Synthesis, solid state self-assembly driven by antiparallel π⋯π stacking and {⋯H–C–C–F}2 dimer synthons, and in vitro acetyl cholinesterase inhibition activity of phenoxy pendant isatins
Mehreen, Saba; Ullah, Aman; Nadeem, Humaira; Dege, Necmi; Naseer, Muhammad Moazzam; RSC Advances 12 (2022) 1788–1796; doi:10.1039/D1RA08286H

data_7244191
_publ_section_title
;
 Synthesis, solid state self-assembly driven by antiparallel \p&#x22EF;\p
 stacking and {&#x22EF;H--C--C--F}2 dimer synthons, and in vitro acetyl
 cholinesterase inhibition activity of phenoxy pendant isatins
;
_journal_issue                   3
_journal_name_full               'RSC Advances'
_journal_page_first              1788
_journal_page_last               1796
_journal_paper_doi               10.1039/D1RA08286H
_journal_volume                  12
_journal_year                    2022
_chemical_formula_sum            'C16 H12 F N O3'
_chemical_formula_weight         285.27
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-06-18 deposited with the CCDC.	2022-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                82.956(11)
_cell_angle_beta                 78.846(11)
_cell_angle_gamma                88.804(11)
_cell_formula_units_Z            2
_cell_length_a                   6.7305(9)
_cell_length_b                   8.9170(12)
_cell_length_c                   11.7682(15)
_cell_measurement_reflns_used    8535
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      35.35
_cell_measurement_theta_min      2.73
_cell_volume                     687.70(16)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      ' 117 frames, detector distance = 55 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.8 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6252
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         3.074
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           45
_diffrn_source_power             2.25
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.9723
_exptl_absorpt_correction_T_min  0.9222
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-RED32; Stoe & Cie, 2002)'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_description       prism
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.690
_exptl_crystal_size_mid          0.587
_exptl_crystal_size_min          0.420
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.189(12)
_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   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2687
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0399
_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^)+(0.0631P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0977
_refine_ls_wR_factor_ref         0.1043
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2030
_reflns_number_total             2687
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra08286h2.cif
_cod_data_source_block           shelx
_cod_database_code               7244191
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              44182