One-pot synthesis of unsubstituted and methyl substituted-pyrazinyl diselenides and monoselenides: structural, optical property characterization and DFT calculations
Kushwah, Nisha; Chopade, Suresh M.; Wadawale, Amey; Sharma, P.; Kedarnath, G.; RSC Advances 13 (2023) 36392–36402; doi:10.1039/D3RA06591J

data_7247874
_publ_section_title
;
 One-pot synthesis of unsubstituted and methyl substituted-pyrazinyl
 diselenides and monoselenides: structural, optical property
 characterization and DFT calculations
;
_journal_issue                   51
_journal_name_full               'RSC Advances'
_journal_page_first              36392
_journal_page_last               36402
_journal_paper_doi               10.1039/D3RA06591J
_journal_volume                  13
_journal_year                    2023
_chemical_formula_sum            'C12 H14 N4 Se'
_chemical_formula_weight         293.23
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2022-10-18 deposited with the CCDC.	2023-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.2906(2)
_cell_length_b                   6.31360(10)
_cell_length_c                   12.7839(2)
_cell_measurement_reflns_used    11554
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      76.8930
_cell_measurement_theta_min      6.4210
_cell_volume                     1314.85(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.969
_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    -30.00  25.00   0.50    0.10    --  -48.29   6.00  60.00  110
  2  \w    -24.00  20.00   0.50    0.10    --   48.29  -6.00-115.00   88
  3  \w     32.00 122.00   0.50    0.10    --   48.29   6.00  60.00  180
  4  \w   -106.00 -63.00   0.50    0.27    --  -86.25  -6.00-115.00   86
  5  \w   -160.00-121.00   0.50    0.27    --  -86.25  -6.00-115.00   78
  6  \w     61.00 178.00   0.50    0.27    --  107.39   6.00  60.00  234
  7  \w    -41.00 -12.00   0.50    0.10    --    6.00 124.00-167.67   58
  8  \w     -1.00  31.00   0.50    0.10    --   30.00  95.00-169.38   64
  9  \w      7.00  34.00   0.50    0.10    --   38.00  94.00 -23.86   54
 10  \w   -122.00 -67.00   0.50    0.10    --  -48.29  -6.00-115.00  110
 11  \w    -64.00 -27.00   0.50    0.10    --  -48.29  -6.00-115.00   74
 12  \w     26.00 119.00   0.50    0.10    --   48.29  77.00-120.00  186
 13  \w     38.00  87.00   0.50    0.10    --   62.00  79.00  80.94   98
 14  \w    108.00 134.00   0.50    0.10    --   62.00  79.00  80.94   52
 15  \w     83.00 114.00   0.50    0.10    --   62.00  79.00  39.74   62
 16  \w     38.00  77.00   0.50    0.10    --   62.00  79.00  39.74   78
 17  \w     38.00 106.00   0.50    0.10    --   62.00  79.00 -17.48  136
 18  \w   -103.00 -65.00   0.50    0.27    --  -86.25 -72.00-114.41   76
 19  \w   -112.00 -65.00   0.50    0.27    --  -86.25 -73.00 170.48   94
 20  \w   -159.00-119.00   0.50    0.27    --  -86.25 -75.00-164.16   80
 21  \w   -142.00-108.00   0.50    0.27    --  -86.25 -72.00-114.41   68
 22  \w   -109.00 -63.00   0.50    0.27    --  -86.25 -77.00 -30.00   92
 23  \w   -154.00-120.00   0.50    0.27    --  -86.25 -73.00 170.48   68
 24  \w   -158.00-113.00   0.50    0.27    --  -86.25 -77.00 -30.00   90
 25  \w    -86.00 -15.00   0.50    0.27    --  -86.25 125.00 -30.00  142
 26  \w   -122.00 -66.00   0.50    0.27    --  -86.25 -70.00-146.13  112
 27  \w   -157.00 -65.00   0.50    0.27    --  -86.25 -74.00  20.54  184
 28  \w    -66.00 -14.00   0.50    0.27    --  -86.25  57.00-120.00  104
 29  \w   -159.00-130.00   0.50    0.27    --  -86.25 -70.00-146.13   58
 30  \w   -159.00 -62.00   0.50    0.27    --  -86.25 -80.00 134.61  194
 31  \w   -155.00-113.00   0.50    0.27    --  -86.25 -78.00  81.69   84
 32  \w   -106.00 -63.00   0.50    0.27    --  -86.25 -78.00  81.69   86
 33  \w   -115.00 -64.00   0.50    0.27    --  -86.25 -75.00-164.16  102
 34  \w   -158.00 -63.00   0.50    0.27    --  -86.25 -77.00 -60.00  190
 35  \w     35.00 108.00   0.50    0.27    --  107.39-125.00-180.00  146
 36  \w     46.00 111.00   0.50    0.27    --  107.39-125.00 -90.00  130
 37  \w     36.00 111.00   0.50    0.27    --  107.39-125.00  90.00  150
 38  \w     37.00  66.00   0.50    0.27    --  107.39 -57.00 -90.00   58
 39  \w    110.00 177.00   0.50    0.27    --  107.39 125.00-150.00  134
 40  \w     35.00 105.00   0.50    0.27    --  107.39 -77.00 -90.00  140
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1606082000
_diffrn_orient_matrix_UB_12      -0.0902448000
_diffrn_orient_matrix_UB_13      0.0069649000
_diffrn_orient_matrix_UB_21      -0.1826120000
_diffrn_orient_matrix_UB_22      -0.0797573000
_diffrn_orient_matrix_UB_23      -0.0038042000
_diffrn_orient_matrix_UB_31      0.0192216000
_diffrn_orient_matrix_UB_32      -0.0034493000
_diffrn_orient_matrix_UB_33      -0.0942723000
_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  0.0467
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19347
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.037
_diffrn_reflns_theta_min         6.444
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.736
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64534
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.57a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.04(3)
_refine_ls_extinction_coef       0.0014(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2598
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0245
_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^)+(0.0306P)^2^+0.1585P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0621
_refine_ls_wR_factor_ref         0.0637
_reflns_Friedel_coverage         0.913
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                2424
_reflns_number_total             2598
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ra06591j2.cif
_cod_data_source_block           NKK-62-white
_cod_database_code               7247874
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_min   0.706
_shelx_estimated_absorpt_t_max   0.835
_oxdiff_exptl_absorpt_empirical_full_min 0.514
_oxdiff_exptl_absorpt_empirical_full_max 1.790
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_oxdiff_digest_frames
;
01966f0ce631bbe6688cbb421db2f0587c00056d54e
;
_diffrn_oxdiff_digest_hkl
;
013b8079a76575b9b982f946bb636cddc4140d
;
_shelx_res_checksum              25996
_shelx_hkl_checksum              37657