#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/12/4321252.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_4321252
loop_
_publ_author_name
'Masaki Iwamatsu'
'Tsuyoshi Kominami'
'Kazumasa Ueda'
'Toyonari Sugimoto'
'Tomohiro Adachi'
'Hideo Fujita'
'Harukazu Yoshino'
'Yoshiyuki Mizuno'
'Keizo Murata'
'Motoo Shiro'
_publ_contact_author_address
; Research Institute for Advanced Science and Technology,
  Osaka Prefecture University, Gakuen-cho 1-2, Sakai,
  Osaka 599-8570, Japan
;
_publ_contact_author_email       toyonari@riast.osakafu-u.ac.jp
_publ_contact_author_fax         81(722)524175
_publ_contact_author_name        'Dr Toyonari Sugimoto'
_publ_contact_author_phone       81(722)524175
_publ_section_title
;
 1:1 Complexes of Dimethylthio- and
 Ethylenedithio-tetrathiafulvalenothioquinone- 1,3-dithiolemethides with
 CuBr2 as a New Type of π/d Molecular System
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3810
_journal_page_last               3815
_journal_paper_doi               10.1021/ic0001098
_journal_volume                  39
_journal_year                    2000
_chemical_formula_sum            'C11.5 H8 Br2 Cu O0.5 S10'
_chemical_formula_weight         698.14
_chemical_name_systematic        ' ?'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                104.79(2)
_cell_angle_beta                 106.80(2)
_cell_angle_gamma                101.32(3)
_cell_formula_units_Z            2
_cell_length_a                   11.628(4)
_cell_length_b                   12.719(4)
_cell_length_c                   8.479(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298.2
_cell_measurement_theta_max      12.4
_cell_measurement_theta_min      11.1
_cell_volume                     1110.2(7)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan Ver. 1.9'
_computing_molecular_graphics    'teXsan Ver. 1.9'
_computing_publication_material  'teXsan Ver. 1.9'
_computing_structure_refinement  'teXsan Ver. 1.9'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      298.2
_diffrn_measurement_device_type  'Rigaku AFC5R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_av_sigmaI/netI    0.123
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5422
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.65
_diffrn_standards_decay_%        -0.14
_diffrn_standards_interval_count 150
_diffrn_standards_interval_time  'not measured'
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.533
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.870
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.088
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             680.00
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.64
_refine_diff_density_min         -1.63
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.108
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     221
_refine_ls_number_reflns         5075
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1748
_refine_ls_R_factor_gt           0.0489
_refine_ls_shift/su_max          0.0110
_refine_ls_shift/su_mean         0.0020
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.00063(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1073
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.1073
_reflns_number_gt                2256
_reflns_number_total             5080
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ic0001098_1.cif
_cod_data_source_block           (1)JCuBr2
_cod_original_formula_sum        'C11.50 H8 Br2 Cu O0.50 S10'
_cod_database_code               4321252
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.79427(6) 0.63639(6) 0.22203(8) 0.0527(2) Uani 1.00 d . . .
Br2 Br 0.77624(6) 0.91981(5) 0.07352(8) 0.0537(2) Uani 1.00 d . . .
Cu1 Cu 0.69075(7) 0.77300(7) 0.1724(1) 0.0624(2) Uani 1.00 d . . .
S1 S 0.5347(2) 0.1210(2) 0.4362(2) 0.0752(6) Uani 1.00 d . . .
S2 S 0.2641(2) 0.1032(1) 0.4909(2) 0.0642(5) Uani 1.00 d . . .
S3 S 0.5024(1) 0.3239(1) 0.3302(2) 0.0486(4) Uani 1.00 d . . .
S4 S 0.2634(2) 0.3088(1) 0.3767(2) 0.0553(4) Uani 1.00 d . . .
S5 S 0.4819(1) 0.5393(1) 0.2002(2) 0.0413(4) Uani 1.00 d . . .
S6 S 0.2389(1) 0.5188(1) 0.2409(2) 0.0518(4) Uani 1.00 d . . .
S7 S 0.2480(1) 0.8136(1) 0.0685(2) 0.0509(4) Uani 1.00 d . . .
S8 S 0.0690(1) 0.6669(1) 0.1526(2) 0.0588(5) Uani 1.00 d . . .
S9 S 0.4804(1) 0.7403(1) 0.0851(2) 0.0497(4) Uani 1.00 d . . .
S10 S 0.9317(6) 0.3875(6) 0.3679(8) 0.175(3) Uiso 0.62 d P . .
S11 S 0.856(1) 0.395(1) 0.364(2) 0.220(5) Uiso 0.38 d P . .
