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


data_global
_journal_name_full               J.Mater.Chem.
_journal_coden_cambridge         1145
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?

_publ_section_title              
;
Pharmaceutical organogels prepared from aromatic
amino acid derivatives
;
_publ_contact_author_name        'Jean-Christophe Leroux'
_publ_contact_author_email       JLEROUX@ETHZ.CH
loop_
_publ_author_name
J.-C.Leroux
B.Guillaume

data_lerux4
_database_code_depnum_ccdc_archive 'CCDC 713907'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H47 N O3'
_chemical_formula_sum            'C28 H47 N O3'
_chemical_formula_weight         445.67
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21
_symmetry_space_group_name_hall  'P 2yb'

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

_cell_length_a                   7.7818(4)
_cell_length_b                   4.9567(3)
_cell_length_c                   34.4265(16)
_cell_angle_alpha                90
_cell_angle_beta                 91.993(3)
_cell_angle_gamma                90
_cell_volume                     1327.10(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150
_cell_measurement_reflns_used    3043
_cell_measurement_theta_min      3.85
_cell_measurement_theta_max      64.85

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.115
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             492
_exptl_absorpt_coefficient_mu    0.548
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.3478
_exptl_absorpt_correction_T_max  0.9837
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector,
a Helios optics and a Kappa goniometer. The crystal-to-detector distance
was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over three different parts of the reciprocal space
(99 frames total).

Due to geometrical constraints of the instrument and the use of copper
radiation, we obtain consistently a data completeness lower than 100%
in dependence of the crystal system and the orientation of the mounted crystal,
even with appropriate data collection routines. Typical values for data
completeness range from 83-92% for triclinic, 85-97% for monoclinic and 85-98%
for all other crystal systems.

;

