# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_umcb0280_mn_ly2
_database_code_depnum_ccdc_archive 'CCDC 1837621'
_audit_update_record             
;
2018-04-17 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            Mn-LY2
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H30 F6 Mn N5 O6.50 S2'
_chemical_formula_weight         893.73

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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                   9.2068(3)
_cell_length_b                   13.8551(5)
_cell_length_c                   15.2249(5)
_cell_angle_alpha                85.908(2)
_cell_angle_beta                 84.775(2)
_cell_angle_gamma                81.762(2)
_cell_volume                     1910.73(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9585
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      25.29

_exptl_crystal_description       prism
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.855
_exptl_absorpt_correction_T_max  0.923
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22804
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.345
_diffrn_reflns_theta_max         24.406
_diffrn_reflns_theta_full        24.406
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measured_fraction_theta_full 0.948
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_Laue_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_point_group_measured_fraction_full 0.948
_reflns_number_total             5955
_reflns_number_gt                5414
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX
_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)+(0.0282P)²+3.0898P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5955
_refine_ls_number_parameters     554
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0897
_refine_ls_wR_factor_gt          0.0861
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.087
_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
Mn1 Mn 0.21124(4) 0.21986(3) 0.20970(2) 0.01769(11) Uani 1 1 d . . . . .
N1 N 0.1466(2) 0.15489(16) 0.09107(13) 0.0209(5) Uani 1 1 d . . . . .
N2 N 0.3258(2) 0.06634(15) 0.21015(12) 0.0169(4) Uani 1 1 d . . . . .
N3 N -0.0081(2) 0.23606(15) 0.29278(12) 0.0182(4) Uani 1 1 d . . . . .
N4 N 0.0985(2) 0.37002(16) 0.17515(13) 0.0214(5) Uani 1 1 d . . . . .
N5 N 0.2947(2) 0.29308(16) 0.31673(14) 0.0234(5) Uani 1 1 d . . . . .
C1 C 0.0418(3) 0.1962(2) 0.03889(17) 0.0269(6) Uani 1 1 d . . . . .
H1 H -0.015095 0.254281 0.054858 0.032 Uiso 1 1 calc R U . . .
C2 C 0.0152(3) 0.1560(2) -0.03740(17) 0.0300(6) Uani 1 1 d . . . . .
H2 H -0.058022 0.186268 -0.072299 0.036 Uiso 1 1 calc R U . . .
C3 C 0.0992(3) 0.0703(2) -0.06053(16) 0.0282(6) Uani 1 1 d . . . . .
H3 H 0.083342 0.041670 -0.111624 0.034 Uiso 1 1 calc R U . . .
C4 C 0.2078(3) 0.0264(2) -0.00753(16) 0.0233(6) Uani 1 1 d . . . . .
H4 H 0.265827 -0.031647 -0.022610 0.028 Uiso 1 1 calc R U . . .
C5 C 0.2281(3) 0.07070(18) 0.06831(15) 0.0185(5) Uani 1 1 d . . . . .
C6 C 0.3384(3) 0.02623(18) 0.13086(15) 0.0164(5) Uani 1 1 d . . . . .
C7 C 0.4440(3) -0.05190(18) 0.11057(16) 0.0206(5) Uani 1 1 d . . . . .
H7 H 0.450329 -0.078615 0.055790 0.025 Uiso 1 1 calc R U . . .
C8 C 0.5406(3) -0.08997(19) 0.17309(16) 0.0215(5) Uani 1 1 d . . . . .
H8 H 0.614825 -0.141071 0.159997 0.026 Uiso 1 1 calc R U . . .
C9 C 0.5252(3) -0.05113(18) 0.25501(16) 0.0197(5) Uani 1 1 d . . . . .
H9 H 0.588149 -0.076364 0.298017 0.024 Uiso 1 1 calc R U . . .
C10 C 0.4152(3) 0.02572(18) 0.27231(15) 0.0172(5) Uani 1 1 d . . . . .
C11 C 0.3803(3) 0.06413(18) 0.36173(15) 0.0170(5) Uani 1 1 d . . . . .
C12 C 0.4869(3) 0.09998(18) 0.40422(16) 0.0196(5) Uani 1 1 d . . . . .
H12 H 0.582467 0.097488 0.377838 0.024 Uiso 1 1 calc R U . . .
C13 C 0.4514(3) 0.13947(18) 0.48588(16) 0.0206(5) Uani 1 1 d . . . . .
H13 H 0.523012 0.163285 0.514248 0.025 Uiso 1 1 calc R U . . .
C14 C 0.3090(3) 0.14340(18) 0.52513(16) 0.0208(5) Uani 1 1 d . . . . .
H14 H 0.284260 0.171971 0.578884 0.025 Uiso 1 1 calc R U . . .
C15 C 0.2031(3) 0.10474(18) 0.48431(15) 0.0191(5) Uani 1 1 d . . . . .
H15 H 0.108508 0.106004 0.511852 0.023 Uiso 1 1 calc R U . . .
C16 C 0.2370(3) 0.06420(18) 0.40283(15) 0.0179(5) Uani 1 1 d . . . . .
C17 C 0.1293(3) 0.01391(18) 0.36178(15) 0.0180(5) Uani 1 1 d . . . . .
C18 C 0.1657(3) -0.08482(19) 0.34698(15) 0.0208(5) Uani 1 1 d . . . . .
H18 H 0.255409 -0.117546 0.363534 0.025 Uiso 1 1 calc R U . . .
C19 C 0.0722(3) -0.1355(2) 0.30835(16) 0.0246(6) Uani 1 1 d . . . . .
H19 H 0.099616 -0.201306 0.298425 0.030 Uiso 1 1 calc R U . . .
C20 C -0.0628(3) -0.0881(2) 0.28437(16) 0.0236(6) Uani 1 1 d . . . . .
H20 H -0.127221 -0.122185 0.259592 0.028 Uiso 1 1 calc R U . . .
C21 C -0.1008(3) 0.0104(2) 0.29757(15) 0.0216(5) Uani 1 1 d . . . . .
H21 H -0.190549 0.042471 0.280561 0.026 Uiso 1 1 calc R U . . .
C22 C -0.0064(3) 0.06259(18) 0.33607(14) 0.0171(5) Uani 1 1 d . . . . .
C23 C -0.0581(3) 0.16761(19) 0.35048(15) 0.0178(5) Uani 1 1 d . . . . .
C24 C -0.1628(3) 0.1926(2) 0.42006(16) 0.0227(6) Uani 1 1 d . . . . .
H24 H -0.194818 0.144284 0.459639 0.027 Uiso 1 1 calc R U . . .
C25 C -0.2183(3) 0.2890(2) 0.42985(17) 0.0286(6) Uani 1 1 d . . . . .
H25 H -0.285039 0.306870 0.477429 0.034 Uiso 1 1 calc R U . . .
C26 C -0.1737(3) 0.3588(2) 0.36820(17) 0.0266(6) Uani 1 1 d . . . . .
H26 H -0.213520 0.424124 0.372107 0.032 Uiso 1 1 calc R U . . .
C27 C -0.0683(3) 0.33043(19) 0.29998(16) 0.0199(5) Uani 1 1 d . . . . .
C28 C -0.0179(3) 0.40299(19) 0.23095(16) 0.0219(5) Uani 1 1 d . . . . .
C29 C -0.0879(3) 0.4982(2) 0.22187(19) 0.0321(6) Uani 1 1 d . . . . .
H29 H -0.168960 0.519551 0.260071 0.039 Uiso 1 1 calc R U . . .
C30 C -0.0362(4) 0.5611(2) 0.1555(2) 0.0392(7) Uani 1 1 d . . . . .
H30 H -0.082520 0.624997 0.148367 0.047 Uiso 1 1 calc R U . . .
C31 C 0.0846(3) 0.5279(2) 0.10021(19) 0.0350(7) Uani 1 1 d . . . . .
H31 H 0.122184 0.569280 0.055771 0.042 Uiso 1 1 calc R U . . .
C32 C 0.1487(3) 0.4321(2) 0.11201(17) 0.0279(6) Uani 1 1 d . . . . .
H32 H 0.230169 0.409746 0.074552 0.033 Uiso 1 1 calc R U . . .
C33 C 0.3365(3) 0.3414(2) 0.36338(18) 0.0285(6) Uani 1 1 d . . . . .
C34 C 0.3899(5) 0.4031(3) 0.4229(2) 0.0580(11) Uani 1 1 d . . . . .
H34A H 0.310986 0.451734 0.442588 0.070 Uiso 1 1 calc R U . . .
H34B H 0.468168 0.434411 0.392568 0.070 Uiso 1 1 calc R U . . .
H34C H 0.425946 0.363797 0.472954 0.070 Uiso 1 1 calc R U . . .
S1 S 0.56645(7) 0.23603(5) 0.12015(4) 0.02170(15) Uani 1 1 d . . . . .
O1 O 0.40598(19) 0.25421(14) 0.12499(12) 0.0263(4) Uani 1 1 d . . . . .
O2 O 0.6315(2) 0.20342(17) 0.03666(14) 0.0435(6) Uani 1 1 d . . . . .
O3 O 0.6257(2) 0.18643(16) 0.19707(14) 0.0413(5) Uani 1 1 d . . . . .
C35 C 0.6123(3) 0.3596(2) 0.12103(17) 0.0274(6) Uani 1 1 d . . . . .
F1 F 0.5711(2) 0.39630(14) 0.19898(12) 0.0488(5) Uani 1 1 d . . . . .
F2 F 0.5501(2) 0.41801(13) 0.05931(13) 0.0477(5) Uani 1 1 d . . . . .
F3 F 0.75762(18) 0.35993(13) 0.10680(12) 0.0408(4) Uani 1 1 d . . . . .
S2 S 0.54800(8) 0.66442(5) 0.32038(4) 0.02603(16) Uani 1 1 d . . . . .
O4 O 0.6011(2) 0.56647(14) 0.35262(13) 0.0352(5) Uani 1 1 d . . . . .
O5 O 0.4362(2) 0.71588(16) 0.37798(13) 0.0390(5) Uani 1 1 d . . . . .
O6 O 0.6615(2) 0.72072(15) 0.28378(14) 0.0391(5) Uani 1 1 d . . . . .
C36 C 0.4514(4) 0.6457(2) 0.2254(2) 0.0372(7) Uani 1 1 d . . . . .
F4 F 0.3565(2) 0.58310(15) 0.24571(14) 0.0581(6) Uani 1 1 d . . . . .
F5 F 0.3758(2) 0.72893(13) 0.19473(12) 0.0493(5) Uani 1 1 d . . . . .
F6 F 0.5467(3) 0.60986(15) 0.16008(12) 0.0588(6) Uani 1 1 d . . . . .
O1S O 1.0252(12) 0.4995(10) 0.4882(9) 0.054(3) Uani 0.5 1 d D U P A -1
C1S C 0.9463(11) 0.5842(8) 0.4557(7) 0.069(2) Uani 0.5 1 d D U P A -1
H1S1 H 0.925235 0.630373 0.501656 0.083 Uiso 0.5 1 calc R U P A -1
H1S2 H 0.853317 0.570152 0.437993 0.083 Uiso 0.5 1 calc R U P A -1
C2S C 1.0300(18) 0.6284(13) 0.3784(9) 0.105(6) Uani 0.5 1 d D U P A -1
H2S1 H 1.101280 0.663951 0.398803 0.126 Uiso 0.5 1 calc R U P A -1
H2S2 H 0.963187 0.672053 0.344229 0.126 Uiso 0.5 1 calc R U P A -1
H2S3 H 1.079512 0.577630 0.342296 0.126 Uiso 0.5 1 calc R U P A -1
C1T C 0.9518(11) 0.4565(7) 0.5599(7) 0.068(3) Uani 0.5 1 d D U P A -1
H1T1 H 0.855574 0.445507 0.544844 0.082 Uiso 0.5 1 calc R U P A -1
H1T2 H 0.938198 0.499010 0.608721 0.082 Uiso 0.5 1 calc R U P A -1
C2T C 1.0400(14) 0.3616(10) 0.5859(11) 0.093(5) Uani 0.5 1 d D U P A -1
H2T1 H 1.052413 0.319722 0.537375 0.112 Uiso 0.5 1 calc R U P A -1
H2T2 H 0.989521 0.330959 0.635870 0.112 Uiso 0.5 1 calc R U P A -1
H2T3 H 1.134709 0.373046 0.601093 0.112 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
Mn1 O1 2.2001(17) . ?
Mn1 N5 2.227(2) . ?
Mn1 N2 2.235(2) . ?
Mn1 N4 2.238(2) . ?
Mn1 N1 2.238(2) . ?
Mn1 N3 2.275(2) . ?
N1 C5 1.343(3) . ?
N1 C1 1.344(3) . ?
N2 C10 1.350(3) . ?
N2 C6 1.353(3) . ?
N3 C23 1.348(3) . ?
N3 C27 1.353(3) . ?
N4 C32 1.339(3) . ?
N4 C28 1.352(3) . ?
N5 C33 1.137(3) . ?
C1 C2 1.380(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.370(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.387(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.493(3) . ?
C6 C7 1.380(4) . ?
C7 C8 1.387(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.381(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.488(3) . ?
C11 C12 1.389(3) . ?
C11 C16 1.408(3) . ?
C12 C13 1.387(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.390(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.494(3) . ?
C17 C18 1.390(4) . ?
C17 C22 1.407(3) . ?
C18 C19 1.380(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.384(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.398(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.490(4) . ?
C23 C24 1.393(3) . ?
C24 C25 1.373(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.378(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.393(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.491(4) . ?
C28 C29 1.386(4) . ?
C29 C30 1.383(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.377(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.379(4) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C34 1.451(4) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
S1 O3 1.427(2) . ?
S1 O2 1.430(2) . ?
S1 O1 1.4587(18) . ?
S1 C35 1.822(3) . ?
C35 F2 1.312(3) . ?
C35 F1 1.327(3) . ?
C35 F3 1.336(3) . ?
S2 O5 1.432(2) . ?
S2 O6 1.441(2) . ?
S2 O4 1.442(2) . ?
S2 C36 1.817(3) . ?
C36 F4 1.320(4) . ?
C36 F5 1.336(4) . ?
C36 F6 1.339(4) . ?
O1S C1S 1.374(10) . ?
O1S C1T 1.375(10) . ?
C1S C2S 1.490(10) . ?
C1S H1S1 0.9700 . ?
C1S H1S2 0.9700 . ?
C2S H2S1 0.9600 . ?
C2S H2S2 0.9600 . ?
C2S H2S3 0.9600 . ?
C1T C2T 1.490(10) . ?
C1T H1T1 0.9700 . ?
C1T H1T2 0.9700 . ?
C2T H2T1 0.9600 . ?
C2T H2T2 0.9600 . ?
C2T H2T3 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn1 N5 87.55(7) . . ?
O1 Mn1 N2 84.53(7) . . ?
N5 Mn1 N2 107.63(8) . . ?
O1 Mn1 N4 88.86(7) . . ?
N5 Mn1 N4 83.70(8) . . ?
N2 Mn1 N4 166.56(7) . . ?
O1 Mn1 N1 85.83(7) . . ?
N5 Mn1 N1 173.15(8) . . ?
N2 Mn1 N1 73.51(7) . . ?
N4 Mn1 N1 94.39(8) . . ?
O1 Mn1 N3 162.00(7) . . ?
N5 Mn1 N3 85.75(7) . . ?
N2 Mn1 N3 113.43(7) . . ?
N4 Mn1 N3 73.81(7) . . ?
N1 Mn1 N3 100.06(7) . . ?
C5 N1 C1 118.7(2) . . ?
C5 N1 Mn1 115.61(15) . . ?
C1 N1 Mn1 125.56(19) . . ?
C10 N2 C6 118.7(2) . . ?
C10 N2 Mn1 123.91(16) . . ?
C6 N2 Mn1 114.29(16) . . ?
C23 N3 C27 118.6(2) . . ?
C23 N3 Mn1 126.01(17) . . ?
C27 N3 Mn1 112.77(15) . . ?
C32 N4 C28 118.7(2) . . ?
C32 N4 Mn1 125.02(18) . . ?
C28 N4 Mn1 115.63(16) . . ?
C33 N5 Mn1 170.5(2) . . ?
N1 C1 C2 122.7(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.4(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 119.8(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 118.6(3) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 121.8(2) . . ?
N1 C5 C6 116.2(2) . . ?
C4 C5 C6 122.1(2) . . ?
N2 C6 C7 121.9(2) . . ?
N2 C6 C5 115.4(2) . . ?
C7 C6 C5 122.7(2) . . ?
C6 C7 C8 119.0(2) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C9 C8 C7 119.2(3) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 119.2(2) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 121.8(2) . . ?
N2 C10 C11 115.6(2) . . ?
C9 C10 C11 122.5(2) . . ?
C12 C11 C16 120.2(2) . . ?
C12 C11 C10 120.8(2) . . ?
C16 C11 C10 119.1(2) . . ?
C13 C12 C11 120.2(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.9(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.1(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 120.7(2) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C11 118.7(2) . . ?
C15 C16 C17 121.6(2) . . ?
C11 C16 C17 119.5(2) . . ?
C18 C17 C22 118.6(2) . . ?
C18 C17 C16 118.6(2) . . ?
C22 C17 C16 122.8(2) . . ?
C19 C18 C17 121.7(2) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 119.9(2) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C21 C20 C19 119.5(2) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 121.1(2) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C21 C22 C17 119.3(2) . . ?
C21 C22 C23 117.5(2) . . ?
C17 C22 C23 123.2(2) . . ?
N3 C23 C24 121.6(2) . . ?
N3 C23 C22 118.9(2) . . ?
C24 C23 C22 119.5(2) . . ?
C25 C24 C23 119.6(2) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 119.1(2) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C25 C26 C27 119.2(3) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
N3 C27 C26 121.7(2) . . ?
N3 C27 C28 117.0(2) . . ?
C26 C27 C28 121.3(2) . . ?
N4 C28 C29 121.2(2) . . ?
N4 C28 C27 116.2(2) . . ?
C29 C28 C27 122.6(2) . . ?
C30 C29 C28 119.4(3) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C31 C30 C29 119.2(3) . . ?
C31 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
C30 C31 C32 118.7(3) . . ?
C30 C31 H31 120.7 . . ?
C32 C31 H31 120.7 . . ?
N4 C32 C31 122.7(3) . . ?
N4 C32 H32 118.6 . . ?
C31 C32 H32 118.6 . . ?
N5 C33 C34 180.0(4) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O3 S1 O2 116.83(15) . . ?
O3 S1 O1 114.52(12) . . ?
O2 S1 O1 113.29(12) . . ?
O3 S1 C35 104.49(13) . . ?
O2 S1 C35 103.82(13) . . ?
O1 S1 C35 101.47(12) . . ?
S1 O1 Mn1 141.03(11) . . ?
F2 C35 F1 109.0(3) . . ?
F2 C35 F3 107.3(2) . . ?
F1 C35 F3 107.1(2) . . ?
F2 C35 S1 111.81(19) . . ?
F1 C35 S1 110.69(18) . . ?
F3 C35 S1 110.8(2) . . ?
O5 S2 O6 114.64(13) . . ?
O5 S2 O4 114.51(12) . . ?
O6 S2 O4 114.63(13) . . ?
O5 S2 C36 103.69(14) . . ?
O6 S2 C36 103.86(13) . . ?
O4 S2 C36 103.48(13) . . ?
F4 C36 F5 107.2(3) . . ?
F4 C36 F6 107.6(2) . . ?
F5 C36 F6 108.4(2) . . ?
F4 C36 S2 111.3(2) . . ?
F5 C36 S2 111.62(19) . . ?
F6 C36 S2 110.5(2) . . ?
C1S O1S C1T 112.8(9) . . ?
O1S C1S C2S 110.9(12) . . ?
O1S C1S H1S1 109.5 . . ?
C2S C1S H1S1 109.5 . . ?
O1S C1S H1S2 109.5 . . ?
C2S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 108.0 . . ?
C1S C2S H2S1 109.5 . . ?
C1S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
C1S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 109.5 . . ?
O1S C1T C2T 108.9(12) . . ?
O1S C1T H1T1 109.9 . . ?
C2T C1T H1T1 109.9 . . ?
O1S C1T H1T2 109.9 . . ?
C2T C1T H1T2 109.9 . . ?
H1T1 C1T H1T2 108.3 . . ?
C1T C2T H2T1 109.5 . . ?
C1T C2T H2T2 109.5 . . ?
H2T1 C2T H2T2 109.5 . . ?
C1T C2T H2T3 109.5 . . ?
H2T1 C2T H2T3 109.5 . . ?
H2T2 C2T H2T3 109.5 . . ?

