Synthesis and reactivity of NHC-coordinated phosphinidene oxide.
Dhara, Debabrata; Pal, Pradeep Kumar; Dolai, Ramapada; Chrysochos, Nicolas; Rawat, Hemant; Elvers, Benedict J.; Krummenacher, Ivo; Braunschweig, Holger; Schulzke, Carola; Chandrasekhar, Vadapalli; Priyakumar, U. Deva; Jana, Anukul; Chemical communications (Cambridge, England) 57 (2021) 9546–9549; doi:10.1039/d1cc04421d

data_7128890
_publ_section_title
;
 Synthesis and reactivity of NHC-coordinated phosphinidene oxide.
;
_journal_issue                   75
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9546
_journal_page_last               9549
_journal_paper_doi               10.1039/d1cc04421d
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C55 H62 K2 N2 O2 P2, 1.5(C6 H6)'
_chemical_formula_sum            'C64 H71 K2 N2 O2 P2'
_chemical_formula_weight         1040.36
_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     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-02-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-02-24 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;
_cell_angle_alpha                99.67(3)
_cell_angle_beta                 102.51(3)
_cell_angle_gamma                96.47(3)
_cell_formula_units_Z            4
_cell_length_a                   13.406(3)
_cell_length_b                   14.783(3)
_cell_length_c                   30.449(6)
_cell_measurement_reflns_used    64584
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      59.3
_cell_measurement_theta_min      6.1
_cell_volume                     5737(2)
_computing_cell_refinement       'X-Area (Stoe & Cie, 2010).'
_computing_data_collection       'X-Area (Stoe & Cie, 2010).'
_computing_data_reduction        'X-Area (Stoe & Cie, 2010).'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.15
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'STOE IPDS2T'
_diffrn_measurement_method       \w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0781
_diffrn_reflns_av_unetI/netI     0.0914
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            48722
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.051
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.265
_exptl_absorpt_correction_T_max  0.9439
_exptl_absorpt_correction_T_min  0.5670
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'face indexed'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_description       block
_exptl_crystal_F_000             2212
_exptl_crystal_size_max          0.389
_exptl_crystal_size_mid          0.333
_exptl_crystal_size_min          0.272
_refine_diff_density_max         0.684
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       0.0056(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1306
_refine_ls_number_reflns         23376
_refine_ls_number_restraints     96
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.1286
_refine_ls_R_factor_gt           0.0656
_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^)+(0.1010P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1632