_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Helios optics'
_diffrn_measurement_device_type  'Bruker Microstar'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 8.3
_diffrn_standards_number         141
_diffrn_standards_interval_time  900
_diffrn_standards_decay_%        8.00
_diffrn_reflns_number            21445
_diffrn_reflns_av_R_equivalents  0.083
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         1.28
_diffrn_reflns_theta_max         67.84
_reflns_number_total             2582
_reflns_number_gt                1666
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_structure_solution    'SIR2004 (Burla et al., 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_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^)+(0.0517P)^2^] 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_abs_structure_details 'Friedel Pairs merged'
_chemical_absolute_configuration rmad
_refine_ls_abs_structure_Flack   0.1(5)
_refine_ls_number_reflns         2582
_refine_ls_number_parameters     291
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0832
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1216
_refine_ls_wR_factor_gt          0.1126
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_restrained_S_all      1.173
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.5232(5) 0.9335(12) 0.85871(12) 0.0689(14) Uani 1 1 d . . .
H1A H 1.5575 1.1175 0.8660 0.103 Uiso 1 1 calc R . .
H1B H 1.5214 0.9155 0.8304 0.103 Uiso 1 1 calc R . .
H1C H 1.6056 0.8047 0.8703 0.103 Uiso 1 1 calc R . .
O1 O 1.3533(3) 0.8787(7) 0.87275(8) 0.0656(10) Uani 1 1 d . . .
C2 C 1.2772(5) 0.6522(10) 0.85860(10) 0.0478(11) Uani 1 1 d . . .
O2 O 1.3433(3) 0.5111(7) 0.83566(8) 0.0638(9) Uani 1 1 d . . .
C3 C 1.1020(4) 0.6188(8) 0.87486(9) 0.0368(10) Uani 1 1 d . . .
H3 H 1.0598 0.8011 0.8825 0.044 Uiso 1 1 calc R . .
C4 C 1.1121(4) 0.4404(10) 0.91161(8) 0.0411(10) Uani 1 1 d . . .
H4A H 1.1349 0.2516 0.9040 0.049 Uiso 1 1 calc R . .
H4B H 1.2094 0.5015 0.9287 0.049 Uiso 1 1 calc R . .
C5 C 0.9505(5) 0.4504(10) 0.93366(9) 0.0441(10) Uani 1 1 d . . .
C6 C 0.9305(5) 0.6420(10) 0.96289(10) 0.0533(12) Uani 1 1 d . . .
H6 H 1.0231 0.7602 0.9695 0.064 Uiso 1 1 calc R . .
C7 C 0.7793(6) 0.6632(11) 0.98241(11) 0.0599(12) Uani 1 1 d . . .
H7 H 0.7699 0.7937 1.0024 0.072 Uiso 1 1 calc R . .
C8 C 0.6427(5) 0.4986(11) 0.97327(11) 0.0629(13) Uani 1 1 d . . .
H8 H 0.5375 0.5176 0.9862 0.075 Uiso 1 1 calc R . .
C9 C 0.6602(6) 0.3034(11) 0.94473(13) 0.0693(15) Uani 1 1 d . . .
H9 H 0.5684 0.1826 0.9387 0.083 Uiso 1 1 calc R . .
C10 C 0.8116(5) 0.2860(11) 0.92526(11) 0.0579(12) Uani 1 1 d . . .
H10 H 0.8205 0.1552 0.9053 0.070 Uiso 1 1 calc R . .
N11 N 0.9827(3) 0.5104(7) 0.84562(7) 0.0389(8) Uani 1 1 d . . .
H11 H 0.9704 0.3346 0.8433 0.047 Uiso 1 1 calc R . .
C12 C 0.8899(4) 0.6775(11) 0.82179(9) 0.0390(10) Uani 1 1 d . . .
O12 O 0.8996(3) 0.9233(7) 0.82523(7) 0.0479(7) Uani 1 1 d . . .
C13 C 0.7733(4) 0.5371(9) 0.79228(8) 0.0362(9) Uani 1 1 d . . .
H13A H 0.6574 0.5188 0.8030 0.043 Uiso 1 1 calc R . .
H13B H 0.8181 0.3534 0.7876 0.043 Uiso 1 1 calc R . .
C14 C 0.7585(5) 0.6880(9) 0.75375(9) 0.0393(10) Uani 1 1 d . . .
H14A H 0.7159 0.8729 0.7584 0.047 Uiso 1 1 calc R . .
H14B H 0.8740 0.7029 0.7428 0.047 Uiso 1 1 calc R . .
C15 C 0.6379(4) 0.5482(9) 0.72441(8) 0.0390(9) Uani 1 1 d . . .
H15A H 0.6781 0.3607 0.7207 0.047 Uiso 1 1 calc R . .
H15B H 0.5217 0.5394 0.7352 0.047 Uiso 1 1 calc R . .
C16 C 0.6254(4) 0.6870(9) 0.68516(9) 0.0398(10) Uani 1 1 d . . .
H16A H 0.5843 0.8739 0.6889 0.048 Uiso 1 1 calc R . .
H16B H 0.7419 0.6975 0.6746 0.048 Uiso 1 1 calc R . .
C17 C 0.5071(4) 0.5479(9) 0.65568(8) 0.0400(9) Uani 1 1 d . . .
H17A H 0.3901 0.5401 0.6660 0.048 Uiso 1 1 calc R . .
H17B H 0.5471 0.3601 0.6522 0.048 Uiso 1 1 calc R . .
C18 C 0.4976(4) 0.6865(10) 0.61609(8) 0.0403(10) Uani 1 1 d . . .
H18A H 0.4578 0.8744 0.6195 0.048 Uiso 1 1 calc R . .
H18B H 0.6145 0.6939 0.6057 0.048 Uiso 1 1 calc R . .
C19 C 0.3784(4) 0.5473(9) 0.58649(8) 0.0387(10) Uani 1 1 d . . .
H19A H 0.4181 0.3593 0.5830 0.046 Uiso 1 1 calc R . .
H19B H 0.2614 0.5400 0.5968 0.046 Uiso 1 1 calc R . .
C20 C 0.3692(4) 0.6855(9) 0.54715(9) 0.0393(10) Uani 1 1 d . . .
H20A H 0.4862 0.6920 0.5368 0.047 Uiso 1 1 calc R . .
H20B H 0.3302 0.8737 0.5507 0.047 Uiso 1 1 calc R . .
C21 C 0.2493(4) 0.5477(9) 0.51737(8) 0.0388(10) Uani 1 1 d . . .
H21A H 0.1321 0.5422 0.5277 0.047 Uiso 1 1 calc R . .
H21B H 0.2878 0.3591 0.5140 0.047 Uiso 1 1 calc R . .
C22 C 0.2412(4) 0.6861(10) 0.47781(8) 0.0391(10) Uani 1 1 d . . .
H22A H 0.2030 0.8749 0.4812 0.047 Uiso 1 1 calc R . .
H22B H 0.3582 0.6906 0.4674 0.047 Uiso 1 1 calc R . .
C23 C 0.1208(4) 0.5482(9) 0.44842(9) 0.0376(9) Uani 1 1 d . . .
H23A H 0.0040 0.5432 0.4589 0.045 Uiso 1 1 calc R . .
H23B H 0.1592 0.3595 0.4450 0.045 Uiso 1 1 calc R . .
C24 C 0.1117(4) 0.6857(9) 0.40884(9) 0.0382(10) Uani 1 1 d . . .
H24A H 0.2288 0.6925 0.3985 0.046 Uiso 1 1 calc R . .
H24B H 0.0722 0.8739 0.4122 0.046 Uiso 1 1 calc R . .
C25 C -0.0079(4) 0.5454(9) 0.37920(8) 0.0385(9) Uani 1 1 d . . .
