# 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_Complex_1
_audit_block_doi                 10.5517/ccdc.csd.cc20nlx6
_database_code_depnum_ccdc_archive 'CCDC 1866848'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acsomega.8b03400 2019
loop_
_audit_author_name
_audit_author_address
'Amit Adhikary'
;IACS India
India
;
_audit_update_record             
;
2019-03-13 deposited with the CCDC.	2020-08-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H6 Fe2 N2 O13'
_chemical_formula_weight         521.91

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'

_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                   11.3826(3)
_cell_length_b                   21.6960(9)
_cell_length_c                   7.4517(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.2220(10)
_cell_angle_gamma                90
_cell_volume                     1840.23(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4500
_cell_measurement_theta_min      3.34
_cell_measurement_theta_max      30.45

_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.884
_exptl_crystal_F_000             1040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.653
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4190
_diffrn_reflns_av_unetI/netI     0.0039
_diffrn_reflns_av_R_equivalents  0.0038
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.877
_diffrn_reflns_theta_max         27.445
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2102
_reflns_number_gt                2060
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0275P)²+3.1525P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2102
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0207
_refine_ls_R_factor_gt           0.0203
_refine_ls_wR_factor_ref         0.0573
_refine_ls_wR_factor_gt          0.0571
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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 0.13211(2) 0.13075(2) 0.79072(3) 0.01933(8) Uani 1 1 d . . . . .
O1 O 0.16525(10) 0.22317(5) 0.81136(14) 0.0219(2) Uani 1 1 d . . . . .
O2 O 0.28688(11) 0.30044(5) 0.73417(15) 0.0265(2) Uani 1 1 d . . . . .
O3 O 0.18356(9) 0.04187(5) 0.71712(16) 0.0246(2) Uani 1 1 d . . . . .
O4 O 0.32612(10) -0.01474(5) 0.59165(18) 0.0299(3) Uani 1 1 d . . . . .
O5 O 0.21282(11) 0.11443(5) 1.02486(15) 0.0267(2) Uani 1 1 d . . . . .
H5A H 0.172298 0.129624 1.109795 0.040 Uiso 1 1 d R U . . .
H5B H 0.277315 0.134226 1.028749 0.040 Uiso 1 1 d R U . . .
O6 O 0.02074(9) 0.13236(5) 0.58704(15) 0.0227(2) Uani 1 1 d . . . . .
N1 N 0.28941(10) 0.14282(5) 0.65759(16) 0.0164(2) Uani 1 1 d . . . . .
C1 C 0.33280(12) 0.19938(6) 0.64275(19) 0.0172(3) Uani 1 1 d . . . . .
C2 C 0.43618(13) 0.21025(7) 0.5523(2) 0.0224(3) Uani 1 1 d . . . . .
H2 H 0.465611 0.249988 0.539406 0.027 Uiso 1 1 calc R U . . .
C3 C 0.49479(13) 0.15980(8) 0.4812(2) 0.0235(3) Uani 1 1 d . . . . .
H3 H 0.564365 0.165717 0.418459 0.028 Uiso 1 1 calc R U . . .
C4 C 0.45045(12) 0.10024(7) 0.5028(2) 0.0219(3) Uani 1 1 d . . . . .
H4 H 0.490160 0.066134 0.457867 0.026 Uiso 1 1 calc R U . . .
C5 C 0.34582(12) 0.09385(6) 0.59294(19) 0.0180(3) Uani 1 1 d . . . . .
C6 C 0.25706(13) 0.24572(6) 0.73611(19) 0.0195(3) Uani 1 1 d . . . . .
C7 C 0.28113(12) 0.03479(7) 0.6357(2) 0.0211(3) Uani 1 1 d . . . . .
O13 O 1.000000 0.05800(11) 0.250000 0.0519(5) Uani 1 2 d GS T P . .
H13 H 0.942341 0.082827 0.243912 0.078 Uiso 0.5 1 d G U P . .


_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 O6 1.9673(11) 2_556 ?
Fe1 O6 1.9740(12) . ?
Fe1 O5 2.0003(12) . ?
Fe1 O1 2.0459(10) . ?
Fe1 N1 2.0669(12) . ?
Fe1 O3 2.0893(10) . ?
O1 C6 1.2847(19) . ?
O2 C6 1.2350(18) . ?
O3 C7 1.2767(17) . ?
O4 C7 1.2354(18) . ?
O5 H5A 0.8510 . ?
O5 H5B 0.8509 . ?
N1 C1 1.3275(17) . ?
N1 C5 1.3325(18) . ?
C1 C2 1.379(2) . ?
C1 C6 1.498(2) . ?
C2 C3 1.388(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.397(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.3767(19) . ?
C4 H4 0.9300 . ?
C5 C7 1.5124(19) . ?
O13 H13 0.8501 . ?
O13 H13 0.85(6) 2_755 ?

