# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compd_1
_database_code_depnum_ccdc_archive 'CCDC 1985398'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2020-02-21 deposited with the CCDC.	2020-04-02 downloaded from the CCDC.
;
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H20 F8 N10 O2 V2 Zn2'
_chemical_formula_sum            'C15 H20 F8 N10 O2 V2 Zn2'
_chemical_formula_weight         757.07


#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/m'
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_Int_Tables_number      12
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   21.0346(9)
_cell_length_b                   13.9323(7)
_cell_length_c                   8.4240(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.856(2)
_cell_angle_gamma                90
_cell_volume                     2465.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3490
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      27.88
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.255
_exptl_crystal_size_min          0.141
_exptl_crystal_density_diffrn    2.039
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1496
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.583
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.446
_shelx_estimated_absorpt_T_max   0.697

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'APEX-II CCD'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      -0.022571
_diffrn_orient_matrix_ub_12      0.075527
_diffrn_orient_matrix_ub_13      -0.06441
_diffrn_orient_matrix_ub_21      -0.027232
_diffrn_orient_matrix_ub_22      0.035124
_diffrn_orient_matrix_ub_23      0.057403
_diffrn_orient_matrix_ub_31      0.113472
_diffrn_orient_matrix_ub_32      0.021218
_diffrn_orient_matrix_ub_33      -0.001771
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_reflns_av_R_equivalents  0.0609
_diffrn_reflns_av_unetI/netI     0.0489
_diffrn_reflns_number            16903
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.754
_diffrn_reflns_theta_max         28.291
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.971
_reflns_number_total             3097
_reflns_number_gt                2009
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'SAINT V8.34A integration software'
_computing_data_reduction        'Bruker APEX2 software'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0421P)²+12.5687P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3097
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0912
_refine_ls_R_factor_gt           0.051
_refine_ls_wR_factor_ref         0.1243
_refine_ls_wR_factor_gt          0.1056
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.908
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.113

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.5 0.25060(5) 0.5 0.02525(18) Uani 1 d . .
Zn2 Zn 0.25273(3) 0 0.48932(9) 0.02729(19) Uani 1 d . .
V1 V 0.42912(5) 0.5 0.58925(14) 0.0307(3) Uani 1 d . .
V2 V 0.43570(5) 0 0.60529(13) 0.0254(3) Uani 1 d . .
C1 C 0.4241(3) 0.3047(5) 0.0380(7) 0.0583(17) Uani 1 d . .
H1 H 0.4127 0.3461 -0.0453 0.07 Uiso 1 calc . .
C2 C 0.4210(3) 0.2073(5) 0.0365(7) 0.0597(16) Uani 1 d . .
H2 H 0.4077 0.168 -0.0478 0.072 Uiso 1 d . .
C3 C 0.4429(2) 0.1768(3) 0.1845(6) 0.0328(11) Uani 1 d . .
H3 H 0.446 0.1129 0.2162 0.039 Uiso 1 calc . .
C4 C 0.2250(5) 0 -0.0022(10) 0.060(2) Uani 1 d . .
H4 H 0.1981 0 -0.0933 0.072 Uiso 1 calc . .
C5 C 0.2889(5) 0 0.0023(10) 0.060(2) Uani 1 d . .
H5 H 0.3149 0 -0.0839 0.072 Uiso 1 calc . .
C6 C 0.3085(4) 0 0.1648(10) 0.0446(19) Uani 1 d . .
H6 H 0.3505 0 0.205 0.053 Uiso 1 calc . .
C7 C 0.2974(4) -0.2526(4) 0.7272(8) 0.067(2) Uani 1 d . .
H7 H 0.327 -0.299 0.7602 0.08 Uiso 1 calc . .
C8 C 0.2355(4) -0.2512(4) 0.7565(8) 0.069(2) Uani 1 d . .
H8 H 0.2143 -0.2951 0.8182 0.082 Uiso 1 calc . .
C9 C 0.2080(3) -0.1709(4) 0.6764(8) 0.0566(16) Uani 1 d . .
H9 H 0.1651 -0.1543 0.6715 0.068 Uiso 1 calc . .
N1 N 0.45894(18) 0.2515(3) 0.2755(4) 0.0305(8) Uani 1 d . .
N2 N 0.4471(2) 0.3292(3) 0.1862(5) 0.0444(11) Uani 1 d . .
H2A H 0.4533 0.3872 0.2182 0.053 Uiso 1 calc . .
N3 N 0.2574(2) 0 0.2515(6) 0.0297(12) Uani 1 d . .
N4 N 0.2071(3) 0 0.1450(7) 0.0421(15) Uani 1 d . .
H4A H 0.1681 0 0.1707 0.051 Uiso 1 calc . .
N5 N 0.25413(18) -0.1238(3) 0.6100(5) 0.0346(9) Uani 1 d . .
N6 N 0.3081(2) -0.1756(3) 0.6427(6) 0.0509(12) Uani 1 d . .
H6A H 0.345 -0.1597 0.6117 0.061 Uiso 1 calc . .
O1 O 0.4209(2) 0.5 0.7876(5) 0.0363(15) Uani 0.63(6) d . .
O2 O 0.34996(18) 0.5 0.5210(5) 0.0385(14) Uani 0.37(6) d . .
O3 O 0.4190(2) 0 0.7872(6) 0.0398(12) Uani 1 d . .