H25A H 0.0320 0.3575 0.3758 0.046 Uiso 1 1 calc R . .
H25B H -0.1248 0.5378 0.3896 0.046 Uiso 1 1 calc R . .
C26 C -0.0174(4) 0.6835(9) 0.33982(8) 0.0391(10) Uani 1 1 d . . .
H26A H 0.0997 0.6923 0.3295 0.047 Uiso 1 1 calc R . .
H26B H -0.0581 0.8709 0.3433 0.047 Uiso 1 1 calc R . .
C27 C -0.1354(4) 0.5430(9) 0.31012(8) 0.0394(10) Uani 1 1 d . . .
H27A H -0.0959 0.3546 0.3071 0.047 Uiso 1 1 calc R . .
H27B H -0.2529 0.5368 0.3203 0.047 Uiso 1 1 calc R . .
C28 C -0.1438(5) 0.6765(10) 0.27047(9) 0.0455(11) Uani 1 1 d . . .
H28A H -0.1849 0.8641 0.2734 0.055 Uiso 1 1 calc R . .
H28B H -0.0261 0.6849 0.2605 0.055 Uiso 1 1 calc R . .
C29 C -0.2589(5) 0.5351(10) 0.24091(9) 0.0528(11) Uani 1 1 d . . .
H29A H -0.3754 0.5229 0.2507 0.079 Uiso 1 1 calc R . .
H29B H -0.2146 0.3533 0.2363 0.079 Uiso 1 1 calc R . .
H29C H -0.2615 0.6372 0.2165 0.079 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
C1 0.055(3) 0.060(4) 0.092(3) -0.028(3) 0.014(2) -0.012(3)
O1 0.0573(17) 0.061(3) 0.0787(18) -0.0321(18) 0.0123(14) -0.0137(17)
C2 0.064(3) 0.044(3) 0.0347(19) -0.004(2) -0.0013(18) -0.003(2)
O2 0.0746(18) 0.054(2) 0.0646(16) -0.0227(18) 0.0210(14) -0.0084(18)
C3 0.049(2) 0.024(3) 0.0372(18) -0.0054(17) -0.0038(16) 0.0002(18)
C4 0.054(2) 0.035(3) 0.0340(17) -0.0013(19) -0.0056(16) 0.002(2)
C5 0.054(2) 0.043(3) 0.0344(17) 0.007(2) -0.0012(16) 0.003(2)
C6 0.061(3) 0.050(4) 0.048(2) -0.004(2) -0.0014(19) -0.005(2)
C7 0.073(3) 0.060(4) 0.047(2) -0.008(2) 0.005(2) 0.005(3)
C8 0.066(3) 0.067(4) 0.057(2) -0.001(3) 0.018(2) 0.002(3)
C9 0.069(3) 0.062(4) 0.079(3) -0.015(3) 0.019(2) -0.020(3)
C10 0.064(3) 0.051(3) 0.060(2) -0.014(2) 0.009(2) -0.003(3)
N11 0.0542(17) 0.021(2) 0.0407(14) 0.0036(15) -0.0105(13) -0.0003(16)
C12 0.042(2) 0.045(3) 0.0306(18) 0.001(2) 0.0045(15) -0.003(2)
O12 0.0726(18) 0.018(2) 0.0526(15) 0.0009(14) -0.0086(12) -0.0015(15)
C13 0.0469(19) 0.027(3) 0.0339(16) -0.0031(18) -0.0014(14) -0.004(2)
C14 0.050(2) 0.034(3) 0.0340(17) 0.0029(18) -0.0009(16) -0.002(2)
C15 0.048(2) 0.032(3) 0.0360(17) -0.0014(18) -0.0019(15) 0.000(2)
C16 0.050(2) 0.030(3) 0.0390(18) 0.0023(18) -0.0028(16) -0.005(2)
C17 0.049(2) 0.035(3) 0.0357(17) 0.0009(18) -0.0026(15) -0.003(2)
C18 0.048(2) 0.038(3) 0.0353(18) 0.0027(19) -0.0009(16) -0.001(2)
C19 0.049(2) 0.031(3) 0.0359(17) -0.0015(18) 0.0023(15) 0.000(2)
C20 0.048(2) 0.035(3) 0.0354(17) 0.0017(18) 0.0011(15) 0.000(2)
C21 0.048(2) 0.032(3) 0.0373(17) -0.0016(17) 0.0020(15) -0.001(2)
C22 0.048(2) 0.032(3) 0.0373(18) 0.0029(19) 0.0003(16) -0.001(2)
C23 0.0438(19) 0.031(3) 0.0383(17) -0.0008(17) -0.0001(15) -0.002(2)
C24 0.045(2) 0.032(3) 0.0376(17) -0.0004(18) 0.0022(15) 0.001(2)
C25 0.049(2) 0.029(3) 0.0373(17) -0.0013(18) 0.0015(15) -0.002(2)
C26 0.049(2) 0.033(3) 0.0347(18) 0.0018(18) 0.0021(16) 0.000(2)
C27 0.047(2) 0.034(3) 0.0370(17) 0.0016(18) 0.0002(15) -0.002(2)
C28 0.056(2) 0.042(3) 0.0379(18) 0.005(2) -0.0005(17) 0.002(2)
C29 0.072(3) 0.045(3) 0.0406(19) 0.005(2) -0.0087(18) 0.001(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_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 . . 1.449(4) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
O1 C2 . . 1.352(5) Y
C2 O2 . . 1.186(4) Y
C2 C3 . . 1.501(5) Y
C3 N11 . . 1.448(4) Y
C3 C4 . . 1.543(5) Y
C3 H3 . . 1 ?
C4 C5 . . 1.493(5) Y
C4 H4a . . 0.99 ?
C4 H4b . . 0.99 ?
C5 C10 . . 1.376(6) Y
C5 C6 . . 1.396(6) Y
C6 C7 . . 1.379(5) Y
C6 H6 . . 0.95 ?
C7 C8 . . 1.368(6) Y
C7 H7 . . 0.95 ?
C8 C9 . . 1.389(6) Y
C8 H8 . . 0.95 ?
C9 C10 . . 1.379(6) Y
C9 H9 . . 0.95 ?
C10 H10 . . 0.95 ?
N11 C12 . . 1.356(5) Y
N11 H11 . . 0.88 ?
C12 O12 . . 1.226(5) Y
C12 C13 . . 1.509(5) Y
C13 C14 . . 1.524(5) Y
C13 H13a . . 0.99 ?
C13 H13b . . 0.99 ?
C14 C15 . . 1.522(5) Y
C14 H14a . . 0.99 ?
C14 H14b . . 0.99 ?
C15 C16 . . 1.516(5) Y
C15 H15a . . 0.99 ?
C15 H15b . . 0.99 ?
C16 C17 . . 1.513(5) Y
C16 H16a . . 0.99 ?
C16 H16b . . 0.99 ?
C17 C18 . . 1.526(5) Y
C17 H17a . . 0.99 ?
C17 H17b . . 0.99 ?
C18 C19 . . 1.519(5) Y
C18 H18a . . 0.99 ?
C18 H18b . . 0.99 ?
C19 C20 . . 1.517(5) Y
C19 H19a . . 0.99 ?
C19 H19b . . 0.99 ?
C20 C21 . . 1.524(5) Y
C20 H20a . . 0.99 ?
C20 H20b . . 0.99 ?
C21 C22 . . 1.525(5) Y
C21 H21a . . 0.99 ?
C21 H21b . . 0.99 ?
C22 C23 . . 1.517(5) Y
C22 H22a . . 0.99 ?
C22 H22b . . 0.99 ?
C23 C24 . . 1.523(5) Y
C23 H23a . . 0.99 ?
C23 H23b . . 0.99 ?
C24 C25 . . 1.525(5) Y
C24 H24a . . 0.99 ?
C24 H24b . . 0.99 ?
C25 C26 . . 1.518(4) Y
C25 H25a . . 0.99 ?
C25 H25b . . 0.99 ?
C26 C27 . . 1.519(5) Y
C26 H26a . . 0.99 ?
C26 H26b . . 0.99 ?
C27 C28 . . 1.516(5) Y
C27 H27a . . 0.99 ?
C27 H27b . . 0.99 ?
C28 C29 . . 1.505(5) Y
C28 H28a . . 0.99 ?
C28 H28b . . 0.99 ?
C29 H29a . . 0.98 ?
C29 H29b . . 0.98 ?
C29 H29c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 C1 H1A . . . 109.5 ?
O1 C1 H1B . . . 109.5 ?
H1A C1 H1B . . . 109.5 ?
O1 C1 H1C . . . 109.5 ?
H1A C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
C2 O1 C1 . . . 115.4(3) Y
O2 C2 O1 . . . 122.3(4) Y
O2 C2 C3 . . . 127.2(4) Y
O1 C2 C3 . . . 110.5(3) Y
