# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2002

data_mmh22_24

#=======================================================================

# SUBMISSION DETAILS
#----------------------

_journal_coden_Cambridge      440

_publ_requested_journal       'New Journal of Chemistry'

loop_
_publ_author_name
'Harding, Margaret'
'Field, Jeremy D.'
'Hatzikominos, Theano'
'Kim, Linda'
'Turner, Peter'

_publ_contact_author_name              'Prof Margaret M. Harding'
_publ_contact_author_address               
;    
Chemistry
University of Sydney
School of Chemistry
University of Sydney
Sydney
NSW 2006
AUSTRALIA
;
_publ_contact_author_email            harding@chem.usyd.edu.au
_publ_contact_author_fax              '+61 2 9351 3329'
_publ_contact_author_phone            '+61 2 9351 2745'

_publ_requested_journal                 'New Journal of Chemistry'  

_publ_section_title                        
;    
Chiral Carbocyclic Molecular Clefts Incorporating 
Hydrogen Bonding Features
;



#=======================================================================
#  Data block for single structure (one for each study in the paper)
#=======================================================================

data_mmh22 

_database_code_CSD	184112


_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C17.50 H16 N2 O2.50' 
_chemical_formula_weight          294.32 

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'
_symmetry_Int_Tables_number            2

loop_ 
_symmetry_equiv_pos_as_xyz 
'x, y, z' 
'-x, -y, -z' 

_cell_length_a                    10.282(4) 
_cell_length_b                    15.615(6) 
_cell_length_c                    9.472(4) 
_cell_angle_alpha                 98.290(6) 
_cell_angle_beta                  104.372(6) 
_cell_angle_gamma                 84.571(6) 
_cell_volume                      1455.1(10) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     294(1) 
_cell_measurement_reflns_used     929
_cell_measurement_theta_min       2.369
_cell_measurement_theta_max       24.134

_exptl_crystal_description        blade
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.602
_exptl_crystal_size_mid           0.109
_exptl_crystal_size_min           0.075
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.344 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              620 
_exptl_absorpt_coefficient_mu     0.091 
_exptl_absorpt_correction_type    Gaussian
_exptl_absorpt_correction_T_min   0.974
_exptl_absorpt_correction_T_max   0.995
_exptl_absorpt_process_details    
;
Gaussian (Coppens et al., 1965) 
XPREP  (Bruker, 1995) 
;

_exptl_special_details 
; 
? 
; 
_diffrn_crystal_treatment
;
attached to a thin glass fibre 
;

_diffrn_ambient_temperature       293(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Bruker SMART 1000 CCD'
_diffrn_measurement_method        \w
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          51
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         0.002
_diffrn_reflns_number             12535
_diffrn_reflns_av_R_equivalents   0.0827
_diffrn_reflns_av_sigmaI/netI     0.0389 
_diffrn_reflns_limit_h_min        -13 
_diffrn_reflns_limit_h_max        13 
_diffrn_reflns_limit_k_min        -20 
_diffrn_reflns_limit_k_max        20
_diffrn_reflns_limit_l_min        -12 
_diffrn_reflns_limit_l_max        12 
_diffrn_reflns_theta_min          2.05 
_diffrn_reflns_theta_max          28.31 
_reflns_number_total              6455 
_reflns_number_gt                 3730 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'SMART (Bruker,1995)'
_computing_cell_refinement        'SAINT (Bruker,1995)'
_computing_data_reduction         'SAINT and XPREP'
_computing_structure_solution     'SIR97 (Altomare, et. al. 1997)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     
;
teXsan for Windows (MSC, 1997), XSHELL (Bruker, 2000) 
xtal 3.6 (Hall,du Boulay, D.J. & Olthof-Hazekamp, R. 1999)
ORTEPII  (Johnson,C.K., 1976). 
WinGX (Farrugia, 1999)
;
_computing_publication_material  ?

_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^)+(0.0500P)^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          6458 
_refine_ls_number_parameters      401 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.1231 
_refine_ls_R_factor_gt            0.0636 
_refine_ls_wR_factor_ref          0.1584 
_refine_ls_wR_factor_gt           0.1459 
_refine_ls_goodness_of_fit_ref    1.292 
_refine_ls_restrained_S_all       1.320 
_refine_ls_shift/su_max           0.010 
_refine_ls_shift/su_mean          0.001 

