# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_l0518a
_database_code_depnum_ccdc_archive 'CCDC 1519044'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H26 Cl2 Fe N4 O, C H2 Cl2'
_chemical_formula_sum            'C34 H28 Cl4 Fe N4 O'
_chemical_formula_weight         706.25

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   19.4368(5)
_cell_length_b                   17.2451(4)
_cell_length_c                   10.5985(3)
_cell_angle_alpha                90
_cell_angle_beta                 115.884(2)
_cell_angle_gamma                90
_cell_volume                     3196.14(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    29703
_cell_measurement_theta_min      1.66
_cell_measurement_theta_max      35.00

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_F_000             1448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.63
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.841
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.7131
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   SADABS-2012/1

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40730
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.658
_diffrn_reflns_theta_max         34.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7027
_reflns_number_gt                5833
_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       Apex2
_computing_cell_refinement       Peakref
_computing_data_reduction        'Eval15, SADABS-2012/1'
_computing_structure_solution    'SHELXT (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_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)+(0.0398P)²+1.5897P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7027
_refine_ls_number_parameters     212
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0766
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.0000 0.41708(2) 0.2500 0.01394(4) Uani 1 2 d S T P . .
Cl1 Cl -0.08556(2) 0.35272(2) 0.30162(3) 0.02458(5) Uani 1 1 d . . . . .
O1 O 0.0000 0.69554(5) 0.2500 0.02175(19) Uani 1 2 d S T P . .
N1 N 0.06748(4) 0.50490(4) 0.38292(8) 0.01518(13) Uani 1 1 d . . . . .
N2 N 0.13276(4) 0.61511(4) 0.44264(8) 0.01519(12) Uani 1 1 d . . . . .
C1 C 0.0000 0.62428(7) 0.2500 0.01487(19) Uani 1 2 d S T P . .
C2 C 0.06515(5) 0.58104(5) 0.35566(9) 0.01452(13) Uani 1 1 d . . . . .
C3 C 0.17951(5) 0.55816(5) 0.52767(9) 0.01598(14) Uani 1 1 d . . . . .
C4 C 0.13789(5) 0.48995(5) 0.49060(9) 0.01577(14) Uani 1 1 d . . . . .
C5 C 0.15097(6) 0.69828(5) 0.46063(10) 0.01936(16) Uani 1 1 d . . . . .
H5A H 0.1530 0.7186 0.3760 0.029 Uiso 1 1 calc R U . . .
H5B H 0.2007 0.7059 0.5414 0.029 Uiso 1 1 calc R U . . .
H5C H 0.1114 0.7259 0.4766 0.029 Uiso 1 1 calc R U . . .
C6 C 0.25871(5) 0.57032(5) 0.63349(10) 0.01787(15) Uani 1 1 d . . . . .
C7 C 0.31346(6) 0.60062(6) 0.59490(12) 0.02421(18) Uani 1 1 d . . . . .
H7 H 0.2989 0.6169 0.5010 0.029 Uiso 1 1 calc R U . . .
C8 C 0.38922(6) 0.60699(7) 0.69400(14) 0.0313(2) Uani 1 1 d . . . . .
H8 H 0.4263 0.6280 0.6679 0.038 Uiso 1 1 calc R U . . .
C9 C 0.41078(6) 0.58275(7) 0.83081(14) 0.0327(2) Uani 1 1 d . . . . .
H9 H 0.4627 0.5865 0.8979 0.039 Uiso 1 1 calc R U . . .
C10 C 0.35660(7) 0.55295(6) 0.86989(12) 0.0294(2) Uani 1 1 d . . . . .
H10 H 0.3715 0.5365 0.9638 0.035 Uiso 1 1 calc R U . . .
C11 C 0.28054(6) 0.54712(6) 0.77178(10) 0.02218(17) Uani 1 1 d . . . . .
H11 H 0.2434 0.5273 0.7990 0.027 Uiso 1 1 calc R U . . .
C12 C 0.16011(5) 0.41152(5) 0.54900(9) 0.01694(15) Uani 1 1 d . . . . .
C13 C 0.10535(6) 0.36421(5) 0.56249(10) 0.01988(16) Uani 1 1 d . . . . .
H13 H 0.0560 0.3843 0.5411 0.024 Uiso 1 1 calc R U . . .
C14 C 0.12269(7) 0.28786(6) 0.60704(11) 0.02542(19) Uani 1 1 d . . . . .
H14 H 0.0848 0.2555 0.6134 0.031 Uiso 1 1 calc R U . . .
C15 C 0.19545(7) 0.25892(6) 0.64226(11) 0.0286(2) Uani 1 1 d . . . . .
H15 H 0.2073 0.2067 0.6727 0.034 Uiso 1 1 calc R U . . .
C16 C 0.25094(7) 0.30631(6) 0.63306(12) 0.0274(2) Uani 1 1 d . . . . .
H16 H 0.3010 0.2868 0.6592 0.033 Uiso 1 1 calc R U . . .
C17 C 0.23338(6) 0.38225(5) 0.58570(11) 0.02201(17) Uani 1 1 d . . . . .
H17 H 0.2713 0.4142 0.5783 0.026 Uiso 1 1 calc R U . . .
Cl2A Cl 0.0529(2) 0.8879(3) 0.7042(3) 0.0840(10) Uani 0.470(17) 1 d D U P A 1
Cl2B Cl 0.05874(13) 0.8700(3) 0.6872(5) 0.0912(9) Uani 0.530(17) 1 d D U P A 2
C18 C 0.0000 0.82100(12) 0.7500 0.0527(6) Uani 1 2 d DS T P . .
H18A H 0.0329 0.7880 0.8302 0.063 Uiso 0.235(9) 1 calc R U P A 1
H18B H -0.0329 0.7880 0.6698 0.063 Uiso 0.235(9) 1 calc R U P A 1
H18C H 0.0340 0.7867 0.8268 0.063 Uiso 0.265(9) 1 calc R U P A 2
H18D H -0.0340 0.7867 0.6732 0.063 Uiso 0.265(9) 1 calc R U P A 2


_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 N1 2.0941(7) . ?
Fe1 N1 2.0941(7) 2 ?
Fe1 Cl1 2.2563(2) . ?
Fe1 Cl1 2.2563(2) 2 ?
O1 C1 1.2288(14) . ?
N1 C2 1.3409(10) . ?
N1 C4 1.3704(11) . ?
N2 C2 1.3654(11) . ?
N2 C3 1.3738(11) . ?
N2 C5 1.4696(11) . ?
C1 C2 1.4750(10) 2 ?
C1 C2 1.4750(10) . ?
C3 C4 1.3838(12) . ?
C3 C6 1.4712(13) . ?
C4 C12 1.4717(12) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C11 1.3947(13) . ?
C6 C7 1.3975(14) . ?
C7 C8 1.3903(15) . ?
C7 H7 0.9500 . ?
C8 C9 1.3865(19) . ?
C8 H8 0.9500 . ?
C9 C10 1.3877(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.3909(15) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C17 1.3966(13) . ?
C12 C13 1.3971(13) . ?
C13 C14 1.3897(13) . ?
C13 H13 0.9500 . ?
C14 C15 1.3885(17) . ?
C14 H14 0.9500 . ?
C15 C16 1.3900(17) . ?
C15 H15 0.9500 . ?
C16 C17 1.3907(14) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
Cl2A C18 1.749(3) . ?
Cl2B C18 1.768(3) . ?
C18 Cl2A 1.749(3) 2_556 ?
C18 Cl2B 1.768(3) 2_556 ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 H18C 0.9900 . ?
C18 H18D 0.9900 . ?

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 Fe1 N1 87.36(4) . 2 ?
N1 Fe1 Cl1 120.27(2) . . ?
N1 Fe1 Cl1 101.97(2) 2 . ?
N1 Fe1 Cl1 101.97(2) . 2 ?
N1 Fe1 Cl1 120.27(2) 2 2 ?
Cl1 Fe1 Cl1 121.072(15) . 2 ?
C2 N1 C4 106.93(7) . . ?
C2 N1 Fe1 127.65(6) . . ?
C4 N1 Fe1 121.92(6) . . ?
C2 N2 C3 107.53(7) . . ?
C2 N2 C5 127.87(7) . . ?
C3 N2 C5 124.03(7) . . ?
O1 C1 C2 120.37(5) . 2 ?
O1 C1 C2 120.37(5) . . ?
C2 C1 C2 119.26(10) 2 . ?
N1 C2 N2 110.11(7) . . ?
N1 C2 C1 126.56(8) . . ?
N2 C2 C1 123.32(7) . . ?
N2 C3 C4 106.51(8) . . ?
N2 C3 C6 124.78(7) . . ?
C4 C3 C6 128.69(8) . . ?
N1 C4 C3 108.91(7) . . ?
N1 C4 C12 121.75(7) . . ?
C3 C4 C12 129.34(8) . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 119.58(9) . . ?
C11 C6 C3 119.82(8) . . ?
C7 C6 C3 120.48(9) . . ?
C8 C7 C6 119.94(10) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C9 C8 C7 120.21(11) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 120.10(10) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C11 120.07(11) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C6 120.09(10) . . ?
C10 C11 H11 120.0 . . ?
C6 C11 H11 120.0 . . ?
C17 C12 C13 119.36(8) . . ?
C17 C12 C4 121.72(8) . . ?
C13 C12 C4 118.87(8) . . ?
C14 C13 C12 120.36(9) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C13 119.95(10) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.02(9) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C17 120.22(10) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 120.04(10) . . ?
C16 C17 H17 120.0 . . ?
C12 C17 H17 120.0 . . ?
Cl2A C18 Cl2A 97.5(5) . 2_556 ?
Cl2B C18 Cl2B 122.9(5) . 2_556 ?
Cl2A C18 H18A 112.3 . . ?
Cl2A C18 H18A 112.3 2_556 . ?
Cl2A C18 H18B 112.3 . . ?
Cl2A C18 H18B 112.3 2_556 . ?
H18A C18 H18B 109.9 . . ?
Cl2B C18 H18C 106.6 . . ?
Cl2B C18 H18C 106.6 2_556 . ?
Cl2B C18 H18D 106.6 . . ?
Cl2B C18 H18D 106.6 2_556 . ?
H18C C18 H18D 106.6 . . ?

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
C4 N1 C2 N2 0.54(10) . . . . ?
Fe1 N1 C2 N2 -158.34(6) . . . . ?
C4 N1 C2 C1 -178.50(7) . . . . ?
Fe1 N1 C2 C1 22.62(12) . . . . ?
C3 N2 C2 N1 0.16(10) . . . . ?
C5 N2 C2 N1 -171.43(8) . . . . ?
C3 N2 C2 C1 179.24(7) . . . . ?
C5 N2 C2 C1 7.65(13) . . . . ?
O1 C1 C2 N1 168.06(6) . . . . ?
C2 C1 C2 N1 -11.94(6) 2 . . . ?
O1 C1 C2 N2 -10.86(9) . . . . ?
C2 C1 C2 N2 169.14(9) 2 . . . ?
C2 N2 C3 C4 -0.79(9) . . . . ?
C5 N2 C3 C4 171.21(8) . . . . ?
C2 N2 C3 C6 177.85(8) . . . . ?
C5 N2 C3 C6 -10.15(14) . . . . ?
C2 N1 C4 C3 -1.04(10) . . . . ?
Fe1 N1 C4 C3 159.32(6) . . . . ?
C2 N1 C4 C12 179.42(8) . . . . ?
Fe1 N1 C4 C12 -20.22(11) . . . . ?
N2 C3 C4 N1 1.14(10) . . . . ?
C6 C3 C4 N1 -177.44(9) . . . . ?
N2 C3 C4 C12 -179.37(9) . . . . ?
C6 C3 C4 C12 2.06(16) . . . . ?
N2 C3 C6 C11 126.26(10) . . . . ?
C4 C3 C6 C11 -55.41(13) . . . . ?
N2 C3 C6 C7 -57.66(13) . . . . ?
C4 C3 C6 C7 120.67(11) . . . . ?
C11 C6 C7 C8 0.41(15) . . . . ?
C3 C6 C7 C8 -175.68(9) . . . . ?
C6 C7 C8 C9 0.56(17) . . . . ?
C7 C8 C9 C10 -0.86(18) . . . . ?
C8 C9 C10 C11 0.19(17) . . . . ?
C9 C10 C11 C6 0.78(16) . . . . ?
C7 C6 C11 C10 -1.07(14) . . . . ?
C3 C6 C11 C10 175.04(9) . . . . ?
N1 C4 C12 C17 139.42(9) . . . . ?
C3 C4 C12 C17 -40.02(14) . . . . ?
N1 C4 C12 C13 -37.92(12) . . . . ?
C3 C4 C12 C13 142.64(10) . . . . ?
C17 C12 C13 C14 -2.37(14) . . . . ?
C4 C12 C13 C14 175.04(8) . . . . ?
C12 C13 C14 C15 1.85(15) . . . . ?
C13 C14 C15 C16 0.05(16) . . . . ?
C14 C15 C16 C17 -1.41(17) . . . . ?
C15 C16 C17 C12 0.88(16) . . . . ?
C13 C12 C17 C16 1.00(14) . . . . ?
C4 C12 C17 C16 -176.33(9) . . . . ?

_refine_diff_density_max         0.467
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.056

_shelxl_version_number           2012-9

####################################################################### 
# 
# 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_l0691a
_database_code_depnum_ccdc_archive 'CCDC 1519045'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H26 Cl2 N4 O Zn, C H2 Cl2'
_chemical_formula_sum            'C34 H28 Cl4 N4 O Zn'
_chemical_formula_weight         715.77

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'
Cl Cl 0.1484 0.1585 '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      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                   19.3128(8)
_cell_length_b                   17.2091(5)
_cell_length_c                   10.5274(4)
_cell_angle_alpha                90
_cell_angle_beta                 115.255(2)
_cell_angle_gamma                90
_cell_volume                     3164.41(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    17529
_cell_measurement_theta_min      1.66
_cell_measurement_theta_max      27.50

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_F_000             1464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.149
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.6692
_exptl_absorpt_correction_T_max  0.9623
_exptl_absorpt_process_details   SADABS-2012/1

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20286
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.661
_diffrn_reflns_theta_max         27.450
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3617
_reflns_number_gt                3379
_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       Apex2
_computing_cell_refinement       Peakref
_computing_data_reduction        'Eval15, SADABS-2012/1'
_computing_structure_solution    'coordinates from Fe-complex'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0242P)²+3.9519P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     heavy
_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         3617
_refine_ls_number_parameters     212
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0242
_refine_ls_R_factor_gt           0.0220
_refine_ls_wR_factor_ref         0.0561
_refine_ls_wR_factor_gt          0.0551
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.097
_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
Zn1 Zn 0.0000 0.42035(2) 0.2500 0.01079(6) Uani 1 2 d S T P . .
Cl1 Cl -0.08289(2) 0.35313(2) 0.30243(3) 0.01782(8) Uani 1 1 d . . . . .
O1 O 0.0000 0.69516(7) 0.2500 0.0167(3) Uani 1 2 d S T P . .
N1 N 0.06745(6) 0.50412(6) 0.38400(11) 0.0122(2) Uani 1 1 d . . . . .
N2 N 0.13251(6) 0.61473(6) 0.44290(11) 0.0119(2) Uani 1 1 d . . . . .
C1 C 0.0000 0.62400(10) 0.2500 0.0118(3) Uani 1 2 d S T P . .
C2 C 0.06501(7) 0.58054(7) 0.35634(13) 0.0120(2) Uani 1 1 d . . . . .
C3 C 0.17908(7) 0.55769(7) 0.52756(13) 0.0125(2) Uani 1 1 d . . . . .
C4 C 0.13797(7) 0.48924(7) 0.49087(13) 0.0127(2) Uani 1 1 d . . . . .
C5 C 0.15025(7) 0.69828(7) 0.46091(13) 0.0146(2) Uani 1 1 d . . . . .
H5A H 0.1516 0.7190 0.3753 0.022 Uiso 1 1 calc R U . . .
H5B H 0.2002 0.7060 0.5405 0.022 Uiso 1 1 calc R U . . .
H5C H 0.1107 0.7254 0.4789 0.022 Uiso 1 1 calc R U . . .
C6 C 0.25845(7) 0.57010(7) 0.63310(13) 0.0140(2) Uani 1 1 d . . . . .
C7 C 0.31348(8) 0.60061(8) 0.59406(15) 0.0185(3) Uani 1 1 d . . . . .
H7 H 0.2992 0.6170 0.5000 0.022 Uiso 1 1 calc R U . . .
C8 C 0.38928(8) 0.60703(8) 0.69256(16) 0.0233(3) Uani 1 1 d . . . . .
H8 H 0.4266 0.6283 0.6660 0.028 Uiso 1 1 calc R U . . .
C9 C 0.41046(8) 0.58233(8) 0.82951(16) 0.0241(3) Uani 1 1 d . . . . .
H9 H 0.4624 0.5860 0.8963 0.029 Uiso 1 1 calc R U . . .
C10 C 0.35595(8) 0.55221(8) 0.86939(15) 0.0216(3) Uani 1 1 d . . . . .
H10 H 0.3706 0.5357 0.9635 0.026 Uiso 1 1 calc R U . . .
C11 C 0.27986(8) 0.54621(8) 0.77174(14) 0.0173(3) Uani 1 1 d . . . . .
H11 H 0.2426 0.5259 0.7992 0.021 Uiso 1 1 calc R U . . .
C12 C 0.16027(7) 0.41050(7) 0.54903(13) 0.0137(2) Uani 1 1 d . . . . .
C13 C 0.10530(8) 0.36248(7) 0.56165(13) 0.0156(2) Uani 1 1 d . . . . .
H13 H 0.0555 0.3821 0.5395 0.019 Uiso 1 1 calc R U . . .
C14 C 0.12302(8) 0.28603(8) 0.60642(14) 0.0195(3) Uani 1 1 d . . . . .
H14 H 0.0849 0.2531 0.6120 0.023 Uiso 1 1 calc R U . . .
C15 C 0.19632(9) 0.25776(8) 0.64292(15) 0.0222(3) Uani 1 1 d . . . . .
H15 H 0.2084 0.2055 0.6737 0.027 Uiso 1 1 calc R U . . .
C16 C 0.25196(8) 0.30568(8) 0.63454(14) 0.0213(3) Uani 1 1 d . . . . .
H16 H 0.3024 0.2865 0.6613 0.026 Uiso 1 1 calc R U . . .
C17 C 0.23421(8) 0.38183(8) 0.58699(14) 0.0173(3) Uani 1 1 d . . . . .
H17 H 0.2723 0.4143 0.5803 0.021 Uiso 1 1 calc R U . . .
Cl2A Cl 0.0536(3) 0.8850(5) 0.6991(5) 0.0701(12) Uani 0.45(3) 1 d D U P A 1
Cl2B Cl 0.05738(16) 0.8713(5) 0.6863(7) 0.0745(11) Uani 0.55(3) 1 d D U P A 2
C18 C 0.0000 0.81925(14) 0.7500 0.0392(6) Uani 1 2 d DS T P . .
H18A H 0.0334 0.7860 0.8293 0.047 Uiso 0.227(16) 1 calc R U P A 1
H18B H -0.0334 0.7860 0.6707 0.047 Uiso 0.227(16) 1 calc R U P A 1
H18C H 0.0343 0.7850 0.8267 0.047 Uiso 0.273(16) 1 calc R U P A 2
H18D H -0.0343 0.7850 0.6733 0.047 Uiso 0.273(16) 1 calc R U P A 2


_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
Zn1 N1 2.0487(10) . ?
Zn1 N1 2.0487(10) 2 ?
Zn1 Cl1 2.2270(3) . ?
Zn1 Cl1 2.2271(3) 2 ?
O1 C1 1.225(2) . ?
N1 C2 1.3434(15) . ?
N1 C4 1.3707(16) . ?
N2 C2 1.3646(16) . ?
N2 C3 1.3721(16) . ?
N2 C5 1.4715(15) . ?
C1 C2 1.4797(15) . ?
C1 C2 1.4797(15) 2 ?
C3 C4 1.3805(17) . ?
C3 C6 1.4754(17) . ?
C4 C12 1.4735(17) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.3953(19) . ?
C6 C11 1.3982(18) . ?
C7 C8 1.3911(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.3921(19) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.3958(18) . ?
C12 C17 1.3983(18) . ?
C13 C14 1.3901(18) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.387(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.3925(19) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
Cl2A C18 1.763(4) . ?
Cl2B C18 1.765(3) . ?
C18 Cl2A 1.763(4) 2_556 ?
C18 Cl2B 1.765(3) 2_556 ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 H18C 0.9900 . ?
C18 H18D 0.9900 . ?

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 Zn1 N1 90.55(6) . 2 ?
N1 Zn1 Cl1 120.53(3) . . ?
N1 Zn1 Cl1 102.89(3) 2 . ?
N1 Zn1 Cl1 102.89(3) . 2 ?
N1 Zn1 Cl1 120.53(3) 2 2 ?
Cl1 Zn1 Cl1 117.408(19) . 2 ?
C2 N1 C4 106.95(10) . . ?
C2 N1 Zn1 125.90(8) . . ?
C4 N1 Zn1 123.42(8) . . ?
C2 N2 C3 107.46(10) . . ?
C2 N2 C5 127.65(11) . . ?
C3 N2 C5 124.28(10) . . ?
O1 C1 C2 120.36(7) . . ?
O1 C1 C2 120.36(7) . 2 ?
C2 C1 C2 119.29(15) . 2 ?
N1 C2 N2 110.01(11) . . ?
N1 C2 C1 126.77(12) . . ?
N2 C2 C1 123.22(11) . . ?
N2 C3 C4 106.82(11) . . ?
N2 C3 C6 124.62(11) . . ?
C4 C3 C6 128.53(11) . . ?
N1 C4 C3 108.76(11) . . ?
N1 C4 C12 121.66(11) . . ?
C3 C4 C12 129.58(11) . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 119.67(12) . . ?
C7 C6 C3 120.66(12) . . ?
C11 C6 C3 119.54(12) . . ?
C8 C7 C6 120.12(13) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C9 C8 C7 120.03(13) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.20(13) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C11 120.12(13) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C10 C11 C6 119.86(13) . . ?
C10 C11 H11 120.1 . . ?
C6 C11 H11 120.1 . . ?
C13 C12 C17 119.30(12) . . ?
C13 C12 C4 118.99(11) . . ?
C17 C12 C4 121.67(12) . . ?
C14 C13 C12 120.36(13) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C13 120.03(13) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C16 C15 C14 120.04(12) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.26(13) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 119.97(13) . . ?
C16 C17 H17 120.0 . . ?
C12 C17 H17 120.0 . . ?
Cl2A C18 Cl2A 100.2(7) . 2_556 ?
Cl2B C18 Cl2B 119.0(7) . 2_556 ?
Cl2A C18 H18A 111.7 . . ?
Cl2A C18 H18A 111.7 2_556 . ?
Cl2A C18 H18B 111.7 . . ?
Cl2A C18 H18B 111.7 2_556 . ?
H18A C18 H18B 109.5 . . ?
Cl2B C18 H18C 107.6 . . ?
Cl2B C18 H18C 107.6 2_556 . ?
Cl2B C18 H18D 107.6 . . ?
Cl2B C18 H18D 107.6 2_556 . ?
H18C C18 H18D 107.0 . . ?

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
C4 N1 C2 N2 0.18(14) . . . . ?
Zn1 N1 C2 N2 -158.49(8) . . . . ?
C4 N1 C2 C1 -179.27(10) . . . . ?
Zn1 N1 C2 C1 22.05(17) . . . . ?
C3 N2 C2 N1 0.23(14) . . . . ?
C5 N2 C2 N1 -171.05(11) . . . . ?
C3 N2 C2 C1 179.71(10) . . . . ?
C5 N2 C2 C1 8.43(18) . . . . ?
O1 C1 C2 N1 168.11(9) . . . . ?
C2 C1 C2 N1 -11.89(9) 2 . . . ?
O1 C1 C2 N2 -11.28(13) . . . . ?
C2 C1 C2 N2 168.72(13) 2 . . . ?
C2 N2 C3 C4 -0.54(13) . . . . ?
C5 N2 C3 C4 171.10(11) . . . . ?
C2 N2 C3 C6 177.80(11) . . . . ?
C5 N2 C3 C6 -10.56(19) . . . . ?
C2 N1 C4 C3 -0.52(14) . . . . ?
Zn1 N1 C4 C3 158.81(8) . . . . ?
C2 N1 C4 C12 179.57(11) . . . . ?
Zn1 N1 C4 C12 -21.10(16) . . . . ?
N2 C3 C4 N1 0.66(14) . . . . ?
C6 C3 C4 N1 -177.59(12) . . . . ?
N2 C3 C4 C12 -179.44(12) . . . . ?
C6 C3 C4 C12 2.3(2) . . . . ?
N2 C3 C6 C7 -57.56(18) . . . . ?
C4 C3 C6 C7 120.40(15) . . . . ?
N2 C3 C6 C11 126.73(13) . . . . ?
C4 C3 C6 C11 -55.31(19) . . . . ?
C11 C6 C7 C8 0.16(19) . . . . ?
C3 C6 C7 C8 -175.54(12) . . . . ?
C6 C7 C8 C9 0.7(2) . . . . ?
C7 C8 C9 C10 -1.0(2) . . . . ?
C8 C9 C10 C11 0.4(2) . . . . ?
C9 C10 C11 C6 0.4(2) . . . . ?
C7 C6 C11 C10 -0.71(19) . . . . ?
C3 C6 C11 C10 175.04(12) . . . . ?
N1 C4 C12 C13 -36.91(17) . . . . ?
C3 C4 C12 C13 143.21(13) . . . . ?
N1 C4 C12 C17 140.74(13) . . . . ?
C3 C4 C12 C17 -39.1(2) . . . . ?
C17 C12 C13 C14 -2.42(19) . . . . ?
C4 C12 C13 C14 175.28(12) . . . . ?
C12 C13 C14 C15 2.0(2) . . . . ?
C13 C14 C15 C16 -0.1(2) . . . . ?
C14 C15 C16 C17 -1.2(2) . . . . ?
C15 C16 C17 C12 0.7(2) . . . . ?
C13 C12 C17 C16 1.07(19) . . . . ?
C4 C12 C17 C16 -176.57(12) . . . . ?

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.047

_shelxl_version_number           2013-3

####################################################################### 
# 
# 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_l0561a
_database_code_depnum_ccdc_archive 'CCDC 1519042'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H26 N4 O'
_chemical_formula_sum            'C33 H26 N4 O'
_chemical_formula_weight         494.58

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'

_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                   14.9079(3)
_cell_length_b                   10.5220(2)
_cell_length_c                   16.5128(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.862(1)
_cell_angle_gamma                90
_cell_volume                     2576.66(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    33629
_cell_measurement_theta_min      1.75
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_F_000             1040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7240
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS-2012/1

