# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_ldskk150218
_database_code_depnum_ccdc_archive 'CCDC 1407913'
loop_
_audit_author_name
_audit_author_address
'Corinne Bailly'
;University of Strasbourg
France
;
_audit_update_record             
;
2019-09-12 deposited with the CCDC.	2019-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C60 H44 Fe N14 O4, C H4 O'
_chemical_formula_sum            'C61 H48 Fe N14 O5'
_chemical_formula_weight         1112.98

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'

_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                   10.671(3)
_cell_length_b                   14.937(4)
_cell_length_c                   19.407(6)
_cell_angle_alpha                103.999(5)
_cell_angle_beta                 98.116(6)
_cell_angle_gamma                95.146(5)
_cell_volume                     2946.6(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3706
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      21.68

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             1156
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.316
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6310
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  triumph
_diffrn_source                   '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            46721
_diffrn_reflns_av_unetI/netI     0.1794
_diffrn_reflns_av_R_equivalents  0.1366
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.417
_diffrn_reflns_theta_max         28.083
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             14184
_reflns_number_gt                6055
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick 2014)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1141P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14184
_refine_ls_number_parameters     624
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1990
_refine_ls_R_factor_gt           0.0860
_refine_ls_wR_factor_ref         0.2373
_refine_ls_wR_factor_gt          0.1925
_refine_ls_goodness_of_fit_ref   0.947
_refine_ls_restrained_S_all      0.953
_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
C1 C 0.0143(4) 0.1241(3) 0.3296(2) 0.0505(13) Uani 1 1 d . . . . .
H1 H 0.0397 0.1613 0.3776 0.061 Uiso 1 1 calc R U . . .
C2 C -0.1121(4) 0.0928(4) 0.2966(3) 0.0578(15) Uani 1 1 d . . . . .
H2 H -0.1864 0.1038 0.3176 0.069 Uiso 1 1 calc R U . . .
C3 C -0.1074(4) 0.0431(3) 0.2283(3) 0.0519(13) Uani 1 1 d . . . . .
H3 H -0.1782 0.0134 0.1919 0.062 Uiso 1 1 calc R U . . .
C4 C 0.0807(4) 0.0057(3) 0.1651(2) 0.0322(10) Uani 1 1 d . . . . .
C5 C 0.0238(4) -0.0469(3) 0.0973(2) 0.0354(10) Uani 1 1 d . . . . .
H5 H -0.0664 -0.0606 0.0843 0.043 Uiso 1 1 calc R U . . .
C6 C 0.1037(4) -0.0789(3) 0.0489(2) 0.0375(11) Uani 1 1 d . . . . .
C7 C 0.2365(4) -0.0582(3) 0.0688(2) 0.0378(11) Uani 1 1 d . . . . .
H7 H 0.2917 -0.0799 0.0359 0.045 Uiso 1 1 calc R U . . .
C8 C 0.2843(4) -0.0055(3) 0.1375(2) 0.0349(10) Uani 1 1 d . . . . .
C9 C 0.4164(4) 0.0275(3) 0.1720(2) 0.0356(10) Uani 1 1 d . . . . .
C10 C 0.0462(4) -0.1374(3) -0.0252(2) 0.0406(11) Uani 1 1 d . . . . .
C11 C 0.0963(5) -0.2326(3) -0.1322(2) 0.0497(13) Uani 1 1 d . . . . .
H11A H 0.0517 -0.1996 -0.1650 0.060 Uiso 1 1 calc R U . . .
H11B H 0.0378 -0.2872 -0.1307 0.060 Uiso 1 1 calc R U . . .
C12 C 0.2159(5) -0.2627(4) -0.1577(2) 0.0527(13) Uani 1 1 d . . . . .
H12A H 0.2606 -0.2938 -0.1236 0.063 Uiso 1 1 calc R U . . .
H12B H 0.2734 -0.2074 -0.1587 0.063 Uiso 1 1 calc R U . . .
C13 C 0.1849(5) -0.3293(4) -0.2327(2) 0.0551(14) Uani 1 1 d . . . . .
H13A H 0.1457 -0.2961 -0.2669 0.066 Uiso 1 1 calc R U . . .
H13B H 0.1213 -0.3814 -0.2321 0.066 Uiso 1 1 calc R U . . .
C14 C 0.3019(5) -0.3689(4) -0.2598(3) 0.0663(16) Uani 1 1 d . . . . .
H14A H 0.3650 -0.3174 -0.2621 0.080 Uiso 1 1 calc R U . . .
H14B H 0.3425 -0.4017 -0.2256 0.080 Uiso 1 1 calc R U . . .
C15 C 0.2636(5) -0.4359(4) -0.3337(3) 0.0578(15) Uani 1 1 d . . . . .
C16 C 0.2317(5) -0.5299(4) -0.3390(3) 0.0640(15) Uani 1 1 d . . . . .
H16 H 0.2419 -0.5509 -0.2964 0.077 Uiso 1 1 calc R U . . .
C17 C 0.1853(5) -0.5943(4) -0.4045(3) 0.0628(15) Uani 1 1 d . . . . .
H17 H 0.1663 -0.6581 -0.4059 0.075 Uiso 1 1 calc R U . . .
C18 C 0.1665(4) -0.5662(3) -0.4678(3) 0.0462(12) Uani 1 1 d . . . . .
C19 C 0.1156(4) -0.6290(4) -0.5356(3) 0.0542(14) Uani 1 1 d . . . . .
H19 H 0.0932 -0.6928 -0.5381 0.065 Uiso 1 1 calc R U . . .
C20 C 0.0986(5) -0.6006(4) -0.5956(3) 0.0561(14) Uani 1 1 d . . . . .
H20 H 0.0652 -0.6449 -0.6400 0.067 Uiso 1 1 calc R U . . .
C21 C 0.1286(4) -0.5063(4) -0.5954(3) 0.0556(14) Uani 1 1 d . . . . .
C22 C 0.1098(6) -0.4739(5) -0.6575(3) 0.0727(17) Uani 1 1 d . . . . .
H22 H 0.0761 -0.5169 -0.7025 0.087 Uiso 1 1 calc R U . . .
C23 C 0.1384(6) -0.3835(6) -0.6552(4) 0.086(2) Uani 1 1 d . . . . .
H23 H 0.1256 -0.3642 -0.6986 0.103 Uiso 1 1 calc R U . . .
C24 C 0.1864(6) -0.3175(5) -0.5902(4) 0.0780(18) Uani 1 1 d . . . . .
H24 H 0.2054 -0.2539 -0.5897 0.094 Uiso 1 1 calc R U . . .
C25 C 0.2066(5) -0.3450(4) -0.5255(3) 0.0596(15) Uani 1 1 d . . . . .
C26 C 0.2542(5) -0.2816(4) -0.4564(4) 0.0688(17) Uani 1 1 d . . . . .
H26 H 0.2721 -0.2172 -0.4535 0.083 Uiso 1 1 calc R U . . .
C27 C 0.2743(5) -0.3101(4) -0.3956(3) 0.0604(15) Uani 1 1 d . . . . .
H27 H 0.3079 -0.2658 -0.3512 0.072 Uiso 1 1 calc R U . . .
C28 C 0.2465(4) -0.4050(4) -0.3962(3) 0.0480(13) Uani 1 1 d . . . . .
C29 C 0.1987(4) -0.4702(3) -0.4636(2) 0.0426(12) Uani 1 1 d . . . . .
C30 C 0.1780(4) -0.4402(4) -0.5277(3) 0.0469(12) Uani 1 1 d . . . . .
C31 C 0.2616(4) 0.2608(3) 0.2019(2) 0.0469(12) Uani 1 1 d . . . . .
H31 H 0.2246 0.2282 0.1539 0.056 Uiso 1 1 calc R U . . .
C32 C 0.3001(5) 0.3568(4) 0.2249(3) 0.0605(15) Uani 1 1 d . . . . .
H32 H 0.2936 0.4003 0.1965 0.073 Uiso 1 1 calc R U . . .
C33 C 0.3485(4) 0.3751(3) 0.2958(2) 0.0475(12) Uani 1 1 d . . . . .
H33 H 0.3831 0.4343 0.3268 0.057 Uiso 1 1 calc R U . . .
C34 C 0.3706(3) 0.2712(3) 0.3800(2) 0.0298(9) Uani 1 1 d . . . . .
C35 C 0.4200(4) 0.3336(3) 0.4456(2) 0.0325(10) Uani 1 1 d . . . . .
H35 H 0.4363 0.3985 0.4500 0.039 Uiso 1 1 calc R U . . .
C36 C 0.4448(4) 0.2968(3) 0.5050(2) 0.0324(10) Uani 1 1 d . . . . .
C37 C 0.4224(4) 0.2015(3) 0.4970(2) 0.0411(11) Uani 1 1 d . . . . .
H37 H 0.4405 0.1762 0.5372 0.049 Uiso 1 1 calc R U . . .
C38 C 0.3736(4) 0.1445(3) 0.4298(2) 0.0362(10) Uani 1 1 d . . . . .
C39 C 0.3415(4) 0.0436(3) 0.4053(2) 0.0432(11) Uani 1 1 d . . . . .
C40 C 0.4933(4) 0.3659(4) 0.5758(2) 0.0386(11) Uani 1 1 d . . . . .
C41 C 0.5389(8) 0.3918(5) 0.7010(3) 0.0946(12) Uani 1 1 d . . . . .
H41A H 0.4927 0.4470 0.7054 0.113 Uiso 1 1 calc R U . . .
H41B H 0.6313 0.4129 0.7071 0.113 Uiso 1 1 calc R U . . .
C42 C 0.5129(7) 0.3426(5) 0.7583(3) 0.0946(12) Uani 1 1 d D . . . .
