# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_igl2816a
_database_code_depnum_ccdc_archive 'CCDC 1506065'
_audit_update_record             
;
2016-09-23 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;

_vrf_PLAT230_igl2816a            
;
PROBLEM: Hirshfeld Test Diff for C33 -- C34 .. 8.2 s.u.  
      
RESPONSE: This difference could be caused by vibration of the aromatic group.
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H19 N O'
_chemical_formula_weight         385.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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)

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

_cell_length_a                   13.0425(3)
_cell_length_b                   10.2377(3)
_cell_length_c                   16.1011(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.6010(10)
_cell_angle_gamma                90.00
_cell_volume                     2025.32(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9936
_cell_measurement_theta_min      3.79
_cell_measurement_theta_max      69.27

_exptl_crystal_description       Prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8561
_exptl_absorpt_correction_T_max  0.9540
_exptl_absorpt_process_details   
; 
 SADABS, Bruker (2006). APEX 2. Version 2.1. Bruker Analytical
 X-ray Solutions, Madison, Wisconsin, USA. 
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18545
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.60
_diffrn_reflns_theta_max         69.26
_reflns_number_total             6888
_reflns_number_gt                6841
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1000P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.11(13)
_refine_ls_number_reflns         6888
_refine_ls_number_parameters     543
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.1025
_refine_ls_wR_factor_gt          0.1021
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.25008(6) 0.55897(9) 0.60979(6) 0.02638(19) Uani 1 1 d . . .
O2 O 0.76492(6) 0.10469(10) 0.63631(6) 0.0296(2) Uani 1 1 d . . .
N1 N 0.93176(9) 0.34416(11) 0.79541(7) 0.0296(2) Uani 1 1 d . . .
N2 N 0.29316(8) 0.02594(11) 0.65796(8) 0.0320(2) Uani 1 1 d . . .
C1 C 0.90804(9) 0.44737(12) 0.74344(7) 0.0232(2) Uani 1 1 d . . .
C2 C 0.81012(9) 0.51935(12) 0.72495(8) 0.0252(2) Uani 1 1 d . . .
C3 C 0.78136(10) 0.62428(13) 0.66383(8) 0.0288(3) Uani 1 1 d . . .
H3 H 0.8275 0.6475 0.6331 0.035 Uiso 1 1 calc R . .
C4 C 0.68674(11) 0.69132(15) 0.64978(10) 0.0383(3) Uani 1 1 d . . .
H4 H 0.6678 0.7581 0.6083 0.046 Uiso 1 1 calc R . .
C5 C 0.61735(10) 0.65982(16) 0.69796(11) 0.0419(3) Uani 1 1 d . . .
H5 H 0.5550 0.7092 0.6902 0.050 Uiso 1 1 calc R . .
C6 C 0.64077(10) 0.55830(16) 0.75529(10) 0.0400(3) Uani 1 1 d . . .
H6 H 0.5936 0.5377 0.7857 0.048 Uiso 1 1 calc R . .
C7 C 0.73709(10) 0.48254(13) 0.76957(9) 0.0308(3) Uani 1 1 d . . .
C8 C 0.76427(12) 0.37275(15) 0.82517(9) 0.0371(3) Uani 1 1 d . . .
H8 H 0.7183 0.3451 0.8551 0.045 Uiso 1 1 calc R . .
C9 C 0.85846(12) 0.30729(15) 0.83478(9) 0.0368(3) Uani 1 1 d . . .
H9 H 0.8738 0.2332 0.8702 0.044 Uiso 1 1 calc R . .
C10 C 0.99306(9) 0.48526(12) 0.70381(8) 0.0222(2) Uani 1 1 d . . .
C11 C 1.14465(9) 0.62375(12) 0.70112(8) 0.0240(2) Uani 1 1 d . . .
H11 H 1.1877 0.6972 0.7217 0.029 Uiso 1 1 calc R . .
C12 C 1.16671(8) 0.54211(12) 0.64191(7) 0.0226(2) Uani 1 1 d . . .
C13 C 1.09874(8) 0.43259(12) 0.60625(7) 0.0223(2) Uani 1 1 d . . .
C14 C 1.11417(9) 0.35294(13) 0.53972(8) 0.0248(2) Uani 1 1 d . . .
H14 H 1.1703 0.3715 0.5181 0.030 Uiso 1 1 calc R . .
C15 C 1.04688(10) 0.24831(14) 0.50678(8) 0.0303(3) Uani 1 1 d . . .
H15 H 1.0576 0.1964 0.4630 0.036 Uiso 1 1 calc R . .
C16 C 0.96165(10) 0.21949(14) 0.53920(8) 0.0298(3) Uani 1 1 d . . .
H16 H 0.9165 0.1483 0.5169 0.036 Uiso 1 1 calc R . .
C17 C 0.94499(9) 0.29537(13) 0.60309(8) 0.0257(2) Uani 1 1 d . . .
H17 H 0.8882 0.2753 0.6236 0.031 Uiso 1 1 calc R . .
C18 C 1.01226(9) 0.40386(12) 0.63870(7) 0.0224(2) Uani 1 1 d . . .
C19 C 1.05604(9) 0.59654(12) 0.73131(7) 0.0231(2) Uani 1 1 d . . .
