# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_160308adachi
_database_code_depnum_ccdc_archive 'CCDC 1494998'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C34 H33 B2 F8 N5 O Pd'
_chemical_formula_moiety         'C34 H33 B2 F8 N5 O Pd'
_chemical_formula_weight         807.67
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   9.1646(3)
_cell_length_b                   10.8129(4)
_cell_length_c                   17.3580(8)
_cell_angle_alpha                86.495(6)
_cell_angle_beta                 85.651(6)
_cell_angle_gamma                84.191(6)
_cell_volume                     1703.87(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12466
_cell_measurement_theta_min      4.12
_cell_measurement_theta_max      68.19
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816.00
_exptl_absorpt_coefficient_mu    5.103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.437
_exptl_absorpt_correction_T_max  0.775

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            20068
_diffrn_reflns_av_R_equivalents  0.1098
_diffrn_reflns_theta_max         68.253
_diffrn_reflns_theta_min         4.116
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6102
_reflns_number_gt                3622
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1223
_refine_ls_R_factor_gt           0.0954
_refine_ls_wR_factor_ref         0.2774
_refine_ls_wR_factor_gt          0.2392
_refine_ls_number_restraints     67
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6102
_refine_ls_number_parameters     462
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1451P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         2.13
_refine_diff_density_min         -1.36
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0090 0.0039
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd 0.1215 3.9337
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
Pd1 Pd 0.36678(7) 0.78175(5) 0.63308(4) 0.0484(3) Uani 1 1 d . . . . .
F2 F 0.0212(8) 0.8171(5) 0.5915(4) 0.086(2) Uani 1 1 d . . . . .
F3 F 0.9119(7) 0.3455(6) 0.8320(5) 0.098(2) Uani 1 1 d . . . . .
F7 F -0.0262(9) 0.6484(6) 0.5347(5) 0.107(3) Uani 1 1 d . . . . .
F10 F -0.1783(9) 0.8212(8) 0.5216(5) 0.121(3) Uani 1 1 d . . . . .
F11 F 0.7585(10) 0.2543(8) 0.7628(9) 0.200(6) Uani 1 1 d . U . . .
F12 F 0.0443(10) 0.8044(9) 0.4605(5) 0.127(3) Uani 1 1 d . . . . .
F49 F 0.7044(8) 0.4527(7) 0.7935(8) 0.172(5) Uani 1 1 d . . . . .
F51 F 0.8736(17) 0.3892(13) 0.7188(7) 0.209(6) Uani 1 1 d . U . . .
O1 O 0.5389(7) 0.9624(6) 0.7897(4) 0.0613(18) Uani 1 1 d . U . . .
N4 N 0.2461(7) 0.9210(6) 0.6886(4) 0.0435(17) Uani 1 1 d . . . . .
N5 N 0.3678(7) 0.7123(6) 0.7414(4) 0.0384(16) Uani 1 1 d . . . . .
N6 N 0.3747(8) 0.8158(6) 0.7892(4) 0.0485(18) Uani 1 1 d . . . . .
N8 N 0.3545(7) 0.8637(6) 0.5263(5) 0.0507(19) Uani 1 1 d . U . . .
N9 N 0.5112(8) 0.6442(7) 0.5928(4) 0.0522(19) Uani 1 1 d . U . . .
C13 C 0.3353(9) 0.6042(7) 0.7725(5) 0.0396(19) Uani 1 1 d . . . . .
C14 C 0.1994(9) 1.0000(7) 0.8168(5) 0.045(2) Uani 1 1 d . . . . .
C15 C 0.3102(10) 0.5737(7) 0.8554(6) 0.048(2) Uani 1 1 d . . . . .
C16 C 0.1480(10) 1.0116(8) 0.6589(6) 0.053(2) Uani 1 1 d . . . . .
H16 H 0.1270 1.0140 0.6060 0.064 Uiso 1 1 calc R U . . .
C17 C 0.2718(9) 0.9149(7) 0.7650(6) 0.045(2) Uani 1 1 d . . . . .
C18 C 0.2062(10) 0.4908(7) 0.8766(5) 0.047(2) Uani 1 1 d . . . . .
H18 H 0.1593 0.4551 0.8375 0.057 Uiso 1 1 calc R U . . .
C19 C 0.3203(9) 0.5079(7) 0.7191(5) 0.044(2) Uani 1 1 d . . . . .
C20 C 0.2155(10) 0.5250(8) 0.6618(5) 0.049(2) Uani 1 1 d . . . . .
H20 H 0.1543 0.6009 0.6566 0.059 Uiso 1 1 calc R U . . .
C21 C 0.1021(10) 1.0943(8) 0.7841(6) 0.054(2) Uani 1 1 d . . . . .
H21 H 0.0510 1.1552 0.8160 0.065 Uiso 1 1 calc R U . . .
C22 C 0.3835(10) 0.6204(8) 0.9143(5) 0.049(2) Uani 1 1 d . . . . .
H22 H 0.4585 0.6742 0.9012 0.059 Uiso 1 1 calc R U . . .
C23 C 0.5259(11) 0.8514(9) 0.7877(6) 0.056(2) Uani 1 1 d . U . . .
C24 C 0.1613(11) 0.9009(9) 0.9507(6) 0.057(3) Uani 1 1 d . . . . .
C25 C 0.2250(9) 0.9919(8) 0.9001(5) 0.047(2) Uani 1 1 d . . . . .
C26 C 0.6467(10) 0.7536(8) 0.7826(5) 0.051(2) Uani 1 1 d . U . . .
H26 H 0.6264 0.6690 0.7862 0.061 Uiso 1 1 calc R U . . .
C27 C 0.0804(10) 1.0994(8) 0.7076(6) 0.054(2) Uani 1 1 d . . . . .
H27 H 0.0165 1.1657 0.6868 0.064 Uiso 1 1 calc R U . . .
C28 C 0.3932(13) 0.3018(9) 0.6762(7) 0.066(3) Uani 1 1 d . . . . .
H28 H 0.4536 0.2253 0.6806 0.079 Uiso 1 1 calc R U . . .
C29 C 0.5991(11) 0.5651(9) 0.5832(6) 0.053(2) Uani 1 1 d . U . . .
C30 C 0.7134(11) 0.4623(9) 0.5698(6) 0.063(3) Uani 1 1 d . U . . .
H30A H 0.6867 0.4129 0.5285 0.076 Uiso 1 1 calc R U . . .
H30B H 0.7226 0.4093 0.6174 0.076 Uiso 1 1 calc R U . . .
H30C H 0.8074 0.4958 0.5546 0.076 Uiso 1 1 calc R U . . .
C31 C 0.4051(10) 0.3964(8) 0.7272(5) 0.049(2) Uani 1 1 d . . . . .
H31 H 0.4715 0.3830 0.7670 0.058 Uiso 1 1 calc R U . . .
C32 C 0.3092(11) 1.0778(9) 0.9321(6) 0.058(3) Uani 1 1 d . . . . .
C33 C 0.1874(11) 0.8931(10) 1.0286(6) 0.061(3) Uani 1 1 d . . . . .
H33 H 0.1463 0.8309 1.0621 0.073 Uiso 1 1 calc R U . . .
C34 C 0.3459(11) 0.5875(8) 0.9919(6) 0.056(2) Uani 1 1 d . . . . .
H34 H 0.3930 0.6211 1.0317 0.067 Uiso 1 1 calc R U . . .
C35 C 0.2044(11) 0.4304(9) 0.6143(6) 0.056(2) Uani 1 1 d . . . . .
H35 H 0.1333 0.4410 0.5768 0.067 Uiso 1 1 calc R U . . .
C36 C 0.2723(13) 0.9745(11) 1.0578(7) 0.073(3) Uani 1 1 d . . . . .
H36 H 0.2898 0.9671 1.1112 0.087 Uiso 1 1 calc R U . . .
C37 C 0.2933(13) 0.9508(10) 0.3875(6) 0.075(3) Uani 1 1 d . U . . .
H37A H 0.3782 0.9910 0.3639 0.090 Uiso 1 1 calc R U . . .
H37B H 0.2064 1.0115 0.3895 0.090 Uiso 1 1 calc R U . . .
H37C H 0.2754 0.8818 0.3565 0.090 Uiso 1 1 calc R U . . .
C38 C 0.1695(11) 0.4589(9) 0.9541(6) 0.060(3) Uani 1 1 d . . . . .
H38 H 0.0954 0.4045 0.9677 0.072 Uiso 1 1 calc R U . . .
C39 C 0.2931(12) 0.3210(9) 0.6196(6) 0.063(3) Uani 1 1 d . . . . .
H39 H 0.2860 0.2581 0.5845 0.076 Uiso 1 1 calc R U . . .
C40 C 0.0602(11) 0.8177(8) 0.9217(7) 0.064(3) Uani 1 1 d . . . . .
H40A H 0.0534 0.8345 0.8659 0.077 Uiso 1 1 calc R U . . .
H40B H 0.0981 0.7306 0.9319 0.077 Uiso 1 1 calc R U . . .
H40C H -0.0376 0.8330 0.9483 0.077 Uiso 1 1 calc R U . . .
C41 C 0.2404(10) 0.5063(9) 1.0107(6) 0.054(2) Uani 1 1 d . . . . .
H41 H 0.2167 0.4830 1.0634 0.065 Uiso 1 1 calc R U . . .
C42 C 0.3231(12) 0.9031(9) 0.4658(6) 0.063(3) Uani 1 1 d . U . . .
C44 C 0.3313(12) 1.0652(11) 1.0118(6) 0.068(3) Uani 1 1 d . . . . .
H44 H 0.3884 1.1210 1.0336 0.081 Uiso 1 1 calc R U . . .
C45 C 0.3737(12) 1.1778(9) 0.8828(6) 0.065(3) Uani 1 1 d . . . . .
H45A H 0.3477 1.1731 0.8294 0.078 Uiso 1 1 calc R U . . .
H45B H 0.3352 1.2590 0.9019 0.078 Uiso 1 1 calc R U . . .
H45C H 0.4809 1.1676 0.8844 0.078 Uiso 1 1 calc R U . . .
C46 C 0.7809(11) 0.7803(10) 0.7734(6) 0.063(3) Uani 1 1 d . U . . .
H46 H 0.7966 0.8658 0.7739 0.075 Uiso 1 1 calc R U . . .
C47 C 0.9135(11) 0.6907(10) 0.7621(8) 0.088(4) Uani 1 1 d . U . . .
H47A H 1.0015 0.7359 0.7566 0.106 Uiso 1 1 calc R U . . .
H47B H 0.9195 0.6312 0.8070 0.106 Uiso 1 1 calc R U . . .
H47C H 0.9071 0.6458 0.7153 0.106 Uiso 1 1 calc R U . . .
B48 B -0.0334(16) 0.7736(12) 0.5256(8) 0.065(3) Uani 1 1 d . . . . .
B50 B 0.793(2) 0.3534(12) 0.7870(8) 0.076(4) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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
Pd1 N5 1.981(7) . ?
Pd1 N9 2.011(8) . ?
Pd1 N8 2.011(8) . ?
Pd1 N4 2.025(7) . ?
F2 B48 1.406(14) . ?
F3 B50 1.380(18) . ?
F7 B48 1.348(13) . ?
F10 B48 1.381(15) . ?
F11 B50 1.252(16) . ?
F12 B48 1.333(14) . ?
F49 B50 1.285(14) . ?
F51 B50 1.401(18) . ?
O1 C23 1.222(10) . ?
N4 C17 1.361(11) . ?
N4 C16 1.366(10) . ?
N5 C13 1.310(10) . ?
N5 N6 1.442(9) . ?
N6 C17 1.419(9) . ?
N6 C23 1.473(11) . ?
N8 C42 1.155(12) . ?
N9 C29 1.125(11) . ?
C13 C19 1.460(11) . ?
C13 C15 1.463(12) . ?
C14 C21 1.406(11) . ?
C14 C17 1.407(11) . ?
C14 C25 1.479(12) . ?
C15 C18 1.388(12) . ?
C15 C22 1.409(12) . ?
C16 C27 1.379(12) . ?
C16 H16 0.9500 . ?
C18 C38 1.394(12) . ?
C18 H18 0.9500 . ?
C19 C31 1.372(11) . ?
C19 C20 1.426(12) . ?
C20 C35 1.367(12) . ?
C20 H20 0.9500 . ?
C21 C27 1.354(13) . ?
C21 H21 0.9500 . ?
C22 C34 1.399(12) . ?
C22 H22 0.9500 . ?
C23 C26 1.452(12) . ?
C24 C33 1.387(14) . ?
C24 C25 1.418(13) . ?
C24 C40 1.489(14) . ?
C25 C32 1.428(13) . ?
C26 C46 1.288(13) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C39 1.387(15) . ?
C28 C31 1.411(12) . ?
C28 H28 0.9500 . ?
C29 C30 1.465(12) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31 0.9500 . ?
C32 C44 1.410(14) . ?
C32 C45 1.481(14) . ?
C33 C36 1.375(15) . ?
C33 H33 0.9500 . ?
C34 C41 1.378(13) . ?
C34 H34 0.9500 . ?
C35 C39 1.369(13) . ?
C35 H35 0.9500 . ?
C36 C44 1.355(15) . ?
C36 H36 0.9500 . ?
C37 C42 1.458(14) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C41 1.369(13) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41 0.9500 . ?
C44 H44 0.9500 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 C47 1.484(13) . ?
C46 H46 0.9500 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 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
N5 Pd1 N9 93.4(3) . . ?
N5 Pd1 N8 175.4(2) . . ?
N9 Pd1 N8 91.2(3) . . ?
N5 Pd1 N4 79.5(3) . . ?
N9 Pd1 N4 169.8(3) . . ?
N8 Pd1 N4 95.9(3) . . ?
C17 N4 C16 120.7(7) . . ?
C17 N4 Pd1 111.0(5) . . ?
C16 N4 Pd1 128.3(6) . . ?
C13 N5 N6 120.5(7) . . ?
C13 N5 Pd1 131.3(6) . . ?
N6 N5 Pd1 106.6(5) . . ?
C17 N6 N5 108.7(7) . . ?
C17 N6 C23 113.2(7) . . ?
N5 N6 C23 111.0(6) . . ?
C42 N8 Pd1 167.8(8) . . ?
C29 N9 Pd1 167.8(8) . . ?
N5 C13 C19 116.4(7) . . ?
N5 C13 C15 125.6(8) . . ?
C19 C13 C15 118.0(7) . . ?
C21 C14 C17 115.8(8) . . ?
C21 C14 C25 122.0(8) . . ?
C17 C14 C25 122.2(8) . . ?
C18 C15 C22 118.3(9) . . ?
C18 C15 C13 116.3(8) . . ?
C22 C15 C13 125.4(8) . . ?
N4 C16 C27 118.2(9) . . ?
N4 C16 H16 120.9 . . ?
C27 C16 H16 120.9 . . ?
N4 C17 C14 122.2(7) . . ?
N4 C17 N6 115.4(7) . . ?
C14 C17 N6 122.3(8) . . ?
C15 C18 C38 121.1(9) . . ?
C15 C18 H18 119.5 . . ?
C38 C18 H18 119.5 . . ?
C31 C19 C20 119.8(8) . . ?
C31 C19 C13 118.5(8) . . ?
C20 C19 C13 121.6(8) . . ?
C35 C20 C19 119.0(9) . . ?
C35 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C27 C21 C14 120.8(9) . . ?
C27 C21 H21 119.6 . . ?
C14 C21 H21 119.6 . . ?
C34 C22 C15 119.9(9) . . ?
C34 C22 H22 120.0 . . ?
C15 C22 H22 120.0 . . ?
O1 C23 C26 125.2(9) . . ?
O1 C23 N6 116.5(8) . . ?
C26 C23 N6 118.3(8) . . ?
C33 C24 C25 120.0(10) . . ?
C33 C24 C40 119.4(10) . . ?
C25 C24 C40 120.5(10) . . ?
C24 C25 C32 118.5(9) . . ?
C24 C25 C14 120.4(8) . . ?
C32 C25 C14 121.1(8) . . ?
C46 C26 C23 120.9(9) . . ?
C46 C26 H26 119.6 . . ?
C23 C26 H26 119.6 . . ?
C21 C27 C16 122.2(9) . . ?
C21 C27 H27 118.9 . . ?
C16 C27 H27 118.9 . . ?
C39 C28 C31 119.7(10) . . ?
C39 C28 H28 120.1 . . ?
C31 C28 H28 120.1 . . ?
N9 C29 C30 179.3(11) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C19 C31 C28 119.7(10) . . ?
C19 C31 H31 120.1 . . ?
C28 C31 H31 120.1 . . ?
C44 C32 C25 118.8(10) . . ?
C44 C32 C45 120.2(10) . . ?
C25 C32 C45 121.0(9) . . ?
C36 C33 C24 120.6(11) . . ?
C36 C33 H33 119.7 . . ?
C24 C33 H33 119.7 . . ?
C41 C34 C22 120.0(10) . . ?
C41 C34 H34 120.0 . . ?
C22 C34 H34 120.0 . . ?
C20 C35 C39 121.7(10) . . ?
C20 C35 H35 119.2 . . ?
C39 C35 H35 119.2 . . ?
C44 C36 C33 121.2(11) . . ?
C44 C36 H36 119.4 . . ?
C33 C36 H36 119.4 . . ?
C42 C37 H37A 109.5 . . ?
C42 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C42 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C41 C38 C18 119.8(10) . . ?
C41 C38 H38 120.1 . . ?
C18 C38 H38 120.1 . . ?
C35 C39 C28 120.0(9) . . ?
C35 C39 H39 120.0 . . ?
C28 C39 H39 120.0 . . ?
C24 C40 H40A 109.5 . . ?
C24 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C24 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C38 C41 C34 120.8(9) . . ?
C38 C41 H41 119.6 . . ?
C34 C41 H41 119.6 . . ?
N8 C42 C37 176.3(11) . . ?
C36 C44 C32 120.9(11) . . ?
C36 C44 H44 119.6 . . ?
C32 C44 H44 119.6 . . ?
C32 C45 H45A 109.5 . . ?
C32 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C32 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C26 C46 C47 126.4(10) . . ?
C26 C46 H46 116.8 . . ?
C47 C46 H46 116.8 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
F12 B48 F7 108.7(11) . . ?
F12 B48 F10 110.0(12) . . ?
F7 B48 F10 109.3(11) . . ?
F12 B48 F2 112.5(11) . . ?
F7 B48 F2 107.4(10) . . ?
F10 B48 F2 108.8(10) . . ?
F11 B50 F49 123.9(17) . . ?
F11 B50 F3 117.6(11) . . ?
F49 B50 F3 115.0(12) . . ?
F11 B50 F51 95.6(13) . . ?
F49 B50 F51 98.5(12) . . ?
F3 B50 F51 94.4(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N5 N6 C17 -120.9(8) . . . . ?
Pd1 N5 N6 C17 45.8(7) . . . . ?
C13 N5 N6 C23 113.9(8) . . . . ?
Pd1 N5 N6 C23 -79.3(7) . . . . ?
N6 N5 C13 C19 175.6(7) . . . . ?
Pd1 N5 C13 C19 12.6(11) . . . . ?
N6 N5 C13 C15 -3.1(12) . . . . ?
Pd1 N5 C13 C15 -166.1(6) . . . . ?
N5 C13 C15 C18 145.9(8) . . . . ?
C19 C13 C15 C18 -32.8(11) . . . . ?
N5 C13 C15 C22 -34.7(13) . . . . ?
C19 C13 C15 C22 146.6(8) . . . . ?
C17 N4 C16 C27 2.6(13) . . . . ?
Pd1 N4 C16 C27 -178.5(6) . . . . ?
C16 N4 C17 C14 0.2(12) . . . . ?
Pd1 N4 C17 C14 -178.9(6) . . . . ?
C16 N4 C17 N6 179.3(8) . . . . ?
Pd1 N4 C17 N6 0.2(9) . . . . ?
C21 C14 C17 N4 -1.9(12) . . . . ?
C25 C14 C17 N4 178.7(8) . . . . ?
C21 C14 C17 N6 179.1(7) . . . . ?
C25 C14 C17 N6 -0.3(13) . . . . ?
N5 N6 C17 N4 -30.5(9) . . . . ?
C23 N6 C17 N4 93.3(9) . . . . ?
N5 N6 C17 C14 148.6(8) . . . . ?
C23 N6 C17 C14 -87.6(10) . . . . ?
C22 C15 C18 C38 3.1(12) . . . . ?
C13 C15 C18 C38 -177.5(7) . . . . ?
N5 C13 C19 C31 124.2(8) . . . . ?
C15 C13 C19 C31 -57.0(11) . . . . ?
N5 C13 C19 C20 -58.9(11) . . . . ?
C15 C13 C19 C20 119.9(9) . . . . ?
C31 C19 C20 C35 -1.8(13) . . . . ?
C13 C19 C20 C35 -178.6(8) . . . . ?
C17 C14 C21 C27 0.8(13) . . . . ?
C25 C14 C21 C27 -179.8(8) . . . . ?
C18 C15 C22 C34 -3.0(12) . . . . ?
C13 C15 C22 C34 177.7(7) . . . . ?
C17 N6 C23 O1 21.4(12) . . . . ?
N5 N6 C23 O1 144.0(8) . . . . ?
C17 N6 C23 C26 -157.5(8) . . . . ?
N5 N6 C23 C26 -35.0(11) . . . . ?
C33 C24 C25 C32 -3.1(12) . . . . ?
C40 C24 C25 C32 173.8(8) . . . . ?
C33 C24 C25 C14 179.2(7) . . . . ?
C40 C24 C25 C14 -4.0(12) . . . . ?
C21 C14 C25 C24 104.4(10) . . . . ?
C17 C14 C25 C24 -76.2(11) . . . . ?
C21 C14 C25 C32 -73.2(11) . . . . ?
C17 C14 C25 C32 106.1(10) . . . . ?
O1 C23 C26 C46 -5.8(16) . . . . ?
N6 C23 C26 C46 173.0(9) . . . . ?
C14 C21 C27 C16 2.0(15) . . . . ?
N4 C16 C27 C21 -3.7(14) . . . . ?
C20 C19 C31 C28 3.2(13) . . . . ?
C13 C19 C31 C28 -179.8(8) . . . . ?
C39 C28 C31 C19 -1.7(15) . . . . ?
C24 C25 C32 C44 2.8(12) . . . . ?
C14 C25 C32 C44 -179.4(8) . . . . ?
C24 C25 C32 C45 -177.7(8) . . . . ?
C14 C25 C32 C45 0.0(12) . . . . ?
C25 C24 C33 C36 1.3(13) . . . . ?
C40 C24 C33 C36 -175.5(8) . . . . ?
C15 C22 C34 C41 2.1(12) . . . . ?
C19 C20 C35 C39 -1.2(13) . . . . ?
C24 C33 C36 C44 0.7(14) . . . . ?
C15 C18 C38 C41 -2.4(13) . . . . ?
C20 C35 C39 C28 2.7(15) . . . . ?
C31 C28 C39 C35 -1.2(16) . . . . ?
C18 C38 C41 C34 1.4(13) . . . . ?
C22 C34 C41 C38 -1.3(13) . . . . ?
C33 C36 C44 C32 -0.9(15) . . . . ?
C25 C32 C44 C36 -0.9(14) . . . . ?
C45 C32 C44 C36 179.6(9) . . . . ?
C23 C26 C46 C47 -175.6(11) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_160330adachi3
_database_code_depnum_ccdc_archive 'CCDC 1494999'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C46 H42 N6 O2 Pd'
_chemical_formula_moiety         'C46 H42 N6 O2 Pd'
_chemical_formula_weight         817.28
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.88787(16)
_cell_length_b                   10.65997(19)
_cell_length_c                   12.1038(2)
_cell_angle_alpha                101.284(7)
_cell_angle_beta                 100.453(7)
_cell_angle_gamma                102.182(7)
_cell_volume                     1069.19(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    10321
_cell_measurement_theta_min      3.83
_cell_measurement_theta_max      68.30
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             422.00
_exptl_absorpt_coefficient_mu    3.832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.336
_exptl_absorpt_correction_T_max  0.465

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            12558
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_theta_max         68.248
_diffrn_reflns_theta_min         3.829
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3851
_reflns_number_gt                3289
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1453
_refine_ls_wR_factor_gt          0.1382
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3851
_refine_ls_number_parameters     250
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0697P)²+0.0302P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         1.17
_refine_diff_density_min         -0.76
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd 0.1215 3.9337
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
Pd1 Pd 0.5000 0.5000 1.0000 0.03777(18) Uani 1 2 d S . P . .
O3 O 0.2533(4) 0.5834(4) 0.7975(3) 0.0565(9) Uani 1 1 d . . . . .
N4 N 0.6772(4) 0.5587(3) 0.9229(3) 0.0355(8) Uani 1 1 d . . . . .
N5 N 0.4571(4) 0.4941(4) 0.7650(3) 0.0409(9) Uani 1 1 d . . . . .
N34 N 0.4003(4) 0.4048(3) 0.8351(3) 0.0375(9) Uani 1 1 d . . . . .
C9 C 0.8902(5) 0.5877(5) 0.7860(4) 0.0450(12) Uani 1 1 d . . . . .
H9 H 0.9655 0.5992 0.7398 0.054 Uiso 1 1 calc R U . . .
C10 C 0.3093(5) 0.2910(4) 0.7780(4) 0.0371(10) Uani 1 1 d . . . . .
C11 C 0.6719(6) 0.4930(5) 0.6034(4) 0.0484(12) Uani 1 1 d . . . . .
H11A H 0.7622 0.5068 0.5673 0.058 Uiso 1 1 calc R U . . .
H11B H 0.6186 0.3985 0.5836 0.058 Uiso 1 1 calc R U . . .
H11C H 0.5974 0.5419 0.5751 0.058 Uiso 1 1 calc R U . . .
C12 C 0.8339(5) 0.5970(4) 0.9696(4) 0.0399(11) Uani 1 1 d . . . . .
H12 H 0.8706 0.6111 1.0509 0.048 Uiso 1 1 calc R U . . .
C13 C 0.7285(5) 0.5413(5) 0.7314(4) 0.0419(11) Uani 1 1 d . . . . .
C14 C 0.2332(5) 0.2613(5) 0.6521(4) 0.0435(11) Uani 1 1 d . . . . .
C15 C 0.4324(6) 0.6953(5) 0.7053(5) 0.0484(12) Uani 1 1 d . . . . .
H15 H 0.5237 0.6943 0.6751 0.058 Uiso 1 1 calc R U . . .
C16 C 0.2730(5) 0.1884(5) 0.8411(4) 0.0441(11) Uani 1 1 d . . . . .
C17 C 0.6263(5) 0.5346(4) 0.8059(4) 0.0405(11) Uani 1 1 d . . . . .
C18 C 0.0259(6) 0.2821(6) 0.5029(5) 0.0591(15) Uani 1 1 d . . . . .
H18 H -0.0599 0.3188 0.4802 0.071 Uiso 1 1 calc R U . . .
C19 C 0.1068(6) 0.3145(6) 0.6178(4) 0.0547(14) Uani 1 1 d . . . . .
H19 H 0.0760 0.3734 0.6739 0.066 Uiso 1 1 calc R U . . .
C20 C 0.1208(6) 0.1026(5) 0.8104(5) 0.0492(12) Uani 1 1 d . . . . .
H20 H 0.0432 0.1088 0.7479 0.059 Uiso 1 1 calc R U . . .
C21 C 0.3725(5) 0.5929(5) 0.7604(4) 0.0458(12) Uani 1 1 d . . . . .
C22 C 0.3860(6) 0.1763(5) 0.9325(5) 0.0512(13) Uani 1 1 d . . . . .
H22 H 0.4899 0.2330 0.9535 0.061 Uiso 1 1 calc R U . . .
C23 C 0.3444(7) 0.0799(5) 0.9927(5) 0.0535(13) Uani 1 1 d . . . . .
H23 H 0.4201 0.0721 1.0557 0.064 Uiso 1 1 calc R U . . .
C24 C 0.0700(6) 0.1965(5) 0.4217(5) 0.0563(14) Uani 1 1 d . . . . .
H24 H 0.0124 0.1724 0.3432 0.068 Uiso 1 1 calc R U . . .
C26 C 0.3598(6) 0.7899(6) 0.6971(5) 0.0608(15) Uani 1 1 d . . . . .
H26 H 0.2716 0.7888 0.7314 0.073 Uiso 1 1 calc R U . . .
C27 C 0.2795(6) 0.1792(5) 0.5691(4) 0.0541(13) Uani 1 1 d . . . . .
H27 H 0.3680 0.1451 0.5907 0.065 Uiso 1 1 calc R U . . .
C28 C 0.0856(7) 0.0086(5) 0.8726(5) 0.0612(15) Uani 1 1 d . . . . .
H28 H -0.0176 -0.0492 0.8530 0.073 Uiso 1 1 calc R U . . .
C29 C 0.1976(7) -0.0023(5) 0.9621(5) 0.0593(14) Uani 1 1 d . . . . .
H29 H 0.1715 -0.0683 1.0030 0.071 Uiso 1 1 calc R U . . .
C30 C 0.1962(7) 0.1458(5) 0.4528(5) 0.0580(14) Uani 1 1 d . . . . .
H30 H 0.2272 0.0882 0.3960 0.070 Uiso 1 1 calc R U . . .
C31 C 0.4035(7) 0.8979(6) 0.6393(7) 0.085(2) Uani 1 1 d . . . . .
H31A H 0.3307 0.9550 0.6456 0.102 Uiso 1 1 calc R U . . .
H31B H 0.5119 0.9502 0.6767 0.102 Uiso 1 1 calc R U . . .
H31C H 0.3967 0.8601 0.5575 0.102 Uiso 1 1 calc R U . . .
C35 C 0.9420(5) 0.6163(5) 0.9031(4) 0.0422(11) Uani 1 1 d . . . . .
H35 H 1.0518 0.6493 0.9383 0.051 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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
Pd1 N34 1.996(4) . ?
Pd1 N34 1.996(4) 2_667 ?
Pd1 N4 2.022(4) 2_667 ?
Pd1 N4 2.023(4) . ?
O3 C21 1.216(5) . ?
N4 C12 1.346(5) . ?
N4 C17 1.360(6) . ?
N5 C21 1.421(6) . ?
N5 C17 1.438(5) . ?
N5 N34 1.466(5) . ?
N34 C10 1.288(5) . ?
C9 C35 1.359(7) . ?
C9 C13 1.405(6) . ?
C9 H9 0.9500 . ?
C10 C16 1.466(6) . ?
C10 C14 1.492(6) . ?
C11 C13 1.487(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C35 1.369(6) . ?
C12 H12 0.9500 . ?
C13 C17 1.392(6) . ?
C14 C27 1.379(7) . ?
C14 C19 1.395(7) . ?
C15 C26 1.317(7) . ?
C15 C21 1.444(7) . ?
C15 H15 0.9500 . ?
C16 C22 1.399(7) . ?
C16 C20 1.403(7) . ?
C18 C24 1.376(7) . ?
C18 C19 1.384(7) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C28 1.385(7) . ?
C20 H20 0.9500 . ?
C22 C23 1.398(7) . ?
C22 H22 0.9500 . ?
C23 C29 1.350(7) . ?
C23 H23 0.9500 . ?
C24 C30 1.369(7) . ?
C24 H24 0.9500 . ?
C26 C31 1.480(8) . ?
C26 H26 0.9500 . ?
C27 C30 1.404(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.373(8) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C35 H35 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N34 Pd1 N34 180.0(2) . 2_667 ?
N34 Pd1 N4 100.95(14) . 2_667 ?
N34 Pd1 N4 79.05(14) 2_667 2_667 ?
N34 Pd1 N4 79.05(14) . . ?
N34 Pd1 N4 100.95(15) 2_667 . ?
N4 Pd1 N4 180.0 2_667 . ?
C12 N4 C17 118.5(4) . . ?
C12 N4 Pd1 128.2(3) . . ?
