# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_chandru_3_0m
_database_code_depnum_ccdc_archive 'CCDC 990917'
_audit_update_record             
;
2014-03-10 deposited with the CCDC.
2016-01-06 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H16 F3 N3 O3'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' 
_chemical_formula_structural     ?
_chemical_formula_sum            'C23 H16 F3 N3 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         439.39
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

# 6. CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_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                   9.3819(12)
_cell_length_b                   8.0471(10)
_cell_length_c                   26.808(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.592(7)
_cell_angle_gamma                90
_cell_volume                     2020.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_cell_special_details            
;
;

_exptl_crystal_description       ?
_exptl_crystal_colour            ?

_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    0.991
_exptl_crystal_density_meas_temp ?

# Permitted for _exptl_absorpt_correction_type :
# analytical     'analytical from crystal shape'
#                Example: de Meulenaer&Tompa: ABST
# cylinder       'cylindrical'
# gaussian       'Gaussian from crystal shape'
#                Example: PLATON/ABSG
# integration    'integration from crystal shape'
# multi-scan     'symmetry-related measurements'
#                Example: SADABS, MULABS
# none           'no absorption corr. applied'
# numerical      'numerical from crystal shape'
# psi-scan       'psi-scan corrections'
#                Example: PLATON/ABSP
# refdelf        'refined from delta-F'
#                Example: SHELXA, 
# sphere         'spherical'
#                Example: PLATON/ABSS
_exptl_absorpt_correction_type   ' ?'
# Example: '(North et al., 1968)'
_exptl_absorpt_process_details   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?

# number of measured reflections (redundant set)
_diffrn_reflns_number            6785
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         5.10
_diffrn_reflns_theta_max         48.83
_diffrn_reflns_theta_full        48.83
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measured_fraction_theta_full 0.918
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             1801
# number of observed reflections (> n sig(I))
_reflns_number_gt                1696
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'PLATON (Spek, 2003)'

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

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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)+(0.0804P)²+1.7702P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom


# Permitted for _refine_ls_hydrogen_treatment :
# refall  - refined all H parameters
# refxyz  - refined H coordinates only
# refU    - refined H U only
# noref   - no refinement of H parameters
# constr  - H parameters constrained
# mixed   - some constrained, some independent
# undef   - H-atom parameters not defined
_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     shelxl
_refine_ls_extinction_coef       0.0025(5)
_refine_ls_extinction_expression FC^*^=KFC[1+0.001XFC²Λ³/SIN(2Θ)]^-1/4^
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         1801
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1461
_refine_ls_wR_factor_gt          0.1323
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.048

