Crystal structure of the possible sulindac impurity 2-(5-fluoro-2-methyl-1<i>H</i>-inden-3-yl)aceto-nitrile.
Yun-Deng, Wu; Hui, Wan; Yun, Xia; Jie, Ni; Jian, Li; Hui, Zhang; Xiang-Yang, Xu; Jun, Xie; Acta crystallographica. Section E, Crystallographic communications 81 (2025) 341–344; doi:10.1107/S2056989025002622

data_2023457
_publ_section_title
;
 Crystal structure of the possible sulindac impurity
 2-(5-fluoro-2-methyl-1<i>H</i>-inden-3-yl)aceto-nitrile.
;
_journal_coeditor_code           WM5750
_journal_issue                   'Pt 4'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              341
_journal_page_last               344
_journal_paper_doi               10.1107/S2056989025002622
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C12 H10 F N'
_chemical_formula_moiety         'C12 H10 F N'
_chemical_formula_sum            'C12 H10 F N'
_chemical_formula_weight         187.21
_chemical_name_systematic
;
2-(5-Fluoro-2-methyl-1<i>H</i>-inden-3-yl)acetonitrile
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                90
_cell_angle_beta                 99.176(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.5248(5)
_cell_length_b                   15.1897(10)
_cell_length_c                   17.1823(9)
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    170.0
_cell_measurement_theta_max      26.74
_cell_measurement_theta_min      2.68
_cell_volume                     1938.8(2)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX3 (Bruker, 2016)
;
_computing_data_reduction
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SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
Olex2 (Dolomanov <i>et al.</i>,  2009)
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_computing_publication_material
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publCIF (Westrip, 2010)
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_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
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<i>SHELXT</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            28954
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.774
_diffrn_reflns_theta_min         2.401
_diffrn_source                   'sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6538
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_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.206
_refine_ls_extinction_coef       0.0048(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
<i>SHELXL (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         4137
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0390
_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^)+(0.0464P)^2^+0.5292P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.1046
_reflns_number_gt                3530
_reflns_number_total             4137
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            wm5750.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2023457.cif.'
_cod_database_code               2023457
_shelx_estimated_absorpt_t_min   0.964
_shelx_estimated_absorpt_t_max   0.980