# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1061151'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-05-15 downloaded from the CCDC.
;
_chemical_name_systematic        ': (iPrPNMeP)FeCl2'
_chemical_name_common            wb11aug14
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H39 Cl2 Fe N P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         446.18
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_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                   10.9222(5)
_cell_length_b                   11.7618(5)
_cell_length_c                   17.7375(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2278.64(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5652
_cell_measurement_theta_min      2.7943
_cell_measurement_theta_max      28.1156
_cell_measurement_temperature    183.(2)

_exptl_crystal_description       brick
_exptl_crystal_colour            'clear pale gold-bronze'
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.140
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952

_exptl_absorpt_coefficient_mu    1.037
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/2 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.87

_exptl_special_details           
;
;

_diffrn_ambient_temperature      183.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            18815
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_theta_min         2.08
_diffrn_reflns_theta_max         24.70
_diffrn_reflns_theta_full        24.70
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             3864
_reflns_number_gt                3707
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0204
_refine_ls_R_factor_gt           0.0185
_refine_ls_wR_factor_gt          0.0442
_refine_ls_wR_factor_ref         0.0450
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_number_reflns         3864
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0240P)²+0.4357P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.141
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 1561 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.013(5)

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'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 '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       ?
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.95919(3) -0.00434(3) 0.91488(2) 0.01579(9) Uani d . . . 1 . .
Cl Cl1 0.95769(7) -0.17522(5) 0.85258(4) 0.03041(16) Uani d . . . 1 . .
Cl Cl2 0.88205(5) 0.08073(6) 1.02498(3) 0.02564(15) Uani d . . . 1 . .
P P1 1.16671(6) -0.03733(5) 0.98020(4) 0.01937(15) Uani d . . . 1 . .
P P2 0.78441(6) 0.08406(5) 0.83719(4) 0.01755(14) Uani d . . . 1 . .
N N1 1.05465(18) 0.15179(17) 0.87588(11) 0.0174(4) Uani d . . . 1 . .
C C1 1.2413(2) 0.0972(2) 0.95077(15) 0.0245(6) Uani d . . . 1 . .
H H23 1.2952 0.1247 0.9918 0.029 Uiso calc U . R 1 . .
H H22 1.2928 0.0831 0.9058 0.029 Uiso calc U . R 1 . .
C C2 1.1453(2) 0.1888(2) 0.93232(16) 0.0279(6) Uani d . . . 1 . .
H H1 1.1018 0.2101 0.9793 0.033 Uiso calc U . R 1 . .
H H21 1.1877 0.2575 0.9133 0.033 Uiso calc U . R 1 . .
C C3 1.1155(3) 0.1294(3) 0.80289(15) 0.0319(7) Uani d . . . 1 . .
H H3A 1.1614 0.197 0.7872 0.048 Uiso calc U . R 1 . .
H H3B 1.0536 0.1113 0.7647 0.048 Uiso calc U . R 1 . .
H H3C 1.1718 0.0651 0.8083 0.048 Uiso calc U . R 1 . .
C C4 0.9645(3) 0.2459(2) 0.86751(15) 0.0255(6) Uani d . . . 1 . .
H H19 1.0081 0.3146 0.8496 0.031 Uiso calc U . R 1 . .
H H2 0.9296 0.2635 0.9177 0.031 Uiso calc U . R 1 . .
C C5 0.8600(2) 0.2198(2) 0.81324(15) 0.0235(6) Uani d . . . 1 . .
H H17 0.8923 0.2156 0.7612 0.028 Uiso calc U . R 1 . .
H H18 0.7991 0.2821 0.8152 0.028 Uiso calc U . R 1 . .
C C6 0.6486(2) 0.1349(2) 0.89037(15) 0.0253(6) Uani d . . . 1 . .
H H9 0.6806 0.1923 0.927 0.03 Uiso calc U . R 1 . .
C C7 0.5525(3) 0.1976(3) 0.84321(18) 0.0377(7) Uani d . . . 1 . .
H H3 0.5095 0.1431 0.8109 0.056 Uiso calc U . R 1 . .
H H4 0.5929 0.2549 0.8118 0.056 Uiso calc U . R 1 . .
H H5 0.4936 0.2349 0.8768 0.056 Uiso calc U . R 1 . .
C C8 0.5912(2) 0.0415(3) 0.93831(17) 0.0357(7) Uani d . . . 1 . .
H H6 0.5293 0.0747 0.9717 0.053 Uiso calc U . R 1 . .
H H7 0.6548 0.0046 0.9687 0.053 Uiso calc U . R 1 . .
H H8 0.5525 -0.015 0.9054 0.053 Uiso calc U . R 1 . .
C C9 0.7269(2) 0.0334(2) 0.74452(15) 0.0257(6) Uani d . . . 1 . .
H H16 0.6727 0.0935 0.7227 0.031 Uiso calc U . R 1 . .
C C10 0.6523(3) -0.0750(3) 0.75390(17) 0.0414(8) Uani d . . . 1 . .
H H10 0.6261 -0.1024 0.7043 0.062 Uiso calc U . R 1 . .
H H12 0.5801 -0.0592 0.785 0.062 Uiso calc U . R 1 . .
H H11 0.7026 -0.1332 0.7785 0.062 Uiso calc U . R 1 . .
C C11 0.8335(3) 0.0129(3) 0.69002(14) 0.0345(7) Uani d . . . 1 . .
H H15 0.8912 -0.0412 0.7125 0.052 Uiso calc U . R 1 . .
H H14 0.8756 0.0849 0.6801 0.052 Uiso calc U . R 1 . .
H H13 0.802 -0.0183 0.6426 0.052 Uiso calc U . R 1 . .
C C12 1.1743(2) -0.0234(2) 1.08433(14) 0.0293(6) Uani d . . . 1 . .
H H27 1.1436 0.0547 1.0961 0.035 Uiso calc U . R 1 . .
C C13 1.3039(3) -0.0297(3) 1.11731(16) 0.0388(8) Uani d . . . 1 . .
H H25 1.3029 -0.0016 1.1693 0.058 Uiso calc U . R 1 . .
H H24 1.3592 0.0173 1.087 0.058 Uiso calc U . R 1 . .
H H26 1.3322 -0.1087 1.1167 0.058 Uiso calc U . R 1 . .
C C14 1.0877(3) -0.1056(3) 1.12511(18) 0.0500(9) Uani d . . . 1 . .
H H28 1.1189 -0.1834 1.1204 0.075 Uiso calc U . R 1 . .
H H30 1.006 -0.1011 1.1024 0.075 Uiso calc U . R 1 . .
H H29 1.0827 -0.0849 1.1785 0.075 Uiso calc U . R 1 . .
C C15 1.2794(3) -0.1482(2) 0.95337(17) 0.0321(7) Uani d . . . 1 . .
H H34 1.3589 -0.1311 0.9788 0.038 Uiso calc U . R 1 . .
C C16 1.2342(3) -0.2646(2) 0.9803(2) 0.0468(9) Uani d . . . 1 . .
H H32 1.1513 -0.278 0.9611 0.07 Uiso calc U . R 1 . .
H H33 1.2333 -0.2663 1.0355 0.07 Uiso calc U . R 1 . .
H H31 1.2892 -0.3239 0.9614 0.07 Uiso calc U . R 1 . .
C C17 1.3003(3) -0.1500(3) 0.86827(17) 0.0414(8) Uani d . . . 1 . .
H H36 1.3589 -0.2101 0.8557 0.062 Uiso calc U . R 1 . .
H H37 1.3329 -0.0763 0.852 0.062 Uiso calc U . R 1 . .
H H35 1.2225 -0.1646 0.8425 0.062 Uiso calc U . 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 N1 . 2.222(2) ?
Fe1 Cl1 . 2.2936(7) ?
Fe1 Cl2 . 2.3505(7) ?
Fe1 P2 . 2.5738(7) ?
Fe1 P1 . 2.5749(7) ?
P1 C15 . 1.855(3) ?
P1 C1 . 1.855(3) ?
P1 C12 . 1.856(3) ?
P2 C5 . 1.847(3) ?
P2 C6 . 1.857(3) ?
P2 C9 . 1.857(3) ?
N1 C2 . 1.474(3) ?
N1 C3 . 1.479(3) ?
N1 C4 . 1.488(3) ?
C1 C2 . 1.539(4) ?
C1 H23 . 0.99 ?
C1 H22 . 0.99 ?
C2 H1 . 0.99 ?
C2 H21 . 0.99 ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 C5 . 1.525(4) ?
C4 H19 . 0.99 ?
C4 H2 . 0.99 ?
C5 H17 . 0.99 ?
C5 H18 . 0.99 ?
C6 C8 . 1.524(4) ?
C6 C7 . 1.532(4) ?
C6 H9 . 1.0 ?
C7 H3 . 0.98 ?
C7 H4 . 0.98 ?
C7 H5 . 0.98 ?
C8 H6 . 0.98 ?
C8 H7 . 0.98 ?
C8 H8 . 0.98 ?
C9 C10 . 1.523(4) ?
C9 C11 . 1.532(4) ?
C9 H16 . 1.0 ?
C10 H10 . 0.98 ?
C10 H12 . 0.98 ?
C10 H11 . 0.98 ?
C11 H15 . 0.98 ?
C11 H14 . 0.98 ?
C11 H13 . 0.98 ?
C12 C13 . 1.533(4) ?
C12 C14 . 1.534(4) ?
C12 H27 . 1.0 ?
C13 H25 . 0.98 ?
C13 H24 . 0.98 ?
C13 H26 . 0.98 ?
C14 H28 . 0.98 ?
C14 H30 . 0.98 ?
C14 H29 . 0.98 ?
C15 C16 . 1.531(4) ?
C15 C17 . 1.527(4) ?
C15 H34 . 1.0 ?
C16 H32 . 0.98 ?
C16 H33 . 0.98 ?
C16 H31 . 0.98 ?
C17 H36 . 0.98 ?
C17 H37 . 0.98 ?
C17 H35 . 0.98 ?

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
N1 Fe1 Cl1 . . 125.28(6) ?
N1 Fe1 Cl2 . . 94.30(5) ?
Cl1 Fe1 Cl2 . . 140.42(3) ?
N1 Fe1 P2 . . 81.22(5) ?
Cl1 Fe1 P2 . . 95.21(2) ?
Cl2 Fe1 P2 . . 90.40(2) ?
N1 Fe1 P1 . . 81.47(5) ?
Cl1 Fe1 P1 . . 95.22(2) ?
Cl2 Fe1 P1 . . 90.33(2) ?
P2 Fe1 P1 . . 162.68(2) ?
C15 P1 C1 . . 103.66(13) ?
C15 P1 C12 . . 106.72(13) ?
C1 P1 C12 . . 100.67(13) ?
C15 P1 Fe1 . . 125.06(9) ?
C1 P1 Fe1 . . 97.56(8) ?
C12 P1 Fe1 . . 118.28(9) ?
C5 P2 C6 . . 101.29(12) ?
C5 P2 C9 . . 102.98(12) ?
C6 P2 C9 . . 106.43(12) ?
C5 P2 Fe1 . . 98.10(8) ?
C6 P2 Fe1 . . 116.78(9) ?
C9 P2 Fe1 . . 126.50(8) ?
C2 N1 C3 . . 110.2(2) ?
C2 N1 C4 . . 106.98(19) ?
C3 N1 C4 . . 110.0(2) ?
C2 N1 Fe1 . . 110.36(14) ?
C3 N1 Fe1 . . 109.65(16) ?
C4 N1 Fe1 . . 109.58(15) ?
C2 C1 P1 . . 110.94(17) ?
C2 C1 H23 . . 109.5 ?
P1 C1 H23 . . 109.5 ?
C2 C1 H22 . . 109.5 ?
P1 C1 H22 . . 109.5 ?
H23 C1 H22 . . 108.0 ?
N1 C2 C1 . . 113.3(2) ?
N1 C2 H1 . . 108.9 ?
C1 C2 H1 . . 108.9 ?
N1 C2 H21 . . 108.9 ?
C1 C2 H21 . . 108.9 ?
H1 C2 H21 . . 107.7 ?
N1 C3 H3A . . 109.5 ?
N1 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
N1 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
N1 C4 C5 . . 114.1(2) ?
N1 C4 H19 . . 108.7 ?
C5 C4 H19 . . 108.7 ?
N1 C4 H2 . . 108.7 ?
C5 C4 H2 . . 108.7 ?
H19 C4 H2 . . 107.6 ?
C4 C5 P2 . . 111.31(17) ?
C4 C5 H17 . . 109.4 ?
P2 C5 H17 . . 109.4 ?
C4 C5 H18 . . 109.4 ?
P2 C5 H18 . . 109.4 ?
H17 C5 H18 . . 108.0 ?
C8 C6 C7 . . 111.7(2) ?
C8 C6 P2 . . 112.34(19) ?
C7 C6 P2 . . 115.15(19) ?
C8 C6 H9 . . 105.6 ?
C7 C6 H9 . . 105.6 ?
P2 C6 H9 . . 105.6 ?
C6 C7 H3 . . 109.5 ?
C6 C7 H4 . . 109.5 ?
H3 C7 H4 . . 109.5 ?
C6 C7 H5 . . 109.5 ?
H3 C7 H5 . . 109.5 ?
H4 C7 H5 . . 109.5 ?
C6 C8 H6 . . 109.5 ?
C6 C8 H7 . . 109.5 ?
H6 C8 H7 . . 109.5 ?
C6 C8 H8 . . 109.5 ?
H6 C8 H8 . . 109.5 ?
H7 C8 H8 . . 109.5 ?
C10 C9 C11 . . 110.1(2) ?
C10 C9 P2 . . 110.66(19) ?
C11 C9 P2 . . 110.62(18) ?
C10 C9 H16 . . 108.5 ?
C11 C9 H16 . . 108.5 ?
P2 C9 H16 . . 108.5 ?
C9 C10 H10 . . 109.5 ?
C9 C10 H12 . . 109.5 ?
H10 C10 H12 . . 109.5 ?
C9 C10 H11 . . 109.5 ?
H10 C10 H11 . . 109.5 ?
H12 C10 H11 . . 109.5 ?
C9 C11 H15 . . 109.5 ?
C9 C11 H14 . . 109.5 ?
H15 C11 H14 . . 109.5 ?
C9 C11 H13 . . 109.5 ?
H15 C11 H13 . . 109.5 ?
H14 C11 H13 . . 109.5 ?
C13 C12 C14 . . 111.1(2) ?
C13 C12 P1 . . 114.63(19) ?
C14 C12 P1 . . 112.7(2) ?
C13 C12 H27 . . 105.9 ?
C14 C12 H27 . . 105.9 ?
P1 C12 H27 . . 105.9 ?
C12 C13 H25 . . 109.5 ?
C12 C13 H24 . . 109.5 ?
H25 C13 H24 . . 109.5 ?
C12 C13 H26 . . 109.5 ?
H25 C13 H26 . . 109.5 ?
H24 C13 H26 . . 109.5 ?
C12 C14 H28 . . 109.5 ?
C12 C14 H30 . . 109.5 ?
H28 C14 H30 . . 109.5 ?
C12 C14 H29 . . 109.5 ?
H28 C14 H29 . . 109.5 ?
H30 C14 H29 . . 109.5 ?
C16 C15 C17 . . 110.1(3) ?
C16 C15 P1 . . 109.6(2) ?
C17 C15 P1 . . 111.3(2) ?
C16 C15 H34 . . 108.6 ?
C17 C15 H34 . . 108.6 ?
P1 C15 H34 . . 108.6 ?
C15 C16 H32 . . 109.5 ?
C15 C16 H33 . . 109.5 ?
H32 C16 H33 . . 109.5 ?
C15 C16 H31 . . 109.5 ?
H32 C16 H31 . . 109.5 ?
H33 C16 H31 . . 109.5 ?
C15 C17 H36 . . 109.5 ?
C15 C17 H37 . . 109.5 ?
H36 C17 H37 . . 109.5 ?
C15 C17 H35 . . 109.5 ?
H36 C17 H35 . . 109.5 ?
H37 C17 H35 . . 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
C15 P1 C1 C2 . . . . 152.6(2) ?
C12 P1 C1 C2 . . . . -97.1(2) ?
Fe1 P1 C1 C2 . . . . 23.61(19) ?
C3 N1 C2 C1 . . . . -63.7(3) ?
C4 N1 C2 C1 . . . . 176.7(2) ?
Fe1 N1 C2 C1 . . . . 57.5(2) ?
P1 C1 C2 N1 . . . . -54.6(3) ?
C2 N1 C4 C5 . . . . -177.5(2) ?
C3 N1 C4 C5 . . . . 62.8(3) ?
Fe1 N1 C4 C5 . . . . -57.8(2) ?
N1 C4 C5 P2 . . . . 52.4(3) ?
C6 P2 C5 C4 . . . . 98.9(2) ?
C9 P2 C5 C4 . . . . -151.08(19) ?
Fe1 P2 C5 C4 . . . . -20.59(19) ?
C5 P2 C6 C8 . . . . -161.65(19) ?
C9 P2 C6 C8 . . . . 91.0(2) ?
Fe1 P2 C6 C8 . . . . -56.5(2) ?
C5 P2 C6 C7 . . . . 68.9(2) ?
C9 P2 C6 C7 . . . . -38.4(2) ?
Fe1 P2 C6 C7 . . . . 174.11(18) ?
C5 P2 C9 C10 . . . . -175.66(19) ?
C6 P2 C9 C10 . . . . -69.5(2) ?
Fe1 P2 C9 C10 . . . . 73.8(2) ?
C5 P2 C9 C11 . . . . 62.1(2) ?
C6 P2 C9 C11 . . . . 168.17(19) ?
Fe1 P2 C9 C11 . . . . -48.5(2) ?
C15 P1 C12 C13 . . . . 39.9(2) ?
C1 P1 C12 C13 . . . . -68.0(2) ?
Fe1 P1 C12 C13 . . . . -172.70(17) ?
C15 P1 C12 C14 . . . . -88.4(2) ?
C1 P1 C12 C14 . . . . 163.7(2) ?
Fe1 P1 C12 C14 . . . . 59.0(2) ?
C1 P1 C15 C16 . . . . 175.5(2) ?
C12 P1 C15 C16 . . . . 69.7(2) ?
Fe1 P1 C15 C16 . . . . -74.9(2) ?
C1 P1 C15 C17 . . . . -62.5(2) ?
C12 P1 C15 C17 . . . . -168.3(2) ?
Fe1 P1 C15 C17 . . . . 47.1(3) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1061152'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-05-15 downloaded from the CCDC.
;
_chemical_name_systematic        '(iPrPNMeP)Fe(H)BH4 '
_chemical_name_common            wb13aug14
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H44 B Fe N P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         391.13

