#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/10/2231055.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_2231055
loop_
_publ_author_name
'Zhang, Zhi-Fang'
_publ_section_title
;
 Bis(μ₂-2-chlorobenzoato-κ²O:O')bis[(2-chlorobenzoato-κO)(1,10-phenanthroline-κ²N:N')copper(II)]
 dihydrate
;
_journal_coeditor_code           CV5135
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1158
_journal_page_last               m1159
_journal_paper_doi               10.1107/S1600536811029709
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu2 (C7 H4 Cl O2)4 (C12 H8 N2)2], 2H2 O'
_chemical_formula_moiety         'C52 H32 Cl4 Cu2 N4 O8, 2(H2 O)'
_chemical_formula_sum            'C52 H36 Cl4 Cu2 N4 O10'
_chemical_formula_weight         1145.75
_chemical_name_systematic
;
Bis(μ₂-2-chlorobenzoato-κ²O:O')bis[(2-chlorobenzoato-
κO)(1,10-phenanthroline-κ²N:N')copper(II)] dihydrate
;
_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                100.90(3)
_cell_angle_beta                 93.92(2)
_cell_angle_gamma                111.62(3)
_cell_formula_units_Z            2
_cell_length_a                   10.434(2)
_cell_length_b                   11.726(2)
_cell_length_c                   22.200(4)
_cell_measurement_reflns_used    3998
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.38
_cell_measurement_theta_min      2.24
_cell_volume                     2451.0(10)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and 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  0.0181
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12840
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         0.94
_exptl_absorpt_coefficient_mu    1.150
_exptl_absorpt_correction_T_max  0.9136
_exptl_absorpt_correction_T_min  0.8649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             582
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.424
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     649
_refine_ls_number_reflns         8587
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0408
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0661P)²+0.0501P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1171
_reflns_number_gt                6410
_reflns_number_total             8587
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            cv5135.cif
_cod_data_source_block           I
_cod_database_code               2231055
_cod_database_fobs_code          2231055
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
_atom_site_symmetry_multiplicity
Cu Cu1 0.54184(4) 0.38049(4) 0.018837(18) 0.03958(13) Uani d . 1 1
