# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

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#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  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
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#  data retrieval see:
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#  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_1a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 N5 O5'
_chemical_formula_sum            'C30 H27 N5 O5'
_chemical_formula_weight         537.57

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   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   11.690(2)
_cell_length_b                   19.175(3)
_cell_length_c                   15.0116(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.788(9)
_cell_angle_gamma                90.00
_cell_volume                     2796.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5961
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      23.77

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1128
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28472
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_sigmaI/netI    0.0757
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         27.61
_reflns_number_total             6463
_reflns_number_gt                3189
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.1223P)²+1.4146P] 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         6463
_refine_ls_number_parameters     364
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.1769
_refine_ls_R_factor_gt           0.0828
_refine_ls_wR_factor_ref         0.2568
_refine_ls_wR_factor_gt          0.2074
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.021
_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 0.3487(6) 0.6742(4) 0.3630(5) 0.1262(14) Uani 1 1 d U . .
H1A H 0.4017 0.7063 0.4210 0.189 Uiso 1 1 calc R . .
H1B H 0.3870 0.6282 0.3851 0.189 Uiso 1 1 calc R . .
H1C H 0.2552 0.6739 0.3433 0.189 Uiso 1 1 calc R . .
C2 C 0.3521(6) 0.6960(4) 0.2692(5) 0.1210(12) Uani 1 1 d U . .
H2A H 0.2681 0.6809 0.2037 0.145 Uiso 1 1 calc R . .
H2B H 0.3558 0.7465 0.2676 0.145 Uiso 1 1 calc R . .
C3 C 0.4653(6) 0.6681(4) 0.2731(5) 0.1208(13) Uani 1 1 d U . .
H3A H 0.4584 0.6177 0.2721 0.145 Uiso 1 1 calc R . .
H3B H 0.5481 0.6812 0.3410 0.145 Uiso 1 1 calc R . .
C4 C 0.4833(4) 0.6911(2) 0.1793(3) 0.0713(11) Uani 1 1 d . . .
H4A H 0.4062 0.6741 0.1111 0.086 Uiso 1 1 calc R . .
H4B H 0.4849 0.7416 0.1759 0.086 Uiso 1 1 calc R . .
C5 C 0.6170(3) 0.60104(15) 0.1584(2) 0.0403(7) Uani 1 1 d . . .
C6 C 0.7705(3) 0.58378(15) 0.2062(2) 0.0394(7) Uani 1 1 d . . .
C7 C 0.8428(3) 0.64271(16) 0.2861(2) 0.0450(8) Uani 1 1 d . . .
C8 C 0.9798(4) 0.65513(19) 0.3604(3) 0.0591(9) Uani 1 1 d . . .
H8 H 1.0469 0.6245 0.3688 0.071 Uiso 1 1 calc R . .
C9 C 1.0154(4) 0.7152(2) 0.4229(3) 0.0719(11) Uani 1 1 d . . .
H9 H 1.1075 0.7246 0.4744 0.086 Uiso 1 1 calc R . .
C10 C 0.9172(5) 0.7599(2) 0.4097(3) 0.0738(12) Uani 1 1 d . . .
H10 H 0.9440 0.8001 0.4514 0.089 Uiso 1 1 calc R . .
C11 C 0.7783(4) 0.74771(18) 0.3359(3) 0.0618(10) Uani 1 1 d . . .
H11 H 0.7117 0.7787 0.3273 0.074 Uiso 1 1 calc R . .
C12 C 0.7432(3) 0.68781(16) 0.2759(2) 0.0465(8) Uani 1 1 d . . .
C13 C 0.7926(3) 0.59128(15) 0.1116(2) 0.0426(7) Uani 1 1 d . . .
C14 C 0.9402(4) 0.59207(19) 0.1533(3) 0.0598(10) Uani 1 1 d . . .
C15 C 0.7315(4) 0.65696(19) 0.0541(3) 0.0506(8) Uani 1 1 d . . .
C16 C 0.5378(4) 0.58214(18) -0.1818(3) 0.0574(9) Uani 1 1 d . . .
H16 H 0.5101 0.5821 -0.1345 0.069 Uiso 1 1 calc R . .
C17 C 0.4535(5) 0.6113(2) -0.2823(3) 0.0731(11) Uani 1 1 d . . .
H17 H 0.3705 0.6316 -0.3015 0.088 Uiso 1 1 calc R . .
C18 C 0.4910(7) 0.6106(3) -0.3535(4) 0.0967(16) Uani 1 1 d . . .
H18 H 0.4331 0.6293 -0.4217 0.116 Uiso 1 1 calc R . .
C19 C 0.6137(7) 0.5824(3) -0.3238(4) 0.1054(18) Uani 1 1 d . . .
H19 H 0.6396 0.5823 -0.3722 0.127 Uiso 1 1 calc R . .
C20 C 0.7013(5) 0.5537(2) -0.2228(4) 0.0859(14) Uani 1 1 d . . .
H20 H 0.7856 0.5350 -0.2034 0.103 Uiso 1 1 calc R . .
C21 C 0.6618(4) 0.55334(18) -0.1510(3) 0.0547(9) Uani 1 1 d . . .
C22 C 0.7271(3) 0.52621(15) 0.0357(2) 0.0439(7) Uani 1 1 d . . .
H22 H 0.6283 0.5233 0.0056 0.053 Uiso 1 1 calc R . .
C23 C 0.8260(4) 0.4620(2) -0.0346(3) 0.0681(11) Uani 1 1 d . . .
H23 H 0.8510 0.4469 -0.0803 0.082 Uiso 1 1 calc R . .
C24 C 0.8542(4) 0.4285(2) 0.0513(3) 0.0682(11) Uani 1 1 d . . .
H24 H 0.9036 0.3871 0.0765 0.082 Uiso 1 1 calc R . .
C25 C 0.8277(3) 0.45889(16) 0.2006(3) 0.0489(8) Uani 1 1 d . . .
C26 C 0.8753(5) 0.3867(2) 0.2461(3) 0.0656(10) Uani 1 1 d . . .
C27 C 1.0658(6) 0.3130(3) 0.3414(4) 0.123(2) Uani 1 1 d . . .
H27A H 1.0244 0.2787 0.2852 0.185 Uiso 1 1 calc R . .
H27B H 1.0461 0.3018 0.3938 0.185 Uiso 1 1 calc R . .
H27C H 1.1636 0.3132 0.3747 0.185 Uiso 1 1 calc R . .
C28 C 0.8098(3) 0.51112(15) 0.2520(2) 0.0429(7) Uani 1 1 d . . .
C29 C 0.8229(3) 0.49458(18) 0.3525(3) 0.0507(8) Uani 1 1 d . . .
C30 C 0.7676(5) 0.5329(2) 0.4745(3) 0.0768(12) Uani 1 1 d . . .
H30A H 0.8612 0.5385 0.5343 0.115 Uiso 1 1 calc R . .
H30B H 0.7362 0.4869 0.4759 0.115 Uiso 1 1 calc R . .
H30C H 0.7106 0.5668 0.4788 0.115 Uiso 1 1 calc R . .
N1 N 0.6120(3) 0.66234(13) 0.2002(2) 0.0470(7) Uani 1 1 d . . .
N2 N 0.6829(4) 0.70775(17) 0.0110(3) 0.0740(10) Uani 1 1 d . . .
N3 N 1.0526(4) 0.5909(2) 0.1825(3) 0.0959(13) Uani 1 1 d . . .
N4 N 0.7524(3) 0.52386(14) -0.0488(2) 0.0546(7) Uani 1 1 d . . .
N5 N 0.7981(3) 0.46519(13) 0.0996(2) 0.0510(7) Uani 1 1 d . . .
O1 O 0.5201(2) 0.56632(11) 0.09285(18) 0.0528(6) Uani 1 1 d . . .
O2 O 0.7985(4) 0.34107(15) 0.2290(3) 0.0995(10) Uani 1 1 d . . .
O3 O 1.0101(3) 0.38162(13) 0.2963(2) 0.0780(8) Uani 1 1 d . . .
O4 O 0.8785(3) 0.44380(14) 0.4066(2) 0.0731(8) Uani 1 1 d . . .
O5 O 0.7601(3) 0.54243(12) 0.37651(17) 0.0582(6) 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 C2 1.491(7) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.399(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.596(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.464(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 O1 1.206(3) . ?
C5 N1 1.349(4) . ?
C5 C6 1.554(4) . ?
C6 C28 1.508(4) . ?
C6 C7 1.517(4) . ?
C6 C13 1.586(4) . ?
C7 C8 1.371(5) . ?
C7 C12 1.389(4) . ?
C8 C9 1.395(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.355(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.385(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.374(4) . ?
C11 H11 0.9300 . ?
C12 N1 1.395(4) . ?
C13 C15 1.468(5) . ?
C13 C14 1.473(5) . ?
C13 C22 1.572(4) . ?
C14 N3 1.130(4) . ?
C15 N2 1.131(4) . ?
C16 C21 1.369(5) . ?
C16 C17 1.381(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.362(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.355(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(5) . ?
C20 H20 0.9300 . ?
C21 N4 1.410(5) . ?
C22 N5 1.447(4) . ?
C22 N4 1.456(4) . ?
C22 H22 0.9800 . ?
C23 C24 1.308(5) . ?
C23 N4 1.410(4) . ?
C23 H23 0.9300 . ?
C24 N5 1.407(4) . ?
C24 H24 0.9300 . ?
C25 C28 1.350(4) . ?
C25 N5 1.359(4) . ?
C25 C26 1.507(5) . ?
C26 O2 1.174(5) . ?
C26 O3 1.319(5) . ?
C27 O3 1.457(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.463(4) . ?
C29 O4 1.202(4) . ?
C29 O5 1.344(4) . ?
C30 O5 1.435(4) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 112.0(6) . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 C4 116.3(5) . . ?
C2 C3 H3A 108.2 . . ?
C4 C3 H3A 108.2 . . ?
C2 C3 H3B 108.2 . . ?
C4 C3 H3B 108.2 . . ?
H3A C3 H3B 107.4 . . ?
N1 C4 C3 109.3(4) . . ?
N1 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
N1 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
O1 C5 N1 126.6(3) . . ?
O1 C5 C6 125.4(3) . . ?
N1 C5 C6 108.0(3) . . ?
C28 C6 C7 115.7(2) . . ?
C28 C6 C5 112.8(2) . . ?
C7 C6 C5 101.5(2) . . ?
C28 C6 C13 109.4(2) . . ?
C7 C6 C13 110.1(2) . . ?
C5 C6 C13 106.8(2) . . ?
C8 C7 C12 120.7(3) . . ?
C8 C7 C6 131.1(3) . . ?
C12 C7 C6 108.2(3) . . ?
C7 C8 C9 117.8(3) . . ?
C7 C8 H8 121.1 . . ?
C9 C8 H8 121.1 . . ?
C10 C9 C8 120.8(4) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 122.1(3) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C12 C11 C10 117.1(3) . . ?
C12 C11 H11 121.5 . . ?
C10 C11 H11 121.5 . . ?
C11 C12 C7 121.5(3) . . ?
C11 C12 N1 128.3(3) . . ?
C7 C12 N1 110.3(3) . . ?
C15 C13 C14 108.2(3) . . ?
C15 C13 C22 111.9(3) . . ?
C14 C13 C22 107.5(2) . . ?
C15 C13 C6 109.6(2) . . ?
C14 C13 C6 110.9(3) . . ?
C22 C13 C6 108.7(2) . . ?
N3 C14 C13 177.5(4) . . ?
N2 C15 C13 178.4(4) . . ?
C21 C16 C17 120.7(4) . . ?
C21 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 120.5(5) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C19 C18 C17 119.4(4) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 C20 121.4(4) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C19 C20 C21 119.2(5) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C16 C21 C20 118.8(4) . . ?
C16 C21 N4 122.9(3) . . ?
C20 C21 N4 118.3(4) . . ?
N5 C22 N4 103.5(2) . . ?
N5 C22 C13 107.0(2) . . ?
N4 C22 C13 113.7(2) . . ?
N5 C22 H22 110.8 . . ?
N4 C22 H22 110.8 . . ?
C13 C22 H22 110.8 . . ?
C24 C23 N4 111.1(3) . . ?
C24 C23 H23 124.4 . . ?
N4 C23 H23 124.4 . . ?
C23 C24 N5 109.2(3) . . ?
C23 C24 H24 125.4 . . ?
N5 C24 H24 125.4 . . ?
C28 C25 N5 123.2(3) . . ?
C28 C25 C26 123.9(3) . . ?
N5 C25 C26 112.8(3) . . ?
O2 C26 O3 126.5(4) . . ?
O2 C26 C25 122.7(4) . . ?
O3 C26 C25 110.4(4) . . ?
O3 C27 H27A 109.5 . . ?
O3 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O3 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 C29 117.9(3) . . ?
C25 C28 C6 122.0(3) . . ?
C29 C28 C6 120.0(3) . . ?
O4 C29 O5 122.8(3) . . ?
O4 C29 C28 125.5(3) . . ?
O5 C29 C28 111.7(3) . . ?
O5 C30 H30A 109.5 . . ?
O5 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O5 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C5 N1 C12 111.8(3) . . ?
C5 N1 C4 122.3(3) . . ?
C12 N1 C4 125.2(3) . . ?
C21 N4 C23 121.9(3) . . ?
C21 N4 C22 122.8(3) . . ?
C23 N4 C22 107.3(3) . . ?
C25 N5 C24 128.9(3) . . ?
C25 N5 C22 120.5(2) . . ?
C24 N5 C22 108.8(3) . . ?
C26 O3 C27 114.5(4) . . ?
C29 O5 C30 117.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.61
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.054
_database_code_depnum_ccdc_archive 'CCDC 1028708'
#######################################################################
#
#                 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
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 N5 O5'
_chemical_formula_sum            'C30 H27 N5 O5'
_chemical_formula_weight         537.57

