# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_final_nitrile
#TrackingRef 'CIF FILE nitrile.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H23 N3 O2'
_chemical_formula_sum            'C28 H23 N3 O2'
_chemical_formula_weight         433.49
_chemical_absolute_configuration unk

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   P21
_symmetry_space_group_name_Hall  'P 2yb'

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

_cell_length_a                   11.136(9)
_cell_length_b                   6.875(6)
_cell_length_c                   15.243(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.490(19)
_cell_angle_gamma                90.00
_cell_volume                     1129.9(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1022
_cell_measurement_theta_min      1.38
_cell_measurement_theta_max      28.39

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  
'Bruker SMART APEXII area-detector diffractometer'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9267
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0430
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.38
_diffrn_reflns_theta_max         28.39
_reflns_number_total             4850
_reflns_number_gt                4278
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2005)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2005)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 and PLATON (Spek, 2003)'



_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness 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 threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0688P)^2^+0.0641P] where 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    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   -0.7(11)
_refine_ls_number_reflns         4850
_refine_ls_number_parameters     300
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_ref         0.1158
_refine_ls_wR_factor_gt          0.1080
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 -0.16969(17) 0.8248(3) 0.32933(13) 0.0386(4) Uani 1 1 d . . .
H1 H -0.1817 0.8660 0.3846 0.046 Uiso 1 1 calc R . .
C2 C -0.21711(18) 0.9321(3) 0.25203(13) 0.0399(4) Uani 1 1 d . . .
H2 H -0.2618 1.0450 0.2551 0.048 Uiso 1 1 calc R . .
C3 C -0.19824(17) 0.8718(3) 0.16982(13) 0.0387(4) Uani 1 1 d . . .
H3 H -0.2289 0.9452 0.1178 0.046 Uiso 1 1 calc R . .
C4 C -0.13348(16) 0.7017(3) 0.16543(11) 0.0319(4) Uani 1 1 d . . .
H4 H -0.1205 0.6628 0.1101 0.038 Uiso 1 1 calc R . .
C5 C -0.08723(14) 0.5874(2) 0.24196(10) 0.0275(3) Uani 1 1 d . . .
C6 C -0.10407(15) 0.6555(3) 0.32450(11) 0.0321(4) Uani 1 1 d . . .
C7 C -0.00905(17) 0.3722(3) 0.40155(12) 0.0383(4) Uani 1 1 d . . .
H7A H -0.0795 0.2845 0.3870 0.046 Uiso 1 1 calc R . .
H7B H 0.0424 0.3356 0.4605 0.046 Uiso 1 1 calc R . .
C8 C 0.06587(15) 0.3492(2) 0.33065(11) 0.0304(3) Uani 1 1 d . . .
C9 C -0.02091(15) 0.3967(2) 0.23556(10) 0.0279(3) Uani 1 1 d . . .
H9 H -0.0832 0.2934 0.2194 0.034 Uiso 1 1 calc R . .
C10 C 0.05858(15) 0.3925(2) 0.16912(11) 0.0290(3) Uani 1 1 d . . .
C11 C 0.18441(15) 0.4101(2) 0.19799(11) 0.0294(3) Uani 1 1 d . . .
C12 C 0.18052(15) 0.4861(3) 0.34690(11) 0.0296(3) Uani 1 1 d . . .
H12 H 0.1502 0.6197 0.3349 0.036 Uiso 1 1 calc R . .
C13 C 0.26819(15) 0.4818(3) 0.43988(11) 0.0316(4) Uani 1 1 d . . .
C14 C 0.27553(17) 0.6418(3) 0.49620(12) 0.0361(4) Uani 1 1 d . . .
H14 H 0.2232 0.7474 0.4776 0.043 Uiso 1 1 calc R . .
C15 C 0.36036(19) 0.6460(3) 0.58021(12) 0.0419(4) Uani 1 1 d . . .
H15 H 0.3643 0.7548 0.6171 0.050 Uiso 1 1 calc R . .
C16 C 0.43938(17) 0.4904(3) 0.60989(12) 0.0404(4) Uani 1 1 d . . .
C17 C 0.43119(19) 0.3297(3) 0.55352(14) 0.0458(5) Uani 1 1 d . . .
H17 H 0.4832 0.2238 0.5723 0.055 Uiso 1 1 calc R . .
C18 C 0.34654(18) 0.3247(3) 0.46958(13) 0.0429(5) Uani 1 1 d . . .
H18 H 0.3421 0.2155 0.4329 0.052 Uiso 1 1 calc R . .
C19 C 0.5330(2) 0.4950(4) 0.70103(14) 0.0593(6) Uani 1 1 d . . .
H19A H 0.4955 0.4449 0.7467 0.089 Uiso 1 1 calc R . .
H19B H 0.5594 0.6266 0.7156 0.089 Uiso 1 1 calc R . .
H19C H 0.6033 0.4165 0.6986 0.089 Uiso 1 1 calc R . .
C20 C 0.10535(17) 0.1443(3) 0.33157(13) 0.0381(4) Uani 1 1 d . . .
C21 C 0.03769(16) 0.3454(3) 0.07618(11) 0.0325(4) Uani 1 1 d . . .
C22 C -0.08389(18) 0.3116(3) 0.00826(13) 0.0415(4) Uani 1 1 d . . .
H22A H -0.0688 0.2687 -0.0479 0.062 Uiso 1 1 calc R . .
H22B H -0.1305 0.4306 -0.0014 0.062 Uiso 1 1 calc R . .