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

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
F16 F Uani -0.0549(3) 0.2642(5) 0.10705(13) 1.000 0.1292(16) . .
F17 F Uani 0.0119(3) 0.0531(5) 0.07192(11) 1.000 0.1302(16) . .
F18 F Uani -0.1298(3) 0.0362(4) 0.13034(10) 1.000 0.1084(13) . .
O14 O Uani 0.2180(3) -0.0176(4) 0.27864(10) 1.000 0.0672(11) . .
O23 O Uani 0.4477(3) 0.8425(4) 0.14702(11) 1.000 0.0769(11) . .
O24 O Uani 0.5655(3) 0.7780(3) 0.08115(9) 1.000 0.0532(10) . .
N1 N Uani 0.3368(3) 0.1090(3) 0.21751(10) 1.000 0.0412(11) . .
N3 N Uani 0.4739(3) 0.2203(3) 0.16259(10) 1.000 0.0402(11) . .
N10 N Uani 0.2330(3) 0.1631(3) 0.13556(10) 1.000 0.0441(11) . .
C2 C Uani 0.3397(4) 0.1635(4) 0.16929(13) 1.000 0.0383(14) . .
C4 C Uani 0.5558(4) 0.2060(4) 0.20745(13) 1.000 0.0414(12) . .
C5 C Uani 0.4707(4) 0.1355(4) 0.24243(13) 1.000 0.0426(12) . .
C6 C Uani 0.5209(5) 0.1102(5) 0.29162(14) 1.000 0.0587(17) . .
C7 C Uani 0.6600(5) 0.1585(6) 0.30411(15) 1.000 0.0683(17) . .
C8 C Uani 0.7448(5) 0.2286(6) 0.26941(17) 1.000 0.0687(17) . .
C9 C Uani 0.6941(4) 0.2522(5) 0.22063(15) 1.000 0.0564(17) . .
C11 C Uani 0.1107(4) 0.1008(5) 0.15322(14) 1.000 0.0502(16) . .
C12 C Uani 0.0956(4) 0.0399(5) 0.19992(15) 1.000 0.0546(16) . .
C13 C Uani 0.2129(4) 0.0373(5) 0.23570(15) 1.000 0.0500(17) . .
C15 C Uani -0.0130(5) 0.1083(7) 0.11602(17) 1.000 0.0698(19) . .
C19 C Uani 0.5280(4) 0.2591(4) 0.11411(12) 1.000 0.0417(12) . .
C20 C Uani 0.5411(3) 0.4416(4) 0.10360(12) 1.000 0.0385(12) . .
C21 C Uani 0.4833(4) 0.5573(4) 0.13186(13) 1.000 0.0461(14) . .
C22 C Uani 0.4940(4) 0.7316(5) 0.12225(15) 1.000 0.0534(17) . .
C25 C Uani 0.6278(4) 0.6618(4) 0.05115(13) 1.000 0.0423(14) . .
C26 C Uani 0.6990(4) 0.7265(5) 0.01166(14) 1.000 0.0482(14) . .
C27 C Uani 0.7065(5) 0.9109(5) 0.00278(15) 1.000 0.0677(17) . .
C28 C Uani 0.7632(4) 0.6131(5) -0.01844(13) 1.000 0.0518(14) . .
C29 C Uani 0.7587(4) 0.4432(5) -0.01059(13) 1.000 0.0466(14) . .
C30 C Uani 0.8353(5) 0.3268(5) -0.04422(15) 1.000 0.0694(17) . .
C31 C Uani 0.6846(4) 0.3856(5) 0.02889(13) 1.000 0.0450(12) . .
C32 C Uani 0.6184(3) 0.4930(4) 0.06070(12) 1.000 0.0366(12) . .
H6 H Uiso 0.46380 0.06320 0.31500 1.000 0.0700 calc R
H7 H Uiso 0.69750 0.14350 0.33670 1.000 0.0820 calc R
H8 H Uiso 0.83770 0.26030 0.27920 1.000 0.0830 calc R
H9 H Uiso 0.75180 0.29800 0.19720 1.000 0.0680 calc R
H12 H Uiso 0.00740 -0.00030 0.20840 1.000 0.0660 calc R
H19A H Uiso 0.46490 0.20960 0.08820 1.000 0.0500 calc R
H19B H Uiso 0.62120 0.20810 0.11230 1.000 0.0500 calc R
H21 H Uiso 0.43390 0.52290 0.15900 1.000 0.0550 calc R
H27A H Uiso 0.76490 0.96170 0.02920 1.000 0.1010 calc R
H27B H Uiso 0.61210 0.95710 0.00200 1.000 0.1010 calc R
H27C H Uiso 0.74730 0.93140 -0.02860 1.000 0.1010 calc R
H28 H Uiso 0.81160 0.65270 -0.04520 1.000 0.0620 calc R
H30A H Uiso 0.92600 0.29640 -0.02830 1.000 0.1040 calc R
H30B H Uiso 0.84980 0.38130 -0.07530 1.000 0.1040 calc R
H30C H Uiso 0.77860 0.22870 -0.05040 1.000 0.1040 calc R
H31 H Uiso 0.67900 0.27170 0.03430 1.000 0.0540 calc R


