Chiral dirhodium catalysts derived from l-serine, l-threonine and l-cysteine: design, synthesis and application
Kang, Jian; Zhu, Baofu; Liu, Jiewei; Wang, Bo; Zhang, Li; Su, Cheng-Yong; Organic Chemistry Frontiers 2 (2015) 890–; doi:10.1039/C5QO00110B

data_1553135
_publ_section_title
;
 Chiral dirhodium catalysts derived from l-serine, l-threonine and
 l-cysteine: design, synthesis and application
;
_journal_issue                   8
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              890
_journal_paper_doi               10.1039/C5QO00110B
_journal_volume                  2
_journal_year                    2015
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C11 H12 N2 O7 S'
_chemical_formula_sum            'C11 H12 N2 O7 S'
_chemical_formula_weight         316.29
_space_group_crystal_system      tetragonal
_space_group_IT_number           76
_space_group_name_Hall           'P 4w'
_space_group_name_H-M_alt        'P 41'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-03-21
_audit_creation_method
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Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-03-23 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.41418(14)
_cell_length_b                   15.41418(14)
_cell_length_c                   5.95145(10)
_cell_measurement_reflns_used    8039
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.4460
_cell_measurement_theta_min      4.0460
_cell_volume                     1414.05(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
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_diffrn_detector_area_resol_mean 10.6525
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_diffrn_measurement_details
;
  1 omega  -76.00  -23.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -57.0000   90.0000 53

  2 omega  -29.00   10.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000   90.0000 39

  3 omega  -68.00   17.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   77.0000  120.0000 85

  4 omega  -44.00   30.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000   30.0000 74

  5 omega  -43.00  -17.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000  -60.0000 26

  6 omega  -67.00   28.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   77.0000  -90.0000 95

  7 omega   70.00  117.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175 -125.0000   30.0000 47

  8 omega   61.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  -30.0000 -180.0000 28

  9 omega  114.00  175.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  125.0000  150.0000 61

 10 omega   34.00   73.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  -30.0000  150.0000 39

 11 omega   33.00   90.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  -30.0000  -90.0000 57

 12 omega   66.00  167.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175   15.0000  120.0000 101

 13 omega   45.00  133.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  -77.0000   60.0000 88

 14 omega   94.00  120.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175 -125.0000 -180.0000 26

 15 omega   71.00  176.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175   15.0000 -150.0000 105

 16 omega   81.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  -94.0000 -120.0000 26

 17 omega   64.00   91.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  -30.0000  -30.0000 27

 18 omega   63.00   90.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  -45.0000   30.0000 27

 19 omega   38.00   90.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  -30.0000   90.0000 52

 20 omega   44.00  131.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175  -61.0000 -180.0000 87

 21 omega -107.00  -13.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -57.0000 -150.0000 94

 22 omega -107.00  -13.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -57.0000  -30.0000 94

 23 omega   22.00  113.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       42.3689   38.0000   90.0000 91

 24 omega   12.00  114.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       42.3689   77.0000  150.0000 102

 25 omega   12.00  114.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       42.3689   77.0000  -90.0000 102

 26 omega   76.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175   77.0000    0.0000 102

 27 omega   66.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175   15.0000  -30.0000 112

 28 omega   78.00  115.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3175   70.0000 -139.1103 37
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
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_diffrn_orient_matrix_UB_21      -0.0853345000
_diffrn_orient_matrix_UB_22      0.0519162000
_diffrn_orient_matrix_UB_23      0.0097385000
_diffrn_orient_matrix_UB_31      -0.0070628000
_diffrn_orient_matrix_UB_32      -0.0043791000
_diffrn_orient_matrix_UB_33      -0.2579414000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0462
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_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
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_diffrn_reflns_number            16150
_diffrn_reflns_point_group_measured_fraction_full 0.897
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_diffrn_reflns_theta_max         74.161
_diffrn_reflns_theta_min         2.867
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    2.388
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.911
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_description       neddle
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.4309
_exptl_crystal_size_mid          0.0456
_exptl_crystal_size_min          0.0349
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 833 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.023(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2557
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0348
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.1552P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.0950
_reflns_Friedel_coverage         0.605
_reflns_Friedel_fraction_full    0.771
_reflns_Friedel_fraction_max     0.741
_reflns_number_gt                2362
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_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5qo00110b2.cif
_cod_data_source_block           kj-20140705-abs
_cod_original_cell_volume        1414.04(3)
_cod_database_code               1553135
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         'C11 H10 N O'
_reflns_odcompleteness_completeness 100.00
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6)
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
2.e Idealised tetrahedral OH refined as rotating group:
 O7(H7)
;
_shelx_res_checksum              86927
_shelx_hkl_checksum              55985
_olex2_submission_special_instructions 'No special instructions were received'