Crystal structure of 3-(1-benzyl-2-ethyl-4-nitro-1H-imidazol-5-ylthio)-propanoic acid, C15H17N3O4S
Al-Qawasmeh, Raed A.; Al-Soud, Yaseen A.; Alhelal, Kafa A. S.; Khanfar, Monther A.; Zeitschrift für Kristallographie - New Crystal Structures 235 (2020) 751–753; doi:10.1515/ncrs-2020-0003

data_8105277
_publ_section_title
;
 Crystal structure of
 3-(1-benzyl-2-ethyl-4-nitro-1H-imidazol-5-ylthio)-propanoic acid,
 C15H17N3O4S
;
_journal_issue                   3
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              751
_journal_page_last               753
_journal_paper_doi               10.1515/ncrs-2020-0003
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C15 H17 N3 O4 S'
_chemical_formula_sum            'C15 H17 N3 O4 S'
_chemical_formula_weight         335.38
_chemical_melting_point          440
_chemical_name_systematic
;
3-(1-benzyl-2-ethyl-4-nitro-1<i>H</i>-imidazol-5-ylthio)-propanoic acid
;
_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   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 79.704(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.7938(5)
_cell_length_b                   10.3071(4)
_cell_length_c                   18.0413(7)
_cell_measurement_reflns_used    3481
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0610
_cell_measurement_theta_min      4.0630
_cell_volume                     1608.91(13)
_computing_cell_refinement       'CrysAlis^Pro^, Ver. 1.171.38.46 [1]'
_computing_data_collection       'CrysAlis^Pro^, Ver. 1.171.38.46 [1]'
_computing_data_reduction        'CrysAlis^Pro^, Ver. 1.171.38.46 [1]'
_computing_molecular_graphics    'Olex2 [2]'
_computing_publication_material  'Olex2 [2]'
_computing_structure_refinement  'Olex2 [2], ShelXL [4]'
_computing_structure_solution    'Olex2 [2], ShelXT [3]'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0534
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -15.00  54.00   1.00   20.00    --  -16.36  19.00 -93.00   69
  2  \w    -66.00   0.00   1.00   20.00    --  -16.36 -19.00  99.00   66
  3  \w     23.00  79.00   1.00   20.00    --   16.98-142.00  76.00   56
  4  \w    -20.00   7.00   1.00   20.00    --  -16.36 -99.00-120.00   27
  5  \w    -17.00  41.00   1.00   20.00    --  -16.36  57.00 120.00   58
  6  \w    -88.00 -59.00   1.00   20.00    --  -16.36 178.00-180.00   29
  7  \w     -5.00  70.00   1.00   20.00    --   16.98  77.00 -30.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0790304000
_diffrn_orient_matrix_UB_12      -0.0176538000
_diffrn_orient_matrix_UB_13      -0.0052952000
_diffrn_orient_matrix_UB_21      -0.0027845000
_diffrn_orient_matrix_UB_22      0.0018590000
_diffrn_orient_matrix_UB_23      0.0395544000
_diffrn_orient_matrix_UB_31      -0.0211593000
_diffrn_orient_matrix_UB_32      -0.0665287000
_diffrn_orient_matrix_UB_33      0.0025323000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.869
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            13496
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.869
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.438
_diffrn_reflns_theta_min         3.029
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84495
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 [1]
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_description       needle
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3872
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0535
_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^)+(0.0610P)^2^+0.9860P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1447
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2949
_reflns_number_total             3872
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2020-0003_suppl.cif
_cod_data_source_block           exp_2513
_cod_database_code               8105277
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15a,H15b), C16(H16a,H16b), C13(H13a,H13b), C6(H6a,H6b)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C11(H11), C8(H8), C10(H10), C9(H9)
2.c Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c)
2.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;