A concise approach to 2-pyrrolin-5-one scaffold construction from α-halohydroxamates and β-keto compounds.
Lan, Wenjie; Yu, Xuan; Li, Mengzhu; Lei, Rongchao; Qin, Zhaohai; Fu, Bin; Organic & biomolecular chemistry 21 (2023) 7535–7540; doi:10.1039/d3ob01140b

data_7159550
_publ_section_title
;
 A concise approach to 2-pyrrolin-5-one scaffold construction from
 &#x3b1;-halohydroxamates and &#x3b2;-keto compounds.
;
_journal_issue                   37
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              7535
_journal_page_last               7540
_journal_paper_doi               10.1039/d3ob01140b
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C29 H26 N4 O6'
_chemical_formula_sum            'C29 H26 N4 O6'
_chemical_formula_weight         526.54
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-06-02
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_audit_update_record
;
2023-06-03 deposited with the CCDC.	2023-08-31 downloaded from the CCDC.
;
_cell_angle_alpha                76.896(6)
_cell_angle_beta                 86.581(5)
_cell_angle_gamma                70.851(6)
_cell_formula_units_Z            2
_cell_length_a                   8.3944(5)
_cell_length_b                   10.9479(8)
_cell_length_c                   15.5175(9)
_cell_measurement_reflns_used    1281
_cell_measurement_temperature    118.25(10)
_cell_measurement_theta_max      25.3440
_cell_measurement_theta_min      3.7380
_cell_volume                     1311.92(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      118.25(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9981
_diffrn_measured_fraction_theta_max 0.8032
_diffrn_measurement_details
;
  1 omega  -25.00   85.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9289    0.0000  -90.0000 110

  2 omega   12.00   44.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9289  -99.0000   30.0000 32

  3 omega   -3.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9289  -99.0000  -60.0000 58

  4 omega  -25.00    0.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8508  -99.0000 -180.0000 25

  5 omega  -25.00   28.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8508  -99.0000  120.0000 53

  6 omega    8.00   86.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9289   19.0000  150.0000 78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0766607000
_diffrn_orient_matrix_UB_12      0.0031316000
_diffrn_orient_matrix_UB_13      -0.0206782000
_diffrn_orient_matrix_UB_21      0.0020712000
_diffrn_orient_matrix_UB_22      -0.0521547000
_diffrn_orient_matrix_UB_23      -0.0205289000
_diffrn_orient_matrix_UB_31      -0.0460602000
_diffrn_orient_matrix_UB_32      0.0470355000
_diffrn_orient_matrix_UB_33      -0.0367985000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9361
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.92
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96603
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.699
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         5020
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.1261
_refine_ls_R_factor_gt           0.0764
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0689P)^2^+1.1664P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1665
_refine_ls_wR_factor_ref         0.2052
_reflns_number_gt                3053
_reflns_number_total             5020
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d3ob01140b2.cif
_cod_data_source_block           exp_8572
_cod_depositor_comments
'Adding full bibliography for 7159549--7159550.cif.'
_cod_original_cell_volume        1311.91(14)
_cod_database_code               7159550
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07