#------------------------------------------------------------------------------
#$Date: 2016-02-16 18:55:33 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176466 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/33/8103342.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_8103342
loop_
_publ_author_name
'Rui-Li Fu'
'Jian-Fang Ma'
_publ_section_title
;
 Crystal structure of
 bis{1-[3-(2-hydroxy-3,5-dibromobenzylideneamino)phenyl]ethanone-k2N,O}copper(II),
 Cu(C15H9Br2NO2)2
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              279
_journal_volume                  227
_journal_year                    2012
_chemical_formula_moiety         'C30 H18 Br4 O4 N2 Cu'
_chemical_formula_sum            'C30 H18 Br4 Cu N2 O4'
_chemical_formula_weight         854
_chemical_melting_point          ?
_chemical_name_systematic
;
Bis((1-aminophenyl)ethanone-3-N-(3,5-dibromo-2-hydroxybenzal
dehyde))-copper(II)
;
_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
_audit_update_record
;
2011-09-23 # Formatted by publCIF
;
_cell_angle_alpha                75.775(9)
_cell_angle_beta                 76.767(9)
_cell_angle_gamma                80.645(9)
_cell_formula_units_Z            2
_cell_length_a                   8.0200(8)
_cell_length_b                   9.3672(10)
_cell_length_c                   10.5894(11)
_cell_measurement_reflns_used    1661
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.7931
_cell_measurement_theta_min      4.3881
_cell_volume                     745.88(14)
_computing_cell_refinement       CrysAlis
_computing_data_collection       CrysAlis
_computing_data_reduction        CrysAlis
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SHELXS-97[1]
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.2375
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R Ultra''
_diffrn_measurement_method       'ω scans'
_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  0.0734
_diffrn_reflns_av_sigmaI/netI    0.0644
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4806
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.07
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    6.128
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis (Oxford Diffraction, 2006)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.900
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             413
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.680
_refine_diff_density_min         -1.025
_refine_diff_density_rms         0.163
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2613
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0654
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1321P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1756
_refine_ls_wR_factor_ref         0.1943
_reflns_number_gt                1796
_reflns_number_total             2613
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-3685.cff
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        745.88(13)
_cod_original_sg_symbol_H-M      p-1
_cod_original_formula_sum        'C30 H18 Br4 O4 N2 Cu'
_cod_database_code               8103342
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Cu1 Cu 1.0000 0.0000 1.0000 0.0532(4) Uani 1 2 d S
C1 C 1.0214(9) -0.2975(7) 1.1957(7) 0.0436(17) Uani 1 1 d .
C2 C 0.9091(9) -0.3220(8) 1.3180(7) 0.0463(17) Uani 1 1 d .
H2 H 0.8713 -0.2461 1.3638 0.056 Uiso 1 1 calc R
C3 C 0.8536(10) -0.4623(9) 1.3716(8) 0.0499(18) Uani 1 1 d .
C4 C 0.9072(11) -0.5722(8) 1.3033(9) 0.056(2) Uani 1 1 d .
H4 H 0.8668 -0.6643 1.3377 0.067 Uiso 1 1 calc R
C5 C 1.0206(13) -0.5477(9) 1.1838(10) 0.066(2) Uani 1 1 d .
H5 H 1.0618 -0.6253 1.1404 0.080 Uiso 1 1 calc R
C6 C 1.0742(11) -0.4098(10) 1.1272(9) 0.062(2) Uani 1 1 d .
H6 H 1.1453 -0.3925 1.0436 0.074 Uiso 1 1 calc R
C7 C 0.7289(11) -0.4917(9) 1.5032(8) 0.057(2) Uani 1 1 d .
C8 C 0.6646(14) -0.3718(13) 1.5778(10) 0.081(3) Uani 1 1 d .
