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#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/75/7127512.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_7127512
loop_
_publ_author_name
'Schmidt, Maximilian'
'Wassy, Daniel'
'Hermann, Mathias'
'González, M Teresa'
'Agräit, Nicolás'
'Zotti, Linda A.'
'Esser, Birgit'
'Leary, Edmund'
_publ_section_title
;
 Single-molecule conductance of dibenzopentalenes: antiaromaticity and
 quantum interference.
;
_journal_issue                   6
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              745
_journal_page_last               748
_journal_paper_doi               10.1039/d0cc06810a
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C52 H42 S2'
_chemical_formula_sum            'C52 H42 S2'
_chemical_formula_weight         730.97
_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     direct
_audit_creation_method           'FinalCif by Daniel Kratzert, Freiburg 2019'
_audit_update_record
;
2020-01-14 deposited with the CCDC.	2020-12-07 downloaded from the CCDC.
;
_cell_angle_alpha                90.25(2)
_cell_angle_beta                 107.99(2)
_cell_angle_gamma                107.34(3)
_cell_formula_units_Z            1
_cell_length_a                   8.334(11)
_cell_length_b                   10.560(13)
_cell_length_c                   12.426(14)
_cell_measurement_reflns_used    1624
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.395
_cell_measurement_theta_min      2.7005
_cell_volume                     987(2)
_computing_cell_refinement       'SAINT V8.40A'
_computing_data_collection
'Bruker BIS 2018.9.0.3/05-Dec-2018 && APEX3_2019.1-0'
_computing_data_reduction        'SAINT V8.40A'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker APEXII'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 QUAZAR'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_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  0.0941
_diffrn_reflns_av_unetI/netI     0.0854
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15957
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.515
_diffrn_reflns_theta_min         1.733
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6028
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_description       block
_exptl_crystal_F_000             386
_exptl_crystal_recrystallization_method
'crystallized by layering a CH2Cl2 solution with MeOH'
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4530
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1011
_refine_ls_R_factor_gt           0.0589
_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/[σ²(Fo²)+(0.0601P)²+0.5026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1585
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2966
_reflns_number_total             4530
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc06810a2.cif
_cod_data_source_block           Esser_MS_230_0m_a
_cod_depositor_comments
'Adding full bibliography for 7127512--7127514.cif.'
_cod_database_code               7127512
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
S1 S -0.58075(10) -0.09933(7) 0.18565(7) 0.0352(2) Uani 1 1 d . . . . .
C1 C 0.2980(3) 0.3880(2) 0.0017(2) 0.0202(5) Uani 1 1 d . . . . .
C2 C 0.4729(3) 0.4626(2) 0.0442(2) 0.0195(5) Uani 1 1 d . . . . .
C3 C 0.6264(3) 0.4954(2) 0.1482(2) 0.0194(5) Uani 1 1 d . . . . .
C4 C 0.6556(3) 0.4571(2) 0.2571(2) 0.0211(5) Uani 1 1 d . . . . .
H4 H 0.563138 0.394465 0.276561 0.025 Uiso 1 1 calc R U . . .
C6 C 0.9620(3) 0.6048(2) 0.3119(2) 0.0211(5) Uani 1 1 d . . . . .
C5 C 0.8240(3) 0.5124(2) 0.3378(2) 0.0225(5) Uani 1 1 d . . . . .
H5 H 0.844987 0.486240 0.412612 0.027 Uiso 1 1 calc R U . . .
C9 C 1.1435(3) 0.6645(2) 0.3971(2) 0.0214(5) Uani 1 1 d . . . . .
C7 C 0.9318(3) 0.6427(2) 0.2006(2) 0.0207(5) Uani 1 1 d . . . . .
H7 H 1.024367 0.705361 0.181264 0.025 Uiso 1 1 calc R U . . .
C8 C 0.7673(3) 0.5881(2) 0.1205(2) 0.0209(5) Uani 1 1 d . . . . .
C10 C 1.1812(3) 0.7785(3) 0.4699(2) 0.0241(5) Uani 1 1 d . . . . .
C11 C 1.3541(3) 0.8374(3) 0.5421(2) 0.0254(6) Uani 1 1 d . . . . .
H11 H 1.379493 0.914651 0.591616 0.030 Uiso 1 1 calc R U . . .
C12 C 1.4900(3) 0.7876(3) 0.5443(2) 0.0235(5) Uani 1 1 d . . . . .
C13 C 1.4500(3) 0.6727(3) 0.4728(2) 0.0263(6) Uani 1 1 d . . . . .
H13 H 1.541748 0.636180 0.474051 0.032 Uiso 1 1 calc R U . . .
C14 C 1.2780(3) 0.6101(3) 0.3995(2) 0.0244(6) Uani 1 1 d . . . . .
C15 C 1.0354(4) 0.8371(3) 0.4698(3) 0.0388(7) Uani 1 1 d . . . . .
H15A H 1.081000 0.908325 0.532529 0.058 Uiso 1 1 calc R U . . .