_refine_diff_density_max         0.728
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.057


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/diethyl ether'
####################################################################### 
# 
# 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_umcb0278_ly_23_co
_database_code_depnum_ccdc_archive 'CCDC 1837623'
_audit_update_record             
;
2018-04-17 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_chemical_name_systematic        ?
_chemical_name_common            LY-23-Co
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H30 Co F6 N5 O6.50 S2'
_chemical_formula_sum            'C38 H30 Co F6 N5 O6.50 S2'
_chemical_formula_weight         897.72

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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                   9.1905(5)
_cell_length_b                   13.9412(9)
_cell_length_c                   15.1233(9)
_cell_angle_alpha                86.292(2)
_cell_angle_beta                 83.904(3)
_cell_angle_gamma                80.749(3)
_cell_volume                     1899.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9894
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      25.40

_exptl_crystal_description       needles
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.829
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_process_details   SADABS
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27618
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.356
_diffrn_reflns_theta_max         25.458
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             6681
_reflns_number_gt                6039
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    WinGX
_computing_publication_material  WinGX
_refine_special_details          
;
 Refined as a 2-component twin.
 A twin law was depicted using the Software TwinRotmat 
 integrated in the Crystallographic Package Tools: Platon.
 TWIN  -1   0   0   -0.425   0.093   0.907    -0.425   1.093   -0.093
  BASF   0.01462
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+13.5925P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6681
_refine_ls_number_parameters     584
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.1464
_refine_ls_wR_factor_gt          0.1431
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_restrained_S_all      1.150
_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
Co1 Co 0.20965(7) 0.22063(5) 0.20703(4) 0.01299(16) Uani 1 1 d . . . . .
N1 N 0.1435(4) 0.1602(3) 0.0973(3) 0.0165(8) Uani 1 1 d . . . . .
N2 N 0.3272(4) 0.0737(3) 0.2121(3) 0.0133(8) Uani 1 1 d . . . . .
N3 N 0.0001(4) 0.2358(3) 0.2899(3) 0.0150(8) Uani 1 1 d . . . . .
N4 N 0.1107(4) 0.3655(3) 0.1732(3) 0.0177(9) Uani 1 1 d . . . . .
C1 C 0.0355(5) 0.2016(4) 0.0475(3) 0.0211(11) Uani 1 1 d . . . . .
H1 H -0.022563 0.259266 0.065410 0.025 Uiso 1 1 calc R U . . .
C2 C 0.0069(6) 0.1621(4) -0.0292(3) 0.0241(11) Uani 1 1 d . . . . .
H2 H -0.068153 0.192771 -0.062544 0.029 Uiso 1 1 calc R U . . .
C3 C 0.0921(6) 0.0765(4) -0.0548(3) 0.0245(11) Uani 1 1 d . . . . .
H3 H 0.074855 0.048169 -0.105931 0.029 Uiso 1 1 calc R U . . .
C4 C 0.2043(6) 0.0321(4) -0.0040(3) 0.0212(11) Uani 1 1 d . . . . .
H4 H 0.263043 -0.025811 -0.020894 0.025 Uiso 1 1 calc R U . . .
C5 C 0.2266(5) 0.0758(4) 0.0721(3) 0.0159(10) Uani 1 1 d . . . . .
C6 C 0.3383(5) 0.0317(3) 0.1333(3) 0.0133(9) Uani 1 1 d . . . . .
C7 C 0.4443(5) -0.0485(4) 0.1117(3) 0.0188(10) Uani 1 1 d . . . . .
H7 H 0.448952 -0.076428 0.057091 0.023 Uiso 1 1 calc R U . . .
C8 C 0.5429(5) -0.0859(3) 0.1731(3) 0.0170(10) Uani 1 1 d . . . . .
H8 H 0.617135 -0.138031 0.159485 0.020 Uiso 1 1 calc R U . . .
C9 C 0.5293(5) -0.0449(3) 0.2544(3) 0.0172(10) Uani 1 1 d . . . . .
H9 H 0.594675 -0.069111 0.296272 0.021 Uiso 1 1 calc R U . . .
C10 C 0.4179(5) 0.0328(3) 0.2739(3) 0.0136(9) Uani 1 1 d . . . . .
C11 C 0.3825(5) 0.0691(3) 0.3647(3) 0.0153(10) Uani 1 1 d . . . . .
C12 C 0.4874(5) 0.1050(3) 0.4086(3) 0.0172(10) Uani 1 1 d . . . . .
H12 H 0.583688 0.103492 0.382019 0.021 Uiso 1 1 calc R U . . .
C13 C 0.4478(5) 0.1428(3) 0.4917(3) 0.0184(10) Uani 1 1 d . . . . .
H13 H 0.517782 0.166486 0.520869 0.022 Uiso 1 1 calc R U . . .
C14 C 0.3051(5) 0.1455(4) 0.5314(3) 0.0190(10) Uani 1 1 d . . . . .
H14 H 0.277894 0.174282 0.585756 0.023 Uiso 1 1 calc R U . . .
C15 C 0.2012(5) 0.1052(3) 0.4905(3) 0.0178(10) Uani 1 1 d . . . . .
H15 H 0.106492 0.104420 0.518857 0.021 Uiso 1 1 calc R U . . .
C16 C 0.2396(5) 0.0663(3) 0.4072(3) 0.0149(10) Uani 1 1 d . . . . .
C17 C 0.1357(5) 0.0155(3) 0.3640(3) 0.0142(9) Uani 1 1 d . . . . .
C18 C 0.1771(5) -0.0834(3) 0.3490(3) 0.0154(10) Uani 1 1 d . . . . .
H18 H 0.266710 -0.115792 0.366628 0.018 Uiso 1 1 calc R U . . .
C19 C 0.0867(6) -0.1342(4) 0.3083(3) 0.0213(11) Uani 1 1 d . . . . .
H19 H 0.115619 -0.200140 0.299324 0.026 Uiso 1 1 calc R U . . .
C20 C -0.0466(6) -0.0867(4) 0.2810(3) 0.0203(10) Uani 1 1 d . . . . .
H20 H -0.107800 -0.120799 0.254166 0.024 Uiso 1 1 calc R U . . .
C21 C -0.0881(5) 0.0116(4) 0.2939(3) 0.0184(10) Uani 1 1 d . . . . .
H21 H -0.177119 0.043614 0.275115 0.022 Uiso 1 1 calc R U . . .
C22 C 0.0021(5) 0.0635(3) 0.3347(3) 0.0147(9) Uani 1 1 d . . . . .
C23 C -0.0509(5) 0.1691(3) 0.3480(3) 0.0146(10) Uani 1 1 d . . . . .
C24 C -0.1587(5) 0.1952(4) 0.4185(3) 0.0193(10) Uani 1 1 d . . . . .
H24 H -0.191897 0.147692 0.458081 0.023 Uiso 1 1 calc R U . . .
C25 C -0.2151(6) 0.2921(4) 0.4288(4) 0.0259(12) Uani 1 1 d . . . . .
H25 H -0.283217 0.310981 0.476897 0.031 Uiso 1 1 calc R U . . .
C26 C -0.1690(6) 0.3607(4) 0.3666(4) 0.0242(11) Uani 1 1 d . . . . .
H26 H -0.208740 0.426160 0.370819 0.029 Uiso 1 1 calc R U . . .
C27 C -0.0615(5) 0.3303(3) 0.2972(3) 0.0161(10) Uani 1 1 d . . . . .
C28 C -0.0097(5) 0.4003(4) 0.2275(3) 0.0175(10) Uani 1 1 d . . . . .
C29 C -0.0815(6) 0.4955(4) 0.2164(4) 0.0253(12) Uani 1 1 d . . . . .
H29 H -0.165055 0.518480 0.253844 0.030 Uiso 1 1 calc R U . . .
C30 C -0.0271(6) 0.5550(4) 0.1492(4) 0.0293(13) Uani 1 1 d . . . . .
H30 H -0.073096 0.618927 0.140937 0.035 Uiso 1 1 calc R U . . .
C31 C 0.0973(6) 0.5189(4) 0.0938(4) 0.0258(12) Uani 1 1 d . . . . .
H31 H 0.135640 0.557876 0.047767 0.031 Uiso 1 1 calc R U . . .
C32 C 0.1624(6) 0.4241(4) 0.1085(3) 0.0233(11) Uani 1 1 d . . . . .
H32 H 0.246044 0.399853 0.071735 0.028 Uiso 1 1 calc R U . . .
N5A N 0.2959(19) 0.2865(10) 0.3095(10) 0.0176(9) Uani 0.535(16) 1 d D U P A 1
C33A C 0.3271(12) 0.3373(8) 0.3577(7) 0.0185(10) Uani 0.535(16) 1 d D U P A 1
C34A C 0.3685(14) 0.4016(7) 0.4209(7) 0.0198(12) Uani 0.535(16) 1 d D U P A 1
H34A H 0.283422 0.447511 0.440215 0.030 Uiso 0.535(16) 1 calc R U P A 1
H34B H 0.444686 0.435892 0.392314 0.030 Uiso 0.535(16) 1 calc R U P A 1
H34C H 0.404591 0.363414 0.471417 0.030 Uiso 0.535(16) 1 calc R U P A 1
N5B N 0.293(2) 0.2851(12) 0.3081(11) 0.0176(10) Uani 0.465(16) 1 d D U P A 2
C33B C 0.3500(13) 0.3293(9) 0.3507(8) 0.0185(10) Uani 0.465(16) 1 d D U P A 2
C34B C 0.4262(14) 0.3869(8) 0.4036(8) 0.0196(12) Uani 0.465(16) 1 d D U P A 2
H34D H 0.529257 0.380026 0.382020 0.029 Uiso 0.465(16) 1 calc R U P A 2
H34E H 0.416515 0.364089 0.464941 0.029 Uiso 0.465(16) 1 calc R U P A 2
H34F H 0.382763 0.454143 0.398578 0.029 Uiso 0.465(16) 1 calc R U P A 2
S1 S 0.56700(13) 0.23252(8) 0.11977(8) 0.0177(3) Uani 1 1 d . . . . .
O1 O 0.4062(4) 0.2454(2) 0.1198(2) 0.0197(7) Uani 1 1 d . . . . .
O2 O 0.6231(4) 0.1892(3) 0.2000(3) 0.0356(10) Uani 1 1 d . . . . .
O3 O 0.6439(4) 0.1980(3) 0.0381(3) 0.0362(10) Uani 1 1 d . . . . .
C35 C 0.5996(6) 0.3583(4) 0.1184(4) 0.0230(11) Uani 1 1 d . . . . .
F1 F 0.5445(4) 0.4109(3) 0.0512(3) 0.0453(10) Uani 1 1 d . . . . .
F2 F 0.7459(3) 0.3621(2) 0.1113(2) 0.0346(8) Uani 1 1 d . . . . .
F3 F 0.5394(4) 0.3995(3) 0.1934(3) 0.0498(11) Uani 1 1 d . . . . .
S2 S 0.54524(14) 0.66294(9) 0.31758(8) 0.0203(3) Uani 1 1 d . . . . .
O4 O 0.4259(4) 0.7127(3) 0.3756(3) 0.0330(9) Uani 1 1 d . . . . .
O5 O 0.5994(4) 0.5652(3) 0.3482(3) 0.0279(9) Uani 1 1 d . . . . .
O6 O 0.6591(4) 0.7193(3) 0.2835(3) 0.0320(9) Uani 1 1 d . . . . .
C36 C 0.4565(7) 0.6463(4) 0.2187(4) 0.0285(12) Uani 1 1 d . . . . .
F4 F 0.5550(5) 0.6065(3) 0.1553(2) 0.0458(10) Uani 1 1 d . . . . .
F5 F 0.3869(4) 0.7303(2) 0.1861(2) 0.0445(10) Uani 1 1 d . . . . .
F6 F 0.3545(4) 0.5873(3) 0.2378(3) 0.0434(9) Uani 1 1 d . . . . .