F1 F 0.4209(2) 0.5 0.7876(5) 0.0363(15) Uani 0.37(6) d . .
F2 F 0.34996(18) 0.5 0.5210(5) 0.0385(14) Uani 0.63(6) d . .
F3 F 0.46999(17) 0.5 0.3698(4) 0.0306(8) Uani 1 d . .
F4 F 0.43769(11) 0.36353(17) 0.5691(3) 0.0323(6) Uani 1 d . .
F5 F 0.43733(11) 0.13854(17) 0.5692(3) 0.0321(6) Uani 1 d . .
F6 F 0.35277(17) 0 0.5009(5) 0.0384(9) Uani 1 d . .
F7 F 0.52918(16) 0 0.6329(4) 0.0301(8) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   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 N1 2.039(4) 2_656 ?
Zn1 N1 2.039(4) . ?
Zn1 F5 2.143(2) . ?
Zn1 F5 2.143(2) 2_656 ?
Zn1 F4 2.147(2) 2_656 ?
Zn1 F4 2.147(2) . ?
Zn2 N5 2.001(4) . ?
Zn2 N5 2.001(4) 6 ?
Zn2 N3 2.011(5) . ?
Zn2 F6 2.102(4) . ?
Zn2 F2 2.158(4) 7_556 ?
Zn2 O2 2.158(4) 7_556 ?
V1 O1 1.688(5) . ?
V1 O2 1.734(4) . ?
V1 F4 1.918(2) . ?
V1 F4 1.918(2) 6_565 ?
V1 F3 2.077(4) . ?
V1 F3 2.133(4) 5_666 ?
V2 O3 1.589(5) . ?
V2 F6 1.914(4) . ?
V2 F5 1.955(2) 6 ?
V2 F5 1.955(2) . ?
V2 F7 1.969(4) . ?
V2 F7 2.173(4) 5_656 ?
C1 C2 1.359(9) . ?
C1 N2 1.361(7) . ?
C1 H1 0.93 . ?
C2 C3 1.375(7) . ?
C2 H2 0.9283 . ?
C3 N1 1.327(5) . ?
C3 H3 0.93 . ?
C4 N4 1.313(10) . ?
C4 C5 1.344(13) . ?
C4 H4 0.93 . ?
C5 C6 1.410(11) . ?
C5 H5 0.93 . ?
C6 N3 1.329(8) . ?
C6 H6 0.93 . ?
C7 N6 1.314(7) . ?
C7 C8 1.338(10) . ?
C7 H7 0.93 . ?
C8 C9 1.415(9) . ?
C8 H8 0.93 . ?
C9 N5 1.320(6) . ?
C9 H9 0.93 . ?
N1 N2 1.334(5) . ?
N2 H2A 0.86 . ?
N3 N4 1.352(8) . ?
N4 H4A 0.86 . ?
N5 N6 1.363(6) . ?
N6 H6A 0.86 . ?
O2 Zn2 2.157(4) 7_556 ?
F3 V1 2.133(4) 5_666 ?
F7 V2 2.173(4) 5_656 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N1 179.3(2) 2_656 . ?
N1 Zn1 F5 89.44(13) 2_656 . ?
N1 Zn1 F5 91.08(13) . . ?
N1 Zn1 F5 91.08(13) 2_656 2_656 ?
N1 Zn1 F5 89.44(13) . 2_656 ?
F5 Zn1 F5 86.46(13) . 2_656 ?
N1 Zn1 F4 90.62(13) 2_656 2_656 ?
N1 Zn1 F4 88.86(13) . 2_656 ?
F5 Zn1 F4 179.63(10) . 2_656 ?
F5 Zn1 F4 93.90(9) 2_656 2_656 ?
N1 Zn1 F4 88.86(13) 2_656 . ?
N1 Zn1 F4 90.61(13) . . ?
F5 Zn1 F4 93.90(9) . . ?
F5 Zn1 F4 179.63(10) 2_656 . ?
F4 Zn1 F4 85.74(13) 2_656 . ?
N5 Zn2 N5 119.0(2) . 6 ?
N5 Zn2 N3 120.39(12) . . ?
N5 Zn2 N3 120.39(12) 6 . ?
N5 Zn2 F6 89.26(13) . . ?
N5 Zn2 F6 89.26(13) 6 . ?
N3 Zn2 F6 86.99(19) . . ?
N5 Zn2 F2 90.56(13) . 7_556 ?
N5 Zn2 F2 90.57(13) 6 7_556 ?
N3 Zn2 F2 93.35(19) . 7_556 ?
F6 Zn2 F2 179.66(17) . 7_556 ?
N5 Zn2 O2 90.56(13) . 7_556 ?
N5 Zn2 O2 90.57(13) 6 7_556 ?
N3 Zn2 O2 93.35(19) . 7_556 ?
F6 Zn2 O2 179.66(17) . 7_556 ?
F2 Zn2 O2 0.000(8) 7_556 7_556 ?
O1 V1 O2 100.6(2) . . ?
O1 V1 F4 95.88(9) . . ?
O2 V1 F4 93.64(8) . . ?
O1 V1 F4 95.88(9) . 6_565 ?
O2 V1 F4 93.64(8) . 6_565 ?
F4 V1 F4 164.80(17) . 6_565 ?
O1 V1 F3 161.45(18) . . ?
O2 V1 F3 97.94(18) . . ?
F4 V1 F3 82.89(8) . . ?
F4 V1 F3 82.89(8) 6_565 . ?
O1 V1 F3 89.44(18) . 5_666 ?
O2 V1 F3 169.95(19) . 5_666 ?
F4 V1 F3 85.25(8) . 5_666 ?
F4 V1 F3 85.25(8) 6_565 5_666 ?
F3 V1 F3 72.01(16) . 5_666 ?
O3 V2 F6 101.7(2) . . ?
O3 V2 F5 99.01(8) . 6 ?
F6 V2 F5 87.20(8) . 6 ?
O3 V2 F5 99.01(8) . . ?
F6 V2 F5 87.20(8) . . ?
F5 V2 F5 161.88(16) 6 . ?
O3 V2 F7 98.9(2) . . ?
F6 V2 F7 159.46(17) . . ?
F5 V2 F7 89.61(8) 6 . ?
F5 V2 F7 89.61(8) . . ?
O3 V2 F7 172.9(2) . 5_656 ?
F6 V2 F7 85.39(16) . 5_656 ?
F5 V2 F7 81.19(8) 6 5_656 ?
F5 V2 F7 81.19(8) . 5_656 ?
F7 V2 F7 74.07(16) . 5_656 ?
C2 C1 N2 105.9(5) . . ?
C2 C1 H1 127.1 . . ?
N2 C1 H1 127.1 . . ?
C1 C2 C3 106.7(5) . . ?
C1 C2 H2 127.4 . . ?
C3 C2 H2 125.9 . . ?
N1 C3 C2 110.2(5) . . ?
N1 C3 H3 124.9 . . ?
C2 C3 H3 124.9 . . ?
N4 C4 C5 107.8(8) . . ?
N4 C4 H4 126.1 . . ?
C5 C4 H4 126.1 . . ?
C4 C5 C6 105.7(7) . . ?
C4 C5 H5 127.2 . . ?
C6 C5 H5 127.2 . . ?
N3 C6 C5 109.2(7) . . ?
N3 C6 H6 125.4 . . ?
C5 C6 H6 125.4 . . ?
N6 C7 C8 106.5(6) . . ?
N6 C7 H7 126.8 . . ?
C8 C7 H7 126.8 . . ?
C7 C8 C9 107.6(5) . . ?
C7 C8 H8 126.2 . . ?
C9 C8 H8 126.2 . . ?
N5 C9 C8 107.7(6) . . ?
N5 C9 H9 126.1 . . ?
C8 C9 H9 126.1 . . ?
C3 N1 N2 106.0(4) . . ?
C3 N1 Zn1 127.9(3) . . ?
N2 N1 Zn1 125.9(3) . . ?
N1 N2 C1 111.2(5) . . ?
N1 N2 H2A 124.4 . . ?
C1 N2 H2A 124.4 . . ?
C6 N3 N4 105.2(6) . . ?
C6 N3 Zn2 128.9(5) . . ?
N4 N3 Zn2 125.8(4) . . ?
C4 N4 N3 112.1(7) . . ?
C4 N4 H4A 124 . . ?
N3 N4 H4A 124 . . ?
C9 N5 N6 105.9(4) . . ?
C9 N5 Zn2 130.7(4) . . ?
N6 N5 Zn2 123.4(3) . . ?
C7 N6 N5 112.2(5) . . ?
C7 N6 H6A 123.9 . . ?
N5 N6 H6A 123.9 . . ?
V1 O2 Zn2 163.0(3) . 7_556 ?
V1 F3 V1 107.99(16) . 5_666 ?
V1 F4 Zn1 144.27(14) . . ?
V2 F5 Zn1 141.04(13) . . ?
V2 F6 Zn2 155.3(2) . . ?
V2 F7 V2 105.93(16) . 5_656 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A F3 0.86 2.04 2.866(5) 159.5 .
N4 H4A O1 0.86 1.92 2.780(8) 176 7_556
N6 H6A F5 0.86 2.01 2.864(5) 169.8 6
N6 H6A F6 0.86 2.42 2.900(5) 115.6 .

