CCC pincer Ru complex-catalyzed C-H vinylation/6π-E-cyclization of aldimines for constructing 4<i>H</i>-pyrido[1,2-<i>a</i>]pyrimidines.
Cai, Heng; Tu, Yong-Qiang; Niu, Qiang; Xie, Wen-Ping; Wang, Bin; Lu, Ka; Li, Zi-Hao; Zhang, Fu-Min; Zhang, Xiao-Ming; Chemical science 15 (2024) 16216–16221; doi:10.1039/d4sc05067c

data_1572490
_publ_section_title
;
 CCC pincer Ru complex-catalyzed C-H vinylation/6&#x3c0;-E-cyclization of
 aldimines for constructing 4<i>H</i>-pyrido[1,2-<i>a</i>]pyrimidines.
;
_journal_issue                   39
_journal_name_full               'Chemical science'
_journal_page_first              16216
_journal_page_last               16221
_journal_paper_doi               10.1039/d4sc05067c
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C26 H22 N2'
_chemical_formula_sum            'C26 H22 N2'
_chemical_formula_weight         362.45
_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             2023-11-28
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2024-03-18 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.195(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.8920(3)
_cell_length_b                   20.1165(7)
_cell_length_c                   9.3605(3)
_cell_measurement_reflns_used    6762
_cell_measurement_temperature    302.03(10)
_cell_measurement_theta_max      75.1940
_cell_measurement_theta_min      4.1710
_cell_volume                     1988.35(11)
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      302.03(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.943
_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     33.00 102.00   0.50    0.05    --  104.27 -94.00-180.00  138
  2  \w     52.00  93.00   0.50    0.05    --  104.27 -94.00-150.00   82
  3  \w     40.00  77.00   0.50    0.05    --  104.27-125.00   0.00   74
  4  \w     68.00  93.00   0.50    0.05    --  104.27-170.00  30.00   50
  5  \w     72.00  97.00   0.50    0.05    --  104.27-114.00 173.00   50
  6  \w     40.00  72.00   0.50    0.05    --  104.27 -61.00 150.00   64
  7  \w     81.00 106.00   0.50    0.05    --   46.54-170.00  30.00   50
  8  \w     45.00  85.00   0.50    0.05    --   46.54-114.00 173.00   80
  9  \w    126.00 173.00   0.50    0.05    --  104.27  45.00-120.00   94
 10  \w     87.00 171.00   0.50    0.05    --  104.27 114.00 -96.00  168
 11  \w     53.00  85.00   0.50    0.05    --   46.54 170.00  46.00   64
 12  \w     79.00 167.00   0.50    0.05    --  104.27 125.00 150.00  176
 13  \w     25.00 119.00   0.50    0.05    --   46.54  77.00  60.00  188
 14  \w    -24.00  21.00   0.50    0.05    --  -46.54  19.00-180.00   90
 15  \w    -22.00  28.00   0.50    0.05    --  -46.54  19.00 -60.00  100
 16  \w    -68.00 -42.00   0.50    0.05    -- -102.00  61.00 -90.00   52
 17  \w    -69.00 -42.00   0.50    0.05    -- -102.00  61.00 -60.00   54
 18  \w    -78.00 -29.00   0.50    0.05    -- -102.00  77.00   0.00   98
 19  \w    -68.00 -29.00   0.50    0.05    -- -102.00  61.00 120.00   78
 20  \w   -126.00-101.00   0.50    0.05    -- -102.00-114.00 173.00   50
 21  \w   -130.00-104.00   0.50    0.05    -- -102.00-170.00  30.00   52
 22  \w    -90.00 -65.00   0.50    0.05    --  -46.54-170.00  30.00   50
 23  \w   -148.00 -74.00   0.50    0.05    -- -102.00-125.00-120.00  148
 24  \w   -101.00 -69.00   0.50    0.05    -- -102.00 114.00 -96.00   64
;
_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      0.0803033000
_diffrn_orient_matrix_UB_12      -0.0588898000
_diffrn_orient_matrix_UB_13      -0.0305539000
_diffrn_orient_matrix_UB_21      -0.0735578000
_diffrn_orient_matrix_UB_22      -0.0472479000
_diffrn_orient_matrix_UB_23      0.0784976000
_diffrn_orient_matrix_UB_31      -0.0969694000
_diffrn_orient_matrix_UB_32      -0.0129477000
_diffrn_orient_matrix_UB_33      -0.1474421000
_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  0.0459
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            13973
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.078
_diffrn_reflns_theta_min         4.187
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.543
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3970
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0497
_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^)+(0.0717P)^2^+0.2536P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1327
_refine_ls_wR_factor_ref         0.1529
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2945
_reflns_number_total             3970
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc05067c2.cif
_cod_data_source_block           caiheng1633-tyq_1128-2_auto
_cod_depositor_comments
'Adding full bibliography for 1572486--1572491.cif.'
_cod_database_code               1572490
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7), C9(H9), C13(H13), C14(H14), C17(H17),
 C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C15(H15A,H15B,H15C)
;
_shelx_res_checksum              73156
_shelx_hkl_checksum              8638
_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 1.988
_oxdiff_exptl_absorpt_empirical_full_min 0.519