# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2017

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1455109'
_audit_update_record             
;
2016-02-25 deposited with the CCDC.
2017-09-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H24 N2 O3'
_chemical_formula_sum            'C37 H24 N2 O3'
_chemical_formula_weight         544.58

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/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                   24.2035(13)
_cell_length_b                   9.4392(5)
_cell_length_c                   24.3060(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.203(2)
_cell_angle_gamma                90.00
_cell_volume                     5244.0(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5261
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      24.98

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2272
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6893
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Bruker, 2013)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'TRIUMPH curved crystal monochromator'
_diffrn_measurement_device_type  'PHOTON100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30097
_diffrn_reflns_av_R_equivalents  0.0943
_diffrn_reflns_av_sigmaI/netI    0.1013
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.09
_diffrn_reflns_theta_max         25.75
_reflns_number_total             9852
_reflns_number_gt                5495
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0383P)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         9852
_refine_ls_number_parameters     757
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1271
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1227
_refine_ls_wR_factor_gt          0.1016
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
C1A C 0.74390(11) 0.4707(3) 0.70931(11) 0.0276(6) Uani 1 1 d . . .
C2A C 0.59037(10) 0.3260(3) 0.57454(11) 0.0276(6) Uani 1 1 d . . .
C3A C 0.62946(11) 0.2281(3) 0.60792(11) 0.0290(6) Uani 1 1 d . . .
H3A H 0.6221 0.1296 0.6016 0.035 Uiso 1 1 calc R . .
C4A C 0.67993(11) 0.2752(3) 0.65109(11) 0.0295(6) Uani 1 1 d . . .
H4A H 0.7071 0.2081 0.6740 0.035 Uiso 1 1 calc R . .
C5A C 0.69089(10) 0.4196(3) 0.66097(10) 0.0250(6) Uani 1 1 d . . .
C6A C 0.65041(10) 0.5167(3) 0.62690(11) 0.0306(7) Uani 1 1 d . . .
H6A H 0.6569 0.6154 0.6337 0.037 Uiso 1 1 calc R . .
C7A C 0.60110(11) 0.4704(3) 0.58351(11) 0.0327(7) Uani 1 1 d . . .
H7A H 0.5744 0.5371 0.5597 0.039 Uiso 1 1 calc R . .
C8A C 0.50287(11) 0.1196(3) 0.44606(11) 0.0287(7) Uani 1 1 d . . .
C9A C 0.51012(12) 0.0400(3) 0.40060(11) 0.0350(7) Uani 1 1 d . . .
H9A H 0.4797 -0.0206 0.3781 0.042 Uiso 1 1 calc R . .
C10A C 0.56152(13) 0.0498(3) 0.38854(12) 0.0417(8) Uani 1 1 d . . .
H10A H 0.5670 -0.0054 0.3581 0.050 Uiso 1 1 calc R . .
C11A C 0.60574(13) 0.1409(3) 0.42095(12) 0.0423(8) Uani 1 1 d . . .
H11A H 0.6404 0.1513 0.4112 0.051 Uiso 1 1 calc R . .
C12A C 0.59908(12) 0.2153(3) 0.46687(12) 0.0378(7) Uani 1 1 d . . .
H12A H 0.6297 0.2752 0.4894 0.045 Uiso 1 1 calc R . .
C13A C 0.54755(11) 0.2039(3) 0.48093(11) 0.0292(6) Uani 1 1 d . . .
C14A C 0.48271(11) 0.2883(3) 0.53104(11) 0.0296(6) Uani 1 1 d . . .
C15A C 0.46829(12) 0.3788(3) 0.56936(12) 0.0368(7) Uani 1 1 d . . .
H15A H 0.4978 0.4342 0.5962 0.044 Uiso 1 1 calc R . .
C16A C 0.40997(13) 0.3881(4) 0.56828(13) 0.0460(8) Uani 1 1 d . . .
H16A H 0.4002 0.4507 0.5943 0.055 Uiso 1 1 calc R . .
C17A C 0.36718(12) 0.3083(4) 0.53040(13) 0.0440(8) Uani 1 1 d . . .
H17A H 0.3279 0.3161 0.5298 0.053 Uiso 1 1 calc R . .
C18A C 0.38127(11) 0.2161(3) 0.49291(12) 0.0367(7) Uani 1 1 d . . .
H18A H 0.3516 0.1596 0.4668 0.044 Uiso 1 1 calc R . .
C19A C 0.43825(11) 0.2057(3) 0.49325(11) 0.0291(6) Uani 1 1 d . . .
C20A C 0.90416(11) 0.2424(3) 0.74355(12) 0.0303(7) Uani 1 1 d . . .
C21A C 0.86568(11) 0.2522(3) 0.68717(12) 0.0345(7) Uani 1 1 d . . .
H21A H 0.8750 0.2079 0.6562 0.041 Uiso 1 1 calc R . .
C22A C 0.81436(11) 0.3255(3) 0.67574(11) 0.0272(6) Uani 1 1 d . . .
H22A H 0.7883 0.3315 0.6368 0.033 Uiso 1 1 calc R . .
