##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
data_global
_audit_creation_method     SHELXL97
_journal_date_recd_electronic     2006-05-31
_journal_date_accepted     2006-07-03
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2006
_journal_volume     62
_journal_issue      8
_journal_page_first     m378
_journal_page_last     m380
_journal_paper_category     FM
_journal_coeditor_code     SQ3026
_publ_contact_author_name     'Daran, Jean-Claude'
_publ_contact_author_address
;
Laboratoire de Chimie de Coordination
UPR-CNRS 8241
205 route de Narbonne
31077 Toulouse Cedex
France
;
_publ_contact_author_email     daran@lcc-toulouse.fr
_publ_contact_author_fax     '(33) 5 61 55 30 03'
_publ_contact_author_phone     '(33) 5 61 33 31 74'
_publ_section_title
;\
(2S,4S,SFc)-2-[(Diphenylthiophosphino)ferrocenyl]-4-\
methoxymethyl-1,3-dioxane
;
loop_
    _publ_author_name
    _publ_author_address
    'Jean-Claude Daran'
;
Laboratoire de Chimie de Coordination
UPR-CNRS 8241
205 route de Narbonne
31077 Toulouse Cedex
France
;
    'Eric Manoury'
;
Laboratoire de Chimie de Coordination
UPR-CNRS 8241
205 route de Narbonne
31077 Toulouse Cedex
France
;
    'Lucie Routaboul'
;
Laboratoire de Chimie de Coordination
UPR-CNRS 8241
205 route de Narbonne
31077 Toulouse Cedex
France
;
    'Frédéric Rivals'
;
Laboratoire de Chimie de Coordination
UPR-CNRS 8241
205 route de Narbonne
31077 Toulouse Cedex
France
;
_chemical_name_systematic
;
;
data_I
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
(2S,4S,SFc)-2-[(Diphenylthiophosphino)ferrocenyl]-4-methoxymethyl-1,3-dioxane
;
_chemical_name_common     ?
_chemical_formula_moiety     'C28 H29 Fe O3 P S'
_chemical_formula_sum     'C28 H29 Fe O3 P S'
_chemical_formula_iupac     '[Fe (C5 H5) (C23 H24 O3 P S)]'
_chemical_formula_weight     532.39
_chemical_melting_point     ?
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'P 21 21 21'
_symmetry_space_group_name_Hall     'P 2ac 2ab'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    'x+1/2, -y+1/2, -z'
    '-x, y+1/2, -z+1/2'
    '-x+1/2, -y, z+1/2'
_cell_length_a     9.4886(12)
_cell_length_b     15.2217(17)
_cell_length_c     17.071(2)
_cell_angle_alpha     90.0
_cell_angle_beta     90.0
_cell_angle_gamma     90.0
_cell_volume     2465.7(5)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     8000
_cell_measurement_theta_min     1.79
_cell_measurement_theta_max     24.33
_cell_measurement_temperature     180(2)
_exptl_crystal_description     needle
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.49
_exptl_crystal_size_mid     0.093
_exptl_crystal_size_min     0.057
_exptl_crystal_density_diffrn     1.434
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1112
_exptl_absorpt_coefficient_mu     0.790
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SORTAV; Blessing, 1995)'
_exptl_absorpt_correction_T_min     0.561
_exptl_absorpt_correction_T_max     0.865
_exptl_special_details
;
The data were collected on a Stoe Imaging Plate Diffraction
System (IPDS). The crystal-to-detector distance was 80 mm. 125 frames
(5 min per frame) were obtained with 0 < φ < 250° and with the crystals
rotated through 2.0° in φ. Coverage of the unique set was over 98.8%
complete to at least 24.33°. Crystal decay was monitored by measuring 200
reflexions per frame.
