# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2003

data_global
_journal_name_full               'New J.Chem.(Nouv.J.Chim.)'
_journal_coden_Cambridge         0440
_publ_contact_author_name        'Gisbert Grossmann'

loop_
_publ_contact_author_address
;
Prof Gisbert Grossmann
Center of Molecular and Macromolecular Studies
Neukircher Str. 13
Haselbachtal
D-01920
GERMANY
;

_publ_contact_author_email       Gisbert.Grossmann@t-online.de

loop_
_publ_author_name
'Gisbert Grossmann'
'Marek J. Potrzebowski'
'Sebastian Olejniczak'
'Natasza E. Ziolkowska'
;
G.D.Bujacz
;
'Wlodzimierz Ciesielski'
'Wiktor Prezdo'
'Valerii Nazarov'
'Vladislav Golovko'

_publ_section_title              
;Structural studies of N-(2'-substituted phenyl)-9,10-dihydro
-9,10-ethanoanthracene-11,12-dicarboximides by X-ray 
diffraction and NMR spectroscopy - Proofs for CH/\p 
interactions in liquid and solid phases
;
#+------------------------------------------------------------
_computing_data_collection       
;Enraf--Nonius CAD-4 (Schagen, 1989)
;
_computing_cell_refinement       
;Enraf--Nonius CAD-4
;
_computing_data_reduction        
;Enraf--Nonius CAD-4-SDP (Frenz, 1986)
;
_computing_structure_solution    
;SHELXS-86 (Sheldrick, 1990)
;
_computing_structure_refinement  
;SHELXL-93 (Sheldrick, 1993)
;
_computing_molecular_graphics    
;SHELXTL/PC-XP (Sheldrick, 1991)
;
_computing_publication_material  
;SHELXTL/PC (Sheldrick, 1991); CSU (Vickovic, 1988)
;
#+------------------------------------------------------------

data_compound1
_database_code_CSD               196632

_chemical_name_systematic        
N-(2'-Methylphenyl)-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboximide
_chemical_name_common            
;N-(2'-Methylphenyl)-9,10-dihydro-9,10-ethanoanthracene-11,12-
dicarboximide
;
_chemical_formula_sum            'C25 H19 N O2'
_chemical_formula_weight         365.41
_chemical_melting_point          520
_exptl_crystal_preparation       toluene

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   R-3
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'z, x, y'
'y, z, x'
'-x, -y, -z'
'-z, -x, -y'
'-y, -z, -x'

_cell_length_a                   18.949(2)
_cell_length_b                   18.949(2)
_cell_length_c                   18.949(2)
_cell_angle_alpha                117.25(2)
_cell_angle_beta                 117.25(2)
_cell_angle_gamma                117.25(2)
_cell_volume                     2879.2(5)
_cell_formula_units_Z            6

_exptl_crystal_density_diffrn    1.264
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      22.00
_cell_measurement_theta_max      27.35
_diffrn_ambient_temperature      293(2)
_exptl_crystal_F_000             1152
_exptl_absorpt_coefficient_mu    0.634

_exptl_crystal_description       prism
_exptl_crystal_size_max          1.04
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.32
_exptl_crystal_colour            colourless

_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite

_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
'(\y scan; North, Phillips & Mathews, 1968; Frenz, 1986)'
_exptl_absorpt_correction_T_min  0.9715
_exptl_absorpt_correction_T_max  0.9998

_diffrn_reflns_number            12585
_reflns_number_total             3956
_reflns_number_gt                3482
_reflns_threshold_expression     >2sigma(I)
_diffrn_reflns_theta_max         75.08
_diffrn_reflns_av_R_equivalents  0.0502

_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23

_refine_ls_number_reflns         3838
_refine_ls_number_parameters     412
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_all         0.1172
_refine_ls_wR_factor_ref         0.1124
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_number_restraints     46

_refine_ls_weighting_scheme      w=1/[\s^2^(Fo^2^)+(0.0549P)^2^+0.2737P]
_refine_ls_weighting_details     P=(Fo^2^+2Fc^2^)/3

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_diff_density_max         0.120
_refine_diff_density_min         -0.212
_refine_ls_shift/su_max          0.006

_refine_special_details          
; 
Refinement on F^2^ for ALL reflections except for 118 with very negative F^2^ 
or flagged by the user for potential systematic errors.  Weighted R-factors 
wR and all goodnesses of fit S are based on F^2^, conventional R-factors R 
are based on F, with F set to zero for negative F^2^. The observed criterion 
of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_gt etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F^2^ are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger. 
;

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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.19701(11) 0.96781(11) -0.00099(10) 0.0667(3) Uani 1 d . .
O2 O -0.04843(11) 0.74291(11) -0.42554(10) 0.0782(3) Uani 1 d . .
N1 N 0.04592(10) 0.82527(11) -0.23195(11) 0.0529(3) Uani 1 d . .
C1 C 0.51956(13) 1.23446(13) 0.08864(14) 0.0533(3) Uani 1 d . .
C2 C 0.66345(15) 1.38527(15) 0.2244(2) 0.0656(4) Uani 1 d . .
C3 C 0.7303(2) 1.4621(2) 0.2268(2) 0.0805(5) Uani 1 d . .
C4 C 0.6561(2) 1.3919(2) 0.0983(3) 0.0843(5) Uani 1 d . .
C5 C 0.5109(2) 1.2402(2) -0.0391(2) 0.0746(4) Uani 1 d . .
C6 C 0.44424(15) 1.16265(15) -0.04245(15) 0.0575(3) Uani 1 d . .
C7 C 0.28725(14) 0.99959(14) -0.18009(14) 0.0570(3) Uani 1 d . .
C8 C 0.29320(14) 0.92917(14) -0.16688(14) 0.0573(3) Uani 1 d . .
C9 C 0.2309(2) 0.8038(2) -0.2704(2) 0.0779(4) Uani 1 d . .
C10 C 0.2435(2) 0.7515(2) -0.2421(2) 0.0892(5) Uani 1 d . .
C11 C 0.3153(2) 0.8209(2) -0.1141(2) 0.0801(5) Uani 1 d . .
C12 C 0.3783(2) 0.9464(2) -0.0096(2) 0.0629(3) Uani 1 d . .
C13 C 0.36798(13) 1.00070(13) -0.03604(13) 0.0517(3) Uani 1 d . .
C14 C 0.42777(12) 1.13400(12) 0.06408(12) 0.0494(3) Uani 1 d . .
C15 C 0.29024(12) 1.07418(12) -0.02760(12) 0.0472(3) Uani 1 d . .
C16 C 0.20867(13) 0.99714(13) -0.17087(13) 0.0512(3) Uani 1 d . .
C17 C 0.05327(13) 0.84087(14) -0.29413(13) 0.0556(3) Uani 1 d . .
C18 C 0.17814(13) 0.95599(13) -0.07778(13) 0.0496(3) Uani 1 d . .
H2 H 0.7146(20) 1.4334(20) 0.3169(21) 0.078(5) Uiso 1 d . .
H3 H 0.8363(25) 1.5723(25) 0.3245(25) 0.109(7) Uiso 1 d . .
H4 H 0.6984(23) 1.4434(23) 0.0956(22) 0.097(6) Uiso 1 d . .
H5 H 0.4517(22) 1.1855(22) -0.1359(23) 0.093(6) Uiso 1 d . .
H7 H 0.2340(17) 0.9484(17) -0.2732(18) 0.069(4) Uiso 1 d . .
H9 H 0.1738(22) 0.7531(22) -0.3650(23) 0.090(6) Uiso 1 d . .
H10 H 0.2017(25) 0.6618(26) -0.3135(26) 0.119(7) Uiso 1 d . .
H11 H 0.3233(21) 0.7803(21) -0.0970(21) 0.093(6) Uiso 1 d . .
H12 H 0.4256(19) 0.9931(19) 0.0810(20) 0.076(5) Uiso 1 d . .
H14 H 0.4835(16) 1.1847(16) 0.1594(17) 0.057(4) Uiso 1 d . .
H15 H 0.3177(16) 1.1502(17) 0.0290(16) 0.055(4) Uiso 1 d . .
H16 H 0.2044(15) 1.0424(16) -0.1772(15) 0.056(4) Uiso 1 d . .
C19 C -0.0794(9) 0.6990(8) -0.3038(9) 0.0407(14) Uani 0.454(5) d PD 1
C20 C -0.1361(9) 0.5768(9) -0.3907(10) 0.049(2) Uani 0.454(5) d PD 1
C21 C -0.2716(10) 0.4484(10) -0.4772(11) 0.066(2) Uani 0.454(5) d PD 1
H21 H -0.3190(10) 0.3598(10) -0.5454(11) 0.087 Uiso 0.454(5) calc PR 1
C22 C -0.3353(7) 0.4515(9) -0.4629(10) 0.066(2) Uani 0.454(5) d PD 1
H22 H -0.4222(7) 0.3667(9) -0.5171(10) 0.088 Uiso 0.454(5) calc PR 1
C23 C -0.2710(11) 0.5803(12) -0.3680(12) 0.081(2) Uani 0.454(5) d PD 1
H23 H -0.3152(11) 0.5815(12) -0.3596(12) 0.108 Uiso 0.454(5) calc PR 1
C24 C -0.1396(9) 0.7081(9) -0.2853(9) 0.058(2) Uani 0.454(5) d PD 1
H24 H -0.0939(9) 0.7960(9) -0.2202(9) 0.077 Uiso 0.454(5) calc PR 1
C25 C -0.0720(5) 0.5652(5) -0.4091(5) 0.0664(11) Uani 0.454(5) d PD 1
H251 H -0.1270(18) 0.4709(12) -0.4690(23) 0.088 Uiso 0.454(5) calc PR 1
H252 H 0.0297(9) 0.6432(17) -0.3136(5) 0.088 Uiso 0.454(5) calc PR 1
H253 H -0.0771(25) 0.5742(28) -0.4566(25) 0.088 Uiso 0.454(5) calc PR 1
C19' C -0.1052(13) 0.6770(11) -0.3368(13) 0.056(5) Uani 0.247(9) d PGD 2
C20' C -0.1706(13) 0.6694(11) -0.3191(14) 0.057(4) Uani 0.247(9) d PGD 2
C21' C -0.2842(13) 0.5435(16) -0.3870(17) 0.087(9) Uani 0.247(9) d PGD 2
H21' H -0.3279(19) 0.5384(23) -0.3751(24) 0.116 Uiso 0.247(9) calc PR 2
C22' C -0.3323(14) 0.4251(13) -0.4727(17) 0.113(12) Uani 0.247(9) d PGD 2
H22' H -0.4083(19) 0.3408(17) -0.5181(25) 0.150 Uiso 0.247(9) calc PR 2
C23' C -0.2670(19) 0.4327(13) -0.4904(16) 0.105(14) Uani 0.247(9) d PGD 2
H23' H -0.2992(26) 0.3535(17) -0.5477(23) 0.140 Uiso 0.247(9) calc PR 2
C24' C -0.1534(18) 0.5587(15) -0.4225(14) 0.054(5) Uani 0.247(9) d PGD 2
H24' H -0.1096(25) 0.5638(23) -0.4344(21) 0.072 Uiso 0.247(9) calc PR 2
C25' C -0.1016(7) 0.8039(9) -0.2009(10) 0.090(4) Uani 0.247(9) d PD 2
H25A H -0.1651(8) 0.7747(9) -0.2089(11) 0.120 Uiso 0.247(9) calc PR 2
H25B H -0.0886(10) 0.8501(10) -0.2131(11) 0.120 Uiso 0.247(9) calc PR 2
H25C H -0.0069(8) 0.8728(9) -0.1050(10) 0.120 Uiso 0.247(9) calc PR 2
C19" C -0.0691(8) 0.6846(9) -0.3211(10) 0.054(3) Uani 0.299(9) d PRD 3
C20" C -0.1697(7) 0.6396(9) -0.3454(10) 0.067(3) Uani 0.299(9) d PRD 3
C21" C -0.2914(9) 0.4994(9) -0.4385(12) 0.083(4) Uani 0.299(9) d PRD 3
H21" H -0.3557(8) 0.4730(9) -0.4508(12) 0.111 Uiso 0.299(9) calc PR 3
C22" C -0.3208(14) 0.3965(13) -0.5143(16) 0.092(5) Uani 0.299(9) d PD 3
H22" H -0.4041(14) 0.3014(13) -0.5772(16) 0.122 Uiso 0.299(9) calc PR 3
C23" C -0.2246(16) 0.4362(15) -0.4961(19) 0.088(3) Uani 0.299(9) d PD 3
H23" H -0.2438(16) 0.3672(15) -0.5475(19) 0.117 Uiso 0.299(9) calc PR 3
C24" C -0.1005(11) 0.5782(9) -0.4015(13) 0.060(2) Uani 0.299(9) d PD 3
H24" H -0.0373(11) 0.6039(9) -0.3907(13) 0.080 Uiso 0.299(9) calc PR 3
C25" C -0.1519(15) 0.7419(16) -0.2779(17) 0.105(4) Uani 0.299(9) d PD 3
H25D H -0.2407(30) 0.6877(22) -0.3224(52) 0.140 Uiso 0.299(9) calc PR 3
H25E H -0.1341(69) 0.7832(54) -0.2950(61) 0.140 Uiso 0.299(9) calc PR 3
H25F H -0.0696(45) 0.8203(41) -0.1732(21) 0.140 Uiso 0.299(9) calc PR 3