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

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F16 C15 1.332(7) . . yes
F17 C15 1.298(6) . . yes
F18 C15 1.318(6) . . yes
O14 C13 1.231(5) . . yes
O23 C22 1.209(5) . . yes
O24 C22 1.377(5) . . yes
O24 C25 1.386(4) . . yes
N1 C2 1.367(4) . . yes
N1 C5 1.402(5) . . yes
N1 C13 1.412(5) . . yes
N3 C2 1.362(5) . . yes
N3 C4 1.391(4) . . yes
N3 C19 1.458(4) . . yes
N10 C2 1.306(5) . . yes
N10 C11 1.364(5) . . yes
C4 C5 1.390(5) . . no
C4 C9 1.375(5) . . no
C5 C6 1.387(5) . . no
C6 C7 1.383(7) . . no
C7 C8 1.382(6) . . no
C8 C9 1.376(6) . . no
C11 C12 1.360(6) . . no
C11 C15 1.483(6) . . no
C12 C13 1.414(5) . . no
C19 C20 1.502(5) . . no
C20 C21 1.337(5) . . no
C20 C32 1.458(4) . . no
C21 C22 1.431(5) . . no
C25 C26 1.388(5) . . no
C25 C32 1.386(5) . . no
C26 C27 1.505(6) . . no
C26 C28 1.381(5) . . no
C28 C29 1.384(6) . . no
C29 C30 1.513(6) . . no
C29 C31 1.382(5) . . no
C31 C32 1.388(5) . . no
C6 H6 0.9300 . . no
C7 H7 0.9300 . . no
C8 H8 0.9300 . . no
C9 H9 0.9300 . . no
C12 H12 0.9300 . . no
C19 H19A 0.9700 . . no
C19 H19B 0.9700 . . no
C21 H21 0.9300 . . no
C27 H27A 0.9600 . . no
C27 H27B 0.9600 . . no
C27 H27C 0.9600 . . no
C28 H28 0.9300 . . no
C30 H30A 0.9600 . . no
C30 H30B 0.9600 . . no
C30 H30C 0.9600 . . no
C31 H31 0.9300 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 O24 C25 121.7(3) . . . yes
C2 N1 C5 109.4(3) . . . yes
C2 N1 C13 121.6(3) . . . yes
C5 N1 C13 129.1(3) . . . yes
C2 N3 C4 108.9(3) . . . yes
C2 N3 C19 124.5(3) . . . yes
C4 N3 C19 125.7(3) . . . yes
C2 N10 C11 112.7(3) . . . yes
N1 C2 N3 107.8(3) . . . yes
N1 C2 N10 126.4(3) . . . yes
N3 C2 N10 125.8(3) . . . yes
N3 C4 C5 107.9(3) . . . yes
N3 C4 C9 131.4(3) . . . yes
C5 C4 C9 120.7(3) . . . no
N1 C5 C4 106.0(3) . . . yes
N1 C5 C6 132.2(3) . . . yes
C4 C5 C6 121.7(4) . . . no
C5 C6 C7 116.6(4) . . . no
C6 C7 C8 121.8(4) . . . no
C7 C8 C9 121.1(4) . . . no
C4 C9 C8 118.1(4) . . . no
N10 C11 C12 126.2(3) . . . yes
