# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2012


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
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#  except for the purpose of generating routine backup copies 
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data_Song
_database_code_depnum_ccdc_archive 'CCDC 861458'
#TrackingRef 'Song.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H32 N4 O3'
_chemical_formula_weight         484.59

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                   9.0438(8)
_cell_length_b                   12.1015(12)
_cell_length_c                   14.1578(14)
_cell_angle_alpha                98.54(5)
_cell_angle_beta                 108.13(4)
_cell_angle_gamma                110.06(3)
_cell_volume                     1325.5(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    4697
_cell_measurement_theta_min      1.6
_cell_measurement_theta_max      27.9

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             516
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9842
_exptl_absorpt_correction_T_max  0.9905
_exptl_absorpt_process_details   CrystalClear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Rigaku Saturn724 CCD'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_detector_area_resol_mean 14.22
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            17076
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_sigmaI/netI    0.0609
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         27.87
_reflns_number_total             6292
_reflns_number_gt                3823
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CrystalStructure 3.8'

_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^)+(0.0492P)^2^+0.0000P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6292
_refine_ls_number_parameters     367
_refine_ls_number_restraints     128
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1037
_refine_ls_wR_factor_gt          0.0954
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_restrained_S_all      0.944
_refine_ls_shift/su_max          0.002
_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 0.73387(13) 0.61330(8) 0.14054(8) 0.0405(3) Uani 1 1 d . . .
O2 O 0.77873(11) 1.06846(8) 0.45793(7) 0.0302(2) Uani 1 1 d . A .
O3 O 1.18483(13) 1.10342(9) 0.37374(8) 0.0418(3) Uani 1 1 d . . .
N1 N 0.70532(17) 0.81485(11) -0.12415(10) 0.0456(3) Uani 1 1 d D . .
N2 N 0.79662(17) 0.38913(11) 0.38835(10) 0.0461(4) Uani 1 1 d D . .
N3 N 0.77788(13) 0.90777(9) 0.34660(8) 0.0259(3) Uani 1 1 d . A .
N4 N 0.95247(14) 0.95249(9) 0.37507(9) 0.0261(3) Uani 1 1 d . . .
C1 C 0.68945(17) 0.80577(12) -0.03200(11) 0.0333(3) Uani 1 1 d . A .
C2 C 0.71445(19) 0.71346(12) 0.01152(11) 0.0368(3) Uani 1 1 d . . .
H2A H 0.7388 0.6538 -0.0247 0.044 Uiso 1 1 calc R A .
C3 C 0.70414(17) 0.70804(11) 0.10655(11) 0.0297(3) Uani 1 1 d . A .
C4 C 0.73307(17) 0.60400(11) 0.23643(11) 0.0294(3) Uani 1 1 d . B .
C5 C 0.76444(18) 0.50669(12) 0.26438(12) 0.0368(4) Uani 1 1 d . . .
H5A H 0.7839 0.4531 0.2183 0.044 Uiso 1 1 calc R B .
C6 C 0.76785(17) 0.48638(11) 0.35975(11) 0.0316(3) Uani 1 1 d . B .
C7 C 0.74031(16) 0.56993(11) 0.42567(10) 0.0290(3) Uani 1 1 d . . .
H7A H 0.7441 0.5604 0.4917 0.035 Uiso 1 1 calc R B .
C8 C 0.70796(16) 0.66506(11) 0.39527(10) 0.0283(3) Uani 1 1 d . B .
H8A H 0.6891 0.7194 0.4411 0.034 Uiso 1 1 calc R . .
C9 C 0.70179(16) 0.68490(11) 0.29954(10) 0.0248(3) Uani 1 1 d . . .
C10 C 0.65934(16) 0.78737(11) 0.26678(10) 0.0252(3) Uani 1 1 d . A .
C11 C 0.66610(16) 0.79091(11) 0.16233(10) 0.0261(3) Uani 1 1 d . . .