C20 C 1.03261(9) 0.68657(12) 0.79040(8) 0.0248(2) Uani 1 1 d . . .
C21 C 1.00731(9) 0.76371(12) 0.83652(8) 0.0251(2) Uani 1 1 d . . .
C22 C 0.97011(10) 0.84837(12) 0.89123(8) 0.0250(2) Uani 1 1 d . . .
C23 C 0.86452(10) 0.83209(12) 0.89437(8) 0.0288(3) Uani 1 1 d . . .
H23 H 0.8192 0.7680 0.8602 0.035 Uiso 1 1 calc R . .
C24 C 0.82772(10) 0.91128(14) 0.94827(8) 0.0327(3) Uani 1 1 d . . .
H24 H 0.7576 0.9006 0.9498 0.039 Uiso 1 1 calc R . .
C25 C 0.89487(11) 1.00597(15) 0.99974(9) 0.0363(3) Uani 1 1 d . . .
H25 H 0.8704 1.0579 1.0367 0.044 Uiso 1 1 calc R . .
C26 C 0.99849(12) 1.02363(15) 0.99634(11) 0.0390(3) Uani 1 1 d . . .
H26 H 1.0433 1.0880 1.0307 0.047 Uiso 1 1 calc R . .
C27 C 1.03609(10) 0.94622(15) 0.94219(9) 0.0339(3) Uani 1 1 d . . .
H27 H 1.1056 0.9595 0.9398 0.041 Uiso 1 1 calc R . .
C28 C 1.31915(10) 0.66967(16) 0.64123(9) 0.0372(3) Uani 1 1 d . . .
H28A H 1.2772 0.7483 0.6244 0.056 Uiso 1 1 calc R . .
H28B H 1.3763 0.6693 0.6161 0.056 Uiso 1 1 calc R . .
H28C H 1.3503 0.6657 0.7043 0.056 Uiso 1 1 calc R . .
C29 C 0.35980(9) 0.12172(12) 0.69622(8) 0.0258(3) Uani 1 1 d . . .
C30 C 0.33603(10) 0.21696(13) 0.75203(8) 0.0264(3) Uani 1 1 d . . .
C31 C 0.40607(10) 0.32322(13) 0.78908(8) 0.0278(3) Uani 1 1 d . . .
H31 H 0.4710 0.3327 0.7777 0.033 Uiso 1 1 calc R . .
C32 C 0.37836(12) 0.41224(15) 0.84172(9) 0.0364(3) Uani 1 1 d . . .
H32 H 0.4243 0.4823 0.8654 0.044 Uiso 1 1 calc R . .
C33 C 0.28013(12) 0.39788(15) 0.86011(9) 0.0381(3) Uani 1 1 d . . .
H33 H 0.2621 0.4588 0.8958 0.046 Uiso 1 1 calc R . .
C34 C 0.21165(11) 0.29592(16) 0.82618(9) 0.0373(3) Uani 1 1 d . . .
H34 H 0.1480 0.2871 0.8397 0.045 Uiso 1 1 calc R . .
C35 C 0.23695(10) 0.20258(14) 0.77008(8) 0.0300(3) Uani 1 1 d . . .
C36 C 0.16848(10) 0.09811(16) 0.73054(9) 0.0359(3) Uani 1 1 d . . .
H36 H 0.1039 0.0846 0.7419 0.043 Uiso 1 1 calc R . .
C37 C 0.19763(10) 0.01629(15) 0.67517(10) 0.0386(3) Uani 1 1 d . . .
H37 H 0.1495 -0.0500 0.6475 0.046 Uiso 1 1 calc R . .
C38 C 0.46798(9) 0.12265(13) 0.68251(7) 0.0239(2) Uani 1 1 d . . .
C39 C 0.54454(9) 0.02927(12) 0.72557(7) 0.0227(2) Uani 1 1 d . . .
C40 C 0.64706(9) 0.02217(12) 0.71233(8) 0.0237(2) Uani 1 1 d . . .
H40 H 0.6978 -0.0405 0.7420 0.028 Uiso 1 1 calc R . .
C41 C 0.67101(9) 0.10721(12) 0.65608(8) 0.0237(2) Uani 1 1 d . . .
C42 C 0.59660(9) 0.20826(11) 0.61268(7) 0.0225(2) Uani 1 1 d . . .
C43 C 0.62158(10) 0.30117(13) 0.55715(8) 0.0278(3) Uani 1 1 d . . .
H43 H 0.6874 0.2952 0.5467 0.033 Uiso 1 1 calc R . .
C44 C 0.55042(11) 0.39957(13) 0.51862(8) 0.0314(3) Uani 1 1 d . . .
H44 H 0.5679 0.4600 0.4824 0.038 Uiso 1 1 calc R . .
C45 C 0.45005(11) 0.40906(14) 0.53416(8) 0.0316(3) Uani 1 1 d . . .
H45 H 0.4024 0.4769 0.5089 0.038 Uiso 1 1 calc R . .
C46 C 0.42257(10) 0.31912(13) 0.58614(8) 0.0276(3) Uani 1 1 d . . .
H46 H 0.3558 0.3259 0.5948 0.033 Uiso 1 1 calc R . .
