# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2003

data_global

_journal_coden_Cambridge         182

loop_
_publ_author_name
'Jonathan Clayden'
'Mark Chambers'
'Madeleine Helliwell'
'David W. Watson'

_publ_contact_author_name        'Prof Jonathan Clayden'
_publ_contact_author_address     
;
Departement of Chemistry
University of Manchester
Oxford Road
Manchester
M13 9PL
UNITED KINGDOM
;

_publ_contact_author_email       J.P.CLAYDEN@MAN.AC.UK

_publ_requested_journal          'Chemical Communications'

_publ_section_title              
;
beta-Lactams and gamma-lactams by 4-exo-trig and
5-endo-trig anionic cyclisation of lithiated acrylamide derivatives
;

#5a
data_s1127m
_database_code_CSD               215502
#------------------ SUBMISSION DETAILS --------------------------------------#

_publ_section_exptl_refinement   
;
The structure was solved by direct methods.
The non-hydrogen atoms were refined anisotropically.
H atoms were included in calculated positions.
;

# Insert blank lines between references

_publ_section_references         
;
#
# Put all your general crystallographic references here
# Delete as required from the document CIF
#

Sheldrick, G.M. (1993) SHELXL93. Program for crystal structure
refinement. University of Gottingen, Germany.

Sheldrick, G.M. (1997) SHELXL97. Program for crystal structure
refinement. University of Gottingen, Germany.

Sheldrick, G.M. (1985). SHELXS86. In Crystallographic Computing 3,
edited by G. M. Sheldrick, C. Kruger & R. Goddard, pp. 175-189.
Oxford University Press.

Sheldrick, G.M. (1997) SHELXS97. Program for Crystal Structure solution.
University of Gottingen, Germany.

Wilson, A.J.C. (1992) Ed. International Tables for Crystallography,
Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands.
;
_publ_section_figure_captions    
;
Figure 1. View of (I) (50% probability displacement ellipsoids)
;
_publ_section_acknowledgements   
;
?
;
_publ_section_table_legends      
;
Table 1. Fractional atomic coordinates and equivalent
isotropic displacement parameters (\%A^2^)

Table 2. Selected geometric parameters (\%A ,\% )
;
#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H35 N O2 Si'
_chemical_formula_weight         457.67

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   13.4281(16)
_cell_length_b                   14.7339(18)
_cell_length_c                   13.9497(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.399(2)
_cell_angle_gamma                90.00
_cell_volume                     2586.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3332
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      27.31