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45277
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.754
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5929
_reflns_number_gt                5002
_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       Apex2
_computing_cell_refinement       Peakref
_computing_data_reduction        'Eval15, SADABS-2012/1'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0492P)²+0.6282P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5929
_refine_ls_number_parameters     447
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.0969
_refine_ls_wR_factor_gt          0.0921
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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
O1 O 0.42231(6) 0.80326(7) -0.00834(5) 0.02848(19) Uani 1 1 d . . . . .
C1 C 0.42161(7) 0.73156(10) 0.05048(6) 0.0207(2) Uani 1 1 d . . . . .
N11 N 0.35355(6) 0.53590(8) 0.10035(5) 0.02110(19) Uani 1 1 d . . . . .
N21 N 0.38075(6) 0.53441(8) -0.03037(5) 0.01856(18) Uani 1 1 d . . . . .
C21 C 0.38852(7) 0.60009(10) 0.04183(6) 0.0196(2) Uani 1 1 d . . . . .
C31 C 0.33892(7) 0.42134(10) -0.01597(6) 0.0188(2) Uani 1 1 d . . . . .
C41 C 0.32199(7) 0.42505(10) 0.06534(6) 0.0202(2) Uani 1 1 d . . . . .
C51 C 0.41603(8) 0.57169(11) -0.10659(6) 0.0235(2) Uani 1 1 d . . . . .
H51A H 0.4274(9) 0.4949(13) -0.1376(8) 0.027(3) Uiso 1 1 d . . . . .
H51B H 0.4734(10) 0.6194(15) -0.0928(9) 0.040(4) Uiso 1 1 d . . . . .
H51C H 0.3723(10) 0.6277(13) -0.1376(8) 0.033(4) Uiso 1 1 d . . . . .
C61 C 0.32096(7) 0.32010(10) -0.07693(6) 0.0195(2) Uani 1 1 d . . . . .
C71 C 0.27025(8) 0.34185(12) -0.15102(7) 0.0273(2) Uani 1 1 d . . . . .
H71 H 0.2477(10) 0.4286(15) -0.1633(9) 0.039(4) Uiso 1 1 d . . . . .
C81 C 0.25209(9) 0.24266(14) -0.20582(8) 0.0367(3) Uani 1 1 d . . . . .
H81 H 0.2175(11) 0.2626(15) -0.2576(10) 0.047(4) Uiso 1 1 d . . . . .
C91 C 0.28264(10) 0.12199(13) -0.18623(8) 0.0394(3) Uani 1 1 d . . . . .
H91 H 0.2670(11) 0.0536(17) -0.2236(10) 0.054(5) Uiso 1 1 d . . . . .
C101 C 0.33311(9) 0.09867(12) -0.11282(8) 0.0335(3) Uani 1 1 d . . . . .
H101 H 0.3549(10) 0.0151(15) -0.0990(9) 0.041(4) Uiso 1 1 d . . . . .
C111 C 0.35270(8) 0.19782(10) -0.05865(7) 0.0248(2) Uani 1 1 d . . . . .
H111 H 0.3893(10) 0.1830(13) -0.0079(9) 0.033(4) Uiso 1 1 d . . . . .
C121 C 0.27599(7) 0.33022(10) 0.11251(6) 0.0226(2) Uani 1 1 d . . . . .
C131 C 0.20708(8) 0.25285(11) 0.07631(7) 0.0281(2) Uani 1 1 d . . . . .
H131 H 0.1882(9) 0.2620(13) 0.0180(8) 0.031(3) Uiso 1 1 d . . . . .
C141 C 0.16384(9) 0.16662(12) 0.12303(9) 0.0356(3) Uani 1 1 d . . . . .
H141 H 0.1143(11) 0.1139(15) 0.0961(9) 0.043(4) Uiso 1 1 d . . . . .
C151 C 0.18790(10) 0.15702(12) 0.20576(9) 0.0380(3) Uani 1 1 d . . . . .
H151 H 0.1581(10) 0.0978(15) 0.2404(9) 0.047(4) Uiso 1 1 d . . . . .
C161 C 0.25621(10) 0.23271(13) 0.24208(8) 0.0378(3) Uani 1 1 d . . . . .
H161 H 0.2752(11) 0.2269(16) 0.3000(10) 0.049(4) Uiso 1 1 d . . . . .
C171 C 0.30033(9) 0.31895(11) 0.19614(7) 0.0298(3) Uani 1 1 d . . . . .
H171 H 0.3486(10) 0.3743(14) 0.2211(8) 0.036(4) Uiso 1 1 d . . . . .
N12 N 0.49555(6) 0.69883(8) 0.19039(5) 0.01983(18) Uani 1 1 d . . . . .
N22 N 0.44717(6) 0.89552(8) 0.16019(5) 0.02151(19) Uani 1 1 d . . . . .
C22 C 0.45262(7) 0.77251(10) 0.13410(6) 0.0205(2) Uani 1 1 d . . . . .
C32 C 0.48841(7) 0.89926(10) 0.23830(6) 0.0211(2) Uani 1 1 d . . . . .
C42 C 0.51945(7) 0.77670(10) 0.25532(6) 0.0200(2) Uani 1 1 d . . . . .
C52 C 0.40148(10) 1.00153(12) 0.11611(9) 0.0346(3) Uani 1 1 d . . . . .
H52A H 0.3748(12) 1.0557(17) 0.1537(10) 0.054(5) Uiso 1 1 d . . . . .
H52B H 0.3562(10) 0.9690(14) 0.0754(9) 0.042(4) Uiso 1 1 d . . . . .
H52C H 0.4475(13) 1.0538(18) 0.0873(11) 0.064(5) Uiso 1 1 d . . . . .
C62 C 0.48855(7) 1.01371(10) 0.28981(7) 0.0244(2) Uani 1 1 d . . . . .
C72 C 0.52236(8) 1.12962(11) 0.26568(8) 0.0316(3) Uani 1 1 d . . . . .
H72 H 0.5462(10) 1.1377(14) 0.2126(9) 0.037(4) Uiso 1 1 d . . . . .
C82 C 0.52122(10) 1.23541(13) 0.31605(10) 0.0424(3) Uani 1 1 d . . . . .
H82 H 0.5459(11) 1.3165(16) 0.2975(10) 0.051(4) Uiso 1 1 d . . . . .
C92 C 0.48745(11) 1.22604(15) 0.39031(10) 0.0493(4) Uani 1 1 d . . . . .
H92 H 0.4867(12) 1.3004(17) 0.4244(10) 0.058(5) Uiso 1 1 d . . . . .
C102 C 0.45468(12) 1.11121(16) 0.41502(10) 0.0509(4) Uani 1 1 d . . . . .
H102 H 0.4303(14) 1.1033(19) 0.4680(12) 0.076(6) Uiso 1 1 d . . . . .
C112 C 0.45458(10) 1.00528(13) 0.36501(8) 0.0380(3) Uani 1 1 d . . . . .
H112 H 0.4302(11) 0.9247(16) 0.3818(9) 0.049(4) Uiso 1 1 d . . . . .
C122 C 0.57277(7) 0.72728(10) 0.32849(6) 0.0212(2) Uani 1 1 d . . . . .
C132 C 0.63061(8) 0.80452(12) 0.37890(7) 0.0279(2) Uani 1 1 d . . . . .
H132 H 0.6338(10) 0.8953(15) 0.3664(8) 0.038(4) Uiso 1 1 d . . . . .
C142 C 0.68105(8) 0.75456(14) 0.44660(8) 0.0347(3) Uani 1 1 d . . . . .
H142 H 0.7202(11) 0.8108(15) 0.4811(9) 0.044(4) Uiso 1 1 d . . . . .
C152 C 0.67487(9) 0.62678(14) 0.46527(8) 0.0375(3) Uani 1 1 d . . . . .
H152 H 0.7101(10) 0.5935(15) 0.5149(9) 0.044(4) Uiso 1 1 d . . . . .
C162 C 0.61871(9) 0.54880(13) 0.41534(8) 0.0361(3) Uani 1 1 d . . . . .
H162 H 0.6157(11) 0.4564(16) 0.4275(10) 0.050(4) Uiso 1 1 d . . . . .
C172 C 0.56805(8) 0.59808(11) 0.34737(7) 0.0277(2) Uani 1 1 d . . . . .
H172 H 0.5293(10) 0.5417(14) 0.3113(9) 0.036(4) 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
O1 C1 1.2307(13) . ?
C1 C21 1.4707(14) . ?
C1 C22 1.4751(14) . ?
N11 C21 1.3284(13) . ?
N11 C41 1.3641(13) . ?
N21 C21 1.3727(13) . ?
N21 C31 1.3751(13) . ?
N21 C51 1.4662(13) . ?
C31 C41 1.3918(14) . ?
C31 C61 1.4713(14) . ?
C41 C121 1.4770(14) . ?
C51 H51A 0.981(13) . ?
C51 H51B 0.998(16) . ?
C51 H51C 0.983(15) . ?
C61 C71 1.3900(15) . ?
C61 C111 1.3933(15) . ?
C71 C81 1.3898(17) . ?
C71 H71 0.987(16) . ?
C81 C91 1.376(2) . ?
C81 H81 0.975(16) . ?
C91 C101 1.382(2) . ?
C91 H91 0.962(17) . ?
C101 C111 1.3858(16) . ?
C101 H101 0.956(16) . ?
C111 H111 0.964(14) . ?
C121 C131 1.3965(16) . ?
C121 C171 1.3966(16) . ?
C131 C141 1.3912(16) . ?
C131 H131 0.980(14) . ?
C141 C151 1.380(2) . ?
C141 H141 0.992(16) . ?
C151 C161 1.381(2) . ?
C151 H151 0.982(16) . ?
C161 C171 1.3904(17) . ?
C161 H161 0.971(16) . ?
C171 H171 0.983(15) . ?
N12 C22 1.3240(14) . ?
N12 C42 1.3674(13) . ?
N22 C22 1.3691(13) . ?
N22 C32 1.3716(13) . ?
N22 C52 1.4617(15) . ?
C32 C42 1.3890(15) . ?
C32 C62 1.4741(14) . ?
C42 C122 1.4718(15) . ?
C52 H52A 0.958(17) . ?
C52 H52B 0.966(16) . ?
C52 H52C 1.034(19) . ?
C62 C112 1.3909(17) . ?
C62 C72 1.3933(16) . ?
C72 C82 1.3907(17) . ?
C72 H72 0.983(15) . ?
C82 C92 1.376(2) . ?
C82 H82 0.990(17) . ?
C92 C102 1.380(2) . ?
C92 H92 0.965(18) . ?
C102 C112 1.3871(19) . ?
C102 H102 0.98(2) . ?
C112 H112 0.974(17) . ?
C122 C132 1.3966(16) . ?
C122 C172 1.3981(16) . ?
C132 C142 1.3856(17) . ?
C132 H132 0.979(15) . ?
C142 C152 1.384(2) . ?
C142 H142 0.974(16) . ?
C152 C162 1.383(2) . ?
C152 H152 0.991(15) . ?
C162 C172 1.3877(17) . ?
C162 H162 0.995(17) . ?
C172 H172 0.985(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C21 121.99(9) . . ?
O1 C1 C22 122.18(10) . . ?
C21 C1 C22 115.82(9) . . ?
C21 N11 C41 105.69(8) . . ?
C21 N21 C31 106.55(8) . . ?
C21 N21 C51 127.23(9) . . ?
C31 N21 C51 126.06(9) . . ?
N11 C21 N21 111.79(9) . . ?
N11 C21 C1 124.08(9) . . ?
N21 C21 C1 123.75(9) . . ?
N21 C31 C41 105.83(9) . . ?
N21 C31 C61 124.20(9) . . ?
C41 C31 C61 129.94(9) . . ?
N11 C41 C31 110.13(9) . . ?
N11 C41 C121 120.84(9) . . ?
C31 C41 C121 129.02(9) . . ?
N21 C51 H51A 108.9(8) . . ?
N21 C51 H51B 108.2(8) . . ?
H51A C51 H51B 110.1(12) . . ?
N21 C51 H51C 109.3(8) . . ?
H51A C51 H51C 111.2(11) . . ?
H51B C51 H51C 109.0(12) . . ?
C71 C61 C111 119.01(10) . . ?
C71 C61 C31 121.84(10) . . ?
C111 C61 C31 119.10(9) . . ?
C81 C71 C61 120.11(12) . . ?
C81 C71 H71 121.4(8) . . ?
C61 C71 H71 118.5(8) . . ?
C91 C81 C71 120.14(12) . . ?
C91 C81 H81 122.5(10) . . ?
C71 C81 H81 117.3(10) . . ?
C81 C91 C101 120.49(12) . . ?
C81 C91 H91 119.2(10) . . ?
C101 C91 H91 120.3(10) . . ?
C91 C101 C111 119.51(12) . . ?
C91 C101 H101 120.9(9) . . ?
C111 C101 H101 119.6(9) . . ?
C101 C111 C61 120.72(11) . . ?
C101 C111 H111 120.1(8) . . ?
C61 C111 H111 119.1(8) . . ?
C131 C121 C171 118.63(10) . . ?
C131 C121 C41 121.94(10) . . ?
C171 C121 C41 119.42(10) . . ?
C141 C131 C121 120.34(12) . . ?
C141 C131 H131 120.4(8) . . ?
C121 C131 H131 119.2(8) . . ?
C151 C141 C131 120.55(12) . . ?
C151 C141 H141 120.6(9) . . ?
C131 C141 H141 118.8(9) . . ?
C141 C151 C161 119.56(11) . . ?
C141 C151 H151 122.4(9) . . ?
C161 C151 H151 118.1(9) . . ?
C151 C161 C171 120.56(12) . . ?
C151 C161 H161 121.3(10) . . ?
C171 C161 H161 118.2(10) . . ?
C161 C171 C121 120.35(12) . . ?
C161 C171 H171 121.6(8) . . ?
C121 C171 H171 118.0(8) . . ?
C22 N12 C42 105.55(9) . . ?
C22 N22 C32 106.72(9) . . ?
C22 N22 C52 127.18(9) . . ?
C32 N22 C52 125.99(9) . . ?
N12 C22 N22 111.88(9) . . ?
N12 C22 C1 124.67(9) . . ?
N22 C22 C1 123.21(9) . . ?
N22 C32 C42 105.76(9) . . ?
N22 C32 C62 122.69(9) . . ?
C42 C32 C62 131.37(10) . . ?
N12 C42 C32 110.06(9) . . ?
N12 C42 C122 120.51(9) . . ?
C32 C42 C122 129.41(10) . . ?
N22 C52 H52A 109.6(10) . . ?
N22 C52 H52B 109.5(9) . . ?
H52A C52 H52B 110.8(14) . . ?
N22 C52 H52C 109.8(10) . . ?
H52A C52 H52C 108.7(14) . . ?
H52B C52 H52C 108.5(13) . . ?
C112 C62 C72 119.10(11) . . ?
C112 C62 C32 118.93(10) . . ?
C72 C62 C32 121.96(10) . . ?
C82 C72 C62 120.19(12) . . ?
C82 C72 H72 119.4(9) . . ?
C62 C72 H72 120.4(9) . . ?
C92 C82 C72 120.23(14) . . ?
C92 C82 H82 121.2(9) . . ?
C72 C82 H82 118.5(10) . . ?
C82 C92 C102 119.93(13) . . ?
C82 C92 H92 119.3(10) . . ?
C102 C92 H92 120.7(10) . . ?
C92 C102 C112 120.41(14) . . ?
C92 C102 H102 120.7(12) . . ?
C112 C102 H102 118.9(12) . . ?
C102 C112 C62 120.13(13) . . ?
C102 C112 H112 120.5(9) . . ?
C62 C112 H112 119.3(9) . . ?
C132 C122 C172 118.36(10) . . ?
C132 C122 C42 122.18(10) . . ?
C172 C122 C42 119.43(10) . . ?
C142 C132 C122 120.75(12) . . ?
C142 C132 H132 120.4(9) . . ?
C122 C132 H132 118.9(9) . . ?
C152 C142 C132 120.34(12) . . ?
C152 C142 H142 120.6(9) . . ?
C132 C142 H142 119.0(9) . . ?
C162 C152 C142 119.56(12) . . ?
C162 C152 H152 121.4(9) . . ?
C142 C152 H152 119.1(9) . . ?
C152 C162 C172 120.44(12) . . ?
C152 C162 H162 119.8(9) . . ?
C172 C162 H162 119.7(9) . . ?
C162 C172 C122 120.54(11) . . ?
C162 C172 H172 120.1(8) . . ?
C122 C172 H172 119.4(8) . . ?

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
C41 N11 C21 N21 -0.02(12) . . . . ?
C41 N11 C21 C1 173.12(10) . . . . ?
C31 N21 C21 N11 -0.54(12) . . . . ?
C51 N21 C21 N11 -176.19(9) . . . . ?
C31 N21 C21 C1 -173.70(9) . . . . ?
C51 N21 C21 C1 10.65(16) . . . . ?
O1 C1 C21 N11 -152.74(11) . . . . ?
C22 C1 C21 N11 26.41(15) . . . . ?
O1 C1 C21 N21 19.59(16) . . . . ?
C22 C1 C21 N21 -161.25(9) . . . . ?
C21 N21 C31 C41 0.85(11) . . . . ?
C51 N21 C31 C41 176.56(10) . . . . ?
C21 N21 C31 C61 -177.34(9) . . . . ?
C51 N21 C31 C61 -1.63(16) . . . . ?
C21 N11 C41 C31 0.57(12) . . . . ?
C21 N11 C41 C121 -178.45(9) . . . . ?
N21 C31 C41 N11 -0.90(12) . . . . ?
C61 C31 C41 N11 177.15(10) . . . . ?
N21 C31 C41 C121 178.02(10) . . . . ?
C61 C31 C41 C121 -3.93(19) . . . . ?
N21 C31 C61 C71 -57.67(15) . . . . ?
C41 C31 C61 C71 124.60(12) . . . . ?
N21 C31 C61 C111 124.86(11) . . . . ?
C41 C31 C61 C111 -52.87(16) . . . . ?
C111 C61 C71 C81 -0.25(16) . . . . ?
C31 C61 C71 C81 -177.72(11) . . . . ?
C61 C71 C81 C91 1.36(19) . . . . ?
C71 C81 C91 C101 -1.3(2) . . . . ?
C81 C91 C101 C111 0.18(19) . . . . ?
C91 C101 C111 C61 0.94(17) . . . . ?
C71 C61 C111 C101 -0.90(16) . . . . ?
C31 C61 C111 C101 176.64(10) . . . . ?
N11 C41 C121 C131 147.66(11) . . . . ?
C31 C41 C121 C131 -31.16(17) . . . . ?
N11 C41 C121 C171 -30.88(15) . . . . ?
C31 C41 C121 C171 150.30(11) . . . . ?
C171 C121 C131 C141 0.05(17) . . . . ?
C41 C121 C131 C141 -178.50(11) . . . . ?
C121 C131 C141 C151 0.50(19) . . . . ?
C131 C141 C151 C161 -0.77(19) . . . . ?
C141 C151 C161 C171 0.5(2) . . . . ?
C151 C161 C171 C121 0.07(19) . . . . ?
C131 C121 C171 C161 -0.33(17) . . . . ?
C41 C121 C171 C161 178.25(11) . . . . ?
C42 N12 C22 N22 -0.38(12) . . . . ?
C42 N12 C22 C1 174.16(10) . . . . ?
C32 N22 C22 N12 -0.74(12) . . . . ?
C52 N22 C22 N12 -177.14(11) . . . . ?
C32 N22 C22 C1 -175.37(9) . . . . ?
C52 N22 C22 C1 8.22(17) . . . . ?
O1 C1 C22 N12 -144.62(11) . . . . ?
C21 C1 C22 N12 36.23(15) . . . . ?
O1 C1 C22 N22 29.33(16) . . . . ?
C21 C1 C22 N22 -149.83(10) . . . . ?
C22 N22 C32 C42 1.51(11) . . . . ?
C52 N22 C32 C42 177.97(11) . . . . ?
C22 N22 C32 C62 -174.09(10) . . . . ?
C52 N22 C32 C62 2.37(17) . . . . ?
C22 N12 C42 C32 1.36(11) . . . . ?
C22 N12 C42 C122 -177.06(9) . . . . ?
N22 C32 C42 N12 -1.80(12) . . . . ?
C62 C32 C42 N12 173.26(11) . . . . ?
N22 C32 C42 C122 176.43(10) . . . . ?
C62 C32 C42 C122 -8.51(19) . . . . ?
N22 C32 C62 C112 123.58(12) . . . . ?
C42 C32 C62 C112 -50.77(18) . . . . ?
N22 C32 C62 C72 -56.98(16) . . . . ?
C42 C32 C62 C72 128.67(13) . . . . ?
C112 C62 C72 C82 -0.59(19) . . . . ?
C32 C62 C72 C82 179.97(12) . . . . ?
C62 C72 C82 C92 0.6(2) . . . . ?
C72 C82 C92 C102 0.1(2) . . . . ?
C82 C92 C102 C112 -0.7(3) . . . . ?
C92 C102 C112 C62 0.7(2) . . . . ?
C72 C62 C112 C102 -0.1(2) . . . . ?
C32 C62 C112 C102 179.39(13) . . . . ?
N12 C42 C122 C132 151.57(10) . . . . ?
C32 C42 C122 C132 -26.50(17) . . . . ?
N12 C42 C122 C172 -26.38(15) . . . . ?
C32 C42 C122 C172 155.55(11) . . . . ?
C172 C122 C132 C142 -0.92(17) . . . . ?
C42 C122 C132 C142 -178.89(11) . . . . ?
C122 C132 C142 C152 0.06(19) . . . . ?
C132 C142 C152 C162 0.7(2) . . . . ?
C142 C152 C162 C172 -0.7(2) . . . . ?
C152 C162 C172 C122 -0.21(19) . . . . ?
C132 C122 C172 C162 0.99(17) . . . . ?
C42 C122 C172 C162 179.02(11) . . . . ?

_refine_diff_density_max         0.260
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.036

_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_l0760a
_database_code_depnum_ccdc_archive 'CCDC 1519047'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-04-25 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         'C33 H26 Cl Fe N4 O, C H2 Cl2, 0.5(C4 H10 O)'
_chemical_formula_sum            'C36 H33 Cl3 Fe N4 O1.50'
_chemical_formula_weight         707.86

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   9.1793(4)
_cell_length_b                   12.1666(5)
_cell_length_c                   15.4997(6)
_cell_angle_alpha                96.363(2)
_cell_angle_beta                 102.112(2)
_cell_angle_gamma                100.294(2)
_cell_volume                     1645.32(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    19193
_cell_measurement_theta_min      1.72
_cell_measurement_theta_max      27.50

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_F_000             732
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.740
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7718
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   SADABS-2014/4
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28465
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.722
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7527
_reflns_number_gt                5574
_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       Apex2
_computing_cell_refinement       Peakref
_computing_data_reduction        'Eval15, SADABS-2014/4'
_computing_structure_solution    SHELXT
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0490P)²+1.4830P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     heavy
_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         7527
_refine_ls_number_parameters     435
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1112
_refine_ls_wR_factor_gt          0.1002
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.025
_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 0.79708(4) 0.45029(3) 0.49134(2) 0.01618(10) Uani 1 1 d . . . . .
Cl1 Cl 0.96237(6) 0.49770(5) 0.39257(4) 0.02310(14) Uani 1 1 d . . . . .
O1 O 0.30551(17) 0.42567(14) 0.49239(11) 0.0195(4) Uani 1 1 d . . . . .
C1 C 0.4561(3) 0.4355(2) 0.49190(18) 0.0265(6) Uani 1 1 d . . . . .
N11 N 0.6750(2) 0.35169(17) 0.56976(13) 0.0203(4) Uani 1 1 d . . . . .
N21 N 0.4899(2) 0.35120(17) 0.64000(14) 0.0220(4) Uani 1 1 d . . . . .
C21 C 0.5413(3) 0.3803(2) 0.56823(17) 0.0232(5) Uani 1 1 d . . . . .
C31 C 0.5938(3) 0.2969(2) 0.68754(16) 0.0197(5) Uani 1 1 d . . . . .
C41 C 0.7076(3) 0.2969(2) 0.64273(16) 0.0190(5) Uani 1 1 d . . . . .
C51 C 0.3527(3) 0.3728(2) 0.66801(19) 0.0303(6) Uani 1 1 d . . . . .
H51A H 0.3648 0.4541 0.6873 0.045 Uiso 1 1 calc R U . . .
H51B H 0.3383 0.3319 0.7176 0.045 Uiso 1 1 calc R U . . .
H51C H 0.2638 0.3469 0.6177 0.045 Uiso 1 1 calc R U . . .
C61 C 0.5656(3) 0.2452(2) 0.76629(17) 0.0233(5) Uani 1 1 d . . . . .
C71 C 0.6116(4) 0.3082(3) 0.85076(19) 0.0432(8) Uani 1 1 d . . . . .
H71 H 0.6631 0.3849 0.8586 0.052 Uiso 1 1 calc R U . . .
C81 C 0.5830(5) 0.2601(3) 0.9241(2) 0.0578(10) Uani 1 1 d . . . . .
H81 H 0.6165 0.3037 0.9820 0.069 Uiso 1 1 calc R U . . .
C91 C 0.5070(4) 0.1504(3) 0.9136(2) 0.0511(10) Uani 1 1 d . . . . .
H91 H 0.4862 0.1183 0.9640 0.061 Uiso 1 1 calc R U . . .
C101 C 0.4605(3) 0.0865(3) 0.8300(2) 0.0469(9) Uani 1 1 d . . . . .
H101 H 0.4082 0.0101 0.8226 0.056 Uiso 1 1 calc R U . . .
C111 C 0.4902(3) 0.1339(3) 0.7564(2) 0.0353(7) Uani 1 1 d . . . . .
H111 H 0.4585 0.0894 0.6988 0.042 Uiso 1 1 calc R U . . .
C121 C 0.8369(3) 0.2397(2) 0.65707(18) 0.0232(5) Uani 1 1 d . . . . .
C131 C 0.9037(3) 0.2159(3) 0.7404(2) 0.0381(7) Uani 1 1 d . . . . .
H131 H 0.8668 0.2381 0.7911 0.046 Uiso 1 1 calc R U . . .
C141 C 1.0238(4) 0.1601(3) 0.7496(3) 0.0538(10) Uani 1 1 d . . . . .
H141 H 1.0690 0.1451 0.8069 0.065 Uiso 1 1 calc R U . . .
C151 C 1.0780(3) 0.1265(3) 0.6781(3) 0.0502(9) Uani 1 1 d . . . . .
H151 H 1.1598 0.0876 0.6853 0.060 Uiso 1 1 calc R U . . .
C161 C 1.0141(4) 0.1489(3) 0.5956(3) 0.0471(8) Uani 1 1 d . . . . .
H161 H 1.0524 0.1266 0.5455 0.057 Uiso 1 1 calc R U . . .
C171 C 0.8933(3) 0.2043(3) 0.5851(2) 0.0353(7) Uani 1 1 d . . . . .
H171 H 0.8484 0.2181 0.5274 0.042 Uiso 1 1 calc R U . . .
N12 N 0.6060(2) 0.35365(17) 0.38816(13) 0.0190(4) Uani 1 1 d . . . . .
N22 N 0.3666(2) 0.35133(17) 0.32366(13) 0.0200(4) Uani 1 1 d . . . . .
C22 C 0.4770(3) 0.3815(2) 0.40052(16) 0.0217(5) Uani 1 1 d . . . . .
C32 C 0.4272(3) 0.2969(2) 0.26050(16) 0.0193(5) Uani 1 1 d . . . . .
C42 C 0.5757(3) 0.2983(2) 0.30148(15) 0.0176(5) Uani 1 1 d . . . . .
C52 C 0.2111(3) 0.3720(2) 0.30525(18) 0.0289(6) Uani 1 1 d . . . . .
H52A H 0.1610 0.3475 0.3518 0.043 Uiso 1 1 calc R U . . .
H52B H 0.1536 0.3294 0.2470 0.043 Uiso 1 1 calc R U . . .
H52C H 0.2150 0.4529 0.3046 0.043 Uiso 1 1 calc R U . . .
C62 C 0.3337(3) 0.2372(2) 0.17265(16) 0.0237(5) Uani 1 1 d . . . . .
C72 C 0.2733(3) 0.2942(3) 0.10529(19) 0.0356(7) Uani 1 1 d . . . . .
H72 H 0.2911 0.3745 0.1151 0.043 Uiso 1 1 calc R U . . .
C82 C 0.1868(4) 0.2342(3) 0.0237(2) 0.0476(9) Uani 1 1 d . . . . .
H82 H 0.1443 0.2733 -0.0219 0.057 Uiso 1 1 calc R U . . .
C92 C 0.1629(4) 0.1184(3) 0.0090(2) 0.0479(9) Uani 1 1 d . . . . .
H92 H 0.1041 0.0777 -0.0470 0.057 Uiso 1 1 calc R U . . .
C102 C 0.2226(3) 0.0608(3) 0.0740(2) 0.0423(8) Uani 1 1 d . . . . .
H102 H 0.2064 -0.0193 0.0629 0.051 Uiso 1 1 calc R U . . .
C112 C 0.3074(3) 0.1200(2) 0.15667(19) 0.0316(6) Uani 1 1 d . . . . .
H112 H 0.3474 0.0799 0.2023 0.038 Uiso 1 1 calc R U . . .
C122 C 0.6877(3) 0.2465(2) 0.26563(17) 0.0210(5) Uani 1 1 d . . . . .
C132 C 0.6892(3) 0.2387(2) 0.17480(18) 0.0271(6) Uani 1 1 d . . . . .
H132 H 0.6172 0.2683 0.1355 0.033 Uiso 1 1 calc R U . . .
C142 C 0.7946(3) 0.1884(3) 0.1416(2) 0.0361(7) Uani 1 1 d . . . . .
H142 H 0.7946 0.1842 0.0801 0.043 Uiso 1 1 calc R U . . .
C152 C 0.8991(3) 0.1447(2) 0.1975(2) 0.0378(7) Uani 1 1 d . . . . .
H152 H 0.9711 0.1102 0.1747 0.045 Uiso 1 1 calc R U . . .
C162 C 0.8987(3) 0.1512(3) 0.2865(2) 0.0389(7) Uani 1 1 d . . . . .
H162 H 0.9713 0.1213 0.3251 0.047 Uiso 1 1 calc R U . . .
C172 C 0.7932(3) 0.2010(2) 0.32078(19) 0.0291(6) Uani 1 1 d . . . . .
H172 H 0.7936 0.2039 0.3823 0.035 Uiso 1 1 calc R U . . .
Cl13 Cl 0.97211(13) 0.49413(12) 0.10696(9) 0.0821(4) Uani 1 1 d . . . . .
Cl23 Cl 0.66636(12) 0.52626(10) 0.10089(7) 0.0664(3) Uani 1 1 d . . . . .
C13 C 0.8408(4) 0.5197(3) 0.1693(2) 0.0513(9) Uani 1 1 d . . . . .
H13A H 0.8822 0.5920 0.2105 0.062 Uiso 1 1 calc R U . . .
H13B H 0.8250 0.4587 0.2058 0.062 Uiso 1 1 calc R U . . .
O14 O 0.5015(9) -0.0131(6) 0.4816(3) 0.0397(14) Uani 0.5 1 d D . P A -1
C14 C 0.3311(10) 0.0919(7) 0.4044(6) 0.054(2) Uani 0.5 1 d D . P A -1
H14A H 0.2599 0.1412 0.4125 0.082 Uiso 0.5 1 calc R U P A -1
H14B H 0.4133 0.1321 0.3812 0.082 Uiso 0.5 1 calc R U P A -1
H14C H 0.2769 0.0237 0.3620 0.082 Uiso 0.5 1 calc R U P A -1
C24 C 0.3981(7) 0.0585(5) 0.4939(4) 0.0397(15) Uani 0.5 1 d D . P A -1
H24A H 0.4522 0.1270 0.5372 0.048 Uiso 0.5 1 calc R U P A -1
H24B H 0.3155 0.0183 0.5180 0.048 Uiso 0.5 1 calc R U P A -1
C34 C 0.5624(7) -0.0539(5) 0.5610(5) 0.0432(15) Uani 0.5 1 d D . P A -1
H34A H 0.4809 -0.1058 0.5781 0.052 Uiso 0.5 1 calc R U P A -1
H34B H 0.6057 0.0101 0.6104 0.052 Uiso 0.5 1 calc R U P A -1
C44 C 0.6860(10) -0.1158(8) 0.5445(7) 0.062(3) Uani 0.5 1 d D . P A -1
H44A H 0.7289 -0.1443 0.5989 0.093 Uiso 0.5 1 calc R U P A -1
H44B H 0.6422 -0.1794 0.4958 0.093 Uiso 0.5 1 calc R U P A -1
H44C H 0.7666 -0.0638 0.5281 0.093 Uiso 0.5 1 calc R U P A -1