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_symetry_multiplicity 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
O1 O -0.0042(3) 1.00600(13) 0.1691(2) 0.1009(8) Uani 1 1 d . . . 
H1O H -0.0225 1.0433 0.1134 0.151 Uiso 1 1 calc R . . 
O2 O 0.0643(2) 0.55223(11) 0.3657(2) 0.0772(6) Uani 1 1 d . . . 
H2O H 0.1035 0.5080 0.3966 0.116 Uiso 1 1 calc R . . 
O3 O 0.4385(3) 0.91990(14) 0.2215(3) 0.0991(8) Uani 1 1 d . . . 
H3O H 0.4198 0.9645 0.1825 0.149 Uiso 1 1 calc R . . 
O4 O 0.6891(2) 0.46668(12) 0.3525(2) 0.0813(7) Uani 1 1 d . . . 
H4O H 0.7384 0.4264 0.3862 0.122 Uiso 1 1 calc R . . 
O5 O 0.4050(4) 1.05318(17) 0.0692(4) 0.1298(10) Uani 1 1 d D . . 
H5O H 0.4340 1.0850 0.0243 0.195 Uiso 1 1 d R . . 
N1 N 0.0332(2) 0.92561(12) 0.0916(2) 0.0601(7) Uani 1 1 d . . . 
N2 N 0.1308(2) 0.62478(13) 0.4464(2) 0.0545(6) Uani 1 1 d . . . 
N3 N 0.4885(3) 0.85594(15) 0.1288(3) 0.0733(7) Uani 1 1 d . . . 
N4 N 0.7289(2) 0.54573(14) 0.4401(2) 0.0558(6) Uani 1 1 d . . . 
C1 C 0.0308(2) 0.69899(14) 0.1275(2) 0.0384(6) Uani 1 1 d . . . 
C2 C 0.0502(3) 0.61920(16) 0.0464(3) 0.0526(7) Uani 1 1 d . . . 
H2 H 0.0245 0.5695 0.0731 0.063 Uiso 1 1 calc R . . 
C3 C 0.1063(3) 0.61240(19) -0.0721(3) 0.0659(8) Uani 1 1 d . . . 
H3 H 0.1157 0.5588 -0.1271 0.079 Uiso 1 1 calc R . . 
C4 C 0.1485(3) 0.6849(2) -0.1088(3) 0.0687(8) Uani 1 1 d . . . 
H4 H 0.1900 0.6798 -0.1867 0.082 Uiso 1 1 calc R . . 
C5 C 0.1303(3) 0.76553(18) -0.0321(3) 0.0563(7) Uani 1 1 d . . . 
H5 H 0.1603 0.8142 -0.0575 0.068 Uiso 1 1 calc R . . 
C6 C 0.0668(2) 0.77363(15) 0.0839(2) 0.0393(6) Uani 1 1 d . . . 
C7 C 0.0319(2) 0.86023(14) 0.1565(3) 0.0417(6) Uani 1 1 d . . . 
C8 C -0.0138(2) 0.86448(14) 0.2979(2) 0.0415(6) Uani 1 1 d . . . 
H8 H -0.0634 0.9203 0.3147 0.050 Uiso 1 1 calc R . . 
C9 C 0.1080(2) 0.85692(15) 0.4250(2) 0.0407(6) Uani 1 1 d . . . 
C10 C 0.1737(3) 0.93012(17) 0.4938(3) 0.0547(7) Uani 1 1 d . . . 
H10 H 0.1420 0.9834 0.4614 0.066 Uiso 1 1 calc R . . 
C11 C 0.2843(3) 0.9263(2) 0.6083(3) 0.0713(9) Uani 1 1 d . . . 
H11 H 0.3279 0.9763 0.6529 0.086 Uiso 1 1 calc R . . 
C12 C 0.3309(3) 0.8465(2) 0.6571(3) 0.0714(9) Uani 1 1 d . . . 
H12 H 0.4053 0.8432 0.7358 0.086 Uiso 1 1 calc R . . 
C13 C 0.2676(3) 0.77301(18) 0.5899(3) 0.0570(7) Uani 1 1 d . . . 
H13 H 0.3007 0.7201 0.6230 0.068 Uiso 1 1 calc R . . 
C14 C 0.1541(2) 0.77550(15) 0.4724(2) 0.0403(6) Uani 1 1 d . . . 
C15 C 0.0863(2) 0.69670(15) 0.3960(2) 0.0411(6) Uani 1 1 d . . . 
C16 C -0.0279(2) 0.70501(15) 0.2609(3) 0.0418(6) Uani 1 1 d . . . 
H14 H -0.0877 0.6577 0.2479 0.050 Uiso 1 1 calc R . . 
C17 C -0.1068(2) 0.79161(15) 0.2814(3) 0.0465(6) Uani 1 1 d . . . 
H17A H -0.1820 0.7966 0.1972 0.056 Uiso 1 1 calc R . . 
H17B H -0.1420 0.7954 0.3683 0.056 Uiso 1 1 calc R . . 
C18 C 0.5806(2) 0.62521(15) 0.1254(3) 0.0420(6) Uani 1 1 d . . . 
C19 C 0.6399(3) 0.55891(17) 0.0425(3) 0.0537(7) Uani 1 1 d . . . 
H19 H 0.6538 0.5036 0.0713 0.064 Uiso 1 1 calc R . . 
C20 C 0.6784(3) 0.5734(2) -0.0815(3) 0.0660(8) Uani 1 1 d . . . 
H20 H 0.7185 0.5286 -0.1350 0.079 Uiso 1 1 calc R . . 
C21 C 0.6567(3) 0.6545(2) -0.1247(3) 0.0725(9) Uani 1 1 d . . . 
H21 H 0.6814 0.6644 -0.2087 0.087 Uiso 1 1 calc R . . 
C22 C 0.5991(3) 0.72155(19) -0.0456(3) 0.0643(8) Uani 1 1 d . . . 
H22 H 0.5848 0.7762 -0.0769 0.077 Uiso 1 1 calc R . . 
C23 C 0.5613(2) 0.70862(16) 0.0824(3) 0.0474(6) Uani 1 1 d . . . 
C24 C 0.5035(3) 0.78040(16) 0.1729(3) 0.0513(7) Uani 1 1 d . . . 
C25 C 0.4719(2) 0.76125(15) 0.3126(3) 0.0490(7) Uani 1 1 d . . . 
H25 H 0.4005 0.8028 0.3365 0.059 Uiso 1 1 calc R . . 
C26 C 0.5975(2) 0.77039(16) 0.4373(3) 0.0445(6) Uani 1 1 d . . . 
C27 C 0.6278(3) 0.85095(17) 0.5167(3) 0.0576(7) Uani 1 1 d . . . 
H27 H 0.5693 0.8988 0.4936 0.069 Uiso 1 1 calc R . . 
C28 C 0.7418(4) 0.8620(2) 0.6286(3) 0.0695(9) Uani 1 1 d . . . 
H28 H 0.7591 0.9164 0.6812 0.083 Uiso 1 1 calc R . . 
C29 C 0.8301(3) 0.7915(2) 0.6617(3) 0.0693(9) Uani 1 1 d . . . 
H29 H 0.9080 0.7985 0.7362 0.083 Uiso 1 1 calc R . . 
C30 C 0.8033(3) 0.71106(18) 0.5853(3) 0.0554(7) Uani 1 1 d . . . 
H30 H 0.8639 0.6641 0.6083 0.066 Uiso 1 1 calc R . . 
C31 C 0.6867(2) 0.69842(15) 0.4734(2) 0.0413(6) Uani 1 1 d . . . 
C32 C 0.6555(2) 0.61179(15) 0.3916(3) 0.0425(6) Uani 1 1 d . . . 
C33 C 0.5379(2) 0.60597(15) 0.2584(3) 0.0424(6) Uani 1 1 d . . . 
H33 H 0.5066 0.5471 0.2396 0.051 Uiso 1 1 calc R . . 
C34 C 0.4242(2) 0.66982(16) 0.2900(3) 0.0522(7) Uani 1 1 d . . . 
H34A H 0.3458 0.6640 0.2083 0.063 Uiso 1 1 calc R . . 
H34B H 0.3996 0.6580 0.3775 0.063 Uiso 1 1 calc R . . 
C35 C 0.2893(5) 1.0452(3) -0.0052(4) 0.1129(16) Uani 1 1 d D . . 
H35A H 0.2823 1.0616 -0.1008 0.169 Uiso 1 1 calc R . . 
H35B H 0.2280 1.0818 0.0419 0.169 Uiso 1 1 calc R . . 
H35C H 0.2673 0.9859 -0.0149 0.169 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 0.189(3) 0.0506(13) 0.0763(15) 0.0193(11) 0.0541(17) 0.0046(15) 
O2 0.1043(17) 0.0424(11) 0.0807(15) 0.0259(10) 0.0041(13) -0.0045(11) 
O3 0.141(2) 0.0645(15) 0.0985(18) 0.0268(13) 0.0432(17) 0.0241(15) 
O4 0.1198(19) 0.0476(12) 0.0652(14) 0.0157(10) 0.0032(13) 0.0141(12) 
O5 0.173(3) 0.100(2) 0.133(3) 0.0421(19) 0.054(2) 0.001(2) 
N1 0.110(2) 0.0297(12) 0.0492(13) 0.0114(10) 0.0336(13) 0.0006(11) 
N2 0.0750(16) 0.0402(13) 0.0509(13) 0.0181(11) 0.0150(12) 0.0032(11) 
N3 0.096(2) 0.0478(15) 0.0736(18) 0.0153(13) 0.0159(15) 0.0104(13) 
N4 0.0740(16) 0.0461(13) 0.0462(13) 0.0150(11) 0.0103(12) 0.0054(12) 
C1 0.0400(14) 0.0371(14) 0.0371(13) 0.0110(11) 0.0049(11) 0.0013(10) 
C2 0.0616(18) 0.0401(15) 0.0521(17) 0.0043(13) 0.0072(14) -0.0015(13) 
C3 0.079(2) 0.060(2) 0.0487(18) -0.0066(15) 0.0114(16) 0.0133(16) 
C4 0.088(2) 0.081(2) 0.0426(17) 0.0089(16) 0.0303(16) 0.0113(18) 
C5 0.0669(19) 0.0655(19) 0.0432(16) 0.0175(14) 0.0222(14) 0.0023(14) 
C6 0.0429(14) 0.0440(14) 0.0317(13) 0.0120(11) 0.0078(11) 0.0016(11) 
C7 0.0536(16) 0.0353(14) 0.0384(14) 0.0147(11) 0.0095(12) -0.0015(11) 
C8 0.0523(15) 0.0353(13) 0.0410(14) 0.0129(11) 0.0180(12) 0.0079(11) 
C9 0.0536(15) 0.0425(14) 0.0316(13) 0.0062(11) 0.0207(12) 0.0006(12) 
C10 0.078(2) 0.0455(16) 0.0436(16) 0.0036(13) 0.0198(15) -0.0063(14) 
C11 0.085(2) 0.072(2) 0.0537(19) -0.0074(16) 0.0143(18) -0.0210(18) 
C12 0.074(2) 0.090(2) 0.0428(17) 0.0057(17) -0.0028(15) -0.0148(19) 
C13 0.0664(19) 0.0630(19) 0.0423(16) 0.0161(14) 0.0124(14) 0.0051(15) 
C14 0.0480(15) 0.0480(15) 0.0291(13) 0.0109(11) 0.0152(11) 0.0018(12) 
C15 0.0496(15) 0.0417(14) 0.0390(14) 0.0159(11) 0.0206(12) 0.0055(12) 
C16 0.0443(15) 0.0410(14) 0.0451(15) 0.0171(11) 0.0130(12) -0.0038(11) 
C17 0.0467(15) 0.0528(16) 0.0455(15) 0.0187(12) 0.0170(12) 0.0039(12) 
C18 0.0380(14) 0.0481(15) 0.0373(14) 0.0099(12) -0.0003(11) -0.0063(11) 
C19 0.0568(17) 0.0548(17) 0.0496(16) 0.0073(13) 0.0113(14) -0.0062(13) 
C20 0.069(2) 0.075(2) 0.0549(19) -0.0031(16) 0.0197(16) -0.0121(16) 
C21 0.094(2) 0.084(2) 0.0445(18) 0.0119(17) 0.0180(17) -0.0198(19) 
C22 0.084(2) 0.0623(19) 0.0487(17) 0.0225(15) 0.0068(16) -0.0131(16) 
C23 0.0509(16) 0.0486(16) 0.0401(15) 0.0143(12) -0.0009(12) -0.0070(12) 
C24 0.0505(16) 0.0469(16) 0.0532(17) 0.0209(13) -0.0013(13) -0.0011(12) 
C25 0.0403(15) 0.0453(15) 0.0628(17) 0.0112(13) 0.0155(13) 0.0055(12) 
C26 0.0504(16) 0.0467(15) 0.0422(15) 0.0076(12) 0.0200(13) -0.0042(12) 
C27 0.074(2) 0.0499(17) 0.0554(18) 0.0070(14) 0.0280(16) -0.0015(14) 
C28 0.099(3) 0.069(2) 0.0444(18) -0.0039(15) 0.0217(18) -0.0278(19) 
C29 0.083(2) 0.085(2) 0.0379(16) 0.0140(16) -0.0005(15) -0.0247(19) 
C30 0.0637(19) 0.0658(19) 0.0389(15) 0.0210(14) 0.0064(14) -0.0087(15) 
C31 0.0468(15) 0.0504(15) 0.0326(13) 0.0143(11) 0.0143(12) -0.0055(12) 
C32 0.0478(15) 0.0476(15) 0.0384(14) 0.0178(12) 0.0164(12) 0.0012(12) 
C33 0.0431(15) 0.0418(14) 0.0434(14) 0.0127(11) 0.0074(12) -0.0043(11) 
C34 0.0426(15) 0.0580(17) 0.0578(17) 0.0154(13) 0.0110(13) -0.0013(13) 
C35 0.118(4) 0.135(4) 0.084(3) 0.039(3) -0.006(3) -0.039(3) 