O1S O -0.0243(15) 0.4986(14) 0.5106(14) 0.029(3) Uani 0.5 1 d D U P B -1
C1S C 0.0570(14) 0.4137(10) 0.5472(10) 0.040(3) Uani 0.5 1 d D U P B -1
H1S1 H 0.146553 0.428990 0.567846 0.048 Uiso 0.5 1 calc R U P B -1
H1S2 H 0.085397 0.366206 0.501837 0.048 Uiso 0.5 1 calc R U P B -1
C2S C -0.035(2) 0.3720(16) 0.6232(12) 0.055(5) Uani 0.5 1 d D U P B -1
H2S1 H 0.024341 0.317973 0.651462 0.082 Uiso 0.5 1 calc R U P B -1
H2S2 H -0.117672 0.350231 0.601341 0.082 Uiso 0.5 1 calc R U P B -1
H2S3 H -0.069953 0.420965 0.665445 0.082 Uiso 0.5 1 calc R U P B -1
C1T C 0.0558(15) 0.5426(8) 0.4388(10) 0.035(3) Uani 0.5 1 d D U P B -1
H1T1 H 0.079291 0.498770 0.390288 0.043 Uiso 0.5 1 calc R U P B -1
H1T2 H 0.148042 0.556015 0.457399 0.043 Uiso 0.5 1 calc R U P B -1
C2T C -0.034(2) 0.6354(12) 0.4079(16) 0.051(5) Uani 0.5 1 d D U P B -1
H2T1 H -0.134627 0.625496 0.405560 0.076 Uiso 0.5 1 calc R U P B -1
H2T2 H 0.006297 0.655090 0.349606 0.076 Uiso 0.5 1 calc R U P B -1
H2T3 H -0.031806 0.685078 0.448518 0.076 Uiso 0.5 1 calc R U P B -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
Co1 N5B 2.094(9) . ?
Co1 N1 2.096(4) . ?
Co1 N4 2.131(4) . ?
Co1 N5A 2.134(8) . ?
Co1 N2 2.157(4) . ?
Co1 N3 2.172(4) . ?
Co1 O1 2.181(3) . ?
N1 C1 1.343(6) . ?
N1 C5 1.349(6) . ?
N2 C6 1.349(6) . ?
N2 C10 1.355(6) . ?
N3 C23 1.342(6) . ?
N3 C27 1.355(6) . ?
N4 C32 1.331(7) . ?
N4 C28 1.349(6) . ?
C1 C2 1.382(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.372(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.391(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.487(6) . ?
C6 C7 1.391(7) . ?
C7 C8 1.385(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.375(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.389(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.480(6) . ?
C11 C12 1.398(7) . ?
C11 C16 1.404(7) . ?
C12 C13 1.384(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.398(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.392(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.500(6) . ?
C17 C18 1.397(6) . ?
C17 C22 1.402(6) . ?
C18 C19 1.387(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.386(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.384(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.396(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.494(6) . ?
C23 C24 1.401(7) . ?
C24 C25 1.379(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.382(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.401(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.482(7) . ?
C28 C29 1.393(7) . ?
C29 C30 1.373(8) . ?
C29 H29 0.9300 . ?
C30 C31 1.389(8) . ?
C30 H30 0.9300 . ?
C31 C32 1.374(7) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
N5A C33A 1.135(7) . ?
C33A C34A 1.471(7) . ?
C34A H34A 0.9600 . ?
C34A H34B 0.9600 . ?
C34A H34C 0.9600 . ?
N5B C33B 1.135(7) . ?
C33B C34B 1.471(7) . ?
C34B H34D 0.9600 . ?
C34B H34E 0.9600 . ?
C34B H34F 0.9600 . ?
S1 O3 1.428(4) . ?
S1 O2 1.429(4) . ?
S1 O1 1.460(3) . ?
S1 C35 1.825(5) . ?
C35 F1 1.312(6) . ?
C35 F3 1.330(6) . ?
C35 F2 1.346(6) . ?
S2 O5 1.438(4) . ?
S2 O6 1.441(4) . ?
S2 O4 1.444(4) . ?
S2 C36 1.822(6) . ?
C36 F4 1.330(7) . ?
C36 F5 1.333(6) . ?
C36 F6 1.341(7) . ?
O1S C1S 1.409(13) . ?
O1S C1T 1.410(13) . ?
C1S C2S 1.495(13) . ?
C1S H1S1 0.9700 . ?
C1S H1S2 0.9700 . ?
C2S H2S1 0.9600 . ?
C2S H2S2 0.9600 . ?
C2S H2S3 0.9600 . ?
C1T C2T 1.494(13) . ?
C1T H1T1 0.9700 . ?
C1T H1T2 0.9700 . ?
C2T H2T1 0.9600 . ?
C2T H2T2 0.9600 . ?
C2T H2T3 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5B Co1 N1 174.3(6) . . ?
N5B Co1 N4 84.4(5) . . ?
N1 Co1 N4 94.74(15) . . ?
N1 Co1 N5A 174.0(5) . . ?
N4 Co1 N5A 84.4(5) . . ?
N5B Co1 N2 102.9(5) . . ?
N1 Co1 N2 77.00(15) . . ?
N4 Co1 N2 167.94(15) . . ?
N5A Co1 N2 102.9(5) . . ?
N5B Co1 N3 86.7(6) . . ?
N1 Co1 N3 98.59(15) . . ?
N4 Co1 N3 77.26(15) . . ?
N5A Co1 N3 87.1(5) . . ?
N2 Co1 N3 112.36(15) . . ?
N5B Co1 O1 88.4(6) . . ?
N1 Co1 O1 85.94(14) . . ?
N4 Co1 O1 88.62(14) . . ?
N5A Co1 O1 88.1(5) . . ?
N2 Co1 O1 82.10(14) . . ?
N3 Co1 O1 165.44(14) . . ?
C1 N1 C5 118.7(4) . . ?
C1 N1 Co1 125.8(3) . . ?
C5 N1 Co1 115.3(3) . . ?
C6 N2 C10 118.4(4) . . ?
C6 N2 Co1 112.3(3) . . ?
C10 N2 Co1 126.8(3) . . ?
C23 N3 C27 118.6(4) . . ?
C23 N3 Co1 127.5(3) . . ?
C27 N3 Co1 111.7(3) . . ?
C32 N4 C28 119.1(4) . . ?
C32 N4 Co1 126.0(3) . . ?
C28 N4 Co1 114.8(3) . . ?
N1 C1 C2 122.9(5) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C3 C2 C1 118.3(5) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 119.9(5) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 118.7(5) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 121.6(4) . . ?
N1 C5 C6 115.5(4) . . ?
C4 C5 C6 122.8(4) . . ?
N2 C6 C7 122.4(4) . . ?
N2 C6 C5 115.1(4) . . ?
C7 C6 C5 122.5(4) . . ?
C8 C7 C6 118.8(4) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
C9 C8 C7 118.9(4) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 120.0(4) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
N2 C10 C9 121.3(4) . . ?
N2 C10 C11 116.4(4) . . ?
C9 C10 C11 122.1(4) . . ?
C12 C11 C16 119.9(4) . . ?
C12 C11 C10 121.7(4) . . ?
C16 C11 C10 118.4(4) . . ?
C13 C12 C11 119.9(5) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C14 C13 C12 120.4(4) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 120.3(5) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C16 C15 C14 119.9(5) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C11 119.4(4) . . ?
C15 C16 C17 121.7(4) . . ?
C11 C16 C17 118.8(4) . . ?
C18 C17 C22 118.5(4) . . ?
C18 C17 C16 118.4(4) . . ?
C22 C17 C16 123.1(4) . . ?
C19 C18 C17 121.1(4) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C20 C19 C18 120.1(5) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C21 C20 C19 119.5(5) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 120.9(5) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C21 C22 C17 119.9(4) . . ?
C21 C22 C23 118.0(4) . . ?
C17 C22 C23 122.1(4) . . ?
N3 C23 C24 121.9(4) . . ?
N3 C23 C22 119.5(4) . . ?
C24 C23 C22 118.6(4) . . ?
C25 C24 C23 119.4(5) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 119.0(5) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
C25 C26 C27 119.0(5) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
N3 C27 C26 121.9(5) . . ?
N3 C27 C28 116.6(4) . . ?
C26 C27 C28 121.5(4) . . ?
N4 C28 C29 121.3(5) . . ?
N4 C28 C27 115.8(4) . . ?
C29 C28 C27 122.9(5) . . ?
C30 C29 C28 119.0(5) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 H29 120.5 . . ?
C29 C30 C31 119.5(5) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 H30 120.3 . . ?
C32 C31 C30 118.4(5) . . ?
C32 C31 H31 120.8 . . ?
C30 C31 H31 120.8 . . ?
N4 C32 C31 122.8(5) . . ?
N4 C32 H32 118.6 . . ?
C31 C32 H32 118.6 . . ?
C33A N5A Co1 166.9(14) . . ?
N5A C33A C34A 179.0(14) . . ?
C33A C34A H34A 109.5 . . ?
C33A C34A H34B 109.5 . . ?
H34A C34A H34B 109.5 . . ?
C33A C34A H34C 109.5 . . ?
H34A C34A H34C 109.5 . . ?
H34B C34A H34C 109.5 . . ?
C33B N5B Co1 167.7(16) . . ?
N5B C33B C34B 178.4(16) . . ?
C33B C34B H34D 109.5 . . ?
C33B C34B H34E 109.5 . . ?
H34D C34B H34E 109.5 . . ?
C33B C34B H34F 109.5 . . ?
H34D C34B H34F 109.5 . . ?
H34E C34B H34F 109.5 . . ?
O3 S1 O2 116.7(3) . . ?
O3 S1 O1 113.1(2) . . ?
O2 S1 O1 115.2(2) . . ?
O3 S1 C35 103.6(3) . . ?
O2 S1 C35 104.1(2) . . ?
O1 S1 C35 101.5(2) . . ?
S1 O1 Co1 140.1(2) . . ?
F1 C35 F3 108.3(5) . . ?
F1 C35 F2 107.3(4) . . ?
F3 C35 F2 107.8(4) . . ?
F1 C35 S1 112.0(4) . . ?
F3 C35 S1 110.6(4) . . ?
F2 C35 S1 110.5(3) . . ?
O5 S2 O6 114.6(2) . . ?
O5 S2 O4 114.3(3) . . ?
O6 S2 O4 115.6(3) . . ?
O5 S2 C36 103.6(2) . . ?
O6 S2 C36 103.2(3) . . ?
O4 S2 C36 103.5(3) . . ?
F4 C36 F5 108.6(5) . . ?
F4 C36 F6 107.7(4) . . ?
F5 C36 F6 106.9(5) . . ?
F4 C36 S2 111.1(4) . . ?
F5 C36 S2 111.6(4) . . ?
F6 C36 S2 110.8(4) . . ?
C1S O1S C1T 113.1(13) . . ?
O1S C1S C2S 109.9(14) . . ?
O1S C1S H1S1 109.7 . . ?
C2S C1S H1S1 109.7 . . ?
O1S C1S H1S2 109.7 . . ?
C2S C1S H1S2 109.7 . . ?
H1S1 C1S H1S2 108.2 . . ?
C1S C2S H2S1 109.5 . . ?
C1S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
C1S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 109.5 . . ?
O1S C1T C2T 109.8(16) . . ?
O1S C1T H1T1 109.7 . . ?
C2T C1T H1T1 109.7 . . ?
O1S C1T H1T2 109.7 . . ?
C2T C1T H1T2 109.7 . . ?
H1T1 C1T H1T2 108.2 . . ?
C1T C2T H2T1 109.5 . . ?
C1T C2T H2T2 109.5 . . ?
H2T1 C2T H2T2 109.5 . . ?
C1T C2T H2T3 109.5 . . ?
H2T1 C2T H2T3 109.5 . . ?
H2T2 C2T H2T3 109.5 . . ?

