Crystal structure of chloromethyl 2-[2-(2,6-dichlorophenylamino)phenyl]acetate
Keydel, Tobias; Bandaru, Siva S. M.; Schulig, Lukas; Link, Andreas; Schulzke, Carola; Acta Crystallographica Section E Crystallographic Communications 81 (2025) –; doi:10.1107/S2056989025004074

data_2023499
_publ_section_title
;
 Crystal structure of chloromethyl
 2-[2-(2,6-dichlorophenylamino)phenyl]acetate
;
_journal_coeditor_code           NU2009
_journal_issue                   6
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi               10.1107/S2056989025004074
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C15 H12 Cl3 N O2'
_chemical_formula_moiety         'C15 H12 Cl3 N O2'
_chemical_formula_sum            'C15 H12 Cl3 N O2'
_chemical_formula_weight         344.61
_chemical_name_systematic
;
Chloromethyl 2-[2-(2,6-dichlorophenylamino)phenyl]acetate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                90
_cell_angle_beta                 94.2420(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.14870(10)
_cell_length_b                   9.23890(10)
_cell_length_c                   10.86610(10)
_cell_measurement_reflns_used    37256
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      79.6000
_cell_measurement_theta_min      5.0910
_cell_volume                     1516.62(2)
_computing_cell_refinement
;
CrysAlisPro 1.171.43.120a (Rigaku OD, 2024)
;
_computing_data_collection
;
CrysAlisPro 1.171.43.120a (Rigaku OD, 2024)
;
_computing_data_reduction
;
CrysAlisPro 1.171.43.120a (Rigaku OD, 2024)
;
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Mercury (Macrae <i>et al.</i>,
2020)
;
_computing_publication_material
;
<i>CIFTAB</i> (Sheldrick, 2015b) and PublCif (Westrip, 2010)
;
_computing_structure_refinement
;
<i>SHELXL2019/2</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT2018/3</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      299(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0110
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            54733
_diffrn_reflns_theta_full        77.0
_diffrn_reflns_theta_max         80.099
_diffrn_reflns_theta_min         5.613
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    5.501
_exptl_absorpt_correction_T_max  0.856
_exptl_absorpt_correction_T_min  0.507
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
(face indexed; CrysAlisPro, Rigaku OD, 2024)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.463
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3301
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0307
_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^)+(0.0387P)^2^+0.4573P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0799
_refine_ls_wR_factor_ref         0.0809
_reflns_number_gt                3145
_reflns_number_total             3301
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            nu2009.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2023499
_shelx_estimated_absorpt_t_min   0.438
_shelx_estimated_absorpt_t_max   0.609
_shelx_hkl_checksum              39366
_shelx_res_checksum              97453