Facile addition of E-H bonds to a dicarbondiphosphide.
Zhang, Xu; Chen, Xiaodan; Zhai, Haojiang; Liu, Shihua; Hu, Chenyang; Liu, Liu Leo; Wang, Shuhai; Li, Zhongshu; Dalton transactions (Cambridge, England : 2003) 49 (2020) 6384–6390; doi:10.1039/d0dt01341b

data_7704140
_publ_section_title
;
 Facile addition of E-H bonds to a dicarbondiphosphide.
;
_journal_issue                   19
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6384
_journal_page_last               6390
_journal_paper_doi               10.1039/d0dt01341b
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety
'C56 H77 N4 P2, 2(C6 H6 O), C6 H5 O, 0.5(C6 D6)'
_chemical_formula_sum            'C77 H94 D3 N4 O3 P2'
_chemical_formula_weight         1191.54
_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     dual
_audit_creation_date             2020-04-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-04-20 deposited with the CCDC.	2020-04-21 downloaded from the CCDC.
;
_cell_angle_alpha                67.479(2)
_cell_angle_beta                 80.235(2)
_cell_angle_gamma                81.533(2)
_cell_formula_units_Z            4
_cell_length_a                   13.3039(3)
_cell_length_b                   22.5743(7)
_cell_length_c                   26.5944(6)
_cell_measurement_reflns_used    16345
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.5510
_cell_measurement_theta_min      3.9590
_cell_volume                     7241.3(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6525
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.958
_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   -108.00 -16.00   1.00    7.00    --  -40.08 -57.00-150.00   92
  2  \w    -65.00  30.00   1.00    7.00    --  -40.08  38.00 150.00   95
  3  \w    -63.00  33.00   1.00    7.00    --  -40.08  57.00   0.00   96
  4  \w     44.00  96.00   1.00    7.00    --   40.08-125.00-180.00   52
  5  \w     23.00 107.00   1.00   25.00    --  105.48 -94.00  90.00   84
  6  \w     40.00  79.00   1.00   25.00    --  105.48 -30.00  60.00   39
  7  \w     33.00  58.00   1.00   25.00    --  105.48-125.00  90.00   25
  8  \w     84.00 130.00   1.00   25.00    --  105.48  30.00-180.00   46
  9  \w     32.00 129.00   1.00   25.00    --  105.48 -45.00 150.00   97
 10  \w    143.00 178.00   1.00   25.00    --  105.48  30.00-180.00   35
 11  \w     43.00  94.00   1.00   25.00    --  105.48 -61.00 -30.00   51
 12  \w     87.00 118.00   1.00   25.00    --  105.48-125.00  90.00   31
 13  \w     32.00 109.00   1.00   25.00    --  105.48 -94.00-180.00   77
 14  \w     41.00 105.00   1.00   25.00    --  105.48 -94.00 -60.00   64
 15  \w     95.00 178.00   1.00   25.00    --  105.48  45.00-120.00   83
 16  \w     29.00 134.00   1.00   25.00    --  105.48 -30.00-120.00  105
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0200079000
_diffrn_orient_matrix_UB_12      0.0625212000
_diffrn_orient_matrix_UB_13      0.0120708000
_diffrn_orient_matrix_UB_21      -0.0995576000
_diffrn_orient_matrix_UB_22      -0.0239104000
_diffrn_orient_matrix_UB_23      0.0369270000
_diffrn_orient_matrix_UB_31      0.0600659000
_diffrn_orient_matrix_UB_32      -0.0319738000
_diffrn_orient_matrix_UB_33      0.0498459000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            47833
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.760
_diffrn_reflns_theta_min         3.385
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.903
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.093
_exptl_crystal_description       block
_exptl_crystal_F_000             2564
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.013
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1617
_refine_ls_number_reflns         28103
_refine_ls_number_restraints     93
_refine_ls_restrained_S_all      1.207
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0531
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0710P)^2^+2.6841P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1498
_reflns_Friedel_coverage         0.000
_reflns_number_gt                21959
_reflns_number_total             28103
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt01341b2.cif
_cod_data_source_block           10
_cod_depositor_comments
'Adding full bibliography for 7704134--7704141.cif.'