N11 C3 C2 . . . 110.5(3) Y
N11 C3 C4 . . . 111.8(3) Y
C2 C3 C4 . . . 110.3(3) Y
N11 C3 H3 . . . 108 ?
C2 C3 H3 . . . 108 ?
C4 C3 H3 . . . 108 ?
C5 C4 C3 . . . 112.2(3) Y
C5 C4 H4A . . . 109.2 ?
C3 C4 H4A . . . 109.2 ?
C5 C4 H4B . . . 109.2 ?
C3 C4 H4B . . . 109.2 ?
H4A C4 H4B . . . 107.9 ?
C10 C5 C6 . . . 116.6(4) Y
C10 C5 C4 . . . 122.9(4) Y
C6 C5 C4 . . . 120.4(4) Y
C7 C6 C5 . . . 121.4(4) Y
C7 C6 H6 . . . 119.3 ?
C5 C6 H6 . . . 119.3 ?
C8 C7 C6 . . . 120.8(4) Y
C8 C7 H7 . . . 119.6 ?
C6 C7 H7 . . . 119.6 ?
C7 C8 C9 . . . 118.9(4) Y
C7 C8 H8 . . . 120.5 ?
C9 C8 H8 . . . 120.5 ?
C10 C9 C8 . . . 119.6(5) Y
C10 C9 H9 . . . 120.2 ?
C8 C9 H9 . . . 120.2 ?
C5 C10 C9 . . . 122.6(4) Y
C5 C10 H10 . . . 118.7 ?
C9 C10 H10 . . . 118.7 ?
C12 N11 C3 . . . 120.6(4) Y
C12 N11 H11 . . . 119.7 ?
C3 N11 H11 . . . 119.7 ?
O12 C12 N11 . . . 121.2(4) Y
O12 C12 C13 . . . 123.9(4) Y
N11 C12 C13 . . . 114.9(4) Y
C12 C13 C14 . . . 112.7(3) Y
C12 C13 H13A . . . 109.1 ?
C14 C13 H13A . . . 109.1 ?
C12 C13 H13B . . . 109.1 ?
C14 C13 H13B . . . 109.1 ?
H13A C13 H13B . . . 107.8 ?
C15 C14 C13 . . . 112.4(3) Y
C15 C14 H14A . . . 109.1 ?
C13 C14 H14A . . . 109.1 ?
C15 C14 H14B . . . 109.1 ?
C13 C14 H14B . . . 109.1 ?
H14A C14 H14B . . . 107.9 ?
C16 C15 C14 . . . 113.8(3) Y
C16 C15 H15A . . . 108.8 ?
C14 C15 H15A . . . 108.8 ?
C16 C15 H15B . . . 108.8 ?
C14 C15 H15B . . . 108.8 ?
H15A C15 H15B . . . 107.7 ?
C17 C16 C15 . . . 114.2(3) Y
C17 C16 H16A . . . 108.7 ?
C15 C16 H16A . . . 108.7 ?
C17 C16 H16B . . . 108.7 ?
C15 C16 H16B . . . 108.7 ?
H16A C16 H16B . . . 107.6 ?
C16 C17 C18 . . . 113.8(3) Y
C16 C17 H17A . . . 108.8 ?
C18 C17 H17A . . . 108.8 ?
C16 C17 H17B . . . 108.8 ?
C18 C17 H17B . . . 108.8 ?
H17A C17 H17B . . . 107.7 ?
C19 C18 C17 . . . 113.8(3) Y
C19 C18 H18A . . . 108.8 ?
C17 C18 H18A . . . 108.8 ?
C19 C18 H18B . . . 108.8 ?
C17 C18 H18B . . . 108.8 ?
H18A C18 H18B . . . 107.7 ?
C20 C19 C18 . . . 113.7(3) Y
C20 C19 H19A . . . 108.8 ?
C18 C19 H19A . . . 108.8 ?
C20 C19 H19B . . . 108.8 ?
C18 C19 H19B . . . 108.8 ?
H19A C19 H19B . . . 107.7 ?
C19 C20 C21 . . . 114.0(3) Y
C19 C20 H20A . . . 108.8 ?
C21 C20 H20A . . . 108.8 ?
C19 C20 H20B . . . 108.8 ?
C21 C20 H20B . . . 108.8 ?
H20A C20 H20B . . . 107.6 ?
C20 C21 C22 . . . 113.9(3) Y
C20 C21 H21A . . . 108.8 ?
C22 C21 H21A . . . 108.8 ?
C20 C21 H21B . . . 108.8 ?
C22 C21 H21B . . . 108.8 ?
H21A C21 H21B . . . 107.7 ?
C23 C22 C21 . . . 113.5(3) Y
C23 C22 H22A . . . 108.9 ?
C21 C22 H22A . . . 108.9 ?
C23 C22 H22B . . . 108.9 ?
C21 C22 H22B . . . 108.9 ?
H22A C22 H22B . . . 107.7 ?
C22 C23 C24 . . . 113.8(3) Y
C22 C23 H23A . . . 108.8 ?
C24 C23 H23A . . . 108.8 ?
C22 C23 H23B . . . 108.8 ?
C24 C23 H23B . . . 108.8 ?
H23A C23 H23B . . . 107.7 ?
C23 C24 C25 . . . 113.7(3) Y
C23 C24 H24A . . . 108.8 ?
C25 C24 H24A . . . 108.8 ?
C23 C24 H24B . . . 108.8 ?
C25 C24 H24B . . . 108.8 ?
H24A C24 H24B . . . 107.7 ?
C26 C25 C24 . . . 113.7(3) Y
C26 C25 H25A . . . 108.8 ?
C24 C25 H25A . . . 108.8 ?
C26 C25 H25B . . . 108.8 ?
C24 C25 H25B . . . 108.8 ?
H25A C25 H25B . . . 107.7 ?
C25 C26 C27 . . . 113.8(3) Y
C25 C26 H26A . . . 108.8 ?
C27 C26 H26A . . . 108.8 ?
C25 C26 H26B . . . 108.8 ?
C27 C26 H26B . . . 108.8 ?
H26A C26 H26B . . . 107.7 ?
C28 C27 C26 . . . 114.3(3) Y
C28 C27 H27A . . . 108.7 ?
C26 C27 H27A . . . 108.7 ?
C28 C27 H27B . . . 108.7 ?
C26 C27 H27B . . . 108.7 ?
H27A C27 H27B . . . 107.6 ?
C29 C28 C27 . . . 114.3(4) Y
C29 C28 H28A . . . 108.7 ?
C27 C28 H28A . . . 108.7 ?
C29 C28 H28B . . . 108.7 ?
C27 C28 H28B . . . 108.7 ?
H28A C28 H28B . . . 107.6 ?
C28 C29 H29A . . . 109.5 ?
C28 C29 H29B . . . 109.5 ?
H29A C29 H29B . . . 109.5 ?
C28 C29 H29C . . . 109.5 ?
H29A C29 H29C . . . 109.5 ?
H29B C29 H29C . . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 O1 C2 O2 . . . . -1.5(6) Y
C1 O1 C2 C3 . . . . -179.4(3) Y
O2 C2 C3 N11 . . . . -35.1(6) Y
O1 C2 C3 N11 . . . . 142.7(3) Y
O2 C2 C3 C4 . . . . 89.0(5) Y
O1 C2 C3 C4 . . . . -93.2(4) Y
N11 C3 C4 C5 . . . . -69.2(4) Y
C2 C3 C4 C5 . . . . 167.4(3) Y
C3 C4 C5 C10 . . . . 85.9(5) Y
C3 C4 C5 C6 . . . . -90.5(4) Y
C10 C5 C6 C7 . . . . 0.4(6) Y
C4 C5 C6 C7 . . . . 177.0(4) Y
C5 C6 C7 C8 . . . . -0.9(7) Y
C6 C7 C8 C9 . . . . 2.0(7) Y
C7 C8 C9 C10 . . . . -2.4(7) Y
C6 C5 C10 C9 . . . . -0.9(7) Y
C4 C5 C10 C9 . . . . -177.4(4) Y
C8 C9 C10 C5 . . . . 2.0(7) Y
C2 C3 N11 C12 . . . . -90.0(4) Y
C4 C3 N11 C12 . . . . 146.7(3) Y
C3 N11 C12 O12 . . . . -2.7(5) Y
C3 N11 C12 C13 . . . . 179.0(3) Y
O12 C12 C13 C14 . . . . 36.6(5) Y
N11 C12 C13 C14 . . . . -145.1(3) Y
C12 C13 C14 C15 . . . . -178.8(3) Y
C13 C14 C15 C16 . . . . -177.8(3) Y
C14 C15 C16 C17 . . . . 179.4(3) Y
C15 C16 C17 C18 . . . . -179.1(3) Y
C16 C17 C18 C19 . . . . -179.9(3) Y
C17 C18 C19 C20 . . . . -180.0(3) Y
C18 C19 C20 C21 . . . . -179.7(3) Y
C19 C20 C21 C22 . . . . -179.6(3) Y
C20 C21 C22 C23 . . . . -179.7(3) Y
C21 C22 C23 C24 . . . . 179.9(3) Y
C22 C23 C24 C25 . . . . 179.4(3) Y
C23 C24 C25 C26 . . . . 179.7(3) Y
C24 C25 C26 C27 . . . . 179.6(3) Y
C25 C26 C27 C28 . . . . -179.0(3) Y
C26 C27 C28 C29 . . . . 179.2(3) Y

