# 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 2021

####################################################################### 
# 
# 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_sad
_database_code_depnum_ccdc_archive 'CCDC 2062621'
loop_
_audit_author_name
_audit_author_address
'ALLAIN Magali'
;University of Angers, MOLTECH Anjou
France
;
_audit_update_record             
;
2021-02-11 deposited with the CCDC.	2021-04-08 downloaded from the CCDC.
;

_audit_creation_date             2011-09-30T16:02:29-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C22 H6 F10 N2 O2'
_chemical_formula_sum            'C22 H6 F10 N2 O2'
_chemical_formula_weight         520.29

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
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                   11.3307(7)
_cell_length_b                   7.8416(7)
_cell_length_c                   11.397(1)
_cell_angle_alpha                90
_cell_angle_beta                 116.681(5)
_cell_angle_gamma                90
_cell_volume                     904.81(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8060
_cell_measurement_theta_min      4
_cell_measurement_theta_max      30.04

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.25
_exptl_crystal_density_diffrn    1.91
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             516
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_process_details   
;
 '(SADABS (Sheldrick, Bruker, 2008))'
;

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            18594
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4
_diffrn_reflns_theta_max         30.04
_diffrn_reflns_theta_full        30.04
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_reflns_number_total             2625
_reflns_number_gt                2086
_reflns_threshold_expression     >2sigma(I)

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

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND 3.2g (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_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)+(0.0588P)²+0.3164P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2625
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1156
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.245

#------------------ 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'