C47 C 0.49462(10) 0.21546(12) 0.62709(7) 0.0235(2) Uani 1 1 d . . .
C48 C 0.52061(9) -0.05933(12) 0.78520(8) 0.0244(2) Uani 1 1 d . . .
C49 C 0.49814(9) -0.12858(12) 0.83724(8) 0.0265(3) Uani 1 1 d . . .
C50 C 0.46517(10) -0.20307(13) 0.89916(8) 0.0270(2) Uani 1 1 d . . .
C51 C 0.35895(10) -0.18901(14) 0.90112(9) 0.0320(3) Uani 1 1 d . . .
H51 H 0.3098 -0.1344 0.8608 0.038 Uiso 1 1 calc R . .
C52 C 0.32727(12) -0.25641(15) 0.96310(9) 0.0378(3) Uani 1 1 d . . .
H52 H 0.2570 -0.2462 0.9646 0.045 Uiso 1 1 calc R . .
C53 C 0.39944(12) -0.33881(15) 1.02284(9) 0.0368(3) Uani 1 1 d . . .
H53 H 0.3777 -0.3837 1.0643 0.044 Uiso 1 1 calc R . .
C54 C 0.50425(12) -0.35451(14) 1.02088(8) 0.0365(3) Uani 1 1 d . . .
H54 H 0.5525 -0.4103 1.0608 0.044 Uiso 1 1 calc R . .
C55 C 0.53712(11) -0.28714(14) 0.95944(8) 0.0304(3) Uani 1 1 d . . .
H55 H 0.6075 -0.2980 0.9584 0.036 Uiso 1 1 calc R . .
C56 C 0.84710(10) 0.01384(14) 0.68393(10) 0.0351(3) Uani 1 1 d . . .
H56A H 0.8689 0.0326 0.7459 0.053 Uiso 1 1 calc R . .
H56B H 0.9089 0.0213 0.6646 0.053 Uiso 1 1 calc R . .
H56C H 0.8186 -0.0734 0.6733 0.053 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C12 1.3626(13) . ?
O1 C28 1.4305(16) . ?
O2 C41 1.3652(13) . ?
O2 C56 1.4319(15) . ?
N1 C1 1.3186(17) . ?
N1 C9 1.3655(16) . ?
N2 C29 1.3181(17) . ?
N2 C37 1.3677(16) . ?
C1 C2 1.4169(17) . ?
C1 C10 1.5040(15) . ?
C2 C3 1.4197(18) . ?
C2 C7 1.4229(15) . ?
C3 C4 1.3630(18) . ?
C3 H3 0.9300 . ?
C4 C5 1.413(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.355(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.428(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.406(2) . ?
C8 C9 1.362(2) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C19 1.3873(17) . ?
C10 C18 1.4257(16) . ?
C11 C12 1.3690(17) . ?
C11 C19 1.4236(15) . ?
C11 H11 0.9300 . ?
C12 C13 1.4252(17) . ?
C13 C14 1.4134(17) . ?
C13 C18 1.4236(14) . ?
C14 C15 1.3736(19) . ?
C14 H14 0.9300 . ?
C15 C16 1.4088(17) . ?
C15 H15 0.9300 . ?
C16 C17 1.3633(18) . ?
C16 H16 0.9300 . ?
C17 C18 1.4124(17) . ?
C17 H17 0.9300 . ?
C19 C20 1.4294(16) . ?
C20 C21 1.2034(18) . ?
C21 C22 1.4316(17) . ?
C22 C27 1.3942(18) . ?
C22 C23 1.4048(16) . ?
C23 C24 1.3857(18) . ?
C23 H23 0.9300 . ?
C24 C25 1.381(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.383(2) . ?
C25 H25 0.9300 . ?
C26 C27 1.3840(19) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.4287(17) . ?
C29 C38 1.4995(16) . ?
C30 C31 1.4172(18) . ?
C30 C35 1.4241(15) . ?
C31 C32 1.3729(19) . ?
C31 H31 0.9300 . ?
C32 C33 1.416(2) . ?
C32 H32 0.9300 . ?
C33 C34 1.363(2) . ?
C33 H33 0.9300 . ?
C34 C35 1.428(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.402(2) . ?
C36 C37 1.367(2) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C39 1.3883(16) . ?
C38 C47 1.4239(17) . ?
C39 C40 1.4247(15) . ?
C39 C48 1.4294(17) . ?
C40 C41 1.3659(17) . ?
C40 H40 0.9300 . ?
C41 C42 1.4301(17) . ?
C42 C43 1.4162(17) . ?
C42 C47 1.4267(16) . ?
C43 C44 1.3693(19) . ?
C43 H43 0.9300 . ?
C44 C45 1.4161(18) . ?
C44 H44 0.9300 . ?
C45 C46 1.3705(18) . ?
C45 H45 0.9300 . ?
C46 C47 1.4242(17) . ?
C46 H46 0.9300 . ?
C48 C49 1.2065(18) . ?
C49 C50 1.4311(17) . ?
C50 C55 1.3972(18) . ?
C50 C51 1.4036(17) . ?
C51 C52 1.3855(18) . ?
C51 H51 0.9300 . ?
C52 C53 1.384(2) . ?
C52 H52 0.9300 . ?
C53 C54 1.387(2) . ?
