#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/28/2222820.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_2222820
loop_
_publ_author_name
'Assey, Gervas E.'
'Yisgedu, Teshome'
'Gultneh, Yilma'
'Butcher, Ray J.'
'Tesema, Yohannes'
_publ_section_title
;Di-μ-perchlorato-bis(μ-2-[(2-pyridyl)methylaminomethyl]phenolato)dicopper(II)
 acetonitrile disolvate
;
_journal_coeditor_code           NG2609
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1007
_journal_page_last               m1008
_journal_paper_doi               10.1107/S1600536809029134
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu2 (C13 H13 N2 O)2 (Cl O4)2], 2C2 H3 N'
_chemical_formula_moiety         'C26 H26 Cl2 Cu2 N4 O10, 2(C2 H3 N)'
_chemical_formula_sum            'C30 H32 Cl2 Cu2 N6 O10'
_chemical_formula_weight         834.60
_chemical_name_systematic
;Di-μ-perchlorato-bis{μ-2-[(2-pyridyl)methylaminomethyl]phenolato)dicopper(II)
acetonitrile
 disolvate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 102.665(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.0285(4)
_cell_length_b                   9.4062(3)
_cell_length_c                   24.7097(10)
_cell_measurement_reflns_used    11642
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      34.6806
_cell_measurement_theta_min      4.6935
_cell_volume                     3634.8(2)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2008)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2008)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_method       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  0.0358
_diffrn_reflns_av_sigmaI/netI    0.0653
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            33853
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         34.75
_diffrn_reflns_theta_min         4.70
_diffrn_standards_decay_%        <2%
_exptl_absorpt_coefficient_mu    1.378
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis RED; Oxford Diffraction, 2008)'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1704
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.39
_refine_diff_density_max         1.289
_refine_diff_density_min         -2.236
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     453
_refine_ls_number_reflns         14212
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.191
_refine_ls_R_factor_all          0.1302
_refine_ls_R_factor_gt           0.0778
_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)+(0.0713P)²+3.514P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1865
_refine_ls_wR_factor_ref         0.1987
_reflns_number_gt                8089
_reflns_number_total             14212
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng2609.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2222820
_cod_database_fobs_code          2222820
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.05889(2) 0.91878(4) 0.214778(15) 0.02910(8) Uani d . 1 . .
Cu Cu2 -0.06076(2) 1.04142(4) 0.277641(15) 0.02901(8) Uani d . 1 . .
Cl Cl1 -0.10838(4) 0.68198(8) 0.24709(4) 0.03933(18) Uani d . 1 . .
Cl Cl2 0.10650(4) 1.27847(8) 0.24782(4) 0.0440(2) Uani d . 1 . .
O O11 -0.05145(14) 0.6989(3) 0.20982(10) 0.0450(6) Uani d . 1 . .
O O12 -0.14408(13) 0.8171(2) 0.25739(10) 0.0425(6) Uani d . 1 . .
O O13 -0.06250(19) 0.6237(3) 0.29860(13) 0.0743(9) Uani d . 1 . .
O O14 -0.17758(15) 0.5894(3) 0.22222(15) 0.0730(10) Uani d . 1 . .
O O21 0.14267(14) 1.1426(2) 0.23742(11) 0.0443(6) Uani d . 1 . .
O O22 0.04757(14) 1.2593(3) 0.28331(11) 0.0483(6) Uani d . 1 . .
O O23 0.17503(16) 1.3695(3) 0.27486(17) 0.0819(11) Uani d U 1 . .
O O24 0.0624(2) 1.3376(4) 0.19615(15) 0.0843(10) Uani d . 1 . .
O O1A 0.04239(11) 0.9262(2) 0.29027(8) 0.0264(4) Uani d . 1 . .
O O1B -0.04444(11) 1.0330(2) 0.20172(8) 0.0262(4) Uani d . 1 . .
N N1A 0.15385(15) 0.7811(3) 0.23295(11) 0.0347(6) Uani d . 1 . .
H H1AA 0.2049 0.8316 0.2381 0.042 Uiso calc R 1 . .
N N2A 0.08589(15) 0.9092(3) 0.14074(11) 0.0332(6) Uani d . 1 . .
N N1B -0.15526(15) 1.1796(3) 0.25897(11) 0.0347(6) Uani d . 1 . .
H H1BA -0.2064 1.1300 0.2551 0.042 Uiso calc R 1 . .
N N2B -0.08647(15) 1.0555(3) 0.35188(10) 0.0333(6) Uani d . 1 . .
C C1A 0.11031(17) 0.9121(3) 0.33359(12) 0.0328(6) Uani d . 1 . .
C C2A 0.1249(2) 1.0062(4) 0.37820(13) 0.0432(8) Uani d . 1 . .
H H2AA 0.0877 1.0847 0.3784 0.052 Uiso calc R 1 . .
C C3A 0.1937(2) 0.9851(5) 0.42218(15) 0.0599(11) Uani d . 1 . .
H H3AA 0.2019 1.0478 0.4530 0.072 Uiso calc R 1 . .
C C4A 0.2502(3) 0.8764(6) 0.42243(17) 0.0730(14) Uani d . 1 . .
H H4AA 0.2973 0.8640 0.4529 0.088 Uiso calc R 1 . .
