#------------------------------------------------------------------------------
#$Date: 2023-12-15 04:29:30 +0200 (Fri, 15 Dec 2023) $
#$Revision: 288336 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/78/7247872.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7247872
loop_
_publ_author_name
'Kushwah, Nisha'
'Chopade, Suresh M.'
'Wadawale, Amey'
'Sharma, P.'
'Kedarnath, G.'
_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            'C8 H6 N4 Se2'
_chemical_formula_weight         316.09
_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     iterative
_atom_sites_solution_secondary   difmap
_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                63.530(5)
_cell_angle_beta                 87.994(8)
_cell_angle_gamma                69.991(8)
_cell_formula_units_Z            1
_cell_length_a                   5.8558(6)
_cell_length_b                   6.9698(4)
_cell_length_c                   6.9700(3)
_cell_measurement_reflns_used    1473
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      76.9100
_cell_measurement_theta_min      7.1900
_cell_volume                     236.93(4)
_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    'OLEX 1.2'
_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 0.993
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -83.00   0.50    0.05    --  -47.70-136.00 114.00   52
  2  ω    -81.00 -56.00   0.50    0.05    --  -47.70 136.00 178.00   50
  3  ω    -97.00 -72.00   0.50    0.05    --  -47.70-132.00 -68.00   50
  4  ω     41.00  72.00   0.50    0.05    --   47.70-132.00 -68.00   62
  5  ω     56.00  82.00   0.50    0.05    --   47.70-136.00 114.00   52
  6  ω    -63.00 -17.00   0.50    0.05    --  -86.25 132.00   0.00   92
  7  ω    -94.00 -66.00   0.50    0.05    --  -86.25 136.00 178.00   56
  8  ω     94.00 130.00   0.50    0.05    --  107.74 132.00   0.00   72
  9  ω     77.00 102.00   0.50    0.05    --  107.74-132.00 -68.00   50
 10  ω     80.00 118.00   0.50    0.05    --  107.74-136.00 114.00   76
 11  ω    109.00 135.00   0.50    0.05    --  107.74 136.00 178.00   52
 12  ω   -109.00 -83.00   0.50    0.05    --  -47.70-125.00  30.00   52
 13  ω    -81.00 -31.00   0.50    0.05    --  -47.70 -77.00-180.00  100
 14  ω   -110.00 -84.00   0.50    0.05    --  -47.70 -77.00-180.00   52
 15  ω    -26.00  25.00   0.50    0.05    --   47.70 -19.00   0.00  102
 16  ω    -42.00 -17.00   0.50    0.05    --  -86.25  37.00 -60.00   50
 17  ω   -157.00-123.00   0.50    0.05    --  -86.25 -57.00 -60.00   68
 18  ω    -39.00 -14.00   0.50    0.05    --  -86.25  37.00   0.00   50
 19  ω   -159.00-122.00   0.50    0.05    --  -86.25 -37.00 -30.00   74
 20  ω    -38.00 -13.00   0.50    0.05    --  -86.25  37.00-120.00   50
 21  ω    -66.00 -41.00   0.50    0.05    --  -86.25  57.00-120.00   50
 22  ω    -42.00 -17.00   0.50    0.05    --  -86.25  37.00-150.00   50
 23  ω   -110.00 -75.00   0.50    0.05    --  -86.25 -37.00 -30.00   70
 24  ω   -116.00 -78.00   0.50    0.05    --  -86.25 -57.00 -60.00   76
 25  ω     38.00  63.00   0.50    0.05    --  107.74 -57.00   0.00   50
 26  ω     42.00 102.00   0.50    0.05    --  107.74 -99.00 -60.00  120
 27  ω     70.00  96.00   0.50    0.05    --  107.74 -99.00 120.00   52
 28  ω     40.00  66.00   0.50    0.05    --  107.74 -99.00 120.00   52
 29  ω     39.00  64.00   0.50    0.05    --  107.74 -57.00 150.00   50
 30  ω     39.00  65.00   0.50    0.05    --  107.74 -57.00 120.00   52
 31  ω     50.00  76.00   0.50    0.05    --  107.74 -77.00 -30.00   52
 32  ω    136.00 162.00   0.50    0.05    --  107.74  57.00 -90.00   52
 33  ω     93.00 121.00   0.50    0.05    --  107.74  57.00 -90.00   56
 34  ω     78.00 105.00   0.50    0.05    --  107.74 -77.00 -30.00   54