_refine_ls_wR_factor_ref         0.1940
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12940
_reflns_number_total             23376
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc04421d2.cif
_cod_data_source_block           DD1155B
_cod_depositor_comments
;
Adding full bibliography for 7128887--7128892.cif.

2024-10-18
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C128 H142 K4 N4 O4 P4'
_cod_original_formula_weight         2080.73
_cod_original_formula_moiety         'C110 H124 K4 N4 O4 P4,3(C6 H6)'
_cod_original_formula_units_Z            2
_cod_database_code               7128890
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.931
_shelx_estimated_absorpt_t_min   0.904
_exptl_absorpt_special_details
;
programs X-Red32 and X-Shape by STOE & Cie GmbH 2010
;
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H4A(0.12) H4B(0.12) H4C(0.12) H5A(0.1) H5B(0.1) H5C(0.1)
 H6A(0.158) H6B(0.158) H6C(0.158) H7A(0.168) H7B(0.168) H7C(0.168) H10(0.052)
 H11(0.055) H12(0.053) H16(0.058) H18(0.056) H20A(0.082) H20B(0.082)
 H20C(0.082) H21A(0.101) H21B(0.101) H21C(0.101) H22A(0.076) H22B(0.076)
 H22C(0.076) H25(0.063) H27(0.06) H29A(0.076) H29B(0.076) H29C(0.076)
 H30A(0.075) H30B(0.075) H30C(0.075) H31A(0.114) H31B(0.114) H31C(0.114)
 H35A(0.097) H35B(0.097) H35C(0.097) H36A(0.11) H36B(0.11) H36C(0.11)
 H37A(0.138) H37B(0.138) H37C(0.138) H38A(0.123) H38B(0.123) H38C(0.123)
 H41(0.058) H42(0.067) H43(0.061) H47(0.07) H49(0.069) H51A(0.094) H51B(0.094)
 H51C(0.094) H52A(0.09) H52B(0.09) H52C(0.09) H53A(0.12) H53B(0.12) H53C(0.12)
 H56(0.055) H58(0.06) H60A(0.074) H60B(0.074) H60C(0.074) H61A(0.093)
 H61B(0.093) H61C(0.093) H62A(0.08) H62B(0.08) H62C(0.08) H65(0.05) H66(0.054)
 H67(0.048) H71(0.048) H73(0.052) H75A(0.064) H75B(0.064) H75C(0.064)
 H76A(0.081) H76B(0.081) H76C(0.081) H77A(0.074) H77B(0.074) H77C(0.074)
 H80(0.052) H82(0.05) H84A(0.069) H84B(0.069) H84C(0.069) H85A(0.095)
 H85B(0.095) H85C(0.095) H86A(0.065) H86B(0.065) H86C(0.065) H89(0.05)
 H90(0.053) H91(0.051) H95(0.058) H97(0.056) H99A(0.07) H99B(0.07) H99C(0.07)
 H10A(0.103) H10B(0.103) H10C(0.103) H10D(0.071) H10E(0.071) H10F(0.071)
 H104(0.051) H106(0.048) H10G(0.084) H10H(0.084) H10I(0.084) H10J(0.082)
 H10K(0.082) H10L(0.082) H11A(0.073) H11B(0.073) H11C(0.073) H111(0.181)
 H112(0.196) H113(0.216) H114(0.233) H115(0.206) H116(0.184) H117(0.136)
 H118(0.13) H119(0.123) H120(0.134) H121(0.135) H122(0.134) H123(0.27)
 H124(0.266) H125(0.289) H126(0.31) H127(0.308) H128(0.289)
 Fixed X: H4A(0.86742) H4B(0.94866) H4C(0.828869) H5A(0.780656) H5B(0.892379)
 H5C(0.81405) H6A(1.070426) H6B(0.965997) H6C(1.046499) H7A(1.097054)
 H7B(1.099202) H7C(1.018898) H10(0.263043) H11(0.236661) H12(0.328584)
 H16(0.413928) H18(0.255427) H20A(0.497024) H20B(0.427838) H20C(0.529723)
 H21A(0.258261) H21B(0.298679) H21C(0.378535) H22A(0.213904) H22B(0.221491)
 H22C(0.314249) H25(0.409633) H27(0.598486) H29A(0.619462) H29B(0.607072)
 H29C(0.515183) H30A(0.302932) H30B(0.286391) H30C(0.373632) H31A(0.496465)