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0605(5) 0.0650(5) 0.0586(5) 0.0524(5) 0.0499(5) 0.0491(5)
O2 0.0538(5) 0.0585(5) 0.0426(5) 0.0394(5) 0.0321(4) 0.0395(5)
N1 0.0397(5) 0.0429(5) 0.0449(5) 0.0360(5) 0.0318(4) 0.0322(4)
C1 0.0466(6) 0.0486(6) 0.0536(6) 0.0419(6) 0.0412(6) 0.0399(5)
C2 0.0487(6) 0.0495(6) 0.0624(8) 0.0431(7) 0.0440(7) 0.0396(6)
C3 0.0607(8) 0.0589(8) 0.0941(11) 0.0613(9) 0.0637(9) 0.0486(8)
C4 0.0834(11) 0.0854(11) 0.1181(14) 0.0899(12) 0.0887(12) 0.0722(10)
C5 0.0805(10) 0.0870(10) 0.0931(11) 0.0804(10) 0.0769(10) 0.0719(9)
C6 0.0570(7) 0.0603(7) 0.0629(7) 0.0530(7) 0.0513(6) 0.0498(6)
C7 0.0546(6) 0.0561(7) 0.0473(6) 0.0432(6) 0.0423(6) 0.0447(6)
C8 0.0554(6) 0.0532(6) 0.0536(6) 0.0432(6) 0.0460(6) 0.0454(6)
C9 0.0828(10) 0.0665(9) 0.0711(9) 0.0540(8) 0.0658(9) 0.0631(9)
C10 0.0973(12) 0.0724(10) 0.1017(13) 0.0703(10) 0.0850(12) 0.0749(10)
C11 0.0877(10) 0.0818(10) 0.1103(13) 0.0838(11) 0.0857(11) 0.0765(10)
C12 0.0601(7) 0.0679(8) 0.0764(8) 0.0630(8) 0.0580(7) 0.0554(7)
C13 0.0459(6) 0.0498(6) 0.0524(6) 0.0423(6) 0.0408(5) 0.0403(5)
C14 0.0418(5) 0.0449(5) 0.0412(5) 0.0349(5) 0.0331(5) 0.0350(5)
C15 0.0434(5) 0.0410(5) 0.0425(5) 0.0339(5) 0.0348(5) 0.0349(5)
C16 0.0460(6) 0.0476(6) 0.0458(6) 0.0396(5) 0.0363(5) 0.0382(5)
C17 0.0459(6) 0.0488(6) 0.0447(6) 0.0387(6) 0.0342(5) 0.0382(6)
C18 0.0444(5) 0.0464(6) 0.0461(6) 0.0381(5) 0.0368(5) 0.0378(5)
C19 0.021(2) 0.039(2) 0.031(2) 0.028(2) 0.018(2) 0.024(2)
C20 0.043(4) 0.045(3) 0.031(3) 0.031(3) 0.027(3) 0.035(3)
C21 0.048(4) 0.041(3) 0.047(3) 0.035(3) 0.033(3) 0.033(3)
C22 0.043(3) 0.046(3) 0.069(3) 0.049(3) 0.043(3) 0.031(3)
C23 0.060(3) 0.066(4) 0.081(3) 0.057(3) 0.058(3) 0.050(3)
C24 0.029(3) 0.034(3) 0.042(3) 0.026(3) 0.024(3) 0.021(3)
C25 0.068(2) 0.061(2) 0.067(2) 0.052(2) 0.056(2) 0.056(2)
C19' 0.013(4) 0.042(5) 0.031(5) 0.031(4) 0.008(4) 0.014(3)
C20' 0.023(5) 0.018(5) 0.047(7) 0.019(5) 0.022(5) 0.012(5)
C21' 0.042(5) 0.078(13) 0.082(11) 0.069(11) 0.046(7) 0.040(8)
C22' 0.079(10) 0.059(8) 0.067(8) 0.055(8) 0.040(6) 0.045(7)
C23' 0.085(20) 0.046(8) 0.059(9) 0.043(8) 0.041(12) 0.046(12)
C24' 0.045(5) 0.037(4) 0.019(4) 0.021(4) 0.018(4) 0.030(4)
C25' 0.080(5) 0.122(8) 0.130(8) 0.115(8) 0.091(6) 0.090(6)
C19" 0.035(4) 0.053(5) 0.055(5) 0.046(4) 0.034(4) 0.036(4)
C20" 0.068(5) 0.061(5) 0.070(5) 0.055(5) 0.054(4) 0.057(4)
C21" 0.043(4) 0.068(6) 0.094(7) 0.073(6) 0.052(5) 0.038(5)
C22" 0.049(5) 0.051(6) 0.055(6) 0.043(6) 0.031(5) 0.026(5)
C23" 0.083(6) 0.062(4) 0.077(5) 0.058(4) 0.060(5) 0.058(4)
C24" 0.053(5) 0.054(3) 0.061(4) 0.048(3) 0.045(4) 0.044(3)
C25" 0.095(7) 0.120(10) 0.117(9) 0.101(9) 0.091(8) 0.092(8)

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 C18 1.203(2) . ?
O2 C17 1.207(4) . ?
N1 C19" 1.376(7) . ?
N1 C17 1.388(2) . ?
N1 C18 1.391(5) . ?
N1 C19 1.438(8) . ?
N1 C19' 1.533(11) . ?
C1 C2 1.389(5) . ?
C1 C6 1.392(3) . ?
C1 C14 1.510(2) . ?
C2 C3 1.386(2) . ?
C2 H2 1.01(2) . ?
C3 C4 1.365(3) . ?
C3 H3 1.02(2) . ?
C4 C5 1.399(6) . ?
C4 H4 0.98(2) . ?
C5 C6 1.379(2) . ?
C5 H5 1.00(2) . ?
C6 C7 1.515(5) . ?
C7 C8 1.508(2) . ?
C7 C16 1.559(2) . ?
C7 H7 0.99(2) . ?
C8 C9 1.390(3) . ?
C8 C13 1.392(3) . ?
C9 C10 1.382(3) . ?
C9 H9 1.00(2) . ?
C10 C11 1.371(3) . ?
C10 H10 1.01(2) . ?
C11 C12 1.387(3) . ?
C11 H11 1.01(2) . ?
C12 C13 1.384(2) . ?
C12 H12 1.00(2) . ?
C13 C14 1.512(3) . ?
C14 C15 1.562(2) . ?
C14 H14 1.018(15) . ?
C15 C18 1.509(2) . ?
C15 C16 1.534(3) . ?
C15 H15 0.94(2) . ?
C16 C17 1.509(5) . ?
C16 H16 0.952(15) . ?
C19 C20 1.355(8) . ?
C19 C24 1.395(7) . ?
C20 C21 1.404(9) . ?
C20 C25 1.487(8) . ?
C21 C22 1.374(13) . ?
C21 H21 0.93 . ?
C22 C23 1.387(12) . ?
C22 H22 0.93 . ?
C23 C24 1.396(9) . ?
C23 H23 0.93 . ?
C24 H24 0.93 . ?
C25 H251 0.96 . ?
C25 H252 0.96 . ?
C25 H253 0.96 . ?
C19' C20' 1.39 . ?
C19' C24' 1.39 . ?
C20' C21' 1.39 . ?
C20' C25' 1.503(11) . ?
C21' C22' 1.39 . ?
C21' H21' 0.93 . ?
C22' C23' 1.39 . ?
C22' H22' 0.930(2) . ?
C23' C24' 1.39 . ?
C23' H23' 0.930(2) . ?
C24' H24' 0.93 . ?
C25' H25A 0.96 . ?
C25' H25B 0.96 . ?
C25' H25C 0.96 . ?
C19" C20" 1.3855(13) . ?
C19" C24" 1.414(10) . ?
C20" C21" 1.364(4) . ?
C20" C25" 1.498(11) . ?
C21" C22" 1.37(2) . ?
C21" H21" 0.9300(15) . ?
C22" C23" 1.39(2) . ?
C22" H22" 0.93 . ?
C23" C24" 1.383(14) . ?
C23" H23" 0.93 . ?
C24" H24" 0.93 . ?
C25" H25D 0.96 . ?
C25" H25E 0.96 . ?
C25" H25F 0.96 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19" N1 C17 118.6(4) . . ?
C19" N1 C18 126.3(4) . . ?
C17 N1 C18 112.92(10) . . ?
C17 N1 C19 129.1(4) . . ?
C18 N1 C19 117.8(4) . . ?
C17 N1 C19' 117.6(5) . . ?
C18 N1 C19' 129.2(5) . . ?
C2 C1 C6 120.1(2) . . ?
C2 C1 C14 126.48(14) . . ?
C6 C1 C14 113.4(2) . . ?
C3 C2 C1 119.0(2) . . ?
C3 C2 H2 123.1(11) . . ?
C1 C2 H2 117.9(11) . . ?
C4 C3 C2 121.0(2) . . ?
C4 C3 H3 118.0(13) . . ?
C2 C3 H3 121.0(13) . . ?
C3 C4 C5 120.6(2) . . ?
C3 C4 H4 123.2(13) . . ?
C5 C4 H4 116.2(12) . . ?
C6 C5 C4 118.8(2) . . ?
C6 C5 H5 118.2(12) . . ?
C4 C5 H5 122.9(12) . . ?
C5 C6 C1 120.6(2) . . ?
C5 C6 C7 126.23(14) . . ?
C1 C6 C7 113.1(2) . . ?
C8 C7 C6 108.17(11) . . ?
C8 C7 C16 107.22(10) . . ?
C6 C7 C16 104.68(10) . . ?
C8 C7 H7 113.2(9) . . ?
C6 C7 H7 113.1(9) . . ?
C16 C7 H7 109.9(9) . . ?
C9 C8 C13 119.6(2) . . ?
C9 C8 C7 126.91(14) . . ?
C13 C8 C7 113.48(13) . . ?
C10 C9 C8 119.3(2) . . ?
C10 C9 H9 123.9(11) . . ?
C8 C9 H9 116.7(11) . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 117.1(14) . . ?
C9 C10 H10 121.9(14) . . ?
C10 C11 C12 120.3(2) . . ?
C10 C11 H11 118.5(11) . . ?
C12 C11 H11 121.1(11) . . ?
C13 C12 C11 119.1(2) . . ?
C13 C12 H12 120.9(10) . . ?
C11 C12 H12 119.9(10) . . ?
C12 C13 C8 120.60(14) . . ?
C12 C13 C14 126.18(13) . . ?
C8 C13 C14 113.2(2) . . ?
C1 C14 C13 108.34(13) . . ?
C1 C14 C15 105.49(13) . . ?
C13 C14 C15 106.0(2) . . ?
C1 C14 H14 113.9(9) . . ?
C13 C14 H14 111.0(8) . . ?
C15 C14 H14 111.7(8) . . ?
C18 C15 C16 105.1(2) . . ?
C18 C15 C14 111.20(14) . . ?
C16 C15 C14 109.90(15) . . ?
C18 C15 H15 107.3(9) . . ?
C16 C15 H15 111.9(9) . . ?
C14 C15 H15 111.3(9) . . ?
C17 C16 C15 104.9(2) . . ?
C17 C16 C7 111.51(10) . . ?
C15 C16 C7 109.58(12) . . ?
C17 C16 H16 109.0(8) . . ?
C15 C16 H16 112.2(8) . . ?
C7 C16 H16 109.6(9) . . ?
O2 C17 N1 124.57(14) . . ?
O2 C17 C16 126.8(2) . . ?
N1 C17 C16 108.57(14) . . ?
O1 C18 N1 124.25(11) . . ?
O1 C18 C15 127.3(2) . . ?
N1 C18 C15 108.4(2) . . ?
C20 C19 C24 124.1(6) . . ?
C20 C19 N1 118.6(5) . . ?
C24 C19 N1 117.2(5) . . ?
C19 C20 C21 116.8(7) . . ?
C19 C20 C25 125.3(6) . . ?
C21 C20 C25 117.7(8) . . ?
C22 C21 C20 121.1(8) . . ?
C22 C21 H21 119.5(5) . . ?
C20 C21 H21 119.5(6) . . ?
C21 C22 C23 120.4(6) . . ?
C21 C22 H22 119.8(5) . . ?
C23 C22 H22 119.8(4) . . ?
C22 C23 C24 119.8(8) . . ?
C22 C23 H23 120.1(4) . . ?
C24 C23 H23 120.1(6) . . ?
C23 C24 C19 117.5(7) . . ?
C23 C24 H24 121.3(6) . . ?
C19 C24 H24 121.3(4) . . ?
C20 C25 H251 109.5(4) . . ?
C20 C25 H252 109.5(4) . . ?
H251 C25 H252 109.5 . . ?
C20 C25 H253 109.5(4) . . ?
H251 C25 H253 109.47(12) . . ?
H252 C25 H253 109.47(7) . . ?
C20' C19' C24' 120.0 . . ?
C20' C19' N1 121.6(8) . . ?
C24' C19' N1 116.1(8) . . ?
C21' C20' C19' 120.0 . . ?
C21' C20' C25' 115.9(9) . . ?
C19' C20' C25' 122.5(8) . . ?
C20' C21' C22' 120.0 . . ?
C20' C21' H21' 120.00(6) . . ?
C22' C21' H21' 120.00(11) . . ?
C23' C22' C21' 120.0 . . ?
C23' C22' H22' 120.00(10) . . ?
C21' C22' H22' 120.0 . . ?
C24' C23' C22' 120.0 . . ?
C24' C23' H23' 120.0 . . ?
C22' C23' H23' 120.00(13) . . ?
C23' C24' C19' 120.0 . . ?
C23' C24' H24' 120.00(9) . . ?
C19' C24' H24' 120.00(10) . . ?
C20' C25' H25A 109.5(6) . . ?
C20' C25' H25B 109.5(7) . . ?
H25A C25' H25B 109.5 . . ?
C20' C25' H25C 109.5(7) . . ?
H25A C25' H25C 109.5 . . ?
H25B C25' H25C 109.5 . . ?
N1 C19" C20" 117.3(3) . . ?
N1 C19" C24" 124.6(5) . . ?
C20" C19" C24" 117.7(4) . . ?
C21" C20" C19" 121.28(15) . . ?
C21" C20" C25" 118.7(6) . . ?
C19" C20" C25" 119.8(6) . . ?
C20" C21" C22" 121.3(6) . . ?
C20" C21" H21" 119.36(8) . . ?
C22" C21" H21" 119.4(6) . . ?
C21" C22" C23" 119.2(10) . . ?
C21" C22" H22" 120.4(6) . . ?
C23" C22" H22" 120.4(8) . . ?
C24" C23" C22" 120.0(11) . . ?
C24" C23" H23" 120.0(6) . . ?
C22" C23" H23" 120.0(9) . . ?
C23" C24" C19" 120.4(9) . . ?
C23" C24" H24" 119.8(6) . . ?
C19" C24" H24" 119.8(4) . . ?
C20" C25" H25D 109.5(6) . . ?
C20" C25" H25E 109.5(6) . . ?
H25D C25" H25E 109.5 . . ?
C20" C25" H25F 109.5(6) . . ?
H25D C25" H25F 109.5(2) . . ?
H25E C25" H25F 109.47(13) . . ?

