# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1967275'
loop_
_audit_author_name
_audit_author_address
'Biswajit Saha'
;Scientist
India
;
_audit_update_record             
;
2020-04-06 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            9aprf
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H21 Fe N O'
_chemical_formula_sum            'C27 H21 Fe N O'
_chemical_formula_weight         431.30

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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.4133(6)
_cell_length_b                   15.4886(9)
_cell_length_c                   13.6365(8)
_cell_angle_alpha                90
_cell_angle_beta                 104.721(2)
_cell_angle_gamma                90
_cell_volume                     1922.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    6162
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      28.25

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.380
_exptl_absorpt_coefficient_mu    0.804
_shelx_estimated_absorpt_T_min   0.719
_shelx_estimated_absorpt_T_max   0.750
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.700
_exptl_absorpt_correction_T_max  0.730
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31055
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.714
_diffrn_reflns_theta_max         28.360
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4793
_reflns_number_gt                4229
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    DIAMOND
_computing_publication_material  ciftab
_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)+(0.0377P)²+1.7518P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4793
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0922
_refine_ls_wR_factor_gt          0.0875
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.002
_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 0.68210(3) 0.20616(2) 0.51952(2) 0.01583(8) Uani 1 1 d . . . . .
O1 O 0.85837(14) 0.61966(8) 1.04368(10) 0.0213(3) Uani 1 1 d . . . . .
H1 H 0.841(3) 0.5908(18) 0.989(2) 0.039(7) Uiso 1 1 d . . . . .
N1 N 0.78835(16) 0.58020(9) 0.85576(11) 0.0172(3) Uani 1 1 d . . . . .
C1 C 0.6488(3) 0.15144(13) 0.64718(16) 0.0391(6) Uani 1 1 d . . . . .
H1A H 0.617578 0.179962 0.697976 0.047 Uiso 1 1 calc R U . . .
C2 C 0.5579(2) 0.11175(12) 0.56100(16) 0.0274(4) Uani 1 1 d . . . . .
H2 H 0.455859 0.109304 0.544557 0.033 Uiso 1 1 calc R U . . .
C3 C 0.6503(2) 0.07610(12) 0.50367(16) 0.0268(4) Uani 1 1 d . . . . .
H3 H 0.618583 0.045915 0.443090 0.032 Uiso 1 1 calc R U . . .
C4 C 0.7988(2) 0.09399(13) 0.55377(18) 0.0333(5) Uani 1 1 d . . . . .
H4 H 0.881093 0.078237 0.531943 0.040 Uiso 1 1 calc R U . . .
C5 C 0.7984(3) 0.14002(14) 0.64267(19) 0.0442(6) Uani 1 1 d . . . . .
H5 H 0.881023 0.159721 0.690428 0.053 Uiso 1 1 calc R U . . .
C6 C 0.80299(18) 0.30701(11) 0.49010(13) 0.0170(3) Uani 1 1 d . . . . .
H6 H 0.902606 0.315990 0.518708 0.020 Uiso 1 1 calc R U . . .
C7 C 0.7416(2) 0.25977(12) 0.40005(13) 0.0208(3) Uani 1 1 d . . . . .
H7 H 0.793635 0.232808 0.359142 0.025 Uiso 1 1 calc R U . . .
C8 C 0.5864(2) 0.26105(12) 0.38361(13) 0.0226(4) Uani 1 1 d . . . . .
H8 H 0.519251 0.234654 0.330105 0.027 Uiso 1 1 calc R U . . .
C9 C 0.55112(19) 0.30964(11) 0.46303(14) 0.0202(3) Uani 1 1 d . . . . .
H9 H 0.457098 0.320530 0.470162 0.024 Uiso 1 1 calc R U . . .
C10 C 0.68477(17) 0.33861(10) 0.52952(12) 0.0141(3) Uani 1 1 d . . . . .
C11 C 0.70483(18) 0.39565(10) 0.61886(12) 0.0152(3) Uani 1 1 d . . . . .