H8A H 0.5871 -0.4090 1.6586 0.121 Uiso 1 1 calc R
H8B H 0.6052 -0.2904 1.5244 0.121 Uiso 1 1 calc R
H8C H 0.7603 -0.3385 1.5985 0.121 Uiso 1 1 calc R
C9 C 1.2031(9) -0.1377(8) 1.2049(8) 0.0463(17) Uani 1 1 d .
C10 C 1.3031(10) -0.0145(7) 1.1732(7) 0.0431(16) Uani 1 1 d .
C11 C 1.4239(11) -0.0205(9) 1.2503(8) 0.055(2) Uani 1 1 d .
H11 H 1.4306 -0.0995 1.3227 0.066 Uiso 1 1 calc R
C12 C 1.5311(10) 0.0834(8) 1.2239(9) 0.0518(18) Uani 1 1 d .
C13 C 1.5203(10) 0.2046(8) 1.1137(8) 0.0502(19) Uani 1 1 d .
H13 H 1.5937 0.2778 1.0936 0.060 Uiso 1 1 calc R
C14 C 1.4024(9) 0.2126(7) 1.0382(7) 0.0442(17) Uani 1 1 d .
C15 C 1.2828(9) 0.1060(8) 1.0645(7) 0.0430(16) Uani 1 1 d .
N1 N 1.0890(7) -0.1562(6) 1.1437(6) 0.0422(14) Uani 1 1 d .
O1 O 1.1719(7) 0.1224(5) 0.9918(5) 0.0505(13) Uani 1 1 d .
O2 O 0.6845(9) -0.6175(8) 1.5464(7) 0.082(2) Uani 1 1 d .
Br1 Br 1.39771(11) 0.36998(9) 0.88855(9) 0.0624(3) Uani 1 1 d .
Br2 Br 1.70149(15) 0.07248(11) 1.32492(13) 0.0827(4) Uani 1 1 d .
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'
Br Br -0.2901 2.4595 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cu1 O1 180.0(2) . 2_757
O1 Cu1 N1 91.4(2) . .
O1 Cu1 N1 88.6(2) 2_757 .
O1 Cu1 N1 88.6(2) . 2_757
O1 Cu1 N1 91.4(2) 2_757 2_757
N1 Cu1 N1 180.000(1) . 2_757
C6 C1 C2 120.1(6) . .
C6 C1 N1 120.2(6) . .
C2 C1 N1 119.7(6) . .
C1 C2 C3 119.2(7) . .
C1 C2 H2 120.4 . .
C3 C2 H2 120.4 . .
C4 C3 C2 120.1(7) . .
C4 C3 C7 119.4(7) . .
C2 C3 C7 120.5(8) . .
C3 C4 C5 120.3(7) . .
C3 C4 H4 119.9 . .
C5 C4 H4 119.9 . .
C4 C5 C6 120.8(8) . .
C4 C5 H5 119.6 . .
C6 C5 H5 119.6 . .
C5 C6 C1 119.4(8) . .
C5 C6 H6 120.3 . .
C1 C6 H6 120.3 . .
O2 C7 C8 121.8(8) . .
O2 C7 C3 117.9(9) . .
C8 C7 C3 120.3(7) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
N1 C9 C10 127.4(7) . .
C11 C10 C15 121.4(6) . .
C11 C10 C9 117.5(6) . .
C15 C10 C9 121.1(7) . .
C12 C11 C10 122.2(7) . .
C12 C11 H11 118.9 . .
C10 C11 H11 118.9 . .
C11 C12 C13 118.9(8) . .
C11 C12 Br2 122.5(6) . .
C13 C12 Br2 118.5(5) . .
C14 C13 C12 119.5(7) . .
C14 C13 H13 120.2 . .
C12 C13 H13 120.2 . .
C13 C14 C15 123.5(7) . .
C13 C14 Br1 118.5(5) . .
C15 C14 Br1 118.0(6) . .
O1 C15 C10 125.3(6) . .
O1 C15 C14 120.3(7) . .
C10 C15 C14 114.4(7) . .