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   31.925(3)
_cell_length_b                   7.9680(8)
_cell_length_c                   21.060(2)
_cell_angle_alpha                90
_cell_angle_beta                 121.335(3)
_cell_angle_gamma                90
_cell_volume                     4575.8(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9957
_cell_measurement_theta_min      2.2645
_cell_measurement_theta_max      25.5135
_cell_measurement_temperature    183.(2)

_exptl_crystal_description       brick
_exptl_crystal_colour            'clear intense gold-bronze'
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1712

_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/2 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.91

_exptl_special_details           
;
;

_diffrn_ambient_temperature      183.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            30956
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_theta_min         1.96
_diffrn_reflns_theta_max         25.55
_diffrn_reflns_theta_full        25.55
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25

_refine_special_details          
;
;

_reflns_number_total             4185
_reflns_number_gt                3169
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0718
_refine_ls_wR_factor_gt          0.1767
_refine_ls_wR_factor_ref         0.1962
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_number_reflns         4185
_refine_ls_number_parameters     223
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1012P)²+44.4408P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.944
_refine_diff_density_min         -0.757
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.13498(2) 0.75288(8) 0.15954(3) 0.0148(2) Uani d . . D 1 . .
H H50 0.0783(17) 0.794(6) 0.113(3) 0.018 Uiso d U . D 1 . .
P P1 0.12611(4) 0.77196(14) 0.04932(6) 0.0157(3) Uani d . . . 1 . .
P P2 0.12779(5) 0.77729(15) 0.25670(7) 0.0193(3) Uani d . . . 1 . .
N N1 0.14209(14) 1.0127(5) 0.1641(2) 0.0204(9) Uani d . . . 1 . .
C C1 0.19515(18) 1.0556(6) 0.2046(3) 0.0285(12) Uani d . . . 1 . .
H H1A 0.2103 1.0054 0.1789 0.043 Uiso calc U . R 1 . .
H H1B 0.2111 1.0118 0.2554 0.043 Uiso calc U . R 1 . .
H H1C 0.199 1.1778 0.2061 0.043 Uiso calc U . R 1 . .
C C2 0.11698(19) 1.0904(6) 0.0881(3) 0.0287(12) Uani d . . . 1 . .
H H20 0.1271 1.2093 0.0924 0.034 Uiso calc U . R 1 . .
H H21 0.0811 1.0879 0.0665 0.034 Uiso calc U . R 1 . .
C C3 0.1292(2) 0.9992(6) 0.0367(3) 0.0292(12) Uani d . . . 1 . .
H H5 0.1625 1.0305 0.0485 0.035 Uiso calc U . R 1 . .
H H4 0.1055 1.0307 -0.0156 0.035 Uiso calc U . R 1 . .
C C4 0.1713(2) 0.6837(7) 0.0273(3) 0.0285(12) Uani d . . . 1 . .
H H12 0.1699 0.5587 0.0299 0.034 Uiso calc U . R 1 . .
C C5 0.1567(4) 0.7284(8) -0.0507(3) 0.070(3) Uani d . . . 1 . .
H H6 0.1654 0.8455 -0.0524 0.105 Uiso calc U . R 1 . .
H H8 0.1212 0.7138 -0.0836 0.105 Uiso calc U . R 1 . .
H H7 0.1739 0.655 -0.0672 0.105 Uiso calc U . R 1 . .
C C6 0.2238(2) 0.7384(7) 0.0857(3) 0.0364(14) Uani d . . . 1 . .
H H9 0.2473 0.6732 0.0791 0.055 Uiso calc U . R 1 . .
H H11 0.2297 0.7186 0.1356 0.055 Uiso calc U . R 1 . .
H H10 0.2279 0.8581 0.0795 0.055 Uiso calc U . R 1 . .
C C7 0.0672(2) 0.7004(8) -0.0320(3) 0.0370(14) Uani d . . . 1 . .
H H16 0.0685 0.7195 -0.0779 0.044 Uiso calc U . R 1 . .
C C8 0.0613(2) 0.5121(8) -0.0248(4) 0.0509(17) Uani d . . . 1 . .
H H13 0.0604 0.4908 0.0203 0.076 Uiso calc U . R 1 . .
H H15 0.089 0.4517 -0.0218 0.076 Uiso calc U . R 1 . .
H H14 0.0307 0.4731 -0.0683 0.076 Uiso calc U . R 1 . .
C C9 0.0225(2) 0.7955(8) -0.0404(3) 0.0435(15) Uani d . . . 1 . .
H H18 -0.0076 0.7512 -0.0833 0.065 Uiso calc U . R 1 . .
H H17 0.0255 0.9153 -0.048 0.065 Uiso calc U . R 1 . .
H H19 0.0211 0.7806 0.0047 0.065 Uiso calc U . R 1 . .
C C10 0.1186(2) 1.0934(6) 0.2025(3) 0.0281(12) Uani d . . . 1 . .
H H23 0.0825 1.0905 0.1691 0.034 Uiso calc U . R 1 . .
H H24 0.1288 1.2125 0.2128 0.034 Uiso calc U . R 1 . .
C C11 0.13271(19) 1.0056(6) 0.2753(3) 0.0265(11) Uani d . . . 1 . .
H H39 0.1103 1.0395 0.2923 0.032 Uiso calc U . R 1 . .
H H40 0.1667 1.0354 0.3144 0.032 Uiso calc U . R 1 . .
C C12 0.1731(2) 0.6870(7) 0.3495(3) 0.0286(12) Uani d . . . 1 . .
H H25 0.1714 0.5622 0.3437 0.034 Uiso calc U . R 1 . .
C C13 0.2253(2) 0.7397(7) 0.3734(3) 0.0370(14) Uani d . . . 1 . .
H H28 0.2299 0.8586 0.3872 0.056 Uiso calc U . R 1 . .
H H27 0.2307 0.722 0.3321 0.056 Uiso calc U . R 1 . .
H H26 0.2488 0.6721 0.4162 0.056 Uiso calc U . R 1 . .
C C14 0.1630(3) 0.7272(8) 0.4110(3) 0.0437(15) Uani d . . . 1 . .
H H29 0.1885 0.6761 0.4577 0.065 Uiso calc U . R 1 . .
H H31 0.1309 0.6822 0.3978 0.065 Uiso calc U . R 1 . .
H H30 0.1632 0.8491 0.4173 0.065 Uiso calc U . R 1 . .
C C15 0.0687(2) 0.7145(8) 0.2473(3) 0.0376(14) Uani d . . . 1 . .
H H35 0.0713 0.7377 0.2959 0.045 Uiso calc U . R 1 . .
C C16 0.0253(2) 0.8154(10) 0.1876(4) 0.0500(17) Uani d . . . 1 . .
H H36 0.0235 0.8027 0.14 0.075 Uiso calc U . R 1 . .
H H37 0.0297 0.9342 0.2017 0.075 Uiso calc U . R 1 . .
H H38 -0.0051 0.7741 0.1829 0.075 Uiso calc U . R 1 . .
C C17 0.0612(2) 0.5250(9) 0.2332(4) 0.0525(17) Uani d . . . 1 . .
H H32 0.0295 0.4925 0.2263 0.079 Uiso calc U . R 1 . .
H H34 0.0875 0.4646 0.276 0.079 Uiso calc U . R 1 . .
H H33 0.0619 0.4967 0.1885 0.079 Uiso calc U . R 1 . .
B B1 0.1770(2) 0.5366(7) 0.1926(3) 0.0231(12) Uani d . . . 1 . .
H H41 0.1896(19) 0.470(7) 0.159(3) 0.035 Uiso d U . . 1 . .
H H42 0.1295(19) 0.551(7) 0.156(3) 0.035 Uiso d U . . 1 . .
H H43 0.1875(19) 0.466(7) 0.242(3) 0.035 Uiso d U . . 1 . .
H H44 0.193(2) 0.686(7) 0.205(3) 0.035 Uiso d U . . 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 B1 . 2.070(6) ?
Fe1 N1 . 2.079(4) ?
Fe1 P2 . 2.1832(13) ?
Fe1 P1 . 2.1927(13) ?
Fe1 H50 . 1.58(5) ?
Fe1 H42 . 1.61(6) ?
Fe1 H44 . 1.66(5) ?
P1 C3 . 1.840(5) ?
P1 C7 . 1.855(5) ?
P1 C4 . 1.868(5) ?
P2 C11 . 1.850(5) ?
P2 C15 . 1.860(5) ?
P2 C12 . 1.867(5) ?
N1 C1 . 1.487(6) ?
N1 C2 . 1.501(6) ?
N1 C10 . 1.503(6) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 C3 . 1.514(7) ?
C2 H20 . 0.99 ?
C2 H21 . 0.99 ?
C3 H5 . 0.99 ?
C3 H4 . 0.99 ?
C4 C5 . 1.499(7) ?
C4 C6 . 1.539(8) ?
C4 H12 . 1.0 ?
C5 H6 . 0.98 ?
C5 H8 . 0.98 ?
C5 H7 . 0.98 ?
C6 H9 . 0.98 ?
C6 H11 . 0.98 ?
C6 H10 . 0.98 ?
C7 C8 . 1.530(8) ?
C7 C9 . 1.545(8) ?
C7 H16 . 1.0 ?
C8 H13 . 0.98 ?
C8 H15 . 0.98 ?
C8 H14 . 0.98 ?
C9 H18 . 0.98 ?
C9 H17 . 0.98 ?
C9 H19 . 0.98 ?
C10 C11 . 1.525(7) ?
C10 H23 . 0.99 ?
C10 H24 . 0.99 ?
C11 H39 . 0.99 ?
C11 H40 . 0.99 ?
C12 C14 . 1.523(7) ?
C12 C13 . 1.529(8) ?
C12 H25 . 1.0 ?
C13 H28 . 0.98 ?
C13 H27 . 0.98 ?
C13 H26 . 0.98 ?
C14 H29 . 0.98 ?
C14 H31 . 0.98 ?
C14 H30 . 0.98 ?
C15 C16 . 1.528(9) ?
C15 C17 . 1.533(9) ?
C15 H35 . 1.0 ?
C16 H36 . 0.98 ?
C16 H37 . 0.98 ?
C16 H38 . 0.98 ?
C17 H32 . 0.98 ?
C17 H34 . 0.98 ?
C17 H33 . 0.98 ?
B1 H41 . 1.11(5) ?
B1 H42 . 1.30(5) ?
B1 H43 . 1.08(5) ?
B1 H44 . 1.27(6) ?