H42A H 0.5279 0.3884 0.8059 0.113 Uiso 1 1 calc R U . . .
H42B H 0.4225 0.3144 0.7480 0.113 Uiso 1 1 calc R U . . .
C43 C 0.5952(7) 0.2707(4) 0.7602(3) 0.0946(12) Uani 1 1 d D . . . .
H43A H 0.6856 0.2990 0.7699 0.113 Uiso 1 1 calc R U . . .
H43B H 0.5797 0.2248 0.7126 0.113 Uiso 1 1 calc R U . . .
C44 C 0.5703(8) 0.2196(4) 0.8202(3) 0.0946(12) Uani 1 1 d D . . . .
H44A H 0.4783 0.1964 0.8132 0.113 Uiso 1 1 calc R U . . .
H44B H 0.6184 0.1654 0.8157 0.113 Uiso 1 1 calc R U . . .
C45 C 0.6106(11) 0.2841(6) 0.8941(4) 0.1295(10) Uani 1 1 d . . . . .
C46 C 0.5195(10) 0.3248(6) 0.9319(4) 0.1295(10) Uani 1 1 d . . . . .
H46 H 0.4315 0.3078 0.9120 0.155 Uiso 1 1 calc R U . . .
C47 C 0.5562(11) 0.3912(6) 0.9996(5) 0.1295(10) Uani 1 1 d . . . . .
H47 H 0.4919 0.4191 1.0233 0.155 Uiso 1 1 calc R U . . .
C48 C 0.6797(11) 0.4158(6) 1.0315(5) 0.1295(10) Uani 1 1 d D . . . .
C49 C 0.7219(10) 0.4870(6) 1.0997(4) 0.1295(10) Uani 1 1 d D . . . .
H49 H 0.6607 0.5177 1.1245 0.155 Uiso 1 1 calc R U . . .
C50 C 0.8492(11) 0.5095(6) 1.1278(5) 0.1295(10) Uani 1 1 d . . . . .
H50 H 0.8731 0.5550 1.1726 0.155 Uiso 1 1 calc R U . . .
C51 C 0.9453(11) 0.4700(7) 1.0949(5) 0.1295(10) Uani 1 1 d . . . . .
C52 C 1.0794(11) 0.4953(6) 1.1230(5) 0.1295(10) Uani 1 1 d . . . . .
H52 H 1.1101 0.5403 1.1675 0.155 Uiso 1 1 calc R U . . .
C53 C 1.1573(10) 0.4515(6) 1.0828(5) 0.1295(10) Uani 1 1 d . . . . .
H53 H 1.2451 0.4709 1.1020 0.155 Uiso 1 1 calc R U . . .
C54 C 1.1371(10) 0.3870(6) 1.0218(5) 0.1295(10) Uani 1 1 d . . . . .
H54 H 1.2043 0.3604 1.0003 0.155 Uiso 1 1 calc R U . . .
C55 C 1.0017(11) 0.3591(7) 0.9894(5) 0.1295(10) Uani 1 1 d . . . . .
C56 C 0.9695(11) 0.2957(6) 0.9253(4) 0.1295(10) Uani 1 1 d . . . . .
H56 H 1.0348 0.2679 0.9025 0.155 Uiso 1 1 calc R U . . .
C57 C 0.8411(10) 0.2695(6) 0.8911(4) 0.1295(10) Uani 1 1 d D . . . .
H57 H 0.8206 0.2265 0.8450 0.155 Uiso 1 1 calc R U . . .
C58 C 0.7400(11) 0.3092(6) 0.9274(5) 0.1295(10) Uani 1 1 d D . . . .
C59 C 0.7755(11) 0.3747(6) 0.9952(5) 0.1295(10) Uani 1 1 d . . . . .
C60 C 0.9092(11) 0.4011(6) 1.0273(5) 0.1295(10) Uani 1 1 d . . . . .
C61 C 0.6369(6) 0.8644(5) 0.0023(4) 0.095(2) Uani 1 1 d . . . . .
H61A H 0.5553 0.8839 -0.0144 0.142 Uiso 1 1 calc R U . . .
H61B H 0.6214 0.8031 0.0118 0.142 Uiso 1 1 calc R U . . .
H61C H 0.6910 0.8607 -0.0348 0.142 Uiso 1 1 calc R U . . .
N1 N 0.0941(3) 0.0953(2) 0.28511(18) 0.0360(9) Uani 1 1 d . . . . .
N2 N 0.0180(3) 0.0443(2) 0.22216(17) 0.0356(9) Uani 1 1 d . . . . .
N3 N 0.2066(3) 0.0251(2) 0.18577(17) 0.0299(8) Uani 1 1 d . . . . .
N4 N 0.5255(3) 0.0196(3) 0.1476(2) 0.0570(12) Uani 1 1 d . . . . .
N5 N 0.6147(4) 0.0694(3) 0.2043(2) 0.0668(13) Uani 1 1 d . . . . .
N6 N 0.5599(3) 0.1059(3) 0.2600(2) 0.0521(11) Uani 1 1 d . . . . .
N7 N 0.4346(3) 0.0801(2) 0.24013(18) 0.0367(9) Uani 1 1 d . . . . .
N8 N 0.2834(3) 0.2216(2) 0.25584(17) 0.0341(8) Uani 1 1 d . . . . .
N9 N 0.3387(3) 0.2942(2) 0.31429(17) 0.0340(8) Uani 1 1 d . . . . .
N10 N 0.3480(3) 0.1803(2) 0.37178(18) 0.0317(8) Uani 1 1 d . . . . .
N11 N 0.3438(5) -0.0221(3) 0.4401(2) 0.0664(13) Uani 1 1 d . . . . .
N12 N 0.2990(5) -0.1029(3) 0.3874(3) 0.0754(14) Uani 1 1 d . . . . .
N13 N 0.2698(4) -0.0833(3) 0.3244(3) 0.0630(12) Uani 1 1 d . . . . .
N14 N 0.2959(3) 0.0084(3) 0.3343(2) 0.0436(10) Uani 1 1 d . . . . .
O1 O -0.0661(3) -0.1517(2) -0.04839(16) 0.0561(9) Uani 1 1 d . . . . .
O2 O 0.1359(3) -0.1708(2) -0.06041(15) 0.0525(9) Uani 1 1 d . . . . .
O3 O 0.5263(3) 0.4468(2) 0.58155(15) 0.0460(8) Uani 1 1 d . . . . .
O4 O 0.4956(3) 0.3270(2) 0.63062(15) 0.0518(9) Uani 1 1 d . . . . .
O5 O 0.6965(4) 0.9273(5) 0.0640(3) 0.147(3) Uani 1 1 d . . . . .
H5A H 0.6422 0.9566 0.0841 0.221 Uiso 1 1 calc R U . . .
Fe1 Fe 0.27715(5) 0.10102(4) 0.27909(3) 0.0350(2) Uani 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
C1 N1 1.322(5) . ?
C1 C2 1.395(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.365(6) . ?
C2 H2 0.9500 . ?
C3 N2 1.359(5) . ?
C3 H3 0.9500 . ?
C4 N3 1.332(5) . ?
C4 C5 1.381(5) . ?
C4 N2 1.406(5) . ?
C5 C6 1.385(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.401(6) . ?
C6 C10 1.502(6) . ?
C7 C8 1.372(5) . ?
C7 H7 0.9500 . ?
C8 N3 1.362(5) . ?
C8 C9 1.459(5) . ?
C9 N4 1.322(5) . ?
C9 N7 1.342(5) . ?
C10 O1 1.200(5) . ?
C10 O2 1.318(5) . ?
C11 O2 1.455(5) . ?
C11 C12 1.499(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.524(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.534(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.514(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.391(8) . ?
C15 C28 1.392(7) . ?
C16 C17 1.389(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.419(6) . ?
C18 C29 1.424(7) . ?
C19 C20 1.327(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.415(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.399(8) . ?
C21 C30 1.435(6) . ?
C22 C23 1.347(9) . ?
C22 H22 0.9500 . ?
C23 C24 1.397(9) . ?
C23 H23 0.9500 . ?
C24 C25 1.408(8) . ?
C24 H24 0.9500 . ?
C25 C30 1.417(7) . ?
C25 C26 1.435(7) . ?
C26 C27 1.345(8) . ?
C26 H26 0.9500 . ?
C27 C28 1.419(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.424(6) . ?
C29 C30 1.417(7) . ?
C31 N8 1.321(6) . ?
C31 C32 1.399(7) . ?
C31 H31 0.9500 . ?
C32 C33 1.352(6) . ?
C32 H32 0.9500 . ?
C33 N9 1.340(6) . ?
C33 H33 0.9500 . ?
C34 N10 1.324(5) . ?
C34 C35 1.383(5) . ?
C34 N9 1.404(5) . ?
C35 C36 1.396(6) . ?
C35 H35 0.9500 . ?
C36 C37 1.388(6) . ?
C36 C40 1.495(5) . ?
C37 C38 1.374(6) . ?
C37 H37 0.9500 . ?
C38 N10 1.363(5) . ?
C38 C39 1.459(6) . ?
C39 N11 1.318(6) . ?
C39 N14 1.353(5) . ?
C40 O3 1.202(5) . ?
C40 O4 1.328(5) . ?
C41 O4 1.455(6) . ?
C41 C42 1.516(8) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.451(7) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.579(6) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.502(10) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.393(11) . ?
C45 C58 1.415(13) . ?
C46 C47 1.422(11) . ?
C46 H46 0.9500 . ?
C47 C48 1.352(12) . ?
C47 H47 0.9500 . ?
C48 C59 1.423(12) . ?
C48 C49 1.467(10) . ?
C49 C50 1.370(12) . ?
C49 H49 0.9500 . ?
C50 C51 1.385(12) . ?
C50 H50 0.9500 . ?
C51 C60 1.436(12) . ?
C51 C52 1.439(13) . ?
C52 C53 1.327(11) . ?
C52 H52 0.9500 . ?
C53 C54 1.310(10) . ?
C53 H53 0.9500 . ?
C54 C55 1.471(13) . ?
C54 H54 0.9500 . ?
C55 C56 1.348(11) . ?
C55 C60 1.414(12) . ?
C56 C57 1.412(12) . ?
C56 H56 0.9500 . ?
C57 C58 1.463(10) . ?
C57 H57 0.9500 . ?
C58 C59 1.414(12) . ?
C59 C60 1.452(13) . ?
C61 O5 1.362(7) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
N1 N2 1.376(4) . ?
N1 Fe1 1.968(3) . ?
N3 Fe1 1.897(3) . ?
N4 N5 1.361(5) . ?
N5 N6 1.326(5) . ?
N6 N7 1.333(4) . ?
N7 Fe1 1.957(3) . ?
N8 N9 1.383(4) . ?
N8 Fe1 1.958(4) . ?
N10 Fe1 1.907(3) . ?
N11 N12 1.375(6) . ?
N12 N13 1.326(6) . ?
N13 N14 1.334(5) . ?
N14 Fe1 1.950(4) . ?
O5 H5A 0.8400 . ?