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

loop_ 
_geom_bond_atom_site_label_1 
_geom_bond_atom_site_label_2 
_geom_bond_distance 
_geom_bond_site_symmetry_2 
_geom_bond_publ_flag 
O1 N1 1.430(3) . ? 
O1 H1O 0.8200 . ? 
O2 N2 1.404(3) . ? 
O2 H2O 0.8200 . ? 
O3 N3 1.381(3) . ? 
O3 H3O 0.8200 . ? 
O4 N4 1.418(3) . ? 
O4 H4O 0.8200 . ? 
O5 C35 1.230(4) . ? 
O5 H5O 0.8178 . ? 
N1 C7 1.268(3) . ? 
N2 C15 1.283(3) . ? 
N3 C24 1.291(3) . ? 
N4 C32 1.289(3) . ? 
C1 C2 1.391(3) . ? 
C1 C6 1.401(3) . ? 
C1 C16 1.517(3) . ? 
C2 C3 1.371(4) . ? 
C2 H2 0.9300 . ? 
C3 C4 1.368(4) . ? 
C3 H3 0.9300 . ? 
C4 C5 1.381(4) . ? 
C4 H4 0.9300 . ? 
C5 C6 1.396(3) . ? 
C5 H5 0.9300 . ? 
C6 C7 1.481(3) . ? 
C7 C8 1.517(3) . ? 
C8 C9 1.515(3) . ? 
C8 C17 1.521(3) . ? 
C8 H8 0.9800 . ? 
C9 C10 1.379(3) . ? 
C9 C14 1.410(3) . ? 
C10 C11 1.366(4) . ? 
C10 H10 0.9300 . ? 
C11 C12 1.392(4) . ? 
C11 H11 0.9300 . ? 
C12 C13 1.368(4) . ? 
C12 H12 0.9300 . ? 
C13 C14 1.400(3) . ? 
C13 H13 0.9300 . ? 
C14 C15 1.476(3) . ? 
C15 C16 1.518(3) . ? 
C16 C17 1.523(3) . ? 
C16 H14 0.9800 . ? 
C17 H17A 0.9700 . ? 
C17 H17B 0.9700 . ? 
C18 C19 1.394(3) . ? 
C18 C23 1.402(3) . ? 
C18 C33 1.510(3) . ? 
C19 C20 1.383(4) . ? 
C19 H19 0.9300 . ? 
C20 C21 1.368(4) . ? 
C20 H20 0.9300 . ? 
C21 C22 1.373(4) . ? 
C21 H21 0.9300 . ? 
C22 C23 1.407(4) . ? 
C22 H22 0.9300 . ? 
C23 C24 1.482(4) . ? 
C24 C25 1.514(4) . ? 
C25 C26 1.521(3) . ? 
C25 C34 1.522(3) . ? 
C25 H25 0.9800 . ? 
C26 C27 1.389(3) . ? 
C26 C31 1.407(3) . ? 
C27 C28 1.377(4) . ? 
C27 H27 0.9300 . ? 
C28 C29 1.380(4) . ? 
C28 H28 0.9300 . ? 
C29 C30 1.372(4) . ? 
C29 H29 0.9300 . ? 
C30 C31 1.398(3) . ? 
C30 H30 0.9300 . ? 
C31 C32 1.480(3) . ? 
C32 C33 1.514(3) . ? 
C33 C34 1.522(3) . ? 
C33 H33 0.9800 . ? 
C34 H34A 0.9700 . ? 
C34 H34B 0.9700 . ? 
C35 H35A 0.9600 . ? 
C35 H35B 0.9600 . ? 
C35 H35C 0.9600 . ? 