H15B H 0.934478 0.767024 0.479363 0.058 Uiso 1 1 calc R U . . .
H15C H 0.996624 0.873589 0.397373 0.058 Uiso 1 1 calc R U . . .
C16 C 1.6764(4) 0.8545(3) 0.6238(2) 0.0308(6) Uani 1 1 d . . . . .
H16A H 1.762003 0.837589 0.591036 0.046 Uiso 1 1 calc R U . . .
H16B H 1.690550 0.818401 0.697449 0.046 Uiso 1 1 calc R U . . .
H16C H 1.697646 0.950781 0.634358 0.046 Uiso 1 1 calc R U . . .
C17 C 1.2355(4) 0.4817(3) 0.3258(2) 0.0330(7) Uani 1 1 d . . . . .
H17A H 1.178957 0.492403 0.246082 0.049 Uiso 1 1 calc R U . . .
H17B H 1.154606 0.408570 0.350119 0.049 Uiso 1 1 calc R U . . .
H17C H 1.345629 0.461341 0.333601 0.049 Uiso 1 1 calc R U . . .
C18 C 0.1830(3) 0.3039(2) 0.05424(19) 0.0212(5) Uani 1 1 d . . . . .
C19 C 0.0663(3) 0.2342(3) 0.0857(2) 0.0230(5) Uani 1 1 d . . . . .
C20 C -0.0787(3) 0.1532(2) 0.1185(2) 0.0226(5) Uani 1 1 d . . . . .
C21 C -0.1070(4) 0.0177(3) 0.1261(2) 0.0292(6) Uani 1 1 d . . . . .
H21 H -0.022764 -0.021301 0.116361 0.035 Uiso 1 1 calc R U . . .
C22 C -0.2575(4) -0.0614(3) 0.1479(2) 0.0311(6) Uani 1 1 d . . . . .
H22 H -0.274616 -0.153894 0.153302 0.037 Uiso 1 1 calc R U . . .
C23 C -0.3832(3) -0.0068(3) 0.1618(2) 0.0258(6) Uani 1 1 d . . . . .
C24 C -0.3522(4) 0.1298(3) 0.1581(2) 0.0313(6) Uani 1 1 d . . . . .
H24 H -0.435215 0.168937 0.169790 0.038 Uiso 1 1 calc R U . . .
C25 C -0.2018(4) 0.2091(3) 0.1375(2) 0.0302(6) Uani 1 1 d . . . . .
H25 H -0.181601 0.302460 0.136253 0.036 Uiso 1 1 calc R U . . .
C26 C -0.5882(5) -0.2682(3) 0.1591(3) 0.0479(9) Uani 1 1 d . . . . .
H26A H -0.571333 -0.280487 0.085584 0.072 Uiso 1 1 calc R U . . .
H26B H -0.703772 -0.328924 0.157688 0.072 Uiso 1 1 calc R U . . .
H26C H -0.493513 -0.287664 0.219552 0.072 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
S S 0.1246 0.1234 '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
C23 S1 C26 102.69(15) . . ?
C2 C1 C18 131.3(2) . . ?
C2 C1 C8 107.1(2) . 2_665 ?
C18 C1 C8 121.6(2) . 2_665 ?
C1 C2 C2 109.8(3) . 2_665 ?
C1 C2 C3 142.1(2) . . ?
C2 C2 C3 108.1(3) 2_665 . ?
C4 C3 C8 119.8(2) . . ?
C4 C3 C2 134.5(2) . . ?
C8 C3 C2 105.7(2) . . ?
C3 C4 C5 118.6(2) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C5 C6 C7 119.1(2) . . ?
C5 C6 C9 122.7(2) . . ?
C7 C6 C9 118.1(2) . . ?
C6 C5 C4 122.0(2) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C14 C9 C10 120.0(2) . . ?
C14 C9 C6 119.7(2) . . ?
C10 C9 C6 120.3(2) . . ?
C8 C7 C6 119.3(2) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C7 C8 C3 121.2(2) . . ?
C7 C8 C1 129.5(2) . 2_665 ?
C3 C8 C1 109.2(2) . 2_665 ?
C11 C10 C9 118.9(2) . . ?
C11 C10 C15 120.6(2) . . ?
C9 C10 C15 120.5(2) . . ?
C12 C11 C10 122.3(3) . . ?
C12 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
C11 C12 C13 118.1(2) . . ?
C11 C12 C16 120.8(2) . . ?
C13 C12 C16 121.0(2) . . ?
C12 C13 C14 121.4(2) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C13 C14 C9 119.2(2) . . ?
C13 C14 C17 120.6(2) . . ?
C9 C14 C17 120.2(2) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C1 170.7(3) . . ?
C18 C19 C20 177.2(3) . . ?
C21 C20 C25 118.5(2) . . ?
C21 C20 C19 121.6(2) . . ?
C25 C20 C19 119.8(2) . . ?
C20 C21 C22 120.6(3) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C21 C22 C23 120.8(3) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C24 118.7(2) . . ?
