# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 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. 
# 
#######################################################################

data_pnma
_database_code_depnum_ccdc_archive 'CCDC 1426007'
_audit_update_record             
;
2015-09-18 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H12 N4'
_chemical_formula_weight         260.30

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnma

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   13.0779(6)
_cell_length_b                   6.7374(3)
_cell_length_c                   14.8646(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1309.74(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7130
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      28.08

_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             544
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9678
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_process_details   '(SADABS 2007/4 Bruker)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX2 CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15971
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0169
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.07
_diffrn_reflns_theta_max         27.00
_reflns_number_total             1559
_reflns_number_gt                1368
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2.2-0 (Bruker, 2007)'
_computing_cell_refinement       'SAINT+  V7.46A (Bruker, 2007)'
_computing_data_reduction        'SAINT+  V7.46A (Bruker, 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XSHELL v4.02 (Bruker, 2000)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'

_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)+(0.0549P)²+0.2697P] 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       0.023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1559
_refine_ls_number_parameters     123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.1074
_refine_ls_wR_factor_gt          0.1014
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_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
N1 N 0.30440(11) 0.2500 0.67292(12) 0.0586(4) Uani 1 2 d S . .
N2 N 0.53753(14) 0.2500 0.83676(11) 0.0810(6) Uani 1 2 d S . .
N3 N 0.59879(8) 0.2500 0.48293(7) 0.0323(3) Uani 1 2 d S . .
N4 N 0.42402(10) 0.2500 0.45481(10) 0.0502(4) Uani 1 2 d S . .
C1 C 0.38637(12) 0.2500 0.64627(10) 0.0410(4) Uani 1 2 d S . .
C2 C 0.55481(13) 0.2500 0.76170(11) 0.0526(4) Uani 1 2 d S . .
C3 C 0.48785(11) 0.2500 0.61029(10) 0.0363(3) Uani 1 2 d S . .
C4 C 0.49684(11) 0.2500 0.51261(9) 0.0344(3) Uani 1 2 d S . .
C5 C 0.68207(10) 0.2500 0.53967(10) 0.0351(3) Uani 1 2 d S . .
C6 C 0.67151(11) 0.2500 0.63043(10) 0.0415(4) Uani 1 2 d S . .
H6 H 0.7283 0.2500 0.6681 0.050 Uiso 1 2 calc SR . .
C7 C 0.57180(12) 0.2500 0.66566(10) 0.0401(4) Uani 1 2 d S . .
C8 C 0.77996(11) 0.2500 0.48536(10) 0.0385(3) Uani 1 2 d S . .
C9 C 0.84320(9) 0.0632(2) 0.50528(8) 0.0546(3) Uani 1 1 d . . .
H9A H 0.8029 -0.0526 0.4927 0.082 Uiso 1 1 calc R . .
H9B H 0.8630 0.0628 0.5675 0.082 Uiso 1 1 calc R . .
H9C H 0.9032 0.0626 0.4681 0.082 Uiso 1 1 calc R . .
C10 C 0.73844(11) 0.2500 0.39071(10) 0.0387(3) Uani 1 2 d S . .
C11 C 0.63227(11) 0.2500 0.39115(9) 0.0346(3) Uani 1 2 d S . .
C12 C 0.57501(13) 0.2500 0.31249(10) 0.0434(4) Uani 1 2 d S . .
H12 H 0.5039 0.2500 0.3136 0.052 Uiso 1 2 calc SR . .
C13 C 0.62899(16) 0.2500 0.23219(11) 0.0551(5) Uani 1 2 d S . .
H13 H 0.5932 0.2500 0.1781 0.066 Uiso 1 2 calc SR . .
C14 C 0.73455(16) 0.2500 0.23040(11) 0.0594(5) Uani 1 2 d S . .
H14 H 0.7686 0.2500 0.1755 0.071 Uiso 1 2 calc SR . .
C15 C 0.78991(14) 0.2500 0.30962(11) 0.0527(4) Uani 1 2 d S . .
H15 H 0.8610 0.2500 0.3083 0.063 Uiso 1 2 calc SR . .
H4 H 0.3644(17) 0.2500 0.4839(14) 0.062(6) Uiso 1 2 d S . .