####################################################################### 
# 
# 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_ccompd_2
_database_code_depnum_ccdc_archive 'CCDC 1985399'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2020-02-21 deposited with the CCDC.	2020-04-02 downloaded from the CCDC.
;
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H26 F6 N8 O3 V2 Zn'
_chemical_formula_sum            'C16 H26 F6 N8 O3 V2 Zn'
_chemical_formula_weight         659.72

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.970(2)
_cell_length_b                   15.173(3)
_cell_length_c                   18.460(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.65(3)
_cell_angle_gamma                90
_cell_volume                     2689.0(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    56601
_cell_measurement_theta_min      0.361
_cell_measurement_theta_max      33.548
_cell_measurement_wavelength     0.63000

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Needle
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.225
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.021
_exptl_crystal_density_diffrn    1.63
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1328
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.174
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_correction_T_min  0.897
_exptl_absorpt_correction_T_max  1.000
_shelx_estimated_absorpt_T_min   0.778
_shelx_estimated_absorpt_T_max   0.976

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_ambient_temperature      297.85
_diffrn_radiation_wavelength     0.63000
_diffrn_radiation_type           synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_number            29398
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.564
_diffrn_reflns_theta_max         26.741
_diffrn_reflns_theta_full        22.21
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_number_total             8177
_reflns_number_gt                6302
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0658P)²+0.2904P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8177
_refine_ls_number_parameters     333
_refine_ls_number_restraints     2
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1321
_refine_ls_wR_factor_gt          0.1273
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.993
_refine_diff_density_min         -0.76
_refine_diff_density_rms         0.082

