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_7124967
_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         '4(C39 H39 N2 P Sn), C4 H10 O'
_chemical_formula_sum            'C160 H164 N8 O1.5 P4 Sn4'
_chemical_formula_weight         2821.62
_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   mixed
_atom_sites_solution_primary     direct
_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                111.389(3)
_cell_angle_beta                 94.838(2)
_cell_angle_gamma                110.638(3)
_cell_formula_units_Z            1
_cell_length_a                   13.0114(3)
_cell_length_b                   17.0048(5)
_cell_length_c                   18.7117(5)
_cell_measurement_reflns_used    14362
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.7850
_cell_measurement_theta_min      3.2620
_cell_volume                     3498.2(2)
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 10.6525
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.795
_diffrn_measurement_details
;
  1 omega  -59.00   36.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6647  -57.0000  -90.0000 95

  2 omega  -20.00   51.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6647  -99.0000 -180.0000 71

  3 omega  -14.00   78.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6647   57.0000   60.0000 92
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0179465000
_diffrn_orient_matrix_UB_12      -0.0209201000
_diffrn_orient_matrix_UB_13      -0.0419089000
_diffrn_orient_matrix_UB_21      -0.0340876000
_diffrn_orient_matrix_UB_22      -0.0425396000
_diffrn_orient_matrix_UB_23      0.0008034000
_diffrn_orient_matrix_UB_31      -0.0460941000
_diffrn_orient_matrix_UB_32      0.0131259000
_diffrn_orient_matrix_UB_33      0.0023557000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0173
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.795
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            25463
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.795
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.981
_diffrn_reflns_theta_min         2.808
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.807
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85423
_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    1.339
_exptl_crystal_description       block
_exptl_crystal_F_000             1452
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         1.228
_refine_diff_density_min         -0.842
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     774
_refine_ls_number_reflns         16210
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.150
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0326
_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^)+(0.0240P)^2^+1.6320P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0704
_refine_ls_wR_factor_ref         0.0761
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13745
_reflns_number_total             16210
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc05916c2.cif
_cod_data_source_block           exp_2231
_cod_original_cell_volume        3498.22(18)
_cod_original_formula_sum        'C160 H164 N8 O1.50 P4 Sn4'
_cod_database_code               7124967
_shelxl_version_number           2014-3
_chemical_oxdiff_formula         'C H N O P Sn'
_reflns_odcompleteness_completeness 98.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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
Uiso(O2) = Uiso(C1A) = Uiso(C1B) = Uiso(C1C) = Uiso(C1D)
Uanis(C46) = Uanis(C47) = Uanis(C48) = Uanis(C43) = Uanis(C44) = Uanis(C45)
3. Others
 Fixed Sof: O2(0.5) C1A(0.5) H1AA(0.5) H1AB(0.5) H1AC(0.5) C1B(0.5) H1BA(0.5)
 H1BB(0.5) C1C(0.5) H1CA(0.5) H1CB(0.5) C1D(0.5) H1DA(0.5) H1DB(0.5) H1DC(0.5)
4.a Free rotating group:
 O2(C1A,C1B,C1C,C1D)
4.b Secondary CH2 refined with riding coordinates:
 C1B(H1BA,H1BB), C1C(H1CA,H1CB)
4.c Aromatic/amide H refined with riding coordinates:
 C42(H42), C6(H6), C74(H74), C15(H15), C39(H39), C22(H22), C56(H56), C23(H23),
 C78(H78), C41(H41), C45(H45), C25(H25), C62(H62), C77(H77), C33(H33), C38(H38),
  C3(H3), C76(H76), C8(H8), C26(H26), C37(H37), C17(H17), C68(H68), C2(H2),
 C24(H24), C75(H75), C66(H66), C31(H31), C65(H65), C54(H54), C30(H30), C72(H72),
  C69(H69), C63(H63), C70(H70), C47(H47), C64(H64), C29(H29), C71(H71), C32(H32)
4.d Idealised Me refined as rotating group:
 C60(H60A,H60B,H60C), C12(H12A,H12B,H12C), C10(H10A,H10B,H10C), C19(H19A,H19B,
 H19C), C58(H58A,H58B,H58C), C51(H51A,H51B,H51C), C49(H49A,H49B,H49C), C59(H59A,
 H59B,H59C), C11(H11A,H11B,H11C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C),
 C50(H50A,H50B,H50C), C1A(H1AA,H1AB,H1AC), C1D(H1DA,H1DB,H1DC)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2015-08-28
_olex2_submission_special_instructions 'No special instructions were received'