Designing Tetraoxa[8]circulenes To Serve as Hosts and Sensors
Petrov, Nino G.; Chartier, Patrick; Maris, Thierry; Wuest, James D.; Journal of the American Chemical Society 144 (2021) 556–572; doi:10.1021/jacs.1c11728

data_4135636
_publ_section_title
;
 Designing Tetraoxa[8]circulenes To Serve as Hosts and Sensors
;
_journal_issue                   1
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              556
_journal_page_last               572
_journal_paper_doi               10.1021/jacs.1c11728
_journal_volume                  144
_journal_year                    2021
_chemical_formula_moiety         '0.5(C80 H40 O4), 3(C S2), 0.5(C120)'
_chemical_formula_sum            'C103 H20 O2 S6'
_chemical_formula_weight         1481.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_audit_contact_author_name
;
;
_audit_creation_date             2019-08-28
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.1449(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.6097(5)
_cell_length_b                   19.5333(5)
_cell_length_c                   16.7214(4)
_cell_measurement_reflns_used    7203
_cell_measurement_temperature    100
_cell_measurement_theta_max      53.950
_cell_measurement_theta_min      2.312
_cell_volume                     6043.5(3)
_computing_cell_refinement
'SAINT (2013) V8.37A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_data_collection
;
APEX 2 (2013) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction
'SAINT (2013) V8.37A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.24
_diffrn_detector_type            'Bruker Photon 100 CMOS Detector'
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.1077
_diffrn_reflns_av_unetI/netI     0.0699
_diffrn_reflns_Laue_measured_fraction_full 0.956
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5469
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         53.978
_diffrn_reflns_theta_min         2.312
_diffrn_source                   'Metal Jet'
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_exptl_absorpt_coefficient_mu    1.708
_exptl_absorpt_process_details
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 43415 reflections, Rint = 0.1077
 (18732 with I > 3sig(I), Rint = 0.0813)
;
_exptl_crystal_colour            'metallic dark brown'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_description       Plate
_exptl_crystal_F_000             3000
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       0.00026(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     984
_refine_ls_number_reflns         5469
_refine_ls_number_restraints     3366
_refine_ls_restrained_S_all      0.829
_refine_ls_R_factor_all          0.1385
_refine_ls_R_factor_gt           0.0977
_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^)+(0.0732P)^2^+68.9668P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2156
_refine_ls_wR_factor_ref         0.2436
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3875
_reflns_number_total             5469
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jw1874_7_C60_6CS2.cif
_cod_data_source_block           jw1874
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the built-in table derived from the CIF
Core dictionary named 'cif_core.dic' version 2.4.5 last updated on
2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_database_code               4135636
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.880(3)
 0.120(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Rigid bond restraints
 C1B, C2B, C3B, C4B, C5B, C6B, C7B, C8B, C9B, C10B, C11B, C12B, C13B, C14B,
 C15B, C16B, C17B, C18B, C19B, C20B, C21B, C22B, C23B, C24B, C25B, C26B, C27B,
 C28B, C29B, C30B, C31B, C32B, C33B, C34B, C35B, C36B, C37B, C38B, C39B, C40B,
 C41B, C42B, C43B, C44B, C45B, C46B, C47B, C48B, C49B, C50B, C51B, C52B, C53B,
 C54B, C55B, C56B, C57B, C58B, C59B, C60B, C1D, C2D, C3D, C4D, C5D, C6D, C7D,
 C8D, C9D, C10D, C11D, C12D, C13D, C14D, C15D, C16D, C17D, C18D, C19D, C20D,