_cod_database_code               7704140
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_usercomment     C4A-C3-CSCl
_shelx_estimated_absorpt_t_max   0.915
_shelx_estimated_absorpt_t_min   0.876
_reflns_odcompleteness_completeness 99.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, All O(H) groups
2. Restrained distances
 C57-C56
 1.5 with sigma of 0.0001
 C58-C56
 1.5 with sigma of 0.0001
 H6-O6
 0.9 with sigma of 0.001
 P2-H2
 1.4 with sigma of 0.001
 H3-P3
 1.44 with sigma of 0.001
3. Rigid bond restraints
 C57, C58
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C97, C98
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C135, C136, C137, C1E, C1F, C1A, C1B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C78, C77
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
C97 \\sim C98: within 1.7A with sigma of 0.004 and sigma for terminal atoms of
0.008
Uanis(C58) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(P4) \\sim Ueq, Uanis(P3) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C109) \\sim Ueq, Uanis(C136) \\sim Ueq, Uanis(C135) \\sim Ueq,
Uanis(C137) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C1A) \\sim Ueq, Uanis(C1F) \\sim Ueq, Uanis(C1E) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.001
Uanis(C78) \\sim Ueq, Uanis(C97) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C1C) = Uanis(C1B) = Uanis(C1A) = Uanis(C1F) = Uanis(C1E) = Uanis(C1D)
Uanis(C136) = Uanis(C137) = Uanis(C138) = Uanis(C134) = Uanis(C135) =
Uanis(C133)
Uanis(P4) = Uanis(P3)
5. Others
 Sof(C1M)=Sof(C1R)=Sof(H1R)=Sof(C1Q)=Sof(H1Q)=Sof(C1P)=Sof(H1P)=Sof(C1O)=
 Sof(H1O)=Sof(C1N)=Sof(H1N)=1-FVAR(1)
 Sof(C133)=Sof(C138)=Sof(H138)=Sof(C137)=Sof(H137)=Sof(C136)=Sof(H136)=
 Sof(C135)=Sof(H135)=Sof(C134)=Sof(H134)=FVAR(1)
 Fixed Sof: H56(0.66667) H56A(0.33333) C57(0.66667) H57A(0.66667)
 H57B(0.66667) H57C(0.66667) C58(0.33333) H58A(0.33333) H58B(0.33333)
 H58C(0.33333) C1A(0.5) D1A(0.5) C1B(0.5) D1B(0.5) C1C(0.5) D1C(0.5) C1D(0.5)
 D1D(0.5) C1E(0.5) D1E(0.5) C1F(0.5) D1F(0.5) C1G(0.5) D1G(0.5) C1H(0.5)
 D1H(0.5) C1I(0.5) D1I(0.5) C1J(0.5) D1J(0.5) C1K(0.5) D1K(0.5) C1L(0.5)
 D1L(0.5)
6.a Free rotating group:
 C1A(C1B,C1C,C1D,C1E,C1F), C1G(C1H,C1I,C1J,C1K,C1L)
6.b Ternary CH refined with riding coordinates:
 C53(H53), C74(H74), C89(H89), C86(H86), C31(H31), C110(H110), C113(H113),
 C101(H101), C41(H41), C77(H77), C16(H16), C98(H98), C28(H28), C44(H44),
 C19(H19), C56(H56), C56(H56A)
6.c Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C8(H8A,H8B), C6(H6A,H6B), C63(H63A,H63B), C7(H7A,H7B), C65(H65A,
 H65B), C66(H66A,H66B), C64(H64A,H64B)
6.d Aromatic/amide H refined with riding coordinates:
 C128(H128), C81(H81), C83(H83), C150(H150), C129(H129), C82(H82), C107(H107),
 C105(H105), C132(H132), C69(H69), C138(H138), C137(H137), C136(H136),
 C135(H135), C134(H134), C149(H149), C93(H93), C106(H106), C146(H146),
 C130(H130), C131(H131), C70(H70), C94(H94), C48(H48), C148(H148), C71(H71),
 C119(H119), C25(H25), C95(H95), C23(H23), C36(H36), C50(H50), C38(H38),
 C24(H24), C49(H49), C147(H147), C126(H126), C11(H11), C37(H37), C116(H116),
 C13(H13), C120(H120), C122(H122), C12(H12), C125(H125), C118(H118), C123(H123),
  C124(H124), C117(H117), C144(H144), C1A(D1A), C1B(D1B), C1C(D1C), C1D(D1D),
 C1E(D1E), C1F(D1F), C1G(D1G), C1H(D1H), C1I(D1I), C1J(D1J), C1K(D1K), C1L(D1L),
  C1R(H1R), C1Q(H1Q), C1P(H1P), C1O(H1O), C1N(H1N)
6.e Fitted hexagon refined as free rotating group:
 C133(C138,C137,C136,C135,C134), C1M(C1R,C1Q,C1P,C1O,C1N)
6.f Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C88(H88A,H88B,H88C), C52(H52A,H52B,H52C), C30(H30A,H30B,
 H30C), C114(H11A,H11B,H11C), C85(H85A,H85B,H85C), C43(H43A,H43B,H43C),
 C32(H32A,H32B,H32C), C90(H90A,H90B,H90C), C73(H73A,H73B,H73C), C18(H18A,H18B,
 H18C), C75(H75A,H75B,H75C), C99(H99A,H99B,H99C), C100(H10A,H10B,H10C),
 C40(H40A,H40B,H40C), C17(H17A,H17B,H17C), C76(H76A,H76B,H76C), C27(H27A,H27B,
 H27C), C87(H87A,H87B,H87C), C42(H42A,H42B,H42C), C45(H45A,H45B,H45C),
 C112(H11D,H11E,H11F), C55(H55A,H55B,H55C), C102(H10D,H10E,H10F), C20(H20A,H20B,
 H20C), C15(H15A,H15B,H15C), C111(H11G,H11H,H11I), C29(H29A,H29B,H29C),
 C109(H10G,H10H,H10I), C78(H78A,H78B,H78C), C97(H97A,H97B,H97C), C57(H57A,H57B,
 H57C), C58(H58A,H58B,H58C)
6.g Idealised tetrahedral OH refined as rotating group:
 O5(H5), O3(H3A), O2(H2A)
;
_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 1.330
_oxdiff_exptl_absorpt_empirical_full_min 0.796