C12 C 0.83931(18) 0.39881(11) 0.69273(13) 0.0182(3) Uani 1 1 d . . . . .
H12 H 0.913330 0.360180 0.688874 0.022 Uiso 1 1 calc R U . . .
C13 C 0.86413(18) 0.45802(11) 0.77102(13) 0.0183(3) Uani 1 1 d . . . . .
H13 H 0.953272 0.458157 0.819958 0.022 Uiso 1 1 calc R U . . .
C14 C 0.75513(18) 0.51770(10) 0.77659(12) 0.0157(3) Uani 1 1 d . . . . .
C15 C 0.61924(18) 0.51409(11) 0.70621(13) 0.0189(3) Uani 1 1 d . . . . .
H15 H 0.545170 0.552432 0.710814 0.023 Uiso 1 1 calc R U . . .
C16 C 0.59449(18) 0.45301(11) 0.62900(13) 0.0191(3) Uani 1 1 d . . . . .
H16 H 0.502720 0.450203 0.583123 0.023 Uiso 1 1 calc R U . . .
C17 C 0.76327(17) 0.66082(11) 0.83457(12) 0.0159(3) Uani 1 1 d . . . . .
H17 H 0.723476 0.676957 0.767512 0.019 Uiso 1 1 calc R U . . .
C18 C 0.84266(18) 0.70266(11) 1.01453(13) 0.0169(3) Uani 1 1 d . . . . .
C19 C 0.87679(18) 0.76556(12) 1.09273(13) 0.0188(3) Uani 1 1 d . . . . .
H19 H 0.907320 0.748136 1.160085 0.023 Uiso 1 1 calc R U . . .
C20 C 0.86510(18) 0.85118(12) 1.06975(13) 0.0191(3) Uani 1 1 d . . . . .
H20 H 0.886455 0.891644 1.121825 0.023 Uiso 1 1 calc R U . . .
C21 C 0.82073(17) 0.87987(11) 0.96727(13) 0.0160(3) Uani 1 1 d . . . . .
C22 C 0.78461(17) 0.81767(11) 0.88736(12) 0.0147(3) Uani 1 1 d . . . . .
C23 C 0.79543(17) 0.72723(11) 0.91252(12) 0.0151(3) Uani 1 1 d . . . . .
C24 C 0.74530(18) 0.84993(11) 0.78653(13) 0.0170(3) Uani 1 1 d . . . . .
H24 H 0.720683 0.811134 0.732827 0.020 Uiso 1 1 calc R U . . .
C25 C 0.74265(19) 0.93691(11) 0.76620(13) 0.0198(3) Uani 1 1 d . . . . .
H25 H 0.716783 0.956094 0.699392 0.024 Uiso 1 1 calc R U . . .
C26 C 0.77911(19) 0.99744(11) 0.84648(14) 0.0209(3) Uani 1 1 d . . . . .
H26 H 0.777612 1.056267 0.832611 0.025 Uiso 1 1 calc R U . . .
C27 C 0.81632(18) 0.96898(11) 0.94396(14) 0.0188(3) Uani 1 1 d . . . . .
H27 H 0.839394 1.008970 0.996485 0.023 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 C7 2.0299(17) . ?
Fe1 C8 2.0299(18) . ?
Fe1 C1 2.031(2) . ?
Fe1 C6 2.0318(16) . ?
Fe1 C5 2.033(2) . ?
Fe1 C2 2.0398(18) . ?
Fe1 C3 2.0399(18) . ?
Fe1 C4 2.0452(19) . ?
Fe1 C9 2.0494(18) . ?
Fe1 C10 2.0557(16) . ?
O1 C18 1.343(2) . ?
O1 H1 0.85(3) . ?
N1 C17 1.290(2) . ?
N1 C14 1.424(2) . ?
C1 C2 1.407(3) . ?
C1 C5 1.436(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.421(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.419(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.407(4) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.420(2) . ?
