# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1935549'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2020-04-27 deposited with the CCDC.	2020-06-25 downloaded from the CCDC.
;
#=======================================================================

_vrf_PLAT027_I                   
;
PROBLEM: _diffrn_reflns_theta_full value (too) Low ......      44.35 Degree
RESPONSE: Weakly diffracting crystal.
;
_vrf_PLAT987_I                   
;
PROBLEM: Refinement was done with JANA program based on a original Flack
 model (this is approximately equivalent to the SHELX BASF/TWIN refinement).
 The data quality does not allow to obtain more precise Flack parameter
 value. It is within error equal to 0, though.
;

#=======================================================================
# CHEMICAL DATA

_chemical_formula_moiety         'C15 H14 Fe O'
_chemical_formula_sum            'C15 H14 Fe O'
_chemical_formula_weight         266.1
#=======================================================================

# CRYSTAL DATA
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,-y,z+1/2
3 -x,y+1/2,-z+1/2
4 x+1/2,-y+1/2,-z

_cell_length_a                   7.4133(5)
_cell_length_b                   10.1403(8)
_cell_length_c                   15.2345(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1145.22(13)

_cell_formula_units_Z            4

_cell_measurement_reflns_used    2620
_cell_measurement_theta_min      5.17
_cell_measurement_theta_max      75.79
_cell_measurement_temperature    100

_exptl_crystal_density_diffrn    1.5435
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    10.360
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.025
_exptl_crystal_colour            orange
_exptl_crystal_description       'cut crystal'

_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_absorpt_correction_T_min  0.328
_exptl_absorpt_correction_T_max  0.815

#=======================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Cu, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_measurement_method       'ω scans'

_diffrn_reflns_number            3160
_diffrn_reflns_theta_min         5.24
_diffrn_reflns_theta_max         75.94
_diffrn_reflns_theta_full        44.35
_diffrn_measured_fraction_theta_max 0.59
_diffrn_measured_fraction_theta_full 0.98
_diffrn_reflns_av_R_equivalents  0.0871
_diffrn_reflns_av_unetI/netI     0.0734
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       19

#======================================================================

# REFINEMENT DATA

_reflns_number_total             1251
_reflns_number_gt                992
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0570
_refine_ls_wR_factor_gt          0.1186
_refine_ls_R_factor_all          0.0708
_refine_ls_wR_factor_ref         0.1282
_refine_ls_goodness_of_fit_ref   1.63
_refine_ls_goodness_of_fit_gt    1.72
_refine_ls_number_reflns         1251
_refine_ls_number_parameters     142
_refine_ls_number_restraints     0
_refine_ls_number_constraints    68
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0004I²)
_refine_ls_hydrogen_treatment    constr
_refine_ls_shift/su_max          0.0260
_refine_ls_shift/su_mean         0.0037
_refine_diff_density_max         0.75
_refine_diff_density_min         -0.38
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 
;  420 of Friedel pairs used in the refinement
;
_refine_ls_abs_structure_Flack   0.127(18)

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 2.31
20.843901 1.02 10.2075 1.5886 0.5687 0.865 51.651199 0.2156
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
0.493002 10.5109 0.322912 26.1257 0.140191 3.14236 0.04081 57.799702 0.003038
Fe -1.1336 3.1974 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.880501 1.0369
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 3.0485
13.2771 2.2868 5.7011 1.5463 0.3239 0.867 32.908901 0.2508