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
N1 C1 C2 111.1(4) . . ?
N1 C1 H1 124.4 . . ?
C2 C1 H1 124.4 . . ?
C3 C2 C1 106.1(4) . . ?
C3 C2 H2 127.0 . . ?
C1 C2 H2 127.0 . . ?
N2 C3 C2 106.8(4) . . ?
N2 C3 H3 126.6 . . ?
C2 C3 H3 126.6 . . ?
N3 C4 C5 123.3(4) . . ?
N3 C4 N2 110.2(3) . . ?
C5 C4 N2 126.5(4) . . ?
C4 C5 C6 117.2(4) . . ?
C4 C5 H5 121.4 . . ?
C6 C5 H5 121.4 . . ?
C5 C6 C7 120.7(4) . . ?
C5 C6 C10 119.1(4) . . ?
C7 C6 C10 120.1(4) . . ?
C8 C7 C6 117.9(4) . . ?
C8 C7 H7 121.1 . . ?
C6 C7 H7 121.1 . . ?
N3 C8 C7 121.9(4) . . ?
N3 C8 C9 108.5(3) . . ?
C7 C8 C9 129.7(4) . . ?
N4 C9 N7 111.5(3) . . ?
N4 C9 C8 131.9(4) . . ?
N7 C9 C8 116.5(3) . . ?
O1 C10 O2 125.3(4) . . ?
O1 C10 C6 124.1(4) . . ?
O2 C10 C6 110.6(4) . . ?
O2 C11 C12 106.3(4) . . ?
O2 C11 H11A 110.5 . . ?
C12 C11 H11A 110.5 . . ?
O2 C11 H11B 110.5 . . ?
C12 C11 H11B 110.5 . . ?
H11A C11 H11B 108.7 . . ?
C11 C12 C13 110.7(4) . . ?
C11 C12 H12A 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
C12 C13 C14 113.5(4) . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 C13 110.6(4) . . ?
C15 C14 H14A 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 C28 118.7(5) . . ?
C16 C15 C14 119.1(5) . . ?
C28 C15 C14 121.9(5) . . ?
C17 C16 C15 122.4(5) . . ?
C17 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
C18 C17 C16 120.6(5) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 122.6(5) . . ?
C17 C18 C29 118.0(5) . . ?
C19 C18 C29 119.5(5) . . ?
C20 C19 C18 121.5(5) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C19 C20 C21 122.0(5) . . ?
C19 C20 H20 119.0 . . ?
C21 C20 H20 119.0 . . ?
C22 C21 C20 123.4(5) . . ?
C22 C21 C30 118.4(5) . . ?
C20 C21 C30 118.2(5) . . ?
C23 C22 C21 121.8(6) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C23 C24 121.2(6) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C25 120.1(6) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C30 118.9(5) . . ?
C24 C25 C26 123.7(6) . . ?
C30 C25 C26 117.4(5) . . ?
C27 C26 C25 122.4(5) . . ?
C27 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?
C26 C27 C28 121.4(5) . . ?
C26 C27 H27 119.3 . . ?
C28 C27 H27 119.3 . . ?
C15 C28 C27 122.5(5) . . ?
C15 C28 C29 119.5(5) . . ?
C27 C28 C29 118.0(5) . . ?
C30 C29 C18 118.6(4) . . ?
C30 C29 C28 120.5(5) . . ?
C18 C29 C28 120.8(5) . . ?
C29 C30 C25 120.2(5) . . ?
C29 C30 C21 120.1(5) . . ?
C25 C30 C21 119.7(5) . . ?
N8 C31 C32 110.9(4) . . ?
N8 C31 H31 124.5 . . ?
C32 C31 H31 124.5 . . ?
C33 C32 C31 106.0(5) . . ?
C33 C32 H32 127.0 . . ?
C31 C32 H32 127.0 . . ?
N9 C33 C32 107.4(4) . . ?
N9 C33 H33 126.3 . . ?
C32 C33 H33 126.3 . . ?
N10 C34 C35 123.2(4) . . ?
N10 C34 N9 111.2(3) . . ?
C35 C34 N9 125.7(4) . . ?
C34 C35 C36 117.0(4) . . ?
C34 C35 H35 121.5 . . ?
C36 C35 H35 121.5 . . ?
C37 C36 C35 120.4(4) . . ?
C37 C36 C40 123.6(4) . . ?
C35 C36 C40 116.0(4) . . ?
C38 C37 C36 118.8(4) . . ?
C38 C37 H37 120.6 . . ?
C36 C37 H37 120.6 . . ?
N10 C38 C37 120.9(4) . . ?
N10 C38 C39 108.2(4) . . ?
C37 C38 C39 130.9(4) . . ?
N11 C39 N14 111.7(4) . . ?
N11 C39 C38 132.2(4) . . ?
N14 C39 C38 116.1(4) . . ?
O3 C40 O4 124.7(4) . . ?
O3 C40 C36 123.3(4) . . ?
O4 C40 C36 112.0(4) . . ?
O4 C41 C42 108.4(5) . . ?
O4 C41 H41A 110.0 . . ?
C42 C41 H41A 110.0 . . ?
O4 C41 H41B 110.0 . . ?
C42 C41 H41B 110.0 . . ?
H41A C41 H41B 108.4 . . ?
C43 C42 C41 110.7(6) . . ?
C43 C42 H42A 109.5 . . ?
C41 C42 H42A 109.5 . . ?
C43 C42 H42B 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 108.1 . . ?
C42 C43 C44 111.2(6) . . ?
C42 C43 H43A 109.4 . . ?
C44 C43 H43A 109.4 . . ?
C42 C43 H43B 109.4 . . ?
C44 C43 H43B 109.4 . . ?
H43A C43 H43B 108.0 . . ?
C45 C44 C43 111.0(5) . . ?
C45 C44 H44A 109.4 . . ?
C43 C44 H44A 109.4 . . ?
C45 C44 H44B 109.4 . . ?
C43 C44 H44B 109.4 . . ?
H44A C44 H44B 108.0 . . ?
C46 C45 C58 117.1(10) . . ?
C46 C45 C44 120.1(10) . . ?
C58 C45 C44 122.7(9) . . ?
C45 C46 C47 121.0(10) . . ?
C45 C46 H46 119.5 . . ?
C47 C46 H46 119.5 . . ?
C48 C47 C46 122.0(10) . . ?
C48 C47 H47 119.0 . . ?
C46 C47 H47 119.0 . . ?
C47 C48 C59 118.6(10) . . ?
C47 C48 C49 123.7(11) . . ?
C59 C48 C49 117.6(11) . . ?
C50 C49 C48 120.2(10) . . ?
C50 C49 H49 119.9 . . ?
C48 C49 H49 119.9 . . ?
C49 C50 C51 124.0(11) . . ?
C49 C50 H50 118.0 . . ?
C51 C50 H50 118.0 . . ?
C50 C51 C60 118.0(11) . . ?
C50 C51 C52 124.3(11) . . ?
C60 C51 C52 117.7(10) . . ?
C53 C52 C51 115.5(11) . . ?
C53 C52 H52 122.2 . . ?
C51 C52 H52 122.2 . . ?
C54 C53 C52 132.8(12) . . ?
C54 C53 H53 113.6 . . ?
C52 C53 H53 113.6 . . ?
C53 C54 C55 114.4(10) . . ?
C53 C54 H54 122.8 . . ?
C55 C54 H54 122.8 . . ?
C56 C55 C60 122.2(11) . . ?
C56 C55 C54 119.7(10) . . ?
C60 C55 C54 118.1(10) . . ?
C55 C56 C57 121.6(10) . . ?
C55 C56 H56 119.2 . . ?
C57 C56 H56 119.2 . . ?
C56 C57 C58 119.3(10) . . ?
C56 C57 H57 120.3 . . ?
C58 C57 H57 120.3 . . ?
C59 C58 C45 121.4(10) . . ?
C59 C58 C57 118.3(11) . . ?
C45 C58 C57 120.3(10) . . ?
C58 C59 C48 119.8(11) . . ?
C58 C59 C60 120.3(10) . . ?
C48 C59 C60 120.0(10) . . ?
C55 C60 C51 121.4(11) . . ?
C55 C60 C59 118.4(10) . . ?
C51 C60 C59 120.2(10) . . ?
O5 C61 H61A 109.5 . . ?
O5 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
O5 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C1 N1 N2 105.2(3) . . ?
C1 N1 Fe1 142.1(3) . . ?
N2 N1 Fe1 112.7(2) . . ?
C3 N2 N1 110.8(3) . . ?
C3 N2 C4 132.6(3) . . ?
N1 N2 C4 116.6(3) . . ?
C4 N3 C8 119.0(3) . . ?
C4 N3 Fe1 120.6(3) . . ?
C8 N3 Fe1 120.3(3) . . ?
C9 N4 N5 103.8(4) . . ?
N6 N5 N4 110.7(3) . . ?
N5 N6 N7 107.2(3) . . ?
N6 N7 C9 106.7(3) . . ?
N6 N7 Fe1 138.9(3) . . ?
C9 N7 Fe1 114.3(2) . . ?
C31 N8 N9 104.6(3) . . ?
C31 N8 Fe1 142.8(3) . . ?
N9 N8 Fe1 112.4(2) . . ?
C33 N9 N8 111.1(3) . . ?
C33 N9 C34 132.6(3) . . ?
N8 N9 C34 116.3(3) . . ?
C34 N10 C38 119.8(3) . . ?
C34 N10 Fe1 119.6(3) . . ?
C38 N10 Fe1 120.7(3) . . ?
C39 N11 N12 104.3(4) . . ?
N13 N12 N11 109.6(4) . . ?
N12 N13 N14 108.5(4) . . ?
N13 N14 C39 106.0(4) . . ?
N13 N14 Fe1 139.0(3) . . ?
C39 N14 Fe1 114.9(3) . . ?
C10 O2 C11 117.8(3) . . ?
C40 O4 C41 114.2(4) . . ?
C61 O5 H5A 109.5 . . ?
N3 Fe1 N10 178.38(15) . . ?
N3 Fe1 N14 101.56(15) . . ?
N10 Fe1 N14 80.05(15) . . ?
N3 Fe1 N7 80.48(13) . . ?
N10 Fe1 N7 99.40(14) . . ?
N14 Fe1 N7 93.48(15) . . ?
N3 Fe1 N8 97.93(14) . . ?
N10 Fe1 N8 80.45(14) . . ?
N14 Fe1 N8 160.51(14) . . ?
N7 Fe1 N8 89.55(14) . . ?
N3 Fe1 N1 79.86(13) . . ?
N10 Fe1 N1 100.25(13) . . ?
N14 Fe1 N1 90.52(15) . . ?
N7 Fe1 N1 160.33(14) . . ?
N8 Fe1 N1 93.07(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -0.6(7) . . . . ?
C1 C2 C3 N2 1.0(6) . . . . ?
N3 C4 C5 C6 -1.2(6) . . . . ?
N2 C4 C5 C6 -179.5(4) . . . . ?
C4 C5 C6 C7 0.1(7) . . . . ?
C4 C5 C6 C10 179.3(4) . . . . ?
C5 C6 C7 C8 0.0(7) . . . . ?
C10 C6 C7 C8 -179.1(4) . . . . ?
C6 C7 C8 N3 0.9(7) . . . . ?
C6 C7 C8 C9 -178.8(4) . . . . ?
N3 C8 C9 N4 -177.2(5) . . . . ?
C7 C8 C9 N4 2.6(9) . . . . ?
