# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Damien Prim'
_publ_contact_author_email       PRIM@CHIMIE.UVSQ.FR

_publ_section_title              
;
First expeditious synthesis of 6,11-diamino-[6]
carbohelicenes
;
loop_
_publ_author_name
'Damien Prim'
'Anne Gaucher'
'Jerome Marrot'
'Gregory Pieters'

# Attachment 'datapieters.cif'

data_1
_database_code_depnum_ccdc_archive 'CCDC 719176'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H29 N3 O4'
_chemical_formula_weight         543.60

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                   9.4922(14)
_cell_length_b                   11.5758(16)
_cell_length_c                   13.5860(18)
_cell_angle_alpha                79.913(7)
_cell_angle_beta                 75.844(7)
_cell_angle_gamma                73.560(7)
_cell_volume                     1379.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9837
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      30.04

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9795
_exptl_absorpt_correction_T_max  0.9948
_exptl_absorpt_process_details   'SADABS (Sheldrick, V2.10)'

_exptl_special_details           
;
'Blessing, Acta Cryst. (1995) A51, 33-38'
;

_diffrn_ambient_temperature      100(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 512x512
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            40142
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.56
_diffrn_reflns_theta_max         30.17
_reflns_number_total             8030
_reflns_number_gt                6310
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_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 F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0711P)^2^+0.4968P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8030
_refine_ls_number_parameters     375
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1397
_refine_ls_wR_factor_gt          0.1267
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.55184(10) 1.38456(8) 0.14173(8) 0.0207(2) Uani 1 1 d . . .
O2 O 1.06853(11) 0.33379(9) 0.11887(9) 0.0280(2) Uani 1 1 d . . .
O3 O 0.28330(11) 0.86666(9) 0.30663(8) 0.0225(2) Uani 1 1 d . . .
O4 O 0.65116(11) 0.59618(9) 0.60970(7) 0.0223(2) Uani 1 1 d . . .
N1 N 0.78132(12) 1.27404(9) 0.17044(8) 0.0161(2) Uani 1 1 d . . .
H1' H 0.8702 1.2797 0.1746 0.019 Uiso 1 1 calc R . .
N2 N 1.23667(12) 0.40102(9) 0.17109(8) 0.0160(2) Uani 1 1 d . . .
H2' H 1.3320 0.3914 0.1711 0.019 Uiso 1 1 calc R . .
N3 N 0.92194(19) 0.19907(14) 0.40550(14) 0.0448(4) Uani 1 1 d . . .
C1 C 0.68345(15) 0.80842(11) 0.21098(10) 0.0168(2) Uani 1 1 d . . .
H1 H 0.7627 0.7416 0.1878 0.020 Uiso 1 1 calc R . .
C2 C 0.53939(15) 0.79601(12) 0.23856(10) 0.0189(3) Uani 1 1 d . . .
H2 H 0.5198 0.7215 0.2332 0.023 Uiso 1 1 calc R . .
C3 C 0.41979(14) 0.89283(12) 0.27490(10) 0.0178(2) Uani 1 1 d . . .
C4 C 0.44652(14) 1.00363(12) 0.27540(10) 0.0170(2) Uani 1 1 d . . .
H4 H 0.3658 1.0699 0.2978 0.020 Uiso 1 1 calc R . .
C5 C 0.61880(14) 1.13686(11) 0.23264(10) 0.0163(2) Uani 1 1 d . . .
H5 H 0.5383 1.2023 0.2569 0.020 Uiso 1 1 calc R . .
C6 C 0.75668(14) 1.15642(11) 0.18864(9) 0.0150(2) Uani 1 1 d . . .
C7 C 1.02364(14) 1.07694(11) 0.10259(10) 0.0161(2) Uani 1 1 d . . .
H7 H 1.0350 1.1574 0.0849 0.019 Uiso 1 1 calc R . .
C8 C 1.13996(14) 0.98200(11) 0.07170(10) 0.0162(2) Uani 1 1 d . . .
H8 H 1.2272 0.9970 0.0252 0.019 Uiso 1 1 calc R . .
C9 C 1.25434(14) 0.76325(12) 0.07273(10) 0.0178(2) Uani 1 1 d . . .
H9 H 1.3411 0.7801 0.0268 0.021 Uiso 1 1 calc R . .