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 
N1 O1 H1O 109.5 . . ? 
N2 O2 H2O 109.5 . . ? 
N3 O3 H3O 109.5 . . ? 
N4 O4 H4O 109.5 . . ? 
C35 O5 H5O 101.9 . . ? 
C7 N1 O1 113.8(2) . . ? 
C15 N2 O2 114.2(2) . . ? 
C24 N3 O3 113.4(3) . . ? 
C32 N4 O4 112.3(2) . . ? 
C2 C1 C6 118.7(2) . . ? 
C2 C1 C16 120.6(2) . . ? 
C6 C1 C16 120.7(2) . . ? 
C3 C2 C1 121.3(3) . . ? 
C3 C2 H2 119.3 . . ? 
C1 C2 H2 119.3 . . ? 
C4 C3 C2 119.6(3) . . ? 
C4 C3 H3 120.2 . . ? 
C2 C3 H3 120.2 . . ? 
C3 C4 C5 121.0(3) . . ? 
C3 C4 H4 119.5 . . ? 
C5 C4 H4 119.5 . . ? 
C4 C5 C6 119.7(3) . . ? 
C4 C5 H5 120.1 . . ? 
C6 C5 H5 120.1 . . ? 
C5 C6 C1 119.4(2) . . ? 
C5 C6 C7 120.7(2) . . ? 
C1 C6 C7 119.8(2) . . ? 
N1 C7 C6 118.0(2) . . ? 
N1 C7 C8 124.0(2) . . ? 
C6 C7 C8 117.83(19) . . ? 
C9 C8 C7 109.44(19) . . ? 
C9 C8 C17 111.53(18) . . ? 
C7 C8 C17 108.47(19) . . ? 
C9 C8 H8 109.1 . . ? 
C7 C8 H8 109.1 . . ? 
C17 C8 H8 109.1 . . ? 
C10 C9 C14 120.2(2) . . ? 
C10 C9 C8 119.6(2) . . ? 
C14 C9 C8 120.2(2) . . ? 
C11 C10 C9 121.6(3) . . ? 
C11 C10 H10 119.2 . . ? 
C9 C10 H10 119.2 . . ? 
C10 C11 C12 119.0(3) . . ? 
C10 C11 H11 120.5 . . ? 
C12 C11 H11 120.5 . . ? 
C13 C12 C11 120.3(3) . . ? 
C13 C12 H12 119.8 . . ? 
C11 C12 H12 119.8 . . ? 
C12 C13 C14 121.6(3) . . ? 
C12 C13 H13 119.2 . . ? 
C14 C13 H13 119.2 . . ? 
C13 C14 C9 117.3(2) . . ? 
C13 C14 C15 122.4(2) . . ? 
C9 C14 C15 120.2(2) . . ? 
N2 C15 C14 117.4(2) . . ? 
N2 C15 C16 124.2(2) . . ? 
C14 C15 C16 118.43(19) . . ? 
C1 C16 C15 108.82(18) . . ? 
C1 C16 C17 110.57(18) . . ? 
C15 C16 C17 109.30(19) . . ? 
C1 C16 H14 109.4 . . ? 
C15 C16 H14 109.4 . . ? 
C17 C16 H14 109.4 . . ? 
C8 C17 C16 108.92(19) . . ? 
C8 C17 H17A 109.9 . . ? 
C16 C17 H17A 109.9 . . ? 
C8 C17 H17B 109.9 . . ? 
C16 C17 H17B 109.9 . . ? 
H17A C17 H17B 108.3 . . ? 
C19 C18 C23 119.0(2) . . ? 
C19 C18 C33 119.7(2) . . ? 
C23 C18 C33 121.4(2) . . ? 
C20 C19 C18 121.5(3) . . ? 
C20 C19 H19 119.2 . . ? 
C18 C19 H19 119.2 . . ? 
C21 C20 C19 119.3(3) . . ? 
C21 C20 H20 120.4 . . ? 
C19 C20 H20 120.4 . . ? 
C20 C21 C22 120.9(3) . . ? 
C20 C21 H21 119.5 . . ? 
C22 C21 H21 119.5 . . ? 
C21 C22 C23 120.8(3) . . ? 
C21 C22 H22 119.6 . . ? 
C23 C22 H22 119.6 . . ? 
C18 C23 C22 118.5(3) . . ? 
C18 C23 C24 119.5(2) . . ? 
C22 C23 C24 122.0(2) . . ? 
N3 C24 C23 116.9(2) . . ? 
N3 C24 C25 124.8(3) . . ? 
C23 C24 C25 118.3(2) . . ? 
C24 C25 C26 109.12(19) . . ? 
C24 C25 C34 109.5(2) . . ? 
C26 C25 C34 110.50(19) . . ? 
C24 C25 H25 109.2 . . ? 
C26 C25 H25 109.2 . . ? 
C34 C25 H25 109.2 . . ? 
C27 C26 C31 118.5(2) . . ? 
C27 C26 C25 120.3(2) . . ? 
C31 C26 C25 121.2(2) . . ? 
C28 C27 C26 121.9(3) . . ? 
C28 C27 H27 119.0 . . ? 
C26 C27 H27 119.0 . . ? 
C27 C28 C29 119.3(3) . . ? 
C27 C28 H28 120.3 . . ? 
C29 C28 H28 120.3 . . ? 
C30 C29 C28 120.2(3) . . ? 
C30 C29 H29 119.9 . . ? 
C28 C29 H29 119.9 . . ? 
C29 C30 C31 121.2(3) . . ? 
C29 C30 H30 119.4 . . ? 
C31 C30 H30 119.4 . . ? 
C30 C31 C26 118.8(2) . . ? 
C30 C31 C32 121.7(2) . . ? 
C26 C31 C32 119.4(2) . . ? 
N4 C32 C31 117.7(2) . . ? 
N4 C32 C33 124.1(2) . . ? 
C31 C32 C33 118.1(2) . . ? 
C18 C33 C32 110.25(19) . . ? 
C18 C33 C34 110.71(19) . . ? 
C32 C33 C34 109.0(2) . . ? 
C18 C33 H33 109.0 . . ? 
C32 C33 H33 109.0 . . ? 
C34 C33 H33 109.0 . . ? 
C25 C34 C33 108.5(2) . . ? 
C25 C34 H34A 110.0 . . ? 
C33 C34 H34A 110.0 . . ? 
C25 C34 H34B 110.0 . . ? 
C33 C34 H34B 110.0 . . ? 
H34A C34 H34B 108.4 . . ? 
O5 C35 H35A 109.5 . . ? 
O5 C35 H35B 109.5 . . ? 
H35A C35 H35B 109.5 . . ? 
O5 C35 H35C 109.5 . . ? 
H35A C35 H35C 109.5 . . ? 
H35B C35 H35C 109.5 . . ? 

