#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/54/2205418.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_2205418
loop_
_publ_author_name
'Ali, Hapipah M.'
'Abdul Halim, Siti Nadiah'
'Koushik, Saha'
'Hj. Lajis, Nordin'
'Basirun, Wan Jefri'
'Ng, Seik Weng'
_publ_section_title
Bis(3-bromo-1-oxidoanthraquinone-κ²O¹,O⁹)bis(pyridine-κN)zinc(II)
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m691
_journal_page_last               m692
_journal_paper_doi               10.1107/S1600536805007592
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Zn (C14 H6 Br O3)2 (C5 H5 N)2]'
_chemical_formula_moiety         'C38 H22 Br2 N2 O6 Zn'
_chemical_formula_sum            'C38 H22 Br2 N2 O6 Zn'
_chemical_formula_weight         827.77
_chemical_name_systematic
;
Bis(3-bromo-1-oxidoanthraquinone-\kO¹,O⁹)bis(pyridine-\kN)zinc(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                105.4770(10)
_cell_angle_beta                 106.1190(10)
_cell_angle_gamma                99.2270(10)
_cell_formula_units_Z            1
_cell_length_a                   8.0912(6)
_cell_length_b                   9.6445(7)
_cell_length_c                   11.3013(8)
_cell_measurement_reflns_used    2899
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.1
_cell_measurement_theta_min      2.0
_cell_volume                     789.90(10)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device_type  'Bruker SMART area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'medium-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6723
_diffrn_reflns_theta_full        27.1
_diffrn_reflns_theta_max         27.1
_diffrn_reflns_theta_min         2.0
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.361
_exptl_absorpt_correction_T_max  0.695
_exptl_absorpt_correction_T_min  0.404
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.82
_refine_diff_density_min         -0.70
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3409
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          0.061
_refine_ls_R_factor_gt           0.044
_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)+(0.0725P)²+0.6848P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.118
_refine_ls_wR_factor_ref         0.131
_reflns_number_gt                2670
_reflns_number_total             3409
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6623.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2205418