C17 N4 Pd1 112.4(3) . . ?
C21 N5 C17 118.8(4) . . ?
C21 N5 N34 112.1(3) . . ?
C17 N5 N34 105.6(3) . . ?
C10 N34 N5 115.7(4) . . ?
C10 N34 Pd1 138.1(3) . . ?
N5 N34 Pd1 106.2(2) . . ?
C35 C9 C13 121.9(4) . . ?
C35 C9 H9 119.1 . . ?
C13 C9 H9 119.1 . . ?
N34 C10 C16 118.3(4) . . ?
N34 C10 C14 122.9(4) . . ?
C16 C10 C14 118.7(4) . . ?
C13 C11 H11A 109.5 . . ?
C13 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C13 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 C35 121.8(4) . . ?
N4 C12 H12 119.1 . . ?
C35 C12 H12 119.1 . . ?
C17 C13 C9 115.1(4) . . ?
C17 C13 C11 122.5(4) . . ?
C9 C13 C11 122.2(4) . . ?
C27 C14 C19 119.0(5) . . ?
C27 C14 C10 122.3(4) . . ?
C19 C14 C10 118.7(4) . . ?
C26 C15 C21 119.7(5) . . ?
C26 C15 H15 120.1 . . ?
C21 C15 H15 120.1 . . ?
C22 C16 C20 119.5(5) . . ?
C22 C16 C10 121.3(4) . . ?
C20 C16 C10 119.1(4) . . ?
N4 C17 C13 123.2(4) . . ?
N4 C17 N5 114.1(4) . . ?
C13 C17 N5 122.6(4) . . ?
C24 C18 C19 119.8(5) . . ?
C24 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C14 120.6(5) . . ?
C18 C19 H19 119.7 . . ?
C14 C19 H19 119.7 . . ?
C28 C20 C16 118.9(5) . . ?
C28 C20 H20 120.5 . . ?
C16 C20 H20 120.5 . . ?
O3 C21 N5 119.1(5) . . ?
O3 C21 C15 124.6(4) . . ?
N5 C21 C15 116.2(4) . . ?
C23 C22 C16 119.3(5) . . ?
C23 C22 H22 120.3 . . ?
C16 C22 H22 120.3 . . ?
C29 C23 C22 120.6(5) . . ?
C29 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C30 C24 C18 120.6(5) . . ?
C30 C24 H24 119.7 . . ?
C18 C24 H24 119.7 . . ?
C15 C26 C31 125.8(6) . . ?
C15 C26 H26 117.1 . . ?
C31 C26 H26 117.1 . . ?
C14 C27 C30 120.2(5) . . ?
C14 C27 H27 119.9 . . ?
C30 C27 H27 119.9 . . ?
C29 C28 C20 121.0(5) . . ?
C29 C28 H28 119.5 . . ?
C20 C28 H28 119.5 . . ?
C23 C29 C28 120.7(5) . . ?
C23 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C24 C30 C27 119.8(5) . . ?
C24 C30 H30 120.1 . . ?
C27 C30 H30 120.1 . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C9 C35 C12 119.1(4) . . ?
C9 C35 H35 120.4 . . ?
C12 C35 H35 120.4 . . ?

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
C21 N5 N34 C10 102.0(4) . . . . ?
C17 N5 N34 C10 -127.2(4) . . . . ?
C21 N5 N34 Pd1 -80.1(3) . . . . ?
C17 N5 N34 Pd1 50.7(3) . . . . ?
N5 N34 C10 C16 168.6(3) . . . . ?
Pd1 N34 C10 C16 -8.4(6) . . . . ?
N5 N34 C10 C14 -14.5(5) . . . . ?
Pd1 N34 C10 C14 168.5(3) . . . . ?
C17 N4 C12 C35 2.1(6) . . . . ?
Pd1 N4 C12 C35 170.5(3) . . . . ?
C35 C9 C13 C17 3.5(7) . . . . ?
C35 C9 C13 C11 -171.8(5) . . . . ?
N34 C10 C14 C27 109.1(6) . . . . ?
C16 C10 C14 C27 -74.0(6) . . . . ?
N34 C10 C14 C19 -73.5(6) . . . . ?
C16 C10 C14 C19 103.4(5) . . . . ?
N34 C10 C16 C22 -36.0(6) . . . . ?
C14 C10 C16 C22 147.0(4) . . . . ?
N34 C10 C16 C20 142.7(4) . . . . ?
C14 C10 C16 C20 -34.3(6) . . . . ?
C12 N4 C17 C13 3.3(6) . . . . ?
Pd1 N4 C17 C13 -166.9(4) . . . . ?
C12 N4 C17 N5 179.9(4) . . . . ?
Pd1 N4 C17 N5 9.8(4) . . . . ?
C9 C13 C17 N4 -6.0(7) . . . . ?
C11 C13 C17 N4 169.3(4) . . . . ?
C9 C13 C17 N5 177.7(4) . . . . ?
C11 C13 C17 N5 -7.0(7) . . . . ?
C21 N5 C17 N4 87.0(5) . . . . ?
N34 N5 C17 N4 -39.8(5) . . . . ?
C21 N5 C17 C13 -96.3(5) . . . . ?
N34 N5 C17 C13 136.8(4) . . . . ?
C24 C18 C19 C14 0.1(9) . . . . ?
C27 C14 C19 C18 2.0(8) . . . . ?
C10 C14 C19 C18 -175.5(5) . . . . ?
C22 C16 C20 C28 0.7(7) . . . . ?
C10 C16 C20 C28 -178.0(4) . . . . ?
C17 N5 C21 O3 -134.1(5) . . . . ?
N34 N5 C21 O3 -10.4(6) . . . . ?
C17 N5 C21 C15 49.0(6) . . . . ?
N34 N5 C21 C15 172.7(4) . . . . ?
C26 C15 C21 O3 2.9(8) . . . . ?
C26 C15 C21 N5 179.6(5) . . . . ?
C20 C16 C22 C23 -0.8(7) . . . . ?
C10 C16 C22 C23 177.8(4) . . . . ?
C16 C22 C23 C29 1.0(7) . . . . ?
C19 C18 C24 C30 -1.8(9) . . . . ?
C21 C15 C26 C31 -177.5(5) . . . . ?
C19 C14 C27 C30 -2.5(8) . . . . ?
C10 C14 C27 C30 174.9(5) . . . . ?
C16 C20 C28 C29 -0.8(8) . . . . ?
C22 C23 C29 C28 -1.0(8) . . . . ?
C20 C28 C29 C23 0.9(8) . . . . ?
C18 C24 C30 C27 1.3(9) . . . . ?
C14 C27 C30 C24 0.9(8) . . . . ?
C13 C9 C35 C12 1.4(7) . . . . ?
N4 C12 C35 C9 -4.4(7) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.




loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.251 0.786 0.233 55 41 ' '
2 0.749 0.214 0.767 55 41 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_160302adachi
_database_code_depnum_ccdc_archive 'CCDC 1495000'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C60 H55 B2 F8 N6 O2 Pd'
_chemical_formula_moiety         'C60 H55 B2 F8 N6 O2 Pd'
_chemical_formula_weight         1172.14
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   13.2547(2)
_cell_length_b                   14.2678(3)
_cell_length_c                   15.5271(3)
_cell_angle_alpha                95.506(7)
_cell_angle_beta                 93.223(7)
_cell_angle_gamma                105.522(7)
_cell_volume                     2805.98(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25699
_cell_measurement_theta_min      3.23
_cell_measurement_theta_max      68.30
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1202.00
_exptl_absorpt_coefficient_mu    3.301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.480
_exptl_absorpt_correction_T_max  0.936

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            33116
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_theta_max         68.226
_diffrn_reflns_theta_min         3.236
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             10068
_reflns_number_gt                6790
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0858
_refine_ls_wR_factor_ref         0.2542
_refine_ls_wR_factor_gt          0.2357
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         10068
_refine_ls_number_parameters     715
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1451P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         1.56
_refine_diff_density_min         -2.95
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0090 0.0039
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd 0.1215 3.9337
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
Pd1 Pd 0.5000 0.5000 1.0000 0.0335(2) Uani 1 2 d S . P . .
Pd2 Pd 0.0000 1.0000 0.5000 0.0369(2) Uani 1 2 d S . P . .
F5 F 0.7687(3) 0.8891(3) 0.7421(3) 0.0602(11) Uani 1 1 d . . . . .
F55 F 0.6691(3) 0.8119(4) 0.8425(3) 0.0813(15) Uani 1 1 d . . . . .
F56 F 0.8191(4) 0.7807(4) 0.8168(4) 0.110(2) Uani 1 1 d . . . . .
F57 F 0.8198(6) 0.9236(5) 0.8845(4) 0.138(3) Uani 1 1 d . . . . .
F72 F 0.3466(4) 0.6180(4) 1.1475(3) 0.1000(18) Uani 1 1 d . . . . .
F73 F 0.2116(4) 0.6255(4) 1.2246(3) 0.0971(17) Uani 1 1 d . . . . .
F74 F 0.3690(4) 0.7353(3) 1.2560(3) 0.0719(12) Uani 1 1 d . . . . .
F75 F 0.3447(7) 0.5821(4) 1.2853(5) 0.171(4) Uani 1 1 d . . . . .
O59 O 0.2124(4) 0.8230(3) 0.4985(3) 0.0510(12) Uani 1 1 d . . . . .
O69 O 0.2914(4) 0.5140(3) 0.7907(3) 0.0483(11) Uani 1 1 d . . . . .
N2 N 0.3644(4) 0.5939(4) 0.9226(3) 0.0377(12) Uani 1 1 d . . . . .
N50 N 0.2018(4) 0.9782(4) 0.5342(3) 0.0396(12) Uani 1 1 d . . . . .
N58 N 0.1576(4) 1.0522(4) 0.5017(3) 0.0404(13) Uani 1 1 d . . . . .
N68 N 0.4656(4) 0.6223(3) 0.9738(3) 0.0323(11) Uani 1 1 d . . . . .
N70 N 0.0496(4) 0.9546(4) 0.6098(3) 0.0384(12) Uani 1 1 d . . . . .
N71 N 0.3430(4) 0.4662(4) 1.0092(3) 0.0349(11) Uani 1 1 d . . . . .
C1 C 0.3985(5) 0.9277(5) 1.0677(4) 0.0444(15) Uani 1 1 d . . . . .
H1 H 0.3925 0.9682 1.1183 0.053 Uiso 1 1 calc R U . . .
C2 C 0.0778(5) 0.7069(5) 0.8870(4) 0.0437(15) Uani 1 1 d . . . . .
H2 H 0.0792 0.7723 0.9071 0.052 Uiso 1 1 calc R U . . .
C3 C 0.3329(5) 1.1722(5) 0.5119(4) 0.0439(16) Uani 1 1 d . . . . .
C4 C 0.2166(5) 1.1396(5) 0.4976(4) 0.0420(15) Uani 1 1 d . . . . .
C5 C 0.4440(4) 0.8514(4) 1.0749(4) 0.0391(14) Uani 1 1 d . . . . .
H5 H 0.4690 0.8390 1.1300 0.047 Uiso 1 1 calc R U . . .
C6 C 0.4442(6) 0.8290(6) 0.6914(4) 0.0490(18) Uani 1 1 d . . . . .
H6 H 0.4613 0.7683 0.6893 0.059 Uiso 1 1 calc R U . . .
C7 C 0.3135(5) 0.9173(5) 0.6852(4) 0.0397(15) Uani 1 1 d . . . . .
C8 C 0.1301(4) 0.5603(4) 0.9056(4) 0.0370(14) Uani 1 1 d . . . . .
C9 C 0.1520(5) 0.9495(5) 0.6113(4) 0.0387(15) Uani 1 1 d . . . . .
C10 C 0.4986(5) 0.7113(5) 1.0106(4) 0.0372(14) Uani 1 1 d . . . . .
C11 C 0.3774(5) 1.2681(5) 0.5496(4) 0.0508(17) Uani 1 1 d . . . . .
H11 H 0.3333 1.3094 0.5619 0.061 Uiso 1 1 calc R U . . .
C12 C 0.3943(5) 1.0067(5) 0.6982(4) 0.0434(16) Uani 1 1 d . . . . .
C13 C 0.3621(5) 0.9452(5) 0.9876(4) 0.0433(15) Uani 1 1 d . . . . .
H13 H 0.3284 0.9959 0.9837 0.052 Uiso 1 1 calc R U . . .
C14 C 0.4520(5) 0.7926(5) 0.9986(4) 0.0392(14) Uani 1 1 d . . . . .
C15 C 0.1829(5) 0.7025(5) 1.0243(4) 0.0450(15) Uani 1 1 d . . . . .
H15A H 0.1766 0.7695 1.0339 0.054 Uiso 1 1 calc R U . . .
H15B H 0.1477 0.6643 1.0687 0.054 Uiso 1 1 calc R U . . .
H15C H 0.2573 0.7039 1.0280 0.054 Uiso 1 1 calc R U . . .
C16 C 0.6852(5) 0.8058(5) 1.0526(4) 0.0457(16) Uani 1 1 d . . . . .
H16 H 0.6801 0.8439 1.0065 0.055 Uiso 1 1 calc R U . . .
C17 C 0.2037(5) 0.9234(5) 0.6815(4) 0.0421(15) Uani 1 1 d . . . . .
C18 C 0.1855(5) 0.5040(5) 0.9581(4) 0.0387(14) Uani 1 1 d . . . . .
C19 C 0.3986(5) 1.1117(5) 0.4928(4) 0.0474(17) Uani 1 1 d . . . . .
H19 H 0.3691 1.0458 0.4679 0.057 Uiso 1 1 calc R U . . .
C20 C 0.4185(5) 0.8128(5) 0.9190(4) 0.0416(15) Uani 1 1 d . . . . .
H20 H 0.4258 0.7739 0.8678 0.050 Uiso 1 1 calc R U . . .
C21 C 0.1308(5) 0.4328(5) 1.0065(4) 0.0438(16) Uani 1 1 d . . . . .
H21 H 0.0565 0.4192 1.0054 0.053 Uiso 1 1 calc R U . . .
C22 C 0.1816(5) 0.3818(5) 1.0558(4) 0.0452(16) Uani 1 1 d . . . . .
H22 H 0.1431 0.3353 1.0901 0.054 Uiso 1 1 calc R U . . .
C23 C 0.6029(5) 0.6818(5) 1.1428(4) 0.0450(16) Uani 1 1 d . . . . .
H23 H 0.5427 0.6349 1.1576 0.054 Uiso 1 1 calc R U . . .
C24 C 0.2046(5) 0.9167(5) 0.3802(4) 0.0446(16) Uani 1 1 d . . . . .
H24 H 0.2107 0.9811 0.3658 0.054 Uiso 1 1 calc R U . . .
C25 C 0.1328(4) 0.6565(5) 0.9368(4) 0.0392(14) Uani 1 1 d . . . . .
C26 C 0.3380(5) 0.8292(5) 0.6817(4) 0.0460(16) Uani 1 1 d . . . . .
C27 C 0.0693(5) 0.5144(5) 0.8295(4) 0.0445(16) Uani 1 1 d . . . . .
C28 C 0.3710(5) 1.1044(5) 0.7131(4) 0.0456(16) Uani 1 1 d . . . . .
H28A H 0.2949 1.0950 0.7052 0.055 Uiso 1 1 calc R U . . .
H28B H 0.3972 1.1347 0.7723 0.055 Uiso 1 1 calc R U . . .
H28C H 0.4057 1.1471 0.6714 0.055 Uiso 1 1 calc R U . . .
C29 C 0.1452(5) 0.9016(5) 0.7515(4) 0.0470(16) Uani 1 1 d . . . . .
H29 H 0.1759 0.8813 0.8006 0.056 Uiso 1 1 calc R U . . .
C30 C 0.2071(5) 0.8986(5) 0.4714(4) 0.0443(16) Uani 1 1 d . . . . .
C31 C 0.2849(5) 0.3977(5) 1.0552(4) 0.0443(16) Uani 1 1 d . . . . .
H31 H 0.3192 0.3603 1.0878 0.053 Uiso 1 1 calc R U . . .
C32 C 0.0222(5) 0.6635(5) 0.8100(4) 0.0455(16) Uani 1 1 d . . . . .
H32 H -0.0117 0.6998 0.7759 0.055 Uiso 1 1 calc R U . . .
C33 C 0.3741(5) 0.8898(5) 0.9130(4) 0.0430(15) Uani 1 1 d . . . . .
H33 H 0.3520 0.9043 0.8578 0.052 Uiso 1 1 calc R U . . .
C34 C 0.0437(5) 0.9086(5) 0.7522(4) 0.0489(17) Uani 1 1 d . . . . .
H34 H 0.0049 0.8944 0.8012 0.059 Uiso 1 1 calc R U . . .
C35 C 0.5073(5) 1.1485(6) 0.5104(4) 0.0509(17) Uani 1 1 d . . . . .
H35 H 0.5519 1.1086 0.4951 0.061 Uiso 1 1 calc R U . . .
C36 C 0.5239(6) 0.9153(6) 0.7038(4) 0.0520(18) Uani 1 1 d . . . . .
H36 H 0.5951 0.9139 0.7105 0.062 Uiso 1 1 calc R U . . .
C37 C 0.4684(5) 0.6109(5) 0.7947(4) 0.0432(15) Uani 1 1 d . . . . .
H37 H 0.5202 0.6642 0.8265 0.052 Uiso 1 1 calc R U . . .
C38 C 0.1613(5) 1.2135(5) 0.4831(4) 0.0449(15) Uani 1 1 d . . . . .
C39 C 0.4990(5) 1.0041(6) 0.7064(4) 0.0466(17) Uani 1 1 d . . . . .
H39 H 0.5538 1.0637 0.7139 0.056 Uiso 1 1 calc R U . . .
C41 C 0.1852(5) 1.2698(5) 0.4133(4) 0.0557(19) Uani 1 1 d . . . . .
H41 H 0.2376 1.2602 0.3767 0.067 Uiso 1 1 calc R U . . .
C42 C 0.4854(6) 0.5743(5) 0.7170(4) 0.0514(18) Uani 1 1 d . . . . .
H42 H 0.4318 0.5205 0.6879 0.062 Uiso 1 1 calc R U . . .
C43 C 0.1940(6) 0.8443(6) 0.3176(5) 0.0543(18) Uani 1 1 d . . . . .
H43 H 0.1898 0.7813 0.3347 0.065 Uiso 1 1 calc R U . . .
C44 C 0.0587(5) 0.4092(5) 0.7966(5) 0.0521(17) Uani 1 1 d . . . . .
H44A H 0.0128 0.3910 0.7424 0.062 Uiso 1 1 calc R U . . .
H44B H 0.1282 0.4010 0.7858 0.062 Uiso 1 1 calc R U . . .
H44C H 0.0283 0.3670 0.8401 0.062 Uiso 1 1 calc R U . . .
C45 C 0.6982(6) 0.7014(5) 1.1920(4) 0.0518(17) Uani 1 1 d . . . . .
H45 H 0.7039 0.6663 1.2402 0.062 Uiso 1 1 calc R U . . .
C46 C 0.3701(5) 0.5690(5) 0.8311(4) 0.0420(15) Uani 1 1 d . . . . .
C47 C -0.0002(5) 0.9368(5) 0.6800(4) 0.0462(16) Uani 1 1 d . . . . .
H47 H -0.0695 0.9437 0.6808 0.055 Uiso 1 1 calc R U . . .
C48 C 0.0150(5) 0.5673(6) 0.7817(5) 0.0515(18) Uani 1 1 d . . . . .
H48 H -0.0268 0.5366 0.7297 0.062 Uiso 1 1 calc R U . . .
C49 C 0.4866(6) 1.3049(6) 0.5697(5) 0.061(2) Uani 1 1 d . . . . .
H49A H 0.4992 1.3269 0.6327 0.073 Uiso 1 1 calc R U . . .
H49B H 0.5113 1.3636 0.5391 0.073 Uiso 1 1 calc R U . . .
C51 C 0.7791(5) 0.8225(5) 1.1016(5) 0.0555(18) Uani 1 1 d . . . . .
H51 H 0.8398 0.8691 1.0871 0.067 Uiso 1 1 calc R U . . .
C52 C 0.2942(5) 0.5203(5) 0.9644(4) 0.0356(14) Uani 1 1 d . . . . .
C53 C 0.2539(5) 0.7330(5) 0.6725(5) 0.0537(18) Uani 1 1 d . . . . .
H53A H 0.2868 0.6791 0.6713 0.064 Uiso 1 1 calc R U . . .
H53B H 0.2108 0.7310 0.7219 0.064 Uiso 1 1 calc R U . . .
H53C H 0.2095 0.7264 0.6184 0.064 Uiso 1 1 calc R U . . .
C54 C 0.5817(6) 0.6107(6) 0.6717(5) 0.064(2) Uani 1 1 d . . . . .
H54A H 0.5752 0.5715 0.6152 0.077 Uiso 1 1 calc R U . . .
H54B H 0.5903 0.6794 0.6630 0.077 Uiso 1 1 calc R U . . .
H54C H 0.6430 0.6051 0.7070 0.077 Uiso 1 1 calc R U . . .
C60 C 0.1884(6) 0.8524(6) 0.2262(4) 0.059(2) Uani 1 1 d . . . . .
H60A H 0.1806 0.7881 0.1939 0.071 Uiso 1 1 calc R U . . .
H60B H 0.1278 0.8761 0.2102 0.071 Uiso 1 1 calc R U . . .
H60C H 0.2529 0.8986 0.2122 0.071 Uiso 1 1 calc R U . . .
C61 C 0.5497(6) 1.2418(6) 0.5496(4) 0.0553(19) Uani 1 1 d . . . . .
H61 H 0.6235 1.2647 0.5636 0.066 Uiso 1 1 calc R U . . .
C62 C 0.1332(6) 1.3384(6) 0.3980(5) 0.069(2) Uani 1 1 d . . . . .
H62 H 0.1475 1.3743 0.3496 0.083 Uiso 1 1 calc R U . . .
C63 C 0.0879(6) 1.2318(6) 0.5386(5) 0.0542(18) Uani 1 1 d . . . . .
H63 H 0.0734 1.1968 0.5876 0.065 Uiso 1 1 calc R U . . .
C64 C 0.0361(6) 1.3020(6) 0.5213(6) 0.069(2) Uani 1 1 d . . . . .
H64 H -0.0161 1.3130 0.5574 0.082 Uiso 1 1 calc R U . . .
C65 C 0.0603(7) 1.3554(6) 0.4525(6) 0.078(3) Uani 1 1 d . . . . .
H65 H 0.0262 1.4045 0.4426 0.094 Uiso 1 1 calc R U . . .
C66 C 0.7853(5) 0.7716(5) 1.1717(5) 0.0552(19) Uani 1 1 d . . . . .
H66 H 0.8499 0.7847 1.2064 0.066 Uiso 1 1 calc R U . . .
C67 C 0.5975(5) 0.7336(5) 1.0698(4) 0.0394(15) Uani 1 1 d . . . . .
B40 B 0.7682(7) 0.8514(7) 0.8227(6) 0.055(2) Uani 1 1 d . . . . .
B76 B 0.3180(8) 0.6377(8) 1.2302(6) 0.060(2) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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
Pd1 N68 1.990(4) . ?
Pd1 N68 1.990(4) 2_667 ?
Pd1 N71 2.023(5) . ?
Pd1 N71 2.023(5) 2_667 ?
Pd2 N70 2.018(5) 2_576 ?
Pd2 N70 2.018(5) . ?
Pd2 N58 2.019(5) . ?
Pd2 N58 2.019(5) 2_576 ?
F5 B40 1.409(8) . ?
F55 B40 1.350(9) . ?
F56 B40 1.354(9) . ?
F57 B40 1.345(10) . ?
F72 B76 1.383(10) . ?
F73 B76 1.370(10) . ?
F74 B76 1.383(11) . ?
F75 B76 1.317(10) . ?
O59 C30 1.211(7) . ?
O69 C46 1.221(8) . ?
N2 C52 1.437(7) . ?
N2 C46 1.443(8) . ?
N2 N68 1.456(6) . ?
N50 C9 1.440(7) . ?
N50 C30 1.444(8) . ?
N50 N58 1.454(7) . ?
N58 C4 1.293(8) . ?
N68 C10 1.290(7) . ?
N70 C47 1.317(7) . ?
N70 C9 1.376(7) . ?
N71 C52 1.348(7) . ?
N71 C31 1.361(8) . ?
C1 C13 1.378(8) . ?
C1 C5 1.389(8) . ?
C1 H1 0.9500 . ?
C2 C32 1.368(9) . ?
C2 C25 1.405(8) . ?
C2 H2 0.9500 . ?
C3 C11 1.392(9) . ?
C3 C19 1.405(9) . ?
C3 C4 1.482(9) . ?
C4 C38 1.463(9) . ?
C5 C14 1.410(8) . ?
C5 H5 0.9500 . ?
C6 C36 1.380(10) . ?
C6 C26 1.408(9) . ?
C6 H6 0.9500 . ?
C7 C26 1.378(9) . ?
C7 C12 1.418(9) . ?
C7 C17 1.479(8) . ?
C8 C27 1.392(9) . ?
C8 C25 1.402(8) . ?
C8 C18 1.490(8) . ?
C9 C17 1.388(8) . ?
C10 C14 1.475(8) . ?
C10 C67 1.499(8) . ?
C11 C49 1.406(9) . ?
C11 H11 0.9500 . ?
C12 C39 1.397(9) . ?
C12 C28 1.507(9) . ?
C13 C33 1.379(9) . ?
C13 H13 0.9500 . ?
C14 C20 1.373(8) . ?
C15 C25 1.487(9) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C51 1.374(9) . ?
C16 C67 1.389(9) . ?
C16 H16 0.9500 . ?
C17 C29 1.383(8) . ?
C18 C21 1.392(8) . ?
C18 C52 1.393(8) . ?
C19 C35 1.396(9) . ?
C19 H19 0.9500 . ?
C20 C33 1.386(8) . ?
C20 H20 0.9500 . ?
C21 C22 1.372(8) . ?
C21 H21 0.9500 . ?
C22 C31 1.328(8) . ?
C22 H22 0.9500 . ?
C23 C45 1.385(9) . ?
C23 C67 1.421(8) . ?
C23 H23 0.9500 . ?
C24 C43 1.320(9) . ?
C24 C30 1.465(8) . ?
C24 H24 0.9500 . ?
C26 C53 1.507(9) . ?
C27 C48 1.406(9) . ?
C27 C44 1.506(9) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C34 1.376(9) . ?
C29 H29 0.9500 . ?
C31 H31 0.9500 . ?
C32 C48 1.376(10) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C47 1.377(9) . ?
C34 H34 0.9500 . ?
C35 C61 1.364(9) . ?
C35 H35 0.9500 . ?
C36 C39 1.390(10) . ?
C36 H36 0.9500 . ?
C37 C42 1.324(9) . ?
C37 C46 1.451(8) . ?
C37 H37 0.9500 . ?
C38 C63 1.395(9) . ?
C38 C41 1.411(8) . ?
C39 H39 0.9500 . ?
C41 C62 1.370(10) . ?
C41 H41 0.9500 . ?
C42 C54 1.487(9) . ?
C42 H42 0.9500 . ?
C43 C60 1.434(9) . ?
C43 H43 0.9500 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C66 1.385(9) . ?
C45 H45 0.9500 . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
C49 C61 1.409(10) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C51 C66 1.375(10) . ?
C51 H51 0.9500 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 H61 0.9500 . ?
C62 C65 1.373(11) . ?
C62 H62 0.9500 . ?
C63 C64 1.395(10) . ?
C63 H63 0.9500 . ?
C64 C65 1.374(10) . ?
C64 H64 0.9500 . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N68 Pd1 N68 180.0 . 2_667 ?
N68 Pd1 N71 77.42(19) . . ?
N68 Pd1 N71 102.58(19) 2_667 . ?
N68 Pd1 N71 102.58(19) . 2_667 ?
N68 Pd1 N71 77.42(19) 2_667 2_667 ?
N71 Pd1 N71 180.0 . 2_667 ?
N70 Pd2 N70 180.0 2_576 . ?
N70 Pd2 N58 102.00(19) 2_576 . ?
N70 Pd2 N58 78.00(19) . . ?
N70 Pd2 N58 78.00(19) 2_576 2_576 ?
N70 Pd2 N58 102.00(19) . 2_576 ?
N58 Pd2 N58 180.0 . 2_576 ?
C52 N2 C46 115.3(5) . . ?
C52 N2 N68 107.6(4) . . ?
C46 N2 N68 114.4(4) . . ?
C9 N50 C30 115.4(5) . . ?
C9 N50 N58 108.0(4) . . ?
C30 N50 N58 116.4(5) . . ?
C4 N58 N50 120.5(5) . . ?
C4 N58 Pd2 131.1(4) . . ?
N50 N58 Pd2 106.4(4) . . ?
C10 N68 N2 117.7(5) . . ?
C10 N68 Pd1 131.8(4) . . ?
N2 N68 Pd1 107.4(3) . . ?
C47 N70 C9 117.8(5) . . ?
C47 N70 Pd2 128.4(4) . . ?
C9 N70 Pd2 113.6(4) . . ?
C52 N71 C31 118.9(5) . . ?
C52 N71 Pd1 113.8(4) . . ?
C31 N71 Pd1 127.3(4) . . ?
C13 C1 C5 120.5(6) . . ?
C13 C1 H1 119.7 . . ?
C5 C1 H1 119.7 . . ?
C32 C2 C25 121.1(6) . . ?
C32 C2 H2 119.5 . . ?
C25 C2 H2 119.5 . . ?
C11 C3 C19 119.2(6) . . ?
C11 C3 C4 116.6(6) . . ?
C19 C3 C4 124.2(6) . . ?
N58 C4 C38 115.7(6) . . ?
N58 C4 C3 126.2(6) . . ?
C38 C4 C3 118.0(6) . . ?
C1 C5 C14 118.5(6) . . ?
C1 C5 H5 120.8 . . ?
C14 C5 H5 120.8 . . ?
C36 C6 C26 121.2(7) . . ?
C36 C6 H6 119.4 . . ?
C26 C6 H6 119.4 . . ?
C26 C7 C12 120.3(6) . . ?
C26 C7 C17 122.2(6) . . ?
C12 C7 C17 117.4(6) . . ?
C27 C8 C25 120.4(6) . . ?
C27 C8 C18 119.7(6) . . ?
C25 C8 C18 119.7(5) . . ?
N70 C9 C17 123.6(5) . . ?
N70 C9 N50 113.3(5) . . ?
C17 C9 N50 123.1(6) . . ?
N68 C10 C14 127.3(6) . . ?
N68 C10 C67 115.3(5) . . ?
C14 C10 C67 117.3(6) . . ?
C3 C11 C49 121.2(7) . . ?
C3 C11 H11 119.4 . . ?
C49 C11 H11 119.4 . . ?
C39 C12 C7 119.2(6) . . ?
C39 C12 C28 118.4(7) . . ?
C7 C12 C28 122.0(6) . . ?
C1 C13 C33 120.5(6) . . ?
C1 C13 H13 119.7 . . ?
C33 C13 H13 119.7 . . ?
C20 C14 C5 120.4(6) . . ?
C20 C14 C10 123.6(6) . . ?
C5 C14 C10 116.0(5) . . ?
C25 C15 H15A 109.5 . . ?
C25 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C25 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C51 C16 C67 120.6(6) . . ?
C51 C16 H16 119.7 . . ?
C67 C16 H16 119.7 . . ?
C29 C17 C9 115.4(6) . . ?
C29 C17 C7 119.7(6) . . ?
C9 C17 C7 124.9(6) . . ?
C21 C18 C52 115.5(6) . . ?
C21 C18 C8 121.4(5) . . ?
C52 C18 C8 123.1(5) . . ?
C35 C19 C3 119.9(7) . . ?
C35 C19 H19 120.0 . . ?
C3 C19 H19 120.0 . . ?
