# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_jg546
_audit_block_doi                 10.5517/ccyy00w
_database_code_depnum_ccdc_archive 'CCDC 891808'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H54 F2 N8 O0.20'
_chemical_formula_weight         904.29

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.471(10)
_cell_length_b                   13.021(6)
_cell_length_c                   19.887(6)
_cell_angle_alpha                77.83(2)
_cell_angle_beta                 81.76(4)
_cell_angle_gamma                87.25(3)
_cell_volume                     2372(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      25
_cell_measurement_theta_max      35

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             955
_exptl_absorpt_coefficient_mu    0.648
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.8813
_exptl_absorpt_correction_T_max  0.9090
_exptl_absorpt_process_details   '(North et al., 1968)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Enraf Nonius cad-4 diffractometer'
_diffrn_measurement_method       Ω-2\Scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         2
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  90
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8875
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         6.37
_diffrn_reflns_theta_max         69.94
_reflns_number_total             8875
_reflns_number_gt                5174
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 software (Enraf-Nonius, 1989)'
_computing_cell_refinement       'CAD-4 software'
_computing_data_reduction        'Nonius (unpublished)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0466P)²+5.9355P] 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     SHELXL
_refine_ls_extinction_coef       0.0080(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8875
_refine_ls_number_parameters     615
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1460
_refine_ls_R_factor_gt           0.0944
_refine_ls_wR_factor_ref         0.2411
_refine_ls_wR_factor_gt          0.2133
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
N1 N 0.9511(4) 0.6204(3) 0.07175(18) 0.0507(9) Uani 1 1 d . . .
C2 C 1.0971(4) 0.6415(4) 0.0452(2) 0.0480(10) Uani 1 1 d . . .
C3 C 1.1432(5) 0.7350(4) 0.0008(2) 0.0590(12) Uani 1 1 d . . .
H3 H 1.0777 0.7887 -0.0119 0.071 Uiso 1 1 calc R . .
C4 C 1.2868(5) 0.7479(4) -0.0241(2) 0.0619(13) Uani 1 1 d . . .
H4 H 1.3179 0.8106 -0.0532 0.074 Uiso 1 1 calc R . .
C5 C 1.3847(5) 0.6677(4) -0.0060(2) 0.0622(13) Uani 1 1 d . . .
H5 H 1.4804 0.6758 -0.0244 0.075 Uiso 1 1 calc R . .
C6 C 1.3402(5) 0.5769(4) 0.0389(2) 0.0616(13) Uani 1 1 d . . .
H6 H 1.4067 0.5243 0.0521 0.074 Uiso 1 1 calc R . .
C7 C 1.1941(4) 0.5619(4) 0.0656(2) 0.0518(11) Uani 1 1 d . . .
N8 N 1.1610(4) 0.4694(3) 0.1145(2) 0.0573(10) Uani 1 1 d . . .
C9 C 1.0250(5) 0.4547(4) 0.1411(2) 0.0532(11) Uani 1 1 d . . .
C10 C 0.9177(5) 0.5289(4) 0.1226(2) 0.0531(11) Uani 1 1 d . . .
C11 C 0.7728(5) 0.5348(4) 0.1448(3) 0.0659(14) Uani 1 1 d . . .
H11 H 0.7208 0.4858 0.1791 0.079 Uiso 1 1 calc R . .
C12 C 0.7179(5) 0.6272(4) 0.1069(3) 0.0664(14) Uani 1 1 d . . .
H12 H 0.6229 0.6494 0.1112 0.080 Uiso 1 1 calc R . .
C13 C 0.8297(5) 0.6804(4) 0.0618(2) 0.0540(11) Uani 1 1 d . . .
N14 N 0.8291(4) 0.7754(3) 0.01468(19) 0.0537(10) Uani 1 1 d . . .
C15 C 0.8402(5) 0.7645(4) -0.0579(2) 0.0586(12) Uani 1 1 d . . .
H15A H 0.7560 0.7303 -0.0646 0.070 Uiso 1 1 calc R . .
H15B H 0.9228 0.7209 -0.0686 0.070 Uiso 1 1 calc R . .
C16 C 0.8540(5) 0.8704(4) -0.1065(2) 0.0604(13) Uani 1 1 d . . .
H16A H 0.9416 0.9026 -0.1021 0.073 Uiso 1 1 calc R . .
H16B H 0.8591 0.8615 -0.1540 0.073 Uiso 1 1 calc R . .
N17 N 0.7322(4) 0.9394(3) -0.09079(19) 0.0553(10) Uani 1 1 d . . .
C18 C 0.7249(5) 0.9502(4) -0.0186(2) 0.0610(13) Uani 1 1 d . . .
H18A H 0.6448 0.9958 -0.0074 0.073 Uiso 1 1 calc R . .
H18B H 0.8114 0.9821 -0.0125 0.073 Uiso 1 1 calc R . .
C19 C 0.7076(5) 0.8446(4) 0.0298(2) 0.0605(13) Uani 1 1 d . . .
H19A H 0.7010 0.8531 0.0775 0.073 Uiso 1 1 calc R . .
H19B H 0.6200 0.8132 0.0245 0.073 Uiso 1 1 calc R . .
C20 C 0.7406(5) 1.0397(4) -0.1394(3) 0.0632(13) Uani 1 1 d . . .
H20A H 0.7626 1.0273 -0.1862 0.076 Uiso 1 1 calc R . .
H20B H 0.8183 1.0791 -0.1309 0.076 Uiso 1 1 calc R . .
C21 C 0.6044(6) 1.1052(5) -0.1344(3) 0.0744(15) Uani 1 1 d . . .
H21A H 0.5251 1.0622 -0.1366 0.089 Uiso 1 1 calc R . .
H21B H 0.5894 1.1248 -0.0894 0.089 Uiso 1 1 calc R . .
C22 C 0.6031(5) 1.2024(4) -0.1894(3) 0.0638(13) Uani 1 1 d . . .
C23 C 0.6723(6) 1.2926(5) -0.1838(3) 0.0789(16) Uani 1 1 d . . .
H23 H 0.7183 1.2913 -0.1453 0.095 Uiso 1 1 calc R . .
