# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2015

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

data_bn4ome
_database_code_depnum_ccdc_archive 'CCDC 1409273'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C20 H14 N6 O4'
_chemical_formula_sum            'C20 H14 N6 O4'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            brown

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         402.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?

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

_cell_length_a                   17.0052(7)
_cell_length_b                   17.3045(8)
_cell_length_c                   19.3461(8)
_cell_angle_alpha                74.882(4)
_cell_angle_beta                 64.370(4)
_cell_angle_gamma                64.823(4)
_cell_volume                     4624.5(3)
_cell_formula_units_Z            10
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8431
_cell_measurement_theta_min      2.6685
_cell_measurement_theta_max      29.1749
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2080
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99489
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39884
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0612
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.67
_diffrn_reflns_theta_max         29.24
_reflns_number_total             21289
_reflns_number_gt                14407
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_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)+(0.0426P)²+1.3280P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         21289
_refine_ls_number_parameters     1351
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0904
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1183
_refine_ls_wR_factor_gt          0.1011
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.44245(9) 0.13877(9) 0.64525(7) 0.0253(3) Uani 1 1 d . . .
O2 O 0.61531(11) 0.03409(10) 0.35303(8) 0.0381(4) Uani 1 1 d . . .
O3 O 0.68330(10) 0.06333(10) 0.83454(8) 0.0361(4) Uani 1 1 d . . .
O4 O 0.03297(10) 0.33808(10) 0.77559(8) 0.0366(4) Uani 1 1 d . . .
N1 N 0.64365(11) 0.01660(10) 0.58013(9) 0.0237(4) Uani 1 1 d . . .
N2 N 0.72224(12) -0.03745(12) 0.53076(10) 0.0322(4) Uani 1 1 d . . .
N3 N 0.70790(12) -0.03063(12) 0.46736(10) 0.0315(4) Uani 1 1 d . . .
N4 N 0.42468(12) 0.16829(12) 0.40740(10) 0.0328(4) Uani 1 1 d . . .
N5 N 0.34536(12) 0.21667(12) 0.45501(10) 0.0328(4) Uani 1 1 d . . .
N6 N 0.35311(11) 0.20359(11) 0.52488(9) 0.0241(4) Uani 1 1 d . . .
C1 C 0.71260(17) -0.00753(17) 0.88691(13) 0.0438(6) Uani 1 1 d . . .
H1A H 0.7193 0.0130 0.9260 0.066 Uiso 1 1 calc R . .
H1B H 0.7728 -0.0492 0.8586 0.066 Uiso 1 1 calc R . .
H1C H 0.6658 -0.0349 0.9120 0.066 Uiso 1 1 calc R . .
C2 C 0.67017(13) 0.04674(13) 0.77600(11) 0.0262(4) Uani 1 1 d . . .
C3 C 0.68210(13) -0.03353(13) 0.76369(11) 0.0264(4) Uani 1 1 d . . .
H3B H 0.6987 -0.0819 0.7984 0.032 Uiso 1 1 calc R . .
C4 C 0.66973(13) -0.04295(13) 0.70035(11) 0.0241(4) Uani 1 1 d . . .
H4B H 0.6774 -0.0977 0.6916 0.029 Uiso 1 1 calc R . .
C5 C 0.64613(13) 0.02800(13) 0.65030(11) 0.0231(4) Uani 1 1 d . . .
C6 C 0.63179(14) 0.10928(13) 0.66279(12) 0.0269(4) Uani 1 1 d . . .
H6A H 0.6142 0.1576 0.6283 0.032 Uiso 1 1 calc R . .
C7 C 0.64344(14) 0.11861(13) 0.72596(12) 0.0294(5) Uani 1 1 d . . .
H7A H 0.6333 0.1738 0.7356 0.035 Uiso 1 1 calc R . .
C8 C 0.57909(13) 0.05819(12) 0.54722(11) 0.0208(4) Uani 1 1 d . . .
C9 C 0.62105(13) 0.02842(13) 0.47558(11) 0.0241(4) Uani 1 1 d . . .
C10 C 0.57791(14) 0.05949(13) 0.41675(11) 0.0263(4) Uani 1 1 d . . .
C11 C 0.48339(14) 0.12399(13) 0.44648(11) 0.0238(4) Uani 1 1 d . . .
C12 C 0.43858(13) 0.14655(12) 0.52114(10) 0.0207(4) Uani 1 1 d . . .
C13 C 0.48140(13) 0.11778(12) 0.58026(11) 0.0199(4) Uani 1 1 d . . .
C14 C 0.27252(13) 0.24143(13) 0.58992(11) 0.0236(4) Uani 1 1 d . . .
C15 C 0.22833(14) 0.32937(14) 0.58872(12) 0.0298(5) Uani 1 1 d . . .
H15A H 0.2532 0.3657 0.5464 0.036 Uiso 1 1 calc R . .
C16 C 0.14684(14) 0.36415(14) 0.65026(12) 0.0310(5) Uani 1 1 d . . .
H16A H 0.1150 0.4245 0.6498 0.037 Uiso 1 1 calc R . .
C17 C 0.11230(14) 0.31068(14) 0.71205(11) 0.0271(5) Uani 1 1 d . . .
C18 C 0.15911(14) 0.22233(14) 0.71283(12) 0.0288(5) Uani 1 1 d . . .
H18A H 0.1358 0.1859 0.7559 0.035 Uiso 1 1 calc R . .
C19 C 0.23890(14) 0.18722(13) 0.65176(11) 0.0264(4) Uani 1 1 d . . .
H19A H 0.2704 0.1268 0.6520 0.032 Uiso 1 1 calc R . .
C20 C -0.03368(15) 0.42177(15) 0.76746(14) 0.0385(5) Uani 1 1 d . . .
H20A H -0.0867 0.4340 0.8165 0.058 Uiso 1 1 calc R . .
H20B H -0.0558 0.4242 0.7275 0.058 Uiso 1 1 calc R . .
H20C H -0.0042 0.4645 0.7528 0.058 Uiso 1 1 calc R . .
O5 O 0.38497(9) 0.22216(9) 0.24087(8) 0.0253(3) Uani 1 1 d . . .
O6 O 0.60718(10) 0.35780(10) 0.27114(8) 0.0350(4) Uani 1 1 d . . .
O7 O 0.52609(10) -0.07746(9) 0.07643(8) 0.0328(3) Uani 1 1 d . . .
O8 O -0.04245(10) 0.40080(11) 0.36724(10) 0.0443(4) Uani 1 1 d . . .
N7 N 0.59527(11) 0.14066(11) 0.19033(9) 0.0228(4) Uani 1 1 d . . .
N8 N 0.68482(11) 0.12809(12) 0.17853(10) 0.0307(4) Uani 1 1 d . . .
N9 N 0.68279(12) 0.19226(12) 0.20440(10) 0.0313(4) Uani 1 1 d . . .
N10 N 0.40044(13) 0.43545(13) 0.33322(11) 0.0386(5) Uani 1 1 d . . .
N11 N 0.31258(13) 0.44835(13) 0.35012(11) 0.0397(5) Uani 1 1 d . . .
N12 N 0.30999(11) 0.38601(11) 0.32073(9) 0.0267(4) Uani 1 1 d . . .