C14 C20 C33 120.2(6) . . ?
C14 C20 H20 119.9 . . ?
C33 C20 H20 119.9 . . ?
C22 C21 C18 121.5(6) . . ?
C22 C21 H21 119.2 . . ?
C18 C21 H21 119.2 . . ?
C31 C22 C21 119.6(6) . . ?
C31 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C45 C23 C67 118.4(7) . . ?
C45 C23 H23 120.8 . . ?
C67 C23 H23 120.8 . . ?
C43 C24 C30 120.7(7) . . ?
C43 C24 H24 119.7 . . ?
C30 C24 H24 119.7 . . ?
C8 C25 C2 118.5(6) . . ?
C8 C25 C15 121.9(5) . . ?
C2 C25 C15 119.3(6) . . ?
C7 C26 C6 119.2(7) . . ?
C7 C26 C53 121.7(6) . . ?
C6 C26 C53 119.0(6) . . ?
C8 C27 C48 119.3(7) . . ?
C8 C27 C44 122.2(6) . . ?
C48 C27 C44 118.5(6) . . ?
C12 C28 H28A 109.5 . . ?
C12 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C12 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C34 C29 C17 121.9(6) . . ?
C34 C29 H29 119.0 . . ?
C17 C29 H29 119.0 . . ?
O59 C30 N50 117.5(5) . . ?
O59 C30 C24 125.9(6) . . ?
N50 C30 C24 116.6(5) . . ?
C22 C31 N71 121.7(6) . . ?
C22 C31 H31 119.1 . . ?
N71 C31 H31 119.1 . . ?
C2 C32 C48 120.4(6) . . ?
C2 C32 H32 119.8 . . ?
C48 C32 H32 119.8 . . ?
C13 C33 C20 119.8(6) . . ?
C13 C33 H33 120.1 . . ?
C20 C33 H33 120.1 . . ?
C29 C34 C47 118.2(6) . . ?
C29 C34 H34 120.9 . . ?
C47 C34 H34 120.9 . . ?
C61 C35 C19 120.2(7) . . ?
C61 C35 H35 119.9 . . ?
C19 C35 H35 119.9 . . ?
C6 C36 C39 119.5(7) . . ?
C6 C36 H36 120.3 . . ?
C39 C36 H36 120.3 . . ?
C42 C37 C46 119.4(7) . . ?
C42 C37 H37 120.3 . . ?
C46 C37 H37 120.3 . . ?
C63 C38 C41 119.2(6) . . ?
C63 C38 C4 121.3(6) . . ?
C41 C38 C4 119.4(6) . . ?
C36 C39 C12 120.6(7) . . ?
C36 C39 H39 119.7 . . ?
C12 C39 H39 119.7 . . ?
C62 C41 C38 120.2(7) . . ?
C62 C41 H41 119.9 . . ?
C38 C41 H41 119.9 . . ?
C37 C42 C54 125.1(7) . . ?
C37 C42 H42 117.4 . . ?
C54 C42 H42 117.4 . . ?
C24 C43 C60 125.8(7) . . ?
C24 C43 H43 117.1 . . ?
C60 C43 H43 117.1 . . ?
C27 C44 H44A 109.5 . . ?
C27 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C27 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C66 C45 C23 120.7(6) . . ?
C66 C45 H45 119.6 . . ?
C23 C45 H45 119.6 . . ?
O69 C46 N2 117.0(6) . . ?
O69 C46 C37 125.5(6) . . ?
N2 C46 C37 117.5(6) . . ?
N70 C47 C34 122.9(6) . . ?
N70 C47 H47 118.6 . . ?
C34 C47 H47 118.6 . . ?
C32 C48 C27 120.2(7) . . ?
C32 C48 H48 119.9 . . ?
C27 C48 H48 119.9 . . ?
C11 C49 C61 117.8(7) . . ?
C11 C49 H49A 107.9 . . ?
C61 C49 H49A 107.9 . . ?
C11 C49 H49B 107.9 . . ?
C61 C49 H49B 107.9 . . ?
H49A C49 H49B 107.2 . . ?
C16 C51 C66 119.9(7) . . ?
C16 C51 H51 120.0 . . ?
C66 C51 H51 120.0 . . ?
N71 C52 C18 122.5(6) . . ?
N71 C52 N2 113.7(5) . . ?
C18 C52 N2 123.7(5) . . ?
C26 C53 H53A 109.5 . . ?
C26 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C26 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C42 C54 H54A 109.5 . . ?
C42 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C42 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C43 C60 H60A 109.5 . . ?
C43 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C43 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C35 C61 C49 121.6(7) . . ?
C35 C61 H61 119.2 . . ?
C49 C61 H61 119.2 . . ?
C41 C62 C65 120.2(7) . . ?
C41 C62 H62 119.9 . . ?
C65 C62 H62 119.9 . . ?
C38 C63 C64 119.2(7) . . ?
C38 C63 H63 120.4 . . ?
C64 C63 H63 120.4 . . ?
C65 C64 C63 120.4(7) . . ?
C65 C64 H64 119.8 . . ?
C63 C64 H64 119.8 . . ?
C62 C65 C64 120.7(7) . . ?
C62 C65 H65 119.7 . . ?
C64 C65 H65 119.7 . . ?
C51 C66 C45 120.6(6) . . ?
C51 C66 H66 119.7 . . ?
C45 C66 H66 119.7 . . ?
C16 C67 C23 119.6(6) . . ?
C16 C67 C10 119.5(6) . . ?
C23 C67 C10 121.0(6) . . ?
F57 B40 F55 110.5(7) . . ?
F57 B40 F56 109.2(8) . . ?
F55 B40 F56 108.9(7) . . ?
F57 B40 F5 109.1(7) . . ?
F55 B40 F5 111.0(6) . . ?
F56 B40 F5 108.0(6) . . ?
F75 B76 F73 110.8(9) . . ?
F75 B76 F74 110.3(7) . . ?
F73 B76 F74 109.1(7) . . ?
F75 B76 F72 112.6(9) . . ?
F73 B76 F72 108.0(7) . . ?
F74 B76 F72 105.7(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N50 N58 C4 117.5(6) . . . . ?
C30 N50 N58 C4 -110.9(6) . . . . ?
C9 N50 N58 Pd2 -48.1(5) . . . . ?
C30 N50 N58 Pd2 83.5(5) . . . . ?
C52 N2 N68 C10 -115.6(5) . . . . ?
C46 N2 N68 C10 114.9(6) . . . . ?
C52 N2 N68 Pd1 46.9(5) . . . . ?
C46 N2 N68 Pd1 -82.6(5) . . . . ?
N50 N58 C4 C38 -166.6(5) . . . . ?
Pd2 N58 C4 C38 -5.1(8) . . . . ?
N50 N58 C4 C3 9.2(9) . . . . ?
Pd2 N58 C4 C3 170.7(4) . . . . ?
C11 C3 C4 N58 -146.9(6) . . . . ?
C19 C3 C4 N58 30.8(10) . . . . ?
C11 C3 C4 C38 28.8(8) . . . . ?
C19 C3 C4 C38 -153.5(6) . . . . ?
C13 C1 C5 C14 0.1(9) . . . . ?
C47 N70 C9 C17 2.4(10) . . . . ?
Pd2 N70 C9 C17 177.8(5) . . . . ?
C47 N70 C9 N50 -175.1(5) . . . . ?
Pd2 N70 C9 N50 0.2(7) . . . . ?
C30 N50 C9 N70 -100.5(6) . . . . ?
N58 N50 C9 N70 31.7(7) . . . . ?
C30 N50 C9 C17 81.9(8) . . . . ?
N58 N50 C9 C17 -145.9(6) . . . . ?
N2 N68 C10 C14 -8.2(8) . . . . ?
Pd1 N68 C10 C14 -165.5(4) . . . . ?
N2 N68 C10 C67 174.0(5) . . . . ?
Pd1 N68 C10 C67 16.7(7) . . . . ?
C19 C3 C11 C49 -0.8(9) . . . . ?
C4 C3 C11 C49 177.0(6) . . . . ?
C26 C7 C12 C39 0.8(9) . . . . ?
C17 C7 C12 C39 176.8(5) . . . . ?
C26 C7 C12 C28 -172.6(5) . . . . ?
C17 C7 C12 C28 3.5(8) . . . . ?
C5 C1 C13 C33 -2.7(9) . . . . ?
C1 C5 C14 C20 2.0(9) . . . . ?
C1 C5 C14 C10 -178.6(5) . . . . ?
N68 C10 C14 C20 -44.8(9) . . . . ?
C67 C10 C14 C20 133.0(6) . . . . ?
N68 C10 C14 C5 135.8(6) . . . . ?
C67 C10 C14 C5 -46.4(7) . . . . ?
N70 C9 C17 C29 0.2(10) . . . . ?
N50 C9 C17 C29 177.5(6) . . . . ?
N70 C9 C17 C7 -180.0(6) . . . . ?
N50 C9 C17 C7 -2.7(11) . . . . ?
C26 C7 C17 C29 71.0(9) . . . . ?
C12 C7 C17 C29 -104.9(7) . . . . ?
C26 C7 C17 C9 -108.7(8) . . . . ?
C12 C7 C17 C9 75.3(9) . . . . ?
C27 C8 C18 C21 -72.5(8) . . . . ?
C25 C8 C18 C21 102.4(7) . . . . ?
C27 C8 C18 C52 109.4(7) . . . . ?
C25 C8 C18 C52 -75.7(8) . . . . ?
C11 C3 C19 C35 -0.9(9) . . . . ?
C4 C3 C19 C35 -178.5(6) . . . . ?
C5 C14 C20 C33 -1.5(9) . . . . ?
C10 C14 C20 C33 179.1(6) . . . . ?
C52 C18 C21 C22 -0.9(9) . . . . ?
C8 C18 C21 C22 -179.1(6) . . . . ?
C18 C21 C22 C31 -2.5(10) . . . . ?
C27 C8 C25 C2 -3.6(8) . . . . ?
C18 C8 C25 C2 -178.5(5) . . . . ?
C27 C8 C25 C15 170.3(6) . . . . ?
C18 C8 C25 C15 -4.6(8) . . . . ?
C32 C2 C25 C8 0.4(9) . . . . ?
C32 C2 C25 C15 -173.6(5) . . . . ?
C12 C7 C26 C6 0.1(9) . . . . ?
C17 C7 C26 C6 -175.8(6) . . . . ?
C12 C7 C26 C53 176.8(6) . . . . ?
C17 C7 C26 C53 0.9(9) . . . . ?
C36 C6 C26 C7 -0.3(9) . . . . ?
C36 C6 C26 C53 -177.1(6) . . . . ?
C25 C8 C27 C48 3.4(9) . . . . ?
C18 C8 C27 C48 178.2(6) . . . . ?
C25 C8 C27 C44 -176.1(5) . . . . ?
C18 C8 C27 C44 -1.2(9) . . . . ?
C9 C17 C29 C34 -1.9(10) . . . . ?
C7 C17 C29 C34 178.3(7) . . . . ?
C9 N50 C30 O59 -29.9(8) . . . . ?
N58 N50 C30 O59 -158.0(5) . . . . ?
C9 N50 C30 C24 149.5(5) . . . . ?
N58 N50 C30 C24 21.4(8) . . . . ?
C43 C24 C30 O59 9.1(10) . . . . ?
C43 C24 C30 N50 -170.3(6) . . . . ?
C21 C22 C31 N71 2.4(10) . . . . ?
C52 N71 C31 C22 1.2(9) . . . . ?
Pd1 N71 C31 C22 -179.6(5) . . . . ?
C25 C2 C32 C48 3.1(9) . . . . ?
C1 C13 C33 C20 3.2(10) . . . . ?
C14 C20 C33 C13 -1.0(10) . . . . ?
C17 C29 C34 C47 1.0(11) . . . . ?
C3 C19 C35 C61 2.8(9) . . . . ?
C26 C6 C36 C39 -0.3(10) . . . . ?
N58 C4 C38 C63 56.4(9) . . . . ?
C3 C4 C38 C63 -119.8(7) . . . . ?
N58 C4 C38 C41 -125.9(7) . . . . ?
C3 C4 C38 C41 57.9(9) . . . . ?
C6 C36 C39 C12 1.1(9) . . . . ?
C7 C12 C39 C36 -1.4(9) . . . . ?
C28 C12 C39 C36 172.2(5) . . . . ?
C63 C38 C41 C62 -3.1(11) . . . . ?
C4 C38 C41 C62 179.2(7) . . . . ?
C46 C37 C42 C54 179.3(6) . . . . ?
C30 C24 C43 C60 178.6(7) . . . . ?
C67 C23 C45 C66 1.6(9) . . . . ?
C52 N2 C46 O69 29.5(8) . . . . ?
N68 N2 C46 O69 155.1(5) . . . . ?
C52 N2 C46 C37 -150.3(5) . . . . ?
N68 N2 C46 C37 -24.7(7) . . . . ?
C42 C37 C46 O69 -14.5(10) . . . . ?
C42 C37 C46 N2 165.3(6) . . . . ?
C9 N70 C47 C34 -3.5(10) . . . . ?
Pd2 N70 C47 C34 -178.0(5) . . . . ?
C29 C34 C47 N70 1.9(11) . . . . ?
C2 C32 C48 C27 -3.3(10) . . . . ?
C8 C27 C48 C32 0.1(10) . . . . ?
C44 C27 C48 C32 179.6(6) . . . . ?
C3 C11 C49 C61 0.7(10) . . . . ?
C67 C16 C51 C66 -3.9(10) . . . . ?
C31 N71 C52 C18 -4.8(9) . . . . ?
Pd1 N71 C52 C18 175.9(5) . . . . ?
C31 N71 C52 N2 176.6(5) . . . . ?
Pd1 N71 C52 N2 -2.7(6) . . . . ?
C21 C18 C52 N71 4.5(9) . . . . ?
C8 C18 C52 N71 -177.2(6) . . . . ?
C21 C18 C52 N2 -177.0(6) . . . . ?
C8 C18 C52 N2 1.2(9) . . . . ?
C46 N2 C52 N71 100.3(6) . . . . ?
N68 N2 C52 N71 -28.7(6) . . . . ?
C46 N2 C52 C18 -78.2(7) . . . . ?
N68 N2 C52 C18 152.7(5) . . . . ?
C19 C35 C61 C49 -2.9(10) . . . . ?
C11 C49 C61 C35 1.2(10) . . . . ?
C38 C41 C62 C65 2.5(13) . . . . ?
C41 C38 C63 C64 3.1(11) . . . . ?
C4 C38 C63 C64 -179.1(7) . . . . ?
C38 C63 C64 C65 -2.7(13) . . . . ?
C41 C62 C65 C64 -2.0(14) . . . . ?
C63 C64 C65 C62 2.1(14) . . . . ?
C16 C51 C66 C45 1.8(10) . . . . ?
C23 C45 C66 C51 -0.7(10) . . . . ?
C51 C16 C67 C23 4.9(9) . . . . ?
C51 C16 C67 C10 -174.9(6) . . . . ?
C45 C23 C67 C16 -3.7(9) . . . . ?
C45 C23 C67 C10 176.1(6) . . . . ?
N68 C10 C67 C16 120.5(6) . . . . ?
C14 C10 C67 C16 -57.6(7) . . . . ?
N68 C10 C67 C23 -59.2(7) . . . . ?
C14 C10 C67 C23 122.7(6) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_160330adachi
_database_code_depnum_ccdc_archive 'CCDC 1495001'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C23 H21 N3 O'
_chemical_formula_moiety         'C23 H21 N3 O'
_chemical_formula_weight         355.44
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   11.3565(2)
_cell_length_b                   11.5389(2)
_cell_length_c                   15.0221(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 107.367(8)
_cell_angle_gamma                90.0000
_cell_volume                     1878.76(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6839
_cell_measurement_theta_min      3.08
_cell_measurement_theta_max      68.22
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752.00
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.665
_exptl_absorpt_correction_T_max  0.884

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            21297
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_theta_max         68.214
_diffrn_reflns_theta_min         4.317
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3434
_reflns_number_gt                3039
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1613
_refine_ls_wR_factor_gt          0.1571
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3434
_refine_ls_number_parameters     244
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0770P)²+2.1166P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.70
_refine_diff_density_min         -0.65
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.41899(14) -0.02847(12) 0.34811(10) 0.0236(4) Uani 1 1 d . . . . .
N2 N 0.43778(16) 0.15050(15) 0.29199(11) 0.0188(4) Uani 1 1 d . . . . .
N3 N 0.45350(16) 0.26782(15) 0.31834(12) 0.0200(4) Uani 1 1 d . . . . .
N4 N 0.62191(16) 0.13516(16) 0.25386(12) 0.0221(4) Uani 1 1 d . . . . .
C5 C 0.44819(18) 0.34254(18) 0.25360(14) 0.0185(4) Uani 1 1 d . . . . .
C6 C 0.35383(19) 0.12905(19) 0.42383(14) 0.0209(5) Uani 1 1 d . . . . .
H6 H 0.3314 0.2086 0.4199 0.025 Uiso 1 1 calc R U . . .
C7 C 0.50517(19) 0.10077(18) 0.23376(14) 0.0195(4) Uani 1 1 d . . . . .
C8 C 0.40652(18) 0.07622(18) 0.35459(14) 0.0198(4) Uani 1 1 d . . . . .
C9 C 0.41193(19) 0.31795(18) 0.15138(14) 0.0196(4) Uani 1 1 d . . . . .
C10 C 0.4481(2) 0.02059(18) 0.16463(14) 0.0213(5) Uani 1 1 d . . . . .
C11 C 0.47092(18) 0.46489(18) 0.28438(14) 0.0193(4) Uani 1 1 d . . . . .
C12 C 0.52563(19) 0.49260(19) 0.37838(15) 0.0220(5) Uani 1 1 d . . . . .
H12 H 0.5553 0.4325 0.4226 0.026 Uiso 1 1 calc R U . . .
C13 C 0.4318(2) 0.55512(19) 0.22073(15) 0.0236(5) Uani 1 1 d . . . . .
H13 H 0.3966 0.5380 0.1564 0.028 Uiso 1 1 calc R U . . .
C14 C 0.4949(2) 0.3329(2) 0.10024(15) 0.0247(5) Uani 1 1 d . . . . .
H14 H 0.5776 0.3553 0.1309 0.030 Uiso 1 1 calc R U . . .
C15 C 0.5234(2) -0.0277(2) 0.11653(15) 0.0264(5) Uani 1 1 d . . . . .
H15 H 0.4907 -0.0839 0.0694 0.032 Uiso 1 1 calc R U . . .
C16 C 0.4948(2) 0.69616(19) 0.34383(16) 0.0262(5) Uani 1 1 d . . . . .
H16 H 0.5011 0.7745 0.3642 0.031 Uiso 1 1 calc R U . . .
C17 C 0.5367(2) 0.6069(2) 0.40731(16) 0.0253(5) Uani 1 1 d . . . . .
H17 H 0.5735 0.6245 0.4714 0.030 Uiso 1 1 calc R U . . .
C18 C 0.6903(2) 0.0883(2) 0.20470(15) 0.0260(5) Uani 1 1 d . . . . .
H18 H 0.7734 0.1131 0.2171 0.031 Uiso 1 1 calc R U . . .
C19 C 0.2793(2) 0.0978(2) 0.56340(16) 0.0266(5) Uani 1 1 d . . . . .
H19A H 0.2801 0.0324 0.6052 0.032 Uiso 1 1 calc R U . . .
H19B H 0.3248 0.1630 0.5996 0.032 Uiso 1 1 calc R U . . .
H19C H 0.1939 0.1213 0.5326 0.032 Uiso 1 1 calc R U . . .
C20 C 0.33863(19) 0.06252(19) 0.49184(14) 0.0219(5) Uani 1 1 d . . . . .
H20 H 0.3685 -0.0147 0.4950 0.026 Uiso 1 1 calc R U . . .
C21 C 0.2528(2) 0.2709(2) 0.00945(16) 0.0294(5) Uani 1 1 d . . . . .
H21 H 0.1697 0.2502 -0.0217 0.035 Uiso 1 1 calc R U . . .
C22 C 0.2905(2) 0.28739(19) 0.10553(15) 0.0239(5) Uani 1 1 d . . . . .
H22 H 0.2332 0.2778 0.1399 0.029 Uiso 1 1 calc R U . . .
C23 C 0.6456(2) 0.0054(2) 0.13664(16) 0.0287(5) Uani 1 1 d . . . . .
H23 H 0.6975 -0.0281 0.1044 0.034 Uiso 1 1 calc R U . . .
C24 C 0.4435(2) 0.6696(2) 0.25025(17) 0.0280(5) Uani 1 1 d . . . . .
H24 H 0.4163 0.7301 0.2060 0.034 Uiso 1 1 calc R U . . .
C25 C 0.3143(2) -0.0117(2) 0.14166(15) 0.0254(5) Uani 1 1 d . . . . .
H25A H 0.2766 0.0309 0.1826 0.031 Uiso 1 1 calc R U . . .
H25B H 0.2719 0.0082 0.0765 0.031 Uiso 1 1 calc R U . . .
H25C H 0.3070 -0.0951 0.1508 0.031 Uiso 1 1 calc R U . . .
C26 C 0.3357(2) 0.2845(2) -0.04084(15) 0.0308(5) Uani 1 1 d . . . . .
H26 H 0.3098 0.2729 -0.1065 0.037 Uiso 1 1 calc R U . . .
C27 C 0.4569(2) 0.3150(2) 0.00469(16) 0.0301(5) Uani 1 1 d . . . . .
H27 H 0.5141 0.3237 -0.0298 0.036 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.224(3) . ?
N2 C8 1.394(3) . ?
N2 N3 1.407(2) . ?
N2 C7 1.442(3) . ?
N3 C5 1.288(3) . ?
N4 C7 1.329(3) . ?
N4 C18 1.336(3) . ?
C5 C11 1.484(3) . ?
C5 C9 1.494(3) . ?
C6 C20 1.330(3) . ?
C6 C8 1.478(3) . ?
C6 H6 0.9500 . ?
C7 C10 1.397(3) . ?
C9 C22 1.390(3) . ?
C9 C14 1.393(3) . ?
C10 C15 1.391(3) . ?
C10 C25 1.501(3) . ?
C11 C13 1.394(3) . ?
C11 C12 1.399(3) . ?
C12 C17 1.383(3) . ?
C12 H12 0.9500 . ?
C13 C24 1.387(3) . ?
C13 H13 0.9500 . ?
C14 C27 1.385(3) . ?
C14 H14 0.9500 . ?
C15 C23 1.382(3) . ?
C15 H15 0.9500 . ?
C16 C24 1.386(3) . ?
C16 C17 1.388(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C23 1.381(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.486(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 0.9500 . ?
C21 C26 1.381(4) . ?
C21 C22 1.391(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.387(3) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N2 N3 115.99(16) . . ?
C8 N2 C7 116.90(17) . . ?
N3 N2 C7 120.52(16) . . ?
C5 N3 N2 117.30(17) . . ?
C7 N4 C18 117.30(19) . . ?
N3 C5 C11 115.93(18) . . ?
N3 C5 C9 125.85(19) . . ?
C11 C5 C9 118.03(18) . . ?
C20 C6 C8 118.4(2) . . ?
C20 C6 H6 120.8 . . ?
C8 C6 H6 120.8 . . ?
N4 C7 C10 125.21(19) . . ?
N4 C7 N2 114.66(18) . . ?
C10 C7 N2 120.11(18) . . ?
O1 C8 N2 119.63(19) . . ?
O1 C8 C6 122.97(19) . . ?
N2 C8 C6 117.34(18) . . ?
C22 C9 C14 119.49(19) . . ?
C22 C9 C5 119.07(19) . . ?
C14 C9 C5 121.28(18) . . ?
C15 C10 C7 115.5(2) . . ?
C15 C10 C25 121.26(19) . . ?
C7 C10 C25 123.25(19) . . ?
C13 C11 C12 118.4(2) . . ?
C13 C11 C5 120.45(19) . . ?
C12 C11 C5 121.01(19) . . ?
C17 C12 C11 120.4(2) . . ?
C17 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C24 C13 C11 120.8(2) . . ?
C24 C13 H13 119.6 . . ?
C11 C13 H13 119.6 . . ?
C27 C14 C9 120.0(2) . . ?
C27 C14 H14 120.0 . . ?
C9 C14 H14 120.0 . . ?
C23 C15 C10 120.6(2) . . ?
C23 C15 H15 119.7 . . ?
C10 C15 H15 119.7 . . ?
C24 C16 C17 119.1(2) . . ?
C24 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C12 C17 C16 120.8(2) . . ?
C12 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
N4 C18 C23 122.9(2) . . ?
N4 C18 H18 118.5 . . ?
C23 C18 H18 118.5 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C20 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C6 C20 C19 126.1(2) . . ?
C6 C20 H20 117.0 . . ?
C19 C20 H20 117.0 . . ?
C26 C21 C22 120.2(2) . . ?
C26 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C9 C22 C21 120.1(2) . . ?
C9 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C18 C23 C15 118.4(2) . . ?
C18 C23 H23 120.8 . . ?
C15 C23 H23 120.8 . . ?
C16 C24 C13 120.4(2) . . ?
C16 C24 H24 119.8 . . ?
C13 C24 H24 119.8 . . ?
C10 C25 H25A 109.5 . . ?
C10 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C10 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C21 C26 C27 119.8(2) . . ?
C21 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C14 C27 C26 120.3(2) . . ?
C14 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N2 N3 C5 -161.18(18) . . . . ?
C7 N2 N3 C5 48.1(3) . . . . ?
N2 N3 C5 C11 -177.26(16) . . . . ?
N2 N3 C5 C9 7.8(3) . . . . ?
C18 N4 C7 C10 -0.8(3) . . . . ?
C18 N4 C7 N2 177.33(18) . . . . ?
C8 N2 C7 N4 -110.1(2) . . . . ?
N3 N2 C7 N4 40.3(3) . . . . ?
C8 N2 C7 C10 68.1(2) . . . . ?
N3 N2 C7 C10 -141.50(19) . . . . ?
N3 N2 C8 O1 -163.16(18) . . . . ?
C7 N2 C8 O1 -11.4(3) . . . . ?
N3 N2 C8 C6 19.6(3) . . . . ?
C7 N2 C8 C6 171.32(17) . . . . ?
C20 C6 C8 O1 11.6(3) . . . . ?
C20 C6 C8 N2 -171.18(18) . . . . ?
N3 C5 C9 C22 68.1(3) . . . . ?
C11 C5 C9 C22 -106.7(2) . . . . ?
N3 C5 C9 C14 -116.4(2) . . . . ?
C11 C5 C9 C14 68.8(3) . . . . ?
N4 C7 C10 C15 2.0(3) . . . . ?
N2 C7 C10 C15 -175.98(18) . . . . ?
N4 C7 C10 C25 -177.2(2) . . . . ?
N2 C7 C10 C25 4.8(3) . . . . ?
N3 C5 C11 C13 -160.39(19) . . . . ?
C9 C5 C11 C13 14.9(3) . . . . ?
N3 C5 C11 C12 16.0(3) . . . . ?
C9 C5 C11 C12 -168.69(18) . . . . ?
C13 C11 C12 C17 2.0(3) . . . . ?
C5 C11 C12 C17 -174.46(19) . . . . ?
C12 C11 C13 C24 -1.8(3) . . . . ?
C5 C11 C13 C24 174.65(19) . . . . ?
C22 C9 C14 C27 -1.3(3) . . . . ?
C5 C9 C14 C27 -176.8(2) . . . . ?
C7 C10 C15 C23 -1.2(3) . . . . ?
C25 C10 C15 C23 178.1(2) . . . . ?
C11 C12 C17 C16 -0.5(3) . . . . ?
C24 C16 C17 C12 -1.3(3) . . . . ?
C7 N4 C18 C23 -1.4(3) . . . . ?
C8 C6 C20 C19 -175.38(19) . . . . ?
C14 C9 C22 C21 0.6(3) . . . . ?
C5 C9 C22 C21 176.1(2) . . . . ?
C26 C21 C22 C9 0.1(3) . . . . ?
N4 C18 C23 C15 2.1(3) . . . . ?
C10 C15 C23 C18 -0.7(3) . . . . ?
C17 C16 C24 C13 1.4(3) . . . . ?
C11 C13 C24 C16 0.1(3) . . . . ?
C22 C21 C26 C27 -0.2(3) . . . . ?
C9 C14 C27 C26 1.3(4) . . . . ?
C21 C26 C27 C14 -0.6(4) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_xcalibur
_database_code_depnum_ccdc_archive 'CCDC 1495002'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C54 H40 F2 N6 O2'
_chemical_formula_moiety         'C54 H40 F2 N6 O2'
_chemical_formula_weight         842.95
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   12.2208(5)
_cell_length_b                   12.9781(4)
_cell_length_c                   15.6515(3)
_cell_angle_alpha                90.050(2)
_cell_angle_beta                 96.320(2)
_cell_angle_gamma                117.495(3)
_cell_volume                     2184.84(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12563
_cell_measurement_theta_min      4.64
_cell_measurement_theta_max      73.42
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.259
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.067
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             880.00
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.4e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.890
_exptl_absorpt_correction_T_max  0.955

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            15380
_diffrn_reflns_av_R_equivalents  0.0825
_diffrn_reflns_theta_max         73.710
_diffrn_reflns_theta_min         4.651
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             15380
_reflns_number_gt                13604
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_ref         0.1020
_refine_ls_wR_factor_gt          0.0996
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         15380
_refine_ls_number_parameters     578
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0637P)²+0.1383P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
F1 F 0.43565(7) 0.33269(6) 0.33590(5) 0.03360(18) Uani 1 1 d . . . . .
F2 F 0.59769(8) 1.18545(6) -0.15884(5) 0.03448(18) Uani 1 1 d . . . . .
O1 O 0.07084(7) 0.66616(7) 0.54033(6) 0.02757(19) Uani 1 1 d . . . . .
O2 O 0.92471(7) 0.83086(7) 0.12163(6) 0.02847(19) Uani 1 1 d . . . . .
N1 N 0.24434(8) 0.82258(8) 0.60222(6) 0.0197(2) Uani 1 1 d . . . . .
N2 N 0.37335(8) 0.86696(8) 0.62783(6) 0.01926(19) Uani 1 1 d . . . . .
N3 N 0.19634(9) 0.87058(8) 0.73191(7) 0.0239(2) Uani 1 1 d . . . . .
N4 N 0.74812(8) 0.67119(8) 0.14347(6) 0.0200(2) Uani 1 1 d . . . . .
N5 N 0.61897(8) 0.62529(8) 0.14535(6) 0.01979(19) Uani 1 1 d . . . . .
N6 N 0.79801(11) 0.62223(9) 0.28060(7) 0.0303(2) Uani 1 1 d . . . . .
C1 C 0.27299(10) 0.51522(9) 0.43374(7) 0.0198(2) Uani 1 1 d . . . . .
C2 C 0.40108(11) 0.56905(10) 0.42878(8) 0.0230(2) Uani 1 1 d . . . . .
H2 H 0.4507 0.6481 0.4489 0.028 Uiso 1 1 calc R U . . .
C3 C 0.45636(11) 0.50870(10) 0.39503(8) 0.0248(2) Uani 1 1 d . . . . .
H3 H 0.5433 0.5451 0.3919 0.030 Uiso 1 1 calc R U . . .
C4 C 0.38156(11) 0.39398(10) 0.36598(8) 0.0240(2) Uani 1 1 d . . . . .
C5 C 0.25499(11) 0.33870(10) 0.36642(8) 0.0237(2) Uani 1 1 d . . . . .
H5 H 0.2060 0.2606 0.3438 0.028 Uiso 1 1 calc R U . . .
C6 C 0.20048(11) 0.39984(10) 0.40071(7) 0.0214(2) Uani 1 1 d . . . . .
H6 H 0.1131 0.3631 0.4018 0.026 Uiso 1 1 calc R U . . .