_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 O1 1.9368(16) 2_666 ?
Fe1 N11 2.142(2) . ?
Fe1 N12 2.1648(19) . ?
Fe1 Cl1 2.4158(7) . ?
Fe1 Cl1 2.4687(6) 2_766 ?
Cl1 Fe1 2.4687(6) 2_766 ?
O1 C1 1.368(3) . ?
O1 Fe1 1.9368(16) 2_666 ?
C1 C22 1.558(4) . ?
C1 C21 1.561(4) . ?
C1 C1 1.597(5) 2_666 ?
N11 C21 1.331(3) . ?
N11 C41 1.382(3) . ?
N21 C21 1.354(3) . ?
N21 C31 1.389(3) . ?
N21 C51 1.471(3) . ?
C31 C41 1.370(3) . ?
C31 C61 1.482(3) . ?
C41 C121 1.469(3) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C61 C71 1.382(4) . ?
C61 C111 1.382(4) . ?
C71 C81 1.386(4) . ?
C71 H71 0.9500 . ?
C81 C91 1.366(5) . ?
C81 H81 0.9500 . ?
C91 C101 1.375(5) . ?
C91 H91 0.9500 . ?
C101 C111 1.388(4) . ?
C101 H101 0.9500 . ?
C111 H111 0.9500 . ?
C121 C171 1.384(4) . ?
C121 C131 1.394(4) . ?
C131 C141 1.385(4) . ?
C131 H131 0.9500 . ?
C141 C151 1.360(5) . ?
C141 H141 0.9500 . ?
C151 C161 1.369(5) . ?
C151 H151 0.9500 . ?
C161 C171 1.387(4) . ?
C161 H161 0.9500 . ?
C171 H171 0.9500 . ?
N12 C22 1.333(3) . ?
N12 C42 1.383(3) . ?
N22 C22 1.358(3) . ?
N22 C32 1.386(3) . ?
N22 C52 1.468(3) . ?
C32 C42 1.374(3) . ?
C32 C62 1.478(3) . ?
C42 C122 1.468(3) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C62 C112 1.389(4) . ?
C62 C72 1.390(4) . ?
C72 C82 1.390(4) . ?
C72 H72 0.9500 . ?
C82 C92 1.373(5) . ?
C82 H82 0.9500 . ?
C92 C102 1.367(5) . ?
C92 H92 0.9500 . ?
C102 C112 1.393(4) . ?
C102 H102 0.9500 . ?
C112 H112 0.9500 . ?
C122 C172 1.387(4) . ?
C122 C132 1.404(4) . ?
C132 C142 1.388(4) . ?
C132 H132 0.9500 . ?
C142 C152 1.374(4) . ?
C142 H142 0.9500 . ?
C152 C162 1.373(5) . ?
C152 H152 0.9500 . ?
C162 C172 1.394(4) . ?
C162 H162 0.9500 . ?
C172 H172 0.9500 . ?
Cl13 C13 1.744(4) . ?
Cl23 C13 1.746(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
O14 C34 1.421(7) . ?
O14 C24 1.425(7) . ?
C14 C24 1.525(7) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C34 C44 1.518(7) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 N11 93.02(7) 2_666 . ?
O1 Fe1 N12 92.37(7) 2_666 . ?
N11 Fe1 N12 79.58(8) . . ?
O1 Fe1 Cl1 107.40(5) 2_666 . ?
N11 Fe1 Cl1 159.32(6) . . ?
N12 Fe1 Cl1 95.97(6) . . ?
O1 Fe1 Cl1 105.02(5) 2_666 2_766 ?
N11 Fe1 Cl1 94.69(6) . 2_766 ?
N12 Fe1 Cl1 162.02(6) . 2_766 ?
Cl1 Fe1 Cl1 83.35(2) . 2_766 ?
Fe1 Cl1 Fe1 96.65(2) . 2_766 ?
C1 O1 Fe1 125.87(16) . 2_666 ?
O1 C1 C22 111.6(2) . . ?
O1 C1 C21 111.5(2) . . ?
C22 C1 C21 109.3(2) . . ?
O1 C1 C1 112.1(3) . 2_666 ?
C22 C1 C1 106.3(3) . 2_666 ?
C21 C1 C1 105.8(2) . 2_666 ?
C21 N11 C41 107.2(2) . . ?
C21 N11 Fe1 110.39(16) . . ?
C41 N11 Fe1 138.00(16) . . ?
C21 N21 C31 107.6(2) . . ?
C21 N21 C51 128.8(2) . . ?
C31 N21 C51 123.6(2) . . ?
N11 C21 N21 110.2(2) . . ?
N11 C21 C1 123.8(2) . . ?
N21 C21 C1 126.0(2) . . ?
C41 C31 N21 106.3(2) . . ?
C41 C31 C61 131.8(2) . . ?
N21 C31 C61 121.7(2) . . ?
C31 C41 N11 108.6(2) . . ?
C31 C41 C121 129.7(2) . . ?
N11 C41 C121 121.4(2) . . ?
N21 C51 H51A 109.5 . . ?
N21 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
N21 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C71 C61 C111 118.8(3) . . ?
C71 C61 C31 120.5(2) . . ?
C111 C61 C31 120.7(2) . . ?
C61 C71 C81 120.3(3) . . ?
C61 C71 H71 119.8 . . ?
C81 C71 H71 119.8 . . ?
C91 C81 C71 120.4(3) . . ?
C91 C81 H81 119.8 . . ?
C71 C81 H81 119.8 . . ?
C81 C91 C101 119.9(3) . . ?
C81 C91 H91 120.0 . . ?
C101 C91 H91 120.0 . . ?
C91 C101 C111 119.9(3) . . ?
C91 C101 H101 120.0 . . ?
C111 C101 H101 120.0 . . ?
C61 C111 C101 120.6(3) . . ?
C61 C111 H111 119.7 . . ?
C101 C111 H111 119.7 . . ?
C171 C121 C131 117.6(3) . . ?
C171 C121 C41 119.5(2) . . ?
C131 C121 C41 122.8(3) . . ?
C141 C131 C121 120.3(3) . . ?
C141 C131 H131 119.9 . . ?
C121 C131 H131 119.9 . . ?
C151 C141 C131 121.1(3) . . ?
C151 C141 H141 119.4 . . ?
C131 C141 H141 119.4 . . ?
C141 C151 C161 119.6(3) . . ?
C141 C151 H151 120.2 . . ?
C161 C151 H151 120.2 . . ?
C151 C161 C171 120.0(3) . . ?
C151 C161 H161 120.0 . . ?
C171 C161 H161 120.0 . . ?
C121 C171 C161 121.3(3) . . ?
C121 C171 H171 119.3 . . ?
C161 C171 H171 119.3 . . ?
C22 N12 C42 107.05(19) . . ?
C22 N12 Fe1 110.02(15) . . ?
C42 N12 Fe1 139.50(16) . . ?
C22 N22 C32 107.48(19) . . ?
C22 N22 C52 128.8(2) . . ?
C32 N22 C52 123.7(2) . . ?
N12 C22 N22 110.3(2) . . ?
N12 C22 C1 124.1(2) . . ?
N22 C22 C1 125.5(2) . . ?
C42 C32 N22 106.5(2) . . ?
C42 C32 C62 130.1(2) . . ?
N22 C32 C62 122.8(2) . . ?
C32 C42 N12 108.6(2) . . ?
C32 C42 C122 128.5(2) . . ?
N12 C42 C122 122.8(2) . . ?
N22 C52 H52A 109.5 . . ?
N22 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
N22 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C112 C62 C72 119.0(2) . . ?
C112 C62 C32 118.6(2) . . ?
C72 C62 C32 122.4(2) . . ?
C82 C72 C62 120.2(3) . . ?
C82 C72 H72 119.9 . . ?
C62 C72 H72 119.9 . . ?
C92 C82 C72 119.9(3) . . ?
C92 C82 H82 120.1 . . ?
C72 C82 H82 120.1 . . ?
C102 C92 C82 120.8(3) . . ?
C102 C92 H92 119.6 . . ?
C82 C92 H92 119.6 . . ?
C92 C102 C112 119.8(3) . . ?
C92 C102 H102 120.1 . . ?
C112 C102 H102 120.1 . . ?
C62 C112 C102 120.2(3) . . ?
C62 C112 H112 119.9 . . ?
C102 C112 H112 119.9 . . ?
C172 C122 C132 118.0(2) . . ?
C172 C122 C42 120.5(2) . . ?
C132 C122 C42 121.5(2) . . ?
C142 C132 C122 120.9(3) . . ?
C142 C132 H132 119.6 . . ?
C122 C132 H132 119.6 . . ?
C152 C142 C132 120.3(3) . . ?
C152 C142 H142 119.9 . . ?
C132 C142 H142 119.9 . . ?
C162 C152 C142 119.6(3) . . ?
C162 C152 H152 120.2 . . ?
C142 C152 H152 120.2 . . ?
C152 C162 C172 120.8(3) . . ?
C152 C162 H162 119.6 . . ?
C172 C162 H162 119.6 . . ?
C122 C172 C162 120.4(3) . . ?
C122 C172 H172 119.8 . . ?
C162 C172 H172 119.8 . . ?
Cl13 C13 Cl23 111.58(19) . . ?
Cl13 C13 H13A 109.3 . . ?
Cl23 C13 H13A 109.3 . . ?
Cl13 C13 H13B 109.3 . . ?
Cl23 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C34 O14 C24 112.8(4) . . ?
C24 C14 H14A 109.5 . . ?
C24 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C24 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O14 C24 C14 109.1(6) . . ?
O14 C24 H24A 109.9 . . ?
C14 C24 H24A 109.9 . . ?
O14 C24 H24B 109.9 . . ?
C14 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
O14 C34 C44 108.8(7) . . ?
O14 C34 H34A 109.9 . . ?
C44 C34 H34A 109.9 . . ?
O14 C34 H34B 109.9 . . ?
C44 C34 H34B 109.9 . . ?
H34A C34 H34B 108.3 . . ?
C34 C44 H44A 109.5 . . ?
C34 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C34 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?

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
Fe1 O1 C1 C22 -118.2(2) 2_666 . . . ?
Fe1 O1 C1 C21 119.2(2) 2_666 . . . ?
Fe1 O1 C1 C1 0.9(4) 2_666 . . 2_666 ?
C41 N11 C21 N21 3.1(3) . . . . ?
Fe1 N11 C21 N21 -157.84(17) . . . . ?
C41 N11 C21 C1 -174.9(2) . . . . ?
Fe1 N11 C21 C1 24.2(3) . . . . ?
C31 N21 C21 N11 -2.6(3) . . . . ?
C51 N21 C21 N11 175.9(2) . . . . ?
C31 N21 C21 C1 175.3(2) . . . . ?
C51 N21 C21 C1 -6.1(4) . . . . ?
O1 C1 C21 N11 162.0(2) . . . . ?
C22 C1 C21 N11 38.1(3) . . . . ?
C1 C1 C21 N11 -75.9(3) 2_666 . . . ?
O1 C1 C21 N21 -15.7(4) . . . . ?
C22 C1 C21 N21 -139.6(3) . . . . ?
C1 C1 C21 N21 106.4(3) 2_666 . . . ?
C21 N21 C31 C41 1.0(3) . . . . ?
C51 N21 C31 C41 -177.6(2) . . . . ?
C21 N21 C31 C61 -174.8(2) . . . . ?
C51 N21 C31 C61 6.6(4) . . . . ?
N21 C31 C41 N11 0.8(3) . . . . ?
C61 C31 C41 N11 176.0(2) . . . . ?
N21 C31 C41 C121 -172.1(2) . . . . ?
C61 C31 C41 C121 3.1(5) . . . . ?
C21 N11 C41 C31 -2.4(3) . . . . ?
Fe1 N11 C41 C31 150.4(2) . . . . ?
C21 N11 C41 C121 171.2(2) . . . . ?
Fe1 N11 C41 C121 -36.0(4) . . . . ?
C41 C31 C61 C71 96.5(4) . . . . ?
N21 C31 C61 C71 -88.9(3) . . . . ?
C41 C31 C61 C111 -84.9(4) . . . . ?
N21 C31 C61 C111 89.7(3) . . . . ?
C111 C61 C71 C81 0.3(5) . . . . ?
C31 C61 C71 C81 179.0(3) . . . . ?
C61 C71 C81 C91 -1.0(6) . . . . ?
C71 C81 C91 C101 1.1(6) . . . . ?
C81 C91 C101 C111 -0.4(5) . . . . ?
C71 C61 C111 C101 0.4(4) . . . . ?
C31 C61 C111 C101 -178.3(3) . . . . ?
C91 C101 C111 C61 -0.3(5) . . . . ?
C31 C41 C121 C171 148.8(3) . . . . ?
N11 C41 C121 C171 -23.3(4) . . . . ?
C31 C41 C121 C131 -29.1(4) . . . . ?
N11 C41 C121 C131 158.7(3) . . . . ?
C171 C121 C131 C141 0.9(4) . . . . ?
C41 C121 C131 C141 178.9(3) . . . . ?
C121 C131 C141 C151 -0.6(5) . . . . ?
C131 C141 C151 C161 0.6(6) . . . . ?
C141 C151 C161 C171 -0.9(5) . . . . ?
C131 C121 C171 C161 -1.2(4) . . . . ?
C41 C121 C171 C161 -179.3(3) . . . . ?
C151 C161 C171 C121 1.2(5) . . . . ?
C42 N12 C22 N22 -3.1(3) . . . . ?
Fe1 N12 C22 N22 160.27(16) . . . . ?
C42 N12 C22 C1 174.1(2) . . . . ?
Fe1 N12 C22 C1 -22.5(3) . . . . ?
C32 N22 C22 N12 2.8(3) . . . . ?
C52 N22 C22 N12 -175.8(2) . . . . ?
C32 N22 C22 C1 -174.4(2) . . . . ?
C52 N22 C22 C1 7.0(4) . . . . ?
O1 C1 C22 N12 -162.5(2) . . . . ?
C21 C1 C22 N12 -38.7(3) . . . . ?
C1 C1 C22 N12 75.0(3) 2_666 . . . ?
O1 C1 C22 N22 14.3(4) . . . . ?
C21 C1 C22 N22 138.1(2) . . . . ?
C1 C1 C22 N22 -108.2(3) 2_666 . . . ?
C22 N22 C32 C42 -1.3(3) . . . . ?
C52 N22 C32 C42 177.4(2) . . . . ?
C22 N22 C32 C62 170.7(2) . . . . ?
C52 N22 C32 C62 -10.6(4) . . . . ?
N22 C32 C42 N12 -0.6(3) . . . . ?
C62 C32 C42 N12 -171.8(2) . . . . ?
N22 C32 C42 C122 176.3(2) . . . . ?
C62 C32 C42 C122 5.1(4) . . . . ?
C22 N12 C42 C32 2.3(3) . . . . ?
Fe1 N12 C42 C32 -153.3(2) . . . . ?
C22 N12 C42 C122 -174.9(2) . . . . ?
Fe1 N12 C42 C122 29.6(4) . . . . ?
C42 C32 C62 C112 60.5(4) . . . . ?
N22 C32 C62 C112 -109.4(3) . . . . ?
C42 C32 C62 C72 -118.6(3) . . . . ?
N22 C32 C62 C72 71.5(4) . . . . ?
C112 C62 C72 C82 0.6(4) . . . . ?
C32 C62 C72 C82 179.6(3) . . . . ?
C62 C72 C82 C92 -1.0(5) . . . . ?
C72 C82 C92 C102 0.3(5) . . . . ?
C82 C92 C102 C112 0.8(5) . . . . ?
C72 C62 C112 C102 0.5(4) . . . . ?
C32 C62 C112 C102 -178.6(2) . . . . ?
C92 C102 C112 C62 -1.2(4) . . . . ?
C32 C42 C122 C172 -144.6(3) . . . . ?
N12 C42 C122 C172 31.9(4) . . . . ?
C32 C42 C122 C132 33.8(4) . . . . ?
N12 C42 C122 C132 -149.7(2) . . . . ?
C172 C122 C132 C142 -0.8(4) . . . . ?
C42 C122 C132 C142 -179.3(2) . . . . ?
C122 C132 C142 C152 0.3(4) . . . . ?
C132 C142 C152 C162 -0.1(4) . . . . ?
C142 C152 C162 C172 0.3(4) . . . . ?
C132 C122 C172 C162 1.1(4) . . . . ?
C42 C122 C172 C162 179.5(2) . . . . ?
C152 C162 C172 C122 -0.9(4) . . . . ?
C34 O14 C24 C14 -176.4(7) . . . . ?
C24 O14 C34 C44 -172.5(7) . . . . ?

_refine_diff_density_max         0.683
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_l0771g
_database_code_depnum_ccdc_archive 'CCDC 1519049'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-04-25 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         'C66 H52 Cl2 N8 O2 Zn2'
_chemical_formula_sum            'C66 H52 Cl2 N8 O2 Zn2'
_chemical_formula_weight         1190.79

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'
Cl Cl 0.1484 0.1585 '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      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                   10.6545(4)
_cell_length_b                   12.7083(6)
_cell_length_c                   15.0735(6)
_cell_angle_alpha                67.700(2)
_cell_angle_beta                 72.709(2)
_cell_angle_gamma                79.513(2)
_cell_volume                     1797.44(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    210(2)
_cell_measurement_reflns_used    26629
_cell_measurement_theta_min      1.49
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.100
_exptl_crystal_F_000             614
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.26
_exptl_absorpt_coefficient_mu    0.784
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6980
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS-2014/4
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      210(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31525
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.508
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8256
_reflns_number_gt                7375
_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       Apex2
_computing_cell_refinement       Peakref
_computing_data_reduction        'Eval15, SADABS-2014/4'
_computing_structure_solution    SHELXT
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0375P)²+0.5777P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     heavy
_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         8256
_refine_ls_number_parameters     418
_refine_ls_number_restraints     145
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0281
_refine_ls_wR_factor_ref         0.0757
_refine_ls_wR_factor_gt          0.0738
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.058
_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
Zn1 Zn 0.25318(2) 0.41023(2) 0.60525(2) 0.02532(5) Uani 1 1 d . . . . .
Cl1 Cl 0.06776(3) 0.34135(3) 0.63317(3) 0.03982(9) Uani 1 1 d . . . . .
O1 O 0.63050(9) 0.55512(8) 0.52747(7) 0.0294(2) Uani 1 1 d . . . . .
N1 N 0.27227(11) 0.56150(10) 0.61454(9) 0.0287(2) Uani 1 1 d . . . . .
N2 N 0.40053(13) 0.70190(10) 0.56408(9) 0.0315(3) Uani 1 1 d . . . . .
N3 N 0.40306(11) 0.33194(9) 0.67046(9) 0.0265(2) Uani 1 1 d . . . . .
N4 N 0.61370(11) 0.32750(10) 0.66261(9) 0.0294(2) Uani 1 1 d . . . . .
C1 C 0.51367(13) 0.51045(11) 0.54899(10) 0.0253(3) Uani 1 1 d . . . . .
C2 C 0.39666(14) 0.59029(11) 0.57806(10) 0.0272(3) Uani 1 1 d . . . . .
C3 C 0.19330(15) 0.65760(12) 0.62525(11) 0.0318(3) Uani 1 1 d D . . . .
C4 C 0.27152(16) 0.74526(12) 0.59350(11) 0.0335(3) Uani 1 1 d D . . . .
C5 C 0.51533(19) 0.76974(15) 0.52889(16) 0.0541(5) Uani 1 1 d . . . . .
H5A H 0.5763 0.7325 0.5703 0.081 Uiso 1 1 calc R U . . .
H5B H 0.4861 0.8453 0.5322 0.081 Uiso 1 1 calc R U . . .
H5C H 0.5591 0.7760 0.4609 0.081 Uiso 1 1 calc R U . . .
C6 C 0.04850(15) 0.65788(12) 0.66641(13) 0.0378(3) Uani 1 1 d D . . . .
C7 C -0.01056(19) 0.69132(15) 0.74767(15) 0.0613(6) Uani 1 1 d D . . . .
H7 H 0.0422 0.7116 0.7779 0.074 Uiso 1 1 calc R U . . .
C8 C -0.1465(2) 0.6953(2) 0.7852(2) 0.0855(9) Uani 1 1 d D . . . .
H8 H -0.1852 0.7185 0.8403 0.103 Uiso 1 1 calc R U . . .
C9 C -0.2242(2) 0.66547(19) 0.7418(2) 0.0829(9) Uani 1 1 d D . . . .
H9 H -0.3162 0.6673 0.7675 0.100 Uiso 1 1 calc R U . . .
C10 C -0.1674(2) 0.63299(18) 0.6611(2) 0.0743(8) Uani 1 1 d D . . . .
H10 H -0.2209 0.6134 0.6309 0.089 Uiso 1 1 calc R U . . .
C11 C -0.03177(18) 0.62859(16) 0.62319(17) 0.0549(5) Uani 1 1 d D . . . .
H11 H 0.0060 0.6056 0.5679 0.066 Uiso 1 1 calc R U . . .
C12A C 0.2154(4) 0.8655(3) 0.5854(3) 0.0254(10) Uani 0.506(3) 1 d D . P A 1
C13A C 0.2633(3) 0.9239(3) 0.6285(3) 0.0344(8) Uani 0.506(3) 1 d D . P A 1
H13A H 0.3253 0.8866 0.6659 0.041 Uiso 0.506(3) 1 calc R U P A 1
C14A C 0.2197(4) 1.0379(4) 0.6163(3) 0.0400(11) Uani 0.506(3) 1 d D . P A 1
H14A H 0.2519 1.0769 0.6460 0.048 Uiso 0.506(3) 1 calc R U P A 1
C15A C 0.1298(4) 1.0932(3) 0.5611(3) 0.0432(10) Uani 0.506(3) 1 d D . P A 1
H15A H 0.1017 1.1702 0.5523 0.052 Uiso 0.506(3) 1 calc R U P A 1
C16A C 0.0807(3) 1.0362(3) 0.5187(3) 0.0464(9) Uani 0.506(3) 1 d D . P A 1
H16A H 0.0186 1.0741 0.4815 0.056 Uiso 0.506(3) 1 calc R U P A 1
C17A C 0.1229(3) 0.9231(2) 0.5307(2) 0.0358(7) Uani 0.506(3) 1 d D . P A 1
H17A H 0.0888 0.8846 0.5017 0.043 Uiso 0.506(3) 1 calc R U P A 1
C12B C 0.2558(4) 0.8702(3) 0.5723(4) 0.0265(10) Uani 0.494(3) 1 d D . P A 2
C13B C 0.2840(3) 0.9433(3) 0.4759(2) 0.0427(8) Uani 0.494(3) 1 d D . P A 2
H13B H 0.3245 0.9144 0.4244 0.051 Uiso 0.494(3) 1 calc R U P A 2
C14B C 0.2529(3) 1.0597(3) 0.4541(3) 0.0506(10) Uani 0.494(3) 1 d D . P A 2
H14B H 0.2723 1.1094 0.3880 0.061 Uiso 0.494(3) 1 calc R U P A 2
C15B C 0.1938(4) 1.1027(3) 0.5291(3) 0.0453(10) Uani 0.494(3) 1 d D . P A 2
H15B H 0.1730 1.1816 0.5142 0.054 Uiso 0.494(3) 1 calc R U P A 2
C16B C 0.1654(5) 1.0306(4) 0.6250(4) 0.0532(15) Uani 0.494(3) 1 d D . P A 2
H16B H 0.1249 1.0600 0.6763 0.064 Uiso 0.494(3) 1 calc R U P A 2
C17B C 0.1963(4) 0.9133(3) 0.6475(3) 0.0452(10) Uani 0.494(3) 1 d D . P A 2
H17B H 0.1767 0.8637 0.7138 0.054 Uiso 0.494(3) 1 calc R U P A 2
C18 C 0.50907(13) 0.39224(11) 0.62968(10) 0.0255(3) Uani 1 1 d . . . . .
C19 C 0.44119(14) 0.22469(11) 0.73048(10) 0.0284(3) Uani 1 1 d D . . . .
C20 C 0.57144(14) 0.22157(12) 0.72662(11) 0.0304(3) Uani 1 1 d D . . . .
C21 C 0.74785(17) 0.35904(18) 0.64452(15) 0.0565(5) Uani 1 1 d . . . . .
H21A H 0.7989 0.3594 0.5793 0.085 Uiso 1 1 calc R U . . .
H21B H 0.7900 0.3041 0.6943 0.085 Uiso 1 1 calc R U . . .
H21C H 0.7430 0.4344 0.6480 0.085 Uiso 1 1 calc R U . . .
C22 C 0.34955(15) 0.13379(12) 0.78432(10) 0.0343(3) Uani 1 1 d D . . . .
C23 C 0.21738(16) 0.15949(15) 0.82200(10) 0.0418(4) Uani 1 1 d D . . . .
H23 H 0.1858 0.2357 0.8144 0.050 Uiso 1 1 calc R U . . .
C24 C 0.1302(2) 0.07357(18) 0.87116(13) 0.0587(5) Uani 1 1 d D . . . .
H24 H 0.0404 0.0920 0.8962 0.070 Uiso 1 1 calc R U . . .
C25 C 0.1760(2) -0.03792(18) 0.88283(16) 0.0675(7) Uani 1 1 d D . . . .
H25 H 0.1175 -0.0958 0.9159 0.081 Uiso 1 1 calc R U . . .
C26 C 0.3067(2) -0.06488(16) 0.84647(16) 0.0622(6) Uani 1 1 d D . . . .
H26 H 0.3376 -0.1414 0.8554 0.075 Uiso 1 1 calc R U . . .
C27 C 0.3941(2) 0.01992(14) 0.79649(14) 0.0480(4) Uani 1 1 d D . . . .
H27 H 0.4834 0.0007 0.7708 0.058 Uiso 1 1 calc R U . . .
C28 C 0.65832(14) 0.12974(13) 0.77964(11) 0.0360(3) Uani 1 1 d D . . . .
C29 C 0.62584(17) 0.08617(14) 0.88151(12) 0.0453(4) Uani 1 1 d D . . . .
H29 H 0.5503 0.1175 0.9171 0.054 Uiso 1 1 calc R U . . .
C30 C 0.7024(2) -0.00295(16) 0.93240(14) 0.0569(5) Uani 1 1 d D . . . .
H30 H 0.6788 -0.0313 1.0020 0.068 Uiso 1 1 calc R U . . .
C31 C 0.8114(2) -0.04949(18) 0.88213(17) 0.0667(6) Uani 1 1 d D . . . .
H31 H 0.8622 -0.1113 0.9168 0.080 Uiso 1 1 calc R U . . .
C32 C 0.8468(3) -0.0066(2) 0.78188(19) 0.1021(12) Uani 1 1 d D . . . .
H32 H 0.9235 -0.0377 0.7471 0.123 Uiso 1 1 calc R U . . .
C33 C 0.7709(2) 0.0828(2) 0.73021(15) 0.0868(10) Uani 1 1 d D . . . .
H33 H 0.7966 0.1118 0.6606 0.104 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9463(10) 2_666 ?
Zn1 N3 2.0295(11) . ?
Zn1 N1 2.0299(11) . ?
Zn1 Cl1 2.1683(4) . ?
O1 C1 1.3618(16) . ?
O1 Zn1 1.9463(10) 2_666 ?
N1 C2 1.3354(18) . ?
N1 C3 1.3858(17) . ?
N2 C2 1.3591(17) . ?
N2 C4 1.392(2) . ?
N2 C5 1.474(2) . ?
N3 C18 1.3363(17) . ?
N3 C19 1.3865(17) . ?
N4 C18 1.3606(17) . ?
N4 C20 1.3866(18) . ?
N4 C21 1.4737(19) . ?
C1 C2 1.5258(19) . ?
C1 C18 1.5307(18) . ?
C1 C1 1.708(3) 2_666 ?
C3 C4 1.364(2) . ?
C3 C6 1.482(2) . ?
C4 C12B 1.483(4) . ?
C4 C12A 1.509(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 H5C 0.9700 . ?
C6 C7 1.384(2) . ?
C6 C11 1.388(2) . ?
C7 C8 1.389(3) . ?
C7 H7 0.9400 . ?
C8 C9 1.372(4) . ?
C8 H8 0.9400 . ?
C9 C10 1.368(4) . ?
C9 H9 0.9400 . ?
C10 C11 1.387(3) . ?
C10 H10 0.9400 . ?
C11 H11 0.9400 . ?
C12A C13A 1.392(5) . ?
C12A C17A 1.396(5) . ?
C13A C14A 1.397(5) . ?
C13A H13A 0.9400 . ?
C14A C15A 1.374(5) . ?
C14A H14A 0.9400 . ?
C15A C16A 1.377(5) . ?
C15A H15A 0.9400 . ?
C16A C17A 1.384(4) . ?
C16A H16A 0.9400 . ?
C17A H17A 0.9400 . ?
C12B C13B 1.372(5) . ?
C12B C17B 1.380(5) . ?
C13B C14B 1.387(4) . ?
C13B H13B 0.9400 . ?
C14B C15B 1.375(5) . ?
C14B H14B 0.9400 . ?
C15B C16B 1.363(6) . ?
C15B H15B 0.9400 . ?
C16B C17B 1.397(5) . ?
C16B H16B 0.9400 . ?
C17B H17B 0.9400 . ?
C19 C20 1.365(2) . ?
C19 C22 1.4745(19) . ?
C20 C28 1.4819(19) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C22 C23 1.382(2) . ?
C22 C27 1.398(2) . ?
C23 C24 1.396(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.374(3) . ?
C24 H24 0.9400 . ?
C25 C26 1.368(3) . ?
C25 H25 0.9400 . ?
C26 C27 1.389(2) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
C28 C29 1.376(2) . ?
C28 C33 1.377(2) . ?
C29 C30 1.383(2) . ?
C29 H29 0.9400 . ?
C30 C31 1.356(3) . ?
C30 H30 0.9400 . ?
C31 C32 1.354(3) . ?
C31 H31 0.9400 . ?
C32 C33 1.386(3) . ?
C32 H32 0.9400 . ?
C33 H33 0.9400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N3 92.75(4) 2_666 . ?
O1 Zn1 N1 93.44(5) 2_666 . ?
N3 Zn1 N1 91.92(5) . . ?
O1 Zn1 Cl1 117.78(3) 2_666 . ?
N3 Zn1 Cl1 126.69(3) . . ?
N1 Zn1 Cl1 125.34(4) . . ?
C1 O1 Zn1 119.99(8) . 2_666 ?
C2 N1 C3 107.28(11) . . ?
C2 N1 Zn1 111.95(9) . . ?
C3 N1 Zn1 138.52(10) . . ?
C2 N2 C4 107.44(12) . . ?
C2 N2 C5 129.34(13) . . ?
C4 N2 C5 123.17(12) . . ?
C18 N3 C19 107.42(11) . . ?
C18 N3 Zn1 111.90(9) . . ?
C19 N3 Zn1 138.97(9) . . ?
C18 N4 C20 107.82(11) . . ?
C18 N4 C21 129.55(13) . . ?
C20 N4 C21 122.47(13) . . ?
O1 C1 C2 111.60(11) . . ?
O1 C1 C18 111.15(11) . . ?
C2 C1 C18 111.00(11) . . ?
O1 C1 C1 113.52(13) . 2_666 ?
C2 C1 C1 104.45(13) . 2_666 ?
C18 C1 C1 104.75(12) . 2_666 ?
N1 C2 N2 109.95(12) . . ?
N1 C2 C1 123.84(11) . . ?
N2 C2 C1 126.02(12) . . ?
C4 C3 N1 108.59(13) . . ?
C4 C3 C6 128.42(13) . . ?
N1 C3 C6 122.98(13) . . ?
C3 C4 N2 106.72(12) . . ?
C3 C4 C12B 138.3(2) . . ?
N2 C4 C12B 114.57(19) . . ?
C3 C4 C12A 122.25(19) . . ?
N2 C4 C12A 130.74(19) . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 118.25(17) . . ?
C7 C6 C3 120.35(15) . . ?
C11 C6 C3 121.37(16) . . ?
C6 C7 C8 121.0(2) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C9 C8 C7 119.9(2) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C10 C9 C8 119.8(2) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 120.7(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C10 C11 C6 120.4(2) . . ?
C10 C11 H11 119.8 . . ?
C6 C11 H11 119.8 . . ?
C13A C12A C17A 118.6(3) . . ?
C13A C12A C4 119.0(4) . . ?
C17A C12A C4 122.3(3) . . ?
C12A C13A C14A 120.2(4) . . ?
C12A C13A H13A 119.9 . . ?
C14A C13A H13A 119.9 . . ?
C15A C14A C13A 120.1(4) . . ?
C15A C14A H14A 119.9 . . ?
C13A C14A H14A 119.9 . . ?
C14A C15A C16A 120.3(3) . . ?
C14A C15A H15A 119.9 . . ?
C16A C15A H15A 119.9 . . ?
C15A C16A C17A 120.0(3) . . ?
C15A C16A H16A 120.0 . . ?
C17A C16A H16A 120.0 . . ?
C16A C17A C12A 120.8(3) . . ?
C16A C17A H17A 119.6 . . ?
C12A C17A H17A 119.6 . . ?
C13B C12B C17B 119.5(4) . . ?
C13B C12B C4 119.5(4) . . ?
C17B C12B C4 120.3(4) . . ?
C12B C13B C14B 120.3(3) . . ?
C12B C13B H13B 119.9 . . ?
C14B C13B H13B 119.9 . . ?
C15B C14B C13B 120.2(3) . . ?
C15B C14B H14B 119.9 . . ?
C13B C14B H14B 119.9 . . ?
C16B C15B C14B 119.9(4) . . ?
C16B C15B H15B 120.1 . . ?
C14B C15B H15B 120.1 . . ?
C15B C16B C17B 120.2(4) . . ?
C15B C16B H16B 119.9 . . ?
C17B C16B H16B 119.9 . . ?
C12B C17B C16B 119.9(4) . . ?
C12B C17B H17B 120.1 . . ?
C16B C17B H17B 120.1 . . ?
N3 C18 N4 109.57(12) . . ?
N3 C18 C1 124.16(12) . . ?
N4 C18 C1 125.88(12) . . ?
C20 C19 N3 108.50(12) . . ?
C20 C19 C22 129.34(13) . . ?
N3 C19 C22 122.15(12) . . ?
C19 C20 N4 106.68(12) . . ?
C19 C20 C28 130.35(13) . . ?
N4 C20 C28 122.93(13) . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 118.56(15) . . ?
C23 C22 C19 120.81(14) . . ?
C27 C22 C19 120.62(15) . . ?
C22 C23 C24 120.73(17) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C25 C24 C23 119.8(2) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C26 C25 C24 120.16(17) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 120.55(19) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C26 C27 C22 120.14(19) . . ?
C26 C27 H27 119.9 . . ?
C22 C27 H27 119.9 . . ?
C29 C28 C33 117.66(15) . . ?
C29 C28 C20 120.20(14) . . ?
C33 C28 C20 122.11(15) . . ?
C28 C29 C30 121.15(17) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 H29 119.4 . . ?
C31 C30 C29 120.18(18) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C32 C31 C30 119.75(18) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C31 C32 C33 120.5(2) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C28 C33 C32 120.74(19) . . ?
C28 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?

