# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Jubaraj Baruah'
_publ_contact_author_email       JUBA@IITG.ERNET.IN

_publ_section_title              
;
Different solvates of two isomeric
dicarboxylic acids with pyridine and quinoline
;
loop_
_publ_author_name
'Jubaraj Baruah'
'Devendra Singh'

# Attachment 'Apy1.cif'

data_nda
_database_code_depnum_ccdc_archive 'CCDC 716626'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H34 N6 O8'
_chemical_formula_weight         822.81

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   P2(1)/n

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                   8.5529(2)
_cell_length_b                   20.5796(5)
_cell_length_c                   11.9813(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.5940(10)
_cell_angle_gamma                90.00
_cell_volume                     2094.94(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5852
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      23.86

_exptl_crystal_description       blocks
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22511
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0300
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         28.21
_reflns_number_total             5076
_reflns_number_gt                2821
_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)+(0.0685P)²+0.1605P] 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         5076
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1512
_refine_ls_wR_factor_gt          0.1291
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
N1 N 0.23163(15) 0.12293(6) 0.90512(10) 0.0528(3) Uani 1 1 d . . .
C7 C 0.1168(2) 0.17336(8) 0.87234(13) 0.0561(4) Uani 1 1 d . . .
C2 C 0.02582(19) 0.20076(8) 0.94973(13) 0.0554(4) Uani 1 1 d . . .
C1 C 0.0420(2) 0.18013(8) 1.07074(14) 0.0584(4) Uani 1 1 d . . .
C4 C -0.1036(3) 0.26576(10) 0.79860(19) 0.0849(6) Uani 1 1 d . . .
H4 H -0.1786 0.2969 0.7739 0.102 Uiso 1 1 calc R . .
C6 C 0.0986(2) 0.19210(9) 0.76081(15) 0.0736(5) Uani 1 1 d . . .
H6 H 0.1609 0.1736 0.7106 0.088 Uiso 1 1 calc R . .
C3 C -0.0844(2) 0.24737(9) 0.91037(16) 0.0724(5) Uani 1 1 d . . .
H3 H -0.1464 0.2666 0.9601 0.087 Uiso 1 1 calc R . .
C5 C -0.0128(3) 0.23845(11) 0.72417(17) 0.0855(6) Uani 1 1 d . . .
H5 H -0.0260 0.2510 0.6491 0.103 Uiso 1 1 calc R . .
C10 C 0.44557(17) 0.02471(7) 0.98166(12) 0.0461(4) Uani 1 1 d . . .
C9 C 0.49034(18) 0.09046(7) 0.99739(12) 0.0487(4) Uani 1 1 d . . .
C8 C 0.37875(19) 0.14257(8) 0.95661(12) 0.0523(4) Uani 1 1 d . . .
C11 C 0.29505(18) 0.00731(7) 0.92970(13) 0.0528(4) Uani 1 1 d . . .
C12 C 0.1805(2) 0.05859(8) 0.89074(15) 0.0623(4) Uani 1 1 d . . .
O2 O -0.05786(17) 0.20860(7) 1.12894(11) 0.0790(4) Uani 1 1 d . . .
H2 H -0.0538 0.1917 1.1912 0.118 Uiso 1 1 calc R . .
O1 O 0.13652(16) 0.14035(7) 1.11077(10) 0.0830(4) Uani 1 1 d . . .
O4 O 0.41113(14) 0.20013(5) 0.96505(10) 0.0685(4) Uani 1 1 d . . .
O3 O 0.04889(16) 0.04694(6) 0.84691(14) 0.0978(5) Uani 1 1 d . . .
C13 C 0.6373(2) 0.10609(8) 1.04828(15) 0.0615(4) Uani 1 1 d . . .
H13 H 0.6656 0.1495 1.0588 0.074 Uiso 1 1 calc R . .
C14 C 0.2548(2) -0.05715(8) 0.91541(15) 0.0647(5) Uani 1 1 d . . .
H14 H 0.1552 -0.0683 0.8814 0.078 Uiso 1 1 calc R . .
C19 C 0.5447(4) 0.11363(15) 0.7085(2) 0.1155(9) Uani 1 1 d . . .
H19 H 0.5409 0.1588 0.7102 0.139 Uiso 1 1 calc R . .
N2 N 0.4190(3) 0.07996(19) 0.6561(2) 0.1361(9) Uani 1 1 d . . .
C16 C 0.5582(4) -0.01573(17) 0.7044(3) 0.1266(10) Uani 1 1 d . . .
H16 H 0.5603 -0.0609 0.7028 0.152 Uiso 1 1 calc R . .
C17 C 0.6806(3) 0.01817(19) 0.7555(2) 0.1048(8) Uani 1 1 d . . .
H17 H 0.7691 -0.0036 0.7889 0.126 Uiso 1 1 calc R . .
C15 C 0.4315(4) 0.0176(2) 0.6550(3) 0.1430(13) Uani 1 1 d . . .
H15 H 0.3486 -0.0062 0.6181 0.172 Uiso 1 1 calc R . .
N3 N 0.9391(2) 0.15288(7) 0.32474(13) 0.0732(4) Uani 1 1 d . . .
C20 C 0.8183(3) 0.15879(11) 0.38205(19) 0.0903(7) Uani 1 1 d . . .
H20 H 0.7332 0.1839 0.3520 0.108 Uiso 1 1 calc R . .
C24 C 1.0590(3) 0.11775(14) 0.3706(2) 0.1045(8) Uani 1 1 d . . .
H24 H 1.1455 0.1121 0.3311 0.125 Uiso 1 1 calc R . .
C23 C 1.0607(4) 0.08911(16) 0.4747(3) 0.1274(10) Uani 1 1 d . . .
H23 H 1.1483 0.0659 0.5059 0.153 Uiso 1 1 calc R . .
C21 C 0.8117(4) 0.12990(14) 0.4835(2) 0.1116(8) Uani 1 1 d . . .
H21 H 0.7222 0.1342 0.5202 0.134 Uiso 1 1 calc R . .
C18 C 0.6756(3) 0.08264(18) 0.7584(2) 0.1008(8) Uani 1 1 d . . .
H18 H 0.7597 0.1063 0.7939 0.121 Uiso 1 1 calc R . .
C22 C 0.9344(4) 0.09523(14) 0.5302(2) 0.1120(9) Uani 1 1 d . . .
H22 H 0.9320 0.0757 0.6000 0.134 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C8 1.396(2) . ?
N1 C12 1.399(2) . ?
N1 C7 1.452(2) . ?
C7 C6 1.382(2) . ?
C7 C2 1.396(2) . ?
C2 C3 1.389(2) . ?
C2 C1 1.502(2) . ?
C1 O1 1.210(2) . ?
C1 O2 1.302(2) . ?
C4 C5 1.369(3) . ?
C4 C3 1.383(3) . ?
C6 C5 1.383(3) . ?
C10 C11 1.410(2) . ?
C10 C9 1.413(2) . ?
C10 C10 1.415(3) 3_657 ?
C9 C13 1.371(2) . ?
C9 C8 1.481(2) . ?
C8 O4 1.2181(17) . ?
C11 C14 1.376(2) . ?
C11 C12 1.479(2) . ?
C12 O3 1.2101(19) . ?
C13 C14 1.401(2) 3_657 ?
C14 C13 1.401(2) 3_657 ?
C19 C18 1.365(4) . ?
C19 N2 1.370(4) . ?
N2 C15 1.289(4) . ?
C16 C17 1.345(4) . ?
C16 C15 1.359(4) . ?
C17 C18 1.328(4) . ?
N3 C20 1.311(3) . ?
N3 C24 1.321(3) . ?
C20 C21 1.360(3) . ?
C24 C23 1.378(4) . ?
C23 C22 1.338(4) . ?
C21 C22 1.338(4) . ?

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
C8 N1 C12 125.56(13) . . ?
C8 N1 C7 117.40(13) . . ?
C12 N1 C7 116.81(13) . . ?
C6 C7 C2 121.33(16) . . ?
C6 C7 N1 117.30(15) . . ?
C2 C7 N1 121.36(14) . . ?
C3 C2 C7 117.49(15) . . ?
C3 C2 C1 120.46(16) . . ?
C7 C2 C1 122.04(15) . . ?
O1 C1 O2 122.78(16) . . ?
O1 C1 C2 123.87(16) . . ?
O2 C1 C2 113.34(15) . . ?
C5 C4 C3 120.34(19) . . ?
C7 C6 C5 119.75(19) . . ?
C4 C3 C2 121.23(19) . . ?
C4 C5 C6 119.86(18) . . ?
C11 C10 C9 121.45(14) . . ?
C11 C10 C10 119.30(17) . 3_657 ?
C9 C10 C10 119.25(16) . 3_657 ?
C13 C9 C10 120.31(14) . . ?
C13 C9 C8 120.01(14) . . ?
C10 C9 C8 119.67(13) . . ?
O4 C8 N1 120.20(14) . . ?
O4 C8 C9 123.04(14) . . ?
N1 C8 C9 116.76(13) . . ?
C14 C11 C10 120.14(14) . . ?
C14 C11 C12 120.10(14) . . ?
C10 C11 C12 119.75(14) . . ?
O3 C12 N1 120.20(15) . . ?
O3 C12 C11 123.03(15) . . ?
N1 C12 C11 116.76(14) . . ?
C9 C13 C14 120.46(15) . 3_657 ?
C11 C14 C13 120.54(14) . 3_657 ?
C18 C19 N2 121.7(3) . . ?
C15 N2 C19 116.5(3) . . ?
C17 C16 C15 118.5(3) . . ?
C18 C17 C16 120.3(3) . . ?
N2 C15 C16 124.1(3) . . ?
C20 N3 C24 117.00(19) . . ?
N3 C20 C21 122.9(2) . . ?
N3 C24 C23 122.5(3) . . ?
C22 C23 C24 119.0(3) . . ?
C22 C21 C20 119.7(3) . . ?
C17 C18 C19 118.9(3) . . ?
C23 C22 C21 118.8(2) . . ?

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
C8 N1 C7 C6 99.57(18) . . . . ?
C12 N1 C7 C6 -85.60(19) . . . . ?
C8 N1 C7 C2 -81.88(19) . . . . ?
C12 N1 C7 C2 92.95(18) . . . . ?
C6 C7 C2 C3 0.3(3) . . . . ?
N1 C7 C2 C3 -178.18(15) . . . . ?
C6 C7 C2 C1 178.89(16) . . . . ?
N1 C7 C2 C1 0.4(2) . . . . ?
C3 C2 C1 O1 -179.21(17) . . . . ?
C7 C2 C1 O1 2.3(3) . . . . ?
C3 C2 C1 O2 1.8(2) . . . . ?
C7 C2 C1 O2 -176.71(15) . . . . ?
C2 C7 C6 C5 -0.6(3) . . . . ?
N1 C7 C6 C5 177.92(16) . . . . ?
C5 C4 C3 C2 -0.5(3) . . . . ?
C7 C2 C3 C4 0.2(3) . . . . ?
C1 C2 C3 C4 -178.37(17) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C7 C6 C5 C4 0.4(3) . . . . ?
C11 C10 C9 C13 179.91(15) . . . . ?
C10 C10 C9 C13 -0.4(3) 3_657 . . . ?
C11 C10 C9 C8 -1.3(2) . . . . ?
C10 C10 C9 C8 178.40(16) 3_657 . . . ?
C12 N1 C8 O4 -179.78(15) . . . . ?
C7 N1 C8 O4 -5.5(2) . . . . ?
C12 N1 C8 C9 1.1(2) . . . . ?
C7 N1 C8 C9 175.46(13) . . . . ?
C13 C9 C8 O4 0.6(2) . . . . ?
C10 C9 C8 O4 -178.21(14) . . . . ?
C13 C9 C8 N1 179.65(14) . . . . ?
C10 C9 C8 N1 0.8(2) . . . . ?
C9 C10 C11 C14 179.93(15) . . . . ?
C10 C10 C11 C14 0.3(3) 3_657 . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
C10 C10 C11 C12 -179.83(17) 3_657 . . . ?
C8 N1 C12 O3 178.42(17) . . . . ?
C7 N1 C12 O3 4.1(2) . . . . ?
C8 N1 C12 C11 -2.5(2) . . . . ?
C7 N1 C12 C11 -176.87(14) . . . . ?
C14 C11 C12 O3 0.9(3) . . . . ?
C10 C11 C12 O3 -179.01(17) . . . . ?
C14 C11 C12 N1 -178.12(16) . . . . ?
C10 C11 C12 N1 2.0(2) . . . . ?
C10 C9 C13 C14 0.4(2) . . . 3_657 ?
C8 C9 C13 C14 -178.37(15) . . . 3_657 ?
C10 C11 C14 C13 -0.3(3) . . . 3_657 ?
C12 C11 C14 C13 179.80(16) . . . 3_657 ?
C18 C19 N2 C15 -0.9(4) . . . . ?
C15 C16 C17 C18 0.9(4) . . . . ?
C19 N2 C15 C16 1.7(5) . . . . ?
C17 C16 C15 N2 -1.7(5) . . . . ?
C24 N3 C20 C21 -1.0(3) . . . . ?
C20 N3 C24 C23 -1.1(4) . . . . ?
N3 C24 C23 C22 2.2(5) . . . . ?
N3 C20 C21 C22 2.1(4) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
N2 C19 C18 C17 0.2(4) . . . . ?
C24 C23 C22 C21 -1.1(5) . . . . ?
C20 C21 C22 C23 -0.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        28.21
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.140
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.034