C22 C23 S1 124.2(2) . . ?
C24 C23 S1 117.1(2) . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C20 120.6(3) . . ?
C24 C25 H25 119.7 . . ?
C20 C25 H25 119.7 . . ?
S1 C26 H26A 109.5 . . ?
S1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
S1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
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
S1 C23 1.760(3) . ?
S1 C26 1.792(4) . ?
C1 C2 1.364(4) . ?
C1 C18 1.420(4) . ?
C1 C8 1.497(4) 2_665 ?
C2 C2 1.461(5) 2_665 ?
C2 C3 1.462(4) . ?
C3 C4 1.383(4) . ?
C3 C8 1.422(4) . ?
C4 C5 1.398(4) . ?
C4 H4 0.9500 . ?
C6 C5 1.393(4) . ?
C6 C7 1.409(4) . ?
C6 C9 1.498(4) . ?
C5 H5 0.9500 . ?
C9 C14 1.397(4) . ?
C9 C10 1.398(4) . ?
C7 C8 1.373(4) . ?
C7 H7 0.9500 . ?
C10 C11 1.390(4) . ?
C10 C15 1.518(4) . ?
C11 C12 1.376(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(4) . ?
C12 C16 1.510(4) . ?
C13 C14 1.394(4) . ?
C13 H13 0.9500 . ?
C14 C17 1.518(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.205(4) . ?
C19 C20 1.432(4) . ?
C20 C21 1.387(4) . ?
C20 C25 1.402(4) . ?
C21 C22 1.389(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.390(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(4) . ?
C24 C25 1.384(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C18 C1 C2 C2 -177.0(3) . . . 2_665 ?
C8 C1 C2 C2 0.9(3) 2_665 . . 2_665 ?
C18 C1 C2 C3 2.1(5) . . . . ?
C8 C1 C2 C3 -179.9(3) 2_665 . . . ?
C1 C2 C3 C4 0.7(5) . . . . ?
C2 C2 C3 C4 179.8(3) 2_665 . . . ?
C1 C2 C3 C8 -179.0(3) . . . . ?
C2 C2 C3 C8 0.1(3) 2_665 . . . ?
C8 C3 C4 C5 0.8(3) . . . . ?
C2 C3 C4 C5 -178.9(2) . . . . ?
C7 C6 C5 C4 -0.7(4) . . . . ?
C9 C6 C5 C4 -179.6(2) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C5 C6 C9 C14 96.8(3) . . . . ?
C7 C6 C9 C14 -82.1(3) . . . . ?
C5 C6 C9 C10 -86.7(3) . . . . ?
C7 C6 C9 C10 94.4(3) . . . . ?
C5 C6 C7 C8 0.2(4) . . . . ?
C9 C6 C7 C8 179.2(2) . . . . ?
C6 C7 C8 C3 0.8(4) . . . . ?
C6 C7 C8 C1 179.7(2) . . . 2_665 ?
C4 C3 C8 C7 -1.3(4) . . . . ?
C2 C3 C8 C7 178.4(2) . . . . ?
C4 C3 C8 C1 179.6(2) . . . 2_665 ?
C2 C3 C8 C1 -0.6(3) . . . 2_665 ?
C14 C9 C10 C11 1.3(4) . . . . ?
C6 C9 C10 C11 -175.2(2) . . . . ?
C14 C9 C10 C15 -178.8(2) . . . . ?
C6 C9 C10 C15 4.7(4) . . . . ?
C9 C10 C11 C12 0.2(4) . . . . ?
C15 C10 C11 C12 -179.7(3) . . . . ?
C10 C11 C12 C13 -1.3(4) . . . . ?
C10 C11 C12 C16 179.8(2) . . . . ?
C11 C12 C13 C14 0.9(4) . . . . ?
C16 C12 C13 C14 179.8(2) . . . . ?
C12 C13 C14 C9 0.5(4) . . . . ?
C12 C13 C14 C17 -177.5(2) . . . . ?
C10 C9 C14 C13 -1.7(4) . . . . ?
C6 C9 C14 C13 174.9(2) . . . . ?
C10 C9 C14 C17 176.4(2) . . . . ?
C6 C9 C14 C17 -7.1(4) . . . . ?
C25 C20 C21 C22 2.4(4) . . . . ?
C19 C20 C21 C22 -174.0(3) . . . . ?
C20 C21 C22 C23 0.4(4) . . . . ?
C21 C22 C23 C24 -2.5(4) . . . . ?
C21 C22 C23 S1 178.2(2) . . . . ?
C26 S1 C23 C22 -10.6(3) . . . . ?
C26 S1 C23 C24 170.1(2) . . . . ?
C22 C23 C24 C25 1.9(4) . . . . ?
S1 C23 C24 C25 -178.7(2) . . . . ?
C23 C24 C25 C20 0.9(4) . . . . ?
C21 C20 C25 C24 -3.0(4) . . . . ?
C19 C20 C25 C24 173.5(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168352371
