#------------------------------------------------------------------------------
#$Date: 2019-09-19 11:42:27 +0300 (Thu, 19 Sep 2019) $
#$Revision: 218532 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/39/7233949.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_7233949
loop_
_publ_author_name
'Mikkel A. Christensen'
'Christian R. Parker'
'Thomas Just Sorensen'
'Sebastian de Graaf'
'Thorbjorn J. Morsing'
'Theis Brock-Nannestad'
'Jesper Bendix'
'Michael M. Haley'
'Peter Rapta'
'Andrey Danilov'
'Sergey Kubatkin'
'Ole Hammerich'
'Mogens Brondsted Nielsen'
_publ_section_title
;
 Mixed valence radical cations and intermolecular complexes derived from
 indenofluorene-extended tetrathiafulvalenes
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              10428
_journal_page_last               10438
_journal_paper_doi               10.1039/C4TC02178A
_journal_volume                  2
_journal_year                    2014
_chemical_formula_moiety         'C34 H30 S8'
_chemical_formula_sum            'C34 H30 S8'
_chemical_formula_weight         695.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_Int_Tables_number      15
_cell_angle_alpha                90
_cell_angle_beta                 104.828(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.306(3)
_cell_length_b                   24.770(3)
_cell_length_c                   6.7903(6)
_cell_measurement_reflns_used    2054
_cell_measurement_temperature    122(2)
_cell_measurement_theta_max      24.87
_cell_measurement_theta_min      2.39
_cell_volume                     3952.0(8)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_diffrn_ambient_temperature      122(2)
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_measured_fraction_theta_max 0.9989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1112
_diffrn_reflns_av_unetI/netI     0.0748
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            15137
_diffrn_reflns_theta_full        22.7174
_diffrn_reflns_theta_max         22.72
_diffrn_reflns_theta_min         2.39
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.472
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0866 before and 0.0600 after correction.
The Ratio of minimum to maximum transmission is 0.8210.
The λ/2 correction factor is 0.0000.
;
_exptl_crystal_density_diffrn    1.1682
_exptl_crystal_F_000             1452.3322
_exptl_crystal_size_max          0.197
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.024
_refine_diff_density_max         0.7960
_refine_diff_density_min         -0.5534
_refine_diff_density_rms         0.1507
_refine_ls_d_res_high            0.9202
_refine_ls_d_res_low             8.5236
_refine_ls_goodness_of_fit_ref   1.0265
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    33
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2661
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.0257
_refine_ls_R_factor_all          0.1286
_refine_ls_R_factor_gt           0.0793
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1864P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2443
_refine_ls_wR_factor_ref         0.2860
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              25
_reflns_limit_h_min              -26
_reflns_limit_k_max              26
_reflns_limit_k_min              0
_reflns_limit_l_max              7
_reflns_limit_l_min              0
_reflns_number_gt                1562
_reflns_number_total             2661
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            1000003.cif
_cod_data_source_block           PCOD1000003
_cod_original_cell_volume        3952.1(7)
_cod_database_code               7233949
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 S4-C16a \\sim S4-C16b
 with sigma of 0.02
 C16a-C18 \\sim C16b-C18
 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C18) = Uanis(C16a)
5. Others
 Sof(H18d)=Sof(H18e)=Sof(H18f)=Sof(C16b)=Sof(H16c)=Sof(H16d)=1-FVAR(1)
 Sof(H18a)=Sof(H18b)=Sof(H18c)=Sof(C16a)=Sof(H16a)=Sof(H16b)=FVAR(1)
6.a Riding coordinates:
 C18(H18a,H18b,H18c), C18(H18d,H18e,H18f), C15(H15a,H15b,H15c)
6.b Secondary CH2 refined with riding coordinates:
 C14(H14a,H14b), C16a(H16a,H16b), C16b(H16c,H16d)
6.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C2(H2), C7(H7), C8(H8), C9(H9)
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_group
S1 S 0.35245(8) 0.39535(9) 0.3292(3) 0.0455(7) Uani 1.000000 . U .