# Attachment 'Apy2.cif'

data_ndana
_database_code_depnum_ccdc_archive 'CCDC 716627'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H34 N6 O8'
_chemical_formula_weight         822.81

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

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

_cell_length_a                   8.7635(6)
_cell_length_b                   11.8723(9)
_cell_length_c                   12.1962(14)
_cell_angle_alpha                116.061(6)
_cell_angle_beta                 95.775(6)
_cell_angle_gamma                107.994(4)
_cell_volume                     1041.85(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3148
_cell_measurement_theta_min      0.00
_cell_measurement_theta_max      0.00

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             430
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11332
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0245
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         24.50
_reflns_number_total             3292
_reflns_number_gt                2183
_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)+(0.0840P)²+0.3642P] 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         3292
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0588
_refine_ls_wR_factor_ref         0.1837
_refine_ls_wR_factor_gt          0.1627
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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
C7 C 0.1382(3) 0.1055(3) 0.2534(2) 0.0602(7) Uani 1 1 d . . .
C2 C -0.0076(3) -0.0059(3) 0.1685(2) 0.0609(7) Uani 1 1 d . . .
C1 C -0.0432(4) -0.1452(3) 0.1499(3) 0.0689(8) Uani 1 1 d . . .
C4 C -0.0881(5) 0.1438(5) 0.1152(3) 0.0873(10) Uani 1 1 d . . .
H4 H -0.1643 0.1567 0.0679 0.105 Uiso 1 1 calc R . .
C3 C -0.1208(4) 0.0160(4) 0.0996(3) 0.0742(9) Uani 1 1 d . . .
H3 H -0.2193 -0.0565 0.0426 0.089 Uiso 1 1 calc R . .
C6 C 0.1695(4) 0.2337(3) 0.2697(3) 0.0782(9) Uani 1 1 d . . .
H6 H 0.2667 0.3074 0.3277 0.094 Uiso 1 1 calc R . .
C5 C 0.0555(5) 0.2524(4) 0.1995(4) 0.0920(10) Uani 1 1 d . . .
H5 H 0.0763 0.3385 0.2095 0.110 Uiso 1 1 calc R . .
C11 C 0.4801(3) 0.0112(3) 0.3518(2) 0.0545(6) Uani 1 1 d . . .
C9 C 0.3273(3) 0.0609(3) 0.5144(2) 0.0553(6) Uani 1 1 d . . .
C8 C 0.2247(3) 0.0994(3) 0.4447(2) 0.0619(7) Uani 1 1 d . . .
C12 C 0.3777(3) 0.0479(3) 0.2796(2) 0.0590(7) Uani 1 1 d . . .
N1 N 0.2561(2) 0.0890(2) 0.33085(19) 0.0581(6) Uani 1 1 d . . .
O3 O 0.3950(2) 0.0422(2) 0.17939(18) 0.0748(6) Uani 1 1 d . . .
O4 O 0.1162(3) 0.1369(2) 0.4815(2) 0.0864(7) Uani 1 1 d . . .
C13 C 0.3016(3) 0.0664(3) 0.6258(2) 0.0662(8) Uani 1 1 d . . .
H13 H 0.2194 0.0944 0.6568 0.079 Uiso 1 1 calc R . .
C14 C 0.6025(3) -0.0304(3) 0.3074(2) 0.0666(8) Uani 1 1 d . . .
H14 H 0.6213 -0.0346 0.2323 0.080 Uiso 1 1 calc R . .
C10 C 0.4514(3) 0.0181(2) 0.4660(2) 0.0500(6) Uani 1 1 d . . .
O1 O -0.2024(3) -0.2240(3) 0.0991(3) 0.1055(8) Uani 1 1 d . . .
H1 H -0.2191 -0.2973 0.0961 0.158 Uiso 1 1 calc R . .
O2 O 0.0589(3) -0.1822(2) 0.1784(3) 0.1021(8) Uani 1 1 d . . .
N2 N 0.7155(4) 0.5427(3) 0.0969(3) 0.0997(9) Uani 1 1 d . . .
C21 C 0.1599(12) 0.6785(6) 0.3669(10) 0.186(4) Uani 1 1 d . . .
H21 H 0.1019 0.7015 0.3175 0.223 Uiso 1 1 calc R . .
N3 N 0.3719(5) 0.6077(4) 0.4086(6) 0.1417(15) Uani 1 1 d . . .
C24 C 0.3268(7) 0.6102(5) 0.5053(6) 0.1244(15) Uani 1 1 d . . .
H24 H 0.3843 0.5858 0.5537 0.149 Uiso 1 1 calc R . .
C15 C 0.6276(8) 0.5238(6) 0.1705(5) 0.1450(19) Uani 1 1 d . . .
H15 H 0.6070 0.5965 0.2286 0.174 Uiso 1 1 calc R . .
C17 C 0.5967(7) 0.2966(6) 0.0822(9) 0.142(2) Uani 1 1 d . . .
H17 H 0.5549 0.2110 0.0756 0.171 Uiso 1 1 calc R . .
C20 C 0.2951(11) 0.6391(7) 0.3389(5) 0.153(2) Uani 1 1 d . . .
H20 H 0.3285 0.6362 0.2680 0.184 Uiso 1 1 calc R . .
C19 C 0.7463(6) 0.4422(7) 0.0202(5) 0.1210(15) Uani 1 1 d . . .
H19 H 0.8121 0.4559 -0.0317 0.145 Uiso 1 1 calc R . .
C18 C 0.6893(9) 0.3191(7) 0.0102(5) 0.141(2) Uani 1 1 d . . .
H18 H 0.7152 0.2497 -0.0476 0.169 Uiso 1 1 calc R . .
C22 C 0.1230(7) 0.6791(6) 0.4756(10) 0.169(3) Uani 1 1 d . . .
H22 H 0.0374 0.7047 0.5024 0.203 Uiso 1 1 calc R . .
C23 C 0.2078(8) 0.6439(6) 0.5402(6) 0.149(2) Uani 1 1 d . . .
H23 H 0.1811 0.6435 0.6120 0.178 Uiso 1 1 calc R . .
C16 C 0.5632(7) 0.4005(9) 0.1665(7) 0.168(2) Uani 1 1 d . . .
H16 H 0.4987 0.3887 0.2197 0.201 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C7 C6 1.378(4) . ?
C7 C2 1.392(4) . ?
C7 N1 1.446(3) . ?
C2 C3 1.393(4) . ?
C2 C1 1.490(4) . ?
C1 O2 1.196(4) . ?
C1 O1 1.310(4) . ?
C4 C5 1.369(5) . ?
C4 C3 1.374(5) . ?
C6 C5 1.382(4) . ?
C11 C14 1.378(3) . ?
C11 C10 1.411(3) . ?
C11 C12 1.480(4) . ?
C9 C13 1.377(3) . ?
C9 C10 1.413(3) . ?
C9 C8 1.476(4) . ?
C8 O4 1.215(3) . ?
C8 N1 1.403(3) . ?
C12 O3 1.221(3) . ?
C12 N1 1.397(3) . ?
C13 C14 1.393(4) 2_656 ?
C14 C13 1.393(4) 2_656 ?
C10 C10 1.413(5) 2_656 ?
N2 C19 1.280(6) . ?
N2 C15 1.288(5) . ?
C21 C22 1.393(10) . ?
C21 C20 1.421(10) . ?
N3 C24 1.273(6) . ?
N3 C20 1.279(8) . ?
C24 C23 1.276(7) . ?
C15 C16 1.373(8) . ?
C17 C18 1.310(8) . ?
C17 C16 1.355(9) . ?
C19 C18 1.334(8) . ?
C22 C23 1.308(9) . ?