C53 H53 0.9300 . ?
C54 C55 1.3866(19) . ?
C54 H54 0.9300 . ?
C55 H55 0.9300 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?

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
C12 O1 C28 117.00(9) . . ?
C41 O2 C56 117.15(9) . . ?
C1 N1 C9 117.66(12) . . ?
C29 N2 C37 117.50(12) . . ?
N1 C1 C2 123.59(11) . . ?
N1 C1 C10 115.24(10) . . ?
C2 C1 C10 121.16(11) . . ?
C1 C2 C3 123.31(11) . . ?
C1 C2 C7 117.70(12) . . ?
C3 C2 C7 118.98(12) . . ?
C4 C3 C2 120.66(12) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 120.34(15) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 120.63(13) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 120.75(12) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C2 117.69(12) . . ?
C8 C7 C6 123.85(12) . . ?
C2 C7 C6 118.46(13) . . ?
C9 C8 C7 119.40(12) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 N1 123.82(14) . . ?
C8 C9 H9 118.1 . . ?
N1 C9 H9 118.1 . . ?
C19 C10 C18 118.91(10) . . ?
C19 C10 C1 121.22(10) . . ?
C18 C10 C1 119.85(10) . . ?
C12 C11 C19 120.17(11) . . ?
C12 C11 H11 119.9 . . ?
C19 C11 H11 119.9 . . ?
O1 C12 C11 124.60(11) . . ?
O1 C12 C13 114.48(10) . . ?
C11 C12 C13 120.88(10) . . ?
C14 C13 C18 119.39(10) . . ?
C14 C13 C12 122.12(10) . . ?
C18 C13 C12 118.49(10) . . ?
C15 C14 C13 120.50(10) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 120.11(11) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 120.36(12) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 121.33(11) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C17 C18 C13 118.31(10) . . ?
C17 C18 C10 121.31(10) . . ?
C13 C18 C10 120.36(10) . . ?
C10 C19 C11 120.88(11) . . ?
C10 C19 C20 120.40(10) . . ?
C11 C19 C20 118.71(11) . . ?
C21 C20 C19 176.30(12) . . ?
C20 C21 C22 175.31(12) . . ?
C27 C22 C23 118.88(11) . . ?
C27 C22 C21 121.84(11) . . ?
C23 C22 C21 119.28(11) . . ?
C24 C23 C22 120.19(12) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 120.22(12) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 119.98(12) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C27 120.51(13) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C26 C27 C22 120.20(12) . . ?
C26 C27 H27 119.9 . . ?
C22 C27 H27 119.9 . . ?
O1 C28 H28A 109.5 . . ?
O1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 C29 C30 123.61(11) . . ?
N2 C29 C38 116.20(11) . . ?
C30 C29 C38 120.11(10) . . ?
C31 C30 C35 119.63(12) . . ?
C31 C30 C29 122.92(11) . . ?
C35 C30 C29 117.46(12) . . ?
C32 C31 C30 120.22(12) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C31 C32 C33 120.28(14) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C34 C33 C32 120.84(13) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 120.45(12) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C36 C35 C30 118.01(12) . . ?
C36 C35 C34 123.42(11) . . ?
C30 C35 C34 118.56(13) . . ?
C37 C36 C35 119.31(11) . . ?
C37 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
C36 C37 N2 124.02(13) . . ?
C36 C37 H37 118.0 . . ?
N2 C37 H37 118.0 . . ?
C39 C38 C47 119.11(10) . . ?
C39 C38 C29 118.48(11) . . ?
C47 C38 C29 122.41(10) . . ?
C38 C39 C40 120.96(11) . . ?
C38 C39 C48 119.33(10) . . ?
C40 C39 C48 119.70(10) . . ?
C41 C40 C39 120.10(11) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 119.9 . . ?
O2 C41 C40 124.41(11) . . ?
O2 C41 C42 114.50(10) . . ?
C40 C41 C42 121.09(10) . . ?
C43 C42 C47 119.50(11) . . ?
C43 C42 C41 122.15(11) . . ?
C47 C42 C41 118.34(11) . . ?
C44 C43 C42 121.04(11) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C45 119.78(12) . . ?
C43 C44 H44 120.1 . . ?
C45 C44 H44 120.1 . . ?
C46 C45 C44 120.56(12) . . ?
C46 C45 H45 119.7 . . ?
C44 C45 H45 119.7 . . ?
C45 C46 C47 121.08(11) . . ?
C45 C46 H46 119.5 . . ?
C47 C46 H46 119.5 . . ?
C38 C47 C46 121.70(10) . . ?
C38 C47 C42 120.28(11) . . ?
C46 C47 C42 118.00(11) . . ?
C49 C48 C39 176.51(13) . . ?
C48 C49 C50 175.42(13) . . ?
C55 C50 C51 119.05(12) . . ?
C55 C50 C49 121.56(11) . . ?
C51 C50 C49 119.37(11) . . ?
C52 C51 C50 120.01(13) . . ?
C52 C51 H51 120.0 . . ?
C50 C51 H51 120.0 . . ?
C53 C52 C51 120.43(13) . . ?
C53 C52 H52 119.8 . . ?
C51 C52 H52 119.8 . . ?
