# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_HCF_2ClPy
_database_code_depnum_ccdc_archive 'CCDC 2031799'
loop_
_audit_author_name
_audit_author_address
'Luka Fotovic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-09-14 deposited with the CCDC.	2020-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H26 Cl2 Fe N10 O2'
_chemical_formula_weight         637.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.7562(6)
_cell_length_b                   13.1732(10)
_cell_length_c                   12.6457(7)
_cell_angle_alpha                90
_cell_angle_beta                 95.040(6)
_cell_angle_gamma                90
_cell_volume                     1453.01(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1403
_cell_measurement_theta_min      3.8000
_cell_measurement_theta_max      36.4044

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.746
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.08615
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            5298
_diffrn_reflns_av_unetI/netI     0.1451
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.877
_diffrn_reflns_theta_max         24.986
_diffrn_reflns_theta_full        24.986
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             2531
_reflns_number_gt                1273
_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       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_structure_solution    
;
SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0776P)²] 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         2531
_refine_ls_number_parameters     174
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.0657
_refine_ls_wR_factor_ref         0.1551
_refine_ls_wR_factor_gt          0.1443
_refine_ls_goodness_of_fit_ref   0.845
_refine_ls_restrained_S_all      0.868
_refine_ls_shift/su_max          0.005
_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 0.500000 0.500000 0.000000 0.0316(3) Uani 1 2 d S . P . .
Cl1 Cl 0.6705(2) 0.94673(18) 0.07133(15) 0.1018(7) Uani 1 1 d . . . . .
N3 N 0.2582(5) 0.3908(3) 0.1185(3) 0.0490(7) Uani 1 1 d . . . . .
N1 N 0.4869(5) 0.6850(4) 0.1475(3) 0.0490(7) Uani 1 1 d . . . . .
C3 C 0.3515(6) 0.4319(4) 0.0760(4) 0.0354(7) Uani 1 1 d . . . . .
N2 N 0.7693(5) 0.4086(3) 0.1353(3) 0.0490(7) Uani 1 1 d . . . . .
N4 N 0.8723(6) 0.8542(4) -0.0263(4) 0.0594(14) Uani 1 1 d . . . . .
C1 C 0.4931(5) 0.6136(4) 0.0938(4) 0.0354(7) Uani 1 1 d . . . . .
C9 C 0.1481(7) 0.6176(4) 0.2269(5) 0.0579(16) Uani 1 1 d . . . . .
H9 H 0.244903 0.591606 0.218181 0.069 Uiso 1 1 calc R U . . .
C10 C 0.0357(8) 0.6095(5) 0.1488(5) 0.0638(17) Uani 1 1 d . . . . .
H10 H 0.053978 0.578271 0.085209 0.077 Uiso 1 1 calc R U . . .
N5 N 0.1215(6) 0.6620(4) 0.3150(4) 0.0576(13) Uani 1 1 d . . . . .
H5N H 0.195019 0.665772 0.364635 0.069 Uiso 1 1 calc R U . . .
C2 C 0.6651(5) 0.4432(4) 0.0860(3) 0.0354(7) Uani 1 1 d . . . . .
C11 C -0.1061(7) 0.6474(4) 0.1630(5) 0.0589(16) Uani 1 1 d . . . . .
H11 H -0.186135 0.641209 0.109980 0.071 Uiso 1 1 calc R U . . .
C13 C -0.0128(7) 0.7020(5) 0.3328(5) 0.0596(16) Uani 1 1 d . . . . .
H13 H -0.026994 0.734300 0.396541 0.071 Uiso 1 1 calc R U . . .
C4 C 0.8542(7) 0.9051(5) 0.0578(5) 0.0594(16) Uani 1 1 d . . . . .
C5 C 0.9698(9) 0.9275(5) 0.1370(4) 0.075(2) Uani 1 1 d . . . . .
H5 H 0.951286 0.965023 0.196783 0.090 Uiso 1 1 calc R U . . .
C8 C 1.0147(9) 0.8215(6) -0.0370(5) 0.082(2) Uani 1 1 d . . . . .
H8 H 1.031962 0.785405 -0.098026 0.098 Uiso 1 1 calc R U . . .
C7 C 1.1352(9) 0.8377(5) 0.0357(6) 0.0793(18) Uani 1 1 d . U . . .
H7 H 1.231633 0.811909 0.025411 0.095 Uiso 1 1 calc R U . . .
C6 C 1.1131(9) 0.8908(5) 0.1215(6) 0.0782(18) Uani 1 1 d . U . . .
H6 H 1.194911 0.903561 0.171750 0.094 Uiso 1 1 calc R U . . .
C12 C -0.1281(7) 0.6942(5) 0.2555(5) 0.0629(17) Uani 1 1 d . . . . .
H12 H -0.223721 0.721214 0.265825 0.075 Uiso 1 1 calc R U . . .
O1 O 0.0228(4) 0.3563(3) 0.2375(3) 0.0492(10) Uani 1 1 d D . . . .
H1 H 0.119(2) 0.372(4) 0.204(3) 0.11(3) Uiso 1 1 d D . . . .
H3 H 0.022(7) 0.316(3) 0.304(2) 0.20(4) Uiso 1 1 d D . . . .
H2 H -0.074(2) 0.373(4) 0.193(3) 0.100 Uiso 1 1 d D 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 C2 1.886(5) 3_665 ?
Fe1 C2 1.886(5) . ?
Fe1 C3 1.907(5) 3_665 ?
Fe1 C3 1.907(5) . ?
Fe1 C1 1.913(5) 3_665 ?
Fe1 C1 1.913(5) . ?
Cl1 C4 1.722(7) . ?
N3 C3 1.151(5) . ?
N1 C1 1.165(6) . ?
N2 C2 1.153(6) . ?
N4 C4 1.279(7) . ?
N4 C8 1.336(8) . ?
C9 N5 1.298(6) . ?
C9 C10 1.336(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.365(8) . ?
C10 H10 0.9300 . ?
N5 C13 1.325(7) . ?
N5 H5N 0.8600 . ?
C11 C12 1.350(8) . ?
C11 H11 0.9300 . ?
C13 C12 1.346(8) . ?
C13 H13 0.9300 . ?
C4 C5 1.392(8) . ?
C5 C6 1.374(9) . ?
C5 H5 0.9300 . ?
C8 C7 1.355(9) . ?
C8 H8 0.9300 . ?
C7 C6 1.319(9) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
C12 H12 0.9300 . ?
O1 H1 1.0003(11) . ?
O1 H3 1.0003(10) . ?
O1 H2 1.0003(10) . ?

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
C2 Fe1 C2 180.0 3_665 . ?
C2 Fe1 C3 92.57(19) 3_665 3_665 ?
C2 Fe1 C3 87.4(2) . 3_665 ?
C2 Fe1 C3 87.4(2) 3_665 . ?
C2 Fe1 C3 92.57(19) . . ?
C3 Fe1 C3 180.0 3_665 . ?
C2 Fe1 C1 91.0(2) 3_665 3_665 ?
C2 Fe1 C1 89.0(2) . 3_665 ?
C3 Fe1 C1 89.7(2) 3_665 3_665 ?
C3 Fe1 C1 90.3(2) . 3_665 ?
C2 Fe1 C1 89.0(2) 3_665 . ?
C2 Fe1 C1 91.0(2) . . ?
C3 Fe1 C1 90.3(2) 3_665 . ?
C3 Fe1 C1 89.7(2) . . ?
C1 Fe1 C1 180.0 3_665 . ?
N3 C3 Fe1 177.5(4) . . ?
C4 N4 C8 116.0(6) . . ?
N1 C1 Fe1 177.4(4) . . ?
N5 C9 C10 119.7(6) . . ?
N5 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C11 119.5(6) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C9 N5 C13 123.6(5) . . ?
C9 N5 H5N 118.2 . . ?
C13 N5 H5N 118.2 . . ?
N2 C2 Fe1 177.4(4) . . ?
C12 C11 C10 118.8(6) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
N5 C13 C12 117.8(6) . . ?
N5 C13 H13 121.1 . . ?
C12 C13 H13 121.1 . . ?
N4 C4 C5 125.0(6) . . ?
N4 C4 Cl1 115.8(5) . . ?
C5 C4 Cl1 119.2(5) . . ?
C6 C5 C4 116.1(6) . . ?
C6 C5 H5 122.0 . . ?
C4 C5 H5 122.0 . . ?
N4 C8 C7 123.9(6) . . ?
N4 C8 H8 118.0 . . ?
C7 C8 H8 118.0 . . ?
C6 C7 C8 118.7(7) . . ?
C6 C7 H7 120.7 . . ?
C8 C7 H7 120.7 . . ?
C7 C6 C5 120.3(7) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C13 C12 C11 120.6(6) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
H1 O1 H3 123(3) . . ?
H1 O1 H2 115(3) . . ?
H3 O1 H2 121(3) . . ?

