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_4135637
_publ_contact_author_name
;
;
_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         '5(C6 H4 Cl2), C80 H40 O4'
_chemical_formula_sum            'C110 H60 Cl10 O4'
_chemical_formula_weight         1800.08
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2016-11-30
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.24 svn.r3356 for OlexSys, GUI svn.r5267)
;
_cell_angle_alpha                90
_cell_angle_beta                 104.9909(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   30.4743(11)
_cell_length_b                   10.2536(4)
_cell_length_c                   27.1459(10)
_cell_measurement_reflns_used    5040
_cell_measurement_temperature    100
_cell_measurement_theta_max      52.246
_cell_measurement_theta_min      2.933
_cell_volume                     8193.6(5)
_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)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_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 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0890
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            133914
_diffrn_reflns_point_group_measured_fraction_full 0.498
_diffrn_reflns_point_group_measured_fraction_max 0.498
_diffrn_reflns_theta_full        52.244
_diffrn_reflns_theta_max         52.244
_diffrn_reflns_theta_min         2.612
_diffrn_source                   'Metal Jet'
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_exptl_absorpt_coefficient_mu    2.382
_exptl_absorpt_process_details
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1188 before and 0.0853 after correction.
 The Ratio of minimum to maximum transmission not present.
 The \l/2 correction factor is Not present
 
For component 2:
 wR2(int) was 0.1225 before and 0.0857 after correction.
 The Ratio of minimum to maximum transmission is 0.65.
 The \l/2 correction factor is Not present

Final HKLF 4 output contains 133914 reflections, Rint = 0.0890
 (100976 with I > 3sig(I), Rint = 0.0834)
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_description       Block
_exptl_crystal_F_000             3688
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.663
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.117
_refine_ls_abs_structure_details
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   0.09(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1180
_refine_ls_number_reflns         7286
_refine_ls_number_restraints     1280
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0926
_refine_ls_R_factor_gt           0.0874
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1378P)^2^+44.5646P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2254
_refine_ls_wR_factor_ref         0.2310
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                6884
_reflns_number_total             7286
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jw1882_7_5PhCl2.cif
_cod_data_source_block           jw1882
_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               4135637
_shelx_estimated_absorpt_t_max   0.797
_shelx_estimated_absorpt_t_min   0.566
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.529(3) 0.471(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.005 and sigma
for terminal atoms of 0.005
4. Others
 Sof(C1G)=Sof(C2G)=Sof(H2G)=Sof(C3G)=Sof(H3G)=Sof(C4G)=Sof(H4G)=Sof(C5G)=
 Sof(H5G)=Sof(C6G)=Sof(Cl1G)=Sof(Cl2G)=1-FVAR(1)
 Sof(C1A)=Sof(C2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(H4A)=Sof(C5A)=Sof(H5A)=
 Sof(C6A)=Sof(H6A)=Sof(Cl1A)=Sof(Cl2A)=FVAR(1)
 Sof(Cl1H)=Sof(Cl2H)=Sof(C1H)=Sof(C2H)=Sof(C3H)=Sof(H3H)=Sof(C4H)=Sof(H4H)=
 Sof(C5H)=Sof(H5H)=Sof(C6H)=Sof(H6H)=1-FVAR(2)
 Sof(Cl1E)=Sof(Cl2E)=Sof(C2E)=Sof(C3E)=Sof(H3E)=Sof(C4E)=Sof(H4E)=Sof(C5E)=
 Sof(H5E)=Sof(C6E)=Sof(H6E)=Sof(C1E)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C25(H25), C32(H32), C39(H39), C46(H46), C53(H53), C60(H60), C67(H67), C74(H74)
5.b Aromatic/amide H refined with riding coordinates:
 C3D(H3D), C4D(H4D), C5D(H5D), C6D(H6D), C3B(H3B), C4B(H4B), C5B(H5B),
 C6B(H6B), C3C(H3C), C4C(H4C), C5C(H5C), C6C(H6C), C27(H27), C28(H28), C29(H29),
  C30(H30), C34(H34), C35(H35), C36(H36), C37(H37), C41(H41), C42(H42),
 C43(H43), C44(H44), C48(H48), C49(H49), C50(H50), C51(H51), C55(H55), C56(H56),
  C57(H57), C58(H58), C62(H62), C63(H63), C64(H64), C65(H65), C69(H69),
 C70(H70), C71(H71), C72(H72), C76(H76), C77(H77), C78(H78), C79(H79), C3A(H3A),
  C4A(H4A), C5A(H5A), C6A(H6A), C2G(H2G), C3G(H3G), C4G(H4G), C5G(H5G),
 C3E(H3E), C4E(H4E), C5E(H5E), C6E(H6E), C3H(H3H), C4H(H4H), C5H(H5H), C6H(H6H)
5.c Fitted hexagon refined as free rotating group:
 C1D(C2D,C3D,C4D,C5D,C6D), C2B(C3B,C4B,C5B,C6B,C1B), C2C(C3C,C4C,C5C,C6C,C1C),
 C1A(C2A,C3A,C4A,C5A,C6A), C1G(C2G,C3G,C4G,C5G,C6G), C2E(C3E,C4E,C5E,C6E,C1E),
 C1H(C2H,C3H,C4H,C5H,C6H)
;
_cod_database_fobs_code 4135637