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   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   11.690(2)
_cell_length_b                   19.175(3)
_cell_length_c                   15.0116(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.788(9)
_cell_angle_gamma                90.00
_cell_volume                     2796.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5961
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      23.77

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1128
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28472
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_sigmaI/netI    0.0757
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         27.61
_reflns_number_total             6463
_reflns_number_gt                3189
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.1223P)²+1.4146P] 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         6463
_refine_ls_number_parameters     364
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.1769
_refine_ls_R_factor_gt           0.0828
_refine_ls_wR_factor_ref         0.2568
_refine_ls_wR_factor_gt          0.2074
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.021
_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 0.3487(6) 0.6742(4) 0.3630(5) 0.1262(14) Uani 1 1 d U . .
H1A H 0.4017 0.7063 0.4210 0.189 Uiso 1 1 calc R . .
H1B H 0.3870 0.6282 0.3851 0.189 Uiso 1 1 calc R . .
H1C H 0.2552 0.6739 0.3433 0.189 Uiso 1 1 calc R . .
C2 C 0.3521(6) 0.6960(4) 0.2692(5) 0.1210(12) Uani 1 1 d U . .
H2A H 0.2681 0.6809 0.2037 0.145 Uiso 1 1 calc R . .
H2B H 0.3558 0.7465 0.2676 0.145 Uiso 1 1 calc R . .
C3 C 0.4653(6) 0.6681(4) 0.2731(5) 0.1208(13) Uani 1 1 d U . .
H3A H 0.4584 0.6177 0.2721 0.145 Uiso 1 1 calc R . .
H3B H 0.5481 0.6812 0.3410 0.145 Uiso 1 1 calc R . .
C4 C 0.4833(4) 0.6911(2) 0.1793(3) 0.0713(11) Uani 1 1 d . . .
H4A H 0.4062 0.6741 0.1111 0.086 Uiso 1 1 calc R . .
H4B H 0.4849 0.7416 0.1759 0.086 Uiso 1 1 calc R . .
C5 C 0.6170(3) 0.60104(15) 0.1584(2) 0.0403(7) Uani 1 1 d . . .
C6 C 0.7705(3) 0.58378(15) 0.2062(2) 0.0394(7) Uani 1 1 d . . .
C7 C 0.8428(3) 0.64271(16) 0.2861(2) 0.0450(8) Uani 1 1 d . . .
C8 C 0.9798(4) 0.65513(19) 0.3604(3) 0.0591(9) Uani 1 1 d . . .
H8 H 1.0469 0.6245 0.3688 0.071 Uiso 1 1 calc R . .
C9 C 1.0154(4) 0.7152(2) 0.4229(3) 0.0719(11) Uani 1 1 d . . .
H9 H 1.1075 0.7246 0.4744 0.086 Uiso 1 1 calc R . .
C10 C 0.9172(5) 0.7599(2) 0.4097(3) 0.0738(12) Uani 1 1 d . . .
H10 H 0.9440 0.8001 0.4514 0.089 Uiso 1 1 calc R . .
C11 C 0.7783(4) 0.74771(18) 0.3359(3) 0.0618(10) Uani 1 1 d . . .
H11 H 0.7117 0.7787 0.3273 0.074 Uiso 1 1 calc R . .
C12 C 0.7432(3) 0.68781(16) 0.2759(2) 0.0465(8) Uani 1 1 d . . .
C13 C 0.7926(3) 0.59128(15) 0.1116(2) 0.0426(7) Uani 1 1 d . . .
C14 C 0.9402(4) 0.59207(19) 0.1533(3) 0.0598(10) Uani 1 1 d . . .
C15 C 0.7315(4) 0.65696(19) 0.0541(3) 0.0506(8) Uani 1 1 d . . .
C16 C 0.5378(4) 0.58214(18) -0.1818(3) 0.0574(9) Uani 1 1 d . . .
H16 H 0.5101 0.5821 -0.1345 0.069 Uiso 1 1 calc R . .
C17 C 0.4535(5) 0.6113(2) -0.2823(3) 0.0731(11) Uani 1 1 d . . .
H17 H 0.3705 0.6316 -0.3015 0.088 Uiso 1 1 calc R . .
C18 C 0.4910(7) 0.6106(3) -0.3535(4) 0.0967(16) Uani 1 1 d . . .
H18 H 0.4331 0.6293 -0.4217 0.116 Uiso 1 1 calc R . .
C19 C 0.6137(7) 0.5824(3) -0.3238(4) 0.1054(18) Uani 1 1 d . . .
H19 H 0.6396 0.5823 -0.3722 0.127 Uiso 1 1 calc R . .
C20 C 0.7013(5) 0.5537(2) -0.2228(4) 0.0859(14) Uani 1 1 d . . .
H20 H 0.7856 0.5350 -0.2034 0.103 Uiso 1 1 calc R . .
C21 C 0.6618(4) 0.55334(18) -0.1510(3) 0.0547(9) Uani 1 1 d . . .
C22 C 0.7271(3) 0.52621(15) 0.0357(2) 0.0439(7) Uani 1 1 d . . .
H22 H 0.6283 0.5233 0.0056 0.053 Uiso 1 1 calc R . .
C23 C 0.8260(4) 0.4620(2) -0.0346(3) 0.0681(11) Uani 1 1 d . . .
H23 H 0.8510 0.4469 -0.0803 0.082 Uiso 1 1 calc R . .
C24 C 0.8542(4) 0.4285(2) 0.0513(3) 0.0682(11) Uani 1 1 d . . .
H24 H 0.9036 0.3871 0.0765 0.082 Uiso 1 1 calc R . .
C25 C 0.8277(3) 0.45889(16) 0.2006(3) 0.0489(8) Uani 1 1 d . . .
C26 C 0.8753(5) 0.3867(2) 0.2461(3) 0.0656(10) Uani 1 1 d . . .
C27 C 1.0658(6) 0.3130(3) 0.3414(4) 0.123(2) Uani 1 1 d . . .
H27A H 1.0244 0.2787 0.2852 0.185 Uiso 1 1 calc R . .
H27B H 1.0461 0.3018 0.3938 0.185 Uiso 1 1 calc R . .
H27C H 1.1636 0.3132 0.3747 0.185 Uiso 1 1 calc R . .
C28 C 0.8098(3) 0.51112(15) 0.2520(2) 0.0429(7) Uani 1 1 d . . .
C29 C 0.8229(3) 0.49458(18) 0.3525(3) 0.0507(8) Uani 1 1 d . . .
C30 C 0.7676(5) 0.5329(2) 0.4745(3) 0.0768(12) Uani 1 1 d . . .
H30A H 0.8612 0.5385 0.5343 0.115 Uiso 1 1 calc R . .
H30B H 0.7362 0.4869 0.4759 0.115 Uiso 1 1 calc R . .
H30C H 0.7106 0.5668 0.4788 0.115 Uiso 1 1 calc R . .
N1 N 0.6120(3) 0.66234(13) 0.2002(2) 0.0470(7) Uani 1 1 d . . .
N2 N 0.6829(4) 0.70775(17) 0.0110(3) 0.0740(10) Uani 1 1 d . . .
N3 N 1.0526(4) 0.5909(2) 0.1825(3) 0.0959(13) Uani 1 1 d . . .
N4 N 0.7524(3) 0.52386(14) -0.0488(2) 0.0546(7) Uani 1 1 d . . .
N5 N 0.7981(3) 0.46519(13) 0.0996(2) 0.0510(7) Uani 1 1 d . . .
O1 O 0.5201(2) 0.56632(11) 0.09285(18) 0.0528(6) Uani 1 1 d . . .
O2 O 0.7985(4) 0.34107(15) 0.2290(3) 0.0995(10) Uani 1 1 d . . .
O3 O 1.0101(3) 0.38162(13) 0.2963(2) 0.0780(8) Uani 1 1 d . . .
O4 O 0.8785(3) 0.44380(14) 0.4066(2) 0.0731(8) Uani 1 1 d . . .
O5 O 0.7601(3) 0.54243(12) 0.37651(17) 0.0582(6) 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 C2 1.491(7) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.399(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.596(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.464(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 O1 1.206(3) . ?
C5 N1 1.349(4) . ?
C5 C6 1.554(4) . ?
C6 C28 1.508(4) . ?
C6 C7 1.517(4) . ?
C6 C13 1.586(4) . ?
C7 C8 1.371(5) . ?
C7 C12 1.389(4) . ?
C8 C9 1.395(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.355(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.385(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.374(4) . ?
C11 H11 0.9300 . ?
C12 N1 1.395(4) . ?
C13 C15 1.468(5) . ?
C13 C14 1.473(5) . ?
C13 C22 1.572(4) . ?
C14 N3 1.130(4) . ?
C15 N2 1.131(4) . ?
C16 C21 1.369(5) . ?
C16 C17 1.381(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.362(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.355(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(5) . ?
C20 H20 0.9300 . ?
C21 N4 1.410(5) . ?
C22 N5 1.447(4) . ?
C22 N4 1.456(4) . ?
C22 H22 0.9800 . ?
C23 C24 1.308(5) . ?
C23 N4 1.410(4) . ?
C23 H23 0.9300 . ?
C24 N5 1.407(4) . ?
C24 H24 0.9300 . ?
C25 C28 1.350(4) . ?
C25 N5 1.359(4) . ?
C25 C26 1.507(5) . ?
C26 O2 1.174(5) . ?
C26 O3 1.319(5) . ?
C27 O3 1.457(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.463(4) . ?
C29 O4 1.202(4) . ?
C29 O5 1.344(4) . ?
C30 O5 1.435(4) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 112.0(6) . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 C4 116.3(5) . . ?
C2 C3 H3A 108.2 . . ?
C4 C3 H3A 108.2 . . ?
C2 C3 H3B 108.2 . . ?
C4 C3 H3B 108.2 . . ?
H3A C3 H3B 107.4 . . ?
N1 C4 C3 109.3(4) . . ?
N1 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
N1 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
O1 C5 N1 126.6(3) . . ?
O1 C5 C6 125.4(3) . . ?
N1 C5 C6 108.0(3) . . ?
C28 C6 C7 115.7(2) . . ?
C28 C6 C5 112.8(2) . . ?
C7 C6 C5 101.5(2) . . ?
C28 C6 C13 109.4(2) . . ?
C7 C6 C13 110.1(2) . . ?
C5 C6 C13 106.8(2) . . ?
C8 C7 C12 120.7(3) . . ?
C8 C7 C6 131.1(3) . . ?
C12 C7 C6 108.2(3) . . ?
C7 C8 C9 117.8(3) . . ?
C7 C8 H8 121.1 . . ?
C9 C8 H8 121.1 . . ?
C10 C9 C8 120.8(4) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 122.1(3) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C12 C11 C10 117.1(3) . . ?
C12 C11 H11 121.5 . . ?
C10 C11 H11 121.5 . . ?
C11 C12 C7 121.5(3) . . ?
C11 C12 N1 128.3(3) . . ?
C7 C12 N1 110.3(3) . . ?
C15 C13 C14 108.2(3) . . ?
C15 C13 C22 111.9(3) . . ?
C14 C13 C22 107.5(2) . . ?
C15 C13 C6 109.6(2) . . ?
C14 C13 C6 110.9(3) . . ?
C22 C13 C6 108.7(2) . . ?
N3 C14 C13 177.5(4) . . ?
N2 C15 C13 178.4(4) . . ?
C21 C16 C17 120.7(4) . . ?
C21 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 120.5(5) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C19 C18 C17 119.4(4) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 C20 121.4(4) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C19 C20 C21 119.2(5) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C16 C21 C20 118.8(4) . . ?
C16 C21 N4 122.9(3) . . ?
C20 C21 N4 118.3(4) . . ?
N5 C22 N4 103.5(2) . . ?
N5 C22 C13 107.0(2) . . ?
N4 C22 C13 113.7(2) . . ?
N5 C22 H22 110.8 . . ?
N4 C22 H22 110.8 . . ?
C13 C22 H22 110.8 . . ?
C24 C23 N4 111.1(3) . . ?
C24 C23 H23 124.4 . . ?
N4 C23 H23 124.4 . . ?
C23 C24 N5 109.2(3) . . ?
C23 C24 H24 125.4 . . ?
N5 C24 H24 125.4 . . ?
C28 C25 N5 123.2(3) . . ?
C28 C25 C26 123.9(3) . . ?
N5 C25 C26 112.8(3) . . ?
O2 C26 O3 126.5(4) . . ?
O2 C26 C25 122.7(4) . . ?
O3 C26 C25 110.4(4) . . ?
O3 C27 H27A 109.5 . . ?
O3 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O3 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 C29 117.9(3) . . ?
C25 C28 C6 122.0(3) . . ?
C29 C28 C6 120.0(3) . . ?
O4 C29 O5 122.8(3) . . ?
O4 C29 C28 125.5(3) . . ?
O5 C29 C28 111.7(3) . . ?
O5 C30 H30A 109.5 . . ?
O5 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O5 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C5 N1 C12 111.8(3) . . ?
C5 N1 C4 122.3(3) . . ?
C12 N1 C4 125.2(3) . . ?
C21 N4 C23 121.9(3) . . ?
C21 N4 C22 122.8(3) . . ?
C23 N4 C22 107.3(3) . . ?
C25 N5 C24 128.9(3) . . ?
C25 N5 C22 120.5(2) . . ?
C24 N5 C22 108.8(3) . . ?
C26 O3 C27 114.5(4) . . ?
C29 O5 C30 117.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.61
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.054
_database_code_depnum_ccdc_archive 'CCDC 1028709'
#######################################################################
#
#                 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_2d'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H31 N5 O5'
_chemical_formula_sum            'C35 H31 N5 O5'
_chemical_formula_weight         601.65

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_space_group_name_Hall  '-P 1'

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

_cell_length_a                   9.8164(8)
_cell_length_b                   11.7401(10)
_cell_length_c                   14.2385(13)
_cell_angle_alpha                80.988(4)
_cell_angle_beta                 87.927(4)
_cell_angle_gamma                73.376(4)
_cell_volume                     1552.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4723
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      22.72

