Supplementary Material (ESI) for Organic & Biomolecular Chemistry
This journal is (c) The Royal Society of Chemistry 2006


data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177

_publ_contact_author_name        'Norikazu Ueyama'
_publ_contact_author_address     
;
Department of Macromolecular Science
Osaka University
Osaka
Toyonaka
Machikaneyama-cho 1-1
560-0043
JAPAN
;

_publ_contact_author_email       JIN@CHEM.SCI.OSAKA-U.AC.JP

_publ_section_title              
;
Photoinduced switching of intramolecular hydrogen bond
between amide NH and carboxyl oxygen
;
loop_
_publ_author_name
'Norikazu Ueyama'
'Hitoshi Yamamoto'
'Takashi Matsuhira'
T.Okamura
'Akira Onoda'

# Attachment 'shelxl.cif'

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 267875'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H31 N3 O3'
_chemical_formula_weight         397.51

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'

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                   16.07(2)
_cell_length_b                   8.501(8)
_cell_length_c                   17.00(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.48(11)
_cell_angle_gamma                90.00
_cell_volume                     2250(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8257
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.2

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   none
_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 10.00
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_reflns_number            21241
_diffrn_reflns_av_R_equivalents  0.1575
_diffrn_reflns_av_sigmaI/netI    0.2055
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         27.25
_reflns_number_total             5009
_reflns_number_gt                1643
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP III'
_computing_publication_material  'teXsan Ver. 1.11'

