Cu(II)-catalyzed cross-dehydrogenative coupling reaction of N’-acyl arylhydrazines and phosphites
Zhang, Ji-Quan; Xiong, Yan-Shi; Chan, Albert S. C.; Lu, Gui; RSC Adv.  (2016) –; doi:10.1039/C6RA13931K

data_7226441
_publ_section_title
;
 Cu(II)-catalyzed cross-dehydrogenative coupling reaction of
 N&#x2019;-acyl arylhydrazines and phosphites
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA13931K
_journal_year                    2016
_chemical_formula_moiety         'C17 H29 N2 O5 P'
_chemical_formula_sum            'C17 H29 N2 O5 P'
_chemical_formula_weight         372.40
_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_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_primary     iterative
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Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
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_audit_update_record
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2016-05-28 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;
_cell_angle_alpha                68.269(5)
_cell_angle_beta                 72.364(6)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
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  1 omega  -68.00   30.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.2034   57.0000  -60.0000 98

  2 omega  -69.00  -34.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -95.0000   45.0000  -90.0000 35

  3 omega  -72.00  -20.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -95.0000   77.0000   60.0000 52

  4 omega  -68.00  -21.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -95.0000   30.0000  150.0000 47

  5 omega -112.00  -18.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.2034  -57.0000  150.0000 94

  6 omega -120.00  -94.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -95.0000   77.0000   60.0000 26

  7 omega -122.00  -86.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -95.0000  125.0000   90.0000 36

  8 omega -116.00  -82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.2034  -99.0000 -120.0000 34

  9 omega   31.00   97.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       42.2034 -125.0000 -180.0000 66

 10 omega   44.00   99.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -94.0000 -150.0000 55

 11 omega   46.00   71.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -45.0000  -60.0000 25

 12 omega   41.00   67.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -77.0000    0.0000 26

 13 omega   86.00  133.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -77.0000    0.0000 47

 14 omega   53.00  178.00   1.0000    3.0000
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 16 omega   33.00   73.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -45.0000 -150.0000 40

 17 omega   29.00  109.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -94.0000  -60.0000 80

 18 omega   25.00   62.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -30.0000  -30.0000 37

 19 omega   30.00   55.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -30.0000    0.0000 25

 20 omega   23.00   65.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -30.0000  -90.0000 42

 21 omega   23.00   64.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -30.0000  120.0000 41

 22 omega   15.00   83.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -94.0000  150.0000 68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0466043000
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_diffrn_orient_matrix_UB_31      -0.0112572000
_diffrn_orient_matrix_UB_32      0.1551033000
_diffrn_orient_matrix_UB_33      -0.0652611000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_unetI/netI     0.0262
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_diffrn_reflns_limit_l_max       13
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_diffrn_reflns_number            7674
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_diffrn_reflns_theta_max         71.60
_diffrn_reflns_theta_min         4.35
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.453
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_F_000             401.8586
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
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_refine_ls_d_res_low             10.1625
_refine_ls_goodness_of_fit_ref   1.0520
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
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_refine_ls_R_factor_all          0.0365
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_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0429P)^2^+0.3188P] where P=(Fo^2^+2Fc^2^)/3'
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_cod_database_code               7226441
_reflns_odcompleteness_completeness 99.69
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C5(H5)
2.b Aromatic/amide H refined with riding coordinates:
 N7(H7), C14(H14), C15(H15), C16(H16), C17(H17), C13(H13)
2.c Idealised Me refined as rotating group:
 C4(H4a,H4b,H4c), C11(H11a,H11b,H11c), C9(H9a,H9b,H9c), C6(H6a,H6b,H6c),
 C3(H3a,H3b,H3c), C10(H10a,H10b,H10c), C2(H2a,H2b,H2c)
;
_olex2_submission_special_instructions 'No special instructions were received'