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
Zn1 O1 C1 C2 -117.22(10) 2_666 . . . ?
Zn1 O1 C1 C18 118.28(10) 2_666 . . . ?
Zn1 O1 C1 C1 0.50(17) 2_666 . . 2_666 ?
C3 N1 C2 N2 -0.51(16) . . . . ?
Zn1 N1 C2 N2 165.75(9) . . . . ?
C3 N1 C2 C1 -175.82(13) . . . . ?
Zn1 N1 C2 C1 -9.55(17) . . . . ?
C4 N2 C2 N1 0.04(16) . . . . ?
C5 N2 C2 N1 177.62(16) . . . . ?
C4 N2 C2 C1 175.22(13) . . . . ?
C5 N2 C2 C1 -7.2(3) . . . . ?
O1 C1 C2 N1 -171.26(13) . . . . ?
C18 C1 C2 N1 -46.67(18) . . . . ?
C1 C1 C2 N1 65.70(18) 2_666 . . . ?
O1 C1 C2 N2 14.2(2) . . . . ?
C18 C1 C2 N2 138.78(14) . . . . ?
C1 C1 C2 N2 -108.85(16) 2_666 . . . ?
C2 N1 C3 C4 0.79(17) . . . . ?
Zn1 N1 C3 C4 -159.79(12) . . . . ?
C2 N1 C3 C6 -178.42(14) . . . . ?
Zn1 N1 C3 C6 21.0(2) . . . . ?
N1 C3 C4 N2 -0.76(17) . . . . ?
C6 C3 C4 N2 178.40(15) . . . . ?
N1 C3 C4 C12B 170.6(3) . . . . ?
C6 C3 C4 C12B -10.2(4) . . . . ?
N1 C3 C4 C12A 173.7(2) . . . . ?
C6 C3 C4 C12A -7.2(3) . . . . ?
C2 N2 C4 C3 0.45(17) . . . . ?
C5 N2 C4 C3 -177.31(16) . . . . ?
C2 N2 C4 C12B -173.3(2) . . . . ?
C5 N2 C4 C12B 9.0(3) . . . . ?
C2 N2 C4 C12A -173.3(3) . . . . ?
C5 N2 C4 C12A 8.9(3) . . . . ?
C4 C3 C6 C7 -55.3(2) . . . . ?
N1 C3 C6 C7 123.71(16) . . . . ?
C4 C3 C6 C11 122.52(19) . . . . ?
N1 C3 C6 C11 -58.4(2) . . . . ?
C11 C6 C7 C8 0.12(16) . . . . ?
C3 C6 C7 C8 178.03(15) . . . . ?
C6 C7 C8 C9 0.23(19) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
C8 C9 C10 C11 0.8(4) . . . . ?
C9 C10 C11 C6 -0.4(3) . . . . ?
C7 C6 C11 C10 0.0(2) . . . . ?
C3 C6 C11 C10 -177.92(17) . . . . ?
C3 C4 C12A C13A 129.6(2) . . . . ?
N2 C4 C12A C13A -57.5(4) . . . . ?
C3 C4 C12A C17A -54.6(4) . . . . ?
N2 C4 C12A C17A 118.3(3) . . . . ?
C17A C12A C13A C14A -0.4(2) . . . . ?
C4 C12A C13A C14A 175.6(3) . . . . ?
C12A C13A C14A C15A -0.4(2) . . . . ?
C13A C14A C15A C16A 0.9(4) . . . . ?
C14A C15A C16A C17A -0.6(5) . . . . ?
C15A C16A C17A C12A -0.2(5) . . . . ?
C13A C12A C17A C16A 0.7(4) . . . . ?
C4 C12A C17A C16A -175.1(3) . . . . ?
C3 C4 C12B C13B -106.5(3) . . . . ?
N2 C4 C12B C13B 64.4(3) . . . . ?
C3 C4 C12B C17B 64.6(5) . . . . ?
N2 C4 C12B C17B -124.5(3) . . . . ?
C17B C12B C13B C14B 0.0(2) . . . . ?
C4 C12B C13B C14B 171.2(3) . . . . ?
C12B C13B C14B C15B 0.1(2) . . . . ?
C13B C14B C15B C16B -0.1(5) . . . . ?
C14B C15B C16B C17B 0.1(6) . . . . ?
C13B C12B C17B C16B 0.0(5) . . . . ?
C4 C12B C17B C16B -171.1(4) . . . . ?
C15B C16B C17B C12B 0.0(6) . . . . ?
C19 N3 C18 N4 -0.74(16) . . . . ?
Zn1 N3 C18 N4 -168.76(9) . . . . ?
C19 N3 C18 C1 172.45(12) . . . . ?
Zn1 N3 C18 C1 4.43(17) . . . . ?
C20 N4 C18 N3 0.28(16) . . . . ?
C21 N4 C18 N3 -175.02(16) . . . . ?
C20 N4 C18 C1 -172.77(13) . . . . ?
C21 N4 C18 C1 11.9(3) . . . . ?
O1 C1 C18 N3 174.98(12) . . . . ?
C2 C1 C18 N3 50.14(18) . . . . ?
C1 C1 C18 N3 -62.04(18) 2_666 . . . ?
O1 C1 C18 N4 -12.94(19) . . . . ?
C2 C1 C18 N4 -137.79(14) . . . . ?
C1 C1 C18 N4 110.04(16) 2_666 . . . ?
C18 N3 C19 C20 0.93(16) . . . . ?
Zn1 N3 C19 C20 163.87(11) . . . . ?
C18 N3 C19 C22 -177.54(13) . . . . ?
Zn1 N3 C19 C22 -14.6(2) . . . . ?
N3 C19 C20 N4 -0.75(16) . . . . ?
C22 C19 C20 N4 177.57(14) . . . . ?
N3 C19 C20 C28 177.19(15) . . . . ?
C22 C19 C20 C28 -4.5(3) . . . . ?
C18 N4 C20 C19 0.30(16) . . . . ?
C21 N4 C20 C19 176.01(16) . . . . ?
C18 N4 C20 C28 -177.83(14) . . . . ?
C21 N4 C20 C28 -2.1(2) . . . . ?
C20 C19 C22 C23 147.05(15) . . . . ?
N3 C19 C22 C23 -34.8(2) . . . . ?
C20 C19 C22 C27 -34.3(2) . . . . ?
N3 C19 C22 C27 143.80(15) . . . . ?
C27 C22 C23 C24 0.00(15) . . . . ?
C19 C22 C23 C24 178.66(14) . . . . ?
C22 C23 C24 C25 0.33(17) . . . . ?
C23 C24 C25 C26 0.0(3) . . . . ?
C24 C25 C26 C27 -0.8(3) . . . . ?
C25 C26 C27 C22 1.1(3) . . . . ?
C23 C22 C27 C26 -0.7(2) . . . . ?
C19 C22 C27 C26 -179.37(16) . . . . ?
C19 C20 C28 C29 -57.3(2) . . . . ?
N4 C20 C28 C29 120.36(15) . . . . ?
C19 C20 C28 C33 120.8(2) . . . . ?
N4 C20 C28 C33 -61.5(2) . . . . ?
C33 C28 C29 C30 -1.09(19) . . . . ?
C20 C28 C29 C30 177.11(15) . . . . ?
C28 C29 C30 C31 -0.28(19) . . . . ?
C29 C30 C31 C32 1.6(3) . . . . ?
C30 C31 C32 C33 -1.4(4) . . . . ?
C29 C28 C33 C32 1.2(4) . . . . ?
C20 C28 C33 C32 -176.9(2) . . . . ?
C31 C32 C33 C28 0.0(5) . . . . ?

_refine_diff_density_max         0.466
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.041




#===END
####################################################################### 
# 
# 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_l0768a
_database_code_depnum_ccdc_archive 'CCDC 1519048'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-04-25 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         
'C70 H60 Cl2 Fe2 N8 O3, C66 H52 Cl2 Fe2 N8 O2, 3(C H2 Cl2)'
_chemical_formula_sum            'C139 H118 Cl10 Fe4 N16 O5'
_chemical_formula_weight         2670.39

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   14.2435(3)
_cell_length_b                   17.6941(6)
_cell_length_c                   25.6720(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.152(2)
_cell_angle_gamma                90
_cell_volume                     6300.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    136354
_cell_measurement_theta_min      1.51
_cell_measurement_theta_max      27.54