_exptl_crystal_description       prismatic
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9660
_exptl_absorpt_correction_T_max  0.9885
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_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 ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15456
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_sigmaI/netI    0.0681
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         28.31
_reflns_number_total             6067
_reflns_number_gt                4551
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
;
Refinement of 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^)+(0.0425P)^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         6067
_refine_ls_number_parameters     304
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0523
_refine_ls_wR_factor_ref         0.1060
_refine_ls_wR_factor_gt          0.0988
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_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 0.54480(14) -0.10715(12) 0.82852(13) 0.0189(4) Uani 1 1 d . . .
C2 C 0.63356(14) -0.08851(12) 0.91415(14) 0.0228(4) Uani 1 1 d . . .
H2 H 0.6247 -0.0657 0.9744 0.027 Uiso 1 1 calc R . .
C3 C 0.73467(15) -0.10285(13) 0.91254(15) 0.0265(4) Uani 1 1 d . . .
H3 H 0.7948 -0.0898 0.9715 0.032 Uiso 1 1 calc R . .
C4 C 0.74882(15) -0.13627(13) 0.82521(15) 0.0269(4) Uani 1 1 d . . .
H4 H 0.8184 -0.1458 0.8240 0.032 Uiso 1 1 calc R . .
C5 C 0.66075(15) -0.15573(13) 0.73970(14) 0.0249(4) Uani 1 1 d . . .
H5 H 0.6696 -0.1793 0.6798 0.030 Uiso 1 1 calc R . .
C6 C 0.55989(15) -0.14075(12) 0.74191(13) 0.0223(4) Uani 1 1 d . . .
H6 H 0.4998 -0.1538 0.6829 0.027 Uiso 1 1 calc R . .
C7 C 0.43402(14) -0.08970(12) 0.82783(13) 0.0194(4) Uani 1 1 d . . .
H7 H 0.3825 -0.1255 0.7712 0.023 Uiso 1 1 calc R . .
C8 C 0.40328(13) 0.01175(12) 0.81280(12) 0.0160(4) Uani 1 1 d . . .
H8 H 0.4467 0.0453 0.8758 0.019 Uiso 1 1 calc R . .
C9 C 0.41249(12) 0.06206(11) 0.71936(12) 0.0147(3) Uani 1 1 d . . .
H9 H 0.4539 0.0243 0.6869 0.018 Uiso 1 1 calc R . .
C10 C 0.29589(12) 0.07229(12) 0.64432(12) 0.0151(3) Uani 1 1 d . . .
H10 H 0.2861 0.1349 0.6148 0.018 Uiso 1 1 calc R . .
C11 C 0.28691(13) 0.02187(12) 0.80067(12) 0.0166(4) Uani 1 1 d . . .
C12 C 0.26729(12) 0.00390(12) 0.55728(12) 0.0160(4) Uani 1 1 d . . .
C13 C 0.27783(13) 0.02962(13) 0.46522(13) 0.0214(4) Uani 1 1 d . . .
H13 H 0.2987 0.0899 0.4570 0.026 Uiso 1 1 calc R . .
C14 C 0.25813(14) -0.03186(14) 0.38546(13) 0.0256(4) Uani 1 1 d . . .
H14 H 0.2651 -0.0135 0.3228 0.031 Uiso 1 1 calc R . .
C15 C 0.22836(14) -0.11990(14) 0.39689(14) 0.0240(4) Uani 1 1 d . . .
H15 H 0.2151 -0.1621 0.3424 0.029 Uiso 1 1 calc R . .
C16 C 0.21799(13) -0.14618(13) 0.48799(14) 0.0216(4) Uani 1 1 d . . .
H16 H 0.1979 -0.2067 0.4962 0.026 Uiso 1 1 calc R . .
C17 C 0.23685(13) -0.08451(12) 0.56748(13) 0.0183(4) Uani 1 1 d . . .
H17 H 0.2288 -0.1030 0.6296 0.022 Uiso 1 1 calc R . .
C18 C 0.46259(13) 0.24372(12) 0.63847(12) 0.0162(4) Uani 1 1 d . . .
C19 C 0.39847(14) 0.32081(13) 0.61219(13) 0.0222(4) Uani 1 1 d . . .
H19 H 0.3584 0.3379 0.6536 0.027 Uiso 1 1 calc R . .
C20 C 0.39134(15) 0.37326(14) 0.52774(14) 0.0266(4) Uani 1 1 d . . .
H20 H 0.3463 0.4250 0.5114 0.032 Uiso 1 1 calc R . .
C21 C 0.44999(15) 0.35006(14) 0.46718(14) 0.0276(4) Uani 1 1 d . . .
H21 H 0.4464 0.3863 0.4097 0.033 Uiso 1 1 calc R . .
C22 C 0.51383(15) 0.27385(14) 0.49080(13) 0.0250(4) Uani 1 1 d . . .
H22 H 0.5541 0.2576 0.4493 0.030 Uiso 1 1 calc R . .
C23 C 0.51951(14) 0.22104(13) 0.57446(13) 0.0206(4) Uani 1 1 d . . .
H23 H 0.5629 0.1683 0.5889 0.025 Uiso 1 1 calc R . .
C24 C 0.62277(14) 0.15861(14) 0.83049(14) 0.0280(4) Uani 1 1 d . . .
H24A H 0.6564 0.2172 0.8552 0.042 Uiso 1 1 calc R . .
H24B H 0.6569 0.1306 0.7861 0.042 Uiso 1 1 calc R . .
H24C H 0.6307 0.1187 0.8889 0.042 Uiso 1 1 calc R . .
C25 C 0.41367(15) 0.23743(13) 0.83607(14) 0.0251(4) Uani 1 1 d . . .
H25A H 0.4256 0.2040 0.8999 0.038 Uiso 1 1 calc R . .
H25B H 0.3372 0.2419 0.7981 0.038 Uiso 1 1 calc R . .
H25C H 0.4439 0.2985 0.8518 0.038 Uiso 1 1 calc R . .
C26 C 0.11806(13) 0.09035(12) 0.68083(13) 0.0175(4) Uani 1 1 d . . .
C27 C 0.08773(14) 0.14881(13) 0.58489(13) 0.0238(4) Uani 1 1 d . . .
H27A H 0.1314 0.2039 0.5991 0.036 Uiso 1 1 calc R . .
H27B H 0.0125 0.1655 0.5642 0.036 Uiso 1 1 calc R . .
H27C H 0.0998 0.1146 0.5297 0.036 Uiso 1 1 calc R . .
C28 C 0.04764(13) 0.00591(13) 0.66008(14) 0.0228(4) Uani 1 1 d . . .
H28A H 0.0576 -0.0292 0.6044 0.034 Uiso 1 1 calc R . .
H28B H -0.0270 0.0242 0.6405 0.034 Uiso 1 1 calc R . .
H28C H 0.0671 -0.0315 0.7220 0.034 Uiso 1 1 calc R . .
C29 C 0.10261(15) 0.14631(14) 0.76694(14) 0.0271(4) Uani 1 1 d . . .
H29A H 0.1184 0.1086 0.8283 0.041 Uiso 1 1 calc R . .
H29B H 0.0289 0.1675 0.7457 0.041 Uiso 1 1 calc R . .
H29C H 0.1506 0.1987 0.7820 0.041 Uiso 1 1 calc R . .
N1 N 0.23279(10) 0.06333(10) 0.71146(10) 0.0149(3) Uani 1 1 d . . .
O1 O 0.24890(9) -0.00626(9) 0.86404(8) 0.0213(3) Uani 1 1 d . . .
O2 O 0.42707(10) -0.11889(9) 0.92286(9) 0.0260(3) Uani 1 1 d . . .
H2A H 0.3702 -0.0998 0.9279 0.039 Uiso 1 1 calc R . .
Si1 Si 0.47894(4) 0.17622(3) 0.75688(4) 0.01637(12) 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
C1 0.0221(9) 0.0115(9) 0.0208(9) 0.0031(7) 0.0047(7) 0.0025(7)
C2 0.0272(10) 0.0174(10) 0.0219(9) -0.0007(8) 0.0060(8) 0.0039(8)
C3 0.0262(10) 0.0194(11) 0.0276(10) 0.0028(8) 0.0015(8) 0.0018(8)
C4 0.0239(10) 0.0207(11) 0.0376(11) 0.0090(9) 0.0124(9) 0.0065(8)
C5 0.0325(11) 0.0224(11) 0.0226(10) 0.0044(8) 0.0132(8) 0.0053(8)
C6 0.0290(10) 0.0178(10) 0.0175(9) 0.0013(7) 0.0048(8) 0.0002(8)
C7 0.0227(9) 0.0158(10) 0.0183(9) 0.0004(7) 0.0053(7) -0.0010(7)
C8 0.0168(8) 0.0145(9) 0.0156(8) -0.0011(7) 0.0044(7) -0.0010(7)
C9 0.0146(8) 0.0131(9) 0.0172(8) 0.0005(7) 0.0066(7) 0.0013(7)
C10 0.0160(8) 0.0127(9) 0.0177(8) 0.0021(7) 0.0074(7) -0.0003(7)
C11 0.0192(9) 0.0122(9) 0.0181(8) -0.0047(7) 0.0061(7) -0.0020(7)
C12 0.0121(8) 0.0169(9) 0.0187(8) -0.0005(7) 0.0051(7) 0.0015(7)
C13 0.0232(10) 0.0204(10) 0.0222(9) -0.0003(8) 0.0099(8) -0.0012(8)
C14 0.0287(10) 0.0307(12) 0.0205(9) -0.0026(8) 0.0124(8) 0.0015(9)
C15 0.0201(9) 0.0266(11) 0.0252(10) -0.0111(8) 0.0079(8) 0.0017(8)
C16 0.0166(9) 0.0172(10) 0.0302(10) -0.0045(8) 0.0071(8) 0.0002(7)
C17 0.0159(9) 0.0195(10) 0.0191(8) 0.0012(7) 0.0057(7) 0.0023(7)
C18 0.0139(8) 0.0161(9) 0.0176(8) -0.0015(7) 0.0043(7) -0.0047(7)
C19 0.0222(9) 0.0223(10) 0.0247(9) -0.0001(8) 0.0114(8) 0.0011(8)
C20 0.0286(10) 0.0236(11) 0.0264(10) 0.0061(8) 0.0079(8) 0.0057(8)
C21 0.0320(11) 0.0306(12) 0.0189(9) 0.0038(8) 0.0070(8) -0.0066(9)
C22 0.0257(10) 0.0322(12) 0.0206(9) -0.0073(8) 0.0125(8) -0.0072(9)
C23 0.0175(9) 0.0203(10) 0.0237(9) -0.0044(8) 0.0066(7) -0.0020(7)
C24 0.0208(10) 0.0292(12) 0.0291(10) 0.0043(9) 0.0026(8) -0.0050(8)
C25 0.0352(11) 0.0185(10) 0.0241(9) -0.0034(8) 0.0135(9) -0.0037(8)
C26 0.0141(8) 0.0177(9) 0.0206(9) -0.0016(7) 0.0060(7) 0.0014(7)
C27 0.0184(9) 0.0227(11) 0.0288(10) 0.0034(8) 0.0065(8) 0.0050(8)
C28 0.0172(9) 0.0212(10) 0.0296(10) -0.0004(8) 0.0075(8) 0.0001(8)
C29 0.0233(10) 0.0286(11) 0.0313(10) -0.0056(9) 0.0119(8) 0.0043(8)
N1 0.0146(7) 0.0153(8) 0.0155(7) -0.0021(6) 0.0060(6) 0.0003(6)
O1 0.0237(7) 0.0245(7) 0.0182(6) 0.0010(5) 0.0103(5) -0.0031(5)
O2 0.0313(8) 0.0239(8) 0.0254(7) 0.0089(6) 0.0133(6) 0.0037(6)
Si1 0.0161(2) 0.0149(3) 0.0179(2) 0.0000(2) 0.00563(19) -0.0019(2)