C23A C 0.79978(10) 0.3914(3) 0.72054(11) 0.0253(6) Uani 1 1 d . . .
C24A C 0.83996(11) 0.3872(3) 0.77730(12) 0.0317(7) Uani 1 1 d . . .
H24A H 0.8319 0.4367 0.8078 0.038 Uiso 1 1 calc R . .
C25A C 0.89098(11) 0.3115(3) 0.78880(12) 0.0322(7) Uani 1 1 d . . .
H25A H 0.9174 0.3060 0.8275 0.039 Uiso 1 1 calc R . .
C26A C 1.00743(11) -0.0650(3) 0.77697(12) 0.0349(7) Uani 1 1 d . . .
C27A C 1.00795(13) -0.2094(3) 0.78043(13) 0.0431(8) Uani 1 1 d . . .
H27A H 1.0439 -0.2593 0.7895 0.052 Uiso 1 1 calc R . .
C28A C 0.95576(14) -0.2836(3) 0.77064(12) 0.0449(8) Uani 1 1 d . . .
H28A H 0.9563 -0.3837 0.7751 0.054 Uiso 1 1 calc R . .
C29A C 0.90395(13) -0.2120(3) 0.75460(12) 0.0418(8) Uani 1 1 d . . .
H29A H 0.8682 -0.2624 0.7463 0.050 Uiso 1 1 calc R . .
C30A C 0.90360(11) -0.0612(3) 0.75027(12) 0.0327(7) Uani 1 1 d . . .
H30A H 0.8676 -0.0110 0.7403 0.039 Uiso 1 1 calc R . .
C31A C 0.95489(11) 0.0109(3) 0.76044(11) 0.0301(7) Uani 1 1 d . . .
C32A C 1.01010(11) 0.2257(3) 0.75837(11) 0.0291(7) Uani 1 1 d . . .
C33A C 1.01363(12) 0.3647(3) 0.74197(11) 0.0335(7) Uani 1 1 d . . .
H33A H 0.9790 0.4198 0.7280 0.040 Uiso 1 1 calc R . .
C34A C 1.06668(12) 0.4249(3) 0.74549(12) 0.0394(7) Uani 1 1 d . . .
H34A H 1.0681 0.5211 0.7346 0.047 Uiso 1 1 calc R . .
C35A C 1.11767(13) 0.3467(4) 0.76464(12) 0.0423(8) Uani 1 1 d . . .
H35A H 1.1542 0.3884 0.7674 0.051 Uiso 1 1 calc R . .
C36A C 1.11441(12) 0.2040(4) 0.77992(12) 0.0439(8) Uani 1 1 d . . .
H36A H 1.1490 0.1484 0.7929 0.053 Uiso 1 1 calc R . .
C37A C 1.06191(11) 0.1451(3) 0.77620(11) 0.0306(7) Uani 1 1 d . . .
C1B C 0.71560(11) 0.6235(3) 0.26401(11) 0.0278(6) Uani 1 1 d . . .
C2B C 0.76443(11) 0.8819(3) 0.41774(10) 0.0252(6) Uani 1 1 d . . .
C3B C 0.70608(11) 0.8712(3) 0.38348(11) 0.0339(7) Uani 1 1 d . . .
H3B H 0.6770 0.9205 0.3943 0.041 Uiso 1 1 calc R . .
C4B C 0.69027(11) 0.7892(3) 0.33379(11) 0.0301(7) Uani 1 1 d . . .
H4B H 0.6503 0.7832 0.3104 0.036 Uiso 1 1 calc R . .
C5B C 0.73209(11) 0.7148(3) 0.31743(10) 0.0238(6) Uani 1 1 d . . .
C6B C 0.79040(11) 0.7221(3) 0.35357(11) 0.0273(6) Uani 1 1 d . . .
H6B H 0.8194 0.6690 0.3441 0.033 Uiso 1 1 calc R . .
C7B C 0.80644(11) 0.8057(3) 0.40294(11) 0.0278(6) Uani 1 1 d . . .
H7B H 0.8463 0.8110 0.4268 0.033 Uiso 1 1 calc R . .
C8B C 0.75610(11) 1.2097(3) 0.49726(11) 0.0294(6) Uani 1 1 d . . .
C9B C 0.74319(11) 1.3512(3) 0.48624(12) 0.0338(7) Uani 1 1 d . . .
H9B H 0.7341 1.4079 0.5144 0.041 Uiso 1 1 calc R . .
C10B C 0.74342(11) 1.4115(3) 0.43401(12) 0.0339(7) Uani 1 1 d . . .
H10B H 0.7340 1.5088 0.4261 0.041 Uiso 1 1 calc R . .
C11B C 0.75745(11) 1.3282(3) 0.39387(12) 0.0323(7) Uani 1 1 d . . .
H11B H 0.7589 1.3691 0.3586 0.039 Uiso 1 1 calc R . .
C12B C 0.76955(11) 1.1848(3) 0.40464(11) 0.0312(7) Uani 1 1 d . . .
H12B H 0.7787 1.1284 0.3764 0.037 Uiso 1 1 calc R . .
C13B C 0.76839(10) 1.1231(3) 0.45631(11) 0.0253(6) Uani 1 1 d . . .
