[3+2]-Annulation of platinum-bound azomethine ylides with distal C[double bond, length as m-dash]C bonds of N-allenamides.
Chakrabarty, Indradweep; Inamdar, Suleman M.; Akram, Manjur O.; Gade, Amol B.; Banerjee, Subhrashis; Bera, Saibal; Patil, Nitin T.; Chemical communications (Cambridge, England) 53 (2016) 196–199; doi:10.1039/c6cc07874e

data_7119614
_publ_section_title
;
 [3+2]-Annulation of platinum-bound azomethine ylides with distal C[double
 bond, length as m-dash]C bonds of N-allenamides.
;
_journal_issue                   1
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              196
_journal_page_last               199
_journal_paper_doi               10.1039/c6cc07874e
_journal_volume                  53
_journal_year                    2016
_chemical_formula_moiety         'C37 H29 N2 O2 S'
_chemical_formula_sum            'C37 H29 N2 O2 S'
_chemical_formula_weight         565.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-08-23
_audit_creation_method
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  Olex2 1.2-ac2
  (compiled Nov  7 2012 10:34:12, GUI svn.r4372)
;
_audit_update_record
;
2016-08-23 deposited with the CCDC.
2016-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.798(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.0963(19)
_cell_length_b                   5.7666(6)
_cell_length_c                   30.224(3)
_cell_measurement_reflns_used    4170
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      69.9770
_cell_measurement_theta_min      5.1990
_cell_volume                     2958.8(5)
_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
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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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_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
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O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_computing_structure_solution
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olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1640
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9981
_diffrn_measured_fraction_theta_max 0.9751
_diffrn_measurement_details
;
  1 omega   36.00   62.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000  -60.0000 26

  2 omega   28.00   90.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -       54.0000   37.0000  -90.0000 62

  3 omega   42.00   85.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000 -180.0000 43

  4 omega   41.00   95.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -180.0000 54

  5 omega   57.00   93.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  -60.0000 36

  6 omega   56.00  130.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -63.0000  -30.0000 74

  7 omega   42.00   93.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  120.0000 51

  8 omega   82.00  177.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -      108.0000   37.0000  150.0000 95

  9 omega  100.00  175.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000   90.0000 75

 10 omega   35.00   93.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000    0.0000 58

 11 omega   28.00  126.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -       54.0000   37.0000  120.0000 98

 12 omega   21.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   60.0000 48

 13 omega  -14.00   17.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   60.0000 31

 14 omega  -20.00    6.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   87.0000  -22.0000 26

 15 omega  -42.00  -17.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000   90.0000 25

 16 omega    3.00   95.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -99.0000  -30.0000 92

 17 omega   29.00   56.00   1.0000    3.2900
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  -60.0000 27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0637357000
_diffrn_orient_matrix_UB_12      -0.1896100000
_diffrn_orient_matrix_UB_13      -0.0075502000
_diffrn_orient_matrix_UB_21      0.0299741000
_diffrn_orient_matrix_UB_22      -0.1074794000
_diffrn_orient_matrix_UB_23      0.0455736000
_diffrn_orient_matrix_UB_31      -0.0572959000
_diffrn_orient_matrix_UB_32      0.1542783000
_diffrn_orient_matrix_UB_33      0.0224132000
_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  0.0343
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            10650
_diffrn_reflns_theta_full        70.9514
_diffrn_reflns_theta_max         70.95
_diffrn_reflns_theta_min         3.69
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.253
_exptl_absorpt_correction_T_max  0.882
_exptl_absorpt_correction_T_min  0.860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
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            colorless
_exptl_crystal_density_diffrn    1.2699
_exptl_crystal_description       needle
_exptl_crystal_F_000             1188.0
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.5359
_refine_diff_density_min         -0.6784
_refine_diff_density_rms         0.0792
_refine_ls_d_res_high            0.8156
_refine_ls_d_res_low             11.9680
_refine_ls_goodness_of_fit_ref   1.0365
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    55
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5550
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0365
_refine_ls_R_factor_all          0.0845
_refine_ls_R_factor_gt           0.0641
_refine_ls_shift/su_max          0.0022
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1120P)^2^+0.8094P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2096
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              20
_reflns_limit_h_min              -20
_reflns_limit_k_max              6
_reflns_limit_k_min              0
_reflns_limit_l_max              36
_reflns_limit_l_min              0
_reflns_number_gt                4038
_reflns_number_total             5692
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6cc07874e2.cif
_cod_data_source_block           INDRA
_cod_original_cell_volume        2958.8(6)
_cod_database_code               7119614
_chemical_oxdiff_formula         'C12 H14 N16 S2'
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  {H2a,H2b} of C2, H23 of C23, H19 of C19, H41 of C41, H26 of C26, H29 of C29,
   H34 of C34, H12 of C12, H13 of C13, H20 of C20, H25 of C25, H8 of C8, H35 of
  C35, H39 of C39, H28 of C28, H27 of C27, H6 of C6, H7 of C7, H38 of C38, H40
  of C40, H42 of C42, H9 of C9, H22 of C22, H21 of C21, H32 of C32
 At 1.5 times of:
  {H36a,H36b,H36c} of C36
2.a Ternary CH refined with riding coordinates:
 C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C23(H23), C19(H19), C41(H41), C9(H9), C42(H42), C40(H40), C38(H38),
 C7(H7), C6(H6), C27(H27), C21(H21), C22(H22), C28(H28), C39(H39), C35(H35),
 C8(H8), C25(H25), C20(H20), C26(H26), C34(H34), C29(H29), C32(H32)
2.d Idealised Me refined as rotating group:
 C36(H36a,H36b,H36c)
;