Crystal structure, Hirshfeld surface analysis, interaction energy and DFT studies of (2<i>Z</i>)-2-(2,4-dichlorobenzylidene)-4-nonyl-3,4-dihydro-2<i>H</i>-1,4-benzothiazin-3-one
Hni, Brahim; Sebbar, Nada Kheira; Hökelek, Tuncer; Redouane, Achour; Mague, Joel T.; Hamou Ahabchane, Noureddine; Essassi, El Mokhtar; Acta Crystallographica Section E 76 (2020) 281–287; doi:10.1107/S2056989020001036

data_2243267
_publ_section_title
;
 Crystal structure, Hirshfeld surface analysis, interaction energy and DFT
 studies of
 (2<i>Z</i>)-2-(2,4-dichlorobenzylidene)-4-nonyl-3,4-dihydro-2<i>H</i>-1,4-benzothiazin-3-one
;
_journal_coeditor_code           LH5943
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              281
_journal_page_last               287
_journal_paper_doi               10.1107/S2056989020001036
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C24 H27 Cl2 N O S'
_chemical_formula_moiety         'C24 H27 Cl2 N O S'
_chemical_formula_sum            'C24 H27 Cl2 N O S'
_chemical_formula_weight         448.42
_chemical_name_systematic
(2<i>Z</i>)-2-(2,4-Dichlorobenzylidene)-4-nonyl-3,4-dihydro-2<i>H</i>-1,4-benzothiazin-3-one
_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   mixed
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_cell_angle_alpha                73.8570(10)
_cell_angle_beta                 88.1190(10)
_cell_angle_gamma                74.1820(10)
_cell_formula_units_Z            2
_cell_length_a                   8.9961(3)
_cell_length_b                   10.3755(3)
_cell_length_c                   13.2565(4)
_cell_measurement_reflns_used    7317
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      72.410
_cell_measurement_theta_min      3.475
_cell_volume                     1142.32(6)
_computing_cell_refinement
;
<i>SAINT</i> (Bruker, 2016)
;
_computing_data_collection
;
<i>APEX3</i> (Bruker, 2016)
;
_computing_data_reduction
;
<i>SAINT</i>  (Bruker, 2016)
;
_computing_molecular_graphics
;
<i>DIAMOND</i> (Brandenburg & Putz, 2012)
;
_computing_publication_material
;
<i>SHELXTL</i> (Sheldrick, 2008)
;
_computing_structure_refinement
;
<i>SHELXL2018/1</i> (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8788
_diffrn_reflns_theta_full        68.000
_diffrn_reflns_theta_max         72.402
_diffrn_reflns_theta_min         3.475
_diffrn_source                   'INCOATEC I\mS micro-focus source'
_exptl_absorpt_coefficient_mu    3.520
_exptl_absorpt_correction_T_max  0.76
_exptl_absorpt_correction_T_min  0.54
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>SADABS</i>; Krause <i>et al.</i>, 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       column
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.084
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.500
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         4246
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0411
_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^)+(0.0512P)^2^+0.6585P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1070
_reflns_number_gt                3772
_reflns_number_total             4246
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lh5943sup1.cif
_cod_data_source_block           I
_cod_database_code               2243267
_cod_database_fobs_code          2243267
_shelx_estimated_absorpt_t_min   0.538
_shelx_estimated_absorpt_t_max   0.756
_shelx_hkl_checksum              15182
_shelx_res_checksum              57366