N3 C8 C9 N7 -1.2(6) . . . . ?
C7 C8 C9 N7 178.6(4) . . . . ?
C5 C6 C10 O1 7.3(7) . . . . ?
C7 C6 C10 O1 -173.5(5) . . . . ?
C5 C6 C10 O2 -172.3(4) . . . . ?
C7 C6 C10 O2 6.9(6) . . . . ?
O2 C11 C12 C13 179.3(4) . . . . ?
C11 C12 C13 C14 -175.5(5) . . . . ?
C12 C13 C14 C15 178.8(5) . . . . ?
C13 C14 C15 C16 -91.2(6) . . . . ?
C13 C14 C15 C28 82.0(6) . . . . ?
C28 C15 C16 C17 1.0(8) . . . . ?
C14 C15 C16 C17 174.4(5) . . . . ?
C15 C16 C17 C18 -1.3(8) . . . . ?
C16 C17 C18 C19 -178.0(5) . . . . ?
C16 C17 C18 C29 1.4(7) . . . . ?
C17 C18 C19 C20 -179.9(5) . . . . ?
C29 C18 C19 C20 0.8(7) . . . . ?
C18 C19 C20 C21 -0.8(7) . . . . ?
C19 C20 C21 C22 -178.9(5) . . . . ?
C19 C20 C21 C30 -0.4(7) . . . . ?
C20 C21 C22 C23 179.3(5) . . . . ?
C30 C21 C22 C23 0.9(8) . . . . ?
C21 C22 C23 C24 -1.0(10) . . . . ?
C22 C23 C24 C25 0.4(9) . . . . ?
C23 C24 C25 C30 0.3(8) . . . . ?
C23 C24 C25 C26 -179.3(5) . . . . ?
C24 C25 C26 C27 -179.0(5) . . . . ?
C30 C25 C26 C27 1.5(7) . . . . ?
C25 C26 C27 C28 -1.5(8) . . . . ?
C16 C15 C28 C27 178.8(4) . . . . ?
C14 C15 C28 C27 5.6(7) . . . . ?
C16 C15 C28 C29 -0.8(7) . . . . ?
C14 C15 C28 C29 -174.0(4) . . . . ?
C26 C27 C28 C15 -178.4(5) . . . . ?
C26 C27 C28 C29 1.3(7) . . . . ?
C17 C18 C29 C30 -179.0(4) . . . . ?
C19 C18 C29 C30 0.4(6) . . . . ?
C17 C18 C29 C28 -1.2(6) . . . . ?
C19 C18 C29 C28 178.2(4) . . . . ?
C15 C28 C29 C30 178.7(4) . . . . ?
C27 C28 C29 C30 -1.0(6) . . . . ?
C15 C28 C29 C18 0.9(6) . . . . ?
C27 C28 C29 C18 -178.7(4) . . . . ?
C18 C29 C30 C25 178.8(4) . . . . ?
C28 C29 C30 C25 1.0(6) . . . . ?
C18 C29 C30 C21 -1.6(6) . . . . ?
C28 C29 C30 C21 -179.4(4) . . . . ?
C24 C25 C30 C29 179.3(4) . . . . ?
C26 C25 C30 C29 -1.1(7) . . . . ?
C24 C25 C30 C21 -0.4(7) . . . . ?
C26 C25 C30 C21 179.2(4) . . . . ?
C22 C21 C30 C29 -179.8(4) . . . . ?
C20 C21 C30 C29 1.6(6) . . . . ?
C22 C21 C30 C25 -0.2(7) . . . . ?
C20 C21 C30 C25 -178.7(4) . . . . ?
N8 C31 C32 C33 0.7(6) . . . . ?
C31 C32 C33 N9 -0.3(6) . . . . ?
N10 C34 C35 C36 -0.7(6) . . . . ?
N9 C34 C35 C36 179.6(4) . . . . ?
C34 C35 C36 C37 1.2(6) . . . . ?
C34 C35 C36 C40 -177.7(3) . . . . ?
C35 C36 C37 C38 -1.0(6) . . . . ?
C40 C36 C37 C38 177.8(4) . . . . ?
C36 C37 C38 N10 0.4(6) . . . . ?
C36 C37 C38 C39 179.6(4) . . . . ?
N10 C38 C39 N11 -177.0(5) . . . . ?
C37 C38 C39 N11 3.7(9) . . . . ?
N10 C38 C39 N14 0.1(5) . . . . ?
C37 C38 C39 N14 -179.3(4) . . . . ?
C37 C36 C40 O3 171.3(4) . . . . ?
C35 C36 C40 O3 -9.9(6) . . . . ?
C37 C36 C40 O4 -8.6(6) . . . . ?
C35 C36 C40 O4 170.2(4) . . . . ?
O4 C41 C42 C43 68.8(7) . . . . ?
C41 C42 C43 C44 179.4(5) . . . . ?
C42 C43 C44 C45 -67.1(9) . . . . ?
C43 C44 C45 C46 101.4(8) . . . . ?
C43 C44 C45 C58 -76.2(9) . . . . ?
C58 C45 C46 C47 2.3(11) . . . . ?
C44 C45 C46 C47 -175.4(6) . . . . ?
C45 C46 C47 C48 -2.0(11) . . . . ?
C46 C47 C48 C59 0.9(12) . . . . ?
C46 C47 C48 C49 177.2(6) . . . . ?
C47 C48 C49 C50 -178.6(7) . . . . ?
C59 C48 C49 C50 -2.3(11) . . . . ?
C48 C49 C50 C51 1.3(12) . . . . ?
C49 C50 C51 C60 -0.1(12) . . . . ?
C49 C50 C51 C52 178.0(7) . . . . ?
C50 C51 C52 C53 -178.1(7) . . . . ?
C60 C51 C52 C53 0.1(11) . . . . ?
C51 C52 C53 C54 -1.7(13) . . . . ?
C52 C53 C54 C55 2.7(12) . . . . ?
C53 C54 C55 C56 177.6(6) . . . . ?
C53 C54 C55 C60 -2.1(10) . . . . ?
C60 C55 C56 C57 1.9(12) . . . . ?
C54 C55 C56 C57 -177.7(7) . . . . ?
C55 C56 C57 C58 -2.5(11) . . . . ?
C46 C45 C58 C59 -1.7(12) . . . . ?
C44 C45 C58 C59 176.0(6) . . . . ?
C46 C45 C58 C57 -179.9(6) . . . . ?
C44 C45 C58 C57 -2.3(11) . . . . ?
C56 C57 C58 C59 1.6(11) . . . . ?
C56 C57 C58 C45 179.9(7) . . . . ?
C45 C58 C59 C48 0.7(12) . . . . ?
C57 C58 C59 C48 179.0(7) . . . . ?
C45 C58 C59 C60 -178.3(7) . . . . ?
C57 C58 C59 C60 -0.1(11) . . . . ?
C47 C48 C59 C58 -0.3(11) . . . . ?
C49 C48 C59 C58 -176.8(6) . . . . ?
C47 C48 C59 C60 178.8(7) . . . . ?
C49 C48 C59 C60 2.3(11) . . . . ?
C56 C55 C60 C51 -178.7(6) . . . . ?
C54 C55 C60 C51 0.9(11) . . . . ?
C56 C55 C60 C59 -0.3(11) . . . . ?
C54 C55 C60 C59 179.3(6) . . . . ?
C50 C51 C60 C55 178.4(7) . . . . ?
C52 C51 C60 C55 0.1(11) . . . . ?
C50 C51 C60 C59 0.1(11) . . . . ?
C52 C51 C60 C59 -178.2(7) . . . . ?
C58 C59 C60 C55 -0.6(11) . . . . ?
C48 C59 C60 C55 -179.6(7) . . . . ?
C58 C59 C60 C51 177.8(6) . . . . ?
C48 C59 C60 C51 -1.2(11) . . . . ?
C2 C1 N1 N2 0.0(6) . . . . ?
C2 C1 N1 Fe1 179.8(4) . . . . ?
C2 C3 N2 N1 -1.1(6) . . . . ?
C2 C3 N2 C4 -179.8(5) . . . . ?
C1 N1 N2 C3 0.7(5) . . . . ?
Fe1 N1 N2 C3 -179.2(3) . . . . ?
C1 N1 N2 C4 179.6(4) . . . . ?
Fe1 N1 N2 C4 -0.3(4) . . . . ?
N3 C4 N2 C3 -179.2(5) . . . . ?
C5 C4 N2 C3 -0.7(8) . . . . ?
N3 C4 N2 N1 2.2(5) . . . . ?
C5 C4 N2 N1 -179.4(4) . . . . ?
C5 C4 N3 C8 2.2(6) . . . . ?
N2 C4 N3 C8 -179.3(4) . . . . ?
C5 C4 N3 Fe1 178.2(3) . . . . ?
N2 C4 N3 Fe1 -3.3(5) . . . . ?
C7 C8 N3 C4 -2.0(6) . . . . ?
C9 C8 N3 C4 177.7(4) . . . . ?
C7 C8 N3 Fe1 -178.0(3) . . . . ?
C9 C8 N3 Fe1 1.8(5) . . . . ?
N7 C9 N4 N5 0.5(5) . . . . ?
C8 C9 N4 N5 176.7(5) . . . . ?
C9 N4 N5 N6 -0.4(6) . . . . ?
N4 N5 N6 N7 0.1(6) . . . . ?
N5 N6 N7 C9 0.3(5) . . . . ?
N5 N6 N7 Fe1 -176.3(4) . . . . ?
N4 C9 N7 N6 -0.5(5) . . . . ?
C8 C9 N7 N6 -177.3(4) . . . . ?
N4 C9 N7 Fe1 177.0(3) . . . . ?
C8 C9 N7 Fe1 0.1(5) . . . . ?
C32 C31 N8 N9 -0.8(5) . . . . ?
C32 C31 N8 Fe1 -174.3(4) . . . . ?
C32 C33 N9 N8 -0.2(5) . . . . ?
C32 C33 N9 C34 -178.6(4) . . . . ?
C31 N8 N9 C33 0.6(4) . . . . ?
Fe1 N8 N9 C33 176.4(3) . . . . ?
C31 N8 N9 C34 179.3(3) . . . . ?
Fe1 N8 N9 C34 -4.9(4) . . . . ?
N10 C34 N9 C33 -177.5(4) . . . . ?
C35 C34 N9 C33 2.1(7) . . . . ?
N10 C34 N9 N8 4.1(5) . . . . ?
C35 C34 N9 N8 -176.2(3) . . . . ?
C35 C34 N10 C38 0.1(6) . . . . ?
N9 C34 N10 C38 179.8(3) . . . . ?
C35 C34 N10 Fe1 179.0(3) . . . . ?
N9 C34 N10 Fe1 -1.4(4) . . . . ?
C37 C38 N10 C34 0.1(6) . . . . ?
C39 C38 N10 C34 -179.3(3) . . . . ?
C37 C38 N10 Fe1 -178.7(3) . . . . ?
C39 C38 N10 Fe1 1.9(5) . . . . ?
N14 C39 N11 N12 1.0(6) . . . . ?
C38 C39 N11 N12 178.2(5) . . . . ?
C39 N11 N12 N13 -1.1(6) . . . . ?
N11 N12 N13 N14 0.8(6) . . . . ?
N12 N13 N14 C39 -0.2(5) . . . . ?
N12 N13 N14 Fe1 -175.2(4) . . . . ?
N11 C39 N14 N13 -0.6(5) . . . . ?
C38 C39 N14 N13 -178.2(4) . . . . ?
N11 C39 N14 Fe1 175.8(3) . . . . ?
C38 C39 N14 Fe1 -1.8(5) . . . . ?
O1 C10 O2 C11 -2.3(7) . . . . ?
C6 C10 O2 C11 177.3(4) . . . . ?
C12 C11 O2 C10 -177.6(4) . . . . ?
O3 C40 O4 C41 1.7(7) . . . . ?
C36 C40 O4 C41 -178.4(4) . . . . ?
C42 C41 O4 C40 169.4(5) . . . . ?
C4 N3 Fe1 N14 91.0(3) . . . . ?
C8 N3 Fe1 N14 -93.1(3) . . . . ?
C4 N3 Fe1 N7 -177.3(3) . . . . ?
C8 N3 Fe1 N7 -1.4(3) . . . . ?
C4 N3 Fe1 N8 -89.1(3) . . . . ?
C8 N3 Fe1 N8 86.8(3) . . . . ?
C4 N3 Fe1 N1 2.6(3) . . . . ?
C8 N3 Fe1 N1 178.5(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5A N4 0.84 2.01 2.840(6) 169.9 1_565
O5 H5A N5 0.84 2.60 3.299(6) 141.9 1_565

