Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C-C and C-S Bond Cleavages: Synthesis of N-Acylureas and Amides.
Maity, Rajib; Naskar, Sandip; Das, Indrajit; The Journal of organic chemistry 83 (2018) 2114–2124; doi:10.1021/acs.joc.7b03054

data_4033509
_publ_section_title
;
 Copper(II)-Catalyzed Reactions of \a-Keto Thioesters with Azides via C-C
 and C-S Bond Cleavages: Synthesis of N-Acylureas and Amides.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              2114
_journal_page_last               2124
_journal_paper_doi               10.1021/acs.joc.7b03054
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C9 H8 Cl N O'
_chemical_formula_sum            'C9 H8 Cl N O'
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_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
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_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5337)
;
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_diffrn_reflns_limit_l_min       -8
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_diffrn_reflns_point_group_measured_fraction_full 0.706
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_diffrn_reflns_theta_max         27.471
_diffrn_reflns_theta_min         2.972
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'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0932 before and 0.0263 after correction. The Ratio of minimum to maximum transmission is 0.7420. The \l/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear light colourless'
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_exptl_crystal_colour_modifier   light
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0840P)^2^+0.0910P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1264
_refine_ls_wR_factor_ref         0.1453
_reflns_Friedel_coverage         0.000
_reflns_number_gt                888
_reflns_number_total             1324
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           id_pkm36_0m
_cod_depositor_comments          'Adding full bibliography for 4033509.cif.'
_cod_database_code               4033509
_shelx_shelxl_version_number     2016/6
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C5(H5), C3(H3), C6(H6), C2(H2)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
;
_shelx_res_checksum              49966
_shelx_hkl_checksum              4879
_olex2_submission_special_instructions 'No special instructions were received'