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31455
_diffrn_reflns_av_R_equivalents  0.0963
_diffrn_reflns_av_sigmaI/netI    0.1326
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         27.56
_reflns_number_total             7173
_reflns_number_gt                3153
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0665P)²+0.3193P] 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         7117
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1994
_refine_ls_R_factor_gt           0.0695
_refine_ls_wR_factor_ref         0.1709
_refine_ls_wR_factor_gt          0.1338
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_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 0.1845(3) 0.1593(3) 0.4525(2) 0.0564(9) Uani 1 1 d . . .
H1 H 0.1307 0.1873 0.5036 0.068 Uiso 1 1 calc R . .
C2 C 0.1803(4) 0.0528(3) 0.4251(3) 0.0785(11) Uani 1 1 d . . .
H2 H 0.1233 0.0090 0.4579 0.094 Uiso 1 1 calc R . .
C3 C 0.2590(4) 0.0112(3) 0.3504(3) 0.0791(11) Uani 1 1 d . . .
H3 H 0.2555 -0.0607 0.3324 0.095 Uiso 1 1 calc R . .
C4 C 0.3426(4) 0.0742(3) 0.3023(2) 0.0673(10) Uani 1 1 d . . .
H4 H 0.3965 0.0453 0.2515 0.081 Uiso 1 1 calc R . .
C5 C 0.3477(3) 0.1810(3) 0.3287(2) 0.0520(8) Uani 1 1 d . . .
H5 H 0.4049 0.2241 0.2953 0.062 Uiso 1 1 calc R . .
C6 C 0.2693(3) 0.2243(2) 0.40357(19) 0.0396(7) Uani 1 1 d . . .
C7 C 0.2724(3) 0.3404(2) 0.43591(19) 0.0439(7) Uani 1 1 d . . .
H7A H 0.1763 0.3937 0.4339 0.053 Uiso 1 1 calc R . .
H7B H 0.3051 0.3227 0.5015 0.053 Uiso 1 1 calc R . .
C8 C 0.3067(3) 0.5277(2) 0.33681(18) 0.0341(6) Uani 1 1 d . . .
H8 H 0.2470 0.5725 0.3831 0.041 Uiso 1 1 calc R . .
N2 N 0.4363(2) 0.56804(18) 0.31935(14) 0.0316(5) Uani 1 1 d . . .
C9 C 0.5524(3) 0.4810(2) 0.36994(17) 0.0334(6) Uani 1 1 d . . .
C10 C 0.6899(3) 0.4815(2) 0.38572(18) 0.0393(7) Uani 1 1 d . . .
H10 H 0.7218 0.5474 0.3615 0.047 Uiso 1 1 calc R . .
C11 C 0.7791(3) 0.3800(3) 0.43912(19) 0.0462(8) Uani 1 1 d . . .
H11 H 0.8726 0.3778 0.4504 0.055 Uiso 1 1 calc R . .
C12 C 0.7315(3) 0.2834(3) 0.4753(2) 0.0522(8) Uani 1 1 d . . .
H12 H 0.7934 0.2167 0.5110 0.063 Uiso 1 1 calc R . .
C13 C 0.5922(3) 0.2828(3) 0.4599(2) 0.0481(8) Uani 1 1 d . . .
H13 H 0.5600 0.2172 0.4848 0.058 Uiso 1 1 calc R . .
C14 C 0.5045(3) 0.3824(2) 0.40654(18) 0.0371(7) Uani 1 1 d . . .
C15 C 0.4343(3) 0.6656(2) 0.25422(18) 0.0318(6) Uani 1 1 d . . .
C16 C 0.5717(3) 0.6998(3) 0.2426(2) 0.0407(7) Uani 1 1 d . . .
C17 C 0.6983(4) 0.8242(3) 0.2891(3) 0.0864(12) Uani 1 1 d . . .
H17A H 0.7832 0.7596 0.3056 0.130 Uiso 1 1 calc R . .
H17B H 0.6892 0.8836 0.3299 0.130 Uiso 1 1 calc R . .
H17C H 0.7036 0.8601 0.2241 0.130 Uiso 1 1 calc R . .
C18 C 0.3201(3) 0.7288(2) 0.19884(18) 0.0345(6) Uani 1 1 d . . .
C19 C 0.3240(3) 0.8411(3) 0.1380(2) 0.0450(7) Uani 1 1 d . . .
C20 C 0.1925(5) 1.0154(3) 0.0413(3) 0.1204(17) Uani 1 1 d . . .
H20A H 0.2361 1.0629 0.0725 0.181 Uiso 1 1 calc R . .
H20B H 0.0958 1.0599 0.0251 0.181 Uiso 1 1 calc R . .
H20C H 0.2439 0.9963 -0.0156 0.181 Uiso 1 1 calc R . .
C21 C 0.1849(3) 0.6882(2) 0.20674(19) 0.0366(7) Uani 1 1 d . . .
C22 C 0.0884(3) 0.7597(3) 0.2737(2) 0.0434(7) Uani 1 1 d . . .
C23 C 0.1095(3) 0.7089(2) 0.1145(2) 0.0484(8) Uani 1 1 d . . .
C24 C 0.0805(3) 0.5170(2) 0.2598(2) 0.0399(7) Uani 1 1 d . . .
C25 C 0.2233(3) 0.5483(2) 0.24438(18) 0.0329(6) Uani 1 1 d . . .
C26 C 0.2942(3) 0.4735(2) 0.17059(17) 0.0339(6) Uani 1 1 d . . .
C27 C 0.4290(3) 0.4497(2) 0.13198(18) 0.0427(7) Uani 1 1 d . . .
H27 H 0.4948 0.4858 0.1500 0.051 Uiso 1 1 calc R . .
C28 C 0.4642(3) 0.3709(3) 0.0659(2) 0.0511(8) Uani 1 1 d . . .
H28 H 0.5548 0.3537 0.0400 0.061 Uiso 1 1 calc R . .
C29 C 0.3669(4) 0.3177(3) 0.0381(2) 0.0550(9) Uani 1 1 d . . .
H29 H 0.3927 0.2659 -0.0067 0.066 Uiso 1 1 calc R . .
C30 C 0.2318(3) 0.3403(3) 0.0759(2) 0.0488(8) Uani 1 1 d . . .
H30 H 0.1658 0.3052 0.0568 0.059 Uiso 1 1 calc R . .
C31 C 0.1985(3) 0.4167(2) 0.14267(19) 0.0397(7) Uani 1 1 d . . .
C32 C -0.0555(3) 0.4099(3) 0.1793(2) 0.0485(8) Uani 1 1 d . . .
H32A H -0.0732 0.4209 0.1115 0.058 Uiso 1 1 calc R . .
H32B H -0.1363 0.4626 0.2071 0.058 Uiso 1 1 calc R . .
C33 C -0.0454(3) 0.2814(3) 0.2208(2) 0.0542(8) Uani 1 1 d . . .
H33A H -0.0262 0.2691 0.2885 0.065 Uiso 1 1 calc R . .
H33B H 0.0329 0.2278 0.1917 0.065 Uiso 1 1 calc R . .
C34 C -0.1825(3) 0.2512(3) 0.2043(3) 0.0704(10) Uani 1 1 d . . .
H34A H -0.2598 0.3040 0.2349 0.085 Uiso 1 1 calc R . .
H34B H -0.2030 0.2670 0.1366 0.085 Uiso 1 1 calc R . .
C35 C -0.1779(5) 0.1225(4) 0.2413(4) 0.1249(18) Uani 1 1 d . . .
H35A H -0.1019 0.0695 0.2113 0.187 Uiso 1 1 calc R . .
H35B H -0.2666 0.1092 0.2274 0.187 Uiso 1 1 calc R . .
H35C H -0.1621 0.1070 0.3089 0.187 Uiso 1 1 calc R . .
N1 N 0.3634(2) 0.40286(18) 0.37891(15) 0.0374(6) Uani 1 1 d . . .
N4 N 0.0255(3) 0.8184(2) 0.3260(2) 0.0612(8) Uani 1 1 d . . .
N3 N 0.0491(3) 0.7183(2) 0.0464(2) 0.0763(9) Uani 1 1 d . . .
N5 N 0.0719(2) 0.44619(19) 0.19493(16) 0.0400(6) Uani 1 1 d . . .
O1 O 0.6638(2) 0.65712(19) 0.19020(14) 0.0573(6) Uani 1 1 d . . .
O2 O 0.5755(2) 0.77766(17) 0.30035(14) 0.0516(5) Uani 1 1 d . . .
O3 O 0.4294(2) 0.87397(18) 0.12124(15) 0.0594(6) Uani 1 1 d . . .
O4 O 0.1952(2) 0.90415(18) 0.10484(16) 0.0687(7) Uani 1 1 d . . .