H22C H -0.1301 0.2140 0.0308 0.062 Uiso 1 1 calc R . .
C23 C 0.36148(16) 0.3712(3) 0.12393(11) 0.0327(4) Uani 1 1 d . . .
C24 C 0.39769(19) 0.2452(3) 0.06442(13) 0.0418(4) Uani 1 1 d . . .
H24 H 0.3397 0.1653 0.0267 0.050 Uiso 1 1 calc R . .
C25 C 0.5207(2) 0.2393(4) 0.06149(15) 0.0503(5) Uani 1 1 d . . .
H25 H 0.5453 0.1557 0.0212 0.060 Uiso 1 1 calc R . .
C26 C 0.60724(19) 0.3564(4) 0.11786(15) 0.0504(5) Uani 1 1 d . . .
H26 H 0.6901 0.3507 0.1161 0.060 Uiso 1 1 calc R . .
C27 C 0.57079(19) 0.4817(4) 0.17664(15) 0.0508(5) Uani 1 1 d . . .
H27 H 0.6291 0.5611 0.2144 0.061 Uiso 1 1 calc R . .
C28 C 0.44761(19) 0.4904(3) 0.17989(14) 0.0448(5) Uani 1 1 d . . .
H28 H 0.4231 0.5758 0.2194 0.054 Uiso 1 1 calc R . .
N1 N 0.14219(14) 0.3348(2) 0.05037(10) 0.0355(3) Uani 1 1 d . . .
N2 N 0.23493(13) 0.3773(2) 0.12705(9) 0.0334(3) Uani 1 1 d . . .
N3 N 0.13503(19) -0.0137(3) 0.33229(15) 0.0608(5) Uani 1 1 d . . .
O1 O -0.05249(13) 0.5656(2) 0.40611(8) 0.0433(3) Uani 1 1 d . . .
O2 O 0.25468(11) 0.43932(19) 0.28281(8) 0.0343(3) Uani 1 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
C1 0.0345(9) 0.0489(11) 0.0325(9) -0.0084(8) 0.0084(7) 0.0044(8)
C2 0.0350(9) 0.0389(10) 0.0447(10) -0.0036(8) 0.0076(8) 0.0079(8)
C3 0.0371(10) 0.0392(10) 0.0375(9) 0.0070(8) 0.0048(7) 0.0055(8)
C4 0.0308(9) 0.0373(9) 0.0267(8) 0.0014(6) 0.0055(7) 0.0016(7)
C5 0.0212(7) 0.0331(8) 0.0275(8) -0.0014(6) 0.0047(6) -0.0003(6)
C6 0.0252(8) 0.0447(10) 0.0254(8) 0.0012(7) 0.0044(6) 0.0013(7)
C7 0.0346(9) 0.0490(11) 0.0305(9) 0.0084(8) 0.0063(7) 0.0010(8)
C8 0.0277(8) 0.0318(8) 0.0300(8) 0.0048(7) 0.0039(6) 0.0020(6)
C9 0.0244(8) 0.0295(8) 0.0280(8) 0.0007(6) 0.0029(6) 0.0003(6)
C10 0.0281(8) 0.0289(8) 0.0285(8) -0.0022(6) 0.0040(6) 0.0010(6)
C11 0.0288(8) 0.0302(8) 0.0283(8) -0.0025(6) 0.0055(6) 0.0000(6)
C12 0.0274(8) 0.0325(8) 0.0278(8) -0.0001(6) 0.0047(6) 0.0019(6)
C13 0.0272(8) 0.0413(9) 0.0261(8) -0.0003(7) 0.0063(6) -0.0003(7)
C14 0.0394(10) 0.0348(9) 0.0333(8) 0.0005(7) 0.0078(7) -0.0015(7)
C15 0.0507(11) 0.0411(10) 0.0316(9) -0.0045(8) 0.0061(8) -0.0112(9)
C16 0.0335(10) 0.0544(11) 0.0305(9) 0.0034(8) 0.0025(7) -0.0106(9)
C17 0.0371(10) 0.0555(13) 0.0394(10) 0.0009(9) -0.0005(8) 0.0114(9)
C18 0.0384(10) 0.0504(11) 0.0358(9) -0.0062(8) 0.0016(8) 0.0105(9)
C19 0.0546(13) 0.0729(16) 0.0388(10) 0.0055(11) -0.0100(9) -0.0122(12)
C20 0.0330(9) 0.0366(10) 0.0408(9) 0.0090(8) 0.0022(7) -0.0002(7)
C21 0.0338(9) 0.0312(8) 0.0307(8) -0.0024(7) 0.0048(7) 0.0014(7)
C22 0.0346(10) 0.0486(11) 0.0371(9) -0.0110(8) 0.0012(8) 0.0005(8)
C23 0.0310(9) 0.0369(9) 0.0302(8) 0.0019(7) 0.0076(6) 0.0006(7)
C24 0.0357(10) 0.0500(11) 0.0389(10) -0.0094(9) 0.0078(8) 0.0015(8)
C25 0.0404(11) 0.0609(14) 0.0517(11) -0.0101(10) 0.0155(9) 0.0080(10)
C26 0.0304(10) 0.0675(14) 0.0548(12) 0.0014(11) 0.0137(9) 0.0021(10)
C27 0.0381(11) 0.0598(13) 0.0545(12) -0.0090(10) 0.0116(9) -0.0152(10)
C28 0.0432(11) 0.0464(11) 0.0475(11) -0.0128(9) 0.0165(9) -0.0089(9)
N1 0.0336(8) 0.0422(9) 0.0287(7) -0.0068(6) 0.0038(6) 0.0015(6)
N2 0.0298(7) 0.0419(8) 0.0281(7) -0.0063(6) 0.0065(5) -0.0001(6)
N3 0.0564(11) 0.0347(9) 0.0819(13) 0.0107(10) -0.0002(10) 0.0052(8)
O1 0.0464(8) 0.0578(9) 0.0250(6) 0.0033(6) 0.0078(5) 0.0150(7)
O2 0.0260(6) 0.0486(7) 0.0272(6) -0.0041(5) 0.0044(4) -0.0021(5)

_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 C2 1.378(3) . ?