Spectroscopic and analytical characterization:
¹H NMR (S)-(2) (acetone-d₆, δ, p.p.m.): 7.9--7.8 (2H, m, PPh₂),
7.7--7.4 (8H, m, PPh₂), 6.02 (1H, s, O-CH-O), 4.77 (1H, m, subst Cp),
4.41 (1H, m, subst Cp), 4.32 (5H, s, Cp), 4.17 (1H, dd, ABX syst,
J = 12.4 and 5 Hz, OCH₂CH₂), 3.88 (1H, dd, ABX syst, J = 12.4 and
2.8 Hz, OCH₂CH₂), 3.83 (1H, m, subst Cp), 3.64 (1H, m, CH), 2.89 (3H,
s, OCH₃), 2.77 (1H, dd, ABX syst, J = 10.1 and 4.5 Hz, CH₂OCH₃),
2.69 (1H, dd, ABX syst, J = 10.1 and 5.5 Hz, CH₂OCH₃), 1.62 (1H, qd,
J =13.3 and 5.5 Hz, CH₂), 1.38 (1H, br d, J = 13.3 Hz, CH₂); ¹³C NMR
(acetone-d₆, δ, p.p.m.): 135.8 (JPC = 88.5 Hz, quat PPh₂), 134.1
(JPC = 86.1 Hz, quat PPh₂), 132.5 (JPC = 10.6 Hz, PPh₂), 132.3
(JPC = 10.7 Hz, PPh₂), 131.5 (JPC = 3.0 Hz, PPh₂), 131.1
(JPC = 3.1 Hz, PPh₂), 128.2 (JPC = 12.2 Hz, PPh₂), 128.0
(JPC = 12.6 Hz, PPh₂), 98.3 (O-CH-O), 90.1 (JPC = 10.9 Hz, quat Cp), 75.2
(JPC = 12.3 Hz, subst Cp), 75.1, 74.6, 74.4 (JPC = 94.? Hz, quat Cp),
71.0 (Cp), 70.9 (JPC = 8.7 Hz, subst Cp), 69.4 (JPC = 10.3 Hz, subst Cp),
67.8, 65.5, 58.3 (OCH₃), 15.0 (CH₂); ³¹P NMR (acetone-d₆, δ, p.p.m.):
47.9. [α]D = -9.72 (CHCl₃, c = 0.36). MS (DCI, NH₃) m/e: 533 (M+1,
100%).
Analysis, found: C 63.13, H 4.90, S 5.29%; calculated for C₂₈H₂₉FeO₃PS:
C 63.16, H 5.48, S 6.02%.
;
_diffrn_ambient_temperature     180(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Stoe IPDS'
_diffrn_measurement_method     φ
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     19961
_diffrn_reflns_av_R_equivalents     0.0468
_diffrn_reflns_av_sigmaI/netI     0.0610
_diffrn_reflns_theta_min     1.79
_diffrn_reflns_theta_max     24.33
_diffrn_reflns_theta_full     24.33
_diffrn_measured_fraction_theta_max     0.988
_diffrn_measured_fraction_theta_full     0.988
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     0
_diffrn_reflns_limit_k_max     17
_diffrn_reflns_limit_l_min     0
_diffrn_reflns_limit_l_max     19
_diffrn_standards_number     200
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     8
_diffrn_standards_decay_%     0.1
_refine_special_details
;
  Refinement of F² against ALL reflections.  The weighted R-factor wR and
  goodness of fit S are based on F², conventional R-factors R are based
  on F, with F set to zero for negative F². The threshold expression of
  F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
  not relevant to the choice of reflections for refinement.  R-factors based
  on F² are statistically about twice as large as those based on F, and R-
  factors based on ALL data will be even larger.
;
_reflns_number_total     3962
_reflns_number_gt     3266
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0379
_refine_ls_R_factor_gt     0.0278
_refine_ls_wR_factor_gt     0.0532
_refine_ls_wR_factor_ref     0.0562
_refine_ls_goodness_of_fit_ref     0.958
_refine_ls_restrained_S_all     0.958
_refine_ls_number_reflns     3962
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
               'calc w = 1/[σ²(Fo²)+(0.0172P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.212
_refine_diff_density_min     -0.312
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details     'Flack (1983), with how many Friedel pairs'
_refine_ls_abs_structure_Flack     -0.016(17)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'P' 'P' 0.1023 0.0942
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'S' 'S' 0.1246 0.1234
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Fe' 'Fe' 0.3463 0.8444
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'IPDS Software (Stoe & Cie, 2000)'
_computing_cell_refinement     'IPDS Software'
_computing_data_reduction     'XRED (Stoe & Cie, 1996)'
_computing_structure_solution     'SIR97 (Altomare et al.,  1999)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics
                  'ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003)'
_computing_publication_material     'WinGX (Farrugia, 1999)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Fe Fe1 0.44353(5) 0.10794(3) 0.94796(3) 0.01799(11) Uani d . 1 . .