_refine_diff_density_max         0.708
_refine_diff_density_min         -0.998
_refine_diff_density_rms         0.096

####################################################################### 
# 
# 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_HCF_3IPy
_database_code_depnum_ccdc_archive 'CCDC 2031804'
loop_
_audit_author_name
_audit_author_address
'Luka Fotovic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-09-14 deposited with the CCDC.	2020-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Fe I2 N8 O2'
_chemical_formula_weight         662.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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                   14.9231(14)
_cell_length_b                   8.4115(7)
_cell_length_c                   18.7857(16)
_cell_angle_alpha                90
_cell_angle_beta                 108.571(9)
_cell_angle_gamma                90
_cell_volume                     2235.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2023
_cell_measurement_theta_min      4.7060
_cell_measurement_theta_max      33.0510

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.967
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    3.465
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.20189
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            6293
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.212
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2422
_reflns_number_gt                1979
_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       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_solution    
;
SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0674P)²] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2422
_refine_ls_number_parameters     145
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1189
_refine_ls_wR_factor_gt          0.1115
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.035
_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
I1 I 0.98494(2) 0.74737(3) 0.49603(2) 0.04874(19) Uani 1 1 d . . . . .
Fe1 Fe 0.500000 0.34711(9) 0.250000 0.0304(2) Uani 1 2 d S T P . .
O1 O 0.2968(2) -0.1355(4) 0.33565(18) 0.0448(7) Uani 1 1 d D . . . .
N4 N 0.7538(2) 0.5000(4) 0.5309(2) 0.0396(8) Uani 1 1 d . . . . .
H4N H 0.712820 0.433372 0.504624 0.048 Uiso 1 1 calc R U . . .
N1 N 0.6283(3) 0.3476(5) 0.41425(18) 0.0457(9) Uani 1 1 d . . . . .
N2 N 0.6235(3) 0.6024(5) 0.2087(2) 0.0470(9) Uani 1 1 d . . . . .
N3 N 0.3789(3) 0.0992(5) 0.2899(2) 0.0545(10) Uani 1 1 d D . . . .
C2 C 0.5769(3) 0.5091(5) 0.2247(2) 0.0339(9) Uani 1 1 d . . . . .
C5 C 0.8861(3) 0.6606(5) 0.5437(2) 0.0379(9) Uani 1 1 d . . . . .
C3 C 0.4250(3) 0.1932(5) 0.2744(2) 0.0372(9) Uani 1 1 d . . . . .
C1 C 0.5806(3) 0.3482(5) 0.3528(2) 0.0351(9) Uani 1 1 d . . . . .
C4 C 0.8197(3) 0.5542(6) 0.5036(2) 0.0393(9) Uani 1 1 d . . . . .
H4 H 0.820858 0.519615 0.456826 0.047 Uiso 1 1 calc R U . . .
C6 C 0.8823(4) 0.7105(6) 0.6132(2) 0.0490(12) Uani 1 1 d . . . . .
H6 H 0.926217 0.783193 0.641477 0.059 Uiso 1 1 calc R U . . .
C8 C 0.7486(3) 0.5451(6) 0.5980(2) 0.0455(10) Uani 1 1 d . . . . .
H8 H 0.701687 0.504336 0.615664 0.055 Uiso 1 1 calc R U . . .
C7 C 0.8129(4) 0.6516(6) 0.6400(2) 0.0507(12) Uani 1 1 d . . . . .
H7 H 0.810027 0.684278 0.686472 0.061 Uiso 1 1 calc R U . . .
H1V H 0.321(4) -0.228(4) 0.318(4) 0.09(2) Uiso 1 1 d D . . . .
H3N H 0.348(7) 0.031(7) 0.318(5) 0.22(5) Uiso 1 1 d D . . . .
H2V H 0.2300(9) -0.144(8) 0.326(4) 0.10(2) Uiso 1 1 d D . . . .


_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
I1 C5 2.086(4) . ?
Fe1 C3 1.862(5) 2_655 ?
Fe1 C3 1.862(5) . ?
Fe1 C1 1.922(4) 2_655 ?
Fe1 C1 1.922(4) . ?
Fe1 C2 1.935(4) 2_655 ?
Fe1 C2 1.935(4) . ?
O1 H1V 0.959(5) . ?
O1 H2V 0.959(5) . ?
N4 C4 1.327(5) . ?
N4 C8 1.342(5) . ?
N4 H4N 0.8600 . ?
N1 C1 1.147(5) . ?
N2 C2 1.152(5) . ?
N3 C3 1.144(6) . ?
N3 H3N 0.990(5) . ?
C5 C4 1.369(6) . ?
C5 C6 1.390(6) . ?
C4 H4 0.9300 . ?
C6 C7 1.378(7) . ?
C6 H6 0.9300 . ?
C8 C7 1.366(7) . ?
C8 H8 0.9300 . ?
C7 H7 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
C3 Fe1 C3 91.9(3) 2_655 . ?
C3 Fe1 C1 89.36(17) 2_655 2_655 ?
C3 Fe1 C1 91.01(17) . 2_655 ?
C3 Fe1 C1 91.01(17) 2_655 . ?
C3 Fe1 C1 89.35(17) . . ?
C1 Fe1 C1 179.5(2) 2_655 . ?
C3 Fe1 C2 179.27(18) 2_655 2_655 ?
C3 Fe1 C2 88.81(18) . 2_655 ?
C1 Fe1 C2 90.75(16) 2_655 2_655 ?
C1 Fe1 C2 88.88(16) . 2_655 ?
C3 Fe1 C2 88.81(18) 2_655 . ?
C3 Fe1 C2 179.27(18) . . ?
C1 Fe1 C2 88.88(16) 2_655 . ?
C1 Fe1 C2 90.75(16) . . ?
C2 Fe1 C2 90.5(2) 2_655 . ?
H1V O1 H2V 111(4) . . ?
C4 N4 C8 122.6(4) . . ?
C4 N4 H4N 118.7 . . ?
C8 N4 H4N 118.7 . . ?
C3 N3 H3N 163(5) . . ?
N2 C2 Fe1 178.1(3) . . ?
C4 C5 C6 118.4(4) . . ?
C4 C5 I1 118.6(3) . . ?
C6 C5 I1 123.0(3) . . ?
N3 C3 Fe1 179.5(4) . . ?
N1 C1 Fe1 179.4(4) . . ?
N4 C4 C5 120.4(4) . . ?
N4 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C7 C6 C5 119.6(4) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
N4 C8 C7 119.1(4) . . ?
N4 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C7 C6 119.8(4) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?