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 C7 C2 121.2(3) . . ?
C6 C7 N1 118.7(3) . . ?
C2 C7 N1 120.0(2) . . ?
C7 C2 C3 118.0(3) . . ?
C7 C2 C1 121.8(2) . . ?
C3 C2 C1 120.2(3) . . ?
O2 C1 O1 123.1(3) . . ?
O2 C1 C2 125.1(3) . . ?
O1 C1 C2 111.9(3) . . ?
C5 C4 C3 120.7(3) . . ?
C4 C3 C2 120.6(3) . . ?
C7 C6 C5 119.6(3) . . ?
C4 C5 C6 119.9(3) . . ?
C14 C11 C10 120.0(2) . . ?
C14 C11 C12 120.1(2) . . ?
C10 C11 C12 119.9(2) . . ?
C13 C9 C10 120.2(2) . . ?
C13 C9 C8 120.0(2) . . ?
C10 C9 C8 119.8(2) . . ?
O4 C8 N1 120.4(2) . . ?
O4 C8 C9 122.8(2) . . ?
N1 C8 C9 116.8(2) . . ?
O3 C12 N1 120.4(2) . . ?
O3 C12 C11 123.0(2) . . ?
N1 C12 C11 116.6(2) . . ?
C12 N1 C8 125.5(2) . . ?
C12 N1 C7 117.7(2) . . ?
C8 N1 C7 116.2(2) . . ?
C9 C13 C14 120.7(2) . 2_656 ?
C11 C14 C13 120.5(2) . 2_656 ?
C11 C10 C10 119.6(3) . 2_656 ?
C11 C10 C9 121.4(2) . . ?
C10 C10 C9 119.0(3) 2_656 . ?
C19 N2 C15 117.6(4) . . ?
C22 C21 C20 113.4(6) . . ?
C24 N3 C20 119.9(6) . . ?
N3 C24 C23 124.2(6) . . ?
N2 C15 C16 122.5(5) . . ?
C18 C17 C16 118.7(5) . . ?
N3 C20 C21 121.7(6) . . ?
N2 C19 C18 123.9(5) . . ?
C17 C18 C19 119.6(5) . . ?
C23 C22 C21 120.5(6) . . ?
C24 C23 C22 120.4(7) . . ?
C17 C16 C15 117.6(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C7 C2 C3 0.5(4) . . . . ?
N1 C7 C2 C3 177.4(2) . . . . ?
C6 C7 C2 C1 -180.0(3) . . . . ?
N1 C7 C2 C1 -3.0(4) . . . . ?
C7 C2 C1 O2 -19.0(4) . . . . ?
C3 C2 C1 O2 160.5(3) . . . . ?
C7 C2 C1 O1 160.2(3) . . . . ?
C3 C2 C1 O1 -20.3(4) . . . . ?
C5 C4 C3 C2 -0.6(5) . . . . ?
C7 C2 C3 C4 0.3(4) . . . . ?
C1 C2 C3 C4 -179.3(3) . . . . ?
C2 C7 C6 C5 -0.9(4) . . . . ?
N1 C7 C6 C5 -177.9(3) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C7 C6 C5 C4 0.6(5) . . . . ?
C13 C9 C8 O4 0.2(4) . . . . ?
C10 C9 C8 O4 180.0(3) . . . . ?
C13 C9 C8 N1 -178.9(2) . . . . ?
C10 C9 C8 N1 0.8(4) . . . . ?
C14 C11 C12 O3 0.6(4) . . . . ?
C10 C11 C12 O3 -179.0(2) . . . . ?
C14 C11 C12 N1 180.0(2) . . . . ?
C10 C11 C12 N1 0.3(4) . . . . ?
O3 C12 N1 C8 180.0(2) . . . . ?
C11 C12 N1 C8 0.6(4) . . . . ?
O3 C12 N1 C7 8.5(4) . . . . ?
C11 C12 N1 C7 -170.9(2) . . . . ?
O4 C8 N1 C12 179.6(3) . . . . ?
C9 C8 N1 C12 -1.2(4) . . . . ?
O4 C8 N1 C7 -8.8(4) . . . . ?
C9 C8 N1 C7 170.4(2) . . . . ?
C6 C7 N1 C12 -95.7(3) . . . . ?
C2 C7 N1 C12 87.3(3) . . . . ?
C6 C7 N1 C8 92.0(3) . . . . ?
C2 C7 N1 C8 -85.0(3) . . . . ?
C10 C9 C13 C14 0.2(4) . . . 2_656 ?
C8 C9 C13 C14 180.0(3) . . . 2_656 ?
C10 C11 C14 C13 0.2(4) . . . 2_656 ?
C12 C11 C14 C13 -179.4(3) . . . 2_656 ?
C14 C11 C10 C10 -0.2(4) . . . 2_656 ?
C12 C11 C10 C10 179.5(3) . . . 2_656 ?
C14 C11 C10 C9 179.7(2) . . . . ?
C12 C11 C10 C9 -0.6(4) . . . . ?
C13 C9 C10 C11 179.8(2) . . . . ?
C8 C9 C10 C11 0.0(4) . . . . ?
C13 C9 C10 C10 -0.3(4) . . . 2_656 ?
C8 C9 C10 C10 180.0(3) . . . 2_656 ?
C20 N3 C24 C23 -0.7(8) . . . . ?
C19 N2 C15 C16 -1.9(8) . . . . ?
C24 N3 C20 C21 0.6(8) . . . . ?
C22 C21 C20 N3 0.2(9) . . . . ?
C15 N2 C19 C18 1.6(7) . . . . ?
C16 C17 C18 C19 -0.8(9) . . . . ?
N2 C19 C18 C17 -0.3(8) . . . . ?
C20 C21 C22 C23 -0.9(9) . . . . ?
N3 C24 C23 C22 0.0(9) . . . . ?
C21 C22 C23 C24 0.9(10) . . . . ?
C18 C17 C16 C15 0.6(9) . . . . ?
N2 C15 C16 C17 0.8(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.948
_diffrn_reflns_theta_full        24.50
_diffrn_measured_fraction_theta_full 0.948
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.035

# Attachment 'Aqu1.cif'

data_ndanaqin
_database_code_depnum_ccdc_archive 'CCDC 716628'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C73 H49 N7 O8'
_chemical_formula_weight         1152.19

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

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

_cell_length_a                   9.3000(3)
_cell_length_b                   12.2201(4)
_cell_length_c                   12.9800(5)
_cell_angle_alpha                97.639(2)
_cell_angle_beta                 90.821(3)
_cell_angle_gamma                99.932(2)
_cell_volume                     1439.08(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2011
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      21.19

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             600
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13410
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0492
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         24.50
_reflns_number_total             4574
_reflns_number_gt                2514
_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)+(0.0738P)²+0.0653P] 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         4574
_refine_ls_number_parameters     408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1123
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1561
_refine_ls_wR_factor_gt          0.1289
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
C38 C 0.1494(15) 0.5003(10) 0.5986(9) 0.068(5) Uani 0.50 1 d P A 1
H38 H 0.2457 0.5342 0.6158 0.102 Uiso 0.50 1 calc PR A 1
N4 N 0.1480(17) 0.5081(15) 0.5938(15) 0.156(7) Uani 0.50 1 d P A 2
C2 C 0.1714(2) 0.10030(19) 1.04326(19) 0.0481(6) Uani 1 1 d . . .
C4 C 0.0468(2) 0.04492(18) 0.98168(18) 0.0438(6) Uani 1 1 d . . .
C5 C 0.0145(3) 0.07745(19) 0.88544(19) 0.0474(6) Uani 1 1 d . . .
C1 C 0.2715(3) 0.1931(2) 1.0064(2) 0.0528(7) Uani 1 1 d . . .
C6 C -0.1072(3) 0.0221(2) 0.8270(2) 0.0613(8) Uani 1 1 d . . .
H6 H -0.1283 0.0440 0.7634 0.074 Uiso 1 1 calc R . .
C7 C 0.1107(3) 0.1731(2) 0.8481(2) 0.0544(7) Uani 1 1 d . . .
C8 C 0.3277(3) 0.3179(2) 0.8749(2) 0.0559(7) Uani 1 1 d . . .
C3 C 0.2000(3) 0.0671(2) 1.1374(2) 0.0617(8) Uani 1 1 d . . .
H3 H 0.2816 0.1042 1.1779 0.074 Uiso 1 1 calc R . .
C11 C 0.5065(3) 0.5012(2) 0.8156(2) 0.0748(9) Uani 1 1 d . . .
H11 H 0.5671 0.5631 0.7957 0.090 Uiso 1 1 calc R . .
C12 C 0.5274(3) 0.3949(2) 0.7775(2) 0.0685(8) Uani 1 1 d . . .
H12 H 0.6014 0.3856 0.7315 0.082 Uiso 1 1 calc R . .
C13 C 0.4385(3) 0.3000(2) 0.8071(2) 0.0577(7) Uani 1 1 d . . .
C14 C 0.4660(3) 0.1856(2) 0.7661(2) 0.0654(8) Uani 1 1 d . . .
C9 C 0.3071(3) 0.4248(2) 0.9114(2) 0.0694(8) Uani 1 1 d . . .
H9 H 0.2317 0.4351 0.9559 0.083 Uiso 1 1 calc R . .
C10 C 0.3972(3) 0.5168(2) 0.8824(2) 0.0757(9) Uani 1 1 d . . .
H10 H 0.3837 0.5889 0.9082 0.091 Uiso 1 1 calc R . .
O2 O 0.0858(2) 0.20602(15) 0.76639(15) 0.0710(6) Uani 1 1 d . . .
O1 O 0.3829(2) 0.24112(15) 1.05392(15) 0.0732(6) Uani 1 1 d . . .
O4 O 0.4017(2) 0.09910(16) 0.79114(16) 0.0897(7) Uani 1 1 d . . .
O3 O 0.5714(2) 0.18854(16) 0.69918(19) 0.0917(7) Uani 1 1 d . . .
H3A H 0.5792 0.1243 0.6754 0.138 Uiso 1 1 calc R . .
C24 C 0.2297(4) 0.1415(4) 0.5485(3) 0.0956(11) Uani 1 1 d . . .
H24 H 0.1877 0.1903 0.5951 0.115 Uiso 1 1 calc R . .
C27 C 0.0762(5) 0.6554(3) 0.9780(4) 0.1012(12) Uani 1 1 d . . .
H27 H 0.0160 0.5952 1.0009 0.121 Uiso 1 1 calc R . .
N2 N 0.3527(3) -0.0079(2) 0.40907(19) 0.0770(7) Uani 1 1 d . . .
C33 C 0.1354(4) 0.7790(3) 0.8465(3) 0.0808(10) Uani 1 1 d . . .
C28 C 0.0480(4) 0.6883(3) 0.8841(3) 0.0838(10) Uani 1 1 d . . .
C18 C 0.3924(3) 0.1055(3) 0.4105(2) 0.0655(8) Uani 1 1 d . . .
C23 C 0.3319(3) 0.1836(3) 0.4799(2) 0.0739(8) Uani 1 1 d . . .
C29 C -0.0733(4) 0.6311(3) 0.8233(4) 0.1028(13) Uani 1 1 d . . .
H29 H -0.1341 0.5712 0.8462 0.123 Uiso 1 1 calc R . .
C32 C 0.1031(5) 0.8101(3) 0.7514(4) 0.0935(11) Uani 1 1 d . . .
H32 H 0.1619 0.8701 0.7272 0.112 Uiso 1 1 calc R . .
C19 C 0.4963(3) 0.1452(3) 0.3407(2) 0.0776(9) Uani 1 1 d . . .
H19 H 0.5378 0.0950 0.2954 0.093 Uiso 1 1 calc R . .
N3 N 0.2607(4) 0.8383(3) 0.9115(4) 0.1421(14) Uani 1 1 d . . .
C16 C 0.2554(4) -0.0428(3) 0.4763(3) 0.0908(10) Uani 1 1 d . . .
H16 H 0.2279 -0.1197 0.4763 0.109 Uiso 1 1 calc R . .
C25 C 0.2838(5) 0.8014(5) 1.0066(4) 0.1270(17) Uani 1 1 d . . .
H25 H 0.3623 0.8381 1.0504 0.152 Uiso 1 1 calc R . .
C20 C 0.5361(4) 0.2574(3) 0.3397(3) 0.0950(11) Uani 1 1 d . . .
H20 H 0.6043 0.2833 0.2929 0.114 Uiso 1 1 calc R . .
C22 C 0.3788(4) 0.2995(3) 0.4765(3) 0.0932(10) Uani 1 1 d . . .
H22 H 0.3418 0.3520 0.5224 0.112 Uiso 1 1 calc R . .
C15 C 0.1916(4) 0.0289(4) 0.5473(3) 0.1005(11) Uani 1 1 d . . .
H15 H 0.1240 0.0000 0.5932 0.121 Uiso 1 1 calc R . .
C21 C 0.4766(4) 0.3340(3) 0.4073(3) 0.1027(11) Uani 1 1 d . . .
H21 H 0.5048 0.4103 0.4046 0.123 Uiso 1 1 calc R . .
C31 C -0.0122(6) 0.7535(5) 0.6955(3) 0.1201(14) Uani 1 1 d . . .
H31 H -0.0346 0.7738 0.6314 0.144 Uiso 1 1 calc R . .
C30 C -0.1013(5) 0.6628(4) 0.7322(4) 0.1243(15) Uani 1 1 d . . .
H30 H -0.1821 0.6241 0.6916 0.149 Uiso 1 1 calc R . .
C26 C 0.1918(7) 0.7115(5) 1.0360(4) 0.1293(17) Uani 1 1 d . . .
H26 H 0.2110 0.6886 1.0996 0.155 Uiso 1 1 calc R . .
N1 N 0.2316(2) 0.22470(16) 0.91190(17) 0.0536(6) Uani 1 1 d . . .
C35 C 0.0708(4) 0.5254(3) 0.5146(3) 0.0760(9) Uani 1 1 d . . .
C37 C 0.0677(5) 0.6311(3) 0.3721(3) 0.0943(11) Uani 1 1 d . . .
H37 H 0.1109 0.6842 0.3317 0.113 Uiso 1 1 calc R A .
C36 C 0.1435(4) 0.6088(3) 0.4522(3) 0.0942(11) Uani 1 1 d . A .
H36 H 0.2392 0.6449 0.4681 0.113 Uiso 1 1 calc R . .
C34 C 0.0758(6) 0.4242(4) 0.6522(4) 0.1067(15) Uani 1 1 d . . .
H34 H 0.1234 0.4067 0.7097 0.128 Uiso 1 1 calc R A 1


