Access to 2-arylquinazolines <i>via</i> catabolism/reconstruction of amino acids with the insertion of dimethyl sulfoxide.
Ma, Jin-Tian; Wang, Li-Sheng; Chai, Zhi; Chen, Xin-Feng; Tang, Bo-Cheng; Chen, Xiang-Long; He, Cai; Wu, Yan-Dong; Wu, An-Xin; Chemical communications (Cambridge, England) 57 (2021) 5414–5417; doi:10.1039/d1cc00623a

data_7128237
_publ_section_title
;
 Access to 2-arylquinazolines <i>via</i> catabolism/reconstruction of
 amino acids with the insertion of dimethyl sulfoxide.
;
_journal_issue                   44
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5414
_journal_page_last               5417
_journal_paper_doi               10.1039/d1cc00623a
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C16 H14 N2'
_chemical_formula_sum            'C16 H14 N2'
_chemical_formula_weight         234.29
_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             2020-12-04
_audit_creation_method
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_audit_update_record
;
2021-01-11 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.965(7)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.856(4)
_cell_length_b                   4.9044(18)
_cell_length_c                   12.905(5)
_cell_measurement_reflns_used    1131
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.18
_cell_measurement_theta_min      2.54
_cell_volume                     623.0(4)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3871
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.069
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6334
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_description       block
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.813
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.604
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         1058
_refine_ls_number_restraints     63
_refine_ls_restrained_S_all      1.729
_refine_ls_R_factor_all          0.1493
_refine_ls_R_factor_gt           0.1243
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3495
_refine_ls_wR_factor_ref         0.3918
_reflns_Friedel_coverage         0.000
_reflns_number_gt                703
_reflns_number_total             1058
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc00623a2.cif
_cod_data_source_block           mo_201127c_0m
_cod_depositor_comments          'Adding full bibliography for 7128237.cif.'
_cod_database_code               7128237
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.993
_shelx_estimated_absorpt_t_min   0.978
_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. Restrained distances 
 C8-C4 
 1.42 with sigma of 0.01 
 N2-C5 = N2-C9 = N1-C9 = N1-C8 
 1.38 with sigma of 0.01 
 C9-C10 
 1.45 with sigma of 0.02 
 C8-C4 = N1-C8 = N1-C9 = N2-C9 = N2-C5 
 1.39 with sigma of 0.01 
 C3-C1 \\sim C1-C7 
 with sigma of 0.01 
 C12-C16 \\sim C16-C14 
 with sigma of 0.01 
 C10-N1 \\sim N1-N2 
 with sigma of 0.01 
 C11-C9 \\sim C9-C15 
 with sigma of 0.01 
3. Uiso/Uaniso restraints and constraints 
Uanis(C5) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(N1) \\sim 
Ueq, Uanis(C10) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C11) \\sim Ueq, 
Uanis(C6) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 
4. Others 
 Fixed Sof: C16(0.5) H16A(0.5) H16B(0.5) H16C(0.5) C1(0.5) H1A(0.5) H1B(0.5) 
 H1C(0.5) C13(0.5) C12(0.5) H12(0.5) C11(0.5) H11(0.5) C10(0.5) C15(0.5) 
 H15(0.5) C14(0.5) H14(0.5) C2(0.5) C7(0.5) H7(0.5) C6(0.5) H6(0.5) C5(0.5) 
 C4(0.5) C3(0.5) H3(0.5) C8(0.5) H8(0.5) C9(0.5) N1(0.5) N2(0.5) 
5.a Aromatic/amide H refined with riding coordinates: 
 C12(H12), C11(H11), C15(H15), C14(H14), C7(H7), C6(H6), C3(H3), C8(H8) 
5.b Fitted hexagon refined as free rotating group: 
 C13(C12,C11,C10,C15,C14), C2(C7,C6,C5,C4,C3) 
5.c Idealised Me refined as rotating group: 
 C16(H16A,H16B,H16C), C1(H1A,H1B,H1C) 
;
_shelx_res_checksum              98042
_shelx_hkl_checksum              12124
_olex2_submission_special_instructions 'No special instructions were received'