_refine_diff_density_max         1.341
_refine_diff_density_min         -1.425
_refine_diff_density_rms         0.155

####################################################################### 
# 
# 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_HCF_4IPy
_database_code_depnum_ccdc_archive 'CCDC 2031805'
loop_
_audit_author_name
_audit_author_address
'Luka Fotovic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-09-14 deposited with the CCDC.	2020-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H20 Fe I2 N8 O2'
_chemical_formula_weight         690.07

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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                   8.8231(4)
_cell_length_b                   11.0729(3)
_cell_length_c                   13.2703(7)
_cell_angle_alpha                90
_cell_angle_beta                 106.027(5)
_cell_angle_gamma                90
_cell_volume                     1246.08(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3835
_cell_measurement_theta_min      4.0015
_cell_measurement_theta_max      37.4017

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    3.112
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.58060
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  
;
Oxford Diffraction Xcalibur CCD
diffractometer
;
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            7757
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.012
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2680
_reflns_number_gt                1932
_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       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0365P)²] 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         2680
_refine_ls_number_parameters     140
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0661
_refine_ls_wR_factor_gt          0.0637
_refine_ls_goodness_of_fit_ref   0.872
_refine_ls_restrained_S_all      0.872
_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
I1 I 0.33870(3) 0.89672(2) 0.06256(2) 0.05686(11) Uani 1 1 d . . . . .
Fe1 Fe 0.500000 0.500000 0.000000 0.01993(13) Uani 1 2 d S . P . .
N4 N 0.0639(3) 1.2730(3) 0.0237(3) 0.0470(7) Uani 1 1 d D U . . .
C3 C 0.5252(3) 0.6163(3) -0.0970(2) 0.0266(6) Uani 1 1 d . . . . .
C4 C 0.1348(4) 1.2422(4) -0.0485(3) 0.0497(6) Uani 1 1 d . U . . .
H4 H 0.131497 1.293824 -0.104380 0.060 Uiso 1 1 calc R U . . .
N2 N 0.5666(3) 0.6851(2) 0.1784(2) 0.0408(7) Uani 1 1 d . . . . .
C1 C 0.2787(3) 0.5352(2) -0.0341(2) 0.0271(6) Uani 1 1 d . . . . .
C2 C 0.5416(3) 0.6169(2) 0.1106(2) 0.0264(6) Uani 1 1 d . . . . .
C8 C 0.0660(4) 1.2026(3) 0.1051(3) 0.0497(6) Uani 1 1 d . . . . .
H8 H 0.013617 1.226724 0.153646 0.060 Uiso 1 1 calc R U . . .
C5 C 0.2124(4) 1.1350(3) -0.0408(3) 0.0462(6) Uani 1 1 d . . . . .
H5 H 0.261876 1.112632 -0.091392 0.055 Uiso 1 1 calc R U . . .
C7 C 0.1447(4) 1.0953(3) 0.1178(3) 0.0462(6) Uani 1 1 d . . . . .
H7 H 0.149371 1.046861 0.175846 0.055 Uiso 1 1 calc R U . . .
C6 C 0.2170(3) 1.0598(3) 0.0429(3) 0.0387(8) Uani 1 1 d . . . . .
N1 N 0.1454(3) 0.5534(3) -0.0543(2) 0.0455(7) Uani 1 1 d . . . . .
N3 N 0.5429(3) 0.6851(3) -0.1577(2) 0.0400(7) Uani 1 1 d . . . . .
O1 O -0.0747(4) 1.0532(4) 0.2638(3) 0.0981(12) Uani 1 1 d . . . . .
H1 H -0.050387 0.987502 0.292229 0.147 Uiso 1 1 calc R U . . .
C9 C -0.2218(5) 1.0843(6) 0.2687(4) 0.0894(17) Uani 1 1 d . . . . .
H9A H -0.219265 1.100723 0.340225 0.134 Uiso 1 1 calc R U . . .
H9B H -0.293488 1.019055 0.242562 0.134 Uiso 1 1 calc R U . . .
H9C H -0.256313 1.155110 0.226955 0.134 Uiso 1 1 calc R U . . .
H4N H 0.013(4) 1.3435(19) 0.019(3) 0.063(12) Uiso 1 1 d D . . . .
H3N H 0.547(5) 0.741(4) -0.212(4) 0.103(17) Uiso 1 1 d . . . . .


_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
I1 C6 2.080(3) . ?
Fe1 C3 1.877(3) 3_665 ?
Fe1 C3 1.877(3) . ?
Fe1 C2 1.915(3) 3_665 ?
Fe1 C2 1.915(3) . ?
Fe1 C1 1.918(3) 3_665 ?
Fe1 C1 1.918(3) . ?
N4 C4 1.325(5) . ?
N4 C8 1.328(5) . ?
N4 H4N 0.893(10) . ?
C3 N3 1.151(4) . ?
C4 C5 1.360(5) . ?
C4 H4 0.9300 . ?
N2 C2 1.148(4) . ?
C1 N1 1.150(3) . ?
C8 C7 1.363(5) . ?
C8 H8 0.9300 . ?
C5 C6 1.379(5) . ?
C5 H5 0.9300 . ?
C7 C6 1.379(5) . ?
C7 H7 0.9300 . ?
N3 H3N 0.96(5) . ?
O1 C9 1.362(5) . ?
O1 H1 0.8200 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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
C3 Fe1 C3 180.0 3_665 . ?
C3 Fe1 C2 91.58(12) 3_665 3_665 ?
C3 Fe1 C2 88.42(12) . 3_665 ?
C3 Fe1 C2 88.42(12) 3_665 . ?
C3 Fe1 C2 91.58(12) . . ?
C2 Fe1 C2 180.00(12) 3_665 . ?
C3 Fe1 C1 90.22(12) 3_665 3_665 ?
C3 Fe1 C1 89.78(12) . 3_665 ?
C2 Fe1 C1 90.63(12) 3_665 3_665 ?
C2 Fe1 C1 89.38(12) . 3_665 ?
C3 Fe1 C1 89.78(12) 3_665 . ?
C3 Fe1 C1 90.22(12) . . ?
C2 Fe1 C1 89.37(12) 3_665 . ?
C2 Fe1 C1 90.62(12) . . ?
C1 Fe1 C1 180.0 3_665 . ?
C4 N4 C8 122.3(3) . . ?
C4 N4 H4N 120(3) . . ?
C8 N4 H4N 118(3) . . ?
N3 C3 Fe1 178.0(3) . . ?
N4 C4 C5 119.9(4) . . ?
N4 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C1 Fe1 178.3(3) . . ?
N2 C2 Fe1 178.6(3) . . ?
N4 C8 C7 120.3(3) . . ?
N4 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C4 C5 C6 119.3(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C8 C7 C6 118.7(3) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C7 C6 C5 119.5(3) . . ?
C7 C6 I1 118.8(3) . . ?
C5 C6 I1 121.7(3) . . ?
C3 N3 H3N 174(3) . . ?
C9 O1 H1 109.5 . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

_refine_diff_density_max         0.752
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.089

####################################################################### 
# 
# 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_HCF_2IPy
_database_code_depnum_ccdc_archive 'CCDC 2031801'
loop_
_audit_author_name
_audit_author_address
'Luka Fotovic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-09-14 deposited with the CCDC.	2020-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H12 Fe I2 N8'
_chemical_formula_weight         625.99

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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                   8.3887(4)
_cell_length_b                   9.6390(5)
_cell_length_c                   13.2734(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.110(5)
_cell_angle_gamma                90
_cell_volume                     1059.73(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3337
_cell_measurement_theta_min      4.7470
_cell_measurement_theta_max      32.0060

