#------------------------------------------------------------------------------
#$Date: 2019-11-23 22:06:11 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235274 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/62/7236212.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_7236212
loop_
_publ_author_name
'Martínez-Tong, Daniel E.'
'Gbabode, Gabin'
'Ruzié, Christian'
'Chattopadhyay, Basab'
'Schweicher, Guillaume'
'Kennedy, Alan R.'
'Geerts, Yves H.'
'Sferrazza, Michele'
_publ_section_title
;
 Self-assembled π-conjugated organic nanoplates: from hexagonal to
 triangular motifs
;
_journal_issue                   50
_journal_name_full               'RSC Advances'
_journal_page_first              44921
_journal_paper_doi               10.1039/C6RA06431K
_journal_volume                  6
_journal_year                    2016
_chemical_formula_sum            'C26 H6 F26 S2'
_chemical_formula_weight         876.43
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_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
_audit_update_record
;
2016-04-15 deposited with the CCDC.
2016-04-18 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 95.343(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   53.119(8)
_cell_length_b                   5.8356(6)
_cell_length_c                   9.0022(13)
_cell_measurement_reflns_used    1664
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      73.6025
_cell_measurement_theta_min      4.9300
_cell_volume                     2778.4(6)
_computing_cell_refinement       CrysalisPro
_computing_data_collection       CrysalisPro
_computing_data_reduction        CrysalisPro
_computing_publication_material  SHELXL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    SHELXS
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Oxford Diffraction Gemini S'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_sigmaI/netI    0.0693
_diffrn_reflns_limit_h_max       65
_diffrn_reflns_limit_h_min       -59
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9621
_diffrn_reflns_theta_full        70.00
_diffrn_reflns_theta_max         73.76
_diffrn_reflns_theta_min         5.02
_exptl_absorpt_coefficient_mu    3.632
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET)
(compiled Nov 25 2010,17:55:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.095
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'triangular shard'
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.826
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2742
_refine_ls_number_restraints     40
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0628
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0926P)²+2.8229P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1630
_refine_ls_wR_factor_ref         0.2022
_reflns_number_gt                1755
_reflns_number_total             2742
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c6ra06431k2.cif
_cod_data_source_block           newc
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7236212
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
S1 S 0.72710(2) 0.53770(18) 0.44787(13) 0.0325(3) Uani 1 1 d .
F1 F 0.65077(5) 0.1994(5) 0.8925(3) 0.0423(7) Uani 1 1 d .
F2 F 0.64953(5) 0.5281(4) 0.7738(3) 0.0403(7) Uani 1 1 d .
F3 F 0.62792(5) -0.0150(4) 0.6561(4) 0.0424(7) Uani 1 1 d .
F4 F 0.63025(5) 0.2889(5) 0.5173(3) 0.0462(8) Uani 1 1 d .
F5 F 0.60109(5) 0.2560(6) 0.8487(4) 0.0536(8) Uani 1 1 d .
F6 F 0.60119(5) 0.5298(5) 0.6855(4) 0.0541(9) Uani 1 1 d .
F7 F 0.57741(5) -0.0262(5) 0.6474(4) 0.0565(9) Uani 1 1 d .
F8 F 0.58067(5) 0.2199(6) 0.4695(4) 0.0573(9) Uani 1 1 d .
F9 F 0.55088(6) 0.2957(8) 0.7942(4) 0.0809(13) Uani 1 1 d .
F10 F 0.55268(6) 0.5269(5) 0.6077(6) 0.0775(14) Uani 1 1 d .
F11 F 0.52689(7) -0.0156(7) 0.6090(7) 0.0957(16) Uani 1 1 d U
F12 F 0.50890(6) 0.3092(6) 0.6027(5) 0.0711(11) Uani 1 1 d U
F13 F 0.52965(7) 0.2045(10) 0.4249(5) 0.0959(15) Uani 1 1 d U
C1 C 0.74767(8) 0.1536(7) 0.5402(5) 0.0315(10) Uani 1 1 d .
C2 C 0.72354(8) 0.1514(7) 0.5978(5) 0.0303(10) Uani 1 1 d .
C3 C 0.71012(8) 0.3550(7) 0.5558(5) 0.0303(10) Uani 1 1 d .
C4 C 0.68646(8) 0.3997(8) 0.6037(5) 0.0323(10) Uani 1 1 d .
