Asymmetric phase-transfer catalysed β-addition of isoxazolidin-5-ones to MBH carbonates.
Capaccio, Vito; Zielke, Katharina; Eitzinger, Andreas; Massa, Antonio; Palombi, Laura; Faust, Kirill; Waser, Mario; Organic chemistry frontiers : an international journal of organic chemistry 5 (2018) 3336–3340; doi:10.1039/C8QO01057A

data_4037587
_publ_section_title
;
 Asymmetric phase-transfer catalysed \b-addition of isoxazolidin-5-ones to
 MBH carbonates.
;
_journal_issue                   22
_journal_name_full
'Organic chemistry frontiers : an international journal of organic chemistry'
_journal_page_first              3336
_journal_page_last               3340
_journal_paper_doi               10.1039/C8QO01057A
_journal_volume                  5
_journal_year                    2018
_chemical_formula_moiety         'C33 H35 N O6'
_chemical_formula_sum            'C33 H35 N O6'
_chemical_formula_weight         541.62
_chemical_name_common            VCl244
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2018-09-27 deposited with the CCDC.
2018-10-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.727(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.900(3)
_cell_length_b                   34.441(10)
_cell_length_c                   9.602(3)
_cell_measurement_reflns_used    5991
_cell_measurement_temperature    296.(2)
_cell_measurement_theta_max      23.2452
_cell_measurement_theta_min      2.5250
_cell_volume                     2924.2(16)
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_collection       'Bruker D8 Quest Eco'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 807)'
_computing_publication_material  publCIF
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT, VERSION 2014/5'
_diffrn_ambient_temperature      296.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Quest Eco'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1716
_diffrn_reflns_av_unetI/netI     0.1034
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            30621
_diffrn_reflns_theta_full        23.25
_diffrn_reflns_theta_max         23.25
_diffrn_reflns_theta_min         2.38
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.702
_exptl_crystal_size_mid          0.528
_exptl_crystal_size_min          0.072
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.240
_refine_ls_abs_structure_details
;

Flack x determined using 800 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         4190
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.1712
_refine_ls_R_factor_gt           0.0858
_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^)+(0.0528P)^2^+3.6355P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1442
_refine_ls_wR_factor_ref         0.1736
_reflns_number_gt                2414
_reflns_number_total             4190
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8qo01057a2.cif
_cod_data_source_block           FAK_VCI244_090718
_cod_original_cell_volume        2924.2(15)
_cod_database_code               4037587
_shelx_res_checksum              54922
_shelx_hkl_checksum              91108
_publcif_funding_html
;
;