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_F_000             2756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.727
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8248
_exptl_absorpt_correction_T_max  0.9784
_exptl_absorpt_process_details   SADABS-2014/4
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            169375
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.508
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             28957
_reflns_number_gt                25127
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.937
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       Apex2
_computing_cell_refinement       Peakref
_computing_data_reduction        'Eval15, SADABS-2014/4'
_computing_structure_solution    SIR-2011
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0742P)²+9.0370P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.34(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         28957
_refine_ls_number_parameters     1718
_refine_ls_number_restraints     521
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1468
_refine_ls_wR_factor_gt          0.1372
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.038
_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 0.16994(5) 0.78533(4) 0.08705(3) 0.01952(16) Uani 1 1 d . . . . .
Cl1 Cl 0.08801(11) 0.81357(10) 0.14835(7) 0.0342(3) Uani 1 1 d . . . . .
O11 O 0.3440(3) 0.7666(2) -0.03635(15) 0.0210(8) Uani 1 1 d . . . . .
N11 N 0.1739(3) 0.8626(3) 0.0263(2) 0.0220(10) Uani 1 1 d . . . . .
N21 N 0.2106(3) 0.8869(3) -0.0514(2) 0.0221(10) Uani 1 1 d . . . . .
N31 N 0.3198(3) 0.7725(3) 0.10174(19) 0.0216(10) Uani 1 1 d . . . . .
N41 N 0.4494(3) 0.7483(3) 0.07042(19) 0.0211(10) Uani 1 1 d . . . . .
C11 C 0.2908(4) 0.7718(3) 0.0010(2) 0.0199(11) Uani 1 1 d . . . . .
C21 C 0.2290(4) 0.8430(3) -0.0069(2) 0.0200(11) Uani 1 1 d . . . . .
C31 C 0.1174(4) 0.9232(3) 0.0025(2) 0.0201(11) Uani 1 1 d D . . . .
C41 C 0.1396(4) 0.9390(3) -0.0455(2) 0.0240(12) Uani 1 1 d D . . . .
C51 C 0.2641(5) 0.8930(4) -0.0936(3) 0.0310(14) Uani 1 1 d . . . . .
H51A H 0.2357 0.8590 -0.1231 0.047 Uiso 1 1 calc R U . . .
H51B H 0.3316 0.8790 -0.0792 0.047 Uiso 1 1 calc R U . . .
H51C H 0.2609 0.9452 -0.1068 0.047 Uiso 1 1 calc R U . . .
C61 C 0.0453(4) 0.9581(3) 0.0286(2) 0.0220(11) Uani 1 1 d D . . . .
C71 C -0.0520(4) 0.9499(4) 0.0078(3) 0.0344(15) Uani 1 1 d . . . . .
H71 H -0.0741 0.9228 -0.0246 0.041 Uiso 1 1 calc R U . . .
C81 C -0.1192(5) 0.9812(5) 0.0344(3) 0.0437(18) Uani 1 1 d . . . . .
H81 H -0.1864 0.9735 0.0210 0.052 Uiso 1 1 calc R U . . .
C91 C -0.0861(7) 1.0230(4) 0.0797(4) 0.051(2) Uani 1 1 d . . . . .
H91 H -0.1308 1.0458 0.0973 0.061 Uiso 1 1 calc R U . . .
C101 C 0.0104(6) 1.0322(4) 0.1000(3) 0.050(2) Uani 1 1 d . . . . .
H101 H 0.0323 1.0606 0.1319 0.060 Uiso 1 1 calc R U . . .
C111 C 0.0760(5) 1.0006(4) 0.0748(3) 0.0340(14) Uani 1 1 d . . . . .
H111 H 0.1430 1.0078 0.0891 0.041 Uiso 1 1 calc R U . . .
C121 C 0.1003(4) 1.0001(3) -0.0836(2) 0.0229(12) Uani 1 1 d D . . . .
C131 C 0.0730(5) 0.9883(4) -0.1382(3) 0.0316(14) Uani 1 1 d . . . . .
H131 H 0.0796 0.9396 -0.1526 0.038 Uiso 1 1 calc R U . . .
C141 C 0.0362(5) 1.0474(4) -0.1716(3) 0.0351(15) Uani 1 1 d . . . . .
H141 H 0.0186 1.0390 -0.2091 0.042 Uiso 1 1 calc R U . . .
C151 C 0.0244(5) 1.1184(4) -0.1518(3) 0.0390(16) Uani 1 1 d . . . . .
H151 H -0.0014 1.1586 -0.1752 0.047 Uiso 1 1 calc R U . . .
C161 C 0.0509(5) 1.1296(4) -0.0975(3) 0.0378(16) Uani 1 1 d . . . . .
H161 H 0.0418 1.1779 -0.0831 0.045 Uiso 1 1 calc R U . . .
C171 C 0.0900(5) 1.0722(3) -0.0638(3) 0.0315(14) Uani 1 1 d . . . . .
H171 H 0.1105 1.0816 -0.0265 0.038 Uiso 1 1 calc R U . . .
C181 C 0.3535(4) 0.7681(3) 0.0576(2) 0.0196(11) Uani 1 1 d . . . . .
C191 C 0.3957(4) 0.7547(3) 0.1445(2) 0.0242(12) Uani 1 1 d D . . . .
C201 C 0.4749(4) 0.7388(3) 0.1251(2) 0.0232(12) Uani 1 1 d D . . . .
C211 C 0.5174(4) 0.7509(4) 0.0353(3) 0.0316(14) Uani 1 1 d . . . . .
H21A H 0.5832 0.7562 0.0570 0.047 Uiso 1 1 calc R U . . .
H21B H 0.5021 0.7942 0.0110 0.047 Uiso 1 1 calc R U . . .
H21C H 0.5124 0.7042 0.0144 0.047 Uiso 1 1 calc R U . . .
C221 C 0.3825(4) 0.7477(4) 0.1997(2) 0.0272(13) Uani 1 1 d D . . . .
C231 C 0.3310(5) 0.8020(5) 0.2207(3) 0.0381(16) Uani 1 1 d . . . . .
H231 H 0.3059 0.8451 0.2001 0.046 Uiso 1 1 calc R U . . .
C241 C 0.3166(5) 0.7929(6) 0.2722(3) 0.051(2) Uani 1 1 d . . . . .
H241 H 0.2789 0.8287 0.2860 0.062 Uiso 1 1 calc R U . . .
C251 C 0.3565(6) 0.7325(6) 0.3033(3) 0.050(2) Uani 1 1 d . . . . .
H251 H 0.3460 0.7269 0.3383 0.060 Uiso 1 1 calc R U . . .
C261 C 0.4114(5) 0.6802(5) 0.2838(3) 0.0416(17) Uani 1 1 d . . . . .
H261 H 0.4410 0.6398 0.3059 0.050 Uiso 1 1 calc R U . . .
C271 C 0.4236(4) 0.6865(4) 0.2314(3) 0.0349(15) Uani 1 1 d . . . . .
H271 H 0.4595 0.6495 0.2174 0.042 Uiso 1 1 calc R U . . .
C281 C 0.5739(4) 0.7192(4) 0.1541(2) 0.0258(12) Uani 1 1 d D . . . .
C291 C 0.6197(4) 0.7605(4) 0.1991(3) 0.0330(14) Uani 1 1 d . . . . .
H291 H 0.5878 0.8023 0.2106 0.040 Uiso 1 1 calc R U . . .
C301 C 0.7115(4) 0.7408(5) 0.2272(3) 0.0388(17) Uani 1 1 d . . . . .
H301 H 0.7423 0.7698 0.2574 0.047 Uiso 1 1 calc R U . . .
C311 C 0.7584(5) 0.6799(5) 0.2117(3) 0.0462(19) Uani 1 1 d . . . . .
H311 H 0.8206 0.6660 0.2319 0.055 Uiso 1 1 calc R U . . .
C321 C 0.7158(5) 0.6394(5) 0.1674(3) 0.049(2) Uani 1 1 d . . . . .
H321 H 0.7501 0.5993 0.1556 0.059 Uiso 1 1 calc R U . . .
C331 C 0.6211(5) 0.6565(4) 0.1389(3) 0.0345(15) Uani 1 1 d . . . . .
H331 H 0.5899 0.6258 0.1097 0.041 Uiso 1 1 calc R U . . .
Fe2 Fe 0.33084(5) 0.68603(4) -0.08676(3) 0.02008(17) Uani 1 1 d . . . . .
Cl2 Cl 0.41369(11) 0.65744(10) -0.14773(7) 0.0356(4) Uani 1 1 d . . . . .
O12 O 0.1556(3) 0.7048(2) 0.03585(15) 0.0197(8) Uani 1 1 d . . . . .
N12 N 0.3265(3) 0.6076(3) -0.02605(19) 0.0209(10) Uani 1 1 d . . . . .
N22 N 0.2897(3) 0.5829(3) 0.05134(18) 0.0218(9) Uani 1 1 d . . . . .
N32 N 0.1811(3) 0.6981(3) -0.10175(18) 0.0203(9) Uani 1 1 d . . . . .
N42 N 0.0526(3) 0.7225(3) -0.0699(2) 0.0219(10) Uani 1 1 d . . . . .
C12 C 0.2093(4) 0.6987(3) -0.0015(2) 0.0184(10) Uani 1 1 d . . . . .
C22 C 0.2722(4) 0.6284(3) 0.0073(2) 0.0203(11) Uani 1 1 d . . . . .
C32 C 0.3826(4) 0.5489(3) -0.0026(2) 0.0237(12) Uani 1 1 d D . . . .
C42 C 0.3608(4) 0.5320(3) 0.0456(2) 0.0225(12) Uani 1 1 d D . . . .
C52 C 0.2331(4) 0.5778(4) 0.0932(2) 0.0290(13) Uani 1 1 d . . . . .
H52A H 0.2556 0.6165 0.1205 0.044 Uiso 1 1 calc R U . . .
H52B H 0.2418 0.5277 0.1098 0.044 Uiso 1 1 calc R U . . .
H52C H 0.1647 0.5860 0.0769 0.044 Uiso 1 1 calc R U . . .
C62 C 0.4541(4) 0.5129(3) -0.0281(2) 0.0263(12) Uani 1 1 d D . . . .
C72 C 0.5528(5) 0.5219(4) -0.0074(3) 0.0374(16) Uani 1 1 d . . . . .
H72 H 0.5748 0.5501 0.0245 0.045 Uiso 1 1 calc R U . . .
C82 C 0.6183(6) 0.4904(5) -0.0327(4) 0.053(2) Uani 1 1 d . . . . .
H82 H 0.6852 0.4975 -0.0181 0.064 Uiso 1 1 calc R U . . .
C92 C 0.5893(6) 0.4488(5) -0.0789(3) 0.050(2) Uani 1 1 d . . . . .
H92 H 0.6356 0.4286 -0.0964 0.060 Uiso 1 1 calc R U . . .
C102 C 0.4921(7) 0.4368(4) -0.0993(3) 0.052(2) Uani 1 1 d . . . . .
H102 H 0.4710 0.4060 -0.1300 0.063 Uiso 1 1 calc R U . . .
C112 C 0.4238(6) 0.4710(4) -0.0740(3) 0.0438(18) Uani 1 1 d . . . . .
H112 H 0.3568 0.4647 -0.0889 0.053 Uiso 1 1 calc R U . . .
C122 C 0.3967(4) 0.4703(3) 0.0832(2) 0.0261(13) Uani 1 1 d D . . . .
C132 C 0.4256(5) 0.4816(4) 0.1389(3) 0.0315(14) Uani 1 1 d . . . . .
H132 H 0.4211 0.5305 0.1534 0.038 Uiso 1 1 calc R U . . .
C142 C 0.4610(5) 0.4207(4) 0.1731(3) 0.0375(16) Uani 1 1 d . . . . .
H142 H 0.4767 0.4281 0.2107 0.045 Uiso 1 1 calc R U . . .
C152 C 0.4730(5) 0.3511(4) 0.1524(3) 0.0343(15) Uani 1 1 d . . . . .
H152 H 0.5003 0.3110 0.1756 0.041 Uiso 1 1 calc R U . . .
C162 C 0.4454(5) 0.3388(4) 0.0975(3) 0.0364(16) Uani 1 1 d . . . . .
H162 H 0.4523 0.2900 0.0833 0.044 Uiso 1 1 calc R U . . .
C172 C 0.4074(5) 0.3984(4) 0.0631(3) 0.0306(14) Uani 1 1 d . . . . .
H172 H 0.3888 0.3897 0.0257 0.037 Uiso 1 1 calc R U . . .
C182 C 0.1463(4) 0.7028(3) -0.0577(2) 0.0199(11) Uani 1 1 d . . . . .
C192 C 0.1063(4) 0.7171(3) -0.1443(2) 0.0221(11) Uani 1 1 d D . . . .
C202 C 0.0244(4) 0.7310(3) -0.1254(2) 0.0249(12) Uani 1 1 d D . . . .
C212 C -0.0178(4) 0.7227(4) -0.0354(2) 0.0296(13) Uani 1 1 d . . . . .
H21D H -0.0040 0.6805 -0.0101 0.044 Uiso 1 1 calc R U . . .
H21E H -0.0832 0.7174 -0.0577 0.044 Uiso 1 1 calc R U . . .
H21F H -0.0128 0.7705 -0.0156 0.044 Uiso 1 1 calc R U . . .
C222 C 0.1188(4) 0.7231(4) -0.1995(2) 0.0259(12) Uani 1 1 d D . . . .
C232 C 0.1746(4) 0.6711(4) -0.2198(3) 0.0332(14) Uani 1 1 d . . . . .
H232 H 0.2041 0.6303 -0.1981 0.040 Uiso 1 1 calc R U . . .
C242 C 0.1873(5) 0.6786(5) -0.2717(3) 0.0437(17) Uani 1 1 d . . . . .
H242 H 0.2233 0.6420 -0.2859 0.052 Uiso 1 1 calc R U . . .
C252 C 0.1469(5) 0.7403(5) -0.3030(3) 0.0444(18) Uani 1 1 d . . . . .
H252 H 0.1562 0.7459 -0.3382 0.053 Uiso 1 1 calc R U . . .
C262 C 0.0930(5) 0.7937(4) -0.2825(3) 0.0382(15) Uani 1 1 d . . . . .
H262 H 0.0667 0.8364 -0.3032 0.046 Uiso 1 1 calc R U . . .
C272 C 0.0785(4) 0.7836(4) -0.2319(2) 0.0297(13) Uani 1 1 d . . . . .
H272 H 0.0397 0.8190 -0.2185 0.036 Uiso 1 1 calc R U . . .
C282 C -0.0743(4) 0.7515(4) -0.1551(2) 0.0288(13) Uani 1 1 d D . . . .
C292 C -0.1183(4) 0.7071(4) -0.1986(3) 0.0343(15) Uani 1 1 d . . . . .
H292 H -0.0862 0.6643 -0.2087 0.041 Uiso 1 1 calc R U . . .
C302 C -0.2114(5) 0.7270(5) -0.2273(3) 0.047(2) Uani 1 1 d . . . . .
H302 H -0.2416 0.6988 -0.2581 0.057 Uiso 1 1 calc R U . . .
C312 C -0.2592(5) 0.7871(6) -0.2111(3) 0.048(2) Uani 1 1 d . . . . .
H312 H -0.3233 0.7984 -0.2298 0.058 Uiso 1 1 calc R U . . .
C322 C -0.2147(5) 0.8315(5) -0.1677(3) 0.0439(18) Uani 1 1 d . . . . .
H322 H -0.2467 0.8743 -0.1576 0.053 Uiso 1 1 calc R U . . .
C332 C -0.1231(4) 0.8124(4) -0.1395(3) 0.0373(16) Uani 1 1 d . . . . .
H332 H -0.0931 0.8412 -0.1090 0.045 Uiso 1 1 calc R U . . .
Fe3 Fe 0.33336(8) 0.09041(5) 0.55050(4) 0.0398(2) Uani 1 1 d . . . . .
Cl3 Cl 0.48247(16) 0.05696(17) 0.59772(9) 0.0678(7) Uani 1 1 d . . . . .
O13 O 0.1201(4) 0.2653(3) 0.46527(18) 0.0428(12) Uani 1 1 d . . . . .
N13 N 0.2449(5) 0.0855(3) 0.4718(2) 0.0464(15) Uani 1 1 d . . . . .
N23 N 0.1490(5) 0.1397(3) 0.4028(2) 0.0389(13) Uani 1 1 d . . . . .
N33 N 0.2116(5) 0.1342(3) 0.5738(2) 0.0390(14) Uani 1 1 d . . . . .
N43 N 0.0920(4) 0.2168(3) 0.5657(2) 0.0378(13) Uani 1 1 d . . . . .
C13 C 0.1856(6) 0.2139(4) 0.4913(3) 0.0380(15) Uani 1 1 d . . . . .
C23 C 0.1936(6) 0.1465(4) 0.4546(3) 0.0386(16) Uani 1 1 d . . . . .
C33 C 0.2328(7) 0.0363(4) 0.4272(3) 0.054(2) Uani 1 1 d D . . . .
C43 C 0.1742(7) 0.0691(4) 0.3862(3) 0.052(2) Uani 1 1 d D . . . .
C53 C 0.0939(6) 0.1951(4) 0.3670(3) 0.0469(18) Uani 1 1 d . . . . .
H53A H 0.0276 0.1963 0.3717 0.070 Uiso 1 1 calc R U . . .
H53B H 0.0935 0.1814 0.3299 0.070 Uiso 1 1 calc R U . . .
H53C H 0.1234 0.2450 0.3749 0.070 Uiso 1 1 calc R U . . .
C6A C 0.2995(18) -0.0291(10) 0.4286(7) 0.047(5) Uani 0.47(4) 1 d D U P A 1
C7A C 0.252(2) -0.0956(9) 0.4067(6) 0.042(5) Uani 0.47(4) 1 d D U P A 1
H7A H 0.1856 -0.0929 0.3886 0.051 Uiso 0.47(4) 1 calc R U P A 1
C8A C 0.299(2) -0.1646(10) 0.4108(6) 0.055(6) Uani 0.47(4) 1 d D U P A 1
H8A H 0.2658 -0.2091 0.3960 0.066 Uiso 0.47(4) 1 calc R U P A 1
C9A C 0.396(2) -0.1674(12) 0.4374(7) 0.056(6) Uani 0.47(4) 1 d D U P A 1
H9A H 0.4290 -0.2143 0.4403 0.067 Uiso 0.47(4) 1 calc R U P A 1
C10A C 0.445(2) -0.1033(13) 0.4594(7) 0.062(6) Uani 0.47(4) 1 d D U P A 1
H10A H 0.5106 -0.1066 0.4774 0.075 Uiso 0.47(4) 1 calc R U P A 1
C11A C 0.398(2) -0.0349(12) 0.4554(7) 0.058(6) Uani 0.47(4) 1 d D U P A 1
H11A H 0.4322 0.0089 0.4707 0.070 Uiso 0.47(4) 1 calc R U P A 1
C6B C 0.2657(12) -0.0431(6) 0.4318(5) 0.029(3) Uani 0.53(4) 1 d D U P A 2
C7B C 0.2109(14) -0.1051(7) 0.4092(5) 0.035(3) Uani 0.53(4) 1 d D U P A 2
H7B H 0.1454 -0.0977 0.3914 0.042 Uiso 0.53(4) 1 calc R U P A 2
C8B C 0.2495(17) -0.1772(7) 0.4122(5) 0.047(4) Uani 0.53(4) 1 d D U P A 2
H8B H 0.2117 -0.2193 0.3968 0.056 Uiso 0.53(4) 1 calc R U P A 2
C9B C 0.3463(17) -0.1857(9) 0.4387(6) 0.052(5) Uani 0.53(4) 1 d D U P A 2
H9B H 0.3744 -0.2346 0.4412 0.063 Uiso 0.53(4) 1 calc R U P A 2
C10B C 0.4021(13) -0.1253(9) 0.4613(5) 0.039(4) Uani 0.53(4) 1 d D U P A 2
H10B H 0.4676 -0.1332 0.4789 0.047 Uiso 0.53(4) 1 calc R U P A 2
C11B C 0.3635(13) -0.0534(8) 0.4586(5) 0.037(4) Uani 0.53(4) 1 d D U P A 2
H11B H 0.4016 -0.0117 0.4745 0.045 Uiso 0.53(4) 1 calc R U P A 2
C123 C 0.1336(8) 0.0402(5) 0.3316(3) 0.064(3) Uani 1 1 d D . . . .
C133 C 0.0303(8) 0.0335(6) 0.3131(4) 0.083(4) Uani 1 1 d . . . . .
H133 H -0.0103 0.0512 0.3351 0.100 Uiso 1 1 calc R U . . .
C143 C -0.0105(10) 0.0017(7) 0.2638(4) 0.091(4) Uani 1 1 d . . . . .
H143 H -0.0786 -0.0018 0.2516 0.110 Uiso 1 1 calc R U . . .
C153 C 0.0500(11) -0.0248(6) 0.2328(4) 0.095(4) Uani 1 1 d . . . . .
H153 H 0.0226 -0.0471 0.1992 0.114 Uiso 1 1 calc R U . . .
C163 C 0.1500(12) -0.0198(6) 0.2494(4) 0.095(4) Uani 1 1 d . . . . .
H163 H 0.1899 -0.0385 0.2272 0.114 Uiso 1 1 calc R U . . .
C173 C 0.1920(9) 0.0137(5) 0.2999(4) 0.071(3) Uani 1 1 d . . . . .
H173 H 0.2601 0.0176 0.3115 0.085 Uiso 1 1 calc R U . . .
C183 C 0.1604(6) 0.1868(4) 0.5427(3) 0.0386(15) Uani 1 1 d . . . . .
C193 C 0.1720(5) 0.1273(4) 0.6184(2) 0.0369(15) Uani 1 1 d D . . . .
C203 C 0.0982(5) 0.1788(4) 0.6146(2) 0.0376(15) Uani 1 1 d D . . . .
C213 C 0.0180(6) 0.2728(5) 0.5466(3) 0.0501(19) Uani 1 1 d . . . . .
H21G H 0.0317 0.3184 0.5687 0.075 Uiso 1 1 calc R U . . .
H21H H -0.0449 0.2525 0.5488 0.075 Uiso 1 1 calc R U . . .
H21I H 0.0173 0.2856 0.5093 0.075 Uiso 1 1 calc R U . . .
C223 C 0.2141(5) 0.0763(4) 0.6638(2) 0.0379(15) Uani 1 1 d D . . . .
C233 C 0.1567(7) 0.0278(4) 0.6857(4) 0.054(2) Uani 1 1 d . . . . .
H233 H 0.0890 0.0267 0.6716 0.065 Uiso 1 1 calc R U . . .
C243 C 0.1979(7) -0.0188(5) 0.7280(3) 0.057(2) Uani 1 1 d . . . . .
H243 H 0.1584 -0.0512 0.7433 0.069 Uiso 1 1 calc R U . . .
C253 C 0.2983(7) -0.0181(5) 0.7483(3) 0.054(2) Uani 1 1 d . . . . .
H253 H 0.3267 -0.0497 0.7776 0.064 Uiso 1 1 calc R U . . .
C263 C 0.3546(7) 0.0280(5) 0.7259(3) 0.052(2) Uani 1 1 d . . . . .
H263 H 0.4226 0.0274 0.7392 0.063 Uiso 1 1 calc R U . . .
C273 C 0.3142(6) 0.0756(5) 0.6840(3) 0.0472(18) Uani 1 1 d . . . . .
H273 H 0.3543 0.1079 0.6690 0.057 Uiso 1 1 calc R U . . .
C28A C 0.0540(11) 0.2100(12) 0.6555(5) 0.048(5) Uani 0.443(18) 1 d D U P B 3
C29A C -0.0054(12) 0.1609(12) 0.6745(6) 0.061(5) Uani 0.443(18) 1 d D U P B 3
H29A H -0.0097 0.1096 0.6632 0.073 Uiso 0.443(18) 1 calc R U P B 3
C30A C -0.0576(13) 0.1849(14) 0.7090(6) 0.070(5) Uani 0.443(18) 1 d D U P B 3
H30A H -0.0988 0.1514 0.7222 0.084 Uiso 0.443(18) 1 calc R U P B 3
C31A C -0.0490(15) 0.2604(16) 0.7245(6) 0.076(7) Uani 0.443(18) 1 d D U P B 3
H31A H -0.0856 0.2779 0.7487 0.091 Uiso 0.443(18) 1 calc R U P B 3
C32A C 0.0127(15) 0.3136(14) 0.7055(7) 0.072(6) Uani 0.443(18) 1 d D U P B 3
H32A H 0.0174 0.3648 0.7170 0.087 Uiso 0.443(18) 1 calc R U P B 3
C33A C 0.0650(13) 0.2867(12) 0.6696(7) 0.056(5) Uani 0.443(18) 1 d D U P B 3
H33A H 0.1063 0.3188 0.6552 0.067 Uiso 0.443(18) 1 calc R U P B 3
C28B C 0.0273(8) 0.1953(6) 0.6487(4) 0.025(3) Uani 0.557(18) 1 d D U P B 4
C29B C -0.0512(9) 0.1493(6) 0.6514(5) 0.046(3) Uani 0.557(18) 1 d D U P B 4
H29B H -0.0638 0.1060 0.6290 0.056 Uiso 0.557(18) 1 calc R U P B 4
C30B C -0.1097(10) 0.1642(8) 0.6849(6) 0.056(4) Uani 0.557(18) 1 d D U P B 4
H30B H -0.1627 0.1319 0.6857 0.068 Uiso 0.557(18) 1 calc R U P B 4
C31B C -0.0918(10) 0.2270(9) 0.7181(5) 0.047(3) Uani 0.557(18) 1 d D U P B 4
H31B H -0.1328 0.2366 0.7418 0.057 Uiso 0.557(18) 1 calc R U P B 4
C32B C -0.0126(11) 0.2783(9) 0.7179(5) 0.049(4) Uani 0.557(18) 1 d D U P B 4
H32B H -0.0007 0.3216 0.7403 0.059 Uiso 0.557(18) 1 calc R U P B 4
C33B C 0.0451(9) 0.2596(7) 0.6823(4) 0.035(3) Uani 0.557(18) 1 d D U P B 4
H33B H 0.0982 0.2912 0.6807 0.042 Uiso 0.557(18) 1 calc R U P B 4
O23 O 0.2766(4) -0.0240(3) 0.5614(3) 0.0629(17) Uani 1 1 d D U . . .
C343 C 0.1767(5) -0.0462(4) 0.5427(3) 0.0460(15) Uani 1 1 d D U . . .
H34A H 0.1488 -0.0261 0.5065 0.055 Uiso 0.62(3) 1 calc R U P C 5
H34B H 0.1369 -0.0295 0.5675 0.055 Uiso 0.62(3) 1 calc R U P C 5
H34C H 0.1621 -0.0558 0.5037 0.055 Uiso 0.38(3) 1 calc R U P C 6
H34D H 0.1335 -0.0056 0.5499 0.055 Uiso 0.38(3) 1 calc R U P C 6
C35A C 0.1863(14) -0.1322(6) 0.5422(8) 0.083(6) Uani 0.62(3) 1 d D U P C 5
H35A H 0.1252 -0.1573 0.5443 0.100 Uiso 0.62(3) 1 calc R U P C 5
H35B H 0.2065 -0.1499 0.5099 0.100 Uiso 0.62(3) 1 calc R U P C 5
C35B C 0.1616(11) -0.1185(11) 0.5729(12) 0.070(7) Uani 0.38(3) 1 d D U P C 6
H35C H 0.1316 -0.1075 0.6032 0.084 Uiso 0.38(3) 1 calc R U P C 6
H35D H 0.1215 -0.1558 0.5489 0.084 Uiso 0.38(3) 1 calc R U P C 6
C363 C 0.2633(7) -0.1455(6) 0.5918(5) 0.106(4) Uani 1 1 d D U . . .
H36A H 0.2366 -0.1427 0.6241 0.127 Uiso 0.62(3) 1 calc R U P C 5
H36B H 0.2939 -0.1956 0.5906 0.127 Uiso 0.62(3) 1 calc R U P C 5
H36C H 0.2725 -0.1656 0.6286 0.127 Uiso 0.38(3) 1 calc R U P C 6
H36D H 0.2755 -0.1872 0.5684 0.127 Uiso 0.38(3) 1 calc R U P C 6
C373 C 0.3337(5) -0.0831(3) 0.5911(3) 0.0487(15) Uani 1 1 d D U . . .
H37A H 0.3637 -0.0662 0.6279 0.058 Uiso 1 1 calc R U . . .
H37B H 0.3851 -0.0995 0.5733 0.058 Uiso 1 1 calc R U . . .
Fe4 Fe 0.15307(8) 0.36996(6) 0.45082(4) 0.0444(3) Uani 1 1 d D . . . .
Cl4A Cl 0.0120(2) 0.4081(2) 0.40288(14) 0.0355(12) Uani 0.449(7) 1 d D . P D 7
Cl4B Cl 0.0525(2) 0.45495(17) 0.40568(11) 0.0429(10) Uani 0.551(7) 1 d D . P D
8
O14 O 0.3616(4) 0.1949(3) 0.53517(18) 0.0396(11) Uani 1 1 d . . . . .
N14 N 0.2350(5) 0.3750(3) 0.5301(2) 0.0454(15) Uani 1 1 d . . . . .
N24 N 0.3408(5) 0.3235(3) 0.5979(2) 0.0434(15) Uani 1 1 d . . . . .
N34 N 0.2766(5) 0.3300(3) 0.4270(2) 0.0403(14) Uani 1 1 d . . . . .
N44 N 0.3908(5) 0.2454(4) 0.4349(2) 0.0433(15) Uani 1 1 d . . . . .
C14 C 0.2967(5) 0.2469(4) 0.5095(3) 0.0371(15) Uani 1 1 d . . . . .
C24 C 0.2920(6) 0.3153(4) 0.5454(3) 0.0423(17) Uani 1 1 d . . . . .
C34 C 0.2472(7) 0.4233(4) 0.5720(3) 0.051(2) Uani 1 1 d D . . . .
C44 C 0.3146(7) 0.3925(4) 0.6159(3) 0.051(2) Uani 1 1 d D . . . .
C54 C 0.4030(6) 0.2681(5) 0.6333(3) 0.0489(19) Uani 1 1 d . . . . .
H54A H 0.4415 0.2400 0.6126 0.073 Uiso 1 1 calc R U . . .
H54B H 0.3626 0.2328 0.6479 0.073 Uiso 1 1 calc R U . . .
H54C H 0.4461 0.2949 0.6627 0.073 Uiso 1 1 calc R U . . .
C64 C 0.1976(7) 0.4980(4) 0.5679(3) 0.059(2) Uani 1 1 d D . . . .
C74 C 0.2475(11) 0.5619(6) 0.5909(4) 0.084(4) Uani 1 1 d . . . . .
H74 H 0.3135 0.5584 0.6090 0.101 Uiso 1 1 calc R U . . .
C84 C 0.1994(12) 0.6310(6) 0.5871(4) 0.091(4) Uani 1 1 d . . . . .
H84 H 0.2336 0.6746 0.6027 0.110 Uiso 1 1 calc R U . . .
C94 C 0.1024(13) 0.6382(6) 0.5610(4) 0.109(6) Uani 1 1 d . . . . .
H94 H 0.0712 0.6859 0.5590 0.130 Uiso 1 1 calc R U . . .
C104 C 0.0532(10) 0.5760(7) 0.5386(4) 0.095(4) Uani 1 1 d . . . . .
H104 H -0.0128 0.5797 0.5207 0.114 Uiso 1 1 calc R U . . .
C114 C 0.1019(9) 0.5050(6) 0.5422(4) 0.081(4) Uani 1 1 d . . . . .
H114 H 0.0676 0.4616 0.5265 0.097 Uiso 1 1 calc R U . . .
C124 C 0.3566(8) 0.4237(5) 0.6697(3) 0.064(2) Uani 1 1 d D U . . .
C134 C 0.4523(10) 0.4277(6) 0.6892(4) 0.081(3) Uani 1 1 d . U . . .
H134 H 0.4964 0.4102 0.6692 0.097 Uiso 1 1 calc R U . . .
C144 C 0.4846(12) 0.4589(6) 0.7405(4) 0.106(4) Uani 1 1 d . U . . .
H144 H 0.5520 0.4582 0.7556 0.127 Uiso 1 1 calc R U . . .
C154 C 0.4297(13) 0.4885(5) 0.7687(4) 0.109(4) Uani 1 1 d . U . . .
H154 H 0.4567 0.5124 0.8019 0.131 Uiso 1 1 calc R U . . .
C164 C 0.3313(13) 0.4848(6) 0.7496(4) 0.099(4) Uani 1 1 d . U . . .
H164 H 0.2895 0.5046 0.7703 0.119 Uiso 1 1 calc R U . . .
C174 C 0.2930(10) 0.4521(6) 0.7000(3) 0.082(3) Uani 1 1 d . U . . .
H174 H 0.2251 0.4489 0.6867 0.098 Uiso 1 1 calc R U . . .
C184 C 0.3236(5) 0.2747(4) 0.4583(3) 0.0347(14) Uani 1 1 d . . . . .
C194 C 0.3145(5) 0.3349(4) 0.3826(2) 0.0375(15) Uani 1 1 d D . . . .
C204 C 0.3855(5) 0.2830(4) 0.3871(3) 0.0411(15) Uani 1 1 d D . . . .
C214 C 0.4670(6) 0.1876(5) 0.4563(3) 0.0515(19) Uani 1 1 d . . . . .
H21J H 0.4384 0.1370 0.4519 0.077 Uiso 1 1 calc R U . . .
H21K H 0.4942 0.1973 0.4943 0.077 Uiso 1 1 calc R U . . .
H21L H 0.5182 0.1908 0.4365 0.077 Uiso 1 1 calc R U . . .
C224 C 0.2746(5) 0.3886(4) 0.3388(2) 0.0349(14) Uani 1 1 d D . . . .
C234 C 0.3330(7) 0.4405(5) 0.3198(4) 0.064(3) Uani 1 1 d . . . . .
H234 H 0.4001 0.4426 0.3356 0.076 Uiso 1 1 calc R U . . .
C244 C 0.2935(7) 0.4890(5) 0.2780(5) 0.071(3) Uani 1 1 d . . . . .
H244 H 0.3344 0.5241 0.2659 0.085 Uiso 1 1 calc R U . . .
C254 C 0.1997(6) 0.4877(4) 0.2543(3) 0.0466(18) Uani 1 1 d . . . . .
H254 H 0.1743 0.5218 0.2260 0.056 Uiso 1 1 calc R U . . .
C264 C 0.1396(6) 0.4362(5) 0.2715(4) 0.052(2) Uani 1 1 d . . . . .
H264 H 0.0728 0.4344 0.2549 0.062 Uiso 1 1 calc R U . . .
C274 C 0.1787(5) 0.3866(5) 0.3137(3) 0.0459(18) Uani 1 1 d . . . . .
H274 H 0.1377 0.3510 0.3251 0.055 Uiso 1 1 calc R U . . .
C284 C 0.4428(6) 0.2598(6) 0.3484(3) 0.055(2) Uani 1 1 d D U . . .
C294 C 0.5044(8) 0.3093(8) 0.3326(4) 0.080(3) Uani 1 1 d . U . . .
H294 H 0.5098 0.3598 0.3455 0.097 Uiso 1 1 calc R U . . .
C304 C 0.5616(11) 0.2838(11) 0.2959(5) 0.120(5) Uani 1 1 d . U . . .
H304 H 0.6068 0.3165 0.2854 0.144 Uiso 1 1 calc R U . . .
C314 C 0.5491(9) 0.2126(10) 0.2770(4) 0.104(4) Uani 1 1 d . U . . .
H314 H 0.5834 0.1962 0.2514 0.124 Uiso 1 1 calc R U . . .
C324 C 0.4910(9) 0.1657(10) 0.2932(4) 0.107(4) Uani 1 1 d . U . . .
H324 H 0.4868 0.1151 0.2805 0.128 Uiso 1 1 calc R U . . .
C334 C 0.4353(7) 0.1878(7) 0.3284(4) 0.074(3) Uani 1 1 d . U . . .
H334 H 0.3919 0.1530 0.3386 0.089 Uiso 1 1 calc R U . . .
Cl15 Cl 0.195(6) 0.6464(15) 0.408(3) 0.39(4) Uiso 0.2 1 d D . P D 9
Cl25 Cl 0.2190(7) 0.4883(6) 0.4399(4) 0.050(2) Uiso 0.2 1 d D . P D 9
C15 C 0.268(6) 0.566(3) 0.414(5) 0.23(6) Uiso 0.2 1 d D . P D 9
H15A H 0.3319 0.5785 0.4376 0.276 Uiso 0.2 1 calc R U P D 9
H15B H 0.2793 0.5533 0.3783 0.276 Uiso 0.2 1 calc R U P D 9
Cl35 Cl 0.3919(5) 0.5056(3) 0.5095(3) 0.183(3) Uani 0.8 1 d D U P E 10
Cl45 Cl 0.2836(5) 0.6335(4) 0.4595(3) 0.173(3) Uani 0.8 1 d D U P E 10
C25 C 0.3113(9) 0.5364(7) 0.4528(6) 0.127(6) Uani 0.8 1 d D U P E 10
H25A H 0.2514 0.5060 0.4473 0.152 Uiso 0.8 1 calc R U P E 10
H25B H 0.3394 0.5295 0.4213 0.152 Uiso 0.8 1 calc R U P E 10
Cl16 Cl 0.7978(2) 0.8896(2) 0.15809(17) 0.1157(13) Uani 1 1 d D U . . .
Cl26 Cl 0.7754(2) 0.8020(2) 0.05806(18) 0.1345(17) Uani 1 1 d D U . . .
C16 C 0.8424(8) 0.8176(7) 0.1225(4) 0.122(4) Uani 1 1 d D U . . .
H16A H 0.9091 0.8308 0.1206 0.147 Uiso 1 1 calc R U . . .
H16B H 0.8454 0.7699 0.1429 0.147 Uiso 1 1 calc R U . . .
Cl17 Cl 0.29867(18) 0.0682(2) 0.16760(15) 0.1167(14) Uani 1 1 d D U . . .
Cl27 Cl 0.2730(2) 0.16053(19) 0.0709(2) 0.1317(17) Uani 1 1 d D U . . .
C17 C 0.3477(6) 0.1366(6) 0.1326(4) 0.123(4) Uani 1 1 d D U . . .
H17A H 0.4098 0.1177 0.1266 0.147 Uiso 1 1 calc R U . . .
H17B H 0.3613 0.1827 0.1549 0.147 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O12 1.917(4) . ?
Fe1 N11 2.085(5) . ?
Fe1 N31 2.093(4) . ?
Fe1 Cl1 2.2189(16) . ?
O11 C11 1.354(6) . ?
O11 Fe2 1.905(4) . ?
N11 C21 1.329(7) . ?
N11 C31 1.395(7) . ?
N21 C21 1.357(7) . ?
N21 C41 1.402(7) . ?
N21 C51 1.464(7) . ?
N31 C181 1.331(7) . ?
N31 C191 1.390(7) . ?
N41 C181 1.375(7) . ?
N41 C201 1.378(7) . ?
N41 C211 1.466(7) . ?
C11 C21 1.523(8) . ?
C11 C181 1.524(8) . ?
C11 C12 1.729(5) . ?
C31 C41 1.367(8) . ?
C31 C61 1.484(6) . ?
C41 C121 1.481(6) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C61 C71 1.375(8) . ?
C61 C111 1.388(8) . ?
C71 C81 1.409(9) . ?
C71 H71 0.9500 . ?
C81 C91 1.369(12) . ?
C81 H81 0.9500 . ?
C91 C101 1.365(12) . ?
C91 H91 0.9500 . ?
C101 C111 1.371(10) . ?
C101 H101 0.9500 . ?
C111 H111 0.9500 . ?
C121 C131 1.382(9) . ?
C121 C171 1.393(8) . ?
C131 C141 1.379(9) . ?
C131 H131 0.9500 . ?
C141 C151 1.381(10) . ?
C141 H141 0.9500 . ?
C151 C161 1.374(10) . ?
C151 H151 0.9500 . ?
C161 C171 1.368(9) . ?
C161 H161 0.9500 . ?
C171 H171 0.9500 . ?
C191 C201 1.362(8) . ?
C191 C221 1.476(6) . ?
C201 C281 1.477(6) . ?
C211 H21A 0.9800 . ?
C211 H21B 0.9800 . ?
C211 H21C 0.9800 . ?
C221 C231 1.391(9) . ?
C221 C271 1.401(9) . ?
C231 C241 1.391(10) . ?
C231 H231 0.9500 . ?
C241 C251 1.377(13) . ?
C241 H241 0.9500 . ?
C251 C261 1.377(12) . ?
C251 H251 0.9500 . ?
C261 C271 1.399(9) . ?
C261 H261 0.9500 . ?
C271 H271 0.9500 . ?
C281 C331 1.397(9) . ?
C281 C291 1.398(9) . ?
C291 C301 1.386(9) . ?
C291 H291 0.9500 . ?
C301 C311 1.372(11) . ?
C301 H301 0.9500 . ?
C311 C321 1.366(12) . ?
C311 H311 0.9500 . ?
C321 C331 1.413(9) . ?
C321 H321 0.9500 . ?
C331 H331 0.9500 . ?
Fe2 N32 2.091(4) . ?
Fe2 N12 2.098(5) . ?
Fe2 Cl2 2.2224(17) . ?
O12 C12 1.361(6) . ?
N12 C22 1.330(7) . ?
N12 C32 1.364(7) . ?
N22 C22 1.364(7) . ?
N22 C42 1.388(7) . ?
N22 C52 1.486(7) . ?
N32 C182 1.336(7) . ?
N32 C192 1.383(7) . ?
N42 C182 1.346(7) . ?
N42 C202 1.398(8) . ?
N42 C212 1.481(7) . ?
C12 C182 1.517(8) . ?
C12 C22 1.519(8) . ?
C32 C42 1.374(8) . ?
C32 C62 1.474(6) . ?
C42 C122 1.471(6) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C62 C112 1.376(10) . ?
C62 C72 1.395(9) . ?
C72 C82 1.371(10) . ?
C72 H72 0.9500 . ?
C82 C92 1.376(13) . ?
C82 H82 0.9500 . ?
C92 C102 1.380(13) . ?
C92 H92 0.9500 . ?
C102 C112 1.421(10) . ?
C102 H102 0.9500 . ?
C112 H112 0.9500 . ?
C122 C172 1.395(9) . ?
C122 C132 1.409(9) . ?
C132 C142 1.408(9) . ?
C132 H132 0.9500 . ?
C142 C152 1.368(10) . ?
C142 H142 0.9500 . ?
C152 C162 1.391(10) . ?
C152 H152 0.9500 . ?
C162 C172 1.403(9) . ?
C162 H162 0.9500 . ?
C172 H172 0.9500 . ?
C192 C202 1.384(8) . ?
C192 C222 1.470(6) . ?
C202 C282 1.484(6) . ?
C212 H21D 0.9800 . ?
C212 H21E 0.9800 . ?
C212 H21F 0.9800 . ?
C222 C232 1.393(9) . ?
C222 C272 1.396(8) . ?
C232 C242 1.393(9) . ?
C232 H232 0.9500 . ?
C242 C252 1.398(12) . ?
C242 H242 0.9500 . ?
C252 C262 1.393(11) . ?
C252 H252 0.9500 . ?
C262 C272 1.373(9) . ?
C262 H262 0.9500 . ?
C272 H272 0.9500 . ?
C282 C332 1.390(10) . ?
C282 C292 1.393(9) . ?
C292 C302 1.408(9) . ?
C292 H292 0.9500 . ?
C302 C312 1.376(12) . ?
C302 H302 0.9500 . ?
C312 C322 1.394(12) . ?
C312 H312 0.9500 . ?
C322 C332 1.383(9) . ?
C322 H322 0.9500 . ?
C332 H332 0.9500 . ?
Fe3 O14 1.951(5) . ?
Fe3 N33 2.106(7) . ?
Fe3 N13 2.127(6) . ?
Fe3 O23 2.221(6) . ?
Fe3 Cl3 2.271(2) . ?
O13 C13 1.364(8) . ?
O13 Fe4 1.966(5) . ?
N13 C23 1.321(9) . ?
N13 C33 1.417(9) . ?
N23 C23 1.342(8) . ?
N23 C43 1.394(9) . ?
N23 C53 1.446(9) . ?
N33 C183 1.332(9) . ?
N33 C193 1.391(9) . ?
N43 C183 1.357(9) . ?
N43 C203 1.409(9) . ?
N43 C213 1.448(9) . ?
C13 C183 1.522(10) . ?
C13 C23 1.539(9) . ?
C13 C14 1.652(9) . ?
C33 C43 1.320(10) . ?
C33 C6B 1.477(8) . ?
C33 C6A 1.492(9) . ?
C43 C123 1.482(7) . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C6A C7A 1.411(16) . ?
C6A C11A 1.421(17) . ?
C7A C8A 1.387(14) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.40(2) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.383(19) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.371(16) . ?
C10A H10A 0.9500 . ?
C11A H11A 0.9500 . ?
C6B C7B 1.394(14) . ?
C6B C11B 1.418(14) . ?
C7B C8B 1.384(13) . ?
C7B H7B 0.9500 . ?
C8B C9B 1.400(18) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.378(17) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.382(14) . ?
C10B H10B 0.9500 . ?
C11B H11B 0.9500 . ?
C123 C173 1.371(14) . ?
C123 C133 1.444(15) . ?
C133 C143 1.386(13) . ?
C133 H133 0.9500 . ?
C143 C153 1.381(18) . ?
C143 H143 0.9500 . ?
C153 C163 1.393(19) . ?
C153 H153 0.9500 . ?
C163 C173 1.427(15) . ?
C163 H163 0.9500 . ?
C173 H173 0.9500 . ?
C193 C203 1.377(9) . ?
C193 C223 1.489(7) . ?
C203 C28A 1.452(9) . ?
C203 C28B 1.509(8) . ?
C213 H21G 0.9800 . ?
C213 H21H 0.9800 . ?
C213 H21I 0.9800 . ?
C223 C233 1.389(11) . ?
C223 C273 1.402(11) . ?
C233 C243 1.384(11) . ?
C233 H233 0.9500 . ?
C243 C253 1.407(13) . ?
C243 H243 0.9500 . ?
C253 C263 1.358(12) . ?
C253 H253 0.9500 . ?
C263 C273 1.385(10) . ?
C263 H263 0.9500 . ?
C273 H273 0.9500 . ?
C28A C29A 1.377(17) . ?
C28A C33A 1.404(17) . ?
C29A C30A 1.347(17) . ?
C29A H29A 0.9500 . ?
C30A C31A 1.39(2) . ?
C30A H30A 0.9500 . ?
C31A C32A 1.45(2) . ?
C31A H31A 0.9500 . ?
C32A C33A 1.395(18) . ?
C32A H32A 0.9500 . ?
C33A H33A 0.9500 . ?
C28B C29B 1.397(14) . ?
C28B C33B 1.415(14) . ?
C29B C30B 1.354(15) . ?
C29B H29B 0.9500 . ?
C30B C31B 1.39(2) . ?
C30B H30B 0.9500 . ?
C31B C32B 1.45(2) . ?
C31B H31B 0.9500 . ?
C32B C33B 1.401(16) . ?
C32B H32B 0.9500 . ?
C33B H33B 0.9500 . ?
O23 C373 1.434(7) . ?
O23 C343 1.449(8) . ?
C343 C35A 1.528(11) . ?
C343 C35B 1.537(12) . ?
C343 H34A 0.9900 . ?
C343 H34B 0.9900 . ?
C343 H34C 0.9900 . ?
C343 H34D 0.9900 . ?
C35A C363 1.497(11) . ?
C35A H35A 0.9900 . ?
C35A H35B 0.9900 . ?
C35B C363 1.497(12) . ?
C35B H35C 0.9900 . ?
C35B H35D 0.9900 . ?
C363 C373 1.495(9) . ?
C363 H36A 0.9900 . ?
C363 H36B 0.9900 . ?
C363 H36C 0.9900 . ?
C363 H36D 0.9900 . ?
C373 H37A 0.9900 . ?
C373 H37B 0.9900 . ?
Fe4 N14 2.104(6) . ?
Fe4 N34 2.111(7) . ?
Fe4 Cl4A 2.209(3) . ?
Fe4 Cl4B 2.213(2) . ?
Fe4 Cl25 2.338(11) . ?
O14 C14 1.362(8) . ?
N14 C24 1.335(9) . ?
N14 C34 1.354(9) . ?
N24 C24 1.377(9) . ?
N24 C44 1.387(9) . ?
N24 C54 1.485(9) . ?
N34 C184 1.344(8) . ?
N34 C194 1.371(9) . ?
N44 C184 1.344(9) . ?
N44 C204 1.383(9) . ?
N44 C214 1.501(9) . ?
C14 C24 1.532(9) . ?
C14 C184 1.532(10) . ?
C34 C44 1.413(10) . ?
C34 C64 1.492(7) . ?
C44 C124 1.481(7) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C64 C114 1.378(14) . ?
C64 C74 1.392(14) . ?
C74 C84 1.395(15) . ?
C74 H74 0.9500 . ?
C84 C94 1.397(19) . ?
C84 H84 0.9500 . ?
C94 C104 1.361(19) . ?
C94 H94 0.9500 . ?
C104 C114 1.427(13) . ?
C104 H104 0.9500 . ?
C114 H114 0.9500 . ?
C124 C134 1.343(15) . ?
C124 C174 1.414(14) . ?
C134 C144 1.406(14) . ?
C134 H134 0.9500 . ?
C144 C154 1.290(19) . ?
C144 H144 0.9500 . ?
C154 C164 1.38(2) . ?
C154 H154 0.9500 . ?
C164 C174 1.393(14) . ?
C164 H164 0.9500 . ?
C174 H174 0.9500 . ?
C194 C204 1.351(10) . ?
C194 C224 1.482(7) . ?
C204 C284 1.481(7) . ?
C214 H21J 0.9800 . ?
C214 H21K 0.9800 . ?
C214 H21L 0.9800 . ?
C224 C274 1.372(10) . ?
C224 C234 1.399(11) . ?
C234 C244 1.390(12) . ?
C234 H234 0.9500 . ?
C244 C254 1.337(12) . ?
C244 H244 0.9500 . ?
C254 C264 1.389(11) . ?
C254 H254 0.9500 . ?
C264 C274 1.407(10) . ?
C264 H264 0.9500 . ?
C274 H274 0.9500 . ?
C284 C294 1.367(14) . ?
C284 C334 1.367(14) . ?
C294 C304 1.450(15) . ?
C294 H294 0.9500 . ?
C304 C314 1.35(2) . ?
C304 H304 0.9500 . ?
C314 C324 1.31(2) . ?
C314 H314 0.9500 . ?
C324 C334 1.389(13) . ?
C324 H324 0.9500 . ?
C334 H334 0.9500 . ?
Cl15 C15 1.744(12) . ?
Cl25 C15 1.751(12) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
Cl35 C25 1.723(10) . ?
Cl45 C25 1.781(10) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
Cl16 C16 1.769(9) . ?
Cl26 C16 1.733(9) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
Cl17 C17 1.745(8) . ?
Cl27 C17 1.747(8) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?