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
B1 Fe1 N1 . . 141.02(19) ?
B1 Fe1 P2 . . 97.17(16) ?
N1 Fe1 P2 . . 85.99(11) ?
B1 Fe1 P1 . . 96.77(16) ?
N1 Fe1 P1 . . 86.04(11) ?
P2 Fe1 P1 . . 165.34(5) ?
B1 Fe1 H50 . . 135.5(17) ?
N1 Fe1 H50 . . 83.5(17) ?
P2 Fe1 H50 . . 85.2(16) ?
P1 Fe1 H50 . . 81.7(16) ?
B1 Fe1 H42 . . 38.9(18) ?
N1 Fe1 H42 . . 179.9(19) ?
P2 Fe1 H42 . . 94.1(17) ?
P1 Fe1 H42 . . 93.9(17) ?
H50 Fe1 H42 . . 97.(2) ?
B1 Fe1 H44 . . 38.(2) ?
N1 Fe1 H44 . . 103.(2) ?
P2 Fe1 H44 . . 96.3(18) ?
P1 Fe1 H44 . . 97.5(18) ?
H50 Fe1 H44 . . 173.(3) ?
H42 Fe1 H44 . . 77.(3) ?
C3 P1 C7 . . 105.9(3) ?
C3 P1 C4 . . 103.2(2) ?
C7 P1 C4 . . 101.4(2) ?
C3 P1 Fe1 . . 103.54(17) ?
C7 P1 Fe1 . . 117.84(19) ?
C4 P1 Fe1 . . 123.09(17) ?
C11 P2 C15 . . 104.9(3) ?
C11 P2 C12 . . 102.9(2) ?
C15 P2 C12 . . 101.4(3) ?
C11 P2 Fe1 . . 104.32(16) ?
C15 P2 Fe1 . . 118.13(19) ?
C12 P2 Fe1 . . 123.02(17) ?
C1 N1 C2 . . 109.5(4) ?
C1 N1 C10 . . 109.4(4) ?
C2 N1 C10 . . 104.9(4) ?
C1 N1 Fe1 . . 108.6(3) ?
C2 N1 Fe1 . . 112.1(3) ?
C10 N1 Fe1 . . 112.2(3) ?
N1 C1 H1A . . 109.5 ?
N1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
N1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
N1 C2 C3 . . 111.8(4) ?
N1 C2 H20 . . 109.3 ?
C3 C2 H20 . . 109.3 ?
N1 C2 H21 . . 109.3 ?
C3 C2 H21 . . 109.3 ?
H20 C2 H21 . . 107.9 ?
C2 C3 P1 . . 108.4(3) ?
C2 C3 H5 . . 110.0 ?
P1 C3 H5 . . 110.0 ?
C2 C3 H4 . . 110.0 ?
P1 C3 H4 . . 110.0 ?
H5 C3 H4 . . 108.4 ?
C5 C4 C6 . . 113.4(5) ?
C5 C4 P1 . . 110.0(5) ?
C6 C4 P1 . . 110.9(4) ?
C5 C4 H12 . . 107.4 ?
C6 C4 H12 . . 107.4 ?
P1 C4 H12 . . 107.4 ?
C4 C5 H6 . . 109.5 ?
C4 C5 H8 . . 109.5 ?
H6 C5 H8 . . 109.5 ?
C4 C5 H7 . . 109.5 ?
H6 C5 H7 . . 109.5 ?
H8 C5 H7 . . 109.5 ?
C4 C6 H9 . . 109.5 ?
C4 C6 H11 . . 109.5 ?
H9 C6 H11 . . 109.5 ?
C4 C6 H10 . . 109.5 ?
H9 C6 H10 . . 109.5 ?
H11 C6 H10 . . 109.5 ?
C8 C7 C9 . . 109.8(5) ?
C8 C7 P1 . . 109.2(4) ?
C9 C7 P1 . . 112.8(4) ?
C8 C7 H16 . . 108.3 ?
C9 C7 H16 . . 108.3 ?
P1 C7 H16 . . 108.3 ?
C7 C8 H13 . . 109.5 ?
C7 C8 H15 . . 109.5 ?
H13 C8 H15 . . 109.5 ?
C7 C8 H14 . . 109.5 ?
H13 C8 H14 . . 109.5 ?
H15 C8 H14 . . 109.5 ?
C7 C9 H18 . . 109.5 ?
C7 C9 H17 . . 109.5 ?
H18 C9 H17 . . 109.5 ?
C7 C9 H19 . . 109.5 ?
H18 C9 H19 . . 109.5 ?
H17 C9 H19 . . 109.5 ?
N1 C10 C11 . . 112.1(4) ?
N1 C10 H23 . . 109.2 ?
C11 C10 H23 . . 109.2 ?
N1 C10 H24 . . 109.2 ?
C11 C10 H24 . . 109.2 ?
H23 C10 H24 . . 107.9 ?
C10 C11 P2 . . 106.9(3) ?
C10 C11 H39 . . 110.3 ?
P2 C11 H39 . . 110.3 ?
C10 C11 H40 . . 110.3 ?
P2 C11 H40 . . 110.3 ?
H39 C11 H40 . . 108.6 ?
C14 C12 C13 . . 109.8(4) ?
C14 C12 P2 . . 114.7(4) ?
C13 C12 P2 . . 110.9(4) ?
C14 C12 H25 . . 107.0 ?
C13 C12 H25 . . 107.0 ?
P2 C12 H25 . . 107.0 ?
C12 C13 H28 . . 109.5 ?
C12 C13 H27 . . 109.5 ?
H28 C13 H27 . . 109.5 ?
C12 C13 H26 . . 109.5 ?
H28 C13 H26 . . 109.5 ?
H27 C13 H26 . . 109.5 ?
C12 C14 H29 . . 109.5 ?
C12 C14 H31 . . 109.5 ?
H29 C14 H31 . . 109.5 ?
C12 C14 H30 . . 109.5 ?
H29 C14 H30 . . 109.5 ?
H31 C14 H30 . . 109.5 ?
C16 C15 C17 . . 112.1(5) ?
C16 C15 P2 . . 112.4(4) ?
C17 C15 P2 . . 109.4(4) ?
C16 C15 H35 . . 107.6 ?
C17 C15 H35 . . 107.6 ?
P2 C15 H35 . . 107.6 ?
C15 C16 H36 . . 109.5 ?
C15 C16 H37 . . 109.5 ?
H36 C16 H37 . . 109.5 ?
C15 C16 H38 . . 109.5 ?
H36 C16 H38 . . 109.5 ?
H37 C16 H38 . . 109.5 ?
C15 C17 H32 . . 109.5 ?
C15 C17 H34 . . 109.5 ?
H32 C17 H34 . . 109.5 ?
C15 C17 H33 . . 109.5 ?
H32 C17 H33 . . 109.5 ?
H34 C17 H33 . . 109.5 ?
Fe1 B1 H41 . . 125.(3) ?
Fe1 B1 H42 . . 51.(2) ?
H41 B1 H42 . . 111.(4) ?
Fe1 B1 H43 . . 125.(3) ?
H41 B1 H43 . . 109.(4) ?
H42 B1 H43 . . 108.(4) ?
Fe1 B1 H44 . . 53.(2) ?
H41 B1 H44 . . 111.(4) ?
H42 B1 H44 . . 105.(3) ?
H43 B1 H44 . . 113.(4) ?

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
C1 N1 C2 C3 . . . . 73.8(5) ?
C10 N1 C2 C3 . . . . -168.9(4) ?
Fe1 N1 C2 C3 . . . . -46.9(5) ?
N1 C2 C3 P1 . . . . 43.6(5) ?
C7 P1 C3 C2 . . . . 103.1(4) ?
C4 P1 C3 C2 . . . . -150.8(4) ?
Fe1 P1 C3 C2 . . . . -21.5(4) ?
C3 P1 C4 C5 . . . . -59.7(4) ?
C7 P1 C4 C5 . . . . 49.7(4) ?
Fe1 P1 C4 C5 . . . . -175.8(3) ?
C3 P1 C4 C6 . . . . 66.6(4) ?
C7 P1 C4 C6 . . . . 176.1(4) ?
Fe1 P1 C4 C6 . . . . -49.5(4) ?
C3 P1 C7 C8 . . . . -178.8(4) ?
C4 P1 C7 C8 . . . . 73.8(5) ?
Fe1 P1 C7 C8 . . . . -63.6(5) ?
C3 P1 C7 C9 . . . . -56.5(5) ?
C4 P1 C7 C9 . . . . -163.9(4) ?
Fe1 P1 C7 C9 . . . . 58.7(5) ?
C1 N1 C10 C11 . . . . -73.6(5) ?
C2 N1 C10 C11 . . . . 169.0(4) ?
Fe1 N1 C10 C11 . . . . 47.1(5) ?
N1 C10 C11 P2 . . . . -44.5(5) ?
C15 P2 C11 C10 . . . . -101.8(4) ?
C12 P2 C11 C10 . . . . 152.4(3) ?
Fe1 P2 C11 C10 . . . . 23.0(4) ?
C11 P2 C12 C14 . . . . 59.6(5) ?
C15 P2 C12 C14 . . . . -48.7(5) ?
Fe1 P2 C12 C14 . . . . 176.4(3) ?
C11 P2 C12 C13 . . . . -65.5(4) ?
C15 P2 C12 C13 . . . . -173.9(4) ?
Fe1 P2 C12 C13 . . . . 51.3(4) ?
C11 P2 C15 C16 . . . . 56.0(5) ?
C12 P2 C15 C16 . . . . 162.7(4) ?
Fe1 P2 C15 C16 . . . . -59.7(5) ?
C11 P2 C15 C17 . . . . -178.8(4) ?
C12 P2 C15 C17 . . . . -72.0(4) ?
Fe1 P2 C15 C17 . . . . 65.6(5) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1061153'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-05-15 downloaded from the CCDC.
;
_chemical_name_systematic        '3a '
_chemical_name_common            wb10dec14
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H44 B Fe N O P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         419.14

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.4128(6)
_cell_length_b                   31.269(2)
_cell_length_c                   9.8709(9)
_cell_angle_alpha                90
_cell_angle_beta                 114.779(2)
_cell_angle_gamma                90
_cell_volume                     2357.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9755
_cell_measurement_theta_min      2.6179
_cell_measurement_theta_max      27.9571
_cell_measurement_temperature    183.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear intense gold-yellow'
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912

_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.91

_exptl_special_details           
;
;

_diffrn_ambient_temperature      183.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            24378
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_theta_min         2.62
_diffrn_reflns_theta_max         28.05
_diffrn_reflns_theta_full        28.05
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measured_fraction_theta_full 0.897
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       12

_refine_special_details          
;
;

_reflns_number_total             5119
_reflns_number_gt                4790
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_gt          0.0704
_refine_ls_wR_factor_ref         0.0718
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.088
_refine_ls_number_reflns         5119
_refine_ls_number_parameters     241
_refine_ls_number_restraints     4
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0297P)²+1.5355P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.406
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
Fe Fe 0.3463 0.8444 '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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.3937(3) 0.41203(7) 0.5661(3) 0.0347(5) Uani d . . D 1 . .
H H30 0.293(3) 0.3901(7) 0.517(2) 0.052 Uiso d U . D 1 . .
H H31 0.448(3) 0.4107(7) 0.6815(18) 0.052 Uiso d U . D 1 . .
H H32 0.351(3) 0.4424(6) 0.524(2) 0.052 Uiso d U . D 1 . .
H H33 0.498(3) 0.4039(7) 0.532(2) 0.052 Uiso d U . D 1 . .
C C1 0.4832(2) 0.29018(7) 0.6740(2) 0.0406(5) Uani d . . . 1 . .
H H1A 0.5137 0.2616 0.6513 0.061 Uiso calc U . R 1 . .
H H1B 0.4051 0.3043 0.5811 0.061 Uiso calc U . R 1 . .
H H1C 0.4238 0.2876 0.7404 0.061 Uiso calc U . R 1 . .
C C2 0.6495(2) 0.31671(5) 0.75032(17) 0.0218(3) Uani d . . . 1 . .
H H2 0.6121 0.3441 0.7807 0.026 Uiso calc U . R 1 . .
C C3 0.7722(2) 0.29488(6) 0.89534(19) 0.0298(4) Uani d . . . 1 . .
H H3A 0.7157 0.2936 0.9642 0.045 Uiso calc U . R 1 . .
H H3B 0.8813 0.3112 0.9412 0.045 Uiso calc U . R 1 . .
H H3C 0.7982 0.2658 0.8735 0.045 Uiso calc U . R 1 . .
C C4 0.7117(2) 0.25673(6) 0.4591(2) 0.0388(5) Uani d . . . 1 . .
H H4A 0.6793 0.273 0.3664 0.058 Uiso calc U . R 1 . .
H H4B 0.6075 0.2519 0.4777 0.058 Uiso calc U . R 1 . .
H H4C 0.7616 0.2291 0.45 0.058 Uiso calc U . R 1 . .
C C5 0.8467(2) 0.28184(5) 0.58833(18) 0.0238(3) Uani d . . . 1 . .
H H5 0.8841 0.2636 0.6797 0.029 Uiso calc U . R 1 . .
C C6 1.0069(2) 0.28966(7) 0.5571(3) 0.0422(5) Uani d . . . 1 . .
H H6A 1.0527 0.2622 0.5411 0.063 Uiso calc U . R 1 . .
H H6B 1.0971 0.3043 0.6425 0.063 Uiso calc U . R 1 . .
H H6C 0.974 0.3075 0.4677 0.063 Uiso calc U . R 1 . .
C C7 0.9443(2) 0.36285(5) 0.75150(18) 0.0251(3) Uani d . . . 1 . .
H H7A 0.9158 0.3784 0.826 0.03 Uiso calc U . R 1 . .
H H7B 1.0437 0.3434 0.8053 0.03 Uiso calc U . R 1 . .
C C8 0.9925(2) 0.39439(5) 0.65776(19) 0.0267(3) Uani d . . . 1 . .
H H8A 1.0827 0.4144 0.7242 0.032 Uiso calc U . R 1 . .
H H8B 1.0426 0.3787 0.5976 0.032 Uiso calc U . R 1 . .
C C9 0.8851(2) 0.44174(5) 0.44606(19) 0.0260(3) Uani d . . . 1 . .
H H9A 0.9358 0.4209 0.3995 0.031 Uiso calc U . R 1 . .
H H9B 0.9753 0.4636 0.4984 0.031 Uiso calc U . R 1 . .
C C10 0.7257(2) 0.46320(5) 0.32516(19) 0.0262(3) Uani d . . . 1 . .
H H10A 0.7543 0.4734 0.243 0.031 Uiso calc U . R 1 . .
H H10B 0.6885 0.488 0.3671 0.031 Uiso calc U . R 1 . .
C C11 0.7347(3) 0.39516(7) 0.0906(2) 0.0385(4) Uani d . . . 1 . .
H H11A 0.7874 0.372 0.1625 0.058 Uiso calc U . R 1 . .
H H11B 0.806 0.4211 0.1252 0.058 Uiso calc U . R 1 . .
H H11C 0.7292 0.3868 -0.0069 0.058 Uiso calc U . R 1 . .
C C12 0.5501(2) 0.40400(5) 0.07679(18) 0.0251(3) Uani d . . . 1 . .
H H12 0.4989 0.4272 0.0013 0.03 Uiso calc U . R 1 . .
C C13 0.4379(3) 0.36402(7) 0.0169(2) 0.0398(5) Uani d . . . 1 . .
H H13A 0.4232 0.3585 -0.0855 0.06 Uiso calc U . R 1 . .
H H13B 0.3229 0.3684 0.0176 0.06 Uiso calc U . R 1 . .
H H13C 0.4957 0.3395 0.0801 0.06 Uiso calc U . R 1 . .
C C14 0.1818(2) 0.43026(7) 0.1497(3) 0.0495(6) Uani d . . . 1 . .
H H14A 0.085 0.4489 0.1429 0.074 Uiso calc U . R 1 . .
H H14B 0.1968 0.4074 0.222 0.074 Uiso calc U . R 1 . .
H H14C 0.1554 0.4177 0.0516 0.074 Uiso calc U . R 1 . .
C C15 0.3495(2) 0.45632(5) 0.20015(19) 0.0260(3) Uani d . . . 1 . .
H H15 0.3608 0.4712 0.2935 0.031 Uiso calc U . R 1 . .
C C16 0.3328(3) 0.49184(6) 0.0889(2) 0.0413(5) Uani d . . . 1 . .
H H16A 0.3154 0.4792 -0.0071 0.062 Uiso calc U . R 1 . .
H H16B 0.4398 0.5091 0.1269 0.062 Uiso calc U . R 1 . .
H H16C 0.2324 0.51 0.0756 0.062 Uiso calc U . R 1 . .
C C17 0.7954(2) 0.45185(6) 0.6469(2) 0.0330(4) Uani d . . . 1 . .
H H17A 0.896 0.471 0.6932 0.049 Uiso calc U . R 1 . .
H H17B 0.7714 0.4376 0.7248 0.049 Uiso calc U . R 1 . .
H H17C 0.6926 0.4685 0.5826 0.049 Uiso calc U . R 1 . .
C C18 0.4488(2) 0.34271(5) 0.34568(18) 0.0221(3) Uani d . . . 1 . .
Fe Fe1 0.61867(3) 0.37747(2) 0.44179(2) 0.01504(7) Uani d . . . 1 . .
H H20 0.728(2) 0.3578(6) 0.3749(19) 0.023 Uiso d U . . 1 . .
N N1 0.83490(16) 0.41919(4) 0.55599(14) 0.0200(3) Uani d . . . 1 . .
O O1 0.33514(16) 0.31920(4) 0.28112(14) 0.0356(3) Uani d . . . 1 . .
P P1 0.75294(5) 0.33206(2) 0.62517(4) 0.01619(9) Uani d . . . 1 . .
P P2 0.54892(5) 0.42286(2) 0.25493(4) 0.01788(9) Uani d . . . 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
B1 H30 . 1.039(16) ?
B1 H31 . 1.036(16) ?
B1 H32 . 1.038(16) ?
B1 H33 . 1.098(16) ?
C1 C2 . 1.527(2) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 C3 . 1.530(2) ?
C2 P1 . 1.8478(16) ?
C2 H2 . 1.0 ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 C5 . 1.523(2) ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 C6 . 1.523(2) ?
C5 P1 . 1.8603(15) ?
C5 H5 . 1.0 ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 C8 . 1.519(2) ?
C7 P1 . 1.8413(15) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 N1 . 1.501(2) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 N1 . 1.496(2) ?
C9 C10 . 1.527(2) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 P2 . 1.8489(16) ?
C10 H10A . 0.99 ?
C10 H10B . 0.99 ?
C11 C12 . 1.526(2) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 C13 . 1.528(2) ?
C12 P2 . 1.8586(16) ?
C12 H12 . 1.0 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 C15 . 1.521(3) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C16 . 1.526(2) ?
C15 P2 . 1.8551(16) ?
C15 H15 . 1.0 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 N1 . 1.486(2) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 O1 . 1.1618(19) ?
C18 Fe1 . 1.7286(16) ?
Fe1 N1 . 2.1361(12) ?
Fe1 P2 . 2.2030(4) ?
Fe1 P1 . 2.2035(4) ?
Fe1 H33 . 1.802(17) ?
Fe1 H20 . 1.474(18) ?

