# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_081801
_database_code_depnum_ccdc_archive 'CCDC 1538363'
_audit_update_record             
;
2017-06-02 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H33 Fe N2 P'
_chemical_formula_weight         388.30

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, 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                   19.2288(7)
_cell_length_b                   8.6506(3)
_cell_length_c                   26.1206(9)
_cell_angle_alpha                90
_cell_angle_beta                 100.554(3)
_cell_angle_gamma                90
_cell_volume                     4271.4(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3940
_cell_measurement_theta_min      3.6410
_cell_measurement_theta_max      28.3160

_exptl_crystal_description       
; 
'Mon Aug 18 17:51:41 2014' 
;
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_F_000             1664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.785
_shelx_estimated_absorpt_T_min   0.891
_shelx_estimated_absorpt_T_max   0.926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.00108
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
'Mon Aug 18 17:51:41 2014' 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0251
_diffrn_reflns_number            14394
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.901
_diffrn_reflns_theta_max         26.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4429
_reflns_number_gt                3578
_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       
; 
'Mon Aug 18 17:51:41 2014' 
;
_computing_cell_refinement       
; 
'Mon Aug 18 17:51:41 2014' 
;
_computing_data_reduction        
; 
'Mon Aug 18 17:51:41 2014' 
;
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0450P)²+1.2457P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4429
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0917
_refine_ls_wR_factor_gt          0.0858
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.27342(2) 0.82247(3) 0.14431(2) 0.03225(10) Uani 1 1 d . . . . .
N1 N 0.23535(9) 1.04012(18) 0.14183(6) 0.0378(4) Uani 1 1 d . . . . .
N2 N 0.30874(9) 1.04079(18) 0.15624(6) 0.0379(4) Uani 1 1 d . . . . .
P1 P 0.28255(3) 0.91258(7) 0.06203(2) 0.03966(15) Uani 1 1 d . . . . .
C1 C 0.21337(10) 0.9803(2) 0.09293(8) 0.0352(4) Uani 1 1 d . . . . .
C2 C 0.34107(10) 0.9813(2) 0.11807(8) 0.0359(4) Uani 1 1 d . . . . .
C3 C 0.42059(11) 1.0023(2) 0.12285(9) 0.0433(5) Uani 1 1 d . . . . .
C4 C 0.43086(14) 1.1606(3) 0.09891(13) 0.0791(9) Uani 1 1 d . . . . .
H4A H 0.4070 1.1621 0.0632 0.119 Uiso 1 1 calc R U . . .
H4B H 0.4804 1.1793 0.1005 0.119 Uiso 1 1 calc R U . . .
H4C H 0.4115 1.2397 0.1180 0.119 Uiso 1 1 calc R U . . .
C5 C 0.45158(13) 0.8783(3) 0.09264(12) 0.0710(8) Uani 1 1 d . . . . .
H5A H 0.4406 0.7782 0.1049 0.106 Uiso 1 1 calc R U . . .
H5B H 0.5020 0.8907 0.0976 0.106 Uiso 1 1 calc R U . . .
H5C H 0.4317 0.8875 0.0563 0.106 Uiso 1 1 calc R U . . .
C6 C 0.45762(13) 1.0043(3) 0.17967(10) 0.0655(7) Uani 1 1 d . . . . .
H6A H 0.4396 1.0884 0.1974 0.098 Uiso 1 1 calc R U . . .
H6B H 0.5076 1.0173 0.1815 0.098 Uiso 1 1 calc R U . . .
H6C H 0.4490 0.9085 0.1959 0.098 Uiso 1 1 calc R U . . .
C7 C 0.13658(11) 1.0034(2) 0.06706(8) 0.0441(5) Uani 1 1 d . . . . .
C8 C 0.11365(13) 0.8845(3) 0.02406(10) 0.0602(7) Uani 1 1 d . . . . .
H8A H 0.1444 0.8907 -0.0010 0.090 Uiso 1 1 calc R U . . .
H8B H 0.0659 0.9055 0.0072 0.090 Uiso 1 1 calc R U . . .
H8C H 0.1163 0.7827 0.0389 0.090 Uiso 1 1 calc R U . . .
C9 C 0.08656(12) 0.9998(3) 0.10617(10) 0.0620(7) Uani 1 1 d . . . . .
H9A H 0.0895 0.9008 0.1230 0.093 Uiso 1 1 calc R U . . .
H9B H 0.0390 1.0171 0.0883 0.093 Uiso 1 1 calc R U . . .
H9C H 0.0997 1.0793 0.1318 0.093 Uiso 1 1 calc R U . . .
C10 C 0.13335(14) 1.1650(3) 0.04211(12) 0.0730(8) Uani 1 1 d . . . . .
H10A H 0.1477 1.2411 0.0687 0.110 Uiso 1 1 calc R U . . .
H10B H 0.0858 1.1861 0.0248 0.110 Uiso 1 1 calc R U . . .
H10C H 0.1645 1.1686 0.0173 0.110 Uiso 1 1 calc R U . . .
C11 C 0.29950(13) 0.7247(3) 0.21768(8) 0.0495(6) Uani 1 1 d . . . . .