C21 C 0.55095(17) -0.16728(13) 0.09998(13) 0.0364(5) Uani 1 1 d . . .
H21A H 0.5325 -0.1937 0.0733 0.055 Uiso 1 1 calc R . .
H21B H 0.5187 -0.1761 0.1557 0.055 Uiso 1 1 calc R . .
H21C H 0.6187 -0.1936 0.0871 0.055 Uiso 1 1 calc R . .
C22 C 0.54612(13) -0.02891(13) 0.10765(11) 0.0241(4) Uani 1 1 d . . .
C23 C 0.57325(14) -0.05600(13) 0.17057(11) 0.0264(4) Uani 1 1 d . . .
H23A H 0.5810 -0.1127 0.1947 0.032 Uiso 1 1 calc R . .
C24 C 0.58909(13) 0.00046(13) 0.19814(11) 0.0252(4) Uani 1 1 d . . .
H24A H 0.6077 -0.0174 0.2413 0.030 Uiso 1 1 calc R . .
C25 C 0.57762(13) 0.08217(12) 0.16260(11) 0.0217(4) Uani 1 1 d . . .
C26 C 0.55113(14) 0.10973(13) 0.09943(11) 0.0275(5) Uani 1 1 d . . .
H26A H 0.5441 0.1663 0.0752 0.033 Uiso 1 1 calc R . .
C27 C 0.53511(14) 0.05429(13) 0.07220(11) 0.0284(5) Uani 1 1 d . . .
H27A H 0.5165 0.0726 0.0291 0.034 Uiso 1 1 calc R . .
C28 C 0.53618(13) 0.21360(12) 0.22436(10) 0.0201(4) Uani 1 1 d . . .
C29 C 0.59253(13) 0.24577(13) 0.23257(11) 0.0244(4) Uani 1 1 d . . .
C30 C 0.55764(14) 0.32697(14) 0.26579(11) 0.0266(5) Uani 1 1 d . . .
C31 C 0.45472(14) 0.36549(14) 0.29281(11) 0.0270(4) Uani 1 1 d . . .
C32 C 0.39822(13) 0.33284(13) 0.28447(10) 0.0217(4) Uani 1 1 d . . .
C33 C 0.43245(13) 0.25255(12) 0.24894(10) 0.0192(4) Uani 1 1 d . . .
C34 C 0.21943(13) 0.38690(13) 0.33424(11) 0.0248(4) Uani 1 1 d . . .
C35 C 0.14892(15) 0.40784(15) 0.40445(12) 0.0344(5) Uani 1 1 d . . .
H35A H 0.1614 0.4188 0.4436 0.041 Uiso 1 1 calc R . .
C36 C 0.05952(15) 0.41307(15) 0.41845(13) 0.0359(5) Uani 1 1 d . . .
H36A H 0.0105 0.4284 0.4666 0.043 Uiso 1 1 calc R . .
C37 C 0.04284(14) 0.39570(13) 0.36138(12) 0.0307(5) Uani 1 1 d . . .
C38 C 0.11491(14) 0.37258(14) 0.29128(12) 0.0314(5) Uani 1 1 d . . .
H38A H 0.1033 0.3588 0.2531 0.038 Uiso 1 1 calc R . .
C39 C 0.20305(13) 0.36941(13) 0.27643(11) 0.0254(4) Uani 1 1 d . . .
H39A H 0.2516 0.3556 0.2278 0.030 Uiso 1 1 calc R . .
C40 C -0.11832(15) 0.41845(17) 0.43982(15) 0.0516(7) Uani 1 1 d . . .
H40A H -0.1747 0.4202 0.4361 0.077 Uiso 1 1 calc R . .
H40B H -0.1296 0.4739 0.4535 0.077 Uiso 1 1 calc R . .
H40C H -0.1026 0.3733 0.4796 0.077 Uiso 1 1 calc R . .
O9 O 0.70176(9) 0.43838(9) 0.33165(8) 0.0263(3) Uani 1 1 d . . .
O10 O 0.33934(10) 0.46907(11) 0.51765(9) 0.0399(4) Uani 1 1 d . . .
O11 O 1.03118(10) 0.15692(10) 0.33193(9) 0.0388(4) Uani 1 1 d . . .
O12 O 0.79450(11) 0.71739(10) 0.08868(8) 0.0385(4) Uani 1 1 d . . .
N13 N 0.64359(11) 0.29165(10) 0.43478(9) 0.0228(4) Uani 1 1 d . . .
N14 N 0.58732(12) 0.24865(12) 0.48638(10) 0.0324(4) Uani 1 1 d . . .
N15 N 0.50007(12) 0.30259(12) 0.50540(10) 0.0310(4) Uani 1 1 d . . .
N16 N 0.39075(12) 0.61438(11) 0.41198(10) 0.0313(4) Uani 1 1 d . . .
N17 N 0.44260(12) 0.65649(11) 0.35952(11) 0.0322(4) Uani 1 1 d . . .
N18 N 0.53304(11) 0.60088(10) 0.33497(9) 0.0244(4) Uani 1 1 d . . .
C41 C 1.07594(15) 0.16202(17) 0.37787(15) 0.0454(6) Uani 1 1 d . . .
H41A H 1.1439 0.1383 0.3515 0.068 Uiso 1 1 calc R . .
H41B H 1.0577 0.1292 0.4279 0.068 Uiso 1 1 calc R . .
H41C H 1.0568 0.2221 0.3856 0.068 Uiso 1 1 calc R . .
C42 C 0.93553(14) 0.18791(13) 0.36132(12) 0.0280(5) Uani 1 1 d . . .
C43 C 0.88251(14) 0.21434(15) 0.43404(12) 0.0338(5) Uani 1 1 d . . .
H43A H 0.9118 0.2106 0.4675 0.041 Uiso 1 1 calc R . .
C44 C 0.78586(14) 0.24654(14) 0.45810(12) 0.0332(5) Uani 1 1 d . . .
H44A H 0.7486 0.2649 0.5083 0.040 Uiso 1 1 calc R . .
C45 C 0.74431(13) 0.25180(12) 0.40920(11) 0.0227(4) Uani 1 1 d . . .
C46 C 0.79652(15) 0.22379(15) 0.33713(12) 0.0355(5) Uani 1 1 d . . .
H46A H 0.7669 0.2270 0.3041 0.043 Uiso 1 1 calc R . .
C47 C 0.89230(15) 0.19095(16) 0.31349(13) 0.0395(6) Uani 1 1 d . . .
H47A H 0.9292 0.1702 0.2641 0.047 Uiso 1 1 calc R . .
C48 C 0.59133(13) 0.37356(12) 0.42104(10) 0.0204(4) Uani 1 1 d . . .
C49 C 0.50026(13) 0.37997(13) 0.46625(11) 0.0236(4) Uani 1 1 d . . .
C50 C 0.41854(13) 0.46086(14) 0.47320(11) 0.0263(4) Uani 1 1 d . . .
C51 C 0.44716(13) 0.53167(13) 0.42119(11) 0.0236(4) Uani 1 1 d . . .
C52 C 0.53817(13) 0.52244(12) 0.37296(11) 0.0211(4) Uani 1 1 d . . .
C53 C 0.62156(13) 0.44399(12) 0.36895(10) 0.0196(4) Uani 1 1 d . . .