_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
C1 C6 1.384(2) . ?
C1 C2 1.389(2) . ?
C1 C7 1.506(2) . ?
C2 C3 1.382(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 O2 1.4273(19) . ?
C7 C8 1.545(2) . ?
C7 H7 1.0000 . ?
C8 C11 1.519(2) . ?
C8 C9 1.541(2) . ?
C8 H8 1.0000 . ?
C9 C10 1.558(2) . ?
C9 Si1 1.8905(18) . ?
C9 H9 1.0000 . ?
C10 N1 1.4717(19) . ?
C10 C12 1.521(2) . ?
C10 H10 1.0000 . ?
C11 O1 1.2362(19) . ?
C11 N1 1.349(2) . ?
C12 C17 1.387(2) . ?
C12 C13 1.393(2) . ?
C13 C14 1.387(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.381(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(2) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.395(2) . ?
C18 C23 1.403(2) . ?
C18 Si1 1.8742(17) . ?
C19 C20 1.384(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.384(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.381(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.382(2) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 Si1 1.8626(18) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 Si1 1.8645(18) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 N1 1.502(2) . ?
C26 C27 1.523(2) . ?
C26 C28 1.528(2) . ?
C26 C29 1.530(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
O2 H2A 0.8400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 118.58(17) . . ?
C6 C1 C7 120.01(16) . . ?
C2 C1 C7 121.40(16) . . ?
C3 C2 C1 120.59(17) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.31(18) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.50(18) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C6 C5 C4 119.76(17) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 121.25(17) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
O2 C7 C1 109.08(14) . . ?
O2 C7 C8 108.46(13) . . ?
C1 C7 C8 112.48(14) . . ?
O2 C7 H7 108.9 . . ?
C1 C7 H7 108.9 . . ?
C8 C7 H7 108.9 . . ?
C11 C8 C9 103.96(13) . . ?
C11 C8 C7 109.01(14) . . ?
C9 C8 C7 118.92(14) . . ?
C11 C8 H8 108.2 . . ?
C9 C8 H8 108.2 . . ?
C7 C8 H8 108.2 . . ?
C8 C9 C10 104.87(12) . . ?
C8 C9 Si1 111.28(11) . . ?
C10 C9 Si1 111.51(11) . . ?
C8 C9 H9 109.7 . . ?
C10 C9 H9 109.7 . . ?
Si1 C9 H9 109.7 . . ?
N1 C10 C12 114.05(13) . . ?
N1 C10 C9 103.32(12) . . ?
C12 C10 C9 112.79(13) . . ?
N1 C10 H10 108.8 . . ?
C12 C10 H10 108.8 . . ?
C9 C10 H10 108.8 . . ?
O1 C11 N1 125.99(15) . . ?
O1 C11 C8 123.53(15) . . ?
N1 C11 C8 110.47(14) . . ?
C17 C12 C13 118.58(16) . . ?
C17 C12 C10 122.81(15) . . ?
C13 C12 C10 118.52(16) . . ?
C14 C13 C12 120.65(17) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C13 120.14(17) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 119.67(17) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 120.20(18) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 120.75(16) . . ?
C16 C17 H17 119.6 . . ?
C12 C17 H17 119.6 . . ?
C19 C18 C23 116.74(16) . . ?
C19 C18 Si1 122.39(13) . . ?
C23 C18 Si1 120.80(14) . . ?
C20 C19 C18 122.11(16) . . ?
C20 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C21 C20 C19 119.77(18) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C22 C21 C20 119.55(18) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 120.40(17) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C18 121.41(17) . . ?
C22 C23 H23 119.3 . . ?
C18 C23 H23 119.3 . . ?
Si1 C24 H24A 109.5 . . ?
Si1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
Si1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Si1 C25 H25A 109.5 . . ?
Si1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
Si1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 C27 109.49(13) . . ?
N1 C26 C28 110.11(14) . . ?
C27 C26 C28 109.62(14) . . ?
N1 C26 C29 109.03(14) . . ?
C27 C26 C29 108.50(15) . . ?
C28 C26 C29 110.08(14) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C11 N1 C10 112.53(13) . . ?
C11 N1 C26 123.50(13) . . ?
C10 N1 C26 123.79(13) . . ?
C7 O2 H2A 109.5 . . ?
C24 Si1 C25 110.61(9) . . ?
C24 Si1 C18 109.89(8) . . ?
C25 Si1 C18 109.31(8) . . ?
C24 Si1 C9 109.10(8) . . ?
C25 Si1 C9 108.69(8) . . ?
C18 Si1 C9 109.22(7) . . ?

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 C2 C3 0.3(3) . . . . ?
C7 C1 C2 C3 -178.39(17) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 0.7(3) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
C7 C1 C6 C5 178.71(17) . . . . ?
C6 C1 C7 O2 138.84(17) . . . . ?
C2 C1 C7 O2 -42.5(2) . . . . ?
C6 C1 C7 C8 -100.77(19) . . . . ?
C2 C1 C7 C8 77.9(2) . . . . ?
O2 C7 C8 C11 -65.78(17) . . . . ?
C1 C7 C8 C11 173.48(13) . . . . ?
O2 C7 C8 C9 175.42(13) . . . . ?
C1 C7 C8 C9 54.7(2) . . . . ?
C11 C8 C9 C10 -16.37(16) . . . . ?
C7 C8 C9 C10 105.00(16) . . . . ?
C11 C8 C9 Si1 104.33(13) . . . . ?
C7 C8 C9 Si1 -134.29(13) . . . . ?
C8 C9 C10 N1 21.66(16) . . . . ?
Si1 C9 C10 N1 -98.90(13) . . . . ?
C8 C9 C10 C12 -101.97(15) . . . . ?
Si1 C9 C10 C12 137.48(12) . . . . ?
C9 C8 C11 O1 -176.51(16) . . . . ?
C7 C8 C11 O1 55.7(2) . . . . ?
C9 C8 C11 N1 4.81(18) . . . . ?
C7 C8 C11 N1 -122.96(15) . . . . ?
N1 C10 C12 C17 -35.4(2) . . . . ?
C9 C10 C12 C17 82.08(19) . . . . ?
N1 C10 C12 C13 148.32(15) . . . . ?
C9 C10 C12 C13 -94.22(18) . . . . ?
C17 C12 C13 C14 0.1(3) . . . . ?
C10 C12 C13 C14 176.57(15) . . . . ?
C12 C13 C14 C15 -0.4(3) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C14 C15 C16 C17 0.3(3) . . . . ?
C15 C16 C17 C12 -0.6(3) . . . . ?
C13 C12 C17 C16 0.4(2) . . . . ?
C10 C12 C17 C16 -175.88(15) . . . . ?
C23 C18 C19 C20 -0.5(3) . . . . ?
Si1 C18 C19 C20 176.32(14) . . . . ?
C18 C19 C20 C21 -0.7(3) . . . . ?
C19 C20 C21 C22 1.0(3) . . . . ?
C20 C21 C22 C23 -0.2(3) . . . . ?
C21 C22 C23 C18 -1.1(3) . . . . ?
C19 C18 C23 C22 1.4(3) . . . . ?
Si1 C18 C23 C22 -175.50(14) . . . . ?
O1 C11 N1 C10 -168.66(16) . . . . ?
C8 C11 N1 C10 9.98(19) . . . . ?
O1 C11 N1 C26 6.7(3) . . . . ?
C8 C11 N1 C26 -174.70(14) . . . . ?
C12 C10 N1 C11 102.69(16) . . . . ?
C9 C10 N1 C11 -20.10(18) . . . . ?
C12 C10 N1 C26 -72.6(2) . . . . ?
C9 C10 N1 C26 164.59(14) . . . . ?
C27 C26 N1 C11 170.75(15) . . . . ?
C28 C26 N1 C11 -68.7(2) . . . . ?
C29 C26 N1 C11 52.2(2) . . . . ?
C27 C26 N1 C10 -14.5(2) . . . . ?
C28 C26 N1 C10 106.13(17) . . . . ?
C29 C26 N1 C10 -133.01(16) . . . . ?
C19 C18 Si1 C24 -129.27(15) . . . . ?
C23 C18 Si1 C24 47.41(16) . . . . ?
C19 C18 Si1 C25 -7.71(17) . . . . ?
C23 C18 Si1 C25 168.97(14) . . . . ?
C19 C18 Si1 C9 111.08(15) . . . . ?
C23 C18 Si1 C9 -72.24(15) . . . . ?
C8 C9 Si1 C24 71.56(13) . . . . ?
C10 C9 Si1 C24 -171.73(11) . . . . ?
C8 C9 Si1 C25 -49.13(13) . . . . ?
C10 C9 Si1 C25 67.59(13) . . . . ?
C8 C9 Si1 C18 -168.31(11) . . . . ?
C10 C9 Si1 C18 -51.59(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.942
_diffrn_reflns_theta_full        28.31
_diffrn_measured_fraction_theta_full 0.942
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.051