_cod_database_fobs_code          2205418
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_type_symbol
Br1 0.31981(7) 0.08265(7) -0.16316(5) 0.0860(2) Uani d . 1 Br
Zn1 0.5000 0.5000 0.5000 0.03690(17) Uani d S 1 Zn
O1 0.4878(3) 0.3706(3) 0.3235(2) 0.0435(6) Uani d . 1 O
O2 0.4081(3) 0.6436(3) 0.4003(2) 0.0428(5) Uani d . 1 O
O3 0.1090(5) 0.5811(5) -0.1037(3) 0.0930(10) Uani d . 1 O
N1 0.2242(4) 0.3825(3) 0.4685(3) 0.0403(6) Uani d . 1 N
C1 0.3525(4) 0.4970(4) 0.1804(3) 0.0400(10) Uani d . 1 C
C2 0.4219(4) 0.3779(4) 0.2097(3) 0.0390(10) Uani d . 1 C
C3 0.4157(5) 0.2556(4) 0.1011(4) 0.0480(10) Uani d . 1 C
C4 0.3391(5) 0.2520(5) -0.0231(4) 0.0550(10) Uani d . 1 C
C5 0.2690(5) 0.3638(5) -0.0527(4) 0.0560(10) Uani d . 1 C
C6 0.2745(5) 0.4845(4) 0.0462(3) 0.0470(10) Uani d . 1 C
C7 0.1929(5) 0.6014(5) 0.0107(4) 0.0610(10) Uani d . 1 C
C8 0.2138(5) 0.7386(5) 0.1149(4) 0.0520(10) Uani d . 1 C
C9 0.1538(6) 0.8594(6) 0.0863(6) 0.079(2) Uani d . 1 C
C10 0.1744(6) 0.9897(5) 0.1817(5) 0.0620(10) Uani d . 1 C
C11 0.2645(7) 1.0002(6) 0.3072(6) 0.080(2) Uani d . 1 C
C12 0.3217(6) 0.8824(5) 0.3404(5) 0.0570(10) Uani d . 1 C
C13 0.2963(5) 0.7525(4) 0.2449(4) 0.0460(10) Uani d . 1 C
C14 0.3560(4) 0.6270(4) 0.2815(3) 0.0380(10) Uani d . 1 C
C15 0.0890(5) 0.3677(4) 0.3643(4) 0.0470(10) Uani d . 1 C
C16 -0.0849(5) 0.3073(4) 0.3468(4) 0.0530(10) Uani d . 1 C
C17 -0.1227(5) 0.2583(5) 0.4411(4) 0.0580(10) Uani d . 1 C
C18 0.0153(6) 0.2697(6) 0.5486(4) 0.0690(10) Uani d . 1 C
C19 0.1848(5) 0.3335(5) 0.5595(4) 0.0580(10) Uani d . 1 C
H3 0.4648 0.1785 0.1162 0.058 Uiso calc R 1 H
H5 0.2181 0.3575 -0.1391 0.068 Uiso calc R 1 H
H9 0.0983 0.8503 -0.0003 0.095 Uiso calc R 1 H
H10 0.1296 1.0670 0.1622 0.075 Uiso calc R 1 H
H11 0.2885 1.0900 0.3732 0.096 Uiso calc R 1 H
H12 0.3770 0.8926 0.4273 0.068 Uiso calc R 1 H
H15 0.1134 0.4001 0.2991 0.057 Uiso calc R 1 H
H16 -0.1754 0.3000 0.2719 0.063 Uiso calc R 1 H
H17 -0.2395 0.2180 0.4325 0.069 Uiso calc R 1 H
H18 -0.0059 0.2346 0.6134 0.083 Uiso calc R 1 H
H19 0.2772 0.3432 0.6342 0.070 Uiso calc R 1 H
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'
Zn Zn 0.2839 1.4301 '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 Zn1 O1 . 2_666 180 yes
O1 Zn1 O2 . . 84.80(10) yes
O1 Zn1 O2 . 2_666 95.20(10) yes
O1 Zn1 N1 . . 91.10(10) yes
O1 Zn1 N1 . 2_666 88.90(10) yes
O1 Zn1 O2 2_666 . 95.20(10) no
