Substituted aromatic pentaphosphole ligands ‒ a journey across the p-block
Riesinger, Christoph; Balázs, Gábor; Seidl, Michael; Scheer, Manfred; Chemical Science  (2021) –; doi:10.1039/D1SC04296C

data_1564640
_publ_section_title
;
 Substituted aromatic pentaphosphole ligands -- a journey across the
 p-block
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC04296C
_journal_year                    2021
_chemical_formula_moiety         'C23 H26 Fe P5, Al C16 F36 O4'
_chemical_formula_sum            'C39 H26 Al F36 Fe O4 P5'
_chemical_formula_weight         1480.28
_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   geom
_audit_creation_date             2021-03-18
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-05-13 deposited with the CCDC.	2021-09-03 downloaded from the CCDC.
;
_cell_angle_alpha                86.014(2)
_cell_angle_beta                 71.751(2)
_cell_angle_gamma                88.928(2)
_cell_formula_units_Z            4
_cell_length_a                   15.4816(4)
_cell_length_b                   16.9548(5)
_cell_length_c                   21.6022(6)
_cell_measurement_reflns_used    13143
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      71.3810
_cell_measurement_theta_min      4.3110
_cell_volume                     5372.1(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.27a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.27a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.27a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      123(1)
_diffrn_detector_area_resol_mean 5.2548
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.968
_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    -98.00 -18.00   1.00    4.50    --  -40.03 125.00-120.00   80
  2  \w    -98.00 -18.00   1.00    4.50    --  -40.03 125.00 150.00   80
  3  \w    -12.00 123.00   1.00    4.50    --   40.03  19.00-180.00  135
  4  \w    -43.00  27.00   1.00    4.50    --   40.03 -19.00-180.00   70
  5  \w     -3.00  92.00   1.00    4.50    --   40.03-125.00  90.00   95
  6  \w     20.00  84.00   1.00   19.00    --  105.16 -95.00-180.00   64
  7  \w     71.00 178.00   1.00   19.00    --  105.16  30.00-180.00  107
  8  \w     29.00  71.00   1.00   19.00    --  105.16 -61.00  30.00   42
  9  \w     73.00 178.00   1.00   19.00    --  105.16  61.00-150.00  105
 10  \w     29.00  71.00   1.00   19.00    --  105.16 -61.00 -60.00   42
 11  \w     19.00 145.00   1.00   19.00    --  105.16 -91.00 -65.15  126
 12  \w     29.00  71.00   1.00   19.00    --  105.16 -61.00  60.00   42
 13  \w     19.00 145.00   1.00   19.00    --  105.16 -91.00 130.67  126
 14  \w     70.00 178.00   1.00   19.00    --  105.16  77.00-120.00  108
 15  \w     71.00 178.00   1.00   19.00    --  105.16  30.00 -30.00  107
 16  \w     19.00 145.00   1.00   19.00    --  105.16 -91.00  16.14  126
 17  \w   -122.00  -5.00   1.00    4.50    --  -40.03 -77.00  30.00  117
 18  \w   -122.00  -5.00   1.00    4.50    --  -40.03 -77.00 120.00  117
 19  \w   -122.00  -5.00   1.00    4.50    --  -40.03 -77.00 -60.00  117
 20  \w      5.00 122.00   1.00    4.50    --   40.03  77.00 -60.00  117
 21  \w      9.00 116.00   1.00    4.50    --   40.03  57.00-150.00  107
 22  \w     71.00 139.00   1.00   19.00    --  105.16  30.00  90.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            58001