_refine_diff_density_max         1.028
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.070

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.500 435 106 ' '
2 0.491 0.265 0.131 17 0 ' '
3 0.508 0.735 0.869 17 0 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
'The residual electron density was assigned to three molecules of the methanol solvent [106/2 = 53 e per asymmetric unit; three molecules of C1H4O1 would give 54 e].'



####################################################################### 
# 
# 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_ldskk171005_02
_database_code_depnum_ccdc_archive 'CCDC 1839481'
loop_
_audit_author_name
_audit_author_address
Lydia
;University of Strasbourg
France
;
_audit_update_record             
;
2018-04-25 deposited with the CCDC.	2019-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Fe N14 O4'
_chemical_formula_sum            'C24 H20 Fe N14 O4'
_chemical_formula_weight         624.39

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'

_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                   14.9960(5)
_cell_length_b                   12.2416(4)
_cell_length_c                   14.5185(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.432(2)
_cell_angle_gamma                90
_cell_volume                     2660.45(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    12656
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      27.485

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.629
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20903
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_av_R_equivalents  0.1073
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.149
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3062
_reflns_number_gt                2586
_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       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Denzo (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo (Nonius B.V., 1998)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON 2003 (Spek, 2003)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0726P)²+4.6152P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3062
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0660
_refine_ls_wR_factor_ref         0.1666
_refine_ls_wR_factor_gt          0.1506
_refine_ls_goodness_of_fit_ref   1.253
_refine_ls_restrained_S_all      1.253
_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
C1 C 1.0839(2) 0.2513(3) 0.6367(2) 0.0280(8) Uani 1 1 d . . . . .
H1 H 1.0417 0.2580 0.5855 0.034 Uiso 1 1 calc R U . . .
C2 C 1.1612(3) 0.3161(4) 0.6513(3) 0.0390(10) Uani 1 1 d . . . . .
H2 H 1.1804 0.3729 0.6126 0.047 Uiso 1 1 calc R U . . .
C3 C 1.2030(3) 0.2811(3) 0.7321(3) 0.0338(9) Uani 1 1 d . . . . .
H3 H 1.2570 0.3090 0.7606 0.041 Uiso 1 1 calc R U . . .
C4 C 1.1623(2) 0.1313(3) 0.8423(2) 0.0205(7) Uani 1 1 d . . . . .
C5 C 1.2325(2) 0.1317(3) 0.9081(2) 0.0226(7) Uani 1 1 d . . . . .
H5 H 1.2794 0.1836 0.9067 0.027 Uiso 1 1 calc R U . . .
C6 C 1.2313(2) 0.0522(3) 0.9769(2) 0.0223(7) Uani 1 1 d . . . . .
C7 C 1.1613(2) -0.0225(3) 0.9786(2) 0.0232(7) Uani 1 1 d . . . . .
H7 H 1.1613 -0.0778 1.0246 0.028 Uiso 1 1 calc R U . . .
C8 C 1.0921(2) -0.0144(3) 0.9123(2) 0.0184(7) Uani 1 1 d . . . . .
C9 C 1.0105(2) -0.0791(3) 0.8990(2) 0.0206(7) Uani 1 1 d . . . . .
C10 C 1.3072(2) 0.0509(3) 1.0488(2) 0.0290(8) Uani 1 1 d . . . . .
C11 C 1.3986(9) -0.0647(12) 1.1471(10) 0.083(3) Uani 0.6 1 d . . P A 1
H11A H 1.3929 -0.1361 1.1782 0.099 Uiso 0.6 1 calc R U P A 1
H11B H 1.3965 -0.0063 1.1942 0.099 Uiso 0.6 1 calc R U P A 1
C12 C 1.4827(7) -0.0596(8) 1.1021(8) 0.083(3) Uani 0.6 1 d . . P A 1
H12A H 1.4829 -0.1151 1.0535 0.124 Uiso 0.6 1 calc R U P A 1
H12B H 1.5323 -0.0731 1.1476 0.124 Uiso 0.6 1 calc R U P A 1
H12C H 1.4894 0.0130 1.0748 0.124 Uiso 0.6 1 calc R U P A 1
C11B C 1.3747(15) -0.0488(18) 1.1753(18) 0.083(3) Uani 0.4 1 d . . P B 2
H11C H 1.4118 0.0182 1.1777 0.099 Uiso 0.4 1 calc R U P B 2
H11D H 1.3522 -0.0611 1.2371 0.099 Uiso 0.4 1 calc R U P B 2
C12B C 1.4257(11) -0.1383(12) 1.1497(12) 0.083(3) Uani 0.4 1 d . . P B 2
H12D H 1.3893 -0.2047 1.1503 0.124 Uiso 0.4 1 calc R U P B 2
H12E H 1.4778 -0.1463 1.1933 0.124 Uiso 0.4 1 calc R U P B 2
H12F H 1.4458 -0.1266 1.0874 0.124 Uiso 0.4 1 calc R U P B 2
N1 N 1.07853(18) 0.1792(2) 0.70495(18) 0.0203(6) Uani 1 1 d . . . . .
N2 N 1.15259(18) 0.1987(2) 0.76386(18) 0.0231(6) Uani 1 1 d . . . . .
N3 N 1.09305(17) 0.0624(2) 0.84483(17) 0.0169(5) Uani 1 1 d . . . . .
N4 N 0.9797(2) -0.1653(3) 0.9427(2) 0.0293(7) Uani 1 1 d . . . . .
N5 N 0.9013(2) -0.1890(3) 0.8953(2) 0.0312(7) Uani 1 1 d . . . . .
N6 N 0.88599(18) -0.1190(2) 0.8263(2) 0.0252(6) Uani 1 1 d . . . . .
N7 N 0.95467(17) -0.0483(2) 0.82769(18) 0.0189(6) Uani 1 1 d . . . . .
O1 O 1.35416(19) 0.1274(3) 1.0676(2) 0.0451(8) Uani 1 1 d . . . . .
O2 O 1.3259(5) -0.0505(8) 1.0772(6) 0.0406(19) Uani 0.6 1 d . . P A 1
O2B O 1.2990(8) -0.0360(13) 1.1059(9) 0.0406(19) Uani 0.4 1 d . . P B 2
Fe1 Fe 1.0000 0.06599(5) 0.7500 0.0154(2) Uani 1 2 d S T P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.333(4) . ?
C1 C2 1.410(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.366(5) . ?
C2 H2 0.9500 . ?
C3 N2 1.357(4) . ?
C3 H3 0.9500 . ?
C4 N3 1.340(4) . ?
C4 C5 1.379(4) . ?
C4 N2 1.406(4) . ?
C5 C6 1.395(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.395(5) . ?
C6 C10 1.497(4) . ?
C7 C8 1.376(4) . ?
C7 H7 0.9500 . ?
C8 N3 1.359(4) . ?
C8 C9 1.460(4) . ?
C9 N4 1.328(4) . ?
C9 N7 1.346(4) . ?
C10 O1 1.194(4) . ?
C10 O2 1.333(10) . ?
C10 O2B 1.359(16) . ?
C11 O2 1.455(15) . ?
C11 C12 1.457(19) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C11B C12B 1.40(2) . ?
C11B O2B 1.48(2) . ?
C11B H11C 0.9900 . ?
C11B H11D 0.9900 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
N1 N2 1.381(4) . ?
N1 Fe1 1.957(3) . ?
N3 Fe1 1.901(2) . ?
N4 N5 1.359(4) . ?
N5 N6 1.327(4) . ?
N6 N7 1.345(4) . ?
N7 Fe1 1.945(3) . ?
Fe1 N3 1.901(2) 2_756 ?
Fe1 N7 1.945(3) 2_756 ?
Fe1 N1 1.957(3) 2_756 ?