Cl Cl1 0.95390(11) 0.90781(10) 0.12910(6) 0.0788(3) Uani d . 1 1
Cl Cl2 0.09359(13) 0.15601(12) 0.05237(6) 0.0980(5) Uani d . 1 1
O O1 0.6047(2) 0.56208(19) 0.05751(10) 0.0376(5) Uani d . 1 1
O O2 0.8306(2) 0.6137(2) 0.11067(11) 0.0521(6) Uani d . 1 1
O O3 0.3988(2) 0.3439(2) 0.06436(11) 0.0504(6) Uani d . 1 1
O O4 0.5292(3) 0.3361(4) 0.15246(15) 0.0926(11) Uani d . 1 1
O O9 0.7523(3) 0.3525(3) 0.10158(15) 0.0870(10) Uani d D 1 1
H H9A 0.6802 0.3471 0.1184 0.130 Uiso d RD 1 1
H H9B 0.8018 0.4299 0.1045 0.130 Uiso d RD 1 1
N N1 0.4697(3) 0.1959(3) -0.02423(13) 0.0442(7) Uani d . 1 1
N N2 0.6837(3) 0.3972(3) -0.03053(13) 0.0435(7) Uani d . 1 1
C C1 0.3616(4) 0.0977(3) -0.01969(18) 0.0542(10) Uani d . 1 1
H H1 0.3026 0.1123 0.0076 0.065 Uiso calc R 1 1
C C2 0.3260(5) -0.0269(4) -0.0519(2) 0.0717(13) Uani d . 1 1
H H2 0.2478 -0.0916 -0.0454 0.086 Uiso calc R 1 1
C C3 0.4021(6) -0.0494(4) -0.0899(2) 0.0816(15) Uani d . 1 1
H H3 0.3815 -0.1305 -0.1130 0.098 Uiso calc R 1 1
C C4 0.5178(5) 0.0518(5) -0.09597(19) 0.0703(13) Uani d . 1 1
C C5 0.6086(7) 0.0408(6) -0.1339(3) 0.1012(19) Uani d . 1 1
H H5 0.5947 -0.0377 -0.1583 0.121 Uiso calc R 1 1
C C6 0.7181(7) 0.1411(7) -0.1370(3) 0.104(2) Uani d . 1 1
H H6 0.7794 0.1290 -0.1636 0.125 Uiso calc R 1 1
C C7 0.7503(5) 0.2677(5) -0.1023(2) 0.0693(12) Uani d . 1 1
C C8 0.8621(5) 0.3766(6) -0.1033(2) 0.0865(16) Uani d . 1 1
H H8 0.9268 0.3699 -0.1292 0.104 Uiso calc R 1 1
C C9 0.8838(4) 0.4928(5) -0.0691(2) 0.0746(14) Uani d . 1 1
H H9 0.9608 0.5637 -0.0709 0.090 Uiso calc R 1 1
C C10 0.7901(4) 0.5001(4) -0.03298(18) 0.0550(10) Uani d . 1 1
H H10 0.7992 0.5779 -0.0093 0.066 Uiso calc R 1 1
C C11 0.6638(4) 0.2825(4) -0.06467(16) 0.0495(9) Uani d . 1 1
C C12 0.5485(4) 0.1746(4) -0.06165(17) 0.0495(9) Uani d . 1 1
C C13 0.4217(4) 0.3373(3) 0.12021(18) 0.0489(9) Uani d . 1 1
C C14 0.3049(4) 0.3387(3) 0.14993(15) 0.0445(8) Uani d . 1 1
C C15 0.1598(4) 0.2647(4) 0.12444(17) 0.0575(10) Uani d . 1 1
C C16 0.0608(4) 0.2747(4) 0.1542(2) 0.0713(12) Uani d . 1 1
H H16 -0.0330 0.2265 0.1392 0.086 Uiso calc R 1 1
C C17 0.1057(5) 0.3630(4) 0.2102(2) 0.0747(13) Uani d . 1 1
H H17 0.0378 0.3751 0.2326 0.090 Uiso calc R 1 1
C C18 0.2490(5) 0.4375(4) 0.23637(19) 0.0680(12) Uani d . 1 1
H H18 0.2708 0.4955 0.2742 0.082 Uiso calc R 1 1
C C19 0.3469(4) 0.4241(4) 0.20759(17) 0.0551(10) Uani d . 1 1
H H19 0.4405 0.4687 0.2242 0.066 Uiso calc R 1 1
C C20 0.7204(3) 0.6319(3) 0.10087(14) 0.0368(7) Uani d . 1 1
C C21 0.7129(3) 0.7380(3) 0.14494(15) 0.0389(8) Uani d . 1 1
