Synthesis, Structure, and Reactivity of Pentamethylcyclopentadienyl 2,4,6-Triphenylphosphinine Iron Complexes
Rezaei Rad, Babak; Chakraborty, Uttam; Mühldorf, Bernd; Sklorz, Julian A. W.; Bodensteiner, Michael; Müller, Christian; Wolf, Robert; Organometallics 34 (2015) 622–; doi:10.1021/om501161y

data_4085331
_publ_section_title
;
 Synthesis, Structure, and Reactivity of Pentamethylcyclopentadienyl
 2,4,6-Triphenylphosphinine Iron Complexes
;
_journal_issue                   3
_journal_name_full               Organometallics
_journal_page_first              622
_journal_paper_doi               10.1021/om501161y
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C33 H32 Fe P'
_chemical_formula_sum            'C33 H32 Fe P'
_chemical_formula_weight         515.40
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-08-27
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                98.774(2)
_cell_angle_beta                 101.682(2)
_cell_angle_gamma                90.058(2)
_cell_formula_units_Z            4
_cell_length_a                   10.2166(3)
_cell_length_b                   10.7026(3)
_cell_length_c                   23.9655(6)
_cell_measurement_reflns_used    7413
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      73.1000
_cell_measurement_theta_min      3.8170
_cell_volume                     2534.80(12)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44)'
_computing_data_collection
'CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44)'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(1)
_diffrn_detector_area_resol_mean 10.3546
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details
;
  1 omega -119.00   -9.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.2064  -77.0000  -60.0000 220

  2 omega  -17.00   77.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       41.2064  -97.0000   73.0000 188

  3 omega   15.00  110.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       41.2064   77.0000 -180.0000 190

  4 omega   36.00   63.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -30.0000    0.0000 54

  5 omega   82.00  121.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800 -125.0000   30.0000 78

  6 omega   34.00  109.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -94.0000 -180.0000 150

  7 omega   29.00   58.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -30.0000   30.0000 58

  8 omega   42.00   68.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -94.0000  120.0000 52

  9 omega   29.00   67.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -30.0000 -150.0000 76

 10 omega   32.00   60.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800 -125.0000   30.0000 56

 11 omega   29.00   69.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -30.0000 -120.0000 80

 12 omega   34.00  140.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -77.0000   30.0000 212

 13 omega   87.00  158.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800   45.0000   30.0000 142

 14 omega   48.00  158.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800   15.0000 -180.0000 220

 15 omega   29.00   69.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -30.0000  150.0000 80

 16 omega   78.00  108.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -94.0000  120.0000 60

 17 omega   28.00  140.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -77.0000 -120.0000 224

 18 omega   12.00  115.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       41.2064   57.0000   90.0000 206

 19 omega  -33.00   71.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       41.2064  -57.0000  -60.0000 208

 20 omega  -35.00   67.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       41.2064  -37.0000  150.0000 204

 21 omega   76.00  141.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800   30.0000  -30.0000 130
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0336239000
_diffrn_orient_matrix_UB_12      0.1200872000
_diffrn_orient_matrix_UB_13      0.0380958000
_diffrn_orient_matrix_UB_21      -0.1130116000
_diffrn_orient_matrix_UB_22      0.0263683000
_diffrn_orient_matrix_UB_23      -0.0496090000
_diffrn_orient_matrix_UB_31      -0.0991639000
_diffrn_orient_matrix_UB_32      -0.0782307000
_diffrn_orient_matrix_UB_33      0.0224496000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            21002
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.707
_diffrn_reflns_theta_min         3.814
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    5.502
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69325
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) 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    1.351
_exptl_crystal_description       block
_exptl_crystal_F_000             1084
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     613
_refine_ls_number_reflns         9820
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0490
_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^)+(0.0530P)^2^+1.7736P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1273
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7638
_reflns_number_total             9820
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om501161y_si_002.cif
_cod_data_source_block           3
_cod_depositor_comments
;
Adding full bibliography for 4085329--4085336.cif.