C10 C 1.24806(14) 0.64636(11) 0.10392(10) 0.0174(2) Uani 1 1 d . . .
H10 H 1.3230 0.5824 0.0723 0.021 Uiso 1 1 calc R . .
C11 C 1.12727(14) 0.49629(11) 0.22261(10) 0.0158(2) Uani 1 1 d . . .
C12 C 1.02395(14) 0.46835(11) 0.30498(10) 0.0174(2) Uani 1 1 d . . .
H12 H 1.0191 0.3865 0.3249 0.021 Uiso 1 1 calc R . .
C13 C 0.82877(15) 0.52973(12) 0.45573(10) 0.0181(2) Uani 1 1 d . . .
H13 H 0.8249 0.4476 0.4757 0.022 Uiso 1 1 calc R . .
C14 C 0.74419(15) 0.61705(12) 0.51741(10) 0.0183(2) Uani 1 1 d . . .
C15 C 0.75273(15) 0.73870(12) 0.48867(10) 0.0184(2) Uani 1 1 d . . .
H15 H 0.6995 0.7982 0.5336 0.022 Uiso 1 1 calc R . .
C16 C 0.83770(14) 0.77124(11) 0.39601(10) 0.0162(2) Uani 1 1 d . . .
H16 H 0.8403 0.8537 0.3773 0.019 Uiso 1 1 calc R . .
C4A C 0.59456(14) 1.01880(11) 0.24250(9) 0.0152(2) Uani 1 1 d . . .
C6A C 0.88460(14) 1.05613(11) 0.16147(9) 0.0144(2) Uani 1 1 d . . .
C8A C 1.13250(14) 0.86056(11) 0.10812(9) 0.0152(2) Uani 1 1 d . . .
C10A C 1.12929(14) 0.61959(11) 0.18392(9) 0.0153(2) Uani 1 1 d . . .
C12A C 0.92228(14) 0.56199(11) 0.36189(9) 0.0156(2) Uani 1 1 d . . .
C16A C 0.92173(14) 0.68488(11) 0.32756(9) 0.0145(2) Uani 1 1 d . . .
C16B C 1.01421(13) 0.71480(11) 0.22917(9) 0.0140(2) Uani 1 1 d . . .
C16C C 1.00275(14) 0.83686(11) 0.17689(9) 0.0140(2) Uani 1 1 d . . .
C16D C 0.86821(14) 0.93598(11) 0.18830(9) 0.0138(2) Uani 1 1 d . . .
C16E C 0.71730(14) 0.91887(11) 0.21622(9) 0.0145(2) Uani 1 1 d . . .
C17 C 0.68040(14) 1.37916(11) 0.14715(9) 0.0160(2) Uani 1 1 d . . .
C18 C 0.73913(16) 1.49107(12) 0.12782(12) 0.0239(3) Uani 1 1 d . . .
H18A H 0.6613 1.5619 0.1089 0.036 Uiso 1 1 calc R . .
H18B H 0.8280 1.4815 0.0721 0.036 Uiso 1 1 calc R . .
H18C H 0.7663 1.5025 0.1899 0.036 Uiso 1 1 calc R . .
C19 C 1.19915(14) 0.32549(11) 0.12258(10) 0.0169(2) Uani 1 1 d . . .
C20 C 1.32760(15) 0.23051(12) 0.07181(11) 0.0198(3) Uani 1 1 d . . .
H20A H 1.3194 0.1499 0.1055 0.030 Uiso 1 1 calc R . .
H20B H 1.4228 0.2436 0.0773 0.030 Uiso 1 1 calc R . .
H20C H 1.3242 0.2362 -0.0004 0.030 Uiso 1 1 calc R . .
C21 C 0.15809(15) 0.96397(14) 0.34029(11) 0.0247(3) Uani 1 1 d . . .
H21A H 0.1762 0.9954 0.3973 0.037 Uiso 1 1 calc R . .
H21B H 0.0670 0.9343 0.3628 0.037 Uiso 1 1 calc R . .
H21C H 0.1452 1.0289 0.2838 0.037 Uiso 1 1 calc R . .
C22 C 0.63435(18) 0.47496(13) 0.63878(11) 0.0262(3) Uani 1 1 d . . .