_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
C38 C34 1.335(11) . ?
C38 C35 1.399(15) . ?
N4 C35 1.305(18) . ?
N4 C34 1.435(17) . ?
C2 C3 1.373(3) . ?
C2 C4 1.414(3) . ?
C2 C1 1.474(3) . ?
C4 C5 1.404(3) . ?
C4 C4 1.418(4) 2_557 ?
C5 C6 1.375(3) . ?
C5 C7 1.485(3) . ?
C1 O1 1.214(3) . ?
C1 N1 1.398(3) . ?
C6 C3 1.403(3) 2_557 ?
C7 O2 1.216(3) . ?
C7 N1 1.392(3) . ?
C8 C9 1.376(4) . ?
C8 C13 1.391(3) . ?
C8 N1 1.460(3) . ?
C3 C6 1.403(3) 2_557 ?
C11 C10 1.368(4) . ?
C11 C12 1.375(4) . ?
C12 C13 1.405(3) . ?
C13 C14 1.493(4) . ?
C14 O4 1.209(3) . ?
C14 O3 1.318(3) . ?
C9 C10 1.380(3) . ?
C24 C15 1.358(5) . ?
C24 C23 1.392(4) . ?
C27 C26 1.334(6) . ?
C27 C28 1.369(5) . ?
N2 C16 1.324(4) . ?
N2 C18 1.369(3) . ?
C33 C32 1.382(4) . ?
C33 C28 1.405(4) . ?
C33 N3 1.453(5) . ?
C28 C29 1.393(5) . ?
C18 C19 1.403(4) . ?
C18 C23 1.419(4) . ?
C23 C22 1.415(4) . ?
C29 C30 1.329(5) . ?
C32 C31 1.320(5) . ?
C19 C20 1.359(4) . ?
N3 C25 1.395(5) . ?
C16 C15 1.397(5) . ?
C25 C26 1.371(6) . ?
C20 C21 1.388(5) . ?
C22 C21 1.343(4) . ?
C31 C30 1.406(6) . ?
C35 C35 1.381(7) 2_566 ?
C35 C36 1.466(5) . ?
C37 C36 1.331(4) . ?
C37 C34 1.400(6) 2_566 ?
C34 C37 1.400(6) 2_566 ?

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
C34 C38 C35 115.0(10) . . ?
C35 N4 C34 114.6(12) . . ?
C3 C2 C4 120.0(2) . . ?
C3 C2 C1 119.8(2) . . ?
C4 C2 C1 120.2(2) . . ?
C5 C4 C2 121.2(2) . . ?
C5 C4 C4 119.7(3) . 2_557 ?
C2 C4 C4 119.1(3) . 2_557 ?
C6 C5 C4 120.0(2) . . ?
C6 C5 C7 120.2(2) . . ?
C4 C5 C7 119.8(2) . . ?
O1 C1 N1 120.4(2) . . ?
O1 C1 C2 123.3(3) . . ?
N1 C1 C2 116.3(2) . . ?
C5 C6 C3 120.5(2) . 2_557 ?
O2 C7 N1 121.1(2) . . ?
O2 C7 C5 122.3(2) . . ?
N1 C7 C5 116.6(2) . . ?
C9 C8 C13 120.9(2) . . ?
C9 C8 N1 117.6(2) . . ?
C13 C8 N1 121.5(2) . . ?
C2 C3 C6 120.7(2) . 2_557 ?
C10 C11 C12 120.5(2) . . ?
C11 C12 C13 121.0(3) . . ?
C8 C13 C12 117.5(2) . . ?
C8 C13 C14 122.9(2) . . ?
C12 C13 C14 119.6(2) . . ?
O4 C14 O3 122.7(3) . . ?
O4 C14 C13 124.9(3) . . ?
O3 C14 C13 112.4(2) . . ?
C8 C9 C10 120.6(3) . . ?
C11 C10 C9 119.5(3) . . ?
C15 C24 C23 119.8(3) . . ?
C26 C27 C28 118.7(4) . . ?
C16 N2 C18 117.3(3) . . ?
C32 C33 C28 121.1(4) . . ?
C32 C33 N3 121.7(4) . . ?
C28 C33 N3 117.2(4) . . ?
C27 C28 C29 119.2(4) . . ?
C27 C28 C33 122.7(4) . . ?
C29 C28 C33 118.0(4) . . ?
N2 C18 C19 118.7(3) . . ?
N2 C18 C23 122.1(3) . . ?
C19 C18 C23 119.2(3) . . ?
C24 C23 C22 123.6(3) . . ?
C24 C23 C18 117.8(3) . . ?
C22 C23 C18 118.6(3) . . ?
C30 C29 C28 119.5(4) . . ?
C31 C32 C33 119.3(4) . . ?
C20 C19 C18 119.8(3) . . ?
C25 N3 C33 117.6(4) . . ?
N2 C16 C15 123.9(3) . . ?
C26 C25 N3 120.6(5) . . ?
C19 C20 C21 121.1(3) . . ?
C21 C22 C23 120.3(3) . . ?
C24 C15 C16 119.1(3) . . ?
C22 C21 C20 121.0(4) . . ?
C32 C31 C30 120.4(4) . . ?
C29 C30 C31 121.7(4) . . ?
C27 C26 C25 123.2(5) . . ?
C7 N1 C1 125.9(2) . . ?
C7 N1 C8 116.9(2) . . ?
C1 N1 C8 117.2(2) . . ?
N4 C35 C35 126.7(9) . 2_566 ?
N4 C35 C38 3.3(12) . . ?
C35 C35 C38 124.0(6) 2_566 . ?
N4 C35 C36 115.7(9) . . ?
C35 C35 C36 117.6(4) 2_566 . ?
C38 C35 C36 118.4(5) . . ?
C36 C37 C34 121.0(4) . 2_566 ?
C37 C36 C35 117.8(4) . . ?
C38 C34 C37 124.6(7) . 2_566 ?
C38 C34 N4 3.0(13) . . ?
C37 C34 N4 122.2(9) 2_566 . ?

_diffrn_measured_fraction_theta_max 0.954
_diffrn_reflns_theta_full        24.50
_diffrn_measured_fraction_theta_full 0.954
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.035

# Attachment 'bpy.cif'

data_ndmbapyr_0m
_database_code_depnum_ccdc_archive 'CCDC 716629'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H29 N5 O8'
_chemical_formula_weight         743.71

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

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

_cell_length_a                   7.2585(4)
_cell_length_b                   8.3289(5)
_cell_length_c                   15.4654(9)
_cell_angle_alpha                96.907(3)
_cell_angle_beta                 102.363(3)
_cell_angle_gamma                97.388(3)
_cell_volume                     895.10(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4308
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      27.77

_exptl_crystal_description       block
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             386
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13117
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.50
_diffrn_reflns_theta_max         28.31
_reflns_number_total             4212
_reflns_number_gt                2563
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0781P)²+0.1447P] 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         4212
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0871
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1697
_refine_ls_wR_factor_gt          0.1456
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C21 C 0.0708(19) 0.6485(14) 0.4839(11) 0.084(4) Uani 0.50 1 d P A 1
H21 H 0.1172 0.7469 0.4676 0.101 Uiso 0.50 1 calc PR A 1
N3 N 0.0493(18) 0.599(2) 0.4457(19) 0.127(7) Uani 0.50 1 d P A 2
N1 N 0.6161(2) 0.77110(16) 0.35535(9) 0.0467(4) Uani 1 1 d . . .
O2 O 0.7145(2) 0.97746(16) 0.47257(9) 0.0715(4) Uani 1 1 d . . .
O1 O 0.5163(2) 0.56521(17) 0.23816(9) 0.0659(4) Uani 1 1 d . . .
O3 O 0.4966(2) 1.18670(19) 0.06107(10) 0.0752(5) Uani 1 1 d . . .
H3 H 0.4076 1.2228 0.0316 0.113 Uiso 1 1 calc R . .
O4 O 0.2769(2) 1.0995(2) 0.13234(11) 0.0798(5) Uani 1 1 d . . .
C3 C 0.5223(2) 0.55458(18) 0.47067(10) 0.0371(4) Uani 1 1 d . . .
C4 C 0.4896(2) 0.49631(19) 0.37897(10) 0.0403(4) Uani 1 1 d . . .
C2 C 0.5977(2) 0.71980(18) 0.50610(11) 0.0411(4) Uani 1 1 d . . .
C1 C 0.6481(3) 0.8347(2) 0.44599(12) 0.0476(4) Uani 1 1 d . . .
C5 C 0.5394(2) 0.6084(2) 0.31717(11) 0.0458(4) Uani 1 1 d . . .
C7 C 0.6274(3) 0.7733(2) 0.59584(12) 0.0505(4) Uani 1 1 d . . .
H7 H 0.6767 0.8826 0.6185 0.061 Uiso 1 1 calc R . .
C6 C 0.4156(3) 0.3348(2) 0.34602(11) 0.0492(4) Uani 1 1 d . . .
H6 H 0.3941 0.2974 0.2850 0.059 Uiso 1 1 calc R . .
C8 C 0.7411(4) 0.5952(3) 0.08936(14) 0.0710(6) Uani 1 1 d . . .
H8 H 0.6144 0.5663 0.0917 0.085 Uiso 1 1 calc R . .
C10 C 1.0617(5) 0.5705(4) 0.13846(19) 0.0964(9) Uani 1 1 d . . .
H10 H 1.1563 0.5249 0.1733 0.116 Uiso 1 1 calc R . .
C12 C 0.9627(4) 0.7424(3) 0.03290(17) 0.0800(7) Uani 1 1 d . . .
H12 H 0.9918 0.8168 -0.0043 0.096 Uiso 1 1 calc R . .
C9 C 0.8774(4) 0.5292(3) 0.14141(17) 0.0855(7) Uani 1 1 d . . .
H9 H 0.8444 0.4563 0.1787 0.103 Uiso 1 1 calc R . .
C11 C 1.1094(4) 0.6793(4) 0.0844(2) 0.0923(8) Uani 1 1 d . . .
H11 H 1.2359 0.7101 0.0822 0.111 Uiso 1 1 calc R . .
C14 C 0.6749(3) 0.8797(2) 0.29554(11) 0.0483(4) Uani 1 1 d . . .
C18 C 0.5914(3) 1.0419(2) 0.17986(11) 0.0502(4) Uani 1 1 d . . .
C13 C 0.5383(3) 0.9453(2) 0.24069(11) 0.0495(4) Uani 1 1 d . . .
H13 H 0.4112 0.9253 0.2442 0.059 Uiso 1 1 calc R . .
C17 C 0.7809(3) 1.0699(2) 0.17599(13) 0.0586(5) Uani 1 1 d . . .
H17 H 0.8168 1.1330 0.1349 0.070 Uiso 1 1 calc R . .
C19 C 0.4382(3) 1.1118(2) 0.12148(13) 0.0574(5) Uani 1 1 d . . .
C15 C 0.8641(3) 0.9088(2) 0.29218(13) 0.0614(5) Uani 1 1 d . . .
H15 H 0.9549 0.8640 0.3299 0.074 Uiso 1 1 calc R . .
C16 C 0.9180(3) 1.0056(3) 0.23205(14) 0.0653(5) Uani 1 1 d . . .
H16 H 1.0455 1.0271 0.2295 0.078 Uiso 1 1 calc R . .
N2 N 0.7811(3) 0.6987(2) 0.03552(11) 0.0654(5) Uani 1 1 d . . .
C20 C 0.0712(7) 0.6371(11) 0.5549(12) 0.149(3) Uani 1 1 d . . .
H20 H 0.1204 0.7310 0.5967 0.179 Uiso 1 1 calc R A 1
C22 C -0.0102(11) 0.494(2) 0.4140(4) 0.145(3) Uani 1 1 d . . .
H22 H -0.0154 0.4933 0.3534 0.174 Uiso 1 1 calc R A 1