C52 C53 C54 120.03(12) . . ?
C52 C53 H53 120.0 . . ?
C54 C53 H53 120.0 . . ?
C55 C54 C53 120.10(12) . . ?
C55 C54 H54 120.0 . . ?
C53 C54 H54 120.0 . . ?
C54 C55 C50 120.37(12) . . ?
C54 C55 H55 119.8 . . ?
C50 C55 H55 119.8 . . ?
O2 C56 H56A 109.5 . . ?
O2 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
O2 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N1 C1 C2 -1.53(17) . . . . ?
C9 N1 C1 C10 178.51(11) . . . . ?
N1 C1 C2 C3 -175.09(11) . . . . ?
C10 C1 C2 C3 4.87(18) . . . . ?
N1 C1 C2 C7 4.13(18) . . . . ?
C10 C1 C2 C7 -175.92(10) . . . . ?
C1 C2 C3 C4 -178.97(12) . . . . ?
C7 C2 C3 C4 1.83(18) . . . . ?
C2 C3 C4 C5 1.9(2) . . . . ?
C3 C4 C5 C6 -3.5(2) . . . . ?
C4 C5 C6 C7 1.2(2) . . . . ?
C1 C2 C7 C8 -3.47(17) . . . . ?
C3 C2 C7 C8 175.78(11) . . . . ?
C1 C2 C7 C6 176.74(11) . . . . ?
C3 C2 C7 C6 -4.01(17) . . . . ?
C5 C6 C7 C8 -177.25(13) . . . . ?
C5 C6 C7 C2 2.52(19) . . . . ?
C2 C7 C8 C9 0.56(19) . . . . ?
C6 C7 C8 C9 -179.66(13) . . . . ?
C7 C8 C9 N1 2.2(2) . . . . ?
C1 N1 C9 C8 -1.8(2) . . . . ?
N1 C1 C10 C19 -108.60(13) . . . . ?
C2 C1 C10 C19 71.44(15) . . . . ?
N1 C1 C10 C18 69.43(14) . . . . ?
C2 C1 C10 C18 -110.53(13) . . . . ?
C28 O1 C12 C11 0.46(16) . . . . ?
C28 O1 C12 C13 178.18(10) . . . . ?
C19 C11 C12 O1 -179.33(11) . . . . ?
C19 C11 C12 C13 3.09(17) . . . . ?
O1 C12 C13 C14 -3.13(16) . . . . ?
C11 C12 C13 C14 174.68(11) . . . . ?
O1 C12 C13 C18 177.33(10) . . . . ?
C11 C12 C13 C18 -4.86(16) . . . . ?
C18 C13 C14 C15 -0.32(18) . . . . ?
C12 C13 C14 C15 -179.86(11) . . . . ?
C13 C14 C15 C16 0.00(19) . . . . ?
C14 C15 C16 C17 0.3(2) . . . . ?
C15 C16 C17 C18 -0.26(19) . . . . ?
C16 C17 C18 C13 -0.06(17) . . . . ?
C16 C17 C18 C10 178.30(11) . . . . ?
C14 C13 C18 C17 0.35(16) . . . . ?
C12 C13 C18 C17 179.90(10) . . . . ?
C14 C13 C18 C10 -178.03(11) . . . . ?
C12 C13 C18 C10 1.53(16) . . . . ?
C19 C10 C18 C17 -174.81(10) . . . . ?
C1 C10 C18 C17 7.12(17) . . . . ?
C19 C10 C18 C13 3.51(16) . . . . ?
C1 C10 C18 C13 -174.56(11) . . . . ?
C18 C10 C19 C11 -5.41(17) . . . . ?
C1 C10 C19 C11 172.63(11) . . . . ?
C18 C10 C19 C20 174.29(10) . . . . ?
C1 C10 C19 C20 -7.67(17) . . . . ?
C12 C11 C19 C10 2.17(17) . . . . ?
C12 C11 C19 C20 -177.53(10) . . . . ?
C10 C19 C20 C21 -64(2) . . . . ?
C11 C19 C20 C21 116.1(19) . . . . ?
C19 C20 C21 C22 64(3) . . . . ?
C20 C21 C22 C27 161.9(14) . . . . ?
C20 C21 C22 C23 -17.6(15) . . . . ?
C27 C22 C23 C24 -0.83(18) . . . . ?
C21 C22 C23 C24 178.69(11) . . . . ?
C22 C23 C24 C25 -0.51(19) . . . . ?
C23 C24 C25 C26 1.2(2) . . . . ?
C24 C25 C26 C27 -0.6(2) . . . . ?
C25 C26 C27 C22 -0.8(2) . . . . ?
C23 C22 C27 C26 1.5(2) . . . . ?
C21 C22 C27 C26 -178.03(13) . . . . ?
C37 N2 C29 C30 -1.85(18) . . . . ?
C37 N2 C29 C38 174.75(11) . . . . ?
N2 C29 C30 C31 -176.70(11) . . . . ?
C38 C29 C30 C31 6.83(18) . . . . ?
N2 C29 C30 C35 3.13(18) . . . . ?
C38 C29 C30 C35 -173.34(10) . . . . ?
C35 C30 C31 C32 -0.34(18) . . . . ?
C29 C30 C31 C32 179.49(11) . . . . ?