C C5A 0.2379(2) 0.7856(5) 0.37814(18) 0.0617(12) Uani d . 1 . .
H H5AA 0.2780 0.7114 0.3779 0.074 Uiso calc R 1 . .
C C6A 0.16741(19) 0.7989(4) 0.33285(14) 0.0408(8) Uani d . 1 . .
C C7A 0.15409(19) 0.7000(3) 0.28532(15) 0.0441(8) Uani d . 1 . .
H H7AA 0.0989 0.6498 0.2820 0.053 Uiso calc R 1 . .
H H7AB 0.2003 0.6281 0.2914 0.053 Uiso calc R 1 . .
C C8A 0.1471(2) 0.6924(3) 0.18345(16) 0.0449(8) Uani d . 1 . .
H H8AA 0.0998 0.6232 0.1807 0.054 Uiso calc R 1 . .
H H8AB 0.2009 0.6392 0.1852 0.054 Uiso calc R 1 . .
C C9A 0.1302(2) 0.7899(4) 0.13437(15) 0.0422(8) Uani d . 1 . .
C C10A 0.1570(3) 0.7668(5) 0.08580(19) 0.0721(13) Uani d . 1 . .
H H10A 0.1873 0.6826 0.0810 0.087 Uiso calc R 1 . .
C C11A 0.1395(3) 0.8674(6) 0.0441(2) 0.0800(14) Uani d . 1 . .
H H11A 0.1568 0.8517 0.0102 0.096 Uiso calc R 1 . .
C C12A 0.0973(3) 0.9893(5) 0.05174(16) 0.0597(11) Uani d . 1 . .
H H12A 0.0867 1.0606 0.0238 0.072 Uiso calc R 1 . .
C C13A 0.0704(2) 1.0075(4) 0.10056(14) 0.0414(8) Uani d . 1 . .
H H13A 0.0402 1.0915 0.1058 0.050 Uiso calc R 1 . .
C C1B -0.11278(17) 1.0433(3) 0.15872(12) 0.0329(6) Uani d . 1 . .
C C2B -0.1271(2) 0.9480(4) 0.11472(13) 0.0404(8) Uani d . 1 . .
H H2BA -0.0887 0.8711 0.1146 0.048 Uiso calc R 1 . .
C C3B -0.1972(2) 0.9648(5) 0.07100(15) 0.0583(11) Uani d . 1 . .
H H3BA -0.2054 0.9006 0.0406 0.070 Uiso calc R 1 . .
C C4B -0.2548(3) 1.0718(6) 0.07082(17) 0.0659(13) Uani d . 1 . .
H H4BA -0.3028 1.0817 0.0408 0.079 Uiso calc R 1 . .
C C5B -0.2424(2) 1.1645(5) 0.11447(17) 0.0593(11) Uani d . 1 . .
H H5BA -0.2833 1.2375 0.1147 0.071 Uiso calc R 1 . .
C C6B -0.17098(19) 1.1552(4) 0.15908(14) 0.0417(8) Uani d . 1 . .
C C7B -0.1574(2) 1.2582(3) 0.20605(15) 0.0413(8) Uani d . 1 . .
H H7BA -0.2043 1.3288 0.1998 0.050 Uiso calc R 1 . .
H H7BB -0.1028 1.3095 0.2084 0.050 Uiso calc R 1 . .
C C8B -0.1461(2) 1.2726(3) 0.30813(15) 0.0430(8) Uani d . 1 . .
H H8BA -0.1995 1.3268 0.3068 0.052 Uiso calc R 1 . .
H H8BB -0.0987 1.3409 0.3094 0.052 Uiso calc R 1 . .
C C9B -0.1276(2) 1.1781(4) 0.35779(15) 0.0433(8) Uani d . 1 . .
C C10B -0.1509(3) 1.2083(5) 0.40691(19) 0.0734(13) Uani d . 1 . .
H H10B -0.1796 1.2946 0.4112 0.088 Uiso calc R 1 . .
C C11B -0.1321(4) 1.1125(6) 0.4497(2) 0.0852(16) Uani d . 1 . .
H H11B -0.1458 1.1342 0.4842 0.102 Uiso calc R 1 . .
C C12B -0.0936(3) 0.9851(6) 0.44275(17) 0.0684(13) Uani d . 1 . .
H H12B -0.0829 0.9162 0.4715 0.082 Uiso calc R 1 . .
C C13B -0.0707(2) 0.9600(4) 0.39270(14) 0.0473(9) Uani d . 1 . .
H H13B -0.0433 0.8732 0.3874 0.057 Uiso calc R 1 . .
N N1S 0.4394(4) 0.8308(7) 0.5336(2) 0.129(2) Uani d . 1 . .
C C11S 0.4318(6) 0.9186(8) 0.5605(3) 0.124(3) Uani d . 1 . .
C C12S 0.4157(9) 1.0326(9) 0.5941(3) 0.191(5) Uani d . 1 . .
H H12C 0.4518 1.1138 0.5895 0.287 Uiso calc R 1 . .
H H12D 0.4287 1.0028 0.6331 0.287 Uiso calc R 1 . .
H H12E 0.3554 1.0602 0.5831 0.287 Uiso calc R 1 . .