C24 C 0.6730(7) 1.3826(5) -0.2343(4) 0.0914(19) Uani 1 1 d . . .
H24 H 0.7158 1.4427 -0.2291 0.110 Uiso 1 1 calc R . .
C25 C 0.6133(9) 1.3834(6) -0.2894(3) 0.100(2) Uani 1 1 d . . .
C26 C 0.5393(9) 1.2964(7) -0.2985(4) 0.116(3) Uani 1 1 d . . .
H26 H 0.4935 1.2988 -0.3372 0.139 Uiso 1 1 calc R . .
C27 C 0.5397(7) 1.2083(5) -0.2464(4) 0.092(2) Uani 1 1 d . . .
H27 H 0.4932 1.1493 -0.2509 0.110 Uiso 1 1 calc R . .
F28 F 0.6124(7) 1.4712(4) -0.3413(2) 0.163(2) Uani 1 1 d . . .
C29 C 0.9937(5) 0.3576(4) 0.1940(2) 0.0548(12) Uani 1 1 d . . .
C30 C 0.8758(5) 0.2958(4) 0.1928(3) 0.0623(13) Uani 1 1 d . . .
H30 H 0.8146 0.3167 0.1595 0.075 Uiso 1 1 calc R . .
C31 C 0.8530(6) 0.2033(4) 0.2421(3) 0.0773(17) Uani 1 1 d . . .
H31 H 0.7749 0.1629 0.2417 0.093 Uiso 1 1 calc R . .
C32 C 0.9404(7) 0.1699(5) 0.2906(3) 0.0767(16) Uani 1 1 d . . .
H32 H 0.9227 0.1075 0.3230 0.092 Uiso 1 1 calc R . .
C33 C 1.0571(6) 0.2299(5) 0.2915(3) 0.0771(16) Uani 1 1 d . . .
H33 H 1.1182 0.2081 0.3246 0.093 Uiso 1 1 calc R . .
C34 C 1.0819(6) 0.3231(4) 0.2425(3) 0.0639(13) Uani 1 1 d . . .
H34 H 1.1608 0.3626 0.2429 0.077 Uiso 1 1 calc R . .
N51 N 0.4089(4) 0.8731(3) 0.42844(18) 0.0543(10) Uani 1 1 d . . .
C52 C 0.5347(5) 0.8603(4) 0.4565(2) 0.0533(11) Uani 1 1 d . . .
C53 C 0.5843(5) 0.7683(4) 0.4956(2) 0.0623(13) Uani 1 1 d . . .
H53 H 0.5297 0.7083 0.5040 0.075 Uiso 1 1 calc R . .
C54 C 0.7088(6) 0.7622(5) 0.5220(3) 0.0711(15) Uani 1 1 d . . .
H54 H 0.7386 0.6988 0.5477 0.085 Uiso 1 1 calc R . .
C55 C 0.7942(6) 0.8528(5) 0.5103(3) 0.0717(15) Uani 1 1 d . . .
H55 H 0.8782 0.8507 0.5297 0.086 Uiso 1 1 calc R . .
C56 C 0.7489(5) 0.9429(5) 0.4698(2) 0.0635(13) Uani 1 1 d . . .
H56 H 0.8051 1.0021 0.4614 0.076 Uiso 1 1 calc R . .
C57 C 0.6261(5) 0.9508(4) 0.4411(2) 0.0542(11) Uani 1 1 d . . .
N58 N 0.5961(4) 1.0421(3) 0.39405(18) 0.0572(10) Uani 1 1 d . . .
C59 C 0.4869(5) 1.0457(4) 0.3616(2) 0.0525(11) Uani 1 1 d . . .
C60 C 0.3819(5) 0.9613(4) 0.3779(2) 0.0553(12) Uani 1 1 d . . .
C61 C 0.2532(6) 0.9537(4) 0.3571(3) 0.0665(14) Uani 1 1 d . . .
H61 H 0.2119 1.0017 0.3235 0.080 Uiso 1 1 calc R . .
C62 C 0.1938(6) 0.8577(5) 0.3968(3) 0.0709(15) Uani 1 1 d . . .
H62 H 0.1052 0.8322 0.3939 0.085 Uiso 1 1 calc R . .
C63 C 0.2876(5) 0.8093(4) 0.4396(2) 0.0594(12) Uani 1 1 d . . .
N64 N 0.2815(5) 0.7161(3) 0.4898(2) 0.0638(11) Uani 1 1 d . . .
C65 C 0.2403(6) 0.7310(4) 0.5615(2) 0.0623(13) Uani 1 1 d . . .
H65A H 0.1421 0.7559 0.5673 0.075 Uiso 1 1 calc R . .
H65B H 0.3002 0.7836 0.5706 0.075 Uiso 1 1 calc R . .
C66 C 0.2565(6) 0.6292(4) 0.6122(3) 0.0665(14) Uani 1 1 d . . .
H66A H 0.3554 0.6055 0.6074 0.080 Uiso 1 1 calc R . .
H66B H 0.2300 0.6399 0.6592 0.080 Uiso 1 1 calc R . .
N67 N 0.1644(5) 0.5473(3) 0.5996(2) 0.0643(11) Uani 1 1 d . . .
C68 C 0.2036(7) 0.5349(5) 0.5277(3) 0.0785(17) Uani 1 1 d . . .
H68A H 0.1444 0.4821 0.5186 0.094 Uiso 1 1 calc R . .
H68B H 0.3023 0.5110 0.5211 0.094 Uiso 1 1 calc R . .
C69 C 0.1851(7) 0.6372(5) 0.4773(3) 0.0795(17) Uani 1 1 d . . .
H69A H 0.2080 0.6270 0.4300 0.095 Uiso 1 1 calc R . .
H69B H 0.0868 0.6619 0.4839 0.095 Uiso 1 1 calc R . .
C70 C 0.1843(6) 0.4503(4) 0.6495(3) 0.0740(15) Uani 1 1 d . . .
H70A H 0.1838 0.4668 0.6949 0.089 Uiso 1 1 calc R . .
H70B H 0.2772 0.4199 0.6366 0.089 Uiso 1 1 calc R . .
C71 C 0.0692(6) 0.3682(5) 0.6546(3) 0.0809(17) Uani 1 1 d . . .