C12 C 0.63590(17) 0.88023(12) 0.11673(10) 0.0318(3) Uani 1 1 d . A .
H12A H 0.6062 0.9372 0.1519 0.038 Uiso 1 1 calc R . .
C13 C 0.64729(17) 0.88916(12) 0.02350(11) 0.0333(3) Uani 1 1 d . . .
H13A H 0.6266 0.9519 -0.0039 0.040 Uiso 1 1 calc R A .
C14 C 0.70104(19) 0.92030(13) -0.16229(12) 0.0411(4) Uani 1 1 d . A .
H14A H 0.6050 0.9370 -0.1546 0.049 Uiso 1 1 calc R . .
H14B H 0.6783 0.8987 -0.2372 0.049 Uiso 1 1 calc R . .
C15 C 0.8649(2) 1.03662(15) -0.10664(13) 0.0580(5) Uani 1 1 d . . .
H15A H 0.8527 1.1030 -0.1359 0.087 Uiso 1 1 calc R A .
H15B H 0.9604 1.0219 -0.1156 0.087 Uiso 1 1 calc R . .
H15C H 0.8873 1.0599 -0.0326 0.087 Uiso 1 1 calc R . .
C16 C 0.8043(4) 0.7559(2) -0.16000(19) 0.0328(7) Uani 0.633(4) 1 d PDU A 1
H16A H 0.8881 0.7476 -0.1001 0.039 Uiso 0.633(4) 1 calc PR A 1
H16B H 0.8675 0.8066 -0.1953 0.039 Uiso 0.633(4) 1 calc PR A 1
C17 C 0.6808(3) 0.6308(3) -0.2343(2) 0.0464(8) Uani 0.633(4) 1 d PDU A 1
H17A H 0.7442 0.5900 -0.2589 0.070 Uiso 0.633(4) 1 calc PR A 1
H17B H 0.5990 0.6399 -0.2935 0.070 Uiso 0.633(4) 1 calc PR A 1
H17C H 0.6192 0.5812 -0.1987 0.070 Uiso 0.633(4) 1 calc PR A 1
C16' C 0.6918(6) 0.7033(5) -0.2005(3) 0.0349(12) Uani 0.367(4) 1 d PDU A 2
H16C H 0.6182 0.6260 -0.1928 0.042 Uiso 0.367(4) 1 calc PR A 2
H16D H 0.6416 0.7052 -0.2729 0.042 Uiso 0.367(4) 1 calc PR A 2
C17' C 0.8731(6) 0.7112(5) -0.1748(4) 0.0495(14) Uani 0.367(4) 1 d PDU A 2
H17D H 0.8698 0.6420 -0.2225 0.074 Uiso 0.367(4) 1 calc PR A 2
H17E H 0.9207 0.7083 -0.1034 0.074 Uiso 0.367(4) 1 calc PR A 2
H17F H 0.9449 0.7885 -0.1822 0.074 Uiso 0.367(4) 1 calc PR A 2
C18 C 0.78826(17) 0.36286(13) 0.48427(11) 0.0351(3) Uani 1 1 d . B .
H18A H 0.8524 0.4405 0.5413 0.042 Uiso 1 1 calc R . .
H18B H 0.8457 0.3076 0.5009 0.042 Uiso 1 1 calc R . .
C19 C 0.60900(17) 0.30426(13) 0.48025(12) 0.0411(4) Uani 1 1 d . . .
H19A H 0.6136 0.2894 0.5471 0.062 Uiso 1 1 calc R B .
H19B H 0.5451 0.2261 0.4253 0.062 Uiso 1 1 calc R . .
H19C H 0.5519 0.3592 0.4658 0.062 Uiso 1 1 calc R . .
