Synthesis of two nitrogen-containing polyaromatic compounds through gold catalysis/DBU-promoted cyclizations.
Sadaphal, Vikas Ashokrao; Wu, Tien-Lin; Liu, Rai-Shung; Chemical communications (Cambridge, England) 60 (2024) 4294–4297; doi:10.1039/d4cc00113c

data_7132902
_publ_section_title
;
 Synthesis of two nitrogen-containing polyaromatic compounds through gold
 catalysis/DBU-promoted cyclizations.
;
_journal_issue                   32
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4294
_journal_page_last               4297
_journal_paper_doi               10.1039/d4cc00113c
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C25 H14 N2'
_chemical_formula_sum            'C25 H14 N2'
_chemical_formula_weight         342.38
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-10-16
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-10-16 deposited with the CCDC.	2024-03-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.78180(10)
_cell_length_b                   12.8402(3)
_cell_length_c                   21.6872(5)
_cell_measurement_reflns_used    4593
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      73.0390
_cell_measurement_theta_min      6.8820
_cell_volume                     1610.05(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.949
_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     95.00 121.00   0.50    0.38    --   83.87  15.00   0.00   52
  2  \w     48.00  92.00   0.50    0.38    --   83.87  15.00   0.00   88
  3  \w     41.00  86.00   0.50    0.38    --   56.25  15.00 -60.00   90
  4  \w     74.00 120.00   0.50    0.38    --   83.87  15.00-120.00   92
  5  \w     48.00  85.00   0.50    0.38    --   83.87 -95.00 -60.00   74
  6  \w     64.00  99.00   0.50    0.38    --   75.94-123.00 -47.00   70
  7  \w     32.00  57.00   0.50    0.38    --   56.25-128.00  45.00   50
  8  \w     36.00  61.00   0.50    0.38    --   69.31-128.00  45.00   50
  9  \w     45.00  70.00   0.50    0.38    --   83.87-128.00  45.00   50
 10  \w     52.00 101.00   0.50    0.38    --   75.94-128.00  45.00   98
 11  \w     31.00  56.00   0.50    0.38    --   56.25-123.00 -47.00   50
 12  \w     25.00  61.00   0.50    0.38    --   69.31-123.00 -47.00   72
 13  \w     44.00  69.00   0.50    0.38    --   83.87-123.00 -47.00   50
 14  \w     33.00  81.00   0.50    0.38    --   75.94 -95.00-150.00   96
 15  \w     18.00  44.00   0.50    0.38    --   56.25 -95.00 -60.00   52
 16  \w   -126.00 -86.00   0.50    0.38    --  -75.32 -15.00   0.00   80
 17  \w    -82.00 -40.00   0.50    0.38    --  -75.32 -15.00   0.00   84
 18  \w    -71.00 -46.00   0.50    0.38    --  -72.13 128.00 120.00   50
 19  \w    -89.00 -64.00   0.50    0.38    --  -75.32 128.00 120.00   50
 20  \w    -54.00 -16.00   0.50    0.38    --  -59.44 128.00 120.00   76
 21  \w    -73.00 -48.00   0.50    0.38    --  -59.44 123.00  33.00   50
 22  \w    -88.00 -63.00   0.50    0.38    --  -75.32 123.00  33.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0274257000
_diffrn_orient_matrix_UB_12      0.0151242000
_diffrn_orient_matrix_UB_13      0.0701064000
_diffrn_orient_matrix_UB_21      -0.0105358000
_diffrn_orient_matrix_UB_22      0.1188605000
_diffrn_orient_matrix_UB_23      -0.0092943000
_diffrn_orient_matrix_UB_31      -0.2647243000
_diffrn_orient_matrix_UB_32      -0.0063614000
_diffrn_orient_matrix_UB_33      -0.0069157000
_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     0.0403
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9467
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.793
_diffrn_reflns_theta_min         4.001
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_description       needle
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.8(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2997
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0404
_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^)+(0.0630P)^2^+0.1240P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1062
_reflns_Friedel_coverage         0.630
_reflns_Friedel_fraction_full    0.936
_reflns_Friedel_fraction_max     0.842
_reflns_number_gt                2665
_reflns_number_total             2997
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00113c2.cif
_cod_data_source_block           231020lt_auto
_cod_depositor_comments
'Adding full bibliography for 7132900--7132907.cif.'
_cod_database_code               7132902
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.2(8)
 0.8(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C9(H9), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
;
_shelx_res_checksum              40908
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.350
_oxdiff_exptl_absorpt_empirical_full_min 0.794