C14B C 0.77631(10) 0.9222(3) 0.52102(11) 0.0254(6) Uani 1 1 d . . .
C15B C 0.78530(11) 0.7805(3) 0.53584(11) 0.0331(7) Uani 1 1 d . . .
H15B H 0.7945 0.7167 0.5099 0.040 Uiso 1 1 calc R . .
C16B C 0.78116(12) 0.7297(3) 0.58819(12) 0.0370(7) Uani 1 1 d . . .
H16B H 0.7866 0.6317 0.5972 0.044 Uiso 1 1 calc R . .
C17B C 0.76910(11) 0.8215(3) 0.62710(12) 0.0352(7) Uani 1 1 d . . .
H17B H 0.7663 0.7872 0.6628 0.042 Uiso 1 1 calc R . .
C18B C 0.76120(11) 0.9645(3) 0.61328(11) 0.0328(7) Uani 1 1 d . . .
H18B H 0.7536 1.0289 0.6400 0.039 Uiso 1 1 calc R . .
C19B C 0.76437(11) 1.0131(3) 0.56088(11) 0.0282(6) Uani 1 1 d . . .
C20B C 0.57271(10) 0.7178(3) 0.10987(11) 0.0269(6) Uani 1 1 d . . .
C21B C 0.60372(10) 0.8284(3) 0.14403(11) 0.0263(6) Uani 1 1 d . . .
H21B H 0.5943 0.9238 0.1322 0.032 Uiso 1 1 calc R . .
C22B C 0.64844(10) 0.7992(3) 0.19534(11) 0.0242(6) Uani 1 1 d . . .
H22B H 0.6688 0.8751 0.2191 0.029 Uiso 1 1 calc R . .
C23B C 0.66400(10) 0.6598(3) 0.21258(10) 0.0226(6) Uani 1 1 d . . .
C24B C 0.63243(11) 0.5501(3) 0.17772(11) 0.0294(7) Uani 1 1 d . . .
H24B H 0.6426 0.4545 0.1888 0.035 Uiso 1 1 calc R . .
C25B C 0.58652(11) 0.5786(3) 0.12721(11) 0.0307(7) Uani 1 1 d . . .
H25B H 0.5646 0.5031 0.1045 0.037 Uiso 1 1 calc R . .
C26B C 0.44155(11) 0.8945(3) 0.00798(12) 0.0308(7) Uani 1 1 d . . .
C27B C 0.39625(11) 0.9820(3) 0.00836(13) 0.0370(7) Uani 1 1 d . . .
H27B H 0.3724 1.0253 -0.0267 0.044 Uiso 1 1 calc R . .
C28B C 0.38556(12) 1.0068(3) 0.06030(14) 0.0422(8) Uani 1 1 d . . .
H28B H 0.3554 1.0701 0.0613 0.051 Uiso 1 1 calc R . .
C29B C 0.41885(11) 0.9394(3) 0.11007(13) 0.0427(8) Uani 1 1 d . . .
H29B H 0.4101 0.9523 0.1451 0.051 Uiso 1 1 calc R . .
C30B C 0.46517(12) 0.8523(3) 0.11009(12) 0.0380(7) Uani 1 1 d . . .
H30B H 0.4880 0.8068 0.1450 0.046 Uiso 1 1 calc R . .
C31B C 0.47821(11) 0.8316(3) 0.05872(12) 0.0301(7) Uani 1 1 d . . .
C32B C 0.52963(11) 0.7094(3) 0.00203(11) 0.0289(6) Uani 1 1 d . . .
C33B C 0.57092(11) 0.6152(3) -0.00494(12) 0.0357(7) Uani 1 1 d . . .
H33B H 0.5988 0.5746 0.0285 0.043 Uiso 1 1 calc R . .
C34B C 0.57205(12) 0.5795(3) -0.06003(12) 0.0407(8) Uani 1 1 d . . .
H34B H 0.6001 0.5134 -0.0640 0.049 Uiso 1 1 calc R . .
C35B C 0.53261(12) 0.6396(3) -0.10897(12) 0.0423(8) Uani 1 1 d . . .
H35B H 0.5331 0.6147 -0.1467 0.051 Uiso 1 1 calc R . .
C36B C 0.49217(12) 0.7367(3) -0.10259(12) 0.0364(7) Uani 1 1 d . . .
H36B H 0.4653 0.7799 -0.1360 0.044 Uiso 1 1 calc R . .
C37B C 0.49074(11) 0.7709(3) -0.04803(11) 0.0303(7) Uani 1 1 d . . .
N1A N 0.53997(9) 0.2754(3) 0.52883(9) 0.0330(6) Uani 1 1 d . . .
N2A N 0.95713(9) 0.1603(2) 0.75680(10) 0.0357(6) Uani 1 1 d . . .
N1B N 0.78048(9) 0.9757(2) 0.46791(9) 0.0275(5) Uani 1 1 d . . .
N2B N 0.52623(9) 0.7490(2) 0.05703(9) 0.0339(6) Uani 1 1 d . . .
O1A O 0.74066(8) 0.5738(2) 0.73797(9) 0.0527(6) Uani 1 1 d . . .