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
O12 Fe1 N11 89.49(18) . . ?
O12 Fe1 N31 89.33(17) . . ?
N11 Fe1 N31 90.33(18) . . ?
O12 Fe1 Cl1 131.48(12) . . ?
N11 Fe1 Cl1 119.41(14) . . ?
N31 Fe1 Cl1 125.15(14) . . ?
C11 O11 Fe2 123.2(3) . . ?
C21 N11 C31 106.6(5) . . ?
C21 N11 Fe1 115.4(4) . . ?
C31 N11 Fe1 136.1(4) . . ?
C21 N21 C41 106.9(5) . . ?
C21 N21 C51 129.2(5) . . ?
C41 N21 C51 122.8(5) . . ?
C181 N31 C191 107.0(4) . . ?
C181 N31 Fe1 113.9(4) . . ?
C191 N31 Fe1 138.1(4) . . ?
C181 N41 C201 107.0(4) . . ?
C181 N41 C211 127.1(5) . . ?
C201 N41 C211 124.9(5) . . ?
O11 C11 C21 111.2(5) . . ?
O11 C11 C181 111.7(4) . . ?
C21 C11 C181 111.0(5) . . ?
O11 C11 C12 113.6(4) . . ?
C21 C11 C12 104.6(3) . . ?
C181 C11 C12 104.3(3) . . ?
N11 C21 N21 111.2(5) . . ?
N11 C21 C11 122.5(5) . . ?
N21 C21 C11 125.5(5) . . ?
C41 C31 N11 108.9(4) . . ?
C41 C31 C61 130.4(5) . . ?
N11 C31 C61 120.7(5) . . ?
C31 C41 N21 106.5(5) . . ?
C31 C41 C121 127.9(5) . . ?
N21 C41 C121 125.6(5) . . ?
N21 C51 H51A 109.5 . . ?
N21 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
N21 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C71 C61 C111 118.8(6) . . ?
C71 C61 C31 121.4(6) . . ?
C111 C61 C31 119.7(5) . . ?
C61 C71 C81 120.5(7) . . ?
C61 C71 H71 119.8 . . ?
C81 C71 H71 119.8 . . ?
C91 C81 C71 118.9(7) . . ?
C91 C81 H81 120.6 . . ?
C71 C81 H81 120.6 . . ?
C101 C91 C81 120.8(7) . . ?
C101 C91 H91 119.6 . . ?
C81 C91 H91 119.6 . . ?
C91 C101 C111 120.4(8) . . ?
C91 C101 H101 119.8 . . ?
C111 C101 H101 119.8 . . ?
C101 C111 C61 120.6(7) . . ?
C101 C111 H111 119.7 . . ?
C61 C111 H111 119.7 . . ?
C131 C121 C171 118.7(5) . . ?
C131 C121 C41 122.4(5) . . ?
C171 C121 C41 118.8(6) . . ?
C141 C131 C121 119.7(6) . . ?
C141 C131 H131 120.1 . . ?
C121 C131 H131 120.1 . . ?
C131 C141 C151 121.4(6) . . ?
C131 C141 H141 119.3 . . ?
C151 C141 H141 119.3 . . ?
C161 C151 C141 118.5(6) . . ?
C161 C151 H151 120.7 . . ?
C141 C151 H151 120.7 . . ?
C171 C161 C151 120.8(6) . . ?
C171 C161 H161 119.6 . . ?
C151 C161 H161 119.6 . . ?
C161 C171 C121 120.7(6) . . ?
C161 C171 H171 119.6 . . ?
C121 C171 H171 119.6 . . ?
N31 C181 N41 110.0(5) . . ?
N31 C181 C11 124.2(5) . . ?
N41 C181 C11 125.1(5) . . ?
C201 C191 N31 108.6(5) . . ?
C201 C191 C221 129.1(5) . . ?
N31 C191 C221 122.1(5) . . ?
C191 C201 N41 107.4(4) . . ?
C191 C201 C281 129.8(5) . . ?
N41 C201 C281 122.7(5) . . ?
N41 C211 H21A 109.5 . . ?
N41 C211 H21B 109.5 . . ?
H21A C211 H21B 109.5 . . ?
N41 C211 H21C 109.5 . . ?
H21A C211 H21C 109.5 . . ?
H21B C211 H21C 109.5 . . ?
C231 C221 C271 119.7(6) . . ?
C231 C221 C191 120.5(6) . . ?
C271 C221 C191 119.7(6) . . ?
C241 C231 C221 119.6(7) . . ?
C241 C231 H231 120.2 . . ?
C221 C231 H231 120.2 . . ?
C251 C241 C231 120.7(7) . . ?
C251 C241 H241 119.7 . . ?
C231 C241 H241 119.7 . . ?
C261 C251 C241 120.3(7) . . ?
C261 C251 H251 119.9 . . ?
C241 C251 H251 119.9 . . ?
C251 C261 C271 120.0(7) . . ?
C251 C261 H261 120.0 . . ?
C271 C261 H261 120.0 . . ?
C261 C271 C221 119.6(7) . . ?
C261 C271 H271 120.2 . . ?
C221 C271 H271 120.2 . . ?
C331 C281 C291 118.7(5) . . ?
C331 C281 C201 120.7(6) . . ?
C291 C281 C201 120.4(5) . . ?
C301 C291 C281 120.5(6) . . ?
C301 C291 H291 119.8 . . ?
C281 C291 H291 119.8 . . ?
C311 C301 C291 120.7(7) . . ?
C311 C301 H301 119.6 . . ?
C291 C301 H301 119.6 . . ?
C321 C311 C301 119.9(6) . . ?
C321 C311 H311 120.0 . . ?
C301 C311 H311 120.0 . . ?
C311 C321 C331 120.7(7) . . ?
C311 C321 H321 119.6 . . ?
C331 C321 H321 119.6 . . ?
C281 C331 C321 119.3(7) . . ?
C281 C331 H331 120.4 . . ?
C321 C331 H331 120.4 . . ?
O11 Fe2 N32 89.26(17) . . ?
O11 Fe2 N12 90.30(17) . . ?
N32 Fe2 N12 90.18(18) . . ?
O11 Fe2 Cl2 131.50(13) . . ?
N32 Fe2 Cl2 125.22(13) . . ?
N12 Fe2 Cl2 118.86(14) . . ?
C12 O12 Fe1 123.6(3) . . ?
C22 N12 C32 107.2(5) . . ?
C22 N12 Fe2 114.5(4) . . ?
C32 N12 Fe2 135.9(4) . . ?
C22 N22 C42 107.2(5) . . ?
C22 N22 C52 127.4(5) . . ?
C42 N22 C52 124.6(5) . . ?
C182 N32 C192 106.7(4) . . ?
C182 N32 Fe2 114.2(4) . . ?
C192 N32 Fe2 137.8(4) . . ?
C182 N42 C202 107.7(5) . . ?
C182 N42 C212 129.2(5) . . ?
C202 N42 C212 122.2(5) . . ?
O12 C12 C182 111.1(4) . . ?
O12 C12 C22 111.5(5) . . ?
C182 C12 C22 112.5(5) . . ?
O12 C12 C11 113.2(3) . . ?
C182 C12 C11 104.3(3) . . ?
C22 C12 C11 103.8(3) . . ?
N12 C22 N22 110.2(5) . . ?
N12 C22 C12 122.7(5) . . ?
N22 C22 C12 126.7(5) . . ?
N12 C32 C42 109.4(5) . . ?
N12 C32 C62 121.8(5) . . ?
C42 C32 C62 128.8(5) . . ?
C32 C42 N22 106.0(5) . . ?
C32 C42 C122 129.6(5) . . ?
N22 C42 C122 124.3(5) . . ?
N22 C52 H52A 109.5 . . ?
N22 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
N22 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C112 C62 C72 118.7(6) . . ?
C112 C62 C32 120.0(6) . . ?
C72 C62 C32 121.2(6) . . ?
C82 C72 C62 120.6(7) . . ?
C82 C72 H72 119.7 . . ?
C62 C72 H72 119.7 . . ?
C72 C82 C92 121.5(8) . . ?
C72 C82 H82 119.3 . . ?
C92 C82 H82 119.3 . . ?
C82 C92 C102 119.2(7) . . ?
C82 C92 H92 120.4 . . ?
C102 C92 H92 120.4 . . ?
C92 C102 C112 119.5(8) . . ?
C92 C102 H102 120.3 . . ?
C112 C102 H102 120.3 . . ?
C62 C112 C102 120.5(7) . . ?
C62 C112 H112 119.8 . . ?
C102 C112 H112 119.8 . . ?
C172 C122 C132 118.3(5) . . ?
C172 C122 C42 119.0(6) . . ?
C132 C122 C42 122.6(6) . . ?
C142 C132 C122 120.2(6) . . ?
C142 C132 H132 119.9 . . ?
C122 C132 H132 119.9 . . ?
C152 C142 C132 120.4(6) . . ?
C152 C142 H142 119.8 . . ?
C132 C142 H142 119.8 . . ?
C142 C152 C162 120.1(6) . . ?
C142 C152 H152 119.9 . . ?
C162 C152 H152 119.9 . . ?
C152 C162 C172 120.0(6) . . ?
C152 C162 H162 120.0 . . ?
C172 C162 H162 120.0 . . ?
C122 C172 C162 120.8(6) . . ?
C122 C172 H172 119.6 . . ?
C162 C172 H172 119.6 . . ?
N32 C182 N42 111.0(5) . . ?
N32 C182 C12 123.3(5) . . ?
N42 C182 C12 125.1(5) . . ?
N32 C192 C202 108.9(5) . . ?
N32 C192 C222 122.6(5) . . ?
C202 C192 C222 128.4(5) . . ?
C192 C202 N42 105.6(4) . . ?
C192 C202 C282 129.6(5) . . ?
N42 C202 C282 124.7(5) . . ?
N42 C212 H21D 109.5 . . ?
N42 C212 H21E 109.5 . . ?
H21D C212 H21E 109.5 . . ?
N42 C212 H21F 109.5 . . ?
H21D C212 H21F 109.5 . . ?
H21E C212 H21F 109.5 . . ?
C232 C222 C272 118.4(5) . . ?
C232 C222 C192 121.1(6) . . ?
C272 C222 C192 120.5(5) . . ?
C222 C232 C242 120.3(6) . . ?
C222 C232 H232 119.8 . . ?
C242 C232 H232 119.8 . . ?
C232 C242 C252 119.8(7) . . ?
C232 C242 H242 120.1 . . ?
C252 C242 H242 120.1 . . ?
C262 C252 C242 120.3(7) . . ?
C262 C252 H252 119.9 . . ?
C242 C252 H252 119.9 . . ?
C272 C262 C252 118.8(7) . . ?
C272 C262 H262 120.6 . . ?
C252 C262 H262 120.6 . . ?
C262 C272 C222 122.3(6) . . ?
C262 C272 H272 118.8 . . ?
C222 C272 H272 118.8 . . ?
C332 C282 C292 120.4(5) . . ?
C332 C282 C202 121.2(6) . . ?
C292 C282 C202 118.4(6) . . ?
C282 C292 C302 118.5(7) . . ?
C282 C292 H292 120.8 . . ?
C302 C292 H292 120.8 . . ?
C312 C302 C292 120.5(7) . . ?
C312 C302 H302 119.8 . . ?
C292 C302 H302 119.8 . . ?
C302 C312 C322 120.7(6) . . ?
C302 C312 H312 119.6 . . ?
C322 C312 H312 119.6 . . ?
C332 C322 C312 118.9(7) . . ?
C332 C322 H322 120.5 . . ?
C312 C322 H322 120.5 . . ?
C322 C332 C282 120.9(7) . . ?
C322 C332 H332 119.6 . . ?
C282 C332 H332 119.6 . . ?
O14 Fe3 N33 86.0(2) . . ?
O14 Fe3 N13 87.2(2) . . ?
N33 Fe3 N13 86.4(2) . . ?
O14 Fe3 O23 170.7(2) . . ?
N33 Fe3 O23 87.3(2) . . ?
N13 Fe3 O23 85.9(2) . . ?
O14 Fe3 Cl3 98.27(17) . . ?
N33 Fe3 Cl3 132.43(18) . . ?
N13 Fe3 Cl3 140.95(19) . . ?
O23 Fe3 Cl3 91.05(17) . . ?
C13 O13 Fe4 123.7(5) . . ?
C23 N13 C33 106.1(6) . . ?
C23 N13 Fe3 116.6(5) . . ?
C33 N13 Fe3 136.8(5) . . ?
C23 N23 C43 106.6(6) . . ?
C23 N23 C53 129.5(6) . . ?
C43 N23 C53 123.5(6) . . ?
C183 N33 C193 106.6(6) . . ?
C183 N33 Fe3 117.5(5) . . ?
C193 N33 Fe3 135.7(5) . . ?
C183 N43 C203 107.1(5) . . ?
C183 N43 C213 131.2(6) . . ?
C203 N43 C213 121.5(6) . . ?
O13 C13 C183 111.3(6) . . ?
O13 C13 C23 110.8(5) . . ?
C183 C13 C23 110.6(6) . . ?
O13 C13 C14 114.0(5) . . ?
C183 C13 C14 105.4(5) . . ?
C23 C13 C14 104.4(5) . . ?
N13 C23 N23 111.1(6) . . ?
N13 C23 C13 122.7(6) . . ?
N23 C23 C13 126.2(6) . . ?
C43 C33 N13 108.1(6) . . ?
C43 C33 C6B 127.9(8) . . ?
N13 C33 C6B 122.9(8) . . ?
C43 C33 C6A 130.1(10) . . ?
N13 C33 C6A 119.8(9) . . ?
C33 C43 N23 108.2(6) . . ?
C33 C43 C123 129.9(7) . . ?
N23 C43 C123 121.8(7) . . ?
N23 C53 H53A 109.5 . . ?
N23 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
N23 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C7A C6A C11A 118.0(11) . . ?
C7A C6A C33 112.9(14) . . ?
C11A C6A C33 128.4(15) . . ?
C8A C7A C6A 121.4(14) . . ?
C8A C7A H7A 119.3 . . ?
C6A C7A H7A 119.3 . . ?
C7A C8A C9A 118.5(14) . . ?
C7A C8A H8A 120.8 . . ?
C9A C8A H8A 120.8 . . ?
C10A C9A C8A 121.4(13) . . ?
C10A C9A H9A 119.3 . . ?
C8A C9A H9A 119.3 . . ?
C11A C10A C9A 120.3(16) . . ?
C11A C10A H10A 119.9 . . ?
C9A C10A H10A 119.9 . . ?
C10A C11A C6A 120.4(15) . . ?
C10A C11A H11A 119.8 . . ?
C6A C11A H11A 119.8 . . ?
C7B C6B C11B 119.8(9) . . ?
C7B C6B C33 125.3(10) . . ?
C11B C6B C33 114.8(10) . . ?
C8B C7B C6B 121.6(11) . . ?
C8B C7B H7B 119.2 . . ?
C6B C7B H7B 119.2 . . ?
C7B C8B C9B 117.4(12) . . ?
C7B C8B H8B 121.3 . . ?
C9B C8B H8B 121.3 . . ?
C10B C9B C8B 122.1(11) . . ?
C10B C9B H9B 118.9 . . ?
C8B C9B H9B 118.9 . . ?
C9B C10B C11B 120.5(11) . . ?
C9B C10B H10B 119.8 . . ?
C11B C10B H10B 119.8 . . ?
C10B C11B C6B 118.6(11) . . ?
C10B C11B H11B 120.7 . . ?
C6B C11B H11B 120.7 . . ?
C173 C123 C133 119.1(8) . . ?
C173 C123 C43 121.4(10) . . ?
C133 C123 C43 119.2(9) . . ?
C143 C133 C123 121.2(11) . . ?
C143 C133 H133 119.4 . . ?
C123 C133 H133 119.4 . . ?
C153 C143 C133 118.4(12) . . ?
C153 C143 H143 120.8 . . ?
C133 C143 H143 120.8 . . ?
C143 C153 C163 122.1(10) . . ?
C143 C153 H153 118.9 . . ?
C163 C153 H153 118.9 . . ?
C153 C163 C173 119.4(11) . . ?
C153 C163 H163 120.3 . . ?
C173 C163 H163 120.3 . . ?
C123 C173 C163 119.7(12) . . ?
C123 C173 H173 120.1 . . ?
C163 C173 H173 120.1 . . ?
N33 C183 N43 111.2(6) . . ?
N33 C183 C13 122.4(7) . . ?
N43 C183 C13 126.1(6) . . ?
C203 C193 N33 109.3(5) . . ?
C203 C193 C223 128.4(6) . . ?
N33 C193 C223 122.1(6) . . ?
C193 C203 N43 105.7(5) . . ?
C193 C203 C28A 130.6(8) . . ?
N43 C203 C28A 120.9(9) . . ?
C193 C203 C28B 133.5(7) . . ?
N43 C203 C28B 120.6(6) . . ?
N43 C213 H21G 109.5 . . ?
N43 C213 H21H 109.5 . . ?
H21G C213 H21H 109.5 . . ?
N43 C213 H21I 109.5 . . ?
H21G C213 H21I 109.5 . . ?
H21H C213 H21I 109.5 . . ?
C233 C223 C273 119.2(6) . . ?
C233 C223 C193 121.5(7) . . ?
C273 C223 C193 119.3(7) . . ?
C243 C233 C223 120.1(8) . . ?
C243 C233 H233 119.9 . . ?
C223 C233 H233 119.9 . . ?
C233 C243 C253 120.0(8) . . ?
C233 C243 H243 120.0 . . ?
C253 C243 H243 120.0 . . ?
C263 C253 C243 119.8(8) . . ?
C263 C253 H253 120.1 . . ?
C243 C253 H253 120.1 . . ?
C253 C263 C273 120.8(8) . . ?
C253 C263 H263 119.6 . . ?
C273 C263 H263 119.6 . . ?
C263 C273 C223 120.1(8) . . ?
C263 C273 H273 120.0 . . ?
C223 C273 H273 120.0 . . ?
C29A C28A C33A 124.2(12) . . ?
C29A C28A C203 114.8(14) . . ?
C33A C28A C203 120.8(15) . . ?
C30A C29A C28A 120.5(16) . . ?
C30A C29A H29A 119.7 . . ?
C28A C29A H29A 119.7 . . ?
C29A C30A C31A 117.8(17) . . ?
C29A C30A H30A 121.1 . . ?
C31A C30A H30A 121.1 . . ?
C30A C31A C32A 123.3(16) . . ?
C30A C31A H31A 118.3 . . ?
C32A C31A H31A 118.3 . . ?
C33A C32A C31A 117.2(18) . . ?
C33A C32A H32A 121.4 . . ?
C31A C32A H32A 121.4 . . ?
C32A C33A C28A 117.0(16) . . ?
C32A C33A H33A 121.5 . . ?
C28A C33A H33A 121.5 . . ?
C29B C28B C33B 118.2(9) . . ?
C29B C28B C203 124.4(9) . . ?
C33B C28B C203 117.3(10) . . ?
C30B C29B C28B 122.3(11) . . ?
C30B C29B H29B 118.9 . . ?
C28B C29B H29B 118.9 . . ?
C29B C30B C31B 119.5(13) . . ?
C29B C30B H30B 120.3 . . ?
C31B C30B H30B 120.3 . . ?
C30B C31B C32B 122.3(11) . . ?
C30B C31B H31B 118.9 . . ?
C32B C31B H31B 118.9 . . ?
C33B C32B C31B 115.3(12) . . ?
C33B C32B H32B 122.3 . . ?
C31B C32B H32B 122.3 . . ?
C32B C33B C28B 122.5(12) . . ?
C32B C33B H33B 118.7 . . ?
C28B C33B H33B 118.7 . . ?
C373 O23 C343 112.0(6) . . ?
C373 O23 Fe3 123.5(4) . . ?
C343 O23 Fe3 124.3(4) . . ?
O23 C343 C35A 100.9(8) . . ?
O23 C343 C35B 107.3(8) . . ?
O23 C343 H34A 111.6 . . ?
C35A C343 H34A 111.6 . . ?
O23 C343 H34B 111.6 . . ?
C35A C343 H34B 111.6 . . ?
H34A C343 H34B 109.4 . . ?
O23 C343 H34C 110.2 . . ?
C35B C343 H34C 110.2 . . ?
O23 C343 H34D 110.2 . . ?
C35B C343 H34D 110.2 . . ?
H34C C343 H34D 108.5 . . ?
C363 C35A C343 101.6(8) . . ?
C363 C35A H35A 111.5 . . ?
C343 C35A H35A 111.5 . . ?
C363 C35A H35B 111.5 . . ?
C343 C35A H35B 111.5 . . ?
H35A C35A H35B 109.3 . . ?
C363 C35B C343 101.1(9) . . ?
C363 C35B H35C 111.5 . . ?
C343 C35B H35C 111.5 . . ?
C363 C35B H35D 111.5 . . ?
C343 C35B H35D 111.5 . . ?
H35C C35B H35D 109.4 . . ?
C373 C363 C35A 103.8(9) . . ?
C373 C363 C35B 111.3(9) . . ?
C373 C363 H36A 111.0 . . ?
C35A C363 H36A 111.0 . . ?
C373 C363 H36B 111.0 . . ?
C35A C363 H36B 111.0 . . ?
H36A C363 H36B 109.0 . . ?
C373 C363 H36C 109.4 . . ?
C35B C363 H36C 109.4 . . ?
C373 C363 H36D 109.4 . . ?
C35B C363 H36D 109.4 . . ?
H36C C363 H36D 108.0 . . ?
O23 C373 C363 104.1(6) . . ?
O23 C373 H37A 110.9 . . ?
C363 C373 H37A 110.9 . . ?
O23 C373 H37B 110.9 . . ?
C363 C373 H37B 110.9 . . ?
H37A C373 H37B 109.0 . . ?
O13 Fe4 N14 87.8(2) . . ?
O13 Fe4 N34 89.4(2) . . ?
N14 Fe4 N34 88.7(2) . . ?
O13 Fe4 Cl4A 99.60(19) . . ?
N14 Fe4 Cl4A 139.4(2) . . ?
N34 Fe4 Cl4A 130.79(19) . . ?
O13 Fe4 Cl4B 125.80(18) . . ?
N14 Fe4 Cl4B 128.89(19) . . ?
N34 Fe4 Cl4B 123.95(18) . . ?
O13 Fe4 Cl25 170.3(3) . . ?
N14 Fe4 Cl25 85.9(3) . . ?
N34 Fe4 Cl25 83.2(3) . . ?
C14 O14 Fe3 126.1(5) . . ?
C24 N14 C34 107.8(6) . . ?
C24 N14 Fe4 114.7(5) . . ?
C34 N14 Fe4 137.5(5) . . ?
C24 N24 C44 107.7(6) . . ?
C24 N24 C54 128.9(6) . . ?
C44 N24 C54 123.1(6) . . ?
C184 N34 C194 107.8(6) . . ?
C184 N34 Fe4 114.0(5) . . ?
C194 N34 Fe4 137.0(5) . . ?
C184 N44 C204 108.0(6) . . ?
C184 N44 C214 129.0(6) . . ?
C204 N44 C214 122.7(6) . . ?
O14 C14 C24 111.2(5) . . ?
O14 C14 C184 110.9(6) . . ?
C24 C14 C184 108.4(6) . . ?
O14 C14 C13 113.5(5) . . ?
C24 C14 C13 106.2(5) . . ?
C184 C14 C13 106.3(4) . . ?
N14 C24 N24 110.1(6) . . ?
N14 C24 C14 123.7(6) . . ?
N24 C24 C14 126.1(6) . . ?
N14 C34 C44 109.4(6) . . ?
N14 C34 C64 122.1(7) . . ?
C44 C34 C64 128.4(7) . . ?
N24 C44 C34 105.0(6) . . ?
N24 C44 C124 123.8(7) . . ?
C34 C44 C124 131.1(7) . . ?
N24 C54 H54A 109.5 . . ?
N24 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
N24 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C114 C64 C74 119.0(9) . . ?
C114 C64 C34 120.9(9) . . ?
C74 C64 C34 120.1(9) . . ?
C64 C74 C84 119.1(12) . . ?
C64 C74 H74 120.4 . . ?
C84 C74 H74 120.4 . . ?
C74 C84 C94 121.9(11) . . ?
C74 C84 H84 119.0 . . ?
C94 C84 H84 119.0 . . ?
C104 C94 C84 119.2(9) . . ?
C104 C94 H94 120.4 . . ?
C84 C94 H94 120.4 . . ?
C94 C104 C114 119.2(12) . . ?
C94 C104 H104 120.4 . . ?
C114 C104 H104 120.4 . . ?
C64 C114 C104 121.5(11) . . ?
C64 C114 H114 119.2 . . ?
C104 C114 H114 119.2 . . ?
C134 C124 C174 119.9(9) . . ?
C134 C124 C44 121.9(9) . . ?
C174 C124 C44 118.2(10) . . ?
C124 C134 C144 117.3(13) . . ?
C124 C134 H134 121.3 . . ?
C144 C134 H134 121.3 . . ?
C154 C144 C134 125.0(15) . . ?
C154 C144 H144 117.5 . . ?
C134 C144 H144 117.5 . . ?
C144 C154 C164 118.6(12) . . ?
C144 C154 H154 120.7 . . ?
C164 C154 H154 120.7 . . ?
C154 C164 C174 120.0(13) . . ?
C154 C164 H164 120.0 . . ?
C174 C164 H164 120.0 . . ?
C164 C174 C124 119.0(13) . . ?
C164 C174 H174 120.5 . . ?
C124 C174 H174 120.5 . . ?
N34 C184 N44 108.9(6) . . ?
N34 C184 C14 123.9(6) . . ?
N44 C184 C14 127.0(6) . . ?
C204 C194 N34 108.3(6) . . ?
C204 C194 C224 130.6(7) . . ?
N34 C194 C224 121.1(6) . . ?
C194 C204 N44 107.0(6) . . ?
C194 C204 C284 130.3(7) . . ?
N44 C204 C284 122.3(7) . . ?
N44 C214 H21J 109.5 . . ?
N44 C214 H21K 109.5 . . ?
H21J C214 H21K 109.5 . . ?
N44 C214 H21L 109.5 . . ?
H21J C214 H21L 109.5 . . ?
H21K C214 H21L 109.5 . . ?
C274 C224 C234 117.4(6) . . ?
C274 C224 C194 120.6(6) . . ?
C234 C224 C194 122.0(7) . . ?
C244 C234 C224 120.5(8) . . ?
C244 C234 H234 119.8 . . ?
C224 C234 H234 119.8 . . ?
C254 C244 C234 121.8(8) . . ?
C254 C244 H244 119.1 . . ?
C234 C244 H244 119.1 . . ?
C244 C254 C264 119.4(8) . . ?
C244 C254 H254 120.3 . . ?
C264 C254 H254 120.3 . . ?
C254 C264 C274 119.3(7) . . ?
C254 C264 H264 120.4 . . ?
C274 C264 H264 120.4 . . ?
C224 C274 C264 121.6(7) . . ?
C224 C274 H274 119.2 . . ?
C264 C274 H274 119.2 . . ?
C294 C284 C334 119.1(9) . . ?
C294 C284 C204 120.7(9) . . ?
C334 C284 C204 120.2(9) . . ?
C284 C294 C304 119.1(13) . . ?
C284 C294 H294 120.4 . . ?
C304 C294 H294 120.4 . . ?
C314 C304 C294 118.6(14) . . ?
C314 C304 H304 120.7 . . ?
C294 C304 H304 120.7 . . ?
C324 C314 C304 121.5(12) . . ?
C324 C314 H314 119.3 . . ?
C304 C314 H314 119.3 . . ?
C314 C324 C334 121.7(15) . . ?
C314 C324 H324 119.2 . . ?
C334 C324 H324 119.2 . . ?
C284 C334 C324 120.0(13) . . ?
C284 C334 H334 120.0 . . ?
C324 C334 H334 120.0 . . ?
C15 Cl25 Fe4 164(4) . . ?
Cl15 C15 Cl25 112.9(12) . . ?
Cl15 C15 H15A 109.0 . . ?
Cl25 C15 H15A 109.0 . . ?
Cl15 C15 H15B 109.0 . . ?
Cl25 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
Cl35 C25 Cl45 110.1(8) . . ?
Cl35 C25 H25A 109.6 . . ?
Cl45 C25 H25A 109.6 . . ?
Cl35 C25 H25B 109.6 . . ?
Cl45 C25 H25B 109.6 . . ?
H25A C25 H25B 108.2 . . ?
Cl26 C16 Cl16 115.1(6) . . ?
Cl26 C16 H16A 108.5 . . ?
Cl16 C16 H16A 108.5 . . ?
Cl26 C16 H16B 108.5 . . ?
Cl16 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
Cl17 C17 Cl27 113.7(4) . . ?
Cl17 C17 H17A 108.8 . . ?
Cl27 C17 H17A 108.8 . . ?
Cl17 C17 H17B 108.8 . . ?
Cl27 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?