O5 O -0.0080(2) 0.55252(18) 0.31885(14) 0.0514(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.379(4) . ?
C1 C6 1.385(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.362(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.355(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.369(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.513(4) . ?
C7 N1 1.460(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N1 1.449(3) . ?
C8 N2 1.479(3) . ?
C8 C25 1.525(3) . ?
C8 H8 0.9800 . ?
N2 C15 1.353(3) . ?
N2 C9 1.423(3) . ?
C9 C10 1.378(3) . ?
C9 C14 1.391(4) . ?
C10 C11 1.390(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.369(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.396(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.370(4) . ?
C13 H13 0.9300 . ?
C14 N1 1.396(3) . ?
C15 C18 1.354(3) . ?
C15 C16 1.509(4) . ?
C16 O1 1.198(3) . ?
C16 O2 1.331(3) . ?
C17 O2 1.454(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.470(4) . ?
C18 C21 1.527(3) . ?
C19 O3 1.207(3) . ?
C19 O4 1.329(3) . ?
C20 O4 1.462(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C23 1.484(4) . ?
C21 C22 1.497(4) . ?
C21 C25 1.585(3) . ?
C22 N4 1.138(3) . ?
C23 N3 1.128(3) . ?
C24 O5 1.219(3) . ?
C24 N5 1.355(3) . ?
C24 C25 1.547(4) . ?
C25 C26 1.499(3) . ?
C26 C27 1.384(3) . ?
C26 C31 1.397(3) . ?
C27 C28 1.388(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.380(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.382(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.376(4) . ?
C30 H30 0.9300 . ?
C31 N5 1.410(3) . ?
C32 N5 1.466(3) . ?
C32 C33 1.509(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.521(4) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.508(5) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 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
C2 C1 C6 119.7(3) . . ?
C2 C1 H1 120.2 . . ?
C6 C1 H1 120.2 . . ?
C3 C2 C1 120.4(3) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 119.0(3) . . ?
C5 C6 C7 122.7(2) . . ?
C1 C6 C7 118.4(3) . . ?
N1 C7 C6 114.1(2) . . ?
N1 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
N1 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N1 C8 N2 102.64(19) . . ?
N1 C8 C25 115.1(2) . . ?
N2 C8 C25 110.31(19) . . ?
N1 C8 H8 109.5 . . ?
N2 C8 H8 109.5 . . ?
C25 C8 H8 109.5 . . ?
C15 N2 C9 130.2(2) . . ?
C15 N2 C8 120.2(2) . . ?
C9 N2 C8 109.0(2) . . ?
C10 C9 C14 121.1(2) . . ?
C10 C9 N2 132.0(2) . . ?
C14 C9 N2 107.0(2) . . ?
C9 C10 C11 117.7(3) . . ?
C9 C10 H10 121.1 . . ?
C11 C10 H10 121.1 . . ?
C12 C11 C10 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 121.4(3) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C12 117.6(3) . . ?
C14 C13 H13 121.2 . . ?
C12 C13 H13 121.2 . . ?
C13 C14 C9 121.2(3) . . ?
C13 C14 N1 128.8(3) . . ?
C9 C14 N1 110.0(2) . . ?
N2 C15 C18 123.8(2) . . ?
N2 C15 C16 116.0(2) . . ?
C18 C15 C16 120.2(2) . . ?
O1 C16 O2 126.7(3) . . ?
O1 C16 C15 122.7(3) . . ?
O2 C16 C15 110.6(2) . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 C19 119.3(2) . . ?
C15 C18 C21 119.6(2) . . ?
C19 C18 C21 120.9(2) . . ?
O3 C19 O4 123.8(3) . . ?
O3 C19 C18 124.9(3) . . ?
O4 C19 C18 111.3(3) . . ?
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 . . ?
C23 C21 C22 108.6(2) . . ?
C23 C21 C18 113.1(2) . . ?
C22 C21 C18 107.1(2) . . ?
C23 C21 C25 106.8(2) . . ?
C22 C21 C25 111.5(2) . . ?
C18 C21 C25 109.9(2) . . ?
N4 C22 C21 173.4(3) . . ?
N3 C23 C21 175.5(3) . . ?
O5 C24 N5 127.1(2) . . ?
O5 C24 C25 125.3(2) . . ?
N5 C24 C25 107.6(2) . . ?
C26 C25 C8 115.7(2) . . ?
C26 C25 C24 102.8(2) . . ?
C8 C25 C24 112.5(2) . . ?
C26 C25 C21 112.7(2) . . ?
C8 C25 C21 106.2(2) . . ?
C24 C25 C21 106.6(2) . . ?
C27 C26 C31 119.1(2) . . ?
C27 C26 C25 133.0(2) . . ?
C31 C26 C25 107.9(2) . . ?
C26 C27 C28 118.8(3) . . ?
C26 C27 H27 120.6 . . ?
C28 C27 H27 120.6 . . ?
C29 C28 C27 121.0(3) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 121.1(3) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C31 C30 C29 117.6(3) . . ?
C31 C30 H30 121.2 . . ?
C29 C30 H30 121.2 . . ?
C30 C31 C26 122.4(3) . . ?
C30 C31 N5 127.4(3) . . ?
C26 C31 N5 110.2(2) . . ?
N5 C32 C33 114.0(2) . . ?
N5 C32 H32A 108.7 . . ?
C33 C32 H32A 108.7 . . ?
N5 C32 H32B 108.7 . . ?
C33 C32 H32B 108.7 . . ?
H32A C32 H32B 107.6 . . ?
C32 C33 C34 111.1(3) . . ?
C32 C33 H33A 109.4 . . ?
C34 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
C34 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C35 C34 C33 113.8(3) . . ?
C35 C34 H34A 108.8 . . ?
C33 C34 H34A 108.8 . . ?
C35 C34 H34B 108.8 . . ?
C33 C34 H34B 108.8 . . ?
H34A C34 H34B 107.7 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C14 N1 C8 109.2(2) . . ?
C14 N1 C7 120.0(2) . . ?
C8 N1 C7 120.2(2) . . ?
C24 N5 C31 111.1(2) . . ?
C24 N5 C32 123.8(2) . . ?
C31 N5 C32 125.0(2) . . ?
C16 O2 C17 115.0(2) . . ?
C19 O4 C20 114.0(3) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.56
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.046
_database_code_depnum_ccdc_archive 'CCDC 1028710'
#######################################################################
#
#                 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_2e