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
N11 H11 O12 0.88 2.2 3.058(5) 166.1 1_545

_diffrn_measured_fraction_theta_max 0.956
_diffrn_reflns_theta_full        67.84
_diffrn_measured_fraction_theta_full 0.956
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.046

# Attachment 'STyrOCH3.cif'

data_lerux2
_database_code_depnum_ccdc_archive 'CCDC 713908'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H47 N O4'
_chemical_formula_sum            'C28 H47 N O4'
_chemical_formula_weight         461.67
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21
_symmetry_space_group_name_hall  'P 2yb'

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

_cell_length_a                   7.7987(3)
_cell_length_b                   4.9374(2)
_cell_length_c                   34.7570(14)
_cell_angle_alpha                90
_cell_angle_beta                 93.642(2)
_cell_angle_gamma                90
_cell_volume                     1335.63(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150
_cell_measurement_reflns_used    12612
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      67.77

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             508
_exptl_absorpt_coefficient_mu    0.590
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.7920
_exptl_absorpt_correction_T_max  0.9825
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector,
a Helios optics and a Kappa goniometer. The crystal-to-detector distance
was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over three different parts of the reciprocal space
(99 frames total).

Due to geometrical constraints of the instrument and the use of copper
radiation, we obtain consistently a data completeness lower than 100%
in dependence of the crystal system and the orientation of the mounted crystal,
even with appropriate data collection routines. Typical values for data
completeness range from 83-92% for triclinic, 85-97% for monoclinic and 85-98%
for all other crystal systems.

;

