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#$Date: 2019-11-24 04:09:55 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236641 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/69/7236926.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_7236926
loop_
_publ_author_name
'Walwyn, Robert J.'
'Chan, Bun'
'Usov, Pavel M.'
'Solomon, Marcello B.'
'Duyker, Samuel G.'
'Koo, Jin Young'
'Kawano, Masaki'
'Turner, Peter'
'Kepert, Cameron J.'
'D'Alessandro, Deanna M.'
_publ_section_title
;
 Spectroscopic, electronic and computational properties of a mixed
 tetrachalcogenafulvalene and its charge transfer complex
;
_journal_issue                   5
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              1092
_journal_paper_doi               10.1039/C7TC03853D
_journal_volume                  6
_journal_year                    2018
_chemical_formula_sum            'C18 H8 N4 S Se3'
_chemical_formula_weight         549.22
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-08-29 deposited with the CCDC.
2017-11-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.179(7)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.4011(8)
_cell_length_b                   3.8012(3)
_cell_length_c                   18.4421(13)
_cell_measurement_reflns_used    4554
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      75.3980
_cell_measurement_theta_min      4.9340
_cell_volume                     842.86(11)
_computing_cell_refinement
;
  CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)
;
_computing_data_collection
;
  CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)
;
_computing_data_reduction
;
  CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
  ORTEP3 for Windows (Farrugia, L., 1997)
  ORTEPIII  (Burnett, N.M., Johnson,C.K., 1996). 
  WinGX (Farrugia, 1999)
  shelXle (Hübschle,C.B., et al., 2011) 
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'ShelxT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(1)
_diffrn_crystal_treatment
;
attached with Exxon Paratone N to a nylon loop and quenched 
in a cold nitrogen gas stream from an Oxford Cryosystems Cryostream. 
;
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5861
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9226
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         75.539
_diffrn_reflns_theta_min         3.676
_exptl_absorpt_coefficient_mu    9.203
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  CrysAlisPro, Agilent Technologies,
  Version 1.171.37.35
  Empirical absorption correction using spherical 
  harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.164
_exptl_crystal_description       'needle like priamtic'
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.194
_exptl_crystal_size_mid          0.031
_exptl_crystal_size_min          0.018
_refine_diff_density_max         1.018
_refine_diff_density_min         -0.914
_refine_diff_density_rms         0.197
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.403
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1749
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.403
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0562
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.05P)²+11.0P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1732
_refine_ls_wR_factor_ref         0.1750
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1598
_reflns_number_total             1749
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7tc03853d2.cif
_cod_data_source_block           TSTF-TCNQ_dmd15pt9
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7236926
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Se1 Se -0.10123(7) 0.3098(3) 0.08146(5) 0.0208(3) Uani 0.7 1 d . . P
S1 S -0.10123(7) 0.3098(3) 0.08146(5) 0.0208(3) Uani 0.3 1 d . . P
Se2 Se 0.15531(7) 0.3127(3) 0.08851(5) 0.0222(3) Uani 0.8 1 d . . P
S2 S 0.15531(7) 0.3127(3) 0.08851(5) 0.0222(3) Uani 0.2 1 d . . P
C1 C 0.0115(5) 0.424(2) 0.0346(4) 0.0187(14) Uani 1 1 d . . .
C2 C -0.0019(7) 0.148(2) 0.1654(4) 0.0232(16) Uani 1 1 d . . .
H2 H -0.0283 0.0612 0.2063 0.028 Uiso 1 1 calc R U .
C3 C 0.1071(6) 0.150(2) 0.1697(4) 0.0235(16) Uani 1 1 d . . .
H3 H 0.1588 0.0697 0.2135 0.028 Uiso 1 1 calc R U .
N1 N 0.3854(5) 1.094(2) 0.1899(4) 0.0272(15) Uani 1 1 d . . .
N2 N 0.7456(5) 1.122(2) 0.1880(4) 0.0287(16) Uani 1 1 d . . .
C4 C 0.5236(6) 0.706(2) 0.0668(4) 0.0196(15) Uani 1 1 d . . .
C5 C 0.6088(6) 0.604(2) 0.0313(4) 0.0198(15) Uani 1 1 d . . .
H5 H 0.6830 0.6791 0.0523 0.024 Uiso 1 1 calc R U .
C6 C 0.4124(6) 0.596(2) 0.0316(4) 0.0189(15) Uani 1 1 d . . .
H6 H 0.3528 0.6642 0.0525 0.023 Uiso 1 1 calc R U .
C7 C 0.5454(6) 0.913(2) 0.1313(4) 0.0189(15) Uani 1 1 d . . .
C8 C 0.4587(6) 1.015(2) 0.1659(4) 0.0197(15) Uani 1 1 d . . .
C9 C 0.6563(6) 1.029(2) 0.1657(4) 0.0206(15) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 '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
C2 Se1 C1 92.6(3) .
C3 Se2 C1 92.9(3) .
C1 C1 Se1 121.6(7) 3_565
C1 C1 Se2 123.2(7) 3_565
Se1 C1 Se2 115.3(4) .
C3 C2 Se1 120.6(6) .
C3 C2 H2 119.7 .
Se1 C2 H2 119.7 .
C2 C3 Se2 118.5(6) .
C2 C3 H3 120.7 .
Se2 C3 H3 120.7 .
C7 C4 C5 122.2(7) .
C7 C4 C6 121.0(7) .
C5 C4 C6 116.7(7) .
C6 C5 C4 122.3(7) 3_665
C6 C5 H5 118.9 3_665
C4 C5 H5 118.9 .
C5 C6 C4 121.0(7) 3_665
C5 C6 H6 119.5 3_665
C4 C6 H6 119.5 .
C4 C7 C8 121.4(6) .
C4 C7 C9 121.0(7) .
C8 C7 C9 117.6(7) .
N1 C8 C7 176.4(8) .
N2 C9 C7 175.1(8) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Se1 C2 1.834(8) .
Se1 C1 1.866(7) .
Se2 C3 1.850(7) .
Se2 C1 1.866(7) .
C1 C1 1.365(15) 3_565
C2 C3 1.334(11) .
C2 H2 0.9500 .
C3 H3 0.9500 .
N1 C8 1.146(10) .
N2 C9 1.139(10) .
C4 C7 1.395(11) .
C4 C5 1.427(10) .
C4 C6 1.435(10) .
C5 C6 1.357(11) 3_665
C5 H5 0.9500 .
C6 C5 1.357(11) 3_665
C6 H6 0.9500 .
C7 C8 1.432(10) .
C7 C9 1.435(10) .
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_4
C2 Se1 C1 C1 -178.2(10) 3_565
C2 Se1 C1 Se2 2.2(5) .
C3 Se2 C1 C1 177.8(10) 3_565
C3 Se2 C1 Se1 -2.6(5) .
C1 Se1 C2 C3 -0.7(8) .
Se1 C2 C3 Se2 -1.1(10) .
C1 Se2 C3 C2 2.2(8) .
C7 C4 C5 C6 -179.8(8) 3_665
C6 C4 C5 C6 -1.9(13) 3_665
C7 C4 C6 C5 179.8(8) 3_665
C5 C4 C6 C5 1.9(13) 3_665
C5 C4 C7 C8 179.6(7) .
C6 C4 C7 C8 1.8(12) .
C5 C4 C7 C9 -1.0(12) .
C6 C4 C7 C9 -178.8(7) .