C C22 0.6016(4) 0.7086(4) 0.17226(17) 0.0529(9) Uani d . 1 1
H H22 0.5299 0.6291 0.1603 0.063 Uiso calc R 1 1
C C23 0.5954(5) 0.7976(5) 0.2179(2) 0.0740(13) Uani d . 1 1
H H23 0.5183 0.7788 0.2386 0.089 Uiso calc R 1 1
C C24 0.7025(6) 0.9198(5) 0.2359(2) 0.0844(15) Uani d . 1 1
H H24 0.6942 0.9782 0.2684 0.101 Uiso calc R 1 1
C C25 0.8105(5) 0.9526(4) 0.2088(2) 0.0703(12) Uani d . 1 1
H H25 0.8796 1.0335 0.2196 0.084 Uiso calc R 1 1
C C26 0.8166(4) 0.8620(3) 0.16380(17) 0.0497(9) Uani d . 1 1
Cu Cu2 0.52065(4) 0.86567(4) 0.485627(18) 0.03791(13) Uani d . 1 1
Cl Cl3 0.73450(12) 1.24915(11) 0.35243(7) 0.0906(4) Uani d . 1 1
Cl Cl4 0.02279(12) 0.59677(15) 0.45077(6) 0.0978(5) Uani d . 1 1
O O5 0.3161(2) 0.7761(2) 0.44333(11) 0.0488(6) Uani d . 1 1
O O6 0.3543(3) 0.6717(3) 0.36542(14) 0.0828(10) Uani d . 1 1
O O7 0.5251(2) 0.9980(2) 0.44242(10) 0.0411(5) Uani d . 1 1
O O8 0.6558(3) 0.9789(3) 0.37891(13) 0.0726(9) Uani d . 1 1
N N3 0.7321(3) 0.9371(3) 0.52815(13) 0.0425(7) Uani d . 1 1
N N4 0.5171(3) 0.7286(3) 0.52843(12) 0.0417(7) Uani d . 1 1
C C27 0.4072(4) 0.6285(3) 0.52898(16) 0.0494(9) Uani d . 1 1
H H27 0.3204 0.6164 0.5089 0.059 Uiso calc R 1 1
C C28 0.4216(5) 0.5387(4) 0.56053(18) 0.0613(11) Uani d . 1 1
H H28 0.3434 0.4676 0.5612 0.074 Uiso calc R 1 1
C C29 0.5561(5) 0.5555(4) 0.59189(19) 0.0664(12) Uani d . 1 1
H H29 0.5628 0.4948 0.6121 0.080 Uiso calc R 1 1
C C30 0.6754(5) 0.6610(4) 0.59229(17) 0.0578(10) Uani d . 1 1
C C31 0.8209(5) 0.6897(5) 0.6241(2) 0.0757(13) Uani d . 1 1
H H31 0.8350 0.6315 0.6441 0.091 Uiso calc R 1 1
C C32 0.9289(5) 0.7951(6) 0.6245(2) 0.0789(14) Uani d . 1 1
H H32 1.0171 0.8097 0.6439 0.095 Uiso calc R 1 1
C C33 0.9069(4) 0.8875(4) 0.59384(18) 0.0563(10) Uani d . 1 1
C C34 1.0139(4) 1.0030(5) 0.5946(2) 0.0681(12) Uani d . 1 1
H H34 1.1038 1.0258 0.6149 0.082 Uiso calc R 1 1
C C35 0.9785(4) 1.0814(4) 0.5635(2) 0.0650(11) Uani d . 1 1
H H35 1.0466 1.1595 0.5633 0.078 Uiso calc R 1 1
C C36 0.8359(4) 1.0457(4) 0.53021(18) 0.0518(9) Uani d . 1 1
H H36 0.8187 1.1023 0.5099 0.062 Uiso calc R 1 1
C C37 0.7663(4) 0.8591(3) 0.56016(15) 0.0447(8) Uani d . 1 1
C C38 0.6505(4) 0.7466(3) 0.55994(15) 0.0437(8) Uani d . 1 1
C C39 0.2722(3) 0.7018(3) 0.38904(16) 0.0449(8) Uani d D 1 1
C C40 0.1253(3) 0.6602(3) 0.35420(15) 0.0440(8) Uani d D 1 1
C C41 0.0958(4) 0.6676(4) 0.29241(17) 0.0605(10) Uani d . 1 1
H H41 0.1724 0.6946 0.2719 0.073 Uiso calc R 1 1
C C42 -0.0403(5) 0.6381(5) 0.2565(2) 0.0825(14) Uani d . 1 1
H H42 -0.0448 0.6506 0.2164 0.099 Uiso calc R 1 1
C C43 -0.1542(5) 0.5948(5) 0.2797(2) 0.0855(15) Uani d . 1 1