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H33 N5 O5'
_chemical_formula_sum            'C40 H33 N5 O5'
_chemical_formula_weight         663.71

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_space_group_name_Hall  '-P 1'

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

_cell_length_a                   12.5511(14)
_cell_length_b                   12.7332(15)
_cell_length_c                   13.1450(16)
_cell_angle_alpha                67.466(3)
_cell_angle_beta                 68.269(3)
_cell_angle_gamma                68.708(3)
_cell_volume                     1741.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8484
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      27.10

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32944
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_sigmaI/netI    0.0573
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         27.46
_reflns_number_total             7971
_reflns_number_gt                4737
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0565P)²+0.7439P] 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         7943
_refine_ls_number_parameters     453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_ref         0.1576
_refine_ls_wR_factor_gt          0.1326
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2362(3) -0.0745(3) 0.4472(2) 0.0830(9) Uani 1 1 d . . .
H1 H 0.2021 0.0024 0.4101 0.100 Uiso 1 1 calc R . .
C2 C 0.1809(4) -0.1262(4) 0.5599(3) 0.1143(14) Uani 1 1 d . . .
H2 H 0.1098 -0.0837 0.5978 0.137 Uiso 1 1 calc R . .
C3 C 0.2299(5) -0.2382(5) 0.6149(3) 0.1212(18) Uani 1 1 d . . .
H3 H 0.1921 -0.2725 0.6900 0.145 Uiso 1 1 calc R . .
C4 C 0.3340(5) -0.3000(4) 0.5604(3) 0.1115(15) Uani 1 1 d . . .
H4 H 0.3677 -0.3766 0.5985 0.134 Uiso 1 1 calc R . .
C5 C 0.3906(3) -0.2500(3) 0.4488(3) 0.0798(9) Uani 1 1 d . . .
H5 H 0.4626 -0.2929 0.4124 0.096 Uiso 1 1 calc R . .
C6 C 0.3409(2) -0.1366(2) 0.3907(2) 0.0561(7) Uani 1 1 d . . .
C7 C 0.4022(2) -0.08815(18) 0.26724(19) 0.0482(6) Uani 1 1 d . . .
H7A H 0.4873 -0.1186 0.2566 0.058 Uiso 1 1 calc R . .
H7B H 0.3804 -0.1164 0.2207 0.058 Uiso 1 1 calc R . .
C8 C 0.35617(17) 0.09713(17) 0.11297(16) 0.0356(5) Uani 1 1 d . . .
H8 H 0.4010 0.0445 0.0645 0.043 Uiso 1 1 calc R . .
C9 C 0.45699(17) 0.19750(17) 0.14744(17) 0.0374(5) Uani 1 1 d . . .
C10 C 0.5196(2) 0.2689(2) 0.1423(2) 0.0474(5) Uani 1 1 d . . .
H10 H 0.5293 0.3355 0.0807 0.057 Uiso 1 1 calc R . .
C11 C 0.5681(2) 0.2381(2) 0.2325(2) 0.0529(6) Uani 1 1 d . . .
H11 H 0.6116 0.2846 0.2307 0.063 Uiso 1 1 calc R . .
C12 C 0.5531(2) 0.1407(2) 0.3240(2) 0.0526(6) Uani 1 1 d . . .
H12 H 0.5870 0.1218 0.3829 0.063 Uiso 1 1 calc R . .
C13 C 0.4880(2) 0.0700(2) 0.32973(18) 0.0474(6) Uani 1 1 d . . .
H13 H 0.4766 0.0046 0.3923 0.057 Uiso 1 1 calc R . .
C14 C 0.44063(18) 0.09922(17) 0.24034(17) 0.0376(5) Uani 1 1 d . . .
C15 C 0.37065(18) 0.28857(17) -0.02346(17) 0.0371(5) Uani 1 1 d . . .
C16 C 0.4381(2) 0.3825(2) -0.07574(19) 0.0428(5) Uani 1 1 d . . .
C17 C 0.6122(2) 0.4328(3) -0.2082(3) 0.0753(8) Uani 1 1 d . . .
H17A H 0.5657 0.5043 -0.2501 0.090 Uiso 1 1 calc R . .
H17B H 0.6345 0.4521 -0.1556 0.090 Uiso 1 1 calc R . .
C18 C 0.7187(3) 0.3825(4) -0.2877(3) 0.1198(15) Uani 1 1 d . . .
H18A H 0.7594 0.3074 -0.2467 0.180 Uiso 1 1 calc R . .
H18B H 0.7701 0.4344 -0.3233 0.180 Uiso 1 1 calc R . .
H18C H 0.6962 0.3729 -0.3453 0.180 Uiso 1 1 calc R . .
C19 C 0.28569(18) 0.29347(17) -0.06666(17) 0.0374(5) Uani 1 1 d . . .
C20 C 0.2733(2) 0.38213(19) -0.17663(19) 0.0470(6) Uani 1 1 d . . .
C21 C 0.1627(3) 0.4683(2) -0.3151(2) 0.0755(9) Uani 1 1 d . . .
H21A H 0.2275 0.4567 -0.3821 0.091 Uiso 1 1 calc R . .
H21B H 0.1513 0.5455 -0.3092 0.091 Uiso 1 1 calc R . .
C22 C 0.0527(3) 0.4598(3) -0.3254(3) 0.0833(9) Uani 1 1 d . . .
H22A H 0.0654 0.3839 -0.3332 0.125 Uiso 1 1 calc R . .
H22B H 0.0320 0.5200 -0.3915 0.125 Uiso 1 1 calc R . .
H22C H -0.0106 0.4701 -0.2582 0.125 Uiso 1 1 calc R . .
C23 C 0.22258(17) 0.13897(17) 0.11451(16) 0.0352(5) Uani 1 1 d . . .
C24 C 0.1588(2) 0.2151(2) 0.19057(19) 0.0460(5) Uani 1 1 d . . .
C25 C 0.1740(2) 0.0358(2) 0.15936(19) 0.0477(6) Uani 1 1 d . . .
C26 C 0.25256(19) 0.11426(18) -0.07691(17) 0.0396(5) Uani 1 1 d . . .
C27 C 0.20913(17) 0.20690(17) -0.01009(16) 0.0344(4) Uani 1 1 d . . .
C28 C 0.07856(18) 0.25391(18) -0.00797(17) 0.0402(5) Uani 1 1 d . . .
C29 C -0.0106(2) 0.3385(2) 0.0372(2) 0.0563(6) Uani 1 1 d . . .
H29 H 0.0051 0.3803 0.0721 0.068 Uiso 1 1 calc R . .
C30 C -0.1244(2) 0.3603(3) 0.0297(2) 0.0755(9) Uani 1 1 d . . .
H30 H -0.1857 0.4172 0.0600 0.091 Uiso 1 1 calc R . .
C31 C -0.1472(2) 0.2987(3) -0.0220(3) 0.0782(9) Uani 1 1 d . . .
H31 H -0.2244 0.3135 -0.0248 0.094 Uiso 1 1 calc R . .
C32 C -0.0583(2) 0.2152(3) -0.0701(2) 0.0633(7) Uani 1 1 d . . .
H32 H -0.0740 0.1744 -0.1062 0.076 Uiso 1 1 calc R . .
C33 C 0.05424(19) 0.1947(2) -0.06268(18) 0.0430(5) Uani 1 1 d . . .
C34 C 0.1711(3) 0.0500(2) -0.1816(2) 0.0573(6) Uani 1 1 d . . .
H34A H 0.1022 0.0194 -0.1555 0.069 Uiso 1 1 calc R . .
H34B H 0.2406 -0.0163 -0.1784 0.069 Uiso 1 1 calc R . .
C35 C 0.1827(2) 0.1269(2) -0.3045(2) 0.0524(6) Uani 1 1 d . . .
C36 C 0.2765(2) 0.1772(2) -0.3627(2) 0.0607(7) Uani 1 1 d . . .
H36 H 0.3317 0.1661 -0.3255 0.073 Uiso 1 1 calc R . .
C37 C 0.2900(3) 0.2439(3) -0.4753(2) 0.0751(8) Uani 1 1 d . . .
H37 H 0.3546 0.2766 -0.5137 0.090 Uiso 1 1 calc R . .
C38 C 0.2091(3) 0.2623(3) -0.5307(3) 0.0836(9) Uani 1 1 d . . .
H38 H 0.2185 0.3072 -0.6068 0.100 Uiso 1 1 calc R . .
C39 C 0.1153(3) 0.2150(3) -0.4748(3) 0.0891(10) Uani 1 1 d . . .
H39 H 0.0598 0.2279 -0.5124 0.107 Uiso 1 1 calc R . .
C40 C 0.1015(3) 0.1474(3) -0.3617(2) 0.0773(9) Uani 1 1 d . . .
H40 H 0.0365 0.1154 -0.3239 0.093 Uiso 1 1 calc R . .
N1 N 0.37382(15) 0.04067(14) 0.22640(14) 0.0396(4) Uani 1 1 d . . .
N2 N 0.40141(14) 0.20095(14) 0.06918(14) 0.0376(4) Uani 1 1 d . . .
N3 N 0.1122(2) 0.2745(2) 0.2486(2) 0.0790(7) Uani 1 1 d . . .
N4 N 0.1415(2) -0.0458(2) 0.1885(2) 0.0813(8) Uani 1 1 d . . .
N5 N 0.15909(16) 0.11467(16) -0.10482(15) 0.0441(4) Uani 1 1 d . . .
O1 O 0.40286(15) 0.47294(14) -0.05149(15) 0.0583(4) Uani 1 1 d . . .