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
N1 C1 C2 110.2(3) . . ?
N1 C1 H1 124.9 . . ?
C2 C1 H1 124.9 . . ?
C3 C2 C1 106.5(3) . . ?
C3 C2 H2 126.8 . . ?
C1 C2 H2 126.8 . . ?
N2 C3 C2 106.8(3) . . ?
N2 C3 H3 126.6 . . ?
C2 C3 H3 126.6 . . ?
N3 C4 C5 122.9(3) . . ?
N3 C4 N2 110.5(3) . . ?
C5 C4 N2 126.6(3) . . ?
C4 C5 C6 116.9(3) . . ?
C4 C5 H5 121.5 . . ?
C6 C5 H5 121.5 . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 C10 121.5(3) . . ?
C5 C6 C10 117.7(3) . . ?
C8 C7 C6 118.5(3) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
N3 C8 C7 121.0(3) . . ?
N3 C8 C9 108.9(3) . . ?
C7 C8 C9 130.1(3) . . ?
N4 C9 N7 111.8(3) . . ?
N4 C9 C8 132.8(3) . . ?
N7 C9 C8 115.3(3) . . ?
O1 C10 O2 123.3(5) . . ?
O1 C10 O2B 123.2(7) . . ?
O1 C10 C6 124.4(3) . . ?
O2 C10 C6 111.3(5) . . ?
O2B C10 C6 110.0(7) . . ?
O2 C11 C12 108.3(11) . . ?
O2 C11 H11A 110.0 . . ?
C12 C11 H11A 110.0 . . ?
O2 C11 H11B 110.0 . . ?
C12 C11 H11B 110.0 . . ?
H11A C11 H11B 108.4 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C12B C11B O2B 108.2(14) . . ?
C12B C11B H11C 110.1 . . ?
O2B C11B H11C 110.1 . . ?
C12B C11B H11D 110.1 . . ?
O2B C11B H11D 110.1 . . ?
H11C C11B H11D 108.4 . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C1 N1 N2 105.3(3) . . ?
C1 N1 Fe1 141.4(2) . . ?
N2 N1 Fe1 113.15(19) . . ?
C3 N2 N1 111.2(3) . . ?
C3 N2 C4 132.7(3) . . ?
N1 N2 C4 116.1(3) . . ?
C4 N3 C8 119.8(3) . . ?
C4 N3 Fe1 120.1(2) . . ?
C8 N3 Fe1 119.9(2) . . ?
C9 N4 N5 104.1(3) . . ?
N6 N5 N4 110.5(3) . . ?
N5 N6 N7 107.9(3) . . ?
N6 N7 C9 105.8(3) . . ?
N6 N7 Fe1 138.4(2) . . ?
C9 N7 Fe1 115.1(2) . . ?
C10 O2 C11 117.5(9) . . ?
C10 O2B C11B 113.8(15) . . ?
N3 Fe1 N3 177.34(17) 2_756 . ?
N3 Fe1 N7 97.84(11) 2_756 . ?
N3 Fe1 N7 80.22(11) . . ?
N3 Fe1 N7 80.23(11) 2_756 2_756 ?
N3 Fe1 N7 97.84(11) . 2_756 ?
N7 Fe1 N7 88.02(16) . 2_756 ?
N3 Fe1 N1 101.81(11) 2_756 . ?
N3 Fe1 N1 80.10(11) . . ?
N7 Fe1 N1 160.33(11) . . ?
N7 Fe1 N1 94.44(11) 2_756 . ?
N3 Fe1 N1 80.10(11) 2_756 2_756 ?
N3 Fe1 N1 101.81(11) . 2_756 ?
N7 Fe1 N1 94.44(11) . 2_756 ?
N7 Fe1 N1 160.33(11) 2_756 2_756 ?
N1 Fe1 N1 89.78(16) . 2_756 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -0.4(5) . . . . ?
C1 C2 C3 N2 0.1(5) . . . . ?
N3 C4 C5 C6 3.1(5) . . . . ?
N2 C4 C5 C6 -175.6(3) . . . . ?
C4 C5 C6 C7 -0.8(5) . . . . ?
C4 C5 C6 C10 179.7(3) . . . . ?
C5 C6 C7 C8 -1.7(5) . . . . ?
C10 C6 C7 C8 177.8(3) . . . . ?
C6 C7 C8 N3 2.0(5) . . . . ?
C6 C7 C8 C9 -178.5(3) . . . . ?
N3 C8 C9 N4 176.8(4) . . . . ?
C7 C8 C9 N4 -2.7(7) . . . . ?
N3 C8 C9 N7 -1.9(4) . . . . ?
C7 C8 C9 N7 178.5(3) . . . . ?
C7 C6 C10 O1 -157.6(4) . . . . ?
C5 C6 C10 O1 21.9(6) . . . . ?
C7 C6 C10 O2 33.6(5) . . . . ?
C5 C6 C10 O2 -146.9(4) . . . . ?
C7 C6 C10 O2B 5.0(7) . . . . ?
C5 C6 C10 O2B -175.5(6) . . . . ?
C2 C1 N1 N2 0.4(4) . . . . ?
C2 C1 N1 Fe1 175.8(3) . . . . ?
C2 C3 N2 N1 0.1(5) . . . . ?
C2 C3 N2 C4 179.2(4) . . . . ?
C1 N1 N2 C3 -0.3(4) . . . . ?
Fe1 N1 N2 C3 -177.2(3) . . . . ?
C1 N1 N2 C4 -179.6(3) . . . . ?
Fe1 N1 N2 C4 3.5(3) . . . . ?
N3 C4 N2 C3 178.6(4) . . . . ?
C5 C4 N2 C3 -2.5(6) . . . . ?
N3 C4 N2 N1 -2.3(4) . . . . ?
C5 C4 N2 N1 176.6(3) . . . . ?
C5 C4 N3 C8 -2.9(5) . . . . ?
N2 C4 N3 C8 176.0(3) . . . . ?
C5 C4 N3 Fe1 -179.0(3) . . . . ?
N2 C4 N3 Fe1 -0.1(4) . . . . ?
C7 C8 N3 C4 0.2(5) . . . . ?
C9 C8 N3 C4 -179.4(3) . . . . ?
C7 C8 N3 Fe1 176.3(2) . . . . ?
C9 C8 N3 Fe1 -3.3(4) . . . . ?
N7 C9 N4 N5 0.5(4) . . . . ?
C8 C9 N4 N5 -178.2(4) . . . . ?
C9 N4 N5 N6 -0.4(4) . . . . ?
N4 N5 N6 N7 0.1(4) . . . . ?
N5 N6 N7 C9 0.2(4) . . . . ?
N5 N6 N7 Fe1 169.9(3) . . . . ?
N4 C9 N7 N6 -0.5(4) . . . . ?
C8 C9 N7 N6 178.5(3) . . . . ?
N4 C9 N7 Fe1 -172.9(2) . . . . ?
C8 C9 N7 Fe1 6.1(4) . . . . ?
O1 C10 O2 C11 11.0(10) . . . . ?
O2B C10 O2 C11 -88(2) . . . . ?
C6 C10 O2 C11 179.9(8) . . . . ?
C12 C11 O2 C10 -79.6(10) . . . . ?
O1 C10 O2B C11B -21.4(13) . . . . ?
O2 C10 O2B C11B 78(2) . . . . ?
C6 C10 O2B C11B 175.7(10) . . . . ?
C12B C11B O2B C10 -107.0(19) . . . . ?

_refine_diff_density_max         0.998
_refine_diff_density_min         -0.706
_refine_diff_density_rms         0.219

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_ldskk150929
_database_code_depnum_ccdc_archive 'CCDC 1957514'
loop_
_audit_author_name
_audit_author_address
'Lydia Karmazin'
;University of Strasbourg
France
;
_audit_update_record             
;
2019-10-04 deposited with the CCDC.	2019-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 N14 O4 Zn, C H4 O'
_chemical_formula_sum            'C23 H20 N14 O5 Zn'
_chemical_formula_weight         637.90

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   10.9722(8)
_cell_length_b                   22.0874(18)
_cell_length_c                   22.1996(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5380.0(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9910
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      27.90