C6 C10 1.439(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.420(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.426(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.424(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.478(2) . ?
C11 C16 1.400(2) . ?
C11 C12 1.404(2) . ?
C12 C13 1.382(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.397(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.392(2) . ?
C15 C16 1.390(2) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C23 1.455(2) . ?
C17 H17 0.9300 . ?
C18 C23 1.401(2) . ?
C18 C19 1.420(2) . ?
C19 C20 1.361(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.424(2) . ?
C20 H20 0.9300 . ?
C21 C27 1.415(2) . ?
C21 C22 1.429(2) . ?
C22 C24 1.421(2) . ?
C22 C23 1.440(2) . ?
C24 C25 1.374(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.416(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.359(3) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?

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
C7 Fe1 C8 40.95(7) . . ?
C7 Fe1 C1 173.12(10) . . ?
C8 Fe1 C1 145.91(10) . . ?
C7 Fe1 C6 40.93(7) . . ?
C8 Fe1 C6 68.81(7) . . ?
C1 Fe1 C6 134.94(8) . . ?
C7 Fe1 C5 131.96(10) . . ?
C8 Fe1 C5 170.40(10) . . ?
C1 Fe1 C5 41.38(11) . . ?
C6 Fe1 C5 109.84(8) . . ?
C7 Fe1 C2 144.11(8) . . ?
C8 Fe1 C2 113.63(8) . . ?
C1 Fe1 C2 40.45(9) . . ?
C6 Fe1 C2 174.33(7) . . ?
C5 Fe1 C2 68.66(9) . . ?
C7 Fe1 C3 112.45(8) . . ?
C8 Fe1 C3 107.32(8) . . ?
C1 Fe1 C3 68.18(8) . . ?
C6 Fe1 C3 144.36(7) . . ?
C5 Fe1 C3 67.89(9) . . ?
C2 Fe1 C3 40.76(7) . . ?
C7 Fe1 C4 106.80(8) . . ?
C8 Fe1 C4 130.71(9) . . ?
C1 Fe1 C4 68.95(10) . . ?
C6 Fe1 C4 113.75(8) . . ?
C5 Fe1 C4 40.37(10) . . ?
C2 Fe1 C4 68.92(8) . . ?
C3 Fe1 C4 40.64(8) . . ?
C7 Fe1 C9 68.94(7) . . ?
C8 Fe1 C9 40.91(7) . . ?
C1 Fe1 C9 116.07(9) . . ?
C6 Fe1 C9 68.79(7) . . ?
C5 Fe1 C9 148.29(10) . . ?
C2 Fe1 C9 109.42(8) . . ?
C3 Fe1 C9 132.42(8) . . ?
C4 Fe1 C9 170.82(9) . . ?
C7 Fe1 C10 69.13(7) . . ?
C8 Fe1 C10 68.76(7) . . ?
C1 Fe1 C10 111.20(8) . . ?
C6 Fe1 C10 41.22(6) . . ?
C5 Fe1 C10 116.94(8) . . ?
C2 Fe1 C10 134.04(7) . . ?
C3 Fe1 C10 172.52(7) . . ?
C4 Fe1 C10 146.69(8) . . ?
C9 Fe1 C10 40.58(6) . . ?
C18 O1 H1 105.4(18) . . ?
C17 N1 C14 119.71(14) . . ?
C2 C1 C5 107.77(19) . . ?
C2 C1 Fe1 70.12(11) . . ?
C5 C1 Fe1 69.39(12) . . ?
C2 C1 H1A 126.1 . . ?
C5 C1 H1A 126.1 . . ?
Fe1 C1 H1A 125.9 . . ?
C1 C2 C3 107.57(19) . . ?
C1 C2 Fe1 69.43(11) . . ?
C3 C2 Fe1 69.62(10) . . ?
C1 C2 H2 126.2 . . ?
C3 C2 H2 126.2 . . ?
