#------------------------------------------------------------------------------
#$Date: 2022-02-10 01:42:41 +0200 (Thu, 10 Feb 2022) $
#$Revision: 272893 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/43/7244376.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_7244376
loop_
_publ_author_name
'zigon, nicolas'
'Avarvari, Narcis'
_publ_section_title
;
 [4]Helicene based anions in electrocrystallization with
 tetrachalcogenafulvalene donors
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00091A
_journal_year                    2022
_chemical_formula_moiety         'C48 H34 O4 S4'
_chemical_formula_sum            'C48 H34 O4 S4'
_chemical_formula_weight         802.99
_chemical_name_systematic        TMTTF-([4]heliceneCOO)2
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-07-29
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2022-01-17 deposited with the CCDC.	2022-02-09 downloaded from the CCDC.
;
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   14.0945(2)
_cell_length_b                   12.8981(2)
_cell_length_c                   20.6753(3)
_cell_measurement_reflns_used    12098
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      75.2940
_cell_measurement_theta_min      4.2430
_cell_volume                     3758.61(10)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1990
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00   8.00   1.00    5.00    --  -41.11   0.00-120.00  124
  2  ω    -25.00  43.00   1.00    5.00    --   41.11 -38.00   0.00   68
  3  ω     -2.00  24.00   1.00    5.00    --   41.11 -19.00-180.00   26
  4  ω    107.00 158.00   1.00   12.00    --  112.00  61.00 -30.00   51
  5  ω    118.00 147.00   1.00   12.00    --  112.00  77.00 150.00   29
  6  ω     40.00  69.00   1.00   12.00    --  112.00 -61.00-150.00   29
  7  ω    125.00 153.00   1.00   12.00    --  112.00  77.00   0.00   28
  8  ω    127.00 157.00   1.00   12.00    --  112.00 111.00   0.00   30
  9  ω     40.00  65.00   1.00   12.00    --  112.00 -61.00 -90.00   25
 10  ω     85.00 112.00   1.00   12.00    --  112.00  61.00 -60.00   27
 11  ω    129.00 154.00   1.00   12.00    --  112.00  61.00 -60.00   25
 12  ω     38.00 107.00   1.00   12.00    --  112.00-111.00  60.00   69
 13  ω     30.00  66.00   1.00   12.00    --  112.00 -94.00-150.00   36
 14  ω     88.00 119.00   1.00   12.00    --  112.00  45.00  90.00   31
 15  ω     40.00  77.00   1.00   12.00    --  112.00-111.00-150.00   37
 16  ω    117.00 158.00   1.00   12.00    --  112.00  30.00  30.00   41
 17  ω     41.00 106.00   1.00   12.00    --  112.00-111.00 120.00   65
 18  ω    107.00 158.00   1.00   12.00    --  112.00  30.00 150.00   51
 19  ω     44.00  69.00   1.00   12.00    --  112.00 -61.00-120.00   25
 20  ω     44.00  71.00   1.00   12.00    --  112.00 -61.00  30.00   27
 21  ω     85.00 121.00   1.00   12.00    --  112.00  61.00  90.00   36
 22  ω     87.00 127.00   1.00   12.00    --  112.00 111.00-180.00   40
 23  ω     37.00  65.00   1.00   12.00    --  112.00 -94.00  30.00   28
 24  ω     76.00 101.00   1.00   12.00    --  112.00 -94.00  30.00   25
 25  ω    113.00 140.00   1.00   12.00    --  112.00  45.00  60.00   27
 26  ω     37.00  73.00   1.00   12.00    --  112.00-111.00-180.00   36
 27  ω     88.00 122.00   1.00   12.00    --  112.00  61.00   0.00   34
 28  ω     60.00 120.00   1.00   12.00    --  112.00 178.00-150.00   60
 29  ω     86.00 111.00   1.00   12.00    --  112.00 111.00   0.00   25
 30  ω    129.00 154.00   1.00   12.00    --  112.00  45.00  90.00   25
 31  ω     85.00 110.00   1.00   12.00    --  112.00  77.00   0.00   25
