# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2015

####################################################################### 
# 
# 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. 
# 
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data_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1027744'
_audit_update_record             
;
2015-01-09 deposited with the CCDC.
2015-01-21 downloaded from the CCDC.
;
# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is ? The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H25 F6 N5 O2 S'
_chemical_formula_weight         609.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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                   8.2512(3)
_cell_length_b                   30.1101(10)
_cell_length_c                   11.6340(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.2120(10)
_cell_angle_gamma                90.00
_cell_volume                     2825.00(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    13523
_cell_measurement_theta_min      3.09
_cell_measurement_theta_max      27.44

_exptl_crystal_description       chip
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.9211
_exptl_absorpt_correction_T_max  0.9465
_exptl_absorpt_process_details   
;
Higashi, T. (1995). Program for 
Absorption Correction. Rigaku Corporation, Tokyo, Japan.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku R-axis Spider'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            23076
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.08
_diffrn_reflns_theta_max         25.50
_reflns_number_total             5230
_reflns_number_gt                3292
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_cell_refinement       'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_data_reduction        'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL 5.1 (Bruker AXS, 2000)'
_computing_publication_material  'SHELXTL 5.1 (Bruker AXS, 2000)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0100P)²+6.8920P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0066(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5230
_refine_ls_number_parameters     392
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0723
_refine_ls_wR_factor_ref         0.1574
_refine_ls_wR_factor_gt          0.1355
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S S 0.94907(16) 0.29998(4) 0.98755(12) 0.0677(4) Uani 1 1 d . . .
F1 F 0.0875(5) 0.09157(13) 0.6041(5) 0.170(2) Uani 1 1 d . . .
F2 F 0.1825(5) 0.03005(15) 0.5813(4) 0.1478(19) Uani 1 1 d . . .
F3 F 0.0842(5) 0.04188(19) 0.7232(4) 0.165(2) Uani 1 1 d . . .
F4 F 0.7350(8) -0.01169(15) 0.8400(5) 0.212(3) Uani 1 1 d . . .
F5 F 0.8729(5) 0.03499(12) 0.9413(5) 0.153(2) Uani 1 1 d . . .
F6 F 0.6861(6) 0.0041(2) 0.9969(5) 0.198(3) Uani 1 1 d . . .
O1 O 0.4715(3) 0.27567(8) 0.7688(2) 0.0449(7) Uani 1 1 d . . .
N1 N 0.4370(4) 0.26303(9) 0.5678(2) 0.0383(7) Uani 1 1 d . . .
N2 N 0.4462(4) 0.22623(10) 0.4981(3) 0.0392(7) Uani 1 1 d D . .
N3 N 0.6967(4) 0.19196(10) 0.8868(3) 0.0400(7) Uani 1 1 d . . .
N4 N 0.7645(4) 0.23380(11) 0.8881(3) 0.0452(8) Uani 1 1 d D . .
N5 N 0.9075(5) 0.22050(14) 1.0755(3) 0.0564(9) Uani 1 1 d D . .
C1 C 0.3850(6) 0.34123(13) 0.5774(4) 0.0603(12) Uani 1 1 d . . .
H1A H 0.4738 0.3436 0.6413 0.072 Uiso 1 1 calc R . .
C2 C 0.2893(8) 0.37807(15) 0.5360(4) 0.0780(16) Uani 1 1 d . . .
H2A H 0.3129 0.4053 0.5735 0.094 Uiso 1 1 calc R . .
C3 C 0.1596(7) 0.37467(16) 0.4401(5) 0.0712(14) Uani 1 1 d . . .
H3A H 0.0956 0.3995 0.4135 0.085 Uiso 1 1 calc R . .
C4 C 0.1251(6) 0.33516(16) 0.3842(4) 0.0644(13) Uani 1 1 d . . .
H4A H 0.0389 0.3332 0.3184 0.077 Uiso 1 1 calc R . .
C5 C 0.2175(5) 0.29765(14) 0.4245(3) 0.0497(10) Uani 1 1 d . . .
H5A H 0.1934 0.2705 0.3866 0.060 Uiso 1 1 calc R . .
C6 C 0.3455(5) 0.30124(11) 0.5216(3) 0.0390(8) Uani 1 1 d . . .