N N2S -0.0703(6) 0.6977(8) 0.5421(3) 0.175(3) Uani d . 1 . .
C C21S -0.0794(5) 0.6218(9) 0.5687(2) 0.125(3) Uani d . 1 . .
C C22S -0.0856(7) 0.5063(9) 0.6015(3) 0.159(4) Uani d . 1 . .
H H22F -0.0700 0.4201 0.5837 0.238 Uiso calc R 1 . .
H H22G -0.1444 0.4976 0.6063 0.238 Uiso calc R 1 . .
H H22H -0.0468 0.5185 0.6378 0.238 Uiso calc R 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_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1B Cu1 O1A . . 81.30(8) ?
O1B Cu1 N2A . . 102.94(9) ?
O1A Cu1 N2A . . 175.24(8) ?
O1B Cu1 N1A . . 171.26(9) ?
O1A Cu1 N1A . . 93.77(10) ?
N2A Cu1 N1A . . 82.30(11) ?
O1B Cu1 O21 . . 88.16(7) ?
O1A Cu1 O21 . . 86.22(8) ?
N2A Cu1 O21 . . 91.71(9) ?
N1A Cu1 O21 . . 98.77(9) ?
O1B Cu1 O11 . . 83.69(7) ?
O1A Cu1 O11 . . 81.12(8) ?
N2A Cu1 O11 . . 101.38(9) ?
N1A Cu1 O11 . . 88.43(9) ?
O21 Cu1 O11 . . 165.84(8) ?
O1B Cu1 Cu2 . . 40.76(6) ?
O1A Cu1 Cu2 . . 40.54(5) ?
N2A Cu1 Cu2 . . 143.65(7) ?
N1A Cu1 Cu2 . . 133.92(8) ?
O21 Cu1 Cu2 . . 86.10(6) ?
O11 Cu1 Cu2 . . 80.16(5) ?
O1A Cu2 O1B . . 80.98(8) ?
O1A Cu2 N2B . . 103.41(9) ?
O1B Cu2 N2B . . 175.47(9) ?
O1A Cu2 N1B . . 170.89(10) ?
O1B Cu2 N1B . . 93.43(10) ?
N2B Cu2 N1B . . 82.36(11) ?
O1A Cu2 O12 . . 87.68(7) ?
O1B Cu2 O12 . . 87.22(8) ?
N2B Cu2 O12 . . 91.81(9) ?
N1B Cu2 O12 . . 99.28(9) ?
O1A Cu2 O22 . . 84.20(7) ?
O1B Cu2 O22 . . 81.88(8) ?
N2B Cu2 O22 . . 99.55(9) ?
N1B Cu2 O22 . . 87.91(9) ?
O12 Cu2 O22 . . 167.30(8) ?
O1A Cu2 Cu1 . . 40.49(6) ?
O1B Cu2 Cu1 . . 40.49(5) ?
N2B Cu2 Cu1 . . 143.89(7) ?
N1B Cu2 Cu1 . . 133.48(8) ?
O12 Cu2 Cu1 . . 86.83(6) ?
O22 Cu2 Cu1 . . 80.65(5) ?
O13 Cl1 O14 . . 110.2(2) ?
O13 Cl1 O12 . . 109.12(18) ?
O14 Cl1 O12 . . 108.11(14) ?
O13 Cl1 O11 . . 109.68(16) ?
O14 Cl1 O11 . . 109.34(18) ?
O12 Cl1 O11 . . 110.34(14) ?
O24 Cl2 O22 . . 109.42(17) ?
O24 Cl2 O23 . . 111.2(2) ?
O22 Cl2 O23 . . 109.24(19) ?
O24 Cl2 O21 . . 108.87(19) ?
O22 Cl2 O21 . . 109.87(15) ?
O23 Cl2 O21 . . 108.26(14) ?
Cl1 O11 Cu1 . . 123.70(13) ?
Cl1 O12 Cu2 . . 124.58(12) ?
Cl2 O21 Cu1 . . 124.58(12) ?
Cl2 O22 Cu2 . . 124.93(14) ?
C1A O1A Cu1 . . 120.01(18) ?
C1A O1A Cu2 . . 133.53(19) ?
Cu1 O1A Cu2 . . 98.98(8) ?
C1B O1B Cu1 . . 133.25(19) ?
C1B O1B Cu2 . . 119.75(17) ?
Cu1 O1B Cu2 . . 98.74(8) ?
C8A N1A C7A . . 114.6(3) ?
C8A N1A Cu1 . . 105.76(18) ?
C7A N1A Cu1 . . 112.68(19) ?
C8A N1A H1AA . . 107.9 ?
C7A N1A H1AA . . 107.9 ?
Cu1 N1A H1AA . . 107.9 ?
C13A N2A C9A . . 120.2(3) ?
C13A N2A Cu1 . . 127.8(2) ?
C9A N2A Cu1 . . 111.9(2) ?
C8B N1B C7B . . 113.9(3) ?
C8B N1B Cu2 . . 105.36(18) ?
C7B N1B Cu2 . . 113.53(19) ?
C8B N1B H1BA . . 107.9 ?
C7B N1B H1BA . . 107.9 ?
Cu2 N1B H1BA . . 107.9 ?
C13B N2B C9B . . 120.6(3) ?
C13B N2B Cu2 . . 128.0(2) ?
