# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_sme34s
_database_code_depnum_ccdc_archive 'CCDC 1504265'
_audit_update_record             
;
2016-09-14 deposited with the CCDC.
2016-12-08 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H10 F4 N4'
_chemical_formula_iupac          ?
_chemical_formula_weight         454.38

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.7854(3)
_cell_length_b                   8.2932(3)
_cell_length_c                   9.4320(3)
_cell_angle_alpha                97.567(2)
_cell_angle_beta                 107.241(2)
_cell_angle_gamma                97.513(2)
_cell_volume                     494.35(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7042
_cell_measurement_theta_min      4.9911
_cell_measurement_theta_max      66.9914
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             230

_exptl_absorpt_coefficient_mu    1.017
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_absorpt_correction_T_min  0.43
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'Incoatec Microfocus Source'
_diffrn_source_type              'Bruker Kappa Duo APEX2'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            1766
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_theta_min         4.99
_diffrn_reflns_theta_max         67.66
_diffrn_reflns_theta_full        67.66
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       11

_refine_special_details          
;

Refined as a 4-component twin.
;

_reflns_number_total             1766
_reflns_number_gt                1425
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1374
_refine_ls_R_factor_gt           0.1271
_refine_ls_wR_factor_gt          0.3802
_refine_ls_wR_factor_ref         0.3883
_refine_ls_goodness_of_fit_ref   1.624
_refine_ls_restrained_S_all      1.624
_refine_ls_number_reflns         1766
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.732
_refine_diff_density_min         -0.477
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.07(2)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables 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 0.0311 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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.7225(8) 0.4219(7) 0.7580(6) 0.0544(14) Uani d . . . 1 . .
C C2 0.6707(7) 0.2510(6) 0.7609(6) 0.0504(14) Uani d . . . 1 . .
C C3 0.7121(8) 0.2186(6) 0.9131(7) 0.0563(15) Uani d . . . 1 . .
C C4 0.5876(7) 0.1285(6) 0.6348(6) 0.0512(14) Uani d . . . 1 . .
C C5 0.5279(8) -0.0434(7) 0.6404(6) 0.0523(14) Uani d . . . 1 . .
C C6 0.4487(8) -0.1611(6) 0.5167(6) 0.0492(14) Uani d . . . 1 . .
C C7 0.2199(8) 0.4218(7) 0.7228(7) 0.0571(15) Uani d . . . 1 . .
H H7 0.2679 0.5379 0.748 0.069 Uiso calc U . R 1 . .
C C8 0.1469(8) 0.3464(7) 0.5771(7) 0.0532(14) Uani d . . . 1 . .
H H8 0.1444 0.4106 0.5004 0.064 Uiso calc U . R 1 . .
C C9 0.0736(7) 0.1730(6) 0.5357(6) 0.0494(13) Uani d . . . 1 . .
C C10 -0.0049(7) 0.0936(6) 0.3851(6) 0.0496(13) Uani d . . . 1 . .
H H10 -0.0086 0.1564 0.3074 0.06 Uiso calc U . R 1 . .
C C11 -0.0779(7) -0.0765(7) 0.3473(6) 0.0506(14) Uani d . . . 1 . .
C C12 -0.1578(8) -0.1613(7) 0.1944(6) 0.0540(14) Uani d . . . 1 . .
H H12 -0.164 -0.1006 0.115 0.065 Uiso calc U . R 1 . .
C C13 -0.2251(8) -0.3278(7) 0.1608(7) 0.0564(15) Uani d . . . 1 . .
H H13 -0.2762 -0.3819 0.0584 0.068 Uiso calc U . R 1 . .
F F1 0.5565(5) -0.0859(4) 0.7754(3) 0.0569(11) Uani d . . . 1 . .
F F2 0.3974(5) -0.3166(3) 0.5337(3) 0.0553(11) Uani d . . . 1 . .
N N1 0.7663(7) 0.5625(6) 0.7656(6) 0.0604(14) Uani d . . . 1 . .
N N2 0.7513(7) 0.2037(6) 1.0372(6) 0.0612(14) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.152(7) ?
C1 C2 . 1.421(8) ?
C2 C4 . 1.378(8) ?
C2 C3 . 1.447(8) ?
C3 N2 . 1.148(8) ?
C4 C5 . 1.442(7) ?
C4 C6 2_656 1.444(8) ?
C5 F1 . 1.332(6) ?
C5 C6 . 1.339(8) ?
C6 F2 . 1.334(6) ?
C6 C4 2_656 1.444(8) ?
C7 C8 . 1.347(8) ?
C7 C13 2_556 1.422(8) ?
C8 C9 . 1.421(7) ?
C9 C10 . 1.396(8) ?
C9 C11 2_556 1.442(7) ?
C10 C11 . 1.394(7) ?
C11 C12 . 1.427(8) ?
C11 C9 2_556 1.442(7) ?
C12 C13 . 1.360(8) ?
C13 C7 2_556 1.422(8) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C2 . . 175.5(6) ?
C4 C2 C1 . . 124.7(5) ?
C4 C2 C3 . . 123.0(5) ?
C1 C2 C3 . . 112.2(5) ?
N2 C3 C2 . . 175.4(6) ?
C2 C4 C5 . . 123.7(5) ?
C2 C4 C6 . 2_656 122.8(5) ?
C5 C4 C6 . 2_656 113.5(5) ?
F1 C5 C6 . . 119.0(5) ?
F1 C5 C4 . . 118.0(5) ?
C6 C5 C4 . . 123.0(5) ?
F2 C6 C5 . . 118.5(5) ?
F2 C6 C4 . 2_656 118.0(5) ?
C5 C6 C4 . 2_656 123.5(5) ?
C8 C7 C13 . 2_556 120.1(5) ?
C7 C8 C9 . . 121.3(5) ?
C10 C9 C8 . . 121.9(5) ?
C10 C9 C11 . 2_556 119.0(5) ?
C8 C9 C11 . 2_556 119.0(5) ?
C11 C10 C9 . . 120.9(5) ?
C10 C11 C12 . . 122.2(5) ?
C10 C11 C9 . 2_556 120.1(5) ?
C12 C11 C9 . 2_556 117.7(5) ?
C13 C12 C11 . . 121.0(5) ?
C12 C13 C7 . 2_556 120.8(5) ?