_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^)+(0.0200P)^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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5009
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1971
_refine_ls_R_factor_gt           0.0590
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.0875
_refine_ls_goodness_of_fit_ref   0.858
_refine_ls_restrained_S_all      0.858
_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 0.96685(14) 0.6142(2) 0.69901(13) 0.0656(7) Uani 1 1 d . . .
O11 O 0.73593(14) 0.0160(2) 1.07461(11) 0.0472(6) Uani 1 1 d . . .
O12 O 0.83296(12) 0.0053(2) 1.19436(11) 0.0434(5) Uani 1 1 d . . .
N1 N 0.86343(15) 0.5221(3) 0.59261(13) 0.0388(6) Uani 1 1 d . . .
H1 H 0.8381 0.5384 0.5411 0.047 Uiso 1 1 calc R . .
N3 N 1.16425(15) 0.4248(2) 0.80409(13) 0.0355(6) Uani 1 1 d . . .
N10 N 0.90228(17) 0.2711(3) 0.88316(16) 0.0497(7) Uani 1 1 d . . .
C1 C 0.87883(19) 0.1078(3) 1.08214(17) 0.0336(7) Uani 1 1 d . . .
C01 C 0.8106(2) 0.0367(3) 1.12005(18) 0.0349(8) Uani 1 1 d . . .
C2 C 0.85916(19) 0.1504(3) 1.00091(17) 0.0399(8) Uani 1 1 d . . .
H2 H 0.8032 0.1305 0.9678 0.048 Uiso 1 1 calc R . .
C3 C 0.9205(2) 0.2225(4) 0.96679(18) 0.0465(9) Uani 1 1 d . . .
C4 C 1.0009(2) 0.2555(4) 1.0160(2) 0.0730(12) Uani 1 1 d . . .
H3 H 1.0421 0.3092 0.9944 0.088 Uiso 1 1 calc R . .
C5 C 1.0216(2) 0.2106(4) 1.0967(2) 0.0738(11) Uani 1 1 d . . .
H4 H 1.0776 0.2303 1.1299 0.089 Uiso 1 1 calc R . .
C6 C 0.9606(2) 0.1363(3) 1.12994(18) 0.0490(9) Uani 1 1 d . . .
H5 H 0.9753 0.1054 1.1854 0.059 Uiso 1 1 calc R . .
C10 C 0.8549(2) 0.1825(3) 0.83005(19) 0.0458(9) Uani 1 1 d . . .
H6 H 0.8351 0.0867 0.8478 0.055 Uiso 1 1 calc R . .
C11 C 0.83599(19) 0.3883(3) 0.62955(18) 0.0366(7) Uani 1 1 d . . .
C12 C 0.86071(18) 0.3551(3) 0.71162(17) 0.0405(8) Uani 1 1 d . . .
H7 H 0.8992 0.4235 0.7474 0.049 Uiso 1 1 calc R . .
C13 C 0.8289(2) 0.2197(4) 0.74270(17) 0.0419(8) Uani 1 1 d . . .
C14 C 0.7721(2) 0.1204(3) 0.69016(19) 0.0487(9) Uani 1 1 d . . .
H8 H 0.7508 0.0288 0.7106 0.058 Uiso 1 1 calc R . .
C15 C 0.7467(2) 0.1553(3) 0.6084(2) 0.0533(9) Uani 1 1 d . . .
H9 H 0.7068 0.0886 0.5730 0.064 Uiso 1 1 calc R . .
C16 C 0.77860(19) 0.2864(3) 0.57734(17) 0.0457(9) Uani 1 1 d . . .
H10 H 0.7617 0.3074 0.5207 0.055 Uiso 1 1 calc R . .
C17 C 0.9252(2) 0.6281(3) 0.62893(19) 0.0422(8) Uani 1 1 d . . .
C18 C 0.9424(2) 0.7655(3) 0.57562(19) 0.0463(8) Uani 1 1 d . . .
C31 C 1.13129(19) 0.3462(3) 0.72325(16) 0.0464(9) Uani 1 1 d . . .
H11 H 1.1713 0.3651 0.6893 0.056 Uiso 1 1 calc R . .
H12 H 1.0748 0.3893 0.6964 0.056 Uiso 1 1 calc R . .
H13 H 1.1262 0.2328 0.7313 0.056 Uiso 1 1 calc R . .
C32 C 1.10370(19) 0.3958(3) 0.85632(18) 0.0567(10) Uani 1 1 d . . .
H14 H 1.1253 0.4479 0.9089 0.068 Uiso 1 1 calc R . .
H15 H 1.0991 0.2824 0.8648 0.068 Uiso 1 1 calc R . .
H16 H 1.0469 0.4380 0.8296 0.068 Uiso 1 1 calc R . .
C33 C 1.25191(18) 0.3629(3) 0.84478(16) 0.0419(8) Uani 1 1 d . . .
H17 H 1.2911 0.3821 0.8099 0.050 Uiso 1 1 calc R . .
H18 H 1.2484 0.2496 0.8541 0.050 Uiso 1 1 calc R . .
H19 H 1.2735 0.4165 0.8969 0.050 Uiso 1 1 calc R . .
C34 C 1.17216(19) 0.5980(3) 0.79039(18) 0.0542(10) Uani 1 1 d . . .
H20 H 1.2120 0.6153 0.7561 0.065 Uiso 1 1 calc R . .
H21 H 1.1940 0.6508 0.8427 0.065 Uiso 1 1 calc R . .
H22 H 1.1156 0.6409 0.7634 0.065 Uiso 1 1 calc R . .
C101 C 0.9865(3) 0.8987(4) 0.6312(2) 0.1167(18) Uani 1 1 d . . .
H23 H 1.0389 0.8587 0.6685 0.140 Uiso 1 1 calc R . .
H24 H 0.9475 0.9392 0.6624 0.140 Uiso 1 1 calc R . .
H25 H 1.0014 0.9836 0.5982 0.140 Uiso 1 1 calc R . .
C102 C 1.0034(4) 0.7098(5) 0.5281(3) 0.175(3) Uani 1 1 d . . .
H26 H 1.0550 0.6669 0.5653 0.209 Uiso 1 1 calc R . .
H27 H 1.0194 0.7983 0.4979 0.209 Uiso 1 1 calc R . .
H28 H 0.9757 0.6279 0.4899 0.209 Uiso 1 1 calc R . .
C103 C 0.8640(3) 0.8326(4) 0.5201(3) 0.126(2) Uani 1 1 d . . .
H29 H 0.8247 0.8695 0.5519 0.152 Uiso 1 1 calc R . .
H30 H 0.8355 0.7515 0.4818 0.152 Uiso 1 1 calc R . .
H31 H 0.8801 0.9211 0.4900 0.152 Uiso 1 1 calc R . .