O2A O 0.44955(8) 0.1077(2) 0.45555(8) 0.0377(5) Uani 1 1 d . . .
O3A O 1.06155(8) 0.0039(2) 0.79184(9) 0.0490(6) Uani 1 1 d . . .
O1B O 0.74454(8) 0.5182(2) 0.26263(8) 0.0470(6) Uani 1 1 d . . .
O2B O 0.75579(9) 1.1576(2) 0.55052(8) 0.0424(5) Uani 1 1 d . . .
O3B O 0.44987(8) 0.8723(2) -0.04547(8) 0.0405(5) Uani 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
C1A O1A 1.214(3) . ?
C1A C23A 1.490(3) . ?
C1A C5A 1.506(3) . ?
C2A C3A 1.379(4) . ?
C2A C7A 1.391(4) . ?
C2A N1A 1.435(3) . ?
C3A C4A 1.396(3) . ?
C4A C5A 1.395(4) . ?
C5A C6A 1.397(3) . ?
C6A C7A 1.379(3) . ?
C8A C13A 1.385(4) . ?
C8A O2A 1.388(3) . ?
C8A C9A 1.394(4) . ?
C9A C10A 1.372(4) . ?
C10A C11A 1.396(4) . ?
C11A C12A 1.373(4) . ?
C12A C13A 1.402(4) . ?
C13A N1A 1.409(3) . ?
C14A C15A 1.390(4) . ?
C14A C19A 1.400(4) . ?
C14A N1A 1.410(3) . ?
C15A C16A 1.406(4) . ?
C16A C17A 1.364(4) . ?
C17A C18A 1.382(4) . ?
C18A C19A 1.380(4) . ?
C19A O2A 1.391(3) . ?
C20A C21A 1.384(4) . ?
C20A C25A 1.403(4) . ?
C20A N2A 1.441(3) . ?
C21A C22A 1.368(3) . ?
C22A C23A 1.396(3) . ?
C23A C24A 1.403(3) . ?
C24A C25A 1.373(4) . ?
C26A C27A 1.365(4) . ?
C26A C31A 1.399(4) . ?
C26A O3A 1.400(3) . ?
C27A C28A 1.395(4) . ?
C28A C29A 1.364(4) . ?
C29A C30A 1.427(4) . ?
C30A C31A 1.365(4) . ?
C31A N2A 1.415(3) . ?
C32A C33A 1.382(4) . ?
C32A C37A 1.408(4) . ?
C32A N2A 1.412(3) . ?
C33A C34A 1.381(4) . ?
C34A C35A 1.381(4) . ?
C35A C36A 1.406(4) . ?
C36A C37A 1.363(4) . ?
C37A O3A 1.386(3) . ?
C1B O1B 1.223(3) . ?
C1B C23B 1.487(3) . ?
C1B C5B 1.499(3) . ?
C2B C7B 1.386(3) . ?
C2B C3B 1.387(3) . ?
C2B N1B 1.452(3) . ?
C3B C4B 1.379(4) . ?
C4B C5B 1.393(3) . ?
C5B C6B 1.397(3) . ?
C6B C7B 1.381(3) . ?
C8B C9B 1.377(4) . ?
C8B O2B 1.387(3) . ?
C8B C13B 1.394(4) . ?
C9B C10B 1.393(4) . ?
C10B C11B 1.380(4) . ?
C11B C12B 1.392(4) . ?
C12B C13B 1.393(3) . ?
C13B N1B 1.430(3) . ?
C14B C15B 1.384(4) . ?
C14B C19B 1.393(3) . ?
C14B N1B 1.420(3) . ?
C15B C16B 1.394(4) . ?
C16B C17B 1.383(4) . ?
C17B C18B 1.388(4) . ?
C18B C19B 1.379(4) . ?
C19B O2B 1.391(3) . ?
C20B C25B 1.387(4) . ?
C20B C21B 1.390(4) . ?
C20B N2B 1.432(3) . ?
C21B C22B 1.384(3) . ?
C22B C23B 1.395(3) . ?
C23B C24B 1.396(3) . ?
C24B C25B 1.385(3) . ?
C26B C27B 1.375(4) . ?
C26B C31B 1.393(4) . ?
C26B O3B 1.395(3) . ?
C27B C28B 1.389(4) . ?
C28B C29B 1.370(4) . ?
C29B C30B 1.390(4) . ?
C30B C31B 1.398(4) . ?
C31B N2B 1.411(3) . ?
C32B C33B 1.389(4) . ?
C32B C37B 1.397(3) . ?
C32B N2B 1.416(3) . ?
C33B C34B 1.390(4) . ?
C34B C35B 1.379(4) . ?
C35B C36B 1.387(4) . ?
C36B C37B 1.376(4) . ?
C37B O3B 1.392(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
O1A C1A C23A 121.6(2) . . ?
O1A C1A C5A 120.3(2) . . ?
C23A C1A C5A 118.1(2) . . ?
C3A C2A C7A 120.5(2) . . ?
C3A C2A N1A 118.4(2) . . ?
C7A C2A N1A 121.0(2) . . ?
C2A C3A C4A 119.4(3) . . ?
