Rh(III)-Catalyzed [4 + 1]-Annulation of Azoxy Compounds with Alkynes: A Regioselective Approach to 2H-Indazoles.
Long, Zhen; Yang, Yudong; You, Jingsong; Organic letters 19 (2017) 2781–2784; doi:10.1021/acs.orglett.7b00982

data_1556047
_publ_section_title
;
 Rh(III)-Catalyzed [4 + 1]-Annulation of Azoxy Compounds with Alkynes: A
 Regioselective Approach to 2H-Indazoles.
;
_journal_issue                   11
_journal_name_full               'Organic letters'
_journal_page_first              2781
_journal_page_last               2784
_journal_paper_doi               10.1021/acs.orglett.7b00982
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C19 H26 Cl N2 O Rh'
_chemical_formula_sum            'C19 H26 Cl N2 O Rh'
_chemical_formula_weight         436.78
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
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_audit_creation_date             2016-12-05
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Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
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_cell_length_c                   29.6614(17)
_cell_measurement_reflns_used    4927
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.4210
_cell_measurement_theta_min      4.0520
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_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
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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)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_diffrn_measurement_details
;
  1 omega   23.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421 -125.0000 -150.0000 66

  2 omega   19.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000   30.0000 84

  3 omega   23.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421 -125.0000   90.0000 66

  4 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -99.0000  -60.0000 74

  5 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -99.0000    0.0000 74

  6 omega   39.00  109.00   1.0000    3.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 70

  7 omega   38.00   91.00   1.0000    3.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

  8 omega   38.00   91.00   1.0000    3.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

  9 omega   38.00   91.00   1.0000    3.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 53

 10 omega   39.00  109.00   1.0000    3.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   30.0000 70

 11 omega   91.00  176.00   1.0000    3.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -30.0000 85

 12 omega    9.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   77.0000  120.0000 95

 13 omega    9.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   77.0000 -120.0000 95

 14 omega  -33.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -38.0000 -150.0000 88

 15 omega   19.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000 -150.0000 84

 16 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   38.0000    0.0000 88

 17 omega   87.00  151.00   1.0000    3.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000 -180.0000 64
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_orient_matrix_UB_21      -0.1086732000
_diffrn_orient_matrix_UB_22      -0.0776156000
_diffrn_orient_matrix_UB_23      -0.0007621000
_diffrn_orient_matrix_UB_31      -0.1562783000
_diffrn_orient_matrix_UB_32      0.0533615000
_diffrn_orient_matrix_UB_33      -0.0060898000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1677
_diffrn_reflns_av_unetI/netI     0.0675
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
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_diffrn_reflns_number            17795
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_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        65.072
_diffrn_reflns_theta_max         65.072
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_diffrn_source                   'Enhance (Cu) X-ray Source'
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_exptl_absorpt_correction_T_max  1.00000
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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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
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_exptl_crystal_description       plate
_exptl_crystal_F_000             1792
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_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
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_refine_ls_wR_factor_ref         0.2881
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00H(H00N)
2.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C00G(H00M), C00M(H00U), C00O(H00Y)
2.c Idealised Me refined as rotating group:
 C00B(H00A,H00B,H00C), C00C(H00D,H00E,H00F), C00D(H00G,H00H,H00I), C00E(H00J,
 H00K,H00L), C00I(H00O,H00P,H00Q), C00K(H00R,H00S,H00T), C00N(H00V,H00W,H00X)
;
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_olex2_date_sample_data_collection 2016-12-03
_olex2_submission_special_instructions 'No special instructions were received'