C30 C31 C32 C33 0.6(2) . . . . ?
C31 C32 C33 C34 0.1(2) . . . . ?
C32 C33 C34 C35 -1.0(2) . . . . ?
C31 C30 C35 C36 178.46(11) . . . . ?
C29 C30 C35 C36 -1.37(16) . . . . ?
C31 C30 C35 C34 -0.60(17) . . . . ?
C29 C30 C35 C34 179.56(10) . . . . ?
C33 C34 C35 C36 -177.72(12) . . . . ?
C33 C34 C35 C30 1.29(18) . . . . ?
C30 C35 C36 C37 -1.40(18) . . . . ?
C34 C35 C36 C37 177.62(12) . . . . ?
C35 C36 C37 N2 2.9(2) . . . . ?
C29 N2 C37 C36 -1.2(2) . . . . ?
N2 C29 C38 C39 -72.41(14) . . . . ?
C30 C29 C38 C39 104.32(13) . . . . ?
N2 C29 C38 C47 107.54(13) . . . . ?
C30 C29 C38 C47 -75.73(15) . . . . ?
C47 C38 C39 C40 -2.44(17) . . . . ?
C29 C38 C39 C40 177.50(11) . . . . ?
C47 C38 C39 C48 176.42(10) . . . . ?
C29 C38 C39 C48 -3.63(16) . . . . ?
C38 C39 C40 C41 -0.55(17) . . . . ?
C48 C39 C40 C41 -179.41(10) . . . . ?
C56 O2 C41 C40 -5.70(17) . . . . ?
C56 O2 C41 C42 174.23(11) . . . . ?
C39 C40 C41 O2 -177.17(11) . . . . ?
C39 C40 C41 C42 2.90(17) . . . . ?
O2 C41 C42 C43 -2.80(16) . . . . ?
C40 C41 C42 C43 177.14(10) . . . . ?
O2 C41 C42 C47 177.87(10) . . . . ?
C40 C41 C42 C47 -2.20(17) . . . . ?
C47 C42 C43 C44 1.48(17) . . . . ?
C41 C42 C43 C44 -177.85(11) . . . . ?
C42 C43 C44 C45 -0.09(19) . . . . ?
C43 C44 C45 C46 -1.22(19) . . . . ?
C44 C45 C46 C47 1.13(19) . . . . ?
C39 C38 C47 C46 -175.50(10) . . . . ?
C29 C38 C47 C46 4.55(17) . . . . ?
C39 C38 C47 C42 3.09(16) . . . . ?
C29 C38 C47 C42 -176.85(11) . . . . ?
C45 C46 C47 C38 178.88(11) . . . . ?
C45 C46 C47 C42 0.26(17) . . . . ?
C43 C42 C47 C38 179.81(10) . . . . ?
C41 C42 C47 C38 -0.83(16) . . . . ?
C43 C42 C47 C46 -1.54(16) . . . . ?
C41 C42 C47 C46 177.82(10) . . . . ?
C38 C39 C48 C49 -43(2) . . . . ?
C40 C39 C48 C49 136.3(19) . . . . ?
C39 C48 C49 C50 22(3) . . . . ?
C48 C49 C50 C55 -151.2(15) . . . . ?
C48 C49 C50 C51 27.1(16) . . . . ?
C55 C50 C51 C52 1.0(2) . . . . ?
C49 C50 C51 C52 -177.35(11) . . . . ?
C50 C51 C52 C53 -0.6(2) . . . . ?
C51 C52 C53 C54 -0.1(2) . . . . ?
C52 C53 C54 C55 0.4(2) . . . . ?
C53 C54 C55 C50 0.0(2) . . . . ?
C51 C50 C55 C54 -0.70(19) . . . . ?
C49 C50 C55 C54 177.61(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_theta_full        69.26
_diffrn_measured_fraction_theta_full 0.974
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.037
####################################################################### 
# 
# 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_XX
_database_code_depnum_ccdc_archive 'CCDC 1506066'
_audit_update_record             
;
2016-09-23 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H21 N O'
_chemical_formula_weight         435.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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)

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

_cell_length_a                   7.6244(4)
_cell_length_b                   7.9489(4)
_cell_length_c                   18.4283(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.193(2)
_cell_angle_gamma                90.00
_cell_volume                     1115.12(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4653
_cell_measurement_theta_min      4.81
_cell_measurement_theta_max      65.94

_exptl_crystal_description       Prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8164
_exptl_absorpt_correction_T_max  0.9421
_exptl_absorpt_process_details   
; 
 SADABS, Bruker (2006). APEX 2. Version 2.1. Bruker Analytical 
 X-ray Solutions, Madison, Wisconsin, USA. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54175
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4959
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.81
_diffrn_reflns_theta_max         65.93
_reflns_number_total             2702
_reflns_number_gt                2678
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1000P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_number_reflns         2702
_refine_ls_number_parameters     308
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1088
_refine_ls_wR_factor_gt          0.1080
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.003

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.91886(12) 0.59759(18) 0.33163(5) 0.0240(3) Uani 1 1 d . . .
N1 N 0.53139(14) 0.6912(2) 0.73892(6) 0.0218(3) Uani 1 1 d . . .