C20 C 0.7543(4) 0.2780(3) 0.2970(3) 0.0333(8) Uani 0.538(4) 1 d PDU B 3
H20A H 0.7104 0.2002 0.3146 0.040 Uiso 0.538(4) 1 calc PR B 3
H20B H 0.6652 0.2749 0.2334 0.040 Uiso 0.538(4) 1 calc PR B 3
C21 C 0.9155(4) 0.2934(3) 0.2787(2) 0.0422(9) Uani 0.538(4) 1 d PDU B 3
H21A H 0.8906 0.2241 0.2217 0.063 Uiso 0.538(4) 1 calc PR B 3
H21B H 1.0030 0.2961 0.3418 0.063 Uiso 0.538(4) 1 calc PR B 3
H21C H 0.9574 0.3701 0.2605 0.063 Uiso 0.538(4) 1 calc PR B 3
C20' C 0.8754(4) 0.3246(3) 0.3409(3) 0.0302(9) Uani 0.462(4) 1 d PDU B 4
H20C H 0.9402 0.2923 0.3910 0.036 Uiso 0.462(4) 1 calc PR B 4
H20D H 0.9541 0.3796 0.3157 0.036 Uiso 0.462(4) 1 calc PR B 4
C21' C 0.7274(5) 0.2205(4) 0.2511(3) 0.0385(10) Uani 0.462(4) 1 d PDU B 4
H21D H 0.7715 0.1724 0.2148 0.058 Uiso 0.462(4) 1 calc PR B 4
H21E H 0.6642 0.2543 0.2030 0.058 Uiso 0.462(4) 1 calc PR B 4
H21F H 0.6509 0.1674 0.2776 0.058 Uiso 0.462(4) 1 calc PR B 4
C22 C 0.49106(16) 0.78295(11) 0.27120(10) 0.0258(3) Uani 1 1 d . . .
C23 C 0.32892(17) 0.69038(12) 0.21639(11) 0.0308(3) Uani 1 1 d . A .
H23A H 0.3111 0.6186 0.1684 0.037 Uiso 1 1 calc R . .
C24 C 0.19305(17) 0.70552(12) 0.23352(11) 0.0335(3) Uani 1 1 d . . .
H24A H 0.0807 0.6429 0.1971 0.040 Uiso 1 1 calc R A .
C25 C 0.21893(17) 0.81134(13) 0.30345(11) 0.0332(3) Uani 1 1 d . A .
H25A H 0.1240 0.8194 0.3141 0.040 Uiso 1 1 calc R . .
C26 C 0.38047(17) 0.90455(12) 0.35742(10) 0.0291(3) Uani 1 1 d . . .
H26A H 0.3980 0.9772 0.4041 0.035 Uiso 1 1 calc R A .
C27 C 0.51685(16) 0.88832(11) 0.34099(10) 0.0246(3) Uani 1 1 d . A .
C28 C 0.70167(17) 0.96854(11) 0.39111(10) 0.0249(3) Uani 1 1 d . . .
C29 C 1.03102(18) 1.04832(12) 0.34364(11) 0.0311(3) Uani 1 1 d . . .
H29A H 0.9611 1.0741 0.2948 0.037 Uiso 1 1 calc R . .