C5A C4A C3A 120.7(2) . . ?
C4A C5A C6A 118.9(2) . . ?
C4A C5A C1A 120.8(2) . . ?
C6A C5A C1A 120.2(2) . . ?
C7A C6A C5A 120.5(3) . . ?
C6A C7A C2A 120.1(2) . . ?
C13A C8A O2A 121.8(2) . . ?
C13A C8A C9A 121.2(3) . . ?
O2A C8A C9A 117.0(2) . . ?
C10A C9A C8A 119.5(3) . . ?
C9A C10A C11A 120.1(3) . . ?
C12A C11A C10A 120.0(3) . . ?
C11A C12A C13A 120.7(3) . . ?
C8A C13A C12A 118.2(2) . . ?
C8A C13A N1A 119.6(2) . . ?
C12A C13A N1A 122.2(2) . . ?
C15A C14A C19A 118.3(2) . . ?
C15A C14A N1A 123.0(2) . . ?
C19A C14A N1A 118.7(2) . . ?
C14A C15A C16A 119.8(3) . . ?
C17A C16A C15A 120.9(3) . . ?
C16A C17A C18A 119.7(3) . . ?
C19A C18A C17A 120.3(3) . . ?
C18A C19A O2A 117.1(2) . . ?
C18A C19A C14A 121.0(3) . . ?
O2A C19A C14A 121.8(2) . . ?
C21A C20A C25A 119.5(2) . . ?
C21A C20A N2A 121.1(2) . . ?
C25A C20A N2A 119.3(2) . . ?
C22A C21A C20A 120.4(3) . . ?
C21A C22A C23A 120.8(2) . . ?
C22A C23A C24A 118.9(2) . . ?
C22A C23A C1A 121.9(2) . . ?
C24A C23A C1A 119.2(2) . . ?
C25A C24A C23A 120.1(2) . . ?
C24A C25A C20A 120.2(2) . . ?
C27A C26A C31A 121.2(3) . . ?
C27A C26A O3A 117.3(2) . . ?
C31A C26A O3A 121.4(3) . . ?
C26A C27A C28A 120.1(3) . . ?
C29A C28A C27A 119.7(3) . . ?
C28A C29A C30A 119.9(3) . . ?
C31A C30A C29A 120.1(3) . . ?
C30A C31A C26A 118.9(3) . . ?
C30A C31A N2A 122.5(2) . . ?
C26A C31A N2A 118.6(3) . . ?
C33A C32A C37A 118.0(3) . . ?
C33A C32A N2A 123.3(2) . . ?
C37A C32A N2A 118.7(3) . . ?
C34A C33A C32A 121.1(3) . . ?
C33A C34A C35A 120.7(3) . . ?
C34A C35A C36A 118.6(3) . . ?
C37A C36A C35A 120.4(3) . . ?
C36A C37A O3A 117.6(3) . . ?
C36A C37A C32A 121.1(3) . . ?
O3A C37A C32A 121.3(2) . . ?
O1B C1B C23B 119.6(2) . . ?
O1B C1B C5B 120.0(2) . . ?
C23B C1B C5B 120.4(2) . . ?
C7B C2B C3B 119.7(2) . . ?
C7B C2B N1B 121.2(2) . . ?
C3B C2B N1B 119.1(2) . . ?
C4B C3B C2B 120.1(2) . . ?
C3B C4B C5B 121.0(2) . . ?
C4B C5B C6B 118.3(2) . . ?
C4B C5B C1B 121.7(2) . . ?
C6B C5B C1B 119.9(2) . . ?
C7B C6B C5B 120.8(2) . . ?
C6B C7B C2B 120.1(2) . . ?
C9B C8B O2B 117.0(2) . . ?
C9B C8B C13B 121.2(3) . . ?
O2B C8B C13B 121.8(2) . . ?
C8B C9B C10B 120.3(3) . . ?
C11B C10B C9B 119.2(3) . . ?
C10B C11B C12B 120.5(3) . . ?
C11B C12B C13B 120.7(3) . . ?
C12B C13B C8B 118.1(3) . . ?
C12B C13B N1B 121.4(2) . . ?
C8B C13B N1B 120.5(2) . . ?
C15B C14B C19B 117.7(2) . . ?
C15B C14B N1B 121.9(2) . . ?
C19B C14B N1B 120.4(2) . . ?
C14B C15B C16B 121.2(3) . . ?
C17B C16B C15B 120.2(3) . . ?
C16B C17B C18B 119.1(3) . . ?
C19B C18B C17B 120.1(3) . . ?
C18B C19B O2B 116.3(2) . . ?
C18B C19B C14B 121.6(3) . . ?
O2B C19B C14B 122.0(2) . . ?
C25B C20B C21B 120.1(2) . . ?
C25B C20B N2B 120.5(2) . . ?
C21B C20B N2B 119.5(2) . . ?
C22B C21B C20B 119.8(2) . . ?
C21B C22B C23B 120.8(2) . . ?
C22B C23B C24B 118.5(2) . . ?
C22B C23B C1B 122.6(2) . . ?
C24B C23B C1B 118.7(2) . . ?
C25B C24B C23B 120.9(2) . . ?