H71A H -0.0238 0.3974 0.6686 0.097 Uiso 1 1 calc R . .
H71B H 0.0688 0.3514 0.6094 0.097 Uiso 1 1 calc R . .
C72 C 0.0964(6) 0.2706(4) 0.7058(3) 0.0663(14) Uani 1 1 d . . .
C73 C 0.0601(6) 0.2627(5) 0.7768(3) 0.0714(15) Uani 1 1 d . . .
H73 H 0.0122 0.3188 0.7927 0.086 Uiso 1 1 calc R . .
C74 C 0.0922(6) 0.1756(5) 0.8241(3) 0.0749(16) Uani 1 1 d . . .
H74 H 0.0681 0.1727 0.8714 0.090 Uiso 1 1 calc R . .
C75 C 0.1610(6) 0.0917(5) 0.8000(3) 0.0755(15) Uani 1 1 d . . .
C76 C 0.1984(7) 0.0951(5) 0.7310(3) 0.0837(18) Uani 1 1 d . . .
H76 H 0.2460 0.0384 0.7157 0.100 Uiso 1 1 calc R . .
C77 C 0.1650(6) 0.1828(5) 0.6845(3) 0.0804(17) Uani 1 1 d . . .
H77 H 0.1884 0.1844 0.6372 0.096 Uiso 1 1 calc R . .
F78 F 0.1965(5) 0.0061(3) 0.8477(2) 0.1095(13) Uani 1 1 d . . .
C79 C 0.4693(5) 1.1362(4) 0.3045(2) 0.0531(11) Uani 1 1 d . . .
C80 C 0.4468(5) 1.1236(4) 0.2402(2) 0.0636(13) Uani 1 1 d . . .
H80 H 0.4339 1.0563 0.2335 0.076 Uiso 1 1 calc R . .
C81 C 0.4425(6) 1.2073(5) 0.1853(3) 0.0734(15) Uani 1 1 d . . .
H81 H 0.4270 1.1966 0.1422 0.088 Uiso 1 1 calc R . .
C82 C 0.4617(6) 1.3083(5) 0.1950(3) 0.0750(16) Uani 1 1 d . . .
H82 H 0.4592 1.3657 0.1584 0.090 Uiso 1 1 calc R . .
C83 C 0.4841(5) 1.3220(4) 0.2586(3) 0.0685(14) Uani 1 1 d . . .
H83 H 0.4962 1.3897 0.2649 0.082 Uiso 1 1 calc R . .
C84 C 0.4895(5) 1.2388(4) 0.3139(2) 0.0619(13) Uani 1 1 d . . .
H84 H 0.5061 1.2499 0.3568 0.074 Uiso 1 1 calc R . .
O100 O 0.8752(5) 0.5740(4) 0.6069(2) 0.091(6) Uiso 0.20 1 d PR . .


_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 C13 1.373(6) . ?
N1 C10 1.406(6) . ?
N1 C2 1.426(5) . ?
C2 C7 1.386(6) . ?
C2 C3 1.393(6) . ?
C3 C4 1.385(6) . ?
C4 C5 1.386(7) . ?
C5 C6 1.367(7) . ?
C6 C7 1.417(6) . ?
C7 N8 1.396(6) . ?
N8 C9 1.327(5) . ?
C9 C10 1.402(6) . ?
C9 C29 1.477(6) . ?
C10 C11 1.384(6) . ?
C11 C12 1.397(7) . ?
C12 C13 1.394(6) . ?
C13 N14 1.386(6) . ?
N14 C19 1.464(5) . ?
N14 C15 1.469(5) . ?
C15 C16 1.506(7) . ?
C16 N17 1.468(5) . ?
N17 C20 1.450(6) . ?
N17 C18 1.464(5) . ?
C18 C19 1.505(7) . ?
C20 C21 1.515(7) . ?
C21 C22 1.489(7) . ?
C22 C27 1.344(8) . ?
C22 C23 1.404(8) . ?
C23 C24 1.373(8) . ?
C24 C25 1.302(9) . ?
C25 F28 1.369(7) . ?
C25 C26 1.416(11) . ?
C26 C27 1.375(9) . ?
C29 C34 1.355(7) . ?
C29 C30 1.414(7) . ?
C30 C31 1.387(7) . ?
C31 C32 1.350(8) . ?
C32 C33 1.388(8) . ?
C33 C34 1.394(7) . ?
N51 C52 1.376(6) . ?
N51 C60 1.398(6) . ?
N51 C63 1.414(6) . ?
C52 C53 1.384(7) . ?
C52 C57 1.449(7) . ?
C53 C54 1.350(7) . ?
C54 C55 1.422(8) . ?
C55 C56 1.365(7) . ?
C56 C57 1.358(7) . ?
C57 N58 1.394(6) . ?
N58 C59 1.289(6) . ?
C59 C60 1.471(6) . ?
C59 C79 1.476(6) . ?
C60 C61 1.357(7) . ?
C61 C62 1.424(7) . ?
C62 C63 1.360(7) . ?
C63 N64 1.397(6) . ?
N64 C65 1.476(5) . ?
N64 C69 1.486(6) . ?
C65 C66 1.503(7) . ?
C66 N67 1.491(6) . ?
N67 C70 1.456(6) . ?
N67 C68 1.464(6) . ?
C68 C69 1.508(8) . ?
C70 C71 1.541(7) . ?
C71 C72 1.489(8) . ?
C72 C73 1.387(7) . ?
C72 C77 1.401(8) . ?
C73 C74 1.365(8) . ?
C74 C75 1.382(8) . ?
C75 C76 1.359(7) . ?
C75 F78 1.366(7) . ?
C76 C77 1.366(8) . ?
C79 C80 1.369(6) . ?
C79 C84 1.413(7) . ?
C80 C81 1.374(7) . ?
C81 C82 1.392(8) . ?
C82 C83 1.362(7) . ?
C83 C84 1.377(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
C13 N1 C10 109.8(4) . . ?
C13 N1 C2 131.0(4) . . ?
C10 N1 C2 118.8(4) . . ?
C7 C2 C3 120.6(4) . . ?
C7 C2 N1 115.9(4) . . ?