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    3.642
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.62016
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            10615
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.229
_diffrn_reflns_theta_max         26.986
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2306
_reflns_number_gt                1880
_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       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_solution    
;
SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0394P)²+2.0638P] 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         2306
_refine_ls_number_parameters     128
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.1001
_refine_ls_wR_factor_gt          0.0909
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
I1 I 0.41334(5) 0.08938(4) 0.77456(3) 0.07145(18) Uani 1 1 d . . . . .
Fe1 Fe 0.000000 0.500000 0.500000 0.02497(18) Uani 1 2 d S . P . .
N3 N 0.1335(5) 0.7241(4) 0.6533(3) 0.0440(9) Uani 1 1 d . . . . .
N4 N 0.5510(4) 0.1548(4) 0.5889(3) 0.0386(8) Uani 1 1 d . . . . .
H4 H 0.472445 0.213155 0.580794 0.046 Uiso 1 1 calc R U . . .
N2 N -0.1054(5) 0.3492(4) 0.6776(3) 0.0449(9) Uani 1 1 d D . . . .
N1 N 0.3127(5) 0.3324(4) 0.5391(3) 0.0511(10) Uani 1 1 d . . . . .
C3 C 0.0863(5) 0.6398(4) 0.5944(3) 0.0309(8) Uani 1 1 d . . . . .
C1 C 0.1968(5) 0.3977(4) 0.5239(3) 0.0332(8) Uani 1 1 d . . . . .
C2 C -0.0671(5) 0.4048(4) 0.6095(3) 0.0297(8) Uani 1 1 d . . . . .
C4 C 0.5733(5) 0.0735(4) 0.6711(3) 0.0406(9) Uani 1 1 d . . . . .
C8 C 0.6486(5) 0.1469(5) 0.5190(4) 0.0450(10) Uani 1 1 d . . . . .
H8 H 0.632365 0.206138 0.463016 0.054 Uiso 1 1 calc R U . . .
C5 C 0.6978(6) -0.0197(5) 0.6854(4) 0.0498(11) Uani 1 1 d . . . . .
H5 H 0.716107 -0.074057 0.743938 0.060 Uiso 1 1 calc R U . . .
C6 C 0.7952(6) -0.0319(5) 0.6121(4) 0.0546(12) Uani 1 1 d . . . . .
H6 H 0.877067 -0.097928 0.619128 0.066 Uiso 1 1 calc R U . . .
C7 C 0.7717(6) 0.0534(6) 0.5284(4) 0.0528(12) Uani 1 1 d . . . . .
H7 H 0.838572 0.047500 0.479015 0.063 Uiso 1 1 calc R U . . .
H2 H -0.128(9) 0.303(7) 0.741(3) 0.11(3) Uiso 1 1 d D . . . .


_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
I1 C4 2.072(5) . ?
Fe1 C2 1.879(4) . ?
Fe1 C2 1.879(4) 3_566 ?
Fe1 C3 1.903(4) . ?
Fe1 C3 1.903(4) 3_566 ?
Fe1 C1 1.906(4) 3_566 ?
Fe1 C1 1.906(4) . ?
N3 C3 1.153(5) . ?
N4 C4 1.332(6) . ?
N4 C8 1.333(6) . ?
N4 H4 0.8600 . ?
N2 C2 1.140(5) . ?
N2 H2 0.990(5) . ?
N1 C1 1.149(5) . ?
C4 C5 1.368(6) . ?
C8 C7 1.361(7) . ?
C8 H8 0.9300 . ?
C5 C6 1.371(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.371(7) . ?
C6 H6 0.9300 . ?
C7 H7 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
C2 Fe1 C2 180.0(2) . 3_566 ?
C2 Fe1 C3 88.01(15) . . ?
C2 Fe1 C3 91.99(15) 3_566 . ?
C2 Fe1 C3 91.99(15) . 3_566 ?
C2 Fe1 C3 88.01(15) 3_566 3_566 ?
C3 Fe1 C3 180.0 . 3_566 ?
C2 Fe1 C1 91.34(16) . 3_566 ?
C2 Fe1 C1 88.66(16) 3_566 3_566 ?
C3 Fe1 C1 88.41(16) . 3_566 ?
C3 Fe1 C1 91.59(16) 3_566 3_566 ?
C2 Fe1 C1 88.66(16) . . ?
C2 Fe1 C1 91.34(16) 3_566 . ?
C3 Fe1 C1 91.58(16) . . ?
C3 Fe1 C1 88.42(16) 3_566 . ?
C1 Fe1 C1 180.0 3_566 . ?
C4 N4 C8 120.9(4) . . ?
C4 N4 H4 119.5 . . ?
C8 N4 H4 119.5 . . ?
C2 N2 H2 174(4) . . ?
N3 C3 Fe1 177.4(4) . . ?
N1 C1 Fe1 177.8(4) . . ?
N2 C2 Fe1 178.3(4) . . ?
N4 C4 C5 120.3(4) . . ?
N4 C4 I1 118.5(3) . . ?
C5 C4 I1 121.2(3) . . ?
N4 C8 C7 121.0(4) . . ?
N4 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C4 C5 C6 119.1(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C7 C6 C5 119.9(4) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C8 C7 C6 118.8(5) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?

_refine_diff_density_max         1.184
_refine_diff_density_min         -1.200
_refine_diff_density_rms         0.098

####################################################################### 
# 
# 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_HCF_3ClPy
_database_code_depnum_ccdc_archive 'CCDC 2031802'
loop_
_audit_author_name
_audit_author_address
'Luka Fotovic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-09-14 deposited with the CCDC.	2020-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H32 Cl4 Fe2 N16 O2'
_chemical_formula_weight         950.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.1771(9)
_cell_length_b                   11.2544(12)
_cell_length_c                   12.1692(15)
_cell_angle_alpha                91.426(9)
_cell_angle_beta                 108.865(10)
_cell_angle_gamma                90.318(9)
_cell_volume                     1059.3(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2682
_cell_measurement_theta_min      4.4950
_cell_measurement_theta_max      27.1290

