[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_7119613
_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         'C40 H36 N2 O2 S'
_chemical_formula_sum            'C40 H36 N2 O2 S'
_chemical_formula_weight         608.77
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_primary     direct
_audit_creation_date             2016-08-23
_audit_creation_method
;
  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                87.217(4)
_cell_angle_beta                 82.180(4)
_cell_angle_gamma                66.748(4)
_cell_formula_units_Z            4
_cell_length_a                   12.3872(6)
_cell_length_b                   14.0558(6)
_cell_length_c                   20.5038(10)
_cell_measurement_reflns_used    6177
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.6710
_cell_measurement_theta_min      3.3070
_cell_volume                     3249.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_molecular_graphics
;
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
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_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 0.9986
_diffrn_measured_fraction_theta_max 0.8418
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -51.00  47.00   1.00   28.07    --   19.59 -77.00   0.00   98
  2  \w    -19.00  59.00   1.00   28.07    --   19.59 -99.00-150.00   78
  3  \w     20.00  52.00   1.00   28.07    --  -19.90   0.00-180.00   32
  4  \w    -12.00  14.00   1.00   28.07    --  -19.90  77.00-150.00   26
  5  \w    -49.00 -23.00   1.00   28.07    --  -19.90  77.00-150.00   26
  6  \w    -93.00 -29.00   1.00   28.07    --  -19.90   0.00-180.00   64
  7  \w    -87.00  -4.00   1.00   28.07    --  -19.90 -77.00 -90.00   83
  8  \w    -10.00  80.00   1.00   28.07    --   19.59  77.00 120.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0436668000
_diffrn_orient_matrix_UB_12      -0.0018610000
_diffrn_orient_matrix_UB_13      0.0256946000
_diffrn_orient_matrix_UB_21      0.0336916000
_diffrn_orient_matrix_UB_22      0.0061462000
_diffrn_orient_matrix_UB_23      0.0235926000
_diffrn_orient_matrix_UB_31      -0.0301045000
_diffrn_orient_matrix_UB_32      0.0545481000
_diffrn_orient_matrix_UB_33      -0.0015821000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            30683
_diffrn_reflns_theta_full        29.190
_diffrn_reflns_theta_max         29.19
_diffrn_reflns_theta_min         2.92
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.2444
_exptl_crystal_description       block
_exptl_crystal_F_000             1288.0
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.8155
_refine_diff_density_min         -0.6922
_refine_diff_density_rms         0.1116
_refine_ls_d_res_high            0.7285
_refine_ls_d_res_low             6.9852
_refine_ls_goodness_of_fit_ref   1.0580
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    126
_refine_ls_number_parameters     818
_refine_ls_number_reflns         17566
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0580
_refine_ls_R_factor_all          0.1364
_refine_ls_R_factor_gt           0.0713
_refine_ls_shift/su_max          0.0122
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0532P)^2^+0.3849P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1829
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -15
_reflns_limit_k_max              18
_reflns_limit_k_min              -19
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                7859
_reflns_number_total             17566
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6cc07874e2.cif
_cod_data_source_block           SN1
_cod_database_code               7119613
_chemical_oxdiff_formula         'C14 H12 N2 S1 O2'
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H7 of C7, H14 of C14, H37 of C37, {H38a,H38b} of C38, H40 of C40, H41 of
  C41, H46 of C46, H48 of C48, H49 of C49, H50 of C50, H51 of C51, H52 of C52,
  H53 of C53, H54 of C54, H56 of C56, H59 of C59, H62 of C62, H64 of C64, H69
  of C69, H72 of C72, H82 of C82, H83 of C83, H84 of C84, H86 of C86, H78 of
  C78, H80 of C80, H81 of C81, H16 of C16, H25 of C25, H28 of C28, H31 of C31,
  H35 of C35, {H39a,H39b} of C39, H43 of C43, H45 of C45, H55 of C55, H58 of
  C58, H63 of C63, H66 of C66, H68 of C68, H70 of C70, H71 of C71, H74 of C74,
  H75 of C75, H76 of C76, H77 of C77
 At 1.5 times of:
  {H44a,H44b,H44c} of C44, {H57a,H57b,H57c} of C57, {H10a,H10b,H10c} of C102,
  {H85a,H85b,H85c} of C85, {H87a,H87b,H87c} of C87, {H61a,H61b,H61c} of C61,
  {H65a,H65b,H65c} of C65, {H79a,H79b,H79c} of C79
2.a Ternary CH refined with riding coordinates:
 C14(H14), C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C38(H38a,H38b), C39(H39a,H39b)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C37(H37), C40(H40), C41(H41), C46(H46), C48(H48), C49(H49), C50(H50),
 C51(H51), C52(H52), C53(H53), C54(H54), C56(H56), C59(H59), C62(H62), C64(H64),
  C69(H69), C72(H72), C78(H78), C80(H80), C81(H81), C25(H25), C28(H28),
 C31(H31), C35(H35), C43(H43), C45(H45), C55(H55), C58(H58), C63(H63), C66(H66),
  C68(H68), C70(H70), C71(H71), C74(H74), C75(H75), C76(H76), C77(H77),
 C82(H82), C83(H83), C84(H84), C86(H86)
2.d Idealised Me refined as rotating group:
 C44(H44a,H44b,H44c), C57(H57a,H57b,H57c), C85(H85a,H85b,H85c), C87(H87a,H87b,
 H87c), C61(H61a,H61b,H61c), C65(H65a,H65b,H65c), C79(H79a,H79b,H79c),
 C102(H10a,H10b,H10c)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.743