 C21D, C22D, C23D, C24D, C25D, C26D, C27D, C28D, C29D, C30D, C31D, C32D, C33D,
 C34D, C35D, C36D, C37D, C38D, C39D, C40D, C41D, C42D, C43D, C44D, C45D, C46D,
 C47D, C48D, C49D, C50D, C51D, C52D, C53D, C54D, C55D, C56D, C57D, C58D, C59D,
 C60D
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02
4. Uiso/Uaniso restraints and constraints
C1B \\sim C2B \\sim C3B \\sim C4B \\sim C5B \\sim C6B \\sim C7B \\sim C8B \\sim
C9B \\sim C10B \\sim C11B \\sim C12B \\sim C13B \\sim C14B \\sim C15B \\sim
C16B \\sim C17B \\sim C18B \\sim C19B \\sim C20B \\sim C21B \\sim C22B \\sim
C23B \\sim C24B \\sim C25B \\sim C26B \\sim C27B \\sim C28B \\sim C29B \\sim
C30B \\sim C31B \\sim C32B \\sim C33B \\sim C34B \\sim C35B \\sim C36B \\sim
C37B \\sim C38B \\sim C39B \\sim C40B \\sim C41B \\sim C42B \\sim C43B \\sim
C44B \\sim C45B \\sim C46B \\sim C47B \\sim C48B \\sim C49B \\sim C50B \\sim
C51B \\sim C52B \\sim C53B \\sim C54B \\sim C55B \\sim C56B \\sim C57B \\sim
C58B \\sim C59B \\sim C60B \\sim C1D \\sim C2D \\sim C3D \\sim C4D \\sim C5D
\\sim C6D \\sim C7D \\sim C8D \\sim C9D \\sim C10D \\sim C11D \\sim C12D \\sim
C13D \\sim C14D \\sim C15D \\sim C16D \\sim C17D \\sim C18D \\sim C19D \\sim
C20D \\sim C21D \\sim C22D \\sim C23D \\sim C24D \\sim C25D \\sim C26D \\sim
C27D \\sim C28D \\sim C29D \\sim C30D \\sim C31D \\sim C32D \\sim C33D \\sim
C34D \\sim C35D \\sim C36D \\sim C37D \\sim C38D \\sim C39D \\sim C40D \\sim
C41D \\sim C42D \\sim C43D \\sim C44D \\sim C45D \\sim C46D \\sim C47D \\sim
C48D \\sim C49D \\sim C50D \\sim C51D \\sim C52D \\sim C53D \\sim C54D \\sim
C55D \\sim C56D \\sim C57D \\sim C58D \\sim C59D \\sim C60D: within 2A with
sigma of 0.035 and sigma for terminal atoms of 0.02
Uanis(S3D) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Others
 Sof(S3D)=1-FVAR(1)
 Sof(S3C)=FVAR(1)
 Sof(C1D)=Sof(C2D)=Sof(C3D)=Sof(C4D)=Sof(C5D)=Sof(C6D)=Sof(C7D)=Sof(C8D)=
 Sof(C9D)=Sof(C10D)=Sof(C11D)=Sof(C12D)=Sof(C13D)=Sof(C14D)=Sof(C15D)=Sof(C16D)=
 Sof(C17D)=Sof(C18D)=Sof(C19D)=Sof(C20D)=Sof(C21D)=Sof(C22D)=Sof(C23D)=
 Sof(C24D)=Sof(C25D)=Sof(C26D)=Sof(C27D)=Sof(C28D)=Sof(C29D)=Sof(C30D)=
 Sof(C31D)=Sof(C32D)=Sof(C33D)=Sof(C34D)=Sof(C35D)=Sof(C36D)=Sof(C37D)=
 Sof(C38D)=Sof(C39D)=Sof(C40D)=Sof(C41D)=Sof(C42D)=Sof(C43D)=Sof(C44D)=
 Sof(C45D)=Sof(C46D)=Sof(C47D)=Sof(C48D)=Sof(C49D)=Sof(C50D)=Sof(C51D)=
 Sof(C52D)=Sof(C53D)=Sof(C54D)=Sof(C55D)=Sof(C56D)=Sof(C57D)=Sof(C58D)=
 Sof(C59D)=Sof(C60D)=0.5*(1-FVAR(3))
 Sof(C1B)=Sof(C2B)=Sof(C3B)=Sof(C4B)=Sof(C5B)=Sof(C6B)=Sof(C7B)=Sof(C8B)=
 Sof(C9B)=Sof(C10B)=Sof(C11B)=Sof(C12B)=Sof(C13B)=Sof(C14B)=Sof(C15B)=Sof(C16B)=
 Sof(C17B)=Sof(C18B)=Sof(C19B)=Sof(C20B)=Sof(C21B)=Sof(C22B)=Sof(C23B)=
 Sof(C24B)=Sof(C25B)=Sof(C26B)=Sof(C27B)=Sof(C28B)=Sof(C29B)=Sof(C30B)=
 Sof(C31B)=Sof(C32B)=Sof(C33B)=Sof(C34B)=Sof(C35B)=Sof(C36B)=Sof(C37B)=
 Sof(C38B)=Sof(C39B)=Sof(C40B)=Sof(C41B)=Sof(C42B)=Sof(C43B)=Sof(C44B)=
 Sof(C45B)=Sof(C46B)=Sof(C47B)=Sof(C48B)=Sof(C49B)=Sof(C50B)=Sof(C51B)=
 Sof(C52B)=Sof(C53B)=Sof(C54B)=Sof(C55B)=Sof(C56B)=Sof(C57B)=Sof(C58B)=
 Sof(C59B)=Sof(C60B)=0.5*FVAR(3)
6.a Free rotating group:
 C1B(C2B,C3B,C4B,C5B,C6B,C7B,C8B,C9B,C10B,C11B,C12B,C13B,C14B,C15B,C16B,C17B,
 C18B,C19B,C20B,C21B,C22B,C23B,C24B,C25B,C26B,C27B,C28B,C29B,C30B,C31B,C32B,
 C33B,C34B,C35B,C36B,C37B,C38B,C39B,C40B,C41B,C42B,C43B,C44B,C45B,C46B,C47B,
 C48B,C49B,C50B,C51B,C52B,C53B,C54B,C55B,C56B,C57B,C58B,C59B,C60B), C1D(C2D,C3D,
 C4D,C5D,C6D,C7D,C8D,C9D,C10D,C11D,C12D,C13D,C14D,C15D,C16D,C17D,C18D,C19D,C20D,
 C21D,C22D,C23D,C24D,C25D,C26D,C27D,C28D,C29D,C30D,C31D,C32D,C33D,C34D,C35D,
 C36D,C37D,C38D,C39D,C40D,C41D,C42D,C43D,C44D,C45D,C46D,C47D,C48D,C49D,C50D,
 C51D,C52D,C53D,C54D,C55D,C56D,C57D,C58D,C59D,C60D)
6.b Ternary CH refined with riding coordinates:
 C1A(H1A), C2A(H2A)
6.c Aromatic/amide H refined with riding coordinates:
 C5A(H5A), C6A(H6A), C7A(H7A), C8A(H8A), C16A(H16A), C17A(H17A), C18A(H18A),
 C19A(H19A)
;
_cod_database_fobs_code 4135636