Halogenated C,N-diarylacetamides: molecular conformations and supramolecular assembly.
Nayak, Prakash S.; Jasinski, Jerry P.; Golen, James A.; Narayana, Badiadka; Kaur, Manpreet; Yathirajan, Hemmige S.; Glidewell, Christopher; Acta crystallographica. Section C, Structural chemistry 70 (2014) 889–894; doi:10.1107/S2053229614018713

data_2311826
_publ_section_title
;
 Halogenated C,N-diarylacetamides: molecular conformations and
 supramolecular assembly.
;
_journal_coeditor_code           SK3561
_journal_issue                   'Pt 9'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              889
_journal_page_last               894
_journal_paper_doi               10.1107/S2053229614018713
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C15 H12 Cl3 N O'
_chemical_formula_moiety         'C15 H12 Cl3 N O'
_chemical_formula_sum            'C15 H12 Cl3 N O'
_chemical_formula_weight         328.61
_chemical_name_systematic
;
<i>N</i>-(4-Chloro-3-methylphenyl)-2-(2,4-dichlorophenyl)acetamide
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 101.310(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.8441(7)
_cell_length_b                   4.7288(3)
_cell_length_c                   13.0981(7)
_cell_measurement_reflns_used    2566
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      72.177
_cell_measurement_theta_min      3.441
_cell_volume                     719.36(7)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2012)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2012)'
_computing_data_reduction        'CrysAlis RED (Agilent, 2012)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material
'SHELXL2014 (Sheldrick, 2014) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2014)'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Agilent Eos Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4196
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.177
_diffrn_reflns_theta_min         3.441
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.714
_exptl_absorpt_correction_T_max  0.710
_exptl_absorpt_correction_T_min  0.256
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2012)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_description       block
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.554
_refine_diff_density_min         -0.289
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 697 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>, 2013)
;
_refine_ls_abs_structure_Flack   -0.02(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2566
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0581
_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^)+(0.0740P)^2^+0.1558P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1433
_refine_ls_wR_factor_ref         0.1550
_reflns_number_gt                2214
_reflns_number_total             2566
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            sk3561sup1.cif
_cod_data_source_block           III
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2311826
_shelx_estimated_absorpt_t_min   0.462
_shelx_estimated_absorpt_t_max   0.726
_shelx_hkl_checksum              49615
_shelx_res_checksum              10504
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