C9B N2B Cu2 . . 111.4(2) ?
O1A C1A C2A . . 122.0(3) ?
O1A C1A C6A . . 118.4(3) ?
C2A C1A C6A . . 119.7(3) ?
C3A C2A C1A . . 119.8(4) ?
C3A C2A H2AA . . 120.1 ?
C1A C2A H2AA . . 120.1 ?
C4A C3A C2A . . 121.7(4) ?
C4A C3A H3AA . . 119.1 ?
C2A C3A H3AA . . 119.1 ?
C3A C4A C5A . . 119.0(3) ?
C3A C4A H4AA . . 120.5 ?
C5A C4A H4AA . . 120.5 ?
C4A C5A C6A . . 122.0(4) ?
C4A C5A H5AA . . 119.0 ?
C6A C5A H5AA . . 119.0 ?
C1A C6A C5A . . 117.8(3) ?
C1A C6A C7A . . 120.4(3) ?
C5A C6A C7A . . 121.8(3) ?
C6A C7A N1A . . 109.7(3) ?
C6A C7A H7AA . . 109.7 ?
N1A C7A H7AA . . 109.7 ?
C6A C7A H7AB . . 109.7 ?
N1A C7A H7AB . . 109.7 ?
H7AA C7A H7AB . . 108.2 ?
N1A C8A C9A . . 107.1(3) ?
N1A C8A H8AA . . 110.3 ?
C9A C8A H8AA . . 110.3 ?
N1A C8A H8AB . . 110.3 ?
C9A C8A H8AB . . 110.3 ?
H8AA C8A H8AB . . 108.5 ?
N2A C9A C10A . . 120.2(4) ?
N2A C9A C8A . . 114.8(3) ?
C10A C9A C8A . . 125.0(3) ?
C9A C10A C11A . . 119.4(4) ?
C9A C10A H10A . . 120.3 ?
C11A C10A H10A . . 120.3 ?
C12A C11A C10A . . 119.9(4) ?
C12A C11A H11A . . 120.0 ?
C10A C11A H11A . . 120.0 ?
C11A C12A C13A . . 119.0(4) ?
C11A C12A H12A . . 120.5 ?
C13A C12A H12A . . 120.5 ?
N2A C13A C12A . . 121.4(4) ?
N2A C13A H13A . . 119.3 ?
C12A C13A H13A . . 119.3 ?
O1B C1B C2B . . 122.4(3) ?
O1B C1B C6B . . 118.2(3) ?
C2B C1B C6B . . 119.5(3) ?
C3B C2B C1B . . 120.2(4) ?
C3B C2B H2BA . . 119.9 ?
C1B C2B H2BA . . 119.9 ?
C4B C3B C2B . . 121.2(4) ?
C4B C3B H3BA . . 119.4 ?
C2B C3B H3BA . . 119.4 ?
C3B C4B C5B . . 119.1(3) ?
C3B C4B H4BA . . 120.4 ?
C5B C4B H4BA . . 120.4 ?
C4B C5B C6B . . 122.1(4) ?
C4B C5B H5BA . . 119.0 ?
C6B C5B H5BA . . 119.0 ?
C5B C6B C1B . . 117.9(3) ?
C5B C6B C7B . . 121.6(3) ?
C1B C6B C7B . . 120.5(3) ?
C6B C7B N1B . . 109.4(3) ?
C6B C7B H7BA . . 109.8 ?
N1B C7B H7BA . . 109.8 ?
C6B C7B H7BB . . 109.8 ?
N1B C7B H7BB . . 109.8 ?
H7BA C7B H7BB . . 108.3 ?
N1B C8B C9B . . 106.8(3) ?
N1B C8B H8BA . . 110.4 ?
C9B C8B H8BA . . 110.4 ?
N1B C8B H8BB . . 110.4 ?
C9B C8B H8BB . . 110.4 ?
H8BA C8B H8BB . . 108.6 ?
N2B C9B C10B . . 120.3(4) ?
N2B C9B C8B . . 115.7(3) ?
C10B C9B C8B . . 124.0(3) ?
C11B C10B C9B . . 119.2(4) ?
C11B C10B H10B . . 120.4 ?
C9B C10B H10B . . 120.4 ?
C10B C11B C12B . . 120.4(4) ?
C10B C11B H11B . . 119.8 ?
C12B C11B H11B . . 119.8 ?
C11B C12B C13B . . 118.2(4) ?
C11B C12B H12B . . 120.9 ?
C13B C12B H12B . . 120.9 ?
N2B C13B C12B . . 121.2(4) ?
N2B C13B H13B . . 119.4 ?
C12B C13B H13B . . 119.4 ?
N1S C11S C12S . . 176.0(11) ?
C11S C12S H12C . . 109.5 ?
C11S C12S H12D . . 109.5 ?
H12C C12S H12D . . 109.5 ?
C11S C12S H12E . . 109.5 ?
H12C C12S H12E . . 109.5 ?
H12D C12S H12E . . 109.5 ?
N2S C21S C22S . . 172.2(12) ?
C21S C22S H22F . . 109.5 ?
C21S C22S H22G . . 109.5 ?
H22F C22S H22G . . 109.5 ?
C21S C22S H22H . . 109.5 ?