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_F_000             484
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.989
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88160
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            8386
_diffrn_reflns_av_unetI/netI     0.0632
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.449
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4122
_reflns_number_gt                3055
_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-2018/3 (Sheldrick, 2018)'
_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)+(0.0268P)²] 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         4122
_refine_ls_number_parameters     278
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.0821
_refine_ls_wR_factor_gt          0.0742
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.027
_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
Fe1 Fe 0.000000 0.500000 0.500000 0.02541(15) Uani 1 2 d DS . P . .
Fe2 Fe 0.500000 1.000000 1.000000 0.02455(15) Uani 1 2 d S . P . .
Cl2 Cl 0.12665(15) -0.12091(8) 0.44978(10) 0.0963(4) Uani 1 1 d . . . . .
Cl1 Cl 1.25324(13) 0.50597(10) 0.95766(9) 0.0895(3) Uani 1 1 d . . . . .
O1 O 0.3368(3) 0.35280(19) 0.28135(19) 0.0517(6) Uani 1 1 d D . . . .
N3 N 0.0610(3) 0.7178(2) 0.66173(18) 0.0402(6) Uani 1 1 d . . . . .
N8 N 0.3354(3) 0.1854(2) 0.4307(2) 0.0450(6) Uani 1 1 d . . . . .
H8N H 0.331046 0.234825 0.377078 0.054 Uiso 1 1 calc R U . . .
N2 N 0.2323(3) 0.3625(2) 0.7011(2) 0.0461(6) Uani 1 1 d D . . . .
N4 N 0.1989(3) 0.8863(2) 0.8097(2) 0.0449(6) Uani 1 1 d D . . . .
N6 N 0.6010(3) 0.7650(2) 1.12412(18) 0.0434(6) Uani 1 1 d . . . . .
C3 C 0.0396(3) 0.6362(2) 0.5997(2) 0.0285(6) Uani 1 1 d . . . . .
N1 N 0.2959(3) 0.5589(2) 0.4071(2) 0.0489(7) Uani 1 1 d . . . . .
C6 C 0.5589(3) 0.8519(2) 1.0745(2) 0.0295(6) Uani 1 1 d . . . . .
N5 N 0.7353(3) 0.9395(2) 0.8545(2) 0.0512(7) Uani 1 1 d . . . . .
C2 C 0.1464(3) 0.4139(2) 0.6240(2) 0.0319(6) Uani 1 1 d . . . . .
C5 C 0.6456(3) 0.9649(2) 0.9079(2) 0.0317(6) Uani 1 1 d . . . . .
C1 C 0.1847(2) 0.5388(2) 0.44708(19) 0.0321(6) Uani 1 1 d D . . . .
C4 C 0.3111(4) 0.9287(2) 0.8825(2) 0.0305(6) Uani 1 1 d . . . . .
N7 N 0.9701(3) 0.7766(2) 0.9792(2) 0.0583(7) Uani 1 1 d . . . . .
H7N H 0.898045 0.821350 0.930968 0.070 Uiso 1 1 calc R U . . .
C12 C 0.2429(4) 0.0857(3) 0.4023(2) 0.0421(7) Uani 1 1 d . . . . .
H12 H 0.175239 0.069167 0.325826 0.051 Uiso 1 1 calc R U . . .
C13 C 0.2489(4) 0.0083(2) 0.4869(3) 0.0459(8) Uani 1 1 d . . . . .
C8 C 1.1584(4) 0.6196(3) 1.0119(3) 0.0468(8) Uani 1 1 d . . . . .
C16 C 0.4351(4) 0.2122(3) 0.5392(3) 0.0577(9) Uani 1 1 d . . . . .
H16 H 0.498052 0.283255 0.556292 0.069 Uiso 1 1 calc R U . . .
C7 C 1.0412(4) 0.6882(3) 0.9376(3) 0.0529(9) Uani 1 1 d . . . . .
H7 H 1.010451 0.673686 0.857861 0.063 Uiso 1 1 calc R U . . .
C15 C 0.4434(5) 0.1351(4) 0.6238(3) 0.0704(11) Uani 1 1 d . . . . .
H15 H 0.513024 0.152766 0.699666 0.084 Uiso 1 1 calc R U . . .
C9 C 1.1988(4) 0.6389(3) 1.1287(3) 0.0569(9) Uani 1 1 d . . . . .
H9 H 1.279482 0.591728 1.180437 0.068 Uiso 1 1 calc R U . . .
C14 C 0.3508(5) 0.0318(4) 0.5990(3) 0.0656(10) Uani 1 1 d . . . . .
H14 H 0.356577 -0.021859 0.656993 0.079 Uiso 1 1 calc R U . . .
C17 C 0.4933(4) 0.3507(3) 0.2538(3) 0.0696(10) Uani 1 1 d . . . . .
H17A H 0.489475 0.409568 0.197309 0.104 Uiso 1 1 calc R U . . .
H17B H 0.506706 0.273498 0.222608 0.104 Uiso 1 1 calc R U . . .
H17C H 0.589261 0.367489 0.322831 0.104 Uiso 1 1 calc R U . . .
C11 C 1.0054(4) 0.7994(3) 1.0927(3) 0.0594(9) Uani 1 1 d . . . . .
H11 H 0.953401 0.862190 1.119149 0.071 Uiso 1 1 calc R U . . .
C10 C 1.1192(5) 0.7285(3) 1.1688(3) 0.0646(10) Uani 1 1 d . . . . .
H10 H 1.142970 0.740974 1.248259 0.077 Uiso 1 1 calc R U . . .
H1 H 0.336(4) 0.414(2) 0.322(2) 0.061(11) Uiso 1 1 d D . . . .
H2N H 0.292(5) 0.318(3) 0.770(3) 0.149(17) Uiso 1 1 d D . . . .
H4N H 0.148(6) 0.823(4) 0.751(4) 0.19(2) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C1 1.8770(10) 2_566 ?
Fe1 C1 1.8770(10) . ?
Fe1 C2 1.888(3) 2_566 ?
Fe1 C2 1.888(3) . ?
Fe1 C3 1.890(3) . ?
Fe1 C3 1.890(3) 2_566 ?
Fe2 C4 1.891(3) 2_677 ?
Fe2 C4 1.891(3) . ?
Fe2 C6 1.907(3) . ?
Fe2 C6 1.907(3) 2_677 ?
Fe2 C5 1.917(3) . ?
Fe2 C5 1.917(3) 2_677 ?
Cl2 C13 1.725(3) . ?
Cl1 C8 1.724(3) . ?
O1 C17 1.424(3) . ?
O1 H1 0.843(17) . ?
N3 C3 1.150(3) . ?
N8 C12 1.324(3) . ?
N8 C16 1.335(4) . ?
N8 H8N 0.8600 . ?
N2 C2 1.146(3) . ?
N2 H2N 0.979(19) . ?
N4 C4 1.141(3) . ?
N4 H4N 0.988(19) . ?
N6 C6 1.157(3) . ?
N1 C1 1.185(2) . ?
N5 C5 1.159(3) . ?
N7 C7 1.326(4) . ?
N7 C11 1.334(4) . ?
N7 H7N 0.8600 . ?
C12 C13 1.355(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.367(4) . ?
C8 C7 1.348(4) . ?
C8 C9 1.363(4) . ?
C16 C15 1.349(5) . ?
C16 H16 0.9300 . ?
C7 H7 0.9300 . ?
C15 C14 1.356(5) . ?
C15 H15 0.9300 . ?
C9 C10 1.366(4) . ?
C9 H9 0.9300 . ?
C14 H14 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C11 C10 1.359(5) . ?
C11 H11 0.9300 . ?
C10 H10 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
C1 Fe1 C1 180.0 2_566 . ?
C1 Fe1 C2 91.63(11) 2_566 2_566 ?
C1 Fe1 C2 88.37(11) . 2_566 ?
C1 Fe1 C2 88.37(11) 2_566 . ?
C1 Fe1 C2 91.63(11) . . ?
C2 Fe1 C2 180.00(16) 2_566 . ?
C1 Fe1 C3 87.58(10) 2_566 . ?
C1 Fe1 C3 92.42(10) . . ?
C2 Fe1 C3 91.10(10) 2_566 . ?
C2 Fe1 C3 88.90(10) . . ?
C1 Fe1 C3 92.42(10) 2_566 2_566 ?
C1 Fe1 C3 87.58(10) . 2_566 ?
C2 Fe1 C3 88.90(10) 2_566 2_566 ?
C2 Fe1 C3 91.10(10) . 2_566 ?
C3 Fe1 C3 180.0 . 2_566 ?
C4 Fe2 C4 180.0 2_677 . ?
C4 Fe2 C6 88.71(11) 2_677 . ?
C4 Fe2 C6 91.29(11) . . ?
C4 Fe2 C6 91.29(11) 2_677 2_677 ?
C4 Fe2 C6 88.71(11) . 2_677 ?
C6 Fe2 C6 180.0 . 2_677 ?
C4 Fe2 C5 90.58(10) 2_677 . ?
C4 Fe2 C5 89.42(10) . . ?
C6 Fe2 C5 89.78(11) . . ?
C6 Fe2 C5 90.22(11) 2_677 . ?
C4 Fe2 C5 89.42(10) 2_677 2_677 ?
C4 Fe2 C5 90.58(10) . 2_677 ?
C6 Fe2 C5 90.23(11) . 2_677 ?
C6 Fe2 C5 89.78(11) 2_677 2_677 ?
C5 Fe2 C5 180.0 . 2_677 ?
C17 O1 H1 110(2) . . ?
C12 N8 C16 122.6(3) . . ?
C12 N8 H8N 118.7 . . ?
C16 N8 H8N 118.7 . . ?
C2 N2 H2N 173(3) . . ?
C4 N4 H4N 152(3) . . ?
N3 C3 Fe1 178.3(2) . . ?
N6 C6 Fe2 176.6(2) . . ?
N2 C2 Fe1 178.0(2) . . ?
N5 C5 Fe2 177.2(2) . . ?
N1 C1 Fe1 175.6(2) . . ?
N4 C4 Fe2 178.4(2) . . ?
C7 N7 C11 122.9(3) . . ?
C7 N7 H7N 118.5 . . ?
C11 N7 H7N 118.5 . . ?
N8 C12 C13 118.7(3) . . ?
N8 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C12 C13 C14 120.5(3) . . ?
C12 C13 Cl2 118.5(3) . . ?
C14 C13 Cl2 120.9(3) . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 Cl1 119.3(2) . . ?
C9 C8 Cl1 120.6(3) . . ?
N8 C16 C15 119.2(3) . . ?
N8 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
N7 C7 C8 119.3(3) . . ?
N7 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C16 C15 C14 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C8 C9 C10 119.1(3) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C15 C14 C13 118.6(3) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N7 C11 C10 118.4(3) . . ?
N7 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
C11 C10 C9 120.2(3) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?

