Synthesis of Spiro[indazole-3,3'-indolin]-2'-ones via [3 + 2] Dipolar Cycloaddition of Arynes with 3-Diazoindolin-2-ones and Indazolo[2,3-c]quinazolin-6(5H)-ones by Subsequent Thermal Isomerization.
Cheng, Bin; Zu, Bing; Bao, Bian; Li, Yun; Wang, Renqi; Zhai, Hongbin; The Journal of organic chemistry 82 (2017) 8228–8233; doi:10.1021/acs.joc.7b00990

data_4032646
_publ_section_title
;
 Synthesis of Spiro[indazole-3,3'-indolin]-2'-ones via [3 + 2] Dipolar
 Cycloaddition of Arynes with 3-Diazoindolin-2-ones and
 Indazolo[2,3-c]quinazolin-6(5H)-ones by Subsequent Thermal Isomerization.
;
_journal_issue                   15
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              8228
_journal_page_last               8233
_journal_paper_doi               10.1021/acs.joc.7b00990
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C21 H15 N3 O'
_chemical_formula_sum            'C21 H15 N3 O'
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_space_group_crystal_system      triclinic
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Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
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CrysAlisPro, Agilent Technologies,
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CrysAlisPro, Agilent Technologies,
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  1 omega   -9.00   18.30   1.9500    2.5000
omega____ theta____ kappa____ phi______ frames
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  2 omega  -47.00   50.50   1.9500    2.5000
omega____ theta____ kappa____ phi______ frames
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  3 omega   15.00   87.15   1.9500    2.5000
omega____ theta____ kappa____ phi______ frames
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  4 omega   27.00   95.25   1.9500    2.5000
omega____ theta____ kappa____ phi______ frames
    -       27.0108   57.0000  -90.0000 35

  5 omega   37.00   93.55   1.9500    2.5000
omega____ theta____ kappa____ phi______ frames
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  6 omega  -89.00   14.35   1.9500    2.5000
omega____ theta____ kappa____ phi______ frames
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omega____ theta____ kappa____ phi______ frames
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_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_theta_max         26.018
_diffrn_reflns_theta_min         3.355
_diffrn_source                   'SuperNova (Mo) X-ray Source'
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CrysAlisPro, Agilent Technologies,
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Empirical absorption correction using spherical harmonics,
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_exptl_crystal_colour            'clear light colourless'
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'Adding full bibliography for 4032646--4032647.cif.'
_cod_original_cell_volume        834.6(5)
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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:
 C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C12(H12), C13(H13), C14(H14),
 C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
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