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_F_000             2608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.978
_shelx_estimated_absorpt_T_min   0.641
_shelx_estimated_absorpt_T_max   0.892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6796
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(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            63593
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.835
_diffrn_reflns_theta_max         27.951
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6452
_reflns_number_gt                5037
_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    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0339P)²+4.5918P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6452
_refine_ls_number_parameters     392
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0848
_refine_ls_wR_factor_gt          0.0752
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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
C1 C 0.86424(18) -0.01221(9) 0.62501(9) 0.0207(4) Uani 1 1 d . . . . .
H1 H 0.8721 -0.0242 0.6659 0.025 Uiso 1 1 calc R U . . .
C2 C 0.78875(18) -0.04152(9) 0.58271(9) 0.0228(4) Uani 1 1 d . . . . .
H2 H 0.7381 -0.0758 0.5893 0.027 Uiso 1 1 calc R U . . .
C3 C 0.80399(17) -0.01006(9) 0.53004(9) 0.0204(4) Uani 1 1 d . . . . .
H3 H 0.7652 -0.0182 0.4926 0.024 Uiso 1 1 calc R U . . .
C4 C 0.92965(16) 0.08168(8) 0.50370(8) 0.0163(4) Uani 1 1 d . . . . .
C5 C 0.89646(17) 0.08827(9) 0.44348(8) 0.0180(4) Uani 1 1 d . . . . .
H5 H 0.8403 0.0615 0.4247 0.022 Uiso 1 1 calc R U . . .
C6 C 0.94965(17) 0.13605(9) 0.41214(8) 0.0191(4) Uani 1 1 d . . . . .
C7 C 1.03114(17) 0.17543(9) 0.44061(8) 0.0197(4) Uani 1 1 d . . . . .
H7 H 1.0673 0.2081 0.4193 0.024 Uiso 1 1 calc R U . . .
C8 C 1.05755(16) 0.16535(8) 0.50060(8) 0.0173(4) Uani 1 1 d . . . . .
C9 C 1.13904(17) 0.20146(9) 0.53890(8) 0.0189(4) Uani 1 1 d . . . . .
C10 C 0.9225(2) 0.14746(10) 0.34693(9) 0.0265(4) Uani 1 1 d . . . . .
C11 C 0.8035(3) 0.11847(13) 0.26318(11) 0.0547(9) Uani 1 1 d . . . . .
H11A H 0.7949 0.1617 0.2543 0.082 Uiso 1 1 calc R U . . .
H11B H 0.7261 0.0979 0.2552 0.082 Uiso 1 1 calc R U . . .
H11C H 0.8674 0.1011 0.2376 0.082 Uiso 1 1 calc R U . . .
C12 C 0.79942(18) 0.20624(9) 0.63010(9) 0.0220(4) Uani 1 1 d . . . . .
H12 H 0.7828 0.2116 0.5884 0.026 Uiso 1 1 calc R U . . .
C13 C 0.73476(19) 0.23522(10) 0.67700(9) 0.0253(4) Uani 1 1 d . . . . .
H13 H 0.6688 0.2628 0.6731 0.030 Uiso 1 1 calc R U . . .
C14 C 0.78727(18) 0.21518(9) 0.72937(9) 0.0224(4) Uani 1 1 d . . . . .
H14 H 0.7647 0.2261 0.7692 0.027 Uiso 1 1 calc R U . . .
C15 C 0.96211(16) 0.14497(8) 0.74996(9) 0.0167(4) Uani 1 1 d . . . . .
C16 C 0.95930(17) 0.14780(8) 0.81265(8) 0.0189(4) Uani 1 1 d . . . . .
H16 H 0.9007 0.1715 0.8336 0.023 Uiso 1 1 calc R U . . .
C17 C 1.04696(17) 0.11408(9) 0.84289(8) 0.0200(4) Uani 1 1 d . . . . .
C18 C 1.13352(18) 0.08033(9) 0.81146(9) 0.0211(4) Uani 1 1 d . . . . .
H18 H 1.1935 0.0574 0.8322 0.025 Uiso 1 1 calc R U . . .
C19 C 1.12956(16) 0.08112(8) 0.74901(9) 0.0176(4) Uani 1 1 d . . . . .
C20 C 1.21365(16) 0.05021(9) 0.70753(8) 0.0174(4) Uani 1 1 d . . . . .
C21 C 1.05369(19) 0.11378(10) 0.91067(9) 0.0246(4) Uani 1 1 d . . . . .
C22 C 0.9616(2) 0.14442(14) 1.00085(10) 0.0451(7) Uani 1 1 d . . . . .
H22A H 0.9553 0.1029 1.0161 0.068 Uiso 1 1 calc R U . . .
H22B H 0.8919 0.1681 1.0152 0.068 Uiso 1 1 calc R U . . .
H22C H 1.0373 0.1628 1.0154 0.068 Uiso 1 1 calc R U . . .
C23 C 1.0307(3) 0.15144(14) 0.14910(14) 0.0527(7) Uani 1 1 d . . . . .
H23A H 0.9834 0.1854 0.1329 0.079 Uiso 1 1 calc R U . . .
H23B H 1.1095 0.1493 0.1284 0.079 Uiso 1 1 calc R U . . .
H23C H 1.0441 0.1575 0.1923 0.079 Uiso 1 1 calc R U . . .
N1 N 0.92298(14) 0.03424(7) 0.60049(7) 0.0182(3) Uani 1 1 d . . . . .
N2 N 0.88556(14) 0.03515(7) 0.54161(7) 0.0165(3) Uani 1 1 d . . . . .
N3 N 1.00751(14) 0.11858(7) 0.53119(7) 0.0166(3) Uani 1 1 d . . . . .
N4 N 1.20805(16) 0.24870(8) 0.52349(8) 0.0258(4) Uani 1 1 d . . . . .
N5 N 1.26351(17) 0.26458(8) 0.57590(8) 0.0292(4) Uani 1 1 d . . . . .
N6 N 1.22900(15) 0.22804(8) 0.62002(8) 0.0245(4) Uani 1 1 d . . . . .
N7 N 1.14971(14) 0.18749(7) 0.59736(7) 0.0197(3) Uani 1 1 d . . . . .
N8 N 0.88619(14) 0.17071(8) 0.65183(7) 0.0198(3) Uani 1 1 d . . . . .
N9 N 0.87818(14) 0.17659(7) 0.71302(7) 0.0177(3) Uani 1 1 d . . . . .
N10 N 1.04338(14) 0.11303(7) 0.71914(7) 0.0159(3) Uani 1 1 d . . . . .
N11 N 1.31242(14) 0.01763(8) 0.72075(7) 0.0212(3) Uani 1 1 d . . . . .
N12 N 1.35549(15) 0.00035(8) 0.66607(8) 0.0226(4) Uani 1 1 d . . . . .
N13 N 1.28587(15) 0.02198(8) 0.62252(7) 0.0218(3) Uani 1 1 d . . . . .
N14 N 1.19498(14) 0.05401(7) 0.64782(7) 0.0197(3) Uani 1 1 d . . . . .
O1 O 0.97281(17) 0.18568(8) 0.31744(7) 0.0422(5) Uani 1 1 d . . . . .
O2 O 0.83629(16) 0.11061(7) 0.32631(7) 0.0357(4) Uani 1 1 d . . . . .
O3 O 1.13545(17) 0.09031(9) 0.93802(7) 0.0458(5) Uani 1 1 d . . . . .
O4 O 0.96172(14) 0.14363(8) 0.93540(6) 0.0351(4) Uani 1 1 d . . . . .
O5 O 0.96614(16) 0.09689(9) 0.13990(9) 0.0461(5) Uani 1 1 d . . . . .
H5A H 1.0113 0.0674 0.1484 0.069 Uiso 1 1 calc R U . . .
Zn1 Zn 1.04494(2) 0.11090(2) 0.62410(2) 0.01786(7) Uani 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
C1 N1 1.328(2) . ?
C1 C2 1.410(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.370(3) . ?
C2 H2 0.9500 . ?
C3 N2 1.365(2) . ?
C3 H3 0.9500 . ?
C4 N3 1.329(2) . ?
C4 C5 1.393(3) . ?
C4 N2 1.414(2) . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.398(3) . ?
C6 C10 1.499(3) . ?
C7 C8 1.381(3) . ?
C7 H7 0.9500 . ?
C8 N3 1.353(2) . ?
C8 C9 1.469(3) . ?
C9 N4 1.334(2) . ?
C9 N7 1.339(2) . ?
C10 O1 1.203(3) . ?
C10 O2 1.329(3) . ?
C11 O2 1.457(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N8 1.325(2) . ?
C12 C13 1.413(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.371(3) . ?
C13 H13 0.9500 . ?
C14 N9 1.361(2) . ?
C14 H14 0.9500 . ?
C15 N10 1.327(2) . ?
C15 C16 1.394(3) . ?
C15 N9 1.417(2) . ?
C16 C17 1.389(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(3) . ?
C17 C21 1.506(3) . ?
C18 C19 1.387(3) . ?
C18 H18 0.9500 . ?
C19 N10 1.353(2) . ?
C19 C20 1.472(3) . ?
C20 N11 1.334(2) . ?
C20 N14 1.344(2) . ?
C21 O3 1.201(3) . ?
C21 O4 1.325(3) . ?
C22 O4 1.453(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 O5 1.412(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
N1 N2 1.370(2) . ?
N1 Zn1 2.2209(16) . ?
N3 Zn1 2.1099(16) . ?
N4 N5 1.359(2) . ?
N5 N6 1.324(2) . ?
N6 N7 1.346(2) . ?
N7 Zn1 2.1297(16) . ?
N8 N9 1.367(2) . ?
N8 Zn1 2.2712(16) . ?
N10 Zn1 2.1104(15) . ?
N11 N12 1.357(2) . ?
N12 N13 1.322(2) . ?
N13 N14 1.345(2) . ?
N14 Zn1 2.1369(16) . ?
O5 H5A 0.8400 . ?