#6a
data_s1060
_database_code_CSD               215503

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;

_publ_section_exptl_refinement   
;
The crystal was very weakly diffracting.
The structure was solved by direct methods.
H atoms were included in calculated positions.
The non-H atoms were refined anisotropically.

;

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H31 N O S'
_chemical_formula_weight         369.55

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '

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

_cell_length_a                   19.525(3)
_cell_length_b                   8.3728(12)
_cell_length_c                   13.769(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.682(3)
_cell_angle_gamma                90.00
_cell_volume                     2250.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    757
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      16.44

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800
_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13429
_diffrn_reflns_av_R_equivalents  0.1785
_diffrn_reflns_av_sigmaI/netI    0.2883
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         28.27
_reflns_number_total             5234
_reflns_number_gt                1212
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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^)+(0.0448P)^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         5234
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2434
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_ref         0.1833
_refine_ls_wR_factor_gt          0.1448
_refine_ls_goodness_of_fit_ref   0.679
_refine_ls_restrained_S_all      0.679
_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
S1 S 0.15015(6) 0.47841(14) 0.34583(9) 0.0800(5) Uani 1 1 d . . .
O1 O 0.26932(16) 0.8085(4) 0.5878(2) 0.0924(10) Uani 1 1 d . . .
N1 N 0.29888(15) 0.7392(4) 0.4322(3) 0.0564(9) Uani 1 1 d . . .
C1 C 0.23378(17) 0.5001(4) 0.4134(3) 0.0530(10) Uani 1 1 d . . .
H1 H 0.2536 0.3931 0.4203 0.064 Uiso 1 1 calc R . .
C2 C 0.28852(18) 0.6076(4) 0.3647(3) 0.0527(10) Uani 1 1 d . . .
H2 H 0.2699 0.6494 0.3034 0.063 Uiso 1 1 calc R . .
C3 C 0.2674(2) 0.7174(5) 0.5177(4) 0.0665(12) Uani 1 1 d . . .
C4 C 0.2254(2) 0.5687(5) 0.5158(3) 0.0680(12) Uani 1 1 d . . .
H4 H 0.1772 0.5979 0.5244 0.082 Uiso 1 1 calc R . .
C5 C 0.35251(19) 0.5107(5) 0.3441(3) 0.0579(11) Uani 1 1 d . . .
C6 C 0.3635(2) 0.4508(5) 0.2532(4) 0.0860(15) Uani 1 1 d . . .
H6 H 0.3340 0.4771 0.2021 0.103 Uiso 1 1 calc R . .
C7 C 0.4190(4) 0.3504(7) 0.2374(5) 0.119(2) Uani 1 1 d . . .
H7 H 0.4256 0.3094 0.1755 0.143 Uiso 1 1 calc R . .
C8 C 0.4630(3) 0.3109(8) 0.3080(7) 0.125(3) Uani 1 1 d . . .
H8 H 0.4994 0.2422 0.2963 0.150 Uiso 1 1 calc R . .
C9 C 0.4531(3) 0.3741(7) 0.3982(6) 0.114(2) Uani 1 1 d . . .
H9 H 0.4837 0.3492 0.4481 0.137 Uiso 1 1 calc R . .
C10 C 0.3988(2) 0.4736(5) 0.4166(4) 0.0822(14) Uani 1 1 d . . .
H10 H 0.3934 0.5161 0.4784 0.099 Uiso 1 1 calc R . .
C11 C 0.3353(2) 0.8899(5) 0.4087(3) 0.0668(12) Uani 1 1 d . . .
C12 C 0.3629(2) 0.8800(5) 0.3048(4) 0.1019(16) Uani 1 1 d . . .
H12A H 0.3952 0.7939 0.3007 0.153 Uiso 1 1 calc R . .
H12B H 0.3851 0.9786 0.2887 0.153 Uiso 1 1 calc R . .
H12C H 0.3256 0.8613 0.2602 0.153 Uiso 1 1 calc R . .
C13 C 0.3972(2) 0.9110(5) 0.4768(4) 0.1109(18) Uani 1 1 d . . .
H13A H 0.3817 0.9242 0.5422 0.166 Uiso 1 1 calc R . .
H13B H 0.4226 1.0037 0.4578 0.166 Uiso 1 1 calc R . .
H13C H 0.4260 0.8184 0.4732 0.166 Uiso 1 1 calc R . .
C14 C 0.2871(2) 1.0275(5) 0.4131(4) 0.118(2) Uani 1 1 d . . .
H14A H 0.2446 0.9990 0.3820 0.177 Uiso 1 1 calc R . .
H14B H 0.3067 1.1176 0.3805 0.177 Uiso 1 1 calc R . .
H14C H 0.2789 1.0544 0.4798 0.177 Uiso 1 1 calc R . .
C15 C 0.2464(3) 0.4533(6) 0.5966(4) 0.123(2) Uani 1 1 d . . .
H15A H 0.2925 0.4180 0.5865 0.185 Uiso 1 1 calc R . .
H15B H 0.2162 0.3629 0.5960 0.185 Uiso 1 1 calc R . .
H15C H 0.2436 0.5066 0.6582 0.185 Uiso 1 1 calc R . .
C16 C 0.1659(2) 0.3835(5) 0.2263(3) 0.0937(15) Uani 1 1 d . . .
H16A H 0.1230 0.3558 0.1962 0.140 Uiso 1 1 calc R . .
H16B H 0.1929 0.2888 0.2355 0.140 Uiso 1 1 calc R . .
H16C H 0.1900 0.4568 0.1855 0.140 Uiso 1 1 calc R . .
