The crystal structure of 1-(N1-benzyl-2-methyl-4-nitro-imidazol-5-yl)-4-(prop-2-yn-1-yl) piperazine, C18H21N5O2
Al-Qawasmeh, Raed A.; Saber, Sadeekah O. W.; Al-Soud, Yaseen A.; Khanfar, Monther A.; Zeitschrift für Kristallographie - New Crystal Structures 237 (2022) 207–209; doi:10.1515/ncrs-2021-0447

data_8105180
_publ_section_title
;
 The crystal structure of
 1-(N1-benzyl-2-methyl-4-nitro-imidazol-5-yl)-4-(prop-2-yn-1-yl)
 piperazine, C18H21N5O2
;
_journal_issue                   2
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              207
_journal_page_last               209
_journal_paper_doi               10.1515/ncrs-2021-0447
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C18 H21 N5 O2'
_chemical_formula_sum            'C18 H21 N5 O2'
_chemical_formula_weight         339.40
_chemical_melting_point          396.0(10)
_chemical_name_systematic
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1-(N1-benzyl-2-methyl-4-nitro-imidazol-5-yl)-4-(prop-2-yn-1-yl) piperazine
;
_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     dual
_cell_angle_alpha                90
_cell_angle_beta                 102.321(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0914(6)
_cell_length_b                   11.8919(7)
_cell_length_c                   15.5451(11)
_cell_measurement_reflns_used    4867
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.4550
_cell_measurement_theta_min      3.9840
_cell_volume                     1822.5(2)
_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 0.998
_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    -75.00  -4.00   1.00   15.00    --  -16.20 134.00-159.83   71
  2  \w    -31.00  49.00   1.00   15.00    --  -16.20  57.00  90.00   80
  3  \w    -63.00  13.00   1.00   15.00    --  -16.20 113.00 139.54   76
  4  \w    -25.00  23.00   1.00   15.00    --  -16.20 -99.00 150.00   48
  5  \w    -85.00   3.00   1.00   15.00    --  -16.20 -38.00  30.00   88
  6  \w    -60.00  53.00   1.00   15.00    --  -16.20   0.00  60.00  113
  7  \w     16.00  63.00   1.00   15.00    --   16.98-111.00  59.00   47
  8  \w      7.00  82.00   1.00   15.00    --   16.98  57.00 -30.00   75
  9  \w     25.00  84.00   1.00   15.00    --   16.98  57.00  30.00   59
 10  \w      0.00  31.00   1.00   15.00    --   16.98  57.00 -60.00   31
;
_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      -0.0126089000
_diffrn_orient_matrix_UB_12      0.0555561000
_diffrn_orient_matrix_UB_13      0.0129024000
_diffrn_orient_matrix_UB_21      -0.0338277000
_diffrn_orient_matrix_UB_22      0.0123890000
_diffrn_orient_matrix_UB_23      -0.0438249000
_diffrn_orient_matrix_UB_31      -0.0621798000
_diffrn_orient_matrix_UB_32      -0.0179763000
_diffrn_orient_matrix_UB_33      0.0096857000
_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  0.0288
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27507
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.469
_diffrn_reflns_theta_min         3.183
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81910
_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    1.237
_exptl_crystal_description       needle
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.128
_refine_diff_density_rms         0.027
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4593
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0503
_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^)+(0.0547P)^2^+0.2923P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
_refine_ls_wR_factor_ref         0.1419
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2681
_reflns_number_total             4593
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0447_suppl.cif
_cod_data_source_block           exp_2256
_cod_depositor_comments
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The following automatic conversions were performed:

data item '_chemical_melting_point' value '395-397' was changed to
'396.0(10)' -- the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
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_cod_database_code               8105180
_olex2_refinement_description
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1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C13(H13A,H13B), C14(H14A,H14B), C16(H16A,H16B), C12(H12A,
 H12B), C5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C7(H7), C10(H10), C9(H9), C8(H8)
2.c :
 C18(H18)
;