N10 C11 C15 113.1(3) . . . yes
C12 C11 C15 120.8(4) . . . no
C11 C12 C13 120.6(4) . . . no
O14 C13 N1 119.0(3) . . . yes
O14 C13 C12 128.5(4) . . . yes
N1 C13 C12 112.5(3) . . . yes
F16 C15 F17 103.1(4) . . . yes
F16 C15 F18 103.1(4) . . . yes
F16 C15 C11 111.7(4) . . . yes
F17 C15 F18 108.4(4) . . . yes
F17 C15 C11 114.9(4) . . . yes
F18 C15 C11 114.6(4) . . . yes
N3 C19 C20 114.4(3) . . . yes
C19 C20 C21 122.3(3) . . . no
C19 C20 C32 118.4(3) . . . no
C21 C20 C32 119.3(3) . . . no
C20 C21 C22 123.1(3) . . . no
O23 C22 O24 116.7(4) . . . yes
O23 C22 C21 126.4(4) . . . yes
O24 C22 C21 116.9(3) . . . yes
O24 C25 C26 115.5(3) . . . yes
O24 C25 C32 121.3(3) . . . yes
C26 C25 C32 123.2(3) . . . no
C25 C26 C27 121.3(3) . . . no
C25 C26 C28 116.5(4) . . . no
C27 C26 C28 122.2(3) . . . no
C26 C28 C29 123.0(3) . . . no
C28 C29 C30 120.1(3) . . . no
C28 C29 C31 118.0(3) . . . no
C30 C29 C31 122.0(4) . . . no
C29 C31 C32 121.8(4) . . . no
C20 C32 C25 117.7(3) . . . no
C20 C32 C31 124.9(3) . . . no
C25 C32 C31 117.4(3) . . . no
C5 C6 H6 122.00 . . . no
C7 C6 H6 122.00 . . . no
C6 C7 H7 119.00 . . . no
C8 C7 H7 119.00 . . . no
C7 C8 H8 119.00 . . . no
C9 C8 H8 119.00 . . . no
C4 C9 H9 121.00 . . . no
C8 C9 H9 121.00 . . . no
C11 C12 H12 120.00 . . . no
C13 C12 H12 120.00 . . . no
N3 C19 H19A 109.00 . . . no
N3 C19 H19B 109.00 . . . no
C20 C19 H19A 109.00 . . . no
C20 C19 H19B 109.00 . . . no
H19A C19 H19B 108.00 . . . no
C20 C21 H21 118.00 . . . no
C22 C21 H21 119.00 . . . no
C26 C27 H27A 109.00 . . . no
C26 C27 H27B 109.00 . . . no
C26 C27 H27C 109.00 . . . no
H27A C27 H27B 110.00 . . . no
H27A C27 H27C 109.00 . . . no
H27B C27 H27C 109.00 . . . no
C26 C28 H28 118.00 . . . no
C29 C28 H28 118.00 . . . no
C29 C30 H30A 110.00 . . . no
C29 C30 H30B 109.00 . . . no
C29 C30 H30C 109.00 . . . no
H30A C30 H30B 109.00 . . . no
H30A C30 H30C 109.00 . . . no
H30B C30 H30C 109.00 . . . no
C29 C31 H31 119.00 . . . no
C32 C31 H31 119.00 . . . no