C17 C 0.0951(2) 0.3441(5) 0.4207(3) 0.0967(16) Uani 1 1 d . . .
H17A H 0.0810 0.3997 0.4780 0.145 Uiso 1 1 calc R . .
H17B H 0.1207 0.2507 0.4389 0.145 Uiso 1 1 calc R . .
H17C H 0.0554 0.3131 0.3834 0.145 Uiso 1 1 calc R . .
C18 C 0.10795(19) 0.6752(5) 0.3297(4) 0.0601(11) Uani 1 1 d . . .
C19 C 0.1198(2) 0.7718(6) 0.2489(4) 0.0845(14) Uani 1 1 d . . .
H19 H 0.1516 0.7388 0.2034 0.101 Uiso 1 1 calc R . .
C20 C 0.0859(3) 0.9142(7) 0.2345(4) 0.1029(18) Uani 1 1 d . . .
H20 H 0.0944 0.9739 0.1790 0.124 Uiso 1 1 calc R . .
C21 C 0.0400(3) 0.9688(7) 0.3007(6) 0.109(2) Uani 1 1 d . . .
H21 H 0.0185 1.0669 0.2916 0.131 Uiso 1 1 calc R . .
C22 C 0.0263(3) 0.8798(8) 0.3787(5) 0.1026(19) Uani 1 1 d . . .
H22 H -0.0060 0.9146 0.4230 0.123 Uiso 1 1 calc R . .
C23 C 0.0604(2) 0.7345(6) 0.3942(3) 0.0875(15) Uani 1 1 d . . .
H23 H 0.0508 0.6759 0.4498 0.105 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
S1 0.0643(7) 0.0815(9) 0.0943(10) -0.0166(8) 0.0049(6) -0.0085(7)
O1 0.108(3) 0.097(2) 0.072(2) -0.017(2) 0.0112(18) -0.020(2)
N1 0.055(2) 0.054(2) 0.061(2) 0.005(2) -0.0005(18) -0.0011(18)
C1 0.044(2) 0.052(2) 0.063(3) 0.001(2) 0.0005(19) 0.001(2)
C2 0.051(3) 0.049(2) 0.058(3) 0.005(2) -0.002(2) 0.001(2)
C3 0.074(3) 0.065(3) 0.061(3) -0.002(3) -0.005(3) -0.006(3)
C4 0.066(3) 0.078(3) 0.061(3) 0.008(3) -0.001(2) -0.014(2)
C5 0.042(2) 0.058(3) 0.074(3) 0.013(3) 0.003(2) 0.004(2)
C6 0.071(3) 0.100(4) 0.088(4) 0.006(3) 0.028(3) 0.019(3)
C7 0.111(5) 0.106(5) 0.142(6) 0.001(4) 0.063(4) 0.026(4)
C8 0.063(4) 0.097(5) 0.214(9) 0.018(6) 0.032(5) 0.024(3)
C9 0.064(4) 0.092(4) 0.186(7) 0.023(5) -0.027(4) 0.016(3)
C10 0.060(3) 0.074(3) 0.112(4) 0.002(3) -0.015(3) 0.016(3)
C11 0.063(3) 0.056(3) 0.081(4) 0.012(3) 0.002(3) -0.007(3)
C12 0.106(4) 0.092(4) 0.108(4) 0.024(3) 0.019(3) -0.035(3)
C13 0.100(4) 0.104(4) 0.128(5) 0.015(3) -0.030(3) -0.052(3)
C14 0.104(4) 0.060(3) 0.191(6) 0.026(3) 0.034(4) 0.020(3)
C15 0.173(5) 0.114(4) 0.082(4) 0.034(3) -0.021(3) -0.051(4)
C16 0.079(3) 0.104(4) 0.097(4) -0.061(3) 0.009(3) 0.003(3)
C17 0.082(3) 0.081(3) 0.128(4) 0.001(3) 0.018(3) -0.040(3)
C18 0.040(3) 0.061(3) 0.080(3) -0.020(3) -0.002(2) 0.001(2)
C19 0.060(3) 0.093(4) 0.101(4) 0.001(3) 0.004(3) 0.002(3)
C20 0.088(4) 0.096(5) 0.124(5) 0.020(4) -0.018(4) 0.015(4)
C21 0.083(4) 0.095(5) 0.149(6) -0.019(5) -0.031(4) 0.020(4)
C22 0.074(4) 0.117(5) 0.116(5) -0.046(4) -0.005(4) 0.034(4)
C23 0.073(3) 0.106(4) 0.084(4) -0.021(3) 0.002(3) 0.009(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
S1 C18 1.855(4) . ?
S1 C16 1.856(4) . ?
S1 C17 1.873(4) . ?
S1 C1 1.878(4) . ?
O1 C3 1.231(4) . ?
N1 C3 1.346(5) . ?
N1 C2 1.454(4) . ?
N1 C11 1.487(5) . ?
C1 C4 1.533(5) . ?
C1 C2 1.555(4) . ?
C2 C5 1.519(5) . ?
C3 C4 1.491(5) . ?
C4 C15 1.526(5) . ?
C5 C6 1.368(5) . ?
C5 C10 1.374(5) . ?
C6 C7 1.391(6) . ?
C7 C8 1.331(8) . ?
C8 C9 1.364(7) . ?
C9 C10 1.375(6) . ?
C11 C14 1.489(5) . ?
C11 C13 1.531(5) . ?
C11 C12 1.536(5) . ?
C18 C23 1.385(5) . ?
C18 C19 1.396(5) . ?
C19 C20 1.377(6) . ?
C20 C21 1.364(7) . ?
C21 C22 1.338(7) . ?
C22 C23 1.402(6) . ?

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
C18 S1 C16 110.6(2) . . ?
C18 S1 C17 110.0(2) . . ?
C16 S1 C17 109.5(2) . . ?
C18 S1 C1 110.83(17) . . ?
C16 S1 C1 109.15(18) . . ?
C17 S1 C1 106.66(19) . . ?
C3 N1 C2 113.2(3) . . ?
C3 N1 C11 122.0(4) . . ?
C2 N1 C11 124.5(3) . . ?
C4 C1 C2 105.2(3) . . ?
C4 C1 S1 112.9(2) . . ?
C2 C1 S1 116.1(3) . . ?
N1 C2 C5 114.6(3) . . ?
N1 C2 C1 104.7(3) . . ?
C5 C2 C1 110.0(3) . . ?
O1 C3 N1 126.3(4) . . ?
O1 C3 C4 122.9(5) . . ?
N1 C3 C4 110.8(4) . . ?
C3 C4 C15 111.8(4) . . ?
C3 C4 C1 105.3(4) . . ?
C15 C4 C1 113.8(4) . . ?
C6 C5 C10 118.2(4) . . ?
C6 C5 C2 120.3(4) . . ?
C10 C5 C2 121.4(4) . . ?
C5 C6 C7 119.7(5) . . ?
C8 C7 C6 122.2(6) . . ?
C7 C8 C9 118.1(6) . . ?
C8 C9 C10 121.3(6) . . ?
C9 C10 C5 120.4(5) . . ?
N1 C11 C14 110.0(3) . . ?
N1 C11 C13 109.9(3) . . ?
C14 C11 C13 112.3(4) . . ?
N1 C11 C12 109.4(4) . . ?
C14 C11 C12 108.0(4) . . ?
C13 C11 C12 107.1(4) . . ?
C23 C18 C19 115.0(4) . . ?
C23 C18 S1 122.8(4) . . ?
C19 C18 S1 122.2(4) . . ?
C20 C19 C18 122.1(5) . . ?
C21 C20 C19 120.8(6) . . ?
C22 C21 C20 119.3(6) . . ?
C21 C22 C23 120.4(6) . . ?
C18 C23 C22 122.3(5) . . ?

