Trisulfur radical anion-triggered stitching thienannulation: rapid access to largely π-extended thienoacenes
Su, Feng; Chen, Shuqi; Mo, Xiaogang; Wu, Kongchuan; Wu, Jiajun; Lin, Weidong; Lin, Zhiwei; Lin, Jianbin; Zhang, Hui-Jun; Wen, Ting-Bin; Chemical Science 11 (2020) 1503–1509; doi:10.1039/C9SC05332H

data_1556703
_publ_section_title
;
 Trisulfur radical anion-triggered stitching thienannulation: rapid access
 to largely \p-extended thienoacenes
;
_journal_issue                   6
_journal_name_full               'Chemical Science'
_journal_page_first              1503
_journal_page_last               1509
_journal_paper_doi               10.1039/C9SC05332H
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety
'2(C15.75 N O2 S0.5), C17.75 N O2 S0.5, C12.5 N O2 S0.5, 7(C0.5)'
_chemical_formula_sum            'C65.25 N4 O8 S2'
_chemical_formula_weight         1031.81
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_primary     direct
_audit_creation_date             2019-10-20
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2019-10-22 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                83.387(3)
_cell_angle_beta                 73.393(3)
_cell_angle_gamma                69.330(4)
_cell_formula_units_Z            8
_cell_length_a                   22.2613(10)
_cell_length_b                   26.9160(12)
_cell_length_c                   28.2117(10)
_cell_measurement_reflns_used    20267
_cell_measurement_temperature    100
_cell_measurement_theta_max      62.2570
_cell_measurement_theta_min      3.4280
_cell_volume                     15154.3(12)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.936
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_unetI/netI     0.0770
_diffrn_reflns_Laue_measured_fraction_full 0.936
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            124388
_diffrn_reflns_point_group_measured_fraction_full 0.936
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_theta_full        62.762
_diffrn_reflns_theta_max         62.762
_diffrn_reflns_theta_min         3.270
_exptl_absorpt_coefficient_mu    0.999
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20518
_exptl_crystal_colour            'clear dark green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    0.904
_exptl_crystal_description       block
_exptl_crystal_F_000             4124
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.349
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.131
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.216
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2532
_refine_ls_number_reflns         45624
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      3.367
_refine_ls_R_factor_all          0.2897
_refine_ls_R_factor_gt           0.2079
_refine_ls_shift/su_max          9.606
_refine_ls_shift/su_mean         0.046
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0758P)^2^+95.6231P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4560
_refine_ls_wR_factor_ref         0.4898
_reflns_Friedel_coverage         0.000
_reflns_number_gt                21227
_reflns_number_total             45624
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9sc05332h2.cif
_cod_data_source_block           exp_1897_sx
_cod_depositor_comments
;Adding full bibliography for 1556703--1556704.cif.

 Adding full bibliography for 1556703--1556704.cif.
;
_cod_database_code               1556703
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Restrained distances
 C06T-C05X
 1.426 with sigma of 0.001
 C02K-C02Y = C06D-C06T
 2.427 with sigma of 0.001
 C34-N7
 1.645 with sigma of 0.001
 N4-C30
 1.25 with sigma of 0.02
 C53-C41
 1.571 with sigma of 0.001
 C32-C38
 1.586 with sigma of 0.001
2. Uiso/Uaniso restraints and constraints
Uanis(C29) \\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C56) = Uanis(C57) = Uanis(C089) = Uanis(C078) = Uanis(C06P) = Uanis(C04W)
Uanis(C051) = Uanis(C05I) = Uanis(C06S) = Uanis(C072) = Uanis(C07T) =
Uanis(C08G)
Uanis(C05P) = Uanis(C068) = Uanis(C07U) = Uanis(C06M) = Uanis(C40) = Uanis(C07Y)
Uanis(C088) = Uanis(C086) = Uanis(C42) = Uanis(C54) = Uanis(C46)
Uanis(C35) = Uanis(C06B) = Uanis(C06Y) = Uanis(C05C) = Uanis(C059)
Uanis(C89) = Uanis(C55) = Uanis(C05E)
Uanis(C88) = Uanis(C50) = Uanis(C08Q) = Uanis(C07M) = Uanis(C063) = Uanis(C08E)
Uanis(C07B) = Uanis(C08I) = Uanis(C07V) = Uanis(C08D)
Uanis(C06G) = Uanis(C05V) = Uanis(C05H) = Uanis(C04M)
Uanis(C63) = Uanis(C08X) = Uanis(C06V) = Uanis(C05R) = Uanis(C057) = Uanis(C04O)
Uanis(C05E) = Uanis(C55) = Uanis(C89) = Uanis(C98)
Uanis(C49) = Uanis(C48) = Uanis(C07Q) = Uanis(C05T) = Uanis(C05M) = Uanis(C07G)
Uanis(C080) = Uanis(C43) = Uanis(C081) = Uanis(C4AA) = Uanis(C64)
3. Others
 Fixed Uiso: C08P(0.2)
;
_shelx_res_checksum              68105
_olex2_submission_special_instructions 'No special instructions were received'