C24B C25B C20B 119.8(2) . . ?
C27B C26B C31B 121.8(3) . . ?
C27B C26B O3B 117.2(2) . . ?
C31B C26B O3B 121.0(2) . . ?
C26B C27B C28B 119.6(3) . . ?
C29B C28B C27B 119.5(3) . . ?
C28B C29B C30B 121.0(3) . . ?
C29B C30B C31B 120.1(3) . . ?
C26B C31B C30B 117.8(2) . . ?
C26B C31B N2B 120.0(2) . . ?
C30B C31B N2B 122.2(2) . . ?
C33B C32B C37B 117.7(2) . . ?
C33B C32B N2B 123.5(2) . . ?
C37B C32B N2B 118.7(2) . . ?
C32B C33B C34B 121.1(3) . . ?
C35B C34B C33B 120.3(3) . . ?
C34B C35B C36B 119.3(3) . . ?
C37B C36B C35B 120.3(3) . . ?
C36B C37B O3B 116.6(2) . . ?
C36B C37B C32B 121.3(3) . . ?
O3B C37B C32B 122.1(2) . . ?
C13A N1A C14A 118.0(2) . . ?
C13A N1A C2A 119.4(2) . . ?
C14A N1A C2A 122.5(2) . . ?
C32A N2A C31A 119.2(2) . . ?
C32A N2A C20A 120.2(2) . . ?
C31A N2A C20A 120.0(2) . . ?
C14B N1B C13B 117.0(2) . . ?
C14B N1B C2B 117.9(2) . . ?
C13B N1B C2B 116.50(19) . . ?
C31B N2B C32B 118.5(2) . . ?
C31B N2B C20B 119.9(2) . . ?
C32B N2B C20B 121.3(2) . . ?
C8A O2A C19A 116.8(2) . . ?
C37A O3A C26A 117.8(2) . . ?
C8B O2B C19B 118.1(2) . . ?
C37B O3B C26B 117.9(2) . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.75
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.049
####################################################################### 
# 
# 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_150408_gsf_5
_database_code_depnum_ccdc_archive 'CCDC 1455110'
_audit_update_record             
;
2016-02-25 deposited with the CCDC.
2017-09-12 downloaded from the CCDC.
;
_audit_creation_date             2015-04-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C25 H17 N O2'
_chemical_formula_sum            'C25 H17 N O2'
_chemical_formula_weight         363.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 o10 N2'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_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                   8.4792(8)
_cell_length_b                   29.902(2)
_cell_length_c                   7.9399(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.656(13)
_cell_angle_gamma                90.00
_cell_volume                     1783.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2433
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.5320
_cell_measurement_theta_min      2.9801
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94526
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11082
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.99
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -42.00   57.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -      -12.5621   70.0000 -167.0000 99

#__ type_ start__ end____ width___ exp.time_
  2 omega  -43.00   47.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -      -12.5621   70.0000  -60.0000 90

#__ type_ start__ end____ width___ exp.time_
  3 omega  -71.00   15.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -      -12.5621  -77.0000   60.0000 86
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0354336000
_diffrn_orient_matrix_UB_12      -0.0110942000
_diffrn_orient_matrix_UB_13      0.0891330000
_diffrn_orient_matrix_UB_21      0.0728986000
_diffrn_orient_matrix_UB_22      0.0150583000
_diffrn_orient_matrix_UB_23      0.0368821000
_diffrn_orient_matrix_UB_31      -0.0483718000
_diffrn_orient_matrix_UB_32      0.0145843000
_diffrn_orient_matrix_UB_33      0.0295804000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2394
_reflns_number_total             3266
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3266
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0423
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0375P)²+0.3369P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0896
_refine_ls_wR_factor_ref         0.1005
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O1 O -0.00096(18) 0.24558(5) -0.2491(3) 0.0917(6) Uani 1 d . . .
O2 O 0.71544(15) 0.00760(4) 0.2899(2) 0.0576(4) Uani 1 d . . .
N1 N 0.45466(17) 0.07460(5) 0.1420(2) 0.0464(4) Uani 1 d . . .
C1 C -0.3731(2) 0.23696(6) -0.4298(3) 0.0473(4) Uani 1 d . . .
H1 H -0.3278 0.2598 -0.4741 0.057 Uiso 1 calc . . R
C2 C -0.5527(2) 0.23474(6) -0.4878(3) 0.0502(5) Uani 1 d . . .
H2 H -0.6287 0.2560 -0.5719 0.060 Uiso 1 calc . . R
C3 C -0.6206(2) 0.20123(7) -0.4219(3) 0.0515(5) Uani 1 d . . .
H3 H -0.7422 0.2001 -0.4601 0.062 Uiso 1 calc . . R
C4 C -0.5093(2) 0.16939(6) -0.2997(3) 0.0498(5) Uani 1 d . . .
H4 H -0.5558 0.1466 -0.2560 0.060 Uiso 1 calc . . R
C5 C -0.3280(2) 0.17108(6) -0.2413(2) 0.0425(4) Uani 1 d . . .
H5 H -0.2531 0.1493 -0.1595 0.051 Uiso 1 calc . . R
C6 C -0.2583(2) 0.20511(5) -0.3048(2) 0.0382(4) Uani 1 d . . .