_diffrn_measured_fraction_theta_max 0.937
_diffrn_reflns_theta_full        28.27
_diffrn_measured_fraction_theta_full 0.937
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.049

#11

data_s1173ma
_database_code_CSD               215504

_publ_section_exptl_refinement   
;
The structure was solved by direct methods.
The non-hydrogen atoms were refined anisotropically.
H atoms were included in calculated positions.
;

# Insert blank lines between references

_publ_section_references         
;
#
# Put all your general crystallographic references here
# Delete as required from the document CIF
#

Sheldrick, G.M. (1993) SHELXL93. Program for crystal structure
refinement. University of Gottingen, Germany.

Sheldrick, G.M. (1997) SHELXL97. Program for crystal structure
refinement. University of Gottingen, Germany.

Sheldrick, G.M. (1985). SHELXS86. In Crystallographic Computing 3,
edited by G. M. Sheldrick, C. Kruger & R. Goddard, pp. 175-189.
Oxford University Press.

Sheldrick, G.M. (1997) SHELXS97. Program for Crystal Structure solution.
University of Gottingen, Germany.

Wilson, A.J.C. (1992) Ed. International Tables for Crystallography,
Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands.
;
_publ_section_figure_captions    
;
Figure 1. View of (I) (50% probability displacement ellipsoids)
;
_publ_section_acknowledgements   
;
?
;
_publ_section_table_legends      
;
Table 1. Fractional atomic coordinates and equivalent
isotropic displacement parameters (\%A^2^)

Table 2. Selected geometric parameters (\%A ,\% )
;
#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H34 N2 O2'
_chemical_formula_weight         406.55

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                   9.5352(9)
_cell_length_b                   10.0905(9)
_cell_length_c                   12.3707(12)
_cell_angle_alpha                84.715(2)
_cell_angle_beta                 80.481(2)
_cell_angle_gamma                88.086(2)
_cell_volume                     1168.67(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3094
_cell_measurement_theta_min      2.5135
_cell_measurement_theta_max      26.3815

