From the parent phosphinidene-carbene adduct NHC[double bond, length as m-dash]PH to cationic P4-rings and P2-cycloaddition products.
Beil, Andreas; Gilliard, Robert J.; Grützmacher, Hansjörg; Dalton transactions (Cambridge, England : 2003) 45 (2016) 2044–2052; doi:10.1039/c5dt03014e

data_7036654
_publ_section_title
;
 From the parent phosphinidene-carbene adduct NHC[double bond, length as
 m-dash]PH to cationic P4-rings and P2-cycloaddition products.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2044
_journal_page_last               2052
_journal_paper_doi               10.1039/c5dt03014e
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'Cl4 Ga, C34 H48 N3 P2'
_chemical_formula_sum            'C34 H48 Cl4 Ga N3 P2'
_chemical_formula_weight         772.21
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-07-14
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-07-28 deposited with the CCDC.
2015-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.0700(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.7393(3)
_cell_length_b                   13.1426(2)
_cell_length_c                   16.1564(2)
_cell_measurement_reflns_used    7680
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.46
_cell_measurement_theta_min      2.64
_cell_volume                     3796.52(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device       'fixed chi three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART Apex2'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0684
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            24678
_diffrn_reflns_point_group_measured_fraction_full 0.892
_diffrn_reflns_point_group_measured_fraction_max 0.770
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.093
_diffrn_reflns_theta_min         1.923
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.118
_exptl_absorpt_correction_T_max  0.9667
_exptl_absorpt_correction_T_min  0.8132
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0678 before and 0.0610 after correction.
The Ratio of minimum to maximum transmission is 0.8412.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_description       block
_exptl_crystal_F_000             1608
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DME/hexane'
_exptl_crystal_size_max          0.331
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.094
_refine_diff_density_max         0.748
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details
;
 Flack x determined using 3247 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.009(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     431
_refine_ls_number_reflns         11114
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      0.952
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0371
_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^)+(0.0261P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0764
_reflns_Friedel_coverage         0.631
_reflns_friedel_fraction_full    0.784
_reflns_friedel_fraction_max     0.596
_reflns_number_gt                9562
_reflns_number_total             11114
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5dt03014e2.cif
_cod_data_source_block           5c
_cod_depositor_comments
'Adding full bibliography for 7036646--7036654.cif.'
_cod_database_code               7036654
_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. Restrained distances
 GaY-Cl3Y = GaY-Cl2Y = GaY-Cl1Y = GaY-Cl4Y
 2.17559 with sigma of 0.05
 Cl3Y-Cl4Y = Cl3Y-Cl2Y = Cl3Y-Cl1Y = Cl4Y-Cl2Y = Cl4Y-Cl1Y = Cl2Y-Cl1Y
 3.55045 with sigma of 0.05
 GaX-Cl3X = GaX-Cl2X = GaX-Cl1X = GaX-Cl4X
 2.17559 with sigma of 0.05
 Cl3X-Cl4X = Cl3X-Cl2X = Cl3X-Cl1X = Cl4X-Cl2X = Cl4X-Cl1X = Cl2X-Cl1X
 3.55045 with sigma of 0.05
3. Uiso/Uaniso restraints and constraints
Cl1X \\sim Cl1Y: within 1.7A with sigma of 0.002 and sigma for terminal atoms
of 0.004
Uanis(GaX) = Uanis(GaY)
Uanis(Cl2X) = Uanis(Cl2Y)
Uanis(Cl3X) = Uanis(Cl3Y)
Uanis(Cl4X) = Uanis(Cl4Y)
4. Others
 Sof(GaY)=Sof(Cl3Y)=Sof(Cl4Y)=Sof(Cl1Y)=Sof(Cl2Y)=1-FVAR(1)
 Sof(GaX)=Sof(Cl3X)=Sof(Cl4X)=Sof(Cl1X)=Sof(Cl2X)=FVAR(1)
 1(DFIX)=1(DFIX)=FVAR(2)
 1(DFIX)=1(DFIX)=FVAR(3)
5.a Ternary CH refined with riding coordinates:
 C10(H10), C33(H33), C25(H25), C30(H30), C22(H22), C13(H13)
5.b Secondary CH2 refined with riding coordinates:
 C34(H34A,H34B)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C18(H18), C7(H7), C2(H2), C19(H19), C20(H20), C3(H3), C31(H31),
 C32(H32), C8(H8)
5.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C15(H15A,H15B,H15C), C11(H11A,H11B,H11C), C26(H26A,H26B,
 H26C), C12(H12A,H12B,H12C), C29(H29A,H29B,H29C), C23(H23A,H23B,H23C), C28(H28A,
 H28B,H28C), C27(H27A,H27B,H27C), C14(H14A,H14B,H14C)
;
_shelx_res_checksum              94824
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'