S2 S 0.26671(8) 0.47782(10) 0.2060(3) 0.0532(7) Uani 1.000000 . U .
S3 S 0.26745(9) 0.30462(10) 0.2351(3) 0.0638(8) Uani 1.000000 . U .
S4 S 0.17073(11) 0.40074(13) 0.0606(4) 0.0862(10) Uani 1.000000 . U .
C11 C 0.3385(3) 0.4633(3) 0.3066(10) 0.043(2) Uani 1.000000 . U .
C1 C 0.5325(3) 0.4542(3) 0.5388(9) 0.0372(19) Uani 1.000000 . U .
C4 C 0.3797(3) 0.5034(3) 0.3575(9) 0.0374(18) Uani 1.000000 . U .
C5 C 0.3704(3) 0.5622(3) 0.3466(10) 0.0391(19) Uani 1.000000 . U .
C3 C 0.4409(3) 0.4947(3) 0.4310(9) 0.0340(18) Uani 1.000000 . U .
C6 C 0.4240(3) 0.5881(3) 0.4090(10) 0.0414(19) Uani 1.000000 . U .
C10 C 0.3213(4) 0.5938(4) 0.2931(10) 0.049(2) Uani 1.000000 . U .
H10 H 0.2855(4) 0.5779(4) 0.2541(10) 0.059(3) Uiso 1.000000 R . .
C2 C 0.4738(3) 0.4479(3) 0.4708(9) 0.0400(19) Uani 1.000000 . U .
H2 H 0.4571(3) 0.4138(3) 0.4526(9) 0.048(2) Uiso 1.000000 R . .
C7 C 0.4288(4) 0.6438(3) 0.4104(10) 0.049(2) Uani 1.000000 . U .
H7 H 0.4643(4) 0.6602(3) 0.4476(10) 0.059(3) Uiso 1.000000 R . .
C8 C 0.3794(4) 0.6748(3) 0.3552(11) 0.051(2) Uani 1.000000 . U .
H8 H 0.3815(4) 0.7123(3) 0.3557(11) 0.061(3) Uiso 1.000000 R . .
C9 C 0.3268(4) 0.6489(4) 0.2992(10) 0.054(2) Uani 1.000000 . U .
H9 H 0.2941(4) 0.6700(4) 0.2644(10) 0.064(3) Uiso 1.000000 R . .
C14 C 0.3374(3) 0.2741(3) 0.3150(12) 0.054(2) Uani 1.000000 . U .
H14a H 0.3588(3) 0.2818(3) 0.2157(12) 0.065(3) Uiso 1.000000 R . .
H14b H 0.3580(3) 0.2891(3) 0.4449(12) 0.065(3) Uiso 1.000000 R . .
C12 C 0.2826(3) 0.3717(4) 0.2413(11) 0.055(2) Uani 1.000000 . U .
C13 C 0.2420(4) 0.4129(4) 0.1793(12) 0.060(2) Uani 1.000000 . U .
C18 C 0.1453(4) 0.4228(5) 0.4251(18) 0.101(4) Uani 1.000000 . U .
H18a H 0.1263(4) 0.3892(5) 0.4340(18) 0.152(5) Uiso 0.641(18) R . 1
H18b H 0.1856(4) 0.4182(5) 0.4797(18) 0.152(5) Uiso 0.641(18) R . 1
H18c H 0.1317(4) 0.4499(5) 0.5016(18) 0.152(5) Uiso 0.641(18) R . 1
H18d H 0.1549(4) 0.4031(5) 0.5511(18) 0.152(5) Uiso 0.359(18) R . 2
H18e H 0.1754(4) 0.4476(5) 0.4219(18) 0.152(5) Uiso 0.359(18) R . 2
H18f H 0.1106(4) 0.4424(5) 0.4141(18) 0.152(5) Uiso 0.359(18) R . 2
C15 C 0.3315(4) 0.2139(4) 0.3348(15) 0.077(3) Uani 1.000000 . U .