H22F C22S H22H . . 109.5 ?
H22G C22S H22H . . 109.5 ?
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 O1B . 1.9410(18) y
Cu1 O1A . 1.942(2) y
Cu1 N2A . 1.972(3) y
Cu1 N1A . 1.974(2) y
Cu1 O21 . 2.494(2) y
Cu1 O11 . 2.706(2) y
Cu1 Cu2 . 2.9543(5) y
Cu2 O1A . 1.9440(18) y
Cu2 O1B . 1.952(2) y
Cu2 N2B . 1.971(3) y
Cu2 N1B . 1.973(2) y
Cu2 O12 . 2.489(2) y
Cu2 O22 . 2.670(2) y
Cl1 O13 . 1.432(3) ?
Cl1 O14 . 1.438(3) ?
Cl1 O12 . 1.439(2) ?
Cl1 O11 . 1.440(3) ?
Cl2 O24 . 1.429(3) ?
Cl2 O22 . 1.434(3) ?
Cl2 O23 . 1.437(3) ?
Cl2 O21 . 1.449(2) ?
O1A C1A . 1.356(3) ?
O1B C1B . 1.352(3) ?
N1A C8A . 1.465(4) ?
N1A C7A . 1.502(4) ?
N1A H1AA . 0.9300 ?
N2A C13A . 1.339(4) ?
N2A C9A . 1.355(4) ?
N1B C8B . 1.478(4) ?
N1B C7B . 1.496(4) ?
N1B H1BA . 0.9300 ?
N2B C13B . 1.333(4) ?
N2B C9B . 1.352(4) ?
C1A C2A . 1.393(5) ?
C1A C6A . 1.407(4) ?
C2A C3A . 1.383(5) ?
C2A H2AA . 0.9500 ?
C3A C4A . 1.364(7) ?
C3A H3AA . 0.9500 ?
C4A C5A . 1.368(7) ?
C4A H4AA . 0.9500 ?
C5A C6A . 1.410(5) ?
C5A H5AA . 0.9500 ?
C6A C7A . 1.476(5) ?
C7A H7AA . 0.9900 ?
C7A H7AB . 0.9900 ?
C8A C9A . 1.497(5) ?
C8A H8AA . 0.9900 ?
C8A H8AB . 0.9900 ?
C9A C10A . 1.378(6) ?
C10A C11A . 1.381(7) ?
C10A H10A . 0.9500 ?
C11A C12A . 1.365(7) ?
C11A H11A . 0.9500 ?
C12A C13A . 1.378(5) ?
C12A H12A . 0.9500 ?
C13A H13A . 0.9500 ?
C1B C2B . 1.389(5) ?
C1B C6B . 1.408(4) ?
C2B C3B . 1.387(4) ?
C2B H2BA . 0.9500 ?
C3B C4B . 1.365(6) ?
C3B H3BA . 0.9500 ?
C4B C5B . 1.367(6) ?
C4B H4BA . 0.9500 ?
C5B C6B . 1.407(5) ?
C5B H5BA . 0.9500 ?
C6B C7B . 1.490(5) ?
C7B H7BA . 0.9900 ?
C7B H7BB . 0.9900 ?
C8B C9B . 1.492(5) ?
C8B H8BA . 0.9900 ?
C8B H8BB . 0.9900 ?
C9B C10B . 1.375(6) ?
C10B C11B . 1.371(7) ?
C10B H10B . 0.9500 ?
C11B C12B . 1.376(7) ?
C11B H11B . 0.9500 ?
C12B C13B . 1.385(6) ?
C12B H12B . 0.9500 ?
C13B H13B . 0.9500 ?
N1S C11S . 1.083(8) ?
C11S C12S . 1.416(11) ?
C12S H12C . 0.9800 ?
C12S H12D . 0.9800 ?
C12S H12E . 0.9800 ?
N2S C21S . 1.003(9) ?
C21S C22S . 1.371(10) ?
C22S H22F . 0.9800 ?
C22S H22G . 0.9800 ?
C22S H22H . 0.9800 ?
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
N1A H1AA O23 2_545 0.93 2.05 2.913(4) 153.5
N1B H1BA O14 2_455 0.93 2.09 2.943(4) 151.6
C7B H7BA O14 1_565 0.99 2.53 3.167(4) 122.0
C22S H22H O13 3_566 0.98 2.47 3.264(8) 137.5
C7A H7AB O23 1_545 0.99 2.48 3.143(4) 123.6
C4A H4AA N1S . 0.95 2.69 3.643(7) 175.4
C12B H12B N2S . 0.95 2.67 3.616(9) 171.3
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1B Cu1 Cu2 O1A . . . . 179.56(12) ?
N2A Cu1 Cu2 O1A . . . . -176.33(15) ?
N1A Cu1 Cu2 O1A . . . . 9.69(13) ?
O21 Cu1 Cu2 O1A . . . . -88.74(10) ?
O11 Cu1 Cu2 O1A . . . . 87.82(10) ?
O1A Cu1 Cu2 O1B . . . . -179.56(12) ?
N2A Cu1 Cu2 O1B . . . . 4.11(15) ?
N1A Cu1 Cu2 O1B . . . . -169.88(13) ?
O21 Cu1 Cu2 O1B . . . . 91.70(10) ?
