Diastereoselective Pd(II)-Catalyzed sp<sup>3</sup> C-H Arylation Followed by Ring Opening of Cyclopropanecarboxamides: Construction of anti β-Acyloxy Carboxamide Derivatives.
Gopalakrishnan, Bojan; Mohan, Sruthi; Parella, Ramarao; Babu, Srinivasarao Arulananda; The Journal of organic chemistry 81 (2016) 8988–9005; doi:10.1021/acs.joc.6b01635

data_4037164
_publ_section_title
;
 Diastereoselective Pd(II)-Catalyzed sp<sup>3</sup> C-H Arylation Followed
 by Ring Opening of Cyclopropanecarboxamides: Construction of anti
 \b-Acyloxy Carboxamide Derivatives.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              8988
_journal_page_last               9005
_journal_paper_doi               10.1021/acs.joc.6b01635
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C31 H29 N O3 S'
_chemical_formula_sum            'C31 H29 N O3 S'
_chemical_formula_weight         495.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_audit_creation_date             2013-03-23T12:43:18-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 93.161(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.9914(6)
_cell_length_b                   9.7455(4)
_cell_length_c                   19.6450(7)
_cell_measurement_reflns_used    2231
_cell_measurement_temperature    298
_cell_measurement_theta_max      19.103
_cell_measurement_theta_min      2.548
_cell_volume                     2674.58(19)
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
        H. Puschmann, in preparation, 2011)
;
_computing_structure_solution
;
        SHELXS, G.M. Sheldrick, Acta Cryst.
        (2008). A64, 112-122
;
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.972205
_diffrn_measured_fraction_theta_max 0.972205
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           'MO K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15225
_diffrn_reflns_theta_full        25.00126
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         1.04
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6492
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        SADABS-2008/1 (Bruker,2008) was used for absorption correction.
        R(int) was 0.1014 before and 0.0843 after correction.
        The Ratio of minimum to maximum transmission is 0.8712.
        The \l/2 correction factor is 0.0015.
;
_exptl_crystal_density_diffrn    1.2308
_exptl_crystal_description       block
_exptl_crystal_F_000             1048.9579
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.368719
_refine_diff_density_min         -0.440192
_refine_diff_density_rms         0.091451
_refine_ls_goodness_of_fit_ref   0.996549
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    46
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4582
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.996549
_refine_ls_R_factor_all          0.147786
_refine_ls_R_factor_gt           0.063522
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0801P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.185048
_reflns_number_gt                2191
_reflns_number_total             4582
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            jo6b01635_si_002.cif
_cod_data_source_block           pr948c2_0m
_cod_database_code               4037164