Fe1 C2 H2 126.3 . . ?
C4 C3 C2 108.99(19) . . ?
C4 C3 Fe1 69.89(11) . . ?
C2 C3 Fe1 69.62(10) . . ?
C4 C3 H3 125.5 . . ?
C2 C3 H3 125.5 . . ?
Fe1 C3 H3 126.6 . . ?
C5 C4 C3 107.2(2) . . ?
C5 C4 Fe1 69.35(12) . . ?
C3 C4 Fe1 69.48(11) . . ?
C5 C4 H4 126.4 . . ?
C3 C4 H4 126.4 . . ?
Fe1 C4 H4 126.3 . . ?
C4 C5 C1 108.5(2) . . ?
C4 C5 Fe1 70.28(12) . . ?
C1 C5 Fe1 69.22(12) . . ?
C4 C5 H5 125.8 . . ?
C1 C5 H5 125.8 . . ?
Fe1 C5 H5 126.3 . . ?
C7 C6 C10 108.34(15) . . ?
C7 C6 Fe1 69.46(10) . . ?
C10 C6 Fe1 70.28(9) . . ?
C7 C6 H6 125.8 . . ?
C10 C6 H6 125.8 . . ?
Fe1 C6 H6 126.0 . . ?
C8 C7 C6 107.81(15) . . ?
C8 C7 Fe1 69.52(10) . . ?
C6 C7 Fe1 69.61(10) . . ?
C8 C7 H7 126.1 . . ?
C6 C7 H7 126.1 . . ?
Fe1 C7 H7 126.3 . . ?
C7 C8 C9 108.44(15) . . ?
C7 C8 Fe1 69.53(10) . . ?
C9 C8 Fe1 70.28(10) . . ?
C7 C8 H8 125.8 . . ?
C9 C8 H8 125.8 . . ?
Fe1 C8 H8 126.0 . . ?
C10 C9 C8 108.13(15) . . ?
C10 C9 Fe1 69.95(9) . . ?
C8 C9 Fe1 68.81(10) . . ?
C10 C9 H9 125.9 . . ?
C8 C9 H9 125.9 . . ?
Fe1 C9 H9 126.9 . . ?
C9 C10 C6 107.28(14) . . ?
C9 C10 C11 128.36(15) . . ?
C6 C10 C11 124.22(14) . . ?
C9 C10 Fe1 69.47(10) . . ?
C6 C10 Fe1 68.50(9) . . ?
C11 C10 Fe1 130.41(11) . . ?
C16 C11 C12 117.59(15) . . ?
C16 C11 C10 121.22(15) . . ?
C12 C11 C10 121.02(15) . . ?
C13 C12 C11 121.48(15) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 119.92(15) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 119.66(15) . . ?
C15 C14 N1 122.43(15) . . ?
C13 C14 N1 117.90(15) . . ?
C16 C15 C14 119.82(15) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C11 121.39(16) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
N1 C17 C23 121.91(15) . . ?
N1 C17 H17 119.0 . . ?
C23 C17 H17 119.0 . . ?
O1 C18 C23 122.50(16) . . ?
O1 C18 C19 116.60(15) . . ?
C23 C18 C19 120.90(15) . . ?
C20 C19 C18 120.41(16) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 121.10(16) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C27 C21 C20 120.63(16) . . ?
C27 C21 C22 119.90(15) . . ?
C20 C21 C22 119.44(15) . . ?
C24 C22 C21 116.99(15) . . ?
C24 C22 C23 123.93(15) . . ?
C21 C22 C23 119.03(15) . . ?
C18 C23 C22 119.10(15) . . ?
C18 C23 C17 119.21(15) . . ?
C22 C23 C17 121.66(15) . . ?
C25 C24 C22 121.80(16) . . ?
C25 C24 H24 119.1 . . ?
C22 C24 H24 119.1 . . ?
C24 C25 C26 120.31(16) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C27 C26 C25 119.54(16) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C26 C27 C21 121.45(16) . . ?