_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
C21 C20 1.112(19) . ?
C21 C22 1.542(13) . ?
N3 C22 0.952(10) . ?
N3 C20 1.649(17) . ?
N1 C1 1.396(2) . ?
N1 C5 1.403(2) . ?
N1 C14 1.4585(19) . ?
O2 C1 1.210(2) . ?
O1 C5 1.201(2) . ?
O3 C19 1.297(2) . ?
O4 C19 1.211(2) . ?
C3 C4 1.401(2) . ?
C3 C2 1.411(2) . ?
C3 C3 1.415(3) 2_666 ?
C4 C6 1.375(2) . ?
C4 C5 1.480(2) . ?
C2 C7 1.367(2) . ?
C2 C1 1.478(2) . ?
C7 C6 1.400(2) 2_666 ?
C6 C7 1.400(2) 2_666 ?
C8 N2 1.316(2) . ?
C8 C9 1.355(3) . ?
C10 C9 1.350(4) . ?
C10 C11 1.366(4) . ?
C12 N2 1.332(3) . ?
C12 C11 1.387(4) . ?
C14 C13 1.376(2) . ?
C14 C15 1.376(3) . ?
C18 C17 1.381(3) . ?
C18 C13 1.392(2) . ?
C18 C19 1.501(3) . ?
C17 C16 1.381(3) . ?
C15 C16 1.387(2) . ?
C20 C22 1.307(7) 2_566 ?
C22 C20 1.307(7) 2_566 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C20 C21 C22 116.9(11) . . ?
C22 N3 C20 119.3(12) . . ?
C1 N1 C5 125.38(13) . . ?
C1 N1 C14 117.81(13) . . ?
C5 N1 C14 116.75(13) . . ?
C4 C3 C2 121.67(13) . . ?
C4 C3 C3 119.31(17) . 2_666 ?
C2 C3 C3 119.02(17) . 2_666 ?
C6 C4 C3 120.58(14) . . ?
C6 C4 C5 119.55(15) . . ?
C3 C4 C5 119.85(14) . . ?
C7 C2 C3 120.38(14) . . ?
C7 C2 C1 119.93(15) . . ?
C3 C2 C1 119.69(15) . . ?
O2 C1 N1 120.50(15) . . ?
O2 C1 C2 122.70(16) . . ?
N1 C1 C2 116.80(14) . . ?
O1 C5 N1 120.55(15) . . ?
O1 C5 C4 122.85(16) . . ?
N1 C5 C4 116.60(14) . . ?
C2 C7 C6 120.64(16) . 2_666 ?
C4 C6 C7 120.07(15) . 2_666 ?
N2 C8 C9 122.5(2) . . ?
C9 C10 C11 120.1(2) . . ?
N2 C12 C11 121.5(2) . . ?
C10 C9 C8 119.2(3) . . ?
C10 C11 C12 117.7(3) . . ?
C13 C14 C15 121.33(15) . . ?
C13 C14 N1 119.08(15) . . ?
C15 C14 N1 119.53(15) . . ?
C17 C18 C13 119.07(17) . . ?
C17 C18 C19 123.00(16) . . ?
C13 C18 C19 117.94(17) . . ?
C14 C13 C18 119.56(17) . . ?
C18 C17 C16 121.17(16) . . ?
O4 C19 O3 124.59(19) . . ?
O4 C19 C18 121.63(16) . . ?
O3 C19 C18 113.76(18) . . ?
C14 C15 C16 119.38(18) . . ?
C17 C16 C15 119.49(19) . . ?
C8 N2 C12 119.0(2) . . ?
C21 C20 C22 127.2(7) . 2_566 ?
C21 C20 N3 15.9(6) . . ?
C22 C20 N3 111.4(4) 2_566 . ?
N3 C22 C20 129.1(11) . 2_566 ?
N3 C22 C21 13.5(15) . . ?
C20 C22 C21 115.9(8) 2_566 . ?

_diffrn_measured_fraction_theta_max 0.943
_diffrn_reflns_theta_full        28.31
_diffrn_measured_fraction_theta_full 0.943
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.040

# Attachment 'Aqu2.cif'

data_1
_database_code_depnum_ccdc_archive 'CCDC 716807'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H35 N5 O8'
_chemical_formula_weight         893.88

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   P2(1)/C

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

_cell_length_a                   16.228(3)
_cell_length_b                   15.687(3)
_cell_length_c                   18.544(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.182(9)
_cell_angle_gamma                90.00
_cell_volume                     4485.0(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1937
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      19.50