#=======================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.73699(19) 0.62826(15) 0.28420(5) Uani 0.0225(5) 4 1 d . . .
O1 O 0.7367(11) 0.8725(8) 0.4792(3) Uani 0.048(3) 4 1 d . . .
C1 C 0.6422(14) 0.7847(10) 0.4514(4) Uani 0.024(3) 4 1 d . . .
C2 C 0.6005(14) 0.7645(10) 0.3573(5) Uani 0.024(3) 4 1 d . . .
C3 C 0.6846(11) 0.8237(9) 0.2844(4) Uani 0.024(3) 4 1 d . . .
C4 C 0.6124(14) 0.7638(10) 0.2072(4) Uani 0.026(4) 4 1 d . . .
C5 C 0.4866(14) 0.6665(10) 0.2321(5) Uani 0.024(4) 4 1 d . . .
C6 C 0.4791(14) 0.6644(11) 0.3255(5) Uani 0.027(4) 4 1 d . . .
C7 C 0.9317(14) 0.5557(12) 0.2033(5) Uani 0.031(3) 4 1 d . . .
C8 C 0.8105(13) 0.4552(11) 0.2268(4) Uani 0.034(4) 4 1 d . . .
C9 C 0.8139(12) 0.4435(10) 0.3208(4) Uani 0.021(3) 4 1 d . . .
C10 C 0.9368(12) 0.5375(10) 0.3548(4) Uani 0.028(4) 4 1 d . . .
C11 C 1.0097(12) 0.6087(11) 0.2828(5) Uani 0.031(3) 4 1 d . . .
C12 C 0.6611(14) 0.7984(11) 0.1131(4) Uani 0.034(4) 4 1 d . . .
C13 C 0.6693(15) 0.6774(11) 0.0543(4) Uani 0.039(4) 4 1 d . . .
C14 C 0.8068(14) 0.5922(12) 0.0529(4) Uani 0.045(5) 4 1 d . . .
C15 C 0.9701(13) 0.6048(12) 0.1106(4) Uani 0.040(4) 4 1 d . . .
H1 H 0.590892 0.724283 0.492953 Uiso 0.0283 4 1 d . . .
H3 H 0.774179 0.892023 0.286313 Uiso 0.0286 4 1 d . . .
H5 H 0.418193 0.611531 0.19303 Uiso 0.0289 4 1 d . . .
H6 H 0.406388 0.606757 0.360769 Uiso 0.0326 4 1 d . . .
H8 H 0.738459 0.403663 0.187245 Uiso 0.0406 4 1 d . . .
H9 H 0.744441 0.382106 0.354856 Uiso 0.0251 4 1 d . . .
H10 H 0.965685 0.550653 0.415601 Uiso 0.0341 4 1 d . . .
H11 H 1.095455 0.679369 0.286267 Uiso 0.0371 4 1 d . . .
H12a H 0.775455 0.842776 0.112117 Uiso 0.0407 4 1 d . . .
H12b H 0.574187 0.859522 0.090183 Uiso 0.0407 4 1 d . . .
H13 H 0.569351 0.661121 0.015754 Uiso 0.0464 4 1 d . . .
H14 H 0.800887 0.519105 0.012937 Uiso 0.0535 4 1 d . . .
H15a H 1.067768 0.554997 0.085839 Uiso 0.0482 4 1 d . . .
H15b H 1.007193 0.695432 0.112812 Uiso 0.0482 4 1 d . . .


#=======================================================================

# MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C2 . . 2.041(9) ?
Fe1 C3 . . 2.019(9) ?
Fe1 C4 . . 2.032(9) ?
Fe1 C5 . . 2.054(8) ?
Fe1 C6 . . 2.046(8) ?
Fe1 C7 . . 2.036(8) ?
Fe1 C8 . . 2.036(10) ?
Fe1 C9 . . 2.041(10) ?
Fe1 C10 . . 2.052(8) ?
Fe1 C11 . . 2.033(8) ?
O1 C1 . . 1.209(12) ?
C1 C2 . . 1.482(10) ?
C1 H1 . . 0.9609 ?
C2 C3 . . 1.413(11) ?
C2 C6 . . 1.438(13) ?
C3 C4 . . 1.429(10) ?
C3 H3 . . 0.9581 ?
C4 C5 . . 1.404(12) ?
C4 C12 . . 1.519(9) ?
C5 C6 . . 1.424(11) ?
C5 H5 . . 0.9648 ?
C6 H6 . . 0.9568 ?
C7 C8 . . 1.412(13) ?
C7 C11 . . 1.446(11) ?
C7 C15 . . 1.523(10) ?
C8 C9 . . 1.438(9) ?
C8 H8 . . 0.9568 ?
C9 C10 . . 1.417(12) ?
C9 H9 . . 0.9573 ?
C10 C11 . . 1.424(11) ?
C10 H10 . . 0.9604 ?
C11 H11 . . 0.9557 ?
C12 C13 . . 1.520(13) ?
C12 H12a . . 0.9625 ?
C12 H12b . . 0.9619 ?
C13 C14 . . 1.338(16) ?
C13 H13 . . 0.9573 ?
C14 C15 . . 1.500(10) ?
C14 H14 . . 0.9587 ?
C15 H15a . . 0.9616 ?
C15 H15b . . 0.9582 ?

