Pd(II)-Catalyzed Arylation and Intramolecular Amidation of γ-C(sp(3))-H Bonds: En Route to Arylheteroarylmethane and Pyrrolidone Ring Annulated Furan/Thiophene Scaffolds.
Parella, Ramarao; Babu, Srinivasarao Arulananda; The Journal of organic chemistry 82 (2017) 7123–7150; doi:10.1021/acs.joc.7b00582

data_4032598
_publ_section_title
;
 Pd(II)-Catalyzed Arylation and Intramolecular Amidation of \g-C(sp(3))-H
 Bonds: En Route to Arylheteroarylmethane and Pyrrolidone Ring Annulated
 Furan/Thiophene Scaffolds.
;
_journal_issue                   14
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              7123
_journal_page_last               7150
_journal_paper_doi               10.1021/acs.joc.7b00582
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C21 H14 N2 O S'
_chemical_formula_sum            'C21 H14 N2 O S'
_chemical_formula_weight         342.40
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
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_atom_sites_solution_primary     dual
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Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
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_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0719
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.957
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_diffrn_reflns_limit_l_min       -13
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_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.957
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_diffrn_reflns_theta_max         24.885
_diffrn_reflns_theta_min         1.789
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'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0646 before and 0.0475 after correction. The Ratio of minimum to maximum transmission is 0.8838. The \l/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear light colourless'
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_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.220
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_refine_ls_extinction_method     none
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0598P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1348
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1538
_reflns_number_total             2771
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           sci_272_pr_2770_c2_0m
_cod_depositor_comments
'Adding full bibliography for 4032597--4032598.cif.'
_cod_original_cell_volume        834.8(4)
_cod_database_code               4032598
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C20(H20), C17(H17), C18(H18), C19(H19), C2(H2), C7(H7), C5(H5),
 C12(H12), C4(H4), C6(H6), C3(H3), C11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'