O1 Zn1 O2 2_666 2_666 84.80(10) no
O1 Zn1 N1 2_666 . 88.90(10) no
O1 Zn1 N1 2_666 2_666 91.10(10) no
O2 Zn1 O2 . 2_666 180 yes
O2 Zn1 N1 . . 91.60(10) yes
O2 Zn1 N1 . 2_666 88.40(10) yes
O2 Zn1 N1 2_666 . 88.40(10) no
O2 Zn1 N1 2_666 2_666 91.60(10) no
N1 Zn1 N1 . 2_666 180 yes
C2 O1 Zn1 . . 131.5(2) no
C14 O2 Zn1 . . 130.8(2) no
C15 N1 C19 . . 116.5(3) no
C15 N1 Zn1 . . 122.2(2) no
C19 N1 Zn1 . . 121.1(2) no
C2 C1 C6 . . 118.6(3) no
C2 C1 C14 . . 121.9(3) no
C6 C1 C14 . . 119.5(3) no
O1 C2 C1 . . 125.6(3) no
O1 C2 C3 . . 117.3(3) no
C1 C2 C3 . . 117.1(3) no
C4 C3 C2 . . 120.6(4) no
C3 C4 C5 . . 122.9(4) no
C3 C4 Br1 . . 119.1(3) no
C5 C4 Br1 . . 117.9(3) no
C6 C5 C4 . . 119.3(3) no
C5 C6 C1 . . 121.5(4) no
C5 C6 C7 . . 117.9(3) no
C1 C6 C7 . . 120.6(4) no
O3 C7 C8 . . 121.7(4) no
O3 C7 C6 . . 119.8(5) no
C8 C7 C6 . . 118.6(3) no
C13 C8 C9 . . 118.7(4) no
C13 C8 C7 . . 120.1(3) no
C9 C8 C7 . . 121.2(4) no
C10 C9 C8 . . 122.3(5) no
C11 C10 C9 . . 116.6(4) no
C10 C11 C12 . . 123.0(5) no
C13 C12 C11 . . 119.6(4) no
C12 C13 C8 . . 119.7(3) no
C12 C13 C14 . . 119.2(3) no
C8 C13 C14 . . 121.2(4) no
O2 C14 C1 . . 124.5(3) no
O2 C14 C13 . . 116.3(3) no
C1 C14 C13 . . 119.2(3) no
N1 C15 C16 . . 123.9(3) no
C17 C16 C15 . . 118.8(4) no
C16 C17 C18 . . 118.4(4) no
C19 C18 C17 . . 119.1(4) no
N1 C19 C18 . . 123.3(4) no
C4 C3 H3 . . 119.7 no
C2 C3 H3 . . 119.7 no
C6 C5 H5 . . 120.4 no
C4 C5 H5 . . 120.4 no
C10 C9 H9 . . 118.8 no
C8 C9 H9 . . 118.8 no
C11 C10 H10 . . 121.7 no
C9 C10 H10 . . 121.7 no
C10 C11 H11 . . 118.5 no
C12 C11 H11 . . 118.5 no
C13 C12 H12 . . 120.2 no
C11 C12 H12 . . 120.2 no
N1 C15 H15 . . 118.1 no
C16 C15 H15 . . 118.1 no
C17 C16 H16 . . 120.6 no
C15 C16 H16 . . 120.6 no
C16 C17 H17 . . 120.8 no
C18 C17 H17 . . 120.8 no
C19 C18 H18 . . 120.4 no
C17 C18 H18 . . 120.4 no
N1 C19 H19 . . 118.4 no
C18 C19 H19 . . 118.4 no
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 C4 . 1.897(4) no
Zn1 O1 . 2.017(2) yes
Zn1 O1 2_666 2.017(2) no
Zn1 O2 . 2.107(2) yes
Zn1 O2 2_666 2.107(2) no
Zn1 N1 . 2.219(3) yes
Zn1 N1 2_666 2.219(3) no
O1 C2 . 1.274(4) no
O2 C14 . 1.247(4) no
O3 C7 . 1.227(5) no
N1 C15 . 1.322(4) no
N1 C19 . 1.332(5) no
C1 C2 . 1.433(5) no
C1 C6 . 1.435(4) no
C1 C14 . 1.444(5) no
C2 C3 . 1.441(5) no
C3 C4 . 1.356(5) no
C4 C5 . 1.370(6) no
C5 C6 . 1.366(6) no
C6 C7 . 1.484(6) no
C7 C8 . 1.467(7) no
C8 C13 . 1.395(5) no
C8 C9 . 1.411(6) no
C9 C10 . 1.370(8) no
