Selective Derivatization of a Hexaphosphane from Functionalization of White Phosphorus.
Hennersdorf, Felix; Frötschel, Julia; Weigand, Jan J.; Journal of the American Chemical Society  (2017) –; doi:10.1021/jacs.7b07704

data_4126534
_publ_section_title
;
 Selective Derivatization of a Hexaphosphane from Functionalization of
 White Phosphorus.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.7b07704
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         '0.25(C48 H96 Na4 O24), C O P'
_chemical_formula_sum            'C13 H24 Na O7 P'
_chemical_formula_weight         346.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_symmetry_space_group_name_Hall  'P -2yc'
_symmetry_space_group_name_H-M   'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-06-21
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
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_cell_length_a                   10.74960(8)
_cell_length_b                   10.45685(7)
_cell_length_c                   14.96661(11)
_cell_measurement_reflns_used    13487
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.0800
_cell_measurement_theta_min      4.1310
_cell_volume                     1671.56(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_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    -96.00  46.00   0.50    1.00    --  -38.16  19.00 -90.00  284
  2  \w    -69.00  41.00   0.50    1.00    --  -38.16  38.00-180.00  220
  3  \w      6.00 116.00   0.50    1.00    --   38.16  57.00  90.00  220
  4  \w     23.00  97.00   0.50    1.00    --   38.16-125.00-180.00  148
  5  \w    100.00 178.00   0.50    4.00    --  115.00 111.00 -60.00  156
  6  \w     37.00 148.00   0.50    4.00    --  115.00 -61.00 150.00  222
  7  \w     28.00 109.00   0.50    4.00    --  115.00 -94.00 -60.00  162
  8  \w     84.00 178.00   0.50    4.00    --  115.00  45.00  30.00  188
  9  \w     82.00 178.00   0.50    4.00    --  115.00  61.00 -60.00  192
 10  \w    100.00 178.00   0.50    4.00    --  115.00 111.00 150.00  156
 11  \w     84.00 178.00   0.50    4.00    --  115.00  45.00 -90.00  188
 12  \w     60.00 107.00   0.50    4.00    --  115.00 -94.00  60.00   94
 13  \w    101.00 178.00   0.50    4.00    --  115.00 111.00  90.00  154
 14  \w     71.00  98.00   0.50    4.00    --  115.00 178.00 -60.00   54
 15  \w    107.00 177.00   0.50    4.00    --  115.00  30.00   0.00  140
 16  \w   -122.00 -85.00   0.50    1.00    --  -38.16 -19.00-120.00   74
 17  \w    -28.00  16.00   0.50    1.00    --  -38.16 -19.00-120.00   88
 18  \w     20.00  82.00   0.50    1.00    --   38.16 -99.00-150.00  124
 19  \w     26.00  52.00   0.50    1.00    --   38.16  38.00-180.00   52
 20  \w     91.00 117.00   0.50    1.00    --   38.16  38.00-180.00   52
 21  \w     69.00  95.00   0.50    1.00    --   38.16  19.00   0.00   52
 22  \w     30.00  69.00   0.50    1.00    --   38.16  38.00  60.00   78
 23  \w     30.00  82.00   0.50    1.00    --   38.16-125.00  30.00  104
 24  \w     74.00 102.00   0.50    4.00    --  115.00 -94.00-120.00   56
 25  \w     80.00 106.00   0.50    4.00    --  115.00  77.00  30.00   52
 26  \w     38.00  71.00   0.50    4.00    --  115.00 -94.00-120.00   66
 27  \w     71.00  97.00   0.50    4.00    --  115.00 178.00 150.00   52
 28  \w     79.00 104.00   0.50    4.00    --  115.00  77.00   0.00   50
 29  \w     86.00 112.00   0.50    4.00    --  115.00  30.00  30.00   52
 30  \w     79.00 105.00   0.50    4.00    --  115.00  77.00 -30.00   52
 31  \w     82.00 107.00   0.50    4.00    --  115.00  61.00   0.00   50
 32  \w     82.00 114.00   0.50    4.00    --  115.00  77.00  60.00   64
 33  \w     29.00  95.00   0.50    4.00    --  115.00 -94.00 120.00  132
 34  \w     42.00  80.00   0.50    4.00    --  115.00 -94.00 150.00   76
 35  \w    153.00 178.00   0.50    4.00    --  115.00  77.00  60.00   50
 36  \w     84.00 110.00   0.50    4.00    --  115.00  45.00   0.00   52
 37  \w     86.00 112.00   0.50    4.00    --  115.00  45.00  60.00   52
 38  \w     85.00 110.00   0.50    4.00    --  115.00  61.00 -30.00   50
 39  \w     87.00 113.00   0.50    4.00    --  115.00  45.00 -30.00   52
 40  \w     50.00  76.00   0.50    4.00    --  115.00  15.00  30.00   52
 41  \w    126.00 151.00   0.50    4.00    --  115.00 178.00 150.00   50
 42  \w     82.00 119.00   0.50    4.00    --  115.00  30.00  90.00   74
 43  \w     57.00  97.00   0.50    4.00    --  115.00 178.00 120.00   80
 44  \w     82.00 108.00   0.50    4.00    --  115.00  61.00  30.00   52
 45  \w     85.00 111.00   0.50    4.00    --  115.00  30.00  60.00   52
 46  \w    153.00 178.00   0.50    4.00    --  115.00  77.00 -30.00   50
 47  \w     36.00  61.00   0.50    4.00    --  115.00  15.00  60.00   50
 48  \w     82.00 107.00   0.50    4.00    --  115.00  61.00  60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1188688000
_diffrn_orient_matrix_UB_12      0.0829976000
_diffrn_orient_matrix_UB_13      0.0150407000
_diffrn_orient_matrix_UB_21      -0.0141808000
_diffrn_orient_matrix_UB_22      0.0342554000
_diffrn_orient_matrix_UB_23      -0.1007444000
_diffrn_orient_matrix_UB_31      -0.0803411000
_diffrn_orient_matrix_UB_32      0.1168786000
_diffrn_orient_matrix_UB_33      0.0189404000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19621
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.288
_diffrn_reflns_theta_min         4.139
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.994
_exptl_absorpt_correction_T_max  0.845
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.123
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.46(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         5715
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0304
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0542P)^2^+0.2867P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0822
_refine_ls_wR_factor_ref         0.0827
_reflns_Friedel_coverage         0.996
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                5635
_reflns_number_total             5715
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b07704_si_032.cif
_cod_data_source_block           NaOCP_2
_cod_original_cell_volume        1671.57(2)
_cod_database_code               4126534
_chemical_oxdiff_formula         'C13 H24 Na1 O7 P1'
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     51.96
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.54(2) 0.46(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
3. Uiso/Uaniso restraints and constraints
P2B \\sim O2B \\sim C2B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Same fragment restrains
{P2B, O2B, C2B} sigma for 1-2: 0.02, 1-3: 0.02
as
{P2A, O2A, C2A}
5. Others
 Sof(P2B)=Sof(O2B)=Sof(C2B)=1-FVAR(1)
 Sof(P2A)=Sof(O2A)=Sof(C2A)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B),
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B),
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B),
  C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,
 H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B)
;
_shelx_res_checksum              95899
_shelx_hkl_checksum              28862
_shelx_shelxl_version_number     2014/7
_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 1.176
_oxdiff_exptl_absorpt_empirical_full_min 0.838