Novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes.
Reichl, Stephan; Balázs, Gábor; Scheer, Manfred; Chemical science 14 (2023) 3834–3838; doi:10.1039/d3sc00580a

data_1568638
_publ_section_title
;
 Novel synthetic route for (parent) phosphetanes, phospholanes,
 phosphinanes and phosphepanes.
;
_journal_issue                   14
_journal_name_full               'Chemical science'
_journal_page_first              3834
_journal_page_last               3838
_journal_paper_doi               10.1039/d3sc00580a
_journal_volume                  14
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C16 H27 Fe P5'
_chemical_formula_sum            'C16 H27 Fe P5'
_chemical_formula_weight         430.07
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-12-16
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-12-23 deposited with the CCDC.	2023-03-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2930(3)
_cell_length_b                   14.8439(5)
_cell_length_c                   14.4562(5)
_cell_measurement_reflns_used    12148
_cell_measurement_temperature    122.99(10)
_cell_measurement_theta_max      74.5390
_cell_measurement_theta_min      2.9620
_cell_volume                     1994.15(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip  (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_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     44.00 108.00   0.50    0.16    --   76.72   0.00-120.00  128
  2  \w     73.00 116.00   0.50    0.16    --   76.72  15.00-150.00   86
  3  \w     51.00 101.00   0.50    0.16    --   76.72   0.00 -60.00  100
  4  \w     40.00  88.00   0.50    0.16    --   72.87   0.00   0.00   96
  5  \w     64.00 119.00   0.50    0.16    --   76.72  15.00 150.00  110
  6  \w     44.00  76.00   0.50    0.16    --   76.72   0.00 150.00   64
  7  \w     45.00  91.00   0.50    0.16    --   76.72-125.00  30.00   92
  8  \w     38.00 100.00   0.50    0.16    --   76.72-125.00 -30.00  124
  9  \w     69.00 103.00   0.50    0.16    --   76.72-125.00-180.00   68
 10  \w     43.00  69.00   0.50    0.16    --   76.72-125.00-150.00   52
 11  \w     44.00  80.00   0.50    0.16    --   76.72-125.00-120.00   72
 12  \w     43.00  88.00   0.50    0.16    --   76.72-125.00 -60.00   90
 13  \w     46.00 103.00   0.50    0.16    --   76.72-125.00  90.00  114
 14  \w     37.00  76.00   0.50    0.16    --   76.72-125.00 120.00   78
 15  \w    -80.00 -33.00   0.50    0.16    --  -66.64   0.00 150.00   94
 16  \w    -63.00 -35.00   0.50    0.16    --  -67.59 125.00 120.00   56
 17  \w    -85.00 -26.00   0.50    0.16    --  -66.64 125.00  60.00  118
 18  \w    -93.00 -27.00   0.50    0.16    --  -67.59 125.00 -90.00  132
 19  \w    -77.00 -28.00   0.50    0.16    --  -66.64 125.00-180.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0254238000
_diffrn_orient_matrix_UB_12      0.0352216000
_diffrn_orient_matrix_UB_13      -0.0988982000
_diffrn_orient_matrix_UB_21      -0.1101164000
_diffrn_orient_matrix_UB_22      -0.0757999000
_diffrn_orient_matrix_UB_23      -0.0167802000
_diffrn_orient_matrix_UB_31      -0.1212444000
_diffrn_orient_matrix_UB_32      0.0615897000
_diffrn_orient_matrix_UB_33      0.0359109000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15527
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.771
_diffrn_reflns_theta_min         4.269
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.800
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.289
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.249
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.068
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details
;
 Flack x determined using 1566 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(4)
_refine_ls_extinction_coef       0.00032(6)
_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   1.200
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         4030
_refine_ls_number_restraints     312
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0462
_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^)+8.5808P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1093
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                3953
_reflns_number_total             4030
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc00580a2.cif
_cod_data_source_block           res900_p5c6_op_abs
_cod_depositor_comments
'Adding full bibliography for 1568634--1568643.cif.'
_cod_original_cell_volume        1994.14(12)
_cod_database_code               1568638
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C16H26FeP5
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C10A \\sim C5A \\sim C5B \\sim C10B \\sim C9A \\sim C4A \\sim C4B \\sim C9B
\\sim C3B \\sim C3A \\sim C8A \\sim C8B \\sim C2B \\sim C2A \\sim C7B \\sim C7A
\\sim C1A \\sim C1B \\sim C6B \\sim C6A: within 1.8A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 1.8A
C15A \\sim C15B \\sim C16: within 1.8A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 1.8A
3. Others
 Sof(C6B)=Sof(H6BA)=Sof(H6BB)=Sof(H6BC)=Sof(C1B)=Sof(C5B)=Sof(C10B)=Sof(H10D)=
 Sof(H10E)=Sof(H10F)=Sof(C4B)=Sof(C9B)=Sof(H9BA)=Sof(H9BB)=Sof(H9BC)=Sof(C3B)=
 Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(H8BC)=Sof(C2B)=Sof(C7B)=Sof(H7BA)=Sof(H7BB)=
 Sof(H7BC)=1-FVAR(1)
 Sof(C1A)=Sof(C5A)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(H9AC)=Sof(C8A)=Sof(H8AA)=
 Sof(H8AB)=Sof(H8AC)=Sof(C4A)=Sof(C10A)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C7A)=
 Sof(H7AA)=Sof(H7AB)=Sof(H7AC)=Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(H6AC)=Sof(C3A)=
 Sof(C2A)=FVAR(1)
 Sof(H16C)=Sof(H16D)=Sof(H12C)=Sof(H12D)=Sof(C13B)=Sof(H13A)=Sof(H13B)=
 Sof(C15B)=Sof(H15A)=Sof(H15B)=Sof(C14B)=Sof(H14A)=Sof(H14B)=1-FVAR(2)
 Sof(H16A)=Sof(H16B)=Sof(H12A)=Sof(H12B)=Sof(C14A)=Sof(H14C)=Sof(H14D)=
 Sof(C15A)=Sof(H15C)=Sof(H15D)=Sof(C13A)=Sof(H13C)=Sof(H13D)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C16(H16C,H16D), C16(H16A,H16B), C12(H12C,H12D), C12(H12A,H12B), C13B(H13A,
 H13B), C15B(H15A,H15B), C11(H11A,H11B), C14B(H14A,H14B), C14A(H14C,H14D),
 C15A(H15C,H15D), C13A(H13C,H13D)
4.b Idealised Me refined as rotating group:
 C9A(H9AA,H9AB,H9AC), C8A(H8AA,H8AB,H8AC), C10A(H10A,H10B,H10C), C7A(H7AA,H7AB,
 H7AC), C6A(H6AA,H6AB,H6AC), C6B(H6BA,H6BB,H6BC), C10B(H10D,H10E,H10F),
 C9B(H9BA,H9BB,H9BC), C8B(H8BA,H8BB,H8BC), C7B(H7BA,H7BB,H7BC)
;
_shelx_res_checksum              41275
_shelx_hkl_checksum              76508
_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 1.306
_oxdiff_exptl_absorpt_empirical_full_min 0.861