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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 Fe1 C3 . . . 40.7(3) ?
C2 Fe1 C4 . . . 68.4(3) ?
C2 Fe1 C5 . . . 68.5(3) ?
C2 Fe1 C6 . . . 41.2(4) ?
C2 Fe1 C7 . . . 157.9(4) ?
C2 Fe1 C8 . . . 161.5(3) ?
C2 Fe1 C9 . . . 127.6(3) ?
C2 Fe1 C10 . . . 112.2(3) ?
C2 Fe1 C11 . . . 124.5(3) ?
C3 Fe1 C4 . . . 41.3(3) ?
C3 Fe1 C5 . . . 68.9(4) ?
C3 Fe1 C6 . . . 69.3(4) ?
C3 Fe1 C7 . . . 119.3(3) ?
C3 Fe1 C8 . . . 154.0(3) ?
C3 Fe1 C9 . . . 163.0(3) ?
C3 Fe1 C10 . . . 125.4(3) ?
C3 Fe1 C11 . . . 106.5(4) ?
C4 Fe1 C5 . . . 40.2(4) ?
C4 Fe1 C6 . . . 68.4(3) ?
C4 Fe1 C7 . . . 102.6(3) ?
C4 Fe1 C8 . . . 117.2(3) ?
C4 Fe1 C9 . . . 155.3(3) ?
C4 Fe1 C10 . . . 159.6(4) ?
C4 Fe1 C11 . . . 120.9(3) ?
C5 Fe1 C6 . . . 40.7(3) ?
C5 Fe1 C7 . . . 118.4(3) ?
C5 Fe1 C8 . . . 103.8(3) ?
C5 Fe1 C9 . . . 122.3(4) ?
C5 Fe1 C10 . . . 160.1(4) ?
C5 Fe1 C11 . . . 155.8(3) ?
C6 Fe1 C7 . . . 156.0(3) ?
C6 Fe1 C8 . . . 122.2(4) ?
C6 Fe1 C9 . . . 109.9(3) ?
C6 Fe1 C10 . . . 126.4(3) ?
C6 Fe1 C11 . . . 162.0(3) ?
C7 Fe1 C8 . . . 40.6(4) ?
C7 Fe1 C9 . . . 68.6(3) ?
C7 Fe1 C10 . . . 69.0(3) ?
C7 Fe1 C11 . . . 41.6(3) ?
C8 Fe1 C9 . . . 41.3(3) ?
C8 Fe1 C10 . . . 69.1(3) ?
C8 Fe1 C11 . . . 69.4(3) ?
C9 Fe1 C10 . . . 40.5(3) ?
C9 Fe1 C11 . . . 68.7(4) ?
C10 Fe1 C11 . . . 40.8(3) ?
O1 C1 C2 . . . 124.5(7) ?
O1 C1 H1 . . . 117.97 ?
C2 C1 H1 . . . 117.53 ?
Fe1 C2 C1 . . . 121.3(6) ?
Fe1 C2 C3 . . . 68.8(5) ?
Fe1 C2 C6 . . . 69.6(5) ?
C1 C2 C3 . . . 127.2(8) ?
C1 C2 C6 . . . 123.9(8) ?
C3 C2 C6 . . . 108.4(7) ?
Fe1 C3 C2 . . . 70.5(5) ?
Fe1 C3 C4 . . . 69.8(5) ?
Fe1 C3 H3 . . . 125.32 ?
C2 C3 C4 . . . 107.2(7) ?
C2 C3 H3 . . . 126.41 ?
C4 C3 H3 . . . 126.34 ?
Fe1 C4 C3 . . . 68.8(5) ?
Fe1 C4 C5 . . . 70.8(5) ?
Fe1 C4 C12 . . . 126.1(6) ?
C3 C4 C5 . . . 108.9(6) ?
C3 C4 C12 . . . 126.2(8) ?
C5 C4 C12 . . . 124.9(7) ?