_refine_diff_density_max         1.012
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.093


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/diethyl ether'
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1837624'
_audit_update_record             
;
2018-04-17 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            LZC-22-Ni
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H28 Cl2 N6 Ni O8'
_chemical_formula_weight         802.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8345(3)
_cell_length_b                   13.4052(4)
_cell_length_c                   14.4981(5)
_cell_angle_alpha                88.5640(10)
_cell_angle_beta                 89.0040(10)
_cell_angle_gamma                88.179(2)
_cell_volume                     1715.34(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9878
_cell_measurement_theta_min      1.52
_cell_measurement_theta_max      25.50

_exptl_crystal_description       shard
_exptl_crystal_colour            violet
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    0.785
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8339
_exptl_absorpt_correction_T_max  0.8716
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.366
_diffrn_reflns_number            38473
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0158
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         25.50
_reflns_number_total             6238
_reflns_number_gt                6109
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0339P)²+1.2826P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6238
_refine_ls_number_parameters     480
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0248
_refine_ls_wR_factor_ref         0.0685
_refine_ls_wR_factor_gt          0.0682
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.35444(17) 0.99070(12) 0.67121(11) 0.0188(3) Uani 1 1 d . . .
H1 H 0.3889 0.9869 0.7329 0.023 Uiso 1 1 calc R . .
C2 C 0.40540(18) 1.06655(12) 0.61325(12) 0.0218(3) Uani 1 1 d . . .
H2 H 0.4727 1.1143 0.6349 0.026 Uiso 1 1 calc R . .
C3 C 0.35628(19) 1.07126(12) 0.52343(12) 0.0232(3) Uani 1 1 d . . .
H3 H 0.3895 1.1225 0.4822 0.028 Uiso 1 1 calc R . .
C4 C 0.25799(18) 1.00052(12) 0.49390(11) 0.0207(3) Uani 1 1 d . . .
H4 H 0.2237 1.0024 0.4321 0.025 Uiso 1 1 calc R . .
C5 C 0.21048(17) 0.92702(11) 0.55568(11) 0.0161(3) Uani 1 1 d . . .
C6 C 0.10727(17) 0.84763(11) 0.53012(10) 0.0158(3) Uani 1 1 d . . .
C7 C 0.03395(18) 0.84922(12) 0.44576(11) 0.0196(3) Uani 1 1 d . . .
H7 H 0.0497 0.9018 0.4018 0.023 Uiso 1 1 calc R . .
C8 C -0.06238(18) 0.77294(12) 0.42690(11) 0.0214(3) Uani 1 1 d . . .
H8 H -0.1171 0.7739 0.3710 0.026 Uiso 1 1 calc R . .
C9 C -0.07737(18) 0.69569(12) 0.49069(11) 0.0202(3) Uani 1 1 d . . .
H9 H -0.1428 0.6427 0.4792 0.024 Uiso 1 1 calc R . .
C10 C 0.00397(17) 0.69589(11) 0.57215(11) 0.0162(3) Uani 1 1 d . . .
C11 C 0.01207(17) 0.60542(11) 0.63343(11) 0.0167(3) Uani 1 1 d . . .
C12 C -0.11480(18) 0.56998(12) 0.68051(11) 0.0195(3) Uani 1 1 d . . .
H12 H -0.2105 0.6034 0.6733 0.023 Uiso 1 1 calc R . .
C13 C -0.10130(18) 0.48600(12) 0.73780(12) 0.0217(3) Uani 1 1 d . . .
H13 H -0.1877 0.4621 0.7703 0.026 Uiso 1 1 calc R . .
C14 C 0.03835(19) 0.43667(12) 0.74784(12) 0.0223(3) Uani 1 1 d . . .
H14 H 0.0476 0.3799 0.7881 0.027 Uiso 1 1 calc R . .
C15 C 0.16442(18) 0.47001(12) 0.69919(11) 0.0205(3) Uani 1 1 d . . .
H15 H 0.2592 0.4353 0.7056 0.025 Uiso 1 1 calc R . .
C16 C 0.15259(17) 0.55422(11) 0.64101(11) 0.0171(3) Uani 1 1 d . . .
C17 C 0.28232(17) 0.58997(11) 0.58300(11) 0.0166(3) Uani 1 1 d . . .
C18 C 0.27739(18) 0.58212(11) 0.48720(11) 0.0191(3) Uani 1 1 d . . .
H18 H 0.1961 0.5489 0.4605 0.023 Uiso 1 1 calc R . .
C19 C 0.38893(18) 0.62189(12) 0.43045(11) 0.0201(3) Uani 1 1 d . . .
H19 H 0.3839 0.6158 0.3654 0.024 Uiso 1 1 calc R . .
C20 C 0.50799(18) 0.67063(12) 0.46852(11) 0.0202(3) Uani 1 1 d . . .
H20 H 0.5842 0.6987 0.4297 0.024 Uiso 1 1 calc R . .
C21 C 0.51536(17) 0.67826(11) 0.56376(11) 0.0182(3) Uani 1 1 d . . .
H21 H 0.5975 0.7110 0.5900 0.022 Uiso 1 1 calc R . .
C22 C 0.40347(17) 0.63829(11) 0.62112(11) 0.0159(3) Uani 1 1 d . . .
C23 C 0.41954(16) 0.64691(11) 0.72281(11) 0.0159(3) Uani 1 1 d . . .
C24 C 0.49989(18) 0.57269(12) 0.77170(11) 0.0211(3) Uani 1 1 d . . .
H24 H 0.5359 0.5142 0.7416 0.025 Uiso 1 1 calc R . .
C25 C 0.52701(19) 0.58450(13) 0.86429(12) 0.0232(3) Uani 1 1 d . . .
H25 H 0.5791 0.5335 0.8990 0.028 Uiso 1 1 calc R . .
C26 C 0.47729(18) 0.67165(12) 0.90580(11) 0.0203(3) Uani 1 1 d . . .
H26 H 0.4995 0.6832 0.9684 0.024 Uiso 1 1 calc R . .
C27 C 0.39383(16) 0.74215(11) 0.85371(10) 0.0157(3) Uani 1 1 d . . .
C28 C 0.33137(16) 0.83508(11) 0.89479(10) 0.0157(3) Uani 1 1 d . . .
C29 C 0.38278(18) 0.87160(12) 0.97684(11) 0.0195(3) Uani 1 1 d . . .
H29 H 0.4624 0.8376 1.0091 0.023 Uiso 1 1 calc R . .
C30 C 0.31632(18) 0.95851(12) 1.01114(11) 0.0209(3) Uani 1 1 d . . .
H30 H 0.3489 0.9843 1.0676 0.025 Uiso 1 1 calc R . .
C31 C 0.20198(18) 1.00703(12) 0.96198(11) 0.0208(3) Uani 1 1 d . . .
H31 H 0.1547 1.0666 0.9842 0.025 Uiso 1 1 calc R . .
C32 C 0.15758(18) 0.96736(12) 0.87992(11) 0.0192(3) Uani 1 1 d . . .
H32 H 0.0797 1.0012 0.8459 0.023 Uiso 1 1 calc R . .
C33 C -0.00752(18) 0.67610(12) 0.87087(11) 0.0202(3) Uani 1 1 d . . .
C34 C -0.0844(2) 0.62874(15) 0.94905(13) 0.0339(4) Uani 1 1 d . . .
H34A H -0.0124 0.6161 0.9990 0.051 Uiso 1 1 calc R . .
H34B H -0.1250 0.5654 0.9302 0.051 Uiso 1 1 calc R . .
H34C H -0.1675 0.6728 0.9707 0.051 Uiso 1 1 calc R . .
C35 C -0.2190(2) 1.28285(15) 0.86502(14) 0.0336(4) Uani 1 1 d . . .
C36 C -0.1993(2) 1.20661(16) 0.79575(16) 0.0396(5) Uani 1 1 d . . .
H36A H -0.2099 1.2375 0.7341 0.059 Uiso 1 1 calc R . .
H36B H -0.2764 1.1563 0.8054 0.059 Uiso 1 1 calc R . .
H36C H -0.0984 1.1748 0.8011 0.059 Uiso 1 1 calc R . .
N1 N 0.25848(14) 0.92256(9) 0.64372(9) 0.0158(3) Uani 1 1 d . . .
N2 N 0.09119(14) 0.77286(9) 0.59347(9) 0.0147(3) Uani 1 1 d . . .
N3 N 0.36116(14) 0.72882(9) 0.76403(9) 0.0144(3) Uani 1 1 d . . .
N4 N 0.22020(14) 0.88305(9) 0.84657(9) 0.0158(3) Uani 1 1 d . . .
N5 N 0.05074(14) 0.71488(10) 0.81005(9) 0.0172(3) Uani 1 1 d . . .
N6 N -0.2326(2) 1.34463(14) 0.91809(13) 0.0440(4) Uani 1 1 d . . .
O1 O -0.04452(12) 0.91214(8) 0.71961(8) 0.0199(2) Uani 1 1 d . . .
O2 O -0.20032(14) 0.86771(10) 0.84788(8) 0.0291(3) Uani 1 1 d . . .
O3 O -0.29116(14) 0.98002(10) 0.73330(9) 0.0300(3) Uani 1 1 d . . .
O4 O -0.25314(14) 0.80959(10) 0.70033(10) 0.0344(3) Uani 1 1 d . . .
O5 O 0.44151(14) 1.13771(9) 0.83245(9) 0.0277(3) Uani 1 1 d . . .
O6 O 0.20229(16) 1.20339(11) 0.78904(11) 0.0438(4) Uani 1 1 d . . .
O7 O 0.33881(16) 1.28116(11) 0.90268(9) 0.0381(3) Uani 1 1 d . . .
O8 O 0.42205(19) 1.28872(11) 0.74852(11) 0.0475(4) Uani 1 1 d . . .
Cl1 Cl -0.20029(4) 0.89116(3) 0.75116(3) 0.01854(9) Uani 1 1 d . . .
Cl2 Cl 0.35098(4) 1.22789(3) 0.81847(3) 0.02253(9) Uani 1 1 d . . .
Ni1 Ni 0.16372(2) 0.815170(13) 0.726362(13) 0.01325(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.338(2) . ?
C1 C2 1.384(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.379(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(2) . ?
C4 H4 0.9500 . ?
C5 N1 1.351(2) . ?
C5 C6 1.481(2) . ?
C6 N2 1.352(2) . ?
C6 C7 1.393(2) . ?
C7 C8 1.386(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(2) . ?
C9 H9 0.9500 . ?
C10 N2 1.352(2) . ?
C10 C11 1.486(2) . ?
C11 C12 1.392(2) . ?
C11 C16 1.404(2) . ?
C12 C13 1.386(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.494(2) . ?
C17 C18 1.397(2) . ?
C17 C22 1.398(2) . ?
C18 C19 1.384(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.390(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.392(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.491(2) . ?
C23 N3 1.347(2) . ?
C23 C24 1.391(2) . ?
C24 C25 1.382(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.383(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.395(2) . ?
C26 H26 0.9500 . ?
C27 N3 1.354(2) . ?
C27 C28 1.481(2) . ?
C28 N4 1.352(2) . ?
C28 C29 1.387(2) . ?
C29 C30 1.387(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.383(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.383(2) . ?
C31 H31 0.9500 . ?
C32 N4 1.340(2) . ?
C32 H32 0.9500 . ?
C33 N5 1.136(2) . ?
C33 C34 1.454(2) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 N6 1.147(3) . ?
C35 C36 1.455(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
N1 Ni1 2.0406(13) . ?
N2 Ni1 2.1366(13) . ?
N3 Ni1 2.1339(12) . ?
N4 Ni1 2.0622(13) . ?
N5 Ni1 2.0585(14) . ?
O1 Cl1 1.4759(11) . ?
O1 Ni1 2.2208(11) . ?
O2 Cl1 1.4293(13) . ?
O3 Cl1 1.4357(12) . ?
O4 Cl1 1.4288(13) . ?
O5 Cl2 1.4402(12) . ?
O6 Cl2 1.4386(14) . ?
O7 Cl2 1.4305(13) . ?
O8 Cl2 1.4341(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
N1 C1 C2 122.59(15) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.53(15) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 119.41(15) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 119.11(15) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
N1 C5 C4 121.43(14) . . ?
N1 C5 C6 115.60(13) . . ?
C4 C5 C6 122.95(14) . . ?
N2 C6 C7 122.37(14) . . ?
N2 C6 C5 115.47(13) . . ?
C7 C6 C5 122.15(14) . . ?
C8 C7 C6 119.01(15) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C9 C8 C7 118.81(15) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
C8 C9 C10 119.60(15) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
N2 C10 C9 121.89(14) . . ?
N2 C10 C11 117.35(13) . . ?
C9 C10 C11 120.36(14) . . ?
C12 C11 C16 120.26(15) . . ?
C12 C11 C10 122.01(14) . . ?
C16 C11 C10 117.71(14) . . ?
C13 C12 C11 119.93(15) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 120.12(15) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 120.24(16) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.32(15) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 119.06(14) . . ?
C15 C16 C17 122.56(14) . . ?
C11 C16 C17 118.33(14) . . ?
C18 C17 C22 118.68(14) . . ?
C18 C17 C16 119.31(14) . . ?
C22 C17 C16 121.82(14) . . ?
C19 C18 C17 121.15(15) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 119.94(15) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C21 119.63(15) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C20 C21 C22 120.62(14) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C21 C22 C17 119.97(14) . . ?
C21 C22 C23 118.07(13) . . ?
C17 C22 C23 121.94(14) . . ?
N3 C23 C24 121.84(14) . . ?
N3 C23 C22 118.82(13) . . ?
C24 C23 C22 119.28(13) . . ?
C25 C24 C23 119.60(15) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 119.06(15) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
C25 C26 C27 118.58(15) . . ?
C25 C26 H26 120.7 . . ?
C27 C26 H26 120.7 . . ?
N3 C27 C26 122.47(14) . . ?
N3 C27 C28 116.02(13) . . ?
C26 C27 C28 121.48(14) . . ?
N4 C28 C29 121.66(14) . . ?
N4 C28 C27 115.46(13) . . ?
C29 C28 C27 122.88(14) . . ?
C28 C29 C30 119.09(15) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 H29 120.5 . . ?
C31 C30 C29 119.10(15) . . ?
C31 C30 H30 120.5 . . ?
C29 C30 H30 120.5 . . ?
C30 C31 C32 118.86(15) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 H31 120.6 . . ?
N4 C32 C31 122.50(15) . . ?
N4 C32 H32 118.7 . . ?
C31 C32 H32 118.7 . . ?
N5 C33 C34 178.57(18) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N6 C35 C36 178.2(2) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C1 N1 C5 118.93(14) . . ?
C1 N1 Ni1 125.48(11) . . ?
C5 N1 Ni1 115.45(10) . . ?
C6 N2 C10 118.12(13) . . ?
C6 N2 Ni1 111.48(10) . . ?
C10 N2 Ni1 128.35(10) . . ?
C23 N3 C27 118.17(13) . . ?
C23 N3 Ni1 127.59(10) . . ?
C27 N3 Ni1 110.52(9) . . ?
C32 N4 C28 118.77(13) . . ?
C32 N4 Ni1 126.53(11) . . ?
C28 N4 Ni1 114.70(10) . . ?
C33 N5 Ni1 164.10(13) . . ?
Cl1 O1 Ni1 129.49(7) . . ?
O4 Cl1 O2 110.91(9) . . ?
O4 Cl1 O3 110.82(8) . . ?
O2 Cl1 O3 110.09(7) . . ?
O4 Cl1 O1 108.57(7) . . ?
O2 Cl1 O1 109.29(7) . . ?
O3 Cl1 O1 107.06(7) . . ?
O7 Cl2 O8 109.65(10) . . ?
O7 Cl2 O6 109.53(9) . . ?
O8 Cl2 O6 109.31(10) . . ?
O7 Cl2 O5 109.75(8) . . ?
O8 Cl2 O5 108.92(8) . . ?
O6 Cl2 O5 109.66(8) . . ?
N1 Ni1 N5 174.85(5) . . ?
N1 Ni1 N4 93.58(5) . . ?
N5 Ni1 N4 86.05(5) . . ?
N1 Ni1 N3 100.39(5) . . ?
N5 Ni1 N3 84.60(5) . . ?
N4 Ni1 N3 79.26(5) . . ?
N1 Ni1 N2 78.84(5) . . ?
N5 Ni1 N2 100.78(5) . . ?
N4 Ni1 N2 169.04(5) . . ?
N3 Ni1 N2 109.71(5) . . ?
N1 Ni1 O1 85.02(5) . . ?
N5 Ni1 O1 89.83(5) . . ?
N4 Ni1 O1 89.25(5) . . ?
N3 Ni1 O1 167.53(5) . . ?
N2 Ni1 O1 82.27(4) . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.048