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
H30 B1 H31 . . 112.7(18) ?
H30 B1 H32 . . 109.6(18) ?
H31 B1 H32 . . 113.1(18) ?
H30 B1 H33 . . 107.9(18) ?
H31 B1 H33 . . 106.8(18) ?
H32 B1 H33 . . 106.3(18) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C1 C2 C3 . . 109.82(14) ?
C1 C2 P1 . . 113.71(11) ?
C3 C2 P1 . . 114.78(11) ?
C1 C2 H2 . . 105.9 ?
C3 C2 H2 . . 105.9 ?
P1 C2 H2 . . 105.9 ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C5 C4 H4A . . 109.5 ?
C5 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C5 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C4 C5 C6 . . 109.01(15) ?
C4 C5 P1 . . 111.75(11) ?
C6 C5 P1 . . 112.81(12) ?
C4 C5 H5 . . 107.7 ?
C6 C5 H5 . . 107.7 ?
P1 C5 H5 . . 107.7 ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C8 C7 P1 . . 107.93(11) ?
C8 C7 H7A . . 110.1 ?
P1 C7 H7A . . 110.1 ?
C8 C7 H7B . . 110.1 ?
P1 C7 H7B . . 110.1 ?
H7A C7 H7B . . 108.4 ?
N1 C8 C7 . . 110.88(13) ?
N1 C8 H8A . . 109.5 ?
C7 C8 H8A . . 109.5 ?
N1 C8 H8B . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 108.1 ?
N1 C9 C10 . . 110.57(13) ?
N1 C9 H9A . . 109.5 ?
C10 C9 H9A . . 109.5 ?
N1 C9 H9B . . 109.5 ?
C10 C9 H9B . . 109.5 ?
H9A C9 H9B . . 108.1 ?
C9 C10 P2 . . 107.35(10) ?
C9 C10 H10A . . 110.2 ?
P2 C10 H10A . . 110.2 ?
C9 C10 H10B . . 110.2 ?
P2 C10 H10B . . 110.2 ?
H10A C10 H10B . . 108.5 ?
C12 C11 H11A . . 109.5 ?
C12 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C12 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C11 C12 C13 . . 109.07(15) ?
C11 C12 P2 . . 112.42(12) ?
C13 C12 P2 . . 112.23(12) ?
C11 C12 H12 . . 107.6 ?
C13 C12 H12 . . 107.6 ?
P2 C12 H12 . . 107.6 ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C15 C14 H14A . . 109.5 ?
C15 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C15 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C14 C15 C16 . . 111.17(16) ?
C14 C15 P2 . . 113.25(12) ?
C16 C15 P2 . . 114.80(12) ?
C14 C15 H15 . . 105.6 ?
C16 C15 H15 . . 105.6 ?
P2 C15 H15 . . 105.6 ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
N1 C17 H17A . . 109.5 ?
N1 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
N1 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
O1 C18 Fe1 . . 179.67(16) ?
C18 Fe1 N1 . . 177.55(6) ?
C18 Fe1 P2 . . 94.40(5) ?
N1 Fe1 P2 . . 85.27(4) ?
C18 Fe1 P1 . . 93.84(5) ?
N1 Fe1 P1 . . 85.99(4) ?
P2 Fe1 P1 . . 165.446(17) ?
C18 Fe1 H33 . . 93.0(7) ?
N1 Fe1 H33 . . 89.4(7) ?
P2 Fe1 H33 . . 96.3(7) ?
P1 Fe1 H33 . . 95.2(7) ?
C18 Fe1 H20 . . 91.1(7) ?
N1 Fe1 H20 . . 86.4(7) ?
P2 Fe1 H20 . . 83.7(7) ?
P1 Fe1 H20 . . 84.1(7) ?
H33 Fe1 H20 . . 175.8(10) ?
C17 N1 C9 . . 108.49(13) ?
C17 N1 C8 . . 108.02(13) ?
C9 N1 C8 . . 106.86(12) ?
C17 N1 Fe1 . . 112.43(10) ?
C9 N1 Fe1 . . 110.00(9) ?
C8 N1 Fe1 . . 110.84(9) ?
C7 P1 C2 . . 101.89(7) ?
C7 P1 C5 . . 104.60(8) ?
C2 P1 C5 . . 105.57(7) ?
C7 P1 Fe1 . . 102.76(5) ?
C2 P1 Fe1 . . 119.58(5) ?
C5 P1 Fe1 . . 119.79(5) ?
C10 P2 C15 . . 102.21(8) ?
C10 P2 C12 . . 104.41(8) ?
C15 P2 C12 . . 105.42(8) ?
C10 P2 Fe1 . . 103.61(5) ?
C15 P2 Fe1 . . 119.89(5) ?
C12 P2 Fe1 . . 118.86(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
P1 C7 C8 N1 . . . . 50.19(16) ?
N1 C9 C10 P2 . . . . -49.40(15) ?
C10 C9 N1 C17 . . . . -71.15(16) ?
C10 C9 N1 C8 . . . . 172.61(12) ?
C10 C9 N1 Fe1 . . . . 52.22(14) ?
C7 C8 N1 C17 . . . . 75.89(16) ?
C7 C8 N1 C9 . . . . -167.56(13) ?
C7 C8 N1 Fe1 . . . . -47.70(15) ?
C8 C7 P1 C2 . . . . -153.50(12) ?
C8 C7 P1 C5 . . . . 96.73(12) ?
C8 C7 P1 Fe1 . . . . -29.10(12) ?
C1 C2 P1 C7 . . . . 179.97(13) ?
C3 C2 P1 C7 . . . . -52.40(13) ?
C1 C2 P1 C5 . . . . -71.01(14) ?
C3 C2 P1 C5 . . . . 56.63(14) ?
C1 C2 P1 Fe1 . . . . 67.69(14) ?
C3 C2 P1 Fe1 . . . . -164.68(10) ?
C4 C5 P1 C7 . . . . -167.29(13) ?
C6 C5 P1 C7 . . . . -44.05(15) ?
C4 C5 P1 C2 . . . . 85.64(14) ?
C6 C5 P1 C2 . . . . -151.11(13) ?
C4 C5 P1 Fe1 . . . . -52.95(15) ?
C6 C5 P1 Fe1 . . . . 70.29(14) ?
C9 C10 P2 C15 . . . . 149.45(11) ?
C9 C10 P2 C12 . . . . -100.88(12) ?
C9 C10 P2 Fe1 . . . . 24.21(12) ?
C14 C15 P2 C10 . . . . -175.01(15) ?
C16 C15 P2 C10 . . . . 55.82(16) ?
C14 C15 P2 C12 . . . . 76.09(16) ?
C16 C15 P2 C12 . . . . -53.07(16) ?
C14 C15 P2 Fe1 . . . . -61.30(16) ?
C16 C15 P2 Fe1 . . . . 169.53(12) ?
C11 C12 P2 C10 . . . . 44.99(15) ?
C13 C12 P2 C10 . . . . 168.39(13) ?
C11 C12 P2 C15 . . . . 152.29(13) ?
C13 C12 P2 C15 . . . . -84.30(14) ?
C11 C12 P2 Fe1 . . . . -69.79(14) ?
C13 C12 P2 Fe1 . . . . 53.62(14) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mini-14053
_database_code_depnum_ccdc_archive 'CCDC 1061154'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-05-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        4a1
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H41 Fe N O P2'
_chemical_formula_sum            'C18 H41 Fe N O P2'
_chemical_formula_weight         405.31

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.0283(8)
_cell_length_b                   12.8902(12)
_cell_length_c                   21.842(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.351(7)
_cell_angle_gamma                90
_cell_volume                     2236.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    19096
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.6

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.822
_shelx_estimated_absorpt_T_min   0.762
_shelx_estimated_absorpt_T_max   0.821
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_T_max  0.821
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private Communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  'Rigaku Mercury275R CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.8
_diffrn_reflns_number            22531
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.012
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5135
_reflns_number_gt                4164
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
Dolomanov, O.V.; Bourhis, L.J.; Gildea, R.J.; Howard, J.A.K.; Puschmann, H., 
OLEX2: A complete structure solution, refinement and analysis program
(2009). J. Appl. Cryst., 42, 339-341.
;
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_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. 

 The hydrogen atoms were first found in the difference map, then generated 
 geometrically and refined as riding atoms with C-H distances = 0.95- 0.99 
 Å and Uiso(H) = 1.2 times Ueq(C) for CH and CH2 groups and Uiso(H) 
 = 1.5 times Ueq(C) for CH3 groups.