O1 O 0.868(1) 0.211(1) 0.409(2) 0.132(5) Uiso 0.50 d P . .
C1 C 0.5664(9) 0.0820(8) 0.244(1) 0.134(4) Uani 1.00 d . . .
C2 C 0.1013(7) 0.0880(6) 0.3946(9) 0.081(2) Uani 1.00 d . . .
C3 C 0.4457(6) 0.2128(5) 0.3957(7) 0.048(2) Uani 1.00 d . . .
C4 C 0.3324(6) 0.2060(5) 0.4161(7) 0.044(2) Uani 1.00 d . . .
C5 C 0.3756(5) 0.3764(5) 0.3106(7) 0.041(2) Uani 1.00 d . . .
C6 C 0.3658(5) 0.4672(4) 0.2546(6) 0.034(1) Uani 1.00 d . . .
C7 C 0.4092(5) 0.6396(4) 0.1492(6) 0.034(1) Uani 1.00 d . . .
C8 C 0.2917(5) 0.6277(4) 0.1660(7) 0.037(1) Uani 1.00 d . . .
C9 C 0.2137(5) 0.6965(5) 0.1328(7) 0.041(1) Uani 1.00 d . . .
C10 C 0.1079(6) 0.8437(5) 0.0549(8) 0.060(2) Uani 1.00 d . . .
C11 C 0.0255(6) 0.7757(5) 0.0937(9) 0.064(2) Uani 1.00 d . . .
C12 C 1.0000 0.5000 0.5000 0.163(6) Uiso 1.00 d S . .
H1 H 0.6171 0.0317 0.2519 0.1599 Uiso 1.00 calc . . .
H2 H 0.6086 0.1472 0.2277 0.1599 Uiso 1.00 calc . . .
H3 H 0.4892 0.0435 0.1481 0.1599 Uiso 1.00 calc . . .
H4 H 0.0536 0.0328 0.4265 0.0981 Uiso 1.00 calc . . .
H5 H 0.0772 0.0640 0.2708 0.0981 Uiso 1.00 calc . . .
H6 H 0.0857 0.1588 0.4343 0.0981 Uiso 1.00 calc . . .
H7 H 0.0903 0.9062 0.0214 0.0726 Uiso 1.00 calc . . .
H8 H -0.0532 0.7875 0.0893 0.0769 Uiso 1.00 calc . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.1'
H H 0.0000 0.0000 'International Tables Vol C Table 6.1.1.2'
O O 0.011 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.1'
S S 0.125 0.123 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.1'
Cu Cu 0.320 1.265 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.1'
Br Br -0.290 2.459 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.1'
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
BR1 CU1 BR2 121.00(5) 1_555 1_555 1_555 yes
BR1 CU1 S9 124.31(6) 1_555 1_555 1_555 yes
BR2 CU1 S9 108.61(6) 1_555 1_555 1_555 yes
C1 S1 C3 101.3(4) 1_555 1_555 1_555 yes
C2 S2 C4 101.9(4) 1_555 1_555 1_555 yes
C3 S3 C5 96.5(3) 1_555 1_555 1_555 yes
C4 S4 C5 96.2(3) 1_555 1_555 1_555 yes
C6 S5 C7 96.7(3) 1_555 1_555 1_555 yes
C6 S6 C8 95.7(3) 1_555 1_555 1_555 yes
C9 S7 C10 95.4(3) 1_555 1_555 1_555 yes
C9 S8 C11 96.7(3) 1_555 1_555 1_555 yes
CU1 S9 C7 113.2(2) 1_555 1_555 1_555 yes
S11 S10 C12 94.0(9) 1_555 1_555 1_555 yes
S10 S11 C12 55.7(7) 1_555 1_555 1_555 yes
S1 C1 H1 109.2(8) 1_555 1_555 1_555 no
S1 C1 H2 109.8(7) 1_555 1_555 1_555 no
S1 C1 H3 109.1(9) 1_555 1_555 1_555 no
H1 C1 H2 109(1) 1_555 1_555 1_555 no
H1 C1 H3 108.9(8) 1_555 1_555 1_555 no
H2 C1 H3 109(1) 1_555 1_555 1_555 no
S2 C2 H4 109.5(7) 1_555 1_555 1_555 no