C1 C6 1.386(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.385(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(2) . ?
C5 C9 1.520(2) . ?
C6 O1 1.379(2) . ?
C7 O1 1.422(3) . ?
C7 C8 1.530(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C20 1.475(3) . ?
C8 C12 1.556(3) . ?
C8 C9 1.562(2) . ?
C9 C10 1.503(2) . ?
C9 H9 0.9800 . ?
C10 C11 1.365(3) . ?
C10 C21 1.415(3) . ?
C11 O2 1.348(2) . ?
C11 N2 1.357(2) . ?
C12 O2 1.464(2) . ?
C12 C13 1.507(2) . ?
C12 H12 0.9800 . ?
C13 C14 1.385(3) . ?
C13 C18 1.391(3) . ?
C14 C15 1.388(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.388(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.389(3) . ?
C16 C19 1.514(3) . ?
C17 C18 1.387(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 N3 1.134(3) . ?
C21 N1 1.320(2) . ?
C21 C22 1.503(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C28 1.382(3) . ?
C23 C24 1.385(3) . ?
C23 N2 1.423(2) . ?
C24 C25 1.383(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.379(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.375(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.386(3) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
N1 N2 1.383(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.89(17) . . ?
C2 C1 H1 120.1 . . ?
C6 C1 H1 120.1 . . ?
C1 C2 C3 120.06(18) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 119.70(17) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 121.58(17) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C6 117.35(16) . . ?
C4 C5 C9 121.09(15) . . ?
C6 C5 C9 121.56(14) . . ?
O1 C6 C1 115.76(16) . . ?
O1 C6 C5 122.83(17) . . ?
C1 C6 C5 121.34(16) . . ?
O1 C7 C8 112.56(15) . . ?
O1 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
O1 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C20 C8 C7 107.83(15) . . ?
C20 C8 C12 110.23(15) . . ?
C7 C8 C12 113.32(15) . . ?
C20 C8 C9 108.79(14) . . ?
C7 C8 C9 108.28(14) . . ?
C12 C8 C9 108.29(13) . . ?
C10 C9 C5 115.92(14) . . ?
C10 C9 C8 106.82(14) . . ?
C5 C9 C8 108.57(13) . . ?
C10 C9 H9 108.4 . . ?
C5 C9 H9 108.4 . . ?
C8 C9 H9 108.4 . . ?
C11 C10 C21 103.98(15) . . ?
C11 C10 C9 120.75(15) . . ?
C21 C10 C9 134.60(15) . . ?
O2 C11 N2 122.14(15) . . ?
O2 C11 C10 128.69(15) . . ?
N2 C11 C10 108.98(15) . . ?
O2 C12 C13 106.40(14) . . ?
O2 C12 C8 109.77(14) . . ?
C13 C12 C8 116.79(14) . . ?
O2 C12 H12 107.9 . . ?
C13 C12 H12 107.9 . . ?
C8 C12 H12 107.9 . . ?
C14 C13 C18 118.69(16) . . ?
C14 C13 C12 119.41(16) . . ?
C18 C13 C12 121.83(16) . . ?
C13 C14 C15 120.61(18) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 120.95(18) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C15 C16 C17 118.29(17) . . ?
C15 C16 C19 121.2(2) . . ?
C17 C16 C19 120.5(2) . . ?
C18 C17 C16 120.97(19) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C13 120.49(19) . . ?
C17 C18 H18 119.8 . . ?
C13 C18 H18 119.8 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C20 C8 179.6(2) . . ?
N1 C21 C10 112.00(15) . . ?
N1 C21 C22 119.72(16) . . ?
C10 C21 C22 128.28(17) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 120.27(18) . . ?
C28 C23 N2 120.14(16) . . ?
C24 C23 N2 119.58(16) . . ?
C25 C24 C23 119.54(19) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C26 C25 C24 120.4(2) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C27 C26 C25 119.85(19) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C28 120.41(19) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C23 C28 C27 119.51(19) . . ?
C23 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C21 N1 N2 105.30(14) . . ?
C11 N2 N1 109.73(14) . . ?
C11 N2 C23 130.04(14) . . ?
N1 N2 C23 120.12(14) . . ?
C6 O1 C7 116.40(14) . . ?
C11 O2 C12 112.55(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 -0.6(3) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
C3 C4 C5 C6 -2.7(3) . . . . ?
C3 C4 C5 C9 177.45(16) . . . . ?
C2 C1 C6 O1 175.45(18) . . . . ?
C2 C1 C6 C5 -1.6(3) . . . . ?
C4 C5 C6 O1 -173.64(16) . . . . ?
C9 C5 C6 O1 6.2(3) . . . . ?
C4 C5 C6 C1 3.2(3) . . . . ?
C9 C5 C6 C1 -176.92(16) . . . . ?
O1 C7 C8 C20 -179.73(14) . . . . ?
O1 C7 C8 C12 57.98(19) . . . . ?
O1 C7 C8 C9 -62.17(18) . . . . ?