_refine_diff_density_max         0.523
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_HCF_3BrPy
_database_code_depnum_ccdc_archive 'CCDC 2031803'
loop_
_audit_author_name
_audit_author_address
'Luka Fotovic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-09-14 deposited with the CCDC.	2020-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Br2 Fe N8 O2'
_chemical_formula_weight         568.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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                   14.7058(15)
_cell_length_b                   8.3867(6)
_cell_length_c                   18.3571(18)
_cell_angle_alpha                90
_cell_angle_beta                 108.439(11)
_cell_angle_gamma                90
_cell_volume                     2147.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2392
_cell_measurement_theta_min      4.8820
_cell_measurement_theta_max      30.4060

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.757
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.26
_exptl_absorpt_coefficient_mu    4.452
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.48712
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            7901
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.670
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             2302
_reflns_number_gt                1932
_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       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_solution    
;
SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0352P)²+1.5024P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0055(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2302
_refine_ls_number_parameters     145
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0309
_refine_ls_wR_factor_ref         0.0767
_refine_ls_wR_factor_gt          0.0723
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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 0.500000 0.66611(5) 0.750000 0.02394(15) Uani 1 2 d S T P . .
Br1 Br 0.01790(2) 0.25941(4) 0.49891(2) 0.06028(16) Uani 1 1 d . . . . .
O1 O 0.70168(13) 0.1506(2) 0.66103(11) 0.0395(4) Uani 1 1 d D . . . .
N1 N 0.36935(16) 0.6613(3) 0.58288(12) 0.0432(5) Uani 1 1 d . . . . .
N4 N 0.24284(15) 0.4970(3) 0.46956(13) 0.0371(5) Uani 1 1 d . . . . .
H4N H 0.283413 0.565945 0.495685 0.044 Uiso 1 1 calc R U . . .
C2 C 0.42245(16) 0.5047(3) 0.77575(13) 0.0276(5) Uani 1 1 d . . . . .
N3 N 0.62108(18) 0.9147(3) 0.70712(14) 0.0490(6) Uani 1 1 d D . . . .
N2 N 0.37574(16) 0.4096(3) 0.79206(13) 0.0420(5) Uani 1 1 d . . . . .
C1 C 0.41840(17) 0.6635(3) 0.64555(13) 0.0287(5) Uani 1 1 d . . . . .
C3 C 0.57471(18) 0.8212(3) 0.72379(13) 0.0315(5) Uani 1 1 d D . . . .
C5 C 0.10994(19) 0.3354(3) 0.45639(14) 0.0366(6) Uani 1 1 d . . . . .
C4 C 0.17445(18) 0.4466(3) 0.49686(14) 0.0374(6) Uani 1 1 d . . . . .
H4 H 0.170328 0.486480 0.542990 0.045 Uiso 1 1 calc R U . . .
C8 C 0.2513(2) 0.4455(4) 0.40374(16) 0.0445(7) Uani 1 1 d . . . . .
H8 H 0.300189 0.483854 0.386465 0.053 Uiso 1 1 calc R U . . .
C6 C 0.1157(2) 0.2794(3) 0.38773(16) 0.0472(7) Uani 1 1 d . . . . .
H6 H 0.071909 0.204865 0.359390 0.057 Uiso 1 1 calc R U . . .
C7 C 0.1879(2) 0.3361(4) 0.36163(15) 0.0518(8) Uani 1 1 d . . . . .
H7 H 0.193223 0.299522 0.315322 0.062 Uiso 1 1 calc R U . . .
H3N H 0.656(2) 0.999(3) 0.688(2) 0.092(13) Uiso 1 1 d D . . . .
H1V H 0.7702(3) 0.142(5) 0.677(2) 0.083(12) Uiso 1 1 d D . . . .
H2V H 0.682(3) 0.250(2) 0.677(2) 0.069(11) Uiso 1 1 d D . . . .


_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 C3 1.861(3) . ?
Fe1 C3 1.861(3) 2_656 ?
Fe1 C1 1.914(2) . ?
Fe1 C1 1.914(2) 2_656 ?
Fe1 C2 1.923(2) . ?
Fe1 C2 1.923(2) 2_656 ?
Br1 C5 1.875(3) . ?
O1 H1V 0.959(2) . ?
O1 H2V 0.960(2) . ?
N1 C1 1.149(3) . ?
N4 C8 1.325(4) . ?
N4 C4 1.327(3) . ?
N4 H4N 0.8600 . ?
C2 N2 1.152(3) . ?
N3 C3 1.143(3) . ?
N3 H3N 0.997(10) . ?
C5 C4 1.370(4) . ?
C5 C6 1.372(4) . ?
C4 H4 0.9300 . ?
C8 C7 1.362(4) . ?
C8 H8 0.9300 . ?
C6 C7 1.380(5) . ?
C6 H6 0.9300 . ?
C7 H7 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
C3 Fe1 C3 91.36(15) . 2_656 ?
C3 Fe1 C1 89.05(10) . . ?
C3 Fe1 C1 91.88(10) 2_656 . ?
C3 Fe1 C1 91.88(10) . 2_656 ?
C3 Fe1 C1 89.05(10) 2_656 2_656 ?
C1 Fe1 C1 178.67(15) . 2_656 ?
C3 Fe1 C2 179.24(10) . . ?
C3 Fe1 C2 89.08(10) 2_656 . ?
C1 Fe1 C2 90.31(10) . . ?
C1 Fe1 C2 88.75(10) 2_656 . ?
C3 Fe1 C2 89.07(10) . 2_656 ?
C3 Fe1 C2 179.24(10) 2_656 2_656 ?
C1 Fe1 C2 88.75(10) . 2_656 ?
C1 Fe1 C2 90.31(10) 2_656 2_656 ?
C2 Fe1 C2 90.50(13) . 2_656 ?
H1V O1 H2V 111(3) . . ?
C8 N4 C4 122.8(2) . . ?
C8 N4 H4N 118.6 . . ?
C4 N4 H4N 118.6 . . ?
N2 C2 Fe1 178.9(2) . . ?
C3 N3 H3N 175(2) . . ?
N1 C1 Fe1 179.8(2) . . ?
N3 C3 Fe1 179.0(2) . . ?
C4 C5 C6 119.8(3) . . ?
C4 C5 Br1 118.22(19) . . ?
C6 C5 Br1 121.9(2) . . ?
N4 C4 C5 119.3(2) . . ?
N4 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N4 C8 C7 119.5(3) . . ?
N4 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C5 C6 C7 118.6(3) . . ?
C5 C6 H6 120.7 . . ?
C7 C6 H6 120.7 . . ?
C8 C7 C6 119.9(3) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?

_refine_diff_density_max         0.657
_refine_diff_density_min         -0.590
_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_HCF_2BrPy
_database_code_depnum_ccdc_archive 'CCDC 2031800'
loop_
_audit_author_name
_audit_author_address
'Luka Fotovic'
;Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-09-14 deposited with the CCDC.	2020-11-09 downloaded from the CCDC.
;

_vrf_PLAT084_HCF_2BrPy           
;
PROBLEM: High R1 Value ..................................       0.11 Report
RESPONSE: The crystals were very small and weakly diffracting whish has 
led to a large number of unobserved reflections at larger angles. This has 
lead to a number of problems with the structure including the difficulties 
in modeling the disordered 2-bromopyridine molecules, low precision on C-C 
bonds and high R and wR values. Unfortunately,we were unable to obtain larger 
and better quality crystals to remedy the problem.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H44 Br8 Fe3 N26'
_chemical_formula_weight         1912.02

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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                   19.931(2)
_cell_length_b                   12.6943(14)
_cell_length_c                   30.341(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.819(8)
_cell_angle_gamma                90
_cell_volume                     7659.6(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_oxdiff_measurement_reflns_used 1262
_cell_measurement_reflns_used    1262
_cell_measurement_theta_min      4.4920
_cell_measurement_theta_max      25.5810