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.857
_diffrn_reflns_theta_min         3.500
_exptl_absorpt_coefficient_mu    5.382
_exptl_absorpt_correction_T_max  0.423
_exptl_absorpt_correction_T_min  0.106
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.27a (Rigaku Oxford Diffraction, 2019)
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            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.830
_exptl_crystal_description       block
_exptl_crystal_F_000             2920
_exptl_crystal_size_max          0.627
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.215
_refine_diff_density_max         1.211
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2252
_refine_ls_number_reflns         20392
_refine_ls_number_restraints     1556
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0675
_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^)+(0.1154P)^2^+8.6917P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1882
_refine_ls_wR_factor_ref         0.1939
_reflns_Friedel_coverage         0.000
_reflns_number_gt                18475
_reflns_number_total             20392
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc04296c2.cif
_cod_data_source_block           cr436_cua
_cod_database_code               1564640
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C57C-C55 = C58C-C55
 1.55 with sigma of 0.02
 F14A-C53A \\sim F14B-C53B \\sim F13B-C53B \\sim F13A-C53A \\sim F15A-C53A
\\sim F15B-C53B
 with sigma of 0.02
 F25B-C58B \\sim F26B-C58B \\sim F27B-C58B \\sim F22B-C57B \\sim F23B-C57B
\\sim F21B-C56B \\sim F19B-
 C56B \\sim F20B-C56B
 with sigma of 0.02
 F27C-C58C \\sim F25C-C58C \\sim F26C-C58C \\sim F22C-C57C \\sim F23C-C57C
\\sim F24B-C57C
 with sigma of 0.02
 C55-C58B \\sim C55-C57B \\sim C55-C56B
 with sigma of 0.02
 F28-C60C \\sim F30C-C60C \\sim F35B-C61C \\sim F32-C61C \\sim F35C-C62C \\sim
F34C-C62C
 with sigma of 0.02
 C55-C56A \\sim C55-C57A \\sim C58A-C55
 with sigma of 0.02
 F11A-C52A \\sim F11B-C52B \\sim F10A-C52A \\sim F10B-C52B \\sim F12-C52A
 with sigma of 0.02
 F17B-C54B \\sim F16A-C54A \\sim F18A-C54A \\sim F17A-C54A \\sim F18B-C54B
\\sim F16B-C54B
 with sigma of 0.02
 C54B-C51 \\sim C54A-C51 \\sim C52A-C51 \\sim C52B-C51 \\sim C53A-C51 \\sim
C53B-C51
 with sigma of 0.02
 F30A-C60A \\sim F29A-C60A \\sim F31-C61A \\sim F33A-C61A \\sim F35A-C62A \\sim
F34A-C62A \\sim F36A-
 C62A
 with sigma of 0.02
 C75B-C76B \\sim C75B-C78B \\sim C75B-C77B
 with sigma of 0.02
 F30B-C60B \\sim F29B-C60B \\sim F31B-C61B \\sim F33B-C61B \\sim F32B-C61B
\\sim F34B-C62B \\sim F36B-
 C62B
 with sigma of 0.02
 F64B-C76B \\sim F65B-C76B \\sim F66B-C76B \\sim F71B-C78B \\sim F72B-C78B
\\sim F70B-C78B \\sim F68B-
 C77B \\sim F69B-C77B \\sim F67B-C77B
 with sigma of 0.02
 F23A-C57A \\sim F22A-C57A \\sim F24A-C57A
 with sigma of 0.02
 F30B-F29B \\sim F31B-F33B \\sim F33B-F32B \\sim F32B-F31B \\sim F34B-F36B
 with sigma of 0.04
 C60B-C61B \\sim C61B-C62B \\sim C60B-C62B
 with sigma of 0.04
 C60C-C61C \\sim C61C-C62C \\sim C60C-C62C
 with sigma of 0.04
 F64A-C76A \\sim F65A-C76A \\sim F66A-C76A \\sim F71A-C78A \\sim F72A-C78A
\\sim F70A-C78A \\sim F68A-
 C77A \\sim F69A-C77A \\sim F67A-C77A
 with sigma of 0.02
 C59-C60C \\sim C59-C61C \\sim C59-C62C