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_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
C1 C 0.27740(12) 0.58062(18) 0.76238(12) 0.0285(3) Uani 1 d . . .
C2 C 0.15782(12) 0.58879(18) 0.76478(12) 0.0268(3) Uani 1 d . . .
C3 C 0.05941(12) 0.54947(17) 0.63197(11) 0.0254(3) Uani 1 d . . .
C4 C -0.07809(13) 0.53060(18) 0.56956(12) 0.0275(3) Uani 1 d . . .
C5 C 0.13102(12) 0.51876(17) 0.56040(12) 0.0259(3) Uani 1 d . . .
C6 C 0.13464(12) 0.62506(17) 0.87865(12) 0.0253(3) Uani 1 d . . .
C7 C 0.20235(12) 0.54149(18) 0.99888(12) 0.0279(3) Uani 1 d . . .
C8 C 0.17617(14) 0.5701(2) 1.10452(12) 0.0314(3) Uani 1 d . . .
C9 C 0.07942(15) 0.68471(19) 1.09305(13) 0.0334(3) Uani 1 d . . .
C10 C 0.00821(14) 0.76761(18) 0.97557(14) 0.0312(3) Uani 1 d . . .
C11 C 0.03759(13) 0.73913(17) 0.87179(12) 0.0276(3) Uani 1 d . . .
F1 F 0.29299(9) 0.42278(13) 1.01288(9) 0.0423(2) Uani 1 d . . .
F2 F 0.23888(10) 0.47971(14) 1.21521(8) 0.0465(3) Uani 1 d . . .
F3 F 0.05120(11) 0.71064(14) 1.19384(9) 0.0497(3) Uani 1 d . . .
F4 F -0.09061(10) 0.87172(14) 0.96190(11) 0.0473(3) Uani 1 d . . .
F5 F -0.03210(9) 0.82568(12) 0.76006(8) 0.0394(2) Uani 1 d . . .
N1 N 0.40390(12) 0.6036(2) 0.85533(13) 0.0391(3) Uani 1 d . . .
O1 O 0.26489(9) 0.53936(14) 0.64099(9) 0.0298(2) Uani 1 d . . .
H1A H 0.415(2) 0.658(3) 0.925(2) 0.067(7) Uiso 1 d . . .
H1B H 0.467(2) 0.609(3) 0.827(2) 0.053(6) Uiso 1 d . . .
H4 H -0.1328(17) 0.549(2) 0.6136(17) 0.031(4) 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
C1 N1 1.3585(17) . ?
C1 O1 1.3649(15) . ?
C1 C2 1.3689(18) . ?
C2 C3 1.4539(17) . ?
C2 C6 1.4630(17) . ?
C3 C4 1.4000(18) . ?
C3 C5 1.4057(17) . ?
C4 C5 1.3805(17) 3_566 ?
C4 H4 0.967(19) . ?
C5 C4 1.3805(17) 3_566 ?
C5 O1 1.3854(15) . ?
C6 C11 1.3923(19) . ?
C6 C7 1.3970(18) . ?
C7 F1 1.3415(16) . ?
C7 C8 1.3816(18) . ?
C8 F2 1.3395(16) . ?
C8 C9 1.377(2) . ?
C9 F3 1.3390(15) . ?
C9 C10 1.377(2) . ?
C10 F4 1.3371(17) . ?
C10 C11 1.3831(18) . ?
C11 F5 1.3427(15) . ?
N1 H1A 0.86(3) . ?
N1 H1B 0.91(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 O1 114.52(12) . . ?
N1 C1 C2 133.27(13) . . ?
O1 C1 C2 112.22(11) . . ?
C1 C2 C3 105.82(11) . . ?
C1 C2 C6 126.90(12) . . ?
C3 C2 C6 127.26(11) . . ?
C4 C3 C5 119.19(11) . . ?
C4 C3 C2 135.21(11) . . ?
C5 C3 C2 105.53(11) . . ?
C5 C4 C3 115.02(11) 3_566 . ?
C5 C4 H4 121.8(10) 3_566 . ?
C3 C4 H4 123.2(10) . . ?
C4 C5 O1 124.25(11) 3_566 . ?
C4 C5 C3 125.79(11) 3_566 . ?
O1 C5 C3 109.93(10) . . ?
C11 C6 C7 115.37(11) . . ?
C11 C6 C2 121.81(11) . . ?
C7 C6 C2 122.73(12) . . ?
F1 C7 C8 117.50(12) . . ?
F1 C7 C6 119.74(12) . . ?
C8 C7 C6 122.70(13) . . ?
F2 C8 C9 119.85(13) . . ?
F2 C8 C7 120.26(14) . . ?
C9 C8 C7 119.77(12) . . ?
F3 C9 C10 120.07(14) . . ?
F3 C9 C8 120.27(13) . . ?
C10 C9 C8 119.61(12) . . ?
F4 C10 C9 119.73(12) . . ?
F4 C10 C11 120.63(13) . . ?
C9 C10 C11 119.62(13) . . ?
F5 C11 C10 117.68(12) . . ?
F5 C11 C6 119.43(11) . . ?
C10 C11 C6 122.89(12) . . ?
C1 N1 H1A 116.9(16) . . ?
C1 N1 H1B 116.8(14) . . ?
H1A N1 H1B 120(2) . . ?
C1 O1 C5 106.50(9) . . ?

####################################################################### 
# 
# 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_sad_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2062623'
loop_
_audit_author_name
_audit_author_address
'ALLAIN Magali'
;University of Angers, MOLTECH Anjou
France
;
_audit_update_record             
;
2021-02-11 deposited with the CCDC.	2021-04-08 downloaded from the CCDC.
;

_audit_creation_date             2011-09-30T17:39:59-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C32 H10 F15 N3 O2'
_chemical_formula_sum            'C32 H10 F15 N3 O2'
_chemical_formula_weight         753.43

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.334(3)
_cell_length_b                   12.585(1)
_cell_length_c                   12.741(3)
_cell_angle_alpha                69.48(1)
_cell_angle_beta                 66.48(2)
_cell_angle_gamma                63.37(1)
_cell_volume                     1456.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7595
_cell_measurement_theta_min      3.27
_cell_measurement_theta_max      27.5

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

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             748
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.914
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_process_details   
;
 '(SADABS (Sheldrick, Bruker, 2008))'
;

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            48840
_diffrn_reflns_av_R_equivalents  0.1477
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_full        27.5
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_reflns_number_total             6657
_reflns_number_gt                2905
_reflns_threshold_expression     >2sigma(I)

