Retro Diels Alder protocol for regioselective synthesis of novel [1,2,4]triazolo[4,3-a]pyrimidin-7(1H)-ones
Said, Awad I.; Palkó, Márta; Haukka, Matti; Fülöp, Ferenc; RSC Advances 10 (2020) 33937–33943; doi:10.1039/D0RA04345A

data_7241239
_publ_section_title
;
 Retro Diels Alder protocol for regioselective synthesis of novel
 [1,2,4]triazolo[4,3-a]pyrimidin-7(1H)-ones
;
_journal_issue                   56
_journal_name_full               'RSC Advances'
_journal_page_first              33937
_journal_page_last               33943
_journal_paper_doi               10.1039/D0RA04345A
_journal_volume                  10
_journal_year                    2020
_chemical_formula_moiety         'C19 H18 N4 O2, C2 H6 O'
_chemical_formula_sum            'C21 H24 N4 O3'
_chemical_formula_weight         380.44
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2020-01-29 deposited with the CCDC.	2020-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                104.318(3)
_cell_angle_beta                 104.565(3)
_cell_angle_gamma                103.319(3)
_cell_formula_units_Z            4
_cell_length_a                   9.5893(2)
_cell_length_b                   14.2652(5)
_cell_length_c                   15.8257(5)
_cell_measurement_reflns_used    8785
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.0460
_cell_measurement_theta_min      2.2700
_cell_volume                     1928.87(12)
_computing_cell_refinement
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
;
_computing_data_collection
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
;
_computing_data_reduction
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
;
_computing_molecular_graphics
'CrystaMaker X (CrystalMaker Software ltd., 2019)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT (Sheldrick, 2017)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.0107
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\f scans and \w scans with \k offset'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            34591
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.628
_diffrn_reflns_theta_min         2.277
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.105
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     519
_refine_ls_number_reflns         10787
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0492
_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^)+(0.0618P)^2^+0.6436P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1219
_refine_ls_wR_factor_ref         0.1363
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8088
_reflns_number_total             10787
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ra04345a2.cif
_cod_data_source_block           7a_amis22
_cod_depositor_comments
'Adding full bibliography for 7241239--7241240.cif.'
_cod_original_cell_volume        1928.87(11)
_cod_database_code               7241239
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_min   0.973
_shelx_estimated_absorpt_t_max   0.991
_shelx_res_checksum              26616