C12 C 0.33193(12) 0.6388(2) 0.18240(9) 0.0471(5) Uani 1 1 d . . . . .
C13 C 0.27820(11) 0.5836(2) 0.14207(9) 0.0438(5) Uani 1 1 d . . . . .
C14 C 0.21188(11) 0.6315(2) 0.15335(9) 0.0412(5) Uani 1 1 d . . . . .
C15 C 0.22483(12) 0.7189(2) 0.20005(9) 0.0464(5) Uani 1 1 d . . . . .
C16 C 0.17077(16) 0.7875(3) 0.22809(11) 0.0756(9) Uani 1 1 d . . . . .
H16A H 0.1251 0.7850 0.2058 0.113 Uiso 1 1 calc R U . . .
H16B H 0.1833 0.8927 0.2373 0.113 Uiso 1 1 calc R U . . .
H16C H 0.1693 0.7289 0.2591 0.113 Uiso 1 1 calc R U . . .
C17 C 0.33465(18) 0.8031(3) 0.26671(10) 0.0819(10) Uani 1 1 d . . . . .
H17A H 0.3282 0.7422 0.2962 0.123 Uiso 1 1 calc R U . . .
H17B H 0.3140 0.9034 0.2689 0.123 Uiso 1 1 calc R U . . .
H17C H 0.3843 0.8140 0.2665 0.123 Uiso 1 1 calc R U . . .
C18 C 0.40840(13) 0.5900(3) 0.19025(14) 0.0827(10) Uani 1 1 d . . . . .
H18A H 0.4373 0.6668 0.2104 0.124 Uiso 1 1 calc R U . . .
H18B H 0.4225 0.5793 0.1570 0.124 Uiso 1 1 calc R U . . .
H18C H 0.4141 0.4929 0.2083 0.124 Uiso 1 1 calc R U . . .
C19 C 0.28819(16) 0.4792(3) 0.09785(11) 0.0695(8) Uani 1 1 d . . . . .
H19A H 0.3345 0.4951 0.0899 0.104 Uiso 1 1 calc R U . . .
H19B H 0.2531 0.5026 0.0677 0.104 Uiso 1 1 calc R U . . .
H19C H 0.2834 0.3734 0.1077 0.104 Uiso 1 1 calc R U . . .
C20 C 0.14168(12) 0.5763(3) 0.12403(11) 0.0643(7) Uani 1 1 d . . . . .
H20A H 0.1307 0.4776 0.1374 0.096 Uiso 1 1 calc R U . . .
H20B H 0.1439 0.5666 0.0877 0.096 Uiso 1 1 calc R U . . .
H20C H 0.1056 0.6494 0.1282 0.096 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 N2 2.0119(16) . ?
Fe1 N1 2.0167(16) . ?
Fe1 C13 2.070(2) . ?
Fe1 C14 2.071(2) . ?
Fe1 C11 2.071(2) . ?
Fe1 C15 2.072(2) . ?
Fe1 C12 2.090(2) . ?
Fe1 C2 2.0921(19) . ?
Fe1 C1 2.1048(19) . ?
Fe1 P1 2.3228(6) . ?
N1 C1 1.371(2) . ?
N1 N2 1.392(2) . ?
N2 C2 1.369(2) . ?
P1 C1 1.777(2) . ?
P1 C2 1.777(2) . ?
C1 C7 1.520(3) . ?
C2 C3 1.522(3) . ?
C3 C5 1.517(3) . ?
C3 C6 1.524(3) . ?
C3 C4 1.533(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C9 1.526(3) . ?
C7 C8 1.527(3) . ?
C7 C10 1.539(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.414(3) . ?
C11 C15 1.426(3) . ?
C11 C17 1.497(3) . ?
C12 C13 1.417(3) . ?
C12 C18 1.508(3) . ?
C13 C14 1.422(3) . ?
C13 C19 1.506(3) . ?
C14 C15 1.418(3) . ?
C14 C20 1.503(3) . ?
C15 C16 1.499(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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
N2 Fe1 N1 40.44(7) . . ?
N2 Fe1 C13 157.83(8) . . ?
N1 Fe1 C13 161.60(8) . . ?
N2 Fe1 C14 156.20(8) . . ?
N1 Fe1 C14 122.47(8) . . ?
C13 Fe1 C14 40.18(8) . . ?
N2 Fe1 C11 102.86(8) . . ?
N1 Fe1 C11 115.86(8) . . ?
C13 Fe1 C11 67.28(9) . . ?
C14 Fe1 C11 67.35(9) . . ?
N2 Fe1 C15 118.67(8) . . ?
N1 Fe1 C15 102.61(8) . . ?
C13 Fe1 C15 67.44(8) . . ?
C14 Fe1 C15 40.03(9) . . ?
C11 Fe1 C15 40.27(9) . . ?
N2 Fe1 C12 120.17(8) . . ?
N1 Fe1 C12 152.28(8) . . ?
C13 Fe1 C12 39.82(8) . . ?
C14 Fe1 C12 66.95(9) . . ?
C11 Fe1 C12 39.73(9) . . ?
C15 Fe1 C12 67.02(9) . . ?
N2 Fe1 C2 38.90(7) . . ?
N1 Fe1 C2 67.68(7) . . ?