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

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'Direct methods (Sir92,Altomare et al.,1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND 3.2g (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_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)+(0.0259P)²+2.4579P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6657
_refine_ls_number_parameters     471
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0739
_refine_ls_wR_factor_ref         0.1699
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.271

#------------------ 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'

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_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
C1 C 0.4915(5) 0.8723(4) 0.9513(4) 0.0429(11) Uani 1 d . . .
C2 C 0.6292(5) 0.8209(4) 0.9351(4) 0.0428(10) Uani 1 d . . .
C3 C 0.6890(4) 0.9064(3) 0.8437(4) 0.0389(10) Uani 1 d . . .
C4 C 0.8219(4) 0.9076(3) 0.7891(4) 0.0408(10) Uani 1 d . . .
H4 H 0.8981 0.845 0.8099 0.049 Uiso 1 calc R . .
C5 C 0.8326(4) 1.0082(3) 0.7020(3) 0.0349(9) Uani 1 d . . .
C6 C 0.7209(4) 1.1040(3) 0.6647(4) 0.0367(10) Uani 1 d . . .
C7 C 0.5874(4) 1.1033(3) 0.7218(4) 0.0417(10) Uani 1 d . . .
H7 H 0.5108 1.1655 0.701 0.05 Uiso 1 calc R . .
C8 C 0.5771(4) 1.0040(4) 0.8109(4) 0.0401(10) Uani 1 d . . .
C9 C 0.9181(4) 1.1397(3) 0.5587(3) 0.0363(10) Uani 1 d . . .
C10 C 0.7807(4) 1.1862(3) 0.5707(4) 0.0378(10) Uani 1 d . . .
C11 C 0.2640(5) 0.8957(4) 1.0438(4) 0.0443(11) Uani 1 d . . .
H11 H 0.2421 0.9745 0.9992 0.053 Uiso 1 calc R . .
C12 C 0.1520(5) 0.8533(4) 1.1250(4) 0.0463(11) Uani 1 d . . .
C13 C 0.1679(6) 0.7338(5) 1.1848(4) 0.0585(13) Uani 1 d . . .
C14 C 0.0564(8) 0.7010(5) 1.2570(5) 0.0736(17) Uani 1 d . . .
C15 C -0.0736(7) 0.7860(7) 1.2717(5) 0.0740(18) Uani 1 d . . .
C16 C -0.0946(6) 0.9048(6) 1.2168(5) 0.0661(15) Uani 1 d . . .
C17 C 0.0177(5) 0.9360(4) 1.1454(4) 0.0537(12) Uani 1 d . . .
C18 C 0.7029(5) 0.6987(4) 0.9953(4) 0.0429(11) Uani 1 d . . .
C19 C 0.7915(5) 0.6802(4) 1.0547(4) 0.0491(11) Uani 1 d . . .
C20 C 0.8606(5) 0.5671(5) 1.1107(4) 0.0587(13) Uani 1 d . . .
C21 C 0.8433(6) 0.4674(4) 1.1064(4) 0.0680(16) Uani 1 d . . .
C22 C 0.7574(6) 0.4811(4) 1.0485(5) 0.0659(15) Uani 1 d . . .
C23 C 0.6873(5) 0.5963(4) 0.9937(4) 0.0541(12) Uani 1 d . . .
C24 C 0.7125(4) 1.2961(3) 0.4931(4) 0.0379(10) Uani 1 d . . .
C25 C 0.6386(5) 1.2925(4) 0.4314(4) 0.0450(11) Uani 1 d . . .
C26 C 0.5740(5) 1.3923(4) 0.3569(4) 0.0497(12) Uani 1 d . . .
C27 C 0.5852(4) 1.5009(4) 0.3417(4) 0.0462(11) Uani 1 d . . .
C28 C 0.6600(4) 1.5085(4) 0.3983(4) 0.0459(11) Uani 1 d . . .
C29 C 0.7218(4) 1.4091(4) 0.4733(4) 0.0401(10) Uani 1 d . . .
C30 C 1.1433(5) 1.1305(4) 0.4823(4) 0.0458(11) Uani 1 d . . .
H30 H 1.1698 1.0516 0.5261 0.055 Uiso 1 calc R . .
C31 C 1.3806(5) 1.1183(5) 0.4192(6) 0.0789(17) Uani 1 d . . .
H31A H 1.4008 1.156 0.4604 0.118 Uiso 1 calc R . .
