Synthesis and Structural Characterization of Phosphine‒Borane-Stabilized Dicarbanions with either Rigid or Flexible Spacers
Izod, Keith; Dixon, Casey M.; McMeekin, Emma; Rodgers, Lee; Harrington, Ross W.; Baisch, Ulrich; Organometallics 33 (2013) 378–; doi:10.1021/om4011142

data_4089647
_publ_section_title
;
 Synthesis and Structural Characterization of Phosphine--Borane-Stabilized
 Dicarbanions with either Rigid or Flexible Spacers
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              378
_journal_paper_doi               10.1021/om4011142
_journal_volume                  33
_journal_year                    2013
_chemical_formula_moiety         '2(C44 H64 B2 Li2 N4 P2), 2(C2.5 O0.5)'
_chemical_formula_sum            'C93 H128 B4 Li4 N8 O P4'
_chemical_formula_weight         1568.91
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2013-11-12
_audit_creation_method
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Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
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_cell_angle_alpha                90
_cell_angle_beta                 97.244(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   21.2669(6)
_cell_length_b                   16.6747(5)
_cell_length_c                   14.4678(4)
_cell_measurement_reflns_used    9159
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.5967
_cell_measurement_theta_min      3.0372
_cell_volume                     5089.6(3)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_details
;
  1 omega  -28.00   -1.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        9.8257  -38.0000  150.0000 27

  2 omega  -39.00   43.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        9.8257  -77.0000   30.0000 82

  3 omega  -18.00    9.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        9.8257  -77.0000  -90.0000 27

  4 omega  -27.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        9.8257  -38.0000  -60.0000 27

  5 omega  -36.00   40.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        9.8257  -77.0000  150.0000 76

  6 omega  -51.00  -12.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        9.8257  -78.0000 -175.0000 39

  7 omega  -63.00  -10.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        9.8257  -77.0000  -30.0000 53
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0081234000
_diffrn_orient_matrix_UB_12      -0.0136793000
_diffrn_orient_matrix_UB_13      -0.0464057000
_diffrn_orient_matrix_UB_21      0.0157812000
_diffrn_orient_matrix_UB_22      0.0334697000
_diffrn_orient_matrix_UB_23      -0.0167587000
_diffrn_orient_matrix_UB_31      0.0285159000
_diffrn_orient_matrix_UB_32      -0.0224217000
_diffrn_orient_matrix_UB_33      0.0033588000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            43405
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.66
_diffrn_reflns_theta_min         3.04
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96451
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.024
_exptl_crystal_description       block
_exptl_crystal_F_000             1684
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.715
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         5687
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.970
_refine_ls_R_factor_all          0.0816
_refine_ls_R_factor_gt           0.0554
_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^)+(0.1360P)^2^]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1773
_refine_ls_wR_factor_ref         0.1888
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3781
_reflns_number_total             5687
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om4011142_si_001.cif
_cod_data_source_block           2b_ki475
_cod_database_code               4089647
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         'C44 H54 Li2 N4 B2 P2'
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 C(H,H,H,H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C10) = Uanis(C10A)
Uanis(C8) = Uanis(C8A)
Uanis(C7) = Uanis(C7A)
Uanis(C14) = Uanis(C14A)
Uanis(C13) = Uanis(C13A)
Uanis(C12) = Uanis(C12A)
Uanis(N4) = Uanis(N1)
3. Others
 Sof(C18A)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C19A)=Sof(H19C)=Sof(H19D)=
 Sof(C20A)=Sof(H20C)=Sof(H20D)=Sof(C21A)=Sof(H21D)=Sof(H21E)=Sof(H21F)=
 Sof(C22A)=Sof(H22D)=Sof(H22E)=Sof(H22F)=1-FVAR(1)
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(C20)=
 Sof(H20A)=Sof(H20B)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(H21C)=Sof(C22)=Sof(H22A)=
 Sof(H22B)=Sof(H22C)=FVAR(1)
 Sof(C10)=Sof(H10)=1-FVAR(2)
 Sof(C10A)=Sof(H10A)=FVAR(2)
 Sof(C1B)=Sof(H1BA)=1-FVAR(3)
 Sof(C1A)=Sof(H1AA)=FVAR(3)
 Sof(C8A)=Sof(H8A)=1-FVAR(4)
 Sof(C8)=Sof(H8)=FVAR(4)
 Sof(H6A)=Sof(C7)=Sof(H7)=1-FVAR(5)
 Sof(H6B)=Sof(C7A)=Sof(H7A)=FVAR(5)
 Sof(C12)=Sof(H12)=1-FVAR(6)
 Sof(C12A)=Sof(H12A)=FVAR(6)
 Sof(C13)=Sof(H13)=1-FVAR(7)
 Sof(C13A)=Sof(H13A)=FVAR(7)
 Sof(C14)=Sof(H14)=Sof(H15)=1-FVAR(8)
 Sof(C14A)=Sof(H14A)=Sof(H15A)=FVAR(8)
 Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(N4)=1-FVAR(9)
 Sof(H17D)=Sof(H17E)=Sof(H17F)=Sof(N1)=FVAR(9)
 Fixed Sof: C105(0.25) O100(0.25) C103(0.25) C102(0.25) C104(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C19A(H19C,H19D), C20(H20A,H20B), C20A(H20C,H20D)
4.b Me refined with riding coordinates:
 C17(H17D,H17E,H17F), C17(H17A,H17B,H17C), C21(H21A,H21B,H21C), C21A(H21D,H21E,
 H21F), C22(H22A,H22B,H22C), C22A(H22D,H22E,H22F)
4.c Aromatic/amide H refined with riding coordinates:
 C1A(H1AA), C1B(H1BA), C6(H6A), C6(H6B), C7(H7), C7A(H7A), C8(H8), C8A(H8A),
 C10(H10), C10A(H10A), C12(H12), C12A(H12A), C13(H13), C13A(H13A), C14(H14),
 C14A(H14A), C15(H15), C15(H15A), C16(H16)
4.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C18A(H18D,H18E,H18F)
;