Synthesis of indolines via a palladium/norbornene-catalyzed reaction of aziridines with aryl iodides.
Liu, Ce; Liang, Yujie; Zheng, Nian; Zhang, Bo-Sheng; Feng, Yuan; Bi, Siwei; Liang, Yong-Min; Chemical communications (Cambridge, England) 54 (2018) 3407–3410; doi:10.1039/C8CC01062E

data_7121390
_publ_section_title
;
 Synthesis of indolines via a palladium/norbornene-catalyzed reaction of
 aziridines with aryl iodides.
;
_journal_issue                   27
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3407
_journal_page_last               3410
_journal_paper_doi               10.1039/C8CC01062E
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C35 H35 N3 O2 Pd S, C3 H7 N O'
_chemical_formula_sum            'C38 H42 N4 O3 Pd S'
_chemical_formula_weight         741.26
_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
_audit_creation_date             2018-02-06
_audit_creation_method
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Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2018-02-06 deposited with the CCDC.
2018-03-12 downloaded from the CCDC.
;
_cell_angle_alpha                66.531(8)
_cell_angle_beta                 75.760(6)
_cell_angle_gamma                88.492(5)
_cell_formula_units_Z            2
_cell_length_a                   10.2072(5)
_cell_length_b                   13.9301(10)
_cell_length_c                   15.1016(13)
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_cell_measurement_temperature    173
_cell_measurement_theta_max      69.6850
_cell_measurement_theta_min      4.8360
_cell_volume                     1902.9(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
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omega____ theta____ kappa____ phi______ frames
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  2 omega  -76.00  -34.00   1.5000    1.5000
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  5 omega  -22.00   14.00   1.5000    1.5000
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  6 omega  -65.00  -29.00   1.5000    1.5000
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  7 omega   32.00  122.00   1.5000    1.5000
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  8 omega    3.00   30.00   1.5000    1.5000
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  9 omega   36.00   61.50   1.5000    1.5000
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 10 omega  -13.00   75.50   1.5000    1.5000
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 11 omega  -13.00   72.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000  -60.0000 57

 12 omega  104.00  129.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000    0.0000 17

 13 omega   44.00  138.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -180.0000 63

 14 omega   65.00   92.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  -60.0000 18

 15 omega   34.00   88.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000    0.0000 36

 16 omega   64.00   89.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000  -30.0000 17

 17 omega   43.00   91.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -180.0000 32

 18 omega   82.00  113.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 21

 19 omega   46.00  103.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000  -90.0000 38

 20 omega  139.00  175.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -60.0000 24

 21 omega   34.00   94.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000   60.0000 40

 22 omega  104.00  129.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -60.0000 17

 23 omega   82.00  110.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000  -30.0000 19

 24 omega  125.00  150.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000  -30.0000 17

 25 omega   76.00  112.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  120.0000 24

 26 omega  100.00  169.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   25.0000   60.0000 46

 27 omega  119.00  144.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   12.0000  120.0000 17

 28 omega   35.00   92.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  120.0000 38

 29 omega   63.00  111.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000    0.0000 32

 30 omega   42.00  118.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -63.0000    0.0000 51

 31 omega   35.00   81.50   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  -90.0000 31

 32 omega   87.00  144.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000  -60.0000 38

 33 omega   67.00  106.00   1.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -63.0000   60.0000 26
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
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_diffrn_orient_matrix_UB_33      0.0513964000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_limit_h_max       11
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_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.753
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
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_exptl_crystal_density_diffrn    1.2936
_exptl_crystal_description       block
_exptl_crystal_F_000             771.0106
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_restrained_S_all      1.0414
_refine_ls_R_factor_all          0.0338
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_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0512P)^2^+1.4454P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0873
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_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                6157
_reflns_number_total             6479
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c8cc01062e2.cif
_cod_data_source_block           liuc_3
_cod_depositor_comments
'Adding full bibliography for 7121384--7121390.cif.'
_cod_database_code               7121390
_reflns_odcompleteness_completeness 96.45
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C2(H2), C5(H5), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3a,H3b), C4(H4a,H4b), C7(H7a,H7b), C15(H15a,H15b), C16(H16a,H16b)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C18(H18), C19(H19), C21(H21), C22(H22),
 C24(H24), C25(H25), C26(H26), C29(H29), C30(H30), C33(H33), C34(H34), C35(H35),
  C36(H36)
2.d Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c), C23(H23a,H23b,H23c), C37(H37a,H37b,H37c), C38(H38a,H38b,
 H38c)
;
_olex2_date_sample_data_collection 2018-02-01
_olex2_submission_special_instructions 'No special instructions were received'