 with sigma of 0.02
 C61C-C59 \\sim C61A-C59 \\sim C59-C61B \\sim C60C-C59 \\sim C59-C62B \\sim
C59-C62A \\sim C62C-C59 ~
 C59-C60B \\sim C60A-C59
 with sigma of 0.02
 F64A-F65A \\sim F65A-F66A \\sim F66A-F64A
 with sigma of 0.02
 C75A-C76A \\sim C75A-C78A \\sim C75A-C77A
 with sigma of 0.02
 C50B-C47 \\sim C50A-C47 \\sim C48B-C47 \\sim C48A-C47 \\sim C49B-C47 \\sim
C49A-C47
 with sigma of 0.02
 F47B-C68 \\sim F46-C68 \\sim F48B-C68
 with sigma of 0.02
 F30B-C60B \\sim F28-C60B \\sim F29B-C60B
 with sigma of 0.02
 F30A-C60A \\sim F29A-C60A \\sim F28-C60A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F23B \\sim C57B \\sim F22B: within 1.9A with sigma of 0.01 and sigma for
terminal atoms of 0.005 within 1.9A
O3A \\sim O3B \\sim Al1: within 1.9A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 1.9A
O4A \\sim O4B \\sim Al1: within 1.9A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 1.9A
O3B \\sim O3A: within 1.9A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 1.9A
F21A \\sim C58C \\sim F27C \\sim F25C \\sim F26C \\sim C57C \\sim F22C \\sim
F23C \\sim F24B: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
C58C \\sim F27C \\sim F25C \\sim F26C: within 1.9A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1.9A
F23C \\sim F22C \\sim C57C \\sim F24B: within 1.9A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1.9A
C56B \\sim F20B \\sim F19B \\sim F21B: within 1.9A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1.9A
C55 \\sim C58C \\sim C58B \\sim C58A \\sim C56A \\sim C56B \\sim C57B \\sim
C57A \\sim C57C: within 1.9A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 1.9A
F25A \\sim F27A \\sim F26A \\sim C58A: within 1.9A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 1.9A
C51 \\sim C54B \\sim C54A \\sim C52B \\sim C52A \\sim C53A \\sim C53B: within
1.9A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 1.9A
F26B \\sim F25B \\sim C58B \\sim F27B: within 1.9A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 1.9A
F12 \\sim F10A \\sim F10B \\sim C52B \\sim C52A \\sim F11A \\sim F11B: within
1.9A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 1.9A
F13A \\sim F13B \\sim C53A \\sim C53B \\sim F15A \\sim F15B \\sim F14B \\sim
F14A: within 1.9A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 1.9A
F16B \\sim F16A \\sim F17B \\sim C54B \\sim F18B \\sim F18A \\sim C54A \\sim
F17A: within 1.9A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 1.9A
F21A: within 1.9A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 1.9A
F23A \\sim C57A \\sim F22A \\sim F24A: within 1.9A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 1.9A
F71B \\sim F71A \\sim C78B \\sim C78A: within 1.9A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 1.9A
C61A \\sim C61B \\sim C61C \\sim C62B \\sim C62A \\sim C62C \\sim C59 \\sim
C60C \\sim C60B \\sim C60A: within 1.9A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 1.9A
F30B \\sim F30A \\sim F34C \\sim C62C \\sim F34A \\sim C62A \\sim F35A: within
1.9A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 1.9A
F68B \\sim F68A \\sim C77A \\sim F67A: within 1.9A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 1.9A
C78B \\sim C78A \\sim C75B \\sim C75A \\sim C77B \\sim C77A \\sim C76B \\sim
C76A: within 1.9A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 1.9A