C13 Fe1 C2 127.80(8) . . ?
C14 Fe1 C2 164.59(8) . . ?
C11 Fe1 C2 120.79(8) . . ?
C15 Fe1 C2 154.37(8) . . ?
C12 Fe1 C2 110.02(8) . . ?
N2 Fe1 C1 67.68(7) . . ?
N1 Fe1 C1 38.80(7) . . ?
C13 Fe1 C1 130.65(8) . . ?
C14 Fe1 C1 109.39(8) . . ?
C11 Fe1 C1 150.08(9) . . ?
C15 Fe1 C1 117.59(8) . . ?
C12 Fe1 C1 168.81(9) . . ?
C2 Fe1 C1 70.52(7) . . ?
N2 Fe1 P1 75.39(5) . . ?
N1 Fe1 P1 75.26(5) . . ?
C13 Fe1 P1 107.32(6) . . ?
C14 Fe1 P1 121.00(6) . . ?
C11 Fe1 P1 161.23(7) . . ?
C15 Fe1 P1 156.27(7) . . ?
C12 Fe1 P1 124.76(7) . . ?
C2 Fe1 P1 47.12(5) . . ?
C1 Fe1 P1 47.00(5) . . ?
C1 N1 N2 112.19(16) . . ?
C1 N1 Fe1 74.07(10) . . ?
N2 N1 Fe1 69.59(9) . . ?
C2 N2 N1 112.00(16) . . ?
C2 N2 Fe1 73.72(10) . . ?
N1 N2 Fe1 69.97(9) . . ?
C1 P1 C2 85.96(9) . . ?
C1 P1 Fe1 60.04(6) . . ?
C2 P1 Fe1 59.61(6) . . ?
N1 C1 C7 118.23(17) . . ?
N1 C1 P1 114.75(14) . . ?
C7 C1 P1 126.04(15) . . ?
N1 C1 Fe1 67.13(10) . . ?
C7 C1 Fe1 138.02(14) . . ?
P1 C1 Fe1 72.96(7) . . ?
N2 C2 C3 118.61(18) . . ?
N2 C2 P1 114.98(14) . . ?
C3 C2 P1 125.63(16) . . ?
N2 C2 Fe1 67.39(10) . . ?
C3 C2 Fe1 136.64(14) . . ?
P1 C2 Fe1 73.27(7) . . ?
C5 C3 C2 110.93(18) . . ?
C5 C3 C6 110.9(2) . . ?
C2 C3 C6 111.37(19) . . ?
C5 C3 C4 109.1(2) . . ?
C2 C3 C4 105.99(18) . . ?
C6 C3 C4 108.4(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C7 C9 112.31(18) . . ?
C1 C7 C8 111.39(18) . . ?
C9 C7 C8 110.3(2) . . ?
C1 C7 C10 105.56(18) . . ?
C9 C7 C10 108.7(2) . . ?
C8 C7 C10 108.4(2) . . ?
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 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C15 108.03(19) . . ?
C12 C11 C17 127.7(2) . . ?
C15 C11 C17 124.2(2) . . ?
C12 C11 Fe1 70.87(12) . . ?
C15 C11 Fe1 69.91(12) . . ?
C17 C11 Fe1 126.97(16) . . ?
C11 C12 C13 108.25(19) . . ?
C11 C12 C18 126.5(2) . . ?
C13 C12 C18 124.5(2) . . ?
C11 C12 Fe1 69.40(12) . . ?
C13 C12 Fe1 69.33(12) . . ?
C18 C12 Fe1 134.77(17) . . ?
C12 C13 C14 107.9(2) . . ?
C12 C13 C19 126.5(2) . . ?
C14 C13 C19 125.4(2) . . ?
C12 C13 Fe1 70.85(12) . . ?
C14 C13 Fe1 69.92(11) . . ?
C19 C13 Fe1 129.26(16) . . ?
C15 C14 C13 108.12(19) . . ?
C15 C14 C20 127.4(2) . . ?
C13 C14 C20 123.9(2) . . ?
C15 C14 Fe1 70.05(12) . . ?
C13 C14 Fe1 69.90(11) . . ?
C20 C14 Fe1 132.39(16) . . ?
C14 C15 C11 107.7(2) . . ?
C14 C15 C16 127.1(2) . . ?
C11 C15 C16 125.1(2) . . ?
C14 C15 Fe1 69.93(12) . . ?
C11 C15 Fe1 69.82(12) . . ?
C16 C15 Fe1 127.90(16) . . ?
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 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C18 H18A 109.5 . . ?
C12 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C12 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 C19 H19A 109.5 . . ?
C13 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C13 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C14 C20 H20A 109.5 . . ?
C14 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C14 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
C1 N1 N2 C2 -0.1(2) . . . . ?
Fe1 N1 N2 C2 62.02(13) . . . . ?
C1 N1 N2 Fe1 -62.10(13) . . . . ?
N2 N1 C1 C7 -166.96(16) . . . . ?
Fe1 N1 C1 C7 133.57(17) . . . . ?
N2 N1 C1 P1 2.5(2) . . . . ?
Fe1 N1 C1 P1 -56.99(11) . . . . ?
N2 N1 C1 Fe1 59.47(12) . . . . ?