 35  ω     37.00  63.00   0.50    0.05    --  107.74 -99.00 150.00   52
 36  ω     81.00 106.00   0.50    0.05    --  107.74 -99.00 150.00   50
 37  ω     35.00  62.00   0.50    0.05    --  107.74 -57.00-150.00   54
 38  ω     36.00  61.00   0.50    0.05    --  107.74 -57.00  60.00   50
 39  ω    153.00 178.00   0.50    0.05    --  107.74  77.00 150.00   50
 40  ω     95.00 146.00   0.50    0.05    --  107.74  77.00 150.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0844461000
_diffrn_orient_matrix_UB_12      -0.2319382000
_diffrn_orient_matrix_UB_13      0.2079772000
_diffrn_orient_matrix_UB_21      0.0504401000
_diffrn_orient_matrix_UB_22      -0.1285351000
_diffrn_orient_matrix_UB_23      -0.1375292000
_diffrn_orient_matrix_UB_31      0.2650936000
_diffrn_orient_matrix_UB_32      -0.0049188000
_diffrn_orient_matrix_UB_33      -0.0029311000
_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  0.0424
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.896
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2005
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.212
_diffrn_reflns_theta_min         7.168
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.461
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48371
_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            red
_exptl_crystal_density_diffrn    2.215
_exptl_crystal_description       plate
_exptl_crystal_F_000             150
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.186
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     64
_refine_ls_number_reflns         904
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.156
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0394
_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/[σ²(Fo²)+(0.0710P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1135
_reflns_Friedel_coverage         0.000
_reflns_number_gt                852
_reflns_number_total             904
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra06591j2.cif
_cod_data_source_block           SMC-08d
_cod_original_cell_volume        236.93(3)
_cod_database_code               7247872
_shelx_shelxl_version_number     2017/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.451
_shelx_estimated_absorpt_t_max   0.649
_oxdiff_exptl_absorpt_empirical_full_min 0.464
_oxdiff_exptl_absorpt_empirical_full_max 2.464
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_oxdiff_digest_frames
;
01971a9481dbc9edd4bf0532ae455d72d8000528f4b
;
_diffrn_oxdiff_digest_hkl
;
01e7c01dcc564b9677f12782b244a9fcdfb2b7
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.81234(7) 0.48327(7) 0.47292(6) 0.0417(3) Uani 1 1 d . . . . .
N2 N 0.5322(7) 0.8265(7) -0.1733(7) 0.0440(9) Uani 1 1 d . . . . .
C4 C 0.9237(8) 0.8470(8) -0.1390(8) 0.0391(9) Uani 1 1 d . . . . .
H4 H 1.044934 0.899602 -0.207431 0.047 Uiso 1 1 calc R U . . .
N1 N 0.9596(7) 0.7263(7) 0.0771(6) 0.0382(8) Uani 1 1 d . . . . .
C2 C 0.5656(9) 0.7074(8) 0.0406(7) 0.0378(9) Uani 1 1 d . . . . .
H2 H 0.444443 0.654964 0.109587 0.045 Uiso 1 1 calc R U . . .
C1 C 0.7790(7) 0.6590(7) 0.1643(6) 0.0348(8) Uani 1 1 d . . . . .
C3 C 0.7153(8) 0.8963(7) -0.2636(7) 0.0413(9) Uani 1 1 d . . . . .
H3 H 0.700065 0.979512 -0.413357 0.050 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Se1 Se1 93.00(12) . 2_766 ?
C2 N2 C3 116.5(4) . . ?
N1 C4 C3 122.7(4) . . ?
C1 N1 C4 115.6(4) . . ?
N2 C2 C1 121.3(4) . . ?
N1 C1 C2 122.6(4) . . ?
N1 C1 Se1 119.0(3) . . ?
C2 C1 Se1 118.4(3) . . ?
N2 C3 C4 121.3(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.919(4) . ?
Se1 Se1 2.3483(7) 2_766 ?
N2 C2 1.325(6) . ?
N2 C3 1.349(6) . ?
C4 N1 1.339(6) . ?
C4 C3 1.372(6) . ?
N1 C1 1.322(6) . ?
C2 C1 1.395(6) . ?