C9 N1 C1 113.2(6) . .
C9 N1 Cu1 123.9(5) . .
C1 N1 Cu1 122.8(5) . .
C15 O1 Cu1 130.0(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.906(5) .
Cu1 O1 1.906(5) 2_757
Cu1 N1 2.007(6) .
Cu1 N1 2.007(6) 2_757
C1 C6 1.379(11) .
C1 C2 1.389(10) .
C1 N1 1.445(8) .
C2 C3 1.398(10) .
C2 H2 0.9300 .
C3 C4 1.359(12) .
C3 C7 1.510(12) .
C4 C5 1.370(13) .
C4 H4 0.9300 .
C5 C6 1.377(11) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 O2 1.234(10) .
C7 C8 1.487(15) .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 N1 1.290(10) .
C9 C10 1.441(9) .
C10 C11 1.390(11) .
C10 C15 1.419(10) .
C11 C12 1.339(11) .
C11 H11 0.9300 .
C12 C13 1.422(11) .
C12 Br2 1.895(8) .
C13 C14 1.354(11) .
C13 H13 0.9300 .
C14 C15 1.431(9) .
C14 Br1 1.883(7) .
C15 O1 1.272(9) .
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
_geom_torsion_site_symmetry_1
C6 C1 C2 C3 1.3(12) .
N1 C1 C2 C3 -175.7(7) .
C1 C2 C3 C4 -1.0(12) .
C1 C2 C3 C7 -178.8(7) .
C2 C3 C4 C5 2.3(13) .
C7 C3 C4 C5 -179.9(8) .
C3 C4 C5 C6 -3.8(15) .
C4 C5 C6 C1 4.1(15) .
C2 C1 C6 C5 -2.8(13) .
N1 C1 C6 C5 174.2(8) .
C4 C3 C7 O2 2.5(12) .
C2 C3 C7 O2 -179.7(8) .
C4 C3 C7 C8 -178.3(8) .
C2 C3 C7 C8 -0.5(12) .
N1 C9 C10 C11 -177.7(8) .
N1 C9 C10 C15 0.3(12) .
C15 C10 C11 C12 -2.4(13) .
C9 C10 C11 C12 175.6(8) .
C10 C11 C12 C13 0.4(13) .
C10 C11 C12 Br2 -177.8(7) .
C11 C12 C13 C14 0.1(12) .
Br2 C12 C13 C14 178.4(6) .
C12 C13 C14 C15 1.4(12) .
C12 C13 C14 Br1 -177.4(6) .
C11 C10 C15 O1 -177.6(8) .
C9 C10 C15 O1 4.5(12) .
C11 C10 C15 C14 3.5(11) .
C9 C10 C15 C14 -174.4(7) .
C13 C14 C15 O1 178.0(7) .
Br1 C14 C15 O1 -3.3(10) .
C13 C14 C15 C10 -3.1(11) .
Br1 C14 C15 C10 175.7(5) .
C10 C9 N1 C1 175.8(7) .
C10 C9 N1 Cu1 -8.5(11) .
C6 C1 N1 C9 -104.1(9) .
C2 C1 N1 C9 72.9(9) .
C6 C1 N1 Cu1 80.2(9) .
C2 C1 N1 Cu1 -102.8(7) .
O1 Cu1 N1 C9 9.6(6) .
O1 Cu1 N1 C9 -170.4(6) 2_757
N1 Cu1 N1 C9 -161(100) 2_757
O1 Cu1 N1 C1 -175.1(5) .
O1 Cu1 N1 C1 4.9(5) 2_757
N1 Cu1 N1 C1 14(100) 2_757
C10 C15 O1 Cu1 0.3(11) .
C14 C15 O1 Cu1 179.1(5) .
O1 Cu1 O1 C15 164(100) 2_757
N1 Cu1 O1 C15 -6.0(7) .
N1 Cu1 O1 C15 174.0(7) 2_757