_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  'Helios optics'
_diffrn_measurement_device_type  'Bruker Microstar'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 8.3
_diffrn_standards_number         155
_diffrn_standards_interval_time  900
_diffrn_standards_decay_%        1.20
_diffrn_reflns_number            21756
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         1.27
_diffrn_reflns_theta_max         68.02
_reflns_number_total             4472
_reflns_number_gt                4189
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_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^)+(0.0682P)^2^+0.0977P] 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_abs_structure_details 'Flack H D (1983), 1748 Friedel Pairs'
_chemical_absolute_configuration rmad
_refine_ls_abs_structure_Flack   -0.14(18)
_refine_ls_number_reflns         4472
_refine_ls_number_parameters     301
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 1.39645(13) 0.4264(3) 0.86960(3) 0.0506(3) Uani 1 1 d . . .
O2 O 1.38054(14) 0.0502(3) 0.83433(4) 0.0546(4) Uani 1 1 d . . .
O8 O 0.52472(13) 0.0850(3) 0.98267(3) 0.0461(3) Uani 1 1 d . . .
H8A H 0.5232 0.2254 0.9963 0.069 Uiso 1 1 calc R . .
O12 O 0.93412(13) 0.4733(3) 0.82262(3) 0.0386(3) Uani 1 1 d . . .
C1 C 1.5643(2) 0.4778(5) 0.85532(5) 0.0532(5) Uani 1 1 d . . .
H1A H 1.6473 0.3470 0.8667 0.080 Uiso 1 1 calc R . .
H1B H 1.6013 0.6618 0.8624 0.080 Uiso 1 1 calc R . .
H1C H 1.5577 0.4594 0.8272 0.080 Uiso 1 1 calc R . .
C2 C 1.31925(18) 0.2004(4) 0.85639(4) 0.0346(3) Uani 1 1 d . . .
C3 C 1.14296(16) 0.1718(3) 0.87231(4) 0.0299(3) Uani 1 1 d . . .
H3 H 1.1024 0.3565 0.8792 0.036 Uiso 1 1 calc R . .
C4 C 1.15321(16) -0.0027(4) 0.90912(4) 0.0329(3) Uani 1 1 d . . .
H4A H 1.1744 -0.1938 0.9022 0.039 Uiso 1 1 calc R . .
H4B H 1.2506 0.0593 0.9266 0.039 Uiso 1 1 calc R . .
C5 C 0.98884(17) 0.0161(3) 0.92967(4) 0.0313(3) Uani 1 1 d . . .
C6 C 0.96836(19) 0.2122(4) 0.95751(4) 0.0361(4) Uani 1 1 d . . .
H6 H 1.0612 0.3309 0.9644 0.043 Uiso 1 1 calc R . .
C7 C 0.81550(19) 0.2397(4) 0.97558(4) 0.0372(4) Uani 1 1 d . . .
H7 H 0.8043 0.3746 0.9947 0.045 Uiso 1 1 calc R . .
C8 C 0.68029(18) 0.0692(4) 0.96543(4) 0.0359(3) Uani 1 1 d . . .
C9 C 0.6968(2) -0.1295(4) 0.93799(5) 0.0426(4) Uani 1 1 d . . .
H9 H 0.6035 -0.2473 0.9311 0.051 Uiso 1 1 calc R . .
C10 C 0.85132(18) -0.1556(4) 0.92052(4) 0.0381(4) Uani 1 1 d . . .
H10 H 0.8631 -0.2941 0.9019 0.046 Uiso 1 1 calc R . .
N11 N 1.02189(13) 0.0612(3) 0.84308(3) 0.0289(3) Uani 1 1 d . . .
H11 H 1.0104 -0.1155 0.8408 0.035 Uiso 1 1 calc R . .
C12 C 0.92679(17) 0.2263(4) 0.81939(4) 0.0286(3) Uani 1 1 d . . .
C13 C 0.80790(17) 0.0848(4) 0.78981(4) 0.0300(3) Uani 1 1 d . . .
H13A H 0.6940 0.0618 0.8004 0.036 Uiso 1 1 calc R . .
H13B H 0.8541 -0.0979 0.7849 0.036 Uiso 1 1 calc R . .
C14 C 0.78556(17) 0.2375(4) 0.75188(4) 0.0320(3) Uani 1 1 d . . .
H14A H 0.8991 0.2583 0.7410 0.038 Uiso 1 1 calc R . .
H14B H 0.7405 0.4209 0.7568 0.038 Uiso 1 1 calc R . .
C15 C 0.66394(17) 0.0942(4) 0.72260(4) 0.0306(3) Uani 1 1 d . . .
H15A H 0.7061 -0.0924 0.7188 0.037 Uiso 1 1 calc R . .
H15B H 0.5491 0.0813 0.7331 0.037 Uiso 1 1 calc R . .
C16 C 0.64616(18) 0.2362(4) 0.68376(4) 0.0330(3) Uani 1 1 d . . .
H16A H 0.7611 0.2496 0.6733 0.040 Uiso 1 1 calc R . .
H16B H 0.6039 0.4227 0.6876 0.040 Uiso 1 1 calc R . .
C17 C 0.52497(17) 0.0937(4) 0.65426(4) 0.0309(3) Uani 1 1 d . . .
H17A H 0.4095 0.0831 0.6645 0.037 Uiso 1 1 calc R . .
H17B H 0.5661 -0.0939 0.6507 0.037 Uiso 1 1 calc R . .
C18 C 0.51009(17) 0.2344(4) 0.61521(4) 0.0317(3) Uani 1 1 d . . .
H18A H 0.4695 0.4221 0.6188 0.038 Uiso 1 1 calc R . .
H18B H 0.6256 0.2443 0.6050 0.038 Uiso 1 1 calc R . .
C19 C 0.38847(17) 0.0931(4) 0.58567(4) 0.0308(3) Uani 1 1 d . . .
H19A H 0.4288 -0.0948 0.5822 0.037 Uiso 1 1 calc R . .
H19B H 0.2729 0.0838 0.5958 0.037 Uiso 1 1 calc R . .
C20 C 0.37411(17) 0.2333(4) 0.54662(4) 0.0313(3) Uani 1 1 d . . .
H20A H 0.4896 0.2418 0.5364 0.038 Uiso 1 1 calc R . .
H20B H 0.3344 0.4216 0.5501 0.038 Uiso 1 1 calc R . .
C21 C 0.25168(17) 0.0931(4) 0.51707(4) 0.0311(3) Uani 1 1 d . . .
H21A H 0.2913 -0.0952 0.5136 0.037 Uiso 1 1 calc R . .
H21B H 0.1362 0.0848 0.5273 0.037 Uiso 1 1 calc R . .
C22 C 0.23719(18) 0.2327(4) 0.47800(4) 0.0324(3) Uani 1 1 d . . .
H22A H 0.1976 0.4211 0.4815 0.039 Uiso 1 1 calc R . .
H22B H 0.3526 0.2409 0.4677 0.039 Uiso 1 1 calc R . .
C23 C 0.11498(17) 0.0928(4) 0.44858(4) 0.0313(3) Uani 1 1 d . . .
H23A H -0.0005 0.0847 0.4588 0.038 Uiso 1 1 calc R . .
H23B H 0.1545 -0.0957 0.4451 0.038 Uiso 1 1 calc R . .
C24 C 0.10037(17) 0.2321(4) 0.40938(4) 0.0318(3) Uani 1 1 d . . .
H24A H 0.0610 0.4206 0.4128 0.038 Uiso 1 1 calc R . .
H24B H 0.2158 0.2399 0.3991 0.038 Uiso 1 1 calc R . .
C25 C -0.02210(17) 0.0922(4) 0.37998(4) 0.0310(3) Uani 1 1 d . . .
H25A H -0.1375 0.0844 0.3903 0.037 Uiso 1 1 calc R . .
H25B H 0.0173 -0.0964 0.3766 0.037 Uiso 1 1 calc R . .
C26 C -0.03680(18) 0.2308(4) 0.34081(4) 0.0321(3) Uani 1 1 d . . .
H26A H 0.0788 0.2406 0.3307 0.038 Uiso 1 1 calc R . .
H26B H -0.0777 0.4186 0.3442 0.038 Uiso 1 1 calc R . .
C27 C -0.15795(17) 0.0882(4) 0.31122(4) 0.0319(3) Uani 1 1 d . . .
H27A H -0.1178 -0.1003 0.3080 0.038 Uiso 1 1 calc R . .
H27B H -0.2739 0.0801 0.3212 0.038 Uiso 1 1 calc R . .
C28 C -0.17092(19) 0.2256(4) 0.27200(4) 0.0364(4) Uani 1 1 d . . .
H28A H -0.2135 0.4127 0.2751 0.044 Uiso 1 1 calc R . .
H28B H -0.0546 0.2373 0.2623 0.044 Uiso 1 1 calc R . .
C29 C -0.2885(2) 0.0802(5) 0.24233(4) 0.0458(4) Uani 1 1 d . . .
H29A H -0.2458 -0.1040 0.2386 0.069 Uiso 1 1 calc R . .
H29B H -0.2909 0.1787 0.2178 0.069 Uiso 1 1 calc R . .
H29C H -0.4049 0.0720 0.2514 0.069 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 0.0358(5) 0.0564(9) 0.0608(7) -0.0228(6) 0.0136(5) -0.0131(6)
O2 0.0461(6) 0.0525(9) 0.0675(7) -0.0262(7) 0.0217(5) -0.0088(6)
O8 0.0444(6) 0.0484(8) 0.0475(6) -0.0055(6) 0.0178(5) -0.0044(6)
O12 0.0436(6) 0.0245(8) 0.0463(6) -0.0006(5) -0.0087(4) -0.0024(5)
C1 0.0359(8) 0.0605(14) 0.0644(10) -0.0145(10) 0.0131(7) -0.0127(9)
C2 0.0329(7) 0.0348(10) 0.0358(7) -0.0037(7) -0.0004(5) -0.0018(7)
C3 0.0274(6) 0.0281(9) 0.0337(7) -0.0055(6) -0.0009(5) -0.0008(6)
C4 0.0292(6) 0.0338(10) 0.0350(7) -0.0017(6) -0.0038(5) 0.0025(6)
C5 0.0314(7) 0.0323(10) 0.0297(6) 0.0031(6) -0.0019(5) 0.0027(6)
C6 0.0366(7) 0.0377(10) 0.0332(7) -0.0002(7) -0.0032(5) -0.0018(7)
C7 0.0438(8) 0.0379(11) 0.0297(7) -0.0016(6) 0.0018(6) 0.0013(7)
C8 0.0356(7) 0.0391(10) 0.0338(7) 0.0034(7) 0.0075(5) 0.0025(7)
C9 0.0397(8) 0.0420(11) 0.0468(8) -0.0084(8) 0.0073(6) -0.0099(8)
C10 0.0375(7) 0.0376(11) 0.0397(8) -0.0086(7) 0.0057(6) -0.0028(7)
N11 0.0302(5) 0.0219(7) 0.0338(5) -0.0018(5) -0.0040(4) -0.0005(5)
C12 0.0276(7) 0.0293(11) 0.0292(6) 0.0012(6) 0.0043(5) -0.0017(6)
C13 0.0317(6) 0.0269(9) 0.0312(6) 0.0001(6) 0.0003(5) -0.0032(7)
C14 0.0313(7) 0.0317(10) 0.0327(7) 0.0050(7) -0.0009(5) -0.0027(6)
C15 0.0307(6) 0.0282(9) 0.0327(6) -0.0002(6) 0.0000(5) -0.0017(6)
C16 0.0312(7) 0.0335(10) 0.0340(7) 0.0026(7) -0.0001(5) -0.0024(7)
C17 0.0320(7) 0.0297(9) 0.0308(6) 0.0016(6) 0.0005(5) -0.0019(7)
C18 0.0316(7) 0.0315(10) 0.0319(7) 0.0021(6) 0.0008(5) -0.0003(6)
C19 0.0317(7) 0.0291(9) 0.0314(6) 0.0014(6) 0.0015(5) -0.0015(7)
C20 0.0313(7) 0.0307(10) 0.0319(7) 0.0017(6) 0.0013(5) -0.0012(6)
C21 0.0324(7) 0.0296(9) 0.0313(6) 0.0011(6) 0.0020(5) -0.0004(7)
C22 0.0325(7) 0.0322(10) 0.0326(7) 0.0023(7) 0.0019(5) -0.0011(6)
C23 0.0336(7) 0.0285(9) 0.0317(6) 0.0007(6) 0.0022(5) -0.0006(7)
C24 0.0320(7) 0.0302(10) 0.0332(7) 0.0031(7) 0.0008(5) -0.0002(6)
C25 0.0334(7) 0.0292(9) 0.0304(6) -0.0005(6) 0.0028(5) -0.0031(7)
C26 0.0317(7) 0.0314(10) 0.0332(7) 0.0027(7) 0.0019(5) -0.0010(6)
C27 0.0330(7) 0.0307(9) 0.0321(6) 0.0016(7) 0.0029(5) -0.0003(7)
C28 0.0373(7) 0.0365(10) 0.0352(7) 0.0053(7) 0.0006(6) 0.0000(7)
C29 0.0518(9) 0.0494(12) 0.0351(7) 0.0028(8) -0.0050(6) -0.0039(9)

