The twinned crystal structure of (4SR)-7-benzyl-2,4,8,8-tetramethyl-7,8-dihydroimidazo[5,1-c][1,2,4]triazine-3,6(2H,4H)-dione, C16H20N4O2
Tzvetkov, Nikolay T.; Neumann, Beate; Stammler, Hans-Georg; Zeitschrift für Kristallographie - New Crystal Structures 232 (2017) 231–233; doi:10.1515/ncrs-2016-0218

data_8106492
_publ_section_title
;
 The twinned crystal structure of
 (4SR)-7-benzyl-2,4,8,8-tetramethyl-7,8-dihydroimidazo[5,1-c][1,2,4]triazine-3,6(2H,4H)-dione,
 C16H20N4O2
;
_journal_issue                   2
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              231
_journal_page_last               233
_journal_paper_doi               10.1515/ncrs-2016-0218
_journal_volume                  232
_journal_year                    2017
_chemical_formula_moiety         'C16 H20 N4 O2'
_chemical_formula_sum            'C16 H20 N4 O2'
_chemical_formula_weight         300.36
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                100.534(4)
_cell_angle_beta                 94.120(4)
_cell_angle_gamma                94.752(4)
_cell_formula_units_Z            4
_cell_length_a                   9.0959(5)
_cell_length_b                   9.1993(5)
_cell_length_c                   18.5825(9)
_cell_measurement_reflns_used    8978
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      75.3320
_cell_measurement_theta_min      4.8760
_cell_volume                     1517.43(14)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'ORTEP-3 v1.0.3 [9]'
_computing_publication_material  'Olex2 1.2-ac2 [2]'
_computing_structure_refinement  'SHELXL-2014 [4]'
_computing_structure_solution    'SHELXT-2014 [3]'
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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   -120.00 -47.00   1.00    4.00    --  -38.50-178.00 150.00   73
  2  \w     13.00  55.00   1.00    4.00    --   43.45  77.00-180.00   42
  3  \w     67.00 112.00   1.00    4.00    --   43.45  77.00 120.00   45
  4  \w     13.00  73.00   1.00    4.00    --   43.45  77.00 -90.00   60
  5  \w    -27.00   5.00   1.00    4.00    --   43.45 -77.00 120.00   32
  6  \w     20.00  46.00   1.00    4.00    --   43.45  77.00 120.00   26
  7  \w     23.00  72.00   1.00    4.00    --   43.45  38.00-180.00   49
  8  \w     88.00 114.00   1.00    4.00    --   43.45  38.00-180.00   26
  9  \w     18.00  61.00   1.00    4.00    --   43.45  57.00-120.00   43
 10  \w     20.00  71.00   1.00    4.00    --   43.45 -77.00 120.00   51
 11  \w     87.00 113.00   1.00    4.00    --   43.45  77.00-180.00   26
 12  \w     57.00 121.00   1.00    4.00    --   43.45 178.00  90.00   64
 13  \w     69.00 101.00   1.00    4.00    --   43.45  77.00  60.00   32
 14  \w     25.00  66.00   1.00    4.00    --   43.45  38.00 -30.00   41
 15  \w     77.00 114.00   1.00    4.00    --   43.45  38.00 -30.00   37
 16  \w     14.00  67.00   1.00    4.00    --   43.45  77.00  60.00   53
 17  \w     74.00 111.00   1.00    4.00    --   43.45  77.00   0.00   37
 18  \w     13.00  68.00   1.00    4.00    --   43.45  77.00   0.00   55
 19  \w     65.00 104.00   1.00    4.00    --   43.45  57.00-120.00   39
 20  \w     68.00  94.00   1.00    4.00    --   43.45 178.00-180.00   26
 21  \w     83.00 120.00   1.00   16.00    --  108.74  61.00  30.00   37
 22  \w     83.00 109.00   1.00   16.00    --  108.74  61.00 150.00   26
 23  \w    128.00 154.00   1.00   16.00    --  108.74  75.00  99.81   26
 24  \w     87.00 117.00   1.00   16.00    --  108.74  51.00 -68.00   30
 25  \w     84.00 116.00   1.00   16.00    --  108.74  61.00 -90.00   32
 26  \w     80.00 174.00   1.00   16.00    --  108.74  77.00 -30.00   94
 27  \w     87.00 134.00   1.00   16.00    --  108.74  45.00 120.00   47
 28  \w    143.00 169.00   1.00   16.00    --  108.74  61.00 150.00   26
 29  \w     83.00 113.00   1.00   16.00    --  108.74  61.00  90.00   30
 30  \w     79.00 164.00   1.00   16.00    --  108.74  77.00-180.00   85
 31  \w     79.00 105.00   1.00   16.00    --  108.74  75.00  99.81   26
 32  \w     79.00 113.00   1.00   16.00    --  108.74  76.00 -44.41   34
 33  \w     54.00 135.00   1.00   16.00    --  108.74 -61.00 -90.00   81