H22A H 0.5888 0.4535 0.5894 0.039 Uiso 1 1 calc R . .
H22B H 0.5696 0.4697 0.7069 0.039 Uiso 1 1 calc R . .
H22C H 0.7331 0.4188 0.6400 0.039 Uiso 1 1 calc R . .
C23 C 0.6396(2) 0.2070(2) 0.46307(14) 0.0472(5) Uani 1 1 d . . .
H23A H 0.6024 0.2340 0.5313 0.071 Uiso 1 1 calc R . .
H23B H 0.6246 0.1262 0.4651 0.071 Uiso 1 1 calc R . .
H23C H 0.5847 0.2641 0.4147 0.071 Uiso 1 1 calc R . .
C24 C 0.7981(2) 0.20209(15) 0.43066(13) 0.0331(4) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0118(4) 0.0184(4) 0.0304(5) -0.0021(4) -0.0042(4) -0.0019(3)
O2 0.0142(5) 0.0248(5) 0.0491(7) -0.0132(5) -0.0073(4) -0.0051(4)
O3 0.0134(5) 0.0284(5) 0.0272(5) -0.0033(4) -0.0016(4) -0.0098(4)
O4 0.0226(5) 0.0232(5) 0.0174(4) 0.0004(4) 0.0029(4) -0.0073(4)
N1 0.0112(5) 0.0134(5) 0.0244(5) -0.0017(4) -0.0051(4) -0.0033(4)
N2 0.0097(5) 0.0148(5) 0.0231(5) -0.0052(4) -0.0024(4) -0.0014(4)
N3 0.0414(10) 0.0299(7) 0.0581(10) 0.0049(7) -0.0070(8) -0.0099(7)
C1 0.0159(6) 0.0155(5) 0.0186(6) -0.0013(4) -0.0037(5) -0.0035(4)
C2 0.0195(6) 0.0193(6) 0.0203(6) -0.0008(5) -0.0046(5) -0.0088(5)
C3 0.0133(6) 0.0237(6) 0.0174(6) 0.0005(5) -0.0039(4) -0.0072(5)
C4 0.0124(6) 0.0189(6) 0.0182(6) -0.0005(5) -0.0025(4) -0.0029(5)
C5 0.0133(6) 0.0150(5) 0.0186(6) -0.0019(4) -0.0025(4) -0.0012(4)
C6 0.0147(6) 0.0134(5) 0.0173(5) -0.0009(4) -0.0048(4) -0.0033(4)
C7 0.0148(6) 0.0151(5) 0.0187(6) -0.0012(4) -0.0028(5) -0.0051(4)
C8 0.0131(6) 0.0173(6) 0.0176(5) -0.0020(4) -0.0006(4) -0.0052(4)
C9 0.0125(6) 0.0198(6) 0.0187(6) -0.0030(5) 0.0008(4) -0.0033(5)
C10 0.0132(6) 0.0170(6) 0.0198(6) -0.0045(5) -0.0008(5) -0.0011(4)
C11 0.0112(6) 0.0146(5) 0.0206(6) -0.0042(4) -0.0029(4) -0.0009(4)
C12 0.0154(6) 0.0142(5) 0.0217(6) -0.0015(4) -0.0030(5) -0.0034(4)
C13 0.0164(6) 0.0178(6) 0.0184(6) 0.0010(5) -0.0017(5) -0.0048(5)
C14 0.0154(6) 0.0225(6) 0.0155(6) 0.0003(5) -0.0016(4) -0.0054(5)
C15 0.0169(6) 0.0197(6) 0.0170(6) -0.0041(5) -0.0012(5) -0.0030(5)
C16 0.0134(6) 0.0165(5) 0.0178(6) -0.0021(4) -0.0027(4) -0.0026(4)
C4A 0.0134(6) 0.0169(5) 0.0149(5) -0.0005(4) -0.0027(4) -0.0040(4)
C6A 0.0121(6) 0.0148(5) 0.0160(5) -0.0018(4) -0.0031(4) -0.0028(4)
C8A 0.0130(6) 0.0160(5) 0.0160(5) -0.0022(4) -0.0019(4) -0.0037(4)
C10A 0.0133(6) 0.0153(5) 0.0165(5) -0.0027(4) -0.0027(4) -0.0024(4)
C12A 0.0121(6) 0.0165(5) 0.0175(6) -0.0012(4) -0.0030(4) -0.0027(4)
C16A 0.0109(6) 0.0162(5) 0.0157(5) -0.0013(4) -0.0024(4) -0.0028(4)
C16B 0.0112(6) 0.0139(5) 0.0161(5) -0.0020(4) -0.0017(4) -0.0027(4)
