1,2-Dihydropyrimidine synthesis via titanium-mediated multicomponent coupling of alkynes, nitriles, and aldehydes
Dunscomb, Rachel J.; Frye, Connor W.; Murray, Xavier; Tonks, Ian A.; Chemical Communications 61 (2025) 8695–8698; doi:10.1039/D5CC01979F

data_7134528
_publ_section_title
;
 1,2-Dihydropyrimidine synthesis via titanium-mediated multicomponent
 coupling of alkynes, nitriles, and aldehydes
;
_journal_issue                   48
_journal_name_full               'Chemical Communications'
_journal_page_first              8695
_journal_page_last               8698
_journal_paper_doi               10.1039/D5CC01979F
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C30 H27 N2, Cl, C0.5 H Cl'
_chemical_formula_sum            'C30.5 H28 Cl2 N2'
_chemical_formula_weight         493.45
_chemical_name_common            25030
_chemical_name_systematic
'4-methyl-3,5,6-triphenyl-2-(p-tolyl)-2,3-dihydropyrimidin-1-ium chloride'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_block_doi                 10.5517/ccdc.csd.cc2mxm8g
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-04-02 deposited with the CCDC.	2025-05-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.9890(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.8221(12)
_cell_length_b                   10.4425(5)
_cell_length_c                   23.4492(12)
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.46
_cell_measurement_theta_min      2.69
_cell_volume                     5314.4(5)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'APEX5, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'Shelxle-(Rev. 1725)(Huebschle, C. B., 2011)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Photon-III CMOS'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            36708
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         2.164
_diffrn_source                   micro
_exptl_absorpt_coefficient_mu    0.265
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_description       block
_exptl_crystal_F_000             2072
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM/hexane'
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.250
_exptl_transmission_factor_max   0.936
_exptl_transmission_factor_min   0.886
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         8094
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0502P)^2^+7.3046P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1181
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6986
_reflns_number_total             8094
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc01979f2.cif
_cod_data_source_block           25030b_a_sqd
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7134528.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C30.50 H28 Cl2 N2'
_cod_database_code               7134528
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_min   0.868
_shelx_estimated_absorpt_t_max   0.937
_shelx_res_checksum              26927
_shelx_hkl_checksum              98027