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
C6 C1 C2 C3 -0.3(2) . . . . ?
C14 C1 C2 C3 -178.12(13) . . . . ?
C1 C2 C3 C4 0.8(2) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C1 0.8(2) . . . . ?
C4 C5 C6 C7 178.34(14) . . . . ?
C2 C1 C6 C5 -0.5(2) . . . . ?
C14 C1 C6 C5 177.61(13) . . . . ?
C2 C1 C6 C7 -178.32(12) . . . . ?
C14 C1 C6 C7 -0.3(2) . . . . ?
C5 C6 C7 C8 128.98(15) . . . . ?
C1 C6 C7 C8 -53.31(14) . . . . ?
C5 C6 C7 C16 -116.94(15) . . . . ?
C1 C6 C7 C16 60.78(13) . . . . ?
C6 C7 C8 C9 -127.5(2) . . . . ?
C16 C7 C8 C9 120.1(2) . . . . ?
C6 C7 C8 C13 53.8(2) . . . . ?
C16 C7 C8 C13 -58.6(2) . . . . ?
C13 C8 C9 C10 0.5(2) . . . . ?
C7 C8 C9 C10 -178.15(15) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C10 C11 C12 C13 -0.1(2) . . . . ?
C11 C12 C13 C8 1.1(2) . . . . ?
C11 C12 C13 C14 178.97(12) . . . . ?
C9 C8 C13 C12 -1.3(2) . . . . ?
C7 C8 C13 C12 177.53(11) . . . . ?
C9 C8 C13 C14 -179.39(12) . . . . ?
C7 C8 C13 C14 -0.60(15) . . . . ?
C2 C1 C14 C13 -128.57(15) . . . . ?
C6 C1 C14 C13 53.5(2) . . . . ?
C2 C1 C14 C15 118.3(2) . . . . ?
C6 C1 C14 C15 -59.6(2) . . . . ?
C12 C13 C14 C1 128.9(2) . . . . ?
C8 C13 C14 C1 -53.1(2) . . . . ?
C12 C13 C14 C15 -118.26(14) . . . . ?
C8 C13 C14 C15 59.75(14) . . . . ?
C1 C14 C15 C18 172.47(9) . . . . ?
C13 C14 C15 C18 57.71(13) . . . . ?
C1 C14 C15 C16 56.5(2) . . . . ?
C13 C14 C15 C16 -58.27(14) . . . . ?
C18 C15 C16 C17 1.86(12) . . . . ?
C14 C15 C16 C17 121.61(12) . . . . ?
C18 C15 C16 C7 -117.96(12) . . . . ?
C14 C15 C16 C7 1.78(13) . . . . ?
C8 C7 C16 C17 -60.18(13) . . . . ?
C6 C7 C16 C17 -174.93(10) . . . . ?
C8 C7 C16 C15 55.5(2) . . . . ?
C6 C7 C16 C15 -59.2(2) . . . . ?
C19" N1 C17 O2 16.6(4) . . . . ?
C18 N1 C17 O2 -179.07(13) . . . . ?
C19 N1 C17 O2 -4.0(4) . . . . ?
C19' N1 C17 O2 -5.2(6) . . . . ?
C19" N1 C17 C16 -161.7(3) . . . . ?
C18 N1 C17 C16 2.55(14) . . . . ?
C19 N1 C17 C16 177.6(4) . . . . ?
C19' N1 C17 C16 176.4(6) . . . . ?
C15 C16 C17 O2 178.99(14) . . . . ?
C7 C16 C17 O2 -62.5(2) . . . . ?
C15 C16 C17 N1 -2.67(13) . . . . ?
C7 C16 C17 N1 115.86(11) . . . . ?
C19" N1 C18 O1 -16.8(4) . . . . ?
C17 N1 C18 O1 -179.67(12) . . . . ?
C19 N1 C18 O1 4.7(4) . . . . ?
C19' N1 C18 O1 7.3(7) . . . . ?
C19" N1 C18 C15 161.5(4) . . . . ?
C17 N1 C18 C15 -1.29(14) . . . . ?
C19 N1 C18 C15 -177.0(3) . . . . ?
C19' N1 C18 C15 -174.3(7) . . . . ?
C16 C15 C18 O1 177.84(12) . . . . ?
C14 C15 C18 O1 59.0(2) . . . . ?
C16 C15 C18 N1 -0.48(13) . . . . ?
C14 C15 C18 N1 -119.37(12) . . . . ?
C19" N1 C19 C20 4.2(13) . . . . ?
C17 N1 C19 C20 68.7(9) . . . . ?
C18 N1 C19 C20 -116.4(7) . . . . ?
C19' N1 C19 C20 73.9(35) . . . . ?
C19" N1 C19 C24 -172.5(22) . . . . ?
C17 N1 C19 C24 -108.0(6) . . . . ?
C18 N1 C19 C24 66.9(7) . . . . ?
C19' N1 C19 C24 -102.8(35) . . . . ?
C24 C19 C20 C21 6.3(12) . . . . ?
N1 C19 C20 C21 -170.2(8) . . . . ?
C24 C19 C20 C25 -178.0(8) . . . . ?
N1 C19 C20 C25 5.5(13) . . . . ?
C19 C20 C21 C22 -6.2(13) . . . . ?
C25 C20 C21 C22 177.8(8) . . . . ?
C20 C21 C22 C23 3.6(13) . . . . ?
C21 C22 C23 C24 -0.8(13) . . . . ?
C22 C23 C24 C19 0.7(11) . . . . ?
C20 C19 C24 C23 -3.6(11) . . . . ?
N1 C19 C24 C23 172.9(8) . . . . ?
C19" N1 C19' C20' 139.5(25) . . . . ?
C17 N1 C19' C20' -122.4(7) . . . . ?
C18 N1 C19' C20' 50.3(11) . . . . ?
C19 N1 C19' C20' 62.2(30) . . . . ?
C19" N1 C19' C24' -23.3(17) . . . . ?
C17 N1 C19' C24' 74.8(9) . . . . ?
C18 N1 C19' C24' -112.5(8) . . . . ?
C19 N1 C19' C24' -100.6(35) . . . . ?
C24' C19' C20' C21' 0.0 . . . . ?
N1 C19' C20' C21' -162.2(11) . . . . ?
C24' C19' C20' C25' 164.8(14) . . . . ?
N1 C19' C20' C25' 2.6(12) . . . . ?
C19' C20' C21' C22' 0.0 . . . . ?
C25' C20' C21' C22' -165.8(13) . . . . ?
C20' C21' C22' C23' 0.0 . . . . ?
C21' C22' C23' C24' 0.0 . . . . ?
C22' C23' C24' C19' 0.0 . . . . ?
C20' C19' C24' C23' 0.0 . . . . ?
N1 C19' C24' C23' 163.1(10) . . . . ?
C17 N1 C19" C20" -115.2(3) . . . . ?
C18 N1 C19" C20" 82.9(3) . . . . ?
C19 N1 C19" C20" 11.9(16) . . . . ?
C19' N1 C19" C20" -22.9(19) . . . . ?
C17 N1 C19" C24" 57.9(10) . . . . ?
C18 N1 C19" C24" -104.1(10) . . . . ?
C19 N1 C19" C24" -175.0(25) . . . . ?
C19' N1 C19" C24" 150.1(26) . . . . ?
N1 C19" C20" C21" 176.5(10) . . . . ?
C24" C19" C20" C21" 3.0(8) . . . . ?
N1 C19" C20" C25" 1.2(7) . . . . ?
C24" C19" C20" C25" -172.3(10) . . . . ?
C19" C20" C21" C22" -1.6(13) . . . . ?
C25" C20" C21" C22" 173.8(11) . . . . ?
C20" C21" C22" C23" -0.2(23) . . . . ?
C21" C22" C23" C24" 0.5(29) . . . . ?
C22" C23" C24" C19" 1.0(26) . . . . ?
N1 C19" C24" C23" -175.7(12) . . . . ?
C20" C19" C24" C23" -2.7(15) . . . . ?
#+------------------------------------------------------------

data_compound2
_database_code_CSD               196633

_chemical_name_systematic        
;N-(2'-Methoxyphenyl)-9,10-dihydro-9,10-
ethanoanthracene-11,12-dicarboximide
;
_chemical_name_common            
;N-(2'-Methoxyphenyl)-9,10-dihydro-9,10-ethanoanthracene-11,12-
dicarboximide
;
_chemical_formula_sum            'C25 H19 N O3'
_chemical_formula_weight         381.41
_chemical_melting_point          538
_exptl_crystal_preparation       toluene

_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                   10.489(3)
_cell_length_b                   10.626(2)
_cell_length_c                   17.737(3)
_cell_angle_alpha                79.166(14)
_cell_angle_beta                 79.92(2)
_cell_angle_gamma                89.27(2)
_cell_volume                     1911.4(7)
_cell_formula_units_Z            4

_exptl_crystal_density_diffrn    1.325
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      20.94
_cell_measurement_theta_max      27.22
_diffrn_ambient_temperature      293(2)
_exptl_crystal_F_000             800
_exptl_absorpt_coefficient_mu    0.700

_exptl_crystal_description       prism
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.24
_exptl_crystal_colour            colourless

_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite

_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
'(\y scan; North, Phillips & Mathews, 1968; Frenz, 1986)'
_exptl_absorpt_correction_T_min  0.9756
_exptl_absorpt_correction_T_max  0.9989

_diffrn_reflns_number            8320
_reflns_number_total             7869
_reflns_number_gt                6884
_reflns_threshold_expression     >2sigma(I)
_diffrn_reflns_theta_max         74.94
_diffrn_reflns_av_R_equivalents  0.0197

_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22

_refine_ls_number_reflns         7536
_refine_ls_number_parameters     676
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_all         0.1408
_refine_ls_wR_factor_ref         0.1338
_refine_ls_goodness_of_fit_ref   1.085

_refine_ls_weighting_scheme      w=1/[\s^2^(Fo^2^)+(0.0740P)^2^+0.4231P]
_refine_ls_weighting_details     P=(Fo^2^+2Fc^2^)/3

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    Refall
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.347

_refine_special_details          
; 
Refinement on F^2^ for ALL reflections except for 333 with very negative F^2^ 
or flagged by the user for potential systematic errors.  Weighted R-factors 
wR and all goodnesses of fit S are based on F^2^, conventional R-factors R 
are based on F, with F set to zero for negative F^2^. The observed criterion 
of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_gt etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F^2^ are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger. 
;