C7 C 0.4848(4) 0.25051(11) 0.6852(3) 0.0367(8) Uani 1 1 d . . .
C8 C 0.5378(4) 0.20532(11) 0.6857(3) 0.0342(8) Uani 1 1 d . . .
C9 C 0.5102(4) 0.19200(11) 0.5679(3) 0.0364(8) Uani 1 1 d . . .
C10 C 0.5279(5) 0.14838(12) 0.5151(3) 0.0397(8) Uani 1 1 d . . .
C11 C 0.4005(6) 0.13296(13) 0.4256(3) 0.0546(11) Uani 1 1 d . . .
H11A H 0.3122 0.1514 0.3936 0.066 Uiso 1 1 calc R . .
C12 C 0.4063(7) 0.08985(15) 0.3846(4) 0.0695(13) Uani 1 1 d . . .
H12A H 0.3216 0.0795 0.3248 0.083 Uiso 1 1 calc R . .
C13 C 0.5360(7) 0.06240(15) 0.4317(4) 0.0695(13) Uani 1 1 d . . .
H13A H 0.5372 0.0333 0.4050 0.083 Uiso 1 1 calc R . .
C14 C 0.6644(6) 0.07760(14) 0.5181(4) 0.0610(12) Uani 1 1 d . . .
H14A H 0.7529 0.0590 0.5488 0.073 Uiso 1 1 calc R . .
C15 C 0.6616(5) 0.12075(13) 0.5595(3) 0.0475(9) Uani 1 1 d . . .
H15A H 0.7492 0.1312 0.6171 0.057 Uiso 1 1 calc R . .
C16 C 0.5953(4) 0.17874(11) 0.7911(3) 0.0358(8) Uani 1 1 d . . .
C17 C 0.5408(4) 0.13182(11) 0.7935(3) 0.0382(8) Uani 1 1 d . . .
C18 C 0.3860(5) 0.11877(12) 0.7303(3) 0.0426(9) Uani 1 1 d . . .
H18A H 0.3128 0.1398 0.6901 0.051 Uiso 1 1 calc R . .
C19 C 0.3408(5) 0.07434(13) 0.7273(4) 0.0493(10) Uani 1 1 d . . .
C20 C 0.4488(6) 0.04266(13) 0.7858(4) 0.0559(11) Uani 1 1 d . . .
H20A H 0.4182 0.0129 0.7830 0.067 Uiso 1 1 calc R . .
C21 C 0.6026(5) 0.05574(13) 0.8482(4) 0.0528(10) Uani 1 1 d . . .
C22 C 0.6480(5) 0.09990(12) 0.8532(3) 0.0476(10) Uani 1 1 d . . .
H22A H 0.7512 0.1084 0.8968 0.057 Uiso 1 1 calc R . .
C23 C 0.8714(5) 0.24854(13) 0.9872(3) 0.0457(9) Uani 1 1 d . . .
C24 C 1.0294(6) 0.2298(2) 1.1833(4) 0.0830(17) Uani 1 1 d . . .
H24A H 1.0362 0.2050 1.2358 0.124 Uiso 1 1 calc R . .
H24B H 0.9964 0.2558 1.2204 0.124 Uiso 1 1 calc R . .
H24C H 1.1359 0.2349 1.1647 0.124 Uiso 1 1 calc R . .
C25 C 0.1753(6) 0.06011(17) 0.6592(5) 0.0675(13) Uani 1 1 d . . .
C26 C 0.7227(8) 0.02148(15) 0.9065(6) 0.0799(16) Uani 1 1 d . . .
O2 O 0.7924(6) 0.34822(19) 0.7254(5) 0.1388(19) Uani 1 1 d D . .
H2B H 0.7011 0.3363 0.7080 0.208 Uiso 1 1 calc R . .
C28 C 0.7737(13) 0.3949(2) 0.7132(12) 0.225(6) Uani 1 1 d D . .
H28A H 0.7021 0.4064 0.7624 0.270 Uiso 1 1 calc R . .
H28B H 0.7294 0.4032 0.6321 0.270 Uiso 1 1 calc R . .
C29 C 0.9470(13) 0.4107(4) 0.7536(12) 0.241(7) Uani 1 1 d D . .
H29A H 0.9494 0.4425 0.7499 0.361 Uiso 1 1 calc R . .