 The only exceptions are hydrogen atoms H1 and H2, which are freely refining.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0366P)²+1.3837P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5135
_refine_ls_number_parameters     225
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1011
_refine_ls_wR_factor_gt          0.0952
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.43658(4) 0.34661(3) 0.63196(2) 0.02849(11) Uani 1 1 d . . . . .
H1 H 0.582(3) 0.2742(17) 0.6510(10) 0.027(6) Uiso 1 1 d . . . . .
H2 H 0.341(4) 0.270(2) 0.6585(14) 0.070(10) Uiso 1 1 d . . . . .
P1 P 0.45365(8) 0.41405(5) 0.72330(3) 0.03288(16) Uani 1 1 d . . . . .
P2 P 0.36340(8) 0.25963(5) 0.54792(3) 0.03267(16) Uani 1 1 d . . . . .
O1 O 0.6877(3) 0.47408(18) 0.58717(10) 0.0613(6) Uani 1 1 d . . . . .
N1 N 0.2094(2) 0.43142(17) 0.60894(9) 0.0350(5) Uani 1 1 d . . . . .
C1 C 0.5849(3) 0.4263(2) 0.60408(12) 0.0401(6) Uani 1 1 d . . . . .
C2 C 0.2670(3) 0.4988(2) 0.71646(13) 0.0461(7) Uani 1 1 d . . . . .
H2A H 0.2227 0.5015 0.7559 0.055 Uiso 1 1 calc R U . . .
H2B H 0.2970 0.5694 0.7055 0.055 Uiso 1 1 calc R U . . .
C3 C 0.1356(3) 0.4541(3) 0.66630(13) 0.0467(7) Uani 1 1 d . . . . .
H3A H 0.0896 0.3902 0.6814 0.056 Uiso 1 1 calc R U . . .
H3B H 0.0429 0.5037 0.6568 0.056 Uiso 1 1 calc R U . . .
C4 C 0.0853(3) 0.3693(2) 0.56670(13) 0.0440(7) Uani 1 1 d . . . . .
H4A H -0.0095 0.4137 0.5498 0.053 Uiso 1 1 calc R U . . .
H4B H 0.0416 0.3131 0.5901 0.053 Uiso 1 1 calc R U . . .
C5 C 0.1659(3) 0.3236(2) 0.51377(12) 0.0418(7) Uani 1 1 d . . . . .
H5A H 0.1895 0.3785 0.4852 0.050 Uiso 1 1 calc R U . . .
H5B H 0.0899 0.2731 0.4907 0.050 Uiso 1 1 calc R U . . .
C6 C 0.2363(4) 0.5311(2) 0.57837(14) 0.0496(7) Uani 1 1 d . . . . .
H6A H 0.3208 0.5713 0.6045 0.074 Uiso 1 1 calc R U . . .
H6B H 0.1315 0.5697 0.5716 0.074 Uiso 1 1 calc R U . . .
H6C H 0.2744 0.5179 0.5389 0.074 Uiso 1 1 calc R U . . .
C7 C 0.5484(5) 0.2343(3) 0.79063(16) 0.0694(10) Uani 1 1 d . . . . .
H7A H 0.5017 0.1926 0.7553 0.104 Uiso 1 1 calc R U . . .
H7B H 0.5470 0.1947 0.8283 0.104 Uiso 1 1 calc R U . . .
H7C H 0.6635 0.2531 0.7868 0.104 Uiso 1 1 calc R U . . .
C8 C 0.4433(4) 0.3325(3) 0.79291(13) 0.0547(8) Uani 1 1 d . . . . .
H8 H 0.4922 0.3729 0.8297 0.066 Uiso 1 1 calc R U . . .
C9 C 0.2649(5) 0.3039(3) 0.80069(19) 0.0829(12) Uani 1 1 d . . . . .
H9A H 0.2028 0.3662 0.8079 0.124 Uiso 1 1 calc R U . . .
H9B H 0.2667 0.2574 0.8357 0.124 Uiso 1 1 calc R U . . .
H9C H 0.2107 0.2697 0.7635 0.124 Uiso 1 1 calc R U . . .
C10 C 0.7961(4) 0.4514(3) 0.76053(15) 0.0588(9) Uani 1 1 d . . . . .
H10A H 0.8049 0.4120 0.7987 0.088 Uiso 1 1 calc R U . . .
H10B H 0.8860 0.5022 0.7636 0.088 Uiso 1 1 calc R U . . .
H10C H 0.8053 0.4048 0.7263 0.088 Uiso 1 1 calc R U . . .
C11 C 0.6262(4) 0.5068(2) 0.74943(13) 0.0463(7) Uani 1 1 d . . . . .
H11 H 0.6317 0.5537 0.7139 0.056 Uiso 1 1 calc R U . . .
C12 C 0.6032(5) 0.5770(3) 0.80324(17) 0.0722(11) Uani 1 1 d . . . . .
H12A H 0.4962 0.6129 0.7943 0.108 Uiso 1 1 calc R U . . .
H12B H 0.6939 0.6273 0.8094 0.108 Uiso 1 1 calc R U . . .
H12C H 0.6047 0.5356 0.8404 0.108 Uiso 1 1 calc R U . . .
C13 C 0.4462(6) 0.0623(3) 0.5940(2) 0.0858(13) Uani 1 1 d . . . . .
H13A H 0.5560 0.0714 0.5812 0.129 Uiso 1 1 calc R U . . .
H13B H 0.4190 -0.0111 0.5941 0.129 Uiso 1 1 calc R U . . .
H13C H 0.4478 0.0902 0.6354 0.129 Uiso 1 1 calc R U . . .
C14 C 0.3141(4) 0.1191(2) 0.54927(14) 0.0520(8) Uani 1 1 d . . . . .
H14 H 0.3165 0.0907 0.5073 0.062 Uiso 1 1 calc R U . . .
C15 C 0.1442(6) 0.0971(3) 0.5671(2) 0.1009(15) Uani 1 1 d . . . . .
H15A H 0.1326 0.1340 0.6050 0.151 Uiso 1 1 calc R U . . .
H15B H 0.1326 0.0232 0.5736 0.151 Uiso 1 1 calc R U . . .
H15C H 0.0574 0.1201 0.5343 0.151 Uiso 1 1 calc R U . . .
C16 C 0.6644(4) 0.2238(3) 0.50053(15) 0.0617(9) Uani 1 1 d . . . . .
H16A H 0.7141 0.2472 0.5413 0.093 Uiso 1 1 calc R U . . .
H16B H 0.7353 0.2447 0.4704 0.093 Uiso 1 1 calc R U . . .
H16C H 0.6544 0.1488 0.5005 0.093 Uiso 1 1 calc R U . . .
C17 C 0.4918(3) 0.2716(2) 0.48402(12) 0.0427(7) Uani 1 1 d . . . . .
H17 H 0.5117 0.3469 0.4797 0.051 Uiso 1 1 calc R U . . .
C18 C 0.4064(4) 0.2359(3) 0.42073(13) 0.0626(9) Uani 1 1 d . . . . .
H18A H 0.3809 0.1625 0.4222 0.094 Uiso 1 1 calc R U . . .
H18B H 0.4810 0.2479 0.3903 0.094 Uiso 1 1 calc R U . . .
H18C H 0.3029 0.2746 0.4094 0.094 Uiso 1 1 calc R U . . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C1 1.748(3) . ?
Fe1 N1 2.123(2) . ?
Fe1 P2 2.1582(7) . ?
Fe1 P1 2.1625(7) . ?
Fe1 H1 1.51(2) . ?
Fe1 H2 1.43(3) . ?
P1 C2 1.843(3) . ?
P1 C11 1.856(3) . ?
P1 C8 1.860(3) . ?
P2 C5 1.845(3) . ?
P2 C14 1.856(3) . ?
P2 C17 1.858(3) . ?
O1 C1 1.133(3) . ?
N1 C6 1.479(3) . ?
N1 C4 1.489(3) . ?
N1 C3 1.491(3) . ?
C2 C3 1.520(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 C5 1.524(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 C8 1.526(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C8 C9 1.513(5) . ?
C8 H8 0.9900 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 C11 1.528(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 C12 1.515(4) . ?
C11 H11 0.9900 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 C14 1.522(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C14 C15 1.499(5) . ?
C14 H14 0.9900 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C16 C17 1.511(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C17 C18 1.522(4) . ?
C17 H17 0.9900 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Fe1 N1 102.70(11) . . ?
C1 Fe1 P2 97.14(9) . . ?
N1 Fe1 P2 87.00(6) . . ?
C1 Fe1 P1 97.47(9) . . ?
N1 Fe1 P1 87.05(6) . . ?
P2 Fe1 P1 165.13(3) . . ?
C1 Fe1 H1 85.4(9) . . ?
N1 Fe1 H1 171.8(9) . . ?
P2 Fe1 H1 91.0(9) . . ?
P1 Fe1 H1 93.0(9) . . ?
C1 Fe1 H2 169.6(12) . . ?
N1 Fe1 H2 87.7(12) . . ?
P2 Fe1 H2 83.6(12) . . ?
P1 Fe1 H2 82.6(12) . . ?
H1 Fe1 H2 84.2(15) . . ?
C2 P1 C11 101.80(14) . . ?
C2 P1 C8 105.61(15) . . ?
C11 P1 C8 103.46(14) . . ?
C2 P1 Fe1 102.81(9) . . ?
C11 P1 Fe1 119.16(9) . . ?
C8 P1 Fe1 121.50(11) . . ?
C5 P2 C14 105.65(14) . . ?
C5 P2 C17 101.37(12) . . ?
C14 P2 C17 103.64(14) . . ?
C5 P2 Fe1 102.92(9) . . ?
C14 P2 Fe1 121.73(10) . . ?
C17 P2 Fe1 118.92(9) . . ?
C6 N1 C4 108.4(2) . . ?
C6 N1 C3 108.1(2) . . ?
C4 N1 C3 108.3(2) . . ?
C6 N1 Fe1 112.19(16) . . ?
C4 N1 Fe1 110.15(16) . . ?
C3 N1 Fe1 109.57(15) . . ?
O1 C1 Fe1 176.2(3) . . ?
C3 C2 P1 107.77(19) . . ?
C3 C2 H2A 110.2 . . ?
P1 C2 H2A 110.2 . . ?
C3 C2 H2B 110.2 . . ?
P1 C2 H2B 110.2 . . ?
H2A C2 H2B 108.5 . . ?
N1 C3 C2 111.2(2) . . ?
N1 C3 H3A 109.4 . . ?
C2 C3 H3A 109.4 . . ?
N1 C3 H3B 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N1 C4 C5 111.0(2) . . ?
N1 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
N1 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 P2 107.50(17) . . ?
C4 C5 H5A 110.2 . . ?
P2 C5 H5A 110.2 . . ?
C4 C5 H5B 110.2 . . ?
P2 C5 H5B 110.2 . . ?
H5A C5 H5B 108.5 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C7 109.8(3) . . ?
C9 C8 P1 112.6(2) . . ?
C7 C8 P1 110.6(2) . . ?
C9 C8 H8 107.9 . . ?
C7 C8 H8 107.9 . . ?
P1 C8 H8 107.9 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C10 111.3(3) . . ?
C12 C11 P1 117.0(2) . . ?
C10 C11 P1 110.9(2) . . ?
C12 C11 H11 105.6 . . ?
C10 C11 H11 105.6 . . ?
P1 C11 H11 105.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C13 108.5(3) . . ?
C15 C14 P2 113.1(3) . . ?
C13 C14 P2 110.5(2) . . ?
C15 C14 H14 108.2 . . ?
C13 C14 H14 108.2 . . ?
P2 C14 H14 108.2 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C17 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C16 C17 C18 111.7(2) . . ?
C16 C17 P2 112.1(2) . . ?
C18 C17 P2 115.5(2) . . ?
C16 C17 H17 105.5 . . ?
C18 C17 H17 105.5 . . ?
P2 C17 H17 105.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 P1 C2 C3 150.6(2) . . . . ?
C8 P1 C2 C3 -101.6(2) . . . . ?
Fe1 P1 C2 C3 26.7(2) . . . . ?
C6 N1 C3 C2 -73.8(3) . . . . ?
C4 N1 C3 C2 168.9(2) . . . . ?
Fe1 N1 C3 C2 48.8(3) . . . . ?
P1 C2 C3 N1 -49.5(3) . . . . ?
C6 N1 C4 C5 75.3(3) . . . . ?
C3 N1 C4 C5 -167.7(2) . . . . ?
Fe1 N1 C4 C5 -47.8(3) . . . . ?
N1 C4 C5 P2 49.6(3) . . . . ?
C14 P2 C5 C4 100.7(2) . . . . ?
C17 P2 C5 C4 -151.5(2) . . . . ?
Fe1 P2 C5 C4 -28.0(2) . . . . ?
C2 P1 C8 C9 35.7(3) . . . . ?
C11 P1 C8 C9 142.2(3) . . . . ?
Fe1 P1 C8 C9 -80.5(3) . . . . ?
C2 P1 C8 C7 158.9(2) . . . . ?
C11 P1 C8 C7 -94.5(2) . . . . ?
Fe1 P1 C8 C7 42.8(3) . . . . ?
C2 P1 C11 C12 48.9(3) . . . . ?
C8 P1 C11 C12 -60.5(3) . . . . ?
Fe1 P1 C11 C12 161.0(2) . . . . ?
C2 P1 C11 C10 178.0(2) . . . . ?
C8 P1 C11 C10 68.6(2) . . . . ?
Fe1 P1 C11 C10 -69.9(2) . . . . ?
C5 P2 C14 C15 -40.1(3) . . . . ?
C17 P2 C14 C15 -146.3(3) . . . . ?
Fe1 P2 C14 C15 76.4(3) . . . . ?
C5 P2 C14 C13 -162.0(3) . . . . ?
C17 P2 C14 C13 91.8(3) . . . . ?
Fe1 P2 C14 C13 -45.5(3) . . . . ?
C5 P2 C17 C16 -179.9(2) . . . . ?
C14 P2 C17 C16 -70.5(2) . . . . ?
Fe1 P2 C17 C16 68.3(2) . . . . ?
C5 P2 C17 C18 -50.4(3) . . . . ?
C14 P2 C17 C18 59.0(3) . . . . ?
Fe1 P2 C17 C18 -162.2(2) . . . . ?

_refine_diff_density_max         0.434
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.055

_shelxl_version_number           2014/6

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1061155'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-05-15 downloaded from the CCDC.
;
_chemical_name_systematic        4a2
_chemical_name_common            wb11feb15
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H41 Fe N O P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         405.31

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.5836(4)
_cell_length_b                   15.4917(5)
_cell_length_c                   13.1032(5)
_cell_angle_alpha                90
_cell_angle_beta                 110.8870(10)
_cell_angle_gamma                90
_cell_volume                     2196.85(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9829
_cell_measurement_theta_min      2.2957
_cell_measurement_theta_max      29.4078
_cell_measurement_temperature    183.(2)

_exptl_crystal_description       spear
_exptl_crystal_colour            'clear light gold-yellow'
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             880

_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.91

_exptl_special_details           
;
;

_diffrn_ambient_temperature      183.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            30630
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         29.68
_diffrn_reflns_theta_full        29.68
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measured_fraction_theta_full 0.884
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
;

_reflns_number_total             5505
_reflns_number_gt                4611
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1352
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_number_reflns         5505
_refine_ls_number_parameters     223
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.714
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
N N 0.0061 0.0033 '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'
Fe Fe 0.3463 0.8444 '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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.27095(2) 0.08509(2) 0.25639(2) 0.01866(11) Uani d . . . 1 . .
H H40 0.1325(19) 0.0972(11) 0.1834(15) 0.028 Uiso d U . . 1 . .
H H41 0.2709(16) 0.1807(13) 0.2584(13) 0.028 Uiso d U . . 1 . .
P P1 0.18646(4) 0.07740(3) 0.37913(4) 0.02064(13) Uani d . . . 1 . .
P P2 0.30093(4) 0.08442(3) 0.10217(4) 0.02081(13) Uani d . . . 1 . .
N N1 0.24017(13) -0.05004(10) 0.23379(11) 0.0262(3) Uani d . . . 1 . .
C C1 0.1381(2) -0.07718(12) 0.27141(17) 0.0364(5) Uani d . . . 1 . .
H H17 0.1363 -0.141 0.2752 0.044 Uiso calc U . R 1 . .
H H18 0.0581 -0.0577 0.2179 0.044 Uiso calc U . R 1 . .
C C2 0.15509(18) -0.03956(11) 0.38300(15) 0.0327(4) Uani d . . . 1 . .
H H1 0.225 -0.0682 0.44 0.039 Uiso calc U . R 1 . .
H H16 0.0795 -0.0487 0.4003 0.039 Uiso calc U . R 1 . .
C C3 0.28312(17) 0.09871(11) 0.52417(13) 0.0273(4) Uani d . . . 1 . .
H H5 0.3566 0.06 0.5405 0.033 Uiso calc U . R 1 . .
C C4 0.33469(18) 0.19056(13) 0.54301(15) 0.0385(4) Uani d . . . 1 . .
H H2 0.2689 0.2309 0.5415 0.058 Uiso calc U . R 1 . .
H H3 0.3665 0.2059 0.4854 0.058 Uiso calc U . R 1 . .
H H4 0.4018 0.1938 0.6142 0.058 Uiso calc U . R 1 . .
C C5 0.2234(2) 0.07469(15) 0.60706(16) 0.0460(6) Uani d . . . 1 . .
H H8 0.2834 0.0828 0.6812 0.069 Uiso calc U . R 1 . .
H H6 0.1972 0.0142 0.5968 0.069 Uiso calc U . R 1 . .
H H7 0.1515 0.1117 0.5964 0.069 Uiso calc U . R 1 . .
C C6 0.03464(15) 0.12874(12) 0.36053(14) 0.0297(4) Uani d . . . 1 . .
H H9 0.0142 0.1156 0.4269 0.036 Uiso calc U . R 1 . .
C C7 -0.0696(2) 0.09327(15) 0.2616(2) 0.0473(6) Uani d . . . 1 . .
H H11 -0.1481 0.1195 0.2577 0.071 Uiso calc U . R 1 . .
H H12 -0.0745 0.0305 0.2685 0.071 Uiso calc U . R 1 . .
H H10 -0.0533 0.107 0.195 0.071 Uiso calc U . R 1 . .
C C8 0.04171(19) 0.22659(13) 0.35160(19) 0.0441(5) Uani d . . . 1 . .
H H14 0.0695 0.2412 0.2913 0.066 Uiso calc U . R 1 . .
H H15 0.1003 0.2498 0.42 0.066 Uiso calc U . R 1 . .
H H13 -0.0402 0.2517 0.3377 0.066 Uiso calc U . R 1 . .
C C9 0.3526(2) -0.10089(11) 0.29556(16) 0.0350(4) Uani d . . . 1 . .
H H19 0.3765 -0.0889 0.3738 0.052 Uiso calc U . R 1 . .
H H21 0.4204 -0.0846 0.2711 0.052 Uiso calc U . R 1 . .
H H20 0.3351 -0.1626 0.2823 0.052 Uiso calc U . R 1 . .
C C10 0.2021(2) -0.07311(11) 0.11564(15) 0.0336(4) Uani d . . . 1 . .
H H38 0.1162 -0.0535 0.0768 0.04 Uiso calc U . R 1 . .
H H39 0.2041 -0.1366 0.1082 0.04 Uiso calc U . R 1 . .
C C11 0.28677(17) -0.03200(11) 0.06349(14) 0.0308(4) Uani d . . . 1 . .
H H22 0.2513 -0.0383 -0.0169 0.037 Uiso calc U . R 1 . .
H H23 0.3689 -0.0601 0.0905 0.037 Uiso calc U . R 1 . .
C C12 0.17989(16) 0.13041(12) -0.02085(13) 0.0294(4) Uani d . . . 1 . .
H H27 0.1076 0.0906 -0.037 0.035 Uiso calc U . R 1 . .
C C13 0.21130(18) 0.13133(13) -0.12521(14) 0.0362(4) Uani d . . . 1 . .
H H26 0.1371 0.1459 -0.1879 0.054 Uiso calc U . R 1 . .
H H24 0.2411 0.0742 -0.1364 0.054 Uiso calc U . R 1 . .
H H25 0.2757 0.1745 -0.1179 0.054 Uiso calc U . R 1 . .
C C14 0.1328(2) 0.21819(14) -0.00139(17) 0.0496(6) Uani d . . . 1 . .
H H28 0.1971 0.2617 0.0077 0.074 Uiso calc U . R 1 . .
H H29 0.1119 0.216 0.0648 0.074 Uiso calc U . R 1 . .
H H30 0.059 0.2335 -0.0641 0.074 Uiso calc U . R 1 . .
C C15 0.44988(16) 0.11799(12) 0.08924(14) 0.0308(4) Uani d . . . 1 . .
H H37 0.4417 0.1114 0.011 0.037 Uiso calc U . R 1 . .
C C16 0.55776(18) 0.06198(17) 0.15872(18) 0.0471(5) Uani d . . . 1 . .
H H31 0.634 0.0816 0.1498 0.071 Uiso calc U . R 1 . .
H H32 0.542 0.0017 0.1353 0.071 Uiso calc U . R 1 . .
H H33 0.5665 0.0667 0.2357 0.071 Uiso calc U . R 1 . .
C C17 0.4739(2) 0.21272(15) 0.1200(2) 0.0545(6) Uani d . . . 1 . .
H H36 0.4734 0.2217 0.1939 0.082 Uiso calc U . R 1 . .
H H35 0.4093 0.2481 0.0681 0.082 Uiso calc U . R 1 . .
H H34 0.5546 0.2294 0.1178 0.082 Uiso calc U . R 1 . .
C C18 0.42288(17) 0.08777(10) 0.34844(14) 0.0238(4) Uani d . . . 1 . .
O O1 0.52290(13) 0.09158(8) 0.41241(11) 0.0365(3) Uani d . . . 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 . 1.7436(18) ?
Fe1 N1 . 2.1265(15) ?
Fe1 P1 . 2.1635(4) ?
Fe1 P2 . 2.1691(5) ?
Fe1 H40 . 1.56(2) ?
Fe1 H41 . 1.48(2) ?
P1 C2 . 1.8523(17) ?
P1 C3 . 1.8594(17) ?
P1 C6 . 1.8652(17) ?
P2 C12 . 1.8601(17) ?
P2 C11 . 1.8648(17) ?
P2 C15 . 1.8667(17) ?
N1 C9 . 1.490(2) ?
N1 C10 . 1.494(2) ?
N1 C1 . 1.494(2) ?
C1 C2 . 1.520(3) ?
C1 H17 . 0.99 ?
C1 H18 . 0.99 ?
C2 H1 . 0.99 ?
C2 H16 . 0.99 ?
C3 C5 . 1.527(3) ?
C3 C4 . 1.529(3) ?
C3 H5 . 1.0 ?
C4 H2 . 0.98 ?
C4 H3 . 0.98 ?
C4 H4 . 0.98 ?
C5 H8 . 0.98 ?
C5 H6 . 0.98 ?
C5 H7 . 0.98 ?
C6 C7 . 1.525(3) ?
C6 C8 . 1.525(3) ?
C6 H9 . 1.0 ?
C7 H11 . 0.98 ?
C7 H12 . 0.98 ?
C7 H10 . 0.98 ?
C8 H14 . 0.98 ?
C8 H15 . 0.98 ?
C8 H13 . 0.98 ?
C9 H19 . 0.98 ?
C9 H21 . 0.98 ?
C9 H20 . 0.98 ?
C10 C11 . 1.521(3) ?
C10 H38 . 0.99 ?
C10 H39 . 0.99 ?
C11 H22 . 0.99 ?
C11 H23 . 0.99 ?
C12 C14 . 1.520(3) ?
C12 C13 . 1.535(2) ?
C12 H27 . 1.0 ?
C13 H26 . 0.98 ?
C13 H24 . 0.98 ?
C13 H25 . 0.98 ?
C14 H28 . 0.98 ?
C14 H29 . 0.98 ?
C14 H30 . 0.98 ?
C15 C17 . 1.521(3) ?
C15 C16 . 1.527(3) ?
C15 H37 . 1.0 ?
C16 H31 . 0.98 ?
C16 H32 . 0.98 ?
C16 H33 . 0.98 ?
C17 H36 . 0.98 ?
C17 H35 . 0.98 ?
C17 H34 . 0.98 ?
C18 O1 . 1.164(2) ?