H4 H 1.0153(19) 0.9326(13) 0.4260(12) 0.057(5) Uiso 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 0.0724(7) 0.0388(5) 0.0515(6) 0.0301(5) 0.0496(6) 0.0399(5)
O2 0.0401(6) 0.0301(5) 0.0323(5) 0.0123(4) 0.0194(4) 0.0219(4)
O3 0.0358(6) 0.0461(6) 0.0505(6) 0.0201(5) 0.0247(5) 0.0153(5)
N1 0.0730(9) 0.0500(8) 0.0505(8) 0.0333(7) 0.0457(7) 0.0400(7)
N2 0.0755(10) 0.0412(7) 0.0699(9) 0.0399(7) 0.0572(8) 0.0433(7)
N3 0.0271(6) 0.0264(6) 0.0344(6) 0.0116(5) 0.0187(5) 0.0155(5)
N4 0.0270(6) 0.0299(6) 0.0324(6) 0.0162(5) 0.0170(5) 0.0164(5)
C1 0.0379(8) 0.0378(8) 0.0381(8) 0.0198(7) 0.0240(7) 0.0195(7)
C2 0.0531(9) 0.0361(8) 0.0467(9) 0.0205(7) 0.0378(8) 0.0273(7)
C3 0.0381(8) 0.0275(7) 0.0424(8) 0.0198(6) 0.0279(7) 0.0199(6)
C4 0.0382(8) 0.0298(7) 0.0405(8) 0.0192(6) 0.0304(7) 0.0198(6)
C5 0.0557(10) 0.0316(7) 0.0566(10) 0.0263(7) 0.0449(8) 0.0298(7)
C6 0.0355(8) 0.0281(7) 0.0511(9) 0.0227(7) 0.0300(7) 0.0192(6)
C7 0.0305(7) 0.0326(7) 0.0344(8) 0.0170(6) 0.0174(6) 0.0178(6)
C8 0.0330(8) 0.0296(7) 0.0318(7) 0.0107(6) 0.0167(6) 0.0193(6)
C9 0.0279(7) 0.0248(7) 0.0341(7) 0.0139(6) 0.0193(6) 0.0162(6)
C10 0.0287(7) 0.0251(7) 0.0314(7) 0.0107(6) 0.0173(6) 0.0160(6)
C11 0.0286(7) 0.0271(7) 0.0328(7) 0.0131(6) 0.0186(6) 0.0155(6)
C12 0.0380(8) 0.0335(7) 0.0365(8) 0.0147(6) 0.0190(7) 0.0232(7)
C13 0.0394(8) 0.0352(8) 0.0377(8) 0.0195(7) 0.0187(7) 0.0225(7)
C14 0.0488(10) 0.0487(9) 0.0392(9) 0.0276(7) 0.0228(7) 0.0241(8)
C15 0.0600(11) 0.0610(11) 0.0473(10) 0.0337(9) 0.0148(9) 0.0166(9)
C16 0.0327(15) 0.0406(15) 0.0312(13) 0.0178(11) 0.0187(12) 0.0134(13)
C17 0.0441(16) 0.0420(18) 0.0454(17) 0.0078(14) 0.0137(13) 0.0144(14)
C16' 0.037(3) 0.040(3) 0.028(2) 0.013(2) 0.015(2) 0.013(2)
C17' 0.051(3) 0.062(3) 0.058(3) 0.025(2) 0.040(2) 0.030(2)
C18 0.0357(8) 0.0356(8) 0.0480(9) 0.0255(7) 0.0203(7) 0.0216(7)
C19 0.0379(9) 0.0493(9) 0.0479(9) 0.0321(8) 0.0224(7) 0.0190(7)
C20 0.0384(19) 0.0275(19) 0.040(2) 0.0159(15) 0.0166(17) 0.0163(17)
C21 0.0516(19) 0.0431(17) 0.0479(19) 0.0167(14) 0.0248(15) 0.0315(15)
C20' 0.0253(17) 0.0282(17) 0.043(2) 0.0147(15) 0.0146(15) 0.0153(14)
C21' 0.038(2) 0.036(2) 0.041(2) 0.0150(18) 0.0101(18) 0.0169(18)
C22 0.0303(7) 0.0296(7) 0.0326(7) 0.0170(6) 0.0198(6) 0.0193(6)
C23 0.0342(8) 0.0298(7) 0.0392(8) 0.0130(6) 0.0203(7) 0.0188(6)
C24 0.0307(8) 0.0394(8) 0.0412(8) 0.0195(7) 0.0186(7) 0.0194(7)
C25 0.0335(8) 0.0475(9) 0.0397(8) 0.0227(7) 0.0240(7) 0.0277(7)
C26 0.0392(8) 0.0382(8) 0.0315(7) 0.0200(6) 0.0227(6) 0.0285(7)
C27 0.0318(7) 0.0291(7) 0.0295(7) 0.0182(6) 0.0197(6) 0.0204(6)
C28 0.0364(8) 0.0270(7) 0.0284(7) 0.0177(6) 0.0200(6) 0.0221(6)
C29 0.0352(8) 0.0335(8) 0.0363(8) 0.0149(6) 0.0223(7) 0.0179(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 C4 1.3809(15) . ?