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
Fe2 O11 C11 C21 -117.9(4) . . . . ?
Fe2 O11 C11 C181 117.4(4) . . . . ?
Fe2 O11 C11 C12 -0.3(5) . . . . ?
C31 N11 C21 N21 -0.8(6) . . . . ?
Fe1 N11 C21 N21 166.1(4) . . . . ?
C31 N11 C21 C11 -171.1(5) . . . . ?
Fe1 N11 C21 C11 -4.2(7) . . . . ?
C41 N21 C21 N11 1.1(6) . . . . ?
C51 N21 C21 N11 169.2(6) . . . . ?
C41 N21 C21 C11 171.0(5) . . . . ?
C51 N21 C21 C11 -20.9(9) . . . . ?
O11 C11 C21 N11 -176.7(5) . . . . ?
C181 C11 C21 N11 -51.6(7) . . . . ?
C12 C11 C21 N11 60.3(6) . . . . ?
O11 C11 C21 N21 14.5(8) . . . . ?
C181 C11 C21 N21 139.5(5) . . . . ?
C12 C11 C21 N21 -108.5(5) . . . . ?
C21 N11 C31 C41 0.3(6) . . . . ?
Fe1 N11 C31 C41 -162.6(4) . . . . ?
C21 N11 C31 C61 178.5(5) . . . . ?
Fe1 N11 C31 C61 15.7(8) . . . . ?
N11 C31 C41 N21 0.4(7) . . . . ?
C61 C31 C41 N21 -177.6(6) . . . . ?
N11 C31 C41 C121 -177.8(6) . . . . ?
C61 C31 C41 C121 4.2(11) . . . . ?
C21 N21 C41 C31 -0.9(6) . . . . ?
C51 N21 C41 C31 -169.9(5) . . . . ?
C21 N21 C41 C121 177.4(6) . . . . ?
C51 N21 C41 C121 8.3(9) . . . . ?
C41 C31 C61 C71 67.8(9) . . . . ?
N11 C31 C61 C71 -110.1(7) . . . . ?
C41 C31 C61 C111 -111.7(8) . . . . ?
N11 C31 C61 C111 70.5(7) . . . . ?
C111 C61 C71 C81 -2.8(10) . . . . ?
C31 C61 C71 C81 177.7(6) . . . . ?
C61 C71 C81 C91 3.1(11) . . . . ?
C71 C81 C91 C101 -2.2(12) . . . . ?
C81 C91 C101 C111 1.0(13) . . . . ?
C91 C101 C111 C61 -0.7(12) . . . . ?
C71 C61 C111 C101 1.6(10) . . . . ?
C31 C61 C111 C101 -178.9(6) . . . . ?
C31 C41 C121 C131 -136.4(7) . . . . ?
N21 C41 C121 C131 45.7(9) . . . . ?
C31 C41 C121 C171 43.3(9) . . . . ?
N21 C41 C121 C171 -134.6(6) . . . . ?
C171 C121 C131 C141 -0.2(10) . . . . ?
C41 C121 C131 C141 179.5(6) . . . . ?
C121 C131 C141 C151 -1.0(11) . . . . ?
C131 C141 C151 C161 0.4(11) . . . . ?
C141 C151 C161 C171 1.5(11) . . . . ?
C151 C161 C171 C121 -2.7(11) . . . . ?
C131 C121 C171 C161 2.1(10) . . . . ?
C41 C121 C171 C161 -177.7(6) . . . . ?
C191 N31 C181 N41 -0.3(6) . . . . ?
Fe1 N31 C181 N41 -170.8(4) . . . . ?
C191 N31 C181 C11 170.5(5) . . . . ?
Fe1 N31 C181 C11 0.0(7) . . . . ?
C201 N41 C181 N31 1.2(6) . . . . ?
C211 N41 C181 N31 -167.9(6) . . . . ?
C201 N41 C181 C11 -169.6(5) . . . . ?
C211 N41 C181 C11 21.4(9) . . . . ?
O11 C11 C181 N31 179.4(5) . . . . ?
C21 C11 C181 N31 54.7(7) . . . . ?
C12 C11 C181 N31 -57.4(6) . . . . ?
O11 C11 C181 N41 -11.1(8) . . . . ?
C21 C11 C181 N41 -135.8(5) . . . . ?
C12 C11 C181 N41 112.1(5) . . . . ?
C181 N31 C191 C201 -0.6(7) . . . . ?
Fe1 N31 C191 C201 166.3(5) . . . . ?
C181 N31 C191 C221 -174.7(5) . . . . ?
Fe1 N31 C191 C221 -7.8(9) . . . . ?
N31 C191 C201 N41 1.4(7) . . . . ?
C221 C191 C201 N41 174.9(6) . . . . ?
N31 C191 C201 C281 177.8(6) . . . . ?
C221 C191 C201 C281 -8.6(11) . . . . ?
C181 N41 C201 C191 -1.6(7) . . . . ?
C211 N41 C201 C191 167.8(6) . . . . ?
C181 N41 C201 C281 -178.3(5) . . . . ?
C211 N41 C201 C281 -9.0(9) . . . . ?
C201 C191 C221 C231 140.8(7) . . . . ?
N31 C191 C221 C231 -46.4(9) . . . . ?
C201 C191 C221 C271 -38.0(10) . . . . ?
N31 C191 C221 C271 134.8(6) . . . . ?
C271 C221 C231 C241 -3.4(10) . . . . ?
C191 C221 C231 C241 177.8(7) . . . . ?
C221 C231 C241 C251 3.0(12) . . . . ?
C231 C241 C251 C261 0.1(13) . . . . ?
C241 C251 C261 C271 -2.7(12) . . . . ?
C251 C261 C271 C221 2.2(10) . . . . ?
C231 C221 C271 C261 0.8(9) . . . . ?
C191 C221 C271 C261 179.6(6) . . . . ?
C191 C201 C281 C331 130.6(7) . . . . ?
N41 C201 C281 C331 -53.4(9) . . . . ?
C191 C201 C281 C291 -45.6(10) . . . . ?
N41 C201 C281 C291 130.4(7) . . . . ?
C331 C281 C291 C301 1.9(10) . . . . ?
C201 C281 C291 C301 178.2(6) . . . . ?
C281 C291 C301 C311 -0.9(11) . . . . ?
C291 C301 C311 C321 1.9(12) . . . . ?
C301 C311 C321 C331 -3.9(13) . . . . ?
C291 C281 C331 C321 -3.8(10) . . . . ?
C201 C281 C331 C321 180.0(6) . . . . ?
C311 C321 C331 C281 4.9(12) . . . . ?
Fe1 O12 C12 C182 -118.0(4) . . . . ?
Fe1 O12 C12 C22 115.7(4) . . . . ?
Fe1 O12 C12 C11 -1.0(5) . . . . ?
O11 C11 C12 O12 -179.5(6) . . . . ?
C21 C11 C12 O12 -58.0(5) . . . . ?
C181 C11 C12 O12 58.6(4) . . . . ?
O11 C11 C12 C182 -58.5(4) . . . . ?
C21 C11 C12 C182 62.9(4) . . . . ?
C181 C11 C12 C182 179.6(5) . . . . ?
O11 C11 C12 C22 59.4(4) . . . . ?
C21 C11 C12 C22 -179.1(6) . . . . ?
C181 C11 C12 C22 -62.5(4) . . . . ?
C32 N12 C22 N22 -1.9(6) . . . . ?
Fe2 N12 C22 N22 -167.0(4) . . . . ?
C32 N12 C22 C12 171.9(5) . . . . ?
Fe2 N12 C22 C12 6.8(7) . . . . ?
C42 N22 C22 N12 1.5(6) . . . . ?
C52 N22 C22 N12 -168.3(5) . . . . ?
C42 N22 C22 C12 -172.0(6) . . . . ?
C52 N22 C22 C12 18.3(9) . . . . ?
O12 C12 C22 N12 175.6(5) . . . . ?
C182 C12 C22 N12 49.9(7) . . . . ?
C11 C12 C22 N12 -62.2(6) . . . . ?
O12 C12 C22 N22 -11.7(8) . . . . ?
C182 C12 C22 N22 -137.3(6) . . . . ?
C11 C12 C22 N22 110.5(6) . . . . ?
C22 N12 C32 C42 1.5(7) . . . . ?
Fe2 N12 C32 C42 161.9(4) . . . . ?
C22 N12 C32 C62 -178.3(5) . . . . ?
Fe2 N12 C32 C62 -18.0(9) . . . . ?
N12 C32 C42 N22 -0.6(6) . . . . ?
C62 C32 C42 N22 179.2(6) . . . . ?
N12 C32 C42 C122 175.1(6) . . . . ?
C62 C32 C42 C122 -5.0(11) . . . . ?
C22 N22 C42 C32 -0.5(6) . . . . ?
C52 N22 C42 C32 169.6(5) . . . . ?
C22 N22 C42 C122 -176.5(6) . . . . ?
C52 N22 C42 C122 -6.4(9) . . . . ?
N12 C32 C62 C112 -68.6(8) . . . . ?
C42 C32 C62 C112 111.6(8) . . . . ?
N12 C32 C62 C72 109.9(7) . . . . ?
C42 C32 C62 C72 -69.9(9) . . . . ?
C112 C62 C72 C82 1.0(11) . . . . ?
C32 C62 C72 C82 -177.6(7) . . . . ?
C62 C72 C82 C92 -0.4(12) . . . . ?
C72 C82 C92 C102 -1.7(12) . . . . ?
C82 C92 C102 C112 3.3(12) . . . . ?
C72 C62 C112 C102 0.7(11) . . . . ?
C32 C62 C112 C102 179.2(6) . . . . ?
C92 C102 C112 C62 -2.8(12) . . . . ?
C32 C42 C122 C172 -40.9(10) . . . . ?
N22 C42 C122 C172 134.1(6) . . . . ?
C32 C42 C122 C132 135.7(7) . . . . ?
N22 C42 C122 C132 -49.3(9) . . . . ?
C172 C122 C132 C142 -2.2(10) . . . . ?
C42 C122 C132 C142 -178.9(6) . . . . ?
C122 C132 C142 C152 3.8(11) . . . . ?
C132 C142 C152 C162 -3.4(11) . . . . ?
C142 C152 C162 C172 1.6(11) . . . . ?
C132 C122 C172 C162 0.4(10) . . . . ?
C42 C122 C172 C162 177.2(6) . . . . ?
C152 C162 C172 C122 -0.1(11) . . . . ?
C192 N32 C182 N42 1.1(6) . . . . ?
Fe2 N32 C182 N42 170.1(4) . . . . ?
C192 N32 C182 C12 -169.8(5) . . . . ?
Fe2 N32 C182 C12 -0.8(7) . . . . ?
C202 N42 C182 N32 0.2(6) . . . . ?
C212 N42 C182 N32 169.5(6) . . . . ?
C202 N42 C182 C12 170.9(5) . . . . ?
C212 N42 C182 C12 -19.8(9) . . . . ?
O12 C12 C182 N32 -179.9(5) . . . . ?
C22 C12 C182 N32 -54.1(7) . . . . ?
C11 C12 C182 N32 57.8(6) . . . . ?
O12 C12 C182 N42 10.5(7) . . . . ?
C22 C12 C182 N42 136.3(5) . . . . ?
C11 C12 C182 N42 -111.8(5) . . . . ?
C182 N32 C192 C202 -1.9(6) . . . . ?
Fe2 N32 C192 C202 -167.0(4) . . . . ?
C182 N32 C192 C222 175.9(5) . . . . ?
Fe2 N32 C192 C222 10.9(9) . . . . ?
N32 C192 C202 N42 2.0(7) . . . . ?
C222 C192 C202 N42 -175.7(6) . . . . ?
N32 C192 C202 C282 -178.5(6) . . . . ?
C222 C192 C202 C282 3.8(11) . . . . ?
C182 N42 C202 C192 -1.4(6) . . . . ?
C212 N42 C202 C192 -171.6(5) . . . . ?
C182 N42 C202 C282 179.1(6) . . . . ?
C212 N42 C202 C282 8.9(9) . . . . ?
N32 C192 C222 C232 40.9(8) . . . . ?
C202 C192 C222 C232 -141.7(7) . . . . ?
N32 C192 C222 C272 -136.0(6) . . . . ?
C202 C192 C222 C272 41.4(9) . . . . ?
C272 C222 C232 C242 -1.7(9) . . . . ?
C192 C222 C232 C242 -178.6(6) . . . . ?
C222 C232 C242 C252 2.5(11) . . . . ?
C232 C242 C252 C262 -0.8(11) . . . . ?
C242 C252 C262 C272 -1.6(11) . . . . ?
C252 C262 C272 C222 2.4(10) . . . . ?
C232 C222 C272 C262 -0.7(9) . . . . ?
C192 C222 C272 C262 176.2(6) . . . . ?
C192 C202 C282 C332 -130.3(7) . . . . ?
N42 C202 C282 C332 49.1(9) . . . . ?
C192 C202 C282 C292 51.3(10) . . . . ?
N42 C202 C282 C292 -129.3(7) . . . . ?
C332 C282 C292 C302 2.3(10) . . . . ?
C202 C282 C292 C302 -179.2(6) . . . . ?
C282 C292 C302 C312 -2.8(11) . . . . ?
C292 C302 C312 C322 3.1(12) . . . . ?
C302 C312 C322 C332 -2.9(12) . . . . ?
C312 C322 C332 C282 2.4(12) . . . . ?
C292 C282 C332 C322 -2.2(11) . . . . ?
C202 C282 C332 C322 179.4(7) . . . . ?
Fe4 O13 C13 C183 118.6(6) . . . . ?
Fe4 O13 C13 C23 -117.8(6) . . . . ?
Fe4 O13 C13 C14 -0.4(6) . . . . ?
C33 N13 C23 N23 0.6(10) . . . . ?
Fe3 N13 C23 N23 173.4(5) . . . . ?
C33 N13 C23 C13 178.8(7) . . . . ?
Fe3 N13 C23 C13 -8.4(11) . . . . ?
C43 N23 C23 N13 0.0(10) . . . . ?
C53 N23 C23 N13 -173.2(8) . . . . ?
C43 N23 C23 C13 -178.1(8) . . . . ?
C53 N23 C23 C13 8.7(14) . . . . ?
O13 C13 C23 N13 -173.2(7) . . . . ?
C183 C13 C23 N13 -49.2(11) . . . . ?
C14 C13 C23 N13 63.6(9) . . . . ?
O13 C13 C23 N23 4.7(11) . . . . ?
C183 C13 C23 N23 128.6(8) . . . . ?
C14 C13 C23 N23 -118.5(8) . . . . ?
C23 N13 C33 C43 -1.0(11) . . . . ?
Fe3 N13 C33 C43 -171.6(7) . . . . ?
C23 N13 C33 C6B -169.8(11) . . . . ?
Fe3 N13 C33 C6B 19.6(16) . . . . ?
C23 N13 C33 C6A 164.8(14) . . . . ?
Fe3 N13 C33 C6A -5.8(18) . . . . ?
N13 C33 C43 N23 1.0(11) . . . . ?
C6B C33 C43 N23 169.1(12) . . . . ?
C6A C33 C43 N23 -162.8(17) . . . . ?
N13 C33 C43 C123 -175.8(10) . . . . ?
C6B C33 C43 C123 -8(2) . . . . ?
C6A C33 C43 C123 20(2) . . . . ?
C23 N23 C43 C33 -0.6(10) . . . . ?
C53 N23 C43 C33 173.1(8) . . . . ?
C23 N23 C43 C123 176.5(9) . . . . ?
C53 N23 C43 C123 -9.8(14) . . . . ?
C43 C33 C6A C7A -59.1(19) . . . . ?
N13 C33 C6A C7A 138.7(9) . . . . ?
C43 C33 C6A C11A 131.1(13) . . . . ?
N13 C33 C6A C11A -31.2(19) . . . . ?
C11A C6A C7A C8A -0.1(4) . . . . ?
C33 C6A C7A C8A -171.2(14) . . . . ?
C6A C7A C8A C9A -0.1(4) . . . . ?
C7A C8A C9A C10A 0.3(9) . . . . ?
C8A C9A C10A C11A -0.3(12) . . . . ?
C9A C10A C11A C6A 0.0(12) . . . . ?
C7A C6A C11A C10A 0.2(9) . . . . ?
C33 C6A C11A C10A 169.7(17) . . . . ?
C43 C33 C6B C7B -34.4(17) . . . . ?
N13 C33 C6B C7B 132.0(9) . . . . ?
C43 C33 C6B C11B 141.4(11) . . . . ?
N13 C33 C6B C11B -52.2(14) . . . . ?
C11B C6B C7B C8B -0.3(4) . . . . ?
C33 C6B C7B C8B 175.3(12) . . . . ?
C6B C7B C8B C9B -0.1(4) . . . . ?
C7B C8B C9B C10B 0.1(9) . . . . ?
C8B C9B C10B C11B 0.2(12) . . . . ?
C9B C10B C11B C6B -0.6(11) . . . . ?
C7B C6B C11B C10B 0.6(8) . . . . ?
C33 C6B C11B C10B -175.4(12) . . . . ?
C33 C43 C123 C173 -55.5(16) . . . . ?
N23 C43 C123 C173 128.0(10) . . . . ?
C33 C43 C123 C133 119.0(13) . . . . ?
N23 C43 C123 C133 -57.5(13) . . . . ?
C173 C123 C133 C143 -0.7(16) . . . . ?
C43 C123 C133 C143 -175.4(10) . . . . ?
C123 C133 C143 C153 1.0(18) . . . . ?
C133 C143 C153 C163 -0.6(19) . . . . ?
C143 C153 C163 C173 0.0(18) . . . . ?
C133 C123 C173 C163 0.1(14) . . . . ?
C43 C123 C173 C163 174.6(9) . . . . ?
C153 C163 C173 C123 0.3(15) . . . . ?
C193 N33 C183 N43 2.5(8) . . . . ?
Fe3 N33 C183 N43 -172.1(5) . . . . ?
C193 N33 C183 C13 176.2(6) . . . . ?
Fe3 N33 C183 C13 1.6(9) . . . . ?
C203 N43 C183 N33 -1.9(8) . . . . ?
C213 N43 C183 N33 -177.5(7) . . . . ?
C203 N43 C183 C13 -175.3(7) . . . . ?
C213 N43 C183 C13 9.1(12) . . . . ?
O13 C13 C183 N33 177.2(6) . . . . ?
C23 C13 C183 N33 53.6(9) . . . . ?
C14 C13 C183 N33 -58.7(7) . . . . ?
O13 C13 C183 N43 -10.1(10) . . . . ?
C23 C13 C183 N43 -133.7(7) . . . . ?
C14 C13 C183 N43 114.1(7) . . . . ?
C183 N33 C193 C203 -2.2(8) . . . . ?
Fe3 N33 C193 C203 171.0(5) . . . . ?
C183 N33 C193 C223 -176.6(7) . . . . ?
Fe3 N33 C193 C223 -3.4(11) . . . . ?
N33 C193 C203 N43 1.1(8) . . . . ?
C223 C193 C203 N43 175.0(7) . . . . ?
N33 C193 C203 C28A -159.5(13) . . . . ?
C223 C193 C203 C28A 14.5(17) . . . . ?
N33 C193 C203 C28B 176.8(9) . . . . ?
C223 C193 C203 C28B -9.2(15) . . . . ?
C183 N43 C203 C193 0.4(8) . . . . ?
C213 N43 C203 C193 176.5(7) . . . . ?
C183 N43 C203 C28A 163.3(10) . . . . ?
C213 N43 C203 C28A -20.6(13) . . . . ?
C183 N43 C203 C28B -176.0(8) . . . . ?
C213 N43 C203 C28B 0.1(11) . . . . ?
C203 C193 C223 C233 53.5(11) . . . . ?
N33 C193 C223 C233 -133.2(8) . . . . ?
C203 C193 C223 C273 -128.3(9) . . . . ?
N33 C193 C223 C273 45.0(10) . . . . ?
C273 C223 C233 C243 1.9(12) . . . . ?
C193 C223 C233 C243 -179.8(8) . . . . ?
C223 C233 C243 C253 -1.1(14) . . . . ?
C233 C243 C253 C263 -0.6(14) . . . . ?
C243 C253 C263 C273 1.5(14) . . . . ?
C253 C263 C273 C223 -0.6(13) . . . . ?
C233 C223 C273 C263 -1.1(12) . . . . ?
C193 C223 C273 C263 -179.3(7) . . . . ?
C193 C203 C28A C29A -73.7(13) . . . . ?
N43 C203 C28A C29A 128.2(10) . . . . ?
C193 C203 C28A C33A 112.5(12) . . . . ?
N43 C203 C28A C33A -45.6(13) . . . . ?
C33A C28A C29A C30A -0.3(4) . . . . ?
C203 C28A C29A C30A -173.9(12) . . . . ?
C28A C29A C30A C31A -0.1(4) . . . . ?
C29A C30A C31A C32A 0.0(9) . . . . ?
C30A C31A C32A C33A 0.5(12) . . . . ?
C31A C32A C33A C28A -0.8(11) . . . . ?
C29A C28A C33A C32A 0.7(9) . . . . ?
C203 C28A C33A C32A 174.0(13) . . . . ?
C193 C203 C28B C29B -73.3(12) . . . . ?
N43 C203 C28B C29B 101.9(9) . . . . ?
C193 C203 C28B C33B 102.9(10) . . . . ?
N43 C203 C28B C33B -81.9(10) . . . . ?
C33B C28B C29B C30B -0.1(4) . . . . ?
C203 C28B C29B C30B 176.1(9) . . . . ?
C28B C29B C30B C31B -0.3(4) . . . . ?
C29B C30B C31B C32B 0.8(9) . . . . ?
C30B C31B C32B C33B -0.8(11) . . . . ?
C31B C32B C33B C28B 0.3(11) . . . . ?
C29B C28B C33B C32B 0.1(9) . . . . ?
C203 C28B C33B C32B -176.4(9) . . . . ?
C373 O23 C343 C35A -23.7(12) . . . . ?
Fe3 O23 C343 C35A 160.4(10) . . . . ?
C373 O23 C343 C35B 13.6(15) . . . . ?
Fe3 O23 C343 C35B -162.3(13) . . . . ?
O23 C343 C35A C363 38.7(16) . . . . ?
O23 C343 C35B C363 -19(2) . . . . ?
C343 C35A C363 C373 -40.7(17) . . . . ?
C343 C35B C363 C373 19(2) . . . . ?
C343 O23 C373 C363 -1.3(10) . . . . ?
Fe3 O23 C373 C363 174.7(7) . . . . ?
C35A C363 C373 O23 26.5(14) . . . . ?
C35B C363 C373 O23 -12.1(17) . . . . ?
Fe3 O14 C14 C24 119.9(6) . . . . ?
Fe3 O14 C14 C184 -119.4(6) . . . . ?
Fe3 O14 C14 C13 0.2(6) . . . . ?
O13 C13 C14 O14 -179.7(7) . . . . ?
C183 C13 C14 O14 57.9(6) . . . . ?
C23 C13 C14 O14 -58.6(6) . . . . ?
O13 C13 C14 C24 57.9(6) . . . . ?
C183 C13 C14 C24 -64.5(5) . . . . ?
C23 C13 C14 C24 178.9(6) . . . . ?
O13 C13 C14 C184 -57.5(6) . . . . ?
C183 C13 C14 C184 -179.9(6) . . . . ?
C23 C13 C14 C184 63.6(5) . . . . ?
C34 N14 C24 N24 1.1(10) . . . . ?
Fe4 N14 C24 N24 -178.8(5) . . . . ?
C34 N14 C24 C14 178.3(8) . . . . ?
Fe4 N14 C24 C14 -1.6(11) . . . . ?
C44 N24 C24 N14 -1.5(10) . . . . ?
C54 N24 C24 N14 172.6(8) . . . . ?
C44 N24 C24 C14 -178.6(8) . . . . ?
C54 N24 C24 C14 -4.5(14) . . . . ?
O14 C14 C24 N14 179.3(7) . . . . ?
C184 C14 C24 N14 57.1(10) . . . . ?
C13 C14 C24 N14 -56.7(9) . . . . ?
O14 C14 C24 N24 -4.0(12) . . . . ?
C184 C14 C24 N24 -126.2(8) . . . . ?
C13 C14 C24 N24 120.0(8) . . . . ?
C24 N14 C34 C44 -0.3(11) . . . . ?
Fe4 N14 C34 C44 179.6(7) . . . . ?
C24 N14 C34 C64 177.1(9) . . . . ?
Fe4 N14 C34 C64 -3.0(15) . . . . ?
C24 N24 C44 C34 1.2(10) . . . . ?
C54 N24 C44 C34 -173.3(8) . . . . ?
C24 N24 C44 C124 -176.2(9) . . . . ?
C54 N24 C44 C124 9.3(14) . . . . ?
N14 C34 C44 N24 -0.6(11) . . . . ?
C64 C34 C44 N24 -177.8(9) . . . . ?
N14 C34 C44 C124 176.6(10) . . . . ?
C64 C34 C44 C124 -0.6(18) . . . . ?
N14 C34 C64 C114 43.0(14) . . . . ?
C44 C34 C64 C114 -140.2(10) . . . . ?
N14 C34 C64 C74 -137.8(10) . . . . ?
C44 C34 C64 C74 39.0(15) . . . . ?
C114 C64 C74 C84 -0.2(14) . . . . ?
C34 C64 C74 C84 -179.4(9) . . . . ?
C64 C74 C84 C94 0.2(16) . . . . ?
C74 C84 C94 C104 -0.1(17) . . . . ?
C84 C94 C104 C114 0.0(17) . . . . ?
C74 C64 C114 C104 0.1(15) . . . . ?
C34 C64 C114 C104 179.3(10) . . . . ?
C94 C104 C114 C64 0.0(17) . . . . ?
N24 C44 C124 C134 50.5(14) . . . . ?
C34 C44 C124 C134 -126.3(12) . . . . ?
N24 C44 C124 C174 -131.7(9) . . . . ?
C34 C44 C124 C174 51.6(15) . . . . ?
C174 C124 C134 C144 1.6(15) . . . . ?
C44 C124 C134 C144 179.4(9) . . . . ?
C124 C134 C144 C154 -4.9(18) . . . . ?
C134 C144 C154 C164 5.2(18) . . . . ?
C144 C154 C164 C174 -2.3(17) . . . . ?
C154 C164 C174 C124 -0.6(15) . . . . ?
C134 C124 C174 C164 0.8(14) . . . . ?
C44 C124 C174 C164 -177.0(9) . . . . ?
C194 N34 C184 N44 0.8(8) . . . . ?
Fe4 N34 C184 N44 170.2(5) . . . . ?
C194 N34 C184 C14 -174.5(6) . . . . ?
Fe4 N34 C184 C14 -5.2(9) . . . . ?
C204 N44 C184 N34 -0.5(8) . . . . ?
C214 N44 C184 N34 173.9(8) . . . . ?
C204 N44 C184 C14 174.6(7) . . . . ?
C214 N44 C184 C14 -10.9(12) . . . . ?
O14 C14 C184 N34 -174.9(6) . . . . ?
C24 C14 C184 N34 -52.6(9) . . . . ?
C13 C14 C184 N34 61.3(7) . . . . ?
O14 C14 C184 N44 10.6(10) . . . . ?
C24 C14 C184 N44 132.9(7) . . . . ?
C13 C14 C184 N44 -113.2(7) . . . . ?
C184 N34 C194 C204 -0.8(8) . . . . ?
Fe4 N34 C194 C204 -166.5(6) . . . . ?
C184 N34 C194 C224 177.0(6) . . . . ?
Fe4 N34 C194 C224 11.3(11) . . . . ?
N34 C194 C204 N44 0.5(8) . . . . ?
C224 C194 C204 N44 -177.1(7) . . . . ?
N34 C194 C204 C284 173.4(8) . . . . ?
C224 C194 C204 C284 -4.1(14) . . . . ?
C184 N44 C204 C194 0.0(8) . . . . ?
C214 N44 C204 C194 -174.8(7) . . . . ?
C184 N44 C204 C284 -173.6(7) . . . . ?
C214 N44 C204 C284 11.6(11) . . . . ?
C204 C194 C224 C274 121.2(9) . . . . ?
N34 C194 C224 C274 -56.0(10) . . . . ?
C204 C194 C224 C234 -55.9(11) . . . . ?
N34 C194 C224 C234 126.8(9) . . . . ?
C274 C224 C234 C244 1.5(14) . . . . ?
C194 C224 C234 C244 178.8(9) . . . . ?
C224 C234 C244 C254 -0.4(17) . . . . ?
C234 C244 C254 C264 -0.6(16) . . . . ?
C244 C254 C264 C274 0.4(14) . . . . ?
C234 C224 C274 C264 -1.7(12) . . . . ?
C194 C224 C274 C264 -178.9(7) . . . . ?
C254 C264 C274 C224 0.7(13) . . . . ?
C194 C204 C284 C294 65.5(12) . . . . ?
N44 C204 C284 C294 -122.5(9) . . . . ?
C194 C204 C284 C334 -115.3(10) . . . . ?
N44 C204 C284 C334 56.7(10) . . . . ?
C334 C284 C294 C304 -1.2(14) . . . . ?
C204 C284 C294 C304 178.1(9) . . . . ?
C284 C294 C304 C314 2.5(17) . . . . ?
C294 C304 C314 C324 -3.6(19) . . . . ?
C304 C314 C324 C334 3.5(18) . . . . ?
C294 C284 C334 C324 1.0(13) . . . . ?
C204 C284 C334 C324 -178.3(8) . . . . ?
C314 C324 C334 C284 -2.1(15) . . . . ?
Fe4 Cl25 C15 Cl15 116(6) . . . . ?

_refine_diff_density_max         1.304
_refine_diff_density_min         -0.847
_refine_diff_density_rms         0.077

####################################################################### 
# 
# 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_l0537a
_database_code_depnum_ccdc_archive 'CCDC 1519043'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H26 N4 O'
_chemical_formula_sum            'C33 H26 N4 O'
_chemical_formula_weight         494.58

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'

_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                   14.9008(4)
_cell_length_b                   10.5199(3)
_cell_length_c                   16.5097(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.831(1)
_cell_angle_gamma                90
_cell_volume                     2574.59(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    35100
_cell_measurement_theta_min      1.75
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_F_000             1040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6986
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS-2012/1

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46796
_diffrn_reflns_av_unetI/netI     0.0137
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.755
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5916
_reflns_number_gt                5062
_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       Apex2
_computing_cell_refinement       Peakref
_computing_data_reduction        'Eval15, SADABS-2012/1'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0509P)²+0.6874P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5916
_refine_ls_number_parameters     345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.0983
_refine_ls_wR_factor_gt          0.0938
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
O1 O 0.57768(6) 0.30336(7) 0.50832(5) 0.02845(18) Uani 1 1 d . . . . .
N1 N 0.64643(6) 0.03587(8) 0.39965(5) 0.02089(18) Uani 1 1 d . . . . .
N2 N 0.61922(6) 0.03446(8) 0.53044(5) 0.01862(18) Uani 1 1 d . . . . .
N3 N 0.50440(6) 0.19879(8) 0.30963(5) 0.01978(18) Uani 1 1 d . . . . .
N4 N 0.55286(6) 0.39548(8) 0.33982(5) 0.02151(19) Uani 1 1 d . . . . .
C1 C 0.57837(7) 0.23149(10) 0.44950(6) 0.0208(2) Uani 1 1 d . . . . .
C2 C 0.61151(7) 0.10007(10) 0.45820(6) 0.0193(2) Uani 1 1 d . . . . .
C3 C 0.66104(7) -0.07868(9) 0.51594(6) 0.0188(2) Uani 1 1 d . . . . .
C4 C 0.67805(7) -0.07495(10) 0.43464(6) 0.0201(2) Uani 1 1 d . . . . .
C5 C 0.58384(8) 0.07163(10) 0.60655(6) 0.0236(2) Uani 1 1 d . . . . .
H5A H 0.5733 -0.0046 0.6384 0.035 Uiso 1 1 calc R U . . .
H5B H 0.5269 0.1177 0.5942 0.035 Uiso 1 1 calc R U . . .
H5C H 0.6276 0.1266 0.6380 0.035 Uiso 1 1 calc R U . . .
C6 C 0.67899(7) -0.17989(10) 0.57687(6) 0.0196(2) Uani 1 1 d . . . . .
C7 C 0.72970(8) -0.15807(11) 0.65096(7) 0.0271(2) Uani 1 1 d . . . . .
H7 H 0.7519 -0.0752 0.6641 0.032 Uiso 1 1 calc R U . . .
C8 C 0.74807(9) -0.25704(14) 0.70577(7) 0.0366(3) Uani 1 1 d . . . . .
H8 H 0.7818 -0.2414 0.7568 0.044 Uiso 1 1 calc R U . . .
C9 C 0.71742(9) -0.37797(13) 0.68626(8) 0.0391(3) Uani 1 1 d . . . . .
H9 H 0.7311 -0.4457 0.7235 0.047 Uiso 1 1 calc R U . . .
C10 C 0.66698(9) -0.40112(11) 0.61286(8) 0.0336(3) Uani 1 1 d . . . . .
H10 H 0.6459 -0.4846 0.5996 0.040 Uiso 1 1 calc R U . . .
C11 C 0.64720(8) -0.30215(10) 0.55864(7) 0.0248(2) Uani 1 1 d . . . . .
H11 H 0.6116 -0.3178 0.5086 0.030 Uiso 1 1 calc R U . . .
C12 C 0.72405(7) -0.16981(10) 0.38748(6) 0.0226(2) Uani 1 1 d . . . . .
C13 C 0.69972(9) -0.18115(11) 0.30388(7) 0.0296(2) Uani 1 1 d . . . . .
H13 H 0.6527 -0.1297 0.2783 0.035 Uiso 1 1 calc R U . . .
C14 C 0.74380(10) -0.26725(12) 0.25788(8) 0.0375(3) Uani 1 1 d . . . . .
H14 H 0.7269 -0.2740 0.2010 0.045 Uiso 1 1 calc R U . . .
C15 C 0.81201(9) -0.34304(12) 0.29422(8) 0.0379(3) Uani 1 1 d . . . . .
H15 H 0.8422 -0.4015 0.2625 0.045 Uiso 1 1 calc R U . . .
C16 C 0.83617(9) -0.33330(12) 0.37704(8) 0.0357(3) Uani 1 1 d . . . . .
H16 H 0.8827 -0.3859 0.4023 0.043 Uiso 1 1 calc R U . . .
C17 C 0.79291(8) -0.24709(11) 0.42363(7) 0.0278(2) Uani 1 1 d . . . . .
H17 H 0.8103 -0.2407 0.4804 0.033 Uiso 1 1 calc R U . . .
C18 C 0.54742(7) 0.27247(10) 0.36584(6) 0.0203(2) Uani 1 1 d . . . . .
C19 C 0.51162(7) 0.39928(10) 0.26175(6) 0.0213(2) Uani 1 1 d . . . . .
C20 C 0.48060(7) 0.27673(10) 0.24470(6) 0.0200(2) Uani 1 1 d . . . . .
C21 C 0.59864(9) 0.50153(11) 0.38381(8) 0.0344(3) Uani 1 1 d . . . . .
H21A H 0.6274 0.5554 0.3455 0.052 Uiso 1 1 calc R U . . .
H21B H 0.6446 0.4685 0.4251 0.052 Uiso 1 1 calc R U . . .
H21C H 0.5546 0.5518 0.4103 0.052 Uiso 1 1 calc R U . . .
C22 C 0.51138(7) 0.51364(10) 0.21024(7) 0.0243(2) Uani 1 1 d . . . . .
C23 C 0.47764(8) 0.62962(11) 0.23431(8) 0.0315(3) Uani 1 1 d . . . . .
H23 H 0.4538 0.6365 0.2854 0.038 Uiso 1 1 calc R U . . .
C24 C 0.47871(9) 0.73523(13) 0.18396(9) 0.0424(3) Uani 1 1 d . . . . .
H24 H 0.4559 0.8142 0.2009 0.051 Uiso 1 1 calc R U . . .
C25 C 0.51255(11) 0.72607(14) 0.10982(10) 0.0494(4) Uani 1 1 d . . . . .
H25 H 0.5135 0.7986 0.0757 0.059 Uiso 1 1 calc R U . . .
C26 C 0.54523(11) 0.61116(15) 0.08503(9) 0.0509(4) Uani 1 1 d . . . . .
H26 H 0.5678 0.6046 0.0334 0.061 Uiso 1 1 calc R U . . .
C27 C 0.54537(9) 0.50532(13) 0.13497(8) 0.0380(3) Uani 1 1 d . . . . .
H27 H 0.5687 0.4269 0.1178 0.046 Uiso 1 1 calc R U . . .
C28 C 0.42725(7) 0.22725(10) 0.17151(6) 0.0212(2) Uani 1 1 d . . . . .
C29 C 0.43187(8) 0.09825(11) 0.15254(7) 0.0277(2) Uani 1 1 d . . . . .
H29 H 0.4702 0.0438 0.1865 0.033 Uiso 1 1 calc R U . . .
C30 C 0.38119(9) 0.04882(12) 0.08476(8) 0.0362(3) Uani 1 1 d . . . . .
H30 H 0.3850 -0.0391 0.0726 0.043 Uiso 1 1 calc R U . . .
C31 C 0.32512(9) 0.12678(14) 0.03483(8) 0.0377(3) Uani 1 1 d . . . . .
H31 H 0.2910 0.0929 -0.0120 0.045 Uiso 1 1 calc R U . . .
C32 C 0.31893(8) 0.25447(13) 0.05342(7) 0.0343(3) Uani 1 1 d . . . . .
H32 H 0.2799 0.3081 0.0196 0.041 Uiso 1 1 calc R U . . .
C33 C 0.36940(7) 0.30454(11) 0.12111(7) 0.0275(2) Uani 1 1 d . . . . .
H33 H 0.3646 0.3924 0.1334 0.033 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2315(13) . ?
N1 C2 1.3279(13) . ?
N1 C4 1.3637(13) . ?
N2 C2 1.3727(13) . ?
N2 C3 1.3758(13) . ?
N2 C5 1.4643(13) . ?
N3 C18 1.3236(13) . ?
N3 C20 1.3675(13) . ?
N4 C18 1.3685(13) . ?
N4 C19 1.3711(13) . ?
N4 C21 1.4618(14) . ?
C1 C2 1.4702(14) . ?
C1 C18 1.4754(14) . ?
C3 C4 1.3917(14) . ?
C3 C6 1.4704(14) . ?
C4 C12 1.4765(14) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.3901(14) . ?
C6 C11 1.3930(15) . ?
C7 C8 1.3883(16) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.3850(16) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C17 1.3948(16) . ?
C12 C13 1.3961(15) . ?
C13 C14 1.3892(17) . ?
C13 H13 0.9500 . ?
C14 C15 1.380(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.382(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.3894(16) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C19 C20 1.3887(15) . ?
C19 C22 1.4731(14) . ?
C20 C28 1.4723(14) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C27 1.3915(17) . ?
C22 C23 1.3928(16) . ?
C23 C24 1.3886(17) . ?
C23 H23 0.9500 . ?
C24 C25 1.374(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.3853(18) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.3959(16) . ?
C28 C33 1.3967(15) . ?
C29 C30 1.3861(16) . ?
C29 H29 0.9500 . ?
C30 C31 1.3821(19) . ?
C30 H30 0.9500 . ?
C31 C32 1.383(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.3862(16) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?