H4 H 0.6776 0.5363 0.5747 0.039 Uiso 1 1 calc R
C5 C 0.67615(8) 0.2410(7) 0.6943(5) 0.0312(10) Uani 1 1 d .
C6 C 0.68876(8) 0.0355(8) 0.7341(5) 0.0343(10) Uani 1 1 d .
H6 H 0.6810 -0.0735 0.7937 0.041 Uiso 1 1 calc R
C7 C 0.71219(8) -0.0098(7) 0.6880(5) 0.0309(10) Uani 1 1 d .
H7 H 0.7207 -0.1483 0.7166 0.037 Uiso 1 1 calc R
C8 C 0.65152(8) 0.2963(8) 0.7552(5) 0.0335(10) Uani 1 1 d .
C9 C 0.62774(8) 0.2146(8) 0.6564(5) 0.0330(10) Uani 1 1 d .
C10 C 0.60206(8) 0.3026(8) 0.7032(6) 0.0345(10) Uani 1 1 d .
C11 C 0.57842(8) 0.1965(8) 0.6143(6) 0.0361(11) Uani 1 1 d .
C12 C 0.55298(9) 0.3079(9) 0.6487(7) 0.0446(12) Uani 1 1 d U
C13 C 0.52923(9) 0.1965(10) 0.5695(8) 0.0511(13) Uani 1 1 d U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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 S1 C3 90.5(2) 7_656 .
C1 C1 C2 114.3(5) 7_656 .
C1 C1 S1 112.5(5) 7_656 7_656
C2 C1 S1 133.2(3) . 7_656
C7 C2 C3 118.7(4) . .
C7 C2 C1 131.3(4) . .
C3 C2 C1 110.0(4) . .
C4 C3 C2 121.4(4) . .
C4 C3 S1 125.9(3) . .
C2 C3 S1 112.7(3) . .
C5 C4 C3 118.5(4) . .
C5 C4 H4 120.7 . .
C3 C4 H4 120.7 . .
C4 C5 C6 121.2(4) . .
C4 C5 C8 118.7(4) . .
C6 C5 C8 120.1(4) . .
C7 C6 C5 120.7(4) . .
C7 C6 H6 119.6 . .
C5 C6 H6 119.6 . .
C6 C7 C2 119.5(4) . .
C6 C7 H7 120.3 . .
C2 C7 H7 120.3 . .
F1 C8 F2 106.9(4) . .
F1 C8 C5 110.0(4) . .
F2 C8 C5 109.7(4) . .
F1 C8 C9 107.5(4) . .
F2 C8 C9 107.8(3) . .
C5 C8 C9 114.6(4) . .
F3 C9 F4 108.7(4) . .
F3 C9 C8 107.6(4) . .
F4 C9 C8 106.8(4) . .
F3 C9 C10 109.7(4) . .
F4 C9 C10 108.2(4) . .
C8 C9 C10 115.6(4) . .
F6 C10 F5 108.3(4) . .
F6 C10 C9 108.5(4) . .
F5 C10 C9 108.2(4) . .
F6 C10 C11 108.5(4) . .
F5 C10 C11 108.6(4) . .
C9 C10 C11 114.6(4) . .
F8 C11 F7 109.2(4) . .
F8 C11 C10 108.8(4) . .
F7 C11 C10 108.7(4) . .
F8 C11 C12 108.1(4) . .
F7 C11 C12 108.0(4) . .
C10 C11 C12 114.0(4) . .
F9 C12 F10 109.0(5) . .
F9 C12 C13 107.1(5) . .
F10 C12 C13 106.9(4) . .
F9 C12 C11 109.2(4) . .
F10 C12 C11 109.5(4) . .
C13 C12 C11 115.0(5) . .
F11 C13 F13 108.6(6) . .
F11 C13 F12 108.2(5) . .
F13 C13 F12 107.3(5) . .
F11 C13 C12 111.9(5) . .
F13 C13 C12 111.0(5) . .
F12 C13 C12 109.8(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.740(4) 7_656
S1 C3 1.748(4) .
F1 C8 1.363(5) .
F2 C8 1.368(5) .
F3 C9 1.340(5) .
F4 C9 1.344(5) .
F5 C10 1.343(6) .
F6 C10 1.336(5) .
F7 C11 1.335(5) .
F8 C11 1.328(6) .
F9 C12 1.327(7) .
F10 C12 1.330(6) .