C4 C5 C9 C10 36.1(2) . . . . ?
C6 C5 C9 C10 -143.75(16) . . . . ?
C4 C5 C9 C8 156.26(15) . . . . ?
C6 C5 C9 C8 -23.6(2) . . . . ?
C20 C8 C9 C10 -68.69(17) . . . . ?
C7 C8 C9 C10 174.36(14) . . . . ?
C12 C8 C9 C10 51.12(17) . . . . ?
C20 C8 C9 C5 165.63(14) . . . . ?
C7 C8 C9 C5 48.68(18) . . . . ?
C12 C8 C9 C5 -74.56(17) . . . . ?
C5 C9 C10 C11 101.61(18) . . . . ?
C8 C9 C10 C11 -19.5(2) . . . . ?
C5 C9 C10 C21 -89.5(2) . . . . ?
C8 C9 C10 C21 149.40(19) . . . . ?
C21 C10 C11 O2 -174.50(17) . . . . ?
C9 C10 C11 O2 -2.6(3) . . . . ?
C21 C10 C11 N2 0.46(19) . . . . ?
C9 C10 C11 N2 172.34(15) . . . . ?
C20 C8 C12 O2 52.53(17) . . . . ?
C7 C8 C12 O2 173.48(13) . . . . ?
C9 C8 C12 O2 -66.38(17) . . . . ?
C20 C8 C12 C13 -68.64(19) . . . . ?
C7 C8 C12 C13 52.3(2) . . . . ?
C9 C8 C12 C13 172.45(14) . . . . ?
O2 C12 C13 C14 126.21(16) . . . . ?
C8 C12 C13 C14 -110.85(19) . . . . ?
O2 C12 C13 C18 -50.8(2) . . . . ?
C8 C12 C13 C18 72.1(2) . . . . ?
C18 C13 C14 C15 0.7(3) . . . . ?
C12 C13 C14 C15 -176.43(16) . . . . ?
C13 C14 C15 C16 -0.2(3) . . . . ?
C14 C15 C16 C17 -0.2(3) . . . . ?
C14 C15 C16 C19 179.37(19) . . . . ?
C15 C16 C17 C18 0.2(3) . . . . ?
C19 C16 C17 C18 -179.4(2) . . . . ?
C16 C17 C18 C13 0.3(3) . . . . ?
C14 C13 C18 C17 -0.7(3) . . . . ?
C12 C13 C18 C17 176.31(18) . . . . ?
C7 C8 C20 N3 44(32) . . . . ?
C12 C8 C20 N3 169(100) . . . . ?
C9 C8 C20 N3 -73(32) . . . . ?
C11 C10 C21 N1 0.1(2) . . . . ?
C9 C10 C21 N1 -170.11(17) . . . . ?
C11 C10 C21 C22 -178.93(18) . . . . ?
C9 C10 C21 C22 10.9(3) . . . . ?
C28 C23 C24 C25 0.1(3) . . . . ?
N2 C23 C24 C25 -179.96(18) . . . . ?
C23 C24 C25 C26 0.6(3) . . . . ?
C24 C25 C26 C27 -0.8(4) . . . . ?
C25 C26 C27 C28 0.3(4) . . . . ?
C24 C23 C28 C27 -0.6(3) . . . . ?
N2 C23 C28 C27 179.49(18) . . . . ?
C26 C27 C28 C23 0.4(4) . . . . ?
C10 C21 N1 N2 -0.6(2) . . . . ?
C22 C21 N1 N2 178.54(17) . . . . ?
O2 C11 N2 N1 174.52(15) . . . . ?
C10 C11 N2 N1 -0.8(2) . . . . ?
O2 C11 N2 C23 -1.7(3) . . . . ?
C10 C11 N2 C23 -177.07(17) . . . . ?
C21 N1 N2 C11 0.84(19) . . . . ?
C21 N1 N2 C23 177.52(15) . . . . ?
C28 C23 N2 C11 -33.6(3) . . . . ?
C24 C23 N2 C11 146.48(19) . . . . ?
C28 C23 N2 N1 150.48(18) . . . . ?
C24 C23 N2 N1 -29.4(3) . . . . ?
C1 C6 O1 C7 166.55(16) . . . . ?
C5 C6 O1 C7 -16.4(2) . . . . ?
C8 C7 O1 C6 45.1(2) . . . . ?
N2 C11 O2 C12 175.71(15) . . . . ?
C10 C11 O2 C12 -9.9(2) . . . . ?
C13 C12 O2 C11 170.88(14) . . . . ?
C8 C12 O2 C11 43.65(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.040
_database_code_depnum_ccdc_archive 'CCDC 780638'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_final_ester
#TrackingRef 'CIF-FILE ester.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H26 N2 O5'
_chemical_formula_sum            'C29 H26 N2 O5'
_chemical_formula_weight         482.52

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   P21/n
_symmetry_space_group_name_Hall  '-P 2yn'


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

_cell_length_a                   12.7564(7)
_cell_length_b                   11.6471(7)
_cell_length_c                   16.8758(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.642(3)
_cell_angle_gamma                90.00
_cell_volume                     2402.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2325
_cell_measurement_theta_min      1.78
_cell_measurement_theta_max      28.34

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  
'Bruker SMART APEXII area-detector diffractometer'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22115
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         28.34
_reflns_number_total             5957
_reflns_number_gt                3877
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2005)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2005)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 and PLATON (Spek, 2003)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness 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 threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0558P)^2^+0.2899P] where 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5957
_refine_ls_number_parameters     328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1228
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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 0.21530(11) 0.46688(14) -0.00114(8) 0.0393(3) Uani 1 1 d . . .