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0021 0.0012 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0044 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.008 0.0047 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0134 0.0079 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.2672 0.4248 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3261 1.1614 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.40747(2) 0.28143(2) 0.05796(2) 0.02916(9) Uani 1 d . .
V1 V -0.00345(4) 0.32964(2) 0.00443(2) 0.02731(10) Uani 1 d . .
V2 V -0.18532(4) 0.23074(3) 0.10921(3) 0.03797(12) Uani 1 d . .
C1 C 0.4625(3) 0.2001(2) -0.08195(17) 0.0500(7) Uani 1 d . .
H1 H 0.5582 0.2094 -0.0666 0.06 Uiso 1 calc . .
C2 C 0.3919(4) 0.1600(2) -0.14822(19) 0.0634(9) Uani 1 d . .
H2 H 0.4302 0.1383 -0.1853 0.076 Uiso 1 calc . .
C3 C 0.2551(3) 0.1585(2) -0.14875(16) 0.0522(7) Uani 1 d . .
C4 C 0.1289(4) 0.1217(3) -0.2039(2) 0.0829(12) Uani 1 d . .
H4A H 0.1404 0.0593 -0.2089 0.124 Uiso 1 calc . .
H4B H 0.1173 0.1495 -0.2519 0.124 Uiso 1 calc . .
H4C H 0.0482 0.1325 -0.1864 0.124 Uiso 1 calc . .
C5 C 0.4898(3) 0.1771(2) 0.20439(17) 0.0507(7) Uani 1 d . .
H5 H 0.5794 0.1641 0.2015 0.061 Uiso 1 calc . .
C6 C 0.4405(3) 0.1592(2) 0.26597(18) 0.0613(9) Uani 1 d . .
H6 H 0.4883 0.1322 0.3108 0.074 Uiso 1 calc . .
C7 C 0.3058(3) 0.1896(2) 0.24692(16) 0.0528(7) Uani 1 d . .
C8 C 0.1963(3) 0.1898(4) 0.2885(2) 0.0973(17) Uani 1 d . .
H8A H 0.1132 0.2169 0.2579 0.146 Uiso 1 calc . .
H8B H 0.2291 0.2224 0.3345 0.146 Uiso 1 calc . .
H8C H 0.1763 0.1303 0.2998 0.146 Uiso 1 calc . .
C9 C 0.3716(3) 0.47988(18) 0.06540(16) 0.0434(6) Uani 1 d . .
H9 H 0.2754 0.4792 0.0457 0.052 Uiso 1 calc . .
C10 C 0.4504(3) 0.55502(18) 0.08754(17) 0.0467(6) Uani 1 d . .
H10 H 0.4185 0.6128 0.0848 0.056 Uiso 1 calc . .
C11 C 0.5854(3) 0.52684(17) 0.11443(14) 0.0391(5) Uani 1 d . .
C12 C 0.7193(3) 0.5750(2) 0.1466(2) 0.0583(8) Uani 1 d . .
H12A H 0.7142 0.6063 0.1909 0.088 Uiso 1 calc . .
H12B H 0.7348 0.616 0.1101 0.088 Uiso 1 calc . .
H12C H 0.7947 0.5335 0.1593 0.088 Uiso 1 calc . .
C13 C -0.3024(4) 0.0489(2) 0.0391(3) 0.0749(11) Uani 1 d . .
H13 H -0.3513 0.0391 0.0747 0.09 Uiso 1 calc . .
C14 C -0.3011(4) -0.0073(2) -0.0187(3) 0.0919(15) Uani 1 d . .
H14 H -0.3483 -0.0606 -0.0295 0.11 Uiso 1 calc . .
C15 C -0.2172(5) 0.0303(2) -0.0571(3) 0.0882(13) Uani 1 d . .
C16 C -0.1710(7) 0.0032(4) -0.1245(4) 0.163(3) Uani 1 d . .
H16A H -0.1091 0.0469 -0.1348 0.244 Uiso 1 calc . .
H16B H -0.2508 -0.0024 -0.1671 0.244 Uiso 1 calc . .
H16C H -0.1235 -0.0524 -0.1148 0.244 Uiso 1 calc . .
N1 N 0.3730(2) 0.22364(13) -0.04292(12) 0.0355(4) Uani 1 d . .
N2 N 0.2463(2) 0.19811(14) -0.08510(12) 0.0390(4) Uani 1 d . .
H3 H 0.1699 0.2062 -0.0728 0.047 Uiso 1 calc . .
N3 N 0.3924(2) 0.21524(14) 0.14986(12) 0.0360(4) Uani 1 d . .
N4 N 0.2813(2) 0.22209(15) 0.17782(12) 0.0420(5) Uani 1 d . .
H7 H 0.2031 0.245 0.1536 0.05 Uiso 1 calc . .
N5 N 0.45233(19) 0.40874(13) 0.07622(11) 0.0337(4) Uani 1 d . .
N6 N 0.58373(19) 0.43886(13) 0.10604(11) 0.0341(4) Uani 1 d . .
H11 H 0.6566 0.4059 0.118 0.041 Uiso 1 calc . .
N7 N -0.2230(2) 0.12043(15) 0.03737(17) 0.0528(6) Uani 1 d . .
N8 N -0.1742(3) 0.10728(17) -0.02225(19) 0.0670(8) Uani 1 d . .
H15 H -0.1211 0.1439 -0.0369 0.08 Uiso 1 calc . .
O1 O -0.02150(19) 0.40848(11) -0.05510(10) 0.0412(4) Uani 1 d . .
O2 O -0.1608(2) 0.17261(16) 0.18274(14) 0.0656(7) Uani 1 d . .
O3 O 0.01915(19) 0.41407(11) 0.09494(10) 0.0382(4) Uani 1 d . .
F1 F 0.19423(13) 0.31279(10) 0.03487(8) 0.0384(3) Uani 1 d . .
F2 F -0.00739(16) 0.22823(9) -0.05776(9) 0.0431(4) Uani 1 d . .
F3 F 0.00468(13) 0.23956(9) 0.09748(8) 0.0365(3) Uani 1 d . .
F4 F -0.19361(13) 0.30385(9) 0.00430(8) 0.0341(3) Uani 1 d . .
F5 F -0.16564(14) 0.34905(11) 0.15158(8) 0.0445(4) Uani 1 d . .
F6 F -0.38272(13) 0.25045(11) 0.08283(9) 0.0462(4) Uani 1 d . .
H17 H -0.034(3) 0.397(2) 0.1261(15) 0.056(9) Uiso 1 d . .
H18 H 0.026(4) 0.4725(13) 0.086(2) 0.083(12) Uiso 1 d . .



#----------------------------------------------------------------------------#
#                   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 N5 1.991(2) . ?
Zn1 N1 2.002(2) . ?
Zn1 N3 2.012(2) . ?
Zn1 F6 2.0711(14) 1_655 ?
Zn1 F1 2.1069(13) . ?
V1 O1 1.6013(17) . ?
V1 F2 1.9138(14) . ?
V1 F1 1.9152(13) . ?
V1 F4 1.9352(13) . ?
V1 O3 2.0690(18) . ?
V1 F3 2.1796(14) . ?
V2 O2 1.582(2) . ?
V2 F6 1.9190(14) . ?
V2 F5 1.9467(17) . ?
V2 F3 1.9684(13) . ?
V2 N7 2.105(3) . ?
V2 F4 2.2139(15) . ?
C1 N1 1.338(3) . ?
C1 C2 1.377(5) . ?
C1 H1 0.93 . ?
C2 C3 1.362(4) . ?
C2 H2 0.93 . ?
C3 N2 1.344(3) . ?
C3 C4 1.497(4) . ?
C4 H4A 0.96 . ?
C4 H4B 0.96 . ?
C4 H4C 0.96 . ?
C5 N3 1.329(3) . ?
C5 C6 1.382(4) . ?
C5 H5 0.93 . ?
C6 C7 1.373(4) . ?
C6 H6 0.93 . ?
C7 N4 1.327(3) . ?
C7 C8 1.494(4) . ?
C8 H8A 0.96 . ?
C8 H8B 0.96 . ?
C8 H8C 0.96 . ?
C9 N5 1.329(3) . ?
C9 C10 1.382(4) . ?
C9 H9 0.93 . ?
C10 C11 1.371(4) . ?
C10 H10 0.93 . ?
C11 N6 1.343(3) . ?
C11 C12 1.496(4) . ?
C12 H12A 0.96 . ?
C12 H12B 0.96 . ?
C12 H12C 0.96 . ?
C13 N7 1.349(4) . ?
C13 C14 1.369(6) . ?
C13 H13 0.93 . ?
C14 C15 1.359(6) . ?
C14 H14 0.93 . ?
C15 N8 1.347(4) . ?
C15 C16 1.496(8) . ?
C16 H16A 0.96 . ?
C16 H16B 0.96 . ?
C16 H16C 0.96 . ?
N1 N2 1.350(3) . ?
N2 H3 0.86 . ?
N3 N4 1.346(3) . ?
N4 H7 0.86 . ?
N5 N6 1.356(3) . ?
N6 H11 0.86 . ?
N7 N8 1.333(4) . ?
N8 H15 0.86 . ?
O3 H17 0.917(17) . ?
O3 H18 0.908(18) . ?
F6 Zn1 2.0710(14) 1_455 ?