C26 C27 H27 119.3 . . ?
C21 C27 H27 119.3 . . ?

_refine_diff_density_max         0.483
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1967276'
loop_
_audit_author_name
_audit_author_address
'Biswajit Saha'
;Scientist
India
;
_audit_update_record             
;
2020-04-06 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            3sep
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H40 Cu Fe2 N2 O2'
_chemical_formula_sum            'C54 H40 Cu Fe2 N2 O2'
_chemical_formula_weight         924.12

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'
Cu Cu 0.3201 1.2651 '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           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                   10.0021(4)
_cell_length_b                   12.9594(5)
_cell_length_c                   15.1607(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.3030(10)
_cell_angle_gamma                90
_cell_volume                     1959.61(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4859
_cell_measurement_theta_min      2.529
_cell_measurement_theta_max      28.285

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_F_000             950
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.318
_shelx_estimated_absorpt_T_min   0.858
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEX2 (Bruker AXS)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            30913
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.529
_diffrn_reflns_theta_max         28.285
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4859
_reflns_number_gt                3537
_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       'Bruker Instrument Service v2010.7.0.0'
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0590P)²+1.8223P] 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         4859
_refine_ls_number_parameters     277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1305
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_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
Cu1 Cu 0.500000 0.500000 0.000000 0.02379(13) Uani 1 2 d S . P . .
Fe1 Fe 0.36323(4) 0.00484(3) -0.29110(3) 0.02474(12) Uani 1 1 d . . . . .
O1 O 0.4315(2) 0.57553(14) 0.09377(12) 0.0299(4) Uani 1 1 d . . . . .
N1 N 0.4263(2) 0.37054(17) 0.04913(14) 0.0240(5) Uani 1 1 d . . . . .
C1 C 0.3898(3) 0.3609(2) 0.12962(18) 0.0252(5) Uani 1 1 d . . . . .
H1 H 0.360081 0.294459 0.145991 0.030 Uiso 1 1 calc R U . . .
C2 C 0.3898(3) 0.4395(2) 0.19579(18) 0.0247(5) Uani 1 1 d . . . . .
C3 C 0.3704(3) 0.4119(2) 0.28699(18) 0.0253(5) Uani 1 1 d . . . . .
C4 C 0.3633(3) 0.3095(2) 0.31780(18) 0.0274(6) Uani 1 1 d . . . . .
H4 H 0.366687 0.254456 0.276641 0.033 Uiso 1 1 calc R U . . .
C5 C 0.3518(3) 0.2868(2) 0.40556(19) 0.0323(6) Uani 1 1 d . . . . .
H5 H 0.346958 0.216859 0.423893 0.039 Uiso 1 1 calc R U . . .
C6 C 0.3471(3) 0.3666(2) 0.4685(2) 0.0331(6) Uani 1 1 d . . . . .
H6 H 0.341816 0.351384 0.529430 0.040 Uiso 1 1 calc R U . . .
C7 C 0.3504(3) 0.4665(2) 0.4397(2) 0.0333(6) Uani 1 1 d . . . . .
H7 H 0.345372 0.520737 0.481528 0.040 Uiso 1 1 calc R U . . .
C8 C 0.3609(3) 0.4916(2) 0.3504(2) 0.0274(6) Uani 1 1 d . . . . .
C9 C 0.3678(3) 0.5964(2) 0.3219(2) 0.0308(6) Uani 1 1 d . . . . .
H9 H 0.358903 0.649932 0.363865 0.037 Uiso 1 1 calc R U . . .
C10 C 0.3864(3) 0.6222(2) 0.23714(19) 0.0298(6) Uani 1 1 d . . . . .
H10 H 0.388364 0.692900 0.220816 0.036 Uiso 1 1 calc R U . . .
C11 C 0.4034(3) 0.5439(2) 0.17118(18) 0.0259(5) Uani 1 1 d . . . . .
