Room temperature stable <i>E</i>,<i>Z</i>-diphosphenes: their isomerization, coordination, and cycloaddition chemistry.
Lin, Jieli; Liu, Shihua; Zhang, Jie; Grützmacher, Hansjörg; Su, Cheng-Yong; Li, Zhongshu; Chemical science 14 (2023) 10944–10952; doi:10.1039/d3sc04506d

data_1569860
_publ_section_title
;
 Room temperature stable <i>E</i>,<i>Z</i>-diphosphenes: their
 isomerization, coordination, and cycloaddition chemistry.
;
_journal_issue                   39
_journal_name_full               'Chemical science'
_journal_page_first              10944
_journal_page_last               10952
_journal_paper_doi               10.1039/d3sc04506d
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C56 H77 Au Cl N4 P2, 2(C6 H5 F)'
_chemical_formula_sum            'C68 H87 Au Cl F2 N4 P2'
_chemical_formula_weight         1292.77
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-06-17
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-06-20 deposited with the CCDC.	2023-09-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.502(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.8709(9)
_cell_length_b                   20.0194(14)
_cell_length_c                   23.2162(14)
_cell_measurement_reflns_used    13775
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      28.0600
_cell_measurement_theta_min      2.4920
_cell_volume                     6376.0(7)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -87.00 -34.00   0.50   90.00    --    0.00 -38.00-180.00  106
  2  \w    -18.00  18.00   0.50   90.00    --    0.00  57.00-120.00   72
  3  \w     37.00  65.00   0.50   90.00    --    0.00  57.00-120.00   56
  4  \w    -84.00   8.00   0.50   90.00    --    0.00 -77.00 -90.00  184
  5  \w    -88.00 -44.00   0.50   90.00    --    0.00 -19.00  90.00   88
  6  \w    -88.00 -51.00   0.50   90.00    --    0.00 -57.00 -30.00   74
  7  \w    -25.00   1.00   0.50   90.00    --    0.00 -38.00  30.00   52
  8  \w    -19.00  21.00   0.50   90.00    --    0.00  60.00 -59.66   80
  9  \w    -12.00  13.00   0.50   90.00    --    0.00 -38.00  90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0258304000
_diffrn_orient_matrix_UB_12      0.0151872000
_diffrn_orient_matrix_UB_13      0.0206927000
_diffrn_orient_matrix_UB_21      0.0284208000
_diffrn_orient_matrix_UB_22      -0.0182508000
_diffrn_orient_matrix_UB_23      0.0226195000
_diffrn_orient_matrix_UB_31      0.0345990000
_diffrn_orient_matrix_UB_32      0.0263287000
_diffrn_orient_matrix_UB_33      0.0037387000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0908
_diffrn_reflns_av_unetI/netI     0.0698
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            93106
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.818
_diffrn_reflns_theta_min         2.677
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.448
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       block
_exptl_crystal_F_000             2668
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.761
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     690
_refine_ls_number_reflns         16888
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0447
_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^)+(0.0543P)^2^+7.0281P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.1146
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11176
_reflns_number_total             16888
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc04506d2.cif
_cod_data_source_block           Z-2b_AuCl
_cod_depositor_comments
'Adding full bibliography for 1569855--1569860.cif.'
_cod_database_code               1569860
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Uiso/Uaniso restraints and constraints
Uanis(C34) \\sim Ueq, Uanis(C35) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C29) \\sim Ueq, Uanis(C30) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
2. Others
 Sof(H64)=Sof(F4)=1-FVAR(1)
 Sof(H60)=Sof(F3)=FVAR(1)
 Sof(H31D)=Sof(H31E)=Sof(H31F)=Sof(C28)=1-FVAR(2)
 Sof(H31A)=Sof(H31B)=Sof(H31C)=Sof(C27)=FVAR(2)
 Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(H30C)=1-FVAR(3)
 Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(H29C)=FVAR(3)
 Sof(H32A)=Sof(C34)=Sof(H34A)=Sof(H34B)=Sof(H34C)=1-FVAR(4)
 Sof(H32)=Sof(C35)=Sof(H35A)=Sof(H35B)=Sof(H35C)=FVAR(4)
 Fixed Sof: F2(0.5) C68(0.5) C77(0.5) H77(0.5) C71(0.5) H71(0.5) C66(0.5)
 H66(0.5) C70(0.5) H70(0.5) C69(0.5) H69(0.5) F1(0.5) C73(0.5) H73(0.5)
 C72(0.5) H72(0.5) C67(0.5) C76(0.5) H76(0.5) C75(0.5) H75(0.5) C74(0.5)
 H74(0.5)
3.a Ternary CH refined with riding coordinates:
 C16(H16), C19(H19), C32(H32), C32(H32A), C37(H37), C46(H46), C55(H55), C58(H58)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C11(H11), C12(H12), C13(H13), C23(H23), C24(H24), C25(H25),
 C40(H40), C41(H41), C42(H42), C50(H50), C51(H51), C52(H52), C60(H60), C61(H61),
  C62(H62), C63(H63), C64(H64), C65(H65), C77(H77), C71(H71), C66(H66),
 C70(H70), C69(H69), C73(H73), C72(H72), C76(H76), C75(H75), C74(H74)
3.d Fitted hexagon refined as free rotating group:
 C68(C77,C71,C66,C70,C69), C73(C72,C67,C76,C75,C74)
3.e Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C20(H20A,H20B,
 H20C), C31(H31A,H31B,H31C), C31(H31D,H31E,H31F), C33(H33A,H33B,H33C), C36(H36A,
 H36B,H36C), C38(H38A,H38B,H38C), C45(H45A,H45B,H45C), C47(H47A,H47B,H47C),
 C54(H54A,H54B,H54C), C56(H56A,H56B,H56C), C57(H57A,H57B,H57C), C59(H59A,H59B,
 H59C), C29(H29A,H29B,H29C), C35(H35A,H35B,H35C), C30(H30A,H30B,H30C), C34(H34A,
 H34B,H34C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.058
_oxdiff_exptl_absorpt_empirical_full_min 0.957