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 0.0637(17) 0.0769(15) 0.0438(16) 0.0257(13) -0.0094(12) -0.0235(13)
O11 0.0493(15) 0.0612(13) 0.0323(13) 0.0009(11) 0.0123(11) -0.0119(12)
O12 0.0572(15) 0.0468(12) 0.0285(13) 0.0072(10) 0.0152(11) -0.0038(11)
N1 0.0454(17) 0.0488(15) 0.0229(14) 0.0103(13) 0.0099(13) 0.0038(14)
N3 0.0412(18) 0.0382(15) 0.0296(15) 0.0031(11) 0.0133(13) 0.0018(12)
N10 0.0497(19) 0.0678(18) 0.0343(17) 0.0080(15) 0.0157(14) -0.0118(15)
C1 0.038(2) 0.0385(16) 0.0263(18) 0.0007(14) 0.0128(16) 0.0030(15)
C01 0.057(2) 0.0230(16) 0.031(2) 0.0017(14) 0.0221(18) 0.0025(16)
C2 0.042(2) 0.0481(19) 0.032(2) 0.0013(14) 0.0140(17) -0.0046(16)
C3 0.045(2) 0.066(2) 0.031(2) 0.0084(17) 0.0137(18) -0.0056(19)
C4 0.060(3) 0.124(3) 0.039(3) 0.019(2) 0.019(2) -0.027(3)
C5 0.048(3) 0.131(3) 0.041(2) 0.010(2) 0.010(2) -0.022(2)
C6 0.052(2) 0.070(2) 0.0268(19) 0.0079(16) 0.0141(18) 0.0044(19)
C10 0.055(2) 0.051(2) 0.039(2) 0.0114(16) 0.0262(19) -0.0048(17)
C11 0.038(2) 0.0439(19) 0.0317(19) 0.0013(16) 0.0164(16) 0.0091(16)
C12 0.037(2) 0.053(2) 0.035(2) 0.0035(15) 0.0172(17) 0.0012(16)
C13 0.048(2) 0.0533(19) 0.028(2) 0.0069(16) 0.0160(17) 0.0004(18)
C14 0.058(2) 0.052(2) 0.041(2) 0.0053(18) 0.0212(18) -0.0063(19)
C15 0.064(3) 0.054(2) 0.041(2) -0.0019(17) 0.0119(19) -0.0076(18)
C16 0.060(2) 0.0516(19) 0.0279(19) 0.0013(16) 0.0149(18) 0.0005(19)
C17 0.041(2) 0.050(2) 0.036(2) 0.0117(17) 0.0104(17) 0.0061(18)
C18 0.052(2) 0.047(2) 0.038(2) 0.0142(16) 0.0072(18) -0.0011(18)
C31 0.056(2) 0.0500(19) 0.032(2) -0.0038(14) 0.0084(17) 0.0020(16)
C32 0.053(2) 0.071(2) 0.055(2) 0.0086(18) 0.031(2) -0.0012(19)
C33 0.043(2) 0.0429(18) 0.040(2) 0.0005(15) 0.0106(16) 0.0047(16)
C34 0.070(3) 0.0284(17) 0.068(2) 0.0054(16) 0.025(2) 0.0020(17)
C101 0.168(5) 0.094(3) 0.068(3) 0.037(2) -0.008(3) -0.052(3)
C102 0.272(7) 0.101(3) 0.237(6) 0.081(4) 0.226(6) 0.056(4)
C103 0.085(3) 0.094(3) 0.167(5) 0.084(3) -0.029(3) -0.026(3)