Fe1 C5 C4 . . . 69.1(4) ?
Fe1 C5 C6 . . . 69.4(4) ?
Fe1 C5 H5 . . . 127.16 ?
C4 C5 C6 . . . 108.2(7) ?
C4 C5 H5 . . . 126.22 ?
C6 C5 H5 . . . 125.58 ?
Fe1 C6 C2 . . . 69.2(4) ?
Fe1 C6 C5 . . . 70.0(4) ?
Fe1 C6 H6 . . . 126.25 ?
C2 C6 C5 . . . 107.2(7) ?
C2 C6 H6 . . . 126.13 ?
C5 C6 H6 . . . 126.68 ?
Fe1 C7 C8 . . . 69.7(5) ?
Fe1 C7 C11 . . . 69.1(4) ?
Fe1 C7 C15 . . . 125.1(6) ?
C8 C7 C11 . . . 108.3(7) ?
C8 C7 C15 . . . 126.1(7) ?
C11 C7 C15 . . . 125.6(8) ?
Fe1 C8 C7 . . . 69.7(5) ?
Fe1 C8 C9 . . . 69.6(5) ?
Fe1 C8 H8 . . . 126.35 ?
C7 C8 C9 . . . 107.5(7) ?
C7 C8 H8 . . . 126.14 ?
C9 C8 H8 . . . 126.36 ?
Fe1 C9 C8 . . . 69.2(5) ?
Fe1 C9 C10 . . . 70.2(5) ?
Fe1 C9 H9 . . . 126.24 ?
C8 C9 C10 . . . 108.7(7) ?
C8 C9 H9 . . . 125.69 ?
C10 C9 H9 . . . 125.62 ?
Fe1 C10 C9 . . . 69.3(5) ?
Fe1 C10 C11 . . . 68.9(4) ?
Fe1 C10 H10 . . . 126.9 ?
C9 C10 C11 . . . 107.9(6) ?
C9 C10 H10 . . . 126.29 ?
C11 C10 H10 . . . 125.78 ?
Fe1 C11 C7 . . . 69.3(4) ?
Fe1 C11 C10 . . . 70.3(4) ?
Fe1 C11 H11 . . . 125.97 ?
C7 C11 C10 . . . 107.6(7) ?
C7 C11 H11 . . . 126.09 ?
C10 C11 H11 . . . 126.3 ?
C4 C12 C13 . . . 112.5(8) ?
C4 C12 H12a . . . 109.43 ?
C4 C12 H12b . . . 109.26 ?
C13 C12 H12a . . . 109.7 ?
C13 C12 H12b . . . 109.61 ?
H12a C12 H12b . . . 106.15 ?
C12 C13 C14 . . . 124.0(10) ?
C12 C13 H13 . . . 117.84 ?
C14 C13 H13 . . . 118.16 ?
C13 C14 C15 . . . 123.4(8) ?
C13 C14 H14 . . . 118.08 ?
C15 C14 H14 . . . 118.55 ?
C7 C15 C14 . . . 111.4(6) ?
C7 C15 H15a . . . 109.33 ?
C7 C15 H15b . . . 109.44 ?
C14 C15 H15a . . . 109.33 ?
C14 C15 H15b . . . 109.66 ?
H15a C15 H15b . . . 107.55 ?
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1935550'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2020-04-27 deposited with the CCDC.	2020-06-25 downloaded from the CCDC.
;
#=======================================================================

