Catalytic enantioselective synthesis of macrodiolides and their application in chiral recognition.
Xiao, Wanlong; Mo, Yuhao; Guo, Jing; Su, Zhishan; Dong, Shunxi; Feng, Xiaoming; Chemical science 12 (2020) 2940–2947; doi:10.1039/d0sc06162j

data_1559874
_publ_section_title
;
 Catalytic enantioselective synthesis of macrodiolides and their
 application in chiral recognition.
;
_journal_issue                   8
_journal_name_full               'Chemical science'
_journal_page_first              2940
_journal_page_last               2947
_journal_paper_doi               10.1039/d0sc06162j
_journal_volume                  12
_journal_year                    2020
_chemical_formula_moiety         'C52 H42 N2 O10, 2(C D Cl3)'
_chemical_formula_sum            'C54 H42 Cl6 D2 N2 O10'
_chemical_formula_weight         1095.62
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-07-13 deposited with the CCDC.	2020-12-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.794(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.8889(4)
_cell_length_b                   14.4911(5)
_cell_length_c                   14.9954(5)
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    144(2)
_cell_measurement_theta_max      79.81
_cell_measurement_theta_min      3.05
_cell_volume                     2497.81(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_diffrn_ambient_temperature      144(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0632
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35835
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         80.708
_diffrn_reflns_theta_min         4.255
_exptl_absorpt_coefficient_mu    3.660
_exptl_absorpt_correction_T_max  0.9788
_exptl_absorpt_correction_T_min  0.8168
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_description       block
_exptl_crystal_F_000             1128
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CDCl3'
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.087
_refine_diff_density_max         1.168
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         5330
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0869
_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^)+(0.0765P)^2^+7.4998P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2166
_refine_ls_wR_factor_ref         0.2220
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4661
_reflns_number_total             5330
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc06162j2.cif
_cod_data_source_block           zap002
_cod_depositor_comments
;Adding full bibliography for 1559874--1559876.cif.

 Adding full bibliography for 1559874--1559876.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1559874
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.610
_shelx_estimated_absorpt_t_max   0.741
_shelx_res_checksum              69926