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
C25 O24 C22 O23 177.5(3) . . . . no
C25 O24 C22 C21 -1.7(5) . . . . no
C22 O24 C25 C26 -178.7(3) . . . . no
C22 O24 C25 C32 1.3(5) . . . . no
C5 N1 C2 N3 1.6(3) . . . . no
C5 N1 C2 N10 -177.9(3) . . . . no
C13 N1 C2 N3 -177.9(3) . . . . no
C13 N1 C2 N10 2.7(5) . . . . no
C2 N1 C5 C4 -0.8(4) . . . . no
C2 N1 C5 C6 176.4(4) . . . . no
C13 N1 C5 C4 178.6(3) . . . . no
C13 N1 C5 C6 -4.2(6) . . . . no
C2 N1 C13 O14 176.3(3) . . . . no
C2 N1 C13 C12 -3.8(5) . . . . no
C5 N1 C13 O14 -3.1(6) . . . . no
C5 N1 C13 C12 176.9(3) . . . . no
C4 N3 C2 N1 -1.7(3) . . . . no
C4 N3 C2 N10 177.7(3) . . . . no
C19 N3 C2 N1 167.7(3) . . . . no
C19 N3 C2 N10 -12.9(5) . . . . no
C2 N3 C4 C5 1.2(4) . . . . no
C2 N3 C4 C9 -176.8(4) . . . . no
C19 N3 C4 C5 -168.0(3) . . . . no
C19 N3 C4 C9 14.0(6) . . . . no
C2 N3 C19 C20 105.9(3) . . . . no
C4 N3 C19 C20 -86.5(4) . . . . no
C11 N10 C2 N1 0.2(5) . . . . no
C11 N10 C2 N3 -179.1(3) . . . . no
C2 N10 C11 C12 -1.7(5) . . . . no
C2 N10 C11 C15 176.9(3) . . . . no
N3 C4 C5 N1 -0.2(4) . . . . no
N3 C4 C5 C6 -177.8(3) . . . . no
C9 C4 C5 N1 178.0(3) . . . . no
C9 C4 C5 C6 0.5(5) . . . . no
N3 C4 C9 C8 177.0(4) . . . . no
C5 C4 C9 C8 -0.8(6) . . . . no
N1 C5 C6 C7 -176.9(4) . . . . no
C4 C5 C6 C7 -0.1(6) . . . . no
C5 C6 C7 C8 0.1(7) . . . . no
C6 C7 C8 C9 -0.5(7) . . . . no
C7 C8 C9 C4 0.8(7) . . . . no
N10 C11 C12 C13 0.2(6) . . . . no
C15 C11 C12 C13 -178.2(4) . . . . no
N10 C11 C15 F16 -68.9(5) . . . . no
N10 C11 C15 F17 48.0(6) . . . . no
N10 C11 C15 F18 174.5(4) . . . . no
C12 C11 C15 F16 109.8(5) . . . . no
C12 C11 C15 F17 -133.4(5) . . . . no
C12 C11 C15 F18 -6.9(6) . . . . no
C11 C12 C13 O14 -177.6(4) . . . . no
C11 C12 C13 N1 2.5(5) . . . . no
N3 C19 C20 C21 -11.9(5) . . . . no
N3 C19 C20 C32 168.7(3) . . . . no
C19 C20 C21 C22 -179.6(3) . . . . no
C32 C20 C21 C22 -0.3(5) . . . . no
C19 C20 C32 C25 179.1(3) . . . . no
C19 C20 C32 C31 -1.5(5) . . . . no
C21 C20 C32 C25 -0.2(5) . . . . no
C21 C20 C32 C31 179.2(3) . . . . no
C20 C21 C22 O23 -177.9(4) . . . . no
C20 C21 C22 O24 1.3(5) . . . . no
O24 C25 C26 C27 0.0(5) . . . . no
O24 C25 C26 C28 179.4(3) . . . . no
C32 C25 C26 C27 -179.9(4) . . . . no
C32 C25 C26 C28 -0.6(5) . . . . no
O24 C25 C32 C20 -0.3(5) . . . . no
O24 C25 C32 C31 -179.7(3) . . . . no
C26 C25 C32 C20 179.7(3) . . . . no
C26 C25 C32 C31 0.3(5) . . . . no
C25 C26 C28 C29 0.0(6) . . . . no
C27 C26 C28 C29 179.3(4) . . . . no
C26 C28 C29 C30 -178.2(4) . . . . no
C26 C28 C29 C31 0.9(6) . . . . no
C28 C29 C31 C32 -1.3(5) . . . . no
C30 C29 C31 C32 177.8(3) . . . . no
C29 C31 C32 C20 -178.7(3) . . . . no
C29 C31 C32 C25 0.7(5) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
F16 N10 2.878(4) . . no
