Palladium-Catalyzed C-N Cross Coupling of Sulfinamides and Aryl Halides
Xiaofei Sun; Xingzhao Tu; Chuan Dai; Xiaoping Zhang; Binbin Zhang; Qingle Zeng; Journal of Organic Chemistry 77 (2012) 4454–4459; doi:10.1021/jo3003584

data_4027176
_publ_section_title
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 Palladium-Catalyzed C-N Cross Coupling of Sulfinamides and Aryl Halides
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4454
_journal_page_last               4459
_journal_paper_doi               10.1021/jo3003584
_journal_volume                  77
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C11 H17 N O2 S'
_chemical_formula_sum            'C11 H18 N O2 S'
_chemical_formula_weight         228.32
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_atom_sites_solution_hydrogens   geom
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_atom_sites_solution_secondary   difmap
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_cell_length_a                   7.4418(9)
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_cell_length_c                   16.862(2)
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_computing_cell_refinement
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
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_computing_data_collection
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
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_computing_molecular_graphics
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OLEX2: a complete structure solution, refinement and analysis program. 
Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
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_computing_publication_material
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OLEX2: a complete structure solution, refinement and analysis program. 
Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
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1 omega  -84.00  -32.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
-      -16.7361  179.0000 -120.0000 52

2 omega   -9.00   89.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
-       19.8611   77.0000   30.0000 98

3 omega   -6.00   90.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
-       19.8611   77.0000  150.0000 96

4 omega   -7.00   43.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
-       19.8611   74.0000  -88.0000 50
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_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0231237
_diffrn_orient_matrix_UB_12      0.0485086
_diffrn_orient_matrix_UB_13      0.0296641
_diffrn_orient_matrix_UB_21      0.0889882
_diffrn_orient_matrix_UB_22      -0.003079
_diffrn_orient_matrix_UB_23      0.0150606
_diffrn_orient_matrix_UB_31      0.0254104
_diffrn_orient_matrix_UB_32      0.0544863
_diffrn_orient_matrix_UB_33      -0.0257931
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0430
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7010
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    0.248
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.98946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 'Flack HD(1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2481
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
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calc w=1/[\s^2^(Fo^2^)+(0.0403P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3
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_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0916
_reflns_number_gt                2062
_reflns_number_total             2481
_reflns_threshold_expression     >2sigma(I)
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