[2-Chloro-3-nitro-5-(trifluoromethyl)phenyl](piperidin-1-yl)methanone: structural characterization of a side product in benzothiazinone synthesis
Eckhardt, Tamira; Goddard, Richard; Rudolph, Ines; Richter, Adrian; Lehmann, Christoph; Imming, Peter; Seidel, Rüdiger W.; Acta Crystallographica Section E 76 (2020) 1442–1446; doi:10.1107/S2056989020010658

data_2243533
_publ_section_title
;
 [2-Chloro-3-nitro-5-(trifluoromethyl)phenyl](piperidin-1-yl)methanone:
 structural characterization of a side product in benzothiazinone
 synthesis
;
_journal_coeditor_code           VM2238
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1442
_journal_page_last               1446
_journal_paper_doi               10.1107/S2056989020010658
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C13 H12 Cl F3 N2 O3'
_chemical_formula_moiety         'C13 H12 Cl F3 N2 O3'
_chemical_formula_sum            'C13 H12 Cl F3 N2 O3'
_chemical_formula_weight         336.70
_chemical_name_systematic
;
[2-Chloro-3-nitro-5-(trifluoromethyl)phenyl](piperidin-1-yl)methanone
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.0904(7)
_cell_length_b                   7.8971(3)
_cell_length_c                   19.8043(8)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.5918
_cell_measurement_theta_min      4.8892
_cell_volume                     2829.28(19)
_computing_cell_refinement
;
SAINT (Bruker, 2004)
;
_computing_data_collection
;
APEX3 (Bruker, 2017)
;
_computing_data_reduction
;
SAINT (Bruker, 2004)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg, 2018)
;
_computing_publication_material
;
enCIFer (Allen <i>et al.</i>,  2004) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
<i>SHELXL2018/3</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT2014/4</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 66.67
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Kappa Mach3 APEXII'
_diffrn_measurement_method       '\f- and \w-scans'
_diffrn_radiation_monochromator  'MONTEL graded multilayer optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            49954
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.146
_diffrn_reflns_theta_min         4.889
_diffrn_source                   '0.2 \\times 2 mm^2^ focus rotating anode'
_exptl_absorpt_coefficient_mu    2.875
_exptl_absorpt_correction_T_max  0.58623
_exptl_absorpt_correction_T_min  0.29693
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_description       block
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.592
_exptl_crystal_size_mid          0.495
_exptl_crystal_size_min          0.436
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.320
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2784
_refine_ls_number_restraints     45
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0425
_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^)+(0.0508P)^2^+2.7994P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1147
_reflns_number_gt                2699
_reflns_number_total             2784
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            vm2238sup1.cif
_cod_data_source_block           I
_cod_database_code               2243533
_cod_database_fobs_code          2243533
_shelx_estimated_absorpt_t_min   0.281
_shelx_estimated_absorpt_t_max   0.367
_shelx_hkl_checksum              97468
_shelx_res_checksum              92017