    S S1 0.86914(10) 0.05679(6) 0.90433(5) 0.0245(2) Uani d . 1 . .
    P P1 0.75005(9) 0.12341(5) 0.83239(5) 0.01670(18) Uani d . 1 . .
    O O1 0.4108(3) 0.21193(14) 0.71221(12) 0.0244(6) Uani d . 1 . .
    O O2 0.2482(2) 0.12014(16) 0.77315(12) 0.0223(5) Uani d . 1 . .
    O O3 0.3405(4) 0.2627(2) 0.50854(17) 0.0551(10) Uani d . 1 . .
    C C11 0.5875(3) 0.1622(2) 0.87428(18) 0.0161(8) Uani d . 1 . .
    C C12 0.4467(4) 0.17102(19) 0.84335(17) 0.0156(7) Uani d . 1 . .
    C C13 0.3663(4) 0.2200(2) 0.89868(19) 0.0195(7) Uani d . 1 . .
    H H13 0.2700 0.2359 0.8932 0.023 Uiso calc R 1 . .
    C C14 0.4532(4) 0.2411(2) 0.96286(19) 0.0241(8) Uani d . 1 . .
    H H14 0.4255 0.2734 1.0079 0.029 Uiso calc R 1 . .
    C C15 0.5890(3) 0.20594(19) 0.9489(2) 0.0181(7) Uani d . 1 . .
    H H15 0.6678 0.2105 0.9830 0.022 Uiso calc R 1 . .
    C C16 0.5024(4) -0.0156(2) 0.9826(2) 0.0283(9) Uani d . 1 . .
    H H16 0.5906 -0.0430 0.9728 0.034 Uiso calc R 1 . .
    C C17 0.4688(4) 0.0354(2) 1.0480(2) 0.0335(9) Uani d . 1 . .
    H H17 0.5300 0.0486 1.0904 0.040 Uiso calc R 1 . .
    C C18 0.3285(5) 0.0639(3) 1.0400(2) 0.0416(11) Uani d . 1 . .
    H H18 0.2788 0.1001 1.0759 0.050 Uiso calc R 1 . .
    C C19 0.2751(4) 0.0297(3) 0.9700(3) 0.0455(13) Uani d . 1 . .
    H H19 0.1824 0.0382 0.9504 0.055 Uiso calc R 1 . .
    C C20 0.3828(5) -0.0195(2) 0.9337(2) 0.0387(11) Uani d . 1 . .
    H H20 0.3760 -0.0497 0.8851 0.046 Uiso calc R 1 . .
    C C2 0.3919(3) 0.1407(2) 0.76523(18) 0.0164(7) Uani d . 1 . .
    H H2 0.4457 0.0881 0.7469 0.020 Uiso calc R 1 . .
    C C3 0.1910(4) 0.0915(3) 0.6996(2) 0.0293(9) Uani d . 1 . .
    H H3A 0.0896 0.0780 0.7059 0.035 Uiso calc R 1 . .
    H H3B 0.2397 0.0373 0.6825 0.035 Uiso calc R 1 . .
    C C5 0.2094(4) 0.1625(2) 0.6380(2) 0.0303(9) Uani d . 1 . .
    H H5A 0.1790 0.1401 0.5862 0.036 Uiso calc R 1 . .
    H H5B 0.1503 0.2140 0.6513 0.036 Uiso calc R 1 . .
    C C4 0.3632(4) 0.1895(2) 0.63460(19) 0.0264(9) Uani d . 1 . .
    H H4 0.4210 0.1398 0.6137 0.032 Uiso calc R 1 . .
    C C111 0.7064(3) 0.0605(2) 0.74640(19) 0.0173(8) Uani d . 1 . .
    C C112 0.6548(4) -0.0247(2) 0.7570(2) 0.0236(8) Uani d . 1 . .