_exptl_crystal_description       rectangular
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9715
_exptl_absorpt_correction_T_max  0.9821
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_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 ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6563
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         26.40
_reflns_number_total             4654
_reflns_number_gt                3825
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
;
Refinement of 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^)+(0.0829P)^2^+0.0200P] 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         4654
_refine_ls_number_parameters     277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1351
_refine_ls_wR_factor_gt          0.1290
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_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
C1 C -0.08926(13) 0.14860(13) 0.72743(11) 0.0193(3) Uani 1 1 d . . .
C2 C -0.09073(14) 0.21015(13) 0.82387(12) 0.0221(3) Uani 1 1 d . . .
H2 H -0.0879 0.1574 0.8912 0.026 Uiso 1 1 calc R . .
C3 C -0.09628(15) 0.34849(14) 0.82254(14) 0.0285(3) Uani 1 1 d . . .
H3 H -0.0975 0.3896 0.8887 0.034 Uiso 1 1 calc R . .
C4 C -0.10003(15) 0.42572(15) 0.72478(14) 0.0328(4) Uani 1 1 d . . .
H4 H -0.1035 0.5200 0.7237 0.039 Uiso 1 1 calc R . .
C5 C -0.09871(15) 0.36585(15) 0.62855(14) 0.0334(4) Uani 1 1 d . . .
H5 H -0.1007 0.4193 0.5614 0.040 Uiso 1 1 calc R . .
C6 C -0.09445(14) 0.22808(15) 0.62943(12) 0.0257(3) Uani 1 1 d . . .
H6 H -0.0951 0.1877 0.5631 0.031 Uiso 1 1 calc R . .
C7 C -0.07645(13) 0.00016(13) 0.72347(10) 0.0180(3) Uani 1 1 d . . .
H7 H -0.1295 -0.0312 0.6676 0.022 Uiso 1 1 calc R . .
C8 C 0.07698(14) -0.06382(12) 0.71486(11) 0.0190(3) Uani 1 1 d . . .
H8 H 0.0948 -0.1256 0.6551 0.023 Uiso 1 1 calc R . .
C9 C 0.02238(14) -0.13902(12) 0.82590(11) 0.0194(3) Uani 1 1 d . . .
C10 C -0.24421(13) -0.11737(13) 0.90230(10) 0.0191(3) Uani 1 1 d . . .
C11 C -0.27728(16) -0.26105(14) 0.88671(12) 0.0274(3) Uani 1 1 d . . .
H11A H -0.2884 -0.2677 0.8101 0.041 Uiso 1 1 calc R . .
H11B H -0.3656 -0.2875 0.9354 0.041 Uiso 1 1 calc R . .
H11C H -0.1991 -0.3200 0.9047 0.041 Uiso 1 1 calc R . .
C12 C -0.22780(15) -0.10572(15) 1.02179(11) 0.0252(3) Uani 1 1 d . . .
H12A H -0.1511 -0.1659 1.0410 0.038 Uiso 1 1 calc R . .
H12B H -0.3170 -0.1299 1.0702 0.038 Uiso 1 1 calc R . .
H12C H -0.2047 -0.0139 1.0309 0.038 Uiso 1 1 calc R . .
C13 C -0.36220(14) -0.02355(14) 0.87054(11) 0.0234(3) Uani 1 1 d . . .
H13A H -0.3454 0.0665 0.8887 0.035 Uiso 1 1 calc R . .
H13B H -0.4541 -0.0542 0.9112 0.035 Uiso 1 1 calc R . .
H13C H -0.3629 -0.0226 0.7913 0.035 Uiso 1 1 calc R . .
C14 C 0.20393(13) 0.02312(13) 0.71215(10) 0.0179(3) Uani 1 1 d . . .
H14A H 0.2829 -0.0323 0.7358 0.022 Uiso 1 1 calc R . .
H14B H 0.1784 0.0914 0.7650 0.022 Uiso 1 1 calc R . .
C15 C 0.25416(13) 0.09214(12) 0.59764(10) 0.0167(3) Uani 1 1 d . . .
C16 C 0.44523(13) 0.18721(12) 0.67581(10) 0.0171(3) Uani 1 1 d . . .
H16A H 0.5484 0.1842 0.6468 0.021 Uiso 1 1 calc R . .
H16B H 0.4245 0.1092 0.7302 0.021 Uiso 1 1 calc R . .
C17 C 0.41278(13) 0.31225(12) 0.73532(10) 0.0179(3) Uani 1 1 d . . .
C18 C 0.51775(15) 0.35896(14) 0.78793(11) 0.0228(3) Uani 1 1 d . . .
H18 H 0.6080 0.3151 0.7822 0.027 Uiso 1 1 calc R . .
C19 C 0.49149(16) 0.46851(14) 0.84827(12) 0.0289(3) Uani 1 1 d . . .
H19 H 0.5631 0.4985 0.8847 0.035 Uiso 1 1 calc R . .
C20 C 0.36062(17) 0.53481(14) 0.85572(12) 0.0292(3) Uani 1 1 d . . .
H20 H 0.3430 0.6109 0.8962 0.035 Uiso 1 1 calc R . .
C21 C 0.25598(16) 0.48914(14) 0.80374(12) 0.0258(3) Uani 1 1 d . . .
H21 H 0.1660 0.5337 0.8092 0.031 Uiso 1 1 calc R . .
C22 C 0.28168(14) 0.37851(13) 0.74354(11) 0.0203(3) Uani 1 1 d . . .
H22 H 0.2094 0.3481 0.7079 0.024 Uiso 1 1 calc R . .
C23 C 0.41786(14) 0.24796(13) 0.47406(10) 0.0185(3) Uani 1 1 d . . .
C24 C 0.45361(16) 0.15005(14) 0.38634(11) 0.0261(3) Uani 1 1 d . . .
H24A H 0.5211 0.0822 0.4096 0.039 Uiso 1 1 calc R . .
H24B H 0.4963 0.1978 0.3167 0.039 Uiso 1 1 calc R . .
H24C H 0.3665 0.1072 0.3763 0.039 Uiso 1 1 calc R . .
C25 C 0.55375(17) 0.32333(16) 0.47601(12) 0.0326(4) Uani 1 1 d . . .
H25A H 0.5378 0.3810 0.5366 0.049 Uiso 1 1 calc R . .
H25B H 0.5794 0.3777 0.4061 0.049 Uiso 1 1 calc R . .
H25C H 0.6311 0.2595 0.4866 0.049 Uiso 1 1 calc R . .
C26 C 0.30265(16) 0.34725(15) 0.44653(12) 0.0290(3) Uani 1 1 d . . .
H26A H 0.2150 0.2998 0.4453 0.044 Uiso 1 1 calc R . .
H26B H 0.3339 0.3946 0.3742 0.044 Uiso 1 1 calc R . .
H26C H 0.2848 0.4113 0.5024 0.044 Uiso 1 1 calc R . .
N1 N 0.36772(11) 0.17337(10) 0.58471(8) 0.0160(2) Uani 1 1 d . . .
N2 N -0.10900(11) -0.08047(10) 0.83084(9) 0.0178(2) Uani 1 1 d . . .
O1 O 0.19034(10) 0.07286(10) 0.52211(7) 0.0243(2) Uani 1 1 d . . .
O2 O 0.07281(10) -0.22096(10) 0.88746(8) 0.0282(3) 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
C1 0.0133(6) 0.0225(7) 0.0218(7) 0.0017(5) -0.0040(5) 0.0006(5)
C2 0.0165(6) 0.0241(7) 0.0265(7) -0.0012(6) -0.0070(6) 0.0014(5)
C3 0.0189(7) 0.0232(7) 0.0447(9) -0.0066(6) -0.0072(6) 0.0019(5)
C4 0.0217(7) 0.0195(7) 0.0553(11) 0.0039(7) -0.0051(7) 0.0044(6)
C5 0.0229(8) 0.0308(8) 0.0417(9) 0.0151(7) -0.0028(7) 0.0064(6)
C6 0.0194(7) 0.0312(8) 0.0248(7) 0.0055(6) -0.0038(6) 0.0037(5)
C7 0.0186(6) 0.0214(7) 0.0140(6) 0.0001(5) -0.0034(5) -0.0025(5)
C8 0.0209(7) 0.0179(6) 0.0176(6) -0.0025(5) -0.0009(5) 0.0009(5)
C9 0.0199(7) 0.0167(6) 0.0214(7) -0.0033(5) -0.0025(5) 0.0012(5)
C10 0.0188(7) 0.0221(7) 0.0162(6) -0.0008(5) -0.0026(5) -0.0014(5)
C11 0.0278(7) 0.0248(7) 0.0293(8) -0.0030(6) -0.0021(6) -0.0056(6)
C12 0.0257(7) 0.0336(8) 0.0158(7) 0.0004(6) -0.0029(6) -0.0033(6)
C13 0.0205(7) 0.0295(7) 0.0199(7) -0.0023(6) -0.0027(6) 0.0017(6)
C14 0.0178(6) 0.0204(6) 0.0156(6) -0.0026(5) -0.0025(5) 0.0024(5)
C15 0.0169(6) 0.0183(6) 0.0147(6) -0.0029(5) -0.0026(5) 0.0044(5)
C16 0.0170(6) 0.0188(6) 0.0164(6) -0.0006(5) -0.0063(5) 0.0018(5)
C17 0.0204(6) 0.0182(6) 0.0145(6) 0.0002(5) -0.0022(5) -0.0021(5)
C18 0.0231(7) 0.0246(7) 0.0211(7) 0.0003(5) -0.0048(6) -0.0044(5)
C19 0.0363(8) 0.0281(8) 0.0240(7) -0.0036(6) -0.0071(6) -0.0118(6)
C20 0.0412(9) 0.0217(7) 0.0240(7) -0.0074(6) 0.0007(7) -0.0051(6)
C21 0.0295(8) 0.0212(7) 0.0247(7) -0.0029(6) 0.0013(6) 0.0010(6)
C22 0.0227(7) 0.0194(7) 0.0189(7) -0.0010(5) -0.0035(5) -0.0007(5)
C23 0.0214(7) 0.0190(6) 0.0144(6) 0.0010(5) -0.0026(5) 0.0010(5)
C24 0.0332(8) 0.0241(7) 0.0184(7) -0.0023(6) 0.0031(6) 0.0020(6)
C25 0.0356(9) 0.0394(9) 0.0221(7) 0.0043(6) -0.0041(6) -0.0153(7)
C26 0.0313(8) 0.0281(8) 0.0245(8) 0.0061(6) -0.0021(6) 0.0098(6)
N1 0.0187(5) 0.0170(5) 0.0128(5) -0.0006(4) -0.0046(4) 0.0017(4)
N2 0.0187(5) 0.0184(5) 0.0161(5) 0.0001(4) -0.0035(4) 0.0011(4)
O1 0.0245(5) 0.0329(6) 0.0171(5) -0.0032(4) -0.0061(4) -0.0056(4)
O2 0.0273(5) 0.0245(5) 0.0305(6) 0.0050(4) -0.0036(4) 0.0072(4)