 34  \w    119.00 145.00   1.00   16.00    --  108.74  77.00  30.00   26
 35  \w     79.00 105.00   1.00   16.00    --  108.74  77.00  30.00   26
 36  \w     79.00 105.00   1.00   16.00    --  108.74  77.00 -60.00   26
 37  \w     59.00 121.00   1.00   16.00    --  108.74-125.00  90.00   62
 38  \w     80.00 106.00   1.00   16.00    --  108.74  72.00 -60.25   26
 39  \w     84.00 110.00   1.00   16.00    --  108.74  61.00-120.00   26
 40  \w     83.00 113.00   1.00   16.00    --  108.74  61.00 -60.00   30
 41  \w     79.00 105.00   1.00   16.00    --  108.74  77.00   0.00   26
 42  \w    125.00 172.00   1.00   16.00    --  108.74  77.00   0.00   47
 43  \w     85.00 113.00   1.00   16.00    --  108.74  61.00  60.00   28
 44  \w     85.00 111.00   1.00   16.00    --  108.74  61.00   0.00   26
 45  \w     79.00 105.00   1.00   16.00    --  108.74  77.00-120.00   26
 46  \w     33.00  87.00   1.00   16.00    --  108.74 -94.00 120.00   54
 47  \w     85.00 111.00   1.00   16.00    --  108.74  61.00-150.00   26
 48  \w     79.00 158.00   1.00   16.00    --  108.74  77.00 120.00   79
 49  \w     30.00 102.00   1.00   16.00    --  108.74 -94.00-180.00   72
 50  \w     29.00 107.00   1.00   16.00    --  108.74 -94.00 -90.00   78
 51  \w     83.00 125.00   1.00   16.00    --  108.74  61.00-180.00   42
 52  \w    120.00 177.00   1.00   16.00    --  108.74  61.00 -90.00   57
 53  \w     81.00 175.00   1.00   16.00    --  108.74  77.00-150.00   94
 54  \w    116.00 146.00   1.00   16.00    --  108.74  76.00 -44.41   30
 55  \w     85.00 111.00   1.00   16.00    --  108.74  49.00-179.43   26
 56  \w     80.00 178.00   1.00   16.00    --  108.74  71.00  62.90   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type       'CrysAlisPro convention [8]'
_diffrn_orient_matrix_UB_11      -0.1114476000
_diffrn_orient_matrix_UB_12      -0.0812579000
_diffrn_orient_matrix_UB_13      0.0413533000
_diffrn_orient_matrix_UB_21      0.1261937000
_diffrn_orient_matrix_UB_22      -0.0774819000
_diffrn_orient_matrix_UB_23      0.0320699000
_diffrn_orient_matrix_UB_31      0.0277107000
_diffrn_orient_matrix_UB_32      0.1291841000
_diffrn_orient_matrix_UB_33      0.0665479000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14735
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        66.600
_diffrn_reflns_theta_max         66.601
_diffrn_reflns_theta_min         4.860
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.725
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.519
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
 Numerical absorption correction based on gaussian integration over
 a multifaceted crystal model.
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_description       plate
_exptl_crystal_F_000             640
_exptl_crystal_recrystallization_method
;
 multiple non-merohedrically twinned. 
 4 domains were located and integrated. 
 Only reflections of the main domain were used for refinement.
;
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     408
_refine_ls_number_reflns         5985
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0801
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1486P)^2^+2.0195P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2299
_refine_ls_wR_factor_ref         0.2371
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5460
_reflns_number_total             5985
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 178.7390\% 
 around [-0.68 0.72 -0.15] (reciprocal) or [-0.69 0.72 0.00] (direct)
Component 3 rotated by 177.4826\% 
 around [-0.01 -0.00 1.00] (reciprocal) or [0.14 0.34 0.93] (direct)
Component 4 rotated by 39.9610\% 
 around [0.95 -0.04 -0.31] (reciprocal) or [1.00 0.03 -0.04] (direct)
;
_cod_data_source_file            suppl_ncrs-2016-0218_suppl.cif
_cod_data_source_block           NTZ-1307
_cod_original_cell_volume        1517.44(13)
_cod_database_code               8106492
_oxdiff_twin_integration_method  simultaneous
_shelx_res_checksum              29266
_shelxl_version_number           2014-3
_shelx_hkl_checksum              87781
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n