    H H112 0.6491 -0.0486 0.8083 0.028 Uiso calc R 1 . .
    C C113 0.6122(4) -0.0745(2) 0.6939(2) 0.0264(9) Uani d . 1 . .
    H H113 0.5753 -0.1318 0.7019 0.032 Uiso calc R 1 . .
    C C114 0.6234(4) -0.0409(2) 0.6191(2) 0.0324(9) Uani d . 1 . .
    H H114 0.5948 -0.0753 0.5755 0.039 Uiso calc R 1 . .
    C C115 0.6761(4) 0.0425(2) 0.6075(2) 0.0298(9) Uani d . 1 . .
    H H115 0.6837 0.0652 0.5558 0.036 Uiso calc R 1 . .
    C C116 0.7181(4) 0.0936(2) 0.67064(19) 0.0236(8) Uani d . 1 . .
    H H116 0.7547 0.1510 0.6622 0.028 Uiso calc R 1 . .
    C C121 0.8322(4) 0.2243(2) 0.7988(2) 0.0191(8) Uani d . 1 . .
    C C122 0.7508(4) 0.2921(2) 0.7661(2) 0.0256(8) Uani d . 1 . .
    H H122 0.6515 0.2862 0.7618 0.031 Uiso calc R 1 . .
    C C123 0.8171(4) 0.3676(2) 0.7401(2) 0.0307(9) Uani d . 1 . .
    H H123 0.7627 0.4134 0.7175 0.037 Uiso calc R 1 . .
    C C124 0.9616(4) 0.3773(2) 0.7466(2) 0.0295(9) Uani d . 1 . .
    H H124 1.0057 0.4297 0.7288 0.035 Uiso calc R 1 . .
    C C125 1.0413(4) 0.3111(2) 0.7788(2) 0.0323(9) Uani d . 1 . .
    H H125 1.1405 0.3176 0.7831 0.039 Uiso calc R 1 . .
    C C126 0.9768(4) 0.2347(2) 0.8052(2) 0.0245(9) Uani d . 1 . .
    H H126 1.0322 0.1892 0.8277 0.029 Uiso calc R 1 . .
    C C41 0.3885(6) 0.2702(3) 0.5864(2) 0.0487(13) Uani d . 1 . .
    H H41A 0.3405 0.3206 0.6115 0.058 Uiso calc R 1 . .
    H H41B 0.4908 0.2829 0.5858 0.058 Uiso calc R 1 . .
    C C42 0.4237(6) 0.2052(3) 0.4637(2) 0.0648(15) Uani d . 1 . .
    H H42A 0.5236 0.2180 0.4728 0.097 Uiso calc R 1 . .
    H H42B 0.4018 0.2130 0.4081 0.097 Uiso calc R 1 . .
    H H42C 0.4036 0.1445 0.4791 0.097 Uiso calc R 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Fe1 C18 . 2.027(4) ?
    Fe1 C12 . 2.028(3) ?
    Fe1 C19 . 2.028(4) ?
    Fe1 C11 . 2.032(3) ?
    Fe1 C15 . 2.033(3) ?
    Fe1 C20 . 2.038(4) ?
    Fe1 C13 . 2.038(3) ?
    Fe1 C14 . 2.044(3) ?
    Fe1 C17 . 2.047(4) ?
    Fe1 C16 . 2.049(3) ?
    S1 P1 . 1.9529(12) ?
    P1 C11 . 1.800(3) ?
    P1 C111 . 1.801(3) ?
    P1 C121 . 1.816(3) ?
    O1 C2 . 1.423(4) ?
    O1 C4 . 1.441(4) ?
    O2 C2 . 1.406(4) ?
    O2 C3 . 1.435(4) ?
    O3 C42 . 1.405(6) ?
    O3 C41 . 1.409(4) ?
    C11 C15 . 1.437(4) ?
    C11 C12 . 1.443(5) ?
    C12 C13 . 1.425(4) ?
    C12 C2 . 1.504(4) ?
    C13 C14 . 1.409(5) ?
    C13 H13 . 0.9500 ?
    C14 C15 . 1.415(5) ?
    C14 H14 . 0.9500 ?
    C15 H15 . 0.9500 ?
