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_7036649
_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         '2(Cl4 Ga), C58 H84 N6 P4, C4 H10 O2'
_chemical_formula_sum            'C62 H94 Cl8 Ga2 N6 O2 P4'
_chemical_formula_weight         1502.35
_chemical_properties_physical
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-09-04
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-09-04 deposited with the CCDC.
2015-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   32.9377(6)
_cell_length_b                   23.6356(4)
_cell_length_c                   19.1985(4)
_cell_measurement_reflns_used    9687
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.99
_cell_measurement_theta_min      2.37
_cell_volume                     14946.1(5)
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_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 0.999
_diffrn_measured_fraction_theta_max 0.998
_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  0.0493
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_laue_measured_fraction_full 0.999
_diffrn_reflns_laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            103106
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.551
_diffrn_reflns_theta_min         1.843
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.136
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6573
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0769 before and 0.0465 after correction.
The Ratio of minimum to maximum transmission is 0.8810.
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    1.335
_exptl_crystal_description       block
_exptl_crystal_F_000             6256
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DME/ diisopropyl ether'
_exptl_crystal_size_max          0.452
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.222
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     895
_refine_ls_number_reflns         22865
_refine_ls_number_restraints     155
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0357P)^2^+13.2884P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.1023
_reflns_Friedel_coverage         0.000
_reflns_number_gt                16036
_reflns_number_total             22865
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5dt03014e2.cif
_cod_data_source_block           3c2
_cod_depositor_comments
'Adding full bibliography for 7036646--7036654.cif.'
_cod_database_code               7036649
_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
 Ga2Y-Cl2Y = Ga2Y-Cl4Y = Ga2Y-Cl1Y = Ga2Y-Cl3Y
 2.17035 with sigma of 0.001
 Cl2Y-Cl4Y = Cl2Y-Cl1Y = Cl2Y-Cl3Y = Cl4Y-Cl1Y = Cl4Y-Cl3Y = Cl1Y-Cl3Y
 3.5443 with sigma of 0.001
 Ga2X-Cl3X = Ga2X-Cl4X = Ga2X-Cl2X = Ga2X-Cl1X
 2.17035 with sigma of 0.001
 Cl3X-Cl4X = Cl3X-Cl2X = Cl3X-Cl1X = Cl4X-Cl2X = Cl4X-Cl1X = Cl2X-Cl1X
 3.5443 with sigma of 0.001
 Ga2Z-Cl3Z = Ga2Z-Cl2Z = Ga2Z-Cl1Z = Ga2Z-Cl4Z
 2.17035 with sigma of 0.001
 O1X-C59X \\sim O1Y-C59Y
 with sigma of 0.02
 C25-C27Y \\sim C25-C27X
 with sigma of 0.02
 C25-C26Y \\sim C25-C26X
 with sigma of 0.02