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
N1 C1 C2 111.52(17) . . ?
N1 C1 H1 124.2 . . ?
C2 C1 H1 124.2 . . ?
C3 C2 C1 105.30(17) . . ?
C3 C2 H2 127.4 . . ?
C1 C2 H2 127.4 . . ?
N2 C3 C2 106.89(17) . . ?
N2 C3 H3 126.6 . . ?
C2 C3 H3 126.6 . . ?
N3 C4 C5 122.99(17) . . ?
N3 C4 N2 113.11(16) . . ?
C5 C4 N2 123.90(17) . . ?
C6 C5 C4 116.68(17) . . ?
C6 C5 H5 121.7 . . ?
C4 C5 H5 121.7 . . ?
C5 C6 C7 120.92(17) . . ?
C5 C6 C10 121.76(17) . . ?
C7 C6 C10 117.33(17) . . ?
C8 C7 C6 118.01(17) . . ?
C8 C7 H7 121.0 . . ?
C6 C7 H7 121.0 . . ?
N3 C8 C7 121.48(17) . . ?
N3 C8 C9 111.78(16) . . ?
C7 C8 C9 126.74(17) . . ?
N4 C9 N7 112.29(17) . . ?
N4 C9 C8 128.44(18) . . ?
N7 C9 C8 119.27(17) . . ?
O1 C10 O2 124.69(19) . . ?
O1 C10 C6 123.51(19) . . ?
O2 C10 C6 111.80(17) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N8 C12 C13 111.14(17) . . ?
N8 C12 H12 124.4 . . ?
C13 C12 H12 124.4 . . ?
C14 C13 C12 105.52(17) . . ?
C14 C13 H13 127.2 . . ?
C12 C13 H13 127.2 . . ?
N9 C14 C13 106.50(17) . . ?
N9 C14 H14 126.8 . . ?
C13 C14 H14 126.8 . . ?
N10 C15 C16 123.61(17) . . ?
N10 C15 N9 113.61(16) . . ?
C16 C15 N9 122.78(17) . . ?
C17 C16 C15 116.31(17) . . ?
C17 C16 H16 121.8 . . ?
C15 C16 H16 121.8 . . ?
C16 C17 C18 121.08(17) . . ?
C16 C17 C21 121.26(18) . . ?
C18 C17 C21 117.65(17) . . ?
C19 C18 C17 118.17(17) . . ?
C19 C18 H18 120.9 . . ?
C17 C18 H18 120.9 . . ?
N10 C19 C18 121.21(17) . . ?
N10 C19 C20 111.92(16) . . ?
C18 C19 C20 126.87(17) . . ?
N11 C20 N14 112.00(16) . . ?
N11 C20 C19 128.48(17) . . ?
N14 C20 C19 119.52(16) . . ?
O3 C21 O4 125.06(19) . . ?
O3 C21 C17 122.92(19) . . ?
O4 C21 C17 111.99(17) . . ?
O4 C22 H22A 109.5 . . ?
O4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O5 C23 H23A 109.5 . . ?
O5 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O5 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C1 N1 N2 104.89(15) . . ?
C1 N1 Zn1 141.68(13) . . ?
N2 N1 Zn1 113.23(11) . . ?
C3 N2 N1 111.41(15) . . ?
C3 N2 C4 130.10(16) . . ?
N1 N2 C4 118.43(15) . . ?
C4 N3 C8 119.91(16) . . ?
C4 N3 Zn1 121.64(12) . . ?
C8 N3 Zn1 118.24(12) . . ?
C9 N4 N5 103.67(16) . . ?
N6 N5 N4 110.35(16) . . ?
N5 N6 N7 108.30(16) . . ?
C9 N7 N6 105.38(16) . . ?
C9 N7 Zn1 113.96(12) . . ?
N6 N7 Zn1 140.64(13) . . ?
C12 N8 N9 105.04(15) . . ?
C12 N8 Zn1 142.84(13) . . ?
N9 N8 Zn1 111.95(11) . . ?
C14 N9 N8 111.80(15) . . ?
C14 N9 C15 129.09(16) . . ?
N8 N9 C15 119.09(15) . . ?
C15 N10 C19 119.61(16) . . ?
C15 N10 Zn1 122.19(12) . . ?
C19 N10 Zn1 118.20(12) . . ?
C20 N11 N12 103.76(15) . . ?
N13 N12 N11 110.57(15) . . ?
N12 N13 N14 108.25(15) . . ?
C20 N14 N13 105.42(15) . . ?
C20 N14 Zn1 113.40(12) . . ?
N13 N14 Zn1 141.02(13) . . ?
C10 O2 C11 115.73(18) . . ?
C21 O4 C22 114.92(17) . . ?
C23 O5 H5A 109.5 . . ?
N3 Zn1 N10 166.89(6) . . ?
N3 Zn1 N7 76.62(6) . . ?
N10 Zn1 N7 105.39(6) . . ?
N3 Zn1 N14 115.98(6) . . ?
N10 Zn1 N14 76.89(6) . . ?
N7 Zn1 N14 96.89(6) . . ?
N3 Zn1 N1 73.34(6) . . ?
N10 Zn1 N1 104.37(6) . . ?
N7 Zn1 N1 149.88(6) . . ?
N14 Zn1 N1 94.24(6) . . ?
N3 Zn1 N8 93.95(6) . . ?
N10 Zn1 N8 73.13(6) . . ?
N7 Zn1 N8 91.58(6) . . ?
N14 Zn1 N8 150.01(6) . . ?
N1 Zn1 N8 92.60(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -0.2(2) . . . . ?
C1 C2 C3 N2 0.4(2) . . . . ?
N3 C4 C5 C6 0.3(3) . . . . ?
N2 C4 C5 C6 -179.05(16) . . . . ?
C4 C5 C6 C7 -0.7(3) . . . . ?
C4 C5 C6 C10 179.27(18) . . . . ?
C5 C6 C7 C8 0.2(3) . . . . ?
C10 C6 C7 C8 -179.71(18) . . . . ?
C6 C7 C8 N3 0.6(3) . . . . ?
C6 C7 C8 C9 -179.26(18) . . . . ?
N3 C8 C9 N4 176.41(19) . . . . ?
C7 C8 C9 N4 -3.7(3) . . . . ?
N3 C8 C9 N7 -3.5(2) . . . . ?
C7 C8 C9 N7 176.37(18) . . . . ?
C5 C6 C10 O1 -174.8(2) . . . . ?
C7 C6 C10 O1 5.1(3) . . . . ?
C5 C6 C10 O2 5.5(3) . . . . ?
C7 C6 C10 O2 -174.53(19) . . . . ?
N8 C12 C13 C14 -0.1(2) . . . . ?
C12 C13 C14 N9 0.2(2) . . . . ?
N10 C15 C16 C17 -0.8(3) . . . . ?
N9 C15 C16 C17 179.63(17) . . . . ?
C15 C16 C17 C18 1.0(3) . . . . ?
C15 C16 C17 C21 179.62(18) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C21 C17 C18 C19 -178.88(18) . . . . ?
C17 C18 C19 N10 -0.8(3) . . . . ?
C17 C18 C19 C20 178.29(18) . . . . ?
N10 C19 C20 N11 176.17(18) . . . . ?
C18 C19 C20 N11 -3.0(3) . . . . ?
N10 C19 C20 N14 -2.9(2) . . . . ?
C18 C19 C20 N14 177.95(19) . . . . ?
C16 C17 C21 O3 -172.1(2) . . . . ?
C18 C17 C21 O3 6.5(3) . . . . ?
C16 C17 C21 O4 6.1(3) . . . . ?
C18 C17 C21 O4 -175.29(18) . . . . ?
C2 C1 N1 N2 -0.1(2) . . . . ?
C2 C1 N1 Zn1 173.92(15) . . . . ?
C2 C3 N2 N1 -0.5(2) . . . . ?
C2 C3 N2 C4 -177.47(18) . . . . ?
C1 N1 N2 C3 0.4(2) . . . . ?
Zn1 N1 N2 C3 -175.60(12) . . . . ?
C1 N1 N2 C4 177.74(15) . . . . ?
Zn1 N1 N2 C4 1.77(19) . . . . ?
N3 C4 N2 C3 178.79(18) . . . . ?
C5 C4 N2 C3 -1.8(3) . . . . ?
N3 C4 N2 N1 2.0(2) . . . . ?
C5 C4 N2 N1 -178.60(17) . . . . ?
C5 C4 N3 C8 0.5(3) . . . . ?
N2 C4 N3 C8 179.95(15) . . . . ?
C5 C4 N3 Zn1 175.30(13) . . . . ?
N2 C4 N3 Zn1 -5.3(2) . . . . ?
C7 C8 N3 C4 -1.0(3) . . . . ?
C9 C8 N3 C4 178.88(16) . . . . ?
C7 C8 N3 Zn1 -175.95(14) . . . . ?
C9 C8 N3 Zn1 4.0(2) . . . . ?
N7 C9 N4 N5 -0.3(2) . . . . ?
C8 C9 N4 N5 179.72(19) . . . . ?
C9 N4 N5 N6 0.3(2) . . . . ?
N4 N5 N6 N7 -0.2(2) . . . . ?
N4 C9 N7 N6 0.2(2) . . . . ?
C8 C9 N7 N6 -179.82(16) . . . . ?
N4 C9 N7 Zn1 -178.51(13) . . . . ?
C8 C9 N7 Zn1 1.4(2) . . . . ?
N5 N6 N7 C9 0.0(2) . . . . ?
N5 N6 N7 Zn1 178.17(16) . . . . ?
C13 C12 N8 N9 -0.1(2) . . . . ?
C13 C12 N8 Zn1 -174.45(17) . . . . ?
C13 C14 N9 N8 -0.2(2) . . . . ?
C13 C14 N9 C15 178.14(18) . . . . ?
C12 N8 N9 C14 0.2(2) . . . . ?
Zn1 N8 N9 C14 176.53(13) . . . . ?
C12 N8 N9 C15 -178.37(17) . . . . ?
Zn1 N8 N9 C15 -2.0(2) . . . . ?
N10 C15 N9 C14 -176.95(18) . . . . ?
C16 C15 N9 C14 2.6(3) . . . . ?
N10 C15 N9 N8 1.3(2) . . . . ?
C16 C15 N9 N8 -179.11(17) . . . . ?
C16 C15 N10 C19 -0.2(3) . . . . ?
N9 C15 N10 C19 179.39(15) . . . . ?
C16 C15 N10 Zn1 -179.37(14) . . . . ?
N9 C15 N10 Zn1 0.2(2) . . . . ?
C18 C19 N10 C15 1.0(3) . . . . ?
C20 C19 N10 C15 -178.21(16) . . . . ?
C18 C19 N10 Zn1 -179.73(14) . . . . ?
C20 C19 N10 Zn1 1.0(2) . . . . ?
N14 C20 N11 N12 -0.5(2) . . . . ?
C19 C20 N11 N12 -179.56(18) . . . . ?
C20 N11 N12 N13 0.3(2) . . . . ?
N11 N12 N13 N14 -0.1(2) . . . . ?
N11 C20 N14 N13 0.4(2) . . . . ?
C19 C20 N14 N13 179.59(16) . . . . ?
N11 C20 N14 Zn1 -175.96(12) . . . . ?
C19 C20 N14 Zn1 3.2(2) . . . . ?
N12 N13 N14 C20 -0.2(2) . . . . ?
N12 N13 N14 Zn1 174.52(15) . . . . ?
O1 C10 O2 C11 0.2(4) . . . . ?
C6 C10 O2 C11 179.9(2) . . . . ?
O3 C21 O4 C22 -2.7(4) . . . . ?
C17 C21 O4 C22 179.2(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5A N12 0.84 2.13 2.963(2) 172.6 4_754

_refine_diff_density_max         0.440
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.061

_shelxl_version_number           2013-4

