#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:56:43 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179085 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/47/4304703.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4304703
loop_
_publ_author_name
'Chandan Mukherjee'
'Thomas Weyhermüller'
'Eberhard Bothe'
'Phalguni Chaudhuri'
_publ_section_title
;
Oxidation of ano-Iminobenzosemiquinone Radical Ligand by Molecular Bromine:
Structural, Spectroscopic, and Reactivity Studies of a
Copper(II) o-Iminobenzoquinone Complex
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2740
_journal_page_last               2746
_journal_paper_doi               10.1021/ic702256p
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         '[C40 H50 Br2 Cu N2 O2], CH2Cl2'
_chemical_formula_sum            'C41 H52 Br2 Cl2 Cu N2 O2'
_chemical_formula_weight         899.11
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 100.675(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.6530(3)
_cell_length_b                   20.1784(6)
_cell_length_c                   11.4904(4)
_cell_measurement_temperature    100(2)
_cell_volume                     2199.39(13)
_computing_cell_refinement       'Nonius Collect Software'
_computing_data_collection       'Nonius Collect Software'
_computing_data_reduction        'Nonius Collect Software'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius Kappa-CCD'
_diffrn_measurement_method
'1277 images at 0.5 deg stepwise rotation in omega and phi, 53 sec/frame'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode, 50 kV, 80 mA'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0642
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            34932
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         3.21
_exptl_absorpt_coefficient_mu    2.468
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'opaque parallelepiped'
_exptl_crystal_F_000             922
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.324
_refine_diff_density_min         -0.925
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         6405
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0453
_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)+(0.0371P)²+4.9829P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.1081
_reflns_number_gt                5012
_reflns_number_total             6405
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic702256p-file001.cif
_cod_data_source_block           Complex2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_cell_volume        2199.39(12)
_cod_database_code               4304703
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.08116(3) 0.575836(14) 0.85806(3) 0.02021(8) Uani 1 1 d . . .
Cu1 Cu 0.0000 0.5000 1.0000 0.01311(10) Uani 1 2 d S . .
O1 O -0.1119(2) 0.59156(9) 1.07489(18) 0.0185(4) Uani 1 1 d . . .
C2 C -0.0220(3) 0.62321(13) 1.1412(2) 0.0145(5) Uani 1 1 d . . .
C3 C -0.0431(3) 0.69129(12) 1.1819(2) 0.0133(5) Uani 1 1 d . . .
C4 C 0.0616(3) 0.71782(13) 1.2642(2) 0.0150(5) Uani 1 1 d . . .
H4 H 0.0499 0.7621 1.2886 0.018 Uiso 1 1 calc R . .
C5 C 0.1914(3) 0.68316(13) 1.3181(2) 0.0143(5) Uani 1 1 d . . .
C6 C 0.2199(3) 0.62294(13) 1.2767(2) 0.0159(5) Uani 1 1 d . . .
H6 H 0.3046 0.6007 1.3105 0.019 Uiso 1 1 calc R . .
C7 C 0.1228(3) 0.59219(13) 1.1819(2) 0.0149(5) Uani 1 1 d . . .
N8 N 0.1467(2) 0.53835(10) 1.1270(2) 0.0140(4) Uani 1 1 d . . .
C9 C 0.2840(3) 0.50872(12) 1.1514(2) 0.0152(5) Uani 1 1 d . . .
C10 C 0.2980(3) 0.44457(14) 1.1946(3) 0.0224(6) Uani 1 1 d . . .
H10 H 0.2179 0.4210 1.2094 0.027 Uiso 1 1 calc R . .
C11 C 0.4305(3) 0.41498(15) 1.2160(3) 0.0277(7) Uani 1 1 d . . .
H11 H 0.4412 0.3713 1.2471 0.033 Uiso 1 1 calc R . .
C12 C 0.5465(3) 0.44866(16) 1.1923(3) 0.0285(7) Uani 1 1 d . . .
H12 H 0.6368 0.4283 1.2076 0.034 Uiso 1 1 calc R . .
C13 C 0.5312(3) 0.51199(16) 1.1461(4) 0.0334(8) Uani 1 1 d . . .
H13 H 0.6109 0.5348 1.1285 0.040 Uiso 1 1 calc R . .
C14 C 0.3999(3) 0.54259(15) 1.1252(3) 0.0274(7) Uani 1 1 d . . .