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 Zn1 N1 123.83(8) . . ?
N5 Zn1 N3 113.97(9) . . ?
N1 Zn1 N3 122.17(9) . . ?
N5 Zn1 F6 90.88(7) . 1_655 ?
N1 Zn1 F6 90.94(8) . 1_655 ?
N3 Zn1 F6 90.04(8) . 1_655 ?
N5 Zn1 F1 89.06(7) . . ?
N1 Zn1 F1 90.00(8) . . ?
N3 Zn1 F1 88.98(7) . . ?
F6 Zn1 F1 178.91(6) 1_655 . ?
O1 V1 F2 102.04(9) . . ?
O1 V1 F1 102.55(8) . . ?
F2 V1 F1 85.50(7) . . ?
O1 V1 F4 102.80(8) . . ?
F2 V1 F4 88.58(7) . . ?
F1 V1 F4 154.64(6) . . ?
O1 V1 O3 93.40(8) . . ?
F2 V1 O3 164.24(8) . . ?
F1 V1 O3 88.08(7) . . ?
F4 V1 O3 91.11(7) . . ?
O1 V1 F3 169.34(8) . . ?
F2 V1 F3 87.65(7) . . ?
F1 V1 F3 82.44(6) . . ?
F4 V1 F3 72.68(6) . . ?
O3 V1 F3 77.23(7) . . ?
O2 V2 F6 102.41(9) . . ?
O2 V2 F5 101.18(11) . . ?
F6 V2 F5 86.77(7) . . ?
O2 V2 F3 101.66(9) . . ?
F6 V2 F3 155.92(6) . . ?
F5 V2 F3 89.19(6) . . ?
O2 V2 N7 93.28(13) . . ?
F6 V2 N7 88.12(8) . . ?
F5 V2 N7 165.39(9) . . ?
F3 V2 N7 89.91(8) . . ?
O2 V2 F4 172.26(9) . . ?
F6 V2 F4 84.62(6) . . ?
F5 V2 F4 82.26(6) . . ?
F3 V2 F4 71.31(6) . . ?
N7 V2 F4 83.64(8) . . ?
N1 C1 C2 109.9(3) . . ?
N1 C1 H1 125 . . ?
C2 C1 H1 125 . . ?
C3 C2 C1 106.6(3) . . ?
C3 C2 H2 126.7 . . ?
C1 C2 H2 126.7 . . ?
N2 C3 C2 106.7(3) . . ?
N2 C3 C4 121.4(3) . . ?
C2 C3 C4 131.9(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 C6 111.0(2) . . ?
N3 C5 H5 124.5 . . ?
C6 C5 H5 124.5 . . ?
C7 C6 C5 105.3(3) . . ?
C7 C6 H6 127.4 . . ?
C5 C6 H6 127.4 . . ?
N4 C7 C6 106.6(2) . . ?
N4 C7 C8 121.5(3) . . ?
C6 C7 C8 131.9(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C9 C10 110.6(2) . . ?
N5 C9 H9 124.7 . . ?
C10 C9 H9 124.7 . . ?
C11 C10 C9 105.9(2) . . ?
C11 C10 H10 127 . . ?
C9 C10 H10 127 . . ?
N6 C11 C10 106.7(2) . . ?
N6 C11 C12 120.8(2) . . ?
C10 C11 C12 132.4(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N7 C13 C14 110.7(4) . . ?
N7 C13 H13 124.6 . . ?
C14 C13 H13 124.6 . . ?
C15 C14 C13 106.4(3) . . ?
C15 C14 H14 126.8 . . ?
C13 C14 H14 126.8 . . ?
N8 C15 C14 106.0(4) . . ?
N8 C15 C16 120.4(4) . . ?
C14 C15 C16 133.6(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C1 N1 N2 105.6(2) . . ?
C1 N1 Zn1 130.2(2) . . ?
N2 N1 Zn1 124.15(15) . . ?
C3 N2 N1 111.2(2) . . ?
C3 N2 H3 124.4 . . ?
N1 N2 H3 124.4 . . ?
C5 N3 N4 104.6(2) . . ?
C5 N3 Zn1 130.59(17) . . ?
N4 N3 Zn1 122.77(16) . . ?
C7 N4 N3 112.5(2) . . ?
C7 N4 H7 123.8 . . ?
N3 N4 H7 123.8 . . ?
C9 N5 N6 105.47(19) . . ?
C9 N5 Zn1 131.56(17) . . ?
N6 N5 Zn1 122.96(15) . . ?
C11 N6 N5 111.3(2) . . ?
C11 N6 H11 124.4 . . ?
N5 N6 H11 124.4 . . ?
N8 N7 C13 104.3(3) . . ?
N8 N7 V2 126.60(18) . . ?
C13 N7 V2 129.1(3) . . ?
N7 N8 C15 112.6(3) . . ?
N7 N8 H15 123.7 . . ?
C15 N8 H15 123.7 . . ?
V1 O3 H17 112(2) . . ?
V1 O3 H18 117(3) . . ?
H17 O3 H18 118(3) . . ?
V1 F1 Zn1 172.69(8) . . ?
V2 F3 V1 107.28(6) . . ?
V1 F4 V2 107.15(6) . . ?
V2 F6 Zn1 175.53(10) . 1_455 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N8 H15 F2 0.86 1.82 2.675(3) 173.4 .
N2 H3 F1 0.86 2.52 2.970(3) 113.2 .
N2 H3 F2 0.86 1.89 2.747(3) 173.2 .
N4 H7 F1 0.86 2.4 2.894(3) 116.9 .
N4 H7 F3 0.86 1.97 2.769(3) 153.7 .
N6 H11 F6 0.86 2.45 2.923(3) 115.4 1_655
N6 H11 F5 0.86 1.92 2.770(3) 170.9 1_655
O3 H17 F5 0.917(17) 1.68(2) 2.550(2) 158(3) .
O3 H18 O1 0.908(18) 1.890(19) 2.793(3) 172(4) 3_565

####################################################################### 
# 
# 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_compd_3
_database_code_depnum_ccdc_archive 'CCDC 1985400'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2020-02-21 deposited with the CCDC.	2020-04-02 downloaded from the CCDC.
;
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C40 H60 F12 N20 O3 V3 Zn3'
_chemical_formula_sum            'C40 H60 F12 N20 O3 V3 Zn3'
_chemical_formula_weight         1446.07

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.4873(8)
_cell_length_b                   14.4408(5)
_cell_length_c                   20.9884(7)
_cell_angle_alpha                90
_cell_angle_beta                 112.827(2)
_cell_angle_gamma                90
_cell_volume                     6002.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2689
_cell_measurement_theta_min      2.4075
_cell_measurement_theta_max      17.5695
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.289
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.106
_exptl_crystal_density_diffrn    1.6
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2924
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.718
_exptl_absorpt_correction_type   EMPIRICAL
_exptl_absorpt_process_details   
; 
 SADABS(Blessing, 1995) 
;
_exptl_absorpt_correction_T_min  0.6467
_exptl_absorpt_correction_T_max  0.7457
_shelx_estimated_absorpt_T_min   0.637
_shelx_estimated_absorpt_T_max   0.839

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'Bruker SMART BREEZE'
_diffrn_measurement_method       CCD
_diffrn_ambient_temperature      298.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.1053
_diffrn_reflns_av_unetI/netI     0.1314
_diffrn_reflns_number            19943
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.745
_diffrn_reflns_theta_max         24.723
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.943
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.999
_reflns_number_total             10226
_reflns_number_gt                4461
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0609P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         10226
_refine_ls_number_parameters     740
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.1717
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.1781
_refine_ls_wR_factor_gt          0.13
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_restrained_S_all      0.965
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.71
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.096