C7 C 0.21093(10) 0.57299(10) 0.47299(7) 0.0201(2) Uani 1 1 d . . . . .
H7 H 0.1226 0.5335 0.4653 0.024 Uiso 1 1 calc R U . . .
C8 C 0.26469(10) 0.67515(10) 0.51844(7) 0.0211(2) Uani 1 1 d . . . . .
H8 H 0.3527 0.7196 0.5278 0.025 Uiso 1 1 calc R U . . .
C9 C 0.18473(10) 0.71762(9) 0.55377(7) 0.0209(2) Uani 1 1 d . . . . .
C10 C 0.17264(10) 0.86238(9) 0.64667(8) 0.0203(2) Uani 1 1 d . . . . .
C11 C 0.08776(10) 0.89111(10) 0.60070(8) 0.0241(2) Uani 1 1 d . . . . .
H11 H 0.0718 0.8808 0.5397 0.029 Uiso 1 1 calc R U . . .
C12 C 0.02696(11) 0.93555(10) 0.64717(9) 0.0288(3) Uani 1 1 d . . . . .
H12 H -0.0307 0.9578 0.6183 0.035 Uiso 1 1 calc R U . . .
C13 C 0.05128(11) 0.94699(10) 0.73608(9) 0.0303(3) Uani 1 1 d . . . . .
H13 H 0.0113 0.9777 0.7693 0.036 Uiso 1 1 calc R U . . .
C14 C 0.13517(12) 0.91263(11) 0.77524(9) 0.0287(3) Uani 1 1 d . . . . .
H14 H 0.1505 0.9191 0.8363 0.034 Uiso 1 1 calc R U . . .
C15 C 0.43890(10) 0.97861(9) 0.63754(7) 0.0182(2) Uani 1 1 d . . . . .
C16 C 0.38997(10) 1.06326(9) 0.61593(7) 0.0184(2) Uani 1 1 d . . . . .
C17 C 0.35312(11) 1.07104(10) 0.52975(7) 0.0219(2) Uani 1 1 d . . . . .
H17 H 0.3632 1.0261 0.4862 0.026 Uiso 1 1 calc R U . . .
C18 C 0.30159(11) 1.14461(10) 0.50741(8) 0.0254(2) Uani 1 1 d . . . . .
H18 H 0.2778 1.1508 0.4486 0.030 Uiso 1 1 calc R U . . .
C19 C 0.28497(11) 1.20876(10) 0.57086(8) 0.0251(2) Uani 1 1 d . . . . .
H19 H 0.2471 1.2568 0.5556 0.030 Uiso 1 1 calc R U . . .
C20 C 0.32366(11) 1.20292(10) 0.65687(8) 0.0240(2) Uani 1 1 d . . . . .
H20 H 0.3133 1.2479 0.7002 0.029 Uiso 1 1 calc R U . . .
C21 C 0.37746(10) 1.13128(9) 0.67943(7) 0.0210(2) Uani 1 1 d . . . . .
H21 H 0.4057 1.1287 0.7380 0.025 Uiso 1 1 calc R U . . .
C22 C 0.57338(10) 1.02193(10) 0.66531(7) 0.0192(2) Uani 1 1 d . . . . .
C23 C 0.65857(11) 1.13534(10) 0.65037(8) 0.0232(2) Uani 1 1 d . . . . .
H23 H 0.6295 1.1872 0.6271 0.028 Uiso 1 1 calc R U . . .
C24 C 0.78551(11) 1.17325(11) 0.66919(8) 0.0286(3) Uani 1 1 d . . . . .
H24 H 0.8428 1.2500 0.6573 0.034 Uiso 1 1 calc R U . . .
C25 C 0.82894(11) 1.09924(11) 0.70536(8) 0.0296(3) Uani 1 1 d . . . . .
H25 H 0.9157 1.1254 0.7187 0.036 Uiso 1 1 calc R U . . .
C26 C 0.74458(11) 0.98664(11) 0.72185(8) 0.0263(3) Uani 1 1 d . . . . .
H26 H 0.7740 0.9360 0.7469 0.032 Uiso 1 1 calc R U . . .
C27 C 0.61775(11) 0.94759(10) 0.70199(7) 0.0219(2) Uani 1 1 d . . . . .
H27 H 0.5608 0.8704 0.7132 0.026 Uiso 1 1 calc R U . . .
C28 C 0.73862(11) 0.98981(10) -0.02693(7) 0.0220(2) Uani 1 1 d . . . . .
C29 C 0.61033(11) 0.94476(10) -0.05061(8) 0.0251(2) Uani 1 1 d . . . . .
H29 H 0.5554 0.8688 -0.0356 0.030 Uiso 1 1 calc R U . . .
C30 C 0.56275(12) 1.01015(11) -0.09578(8) 0.0267(3) Uani 1 1 d . . . . .
H30 H 0.4758 0.9798 -0.1120 0.032 Uiso 1 1 calc R U . . .
C31 C 0.64471(12) 1.12016(11) -0.11657(8) 0.0258(3) Uani 1 1 d . . . . .
C32 C 0.77123(12) 1.16682(10) -0.09682(8) 0.0269(3) Uani 1 1 d . . . . .
H32 H 0.8252 1.2423 -0.1134 0.032 Uiso 1 1 calc R U . . .
C33 C 0.81803(11) 1.10047(10) -0.05190(8) 0.0248(2) Uani 1 1 d . . . . .
H33 H 0.9054 1.1308 -0.0379 0.030 Uiso 1 1 calc R U . . .
C34 C 0.79339(11) 0.92586(10) 0.02318(8) 0.0226(2) Uani 1 1 d . . . . .
H34 H 0.8814 0.9587 0.0284 0.027 Uiso 1 1 calc R U . . .
C35 C 0.73478(11) 0.82712(10) 0.06241(7) 0.0217(2) Uani 1 1 d . . . . .
H35 H 0.6467 0.7882 0.0591 0.026 Uiso 1 1 calc R U . . .
C36 C 0.81074(10) 0.77974(10) 0.11131(7) 0.0215(2) Uani 1 1 d . . . . .
C37 C 0.81856(10) 0.62820(10) 0.19883(8) 0.0227(2) Uani 1 1 d . . . . .
C38 C 0.89829(11) 0.59526(11) 0.16507(10) 0.0309(3) Uani 1 1 d . . . . .
H38 H 0.9127 0.6050 0.1065 0.037 Uiso 1 1 calc R U . . .
C39 C 0.95639(12) 0.54717(12) 0.22095(13) 0.0440(4) Uani 1 1 d . . . . .
H39 H 1.0107 0.5214 0.2008 0.053 Uiso 1 1 calc R U . . .
C40 C 0.93456(14) 0.53708(12) 0.30598(12) 0.0476(4) Uani 1 1 d . . . . .
H40 H 0.9722 0.5031 0.3449 0.057 Uiso 1 1 calc R U . . .
C41 C 0.85755(15) 0.57709(12) 0.33299(10) 0.0418(4) Uani 1 1 d . . . . .
H41 H 0.8455 0.5727 0.3921 0.050 Uiso 1 1 calc R U . . .
C42 C 0.55484(10) 0.51335(10) 0.14454(7) 0.0186(2) Uani 1 1 d . . . . .
C43 C 0.60352(10) 0.42889(9) 0.12944(7) 0.0189(2) Uani 1 1 d . . . . .
C44 C 0.63834(11) 0.42231(10) 0.04863(7) 0.0223(2) Uani 1 1 d . . . . .
H44 H 0.6283 0.4687 0.0046 0.027 Uiso 1 1 calc R U . . .
C45 C 0.68768(11) 0.34799(10) 0.03235(8) 0.0257(2) Uani 1 1 d . . . . .
H45 H 0.7107 0.3431 -0.0230 0.031 Uiso 1 1 calc R U . . .
C46 C 0.70346(11) 0.28084(10) 0.09685(8) 0.0249(2) Uani 1 1 d . . . . .
H46 H 0.7390 0.2314 0.0860 0.030 Uiso 1 1 calc R U . . .
C47 C 0.66731(11) 0.28596(10) 0.17717(8) 0.0232(2) Uani 1 1 d . . . . .
H47 H 0.6775 0.2395 0.2211 0.028 Uiso 1 1 calc R U . . .
C48 C 0.61616(10) 0.35899(10) 0.19335(7) 0.0209(2) Uani 1 1 d . . . . .
H48 H 0.5899 0.3612 0.2479 0.025 Uiso 1 1 calc R U . . .
C49 C 0.42067(10) 0.46854(10) 0.15227(7) 0.0200(2) Uani 1 1 d . . . . .
C50 C 0.33564(11) 0.35347(10) 0.12651(8) 0.0246(2) Uani 1 1 d . . . . .
H50 H 0.3644 0.3018 0.1076 0.030 Uiso 1 1 calc R U . . .
C51 C 0.20910(12) 0.31385(12) 0.12835(9) 0.0314(3) Uani 1 1 d . . . . .
H51 H 0.1517 0.2357 0.1099 0.038 Uiso 1 1 calc R U . . .
C52 C 0.16651(12) 0.38834(12) 0.15719(9) 0.0332(3) Uani 1 1 d . . . . .
H52 H 0.0800 0.3614 0.1583 0.040 Uiso 1 1 calc R U . . .
C53 C 0.25090(11) 0.50257(11) 0.18442(9) 0.0288(3) Uani 1 1 d . . . . .
H53 H 0.2218 0.5534 0.2046 0.035 Uiso 1 1 calc R U . . .
C54 C 0.37696(11) 0.54283(10) 0.18239(8) 0.0233(2) Uani 1 1 d . . . . .
H54 H 0.4340 0.6209 0.2014 0.028 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.4e (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.4e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.4e (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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
F1 C4 1.3582(13) . ?
F2 C31 1.3611(13) . ?
O1 C9 1.2265(14) . ?
O2 C36 1.2262(14) . ?
N1 C9 1.3862(14) . ?
N1 N2 1.4142(12) . ?
N1 C10 1.4388(14) . ?
N2 C15 1.2906(14) . ?
N3 C10 1.3272(16) . ?
N3 C14 1.3432(15) . ?
N4 C36 1.3836(15) . ?
N4 N5 1.4103(12) . ?
N4 C37 1.4433(14) . ?
N5 C42 1.2928(14) . ?
N6 C37 1.3265(17) . ?
N6 C41 1.3447(17) . ?
C1 C2 1.4006(16) . ?
C1 C6 1.4026(16) . ?
C1 C7 1.4633(15) . ?
C2 C3 1.3840(16) . ?
C2 H2 0.9500 . ?
C3 C4 1.3819(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.3730(17) . ?
C5 C6 1.3884(16) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.3366(16) . ?
C7 H7 0.9500 . ?
C8 C9 1.4767(15) . ?
C8 H8 0.9500 . ?
C10 C11 1.3878(16) . ?
C11 C12 1.3883(17) . ?
C11 H11 0.9500 . ?
C12 C13 1.384(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.3820(18) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C22 1.4816(15) . ?
C15 C16 1.4972(14) . ?
C16 C17 1.3931(16) . ?
C16 C21 1.3953(15) . ?
C17 C18 1.3920(16) . ?
C17 H17 0.9500 . ?
C18 C19 1.3855(17) . ?
C18 H18 0.9500 . ?
C19 C20 1.3909(18) . ?
C19 H19 0.9500 . ?
C20 C21 1.3911(16) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C23 1.3944(16) . ?
C22 C27 1.4035(15) . ?
C23 C24 1.3892(16) . ?
C23 H23 0.9500 . ?
C24 C25 1.3894(18) . ?
C24 H24 0.9500 . ?
C25 C26 1.3904(19) . ?
C25 H25 0.9500 . ?
C26 C27 1.3872(16) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C33 1.3980(17) . ?
C28 C29 1.4009(16) . ?
C28 C34 1.4664(16) . ?
C29 C30 1.3872(17) . ?
C29 H29 0.9500 . ?
C30 C31 1.3783(18) . ?
C30 H30 0.9500 . ?
C31 C32 1.3722(18) . ?
C32 C33 1.3893(17) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.3353(17) . ?
C34 H34 0.9500 . ?
C35 C36 1.4822(15) . ?
C35 H35 0.9500 . ?
C37 C38 1.3816(17) . ?
C38 C39 1.390(2) . ?
C38 H38 0.9500 . ?
C39 C40 1.381(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.368(2) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
C42 C49 1.4848(15) . ?
C42 C43 1.4979(14) . ?
C43 C44 1.3930(16) . ?
C43 C48 1.3943(15) . ?
C44 C45 1.3889(16) . ?
C44 H44 0.9500 . ?
C45 C46 1.3891(17) . ?
C45 H45 0.9500 . ?
C46 C47 1.3890(17) . ?
C46 H46 0.9500 . ?
C47 C48 1.3909(15) . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
C49 C50 1.3951(17) . ?
C49 C54 1.4026(15) . ?
C50 C51 1.3901(17) . ?
C50 H50 0.9500 . ?
C51 C52 1.3873(19) . ?
C51 H51 0.9500 . ?
C52 C53 1.3906(19) . ?
C52 H52 0.9500 . ?
C53 C54 1.3839(16) . ?
C53 H53 0.9500 . ?
C54 H54 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 N2 116.91(9) . . ?
C9 N1 C10 119.64(9) . . ?
N2 N1 C10 120.43(9) . . ?
C15 N2 N1 117.00(9) . . ?
C10 N3 C14 116.57(11) . . ?
C36 N4 N5 117.96(9) . . ?
C36 N4 C37 118.50(9) . . ?
N5 N4 C37 120.15(9) . . ?
C42 N5 N4 117.02(9) . . ?
C37 N6 C41 116.32(12) . . ?
C2 C1 C6 118.70(10) . . ?
C2 C1 C7 123.16(10) . . ?
C6 C1 C7 118.13(10) . . ?
C3 C2 C1 120.94(11) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C4 C3 C2 118.15(11) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
F1 C4 C5 118.33(10) . . ?
F1 C4 C3 118.57(10) . . ?
C5 C4 C3 123.10(10) . . ?
C4 C5 C6 118.27(11) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C5 C6 C1 120.75(11) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C8 C7 C1 127.23(10) . . ?
C8 C7 H7 116.4 . . ?
C1 C7 H7 116.4 . . ?
C7 C8 C9 118.72(10) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
O1 C9 N1 119.98(10) . . ?
O1 C9 C8 123.17(10) . . ?
N1 C9 C8 116.82(10) . . ?
N3 C10 C11 124.55(11) . . ?
N3 C10 N1 115.07(10) . . ?
C11 C10 N1 120.37(11) . . ?
C10 C11 C12 117.54(12) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C13 C12 C11 119.23(11) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C14 C13 C12 118.26(11) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
N3 C14 C13 123.80(12) . . ?
N3 C14 H14 118.1 . . ?
C13 C14 H14 118.1 . . ?
N2 C15 C22 115.51(9) . . ?
N2 C15 C16 124.53(10) . . ?
C22 C15 C16 119.76(9) . . ?
C17 C16 C21 119.74(10) . . ?
C17 C16 C15 118.29(10) . . ?
C21 C16 C15 121.95(10) . . ?
C18 C17 C16 120.01(11) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C19 C18 C17 120.11(11) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C20 120.09(11) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C21 120.02(11) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C20 C21 C16 119.96(11) . . ?
C20 C21 H21 120.0 . . ?
C16 C21 H21 120.0 . . ?
C23 C22 C27 118.95(10) . . ?
C23 C22 C15 120.29(10) . . ?
C27 C22 C15 120.64(10) . . ?
C24 C23 C22 120.59(11) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 120.20(12) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C26 119.58(11) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C27 C26 C25 120.53(11) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C26 C27 C22 120.12(11) . . ?
C26 C27 H27 119.9 . . ?
C22 C27 H27 119.9 . . ?
C33 C28 C29 118.76(11) . . ?
C33 C28 C34 118.46(11) . . ?
C29 C28 C34 122.77(11) . . ?
C30 C29 C28 120.59(11) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C31 C30 C29 118.37(11) . . ?
C31 C30 H30 120.8 . . ?
C29 C30 H30 120.8 . . ?
F2 C31 C32 118.53(11) . . ?
F2 C31 C30 118.32(11) . . ?
C32 C31 C30 123.15(11) . . ?
C31 C32 C33 118.03(11) . . ?
C31 C32 H32 121.0 . . ?
C33 C32 H32 121.0 . . ?
C32 C33 C28 121.04(11) . . ?
C32 C33 H33 119.5 . . ?
C28 C33 H33 119.5 . . ?
C35 C34 C28 127.99(11) . . ?
C35 C34 H34 116.0 . . ?
C28 C34 H34 116.0 . . ?
C34 C35 C36 118.28(10) . . ?
C34 C35 H35 120.9 . . ?
C36 C35 H35 120.9 . . ?
O2 C36 N4 119.78(10) . . ?
O2 C36 C35 122.84(10) . . ?
N4 C36 C35 117.35(10) . . ?
N6 C37 C38 125.11(12) . . ?
N6 C37 N4 114.87(10) . . ?
C38 C37 N4 120.01(11) . . ?
C37 C38 C39 116.77(14) . . ?
C37 C38 H38 121.6 . . ?
C39 C38 H38 121.6 . . ?
C40 C39 C38 119.49(14) . . ?
C40 C39 H39 120.3 . . ?
C38 C39 H39 120.3 . . ?
C41 C40 C39 118.54(13) . . ?
C41 C40 H40 120.7 . . ?
C39 C40 H40 120.7 . . ?
N6 C41 C40 123.68(15) . . ?
N6 C41 H41 118.2 . . ?
C40 C41 H41 118.2 . . ?
N5 C42 C49 115.50(9) . . ?
N5 C42 C43 125.03(10) . . ?
C49 C42 C43 119.26(10) . . ?
C44 C43 C48 119.75(10) . . ?
C44 C43 C42 117.92(10) . . ?
C48 C43 C42 122.32(10) . . ?
C45 C44 C43 120.07(11) . . ?
C45 C44 H44 120.0 . . ?
C43 C44 H44 120.0 . . ?
C44 C45 C46 120.09(11) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C47 C46 C45 120.03(10) . . ?
C47 C46 H46 120.0 . . ?
C45 C46 H46 120.0 . . ?
C46 C47 C48 120.06(11) . . ?
C46 C47 H47 120.0 . . ?
C48 C47 H47 120.0 . . ?
C47 C48 C43 119.96(10) . . ?
C47 C48 H48 120.0 . . ?
C43 C48 H48 120.0 . . ?
C50 C49 C54 119.02(10) . . ?
C50 C49 C42 120.62(10) . . ?
C54 C49 C42 120.31(10) . . ?
C51 C50 C49 120.52(11) . . ?
C51 C50 H50 119.7 . . ?
C49 C50 H50 119.7 . . ?
C52 C51 C50 120.07(12) . . ?
C52 C51 H51 120.0 . . ?
C50 C51 H51 120.0 . . ?
C51 C52 C53 119.74(11) . . ?
C51 C52 H52 120.1 . . ?
C53 C52 H52 120.1 . . ?
C54 C53 C52 120.54(11) . . ?
C54 C53 H53 119.7 . . ?
C52 C53 H53 119.7 . . ?
C53 C54 C49 120.09(11) . . ?
C53 C54 H54 120.0 . . ?
C49 C54 H54 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N1 N2 C15 150.22(10) . . . . ?
C10 N1 N2 C15 -49.49(14) . . . . ?
C36 N4 N5 C42 155.32(10) . . . . ?
C37 N4 N5 C42 -45.74(14) . . . . ?
C6 C1 C2 C3 -2.43(17) . . . . ?
C7 C1 C2 C3 176.62(11) . . . . ?
C1 C2 C3 C4 0.28(18) . . . . ?
C2 C3 C4 F1 -177.43(10) . . . . ?
C2 C3 C4 C5 2.27(19) . . . . ?
F1 C4 C5 C6 177.19(10) . . . . ?
C3 C4 C5 C6 -2.52(18) . . . . ?
C4 C5 C6 C1 0.22(17) . . . . ?
C2 C1 C6 C5 2.17(17) . . . . ?
C7 C1 C6 C5 -176.92(10) . . . . ?
C2 C1 C7 C8 -9.27(19) . . . . ?
C6 C1 C7 C8 169.78(11) . . . . ?
C1 C7 C8 C9 -179.16(10) . . . . ?
N2 N1 C9 O1 169.29(10) . . . . ?
C10 N1 C9 O1 8.84(16) . . . . ?
N2 N1 C9 C8 -12.45(14) . . . . ?
C10 N1 C9 C8 -172.90(10) . . . . ?
C7 C8 C9 O1 -3.31(18) . . . . ?
C7 C8 C9 N1 178.49(10) . . . . ?
C14 N3 C10 C11 -1.78(17) . . . . ?
C14 N3 C10 N1 177.00(10) . . . . ?
C9 N1 C10 N3 115.84(12) . . . . ?
N2 N1 C10 N3 -43.91(14) . . . . ?
C9 N1 C10 C11 -65.32(14) . . . . ?
N2 N1 C10 C11 134.93(11) . . . . ?
N3 C10 C11 C12 2.50(17) . . . . ?
N1 C10 C11 C12 -176.22(10) . . . . ?
C10 C11 C12 C13 -1.26(17) . . . . ?
C11 C12 C13 C14 -0.45(18) . . . . ?
C10 N3 C14 C13 -0.15(18) . . . . ?
C12 C13 C14 N3 1.23(19) . . . . ?
N1 N2 C15 C22 179.36(9) . . . . ?
N1 N2 C15 C16 -5.84(15) . . . . ?
N2 C15 C16 C17 -66.97(15) . . . . ?
C22 C15 C16 C17 107.62(12) . . . . ?
N2 C15 C16 C21 111.29(13) . . . . ?
C22 C15 C16 C21 -74.12(14) . . . . ?
C21 C16 C17 C18 -1.38(17) . . . . ?
C15 C16 C17 C18 176.93(10) . . . . ?
C16 C17 C18 C19 -1.06(18) . . . . ?
C17 C18 C19 C20 2.22(18) . . . . ?
C18 C19 C20 C21 -0.95(18) . . . . ?
C19 C20 C21 C16 -1.48(17) . . . . ?
C17 C16 C21 C20 2.64(16) . . . . ?
C15 C16 C21 C20 -175.60(10) . . . . ?
N2 C15 C22 C23 158.29(11) . . . . ?
C16 C15 C22 C23 -16.77(15) . . . . ?
N2 C15 C22 C27 -17.67(15) . . . . ?
C16 C15 C22 C27 167.27(10) . . . . ?
C27 C22 C23 C24 1.82(17) . . . . ?
C15 C22 C23 C24 -174.21(10) . . . . ?
C22 C23 C24 C25 -1.74(18) . . . . ?
C23 C24 C25 C26 0.61(19) . . . . ?
C24 C25 C26 C27 0.41(19) . . . . ?
C25 C26 C27 C22 -0.31(18) . . . . ?
C23 C22 C27 C26 -0.80(16) . . . . ?
C15 C22 C27 C26 175.21(10) . . . . ?
C33 C28 C29 C30 -1.88(17) . . . . ?
C34 C28 C29 C30 178.00(11) . . . . ?
C28 C29 C30 C31 -0.07(18) . . . . ?
C29 C30 C31 F2 -178.24(10) . . . . ?
C29 C30 C31 C32 1.86(19) . . . . ?
F2 C31 C32 C33 178.52(10) . . . . ?
C30 C31 C32 C33 -1.57(18) . . . . ?
C31 C32 C33 C28 -0.50(18) . . . . ?
C29 C28 C33 C32 2.18(17) . . . . ?
C34 C28 C33 C32 -177.71(11) . . . . ?
C33 C28 C34 C35 170.69(12) . . . . ?
C29 C28 C34 C35 -9.19(19) . . . . ?
C28 C34 C35 C36 -178.67(11) . . . . ?
N5 N4 C36 O2 167.88(10) . . . . ?
C37 N4 C36 O2 8.59(16) . . . . ?
N5 N4 C36 C35 -14.33(14) . . . . ?
C37 N4 C36 C35 -173.62(10) . . . . ?
C34 C35 C36 O2 4.63(17) . . . . ?
C34 C35 C36 N4 -173.08(11) . . . . ?
C41 N6 C37 C38 -2.09(18) . . . . ?
C41 N6 C37 N4 176.81(11) . . . . ?
C36 N4 C37 N6 110.38(12) . . . . ?
N5 N4 C37 N6 -48.44(14) . . . . ?
C36 N4 C37 C38 -70.65(14) . . . . ?
N5 N4 C37 C38 130.52(11) . . . . ?
N6 C37 C38 C39 3.20(18) . . . . ?
N4 C37 C38 C39 -175.65(11) . . . . ?
C37 C38 C39 C40 -1.39(19) . . . . ?
C38 C39 C40 C41 -1.2(2) . . . . ?
C37 N6 C41 C40 -0.9(2) . . . . ?
C39 C40 C41 N6 2.5(2) . . . . ?
N4 N5 C42 C49 176.21(9) . . . . ?
N4 N5 C42 C43 -9.00(16) . . . . ?
N5 C42 C43 C44 -65.85(15) . . . . ?
C49 C42 C43 C44 108.77(12) . . . . ?
N5 C42 C43 C48 113.32(13) . . . . ?
C49 C42 C43 C48 -72.06(14) . . . . ?
C48 C43 C44 C45 -1.22(17) . . . . ?
C42 C43 C44 C45 177.97(10) . . . . ?
C43 C44 C45 C46 -0.59(18) . . . . ?
C44 C45 C46 C47 1.46(18) . . . . ?
C45 C46 C47 C48 -0.50(17) . . . . ?
C46 C47 C48 C43 -1.32(17) . . . . ?
C44 C43 C48 C47 2.18(16) . . . . ?
C42 C43 C48 C47 -176.99(10) . . . . ?
N5 C42 C49 C50 160.37(11) . . . . ?
C43 C42 C49 C50 -14.75(15) . . . . ?
N5 C42 C49 C54 -17.04(15) . . . . ?
C43 C42 C49 C54 167.85(10) . . . . ?
C54 C49 C50 C51 1.79(17) . . . . ?
C42 C49 C50 C51 -175.64(11) . . . . ?
C49 C50 C51 C52 -1.0(2) . . . . ?
C50 C51 C52 C53 -0.2(2) . . . . ?
C51 C52 C53 C54 0.5(2) . . . . ?
C52 C53 C54 C49 0.34(19) . . . . ?
C50 C49 C54 C53 -1.47(17) . . . . ?
C42 C49 C54 C53 175.97(10) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_160309adachi
_database_code_depnum_ccdc_archive 'CCDC 1495003'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C30 H27 N3 O'
_chemical_formula_moiety         'C30 H27 N3 O'
_chemical_formula_weight         445.56
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   18.8592(4)
_cell_length_b                   7.68843(16)
_cell_length_c                   18.4442(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 114.263(8)
_cell_angle_gamma                90.0000
_cell_volume                     2438.13(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16082
_cell_measurement_theta_min      4.37
_cell_measurement_theta_max      68.53
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944.00
_exptl_absorpt_coefficient_mu    0.581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.726
_exptl_absorpt_correction_T_max  0.890

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            25572
_diffrn_reflns_av_R_equivalents  0.0902
_diffrn_reflns_theta_max         68.249
_diffrn_reflns_theta_min         4.813
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4459
_reflns_number_gt                2909
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1009
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1747
_refine_ls_wR_factor_gt          0.1637
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4459
_refine_ls_number_parameters     307
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0860P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.55
_refine_diff_density_min         -0.62
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.67253(11) 0.8559(2) 0.36976(10) 0.0228(5) Uani 1 1 d . . . . .
N2 N 0.76585(12) 0.7852(3) 0.52271(12) 0.0178(5) Uani 1 1 d . . . . .
N3 N 0.68580(12) 0.7332(3) 0.48752(12) 0.0168(5) Uani 1 1 d . . . . .
N4 N 0.59712(13) 0.8647(3) 0.53030(13) 0.0201(5) Uani 1 1 d . . . . .
C5 C 0.89205(16) 0.7786(3) 0.52989(14) 0.0180(6) Uani 1 1 d . . . . .
C6 C 0.82121(16) 0.5208(3) 0.67473(15) 0.0186(6) Uani 1 1 d . . . . .
C7 C 0.68602(16) 0.6513(3) 0.61618(15) 0.0185(6) Uani 1 1 d . . . . .
C8 C 0.98377(16) 1.0110(4) 0.58809(15) 0.0239(6) Uani 1 1 d . . . . .
H8 H 0.9942 1.1299 0.6025 0.029 Uiso 1 1 calc R U . . .
C9 C 0.65413(15) 0.7495(3) 0.54592(15) 0.0161(6) Uani 1 1 d . . . . .
C10 C 0.60004(16) 0.8078(3) 0.65896(16) 0.0232(6) Uani 1 1 d . . . . .
H10 H 0.5811 0.8335 0.6982 0.028 Uiso 1 1 calc R U . . .
C11 C 0.74161(16) 0.5026(3) 0.62868(15) 0.0184(6) Uani 1 1 d . . . . .
C12 C 0.76371(15) 0.3075(3) 0.32304(16) 0.0216(6) Uani 1 1 d . . . . .
H12 H 0.7548 0.2168 0.2853 0.026 Uiso 1 1 calc R U . . .
C13 C 0.79136(14) 0.5729(3) 0.43370(15) 0.0166(6) Uani 1 1 d . . . . .
C14 C 0.81099(15) 0.7138(3) 0.49479(14) 0.0165(6) Uani 1 1 d . . . . .
C15 C 0.77721(16) 0.4755(3) 0.30497(16) 0.0238(6) Uani 1 1 d . . . . .
H15 H 0.7768 0.5005 0.2543 0.029 Uiso 1 1 calc R U . . .
C16 C 1.02998(17) 0.7235(4) 0.58192(16) 0.0271(7) Uani 1 1 d . . . . .
H16 H 1.0721 0.6451 0.5927 0.033 Uiso 1 1 calc R U . . .
C17 C 0.64226(16) 0.7830(3) 0.40807(15) 0.0177(6) Uani 1 1 d . . . . .
C18 C 0.65843(16) 0.6875(3) 0.67360(16) 0.0209(6) Uani 1 1 d . . . . .
H18 H 0.6799 0.6289 0.7233 0.025 Uiso 1 1 calc R U . . .
C19 C 0.76329(16) 0.2725(3) 0.39618(16) 0.0229(6) Uani 1 1 d . . . . .
H19 H 0.7532 0.1577 0.4084 0.028 Uiso 1 1 calc R U . . .
C20 C 0.90771(16) 0.9528(3) 0.55141(15) 0.0214(6) Uani 1 1 d . . . . .
H20 H 0.8660 1.0321 0.5409 0.026 Uiso 1 1 calc R U . . .
C21 C 0.56967(17) 0.8903(3) 0.58612(16) 0.0232(6) Uani 1 1 d . . . . .
H21 H 0.5275 0.9686 0.5749 0.028 Uiso 1 1 calc R U . . .
C22 C 0.51172(17) 0.7837(3) 0.30261(16) 0.0249(7) Uani 1 1 d . . . . .
H22 H 0.5326 0.8595 0.2757 0.030 Uiso 1 1 calc R U . . .
C23 C 0.77749(15) 0.4039(3) 0.45202(16) 0.0206(6) Uani 1 1 d . . . . .
H23 H 0.7778 0.3788 0.5026 0.025 Uiso 1 1 calc R U . . .
C24 C 0.83645(18) 0.2123(3) 0.66077(16) 0.0264(7) Uani 1 1 d . . . . .
H24 H 0.8688 0.1122 0.6732 0.032 Uiso 1 1 calc R U . . .
C25 C 0.55985(16) 0.7290(3) 0.37381(16) 0.0212(6) Uani 1 1 d . . . . .
H25 H 0.5413 0.6543 0.4032 0.025 Uiso 1 1 calc R U . . .
C26 C 0.75789(18) 0.1960(3) 0.61408(16) 0.0246(7) Uani 1 1 d . . . . .
