An Electrically Conductive Tetrathiafulvalene-Based Hydrogen-Bonded Organic Framework
Kirlikovali, Kent O.; Goswami, Subhadip; Mian, Mohammad Rasel; Krzyaniak, Matthew D.; Wasielewski, Michael R.; Hupp, Joseph T.; Li, Peng; Farha, Omar K.; ACS Materials Letters 4 (2021) 128–135; doi:10.1021/acsmaterialslett.1c00628

data_4519265
_publ_section_title
;
 An Electrically Conductive Tetrathiafulvalene-Based Hydrogen-Bonded
 Organic Framework
;
_journal_issue                   1
_journal_name_full               'ACS Materials Letters'
_journal_page_first              128
_journal_page_last               135
_journal_paper_doi               10.1021/acsmaterialslett.1c00628
_journal_volume                  4
_journal_year                    2021
_chemical_formula_moiety         'C34 H16 O8 S4, 2(C H2 Cl2), 2(C3 H7 N O)'
_chemical_formula_sum            'C42 H34 Cl4 N2 O10 S4'
_chemical_formula_weight         996.75
_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_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-07-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                78.442(3)
_cell_angle_beta                 87.882(3)
_cell_angle_gamma                72.798(4)
_cell_formula_units_Z            2
_cell_length_a                   10.1487(4)
_cell_length_b                   16.0040(6)
_cell_length_c                   16.6748(7)
_cell_measurement_reflns_used    8180
_cell_measurement_temperature    200.15
_cell_measurement_theta_max      63.6
_cell_measurement_theta_min      3.6
_cell_volume                     2533.99(18)
_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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      200.15
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1114
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            101334
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        63.640
_diffrn_reflns_theta_max         63.640
_diffrn_reflns_theta_min         3.586
_exptl_absorpt_coefficient_mu    4.106
_exptl_absorpt_correction_T_max  0.814
_exptl_absorpt_correction_T_min  0.642
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       needle
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.500
_refine_diff_density_min         -0.960
_refine_diff_density_rms         0.216
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.168
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     479
_refine_ls_number_reflns         8180
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      2.176
_refine_ls_R_factor_all          0.1828
_refine_ls_R_factor_gt           0.1721
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4645
_refine_ls_wR_factor_ref         0.4711
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7401
_reflns_number_total             8180
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            tz1c00628_si_004.cif
_cod_data_source_block           ov_20210201_kent_hof_auto
_cod_database_code               4519265
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.821
_shelx_estimated_absorpt_t_min   0.494
_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
2. Restrained distances
 C27-O6
 1.2 with sigma of 0.02
 C13-O2
 1.2 with sigma of 0.02
 C13-O1
 1.2 with sigma of 0.02
 C34-O7
 1.2 with sigma of 0.02
 C20-O3
 1.2 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C21) = Uanis(C5)
Uanis(N1) = Uanis(C40)
Uanis(C9) = Uanis(C8)
Uanis(C4) = Uanis(C3)
Uanis(C8) = Uanis(C7)
Uanis(N2) = Uanis(C38) = Uanis(C37)
Uanis(C7) = Uanis(C3)
Uanis(C13) = Uanis(C10) = Uanis(C9) = Uanis(C8) = Uanis(C7) = Uanis(C12) =
Uanis(C11) = Uanis(C3)
Uanis(C8) = Uanis(C7) = Uanis(C3)
Uanis(C2) = Uanis(C1)
Uanis(C22) = Uanis(C23)
4.a Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C35(H35A,H35B)
4.b Aromatic/amide H refined with riding coordinates:
 C22(H22), C12(H12), C25(H25), C11(H11), C26(H26), C14(H14), C9(H9), C8(H8),
 C23(H23), C17(H17), C30(H30), C29(H29), C33(H33), C32(H32), C15(H15), C18(H18),
  C39(H39), C41(H41)
4.c Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C42(H42A,H42B,H42C), C40(H40A,H40B,H40C), C37(H37A,H37B,
 H37C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              995
_shelx_hkl_checksum              53339
_shelx_fab_checksum              5903
_olex2_submission_special_instructions 'No special instructions were received'