C10 C11 . 1.370(7) no
C11 C12 . 1.396(6) no
C12 C13 . 1.359(6) no
C13 C14 . 1.487(4) no
C15 C16 . 1.371(5) no
C16 C17 . 1.363(6) no
C17 C18 . 1.368(6) no
C18 C19 . 1.367(6) no
C3 H3 . 0.93 no
C5 H5 . 0.93 no
C9 H9 . 0.93 no
C10 H10 . 0.93 no
C11 H11 . 0.93 no
C12 H12 . 0.93 no
C15 H15 . 0.93 no
C16 H16 . 0.93 no
C17 H17 . 0.93 no
C18 H18 . 0.93 no
C19 H19 . 0.93 no
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
_geom_torsion_publ_flag
O2 Zn1 O1 C2 . -9.7(3) no
O2 Zn1 O1 C2 2_666 170.3(3) no
N1 Zn1 O1 C2 2_666 -98.2(3) no
N1 Zn1 O1 C2 . 81.8(3) no
O1 Zn1 O2 C14 2_666 -173.0(3) no
O1 Zn1 O2 C14 . 7.0(3) no
N1 Zn1 O2 C14 2_666 96.1(3) no
N1 Zn1 O2 C14 . -83.9(3) no
O1 Zn1 N1 C15 2_666 126.3(3) no
O1 Zn1 N1 C15 . -53.7(3) no
O2 Zn1 N1 C15 . 31.2(3) no
O2 Zn1 N1 C15 2_666 -148.8(3) no
O1 Zn1 N1 C19 2_666 -48.3(3) no
O1 Zn1 N1 C19 . 131.7(3) no
O2 Zn1 N1 C19 . -143.5(3) no
O2 Zn1 N1 C19 2_666 36.5(3) no
Zn1 O1 C2 C1 . 7.3(5) no
Zn1 O1 C2 C3 . -172.4(2) no
C6 C1 C2 O1 . -176.9(3) no
C14 C1 C2 O1 . 2.0(5) no
C6 C1 C2 C3 . 2.8(5) no
C14 C1 C2 C3 . -178.3(3) no
O1 C2 C3 C4 . 176.6(3) no
C1 C2 C3 C4 . -3.1(5) no
C2 C3 C4 C5 . 2.0(6) no
C2 C3 C4 Br1 . -175.8(3) no
C3 C4 C5 C6 . -0.4(6) no
Br1 C4 C5 C6 . 177.4(3) no
C4 C5 C6 C1 . 0.1(6) no
C4 C5 C6 C7 . -178.3(3) no
C2 C1 C6 C5 . -1.4(5) no
C14 C1 C6 C5 . 179.7(3) no
C2 C1 C6 C7 . 177.0(3) no
C14 C1 C6 C7 . -1.9(5) no
C5 C6 C7 O3 . 6.8(6) no
C1 C6 C7 O3 . -171.6(4) no
C5 C6 C7 C8 . -173.7(3) no
C1 C6 C7 C8 . 7.8(5) no
O3 C7 C8 C13 . 174.3(4) no
C6 C7 C8 C13 . -5.2(6) no
O3 C7 C8 C9 . -6.6(6) no
C6 C7 C8 C9 . 174.0(4) no
C13 C8 C9 C10 . 0.3(6) no
C7 C8 C9 C10 . -178.9(4) no
C8 C9 C10 C11 . 3.0(7) no
C9 C10 C11 C12 . -4.9(7) no
C10 C11 C12 C13 . 3.3(7) no
C11 C12 C13 C8 . 0.2(6) no
C11 C12 C13 C14 . -179.3(4) no
C9 C8 C13 C12 . -1.9(6) no
C7 C8 C13 C12 . 177.3(4) no
C9 C8 C13 C14 . 177.6(3) no
C7 C8 C13 C14 . -3.2(5) no
Zn1 O2 C14 C1 . -1.9(5) no
Zn1 O2 C14 C13 . 178.8(2) no
C2 C1 C14 O2 . -4.6(5) no
C6 C1 C14 O2 . 174.3(3) no
C2 C1 C14 C13 . 174.7(3) no
C6 C1 C14 C13 . -6.4(5) no
C12 C13 C14 O2 . 8.1(5) no
C8 C13 C14 O2 . -171.5(3) no
C12 C13 C14 C1 . -171.3(3) no
C8 C13 C14 C1 . 9.2(5) no
C19 N1 C15 C16 . 0.7(6) no
Zn1 N1 C15 C16 . -174.2(3) no
N1 C15 C16 C17 . -0.5(6) no
C15 C16 C17 C18 . -0.8(7) no
C16 C17 C18 C19 . 1.9(7) no
C15 N1 C19 C18 . 0.5(6) no
Zn1 N1 C19 C18 . 175.4(4) no
C17 C18 C19 N1 . -1.8(8) no