_exptl_crystal_description       blocks
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1856
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28724
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_sigmaI/netI    0.0647
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         24.50
_reflns_number_total             7096
_reflns_number_gt                2714
_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)+(0.1927P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7096
_refine_ls_number_parameters     601
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2006
_refine_ls_R_factor_gt           0.0911
_refine_ls_wR_factor_ref         0.3535
_refine_ls_wR_factor_gt          0.2657
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
C51 C 0.1104(6) 0.8148(6) 0.2567(6) 0.218(7) Uani 1 1 d G . .
H51 H 0.1099 0.8739 0.2529 0.261 Uiso 1 1 calc R . .
C52 C 0.1659(4) 0.7751(9) 0.3205(5) 0.252(11) Uani 1 1 d G . .
H52 H 0.2024 0.8076 0.3593 0.303 Uiso 1 1 calc R . .
C53 C 0.1667(5) 0.6867(10) 0.3262(5) 0.254(10) Uani 1 1 d G . .
H53 H 0.2038 0.6601 0.3688 0.304 Uiso 1 1 calc R . .
C54 C 0.1121(6) 0.6381(6) 0.2681(7) 0.221(7) Uani 1 1 d G . .
H54 H 0.1126 0.5789 0.2719 0.265 Uiso 1 1 calc R . .
C55 C 0.0566(5) 0.6778(6) 0.2043(5) 0.118(3) Uani 1 1 d G . .
C50 C 0.0558(4) 0.7662(6) 0.1986(4) 0.127(3) Uani 1 1 d G . .
O1 O -0.1972(3) 0.5983(3) 0.4227(2) 0.1037(15) Uani 1 1 d . . .
O2 O -0.3337(3) 0.5559(3) 0.3737(3) 0.1143(17) Uani 1 1 d . . .
H2 H -0.3347 0.5673 0.4166 0.172 Uiso 1 1 d R . .
O3 O -0.1787(3) 0.7444(3) 0.2735(3) 0.1050(15) Uani 1 1 d . . .
O4 O -0.0388(3) 0.5027(3) 0.3760(2) 0.0965(14) Uani 1 1 d . . .
O5 O 0.1501(2) 0.9910(3) 0.5256(3) 0.1017(15) Uani 1 1 d . . .
O6 O 0.2842(2) 0.7484(3) 0.6367(2) 0.0937(14) Uani 1 1 d . . .
O7 O 0.3184(3) 0.8633(3) 0.4932(3) 0.1042(15) Uani 1 1 d . . .
O8 O 0.4567(3) 0.8899(3) 0.5479(3) 0.1307(19) Uani 1 1 d . . .
H8 H 0.4605 0.8685 0.5088 0.196 Uiso 1 1 d R . .
N1 N -0.1059(3) 0.6244(3) 0.3232(3) 0.0727(13) Uani 1 1 d . . .
N2 N 0.2148(2) 0.8697(3) 0.5841(2) 0.0670(12) Uani 1 1 d . . .
C1 C -0.2561(4) 0.5698(4) 0.3695(4) 0.0762(17) Uani 1 1 d . . .
C2 C -0.2464(4) 0.5493(4) 0.2940(3) 0.0737(16) Uani 1 1 d . . .
C3 C -0.3136(4) 0.5030(4) 0.2407(4) 0.092(2) Uani 1 1 d . . .
H3 H -0.3624 0.4856 0.2530 0.111 Uiso 1 1 calc R . .
C4 C -0.3057(5) 0.4841(5) 0.1704(4) 0.104(2) Uani 1 1 d . . .
H4 H -0.3498 0.4541 0.1354 0.125 Uiso 1 1 calc R . .
C5 C -0.2355(5) 0.5082(5) 0.1516(4) 0.107(2) Uani 1 1 d . . .
H5 H -0.2317 0.4945 0.1040 0.129 Uiso 1 1 calc R . .
C6 C -0.1689(4) 0.5532(5) 0.2023(4) 0.100(2) Uani 1 1 d . . .
H6 H -0.1202 0.5690 0.1892 0.120 Uiso 1 1 calc R . .
C7 C -0.1755(3) 0.5745(4) 0.2725(4) 0.0758(17) Uani 1 1 d . . .
C8 C -0.1159(4) 0.7116(5) 0.3189(4) 0.0808(18) Uani 1 1 d . . .
C9 C -0.0461(3) 0.7631(4) 0.3718(3) 0.0679(15) Uani 1 1 d . . .
C10 C -0.0489(3) 0.8505(4) 0.3684(4) 0.0860(19) Uani 1 1 d . . .
H10 H -0.0942 0.8771 0.3317 0.103 Uiso 1 1 calc R . .
C11 C 0.0155(3) 0.9007(4) 0.4192(4) 0.088(2) Uani 1 1 d . . .
H11 H 0.0129 0.9599 0.4159 0.106 Uiso 1 1 calc R . .
C12 C 0.0827(3) 0.8610(4) 0.4741(3) 0.0672(15) Uani 1 1 d . . .
C13 C 0.1498(3) 0.9141(4) 0.5284(3) 0.0716(16) Uani 1 1 d . . .
C22 C 0.2864(3) 0.9197(4) 0.6326(3) 0.0700(16) Uani 1 1 d . . .
C23 C 0.2750(4) 0.9571(5) 0.6948(4) 0.098(2) Uani 1 1 d . . .
H23 H 0.2223 0.9517 0.7044 0.117 Uiso 1 1 calc R . .
C24 C 0.3434(7) 1.0041(5) 0.7449(4) 0.121(3) Uani 1 1 d . . .
H24 H 0.3364 1.0296 0.7879 0.145 Uiso 1 1 calc R . .
C25 C 0.4194(6) 1.0115(5) 0.7291(5) 0.112(3) Uani 1 1 d . . .
H25 H 0.4647 1.0431 0.7610 0.135 Uiso 1 1 calc R . .
C26 C 0.4291(4) 0.9735(4) 0.6679(4) 0.091(2) Uani 1 1 d . . .
H26 H 0.4824 0.9774 0.6592 0.109 Uiso 1 1 calc R . .
C27 C 0.3632(3) 0.9285(4) 0.6171(3) 0.0672(15) Uani 1 1 d . . .
C28 C 0.3753(4) 0.8906(4) 0.5469(5) 0.084(2) Uani 1 1 d . . .
C14 C 0.2235(3) 0.7797(4) 0.5894(3) 0.0672(15) Uani 1 1 d . . .
C15 C 0.1537(3) 0.7305(4) 0.5355(3) 0.0589(14) Uani 1 1 d . . .
C16 C 0.1553(3) 0.6436(4) 0.5402(3) 0.0752(17) Uani 1 1 d . . .
H16 H 0.1993 0.6170 0.5781 0.090 Uiso 1 1 calc R . .
C17 C 0.0916(3) 0.5935(4) 0.4889(3) 0.0772(17) Uani 1 1 d . . .
H17 H 0.0935 0.5344 0.4931 0.093 Uiso 1 1 calc R . .
C18 C 0.0258(3) 0.6324(4) 0.4321(3) 0.0657(15) Uani 1 1 d . . .
C19 C -0.0397(3) 0.5802(5) 0.3766(3) 0.0748(16) Uani 1 1 d . . .
C20 C 0.0223(3) 0.7225(4) 0.4278(3) 0.0607(14) Uani 1 1 d . . .
C21 C 0.0870(3) 0.7712(4) 0.4794(3) 0.0591(14) Uani 1 1 d . . .
N4 N 0.5221(5) 0.3204(4) 0.0810(4) 0.122(2) Uani 1 1 d . . .
C38 C 0.5816(6) 0.2826(6) 0.1344(7) 0.124(3) Uani 1 1 d . . .
H38 H 0.6373 0.2836 0.1304 0.149 Uiso 1 1 calc R . .
C39 C 0.5718(7) 0.2412(6) 0.1962(6) 0.129(3) Uani 1 1 d . . .
H39 H 0.6194 0.2167 0.2319 0.155 Uiso 1 1 calc R . .
C40 C 0.4911(9) 0.2362(6) 0.2050(5) 0.138(3) Uani 1 1 d . . .
H40 H 0.4812 0.2083 0.2458 0.165 Uiso 1 1 calc R . .
C41 C 0.4200(6) 0.2791(5) 0.1439(5) 0.096(2) Uani 1 1 d . . .
C42 C 0.3406(9) 0.2804(6) 0.1503(6) 0.139(3) Uani 1 1 d . . .
H42 H 0.3270 0.2549 0.1905 0.167 Uiso 1 1 calc R . .
C43 C 0.2815(7) 0.3217(7) 0.0936(8) 0.150(4) Uani 1 1 d . . .
H43 H 0.2250 0.3229 0.0959 0.180 Uiso 1 1 calc R . .
C44 C 0.2952(5) 0.3614(6) 0.0343(6) 0.119(3) Uani 1 1 d . . .
H44 H 0.2490 0.3884 -0.0011 0.143 Uiso 1 1 calc R . .
C45 C 0.3746(5) 0.3634(5) 0.0244(5) 0.123(3) Uani 1 1 d . . .
H45 H 0.3853 0.3900 -0.0166 0.147 Uiso 1 1 calc R . .
C46 C 0.4452(5) 0.3173(4) 0.0876(5) 0.092(2) Uani 1 1 d . . .
N3 N 0.3612(4) 0.3848(4) 0.5034(3) 0.0990(17) Uani 1 1 d . . .
C29 C 0.2955(7) 0.3508(6) 0.4512(6) 0.142(3) Uani 1 1 d . . .
H29 H 0.2406 0.3528 0.4570 0.170 Uiso 1 1 calc R . .
C30 C 0.3060(10) 0.3114(7) 0.3870(6) 0.178(5) Uani 1 1 d . . .
H30 H 0.2589 0.2868 0.3507 0.214 Uiso 1 1 calc R . .
C31 C 0.3830(12) 0.3097(7) 0.3789(7) 0.172(5) Uani 1 1 d . . .
H31 H 0.3886 0.2870 0.3344 0.206 Uiso 1 1 calc R . .
C32 C 0.4588(9) 0.3407(5) 0.4347(5) 0.124(3) Uani 1 1 d . . .
C33 C 0.5422(12) 0.3387(9) 0.4296(10) 0.178(7) Uani 1 1 d . . .
H33 H 0.5525 0.3143 0.3876 0.214 Uiso 1 1 calc R . .
C34 C 0.6072(11) 0.3716(10) 0.4851(11) 0.186(7) Uani 1 1 d . . .
H34 H 0.6631 0.3702 0.4815 0.223 Uiso 1 1 calc R . .
C35 C 0.5929(6) 0.4081(6) 0.5482(7) 0.139(3) Uani 1 1 d . . .
H35 H 0.6395 0.4295 0.5872 0.166 Uiso 1 1 calc R . .
C36 C 0.5109(6) 0.4127(5) 0.5538(5) 0.102(2) Uani 1 1 d . . .
H36 H 0.5014 0.4383 0.5958 0.122 Uiso 1 1 calc R . .
C37 C 0.4421(6) 0.3789(4) 0.4961(5) 0.092(2) Uani 1 1 d . . .
N5 N 0.0046(5) 0.6292(5) 0.1465(5) 0.129(2) Uani 1 1 d . . .
C47 C -0.0475(6) 0.6691(9) 0.0872(6) 0.135(3) Uani 1 1 d . . .
H47 H -0.0812 0.6364 0.0470 0.162 Uiso 1 1 calc R . .
C48 C -0.0549(7) 0.7555(8) 0.0815(7) 0.149(4) Uani 1 1 d . . .
H48 H -0.0961 0.7801 0.0401 0.179 Uiso 1 1 calc R . .
C49 C -0.0053(9) 0.8027(7) 0.1331(8) 0.163(6) Uani 1 1 d . . .
H49 H -0.0091 0.8617 0.1279 0.196 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C51 C52 1.3900 . ?
C51 C50 1.3900 . ?
C51 H51 0.9300 . ?
C52 C53 1.3900 . ?
C52 H52 0.9300 . ?
C53 C54 1.3900 . ?
C53 H53 0.9300 . ?
C54 C55 1.3900 . ?
C54 H54 0.9300 . ?
C55 N5 1.370(9) . ?
C55 C50 1.3900 . ?
C50 C49 1.427(14) . ?
O1 C1 1.223(6) . ?
O2 C1 1.305(6) . ?
O2 H2 0.8193 . ?
O3 C8 1.216(6) . ?
O4 C19 1.215(6) . ?
O5 C13 1.207(6) . ?
O6 C14 1.201(6) . ?
O7 C28 1.205(7) . ?
O8 C28 1.316(7) . ?
O8 H8 0.8181 . ?
N1 C8 1.376(7) . ?
N1 C19 1.398(7) . ?
N1 C7 1.453(7) . ?
N2 C13 1.409(7) . ?
N2 C14 1.419(7) . ?
N2 C22 1.455(6) . ?
C1 C2 1.492(8) . ?
C2 C7 1.387(7) . ?
C2 C3 1.422(8) . ?
C3 C4 1.381(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.346(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.379(8) . ?
C6 H6 0.9300 . ?
C8 C9 1.484(8) . ?
C9 C10 1.374(8) . ?
C9 C20 1.413(7) . ?
C10 C11 1.409(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(7) . ?
C11 H11 0.9300 . ?
C12 C21 1.413(7) . ?
C12 C13 1.486(8) . ?
C22 C23 1.358(8) . ?
C22 C27 1.371(7) . ?
C23 C24 1.413(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.359(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.335(10) . ?
C25 H25 0.9300 . ?
C26 C27 1.378(8) . ?
C26 H26 0.9300 . ?
C27 C28 1.499(9) . ?
C14 C15 1.474(7) . ?
C15 C16 1.366(7) . ?
C15 C21 1.400(7) . ?
C16 C17 1.406(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.385(7) . ?
C17 H17 0.9300 . ?
C18 C20 1.416(7) . ?
C18 C19 1.475(8) . ?
C20 C21 1.404(7) . ?
N4 C38 1.291(10) . ?
N4 C46 1.293(8) . ?
C38 C39 1.369(12) . ?
C38 H38 0.9300 . ?
C39 C40 1.371(12) . ?
C39 H39 0.9300 . ?
C40 C41 1.500(12) . ?
C40 H40 0.9300 . ?
C41 C42 1.330(11) . ?
C41 C46 1.372(10) . ?
C42 C43 1.348(12) . ?
C42 H42 0.9300 . ?
C43 C44 1.343(12) . ?
C43 H43 0.9300 . ?
C44 C45 1.357(10) . ?
C44 H44 0.9300 . ?
C45 C46 1.540(10) . ?
C45 H45 0.9300 . ?
N3 C29 1.310(9) . ?
N3 C37 1.364(8) . ?
C29 C30 1.399(13) . ?
C29 H29 0.9300 . ?
C30 C31 1.304(14) . ?
C30 H30 0.9300 . ?
C31 C32 1.423(14) . ?
C31 H31 0.9300 . ?
C32 C33 1.385(15) . ?
C32 C37 1.388(10) . ?
C33 C34 1.327(17) . ?
C33 H33 0.9300 . ?
C34 C35 1.386(16) . ?
C34 H34 0.9300 . ?
C35 C36 1.369(11) . ?
C35 H35 0.9300 . ?
C36 C37 1.387(9) . ?
C36 H36 0.9300 . ?
N5 C47 1.317(10) . ?
C47 C48 1.361(12) . ?
C47 H47 0.9300 . ?
C48 C49 1.277(14) . ?
C48 H48 0.9300 . ?
C49 H49 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
C52 C51 C50 120.0 . . ?
C52 C51 H51 120.0 . . ?
C50 C51 H51 120.0 . . ?
C51 C52 C53 120.0 . . ?
C51 C52 H52 120.0 . . ?
C53 C52 H52 120.0 . . ?
C54 C53 C52 120.0 . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
C55 C54 C53 120.0 . . ?
C55 C54 H54 120.0 . . ?
C53 C54 H54 120.0 . . ?
N5 C55 C50 120.4(8) . . ?
N5 C55 C54 119.6(8) . . ?
C50 C55 C54 120.0 . . ?
C55 C50 C51 120.0 . . ?
C55 C50 C49 116.9(8) . . ?
C51 C50 C49 123.0(8) . . ?
C1 O2 H2 109.5 . . ?
C28 O8 H8 110.1 . . ?
C8 N1 C19 125.8(5) . . ?
C8 N1 C7 116.4(5) . . ?
C19 N1 C7 117.5(5) . . ?
C13 N2 C14 125.3(5) . . ?
C13 N2 C22 117.2(5) . . ?
C14 N2 C22 116.7(4) . . ?
O1 C1 O2 122.5(6) . . ?
O1 C1 C2 123.5(5) . . ?
O2 C1 C2 114.0(5) . . ?
C7 C2 C3 118.1(6) . . ?
C7 C2 C1 123.2(5) . . ?
C3 C2 C1 118.7(6) . . ?
C4 C3 C2 119.3(6) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 C3 121.3(6) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 120.8(7) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 119.4(6) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C2 121.2(6) . . ?
C6 C7 N1 117.9(5) . . ?
C2 C7 N1 121.0(6) . . ?
O3 C8 N1 121.2(6) . . ?
O3 C8 C9 122.0(6) . . ?
N1 C8 C9 116.8(5) . . ?
C10 C9 C20 119.4(5) . . ?
C10 C9 C8 120.4(5) . . ?
C20 C9 C8 120.2(6) . . ?
C9 C10 C11 121.4(5) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C12 C11 C10 119.3(6) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C21 120.6(5) . . ?
C11 C12 C13 119.3(6) . . ?
C21 C12 C13 120.1(5) . . ?
O5 C13 N2 120.9(5) . . ?
O5 C13 C12 122.8(6) . . ?
N2 C13 C12 116.3(6) . . ?
C23 C22 C27 120.5(6) . . ?
C23 C22 N2 117.6(5) . . ?
C27 C22 N2 121.9(6) . . ?
C22 C23 C24 119.8(7) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 118.9(8) . . ?
C25 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?
C26 C25 C24 120.1(7) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C27 122.5(7) . . ?
C25 C26 H26 118.8 . . ?
C27 C26 H26 118.8 . . ?
C22 C27 C26 118.2(6) . . ?
C22 C27 C28 120.9(5) . . ?
C26 C27 C28 120.9(6) . . ?
O7 C28 O8 121.0(7) . . ?
O7 C28 C27 125.8(5) . . ?
O8 C28 C27 113.2(6) . . ?
O6 C14 N2 119.9(5) . . ?
O6 C14 C15 124.3(6) . . ?
N2 C14 C15 115.8(5) . . ?
C16 C15 C21 119.8(5) . . ?
C16 C15 C14 119.0(5) . . ?
C21 C15 C14 121.2(5) . . ?
C15 C16 C17 121.3(5) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C18 C17 C16 119.8(6) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C20 119.4(5) . . ?
C17 C18 C19 120.1(6) . . ?
C20 C18 C19 120.5(5) . . ?
O4 C19 N1 119.9(6) . . ?
O4 C19 C18 123.6(6) . . ?
N1 C19 C18 116.4(6) . . ?
C21 C20 C9 120.3(5) . . ?
C21 C20 C18 119.7(5) . . ?
C9 C20 C18 120.0(5) . . ?
C15 C21 C20 119.9(5) . . ?
C15 C21 C12 121.1(5) . . ?
C20 C21 C12 119.0(5) . . ?
C38 N4 C46 115.0(8) . . ?
N4 C38 C39 127.2(9) . . ?
N4 C38 H38 116.4 . . ?
C39 C38 H38 116.4 . . ?
C38 C39 C40 119.4(9) . . ?
C38 C39 H39 120.3 . . ?
C40 C39 H39 120.3 . . ?
C39 C40 C41 115.0(9) . . ?
C39 C40 H40 122.5 . . ?
C41 C40 H40 122.5 . . ?
C42 C41 C46 126.0(10) . . ?
C42 C41 C40 118.5(11) . . ?
C46 C41 C40 115.4(8) . . ?
C41 C42 C43 114.3(10) . . ?
C41 C42 H42 122.8 . . ?
C43 C42 H42 122.8 . . ?
C44 C43 C42 127.0(11) . . ?
C44 C43 H43 116.5 . . ?
C42 C43 H43 116.5 . . ?
C43 C44 C45 121.9(9) . . ?
C43 C44 H44 119.1 . . ?
C45 C44 H44 119.1 . . ?
C44 C45 C46 113.5(8) . . ?
C44 C45 H45 123.2 . . ?
C46 C45 H45 123.2 . . ?
N4 C46 C41 127.9(8) . . ?
N4 C46 C45 114.9(9) . . ?
C41 C46 C45 117.2(7) . . ?
C29 N3 C37 119.1(8) . . ?
N3 C29 C30 121.4(10) . . ?
N3 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C31 C30 C29 118.9(12) . . ?
C31 C30 H30 120.6 . . ?
C29 C30 H30 120.6 . . ?
C30 C31 C32 123.5(12) . . ?
C30 C31 H31 118.2 . . ?
C32 C31 H31 118.2 . . ?
C33 C32 C37 120.7(12) . . ?
C33 C32 C31 125.8(12) . . ?
C37 C32 C31 113.4(11) . . ?
C34 C33 C32 119.8(16) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C33 C34 C35 120.8(17) . . ?
C33 C34 H34 119.6 . . ?
C35 C34 H34 119.6 . . ?
C36 C35 C34 120.6(12) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C35 C36 C37 119.3(9) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 H36 120.4 . . ?
N3 C37 C36 117.7(7) . . ?
N3 C37 C32 123.5(10) . . ?
C36 C37 C32 118.8(9) . . ?
C47 N5 C55 117.9(9) . . ?
N5 C47 C48 123.8(11) . . ?
N5 C47 H47 118.1 . . ?
C48 C47 H47 118.1 . . ?
C49 C48 C47 120.0(12) . . ?
C49 C48 H48 120.0 . . ?
C47 C48 H48 120.0 . . ?
C48 C49 C50 120.8(11) . . ?
C48 C49 H49 119.6 . . ?
C50 C49 H49 119.6 . . ?