C7 C -0.0635(2) 0.21039(6) -0.2313(3) 0.0484(5) Uani 1 d . . .
C8 C 0.0607(2) 0.17255(5) -0.1291(2) 0.0402(4) Uani 1 d . . .
C9 C 0.0570(2) 0.13298(6) -0.2211(3) 0.0446(4) Uani 1 d . . .
H9 H -0.0337 0.1279 -0.3435 0.054 Uiso 1 calc . . R
C10 C 0.1871(2) 0.10092(6) -0.1327(2) 0.0430(4) Uani 1 d . . .
H10 H 0.1865 0.0749 -0.1972 0.052 Uiso 1 calc . . R
C11 C 0.3181(2) 0.10761(5) 0.0520(2) 0.0383(4) Uani 1 d . . .
C12 C 0.3158(2) 0.14580(6) 0.1484(3) 0.0447(4) Uani 1 d . . .
H12 H 0.3992 0.1495 0.2752 0.054 Uiso 1 calc . . R
C13 C 0.1899(2) 0.17858(6) 0.0570(3) 0.0455(4) Uani 1 d . . .
H13 H 0.1921 0.2048 0.1208 0.055 Uiso 1 calc . . R
C14 C 0.4128(2) 0.03248(5) 0.1893(2) 0.0390(4) Uani 1 d . . .
C15 C 0.2460(2) 0.02193(6) 0.1694(3) 0.0452(4) Uani 1 d . . .
H15 H 0.1552 0.0430 0.1196 0.054 Uiso 1 calc . . R
C16 C 0.2127(2) -0.01950(6) 0.2225(3) 0.0527(5) Uani 1 d . . .
H16 H 0.0995 -0.0261 0.2070 0.063 Uiso 1 calc . . R
C17 C 0.3445(3) -0.05103(6) 0.2979(3) 0.0566(5) Uani 1 d . . .
H17 H 0.3216 -0.0789 0.3341 0.068 Uiso 1 calc . . R
C18 C 0.5122(2) -0.04096(6) 0.3197(3) 0.0528(5) Uani 1 d . . .
H18 H 0.6030 -0.0620 0.3716 0.063 Uiso 1 calc . . R
C19 C 0.5448(2) -0.00011(6) 0.2649(2) 0.0422(4) Uani 1 d . . .
C20 C 0.7619(2) 0.05142(6) 0.2778(2) 0.0422(4) Uani 1 d . . .
C21 C 0.6352(2) 0.08526(6) 0.2038(2) 0.0390(4) Uani 1 d . . .
C22 C 0.6948(2) 0.12754(6) 0.1901(3) 0.0477(4) Uani 1 d . . .
H22 H 0.6132 0.1508 0.1410 0.057 Uiso 1 calc . . R
C23 C 0.8735(2) 0.13592(7) 0.2478(3) 0.0525(5) Uani 1 d . . .
H23 H 0.9107 0.1646 0.2372 0.063 Uiso 1 calc . . R
C24 C 0.9953(2) 0.10192(7) 0.3206(3) 0.0548(5) Uani 1 d . . .
H24 H 1.1151 0.1073 0.3583 0.066 Uiso 1 calc . . R
C25 C 0.9394(2) 0.05965(7) 0.3378(3) 0.0520(5) Uani 1 d . . .
H25 H 1.0220 0.0367 0.3900 0.062 Uiso 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
O1 C7 1.216(2) . ?
O2 C19 1.3854(19) . ?
O2 C20 1.384(2) . ?
N1 C11 1.435(2) . ?
N1 C14 1.406(2) . ?
N1 C21 1.410(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.373(2) . ?
C1 C6 1.394(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.374(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.384(2) . ?
C6 C7 1.483(2) . ?
C7 C8 1.501(2) . ?
C8 C9 1.384(2) . ?
C8 C13 1.383(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.382(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.382(2) . ?
C11 C12 1.380(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.381(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(2) . ?
C14 C19 1.392(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.369(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.384(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.367(2) . ?
C20 C21 1.392(2) . ?
C20 C25 1.374(2) . ?
C21 C22 1.385(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.387(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.371(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.379(3) . ?
C25 H25 0.9300 . ?

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
C20 O2 C19 117.34(12) . . ?
C14 N1 C11 120.27(13) . . ?
C14 N1 C21 118.50(13) . . ?
C21 N1 C11 120.85(13) . . ?
C2 C1 H1 119.8 . . ?
C2 C1 C6 120.37(16) . . ?
C6 C1 H1 119.8 . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.19(16) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.14(16) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.18(16) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.02(16) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C7 119.33(14) . . ?
C5 C6 C1 119.08(15) . . ?
C5 C6 C7 121.41(14) . . ?
O1 C7 C6 120.84(15) . . ?
O1 C7 C8 118.75(15) . . ?
C6 C7 C8 120.39(14) . . ?
C9 C8 C7 121.37(16) . . ?
C13 C8 C7 119.24(15) . . ?
C13 C8 C9 119.22(15) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.52(16) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C11 119.82(16) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 N1 119.62(15) . . ?