_vrf_PLAT987_I                   
;
PROBLEM: Refinement was done with JANA program based on a original Flack
 model (this is approximately equivalent to the SHELX BASF/TWIN refinement).
 The data quality does not allow to obtain more precise Flack parameter
 value. It is within error equal to 0, though.
;

#=======================================================================

# CHEMICAL DATA

_chemical_formula_moiety         'C15 H14 Fe O'
_chemical_formula_sum            'C15 H14 Fe O'
_chemical_formula_weight         266.1
#=======================================================================

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,-y,z+1/2
3 -x,y+1/2,-z+1/2
4 x+1/2,-y+1/2,-z

_cell_length_a                   7.6075(4)
_cell_length_b                   11.1031(7)
_cell_length_c                   13.2087(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1115.70(10)

_cell_formula_units_Z            4

_cell_measurement_reflns_used    4356
_cell_measurement_theta_min      5.23
_cell_measurement_theta_max      75.6
_cell_measurement_temperature    100

_exptl_crystal_density_diffrn    1.5843
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    10.621
_exptl_crystal_size_max          0.169
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.1
_exptl_crystal_colour            orange
_exptl_crystal_description       'cut crystal'

_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_absorpt_correction_T_min  0.299
_exptl_absorpt_correction_T_max  0.499

#=======================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Cu, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_measurement_method       'ω scans'

_diffrn_reflns_number            9171
_diffrn_reflns_theta_min         5.2
_diffrn_reflns_theta_max         76.48
_diffrn_reflns_theta_full        76.48
_diffrn_measured_fraction_theta_max 1
_diffrn_measured_fraction_theta_full 1
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

#======================================================================

# REFINEMENT DATA

_reflns_number_total             2287
_reflns_number_gt                1988
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_gt          0.1041
_refine_ls_R_factor_all          0.0472
_refine_ls_wR_factor_ref         0.1059
_refine_ls_goodness_of_fit_ref   1.60
_refine_ls_goodness_of_fit_gt    1.70
_refine_ls_number_reflns         2287
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_number_constraints    56
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0004I²)
_refine_ls_hydrogen_treatment    constr
_refine_ls_shift/su_max          0.0085
_refine_ls_shift/su_mean         0.0007
_refine_diff_density_max         1.01
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 
;  927 of Friedel pairs used in the refinement
;
_refine_ls_abs_structure_Flack   0.039(7)

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 2.31
20.843901 1.02 10.2075 1.5886 0.5687 0.865 51.651199 0.2156
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
0.493002 10.5109 0.322912 26.1257 0.140191 3.14236 0.04081 57.799702 0.003038
Fe -1.1336 3.1974 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.880501 1.0369
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 3.0485
13.2771 2.2868 5.7011 1.5463 0.3239 0.867 32.908901 0.2508