loop_ 
_geom_torsion_atom_site_label_1 
_geom_torsion_atom_site_label_2 
_geom_torsion_atom_site_label_3 
_geom_torsion_atom_site_label_4 
_geom_torsion 
_geom_torsion_site_symmetry_1 
_geom_torsion_site_symmetry_2 
_geom_torsion_site_symmetry_3 
_geom_torsion_site_symmetry_4 
_geom_torsion_publ_flag 
C6 C1 C2 C3 1.6(4) . . . . ? 
C16 C1 C2 C3 -178.3(2) . . . . ? 
C1 C2 C3 C4 2.2(4) . . . . ? 
C2 C3 C4 C5 -2.7(4) . . . . ? 
C3 C4 C5 C6 -0.6(4) . . . . ? 
C4 C5 C6 C1 4.4(4) . . . . ? 
C4 C5 C6 C7 -172.8(2) . . . . ? 
C2 C1 C6 C5 -4.9(3) . . . . ? 
C16 C1 C6 C5 175.0(2) . . . . ? 
C2 C1 C6 C7 172.4(2) . . . . ? 
C16 C1 C6 C7 -7.8(3) . . . . ? 
O1 N1 C7 C6 178.9(2) . . . . ? 
O1 N1 C7 C8 4.0(4) . . . . ? 
C5 C6 C7 N1 15.4(4) . . . . ? 
C1 C6 C7 N1 -161.8(2) . . . . ? 
C5 C6 C7 C8 -169.4(2) . . . . ? 
C1 C6 C7 C8 13.4(3) . . . . ? 
N1 C7 C8 C9 -104.2(3) . . . . ? 
C6 C7 C8 C9 80.9(3) . . . . ? 
N1 C7 C8 C17 134.0(3) . . . . ? 
C6 C7 C8 C17 -40.9(3) . . . . ? 
C7 C8 C9 C10 85.4(3) . . . . ? 
C17 C8 C9 C10 -154.5(2) . . . . ? 
C7 C8 C9 C14 -94.3(2) . . . . ? 
C17 C8 C9 C14 25.7(3) . . . . ? 
C14 C9 C10 C11 0.1(4) . . . . ? 
C8 C9 C10 C11 -179.6(2) . . . . ? 
C9 C10 C11 C12 -0.5(4) . . . . ? 
C10 C11 C12 C13 0.9(5) . . . . ? 
C11 C12 C13 C14 -0.9(4) . . . . ? 
C12 C13 C14 C9 0.4(4) . . . . ? 
C12 C13 C14 C15 178.5(2) . . . . ? 
C10 C9 C14 C13 -0.1(3) . . . . ? 
C8 C9 C14 C13 179.7(2) . . . . ? 
C10 C9 C14 C15 -178.1(2) . . . . ? 
C8 C9 C14 C15 1.6(3) . . . . ? 
O2 N2 C15 C14 -178.12(19) . . . . ? 
O2 N2 C15 C16 -0.2(3) . . . . ? 
C13 C14 C15 N2 3.7(3) . . . . ? 
C9 C14 C15 N2 -178.3(2) . . . . ? 
C13 C14 C15 C16 -174.4(2) . . . . ? 
C9 C14 C15 C16 3.6(3) . . . . ? 
C2 C1 C16 C15 90.2(3) . . . . ? 
C6 C1 C16 C15 -89.7(2) . . . . ? 
C2 C1 C16 C17 -149.8(2) . . . . ? 
C6 C1 C16 C17 30.4(3) . . . . ? 
N2 C15 C16 C1 -92.4(3) . . . . ? 
C14 C15 C16 C1 85.6(2) . . . . ? 
N2 C15 C16 C17 146.8(2) . . . . ? 
C14 C15 C16 C17 -35.3(3) . . . . ? 
C9 C8 C17 C16 -57.3(2) . . . . ? 
C7 C8 C17 C16 63.3(2) . . . . ? 
C1 C16 C17 C8 -58.2(2) . . . . ? 
C15 C16 C17 C8 61.6(2) . . . . ? 
C23 C18 C19 C20 -0.7(4) . . . . ? 
C33 C18 C19 C20 178.9(2) . . . . ? 
C18 C19 C20 C21 -0.6(4) . . . . ? 
C19 C20 C21 C22 0.8(5) . . . . ? 
C20 C21 C22 C23 0.3(4) . . . . ? 
C19 C18 C23 C22 1.8(4) . . . . ? 
C33 C18 C23 C22 -177.8(2) . . . . ? 
C19 C18 C23 C24 -177.6(2) . . . . ? 
C33 C18 C23 C24 2.8(3) . . . . ? 
C21 C22 C23 C18 -1.6(4) . . . . ? 
C21 C22 C23 C24 177.7(2) . . . . ? 
O3 N3 C24 C23 -177.9(2) . . . . ? 
O3 N3 C24 C25 -0.6(4) . . . . ? 
C18 C23 C24 N3 179.6(2) . . . . ? 
C22 C23 C24 N3 0.3(4) . . . . ? 
C18 C23 C24 C25 2.2(3) . . . . ? 
C22 C23 C24 C25 -177.2(2) . . . . ? 
N3 C24 C25 C26 -91.1(3) . . . . ? 
C23 C24 C25 C26 86.2(3) . . . . ? 
N3 C24 C25 C34 147.9(3) . . . . ? 
C23 C24 C25 C34 -34.9(3) . . . . ? 
C24 C25 C26 C27 85.8(3) . . . . ? 
C34 C25 C26 C27 -153.8(2) . . . . ? 
C24 C25 C26 C31 -93.1(3) . . . . ? 
C34 C25 C26 C31 27.3(3) . . . . ? 
C31 C26 C27 C28 0.1(4) . . . . ? 
C25 C26 C27 C28 -178.8(2) . . . . ? 
C26 C27 C28 C29 1.1(4) . . . . ? 
C27 C28 C29 C30 -0.9(4) . . . . ? 
C28 C29 C30 C31 -0.4(4) . . . . ? 
C29 C30 C31 C26 1.5(4) . . . . ? 
C29 C30 C31 C32 -179.0(2) . . . . ? 
C27 C26 C31 C30 -1.3(3) . . . . ? 
C25 C26 C31 C30 177.6(2) . . . . ? 
C27 C26 C31 C32 179.2(2) . . . . ? 
C25 C26 C31 C32 -1.9(3) . . . . ? 
O4 N4 C32 C31 -179.9(2) . . . . ? 
O4 N4 C32 C33 1.4(3) . . . . ? 
C30 C31 C32 N4 9.8(3) . . . . ? 
C26 C31 C32 N4 -170.7(2) . . . . ? 
C30 C31 C32 C33 -171.4(2) . . . . ? 
C26 C31 C32 C33 8.0(3) . . . . ? 
C19 C18 C33 C32 85.2(3) . . . . ? 
C23 C18 C33 C32 -95.2(3) . . . . ? 
C19 C18 C33 C34 -154.1(2) . . . . ? 
C23 C18 C33 C34 25.5(3) . . . . ? 
N4 C32 C33 C18 -98.5(3) . . . . ? 
C31 C32 C33 C18 82.9(3) . . . . ? 
N4 C32 C33 C34 139.8(2) . . . . ? 
C31 C32 C33 C34 -38.8(3) . . . . ? 
C24 C25 C34 C33 62.4(2) . . . . ? 
C26 C25 C34 C33 -57.8(3) . . . . ? 
C18 C33 C34 C25 -57.8(3) . . . . ? 
C32 C33 C34 C25 63.6(2) . . . . ? 

loop_ 
_geom_hbond_atom_site_label_D 
_geom_hbond_atom_site_label_H 
_geom_hbond_atom_site_label_A 
_geom_hbond_distance_DH 
_geom_hbond_distance_HA 
_geom_hbond_distance_DA 
_geom_hbond_angle_DHA 
_geom_hbond_site_symmetry_A 
O1 H1O N1  0.82 2.04 2.767(3) 147.2 2_575 
O2 H2O N4  0.82 2.20 2.915(3) 145.7 2_666 
O3 H3O O5  0.82 1.84 2.649(3) 166.7 . 
O4 H4O N2  0.82 2.02 2.762(3) 151.1 2_666 
O5 H5O N3  0.82 2.16 2.968(4) 167.4 2_675 

_diffrn_measured_fraction_theta_max    0.891 
_diffrn_reflns_theta_full              28.31 
_diffrn_measured_fraction_theta_full   0.891 
_refine_diff_density_max    0.498 
_refine_diff_density_min   -0.400 
_refine_diff_density_rms    0.059 
#===END

data_mmh24 

_database_code_CSD	184113


_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C29 H18 N2 O6' 
_chemical_formula_weight          490.45 

loop_ 
_atom_type_symbol 
_atom_type_description 
_atom_type_scat_dispersion_real 
_atom_type_scat_dispersion_imag 
_atom_type_scat_source 
'C'  'C'   0.0015   0.0009 
'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'   0.0030   0.0019 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'O'  'O'   0.0056   0.0036 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting                 orthorhombic
_symmetry_space_group_name_H-M        'P 21 21 21 '
_symmetry_Int_Tables_number            19

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

_cell_length_a                    7.434(2) 
_cell_length_b                    9.8560(14) 
_cell_length_c                    29.368(9) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      2151.8(10) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     123(2) 
_cell_measurement_reflns_used     948
_cell_measurement_theta_min       2.240
_cell_measurement_theta_max       20.771

_exptl_crystal_description        columnar
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.080
_exptl_crystal_size_mid           0.040
_exptl_crystal_size_min           0.020
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.514 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1016 
_exptl_absorpt_coefficient_mu     0.067 
_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       123(2) 
_diffrn_radiation_wavelength      0.56356 
_diffrn_radiation_type            synchrotron             
_diffrn_radiation_source          'Argonne National Lab, APS, ChemMatCARS' 
_diffrn_radiation_monochromator   'Double Diamond 111'
_diffrn_measurement_device_type   'Bruker Kappa with 4 chip CCD'
_diffrn_measurement_method        \f
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          55
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         0.00
_diffrn_reflns_number             36280
_diffrn_reflns_av_R_equivalents   0.1010
_diffrn_reflns_av_sigmaI/netI     0.0400 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -38
_diffrn_reflns_limit_l_max        38 
_diffrn_reflns_theta_min          1.10 
_diffrn_reflns_theta_max          22.06 
_reflns_number_total              5131 
_reflns_number_gt                 4191 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'SMART-KAPPA (Bruker,1995)'
_computing_cell_refinement        'SAINT (Bruker,1995)'
_computing_data_reduction         'SAINT and XPREP (Bruker 1995)'
_computing_structure_solution     'SIR97 (Altomare, et. al. 1997)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     
;
teXsan for Windows (MSC, 1997), XSHELL (Bruker, 2000) 
and WinGX (Farrugia, 1999)
;