O1 C3 1.3831(14) . ?
O2 C28 1.2308(17) . ?
O3 C29 1.2132(16) . ?
N1 C1 1.3722(16) . ?
N1 C14 1.4652(17) . ?
N1 C16 1.477(3) . ?
N1 C16' 1.542(5) . ?
N2 C6 1.3793(15) . ?
N2 C20' 1.446(3) . ?
N2 C18 1.4583(17) . ?
N2 C20 1.566(4) . ?
N3 C28 1.3760(15) . ?
N3 N4 1.3789(14) . ?
N3 C10 1.495(2) . ?
N4 C29 1.3536(17) . ?
N4 H4 0.890(15) . ?
C1 C2 1.4034(18) . ?
C1 C13 1.4130(19) . ?
C2 C3 1.3867(18) . ?
C2 H2A 0.9500 . ?
C3 C11 1.3851(17) . ?
C4 C5 1.3861(17) . ?
C4 C9 1.3872(17) . ?
C5 C6 1.4007(18) . ?
C5 H5A 0.9500 . ?
C6 C7 1.4116(18) . ?
C7 C8 1.3769(17) . ?
C7 H7A 0.9500 . ?
C8 C9 1.3987(17) . ?
C8 H8A 0.9500 . ?
C9 C10 1.5121(16) . ?
C10 C11 1.5052(17) . ?
C10 C22 1.5256(16) . ?
C11 C12 1.3999(17) . ?
C12 C13 1.3725(18) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.520(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.511(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C16' C17' 1.529(6) . ?
C16' H16C 0.9900 . ?
C16' H16D 0.9900 . ?
C17' H17D 0.9800 . ?
C17' H17E 0.9800 . ?
C17' H17F 0.9800 . ?
C18 C19 1.5088(18) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.514(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C20' C21' 1.518(5) . ?
C20' H20C 0.9900 . ?
C20' H20D 0.9900 . ?
C21' H21D 0.9800 . ?
C21' H21E 0.9800 . ?
C21' H21F 0.9800 . ?
C22 C23 1.384(2) . ?
C22 C27 1.3911(18) . ?
C23 C24 1.3889(17) . ?
C23 H23A 0.9500 . ?
C24 C25 1.396(2) . ?
C24 H24A 0.9500 . ?
C25 C26 1.382(2) . ?
C25 H25A 0.9500 . ?
C26 C27 1.3947(16) . ?
C26 H26A 0.9500 . ?
C27 C28 1.478(2) . ?
C29 H29A 0.9500 . ?

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
C4 O1 C3 118.61(10) . . ?
C1 N1 C14 121.23(12) . . ?
C1 N1 C16 118.59(13) . . ?
C14 N1 C16 114.24(13) . . ?
C1 N1 C16' 120.41(19) . . ?
C14 N1 C16' 117.27(19) . . ?
C16 N1 C16' 35.56(16) . . ?
C6 N2 C20' 122.91(15) . . ?
C6 N2 C18 121.74(12) . . ?
C20' N2 C18 113.80(15) . . ?
C6 N2 C20 115.60(15) . . ?
C20' N2 C20 37.55(15) . . ?
C18 N2 C20 116.96(14) . . ?
C28 N3 N4 122.68(11) . . ?
C28 N3 C10 115.67(10) . . ?
N4 N3 C10 121.63(10) . . ?
C29 N4 N3 119.04(11) . . ?
C29 N4 H4 119.0(10) . . ?
N3 N4 H4 120.0(10) . . ?
N1 C1 C2 121.63(13) . . ?