C2 P1 C1 N1 -3.08(15) . . . . ?
Fe1 P1 C1 N1 53.92(13) . . . . ?
C2 P1 C1 C7 165.40(18) . . . . ?
Fe1 P1 C1 C7 -137.61(19) . . . . ?
C2 P1 C1 Fe1 -57.00(7) . . . . ?
N1 N2 C2 C3 168.13(16) . . . . ?
Fe1 N2 C2 C3 -132.06(17) . . . . ?
N1 N2 C2 P1 -2.4(2) . . . . ?
Fe1 N2 C2 P1 57.45(11) . . . . ?
N1 N2 C2 Fe1 -59.81(12) . . . . ?
C1 P1 C2 N2 3.04(15) . . . . ?
Fe1 P1 C2 N2 -54.34(13) . . . . ?
C1 P1 C2 C3 -166.67(18) . . . . ?
Fe1 P1 C2 C3 135.94(19) . . . . ?
C1 P1 C2 Fe1 57.38(7) . . . . ?
N2 C2 C3 C5 155.8(2) . . . . ?
P1 C2 C3 C5 -34.8(3) . . . . ?
Fe1 C2 C3 C5 69.3(3) . . . . ?
N2 C2 C3 C6 31.8(3) . . . . ?
P1 C2 C3 C6 -158.84(17) . . . . ?
Fe1 C2 C3 C6 -54.8(3) . . . . ?
N2 C2 C3 C4 -85.9(2) . . . . ?
P1 C2 C3 C4 83.5(2) . . . . ?
Fe1 C2 C3 C4 -172.40(19) . . . . ?
N1 C1 C7 C9 -34.6(3) . . . . ?
P1 C1 C7 C9 157.29(16) . . . . ?
Fe1 C1 C7 C9 51.8(3) . . . . ?
N1 C1 C7 C8 -158.85(19) . . . . ?
P1 C1 C7 C8 33.0(3) . . . . ?
Fe1 C1 C7 C8 -72.4(3) . . . . ?
N1 C1 C7 C10 83.7(2) . . . . ?
P1 C1 C7 C10 -84.5(2) . . . . ?
Fe1 C1 C7 C10 170.06(19) . . . . ?
C15 C11 C12 C13 1.7(2) . . . . ?
C17 C11 C12 C13 179.0(2) . . . . ?
Fe1 C11 C12 C13 -58.59(15) . . . . ?
C15 C11 C12 C18 -168.5(2) . . . . ?
C17 C11 C12 C18 8.7(4) . . . . ?
Fe1 C11 C12 C18 131.1(2) . . . . ?
C15 C11 C12 Fe1 60.32(14) . . . . ?
C17 C11 C12 Fe1 -122.4(2) . . . . ?
C11 C12 C13 C14 -1.8(2) . . . . ?
C18 C12 C13 C14 168.7(2) . . . . ?
Fe1 C12 C13 C14 -60.42(14) . . . . ?
C11 C12 C13 C19 -176.2(2) . . . . ?
C18 C12 C13 C19 -5.7(4) . . . . ?
Fe1 C12 C13 C19 125.2(2) . . . . ?
C11 C12 C13 Fe1 58.64(15) . . . . ?
C18 C12 C13 Fe1 -130.9(2) . . . . ?
C12 C13 C14 C15 1.2(2) . . . . ?
C19 C13 C14 C15 175.6(2) . . . . ?
Fe1 C13 C14 C15 -59.86(14) . . . . ?
C12 C13 C14 C20 -170.7(2) . . . . ?
C19 C13 C14 C20 3.7(3) . . . . ?
Fe1 C13 C14 C20 128.2(2) . . . . ?
C12 C13 C14 Fe1 61.01(15) . . . . ?
C19 C13 C14 Fe1 -124.5(2) . . . . ?
C13 C14 C15 C11 -0.1(2) . . . . ?
C20 C14 C15 C11 171.4(2) . . . . ?
Fe1 C14 C15 C11 -59.85(14) . . . . ?
C13 C14 C15 C16 -177.3(2) . . . . ?
C20 C14 C15 C16 -5.8(4) . . . . ?
Fe1 C14 C15 C16 122.9(2) . . . . ?
C13 C14 C15 Fe1 59.76(14) . . . . ?
C20 C14 C15 Fe1 -128.7(2) . . . . ?
C12 C11 C15 C14 -1.0(2) . . . . ?
C17 C11 C15 C14 -178.4(2) . . . . ?
Fe1 C11 C15 C14 59.92(14) . . . . ?
C12 C11 C15 C16 176.3(2) . . . . ?
C17 C11 C15 C16 -1.1(3) . . . . ?
Fe1 C11 C15 C16 -122.8(2) . . . . ?
C12 C11 C15 Fe1 -60.93(15) . . . . ?
C17 C11 C15 Fe1 121.7(2) . . . . ?

