Ru(II)-Catalyzed and acidity-controlled tunable [5+1]/[5+2] annulation for building ring-fused quinazolines and 1,3-benzodiazepines.
Yang, Yurong; Zhang, Kaixin; Yang, Jian; Zhu, Guoxun; Chen, Weijie; Zhang, Chao; Zhou, Zhi; Yi, Wei; Chemical communications (Cambridge, England) 56 (2020) 11315–11318; doi:10.1039/d0cc04041j

data_7127061
_publ_section_title
;
 Ru(II)-Catalyzed and acidity-controlled tunable [5+1]/[5+2] annulation
 for building ring-fused quinazolines and 1,3-benzodiazepines.
;
_journal_issue                   76
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              11315
_journal_page_last               11318
_journal_paper_doi               10.1039/d0cc04041j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C26 H23 N3'
_chemical_formula_sum            'C26 H23 N3'
_chemical_formula_weight         377.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-05-31
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-04-15 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.721(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.8745(4)
_cell_length_b                   9.2268(2)
_cell_length_c                   14.3520(3)
_cell_measurement_reflns_used    19792
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.1040
_cell_measurement_theta_min      3.0700
_cell_volume                     1928.65(8)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.976
_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   -118.00 -25.00   0.50    0.05    --  -46.37 -72.00-116.00  186
  2  \w    -68.00  27.00   0.50    0.05    --  -46.37  72.00  13.00  190
  3  \w     25.00 118.00   0.50    0.05    --   46.37  72.00  13.00  186
  4  \w    -25.00  68.00   0.50    0.05    --   46.37 -72.00-116.00  186
  5  \w   -122.00 -27.00   0.50    0.20    -- -100.00  72.00  13.00  190
  6  \w   -173.00 -78.00   0.50    0.20    -- -100.00 -72.00-116.00  190
  7  \w     34.00 129.00   0.50    0.20    --  107.00 -72.00-116.00  190
  8  \w     85.00 178.00   0.50    0.20    --  107.00  72.00  13.00  186
  9  \w   -118.00 -71.00   0.50    0.05    --  -46.37-125.00  30.00   94
 10  \w     32.00 120.00   0.50    0.05    --   46.37  38.00 150.00  176
 11  \w   -115.00 -25.00   0.50    0.20    -- -100.00  30.00-120.00  180
 12  \w   -173.00 -81.00   0.50    0.20    -- -100.00 -94.00 120.00  184
 13  \w   -172.00 -85.00   0.50    0.20    -- -100.00 -45.00 -60.00  174
 14  \w     93.00 178.00   0.50    0.20    --  107.00  45.00  60.00  170
 15  \w     89.00 178.00   0.50    0.20    --  107.00  15.00-120.00  178
 16  \w     90.00 178.00   0.50    0.20    --  107.00  61.00 -30.00  176
 17  \w     34.00 109.00   0.50    0.20    --  107.00 -94.00 -60.00  150
 18  \w     34.00 109.00   0.50    0.20    --  107.00 -94.00-150.00  150
 19  \w     92.00 178.00   0.50    0.20    --  107.00  30.00-180.00  172
 20  \w     83.00 178.00   0.50    0.20    --  107.00  77.00  90.00  190
 21  \w     92.00 178.00   0.50    0.20    --  107.00  30.00 150.00  172
 22  \w     34.00 109.00   0.50    0.20    --  107.00 -94.00-120.00  150
 23  \w     35.00 122.00   0.50    0.20    --  107.00 -45.00-120.00  174
 24  \w     34.00 117.00   0.50    0.20    --  107.00-125.00  90.00  166
 25  \w     93.00 178.00   0.50    0.20    --  107.00  45.00 150.00  170
 26  \w     34.00 109.00   0.50    0.20    --  107.00 -94.00 120.00  150
 27  \w     89.00 178.00   0.50    0.20    --  107.00  15.00 120.00  178
 28  \w     34.00 109.00   0.50    0.20    --  107.00 -94.00 150.00  150
 29  \w     34.00 117.00   0.50    0.20    --  107.00-125.00   0.00  166
 30  \w     34.00 109.00   0.50    0.20    --  107.00 -94.00  90.00  150
 31  \w     23.00 114.00   0.50    0.05    --   46.37  77.00-180.00  182
 32  \w     30.00 118.00   0.50    0.05    --   46.37  57.00 -60.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0917103000
_diffrn_orient_matrix_UB_12      -0.0831486000
_diffrn_orient_matrix_UB_13      -0.0209999000
_diffrn_orient_matrix_UB_21      -0.0396336000
_diffrn_orient_matrix_UB_22      0.1051944000
_diffrn_orient_matrix_UB_23      0.0646725000
_diffrn_orient_matrix_UB_31      -0.0347683000
_diffrn_orient_matrix_UB_32      0.0994788000
_diffrn_orient_matrix_UB_33      -0.0859717000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1449
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            36054
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.394
_diffrn_reflns_theta_min         3.034
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.596
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49044
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4047
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0631
_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^)+(0.0680P)^2^+1.5704P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1458
_refine_ls_wR_factor_ref         0.1582
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3669
_reflns_number_total             4047
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc04041j2.cif
_cod_data_source_block           le_0506_190513
_cod_depositor_comments
'Adding full bibliography for 7127060--7127061.cif.'
_cod_database_code               7127061
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.943
_shelx_estimated_absorpt_t_min   0.842
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00A(H00A)
2.b Secondary CH2 refined with riding coordinates:
 C00R(H00N,H00R), C00T(H00V,H00W)
2.c Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00E), C00F(H00F), C00H(H00H), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00O(H00O), C00P(H00P), C00Q(H00Q)
2.d Idealised Me refined as rotating group:
 C00N(H00B,H00D,H00G), C00S(H00S,H00T,H00U)
;
_shelx_res_checksum              51950
_shelx_hkl_checksum              45551
_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 2.286
_oxdiff_exptl_absorpt_empirical_full_min 0.487