Thiophene-backbone arcuate graphene nanoribbons: shotgun synthesis and length dependent properties
Zhang, Ruiying; Chen, Xinyu; Zhu, Lingyun; Huang, Yanxia; Zhai, Zi'ang; Wang, Qiang; Wang, Lingding; Wang, Taosong; Wang, Wei-Zhen; Ye, Ke-Yin; Li, Yuanming; Chemical Science 16 (2025) 7366–7373; doi:10.1039/D4SC08353A

data_1574193
_publ_section_title
;
 Thiophene-backbone arcuate graphene nanoribbons: shotgun synthesis and
 length dependent properties
;
_journal_issue                   17
_journal_name_full               'Chemical Science'
_journal_page_first              7366
_journal_page_last               7373
_journal_paper_doi               10.1039/D4SC08353A
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C82 H78 S2'
_chemical_formula_sum            'C82 H78 S2'
_chemical_formula_weight         1127.56
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-06-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-10-26 deposited with the CCDC.	2025-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.4480(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.3995(2)
_cell_length_b                   16.4712(2)
_cell_length_c                   40.5773(5)
_cell_measurement_reflns_used    28267
_cell_measurement_temperature    100.0(9)
_cell_measurement_theta_max      56.2000
_cell_measurement_theta_min      1.9500
_cell_volume                     6948.36(18)
_computing_cell_refinement       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(9)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -22.00  16.00   0.38    0.60    --   -0.55  48.00 129.00  100
  2  \w    -75.00 -25.98   0.38    0.60    --   -0.55 -48.00 -18.00  129
  3  \w     56.00 141.88   0.38    2.30    --   68.70  48.00 129.00  226
  4  \w     -6.00  51.00   0.38    2.30    --   68.70 -48.00 -18.00  150
  5  \w   -138.00 -46.80   0.38    2.30    --  -69.79 -48.00 -18.00  240
  6  \w    -62.00 -34.64   0.38    2.30    --  -69.79  48.00 129.00   72
  7  \w      1.00  32.16   0.38    0.60    --   -0.55 -99.00   0.00   82
  8  \w     -1.00  25.22   0.38    0.60    --   -0.55 -99.00-150.00   69
  9  \w     23.00  73.16   0.38    0.60    --   -0.55  48.00 129.00  132
 10  \w     91.00 138.88   0.38    2.30    --   68.70  57.00-150.00  126
 11  \w     20.00  96.00   0.38    2.30    --   68.70-125.00-120.00  200
 12  \w     20.00  94.86   0.38    2.30    --   68.70-125.00   0.00  197
 13  \w     48.00  74.22   0.38    2.30    --   68.70-125.00 -90.00   69
 14  \w     35.00 105.30   0.38    2.30    --   68.70 -99.00  30.00  185
 15  \w   -133.00 -90.06   0.38    2.30    --  -69.79 -99.00  60.00  113
 16  \w   -141.00 -93.88   0.38    2.30    --  -69.79 -99.00 120.00  124
 17  \w   -136.00 -79.00   0.38    2.30    --  -69.79-125.00 -60.00  150
 18  \w   -139.00-107.08   0.38    2.30    --  -69.79 -99.00  90.00   84
 19  \w    -98.00   1.18   0.38    2.30    --  -69.79  77.00 120.00  261
 20  \w    -98.00 -36.82   0.38    2.30    --  -69.79 125.00-120.00  161
 21  \w   -109.00 -31.86   0.38    2.30    --  -69.79 125.00 120.00  203
 22  \w    -73.00   1.86   0.38    2.30    --  -69.79  77.00 -90.00  197
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0125036000
_diffrn_orient_matrix_UB_12      -0.0763235000
_diffrn_orient_matrix_UB_13      -0.0110127000
_diffrn_orient_matrix_UB_21      0.1104135000
_diffrn_orient_matrix_UB_22      0.0073506000
_diffrn_orient_matrix_UB_23      -0.0160060000
_diffrn_orient_matrix_UB_31      0.0651964000
_diffrn_orient_matrix_UB_32      -0.0270023000
_diffrn_orient_matrix_UB_33      0.0266941000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'micro-focus metaljet'
_diffrn_radiation_wavelength     1.3405
_diffrn_reflns_av_R_equivalents  0.0822
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            68565
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        52.930
_diffrn_reflns_theta_max         52.930
_diffrn_reflns_theta_min         1.894
_diffrn_source                   'micro-focus metaljet'
_exptl_absorpt_coefficient_mu    0.652
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.84a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.078
_exptl_crystal_description       block
_exptl_crystal_F_000             2408
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.529
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     775
_refine_ls_number_reflns         12265
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0791
_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/[\s^2^(Fo^2^)+(0.1079P)^2^+18.8173P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2132
_refine_ls_wR_factor_ref         0.2214
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10471
_reflns_number_total             12265
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc08353a2.cif
_cod_data_source_block           AR-11
_cod_depositor_comments
'Adding full bibliography for 1574192--1574193.cif.'
_cod_database_code               1574193
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         CHSO
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.981
_reflns_odcompleteness_completeness 96.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     56.82
_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. Rigid bond restraints
 C025, C02G
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C02C) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C02D) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00H(H00H), C00K(H00K), C00O(H00O), C00T(H00T), C00X(H00X),
 C00Z(H00Z), C010(H010), C012(H012), C015(H015), C018(H018), C01A(H01A),
 C01B(H01B), C01C(H01C), C01D(H01D), C01F(H01F), C01G(H01G), C01I(H01I),
 C01L(H01L), C01N(H01N), C01Q(H01Q), C01R(H01R), C01S(H01S), C01V(H01V)
4.b Idealised Me refined as rotating group:
 C01U(H01E,H01H,H01J), C01X(H01K,H01M,H01O), C01Z(H01P,H01T,H01U), C020(H02A,
 H02B,H02C), C021(H02D,H02E,H02F), C022(H02G,H02H,H02I), C023(H02J,H02K,H02L),
 C024(H02M,H02N,H02O), C026(H02P,H02Q,H02R), C027(H02S,H02T,H02U), C028(H02V,
 H02W,H02X), C029(H02Y,H,HA), C02A(H02Z,HB,HC), C02B(H02,HD,HE), C02C(H1,HF,HG),
  C02D(H2,HH,HI), C02F(H3,HJ,HK), C02G(H4,HL,HM)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              8198
_shelx_fab_checksum              8187
_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 6.688
_oxdiff_exptl_absorpt_empirical_full_min 0.266