_refine_diff_density_max         0.239
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_exp_1677
_database_code_depnum_ccdc_archive 'CCDC 1538364'
_audit_update_record             
;
2017-06-02 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;
_audit_creation_date             2017-05-25
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_formula_moiety         'C24 H25 Fe N2 P'
_chemical_formula_sum            'C24 H25 Fe N2 P'
_chemical_formula_weight         428.30
_chemical_absolute_configuration ad
_chemical_oxdiff_formula         'C1 H1 O1 N1 P1 Zn1'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Fe -1.15373 3.21308 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.30360 0.43703 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x,-y,z+1/2
3 x+1/2,y+1/2,z
4 x+1/2,-y+1/2,z+1/2

_cell_length_a                   15.7621(4)
_cell_length_b                   7.4818(2)
_cell_length_c                   17.8088(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.917(2)
_cell_angle_gamma                90
_cell_volume                     2088.98(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2104
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      70.3420
_cell_measurement_theta_min      6.5680
_exptl_absorpt_coefficient_mu    6.586
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.3617
_exptl_crystal_description       block
_exptl_crystal_F_000             894.6749
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.07
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3700
_diffrn_reflns_theta_full        67.0539
_diffrn_reflns_theta_max         67.05
_diffrn_reflns_theta_min         6.56
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0793
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9946
_diffrn_measured_fraction_theta_max 0.5780
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     33.00 122.00   1.00    1.07    --   54.00  57.00 -90.00   89
  2  ω     88.00 121.00   1.00    1.07    --   54.00  57.00 -60.00   33
  3  ω    142.00 177.00   1.00    1.07    --  108.00  37.00   0.00   35
  4  ω    102.00 156.00   1.00    1.07    --  108.00 111.00  90.00   54
  5  ω     95.00 168.00   1.00    1.07    --  108.00  63.00 150.00   73
  6  ω     40.00  70.00   1.00    1.07    --   54.00  57.00 150.00   30
  7  ω     38.00 118.00   1.00    1.07    --  108.00 -50.00  30.00   80
  8  ω     44.00 102.00   1.00    1.07    --  108.00-111.00 -30.00   58
  9  ω     42.00 116.00   1.00    1.07    --  108.00-111.00  60.00   74
 10  ω     32.00 107.00   1.00    1.07    --   54.00-125.00 -30.00   75
 11  ω     11.00  59.00   1.00    1.07    --   54.00 -57.00 150.00   48
 12  ω    -24.00  18.00   1.00    1.00    --    0.00 -37.00 120.00   42
 13  ω    -69.00 -39.00   1.00    1.00    --    0.00 -37.00 120.00   30
 14  ω     93.00 119.00   1.00    1.07    --  108.00  63.00-180.00   26
 15  ω    139.00 176.00   1.00    1.07    --  108.00  63.00-180.00   37
 16  ω    144.00 169.00   1.00    1.07    --  108.00 111.00-150.00   25
 17  ω    113.00 145.00   1.00    1.07    --  108.00 178.00-120.00   32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0768170000
_diffrn_orient_matrix_UB_12      0.1277360000
_diffrn_orient_matrix_UB_13      0.0015453000
_diffrn_orient_matrix_UB_21      -0.0604781000
_diffrn_orient_matrix_UB_22      0.1611345000
_diffrn_orient_matrix_UB_23      0.0027760000
_diffrn_orient_matrix_UB_31      0.0106354000
_diffrn_orient_matrix_UB_32      -0.0074887000
_diffrn_orient_matrix_UB_33      0.0868943000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.205
_reflns_limit_h_max              18
_reflns_limit_h_min              -17
_reflns_limit_k_max              8
_reflns_limit_k_min              -8
_reflns_limit_l_max              21
_reflns_limit_l_min              -14
_reflns_number_gt                2144
_reflns_number_total             2238
_reflns_odcompleteness_completeness 99.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.8825
_refine_diff_density_min         -0.8583
_refine_diff_density_rms         0.1142
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.008(8)
_refine_ls_d_res_high            0.8372
_refine_ls_d_res_low             6.7523
_refine_ls_goodness_of_fit_ref   1.0765
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    40
_refine_ls_number_parameters     257
_refine_ls_number_reflns         2238
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0676
_refine_ls_restrained_S_all      1.0637
_refine_ls_shift/su_max          0.1000
_refine_ls_shift/su_mean         0.0055
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1548P)²+1.8072P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1862
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N2) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(Fe1) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C16) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14)
3.b Idealised Me refined as rotating group:
 C15(H15a,H15b,H15c), C18(H18a,H18b,H18c), C20(H20a,H20b,H20c), C22(H22a,H22b,
 H22c), C24(H24a,H24b,H24c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.3008(4) 0.5093(10) 0.2396(4) 0.0232(15) Uani 1.000000 . .
H1 H 0.2519(4) 0.4468(10) 0.2215(4) 0.0278(18) Uiso 1.000000 R .
C2 C 0.3595(4) 0.5630(11) 0.1897(4) 0.0243(15) Uani 1.000000 . .
H2 H 0.3498(4) 0.5357(11) 0.1386(4) 0.0291(18) Uiso 1.000000 R .
C3 C 0.4315(4) 0.6564(10) 0.2169(4) 0.0236(15) Uani 1.000000 . .
H3 H 0.4702(4) 0.6920(10) 0.1838(4) 0.0283(18) Uiso 1.000000 R .
C4 C 0.4470(5) 0.6980(10) 0.2926(4) 0.0225(15) Uani 1.000000 . U
H4 H 0.4962(5) 0.7594(10) 0.3107(4) 0.0269(18) Uiso 1.000000 R .