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.31201(4) 0.26949(7) -0.29951(5) 0.0429(3) Uani 1 d . .
Zn2 Zn 0.01010(4) 0.23585(7) 0.04358(5) 0.0427(3) Uani 1 d . .
Zn3 Zn 0.35992(4) 0.22822(7) 0.36263(5) 0.0459(3) Uani 1 d . .
V1 V -0.16896(6) 0.27437(10) -0.11035(7) 0.0411(4) Uani 1 d . .
V2 V 0.18393(7) 0.18310(11) 0.20087(7) 0.0481(4) Uani 1 d . .
V3 V 0.53677(7) 0.27805(11) 0.51157(8) 0.0508(4) Uani 1 d . .
C1 C -0.3796(5) 0.2690(7) -0.1971(5) 0.072(3) Uani 1 d . .
H1 H -0.3398 0.259 -0.1588 0.087 Uiso 1 calc . .
C2 C -0.4440(5) 0.2787(7) -0.1954(6) 0.083(3) Uani 1 d . .
H2 H -0.4546 0.277 -0.1565 0.099 Uiso 1 calc . .
C3 C -0.4871(5) 0.2911(7) -0.2613(5) 0.064(3) Uani 1 d . .
C4 C -0.5617(5) 0.3074(8) -0.2945(6) 0.097(4) Uani 1 d . .
H4A H -0.5763 0.3034 -0.3438 0.146 Uiso 1 calc . .
H4B H -0.5719 0.3679 -0.2821 0.146 Uiso 1 calc . .
H4C H -0.5848 0.2614 -0.2787 0.146 Uiso 1 calc . .
C5 C -0.2210(4) 0.1072(6) -0.2979(5) 0.053(2) Uani 1 d . .
H5 H -0.1906 0.117 -0.2527 0.064 Uiso 1 calc . .
C6 C -0.2149(4) 0.0394(6) -0.3415(5) 0.058(3) Uani 1 d . .
H6 H -0.1808 -0.0045 -0.3316 0.07 Uiso 1 calc . .
C7 C -0.2693(5) 0.0502(6) -0.4019(5) 0.053(2) Uani 1 d . .
C8 C -0.2899(5) -0.0004(7) -0.4706(5) 0.083(3) Uani 1 d . .
H8A H -0.3015 0.044 -0.5075 0.125 Uiso 1 calc . .
H8B H -0.3282 -0.0391 -0.4772 0.125 Uiso 1 calc . .
H8C H -0.253 -0.0379 -0.4705 0.125 Uiso 1 calc . .
C9 C -0.2978(5) 0.4445(6) -0.3737(5) 0.061(3) Uani 1 d . .
H9 H -0.3383 0.4365 -0.4114 0.073 Uiso 1 calc . .
C10 C -0.2544(5) 0.5155(7) -0.3663(5) 0.076(3) Uani 1 d . .
H10 H -0.2592 0.5629 -0.3978 0.091 Uiso 1 calc . .
C11 C -0.2018(5) 0.5041(7) -0.3032(5) 0.061(3) Uani 1 d . .
C12 C -0.1392(5) 0.5581(8) -0.2652(6) 0.112(5) Uani 1 d . .
H12A H -0.1261 0.5493 -0.2163 0.168 Uiso 1 calc . .
H12B H -0.1476 0.6227 -0.2761 0.168 Uiso 1 calc . .
H12C H -0.1037 0.5372 -0.2786 0.168 Uiso 1 calc . .
C13 C -0.2605(5) 0.0181(7) -0.0964(6) 0.077(3) Uani 1 d . .
H13 H -0.268 -0.0432 -0.111 0.093 Uiso 1 calc . .
C14 C -0.2890(5) 0.0634(7) -0.0577(6) 0.076(3) Uani 1 d . .
H14 H -0.3201 0.0398 -0.041 0.091 Uiso 1 calc . .
C15 C -0.2623(4) 0.1517(7) -0.0481(5) 0.057(2) Uani 1 d . .
C16 C -0.2766(5) 0.2284(6) -0.0082(5) 0.070(3) Uani 1 d . .
H16A H -0.2444 0.2772 -0.0016 0.106 Uiso 1 calc . .
H16B H -0.2733 0.2056 0.0359 0.106 Uiso 1 calc . .
H16C H -0.3213 0.2517 -0.0333 0.106 Uiso 1 calc . .
C17 C -0.0970(4) 0.2339(6) 0.1020(5) 0.060(3) Uani 1 d . .
H17 H -0.1318 0.2337 0.0585 0.072 Uiso 1 calc . .
C18 C -0.1068(5) 0.2341(7) 0.1635(5) 0.071(3) Uani 1 d . .
H18 H -0.1476 0.2345 0.1692 0.085 Uiso 1 calc . .
C19 C -0.0423(5) 0.2335(6) 0.2146(5) 0.056(3) Uani 1 d . .
C20 C -0.0185(5) 0.2326(7) 0.2907(5) 0.080(3) Uani 1 d . .
H20A H 0.0104 0.2849 0.3093 0.12 Uiso 1 calc . .
H20B H 0.0062 0.1765 0.3083 0.12 Uiso 1 calc . .
H20C H -0.0565 0.2357 0.3038 0.12 Uiso 1 calc . .
C21 C 0.0824(4) 0.0730(6) 0.0104(5) 0.054(2) Uani 1 d . .
H21 H 0.1189 0.0731 0.0528 0.065 Uiso 1 calc . .
C22 C 0.0773(5) 0.0163(6) -0.0432(5) 0.066(3) Uani 1 d . .
H22 H 0.1082 -0.0285 -0.0438 0.079 Uiso 1 calc . .
C23 C 0.0173(5) 0.0384(6) -0.0964(5) 0.052(2) Uani 1 d . .
C24 C -0.0184(5) 0.0033(6) -0.1679(5) 0.075(3) Uani 1 d . .
H24A H -0.036 0.0546 -0.1988 0.113 Uiso 1 calc . .
H24B H -0.0549 -0.0362 -0.1696 0.113 Uiso 1 calc . .
H24C H 0.0125 -0.0311 -0.1817 0.113 Uiso 1 calc . .
C25 C 0.0993(5) 0.4013(7) 0.0462(5) 0.062(3) Uani 1 d . .
H25 H 0.1314 0.3892 0.0902 0.075 Uiso 1 calc . .
C26 C 0.1041(5) 0.4717(6) 0.0029(6) 0.065(3) Uani 1 d . .
H26 H 0.1388 0.5145 0.012 0.078 Uiso 1 calc . .
C27 C 0.0465(5) 0.4644(6) -0.0560(5) 0.055(3) Uani 1 d . .
C28 C 0.0260(5) 0.5196(6) -0.1200(5) 0.073(3) Uani 1 d . .
H28A H -0.0223 0.5183 -0.1432 0.11 Uiso 1 calc . .
H28B H 0.0461 0.4939 -0.1497 0.11 Uiso 1 calc . .
H28C H 0.0408 0.5824 -0.1088 0.11 Uiso 1 calc . .
C29 C 0.3300(5) 0.2644(6) 0.4909(4) 0.059(3) Uani 1 d . .
H29 H 0.3747 0.2746 0.5206 0.071 Uiso 1 calc . .
C30 C 0.2748(5) 0.2680(6) 0.5098(5) 0.059(3) Uani 1 d . .
H30 H 0.2757 0.28 0.5537 0.071 Uiso 1 calc . .
C31 C 0.2196(5) 0.2508(6) 0.4520(5) 0.051(2) Uani 1 d . .
C32 C 0.1470(4) 0.2474(7) 0.4393(5) 0.075(3) Uani 1 d . .
H32A H 0.13 0.1862 0.4246 0.112 Uiso 1 calc . .
H32B H 0.1229 0.2912 0.404 0.112 Uiso 1 calc . .
H32C H 0.1411 0.2624 0.4812 0.112 Uiso 1 calc . .
C33 C 0.3621(4) 0.0386(7) 0.3003(5) 0.058(3) Uani 1 d . .
H33 H 0.3178 0.041 0.2681 0.07 Uiso 1 calc . .
C34 C 0.4068(5) -0.0338(7) 0.3061(6) 0.079(3) Uani 1 d . .
H34 H 0.3982 -0.0873 0.2794 0.095 Uiso 1 calc . .
C35 C 0.4660(5) -0.0103(7) 0.3592(6) 0.067(3) Uani 1 d . .
C36 C 0.5335(5) -0.0582(7) 0.3925(7) 0.114(5) Uani 1 d . .
H36A H 0.5454 -0.0624 0.4415 0.171 Uiso 1 calc . .
H36B H 0.5673 -0.0233 0.3836 0.171 Uiso 1 calc . .
H36C H 0.5306 -0.1192 0.3735 0.171 Uiso 1 calc . .
C37 C 0.4187(5) 0.4039(7) 0.3282(5) 0.068(3) Uani 1 d . .
H37 H 0.4556 0.4078 0.3702 0.081 Uiso 1 calc . .
C38 C 0.4031(6) 0.4679(7) 0.2753(6) 0.076(3) Uani 1 d . .
H38 H 0.4273 0.5213 0.2753 0.092 Uiso 1 calc . .
C39 C 0.3462(5) 0.4383(7) 0.2236(6) 0.064(3) Uani 1 d . .
C40 C 0.3040(5) 0.4763(7) 0.1540(5) 0.098(4) Uani 1 d . .
H40A H 0.2993 0.4304 0.1193 0.147 Uiso 1 calc . .
H40B H 0.3254 0.5304 0.1452 0.147 Uiso 1 calc . .
H40C H 0.2602 0.4925 0.1527 0.147 Uiso 1 calc . .
F1 F -0.1317(2) 0.1640(3) -0.1455(2) 0.0499(12) Uani 1 d . .
F2 F -0.1223(2) 0.3572(3) -0.1484(2) 0.0551(13) Uani 1 d . .
F3 F -0.2403(2) 0.2682(3) -0.2024(2) 0.0506(12) Uani 1 d . .
