H3B . 0.9900
C4 H4A . 0.9900
C4 H4B . 0.9900
C10 C11 . 1.514(14)
C10 H10A . 0.9900
C10 H10B . 0.9900
C11 C12 . 1.515(15)
C11 H11A . 0.9900
C11 H11B . 0.9900
Cl1 O6 . 1.387(17)
Cl1 O3 . 1.398(17)
Cl1 O5 . 1.399(17)
Cl1 O4 . 1.411(17)
Cl1X O5X . 1.446(19)
Cl1X O3X . 1.456(19)
Cl1X O6X . 1.461(19)
Cl1X O4X . 1.463(19)
O2 C13 . 1.198(13)
O2 Cu1 1_545 2.379(8)
O1 C13 . 1.318(13)
O1 H1C . 0.8400
C13 C12 . 1.483(16)
C12 H12A . 0.9900
C12 H12B . 0.9900
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
N2 H2 O8 . 1.00 2.35 3.15(3) 136
N3 H3 O10 . 1.00 2.23 2.85(2) 119
N3 H3 O12 . 1.00 2.43 2.99(2) 115
N4 H4 O11 . 1.00 2.23 3.08(3) 143
O1 H1C O7 1_545 0.84 2.39 3.13(4) 147
N2 H2 O1 1_565 1.00 2.47 3.20(3) 129
N4 H4 O1 1_565 1.00 2.43 3.13(3) 126
N1 H1 O7 3_455 1.00 2.40 3.29(3) 148
N5 H5 O14 3_455 1.00 2.35 3.26(3) 151
C2 H2A O3 3_455 0.99 2.63 3.15(4) 113
C2 H2B O8 . 0.99 2.64 3.26(4) 120
C3 H3A O3 3_455 0.99 2.65 3.23(3) 118
C3 H3B O11 4_544 0.99 2.57 3.42(3) 144
C4 H4A O4 3_455 0.99 2.44 3.40(3) 163
C4 H4B O8 4_545 0.99 2.61 3.48(3) 147
C5 H5B O5 4_545 0.99 2.65 3.29(3) 122
C7 H7A O2 1_565 0.99 2.64 3.23(3) 118
C7 H7A O4 3_465 0.99 2.65 3.26(3) 120
C7 H7A O9 4 0.99 2.64 3.44(3) 138
C8 H8B O5 3_465 0.99 2.65 3.56(3) 153
C9 H9B O2 1_565 0.99 2.58 3.20(3) 120
C10 H10B O10 . 0.99 2.60 3.15(3) 115
C10 H10A O12 . 0.99 2.56 3.18(3) 121
C11 H11B O9 4_545 0.99 2.47 3.40(4) 157
C11 H11A O13 4_544 0.99 2.44 3.43(3) 172
N1 H1 O6X 3_455 1.00 2.46 3.36(3) 149
N5 H5 O3X 3_455 1.00 2.36 2.88(3) 112
C3 H3A O4X 3_455 0.99 2.52 3.45(4) 156
C4 H4A O3X 3_455 0.99 2.47 3.14(3) 125
C5 H5A O3X 3_455 0.99 2.13 2.83(4) 127
C6 H6B O4X 4_545 0.99 2.61 3.48(4) 147
C8 H8B O5X 3_465 0.99 2.65 3.59(3) 157
C12 H12B O5X 1_545 0.99 2.62 3.19(3) 117
C12 H12A O6X 1_545 0.99 2.52 3.25(3) 130
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
C4 N4 C5 C6 . -171(2)
Cu1 N4 C5 C6 . -45(2)
N4 C5 C6 N5 . 60(3)
C7 N5 C6 C5 . -170(2)
Cu1 N5 C6 C5 . -42(3)
C6 N5 C7 C8 . -178(2)
Cu1 N5 C7 C8 . 58(3)
N5 C7 C8 C9 . -68(2)
C1 N1 C9 C8 . 177(2)
Cu1 N1 C9 C8 . -59(3)
C7 C8 C9 N1 . 69(2)
C9 N1 C1 C2 . 166(2)
Cu1 N1 C1 C2 . 38(3)
C3 N2 C2 C1 . 172(2)
Cu1 N2 C2 C1 . 38(3)
N1 C1 C2 N2 . -51(3)
C10 N3 C3 N2 . -166.3(16)
C4 N3 C3 N2 . 70.0(19)
C2 N2 C3 N3 . 178(2)
Cu1 N2 C3 N3 . -52(2)
C5 N4 C4 N3 . 174.6(18)
Cu1 N4 C4 N3 . 59(2)
C3 N3 C4 N4 . -75.1(19)
C10 N3 C4 N4 . 159.7(17)
C3 N3 C10 C11 . -62(3)
C4 N3 C10 C11 . 64(3)
N3 C10 C11 C12 . -180(3)
Cu1 O2 C13 O1 1_545 2(6)
Cu1 O2 C13 C12 1_545 -177(3)
O2 C13 C12 C11 . -2(6)
O1 C13 C12 C11 . 179(3)
C10 C11 C12 C13 . -179(3)

_cod_database_fobs_code 2243138