C5 C 0.3876(4) 0.6465(10) 0.3419(4) 0.0196(14) Uani 1.000000 . .
H5 H 0.3965(4) 0.6775(10) 0.3927(4) 0.0235(16) Uiso 1.000000 R .
C6 C 0.3159(4) 0.5497(9) 0.3155(4) 0.0178(14) Uani 1.000000 . .
C7 C 0.2526(4) 0.4945(10) 0.3667(4) 0.0183(15) Uani 1.000000 . .
C8 C 0.1609(4) 0.4075(9) 0.4629(4) 0.0192(14) Uani 1.000000 . U
C9 C 0.1122(4) 0.3606(10) 0.5267(4) 0.0194(14) Uani 1.000000 . U
C10 C 0.1282(4) 0.4473(11) 0.5960(4) 0.0244(15) Uani 1.000000 . .
H10 H 0.1694(4) 0.5365(11) 0.6021(4) 0.0293(18) Uiso 1.000000 R .
C11 C 0.0827(5) 0.4007(11) 0.6563(5) 0.0295(17) Uani 1.000000 . .
H11 H 0.0938(5) 0.4579(11) 0.7026(5) 0.035(2) Uiso 1.000000 R .
C12 C 0.0216(6) 0.2705(11) 0.6470(5) 0.0316(19) Uani 1.000000 . .
H12 H -0.0080(6) 0.2385(11) 0.6875(5) 0.038(2) Uiso 1.000000 R .
C13 C 0.0029(5) 0.1847(11) 0.5776(4) 0.0276(16) Uani 1.000000 . .
H13 H -0.0393(5) 0.0976(11) 0.5715(4) 0.0331(19) Uiso 1.000000 R .
C14 C 0.0489(5) 0.2320(10) 0.5174(5) 0.0234(17) Uani 1.000000 . .
H14 H 0.0368(5) 0.1766(10) 0.4707(5) 0.028(2) Uiso 1.000000 R .
C15 C 0.1271(5) -0.1129(11) 0.3860(6) 0.0349(19) Uani 1.000000 . .
H15a H 0.0984(18) -0.108(8) 0.4309(12) 0.052(3) Uiso 1.000000 GR .
H15b H 0.0946(16) -0.048(6) 0.346(3) 0.052(3) Uiso 1.000000 GR .
H15c H 0.1328(5) -0.235(3) 0.371(4) 0.052(3) Uiso 1.000000 GR .
C16 C 0.2131(4) -0.0310(9) 0.4011(4) 0.0196(14) Uani 1.000000 . U
C17 C 0.2595(5) 0.0074(10) 0.4715(5) 0.0216(16) Uani 1.000000 . .
C18 C 0.2318(6) -0.0309(12) 0.5503(5) 0.036(2) Uani 1.000000 . .
H18a H 0.1709(8) -0.044(9) 0.5467(8) 0.054(3) Uiso 1.000000 GR .
H18b H 0.258(4) -0.139(5) 0.5698(17) 0.054(3) Uiso 1.000000 GR .
H18c H 0.249(4) 0.067(4) 0.5835(11) 0.054(3) Uiso 1.000000 GR .
C19 C 0.3397(4) 0.0833(9) 0.4595(4) 0.0222(15) Uani 1.000000 . .
C20 C 0.4093(5) 0.1384(12) 0.5183(5) 0.039(2) Uani 1.000000 . .
H20a H 0.3853(7) 0.169(9) 0.5640(14) 0.058(3) Uiso 1.000000 GR .
H20b H 0.449(3) 0.041(4) 0.528(3) 0.058(3) Uiso 1.000000 GR .
H20c H 0.439(3) 0.240(6) 0.5007(18) 0.058(3) Uiso 1.000000 GR .
C21 C 0.3430(5) 0.0916(10) 0.3796(4) 0.0219(14) Uani 1.000000 . U
C22 C 0.4185(5) 0.1580(11) 0.3423(6) 0.037(2) Uani 1.000000 . .
H22a H 0.4632(18) 0.070(4) 0.348(4) 0.055(3) Uiso 1.000000 GR .
H22b H 0.4017(13) 0.178(9) 0.2896(10) 0.055(3) Uiso 1.000000 GR .
H22c H 0.439(3) 0.268(5) 0.366(3) 0.055(3) Uiso 1.000000 GR .
C23 C 0.2662(4) 0.0210(10) 0.3434(4) 0.0201(15) Uani 1.000000 . .
C24 C 0.2407(6) 0.0050(11) 0.2608(5) 0.036(2) Uani 1.000000 . .
H24a H 0.1815(12) 0.035(9) 0.2502(7) 0.054(3) Uiso 1.000000 GR .
H24b H 0.275(3) 0.085(7) 0.2340(5) 0.054(3) Uiso 1.000000 GR .
H24c H 0.250(4) -0.116(2) 0.2449(8) 0.054(3) Uiso 1.000000 GR .