F68A \\sim C77A \\sim F67A \\sim F69A: within 1.9A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 1.9A
F70A \\sim C78A \\sim F72A \\sim F71A \\sim F72B \\sim C78B \\sim F70B \\sim
F71B: within 1.9A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 1.9A
C48A \\sim C48B \\sim C50A \\sim C50B \\sim C49A \\sim C49B: within 1.9A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 1.9A
C69 \\sim C67 \\sim C68 \\sim C70B \\sim C70A: within 1.9A with sigma of 0.01
and sigma for terminal atoms of 0.01 within 1.9A
F50B \\sim F50A \\sim F51A \\sim F51B \\sim F49 \\sim C69: within 1.9A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 1.9A
C1 \\sim C2 \\sim C3 \\sim C7 \\sim C8 \\sim C13 \\sim C5 \\sim C9 \\sim C6
\\sim C4 \\sim C11 \\sim C12 \\sim C10: within 1.7A with sigma of 0.02 and
sigma for terminal atoms of 0.04 within 1.7A
Al2 \\sim O8A \\sim O8B: within 1.9A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 1.9A
Al1 \\sim O2B \\sim O2A: within 1.9A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 1.9A
4. Others
 Fixed Sof: O2A(0.75) F11A(0.75) F9A(0.69) F6A(0.69) F13A(0.75) O3A(0.5)
 F53A(0.68) F15A(0.75) F51A(0.68) F54A(0.68) F48A(0.68) F10A(0.75) F24A(0.36)
 F14A(0.75) F18A(0.75) F16A(0.75) F19A(0.64) F3A(0.69) F50A(0.68) F47A(0.68)
 F20A(0.64) C70A(0.68) C52A(0.75) F23A(0.36) F17A(0.75) F22A(0.36) C50A(0.69)
 C53A(0.75) C54A(0.75) C49A(0.69) C57A(0.36) C48A(0.69) C56A(0.64) F25A(0.36)
 F27A(0.36) F26A(0.36) C58A(0.36) C48B(0.31) F3B(0.31) C49B(0.31) F6B(0.31)
 F50B(0.32) F51B(0.32) F48B(0.32) F47B(0.32) C70B(0.32) F53B(0.32) F54B(0.32)
 O2B(0.25) C53B(0.25) F15B(0.25) F14B(0.25) F13B(0.25) F10B(0.25) C52B(0.25)
 F11B(0.25) C54B(0.25) F18B(0.25) F16B(0.25) F17B(0.25) O4A(0.55) C60A(0.39)
 F30A(0.69) F29A(0.39) C61A(0.39) F31(0.69) F33A(0.39) C62A(0.39) F35A(0.39)
 F34A(0.39) F36A(0.39) O4B(0.45) C60B(0.31) F30B(0.31) F29B(0.61) C61B(0.31)
 F31B(0.31) F33B(0.31) F32B(0.31) C62B(0.31) F34B(0.31) F36B(0.31) C60C(0.3)
 F30C(0.3) C61C(0.3) F35B(0.61) F32(0.69) C62C(0.3) F35C(0.3) F34C(0.3)
 O8A(0.45) C75A(0.5) C76A(0.5) F64A(0.5) F65A(0.5) F66A(0.5) C78A(0.5)
 F71A(0.5) F72A(0.5) F70A(0.5) C77A(0.5) F68A(0.5) F69A(0.5) F67A(0.5)
 O8B(0.55) C75B(0.5) C76B(0.5) F64B(0.5) F65B(0.5) F66B(0.5) C78B(0.5)
 F71B(0.5) F72B(0.5) F70B(0.5) C77B(0.5) F68B(0.5) F69B(0.5) F67B(0.5)
 C50B(0.31) F9B(0.31) O3B(0.5) C58B(0.36) F25B(0.36) F26B(0.36) F27B(0.36)
 C57B(0.36) F22B(0.36) F23B(0.36) C56B(0.36) F21B(0.36) F19B(0.36) F20B(0.36)
 F21A(0.64) C58C(0.28) F27C(0.28) F25C(0.28) F26C(0.28) C57C(0.28) F22C(0.28)
 F23C(0.28) F24B(0.64)
5.a Ternary CH refined with riding coordinates:
 C1(H1), C24(H24)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C26(H26), C7(H7), C32(H32), C27(H27), C36(H36), C13(H13), C33(H33),
 C35(H35), C30(H30), C34(H34), C5(H5), C9(H9), C6(H6), C4(H4), C28(H28),
 C29(H29), C11(H11), C12(H12), C10(H10)
5.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C21(H21A,H21B,H21C), C43(H43A,H43B,H43C), C22(H22A,H22B,
 H22C), C19(H19A,H19B,H19C), C44(H44A,H44B,H44C), C42(H42A,H42B,H42C), C20(H20A,
 H20B,H20C), C46(H46A,H46B,H46C), C45(H45A,H45B,H45C)
;
_shelx_res_checksum              26098
_shelx_hkl_checksum              76989
_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
;