 32  ω     42.00  69.00   1.00   12.00    --  112.00 -85.00   0.00   27
 33  ω     42.00 109.00   1.00   12.00    --  112.00-111.00-120.00   67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova (Cu) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0610460000
_diffrn_orient_matrix_UB_12      -0.0533644000
_diffrn_orient_matrix_UB_13      0.0520819000
_diffrn_orient_matrix_UB_21      0.0177610000
_diffrn_orient_matrix_UB_22      -0.0916992000
_diffrn_orient_matrix_UB_23      -0.0462679000
_diffrn_orient_matrix_UB_31      0.0888102000
_diffrn_orient_matrix_UB_32      0.0549646000
_diffrn_orient_matrix_UB_33      -0.0265094000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            26709
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.101
_diffrn_reflns_theta_min         4.277
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.707
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_description       block
_exptl_crystal_F_000             1672
_exptl_crystal_preparation       electrocrystallization
_exptl_crystal_recrystallization_method electrocrystallization
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3923
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0424
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0792P)²+1.0747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1217
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3607
_reflns_number_total             3923
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00091a2.cif
_cod_data_source_block           exp_1286_a
_cod_original_cell_volume        3758.61(11)
_cod_database_code               7244376
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C19H23O2S8
_chemical_oxdiff_usercomment     'purple block'
_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.
;
_cell_oxdiff_angle_alpha         90.044(2)
_cell_oxdiff_angle_beta          90.026(2)
_cell_oxdiff_angle_gamma         89.977(2)
_cell_oxdiff_length_a            14.1050(4)
_cell_oxdiff_length_b            12.8930(3)
_cell_oxdiff_length_c            20.6680(5)
_cell_oxdiff_measurement_reflns_used 12098
_cell_oxdiff_volume              3758.61(16)
_shelx_estimated_absorpt_t_max   0.007
_shelx_estimated_absorpt_t_min   0.007
_diffrn_oxdiff_digest_frames
;
01b06ecbd72c9ed28696e41d7bbdaaa73e00027aa22
;
_diffrn_oxdiff_digest_hkl
;
010ceb0f389822129ee4e83a32104d125178e8
;
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C00E(H00E), C00F(H00F), C00G(H00G), C00K(H00K), C00M(H00M),
 C00N(H00N), C00O(H00O), C00Q(H00Q), C00R(H00R), C00S(H00S)
2.b Idealised Me refined as rotating group:
 C00I(H00A,H00B,H00C), C00P(H00D,H00H,H00I)
;
_olex2_exptl_crystal_mounting_method 'paraffin oil'
_olex2_submission_original_sample_id exp_1286
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.328
_oxdiff_exptl_absorpt_empirical_full_min 0.750
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.38842(3) 0.96396(3) 0.82472(2) 0.03255(14) Uani 1 1 d . . . . .
S002 S 0.57235(3) 1.07039(3) 0.81507(2) 0.03295(14) Uani 1 1 d . . . . .
O003 O 0.55425(9) 0.86233(9) 0.79892(5) 0.0321(3) Uani 1 1 d . . . . .
O004 O 0.56019(10) 0.87801(10) 0.90846(6) 0.0398(3) Uani 1 1 d . . . . .
C005 C 0.64610(11) 0.56156(13) 0.80131(8) 0.0327(3) Uani 1 1 d . . . . .
C006 C 0.61122(11) 0.66355(14) 0.80314(8) 0.0320(3) Uani 1 1 d . . . . .
H006 H 0.584297 0.692450 0.765065 0.038 Uiso 1 1 calc R . . . .
C007 C 0.57422(12) 0.82836(14) 0.85995(7) 0.0323(3) Uani 1 1 d . . . . .
C008 C 0.61488(11) 0.72303(14) 0.85857(8) 0.0327(3) Uani 1 1 d . . . . .
C009 C 0.50509(12) 0.95928(12) 0.78754(7) 0.0292(3) Uani 1 1 d . . . . .
C00A C 0.62961(13) 0.53814(15) 0.67886(9) 0.0367(4) Uani 1 1 d . . . . .