C3 C2 N1 123.5(4) . . ?
C4 C3 C2 119.7(5) . . ?
C3 C4 C5 120.5(5) . . ?
C6 C5 C4 119.9(4) . . ?
C5 C6 C7 120.8(5) . . ?
C2 C7 N8 125.1(4) . . ?
C2 C7 C6 118.5(4) . . ?
N8 C7 C6 116.3(4) . . ?
C9 N8 C7 117.2(4) . . ?
N8 C9 C10 122.3(4) . . ?
N8 C9 C29 116.1(4) . . ?
C10 C9 C29 121.6(4) . . ?
C11 C10 C9 133.4(5) . . ?
C11 C10 N1 106.5(4) . . ?
C9 C10 N1 120.1(4) . . ?
C10 C11 C12 108.3(5) . . ?
C13 C12 C11 108.5(4) . . ?
N1 C13 C12 106.8(4) . . ?
N1 C13 N14 123.1(4) . . ?
C12 C13 N14 130.1(4) . . ?
C13 N14 C19 114.0(4) . . ?
C13 N14 C15 113.8(4) . . ?
C19 N14 C15 109.3(4) . . ?
N14 C15 C16 110.9(4) . . ?
N17 C16 C15 110.9(4) . . ?
C20 N17 C18 112.8(4) . . ?
C20 N17 C16 111.4(4) . . ?
C18 N17 C16 108.6(4) . . ?
N17 C18 C19 110.6(4) . . ?
N14 C19 C18 110.2(4) . . ?
N17 C20 C21 113.3(4) . . ?
C22 C21 C20 114.6(4) . . ?
C27 C22 C23 117.0(6) . . ?
C27 C22 C21 122.9(6) . . ?
C23 C22 C21 120.1(5) . . ?
C24 C23 C22 120.9(6) . . ?
C25 C24 C23 119.7(7) . . ?
C24 C25 F28 121.6(8) . . ?
C24 C25 C26 122.8(7) . . ?
F28 C25 C26 115.5(7) . . ?
C27 C26 C25 115.5(6) . . ?
C22 C27 C26 124.0(7) . . ?
C34 C29 C30 118.8(5) . . ?
C34 C29 C9 120.6(5) . . ?
C30 C29 C9 120.6(5) . . ?
C31 C30 C29 118.7(5) . . ?
C32 C31 C30 122.3(6) . . ?
C31 C32 C33 119.2(6) . . ?
C32 C33 C34 119.5(6) . . ?
C29 C34 C33 121.6(5) . . ?
C52 N51 C60 121.8(4) . . ?
C52 N51 C63 132.1(4) . . ?
C60 N51 C63 106.1(4) . . ?
N51 C52 C53 126.1(5) . . ?
N51 C52 C57 116.5(4) . . ?
C53 C52 C57 117.3(5) . . ?
C54 C53 C52 122.6(5) . . ?
C53 C54 C55 119.9(5) . . ?
C56 C55 C54 117.9(5) . . ?
C55 C56 C57 123.5(5) . . ?
C56 C57 N58 119.6(5) . . ?
C56 C57 C52 118.5(5) . . ?
N58 C57 C52 121.7(4) . . ?
C59 N58 C57 119.6(4) . . ?
N58 C59 C60 122.4(4) . . ?
N58 C59 C79 118.7(4) . . ?
C60 C59 C79 118.8(4) . . ?
C61 C60 N51 110.3(4) . . ?
C61 C60 C59 132.5(5) . . ?
N51 C60 C59 116.9(4) . . ?
C60 C61 C62 106.5(5) . . ?
C63 C62 C61 108.9(5) . . ?
C62 C63 N64 132.4(5) . . ?
C62 C63 N51 108.2(5) . . ?
N64 C63 N51 119.4(4) . . ?
C63 N64 C65 114.0(4) . . ?
C63 N64 C69 113.5(4) . . ?
C65 N64 C69 108.0(4) . . ?
N64 C65 C66 110.2(4) . . ?
N67 C66 C65 110.6(4) . . ?
C70 N67 C68 112.3(4) . . ?
C70 N67 C66 108.5(4) . . ?
C68 N67 C66 108.4(4) . . ?
N67 C68 C69 111.0(5) . . ?
N64 C69 C68 108.9(5) . . ?
N67 C70 C71 113.6(5) . . ?
C72 C71 C70 111.0(5) . . ?
C73 C72 C77 116.6(5) . . ?
C73 C72 C71 122.2(5) . . ?
C77 C72 C71 121.2(5) . . ?
C74 C73 C72 122.4(5) . . ?
C73 C74 C75 118.5(5) . . ?
C76 C75 F78 120.3(6) . . ?
C76 C75 C74 121.5(6) . . ?
F78 C75 C74 118.1(5) . . ?
C75 C76 C77 119.1(6) . . ?
C76 C77 C72 121.9(5) . . ?
C80 C79 C84 118.4(5) . . ?
C80 C79 C59 122.0(5) . . ?
C84 C79 C59 119.3(4) . . ?
C79 C80 C81 122.1(5) . . ?
C80 C81 C82 119.3(5) . . ?
C83 C82 C81 119.3(5) . . ?
C82 C83 C84 121.9(6) . . ?
C83 C84 C79 118.9(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N1 C2 C7 -179.5(4) . . . . ?
C10 N1 C2 C7 8.1(5) . . . . ?
C13 N1 C2 C3 0.0(7) . . . . ?
C10 N1 C2 C3 -172.4(4) . . . . ?
C7 C2 C3 C4 1.3(7) . . . . ?
N1 C2 C3 C4 -178.2(4) . . . . ?
C2 C3 C4 C5 0.8(7) . . . . ?
C3 C4 C5 C6 -2.5(8) . . . . ?
C4 C5 C6 C7 2.1(8) . . . . ?
C3 C2 C7 N8 174.0(4) . . . . ?
N1 C2 C7 N8 -6.5(6) . . . . ?
C3 C2 C7 C6 -1.7(6) . . . . ?
N1 C2 C7 C6 177.8(4) . . . . ?
C5 C6 C7 C2 0.0(7) . . . . ?
C5 C6 C7 N8 -176.0(4) . . . . ?
