(3 + 3) Annulation of acetoxy allenoates with enolisable carbonyl substrates leading to fused pyrans.
Debnath, Shubham; Chauhan, Sachin; Kumara Swamy, K. C.; Organic & biomolecular chemistry 21 (2023) 5021–5032; doi:10.1039/d3ob00597f

data_7159392
_publ_section_title
;
 (3 + 3) Annulation of acetoxy allenoates with enolisable carbonyl
 substrates leading to fused pyrans.
;
_journal_issue                   24
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              5021
_journal_page_last               5032
_journal_paper_doi               10.1039/d3ob00597f
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C24 H25 N O5 S'
_chemical_formula_sum            'C24 H25 N O5 S'
_chemical_formula_weight         439.51
_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     dual
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_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_audit_update_record
;
2023-04-18 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
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_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
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_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.964
_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    -56.00  39.00   0.50    4.00    --   16.22 -35.00 -32.00  190
  2  \w    -37.00  22.00   0.50    4.00    --  -14.97 -94.00 -60.00  118
  3  \w     10.00  71.00   0.50    4.00    --   16.22-125.00-120.00  122
  4  \w    -37.00  22.00   0.50    4.00    --  -14.97 -94.00-150.00  118
  5  \w    -37.00  53.00   0.50    4.00    --   16.22 -94.00-180.00  180
  6  \w    -54.00  41.00   0.50    4.00    --   16.22 -45.00-150.00  190
  7  \w    -11.00  86.00   0.50    4.00    --   16.22  61.00-180.00  194
  8  \w    -26.00   7.00   0.50    4.00    --   16.22 104.00-169.28   66
  9  \w    -69.00 -10.00   0.50    4.00    --  -14.97 125.00 -90.00  118
 10  \w    -87.00   8.00   0.50    4.00    --  -14.97 -35.00 -32.00  190
 11  \w    -37.00  53.00   0.50    4.00    --   16.22 -94.00  30.00  180
 12  \w    -37.00  58.00   0.50    4.00    --  -14.97  35.00 124.00  190
 13  \w     -6.00  89.00   0.50    4.00    --   16.22  35.00 124.00  190
 14  \w    -37.00  22.00   0.50    4.00    --  -14.97 -94.00  60.00  118
 15  \w    -56.00  47.00   0.50    4.00    --   16.22 -77.00  30.00  206
 16  \w    -57.00  41.00   0.50    4.00    --   16.22 -30.00  60.00  196
 17  \w    -69.00 -10.00   0.50    4.00    --  -14.97 125.00  90.00  118
 18  \w    -69.00 -10.00   0.50    4.00    --  -14.97 125.00  60.00  118
 19  \w    -69.00 -10.00   0.50    4.00    --  -14.97 125.00  30.00  118
 20  \w    -88.00  16.00   0.50    4.00    --  -14.97 -77.00 -30.00  208
 21  \w    -57.00  41.00   0.50    4.00    --   16.22 -30.00-120.00  196
 22  \w    -85.00  10.00   0.50    4.00    --  -14.97 -45.00-150.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0167252000
_diffrn_orient_matrix_UB_12      -0.0580543000
_diffrn_orient_matrix_UB_13      -0.0215037000
_diffrn_orient_matrix_UB_21      0.0444514000
_diffrn_orient_matrix_UB_22      0.0357556000
_diffrn_orient_matrix_UB_23      -0.0223449000
_diffrn_orient_matrix_UB_31      0.0593391000
_diffrn_orient_matrix_UB_32      0.0006404000
_diffrn_orient_matrix_UB_33      0.0590392000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0864
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            26830
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.923
_diffrn_reflns_theta_min         1.915
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       plate
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4815
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0656
_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^)+(0.0970P)^2^+0.2491P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1731
_refine_ls_wR_factor_ref         0.2083
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2815
_reflns_number_total             4815
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob00597f2.cif
_cod_data_source_block           compound3ah
_cod_depositor_comments
'Adding full bibliography for 7159392--7159395.cif.'
_cod_original_cell_volume        1151.54(6)
_cod_database_code               7159392
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O S'
_shelx_estimated_absorpt_t_max   0.976
_shelx_estimated_absorpt_t_min   0.966
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C13(H13), C10(H10), C14(H14), C7(H7), C15(H15), C9(H9), C8(H8)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C23(H23A,H23B,H23C), C19(H19A,H19B,
 H19C)
;
_shelx_res_checksum              14941
_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 4.133
_oxdiff_exptl_absorpt_empirical_full_min 0.394