H14 H 0.3895 0.5861 1.0934 0.033 Uiso 1 1 calc R . .
C15 C -0.1805(3) 0.72727(13) 1.1310(2) 0.0145(5) Uani 1 1 d . . .
C16 C -0.2047(3) 0.72798(14) 0.9947(2) 0.0184(5) Uani 1 1 d . . .
H16A H -0.1270 0.7516 0.9688 0.028 Uiso 1 1 calc R . .
H16B H -0.2938 0.7505 0.9635 0.028 Uiso 1 1 calc R . .
H16C H -0.2086 0.6823 0.9651 0.028 Uiso 1 1 calc R . .
C17 C -0.1756(3) 0.79960(13) 1.1727(3) 0.0183(5) Uani 1 1 d . . .
H17A H -0.1673 0.8009 1.2589 0.028 Uiso 1 1 calc R . .
H17B H -0.2624 0.8223 1.1354 0.028 Uiso 1 1 calc R . .
H17C H -0.0942 0.8218 1.1503 0.028 Uiso 1 1 calc R . .
C18 C -0.3033(3) 0.69142(14) 1.1726(3) 0.0196(5) Uani 1 1 d . . .
H18A H -0.3130 0.6467 1.1390 0.029 Uiso 1 1 calc R . .
H18B H -0.3908 0.7162 1.1462 0.029 Uiso 1 1 calc R . .
H18C H -0.2843 0.6886 1.2593 0.029 Uiso 1 1 calc R . .
C19 C 0.2909(3) 0.71794(13) 1.4181(2) 0.0174(5) Uani 1 1 d . . .
C20 C 0.3573(3) 0.77774(14) 1.3655(3) 0.0227(6) Uani 1 1 d . . .
H20A H 0.4148 0.7620 1.3092 0.034 Uiso 1 1 calc R . .
H20B H 0.4168 0.8024 1.4294 0.034 Uiso 1 1 calc R . .
H20C H 0.2824 0.8068 1.3246 0.034 Uiso 1 1 calc R . .
C21 C 0.4090(3) 0.67165(15) 1.4782(3) 0.0266(7) Uani 1 1 d . . .
H21A H 0.3675 0.6323 1.5082 0.040 Uiso 1 1 calc R . .
H21B H 0.4681 0.6949 1.5442 0.040 Uiso 1 1 calc R . .
H21C H 0.4668 0.6582 1.4206 0.040 Uiso 1 1 calc R . .
C22 C 0.2083(3) 0.74225(16) 1.5125(3) 0.0251(6) Uani 1 1 d . . .
H22A H 0.1385 0.7753 1.4774 0.038 Uiso 1 1 calc R . .
H22B H 0.2737 0.7623 1.5786 0.038 Uiso 1 1 calc R . .
H22C H 0.1601 0.7047 1.5416 0.038 Uiso 1 1 calc R . .
C30 C 0.1968(10) 0.4713(6) 1.6111(9) 0.106(6) Uani 0.4081(19) 1 d PD A 1
H30A H 0.2502 0.4580 1.6897 0.127 Uiso 0.4081(19) 1 calc PR A 1
H30B H 0.1612 0.5169 1.6184 0.127 Uiso 0.4081(19) 1 calc PR A 1
Cl31 Cl 0.0568(4) 0.41928(15) 1.5728(3) 0.0653(8) Uani 0.4081(19) 1 d PD A 1
Cl32 Cl 0.3092(5) 0.4719(2) 1.5116(5) 0.0974(14) Uani 0.4081(19) 1 d PD A 1
C35 C 0.189(5) 0.4809(13) 1.597(5) 0.106(6) Uani 0.0919(19) 1 d PD A 2
H35A H 0.2500 0.4452 1.5758 0.127 Uiso 0.0919(19) 1 calc PR A 2
H35B H 0.1458 0.4653 1.6636 0.127 Uiso 0.0919(19) 1 calc PR A 2
Cl36 Cl 0.0587(16) 0.4987(7) 1.4771(12) 0.0653(8) Uani 0.0919(19) 1 d PD . 2
Cl37 Cl 0.2888(17) 0.5507(10) 1.6388(17) 0.0974(14) Uani 0.0919(19) 1 d PD A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 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'
Br Br -0.2901 2.4595 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N8 Cu1 N8 180.0 3_567 . ?
N8 Cu1 O1 75.07(8) 3_567 3_567 ?
N8 Cu1 O1 104.94(8) . 3_567 ?