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 N1 . . 101.39(6) ?
C18 Fe1 P1 . . 95.72(6) ?
N1 Fe1 P1 . . 87.22(4) ?
C18 Fe1 P2 . . 100.79(6) ?
N1 Fe1 P2 . . 86.57(4) ?
P1 Fe1 P2 . . 163.21(2) ?
C18 Fe1 H40 . . 170.3(7) ?
N1 Fe1 H40 . . 87.0(7) ?
P1 Fe1 H40 . . 79.9(7) ?
P2 Fe1 H40 . . 84.3(7) ?
C18 Fe1 H41 . . 88.3(7) ?
N1 Fe1 H41 . . 170.3(7) ?
P1 Fe1 H41 . . 92.2(6) ?
P2 Fe1 H41 . . 91.3(6) ?
H40 Fe1 H41 . . 83.3(9) ?
C2 P1 C3 . . 101.43(8) ?
C2 P1 C6 . . 103.63(8) ?
C3 P1 C6 . . 104.71(8) ?
C2 P1 Fe1 . . 102.67(6) ?
C3 P1 Fe1 . . 118.88(6) ?
C6 P1 Fe1 . . 122.33(5) ?
C12 P2 C11 . . 99.72(8) ?
C12 P2 C15 . . 104.49(8) ?
C11 P2 C15 . . 103.85(8) ?
C12 P2 Fe1 . . 118.94(6) ?
C11 P2 Fe1 . . 103.30(5) ?
C15 P2 Fe1 . . 122.92(6) ?
C9 N1 C10 . . 108.32(14) ?
C9 N1 C1 . . 108.26(15) ?
C10 N1 C1 . . 107.37(15) ?
C9 N1 Fe1 . . 111.96(11) ?
C10 N1 Fe1 . . 110.65(11) ?
C1 N1 Fe1 . . 110.13(11) ?
N1 C1 C2 . . 111.30(15) ?
N1 C1 H17 . . 109.4 ?
C2 C1 H17 . . 109.4 ?
N1 C1 H18 . . 109.4 ?
C2 C1 H18 . . 109.4 ?
H17 C1 H18 . . 108.0 ?
C1 C2 P1 . . 107.94(11) ?
C1 C2 H1 . . 110.1 ?
P1 C2 H1 . . 110.1 ?
C1 C2 H16 . . 110.1 ?
P1 C2 H16 . . 110.1 ?
H1 C2 H16 . . 108.4 ?
C5 C3 C4 . . 111.22(15) ?
C5 C3 P1 . . 115.06(14) ?
C4 C3 P1 . . 112.86(12) ?
C5 C3 H5 . . 105.6 ?
C4 C3 H5 . . 105.6 ?
P1 C3 H5 . . 105.6 ?
C3 C4 H2 . . 109.5 ?
C3 C4 H3 . . 109.5 ?
H2 C4 H3 . . 109.5 ?
C3 C4 H4 . . 109.5 ?
H2 C4 H4 . . 109.5 ?
H3 C4 H4 . . 109.5 ?
C3 C5 H8 . . 109.5 ?
C3 C5 H6 . . 109.5 ?
H8 C5 H6 . . 109.5 ?
C3 C5 H7 . . 109.5 ?
H8 C5 H7 . . 109.5 ?
H6 C5 H7 . . 109.5 ?
C7 C6 C8 . . 109.93(16) ?
C7 C6 P1 . . 112.44(13) ?
C8 C6 P1 . . 111.09(12) ?
C7 C6 H9 . . 107.7 ?
C8 C6 H9 . . 107.7 ?
P1 C6 H9 . . 107.7 ?
C6 C7 H11 . . 109.5 ?
C6 C7 H12 . . 109.5 ?
H11 C7 H12 . . 109.5 ?
C6 C7 H10 . . 109.5 ?
H11 C7 H10 . . 109.5 ?
H12 C7 H10 . . 109.5 ?
C6 C8 H14 . . 109.5 ?
C6 C8 H15 . . 109.5 ?
H14 C8 H15 . . 109.5 ?
C6 C8 H13 . . 109.5 ?
H14 C8 H13 . . 109.5 ?
H15 C8 H13 . . 109.5 ?
N1 C9 H19 . . 109.5 ?
N1 C9 H21 . . 109.5 ?
H19 C9 H21 . . 109.5 ?
N1 C9 H20 . . 109.5 ?
H19 C9 H20 . . 109.5 ?
H21 C9 H20 . . 109.5 ?
N1 C10 C11 . . 111.47(15) ?
N1 C10 H38 . . 109.3 ?
C11 C10 H38 . . 109.3 ?
N1 C10 H39 . . 109.3 ?
C11 C10 H39 . . 109.3 ?
H38 C10 H39 . . 108.0 ?
C10 C11 P2 . . 106.93(11) ?
C10 C11 H22 . . 110.3 ?
P2 C11 H22 . . 110.3 ?
C10 C11 H23 . . 110.3 ?
P2 C11 H23 . . 110.3 ?
H22 C11 H23 . . 108.6 ?
C14 C12 C13 . . 110.75(15) ?
C14 C12 P2 . . 113.70(13) ?
C13 C12 P2 . . 115.51(12) ?
C14 C12 H27 . . 105.3 ?
C13 C12 H27 . . 105.3 ?
P2 C12 H27 . . 105.3 ?
C12 C13 H26 . . 109.5 ?
C12 C13 H24 . . 109.5 ?
H26 C13 H24 . . 109.5 ?
C12 C13 H25 . . 109.5 ?
H26 C13 H25 . . 109.5 ?
H24 C13 H25 . . 109.5 ?
C12 C14 H28 . . 109.5 ?
C12 C14 H29 . . 109.5 ?
H28 C14 H29 . . 109.5 ?
C12 C14 H30 . . 109.5 ?
H28 C14 H30 . . 109.5 ?
H29 C14 H30 . . 109.5 ?
C17 C15 C16 . . 110.89(18) ?
C17 C15 P2 . . 109.43(13) ?
C16 C15 P2 . . 111.96(14) ?
C17 C15 H37 . . 108.1 ?
C16 C15 H37 . . 108.1 ?
P2 C15 H37 . . 108.1 ?
C15 C16 H31 . . 109.5 ?
C15 C16 H32 . . 109.5 ?
H31 C16 H32 . . 109.5 ?
C15 C16 H33 . . 109.5 ?
H31 C16 H33 . . 109.5 ?
H32 C16 H33 . . 109.5 ?
C15 C17 H36 . . 109.5 ?
C15 C17 H35 . . 109.5 ?
H36 C17 H35 . . 109.5 ?
C15 C17 H34 . . 109.5 ?
H36 C17 H34 . . 109.5 ?
H35 C17 H34 . . 109.5 ?
O1 C18 Fe1 . . 177.44(15) ?

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
C9 N1 C1 C2 . . . . 75.49(18) ?
C10 N1 C1 C2 . . . . -167.77(15) ?
Fe1 N1 C1 C2 . . . . -47.22(18) ?
N1 C1 C2 P1 . . . . 48.94(19) ?
C3 P1 C2 C1 . . . . -150.84(14) ?
C6 P1 C2 C1 . . . . 100.76(14) ?
Fe1 P1 C2 C1 . . . . -27.44(15) ?
C2 P1 C3 C5 . . . . -56.91(15) ?
C6 P1 C3 C5 . . . . 50.65(16) ?
Fe1 P1 C3 C5 . . . . -168.44(12) ?
C2 P1 C3 C4 . . . . 173.99(13) ?
C6 P1 C3 C4 . . . . -78.45(14) ?
Fe1 P1 C3 C4 . . . . 62.46(14) ?
C2 P1 C6 C7 . . . . -54.41(15) ?
C3 P1 C6 C7 . . . . -160.34(13) ?
Fe1 P1 C6 C7 . . . . 60.46(15) ?
C2 P1 C6 C8 . . . . -178.09(14) ?
C3 P1 C6 C8 . . . . 75.98(14) ?
Fe1 P1 C6 C8 . . . . -63.22(15) ?
C9 N1 C10 C11 . . . . -75.00(19) ?
C1 N1 C10 C11 . . . . 168.30(15) ?
Fe1 N1 C10 C11 . . . . 48.08(18) ?
N1 C10 C11 P2 . . . . -48.97(18) ?
C12 P2 C11 C10 . . . . -95.66(13) ?
C15 P2 C11 C10 . . . . 156.67(13) ?
Fe1 P2 C11 C10 . . . . 27.37(13) ?
C11 P2 C12 C14 . . . . 158.69(15) ?
C15 P2 C12 C14 . . . . -94.15(15) ?
Fe1 P2 C12 C14 . . . . 47.50(16) ?
C11 P2 C12 C13 . . . . -71.66(15) ?
C15 P2 C12 C13 . . . . 35.50(16) ?
Fe1 P2 C12 C13 . . . . 177.15(11) ?
C12 P2 C15 C17 . . . . 76.52(16) ?
C11 P2 C15 C17 . . . . -179.40(15) ?
Fe1 P2 C15 C17 . . . . -63.18(16) ?
C12 P2 C15 C16 . . . . -160.12(14) ?
C11 P2 C15 C16 . . . . -56.04(15) ?
Fe1 P2 C15 C16 . . . . 60.18(15) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1061156'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-05-15 downloaded from the CCDC.
;
_chemical_name_systematic        5a
_chemical_name_common            wb12feb15_2
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H41 Fe N O3 P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         449.32
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      tetragonal
_space_group_name_H-M_alt        'P 41'
_space_group_name_Hall           'P 4w'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'

_cell_length_a                   11.736(3)
_cell_length_b                   11.736(3)
_cell_length_c                   16.678(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2297.1(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1539
_cell_measurement_theta_min      2.4544
_cell_measurement_theta_max      17.6268
_cell_measurement_temperature    183.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear light gold-yellow'
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968

_exptl_absorpt_coefficient_mu    0.813
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.91

_exptl_special_details           
;
;

_diffrn_ambient_temperature      183.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            18179
_diffrn_reflns_av_R_equivalents  0.2413
_diffrn_reflns_av_unetI/netI     0.3082
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measured_fraction_theta_full 0.913
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             4587
_reflns_number_gt                2369
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.2182
_refine_ls_R_factor_gt           0.0883
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1515
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_number_reflns         4587
_refine_ls_number_parameters     247
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0515P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.846
_refine_ls_shift/su_mean         0.066
_refine_diff_density_max         0.764
_refine_diff_density_min         -0.539
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 739 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)

