A Diversity Oriented Clicking Strategy: The Stereoselective Synthesis of Highly-Functionalised Olefins from 2-Substituted-Alkynyl-1-Sulfonyl Fluorides
Smedley, Christopher J.; Chemical Communications  (2022) –; doi:10.1039/D2CC04473K

data_7130713
_publ_section_title
;
 A Diversity Oriented Clicking Strategy: The Stereoselective Synthesis of
 Highly-Functionalised Olefins from 2-Substituted-Alkynyl-1-Sulfonyl
 Fluorides
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC04473K
_journal_year                    2022
_chemical_formula_sum            'C15 H20 F N O5 S'
_chemical_formula_weight         345.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2021-11-07 deposited with the CCDC.	2022-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.954(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4205(19)
_cell_length_b                   19.723(5)
_cell_length_c                   10.592(2)
_cell_measurement_reflns_used    3675
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      54.390
_cell_measurement_theta_min      5.091
_cell_volume                     1673.4(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.013
_diffrn_measured_fraction_theta_max 1.040
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_Laue_measured_fraction_full 1.013
_diffrn_reflns_Laue_measured_fraction_max 1.040
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
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_diffrn_reflns_point_group_measured_fraction_full 1.013
_diffrn_reflns_point_group_measured_fraction_max 1.040
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.021
_exptl_absorpt_coefficient_mu    0.227
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.923
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         2942
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.676
_refine_ls_R_factor_all          0.1779
_refine_ls_R_factor_gt           0.1343
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4049
_refine_ls_wR_factor_ref         0.4419
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1963
_reflns_number_total             2942
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc04473k2.cif
_cod_data_source_block           mo_d8v20433_0m
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7130713
_shelx_estimated_absorpt_t_min   0.965
_shelx_estimated_absorpt_t_max   0.989
_shelxl_version_number           2013-4
_shelx_res_checksum              80848
_shelx_hkl_checksum              13243