O2 O 0.54239(14) 0.34580(14) -0.14498(14) 0.0554(4) Uani 1 1 d . . .
O3 O 0.33118(19) 0.45297(18) -0.22800(16) 0.0849(7) Uani 1 1 d . . .
O4 O 0.19039(16) 0.37741(14) -0.21254(14) 0.0622(5) Uani 1 1 d . . .
O5 O 0.35341(14) 0.05270(14) -0.09837(13) 0.0544(4) 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 C6 1.370(4) . ?
C1 C2 1.390(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.355(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.353(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.503(3) . ?
C7 N1 1.466(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N1 1.448(2) . ?
C8 N2 1.456(2) . ?
C8 C23 1.559(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.372(3) . ?
C9 C14 1.389(3) . ?
C9 N2 1.422(3) . ?
C10 C11 1.390(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.371(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.386(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.376(3) . ?
C13 H13 0.9300 . ?
C14 N1 1.402(3) . ?
C15 C19 1.355(3) . ?
C15 N2 1.368(2) . ?
C15 C16 1.515(3) . ?
C16 O1 1.196(3) . ?
C16 O2 1.326(3) . ?
C17 C18 1.464(5) . ?
C17 O2 1.465(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.475(3) . ?
C19 C27 1.518(3) . ?
C20 O3 1.202(3) . ?
C20 O4 1.319(3) . ?
C21 O4 1.462(3) . ?
C21 C22 1.481(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C25 1.472(3) . ?
C23 C24 1.472(3) . ?
C23 C27 1.572(3) . ?
C24 N3 1.134(3) . ?
C25 N4 1.131(3) . ?
C26 O5 1.217(2) . ?
C26 N5 1.350(3) . ?
C26 C27 1.560(3) . ?
C27 C28 1.520(3) . ?
C28 C29 1.374(3) . ?
C28 C33 1.388(3) . ?
C29 C30 1.386(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.369(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.381(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.374(3) . ?
C32 H32 0.9300 . ?
C33 N5 1.412(3) . ?
C34 N5 1.467(3) . ?
C34 C35 1.518(3) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.375(3) . ?
C35 C40 1.377(4) . ?
C36 C37 1.377(4) . ?
C36 H36 0.9300 . ?
C37 C38 1.365(4) . ?
C37 H37 0.9300 . ?
C38 C39 1.350(4) . ?
C38 H38 0.9300 . ?
C39 C40 1.385(4) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.1(3) . . ?
C6 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 119.9(4) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.5(4) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 120.3(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.6(3) . . ?
C1 C6 C7 122.8(2) . . ?
C5 C6 C7 118.5(3) . . ?
N1 C7 C6 114.2(2) . . ?
N1 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
N1 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N1 C8 N2 104.96(16) . . ?
N1 C8 C23 112.64(15) . . ?
N2 C8 C23 107.97(15) . . ?
N1 C8 H8 110.4 . . ?
N2 C8 H8 110.4 . . ?
C23 C8 H8 110.4 . . ?
C10 C9 C14 121.24(19) . . ?
C10 C9 N2 131.73(18) . . ?
C14 C9 N2 107.01(17) . . ?
C9 C10 C11 117.6(2) . . ?
C9 C10 H10 121.2 . . ?
C11 C10 H10 121.2 . . ?
C12 C11 C10 121.5(2) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C13 120.7(2) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 118.2(2) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C13 C14 C9 120.8(2) . . ?
C13 C14 N1 128.41(19) . . ?
C9 C14 N1 110.81(18) . . ?
C19 C15 N2 123.46(18) . . ?
C19 C15 C16 121.28(17) . . ?
N2 C15 C16 115.26(17) . . ?
O1 C16 O2 126.4(2) . . ?
O1 C16 C15 123.5(2) . . ?
O2 C16 C15 110.01(19) . . ?
C18 C17 O2 108.3(3) . . ?
C18 C17 H17A 110.0 . . ?
O2 C17 H17A 110.0 . . ?
C18 C17 H17B 110.0 . . ?
O2 C17 H17B 110.0 . . ?
H17A C17 H17B 108.4 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 C20 118.04(18) . . ?
C15 C19 C27 122.49(17) . . ?
C20 C19 C27 119.35(18) . . ?
O3 C20 O4 123.0(2) . . ?
O3 C20 C19 123.8(2) . . ?
O4 C20 C19 113.20(18) . . ?
O4 C21 C22 108.1(2) . . ?
O4 C21 H21A 110.1 . . ?
C22 C21 H21A 110.1 . . ?
O4 C21 H21B 110.1 . . ?
C22 C21 H21B 110.1 . . ?
H21A C21 H21B 108.4 . . ?
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 . . ?
C25 C23 C24 109.22(17) . . ?
C25 C23 C8 109.23(17) . . ?
C24 C23 C8 108.27(17) . . ?
C25 C23 C27 109.11(17) . . ?
C24 C23 C27 110.97(16) . . ?
C8 C23 C27 110.02(15) . . ?
N3 C24 C23 178.3(3) . . ?
N4 C25 C23 175.9(3) . . ?
O5 C26 N5 127.0(2) . . ?
O5 C26 C27 125.0(2) . . ?
N5 C26 C27 108.03(17) . . ?
C19 C27 C28 117.92(16) . . ?
C19 C27 C26 110.12(16) . . ?
C28 C27 C26 101.65(16) . . ?
C19 C27 C23 108.80(16) . . ?
C28 C27 C23 110.13(15) . . ?
C26 C27 C23 107.64(15) . . ?
C29 C28 C33 119.8(2) . . ?
C29 C28 C27 131.6(2) . . ?
C33 C28 C27 108.56(18) . . ?
C28 C29 C30 118.8(2) . . ?
C28 C29 H29 120.6 . . ?
C30 C29 H29 120.6 . . ?
C31 C30 C29 120.4(3) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C32 121.6(3) . . ?
C30 C31 H31 119.2 . . ?
C32 C31 H31 119.2 . . ?
C33 C32 C31 117.4(3) . . ?
C33 C32 H32 121.3 . . ?
C31 C32 H32 121.3 . . ?
C32 C33 C28 121.8(2) . . ?
C32 C33 N5 128.2(2) . . ?
C28 C33 N5 110.01(18) . . ?
N5 C34 C35 112.25(19) . . ?
N5 C34 H34A 109.2 . . ?
C35 C34 H34A 109.2 . . ?
N5 C34 H34B 109.2 . . ?
C35 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
C36 C35 C40 117.8(2) . . ?
C36 C35 C34 120.4(2) . . ?
C40 C35 C34 121.7(2) . . ?
C35 C36 C37 120.9(3) . . ?
C35 C36 H36 119.5 . . ?
C37 C36 H36 119.5 . . ?
C38 C37 C36 120.3(3) . . ?
C38 C37 H37 119.9 . . ?
C36 C37 H37 119.9 . . ?
C39 C38 C37 119.8(3) . . ?
C39 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
C38 C39 C40 120.2(3) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C35 C40 C39 121.0(3) . . ?
C35 C40 H40 119.5 . . ?
C39 C40 H40 119.5 . . ?
C14 N1 C8 107.72(15) . . ?
C14 N1 C7 119.14(17) . . ?
C8 N1 C7 117.77(17) . . ?
C15 N2 C9 131.30(17) . . ?
C15 N2 C8 118.96(16) . . ?
C9 N2 C8 108.88(15) . . ?
C26 N5 C33 111.71(17) . . ?
C26 N5 C34 122.7(2) . . ?
C33 N5 C34 125.13(19) . . ?
C16 O2 C17 115.21(19) . . ?
C20 O4 C21 117.85(18) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.049
_database_code_depnum_ccdc_archive 'CCDC 1028711'
#######################################################################
#
#                 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_2l'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H32 Cl N5 O5'
_chemical_formula_sum            'C40 H32 Cl N5 O5'
_chemical_formula_weight         698.16