C2 C7 N8 C9 3.1(7) . . . . ?
C6 C7 N8 C9 178.9(4) . . . . ?
C7 N8 C9 C10 -1.3(6) . . . . ?
C7 N8 C9 C29 -178.4(4) . . . . ?
N8 C9 C10 C11 -176.1(5) . . . . ?
C29 C9 C10 C11 0.8(8) . . . . ?
N8 C9 C10 N1 3.3(7) . . . . ?
C29 C9 C10 N1 -179.8(4) . . . . ?
C13 N1 C10 C11 -1.1(5) . . . . ?
C2 N1 C10 C11 172.8(4) . . . . ?
C13 N1 C10 C9 179.3(4) . . . . ?
C2 N1 C10 C9 -6.8(6) . . . . ?
C9 C10 C11 C12 -179.1(5) . . . . ?
N1 C10 C11 C12 1.4(6) . . . . ?
C10 C11 C12 C13 -1.2(6) . . . . ?
C10 N1 C13 C12 0.4(5) . . . . ?
C2 N1 C13 C12 -172.6(4) . . . . ?
C10 N1 C13 N14 -180.0(4) . . . . ?
C2 N1 C13 N14 7.1(7) . . . . ?
C11 C12 C13 N1 0.5(6) . . . . ?
C11 C12 C13 N14 -179.1(5) . . . . ?
N1 C13 N14 C19 -157.7(4) . . . . ?
C12 C13 N14 C19 21.9(7) . . . . ?
N1 C13 N14 C15 76.0(6) . . . . ?
C12 C13 N14 C15 -104.5(6) . . . . ?
C13 N14 C15 C16 -174.2(4) . . . . ?
C19 N14 C15 C16 57.0(5) . . . . ?
N14 C15 C16 N17 -57.9(5) . . . . ?
C15 C16 N17 C20 -177.1(4) . . . . ?
C15 C16 N17 C18 58.1(5) . . . . ?
C20 N17 C18 C19 176.7(4) . . . . ?
C16 N17 C18 C19 -59.3(5) . . . . ?
C13 N14 C19 C18 173.2(4) . . . . ?
C15 N14 C19 C18 -58.1(5) . . . . ?
N17 C18 C19 N14 60.4(5) . . . . ?
C18 N17 C20 C21 -68.9(5) . . . . ?
C16 N17 C20 C21 168.7(4) . . . . ?
N17 C20 C21 C22 -172.6(5) . . . . ?
C20 C21 C22 C27 98.8(7) . . . . ?
C20 C21 C22 C23 -80.0(6) . . . . ?
C27 C22 C23 C24 0.6(8) . . . . ?
C21 C22 C23 C24 179.6(5) . . . . ?
C22 C23 C24 C25 -2.6(10) . . . . ?
C23 C24 C25 F28 -179.5(6) . . . . ?
C23 C24 C25 C26 3.7(11) . . . . ?
C24 C25 C26 C27 -2.9(11) . . . . ?
F28 C25 C26 C27 -179.8(6) . . . . ?
C23 C22 C27 C26 0.2(9) . . . . ?
C21 C22 C27 C26 -178.7(6) . . . . ?
C25 C26 C27 C22 0.8(10) . . . . ?
N8 C9 C29 C34 39.9(6) . . . . ?
C10 C9 C29 C34 -137.2(5) . . . . ?
N8 C9 C29 C30 -136.5(4) . . . . ?
C10 C9 C29 C30 46.4(6) . . . . ?
C34 C29 C30 C31 1.4(7) . . . . ?
C9 C29 C30 C31 177.8(4) . . . . ?
C29 C30 C31 C32 -0.7(8) . . . . ?
C30 C31 C32 C33 0.1(8) . . . . ?
C31 C32 C33 C34 -0.1(8) . . . . ?
C30 C29 C34 C33 -1.4(7) . . . . ?
C9 C29 C34 C33 -177.9(4) . . . . ?
C32 C33 C34 C29 0.8(8) . . . . ?
C60 N51 C52 C53 -166.0(4) . . . . ?
C63 N51 C52 C53 12.8(7) . . . . ?
C60 N51 C52 C57 11.2(6) . . . . ?
C63 N51 C52 C57 -170.0(4) . . . . ?
N51 C52 C53 C54 -179.4(4) . . . . ?
C57 C52 C53 C54 3.4(7) . . . . ?
C52 C53 C54 C55 0.3(7) . . . . ?
C53 C54 C55 C56 -2.6(7) . . . . ?
C54 C55 C56 C57 1.0(7) . . . . ?
C55 C56 C57 N58 -172.7(4) . . . . ?
C55 C56 C57 C52 2.8(7) . . . . ?
N51 C52 C57 C56 177.6(4) . . . . ?
C53 C52 C57 C56 -4.9(6) . . . . ?
N51 C52 C57 N58 -7.0(6) . . . . ?
C53 C52 C57 N58 170.5(4) . . . . ?
C56 C57 N58 C59 173.2(4) . . . . ?
C52 C57 N58 C59 -2.2(6) . . . . ?
C57 N58 C59 C60 7.1(6) . . . . ?
C57 N58 C59 C79 -170.7(4) . . . . ?
C52 N51 C60 C61 178.0(4) . . . . ?
C63 N51 C60 C61 -1.1(5) . . . . ?
C52 N51 C60 C59 -6.8(6) . . . . ?
C63 N51 C60 C59 174.1(4) . . . . ?
N58 C59 C60 C61 171.0(5) . . . . ?
C79 C59 C60 C61 -11.2(7) . . . . ?
N58 C59 C60 N51 -3.0(6) . . . . ?
C79 C59 C60 N51 174.9(4) . . . . ?
N51 C60 C61 C62 1.1(6) . . . . ?
C59 C60 C61 C62 -173.1(5) . . . . ?
C60 C61 C62 C63 -0.7(6) . . . . ?
C61 C62 C63 N64 178.3(5) . . . . ?
C61 C62 C63 N51 0.1(6) . . . . ?
C52 N51 C63 C62 -178.4(4) . . . . ?
C60 N51 C63 C62 0.6(5) . . . . ?
C52 N51 C63 N64 3.1(7) . . . . ?