 H31B(0.532698) H31C(0.61329) H35A(0.769403) H35B(0.726214) H35C(0.683157)
 H36A(0.434734) H36B(0.361777) H36C(0.445881) H37A(0.465034) H37B(0.371906)
 H37C(0.445936) H38A(0.592962) H38B(0.705207) H38C(0.625991) H41(0.722094)
 H42(0.751542) H43(0.772183) H47(0.882071) H49(0.582031) H51A(0.915121)
 H51B(0.969736) H51C(0.904405) H52A(0.480765) H52B(0.538551) H52C(0.506572)
 H53A(0.801235) H53B(0.678361) H53C(0.727152) H56(0.702839) H58(0.977978)
 H60A(0.608262) H60B(0.57269) H60C(0.563065) H61A(0.927978) H61B(0.827323)
 H61C(0.928878) H62A(1.022237) H62B(0.947669) H62C(0.93333) H65(0.535585)
 H66(0.63805) H67(0.782494) H71(0.895284) H73(1.105561) H75A(0.722287)
 H75B(0.708467) H75C(0.680552) H76A(1.158591) H76B(1.070112) H76C(1.110843)
 H77A(1.069736) H77B(0.957314) H77C(0.979439) H80(0.353436) H82(0.422812)
 H84A(0.4393) H84B(0.518614) H84C(0.559183) H85A(0.279191) H85B(0.27773)
 H85C(0.215538) H86A(0.584728) H86B(0.571724) H86C(0.663989) H89(1.19163)
 H90(1.200866) H91(1.060289) H95(1.098447) H97(1.096421) H99A(1.085129)
 H99B(1.097008) H99C(0.984694) H10A(1.10314) H10B(1.075305) H10C(1.192129)
 H10D(1.071814) H10E(0.996141) H10F(1.118634) H104(0.830261) H106(0.71692)
 H10G(1.03105) H10H(0.958081) H10I(0.937393) H10J(0.721295) H10K(0.656594)
 H10L(0.627653) H11A(0.890459) H11B(0.809512) H11C(0.768896) H111(1.320803)
 H112(1.362449) H113(1.369369) H114(1.334641) H115(1.292993) H116(1.286074)
 H117(0.07974) H118(0.068464) H119(0.109269) H120(0.162911) H121(0.177086)
 H122(0.12661) H123(0.694757) H124(0.873332) H125(0.975829) H126(0.899752)
 H127(0.721177) H128(0.618678)
 Fixed Y: H4A(0.60713) H4B(0.553617) H4C(0.533625) H5A(0.729536) H5B(0.785217)
 H5C(0.833613) H6A(0.905064) H6B(0.926437) H6C(0.878019) H7A(0.809572)
 H7B(0.700092) H7C(0.74387) H10(0.168995) H11(0.30981) H12(0.446866) H16(-
 0.081621) H18(0.014425) H20A(0.011417) H20B(0.08609) H20C(0.11887) H21A(-
 0.149045) H21B(-0.191559) H21C(-0.155351) H22A(0.210841) H22B(0.165057)
 H22C(0.24067) H25(0.631579) H27(0.682436) H29A(0.57115) H29B(0.466843)
 H29C(0.500712) H30A(0.490615) H30B(0.419835) H30C(0.410826) H31A(0.811185)
 H31B(0.776717) H31C(0.794042) H35A(0.190774) H35B(0.285875) H35C(0.221923)
 H36A(0.114729) H36B(0.148173) H36C(0.222403) H37A(-0.078751) H37B(-0.02082)
 H37C(-0.036146) H38A(-0.046638) H38B(0.014422) H38C(0.039424) H41(0.151289)
 H42(0.019249) H43(0.024144) H47(0.491755) H49(0.421685) H51A(0.291211)
 H51B(0.395116) H51C(0.372609) H52A(0.294315) H52B(0.209156) H52C(0.276646)
 H53A(0.575884) H53B(0.554258) H53C(0.612593) H56(0.043758) H58(0.193183)
 H60A(0.010718) H60B(0.012814) H60C(0.098911) H61A(0.147516) H61B(0.071085)
 H61C(0.042772) H62A(0.246282) H62B(0.210693) H62C(0.303886) H65(0.650576)
 H66(0.779987) H67(0.850565) H71(0.963828) H73(0.906798) H75A(0.898008)
 H75B(0.790177) H75C(0.864297) H76A(0.985614) H76B(1.028379) H76C(1.070433)
 H77A(0.794798) H77B(0.792239) H77C(0.710844) H80(0.52851) H82(0.352048)
 H84A(0.679418) H84B(0.720636) H84C(0.670146) H85A(0.350014) H85B(0.303657)