Fe1 Fe 0.24109(7) 0.23835(12) 0.40968(7) 0.0154(3) Uani 1.000000 . U
N1 N 0.1797(3) 0.4076(8) 0.3370(3) 0.0186(12) Uani 1.000000 . U
N2 N 0.1270(3) 0.3608(8) 0.3909(3) 0.0180(11) Uani 1.000000 . U
P1 P 0.26338(10) 0.5123(2) 0.46748(10) 0.0173(4) Uani 1.000000 . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 H1 0.9300 .
C1 C2 1.405(9) .
C1 C6 1.382(10) .
C2 H2 0.9300 .
C2 C3 1.377(10) .
C3 H3 0.9300 .
C3 C4 1.381(11) .
C4 H4 0.9300 .
C4 C5 1.401(10) .
C5 H5 0.9300 .
C5 C6 1.383(10) .
C6 C7 1.478(9) .
C7 Fe1 2.078(7) .
C7 N1 1.377(9) .
C7 P1 1.791(7) .
C8 C9 1.479(9) .
C8 Fe1 2.084(7) .
C8 N2 1.381(9) .
C8 P1 1.790(7) .
C9 C10 1.393(10) .
C9 C14 1.383(11) .
C10 H10 0.9300 .
C10 C11 1.396(10) .
C11 H11 0.9300 .
C11 C12 1.367(12) .
C12 H12 0.9300 .
C12 C13 1.396(13) .
C13 H13 0.9300 .
C13 C14 1.401(11) .
C14 H14 0.9300 .
C15 H15a 0.9600 .
C15 H15b 0.9600 .
C15 H15c 0.9600 .
C15 C16 1.487(10) .
C16 C17 1.415(11) .
C16 C23 1.444(9) .
C16 Fe1 2.065(7) .
C17 C18 1.538(12) .
C17 C19 1.422(12) .
C17 Fe1 2.053(8) .
C18 H18a 0.9600 .
C18 H18b 0.9600 .
C18 H18c 0.9600 .
C19 C20 1.494(11) .
C19 C21 1.431(10) .
C19 Fe1 2.065(7) .
C20 H20a 0.9600 .
C20 H20b 0.9600 .
C20 H20c 0.9600 .
C21 C22 1.505(10) .
C21 C23 1.414(10) .
C21 Fe1 2.061(7) .
C22 H22a 0.9600 .
C22 H22b 0.9600 .
C22 H22c 0.9600 .
C23 C24 1.488(11) .
C23 Fe1 2.072(7) .
C24 H24a 0.9600 .
C24 H24b 0.9600 .
C24 H24c 0.9600 .
Fe1 N1 1.989(6) .
Fe1 N2 2.015(6) .
Fe1 P1 2.304(2) .
N1 N2 1.377(7) .

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
C2 C1 H1 120.1(4) . .
C6 C1 H1 120.1(4) . .
C6 C1 C2 119.8(6) . .
H2 C2 C1 120.2(4) . .
C3 C2 C1 119.7(7) . .
C3 C2 H2 120.2(4) . .
H3 C3 C2 119.5(4) . .
C4 C3 C2 121.0(7) . .
C4 C3 H3 119.5(4) . .
H4 C4 C3 120.4(4) . .
C5 C4 C3 119.1(7) . .
C5 C4 H4 120.4(4) . .
H5 C5 C4 119.8(4) . .
C6 C5 C4 120.4(6) . .
C6 C5 H5 119.8(4) . .
C5 C6 C1 119.9(6) . .
C7 C6 C1 118.9(6) . .
C7 C6 C5 121.1(6) . .
Fe1 C7 C6 125.1(5) . .
N1 C7 C6 119.1(6) . .
N1 C7 Fe1 66.8(4) . .
P1 C7 C6 126.6(5) . .
P1 C7 Fe1 72.7(3) . .
P1 C7 N1 114.1(5) . .
Fe1 C8 C9 126.4(5) . .
N2 C8 C9 118.2(6) . .
N2 C8 Fe1 67.6(3) . .
P1 C8 C9 127.3(5) . .
P1 C8 Fe1 72.5(2) . .
P1 C8 N2 114.4(5) . .
C10 C9 C8 120.6(6) . .
C14 C9 C8 119.8(6) . .
C14 C9 C10 119.5(7) . .
H10 C10 C9 119.9(4) . .
C11 C10 C9 120.3(7) . .
C11 C10 H10 119.9(4) . .
H11 C11 C10 120.1(4) . .
C12 C11 C10 119.7(8) . .
C12 C11 H11 120.1(5) . .
H12 C12 C11 119.5(5) . .
C13 C12 C11 121.1(8) . .
C13 C12 H12 119.5(5) . .
H13 C13 C12 120.6(5) . .
C14 C13 C12 118.9(8) . .
C14 C13 H13 120.6(5) . .
C13 C14 C9 120.4(7) . .
H14 C14 C9 119.8(5) . .
H14 C14 C13 119.8(5) . .
H15b C15 H15a 109.5 . .
H15c C15 H15a 109.5 . .
H15c C15 H15b 109.5 . .
C16 C15 H15a 109.5 . .
C16 C15 H15b 109.5 . .
C16 C15 H15c 109.5 . .
C17 C16 C15 128.5(7) . .
C23 C16 C15 124.5(7) . .
C23 C16 C17 107.0(7) . .
Fe1 C16 C15 126.8(5) . .