H29B H 1.0150 0.3985 0.7038 0.361 Uiso 1 1 calc R . .
H29C H 0.9886 0.4012 0.8332 0.361 Uiso 1 1 calc R . .
H4N H 0.715(5) 0.2539(11) 0.840(3) 0.067(14) Uiso 1 1 d D . .
H2N H 0.447(6) 0.2293(17) 0.4242(14) 0.092(18) Uiso 1 1 d D . .
H5N H 0.861(5) 0.1947(7) 1.069(4) 0.071(16) Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S C23 1.676(4) . ?
F1 C25 1.279(6) . ?
F2 C25 1.291(6) . ?
F3 C25 1.287(6) . ?
F4 C26 1.280(7) . ?
F5 C26 1.286(6) . ?
F6 C26 1.267(7) . ?
O1 C7 1.256(4) . ?
N1 N2 1.385(4) . ?
N1 C7 1.391(4) . ?
N1 C6 1.418(4) . ?
N2 C9 1.348(4) . ?
N2 H2N 0.866(10) . ?
N3 C16 1.306(4) . ?
N3 N4 1.377(4) . ?
N4 C23 1.369(5) . ?
N4 H4N 0.865(10) . ?
N5 C23 1.314(5) . ?
N5 C24 1.460(5) . ?
N5 H5N 0.862(10) . ?
C1 C6 1.374(5) . ?
C1 C2 1.387(6) . ?
C1 H1A 0.9300 . ?
C2 C3 1.377(7) . ?
C2 H2A 0.9300 . ?
C3 C4 1.357(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.388(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.377(5) . ?
C5 H5A 0.9300 . ?
C7 C8 1.429(5) . ?
C8 C9 1.400(4) . ?
C8 C16 1.457(4) . ?
C9 C10 1.470(5) . ?
C10 C15 1.391(5) . ?
C10 C11 1.393(5) . ?
C11 C12 1.387(6) . ?
C11 H11A 0.9300 . ?
C12 C13 1.371(7) . ?
C12 H12A 0.9300 . ?
C13 C14 1.375(6) . ?
C13 H13A 0.9300 . ?
C14 C15 1.387(5) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.485(5) . ?
C17 C18 1.389(5) . ?
C17 C22 1.389(5) . ?
C18 C19 1.387(5) . ?
C18 H18A 0.9300 . ?
C19 C20 1.382(6) . ?
C19 C25 1.489(6) . ?
C20 C21 1.379(6) . ?
C20 H20A 0.9300 . ?
C21 C22 1.379(5) . ?
C21 C26 1.491(6) . ?
C22 H22A 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
O2 C28 1.417(3) . ?
O2 H2B 0.8200 . ?
C28 C29 1.486(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N1 C7 108.6(3) . . ?
N2 N1 C6 121.2(3) . . ?
C7 N1 C6 127.6(3) . . ?
C9 N2 N1 108.8(3) . . ?
C9 N2 H2N 127(3) . . ?
N1 N2 H2N 121(3) . . ?
C16 N3 N4 118.3(3) . . ?
C23 N4 N3 119.6(3) . . ?
C23 N4 H4N 117(3) . . ?
N3 N4 H4N 120(3) . . ?
C23 N5 C24 123.3(4) . . ?
C23 N5 H5N 119(3) . . ?
C24 N5 H5N 117(3) . . ?
C6 C1 C2 118.4(4) . . ?
C6 C1 H1A 120.8 . . ?
C2 C1 H1A 120.8 . . ?
C3 C2 C1 120.6(5) . . ?
C3 C2 H2A 119.7 . . ?
C1 C2 H2A 119.7 . . ?
C4 C3 C2 120.1(4) . . ?
C4 C3 H3A 119.9 . . ?
C2 C3 H3A 119.9 . . ?
C3 C4 C5 120.4(4) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
C6 C5 C4 119.0(4) . . ?
C6 C5 H5A 120.5 . . ?
C4 C5 H5A 120.5 . . ?
C1 C6 C5 121.3(4) . . ?
C1 C6 N1 118.5(3) . . ?
C5 C6 N1 120.1(3) . . ?
O1 C7 N1 123.0(3) . . ?
O1 C7 C8 130.4(3) . . ?
N1 C7 C8 106.6(3) . . ?