S2 C2 H5 109.5(7) 1_555 1_555 1_555 no
S2 C2 H6 109.6(5) 1_555 1_555 1_555 no
H4 C2 H5 109.3(6) 1_555 1_555 1_555 no
H4 C2 H6 109.5(9) 1_555 1_555 1_555 no
H5 C2 H6 109.4(9) 1_555 1_555 1_555 no
S1 C3 S3 119.6(4) 1_555 1_555 1_555 yes
S1 C3 C4 124.6(5) 1_555 1_555 1_555 yes
S3 C3 C4 115.8(5) 1_555 1_555 1_555 yes
S2 C4 S4 120.9(4) 1_555 1_555 1_555 yes
S2 C4 C3 122.2(5) 1_555 1_555 1_555 yes
S4 C4 C3 116.8(5) 1_555 1_555 1_555 yes
S3 C5 S4 114.4(4) 1_555 1_555 1_555 yes
S3 C5 C6 123.3(5) 1_555 1_555 1_555 yes
S4 C5 C6 122.3(5) 1_555 1_555 1_555 yes
S5 C6 S6 115.9(4) 1_555 1_555 1_555 yes
S5 C6 C5 122.2(5) 1_555 1_555 1_555 yes
S6 C6 C5 121.8(5) 1_555 1_555 1_555 yes
S5 C7 S9 120.1(4) 1_555 1_555 1_555 yes
S5 C7 C8 114.8(4) 1_555 1_555 1_555 yes
S9 C7 C8 125.2(5) 1_555 1_555 1_555 yes
S6 C8 C7 116.9(5) 1_555 1_555 1_555 yes
S6 C8 C9 116.8(5) 1_555 1_555 1_555 yes
C7 C8 C9 126.3(6) 1_555 1_555 1_555 yes
S7 C9 S8 114.0(4) 1_555 1_555 1_555 yes
S7 C9 C8 125.7(5) 1_555 1_555 1_555 yes
S8 C9 C8 120.3(5) 1_555 1_555 1_555 yes
S7 C10 C11 117.3(6) 1_555 1_555 1_555 yes
S7 C10 H7 121.3(6) 1_555 1_555 1_555 no
C11 C10 H7 121.4(7) 1_555 1_555 1_555 no
S8 C11 C10 116.7(6) 1_555 1_555 1_555 yes
S8 C11 H8 121.7(6) 1_555 1_555 1_555 no
C10 C11 H8 121.7(7) 1_555 1_555 1_555 no
S10 C12 S10 180.0 1_555 1_555 2_766 yes
S10 C12 S11 30.3(6) 1_555 1_555 1_555 yes
S10 C12 S11 149.7(6) 1_555 1_555 2_766 yes
S10 C12 S11 149.7(6) 2_766 1_555 1_555 yes
S10 C12 S11 30.3(6) 2_766 1_555 2_766 yes
S11 C12 S11 180.0000(2) 1_555 1_555 2_766 yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
BR1 CU1 2.355(1) 1_555 1_555 yes
BR2 CU1 2.394(1) 1_555 1_555 yes
CU1 S9 2.258(2) 1_555 1_555 yes
S1 C1 1.74(1) 1_555 1_555 yes
S1 C3 1.739(7) 1_555 1_555 yes
S2 C2 1.781(8) 1_555 1_555 yes
S2 C4 1.746(7) 1_555 1_555 yes
S3 C3 1.729(7) 1_555 1_555 yes
S3 C5 1.717(7) 1_555 1_555 yes
S4 C4 1.717(7) 1_555 1_555 yes
S4 C5 1.728(7) 1_555 1_555 yes
S5 C6 1.722(6) 1_555 1_555 yes
S5 C7 1.739(6) 1_555 1_555 yes
S6 C6 1.716(6) 1_555 1_555 yes
S6 C8 1.743(6) 1_555 1_555 yes
S7 C9 1.727(7) 1_555 1_555 yes
S7 C10 1.724(8) 1_555 1_555 yes
S8 C9 1.717(6) 1_555 1_555 yes
S8 C11 1.704(8) 1_555 1_555 yes
S9 C7 1.680(6) 1_555 1_555 yes
S10 S11 0.90(2) 1_555 1_555 yes
S10 C12 1.468(6) 1_555 1_555 yes
S11 C12 1.77(1) 1_555 1_555 yes
C1 H1 0.953 1_555 1_555 no
C1 H2 0.942 1_555 1_555 no
C1 H3 0.954 1_555 1_555 no
C2 H4 0.951 1_555 1_555 no
C2 H5 0.952 1_555 1_555 no
C2 H6 0.949 1_555 1_555 no
C3 C4 1.367(10) 1_555 1_555 yes
C5 C6 1.368(9) 1_555 1_555 yes