_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^)+(0.0400P)^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     mixed 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0245(14) 
_refine_ls_extinction_expression 
'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.0(12) 
_refine_ls_number_reflns          5131 
_refine_ls_number_parameters      335 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0452 
_refine_ls_R_factor_gt            0.0359 
_refine_ls_wR_factor_ref          0.0787 
_refine_ls_wR_factor_gt           0.0771 
_refine_ls_goodness_of_fit_ref    1.055 
_refine_ls_restrained_S_all       1.055 
_refine_ls_shift/su_max           0.002 
_refine_ls_shift/su_mean          0.000 

loop_ 
_atom_site_label 
_atom_site_type_symbol 
_atom_site_fract_x 
_atom_site_fract_y 
_atom_site_fract_z 
_atom_site_U_iso_or_equiv 
_atom_site_adp_type 
_atom_site_occupancy 
_atom_site_symetry_multiplicity 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
O1 O 0.41823(16) 0.24665(12) 0.29987(4) 0.0293(3) Uani 1 1 d . . . 
O2 O -0.21582(16) 0.43067(11) 0.20404(4) 0.0248(3) Uani 1 1 d . . . 
O3 O -0.62821(17) -0.07851(13) 0.40536(5) 0.0382(3) Uani 1 1 d . . . 
O4 O -0.53987(19) -0.22241(12) 0.45596(5) 0.0368(3) Uani 1 1 d . . . 
O5 O -0.42346(17) -0.07002(13) 0.10027(5) 0.0344(3) Uani 1 1 d . . . 
O6 O -0.36518(18) -0.21186(13) 0.04665(5) 0.0401(4) Uani 1 1 d . . . 
N1 N -0.51359(19) -0.12389(13) 0.43081(5) 0.0250(3) Uani 1 1 d . . . 
N2 N -0.32317(19) -0.11671(13) 0.07131(5) 0.0237(3) Uani 1 1 d . . . 
C1 C -0.0249(2) 0.39781(15) 0.29642(5) 0.0186(3) Uani 1 1 d . . . 
C2 C -0.1926(2) 0.38376(15) 0.31616(5) 0.0202(3) Uani 1 1 d . . . 
H2 H -0.2885 0.4407 0.3066 0.024 Uiso 1 1 calc R . . 
C3 C -0.2227(2) 0.28817(15) 0.34957(5) 0.0196(3) Uani 1 1 d . . . 
H3 H -0.3382 0.2816 0.3632 0.024 Uiso 1 1 calc R . . 
C4 C -0.0856(2) 0.20099(15) 0.36358(5) 0.0191(3) Uani 1 1 d . . . 
C5 C 0.0833(2) 0.21379(15) 0.34395(5) 0.0189(3) Uani 1 1 d . . . 
H5 H 0.1782 0.1558 0.3534 0.023 Uiso 1 1 calc R . . 
C6 C 0.1148(2) 0.31155(15) 0.31033(5) 0.0183(3) Uani 1 1 d . . . 
C7 C 0.2946(2) 0.31868(16) 0.28829(5) 0.0213(3) Uani 1 1 d . . . 
C8 C 0.3146(2) 0.41852(16) 0.24852(5) 0.0213(3) Uani 1 1 d . . . 
H8 H 0.4436 0.4462 0.2456 0.026 Uiso 1 1 calc R . . 
C9 C 0.2566(2) 0.34398(15) 0.20590(5) 0.0200(3) Uani 1 1 d . . . 
C10 C 0.3795(2) 0.26442(16) 0.18209(6) 0.0221(3) Uani 1 1 d . . . 
H10 H 0.5023 0.2637 0.1910 0.026 Uiso 1 1 calc R . . 
C11 C 0.3236(2) 0.18634(16) 0.14557(5) 0.0211(3) Uani 1 1 d . . . 
H11 H 0.4088 0.1316 0.1299 0.025 Uiso 1 1 calc R . . 
C12 C 0.1444(2) 0.18636(15) 0.13120(5) 0.0185(3) Uani 1 1 d . . . 
C13 C 0.0240(2) 0.27112(15) 0.15352(5) 0.0181(3) Uani 1 1 d . . . 
H13 H -0.0968 0.2769 0.1432 0.022 Uiso 1 1 calc R . . 
C14 C 0.0783(2) 0.34790(15) 0.19095(5) 0.0186(3) Uani 1 1 d . . . 
C15 C -0.0600(2) 0.42851(14) 0.21564(5) 0.0190(3) Uani 1 1 d . . . 
C16 C 0.0030(2) 0.50068(16) 0.25879(5) 0.0207(3) Uani 1 1 d . . . 
H16 H -0.0744 0.5819 0.2645 0.025 Uiso 1 1 calc R . . 
C17 C 0.1985(2) 0.54415(16) 0.25578(6) 0.0242(4) Uani 1 1 d . . . 
H17A H 0.2346 0.5907 0.2842 0.029 Uiso 1 1 calc R . . 
H17B H 0.2148 0.6081 0.2301 0.029 Uiso 1 1 calc R . . 
C18 C -0.1276(2) 0.09505(15) 0.39821(5) 0.0193(3) Uani 1 1 d . . . 
C19 C -0.2982(2) 0.03790(15) 0.39931(5) 0.0198(3) Uani 1 1 d . . . 
H19 H -0.3883 0.0662 0.3784 0.024 Uiso 1 1 calc R . . 
C20 C -0.3344(2) -0.06108(15) 0.43146(6) 0.0210(3) Uani 1 1 d . . . 
C21 C -0.2099(2) -0.10611(16) 0.46254(6) 0.0245(4) Uani 1 1 d . . . 
H21 H -0.2395 -0.1736 0.4844 0.029 Uiso 1 1 calc R . . 
C22 C -0.0410(2) -0.04977(17) 0.46083(6) 0.0258(4) Uani 1 1 d . . . 
H22 H 0.0487 -0.0794 0.4816 0.031 Uiso 1 1 calc R . . 
C23 C 0.0003(2) 0.04985(16) 0.42909(5) 0.0233(3) Uani 1 1 d . . . 
H23 H 0.1179 0.0876 0.4285 0.028 Uiso 1 1 calc R . . 
C24 C 0.0819(2) 0.09151(15) 0.09538(5) 0.0187(3) Uani 1 1 d . . . 
C25 C -0.0915(2) 0.03878(15) 0.09757(5) 0.0192(3) Uani 1 1 d . . . 
H25 H -0.1730 0.0692 0.1203 0.023 Uiso 1 1 calc R . . 
C26 C -0.1438(2) -0.05819(15) 0.06638(5) 0.0190(3) Uani 1 1 d . . . 
C27 C -0.0324(2) -0.10550(16) 0.03239(5) 0.0225(4) Uani 1 1 d . . . 
H27 H -0.0719 -0.1725 0.0114 0.027 Uiso 1 1 calc R . . 
C28 C 0.1388(2) -0.05173(16) 0.03008(6) 0.0243(4) Uani 1 1 d . . . 
H28 H 0.2188 -0.0817 0.0070 0.029 Uiso 1 1 calc R . . 
C29 C 0.1955(2) 0.04539(16) 0.06102(5) 0.0222(3) Uani 1 1 d . . . 
H29 H 0.3139 0.0811 0.0588 0.027 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 0.0192(6) 0.0430(7) 0.0257(7) 0.0056(6) -0.0022(5) 0.0003(5) 
O2 0.0242(7) 0.0286(6) 0.0216(6) -0.0010(5) -0.0022(5) 0.0026(5) 
O3 0.0225(7) 0.0426(8) 0.0496(9) 0.0131(6) -0.0020(6) 0.0001(6) 
O4 0.0363(8) 0.0332(7) 0.0410(8) 0.0142(6) 0.0114(6) -0.0036(6) 
O5 0.0241(7) 0.0374(7) 0.0418(8) -0.0123(6) 0.0094(6) -0.0046(5) 
O6 0.0325(8) 0.0439(8) 0.0438(8) -0.0239(7) 0.0002(6) -0.0129(6) 
N1 0.0241(8) 0.0255(7) 0.0253(8) 0.0026(6) 0.0077(7) 0.0011(6) 
N2 0.0228(8) 0.0253(7) 0.0229(7) -0.0018(6) -0.0024(6) -0.0001(6) 
C1 0.0240(9) 0.0175(7) 0.0142(7) -0.0047(6) -0.0020(6) -0.0008(6) 
C2 0.0231(9) 0.0191(7) 0.0183(8) -0.0016(6) -0.0031(7) 0.0034(6) 
C3 0.0199(8) 0.0226(8) 0.0163(8) -0.0030(6) 0.0013(6) -0.0003(6) 
C4 0.0234(9) 0.0193(8) 0.0147(8) -0.0032(6) -0.0012(7) -0.0016(6) 
C5 0.0190(8) 0.0217(8) 0.0159(8) -0.0028(6) -0.0039(6) 0.0009(6) 
C6 0.0196(8) 0.0204(7) 0.0150(8) -0.0045(6) -0.0013(6) -0.0027(6) 
C7 0.0197(9) 0.0264(8) 0.0179(8) -0.0033(6) -0.0041(7) -0.0045(6) 
C8 0.0213(8) 0.0247(8) 0.0180(8) -0.0008(6) 0.0001(7) -0.0073(6) 
C9 0.0244(9) 0.0191(8) 0.0165(8) 0.0021(6) -0.0009(7) -0.0050(6) 
C10 0.0199(8) 0.0268(8) 0.0195(8) 0.0028(6) -0.0009(7) -0.0037(6) 
C11 0.0237(9) 0.0222(8) 0.0173(8) 0.0006(6) 0.0025(7) 0.0000(6) 
C12 0.0239(9) 0.0181(7) 0.0135(8) 0.0017(6) 0.0009(7) -0.0026(6) 
C13 0.0191(8) 0.0207(8) 0.0145(8) 0.0030(6) -0.0016(6) -0.0020(6) 
C14 0.0237(9) 0.0170(7) 0.0151(8) 0.0027(6) 0.0024(7) -0.0028(6) 
C15 0.0249(9) 0.0162(7) 0.0158(8) 0.0031(6) -0.0006(7) -0.0009(6) 
C16 0.0281(9) 0.0180(7) 0.0161(8) -0.0016(6) -0.0004(7) -0.0002(6) 
C17 0.0315(10) 0.0221(8) 0.0191(8) -0.0018(6) -0.0001(7) -0.0065(7) 
C18 0.0229(9) 0.0197(7) 0.0153(8) -0.0018(6) 0.0007(7) 0.0029(6) 
C19 0.0206(8) 0.0220(8) 0.0166(8) 0.0006(6) 0.0021(7) 0.0028(6) 
C20 0.0215(9) 0.0211(8) 0.0205(8) -0.0016(6) 0.0064(7) 0.0005(6) 
C21 0.0329(10) 0.0224(8) 0.0183(8) 0.0013(6) 0.0022(7) 0.0005(7) 
C22 0.0326(10) 0.0251(8) 0.0198(8) 0.0012(7) -0.0069(8) 0.0003(7) 
C23 0.0254(9) 0.0235(8) 0.0211(8) -0.0006(7) -0.0016(7) -0.0040(7) 
C24 0.0226(9) 0.0190(8) 0.0144(8) 0.0020(6) -0.0009(6) 0.0002(6) 
C25 0.0217(9) 0.0206(7) 0.0153(8) 0.0006(6) -0.0009(7) 0.0032(6) 
C26 0.0194(8) 0.0190(7) 0.0186(8) 0.0015(6) -0.0031(7) 0.0005(6) 
C27 0.0275(9) 0.0231(8) 0.0170(8) -0.0018(6) 0.0009(7) 0.0003(6) 
C28 0.0297(9) 0.0257(8) 0.0176(8) -0.0033(7) 0.0052(7) -0.0008(7) 
C29 0.0220(9) 0.0246(8) 0.0199(8) 0.0009(6) 0.0019(7) -0.0032(6) 