N8 Cu1 O1 104.93(8) 3_567 . ?
N8 Cu1 O1 75.06(8) . . ?
O1 Cu1 O1 179.998(1) 3_567 . ?
N8 Cu1 Br1 88.49(6) 3_567 3_567 ?
N8 Cu1 Br1 91.51(6) . 3_567 ?
O1 Cu1 Br1 88.77(5) 3_567 3_567 ?
O1 Cu1 Br1 91.23(5) . 3_567 ?
N8 Cu1 Br1 91.51(6) 3_567 . ?
N8 Cu1 Br1 88.49(6) . . ?
O1 Cu1 Br1 91.23(5) 3_567 . ?
O1 Cu1 Br1 88.77(5) . . ?
Br1 Cu1 Br1 180.0 3_567 . ?
C2 O1 Cu1 108.23(17) . . ?
O1 C2 C3 124.0(2) . . ?
O1 C2 C7 118.8(2) . . ?
C3 C2 C7 117.2(2) . . ?
C4 C3 C2 117.3(2) . . ?
C4 C3 C15 124.0(2) . . ?
C2 C3 C15 118.7(2) . . ?
C3 C4 C5 124.9(2) . . ?
C6 C5 C4 119.5(2) . . ?
C6 C5 C19 122.6(2) . . ?
C4 C5 C19 117.9(2) . . ?
C5 C6 C7 120.5(2) . . ?
N8 C7 C6 125.4(2) . . ?
N8 C7 C2 115.5(2) . . ?
C6 C7 C2 119.1(2) . . ?
C7 N8 C9 119.7(2) . . ?
C7 N8 Cu1 120.99(18) . . ?
C9 N8 Cu1 119.16(17) . . ?
C10 C9 C14 120.5(3) . . ?
C10 C9 N8 119.1(2) . . ?
C14 C9 N8 120.3(2) . . ?
C9 C10 C11 119.4(3) . . ?
C12 C11 C10 120.5(3) . . ?
C11 C12 C13 119.9(3) . . ?
C12 C13 C14 120.5(3) . . ?
C13 C14 C9 119.2(3) . . ?
C3 C15 C17 111.0(2) . . ?
C3 C15 C18 108.7(2) . . ?
C17 C15 C18 109.3(2) . . ?
C3 C15 C16 110.5(2) . . ?
C17 C15 C16 107.4(2) . . ?
C18 C15 C16 109.9(2) . . ?
C5 C19 C21 111.7(2) . . ?
C5 C19 C22 109.9(2) . . ?
C21 C19 C22 108.4(2) . . ?
C5 C19 C20 108.3(2) . . ?
C21 C19 C20 109.0(2) . . ?
C22 C19 C20 109.5(2) . . ?
Cl31 C30 Cl32 113.6(5) . . ?
Cl36 C35 Cl37 110.0(7) . . ?
Cl36 Cl36 C35 104(3) 3_568 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Cu1 2.4676(3) . ?
Cu1 N8 1.992(2) 3_567 ?
Cu1 N8 1.992(2) . ?
Cu1 O1 2.3803(19) 3_567 ?
Cu1 O1 2.3803(19) . ?
Cu1 Br1 2.4675(3) 3_567 ?
O1 C2 1.223(3) . ?
C2 C3 1.477(3) . ?
C2 C7 1.523(4) . ?
C3 C4 1.359(4) . ?
C3 C15 1.531(4) . ?
C4 C5 1.468(4) . ?
C5 C6 1.351(4) . ?
C5 C19 1.525(4) . ?
C6 C7 1.440(4) . ?
C7 N8 1.298(3) . ?
N8 C9 1.433(3) . ?
C9 C10 1.384(4) . ?
C9 C14 1.391(4) . ?
C10 C11 1.392(4) . ?
C11 C12 1.380(4) . ?
C12 C13 1.381(5) . ?
C13 C14 1.390(4) . ?
C15 C17 1.534(4) . ?
C15 C18 1.539(4) . ?
C15 C16 1.540(4) . ?
C19 C21 1.535(4) . ?
C19 C22 1.540(4) . ?
C19 C20 1.541(4) . ?
C30 Cl31 1.704(5) . ?
C30 Cl32 1.716(5) . ?
C35 Cl36 1.720(5) . ?
C35 Cl37 1.724(5) . ?
Cl36 Cl36 1.34(3) 3_568 ?