H26 H 0.7369 0.0850 0.5938 0.029 Uiso 1 1 calc R U . . .
C27 C 0.85795(16) 0.6932(3) 0.70884(16) 0.0236(6) Uani 1 1 d . . . . .
H27A H 0.9141 0.6776 0.7391 0.028 Uiso 1 1 calc R U . . .
H27B H 0.8486 0.7760 0.6655 0.028 Uiso 1 1 calc R U . . .
H27C H 0.8350 0.7380 0.7441 0.028 Uiso 1 1 calc R U . . .
C28 C 0.79131(16) 0.6070(3) 0.36015(16) 0.0206(6) Uani 1 1 d . . . . .
H28 H 0.8010 0.7217 0.3474 0.025 Uiso 1 1 calc R U . . .
C29 C 0.70923(17) 0.3399(3) 0.59642(15) 0.0214(6) Uani 1 1 d . . . . .
C30 C 0.95424(16) 0.6642(4) 0.54435(16) 0.0239(6) Uani 1 1 d . . . . .
H30 H 0.9444 0.5460 0.5284 0.029 Uiso 1 1 calc R U . . .
C31 C 0.62447(17) 0.3224(3) 0.54188(17) 0.0281(7) Uani 1 1 d . . . . .
H31A H 0.5989 0.4358 0.5360 0.034 Uiso 1 1 calc R U . . .
H31B H 0.6194 0.2812 0.4897 0.034 Uiso 1 1 calc R U . . .
H31C H 0.5998 0.2389 0.5644 0.034 Uiso 1 1 calc R U . . .
C32 C 0.86843(17) 0.3728(3) 0.68957(16) 0.0240(6) Uani 1 1 d . . . . .
H32 H 0.9229 0.3829 0.7197 0.029 Uiso 1 1 calc R U . . .
C33 C 1.04464(17) 0.8954(4) 0.60374(16) 0.0261(7) Uani 1 1 d . . . . .
H33 H 1.0968 0.9350 0.6297 0.031 Uiso 1 1 calc R U . . .
C34 C 0.42876(17) 0.7383(4) 0.26096(18) 0.0360(8) Uani 1 1 d . . . . .
H34A H 0.4068 0.7965 0.2091 0.043 Uiso 1 1 calc R U . . .
H34B H 0.4234 0.6121 0.2532 0.043 Uiso 1 1 calc R U . . .
H34C H 0.4009 0.7762 0.2928 0.043 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C17 1.213(3) . ?
N2 C14 1.285(3) . ?
N2 N3 1.433(3) . ?
N3 C17 1.407(3) . ?
N3 C9 1.436(3) . ?
N4 C9 1.330(3) . ?
N4 C21 1.344(3) . ?
C5 C20 1.394(3) . ?
C5 C30 1.401(3) . ?
C5 C14 1.480(4) . ?
C6 C11 1.395(4) . ?
C6 C32 1.401(3) . ?
C6 C27 1.508(3) . ?
C7 C18 1.387(3) . ?
C7 C9 1.404(3) . ?
C7 C11 1.504(3) . ?
C8 C20 1.385(4) . ?
C8 C33 1.385(4) . ?
C8 H8 0.9500 . ?
C10 C18 1.377(4) . ?
C10 C21 1.379(4) . ?
C10 H10 0.9500 . ?
C11 C29 1.412(3) . ?
C12 C19 1.379(4) . ?
C12 C15 1.384(4) . ?
C12 H12 0.9500 . ?
C13 C28 1.381(3) . ?
C13 C23 1.394(3) . ?
C13 C14 1.496(3) . ?
C15 C28 1.381(3) . ?
C15 H15 0.9500 . ?
C16 C33 1.376(4) . ?
C16 C30 1.384(4) . ?
C16 H16 0.9500 . ?
C17 C25 1.477(4) . ?
C18 H18 0.9500 . ?
C19 C23 1.388(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C25 1.321(4) . ?
C22 C34 1.474(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C26 1.380(4) . ?
C24 C32 1.380(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C29 1.388(4) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28 0.9500 . ?
C29 C31 1.504(4) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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
C14 N2 N3 116.6(2) . . ?
C17 N3 N2 116.8(2) . . ?
C17 N3 C9 120.9(2) . . ?
N2 N3 C9 108.75(19) . . ?
C9 N4 C21 117.6(2) . . ?
C20 C5 C30 119.1(3) . . ?
C20 C5 C14 120.5(2) . . ?
C30 C5 C14 120.3(2) . . ?
C11 C6 C32 118.4(2) . . ?
C11 C6 C27 122.5(2) . . ?
C32 C6 C27 119.1(3) . . ?
C18 C7 C9 116.4(2) . . ?
C18 C7 C11 119.5(2) . . ?
C9 C7 C11 123.9(2) . . ?
C20 C8 C33 119.9(3) . . ?
C20 C8 H8 120.1 . . ?
C33 C8 H8 120.1 . . ?
N4 C9 C7 124.0(2) . . ?
N4 C9 N3 116.4(2) . . ?
C7 C9 N3 119.5(2) . . ?
C18 C10 C21 118.6(2) . . ?
C18 C10 H10 120.7 . . ?
C21 C10 H10 120.7 . . ?
C6 C11 C29 121.1(2) . . ?
C6 C11 C7 121.7(2) . . ?
C29 C11 C7 117.1(2) . . ?
C19 C12 C15 119.6(2) . . ?
C19 C12 H12 120.2 . . ?
C15 C12 H12 120.2 . . ?
C28 C13 C23 119.4(2) . . ?
C28 C13 C14 120.2(2) . . ?
C23 C13 C14 120.4(2) . . ?
N2 C14 C5 114.6(2) . . ?
N2 C14 C13 127.7(2) . . ?
C5 C14 C13 117.7(2) . . ?
C28 C15 C12 120.3(2) . . ?
C28 C15 H15 119.8 . . ?
C12 C15 H15 119.8 . . ?
C33 C16 C30 120.3(3) . . ?
C33 C16 H16 119.8 . . ?
C30 C16 H16 119.8 . . ?
O1 C17 N3 121.3(2) . . ?
O1 C17 C25 123.1(2) . . ?
N3 C17 C25 115.5(2) . . ?
C10 C18 C7 120.4(3) . . ?
C10 C18 H18 119.8 . . ?
C7 C18 H18 119.8 . . ?
C12 C19 C23 120.5(2) . . ?
C12 C19 H19 119.8 . . ?
C23 C19 H19 119.8 . . ?
C8 C20 C5 120.3(3) . . ?
C8 C20 H20 119.8 . . ?
C5 C20 H20 119.8 . . ?
N4 C21 C10 122.9(3) . . ?
N4 C21 H21 118.6 . . ?
C10 C21 H21 118.6 . . ?
C25 C22 C34 126.3(3) . . ?
C25 C22 H22 116.9 . . ?
C34 C22 H22 116.9 . . ?
C19 C23 C13 119.8(2) . . ?
C19 C23 H23 120.1 . . ?
C13 C23 H23 120.1 . . ?
C26 C24 C32 120.6(3) . . ?
C26 C24 H24 119.7 . . ?
C32 C24 H24 119.7 . . ?
C22 C25 C17 120.5(3) . . ?
C22 C25 H25 119.7 . . ?
C17 C25 H25 119.7 . . ?
C24 C26 C29 120.7(3) . . ?
C24 C26 H26 119.7 . . ?
C29 C26 H26 119.7 . . ?
C6 C27 H27A 109.5 . . ?
C6 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C6 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C15 C28 C13 120.5(2) . . ?
C15 C28 H28 119.8 . . ?
C13 C28 H28 119.8 . . ?
C26 C29 C11 118.5(3) . . ?
C26 C29 C31 120.3(2) . . ?
C11 C29 C31 121.2(2) . . ?
C16 C30 C5 120.0(3) . . ?
C16 C30 H30 120.0 . . ?
C5 C30 H30 120.0 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C24 C32 C6 120.6(3) . . ?
C24 C32 H32 119.7 . . ?
C6 C32 H32 119.7 . . ?
C16 C33 C8 120.4(3) . . ?
C16 C33 H33 119.8 . . ?
C8 C33 H33 119.8 . . ?
C22 C34 H34A 109.5 . . ?
C22 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C22 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 N2 N3 C17 -67.6(3) . . . . ?
C14 N2 N3 C9 151.3(2) . . . . ?
C21 N4 C9 C7 1.3(4) . . . . ?
C21 N4 C9 N3 -176.0(2) . . . . ?
C18 C7 C9 N4 -4.1(4) . . . . ?
C11 C7 C9 N4 170.3(2) . . . . ?
C18 C7 C9 N3 173.1(2) . . . . ?
C11 C7 C9 N3 -12.4(4) . . . . ?
C17 N3 C9 N4 -22.9(3) . . . . ?
N2 N3 C9 N4 116.4(2) . . . . ?
C17 N3 C9 C7 159.6(2) . . . . ?
N2 N3 C9 C7 -61.1(3) . . . . ?
C32 C6 C11 C29 -1.1(4) . . . . ?
C27 C6 C11 C29 178.9(2) . . . . ?
C32 C6 C11 C7 174.4(2) . . . . ?
C27 C6 C11 C7 -5.6(4) . . . . ?
C18 C7 C11 C6 -82.6(3) . . . . ?
C9 C7 C11 C6 103.1(3) . . . . ?
C18 C7 C11 C29 93.1(3) . . . . ?
C9 C7 C11 C29 -81.2(3) . . . . ?
N3 N2 C14 C5 176.77(19) . . . . ?
N3 N2 C14 C13 -4.9(4) . . . . ?
C20 C5 C14 N2 -35.4(3) . . . . ?
C30 C5 C14 N2 142.4(2) . . . . ?
C20 C5 C14 C13 146.0(2) . . . . ?
C30 C5 C14 C13 -36.1(3) . . . . ?
C28 C13 C14 N2 113.4(3) . . . . ?
C23 C13 C14 N2 -70.4(4) . . . . ?
C28 C13 C14 C5 -68.2(3) . . . . ?
C23 C13 C14 C5 108.0(3) . . . . ?
C19 C12 C15 C28 0.9(4) . . . . ?
N2 N3 C17 O1 4.9(3) . . . . ?
C9 N3 C17 O1 141.1(2) . . . . ?
N2 N3 C17 C25 -179.44(19) . . . . ?
C9 N3 C17 C25 -43.2(3) . . . . ?
C21 C10 C18 C7 0.3(4) . . . . ?
C9 C7 C18 C10 3.2(4) . . . . ?
C11 C7 C18 C10 -171.6(2) . . . . ?
C15 C12 C19 C23 -1.0(4) . . . . ?
C33 C8 C20 C5 -0.2(4) . . . . ?
C30 C5 C20 C8 -1.3(4) . . . . ?
C14 C5 C20 C8 176.6(2) . . . . ?
C9 N4 C21 C10 2.6(4) . . . . ?
C18 C10 C21 N4 -3.4(4) . . . . ?
C12 C19 C23 C13 0.8(4) . . . . ?
C28 C13 C23 C19 -0.5(4) . . . . ?
C14 C13 C23 C19 -176.7(2) . . . . ?
C34 C22 C25 C17 179.1(2) . . . . ?
O1 C17 C25 C22 -11.3(4) . . . . ?
N3 C17 C25 C22 173.1(2) . . . . ?
C32 C24 C26 C29 -1.3(4) . . . . ?
C12 C15 C28 C13 -0.6(4) . . . . ?
C23 C13 C28 C15 0.4(4) . . . . ?
C14 C13 C28 C15 176.6(2) . . . . ?
C24 C26 C29 C11 -1.3(4) . . . . ?
C24 C26 C29 C31 176.7(2) . . . . ?
C6 C11 C29 C26 2.5(4) . . . . ?
C7 C11 C29 C26 -173.2(2) . . . . ?
C6 C11 C29 C31 -175.5(2) . . . . ?
C7 C11 C29 C31 8.8(3) . . . . ?
C33 C16 C30 C5 -1.4(4) . . . . ?
C20 C5 C30 C16 2.1(4) . . . . ?
C14 C5 C30 C16 -175.8(2) . . . . ?
C26 C24 C32 C6 2.7(4) . . . . ?
C11 C6 C32 C24 -1.5(4) . . . . ?
C27 C6 C32 C24 178.5(2) . . . . ?
C30 C16 C33 C8 -0.2(4) . . . . ?
C20 C8 C33 C16 1.0(4) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_160412adachi
_database_code_depnum_ccdc_archive 'CCDC 1495004'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C54 H40 F2 N6 O2 Pd'
_chemical_formula_moiety         'C54 H40 F2 N6 O2 Pd'
_chemical_formula_weight         949.35
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   10.7056(3)
_cell_length_b                   16.7664(4)
_cell_length_c                   18.6108(5)
_cell_angle_alpha                97.072(7)
_cell_angle_beta                 99.663(7)
_cell_angle_gamma                102.242(7)
_cell_volume                     3174.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    27113
_cell_measurement_theta_min      3.36
_cell_measurement_theta_max      68.30
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    0.993
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             972.00
_exptl_absorpt_coefficient_mu    2.689
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.413
_exptl_absorpt_correction_T_max  0.874

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            37622
_diffrn_reflns_av_R_equivalents  0.0884
_diffrn_reflns_theta_max         68.232
_diffrn_reflns_theta_min         3.353
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             11413
_reflns_number_gt                8185
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0659
_refine_ls_wR_factor_ref         0.2041
_refine_ls_wR_factor_gt          0.1948
_refine_ls_number_restraints     84
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         11413
_refine_ls_number_parameters     589
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0892P)²+0.6238P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.003
_refine_diff_density_max         1.15
_refine_diff_density_min         -0.81
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd 0.1215 3.9337
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
Pd1 Pd 0.5000 0.5000 0.0000 0.05770(15) Uani 1 2 d S . P . .
Pd2 Pd 0.0000 0.0000 0.5000 0.08046(18) Uani 1 2 d S . P . .
F12 F -0.1252(5) -0.06000(19) 0.0891(2) 0.1606(18) Uani 1 1 d . . . . .
F22 F -0.6171(4) 0.0987(3) 0.0324(2) 0.1444(14) Uani 1 1 d . . . . .
O6 O -0.1343(4) -0.0998(2) 0.3212(2) 0.1006(11) Uani 1 1 d . . . . .
O19 O 0.4364(3) 0.3852(2) 0.1412(2) 0.0812(9) Uani 1 1 d . . . . .
N3 N 0.3029(3) 0.45245(19) 0.07825(18) 0.0605(8) Uani 1 1 d . . . . .
N5 N 0.4176(3) 0.5184(2) 0.08739(18) 0.0579(8) Uani 1 1 d . . . . .
N9 N 0.0367(4) 0.0120(3) 0.3567(2) 0.0820(11) Uani 1 1 d . . . . .
N11 N 0.0511(4) 0.1075(3) 0.4614(2) 0.0855(11) Uani 1 1 d . . . . .
N17 N 0.0771(4) -0.0336(3) 0.4134(2) 0.0813(11) Uani 1 1 d . . . . .
N50 N 0.3072(3) 0.46644(19) -0.04486(19) 0.0619(9) Uani 1 1 d . . . . .
C4 C 0.3589(5) 0.5824(3) 0.1988(3) 0.0696(12) Uani 1 1 d . . . . .
C8 C 0.1154(4) 0.4431(3) -0.1378(3) 0.0692(11) Uani 1 1 d . . . . .
H8 H 0.0759 0.4404 -0.1880 0.083 Uiso 1 1 calc R U . . .
C10 C 0.2323(4) 0.4465(2) 0.0046(2) 0.0589(10) Uani 1 1 d . . . . .
C13 C 0.3288(5) 0.3810(3) 0.1049(3) 0.0675(11) Uani 1 1 d . . . . .
C14 C 0.2489(4) 0.4665(3) -0.1151(2) 0.0679(11) Uani 1 1 d . . . . .
H14 H 0.3013 0.4830 -0.1496 0.082 Uiso 1 1 calc R U . . .
C16 C -0.0905(6) -0.0285(3) 0.3157(3) 0.0824(14) Uani 1 1 d . . . . .
C18 C 0.0968(4) 0.4260(2) -0.0140(2) 0.0642(10) Uani 1 1 d . . . . .
H18 H 0.0454 0.4138 0.0220 0.077 Uiso 1 1 calc R U . . .
C20 C 0.0800(5) 0.1833(3) 0.4992(3) 0.0943(16) Uani 1 1 d . . . . .
H20 H 0.0730 0.1912 0.5496 0.113 Uiso 1 1 calc R U . . .
C21 C 0.3215(8) -0.0593(9) 0.3259(5) 0.256(6) Uani 1 1 d . U . . .
H21 H 0.3812 -0.0251 0.3674 0.307 Uiso 1 1 calc R U . . .
C25 C 0.6391(5) 0.6789(3) 0.2060(3) 0.0837(14) Uani 1 1 d . . . . .
H25 H 0.6269 0.6554 0.2489 0.100 Uiso 1 1 calc R U . . .
C26 C 0.4368(4) 0.5796(3) 0.1398(2) 0.0627(10) Uani 1 1 d . . . . .
C27 C 0.0403(4) 0.4239(3) -0.0861(3) 0.0708(12) Uani 1 1 d . . . . .
H27 H -0.0520 0.4090 -0.1008 0.085 Uiso 1 1 calc R U . . .
C28 C 0.0118(6) 0.1495(3) 0.0702(4) 0.1012(18) Uani 1 1 d . . . . .
H28 H -0.0149 0.1925 0.0474 0.121 Uiso 1 1 calc R U . . .
C29 C -0.2695(5) -0.0203(3) 0.2210(3) 0.0852(14) Uani 1 1 d . . . . .
H29 H -0.2959 -0.0783 0.2198 0.102 Uiso 1 1 calc R U . . .
C30 C -0.1573(5) 0.0188(3) 0.2687(3) 0.0834(14) Uani 1 1 d . . . . .
H30 H -0.1227 0.0764 0.2714 0.100 Uiso 1 1 calc R U . . .
C31 C 0.6679(5) 0.7512(3) 0.0824(3) 0.0874(14) Uani 1 1 d . . . . .
H31 H 0.6772 0.7778 0.0407 0.105 Uiso 1 1 calc R U . . .
C33 C 0.3006(5) 0.6472(3) 0.2099(3) 0.0765(13) Uani 1 1 d . . . . .
H33 H 0.3099 0.6890 0.1797 0.092 Uiso 1 1 calc R U . . .
C34 C 0.2370(5) 0.2399(3) 0.1165(3) 0.0820(14) Uani 1 1 d . . . . .
H34 H 0.3213 0.2423 0.1441 0.098 Uiso 1 1 calc R U . . .
C35 C -0.3544(6) 0.0139(4) 0.1717(3) 0.0858(14) Uani 1 1 d . . . . .
C36 C 0.1581(6) -0.0784(4) 0.4017(3) 0.0882(15) Uani 1 1 d . . . . .
C37 C 0.7499(6) 0.7398(3) 0.2090(3) 0.0963(16) Uani 1 1 d . . . . .
H37 H 0.8155 0.7569 0.2527 0.116 Uiso 1 1 calc R U . . .
C38 C 0.1388(6) 0.1620(3) 0.1084(3) 0.0853(15) Uani 1 1 d . . . . .
C39 C -0.5519(6) -0.0134(5) 0.0775(4) 0.113(2) Uani 1 1 d . . . . .
H39 H -0.6256 -0.0506 0.0459 0.135 Uiso 1 1 calc R U . . .
C40 C 0.7626(6) 0.7750(3) 0.1469(4) 0.0973(17) Uani 1 1 d . . . . .
H40 H 0.8386 0.8169 0.1481 0.117 Uiso 1 1 calc R U . . .
C42 C -0.0760(7) 0.0752(4) 0.0651(4) 0.114(2) Uani 1 1 d . . . . .
H42 H -0.1631 0.0672 0.0389 0.137 Uiso 1 1 calc R U . . .
C43 C 0.5583(5) 0.6873(3) 0.0799(3) 0.0766(13) Uani 1 1 d . . . . .
H43 H 0.4935 0.6691 0.0360 0.092 Uiso 1 1 calc R U . . .
C44 C -0.4621(6) -0.0429(4) 0.1233(3) 0.1003(17) Uani 1 1 d . . . . .
H44 H -0.4725 -0.1008 0.1224 0.120 Uiso 1 1 calc R U . . .
C45 C 0.5448(4) 0.6512(3) 0.1413(3) 0.0722(12) Uani 1 1 d . . . . .
C46 C 0.1996(7) -0.0948(4) 0.3300(4) 0.1055(18) Uani 1 1 d . U . . .
C47 C -0.3393(7) 0.0977(4) 0.1700(3) 0.1037(18) Uani 1 1 d . . . . .
H47 H -0.2677 0.1362 0.2021 0.124 Uiso 1 1 calc R U . . .
C48 C 0.3477(6) 0.5233(4) 0.2446(3) 0.0985(17) Uani 1 1 d . . . . .
H48 H 0.3865 0.4778 0.2373 0.118 Uiso 1 1 calc R U . . .
C49 C 0.1605(7) -0.1623(3) 0.2050(3) 0.1004(16) Uani 1 1 d . U . . .
H49 H 0.1026 -0.1983 0.1639 0.120 Uiso 1 1 calc R U . . .
C51 C 0.2287(5) 0.6519(4) 0.2643(3) 0.0876(15) Uani 1 1 d . . . . .
H51 H 0.1870 0.6961 0.2710 0.105 Uiso 1 1 calc R U . . .
C52 C -0.0406(9) 0.0150(4) 0.0961(5) 0.122(3) Uani 1 1 d . . . . .
C53 C -0.4282(9) 0.1262(5) 0.1218(4) 0.120(2) Uani 1 1 d . . . . .
H53 H -0.4164 0.1835 0.1191 0.144 Uiso 1 1 calc R U . . .
C55 C -0.5326(8) 0.0693(6) 0.0785(4) 0.114(2) Uani 1 1 d . . . . .
C56 C 0.1204(7) 0.2513(4) 0.4660(3) 0.111(2) Uani 1 1 d . . . . .
H56 H 0.1408 0.3057 0.4934 0.133 Uiso 1 1 calc R U . . .
C57 C 0.2125(6) -0.1147(4) 0.4646(3) 0.0975(16) Uani 1 1 d . . . . .
C58 C 0.2172(7) 0.5921(4) 0.3093(3) 0.1007(18) Uani 1 1 d . . . . .
H58 H 0.1656 0.5939 0.3460 0.121 Uiso 1 1 calc R U . . .
C59 C 0.1176(6) -0.1457(4) 0.2719(3) 0.0977(17) Uani 1 1 d . U . . .
H59 H 0.0311 -0.1705 0.2757 0.117 Uiso 1 1 calc R U . . .
C60 C 0.0638(6) 0.0963(3) 0.3898(3) 0.0878(15) Uani 1 1 d . . . . .
C61 C 0.2612(6) -0.0655(4) 0.5342(4) 0.1096(19) Uani 1 1 d . . . . .
H61 H 0.2653 -0.0079 0.5414 0.132 Uiso 1 1 calc R U . . .
C62 C 0.1747(7) 0.0994(4) 0.1427(4) 0.118(2) Uani 1 1 d . . . . .
H62 H 0.2605 0.1068 0.1705 0.142 Uiso 1 1 calc R U . . .
C63 C 0.2807(7) 0.5309(4) 0.3003(3) 0.115(2) Uani 1 1 d . . . . .
H63 H 0.2784 0.4922 0.3336 0.138 Uiso 1 1 calc R U . . .
C64 C 0.0798(9) 0.0232(4) 0.1355(5) 0.135(3) Uani 1 1 d . . . . .
H64 H 0.1017 -0.0211 0.1582 0.162 Uiso 1 1 calc R U . . .
C65 C 0.2204(4) 0.3074(3) 0.0894(3) 0.0713(12) Uani 1 1 d . . . . .
H65 H 0.1390 0.3079 0.0601 0.086 Uiso 1 1 calc R U . . .
C66 C 0.3034(8) -0.1038(7) 0.5924(4) 0.141(3) Uani 1 1 d . . . . .
H66 H 0.3426 -0.0717 0.6396 0.169 Uiso 1 1 calc R U . . .
C67 C 0.1305(6) 0.2390(4) 0.3927(4) 0.114(2) Uani 1 1 d . . . . .
H67 H 0.1551 0.2851 0.3688 0.136 Uiso 1 1 calc R U . . .
C70 C 0.2047(7) -0.1984(5) 0.4549(4) 0.126(2) Uani 1 1 d . . . . .
H70 H 0.1736 -0.2307 0.4071 0.151 Uiso 1 1 calc R U . . .
C71 C 0.1048(6) 0.1595(4) 0.3543(3) 0.1011(18) Uani 1 1 d . . . . .
H71 H 0.1156 0.1496 0.3046 0.121 Uiso 1 1 calc R U . . .
C74 C 0.2416(9) -0.2351(6) 0.5139(6) 0.161(3) Uani 1 1 d . . . . .
H74 H 0.2342 -0.2931 0.5072 0.193 Uiso 1 1 calc R U . . .
C75 C 0.2887(12) -0.1888(8) 0.5820(5) 0.187(4) Uani 1 1 d . . . . .
H75 H 0.3119 -0.2150 0.6230 0.224 Uiso 1 1 calc R U . . .
C79 C 0.3565(9) -0.0747(10) 0.2585(6) 0.284(7) Uani 1 1 d . U . . .
H79 H 0.4400 -0.0459 0.2529 0.340 Uiso 1 1 calc R U . . .
C83 C 0.2786(8) -0.1285(7) 0.1996(5) 0.156(4) Uani 1 1 d . U . . .
H83 H 0.3096 -0.1411 0.1556 0.187 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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
Pd1 N5 1.998(3) 2_665 ?
Pd1 N5 1.998(3) . ?
Pd1 N50 2.022(3) . ?
Pd1 N50 2.022(3) 2_665 ?
Pd2 N17 2.003(4) . ?
Pd2 N17 2.003(4) 2_556 ?
Pd2 N11 2.024(4) . ?
Pd2 N11 2.024(4) 2_556 ?
F12 C52 1.362(7) . ?
F22 C55 1.353(7) . ?
O6 C16 1.212(6) . ?
O19 C13 1.217(5) . ?
N3 C13 1.413(5) . ?
N3 C10 1.431(5) . ?
N3 N5 1.438(4) . ?
N5 C26 1.282(5) . ?
N9 C60 1.419(6) . ?
N9 C16 1.425(6) . ?
N9 N17 1.439(6) . ?
N11 C20 1.320(6) . ?
N11 C60 1.357(7) . ?
N17 C36 1.290(7) . ?
N50 C10 1.345(5) . ?
N50 C14 1.350(5) . ?
C4 C33 1.375(7) . ?
C4 C48 1.382(7) . ?
C4 C26 1.488(6) . ?
C8 C14 1.376(6) . ?
C8 C27 1.380(6) . ?
C8 H8 0.9500 . ?
C10 C18 1.390(5) . ?
C13 C65 1.465(6) . ?
C14 H14 0.9500 . ?
C16 C30 1.451(7) . ?
C18 C27 1.370(6) . ?
C18 H18 0.9500 . ?
C20 C56 1.387(8) . ?
C20 H20 0.9500 . ?
C21 C46 1.333(9) . ?
C21 C79 1.380(11) . ?
C21 H21 0.9500 . ?
C25 C37 1.379(7) . ?
C25 C45 1.392(6) . ?
C25 H25 0.9500 . ?
C26 C45 1.474(6) . ?
C27 H27 0.9500 . ?
C28 C42 1.374(7) . ?
C28 C38 1.385(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.351(7) . ?
C29 C35 1.438(7) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C40 1.390(7) . ?
C31 C43 1.402(6) . ?
C31 H31 0.9500 . ?
C33 C51 1.376(6) . ?
C33 H33 0.9500 . ?
C34 C65 1.328(6) . ?
C34 C38 1.466(6) . ?
C34 H34 0.9500 . ?
C35 C47 1.384(7) . ?
C35 C44 1.422(7) . ?
C36 C57 1.475(8) . ?
C36 C46 1.487(8) . ?
C37 C40 1.375(8) . ?
C37 H37 0.9500 . ?
C38 C62 1.383(7) . ?
C39 C55 1.356(10) . ?
C39 C44 1.388(8) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C42 C52 1.315(10) . ?
C42 H42 0.9500 . ?
C43 C45 1.371(6) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C46 C59 1.344(8) . ?
C47 C53 1.397(9) . ?
C47 H47 0.9500 . ?
C48 C63 1.365(7) . ?
C48 H48 0.9500 . ?
C49 C83 1.297(9) . ?
C49 C59 1.412(8) . ?
C49 H49 0.9500 . ?
C51 C58 1.382(8) . ?
C51 H51 0.9500 . ?
C52 C64 1.342(10) . ?
C53 C55 1.365(10) . ?
C53 H53 0.9500 . ?
C56 C67 1.381(8) . ?
C56 H56 0.9500 . ?
C57 C70 1.376(8) . ?
C57 C61 1.400(8) . ?
C58 C63 1.354(8) . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
C60 C71 1.350(8) . ?
C61 C66 1.385(9) . ?
C61 H61 0.9500 . ?
C62 C64 1.429(9) . ?
C62 H62 0.9500 . ?
C63 H63 0.9500 . ?
C64 H64 0.9500 . ?
C65 H65 0.9500 . ?
C66 C75 1.385(12) . ?
C66 H66 0.9500 . ?
C67 C71 1.381(8) . ?
C67 H67 0.9500 . ?
C70 C74 1.365(10) . ?
C70 H70 0.9500 . ?
C71 H71 0.9500 . ?
C74 C75 1.357(12) . ?
C74 H74 0.9500 . ?
C75 H75 0.9500 . ?
C79 C83 1.357(12) . ?
C79 H79 0.9500 . ?
C83 H83 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 Pd1 N5 180.0 2_665 . ?
N5 Pd1 N50 102.92(13) 2_665 . ?
N5 Pd1 N50 77.09(13) . . ?
N5 Pd1 N50 77.09(13) 2_665 2_665 ?
N5 Pd1 N50 102.91(13) . 2_665 ?
N50 Pd1 N50 180.0 . 2_665 ?
N17 Pd2 N17 180.0 . 2_556 ?
N17 Pd2 N11 77.19(18) . . ?
N17 Pd2 N11 102.81(18) 2_556 . ?
N17 Pd2 N11 102.81(18) . 2_556 ?
N17 Pd2 N11 77.19(18) 2_556 2_556 ?
N11 Pd2 N11 180.0 . 2_556 ?
C13 N3 C10 120.5(3) . . ?
C13 N3 N5 113.3(3) . . ?
C10 N3 N5 106.2(3) . . ?
C26 N5 N3 118.4(3) . . ?
C26 N5 Pd1 133.0(3) . . ?
N3 N5 Pd1 107.8(2) . . ?
C60 N9 C16 120.1(4) . . ?
C60 N9 N17 107.4(4) . . ?
C16 N9 N17 110.6(4) . . ?
C20 N11 C60 119.4(5) . . ?
C20 N11 Pd2 127.3(4) . . ?
C60 N11 Pd2 113.2(3) . . ?
C36 N17 N9 117.8(4) . . ?
C36 N17 Pd2 135.0(4) . . ?
N9 N17 Pd2 106.9(3) . . ?
C10 N50 C14 119.0(4) . . ?
C10 N50 Pd1 113.1(3) . . ?
C14 N50 Pd1 127.8(3) . . ?
C33 C4 C48 119.1(5) . . ?
C33 C4 C26 118.9(4) . . ?
C48 C4 C26 121.9(4) . . ?
C14 C8 C27 118.5(4) . . ?
C14 C8 H8 120.8 . . ?
C27 C8 H8 120.8 . . ?
N50 C10 C18 122.4(4) . . ?
N50 C10 N3 114.8(3) . . ?
C18 C10 N3 122.8(4) . . ?
O19 C13 N3 118.8(4) . . ?
O19 C13 C65 124.4(4) . . ?