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'
Cl Cl 0.1484 0.1585 '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 2'
_symmetry_space_group_name_Hall  'C 2y'


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

_cell_length_a                   19.030(2)
_cell_length_b                   11.569(2)
_cell_length_c                   16.376(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.619(3)
_cell_angle_gamma                90.00
_cell_volume                     3518.2(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2700
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      20.43

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1456
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.944
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13097
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_sigmaI/netI    0.0617
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.27
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6216
_reflns_number_gt                3942
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0533P)²+1.1415P] 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   0.30(9)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5944
_refine_ls_number_parameters     457
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.1061
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.040
_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 0.4681(2) 0.7955(5) 0.6990(3) 0.0812(15) Uani 1 1 d . . .
H1 H 0.4549 0.7330 0.6632 0.097 Uiso 1 1 calc R . .
C2 C 0.4156(3) 0.8578(5) 0.7260(4) 0.0933(18) Uani 1 1 d . . .
H2 H 0.3674 0.8383 0.7071 0.112 Uiso 1 1 calc R . .
C3 C 0.4336(3) 0.9463(5) 0.7794(3) 0.0884(16) Uani 1 1 d . . .
H3 H 0.3977 0.9882 0.7968 0.106 Uiso 1 1 calc R . .
C4 C 0.5031(3) 0.9746(6) 0.8079(3) 0.0964(18) Uani 1 1 d . . .
H4 H 0.5152 1.0347 0.8462 0.116 Uiso 1 1 calc R . .
C5 C 0.5575(3) 0.9144(5) 0.7805(3) 0.0795(15) Uani 1 1 d . . .
H5 H 0.6054 0.9351 0.8002 0.095 Uiso 1 1 calc R . .
C6 C 0.5403(2) 0.8248(4) 0.7246(2) 0.0537(10) Uani 1 1 d . . .
C7 C 0.59368(18) 0.7595(4) 0.6857(3) 0.0590(11) Uani 1 1 d . . .
H7A H 0.5899 0.6777 0.6971 0.071 Uiso 1 1 calc R . .
H7B H 0.5808 0.7699 0.6255 0.071 Uiso 1 1 calc R . .
C8 C 0.6991(2) 0.8824(4) 0.6801(2) 0.0506(9) Uani 1 1 d . . .
C9 C 0.77992(18) 0.8874(3) 0.7225(2) 0.0428(9) Uani 1 1 d . . .
C10 C 0.78727(18) 0.7904(3) 0.7851(2) 0.0408(8) Uani 1 1 d . . .
C11 C 0.84515(19) 0.7482(3) 0.8433(2) 0.0453(9) Uani 1 1 d . . .
H11 H 0.8909 0.7794 0.8478 0.054 Uiso 1 1 calc R . .
C12 C 0.8340(2) 0.6591(3) 0.8947(2) 0.0499(10) Uani 1 1 d . . .
C13 C 0.7664(2) 0.6111(4) 0.8889(2) 0.0582(10) Uani 1 1 d . . .
H13 H 0.7604 0.5514 0.9248 0.070 Uiso 1 1 calc R . .
C14 C 0.7082(2) 0.6509(4) 0.8305(2) 0.0572(11) Uani 1 1 d . . .
H14 H 0.6628 0.6185 0.8258 0.069 Uiso 1 1 calc R . .
C15 C 0.71941(18) 0.7409(3) 0.7790(2) 0.0441(9) Uani 1 1 d . . .
C16 C 0.6440(2) 0.6385(5) 0.4854(3) 0.0769(14) Uani 1 1 d . . .
H16 H 0.6332 0.6959 0.4448 0.092 Uiso 1 1 calc R . .
C17 C 0.5966(3) 0.5483(6) 0.4852(4) 0.0903(16) Uani 1 1 d . . .
H17 H 0.5537 0.5459 0.4450 0.108 Uiso 1 1 calc R . .
C18 C 0.6119(3) 0.4633(5) 0.5431(4) 0.0930(17) Uani 1 1 d . . .
H18 H 0.5801 0.4019 0.5421 0.112 Uiso 1 1 calc R . .
C19 C 0.6739(3) 0.4683(4) 0.6027(4) 0.0895(16) Uani 1 1 d . . .
H19 H 0.6842 0.4105 0.6430 0.107 Uiso 1 1 calc R . .
C20 C 0.7223(3) 0.5591(4) 0.6040(3) 0.0723(13) Uani 1 1 d . . .
H20 H 0.7647 0.5615 0.6450 0.087 Uiso 1 1 calc R . .
C21 C 0.7075(2) 0.6443(4) 0.5453(2) 0.0582(11) Uani 1 1 d . . .
C22 C 0.7580(2) 0.7436(4) 0.5390(2) 0.0692(13) Uani 1 1 d . . .
H22A H 0.7801 0.7299 0.4918 0.083 Uiso 1 1 calc R . .
H22B H 0.7301 0.8143 0.5279 0.083 Uiso 1 1 calc R . .
C23 C 0.82426(19) 0.8719(3) 0.6548(2) 0.0474(9) Uani 1 1 d . . .
H23 H 0.8121 0.9331 0.6128 0.057 Uiso 1 1 calc R . .
C24 C 0.8833(3) 0.7137(4) 0.6152(3) 0.0645(11) Uani 1 1 d . . .
C25 C 0.8993(4) 0.6134(5) 0.5765(3) 0.0925(16) Uani 1 1 d . . .
H25 H 0.8631 0.5682 0.5444 0.111 Uiso 1 1 calc R . .
C26 C 0.9702(5) 0.5836(6) 0.5875(4) 0.120(2) Uani 1 1 d . . .
H26 H 0.9825 0.5159 0.5633 0.144 Uiso 1 1 calc R . .
C27 C 1.0237(4) 0.6512(7) 0.6334(4) 0.114(2) Uani 1 1 d . . .
H27 H 1.0715 0.6289 0.6391 0.137 Uiso 1 1 calc R . .
C28 C 1.0079(3) 0.7528(5) 0.6719(3) 0.0893(16) Uani 1 1 d . . .
H28 H 1.0441 0.7997 0.7023 0.107 Uiso 1 1 calc R . .
C29 C 0.9363(2) 0.7802(4) 0.6626(3) 0.0616(11) Uani 1 1 d . . .
C30 C 0.80018(19) 1.0090(3) 0.7655(2) 0.0466(9) Uani 1 1 d . . .
C31 C 0.7701(2) 1.1074(4) 0.7105(2) 0.0574(10) Uani 1 1 d . . .
C32 C 0.7654(2) 1.0125(4) 0.8390(3) 0.0573(10) Uani 1 1 d . . .
C33 C 0.8821(2) 1.0189(4) 0.7920(2) 0.0508(10) Uani 1 1 d . . .
C34 C 0.9161(3) 1.1021(4) 0.8551(2) 0.0654(11) Uani 1 1 d . . .
C35 C 0.8938(3) 1.2540(6) 0.9439(4) 0.1149(19) Uani 1 1 d U . .
H35A H 0.9275 1.2158 0.9887 0.138 Uiso 1 1 calc R . .
H35B H 0.9189 1.3163 0.9227 0.138 Uiso 1 1 calc R . .
C36 C 0.8363(5) 1.2993(7) 0.9749(5) 0.162(3) Uani 1 1 d U . .
H36A H 0.8045 1.3411 0.9312 0.243 Uiso 1 1 calc R . .
H36B H 0.8547 1.3505 1.0207 0.243 Uiso 1 1 calc R . .
H36C H 0.8104 1.2373 0.9938 0.243 Uiso 1 1 calc R . .
C37 C 0.9256(2) 0.9503(3) 0.7573(2) 0.0504(10) Uani 1 1 d . . .
C38 C 1.0062(2) 0.9506(4) 0.7898(3) 0.0683(13) Uani 1 1 d . . .
C39 C 1.1056(4) 0.8533(7) 0.8860(4) 0.136 Uani 1 1 d DU . .
H39A H 1.1162 0.7721 0.8972 0.163 Uiso 1 1 calc R . .
H39B H 1.1346 0.8836 0.8490 0.163 Uiso 1 1 calc R . .
C40 C 1.1117(4) 0.9157(8) 0.9559(5) 0.154(3) Uani 1 1 d DU . .
H40A H 1.1070 0.9963 0.9419 0.231 Uiso 1 1 calc R . .
H40B H 1.1580 0.9020 0.9919 0.231 Uiso 1 1 calc R . .
H40C H 1.0746 0.8937 0.9841 0.231 Uiso 1 1 calc R . .
Cl1 Cl 0.90602(6) 0.60615(11) 0.96893(6) 0.0699(3) Uani 1 1 d . . .
N1 N 0.66895(15) 0.7958(3) 0.71618(19) 0.0524(8) Uani 1 1 d . . .
N2 N 0.81486(19) 0.7598(3) 0.61436(18) 0.0594(9) Uani 1 1 d . . .
N3 N 0.90137(16) 0.8761(3) 0.6933(2) 0.0520(8) Uani 1 1 d . . .
N4 N 0.7357(2) 1.0103(4) 0.8918(3) 0.0841(13) Uani 1 1 d . . .
N5 N 0.7509(2) 1.1856(4) 0.6709(3) 0.0845(12) Uani 1 1 d . . .
O1 O 0.66943(14) 0.9439(2) 0.62225(18) 0.0669(8) Uani 1 1 d . . .
O2 O 1.04737(16) 1.0043(3) 0.7590(2) 0.0853(10) Uani 1 1 d . . .
O3 O 1.02297(16) 0.8766(3) 0.8526(2) 0.0917(11) Uani 1 1 d DU . .
O4 O 0.97957(17) 1.1103(3) 0.8843(2) 0.0937(10) Uani 1 1 d . . .
O5 O 0.86671(18) 1.1716(3) 0.87695(18) 0.0796(9) Uani 1 1 d U . .