C2 C 0.24139(12) 0.44571(17) -0.07434(9) 0.0529(4) Uani 1 1 d . . .
H2 H 0.2015 0.3924 -0.1121 0.064 Uiso 1 1 calc R . .
C3 C 0.32676(14) 0.50421(19) -0.09048(10) 0.0646(5) Uani 1 1 d . . .
H3 H 0.3436 0.4909 -0.1398 0.078 Uiso 1 1 calc R . .
C4 C 0.38693(15) 0.5814(2) -0.03518(11) 0.0683(6) Uani 1 1 d . . .
H4 H 0.4448 0.6201 -0.0464 0.082 Uiso 1 1 calc R . .
C5 C 0.36126(16) 0.6012(2) 0.03684(11) 0.0718(6) Uani 1 1 d . . .
H5 H 0.4020 0.6540 0.0745 0.086 Uiso 1 1 calc R . .
C6 C 0.27580(14) 0.54407(17) 0.05466(9) 0.0582(5) Uani 1 1 d . . .
H6 H 0.2595 0.5579 0.1041 0.070 Uiso 1 1 calc R . .
C7 C 0.08664(10) 0.40174(13) 0.08037(7) 0.0358(3) Uani 1 1 d . . .
C8 C 0.00311(10) 0.32598(14) 0.06643(7) 0.0374(3) Uani 1 1 d . . .
C9 C -0.00833(11) 0.28679(15) -0.01547(8) 0.0428(4) Uani 1 1 d . . .
C10 C -0.08832(14) 0.20521(19) -0.06851(10) 0.0668(6) Uani 1 1 d . . .
H10A H -0.0816 0.2070 -0.1237 0.100 Uiso 1 1 calc R . .
H10B H -0.1612 0.2272 -0.0694 0.100 Uiso 1 1 calc R . .
H10C H -0.0736 0.1290 -0.0465 0.100 Uiso 1 1 calc R . .
C11 C -0.05290(11) 0.29783(14) 0.13189(8) 0.0405(4) Uani 1 1 d . . .
H11 H -0.1250 0.3347 0.1166 0.049 Uiso 1 1 calc R . .
C12 C 0.01705(10) 0.35077(13) 0.21458(7) 0.0357(3) Uani 1 1 d . . .
C13 C 0.05331(10) 0.47360(13) 0.19850(7) 0.0359(3) Uani 1 1 d . . .
H13 H -0.0115 0.5158 0.1666 0.043 Uiso 1 1 calc R . .
C14 C 0.10934(11) 0.54387(13) 0.27383(7) 0.0384(3) Uani 1 1 d . . .
C15 C 0.22062(12) 0.53844(15) 0.31118(8) 0.0461(4) Uani 1 1 d . . .
H15 H 0.2635 0.4908 0.2890 0.055 Uiso 1 1 calc R . .
C16 C 0.26982(14) 0.60264(17) 0.38121(9) 0.0570(5) Uani 1 1 d . . .
H16 H 0.3447 0.5970 0.4064 0.068 Uiso 1 1 calc R . .
C17 C 0.20695(16) 0.67444(17) 0.41292(9) 0.0617(5) Uani 1 1 d . . .
H17 H 0.2396 0.7181 0.4596 0.074 Uiso 1 1 calc R . .
C18 C 0.09566(15) 0.68275(16) 0.37634(9) 0.0573(4) Uani 1 1 d . . .
H18 H 0.0538 0.7327 0.3978 0.069 Uiso 1 1 calc R . .
C19 C 0.04629(13) 0.61626(15) 0.30745(8) 0.0459(4) Uani 1 1 d . . .
C20 C -0.13531(17) 0.6766(2) 0.30293(13) 0.0825(7) Uani 1 1 d . . .
H20A H -0.1239 0.6532 0.3593 0.124 Uiso 1 1 calc R . .
H20B H -0.2096 0.6609 0.2719 0.124 Uiso 1 1 calc R . .
H20C H -0.1211 0.7573 0.3011 0.124 Uiso 1 1 calc R . .
C21 C -0.05344(12) 0.35486(14) 0.27465(8) 0.0426(4) Uani 1 1 d . . .
C22 C -0.04904(18) 0.3649(2) 0.41483(11) 0.0790(6) Uani 1 1 d . . .
H22A H -0.0926 0.4334 0.4069 0.118 Uiso 1 1 calc R . .
H22B H 0.0026 0.3659 0.4689 0.118 Uiso 1 1 calc R . .
H22C H -0.0957 0.2990 0.4098 0.118 Uiso 1 1 calc R . .
C23 C 0.11661(11) 0.27399(14) 0.24937(8) 0.0416(4) Uani 1 1 d . . .
H23A H 0.1586 0.2698 0.2098 0.050 Uiso 1 1 calc R . .
H23B H 0.1629 0.3081 0.2997 0.050 Uiso 1 1 calc R . .
C24 C 0.00208(14) 0.11094(16) 0.20869(10) 0.0538(4) Uani 1 1 d . . .
C25 C -0.06813(12) 0.17108(16) 0.14404(9) 0.0492(4) Uani 1 1 d . . .
C26 C -0.15646(15) 0.1117(2) 0.09231(11) 0.0695(6) Uani 1 1 d . . .
H26 H -0.2070 0.1510 0.0504 0.083 Uiso 1 1 calc R . .
C27 C -0.1700(2) -0.0040(2) 0.10233(17) 0.0931(8) Uani 1 1 d . . .