O11 Cu1 Cu2 O1B . . . . -91.74(10) ?
O1B Cu1 Cu2 N2B . . . . 178.15(15) ?
O1A Cu1 Cu2 N2B . . . . -1.41(15) ?
N2A Cu1 Cu2 N2B . . . . -177.74(17) ?
N1A Cu1 Cu2 N2B . . . . 8.28(16) ?
O21 Cu1 Cu2 N2B . . . . -90.15(14) ?
O11 Cu1 Cu2 N2B . . . . 86.41(13) ?
O1B Cu1 Cu2 N1B . . . . -10.37(13) ?
O1A Cu1 Cu2 N1B . . . . 170.07(13) ?
N2A Cu1 Cu2 N1B . . . . -6.26(16) ?
N1A Cu1 Cu2 N1B . . . . 179.75(14) ?
O21 Cu1 Cu2 N1B . . . . 81.33(12) ?
O11 Cu1 Cu2 N1B . . . . -102.11(11) ?
O1B Cu1 Cu2 O12 . . . . 89.42(10) ?
O1A Cu1 Cu2 O12 . . . . -90.14(10) ?
N2A Cu1 Cu2 O12 . . . . 93.53(13) ?
N1A Cu1 Cu2 O12 . . . . -80.45(11) ?
O21 Cu1 Cu2 O12 . . . . -178.88(8) ?
O11 Cu1 Cu2 O12 . . . . -2.32(8) ?
O1B Cu1 Cu2 O22 . . . . -88.43(10) ?
O1A Cu1 Cu2 O22 . . . . 92.01(10) ?
N2A Cu1 Cu2 O22 . . . . -84.31(13) ?
N1A Cu1 Cu2 O22 . . . . 101.70(12) ?
O21 Cu1 Cu2 O22 . . . . 3.27(8) ?
O11 Cu1 Cu2 O22 . . . . 179.83(7) ?
O13 Cl1 O11 Cu1 . . . . -79.9(2) ?
O14 Cl1 O11 Cu1 . . . . 159.15(15) ?
O12 Cl1 O11 Cu1 . . . . 40.37(19) ?
O1B Cu1 O11 Cl1 . . . . -60.39(16) ?
O1A Cu1 O11 Cl1 . . . . 21.75(15) ?
N2A Cu1 O11 Cl1 . . . . -162.37(16) ?
N1A Cu1 O11 Cl1 . . . . 115.81(17) ?
O21 Cu1 O11 Cl1 . . . . -5.2(4) ?
Cu2 Cu1 O11 Cl1 . . . . -19.35(14) ?
O13 Cl1 O12 Cu2 . . . . 76.0(2) ?
O14 Cl1 O12 Cu2 . . . . -164.11(19) ?
O11 Cl1 O12 Cu2 . . . . -44.6(2) ?
O1A Cu2 O12 Cl1 . . . . -14.02(18) ?
O1B Cu2 O12 Cl1 . . . . 67.05(18) ?
N2B Cu2 O12 Cl1 . . . . -117.38(18) ?
N1B Cu2 O12 Cl1 . . . . 160.07(18) ?
O22 Cu2 O12 Cl1 . . . . 36.2(5) ?
Cu1 Cu2 O12 Cl1 . . . . 26.51(17) ?
O24 Cl2 O21 Cu1 . . . . -75.8(2) ?
O22 Cl2 O21 Cu1 . . . . 44.1(2) ?
O23 Cl2 O21 Cu1 . . . . 163.3(2) ?
O1B Cu1 O21 Cl2 . . . . 13.46(18) ?
O1A Cu1 O21 Cl2 . . . . -67.94(18) ?
N2A Cu1 O21 Cl2 . . . . 116.36(18) ?
N1A Cu1 O21 Cl2 . . . . -161.18(18) ?
O11 Cu1 O21 Cl2 . . . . -41.3(4) ?
Cu2 Cu1 O21 Cl2 . . . . -27.31(17) ?
O24 Cl2 O22 Cu2 . . . . 80.6(2) ?
O23 Cl2 O22 Cu2 . . . . -157.54(17) ?
O21 Cl2 O22 Cu2 . . . . -38.9(2) ?
O1A Cu2 O22 Cl2 . . . . 58.62(17) ?
O1B Cu2 O22 Cl2 . . . . -23.06(16) ?
N2B Cu2 O22 Cl2 . . . . 161.29(17) ?
N1B Cu2 O22 Cl2 . . . . -116.82(18) ?
O12 Cu2 O22 Cl2 . . . . 8.1(5) ?
Cu1 Cu2 O22 Cl2 . . . . 17.91(15) ?
O1B Cu1 O1A C1A . . . . -154.0(2) ?
N2A Cu1 O1A C1A . . . . -0.9(12) ?
N1A Cu1 O1A C1A . . . . 33.3(2) ?
O21 Cu1 O1A C1A . . . . -65.3(2) ?
O11 Cu1 O1A C1A . . . . 121.1(2) ?
Cu2 Cu1 O1A C1A . . . . -153.7(2) ?
O1B Cu1 O1A Cu2 . . . . -0.29(8) ?
N2A Cu1 O1A Cu2 . . . . 152.8(11) ?
N1A Cu1 O1A Cu2 . . . . -173.02(9) ?