H H43 -0.2421 0.5750 0.2581 0.103 Uiso calc R 1 1
C C44 -0.1337(4) 0.5809(5) 0.3391(2) 0.0795(14) Uani d . 1 1
H H44 -0.2122 0.5477 0.3577 0.095 Uiso calc R 1 1
C C45 0.0045(4) 0.6149(4) 0.37574(18) 0.0573(10) Uani d . 1 1
C C46 0.5634(3) 1.0106(3) 0.39248(14) 0.0438(8) Uani d D 1 1
C C47 0.4857(3) 1.0618(3) 0.35128(14) 0.0427(8) Uani d D 1 1
C C48 0.3355(4) 1.0019(3) 0.33068(16) 0.0476(9) Uani d . 1 1
H H48 0.2861 0.9328 0.3463 0.057 Uiso calc R 1 1
C C49 0.2565(5) 1.0395(4) 0.28870(18) 0.0604(10) Uani d . 1 1
H H49 0.1607 0.9956 0.2776 0.072 Uiso calc R 1 1
C C50 0.3245(5) 1.1393(4) 0.26607(19) 0.0695(12) Uani d . 1 1
H H50 0.2773 1.1665 0.2386 0.083 Uiso calc R 1 1
C C51 0.4700(5) 1.2025(4) 0.28511(19) 0.0650(12) Uani d . 1 1
H H51 0.5173 1.2727 0.2699 0.078 Uiso calc R 1 1
C C52 0.5492(4) 1.1635(3) 0.32706(18) 0.0542(10) Uani d . 1 1
O O10 0.6462(4) 0.7321(4) 0.3920(2) 0.1380(18) Uani d D 1 1
H H10A 0.5620 0.7100 0.3758 0.207 Uiso d RD 1 1
H H10B 0.6858 0.8140 0.3956 0.207 Uiso d RD 1 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'
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'
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'
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
O3 Cu1 N2 . 173.10(12)
O3 Cu1 O1 . 90.74(10)
N2 Cu1 O1 . 96.02(11)
O3 Cu1 N1 . 88.95(11)
N2 Cu1 N1 . 84.37(12)
O1 Cu1 N1 . 176.75(10)
C20 O1 Cu1 . 125.85(19)
C13 O3 Cu1 . 119.8(2)
H9A O9 H9B . 108.7
C12 N1 C1 . 116.1(3)
C12 N1 Cu1 . 111.3(3)
C1 N1 Cu1 . 132.6(3)
C10 N2 C11 . 122.5(3)
C10 N2 Cu1 . 128.6(3)
C11 N2 Cu1 . 108.9(2)
N1 C1 C2 . 126.3(4)
N1 C1 H1 . 116.8
C2 C1 H1 . 116.8
C3 C2 C1 . 118.4(5)
C3 C2 H2 . 120.8
C1 C2 H2 . 120.8
C2 C3 C4 . 117.1(4)
C2 C3 H3 . 121.4
C4 C3 H3 . 121.4
C5 C4 C3 . 123.3(5)
C5 C4 C12 . 115.1(5)
C3 C4 C12 . 121.6(4)
C6 C5 C4 . 120.2(5)
C6 C5 H5 . 119.9
C4 C5 H5 . 119.9
C5 C6 C7 . 125.3(5)
C5 C6 H6 . 117.4
C7 C6 H6 . 117.4
C11 C7 C8 . 115.2(4)
C11 C7 C6 . 116.4(5)
C8 C7 C6 . 128.4(4)
C9 C8 C7 . 124.3(4)
C9 C8 H8 . 117.9
C7 C8 H8 . 117.9
C10 C9 C8 . 116.8(5)
C10 C9 H9 . 121.6
C8 C9 H9 . 121.6
N2 C10 C9 . 120.0(4)
N2 C10 H10 . 120.0
C9 C10 H10 . 120.0
C7 C11 N2 . 121.2(4)
C7 C11 C12 . 117.5(4)
N2 C11 C12 . 121.3(3)
N1 C12 C4 . 120.5(4)
N1 C12 C11 . 114.1(3)
C4 C12 C11 . 125.4(4)
O3 C13 O4 . 131.9(3)
O3 C13 C14 . 108.9(3)
O4 C13 C14 . 119.1(3)
C19 C14 C13 . 111.6(3)
C19 C14 C15 . 122.7(3)
C13 C14 C15 . 125.7(3)
C16 C15 C14 . 121.3(4)
C16 C15 Cl2 . 111.6(3)
C14 C15 Cl2 . 127.1(3)
C15 C16 C17 . 114.6(4)
C15 C16 H16 . 122.7
C17 C16 H16 . 122.7
C16 C17 C18 . 125.1(4)
C16 C17 H17 . 117.5
C18 C17 H17 . 117.5