C00B C 0.50290(12) 1.09596(13) 0.88420(7) 0.0333(3) Uani 1 1 d . . . . .
C00C C 0.41960(12) 1.04873(14) 0.88850(8) 0.0334(3) Uani 1 1 d . . . . .
C00D C 0.64257(11) 0.49744(13) 0.74370(9) 0.0361(4) Uani 1 1 d . . . . .
C00E C 0.68477(13) 0.58089(15) 0.91605(9) 0.0390(4) Uani 1 1 d . . . . .
H00E H 0.710972 0.552893 0.954615 0.047 Uiso 1 1 calc R . . . .
C00F C 0.65465(12) 0.68218(14) 0.91569(8) 0.0358(4) Uani 1 1 d . . . . .
H00F H 0.660515 0.723988 0.953311 0.043 Uiso 1 1 calc R . . . .
C00G C 0.64532(13) 0.64223(15) 0.66106(9) 0.0381(4) Uani 1 1 d . . . . .
H00G H 0.669066 0.689483 0.692369 0.046 Uiso 1 1 calc R . . . .
C00H C 0.67790(12) 0.51750(14) 0.86091(9) 0.0366(4) Uani 1 1 d . . . . .
C00I C 0.54889(14) 1.16433(15) 0.93387(9) 0.0413(4) Uani 1 1 d . . . . .
H00A H 0.608248 1.132463 0.948488 0.062 Uiso 1 1 calc GR . . . .
H00B H 0.506023 1.172919 0.970801 0.062 Uiso 1 1 calc GR . . . .
H00C H 0.562418 1.232264 0.914742 0.062 Uiso 1 1 calc GR . . . .
C00J C 0.65135(13) 0.38895(14) 0.75180(10) 0.0422(4) Uani 1 1 d . . . . .
C00K C 0.69716(14) 0.40950(15) 0.86463(10) 0.0428(4) Uani 1 1 d . . . . .
H00K H 0.722014 0.380600 0.903351 0.051 Uiso 1 1 calc R . . . .
C00L C 0.60566(13) 0.46713(16) 0.62842(10) 0.0433(4) Uani 1 1 d . . . . .
C00M C 0.67994(14) 0.34754(15) 0.81265(10) 0.0456(4) Uani 1 1 d . . . . .
H00M H 0.687191 0.274657 0.817065 0.055 Uiso 1 1 calc R . . . .
C00N C 0.62695(14) 0.67717(17) 0.59902(9) 0.0437(4) Uani 1 1 d . . . . .
H00N H 0.636658 0.748088 0.588526 0.052 Uiso 1 1 calc R . . . .
C00O C 0.59426(15) 0.60864(18) 0.55189(9) 0.0472(5) Uani 1 1 d . . . . .
H00O H 0.577936 0.633415 0.510077 0.057 Uiso 1 1 calc R . . . .
C00P C 0.35056(14) 1.05237(18) 0.94353(9) 0.0445(4) Uani 1 1 d . . . . .
H00D H 0.291399 1.084806 0.929012 0.067 Uiso 1 1 calc GR . . . .
H00H H 0.377659 1.092970 0.979086 0.067 Uiso 1 1 calc GR . . . .
H00I H 0.337452 0.981721 0.958509 0.067 Uiso 1 1 calc GR . . . .
C00Q C 0.58580(15) 0.50523(18) 0.56625(10) 0.0482(5) Uani 1 1 d . . . . .
H00Q H 0.566090 0.458380 0.533439 0.058 Uiso 1 1 calc R . . . .
C00R C 0.60668(16) 0.35826(17) 0.64044(12) 0.0514(5) Uani 1 1 d . . . . .
H00R H 0.589301 0.311586 0.606925 0.062 Uiso 1 1 calc R . . . .
C00S C 0.63229(16) 0.32042(16) 0.69945(12) 0.0518(5) Uani 1 1 d . . . . .
H00S H 0.637466 0.247665 0.705693 0.062 Uiso 1 1 calc R . . . .