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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.11636(15) 0.8952(2) 0.69891(12) 0.1011(6) Uani 1 d . .
O2 O 0.54126(13) 0.8624(2) 0.70973(12) 0.1060(7) Uani 1 d . .
O3 O 0.3772(2) 0.86958(15) 0.54424(7) 0.0780(4) Uani 1 d . .
N1 N 0.32934(12) 0.85406(13) 0.69821(7) 0.0504(3) Uani 1 d . .
C1 C 0.2259(2) 1.13954(15) 0.86055(9) 0.0511(4) Uani 1 d . .
C2 C 0.1562(2) 1.2409(2) 0.88427(11) 0.0657(5) Uani 1 d . .
C3 C 0.2202(3) 1.3349(2) 0.90915(13) 0.0782(6) Uani 1 d . .
C4 C 0.3503(3) 1.3283(2) 0.90953(13) 0.0806(6) Uani 1 d . .
C5 C 0.4212(2) 1.2269(2) 0.88604(13) 0.0732(5) Uani 1 d . .
C6 C 0.3577(2) 1.1325(2) 0.86153(9) 0.0535(4) Uani 1 d . .
C7 C 0.4193(2) 1.0164(2) 0.83306(10) 0.0532(4) Uani 1 d . .
C8 C 0.3427(2) 0.89896(15) 0.87872(8) 0.0499(3) Uani 1 d . .
C9 C 0.3920(2) 0.7896(2) 0.91800(12) 0.0724(5) Uani 1 d . .
C10 C 0.3079(4) 0.6891(2) 0.95561(14) 0.0951(9) Uani 1 d . .
C11 C 0.1781(3) 0.6965(2) 0.95381(14) 0.0932(8) Uani 1 d . .
C12 C 0.1276(2) 0.8047(2) 0.91374(12) 0.0701(5) Uani 1 d . .
C13 C 0.21049(15) 0.90638(14) 0.87688(8) 0.0477(3) Uani 1 d . .
C14 C 0.1730(2) 1.03042(15) 0.83021(9) 0.0493(3) Uani 1 d . .
C15 C 0.2507(2) 1.0378(2) 0.74587(9) 0.0539(4) Uani 1 d . .
C16 C 0.3951(2) 1.0282(2) 0.74776(9) 0.0554(4) Uani 1 d . .
C17 C 0.4363(2) 0.9080(2) 0.71696(10) 0.0599(4) Uani 1 d . .
C18 C 0.2187(2) 0.9238(2) 0.71194(10) 0.0588(4) Uani 1 d . .
C19 C 0.33605(15) 0.7386(2) 0.66702(10) 0.0526(4) Uani 1 d . .
C20 C 0.3628(2) 0.7489(2) 0.58643(10) 0.0594(4) Uani 1 d . .
C21 C 0.3721(2) 0.6364(3) 0.55619(15) 0.0769(6) Uani 1 d . .
C22 C 0.3543(2) 0.5195(2) 0.6061(2) 0.0880(7) Uani 1 d . .
C23 C 0.3275(2) 0.5095(2) 0.6855(2) 0.0852(7) Uani 1 d . .
C24 C 0.3190(2) 0.6213(2) 0.71623(13) 0.0655(4) Uani 1 d . .
C25 C 0.3965(3) 0.8882(4) 0.46190(13) 0.0987(9) Uani 1 d . .
H2 H 0.0615(21) 1.2399(20) 0.8813(12) 0.073(6) Uiso 1 d . .
H3 H 0.1675(25) 1.4081(26) 0.9248(15) 0.103(8) Uiso 1 d . .
H4 H 0.3937(25) 1.3974(26) 0.9270(15) 0.102(8) Uiso 1 d . .
H5 H 0.5171(22) 1.2236(21) 0.8853(13) 0.079(6) Uiso 1 d . .
H7 H 0.5152(19) 1.0083(18) 0.8341(11) 0.062(5) Uiso 1 d . .
H9 H 0.4836(22) 0.7893(21) 0.9180(13) 0.074(6) Uiso 1 d . .
H10 H 0.3331(27) 0.6181(29) 0.9856(17) 0.112(9) Uiso 1 d . .
H11 H 0.1168(31) 0.6223(33) 0.9875(20) 0.140(11) Uiso 1 d . .
H12 H 0.0286(23) 0.8075(22) 0.9129(13) 0.083(7) Uiso 1 d . .
H14 H 0.0779(19) 1.0363(18) 0.8306(11) 0.063(5) Uiso 1 d . .
H15 H 0.2224(19) 1.1119(21) 0.7116(12) 0.072(6) Uiso 1 d . .
H16 H 0.4461(21) 1.0974(23) 0.7170(13) 0.084(7) Uiso 1 d . .
H21 H 0.3913(19) 0.6503(20) 0.5006(13) 0.071(6) Uiso 1 d . .
H22 H 0.3679(30) 0.4344(33) 0.5815(19) 0.138(11) Uiso 1 d . .
H23 H 0.3160(29) 0.4254(31) 0.7206(18) 0.124(10) Uiso 1 d . .
H24 H 0.2982(23) 0.6170(24) 0.7730(15) 0.090(7) Uiso 1 d . .
H251 H 0.3947(41) 0.9942(47) 0.4445(27) 0.191(18) Uiso 1 d . .
H252 H 0.3346(29) 0.8367(30) 0.4448(18) 0.117(10) Uiso 1 d . .
H253 H 0.4744(30) 0.8352(28) 0.4433(18) 0.113(10) Uiso 1 d . .
O1' O 0.17721(12) 0.97673(10) 0.31133(6) 0.0561(3) Uani 1 d . .
O2' O -0.05375(11) 0.71423(11) 0.28334(8) 0.0623(3) Uani 1 d . .
O3' O 0.36856(12) 0.73268(11) 0.31098(8) 0.0672(3) Uani 1 d . .
N1' N 0.16399(12) 0.74261(10) 0.28080(7) 0.0441(3) Uani 1 d . .
C1' C 0.06365(15) 0.34032(12) 0.41748(8) 0.0455(3) Uani 1 d . .
C2' C -0.0182(2) 0.2493(2) 0.46918(10) 0.0612(5) Uani 1 d . .
C3' C 0.0338(3) 0.1652(2) 0.52603(11) 0.0792(7) Uani 1 d . .
C4' C 0.1628(3) 0.1715(2) 0.53061(11) 0.0797(7) Uani 1 d . .
C5' C 0.2447(2) 0.2616(2) 0.47884(10) 0.0658(5) Uani 1 d . .
C6' C 0.1941(2) 0.34611(13) 0.42249(8) 0.0470(3) Uani 1 d . .
C7' C 0.26876(15) 0.45236(13) 0.36327(9) 0.0456(3) Uani 1 d . .
C8' C 0.24527(14) 0.44011(12) 0.28325(8) 0.0420(3) Uani 1 d . .
C9' C 0.3391(2) 0.44015(15) 0.21761(10) 0.0579(4) Uani 1 d . .
C10' C 0.3011(2) 0.4321(2) 0.14795(10) 0.0698(5) Uani 1 d . .
C11' C 0.1728(2) 0.4251(2) 0.14301(10) 0.0682(5) Uani 1 d . .
C12' C 0.0777(2) 0.42618(15) 0.20783(9) 0.0545(4) Uani 1 d . .
C13' C 0.11467(14) 0.43337(12) 0.27821(8) 0.0407(3) Uani 1 d . .
C14' C 0.02506(14) 0.44081(12) 0.35365(8) 0.0416(3) Uani 1 d . .
C15' C 0.05783(14) 0.57225(12) 0.37406(8) 0.0427(3) Uani 1 d . .
C16' C 0.20098(15) 0.57748(13) 0.38186(9) 0.0452(3) Uani 1 d . .
C17' C 0.2586(2) 0.69223(13) 0.32230(9) 0.0475(3) Uani 1 d . .
C18' C 0.04308(14) 0.68253(13) 0.30879(8) 0.0445(3) Uani 1 d . .
C19' C 0.18618(15) 0.84978(13) 0.21768(8) 0.0454(3) Uani 1 d . .
C20' C 0.19157(14) 0.97162(13) 0.23528(8) 0.0453(3) Uani 1 d . .
C21' C 0.2117(2) 1.0765(2) 0.17417(11) 0.0585(4) Uani 1 d . .
C22' C 0.2256(2) 1.0576(2) 0.09851(11) 0.0711(5) Uani 1 d . .
C23' C 0.2202(2) 0.9365(2) 0.08181(11) 0.0771(6) Uani 1 d . .
C24' C 0.2006(2) 0.8315(2) 0.14197(10) 0.0622(4) Uani 1 d . .
C25' C 0.1670(2) 1.1010(2) 0.33212(12) 0.0577(4) Uani 1 d . .
H2' H -0.1097(20) 0.2474(20) 0.4641(12) 0.070(6) Uiso 1 d . .
H3' H -0.0257(24) 0.1032(26) 0.5624(16) 0.101(8) Uiso 1 d . .
H4' H 0.1966(23) 0.1091(25) 0.5708(15) 0.098(8) Uiso 1 d . .
H5' H 0.3433(24) 0.2657(23) 0.4804(14) 0.088(7) Uiso 1 d . .
H7' H 0.3595(19) 0.4529(18) 0.3678(11) 0.061(5) Uiso 1 d . .
H9' H 0.4273(21) 0.4442(20) 0.2211(12) 0.072(6) Uiso 1 d . .
H10' H 0.3711(22) 0.4285(22) 0.1021(14) 0.084(7) Uiso 1 d . .
H11' H 0.1458(22) 0.4164(22) 0.0934(15) 0.086(7) Uiso 1 d . .
H12' H -0.0178(19) 0.4227(18) 0.2075(11) 0.064(5) Uiso 1 d . .
H14' H -0.0668(16) 0.4332(16) 0.3493(10) 0.049(4) Uiso 1 d . .
H15' H -0.0004(17) 0.5874(17) 0.4203(11) 0.054(5) Uiso 1 d . .
H16' H 0.2118(16) 0.5901(16) 0.4339(10) 0.053(5) Uiso 1 d . .
H21' H 0.2162(19) 1.1606(21) 0.1868(12) 0.073(6) Uiso 1 d . .
H22' H 0.2405(21) 1.1351(22) 0.0569(13) 0.081(6) Uiso 1 d . .
H23' H 0.2304(23) 0.9207(24) 0.0288(16) 0.095(7) Uiso 1 d . .
H24' H 0.1981(17) 0.7463(19) 0.1339(11) 0.060(5) Uiso 1 d . .
H25A H 0.0881(20) 1.1421(19) 0.3173(12) 0.066(5) Uiso 1 d . .
H25B H 0.1536(23) 1.0770(23) 0.3938(15) 0.091(7) Uiso 1 d . .
H25C H 0.2442(20) 1.1486(20) 0.3088(12) 0.071(6) Uiso 1 d . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0722(9) 0.1292(14) 0.1388(15) -0.0829(12) -0.0593(10) 0.0338(9)
O2 0.0441(7) 0.1373(15) 0.159(2) -0.0978(14) -0.0018(8) -0.0008(8)
O3 0.1021(11) 0.0874(10) 0.0449(6) -0.0142(6) -0.0106(6) -0.0163(8)
N1 0.0519(7) 0.0573(7) 0.0455(6) -0.0179(6) -0.0093(5) 0.0003(6)
C1 0.0646(9) 0.0459(8) 0.0428(7) -0.0085(6) -0.0096(6) 0.0033(7)
C2 0.0824(13) 0.0561(10) 0.0613(10) -0.0169(8) -0.0143(9) 0.0134(9)
C3 0.113(2) 0.0548(11) 0.0705(12) -0.0241(9) -0.0128(11) 0.0102(11)
C4 0.108(2) 0.0609(11) 0.0772(13) -0.0306(10) -0.0078(12) -0.0145(11)
C5 0.0783(13) 0.0713(12) 0.0735(12) -0.0279(10) -0.0065(10) -0.0166(10)
C6 0.0628(9) 0.0510(8) 0.0472(8) -0.0127(6) -0.0067(7) -0.0051(7)
C7 0.0482(8) 0.0593(9) 0.0560(9) -0.0201(7) -0.0092(7) -0.0012(7)
C8 0.0616(9) 0.0499(8) 0.0408(7) -0.0119(6) -0.0129(6) 0.0081(7)
C9 0.096(2) 0.0639(11) 0.0632(11) -0.0150(9) -0.0300(10) 0.0288(10)
C10 0.163(3) 0.0502(11) 0.0652(13) 0.0022(9) -0.0183(15) 0.0268(14)
C11 0.139(2) 0.0499(11) 0.0748(14) 0.0000(10) 0.0119(14) -0.0104(13)
C12 0.0806(13) 0.0558(10) 0.0669(11) -0.0142(8) 0.0104(9) -0.0126(9)
C13 0.0559(8) 0.0458(8) 0.0404(7) -0.0106(6) -0.0034(6) -0.0006(6)
C14 0.0495(8) 0.0507(8) 0.0493(8) -0.0120(6) -0.0109(6) 0.0046(6)
C15 0.0737(10) 0.0492(8) 0.0405(7) -0.0067(6) -0.0175(7) 0.0087(7)
C16 0.0641(10) 0.0538(9) 0.0444(8) -0.0119(7) 0.0051(7) -0.0146(7)
C17 0.0480(9) 0.0729(11) 0.0598(9) -0.0284(8) 0.0057(7) -0.0119(7)
C18 0.0629(10) 0.0679(10) 0.0547(9) -0.0210(8) -0.0260(8) 0.0137(8)
C19 0.0480(8) 0.0594(9) 0.0545(9) -0.0200(7) -0.0101(6) -0.0004(7)
C20 0.0533(9) 0.0730(11) 0.0572(9) -0.0248(8) -0.0101(7) -0.0049(8)
C21 0.0628(11) 0.101(2) 0.0819(14) -0.0536(13) -0.0143(10) 0.0002(10)
C22 0.0736(13) 0.0772(15) 0.130(2) -0.056(2) -0.0253(13) 0.0066(11)
C23 0.0816(14) 0.0619(12) 0.118(2) -0.0260(13) -0.0244(13) 0.0009(10)
C24 0.0638(11) 0.0613(10) 0.0720(12) -0.0114(9) -0.0148(9) -0.0010(8)
C25 0.107(2) 0.142(3) 0.0465(11) -0.0169(13) -0.0112(11) -0.019(2)
O1' 0.0859(8) 0.0348(5) 0.0467(6) -0.0142(4) -0.0016(5) -0.0033(5)
O2' 0.0579(7) 0.0531(6) 0.0741(8) -0.0019(5) -0.0183(6) 0.0094(5)
O3' 0.0632(7) 0.0475(6) 0.0913(9) -0.0024(6) -0.0248(6) -0.0157(5)
N1' 0.0585(7) 0.0278(5) 0.0462(6) -0.0054(4) -0.0117(5) -0.0007(5)
C1' 0.0636(9) 0.0309(6) 0.0394(7) -0.0086(5) 0.0001(6) -0.0035(6)
C2' 0.0833(13) 0.0406(8) 0.0510(9) -0.0116(7) 0.0161(8) -0.0094(8)
C3' 0.138(2) 0.0403(9) 0.0442(9) -0.0022(7) 0.0193(11) -0.0101(10)
C4' 0.149(2) 0.0451(9) 0.0432(9) 0.0017(7) -0.0226(11) 0.0024(11)
C5' 0.106(2) 0.0433(8) 0.0522(9) -0.0047(7) -0.0296(9) 0.0065(9)
C6' 0.0689(9) 0.0318(6) 0.0415(7) -0.0052(5) -0.0144(6) 0.0011(6)
C7' 0.0491(8) 0.0344(7) 0.0537(8) -0.0027(6) -0.0166(6) 0.0001(5)
C8' 0.0495(7) 0.0276(6) 0.0456(7) -0.0023(5) -0.0045(6) 0.0015(5)
C9' 0.0581(10) 0.0425(8) 0.0628(10) -0.0002(7) 0.0068(7) 0.0046(7)
C10' 0.101(2) 0.0490(9) 0.0472(9) -0.0026(7) 0.0137(9) 0.0084(9)
C11' 0.118(2) 0.0463(9) 0.0399(8) -0.0073(7) -0.0129(9) 0.0035(9)
C12' 0.0765(11) 0.0403(7) 0.0500(8) -0.0086(6) -0.0200(7) 0.0004(7)
C13' 0.0525(7) 0.0273(6) 0.0420(7) -0.0060(5) -0.0080(6) -0.0009(5)
C14' 0.0436(7) 0.0331(6) 0.0482(7) -0.0095(5) -0.0061(6) -0.0026(5)
C15' 0.0530(8) 0.0319(6) 0.0426(7) -0.0089(5) -0.0050(6) 0.0010(5)
C16' 0.0615(9) 0.0326(6) 0.0447(7) -0.0067(5) -0.0181(6) -0.0034(6)
C17' 0.0605(9) 0.0315(6) 0.0539(8) -0.0092(6) -0.0175(7) -0.0053(6)
C18' 0.0539(8) 0.0321(6) 0.0489(7) -0.0107(5) -0.0094(6) 0.0045(5)
C19' 0.0599(8) 0.0338(6) 0.0407(7) -0.0052(5) -0.0058(6) 0.0018(6)
C20' 0.0549(8) 0.0333(6) 0.0440(7) -0.0048(5) -0.0011(6) 0.0015(5)
C21' 0.0679(10) 0.0367(8) 0.0620(10) 0.0035(7) -0.0010(8) 0.0003(7)
C22' 0.0808(13) 0.0679(12) 0.0501(9) 0.0154(8) -0.0005(8) 0.0034(9)
C23' 0.101(2) 0.0877(14) 0.0377(8) -0.0080(9) -0.0044(9) 0.0075(11)
C24' 0.0847(12) 0.0571(10) 0.0473(9) -0.0179(7) -0.0099(8) 0.0080(8)
C25' 0.0561(10) 0.0441(8) 0.0772(12) -0.0309(8) -0.0023(8) -0.0027(7)