#=======================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.46430(7) 0.50249(6) 0.65695(4) Uani 0.02332(14) 4 1 d . . .
O1 O 0.4198(4) 0.7610(3) 0.4647(3) Uani 0.0394(10) 4 1 d . . .
C1 C 0.3345(6) 0.6756(4) 0.4960(3) Uani 0.0314(11) 4 1 d . . .
C2 C 0.4046(6) 0.5567(4) 0.5138(3) Uani 0.0286(11) 4 1 d . . .
C3 C 0.3032(5) 0.4504(4) 0.5420(3) Uani 0.0260(10) 4 1 d . . .
C4 C 0.4265(5) 0.3572(3) 0.5629(3) Uani 0.0245(11) 4 1 d . . .
C5 C 0.6002(6) 0.4028(4) 0.5510(3) Uani 0.0281(11) 4 1 d . . .
C6 C 0.5901(5) 0.5255(3) 0.5212(3) Uani 0.0283(11) 4 1 d . . .
C7 C 0.2936(5) 0.5367(4) 0.7727(3) Uani 0.0279(11) 4 1 d . . .
C8 C 0.4114(6) 0.4432(4) 0.8009(3) Uani 0.0284(11) 4 1 d . . .
C9 C 0.5882(5) 0.4882(4) 0.7943(3) Uani 0.0296(11) 4 1 d . . .
C10 C 0.5790(6) 0.6102(4) 0.7645(3) Uani 0.0324(12) 4 1 d . . .
C11 C 0.3987(6) 0.6409(4) 0.7523(3) Uani 0.0310(12) 4 1 d . . .
C12 C 0.1074(5) 0.4392(3) 0.5476(3) Uani 0.0270(11) 4 1 d . . .
C13 C 0.0483(6) 0.3631(3) 0.6364(3) Uani 0.0283(11) 4 1 d . . .
C14 C 0.0416(6) 0.4026(4) 0.7309(3) Uani 0.0318(11) 4 1 d . . .
C15 C 0.0974(5) 0.5273(4) 0.7633(3) Uani 0.0309(11) 4 1 d . . .
H1 H 0.212079 0.68848 0.5099 Uiso 0.0377 4 1 d . . .
H4 H 0.397158 0.276232 0.582017 Uiso 0.0294 4 1 d . . .
H5 H 0.706644 0.357955 0.561331 Uiso 0.0337 4 1 d . . .
H6 H 0.687622 0.578182 0.508399 Uiso 0.034 4 1 d . . .
H8 H 0.378372 0.363187 0.820946 Uiso 0.0341 4 1 d . . .
H9 H 0.693637 0.443452 0.807763 Uiso 0.0355 4 1 d . . .
H10 H 0.677172 0.663177 0.754331 Uiso 0.0389 4 1 d . . .
H11 H 0.354727 0.718797 0.733406 Uiso 0.0372 4 1 d . . .
H12a H 0.06396 0.404782 0.485861 Uiso 0.0324 4 1 d . . .
H12b H 0.05604 0.517971 0.552732 Uiso 0.0324 4 1 d . . .
H13 H 0.013568 0.281377 0.623442 Uiso 0.034 4 1 d . . .
H14 H -0.001401 0.348623 0.781973 Uiso 0.0381 4 1 d . . .
H15a H 0.0439 0.54645 0.827142 Uiso 0.0371 4 1 d . . .
H15b H 0.056118 0.585215 0.714889 Uiso 0.0371 4 1 d . . .


#=======================================================================

# MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C2 . . 2.036(4) ?
Fe1 C3 . . 2.035(4) ?
Fe1 C4 . . 2.056(4) ?
Fe1 C5 . . 2.062(4) ?
Fe1 C6 . . 2.048(4) ?
Fe1 C7 . . 2.042(4) ?
Fe1 C8 . . 2.052(4) ?
Fe1 C9 . . 2.051(4) ?
Fe1 C10 . . 2.052(4) ?
Fe1 C11 . . 2.049(4) ?
O1 C1 . . 1.221(6) ?
C1 C2 . . 1.443(6) ?
C1 H1 . . 0.96 ?
C2 C3 . . 1.458(6) ?
C2 C6 . . 1.456(6) ?
C3 C4 . . 1.424(5) ?
C3 C12 . . 1.497(5) ?
C4 C5 . . 1.424(6) ?
C4 H4 . . 0.9601 ?
C5 C6 . . 1.420(6) ?
C5 H5 . . 0.9604 ?
C6 H6 . . 0.9598 ?
C7 C8 . . 1.421(6) ?
C7 C11 . . 1.432(6) ?
C7 C15 . . 1.501(5) ?
C8 C9 . . 1.437(6) ?
C8 H8 . . 0.9605 ?
C9 C10 . . 1.412(6) ?
C9 H9 . . 0.9601 ?
C10 C11 . . 1.423(6) ?
C10 H10 . . 0.9601 ?
C11 H11 . . 0.9603 ?
C12 C13 . . 1.514(5) ?
C12 H12a . . 0.9593 ?
C12 H12b . . 0.9603 ?
C13 C14 . . 1.324(6) ?
C13 H13 . . 0.9604 ?
C14 C15 . . 1.510(6) ?
C14 H14 . . 0.9598 ?
C15 H15a . . 0.9602 ?
C15 H15b . . 0.9597 ?