C1 C 0.38791(17) 0.6120(3) 0.70696(8) 0.0230(4) Uani 1 1 d . . .
H1 H 0.3140 0.6743 0.6736 0.028 Uiso 1 1 calc R . .
C2 C 0.34465(16) 0.4496(3) 0.72006(7) 0.0225(4) Uani 1 1 d . . .
H2 H 0.2422 0.4016 0.6968 0.027 Uiso 1 1 calc R . .
C3 C 0.45350(16) 0.3519(3) 0.76872(8) 0.0211(4) Uani 1 1 d . . .
C4 C 0.41983(18) 0.1821(3) 0.78500(8) 0.0232(4) Uani 1 1 d . . .
H4 H 0.3173 0.1289 0.7643 0.028 Uiso 1 1 calc R . .
C5 C 0.5336(2) 0.0935(3) 0.83041(8) 0.0270(4) Uani 1 1 d . . .
H5 H 0.5103 -0.0212 0.8407 0.032 Uiso 1 1 calc R . .
C6 C 0.68600(18) 0.1720(3) 0.86221(8) 0.0239(4) Uani 1 1 d . . .
H6 H 0.7640 0.1097 0.8940 0.029 Uiso 1 1 calc R . .
C7 C 0.72147(18) 0.3357(3) 0.84764(8) 0.0218(4) Uani 1 1 d . . .
H7 H 0.8245 0.3865 0.8691 0.026 Uiso 1 1 calc R . .
C8 C 0.60643(17) 0.4317(2) 0.80075(8) 0.0205(4) Uani 1 1 d . . .
C9 C 0.63547(17) 0.6031(3) 0.78391(8) 0.0196(4) Uani 1 1 d . . .
C10 C 0.79354(19) 0.6926(3) 0.81729(8) 0.0205(4) Uani 1 1 d . . .
C11 C 0.80151(19) 0.7414(3) 0.89182(9) 0.0216(4) Uani 1 1 d . . .
C12 C 0.6589(2) 0.7167(3) 0.93744(9) 0.0265(4) Uani 1 1 d . . .
H12 H 0.5561 0.6605 0.9188 0.032 Uiso 1 1 calc R . .
C13 C 0.6677(2) 0.7725(3) 1.00760(9) 0.0342(5) Uani 1 1 d . . .
H13 H 0.5711 0.7548 1.0371 0.041 Uiso 1 1 calc R . .
C14 C 0.8187(2) 0.8562(3) 1.03684(9) 0.0360(5) Uani 1 1 d . . .
H14 H 0.8233 0.8952 1.0856 0.043 Uiso 1 1 calc R . .
C15 C 0.9588(2) 0.8810(3) 0.99471(9) 0.0300(4) Uani 1 1 d . . .
H15 H 1.0606 0.9365 1.0148 0.036 Uiso 1 1 calc R . .
C16 C 0.95442(19) 0.8254(3) 0.92192(8) 0.0224(4) Uani 1 1 d . . .
C17 C 1.09626(18) 0.8559(3) 0.87714(8) 0.0238(4) Uani 1 1 d . . .
H17 H 1.1993 0.9096 0.8971 0.029 Uiso 1 1 calc R . .
C18 C 1.08679(18) 0.8092(3) 0.80589(8) 0.0231(4) Uani 1 1 d . . .
H18 H 1.1827 0.8320 0.7766 0.028 Uiso 1 1 calc R . .
C19 C 0.93432(18) 0.7265(3) 0.77468(8) 0.0204(4) Uani 1 1 d . . .
C20 C 0.92862(17) 0.6828(2) 0.69939(8) 0.0213(4) Uani 1 1 d . . .
C21 C 0.92851(17) 0.6547(3) 0.63506(9) 0.0207(4) Uani 1 1 d . . .
C22 C 0.92807(18) 0.6308(2) 0.55791(9) 0.0201(4) Uani 1 1 d . . .
C23 C 1.07608(17) 0.6714(3) 0.52145(8) 0.0217(4) Uani 1 1 d . . .
H23 H 1.1790 0.7073 0.5485 0.026 Uiso 1 1 calc R . .
C24 C 1.07805(17) 0.6609(2) 0.44566(9) 0.0213(4) Uani 1 1 d . . .
H24 H 1.1813 0.6901 0.4220 0.026 Uiso 1 1 calc R . .
C25 C 0.93099(18) 0.6085(2) 0.40551(8) 0.0194(4) Uani 1 1 d . . .
C26 C 0.77601(18) 0.5595(2) 0.44047(8) 0.0186(4) Uani 1 1 d . . .
C27 C 0.62548(18) 0.4962(3) 0.40076(8) 0.0210(4) Uani 1 1 d . . .
H27 H 0.6234 0.4921 0.3492 0.025 Uiso 1 1 calc R . .
C28 C 0.48293(17) 0.4410(3) 0.43623(9) 0.0236(4) Uani 1 1 d . . .
H28 H 0.3834 0.3975 0.4091 0.028 Uiso 1 1 calc R . .
C29 C 0.48316(17) 0.4483(3) 0.51243(8) 0.0237(4) Uani 1 1 d . . .
H29 H 0.3845 0.4082 0.5366 0.028 Uiso 1 1 calc R . .