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/diethyl ether'
####################################################################### 
# 
# 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_5Fe
_database_code_depnum_ccdc_archive 'CCDC 1837622'
_audit_update_record             
;
2018-10-12 deposited with the CCDC.
2018-10-19 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         
'C35 H25 F3 Fe N5 O3 S, C F3 O3 S, 0.5(C4 H10 O)'
_chemical_formula_sum            'C38 H30 F6 Fe N5 O6.50 S2'
_chemical_formula_weight         894.64

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1892(2)
_cell_length_b                   13.9385(3)
_cell_length_c                   15.1654(3)
_cell_angle_alpha                86.1230(10)
_cell_angle_beta                 84.0350(10)
_cell_angle_gamma                81.0590(10)
_cell_volume                     1905.83(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9758
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      25.35

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_F_000             914
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.591
_shelx_estimated_absorpt_T_min   0.876
_shelx_estimated_absorpt_T_max   0.901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8761
_exptl_absorpt_correction_T_max  0.9011
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49150
_diffrn_reflns_av_unetI/netI     0.0117
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.352
_diffrn_reflns_theta_max         25.355
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6873
_reflns_number_gt                6460
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX
_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)+(0.0425P)²+1.6261P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6873
_refine_ls_number_parameters     550
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0745
_refine_ls_wR_factor_gt          0.0730
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_restrained_S_all      0.949
_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
C1 C 0.34188(19) 0.07136(13) 0.39095(11) 0.0241(4) Uani 1 1 d . . . . .
H1 H 0.2571 0.0951 0.4290 0.029 Uiso 1 1 calc R U . . .
C2 C 0.4085(2) -0.02396(13) 0.40458(13) 0.0296(4) Uani 1 1 d . . . . .
H2 H 0.3697 -0.0649 0.4509 0.036 Uiso 1 1 calc R U . . .
C3 C 0.5322(2) -0.05832(13) 0.34960(13) 0.0316(4) Uani 1 1 d . . . . .
H3 H 0.5802 -0.1233 0.3577 0.038 Uiso 1 1 calc R U . . .
C4 C 0.5858(2) 0.00311(13) 0.28231(12) 0.0265(4) Uani 1 1 d . . . . .
H4 H 0.6714 -0.0190 0.2441 0.032 Uiso 1 1 calc R U . . .
C5 C 0.51238(17) 0.09762(11) 0.27161(11) 0.0187(3) Uani 1 1 d . . . . .
C6 C 0.56370(17) 0.16805(11) 0.20161(11) 0.0178(3) Uani 1 1 d . . . . .
C7 C 0.66940(19) 0.13840(12) 0.13282(11) 0.0249(4) Uani 1 1 d . . . . .
H7 H 0.7098 0.0717 0.1286 0.030 Uiso 1 1 calc R U . . .
C8 C 0.7152(2) 0.20753(13) 0.07027(12) 0.0270(4) Uani 1 1 d . . . . .
H8 H 0.7843 0.1886 0.0212 0.032 Uiso 1 1 calc R U . . .
C9 C 0.65878(18) 0.30429(12) 0.08049(11) 0.0206(3) Uani 1 1 d . . . . .
H9 H 0.6919 0.3531 0.0399 0.025 Uiso 1 1 calc R U . . .
C10 C 0.55297(16) 0.32976(11) 0.15074(10) 0.0160(3) Uani 1 1 d . . . . .
C11 C 0.50046(17) 0.43525(11) 0.16473(10) 0.0154(3) Uani 1 1 d . . . . .
C12 C 0.59243(17) 0.48615(12) 0.20519(10) 0.0184(3) Uani 1 1 d . . . . .
H12 H 0.6832 0.4531 0.2240 0.022 Uiso 1 1 calc R U . . .
C13 C 0.55218(18) 0.58492(12) 0.21815(11) 0.0210(3) Uani 1 1 d . . . . .
H13 H 0.6161 0.6194 0.2447 0.025 Uiso 1 1 calc R U . . .
C14 C 0.41848(19) 0.63280(12) 0.19213(11) 0.0209(3) Uani 1 1 d . . . . .
H14 H 0.3894 0.6999 0.2022 0.025 Uiso 1 1 calc R U . . .
C15 C 0.32713(17) 0.58269(11) 0.15141(10) 0.0179(3) Uani 1 1 d . . . . .
H15 H 0.2362 0.6162 0.1332 0.021 Uiso 1 1 calc R U . . .
C16 C 0.36643(17) 0.48367(11) 0.13668(10) 0.0155(3) Uani 1 1 d . . . . .
C17 C 0.26136(17) 0.43338(11) 0.09429(10) 0.0152(3) Uani 1 1 d . . . . .
C18 C 0.29842(17) 0.39388(11) 0.01147(10) 0.0179(3) Uani 1 1 d . . . . .
H18 H 0.3956 0.3933 -0.0170 0.021 Uiso 1 1 calc R U . . .
C19 C 0.19379(18) 0.35525(11) -0.02965(10) 0.0193(3) Uani 1 1 d . . . . .
H19 H 0.2206 0.3267 -0.0853 0.023 Uiso 1 1 calc R U . . .
C20 C 0.05009(18) 0.35820(11) 0.01038(11) 0.0192(3) Uani 1 1 d . . . . .
H20 H -0.0219 0.3338 -0.0189 0.023 Uiso 1 1 calc R U . . .
C21 C 0.01181(17) 0.39669(11) 0.09288(11) 0.0179(3) Uani 1 1 d . . . . .
H21 H -0.0865 0.3989 0.1201 0.021 Uiso 1 1 calc R U . . .
C22 C 0.11745(17) 0.43220(11) 0.13600(10) 0.0154(3) Uani 1 1 d . . . . .
C23 C 0.08232(16) 0.46927(11) 0.22654(10) 0.0152(3) Uani 1 1 d . . . . .
C24 C -0.02910(17) 0.54699(11) 0.24459(11) 0.0180(3) Uani 1 1 d . . . . .
H24 H -0.0948 0.5720 0.2013 0.022 Uiso 1 1 calc R U . . .
C25 C -0.04280(17) 0.58725(11) 0.32621(11) 0.0195(3) Uani 1 1 d . . . . .
H25 H -0.1186 0.6401 0.3399 0.023 Uiso 1 1 calc R U . . .
C26 C 0.05499(17) 0.54998(11) 0.38801(11) 0.0184(3) Uani 1 1 d . . . . .
H26 H 0.0497 0.5784 0.4437 0.022 Uiso 1 1 calc R U . . .
C27 C 0.16103(16) 0.47021(11) 0.36717(10) 0.0152(3) Uani 1 1 d . . . . .
C28 C 0.27162(16) 0.42668(11) 0.42880(10) 0.0163(3) Uani 1 1 d . . . . .
C29 C 0.29334(18) 0.47134(12) 0.50463(11) 0.0207(3) Uani 1 1 d . . . . .
H29 H 0.2338 0.5307 0.5206 0.025 Uiso 1 1 calc R U . . .
C30 C 0.40334(19) 0.42770(14) 0.55647(11) 0.0255(4) Uani 1 1 d . . . . .
H30 H 0.4201 0.4572 0.6084 0.031 Uiso 1 1 calc R U . . .
C31 C 0.48875(19) 0.34112(14) 0.53236(11) 0.0263(4) Uani 1 1 d . . . . .
H31 H 0.5647 0.3102 0.5671 0.032 Uiso 1 1 calc R U . . .
C32 C 0.46020(19) 0.30099(13) 0.45621(12) 0.0241(4) Uani 1 1 d . . . . .
H32 H 0.5184 0.2415 0.4392 0.029 Uiso 1 1 calc R U . . .
C33 C -0.10458(19) 0.14085(12) 0.37973(12) 0.0234(4) Uani 1 1 d . . . . .
C34 C 0.16278(19) 0.16408(12) 0.14167(11) 0.0238(4) Uani 1 1 d . . . . .
C35 C 0.1070(4) 0.10302(18) 0.08303(17) 0.0594(8) Uani 1 1 d . . . . .
H35A H 0.1894 0.0592 0.0553 0.089 Uiso 1 1 d R U . . .
H35B H 0.0342 0.0705 0.1145 0.089 Uiso 1 1 d R U . . .
H35C H 0.0533 0.1414 0.0392 0.089 Uiso 1 1 d R U . . .
C36 C 0.0467(2) 0.85367(13) 0.27878(13) 0.0297(4) Uani 1 1 d . . . . .
N1 N 0.39250(15) 0.13142(10) 0.32605(9) 0.0185(3) Uani 1 1 d . . . . .
N2 N 0.50185(14) 0.26274(9) 0.20900(8) 0.0155(3) Uani 1 1 d . . . . .
N3 N 0.17262(14) 0.42889(9) 0.28800(8) 0.0142(3) Uani 1 1 d . . . . .
N4 N 0.35436(14) 0.34199(10) 0.40529(9) 0.0183(3) Uani 1 1 d . . . . .
N5 N 0.20608(15) 0.21162(10) 0.18792(9) 0.0192(3) Uani 1 1 d . . . . .
O1 O 0.09657(12) 0.24890(8) 0.37697(8) 0.0207(2) Uani 1 1 d . . . . .
O2 O -0.12234(14) 0.31202(10) 0.30114(10) 0.0352(3) Uani 1 1 d . . . . .
O3 O -0.13616(15) 0.29936(10) 0.46268(10) 0.0369(3) Uani 1 1 d . . . . .
O4 O -0.09867(14) 0.93398(9) 0.15016(9) 0.0285(3) Uani 1 1 d . . . . .
O5 O -0.15915(15) 0.77997(9) 0.21596(9) 0.0330(3) Uani 1 1 d . . . . .
O6 O 0.07246(15) 0.78562(10) 0.12385(9) 0.0344(3) Uani 1 1 d . . . . .
F1 F -0.05294(15) 0.10168(9) 0.30354(9) 0.0482(3) Uani 1 1 d . . . . .
F2 F -0.25015(12) 0.13901(8) 0.39033(8) 0.0350(3) Uani 1 1 d . . . . .
F3 F -0.04578(14) 0.08543(8) 0.44480(9) 0.0443(3) Uani 1 1 d . . . . .
F4 F 0.14532(14) 0.91386(9) 0.25992(9) 0.0460(3) Uani 1 1 d . . . . .
F5 F -0.05219(16) 0.89147(9) 0.34316(8) 0.0467(3) Uani 1 1 d . . . . .
F6 F 0.11767(14) 0.76977(8) 0.31086(8) 0.0437(3) Uani 1 1 d . . . . .
S1 S -0.06498(4) 0.26529(3) 0.37975(3) 0.01829(9) Uani 1 1 d . . . . .
S2 S -0.04484(5) 0.83610(3) 0.18125(3) 0.02062(10) Uani 1 1 d . . . . .
Fe1 Fe 0.28910(2) 0.27883(2) 0.29288(2) 0.01455(7) Uani 1 1 d . . . . .
O7 O 0.5225(7) 0.0019(7) -0.0121(5) 0.0301(12) Uani 0.5 1 d D . P A -1