O21 Cu1 O1A Cu2 . . . . 88.42(8) ?
O11 Cu1 O1A Cu2 . . . . -85.20(8) ?
O1B Cu2 O1A C1A . . . . 148.3(2) ?
N2B Cu2 O1A C1A . . . . -32.8(3) ?
N1B Cu2 O1A C1A . . . . 95.8(6) ?
O12 Cu2 O1A C1A . . . . -124.1(2) ?
O22 Cu2 O1A C1A . . . . 65.7(2) ?
Cu1 Cu2 O1A C1A . . . . 148.0(3) ?
O1B Cu2 O1A Cu1 . . . . 0.29(8) ?
N2B Cu2 O1A Cu1 . . . . 179.15(9) ?
N1B Cu2 O1A Cu1 . . . . -52.3(6) ?
O12 Cu2 O1A Cu1 . . . . 87.84(9) ?
O22 Cu2 O1A Cu1 . . . . -82.38(9) ?
O1A Cu1 O1B C1B . . . . -146.2(2) ?
N2A Cu1 O1B C1B . . . . 36.0(3) ?
N1A Cu1 O1B C1B . . . . -90.1(7) ?
O21 Cu1 O1B C1B . . . . 127.3(2) ?
O11 Cu1 O1B C1B . . . . -64.3(2) ?
Cu2 Cu1 O1B C1B . . . . -146.5(3) ?
O1A Cu1 O1B Cu2 . . . . 0.29(8) ?
N2A Cu1 O1B Cu2 . . . . -177.50(9) ?
N1A Cu1 O1B Cu2 . . . . 56.4(7) ?
O21 Cu1 O1B Cu2 . . . . -86.17(9) ?
O11 Cu1 O1B Cu2 . . . . 82.23(8) ?
O1A Cu2 O1B C1B . . . . 152.1(2) ?
N2B Cu2 O1B C1B . . . . -13.7(13) ?
N1B Cu2 O1B C1B . . . . -35.1(2) ?
O12 Cu2 O1B C1B . . . . 64.0(2) ?
O22 Cu2 O1B C1B . . . . -122.5(2) ?
Cu1 Cu2 O1B C1B . . . . 152.4(2) ?
O1A Cu2 O1B Cu1 . . . . -0.29(8) ?
N2B Cu2 O1B Cu1 . . . . -166.1(11) ?
N1B Cu2 O1B Cu1 . . . . 172.48(9) ?
O12 Cu2 O1B Cu1 . . . . -88.38(8) ?
O22 Cu2 O1B Cu1 . . . . 85.08(8) ?
O1B Cu1 N1A C8A . . . . 91.5(7) ?
O1A Cu1 N1A C8A . . . . 146.8(2) ?
N2A Cu1 N1A C8A . . . . -35.8(2) ?
O21 Cu1 N1A C8A . . . . -126.4(2) ?
O11 Cu1 N1A C8A . . . . 65.9(2) ?
Cu2 Cu1 N1A C8A . . . . 140.56(17) ?
O1B Cu1 N1A C7A . . . . -34.4(7) ?
O1A Cu1 N1A C7A . . . . 21.0(2) ?
N2A Cu1 N1A C7A . . . . -161.7(2) ?
O21 Cu1 N1A C7A . . . . 107.7(2) ?
O11 Cu1 N1A C7A . . . . -60.0(2) ?
Cu2 Cu1 N1A C7A . . . . 14.7(2) ?
O1B Cu1 N2A C13A . . . . 31.6(3) ?
O1A Cu1 N2A C13A . . . . -121.0(11) ?
N1A Cu1 N2A C13A . . . . -155.5(3) ?
O21 Cu1 N2A C13A . . . . -56.9(3) ?
O11 Cu1 N2A C13A . . . . 117.7(2) ?
Cu2 Cu1 N2A C13A . . . . 28.9(3) ?
O1B Cu1 N2A C9A . . . . -152.9(2) ?
O1A Cu1 N2A C9A . . . . 54.4(12) ?
N1A Cu1 N2A C9A . . . . 20.0(2) ?
O21 Cu1 N2A C9A . . . . 118.6(2) ?
O11 Cu1 N2A C9A . . . . -66.8(2) ?
Cu2 Cu1 N2A C9A . . . . -155.63(16) ?
O1A Cu2 N1B C8B . . . . -93.2(6) ?
O1B Cu2 N1B C8B . . . . -144.97(19) ?
N2B Cu2 N1B C8B . . . . 36.7(2) ?
O12 Cu2 N1B C8B . . . . 127.29(19) ?
O22 Cu2 N1B C8B . . . . -63.2(2) ?
Cu1 Cu2 N1B C8B . . . . -138.24(17) ?
O1A Cu2 N1B C7B . . . . 32.1(7) ?
O1B Cu2 N1B C7B . . . . -19.6(2) ?
N2B Cu2 N1B C7B . . . . 162.0(2) ?
O12 Cu2 N1B C7B . . . . -107.4(2) ?
O22 Cu2 N1B C7B . . . . 62.1(2) ?
Cu1 Cu2 N1B C7B . . . . -12.9(2) ?
O1A Cu2 N2B C13B . . . . -31.5(3) ?
O1B Cu2 N2B C13B . . . . 134.0(11) ?