H27 H -0.2277 -0.0428 0.0659 0.112 Uiso 1 1 calc R . .
C28 C -0.0980(3) -0.0625(2) 0.16645(19) 0.0994(9) Uani 1 1 d . . .
H28 H -0.1074 -0.1407 0.1732 0.119 Uiso 1 1 calc R . .
C29 C -0.0127(2) -0.00552(19) 0.22004(14) 0.0777(6) Uani 1 1 d . . .
H29 H 0.0350 -0.0446 0.2638 0.093 Uiso 1 1 calc R . .
N1 N 0.12570(9) 0.40708(11) 0.01336(6) 0.0376(3) Uani 1 1 d . . .
N2 N 0.06536(9) 0.33431(12) -0.04673(6) 0.0440(3) Uani 1 1 d . . .
O1 O 0.12980(7) 0.46627(9) 0.14901(5) 0.0394(2) Uani 1 1 d . . .
O2 O -0.06351(9) 0.61495(12) 0.26836(7) 0.0635(4) Uani 1 1 d . . .
O3 O -0.15050(9) 0.35334(13) 0.25488(7) 0.0683(4) Uani 1 1 d . . .
O4 O 0.00879(9) 0.35935(11) 0.35328(6) 0.0545(3) Uani 1 1 d . . .
O5 O 0.08725(9) 0.16105(10) 0.26689(7) 0.0552(3) Uani 1 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
C1 0.0418(7) 0.0417(10) 0.0356(6) 0.0068(6) 0.0131(5) 0.0049(7)
C2 0.0511(8) 0.0711(14) 0.0397(7) -0.0002(7) 0.0180(6) 0.0042(8)
C3 0.0601(9) 0.0925(17) 0.0496(9) 0.0069(9) 0.0292(8) -0.0001(10)
C4 0.0629(10) 0.0850(17) 0.0651(10) 0.0126(10) 0.0311(9) -0.0128(10)
C5 0.0790(12) 0.0798(16) 0.0643(10) -0.0094(10) 0.0328(9) -0.0318(11)
C6 0.0687(10) 0.0651(13) 0.0486(8) -0.0054(8) 0.0294(8) -0.0170(9)
C7 0.0376(6) 0.0399(9) 0.0299(6) -0.0002(6) 0.0099(5) 0.0041(6)
C8 0.0362(6) 0.0415(10) 0.0341(6) -0.0028(6) 0.0094(5) 0.0020(6)
C9 0.0418(7) 0.0495(11) 0.0360(6) -0.0054(6) 0.0093(5) 0.0016(7)
C10 0.0629(10) 0.0886(17) 0.0494(9) -0.0262(9) 0.0169(7) -0.0195(10)
C11 0.0354(6) 0.0483(11) 0.0399(7) -0.0073(6) 0.0140(5) -0.0013(7)
C12 0.0361(6) 0.0389(9) 0.0343(6) -0.0024(6) 0.0135(5) 0.0003(6)
C13 0.0381(6) 0.0399(10) 0.0319(6) -0.0022(6) 0.0139(5) 0.0019(6)
C14 0.0485(7) 0.0370(9) 0.0323(6) 0.0001(6) 0.0155(5) -0.0037(7)
C15 0.0491(8) 0.0496(11) 0.0415(7) -0.0017(7) 0.0161(6) -0.0086(8)
C16 0.0588(9) 0.0647(13) 0.0440(8) -0.0013(8) 0.0093(7) -0.0233(9)
C17 0.0888(13) 0.0544(13) 0.0417(8) -0.0120(8) 0.0182(8) -0.0259(10)
C18 0.0870(12) 0.0454(11) 0.0460(8) -0.0097(7) 0.0294(8) -0.0033(10)
C19 0.0596(9) 0.0427(10) 0.0385(7) -0.0029(6) 0.0191(6) 0.0004(8)
C20 0.0821(13) 0.0976(19) 0.0772(12) -0.0086(12) 0.0381(10) 0.0337(13)
C21 0.0467(8) 0.0417(10) 0.0450(7) -0.0034(7) 0.0224(6) 0.0000(7)
C22 0.1041(15) 0.0970(19) 0.0534(9) 0.0015(10) 0.0506(10) 0.0169(13)
C23 0.0426(7) 0.0417(10) 0.0423(7) 0.0018(6) 0.0151(6) 0.0014(7)
C24 0.0671(10) 0.0430(11) 0.0647(10) -0.0061(8) 0.0403(9) -0.0065(9)
C25 0.0522(8) 0.0506(12) 0.0546(8) -0.0152(8) 0.0309(7) -0.0138(8)
C26 0.0720(11) 0.0781(17) 0.0702(11) -0.0272(10) 0.0394(9) -0.0348(11)
C27 0.1095(18) 0.091(2) 0.1013(17) -0.0459(15) 0.0666(15) -0.0610(16)
C28 0.144(2) 0.0596(17) 0.128(2) -0.0263(16) 0.0912(19) -0.0415(17)
C29 0.1077(16) 0.0457(13) 0.0991(15) -0.0039(11) 0.0609(13) -0.0119(12)
N1 0.0419(6) 0.0414(8) 0.0306(5) -0.0010(5) 0.0118(4) 0.0019(6)
N2 0.0482(6) 0.0509(9) 0.0322(5) -0.0056(5) 0.0104(5) 0.0003(6)
O1 0.0432(5) 0.0451(7) 0.0329(4) -0.0068(4) 0.0157(4) -0.0056(5)
O2 0.0594(6) 0.0769(10) 0.0566(6) -0.0183(6) 0.0202(5) 0.0167(6)
O3 0.0477(6) 0.1005(12) 0.0656(7) -0.0112(7) 0.0304(5) -0.0034(7)
O4 0.0641(6) 0.0679(9) 0.0380(5) -0.0002(5) 0.0248(5) 0.0064(6)
O5 0.0664(7) 0.0406(8) 0.0607(6) 0.0085(5) 0.0215(5) 0.0028(6)

_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 C6 1.369(2) . ?
