Solvent attenuation of dispersion interactions quantified in polar and nonpolar media using rigid CH-π balances.
Liu, Hao; Scott, Harrison M.; Lin, Binzhou; Huang, Xiaolong; Smith, Mark D.; Shimizu, Ken D.; Chemical science 16 (2025) 17772–17778; doi:10.1039/d5sc02852c

data_1575558
_publ_section_title
;
 Solvent attenuation of dispersion interactions quantified in polar and
 nonpolar media using rigid CH-&#x3c0; balances.
;
_journal_issue                   38
_journal_name_full               'Chemical science'
_journal_page_first              17772
_journal_page_last               17778
_journal_paper_doi               10.1039/d5sc02852c
_journal_volume                  16
_journal_year                    2025
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C31 H20 F N O2'
_chemical_formula_sum            'C31 H20 F N O2'
_chemical_formula_weight         457.48
_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_Hall           'I -4'
_space_group_name_H-M_alt        'I -4'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-11-15
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-04-11 deposited with the CCDC.	2025-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   28.0843(13)
_cell_length_b                   28.0843(13)
_cell_length_c                   11.3750(7)
_cell_measurement_reflns_used    9540
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.945
_cell_measurement_theta_min      2.292
_cell_volume                     8971.8(8)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_collection       'Bruker APEX3 v2019.1-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 PHOTON-II
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       '\w and \f scans'
_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  0.0817
_diffrn_reflns_av_unetI/netI     0.0704
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            37649
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.044
_diffrn_reflns_theta_max         25.044
_diffrn_reflns_theta_min         2.293
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.4899
_exptl_absorpt_correction_T_min  0.2990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1210 before and 0.0629 after correction.
The Ratio of minimum to maximum transmission is 0.6103.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_description       irregular
_exptl_crystal_F_000             3808
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.0023(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     808
_refine_ls_number_reflns         7944
_refine_ls_number_restraints     166
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0524
_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^)+(0.0343P)^2^+4.0952P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1168
_reflns_Friedel_coverage         0.894
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                5887
_reflns_number_total             7944
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc02852c2.cif
_cod_data_source_block           ch_pi_4py
_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
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1575557--1575563.cif.
;
_cod_original_cell_volume        8971.8(10)
_cod_database_code               1575558
_shelx_shelxl_version_number     2019/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 N1A-C10A \\sim N1A-C10C
 with sigma of 0.01
 N1B-C10B \\sim N1B-C10D
 with sigma of 0.01
3. Restrained planarity
 C10D, C11D, C12D, C13D, C14D, C15D, C16D, F1D, N1B
 with sigma of 0.015
 C16C, C15C, C11C, C12C, F1C, C13C, C14C, C10C
 with sigma of 0.1
 C16C, C29C, C28C, C27C, C26C, C25C, C24C, C23C, C22C, C21C, C20C, C19C, C18C,
 C31C, C30C, C17C
