[3, 3]-Sigmatropic Rearrangement of Allenic Alcohols: Stereoselective Synthesis of 1,3-Diene-2-ol Sulfonates
Zhao, Yuyang; Wang, Yurong; Gu, Zhanshou; Wang, Zhiming; Org. Biomol. Chem.  (2017) –; doi:10.1039/C7OB00578D

data_7155588
_publ_section_title
;
 [3, 3]-Sigmatropic Rearrangement of Allenic Alcohols: Stereoselective
 Synthesis of 1,3-Diene-2-ol Sulfonates
;
_journal_name_full               'Org. Biomol. Chem.'
_journal_paper_doi               10.1039/C7OB00578D
_journal_year                    2017
_chemical_formula_sum            'C25 H25 N O5 S2'
_chemical_formula_weight         483.58
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2017-03-08 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;
_cell_angle_alpha                100.222(3)
_cell_angle_beta                 97.215(3)
_cell_angle_gamma                111.349(3)
_cell_formula_units_Z            2
_cell_length_a                   9.1949(13)
_cell_length_b                   10.8105(16)
_cell_length_c                   13.5437(19)
_cell_measurement_reflns_used    8450
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.283
_cell_measurement_theta_min      2.283
_cell_volume                     1207.1(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
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_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_Laue_measured_fraction_full 0.987
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_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
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_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6872
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         2.084
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_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_T_min  0.938
_exptl_absorpt_correction_type   multi-scan
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_exptl_crystal_description       block
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_refine_diff_density_max         0.609
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0498
_refine_ls_shift/su_max          0.036
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1303P)^2^+0.3509P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_number_gt                3780
_reflns_number_total             4432
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ob00578d2.cif
_cod_data_source_block           b
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_shelx_estimated_absorpt_t_min   0.939
_shelx_estimated_absorpt_t_max   0.948
_shelxl_version_number           2014/6
_shelx_res_checksum              21413