_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
N1 C1 1.143(2) . ?
N2 C2 1.138(2) . ?
N3 C5 1.3775(17) . ?
N3 C4 1.4044(18) . ?
N3 C11 1.4329(17) . ?
N4 C4 1.2826(19) . ?
C1 C3 1.4309(19) . ?
C2 C7 1.445(2) . ?
C3 C7 1.372(2) . ?
C3 C4 1.457(2) . ?
C5 C6 1.356(2) . ?
C5 C8 1.5136(19) . ?
C6 C7 1.405(2) . ?
C8 C10 1.508(2) . ?
C8 C9 1.5346(15) 7_565 ?
C8 C9 1.5346(14) . ?
C10 C15 1.381(2) . ?
C10 C11 1.388(2) . ?
C11 C12 1.389(2) . ?
C12 C13 1.387(2) . ?
C13 C14 1.381(3) . ?
C14 C15 1.382(3) . ?

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
C5 N3 C4 123.93(12) . . ?
C5 N3 C11 109.96(11) . . ?
C4 N3 C11 126.10(11) . . ?
N1 C1 C3 178.33(17) . . ?
N2 C2 C7 177.39(19) . . ?
C7 C3 C1 121.19(13) . . ?
C7 C3 C4 122.23(13) . . ?
C1 C3 C4 116.58(13) . . ?
N4 C4 N3 119.63(13) . . ?
N4 C4 C3 127.43(14) . . ?
N3 C4 C3 112.94(12) . . ?
C6 C5 N3 121.91(13) . . ?
C6 C5 C8 128.08(13) . . ?
N3 C5 C8 110.01(12) . . ?
C5 C6 C7 117.72(13) . . ?
C3 C7 C6 121.27(13) . . ?
C3 C7 C2 118.01(14) . . ?
C6 C7 C2 120.72(14) . . ?
C10 C8 C5 101.13(11) . . ?
C10 C8 C9 111.96(8) . 7_565 ?
C5 C8 C9 110.66(8) . 7_565 ?
C10 C8 C9 111.96(8) . . ?
C5 C8 C9 110.66(8) . . ?
C9 C8 C9 110.17(13) 7_565 . ?
C15 C10 C11 119.45(14) . . ?
C15 C10 C8 129.72(14) . . ?
C11 C10 C8 110.84(12) . . ?
C10 C11 C12 122.37(13) . . ?
C10 C11 N3 108.06(11) . . ?
C12 C11 N3 129.57(13) . . ?
C13 C12 C11 116.76(15) . . ?
C14 C13 C12 121.70(16) . . ?
C13 C14 C15 120.48(15) . . ?
C10 C15 C14 119.24(16) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.054
####################################################################### 
# 
# 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_collect_0m
_database_code_depnum_ccdc_archive 'CCDC 1430926'
_audit_update_record             
;
2015-10-12 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H14 F6 N4 O4'
_chemical_formula_weight         488.35

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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                   8.6010(4)
_cell_length_b                   21.0213(10)
_cell_length_c                   11.9369(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.7170(10)
_cell_angle_gamma                90.00
_cell_volume                     2087.43(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    6624
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      3.59

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9363
_exptl_absorpt_correction_T_max  0.9914
_exptl_absorpt_process_details   '(SADABS 2007/4 Bruker)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX2 CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21135
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0246
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.94
_diffrn_reflns_theta_max         28.00
_reflns_number_total             5036
_reflns_number_gt                4118
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2.2-0 (Bruker, 2007)'
_computing_cell_refinement       'SAINT+  V7.46A (Bruker, 2007)'
_computing_data_reduction        'SAINT+  V7.46A (Bruker, 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XSHELL v4.02 (Bruker, 2000)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'