F11 C13 1.297(7) .
F12 C13 1.322(6) .
F13 C13 1.305(7) .
C1 C1 1.373(9) 7_656
C1 C2 1.427(6) .
C1 S1 1.740(4) 7_656
C2 C7 1.414(6) .
C2 C3 1.419(6) .
C3 C4 1.391(6) .
C4 C5 1.380(6) .
C4 H4 0.9500 .
C5 C6 1.404(6) .
C5 C8 1.500(6) .
C6 C7 1.374(6) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 C9 1.551(6) .
C9 C10 1.552(6) .
C10 C11 1.554(6) .
C11 C12 1.556(6) .
C12 C13 1.534(7) .
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
C1 C1 C2 C7 -177.9(5) 7_656
S1 C1 C2 C7 1.4(8) 7_656
C1 C1 C2 C3 0.1(7) 7_656
S1 C1 C2 C3 179.3(4) 7_656
C7 C2 C3 C4 1.1(6) .
C1 C2 C3 C4 -177.1(4) .
C7 C2 C3 S1 178.7(3) .
C1 C2 C3 S1 0.5(5) .
C1 S1 C3 C4 176.8(4) 7_656
C1 S1 C3 C2 -0.7(3) 7_656
C2 C3 C4 C5 0.2(7) .
S1 C3 C4 C5 -177.1(3) .
C3 C4 C5 C6 -1.9(7) .
C3 C4 C5 C8 175.6(4) .
C4 C5 C6 C7 2.3(7) .
C8 C5 C6 C7 -175.2(4) .
C5 C6 C7 C2 -0.8(7) .
C3 C2 C7 C6 -0.8(6) .
C1 C2 C7 C6 177.0(4) .
C4 C5 C8 F1 -147.6(4) .
C6 C5 C8 F1 29.9(6) .
C4 C5 C8 F2 -30.4(6) .
C6 C5 C8 F2 147.2(4) .
C4 C5 C8 C9 91.1(5) .
C6 C5 C8 C9 -91.4(5) .
F1 C8 C9 F3 -56.3(5) .
F2 C8 C9 F3 -171.2(4) .
C5 C8 C9 F3 66.3(5) .
F1 C8 C9 F4 -172.8(3) .
F2 C8 C9 F4 72.3(5) .
C5 C8 C9 F4 -50.2(5) .
F1 C8 C9 C10 66.7(5) .
F2 C8 C9 C10 -48.2(5) .
C5 C8 C9 C10 -170.6(4) .
F3 C9 C10 F6 -172.7(4) .
F4 C9 C10 F6 -54.3(5) .
C8 C9 C10 F6 65.4(5) .
F3 C9 C10 F5 70.0(5) .
F4 C9 C10 F5 -171.5(4) .
C8 C9 C10 F5 -51.9(5) .
F3 C9 C10 C11 -51.3(5) .
F4 C9 C10 C11 67.1(5) .
C8 C9 C10 C11 -173.3(4) .
F6 C10 C11 F8 69.3(5) .
F5 C10 C11 F8 -173.2(4) .
C9 C10 C11 F8 -52.1(5) .
F6 C10 C11 F7 -171.9(4) .
F5 C10 C11 F7 -54.4(5) .
C9 C10 C11 F7 66.7(5) .
F6 C10 C11 C12 -51.4(6) .
F5 C10 C11 C12 66.0(5) .
C9 C10 C11 C12 -172.8(4) .
F8 C11 C12 F9 -177.2(4) .
F7 C11 C12 F9 64.9(5) .
C10 C11 C12 F9 -56.0(6) .
F8 C11 C12 F10 -57.9(6) .
F7 C11 C12 F10 -175.9(4) .
C10 C11 C12 F10 63.2(6) .
F8 C11 C12 C13 62.4(6) .
F7 C11 C12 C13 -55.6(6) .
C10 C11 C12 C13 -176.4(4) .
F9 C12 C13 F11 -59.5(6) .
F10 C12 C13 F11 -176.2(5) .
C11 C12 C13 F11 62.0(7) .
F9 C12 C13 F13 179.1(5) .
F10 C12 C13 F13 62.4(6) .
C11 C12 C13 F13 -59.4(7) .
F9 C12 C13 F12 60.6(6) .
F10 C12 C13 F12 -56.1(7) .
C11 C12 C13 F12 -177.9(5) .