C60 N51 C63 N64 -177.9(4) . . . . ?
C62 C63 N64 C65 -98.3(7) . . . . ?
N51 C63 N64 C65 79.8(6) . . . . ?
C62 C63 N64 C69 25.9(8) . . . . ?
N51 C63 N64 C69 -156.0(4) . . . . ?
C63 N64 C65 C66 -172.1(4) . . . . ?
C69 N64 C65 C66 60.7(6) . . . . ?
N64 C65 C66 N67 -59.7(6) . . . . ?
C65 C66 N67 C70 179.7(4) . . . . ?
C65 C66 N67 C68 57.5(6) . . . . ?
C70 N67 C68 C69 -178.7(5) . . . . ?
C66 N67 C68 C69 -58.9(6) . . . . ?
C63 N64 C69 C68 171.6(4) . . . . ?
C65 N64 C69 C68 -61.0(6) . . . . ?
N67 C68 C69 N64 61.7(6) . . . . ?
C68 N67 C70 C71 -74.8(6) . . . . ?
C66 N67 C70 C71 165.4(5) . . . . ?
N67 C70 C71 C72 179.3(5) . . . . ?
C70 C71 C72 C73 79.7(7) . . . . ?
C70 C71 C72 C77 -98.1(6) . . . . ?
C77 C72 C73 C74 1.7(8) . . . . ?
C71 C72 C73 C74 -176.2(5) . . . . ?
C72 C73 C74 C75 -1.2(9) . . . . ?
C73 C74 C75 C76 0.8(9) . . . . ?
C73 C74 C75 F78 178.1(5) . . . . ?
F78 C75 C76 C77 -178.2(5) . . . . ?
C74 C75 C76 C77 -1.0(9) . . . . ?
C75 C76 C77 C72 1.6(9) . . . . ?
C73 C72 C77 C76 -1.9(8) . . . . ?
C71 C72 C77 C76 176.0(5) . . . . ?
N58 C59 C79 C80 128.3(5) . . . . ?
C60 C59 C79 C80 -49.6(6) . . . . ?
N58 C59 C79 C84 -45.6(6) . . . . ?
C60 C59 C79 C84 136.5(4) . . . . ?
C84 C79 C80 C81 -0.3(7) . . . . ?
C59 C79 C80 C81 -174.4(5) . . . . ?
C79 C80 C81 C82 0.0(8) . . . . ?
C80 C81 C82 C83 0.0(8) . . . . ?
C81 C82 C83 C84 0.4(8) . . . . ?
C82 C83 C84 C79 -0.8(8) . . . . ?
C80 C79 C84 C83 0.7(7) . . . . ?
C59 C79 C84 C83 174.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        69.94
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.139
####################################################################### 
# 
# 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_jg449
_audit_block_doi                 10.5517/ccyy01x
_database_code_depnum_ccdc_archive 'CCDC 891809'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H24 N4'
_chemical_formula_weight         404.50

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5233(14)
_cell_length_b                   10.8011(19)
_cell_length_c                   11.8823(16)
_cell_angle_alpha                107.688(11)
_cell_angle_beta                 110.089(10)
_cell_angle_gamma                100.552(11)
_cell_volume                     1035.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    2750
_cell_measurement_theta_min      6.86
_cell_measurement_theta_max      70.07

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             428
_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8885
_exptl_absorpt_correction_T_max  0.9147
_exptl_absorpt_process_details   'CrystalClear (Rigaku/MSC Inc., 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'micro-focus rotating anode'
_diffrn_radiation_monochromator  'Rigaku VariMax mirror'
_diffrn_measurement_device_type  'Rigaku RAXIS Rapid'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8049
_diffrn_reflns_av_R_equivalents  0.0913
_diffrn_reflns_av_sigmaI/netI    0.0851
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         6.86
_diffrn_reflns_theta_max         70.07
_reflns_number_total             3386
_reflns_number_gt                2750
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0950P)²+0.0000P] 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_extinction_coef       ?
_refine_ls_number_reflns         3386
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1778
_refine_ls_wR_factor_gt          0.1657
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_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
N7 N 0.96127(16) 0.13323(16) 1.11265(14) 0.0317(4) Uani 1 1 d . . .
N10 N 0.65578(17) 0.15590(16) 0.98740(14) 0.0316(4) Uani 1 1 d . . .
N14 N 0.43811(16) 0.24881(16) 0.92749(14) 0.0288(4) Uani 1 1 d . . .
N24 N 0.23322(16) 0.40539(16) 0.93326(14) 0.0314(4) Uani 1 1 d . . .
C1 C 1.0943(2) 0.1329(2) 1.21332(17) 0.0309(5) Uani 1 1 d . . .
C2 C 1.2377(2) 0.2398(2) 1.27121(17) 0.0349(5) Uani 1 1 d . . .
H2 H 1.2446 0.3137 1.2437 0.042 Uiso 1 1 calc R . .
C3 C 1.3692(2) 0.2388(2) 1.36786(17) 0.0380(5) Uani 1 1 d . . .
H3 H 1.4650 0.3124 1.4053 0.046 Uiso 1 1 calc R . .
C4 C 1.3652(2) 0.1335(2) 1.41161(18) 0.0380(5) Uani 1 1 d . . .
H4 H 1.4563 0.1341 1.4782 0.046 Uiso 1 1 calc R . .
C5 C 1.2243(2) 0.0278(2) 1.35516(18) 0.0373(5) Uani 1 1 d . . .
H5 H 1.2185 -0.0454 1.3836 0.045 Uiso 1 1 calc R . .
C6 C 1.0911(2) 0.0267(2) 1.25753(18) 0.0357(5) Uani 1 1 d . . .
H6 H 0.9960 -0.0476 1.2201 0.043 Uiso 1 1 calc R . .
C8 C 0.81449(19) 0.0216(2) 1.06629(17) 0.0327(5) Uani 1 1 d . . .
H8A H 0.7828 0.0305 1.1388 0.039 Uiso 1 1 calc R . .
H8B H 0.8339 -0.0674 1.0399 0.039 Uiso 1 1 calc R . .
C9 C 0.6816(2) 0.0227(2) 0.95241(18) 0.0333(5) Uani 1 1 d . . .
