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_4135640
_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         'C112 H56 O4, 9(C H Cl3)'
_chemical_formula_sum            'C121 H65 Cl27 O4'
_chemical_formula_weight         2539.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_contact_author_name
;
;
_audit_creation_date             2019-07-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.354(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   18.667(2)
_cell_length_b                   19.234(2)
_cell_length_c                   16.2905(19)
_cell_measurement_reflns_used    3284
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.348
_cell_measurement_theta_min      2.494
_cell_volume                     5551.4(11)
_computing_cell_refinement
'SAINT (2013) V8.38A; 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) V8.38A; 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)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.3
_diffrn_detector_type            'Bruker APEX2 CCD'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Smart APEX'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Quazar MX Mirror Optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_unetI/netI     0.0768
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            46843
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.029
_diffrn_reflns_theta_min         2.494
_diffrn_source                   'Microfocus Source'
_diffrn_source_target            Cu
_diffrn_source_type              'Incoatec I\mS High Brilliance Microsource'
_exptl_absorpt_coefficient_mu    6.507
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1144 before and 0.0642 after correction. The Ratio of minimum to maximum transmission is 0.6908. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_description       plate
_exptl_crystal_F_000             2564
_exptl_crystal_recrystallization_method 'crystallized from CHCl3'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     790
_refine_ls_number_reflns         10341
_refine_ls_number_restraints     128
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.1504
_refine_ls_R_factor_gt           0.0884
_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^)+(0.1494P)^2^+4.2861P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2433
_refine_ls_wR_factor_ref         0.2903
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5650
_reflns_number_total             10341
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jw2177_8_9CHCl3.cif
_cod_data_source_block           jw2177
_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_original_cell_volume        5551.3(12)
_cod_database_code               4135640
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.781
_shelx_estimated_absorpt_t_min   0.485
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C1B-Cl1B \\sim C1B-Cl2B \\sim C1B-Cl3B \\sim C1B-Cl1F \\sim C1B-Cl2F \\sim
C1B-Cl3F
 with sigma of 0.02
 C1E-Cl1E \\sim C1E-Cl2E \\sim C1E-Cl3E \\sim C1G-Cl1G \\sim C1G-Cl2G \\sim
C1G-Cl3G
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl1B \\sim Cl2B \\sim Cl2H \\sim Cl3B \\sim Cl3H \\sim Cl1F \\sim Cl1H \\sim
Cl2F \\sim Cl3F: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.02
C1E \\sim Cl1E \\sim Cl2E \\sim Cl3E \\sim C1G \\sim Cl1G \\sim Cl2G \\sim
Cl3G: within 2A with sigma of 0.002 and sigma for terminal atoms of 0.02
: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uiso(Cl3B) = Uiso(Cl1F)
4. Same fragment restrains
{C1E, Cl1E, Cl2E, Cl3E} sigma for 1-2: 0.001, 1-3: 0.04
as
{C1G, Cl1G, Cl2G, Cl3G}
5. Others
 Sof(Cl2F)=Sof(Cl3F)=1-FVAR(1)
 Sof(Cl1F)=Sof(Cl1H)=0.5*(1-FVAR(2))
 Sof(Cl2B)=Sof(Cl2H)=Sof(Cl3B)=Sof(Cl3H)=0.5*FVAR(2)
 Sof(Cl1B)=FVAR(1)
 Fixed Sof: Cl3C(0.5) Cl4C(0.5) Cl2D(0.5) Cl3D(0.5) Cl4D(0.5) Cl5D(0.5)
 C1E(0.25) H1E(0.25) Cl1E(0.25) Cl2E(0.25) Cl3E(0.25) C1G(0.25) H1G(0.25)
 Cl1G(0.25) Cl2G(0.25) Cl3G(0.25)
6.a Riding coordinates:
 C1B(H1B)
6.b Ternary CH refined with riding coordinates:
 C10(H10), C21(H21), C35(H35), C46(H46), C1A(H1A), C1C(H1C), C1D(H1D),
 C1E(H1E), C1G(H1G)
6.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C19(H19), C23(H23),
 C25(H25), C26(H26), C27(H27), C28(H28), C30(H30), C37(H37), C39(H39), C40(H40),
  C41(H41), C42(H42), C44(H44), C48(H48), C50(H50), C51(H51), C52(H52),
 C53(H53), C55(H55)
;
_cod_database_fobs_code 4135640