C37A C 0.4456(5) -0.0423(3) 0.0617(4) 0.0370(10) Uani 0.5 1 d D . P A -1
H37A H 0.3503 -0.0565 0.0447 0.044 Uiso 0.5 1 calc R U P A -1
H37B H 0.4241 0.0028 0.1106 0.044 Uiso 0.5 1 calc R U P A -1
C38A C 0.5358(8) -0.1340(5) 0.0922(5) 0.0546(17) Uani 0.5 1 d D . P A -1
H38A H 0.4816 -0.1639 0.1432 0.082 Uiso 0.5 1 calc R U P A -1
H38B H 0.5559 -0.1789 0.0439 0.082 Uiso 0.5 1 calc R U P A -1
H38C H 0.6296 -0.1197 0.1097 0.082 Uiso 0.5 1 calc R U P A -1
C37B C 0.4424(5) 0.0863(3) -0.0466(3) 0.0402(10) Uani 0.5 1 d D . P A -1
H37C H 0.4168 0.1344 -0.0001 0.048 Uiso 0.5 1 calc R U P A -1
H37D H 0.3492 0.0716 -0.0662 0.048 Uiso 0.5 1 calc R U P A -1
C38B C 0.5326(9) 0.1278(6) -0.1236(5) 0.064(2) Uani 0.5 1 d D . P A -1
H38D H 0.4759 0.1874 -0.1478 0.096 Uiso 0.5 1 calc R U P A -1
H38E H 0.6242 0.1430 -0.1037 0.096 Uiso 0.5 1 calc R U P A -1
H38F H 0.5568 0.0803 -0.1696 0.096 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
C1 N1 1.342(2) . ?
C1 C2 1.385(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(2) . ?
C4 H4 0.9500 . ?
C5 N1 1.349(2) . ?
C5 C6 1.487(2) . ?
C6 N2 1.361(2) . ?
C6 C7 1.388(2) . ?
C7 C8 1.387(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.391(2) . ?
C9 H9 0.9500 . ?
C10 N2 1.346(2) . ?
C10 C11 1.497(2) . ?
C11 C12 1.396(2) . ?
C11 C16 1.402(2) . ?
C12 C13 1.391(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.398(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.496(2) . ?
C17 C18 1.394(2) . ?
C17 C22 1.407(2) . ?
C18 C19 1.391(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.385(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.486(2) . ?
C23 N3 1.349(2) . ?
C23 C24 1.391(2) . ?
C24 C25 1.379(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.386(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.390(2) . ?
C26 H26 0.9500 . ?
C27 N3 1.354(2) . ?
C27 C28 1.485(2) . ?
C28 N4 1.349(2) . ?
C28 C29 1.390(2) . ?
C29 C30 1.385(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.383(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(2) . ?
C31 H31 0.9500 . ?
C32 N4 1.339(2) . ?
C32 H32 0.9500 . ?
C33 F3 1.319(2) . ?
C33 F1 1.323(2) . ?
C33 F2 1.335(2) . ?
C33 S1 1.8268(17) . ?
C34 N5 1.137(2) . ?
C34 C35 1.453(3) . ?
C35 H35A 0.9739 . ?
C35 H35B 0.9378 . ?
C35 H35C 0.9530 . ?
C36 F4 1.326(2) . ?
C36 F6 1.335(2) . ?
C36 F5 1.339(2) . ?
C36 S2 1.8237(19) . ?
N1 Fe1 2.1750(13) . ?
N2 Fe1 2.2080(13) . ?
N3 Fe1 2.1967(13) . ?
N4 Fe1 2.1496(13) . ?
N5 Fe1 2.1608(14) . ?
O1 S1 1.4631(11) . ?
O1 Fe1 2.1492(11) . ?
O2 S1 1.4290(14) . ?
O3 S1 1.4312(13) . ?
O4 S2 1.4423(12) . ?
O5 S2 1.4412(14) . ?
O6 S2 1.4377(13) . ?
O7 C37B 1.388(10) . ?
O7 C37A 1.418(6) . ?
C37A C38A 1.485(7) . ?
C37A H37A 0.9900 . ?
C37A H37B 0.9900 . ?
C38A H38A 0.9800 . ?
C38A H38B 0.9800 . ?
C38A H38C 0.9800 . ?
C37B C38B 1.498(7) . ?
C37B H37C 0.9900 . ?
C37B H37D 0.9900 . ?
C38B H38D 0.9800 . ?
C38B H38E 0.9800 . ?
C38B H38F 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
N1 C1 C2 122.55(16) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.73(16) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.28(16) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 118.98(16) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 121.64(15) . . ?
N1 C5 C6 116.14(13) . . ?
C4 C5 C6 122.19(15) . . ?
N2 C6 C7 122.06(15) . . ?
N2 C6 C5 116.39(14) . . ?
C7 C6 C5 121.55(14) . . ?
C8 C7 C6 119.09(15) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C9 C8 C7 118.91(15) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 119.43(15) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
N2 C10 C9 122.07(14) . . ?
N2 C10 C11 119.00(13) . . ?
C9 C10 C11 118.84(14) . . ?
C12 C11 C16 120.01(14) . . ?
C12 C11 C10 117.50(14) . . ?
C16 C11 C10 122.46(14) . . ?
C13 C12 C11 120.51(15) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C14 C13 C12 119.76(15) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 119.95(15) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C16 121.20(15) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C11 118.57(14) . . ?
C15 C16 C17 118.53(14) . . ?
C11 C16 C17 122.87(14) . . ?
C18 C17 C22 118.99(14) . . ?
C18 C17 C16 121.74(14) . . ?
C22 C17 C16 119.10(13) . . ?
C19 C18 C17 120.32(15) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C18 120.25(15) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C21 C20 C19 120.08(15) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C22 119.99(15) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C17 120.26(14) . . ?
C21 C22 C23 121.41(14) . . ?
C17 C22 C23 118.33(13) . . ?
N3 C23 C24 121.96(14) . . ?
N3 C23 C22 116.15(13) . . ?
C24 C23 C22 121.65(14) . . ?
C25 C24 C23 119.03(15) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C26 119.44(15) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
C25 C26 C27 118.84(15) . . ?
C25 C26 H26 120.6 . . ?
C27 C26 H26 120.6 . . ?
N3 C27 C26 121.95(14) . . ?
N3 C27 C28 115.63(13) . . ?
C26 C27 C28 122.40(14) . . ?
N4 C28 C29 121.48(15) . . ?
N4 C28 C27 115.87(13) . . ?
C29 C28 C27 122.62(14) . . ?
C30 C29 C28 118.84(16) . . ?
C30 C29 H29 120.6 . . ?
C28 C29 H29 120.6 . . ?
C31 C30 C29 119.83(16) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C32 C31 C30 117.96(16) . . ?
C32 C31 H31 121.0 . . ?
C30 C31 H31 121.0 . . ?
N4 C32 C31 123.10(16) . . ?
N4 C32 H32 118.4 . . ?
C31 C32 H32 118.4 . . ?
F3 C33 F1 108.63(15) . . ?
F3 C33 F2 107.32(14) . . ?
F1 C33 F2 107.48(15) . . ?
F3 C33 S1 111.62(12) . . ?
F1 C33 S1 110.77(12) . . ?
F2 C33 S1 110.86(11) . . ?
N5 C34 C35 179.6(2) . . ?
C34 C35 H35A 109.3 . . ?
C34 C35 H35B 109.9 . . ?
H35A C35 H35B 113.2 . . ?
C34 C35 H35C 111.1 . . ?
H35A C35 H35C 110.8 . . ?
H35B C35 H35C 102.4 . . ?
F4 C36 F6 107.49(16) . . ?
F4 C36 F5 107.73(15) . . ?
F6 C36 F5 108.09(16) . . ?
F4 C36 S2 111.41(13) . . ?
F6 C36 S2 111.39(12) . . ?
F5 C36 S2 110.57(13) . . ?
C1 N1 C5 118.80(14) . . ?
C1 N1 Fe1 125.77(11) . . ?
C5 N1 Fe1 115.28(10) . . ?
C10 N2 C6 118.23(13) . . ?
C10 N2 Fe1 127.06(10) . . ?
C6 N2 Fe1 112.43(10) . . ?
C23 N3 C27 118.60(13) . . ?
C23 N3 Fe1 126.13(10) . . ?
C27 N3 Fe1 112.41(10) . . ?
C32 N4 C28 118.79(14) . . ?
C32 N4 Fe1 125.64(11) . . ?
C28 N4 Fe1 115.36(10) . . ?
C34 N5 Fe1 169.40(13) . . ?
S1 O1 Fe1 140.67(7) . . ?
O2 S1 O3 116.76(9) . . ?
O2 S1 O1 114.80(7) . . ?
O3 S1 O1 113.16(8) . . ?
O2 S1 C33 104.36(8) . . ?
O3 S1 C33 103.98(8) . . ?
O1 S1 C33 101.32(7) . . ?
O6 S2 O5 115.17(8) . . ?
O6 S2 O4 114.68(8) . . ?
O5 S2 O4 114.46(8) . . ?
O6 S2 C36 103.22(8) . . ?
O5 S2 C36 103.72(8) . . ?
O4 S2 C36 103.37(8) . . ?
O1 Fe1 N4 86.79(5) . . ?
O1 Fe1 N5 87.86(5) . . ?
N4 Fe1 N5 174.64(5) . . ?
O1 Fe1 N1 88.00(5) . . ?
N4 Fe1 N1 95.53(5) . . ?
N5 Fe1 N1 83.93(5) . . ?
O1 Fe1 N3 84.22(4) . . ?
N4 Fe1 N3 75.73(5) . . ?
N5 Fe1 N3 104.08(5) . . ?
N1 Fe1 N3 168.57(5) . . ?
O1 Fe1 N2 163.19(5) . . ?
N4 Fe1 N2 99.48(5) . . ?
N5 Fe1 N2 85.58(5) . . ?
N1 Fe1 N2 75.94(5) . . ?
N3 Fe1 N2 112.38(5) . . ?
C37B O7 C37A 113.5(5) . . ?
O7 C37A C38A 110.2(6) . . ?
O7 C37A H37A 109.6 . . ?
C38A C37A H37A 109.6 . . ?
O7 C37A H37B 109.6 . . ?
C38A C37A H37B 109.6 . . ?
H37A C37A H37B 108.1 . . ?
C37A C38A H38A 109.5 . . ?
C37A C38A H38B 109.5 . . ?
H38A C38A H38B 109.5 . . ?
C37A C38A H38C 109.5 . . ?
H38A C38A H38C 109.5 . . ?
H38B C38A H38C 109.5 . . ?
O7 C37B C38B 109.6(5) . . ?
O7 C37B H37C 109.8 . . ?
C38B C37B H37C 109.8 . . ?
O7 C37B H37D 109.8 . . ?
C38B C37B H37D 109.8 . . ?
H37C C37B H37D 108.2 . . ?
C37B C38B H38D 109.5 . . ?
C37B C38B H38E 109.5 . . ?
H38D C38B H38E 109.5 . . ?
C37B C38B H38F 109.5 . . ?
H38D C38B H38F 109.5 . . ?
H38E C38B H38F 109.5 . . ?