C16C 0.0125(6) 0.0140(5) 0.0150(5) -0.0027(4) -0.0018(4) -0.0030(4)
C16D 0.0126(6) 0.0145(5) 0.0140(5) -0.0018(4) -0.0024(4) -0.0032(4)
C16E 0.0130(6) 0.0158(5) 0.0147(5) -0.0003(4) -0.0032(4) -0.0043(4)
C17 0.0138(6) 0.0146(5) 0.0180(6) -0.0036(4) -0.0012(4) -0.0019(4)
C18 0.0187(7) 0.0138(6) 0.0388(8) -0.0017(5) -0.0069(6) -0.0033(5)
C19 0.0149(6) 0.0139(5) 0.0219(6) -0.0012(4) -0.0032(5) -0.0045(4)
C20 0.0174(6) 0.0163(6) 0.0252(6) -0.0056(5) -0.0031(5) -0.0025(5)
C21 0.0129(6) 0.0339(7) 0.0261(7) -0.0017(6) -0.0017(5) -0.0067(5)
C22 0.0300(8) 0.0267(7) 0.0212(6) 0.0007(5) 0.0012(6) -0.0135(6)
C23 0.0317(10) 0.0752(14) 0.0284(8) -0.0035(9) -0.0073(7) -0.0038(9)
C24 0.0365(9) 0.0276(8) 0.0306(8) 0.0012(6) -0.0079(7) -0.0026(7)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C17 1.2238(15) . ?
O2 C19 1.2290(16) . ?
O3 C3 1.3636(15) . ?
O3 C21 1.4308(17) . ?
O4 C14 1.3724(15) . ?
O4 C22 1.4326(17) . ?
N1 C17 1.3609(16) . ?
N1 C6 1.4155(15) . ?
N1 H1' 0.8800 . ?
N2 C19 1.3486(16) . ?
N2 C11 1.4322(16) . ?
N2 H2' 0.8800 . ?
N3 C24 1.134(2) . ?
C1 C2 1.3684(18) . ?
C1 C16E 1.4208(17) . ?
C1 H1 0.9500 . ?
C2 C3 1.4101(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.3775(18) . ?
C4 C4A 1.4178(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.3635(17) . ?
C5 C4A 1.4274(17) . ?
C5 H5 0.9500 . ?
C6 C6A 1.4461(17) . ?
C7 C8 1.3606(17) . ?
C7 C6A 1.4269(17) . ?
C7 H7 0.9500 . ?
C8 C8A 1.4219(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.3589(18) . ?
C9 C8A 1.4205(17) . ?
C9 H9 0.9500 . ?
C10 C10A 1.4244(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.3545(18) . ?
C11 C10A 1.4357(17) . ?
C12 C12A 1.4285(17) . ?
C12 H12 0.9500 . ?
C13 C14 1.3699(18) . ?
C13 C12A 1.4214(17) . ?
C13 H13 0.9500 . ?
C14 C15 1.4137(18) . ?
C15 C16 1.3735(17) . ?
C15 H15 0.9500 . ?
C16 C16A 1.4184(17) . ?
C16 H16 0.9500 . ?
C4A C16E 1.4147(17) . ?
C6A C16D 1.4172(16) . ?
C8A C16C 1.4155(17) . ?
C10A C16B 1.4189(17) . ?
C12A C16A 1.4162(17) . ?
C16A C16B 1.4538(16) . ?
C16B C16C 1.4532(16) . ?
C16C C16D 1.4517(17) . ?
C16D C16E 1.4504(17) . ?
C17 C18 1.5086(18) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.5055(18) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.448(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O3 C21 116.65(11) . . ?
C14 O4 C22 116.51(11) . . ?
C17 N1 C6 126.07(11) . . ?
C17 N1 H1' 117.0 . . ?
C6 N1 H1' 117.0 . . ?
C19 N2 C11 122.51(11) . . ?
C19 N2 H2' 118.7 . . ?