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
C50 C51 C52 C53 0.0 . . . . ?
C51 C52 C53 C54 0.0 . . . . ?
C52 C53 C54 C55 0.0 . . . . ?
C53 C54 C55 N5 178.3(6) . . . . ?
C53 C54 C55 C50 0.0 . . . . ?
N5 C55 C50 C51 -178.3(6) . . . . ?
C54 C55 C50 C51 0.0 . . . . ?
N5 C55 C50 C49 4.2(7) . . . . ?
C54 C55 C50 C49 -177.4(6) . . . . ?
C52 C51 C50 C55 0.0 . . . . ?
C52 C51 C50 C49 177.3(7) . . . . ?
O1 C1 C2 C7 -11.9(9) . . . . ?
O2 C1 C2 C7 167.0(5) . . . . ?
O1 C1 C2 C3 169.2(6) . . . . ?
O2 C1 C2 C3 -11.8(8) . . . . ?
C7 C2 C3 C4 0.7(9) . . . . ?
C1 C2 C3 C4 179.6(6) . . . . ?
C2 C3 C4 C5 0.4(11) . . . . ?
C3 C4 C5 C6 -0.3(12) . . . . ?
C4 C5 C6 C7 -0.9(11) . . . . ?
C5 C6 C7 C2 2.0(10) . . . . ?
C5 C6 C7 N1 -177.8(6) . . . . ?
C3 C2 C7 C6 -1.9(9) . . . . ?
C1 C2 C7 C6 179.3(6) . . . . ?
C3 C2 C7 N1 178.0(5) . . . . ?
C1 C2 C7 N1 -0.9(9) . . . . ?
C8 N1 C7 C6 91.5(7) . . . . ?
C19 N1 C7 C6 -94.7(7) . . . . ?
C8 N1 C7 C2 -88.4(7) . . . . ?
C19 N1 C7 C2 85.5(7) . . . . ?
C19 N1 C8 O3 -175.2(6) . . . . ?
C7 N1 C8 O3 -1.9(8) . . . . ?
C19 N1 C8 C9 5.3(8) . . . . ?
C7 N1 C8 C9 178.6(5) . . . . ?
O3 C8 C9 C10 -3.0(9) . . . . ?
N1 C8 C9 C10 176.5(5) . . . . ?
O3 C8 C9 C20 175.0(6) . . . . ?
N1 C8 C9 C20 -5.5(8) . . . . ?
C20 C9 C10 C11 0.5(9) . . . . ?
C8 C9 C10 C11 178.5(6) . . . . ?
C9 C10 C11 C12 -0.5(9) . . . . ?
C10 C11 C12 C21 0.0(8) . . . . ?
C10 C11 C12 C13 -179.0(5) . . . . ?
C14 N2 C13 O5 -175.9(5) . . . . ?
C22 N2 C13 O5 -6.1(8) . . . . ?
C14 N2 C13 C12 3.6(7) . . . . ?
C22 N2 C13 C12 173.4(5) . . . . ?
C11 C12 C13 O5 -2.3(8) . . . . ?
C21 C12 C13 O5 178.7(5) . . . . ?
C11 C12 C13 N2 178.3(5) . . . . ?
C21 C12 C13 N2 -0.8(7) . . . . ?
C13 N2 C22 C23 84.7(7) . . . . ?
C14 N2 C22 C23 -104.6(6) . . . . ?
C13 N2 C22 C27 -95.9(6) . . . . ?
C14 N2 C22 C27 74.8(7) . . . . ?
C27 C22 C23 C24 -1.3(10) . . . . ?
N2 C22 C23 C24 178.1(6) . . . . ?
C22 C23 C24 C25 0.5(11) . . . . ?
C23 C24 C25 C26 -1.1(12) . . . . ?
C24 C25 C26 C27 2.5(12) . . . . ?
C23 C22 C27 C26 2.5(9) . . . . ?
N2 C22 C27 C26 -176.9(5) . . . . ?
C23 C22 C27 C28 -177.5(6) . . . . ?
N2 C22 C27 C28 3.2(8) . . . . ?
C25 C26 C27 C22 -3.1(10) . . . . ?
C25 C26 C27 C28 176.8(6) . . . . ?
C22 C27 C28 O7 13.4(9) . . . . ?
C26 C27 C28 O7 -166.5(6) . . . . ?
C22 C27 C28 O8 -167.2(5) . . . . ?
C26 C27 C28 O8 12.9(8) . . . . ?
C13 N2 C14 O6 175.9(5) . . . . ?
C22 N2 C14 O6 6.0(7) . . . . ?
C13 N2 C14 C15 -5.3(7) . . . . ?
C22 N2 C14 C15 -175.2(5) . . . . ?
O6 C14 C15 C16 2.4(8) . . . . ?
N2 C14 C15 C16 -176.3(5) . . . . ?
O6 C14 C15 C21 -176.9(5) . . . . ?
N2 C14 C15 C21 4.4(7) . . . . ?
C21 C15 C16 C17 1.0(8) . . . . ?
C14 C15 C16 C17 -178.3(5) . . . . ?
C15 C16 C17 C18 0.2(8) . . . . ?
C16 C17 C18 C20 -1.8(8) . . . . ?
C16 C17 C18 C19 178.1(5) . . . . ?
C8 N1 C19 O4 178.1(6) . . . . ?
C7 N1 C19 O4 4.9(8) . . . . ?
C8 N1 C19 C18 -1.2(8) . . . . ?
C7 N1 C19 C18 -174.5(5) . . . . ?
C17 C18 C19 O4 -2.0(9) . . . . ?
C20 C18 C19 O4 177.9(5) . . . . ?
C17 C18 C19 N1 177.3(5) . . . . ?
C20 C18 C19 N1 -2.7(7) . . . . ?
C10 C9 C20 C21 -0.1(8) . . . . ?
C8 C9 C20 C21 -178.1(5) . . . . ?
C10 C9 C20 C18 179.9(5) . . . . ?
C8 C9 C20 C18 1.9(8) . . . . ?
C17 C18 C20 C21 2.2(7) . . . . ?
C19 C18 C20 C21 -177.7(5) . . . . ?
C17 C18 C20 C9 -177.8(5) . . . . ?
C19 C18 C20 C9 2.3(8) . . . . ?
C16 C15 C21 C20 -0.6(8) . . . . ?
C14 C15 C21 C20 178.7(5) . . . . ?
C16 C15 C21 C12 178.7(5) . . . . ?
C14 C15 C21 C12 -2.0(8) . . . . ?
C9 C20 C21 C15 179.0(5) . . . . ?
C18 C20 C21 C15 -1.0(7) . . . . ?
C9 C20 C21 C12 -0.3(7) . . . . ?
C18 C20 C21 C12 179.7(5) . . . . ?
C11 C12 C21 C15 -178.9(5) . . . . ?
C13 C12 C21 C15 0.2(7) . . . . ?
C11 C12 C21 C20 0.4(7) . . . . ?
C13 C12 C21 C20 179.4(5) . . . . ?
C46 N4 C38 C39 -0.6(13) . . . . ?
N4 C38 C39 C40 1.0(15) . . . . ?
C38 C39 C40 C41 -0.6(12) . . . . ?
C39 C40 C41 C42 -176.9(8) . . . . ?
C39 C40 C41 C46 0.1(10) . . . . ?
C46 C41 C42 C43 2.0(12) . . . . ?
C40 C41 C42 C43 178.7(8) . . . . ?
C41 C42 C43 C44 -1.2(16) . . . . ?
C42 C43 C44 C45 0.7(17) . . . . ?
C43 C44 C45 C46 -0.7(12) . . . . ?
C38 N4 C46 C41 0.0(11) . . . . ?
C38 N4 C46 C45 179.3(6) . . . . ?
C42 C41 C46 N4 177.0(7) . . . . ?
C40 C41 C46 N4 0.2(10) . . . . ?
C42 C41 C46 C45 -2.2(11) . . . . ?
C40 C41 C46 C45 -179.0(6) . . . . ?
C44 C45 C46 N4 -177.9(7) . . . . ?
C44 C45 C46 C41 1.4(9) . . . . ?
C37 N3 C29 C30 -2.4(12) . . . . ?
N3 C29 C30 C31 -0.8(17) . . . . ?
C29 C30 C31 C32 5(2) . . . . ?
C30 C31 C32 C33 178.5(12) . . . . ?
C30 C31 C32 C37 -4.7(16) . . . . ?
C37 C32 C33 C34 2(2) . . . . ?
C31 C32 C33 C34 178.5(13) . . . . ?
C32 C33 C34 C35 0(2) . . . . ?
C33 C34 C35 C36 -2(2) . . . . ?
C34 C35 C36 C37 1.3(13) . . . . ?
C29 N3 C37 C36 -177.6(7) . . . . ?
C29 N3 C37 C32 2.0(10) . . . . ?
C35 C36 C37 N3 -179.9(6) . . . . ?
C35 C36 C37 C32 0.5(10) . . . . ?
C33 C32 C37 N3 178.3(9) . . . . ?
C31 C32 C37 N3 1.3(11) . . . . ?
C33 C32 C37 C36 -2.1(12) . . . . ?
C31 C32 C37 C36 -179.1(8) . . . . ?
C50 C55 N5 C47 -2.1(9) . . . . ?
C54 C55 N5 C47 179.5(6) . . . . ?
C55 N5 C47 C48 -2.5(12) . . . . ?
N5 C47 C48 C49 5.0(14) . . . . ?
C47 C48 C49 C50 -2.6(15) . . . . ?
C55 C50 C49 C48 -1.9(12) . . . . ?
C51 C50 C49 C48 -179.2(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.950
_diffrn_reflns_theta_full        24.50
_diffrn_measured_fraction_theta_full 0.950
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.061