C54 C 0.60389(14) 0.62927(12) 0.27326(12) 0.0246(4) Uani 1 1 d . . .
C55 C 0.63514(14) 0.68323(13) 0.28704(12) 0.0269(4) Uani 1 1 d . . .
H55A H 0.6127 0.6993 0.3374 0.032 Uiso 1 1 calc R . .
C56 C 0.70026(14) 0.71399(13) 0.22592(12) 0.0272(4) Uani 1 1 d . . .
H56A H 0.7223 0.7514 0.2344 0.033 Uiso 1 1 calc R . .
C57 C 0.73261(15) 0.68977(13) 0.15279(12) 0.0286(5) Uani 1 1 d . . .
C58 C 0.70087(16) 0.63463(14) 0.14025(12) 0.0332(5) Uani 1 1 d . . .
H58A H 0.7239 0.6177 0.0901 0.040 Uiso 1 1 calc R . .
C59 C 0.63616(15) 0.60451(13) 0.20025(12) 0.0308(5) Uani 1 1 d . . .
H59A H 0.6139 0.5673 0.1917 0.037 Uiso 1 1 calc R . .
C60 C 0.82395(16) 0.78015(15) 0.09621(14) 0.0400(6) Uani 1 1 d . . .
H60A H 0.8679 0.7942 0.0462 0.060 Uiso 1 1 calc R . .
H60B H 0.8546 0.7570 0.1338 0.060 Uiso 1 1 calc R . .
H60C H 0.7694 0.8321 0.1137 0.060 Uiso 1 1 calc R . .
O13 O 0.25969(10) 0.52967(9) 0.15990(8) 0.0322(3) Uani 1 1 d . . .
O14 O 0.49516(10) 0.65965(10) -0.09485(8) 0.0345(4) Uani 1 1 d . . .
O15 O 0.17864(10) 0.22464(10) 0.13216(10) 0.0415(4) Uani 1 1 d . . .
O16 O 0.01943(10) 0.74494(10) 0.44314(8) 0.0352(4) Uani 1 1 d . . .
N19 N 0.35029(11) 0.46611(11) 0.00089(9) 0.0248(4) Uani 1 1 d . . .
N20 N 0.40617(13) 0.45854(12) -0.07529(10) 0.0343(4) Uani 1 1 d . . .
N21 N 0.44466(13) 0.51717(12) -0.09895(10) 0.0330(4) Uani 1 1 d . . .
N22 N 0.40722(12) 0.72712(11) 0.05797(10) 0.0312(4) Uani 1 1 d . . .
N23 N 0.35231(12) 0.73978(12) 0.12997(10) 0.0327(4) Uani 1 1 d . . .
N24 N 0.30616(11) 0.68338(10) 0.15678(9) 0.0248(4) Uani 1 1 d . . .
C61 C 0.08410(16) 0.24460(18) 0.14237(16) 0.0505(7) Uani 1 1 d . . .
H61A H 0.0678 0.1932 0.1642 0.076 Uiso 1 1 calc R . .
H61B H 0.0768 0.2647 0.0925 0.076 Uiso 1 1 calc R . .
H61C H 0.0428 0.2897 0.1775 0.076 Uiso 1 1 calc R . .
C62 C 0.21429(14) 0.28858(14) 0.10204(12) 0.0290(5) Uani 1 1 d . . .
C63 C 0.31002(15) 0.26228(14) 0.08325(13) 0.0344(5) Uani 1 1 d . . .
H63A H 0.3451 0.2035 0.0924 0.041 Uiso 1 1 calc R . .
C64 C 0.35431(15) 0.32078(14) 0.05146(13) 0.0318(5) Uani 1 1 d . . .
H64A H 0.4199 0.3025 0.0376 0.038 Uiso 1 1 calc R . .
C65 C 0.30221(14) 0.40642(13) 0.03987(11) 0.0243(4) Uani 1 1 d . . .
C66 C 0.20716(14) 0.43374(14) 0.05926(12) 0.0299(5) Uani 1 1 d . . .
H66A H 0.1722 0.4929 0.0516 0.036 Uiso 1 1 calc R . .
C67 C 0.16246(14) 0.37473(14) 0.08994(12) 0.0318(5) Uani 1 1 d . . .
H67A H 0.0971 0.3930 0.1026 0.038 Uiso 1 1 calc R . .
C68 C 0.35340(13) 0.53053(12) 0.02534(11) 0.0226(4) Uani 1 1 d . . .
C69 C 0.41347(13) 0.56253(13) -0.03857(11) 0.0241(4) Uani 1 1 d . . .
C70 C 0.44142(13) 0.63193(13) -0.03847(11) 0.0255(4) Uani 1 1 d . . .
C71 C 0.39661(13) 0.66388(13) 0.03788(11) 0.0235(4) Uani 1 1 d . . .
C72 C 0.33305(13) 0.63419(12) 0.10050(11) 0.0220(4) Uani 1 1 d . . .
C73 C 0.30754(13) 0.56150(13) 0.10325(11) 0.0227(4) Uani 1 1 d . . .
C74 C 0.23208(14) 0.69286(12) 0.23121(11) 0.0235(4) Uani 1 1 d . . .
C75 C 0.25142(15) 0.68703(14) 0.29547(12) 0.0300(5) Uani 1 1 d . . .
H75A H 0.3139 0.6714 0.2913 0.036 Uiso 1 1 calc R . .
C76 C 0.17869(15) 0.70423(15) 0.36550(12) 0.0325(5) Uani 1 1 d . . .
H76A H 0.1911 0.7007 0.4098 0.039 Uiso 1 1 calc R . .
C77 C 0.08709(14) 0.72680(13) 0.37159(11) 0.0260(4) Uani 1 1 d . . .
C78 C 0.06864(14) 0.73083(13) 0.30720(11) 0.0267(4) Uani 1 1 d . . .
H78A H 0.0064 0.7449 0.3114 0.032 Uiso 1 1 calc R . .
C79 C 0.14174(14) 0.71422(13) 0.23677(11) 0.0262(4) Uani 1 1 d . . .
H79A H 0.1297 0.7175 0.1923 0.031 Uiso 1 1 calc R . .
C80 C -0.07579(15) 0.76898(16) 0.45124(13) 0.0390(6) Uani 1 1 d . . .
H80A H -0.1170 0.7803 0.5047 0.059 Uiso 1 1 calc R . .
H80B H -0.0829 0.7222 0.4376 0.059 Uiso 1 1 calc R . .
H80C H -0.0924 0.8208 0.4170 0.059 Uiso 1 1 calc R . .
O17 O 0.93946(11) 0.14376(9) 0.14153(8) 0.0353(4) Uani 1 1 d . . .
O18 O 0.83829(11) 0.01055(11) -0.02272(9) 0.0427(4) Uani 1 1 d . . .
O19 O 0.92319(10) 0.47904(10) 0.11968(9) 0.0372(4) Uani 1 1 d . . .
O20 O 1.03219(11) -0.03963(11) 0.41395(8) 0.0403(4) Uani 1 1 d . . .
N25 N 0.85416(11) 0.24780(11) 0.02233(9) 0.0265(4) Uani 1 1 d . . .