C12 C 0.4025(3) 0.27994(19) -0.00444(16) 0.0228(5) Uani 1 1 d . . . . .
C13 C 0.2718(3) 0.2528(2) -0.03456(17) 0.0244(5) Uani 1 1 d . . . . .
H13 H 0.198515 0.294548 -0.020136 0.029 Uiso 1 1 calc R U . . .
C14 C 0.2492(3) 0.16512(19) -0.08532(16) 0.0226(5) Uani 1 1 d . . . . .
H14 H 0.160348 0.148217 -0.107018 0.027 Uiso 1 1 calc R U . . .
C15 C 0.3552(3) 0.1008(2) -0.10527(16) 0.0223(5) Uani 1 1 d . . . . .
C16 C 0.4851(3) 0.1290(2) -0.07368(19) 0.0314(6) Uani 1 1 d . . . . .
H16 H 0.558359 0.086052 -0.086002 0.038 Uiso 1 1 calc R U . . .
C17 C 0.5089(3) 0.2182(2) -0.0249(2) 0.0319(6) Uani 1 1 d . . . . .
H17 H 0.598044 0.236988 -0.005356 0.038 Uiso 1 1 calc R U . . .
C18 C 0.3313(3) 0.00789(19) -0.16014(18) 0.0232(5) Uani 1 1 d . . . . .
C19 C 0.2101(3) -0.0170(2) -0.21172(18) 0.0264(6) Uani 1 1 d . . . . .
H19 H 0.128847 0.021103 -0.213013 0.032 Uiso 1 1 calc R U . . .
C20 C 0.2315(3) -0.1078(2) -0.26059(19) 0.0289(6) Uani 1 1 d . . . . .
H20 H 0.167541 -0.140659 -0.300726 0.035 Uiso 1 1 calc R U . . .
C21 C 0.3648(3) -0.1413(2) -0.2393(2) 0.0335(6) Uani 1 1 d . . . . .
H21 H 0.405343 -0.200821 -0.262209 0.040 Uiso 1 1 calc R U . . .
C22 C 0.4276(3) -0.0702(2) -0.17747(18) 0.0297(6) Uani 1 1 d . . . . .
H22 H 0.517360 -0.073860 -0.152239 0.036 Uiso 1 1 calc R U . . .
C23 C 0.5214(3) 0.0896(3) -0.3297(2) 0.0503(9) Uani 1 1 d . . . . .
H23 H 0.606164 0.097617 -0.297772 0.060 Uiso 1 1 calc R U . . .
C24 C 0.4096(4) 0.1532(3) -0.3240(2) 0.0442(8) Uani 1 1 d . . . . .
H24 H 0.405407 0.211806 -0.286738 0.053 Uiso 1 1 calc R U . . .
C25 C 0.3048(3) 0.1168(2) -0.3819(2) 0.0401(7) Uani 1 1 d . . . . .
H25 H 0.218198 0.146783 -0.390779 0.048 Uiso 1 1 calc R U . . .
C26 C 0.3486(4) 0.0290(3) -0.4245(2) 0.0435(8) Uani 1 1 d . . . . .
H26 H 0.297148 -0.011065 -0.467074 0.052 Uiso 1 1 calc R U . . .
C27 C 0.4844(4) 0.0100(3) -0.3928(3) 0.0529(10) Uani 1 1 d . . . . .
H27 H 0.539722 -0.044920 -0.410089 0.063 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
Cu1 O1 1.8960(19) . ?
Cu1 O1 1.8961(19) 3_665 ?
Cu1 N1 1.999(2) . ?
Cu1 N1 1.999(2) 3_665 ?
Fe1 C27 2.032(4) . ?
Fe1 C18 2.035(3) . ?
Fe1 C19 2.037(3) . ?
Fe1 C22 2.040(3) . ?
Fe1 C26 2.040(3) . ?
Fe1 C20 2.043(3) . ?
Fe1 C23 2.047(3) . ?
Fe1 C24 2.048(3) . ?