 H85C(0.38822) H86A(0.488307) H86B(0.38335) H86C(0.458721) H89(0.612122)
 H90(0.615261) H91(0.545811) H95(0.396551) H97(0.669817) H99A(0.323505)
 H99B(0.386141) H99C(0.351221) H10A(0.45739) H10B(0.559297) H10C(0.545944)
 H10D(0.764675) H10E(0.71848) H10F(0.734976) H104(0.239333) H106(0.462509)
 H10G(0.346227) H10H(0.24813) H10I(0.316614) H10J(0.232702) H10K(0.315707)
 H10L(0.245943) H11A(0.627335) H11B(0.616876) H11C(0.610327) H111(0.689735)
 H112(0.684118) H113(0.817274) H114(0.956048) H115(0.961667) H116(0.828512)
 H117(0.143247) H118(-0.010739) H119(-0.118866) H120(-0.076877) H121(0.078436)
 H122(0.186316) H123(0.813415) H124(0.858554) H125(0.902302) H126(0.900912)
 H127(0.855774) H128(0.812026)
 Fixed Z: H4A(0.946316) H4B(0.924999) H4C(0.898819) H5A(0.783828) H5B(0.78708)
 H5C(0.812727) H6A(0.906934) H6B(0.876342) H6C(0.852145) H7A(0.961786)
 H7B(0.95411) H7C(0.980157) H10(0.834074) H11(0.874195) H12(0.866743)
 H16(0.778823) H18(0.673387) H20A(0.848153) H20B(0.864126) H20C(0.848032)
 H21A(0.664335) H21B(0.708733) H21C(0.680984) H22A(0.731425) H22B(0.680986)
 H22C(0.713609) H25(0.754097) H27(0.880082) H29A(0.924103) H29B(0.896407)
 H29C(0.917637) H30A(0.722899) H30B(0.756031) H30C(0.727732) H31A(0.826438)
 H31B(0.780519) H31C(0.829399) H35A(0.579491) H35B(0.592316) H35C(0.542269)
 H36A(0.671104) H36B(0.629899) H36C(0.668289) H37A(0.576644) H37B(0.579388)
 H37C(0.625493) H38A(0.536205) H38B(0.556074) H38C(0.514041) H41(0.945778)
 H42(0.90094) H43(0.827321) H47(1.000721) H49(0.99685) H51A(0.93572)
 H51B(0.959404) H51C(0.907163) H52A(0.94808) H52B(0.933575) H52C(0.898714)
 H53A(1.059022) H53B(1.051481) H53C(1.019365) H56(0.673552) H58(0.73998)
 H60A(0.762656) H60B(0.709207) H60C(0.746849) H61A(0.653167) H61B(0.630791)
 H61C(0.660304) H62A(0.819378) H62B(0.849541) H62C(0.830283) H65(0.546252)
 H66(0.536224) H67(0.59361) H71(0.766863) H73(0.695093) H75A(0.741155)
 H75B(0.718444) H75C(0.686783) H76A(0.780621) H76B(0.801286) H76C(0.762125)
 H77A(0.628881) H77B(0.596875) H77C(0.62459) H80(0.656037) H82(0.555022)
 H84A(0.68192) H84B(0.655171) H84C(0.69668) H85A(0.634202) H85B(0.582595)
 H85C(0.592204) H86A(0.522282) H86B(0.529651) H86C(0.562807) H89(0.691044)
 H90(0.615843) H91(0.556022) H95(0.793879) H97(0.830053) H99A(0.718301)
 H99B(0.681125) H99C(0.68763) H10A(0.871323) H10B(0.884708) H10C(0.884723)
 H10D(0.777944) H10E(0.729035) H10F(0.734525) H104(0.497169) H106(0.460726)
 H10G(0.582939) H10H(0.562442) H10I(0.605025) H10J(0.417395) H10K(0.409715)
 H10L(0.441533) H11A(0.528262) H11B(0.559448) H11C(0.505396) H111(0.853008)
 H112(0.931109) H113(0.986156) H114(0.963103) H115(0.885003) H116(0.829955)
 H117(0.604761) H118(0.612557) H119(0.558587) H120(0.496874) H121(0.488953)
 H122(0.541671) H123(1.066496) H124(1.095051) H125(1.046648) H126(0.96969)
 H127(0.941133) H128(0.989536)
;
_shelx_res_checksum              10063
_shelx_hkl_checksum              91907
_olex2_submission_special_instructions 'No special instructions were received'