N1 C1 C13 121.45(12) . . ?
C2 C1 C13 116.92(12) . . ?
C3 C2 C1 121.02(13) . . ?
C3 C2 H2A 119.5 . . ?
C1 C2 H2A 119.5 . . ?
O1 C3 C11 122.94(12) . . ?
O1 C3 C2 114.71(12) . . ?
C11 C3 C2 122.35(12) . . ?
O1 C4 C5 114.73(12) . . ?
O1 C4 C9 122.72(11) . . ?
C5 C4 C9 122.55(12) . . ?
C4 C5 C6 120.87(13) . . ?
C4 C5 H5A 119.6 . . ?
C6 C5 H5A 119.6 . . ?
N2 C6 C5 121.72(12) . . ?
N2 C6 C7 121.23(12) . . ?
C5 C6 C7 117.06(11) . . ?
C8 C7 C6 120.68(12) . . ?
C8 C7 H7A 119.7 . . ?
C6 C7 H7A 119.7 . . ?
C7 C8 C9 122.62(12) . . ?
C7 C8 H8A 118.7 . . ?
C9 C8 H8A 118.7 . . ?
C4 C9 C8 116.20(11) . . ?
C4 C9 C10 122.48(12) . . ?
C8 C9 C10 121.31(11) . . ?
N3 C10 C11 110.96(11) . . ?
N3 C10 C9 110.43(10) . . ?
C11 C10 C9 110.64(11) . . ?
N3 C10 C22 98.80(10) . . ?
C11 C10 C22 112.48(11) . . ?
C9 C10 C22 113.01(10) . . ?
C3 C11 C12 116.23(12) . . ?
C3 C11 C10 122.50(11) . . ?
C12 C11 C10 121.27(12) . . ?
C13 C12 C11 122.89(13) . . ?
C13 C12 H12A 118.6 . . ?
C11 C12 H12A 118.6 . . ?
C12 C13 C1 120.55(12) . . ?
C12 C13 H13A 119.7 . . ?
C1 C13 H13A 119.7 . . ?
N1 C14 C15 113.99(12) . . ?
N1 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
N1 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 C17 108.2(2) . . ?
N1 C16 H16A 110.1 . . ?
C17 C16 H16A 110.1 . . ?
N1 C16 H16B 110.1 . . ?
C17 C16 H16B 110.1 . . ?
H16A C16 H16B 108.4 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C17' C16' N1 107.1(4) . . ?
C17' C16' H16C 110.3 . . ?
N1 C16' H16C 110.3 . . ?
C17' C16' H16D 110.3 . . ?
N1 C16' H16D 110.3 . . ?
H16C C16' H16D 108.5 . . ?
C16' C17' H17D 109.5 . . ?
C16' C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
C16' C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?
N2 C18 C19 114.13(12) . . ?
N2 C18 H18A 108.7 . . ?
C19 C18 H18A 108.7 . . ?
N2 C18 H18B 108.7 . . ?
C19 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 N2 108.8(3) . . ?
C21 C20 H20A 109.9 . . ?
N2 C20 H20A 109.9 . . ?
C21 C20 H20B 109.9 . . ?
N2 C20 H20B 109.9 . . ?
H20A C20 H20B 108.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C20' C21' 104.9(3) . . ?
N2 C20' H20C 110.8 . . ?
C21' C20' H20C 110.8 . . ?
N2 C20' H20D 110.8 . . ?
C21' C20' H20D 110.8 . . ?
H20C C20' H20D 108.8 . . ?
C20' C21' H21D 109.5 . . ?
C20' C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
C20' C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?
C23 C22 C27 120.89(12) . . ?
C23 C22 C10 127.90(11) . . ?
C27 C22 C10 111.21(12) . . ?
C22 C23 C24 118.05(12) . . ?
C22 C23 H23A 121.0 . . ?
C24 C23 H23A 121.0 . . ?