F4 F -0.0835(2) 0.2572(3) -0.0321(2) 0.0503(12) Uani 1 d . .
F5 F 0.2274(3) 0.2524(4) 0.1570(3) 0.094(2) Uani 1 d . .
F6 F 0.1397(2) 0.2005(3) 0.2623(2) 0.0591(14) Uani 1 d . .
F7 F 0.1022(2) 0.2219(3) 0.1305(2) 0.0607(14) Uani 1 d . .
F8 F 0.2647(2) 0.2038(3) 0.2820(2) 0.0586(13) Uani 1 d . .
F9 F 0.4514(2) 0.2451(3) 0.4423(2) 0.0630(14) Uani 1 d . .
F10 F 0.4884(2) 0.3149(4) 0.5640(2) 0.0781(17) Uani 1 d . .
F11 F 0.5664(2) 0.1638(3) 0.4919(3) 0.0687(15) Uani 1 d . .
F12 F -0.3894(2) 0.2676(3) -0.3994(2) 0.0591(13) Uani 1 d . .
N1 N -0.3844(3) 0.2764(5) -0.2618(4) 0.0456(17) Uani 1 d . .
N2 N -0.4505(3) 0.2903(4) -0.3004(4) 0.0488(19) Uani 1 d . .
H3 H -0.4671 0.2978 -0.3445 0.059 Uiso 1 d . .
N3 N -0.2769(3) 0.1567(4) -0.3300(3) 0.0421(17) Uani 1 d . .
N4 N -0.3056(3) 0.1206(5) -0.3935(4) 0.0492(18) Uani 1 d . .
H7 H -0.3427 0.14 -0.4248 0.059 Uiso 1 d . .
N5 N -0.2743(4) 0.3871(5) -0.3192(4) 0.0526(19) Uani 1 d . .
N6 N -0.2150(3) 0.4256(5) -0.2772(4) 0.0506(19) Uani 1 d . .
H11 H -0.1889 0.4025 -0.2382 0.061 Uiso 1 d . .
N7 N -0.2196(3) 0.1619(5) -0.0804(3) 0.0473(18) Uani 1 d . .
N8 N -0.2199(3) 0.0782(5) -0.1095(4) 0.055(2) Uani 1 d . .
H15 H -0.1967 0.0651 -0.1337 0.066 Uiso 1 d . .
N9 N -0.0331(3) 0.2340(5) 0.1124(4) 0.0485(18) Uani 1 d . .
N10 N -0.0003(3) 0.2330(4) 0.1815(3) 0.0426(17) Uani 1 d . .
H19 H 0.0429 0.2322 0.2022 0.051 Uiso 1 d . .
N11 N 0.0289(3) 0.1284(4) -0.0049(4) 0.0414(17) Uani 1 d . .
N12 N -0.0092(3) 0.1059(4) -0.0711(4) 0.0449(18) Uani 1 d . .
H23 H -0.047 0.1325 -0.0945 0.054 Uiso 1 d . .
N13 N 0.0423(3) 0.3538(4) 0.0159(4) 0.0444(18) Uani 1 d . .
N14 N 0.0118(3) 0.3947(5) -0.0459(4) 0.0465(18) Uani 1 d . .
H27 H -0.0267 0.3774 -0.076 0.056 Uiso 1 d . .
N15 N 0.3093(3) 0.2441(5) 0.4237(3) 0.0484(19) Uani 1 d . .
N16 N 0.2414(3) 0.2363(4) 0.4007(3) 0.0453(18) Uani 1 d . .
H31 H 0.2156 0.2236 0.3587 0.054 Uiso 1 d . .
N17 N 0.3915(3) 0.1038(5) 0.3472(4) 0.0482(18) Uani 1 d . .
N18 N 0.4554(3) 0.0718(5) 0.3837(4) 0.058(2) Uani 1 d . .
H35 H 0.485 0.1009 0.4178 0.07 Uiso 1 d . .
N19 N 0.3733(3) 0.3361(5) 0.3105(3) 0.0482(19) Uani 1 d . .
N20 N 0.3290(3) 0.3602(5) 0.2462(4) 0.061(2) Uani 1 d . .
H39 H 0.2936 0.3288 0.2227 0.073 Uiso 1 d . .
O1 O -0.2025(2) 0.3474(4) -0.0759(3) 0.0502(15) Uani 1 d . .
O2 O 0.1876(3) 0.0759(4) 0.1849(3) 0.073(2) Uani 1 d . .
O3 O 0.5604(3) 0.3608(4) 0.4776(3) 0.078(2) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   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 N5 1.993(7) . ?
Zn1 N3 2.001(7) . ?
Zn1 N1 2.004(6) . ?
Zn1 F3 2.023(4) . ?
Zn1 F12 2.111(4) . ?
Zn2 N11 1.982(6) . ?
Zn2 N9 1.999(7) . ?
Zn2 N13 2.008(7) . ?
Zn2 F4 2.046(4) . ?
Zn2 F7 2.118(4) . ?
Zn3 N19 1.987(7) . ?
Zn3 N17 1.991(7) . ?
Zn3 N15 1.991(6) . ?
Zn3 F9 2.042(4) . ?
Zn3 F8 2.118(4) . ?
V1 O1 1.599(5) . ?
V1 F2 1.922(4) . ?
V1 F4 1.946(4) . ?
V1 F3 1.948(4) . ?
V1 F1 2.045(4) . ?
V1 N7 2.179(7) . ?
V2 O2 1.593(6) . ?
V2 F5 1.841(5) . ?
V2 F7 1.888(4) . ?
V2 F6 1.893(4) . ?
V2 F8 1.926(4) . ?
V3 O3 1.573(6) . ?
V3 F10 1.861(5) . ?
V3 F11 1.871(5) . ?
V3 F9 1.906(4) . ?
V3 F12 1.932(4) 1_656 ?
C1 N1 1.325(11) . ?
C1 C2 1.405(12) . ?
C1 H1 0.93 . ?
C2 C3 1.345(12) . ?
C2 H2 0.93 . ?
C3 N2 1.339(10) . ?
C3 C4 1.499(12) . ?
C4 H4A 0.96 . ?
C4 H4B 0.96 . ?
C4 H4C 0.96 . ?
C5 N3 1.334(9) . ?
C5 C6 1.380(11) . ?
C5 H5 0.93 . ?
C6 C7 1.359(11) . ?
C6 H6 0.93 . ?
C7 N4 1.334(9) . ?
C7 C8 1.521(11) . ?
C8 H8A 0.96 . ?
C8 H8B 0.96 . ?
C8 H8C 0.96 . ?
C9 N5 1.343(10) . ?
C9 C10 1.353(11) . ?
C9 H9 0.93 . ?
C10 C11 1.376(12) . ?
C10 H10 0.93 . ?
C11 N6 1.334(10) . ?
C11 C12 1.491(12) . ?
C12 H12A 0.96 . ?
C12 H12B 0.96 . ?
C12 H12C 0.96 . ?
C13 N8 1.333(10) . ?
C13 C14 1.360(12) . ?
C13 H13 0.93 . ?
C14 C15 1.380(12) . ?
C14 H14 0.93 . ?
C15 N7 1.345(10) . ?
C15 C16 1.490(11) . ?
C16 H16A 0.96 . ?
C16 H16B 0.96 . ?
C16 H16C 0.96 . ?
C17 N9 1.303(9) . ?
C17 C18 1.386(12) . ?
C17 H17 0.93 . ?
C18 C19 1.385(12) . ?
C18 H18 0.93 . ?
C19 N10 1.336(9) . ?
C19 C20 1.474(12) . ?
C20 H20A 0.96 . ?
C20 H20B 0.96 . ?
C20 H20C 0.96 . ?
C21 N11 1.333(9) . ?
C21 C22 1.362(11) . ?
C21 H21 0.93 . ?
C22 C23 1.376(11) . ?
C22 H22 0.93 . ?
C23 N12 1.339(9) . ?
C23 C24 1.486(11) . ?
C24 H24A 0.96 . ?
C24 H24B 0.96 . ?
C24 H24C 0.96 . ?
C25 N13 1.329(10) . ?
C25 C26 1.395(12) . ?
C25 H25 0.93 . ?
C26 C27 1.372(12) . ?
C26 H26 0.93 . ?
C27 N14 1.318(9) . ?
C27 C28 1.476(11) . ?
C28 H28A 0.96 . ?
C28 H28B 0.96 . ?
C28 H28C 0.96 . ?
C29 N15 1.337(9) . ?
C29 C30 1.391(11) . ?
C29 H29 0.93 . ?
C30 C31 1.351(11) . ?
C30 H30 0.93 . ?
C31 N16 1.346(9) . ?
C31 C32 1.477(11) . ?
C32 H32A 0.96 . ?
C32 H32B 0.96 . ?
C32 H32C 0.96 . ?
C33 N17 1.332(10) . ?
C33 C34 1.392(12) . ?
C33 H33 0.93 . ?
C34 C35 1.370(12) . ?
C34 H34 0.93 . ?
C35 N18 1.348(10) . ?
C35 C36 1.510(12) . ?
C36 H36A 0.96 . ?
C36 H36B 0.96 . ?
C36 H36C 0.96 . ?
C37 N19 1.330(10) . ?
C37 C38 1.382(12) . ?
C37 H37 0.93 . ?
C38 C39 1.352(12) . ?
C38 H38 0.93 . ?
C39 N20 1.329(10) . ?
C39 C40 1.493(12) . ?
C40 H40A 0.96 . ?
C40 H40B 0.96 . ?
C40 H40C 0.96 . ?
F12 V3 1.931(4) 1_454 ?
N1 N2 1.350(8) . ?
N2 H3 0.86 . ?
N3 N4 1.338(8) . ?
N4 H7 0.86 . ?
N5 N6 1.356(8) . ?
N6 H11 0.8598 . ?
N7 N8 1.352(8) . ?
N8 H15 0.86 . ?
N9 N10 1.343(8) . ?
N10 H19 0.8599 . ?
N11 N12 1.350(8) . ?
N12 H23 0.8598 . ?
N13 N14 1.342(8) . ?
N14 H27 0.8599 . ?
N15 N16 1.352(8) . ?
N16 H31 0.8599 . ?
N17 N18 1.366(8) . ?
N18 H35 0.8601 . ?
N19 N20 1.361(8) . ?
N20 H39 0.86 . ?