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1504266'
_audit_update_record             
;
2016-09-14 deposited with the CCDC.
2016-12-08 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C30 H12 F4 N4'
_chemical_formula_weight         504.4
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

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

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ycb'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2

_cell_length_a                   8.6573(11)
_cell_length_b                   7.1501(10)
_cell_length_c                   18.754(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.930(9)
_cell_angle_gamma                90
_cell_volume                     1152.4(3)


_cell_formula_units_Z            2

_cell_measurement_reflns_used    10232
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      28.67
_cell_measurement_temperature    103
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.4533
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             512

_exptl_absorpt_coefficient_mu    0.111
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            black
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      103
_diffrn_source                   ?
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_method       ?
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            10232
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         28.67
_diffrn_reflns_theta_full        28.67
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measured_fraction_theta_full 0.99
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

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

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             2934
_reflns_number_gt                1470
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_gt          0.0387
_refine_ls_R_factor_all          0.0987
_refine_ls_wR_factor_ref         0.0433
_refine_ls_goodness_of_fit_ref   1.45
_refine_ls_goodness_of_fit_gt    1.90
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         2934
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(F)+0.0001F²)
_refine_ls_hydrogen_treatment    refall
_refine_ls_shift/su_max          0.0061
_refine_ls_shift/su_mean         0.0008
_refine_diff_density_max         0.56
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
F 0.0171 0.0103 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0061 0.0033 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.20660(9) 0.41715(12) 0.02373(5) Uani 0.0709(4) 4 1 d . . .
F2 F 0.40519(9) 0.52677(13) 0.13149(5) Uani 0.0742(4) 4 1 d . . .
N1 N 0.00074(16) 0.2889(2) -0.11103(7) Uani 0.0753(6) 4 1 d . . .
N2 N 0.34275(17) 0.3340(2) -0.24626(8) Uani 0.0908(7) 4 1 d . . .
C1 C 0.12717(18) 0.3304(2) -0.11039(8) Uani 0.0567(6) 4 1 d . . .
C2 C 0.35184(15) 0.45753(19) 0.01176(8) Uani 0.0476(5) 4 1 d . . .
C3 C 0.45272(17) 0.51335(20) 0.06668(8) Uani 0.0484(5) 4 1 d . . .
C4 C 0.76532(15) 0.11138(19) 0.05552(8) Uani 0.0492(5) 4 1 d . . .
C5 C 0.38937(15) 0.43868(18) -0.05999(8) Uani 0.0447(5) 4 1 d . . .
C6 C 0.54783(15) 0.00532(19) -0.02875(7) Uani 0.0429(5) 4 1 d . . .
C7 C 0.70242(16) 0.0641(2) -0.01304(9) Uani 0.0490(5) 4 1 d . . .
C8 C 0.32323(17) 0.3575(2) -0.18818(10) Uani 0.0623(6) 4 1 d . . .
C9 C 0.28576(16) 0.37924(19) -0.11633(8) Uani 0.0505(5) 4 1 d . . .
C10 C 0.48233(17) -0.0421(2) -0.09823(9) Uani 0.0502(6) 4 1 d . . .
C11 C 0.67051(16) 0.09965(19) 0.11293(8) Uani 0.0506(5) 4 1 d . . .
C12 C 0.92206(18) 0.1737(2) 0.07169(11) Uani 0.0649(7) 4 1 d . . .
C13 C 0.7396(2) 0.1501(3) 0.18356(10) Uani 0.0696(7) 4 1 d . . .
C14 C 0.9809(2) 0.2194(3) 0.13859(12) Uani 0.0782(8) 4 1 d . . .
C15 C 0.8894(2) 0.2076(3) 0.19512(12) Uani 0.0826(8) 4 1 d . . .
Hc10 H 0.5463(14) -0.0333(17) -0.1355(7) Uiso 0.049(4) 4 1 d . . .
Hc7 H 0.7669(15) 0.0737(17) -0.0510(8) Uiso 0.052(4) 4 1 d . . .
Hc14 H 1.0853(18) 0.262(2) 0.1493(9) Uiso 0.096(6) 4 1 d . . .
Hc13 H 0.6757(16) 0.145(2) 0.2193(8) Uiso 0.066(5) 4 1 d . . .
Hc12 H 0.9829(16) 0.181(2) 0.0312(9) Uiso 0.079(5) 4 1 d . . .
Hc15 H 0.9262(18) 0.241(2) 0.2440(10) Uiso 0.096(6) 4 1 d . . .