N3 C13 C65 116.8(4) . . ?
N50 C14 C8 121.6(4) . . ?
N50 C14 H14 119.2 . . ?
C8 C14 H14 119.2 . . ?
O6 C16 N9 118.3(5) . . ?
O6 C16 C30 124.7(5) . . ?
N9 C16 C30 117.0(5) . . ?
C27 C18 C10 117.4(4) . . ?
C27 C18 H18 121.3 . . ?
C10 C18 H18 121.3 . . ?
N11 C20 C56 120.8(6) . . ?
N11 C20 H20 119.6 . . ?
C56 C20 H20 119.6 . . ?
C46 C21 C79 116.7(8) . . ?
C46 C21 H21 121.7 . . ?
C79 C21 H21 121.7 . . ?
C37 C25 C45 121.4(5) . . ?
C37 C25 H25 119.3 . . ?
C45 C25 H25 119.3 . . ?
N5 C26 C45 116.9(4) . . ?
N5 C26 C4 124.5(4) . . ?
C45 C26 C4 118.6(4) . . ?
C18 C27 C8 121.1(4) . . ?
C18 C27 H27 119.5 . . ?
C8 C27 H27 119.5 . . ?
C42 C28 C38 120.3(6) . . ?
C42 C28 H28 119.8 . . ?
C38 C28 H28 119.8 . . ?
C30 C29 C35 128.8(5) . . ?
C30 C29 H29 115.6 . . ?
C35 C29 H29 115.6 . . ?
C29 C30 C16 119.0(5) . . ?
C29 C30 H30 120.5 . . ?
C16 C30 H30 120.5 . . ?
C40 C31 C43 118.8(5) . . ?
C40 C31 H31 120.6 . . ?
C43 C31 H31 120.6 . . ?
C4 C33 C51 120.4(5) . . ?
C4 C33 H33 119.8 . . ?
C51 C33 H33 119.8 . . ?
C65 C34 C38 126.8(5) . . ?
C65 C34 H34 116.6 . . ?
C38 C34 H34 116.6 . . ?
C47 C35 C44 118.9(6) . . ?
C47 C35 C29 124.2(6) . . ?
C44 C35 C29 116.9(5) . . ?
N17 C36 C57 116.6(5) . . ?
N17 C36 C46 124.5(5) . . ?
C57 C36 C46 118.9(5) . . ?
C40 C37 C25 118.1(5) . . ?
C40 C37 H37 121.0 . . ?
C25 C37 H37 121.0 . . ?
C62 C38 C28 118.9(5) . . ?
C62 C38 C34 117.9(6) . . ?
C28 C38 C34 123.1(5) . . ?
C55 C39 C44 118.9(7) . . ?
C55 C39 H39 120.6 . . ?
C44 C39 H39 120.6 . . ?
C37 C40 C31 122.0(5) . . ?
C37 C40 H40 119.0 . . ?
C31 C40 H40 119.0 . . ?
C52 C42 C28 120.6(7) . . ?
C52 C42 H42 119.7 . . ?
C28 C42 H42 119.7 . . ?
C45 C43 C31 119.8(5) . . ?
C45 C43 H43 120.1 . . ?
C31 C43 H43 120.1 . . ?
C39 C44 C35 119.7(6) . . ?
C39 C44 H44 120.2 . . ?
C35 C44 H44 120.2 . . ?
C43 C45 C25 119.9(4) . . ?
C43 C45 C26 121.7(4) . . ?
C25 C45 C26 118.2(4) . . ?
C21 C46 C59 121.1(7) . . ?
C21 C46 C36 118.0(7) . . ?
C59 C46 C36 120.9(6) . . ?
C35 C47 C53 120.7(7) . . ?
C35 C47 H47 119.6 . . ?
C53 C47 H47 119.6 . . ?
C63 C48 C4 119.6(5) . . ?
C63 C48 H48 120.2 . . ?
C4 C48 H48 120.2 . . ?
C83 C49 C59 120.3(7) . . ?
C83 C49 H49 119.9 . . ?
C59 C49 H49 119.9 . . ?
C33 C51 C58 120.0(5) . . ?
C33 C51 H51 120.0 . . ?
C58 C51 H51 120.0 . . ?
C42 C52 C64 122.5(6) . . ?
C42 C52 F12 121.1(9) . . ?
C64 C52 F12 116.4(8) . . ?
C55 C53 C47 118.0(7) . . ?
C55 C53 H53 121.0 . . ?
C47 C53 H53 121.0 . . ?
F22 C55 C39 119.5(8) . . ?
F22 C55 C53 116.8(8) . . ?
C39 C55 C53 123.7(7) . . ?
C67 C56 C20 119.1(6) . . ?
C67 C56 H56 120.4 . . ?
C20 C56 H56 120.4 . . ?
C70 C57 C61 120.8(6) . . ?
C70 C57 C36 118.9(6) . . ?
C61 C57 C36 120.1(6) . . ?
C63 C58 C51 119.0(5) . . ?
C63 C58 H58 120.5 . . ?
C51 C58 H58 120.5 . . ?
C46 C59 C49 119.8(6) . . ?
C46 C59 H59 120.1 . . ?
C49 C59 H59 120.1 . . ?
C71 C60 N11 123.1(5) . . ?
C71 C60 N9 123.0(5) . . ?
N11 C60 N9 113.8(5) . . ?
C66 C61 C57 117.7(7) . . ?
C66 C61 H61 121.1 . . ?
C57 C61 H61 121.1 . . ?
C38 C62 C64 118.5(7) . . ?
C38 C62 H62 120.7 . . ?
C64 C62 H62 120.7 . . ?
C58 C63 C48 121.7(6) . . ?
C58 C63 H63 119.2 . . ?
C48 C63 H63 119.2 . . ?
C52 C64 C62 119.1(6) . . ?
C52 C64 H64 120.4 . . ?
C62 C64 H64 120.4 . . ?
C34 C65 C13 119.5(5) . . ?
C34 C65 H65 120.3 . . ?
C13 C65 H65 120.3 . . ?
C61 C66 C75 120.3(8) . . ?
C61 C66 H66 119.9 . . ?
C75 C66 H66 119.9 . . ?
C56 C67 C71 119.8(6) . . ?
C56 C67 H67 120.1 . . ?
C71 C67 H67 120.1 . . ?
C74 C70 C57 120.2(7) . . ?
C74 C70 H70 119.9 . . ?
C57 C70 H70 119.9 . . ?
C60 C71 C67 117.7(6) . . ?
C60 C71 H71 121.1 . . ?
C67 C71 H71 121.1 . . ?
C75 C74 C70 120.1(9) . . ?
C75 C74 H74 120.0 . . ?
C70 C74 H74 120.0 . . ?
C74 C75 C66 120.8(8) . . ?
C74 C75 H75 119.6 . . ?
C66 C75 H75 119.6 . . ?
C83 C79 C21 123.7(9) . . ?
C83 C79 H79 118.1 . . ?
C21 C79 H79 118.1 . . ?
C49 C83 C79 118.1(8) . . ?
C49 C83 H83 120.9 . . ?
C79 C83 H83 120.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N3 N5 C26 -103.3(4) . . . . ?
C10 N3 N5 C26 122.2(4) . . . . ?
C13 N3 N5 Pd1 86.0(3) . . . . ?
C10 N3 N5 Pd1 -48.5(3) . . . . ?
C60 N9 N17 C36 -125.1(5) . . . . ?
C16 N9 N17 C36 102.2(5) . . . . ?
C60 N9 N17 Pd2 49.4(4) . . . . ?
C16 N9 N17 Pd2 -83.4(4) . . . . ?
C14 N50 C10 C18 -0.1(6) . . . . ?
Pd1 N50 C10 C18 176.5(3) . . . . ?
C14 N50 C10 N3 -176.9(3) . . . . ?
Pd1 N50 C10 N3 -0.3(4) . . . . ?
C13 N3 C10 N50 -98.7(4) . . . . ?
N5 N3 C10 N50 31.8(4) . . . . ?
C13 N3 C10 C18 84.5(5) . . . . ?
N5 N3 C10 C18 -145.0(4) . . . . ?
C10 N3 C13 O19 137.6(4) . . . . ?
N5 N3 C13 O19 10.3(5) . . . . ?
C10 N3 C13 C65 -45.1(5) . . . . ?
N5 N3 C13 C65 -172.5(3) . . . . ?
C10 N50 C14 C8 -2.9(6) . . . . ?
Pd1 N50 C14 C8 -178.9(3) . . . . ?
C27 C8 C14 N50 3.7(6) . . . . ?
C60 N9 C16 O6 -141.4(5) . . . . ?
N17 N9 C16 O6 -15.5(6) . . . . ?
C60 N9 C16 C30 39.9(6) . . . . ?
N17 N9 C16 C30 165.8(4) . . . . ?
N50 C10 C18 C27 2.1(6) . . . . ?
N3 C10 C18 C27 178.7(4) . . . . ?
C60 N11 C20 C56 1.4(8) . . . . ?
Pd2 N11 C20 C56 176.5(5) . . . . ?
N3 N5 C26 C45 -171.8(4) . . . . ?
Pd1 N5 C26 C45 -3.9(7) . . . . ?
N3 N5 C26 C4 9.0(6) . . . . ?
Pd1 N5 C26 C4 176.9(3) . . . . ?
C33 C4 C26 N5 -125.2(5) . . . . ?
C48 C4 C26 N5 57.3(7) . . . . ?
C33 C4 C26 C45 55.7(6) . . . . ?
C48 C4 C26 C45 -121.8(5) . . . . ?
C10 C18 C27 C8 -1.3(6) . . . . ?
C14 C8 C27 C18 -1.5(6) . . . . ?
C35 C29 C30 C16 177.3(5) . . . . ?
O6 C16 C30 C29 -7.9(8) . . . . ?
N9 C16 C30 C29 170.6(4) . . . . ?
C48 C4 C33 C51 -2.0(8) . . . . ?
C26 C4 C33 C51 -179.5(4) . . . . ?
C30 C29 C35 C47 -6.2(9) . . . . ?
C30 C29 C35 C44 175.6(5) . . . . ?
N9 N17 C36 C57 171.4(5) . . . . ?
Pd2 N17 C36 C57 -1.0(8) . . . . ?
N9 N17 C36 C46 -8.2(8) . . . . ?
Pd2 N17 C36 C46 179.3(4) . . . . ?
C45 C25 C37 C40 2.5(8) . . . . ?
C42 C28 C38 C62 -1.6(9) . . . . ?
C42 C28 C38 C34 -179.5(5) . . . . ?
C65 C34 C38 C62 -178.3(5) . . . . ?
C65 C34 C38 C28 -0.4(9) . . . . ?
C25 C37 C40 C31 0.2(9) . . . . ?
C43 C31 C40 C37 -2.3(9) . . . . ?
C38 C28 C42 C52 -0.2(10) . . . . ?
C40 C31 C43 C45 1.7(7) . . . . ?
C55 C39 C44 C35 1.8(9) . . . . ?
C47 C35 C44 C39 -2.1(8) . . . . ?
C29 C35 C44 C39 176.2(5) . . . . ?
C31 C43 C45 C25 0.9(7) . . . . ?
C31 C43 C45 C26 -175.2(4) . . . . ?
C37 C25 C45 C43 -3.1(8) . . . . ?
C37 C25 C45 C26 173.1(5) . . . . ?
N5 C26 C45 C43 50.3(7) . . . . ?
C4 C26 C45 C43 -130.5(5) . . . . ?
N5 C26 C45 C25 -125.8(5) . . . . ?
C4 C26 C45 C25 53.4(6) . . . . ?
C79 C21 C46 C59 2.8(19) . . . . ?
C79 C21 C46 C36 -179.0(12) . . . . ?
N17 C36 C46 C21 109.2(10) . . . . ?
C57 C36 C46 C21 -70.5(11) . . . . ?
N17 C36 C46 C59 -72.6(9) . . . . ?
C57 C36 C46 C59 107.8(7) . . . . ?
C44 C35 C47 C53 0.0(8) . . . . ?
C29 C35 C47 C53 -178.2(5) . . . . ?
C33 C4 C48 C63 -0.8(8) . . . . ?
C26 C4 C48 C63 176.7(5) . . . . ?
C4 C33 C51 C58 1.4(8) . . . . ?
C28 C42 C52 C64 1.8(11) . . . . ?
C28 C42 C52 F12 -177.5(6) . . . . ?
C35 C47 C53 C55 2.4(9) . . . . ?
C44 C39 C55 F22 177.9(5) . . . . ?
C44 C39 C55 C53 0.8(10) . . . . ?
C47 C53 C55 F22 179.9(5) . . . . ?
C47 C53 C55 C39 -2.9(10) . . . . ?
N11 C20 C56 C67 -0.2(10) . . . . ?
N17 C36 C57 C70 127.8(6) . . . . ?
C46 C36 C57 C70 -52.6(8) . . . . ?
N17 C36 C57 C61 -47.1(8) . . . . ?
C46 C36 C57 C61 132.6(6) . . . . ?
C33 C51 C58 C63 2.0(9) . . . . ?
C21 C46 C59 C49 0.0(13) . . . . ?
C36 C46 C59 C49 -178.2(6) . . . . ?
C83 C49 C59 C46 0.0(11) . . . . ?
C20 N11 C60 C71 -0.2(9) . . . . ?
Pd2 N11 C60 C71 -175.9(5) . . . . ?
C20 N11 C60 N9 176.7(5) . . . . ?
Pd2 N11 C60 N9 1.0(6) . . . . ?
C16 N9 C60 C71 -88.7(7) . . . . ?
N17 N9 C60 C71 143.9(6) . . . . ?
C16 N9 C60 N11 94.4(6) . . . . ?
N17 N9 C60 N11 -33.0(6) . . . . ?
C70 C57 C61 C66 1.2(10) . . . . ?
C36 C57 C61 C66 175.9(6) . . . . ?
C28 C38 C62 C64 1.8(9) . . . . ?
C34 C38 C62 C64 179.8(6) . . . . ?
C51 C58 C63 C48 -4.8(11) . . . . ?
C4 C48 C63 C58 4.3(10) . . . . ?
C42 C52 C64 C62 -1.6(11) . . . . ?
F12 C52 C64 C62 177.8(5) . . . . ?
C38 C62 C64 C52 -0.3(10) . . . . ?
C38 C34 C65 C13 178.1(5) . . . . ?
O19 C13 C65 C34 0.8(7) . . . . ?
N3 C13 C65 C34 -176.3(4) . . . . ?
C57 C61 C66 C75 -4.3(12) . . . . ?
C20 C56 C67 C71 -2.2(10) . . . . ?
C61 C57 C70 C74 1.7(11) . . . . ?
C36 C57 C70 C74 -173.1(7) . . . . ?
N11 C60 C71 C67 -2.2(10) . . . . ?
N9 C60 C71 C67 -178.8(6) . . . . ?
C56 C67 C71 C60 3.3(10) . . . . ?
C57 C70 C74 C75 -1.4(14) . . . . ?
C70 C74 C75 C66 -1.7(17) . . . . ?
C61 C66 C75 C74 4.7(16) . . . . ?
C46 C21 C79 C83 -6(3) . . . . ?
C59 C49 C83 C79 -2.8(16) . . . . ?
C21 C79 C83 C49 6(2) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.




loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.105 0.500 0.500 1171 393 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_xcalibur
_database_code_depnum_ccdc_archive 'CCDC 1495005'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C57 H41.5 F8 N6.5 O8 S2 Zn'
_chemical_formula_moiety         'C57 H41.5 F8 N6.5 O8 S2 Zn'
_chemical_formula_weight         1226.98
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   15.7265(3)
_cell_length_b                   20.4033(4)
_cell_length_c                   21.0479(3)
_cell_angle_alpha                82.8458(15)
_cell_angle_beta                 82.6021(16)
_cell_angle_gamma                69.0081(18)
_cell_volume                     6230.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    47627
_cell_measurement_theta_min      2.11
_cell_measurement_theta_max      29.68
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2508.00
_exptl_absorpt_coefficient_mu    0.540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.815
_exptl_absorpt_correction_T_max  0.937

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            122871
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.504
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             28530
_reflns_number_gt                24247
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0721
_refine_ls_wR_factor_ref         0.2052
_refine_ls_wR_factor_gt          0.1973
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         28530
_refine_ls_number_parameters     1486
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1035P)²+16.0664P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.002
_refine_diff_density_max         3.23
_refine_diff_density_min         -1.02
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Zn Zn 0.2839 1.4301
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.16456(2) 0.79603(2) 0.38789(2) 0.02107(9) Uani 1 1 d . . . . .
Zn2 Zn 0.30452(3) 0.69332(2) 0.89270(2) 0.03492(11) Uani 1 1 d . . . . .
S2 S 0.32449(7) 0.53764(5) 0.84340(4) 0.0403(2) Uani 1 1 d . . . . .
S4 S 0.16901(6) 0.69950(5) 1.02611(4) 0.0407(2) Uani 1 1 d . . . . .
S170 S 0.32226(6) 0.79142(5) 0.47824(5) 0.0378(2) Uani 1 1 d . . . . .
S171 S 0.14727(5) 0.95029(4) 0.30142(4) 0.02630(16) Uani 1 1 d . . . . .
F6 F 0.07092(18) 0.33043(11) 0.34147(13) 0.0496(6) Uani 1 1 d . . . . .
F7 F -0.4472(4) 0.7023(4) 0.2905(3) 0.148(2) Uani 1 1 d . . . . .
F8 F 0.8827(3) 0.8072(3) 0.7153(2) 0.1120(15) Uani 1 1 d . . . . .
F13 F 0.2789(2) 0.46456(16) 0.94489(12) 0.0650(7) Uani 1 1 d . . . . .
F15 F 0.48698(17) 0.70611(15) 0.44043(17) 0.0671(8) Uani 1 1 d . . . . .
F21 F 0.16757(19) 0.55612(17) 0.91202(16) 0.0687(8) Uani 1 1 d . . . . .
F22 F 0.0214(2) 0.7019(2) 1.09850(15) 0.0773(9) Uani 1 1 d . . . . .
F24 F 0.2172(2) 0.46354(19) 0.85992(16) 0.0746(9) Uani 1 1 d . . . . .
F29 F 0.4840(2) 0.7775(2) 0.5087(2) 0.0873(11) Uani 1 1 d . . . . .
F32 F 0.4609(2) 0.81526(18) 0.4099(2) 0.0891(12) Uani 1 1 d . . . . .
F34 F 0.2671(2) 1.00933(18) 0.2582(2) 0.0966(13) Uani 1 1 d . . . . .
F41 F 0.3245(2) 0.90511(19) 0.3055(3) 0.1049(15) Uani 1 1 d . . . . .
F46 F 0.2499(3) 0.9921(2) 0.3625(2) 0.1000(14) Uani 1 1 d . . . . .
F47 F 0.4005(3) 1.1031(2) 0.6045(2) 0.1037(15) Uani 1 1 d . . . . .
F54 F 0.0420(3) 0.6498(3) 1.0132(2) 0.1093(16) Uani 1 1 d . . . . .
F59 F -0.0012(2) 0.7612(3) 1.00369(18) 0.1022(14) Uani 1 1 d . . . . .
O3 O 0.1924(2) 0.6942(2) 0.95745(14) 0.0642(10) Uani 1 1 d . . . . .
O5 O 0.07899(18) 1.01911(12) 0.30421(12) 0.0349(5) Uani 1 1 d . . . . .
O9 O 0.29375(16) 0.78206(14) 0.41750(12) 0.0359(5) Uani 1 1 d . . . . .
O12 O 0.34192(18) 0.58144(15) 0.88632(12) 0.0401(6) Uani 1 1 d . . . . .
O18 O 0.4013(2) 0.47428(17) 0.83084(14) 0.0510(7) Uani 1 1 d . . . . .
O20 O 0.1621(2) 0.91816(14) 0.24248(12) 0.0493(7) Uani 1 1 d . . . . .
O26 O 0.5194(2) 0.81302(16) 0.92483(15) 0.0502(7) Uani 1 1 d . . . . .
O27 O 0.2770(2) 0.57580(17) 0.78934(13) 0.0557(8) Uani 1 1 d . . . . .
O30 O 0.14221(16) 0.90294(12) 0.35854(10) 0.0296(5) Uani 1 1 d . . . . .
O33 O 0.3168(2) 0.73853(19) 0.52807(16) 0.0594(8) Uani 1 1 d . . . . .
O42 O -0.06617(15) 0.71591(11) 0.50344(12) 0.0300(5) Uani 1 1 d . . . . .
O44 O 0.2908(2) 0.86223(18) 0.4935(2) 0.0782(13) Uani 1 1 d . . . . .
O52 O 0.1641(3) 0.7649(2) 1.04821(16) 0.0678(10) Uani 1 1 d . . . . .
O60 O 0.3348(4) 0.8393(2) 0.68534(19) 0.1054(19) Uani 1 1 d . . . . .
O67 O 0.2179(3) 0.6400(2) 1.0650(2) 0.0863(14) Uani 1 1 d . . . . .
O89 O 0.0983(3) 0.63806(19) 0.25484(19) 0.0869(15) Uani 1 1 d . . . . .
N10 N 0.08054(16) 0.71485(12) 0.49032(12) 0.0216(5) Uani 1 1 d . . . . .
N11 N 0.04793(17) 0.80028(13) 0.33069(12) 0.0237(5) Uani 1 1 d . . . . .
N14 N 0.16109(16) 0.69598(12) 0.44552(11) 0.0208(5) Uani 1 1 d . . . . .
N16 N 0.2203(3) 0.7264(2) 0.81926(17) 0.0563(11) Uani 1 1 d . . . . .
N17 N 0.22871(18) 0.75706(14) 0.30085(13) 0.0281(5) Uani 1 1 d . . . . .
N19 N 0.09002(18) 0.74577(14) 0.28786(13) 0.0276(5) Uani 1 1 d . . . . .
N23 N 0.39137(19) 0.67523(16) 0.96435(13) 0.0326(6) Uani 1 1 d . . . . .
N25 N 0.3863(2) 0.79100(16) 0.93694(14) 0.0352(6) Uani 1 1 d . . . . .
N28 N 0.29827(19) 0.80494(16) 0.91444(13) 0.0336(6) Uani 1 1 d . . . . .
N45 N 0.3995(2) 0.69590(17) 0.80549(14) 0.0461(9) Uani 1 1 d . . . . .
N57 N 0.3468(3) 0.74404(19) 0.75774(15) 0.0608(12) Uani 1 1 d . . . . .
N97 N -0.2678(3) 0.6390(2) 0.4785(2) 0.0578(10) Uani 1 1 d . . . . .
N140 N 0.09256(16) 0.82692(12) 0.47605(11) 0.0210(5) Uani 1 1 d . . . . .
C31 C 0.05593(19) 0.78331(14) 0.51181(14) 0.0210(5) Uani 1 1 d . . . . .
C35 C 0.3040(2) 0.61289(15) 0.41402(14) 0.0233(6) Uani 1 1 d . . . . .
C36 C 0.22938(19) 0.64174(15) 0.46470(14) 0.0215(5) Uani 1 1 d . . . . .
C37 C 0.0140(2) 0.68521(15) 0.48564(14) 0.0236(6) Uani 1 1 d . . . . .
C38 C -0.0004(2) 0.80079(16) 0.56858(14) 0.0251(6) Uani 1 1 d . . . . .
H38 H -0.0263 0.7688 0.5925 0.030 Uiso 1 1 calc R U . . .
C39 C 0.23725(19) 0.60336(16) 0.52975(14) 0.0238(6) Uani 1 1 d . . . . .
C40 C 0.0219(2) 0.91218(16) 0.55308(15) 0.0271(6) Uani 1 1 d . . . . .
H40 H 0.0115 0.9572 0.5668 0.033 Uiso 1 1 calc R U . . .
C43 C 0.2820(2) 0.59993(16) 0.35614(15) 0.0269(6) Uani 1 1 d . . . . .
H43 H 0.2199 0.6093 0.3495 0.032 Uiso 1 1 calc R U . . .
C48 C 0.1806(2) 0.73845(17) 0.26327(15) 0.0303(7) Uani 1 1 d . . . . .
C49 C -0.0807(2) 0.90062(16) 0.35630(16) 0.0278(6) Uani 1 1 d . . . . .
C50 C -0.0225(2) 0.85078(15) 0.30959(15) 0.0253(6) Uani 1 1 d . . . . .
C51 C -0.0170(2) 0.86682(16) 0.58864(15) 0.0277(6) Uani 1 1 d . . . . .
H51 H -0.0553 0.8809 0.6269 0.033 Uiso 1 1 calc R U . . .
C53 C 0.2155(2) 0.63880(18) 0.58581(15) 0.0306(7) Uani 1 1 d . . . . .
H53 H 0.1903 0.6888 0.5831 0.037 Uiso 1 1 calc R U . . .
C55 C -0.0106(2) 0.59062(16) 0.43919(16) 0.0271(6) Uani 1 1 d . . . . .
H55 H -0.0732 0.6199 0.4413 0.033 Uiso 1 1 calc R U . . .
C56 C 0.0472(2) 0.61571(15) 0.45940(15) 0.0254(6) Uani 1 1 d . . . . .
H56 H 0.1106 0.5887 0.4570 0.030 Uiso 1 1 calc R U . . .
C58 C 0.0131(2) 0.52196(16) 0.41388(16) 0.0267(6) Uani 1 1 d . . . . .
C61 C 0.2720(2) 0.52964(17) 0.53492(16) 0.0285(6) Uani 1 1 d . . . . .
H61 H 0.2869 0.5050 0.4973 0.034 Uiso 1 1 calc R U . . .
C62 C -0.0421(2) 0.7139(2) 0.3082(2) 0.0456(10) Uani 1 1 d . . . . .
H62 H -0.0742 0.7457 0.3398 0.055 Uiso 1 1 calc R U . . .
C63 C 0.2654(2) 0.5280(2) 0.64989(17) 0.0388(8) Uani 1 1 d . . . . .
H63 H 0.2761 0.5026 0.6908 0.047 Uiso 1 1 calc R U . . .
C64 C 0.3512(2) 0.57315(17) 0.30773(16) 0.0334(7) Uani 1 1 d . . . . .
H64 H 0.3364 0.5633 0.2685 0.040 Uiso 1 1 calc R U . . .
C65 C 0.4807(2) 0.6001(2) 1.04644(17) 0.0395(8) Uani 1 1 d . . . . .
H65 H 0.5028 0.5551 1.0695 0.047 Uiso 1 1 calc R U . . .
C66 C 0.3953(2) 0.59790(18) 0.42406(16) 0.0302(7) Uani 1 1 d . . . . .
H66 H 0.4109 0.6043 0.4644 0.036 Uiso 1 1 calc R U . . .
C68 C 0.2372(2) 0.86166(18) 0.93629(15) 0.0331(7) Uani 1 1 d . . . . .
C69 C 0.2847(2) 0.49203(19) 0.59530(18) 0.0361(8) Uani 1 1 d . . . . .
H69 H 0.3065 0.4420 0.5988 0.043 Uiso 1 1 calc R U . . .
C70 C 0.4191(2) 0.72663(18) 0.97627(15) 0.0328(7) Uani 1 1 d . . . . .
C71 C 0.2307(2) 0.6008(2) 0.64531(16) 0.0379(8) Uani 1 1 d . . . . .
H71 H 0.2172 0.6250 0.6831 0.046 Uiso 1 1 calc R U . . .
C72 C 0.4974(3) 0.63146(18) 0.71400(16) 0.0373(8) Uani 1 1 d . . . . .
C73 C -0.1053(2) 0.87478(19) 0.41745(17) 0.0325(7) Uani 1 1 d . . . . .
H73 H -0.0833 0.8256 0.4295 0.039 Uiso 1 1 calc R U . . .
C74 C 0.5397(2) 0.60762(19) 0.82896(16) 0.0358(8) Uani 1 1 d . . . . .
C75 C 0.3145(2) 0.7533(2) 0.27944(19) 0.0397(8) Uani 1 1 d . . . . .
H75 H 0.3492 0.7665 0.3060 0.048 Uiso 1 1 calc R U . . .
C76 C -0.0518(3) 0.86020(18) 0.24341(17) 0.0358(8) Uani 1 1 d . . . . .
C77 C 0.4413(2) 0.56092(19) 0.31689(17) 0.0363(8) Uani 1 1 d . . . . .
H77 H 0.4882 0.5439 0.2835 0.044 Uiso 1 1 calc R U . . .
C78 C 0.2525(2) 0.90215(19) 0.98587(16) 0.0365(8) Uani 1 1 d . . . . .
C79 C 0.0523(3) 0.39379(18) 0.36564(19) 0.0374(8) Uani 1 1 d . . . . .
C80 C 0.5072(2) 0.6542(2) 1.05913(17) 0.0384(8) Uani 1 1 d . . . . .
H80 H 0.5472 0.6470 1.0916 0.046 Uiso 1 1 calc R U . . .
C81 C 0.4213(2) 0.6123(2) 0.99952(16) 0.0354(7) Uani 1 1 d . . . . .
H81 H 0.4011 0.5756 0.9918 0.042 Uiso 1 1 calc R U . . .
C82 C 0.0994(2) 0.46912(17) 0.41783(17) 0.0319(7) Uani 1 1 d . . . . .
H82 H 0.1452 0.4776 0.4375 0.038 Uiso 1 1 calc R U . . .
C83 C 0.1189(2) 0.40474(18) 0.39341(18) 0.0349(7) Uani 1 1 d . . . . .
H83 H 0.1774 0.3691 0.3960 0.042 Uiso 1 1 calc R U . . .
C84 C 0.5781(3) 0.53426(19) 0.82954(16) 0.0349(7) Uani 1 1 d . . . . .
H84 H 0.5583 0.5099 0.8022 0.042 Uiso 1 1 calc R U . . .
C85 C 0.4725(3) 0.64744(18) 0.78287(17) 0.0379(8) Uani 1 1 d . . . . .
C86 C 0.6453(3) 0.4974(2) 0.87032(18) 0.0423(9) Uani 1 1 d . . . . .
H86 H 0.6709 0.4475 0.8712 0.051 Uiso 1 1 calc R U . . .
C87 C 0.4633(2) 0.5735(2) 0.37466(18) 0.0363(8) Uani 1 1 d . . . . .
H87 H 0.5252 0.5654 0.3806 0.044 Uiso 1 1 calc R U . . .
C88 C 0.1433(3) 0.89011(19) 0.84218(17) 0.0380(8) Uani 1 1 d . . . . .
H88 H 0.1975 0.8705 0.8149 0.046 Uiso 1 1 calc R U . . .
C90 C 0.0600(3) 0.9187(2) 0.81686(19) 0.0428(9) Uani 1 1 d . . . . .
H90 H 0.0571 0.9190 0.7720 0.051 Uiso 1 1 calc R U . . .
C91 C 0.5872(3) 0.61981(19) 0.68778(18) 0.0408(8) Uani 1 1 d . . . . .
H91 H 0.6318 0.6205 0.7140 0.049 Uiso 1 1 calc R U . . .
C92 C 0.1482(2) 0.88998(18) 0.90837(16) 0.0349(7) Uani 1 1 d . . . . .
C93 C 0.4425(3) 0.82758(19) 0.90802(18) 0.0383(8) Uani 1 1 d . . . . .
C94 C 0.2637(3) 0.8727(2) 1.04918(18) 0.0464(10) Uani 1 1 d . . . . .
H94 H 0.2646 0.8260 1.0609 0.056 Uiso 1 1 calc R U . . .
C95 C -0.1143(2) 0.97297(18) 0.3385(2) 0.0399(8) Uani 1 1 d . . . . .
H95 H -0.0999 0.9910 0.2963 0.048 Uiso 1 1 calc R U . . .
C96 C 0.4335(3) 0.62714(19) 0.67613(17) 0.0415(9) Uani 1 1 d . . . . .
H96 H 0.3726 0.6341 0.6939 0.050 Uiso 1 1 calc R U . . .