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 Zn1 N3 113.2(3) . . ?
N5 Zn1 N1 118.7(3) . . ?
N3 Zn1 N1 127.9(3) . . ?
N5 Zn1 F3 90.2(2) . . ?
N3 Zn1 F3 94.6(2) . . ?
N1 Zn1 F3 90.4(2) . . ?
N5 Zn1 F12 91.8(3) . . ?
N3 Zn1 F12 85.5(2) . . ?
N1 Zn1 F12 87.7(2) . . ?
F3 Zn1 F12 177.69(18) . . ?
N11 Zn2 N9 127.3(3) . . ?
N11 Zn2 N13 110.7(3) . . ?
N9 Zn2 N13 122.0(3) . . ?
N11 Zn2 F4 93.1(2) . . ?
N9 Zn2 F4 88.3(2) . . ?
N13 Zn2 F4 89.6(2) . . ?
N11 Zn2 F7 93.4(2) . . ?
N9 Zn2 F7 85.2(2) . . ?
N13 Zn2 F7 91.1(2) . . ?
F4 Zn2 F7 172.74(18) . . ?
N19 Zn3 N17 119.1(3) . . ?
N19 Zn3 N15 119.7(3) . . ?
N17 Zn3 N15 121.0(3) . . ?
N19 Zn3 F9 93.3(2) . . ?
N17 Zn3 F9 87.7(2) . . ?
N15 Zn3 F9 93.0(2) . . ?
N19 Zn3 F8 89.5(2) . . ?
N17 Zn3 F8 90.3(2) . . ?
N15 Zn3 F8 86.2(2) . . ?
F9 Zn3 F8 177.1(2) . . ?
O1 V1 F2 100.2(2) . . ?
O1 V1 F4 98.3(2) . . ?
F2 V1 F4 87.51(19) . . ?
O1 V1 F3 99.2(2) . . ?
F2 V1 F3 87.29(19) . . ?
F4 V1 F3 162.4(2) . . ?
O1 V1 F1 170.0(2) . . ?
F2 V1 F1 89.70(19) . . ?
F4 V1 F1 80.37(18) . . ?
F3 V1 F1 82.75(18) . . ?
O1 V1 N7 89.9(3) . . ?
F2 V1 N7 169.4(2) . . ?
F4 V1 N7 94.3(2) . . ?
F3 V1 N7 87.9(2) . . ?
F1 V1 N7 80.3(2) . . ?
O2 V2 F5 110.3(3) . . ?
O2 V2 F7 103.4(3) . . ?
F5 V2 F7 86.9(2) . . ?
O2 V2 F6 110.6(3) . . ?
F5 V2 F6 139.1(3) . . ?
F7 V2 F6 86.1(2) . . ?
O2 V2 F8 103.6(3) . . ?
F5 V2 F8 84.2(2) . . ?
F7 V2 F8 153.0(2) . . ?
F6 V2 F8 84.0(2) . . ?
O3 V3 F10 113.7(3) . . ?
O3 V3 F11 111.9(3) . . ?
F10 V3 F11 134.3(3) . . ?
O3 V3 F9 103.1(3) . . ?
F10 V3 F9 86.0(2) . . ?
F11 V3 F9 85.5(2) . . ?
O3 V3 F12 102.1(3) . 1_656 ?
F10 V3 F12 83.6(2) . 1_656 ?
F11 V3 F12 85.6(2) . 1_656 ?
F9 V3 F12 154.8(2) . 1_656 ?
N1 C1 C2 109.3(9) . . ?
N1 C1 H1 125.4 . . ?
C2 C1 H1 125.4 . . ?
C3 C2 C1 106.2(9) . . ?
C3 C2 H2 126.9 . . ?
C1 C2 H2 126.9 . . ?
N2 C3 C2 107.2(8) . . ?
N2 C3 C4 119.5(9) . . ?
C2 C3 C4 133.2(10) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 C6 110.1(8) . . ?
N3 C5 H5 124.9 . . ?
C6 C5 H5 124.9 . . ?
C7 C6 C5 105.6(8) . . ?
C7 C6 H6 127.2 . . ?
C5 C6 H6 127.2 . . ?
N4 C7 C6 107.4(8) . . ?
N4 C7 C8 121.4(8) . . ?
C6 C7 C8 131.1(9) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C9 C10 110.8(9) . . ?
N5 C9 H9 124.6 . . ?
C10 C9 H9 124.6 . . ?
C9 C10 C11 106.9(9) . . ?
C9 C10 H10 126.5 . . ?
C11 C10 H10 126.5 . . ?
N6 C11 C10 105.7(8) . . ?
N6 C11 C12 121.0(9) . . ?
C10 C11 C12 133.3(10) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N8 C13 C14 106.9(9) . . ?
N8 C13 H13 126.5 . . ?
C14 C13 H13 126.5 . . ?
C13 C14 C15 105.9(9) . . ?
C13 C14 H14 127 . . ?
C15 C14 H14 127 . . ?
N7 C15 C14 110.7(9) . . ?
N7 C15 C16 122.1(9) . . ?
C14 C15 C16 127.1(9) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N9 C17 C18 112.0(8) . . ?
N9 C17 H17 124 . . ?
C18 C17 H17 124 . . ?
C19 C18 C17 104.7(8) . . ?
C19 C18 H18 127.7 . . ?
C17 C18 H18 127.7 . . ?
N10 C19 C18 105.7(8) . . ?
N10 C19 C20 122.8(9) . . ?
C18 C19 C20 131.4(8) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N11 C21 C22 112.1(8) . . ?
N11 C21 H21 123.9 . . ?
C22 C21 H21 123.9 . . ?
C21 C22 C23 106.2(8) . . ?
C21 C22 H22 126.9 . . ?
C23 C22 H22 126.9 . . ?
N12 C23 C22 104.9(8) . . ?
N12 C23 C24 121.1(9) . . ?
C22 C23 C24 134.0(9) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N13 C25 C26 110.5(9) . . ?
N13 C25 H25 124.7 . . ?
C26 C25 H25 124.7 . . ?
C27 C26 C25 105.2(8) . . ?
C27 C26 H26 127.4 . . ?
C25 C26 H26 127.4 . . ?
N14 C27 C26 106.5(9) . . ?
N14 C27 C28 124.8(9) . . ?
C26 C27 C28 128.7(9) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N15 C29 C30 109.7(8) . . ?
N15 C29 H29 125.2 . . ?
C30 C29 H29 125.2 . . ?
C31 C30 C29 106.6(8) . . ?
C31 C30 H30 126.7 . . ?
C29 C30 H30 126.7 . . ?
N16 C31 C30 106.9(8) . . ?
N16 C31 C32 121.4(8) . . ?
C30 C31 C32 131.7(9) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N17 C33 C34 110.7(8) . . ?
N17 C33 H33 124.7 . . ?
C34 C33 H33 124.7 . . ?
C35 C34 C33 106.1(9) . . ?
C35 C34 H34 127 . . ?
C33 C34 H34 127 . . ?
N18 C35 C34 106.6(8) . . ?
N18 C35 C36 120.1(10) . . ?
C34 C35 C36 133.2(10) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N19 C37 C38 110.1(9) . . ?
N19 C37 H37 124.9 . . ?
C38 C37 H37 124.9 . . ?
C39 C38 C37 107.3(9) . . ?
C39 C38 H38 126.4 . . ?
C37 C38 H38 126.4 . . ?
N20 C39 C38 105.7(9) . . ?
N20 C39 C40 120.9(10) . . ?
C38 C39 C40 133.4(10) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
V1 F3 Zn1 176.3(3) . . ?
V1 F4 Zn2 174.6(2) . . ?
V2 F7 Zn2 167.6(3) . . ?
V2 F8 Zn3 172.8(3) . . ?
V3 F9 Zn3 171.9(3) . . ?
V3 F12 Zn1 174.0(3) 1_454 . ?
C1 N1 N2 105.9(7) . . ?
C1 N1 Zn1 129.5(6) . . ?
N2 N1 Zn1 124.5(5) . . ?
C3 N2 N1 111.3(7) . . ?
C3 N2 H3 124.3 . . ?
N1 N2 H3 124.4 . . ?
C5 N3 N4 105.7(7) . . ?
C5 N3 Zn1 130.7(6) . . ?
N4 N3 Zn1 123.4(5) . . ?
C7 N4 N3 111.2(7) . . ?
C7 N4 H7 124.3 . . ?
N3 N4 H7 124.5 . . ?
C9 N5 N6 104.4(7) . . ?
C9 N5 Zn1 130.8(6) . . ?
N6 N5 Zn1 124.8(6) . . ?
C11 N6 N5 112.1(7) . . ?
C11 N6 H11 123.8 . . ?
N5 N6 H11 124.1 . . ?
C15 N7 N8 104.2(7) . . ?
C15 N7 V1 137.9(7) . . ?
N8 N7 V1 116.9(5) . . ?
C13 N8 N7 112.3(8) . . ?
C13 N8 H15 123.7 . . ?
N7 N8 H15 124.1 . . ?
C17 N9 N10 105.0(7) . . ?
C17 N9 Zn2 129.3(6) . . ?
N10 N9 Zn2 125.7(5) . . ?
C19 N10 N9 112.6(7) . . ?
C19 N10 H19 123.5 . . ?
N9 N10 H19 123.9 . . ?
C21 N11 N12 103.1(7) . . ?
C21 N11 Zn2 132.4(6) . . ?
N12 N11 Zn2 123.6(5) . . ?
C23 N12 N11 113.6(7) . . ?
C23 N12 H23 123.5 . . ?
N11 N12 H23 122.9 . . ?
C25 N13 N14 104.5(7) . . ?
C25 N13 Zn2 130.9(7) . . ?
N14 N13 Zn2 123.9(5) . . ?
C27 N14 N13 113.3(7) . . ?
C27 N14 H27 123.1 . . ?
N13 N14 H27 123.6 . . ?
C29 N15 N16 105.5(7) . . ?
C29 N15 Zn3 131.5(6) . . ?
N16 N15 Zn3 123.0(5) . . ?
C31 N16 N15 111.3(7) . . ?
C31 N16 H31 124.6 . . ?
N15 N16 H31 124.1 . . ?
C33 N17 N18 105.1(7) . . ?
C33 N17 Zn3 131.7(6) . . ?
N18 N17 Zn3 123.0(5) . . ?
C35 N18 N17 111.5(7) . . ?
C35 N18 H35 124.5 . . ?
N17 N18 H35 124.1 . . ?
C37 N19 N20 104.1(7) . . ?
C37 N19 Zn3 132.1(6) . . ?
N20 N19 Zn3 123.5(6) . . ?
C39 N20 N19 112.8(8) . . ?
C39 N20 H39 123.4 . . ?
N19 N20 H39 123.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C5 H5 F1 0.93 2.22 3.134(10) 168.4 .
C16 H16A O1 0.96 2.31 3.043(10) 132.2 .
C20 H20C F2 0.96 2.43 3.242(10) 142.1 4_566
C21 H21 O2 0.93 2.59 3.480(11) 160.7 .
C26 H26 O1 0.93 2.5 3.336(10) 150.5 3_565
C29 H29 F10 0.93 2.33 3.226(10) 162.7 .
C37 H37 O3 0.93 2.58 3.475(12) 160.9 .
N2 H3 F10 0.86 1.8 2.655(8) 172.9 1_454
N2 H3 F12 0.86 2.41 2.875(8) 114.7 .
N4 H7 F11 0.86 2.08 2.934(8) 169.8 1_454
N4 H7 F12 0.86 2.26 2.755(8) 116.8 .
N6 H11 F2 0.86 1.98 2.841(8) 174.8 .
N6 H11 F3 0.86 2.49 2.930(8) 112.8 .
N8 H15 F1 0.86 2.08 2.610(8) 119.3 .
N8 H15 O2 0.86 2.35 2.965(9) 129.2 3
N10 H19 F6 0.86 2.02 2.862(8) 165.1 .
N10 H19 F7 0.86 2.32 2.802(8) 115.5 .
N12 H23 F1 0.86 1.78 2.623(7) 168.3 .
N12 H23 F4 0.86 2.52 3.001(8) 115.8 .
N14 H27 F2 0.86 2.05 2.900(8) 171.3 .
N14 H27 F4 0.86 2.5 2.946(8) 113.4 .
N16 H31 F6 0.86 2.07 2.925(8) 169.9 .
N16 H31 F8 0.86 2.26 2.766(8) 117.7 .
N18 H35 F9 0.86 2.33 2.803(9) 115.3 .
N18 H35 F11 0.86 2.05 2.900(9) 170.7 .
N20 H39 F5 0.86 1.9 2.744(9) 165.8 .
N20 H39 F8 0.86 2.41 2.895(9) 116.6 .

