Rhodium-Catalyzed Direct Bis-cyanation of Arylimidazo[1,2-α]pyridine via Double C-H Activation.
Zhu, Xinju; Shen, Xiao-Jing; Tian, Zi-Yao; Lu, Shuai; Tian, Lu-Lu; Liu, Wen-Bo; Song, Bing; Hao, Xin-Qi; The Journal of organic chemistry 82 (2017) 6022–6031; doi:10.1021/acs.joc.6b03036

data_4032751
_publ_section_title
;
 Rhodium-Catalyzed Direct Bis-cyanation of Arylimidazo[1,2-\a]pyridine via
 Double C-H Activation.
;
_journal_issue                   12
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              6022
_journal_page_last               6031
_journal_paper_doi               10.1021/acs.joc.6b03036
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C15 H8 N4'
_chemical_formula_sum            'C15 H8 N4'
_chemical_formula_weight         244.25
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_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
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Olex2 1.2
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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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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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  3 omega  -28.00    0.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  5 omega   61.00  101.00   1.0000    1.0000
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  6 omega   39.00   65.00   1.0000    1.0000
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  7 omega   19.00   44.00   1.0000    1.0000
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  8 omega   82.00  110.00   1.0000    1.0000
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  9 omega   23.00   70.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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 10 omega   64.00  104.00   1.0000    1.0000
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 11 omega   84.00  175.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
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 12 omega   92.00  167.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   90.0000 75

 13 omega   38.00   67.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
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 14 omega   81.00  106.00   1.0000    2.0000
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    -      108.0000  -94.0000  -60.0000 25

 15 omega  101.00  127.00   1.0000    2.0000
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 17 omega   50.00  137.00   1.0000    2.0000
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 18 omega   56.00   86.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
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 19 omega   44.00   86.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
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 20 omega   38.00   70.00   1.0000    2.0000
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_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_orient_matrix_UB_11      0.0173957000
_diffrn_orient_matrix_UB_12      0.0743841000
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_diffrn_orient_matrix_UB_21      0.0413835000
_diffrn_orient_matrix_UB_22      0.1175232000
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_diffrn_radiation_monochromator  graphite
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_diffrn_reflns_Laue_measured_fraction_full 0.971
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_diffrn_reflns_number            4242
_diffrn_reflns_point_group_measured_fraction_full 0.971
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_diffrn_reflns_theta_full        67.053
_diffrn_reflns_theta_max         67.053
_diffrn_reflns_theta_min         5.222
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.673
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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.
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_exptl_crystal_density_diffrn    1.333
_exptl_crystal_description
;
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_exptl_crystal_F_000             504
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_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
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_refine_ls_number_parameters     173
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_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0700
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0993P)^2^+0.5725P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_cod_database_code               4032751
_chemical_oxdiff_formula         C1H1O1N1
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_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C6(H6), C10(H10), C11(H11), C12(H12)
;
_shelx_res_checksum              61414
_shelx_hkl_checksum              22278
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'