_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 1.381(7) . ?
C1 C6 1.389(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.341(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.344(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.401(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.513(6) . ?
C7 N1 1.471(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.221(4) . ?
C8 N1 1.352(5) . ?
C8 C9 1.544(5) . ?
C9 C10 1.505(5) . ?
C9 C23 1.543(5) . ?
C9 C30 1.583(5) . ?
C10 C11 1.379(5) . ?
C10 C15 1.396(5) . ?
C11 C12 1.376(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.384(5) . ?
C12 Cl1 1.734(4) . ?
C13 C14 1.375(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.386(5) . ?
C14 H14 0.9300 . ?
C15 N1 1.397(4) . ?
C16 C17 1.380(7) . ?
C16 C21 1.382(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.352(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.359(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.394(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.363(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.516(6) . ?
C22 N2 1.465(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 N2 1.449(5) . ?
C23 N3 1.466(4) . ?
C23 H23 0.9800 . ?
C24 C29 1.368(6) . ?
C24 C25 1.387(7) . ?
C24 N2 1.404(5) . ?
C25 C26 1.368(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.370(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.398(8) . ?
C27 H27 0.9300 . ?
C28 C29 1.375(6) . ?
C28 H28 0.9300 . ?
C29 N3 1.439(5) . ?
C30 C31 1.486(6) . ?
C30 C32 1.497(6) . ?
C30 C33 1.528(5) . ?
C31 N5 1.126(5) . ?
C32 N4 1.131(5) . ?
C33 C37 1.358(6) . ?
C33 C34 1.456(6) . ?
C34 O4 1.202(5) . ?
C34 O5 1.343(5) . ?
C35 C36 1.403(9) . ?
C35 O5 1.460(5) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 N3 1.355(5) . ?
C37 C38 1.509(6) . ?
C38 O2 1.194(5) . ?
C38 O3 1.322(5) . ?
C39 C40 1.337(9) . ?
C39 O3 1.570(7) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 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
C2 C1 C6 120.9(5) . . ?
C2 C1 H1 119.6 . . ?
C6 C1 H1 119.6 . . ?
C3 C2 C1 120.6(5) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.2(5) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 120.5(5) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 120.3(4) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C1 117.4(4) . . ?
C5 C6 C7 125.0(4) . . ?
C1 C6 C7 117.5(4) . . ?
N1 C7 C6 114.1(3) . . ?
N1 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
N1 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
O1 C8 N1 127.0(3) . . ?
O1 C8 C9 125.0(4) . . ?
N1 C8 C9 107.9(3) . . ?
C10 C9 C23 114.7(3) . . ?
C10 C9 C8 102.3(3) . . ?
C23 C9 C8 108.7(3) . . ?
C10 C9 C30 112.5(3) . . ?
C23 C9 C30 107.7(3) . . ?
C8 C9 C30 110.8(3) . . ?
C11 C10 C15 119.4(3) . . ?
C11 C10 C9 132.5(3) . . ?
C15 C10 C9 108.1(3) . . ?
C12 C11 C10 118.8(3) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C11 C12 C13 121.6(3) . . ?
C11 C12 Cl1 119.3(3) . . ?
C13 C12 Cl1 119.1(3) . . ?
C14 C13 C12 120.5(4) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 117.9(4) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C14 C15 C10 121.9(3) . . ?
C14 C15 N1 128.1(3) . . ?
C10 C15 N1 110.0(3) . . ?
C17 C16 C21 120.6(5) . . ?
C17 C16 H16 119.7 . . ?
C21 C16 H16 119.7 . . ?
C18 C17 C16 120.5(5) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 119.5(5) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C18 C19 C20 120.8(5) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C21 C20 C19 120.0(5) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C16 118.7(4) . . ?
C20 C21 C22 124.1(4) . . ?
C16 C21 C22 117.2(4) . . ?
N2 C22 C21 113.7(3) . . ?
N2 C22 H22A 108.8 . . ?
C21 C22 H22A 108.8 . . ?
N2 C22 H22B 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
N2 C23 N3 103.8(3) . . ?
N2 C23 C9 113.6(3) . . ?
N3 C23 C9 109.9(3) . . ?
N2 C23 H23 109.8 . . ?
N3 C23 H23 109.8 . . ?
C9 C23 H23 109.8 . . ?
C29 C24 C25 121.4(5) . . ?
C29 C24 N2 111.0(4) . . ?
C25 C24 N2 127.5(5) . . ?
C26 C25 C24 117.4(6) . . ?
C26 C25 H25 121.3 . . ?
C24 C25 H25 121.3 . . ?
C25 C26 C27 121.5(6) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 H26 119.3 . . ?
C26 C27 C28 121.3(6) . . ?
C26 C27 H27 119.3 . . ?
C28 C27 H27 119.3 . . ?
C29 C28 C27 116.8(6) . . ?
C29 C28 H28 121.6 . . ?
C27 C28 H28 121.6 . . ?
C24 C29 C28 121.6(5) . . ?
C24 C29 N3 107.0(4) . . ?
C28 C29 N3 131.4(5) . . ?
C31 C30 C32 106.7(3) . . ?
C31 C30 C33 110.4(3) . . ?
C32 C30 C33 111.8(3) . . ?
C31 C30 C9 112.8(3) . . ?
C32 C30 C9 105.9(3) . . ?
C33 C30 C9 109.1(3) . . ?
N5 C31 C30 175.9(4) . . ?
N4 C32 C30 175.4(4) . . ?
C37 C33 C34 117.8(4) . . ?
C37 C33 C30 121.0(3) . . ?
C34 C33 C30 121.2(4) . . ?
O4 C34 O5 123.2(4) . . ?
O4 C34 C33 125.9(5) . . ?
O5 C34 C33 110.9(4) . . ?
C36 C35 O5 109.9(5) . . ?
C36 C35 H35A 109.7 . . ?
O5 C35 H35A 109.7 . . ?
C36 C35 H35B 109.7 . . ?
O5 C35 H35B 109.7 . . ?
H35A C35 H35B 108.2 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N3 C37 C33 123.9(4) . . ?
N3 C37 C38 115.0(4) . . ?
C33 C37 C38 121.1(4) . . ?
O2 C38 O3 126.5(4) . . ?
O2 C38 C37 124.2(4) . . ?
O3 C38 C37 109.1(4) . . ?
C40 C39 O3 95.7(7) . . ?
C40 C39 H39A 112.6 . . ?
O3 C39 H39A 112.6 . . ?
C40 C39 H39B 112.6 . . ?
O3 C39 H39B 112.6 . . ?
H39A C39 H39B 110.1 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C8 N1 C15 111.6(3) . . ?
C8 N1 C7 122.5(3) . . ?
C15 N1 C7 125.6(3) . . ?
C24 N2 C23 108.3(3) . . ?
C24 N2 C22 118.1(4) . . ?
C23 N2 C22 119.6(3) . . ?
C37 N3 C29 130.8(3) . . ?
C37 N3 C23 119.6(3) . . ?
C29 N3 C23 108.7(3) . . ?
C38 O3 C39 115.8(4) . . ?
C34 O5 C35 116.0(4) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.036
#===========================================================
_database_code_depnum_ccdc_archive 'CCDC 1028712'