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

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C2 . . 1.3353(16) ?
F2 C3 . . 1.3328(18) ?
N1 C1 . . 1.133(2) ?
N2 C8 . . 1.135(2) ?
C1 C9 . . 1.434(2) ?
C2 C3 . . 1.3288(19) ?
C2 C5 . . 1.428(2) ?
C3 C5 . 3_665 1.430(2) ?
C4 C7 . . 1.377(2) ?
C4 C11 . . 1.433(2) ?
C4 C12 . . 1.426(2) ?
C5 C9 . . 1.3684(19) ?
C6 C6 . 3_655 1.439(2) ?
C6 C7 . . 1.3997(19) ?
C6 C10 . . 1.399(2) ?
C7 Hc7 . . 0.958(14) ?
C8 C9 . . 1.432(2) ?
C10 C11 . 3_655 1.381(2) ?
C10 Hc10 . . 0.945(14) ?
C11 C13 . . 1.432(2) ?
C12 C14 . . 1.336(3) ?
C12 Hc12 . . 0.976(17) ?
C13 C15 . . 1.353(3) ?
C13 Hc13 . . 0.920(16) ?
C14 C15 . . 1.401(3) ?
C14 Hc14 . . 0.953(15) ?
C15 Hc15 . . 0.964(18) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C9 . . . 174.86(16) ?
F1 C2 C3 . . . 118.60(14) ?
F1 C2 C5 . . . 117.64(11) ?
C3 C2 C5 . . . 123.76(13) ?
F2 C3 C2 . . . 118.83(13) ?
F2 C3 C5 . . 3_665 117.80(12) ?
C2 C3 C5 . . 3_665 123.37(14) ?
C7 C4 C11 . . . 119.31(12) ?
C7 C4 C12 . . . 122.32(15) ?
C11 C4 C12 . . . 118.37(14) ?
C2 C5 C3 . . 3_665 112.87(11) ?
C2 C5 C9 . . . 123.66(13) ?
C3 C5 C9 3_665 . . 123.47(13) ?
C6 C6 C7 3_655 . . 118.70(13) ?
C6 C6 C10 3_655 . . 118.69(12) ?
C7 C6 C10 . . . 122.61(14) ?
C4 C7 C6 . . . 122.06(14) ?
C4 C7 Hc7 . . . 118.4(8) ?
C6 C7 Hc7 . . . 119.6(8) ?
N2 C8 C9 . . . 175.03(17) ?
C1 C9 C5 . . . 124.07(14) ?
C1 C9 C8 . . . 111.98(12) ?
C5 C9 C8 . . . 123.95(13) ?
C6 C10 C11 . . 3_655 121.95(14) ?
C6 C10 Hc10 . . . 117.7(7) ?
C11 C10 Hc10 3_655 . . 120.4(7) ?
C4 C11 C10 . . 3_655 119.29(13) ?
C4 C11 C13 . . . 117.86(14) ?
C10 C11 C13 3_655 . . 122.85(15) ?
C4 C12 C14 . . . 121.42(18) ?
C4 C12 Hc12 . . . 116.1(9) ?
C14 C12 Hc12 . . . 122.5(9) ?
C11 C13 C15 . . . 120.65(19) ?
C11 C13 Hc13 . . . 116.3(9) ?
C15 C13 Hc13 . . . 123.0(9) ?
C12 C14 C15 . . . 120.64(17) ?
C12 C14 Hc14 . . . 121.4(11) ?
C15 C14 Hc14 . . . 117.9(11) ?
C13 C15 C14 . . . 121.06(19) ?
C13 C15 Hc15 . . . 115.3(10) ?
C14 C15 Hc15 . . . 123.6(10) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
? ? ? ? ? ? ? ? ? ? ?