C9 C8 C7 106.4(3) . . ?
C9 C8 C16 128.5(3) . . ?
C7 C8 C16 124.9(3) . . ?
N2 C9 C8 109.4(3) . . ?
N2 C9 C10 119.5(3) . . ?
C8 C9 C10 130.9(3) . . ?
C15 C10 C11 119.5(3) . . ?
C15 C10 C9 121.4(3) . . ?
C11 C10 C9 118.9(3) . . ?
C12 C11 C10 119.6(4) . . ?
C12 C11 H11A 120.2 . . ?
C10 C11 H11A 120.2 . . ?
C13 C12 C11 120.5(4) . . ?
C13 C12 H12A 119.7 . . ?
C11 C12 H12A 119.7 . . ?
C12 C13 C14 120.4(4) . . ?
C12 C13 H13A 119.8 . . ?
C14 C13 H13A 119.8 . . ?
C13 C14 C15 119.9(4) . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C14 C15 C10 120.1(4) . . ?
C14 C15 H15A 120.0 . . ?
C10 C15 H15A 120.0 . . ?
N3 C16 C8 125.9(3) . . ?
N3 C16 C17 114.6(3) . . ?
C8 C16 C17 119.5(3) . . ?
C18 C17 C22 119.1(3) . . ?
C18 C17 C16 120.5(3) . . ?
C22 C17 C16 120.3(3) . . ?
C19 C18 C17 119.9(4) . . ?
C19 C18 H18A 120.1 . . ?
C17 C18 H18A 120.1 . . ?
C20 C19 C18 120.8(4) . . ?
C20 C19 C25 119.1(4) . . ?
C18 C19 C25 120.1(4) . . ?
C21 C20 C19 119.2(4) . . ?
C21 C20 H20A 120.4 . . ?
C19 C20 H20A 120.4 . . ?
C20 C21 C22 120.6(4) . . ?
C20 C21 C26 119.4(4) . . ?
C22 C21 C26 120.0(4) . . ?
C21 C22 C17 120.5(4) . . ?
C21 C22 H22A 119.7 . . ?
C17 C22 H22A 119.7 . . ?
N5 C23 N4 116.7(4) . . ?
N5 C23 S 124.6(3) . . ?
N4 C23 S 118.7(3) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 C25 F3 105.5(5) . . ?
F1 C25 F2 105.8(5) . . ?
F3 C25 F2 103.1(5) . . ?
F1 C25 C19 114.3(4) . . ?
F3 C25 C19 113.4(4) . . ?
F2 C25 C19 113.7(4) . . ?
F6 C26 F4 104.1(5) . . ?
F6 C26 F5 104.6(6) . . ?
F4 C26 F5 104.1(6) . . ?
F6 C26 C21 114.2(5) . . ?
F4 C26 C21 113.3(5) . . ?
F5 C26 C21 115.3(4) . . ?
C28 O2 H2B 109.5 . . ?
O2 C28 C29 102.1(8) . . ?
O2 C28 H28A 111.4 . . ?
C29 C28 H28A 111.4 . . ?
O2 C28 H28B 111.4 . . ?
C29 C28 H28B 111.4 . . ?
H28A C28 H28B 109.2 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
C7 N1 N2 C9 -4.7(4) . . . . ?
C6 N1 N2 C9 -167.5(3) . . . . ?
C16 N3 N4 C23 -179.9(3) . . . . ?
C6 C1 C2 C3 -1.1(8) . . . . ?
C1 C2 C3 C4 -0.6(8) . . . . ?
C2 C3 C4 C5 1.4(7) . . . . ?
C3 C4 C5 C6 -0.5(7) . . . . ?
C2 C1 C6 C5 2.0(7) . . . . ?
C2 C1 C6 N1 -176.4(4) . . . . ?
C4 C5 C6 C1 -1.3(6) . . . . ?
C4 C5 C6 N1 177.2(4) . . . . ?
N2 N1 C6 C1 -157.4(4) . . . . ?
C7 N1 C6 C1 43.3(6) . . . . ?
N2 N1 C6 C5 24.2(5) . . . . ?
C7 N1 C6 C5 -135.2(4) . . . . ?
N2 N1 C7 O1 -172.0(3) . . . . ?
C6 N1 C7 O1 -10.5(6) . . . . ?