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_F_000             3728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    4.787
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.08458
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  
;
Oxford Diffraction Xcalibur CCD
diffractometer
;
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            13322
_diffrn_reflns_av_unetI/netI     0.1595
_diffrn_reflns_av_R_equivalents  0.0881
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         4.404
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             7459
_reflns_number_gt                3213
_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       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_solution    
;
SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1483P)²+89.0906P] 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         7459
_refine_ls_number_parameters     402
_refine_ls_number_restraints     67
_refine_ls_R_factor_all          0.2114
_refine_ls_R_factor_gt           0.1075
_refine_ls_wR_factor_ref         0.3679
_refine_ls_wR_factor_gt          0.2808
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.016
_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
Fe1 Fe 0.16833(7) 0.49937(13) 0.66669(4) 0.0229(4) Uani 1 1 d . . . . .
Fe2 Fe 0.500000 0.500000 0.500000 0.0234(5) Uani 1 2 d S . P . .
Br1 Br 0.39012(12) 0.3733(2) 0.75408(6) 0.0995(8) Uani 1 1 d . . . . .
Br2 Br 0.58840(11) 0.5604(2) 0.65918(8) 0.1068(9) Uani 1 1 d . . . . .
C9 C 0.5537(6) 0.4049(9) 0.5356(4) 0.034(3) Uani 1 1 d D . . . .
N6 N 0.2413(6) 0.6442(9) 0.7342(4) 0.053(3) Uani 1 1 d . . . . .
N3 N 0.0994(6) 0.3511(9) 0.5985(3) 0.050(3) Uani 1 1 d . . . . .
N7 N 0.3907(6) 0.4770(9) 0.5650(4) 0.053(3) Uani 1 1 d . . . . .
N9 N 0.5838(6) 0.3452(9) 0.5586(4) 0.056(3) Uani 1 1 d D . . . .
N2 N 0.2133(6) 0.3043(9) 0.7181(4) 0.053(3) Uani 1 1 d D . . . .
N4 N 0.0471(6) 0.5175(10) 0.7226(4) 0.055(3) Uani 1 1 d D . . . .
C3 C 0.1241(5) 0.4080(10) 0.6245(4) 0.032(3) Uani 1 1 d . . . . .
C2 C 0.1968(5) 0.3784(10) 0.6988(4) 0.034(3) Uani 1 1 d D . . . .
C1 C 0.2466(5) 0.4850(9) 0.6359(3) 0.029(2) Uani 1 1 d D . . . .
C7 C 0.4318(6) 0.4869(9) 0.5398(4) 0.036(3) Uani 1 1 d . . . . .
N1 N 0.2956(5) 0.4757(10) 0.6184(3) 0.049(3) Uani 1 1 d D . . . .
C4 C 0.0911(5) 0.5088(9) 0.7004(3) 0.033(3) Uani 1 1 d D . . . .
C5 C 0.1406(6) 0.6176(10) 0.6326(4) 0.036(3) Uani 1 1 d . . . . .
C8 C 0.4645(5) 0.3825(8) 0.4681(4) 0.033(3) Uani 1 1 d D . . . .
N5 N 0.1253(6) 0.6924(10) 0.6103(4) 0.058(3) Uani 1 1 d . . . . .
N8 N 0.4441(6) 0.3087(9) 0.4494(4) 0.060(3) Uani 1 1 d D . . . .
N11 N 0.4580(6) 0.5740(9) 0.6839(4) 0.057(3) Uani 1 1 d . . . . .
C6 C 0.2147(6) 0.5884(9) 0.7085(4) 0.035(3) Uani 1 1 d . . . . .
N10 N 0.4470(6) 0.3614(10) 0.6748(4) 0.061(3) Uani 1 1 d . . . . .
H10 H 0.454827 0.426972 0.679966 0.073 Uiso 1 1 calc R U . . .
C10 C 0.4141(8) 0.3083(13) 0.7043(5) 0.060(4) Uani 1 1 d . . . . .
C18 C 0.4038(10) 0.7309(16) 0.7027(6) 0.081(5) Uani 1 1 d . . . . .
H18 H 0.364063 0.763080 0.710003 0.097 Uiso 1 1 calc R U . . .
C17 C 0.4566(10) 0.7891(15) 0.6978(6) 0.076(5) Uani 1 1 d . . . . .
H17 H 0.455427 0.861361 0.702831 0.091 Uiso 1 1 calc R U . . .
C19 C 0.4050(8) 0.6234(16) 0.6974(6) 0.081(5) Uani 1 1 d . . . . .
H19 H 0.367257 0.584343 0.703622 0.097 Uiso 1 1 calc R U . . .
C15 C 0.5120(8) 0.6321(14) 0.6781(5) 0.066(4) Uani 1 1 d . . . . .
C16 C 0.5131(9) 0.7423(14) 0.6852(6) 0.074(5) Uani 1 1 d . . . . .
H16 H 0.551729 0.781447 0.681217 0.089 Uiso 1 1 calc R U . . .
C11 C 0.4037(10) 0.2018(18) 0.6954(7) 0.092(6) Uani 1 1 d . . . . .
H11 H 0.380334 0.160585 0.714558 0.110 Uiso 1 1 calc R U . . .
C13 C 0.4604(11) 0.2140(17) 0.6298(7) 0.088(6) Uani 1 1 d . . . . .
H13 H 0.477011 0.181801 0.605283 0.105 Uiso 1 1 calc R U . . .
C14 C 0.4695(9) 0.3193(17) 0.6364(5) 0.076(5) Uani 1 1 d . . . . .
H14 H 0.490025 0.361007 0.615931 0.092 Uiso 1 1 calc R U . . .
C12 C 0.4280(11) 0.1572(17) 0.6582(9) 0.094(6) Uani 1 1 d . . . . .
H12 H 0.421396 0.085679 0.652882 0.113 Uiso 1 1 calc R U . . .
Br3 Br 0.27163(15) 0.9770(3) 0.66925(11) 0.1443(12) Uani 1 1 d . . . . .
N12 N 0.3731(6) 0.9308(8) 0.6158(4) 0.079(4) Uani 1 1 d G . . . .
C20 C 0.3126(6) 0.8941(10) 0.6301(4) 0.085(6) Uani 1 1 d G . . . .
C21 C 0.2880(6) 0.7963(11) 0.6163(5) 0.114(9) Uani 1 1 d G . . . .
H21 H 0.247502 0.771747 0.625845 0.137 Uiso 1 1 calc R U . . .
C22 C 0.3241(9) 0.7350(8) 0.5881(6) 0.131(8) Uani 1 1 d G . . . .
H22 H 0.307664 0.669509 0.578857 0.157 Uiso 1 1 calc R U . . .
C23 C 0.3846(8) 0.7716(11) 0.5738(5) 0.131(8) Uani 1 1 d G . . . .
H23 H 0.408758 0.730655 0.554970 0.157 Uiso 1 1 calc R U . . .
C24 C 0.4092(6) 0.8695(12) 0.5876(4) 0.098(6) Uani 1 1 d G . . . .
H24 H 0.449692 0.894040 0.578070 0.118 Uiso 1 1 calc R U . . .
Br4 Br 0.3079(4) 0.9331(4) 0.48241(14) 0.298(4) Uani 1 1 d D . . . .
N13 N 0.3374(5) 1.1340(5) 0.5209(3) 0.158(8) Uani 1 1 d DG U . . .