N26 N 0.81955(12) 0.26667(12) -0.03411(10) 0.0340(4) Uani 1 1 d . . .
N27 N 0.81512(12) 0.19606(13) -0.04341(10) 0.0337(4) Uani 1 1 d . . .
N28 N 0.92463(12) -0.09536(12) 0.09231(10) 0.0328(4) Uani 1 1 d . . .
N29 N 0.95874(13) -0.11487(12) 0.14689(10) 0.0328(4) Uani 1 1 d . . .
N30 N 0.95670(11) -0.04138(11) 0.16195(9) 0.0264(4) Uani 1 1 d . . .
C81 C 0.88191(17) 0.49419(16) 0.19934(14) 0.0416(6) Uani 1 1 d . . .
H81A H 0.9042 0.5341 0.2068 0.062 Uiso 1 1 calc R . .
H81B H 0.8996 0.4398 0.2306 0.062 Uiso 1 1 calc R . .
H81C H 0.8137 0.5190 0.2152 0.062 Uiso 1 1 calc R . .
C82 C 0.90005(14) 0.42443(13) 0.09839(12) 0.0279(5) Uani 1 1 d . . .
C83 C 0.95092(14) 0.40265(14) 0.02276(12) 0.0324(5) Uani 1 1 d . . .
H83A H 0.9967 0.4269 -0.0108 0.039 Uiso 1 1 calc R . .
C84 C 0.93459(14) 0.34589(14) -0.00314(12) 0.0299(5) Uani 1 1 d . . .
H84A H 0.9694 0.3302 -0.0544 0.036 Uiso 1 1 calc R . .
C85 C 0.86685(13) 0.31214(13) 0.04654(11) 0.0255(4) Uani 1 1 d . . .
C86 C 0.81512(15) 0.33470(14) 0.12103(12) 0.0317(5) Uani 1 1 d . . .
H86A H 0.7683 0.3115 0.1540 0.038 Uiso 1 1 calc R . .
C87 C 0.83152(14) 0.39103(14) 0.14755(12) 0.0300(5) Uani 1 1 d . . .
H87A H 0.7963 0.4067 0.1988 0.036 Uiso 1 1 calc R . .
C88 C 0.87133(13) 0.16460(13) 0.04930(11) 0.0228(4) Uani 1 1 d . . .
C89 C 0.84632(13) 0.13208(14) 0.00696(11) 0.0264(4) Uani 1 1 d . . .
C90 C 0.85818(14) 0.04110(14) 0.01455(11) 0.0283(5) Uani 1 1 d . . .
C91 C 0.90044(13) -0.00941(14) 0.07285(11) 0.0253(4) Uani 1 1 d . . .
C92 C 0.92118(13) 0.02560(13) 0.11607(11) 0.0232(4) Uani 1 1 d . . .
C93 C 0.91274(13) 0.11560(13) 0.10818(11) 0.0242(4) Uani 1 1 d . . .
C94 C 0.98009(14) -0.04152(13) 0.22576(11) 0.0259(4) Uani 1 1 d . . .
C95 C 1.07157(15) -0.06291(13) 0.21629(12) 0.0292(5) Uani 1 1 d . . .
H95A H 1.1202 -0.0775 0.1678 0.035 Uiso 1 1 calc R . .
C96 C 1.09214(15) -0.06301(14) 0.27837(12) 0.0308(5) Uani 1 1 d . . .
H96A H 1.1551 -0.0776 0.2726 0.037 Uiso 1 1 calc R . .
C97 C 1.02051(15) -0.04173(14) 0.34872(12) 0.0308(5) Uani 1 1 d . . .
C98 C 0.92866(16) -0.02139(16) 0.35757(13) 0.0390(6) Uani 1 1 d . . .
H98A H 0.8799 -0.0077 0.4062 0.047 Uiso 1 1 calc R . .
C99 C 0.90785(15) -0.02106(15) 0.29581(12) 0.0347(5) Uani 1 1 d . . .
H99A H 0.8451 -0.0070 0.3014 0.042 Uiso 1 1 calc R . .
C100 C 1.12544(16) -0.05951(16) 0.40769(14) 0.0396(6) Uani 1 1 d . . .
H10B H 1.1250 -0.0559 0.4576 0.059 Uiso 1 1 calc R . .
H10C H 1.1513 -0.0185 0.3690 0.059 Uiso 1 1 calc R . .
H10D H 1.1640 -0.1177 0.3922 0.059 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 C13 1.210(2) . ?
O2 C10 1.218(2) . ?
O3 C2 1.363(2) . ?
O3 C1 1.431(3) . ?
O4 C17 1.372(2) . ?
O4 C20 1.430(3) . ?
N1 C8 1.350(2) . ?
N1 N2 1.368(2) . ?
N1 C5 1.442(2) . ?
N2 N3 1.318(2) . ?
N3 C9 1.359(3) . ?
N4 N5 1.317(2) . ?
N4 C11 1.362(2) . ?
N5 N6 1.366(2) . ?
N6 C12 1.348(2) . ?
N6 C14 1.437(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.385(3) . ?
C2 C7 1.401(3) . ?
C3 C4 1.389(3) . ?
C3 H3B 0.9500 . ?
C4 C5 1.379(3) . ?
C4 H4B 0.9500 . ?
C5 C6 1.389(3) . ?
C6 C7 1.378(3) . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9500 . ?
C8 C9 1.378(3) . ?
C8 C13 1.483(3) . ?
C9 C10 1.480(3) . ?
C10 C11 1.473(3) . ?
C11 C12 1.381(3) . ?
C12 C13 1.484(2) . ?
C14 C15 1.380(3) . ?
C14 C19 1.385(3) . ?
C15 C16 1.392(3) . ?
C15 H15A 0.9500 . ?
C16 C17 1.381(3) . ?
C16 H16A 0.9500 . ?
C17 C18 1.391(3) . ?
C18 C19 1.376(3) . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
O5 C33 1.211(2) . ?
O6 C30 1.221(2) . ?
O7 C22 1.368(2) . ?
O7 C21 1.428(2) . ?
O8 C37 1.371(2) . ?
O8 C40 1.432(3) . ?
N7 C28 1.348(2) . ?
N7 N8 1.365(2) . ?
N7 C25 1.443(2) . ?
N8 N9 1.314(2) . ?
N9 C29 1.357(3) . ?
N10 N11 1.312(2) . ?
N10 C31 1.359(3) . ?
N11 N12 1.368(2) . ?
N12 C32 1.357(2) . ?
N12 C34 1.440(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.385(3) . ?
C22 C27 1.395(3) . ?
C23 C24 1.390(3) . ?
C23 H23A 0.9500 . ?
C24 C25 1.373(3) . ?
C24 H24A 0.9500 . ?
C25 C26 1.383(3) . ?
C26 C27 1.372(3) . ?
C26 H26A 0.9500 . ?
C27 H27A 0.9500 . ?
C28 C29 1.373(3) . ?
C28 C33 1.491(2) . ?
C29 C30 1.473(3) . ?
C30 C31 1.476(3) . ?
C31 C32 1.383(3) . ?
C32 C33 1.485(3) . ?
C34 C35 1.375(3) . ?
C34 C39 1.392(3) . ?
C35 C36 1.390(3) . ?
C35 H35A 0.9500 . ?
