Enantioselective rhodium-catalyzed arylation of electron-deficient alkenylarenes
Saxena, Aakarsh; Lam, Hon Wai; Chemical Science 2 (2011) 2326–; doi:10.1039/c1sc00521a

data_1515530
_publ_section_title
;
 Enantioselective rhodium-catalyzed arylation of electron-deficient
 alkenylarenes
;
_journal_issue                   12
_journal_name_full               'Chemical Science'
_journal_page_first              2326
_journal_paper_doi               10.1039/c1sc00521a
_journal_volume                  2
_journal_year                    2011
_chemical_absolute_configuration ad
_chemical_compound_source        'Aakarash Saxena'
_chemical_formula_moiety         'C30 H41 N1 O3 S1 Si1'
_chemical_formula_sum            'C30 H41 N O3 S Si'
_chemical_formula_weight         523.79
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_symmetry_space_group_name_Hall  'P 2ac 2ab'
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_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.0485(4)
_cell_length_b                   16.8765(13)
_cell_length_c                   27.927(2)
_cell_measurement_reflns_used    9473
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.3999
_cell_measurement_theta_min      2.6160
_cell_volume                     2850.7(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET)
(compiled Nov 25 2010,17:55:46)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET)
(compiled Nov 25 2010,17:55:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET)
(compiled Nov 25 2010,17:55:46)
;
_computing_molecular_graphics    Shelxp
_computing_publication_material  'Platon, encifer'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'Shelxs Sheldrick'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.1574
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
1 omega -64.00 28.00 1.0000 8.0100
omega____ theta____ kappa____ phi______ frames
- -41.5664 38.0000 -150.0000 92

2 omega -90.00 -9.00 1.0000 8.0100
omega____ theta____ kappa____ phi______ frames
- -41.5664 125.0000 -150.0000 81

3 omega 88.00 115.00 1.0000 8.0100
omega____ theta____ kappa____ phi______ frames
- 41.5664 38.0000 -90.0000 27

4 omega 51.00 77.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 -45.0000 -30.0000 26

5 omega 92.00 149.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 162.0000 3.0000 57

6 omega 43.00 123.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 -128.0000 42.0000 80

7 omega 99.00 178.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 117.0000 53.0000 79

8 omega 38.00 72.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 -45.0000 -90.0000 34

9 omega 48.00 178.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 15.0000 60.0000 130

10 omega -120.00 -8.00 1.0000 8.0100
omega____ theta____ kappa____ phi______ frames
- -41.5664 -77.0000 -150.0000 112

11 omega -117.00 -15.00 1.0000 8.0100
omega____ theta____ kappa____ phi______ frames
- -41.5664 -38.0000 60.0000 102

12 omega 79.00 178.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 45.0000 -120.0000 99

13 omega 32.00 77.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 -45.0000 90.0000 45

14 omega 32.00 77.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 -45.0000 150.0000 45

15 omega 79.00 178.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 45.0000 150.0000 99

16 omega -120.00 -8.00 1.0000 8.0100
omega____ theta____ kappa____ phi______ frames
- -41.5664 -77.0000 -30.0000 112

17 omega 23.00 99.00 1.0000 8.0100
omega____ theta____ kappa____ phi______ frames
- 41.5664 -125.0000 60.0000 76

18 omega 79.00 178.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 45.0000 -60.0000 99

19 omega 79.00 178.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 45.0000 90.0000 99

20 omega 73.00 98.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 77.0000 -180.0000 25

21 omega 30.00 118.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 106.5417 -117.0000 126.0000 88

;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            25749
_diffrn_reflns_theta_full        73.56
_diffrn_reflns_theta_max         73.56
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    1.649
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET)
(compiled Nov 25 2010,17:55:46)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1128
_exptl_crystal_recrystallization_method 'vapour diffusion of EtOAc and Hexane'
_exptl_crystal_size_max          0.374
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.033
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         5626
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0439
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0503P)^2^+2.0857P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1130
_reflns_number_gt                5161
_reflns_number_total             5626
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1sc00521a.txt
_cod_data_source_block           hl0008
_cod_database_code               1515530