C25 C 0.2909(5) 1.0524(5) 0.5172(3) 0.152(7) Uani 1 1 d G U . . .
C26 C 0.2327(5) 1.0573(8) 0.5398(4) 0.152(7) Uani 1 1 d DG U . . .
H26 H 0.201570 1.002713 0.537340 0.182 Uiso 1 1 calc R U . . .
C27 C 0.2210(7) 1.1439(10) 0.5663(4) 0.149(9) Uani 1 1 d G U . . .
H27 H 0.181994 1.147257 0.581482 0.179 Uiso 1 1 calc R U . . .
C28 C 0.2675(8) 1.2256(8) 0.5700(4) 0.149(9) Uani 1 1 d G U . . .
H28 H 0.259621 1.283506 0.587743 0.179 Uiso 1 1 calc R U . . .
C29 C 0.3257(7) 1.2206(5) 0.5474(4) 0.152(7) Uani 1 1 d G U . . .
H29 H 0.356827 1.275213 0.549863 0.182 Uiso 1 1 calc R U . . .
H8 H 0.429(9) 0.254(6) 0.430(3) 0.6(4) Uiso 1 1 d D . . . .
H9 H 0.602(9) 0.299(12) 0.581(4) 0.11(7) Uiso 1 1 d D . . . .
H1 H 0.341(3) 0.463(14) 0.611(5) 0.10(6) Uiso 1 1 d D . . . .
H4 H 0.009(7) 0.544(14) 0.737(6) 0.04(7) Uiso 0.5 1 d D . P . .
H2 H 0.223(8) 0.243(7) 0.737(4) 0.08(5) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C1 1.881(10) . ?
Fe1 C5 1.884(13) . ?
Fe1 C2 1.886(12) . ?
Fe1 C6 1.893(12) . ?
Fe1 C3 1.899(12) . ?
Fe1 C4 1.908(12) . ?
Fe2 C7 1.884(12) 5_666 ?
Fe2 C7 1.884(12) . ?
Fe2 C8 1.889(10) 5_666 ?
Fe2 C8 1.889(10) . ?
Fe2 C9 1.901(12) 5_666 ?
Fe2 C9 1.901(12) . ?
Br1 C10 1.814(17) . ?
Br2 C15 1.895(18) . ?
C9 N9 1.168(14) . ?
N6 C6 1.156(14) . ?
N3 C3 1.155(14) . ?
N7 C7 1.164(15) . ?
N9 H9 0.949(19) . ?
N2 C2 1.144(14) . ?
N2 H2 0.974(19) . ?
N4 C4 1.146(14) . ?
N4 H4 0.966(19) . ?
C1 N1 1.148(14) . ?
N1 H1 0.960(19) . ?
C5 N5 1.194(15) . ?
C8 N8 1.156(10) . ?
N8 H8 0.950(2) . ?
N11 C19 1.32(2) . ?
N11 C15 1.326(19) . ?
N10 C10 1.327(19) . ?
N10 C14 1.39(2) . ?
N10 H10 0.8600 . ?
C10 C11 1.39(3) . ?
C18 C17 1.30(2) . ?
C18 C19 1.37(2) . ?
C18 H18 0.9300 . ?
C17 C16 1.35(2) . ?
C17 H17 0.9300 . ?
C19 H19 0.9300 . ?
C15 C16 1.41(2) . ?
C16 H16 0.9300 . ?
C11 C12 1.38(3) . ?
C11 H11 0.9300 . ?
C13 C12 1.32(3) . ?
C13 C14 1.36(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C12 H12 0.9300 . ?
Br3 C20 1.820(11) . ?
N12 C20 1.3900 . ?
N12 C24 1.3900 . ?
C20 C21 1.3900 . ?
C21 C22 1.3900 . ?
C21 H21 0.9300 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
Br4 C25 1.8884 . ?
N13 C25 1.3900 . ?
N13 C29 1.3900 . ?
C25 C26 1.3900 . ?
C26 C27 1.3900 . ?
C26 H26 0.9300 . ?
C27 C28 1.3900 . ?
C27 H27 0.9300 . ?
C28 C29 1.3900 . ?
C28 H28 0.9300 . ?
C29 H29 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
C1 Fe1 C5 91.6(5) . . ?
C1 Fe1 C2 87.0(5) . . ?
C5 Fe1 C2 177.9(5) . . ?
C1 Fe1 C6 90.4(5) . . ?
C5 Fe1 C6 90.3(5) . . ?
C2 Fe1 C6 91.3(5) . . ?
C1 Fe1 C3 88.2(5) . . ?
C5 Fe1 C3 90.6(5) . . ?
C2 Fe1 C3 87.8(5) . . ?
C6 Fe1 C3 178.4(5) . . ?
C1 Fe1 C4 176.9(5) . . ?
C5 Fe1 C4 91.5(5) . . ?
C2 Fe1 C4 90.0(5) . . ?
C6 Fe1 C4 88.8(5) . . ?
C3 Fe1 C4 92.5(5) . . ?
C7 Fe2 C7 180.0(7) 5_666 . ?
C7 Fe2 C8 89.8(5) 5_666 5_666 ?
C7 Fe2 C8 90.2(5) . 5_666 ?
C7 Fe2 C8 90.2(5) 5_666 . ?
C7 Fe2 C8 89.8(5) . . ?
C8 Fe2 C8 180.0 5_666 . ?
C7 Fe2 C9 89.0(5) 5_666 5_666 ?
C7 Fe2 C9 91.0(5) . 5_666 ?
C8 Fe2 C9 88.1(5) 5_666 5_666 ?
C8 Fe2 C9 91.9(5) . 5_666 ?
C7 Fe2 C9 91.0(5) 5_666 . ?
C7 Fe2 C9 89.0(5) . . ?
C8 Fe2 C9 91.9(5) 5_666 . ?
C8 Fe2 C9 88.1(5) . . ?
C9 Fe2 C9 180.0 5_666 . ?
N9 C9 Fe2 176.6(10) . . ?
C9 N9 H9 170(10) . . ?
C2 N2 H2 173(9) . . ?
C4 N4 H4 163(10) . . ?
N3 C3 Fe1 177.6(11) . . ?
N2 C2 Fe1 179.0(12) . . ?
N1 C1 Fe1 177.7(10) . . ?
N7 C7 Fe2 178.2(12) . . ?
C1 N1 H1 166(10) . . ?
N4 C4 Fe1 175.8(10) . . ?
N5 C5 Fe1 177.4(11) . . ?
N8 C8 Fe2 178.0(11) . . ?
C8 N8 H8 171(6) . . ?
C19 N11 C15 116.8(15) . . ?
N6 C6 Fe1 178.0(11) . . ?
C10 N10 C14 125.1(15) . . ?
C10 N10 H10 117.5 . . ?
C14 N10 H10 117.5 . . ?
N10 C10 C11 115.9(17) . . ?
N10 C10 Br1 120.0(12) . . ?
C11 C10 Br1 124.1(15) . . ?
C17 C18 C19 122(2) . . ?
C17 C18 H18 119.0 . . ?
C19 C18 H18 119.0 . . ?
C18 C17 C16 118.6(19) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
N11 C19 C18 122.0(16) . . ?
N11 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
N11 C15 C16 122.4(17) . . ?
N11 C15 Br2 116.6(13) . . ?
C16 C15 Br2 121.0(13) . . ?
C17 C16 C15 118.2(16) . . ?
C17 C16 H16 120.9 . . ?
C15 C16 H16 120.9 . . ?
C12 C11 C10 120(2) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C12 C13 C14 120(2) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 N10 116.9(18) . . ?
C13 C14 H14 121.5 . . ?
N10 C14 H14 121.5 . . ?
C13 C12 C11 121(2) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C20 N12 C24 120.0 . . ?
C21 C20 N12 120.0 . . ?
C21 C20 Br3 123.4(8) . . ?
N12 C20 Br3 116.5(8) . . ?
C20 C21 C22 120.0 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 N12 120.0 . . ?
C23 C24 H24 120.0 . . ?
N12 C24 H24 120.0 . . ?
C25 N13 C29 120.0 . . ?
C26 C25 N13 120.0 . . ?
C26 C25 Br4 120.0 . . ?
N13 C25 Br4 120.0 . . ?
C25 C26 C27 120.0 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C29 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 N13 120.0 . . ?
C28 C29 H29 120.0 . . ?
N13 C29 H29 120.0 . . ?

_refine_diff_density_max         1.640
_refine_diff_density_min         -1.630
_refine_diff_density_rms         0.158