_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)+(0.0501P)²+0.8416P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5036
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.0951
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
O1 O 0.37076(14) 0.03720(5) 0.35629(9) 0.0294(2) Uani 1 1 d . . .
O2 O 0.45807(14) 0.04070(5) 0.19418(9) 0.0305(2) Uani 1 1 d . . .
O3 O 0.70394(15) 0.07265(5) 0.70355(11) 0.0372(3) Uani 1 1 d . . .
H3 H 0.6862 0.0359 0.6810 0.056 Uiso 1 1 calc R . .
O4 O 0.89460(12) 0.07006(5) 0.60545(9) 0.0270(2) Uani 1 1 d . . .
N1 N 0.00537(17) -0.10923(6) 0.62219(11) 0.0311(3) Uani 1 1 d . . .
N2 N 0.00557(17) -0.08207(6) 0.94598(12) 0.0315(3) Uani 1 1 d . . .
N3 N 0.29938(13) 0.08371(5) 0.73462(9) 0.0167(2) Uani 1 1 d . . .
N4 N 0.24520(15) 0.02208(6) 0.56558(10) 0.0208(2) Uani 1 1 d . . .
C1 C 0.07473(17) -0.06643(6) 0.66962(12) 0.0215(3) Uani 1 1 d . . .
C2 C 0.07993(18) -0.04907(6) 0.90379(12) 0.0230(3) Uani 1 1 d . . .
C3 C 0.16025(16) -0.01366(6) 0.73216(11) 0.0184(3) Uani 1 1 d . . .
C4 C 0.23636(15) 0.03097(6) 0.67319(11) 0.0175(3) Uani 1 1 d . . .
C5 C 0.32009(16) 0.08807(6) 0.85312(11) 0.0188(3) Uani 1 1 d . . .
C6 C 0.25747(17) 0.04377(6) 0.91231(12) 0.0212(3) Uani 1 1 d . . .
H6 H 0.2733 0.0464 0.9922 0.025 Uiso 1 1 calc R . .
C7 C 0.16833(16) -0.00598(6) 0.84875(12) 0.0195(3) Uani 1 1 d . . .
C8 C 0.41431(17) 0.14694(6) 0.89925(12) 0.0206(3) Uani 1 1 d . . .
C9 C 0.3311(2) 0.18694(7) 0.97483(13) 0.0288(3) Uani 1 1 d . . .
H9A H 0.2258 0.1989 0.9303 0.043 Uiso 1 1 calc R . .
H9B H 0.3935 0.2245 1.0007 0.043 Uiso 1 1 calc R . .
H9C H 0.3221 0.1624 1.0407 0.043 Uiso 1 1 calc R . .
C10 C 0.58339(17) 0.12607(7) 0.96820(12) 0.0252(3) Uani 1 1 d . . .
H10A H 0.5748 0.1012 1.0338 0.038 Uiso 1 1 calc R . .
H10B H 0.6480 0.1630 0.9944 0.038 Uiso 1 1 calc R . .
H10C H 0.6326 0.1010 0.9193 0.038 Uiso 1 1 calc R . .
C11 C 0.41888(16) 0.18026(6) 0.78836(12) 0.0203(3) Uani 1 1 d . . .
C12 C 0.35195(15) 0.14269(6) 0.69248(11) 0.0182(3) Uani 1 1 d . . .
C13 C 0.32800(17) 0.16434(7) 0.57990(12) 0.0220(3) Uani 1 1 d . . .
H13 H 0.2790 0.1393 0.5166 0.026 Uiso 1 1 calc R . .
C14 C 0.38155(18) 0.22590(7) 0.56664(13) 0.0253(3) Uani 1 1 d . . .
H14 H 0.3691 0.2421 0.4924 0.030 Uiso 1 1 calc R . .
C15 C 0.45283(18) 0.26349(7) 0.66125(13) 0.0270(3) Uani 1 1 d . . .
H15 H 0.4889 0.3041 0.6496 0.032 Uiso 1 1 calc R . .
C16 C 0.47086(18) 0.24113(7) 0.77312(13) 0.0249(3) Uani 1 1 d . . .
H16 H 0.5170 0.2666 0.8366 0.030 Uiso 1 1 calc R . .
C22 C 0.82095(17) 0.09459(7) 0.66892(12) 0.0234(3) Uani 1 1 d . . .
C30 C 0.43662(17) 0.06325(7) 0.28309(12) 0.0235(3) Uani 1 1 d . . .
C32 C 0.86948(18) 0.16236(7) 0.71405(12) 0.0251(3) Uani 1 1 d . . .
C34 C 0.49374(19) 0.13156(7) 0.31710(13) 0.0283(3) Uani 1 1 d . . .
F1 F 0.36847(13) 0.17062(4) 0.30748(9) 0.0399(2) Uani 1 1 d . . .
F2 F 0.58131(12) 0.13467(5) 0.42680(8) 0.0380(2) Uani 1 1 d . . .
F3 F 0.58329(15) 0.15460(5) 0.25068(9) 0.0479(3) Uani 1 1 d . . .
F4 F 0.77513(13) 0.20489(4) 0.64803(9) 0.0416(3) Uani 1 1 d . . .
F5 F 0.85646(18) 0.17135(5) 0.82103(9) 0.0547(3) Uani 1 1 d . . .
F6 F 1.01846(12) 0.17641(5) 0.71161(11) 0.0516(3) Uani 1 1 d . . .
H4A H 0.300(2) 0.0480(9) 0.5349(16) 0.033(5) Uiso 1 1 d . . .
H4B H 0.197(2) -0.0112(10) 0.5247(17) 0.037(5) Uiso 1 1 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
O1 C30 1.2789(17) . ?
O2 C30 1.2184(17) . ?
O3 C22 1.2680(18) . ?
O4 C22 1.2186(17) . ?
N1 C1 1.1464(19) . ?
N2 C2 1.1435(19) . ?
N3 C4 1.3633(17) . ?
N3 C5 1.3831(16) . ?
N3 C12 1.4527(16) . ?
N4 C4 1.3192(17) . ?
C1 C3 1.4318(19) . ?
C2 C7 1.4436(19) . ?
C3 C7 1.3851(18) . ?
C3 C4 1.4277(18) . ?
C5 C6 1.3601(19) . ?
C5 C8 1.5050(18) . ?
C6 C7 1.4006(19) . ?
C8 C11 1.5069(19) . ?
C8 C9 1.5364(19) . ?
C8 C10 1.542(2) . ?
C11 C16 1.3827(19) . ?
C11 C12 1.3892(19) . ?
C12 C13 1.3838(19) . ?
C13 C14 1.396(2) . ?
C14 C15 1.387(2) . ?
C15 C16 1.387(2) . ?
C22 C32 1.543(2) . ?
C30 C34 1.538(2) . ?
C32 F6 1.3226(18) . ?
C32 F5 1.3234(17) . ?
C32 F4 1.3244(17) . ?
C34 F3 1.3292(18) . ?
C34 F2 1.3361(17) . ?
C34 F1 1.3362(19) . ?