C19 C18 C17 . 120.1(4)
C19 C18 H18 . 119.9
C17 C18 H18 . 119.9
C18 C19 C14 . 116.2(4)
C18 C19 H19 . 121.9
C14 C19 H19 . 121.9
O2 C20 O1 . 129.0(3)
O2 C20 C21 . 114.6(3)
O1 C20 C21 . 116.2(3)
C22 C21 C26 . 118.8(3)
C22 C21 C20 . 114.1(3)
C26 C21 C20 . 126.9(3)
C21 C22 C23 . 117.2(4)
C21 C22 H22 . 121.4
C23 C22 H22 . 121.4
C22 C23 C24 . 122.0(4)
C22 C23 H23 . 119.0
C24 C23 H23 . 119.0
C25 C24 C23 . 122.2(4)
C25 C24 H24 . 118.9
C23 C24 H24 . 118.9
C24 C25 C26 . 115.1(4)
C24 C25 H25 . 122.4
C26 C25 H25 . 122.4
C25 C26 C21 . 124.5(4)
C25 C26 Cl1 . 113.9(3)
C21 C26 Cl1 . 121.5(3)
O7 Cu2 N4 . 178.92(10)
O7 Cu2 O5 . 84.93(10)
N4 Cu2 O5 . 95.05(11)
O7 Cu2 N3 . 100.53(11)
N4 Cu2 N3 . 79.43(12)
O5 Cu2 N3 . 173.41(10)
O7 Cu2 O7 2_676 77.45(9)
N4 Cu2 O7 2_676 103.63(9)
O5 Cu2 O7 2_676 93.53(10)
N3 Cu2 O7 2_676 91.28(10)
C39 O5 Cu2 . 126.2(2)
C46 O7 Cu2 . 127.7(2)
C46 O7 Cu2 2_676 129.0(2)
Cu2 O7 Cu2 2_676 102.55(9)
C36 N3 C37 . 114.7(3)
C36 N3 Cu2 . 130.3(2)
C37 N3 Cu2 . 115.0(2)
C27 N4 C38 . 119.8(3)
C27 N4 Cu2 . 125.8(2)
C38 N4 Cu2 . 114.3(2)
N4 C27 C28 . 119.3(4)
N4 C27 H27 . 120.4
C28 C27 H27 . 120.4
C27 C28 C29 . 121.2(4)
C27 C28 H28 . 119.4
C29 C28 H28 . 119.4
C30 C29 C28 . 121.1(3)
C30 C29 H29 . 119.5
C28 C29 H29 . 119.5
C29 C30 C38 . 113.7(4)
C29 C30 C31 . 125.9(4)
C38 C30 C31 . 120.4(4)
C32 C31 C30 . 122.4(4)
C32 C31 H31 . 118.8
C30 C31 H31 . 118.8
C31 C32 C33 . 119.0(4)
C31 C32 H32 . 120.5
C33 C32 H32 . 120.5
C34 C33 C32 . 122.3(4)
C34 C33 C37 . 118.1(3)
C32 C33 C37 . 119.6(4)
C35 C34 C33 . 116.2(4)
C35 C34 H34 . 121.9
C33 C34 H34 . 121.9
C34 C35 C36 . 122.6(4)
C34 C35 H35 . 118.7
C36 C35 H35 . 118.7
N3 C36 C35 . 123.0(4)
N3 C36 H36 . 118.5
C35 C36 H36 . 118.5
N3 C37 C38 . 113.1(3)
N3 C37 C33 . 125.4(3)
C38 C37 C33 . 121.4(3)
C37 C38 C30 . 117.2(3)
C37 C38 N4 . 118.0(3)
C30 C38 N4 . 124.8(3)
O6 C39 O5 . 115.8(3)
O6 C39 C40 . 120.2(3)
O5 C39 C40 . 124.0(3)
C45 C40 C41 . 108.2(3)
C45 C40 C39 . 127.6(3)
C41 C40 C39 . 124.2(3)
C40 C41 C42 . 128.3(4)
C40 C41 H41 . 115.9
C42 C41 H41 . 115.9
C43 C42 C41 . 121.0(4)
C43 C42 H42 . 119.5
C41 C42 H42 . 119.5
C42 C43 C44 . 113.9(4)
C42 C43 H43 . 123.1
C44 C43 H43 . 123.1
C43 C44 C45 . 124.7(4)
C43 C44 H44 . 117.7
C45 C44 H44 . 117.7
C40 C45 C44 . 123.9(4)
C40 C45 Cl4 . 113.8(3)
C44 C45 Cl4 . 122.2(3)
O8 C46 O7 . 117.8(3)
O8 C46 C47 . 125.0(3)
O7 C46 C47 . 117.2(3)
C52 C47 C48 . 112.9(3)
C52 C47 C46 . 123.9(3)
C48 C47 C46 . 123.1(3)
C49 C48 C47 . 126.3(3)
C49 C48 H48 . 116.9
C47 C48 H48 . 116.9
C50 C49 C48 . 118.2(4)
C50 C49 H49 . 120.9
C48 C49 H49 . 120.9
C49 C50 C51 . 118.2(4)
C49 C50 H50 . 120.9