H31B H 1.44 1.1227 0.3403 0.118 Uiso 1 calc R . .
H31C H 1.3953 1.0347 0.4578 0.118 Uiso 1 calc R . .
C32 C 1.1982(6) 1.3061(4) 0.3544(5) 0.0784(17) Uani 1 d . . .
H32A H 1.1127 1.3285 0.3393 0.118 Uiso 1 calc R . .
H32B H 1.2682 1.3145 0.2816 0.118 Uiso 1 calc R . .
H32C H 1.1868 1.3581 0.4004 0.118 Uiso 1 calc R . .
N1 N 0.3917(4) 0.8279(3) 1.0318(3) 0.0467(9) Uani 1 d . . .
N2 N 1.0147(4) 1.1889(3) 0.4852(3) 0.0420(9) Uani 1 d . . .
N3 N 1.2386(4) 1.1809(3) 0.4179(3) 0.0532(10) Uani 1 d . . .
O1 O 0.4549(3) 0.9849(2) 0.8774(2) 0.0451(7) Uani 1 d . . .
O2 O 0.9543(3) 1.0295(2) 0.6370(2) 0.0398(7) Uani 1 d . . .
F1 F 0.2922(4) 0.6463(3) 1.1735(3) 0.0826(10) Uani 1 d . . .
F2 F 0.0742(4) 0.5850(3) 1.3116(3) 0.1125(14) Uani 1 d . . .
F3 F -0.1844(4) 0.7550(4) 1.3425(3) 0.1167(15) Uani 1 d . . .
F4 F -0.2217(4) 0.9903(4) 1.2337(3) 0.0998(12) Uani 1 d . . .
F5 F -0.0061(3) 1.0549(3) 1.0920(3) 0.0692(8) Uani 1 d . . .
F6 F 0.8114(3) 0.7757(3) 1.0609(3) 0.0705(8) Uani 1 d . . .
F7 F 0.9455(3) 0.5529(3) 1.1684(3) 0.0902(11) Uani 1 d . . .
F8 F 0.9100(4) 0.3564(3) 1.1622(3) 0.1055(13) Uani 1 d . . .
F9 F 0.7398(4) 0.3840(3) 1.0448(3) 0.1082(13) Uani 1 d . . .
F10 F 0.6060(3) 0.6058(2) 0.9351(3) 0.0753(9) Uani 1 d . . .
F11 F 0.6279(3) 1.1856(2) 0.4429(2) 0.0640(8) Uani 1 d . . .
F12 F 0.5024(3) 1.3830(3) 0.3004(3) 0.0781(9) Uani 1 d . . .
F13 F 0.5225(3) 1.6003(2) 0.2694(2) 0.0686(8) Uani 1 d . . .
F14 F 0.6689(3) 1.6161(2) 0.3835(3) 0.0674(8) Uani 1 d . . .
F15 F 0.7860(3) 1.4229(2) 0.5330(2) 0.0603(7) 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
C1 C2 1.352(6) . ?
C1 N1 1.371(5) . ?
C1 O1 1.385(4) . ?
C2 C3 1.455(5) . ?
C2 C18 1.478(6) . ?
C3 C4 1.389(6) . ?
C3 C8 1.399(5) . ?
C4 C5 1.376(5) . ?
C4 H4 0.93 . ?
C5 O2 1.388(5) . ?
C5 C6 1.411(5) . ?
C6 C7 1.396(6) . ?
C6 C10 1.440(5) . ?
C7 C8 1.376(5) . ?
C7 H7 0.93 . ?
C8 O1 1.383(5) . ?
C9 N2 1.357(5) . ?
C9 C10 1.359(5) . ?
C9 O2 1.391(4) . ?
C10 C24 1.478(5) . ?
C11 N1 1.286(5) . ?
C11 C12 1.463(6) . ?
C11 H11 0.93 . ?
C12 C17 1.386(7) . ?
C12 C13 1.391(6) . ?
C13 F1 1.333(6) . ?
C13 C14 1.374(7) . ?
C14 F2 1.338(6) . ?
C14 C15 1.363(8) . ?
C15 F3 1.353(6) . ?
C15 C16 1.365(8) . ?
C16 F4 1.344(6) . ?
C16 C17 1.369(7) . ?
C17 F5 1.358(5) . ?
C18 C19 1.381(6) . ?
C18 C23 1.385(6) . ?
C19 F6 1.351(5) . ?
C19 C20 1.372(6) . ?
C20 F7 1.347(6) . ?
C20 C21 1.377(7) . ?
C21 F8 1.347(5) . ?
C21 C22 1.362(8) . ?
C22 F9 1.341(6) . ?
C22 C23 1.386(7) . ?
C23 F10 1.346(5) . ?
C24 C25 1.381(6) . ?
C24 C29 1.399(5) . ?
C25 F11 1.357(5) . ?
C25 C26 1.382(6) . ?
C26 F12 1.342(5) . ?
C26 C27 1.368(6) . ?
C27 F13 1.354(4) . ?
C27 C28 1.363(6) . ?
C28 F14 1.344(5) . ?
C28 C29 1.371(6) . ?
C29 F15 1.335(5) . ?
C30 N2 1.297(5) . ?
C30 N3 1.336(5) . ?
C30 H30 0.93 . ?
C31 N3 1.444(6) . ?
C31 H31A 0.96 . ?
C31 H31B 0.96 . ?
C31 H31C 0.96 . ?
C32 N3 1.450(6) . ?
C32 H32A 0.96 . ?
C32 H32B 0.96 . ?
C32 H32C 0.96 . ?