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

loop_ 
_geom_bond_atom_site_label_1 
_geom_bond_atom_site_label_2 
_geom_bond_distance 
_geom_bond_site_symmetry_2 
_geom_bond_publ_flag 
O1 C7 1.210(2) . ? 
O2 C15 1.208(2) . ? 
O3 N1 1.2185(18) . ? 
O4 N1 1.2355(17) . ? 
O5 N2 1.2209(18) . ? 
O6 N2 1.2255(17) . ? 
N1 C20 1.469(2) . ? 
N2 C26 1.460(2) . ? 
C1 C2 1.382(2) . ? 
C1 C6 1.403(2) . ? 
C1 C16 1.514(2) . ? 
C2 C3 1.379(2) . ? 
C2 H2 0.9500 . ? 
C3 C4 1.395(2) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.387(2) . ? 
C4 C18 1.491(2) . ? 
C5 C6 1.399(2) . ? 
C5 H5 0.9500 . ? 
C6 C7 1.487(2) . ? 
C7 C8 1.534(2) . ? 
C8 C9 1.514(2) . ? 
C8 C17 1.525(2) . ? 
C8 H8 1.0000 . ? 
C9 C10 1.392(2) . ? 
C9 C14 1.397(2) . ? 
C10 C11 1.384(2) . ? 
C10 H10 0.9500 . ? 
C11 C12 1.397(2) . ? 
C11 H11 0.9500 . ? 
C12 C13 1.389(2) . ? 
C12 C24 1.482(2) . ? 
C13 C14 1.394(2) . ? 
C13 H13 0.9500 . ? 
C14 C15 1.488(2) . ? 
C15 C16 1.527(2) . ? 
C16 C17 1.517(2) . ? 
C16 H16 1.0000 . ? 
C17 H17A 0.9900 . ? 
C17 H17B 0.9900 . ? 
C18 C23 1.388(2) . ? 
C18 C19 1.388(2) . ? 
C19 C20 1.384(2) . ? 
C19 H19 0.9500 . ? 
C20 C21 1.373(2) . ? 
C21 C22 1.374(2) . ? 
C21 H21 0.9500 . ? 
C22 C23 1.388(2) . ? 
C22 H22 0.9500 . ? 
C23 H23 0.9500 . ? 
C24 C25 1.391(2) . ? 
C24 C29 1.392(2) . ? 
C25 C26 1.380(2) . ? 
C25 H25 0.9500 . ? 
C26 C27 1.378(2) . ? 
C27 C28 1.380(2) . ? 
C27 H27 0.9500 . ? 
C28 C29 1.386(2) . ? 
C28 H28 0.9500 . ? 
C29 H29 0.9500 . ? 