C51 C50 H50 . 120.9
C50 C51 C52 . 123.4(4)
C50 C51 H51 . 118.3
C52 C51 H51 . 118.3
C47 C52 C51 . 121.1(4)
C47 C52 Cl3 . 116.5(3)
C51 C52 Cl3 . 122.3(3)
H10A O10 H10B . 106.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O3 . 1.825(2)
Cu1 N2 . 1.876(3)
Cu1 O1 . 1.976(2)
Cu1 N1 . 2.021(3)
Cl1 C26 . 1.636(4)
Cl2 C15 . 1.758(4)
O1 C20 . 1.367(4)
O2 C20 . 1.257(4)
O3 C13 . 1.269(4)
O4 C13 . 1.295(5)
O9 H9A . 0.8496
O9 H9B . 0.8500
N1 C12 . 1.262(4)
N1 C1 . 1.308(4)
N2 C10 . 1.318(5)
N2 C11 . 1.346(5)
C1 C2 . 1.398(5)
C1 H1 . 0.9300
C2 C3 . 1.253(6)
C2 H2 . 0.9300
C3 C4 . 1.382(7)
C3 H3 . 0.9300
C4 C5 . 1.335(7)
C4 C12 . 1.403(5)
C5 C6 . 1.320(8)
C5 H5 . 0.9300
C6 C7 . 1.440(7)
C6 H6 . 0.9300
C7 C11 . 1.307(5)
C7 C8 . 1.382(7)
C8 C9 . 1.357(7)
C8 H8 . 0.9300
C9 C10 . 1.322(5)
C9 H9 . 0.9300
C10 H10 . 0.9300
C11 C12 . 1.406(5)
C13 C14 . 1.429(5)
C14 C19 . 1.396(5)
C14 C15 . 1.448(5)
C15 C16 . 1.293(5)
C16 C17 . 1.382(6)
C16 H16 . 0.9300
C17 C18 . 1.436(6)
C17 H17 . 0.9300
C18 C19 . 1.283(5)
C18 H18 . 0.9300
C19 H19 . 0.9300
C20 C21 . 1.460(4)
C21 C22 . 1.310(5)
C21 C26 . 1.417(5)
C22 C23 . 1.334(5)
C22 H22 . 0.9300
C23 C24 . 1.415(7)
C23 H23 . 0.9300
C24 C25 . 1.280(6)
C24 H24 . 0.9300
C25 C26 . 1.337(5)
C25 H25 . 0.9300
Cu2 O7 . 1.961(2)
Cu2 N4 . 2.006(3)
Cu2 O5 . 2.060(3)
Cu2 N3 . 2.125(3)
Cu2 O7 2_676 2.244(2)
Cl3 C52 . 1.809(4)
Cl4 C45 . 1.725(4)
O5 C39 . 1.286(4)
O6 C39 . 1.162(4)
O7 C46 . 1.220(4)
O7 Cu2 2_676 2.244(2)
O8 C46 . 1.193(4)
N3 C36 . 1.323(4)
N3 C37 . 1.386(4)
N4 C27 . 1.308(4)
N4 C38 . 1.438(4)
C27 C28 . 1.415(5)
C27 H27 . 0.9300
C28 C29 . 1.450(6)
C28 H28 . 0.9300
C29 C30 . 1.393(6)
C29 H29 . 0.9300
C30 C38 . 1.424(5)
C30 C31 . 1.518(6)
C31 C32 . 1.328(6)
C31 H31 . 0.9300
C32 C33 . 1.460(6)
C32 H32 . 0.9300
C33 C34 . 1.399(6)
C33 C37 . 1.489(5)
C34 C35 . 1.385(6)
C34 H34 . 0.9300
C35 C36 . 1.486(5)
C35 H35 . 0.9300
C36 H36 . 0.9300
C37 C38 . 1.422(5)
C39 C40 . 1.526(2)
C40 C45 . 1.337(5)
C40 C41 . 1.411(5)
C41 C42 . 1.467(6)
C41 H41 . 0.9300
C42 C43 . 1.294(6)
C42 H42 . 0.9300
C43 C44 . 1.371(6)
C43 H43 . 0.9300
C44 C45 . 1.481(6)
C44 H44 . 0.9300
C46 C47 . 1.522(2)
C47 C52 . 1.364(5)
C47 C48 . 1.459(5)
C48 C49 . 1.435(5)
C48 H48 . 0.9300
C49 C50 . 1.336(6)
C49 H49 . 0.9300
C50 C51 . 1.414(6)
C50 H50 . 0.9300
C51 C52 . 1.447(6)
C51 H51 . 0.9300
O10 H10A . 0.8501
O10 H10B . 0.8796
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
C3 H3 O9 2_655 0.93 2.53 3.267(6) 136.3
C8 H8 O2 2_765 0.93 2.47 3.182(5) 133.9
C29 H29 O6 2_666 0.93 2.52 3.396(5) 156.7
C34 H34 O8 2_776 0.93 2.52 3.376(5) 152.5
