X-shaped thiadiazole-containing double [7]heterohelicene with strong chiroptical response and π-stacked homochiral assembly.
Hong, Juan; Xiao, Xuxian; Liu, Haoliang; Fu, Lin; Wang, Xin-Chang; Zhou, Long; Wang, Xiao-Ye; Qiu, Zijie; Cao, Xiao-Yu; Narita, Akimitsu; Müllen, Klaus; Hu, Yunbin; Chemical communications (Cambridge, England) 57 (2021) 5566–5569; doi:10.1039/d1cc01631h

data_7128259
_publ_section_title
;
 X-shaped thiadiazole-containing double [7]heterohelicene with strong
 chiroptical response and \p-stacked homochiral assembly.
;
_journal_issue                   45
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5566
_journal_page_last               5569
_journal_paper_doi               10.1039/d1cc01631h
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C50 H30 N8 S4, 0.5(C7 H8)'
_chemical_formula_sum            'C53.5 H34 N8 S4'
_chemical_formula_weight         917.12
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-03-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2021-03-07 deposited with the CCDC.	2021-04-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.46(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.74(8)
_cell_length_b                   8.05(2)
_cell_length_c                   25.10(9)
_cell_measurement_reflns_used    2856
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      28.16
_cell_measurement_theta_min      1.85
_cell_volume                     4984(3)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 microsource'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1440
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            149719
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.227
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    0.235
_exptl_absorpt_correction_T_max  0.5
_exptl_absorpt_correction_T_min  0.2
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_description       block
_exptl_crystal_F_000             1900
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.940
_refine_diff_density_min         -1.112
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.01(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1194
_refine_ls_number_reflns         17558
_refine_ls_number_restraints     115
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0667
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1189P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1761
_refine_ls_wR_factor_ref         0.1861
_reflns_Friedel_coverage         0.859
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                13842
_reflns_number_total             17558
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc01631h2.cif
_cod_data_source_block           1
_cod_depositor_comments
;
Adding full bibliography for 7128259--7128261.cif.

2024-06-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C107 H68 N16 S8'
_cod_original_formula_weight         1834.25
_cod_original_formula_moiety         '2(C50 H30 N8 S4), C7 H8'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        4983(28)
_cod_database_code               7128259
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.984
_shelx_estimated_absorpt_t_min   0.935
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.99(9)
 0.01(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C55-C03F
 1.35 with sigma of 0.01
 H1A-H02I
 2.5 with sigma of 0.01
 H3B-H57C
 2.5 with sigma of 0.01
4. Rigid bond restraints
 C1, C035
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C55, C03F
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 N4E, C017
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C02Y, C035
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C3, C35
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C02I, C02Y
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C03B, C03F
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C03D, C03F
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C02U, C03B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C037, C03D
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
5. Uiso/Uaniso restraints and constraints
C1 \\sim C035: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
C55 \\sim C03F: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
N4E \\sim C017: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
C02Y \\sim C035: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
C3 \\sim C55: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
C02I \\sim C02Y: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
C03B \\sim C03F: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
C03D \\sim C03F: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
C02U \\sim C03B: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
C037 \\sim C03D: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.001 within 2A
Uanis(C55) \\sim Ueq, Uanis(C56) \\sim Ueq, Uanis(C57) \\sim Ueq, Uanis(C3)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C03E) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
6.a Aromatic/amide H refined with riding coordinates:
 C5M(H5M), C6S(H6S), C019(H019), C01E(H01E), C01O(H01O), C01U(H01U),
 C023(H023), C024(H024), C02A(H02A), C02B(H02B), C02C(H02C), C02D(H02D),
 C02E(H02E), C02G(H02G), C02I(H02I), C02M(H02M), C02O(H02O), C02P(H02P),
 C02Q(H02Q), C02T(H02T), C030(H030), C031(H031), C03B(H03J), C03D(H03K),
 C31(H31), C33(H33), C30(H30), C35(H35), C34(H34)
6.b Idealised Me refined as rotating group:
 C02J(H02F,H02H,H02J), C02S(H02K,H02L,H02N), C02V(H02R,H02S,H02U), C03E(H03A,
 H03B,H03C), C03G(H03D,H03E,H03F), C2(H2A,H2B,H2C), C03L(H03G,H03H,H03I),
 C1(H1A,H1B,H1C), C36(H36A,H36B,H36C), C50(H50A,H50B,H50C), C56(H56A,H56B,H56C),
  C57(H57A,H57B,H57C), C3(H3A,H3B,H3C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              5655
_shelx_hkl_checksum              99087
_shelx_fab_checksum              77541
_olex2_submission_special_instructions 'No special instructions were received'