C23 C24 C25 121.05(14) . . ?
C23 C24 H24A 119.5 . . ?
C25 C24 H24A 119.5 . . ?
C26 C25 C24 121.02(13) . . ?
C26 C25 H25A 119.5 . . ?
C24 C25 H25A 119.5 . . ?
C25 C26 C27 117.76(12) . . ?
C25 C26 H26A 121.1 . . ?
C27 C26 H26A 121.1 . . ?
C22 C27 C26 121.22(13) . . ?
C22 C27 C28 109.26(11) . . ?
C26 C27 C28 129.49(12) . . ?
O2 C28 N3 124.74(12) . . ?
O2 C28 C27 130.25(12) . . ?
N3 C28 C27 105.02(11) . . ?
O3 C29 N4 124.30(13) . . ?
O3 C29 H29A 117.8 . . ?
N4 C29 H29A 117.8 . . ?

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
C28 N3 N4 C29 -74.29(15) . . . . ?
C10 N3 N4 C29 107.48(13) . . . . ?
C14 N1 C1 C2 -171.97(13) . . . . ?
C16 N1 C1 C2 -20.7(2) . . . . ?
C16' N1 C1 C2 20.4(3) . . . . ?
C14 N1 C1 C13 8.0(2) . . . . ?
C16 N1 C1 C13 159.28(16) . . . . ?
C16' N1 C1 C13 -159.7(2) . . . . ?
N1 C1 C2 C3 177.63(13) . . . . ?
C13 C1 C2 C3 -2.3(2) . . . . ?
C4 O1 C3 C11 -2.94(19) . . . . ?
C4 O1 C3 C2 177.39(12) . . . . ?
C1 C2 C3 O1 -179.16(12) . . . . ?
C1 C2 C3 C11 1.2(2) . . . . ?
C3 O1 C4 C5 -179.82(11) . . . . ?
C3 O1 C4 C9 0.75(19) . . . . ?
O1 C4 C5 C6 179.83(12) . . . . ?
C9 C4 C5 C6 -0.7(2) . . . . ?
C20' N2 C6 C5 19.5(3) . . . . ?
C18 N2 C6 C5 -175.60(12) . . . . ?
C20 N2 C6 C5 -23.0(2) . . . . ?
C20' N2 C6 C7 -160.59(19) . . . . ?
C18 N2 C6 C7 4.3(2) . . . . ?
C20 N2 C6 C7 156.89(17) . . . . ?
C4 C5 C6 N2 179.14(13) . . . . ?
C4 C5 C6 C7 -0.8(2) . . . . ?
N2 C6 C7 C8 -178.55(12) . . . . ?
C5 C6 C7 C8 1.39(19) . . . . ?
C6 C7 C8 C9 -0.5(2) . . . . ?
O1 C4 C9 C8 -178.98(11) . . . . ?
C5 C4 C9 C8 1.6(2) . . . . ?
O1 C4 C9 C10 2.4(2) . . . . ?
C5 C4 C9 C10 -177.03(12) . . . . ?
C7 C8 C9 C4 -1.02(19) . . . . ?
C7 C8 C9 C10 177.66(11) . . . . ?
C28 N3 C10 C11 117.27(11) . . . . ?
N4 N3 C10 C11 -64.38(14) . . . . ?
C28 N3 C10 C9 -119.67(11) . . . . ?
N4 N3 C10 C9 58.68(14) . . . . ?
C28 N3 C10 C22 -1.01(12) . . . . ?
N4 N3 C10 C22 177.34(10) . . . . ?
C4 C9 C10 N3 -126.25(13) . . . . ?
C8 C9 C10 N3 55.15(15) . . . . ?
C4 C9 C10 C11 -3.01(17) . . . . ?
C8 C9 C10 C11 178.40(11) . . . . ?
C4 C9 C10 C22 124.14(14) . . . . ?
C8 C9 C10 C22 -54.45(16) . . . . ?