_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_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 . . 1.336(2) Y
O1 C1 . . 1.4519(18) Y
O2 C2 . . 1.189(2) Y
O8 C8 . . 1.3890(16) Y
O8 H8a . . 0.84 ?
O12 C12 . . 1.226(2) Y
C1 H1a . . 0.98 ?
C1 H1b . . 0.98 ?
C1 H1c . . 0.98 ?
C2 C3 . . 1.5208(19) Y
C3 N11 . . 1.4490(16) Y
C3 C4 . . 1.541(2) Y
C3 H3 . . 1 ?
C4 C5 . . 1.5093(18) Y
C4 H4a . . 0.99 ?
C4 H4b . . 0.99 ?
C5 C6 . . 1.385(2) Y
C5 C10 . . 1.388(2) Y
C6 C7 . . 1.389(2) Y
C6 H6 . . 0.95 ?
C7 C8 . . 1.377(2) Y
C7 H7 . . 0.95 ?
C8 C9 . . 1.380(2) Y
C9 C10 . . 1.389(2) Y
C9 H9 . . 0.95 ?
C10 H10 . . 0.95 ?
N11 C12 . . 1.3471(19) Y
N11 H11 . . 0.88 ?
C12 C13 . . 1.5113(19) Y
C13 C14 . . 1.5190(19) Y
C13 H13a . . 0.99 ?
C13 H13b . . 0.99 ?
C14 C15 . . 1.5208(19) Y
C14 H14a . . 0.99 ?
C14 H14b . . 0.99 ?
C15 C16 . . 1.5194(19) Y
C15 H15a . . 0.99 ?
C15 H15b . . 0.99 ?
C16 C17 . . 1.522(2) Y
C16 H16a . . 0.99 ?
C16 H16b . . 0.99 ?
C17 C18 . . 1.5228(19) Y
C17 H17a . . 0.99 ?
C17 H17b . . 0.99 ?
C18 C19 . . 1.5219(19) Y
C18 H18a . . 0.99 ?
C18 H18b . . 0.99 ?
C19 C20 . . 1.5214(19) Y
C19 H19a . . 0.99 ?
C19 H19b . . 0.99 ?
C20 C21 . . 1.5233(19) Y
C20 H20a . . 0.99 ?
C20 H20b . . 0.99 ?
C21 C22 . . 1.521(2) Y
C21 H21a . . 0.99 ?
C21 H21b . . 0.99 ?
C22 C23 . . 1.519(2) Y
C22 H22a . . 0.99 ?
C22 H22b . . 0.99 ?
C23 C24 . . 1.524(2) Y
C23 H23a . . 0.99 ?
C23 H23b . . 0.99 ?
C24 C25 . . 1.520(2) Y
C24 H24a . . 0.99 ?
C24 H24b . . 0.99 ?
C25 C26 . . 1.521(2) Y
C25 H25a . . 0.99 ?
C25 H25b . . 0.99 ?
C26 C27 . . 1.524(2) Y
C26 H26a . . 0.99 ?
C26 H26b . . 0.99 ?
C27 C28 . . 1.520(2) Y
C27 H27a . . 0.99 ?
C27 H27b . . 0.99 ?
C28 C29 . . 1.516(2) Y
C28 H28a . . 0.99 ?
C28 H28b . . 0.99 ?
C29 H29a . . 0.98 ?
C29 H29b . . 0.98 ?
C29 H29c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 O1 C1 . . . 115.16(13) Y
C8 O8 H8A . . . 109.5 ?
O1 C1 H1A . . . 109.5 ?
O1 C1 H1B . . . 109.5 ?
H1A C1 H1B . . . 109.5 ?
O1 C1 H1C . . . 109.5 ?
H1A C1 H1C . . . 109.5 ?
H1B C1 H1C . . . 109.5 ?
O2 C2 O1 . . . 123.52(14) Y
O2 C2 C3 . . . 125.92(15) Y
O1 C2 C3 . . . 110.53(13) Y
N11 C3 C2 . . . 110.11(11) Y
N11 C3 C4 . . . 111.63(12) Y
C2 C3 C4 . . . 110.72(11) Y
N11 C3 H3 . . . 108.1 ?
C2 C3 H3 . . . 108.1 ?
C4 C3 H3 . . . 108.1 ?
C5 C4 C3 . . . 110.96(11) Y
C5 C4 H4A . . . 109.4 ?
C3 C4 H4A . . . 109.4 ?
C5 C4 H4B . . . 109.4 ?
C3 C4 H4B . . . 109.4 ?
H4A C4 H4B . . . 108 ?
C6 C5 C10 . . . 117.72(13) Y
C6 C5 C4 . . . 120.84(13) Y
C10 C5 C4 . . . 121.40(13) Y
C5 C6 C7 . . . 121.63(15) Y
C5 C6 H6 . . . 119.2 ?
C7 C6 H6 . . . 119.2 ?
C8 C7 C6 . . . 119.32(15) Y
C8 C7 H7 . . . 120.3 ?
C6 C7 H7 . . . 120.3 ?
C7 C8 C9 . . . 120.51(13) Y
C7 C8 O8 . . . 122.05(14) Y
C9 C8 O8 . . . 117.42(14) Y
C8 C9 C10 . . . 119.32(15) Y
C8 C9 H9 . . . 120.3 ?
C10 C9 H9 . . . 120.3 ?
C5 C10 C9 . . . 121.48(15) Y
C5 C10 H10 . . . 119.3 ?
C9 C10 H10 . . . 119.3 ?
C12 N11 C3 . . . 120.62(14) Y
C12 N11 H11 . . . 119.7 ?
C3 N11 H11 . . . 119.7 ?
O12 C12 N11 . . . 121.70(13) Y
O12 C12 C13 . . . 123.04(13) Y
N11 C12 C13 . . . 115.24(14) Y
C12 C13 C14 . . . 113.13(13) Y
C12 C13 H13A . . . 109 ?
C14 C13 H13A . . . 109 ?
C12 C13 H13B . . . 109 ?
C14 C13 H13B . . . 109 ?
H13A C13 H13B . . . 107.8 ?
C13 C14 C15 . . . 112.47(13) Y
C13 C14 H14A . . . 109.1 ?
C15 C14 H14A . . . 109.1 ?
C13 C14 H14B . . . 109.1 ?
C15 C14 H14B . . . 109.1 ?
H14A C14 H14B . . . 107.8 ?
C16 C15 C14 . . . 113.44(14) Y
C16 C15 H15A . . . 108.9 ?
C14 C15 H15A . . . 108.9 ?
C16 C15 H15B . . . 108.9 ?
C14 C15 H15B . . . 108.9 ?
H15A C15 H15B . . . 107.7 ?
C15 C16 C17 . . . 113.76(13) Y
C15 C16 H16A . . . 108.8 ?
C17 C16 H16A . . . 108.8 ?
C15 C16 H16B . . . 108.8 ?
C17 C16 H16B . . . 108.8 ?
H16A C16 H16B . . . 107.7 ?
C16 C17 C18 . . . 113.48(14) Y
C16 C17 H17A . . . 108.9 ?
C18 C17 H17A . . . 108.9 ?
C16 C17 H17B . . . 108.9 ?