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 N1 C4 105.70(8) . . ?
C2 N2 C3 106.45(8) . . ?
C2 N2 C5 127.28(9) . . ?
C3 N2 C5 126.10(8) . . ?
C18 N3 C20 105.49(8) . . ?
C18 N4 C19 106.71(8) . . ?
C18 N4 C21 127.25(9) . . ?
C19 N4 C21 125.93(9) . . ?
O1 C1 C2 122.00(9) . . ?
O1 C1 C18 122.13(9) . . ?
C2 C1 C18 115.86(9) . . ?
N1 C2 N2 111.86(9) . . ?
N1 C2 C1 124.03(9) . . ?
N2 C2 C1 123.73(9) . . ?
N2 C3 C4 105.88(9) . . ?
N2 C3 C6 124.16(9) . . ?
C4 C3 C6 129.93(9) . . ?
N1 C4 C3 110.10(9) . . ?
N1 C4 C12 120.89(9) . . ?
C3 C4 C12 129.00(9) . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 119.01(10) . . ?
C7 C6 C3 121.82(10) . . ?
C11 C6 C3 119.12(9) . . ?
C8 C7 C6 120.22(11) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C9 C8 C7 120.07(12) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.37(11) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C11 119.71(12) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C6 120.61(11) . . ?
C10 C11 H11 119.7 . . ?
C6 C11 H11 119.7 . . ?
C17 C12 C13 118.62(10) . . ?
C17 C12 C4 121.94(10) . . ?
C13 C12 C4 119.42(10) . . ?
C14 C13 C12 120.43(12) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C13 120.48(12) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 119.57(11) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 120.48(12) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 120.41(11) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?
N3 C18 N4 111.93(9) . . ?
N3 C18 C1 124.63(9) . . ?
N4 C18 C1 123.18(9) . . ?
N4 C19 C20 105.76(9) . . ?
N4 C19 C22 122.76(9) . . ?
C20 C19 C22 131.30(10) . . ?
N3 C20 C19 110.08(9) . . ?
N3 C20 C28 120.45(9) . . ?
C19 C20 C28 129.45(9) . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C22 C23 118.99(10) . . ?
C27 C22 C19 118.97(10) . . ?
C23 C22 C19 122.04(10) . . ?
C24 C23 C22 120.24(12) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 120.32(13) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 119.86(12) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C25 C26 C27 120.44(13) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C26 C27 C22 120.15(13) . . ?
C26 C27 H27 119.9 . . ?
C22 C27 H27 119.9 . . ?
C29 C28 C33 118.28(10) . . ?
C29 C28 C20 119.54(9) . . ?
C33 C28 C20 122.15(10) . . ?
C30 C29 C28 120.70(11) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C31 C30 C29 120.38(12) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C32 119.59(11) . . ?
C30 C31 H31 120.2 . . ?
C32 C31 H31 120.2 . . ?
C31 C32 C33 120.33(11) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C32 C33 C28 120.70(11) . . ?
C32 C33 H33 119.6 . . ?
C28 C33 H33 119.6 . . ?

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
C4 N1 C2 N2 -0.09(11) . . . . ?
C4 N1 C2 C1 173.15(9) . . . . ?
C3 N2 C2 N1 -0.52(11) . . . . ?
C5 N2 C2 N1 -176.05(9) . . . . ?
C3 N2 C2 C1 -173.78(9) . . . . ?
C5 N2 C2 C1 10.69(16) . . . . ?
O1 C1 C2 N1 -152.76(11) . . . . ?
C18 C1 C2 N1 26.28(14) . . . . ?
O1 C1 C2 N2 19.69(16) . . . . ?
C18 C1 C2 N2 -161.27(9) . . . . ?
C2 N2 C3 C4 0.89(11) . . . . ?
C5 N2 C3 C4 176.49(9) . . . . ?
C2 N2 C3 C6 -177.37(9) . . . . ?
C5 N2 C3 C6 -1.77(15) . . . . ?
C2 N1 C4 C3 0.67(11) . . . . ?
C2 N1 C4 C12 -178.43(9) . . . . ?
N2 C3 C4 N1 -0.99(11) . . . . ?
C6 C3 C4 N1 177.13(10) . . . . ?
N2 C3 C4 C12 178.02(10) . . . . ?
C6 C3 C4 C12 -3.86(18) . . . . ?
N2 C3 C6 C7 -57.60(14) . . . . ?
C4 C3 C6 C7 124.57(12) . . . . ?
N2 C3 C6 C11 124.85(11) . . . . ?
C4 C3 C6 C11 -52.97(15) . . . . ?
C11 C6 C7 C8 -0.08(16) . . . . ?
C3 C6 C7 C8 -177.63(10) . . . . ?
C6 C7 C8 C9 1.18(18) . . . . ?
C7 C8 C9 C10 -1.16(19) . . . . ?
C8 C9 C10 C11 0.03(18) . . . . ?
C9 C10 C11 C6 1.08(17) . . . . ?
C7 C6 C11 C10 -1.05(16) . . . . ?
C3 C6 C11 C10 176.56(10) . . . . ?
N1 C4 C12 C17 147.69(10) . . . . ?
C3 C4 C12 C17 -31.23(17) . . . . ?
N1 C4 C12 C13 -30.85(15) . . . . ?
C3 C4 C12 C13 150.23(11) . . . . ?
C17 C12 C13 C14 -0.39(17) . . . . ?
C4 C12 C13 C14 178.20(11) . . . . ?
C12 C13 C14 C15 0.23(19) . . . . ?
C13 C14 C15 C16 0.28(19) . . . . ?
C14 C15 C16 C17 -0.62(19) . . . . ?
C15 C16 C17 C12 0.45(18) . . . . ?
C13 C12 C17 C16 0.05(17) . . . . ?
C4 C12 C17 C16 -178.50(10) . . . . ?
C20 N3 C18 N4 -0.25(11) . . . . ?
C20 N3 C18 C1 174.14(10) . . . . ?
C19 N4 C18 N3 -0.82(12) . . . . ?
C21 N4 C18 N3 -177.13(10) . . . . ?
C19 N4 C18 C1 -175.30(9) . . . . ?
C21 N4 C18 C1 8.39(17) . . . . ?
O1 C1 C18 N3 -144.58(11) . . . . ?
C2 C1 C18 N3 36.38(14) . . . . ?
O1 C1 C18 N4 29.20(16) . . . . ?
C2 C1 C18 N4 -149.84(10) . . . . ?
C18 N4 C19 C20 1.50(11) . . . . ?
C21 N4 C19 C20 177.87(10) . . . . ?
C18 N4 C19 C22 -174.10(10) . . . . ?
C21 N4 C19 C22 2.27(17) . . . . ?
C18 N3 C20 C19 1.22(11) . . . . ?
C18 N3 C20 C28 -177.12(9) . . . . ?
N4 C19 C20 N3 -1.72(11) . . . . ?
C22 C19 C20 N3 173.36(10) . . . . ?
N4 C19 C20 C28 176.43(10) . . . . ?
C22 C19 C20 C28 -8.49(19) . . . . ?
N4 C19 C22 C27 123.55(12) . . . . ?
C20 C19 C22 C27 -50.82(17) . . . . ?
N4 C19 C22 C23 -56.88(15) . . . . ?
C20 C19 C22 C23 128.75(13) . . . . ?
C27 C22 C23 C24 -0.47(18) . . . . ?
C19 C22 C23 C24 179.96(11) . . . . ?
C22 C23 C24 C25 0.4(2) . . . . ?
C23 C24 C25 C26 0.3(2) . . . . ?
C24 C25 C26 C27 -1.0(3) . . . . ?
C25 C26 C27 C22 0.9(2) . . . . ?
C23 C22 C27 C26 -0.1(2) . . . . ?
C19 C22 C27 C26 179.45(13) . . . . ?
N3 C20 C28 C29 -26.44(15) . . . . ?
C19 C20 C28 C29 155.58(11) . . . . ?
N3 C20 C28 C33 151.53(10) . . . . ?
C19 C20 C28 C33 -26.45(17) . . . . ?
C33 C28 C29 C30 0.87(17) . . . . ?
C20 C28 C29 C30 178.92(11) . . . . ?
C28 C29 C30 C31 -0.04(19) . . . . ?
C29 C30 C31 C32 -0.8(2) . . . . ?
C30 C31 C32 C33 0.8(2) . . . . ?
C31 C32 C33 C28 0.06(18) . . . . ?
C29 C28 C33 C32 -0.88(16) . . . . ?
C20 C28 C33 C32 -178.87(10) . . . . ?

_refine_diff_density_max         0.249
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.041

_shelxl_version_number           2013-3

####################################################################### 
# 
# 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_l0692a
_database_code_depnum_ccdc_archive 'CCDC 1519046'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H26 Cl2 N4 O Zn'
_chemical_formula_sum            'C33 H26 Cl2 N4 O Zn'
_chemical_formula_weight         630.85

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'
Cl Cl 0.1484 0.1585 '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      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                   9.8959(3)
_cell_length_b                   10.4838(3)
_cell_length_c                   14.8613(4)
_cell_angle_alpha                85.874(2)
_cell_angle_beta                 71.593(2)
_cell_angle_gamma                81.046(2)
_cell_volume                     1444.66(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    20887
_cell_measurement_theta_min      1.97
_cell_measurement_theta_max      27.50

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.069
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6594
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS-2012/1

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24985
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.967
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6622
_reflns_number_gt                5845
_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       Apex2
_computing_cell_refinement       Peakref
_computing_data_reduction        'Eval15, SADABS-2012/1'
_computing_structure_solution    SHELXT
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0269P)²+0.6428P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6622
_refine_ls_number_parameters     372
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0236
_refine_ls_wR_factor_ref         0.0603
_refine_ls_wR_factor_gt          0.0580
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
Zn1 Zn 0.37180(2) 0.26598(2) 0.54509(2) 0.01745(5) Uani 1 1 d . . . . .
Cl1 Cl 0.26425(4) 0.45962(3) 0.59928(3) 0.02563(8) Uani 1 1 d . . . . .
Cl2 Cl 0.24062(4) 0.11062(4) 0.54613(3) 0.02908(9) Uani 1 1 d . . . . .
O1 O 0.87263(10) 0.19510(10) 0.44657(7) 0.0258(2) Uani 1 1 d . . . . .
C1 C 0.74204(14) 0.20386(13) 0.47079(10) 0.0185(3) Uani 1 1 d . . . . .
N11 N 0.51874(12) 0.18314(11) 0.60912(8) 0.0183(2) Uani 1 1 d . . . . .
N21 N 0.72755(12) 0.10552(11) 0.63041(8) 0.0193(2) Uani 1 1 d . . . . .
C21 C 0.66125(14) 0.16792(13) 0.56896(9) 0.0180(3) Uani 1 1 d . . . . .
C31 C 0.62226(14) 0.07694(13) 0.71149(10) 0.0195(3) Uani 1 1 d . . . . .
C41 C 0.49270(14) 0.12604(13) 0.69781(10) 0.0195(3) Uani 1 1 d . . . . .
C51 C 0.88283(15) 0.07251(17) 0.61691(11) 0.0278(3) Uani 1 1 d . . . . .
H51A H 0.9213 -0.0032 0.5768 0.042 Uiso 1 1 calc R U . . .
H51B H 0.8984 0.0531 0.6787 0.042 Uiso 1 1 calc R U . . .
H51C H 0.9321 0.1457 0.5862 0.042 Uiso 1 1 calc R U . . .
C61 C 0.65603(14) 0.00870(14) 0.79409(10) 0.0216(3) Uani 1 1 d . . . . .
C71 C 0.71316(18) -0.12065(16) 0.79043(12) 0.0324(4) Uani 1 1 d . . . . .
H71 H 0.7298 -0.1674 0.7346 0.039 Uiso 1 1 calc R U . . .
C81 C 0.74639(18) -0.18236(18) 0.86858(14) 0.0383(4) Uani 1 1 d . . . . .
H81 H 0.7846 -0.2714 0.8661 0.046 Uiso 1 1 calc R U . . .
C91 C 0.72419(19) -0.1150(2) 0.94931(13) 0.0405(4) Uani 1 1 d . . . . .
H91 H 0.7477 -0.1572 1.0022 0.049 Uiso 1 1 calc R U . . .
C101 C 0.6678(2) 0.0137(2) 0.95311(13) 0.0448(5) Uani 1 1 d . . . . .
H101 H 0.6528 0.0604 1.0087 0.054 Uiso 1 1 calc R U . . .
C111 C 0.63262(19) 0.07547(17) 0.87615(11) 0.0337(4) Uani 1 1 d . . . . .
H111 H 0.5923 0.1640 0.8796 0.040 Uiso 1 1 calc R U . . .
C121 C 0.34604(15) 0.11834(14) 0.76283(10) 0.0217(3) Uani 1 1 d . . . . .
C131 C 0.24234(17) 0.22690(17) 0.78093(11) 0.0325(4) Uani 1 1 d . . . . .
H131 H 0.2666 0.3083 0.7537 0.039 Uiso 1 1 calc R U . . .
C141 C 0.10280(18) 0.2170(2) 0.83889(12) 0.0421(5) Uani 1 1 d . . . . .
H141 H 0.0318 0.2913 0.8501 0.051 Uiso 1 1 calc R U . . .
C151 C 0.06743(18) 0.0991(2) 0.88012(12) 0.0421(5) Uani 1 1 d . . . . .
H151 H -0.0278 0.0924 0.9196 0.051 Uiso 1 1 calc R U . . .
C161 C 0.17058(19) -0.00834(19) 0.86384(11) 0.0368(4) Uani 1 1 d . . . . .
H161 H 0.1468 -0.0889 0.8931 0.044 Uiso 1 1 calc R U . . .
C171 C 0.30928(17) 0.00042(16) 0.80483(11) 0.0276(3) Uani 1 1 d . . . . .
H171 H 0.3794 -0.0745 0.7931 0.033 Uiso 1 1 calc R U . . .
N12 N 0.52473(12) 0.29110(11) 0.41836(8) 0.0185(2) Uani 1 1 d . . . . .
N22 N 0.73804(12) 0.27487(11) 0.30866(8) 0.0187(2) Uani 1 1 d . . . . .
C22 C 0.66528(14) 0.25091(13) 0.40116(10) 0.0181(3) Uani 1 1 d . . . . .
C32 C 0.63987(14) 0.33581(13) 0.26629(10) 0.0196(3) Uani 1 1 d . . . . .
C42 C 0.50732(14) 0.34743(13) 0.33580(10) 0.0195(3) Uani 1 1 d . . . . .
C52 C 0.89329(15) 0.24362(16) 0.26139(10) 0.0258(3) Uani 1 1 d . . . . .
H52A H 0.9129 0.2517 0.1925 0.039 Uiso 1 1 calc R U . . .
H52B H 0.9262 0.1549 0.2786 0.039 Uiso 1 1 calc R U . . .
H52C H 0.9444 0.3034 0.2816 0.039 Uiso 1 1 calc R U . . .
C62 C 0.67621(15) 0.37655(14) 0.16523(10) 0.0222(3) Uani 1 1 d . . . . .
C72 C 0.77893(17) 0.45836(16) 0.12522(12) 0.0308(3) Uani 1 1 d . . . . .
H72 H 0.8305 0.4864 0.1625 0.037 Uiso 1 1 calc R U . . .
C82 C 0.80624(19) 0.49914(19) 0.03074(13) 0.0404(4) Uani 1 1 d . . . . .
H82 H 0.8757 0.5557 0.0040 0.048 Uiso 1 1 calc R U . . .
C92 C 0.7332(2) 0.45811(18) -0.02433(12) 0.0403(4) Uani 1 1 d . . . . .
H92 H 0.7535 0.4851 -0.0891 0.048 Uiso 1 1 calc R U . . .
C102 C 0.6304(2) 0.37750(17) 0.01485(12) 0.0360(4) Uani 1 1 d . . . . .
H102 H 0.5795 0.3496 -0.0229 0.043 Uiso 1 1 calc R U . . .
C112 C 0.60125(17) 0.33720(15) 0.10920(11) 0.0273(3) Uani 1 1 d . . . . .
H112 H 0.5298 0.2825 0.1358 0.033 Uiso 1 1 calc R U . . .
C122 C 0.36974(14) 0.42010(14) 0.32994(10) 0.0200(3) Uani 1 1 d . . . . .
C132 C 0.23859(15) 0.37548(15) 0.37478(10) 0.0229(3) Uani 1 1 d . . . . .
H132 H 0.2371 0.2938 0.4069 0.027 Uiso 1 1 calc R U . . .
C142 C 0.11021(16) 0.44911(16) 0.37290(11) 0.0273(3) Uani 1 1 d . . . . .
H142 H 0.0215 0.4183 0.4046 0.033 Uiso 1 1 calc R U . . .
C152 C 0.11098(16) 0.56752(16) 0.32500(11) 0.0296(3) Uani 1 1 d . . . . .
H152 H 0.0231 0.6178 0.3236 0.036 Uiso 1 1 calc R U . . .
C162 C 0.24115(17) 0.61221(15) 0.27908(11) 0.0288(3) Uani 1 1 d . . . . .
H162 H 0.2421 0.6928 0.2454 0.035 Uiso 1 1 calc R U . . .
C172 C 0.36986(16) 0.53992(14) 0.28208(11) 0.0245(3) Uani 1 1 d . . . . .
H172 H 0.4582 0.5720 0.2515 0.029 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N11 2.0337(11) . ?
Zn1 N12 2.0395(11) . ?
Zn1 Cl1 2.2190(4) . ?
Zn1 Cl2 2.2316(4) . ?
O1 C1 1.2174(16) . ?
C1 C21 1.4791(19) . ?
C1 C22 1.4825(19) . ?
N11 C21 1.3352(17) . ?
N11 C41 1.3718(18) . ?
N21 C21 1.3606(18) . ?
N21 C31 1.3709(17) . ?
N21 C51 1.4734(17) . ?
C31 C41 1.3764(19) . ?
C31 C61 1.4794(19) . ?
C41 C121 1.4785(19) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C61 C71 1.383(2) . ?
C61 C111 1.387(2) . ?
C71 C81 1.394(2) . ?
C71 H71 0.9500 . ?
C81 C91 1.376(3) . ?
C81 H81 0.9500 . ?
C91 C101 1.375(3) . ?
C91 H91 0.9500 . ?
C101 C111 1.387(2) . ?
C101 H101 0.9500 . ?
C111 H111 0.9500 . ?
C121 C131 1.388(2) . ?
C121 C171 1.391(2) . ?
C131 C141 1.393(2) . ?
C131 H131 0.9500 . ?
C141 C151 1.384(3) . ?
C141 H141 0.9500 . ?
C151 C161 1.377(3) . ?
C151 H151 0.9500 . ?
C161 C171 1.389(2) . ?
C161 H161 0.9500 . ?
C171 H171 0.9500 . ?
N12 C22 1.3364(17) . ?
N12 C42 1.3716(18) . ?
N22 C22 1.3611(17) . ?
N22 C32 1.3725(18) . ?
N22 C52 1.4683(17) . ?
C32 C42 1.3840(19) . ?
C32 C62 1.4770(19) . ?
C42 C122 1.4778(19) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C62 C72 1.392(2) . ?
C62 C112 1.396(2) . ?
C72 C82 1.392(2) . ?
C72 H72 0.9500 . ?
C82 C92 1.378(3) . ?
C82 H82 0.9500 . ?
C92 C102 1.383(3) . ?
C92 H92 0.9500 . ?
C102 C112 1.387(2) . ?
C102 H102 0.9500 . ?
C112 H112 0.9500 . ?
C122 C132 1.3947(19) . ?
C122 C172 1.398(2) . ?
C132 C142 1.387(2) . ?
C132 H132 0.9500 . ?
C142 C152 1.386(2) . ?
C142 H142 0.9500 . ?
C152 C162 1.390(2) . ?
C152 H152 0.9500 . ?
C162 C172 1.389(2) . ?
C162 H162 0.9500 . ?
C172 H172 0.9500 . ?

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
N11 Zn1 N12 93.31(5) . . ?
N11 Zn1 Cl1 113.54(3) . . ?
N12 Zn1 Cl1 108.03(3) . . ?
N11 Zn1 Cl2 104.64(3) . . ?
N12 Zn1 Cl2 114.11(3) . . ?
Cl1 Zn1 Cl2 120.057(15) . . ?
O1 C1 C21 120.06(12) . . ?
O1 C1 C22 119.41(12) . . ?
C21 C1 C22 120.53(12) . . ?
C21 N11 C41 106.93(11) . . ?
C21 N11 Zn1 125.34(9) . . ?
C41 N11 Zn1 127.62(9) . . ?
C21 N21 C31 107.51(11) . . ?
C21 N21 C51 128.49(12) . . ?
C31 N21 C51 124.01(12) . . ?
N11 C21 N21 110.14(12) . . ?
N11 C21 C1 127.46(12) . . ?
N21 C21 C1 122.31(12) . . ?
N21 C31 C41 106.66(12) . . ?
N21 C31 C61 122.19(12) . . ?
C41 C31 C61 131.13(13) . . ?
N11 C41 C31 108.73(12) . . ?
N11 C41 C121 122.93(12) . . ?
C31 C41 C121 128.31(13) . . ?
N21 C51 H51A 109.5 . . ?
N21 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
N21 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C71 C61 C111 119.19(14) . . ?
C71 C61 C31 121.04(13) . . ?
C111 C61 C31 119.76(14) . . ?
C61 C71 C81 120.03(16) . . ?
C61 C71 H71 120.0 . . ?
C81 C71 H71 120.0 . . ?
C91 C81 C71 120.37(17) . . ?
C91 C81 H81 119.8 . . ?
C71 C81 H81 119.8 . . ?
C101 C91 C81 119.76(16) . . ?
C101 C91 H91 120.1 . . ?
C81 C91 H91 120.1 . . ?
C91 C101 C111 120.26(18) . . ?
C91 C101 H101 119.9 . . ?
C111 C101 H101 119.9 . . ?
C101 C111 C61 120.38(17) . . ?
C101 C111 H111 119.8 . . ?
C61 C111 H111 119.8 . . ?
C131 C121 C171 119.08(14) . . ?
C131 C121 C41 120.91(14) . . ?
C171 C121 C41 119.98(13) . . ?
C121 C131 C141 120.27(16) . . ?
C121 C131 H131 119.9 . . ?
C141 C131 H131 119.9 . . ?
C151 C141 C131 120.12(17) . . ?
C151 C141 H141 119.9 . . ?
C131 C141 H141 119.9 . . ?
C161 C151 C141 119.84(15) . . ?
C161 C151 H151 120.1 . . ?
C141 C151 H151 120.1 . . ?
C151 C161 C171 120.33(16) . . ?
C151 C161 H161 119.8 . . ?
C171 C161 H161 119.8 . . ?
C161 C171 C121 120.34(16) . . ?
C161 C171 H171 119.8 . . ?
C121 C171 H171 119.8 . . ?
C22 N12 C42 106.95(11) . . ?
C22 N12 Zn1 124.31(9) . . ?
C42 N12 Zn1 128.73(9) . . ?
C22 N22 C32 107.58(11) . . ?
C22 N22 C52 127.12(12) . . ?
C32 N22 C52 125.30(12) . . ?
N12 C22 N22 110.24(12) . . ?
N12 C22 C1 127.80(12) . . ?
N22 C22 C1 121.42(12) . . ?
N22 C32 C42 106.47(12) . . ?
N22 C32 C62 124.26(12) . . ?
C42 C32 C62 129.26(13) . . ?
N12 C42 C32 108.69(12) . . ?
N12 C42 C122 123.11(12) . . ?
C32 C42 C122 127.86(13) . . ?
N22 C52 H52A 109.5 . . ?
N22 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
N22 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C72 C62 C112 118.88(14) . . ?
C72 C62 C32 121.68(13) . . ?
C112 C62 C32 119.38(13) . . ?
C82 C72 C62 120.16(16) . . ?
C82 C72 H72 119.9 . . ?
C62 C72 H72 119.9 . . ?
C92 C82 C72 120.48(17) . . ?
C92 C82 H82 119.8 . . ?
C72 C82 H82 119.8 . . ?
C82 C92 C102 119.83(16) . . ?
C82 C92 H92 120.1 . . ?
C102 C92 H92 120.1 . . ?
C92 C102 C112 120.20(16) . . ?
C92 C102 H102 119.9 . . ?
C112 C102 H102 119.9 . . ?
C102 C112 C62 120.43(15) . . ?
C102 C112 H112 119.8 . . ?
C62 C112 H112 119.8 . . ?
C132 C122 C172 118.85(13) . . ?
C132 C122 C42 121.81(13) . . ?
C172 C122 C42 119.26(12) . . ?
C142 C132 C122 120.70(14) . . ?
C142 C132 H132 119.7 . . ?
C122 C132 H132 119.7 . . ?
C152 C142 C132 120.21(14) . . ?
C152 C142 H142 119.9 . . ?
C132 C142 H142 119.9 . . ?
C142 C152 C162 119.58(14) . . ?
C142 C152 H152 120.2 . . ?
C162 C152 H152 120.2 . . ?
C172 C162 C152 120.46(15) . . ?
C172 C162 H162 119.8 . . ?
C152 C162 H162 119.8 . . ?
C162 C172 C122 120.18(14) . . ?
C162 C172 H172 119.9 . . ?
C122 C172 H172 119.9 . . ?

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
C41 N11 C21 N21 -1.57(15) . . . . ?
Zn1 N11 C21 N21 -178.12(9) . . . . ?
C41 N11 C21 C1 174.89(13) . . . . ?
Zn1 N11 C21 C1 -1.7(2) . . . . ?
C31 N21 C21 N11 1.84(15) . . . . ?
C51 N21 C21 N11 -177.86(13) . . . . ?
C31 N21 C21 C1 -174.84(12) . . . . ?
C51 N21 C21 C1 5.5(2) . . . . ?
O1 C1 C21 N11 173.18(13) . . . . ?
C22 C1 C21 N11 -6.7(2) . . . . ?
O1 C1 C21 N21 -10.7(2) . . . . ?
C22 C1 C21 N21 169.35(12) . . . . ?
C21 N21 C31 C41 -1.33(15) . . . . ?
C51 N21 C31 C41 178.37(13) . . . . ?
C21 N21 C31 C61 -179.91(13) . . . . ?
C51 N21 C31 C61 -0.2(2) . . . . ?
C21 N11 C41 C31 0.71(15) . . . . ?
Zn1 N11 C41 C31 177.15(9) . . . . ?
C21 N11 C41 C121 -177.39(13) . . . . ?
Zn1 N11 C41 C121 -0.94(19) . . . . ?
N21 C31 C41 N11 0.40(15) . . . . ?
C61 C31 C41 N11 178.80(14) . . . . ?
N21 C31 C41 C121 178.36(13) . . . . ?
C61 C31 C41 C121 -3.2(3) . . . . ?
N21 C31 C61 C71 -70.49(19) . . . . ?
C41 C31 C61 C71 111.31(18) . . . . ?
N21 C31 C61 C111 108.37(17) . . . . ?
C41 C31 C61 C111 -69.8(2) . . . . ?
C111 C61 C71 C81 0.0(2) . . . . ?
C31 C61 C71 C81 178.91(14) . . . . ?
C61 C71 C81 C91 -0.7(3) . . . . ?
C71 C81 C91 C101 0.5(3) . . . . ?
C81 C91 C101 C111 0.3(3) . . . . ?
C91 C101 C111 C61 -1.0(3) . . . . ?
C71 C61 C111 C101 0.8(2) . . . . ?
C31 C61 C111 C101 -178.09(16) . . . . ?
N11 C41 C121 C131 -49.2(2) . . . . ?
C31 C41 C121 C131 133.14(17) . . . . ?
N11 C41 C121 C171 129.09(15) . . . . ?
C31 C41 C121 C171 -48.6(2) . . . . ?
C171 C121 C131 C141 -1.2(2) . . . . ?
C41 C121 C131 C141 177.03(15) . . . . ?
C121 C131 C141 C151 1.1(3) . . . . ?
C131 C141 C151 C161 0.1(3) . . . . ?
C141 C151 C161 C171 -1.2(3) . . . . ?
C151 C161 C171 C121 1.1(2) . . . . ?
C131 C121 C171 C161 0.1(2) . . . . ?
C41 C121 C171 C161 -178.14(14) . . . . ?
C42 N12 C22 N22 -2.61(15) . . . . ?
Zn1 N12 C22 N22 176.28(8) . . . . ?
C42 N12 C22 C1 168.98(13) . . . . ?
Zn1 N12 C22 C1 -12.1(2) . . . . ?
C32 N22 C22 N12 1.63(15) . . . . ?
C52 N22 C22 N12 -179.03(13) . . . . ?
C32 N22 C22 C1 -170.59(12) . . . . ?
C52 N22 C22 C1 8.8(2) . . . . ?
O1 C1 C22 N12 -165.46(14) . . . . ?
C21 C1 C22 N12 14.4(2) . . . . ?
O1 C1 C22 N22 5.3(2) . . . . ?
C21 C1 C22 N22 -174.81(12) . . . . ?
C22 N22 C32 C42 0.02(15) . . . . ?
C52 N22 C32 C42 -179.34(13) . . . . ?
C22 N22 C32 C62 -179.15(13) . . . . ?
C52 N22 C32 C62 1.5(2) . . . . ?
C22 N12 C42 C32 2.59(15) . . . . ?
Zn1 N12 C42 C32 -176.23(9) . . . . ?
C22 N12 C42 C122 -171.09(12) . . . . ?
Zn1 N12 C42 C122 10.09(19) . . . . ?
N22 C32 C42 N12 -1.61(15) . . . . ?
C62 C32 C42 N12 177.51(13) . . . . ?
N22 C32 C42 C122 171.69(13) . . . . ?
C62 C32 C42 C122 -9.2(2) . . . . ?
N22 C32 C62 C72 -56.4(2) . . . . ?
C42 C32 C62 C72 124.66(17) . . . . ?
N22 C32 C62 C112 126.68(15) . . . . ?
C42 C32 C62 C112 -52.3(2) . . . . ?
C112 C62 C72 C82 -0.3(2) . . . . ?
C32 C62 C72 C82 -177.32(15) . . . . ?
C62 C72 C82 C92 -0.7(3) . . . . ?
C72 C82 C92 C102 1.1(3) . . . . ?
C82 C92 C102 C112 -0.4(3) . . . . ?
C92 C102 C112 C62 -0.6(2) . . . . ?
C72 C62 C112 C102 1.0(2) . . . . ?
C32 C62 C112 C102 178.01(14) . . . . ?
N12 C42 C122 C132 -43.3(2) . . . . ?
C32 C42 C122 C132 144.32(15) . . . . ?
N12 C42 C122 C172 133.56(14) . . . . ?
C32 C42 C122 C172 -38.8(2) . . . . ?
C172 C122 C132 C142 -0.7(2) . . . . ?
C42 C122 C132 C142 176.17(13) . . . . ?
C122 C132 C142 C152 1.0(2) . . . . ?
C132 C142 C152 C162 -0.2(2) . . . . ?
C142 C152 C162 C172 -0.9(2) . . . . ?
C152 C162 C172 C122 1.2(2) . . . . ?
C132 C122 C172 C162 -0.4(2) . . . . ?
C42 C122 C172 C162 -177.35(13) . . . . ?

_refine_diff_density_max         0.315
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.045

_shelxl_version_number           2014-3