C30 C 0.62425(18) 0.5125(2) 0.55188(8) 0.0216(4) Uani 1 1 d . . .
H30 H 0.6214 0.5199 0.6033 0.026 Uiso 1 1 calc R . .
C31 C 0.77556(18) 0.5686(2) 0.51719(8) 0.0189(4) Uani 1 1 d . . .
C32 C 1.06946(19) 0.6501(3) 0.29401(9) 0.0291(5) Uani 1 1 d . . .
H32A H 1.1021 0.7648 0.3088 0.044 Uiso 1 1 calc R . .
H32B H 1.0413 0.6474 0.2415 0.044 Uiso 1 1 calc R . .
H32C H 1.1678 0.5739 0.3061 0.044 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C25 1.3621(17) . ?
O1 C32 1.4360(18) . ?
N1 C9 1.317(2) . ?
N1 C1 1.367(2) . ?
C1 C2 1.357(3) . ?
C2 C3 1.419(2) . ?
C3 C4 1.409(3) . ?
C3 C8 1.426(2) . ?
C4 C5 1.367(2) . ?
C5 C6 1.417(2) . ?
C6 C7 1.359(3) . ?
C7 C8 1.419(2) . ?
C8 C9 1.418(3) . ?
C9 C10 1.501(2) . ?
C10 C19 1.391(2) . ?
C10 C11 1.425(2) . ?
C11 C12 1.425(2) . ?
C11 C16 1.429(2) . ?
C12 C13 1.365(2) . ?
C13 C14 1.410(3) . ?
C14 C15 1.369(2) . ?
C15 C16 1.411(2) . ?
C16 C17 1.417(2) . ?
C17 C18 1.362(2) . ?
C18 C19 1.428(2) . ?
C19 C20 1.429(2) . ?
C20 C21 1.206(2) . ?
C21 C22 1.434(2) . ?
C22 C23 1.383(2) . ?
C22 C31 1.436(2) . ?
C23 C24 1.400(2) . ?
C24 C25 1.373(2) . ?
C25 C26 1.431(2) . ?
C26 C31 1.4157(19) . ?
C26 C27 1.419(2) . ?
C27 C28 1.371(2) . ?
C28 C29 1.405(2) . ?
C29 C30 1.364(2) . ?
C30 C31 1.421(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
C25 O1 C32 116.91(11) . . ?
C9 N1 C1 117.77(17) . . ?
C2 C1 N1 123.93(15) . . ?
C1 C2 C3 119.57(14) . . ?
C4 C3 C8 119.49(15) . . ?
C4 C3 C2 123.47(14) . . ?
C8 C3 C2 117.03(17) . . ?
C5 C4 C3 120.47(14) . . ?
C4 C5 C6 120.29(19) . . ?
C7 C6 C5 120.49(16) . . ?
C6 C7 C8 120.81(14) . . ?
C9 C8 C3 118.09(14) . . ?
C9 C8 C7 123.46(14) . . ?
C3 C8 C7 118.45(17) . . ?
N1 C9 C8 123.56(15) . . ?
N1 C9 C10 116.60(17) . . ?
C8 C9 C10 119.83(15) . . ?
C19 C10 C11 119.90(14) . . ?
C19 C10 C9 119.18(14) . . ?
C11 C10 C9 120.92(13) . . ?
C10 C11 C12 122.56(15) . . ?
C10 C11 C16 119.42(14) . . ?
C12 C11 C16 117.95(14) . . ?
C13 C12 C11 121.00(16) . . ?
C12 C13 C14 120.76(14) . . ?
C15 C14 C13 119.81(15) . . ?
C14 C15 C16 121.09(16) . . ?
C15 C16 C17 121.45(15) . . ?
C15 C16 C11 119.40(14) . . ?
C17 C16 C11 119.12(14) . . ?
C18 C17 C16 120.89(14) . . ?
C17 C18 C19 120.77(13) . . ?
C10 C19 C20 121.22(14) . . ?
C10 C19 C18 119.89(14) . . ?
C20 C19 C18 118.88(12) . . ?
C21 C20 C19 176.18(19) . . ?
C20 C21 C22 176.9(2) . . ?
C23 C22 C21 119.58(13) . . ?
C23 C22 C31 119.03(13) . . ?
C21 C22 C31 121.38(12) . . ?
C22 C23 C24 121.67(13) . . ?
C25 C24 C23 120.11(13) . . ?
O1 C25 C24 124.45(13) . . ?
O1 C25 C26 114.90(11) . . ?
C24 C25 C26 120.65(13) . . ?
C31 C26 C25 118.94(12) . . ?
C31 C26 C27 119.10(13) . . ?
C25 C26 C27 121.92(13) . . ?
C28 C27 C26 120.51(13) . . ?
C27 C28 C29 120.40(13) . . ?
C30 C29 C28 120.35(12) . . ?
C29 C30 C31 120.90(13) . . ?
C26 C31 C30 118.71(13) . . ?
C26 C31 C22 119.49(13) . . ?
C30 C31 C22 121.78(13) . . ?

_diffrn_measured_fraction_theta_max 0.961
_diffrn_reflns_theta_full        65.93
_diffrn_measured_fraction_theta_full 0.961
_refine_diff_density_max         0.166
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.046