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C29B \\sim C30B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
Uanis(C17D) = Uanis(C28B)
Uanis(C12B) = Uanis(C12D)
Uanis(C11B) = Uanis(C11D)
Uanis(C10B) = Uanis(C10D)
Uanis(C13B) = Uanis(C13D)
Uanis(C14D) = Uanis(C14B)
Uanis(C31D) = Uanis(C25B)
Uanis(C10A) = Uanis(C10C)
Uanis(C15A) = Uanis(C15C)
Uanis(C14A) = Uanis(C14C)
Uanis(C13A) = Uanis(C13C)
Uanis(C12A) = Uanis(C12C)
Uanis(C11A) = Uanis(C11C)
Uanis(F1C) = Uanis(F1A)
Uanis(C15D) = Uanis(C15B)
5. Same fragment restrains
{C10B, C11B, C12B, F1B, C13B, C14B, C15B, C16B, C17B, C18B, C19B, C20B, C21B,
C22B, C23B, C24B, C25B, C26B, C27B, C28B, C29B, C30B, C31B} sigma for 1-2:
0.02, 1-3: 0.04
as in
{C10D, C11D, C12D, F1D, C13D, C14D, C15D, C16D, C17D, C18D, C19D, C20D, C21D,
C22D, C23D, C24D, C25D, C26D, C27D, C28D, C29D, C30D, C31D}
{C10A, C11A, C12A, F1A, C13A, C14A, C15A, C16A, C17A, C18A, C19A, C20A, C21A,
C22A, C23A, C24A, C25A, C26A, C27A, C28A, C29A, C30A, C31A} sigma for 1-2:
0.015, 1-3: 0.04
as in
{C10C, C11C, C12C, F1C, C13C, C14C, C15C, C16C, C17C, C18C, C19C, C20C, C21C,
C22C, C23C, C24C, C25C, C26C, C27C, C28C, C29C, C30C, C31C}
6. Others
 Sof(C10D)=Sof(C11D)=Sof(H11D)=Sof(C12D)=Sof(F1D)=Sof(C13D)=Sof(H13D)=
 Sof(C14D)=Sof(H14D)=Sof(C15D)=Sof(C16D)=Sof(C17D)=Sof(H17D)=Sof(C18D)=
 Sof(C19D)=Sof(H19D)=Sof(C20D)=Sof(H20D)=Sof(C21D)=Sof(H21D)=Sof(C22D)=
 Sof(C23D)=Sof(H23D)=Sof(C24D)=Sof(H24D)=Sof(C25D)=Sof(C26D)=Sof(H26D)=
 Sof(C27D)=Sof(H27D)=Sof(C28D)=Sof(H28D)=Sof(C29D)=Sof(C30D)=Sof(C31D)=1-FVAR(1)
 Sof(C10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=Sof(F1B)=Sof(C13B)=Sof(H13B)=
 Sof(C14B)=Sof(H14B)=Sof(C15B)=Sof(C16B)=Sof(C17B)=Sof(H17B)=Sof(C18B)=
 Sof(C19B)=Sof(H19B)=Sof(C20B)=Sof(H20B)=Sof(C21B)=Sof(H21B)=Sof(C22B)=
 Sof(C23B)=Sof(H23B)=Sof(C24B)=Sof(H24B)=Sof(C25B)=Sof(C26B)=Sof(H26B)=
 Sof(C27B)=Sof(H27B)=Sof(C28B)=Sof(H28B)=Sof(C29B)=Sof(C30B)=Sof(C31B)=FVAR(1)
 Sof(C10C)=Sof(C11C)=Sof(H11C)=Sof(C12C)=Sof(F1C)=Sof(C13C)=Sof(H13C)=
 Sof(C14C)=Sof(H14C)=Sof(C15C)=Sof(C16C)=Sof(C17C)=Sof(H17C)=Sof(C18C)=
 Sof(C19C)=Sof(H19C)=Sof(C20C)=Sof(H20C)=Sof(C21C)=Sof(H21C)=Sof(C22C)=
 Sof(C23C)=Sof(H23C)=Sof(C24C)=Sof(H24C)=Sof(C25C)=Sof(C26C)=Sof(H26C)=
 Sof(C27C)=Sof(H27C)=Sof(C28C)=Sof(H28C)=Sof(C29C)=Sof(C30C)=Sof(C31C)=1-FVAR(2)
 Sof(C10A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(F1A)=Sof(C13A)=Sof(H13A)=
 Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(C16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=
 Sof(C19A)=Sof(H19A)=Sof(C20A)=Sof(H20A)=Sof(C21A)=Sof(H21A)=Sof(C22A)=
 Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(C26A)=Sof(H26A)=
 Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(C30A)=Sof(C31A)=FVAR(2)
7.a Ternary CH refined with riding coordinates:
 C2A(H2A), C3A(H3A), C6A(H6A), C7A(H7A), C2B(H2B), C3B(H3B), C6B(H6B), C7B(H7B)
7.b Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB), C1B(H1BA,H1BB)
7.c Aromatic/amide H refined with riding coordinates:
 C8A(H8A), C9A(H9A), C11A(H11A), C13A(H13A), C14A(H14A), C17A(H17A),
 C19A(H19A), C20A(H20A), C21A(H21A), C23A(H23A), C24A(H24A), C26A(H26A),
 C27A(H27A), C28A(H28A), C11C(H11C), C13C(H13C), C14C(H14C), C17C(H17C),
 C19C(H19C), C20C(H20C), C21C(H21C), C23C(H23C), C24C(H24C), C26C(H26C),
 C27C(H27C), C28C(H28C), C8B(H8B), C9B(H9B), C11B(H11B), C13B(H13B), C14B(H14B),
  C17B(H17B), C19B(H19B), C20B(H20B), C21B(H21B), C23B(H23B), C24B(H24B),
 C26B(H26B), C27B(H27B), C28B(H28B), C11D(H11D), C13D(H13D), C14D(H14D),
 C17D(H17D), C19D(H19D), C20D(H20D), C21D(H21D), C23D(H23D), C24D(H24D),
 C26D(H26D), C27D(H27D), C28D(H28D)
;
_shelx_res_checksum              1323
_olex2_submission_special_instructions 'No special instructions were received'