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 C18 1.191(2) . ?
O2 C17 1.193(2) . ?
O3 C20 1.354(2) . ?
O3 C25 1.415(2) . ?
N1 C18 1.379(2) . ?
N1 C17 1.385(2) . ?
N1 C19 1.434(2) . ?
C1 C2 1.383(2) . ?
C1 C6 1.386(2) . ?
C1 C14 1.516(2) . ?
C2 C3 1.390(3) . ?
C2 H2 1.00(2) . ?
C3 C4 1.367(4) . ?
C3 H3 1.00(3) . ?
C4 C5 1.388(3) . ?
C4 H4 0.99(3) . ?
C5 C6 1.386(2) . ?
C5 H5 1.00(2) . ?
C6 C7 1.514(2) . ?
C7 C8 1.509(2) . ?
C7 C16 1.559(2) . ?
C7 H7 1.01(2) . ?
C8 C9 1.381(2) . ?
C8 C13 1.394(2) . ?
C9 C10 1.384(4) . ?
C9 H9 0.96(2) . ?
C10 C11 1.368(4) . ?
C10 H10 0.90(3) . ?
C11 C12 1.385(3) . ?
C11 H11 1.05(3) . ?
C12 C13 1.382(2) . ?
C12 H12 1.04(2) . ?
C13 C14 1.506(2) . ?
C14 C15 1.562(2) . ?
C14 H14 1.00(2) . ?
C15 C18 1.516(2) . ?
C15 C16 1.523(3) . ?
C15 H15 0.98(2) . ?
C16 C17 1.511(2) . ?
C16 H16 0.94(2) . ?
C19 C24 1.375(3) . ?
C19 C20 1.391(2) . ?
C20 C21 1.395(3) . ?
C21 C22 1.376(4) . ?
C21 H21 0.95(2) . ?
C22 C23 1.371(4) . ?
C22 H22 1.07(3) . ?
C23 C24 1.393(3) . ?
C23 H23 0.98(3) . ?
C24 H24 0.98(3) . ?
C25 H251 1.11(5) . ?
C25 H252 0.98(3) . ?
C25 H253 1.03(3) . ?
O1' C20' 1.342(2) . ?
O1' C25' 1.435(2) . ?
O2' C18' 1.201(2) . ?
O3' C17' 1.206(2) . ?
N1' C17' 1.381(2) . ?
N1' C18' 1.394(2) . ?
N1' C19' 1.429(2) . ?
C1' C2' 1.388(2) . ?
C1' C6' 1.389(2) . ?
C1' C14' 1.510(2) . ?
C2' C3' 1.397(3) . ?
C2' H2' 0.98(2) . ?
C3' C4' 1.373(4) . ?
C3' H3' 0.98(3) . ?
C4' C5' 1.383(3) . ?
C4' H4' 0.99(3) . ?
C5' C6' 1.386(2) . ?
C5' H5' 1.04(2) . ?
C6' C7' 1.510(2) . ?
C7' C8' 1.511(2) . ?
C7' C16' 1.562(2) . ?
C7' H7' 0.97(2) . ?
C8' C9' 1.387(2) . ?
C8' C13' 1.392(2) . ?
C9' C10' 1.380(3) . ?
C9' H9' 0.94(2) . ?
C10' C11' 1.368(3) . ?
C10' H10' 1.00(2) . ?
C11' C12' 1.386(3) . ?
C11' H11' 0.99(2) . ?
C12' C13' 1.386(2) . ?
C12' H12' 1.00(2) . ?
C13' C14' 1.509(2) . ?
C14' C15' 1.564(2) . ?
C14' H14' 0.98(2) . ?
C15' C18' 1.512(2) . ?
C15' C16' 1.535(2) . ?
C15' H15' 0.97(2) . ?
C16' C17' 1.510(2) . ?
C16' H16' 0.98(2) . ?
C19' C24' 1.375(2) . ?
C19' C20' 1.392(2) . ?
C20' C21' 1.390(2) . ?
C21' C22' 1.377(3) . ?
C21' H21' 0.97(2) . ?
C22' C23' 1.378(3) . ?
C22' H22' 0.99(2) . ?
C23' C24' 1.381(3) . ?
C23' H23' 0.97(3) . ?
C24' H24' 0.94(2) . ?
C25' H25A 0.98(2) . ?
C25' H25B 1.06(3) . ?
C25' H25C 0.95(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
C20 O3 C25 119.3(2) . . ?
C18 N1 C17 112.86(14) . . ?
C18 N1 C19 124.64(13) . . ?
C17 N1 C19 122.50(14) . . ?
C2 C1 C6 120.3(2) . . ?
C2 C1 C14 126.2(2) . . ?
C6 C1 C14 113.51(14) . . ?
C1 C2 C3 119.0(2) . . ?
C1 C2 H2 115.6(13) . . ?
C3 C2 H2 125.3(12) . . ?
C4 C3 C2 120.6(2) . . ?
C4 C3 H3 122.2(15) . . ?
C2 C3 H3 117.1(16) . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 118.8(15) . . ?
C5 C4 H4 120.3(15) . . ?
C6 C5 C4 118.7(2) . . ?
C6 C5 H5 120.8(13) . . ?
C4 C5 H5 120.5(13) . . ?
C1 C6 C5 120.5(2) . . ?
C1 C6 C7 113.52(14) . . ?
C5 C6 C7 126.0(2) . . ?
C8 C7 C6 108.02(13) . . ?
C8 C7 C16 105.39(13) . . ?
C6 C7 C16 105.76(14) . . ?
C8 C7 H7 112.2(11) . . ?
C6 C7 H7 115.0(11) . . ?
C16 C7 H7 109.8(11) . . ?
C9 C8 C13 120.0(2) . . ?
C9 C8 C7 126.4(2) . . ?
C13 C8 C7 113.49(13) . . ?
C8 C9 C10 118.9(2) . . ?
C8 C9 H9 117.0(13) . . ?
C10 C9 H9 124.1(13) . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 115.9(18) . . ?
C9 C10 H10 122.9(19) . . ?
C10 C11 C12 120.8(2) . . ?
C10 C11 H11 118.5(18) . . ?
C12 C11 H11 120.5(18) . . ?
C13 C12 C11 118.7(2) . . ?
C13 C12 H12 122.2(13) . . ?
C11 C12 H12 119.2(13) . . ?
C12 C13 C8 120.6(2) . . ?
C12 C13 C14 125.9(2) . . ?
C8 C13 C14 113.46(13) . . ?
C13 C14 C1 107.94(12) . . ?
C13 C14 C15 105.69(12) . . ?
C1 C14 C15 105.58(13) . . ?
C13 C14 H14 113.0(11) . . ?
C1 C14 H14 112.5(11) . . ?
C15 C14 H14 111.6(11) . . ?
C18 C15 C16 104.72(13) . . ?
C18 C15 C14 111.11(14) . . ?
C16 C15 C14 110.02(13) . . ?
C18 C15 H15 104.5(12) . . ?
C16 C15 H15 117.2(12) . . ?
C14 C15 H15 109.0(12) . . ?
C17 C16 C15 105.13(13) . . ?
C17 C16 C7 110.44(15) . . ?
C15 C16 C7 110.13(13) . . ?
C17 C16 H16 108.5(14) . . ?
C15 C16 H16 115.0(14) . . ?
C7 C16 H16 107.6(14) . . ?
O2 C17 N1 123.5(2) . . ?
O2 C17 C16 128.0(2) . . ?
N1 C17 C16 108.55(15) . . ?
O1 C18 N1 123.8(2) . . ?
O1 C18 C15 127.5(2) . . ?
N1 C18 C15 108.71(14) . . ?
C24 C19 C20 121.5(2) . . ?
C24 C19 N1 120.2(2) . . ?
C20 C19 N1 118.3(2) . . ?
O3 C20 C19 115.9(2) . . ?
O3 C20 C21 125.9(2) . . ?
C19 C20 C21 118.3(2) . . ?
C22 C21 C20 119.7(2) . . ?
C22 C21 H21 126.4(13) . . ?
C20 C21 H21 113.9(13) . . ?
C23 C22 C21 122.0(2) . . ?
C23 C22 H22 119.7(18) . . ?
C21 C22 H22 118.2(18) . . ?
C22 C23 C24 118.7(2) . . ?
C22 C23 H23 121.2(19) . . ?
C24 C23 H23 120.1(19) . . ?
C19 C24 C23 119.9(2) . . ?
C19 C24 H24 119.7(15) . . ?
C23 C24 H24 120.4(15) . . ?
O3 C25 H251 102.7(24) . . ?
O3 C25 H252 110.9(18) . . ?
H251 C25 H252 118.4(29) . . ?
O3 C25 H253 108.3(17) . . ?
H251 C25 H253 122.7(28) . . ?
H252 C25 H253 93.6(24) . . ?
C20' O1' C25' 117.41(13) . . ?
C17' N1' C18' 113.45(12) . . ?
C17' N1' C19' 123.34(13) . . ?
C18' N1' C19' 123.15(12) . . ?
C2' C1' C6' 120.2(2) . . ?
C2' C1' C14' 126.1(2) . . ?
C6' C1' C14' 113.69(12) . . ?
C1' C2' C3' 118.4(2) . . ?
C1' C2' H2' 118.3(12) . . ?
C3' C2' H2' 123.3(12) . . ?
C4' C3' C2' 121.1(2) . . ?
C4' C3' H3' 121.8(15) . . ?
C2' C3' H3' 117.1(15) . . ?
C3' C4' C5' 120.6(2) . . ?
C3' C4' H4' 118.9(14) . . ?
C5' C4' H4' 120.5(15) . . ?
C4' C5' C6' 118.8(2) . . ?
C4' C5' H5' 121.5(13) . . ?
C6' C5' H5' 119.6(13) . . ?
C5' C6' C1' 120.9(2) . . ?
C5' C6' C7' 125.6(2) . . ?
C1' C6' C7' 113.47(12) . . ?
C6' C7' C8' 108.42(12) . . ?
C6' C7' C16' 104.33(12) . . ?
C8' C7' C16' 106.46(11) . . ?
C6' C7' H7' 111.3(11) . . ?
C8' C7' H7' 114.0(11) . . ?
C16' C7' H7' 111.8(11) . . ?
C9' C8' C13' 120.02(15) . . ?
C9' C8' C7' 126.35(15) . . ?
C13' C8' C7' 113.58(12) . . ?
C10' C9' C8' 119.2(2) . . ?
C10' C9' H9' 120.8(13) . . ?
C8' C9' H9' 120.0(13) . . ?
C11' C10' C9' 120.8(2) . . ?
C11' C10' H10' 121.7(13) . . ?
C9' C10' H10' 117.4(13) . . ?
C10' C11' C12' 120.8(2) . . ?
C10' C11' H11' 120.8(13) . . ?
C12' C11' H11' 118.4(14) . . ?
C13' C12' C11' 118.9(2) . . ?
C13' C12' H12' 116.8(11) . . ?
C11' C12' H12' 124.3(11) . . ?
C12' C13' C8' 120.30(14) . . ?
C12' C13' C14' 126.17(14) . . ?
C8' C13' C14' 113.47(12) . . ?
C13' C14' C1' 108.42(11) . . ?
C13' C14' C15' 105.55(11) . . ?
C1' C14' C15' 105.25(11) . . ?
C13' C14' H14' 112.2(10) . . ?
C1' C14' H14' 112.8(10) . . ?
C15' C14' H14' 112.1(10) . . ?
C18' C15' C16' 104.85(11) . . ?
C18' C15' C14' 111.41(12) . . ?
C16' C15' C14' 109.84(11) . . ?
C18' C15' H15' 107.0(10) . . ?
C16' C15' H15' 112.8(10) . . ?
C14' C15' H15' 110.8(11) . . ?
C17' C16' C15' 105.28(12) . . ?
C17' C16' C7' 110.35(13) . . ?
C15' C16' C7' 109.89(11) . . ?
C17' C16' H16' 108.8(10) . . ?
C15' C16' H16' 112.0(10) . . ?
C7' C16' H16' 110.4(10) . . ?