    C16 C17 . 1.396(5) ?
    C16 C20 . 1.410(5) ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.407(6) ?
    C17 H17 . 0.9500 ?
    C18 C19 . 1.397(6) ?
    C18 H18 . 0.9500 ?
    C19 C20 . 1.412(6) ?
    C19 H19 . 0.9500 ?
    C20 H20 . 0.9500 ?
    C2 H2 . 1.0000 ?
    C3 C5 . 1.518(5) ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C5 C4 . 1.518(6) ?
    C5 H5A . 0.9900 ?
    C5 H5B . 0.9900 ?
    C4 C41 . 1.498(5) ?
    C4 H4 . 1.0000 ?
    C111 C116 . 1.393(5) ?
    C111 C112 . 1.399(4) ?
    C112 C113 . 1.377(5) ?
    C112 H112 . 0.9500 ?
    C113 C114 . 1.380(5) ?
    C113 H113 . 0.9500 ?
    C114 C115 . 1.379(5) ?
    C114 H114 . 0.9500 ?
    C115 C116 . 1.388(5) ?
    C115 H115 . 0.9500 ?
    C116 H116 . 0.9500 ?
    C121 C126 . 1.386(5) ?
    C121 C122 . 1.405(5) ?
    C122 C123 . 1.383(5) ?
    C122 H122 . 0.9500 ?
    C123 C124 . 1.383(5) ?
    C123 H123 . 0.9500 ?
    C124 C125 . 1.375(5) ?
    C124 H124 . 0.9500 ?
    C125 C126 . 1.389(5) ?
    C125 H125 . 0.9500 ?
    C126 H126 . 0.9500 ?
    C41 H41A . 0.9900 ?
    C41 H41B . 0.9900 ?
    C42 H42A . 0.9800 ?
    C42 H42B . 0.9800 ?
    C42 H42C . 0.9800 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C18 Fe1 C12 . . 147.91(16) ?
    C18 Fe1 C19 . . 40.31(17) ?
    C12 Fe1 C19 . . 116.96(16) ?
    C18 Fe1 C11 . . 167.42(16) ?
    C12 Fe1 C11 . . 41.63(13) ?
    C19 Fe1 C11 . . 152.04(16) ?
    C18 Fe1 C15 . . 127.05(16) ?
    C12 Fe1 C15 . . 69.46(14) ?
    C19 Fe1 C15 . . 164.69(17) ?
    C11 Fe1 C15 . . 41.41(13) ?
    C18 Fe1 C20 . . 68.02(17) ?
    C12 Fe1 C20 . . 110.45(14) ?
    C19 Fe1 C20 . . 40.62(17) ?
    C11 Fe1 C20 . . 120.18(15) ?
    C15 Fe1 C20 . . 153.05(16) ?
    C18 Fe1 C13 . . 113.78(15) ?
    C12 Fe1 C13 . . 41.03(13) ?
    C19 Fe1 C13 . . 106.53(16) ?
    C11 Fe1 C13 . . 69.29(13) ?
    C15 Fe1 C13 . . 68.48(14) ?
    C20 Fe1 C13 . . 130.20(16) ?
    C18 Fe1 C14 . . 104.82(15) ?
    C12 Fe1 C14 . . 68.88(13) ?
    C19 Fe1 C14 . . 126.44(17) ?
    C11 Fe1 C14 . . 69.15(13) ?
    C15 Fe1 C14 . . 40.62(14) ?
    C20 Fe1 C14 . . 166.16(17) ?
    C13 Fe1 C14 . . 40.36(13) ?
    C18 Fe1 C17 . . 40.39(16) ?
    C12 Fe1 C17 . . 171.12(15) ?
    C19 Fe1 C17 . . 67.72(16) ?
    C11 Fe1 C17 . . 131.03(15) ?
    C15 Fe1 C17 . . 108.04(15) ?
    C20 Fe1 C17 . . 67.65(16) ?
    C13 Fe1 C17 . . 146.89(14) ?
    C14 Fe1 C17 . . 115.18(14) ?
    C18 Fe1 C16 . . 67.63(16) ?
    C12 Fe1 C16 . . 133.22(14) ?
    C19 Fe1 C16 . . 67.83(16) ?
