#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/54/2215400.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_2215400
loop_
_publ_author_name
'Hui-Qin, Liu'
_publ_section_title
Dibromidobis(6-methyl-3-phenyl-s-triazolo[3,4-b][1,3,4]thiadiazole-κN¹)copper(II)
_journal_coeditor_code           CF2132
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2466
_journal_page_last               m2466
_journal_paper_doi               10.1107/S1600536807042560
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu Br2 (C10 H8 N4 S)2]'
_chemical_formula_moiety         'C20 H16 Br2 Cu N8 S2'
_chemical_formula_sum            'C20 H16 Br2 Cu N8 S2'
_chemical_formula_weight         655.89
_chemical_name_systematic
;
Dibromidobis(6-methyl-3-phenyl-s-triazolo[3,4-b][1,3,4]thiadiazole-\kN¹)\
copper(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                98.442(2)
_cell_angle_beta                 105.614(2)
_cell_angle_gamma                108.859(2)
_cell_formula_units_Z            1
_cell_length_a                   6.8286(10)
_cell_length_b                   8.5231(13)
_cell_length_c                   11.3654(16)
_cell_measurement_reflns_used    1927
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.19
_cell_measurement_theta_min      1.92
_cell_volume                     582.69(15)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2004)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.917
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_device_type  'Bruker APEXII 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  0.1006
_diffrn_reflns_av_sigmaI/netI    0.0959
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3511
_diffrn_reflns_theta_full        25.19
_diffrn_reflns_theta_max         25.19
_diffrn_reflns_theta_min         1.92
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.572
_exptl_absorpt_correction_T_max  0.366
_exptl_absorpt_correction_T_min  0.196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.869
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             323
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.735
_refine_diff_density_min         -0.818
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.887
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         1927
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.887
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0555P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1060
_reflns_number_gt                1430
_reflns_number_total             1927
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cf2132.cif
_cod_data_source_block           I
_cod_database_code               2215400
_cod_database_fobs_code          2215400
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
Br Br1 0.85241(9) 0.72698(7) 0.06813(5) 0.0689(3) Uani d . 1
Cu Cu1 0.5000 0.5000 0.0000 0.0354(2) Uani d S 1
S S1 0.3985(2) 0.08848(13) 0.13106(10) 0.0422(3) Uani d . 1
N N1 0.5615(6) 0.4521(4) 0.1695(3) 0.0372(9) Uani d . 1
N N2 0.6696(6) 0.5812(4) 0.2825(3) 0.0373(8) Uani d . 1
N N3 0.6000(6) 0.3339(4) 0.3277(3) 0.0313(8) Uani d . 1
N N4 0.5775(6) 0.1935(4) 0.3769(3) 0.0364(8) Uani d . 1
C C1 0.8741(8) 0.7801(6) 0.5408(4) 0.0427(11) Uani d . 1
H H1 0.8617 0.8371 0.4771 0.051 Uiso calc R 1
C C2 0.9722(8) 0.8728(6) 0.6678(4) 0.0488(12) Uani d . 1
H H2 1.0251 0.9920 0.6893 0.059 Uiso calc R 1
C C3 0.9893(8) 0.7859(7) 0.7602(4) 0.0482(12) Uani d . 1
H H3 1.0539 0.8478 0.8445 0.058 Uiso calc R 1
C C5 0.8168(8) 0.5183(6) 0.6051(4) 0.0412(11) Uani d . 1