C36 H36 O5 2_676 0.93 2.49 3.054(4) 119.1
C42 H42 O2 1_455 0.93 2.48 3.338(5) 152.8
O9 H9A O4 . 0.85 1.77 2.616(4) 179.4
O9 H9B O2 . 0.85 2.04 2.826(4) 153.6
O10 H10A O6 . 0.85 2.03 2.852(5) 162.1
O10 H10B O8 . 0.88 2.16 2.928(5) 145.4
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
O3 Cu1 O1 C20 . . 106.8(2)
N2 Cu1 O1 C20 . . -71.9(2)
O1 Cu1 O3 C13 . . -80.8(3)
N1 Cu1 O3 C13 . . 102.4(3)
O3 Cu1 N1 C12 . . -176.8(2)
N2 Cu1 N1 C12 . . 1.4(2)
O3 Cu1 N1 C1 . . 1.8(3)
N2 Cu1 N1 C1 . . -179.9(3)
O1 Cu1 N2 C10 . . 2.9(3)
N1 Cu1 N2 C10 . . 179.6(3)
O1 Cu1 N2 C11 . . -178.5(2)
N1 Cu1 N2 C11 . . -1.7(2)
C12 N1 C1 C2 . . 0.2(6)
Cu1 N1 C1 C2 . . -178.4(3)
N1 C1 C2 C3 . . -1.2(7)
C1 C2 C3 C4 . . 1.2(7)
C2 C3 C4 C5 . . 178.9(5)
C2 C3 C4 C12 . . -0.6(7)
C3 C4 C5 C6 . . -179.1(5)
C12 C4 C5 C6 . . 0.4(8)
C4 C5 C6 C7 . . -0.9(10)
C5 C6 C7 C11 . . 0.7(9)
C5 C6 C7 C8 . . -179.7(6)
C11 C7 C8 C9 . . -0.8(7)
C6 C7 C8 C9 . . 179.7(5)
C7 C8 C9 C10 . . -0.4(7)
C11 N2 C10 C9 . . -1.4(5)
Cu1 N2 C10 C9 . . 177.1(3)
C8 C9 C10 N2 . . 1.5(6)
C8 C7 C11 N2 . . 0.9(6)
C6 C7 C11 N2 . . -179.4(4)
C8 C7 C11 C12 . . -179.7(4)
C6 C7 C11 C12 . . -0.1(6)
C10 N2 C11 C7 . . 0.1(5)
Cu1 N2 C11 C7 . . -178.7(3)
C10 N2 C11 C12 . . -179.2(3)
Cu1 N2 C11 C12 . . 2.0(4)
C1 N1 C12 C4 . . 0.5(5)
Cu1 N1 C12 C4 . . 179.4(3)
C1 N1 C12 C11 . . -179.6(3)
Cu1 N1 C12 C11 . . -0.7(4)
C5 C4 C12 N1 . . -179.9(4)
C3 C4 C12 N1 . . -0.4(6)
C5 C4 C12 C11 . . 0.2(6)
C3 C4 C12 C11 . . 179.7(4)
C7 C11 C12 N1 . . 179.8(3)
N2 C11 C12 N1 . . -0.9(5)
C7 C11 C12 C4 . . -0.3(6)
N2 C11 C12 C4 . . 179.0(3)
Cu1 O3 C13 O4 . . -10.3(6)
Cu1 O3 C13 C14 . . 165.9(2)
O3 C13 C14 C19 . . -132.6(3)
O4 C13 C14 C19 . . 44.1(5)
O3 C13 C14 C15 . . 46.1(5)
O4 C13 C14 C15 . . -137.2(4)
C19 C14 C15 C16 . . 0.3(6)
C13 C14 C15 C16 . . -178.2(4)
C19 C14 C15 Cl2 . . 179.1(3)
C13 C14 C15 Cl2 . . 0.6(6)
C14 C15 C16 C17 . . 1.7(6)
Cl2 C15 C16 C17 . . -177.3(3)
C15 C16 C17 C18 . . -1.8(7)
C16 C17 C18 C19 . . -0.5(7)
C17 C18 C19 C14 . . 2.5(6)
C13 C14 C19 C18 . . 176.2(3)
C15 C14 C19 C18 . . -2.6(6)
Cu1 O1 C20 O2 . . 25.5(4)
Cu1 O1 C20 C21 . . -149.9(2)
O2 C20 C21 C22 . . -125.2(3)
O1 C20 C21 C22 . . 50.9(4)
O2 C20 C21 C26 . . 49.2(5)
O1 C20 C21 C26 . . -134.6(3)
C26 C21 C22 C23 . . -2.1(5)
C20 C21 C22 C23 . . 172.9(3)
C21 C22 C23 C24 . . 1.2(6)
C22 C23 C24 C25 . . 1.0(8)
C23 C24 C25 C26 . . -2.0(7)
C24 C25 C26 C21 . . 1.1(6)
C24 C25 C26 Cl1 . . 178.7(4)
C22 C21 C26 C25 . . 1.0(6)
C20 C21 C26 C25 . . -173.2(4)
C22 C21 C26 Cl1 . . -176.4(3)
C20 C21 C26 Cl1 . . 9.4(5)
O7 Cu2 O5 C39 . . 87.2(3)
N4 Cu2 O5 C39 . . -91.7(3)
O7 Cu2 O5 C39 2_676 . 164.3(3)