2026-05-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C66 H64 Fe2 P2'
_cod_original_formula_weight         1030.81
_cod_original_formula_moiety         '2(C33 H32 Fe P)'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        2534.79(12)
_cod_database_code               4085331
_shelxl_version_number           2014-3
_chemical_oxdiff_formula         'C66 H64 Fe2 P2'
_reflns_odcompleteness_completeness 99.21
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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. Others
 Fixed Sof: P1(0.5) C1(0.5) C102(0.5) H102(0.5) C103(0.5) H103(0.5) C104(0.5)
 H104(0.5) C105(0.5) H105(0.5) C106(0.5) H106(0.5) C2(0.5) H2(0.5) C3(0.5)
 C301(0.5) C302(0.5) H302(0.5) C303(0.5) H303(0.5) C304(0.5) H304(0.5)
 C305(0.5) H305(0.5) C306(0.5) H306(0.5) C4(0.5) H4(0.5) C5(0.5) C501(0.5)
 C502(0.5) H502(0.5) C503(0.5) H503(0.5) C504(0.5) H504(0.5) C505(0.5)
 H505(0.5) C506(0.5) H506(0.5) P2(0.5) C21(0.5) C202(0.5) H202(0.5) C203(0.5)
 H203(0.5) C204(0.5) H204(0.5) C205(0.5) H205(0.5) C206(0.5) H206(0.5) C22(0.5)
 H22(0.5) C23(0.5) C231(0.5) C232(0.5) H232(0.5) C233(0.5) H233(0.5) C234(0.5)
 H234(0.5) C235(0.5) H235(0.5) C236(0.5) H236(0.5) C24(0.5) H24(0.5) C25(0.5)
 C251(0.5) C252(0.5) H252(0.5) C253(0.5) H253(0.5) C254(0.5) H254(0.5)
 C255(0.5) H255(0.5) C256(0.5) H256(0.5) P3(0.5) C31(0.5) C311(0.5) C312(0.5)
 H312(0.5) C313(0.5) H313(0.5) C314(0.5) H314(0.5) C315(0.5) H315(0.5)
 C316(0.5) H316(0.5) C32(0.5) H32(0.5) C33(0.5) C331(0.5) C332(0.5) H332(0.5)
 C333(0.5) H333(0.5) C334(0.5) H334(0.5) C335(0.5) H335(0.5) C336(0.5)
 H336(0.5) C34(0.5) H34(0.5) C35(0.5) C351(0.5) C352(0.5) H352(0.5) C353(0.5)
 H353(0.5) C354(0.5) H354(0.5) C355(0.5) H355(0.5) C356(0.5) H356(0.5) P4(0.5)
 C41(0.5) C411(0.5) C412(0.5) H412(0.5) C413(0.5) H413(0.5) C414(0.5) H414(0.5)
 C415(0.5) H415(0.5) C416(0.5) H416(0.5) C42(0.5) H42(0.5) C43(0.5) C431(0.5)
 C432(0.5) H432(0.5) C433(0.5) H433(0.5) C434(0.5) H434(0.5) C435(0.5)
 H435(0.5) C436(0.5) H436(0.5) C44(0.5) H44(0.5) C45(0.5) C451(0.5) C452(0.5)
 H452(0.5) C453(0.5) H453(0.5) C454(0.5) H454(0.5) C455(0.5) H455(0.5)
 C456(0.5) H456(0.5)
3.a Me refined with riding coordinates:
 C57(H57A,H57B,H57C)
3.b Aromatic/amide H refined with riding coordinates:
 C102(H102), C103(H103), C104(H104), C105(H105), C106(H106), C2(H2),
 C302(H302), C303(H303), C304(H304), C305(H305), C306(H306), C4(H4), C502(H502),
  C503(H503), C504(H504), C505(H505), C506(H506), C202(H202), C203(H203),
 C204(H204), C205(H205), C206(H206), C22(H22), C232(H232), C233(H233),
 C234(H234), C235(H235), C236(H236), C24(H24), C252(H252), C253(H253),
 C254(H254), C255(H255), C256(H256), C312(H312), C313(H313), C314(H314),
 C315(H315), C316(H316), C32(H32), C332(H332), C333(H333), C334(H334),
 C335(H335), C336(H336), C34(H34), C352(H352), C353(H353), C354(H354),
 C355(H355), C356(H356), C412(H412), C413(H413), C414(H414), C415(H415),
 C416(H416), C42(H42), C432(H432), C433(H433), C434(H434), C435(H435),
 C436(H436), C44(H44), C452(H452), C453(H453), C454(H454), C455(H455),
 C456(H456)
3.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C), C56(H56A,H56B,H56C), C58(H58A,H58B,H58C), C59(H59A,
 H59B,H59C), C60(H60A,H60B,H60C)
;
_shelx_res_checksum              40519
_shelx_hkl_checksum              33194
_olex2_submission_special_instructions 'No special instructions were received'