Synthesis, structure and catalytic activity of organozinc complexes derived from chiral sulfonylamidoazetidines
Zhao, Hongyan; Zhang, Shaohui; Fang, Xiaojun; Chen, Liang; Ren, Wenshan; Inorganica Chimica Acta 511 (2020) 119767–; doi:10.1016/j.ica.2020.119767

data_1564150
_publ_section_title
;
 Synthesis, structure and catalytic activity of organozinc complexes
 derived from chiral sulfonylamidoazetidines
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119767
_journal_paper_doi               10.1016/j.ica.2020.119767
_journal_volume                  511
_journal_year                    2020
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C44 H60 N4 O4 S2 Zn2'
_chemical_formula_sum            'C44 H60 N4 O4 S2 Zn2'
_chemical_formula_weight         903.82
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.27344(10)
_cell_length_b                   43.5007(5)
_cell_length_c                   10.82622(14)
_cell_measurement_reflns_used    13508
_cell_measurement_temperature    290.69(10)
_cell_measurement_theta_max      71.3820
_cell_measurement_theta_min      4.0540
_cell_volume                     4367.31(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290.69(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0243
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details
;
  1 omega  -31.00   53.00   1.0000    1.6500
omega____ theta____ kappa____ phi______ frames
    -       36.7203  -57.0000    0.0000 84

  2 omega    7.00  108.00   1.0000    1.6500
omega____ theta____ kappa____ phi______ frames
    -       36.7203   19.0000 -180.0000 101

  3 omega  -31.00   63.00   1.0000    1.6500
omega____ theta____ kappa____ phi______ frames
    -       36.7203  -77.0000 -180.0000 94

  4 omega    1.00   76.00   1.0000    1.6500
omega____ theta____ kappa____ phi______ frames
    -       36.7203  -99.0000   30.0000 75

  5 omega   55.00  109.00   1.0000    1.6500
omega____ theta____ kappa____ phi______ frames
    -       36.7203 -178.0000  -30.0000 54

  6 omega   20.00  104.00   1.0000    1.6500
omega____ theta____ kappa____ phi______ frames
    -       36.7203   57.0000   60.0000 84

  7 omega   39.00  110.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -95.0000  -90.0000 71

  8 omega   40.00   98.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 58

  9 omega   38.00   91.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 53

 10 omega   38.00   91.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

 11 omega   38.00   91.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -29.0000   70.0000 53

 12 omega   38.00  116.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -112.0000 -180.0000 78

 13 omega   40.00   98.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -120.0000 58

 14 omega   38.00   91.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -60.0000 53

 15 omega   10.00   92.00   1.0000    1.6500
omega____ theta____ kappa____ phi______ frames
    -       36.7203   77.0000 -150.0000 82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0547365000
_diffrn_orient_matrix_UB_12      -0.0310407000
_diffrn_orient_matrix_UB_13      -0.0498382000
_diffrn_orient_matrix_UB_21      -0.0334025000
_diffrn_orient_matrix_UB_22      0.0105342000
_diffrn_orient_matrix_UB_23      -0.1328106000
_diffrn_orient_matrix_UB_31      0.1533041000
_diffrn_orient_matrix_UB_32      0.0133820000
_diffrn_orient_matrix_UB_33      -0.0111775000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       53
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            19777
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.477
_diffrn_reflns_theta_min         4.208
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.603
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.450
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details
;
 Flack x determined using 3232 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.008(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         8166
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0270P)^2^+5.5822P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0811
_reflns_Friedel_coverage         0.721
_reflns_Friedel_fraction_full    0.964
_reflns_Friedel_fraction_max     0.924
_reflns_number_gt                8019
_reflns_number_total             8166
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ICA-2020-511-119767.cif
_cod_data_source_block           compound1
_cod_database_code               1564150
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5), C12(H12), C20(H20), C26(H26), C27(H27), C34(H34), C42(H42)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C1(H1A,H1B), C25(H25A,H25B), C23(H23A,H23B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C19(H19), C18(H18), C17(H17),
 C16(H16), C15(H15), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C37(H37),
  C38(H38), C39(H39), C40(H40), C41(H41)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C22(H22A,H22B,H22C), C21(H21A,H21B,H21C), C2(H2A,H2B,
 H2C), C35(H35A,H35B,H35C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C24(H24A,
 H24B,H24C)
;
_shelx_res_checksum              89509
_shelx_hkl_checksum              8547