N-Heterocyclic carbene phosphaketene adducts as precursors to carbene-phosphinidene adducts and a rearranged π-system.
Li, Zhongshu; Chen, Xiaodan; Li, Yaqi; Su, Cheng-Yong; Grützmacher, Hansjörg; Chemical communications (Cambridge, England) 52 (2016) 11343–11346; doi:10.1039/c6cc05916c

data_7124965
_publ_section_title
;
 N-Heterocyclic carbene phosphaketene adducts as precursors to
 carbene-phosphinidene adducts and a rearranged \p-system.
;
_journal_issue                   76
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11343
_journal_page_last               11346
_journal_paper_doi               10.1039/c6cc05916c
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C45 H51 N2 P Sn, C4 H10 O'
_chemical_formula_sum            'C49 H61 N2 O P Sn'
_chemical_formula_weight         843.65
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-02-07
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-09-18 deposited with the CCDC.
2016-08-09 downloaded from the CCDC.
;
_cell_angle_alpha                91.4216(14)
_cell_angle_beta                 92.8956(14)
_cell_angle_gamma                110.2887(17)
_cell_formula_units_Z            2
_cell_length_a                   10.64809(19)
_cell_length_b                   11.6076(2)
_cell_length_c                   19.4163(3)
_cell_measurement_reflns_used    25345
_cell_measurement_temperature    292.34(10)
_cell_measurement_theta_max      65.4140
_cell_measurement_theta_min      4.0370
_cell_volume                     2245.77(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      292.34(10)
_diffrn_detector_area_resol_mean 10.6525
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
  1 omega -110.00  -17.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.2474  -57.0000 -120.0000 93

  2 omega  -92.00  -10.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.2474  125.0000   30.0000 82

  3 omega  -50.00   31.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.2474   38.0000   30.0000 81

  4 omega   28.00   90.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.7932  -45.0000   90.0000 62

  5 omega   23.00  122.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.7932 -125.0000  150.0000 99

  6 omega   65.00  146.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.7932   45.0000  -30.0000 81

  7 omega   47.00  120.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.7932  -77.0000 -180.0000 73

  8 omega   15.00   91.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.7932  -30.0000  -30.0000 76

  9 omega   29.00  101.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.7932  -95.0000    0.0000 72

 10 omega   15.00  121.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.7932  -15.0000  150.0000 106

 11 omega -112.00  -15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4974  -57.0000  -60.0000 97

 12 omega -112.00  -15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4974  -57.0000  150.0000 97

 13 omega -115.00  -10.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4974  -77.0000   60.0000 105

 14 omega   61.00  158.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   61.0000 -180.0000 97

 15 omega   61.00  158.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   61.0000 -120.0000 97

 16 omega   61.00  158.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   61.0000   30.0000 97

 17 omega   57.00  162.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   77.0000  -30.0000 105

 18 omega   57.00  162.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   77.0000   60.0000 105

 19 omega   61.00  158.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   61.0000  120.0000 97

 20 omega -115.00  -10.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4974  -77.0000  150.0000 105

 21 omega   10.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.4974   77.0000    0.0000 105

 22 omega   23.00   97.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.4974 -125.0000  -90.0000 74

 23 omega   61.00  158.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   61.0000  150.0000 97

 24 omega   61.00  158.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   61.0000 -150.0000 97

 25 omega   94.00  160.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682  125.0000   60.0000 66

 26 omega   57.00  142.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   77.0000   30.0000 85

 27 omega   57.00  162.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       88.1682   77.0000  -90.0000 105
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0501825000
_diffrn_orient_matrix_UB_12      -0.0096021000
_diffrn_orient_matrix_UB_13      -0.0722169000
_diffrn_orient_matrix_UB_21      0.0261444000
_diffrn_orient_matrix_UB_22      0.1377953000
_diffrn_orient_matrix_UB_23      -0.0086567000
_diffrn_orient_matrix_UB_31      0.1438267000
_diffrn_orient_matrix_UB_32      0.0313563000
_diffrn_orient_matrix_UB_33      0.0321589000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.935
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            35617
_diffrn_reflns_point_group_measured_fraction_full 0.935
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         65.388
_diffrn_reflns_theta_min         4.065
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.127
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.584
_refine_diff_density_min         -1.497
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     464
_refine_ls_number_reflns         7579
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0341
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0587P)^2^+3.6116P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0952
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7316
_reflns_number_total             7579
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc05916c2.cif
_cod_data_source_block           exp_2095
_cod_database_code               7124965
_shelxl_version_number           2014-3
_chemical_oxdiff_formula         'C H O N P Sn'
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_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. Uiso/Uaniso restraints and constraints
Uanis(C102) = Uanis(C103) = Uanis(C100) = Uanis(C101) = Uanis(O104)
3.a Free rotating group:
 O104(C103,C102,C101,C100)
3.b Ternary CH refined with riding coordinates:
 C25(H25), C10(H10), C22(H22), C13(H13)
3.c Secondary CH2 refined with riding coordinates:
 C102(H10D,H10E), C101(H10F,H10G)
3.d Aromatic/amide H refined with riding coordinates:
 C33(H33), C35(H35), C41(H41), C39(H39), C2(H2), C19(H19), C20(H20), C3(H3),
 C45(H45), C29(H29), C8(H8), C32(H32), C18(H18), C31(H31), C7(H7), C44(H44),
 C38(H38), C6(H6), C42(H42), C37(H37), C43(H43), C30(H30), C36(H36)
3.e Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C12(H12A,H12B,H12C), C24(H24A,H24B,H24C), C27(H27A,H27B,
 H27C), C23(H23A,H23B,H23C), C15(H15A,H15B,H15C), C11(H11A,H11B,H11C), C14(H14A,
 H14B,H14C), C103(H10A,H10B,H10C), C100(H10H,H10I,H10J)
;
_olex2_date_sample_data_collection 2015-07-25
_olex2_submission_special_instructions 'No special instructions were received'