#------------------------------------------------------------------------------
#$Date: 2016-02-20 17:35:30 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/15/2211538.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_2211538
loop_
_publ_author_name
'Zhang, Shi-Guo'
'Li, Wei-Nan'
'Shi, Jing-Min'
_publ_section_title
;
 Bis(μ-4-methoxypyridine
 N-oxide-κ²O:O)bis[dibromocopper(II)]
;
_journal_coeditor_code           NG2142
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m3181
_journal_page_last               m3182
_journal_paper_doi               10.1107/S1600536806045326
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu2 Br4 (C6 H7 N O2)2]'
_chemical_formula_moiety         'C12 H14 Br4 Cu2 N2 O4'
_chemical_formula_sum            'C12 H14 Br4 Cu2 N2 O4'
_chemical_formula_weight         696.97
_chemical_name_systematic
;
Bis(μ-4-methoxypyridine N-oxide-κ²O:O)bis[dibromocopper(II)]
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.962(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.102(3)
_cell_length_b                   10.054(3)
_cell_length_c                   7.767(2)
_cell_measurement_reflns_used    1100
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.8615
_cell_measurement_theta_min      2.634
_cell_volume                     944.9(4)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL  (Bruker, 2001)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_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  0.0807
_diffrn_reflns_av_sigmaI/netI    0.1160
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            4667
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.63
_exptl_absorpt_coefficient_mu    10.726
_exptl_absorpt_correction_T_max  0.5654
_exptl_absorpt_correction_T_min  0.2960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.181
_refine_diff_density_min         -0.896
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1664
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0676
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1462
_refine_ls_wR_factor_ref         0.1527
_reflns_number_gt                1391
_reflns_number_total             1664
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng2142.cif
_cod_data_source_block           I
_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.

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (3 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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.

'_geom_bond_publ_flag' value 'Y' changed to 'y'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (3
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2211538
_cod_database_fobs_code          2211538
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_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
Cu Cu1 0.57818(9) 0.57752(11) 0.13950(15) 0.0254(4) Uani d . 1
Br Br2 0.77071(9) 0.58993(11) 0.16952(14) 0.0377(4) Uani d . 1
Br Br1 0.53360(9) 0.68205(11) 0.39793(13) 0.0376(4) Uani d . 1
N N1 0.3333(6) 0.5637(7) 0.1655(9) 0.0232(18) Uani d . 1
C C1 0.2825(8) 0.4740(10) 0.2679(12) 0.030(2) Uani d . 1
H H4 0.3115 0.3889 0.2815 0.036 Uiso calc R 1
O O1 0.4236(5) 0.5264(7) 0.0789(8) 0.0279(15) Uani d . 1
C C3 0.1451(7) 0.6368(10) 0.3307(11) 0.023(2) Uani d . 1
O O2 0.0513(6) 0.6635(7) 0.4099(9) 0.044(2) Uani d . 1
C C5 0.2945(7) 0.6877(9) 0.1470(11) 0.023(2) Uani d . 1
