#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/22/2232234.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_2232234
loop_
_publ_author_name
'Shaikh, M. Mobin'
'Mathur, Saloni'
'Uddin, Md. Jamal'
_publ_section_title
;
 Bis[μ-2-(pyridin-2-yl)ethanolato]bis[bromidocopper(II)]
;
_journal_coeditor_code           FI2115
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1612
_journal_paper_doi               10.1107/S1600536811043637
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu2 Br2 (C7 H8 N O)2]'
_chemical_formula_moiety         'C14 H16 Br2 Cu2 N2 O2'
_chemical_formula_sum            'C14 H16 Br2 Cu2 N2 O2'
_chemical_formula_weight         531.19
_chemical_name_systematic
;
Bis[μ-2-(pyridin-2-yl)ethanolato]bis[bromidocopper(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
_cell_angle_alpha                91.122(4)
_cell_angle_beta                 90.195(3)
_cell_angle_gamma                97.0330(10)
_cell_formula_units_Z            1
_cell_length_a                   4.2066(2)
_cell_length_b                   8.4338(3)
_cell_length_c                   11.5113(6)
_cell_measurement_reflns_used    3586
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.9635
_cell_measurement_theta_min      3.5334
_cell_volume                     405.24(3)
_computing_cell_refinement       'CrysAlis PRO-CCD (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlis PRO-CCD (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis PRO-RED (Oxford Diffraction, 2009)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 15.9948
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur-S'
_diffrn_measurement_method       ω/q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3453
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.54
_exptl_absorpt_coefficient_mu    7.560
_exptl_absorpt_correction_T_max  0.3597
_exptl_absorpt_correction_T_min  0.2260
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO-RED; Oxford Diffraction, 2009)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.177
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             258
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.837
_refine_diff_density_min         -0.743
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1388
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0314
_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)+(0.0549P)²+0.5089P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0874
_reflns_number_gt                1298
_reflns_number_total             1388
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            fi2115.cif
_cod_data_source_block           I
_cod_database_code               2232234
_cod_database_fobs_code          2232234
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 0.91306(11) 0.96968(5) 0.87303(4) 0.01736(18) Uani d . 1 1
Br Br1 0.60658(9) 0.76112(4) 0.76674(3) 0.02191(18) Uani d . 1 1
O O1 1.0535(7) 1.1399(3) 0.9846(2) 0.0219(6) Uani d . 1 1
N N1 1.0035(8) 1.1189(4) 0.7436(3) 0.0174(7) Uani d . 1 1
C C1 1.1498(10) 1.0720(5) 0.6475(4) 0.0220(9) Uani d . 1 1
H H1 1.1873 0.9635 0.6396 0.026 Uiso calc R 1 1
C C2 1.2475(10) 1.1759(5) 0.5598(4) 0.0254(9) Uani d . 1 1
H H2 1.3495 1.1398 0.4925 0.030 Uiso calc R 1 1
C C3 1.1933(10) 1.3341(5) 0.5722(4) 0.0266(10) Uani d . 1 1
H H3 1.2575 1.4082 0.5131 0.032 Uiso calc R 1 1
C C4 1.0444(10) 1.3833(5) 0.6716(4) 0.0226(9) Uani d . 1 1
H H4 1.0082 1.4917 0.6817 0.027 Uiso calc R 1 1
C C5 0.9486(9) 1.2720(5) 0.7564(3) 0.0186(8) Uani d . 1 1
C C6 0.7862(9) 1.3159(5) 0.8657(4) 0.0197(8) Uani d . 1 1
H H6A 0.5811 1.2456 0.8729 0.024 Uiso calc R 1 1
H H6B 0.7365 1.4273 0.8605 0.024 Uiso calc R 1 1
C C7 0.9894(10) 1.3012(4) 0.9745(3) 0.0195(8) Uani d . 1 1
H H7A 1.1934 1.3728 0.9691 0.023 Uiso calc R 1 1
H H7B 0.8737 1.3335 1.0441 0.023 Uiso calc R 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu1 O1 2_777 . 76.32(12) y
O1 Cu1 N1 2_777 . 162.34(14) ?
O1 Cu1 N1 . . 90.44(12) ?
O1 Cu1 Br1 2_777 . 98.08(8) ?
O1 Cu1 Br1 . . 163.87(9) ?
N1 Cu1 Br1 . . 97.69(10) ?
O1 Cu1 Cu1 2_777 2_777 38.54(8) ?
O1 Cu1 Cu1 . 2_777 37.78(8) ?