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
C2 C1 N1 127.9(4) . . ?
C2 C1 O1 111.9(4) . . ?
N1 C1 O1 120.2(4) . . ?
C1 C2 C3 106.7(3) . . ?
C1 C2 C18 125.8(4) . . ?
C3 C2 C18 127.5(4) . . ?
C4 C3 C8 120.3(4) . . ?
C4 C3 C2 134.7(4) . . ?
C8 C3 C2 105.0(4) . . ?
C5 C4 C3 115.2(4) . . ?
C5 C4 H4 122.4 . . ?
C3 C4 H4 122.4 . . ?
C4 C5 O2 125.2(3) . . ?
C4 C5 C6 124.7(4) . . ?
O2 C5 C6 110.1(3) . . ?
C7 C6 C5 119.6(3) . . ?
C7 C6 C10 135.0(4) . . ?
C5 C6 C10 105.3(3) . . ?
C8 C7 C6 115.3(4) . . ?
C8 C7 H7 122.4 . . ?
C6 C7 H7 122.4 . . ?
C7 C8 O1 124.5(4) . . ?
C7 C8 C3 124.8(4) . . ?
O1 C8 C3 110.7(3) . . ?
N2 C9 C10 128.2(4) . . ?
N2 C9 O2 120.4(3) . . ?
C10 C9 O2 111.3(3) . . ?
C9 C10 C6 107.3(3) . . ?
C9 C10 C24 124.3(4) . . ?
C6 C10 C24 128.2(4) . . ?
N1 C11 C12 122.3(4) . . ?
N1 C11 H11 118.8 . . ?
C12 C11 H11 118.8 . . ?
C17 C12 C13 115.6(4) . . ?
C17 C12 C11 119.1(4) . . ?
C13 C12 C11 125.2(5) . . ?
F1 C13 C14 117.2(5) . . ?
F1 C13 C12 121.3(4) . . ?
C14 C13 C12 121.5(5) . . ?
F2 C14 C15 119.4(6) . . ?
F2 C14 C13 120.4(6) . . ?
C15 C14 C13 120.2(5) . . ?
F3 C15 C14 120.9(6) . . ?
F3 C15 C16 118.5(6) . . ?
C14 C15 C16 120.6(5) . . ?
F4 C16 C15 121.3(5) . . ?
F4 C16 C17 120.3(5) . . ?
C15 C16 C17 118.4(6) . . ?
F5 C17 C16 117.2(5) . . ?
F5 C17 C12 119.1(4) . . ?
C16 C17 C12 123.6(5) . . ?
C19 C18 C23 116.6(4) . . ?
C19 C18 C2 122.2(4) . . ?
C23 C18 C2 121.3(4) . . ?
F6 C19 C20 117.2(4) . . ?
F6 C19 C18 120.1(4) . . ?
C20 C19 C18 122.7(5) . . ?
F7 C20 C19 120.9(5) . . ?
F7 C20 C21 120.0(5) . . ?
C19 C20 C21 119.1(5) . . ?
F8 C21 C22 120.4(6) . . ?
F8 C21 C20 119.2(6) . . ?
C22 C21 C20 120.4(4) . . ?
F9 C22 C21 120.4(5) . . ?
F9 C22 C23 120.0(6) . . ?
C21 C22 C23 119.6(5) . . ?
F10 C23 C18 120.4(4) . . ?
F10 C23 C22 117.8(5) . . ?
C18 C23 C22 121.8(5) . . ?
C25 C24 C29 115.4(4) . . ?
C25 C24 C10 121.5(4) . . ?
C29 C24 C10 123.1(4) . . ?
F11 C25 C24 119.2(4) . . ?
F11 C25 C26 117.0(4) . . ?
C24 C25 C26 123.8(4) . . ?
F12 C26 C27 120.8(4) . . ?
F12 C26 C25 120.9(4) . . ?
C27 C26 C25 118.4(4) . . ?
F13 C27 C28 120.4(4) . . ?
F13 C27 C26 119.6(4) . . ?
C28 C27 C26 120.0(4) . . ?
F14 C28 C27 119.3(4) . . ?
F14 C28 C29 119.8(4) . . ?
C27 C28 C29 120.9(4) . . ?
F15 C29 C28 118.7(4) . . ?
F15 C29 C24 119.7(4) . . ?
C28 C29 C24 121.5(4) . . ?
N2 C30 N3 121.6(4) . . ?
N2 C30 H30 119.2 . . ?
N3 C30 H30 119.2 . . ?
N3 C31 H31A 109.5 . . ?
N3 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N3 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N3 C32 H32A 109.5 . . ?
N3 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N3 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C11 N1 C1 119.2(4) . . ?
C30 N2 C9 120.4(3) . . ?
C30 N3 C31 121.6(4) . . ?
C30 N3 C32 120.0(4) . . ?
C31 N3 C32 118.0(4) . . ?
C8 O1 C1 105.7(3) . . ?
C5 O2 C9 105.9(3) . . ?