C12 C11 N1 120.58(15) . . ?
C12 C11 C10 119.80(15) . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.15(16) . . ?
C13 C12 H12 119.9 . . ?
C8 C13 H13 119.9 . . ?
C12 C13 C8 120.30(16) . . ?
C12 C13 H13 119.9 . . ?
C15 C14 N1 122.98(14) . . ?
C15 C14 C19 117.63(15) . . ?
C19 C14 N1 119.36(14) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.83(16) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.72(16) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.4 . . ?
C16 C17 C18 119.19(17) . . ?
C18 C17 H17 120.4 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.16(16) . . ?
C19 C18 H18 119.9 . . ?
O2 C19 C14 121.49(15) . . ?
C18 C19 O2 117.04(15) . . ?
C18 C19 C14 121.46(15) . . ?
O2 C20 C21 121.92(14) . . ?
C25 C20 O2 116.54(15) . . ?
C25 C20 C21 121.51(16) . . ?
C20 C21 N1 118.88(15) . . ?
C22 C21 N1 123.76(14) . . ?
C22 C21 C20 117.32(14) . . ?
C21 C22 H22 119.3 . . ?
C21 C22 C23 121.41(16) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 119.93(17) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.68(16) . . ?
C25 C24 H24 120.2 . . ?
C20 C25 C24 120.12(17) . . ?
C20 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?

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
O1 C7 C8 C9 -116.3(2) . . . . ?
O1 C7 C8 C13 58.8(2) . . . . ?
O2 C20 C21 N1 0.9(2) . . . . ?
O2 C20 C21 C22 -177.13(16) . . . . ?
O2 C20 C25 C24 176.45(17) . . . . ?
N1 C11 C12 C13 176.23(15) . . . . ?
N1 C14 C15 C16 -178.26(17) . . . . ?
N1 C14 C19 O2 -1.8(2) . . . . ?
N1 C14 C19 C18 177.52(17) . . . . ?
N1 C21 C22 C23 -178.02(16) . . . . ?
C1 C2 C3 C4 -0.9(3) . . . . ?
C1 C6 C7 O1 13.8(3) . . . . ?
C1 C6 C7 C8 -167.74(17) . . . . ?
C2 C1 C6 C5 0.5(3) . . . . ?
C2 C1 C6 C7 -174.82(17) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C4 C5 C6 C1 -1.0(2) . . . . ?
C4 C5 C6 C7 174.21(16) . . . . ?
C5 C6 C7 O1 -161.43(19) . . . . ?
C5 C6 C7 C8 17.1(3) . . . . ?
C6 C1 C2 C3 0.5(3) . . . . ?
C6 C7 C8 C9 65.1(2) . . . . ?
C6 C7 C8 C13 -119.68(18) . . . . ?
C7 C8 C9 C10 171.35(15) . . . . ?
C7 C8 C13 C12 -174.12(15) . . . . ?
C8 C9 C10 C11 2.5(2) . . . . ?
C9 C8 C13 C12 1.2(2) . . . . ?
C9 C10 C11 N1 -178.88(14) . . . . ?
C9 C10 C11 C12 1.5(2) . . . . ?
C10 C11 C12 C13 -4.1(2) . . . . ?
C11 N1 C14 C15 -6.2(3) . . . . ?
C11 N1 C14 C19 175.71(15) . . . . ?
C11 N1 C21 C20 -175.36(15) . . . . ?
C11 N1 C21 C22 2.6(3) . . . . ?
C11 C12 C13 C8 2.8(2) . . . . ?
C13 C8 C9 C10 -3.8(2) . . . . ?
C14 N1 C11 C10 -68.6(2) . . . . ?
C14 N1 C11 C12 111.01(18) . . . . ?
C14 N1 C21 C20 11.6(2) . . . . ?
C14 N1 C21 C22 -170.44(16) . . . . ?
C14 C15 C16 C17 0.6(3) . . . . ?
C15 C14 C19 O2 -179.95(15) . . . . ?
C15 C14 C19 C18 -0.7(3) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C16 C17 C18 C19 -0.5(3) . . . . ?
C17 C18 C19 O2 -179.69(16) . . . . ?
C17 C18 C19 C14 1.0(3) . . . . ?
C19 O2 C20 C21 -13.7(2) . . . . ?
C19 O2 C20 C25 168.09(15) . . . . ?
C19 C14 C15 C16 -0.1(2) . . . . ?
C20 O2 C19 C14 14.1(2) . . . . ?
C20 O2 C19 C18 -165.23(16) . . . . ?
C20 C21 C22 C23 -0.1(3) . . . . ?
C21 N1 C11 C10 118.50(17) . . . . ?
C21 N1 C11 C12 -61.9(2) . . . . ?
C21 N1 C14 C15 166.84(15) . . . . ?
C21 N1 C14 C19 -11.3(2) . . . . ?
C21 C20 C25 C24 -1.8(3) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
C22 C23 C24 C25 -0.7(3) . . . . ?
C23 C24 C25 C20 1.6(3) . . . . ?
C25 C20 C21 N1 179.07(16) . . . . ?
C25 C20 C21 C22 1.0(3) . . . . ?