O3' C17' N1' 125.10(14) . . ?
O3' C17' C16' 126.71(14) . . ?
N1' C17' C16' 108.17(12) . . ?
O2' C18' N1' 124.52(14) . . ?
O2' C18' C15' 127.43(14) . . ?
N1' C18' C15' 108.04(12) . . ?
C24' C19' C20' 121.62(14) . . ?
C24' C19' N1' 120.21(14) . . ?
C20' C19' N1' 118.17(12) . . ?
O1' C20' C21' 125.58(14) . . ?
O1' C20' C19' 115.94(12) . . ?
C21' C20' C19' 118.48(14) . . ?
C22' C21' C20' 119.6(2) . . ?
C22' C21' H21' 122.3(12) . . ?
C20' C21' H21' 118.1(13) . . ?
C21' C22' C23' 121.4(2) . . ?
C21' C22' H22' 116.7(13) . . ?
C23' C22' H22' 121.9(13) . . ?
C22' C23' C24' 119.6(2) . . ?
C22' C23' H23' 122.8(15) . . ?
C24' C23' H23' 117.6(15) . . ?
C19' C24' C23' 119.3(2) . . ?
C19' C24' H24' 117.5(12) . . ?
C23' C24' H24' 123.2(12) . . ?
O1' C25' H25A 109.4(12) . . ?
O1' C25' H25B 101.5(13) . . ?
H25A C25' H25B 108.5(18) . . ?
O1' C25' H25C 108.6(13) . . ?
H25A C25' H25C 113.9(17) . . ?
H25B C25' H25C 114.0(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
C6 C1 C2 C3 -0.1(3) . . . . ?
C14 C1 C2 C3 -178.6(2) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C2 C1 C6 C5 -0.2(3) . . . . ?
C14 C1 C6 C5 178.5(2) . . . . ?
C2 C1 C6 C7 -179.4(2) . . . . ?
C14 C1 C6 C7 -0.7(2) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C4 C5 C6 C7 179.2(2) . . . . ?
C1 C6 C7 C8 -52.8(2) . . . . ?
C5 C6 C7 C8 128.0(2) . . . . ?
C1 C6 C7 C16 59.7(2) . . . . ?
C5 C6 C7 C16 -119.5(2) . . . . ?
C6 C7 C8 C9 -128.4(2) . . . . ?
C16 C7 C8 C9 118.9(2) . . . . ?
C6 C7 C8 C13 53.5(2) . . . . ?
C16 C7 C8 C13 -59.2(2) . . . . ?
C13 C8 C9 C10 -0.5(3) . . . . ?
C7 C8 C9 C10 -178.5(2) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
C10 C11 C12 C13 -1.3(3) . . . . ?
C11 C12 C13 C8 1.3(3) . . . . ?
C11 C12 C13 C14 179.3(2) . . . . ?
C9 C8 C13 C12 -0.4(2) . . . . ?
C7 C8 C13 C12 177.87(15) . . . . ?
C9 C8 C13 C14 -178.68(15) . . . . ?
C7 C8 C13 C14 -0.4(2) . . . . ?
C12 C13 C14 C1 128.8(2) . . . . ?
C8 C13 C14 C1 -53.0(2) . . . . ?
C12 C13 C14 C15 -118.7(2) . . . . ?
C8 C13 C14 C15 59.5(2) . . . . ?
C2 C1 C14 C13 -127.6(2) . . . . ?
C6 C1 C14 C13 53.8(2) . . . . ?
C2 C1 C14 C15 119.7(2) . . . . ?
C6 C1 C14 C15 -58.9(2) . . . . ?
C13 C14 C15 C18 58.9(2) . . . . ?
C1 C14 C15 C18 173.13(13) . . . . ?
C13 C14 C15 C16 -56.6(2) . . . . ?
C1 C14 C15 C16 57.6(2) . . . . ?
C18 C15 C16 C17 -1.4(2) . . . . ?
C14 C15 C16 C17 118.04(14) . . . . ?
C18 C15 C16 C7 -120.42(14) . . . . ?
C14 C15 C16 C7 -0.9(2) . . . . ?
C8 C7 C16 C17 -57.9(2) . . . . ?
C6 C7 C16 C17 -172.18(13) . . . . ?
C8 C7 C16 C15 57.8(2) . . . . ?
C6 C7 C16 C15 -56.5(2) . . . . ?
C18 N1 C17 O2 179.7(2) . . . . ?
C19 N1 C17 O2 -1.0(3) . . . . ?
C18 N1 C17 C16 0.5(2) . . . . ?
C19 N1 C17 C16 179.78(14) . . . . ?
C15 C16 C17 O2 -178.5(2) . . . . ?
C7 C16 C17 O2 -59.7(3) . . . . ?
C15 C16 C17 N1 0.7(2) . . . . ?
C7 C16 C17 N1 119.4(2) . . . . ?
C17 N1 C18 O1 179.0(2) . . . . ?
C19 N1 C18 O1 -0.3(3) . . . . ?
C17 N1 C18 C15 -1.5(2) . . . . ?
C19 N1 C18 C15 179.26(14) . . . . ?
C16 C15 C18 O1 -178.7(2) . . . . ?
C14 C15 C18 O1 62.6(3) . . . . ?
C16 C15 C18 N1 1.8(2) . . . . ?
C14 C15 C18 N1 -117.0(2) . . . . ?
C18 N1 C19 C24 -92.8(2) . . . . ?
C17 N1 C19 C24 88.0(2) . . . . ?
C18 N1 C19 C20 88.6(2) . . . . ?
C17 N1 C19 C20 -90.6(2) . . . . ?
C25 O3 C20 C19 -176.1(2) . . . . ?
C25 O3 C20 C21 3.7(3) . . . . ?
C24 C19 C20 O3 179.8(2) . . . . ?
N1 C19 C20 O3 -1.5(2) . . . . ?
C24 C19 C20 C21 0.0(3) . . . . ?
N1 C19 C20 C21 178.61(15) . . . . ?
O3 C20 C21 C22 -179.5(2) . . . . ?
C19 C20 C21 C22 0.3(3) . . . . ?
C20 C21 C22 C23 -0.1(3) . . . . ?
C21 C22 C23 C24 -0.4(4) . . . . ?
C20 C19 C24 C23 -0.5(3) . . . . ?
N1 C19 C24 C23 -179.1(2) . . . . ?
C22 C23 C24 C19 0.7(3) . . . . ?
C6' C1' C2' C3' 0.4(2) . . . . ?
C14' C1' C2' C3' -178.50(14) . . . . ?
C1' C2' C3' C4' -0.4(3) . . . . ?
C2' C3' C4' C5' 0.1(3) . . . . ?
C3' C4' C5' C6' 0.4(3) . . . . ?
C4' C5' C6' C1' -0.4(2) . . . . ?
C4' C5' C6' C7' 178.1(2) . . . . ?
C2' C1' C6' C5' 0.0(2) . . . . ?
C14' C1' C6' C5' 179.04(14) . . . . ?
C2' C1' C6' C7' -178.64(13) . . . . ?
C14' C1' C6' C7' 0.4(2) . . . . ?
C5' C6' C7' C8' 128.4(2) . . . . ?
C1' C6' C7' C8' -53.0(2) . . . . ?
C5' C6' C7' C16' -118.4(2) . . . . ?
C1' C6' C7' C16' 60.19(15) . . . . ?
C6' C7' C8' C9' -130.01(15) . . . . ?
C16' C7' C8' C9' 118.2(2) . . . . ?
C6' C7' C8' C13' 52.5(2) . . . . ?
C16' C7' C8' C13' -59.21(15) . . . . ?
C13' C8' C9' C10' -0.7(2) . . . . ?
C7' C8' C9' C10' -177.98(14) . . . . ?
C8' C9' C10' C11' 0.5(2) . . . . ?
C9' C10' C11' C12' 0.1(3) . . . . ?
C10' C11' C12' C13' -0.5(2) . . . . ?
C11' C12' C13' C8' 0.4(2) . . . . ?
C11' C12' C13' C14' 177.43(13) . . . . ?
C9' C8' C13' C12' 0.2(2) . . . . ?
C7' C8' C13' C12' 177.88(12) . . . . ?
C9' C8' C13' C14' -177.18(12) . . . . ?
C7' C8' C13' C14' 0.4(2) . . . . ?
C12' C13' C14' C1' 129.73(14) . . . . ?
C8' C13' C14' C1' -53.03(14) . . . . ?
C12' C13' C14' C15' -117.91(15) . . . . ?
C8' C13' C14' C15' 59.34(14) . . . . ?
C2' C1' C14' C13' -128.39(15) . . . . ?
C6' C1' C14' C13' 52.7(2) . . . . ?
C2' C1' C14' C15' 119.05(15) . . . . ?
C6' C1' C14' C15' -59.91(15) . . . . ?
C13' C14' C15' C18' 56.92(15) . . . . ?
C1' C14' C15' C18' 171.50(12) . . . . ?
C13' C14' C15' C16' -58.80(14) . . . . ?
C1' C14' C15' C16' 55.77(14) . . . . ?
C18' C15' C16' C17' 1.51(14) . . . . ?
C14' C15' C16' C17' 121.31(12) . . . . ?
C18' C15' C16' C7' -117.33(12) . . . . ?
C14' C15' C16' C7' 2.5(2) . . . . ?
C6' C7' C16' C17' -175.13(12) . . . . ?
C8' C7' C16' C17' -60.57(15) . . . . ?
C6' C7' C16' C15' -59.47(14) . . . . ?
C8' C7' C16' C15' 55.09(15) . . . . ?
C18' N1' C17' O3' -176.38(15) . . . . ?
C19' N1' C17' O3' 0.8(2) . . . . ?
C18' N1' C17' C16' 5.0(2) . . . . ?
C19' N1' C17' C16' -177.80(12) . . . . ?
C15' C16' C17' O3' 177.6(2) . . . . ?
C7' C16' C17' O3' -63.9(2) . . . . ?
C15' C16' C17' N1' -3.8(2) . . . . ?
C7' C16' C17' N1' 114.68(13) . . . . ?
C17' N1' C18' O2' 176.98(14) . . . . ?
C19' N1' C18' O2' -0.2(2) . . . . ?
C17' N1' C18' C15' -4.0(2) . . . . ?
C19' N1' C18' C15' 178.81(12) . . . . ?
C16' C15' C18' O2' -179.73(15) . . . . ?
C14' C15' C18' O2' 61.5(2) . . . . ?
C16' C15' C18' N1' 1.28(14) . . . . ?
C14' C15' C18' N1' -117.47(13) . . . . ?
C17' N1' C19' C24' 103.4(2) . . . . ?
C18' N1' C19' C24' -79.7(2) . . . . ?
C17' N1' C19' C20' -77.1(2) . . . . ?
C18' N1' C19' C20' 99.8(2) . . . . ?
C25' O1' C20' C21' 7.5(2) . . . . ?
C25' O1' C20' C19' -172.84(14) . . . . ?
C24' C19' C20' O1' -179.5(2) . . . . ?
N1' C19' C20' O1' 1.1(2) . . . . ?
C24' C19' C20' C21' 0.2(3) . . . . ?
N1' C19' C20' C21' -179.29(14) . . . . ?
O1' C20' C21' C22' 179.7(2) . . . . ?
C19' C20' C21' C22' 0.0(3) . . . . ?
C20' C21' C22' C23' -0.1(3) . . . . ?
C21' C22' C23' C24' -0.1(4) . . . . ?
C20' C19' C24' C23' -0.4(3) . . . . ?
N1' C19' C24' C23' 179.1(2) . . . . ?
C22' C23' C24' C19' 0.3(3) . . . . ?