O1 C3 C11 C12 -178.75(12) . . . . ?
C2 C3 C11 C12 0.9(2) . . . . ?
O1 C3 C11 C10 2.0(2) . . . . ?
C2 C3 C11 C10 -178.35(12) . . . . ?
N3 C10 C11 C3 123.86(13) . . . . ?
C9 C10 C11 C3 0.92(17) . . . . ?
C22 C10 C11 C3 -126.52(13) . . . . ?
N3 C10 C11 C12 -55.34(15) . . . . ?
C9 C10 C11 C12 -178.28(11) . . . . ?
C22 C10 C11 C12 54.28(16) . . . . ?
C3 C11 C12 C13 -1.78(19) . . . . ?
C10 C11 C12 C13 177.47(12) . . . . ?
C11 C12 C13 C1 0.6(2) . . . . ?
N1 C1 C13 C12 -178.49(13) . . . . ?
C2 C1 C13 C12 1.5(2) . . . . ?
C1 N1 C14 C15 75.83(18) . . . . ?
C16 N1 C14 C15 -76.6(2) . . . . ?
C16' N1 C14 C15 -116.1(2) . . . . ?
C1 N1 C16 C17 95.6(2) . . . . ?
C14 N1 C16 C17 -111.13(18) . . . . ?
C16' N1 C16 C17 -7.6(3) . . . . ?
C1 N1 C16' C17' -91.8(3) . . . . ?
C14 N1 C16' C17' 100.1(3) . . . . ?
C16 N1 C16' C17' 5.9(2) . . . . ?
C6 N2 C18 C19 75.39(17) . . . . ?
C20' N2 C18 C19 -118.41(19) . . . . ?
C20 N2 C18 C19 -76.8(2) . . . . ?
C6 N2 C20 C21 93.7(2) . . . . ?
C20' N2 C20 C21 -17.7(2) . . . . ?
C18 N2 C20 C21 -112.3(2) . . . . ?
C6 N2 C20' C21' -90.9(3) . . . . ?
C18 N2 C20' C21' 103.1(2) . . . . ?
C20 N2 C20' C21' -0.7(3) . . . . ?
N3 C10 C22 C23 -177.95(12) . . . . ?
C11 C10 C22 C23 64.93(17) . . . . ?
C9 C10 C22 C23 -61.24(17) . . . . ?
N3 C10 C22 C27 1.83(12) . . . . ?
C11 C10 C22 C27 -115.28(12) . . . . ?
C9 C10 C22 C27 118.55(12) . . . . ?
C27 C22 C23 C24 -0.34(18) . . . . ?
C10 C22 C23 C24 179.43(12) . . . . ?
C22 C23 C24 C25 0.41(19) . . . . ?
C23 C24 C25 C26 0.3(2) . . . . ?
C24 C25 C26 C27 -1.10(18) . . . . ?
C23 C22 C27 C26 -0.47(18) . . . . ?
C10 C22 C27 C26 179.73(10) . . . . ?
C23 C22 C27 C28 177.73(11) . . . . ?
C10 C22 C27 C28 -2.07(14) . . . . ?
C25 C26 C27 C22 1.18(17) . . . . ?
C25 C26 C27 C28 -176.62(12) . . . . ?
N4 N3 C28 O2 1.72(18) . . . . ?
C10 N3 C28 O2 -179.95(11) . . . . ?
N4 N3 C28 C27 -178.44(10) . . . . ?
C10 N3 C28 C27 -0.11(13) . . . . ?
C22 C27 C28 O2 -178.83(12) . . . . ?
C26 C27 C28 O2 -0.8(2) . . . . ?
C22 C27 C28 N3 1.34(13) . . . . ?
C26 C27 C28 N3 179.35(11) . . . . ?
N3 N4 C29 O3 171.26(12) . . . . ?

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
N4 H4 O2 0.890(15) 2.070(16) 2.9305(19) 162.3(14) 2_776

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.87
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.044