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
C4 N3 C5 122.30(11) . . ?
C4 N3 C12 128.61(11) . . ?
C5 N3 C12 109.09(10) . . ?
N1 C1 C3 178.19(15) . . ?
N2 C2 C7 177.80(16) . . ?
C7 C3 C4 120.44(12) . . ?
C7 C3 C1 120.14(12) . . ?
C4 C3 C1 119.42(12) . . ?
N4 C4 N3 121.71(12) . . ?
N4 C4 C3 122.28(12) . . ?
N3 C4 C3 116.01(11) . . ?
C6 C5 N3 121.39(12) . . ?
C6 C5 C8 128.35(12) . . ?
N3 C5 C8 110.26(11) . . ?
C5 C6 C7 117.67(12) . . ?
C3 C7 C6 120.80(12) . . ?
C3 C7 C2 119.11(12) . . ?
C6 C7 C2 120.07(12) . . ?
C5 C8 C11 101.10(11) . . ?
C5 C8 C9 112.16(11) . . ?
C11 C8 C9 112.42(12) . . ?
C5 C8 C10 107.97(11) . . ?
C11 C8 C10 111.69(11) . . ?
C9 C8 C10 111.04(12) . . ?
C16 C11 C12 119.86(13) . . ?
C16 C11 C8 128.84(13) . . ?
C12 C11 C8 111.20(11) . . ?
C13 C12 C11 122.78(12) . . ?
C13 C12 N3 129.36(12) . . ?
C11 C12 N3 107.47(11) . . ?
C12 C13 C14 116.29(13) . . ?
C15 C14 C13 121.74(13) . . ?
C16 C15 C14 120.61(13) . . ?
C11 C16 C15 118.65(13) . . ?
O4 C22 O3 129.03(14) . . ?
O4 C22 C32 118.07(13) . . ?
O3 C22 C32 112.88(12) . . ?
O2 C30 O1 128.31(14) . . ?
O2 C30 C34 118.96(13) . . ?
O1 C30 C34 112.74(12) . . ?
F6 C32 F5 108.02(13) . . ?
F6 C32 F4 106.66(13) . . ?
F5 C32 F4 106.77(12) . . ?
F6 C32 C22 112.10(12) . . ?
F5 C32 C22 112.78(12) . . ?
F4 C32 C22 110.18(12) . . ?
F3 C34 F2 107.40(13) . . ?
F3 C34 F1 107.55(13) . . ?
F2 C34 F1 107.20(12) . . ?
F3 C34 C30 112.16(12) . . ?
F2 C34 C30 111.54(12) . . ?
F1 C34 C30 110.76(12) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.046