H H1 0.3309 0.7476 0.0765 0.027 Uiso calc R 1
C C2 0.1884(8) 0.5098(11) 0.3511(12) 0.033(2) Uani d . 1
H H3 0.1531 0.4488 0.4215 0.039 Uiso calc R 1
C C6 0.0010(11) 0.7900(12) 0.3837(15) 0.050(3) Uani d U 1
H H5A 0.0496 0.8585 0.4259 0.075 Uiso calc R 1
H H6B -0.0674 0.7936 0.4445 0.075 Uiso calc R 1
H H7C -0.0133 0.8033 0.2629 0.075 Uiso calc R 1
C C4 0.2025(8) 0.7265(10) 0.2301(12) 0.029(2) Uani d . 1
H H2 0.1777 0.8137 0.2197 0.035 Uiso calc R 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.0218(7) 0.0233(7) 0.0313(7) -0.0013(5) 0.0060(5) -0.0102(5)
Br2 0.0252(7) 0.0423(7) 0.0456(7) -0.0044(5) 0.0013(5) -0.0066(5)
Br1 0.0373(7) 0.0385(7) 0.0373(6) -0.0043(5) 0.0071(5) -0.0173(5)
N1 0.022(5) 0.022(5) 0.026(4) 0.002(3) 0.004(3) -0.009(3)
C1 0.041(6) 0.019(5) 0.030(5) -0.001(5) 0.011(4) 0.006(4)
O1 0.014(3) 0.032(4) 0.039(4) 0.003(3) 0.015(3) -0.014(3)
C3 0.016(5) 0.034(6) 0.021(5) 0.007(4) 0.001(4) -0.006(4)
O2 0.026(4) 0.048(5) 0.059(5) 0.009(4) 0.011(4) -0.005(4)
C5 0.023(5) 0.016(5) 0.029(5) 0.002(4) 0.011(4) 0.000(4)
C2 0.033(6) 0.034(7) 0.032(5) -0.008(5) 0.011(4) -0.004(5)
C6 0.050(3) 0.050(3) 0.050(3) 0.0007(10) 0.0010(10) -0.0004(10)
C4 0.029(6) 0.024(6) 0.034(5) 0.008(4) 0.003(4) -0.001(4)
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'
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
O1 Cu1 O1 . 3_665 70.5(3)
O1 Cu1 Br1 . . 95.15(17)
O1 Cu1 Br1 3_665 . 165.46(18)
O1 Cu1 Br2 . . 165.45(18)
O1 Cu1 Br2 3_665 . 96.27(18)
Br1 Cu1 Br2 . . 97.71(5)
C5 N1 O1 . . 119.5(7)
C5 N1 C1 . . 121.4(8)
O1 N1 C1 . . 119.1(8)
N1 C1 C2 . . 119.4(9)
N1 C1 H4 . . 120.3
C2 C1 H4 . . 120.3
N1 O1 Cu1 . . 125.3(5)
N1 O1 Cu1 . 3_665 125.1(5)
Cu1 O1 Cu1 . 3_665 109.5(3)
O2 C3 C4 . . 124.8(9)
O2 C3 C2 . . 117.1(9)
C4 C3 C2 . . 118.1(9)
C3 O2 C6 . . 118.7(9)
N1 C5 C4 . . 120.4(9)
N1 C5 H1 . . 119.8
C4 C5 H1 . . 119.8
C1 C2 C3 . . 120.2(9)
C1 C2 H3 . . 119.9
C3 C2 H3 . . 119.9
O2 C6 H5A . . 109.5
O2 C6 H6B . . 109.5
H5A C6 H6B . . 109.5
O2 C6 H7C . . 109.5
H5A C6 H7C . . 109.5
H6B C6 H7C . . 109.5
C5 C4 C3 . . 120.4(9)
C5 C4 H2 . . 119.8
C3 C4 H2 . . 119.8
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 . 1.989(6) y
Cu1 O1 3_665 1.992(6) ?
Cu1 Br1 . 2.3368(15) y
Cu1 Br2 . 2.3411(16) y
N1 C5 . 1.339(11) ?
N1 O1 . 1.346(9) ?
N1 C1 . 1.356(12) ?
C1 C2 . 1.367(13) ?
C1 H4 . 0.9300 ?
O1 Cu1 3_665 1.992(6) ?
C3 O2 . 1.328(11) ?
C3 C4 . 1.387(13) ?
C3 C2 . 1.389(13) ?
O2 C6 . 1.424(12) ?
C5 C4 . 1.353(12) ?
C5 H1 . 0.9300 ?
C2 H3 . 0.9300 ?
C6 H5A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H7C . 0.9600 ?
C4 H2 . 0.9300 ?
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
C5 H1 Br1 4_575 0.93 2.92 3.744(9) 147.8
C6 H6B Br2 4_476 0.96 2.90 3.790(12) 155.5
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
C5 N1 C1 C2 . . 1.5(14)
O1 N1 C1 C2 . . -177.5(8)
C5 N1 O1 Cu1 . . 75.9(9)
C1 N1 O1 Cu1 . . -105.0(8)
C5 N1 O1 Cu1 . 3_665 -99.3(8)
C1 N1 O1 Cu1 . 3_665 79.7(9)
O1 Cu1 O1 N1 3_665 . -175.9(9)
Br1 Cu1 O1 N1 . . 6.6(7)
Br2 Cu1 O1 N1 . . 158.6(6)
O1 Cu1 O1 Cu1 3_665 3_665 0.0
Br1 Cu1 O1 Cu1 . 3_665 -177.5(3)
Br2 Cu1 O1 Cu1 . 3_665 -25.5(10)
C4 C3 O2 C6 . . 3.9(14)
C2 C3 O2 C6 . . -176.3(8)
O1 N1 C5 C4 . . 178.7(8)
C1 N1 C5 C4 . . -0.3(14)
N1 C1 C2 C3 . . 0.0(15)
O2 C3 C2 C1 . . 177.6(9)
C4 C3 C2 C1 . . -2.6(14)
N1 C5 C4 C3 . . -2.3(14)
O2 C3 C4 C5 . . -176.4(9)
C2 C3 C4 C5 . . 3.7(14)