_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 1.218(4) . ?
O11 C01 1.266(4) . ?
O12 C01 1.253(4) . ?
N1 C17 1.369(4) . ?
N1 C11 1.422(3) . ?
N1 H1 0.8800 . ?
N3 C32 1.493(4) . ?
N3 C34 1.501(3) . ?
N3 C31 1.501(4) . ?
N3 C33 1.502(4) . ?
N10 C10 1.273(4) . ?
N10 C3 1.439(4) . ?
C1 C6 1.383(4) . ?
C1 C2 1.386(4) . ?
C1 C01 1.529(4) . ?
C2 C3 1.403(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(5) . ?
C4 C5 1.383(5) . ?
C4 H3 0.9500 . ?
C5 C6 1.399(4) . ?
C5 H4 0.9500 . ?
C6 H5 0.9500 . ?
C10 C13 1.473(4) . ?
C10 H6 0.9500 . ?
C11 C12 1.381(4) . ?
C11 C16 1.407(4) . ?
C12 C13 1.414(4) . ?
C12 H7 0.9500 . ?
C13 C14 1.392(4) . ?
C14 C15 1.379(4) . ?
C14 H8 0.9500 . ?
C15 C16 1.385(4) . ?
C15 H9 0.9500 . ?
C16 H10 0.9500 . ?
C17 C18 1.545(4) . ?
C18 C103 1.486(4) . ?
C18 C102 1.496(5) . ?
C18 C101 1.531(4) . ?
C31 H11 0.9800 . ?
C31 H12 0.9800 . ?
C31 H13 0.9800 . ?
C32 H14 0.9800 . ?
C32 H15 0.9800 . ?
C32 H16 0.9800 . ?
C33 H17 0.9800 . ?
C33 H18 0.9800 . ?
C33 H19 0.9800 . ?
C34 H20 0.9800 . ?
C34 H21 0.9800 . ?
C34 H22 0.9800 . ?
C101 H23 0.9800 . ?
C101 H24 0.9800 . ?
C101 H25 0.9800 . ?
C102 H26 0.9800 . ?
C102 H27 0.9800 . ?
C102 H28 0.9800 . ?
C103 H29 0.9800 . ?
C103 H30 0.9800 . ?
C103 H31 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
C17 N1 C11 126.7(2) . . ?
C17 N1 H1 116.6 . . ?
C11 N1 H1 116.6 . . ?
C32 N3 C34 110.3(2) . . ?
C32 N3 C31 109.7(2) . . ?
C34 N3 C31 108.6(2) . . ?
C32 N3 C33 110.1(2) . . ?
C34 N3 C33 108.0(2) . . ?
C31 N3 C33 110.0(2) . . ?
C10 N10 C3 117.9(3) . . ?
C6 C1 C2 119.1(3) . . ?
C6 C1 C01 119.9(3) . . ?
C2 C1 C01 121.0(3) . . ?
O12 C01 O11 125.1(3) . . ?
O12 C01 C1 117.0(3) . . ?
O11 C01 C1 117.9(3) . . ?
C1 C2 C3 121.2(3) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 N10 117.9(3) . . ?
C2 C3 N10 122.9(3) . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H3 119.9 . . ?
C5 C4 H3 119.9 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H4 119.8 . . ?
C6 C5 H4 119.8 . . ?
C1 C6 C5 120.1(3) . . ?
C1 C6 H5 120.0 . . ?
C5 C6 H5 120.0 . . ?
N10 C10 C13 123.8(3) . . ?
N10 C10 H6 118.1 . . ?
C13 C10 H6 118.1 . . ?
C12 C11 C16 119.3(3) . . ?
C12 C11 N1 124.6(3) . . ?
C16 C11 N1 116.2(3) . . ?
C11 C12 C13 120.3(3) . . ?
C11 C12 H7 119.9 . . ?
C13 C12 H7 119.9 . . ?
C14 C13 C12 119.6(3) . . ?
C14 C13 C10 119.4(3) . . ?
C12 C13 C10 120.9(3) . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 H8 120.1 . . ?
C13 C14 H8 120.1 . . ?
C14 C15 C16 120.9(3) . . ?
C14 C15 H9 119.6 . . ?
C16 C15 H9 119.6 . . ?
C15 C16 C11 120.1(3) . . ?
C15 C16 H10 120.0 . . ?
C11 C16 H10 120.0 . . ?
O1 C17 N1 122.5(3) . . ?
O1 C17 C18 120.8(3) . . ?
N1 C17 C18 116.7(3) . . ?
C103 C18 C102 110.1(4) . . ?
C103 C18 C101 107.3(3) . . ?
C102 C18 C101 107.6(4) . . ?
C103 C18 C17 114.6(3) . . ?
C102 C18 C17 108.4(3) . . ?
C101 C18 C17 108.7(3) . . ?
N3 C31 H11 109.5 . . ?
N3 C31 H12 109.5 . . ?
H11 C31 H12 109.5 . . ?
N3 C31 H13 109.5 . . ?
H11 C31 H13 109.5 . . ?
H12 C31 H13 109.5 . . ?
N3 C32 H14 109.5 . . ?
N3 C32 H15 109.5 . . ?
H14 C32 H15 109.5 . . ?
N3 C32 H16 109.5 . . ?
H14 C32 H16 109.5 . . ?
H15 C32 H16 109.5 . . ?
N3 C33 H17 109.5 . . ?
N3 C33 H18 109.5 . . ?
H17 C33 H18 109.5 . . ?
N3 C33 H19 109.5 . . ?
H17 C33 H19 109.5 . . ?
H18 C33 H19 109.5 . . ?
N3 C34 H20 109.5 . . ?
N3 C34 H21 109.5 . . ?
H20 C34 H21 109.5 . . ?
N3 C34 H22 109.5 . . ?
H20 C34 H22 109.5 . . ?
H21 C34 H22 109.5 . . ?
C18 C101 H23 109.5 . . ?
C18 C101 H24 109.5 . . ?
H23 C101 H24 109.5 . . ?
C18 C101 H25 109.5 . . ?
H23 C101 H25 109.5 . . ?
H24 C101 H25 109.5 . . ?
C18 C102 H26 109.5 . . ?
C18 C102 H27 109.5 . . ?
H26 C102 H27 109.5 . . ?
C18 C102 H28 109.5 . . ?
H26 C102 H28 109.5 . . ?
H27 C102 H28 109.5 . . ?
C18 C103 H29 109.5 . . ?
C18 C103 H30 109.5 . . ?
H29 C103 H30 109.5 . . ?
C18 C103 H31 109.5 . . ?
H29 C103 H31 109.5 . . ?
H30 C103 H31 109.5 . . ?