_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
C1 C2 1.3928(18) . ?
C1 C6 1.3977(19) . ?
C1 C7 1.5034(18) . ?
C2 C3 1.3938(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N2 1.4846(16) . ?
C7 C8 1.5705(17) . ?
C7 H7 1.0000 . ?
C8 C14 1.5127(18) . ?
C8 C9 1.5269(18) . ?
C8 H8 1.0000 . ?
C9 O2 1.2139(16) . ?
C9 N2 1.3617(17) . ?
C10 N2 1.4753(17) . ?
C10 C13 1.5241(18) . ?
C10 C12 1.5275(18) . ?
C10 C11 1.5300(18) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.5287(18) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 O1 1.2291(15) . ?
C15 N1 1.3594(17) . ?
C16 N1 1.4653(15) . ?
C16 C17 1.5163(17) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C22 1.3909(18) . ?
C17 C18 1.3968(18) . ?
C18 C19 1.383(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.390(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.385(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.3912(18) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 N1 1.5122(16) . ?
C23 C26 1.5212(18) . ?
C23 C24 1.5240(18) . ?
C23 C25 1.5289(19) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 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
C2 C1 C6 118.78(12) . . ?
C2 C1 C7 122.67(12) . . ?
C6 C1 C7 118.50(12) . . ?
C1 C2 C3 120.61(13) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 119.91(14) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 120.04(13) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.36(14) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 120.29(14) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
N2 C7 C1 115.98(10) . . ?
N2 C7 C8 86.25(9) . . ?
C1 C7 C8 117.18(10) . . ?
N2 C7 H7 111.7 . . ?
C1 C7 H7 111.7 . . ?
C8 C7 H7 111.7 . . ?
C14 C8 C9 115.56(10) . . ?
C14 C8 C7 120.03(10) . . ?
C9 C8 C7 85.78(9) . . ?
C14 C8 H8 111.1 . . ?
C9 C8 H8 111.1 . . ?
C7 C8 H8 111.1 . . ?
O2 C9 N2 132.49(13) . . ?
O2 C9 C8 135.03(12) . . ?
N2 C9 C8 92.48(10) . . ?
N2 C10 C13 109.05(11) . . ?
N2 C10 C12 108.65(10) . . ?
C13 C10 C12 110.24(11) . . ?
N2 C10 C11 108.75(10) . . ?
C13 C10 C11 110.21(11) . . ?
C12 C10 C11 109.89(11) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C14 C15 112.30(10) . . ?
C8 C14 H14A 109.1 . . ?
C15 C14 H14A 109.1 . . ?
C8 C14 H14B 109.1 . . ?
C15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.9 . . ?
O1 C15 N1 123.06(12) . . ?
O1 C15 C14 119.09(11) . . ?
N1 C15 C14 117.85(10) . . ?
N1 C16 C17 116.16(10) . . ?
N1 C16 H16A 108.2 . . ?
C17 C16 H16A 108.2 . . ?
N1 C16 H16B 108.2 . . ?
C17 C16 H16B 108.2 . . ?
H16A C16 H16B 107.4 . . ?
C22 C17 C18 118.95(12) . . ?
C22 C17 C16 122.90(11) . . ?
C18 C17 C16 118.10(11) . . ?
C19 C18 C17 120.63(13) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.19(13) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 119.52(12) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 120.45(13) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C17 C22 C21 120.24(12) . . ?
C17 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
N1 C23 C26 109.17(10) . . ?
N1 C23 C24 109.89(10) . . ?
C26 C23 C24 111.20(11) . . ?
N1 C23 C25 110.71(10) . . ?
C26 C23 C25 108.90(12) . . ?
C24 C23 C25 106.95(11) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C15 N1 C16 120.97(11) . . ?
C15 N1 C23 119.80(10) . . ?
C16 N1 C23 119.21(10) . . ?
C9 N2 C10 129.92(11) . . ?
C9 N2 C7 95.49(10) . . ?
C10 N2 C7 132.36(10) . . ?

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 C2 C3 -0.44(19) . . . . ?
C7 C1 C2 C3 177.06(12) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
C3 C4 C5 C6 0.4(2) . . . . ?
C4 C5 C6 C1 -1.0(2) . . . . ?
C2 C1 C6 C5 1.0(2) . . . . ?
C7 C1 C6 C5 -176.60(12) . . . . ?
C2 C1 C7 N2 17.90(17) . . . . ?
C6 C1 C7 N2 -164.60(11) . . . . ?
C2 C1 C7 C8 -81.81(15) . . . . ?
C6 C1 C7 C8 95.70(14) . . . . ?
N2 C7 C8 C14 -116.71(12) . . . . ?
C1 C7 C8 C14 0.66(17) . . . . ?
N2 C7 C8 C9 0.49(8) . . . . ?
C1 C7 C8 C9 117.86(11) . . . . ?
C14 C8 C9 O2 -59.96(19) . . . . ?
C7 C8 C9 O2 178.65(15) . . . . ?
C14 C8 C9 N2 120.87(11) . . . . ?
C7 C8 C9 N2 -0.53(9) . . . . ?
C9 C8 C14 C15 178.60(10) . . . . ?
C7 C8 C14 C15 -80.90(14) . . . . ?
C8 C14 C15 O1 0.40(16) . . . . ?
C8 C14 C15 N1 179.90(10) . . . . ?
N1 C16 C17 C22 29.04(18) . . . . ?
N1 C16 C17 C18 -153.77(12) . . . . ?
C22 C17 C18 C19 0.7(2) . . . . ?
C16 C17 C18 C19 -176.63(13) . . . . ?
C17 C18 C19 C20 -1.1(2) . . . . ?
C18 C19 C20 C21 1.0(2) . . . . ?
C19 C20 C21 C22 -0.6(2) . . . . ?
C18 C17 C22 C21 -0.28(19) . . . . ?
C16 C17 C22 C21 176.89(12) . . . . ?
C20 C21 C22 C17 0.3(2) . . . . ?
O1 C15 N1 C16 -176.50(11) . . . . ?
C14 C15 N1 C16 4.02(16) . . . . ?
O1 C15 N1 C23 1.82(18) . . . . ?
C14 C15 N1 C23 -177.66(10) . . . . ?
C17 C16 N1 C15 -101.93(13) . . . . ?
C17 C16 N1 C23 79.74(14) . . . . ?
C26 C23 N1 C15 64.95(14) . . . . ?
C24 C23 N1 C15 -57.25(15) . . . . ?
C25 C23 N1 C15 -175.18(11) . . . . ?
C26 C23 N1 C16 -116.70(12) . . . . ?
C24 C23 N1 C16 121.10(12) . . . . ?
C25 C23 N1 C16 3.17(15) . . . . ?
O2 C9 N2 C10 -14.3(2) . . . . ?
C8 C9 N2 C10 164.93(12) . . . . ?
O2 C9 N2 C7 -178.65(14) . . . . ?
C8 C9 N2 C7 0.56(9) . . . . ?
C13 C10 N2 C9 -176.92(12) . . . . ?
C12 C10 N2 C9 62.89(16) . . . . ?
C11 C10 N2 C9 -56.70(16) . . . . ?
C13 C10 N2 C7 -18.20(17) . . . . ?
C12 C10 N2 C7 -138.40(13) . . . . ?
C11 C10 N2 C7 102.01(14) . . . . ?
C1 C7 N2 C9 -119.06(11) . . . . ?
C8 C7 N2 C9 -0.55(9) . . . . ?
C1 C7 N2 C10 77.18(16) . . . . ?
C8 C7 N2 C10 -164.30(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        26.40
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.051