H H4 0.7661 0.3992 0.5848 0.049 Uiso calc R 1
C C6 0.7953(7) 0.6014(5) 0.5107(4) 0.0321(9) Uani d . 1
C C4 0.9144(9) 0.6115(6) 0.7317(4) 0.0498(12) Uani d . 1
H H6 0.9280 0.5551 0.7958 0.060 Uiso calc R 1
C C8 0.5198(7) 0.3057(5) 0.2006(4) 0.0349(10) Uani d . 1
C C9 0.4788(8) 0.0574(6) 0.2846(4) 0.0410(11) Uani d . 1
C C10 0.4271(9) -0.1187(6) 0.3017(5) 0.0628(15) Uani d . 1
H H17A 0.4735 -0.1134 0.3902 0.094 Uiso calc R 1
H H17B 0.5029 -0.1739 0.2613 0.094 Uiso calc R 1
H H17C 0.2715 -0.1829 0.2645 0.094 Uiso calc R 1
C C7 0.6928(7) 0.5087(5) 0.3755(4) 0.0321(9) Uani d . 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
Br1 0.0591(4) 0.0724(4) 0.0373(3) -0.0128(3) 0.0003(3) 0.0209(3)
Cu1 0.0443(5) 0.0328(4) 0.0219(4) 0.0077(3) 0.0087(3) 0.0071(3)
S1 0.0511(8) 0.0350(6) 0.0336(6) 0.0126(5) 0.0102(6) 0.0056(5)
N1 0.045(2) 0.0359(19) 0.0236(17) 0.0093(17) 0.0078(17) 0.0070(15)
N2 0.045(2) 0.0343(19) 0.0250(18) 0.0103(17) 0.0083(17) 0.0049(15)
N3 0.038(2) 0.0324(19) 0.0257(17) 0.0148(16) 0.0108(16) 0.0095(15)
N4 0.041(2) 0.039(2) 0.0342(19) 0.0186(17) 0.0131(18) 0.0151(17)
C1 0.047(3) 0.046(3) 0.032(2) 0.017(2) 0.012(2) 0.007(2)
C2 0.046(3) 0.050(3) 0.036(3) 0.011(2) 0.008(2) -0.005(2)
C3 0.042(3) 0.070(3) 0.027(2) 0.019(3) 0.011(2) 0.000(2)
C5 0.048(3) 0.043(2) 0.032(2) 0.016(2) 0.014(2) 0.007(2)
C6 0.034(2) 0.040(2) 0.025(2) 0.016(2) 0.013(2) 0.0071(18)
C4 0.057(3) 0.066(3) 0.028(2) 0.023(3) 0.016(2) 0.015(2)
C8 0.038(3) 0.036(2) 0.029(2) 0.012(2) 0.014(2) 0.0072(18)
C9 0.042(3) 0.044(3) 0.043(3) 0.021(2) 0.014(2) 0.018(2)
C10 0.073(4) 0.046(3) 0.063(4) 0.025(3) 0.006(3) 0.021(3)
C7 0.032(2) 0.037(2) 0.029(2) 0.0130(19) 0.0116(19) 0.0100(18)
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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
N1 Cu1 N1 2_665 . 180
N1 Cu1 Br1 2_665 . 89.18(10)
N1 Cu1 Br1 . . 90.82(10)
N1 Cu1 Br1 2_665 2_665 90.82(10)
N1 Cu1 Br1 . 2_665 89.18(10)
Br1 Cu1 Br1 . 2_665 180
C8 S1 C9 . . 87.4(2)
C8 N1 N2 . . 106.6(3)
C8 N1 Cu1 . . 130.2(3)
N2 N1 Cu1 . . 123.2(2)
C7 N2 N1 . . 108.2(3)
C8 N3 C7 . . 106.1(3)
C8 N3 N4 . . 117.9(3)
C7 N3 N4 . . 135.9(3)
C9 N4 N3 . . 108.2(3)
C6 C1 C2 . . 119.4(4)
C6 C1 H1 . . 120.3
C2 C1 H1 . . 120.3
C3 C2 C1 . . 119.3(4)
C3 C2 H2 . . 120.3
C1 C2 H2 . . 120.3
C4 C3 C2 . . 121.7(4)
C4 C3 H3 . . 119.1
C2 C3 H3 . . 119.1
C6 C5 C4 . . 120.4(4)
C6 C5 H4 . . 119.8
C4 C5 H4 . . 119.8
C5 C6 C1 . . 119.9(4)
C5 C6 C7 . . 122.5(4)
C1 C6 C7 . . 117.6(4)
C3 C4 C5 . . 119.2(4)
C3 C4 H6 . . 120.4
C5 C4 H6 . . 120.4
N1 C8 N3 . . 110.1(4)
N1 C8 S1 . . 140.1(3)
N3 C8 S1 . . 109.8(3)
N4 C9 C10 . . 123.5(4)
N4 C9 S1 . . 116.5(3)
C10 C9 S1 . . 119.9(4)
C9 C10 H17A . . 109.5
C9 C10 H17B . . 109.5
H17A C10 H17B . . 109.5
C9 C10 H17C . . 109.5
H17A C10 H17C . . 109.5
H17B C10 H17C . . 109.5
N2 C7 N3 . . 109.0(3)
N2 C7 C6 . . 124.9(4)
N3 C7 C6 . . 126.1(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Br1 Cu1 . 2.3834(6)
Cu1 N1 2_665 1.990(3)
Cu1 N1 . 1.990(3)
Cu1 Br1 2_665 2.3834(6)
S1 C8 . 1.722(4)
S1 C9 . 1.770(5)
N1 C8 . 1.311(5)
N1 N2 . 1.398(4)
N2 C7 . 1.300(5)
N3 C8 . 1.353(5)
N3 C7 . 1.372(5)
N3 N4 . 1.376(4)
N4 C9 . 1.287(6)
C1 C6 . 1.394(6)
C1 C2 . 1.400(6)
C1 H1 . 0.930
C2 C3 . 1.372(7)
C2 H2 . 0.930
C3 C4 . 1.362(7)
C3 H3 . 0.930
C5 C6 . 1.372(6)
C5 C4 . 1.397(6)
C5 H4 . 0.930
C6 C7 . 1.477(5)
C4 H6 . 0.930
C9 C10 . 1.482(6)
C10 H17A . 0.960
C10 H17B . 0.960
C10 H17C . 0.960
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
C10 H17C Br1 1_445 0.96 2.90 3.769(5) 151.4
C1 H1 N2 . 0.93 2.56 2.871(5) 100.1
C5 H4 N4 . 0.93 2.45 3.122(6) 129.3