####################################################################### 
# 
# 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_sad_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2062622'
loop_
_audit_author_name
_audit_author_address
'ALLAIN Magali'
;University of Angers, MOLTECH Anjou
France
;
_audit_update_record             
;
2021-02-11 deposited with the CCDC.	2021-04-08 downloaded from the CCDC.
;

_audit_creation_date             2012-01-06T15:54:56-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C36 H4 F20 N2 O2'
_chemical_formula_sum            'C36 H4 F20 N2 O2'
_chemical_formula_weight         876.41

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.537(4)
_cell_length_b                   10.866(3)
_cell_length_c                   11.701(9)
_cell_angle_alpha                71.27(6)
_cell_angle_beta                 89.53(6)
_cell_angle_gamma                78.96(4)
_cell_volume                     771.3(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1947
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      27.25

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

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    1.887
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             430
_exptl_absorpt_coefficient_mu    0.201
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.579
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_process_details   
;
 '(SADABS (Sheldrick, Bruker, 2008))'
;

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            12115
_diffrn_reflns_av_R_equivalents  0.1335
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.25
_diffrn_reflns_theta_max         27.25
_diffrn_reflns_theta_full        27.25
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_reflns_number_total             3380
_reflns_number_gt                1219
_reflns_threshold_expression     >2sigma(I)

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

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'Direct methods (Sir92,Altomare et al.,1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND 3.2g (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_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)+(0.0559P)²+1.8264P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3380
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0849
_refine_ls_wR_factor_ref         0.2205
_refine_ls_goodness_of_fit_ref   1.01
_refine_ls_restrained_S_all      1.01
_refine_ls_shift/su_max          0
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.318