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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 Fe1 C3 . . . 41.99(17) ?
C2 Fe1 C4 . . . 68.88(16) ?
C2 Fe1 C5 . . . 68.91(17) ?
C2 Fe1 C6 . . . 41.78(17) ?
C2 Fe1 C7 . . . 119.91(17) ?
C2 Fe1 C8 . . . 155.76(18) ?
C2 Fe1 C9 . . . 161.30(17) ?
C2 Fe1 C10 . . . 124.45(18) ?
C2 Fe1 C11 . . . 107.15(17) ?
C3 Fe1 C4 . . . 40.72(16) ?
C3 Fe1 C5 . . . 69.09(17) ?
C3 Fe1 C6 . . . 70.35(15) ?
C3 Fe1 C7 . . . 103.21(16) ?
C3 Fe1 C8 . . . 118.82(17) ?
C3 Fe1 C9 . . . 156.19(17) ?
C3 Fe1 C10 . . . 159.77(18) ?
C3 Fe1 C11 . . . 121.68(17) ?
C4 Fe1 C5 . . . 40.45(16) ?
C4 Fe1 C6 . . . 68.55(14) ?
C4 Fe1 C7 . . . 120.63(16) ?
C4 Fe1 C8 . . . 106.30(16) ?
C4 Fe1 C9 . . . 122.55(16) ?
C4 Fe1 C10 . . . 159.23(17) ?
C4 Fe1 C11 . . . 157.79(17) ?
C5 Fe1 C6 . . . 40.42(15) ?
C5 Fe1 C7 . . . 157.97(18) ?
C5 Fe1 C8 . . . 123.71(17) ?
C5 Fe1 C9 . . . 109.17(17) ?
C5 Fe1 C10 . . . 124.72(18) ?
C5 Fe1 C11 . . . 160.39(18) ?
C6 Fe1 C7 . . . 158.35(16) ?
C6 Fe1 C8 . . . 160.51(17) ?
C6 Fe1 C9 . . . 124.70(15) ?
C6 Fe1 C10 . . . 109.55(16) ?
C6 Fe1 C11 . . . 123.94(16) ?
C7 Fe1 C8 . . . 40.63(17) ?
C7 Fe1 C9 . . . 69.16(15) ?
C7 Fe1 C10 . . . 69.12(17) ?
C7 Fe1 C11 . . . 40.98(17) ?
C8 Fe1 C9 . . . 41.02(17) ?
C8 Fe1 C10 . . . 68.21(17) ?
C8 Fe1 C11 . . . 67.87(17) ?
C9 Fe1 C10 . . . 40.28(17) ?
C9 Fe1 C11 . . . 68.04(17) ?
C10 Fe1 C11 . . . 40.60(18) ?
O1 C1 C2 . . . 124.7(4) ?
O1 C1 H1 . . . 117.69 ?
C2 C1 H1 . . . 117.62 ?
Fe1 C2 C1 . . . 120.3(3) ?
Fe1 C2 C3 . . . 69.0(2) ?
Fe1 C2 C6 . . . 69.6(2) ?
C1 C2 C3 . . . 125.9(4) ?
C1 C2 C6 . . . 125.9(4) ?
C3 C2 C6 . . . 107.6(3) ?
Fe1 C3 C2 . . . 69.0(2) ?
Fe1 C3 C4 . . . 70.4(2) ?
Fe1 C3 C12 . . . 125.9(3) ?
C2 C3 C4 . . . 106.8(3) ?
C2 C3 C12 . . . 127.3(4) ?
C4 C3 C12 . . . 125.9(4) ?
Fe1 C4 C3 . . . 68.8(2) ?
