#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:40:09 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180272 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/58/7115864.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_7115864
loop_
_publ_author_name
'Anjan Bedi'
'Sashi Debnath'
'Sanjio S. Zade'
_publ_section_title
;
 Diselenolodiselenole: a selenium containing fused heterocycle for
 conjugated systems
;
_journal_name_full               Chem.Commun.
_journal_page_first              13454
_journal_paper_doi               10.1039/C4cc05439C
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'C12 H6 S2 Se4'
_chemical_formula_sum            'C12 H6 S2 Se4'
_chemical_formula_weight         530.15
_chemical_name_systematic
; 
 ? 
;
_chemical_properties_physical    Heat-sensitive
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 92.535(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   24.5589(15)
_cell_length_b                   11.0932(5)
_cell_length_c                   5.5670(3)
_cell_measurement_reflns_used    1040
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.1260
_cell_measurement_theta_min      2.0110
_cell_volume                     1515.17(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0574
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            1339
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    9.938
_exptl_absorpt_correction_T_max  0.452
_exptl_absorpt_correction_T_min  0.231
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker-2008'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       flake
_exptl_crystal_F_000             984
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.787
_refine_diff_density_min         -1.091
_refine_diff_density_rms         0.236
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1339
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0495
_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)+(0.0791P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1302
_refine_ls_wR_factor_ref         0.1373
_reflns_number_gt                1082
_reflns_number_total             1339
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc05439c2.cif
_cod_data_source_block           ssz_ab_thdise
_cod_original_cell_volume        1515.16(14)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7115864
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Se1 Se 0.26469(3) 0.39369(6) 0.20838(12) 0.0334(3) Uani 1 1 d .
Se2 Se 0.34639(3) 0.38838(6) 0.43688(13) 0.0370(3) Uani 1 1 d .
S1 S 0.34897(9) 0.11387(16) 1.0290(3) 0.0456(5) Uani 1 1 d .
C1 C 0.2678(3) 0.2246(6) 0.5901(10) 0.0300(14) Uani 1 1 d .
C2 C 0.3210(3) 0.2565(5) 0.6290(11) 0.0295(14) Uani 1 1 d .
C3 C 0.3618(3) 0.2099(6) 0.7955(12) 0.0361(16) Uani 1 1 d .
C6 C 0.4140(4) 0.1076(6) 1.1265(14) 0.051(2) Uani 1 1 d .
H6 H 0.4266 0.0631 1.2592 0.061 Uiso 1 1 calc R
C4 C 0.4186(3) 0.2361(7) 0.7969(14) 0.056(2) Uani 1 1 d .
H4 H 0.4352 0.2860 0.6874 0.067 Uiso 1 1 calc R
C5 C 0.4463(3) 0.1748(8) 0.9899(15) 0.064(2) Uani 1 1 d .
H5 H 0.4837 0.1806 1.0198 0.077 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Se1 0.0371(5) 0.0360(5) 0.0273(4) 0.0058(2) 0.0046(3) -0.0030(3)
Se2 0.0350(5) 0.0390(5) 0.0374(5) 0.0046(3) 0.0053(3) -0.0040(3)
S1 0.0452(12) 0.0531(12) 0.0385(11) 0.0102(8) -0.0001(9) -0.0002(8)
C1 0.038(4) 0.034(3) 0.019(3) 0.003(2) 0.008(3) -0.001(3)
C2 0.031(4) 0.033(3) 0.025(3) -0.001(3) 0.006(3) -0.003(3)
C3 0.045(4) 0.033(3) 0.030(3) 0.001(3) 0.000(3) 0.008(3)
C6 0.051(5) 0.062(5) 0.039(4) 0.005(3) -0.010(4) -0.004(4)
C4 0.032(4) 0.083(6) 0.052(5) 0.032(4) -0.012(3) -0.017(4)
C5 0.033(4) 0.095(7) 0.062(5) 0.023(5) -0.013(4) -0.013(5)
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 Se1 Se2 91.9(2) 7_556 .
C2 Se2 Se1 91.7(2) . .
C6 S1 C3 93.9(4) . .
C2 C1 C1 124.5(8) . 7_556
C2 C1 Se1 120.3(5) . 7_556
C1 C1 Se1 115.2(7) 7_556 7_556
C1 C2 C3 130.4(7) . .
C1 C2 Se2 116.1(5) . .
C3 C2 Se2 113.5(5) . .
C4 C3 C2 126.0(6) . .
C4 C3 S1 109.5(5) . .
C2 C3 S1 124.5(6) . .
C5 C6 S1 111.8(6) . .
C5 C4 C3 110.0(7) . .
C6 C5 C4 114.8(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Se1 C1 1.923(6) 7_556
Se1 Se2 2.3283(11) .
Se2 C2 1.932(6) .
S1 C6 1.666(8) .
S1 C3 1.720(7) .
C1 C2 1.361(10) .
C1 C1 1.417(12) 7_556
C1 Se1 1.923(6) 7_556
C2 C3 1.431(9) .
C3 C4 1.427(10) .
C6 C5 1.347(11) .
C4 C5 1.418(10) .