N1B Cu2 N2B C13B . . . . 155.6(3) ?
O12 Cu2 N2B C13B . . . . 56.5(3) ?
O22 Cu2 N2B C13B . . . . -117.8(3) ?
Cu1 Cu2 N2B C13B . . . . -30.6(3) ?
O1A Cu2 N2B C9B . . . . 150.9(2) ?
O1B Cu2 N2B C9B . . . . -43.5(13) ?
N1B Cu2 N2B C9B . . . . -21.9(2) ?
O12 Cu2 N2B C9B . . . . -121.1(2) ?
O22 Cu2 N2B C9B . . . . 64.6(2) ?
Cu1 Cu2 N2B C9B . . . . 151.84(17) ?
Cu1 O1A C1A C2A . . . . 131.2(3) ?
Cu2 O1A C1A C2A . . . . -11.7(4) ?
Cu1 O1A C1A C6A . . . . -48.6(3) ?
Cu2 O1A C1A C6A . . . . 168.5(2) ?
O1A C1A C2A C3A . . . . 178.1(3) ?
C6A C1A C2A C3A . . . . -2.1(5) ?
C1A C2A C3A C4A . . . . 2.3(6) ?
C2A C3A C4A C5A . . . . -0.5(7) ?
C3A C4A C5A C6A . . . . -1.6(7) ?
O1A C1A C6A C5A . . . . 179.9(3) ?
C2A C1A C6A C5A . . . . 0.1(5) ?
O1A C1A C6A C7A . . . . 1.2(4) ?
C2A C1A C6A C7A . . . . -178.6(3) ?
C4A C5A C6A C1A . . . . 1.7(6) ?
C4A C5A C6A C7A . . . . -179.6(4) ?
C1A C6A C7A N1A . . . . 58.6(4) ?
C5A C6A C7A N1A . . . . -120.1(3) ?
C8A N1A C7A C6A . . . . 175.9(2) ?
Cu1 N1A C7A C6A . . . . -63.1(3) ?
C7A N1A C8A C9A . . . . 168.9(2) ?
Cu1 N1A C8A C9A . . . . 44.1(3) ?
C13A N2A C9A C10A . . . . -2.1(5) ?
Cu1 N2A C9A C10A . . . . -178.0(3) ?
C13A N2A C9A C8A . . . . 176.9(3) ?
Cu1 N2A C9A C8A . . . . 1.0(3) ?
N1A C8A C9A N2A . . . . -30.5(4) ?
N1A C8A C9A C10A . . . . 148.5(4) ?
N2A C9A C10A C11A . . . . 1.0(6) ?
C8A C9A C10A C11A . . . . -178.0(4) ?
C9A C10A C11A C12A . . . . 1.2(7) ?
C10A C11A C12A C13A . . . . -2.1(7) ?
C9A N2A C13A C12A . . . . 1.2(5) ?
Cu1 N2A C13A C12A . . . . 176.3(3) ?
C11A C12A C13A N2A . . . . 1.0(6) ?
Cu1 O1B C1B C2B . . . . 10.3(4) ?
Cu2 O1B C1B C2B . . . . -130.8(3) ?
Cu1 O1B C1B C6B . . . . -169.7(2) ?
Cu2 O1B C1B C6B . . . . 49.2(3) ?
O1B C1B C2B C3B . . . . -178.7(3) ?
C6B C1B C2B C3B . . . . 1.3(5) ?
C1B C2B C3B C4B . . . . -1.9(6) ?
C2B C3B C4B C5B . . . . 0.5(6) ?
C3B C4B C5B C6B . . . . 1.5(7) ?
C4B C5B C6B C1B . . . . -2.1(6) ?
C4B C5B C6B C7B . . . . 179.1(4) ?
O1B C1B C6B C5B . . . . -179.4(3) ?
C2B C1B C6B C5B . . . . 0.6(5) ?
O1B C1B C6B C7B . . . . -0.5(4) ?
C2B C1B C6B C7B . . . . 179.5(3) ?
C5B C6B C7B N1B . . . . 119.9(3) ?
C1B C6B C7B N1B . . . . -58.9(4) ?
C8B N1B C7B C6B . . . . -177.3(2) ?
Cu2 N1B C7B C6B . . . . 62.1(3) ?
C7B N1B C8B C9B . . . . -168.9(2) ?
Cu2 N1B C8B C9B . . . . -43.9(3) ?
C13B N2B C9B C10B . . . . 2.6(5) ?
Cu2 N2B C9B C10B . . . . -179.7(3) ?
C13B N2B C9B C8B . . . . -176.6(3) ?
Cu2 N2B C9B C8B . . . . 1.2(3) ?
N1B C8B C9B N2B . . . . 28.9(4) ?
N1B C8B C9B C10B . . . . -150.3(4) ?
N2B C9B C10B C11B . . . . -0.3(6) ?
C8B C9B C10B C11B . . . . 178.8(4) ?
C9B C10B C11B C12B . . . . -2.6(8) ?
C10B C11B C12B C13B . . . . 3.1(8) ?
C9B N2B C13B C12B . . . . -2.0(5) ?
Cu2 N2B C13B C12B . . . . -179.4(3) ?
C11B C12B C13B N2B . . . . -0.9(6) ?