C36 C37 1.381(3) . ?
C36 H36A 0.9500 . ?
C37 C38 1.389(3) . ?
C38 C39 1.378(3) . ?
C38 H38A 0.9500 . ?
C39 H39A 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
O9 C53 1.209(2) . ?
O10 C50 1.213(2) . ?
O11 C42 1.369(2) . ?
O11 C41 1.435(3) . ?
O12 C57 1.365(2) . ?
O12 C60 1.435(3) . ?
N13 C48 1.344(2) . ?
N13 N14 1.363(2) . ?
N13 C45 1.447(2) . ?
N14 N15 1.318(2) . ?
N15 C49 1.356(3) . ?
N16 N17 1.314(2) . ?
N16 C51 1.359(3) . ?
N17 N18 1.365(2) . ?
N18 C52 1.351(2) . ?
N18 C54 1.439(3) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.374(3) . ?
C42 C47 1.389(3) . ?
C43 C44 1.387(3) . ?
C43 H43A 0.9500 . ?
C44 C45 1.372(3) . ?
C44 H44A 0.9500 . ?
C45 C46 1.372(3) . ?
C46 C47 1.374(3) . ?
C46 H46A 0.9500 . ?
C47 H47A 0.9500 . ?
C48 C49 1.381(3) . ?
C48 C53 1.486(3) . ?
C49 C50 1.480(3) . ?
C50 C51 1.480(3) . ?
C51 C52 1.382(3) . ?
C52 C53 1.477(3) . ?
C54 C59 1.387(3) . ?
C54 C55 1.379(3) . ?
C55 C56 1.396(3) . ?
C55 H55A 0.9500 . ?
C56 C57 1.385(3) . ?
C56 H56A 0.9500 . ?
C57 C58 1.390(3) . ?
C58 C59 1.377(3) . ?
C58 H58A 0.9500 . ?
C59 H59A 0.9500 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
O13 C73 1.209(2) . ?
O14 C70 1.222(2) . ?
O15 C62 1.364(2) . ?
O15 C61 1.425(3) . ?
O16 C77 1.371(2) . ?
O16 C80 1.436(2) . ?
N19 C68 1.348(2) . ?
N19 N20 1.369(2) . ?
N19 C65 1.443(2) . ?
N20 N21 1.315(2) . ?
N21 C69 1.360(3) . ?
N22 N23 1.311(2) . ?
N22 C71 1.353(3) . ?
N23 N24 1.368(2) . ?
N24 C72 1.357(2) . ?
N24 C74 1.437(2) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 C67 1.390(3) . ?
C62 C63 1.390(3) . ?
C63 C64 1.376(3) . ?
C63 H63A 0.9500 . ?
C64 C65 1.383(3) . ?
C64 H64A 0.9500 . ?
C65 C66 1.376(3) . ?
C66 C67 1.388(3) . ?
C66 H66A 0.9500 . ?
C67 H67A 0.9500 . ?
C68 C69 1.382(3) . ?
C68 C73 1.489(3) . ?
C69 C70 1.468(3) . ?
C70 C71 1.470(3) . ?
C71 C72 1.384(3) . ?
C72 C73 1.477(3) . ?
C74 C79 1.380(3) . ?
C74 C75 1.387(3) . ?
C75 C76 1.379(3) . ?
C75 H75A 0.9500 . ?
C76 C77 1.393(3) . ?
C76 H76A 0.9500 . ?
C77 C78 1.389(3) . ?
C78 C79 1.385(3) . ?
C78 H78A 0.9500 . ?
C79 H79A 0.9500 . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?
O17 C93 1.211(2) . ?
O18 C90 1.215(2) . ?
O19 C82 1.370(2) . ?
O19 C81 1.434(3) . ?
O20 C97 1.371(2) . ?
O20 C100 1.428(3) . ?
N25 C88 1.346(3) . ?
N25 N26 1.361(2) . ?
N25 C85 1.439(3) . ?
N26 N27 1.318(3) . ?
N27 C89 1.357(3) . ?
N28 N29 1.320(2) . ?
N28 C91 1.358(3) . ?
N29 N30 1.360(2) . ?
N30 C92 1.352(2) . ?
N30 C94 1.451(2) . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C82 C87 1.387(3) . ?
C82 C83 1.395(3) . ?
C83 C84 1.379(3) . ?
C83 H83A 0.9500 . ?
C84 C85 1.383(3) . ?
C84 H84A 0.9500 . ?
C85 C86 1.381(3) . ?
C86 C87 1.381(3) . ?
C86 H86A 0.9500 . ?
C87 H87A 0.9500 . ?
C88 C89 1.384(3) . ?
C88 C93 1.481(3) . ?
C89 C90 1.475(3) . ?
C90 C91 1.485(3) . ?
C91 C92 1.375(3) . ?
C92 C93 1.475(3) . ?
C94 C95 1.375(3) . ?
C94 C99 1.382(3) . ?
C95 C96 1.388(3) . ?
C95 H95A 0.9500 . ?
C96 C97 1.385(3) . ?
C96 H96A 0.9500 . ?
C97 C98 1.388(3) . ?
C98 C99 1.383(3) . ?
C98 H98A 0.9500 . ?
C99 H99A 0.9500 . ?
C100 H10B 0.9800 . ?
C100 H10C 0.9800 . ?
C100 H10D 0.9800 . ?

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
C2 O3 C1 117.71(17) . . ?
C17 O4 C20 117.19(16) . . ?
C8 N1 N2 109.78(15) . . ?
C8 N1 C5 131.20(17) . . ?
N2 N1 C5 118.52(15) . . ?
N3 N2 N1 108.12(15) . . ?
N2 N3 C9 107.89(16) . . ?
N5 N4 C11 108.15(16) . . ?
N4 N5 N6 108.11(15) . . ?
C12 N6 N5 109.81(16) . . ?
C12 N6 C14 130.23(15) . . ?
N5 N6 C14 119.55(15) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 C3 124.97(18) . . ?
O3 C2 C7 114.76(18) . . ?
C3 C2 C7 120.27(18) . . ?
C2 C3 C4 119.74(18) . . ?
C2 C3 H3B 120.1 . . ?
C4 C3 H3B 120.1 . . ?
C5 C4 C3 119.32(19) . . ?
C5 C4 H4B 120.3 . . ?
C3 C4 H4B 120.3 . . ?
C4 C5 C6 121.66(18) . . ?
C4 C5 N1 119.16(18) . . ?
C6 C5 N1 119.00(17) . . ?
C7 C6 C5 118.93(18) . . ?
C7 C6 H6A 120.5 . . ?
C5 C6 H6A 120.5 . . ?
C6 C7 C2 120.04(19) . . ?
C6 C7 H7A 120.0 . . ?
C2 C7 H7A 120.0 . . ?
N1 C8 C9 104.77(17) . . ?
N1 C8 C13 129.43(17) . . ?
C9 C8 C13 125.64(17) . . ?
N3 C9 C8 109.42(17) . . ?
N3 C9 C10 126.29(18) . . ?
C8 C9 C10 124.26(18) . . ?
O2 C10 C9 124.40(19) . . ?
O2 C10 C11 124.99(18) . . ?
C9 C10 C11 110.60(16) . . ?
N4 C11 C12 108.89(17) . . ?