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 C1 C01 O12 -0.9(4) . . . . ?
C2 C1 C01 O12 -178.1(2) . . . . ?
C6 C1 C01 O11 178.3(3) . . . . ?
C2 C1 C01 O11 1.0(4) . . . . ?
C6 C1 C2 C3 -0.3(4) . . . . ?
C01 C1 C2 C3 176.9(2) . . . . ?
C1 C2 C3 C4 -2.0(4) . . . . ?
C1 C2 C3 N10 -178.9(3) . . . . ?
C10 N10 C3 C4 144.3(3) . . . . ?
C10 N10 C3 C2 -38.8(4) . . . . ?
C2 C3 C4 C5 3.3(5) . . . . ?
N10 C3 C4 C5 -179.7(3) . . . . ?
C3 C4 C5 C6 -2.2(6) . . . . ?
C2 C1 C6 C5 1.5(4) . . . . ?
C01 C1 C6 C5 -175.8(3) . . . . ?
C4 C5 C6 C1 -0.2(5) . . . . ?
C3 N10 C10 C13 178.1(3) . . . . ?
C17 N1 C11 C12 8.3(4) . . . . ?
C17 N1 C11 C16 -172.8(3) . . . . ?
C16 C11 C12 C13 0.3(4) . . . . ?
N1 C11 C12 C13 179.2(2) . . . . ?
C11 C12 C13 C14 -0.4(4) . . . . ?
C11 C12 C13 C10 179.8(3) . . . . ?
N10 C10 C13 C14 -175.6(3) . . . . ?
N10 C10 C13 C12 4.2(5) . . . . ?
C12 C13 C14 C15 -0.5(5) . . . . ?
C10 C13 C14 C15 179.3(3) . . . . ?
C13 C14 C15 C16 1.5(5) . . . . ?
C14 C15 C16 C11 -1.7(5) . . . . ?
C12 C11 C16 C15 0.7(4) . . . . ?
N1 C11 C16 C15 -178.3(3) . . . . ?
C11 N1 C17 O1 2.9(5) . . . . ?
C11 N1 C17 C18 -179.1(2) . . . . ?
O1 C17 C18 C103 -142.2(4) . . . . ?
N1 C17 C18 C103 39.8(4) . . . . ?
O1 C17 C18 C102 94.4(4) . . . . ?
N1 C17 C18 C102 -83.7(4) . . . . ?
O1 C17 C18 C101 -22.3(4) . . . . ?
N1 C17 C18 C101 159.7(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.25
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.040