C98 C 0.3538(3) 0.7306(2) 0.2191(2) 0.0536(12) Uani 1 1 d . . . . .
H98 H 0.4148 0.7277 0.2048 0.064 Uiso 1 1 calc R U . . .
C100 C 0.4593(3) 0.6126(2) 0.61242(18) 0.0463(10) Uani 1 1 d . . . . .
H100 H 0.4161 0.6086 0.5868 0.056 Uiso 1 1 calc R U . . .
C101 C 0.5477(3) 0.6040(2) 0.58575(17) 0.0462(10) Uani 1 1 d . . . . .
H101 H 0.5641 0.5958 0.5416 0.055 Uiso 1 1 calc R U . . .
C102 C 0.4754(2) 0.7191(2) 1.02437(17) 0.0373(8) Uani 1 1 d . . . . .
H102 H 0.4916 0.7574 1.0332 0.045 Uiso 1 1 calc R U . . .
C103 C 0.0083(3) 0.8632(2) 0.18958(19) 0.0470(10) Uani 1 1 d . . . . .
H103 H 0.0691 0.8601 0.1939 0.056 Uiso 1 1 calc R U . . .
C104 C 0.5710(3) 0.6425(2) 0.8691(2) 0.0452(9) Uani 1 1 d . . . . .
H104 H 0.5461 0.6924 0.8687 0.054 Uiso 1 1 calc R U . . .
C105 C 0.6117(3) 0.6072(2) 0.62318(18) 0.0425(9) Uani 1 1 d . . . . .
H105 H 0.6723 0.6008 0.6050 0.051 Uiso 1 1 calc R U . . .
C106 C 0.2517(3) 0.9702(2) 0.96945(19) 0.0421(9) Uani 1 1 d . . . . .
H106 H 0.2426 0.9906 0.9266 0.051 Uiso 1 1 calc R U . . .
C107 C 0.2145(3) 0.7165(2) 0.20177(17) 0.0428(9) Uani 1 1 d . . . . .
H107 H 0.1779 0.7049 0.1756 0.051 Uiso 1 1 calc R U . . .
C108 C 0.0766(2) 0.89075(15) 0.49688(14) 0.0241(6) Uani 1 1 d . . . . .
H108 H 0.1035 0.9218 0.4723 0.029 Uiso 1 1 calc R U . . .
C109 C 0.3639(3) 0.9822(2) 0.7347(2) 0.0449(9) Uani 1 1 d . . . . .
H109 H 0.3210 0.9593 0.7491 0.054 Uiso 1 1 calc R U . . .
C110 C 0.0682(3) 0.9205(2) 0.94793(18) 0.0411(8) Uani 1 1 d . . . . .
H110 H 0.0712 0.9223 0.9924 0.049 Uiso 1 1 calc R U . . .
C111 C 0.3509(3) 1.0278(2) 0.6792(2) 0.0475(9) Uani 1 1 d . . . . .
H111 H 0.2996 1.0367 0.6558 0.057 Uiso 1 1 calc R U . . .
C112 C 0.3027(3) 0.7123(2) 0.18054(19) 0.0518(11) Uani 1 1 d . . . . .
H112 H 0.3284 0.6969 0.1393 0.062 Uiso 1 1 calc R U . . .
C113 C 0.4075(3) 0.8808(2) 0.85489(18) 0.0398(8) Uani 1 1 d . . . . .
H113 H 0.3499 0.8877 0.8404 0.048 Uiso 1 1 calc R U . . .
C114 C 0.2736(3) 0.9128(3) 1.0951(2) 0.0576(12) Uani 1 1 d . . . . .
H114 H 0.2794 0.8937 1.1385 0.069 Uiso 1 1 calc R U . . .
C115 C 0.2566(4) 0.7472(2) 0.76153(19) 0.0654(16) Uani 1 1 d . . . . .
C116 C 0.4380(3) 0.9695(2) 0.7695(2) 0.0478(9) Uani 1 1 d . . . . .
C117 C 0.6755(3) 0.5323(3) 0.9098(2) 0.0510(10) Uani 1 1 d . . . . .
H117 H 0.7219 0.5064 0.9372 0.061 Uiso 1 1 calc R U . . .
C118 C -0.0530(3) 0.5072(2) 0.3865(2) 0.0476(10) Uani 1 1 d . . . . .
H118 H -0.1124 0.5417 0.3844 0.057 Uiso 1 1 calc R U . . .
C119 C 0.6382(3) 0.6043(3) 0.9092(2) 0.0536(11) Uani 1 1 d . . . . .
H119 H 0.6587 0.6281 0.9366 0.064 Uiso 1 1 calc R U . . .
C120 C 0.0471(4) 0.6970(2) 0.2841(2) 0.0547(13) Uani 1 1 d . . . . .
C121 C -0.0201(3) 0.9472(2) 0.8564(2) 0.0474(10) Uani 1 1 d . . . . .
H121 H -0.0775 0.9660 0.8387 0.057 Uiso 1 1 calc R U . . .
C122 C -0.1624(3) 0.9213(2) 0.4611(2) 0.0486(10) Uani 1 1 d . . . . .
H122 H -0.1800 0.9034 0.5026 0.058 Uiso 1 1 calc R U . . .
C123 C 0.2751(3) 0.9801(3) 1.0777(2) 0.0559(12) Uani 1 1 d . . . . .
H123 H 0.2837 1.0066 1.1089 0.067 Uiso 1 1 calc R U . . .
C124 C -0.0154(3) 0.9480(2) 0.9219(2) 0.0482(10) Uani 1 1 d . . . . .
H124 H -0.0699 0.9675 0.9490 0.058 Uiso 1 1 calc R U . . .
C125 C 0.2639(3) 1.0088(2) 1.0150(2) 0.0511(10) Uani 1 1 d . . . . .
H125 H 0.2647 1.0550 1.0031 0.061 Uiso 1 1 calc R U . . .
C126 C -0.0337(3) 0.4430(2) 0.3622(3) 0.0584(13) Uani 1 1 d . . . . .
H126 H -0.0792 0.4331 0.3435 0.070 Uiso 1 1 calc R U . . .
C127 C -0.1418(3) 0.8675(2) 0.2358(2) 0.0535(11) Uani 1 1 d . . . . .
H127 H -0.1835 0.8676 0.2727 0.064 Uiso 1 1 calc R U . . .
C128 C 0.3884(5) 0.7938(2) 0.7207(2) 0.0719(19) Uani 1 1 d . . . . .
C129 C 0.2425(3) 0.5041(3) 0.8927(2) 0.0519(10) Uani 1 1 d . . . . .
C130 C 0.2527(3) 0.9649(3) 0.3074(3) 0.0680(15) Uani 1 1 d . . . . .
C131 C -0.0230(4) 0.8711(3) 0.1287(2) 0.0700(17) Uani 1 1 d . . . . .
H131 H 0.0170 0.8732 0.0912 0.084 Uiso 1 1 calc R U . . .
C132 C 0.4454(3) 0.7718(2) 0.4575(3) 0.0549(12) Uani 1 1 d . . . . .
C133 C -0.1698(3) 1.0185(2) 0.3840(3) 0.0561(13) Uani 1 1 d . . . . .
H133 H -0.1915 1.0679 0.3729 0.067 Uiso 1 1 calc R U . . .
C134 C 0.4576(3) 0.9198(2) 0.8269(2) 0.0492(10) Uani 1 1 d . . . . .
H134 H 0.5112 0.9145 0.8463 0.059 Uiso 1 1 calc R U . . .
C135 C -0.1934(3) 0.9922(3) 0.4448(2) 0.0538(12) Uani 1 1 d . . . . .
H135 H -0.2310 1.0236 0.4752 0.065 Uiso 1 1 calc R U . . .
C136 C 0.1342(4) 0.7270(3) 0.8264(3) 0.0746(18) Uani 1 1 d . . . . .
H136 H 0.1100 0.7119 0.8669 0.090 Uiso 1 1 calc R U . . .
C137 C 0.4129(4) 1.0589(3) 0.6596(3) 0.0682(15) Uani 1 1 d . . . . .
C138 C 0.0520(4) 0.7024(4) 1.0357(3) 0.0701(15) Uani 1 1 d . . . . .
C139 C -0.1711(4) 0.8745(3) 0.1752(3) 0.0793(19) Uani 1 1 d . . . . .
H139 H -0.2321 0.8784 0.1705 0.095 Uiso 1 1 calc R U . . .
C141 C 0.2071(5) 0.7697(3) 0.7077(2) 0.098(3) Uani 1 1 d . . . . .
H141 H 0.2329 0.7845 0.6677 0.118 Uiso 1 1 calc R U . . .
C142 C -0.1117(5) 0.8757(3) 0.1225(3) 0.082(2) Uani 1 1 d . . . . .
H142 H -0.1313 0.8799 0.0809 0.099 Uiso 1 1 calc R U . . .
C143 C 0.4787(4) 0.7884(3) 0.7334(3) 0.0614(13) Uani 1 1 d . . . . .
H143 H 0.5029 0.7640 0.7721 0.074 Uiso 1 1 calc R U . . .
C144 C 0.1182(5) 0.7695(4) 0.7157(3) 0.104(3) Uani 1 1 d . . . . .
H144 H 0.0826 0.7833 0.6799 0.125 Uiso 1 1 calc R U . . .
C145 C 0.6208(4) 0.8121(3) 0.6966(3) 0.0727(17) Uani 1 1 d . . . . .
C146 C -0.2766(4) 0.6924(3) 0.4838(3) 0.0729(16) Uani 1 1 d . . . . .
C147 C 0.0801(5) 0.7496(4) 0.7753(4) 0.103(3) Uani 1 1 d . . . . .
H147 H 0.0184 0.7514 0.7807 0.124 Uiso 1 1 calc R U . . .
C148 C 0.5009(4) 1.0021(3) 0.7452(3) 0.0783(18) Uani 1 1 d . . . . .
H148 H 0.5537 0.9928 0.7672 0.094 Uiso 1 1 calc R U . . .
C149 C 0.5300(4) 0.8185(3) 0.6896(3) 0.0741(16) Uani 1 1 d . . . . .
H149 H 0.5026 0.8452 0.6525 0.089 Uiso 1 1 calc R U . . .
C150 C 0.4886(5) 1.0474(4) 0.6905(4) 0.095(2) Uani 1 1 d . . . . .
H150 H 0.5315 1.0700 0.6747 0.114 Uiso 1 1 calc R U . . .
C151 C 0.7950(4) 0.8099(4) 0.7100(4) 0.0848(19) Uani 1 1 d . . . . .
C152 C 0.7527(8) 0.8439(5) 0.6563(5) 0.132(4) Uani 1 1 d . . . . .
H152 H 0.7803 0.8677 0.6230 0.158 Uiso 1 1 calc R U . . .
C155 C -0.1783(5) 0.6792(4) 0.2805(3) 0.0844(18) Uani 1 1 d . . . . .
C156 C -0.3011(6) 0.6458(4) 0.2540(4) 0.100(2) Uani 1 1 d . . . . .
H156 H -0.3206 0.6167 0.2317 0.120 Uiso 1 1 calc R U . . .
C157 C 0.6733(7) 0.8412(7) 0.6543(5) 0.140(4) Uani 1 1 d . . . . .
H157 H 0.6454 0.8638 0.6162 0.168 Uiso 1 1 calc R U . . .
C158 C -0.2091(6) 0.6378(5) 0.2513(5) 0.114(3) Uani 1 1 d . . . . .
H158 H -0.1658 0.6014 0.2277 0.137 Uiso 1 1 calc R U . . .
C159 C -0.2428(5) 0.7308(5) 0.3171(4) 0.100(2) Uani 1 1 d . . . . .
H159 H -0.2246 0.7605 0.3395 0.121 Uiso 1 1 calc R U . . .
C161 C -0.3605(6) 0.6951(5) 0.2884(4) 0.099(2) Uani 1 1 d . . . . .
C162 C -0.3322(6) 0.7370(6) 0.3196(4) 0.115(3) Uani 1 1 d . . . . .
H162 H -0.3765 0.7720 0.3440 0.138 Uiso 1 1 calc R U . . .
C163 C -0.0790(5) 0.6695(4) 0.2726(4) 0.0872(19) Uani 1 1 d . . . . .
H163 H -0.0381 0.6357 0.2454 0.105 Uiso 1 1 calc R U . . .
C165 C -0.2896(5) 0.7636(4) 0.5041(6) 0.127(4) Uani 1 1 d . . . . .
H16C H -0.2909 0.7966 0.4659 0.153 Uiso 1 1 calc R U . . .
H16D H -0.3474 0.7806 0.5310 0.153 Uiso 1 1 calc R U . . .
H16E H -0.2389 0.7600 0.5285 0.153 Uiso 1 1 calc R U . . .
C167 C 0.7504(7) 0.7880(9) 0.7605(5) 0.191(7) Uani 1 1 d . . . . .
H167 H 0.7770 0.7719 0.8001 0.229 Uiso 1 1 calc R U . . .
C169 C 0.6635(7) 0.7894(8) 0.7538(5) 0.170(6) Uani 1 1 d . . . . .
H169 H 0.6307 0.7741 0.7902 0.204 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.2 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N17 2.078(3) . ?
Zn1 N140 2.088(2) . ?
Zn1 O30 2.106(2) . ?
Zn1 O9 2.113(2) . ?
Zn1 N14 2.256(2) . ?
Zn1 N11 2.291(3) . ?
Zn2 N16 2.056(3) . ?
Zn2 N23 2.075(3) . ?
Zn2 O3 2.081(3) . ?
Zn2 O12 2.161(3) . ?
Zn2 N45 2.220(3) . ?
Zn2 N28 2.344(3) . ?
S2 O27 1.429(3) . ?
S2 O18 1.444(3) . ?
S2 O12 1.460(3) . ?
S2 C129 1.822(5) . ?
S4 O67 1.407(4) . ?
S4 O52 1.441(4) . ?
S4 O3 1.452(3) . ?
S4 C138 1.805(5) . ?
S170 O44 1.413(3) . ?
S170 O33 1.426(3) . ?
S170 O9 1.464(3) . ?
S170 C132 1.836(4) . ?
S171 O20 1.429(3) . ?
S171 O5 1.433(2) . ?
S171 O30 1.458(2) . ?
S171 C130 1.809(5) . ?
F6 C79 1.368(4) . ?
F7 C161 1.314(9) . ?
F8 C151 1.380(8) . ?
F13 C129 1.340(5) . ?
F15 C132 1.335(6) . ?
F21 C129 1.331(5) . ?
F22 C138 1.347(6) . ?
F24 C129 1.329(5) . ?
F29 C132 1.340(6) . ?
F32 C132 1.313(6) . ?
F34 C130 1.341(6) . ?
F41 C130 1.333(6) . ?
F46 C130 1.336(8) . ?
F47 C137 1.367(6) . ?
F54 C138 1.293(7) . ?
F59 C138 1.349(7) . ?
O26 C93 1.226(5) . ?
O42 C37 1.221(4) . ?
O60 C128 1.246(6) . ?
O89 C120 1.355(6) . ?
N10 C37 1.402(4) . ?
N10 C31 1.425(3) . ?
N10 N14 1.441(3) . ?
N11 C50 1.296(4) . ?
N11 N19 1.434(3) . ?
N14 C36 1.300(4) . ?
N16 C136 1.337(7) . ?
N16 C115 1.360(7) . ?
N17 C48 1.334(5) . ?
N17 C75 1.345(4) . ?
N19 C120 1.402(5) . ?
N19 C48 1.412(4) . ?
N23 C70 1.332(5) . ?
N23 C81 1.356(4) . ?
N25 C93 1.389(5) . ?
N25 C70 1.425(4) . ?
N25 N28 1.440(4) . ?
N28 C68 1.302(4) . ?
N45 C85 1.299(4) . ?
N45 N57 1.431(4) . ?
N57 C115 1.388(8) . ?
N57 C128 1.488(8) . ?
N97 C146 1.066(7) . ?
N140 C31 1.334(4) . ?
N140 C108 1.353(4) . ?
C31 C38 1.395(4) . ?
C35 C43 1.389(4) . ?
C35 C66 1.395(4) . ?
C35 C36 1.483(4) . ?
C36 C39 1.487(4) . ?
C37 C56 1.476(4) . ?
C38 C51 1.387(4) . ?
C38 H38 0.9500 . ?
C39 C61 1.399(4) . ?
C39 C53 1.401(4) . ?
C40 C51 1.381(5) . ?
C40 C108 1.388(4) . ?
C40 H40 0.9500 . ?
C43 C64 1.396(4) . ?
C43 H43 0.9500 . ?
C48 C107 1.399(5) . ?
C49 C73 1.391(5) . ?
C49 C95 1.397(5) . ?
C49 C50 1.479(4) . ?
C50 C76 1.491(5) . ?
C51 H51 0.9500 . ?
C53 C71 1.389(5) . ?
C53 H53 0.9500 . ?
C55 C56 1.324(4) . ?
C55 C58 1.465(4) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C58 C118 1.388(5) . ?
C58 C82 1.404(4) . ?
C61 C69 1.399(5) . ?
C61 H61 0.9500 . ?
C62 C120 1.363(7) . ?
C62 C163 1.542(8) . ?
C62 H62 0.9500 . ?
C63 C71 1.381(6) . ?
C63 C69 1.383(6) . ?
C63 H63 0.9500 . ?
C64 C77 1.384(5) . ?
C64 H64 0.9500 . ?
C65 C80 1.377(6) . ?
C65 C81 1.385(5) . ?
C65 H65 0.9500 . ?
C66 C87 1.391(5) . ?
C66 H66 0.9500 . ?
C68 C92 1.478(5) . ?
C68 C78 1.500(5) . ?
C69 H69 0.9500 . ?
C70 C102 1.388(5) . ?
C71 H71 0.9500 . ?
C72 C96 1.393(6) . ?
C72 C91 1.395(5) . ?
C72 C85 1.497(5) . ?
C73 C122 1.395(5) . ?
C73 H73 0.9500 . ?
C74 C84 1.398(5) . ?
C74 C104 1.404(6) . ?
C74 C85 1.474(5) . ?
C75 C98 1.396(6) . ?
C75 H75 0.9500 . ?
C76 C103 1.389(6) . ?
C76 C127 1.398(6) . ?
C77 C87 1.383(5) . ?
C77 H77 0.9500 . ?
C78 C106 1.384(6) . ?
C78 C94 1.397(5) . ?
C79 C83 1.358(5) . ?
C79 C126 1.370(6) . ?
C80 C102 1.385(5) . ?
C80 H80 0.9500 . ?
C81 H81 0.9500 . ?
C82 C83 1.387(5) . ?
C82 H82 0.9500 . ?
C83 H83 0.9500 . ?
C84 C86 1.387(5) . ?
C84 H84 0.9500 . ?
C86 C117 1.383(6) . ?
C86 H86 0.9500 . ?
C87 H87 0.9500 . ?
C88 C90 1.377(5) . ?
C88 C92 1.405(5) . ?
C88 H88 0.9500 . ?
C90 C121 1.394(6) . ?
C90 H90 0.9500 . ?
C91 C105 1.395(5) . ?
C91 H91 0.9500 . ?
C92 C110 1.401(5) . ?
C93 C113 1.470(5) . ?
C94 C114 1.398(7) . ?
C94 H94 0.9500 . ?
C95 C133 1.403(6) . ?
C95 H95 0.9500 . ?
C96 C100 1.387(5) . ?
C96 H96 0.9500 . ?
C98 C112 1.378(7) . ?
C98 H98 0.9500 . ?
C100 C101 1.388(6) . ?
C100 H100 0.9500 . ?
C101 C105 1.379(6) . ?
C101 H101 0.9500 . ?
C102 H102 0.9500 . ?
C103 C131 1.403(6) . ?
C103 H103 0.9500 . ?
C104 C119 1.382(7) . ?
C104 H104 0.9500 . ?
C105 H105 0.9500 . ?
C106 C125 1.386(6) . ?
C106 H106 0.9500 . ?
C107 C112 1.378(7) . ?
C107 H107 0.9500 . ?
C108 H108 0.9500 . ?
C109 C116 1.384(6) . ?
C109 C111 1.387(6) . ?
C109 H109 0.9500 . ?
C110 C124 1.387(6) . ?
C110 H110 0.9500 . ?
C111 C137 1.342(7) . ?
C111 H111 0.9500 . ?
C112 H112 0.9500 . ?
C113 C134 1.346(6) . ?
C113 H113 0.9500 . ?
C114 C123 1.383(8) . ?
C114 H114 0.9500 . ?
C115 C141 1.393(6) . ?
C116 C148 1.394(7) . ?
C116 C134 1.467(6) . ?
C117 C119 1.373(7) . ?
C117 H117 0.9500 . ?
C118 C126 1.382(5) . ?
C118 H118 0.9500 . ?
C119 H119 0.9500 . ?
C121 C124 1.394(6) . ?
C121 H121 0.9500 . ?
C122 C135 1.366(7) . ?
C122 H122 0.9500 . ?
C123 C125 1.382(7) . ?
C123 H123 0.9500 . ?
C124 H124 0.9500 . ?
C125 H125 0.9500 . ?
C126 H126 0.9500 . ?
C127 C139 1.385(6) . ?
C127 H127 0.9500 . ?
C128 C143 1.442(9) . ?
C131 C142 1.385(10) . ?
C131 H131 0.9500 . ?
C133 C135 1.382(8) . ?
C133 H133 0.9500 . ?
C134 H134 0.9500 . ?
C135 H135 0.9500 . ?
C136 C147 1.389(7) . ?
C136 H136 0.9500 . ?
C137 C150 1.362(8) . ?
C139 C142 1.358(10) . ?
C139 H139 0.9500 . ?
C141 C144 1.388(12) . ?
C141 H141 0.9500 . ?
C142 H142 0.9500 . ?
C143 C149 1.378(8) . ?
C143 H143 0.9500 . ?
C144 C147 1.397(12) . ?
C144 H144 0.9500 . ?
C145 C157 1.362(10) . ?
C145 C169 1.401(11) . ?
C145 C149 1.412(9) . ?
C146 C165 1.501(10) . ?
C147 H147 0.9500 . ?
C148 C150 1.372(8) . ?
C148 H148 0.9500 . ?
C149 H149 0.9500 . ?
C150 H150 0.9500 . ?
C151 C167 1.316(11) . ?
C151 C152 1.368(12) . ?
C152 C157 1.276(13) . ?
C152 H152 0.9500 . ?
C155 C158 1.352(10) . ?
C155 C159 1.401(10) . ?
C155 C163 1.493(10) . ?
C156 C161 1.322(11) . ?
C156 C158 1.391(11) . ?
C156 H156 0.9500 . ?
C157 H157 0.9500 . ?
C158 H158 0.9500 . ?
C159 C162 1.360(10) . ?
C159 H159 0.9500 . ?
C161 C162 1.358(11) . ?
C162 H162 0.9500 . ?
C163 H163 0.9500 . ?
C165 H16C 0.9800 . ?
C165 H16D 0.9800 . ?
C165 H16E 0.9800 . ?
C167 C169 1.381(13) . ?
C167 H167 0.9500 . ?
C169 H169 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N17 Zn1 N140 173.50(11) . . ?
N17 Zn1 O30 96.59(10) . . ?
N140 Zn1 O30 88.39(9) . . ?
N17 Zn1 O9 89.25(11) . . ?
N140 Zn1 O9 94.83(10) . . ?
O30 Zn1 O9 91.24(10) . . ?
N17 Zn1 N14 100.58(10) . . ?
N140 Zn1 N14 74.29(9) . . ?
O30 Zn1 N14 162.61(9) . . ?
O9 Zn1 N14 91.71(9) . . ?
N17 Zn1 N11 75.20(10) . . ?
N140 Zn1 N11 100.71(9) . . ?
O30 Zn1 N11 90.00(9) . . ?
O9 Zn1 N11 164.44(10) . . ?
N14 Zn1 N11 91.73(9) . . ?
N16 Zn2 N23 171.15(16) . . ?
N16 Zn2 O3 89.52(15) . . ?
N23 Zn2 O3 93.70(11) . . ?
N16 Zn2 O12 97.13(13) . . ?
N23 Zn2 O12 91.06(11) . . ?
O3 Zn2 O12 90.87(14) . . ?
N16 Zn2 N45 76.29(15) . . ?
N23 Zn2 N45 100.74(13) . . ?
O3 Zn2 N45 165.54(13) . . ?
O12 Zn2 N45 88.20(11) . . ?
N16 Zn2 N28 97.21(13) . . ?
N23 Zn2 N28 74.36(11) . . ?
O3 Zn2 N28 93.95(13) . . ?
O12 Zn2 N28 164.90(10) . . ?
N45 Zn2 N28 90.63(12) . . ?
O27 S2 O18 116.48(18) . . ?
O27 S2 O12 114.53(18) . . ?
O18 S2 O12 113.70(17) . . ?
O27 S2 C129 104.2(2) . . ?
O18 S2 C129 102.8(2) . . ?
O12 S2 C129 102.68(18) . . ?
O67 S4 O52 113.0(3) . . ?
O67 S4 O3 114.7(2) . . ?
O52 S4 O3 114.8(2) . . ?
O67 S4 C138 106.1(3) . . ?
O52 S4 C138 104.3(3) . . ?
O3 S4 C138 102.3(2) . . ?
O44 S170 O33 118.4(3) . . ?
O44 S170 O9 113.9(2) . . ?
O33 S170 O9 113.04(18) . . ?
O44 S170 C132 103.1(2) . . ?
O33 S170 C132 104.5(2) . . ?
O9 S170 C132 101.2(2) . . ?
O20 S171 O5 116.80(16) . . ?
O20 S171 O30 113.73(15) . . ?
O5 S171 O30 113.48(14) . . ?
O20 S171 C130 104.5(3) . . ?
O5 S171 C130 103.8(2) . . ?
O30 S171 C130 102.4(2) . . ?
S4 O3 Zn2 136.12(19) . . ?
S170 O9 Zn1 132.43(16) . . ?
S2 O12 Zn2 135.36(15) . . ?
S171 O30 Zn1 141.70(14) . . ?
C37 N10 C31 121.1(2) . . ?
C37 N10 N14 117.9(2) . . ?
C31 N10 N14 113.9(2) . . ?
C50 N11 N19 114.0(2) . . ?
C50 N11 Zn1 133.9(2) . . ?
N19 N11 Zn1 103.97(17) . . ?
C36 N14 N10 115.4(2) . . ?
C36 N14 Zn1 128.4(2) . . ?
N10 N14 Zn1 107.18(16) . . ?
C136 N16 C115 120.6(4) . . ?
C136 N16 Zn2 122.8(4) . . ?
C115 N16 Zn2 116.6(3) . . ?
C48 N17 C75 118.8(3) . . ?
C48 N17 Zn1 118.1(2) . . ?
C75 N17 Zn1 123.0(3) . . ?
C120 N19 C48 125.4(3) . . ?
C120 N19 N11 118.5(3) . . ?
C48 N19 N11 114.9(3) . . ?
C70 N23 C81 118.6(3) . . ?
C70 N23 Zn2 119.4(2) . . ?
C81 N23 Zn2 122.0(3) . . ?
C93 N25 C70 122.9(3) . . ?
C93 N25 N28 120.5(3) . . ?
C70 N25 N28 114.4(3) . . ?
C68 N28 N25 111.7(3) . . ?
C68 N28 Zn2 137.5(3) . . ?
N25 N28 Zn2 103.12(19) . . ?
C85 N45 N57 114.8(3) . . ?
C85 N45 Zn2 131.0(3) . . ?
N57 N45 Zn2 107.2(2) . . ?
C115 N57 N45 114.3(4) . . ?
C115 N57 C128 128.0(4) . . ?
N45 N57 C128 116.3(4) . . ?
C31 N140 C108 118.3(3) . . ?
C31 N140 Zn1 118.41(19) . . ?
C108 N140 Zn1 123.1(2) . . ?
N140 C31 C38 123.5(3) . . ?
N140 C31 N10 116.1(2) . . ?
C38 C31 N10 120.4(3) . . ?
C43 C35 C66 119.9(3) . . ?
C43 C35 C36 119.0(3) . . ?
C66 C35 C36 121.0(3) . . ?
N14 C36 C35 115.2(3) . . ?
N14 C36 C39 127.2(3) . . ?
C35 C36 C39 117.4(2) . . ?
O42 C37 N10 120.6(3) . . ?
O42 C37 C56 123.3(3) . . ?
N10 C37 C56 116.1(3) . . ?
C51 C38 C31 117.3(3) . . ?
C51 C38 H38 121.4 . . ?
C31 C38 H38 121.4 . . ?
C61 C39 C53 119.1(3) . . ?
C61 C39 C36 118.9(3) . . ?
C53 C39 C36 121.9(3) . . ?
C51 C40 C108 118.8(3) . . ?
C51 C40 H40 120.6 . . ?
C108 C40 H40 120.6 . . ?
C35 C43 C64 119.8(3) . . ?
C35 C43 H43 120.1 . . ?
C64 C43 H43 120.1 . . ?
N17 C48 C107 123.0(3) . . ?
N17 C48 N19 115.8(3) . . ?
C107 C48 N19 121.1(3) . . ?
C73 C49 C95 119.9(3) . . ?
C73 C49 C50 119.5(3) . . ?
C95 C49 C50 120.6(3) . . ?
N11 C50 C49 116.8(3) . . ?
N11 C50 C76 125.2(3) . . ?
C49 C50 C76 117.9(3) . . ?
C40 C51 C38 120.1(3) . . ?
C40 C51 H51 119.9 . . ?
C38 C51 H51 119.9 . . ?
C71 C53 C39 120.0(3) . . ?
C71 C53 H53 120.0 . . ?
C39 C53 H53 120.0 . . ?
C56 C55 C58 126.1(3) . . ?
C56 C55 H55 116.9 . . ?
C58 C55 H55 116.9 . . ?
C55 C56 C37 120.7(3) . . ?
C55 C56 H56 119.6 . . ?
C37 C56 H56 119.6 . . ?
C118 C58 C82 118.1(3) . . ?
C118 C58 C55 119.1(3) . . ?
C82 C58 C55 122.8(3) . . ?
C69 C61 C39 120.3(3) . . ?
C69 C61 H61 119.9 . . ?
C39 C61 H61 119.9 . . ?
C120 C62 C163 104.1(5) . . ?
C120 C62 H62 128.0 . . ?
C163 C62 H62 128.0 . . ?
C71 C63 C69 120.4(3) . . ?
C71 C63 H63 119.8 . . ?
C69 C63 H63 119.8 . . ?
C77 C64 C43 120.1(3) . . ?
C77 C64 H64 120.0 . . ?
C43 C64 H64 120.0 . . ?
C80 C65 C81 118.9(3) . . ?
C80 C65 H65 120.5 . . ?
C81 C65 H65 120.5 . . ?
C87 C66 C35 119.6(3) . . ?
C87 C66 H66 120.2 . . ?
C35 C66 H66 120.2 . . ?
N28 C68 C92 117.9(3) . . ?
N28 C68 C78 124.4(3) . . ?
C92 C68 C78 117.6(3) . . ?
C63 C69 C61 119.7(3) . . ?
C63 C69 H69 120.2 . . ?
C61 C69 H69 120.2 . . ?
N23 C70 C102 122.8(3) . . ?
N23 C70 N25 115.8(3) . . ?
C102 C70 N25 121.5(3) . . ?
C63 C71 C53 120.5(3) . . ?
C63 C71 H71 119.7 . . ?
C53 C71 H71 119.7 . . ?
C96 C72 C91 119.6(3) . . ?
C96 C72 C85 121.6(3) . . ?
C91 C72 C85 118.8(4) . . ?
C49 C73 C122 119.9(4) . . ?
C49 C73 H73 120.1 . . ?
C122 C73 H73 120.1 . . ?
C84 C74 C104 119.2(4) . . ?
C84 C74 C85 119.6(3) . . ?
C104 C74 C85 121.0(3) . . ?
N17 C75 C98 121.5(4) . . ?
