#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/79/2227953.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_2227953
loop_
_publ_author_name
'DeBurgomaster, Paul'
'Zubieta, Jon'
_publ_section_title
;
 catena-Poly[[bis(μ-5-bromopyridine-3-carboxylato-κ²O:O')dicopper(II)]-bis(μ-5-bromopyridine-3-carboxylato)-κ³O,O':N;κ³N:O,O']
;
_journal_coeditor_code           RN2072
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1459
_journal_paper_doi               10.1107/S160053681004242X
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Cu2 (C6 H3 Br N O2)4]'
_chemical_formula_moiety         'C24 H12 Br4 Cu2 N4 O8'
_chemical_formula_sum            'C24 H12 Br4 Cu2 N4 O8'
_chemical_formula_weight         931.11
_chemical_name_systematic
;
catena-Poly[[bis(μ-5-bromopyridine-3-carboxylato-
κ²O:O')dicopper(II)]-bis(μ-5-bromopyridine-3-carboxylato)-
κ³O,O':N;κ³N:O,O']
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 115.432(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.1390(12)
_cell_length_b                   11.5866(13)
_cell_length_c                   12.6325(14)
_cell_measurement_reflns_used    3266
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.44
_cell_volume                     1472.4(3)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 1999)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker 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  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14281
_diffrn_reflns_theta_full        28.07
_diffrn_reflns_theta_max         28.07
_diffrn_reflns_theta_min         2.04
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.925
_exptl_absorpt_correction_T_max  0.2564
_exptl_absorpt_correction_T_min  0.1955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.100
_exptl_crystal_density_meas      2.09(2)
_exptl_crystal_density_method    flotation
_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.511
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3571
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0212
_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)+(0.0258P)²+1.3076P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0520
_refine_ls_wR_factor_ref         0.0535
_reflns_number_gt                3218
_reflns_number_total             3571
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            rn2072.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2227953
_cod_database_fobs_code          2227953
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 -0.18056(2) 0.76143(2) -0.11231(2) 0.02559(7) Uani d . 1 . .
Br Br2 0.84249(2) 0.868086(18) 0.603257(19) 0.02064(6) Uani d . 1 . .
Cu Cu1 0.56886(2) 1.02600(2) 0.11208(2) 0.01009(6) Uani d . 1 . .
O O1 0.40781(14) 0.98221(13) 0.12844(14) 0.0179(3) Uani d . 1 . .
O O2 0.29176(14) 0.93567(13) -0.06153(13) 0.0174(3) Uani d . 1 . .
O O3 1.00043(14) 1.31393(12) 0.57312(13) 0.0153(3) Uani d . 1 . .
O O4 0.88355(15) 1.36151(12) 0.38361(13) 0.0176(3) Uani d . 1 . .
N N1 0.08987(19) 0.89646(18) 0.19994(17) 0.0232(4) Uani d . 1 . .
N N2 0.70137(17) 1.05035(15) 0.29489(15) 0.0142(3) Uani d . 1 . .
C C1 -0.0161(2) 0.8474(2) 0.1151(2) 0.0214(5) Uani d . 1 . .
H H1 -0.0875 0.8233 0.1320 0.026 Uiso calc R 1 . .
C C2 -0.0258(2) 0.83017(19) 0.00277(19) 0.0176(4) Uani d . 1 . .
C C3 0.0770(2) 0.86282(17) -0.0242(2) 0.0161(4) Uani d . 1 . .
H H3 0.0718 0.8518 -0.1006 0.019 Uiso calc R 1 . .
C C4 0.1886(2) 0.91256(18) 0.06474(19) 0.0146(4) Uani d . 1 . .
C C5 0.1900(2) 0.92849(19) 0.17425(19) 0.0181(4) Uani d . 1 . .
H H5 0.2657 0.9639 0.2340 0.022 Uiso calc R 1 . .
C C6 0.30570(19) 0.94647(17) 0.04201(19) 0.0139(4) Uani d . 1 . .
C C7 0.7262(2) 0.96880(18) 0.37741(18) 0.0146(4) Uani d . 1 . .
H H7 0.6806 0.8971 0.3561 0.018 Uiso calc R 1 . .
C C8 0.8166(2) 0.98675(17) 0.49263(18) 0.0137(4) Uani d . 1 . .
C C9 0.8847(2) 1.09039(17) 0.52675(18) 0.0138(4) Uani d . 1 . .
