Synthesis of an Enantiopure Scorpionate Ligand by a Nucleophilic Addition to a Ketenimine and a Zinc Initiator for the Isoselective ROP of rac-Lactide
Honrado, Manuel; Sobrino Ramírez, Sonia; Juan, Fernandez-Baeza; SÁNCHEZ-BARBA MERLO, LUIS FERNANDO; Garcés Osado, Andrés; Lara, Agustin; Rodríguez, Ana María; Chemical Communications  (2019) –; doi:10.1039/C9CC04716F

data_7123760
_publ_section_title
;
 Synthesis of an Enantiopure Scorpionate Ligand by a Nucleophilic Addition
 to a Ketenimine and a Zinc Initiator for the Isoselective ROP of
 rac-Lactide
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC04716F
_journal_year                    2019
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C23 H35 N5 O Zn, C6 H14'
_chemical_formula_sum            'C29 H49 N5 O Zn'
_chemical_formula_weight         549.12
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2019-05-14 deposited with the CCDC.    2019-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.640(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.9364(9)
_cell_length_b                   21.825(2)
_cell_length_c                   17.4095(17)
_cell_measurement_reflns_used    3233
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      20.616
_cell_measurement_theta_min      2.523
_cell_volume                     3009.4(5)
_computing_cell_refinement       'Bruker SAINT V8.37 (Bruker AXS Inc. 2016)'
_computing_data_collection       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT V8.37 (Bruker AXS Inc. 2016)'
_computing_molecular_graphics    'WINGX v2014.1 (Farrugia, 2012)'
_computing_publication_material  'WINGX v2014.1 (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2013/4 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013/4 (Sheldrick, 2013)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector, APEX'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0969
_diffrn_reflns_av_unetI/netI     0.1478
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            33635
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.344
_exptl_absorpt_coefficient_mu    0.845
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.577
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.084
_refine_ls_abs_structure_details
;
 Flack x determined using 2276 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.031(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.862
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     652
_refine_ls_number_reflns         11609
_refine_ls_number_restraints     596
_refine_ls_restrained_S_all      0.850
_refine_ls_R_factor_all          0.1380
_refine_ls_R_factor_gt           0.0612
_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^)+(0.1133P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1387
_refine_ls_wR_factor_ref         0.1849
_reflns_Friedel_coverage         0.843
_reflns_Friedel_fraction_full    0.906
_reflns_Friedel_fraction_max     0.888
_reflns_number_gt                6756
_reflns_number_total             11609
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc04716f2.cif
_cod_data_source_block           5
_cod_database_code               7123760
_shelx_estimated_absorpt_t_min   0.751
_shelx_estimated_absorpt_t_max   0.863
_shelxl_version_number           2013-4
_shelx_res_checksum              22064