Dual stereocontrol over the Henry reaction using a light- and heat-triggered organocatalyst
Matea Vlatkovic; Luca Bernardi; Edwin Otten; Ben L. Feringa; Chem.Commun. 50 (2014) 7773–; doi:10.1039/C4CC00794H

data_7115265
_publ_section_title
;
 Dual stereocontrol over the Henry reaction using a light- and
 heat-triggered organocatalyst
;
_journal_name_full               Chem.Commun.
_journal_page_first              7773
_journal_paper_doi               10.1039/C4CC00794H
_journal_volume                  50
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_sum            'C44 H49 F6 N5 O S'
_chemical_formula_weight         809.94
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 110.279(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.683(3)
_cell_length_b                   16.311(3)
_cell_length_c                   17.436(3)
_cell_measurement_reflns_used    9916
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      109.895
_cell_measurement_theta_min      6.017
_cell_volume                     4183.8(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1102
_diffrn_reflns_av_sigmaI/netI    0.0911
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            43545
_diffrn_reflns_theta_full        50.42
_diffrn_reflns_theta_max         50.42
_diffrn_reflns_theta_min         4.69
_exptl_absorpt_coefficient_mu    1.254
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.6469
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1704
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1071
_refine_ls_number_reflns         8717
_refine_ls_number_restraints     1126
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0590
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0797P)^2^+2.5483P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1316
_refine_ls_wR_factor_ref         0.1468
_reflns_number_gt                6605
_reflns_number_total             8717
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc00794h2.cif
_cod_data_source_block           cu_molan117_0m
_cod_original_cell_volume        4183.8(14)
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7115265