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'
O O 0.0492 0.0322 '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'
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
_geom_angle_publ_flag
C00C S001 C009 96.38(8) . . ?
C00B S002 C009 96.44(8) . . ?
C007 O003 C009 121.71(12) . . ?
C006 C005 C00D 122.95(15) . . ?
C006 C005 C00H 117.32(16) . . ?
C00H C005 C00D 119.46(16) . . ?
C008 C006 C005 121.99(16) . . ?
O003 C007 C008 110.97(13) . . ?
O004 C007 O003 124.36(16) . . ?
O004 C007 C008 124.67(15) . . ?
C006 C008 C007 120.91(14) . . ?
C006 C008 C00F 120.19(16) . . ?
C00F C008 C007 118.85(15) . . ?
S002 C009 S001 108.35(8) . . ?
O003 C009 S001 113.14(10) . . ?
O003 C009 S002 112.45(11) . . ?
O003 C009 C009 101.87(10) . 3_656 ?
C009 C009 S001 109.76(15) 3_656 . ?
C009 C009 S002 111.18(9) 3_656 . ?
C00G C00A C00D 124.47(16) . . ?
C00G C00A C00L 117.21(17) . . ?
C00L C00A C00D 118.18(18) . . ?
C00C C00B S002 117.39(13) . . ?
C00C C00B C00I 127.35(16) . . ?
C00I C00B S002 115.13(13) . . ?
C00B C00C S001 117.01(13) . . ?
C00B C00C C00P 127.72(16) . . ?
C00P C00C S001 115.11(14) . . ?
C005 C00D C00A 123.81(16) . . ?
C00J C00D C005 117.62(17) . . ?
C00J C00D C00A 118.57(17) . . ?
C00F C00E C00H 121.82(16) . . ?
C00E C00F C008 118.88(16) . . ?
C00N C00G C00A 121.52(18) . . ?
C00E C00H C005 119.30(16) . . ?
C00E C00H C00K 120.85(16) . . ?
C00K C00H C005 119.76(17) . . ?
C00D C00J C00M 120.00(18) . . ?
C00D C00J C00S 120.52(19) . . ?
C00S C00J C00M 119.48(18) . . ?
C00M C00K C00H 119.91(17) . . ?
C00Q C00L C00A 119.40(19) . . ?
C00Q C00L C00R 120.40(19) . . ?
C00R C00L C00A 120.12(19) . . ?
C00K C00M C00J 121.84(18) . . ?
C00G C00N C00O 120.2(2) . . ?
C00Q C00O C00N 119.61(18) . . ?
C00O C00Q C00L 121.40(18) . . ?
C00S C00R C00L 120.75(19) . . ?
C00R C00S C00J 120.57(19) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 C009 1.8162(17) . ?
S001 C00C 1.7684(17) . ?
S002 C009 1.8101(16) . ?
S002 C00B 1.7633(16) . ?
O003 C007 1.3652(19) . ?
O003 C009 1.4487(19) . ?
O004 C007 1.206(2) . ?
C005 C006 1.405(2) . ?
C005 C00D 1.451(3) . ?
C005 C00H 1.429(2) . ?
C006 C008 1.380(2) . ?
C007 C008 1.475(2) . ?
C008 C00F 1.410(2) . ?
C009 C009 1.559(3) 3_656 ?
C00A C00D 1.451(3) . ?
C00A C00G 1.410(3) . ?
C00A C00L 1.428(3) . ?
C00B C00C 1.326(3) . ?
C00B C00I 1.501(2) . ?
C00C C00P 1.498(2) . ?
C00D C00J 1.415(3) . ?
C00E C00F 1.374(3) . ?
C00E C00H 1.406(3) . ?
C00G C00N 1.384(3) . ?
C00H C00K 1.421(3) . ?
C00J C00M 1.425(3) . ?
C00J C00S 1.423(3) . ?
C00K C00M 1.361(3) . ?
C00L C00Q 1.404(3) . ?
C00L C00R 1.426(3) . ?
C00N C00O 1.394(3) . ?
C00O C00Q 1.372(3) . ?
C00R C00S 1.363(4) . ?