_refine_diff_density_max         0.559
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_Zn-ly2
_database_code_depnum_ccdc_archive 'CCDC 1837625'
_audit_update_record             
;
2018-10-12 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H22 F3 N4 O3 S Zn, C F3 O3 S'
_chemical_formula_sum            'C34 H22 F6 N4 O6 S2 Zn'
_chemical_formula_weight         826.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   9.014(5)
_cell_length_b                   13.854(5)
_cell_length_c                   14.960(5)
_cell_angle_alpha                86.650(5)
_cell_angle_beta                 87.807(5)
_cell_angle_gamma                80.338(5)
_cell_volume                     1837.8(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9716
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      25.38
_exptl_crystal_description       shards
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_F_000             836
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.861
_shelx_estimated_absorpt_T_min   0.827
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.825
_exptl_absorpt_correction_T_max  0.888
_exptl_absorpt_process_details   SADABS
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39220
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.364
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measured_fraction_theta_full 0.940
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_Laue_measured_fraction_full 0.940
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_point_group_measured_fraction_full 0.940
_reflns_number_total             6323
_reflns_number_gt                5849
_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       'APEX3 v2017.3.0'
_computing_cell_refinement       
'SHELXTL, Acta Cryst., Sect. A 2008, 64, 112-122.'
_computing_data_reduction        'Saint, APEX v2017.3.0.'
_computing_structure_solution    'SHELXT, Acta Cryst., Sect. A 2015, A71, 3-8.'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  'APEX3 v2017.3.0'
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0551P)²+3.3404P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6323
_refine_ls_number_parameters     622
_refine_ls_number_restraints     796
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1100
_refine_ls_wR_factor_gt          0.1075
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.131
_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 0.21981(3) 0.19751(2) 0.78792(2) 0.02012(11) Uani 1 1 d . . . . .
N1 N 0.3023(3) 0.07512(17) 0.86721(15) 0.0215(5) Uani 1 1 d . . . . .
N2 N 0.0995(2) 0.23000(17) 0.90938(14) 0.0184(5) Uani 1 1 d . . . . .
N3 N 0.3463(3) 0.30038(18) 0.73267(15) 0.0219(5) Uani 1 1 d . . . . .
N4 N 0.2800(3) 0.14104(19) 0.66257(15) 0.0274(5) Uani 1 1 d . . . . .
C1 C 0.4063(3) -0.0001(2) 0.84207(19) 0.0257(6) Uani 1 1 d . . . . .
H1 H 0.454088 0.004186 0.784600 0.031 Uiso 1 1 calc R U . . .
C2 C 0.4467(3) -0.0838(2) 0.8967(2) 0.0285(6) Uani 1 1 d . . . . .
H2 H 0.520150 -0.136339 0.877037 0.034 Uiso 1 1 calc R U . . .
C3 C 0.3778(3) -0.0892(2) 0.9804(2) 0.0280(6) Uani 1 1 d . . . . .
H3 H 0.404283 -0.145450 1.019573 0.034 Uiso 1 1 calc R U . . .
C4 C 0.2699(3) -0.0120(2) 1.00711(18) 0.0239(6) Uani 1 1 d . . . . .
H4 H 0.221598 -0.014692 1.064548 0.029 Uiso 1 1 calc R U . . .
C5 C 0.2336(3) 0.0691(2) 0.94879(17) 0.0205(6) Uani 1 1 d . . . . .
C6 C 0.1151(3) 0.1534(2) 0.97017(17) 0.0196(5) Uani 1 1 d . . . . .
C7 C 0.0224(3) 0.1528(2) 1.04678(18) 0.0231(6) Uani 1 1 d . . . . .
H7 H 0.036425 0.098823 1.089512 0.028 Uiso 1 1 calc R U . . .
C8 C -0.0905(3) 0.2321(2) 1.05961(18) 0.0235(6) Uani 1 1 d . . . . .
H8 H -0.156078 0.232797 1.110920 0.028 Uiso 1 1 calc R U . . .
C9 C -0.1071(3) 0.3102(2) 0.99709(17) 0.0218(6) Uani 1 1 d . . . . .
H9 H -0.184458 0.365014 1.004762 0.026 Uiso 1 1 calc R U . . .
C10 C -0.0091(3) 0.3079(2) 0.92264(17) 0.0192(5) Uani 1 1 d . . . . .
C11 C -0.0166(3) 0.3941(2) 0.85792(17) 0.0202(5) Uani 1 1 d . . . . .
C12 C -0.1412(3) 0.4238(2) 0.80472(18) 0.0250(6) Uani 1 1 d . . . . .
H12 H -0.220667 0.386460 0.806945 0.030 Uiso 1 1 calc R U . . .
C13 C -0.1497(3) 0.5077(2) 0.74844(19) 0.0301(7) Uani 1 1 d . . . . .
H13 H -0.234424 0.527443 0.711807 0.036 Uiso 1 1 calc R U . . .
C14 C -0.0345(4) 0.5626(2) 0.7458(2) 0.0311(7) Uani 1 1 d . . . . .
H14 H -0.041134 0.620644 0.708080 0.037 Uiso 1 1 calc R U . . .
C15 C 0.0909(3) 0.5332(2) 0.79817(19) 0.0262(6) Uani 1 1 d . . . . .
H15 H 0.170167 0.570746 0.795367 0.031 Uiso 1 1 calc R U . . .
C16 C 0.1008(3) 0.4490(2) 0.85471(17) 0.0206(6) Uani 1 1 d . . . . .
C17 C 0.2344(3) 0.4159(2) 0.91174(17) 0.0195(5) Uani 1 1 d . . . . .
C18 C 0.2222(3) 0.4178(2) 1.00522(18) 0.0217(6) Uani 1 1 d . . . . .
H18 H 0.128035 0.442297 1.033098 0.026 Uiso 1 1 calc R U . . .
C19 C 0.3456(3) 0.3845(2) 1.05758(18) 0.0236(6) Uani 1 1 d . . . . .
H19 H 0.335940 0.386640 1.120919 0.028 Uiso 1 1 calc R U . . .
C20 C 0.4835(3) 0.3478(2) 1.01768(19) 0.0251(6) Uani 1 1 d . . . . .
H20 H 0.568178 0.324883 1.053576 0.030 Uiso 1 1 calc R U . . .
C21 C 0.4971(3) 0.3449(2) 0.92540(18) 0.0238(6) Uani 1 1 d . . . . .
H21 H 0.591525 0.319936 0.898031 0.029 Uiso 1 1 calc R U . . .
C22 C 0.3733(3) 0.3783(2) 0.87236(17) 0.0200(5) Uani 1 1 d . . . . .
C23 C 0.3923(3) 0.3748(2) 0.77291(18) 0.0223(6) Uani 1 1 d . . . . .
C24 C 0.4589(3) 0.4455(2) 0.72490(19) 0.0285(6) Uani 1 1 d . . . . .
H24 H 0.489136 0.497382 0.754681 0.034 Uiso 1 1 calc R U . . .
C25 C 0.4811(4) 0.4399(2) 0.6331(2) 0.0351(7) Uani 1 1 d . . . . .
H25 H 0.523402 0.489025 0.598917 0.042 Uiso 1 1 calc R U . . .
C26 C 0.4408(4) 0.3617(2) 0.5922(2) 0.0339(7) Uani 1 1 d . . . . .
H26 H 0.458462 0.355161 0.529675 0.041 Uiso 1 1 calc R U . . .
C27 C 0.3744(3) 0.2931(2) 0.64317(18) 0.0273(6) Uani 1 1 d . . . . .
C28 C 0.3358(4) 0.2041(2) 0.60432(19) 0.0299(7) Uani 1 1 d . . . . .
C29 C 0.3584(4) 0.1860(3) 0.5139(2) 0.0439(9) Uani 1 1 d . . . . .
H29 H 0.395959 0.231943 0.473163 0.053 Uiso 1 1 calc R U . . .
C30 C 0.3248(5) 0.0991(3) 0.4849(2) 0.0502(10) Uani 1 1 d . . . . .
H30 H 0.340008 0.084598 0.423646 0.060 Uiso 1 1 calc R U . . .
C31 C 0.2694(4) 0.0342(3) 0.5447(2) 0.0449(9) Uani 1 1 d . . . . .
H31 H 0.246904 -0.025757 0.525582 0.054 Uiso 1 1 calc R U . . .
C32 C 0.2471(4) 0.0577(3) 0.6333(2) 0.0344(7) Uani 1 1 d . . . . .
H32 H 0.207178 0.013367 0.674686 0.041 Uiso 1 1 calc R U . . .
S1A S -0.1112(12) 0.1361(7) 0.7735(6) 0.0241(7) Uani 0.5 1 d D U P A 1
O1A O -0.011(2) 0.2006(11) 0.7354(13) 0.0264(13) Uani 0.5 1 d D U P A 1
O2A O -0.2414(13) 0.1852(9) 0.8213(6) 0.0293(13) Uani 0.5 1 d D U P A 1
O3A O -0.0336(13) 0.0468(7) 0.8162(5) 0.0272(13) Uani 0.5 1 d D U P A 1
C33A C -0.2101(8) 0.1235(4) 0.6721(5) 0.0372(10) Uani 0.5 1 d D U P A 1
F1A F -0.2811(8) 0.2109(4) 0.6415(4) 0.0500(12) Uani 0.5 1 d D U P A 1
F2A F -0.3132(7) 0.0654(4) 0.6862(5) 0.0462(12) Uani 0.5 1 d D U P A 1
F3A F -0.1156(7) 0.0875(4) 0.6073(4) 0.0397(11) Uani 0.5 1 d D U P A 1
S2A S 0.4392(7) 0.7370(5) 0.7021(4) 0.0319(7) Uani 0.5 1 d D U P B 1
O4A O 0.4681(11) 0.8366(5) 0.6902(6) 0.0361(12) Uani 0.5 1 d D U P B 1
O5A O 0.3924(17) 0.7057(7) 0.7905(6) 0.0360(14) Uani 0.5 1 d D U P B 1
O6A O 0.5435(6) 0.6650(5) 0.6551(4) 0.0337(11) Uani 0.5 1 d D U P B 1
C34A C 0.2698(7) 0.7486(4) 0.6360(4) 0.0466(9) Uani 0.5 1 d D U P B 1
F4A F 0.1571(6) 0.8136(4) 0.6685(3) 0.0558(10) Uani 0.5 1 d D U P B 1
F5A F 0.2980(6) 0.7787(4) 0.5517(3) 0.0423(10) Uani 0.5 1 d D U P B 1
F6A F 0.2200(6) 0.6636(4) 0.6337(3) 0.0482(10) Uani 0.5 1 d D U P B 1
S1B S -0.1114(12) 0.1368(7) 0.7752(6) 0.0235(7) Uani 0.5 1 d D U P A 2
O1B O -0.0065(19) 0.2010(11) 0.7425(13) 0.0261(13) Uani 0.5 1 d D U P A 2
O2B O -0.2260(12) 0.1800(8) 0.8375(6) 0.0244(12) Uani 0.5 1 d D U P A 2
O3B O -0.0403(13) 0.0377(7) 0.7979(5) 0.0271(13) Uani 0.5 1 d D U P A 2
S2B S 0.4233(7) 0.7348(5) 0.6990(4) 0.0335(7) Uani 0.5 1 d D U P C 2
O4B O 0.4899(11) 0.8223(5) 0.7034(6) 0.0383(13) Uani 0.5 1 d D U P C 2
O5B O 0.3864(16) 0.6882(7) 0.7840(6) 0.0352(14) Uani 0.5 1 d D U P C 2
O6B O 0.4976(8) 0.6657(5) 0.6357(4) 0.0456(13) Uani 0.5 1 d D U P C 2
C33B C -0.1984(7) 0.0982(4) 0.6772(4) 0.0361(10) Uani 0.5 1 d D U P A 2
F1B F -0.2791(8) 0.1741(4) 0.6331(4) 0.0474(11) Uani 0.5 1 d D U P A 2
F2B F -0.2877(7) 0.0339(4) 0.7031(4) 0.0412(11) Uani 0.5 1 d D U P A 2
F3B F -0.0948(7) 0.0538(4) 0.6211(4) 0.0404(12) Uani 0.5 1 d D U P A 2
C34B C 0.2458(8) 0.7715(4) 0.6536(4) 0.0524(10) Uani 0.5 1 d D U P C 2
F4B F 0.1658(7) 0.8410(4) 0.7029(4) 0.0687(12) Uani 0.5 1 d D U P C 2
F5B F 0.2483(7) 0.8093(5) 0.5695(4) 0.0642(12) Uani 0.5 1 d D U P C 2
F6B F 0.1644(7) 0.6993(4) 0.6545(4) 0.0635(11) Uani 0.5 1 d D U P C 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 2.060(2) . ?
Zn1 N3 2.086(2) . ?
Zn1 N4 2.091(2) . ?
Zn1 N2 2.112(2) . ?
Zn1 O1B 2.17(2) . ?
Zn1 O1A 2.24(2) . ?
N1 C1 1.341(4) . ?
N1 C5 1.352(3) . ?
N2 C10 1.348(4) . ?
N2 C6 1.349(4) . ?
N3 C23 1.354(4) . ?
N3 C27 1.359(3) . ?
N4 C32 1.341(4) . ?
N4 C28 1.342(4) . ?
C1 C2 1.384(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.380(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.486(4) . ?
C6 C7 1.393(4) . ?
C7 C8 1.383(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.487(4) . ?
C11 C12 1.392(4) . ?
C11 C16 1.401(4) . ?
C12 C13 1.388(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.390(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.393(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.495(4) . ?
C17 C22 1.396(4) . ?
C17 C18 1.400(4) . ?
C18 C19 1.384(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.384(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.494(4) . ?
C23 C24 1.384(4) . ?
C24 C25 1.384(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.380(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.384(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.491(4) . ?
C28 C29 1.391(4) . ?
C29 C30 1.387(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.371(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(4) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
S1A O2A 1.441(3) . ?
S1A O3A 1.443(3) . ?
S1A O1A 1.456(3) . ?
S1A C33A 1.819(14) . ?
C33A F3A 1.329(4) . ?
C33A F2A 1.332(4) . ?
C33A F1A 1.336(4) . ?
S2A O5A 1.438(3) . ?
S2A O6A 1.445(3) . ?
S2A O4A 1.447(3) . ?
S2A C34A 1.830(9) . ?
C34A F6A 1.331(4) . ?
C34A F5A 1.333(4) . ?
C34A F4A 1.336(4) . ?
S1B O2B 1.440(3) . ?
S1B O3B 1.442(3) . ?
S1B O1B 1.455(3) . ?
S1B C33B 1.836(14) . ?
S2B O5B 1.445(3) . ?
S2B O4B 1.447(3) . ?
S2B O6B 1.450(3) . ?
S2B C34B 1.746(10) . ?
C33B F3B 1.328(4) . ?
C33B F2B 1.329(4) . ?
C33B F1B 1.330(4) . ?
C34B F6B 1.335(4) . ?
C34B F5B 1.336(4) . ?
C34B F4B 1.341(4) . ?