 C26X-C27X \\sim C26Y-C27Y
 with sigma of 0.02
3. Rigid bond restraints
 Ga2Y, Cl2Y, Cl4Y, Cl1Y, Cl3Y, Cl3X, Cl4X, Cl2X, Ga2X, Cl1X, Cl3Z, Cl2Z, Cl1Z,
 Ga2Z, Cl4Z
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
Uanis(O1X) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(Ga2X) = Uanis(Ga2Y) = Uanis(Ga2Z)
Uanis(C62Y) = Uanis(C62X) = Uanis(O2X) = Uanis(O2Y) = Uanis(C61Y) = Uanis(C61X)
= Uanis(C60Y) = Uanis(C60X) = Uanis(C59X) = Uanis(C59Y)
Uanis(C26X) = Uanis(C26Y)
Uanis(C27X) = Uanis(C27Y)
5. Rigid body (RIGU) restrains
 Ga2Y, Cl2Y, Cl4Y, Cl1Y, Cl3Y, Cl3X, Cl4X, Cl2X, Ga2X, Cl1X, Cl3Z, Cl2Z, Cl1Z,
 Ga2Z, Cl4Z
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 1*[Sof(Cl3X)+Sof(Cl4X)+Sof(Cl2X)+Sof(Ga2X)+Sof(Cl1X)]+1*[Sof(Ga2Y)+Sof(Cl2Y)+
 Sof(Cl4Y)+Sof(Cl1Y)+Sof(Cl3Y)]+1*[Sof(Cl3Z)+Sof(Cl2Z)+Sof(Cl1Z)+Sof(Ga2Z)+
 Sof(Cl4Z)]=1 with esd of 0.0001
 Sof(Cl3X)=Sof(Cl4X)=Sof(Cl2X)=Sof(Ga2X)=Sof(Cl1X)=FVAR(1)
 Sof(C59X)=Sof(H59D)=Sof(H59E)=Sof(H59F)=Sof(O1X)=Sof(C60X)=Sof(H60C)=
 Sof(H60D)=Sof(C61X)=Sof(H61C)=Sof(H61D)=Sof(O2X)=Sof(C62X)=Sof(H62D)=Sof(H62E)=
 Sof(H62F)=1-FVAR(2)
 Sof(O1Y)=Sof(C60Y)=Sof(H60A)=Sof(H60B)=Sof(C59Y)=Sof(H59A)=Sof(H59B)=
 Sof(H59C)=Sof(O2Y)=Sof(C61Y)=Sof(H61A)=Sof(H61B)=Sof(C62Y)=Sof(H62A)=Sof(H62B)=
 Sof(H62C)=FVAR(2)
 Sof(Ga2Y)=Sof(Cl2Y)=Sof(Cl4Y)=Sof(Cl1Y)=Sof(Cl3Y)=FVAR(3)
 1(DFIX)=1(DFIX)=1(DFIX)=FVAR(4)
 1(DFIX)=1(DFIX)=FVAR(5)
 Sof(Cl3Z)=Sof(Cl2Z)=Sof(Cl1Z)=Sof(Ga2Z)=Sof(Cl4Z)=FVAR(6)
 Sof(H13A)=Sof(C15X)=Sof(H15D)=Sof(H15E)=Sof(H15F)=Sof(C14X)=Sof(H14D)=
 Sof(H14E)=Sof(H14F)=1-FVAR(7)
 Sof(H13)=Sof(C14Y)=Sof(H14A)=Sof(H14B)=Sof(H14C)=Sof(C15Y)=Sof(H15A)=
 Sof(H15B)=Sof(H15C)=FVAR(7)
 Sof(H25A)=Sof(C26X)=Sof(H26D)=Sof(H26E)=Sof(H26F)=Sof(C27X)=Sof(H27D)=
 Sof(H27E)=Sof(H27F)=1-FVAR(8)
 Sof(H25)=Sof(C26Y)=Sof(H26A)=Sof(H26B)=Sof(H26C)=Sof(C27Y)=Sof(H27A)=
 Sof(H27B)=Sof(H27C)=FVAR(8)
7.a Ternary CH refined with riding coordinates:
 C10(H10), C51(H51), C54(H54), C22(H22), C42(H42), C39(H39), C13(H13),
 C13(H13A), C25(H25), C25(H25A)
7.b Secondary CH2 refined with riding coordinates:
 C60Y(H60A,H60B), C61Y(H61A,H61B), C60X(H60C,H60D), C61X(H61C,H61D)
7.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C32(H32), C49(H49), C35(H35), C6(H6), C31(H31), C36(H36),
 C48(H48), C8(H8), C47(H47), C7(H7), C37(H37), C18(H18), C20(H20), C19(H19)
7.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C11(H11A,H11B,H11C), C28(H28A,H28B,H28C), C57(H57A,H57B,
 H57C), C56(H56A,H56B,H56C), C12(H12A,H12B,H12C), C44(H44A,H44B,H44C), C55(H55A,
 H55B,H55C), C43(H43A,H43B,H43C), C58(H58A,H58B,H58C), C40(H40A,H40B,H40C),
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C41(H41A,H41B,H41C), C52(H52A,H52B,
 H52C), C53(H53A,H53B,H53C), C59Y(H59A,H59B,H59C), C62Y(H62A,H62B,H62C),
 C59X(H59D,H59E,H59F), C62X(H62D,H62E,H62F), C14Y(H14A,H14B,H14C), C15Y(H15A,
 H15B,H15C), C15X(H15D,H15E,H15F), C14X(H14D,H14E,H14F), C26Y(H26A,H26B,H26C),
 C27Y(H27A,H27B,H27C), C26X(H26D,H26E,H26F), C27X(H27D,H27E,H27F)
;
_shelx_res_checksum              83178
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'