C1 C2 1.3902(18) . ?
C1 N1 1.4183(17) . ?
C2 C3 1.376(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.363(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.366(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.351(2) . ?
C7 O1 1.3581(16) . ?
C7 N1 1.3614(15) . ?
C8 C9 1.4228(18) . ?
C8 C11 1.5134(18) . ?
C9 N2 1.3238(18) . ?
C9 C10 1.491(2) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C25 1.511(2) . ?
C11 C12 1.5526(18) . ?
C11 H11 0.9800 . ?
C12 C23 1.526(2) . ?
C12 C21 1.5364(17) . ?
C12 C13 1.551(2) . ?
C13 O1 1.4572(14) . ?
C13 C14 1.5087(18) . ?
C13 H13 0.9800 . ?
C14 C15 1.3799(19) . ?
C14 C19 1.393(2) . ?
C15 C16 1.387(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.369(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.380(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.389(2) . ?
C18 H18 0.9300 . ?
C19 O2 1.3666(18) . ?
C20 O2 1.414(2) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 O3 1.1866(17) . ?
C21 O4 1.3381(17) . ?
C22 O4 1.4374(17) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 O5 1.4218(19) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O5 1.369(2) . ?
C24 C25 1.387(2) . ?
C24 C29 1.390(3) . ?
C25 C26 1.395(2) . ?
C26 C27 1.375(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.382(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.370(3) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
N1 N2 1.3755(16) . ?

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
C6 C1 C2 119.76(14) . . ?
C6 C1 N1 121.81(12) . . ?
C2 C1 N1 118.43(13) . . ?
C3 C2 C1 119.50(16) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C4 C3 C2 120.88(15) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.29(16) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 121.18(18) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 119.39(14) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C8 C7 O1 128.07(11) . . ?
C8 C7 N1 110.07(11) . . ?
O1 C7 N1 121.86(12) . . ?
C7 C8 C9 103.59(12) . . ?
C7 C8 C11 121.87(12) . . ?
C9 C8 C11 134.52(13) . . ?
N2 C9 C8 111.48(13) . . ?
N2 C9 C10 117.99(12) . . ?
C8 C9 C10 130.53(14) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C25 C11 C8 114.62(12) . . ?
C25 C11 C12 109.22(12) . . ?
C8 C11 C12 107.46(11) . . ?
C25 C11 H11 108.5 . . ?
C8 C11 H11 108.5 . . ?
C12 C11 H11 108.5 . . ?
C23 C12 C21 110.13(11) . . ?
C23 C12 C13 110.52(11) . . ?
C21 C12 C13 110.31(12) . . ?
C23 C12 C11 108.29(12) . . ?
C21 C12 C11 108.12(10) . . ?
C13 C12 C11 109.41(11) . . ?
O1 C13 C14 106.34(10) . . ?
O1 C13 C12 109.17(11) . . ?
C14 C13 C12 116.48(11) . . ?
O1 C13 H13 108.2 . . ?
C14 C13 H13 108.2 . . ?
C12 C13 H13 108.2 . . ?
C15 C14 C19 118.69(13) . . ?
C15 C14 C13 122.49(13) . . ?
C19 C14 C13 118.82(12) . . ?
C14 C15 C16 121.31(16) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 119.30(16) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 120.72(15) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C19 119.81(16) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
O2 C19 C18 124.52(15) . . ?
O2 C19 C14 115.34(13) . . ?
C18 C19 C14 120.14(15) . . ?
O2 C20 H20A 109.5 . . ?
O2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O3 C21 O4 123.66(13) . . ?
O3 C21 C12 125.09(13) . . ?
O4 C21 C12 111.25(11) . . ?
O4 C22 H22A 109.5 . . ?
O4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O5 C23 C12 112.48(11) . . ?
O5 C23 H23A 109.1 . . ?
C12 C23 H23A 109.1 . . ?
O5 C23 H23B 109.1 . . ?
C12 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
O5 C24 C25 123.36(16) . . ?
O5 C24 C29 115.36(18) . . ?
C25 C24 C29 121.24(18) . . ?
C24 C25 C26 117.75(19) . . ?
C24 C25 C11 121.42(14) . . ?
C26 C25 C11 120.78(17) . . ?
C27 C26 C25 121.1(2) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C28 120.0(2) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C29 C28 C27 120.1(2) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C24 119.7(2) . . ?
C28 C29 H29 120.2 . . ?
C24 C29 H29 120.2 . . ?
C7 N1 N2 108.88(11) . . ?
C7 N1 C1 132.10(11) . . ?
N2 N1 C1 118.93(10) . . ?
C9 N2 N1 105.96(10) . . ?
C7 O1 C13 110.30(10) . . ?
C19 O2 C20 119.37(13) . . ?
C21 O4 C22 115.91(13) . . ?
C24 O5 C23 116.58(12) . . ?

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 -1.1(2) . . . . ?
N1 C1 C2 C3 178.85(15) . . . . ?
C1 C2 C3 C4 0.9(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C2 C1 C6 C5 0.9(3) . . . . ?