N4 C11 C10 126.72(18) . . ?
C12 C11 C10 124.35(17) . . ?
N6 C12 C11 105.04(16) . . ?
N6 C12 C13 129.22(17) . . ?
C11 C12 C13 125.56(17) . . ?
O1 C13 C8 125.55(16) . . ?
O1 C13 C12 125.44(17) . . ?
C8 C13 C12 109.01(15) . . ?
C15 C14 C19 121.49(19) . . ?
C15 C14 N6 120.31(17) . . ?
C19 C14 N6 118.14(18) . . ?
C14 C15 C16 119.16(18) . . ?
C14 C15 H15A 120.4 . . ?
C16 C15 H15A 120.4 . . ?
C17 C16 C15 119.8(2) . . ?
C17 C16 H16A 120.1 . . ?
C15 C16 H16A 120.1 . . ?
O4 C17 C16 124.64(19) . . ?
O4 C17 C18 115.33(18) . . ?
C16 C17 C18 120.03(19) . . ?
C19 C18 C17 120.59(19) . . ?
C19 C18 H18A 119.7 . . ?
C17 C18 H18A 119.7 . . ?
C18 C19 C14 118.86(19) . . ?
C18 C19 H19A 120.6 . . ?
C14 C19 H19A 120.6 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 O7 C21 118.35(15) . . ?
C37 O8 C40 117.88(19) . . ?
C28 N7 N8 109.82(16) . . ?
C28 N7 C25 130.35(15) . . ?
N8 N7 C25 119.69(16) . . ?
N9 N8 N7 107.96(16) . . ?
N8 N9 C29 108.09(15) . . ?
N11 N10 C31 108.33(17) . . ?
N10 N11 N12 108.08(17) . . ?
C32 N12 N11 109.91(15) . . ?
C32 N12 C34 132.65(17) . . ?
N11 N12 C34 117.42(16) . . ?
O7 C21 H21A 109.5 . . ?
O7 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O7 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O7 C22 C23 125.04(18) . . ?
O7 C22 C27 114.78(16) . . ?
C23 C22 C27 120.16(18) . . ?
C22 C23 C24 119.46(18) . . ?
C22 C23 H23A 120.3 . . ?
C24 C23 H23A 120.3 . . ?
C25 C24 C23 119.50(17) . . ?
C25 C24 H24A 120.2 . . ?
C23 C24 H24A 120.2 . . ?
C24 C25 C26 121.53(18) . . ?
C24 C25 N7 119.71(16) . . ?
C26 C25 N7 118.75(17) . . ?
C27 C26 C25 119.15(18) . . ?
C27 C26 H26A 120.4 . . ?
C25 C26 H26A 120.4 . . ?
C26 C27 C22 120.19(18) . . ?
C26 C27 H27A 119.9 . . ?
C22 C27 H27A 119.9 . . ?
N7 C28 C29 104.79(16) . . ?
N7 C28 C33 128.98(16) . . ?
C29 C28 C33 126.23(18) . . ?
N9 C29 C28 109.33(18) . . ?
N9 C29 C30 126.86(17) . . ?
C28 C29 C30 123.80(17) . . ?
O6 C30 C29 124.54(19) . . ?
O6 C30 C31 124.47(19) . . ?
C29 C30 C31 110.99(16) . . ?
N10 C31 C32 109.35(18) . . ?
N10 C31 C30 125.62(18) . . ?
C32 C31 C30 124.94(18) . . ?
N12 C32 C31 104.32(17) . . ?
N12 C32 C33 130.76(16) . . ?
C31 C32 C33 124.71(17) . . ?
O5 C33 C32 126.38(17) . . ?
O5 C33 C28 124.38(17) . . ?
C32 C33 C28 109.24(15) . . ?
C35 C34 C39 120.77(18) . . ?
C35 C34 N12 118.72(18) . . ?
C39 C34 N12 120.48(17) . . ?
C34 C35 C36 120.4(2) . . ?
C34 C35 H35A 119.8 . . ?
C36 C35 H35A 119.8 . . ?
C37 C36 C35 119.1(2) . . ?
C37 C36 H36A 120.4 . . ?
C35 C36 H36A 120.4 . . ?
O8 C37 C36 124.8(2) . . ?
O8 C37 C38 115.05(19) . . ?
C36 C37 C38 120.19(19) . . ?
C39 C38 C37 120.9(2) . . ?
C39 C38 H38A 119.6 . . ?
C37 C38 H38A 119.6 . . ?
C38 C39 C34 118.60(19) . . ?
C38 C39 H39A 120.7 . . ?
C34 C39 H39A 120.7 . . ?
O8 C40 H40A 109.5 . . ?
O8 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O8 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 O11 C41 116.40(16) . . ?
C57 O12 C60 117.94(17) . . ?
C48 N13 N14 109.74(15) . . ?
C48 N13 C45 128.72(16) . . ?
N14 N13 C45 121.16(16) . . ?
N15 N14 N13 108.20(16) . . ?
N14 N15 C49 108.03(16) . . ?
N17 N16 C51 108.21(16) . . ?
N16 N17 N18 108.22(16) . . ?
C52 N18 N17 109.72(16) . . ?
C52 N18 C54 130.46(16) . . ?
N17 N18 C54 119.66(16) . . ?
O11 C41 H41A 109.5 . . ?
O11 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O11 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O11 C42 C43 123.66(18) . . ?
O11 C42 C47 116.29(18) . . ?
C43 C42 C47 120.04(19) . . ?
C42 C43 C44 119.43(19) . . ?
C42 C43 H43A 120.3 . . ?
C44 C43 H43A 120.3 . . ?
C45 C44 C43 119.77(19) . . ?
C45 C44 H44A 120.1 . . ?
C43 C44 H44A 120.1 . . ?
C44 C45 C46 121.27(18) . . ?
C44 C45 N13 117.70(17) . . ?
C46 C45 N13 120.97(17) . . ?
C47 C46 C45 119.04(19) . . ?
C47 C46 H46A 120.5 . . ?
C45 C46 H46A 120.5 . . ?
C46 C47 C42 120.4(2) . . ?
C46 C47 H47A 119.8 . . ?
C42 C47 H47A 119.8 . . ?
N13 C48 C49 105.07(17) . . ?
N13 C48 C53 129.08(17) . . ?
C49 C48 C53 125.85(17) . . ?
N15 C49 C48 108.97(18) . . ?
N15 C49 C50 126.88(17) . . ?
C48 C49 C50 124.04(18) . . ?
O10 C50 C51 124.4(2) . . ?
O10 C50 C49 124.8(2) . . ?
C51 C50 C49 110.79(16) . . ?
N16 C51 C52 109.03(18) . . ?
N16 C51 C50 126.97(18) . . ?
C52 C51 C50 124.00(18) . . ?
N18 C52 C51 104.80(17) . . ?
N18 C52 C53 128.99(17) . . ?
C51 C52 C53 126.11(18) . . ?
O9 C53 C52 125.79(17) . . ?
O9 C53 C48 125.23(17) . . ?
C52 C53 C48 108.93(15) . . ?
C59 C54 C55 121.49(19) . . ?
C59 C54 N18 118.89(17) . . ?
C55 C54 N18 119.55(18) . . ?
C54 C55 C56 119.09(19) . . ?