# Attachment 'bqu.cif'

data_ndmbaqin
_database_code_depnum_ccdc_archive 'CCDC 717724'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H35 N5 O8'
_chemical_formula_weight         893.88

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

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

_cell_length_a                   7.5934(5)
_cell_length_b                   9.3850(7)
_cell_length_c                   15.9125(11)
_cell_angle_alpha                101.006(4)
_cell_angle_beta                 98.361(4)
_cell_angle_gamma                95.640(4)
_cell_volume                     1091.99(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3624
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             464
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15800
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0313
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3918
_reflns_number_gt                2493
_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)+(0.0603P)²+0.2067P] 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         3918
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1321
_refine_ls_wR_factor_gt          0.1131
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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
N2 N 0.493(2) 0.3962(17) 0.0815(9) 0.123(4) Uani 0.50 1 d P A 2
C28 C 0.4938(16) 0.3786(11) 0.0819(6) 0.047(2) Uani 0.50 1 d P A 1
H28 H 0.5373 0.3802 0.1399 0.056 Uiso 0.50 1 calc PR A 1
C12 C 1.0598(2) 0.4877(2) 0.11549(13) 0.0441(5) Uani 1 1 d . . .
C11 C 0.9886(2) 0.44825(19) 0.02625(12) 0.0406(4) Uani 1 1 d . . .
C13 C 1.1511(3) 0.6245(2) 0.15057(13) 0.0512(5) Uani 1 1 d . . .
H13 H 1.1985 0.6493 0.2095 0.061 Uiso 1 1 calc R . .
C9 C 0.8714(3) 0.1979(2) 0.04280(14) 0.0500(5) Uani 1 1 d . . .
C10 C 0.8957(2) 0.3075(2) -0.01170(13) 0.0433(5) Uani 1 1 d . . .
C8 C 1.0342(3) 0.3815(2) 0.17175(14) 0.0488(5) Uani 1 1 d . . .
C6 C 0.8999(3) 0.1440(2) 0.18826(13) 0.0495(5) Uani 1 1 d . . .
C2 C 0.9947(3) -0.0147(2) 0.28225(13) 0.0498(5) Uani 1 1 d . . .
C7 C 1.0328(3) 0.0757(2) 0.22478(13) 0.0508(5) Uani 1 1 d . . .
H7 H 1.1479 0.0890 0.2116 0.061 Uiso 1 1 calc R . .
C3 C 0.8223(3) -0.0343(2) 0.29907(15) 0.0622(6) Uani 1 1 d . . .
H3 H 0.7957 -0.0946 0.3368 0.075 Uiso 1 1 calc R . .
C1 C 1.1439(3) -0.0812(2) 0.32468(15) 0.0566(6) Uani 1 1 d . . .
C5 C 0.7279(3) 0.1235(2) 0.20611(15) 0.0617(6) Uani 1 1 d . . .
H5 H 0.6385 0.1706 0.1809 0.074 Uiso 1 1 calc R . .
C4 C 0.6891(3) 0.0330(3) 0.26149(16) 0.0694(7) Uani 1 1 d . . .
H4 H 0.5731 0.0177 0.2733 0.083 Uiso 1 1 calc R . .
O3 O 0.7957(2) 0.07490(16) 0.01376(10) 0.0708(5) Uani 1 1 d . . .
O4 O 1.0900(2) 0.41047(16) 0.24892(10) 0.0692(5) Uani 1 1 d . . .
O2 O 1.2923(2) -0.07327(17) 0.30533(10) 0.0695(5) Uani 1 1 d . . .
O1 O 1.0991(2) -0.1489(2) 0.38493(12) 0.0822(5) Uani 1 1 d . . .
H1 H 1.1891 -0.1729 0.4109 0.123 Uiso 1 1 calc R . .
N3 N 0.3792(3) 0.7740(2) 0.47401(13) 0.0718(6) Uani 1 1 d . . .
C18 C 0.5167(3) 0.6586(3) 0.58643(15) 0.0646(6) Uani 1 1 d . . .
C23 C 0.3632(3) 0.6934(3) 0.53624(15) 0.0637(6) Uani 1 1 d . . .
C17 C 0.6849(3) 0.7095(3) 0.57023(17) 0.0758(7) Uani 1 1 d . . .
H17 H 0.7884 0.6881 0.6018 0.091 Uiso 1 1 calc R . .
C22 C 0.1923(4) 0.6448(3) 0.54998(17) 0.0772(7) Uani 1 1 d . . .
H22 H 0.0916 0.6687 0.5175 0.093 Uiso 1 1 calc R . .
C16 C 0.6977(4) 0.7897(3) 0.50889(19) 0.0829(8) Uani 1 1 d . . .
H16 H 0.8093 0.8251 0.4983 0.100 Uiso 1 1 calc R . .
C15 C 0.5400(4) 0.8182(3) 0.46173(18) 0.0814(8) Uani 1 1 d . . .
H15 H 0.5501 0.8720 0.4189 0.098 Uiso 1 1 calc R . .
C20 C 0.3221(5) 0.5274(3) 0.65951(19) 0.0964(9) Uani 1 1 d . . .
H20 H 0.3068 0.4710 0.7007 0.116 Uiso 1 1 calc R . .
C21 C 0.1719(4) 0.5629(3) 0.61031(19) 0.0911(8) Uani 1 1 d . . .
H21 H 0.0575 0.5304 0.6189 0.109 Uiso 1 1 calc R . .
C25 C 0.5285(3) 0.5034(3) 0.04376(15) 0.0608(6) Uani 1 1 d . . .
C26 C 0.6287(3) 0.6373(3) 0.09537(18) 0.0758(7) Uani 1 1 d . A .
H26 H 0.6689 0.6458 0.1544 0.091 Uiso 1 1 calc R . .
N1 N 0.9388(2) 0.24387(17) 0.13177(11) 0.0478(4) Uani 1 1 d . . .
C19 C 0.4903(4) 0.5737(3) 0.64828(17) 0.0847(8) Uani 1 1 d . . .
H19 H 0.5889 0.5490 0.6818 0.102 Uiso 1 1 calc R . .
C14 C 1.1734(3) 0.7269(2) 0.09854(14) 0.0517(5) Uani 1 1 d . . .
H14 H 1.2358 0.8192 0.1231 0.062 Uiso 1 1 calc R . .
C24 C 0.3984(4) 0.2634(3) 0.0311(2) 0.0827(8) Uani 1 1 d . . .
H24 H 0.3690 0.1837 0.0555 0.099 Uiso 1 1 calc R A 1
C27 C 0.6628(3) 0.7493(3) 0.0569(2) 0.0776(8) Uani 1 1 d . . .
H27 H 0.7281 0.8364 0.0893 0.093 Uiso 1 1 calc R A .


_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
N2 C25 1.292(14) . ?
N2 C24 1.410(14) . ?
C28 C24 1.299(10) . ?
C28 C25 1.439(10) . ?
C12 C13 1.371(3) . ?
C12 C11 1.408(3) . ?
C12 C8 1.478(3) . ?
C11 C11 1.411(3) 2_765 ?
C11 C10 1.413(2) . ?
C13 C14 1.396(3) . ?
C9 O3 1.210(2) . ?
C9 N1 1.402(3) . ?
C9 C10 1.481(3) . ?
C10 C14 1.369(3) 2_765 ?
C8 O4 1.208(2) . ?
C8 N1 1.402(2) . ?
C6 C7 1.367(3) . ?
C6 C5 1.379(3) . ?
C6 N1 1.456(2) . ?
C2 C3 1.376(3) . ?
C2 C7 1.401(3) . ?
C2 C1 1.485(3) . ?
C3 C4 1.369(3) . ?
C1 O2 1.210(2) . ?
C1 O1 1.313(2) . ?
C5 C4 1.377(3) . ?
N3 C15 1.304(3) . ?
N3 C23 1.368(3) . ?
C18 C17 1.396(3) . ?
C18 C19 1.403(3) . ?
C18 C23 1.417(3) . ?
C23 C22 1.394(3) . ?
C17 C16 1.350(4) . ?
C22 C21 1.356(4) . ?
C16 C15 1.396(3) . ?
C20 C19 1.356(4) . ?
C20 C21 1.393(4) . ?
C25 C25 1.384(5) 2_665 ?
C25 C26 1.438(3) . ?
C26 C27 1.336(3) . ?
C14 C10 1.369(3) 2_765 ?
C24 C27 1.389(4) 2_665 ?
C27 C24 1.389(4) 2_665 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C25 N2 C24 118.9(10) . . ?
C24 C28 C25 116.4(6) . . ?
C13 C12 C11 120.34(17) . . ?
C13 C12 C8 119.88(18) . . ?
C11 C12 C8 119.78(17) . . ?
C12 C11 C11 119.1(2) . 2_765 ?
C12 C11 C10 121.46(17) . . ?
C11 C11 C10 119.5(2) 2_765 . ?
C12 C13 C14 120.53(19) . . ?
O3 C9 N1 120.52(18) . . ?
O3 C9 C10 122.9(2) . . ?
N1 C9 C10 116.57(17) . . ?
C14 C10 C11 119.97(17) 2_765 . ?
C14 C10 C9 120.13(17) 2_765 . ?
C11 C10 C9 119.90(18) . . ?
O4 C8 N1 120.55(18) . . ?
O4 C8 C12 122.51(18) . . ?
N1 C8 C12 116.93(18) . . ?
C7 C6 C5 120.94(19) . . ?
C7 C6 N1 120.39(17) . . ?
C5 C6 N1 118.64(18) . . ?
C3 C2 C7 118.70(19) . . ?
C3 C2 C1 122.81(19) . . ?
C7 C2 C1 118.45(18) . . ?
C6 C7 C2 119.57(19) . . ?
C4 C3 C2 121.5(2) . . ?
O2 C1 O1 123.5(2) . . ?
O2 C1 C2 122.94(19) . . ?
O1 C1 C2 113.58(19) . . ?
C4 C5 C6 119.7(2) . . ?
C3 C4 C5 119.6(2) . . ?
C15 N3 C23 118.3(2) . . ?
C17 C18 C19 124.2(2) . . ?
C17 C18 C23 117.7(2) . . ?
C19 C18 C23 118.1(2) . . ?
N3 C23 C22 119.1(2) . . ?
N3 C23 C18 121.1(2) . . ?
C22 C23 C18 119.8(2) . . ?
C16 C17 C18 120.2(2) . . ?
C21 C22 C23 120.5(3) . . ?
C17 C16 C15 118.6(3) . . ?
N3 C15 C16 124.1(3) . . ?
C19 C20 C21 121.0(3) . . ?
C22 C21 C20 120.1(3) . . ?
N2 C25 C25 123.1(7) . 2_665 ?
N2 C25 C26 118.5(7) . . ?
C25 C25 C26 118.3(3) 2_665 . ?
N2 C25 C28 3.4(12) . . ?
C25 C25 C28 121.1(4) 2_665 . ?
C26 C25 C28 120.5(4) . . ?
C27 C26 C25 118.7(3) . . ?
C9 N1 C8 125.28(16) . . ?
C9 N1 C6 117.73(15) . . ?
C8 N1 C6 116.93(16) . . ?
C20 C19 C18 120.5(3) . . ?
C10 C14 C13 120.62(18) 2_765 . ?
C28 C24 C27 124.9(5) . 2_665 ?
C28 C24 N2 5.3(10) . . ?
C27 C24 N2 120.3(6) 2_665 . ?
C26 C27 C24 120.5(3) . 2_665 ?

_diffrn_measured_fraction_theta_max 0.961
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.961
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.031