N1 Cu1 Cu1 . 2_777 127.28(10) ?
Br1 Cu1 Cu1 . 2_777 134.80(3) ?
C7 O1 Cu1 . 2_777 125.6(2) ?
C7 O1 Cu1 . . 124.4(2) ?
Cu1 O1 Cu1 2_777 . 103.68(12) y
C5 N1 C1 . . 119.7(3) ?
C5 N1 Cu1 . . 119.9(3) ?
C1 N1 Cu1 . . 120.0(3) ?
N1 C1 C2 . . 122.3(4) ?
N1 C1 H1 . . 118.9 ?
C2 C1 H1 . . 118.9 ?
C1 C2 C3 . . 118.5(4) ?
C1 C2 H2 . . 120.8 ?
C3 C2 H2 . . 120.8 ?
C2 C3 C4 . . 119.4(4) ?
C2 C3 H3 . . 120.3 ?
C4 C3 H3 . . 120.3 ?
C3 C4 C5 . . 119.3(4) ?
C3 C4 H4 . . 120.4 ?
C5 C4 H4 . . 120.4 ?
N1 C5 C4 . . 120.8(4) ?
N1 C5 C6 . . 116.9(3) ?
C4 C5 C6 . . 122.4(4) ?
C5 C6 C7 . . 112.9(3) ?
C5 C6 H6A . . 109.0 ?
C7 C6 H6A . . 109.0 ?
C5 C6 H6B . . 109.0 ?
C7 C6 H6B . . 109.0 ?
H6A C6 H6B . . 107.8 ?
O1 C7 C6 . . 109.4(3) ?
O1 C7 H7A . . 109.8 ?
C6 C7 H7A . . 109.8 ?
O1 C7 H7B . . 109.8 ?
C6 C7 H7B . . 109.8 ?
H7A C7 H7B . . 108.2 ?
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 O1 2_777 1.910(3) y
Cu1 O1 . 1.943(3) y
Cu1 N1 . 1.977(3) y
Cu1 Br1 . 2.3670(6) ?
Cu1 Cu1 2_777 3.0294(9) y
O1 C7 . 1.426(4) ?
O1 Cu1 2_777 1.910(3) ?
N1 C5 . 1.344(5) ?
N1 C1 . 1.344(5) ?
C1 C2 . 1.380(6) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.385(6) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.387(6) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.394(6) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.496(6) ?
C6 C7 . 1.529(6) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 H7A . 0.9900 ?
C7 H7B . 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
C1 H1 Br1 1_655 0.95 3.00 3.716(4) 133.5
C6 H6A O1 1_455 0.99 2.64 3.545(5) 152.5
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
O1 Cu1 O1 C7 2_777 . -153.1(4)
N1 Cu1 O1 C7 . . 38.7(3)
Br1 Cu1 O1 C7 . . -81.8(4)
Cu1 Cu1 O1 C7 2_777 . -153.1(4)
O1 Cu1 O1 Cu1 2_777 2_777 0.0
N1 Cu1 O1 Cu1 . 2_777 -168.20(15)
Br1 Cu1 O1 Cu1 . 2_777 71.3(3)
O1 Cu1 N1 C5 2_777 . -77.1(5)
O1 Cu1 N1 C5 . . -36.2(3)
Br1 Cu1 N1 C5 . . 129.8(3)
Cu1 Cu1 N1 C5 2_777 . -45.2(3)
O1 Cu1 N1 C1 2_777 . 96.1(5)
O1 Cu1 N1 C1 . . 137.0(3)
Br1 Cu1 N1 C1 . . -56.9(3)
Cu1 Cu1 N1 C1 2_777 . 128.0(3)
C5 N1 C1 C2 . . -0.1(6)
Cu1 N1 C1 C2 . . -173.3(3)
N1 C1 C2 C3 . . 0.3(6)
C1 C2 C3 C4 . . 0.2(6)
C2 C3 C4 C5 . . -0.8(6)
C1 N1 C5 C4 . . -0.6(6)
Cu1 N1 C5 C4 . . 172.6(3)
C1 N1 C5 C6 . . -179.7(4)
Cu1 N1 C5 C6 . . -6.5(5)
C3 C4 C5 N1 . . 1.1(6)
C3 C4 C5 C6 . . -179.9(4)
N1 C5 C6 C7 . . 65.4(5)
C4 C5 C6 C7 . . -113.7(4)
Cu1 O1 C7 C6 2_777 . -145.3(3)
Cu1 O1 C7 C6 . . 1.9(4)
C5 C6 C7 O1 . . -60.6(4)
