Cascade intramolecular imidoylation and C−H activation/annulat-ion of benzimidoyl chlorides with alkynes: one-pot synthesis of 7H-dibenzo[de,h]quinoline analogues
Liu, Jiao; Fang, Hao; Cheng, Rui; Wang, Zhishuo; Yang, Yudong; You, Jingsong; Chemical Communications  (2019) –; doi:10.1039/C9CC03400E

data_7123562
_publ_section_title
;
 Cascade intramolecular imidoylation and C&#x2212;H activation/annulat-ion
 of benzimidoyl chlorides with alkynes: one-pot synthesis of
 7H-dibenzo[de,h]quinoline analogues
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC03400E
_journal_year                    2019
_chemical_formula_moiety         'C29 H19 F N2'
_chemical_formula_sum            'C29 H19 F N2'
_chemical_formula_weight         414.46
_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'
_atom_sites_solution_hydrogens   geom
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Olex2 1.2
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2019-02-26 deposited with the CCDC.    2019-05-28 downloaded from the CCDC.
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
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;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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omega____ theta____ kappa____ phi______ frames
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  5 omega   17.00  105.00   1.0000    1.4700
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  6 omega   18.00   86.00   1.0000    1.4700
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  7 omega   19.00  103.00   1.0000    1.4700
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  8 omega  -31.00   53.00   1.0000    1.4700
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  9 omega    9.00  104.00   1.0000    1.4700
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 10 omega   41.00  126.00   1.0000    5.8800
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 11 omega   38.00   91.00   1.0000    5.8800
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 12 omega   38.00   91.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
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 13 omega   38.00  116.00   1.0000    5.8800
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 14 omega   87.00  178.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
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 15 omega   38.00   91.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
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 16 omega   38.00   91.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
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 17 omega   40.00  135.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -120.0000 95

 18 omega   39.00  109.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
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 19 omega   39.00  109.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
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 20 omega   91.00  176.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
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 21 omega  100.00  178.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -60.0000 78

 22 omega   40.00   98.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
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 23 omega   40.00   98.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 58

 24 omega   38.00  116.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  120.0000 78

 25 omega   87.00  178.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -60.0000 91

 26 omega    9.00  104.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000  -30.0000 95

 27 omega  -31.00   53.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -57.0000    0.0000 84

 28 omega  -33.00   55.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -38.0000 -150.0000 88

 29 omega   19.00  103.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   57.0000  150.0000 84

 30 omega    9.00  104.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000 -120.0000 95

 31 omega   19.00  103.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   57.0000   90.0000 84
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
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Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.1030P)^2^+0.0960P] where P=(Fo^2^+2Fc^2^)/3'
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00K(H00A,H00B), C00Q(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00H(H00H), C00I(H00I), C00J(H00J), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R), C00S(H00S), C00T(H00T),
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;
_shelx_res_checksum              2685
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_olex2_date_sample_data_collection 2017-01-04
_olex2_submission_special_instructions 'No special instructions were received'