H9A H 0.7079 0.0045 0.8765 0.040 Uiso 1 1 calc R . .
H9B H 0.5838 -0.0506 0.9275 0.040 Uiso 1 1 calc R . .
C11 C 0.7998(2) 0.2614(2) 1.01590(19) 0.0364(5) Uani 1 1 d . . .
H11A H 0.7833 0.3520 1.0361 0.044 Uiso 1 1 calc R . .
H11B H 0.8228 0.2399 0.9383 0.044 Uiso 1 1 calc R . .
C12 C 0.9383(2) 0.2668(2) 1.13070(19) 0.0382(5) Uani 1 1 d . . .
H12A H 1.0354 0.3328 1.1438 0.046 Uiso 1 1 calc R . .
H12B H 0.9209 0.3008 1.2105 0.046 Uiso 1 1 calc R . .
C13 C 0.5171(2) 0.1583(2) 0.89462(17) 0.0299(5) Uani 1 1 d . . .
C15 C 0.30507(19) 0.2243(2) 0.81306(17) 0.0287(5) Uani 1 1 d . . .
C16 C 0.3018(2) 0.1162(2) 0.71320(17) 0.0327(5) Uani 1 1 d . . .
H16 H 0.2241 0.0761 0.6253 0.039 Uiso 1 1 calc R . .
C17 C 0.4327(2) 0.0758(2) 0.76356(17) 0.0352(5) Uani 1 1 d . . .
H17 H 0.4592 0.0034 0.7155 0.042 Uiso 1 1 calc R . .
C18 C 0.46358(19) 0.3450(2) 1.04898(17) 0.0287(5) Uani 1 1 d . . .
C19 C 0.5841(2) 0.3669(2) 1.16849(17) 0.0331(5) Uani 1 1 d . . .
H19 H 0.6531 0.3134 1.1710 0.040 Uiso 1 1 calc R . .
C20 C 0.6021(2) 0.4660(2) 1.28190(17) 0.0355(5) Uani 1 1 d . . .
H20 H 0.6839 0.4804 1.3626 0.043 Uiso 1 1 calc R . .
C21 C 0.5025(2) 0.5454(2) 1.28036(18) 0.0355(5) Uani 1 1 d . . .
H21 H 0.5181 0.6153 1.3591 0.043 Uiso 1 1 calc R . .
C22 C 0.3813(2) 0.5220(2) 1.16419(17) 0.0344(5) Uani 1 1 d . . .
H22 H 0.3117 0.5748 1.1635 0.041 Uiso 1 1 calc R . .
C23 C 0.3588(2) 0.4210(2) 1.04611(17) 0.0290(5) Uani 1 1 d . . .
C25 C 0.2091(2) 0.3114(2) 0.82229(17) 0.0302(5) Uani 1 1 d . . .
C26 C 0.0731(2) 0.2994(2) 0.70450(17) 0.0309(5) Uani 1 1 d . . .
C27 C -0.0519(2) 0.3398(2) 0.72124(19) 0.0381(5) Uani 1 1 d . . .
H27 H -0.0493 0.3730 0.8060 0.046 Uiso 1 1 calc R . .
C28 C -0.1797(2) 0.3321(2) 0.6154(2) 0.0451(6) Uani 1 1 d . . .
H28 H -0.2640 0.3601 0.6280 0.054 Uiso 1 1 calc R . .
C29 C -0.1854(2) 0.2835(2) 0.49084(19) 0.0448(6) Uani 1 1 d . . .
H29 H -0.2742 0.2761 0.4179 0.054 Uiso 1 1 calc R . .
C30 C -0.0610(2) 0.2462(2) 0.47434(19) 0.0422(5) Uani 1 1 d . . .
H30 H -0.0634 0.2144 0.3897 0.051 Uiso 1 1 calc R . .
C31 C 0.0674(2) 0.2545(2) 0.57971(18) 0.0354(5) Uani 1 1 d . . .
H31 H 0.1529 0.2292 0.5667 0.042 Uiso 1 1 calc R . .


_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
N7 C1 1.414(2) . ?
N7 C12 1.461(2) . ?
N7 C8 1.470(2) . ?
N10 C13 1.411(2) . ?
N10 C9 1.463(2) . ?
N10 C11 1.473(2) . ?
N14 C13 1.383(2) . ?
N14 C18 1.407(2) . ?
N14 C15 1.414(2) . ?
N24 C25 1.310(2) . ?
N24 C23 1.394(2) . ?
C1 C6 1.398(3) . ?
C1 C2 1.402(2) . ?
C2 C3 1.383(2) . ?
C3 C4 1.386(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.390(2) . ?
C8 C9 1.507(2) . ?
C11 C12 1.513(2) . ?
C13 C17 1.378(2) . ?
C15 C16 1.375(2) . ?
C15 C25 1.433(3) . ?
C16 C17 1.396(2) . ?
C18 C23 1.401(3) . ?
C18 C19 1.403(2) . ?
C19 C20 1.374(2) . ?
C20 C21 1.390(3) . ?
C21 C22 1.374(2) . ?
C22 C23 1.408(2) . ?
C25 C26 1.495(2) . ?
C26 C31 1.391(2) . ?
C26 C27 1.396(3) . ?
C27 C28 1.385(2) . ?
C28 C29 1.389(3) . ?
C29 C30 1.375(3) . ?
C30 C31 1.383(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
C1 N7 C12 115.48(15) . . ?
C1 N7 C8 115.50(15) . . ?
C12 N7 C8 113.26(14) . . ?
C13 N10 C9 113.63(14) . . ?
C13 N10 C11 113.67(14) . . ?
C9 N10 C11 108.21(14) . . ?
C13 N14 C18 131.35(15) . . ?
C13 N14 C15 108.10(14) . . ?
C18 N14 C15 120.37(15) . . ?
C25 N24 C23 117.96(16) . . ?
C6 C1 C2 117.14(17) . . ?
C6 C1 N7 122.49(16) . . ?
C2 C1 N7 120.36(17) . . ?
C3 C2 C1 120.75(18) . . ?
C2 C3 C4 121.85(17) . . ?
C5 C4 C3 117.78(18) . . ?