#------------------ 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'

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_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
C1 C 0.6595(9) 0.0125(5) 0.5635(5) 0.0361(15) Uani 1 d . . .
C2 C 0.6426(9) -0.1146(5) 0.5593(5) 0.0347(15) Uani 1 d . . .
C3 C 0.4799(9) -0.1279(5) 0.4931(5) 0.0375(16) Uani 1 d . . .
H3 H 0.4656 -0.2092 0.4872 0.045 Uiso 1 calc R . .
C4 C 0.8193(9) -0.2043(5) 0.6326(5) 0.0363(15) Uani 1 d . . .
C5 C 0.9320(10) -0.1307(5) 0.6742(6) 0.0378(16) Uani 1 d . . .
C6 C 0.8776(10) -0.3501(5) 0.6560(5) 0.0356(15) Uani 1 d . . .
C7 C 0.7394(10) -0.4327(6) 0.7055(6) 0.0424(16) Uani 1 d . . .
C8 C 0.7850(12) -0.5663(6) 0.7204(6) 0.0497(19) Uani 1 d . . .
C9 C 0.9708(13) -0.6208(6) 0.6858(7) 0.054(2) Uani 1 d . . .
C10 C 1.1128(12) -0.5431(6) 0.6364(7) 0.0518(19) Uani 1 d . . .
C11 C 1.0658(10) -0.4086(6) 0.6220(6) 0.0410(16) Uani 1 d . . .
C12 C 1.1976(10) -0.0884(6) 0.7722(6) 0.0412(16) Uani 1 d . . .
H12 H 1.1409 0.0012 0.7362 0.049 Uiso 1 calc R . .
C13 C 1.3866(10) -0.1263(6) 0.8516(6) 0.0394(16) Uani 1 d . . .
C14 C 1.4668(11) -0.2535(6) 0.9299(6) 0.0466(18) Uani 1 d . . .
C15 C 1.6544(11) -0.2846(6) 0.9964(7) 0.0547(19) Uani 1 d . . .
C16 C 1.7658(11) -0.1870(7) 0.9851(6) 0.0489(18) Uani 1 d . . .
C17 C 1.6922(10) -0.0592(6) 0.9123(6) 0.0428(16) Uani 1 d . . .
C18 C 1.5035(10) -0.0296(6) 0.8473(6) 0.0417(17) Uani 1 d . . .
N1 N 1.1073(8) -0.1731(5) 0.7503(5) 0.0433(14) Uani 1 d . . .
O1 O 0.8375(6) 0.0026(3) 0.6329(4) 0.0419(11) Uani 1 d . . .
F1 F 0.5567(6) -0.3827(4) 0.7404(4) 0.0626(12) Uani 1 d . . .
F2 F 0.6481(7) -0.6438(4) 0.7704(4) 0.0806(14) Uani 1 d . . .
F3 F 1.0136(8) -0.7501(3) 0.6939(4) 0.0857(16) Uani 1 d . . .
F4 F 1.2917(7) -0.5946(4) 0.5978(4) 0.0803(14) Uani 1 d . . .
F5 F 1.2020(6) -0.3355(4) 0.5676(4) 0.0670(12) Uani 1 d . . .
F6 F 1.3596(6) -0.3502(3) 0.9455(4) 0.0656(12) Uani 1 d . . .
F7 F 1.7281(7) -0.4069(4) 1.0695(4) 0.0822(15) Uani 1 d . . .
F8 F 1.9511(6) -0.2154(4) 1.0471(4) 0.0727(13) Uani 1 d . . .
F9 F 1.7995(6) 0.0371(4) 0.9046(4) 0.0654(12) Uani 1 d . . .
F10 F 1.4323(6) 0.0969(3) 0.7790(4) 0.0572(11) 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
C1 C3 1.371(8) 2_656 ?
C1 O1 1.391(7) . ?
C1 C2 1.422(7) . ?
C2 C3 1.377(8) . ?
C2 C4 1.438(8) . ?
C3 C1 1.371(8) 2_656 ?
C3 H3 0.93 . ?
C4 C5 1.378(8) . ?
C4 C6 1.491(8) . ?
C5 N1 1.367(8) . ?
C5 O1 1.388(6) . ?
C6 C7 1.388(8) . ?
C6 C11 1.389(8) . ?
C7 F1 1.332(7) . ?
C7 C8 1.379(8) . ?
C8 F2 1.348(8) . ?
C8 C9 1.364(10) . ?
C9 F3 1.351(7) . ?
C9 C10 1.373(10) . ?
C10 F4 1.337(8) . ?
C10 C11 1.390(8) . ?
C11 F5 1.328(7) . ?
C12 N1 1.274(7) . ?
C12 C13 1.462(8) . ?
C12 H12 0.93 . ?
C13 C14 1.393(8) . ?
C13 C18 1.402(8) . ?
C14 F6 1.336(7) . ?
C14 C15 1.382(9) . ?
C15 F7 1.327(7) . ?
C15 C16 1.370(9) . ?
C16 F8 1.347(7) . ?
C16 C17 1.370(9) . ?
C17 F9 1.347(7) . ?
C17 C18 1.382(8) . ?
C18 F10 1.342(7) . ?