F16 C31 3.267(5) . 1_455 no
F17 N10 2.748(4) . . no
F17 H27A 2.6200 . 1_445 no
F17 H27C 2.6100 . 3_665 no
F18 H12 2.4100 . . no
F18 H19B 2.7300 . 1_455 no
O14 C6 3.022(5) . . no
O14 C2 2.987(5) . 2_545 no
O14 N1 3.051(4) . 2_545 no
O14 N3 3.245(4) . 2_545 no
O14 C5 3.335(5) . 2_545 no
O14 C21 3.202(5) . 2_545 no
O23 N1 3.082(4) . 1_565 no
O23 C2 2.852(5) . 1_565 no
O23 N3 3.077(4) . 1_565 no
O14 H6 2.5300 . . no
O14 H21 2.2900 . 2_545 no
O23 H8 2.8100 . 2_655 no
O24 H27A 2.8200 . . no
O24 H27B 2.6200 . . no
N1 O23 3.082(4) . 1_545 no
N1 O14 3.051(4) . 2_555 no
N3 O23 3.077(4) . 1_545 no
N3 O14 3.245(4) . 2_555 no
N10 F17 2.748(4) . . no
N10 F16 2.878(4) . . no
N3 H21 2.4600 . . no
N10 H19A 2.6100 . . no
N10 H28 2.8500 . 3_665 no
C2 O23 2.852(5) . 1_545 no
C2 O14 2.987(5) . 2_555 no
C4 C21 3.520(5) . . no
C5 O14 3.335(5) . 2_555 no
C6 O14 3.022(5) . . no
C20 C28 3.569(5) . 3_665 no
C21 O14 3.202(5) . 2_555 no
C21 C4 3.520(5) . . no
C25 C31 3.543(5) . 3_665 no
C28 C20 3.569(5) . 3_665 no
C31 C25 3.543(5) . 3_665 no
C31 F16 3.267(5) . 1_655 no
C2 H21 3.0400 . . no
C4 H21 3.0500 . . no
C7 H9 3.0200 . 2_645 no
C9 H19B 2.9600 . . no
C13 H6 3.0800 . . no
C19 H31 2.6400 . . no
C19 H9 2.9800 . . no
C22 H8 3.0000 . 2_655 no
C26 H19A 3.0500 . 3_665 no
C27 H19A 3.0000 . 3_665 no
C27 H31 3.0400 . 1_565 no
C27 H30C 3.0300 . 1_565 no
C31 H19A 3.0300 . . no
C31 H19B 2.7500 . . no
H6 O14 2.5300 . . no
H6 C13 3.0800 . . no
H8 O23 2.8100 . 2_645 no
H8 C22 3.0000 . 2_645 no
H9 C19 2.9800 . . no
H9 C7 3.0200 . 2_655 no
H12 F18 2.4100 . . no
H19A N10 2.6100 . . no
H19A C31 3.0300 . . no
H19A H31 2.6000 . . no
H19A C26 3.0500 . 3_665 no
H19A C27 3.0000 . 3_665 no
H19B F18 2.7300 . 1_655 no
H19B C9 2.9600 . . no
H19B C31 2.7500 . . no
H19B H31 2.2500 . . no
H21 N3 2.4600 . . no
H21 C2 3.0400 . . no
H21 C4 3.0500 . . no
H21 O14 2.2900 . 2_555 no
H27A F17 2.6200 . 1_665 no
H27A O24 2.8200 . . no
H27B O24 2.6200 . . no
H27B H27B 2.2100 . 3_675 no
H27C H28 2.3700 . . no
H27C H30C 2.4800 . 1_565 no
H27C F17 2.6100 . 3_665 no
H28 H27C 2.3700 . . no
H28 H30B 2.3600 . . no
H28 N10 2.8500 . 3_665 no
H30B H28 2.3600 . . no
H30C C27 3.0300 . 1_545 no
H30C H27C 2.4800 . 1_545 no
H30C H31 2.5300 . . no
H31 C19 2.6400 . . no
H31 C27 3.0400 . 1_545 no
H31 H19A 2.6000 . . no
H31 H19B 2.2500 . . no
H31 H30C 2.5300 . . no

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
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C6 H6 O14 0.9300 2.5300 3.022(5) 113.00 . yes
C12 H12 F18 0.9300 2.4100 2.731(5) 100.00 . yes
C19 H19A N10 0.9700 2.6100 2.964(5) 102.00 . yes
C21 H21 N3 0.9300 2.4600 2.837(4) 104.00 . yes
C21 H21 O14 0.9300 2.2900 3.202(5) 168.00 2_555 yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
