Relative substituent orientation in the structure of <i>cis</i>-3-chloro-1,3-dimethyl-<i>N</i>-(4-nitrophenyl)-2-oxocyclopentane-1-carboxamide
Zeller, Matthias; Warneke, Jonas; Azov, Vladimir; Acta Crystallographica Section E 70 (2014) 121–123; doi:10.1107/S1600536814017711

data_2239829
_publ_section_title
;
 Relative substituent orientation in the structure of
 <i>cis</i>-3-chloro-1,3-dimethyl-<i>N</i>-(4-nitrophenyl)-2-oxocyclopentane-1-carboxamide
;
_journal_coeditor_code           HG5403
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              121
_journal_page_last               123
_journal_paper_doi               10.1107/S1600536814017711
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C14 H15 Cl N2 O4'
_chemical_formula_moiety         'C14 H15 Cl N2 O4'
_chemical_formula_sum            'C14 H15 Cl N2 O4'
_chemical_formula_weight         310.73
_chemical_melting_point          402
_chemical_name_systematic
<i>cis</i>-3-Chloro-1,3-dimethyl-<i>N</i>-(4-nitrophenyl)-2-oxocyclopentane-1-carboxamide
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 103.382(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4117(4)
_cell_length_b                   16.1679(7)
_cell_length_c                   7.8201(3)
_cell_measurement_reflns_used    8547
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      37.7675
_cell_measurement_theta_min      2.5166
_cell_volume                     1403.66(10)
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics
;
<i>ORTEP-3 for Windows</i> (Farrugia, 2012) and <i>Mercury</i> (Macrae
<i>et al.</i>, 2006)
;
_computing_publication_material
;
<i>publCIF</i> (Westrip, 2010) and <i>enCIFer</i> (Allen  <i>et al.</i>,
2004)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2008) and <i>SHELXLE</i> (H\"ubschle <i>et al.</i>,
2011)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.879
_diffrn_measurement_device_type  'Bruker D8 Quest CMOS'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator
;
'laterally graded multilayer (Goebel) mirror'
;
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15441
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         37.798
_diffrn_reflns_theta_min         2.225
_exptl_absorpt_coefficient_mu    0.290
_exptl_absorpt_correction_T_max  0.7474
_exptl_absorpt_correction_T_min  0.6814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.356
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         6627
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0459
_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^)+(0.0482P)^2^+0.5524P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1036
_refine_ls_wR_factor_ref         0.1138
_reflns_number_gt                5116
_reflns_number_total             6627
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            hg5403sup1.cf
_cod_data_source_block           1
_cod_database_code               2239829
_cod_database_fobs_code          2239829
_shelx_estimated_absorpt_t_min   0.923
_shelx_estimated_absorpt_t_max   0.955
_shelx_hkl_checksum              56532
_shelx_res_checksum              52666
_shelxl_version_number           .2013