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
C3 C1 O1 125.1(5) 2_656 . ?
C3 C1 C2 124.7(5) 2_656 . ?
O1 C1 C2 110.3(5) . . ?
C3 C2 C1 120.2(5) . . ?
C3 C2 C4 134.9(5) . . ?
C1 C2 C4 104.8(5) . . ?
C1 C3 C2 115.1(5) 2_656 . ?
C1 C3 H3 122.5 2_656 . ?
C2 C3 H3 122.5 . . ?
C5 C4 C2 107.8(5) . . ?
C5 C4 C6 125.5(5) . . ?
C2 C4 C6 126.7(5) . . ?
N1 C5 C4 129.0(5) . . ?
N1 C5 O1 120.3(5) . . ?
C4 C5 O1 110.6(5) . . ?
C7 C6 C11 116.8(5) . . ?
C7 C6 C4 121.2(6) . . ?
C11 C6 C4 121.9(5) . . ?
F1 C7 C8 118.3(6) . . ?
F1 C7 C6 119.6(5) . . ?
C8 C7 C6 122.0(7) . . ?
F2 C8 C9 119.8(6) . . ?
F2 C8 C7 120.4(7) . . ?
C9 C8 C7 119.8(6) . . ?
F3 C9 C8 120.6(7) . . ?
F3 C9 C10 119.0(7) . . ?
C8 C9 C10 120.3(6) . . ?
F4 C10 C9 120.7(6) . . ?
F4 C10 C11 119.8(7) . . ?
C9 C10 C11 119.5(7) . . ?
F5 C11 C6 120.7(5) . . ?
F5 C11 C10 117.6(6) . . ?
C6 C11 C10 121.6(6) . . ?
N1 C12 C13 122.7(5) . . ?
N1 C12 H12 118.6 . . ?
C13 C12 H12 118.6 . . ?
C14 C13 C18 116.0(6) . . ?
C14 C13 C12 125.4(6) . . ?
C18 C13 C12 118.5(5) . . ?
F6 C14 C15 117.3(5) . . ?
F6 C14 C13 120.2(6) . . ?
C15 C14 C13 122.4(6) . . ?
F7 C15 C16 119.9(6) . . ?
F7 C15 C14 121.2(6) . . ?
C16 C15 C14 118.9(6) . . ?
F8 C16 C15 120.1(6) . . ?
F8 C16 C17 118.6(6) . . ?
C15 C16 C17 121.4(6) . . ?
F9 C17 C16 121.0(6) . . ?
F9 C17 C18 120.1(6) . . ?
C16 C17 C18 118.9(6) . . ?
F10 C18 C17 117.7(5) . . ?
F10 C18 C13 120.0(5) . . ?
C17 C18 C13 122.3(6) . . ?
C12 N1 C5 119.6(5) . . ?
C5 O1 C1 106.4(4) . . ?