Fe1 C21 2.050(3) . ?
Fe1 C25 2.054(3) . ?
O1 C11 1.294(3) . ?
N1 C1 1.306(3) . ?
N1 C12 1.437(3) . ?
C1 C2 1.429(4) . ?
C2 C11 1.413(4) . ?
C2 C3 1.455(4) . ?
C3 C4 1.410(4) . ?
C3 C8 1.420(4) . ?
C4 C5 1.376(4) . ?
C5 C6 1.411(4) . ?
C6 C7 1.367(4) . ?
C7 C8 1.404(4) . ?
C8 C9 1.428(4) . ?
C9 C10 1.354(4) . ?
C10 C11 1.444(4) . ?
C12 C17 1.385(4) . ?
C12 C13 1.397(4) . ?
C13 C14 1.381(4) . ?
C14 C15 1.399(4) . ?
C15 C16 1.399(4) . ?
C15 C18 1.473(3) . ?
C16 C17 1.383(4) . ?
C18 C19 1.429(4) . ?
C18 C22 1.435(4) . ?
C19 C20 1.416(4) . ?
C20 C21 1.415(4) . ?
C21 C22 1.426(4) . ?
C23 C24 1.396(5) . ?
C23 C27 1.437(6) . ?
C24 C25 1.397(5) . ?
C25 C26 1.394(5) . ?
C26 C27 1.428(6) . ?

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
O1 Cu1 O1 180.0 . 3_665 ?
O1 Cu1 N1 89.41(8) . . ?
O1 Cu1 N1 90.59(8) 3_665 . ?
O1 Cu1 N1 90.59(8) . 3_665 ?
O1 Cu1 N1 89.41(8) 3_665 3_665 ?
N1 Cu1 N1 180.0 . 3_665 ?
C27 Fe1 C18 152.34(15) . . ?
C27 Fe1 C19 165.98(15) . . ?
C18 Fe1 C19 41.08(11) . . ?
C27 Fe1 C22 119.18(14) . . ?
C18 Fe1 C22 41.24(10) . . ?
C19 Fe1 C22 68.82(12) . . ?
C27 Fe1 C26 41.04(16) . . ?
C18 Fe1 C26 163.55(13) . . ?
C19 Fe1 C26 127.28(13) . . ?
C22 Fe1 C26 154.77(13) . . ?
C27 Fe1 C20 128.80(15) . . ?
C18 Fe1 C20 69.01(11) . . ?
C19 Fe1 C20 40.62(10) . . ?
C22 Fe1 C20 68.67(11) . . ?
C26 Fe1 C20 109.56(13) . . ?
C27 Fe1 C23 41.24(16) . . ?
C18 Fe1 C23 116.72(13) . . ?
C19 Fe1 C23 150.99(14) . . ?
C22 Fe1 C23 107.18(13) . . ?
C26 Fe1 C23 68.51(14) . . ?
C20 Fe1 C23 166.82(15) . . ?
C27 Fe1 C24 68.02(15) . . ?
C18 Fe1 C24 105.94(12) . . ?
C19 Fe1 C24 117.91(13) . . ?
C22 Fe1 C24 126.18(13) . . ?
C26 Fe1 C24 67.36(14) . . ?
C20 Fe1 C24 152.59(13) . . ?
C23 Fe1 C24 39.88(15) . . ?
C27 Fe1 C21 109.46(14) . . ?
C18 Fe1 C21 68.97(11) . . ?
C19 Fe1 C21 68.27(11) . . ?
C22 Fe1 C21 40.82(11) . . ?
C26 Fe1 C21 121.31(13) . . ?
C20 Fe1 C21 40.47(11) . . ?
C23 Fe1 C21 128.44(14) . . ?
C24 Fe1 C21 164.85(13) . . ?
C27 Fe1 C25 67.94(14) . . ?
C18 Fe1 C25 125.63(12) . . ?
C19 Fe1 C25 107.77(12) . . ?