    C11 Fe1 C16 . . 111.61(14) ?
    C15 Fe1 C16 . . 119.08(14) ?
    C20 Fe1 C16 . . 40.38(15) ?
    C13 Fe1 C16 . . 170.16(15) ?
    C14 Fe1 C16 . . 149.48(15) ?
    C17 Fe1 C16 . . 39.86(14) ?
    C11 P1 C111 . . 107.52(15) ?
    C11 P1 C121 . . 102.48(15) ?
    C111 P1 C121 . . 106.92(15) ?
    C11 P1 S1 . . 114.60(11) ?
    C111 P1 S1 . . 111.69(12) ?
    C121 P1 S1 . . 112.94(12) ?
    C2 O1 C4 . . 111.4(2) ?
    C2 O2 C3 . . 110.5(2) ?
    C42 O3 C41 . . 112.5(4) ?
    C15 C11 C12 . . 106.9(3) ?
    C15 C11 P1 . . 119.7(2) ?
    C12 C11 P1 . . 132.7(2) ?
    C15 C11 Fe1 . . 69.31(17) ?
    C12 C11 Fe1 . . 69.02(17) ?
    P1 C11 Fe1 . . 133.54(17) ?
    C13 C12 C11 . . 107.6(3) ?
    C13 C12 C2 . . 124.3(3) ?
    C11 C12 C2 . . 128.0(3) ?
    C13 C12 Fe1 . . 69.88(18) ?
    C11 C12 Fe1 . . 69.35(17) ?
    C2 C12 Fe1 . . 129.1(2) ?
    C14 C13 C12 . . 108.7(3) ?
    C14 C13 Fe1 . . 70.05(19) ?
    C12 C13 Fe1 . . 69.09(18) ?
    C14 C13 H13 . . 125.6 ?
    C12 C13 H13 . . 125.6 ?
    Fe1 C13 H13 . . 126.8 ?
    C13 C14 C15 . . 108.4(3) ?
    C13 C14 Fe1 . . 69.58(18) ?
    C15 C14 Fe1 . . 69.24(17) ?
    C13 C14 H14 . . 125.8 ?
    C15 C14 H14 . . 125.8 ?
    Fe1 C14 H14 . . 127.0 ?
    C14 C15 C11 . . 108.4(3) ?
    C14 C15 Fe1 . . 70.14(18) ?
    C11 C15 Fe1 . . 69.28(17) ?
    C14 C15 H15 . . 125.8 ?
    C11 C15 H15 . . 125.8 ?
    Fe1 C15 H15 . . 126.4 ?
    C17 C16 C20 . . 108.2(4) ?
    C17 C16 Fe1 . . 70.0(2) ?
    C20 C16 Fe1 . . 69.4(2) ?
    C17 C16 H16 . . 125.9 ?
    C20 C16 H16 . . 125.9 ?
    Fe1 C16 H16 . . 126.3 ?
    C16 C17 C18 . . 108.0(4) ?
    C16 C17 Fe1 . . 70.1(2) ?
    C18 C17 Fe1 . . 69.0(2) ?
    C16 C17 H17 . . 126.0 ?
    C18 C17 H17 . . 126.0 ?
    Fe1 C17 H17 . . 126.4 ?
    C19 C18 C17 . . 108.2(4) ?
    C19 C18 Fe1 . . 69.9(2) ?
    C17 C18 Fe1 . . 70.6(2) ?
    C19 C18 H18 . . 125.9 ?
    C17 C18 H18 . . 125.9 ?
    Fe1 C18 H18 . . 125.2 ?
    C18 C19 C20 . . 108.1(4) ?
    C18 C19 Fe1 . . 69.8(2) ?
    C20 C19 Fe1 . . 70.1(2) ?
    C18 C19 H19 . . 126.0 ?
    C20 C19 H19 . . 126.0 ?
    Fe1 C19 H19 . . 125.8 ?
    C16 C20 C19 . . 107.5(4) ?
    C16 C20 Fe1 . . 70.2(2) ?
    C19 C20 Fe1 . . 69.3(2) ?
    C16 C20 H20 . . 126.3 ?
    C19 C20 H20 . . 126.3 ?