C11 N2 H2' 118.7 . . ?
C2 C1 C16E 121.52(12) . . ?
C2 C1 H1 119.2 . . ?
C16E C1 H1 119.2 . . ?
C1 C2 C3 120.55(12) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
O3 C3 C4 125.29(12) . . ?
O3 C3 C2 115.01(11) . . ?
C4 C3 C2 119.69(12) . . ?
C3 C4 C4A 119.97(12) . . ?
C3 C4 H4 120.0 . . ?
C4A C4 H4 120.0 . . ?
C6 C5 C4A 120.46(11) . . ?
C6 C5 H5 119.8 . . ?
C4A C5 H5 119.8 . . ?
C5 C6 N1 121.75(11) . . ?
C5 C6 C6A 120.68(11) . . ?
N1 C6 C6A 117.55(11) . . ?
C8 C7 C6A 120.24(11) . . ?
C8 C7 H7 119.9 . . ?
C6A C7 H7 119.9 . . ?
C7 C8 C8A 120.81(11) . . ?
C7 C8 H8 119.6 . . ?
C8A C8 H8 119.6 . . ?
C10 C9 C8A 120.67(11) . . ?
C10 C9 H9 119.7 . . ?
C8A C9 H9 119.7 . . ?
C9 C10 C10A 120.11(11) . . ?
C9 C10 H10 119.9 . . ?
C10A C10 H10 119.9 . . ?
C12 C11 N2 119.60(11) . . ?
C12 C11 C10A 121.83(11) . . ?
N2 C11 C10A 118.56(11) . . ?
C11 C12 C12A 120.01(11) . . ?
C11 C12 H12 120.0 . . ?
C12A C12 H12 120.0 . . ?
C14 C13 C12A 119.99(11) . . ?
C14 C13 H13 120.0 . . ?
C12A C13 H13 120.0 . . ?
C13 C14 O4 124.96(12) . . ?
C13 C14 C15 119.89(11) . . ?
O4 C14 C15 115.13(11) . . ?
C16 C15 C14 120.29(12) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C16A 121.72(11) . . ?
C15 C16 H16 119.1 . . ?
C16A C16 H16 119.1 . . ?
C16E C4A C4 120.60(11) . . ?
C16E C4A C5 119.89(11) . . ?
C4 C4A C5 119.48(11) . . ?
C16D C6A C7 119.76(11) . . ?
C16D C6A C6 119.28(11) . . ?
C7 C6A C6 120.84(11) . . ?
C16C C8A C9 120.28(11) . . ?
C16C C8A C8 120.17(11) . . ?
C9 C8A C8 119.52(11) . . ?
C16B C10A C10 120.27(11) . . ?
C16B C10A C11 119.06(11) . . ?
C10 C10A C11 120.63(11) . . ?
C16A C12A C13 120.78(11) . . ?
C16A C12A C12 119.94(11) . . ?
C13 C12A C12 119.18(11) . . ?
C12A C16A C16 116.94(11) . . ?
C12A C16A C16B 119.21(11) . . ?
C16 C16A C16B 123.69(11) . . ?
C10A C16B C16C 117.66(10) . . ?
C10A C16B C16A 117.85(10) . . ?
C16C C16B C16A 124.38(11) . . ?
C8A C16C C16D 117.35(10) . . ?
C8A C16C C16B 117.40(11) . . ?
C16D C16C C16B 125.24(11) . . ?
C6A C16D C16E 117.90(11) . . ?
C6A C16D C16C 118.22(11) . . ?
C16E C16D C16C 123.61(10) . . ?
C4A C16E C1 117.11(11) . . ?
C4A C16E C16D 119.26(11) . . ?
C1 C16E C16D 123.44(11) . . ?
O1 C17 N1 123.68(11) . . ?
O1 C17 C18 121.65(11) . . ?
N1 C17 C18 114.67(11) . . ?
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 . . ?
O2 C19 N2 122.43(12) . . ?
O2 C19 C20 121.67(12) . . ?
N2 C19 C20 115.90(11) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C22 H22A 109.5 . . ?
O4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 C23 179.5(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1' O2 0.88 2.08 2.8923(15) 153.7 1_565
N2 H2' O1 0.88 2.01 2.8750(15) 168.4 1_645

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        30.17
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.060
#===END