C22 Fe1 C25 163.41(12) . . ?
C26 Fe1 C25 39.81(14) . . ?
C20 Fe1 C25 120.04(12) . . ?
C23 Fe1 C25 67.45(14) . . ?
C24 Fe1 C25 39.83(13) . . ?
C21 Fe1 C25 154.53(13) . . ?
C11 O1 Cu1 129.17(18) . . ?
C1 N1 C12 113.8(2) . . ?
C1 N1 Cu1 124.42(18) . . ?
C12 N1 Cu1 121.68(16) . . ?
N1 C1 C2 127.1(2) . . ?
C11 C2 C1 119.5(2) . . ?
C11 C2 C3 120.6(2) . . ?
C1 C2 C3 119.9(2) . . ?
C4 C3 C8 116.9(2) . . ?
C4 C3 C2 124.0(2) . . ?
C8 C3 C2 119.0(2) . . ?
C5 C4 C3 122.1(3) . . ?
C4 C5 C6 120.4(3) . . ?
C7 C6 C5 118.4(3) . . ?
C6 C7 C8 122.2(3) . . ?
C7 C8 C3 119.9(3) . . ?
C7 C8 C9 121.4(3) . . ?
C3 C8 C9 118.7(3) . . ?
C10 C9 C8 122.3(3) . . ?
C9 C10 C11 121.0(3) . . ?
O1 C11 C2 125.1(2) . . ?
O1 C11 C10 116.8(2) . . ?
C2 C11 C10 118.1(2) . . ?
C17 C12 C13 119.8(2) . . ?
C17 C12 N1 120.1(2) . . ?
C13 C12 N1 120.1(2) . . ?
C14 C13 C12 120.0(2) . . ?
C13 C14 C15 121.0(2) . . ?
C16 C15 C14 118.0(2) . . ?
C16 C15 C18 120.9(2) . . ?
C14 C15 C18 121.0(2) . . ?
C17 C16 C15 121.3(3) . . ?
C16 C17 C12 119.9(3) . . ?
C19 C18 C22 107.1(2) . . ?
C19 C18 C15 126.1(2) . . ?
C22 C18 C15 126.6(2) . . ?
C19 C18 Fe1 69.54(15) . . ?
C22 C18 Fe1 69.57(16) . . ?
C15 C18 Fe1 122.42(18) . . ?
C20 C19 C18 108.6(2) . . ?
C20 C19 Fe1 69.91(16) . . ?
C18 C19 Fe1 69.38(16) . . ?
C21 C20 C19 108.2(2) . . ?
C21 C20 Fe1 70.03(17) . . ?
C19 C20 Fe1 69.48(15) . . ?
C20 C21 C22 108.3(2) . . ?
C20 C21 Fe1 69.50(17) . . ?
C22 C21 Fe1 69.23(16) . . ?
C21 C22 C18 107.9(2) . . ?
C21 C22 Fe1 69.95(17) . . ?
C18 C22 Fe1 69.19(15) . . ?
C24 C23 C27 107.3(3) . . ?
C24 C23 Fe1 70.08(19) . . ?
C27 C23 Fe1 68.8(2) . . ?
C23 C24 C25 109.2(3) . . ?
C23 C24 Fe1 70.0(2) . . ?
C25 C24 Fe1 70.33(18) . . ?
C26 C25 C24 108.6(3) . . ?
C26 C25 Fe1 69.56(19) . . ?
C24 C25 Fe1 69.84(19) . . ?
C25 C26 C27 108.0(3) . . ?
C25 C26 Fe1 70.63(19) . . ?
C27 C26 Fe1 69.17(19) . . ?
C26 C27 C23 106.9(3) . . ?
C26 C27 Fe1 69.8(2) . . ?
C23 C27 Fe1 69.94(19) . . ?

_refine_diff_density_max         0.526
_refine_diff_density_min         -0.960
_refine_diff_density_rms         0.085