    Fe1 C20 H20 . . 125.8 ?
    O2 C2 O1 . . 110.7(3) ?
    O2 C2 C12 . . 108.6(3) ?
    O1 C2 C12 . . 106.7(2) ?
    O2 C2 H2 . . 110.3 ?
    O1 C2 H2 . . 110.3 ?
    C12 C2 H2 . . 110.3 ?
    O2 C3 C5 . . 110.3(3) ?
    O2 C3 H3A . . 109.6 ?
    C5 C3 H3A . . 109.6 ?
    O2 C3 H3B . . 109.6 ?
    C5 C3 H3B . . 109.6 ?
    H3A C3 H3B . . 108.1 ?
    C4 C5 C3 . . 109.2(3) ?
    C4 C5 H5A . . 109.8 ?
    C3 C5 H5A . . 109.8 ?
    C4 C5 H5B . . 109.8 ?
    C3 C5 H5B . . 109.8 ?
    H5A C5 H5B . . 108.3 ?
    O1 C4 C41 . . 105.1(3) ?
    O1 C4 C5 . . 109.3(3) ?
    C41 C4 C5 . . 113.4(4) ?
    O1 C4 H4 . . 109.7 ?
    C41 C4 H4 . . 109.7 ?
    C5 C4 H4 . . 109.7 ?
    C116 C111 C112 . . 119.0(3) ?
    C116 C111 P1 . . 123.1(3) ?
    C112 C111 P1 . . 117.9(3) ?
    C113 C112 C111 . . 120.8(3) ?
    C113 C112 H112 . . 119.6 ?
    C111 C112 H112 . . 119.6 ?
    C112 C113 C114 . . 119.8(3) ?
    C112 C113 H113 . . 120.1 ?
    C114 C113 H113 . . 120.1 ?
    C115 C114 C113 . . 120.2(3) ?
    C115 C114 H114 . . 119.9 ?
    C113 C114 H114 . . 119.9 ?
    C114 C115 C116 . . 120.5(3) ?
    C114 C115 H115 . . 119.7 ?
    C116 C115 H115 . . 119.7 ?
    C115 C116 C111 . . 119.7(3) ?
    C115 C116 H116 . . 120.1 ?
    C111 C116 H116 . . 120.1 ?
    C126 C121 C122 . . 119.5(3) ?
    C126 C121 P1 . . 119.8(3) ?
    C122 C121 P1 . . 120.8(3) ?
    C123 C122 C121 . . 119.2(4) ?
    C123 C122 H122 . . 120.4 ?
    C121 C122 H122 . . 120.4 ?
    C122 C123 C124 . . 120.9(4) ?
    C122 C123 H123 . . 119.6 ?
    C124 C123 H123 . . 119.6 ?
    C125 C124 C123 . . 119.9(3) ?
    C125 C124 H124 . . 120.0 ?
    C123 C124 H124 . . 120.0 ?
    C124 C125 C126 . . 120.1(4) ?
    C124 C125 H125 . . 119.9 ?
    C126 C125 H125 . . 119.9 ?
    C121 C126 C125 . . 120.4(4) ?
    C121 C126 H126 . . 119.8 ?
    C125 C126 H126 . . 119.8 ?
    O3 C41 C4 . . 113.6(3) ?
    O3 C41 H41A . . 108.9 ?
    C4 C41 H41A . . 108.9 ?
    O3 C41 H41B . . 108.9 ?
    C4 C41 H41B . . 108.9 ?
    H41A C41 H41B . . 107.7 ?
    O3 C42 H42A . . 109.5 ?
    O3 C42 H42B . . 109.5 ?
    H42A C42 H42B . . 109.5 ?
    O3 C42 H42C . . 109.5 ?
    H42A C42 H42C . . 109.5 ?
    H42B C42 H42C . . 109.5 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C4 C41 O3 C42 . . . . -71.0(5) ?
    C13 C12 C2 O1 . . . . 84.8(4) ?
    C13 C12 C2 O2 . . . . -34.5(4) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    C126 H126 O2 1_655 0.95 2.48 3.157(4) 127.8
    C122 H122 O1 . 0.95 2.69 3.570(5) 155.2