C54 C55 H55A 120.5 . . ?
C56 C55 H55A 120.5 . . ?
C57 C56 C55 119.76(18) . . ?
C57 C56 H56A 120.1 . . ?
C55 C56 H56A 120.1 . . ?
O12 C57 C56 124.72(18) . . ?
O12 C57 C58 115.01(18) . . ?
C56 C57 C58 120.26(19) . . ?
C59 C58 C57 120.2(2) . . ?
C59 C58 H58A 119.9 . . ?
C57 C58 H58A 119.9 . . ?
C58 C59 C54 119.16(19) . . ?
C58 C59 H59A 120.4 . . ?
C54 C59 H59A 120.4 . . ?
O12 C60 H60A 109.5 . . ?
O12 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
O12 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C62 O15 C61 118.04(18) . . ?
C77 O16 C80 117.41(16) . . ?
C68 N19 N20 109.93(16) . . ?
C68 N19 C65 132.23(16) . . ?
N20 N19 C65 117.83(16) . . ?
N21 N20 N19 108.04(16) . . ?
N20 N21 C69 108.07(17) . . ?
N23 N22 C71 108.60(16) . . ?
N22 N23 N24 107.81(16) . . ?
N23 N24 C72 110.02(16) . . ?
N23 N24 C74 118.16(16) . . ?
C72 N24 C74 131.16(16) . . ?
O15 C61 H61A 109.5 . . ?
O15 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
O15 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
O15 C62 C67 125.01(18) . . ?
O15 C62 C63 115.04(19) . . ?
C67 C62 C63 120.0(2) . . ?
C62 C63 C64 120.5(2) . . ?
C62 C63 H63A 119.8 . . ?
C64 C63 H63A 119.8 . . ?
C65 C64 C63 119.24(19) . . ?
C65 C64 H64A 120.4 . . ?
C63 C64 H64A 120.4 . . ?
C66 C65 C64 121.04(19) . . ?
C66 C65 N19 120.02(18) . . ?
C64 C65 N19 118.73(17) . . ?
C65 C66 C67 119.9(2) . . ?
C65 C66 H66A 120.0 . . ?
C67 C66 H66A 120.0 . . ?
C62 C67 C66 119.38(19) . . ?
C62 C67 H67A 120.3 . . ?
C66 C67 H67A 120.3 . . ?
N19 C68 C69 104.71(17) . . ?
N19 C68 C73 130.04(17) . . ?
C69 C68 C73 125.21(17) . . ?
N21 C69 C68 109.25(18) . . ?
N21 C69 C70 126.45(18) . . ?
C68 C69 C70 124.23(18) . . ?
O14 C70 C69 124.16(19) . . ?
O14 C70 C71 124.29(19) . . ?
C69 C70 C71 111.55(16) . . ?
N22 C71 C72 109.41(17) . . ?
N22 C71 C70 126.88(17) . . ?
C72 C71 C70 123.68(18) . . ?
N24 C72 C71 104.15(17) . . ?
N24 C72 C73 129.96(17) . . ?
C71 C72 C73 125.80(18) . . ?
O13 C73 C72 125.99(18) . . ?
O13 C73 C68 124.72(18) . . ?
C72 C73 C68 109.25(16) . . ?
C79 C74 C75 120.98(18) . . ?
C79 C74 N24 119.41(17) . . ?
C75 C74 N24 119.42(17) . . ?
C76 C75 C74 119.12(19) . . ?
C76 C75 H75A 120.4 . . ?
C74 C75 H75A 120.4 . . ?
C75 C76 C77 120.36(18) . . ?
C75 C76 H76A 119.8 . . ?
C77 C76 H76A 119.8 . . ?
O16 C77 C78 123.90(18) . . ?
O16 C77 C76 116.03(17) . . ?
C78 C77 C76 120.07(19) . . ?
C77 C78 C79 119.45(18) . . ?
C77 C78 H78A 120.3 . . ?
C79 C78 H78A 120.3 . . ?
C74 C79 C78 119.99(18) . . ?
C74 C79 H79A 120.0 . . ?
C78 C79 H79A 120.0 . . ?
O16 C80 H80A 109.5 . . ?
O16 C80 H80B 109.5 . . ?
H80A C80 H80B 109.5 . . ?
O16 C80 H80C 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
C82 O19 C81 117.71(16) . . ?
C97 O20 C100 116.90(17) . . ?
C88 N25 N26 110.02(16) . . ?
C88 N25 C85 128.51(16) . . ?
N26 N25 C85 121.47(16) . . ?
N27 N26 N25 107.91(16) . . ?
N26 N27 C89 108.44(16) . . ?
N29 N28 C91 107.93(16) . . ?
N28 N29 N30 108.13(16) . . ?
C92 N30 N29 109.81(16) . . ?
C92 N30 C94 129.35(17) . . ?
N29 N30 C94 120.41(16) . . ?
O19 C81 H81A 109.5 . . ?
O19 C81 H81B 109.5 . . ?
H81A C81 H81B 109.5 . . ?
O19 C81 H81C 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
O19 C82 C87 123.60(19) . . ?
O19 C82 C83 115.73(18) . . ?
C87 C82 C83 120.7(2) . . ?
C84 C83 C82 119.88(19) . . ?
C84 C83 H83A 120.1 . . ?
C82 C83 H83A 120.1 . . ?
C83 C84 C85 119.1(2) . . ?
C83 C84 H84A 120.5 . . ?
C85 C84 H84A 120.5 . . ?
C86 C85 C84 121.3(2) . . ?
C86 C85 N25 118.94(18) . . ?
C84 C85 N25 119.63(18) . . ?
C85 C86 C87 119.98(19) . . ?
C85 C86 H86A 120.0 . . ?
C87 C86 H86A 120.0 . . ?
C82 C87 C86 119.1(2) . . ?
C82 C87 H87A 120.4 . . ?
C86 C87 H87A 120.4 . . ?
N25 C88 C89 104.96(17) . . ?
N25 C88 C93 128.59(17) . . ?
C89 C88 C93 126.38(18) . . ?
N27 C89 C88 108.68(19) . . ?
N27 C89 C90 127.51(18) . . ?
C88 C89 C90 123.72(18) . . ?
O18 C90 C89 125.12(19) . . ?
O18 C90 C91 124.1(2) . . ?
C89 C90 C91 110.80(16) . . ?
N28 C91 C92 109.29(18) . . ?
N28 C91 C90 126.77(18) . . ?
C92 C91 C90 123.95(19) . . ?
N30 C92 C91 104.83(18) . . ?
N30 C92 C93 128.64(17) . . ?
C91 C92 C93 126.36(17) . . ?
O17 C93 C92 125.58(17) . . ?
O17 C93 C88 125.68(18) . . ?
C92 C93 C88 108.64(16) . . ?
C95 C94 C99 121.79(19) . . ?
C95 C94 N30 120.41(18) . . ?
C99 C94 N30 117.79(17) . . ?
C94 C95 C96 119.3(2) . . ?
C94 C95 H95A 120.4 . . ?
C96 C95 H95A 120.4 . . ?
C97 C96 C95 119.67(19) . . ?
C97 C96 H96A 120.2 . . ?
C95 C96 H96A 120.2 . . ?