N1 C1 C6 C5 -179.06(16) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
O1 C7 C8 C9 178.50(14) . . . . ?
N1 C7 C8 C9 -1.38(16) . . . . ?
O1 C7 C8 C11 -3.2(2) . . . . ?
N1 C7 C8 C11 176.97(13) . . . . ?
C7 C8 C9 N2 1.44(17) . . . . ?
C11 C8 C9 N2 -176.59(15) . . . . ?
C7 C8 C9 C10 -177.71(18) . . . . ?
C11 C8 C9 C10 4.3(3) . . . . ?
C7 C8 C11 C25 -132.36(15) . . . . ?
C9 C8 C11 C25 45.4(2) . . . . ?
C7 C8 C11 C12 -10.76(19) . . . . ?
C9 C8 C11 C12 166.99(16) . . . . ?
C25 C11 C12 C23 47.75(14) . . . . ?
C8 C11 C12 C23 -77.16(15) . . . . ?
C25 C11 C12 C21 -71.56(14) . . . . ?
C8 C11 C12 C21 163.53(12) . . . . ?
C25 C11 C12 C13 168.28(10) . . . . ?
C8 C11 C12 C13 43.37(15) . . . . ?
C23 C12 C13 O1 51.64(13) . . . . ?
C21 C12 C13 O1 173.67(10) . . . . ?
C11 C12 C13 O1 -67.51(12) . . . . ?
C23 C12 C13 C14 -68.75(14) . . . . ?
C21 C12 C13 C14 53.27(15) . . . . ?
C11 C12 C13 C14 172.09(11) . . . . ?
O1 C13 C14 C15 -35.12(18) . . . . ?
C12 C13 C14 C15 86.78(16) . . . . ?
O1 C13 C14 C19 145.47(13) . . . . ?
C12 C13 C14 C19 -92.63(16) . . . . ?
C19 C14 C15 C16 0.5(2) . . . . ?
C13 C14 C15 C16 -178.95(14) . . . . ?
C14 C15 C16 C17 -1.3(3) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
C16 C17 C18 C19 1.1(3) . . . . ?
C17 C18 C19 O2 177.63(16) . . . . ?
C17 C18 C19 C14 -1.9(2) . . . . ?
C15 C14 C19 O2 -178.45(14) . . . . ?
C13 C14 C19 O2 1.0(2) . . . . ?
C15 C14 C19 C18 1.1(2) . . . . ?
C13 C14 C19 C18 -179.44(14) . . . . ?
C23 C12 C21 O3 -139.91(17) . . . . ?
C13 C12 C21 O3 97.82(19) . . . . ?
C11 C12 C21 O3 -21.8(2) . . . . ?
C23 C12 C21 O4 39.51(18) . . . . ?
C13 C12 C21 O4 -82.75(15) . . . . ?
C11 C12 C21 O4 157.64(13) . . . . ?
C21 C12 C23 O5 56.50(15) . . . . ?
C13 C12 C23 O5 178.64(10) . . . . ?
C11 C12 C23 O5 -61.53(14) . . . . ?
O5 C24 C25 C26 -175.49(13) . . . . ?
C29 C24 C25 C26 2.1(2) . . . . ?
O5 C24 C25 C11 1.9(2) . . . . ?
C29 C24 C25 C11 179.48(14) . . . . ?
C8 C11 C25 C24 99.87(15) . . . . ?
C12 C11 C25 C24 -20.76(17) . . . . ?
C8 C11 C25 C26 -82.87(16) . . . . ?
C12 C11 C25 C26 156.51(13) . . . . ?
C24 C25 C26 C27 -3.5(2) . . . . ?
C11 C25 C26 C27 179.13(15) . . . . ?
C25 C26 C27 C28 2.6(3) . . . . ?
C26 C27 C28 C29 -0.2(3) . . . . ?
C27 C28 C29 C24 -1.2(3) . . . . ?
O5 C24 C29 C28 177.97(17) . . . . ?
C25 C24 C29 C28 0.2(3) . . . . ?
C8 C7 N1 N2 0.91(16) . . . . ?
O1 C7 N1 N2 -178.98(12) . . . . ?
C8 C7 N1 C1 -175.62(14) . . . . ?
O1 C7 N1 C1 4.5(2) . . . . ?
C6 C1 N1 C7 -6.5(2) . . . . ?
C2 C1 N1 C7 173.56(15) . . . . ?
C6 C1 N1 N2 177.27(15) . . . . ?
C2 C1 N1 N2 -2.7(2) . . . . ?
C8 C9 N2 N1 -0.92(17) . . . . ?
C10 C9 N2 N1 178.35(15) . . . . ?
C7 N1 N2 C9 0.03(16) . . . . ?
C1 N1 N2 C9 177.09(12) . . . . ?
C8 C7 O1 C13 -18.6(2) . . . . ?
N1 C7 O1 C13 161.31(12) . . . . ?
C14 C13 O1 C7 178.60(11) . . . . ?
C12 C13 O1 C7 52.16(13) . . . . ?
C18 C19 O2 C20 -5.9(3) . . . . ?
C14 C19 O2 C20 173.60(16) . . . . ?
O3 C21 O4 C22 -1.3(3) . . . . ?
C12 C21 O4 C22 179.26(15) . . . . ?
C25 C24 O5 C23 -13.0(2) . . . . ?
C29 C24 O5 C23 169.25(13) . . . . ?
C12 C23 O5 C24 43.53(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.034


_database_code_depnum_ccdc_archive 'CCDC 780639'