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 N3 125.36(10) . . ?
N1 Zn1 N4 98.59(10) . . ?
N3 Zn1 N4 79.22(9) . . ?
N1 Zn1 N2 79.35(9) . . ?
N3 Zn1 N2 117.40(9) . . ?
N4 Zn1 N2 161.18(9) . . ?
N1 Zn1 O1B 114.6(3) . . ?
N3 Zn1 O1B 119.1(3) . . ?
N4 Zn1 O1B 82.9(5) . . ?
N2 Zn1 O1B 81.1(5) . . ?
N1 Zn1 O1A 115.5(3) . . ?
N3 Zn1 O1A 117.8(3) . . ?
N4 Zn1 O1A 80.8(5) . . ?
N2 Zn1 O1A 83.3(5) . . ?
C1 N1 C5 118.9(2) . . ?
C1 N1 Zn1 125.87(19) . . ?
C5 N1 Zn1 114.95(18) . . ?
C10 N2 C6 119.3(2) . . ?
C10 N2 Zn1 126.17(18) . . ?
C6 N2 Zn1 112.92(17) . . ?
C23 N3 C27 118.1(2) . . ?
C23 N3 Zn1 128.42(18) . . ?
C27 N3 Zn1 113.27(19) . . ?
C32 N4 C28 119.3(3) . . ?
C32 N4 Zn1 126.2(2) . . ?
C28 N4 Zn1 113.7(2) . . ?
N1 C1 C2 122.5(3) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 118.4(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 119.6(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 121.5(3) . . ?
N1 C5 C6 115.7(2) . . ?
C4 C5 C6 122.7(2) . . ?
N2 C6 C7 121.7(3) . . ?
N2 C6 C5 115.9(2) . . ?
C7 C6 C5 122.4(2) . . ?
C8 C7 C6 118.9(3) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
C9 C8 C7 119.3(2) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 119.3(3) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
N2 C10 C9 121.3(3) . . ?
N2 C10 C11 118.1(2) . . ?
C9 C10 C11 120.5(2) . . ?
C12 C11 C16 120.0(3) . . ?
C12 C11 C10 121.2(2) . . ?
C16 C11 C10 118.7(2) . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.8(3) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.3(3) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C16 120.3(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 119.3(3) . . ?
C15 C16 C17 121.3(2) . . ?
C11 C16 C17 119.4(2) . . ?
C22 C17 C18 118.5(3) . . ?
C22 C17 C16 120.1(2) . . ?
C18 C17 C16 121.3(2) . . ?
C19 C18 C17 120.9(2) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 120.1(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C21 C20 C19 119.8(3) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.4(3) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C21 C22 C17 120.3(2) . . ?
C21 C22 C23 119.0(2) . . ?
C17 C22 C23 120.7(2) . . ?
N3 C23 C24 121.9(2) . . ?
N3 C23 C22 118.3(2) . . ?
C24 C23 C22 119.7(2) . . ?
C25 C24 C23 119.5(3) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C26 C25 C24 118.9(3) . . ?
C26 C25 H25 120.5 . . ?
C24 C25 H25 120.5 . . ?
C25 C26 C27 119.3(3) . . ?
C25 C26 H26 120.3 . . ?
C27 C26 H26 120.3 . . ?
N3 C27 C26 122.1(3) . . ?
N3 C27 C28 115.7(3) . . ?
C26 C27 C28 122.1(3) . . ?
N4 C28 C29 121.7(3) . . ?
N4 C28 C27 115.7(2) . . ?
C29 C28 C27 122.6(3) . . ?
C30 C29 C28 118.2(3) . . ?
C30 C29 H29 120.9 . . ?
C28 C29 H29 120.9 . . ?
C31 C30 C29 120.0(3) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C32 118.8(3) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 H31 120.6 . . ?
N4 C32 C31 122.0(3) . . ?
N4 C32 H32 119.0 . . ?
C31 C32 H32 119.0 . . ?
O2A S1A O3A 116.2(5) . . ?
O2A S1A O1A 114.6(4) . . ?
O3A S1A O1A 113.5(5) . . ?
O2A S1A C33A 95.4(7) . . ?
O3A S1A C33A 116.5(7) . . ?
O1A S1A C33A 98.0(9) . . ?
S1A O1A Zn1 122.0(9) . . ?
F3A C33A F2A 108.1(4) . . ?
F3A C33A F1A 107.2(4) . . ?
F2A C33A F1A 107.4(4) . . ?
F3A C33A S1A 111.5(5) . . ?
F2A C33A S1A 112.2(6) . . ?
F1A C33A S1A 110.3(5) . . ?
O5A S2A O6A 115.4(4) . . ?
O5A S2A O4A 116.6(4) . . ?
O6A S2A O4A 115.3(4) . . ?
O5A S2A C34A 104.5(7) . . ?
O6A S2A C34A 102.3(4) . . ?
O4A S2A C34A 99.3(6) . . ?
F6A C34A F5A 107.6(4) . . ?
F6A C34A F4A 107.3(4) . . ?
F5A C34A F4A 107.3(4) . . ?
F6A C34A S2A 111.9(5) . . ?
F5A C34A S2A 110.5(4) . . ?
F4A C34A S2A 112.1(5) . . ?
O2B S1B O3B 116.2(4) . . ?
O2B S1B O1B 114.7(5) . . ?
O3B S1B O1B 113.8(4) . . ?
O2B S1B C33B 110.1(7) . . ?
O3B S1B C33B 91.8(7) . . ?
O1B S1B C33B 107.4(9) . . ?
S1B O1B Zn1 126.4(9) . . ?
O5B S2B O4B 115.9(4) . . ?
O5B S2B O6B 113.0(4) . . ?
O4B S2B O6B 114.6(4) . . ?
O5B S2B C34B 101.9(7) . . ?
O4B S2B C34B 106.8(6) . . ?
O6B S2B C34B 102.6(5) . . ?
F3B C33B F2B 107.0(4) . . ?
F3B C33B F1B 108.5(4) . . ?
F2B C33B F1B 108.9(4) . . ?
F3B C33B S1B 111.1(5) . . ?
F2B C33B S1B 109.8(5) . . ?
F1B C33B S1B 111.5(5) . . ?
F6B C34B F5B 106.8(4) . . ?
F6B C34B F4B 105.7(5) . . ?
F5B C34B F4B 106.6(5) . . ?
F6B C34B S2B 113.2(5) . . ?
F5B C34B S2B 114.4(5) . . ?
F4B C34B S2B 109.5(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
C5 N1 C1 C2 -0.3(4) . . . . ?
Zn1 N1 C1 C2 -174.3(2) . . . . ?
N1 C1 C2 C3 -0.6(4) . . . . ?
C1 C2 C3 C4 0.7(4) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C1 N1 C5 C4 1.0(4) . . . . ?
Zn1 N1 C5 C4 175.7(2) . . . . ?
C1 N1 C5 C6 -177.5(2) . . . . ?
Zn1 N1 C5 C6 -2.8(3) . . . . ?
C3 C4 C5 N1 -0.9(4) . . . . ?
C3 C4 C5 C6 177.5(2) . . . . ?
C10 N2 C6 C7 -0.3(4) . . . . ?
Zn1 N2 C6 C7 -166.9(2) . . . . ?
C10 N2 C6 C5 177.8(2) . . . . ?
Zn1 N2 C6 C5 11.3(3) . . . . ?
N1 C5 C6 N2 -5.9(3) . . . . ?
C4 C5 C6 N2 175.6(2) . . . . ?
N1 C5 C6 C7 172.2(2) . . . . ?
C4 C5 C6 C7 -6.2(4) . . . . ?
N2 C6 C7 C8 1.4(4) . . . . ?
C5 C6 C7 C8 -176.7(2) . . . . ?
C6 C7 C8 C9 -0.9(4) . . . . ?
C7 C8 C9 C10 -0.4(4) . . . . ?
C6 N2 C10 C9 -1.1(4) . . . . ?
Zn1 N2 C10 C9 163.50(19) . . . . ?
C6 N2 C10 C11 175.7(2) . . . . ?
Zn1 N2 C10 C11 -19.7(3) . . . . ?
C8 C9 C10 N2 1.5(4) . . . . ?
C8 C9 C10 C11 -175.3(2) . . . . ?
N2 C10 C11 C12 116.5(3) . . . . ?
C9 C10 C11 C12 -66.7(3) . . . . ?
N2 C10 C11 C16 -67.1(3) . . . . ?
C9 C10 C11 C16 109.8(3) . . . . ?
C16 C11 C12 C13 -0.1(4) . . . . ?
C10 C11 C12 C13 176.3(2) . . . . ?
C11 C12 C13 C14 -0.6(4) . . . . ?
C12 C13 C14 C15 1.1(5) . . . . ?
C13 C14 C15 C16 -0.9(4) . . . . ?
C14 C15 C16 C11 0.3(4) . . . . ?
C14 C15 C16 C17 -179.9(3) . . . . ?
C12 C11 C16 C15 0.2(4) . . . . ?
C10 C11 C16 C15 -176.3(2) . . . . ?
C12 C11 C16 C17 -179.6(2) . . . . ?
C10 C11 C16 C17 3.9(4) . . . . ?
C15 C16 C17 C22 -70.3(4) . . . . ?
C11 C16 C17 C22 109.5(3) . . . . ?
C15 C16 C17 C18 112.5(3) . . . . ?
C11 C16 C17 C18 -67.7(3) . . . . ?
C22 C17 C18 C19 0.9(4) . . . . ?
C16 C17 C18 C19 178.2(3) . . . . ?
C17 C18 C19 C20 -0.5(4) . . . . ?
C18 C19 C20 C21 0.1(4) . . . . ?
C19 C20 C21 C22 -0.1(4) . . . . ?
C20 C21 C22 C17 0.6(4) . . . . ?
C20 C21 C22 C23 179.5(3) . . . . ?
C18 C17 C22 C21 -1.0(4) . . . . ?
C16 C17 C22 C21 -178.2(2) . . . . ?
C18 C17 C22 C23 -179.9(2) . . . . ?
C16 C17 C22 C23 2.8(4) . . . . ?
C27 N3 C23 C24 3.5(4) . . . . ?
Zn1 N3 C23 C24 -171.3(2) . . . . ?
C27 N3 C23 C22 -175.0(2) . . . . ?
Zn1 N3 C23 C22 10.3(4) . . . . ?
C21 C22 C23 N3 100.3(3) . . . . ?
C17 C22 C23 N3 -80.8(3) . . . . ?
C21 C22 C23 C24 -78.2(4) . . . . ?
C17 C22 C23 C24 100.8(3) . . . . ?
N3 C23 C24 C25 -0.7(5) . . . . ?
C22 C23 C24 C25 177.7(3) . . . . ?
C23 C24 C25 C26 -2.2(5) . . . . ?
C24 C25 C26 C27 2.3(5) . . . . ?
C23 N3 C27 C26 -3.4(5) . . . . ?
Zn1 N3 C27 C26 172.1(3) . . . . ?
C23 N3 C27 C28 173.9(3) . . . . ?
Zn1 N3 C27 C28 -10.6(3) . . . . ?
C25 C26 C27 N3 0.5(5) . . . . ?
C25 C26 C27 C28 -176.6(3) . . . . ?
C32 N4 C28 C29 1.0(5) . . . . ?
Zn1 N4 C28 C29 -169.1(3) . . . . ?
C32 N4 C28 C27 -177.9(3) . . . . ?
Zn1 N4 C28 C27 12.0(4) . . . . ?
N3 C27 C28 N4 -0.9(4) . . . . ?
C26 C27 C28 N4 176.3(3) . . . . ?
N3 C27 C28 C29 -179.8(3) . . . . ?
C26 C27 C28 C29 -2.5(5) . . . . ?
N4 C28 C29 C30 -1.4(6) . . . . ?
C27 C28 C29 C30 177.4(4) . . . . ?
C28 C29 C30 C31 0.6(7) . . . . ?
C29 C30 C31 C32 0.6(7) . . . . ?
C28 N4 C32 C31 0.3(5) . . . . ?
Zn1 N4 C32 C31 169.0(3) . . . . ?
C30 C31 C32 N4 -1.0(6) . . . . ?
O2A S1A O1A Zn1 111.1(11) . . . . ?
O3A S1A O1A Zn1 -25.5(12) . . . . ?
C33A S1A O1A Zn1 -149.1(11) . . . . ?
O2A S1A C33A F3A 173.9(6) . . . . ?
O3A S1A C33A F3A -63.3(8) . . . . ?
O1A S1A C33A F3A 58.1(7) . . . . ?
O2A S1A C33A F2A -64.7(7) . . . . ?
O3A S1A C33A F2A 58.1(8) . . . . ?
O1A S1A C33A F2A 179.5(7) . . . . ?
O2A S1A C33A F1A 54.9(7) . . . . ?
O3A S1A C33A F1A 177.7(6) . . . . ?
O1A S1A C33A F1A -60.9(7) . . . . ?
O5A S2A C34A F6A -60.9(5) . . . . ?
O6A S2A C34A F6A 59.7(5) . . . . ?
O4A S2A C34A F6A 178.3(5) . . . . ?
O5A S2A C34A F5A 179.3(4) . . . . ?
O6A S2A C34A F5A -60.1(5) . . . . ?
O4A S2A C34A F5A 58.5(5) . . . . ?
O5A S2A C34A F4A 59.7(5) . . . . ?
O6A S2A C34A F4A -179.7(4) . . . . ?
O4A S2A C34A F4A -61.1(5) . . . . ?
O2B S1B O1B Zn1 101.4(11) . . . . ?
O3B S1B O1B Zn1 -35.9(13) . . . . ?
C33B S1B O1B Zn1 -135.9(11) . . . . ?
O2B S1B C33B F3B -176.9(6) . . . . ?
O3B S1B C33B F3B -58.1(6) . . . . ?
O1B S1B C33B F3B 57.6(7) . . . . ?
O2B S1B C33B F2B -58.7(7) . . . . ?
O3B S1B C33B F2B 60.1(6) . . . . ?
O1B S1B C33B F2B 175.7(6) . . . . ?
O2B S1B C33B F1B 62.0(7) . . . . ?
O3B S1B C33B F1B -179.1(6) . . . . ?
O1B S1B C33B F1B -63.5(7) . . . . ?
O5B S2B C34B F6B -51.2(5) . . . . ?
O4B S2B C34B F6B -173.2(5) . . . . ?
O6B S2B C34B F6B 66.0(5) . . . . ?
O5B S2B C34B F5B -173.9(5) . . . . ?
O4B S2B C34B F5B 64.1(6) . . . . ?
O6B S2B C34B F5B -56.7(6) . . . . ?
O5B S2B C34B F4B 66.5(5) . . . . ?
O4B S2B C34B F4B -55.5(5) . . . . ?
O6B S2B C34B F4B -176.3(4) . . . . ?

_refine_diff_density_max         1.169
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.070