H H9 0.9470 1.1034 0.6056 0.017 Uiso calc R 1 . .
C C10 0.85843(19) 1.17443(17) 0.44120(18) 0.0116(4) Uani d . 1 . .
C C11 0.76676(19) 1.15074(17) 0.32653(18) 0.0132(4) Uani d . 1 . .
H H11 0.7500 1.2083 0.2683 0.016 Uiso calc R 1 . .
C C12 0.92049(19) 1.29269(17) 0.46889(18) 0.0124(4) Uani d . 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'
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
_geom_angle_publ_flag
O1 Cu1 O2 . 3_675 168.33(6) ?
O1 Cu1 O4 . 2_645 89.67(6) ?
O2 Cu1 O4 3_675 2_645 89.25(7) ?
O1 Cu1 O3 . 4_585 89.81(6) ?
O2 Cu1 O3 3_675 4_585 88.91(6) ?
O4 Cu1 O3 2_645 4_585 168.37(6) ?
O1 Cu1 N2 . . 99.05(7) ?
O2 Cu1 N2 3_675 . 92.60(6) ?
O4 Cu1 N2 2_645 . 92.56(6) ?
O3 Cu1 N2 4_585 . 99.00(6) ?
O1 Cu1 Cu1 . 3_675 85.28(5) ?
O2 Cu1 Cu1 3_675 3_675 83.08(5) ?
O4 Cu1 Cu1 2_645 3_675 80.50(4) ?
O3 Cu1 Cu1 4_585 3_675 87.88(4) ?
N2 Cu1 Cu1 . 3_675 171.84(5) ?
C6 O1 Cu1 . . 121.33(13) ?
C6 O2 Cu1 . 3_675 123.66(13) ?
C12 O3 Cu1 . 4_686 117.81(13) ?
C12 O4 Cu1 . 2_655 127.10(14) ?
C1 N1 C5 . . 117.7(2) ?
C11 N2 C7 . . 118.33(18) ?
C11 N2 Cu1 . . 117.85(14) ?
C7 N2 Cu1 . . 123.76(14) ?
N1 C1 C2 . . 122.4(2) ?
N1 C1 H1 . . 118.8 ?
C2 C1 H1 . . 118.8 ?
C3 C2 C1 . . 120.2(2) ?
C3 C2 Br1 . . 120.35(17) ?
C1 C2 Br1 . . 119.44(15) ?
C2 C3 C4 . . 117.5(2) ?
C2 C3 H3 . . 121.2 ?
C4 C3 H3 . . 121.2 ?
C5 C4 C3 . . 118.87(19) ?
C5 C4 C6 . . 121.06(19) ?
C3 C4 C6 . . 120.06(19) ?
N1 C5 C4 . . 123.3(2) ?
N1 C5 H5 . . 118.3 ?
C4 C5 H5 . . 118.3 ?
O2 C6 O1 . . 126.63(18) ?
O2 C6 C4 . . 116.34(18) ?
O1 C6 C4 . . 117.03(18) ?
N2 C7 C8 . . 121.60(18) ?
N2 C7 H7 . . 119.2 ?
C8 C7 H7 . . 119.2 ?
C7 C8 C9 . . 120.71(18) ?
C7 C8 Br2 . . 118.60(15) ?
C9 C8 Br2 . . 120.67(16) ?
C8 C9 C10 . . 117.44(19) ?
C8 C9 H9 . . 121.3 ?
C10 C9 H9 . . 121.3 ?
C9 C10 C11 . . 119.06(18) ?
C9 C10 C12 . . 122.30(18) ?
C11 C10 C12 . . 118.57(17) ?
N2 C11 C10 . . 122.86(18) ?
N2 C11 H11 . . 118.6 ?
C10 C11 H11 . . 118.6 ?
O3 C12 O4 . . 126.62(18) ?
O3 C12 C10 . . 117.99(18) ?
O4 C12 C10 . . 115.38(18) ?
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
Br1 C2 . 1.888(2) ?
Br2 C8 . 1.892(2) ?
Cu1 O1 . 1.9588(14) ?
Cu1 O2 3_675 1.9665(14) ?
Cu1 O4 2_645 1.9726(14) ?
Cu1 O3 4_585 1.9852(14) ?
Cu1 N2 . 2.1595(18) ?