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'
N N 0.0061 0.0033 '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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.6249(11) 1.1201(12) 0.5849(10) 0.035(4) Uani d . . . 1 . .
H H1 0.6761 1.1818 0.5772 0.042 Uiso calc U . R 1 . .
C C2 0.4389(10) 0.9105(10) 0.6019(8) 0.022(3) Uani d . . . 1 . .
C C3 0.8189(10) 0.8970(11) 0.5324(9) 0.044(4) Uani d . . . 1 . .
H H3A 0.7806 0.9709 0.5368 0.066 Uiso calc U . R 1 . .
H H3B 0.8368 0.8816 0.4761 0.066 Uiso calc U . R 1 . .
H H3C 0.8895 0.8983 0.5638 0.066 Uiso calc U . R 1 . .
C C4 0.7404(9) 0.8033(10) 0.5647(8) 0.030(3) Uani d . . . 1 . .
H H4 0.7801 0.7288 0.5565 0.036 Uiso calc U . R 1 . .
C C5 0.7189(10) 0.8166(12) 0.6549(8) 0.042(4) Uani d . . . 1 . .
H H5A 0.792 0.8205 0.6832 0.062 Uiso calc U . R 1 . .
H H5B 0.6753 0.7511 0.6745 0.062 Uiso calc U . R 1 . .
H H5C 0.6757 0.8867 0.6646 0.062 Uiso calc U . R 1 . .
C C6 0.6333(11) 0.5611(10) 0.5546(9) 0.046(4) Uani d . . . 1 . .
H H6A 0.5937 0.4894 0.566 0.07 Uiso calc U . R 1 . .
H H6B 0.684 0.5799 0.5994 0.07 Uiso calc U . R 1 . .
H H6C 0.6782 0.553 0.5054 0.07 Uiso calc U . R 1 . .
C C7 0.5462(9) 0.6560(9) 0.5438(8) 0.024(3) Uani d . . . 1 . .
H H7 0.5104 0.6688 0.5975 0.029 Uiso calc U . R 1 . .
C C8 0.4513(10) 0.6151(9) 0.4880(8) 0.033(4) Uani d . . . 1 . .
H H8A 0.483 0.5996 0.4348 0.049 Uiso calc U . R 1 . .
H H8B 0.3926 0.6741 0.4838 0.049 Uiso calc U . R 1 . .
H H8C 0.4175 0.5452 0.5097 0.049 Uiso calc U . R 1 . .
C C9 0.6431(10) 0.7752(10) 0.4049(8) 0.033(4) Uani d . . . 1 . .
H H9A 0.7172 0.8123 0.3938 0.04 Uiso calc U . R 1 . .
H H9B 0.65 0.693 0.3926 0.04 Uiso calc U . R 1 . .
C C10 0.5455(13) 0.8312(11) 0.3522(9) 0.052(4) Uani d . . . 1 . .
H H10A 0.5704 0.8359 0.2956 0.062 Uiso calc U . R 1 . .
H H10B 0.476 0.7835 0.3546 0.062 Uiso calc U . R 1 . .
C C11 0.6193(13) 1.0202(13) 0.3623(10) 0.076(6) Uani d . . . 1 . .
H H11A 0.6891 0.987 0.3844 0.114 Uiso calc U . R 1 . .
H H11B 0.6072 1.096 0.3854 0.114 Uiso calc U . R 1 . .
H H11C 0.6264 1.0265 0.3039 0.114 Uiso calc U . R 1 . .
C C12 0.4248(13) 0.9881(14) 0.3335(10) 0.064(5) Uani d . . . 1 . .
H H12A 0.3666 0.9274 0.328 0.076 Uiso calc U . R 1 . .
H H12B 0.4528 1.0072 0.2792 0.076 Uiso calc U . R 1 . .
C C13 0.3704(10) 1.0931(10) 0.3708(8) 0.032(4) Uani d . . . 1 . .
H H13A 0.2997 1.1136 0.3418 0.038 Uiso calc U . R 1 . .
H H13B 0.4234 1.1586 0.3684 0.038 Uiso calc U . R 1 . .
C C14 0.1620(10) 0.9177(11) 0.5402(8) 0.042(4) Uani d . . . 1 . .
H H14A 0.1526 0.967 0.5871 0.063 Uiso calc U . R 1 . .
H H14B 0.2226 0.8621 0.5506 0.063 Uiso calc U . R 1 . .
H H14C 0.0904 0.8774 0.5295 0.063 Uiso calc U . R 1 . .
C C15 0.1943(9) 0.9909(10) 0.4666(8) 0.027(3) Uani d . . . 1 . .
H H15 0.2005 0.9363 0.4207 0.032 Uiso calc U . R 1 . .
C C16 0.0970(11) 1.0725(12) 0.4444(10) 0.057(5) Uani d . . . 1 . .
H H16A 0.0322 1.0287 0.4239 0.086 Uiso calc U . R 1 . .
H H16B 0.1232 1.1257 0.4031 0.086 Uiso calc U . R 1 . .
H H16C 0.0735 1.1153 0.4921 0.086 Uiso calc U . R 1 . .
C C17 0.3934(11) 1.2864(9) 0.5064(10) 0.052(4) Uani d . . . 1 . .
H H17A 0.3978 1.3428 0.5496 0.078 Uiso calc U . R 1 . .
H H17B 0.3677 1.3237 0.457 0.078 Uiso calc U . R 1 . .
H H17C 0.4689 1.2529 0.4976 0.078 Uiso calc U . R 1 . .
C C18 0.3091(11) 1.1928(9) 0.5295(8) 0.034(4) Uani d . . . 1 . .
H H18 0.2307 1.2188 0.5149 0.041 Uiso calc U . R 1 . .
C C19 0.3121(12) 1.1698(10) 0.6204(9) 0.046(4) Uani d . . . 1 . .
H H19A 0.389 1.146 0.636 0.069 Uiso calc U . R 1 . .
H H19B 0.2577 1.1094 0.6336 0.069 Uiso calc U . R 1 . .
H H19C 0.2916 1.2396 0.6493 0.069 Uiso calc U . R 1 . .
Fe Fe1 0.48073(13) 0.93989(13) 0.50762(10) 0.0158(4) Uani d . . . 1 . .
H H20 0.405(7) 0.848(7) 0.503(7) 0.024 Uiso d U . . 1 . .
N N1 0.5202(8) 0.9453(8) 0.3823(6) 0.022(3) Uani d . . . 1 . .
O O1 0.5899(7) 1.0714(7) 0.5215(6) 0.038(3) Uani d . . . 1 . .
O O2 0.6018(9) 1.0984(8) 0.6531(7) 0.062(3) Uani d . . . 1 . .
O O3 0.4055(7) 0.8834(7) 0.6665(6) 0.037(3) Uani d . . . 1 . .
P P1 0.6024(2) 0.7960(2) 0.5101(2) 0.0197(7) Uani d . . . 1 . .
P P2 0.3376(3) 1.0565(2) 0.47682(19) 0.0195(8) Uani d . . . 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
C1 O2 . 1.196(15) ?
C1 O1 . 1.270(16) ?
C1 H1 . 0.95 ?
C2 O3 . 1.190(14) ?
C2 Fe1 . 1.683(14) ?
C3 C4 . 1.532(16) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 C5 . 1.534(17) ?
C4 P1 . 1.859(12) ?
C4 H4 . 1.0 ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 C7 . 1.522(14) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 C8 . 1.529(16) ?
C7 P1 . 1.857(11) ?
C7 H7 . 1.0 ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 C10 . 1.587(17) ?
C9 P1 . 1.835(14) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 N1 . 1.461(14) ?
C10 H10A . 0.99 ?
C10 H10B . 0.99 ?
C11 N1 . 1.495(15) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 N1 . 1.473(17) ?
C12 C13 . 1.521(17) ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C13 P2 . 1.859(14) ?
C13 H13A . 0.99 ?
C13 H13B . 0.99 ?
C14 C15 . 1.546(17) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C16 . 1.536(15) ?
C15 P2 . 1.858(11) ?
C15 H15 . 1.0 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 C18 . 1.529(16) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 C19 . 1.540(19) ?
C18 P2 . 1.855(12) ?
C18 H18 . 1.0 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
Fe1 O1 . 2.019(8) ?
Fe1 N1 . 2.141(10) ?
Fe1 P1 . 2.212(3) ?
Fe1 P2 . 2.227(3) ?
Fe1 H20 . 1.40(9) ?

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
O2 C1 O1 . . 128.5(13) ?
O2 C1 H1 . . 115.8 ?
O1 C1 H1 . . 115.7 ?
O3 C2 Fe1 . . 175.5(11) ?
C4 C3 H3A . . 109.5 ?
C4 C3 H3B . . 109.4 ?
H3A C3 H3B . . 109.5 ?
C4 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C3 C4 C5 . . 111.7(11) ?
C3 C4 P1 . . 112.7(9) ?
C5 C4 P1 . . 110.0(8) ?
C3 C4 H4 . . 107.4 ?
C5 C4 H4 . . 107.4 ?
P1 C4 H4 . . 107.4 ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.4 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C7 C6 H6A . . 109.5 ?
C7 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C7 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C6 C7 C8 . . 109.3(10) ?
C6 C7 P1 . . 116.4(8) ?
C8 C7 P1 . . 110.7(8) ?
C6 C7 H7 . . 106.6 ?
C8 C7 H7 . . 106.6 ?
P1 C7 H7 . . 106.6 ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C10 C9 P1 . . 106.7(8) ?
C10 C9 H9A . . 110.4 ?
P1 C9 H9A . . 110.4 ?
C10 C9 H9B . . 110.4 ?
P1 C9 H9B . . 110.4 ?
H9A C9 H9B . . 108.6 ?
N1 C10 C9 . . 109.6(11) ?
N1 C10 H10A . . 109.8 ?
C9 C10 H10A . . 109.7 ?
N1 C10 H10B . . 109.7 ?
C9 C10 H10B . . 109.8 ?
H10A C10 H10B . . 108.2 ?
N1 C11 H11A . . 109.5 ?
N1 C11 H11B . . 109.4 ?
H11A C11 H11B . . 109.5 ?
N1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
N1 C12 C13 . . 111.6(12) ?
N1 C12 H12A . . 109.3 ?
C13 C12 H12A . . 109.2 ?
N1 C12 H12B . . 109.4 ?
C13 C12 H12B . . 109.3 ?
H12A C12 H12B . . 107.9 ?
C12 C13 P2 . . 106.8(9) ?
C12 C13 H13A . . 110.4 ?
P2 C13 H13A . . 110.4 ?
C12 C13 H13B . . 110.3 ?
P2 C13 H13B . . 110.4 ?
H13A C13 H13B . . 108.6 ?
C15 C14 H14A . . 109.5 ?
C15 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C15 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C16 C15 C14 . . 110.8(11) ?
C16 C15 P2 . . 115.9(8) ?
C14 C15 P2 . . 112.3(8) ?
C16 C15 H15 . . 105.6 ?
C14 C15 H15 . . 105.7 ?
P2 C15 H15 . . 105.6 ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.4 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C18 C17 H17A . . 109.5 ?
C18 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C18 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C17 C18 C19 . . 111.1(12) ?
C17 C18 P2 . . 112.6(9) ?
C19 C18 P2 . . 108.2(8) ?
C17 C18 H18 . . 108.3 ?
C19 C18 H18 . . 108.3 ?
P2 C18 H18 . . 108.3 ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C2 Fe1 O1 . . 103.6(5) ?
C2 Fe1 N1 . . 168.8(5) ?
O1 Fe1 N1 . . 87.2(4) ?
C2 Fe1 P1 . . 90.8(4) ?
O1 Fe1 P1 . . 99.9(3) ?
N1 Fe1 P1 . . 84.4(3) ?
C2 Fe1 P2 . . 97.0(4) ?
O1 Fe1 P2 . . 92.0(3) ?
N1 Fe1 P2 . . 85.4(3) ?
P1 Fe1 P2 . . 163.86(14) ?
C2 Fe1 H20 . . 73.(5) ?
O1 Fe1 H20 . . 177.(5) ?
N1 Fe1 H20 . . 96.(5) ?
P1 Fe1 H20 . . 80.(3) ?
P2 Fe1 H20 . . 89.(3) ?
C10 N1 C12 . . 106.0(11) ?
C10 N1 C11 . . 107.7(11) ?
C12 N1 C11 . . 105.5(12) ?
C10 N1 Fe1 . . 110.6(8) ?
C12 N1 Fe1 . . 112.7(8) ?
C11 N1 Fe1 . . 113.8(8) ?
C1 O1 Fe1 . . 130.1(9) ?
C9 P1 C7 . . 105.3(6) ?
C9 P1 C4 . . 104.3(6) ?
C7 P1 C4 . . 101.7(6) ?
C9 P1 Fe1 . . 104.6(4) ?
C7 P1 Fe1 . . 116.9(4) ?
C4 P1 Fe1 . . 122.4(4) ?
C18 P2 C15 . . 103.8(6) ?
C18 P2 C13 . . 106.8(6) ?
C15 P2 C13 . . 101.3(6) ?
C18 P2 Fe1 . . 123.8(5) ?
C15 P2 Fe1 . . 116.7(4) ?
C13 P2 Fe1 . . 101.8(4) ?

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
P1 C9 C10 N1 . . . . 48.3(13) ?
N1 C12 C13 P2 . . . . -51.5(13) ?
C9 C10 N1 C12 . . . . -176.7(11) ?
C9 C10 N1 C11 . . . . 70.8(15) ?
C9 C10 N1 Fe1 . . . . -54.2(12) ?
C13 C12 N1 C10 . . . . 166.0(12) ?
C13 C12 N1 C11 . . . . -79.9(14) ?
C13 C12 N1 Fe1 . . . . 44.9(14) ?
O2 C1 O1 Fe1 . . . . 1.(2) ?
C10 C9 P1 C7 . . . . 102.6(9) ?
C10 C9 P1 C4 . . . . -150.7(8) ?
C10 C9 P1 Fe1 . . . . -21.1(9) ?
C6 C7 P1 C9 . . . . 71.4(11) ?
C8 C7 P1 C9 . . . . -54.2(9) ?
C6 C7 P1 C4 . . . . -37.2(11) ?
C8 C7 P1 C4 . . . . -162.8(8) ?
C6 C7 P1 Fe1 . . . . -173.1(8) ?
C8 C7 P1 Fe1 . . . . 61.3(9) ?
C3 C4 P1 C9 . . . . 56.6(10) ?
C5 C4 P1 C9 . . . . -178.0(9) ?
C3 C4 P1 C7 . . . . 165.9(9) ?
C5 C4 P1 C7 . . . . -68.7(10) ?
C3 C4 P1 Fe1 . . . . -61.4(10) ?
C5 C4 P1 Fe1 . . . . 64.0(10) ?
C17 C18 P2 C15 . . . . -149.1(10) ?
C19 C18 P2 C15 . . . . 87.8(10) ?
C17 C18 P2 C13 . . . . -42.6(11) ?
C19 C18 P2 C13 . . . . -165.7(9) ?
C17 C18 P2 Fe1 . . . . 74.8(11) ?
C19 C18 P2 Fe1 . . . . -48.3(10) ?
C16 C15 P2 C18 . . . . 40.8(12) ?
C14 C15 P2 C18 . . . . -88.0(10) ?
C16 C15 P2 C13 . . . . -69.8(12) ?
C14 C15 P2 C13 . . . . 161.4(9) ?
C16 C15 P2 Fe1 . . . . -179.4(9) ?
C14 C15 P2 Fe1 . . . . 51.9(10) ?
C12 C13 P2 C18 . . . . 164.8(9) ?
C12 C13 P2 C15 . . . . -86.9(9) ?
C12 C13 P2 Fe1 . . . . 33.7(9) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1061157'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-05-15 downloaded from the CCDC.
;
_chemical_name_systematic        CO2-1a
_chemical_name_common            wb06nov14
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H49 Fe N O3 P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         505.42

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.4197(8)
_cell_length_b                   12.0975(6)
_cell_length_c                   16.0962(8)
_cell_angle_alpha                90
_cell_angle_beta                 114.4980(10)
_cell_angle_gamma                90
_cell_volume                     2732.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9831
_cell_measurement_theta_min      2.2229
_cell_measurement_theta_max      23.8111
_cell_measurement_temperature    183.(2)

_exptl_crystal_description       tile
_exptl_crystal_colour            'clear gold'
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.140
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096

_exptl_absorpt_coefficient_mu    0.691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.91

_exptl_special_details           
;
;

_diffrn_ambient_temperature      183.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            34448
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         23.86
_diffrn_reflns_theta_full        23.86
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
;

