A redox active organodiselenide as an efficacious catalyst for the synthesis of oxygen-containing heterocyclic compounds
Rahman, Noimur; Kushwah, Nisha; Priyadarsini, K. Indira; New Journal of Chemistry 47 (2023) 15686–15693; doi:10.1039/D3NJ01423A

data_7062618
_publ_section_title
;
 A redox active organodiselenide as an efficacious catalyst for the
 synthesis of oxygen-containing heterocyclic compounds
;
_journal_issue                   33
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              15686
_journal_page_last               15693
_journal_paper_doi               10.1039/D3NJ01423A
_journal_volume                  47
_journal_year                    2023
_chemical_formula_sum            'C18 H17 N3 O4'
_chemical_formula_weight         339.34
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2023-03-17 deposited with the CCDC.	2023-07-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
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_cell_length_c                   10.71170(10)
_cell_measurement_reflns_used    14977
_cell_measurement_temperature    298(2)
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_cell_measurement_theta_min      5.1630
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_computing_molecular_graphics    'Ortep 3 for windows'
_computing_publication_material  'WinGX 2021.3'
_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 0.982
_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    -22.00  25.00   0.50    0.39    --  -48.29  19.00 -90.00   94
  2  \w    -20.00   6.00   0.50    0.39    --  -48.29  77.00-180.00   52
  3  \w    -42.00 -17.00   0.50    1.55    --  -86.25  37.00-120.00   50
  4  \w    -68.00 -42.00   0.50    0.39    --  -48.29  77.00-180.00   52
  5  \w    -77.00  21.00   0.50    0.39    --  -48.29  97.00  13.00  196
  6  \w    -49.00 -23.00   0.50    1.55    --  -86.25  97.00  13.00   52
  7  \w    -64.00 -15.00   0.50    1.55    --  -86.25  57.00  30.00   98
  8  \w    -42.00 -14.00   0.50    1.55    --  -86.25  37.00  90.00   56
  9  \w    -41.00 -13.00   0.50    1.55    --  -86.25  37.00 150.00   56
 10  \w   -114.00 -37.00   0.50    0.39    --  -48.29 -77.00 -60.00  154
 11  \w    -95.00 -63.00   0.50    1.55    --  -86.25 -77.00 -60.00   64
 12  \w   -120.00 -86.00   0.50    1.55    --  -86.25 -97.00 -94.00   68
 13  \w   -116.00 -73.00   0.50    0.39    --  -48.29-125.00  30.00   86
 14  \w   -149.00-115.00   0.50    1.55    --  -86.25 -77.00 -60.00   68
 15  \w     -6.00  81.00   0.50    0.39    --   48.29 -97.00 -94.00  174
 16  \w     53.00 105.00   0.50    1.55    --  107.39 -97.00 -94.00  104
 17  \w     76.00 111.00   0.50    1.55    --  107.39-125.00 -90.00   70
 18  \w     67.00 107.00   0.50    1.55    --  107.39-103.00-129.28   80
 19  \w     38.00  63.00   0.50    1.55    --  107.39 -57.00 -90.00   50
 20  \w     35.00  66.00   0.50    1.55    --  107.39 -57.00 -30.00   62
 21  \w     44.00  94.00   0.50    1.55    --  107.39 -99.00   0.00  100
 22  \w     67.00 106.00   0.50    1.55    --  107.39-125.00   0.00   78
 23  \w     76.00 106.00   0.50    1.55    --  107.39-110.00  50.80   60
 24  \w     62.00  88.00   0.50    1.55    --  107.39 -77.00  60.00   52
 25  \w     35.00 101.00   0.50    1.55    --  107.39 -99.00  60.00  132
 26  \w     81.00 106.00   0.50    1.55    --  107.39 -77.00 150.00   50
 27  \w     38.00 106.00   0.50    1.55    --  107.39-125.00 150.00  136
 28  \w     41.00  66.00   0.50    1.55    --  107.39 -57.00  30.00   50
 29  \w     36.00  62.00   0.50    1.55    --  107.39 -57.00  60.00   52
 30  \w     41.00  72.00   0.50    1.55    --  107.39-110.00  50.80   62
 31  \w     35.00  71.00   0.50    1.55    --  107.39 -77.00 150.00   72
 32  \w     96.00 140.00   0.50    1.55    --  107.39  19.00   0.00   88
 33  \w    145.00 178.00   0.50    1.55    --  107.39  19.00   0.00   66
 34  \w    134.00 173.00   0.50    1.55    --  107.39  37.00 -60.00   78
 35  \w    136.00 161.00   0.50    1.55    --  107.39  57.00-120.00   50
 36  \w    108.00 141.00   0.50    1.55    --  107.39  97.00  13.00   66
 37  \w     99.00 170.00   0.50    1.55    --  107.39 125.00 -60.00  142
 38  \w     95.00 178.00   0.50    1.55    --  107.39  37.00 -90.00  166
 39  \w     96.00 127.00   0.50    1.55    --  107.39  37.00 -60.00   62
 40  \w    105.00 145.00   0.50    1.55    --  107.39  77.00 150.00   80
 41  \w     37.00  68.00   0.50    1.55    --  107.39-125.00 -90.00   62
 42  \w     35.00  61.00   0.50    1.55    --  107.39-103.00-129.28   52
 43  \w     35.00 111.00   0.50    1.55    --  107.39-125.00-180.00  152
 44  \w    -13.00  19.00   0.50    0.39    --   48.29 -19.00   0.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
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'CrysAlisPro convention (1999,Acta A55,543-557)'
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_diffrn_orient_matrix_UB_13      -0.0085806000
_diffrn_orient_matrix_UB_21      0.0609756000
_diffrn_orient_matrix_UB_22      0.0572546000
_diffrn_orient_matrix_UB_23      -0.0816165000
_diffrn_orient_matrix_UB_31      0.1185975000
_diffrn_orient_matrix_UB_32      0.0315220000
_diffrn_orient_matrix_UB_33      0.1304548000
_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  0.0482
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
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_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            19468
_diffrn_reflns_point_group_measured_fraction_full 0.996
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_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.864
_diffrn_reflns_theta_min         5.169
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.848
_exptl_absorpt_correction_T_max  1.00000
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_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
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_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       0.0053(6)
_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   1.147
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3288
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.147
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0395
_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^)+(0.0668P)^2^+0.4415P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1087
_refine_ls_wR_factor_ref         0.1347
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2904
_reflns_number_total             3288
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3nj01423a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7062618--7062620.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7062618
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_min   0.920
_shelx_estimated_absorpt_t_max   0.959
_oxdiff_exptl_absorpt_empirical_full_min 0.626
_oxdiff_exptl_absorpt_empirical_full_max 1.758
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_oxdiff_digest_frames
;
0166060621cf7fc910d4b265b53b555192000301e69
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_diffrn_oxdiff_digest_hkl
;
01059d1c3a7da1a21fda59d3043dd7d5b02af6
;
_shelx_res_checksum              37168