P(v) intermediate-mediated E1cB elimination for the synthesis of glycals
Liu, Fen; Huang, Haiyang; Sun, Longgen; Yan, Zeen; Tan, Xiao; Li, Jing; Luo, Xinyue; Ding, Haixin; Xiao, Qiang; Chemical Science  (2022) –; doi:10.1039/D2SC01423H

data_1566895
_publ_section_title
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 P(v) intermediate-mediated E1cB elimination for the synthesis of glycals
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_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC01423H
_journal_year                    2022
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C32 H34 O9 P, C F3 O3 S'
_chemical_formula_sum            'C33 H34 F3 O12 P S'
_chemical_formula_weight         742.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-01-15
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_audit_update_record
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2022-01-16 deposited with the CCDC.	2022-04-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.514(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.5045(14)
_cell_length_b                   16.820(2)
_cell_length_c                   11.0991(15)
_cell_measurement_reflns_used    3920
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      20.933
_cell_measurement_theta_min      2.271
_cell_volume                     1811.6(4)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'CCDC AREA DETECTOR'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14659
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.663
_diffrn_reflns_theta_min         2.326
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0543 before and 0.0397 after correction.
The Ratio of minimum to maximum transmission is 0.9496.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
 Flack x determined using 2012 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     455
_refine_ls_number_reflns         7768
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0560
_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^)+(0.0827P)^2^+0.1881P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1534
_reflns_Friedel_coverage         0.864
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.882
_reflns_number_gt                5592
_reflns_number_total             7768
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc01423h5.cif
_cod_data_source_block           200528huanghy_0m
_cod_database_code               1566895
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.994
_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. Rigid bond restraints
 C13, C14
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.0001
3.a Ternary CH refined with riding coordinates:
 C3(H3), C2(H2), C1(H1), C5(H5), C4(H4)
3.b Secondary CH2 refined with riding coordinates:
 C6(H6a,H6b)
3.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C32(H32), C29(H29), C16(H16), C28(H28), C20(H20), C17(H17),
 C19(H19), C24(H24), C23(H23), C30(H30), C18(H18), C31(H31), C26(H26), C25(H25)
3.d Idealised Me refined as rotating group:
 C8(H8a,H8b,H8c), C12(H12a,H12b,H12c), C14(H14a,H14b,H14c), C10(H10a,H10b,H10c)
;
_shelx_res_checksum              55125
_olex2_submission_special_instructions 'No special instructions were received'