C18 C17 H17B . . . 108.9 ?
H17A C17 H17B . . . 107.7 ?
C19 C18 C17 . . . 113.66(13) Y
C19 C18 H18A . . . 108.8 ?
C17 C18 H18A . . . 108.8 ?
C19 C18 H18B . . . 108.8 ?
C17 C18 H18B . . . 108.8 ?
H18A C18 H18B . . . 107.7 ?
C20 C19 C18 . . . 113.63(13) Y
C20 C19 H19A . . . 108.8 ?
C18 C19 H19A . . . 108.8 ?
C20 C19 H19B . . . 108.8 ?
C18 C19 H19B . . . 108.8 ?
H19A C19 H19B . . . 107.7 ?
C19 C20 C21 . . . 113.71(13) Y
C19 C20 H20A . . . 108.8 ?
C21 C20 H20A . . . 108.8 ?
C19 C20 H20B . . . 108.8 ?
C21 C20 H20B . . . 108.8 ?
H20A C20 H20B . . . 107.7 ?
C22 C21 C20 . . . 113.82(13) Y
C22 C21 H21A . . . 108.8 ?
C20 C21 H21A . . . 108.8 ?
C22 C21 H21B . . . 108.8 ?
C20 C21 H21B . . . 108.8 ?
H21A C21 H21B . . . 107.7 ?
C23 C22 C21 . . . 113.75(13) Y
C23 C22 H22A . . . 108.8 ?
C21 C22 H22A . . . 108.8 ?
C23 C22 H22B . . . 108.8 ?
C21 C22 H22B . . . 108.8 ?
H22A C22 H22B . . . 107.7 ?
C22 C23 C24 . . . 113.86(14) Y
C22 C23 H23A . . . 108.8 ?
C24 C23 H23A . . . 108.8 ?
C22 C23 H23B . . . 108.8 ?
C24 C23 H23B . . . 108.8 ?
H23A C23 H23B . . . 107.7 ?
C25 C24 C23 . . . 113.84(13) Y
C25 C24 H24A . . . 108.8 ?
C23 C24 H24A . . . 108.8 ?
C25 C24 H24B . . . 108.8 ?
C23 C24 H24B . . . 108.8 ?
H24A C24 H24B . . . 107.7 ?
C24 C25 C26 . . . 113.93(14) Y
C24 C25 H25A . . . 108.8 ?
C26 C25 H25A . . . 108.8 ?
C24 C25 H25B . . . 108.8 ?
C26 C25 H25B . . . 108.8 ?
H25A C25 H25B . . . 107.7 ?
C25 C26 C27 . . . 113.84(14) Y
C25 C26 H26A . . . 108.8 ?
C27 C26 H26A . . . 108.8 ?
C25 C26 H26B . . . 108.8 ?
C27 C26 H26B . . . 108.8 ?
H26A C26 H26B . . . 107.7 ?
C28 C27 C26 . . . 113.70(14) Y
C28 C27 H27A . . . 108.8 ?
C26 C27 H27A . . . 108.8 ?
C28 C27 H27B . . . 108.8 ?
C26 C27 H27B . . . 108.8 ?
H27A C27 H27B . . . 107.7 ?
C29 C28 C27 . . . 113.67(15) Y
C29 C28 H28A . . . 108.8 ?
C27 C28 H28A . . . 108.8 ?
C29 C28 H28B . . . 108.8 ?
C27 C28 H28B . . . 108.8 ?
H28A C28 H28B . . . 107.7 ?
C28 C29 H29A . . . 109.5 ?
C28 C29 H29B . . . 109.5 ?
H29A C29 H29B . . . 109.5 ?
C28 C29 H29C . . . 109.5 ?
H29A C29 H29C . . . 109.5 ?
H29B C29 H29C . . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 O1 C2 O2 . . . . -0.5(2) Y
C1 O1 C2 C3 . . . . -178.38(14) Y
O2 C2 C3 N11 . . . . -35.6(2) Y
O1 C2 C3 N11 . . . . 142.21(13) Y
O2 C2 C3 C4 . . . . 88.28(18) Y
O1 C2 C3 C4 . . . . -93.87(16) Y
N11 C3 C4 C5 . . . . -68.93(15) Y
C2 C3 C4 C5 . . . . 168.02(12) Y
C3 C4 C5 C6 . . . . -90.26(15) Y
C3 C4 C5 C10 . . . . 87.60(18) Y
C10 C5 C6 C7 . . . . -0.6(2) Y
C4 C5 C6 C7 . . . . 177.33(13) Y
C5 C6 C7 C8 . . . . -0.5(2) Y
C6 C7 C8 C9 . . . . 0.9(2) Y
C6 C7 C8 O8 . . . . 179.46(14) Y
C7 C8 C9 C10 . . . . -0.3(3) Y
O8 C8 C9 C10 . . . . -178.87(15) Y
C6 C5 C10 C9 . . . . 1.3(2) Y
C4 C5 C10 C9 . . . . -176.64(15) Y
C8 C9 C10 C5 . . . . -0.9(3) Y
C2 C3 N11 C12 . . . . -91.54(16) Y
C4 C3 N11 C12 . . . . 145.07(12) Y
C3 N11 C12 O12 . . . . -2.9(2) Y
C3 N11 C12 C13 . . . . 178.99(11) Y
O12 C12 C13 C14 . . . . 35.7(2) Y
N11 C12 C13 C14 . . . . -146.24(12) Y
C12 C13 C14 C15 . . . . -179.30(11) Y
C13 C14 C15 C16 . . . . -177.23(12) Y
C14 C15 C16 C17 . . . . 179.86(12) Y
C15 C16 C17 C18 . . . . -179.02(12) Y
C16 C17 C18 C19 . . . . -179.77(12) Y
C17 C18 C19 C20 . . . . -179.81(12) Y
C18 C19 C20 C21 . . . . -179.68(12) Y
C19 C20 C21 C22 . . . . -179.96(12) Y
C20 C21 C22 C23 . . . . -179.97(12) Y
C21 C22 C23 C24 . . . . -179.93(12) Y
C22 C23 C24 C25 . . . . -179.92(12) Y
C23 C24 C25 C26 . . . . -179.96(12) Y
C24 C25 C26 C27 . . . . 179.27(12) Y
C25 C26 C27 C28 . . . . -179.41(12) Y
C26 C27 C28 C29 . . . . 178.76(13) Y

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
O8 H8A O8 0.84 1.97 2.7845(9) 164.8 2_657
N11 H11 O12 0.88 2.2 3.0558(18) 165.1 1_545

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        68.02
_diffrn_measured_fraction_theta_full 0.964
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.039