O5 Cu2 O7 C46 . . -94.7(3)
N3 Cu2 O7 C46 . . 81.6(3)
O7 Cu2 O7 C46 2_676 . 170.6(3)
O5 Cu2 O7 Cu2 . 2_676 94.76(11)
N3 Cu2 O7 Cu2 . 2_676 -88.96(11)
O7 Cu2 O7 Cu2 2_676 2_676 0.0
O7 Cu2 N3 C36 . . 5.6(3)
N4 Cu2 N3 C36 . . -175.5(3)
O7 Cu2 N3 C36 2_676 . -71.8(3)
O7 Cu2 N3 C37 . . -176.2(2)
N4 Cu2 N3 C37 . . 2.7(2)
O7 Cu2 N3 C37 2_676 . 106.4(2)
O5 Cu2 N4 C27 . . -5.9(3)
N3 Cu2 N4 C27 . . 177.8(3)
O7 Cu2 N4 C27 2_676 . 89.0(3)
O5 Cu2 N4 C38 . . 173.4(2)
N3 Cu2 N4 C38 . . -3.0(2)
O7 Cu2 N4 C38 2_676 . -91.7(2)
C38 N4 C27 C28 . . -0.3(5)
Cu2 N4 C27 C28 . . 179.0(2)
N4 C27 C28 C29 . . -0.3(5)
C27 C28 C29 C30 . . 0.4(6)
C28 C29 C30 C38 . . 0.2(5)
C28 C29 C30 C31 . . 179.1(4)
C29 C30 C31 C32 . . -177.4(4)
C38 C30 C31 C32 . . 1.5(6)
C30 C31 C32 C33 . . 0.8(7)
C31 C32 C33 C34 . . 177.0(4)
C31 C32 C33 C37 . . -3.2(6)
C32 C33 C34 C35 . . 179.8(4)
C37 C33 C34 C35 . . 0.0(5)
C33 C34 C35 C36 . . -0.7(6)
C37 N3 C36 C35 . . 0.7(5)
Cu2 N3 C36 C35 . . 178.9(2)
C34 C35 C36 N3 . . 0.4(6)
C36 N3 C37 C38 . . 176.6(3)
Cu2 N3 C37 C38 . . -1.9(3)
C36 N3 C37 C33 . . -1.4(5)
Cu2 N3 C37 C33 . . -180.0(3)
C34 C33 C37 N3 . . 1.2(5)
C32 C33 C37 N3 . . -178.6(3)
C34 C33 C37 C38 . . -176.7(3)
C32 C33 C37 C38 . . 3.5(5)
N3 C37 C38 C30 . . -179.4(3)
C33 C37 C38 C30 . . -1.2(5)
N3 C37 C38 N4 . . -0.6(4)
C33 C37 C38 N4 . . 177.5(3)
C29 C30 C38 C37 . . 177.8(3)
C31 C30 C38 C37 . . -1.2(5)
C29 C30 C38 N4 . . -0.9(5)
C31 C30 C38 N4 . . -179.8(3)
C27 N4 C38 C37 . . -177.7(3)
Cu2 N4 C38 C37 . . 3.0(4)
C27 N4 C38 C30 . . 0.9(5)
Cu2 N4 C38 C30 . . -178.4(3)
Cu2 O5 C39 O6 . . 9.8(5)
Cu2 O5 C39 C40 . . -166.4(2)
O6 C39 C40 C45 . . 135.5(4)
O5 C39 C40 C45 . . -48.5(5)
O6 C39 C40 C41 . . -46.5(5)
O5 C39 C40 C41 . . 129.5(4)
C45 C40 C41 C42 . . 2.7(6)
C39 C40 C41 C42 . . -175.6(4)
C40 C41 C42 C43 . . -2.8(8)
C41 C42 C43 C44 . . 0.2(8)
C42 C43 C44 C45 . . 1.9(8)
C41 C40 C45 C44 . . -0.5(6)
C39 C40 C45 C44 . . 177.8(4)
C41 C40 C45 Cl4 . . 178.6(3)
C39 C40 C45 Cl4 . . -3.2(5)
C43 C44 C45 C40 . . -1.9(8)
C43 C44 C45 Cl4 . . 179.1(4)
Cu2 O7 C46 O8 . . -33.3(5)
Cu2 O7 C46 O8 2_676 . 134.9(3)
Cu2 O7 C46 C47 . . 144.7(2)
Cu2 O7 C46 C47 2_676 . -47.2(4)
O8 C46 C47 C52 . . -55.7(5)
O7 C46 C47 C52 . . 126.5(4)
O8 C46 C47 C48 . . 120.6(4)
O7 C46 C47 C48 . . -57.2(4)
C52 C47 C48 C49 . . 1.1(5)
C46 C47 C48 C49 . . -175.6(3)
C47 C48 C49 C50 . . -0.6(6)
C48 C49 C50 C51 . . -0.4(6)
C49 C50 C51 C52 . . 0.9(6)
C48 C47 C52 C51 . . -0.5(5)
C46 C47 C52 C51 . . 176.2(3)
C48 C47 C52 Cl3 . . 177.2(2)
C46 C47 C52 Cl3 . . -6.1(4)
C50 C51 C52 C47 . . -0.4(6)
C50 C51 C52 Cl3 . . -178.1(3)