N17 C75 H75 119.3 . . ?
C98 C75 H75 119.3 . . ?
C103 C76 C127 119.7(4) . . ?
C103 C76 C50 121.1(3) . . ?
C127 C76 C50 119.2(4) . . ?
C87 C77 C64 120.1(3) . . ?
C87 C77 H77 120.0 . . ?
C64 C77 H77 120.0 . . ?
C106 C78 C94 119.7(4) . . ?
C106 C78 C68 119.8(3) . . ?
C94 C78 C68 120.4(4) . . ?
C83 C79 F6 118.9(3) . . ?
C83 C79 C126 122.8(3) . . ?
F6 C79 C126 118.4(3) . . ?
C65 C80 C102 119.7(3) . . ?
C65 C80 H80 120.2 . . ?
C102 C80 H80 120.2 . . ?
N23 C81 C65 121.7(4) . . ?
N23 C81 H81 119.1 . . ?
C65 C81 H81 119.1 . . ?
C83 C82 C58 120.9(3) . . ?
C83 C82 H82 119.5 . . ?
C58 C82 H82 119.5 . . ?
C79 C83 C82 118.5(3) . . ?
C79 C83 H83 120.8 . . ?
C82 C83 H83 120.8 . . ?
C86 C84 C74 119.4(4) . . ?
C86 C84 H84 120.3 . . ?
C74 C84 H84 120.3 . . ?
N45 C85 C74 116.5(3) . . ?
N45 C85 C72 126.2(3) . . ?
C74 C85 C72 117.1(3) . . ?
C117 C86 C84 120.8(4) . . ?
C117 C86 H86 119.6 . . ?
C84 C86 H86 119.6 . . ?
C77 C87 C66 120.4(3) . . ?
C77 C87 H87 119.8 . . ?
C66 C87 H87 119.8 . . ?
C90 C88 C92 120.0(3) . . ?
C90 C88 H88 120.0 . . ?
C92 C88 H88 120.0 . . ?
C88 C90 C121 120.7(4) . . ?
C88 C90 H90 119.7 . . ?
C121 C90 H90 119.7 . . ?
C105 C91 C72 120.1(4) . . ?
C105 C91 H91 120.0 . . ?
C72 C91 H91 120.0 . . ?
C110 C92 C88 119.5(3) . . ?
C110 C92 C68 119.5(3) . . ?
C88 C92 C68 120.9(3) . . ?
O26 C93 N25 120.4(3) . . ?
O26 C93 C113 122.4(4) . . ?
N25 C93 C113 117.1(3) . . ?
C78 C94 C114 119.2(4) . . ?
C78 C94 H94 120.4 . . ?
C114 C94 H94 120.4 . . ?
C49 C95 C133 118.9(4) . . ?
C49 C95 H95 120.6 . . ?
C133 C95 H95 120.6 . . ?
C100 C96 C72 119.7(4) . . ?
C100 C96 H96 120.1 . . ?
C72 C96 H96 120.1 . . ?
C112 C98 C75 119.0(4) . . ?
C112 C98 H98 120.5 . . ?
C75 C98 H98 120.5 . . ?
C96 C100 C101 120.5(4) . . ?
C96 C100 H100 119.8 . . ?
C101 C100 H100 119.8 . . ?
C105 C101 C100 120.1(3) . . ?
C105 C101 H101 119.9 . . ?
C100 C101 H101 119.9 . . ?
C80 C102 C70 118.2(4) . . ?
C80 C102 H102 120.9 . . ?
C70 C102 H102 120.9 . . ?
C76 C103 C131 118.3(5) . . ?
C76 C103 H103 120.9 . . ?
C131 C103 H103 120.9 . . ?
C119 C104 C74 120.1(4) . . ?
C119 C104 H104 120.0 . . ?
C74 C104 H104 120.0 . . ?
C101 C105 C91 119.9(4) . . ?
C101 C105 H105 120.0 . . ?
C91 C105 H105 120.0 . . ?
C78 C106 C125 120.5(4) . . ?
C78 C106 H106 119.8 . . ?
C125 C106 H106 119.8 . . ?
C112 C107 C48 117.6(4) . . ?
C112 C107 H107 121.2 . . ?
C48 C107 H107 121.2 . . ?
N140 C108 C40 121.9(3) . . ?
N140 C108 H108 119.0 . . ?
C40 C108 H108 119.0 . . ?
C116 C109 C111 121.3(4) . . ?
C116 C109 H109 119.3 . . ?
C111 C109 H109 119.3 . . ?
C124 C110 C92 119.8(4) . . ?
C124 C110 H110 120.1 . . ?
C92 C110 H110 120.1 . . ?
C137 C111 C109 118.1(4) . . ?
C137 C111 H111 121.0 . . ?
C109 C111 H111 121.0 . . ?
C107 C112 C98 120.0(4) . . ?
C107 C112 H112 120.0 . . ?
C98 C112 H112 120.0 . . ?
C134 C113 C93 119.6(4) . . ?
C134 C113 H113 120.2 . . ?
C93 C113 H113 120.2 . . ?
C123 C114 C94 120.5(4) . . ?
C123 C114 H114 119.8 . . ?
C94 C114 H114 119.8 . . ?
N16 C115 N57 117.1(4) . . ?
N16 C115 C141 122.3(6) . . ?
N57 C115 C141 120.6(6) . . ?
C109 C116 C148 117.4(4) . . ?
C109 C116 C134 124.0(4) . . ?
C148 C116 C134 118.4(4) . . ?
C119 C117 C86 119.9(4) . . ?
C119 C117 H117 120.0 . . ?
C86 C117 H117 120.0 . . ?
C126 C118 C58 121.0(4) . . ?
C126 C118 H118 119.5 . . ?
C58 C118 H118 119.5 . . ?
C117 C119 C104 120.5(4) . . ?
C117 C119 H119 119.7 . . ?
C104 C119 H119 119.7 . . ?
O89 C120 C62 126.2(4) . . ?
O89 C120 N19 116.2(5) . . ?
C62 C120 N19 117.5(4) . . ?
C90 C121 C124 119.5(4) . . ?
C90 C121 H121 120.2 . . ?
C124 C121 H121 120.2 . . ?
C135 C122 C73 120.6(4) . . ?
C135 C122 H122 119.7 . . ?
C73 C122 H122 119.7 . . ?
C125 C123 C114 119.8(4) . . ?
C125 C123 H123 120.1 . . ?
C114 C123 H123 120.1 . . ?
C110 C124 C121 120.5(4) . . ?
C110 C124 H124 119.8 . . ?
C121 C124 H124 119.8 . . ?
C123 C125 C106 120.2(5) . . ?
C123 C125 H125 119.9 . . ?
C106 C125 H125 119.9 . . ?
C79 C126 C118 118.7(4) . . ?
C79 C126 H126 120.6 . . ?
C118 C126 H126 120.6 . . ?
C139 C127 C76 121.0(5) . . ?
C139 C127 H127 119.5 . . ?
C76 C127 H127 119.5 . . ?
O60 C128 C143 128.4(6) . . ?
O60 C128 N57 112.8(6) . . ?
C143 C128 N57 118.5(4) . . ?
F24 C129 F21 107.8(4) . . ?
F24 C129 F13 107.1(4) . . ?
F21 C129 F13 108.2(4) . . ?
F24 C129 S2 110.8(3) . . ?
F21 C129 S2 111.6(3) . . ?
F13 C129 S2 111.2(3) . . ?
F41 C130 F46 107.7(5) . . ?
F41 C130 F34 107.6(5) . . ?
F46 C130 F34 108.8(5) . . ?
F41 C130 S171 111.7(4) . . ?
F46 C130 S171 110.9(4) . . ?
F34 C130 S171 110.1(4) . . ?
C142 C131 C103 120.7(5) . . ?
C142 C131 H131 119.6 . . ?
C103 C131 H131 119.6 . . ?
F32 C132 F15 108.1(5) . . ?
F32 C132 F29 108.7(4) . . ?
F15 C132 F29 107.4(4) . . ?
F32 C132 S170 111.3(3) . . ?
F15 C132 S170 111.6(3) . . ?
F29 C132 S170 109.7(4) . . ?
C135 C133 C95 120.7(4) . . ?
C135 C133 H133 119.6 . . ?
C95 C133 H133 119.6 . . ?
C113 C134 C116 126.7(4) . . ?
C113 C134 H134 116.7 . . ?
C116 C134 H134 116.7 . . ?
C122 C135 C133 120.0(4) . . ?
C122 C135 H135 120.0 . . ?
C133 C135 H135 120.0 . . ?
N16 C136 C147 120.7(7) . . ?
N16 C136 H136 119.7 . . ?
C147 C136 H136 119.7 . . ?
C111 C137 C150 123.7(5) . . ?
C111 C137 F47 117.9(5) . . ?
C150 C137 F47 118.4(5) . . ?
F54 C138 F22 107.6(5) . . ?
F54 C138 F59 106.6(5) . . ?
F22 C138 F59 109.5(4) . . ?
F54 C138 S4 113.0(4) . . ?
F22 C138 S4 110.0(4) . . ?
F59 C138 S4 109.9(4) . . ?
C142 C139 C127 119.3(6) . . ?
C142 C139 H139 120.4 . . ?
C127 C139 H139 120.4 . . ?
C144 C141 C115 116.6(7) . . ?
C144 C141 H141 121.7 . . ?
C115 C141 H141 121.7 . . ?
C139 C142 C131 120.9(4) . . ?
C139 C142 H142 119.5 . . ?
C131 C142 H142 119.5 . . ?
C149 C143 C128 120.4(5) . . ?
C149 C143 H143 119.8 . . ?
C128 C143 H143 119.8 . . ?
C141 C144 C147 121.3(5) . . ?
C141 C144 H144 119.3 . . ?
C147 C144 H144 119.3 . . ?
C157 C145 C169 108.1(7) . . ?
C157 C145 C149 125.3(7) . . ?
C169 C145 C149 125.0(6) . . ?
N97 C146 C165 169.7(8) . . ?
C136 C147 C144 118.6(7) . . ?
C136 C147 H147 120.7 . . ?
C144 C147 H147 120.7 . . ?
C150 C148 C116 121.8(5) . . ?
C150 C148 H148 119.1 . . ?
C116 C148 H148 119.1 . . ?
C143 C149 C145 123.9(6) . . ?
C143 C149 H149 118.1 . . ?
C145 C149 H149 118.1 . . ?
C137 C150 C148 117.7(5) . . ?
C137 C150 H150 121.2 . . ?
C148 C150 H150 121.2 . . ?
C167 C151 C152 121.7(8) . . ?
C167 C151 F8 118.5(7) . . ?
C152 C151 F8 119.1(7) . . ?
C157 C152 C151 114.7(8) . . ?
C157 C152 H152 122.6 . . ?
C151 C152 H152 122.6 . . ?
C158 C155 C159 117.6(8) . . ?
C158 C155 C163 119.9(7) . . ?
C159 C155 C163 122.5(6) . . ?
C161 C156 C158 117.9(8) . . ?
C161 C156 H156 121.1 . . ?
C158 C156 H156 121.1 . . ?
C152 C157 C145 132.2(10) . . ?
C152 C157 H157 113.9 . . ?
C145 C157 H157 113.9 . . ?
C155 C158 C156 123.2(9) . . ?
C155 C158 H158 118.4 . . ?
C156 C158 H158 118.4 . . ?
C162 C159 C155 118.0(8) . . ?
C162 C159 H159 121.0 . . ?
C155 C159 H159 121.0 . . ?
F7 C161 C156 117.4(9) . . ?
F7 C161 C162 121.9(8) . . ?
C156 C161 C162 120.7(8) . . ?
C161 C162 C159 122.5(9) . . ?
C161 C162 H162 118.8 . . ?
C159 C162 H162 118.8 . . ?
C155 C163 C62 120.5(6) . . ?
C155 C163 H163 119.7 . . ?
C62 C163 H163 119.7 . . ?
C146 C165 H16C 109.5 . . ?
C146 C165 H16D 109.5 . . ?
H16C C165 H16D 109.5 . . ?
C146 C165 H16E 109.5 . . ?
H16C C165 H16E 109.5 . . ?
H16D C165 H16E 109.5 . . ?
C151 C167 C169 117.8(9) . . ?
C151 C167 H167 121.1 . . ?
C169 C167 H167 121.1 . . ?
C167 C169 C145 123.8(8) . . ?
C167 C169 H169 118.1 . . ?
C145 C169 H169 118.1 . . ?

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
O67 S4 O3 Zn2 -70.1(5) . . . . ?
O52 S4 O3 Zn2 63.3(4) . . . . ?
C138 S4 O3 Zn2 175.5(4) . . . . ?
O44 S170 O9 Zn1 -67.1(3) . . . . ?
O33 S170 O9 Zn1 71.8(3) . . . . ?
C132 S170 O9 Zn1 -177.0(2) . . . . ?
O27 S2 O12 Zn2 5.5(3) . . . . ?
O18 S2 O12 Zn2 142.9(2) . . . . ?
C129 S2 O12 Zn2 -106.8(3) . . . . ?
O20 S171 O30 Zn1 10.1(3) . . . . ?
O5 S171 O30 Zn1 146.8(2) . . . . ?
C130 S171 O30 Zn1 -102.0(3) . . . . ?
C37 N10 N14 C36 -91.3(3) . . . . ?
C31 N10 N14 C36 117.9(3) . . . . ?
C37 N10 N14 Zn1 118.7(2) . . . . ?
C31 N10 N14 Zn1 -32.1(3) . . . . ?
C50 N11 N19 C120 -76.1(4) . . . . ?
Zn1 N11 N19 C120 130.5(2) . . . . ?
C50 N11 N19 C48 116.1(3) . . . . ?
Zn1 N11 N19 C48 -37.2(3) . . . . ?
C93 N25 N28 C68 -79.4(4) . . . . ?
C70 N25 N28 C68 117.0(3) . . . . ?
C93 N25 N28 Zn2 125.4(3) . . . . ?
C70 N25 N28 Zn2 -38.1(3) . . . . ?
C85 N45 N57 C115 122.7(4) . . . . ?
Zn2 N45 N57 C115 -31.4(4) . . . . ?
C85 N45 N57 C128 -69.7(5) . . . . ?
Zn2 N45 N57 C128 136.2(3) . . . . ?
C108 N140 C31 C38 2.1(4) . . . . ?
Zn1 N140 C31 C38 -174.0(2) . . . . ?
C108 N140 C31 N10 -175.4(2) . . . . ?
Zn1 N140 C31 N10 8.5(3) . . . . ?
C37 N10 C31 N140 -131.9(3) . . . . ?
N14 N10 C31 N140 17.8(3) . . . . ?
C37 N10 C31 C38 50.5(4) . . . . ?
N14 N10 C31 C38 -159.7(3) . . . . ?
N10 N14 C36 C35 167.2(2) . . . . ?
Zn1 N14 C36 C35 -50.4(3) . . . . ?
N10 N14 C36 C39 -8.2(4) . . . . ?
Zn1 N14 C36 C39 134.3(3) . . . . ?
C43 C35 C36 N14 -48.9(4) . . . . ?
C66 C35 C36 N14 132.0(3) . . . . ?
C43 C35 C36 C39 127.0(3) . . . . ?
C66 C35 C36 C39 -52.2(4) . . . . ?
C31 N10 C37 O42 -4.2(4) . . . . ?
N14 N10 C37 O42 -152.9(3) . . . . ?
C31 N10 C37 C56 176.7(3) . . . . ?
N14 N10 C37 C56 28.1(4) . . . . ?
N140 C31 C38 C51 -1.2(4) . . . . ?
N10 C31 C38 C51 176.2(3) . . . . ?
N14 C36 C39 C61 136.5(3) . . . . ?
C35 C36 C39 C61 -38.7(4) . . . . ?
N14 C36 C39 C53 -46.9(5) . . . . ?
C35 C36 C39 C53 137.9(3) . . . . ?
C66 C35 C43 C64 -1.2(5) . . . . ?
C36 C35 C43 C64 179.6(3) . . . . ?
C75 N17 C48 C107 -1.4(5) . . . . ?
Zn1 N17 C48 C107 175.2(3) . . . . ?
C75 N17 C48 N19 -178.1(3) . . . . ?
Zn1 N17 C48 N19 -1.5(4) . . . . ?
C120 N19 C48 N17 -138.0(3) . . . . ?
N11 N19 C48 N17 28.8(4) . . . . ?
C120 N19 C48 C107 45.3(5) . . . . ?
N11 N19 C48 C107 -148.0(3) . . . . ?
N19 N11 C50 C49 167.5(3) . . . . ?
Zn1 N11 C50 C49 -49.7(4) . . . . ?
N19 N11 C50 C76 -9.2(5) . . . . ?
Zn1 N11 C50 C76 133.6(3) . . . . ?
C73 C49 C50 N11 -45.2(4) . . . . ?
C95 C49 C50 N11 137.8(3) . . . . ?
C73 C49 C50 C76 131.8(3) . . . . ?
C95 C49 C50 C76 -45.3(4) . . . . ?
C108 C40 C51 C38 0.9(5) . . . . ?
C31 C38 C51 C40 -0.4(4) . . . . ?
C61 C39 C53 C71 1.7(5) . . . . ?
C36 C39 C53 C71 -174.9(3) . . . . ?
C58 C55 C56 C37 -178.2(3) . . . . ?
O42 C37 C56 C55 16.7(5) . . . . ?
N10 C37 C56 C55 -164.3(3) . . . . ?
C56 C55 C58 C118 -171.2(4) . . . . ?
C56 C55 C58 C82 10.8(5) . . . . ?
C53 C39 C61 C69 0.0(5) . . . . ?
C36 C39 C61 C69 176.6(3) . . . . ?
C35 C43 C64 C77 -1.3(5) . . . . ?
C43 C35 C66 C87 3.4(5) . . . . ?
C36 C35 C66 C87 -177.5(3) . . . . ?
N25 N28 C68 C92 169.2(3) . . . . ?
Zn2 N28 C68 C92 -48.1(5) . . . . ?
N25 N28 C68 C78 -7.9(5) . . . . ?
Zn2 N28 C68 C78 134.8(3) . . . . ?
C71 C63 C69 C61 2.2(5) . . . . ?
C39 C61 C69 C63 -1.9(5) . . . . ?
C81 N23 C70 C102 -1.8(5) . . . . ?
Zn2 N23 C70 C102 178.4(3) . . . . ?
C81 N23 C70 N25 179.0(3) . . . . ?
Zn2 N23 C70 N25 -0.7(4) . . . . ?
C93 N25 C70 N23 -133.6(3) . . . . ?
N28 N25 C70 N23 29.5(4) . . . . ?
C93 N25 C70 C102 47.2(5) . . . . ?
N28 N25 C70 C102 -149.7(3) . . . . ?
C69 C63 C71 C53 -0.6(6) . . . . ?
C39 C53 C71 C63 -1.4(5) . . . . ?
C95 C49 C73 C122 -1.0(5) . . . . ?
C50 C49 C73 C122 -178.0(3) . . . . ?
C48 N17 C75 C98 0.0(5) . . . . ?
Zn1 N17 C75 C98 -176.4(3) . . . . ?
N11 C50 C76 C103 -54.4(5) . . . . ?
C49 C50 C76 C103 129.0(4) . . . . ?
N11 C50 C76 C127 126.9(4) . . . . ?
C49 C50 C76 C127 -49.7(5) . . . . ?
C43 C64 C77 C87 1.7(5) . . . . ?
N28 C68 C78 C106 114.9(4) . . . . ?
C92 C68 C78 C106 -62.2(5) . . . . ?
N28 C68 C78 C94 -67.8(5) . . . . ?
C92 C68 C78 C94 115.1(4) . . . . ?
C81 C65 C80 C102 -0.9(5) . . . . ?
C70 N23 C81 C65 -1.0(5) . . . . ?
Zn2 N23 C81 C65 178.7(3) . . . . ?
C80 C65 C81 N23 2.4(5) . . . . ?
C118 C58 C82 C83 1.8(5) . . . . ?
C55 C58 C82 C83 179.8(3) . . . . ?
F6 C79 C83 C82 -179.9(3) . . . . ?
C126 C79 C83 C82 -1.7(6) . . . . ?
C58 C82 C83 C79 -0.2(5) . . . . ?
C104 C74 C84 C86 0.9(5) . . . . ?
C85 C74 C84 C86 176.2(3) . . . . ?
N57 N45 C85 C74 165.9(4) . . . . ?
Zn2 N45 C85 C74 -47.7(6) . . . . ?
N57 N45 C85 C72 -9.9(7) . . . . ?
Zn2 N45 C85 C72 136.5(3) . . . . ?
C84 C74 C85 N45 134.4(4) . . . . ?
C104 C74 C85 N45 -50.3(5) . . . . ?
C84 C74 C85 C72 -49.3(5) . . . . ?
C104 C74 C85 C72 125.9(4) . . . . ?
C96 C72 C85 N45 -44.9(6) . . . . ?
C91 C72 C85 N45 135.9(4) . . . . ?
C96 C72 C85 C74 139.3(4) . . . . ?
C91 C72 C85 C74 -39.9(5) . . . . ?
C74 C84 C86 C117 -0.8(6) . . . . ?
C64 C77 C87 C66 0.5(6) . . . . ?
C35 C66 C87 C77 -3.0(5) . . . . ?
C92 C88 C90 C121 -0.5(6) . . . . ?
C96 C72 C91 C105 3.0(5) . . . . ?
C85 C72 C91 C105 -177.8(3) . . . . ?
C90 C88 C92 C110 -1.4(6) . . . . ?
C90 C88 C92 C68 -178.0(4) . . . . ?
N28 C68 C92 C110 143.9(4) . . . . ?
C78 C68 C92 C110 -38.8(5) . . . . ?
N28 C68 C92 C88 -39.5(5) . . . . ?
C78 C68 C92 C88 137.8(4) . . . . ?
C70 N25 C93 O26 -13.8(5) . . . . ?
N28 N25 C93 O26 -176.0(3) . . . . ?
C70 N25 C93 C113 162.9(3) . . . . ?
N28 N25 C93 C113 0.8(5) . . . . ?
C106 C78 C94 C114 0.2(6) . . . . ?
C68 C78 C94 C114 -177.0(4) . . . . ?
C73 C49 C95 C133 2.5(5) . . . . ?
C50 C49 C95 C133 179.5(3) . . . . ?
C91 C72 C96 C100 -1.2(5) . . . . ?
C85 C72 C96 C100 179.6(3) . . . . ?
N17 C75 C98 C112 0.8(6) . . . . ?
C72 C96 C100 C101 -1.4(6) . . . . ?
C96 C100 C101 C105 2.4(6) . . . . ?
C65 C80 C102 C70 -1.7(5) . . . . ?
N23 C70 C102 C80 3.2(5) . . . . ?
N25 C70 C102 C80 -177.7(3) . . . . ?
C127 C76 C103 C131 -2.3(6) . . . . ?
C50 C76 C103 C131 179.0(4) . . . . ?
C84 C74 C104 C119 -0.8(6) . . . . ?
C85 C74 C104 C119 -176.1(4) . . . . ?
C100 C101 C105 C91 -0.6(6) . . . . ?
C72 C91 C105 C101 -2.1(6) . . . . ?
C94 C78 C106 C125 1.4(6) . . . . ?
C68 C78 C106 C125 178.7(3) . . . . ?
N17 C48 C107 C112 1.9(5) . . . . ?
N19 C48 C107 C112 178.4(3) . . . . ?
C31 N140 C108 C40 -1.5(4) . . . . ?
Zn1 N140 C108 C40 174.4(2) . . . . ?
C51 C40 C108 N140 0.0(5) . . . . ?
C88 C92 C110 C124 2.5(6) . . . . ?
C68 C92 C110 C124 179.2(4) . . . . ?
C116 C109 C111 C137 0.6(7) . . . . ?
C48 C107 C112 C98 -1.0(6) . . . . ?
C75 C98 C112 C107 -0.2(6) . . . . ?
O26 C93 C113 C134 -6.0(6) . . . . ?
N25 C93 C113 C134 177.3(4) . . . . ?
C78 C94 C114 C123 -1.9(6) . . . . ?
C136 N16 C115 N57 -179.1(4) . . . . ?
Zn2 N16 C115 N57 0.1(5) . . . . ?
C136 N16 C115 C141 -0.2(7) . . . . ?
Zn2 N16 C115 C141 179.0(4) . . . . ?
N45 N57 C115 N16 22.6(5) . . . . ?
C128 N57 C115 N16 -143.3(4) . . . . ?
N45 N57 C115 C141 -156.4(4) . . . . ?
C128 N57 C115 C141 37.7(7) . . . . ?
C111 C109 C116 C148 -2.3(7) . . . . ?
C111 C109 C116 C134 -177.4(4) . . . . ?
C84 C86 C117 C119 0.6(6) . . . . ?
C82 C58 C118 C126 -1.7(7) . . . . ?
C55 C58 C118 C126 -179.8(4) . . . . ?
C86 C117 C119 C104 -0.5(7) . . . . ?
C74 C104 C119 C117 0.6(6) . . . . ?
C163 C62 C120 O89 -21.2(6) . . . . ?
C163 C62 C120 N19 156.7(4) . . . . ?
C48 N19 C120 O89 0.7(5) . . . . ?
N11 N19 C120 O89 -165.7(3) . . . . ?
C48 N19 C120 C62 -177.4(3) . . . . ?
N11 N19 C120 C62 16.2(5) . . . . ?
C88 C90 C121 C124 1.3(7) . . . . ?
C49 C73 C122 C135 -1.0(6) . . . . ?
C94 C114 C123 C125 1.9(7) . . . . ?
C92 C110 C124 C121 -1.7(7) . . . . ?
C90 C121 C124 C110 -0.2(7) . . . . ?
C114 C123 C125 C106 -0.3(7) . . . . ?
C78 C106 C125 C123 -1.4(6) . . . . ?
C83 C79 C126 C118 1.8(8) . . . . ?
F6 C79 C126 C118 -179.9(4) . . . . ?
C58 C118 C126 C79 0.0(8) . . . . ?
C103 C76 C127 C139 3.0(7) . . . . ?
C50 C76 C127 C139 -178.3(4) . . . . ?
C115 N57 C128 O60 -6.6(6) . . . . ?
N45 N57 C128 O60 -172.2(4) . . . . ?
C115 N57 C128 C143 167.9(4) . . . . ?
N45 N57 C128 C143 2.3(5) . . . . ?
O27 S2 C129 F24 58.9(4) . . . . ?
O18 S2 C129 F24 -63.1(4) . . . . ?
O12 S2 C129 F24 178.6(3) . . . . ?
O27 S2 C129 F21 -61.2(3) . . . . ?
O18 S2 C129 F21 176.8(3) . . . . ?
O12 S2 C129 F21 58.5(3) . . . . ?
O27 S2 C129 F13 177.9(3) . . . . ?
O18 S2 C129 F13 55.9(4) . . . . ?
O12 S2 C129 F13 -62.4(3) . . . . ?
O20 S171 C130 F41 -57.0(5) . . . . ?
O5 S171 C130 F41 -179.9(4) . . . . ?
O30 S171 C130 F41 61.8(5) . . . . ?
O20 S171 C130 F46 -177.1(3) . . . . ?
O5 S171 C130 F46 60.0(4) . . . . ?
O30 S171 C130 F46 -58.3(4) . . . . ?
O20 S171 C130 F34 62.4(4) . . . . ?
O5 S171 C130 F34 -60.5(5) . . . . ?
O30 S171 C130 F34 -178.8(4) . . . . ?
C76 C103 C131 C142 0.1(7) . . . . ?
O44 S170 C132 F32 -58.0(5) . . . . ?
O33 S170 C132 F32 177.6(4) . . . . ?
O9 S170 C132 F32 60.0(4) . . . . ?
O44 S170 C132 F15 -178.9(4) . . . . ?
O33 S170 C132 F15 56.7(4) . . . . ?
O9 S170 C132 F15 -60.9(4) . . . . ?
O44 S170 C132 F29 62.2(4) . . . . ?
O33 S170 C132 F29 -62.2(4) . . . . ?
O9 S170 C132 F29 -179.7(3) . . . . ?
C49 C95 C133 C135 -2.1(6) . . . . ?
C93 C113 C134 C116 173.1(4) . . . . ?
C109 C116 C134 C113 -1.3(7) . . . . ?
C148 C116 C134 C113 -176.3(5) . . . . ?
C73 C122 C135 C133 1.5(6) . . . . ?
C95 C133 C135 C122 0.1(6) . . . . ?
C115 N16 C136 C147 -0.6(7) . . . . ?
Zn2 N16 C136 C147 -179.7(4) . . . . ?
C109 C111 C137 C150 1.1(10) . . . . ?
C109 C111 C137 F47 179.2(5) . . . . ?
O67 S4 C138 F54 -65.7(5) . . . . ?
O52 S4 C138 F54 174.7(5) . . . . ?
O3 S4 C138 F54 54.9(5) . . . . ?
O67 S4 C138 F22 54.6(5) . . . . ?
O52 S4 C138 F22 -64.9(5) . . . . ?
O3 S4 C138 F22 175.2(4) . . . . ?
O67 S4 C138 F59 175.3(4) . . . . ?
O52 S4 C138 F59 55.7(4) . . . . ?
O3 S4 C138 F59 -64.1(4) . . . . ?
C76 C127 C139 C142 -1.3(8) . . . . ?
N16 C115 C141 C144 -0.4(8) . . . . ?
N57 C115 C141 C144 178.5(5) . . . . ?
C127 C139 C142 C131 -0.9(9) . . . . ?
C103 C131 C142 C139 1.5(8) . . . . ?
O60 C128 C143 C149 -24.5(8) . . . . ?
N57 C128 C143 C149 161.9(4) . . . . ?
C115 C141 C144 C147 1.7(9) . . . . ?
N16 C136 C147 C144 1.9(9) . . . . ?
C141 C144 C147 C136 -2.5(10) . . . . ?
C109 C116 C148 C150 2.5(10) . . . . ?
C134 C116 C148 C150 177.8(7) . . . . ?
C128 C143 C149 C145 -176.0(5) . . . . ?
C157 C145 C149 C143 -179.9(8) . . . . ?
C169 C145 C149 C143 -15.7(12) . . . . ?
C111 C137 C150 C148 -1.0(12) . . . . ?
F47 C137 C150 C148 -179.0(7) . . . . ?
C116 C148 C150 C137 -0.9(12) . . . . ?
C167 C151 C152 C157 -12.1(17) . . . . ?
F8 C151 C152 C157 177.3(10) . . . . ?
C151 C152 C157 C145 2(2) . . . . ?
C169 C145 C157 C152 8.1(19) . . . . ?
C149 C145 C157 C152 174.5(12) . . . . ?
C159 C155 C158 C156 2.4(13) . . . . ?
C163 C155 C158 C156 -176.9(8) . . . . ?
C161 C156 C158 C155 -2.0(14) . . . . ?
C158 C155 C159 C162 -1.5(13) . . . . ?
C163 C155 C159 C162 177.7(8) . . . . ?
C158 C156 C161 F7 179.8(8) . . . . ?
C158 C156 C161 C162 0.7(14) . . . . ?
F7 C161 C162 C159 -179.1(9) . . . . ?
C156 C161 C162 C159 0.0(16) . . . . ?
C155 C159 C162 C161 0.4(15) . . . . ?
C158 C155 C163 C62 -177.1(7) . . . . ?
C159 C155 C163 C62 3.7(11) . . . . ?
C120 C62 C163 C155 -173.3(6) . . . . ?
C152 C151 C167 C169 11(2) . . . . ?
F8 C151 C167 C169 -178.4(12) . . . . ?
C151 C167 C169 C145 1(2) . . . . ?
C157 C145 C169 C167 -9.0(19) . . . . ?
C149 C145 C169 C167 -175.5(12) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.




loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.079 0.421 0.000 1009 239 ' '
2 0.500 0.000 0.500 125 25 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

#==============================================================================
#     End of CIF
#==============================================================================