#+------------------------------------------------------------

data_compound3
_database_code_CSD               196634

_chemical_name_systematic        
;N-(2'-Ethoxyphenyl)-9,10-dihydro-9,10-
ethanoanthracene-11,12-dicarboximide
;
_chemical_name_common            
;N-(2'-Ethoxyphenyl)-9,10-dihydro-9,10-ethanoanthracene-11,12-
dicarboximide
;
_chemical_formula_sum            'C26 H21 N O3'
_chemical_formula_weight         395.44
_chemical_melting_point          466
_exptl_crystal_preparation       toluene

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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

_cell_length_a                   10.900(2)
_cell_length_b                   12.637(3)
_cell_length_c                   15.214(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.16(2)
_cell_angle_gamma                90.00
_cell_volume                     1991.2(8)
_cell_formula_units_Z            4

_exptl_crystal_density_diffrn    1.319
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      20.93
_cell_measurement_theta_max      27.20
_diffrn_ambient_temperature      293(2)
_exptl_crystal_F_000             832
_exptl_absorpt_coefficient_mu    0.690

_exptl_crystal_description       'monoclinic prism'
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.56
_exptl_crystal_size_min          0.28
_exptl_crystal_colour            colourless

_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite

_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
'(\y scan; North, Phillips & Mathews, 1968; Frenz, 1986)'
_exptl_absorpt_correction_T_min  0.9160
_exptl_absorpt_correction_T_max  0.9975

_diffrn_reflns_number            8427
_reflns_number_total             4100
_reflns_number_gt                3698
_reflns_threshold_expression     >2sigma(I)
_diffrn_reflns_theta_max         74.99
_diffrn_reflns_av_R_equivalents  0.0380

_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18

_refine_ls_number_reflns         3981
_refine_ls_number_parameters     355
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_all         0.1254
_refine_ls_wR_factor_ref         0.1207
_refine_ls_goodness_of_fit_ref   1.064

_refine_ls_weighting_scheme      w=1/[\s^2^(Fo^2^)+(0.0731P)^2^+0.3164P]
_refine_ls_weighting_details     P=(Fo^2^+2Fc^2^)/3

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    Refall
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.229

_refine_special_details          
; 
Refinement on F^2^ for ALL reflections except for 119 with very negative F^2^ 
or flagged by the user for potential systematic errors.  Weighted R-factors 
wR and all goodnesses of fit S are based on F^2^, conventional R-factors R 
are based on F, with F set to zero for negative F^2^. The observed criterion 
of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_gt etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F^2^ are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger. 
;

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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.59460(11) 0.13721(9) -0.03666(7) 0.0604(3) Uani 1 d . .
O2 O 0.74585(10) 0.30307(11) 0.24203(8) 0.0700(4) Uani 1 d . .
O3 O 0.93497(10) 0.22193(9) 0.12280(9) 0.0615(3) Uani 1 d . .
N1 N 0.68602(10) 0.19877(9) 0.11151(7) 0.0423(3) Uani 1 d . .
C1 C 0.30296(11) 0.37020(10) -0.00071(8) 0.0379(3) Uani 1 d . .
C2 C 0.19909(14) 0.41008(13) -0.07107(9) 0.0500(3) Uani 1 d . .
C3 C 0.1455(2) 0.50607(15) -0.05730(12) 0.0634(4) Uani 1 d . .
C4 C 0.1941(2) 0.56090(14) 0.02434(12) 0.0618(4) Uani 1 d . .
C5 C 0.29761(14) 0.52144(11) 0.09509(10) 0.0471(3) Uani 1 d . .
C6 C 0.35137(11) 0.42585(10) 0.08224(8) 0.0368(3) Uani 1 d . .
C7 C 0.46144(11) 0.36960(9) 0.15245(8) 0.0352(3) Uani 1 d . .
C8 C 0.41633(10) 0.25928(9) 0.16362(7) 0.0334(2) Uani 1 d . .
C9 C 0.41930(13) 0.21206(11) 0.24634(9) 0.0430(3) Uani 1 d . .
C10 C 0.37608(14) 0.10853(12) 0.24499(10) 0.0496(3) Uani 1 d . .
C11 C 0.33507(13) 0.05171(11) 0.16349(10) 0.0474(3) Uani 1 d . .
C12 C 0.33313(12) 0.09862(10) 0.08019(9) 0.0403(3) Uani 1 d . .
C13 C 0.37121(10) 0.20305(9) 0.08055(8) 0.0336(2) Uani 1 d . .
C14 C 0.37367(11) 0.26768(10) -0.00276(8) 0.0358(3) Uani 1 d . .
C15 C 0.51728(11) 0.29924(10) 0.01335(8) 0.0375(3) Uani 1 d . .
C16 C 0.57073(11) 0.35722(10) 0.10640(9) 0.0395(3) Uani 1 d . .
C17 C 0.67841(12) 0.28745(12) 0.16409(9) 0.0460(3) Uani 1 d . .
C18 C 0.60066(12) 0.20235(10) 0.02207(8) 0.0407(3) Uani 1 d . .
C19 C 0.77392(12) 0.11303(11) 0.14516(9) 0.0433(3) Uani 1 d . .
C20 C 0.90262(13) 0.12527(11) 0.14836(10) 0.0475(3) Uani 1 d . .
C21 C 0.98624(14) 0.04044(14) 0.17875(11) 0.0576(4) Uani 1 d . .
C22 C 0.9425(2) -0.05298(14) 0.20561(10) 0.0585(4) Uani 1 d . .
C23 C 0.8152(2) -0.06433(14) 0.20254(11) 0.0593(4) Uani 1 d . .
C24 C 0.73062(15) 0.01961(13) 0.17172(10) 0.0532(3) Uani 1 d . .
C25 C 1.03884(14) 0.22749(14) 0.08320(13) 0.0586(4) Uani 1 d . .
C26 C 1.0068(2) 0.1754(2) -0.0087(2) 0.0755(5) Uani 1 d . .
H2 H 0.1643(17) 0.3700(15) -0.1290(13) 0.063(5) Uiso 1 d . .
H3 H 0.0695(21) 0.5312(17) -0.1078(14) 0.080(6) Uiso 1 d . .
H4 H 0.1589(21) 0.6297(18) 0.0327(14) 0.080(6) Uiso 1 d . .
H5 H 0.3318(15) 0.5618(14) 0.1538(11) 0.052(4) Uiso 1 d . .
H7 H 0.4939(14) 0.4086(12) 0.2115(10) 0.041(4) Uiso 1 d . .
H9 H 0.4504(16) 0.2516(14) 0.3048(11) 0.053(4) Uiso 1 d . .
H10 H 0.3763(17) 0.0748(15) 0.3028(12) 0.062(5) Uiso 1 d . .
H11 H 0.3092(16) -0.0210(14) 0.1648(11) 0.053(4) Uiso 1 d . .
H12 H 0.3049(15) 0.0584(13) 0.0223(11) 0.048(4) Uiso 1 d . .
H14 H 0.3379(14) 0.2283(12) -0.0615(9) 0.039(3) Uiso 1 d . .
H15 H 0.5239(14) 0.3445(12) -0.0391(10) 0.044(4) Uiso 1 d . .
H16 H 0.6070(15) 0.4262(13) 0.0998(10) 0.047(4) Uiso 1 d . .
H21 H 1.0811(22) 0.0494(17) 0.1812(14) 0.080(6) Uiso 1 d . .
H22 H 1.0007(20) -0.1102(16) 0.2293(14) 0.071(5) Uiso 1 d . .
H23 H 0.7863(20) -0.1322(17) 0.2240(14) 0.075(6) Uiso 1 d . .
H24 H 0.6377(20) 0.0117(15) 0.1648(13) 0.072(5) Uiso 1 d . .
H251 H 1.0525(17) 0.3094(15) 0.0787(12) 0.060(5) Uiso 1 d . .
H252 H 1.1205(19) 0.1974(15) 0.1302(13) 0.065(5) Uiso 1 d . .
H261 H 1.0838(29) 0.1858(23) -0.0386(20) 0.125(9) Uiso 1 d . .
H262 H 1.0001(27) 0.0958(26) -0.0035(20) 0.118(9) Uiso 1 d . .
H263 H 0.9198(23) 0.1931(17) -0.0477(15) 0.080(6) Uiso 1 d . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0722(7) 0.0610(7) 0.0481(5) -0.0129(5) 0.0188(5) 0.0191(5)
O2 0.0455(5) 0.0899(9) 0.0618(6) -0.0313(6) -0.0015(5) 0.0152(5)
O3 0.0448(5) 0.0510(6) 0.0982(9) -0.0013(6) 0.0361(6) 0.0075(4)
N1 0.0333(5) 0.0486(6) 0.0466(6) -0.0079(4) 0.0146(4) 0.0061(4)
C1 0.0375(6) 0.0403(6) 0.0392(6) 0.0061(5) 0.0165(5) 0.0028(5)
C2 0.0472(7) 0.0600(9) 0.0423(7) 0.0100(6) 0.0132(6) 0.0094(6)
C3 0.0586(8) 0.0707(11) 0.0594(9) 0.0197(8) 0.0162(7) 0.0277(8)
C4 0.0655(9) 0.0542(9) 0.0704(10) 0.0124(7) 0.0278(8) 0.0275(8)
C5 0.0523(7) 0.0409(7) 0.0543(7) 0.0029(6) 0.0259(6) 0.0090(6)
C6 0.0369(6) 0.0353(6) 0.0428(6) 0.0039(5) 0.0193(5) 0.0031(5)
C7 0.0346(5) 0.0349(6) 0.0382(6) -0.0044(4) 0.0143(4) 0.0024(4)
C8 0.0311(5) 0.0350(6) 0.0359(5) 0.0007(4) 0.0132(4) 0.0057(4)
C9 0.0477(7) 0.0460(7) 0.0382(6) 0.0057(5) 0.0174(5) 0.0125(5)
C10 0.0561(8) 0.0482(7) 0.0514(7) 0.0180(6) 0.0268(6) 0.0152(6)
C11 0.0452(7) 0.0357(6) 0.0660(8) 0.0115(6) 0.0241(6) 0.0061(5)
C12 0.0363(6) 0.0357(6) 0.0501(7) -0.0011(5) 0.0153(5) 0.0021(5)
C13 0.0303(5) 0.0346(6) 0.0374(5) 0.0009(4) 0.0128(4) 0.0031(4)
C14 0.0370(6) 0.0385(6) 0.0331(5) -0.0016(4) 0.0128(4) 0.0005(5)
C15 0.0390(6) 0.0395(6) 0.0393(6) 0.0002(5) 0.0200(5) 0.0018(5)
C16 0.0347(5) 0.0379(6) 0.0497(6) -0.0078(5) 0.0187(5) -0.0028(5)
C17 0.0309(6) 0.0552(8) 0.0525(7) -0.0158(6) 0.0137(5) 0.0004(5)
C18 0.0410(6) 0.0447(7) 0.0418(6) -0.0042(5) 0.0209(5) 0.0033(5)
C19 0.0383(6) 0.0500(7) 0.0426(6) -0.0049(5) 0.0138(5) 0.0082(5)
C20 0.0390(6) 0.0495(8) 0.0550(7) -0.0056(6) 0.0161(5) 0.0074(5)
C21 0.0425(7) 0.0616(9) 0.0661(9) -0.0026(7) 0.0131(6) 0.0141(6)
C22 0.0644(9) 0.0566(9) 0.0496(7) 0.0016(6) 0.0106(6) 0.0185(7)
C23 0.0726(10) 0.0552(9) 0.0495(7) 0.0040(7) 0.0182(7) 0.0049(8)
C24 0.0508(8) 0.0610(9) 0.0503(7) 0.0001(6) 0.0195(6) 0.0009(7)
C25 0.0405(7) 0.0612(9) 0.0789(10) 0.0008(8) 0.0254(7) 0.0077(6)
C26 0.0790(13) 0.0707(12) 0.0793(12) -0.0021(10) 0.0282(10) 0.0103(10)