C4 C5 C6 121.18(19) . . ?
C5 C6 C1 121.30(17) . . ?
N7 C8 C9 112.33(15) . . ?
N10 C9 C8 110.04(15) . . ?
N10 C11 C12 110.30(15) . . ?
N7 C12 C11 112.71(15) . . ?
C17 C13 N14 107.70(16) . . ?
C17 C13 N10 129.87(17) . . ?
N14 C13 N10 122.38(15) . . ?
C16 C15 N14 107.38(16) . . ?
C16 C15 C25 134.58(17) . . ?
N14 C15 C25 118.02(16) . . ?
C15 C16 C17 108.04(16) . . ?
C13 C17 C16 108.74(18) . . ?
C23 C18 C19 119.94(17) . . ?
C23 C18 N14 115.98(16) . . ?
C19 C18 N14 124.08(17) . . ?
C20 C19 C18 119.79(18) . . ?
C19 C20 C21 121.03(18) . . ?
C22 C21 C20 119.59(18) . . ?
C21 C22 C23 120.96(18) . . ?
N24 C23 C18 124.57(16) . . ?
N24 C23 C22 116.78(16) . . ?
C18 C23 C22 118.64(17) . . ?
N24 C25 C15 122.73(17) . . ?
N24 C25 C26 115.66(17) . . ?
C15 C25 C26 121.61(16) . . ?
C31 C26 C27 118.30(17) . . ?
C31 C26 C25 123.29(16) . . ?
C27 C26 C25 118.37(16) . . ?
C28 C27 C26 120.54(18) . . ?
C27 C28 C29 120.39(18) . . ?
C30 C29 C28 119.24(18) . . ?
C29 C30 C31 120.68(18) . . ?
C30 C31 C26 120.82(18) . . ?

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
C12 N7 C1 C6 141.30(19) . . . . ?
C8 N7 C1 C6 5.9(2) . . . . ?
C12 N7 C1 C2 -40.2(2) . . . . ?
C8 N7 C1 C2 -175.57(15) . . . . ?
C6 C1 C2 C3 -0.1(3) . . . . ?
N7 C1 C2 C3 -178.67(15) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
N7 C1 C6 C5 178.91(16) . . . . ?
C1 N7 C8 C9 -175.64(14) . . . . ?
C12 N7 C8 C9 48.0(2) . . . . ?
C13 N10 C9 C8 -169.97(13) . . . . ?
C11 N10 C9 C8 62.78(17) . . . . ?
N7 C8 C9 N10 -56.21(19) . . . . ?
C13 N10 C11 C12 171.04(14) . . . . ?
C9 N10 C11 C12 -61.73(18) . . . . ?
C1 N7 C12 C11 176.57(13) . . . . ?
C8 N7 C12 C11 -47.1(2) . . . . ?
N10 C11 C12 N7 54.2(2) . . . . ?
C18 N14 C13 C17 173.06(17) . . . . ?
C15 N14 C13 C17 -2.0(2) . . . . ?
C18 N14 C13 N10 -4.8(3) . . . . ?
C15 N14 C13 N10 -179.85(14) . . . . ?
C9 N10 C13 C17 -23.3(2) . . . . ?
C11 N10 C13 C17 101.1(2) . . . . ?
C9 N10 C13 N14 154.06(17) . . . . ?
C11 N10 C13 N14 -81.6(2) . . . . ?
C13 N14 C15 C16 2.06(19) . . . . ?
C18 N14 C15 C16 -173.63(15) . . . . ?
C13 N14 C15 C25 -176.86(16) . . . . ?
C18 N14 C15 C25 7.5(2) . . . . ?
N14 C15 C16 C17 -1.33(19) . . . . ?
C25 C15 C16 C17 177.3(2) . . . . ?
N14 C13 C17 C16 1.2(2) . . . . ?
N10 C13 C17 C16 178.82(17) . . . . ?
C15 C16 C17 C13 0.1(2) . . . . ?
C13 N14 C18 C23 179.99(17) . . . . ?
C15 N14 C18 C23 -5.5(2) . . . . ?
C13 N14 C18 C19 -0.4(3) . . . . ?
C15 N14 C18 C19 174.12(15) . . . . ?
C23 C18 C19 C20 -2.1(3) . . . . ?
N14 C18 C19 C20 178.30(16) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C19 C20 C21 C22 1.8(3) . . . . ?
C20 C21 C22 C23 -1.5(3) . . . . ?
C25 N24 C23 C18 1.5(3) . . . . ?
C25 N24 C23 C22 -179.55(15) . . . . ?
C19 C18 C23 N24 -178.64(15) . . . . ?
N14 C18 C23 N24 1.0(3) . . . . ?
C19 C18 C23 C22 2.4(3) . . . . ?
N14 C18 C23 C22 -177.99(15) . . . . ?
C21 C22 C23 N24 -179.62(15) . . . . ?
C21 C22 C23 C18 -0.6(3) . . . . ?
C23 N24 C25 C15 0.6(3) . . . . ?
C23 N24 C25 C26 -179.91(13) . . . . ?
C16 C15 C25 N24 176.43(18) . . . . ?
N14 C15 C25 N24 -5.0(3) . . . . ?
C16 C15 C25 C26 -3.0(3) . . . . ?
N14 C15 C25 C26 175.55(14) . . . . ?
N24 C25 C26 C31 151.27(18) . . . . ?
C15 C25 C26 C31 -29.3(3) . . . . ?
N24 C25 C26 C27 -26.4(2) . . . . ?
C15 C25 C26 C27 153.09(18) . . . . ?
C31 C26 C27 C28 1.5(3) . . . . ?
C25 C26 C27 C28 179.28(17) . . . . ?
C26 C27 C28 C29 0.2(3) . . . . ?
C27 C28 C29 C30 -1.5(3) . . . . ?
C28 C29 C30 C31 1.1(3) . . . . ?
C29 C30 C31 C26 0.7(3) . . . . ?
C27 C26 C31 C30 -1.9(3) . . . . ?
C25 C26 C31 C30 -179.59(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.861
_diffrn_reflns_theta_full        70.07
_diffrn_measured_fraction_theta_full 0.861
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.108