Cu1 Cu1 3_675 2.6465(5) ?
O1 C6 . 1.261(3) ?
O2 C6 . 1.255(3) ?
O3 C12 . 1.257(2) ?
O4 C12 . 1.259(2) ?
N1 C1 . 1.334(3) ?
N1 C5 . 1.340(3) ?
N2 C11 . 1.339(3) ?
N2 C7 . 1.345(3) ?
C1 C2 . 1.390(3) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.380(3) ?
C3 C4 . 1.393(3) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.389(3) ?
C4 C6 . 1.504(3) ?
C5 H5 . 0.9500 ?
C7 C8 . 1.384(3) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.387(3) ?
C9 C10 . 1.389(3) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.395(3) ?
C10 C12 . 1.507(3) ?
C11 H11 . 0.9500 ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 Cu1 O1 C6 3_675 . . . 5.4(4) ?
O4 Cu1 O1 C6 2_645 . . . -79.30(16) ?
O3 Cu1 O1 C6 4_585 . . . 89.08(16) ?
N2 Cu1 O1 C6 . . . . -171.84(15) ?
Cu1 Cu1 O1 C6 3_675 . . . 1.20(15) ?
O1 Cu1 N2 C11 . . . . -127.00(15) ?
O2 Cu1 N2 C11 3_675 . . . 53.57(15) ?
O4 Cu1 N2 C11 2_645 . . . 142.93(15) ?
O3 Cu1 N2 C11 4_585 . . . -35.75(15) ?
O1 Cu1 N2 C7 . . . . 56.05(17) ?
O2 Cu1 N2 C7 3_675 . . . -123.39(16) ?
O4 Cu1 N2 C7 2_645 . . . -34.03(16) ?
O3 Cu1 N2 C7 4_585 . . . 147.30(16) ?
C5 N1 C1 C2 . . . . -0.7(3) ?
N1 C1 C2 C3 . . . . 0.8(4) ?
N1 C1 C2 Br1 . . . . -179.34(18) ?
C1 C2 C3 C4 . . . . 0.1(3) ?
Br1 C2 C3 C4 . . . . -179.72(15) ?
C2 C3 C4 C5 . . . . -1.1(3) ?
C2 C3 C4 C6 . . . . 178.03(19) ?
C1 N1 C5 C4 . . . . -0.3(3) ?
C3 C4 C5 N1 . . . . 1.2(3) ?
C6 C4 C5 N1 . . . . -177.9(2) ?
Cu1 O2 C6 O1 3_675 . . . -0.2(3) ?
Cu1 O2 C6 C4 3_675 . . . -179.81(13) ?
Cu1 O1 C6 O2 . . . . -1.0(3) ?
Cu1 O1 C6 C4 . . . . 178.63(13) ?
C5 C4 C6 O2 . . . . -175.55(19) ?
C3 C4 C6 O2 . . . . 5.4(3) ?
C5 C4 C6 O1 . . . . 4.8(3) ?
C3 C4 C6 O1 . . . . -174.31(19) ?
C11 N2 C7 C8 . . . . 0.1(3) ?
Cu1 N2 C7 C8 . . . . 177.04(15) ?
N2 C7 C8 C9 . . . . 0.1(3) ?
N2 C7 C8 Br2 . . . . 178.81(15) ?
C7 C8 C9 C10 . . . . 0.1(3) ?
Br2 C8 C9 C10 . . . . -178.61(14) ?
C8 C9 C10 C11 . . . . -0.4(3) ?
C8 C9 C10 C12 . . . . 176.54(18) ?
C7 N2 C11 C10 . . . . -0.5(3) ?
Cu1 N2 C11 C10 . . . . -177.61(15) ?
C9 C10 C11 N2 . . . . 0.7(3) ?
C12 C10 C11 N2 . . . . -176.43(18) ?
Cu1 O3 C12 O4 4_686 . . . 4.0(3) ?
Cu1 O3 C12 C10 4_686 . . . -174.39(12) ?
Cu1 O4 C12 O3 2_655 . . . -3.7(3) ?
Cu1 O4 C12 C10 2_655 . . . 174.71(12) ?
C9 C10 C12 O3 . . . . 1.3(3) ?
C11 C10 C12 O3 . . . . 178.26(18) ?
C9 C10 C12 O4 . . . . -177.28(18) ?
C11 C10 C12 O4 . . . . -0.3(3) ?