_reflns_number_total             4203
_reflns_number_gt                3581
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1092
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_restrained_S_all      0.979
_refine_ls_number_reflns         4203
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0583P)²+3.8483P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.709
_refine_diff_density_min         -0.484
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
N N 0.0061 0.0033 '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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.1226(2) 0.7171(3) 0.5981(2) 0.0401(8) Uani d . . . 1 . .
H H1A 0.143 0.7063 0.6638 0.06 Uiso calc U . R 1 . .
H H1B 0.166 0.6775 0.578 0.06 Uiso calc U . R 1 . .
H H1C 0.0578 0.6885 0.5653 0.06 Uiso calc U . R 1 . .
C C2 0.12419(19) 0.8398(3) 0.5780(2) 0.0305(7) Uani d . . . 1 . .
H H2 0.1005 0.8472 0.5102 0.037 Uiso calc U . R 1 . .
C C3 0.0543(2) 0.9033(3) 0.6054(2) 0.0444(8) Uani d . . . 1 . .
H H3A -0.0106 0.8766 0.5695 0.067 Uiso calc U . R 1 . .
H H3B 0.0578 0.9823 0.5939 0.067 Uiso calc U . R 1 . .
H H3C 0.0708 0.8916 0.6705 0.067 Uiso calc U . R 1 . .
C C4 0.2211(2) 1.0150(3) 0.4721(2) 0.0388(8) Uani d . . . 1 . .
H H4A 0.2119 1.0868 0.4414 0.058 Uiso calc U . R 1 . .
H H4B 0.1664 0.9672 0.4386 0.058 Uiso calc U . R 1 . .
H H4C 0.2794 0.9804 0.4739 0.058 Uiso calc U . R 1 . .
C C5 0.2301(2) 1.0316(2) 0.56956(19) 0.0308(7) Uani d . . . 1 . .
H H5 0.1688 1.0639 0.5656 0.037 Uiso calc U . R 1 . .
C C6 0.3094(2) 1.1135(3) 0.6210(2) 0.0411(8) Uani d . . . 1 . .
H H6A 0.3711 1.0813 0.6303 0.062 Uiso calc U . R 1 . .
H H6B 0.3088 1.1301 0.6804 0.062 Uiso calc U . R 1 . .
H H6C 0.2993 1.1818 0.5855 0.062 Uiso calc U . R 1 . .
C C7 0.6122(3) 0.9275(3) 0.6660(3) 0.0567(10) Uani d . . . 1 . .
H H7A 0.6493 0.9657 0.6379 0.085 Uiso calc U . R 1 . .
H H7B 0.6489 0.925 0.7323 0.085 Uiso calc U . R 1 . .
H H7C 0.5523 0.9672 0.6516 0.085 Uiso calc U . R 1 . .
C C8 0.5906(2) 0.8105(3) 0.6288(2) 0.0430(8) Uani d . . . 1 . .
H H8 0.6526 0.7704 0.648 0.052 Uiso calc U . R 1 . .
C C9 0.5429(3) 0.8117(4) 0.5246(3) 0.0612(11) Uani d . . . 1 . .
H H9A 0.4838 0.8546 0.504 0.092 Uiso calc U . R 1 . .
H H9B 0.5284 0.7357 0.5019 0.092 Uiso calc U . R 1 . .
H H9C 0.5861 0.8454 0.5011 0.092 Uiso calc U . R 1 . .
C C10 0.6392(3) 0.5519(4) 0.6891(4) 0.0965(19) Uani d . . . 1 . .
H H10A 0.6677 0.56 0.7557 0.145 Uiso calc U . R 1 . .
H H10B 0.6737 0.5984 0.6631 0.145 Uiso calc U . R 1 . .
H H10C 0.6431 0.4745 0.6732 0.145 Uiso calc U . R 1 . .
C C11 0.5344(3) 0.5877(3) 0.6507(3) 0.0577(11) Uani d . . . 1 . .
H H11 0.5086 0.5798 0.5828 0.069 Uiso calc U . R 1 . .
C C12 0.4790(4) 0.5098(4) 0.6826(5) 0.1010(19) Uani d . . . 1 . .
H H12A 0.4768 0.4367 0.6555 0.151 Uiso calc U . R 1 . .
H H12B 0.4139 0.5378 0.6639 0.151 Uiso calc U . R 1 . .
H H12C 0.5099 0.5039 0.7493 0.151 Uiso calc U . R 1 . .
C C13 0.2710(2) 0.9290(3) 0.74805(19) 0.0327(7) Uani d . . . 1 . .
H H13A 0.2431 1.0016 0.7517 0.039 Uiso calc U . R 1 . .
H H13B 0.242 0.872 0.7727 0.039 Uiso calc U . R 1 . .
C C14 0.3788(2) 0.9314(3) 0.8035(2) 0.0360(7) Uani d . . . 1 . .
H H14A 0.4048 1.0018 0.7921 0.043 Uiso calc U . R 1 . .
H H14B 0.3934 0.9273 0.8694 0.043 Uiso calc U . R 1 . .
C C15 0.5302(2) 0.8431(3) 0.8279(2) 0.0424(8) Uani d . . . 1 . .
H H15A 0.5483 0.839 0.8945 0.051 Uiso calc U . R 1 . .
H H15B 0.5532 0.9146 0.8147 0.051 Uiso calc U . R 1 . .
C C16 0.5762(2) 0.7488(3) 0.7990(2) 0.0460(9) Uani d . . . 1 . .
H H16A 0.5703 0.6794 0.8289 0.055 Uiso calc U . R 1 . .
H H16B 0.6447 0.7643 0.8176 0.055 Uiso calc U . R 1 . .
C C17 0.3887(2) 0.7294(3) 0.8002(2) 0.0342(7) Uani d . . . 1 . .
C C18 0.3256(2) 0.7484(3) 0.5323(2) 0.0342(7) Uani d . . . 1 . .
C C19 0.2417(5) 0.4337(5) 0.5112(4) 0.1074(19) Uani d . . . 1 . .
H H19A 0.2992 0.3879 0.5308 0.161 Uiso calc U . R 1 . .
H H19B 0.2302 0.4547 0.5646 0.161 Uiso calc U . R 1 . .
H H19C 0.2505 0.5004 0.481 0.161 Uiso calc U . R 1 . .
C C20 0.1608(4) 0.3716(5) 0.4480(4) 0.0967(18) Uani d . . . 1 . .
H H20A 0.1536 0.3028 0.4778 0.116 Uiso calc U . R 1 . .
H H20B 0.102 0.4159 0.4318 0.116 Uiso calc U . R 1 . .
C C21 0.1719(3) 0.3456(3) 0.3701(2) 0.0473(9) Uani d . . . 1 . .
H H21A 0.1861 0.4146 0.3451 0.057 Uiso calc U . R 1 . .
H H21B 0.2282 0.2969 0.3872 0.057 Uiso calc U . R 1 . .
C C22 0.0977(4) 0.2956(5) 0.3032(4) 0.102(2) Uani d . . . 1 . .
H H22A 0.0414 0.3448 0.2839 0.122 Uiso calc U . R 1 . .
H H22B 0.0821 0.2269 0.3277 0.122 Uiso calc U . R 1 . .
C C23 0.1158(5) 0.2684(4) 0.2243(4) 0.108(2) Uani d . . . 1 . .
H H23A 0.1364 0.3349 0.2027 0.162 Uiso calc U . R 1 . .
H H23B 0.0574 0.2397 0.1756 0.162 Uiso calc U . R 1 . .
H H23C 0.166 0.2121 0.2411 0.162 Uiso calc U . R 1 . .
Fe Fe1 0.37123(3) 0.79507(3) 0.64319(3) 0.02566(15) Uani d . . . 1 . .
H H24 0.404(2) 0.892(2) 0.612(2) 0.038 Uiso d U . . 1 . .
N N1 0.42436(16) 0.8369(2) 0.77780(15) 0.0310(6) Uani d . . . 1 . .
O O1 0.34388(14) 0.67776(17) 0.72658(14) 0.0354(5) Uani d . . . 1 . .
O O2 0.40628(17) 0.7067(2) 0.87891(15) 0.0488(6) Uani d . . . 1 . .
O O3 0.29717(17) 0.7188(2) 0.45661(16) 0.0566(7) Uani d . . . 1 . .
P P1 0.24661(5) 0.89695(6) 0.62822(5) 0.02494(19) Uani d . . . 1 . .
P P2 0.51608(5) 0.73381(7) 0.67420(6) 0.0336(2) Uani d . . . 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
C1 C2 . 1.522(4) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 C3 . 1.531(4) ?
C2 P1 . 1.852(3) ?
C2 H2 . 1.0 ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 C5 . 1.530(4) ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 C6 . 1.524(4) ?
C5 P1 . 1.847(3) ?
C5 H5 . 1.0 ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 C8 . 1.518(5) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 C9 . 1.527(5) ?
C8 P2 . 1.847(3) ?
C8 H8 . 1.0 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 C11 . 1.533(5) ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 C12 . 1.500(6) ?
C11 P2 . 1.853(4) ?
C11 H11 . 1.0 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 C14 . 1.527(4) ?
C13 P1 . 1.847(3) ?
C13 H13A . 0.99 ?
C13 H13B . 0.99 ?
C14 N1 . 1.488(4) ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 N1 . 1.493(4) ?
C15 C16 . 1.515(5) ?
C15 H15A . 0.99 ?
C15 H15B . 0.99 ?
C16 P2 . 1.839(3) ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C17 O2 . 1.212(4) ?
C17 O1 . 1.262(4) ?
C17 N1 . 1.513(4) ?
C18 O3 . 1.167(4) ?
C18 Fe1 . 1.720(3) ?
C19 C20 . 1.451(7) ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 C21 . 1.370(7) ?
C20 H20A . 0.99 ?
C20 H20B . 0.99 ?
C21 C22 . 1.346(7) ?
C21 H21A . 0.99 ?
C21 H21B . 0.99 ?
C22 C23 . 1.448(8) ?
C22 H22A . 0.99 ?
C22 H22B . 0.99 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
Fe1 N1 . 2.037(2) ?
Fe1 O1 . 2.113(2) ?
Fe1 P2 . 2.2051(8) ?
Fe1 P1 . 2.2104(8) ?
Fe1 H24 . 1.45(3) ?

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
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C3 C2 C1 . . 110.6(3) ?
C3 C2 P1 . . 113.5(2) ?
C1 C2 P1 . . 112.0(2) ?
C3 C2 H2 . . 106.7 ?
C1 C2 H2 . . 106.7 ?
P1 C2 H2 . . 106.7 ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C5 C4 H4A . . 109.5 ?
C5 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C5 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 C4 . . 110.7(3) ?
C6 C5 P1 . . 112.7(2) ?
C4 C5 P1 . . 110.1(2) ?
C6 C5 H5 . . 107.7 ?
C4 C5 H5 . . 107.7 ?
P1 C5 H5 . . 107.7 ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C8 C7 H7A . . 109.5 ?
C8 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C8 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C9 C8 C7 . . 110.6(3) ?
C9 C8 P2 . . 110.1(2) ?
C7 C8 P2 . . 112.6(2) ?
C9 C8 H8 . . 107.8 ?
C7 C8 H8 . . 107.8 ?
P2 C8 H8 . . 107.8 ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C11 C10 H10A . . 109.5 ?
C11 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C11 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C12 C11 C10 . . 109.8(4) ?
C12 C11 P2 . . 111.9(3) ?
C10 C11 P2 . . 114.3(3) ?
C12 C11 H11 . . 106.8 ?
C10 C11 H11 . . 106.8 ?
P2 C11 H11 . . 106.8 ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C14 C13 P1 . . 108.3(2) ?
C14 C13 H13A . . 110.0 ?
P1 C13 H13A . . 110.0 ?
C14 C13 H13B . . 110.0 ?
P1 C13 H13B . . 110.0 ?
H13A C13 H13B . . 108.4 ?
N1 C14 C13 . . 110.4(2) ?
N1 C14 H14A . . 109.6 ?
C13 C14 H14A . . 109.6 ?
N1 C14 H14B . . 109.6 ?
C13 C14 H14B . . 109.6 ?
H14A C14 H14B . . 108.1 ?
N1 C15 C16 . . 110.0(3) ?
N1 C15 H15A . . 109.7 ?
C16 C15 H15A . . 109.7 ?
N1 C15 H15B . . 109.7 ?
C16 C15 H15B . . 109.7 ?
H15A C15 H15B . . 108.2 ?
C15 C16 P2 . . 108.8(2) ?
C15 C16 H16A . . 109.9 ?
P2 C16 H16A . . 109.9 ?
C15 C16 H16B . . 109.9 ?
P2 C16 H16B . . 109.9 ?
H16A C16 H16B . . 108.3 ?
O2 C17 O1 . . 131.9(3) ?
O2 C17 N1 . . 119.9(3) ?
O1 C17 N1 . . 108.2(2) ?
O3 C18 Fe1 . . 177.6(3) ?
C20 C19 H19A . . 109.5 ?
C20 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C20 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C21 C20 C19 . . 111.3(4) ?
C21 C20 H20A . . 109.4 ?
C19 C20 H20A . . 109.4 ?
C21 C20 H20B . . 109.4 ?
C19 C20 H20B . . 109.4 ?
H20A C20 H20B . . 108.0 ?
C22 C21 C20 . . 116.6(4) ?
C22 C21 H21A . . 108.1 ?
C20 C21 H21A . . 108.1 ?
C22 C21 H21B . . 108.1 ?
C20 C21 H21B . . 108.1 ?
H21A C21 H21B . . 107.3 ?
C21 C22 C23 . . 113.2(5) ?
C21 C22 H22A . . 108.9 ?
C23 C22 H22A . . 108.9 ?
C21 C22 H22B . . 108.9 ?
C23 C22 H22B . . 108.9 ?
H22A C22 H22B . . 107.7 ?
C22 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C22 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C18 Fe1 N1 . . 175.12(13) ?
C18 Fe1 O1 . . 109.60(13) ?
N1 Fe1 O1 . . 65.75(9) ?
C18 Fe1 P2 . . 93.69(10) ?
N1 Fe1 P2 . . 85.40(7) ?
O1 Fe1 P2 . . 94.63(6) ?
C18 Fe1 P1 . . 96.15(10) ?
N1 Fe1 P1 . . 85.72(7) ?
O1 Fe1 P1 . . 92.88(6) ?
P2 Fe1 P1 . . 164.85(4) ?
C18 Fe1 H24 . . 87.4(12) ?
N1 Fe1 H24 . . 97.2(12) ?
O1 Fe1 H24 . . 163.0(12) ?
P2 Fe1 H24 . . 83.3(12) ?
P1 Fe1 H24 . . 85.7(12) ?
C14 N1 C15 . . 110.3(2) ?
C14 N1 C17 . . 109.5(2) ?
C15 N1 C17 . . 109.8(2) ?
C14 N1 Fe1 . . 117.28(17) ?
C15 N1 Fe1 . . 117.06(19) ?
C17 N1 Fe1 . . 90.84(17) ?
C17 O1 Fe1 . . 95.07(17) ?
C13 P1 C5 . . 105.91(14) ?
C13 P1 C2 . . 105.28(13) ?
C5 P1 C2 . . 101.92(13) ?
C13 P1 Fe1 . . 102.25(10) ?
C5 P1 Fe1 . . 118.47(10) ?
C2 P1 Fe1 . . 121.48(10) ?
C16 P2 C8 . . 105.54(16) ?
C16 P2 C11 . . 105.47(19) ?
C8 P2 C11 . . 103.06(16) ?
C16 P2 Fe1 . . 102.61(11) ?
C8 P2 Fe1 . . 118.65(11) ?
C11 P2 Fe1 . . 120.00(12) ?

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
P1 C13 C14 N1 . . . . -43.4(3) ?
N1 C15 C16 P2 . . . . 43.2(3) ?
C19 C20 C21 C22 . . . . -174.9(5) ?
C20 C21 C22 C23 . . . . -178.5(5) ?
C13 C14 N1 C15 . . . . 176.6(2) ?
C13 C14 N1 C17 . . . . -62.4(3) ?
C13 C14 N1 Fe1 . . . . 39.1(3) ?
C16 C15 N1 C14 . . . . -178.1(2) ?
C16 C15 N1 C17 . . . . 61.1(3) ?
C16 C15 N1 Fe1 . . . . -40.5(3) ?
O2 C17 N1 C14 . . . . -64.2(3) ?
O1 C17 N1 C14 . . . . 116.5(3) ?
O2 C17 N1 C15 . . . . 57.1(4) ?
O1 C17 N1 C15 . . . . -122.2(3) ?
O2 C17 N1 Fe1 . . . . 176.3(3) ?
O1 C17 N1 Fe1 . . . . -3.0(2) ?
O2 C17 O1 Fe1 . . . . -176.3(3) ?
N1 C17 O1 Fe1 . . . . 2.9(2) ?
C14 C13 P1 C5 . . . . -95.1(2) ?
C14 C13 P1 C2 . . . . 157.4(2) ?
C14 C13 P1 Fe1 . . . . 29.6(2) ?
C6 C5 P1 C13 . . . . 49.2(2) ?
C4 C5 P1 C13 . . . . 173.3(2) ?
C6 C5 P1 C2 . . . . 159.1(2) ?
C4 C5 P1 C2 . . . . -76.8(2) ?
C6 C5 P1 Fe1 . . . . -64.8(2) ?
C4 C5 P1 Fe1 . . . . 59.4(2) ?
C3 C2 P1 C13 . . . . 42.7(3) ?
C1 C2 P1 C13 . . . . -83.4(2) ?
C3 C2 P1 C5 . . . . -67.6(2) ?
C1 C2 P1 C5 . . . . 166.2(2) ?
C3 C2 P1 Fe1 . . . . 157.89(19) ?
C1 C2 P1 Fe1 . . . . 31.7(3) ?
C15 C16 P2 C8 . . . . 96.5(2) ?
C15 C16 P2 C11 . . . . -154.8(2) ?
C15 C16 P2 Fe1 . . . . -28.4(2) ?
C9 C8 P2 C16 . . . . -175.4(3) ?
C7 C8 P2 C16 . . . . -51.5(3) ?
C9 C8 P2 C11 . . . . 74.2(3) ?
C7 C8 P2 C11 . . . . -161.9(3) ?
C9 C8 P2 Fe1 . . . . -61.2(3) ?
C7 C8 P2 Fe1 . . . . 62.7(3) ?
C12 C11 P2 C16 . . . . 69.6(4) ?
C10 C11 P2 C16 . . . . -56.0(4) ?
C12 C11 P2 C8 . . . . -179.9(3) ?
C10 C11 P2 C8 . . . . 54.5(4) ?
C12 C11 P2 Fe1 . . . . -45.3(4) ?
C10 C11 P2 Fe1 . . . . -170.9(3) ?