C7 C8 1.397(9) 1_555 1_555 yes
C8 C9 1.400(9) 1_555 1_555 yes
C10 C11 1.33(1) 1_555 1_555 yes
C10 H7 0.950 1_555 1_555 no
C11 H8 0.948 1_555 1_555 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
BR1 CU1 S9 C7 28.2(2) 1_555 1_555 1_555 1_555 yes
BR2 CU1 S9 C7 -179.2(2) 1_555 1_555 1_555 1_555 yes
CU1 S9 C7 S5 -22.5(3) 1_555 1_555 1_555 1_555 yes
CU1 S9 C7 C8 157.7(3) 1_555 1_555 1_555 1_555 yes
S1 C3 S3 C5 179.1(3) 1_555 1_555 1_555 1_555 yes
S1 C3 C4 S2 1.2(6) 1_555 1_555 1_555 1_555 yes
S1 C3 C4 S4 177.5(3) 1_555 1_555 1_555 1_555 yes
S2 C4 S4 C5 179.9(3) 1_555 1_555 1_555 1_555 yes
S2 C4 C3 S3 -177.1(3) 1_555 1_555 1_555 1_555 yes
S3 C3 S1 C1 -51.9(4) 1_555 1_555 1_555 1_555 yes
S3 C3 C4 S4 -0.8(5) 1_555 1_555 1_555 1_555 yes
S3 C5 S4 C4 -5.1(3) 1_555 1_555 1_555 1_555 yes
S3 C5 C6 S5 -0.7(6) 1_555 1_555 1_555 1_555 yes
S3 C5 C6 S6 -178.7(3) 1_555 1_555 1_555 1_555 yes
S4 C4 S2 C2 30.9(4) 1_555 1_555 1_555 1_555 yes
S4 C5 S3 C3 4.8(3) 1_555 1_555 1_555 1_555 yes
S4 C5 C6 S5 176.3(3) 1_555 1_555 1_555 1_555 yes
S4 C5 C6 S6 -1.6(6) 1_555 1_555 1_555 1_555 yes
S5 C6 S6 C8 1.6(3) 1_555 1_555 1_555 1_555 yes
S5 C7 C8 S6 2.0(5) 1_555 1_555 1_555 1_555 yes
S5 C7 C8 C9 -179.8(4) 1_555 1_555 1_555 1_555 yes
S6 C6 S5 C7 -0.7(3) 1_555 1_555 1_555 1_555 yes
S6 C8 C7 S9 -178.2(3) 1_555 1_555 1_555 1_555 yes
S6 C8 C9 S7 176.6(3) 1_555 1_555 1_555 1_555 yes
S6 C8 C9 S8 -4.1(5) 1_555 1_555 1_555 1_555 yes
S7 C9 S8 C11 0.3(3) 1_555 1_555 1_555 1_555 yes
S7 C9 C8 C7 -1.6(7) 1_555 1_555 1_555 1_555 yes
S7 C10 C11 S8 0.1(7) 1_555 1_555 1_555 1_555 yes
S8 C9 S7 C10 -0.2(3) 1_555 1_555 1_555 1_555 yes
S8 C9 C8 C7 177.7(4) 1_555 1_555 1_555 1_555 yes
S9 C7 S5 C6 179.4(3) 1_555 1_555 1_555 1_555 yes
S9 C7 C8 C9 0.0(7) 1_555 1_555 1_555 1_555 yes
S10 S11 C12 S11 -131.9 1_555 1_555 1_555 2_766 yes
C1 S1 C3 C4 129.9(5) 1_555 1_555 1_555 1_555 yes
C2 S2 C4 C3 -153.0(4) 1_555 1_555 1_555 1_555 yes
C3 S3 C5 C6 -177.9(4) 1_555 1_555 1_555 1_555 yes
C3 C4 S4 C5 3.5(4) 1_555 1_555 1_555 1_555 yes
C4 S4 C5 C6 177.6(4) 1_555 1_555 1_555 1_555 yes
C4 C3 S3 C5 -2.5(4) 1_555 1_555 1_555 1_555 yes
C5 C6 S5 C7 -178.8(4) 1_555 1_555 1_555 1_555 yes
C5 C6 S6 C8 179.7(4) 1_555 1_555 1_555 1_555 yes
C6 S5 C7 C8 -0.7(4) 1_555 1_555 1_555 1_555 yes
C6 S6 C8 C7 -2.1(4) 1_555 1_555 1_555 1_555 yes
C6 S6 C8 C9 179.5(4) 1_555 1_555 1_555 1_555 yes
C8 C9 S7 C10 179.1(4) 1_555 1_555 1_555 1_555 yes
C8 C9 S8 C11 -179.1(4) 1_555 1_555 1_555 1_555 yes
C9 S7 C10 C11 0.1(5) 1_555 1_555 1_555 1_555 yes
C9 S8 C11 C10 -0.2(5) 1_555 1_555 1_555 1_555 yes