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 C18 1.201(2) . ?
O2 C17 1.201(2) . ?
O3 C20 1.361(2) . ?
O3 C25 1.440(2) . ?
N1 C18 1.389(2) . ?
N1 C17 1.394(2) . ?
N1 C19 1.431(2) . ?
C1 C2 1.388(2) . ?
C1 C6 1.397(2) . ?
C1 C14 1.513(2) . ?
C2 C3 1.390(2) . ?
C2 H2 0.98(2) . ?
C3 C4 1.376(3) . ?
C3 H3 0.99(2) . ?
C4 C5 1.387(2) . ?
C4 H4 0.97(2) . ?
C5 C6 1.383(2) . ?
C5 H5 0.99(2) . ?
C6 C7 1.512(2) . ?
C7 C8 1.505(2) . ?
C7 C16 1.567(2) . ?
C7 H7 0.988(15) . ?
C8 C9 1.384(2) . ?
C8 C13 1.399(2) . ?
C9 C10 1.389(2) . ?
C9 H9 0.98(2) . ?
C10 C11 1.381(2) . ?
C10 H10 0.98(2) . ?
C11 C12 1.393(2) . ?
C11 H11 0.96(2) . ?
C12 C13 1.383(2) . ?
C12 H12 0.98(2) . ?
C13 C14 1.515(2) . ?
C14 C15 1.559(2) . ?
C14 H14 0.991(14) . ?
C15 C18 1.506(2) . ?
C15 C16 1.538(2) . ?
C15 H15 1.00(2) . ?
C16 C17 1.511(2) . ?
C16 H16 0.97(2) . ?
C19 C24 1.378(2) . ?
C19 C20 1.397(2) . ?
C20 C21 1.390(2) . ?
C21 C22 1.382(3) . ?
C21 H21 1.03(2) . ?
C22 C23 1.381(3) . ?
C22 H22 0.96(2) . ?
C23 C24 1.388(2) . ?
C23 H23 1.00(2) . ?
C24 H24 0.99(2) . ?
C25 C26 1.484(3) . ?
C25 H251 1.05(2) . ?
C25 H252 1.03(2) . ?
C26 H261 1.08(3) . ?
C26 H262 1.01(3) . ?
C26 H263 0.98(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
C20 O3 C25 118.08(11) . . ?
C18 N1 C17 113.22(11) . . ?
C18 N1 C19 122.98(10) . . ?
C17 N1 C19 123.79(11) . . ?
C2 C1 C6 120.12(12) . . ?
C2 C1 C14 126.41(12) . . ?
C6 C1 C14 113.48(10) . . ?
C1 C2 C3 118.73(14) . . ?
C1 C2 H2 119.8(11) . . ?
C3 C2 H2 121.4(11) . . ?
C4 C3 C2 120.91(14) . . ?
C4 C3 H3 122.2(12) . . ?
C2 C3 H3 116.9(13) . . ?
C3 C4 C5 120.71(14) . . ?
C3 C4 H4 120.7(12) . . ?
C5 C4 H4 118.6(13) . . ?
C6 C5 C4 118.85(14) . . ?
C6 C5 H5 121.2(10) . . ?
C4 C5 H5 119.9(9) . . ?
C5 C6 C1 120.68(12) . . ?
C5 C6 C7 126.06(12) . . ?
C1 C6 C7 113.25(10) . . ?
C8 C7 C6 107.45(9) . . ?
C8 C7 C16 106.18(9) . . ?
C6 C7 C16 106.11(9) . . ?
C8 C7 H7 113.3(9) . . ?
C6 C7 H7 112.9(8) . . ?
C16 C7 H7 110.4(9) . . ?
C9 C8 C13 120.30(11) . . ?
C9 C8 C7 125.87(11) . . ?
C13 C8 C7 113.81(10) . . ?
C8 C9 C10 118.76(12) . . ?
C8 C9 H9 120.5(10) . . ?
C10 C9 H9 120.8(10) . . ?
C11 C10 C9 121.10(12) . . ?
C11 C10 H10 119.4(11) . . ?
C9 C10 H10 119.5(11) . . ?
C10 C11 C12 120.29(13) . . ?
C10 C11 H11 119.5(10) . . ?
C12 C11 H11 120.2(10) . . ?
C13 C12 C11 118.88(12) . . ?
C13 C12 H12 120.6(9) . . ?
C11 C12 H12 120.6(9) . . ?
C12 C13 C8 120.59(11) . . ?
C12 C13 C14 126.49(11) . . ?
C8 C13 C14 112.89(10) . . ?
C1 C14 C13 107.61(9) . . ?
C1 C14 C15 105.70(10) . . ?
C13 C14 C15 106.57(9) . . ?
C1 C14 H14 112.9(8) . . ?
C13 C14 H14 112.3(8) . . ?
C15 C14 H14 111.3(8) . . ?
C18 C15 C16 105.14(10) . . ?
C18 C15 C14 110.78(10) . . ?
C16 C15 C14 109.90(9) . . ?
C18 C15 H15 110.1(9) . . ?
C16 C15 H15 111.1(9) . . ?
C14 C15 H15 109.8(9) . . ?
C17 C16 C15 105.04(10) . . ?
C17 C16 C7 111.08(10) . . ?
C15 C16 C7 109.66(9) . . ?
C17 C16 H16 108.4(9) . . ?
C15 C16 H16 112.4(9) . . ?
C7 C16 H16 110.2(9) . . ?
O2 C17 N1 124.82(13) . . ?
O2 C17 C16 127.11(12) . . ?
N1 C17 C16 108.06(11) . . ?
O1 C18 N1 124.80(12) . . ?
O1 C18 C15 126.86(12) . . ?
N1 C18 C15 108.32(10) . . ?
C24 C19 C20 121.11(13) . . ?
C24 C19 N1 120.08(12) . . ?
C20 C19 N1 118.80(13) . . ?
O3 C20 C21 125.86(13) . . ?
O3 C20 C19 115.86(12) . . ?
C21 C20 C19 118.26(14) . . ?
C22 C21 C20 120.42(14) . . ?
C22 C21 H21 121.2(12) . . ?
C20 C21 H21 118.4(12) . . ?
C23 C22 C21 120.96(15) . . ?
C23 C22 H22 118.5(12) . . ?
C21 C22 H22 120.5(12) . . ?
C22 C23 C24 119.1(2) . . ?
C22 C23 H23 119.5(12) . . ?
C24 C23 H23 121.4(12) . . ?
C19 C24 C23 120.12(14) . . ?
C19 C24 H24 119.2(11) . . ?
C23 C24 H24 120.6(11) . . ?
O3 C25 C26 112.8(2) . . ?
O3 C25 H251 102.8(10) . . ?
C26 C25 H251 111.8(10) . . ?
O3 C25 H252 108.4(10) . . ?
C26 C25 H252 113.0(10) . . ?
H251 C25 H252 107.5(14) . . ?
C25 C26 H261 110.9(15) . . ?
C25 C26 H262 111.6(17) . . ?
H261 C26 H262 103.7(22) . . ?
C25 C26 H263 111.8(13) . . ?
H261 C26 H263 116.8(20) . . ?
H262 C26 H263 101.2(20) . . ?

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
C6 C1 C2 C3 0.4(2) . . . . ?
C14 C1 C2 C3 179.94(13) . . . . ?
C1 C2 C3 C4 0.1(2) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
C4 C5 C6 C1 0.4(2) . . . . ?
C4 C5 C6 C7 -178.08(13) . . . . ?
C2 C1 C6 C5 -0.6(2) . . . . ?
C14 C1 C6 C5 179.76(11) . . . . ?
C2 C1 C6 C7 178.08(11) . . . . ?
C14 C1 C6 C7 -1.55(14) . . . . ?
C5 C6 C7 C8 125.59(12) . . . . ?
C1 C6 C7 C8 -53.01(12) . . . . ?
C5 C6 C7 C16 -121.16(12) . . . . ?
C1 C6 C7 C16 60.24(12) . . . . ?
C6 C7 C8 C9 -126.31(12) . . . . ?
C16 C7 C8 C9 120.49(12) . . . . ?
C6 C7 C8 C13 55.16(12) . . . . ?
C16 C7 C8 C13 -58.05(12) . . . . ?
C13 C8 C9 C10 -0.4(2) . . . . ?
C7 C8 C9 C10 -178.81(11) . . . . ?
C8 C9 C10 C11 2.3(2) . . . . ?
C9 C10 C11 C12 -1.7(2) . . . . ?
C10 C11 C12 C13 -0.9(2) . . . . ?
C11 C12 C13 C8 2.8(2) . . . . ?
C11 C12 C13 C14 -179.01(11) . . . . ?
C9 C8 C13 C12 -2.2(2) . . . . ?
C7 C8 C13 C12 176.42(10) . . . . ?
C9 C8 C13 C14 179.37(10) . . . . ?
C7 C8 C13 C14 -2.00(13) . . . . ?
C2 C1 C14 C13 -124.87(13) . . . . ?
C6 C1 C14 C13 54.73(13) . . . . ?
C2 C1 C14 C15 121.55(13) . . . . ?
C6 C1 C14 C15 -58.85(12) . . . . ?
C12 C13 C14 C1 129.10(12) . . . . ?
C8 C13 C14 C1 -52.59(12) . . . . ?
C12 C13 C14 C15 -117.90(12) . . . . ?
C8 C13 C14 C15 60.41(12) . . . . ?
C1 C14 C15 C18 174.49(9) . . . . ?
C13 C14 C15 C18 60.19(12) . . . . ?
C1 C14 C15 C16 58.74(12) . . . . ?
C13 C14 C15 C16 -55.56(13) . . . . ?
C18 C15 C16 C17 -2.15(13) . . . . ?
C14 C15 C16 C17 117.11(11) . . . . ?
C18 C15 C16 C7 -121.59(10) . . . . ?
C14 C15 C16 C7 -2.33(14) . . . . ?
C8 C7 C16 C17 -57.29(12) . . . . ?
C6 C7 C16 C17 -171.42(10) . . . . ?
C8 C7 C16 C15 58.37(12) . . . . ?
C6 C7 C16 C15 -55.76(13) . . . . ?
C18 N1 C17 O2 -177.36(14) . . . . ?
C19 N1 C17 O2 1.7(2) . . . . ?
C18 N1 C17 C16 3.51(15) . . . . ?
C19 N1 C17 C16 -177.40(11) . . . . ?
C15 C16 C17 O2 -179.71(15) . . . . ?
C7 C16 C17 O2 -61.2(2) . . . . ?
C15 C16 C17 N1 -0.60(14) . . . . ?
C7 C16 C17 N1 117.88(11) . . . . ?
C17 N1 C18 O1 176.29(13) . . . . ?
C19 N1 C18 O1 -2.8(2) . . . . ?
C17 N1 C18 C15 -4.96(15) . . . . ?
C19 N1 C18 C15 175.94(11) . . . . ?
C16 C15 C18 O1 -177.06(13) . . . . ?
C14 C15 C18 O1 64.3(2) . . . . ?
C16 C15 C18 N1 4.23(13) . . . . ?
C14 C15 C18 N1 -114.44(11) . . . . ?
C18 N1 C19 C24 -78.6(2) . . . . ?
C17 N1 C19 C24 102.4(2) . . . . ?
C18 N1 C19 C20 99.95(15) . . . . ?
C17 N1 C19 C20 -79.1(2) . . . . ?
C25 O3 C20 C21 30.1(2) . . . . ?
C25 O3 C20 C19 -151.41(13) . . . . ?
C24 C19 C20 O3 -178.32(13) . . . . ?
N1 C19 C20 O3 3.2(2) . . . . ?
C24 C19 C20 C21 0.3(2) . . . . ?
N1 C19 C20 C21 -178.25(13) . . . . ?
O3 C20 C21 C22 177.94(14) . . . . ?
C19 C20 C21 C22 -0.5(2) . . . . ?
C20 C21 C22 C23 0.3(2) . . . . ?
C21 C22 C23 C24 0.2(2) . . . . ?
C20 C19 C24 C23 0.2(2) . . . . ?
N1 C19 C24 C23 178.66(13) . . . . ?
C22 C23 C24 C19 -0.4(2) . . . . ?
C20 O3 C25 C26 67.1(2) . . . . ?