O20 C97 C98 114.73(19) . . ?
O20 C97 C96 124.94(19) . . ?
C98 C97 C96 120.32(19) . . ?
C97 C98 C99 120.2(2) . . ?
C97 C98 H98A 119.9 . . ?
C99 C98 H98A 119.9 . . ?
C94 C99 C98 118.75(19) . . ?
C94 C99 H99A 120.6 . . ?
C98 C99 H99A 120.6 . . ?
O20 C100 H10B 109.5 . . ?
O20 C100 H10C 109.5 . . ?
H10B C100 H10C 109.5 . . ?
O20 C100 H10D 109.5 . . ?
H10B C100 H10D 109.5 . . ?
H10C C100 H10D 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.846
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.049

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

data_ch15378
_database_code_depnum_ccdc_archive 'CCDC 1409274'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H9 N3 O2'
_chemical_formula_sum            'C16 H9 N3 O2'
_chemical_formula_weight         275.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C c'

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

_cell_length_a                   23.897(17)
_cell_length_b                   6.420(5)
_cell_length_c                   8.292(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.275(11)
_cell_angle_gamma                90.00
_cell_volume                     1266.6(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9339
_exptl_absorpt_correction_T_max  0.9961
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2966
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_sigmaI/netI    0.0740
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         25.07
_reflns_number_total             1559
_reflns_number_gt                1093
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0564P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(3)
_refine_ls_number_reflns         1559
_refine_ls_number_parameters     190
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1313
_refine_ls_wR_factor_gt          0.1095
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.52559(17) 0.2576(6) 0.9083(6) 0.0259(11) Uani 1 1 d . . .
C2 C 0.5876(2) 0.2559(5) 0.8859(6) 0.0276(10) Uani 1 1 d . . .
C3 C 0.60327(19) 0.2582(5) 0.7280(5) 0.0295(12) Uani 1 1 d . . .
H3 H 0.5750 0.2612 0.6395 0.035 Uiso 1 1 calc R . .
C4 C 0.6598(2) 0.2562(5) 0.6980(7) 0.0355(11) Uani 1 1 d . . .
H4 H 0.6702 0.2593 0.5902 0.043 Uiso 1 1 calc R . .
C5 C 0.7009(2) 0.2495(5) 0.8294(6) 0.0361(12) Uani 1 1 d . . .
H5 H 0.7395 0.2489 0.8111 0.043 Uiso 1 1 calc R . .
C6 C 0.68530(18) 0.2439(6) 0.9868(6) 0.0336(13) Uani 1 1 d . . .
H6 H 0.7136 0.2368 1.0748 0.040 Uiso 1 1 calc R . .
C7 C 0.62916(18) 0.2483(5) 1.0180(6) 0.0247(10) Uani 1 1 d . . .
C8 C 0.61522(18) 0.2437(5) 1.1903(6) 0.0279(11) Uani 1 1 d . . .
C9 C 0.55475(17) 0.2435(6) 1.2091(6) 0.0260(11) Uani 1 1 d . . .
C10 C 0.51425(18) 0.2509(5) 1.0811(6) 0.0269(11) Uani 1 1 d . . .
C11 C 0.40727(19) 0.2434(6) 1.0802(6) 0.0352(11) Uani 1 1 d . . .
C12 C 0.3725(2) 0.0834(7) 1.1187(8) 0.0488(14) Uani 1 1 d . . .
H12 H 0.3862 -0.0266 1.1881 0.059 Uiso 1 1 calc R . .
C13 C 0.3173(2) 0.0870(8) 1.0540(8) 0.0618(18) Uani 1 1 d . . .
H13 H 0.2927 -0.0217 1.0794 0.074 Uiso 1 1 calc R . .
C14 C 0.2973(2) 0.2472(8) 0.9523(8) 0.0627(18) Uani 1 1 d . . .
H14 H 0.2592 0.2489 0.9082 0.075 Uiso 1 1 calc R . .
C15 C 0.3331(2) 0.4017(8) 0.9166(9) 0.0655(19) Uani 1 1 d . . .
H15 H 0.3197 0.5109 0.8460 0.079 Uiso 1 1 calc R . .
C16 C 0.3884(2) 0.4029(7) 0.9809(7) 0.0491(16) Uani 1 1 d . . .
H16 H 0.4129 0.5127 0.9566 0.059 Uiso 1 1 calc R . .
N1 N 0.52966(17) 0.2291(5) 1.3519(5) 0.0359(11) Uani 1 1 d . . .
N2 N 0.47510(14) 0.2283(5) 1.3163(5) 0.0336(10) Uani 1 1 d . . .
N3 N 0.46485(14) 0.2417(4) 1.1508(5) 0.0304(9) Uani 1 1 d . . .
O1 O 0.48948(13) 0.2668(4) 0.7952(4) 0.0398(9) Uani 1 1 d . . .
O2 O 0.65134(13) 0.2412(4) 1.3053(4) 0.0350(8) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.216(5) . ?
C1 C10 1.484(7) . ?
C1 C2 1.511(7) . ?
C2 C3 1.395(7) . ?
C2 C7 1.410(6) . ?
C3 C4 1.396(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.390(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.497(7) . ?
C8 O2 1.226(5) . ?
C8 C9 1.467(6) . ?
C9 C10 1.370(6) . ?
C9 N1 1.378(7) . ?
C10 N3 1.363(6) . ?
C11 C16 1.364(6) . ?
C11 C12 1.377(6) . ?
C11 N3 1.445(5) . ?
C12 C13 1.377(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.360(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.379(6) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
N1 N2 1.310(5) . ?
N2 N3 1.374(5) . ?

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
O1 C1 C10 124.5(4) . . ?
O1 C1 C2 122.7(5) . . ?
C10 C1 C2 112.8(4) . . ?
C3 C2 C7 120.0(5) . . ?
C3 C2 C1 117.8(4) . . ?
C7 C2 C1 122.2(5) . . ?
C2 C3 C4 120.9(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 118.9(5) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 120.2(4) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 121.4(4) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C2 118.6(5) . . ?
C6 C7 C8 118.7(4) . . ?
C2 C7 C8 122.7(4) . . ?
O2 C8 C9 123.2(5) . . ?
O2 C8 C7 122.7(4) . . ?
C9 C8 C7 114.1(4) . . ?
C10 C9 N1 109.6(4) . . ?
C10 C9 C8 123.4(5) . . ?
N1 C9 C8 127.0(4) . . ?
N3 C10 C9 104.3(4) . . ?
N3 C10 C1 130.8(4) . . ?
C9 C10 C1 124.8(4) . . ?
C16 C11 C12 121.8(5) . . ?
C16 C11 N3 120.0(4) . . ?
C12 C11 N3 118.2(4) . . ?
C11 C12 C13 118.2(4) . . ?
C11 C12 H12 120.9 . . ?
C13 C12 H12 120.9 . . ?
C12 C13 C14 120.9(5) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 119.0(5) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 121.3(5) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C11 C16 C15 118.7(5) . . ?
C11 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
N2 N1 C9 108.0(4) . . ?
N1 N2 N3 107.9(3) . . ?
C10 N3 N2 110.2(3) . . ?
C10 N3 C11 131.1(4) . . ?
N2 N3 C11 118.7(4) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.07
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.049