Fe1 C16 C17 69.5(4) . .
Fe1 C16 C23 69.8(4) . .
C18 C17 C16 127.0(8) . .
C19 C17 C16 109.5(7) . .
C19 C17 C18 123.5(8) . .
Fe1 C17 C16 70.3(4) . .
Fe1 C17 C18 127.5(6) . .
Fe1 C17 C19 70.2(4) . .
H18a C18 C17 109.5 . .
H18b C18 C17 109.5 . .
H18b C18 H18a 109.5 . .
H18c C18 C17 109.5 . .
H18c C18 H18a 109.5 . .
H18c C18 H18b 109.5 . .
C20 C19 C17 127.3(8) . .
C21 C19 C17 106.9(7) . .
C21 C19 C20 125.8(7) . .
Fe1 C19 C17 69.4(4) . .
Fe1 C19 C20 127.7(5) . .
Fe1 C19 C21 69.6(4) . .
H20a C20 C19 109.5 . .
H20b C20 C19 109.5 . .
H20b C20 H20a 109.5 . .
H20c C20 C19 109.5 . .
H20c C20 H20a 109.5 . .
H20c C20 H20b 109.5 . .
C22 C21 C19 124.4(7) . .
C23 C21 C19 108.7(6) . .
C23 C21 C22 126.8(7) . .
Fe1 C21 C19 69.8(4) . .
Fe1 C21 C22 127.7(5) . .
Fe1 C21 C23 70.4(4) . .
H22a C22 C21 109.5 . .
H22b C22 C21 109.5 . .
H22b C22 H22a 109.5 . .
H22c C22 C21 109.5 . .
H22c C22 H22a 109.5 . .
H22c C22 H22b 109.5 . .
C21 C23 C16 107.9(6) . .
C24 C23 C16 124.3(7) . .
C24 C23 C21 127.8(7) . .
Fe1 C23 C16 69.3(4) . .
Fe1 C23 C21 69.6(4) . .
Fe1 C23 C24 125.3(5) . .
H24a C24 C23 109.5 . .
H24b C24 C23 109.5 . .
H24b C24 H24a 109.5 . .
H24c C24 C23 109.5 . .
H24c C24 H24a 109.5 . .
H24c C24 H24b 109.5 . .
C8 Fe1 C7 71.8(3) . .
C16 Fe1 C7 153.9(3) . .
C16 Fe1 C8 119.4(3) . .
C17 Fe1 C7 163.9(3) . .
C17 Fe1 C8 109.0(3) . .
C17 Fe1 C16 40.2(3) . .
C19 Fe1 C7 125.9(3) . .
C19 Fe1 C8 127.6(3) . .
C19 Fe1 C16 68.3(3) . .
C19 Fe1 C17 40.4(3) . .
C21 Fe1 C7 107.2(3) . .
C21 Fe1 C8 165.2(3) . .
C21 Fe1 C16 68.1(3) . .
C21 Fe1 C17 67.7(3) . .
C21 Fe1 C19 40.6(3) . .
C23 Fe1 C7 119.0(3) . .
C23 Fe1 C8 153.6(3) . .
C23 Fe1 C16 40.9(3) . .
C23 Fe1 C17 67.7(3) . .
C23 Fe1 C19 68.0(3) . .
C23 Fe1 C21 40.0(3) . .
N1 Fe1 C7 39.5(3) . .
N1 Fe1 C8 68.4(2) . .
N1 Fe1 C16 119.1(3) . .
N1 Fe1 C17 156.5(3) . .
N1 Fe1 C19 158.7(3) . .
N1 Fe1 C21 120.7(3) . .
N1 Fe1 C23 103.8(3) . .
N2 Fe1 C7 68.3(2) . .
N2 Fe1 C8 39.3(2) . .
N2 Fe1 C16 104.5(3) . .
N2 Fe1 C17 123.1(3) . .
N2 Fe1 C19 161.1(3) . .
N2 Fe1 C21 154.8(3) . .
N2 Fe1 C23 118.8(3) . .
N2 Fe1 N1 40.2(2) . .
P1 Fe1 C7 47.89(19) . .
P1 Fe1 C8 47.83(19) . .
P1 Fe1 C16 157.3(2) . .
P1 Fe1 C17 120.1(2) . .
P1 Fe1 C19 103.5(2) . .
P1 Fe1 C21 120.2(2) . .
P1 Fe1 C23 157.5(2) . .
P1 Fe1 N1 76.45(17) . .
P1 Fe1 N2 76.23(17) . .
Fe1 N1 C7 73.8(4) . .
N2 N1 C7 113.1(5) . .
N2 N1 Fe1 70.9(3) . .
Fe1 N2 C8 73.1(4) . .
N1 N2 C8 112.3(5) . .
N1 N2 Fe1 68.9(3) . .
C8 P1 C7 85.9(3) . .
Fe1 P1 C7 59.4(2) . .
Fe1 P1 C8 59.6(2) . .

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.760
_oxdiff_exptl_absorpt_empirical_full_min 0.530

loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
C4 0.0020
C8 0.0020
C9 0.0020
C16 0.0020
C21 0.0020
Fe1 0.0020
N1 0.0020
N2 0.0020