N2 N1 C7 C8 4.9(4) . . . . ?
C6 N1 C7 C8 166.3(3) . . . . ?
O1 C7 C8 C9 173.2(4) . . . . ?
N1 C7 C8 C9 -3.3(4) . . . . ?
O1 C7 C8 C16 -2.2(6) . . . . ?
N1 C7 C8 C16 -178.8(3) . . . . ?
N1 N2 C9 C8 2.5(4) . . . . ?
N1 N2 C9 C10 178.0(3) . . . . ?
C7 C8 C9 N2 0.6(4) . . . . ?
C16 C8 C9 N2 175.8(3) . . . . ?
C7 C8 C9 C10 -174.3(4) . . . . ?
C16 C8 C9 C10 0.9(6) . . . . ?
N2 C9 C10 C15 144.3(4) . . . . ?
C8 C9 C10 C15 -41.3(6) . . . . ?
N2 C9 C10 C11 -41.5(5) . . . . ?
C8 C9 C10 C11 133.0(4) . . . . ?
C15 C10 C11 C12 2.0(6) . . . . ?
C9 C10 C11 C12 -172.4(4) . . . . ?
C10 C11 C12 C13 0.1(7) . . . . ?
C11 C12 C13 C14 -1.7(8) . . . . ?
C12 C13 C14 C15 1.1(8) . . . . ?
C13 C14 C15 C10 1.1(7) . . . . ?
C11 C10 C15 C14 -2.6(6) . . . . ?
C9 C10 C15 C14 171.7(4) . . . . ?
N4 N3 C16 C8 -4.0(5) . . . . ?
N4 N3 C16 C17 174.5(3) . . . . ?
C9 C8 C16 N3 142.0(4) . . . . ?
C7 C8 C16 N3 -43.6(6) . . . . ?
C9 C8 C16 C17 -36.4(6) . . . . ?
C7 C8 C16 C17 138.0(4) . . . . ?
N3 C16 C17 C18 150.0(3) . . . . ?
C8 C16 C17 C18 -31.5(5) . . . . ?
N3 C16 C17 C22 -34.0(5) . . . . ?
C8 C16 C17 C22 144.6(4) . . . . ?
C22 C17 C18 C19 -0.2(5) . . . . ?
C16 C17 C18 C19 175.9(3) . . . . ?
C17 C18 C19 C20 -0.6(6) . . . . ?
C17 C18 C19 C25 -179.7(4) . . . . ?
C18 C19 C20 C21 0.5(6) . . . . ?
C25 C19 C20 C21 179.5(4) . . . . ?
C19 C20 C21 C22 0.5(7) . . . . ?
C19 C20 C21 C26 -177.0(5) . . . . ?
C20 C21 C22 C17 -1.2(6) . . . . ?
C26 C21 C22 C17 176.2(4) . . . . ?
C18 C17 C22 C21 1.1(6) . . . . ?
C16 C17 C22 C21 -175.0(4) . . . . ?
C24 N5 C23 N4 174.9(4) . . . . ?
C24 N5 C23 S -4.1(6) . . . . ?
N3 N4 C23 N5 2.2(5) . . . . ?
N3 N4 C23 S -178.7(3) . . . . ?
C20 C19 C25 F1 -177.0(5) . . . . ?
C18 C19 C25 F1 2.0(7) . . . . ?
C20 C19 C25 F3 62.0(6) . . . . ?
C18 C19 C25 F3 -119.0(5) . . . . ?
C20 C19 C25 F2 -55.4(6) . . . . ?
C18 C19 C25 F2 123.7(5) . . . . ?
C20 C21 C26 F6 -72.7(7) . . . . ?
C22 C21 C26 F6 109.8(6) . . . . ?
C20 C21 C26 F4 46.2(8) . . . . ?
C22 C21 C26 F4 -131.2(6) . . . . ?
C20 C21 C26 F5 166.0(5) . . . . ?
C22 C21 C26 F5 -11.4(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
N4 H4N O1 0.865(10) 2.11(3) 2.818(4) 139(4) .
N2 H2N O1 0.866(10) 1.867(15) 2.720(4) 168(5) 4_565
N5 H5N O2 0.862(10) 2.40(4) 2.988(7) 126(4) 4_566

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.075