H15a H 0.3069(4) 0.2063(4) 0.4215(15) 0.115(4) Uiso 1.000000 R . .
H15b H 0.3149(4) 0.2000(4) 0.2009(15) 0.115(4) Uiso 1.000000 R . .
H15c H 0.3678(4) 0.1971(4) 0.3896(15) 0.115(4) Uiso 1.000000 R . .
C16a C 0.1363(7) 0.4377(9) 0.226(3) 0.101(4) Uani 0.641(18) . U 1
H16a H 0.1475(7) 0.4752(9) 0.224(3) 0.122(4) Uiso 0.641(18) R . 1
H16b H 0.0956(7) 0.4362(9) 0.166(3) 0.122(4) Uiso 0.641(18) R . 1
C16b C 0.1425(11) 0.3860(9) 0.257(4) 0.070(10) Uani 0.359(18) . U 2
H16c H 0.1025(11) 0.3783(9) 0.198(4) 0.084(12) Uiso 0.359(18) R . 2
H16d H 0.1599(11) 0.3525(9) 0.316(4) 0.084(12) Uiso 0.359(18) R . 2
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C12 S1 C11 98.4(4) . .
C13 S2 C11 97.9(4) . .
C12 S3 C14 102.6(4) . .
S2 C11 S1 113.1(5) . .
C4 C11 S1 124.5(6) . .
C4 C11 S2 122.4(6) . .
C6 C1 C3 109.3(7) 3_666 3_666
C2 C1 C3 122.8(6) . 3_666
C2 C1 C6 128.0(8) . 3_666
C5 C4 C11 127.1(7) . .
C3 C4 C11 125.9(7) . .
C3 C4 C5 107.0(7) . .
C6 C5 C4 108.4(6) . .
C10 C5 C4 132.6(7) . .
C10 C5 C6 118.9(8) . .
C4 C3 C1 107.8(6) . 3_666
C2 C3 C1 119.9(6) . 3_666
C2 C3 C4 132.3(7) . .
C5 C6 C1 107.5(7) . 3_666
C7 C6 C1 131.0(7) . 3_666
C7 C6 C5 121.5(7) . .
C9 C10 C5 118.7(8) . .
C3 C2 C1 117.4(7) . .
C8 C7 C6 118.9(8) . .
C9 C8 C7 119.1(8) . .
C8 C9 C10 122.9(8) . .
C15 C14 S3 109.6(6) . .
S3 C12 S1 121.5(6) . .
C13 C12 S1 113.8(7) . .
C13 C12 S3 124.7(7) . .
S4 C13 S2 119.5(6) . .
C12 C13 S2 116.7(7) . .
C12 C13 S4 123.6(7) . .
C18 C16a S4 119.7(14) . .
C18 C16b S4 122.6(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C11 1.716(8) .
S1 C12 1.749(8) .
S2 C11 1.741(8) .
S2 C13 1.711(10) .
S3 C14 1.814(8) .
S3 C12 1.699(10) .
S4 C13 1.740(9) .
S4 C16a 1.814(16) .
S4 C16b 1.69(2) .
C11 C4 1.388(11) .
C1 C3 1.414(10) 3_666
C1 C6 1.467(10) 3_666
C1 C2 1.391(10) .
C4 C5 1.474(11) .
C4 C3 1.459(9) .
C5 C6 1.416(10) .
C5 C10 1.396(10) .
C3 C2 1.394(10) .
C6 C7 1.383(10) .
C10 C9 1.371(11) .
C7 C8 1.393(10) .
C8 C9 1.393(12) .
C14 C15 1.507(11) .
C12 C13 1.408(13) .
C18 C16a 1.361(18) .
C18 C16b 1.45(2) .
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
1 0.000 0.500 -0.545 301.5 70.2
2 0.500 0.000 -0.332 301.5 70.2
loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
S4 C16a 1 1
S4 C16b 1 1
C16a C18 1 2
C16b C18 1 2
loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0200 1.7510 0.0628 0.0628
2 0.0200 1.4047 0.0437 0.0437
