Synthesis, crystal structure and computational analysis of 2,7-bis(4-chlorophenyl)-3,3-dimethyl-1,4-diazepan-5-one
Akila, Shanmugasundaram; Vidhyasagar, Thankakan; Winfred Jebaraj, John Peter; Thiruvalluvar, Aravazhi Amalan; Rajeswari, Krishnan; Acta Crystallographica Section E Crystallographic Communications 79 (2023) 1212–1217; doi:10.1107/S2056989023010162

data_2022956
_publ_section_title
;
 Synthesis, crystal structure and computational analysis of
 2,7-bis(4-chlorophenyl)-3,3-dimethyl-1,4-diazepan-5-one
;
_journal_coeditor_code           JW2001
_journal_issue                   12
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_page_first              1212
_journal_page_last               1217
_journal_paper_doi               10.1107/S2056989023010162
_journal_volume                  79
_journal_year                    2023
_chemical_formula_iupac          'C19 H20 Cl2 N2 O'
_chemical_formula_moiety         'C19 H20 Cl2 N2 O'
_chemical_formula_sum            'C19 H20 Cl2 N2 O'
_chemical_formula_weight         363.27
_chemical_melting_point          465
_chemical_name_common            1,4-diazepane
_chemical_name_systematic
;
2,7-Bis(4-chlorophenyl)-3,3-dimethyl-1,4-diazepan-5-one
;
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                90
_cell_angle_beta                 96.500(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.364(7)
_cell_length_b                   11.148(5)
_cell_length_c                   13.898(7)
_cell_measurement_reflns_used    7149
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      27.9225
_cell_measurement_theta_min      2.3405
_cell_volume                     1903.3(17)
_computing_cell_refinement
;
SAINT (Bruker, 2017)
;
_computing_data_collection
;
APEX3 (Bruker, 2017)
;
_computing_data_reduction
;
SAINT (Bruker, 2017)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012), PLATON (Spek, 2020)
and <i>CrystalExplorer 21.5</i> (Spackman <i>et al.</i>,  2021)
;
_computing_publication_material
;
SHELXL (Sheldrick, 2015b), PLATON (Spek, 2020) and
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
<i>SHELXL</i> (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      303(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker D8 Quest XRD'
_diffrn_measurement_method       'Omega and Phi Scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26662
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.985
_diffrn_reflns_theta_min         2.090
_exptl_absorpt_coefficient_mu    0.349
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6750
_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    1.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.210
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.351
_refine_ls_extinction_coef       0.009(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
<i>SHELXL</i> (Sheldrick, 2015<i>b</i>)
;
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         5490
_refine_ls_number_restraints     308
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0487
_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^)+(0.0408P)^2^+0.5139P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1275
_reflns_number_gt                3378
_reflns_number_total             5490
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jw2001sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1903.2(17)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2022956
_shelx_estimated_absorpt_t_min   0.894
_shelx_estimated_absorpt_t_max   0.930
_shelx_hkl_checksum              43818
_shelx_res_checksum              41795
_cod_database_fobs_code 2022956