Fe1 C4 C5 . . . 70.0(2) ?
Fe1 C4 H4 . . . 127.46 ?
C3 C4 C5 . . . 109.4(3) ?
C3 C4 H4 . . . 125.34 ?
C5 C4 H4 . . . 125.29 ?
Fe1 C5 C4 . . . 69.6(2) ?
Fe1 C5 C6 . . . 69.3(2) ?
Fe1 C5 H5 . . . 127.2 ?
C4 C5 C6 . . . 108.8(4) ?
C4 C5 H5 . . . 125.63 ?
C6 C5 H5 . . . 125.62 ?
Fe1 C6 C2 . . . 68.6(2) ?
Fe1 C6 C5 . . . 70.3(2) ?
Fe1 C6 H6 . . . 126.25 ?
C2 C6 C5 . . . 107.4(3) ?
C2 C6 H6 . . . 126.32 ?
C5 C6 H6 . . . 126.27 ?
Fe1 C7 C8 . . . 70.1(2) ?
Fe1 C7 C11 . . . 69.8(2) ?
Fe1 C7 C15 . . . 123.9(3) ?
C8 C7 C11 . . . 106.7(4) ?
C8 C7 C15 . . . 126.7(4) ?
C11 C7 C15 . . . 126.6(4) ?
Fe1 C8 C7 . . . 69.3(2) ?
Fe1 C8 C9 . . . 69.4(2) ?
Fe1 C8 H8 . . . 127.12 ?
C7 C8 C9 . . . 108.7(4) ?
C7 C8 H8 . . . 125.66 ?
C9 C8 H8 . . . 125.66 ?
Fe1 C9 C8 . . . 69.5(2) ?
Fe1 C9 C10 . . . 69.9(2) ?
Fe1 C9 H9 . . . 126.01 ?
C8 C9 C10 . . . 107.7(4) ?
C8 C9 H9 . . . 126.2 ?
C10 C9 H9 . . . 126.11 ?
Fe1 C10 C9 . . . 69.8(2) ?
Fe1 C10 C11 . . . 69.6(2) ?
Fe1 C10 H10 . . . 126.23 ?
C9 C10 C11 . . . 108.0(4) ?
C9 C10 H10 . . . 126.02 ?
C11 C10 H10 . . . 125.97 ?
Fe1 C11 C7 . . . 69.2(2) ?
Fe1 C11 C10 . . . 69.8(2) ?
Fe1 C11 H11 . . . 126.92 ?
C7 C11 C10 . . . 108.9(4) ?
C7 C11 H11 . . . 125.6 ?
C10 C11 H11 . . . 125.53 ?
C3 C12 C13 . . . 112.4(3) ?
C3 C12 H12a . . . 109.51 ?
C3 C12 H12b . . . 109.44 ?
C13 C12 H12a . . . 109.51 ?
C13 C12 H12b . . . 109.44 ?
H12a C12 H12b . . . 106.42 ?
C12 C13 C14 . . . 123.8(3) ?
C12 C13 H13 . . . 118.09 ?
C14 C13 H13 . . . 118.06 ?
C13 C14 C15 . . . 124.1(4) ?
C13 C14 H14 . . . 117.96 ?
C15 C14 H14 . . . 117.98 ?
C7 C15 C14 . . . 111.5(4) ?
C7 C15 H15a . . . 109.47 ?
C7 C15 H15b . . . 109.5 ?
C14 C15 H15a . . . 109.44 ?
C14 C15 H15b . . . 109.48 ?
H15a C15 H15b . . . 107.34 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C1 H1 O1 . . 4_466 0.96 2.32 3.274(6) 174.01 ?