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
O6 Fe1 O6 77.83(5) 2_556 . ?
O6 Fe1 O5 90.19(5) 2_556 . ?
O6 Fe1 O5 164.84(5) . . ?
O6 Fe1 O1 96.37(4) 2_556 . ?
O6 Fe1 O1 99.10(4) . . ?
O5 Fe1 O1 91.37(5) . . ?
O6 Fe1 N1 171.59(5) 2_556 . ?
O6 Fe1 N1 100.58(5) . . ?
O5 Fe1 N1 92.59(5) . . ?
O1 Fe1 N1 75.64(4) . . ?
O6 Fe1 O3 112.78(4) 2_556 . ?
O6 Fe1 O3 89.68(5) . . ?
O5 Fe1 O3 86.41(5) . . ?
O1 Fe1 O3 150.75(4) . . ?
N1 Fe1 O3 75.33(4) . . ?
C6 O1 Fe1 119.37(9) . . ?
C7 O3 Fe1 118.74(9) . . ?
Fe1 O5 H5A 109.4 . . ?
Fe1 O5 H5B 109.5 . . ?
H5A O5 H5B 104.4 . . ?
Fe1 O6 Fe1 102.13(5) 2_556 . ?
C1 N1 C5 121.80(12) . . ?
C1 N1 Fe1 118.71(10) . . ?
C5 N1 Fe1 119.47(9) . . ?
N1 C1 C2 121.16(13) . . ?
N1 C1 C6 111.52(12) . . ?
C2 C1 C6 127.31(13) . . ?
C1 C2 C3 117.65(13) . . ?
C1 C2 H2 121.2 . . ?
C3 C2 H2 121.2 . . ?
C2 C3 C4 120.74(14) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 117.58(14) . . ?
C5 C4 H4 121.2 . . ?
C3 C4 H4 121.2 . . ?
N1 C5 C4 121.01(13) . . ?
N1 C5 C7 111.32(12) . . ?
C4 C5 C7 127.66(13) . . ?
O2 C6 O1 126.53(14) . . ?
O2 C6 C1 118.77(14) . . ?
O1 C6 C1 114.69(12) . . ?
O4 C7 O3 126.38(14) . . ?
O4 C7 C5 118.57(13) . . ?
O3 C7 C5 115.05(12) . . ?
H13 O13 H13 101.4 . 2_755 ?

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
C5 N1 C1 C2 2.9(2) . . . . ?
Fe1 N1 C1 C2 -178.71(10) . . . . ?
C5 N1 C1 C6 -176.32(12) . . . . ?
Fe1 N1 C1 C6 2.06(15) . . . . ?
N1 C1 C2 C3 -1.6(2) . . . . ?
C6 C1 C2 C3 177.53(13) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C2 C3 C4 C5 1.5(2) . . . . ?
C1 N1 C5 C4 -2.0(2) . . . . ?
Fe1 N1 C5 C4 179.66(11) . . . . ?
C1 N1 C5 C7 177.01(13) . . . . ?
Fe1 N1 C5 C7 -1.36(16) . . . . ?
C3 C4 C5 N1 -0.2(2) . . . . ?
C3 C4 C5 C7 -179.03(14) . . . . ?
Fe1 O1 C6 O2 178.43(11) . . . . ?
Fe1 O1 C6 C1 -1.46(16) . . . . ?
N1 C1 C6 O2 179.70(13) . . . . ?
C2 C1 C6 O2 0.5(2) . . . . ?
N1 C1 C6 O1 -0.40(17) . . . . ?
C2 C1 C6 O1 -179.58(13) . . . . ?
Fe1 O3 C7 O4 176.19(13) . . . . ?
Fe1 O3 C7 C5 -3.22(18) . . . . ?
N1 C5 C7 O4 -176.52(14) . . . . ?
C4 C5 C7 O4 2.4(2) . . . . ?
N1 C5 C7 O3 2.94(19) . . . . ?
C4 C5 C7 O3 -178.17(15) . . . . ?

_refine_diff_density_max         0.339
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.056