loop_ 
_geom_angle_atom_site_label_1 
_geom_angle_atom_site_label_2 
_geom_angle_atom_site_label_3 
_geom_angle 
_geom_angle_site_symmetry_1 
_geom_angle_site_symmetry_3 
_geom_angle_publ_flag 
O3 N1 O4 122.99(15) . . ? 
O3 N1 C20 119.18(13) . . ? 
O4 N1 C20 117.82(14) . . ? 
O5 N2 O6 122.99(15) . . ? 
O5 N2 C26 118.55(13) . . ? 
O6 N2 C26 118.44(14) . . ? 
C2 C1 C6 119.02(14) . . ? 
C2 C1 C16 119.81(14) . . ? 
C6 C1 C16 121.11(14) . . ? 
C3 C2 C1 120.89(15) . . ? 
C3 C2 H2 119.6 . . ? 
C1 C2 H2 119.6 . . ? 
C2 C3 C4 120.82(15) . . ? 
C2 C3 H3 119.6 . . ? 
C4 C3 H3 119.6 . . ? 
C5 C4 C3 118.85(14) . . ? 
C5 C4 C18 122.46(14) . . ? 
C3 C4 C18 118.67(15) . . ? 
C4 C5 C6 120.50(14) . . ? 
C4 C5 H5 119.8 . . ? 
C6 C5 H5 119.8 . . ? 
C5 C6 C1 119.90(15) . . ? 
C5 C6 C7 119.37(14) . . ? 
C1 C6 C7 120.67(14) . . ? 
O1 C7 C6 122.18(15) . . ? 
O1 C7 C8 121.09(15) . . ? 
C6 C7 C8 116.68(14) . . ? 
C9 C8 C17 110.38(14) . . ? 
C9 C8 C7 106.88(13) . . ? 
C17 C8 C7 111.07(13) . . ? 
C9 C8 H8 109.5 . . ? 
C17 C8 H8 109.5 . . ? 
C7 C8 H8 109.5 . . ? 
C10 C9 C14 118.69(14) . . ? 
C10 C9 C8 120.11(15) . . ? 
C14 C9 C8 121.12(14) . . ? 
C11 C10 C9 120.38(15) . . ? 
C11 C10 H10 119.8 . . ? 
C9 C10 H10 119.8 . . ? 
C10 C11 C12 121.33(15) . . ? 
C10 C11 H11 119.3 . . ? 
C12 C11 H11 119.3 . . ? 
C13 C12 C11 118.16(14) . . ? 
C13 C12 C24 120.84(15) . . ? 
C11 C12 C24 120.87(14) . . ? 
C12 C13 C14 120.81(15) . . ? 
C12 C13 H13 119.6 . . ? 
C14 C13 H13 119.6 . . ? 
C13 C14 C9 120.49(14) . . ? 
C13 C14 C15 118.30(14) . . ? 
C9 C14 C15 121.15(14) . . ? 
O2 C15 C14 122.33(14) . . ? 
O2 C15 C16 121.35(14) . . ? 
C14 C15 C16 116.18(14) . . ? 
C1 C16 C17 111.28(13) . . ? 
C1 C16 C15 104.58(12) . . ? 
C17 C16 C15 112.15(13) . . ? 
C1 C16 H16 109.6 . . ? 
C17 C16 H16 109.6 . . ? 
C15 C16 H16 109.6 . . ? 
C16 C17 C8 108.73(13) . . ? 
C16 C17 H17A 109.9 . . ? 
C8 C17 H17A 109.9 . . ? 
C16 C17 H17B 109.9 . . ? 
C8 C17 H17B 109.9 . . ? 
H17A C17 H17B 108.3 . . ? 
C23 C18 C19 118.73(15) . . ? 
C23 C18 C4 121.83(15) . . ? 
C19 C18 C4 119.43(14) . . ? 
C20 C19 C18 118.66(15) . . ? 
C20 C19 H19 120.7 . . ? 
C18 C19 H19 120.7 . . ? 
C21 C20 C19 123.38(15) . . ? 
C21 C20 N1 118.91(14) . . ? 
C19 C20 N1 117.67(14) . . ? 
C20 C21 C22 117.45(15) . . ? 
C20 C21 H21 121.3 . . ? 
C22 C21 H21 121.3 . . ? 
C21 C22 C23 120.83(16) . . ? 
C21 C22 H22 119.6 . . ? 
C23 C22 H22 119.6 . . ? 
C18 C23 C22 120.95(16) . . ? 
C18 C23 H23 119.5 . . ? 
C22 C23 H23 119.5 . . ? 
C25 C24 C29 118.28(15) . . ? 
C25 C24 C12 119.55(14) . . ? 
C29 C24 C12 122.02(15) . . ? 
C26 C25 C24 119.28(15) . . ? 
C26 C25 H25 120.4 . . ? 
C24 C25 H25 120.4 . . ? 
C27 C26 C25 123.09(15) . . ? 
C27 C26 N2 119.14(14) . . ? 
C25 C26 N2 117.72(14) . . ? 
C26 C27 C28 117.37(15) . . ? 
C26 C27 H27 121.3 . . ? 
C28 C27 H27 121.3 . . ? 
C27 C28 C29 120.89(16) . . ? 
C27 C28 H28 119.6 . . ? 
C29 C28 H28 119.6 . . ? 
C28 C29 C24 121.09(16) . . ? 
C28 C29 H29 119.5 . . ? 
C24 C29 H29 119.5 . . ? 

loop_ 
_geom_torsion_atom_site_label_1 
_geom_torsion_atom_site_label_2 
_geom_torsion_atom_site_label_3 
_geom_torsion_atom_site_label_4 
_geom_torsion 
_geom_torsion_site_symmetry_1 
_geom_torsion_site_symmetry_2 
_geom_torsion_site_symmetry_3 
_geom_torsion_site_symmetry_4 
_geom_torsion_publ_flag 
C6 C1 C2 C3 1.1(2) . . . . ? 
C16 C1 C2 C3 178.14(14) . . . . ? 
C1 C2 C3 C4 -1.5(2) . . . . ? 
C2 C3 C4 C5 1.3(2) . . . . ? 
C2 C3 C4 C18 -177.06(14) . . . . ? 
C3 C4 C5 C6 -0.7(2) . . . . ? 
C18 C4 C5 C6 177.61(13) . . . . ? 
C4 C5 C6 C1 0.3(2) . . . . ? 
C4 C5 C6 C7 -177.08(14) . . . . ? 
C2 C1 C6 C5 -0.4(2) . . . . ? 
C16 C1 C6 C5 -177.49(13) . . . . ? 
C2 C1 C6 C7 176.87(14) . . . . ? 
C16 C1 C6 C7 -0.2(2) . . . . ? 
C5 C6 C7 O1 -3.5(2) . . . . ? 
C1 C6 C7 O1 179.20(15) . . . . ? 
C5 C6 C7 C8 174.16(13) . . . . ? 
C1 C6 C7 C8 -3.2(2) . . . . ? 
O1 C7 C8 C9 90.99(18) . . . . ? 
C6 C7 C8 C9 -86.68(16) . . . . ? 
O1 C7 C8 C17 -148.55(15) . . . . ? 
C6 C7 C8 C17 33.78(18) . . . . ? 
C17 C8 C9 C10 153.31(14) . . . . ? 
C7 C8 C9 C10 -85.79(17) . . . . ? 
C17 C8 C9 C14 -29.9(2) . . . . ? 
C7 C8 C9 C14 91.04(17) . . . . ? 
C14 C9 C10 C11 -2.8(2) . . . . ? 
C8 C9 C10 C11 174.10(14) . . . . ? 
C9 C10 C11 C12 0.9(2) . . . . ? 
C10 C11 C12 C13 2.4(2) . . . . ? 
C10 C11 C12 C24 -173.33(14) . . . . ? 
C11 C12 C13 C14 -3.8(2) . . . . ? 
C24 C12 C13 C14 171.96(14) . . . . ? 
C12 C13 C14 C9 1.9(2) . . . . ? 
C12 C13 C14 C15 -175.31(13) . . . . ? 
C10 C9 C14 C13 1.4(2) . . . . ? 
C8 C9 C14 C13 -175.45(14) . . . . ? 
C10 C9 C14 C15 178.57(14) . . . . ? 
C8 C9 C14 C15 1.7(2) . . . . ? 
C13 C14 C15 O2 -0.9(2) . . . . ? 
C9 C14 C15 O2 -178.07(14) . . . . ? 
C13 C14 C15 C16 174.78(13) . . . . ? 
C9 C14 C15 C16 -2.4(2) . . . . ? 
C2 C1 C16 C17 155.59(14) . . . . ? 
C6 C1 C16 C17 -27.4(2) . . . . ? 
C2 C1 C16 C15 -83.12(17) . . . . ? 
C6 C1 C16 C15 93.91(17) . . . . ? 
O2 C15 C16 C1 86.89(17) . . . . ? 
C14 C15 C16 C1 -88.80(15) . . . . ? 
O2 C15 C16 C17 -152.39(14) . . . . ? 
C14 C15 C16 C17 31.92(18) . . . . ? 
C1 C16 C17 C8 57.00(17) . . . . ? 
C15 C16 C17 C8 -59.76(17) . . . . ? 
C9 C8 C17 C16 57.76(17) . . . . ? 
C7 C8 C17 C16 -60.60(17) . . . . ? 
C5 C4 C18 C23 32.8(2) . . . . ? 
C3 C4 C18 C23 -148.87(16) . . . . ? 
C5 C4 C18 C19 -146.07(16) . . . . ? 
C3 C4 C18 C19 32.2(2) . . . . ? 
C23 C18 C19 C20 0.6(2) . . . . ? 
C4 C18 C19 C20 179.51(13) . . . . ? 
C18 C19 C20 C21 0.0(2) . . . . ? 
C18 C19 C20 N1 -177.64(14) . . . . ? 
O3 N1 C20 C21 175.28(15) . . . . ? 
O4 N1 C20 C21 -5.7(2) . . . . ? 
O3 N1 C20 C19 -7.0(2) . . . . ? 
O4 N1 C20 C19 172.06(14) . . . . ? 
C19 C20 C21 C22 -0.6(2) . . . . ? 
N1 C20 C21 C22 176.98(14) . . . . ? 
C20 C21 C22 C23 0.7(2) . . . . ? 
C19 C18 C23 C22 -0.5(2) . . . . ? 
C4 C18 C23 C22 -179.44(14) . . . . ? 
C21 C22 C23 C18 -0.1(3) . . . . ? 
C13 C12 C24 C25 -30.0(2) . . . . ? 
C11 C12 C24 C25 145.61(15) . . . . ? 
C13 C12 C24 C29 154.61(15) . . . . ? 
C11 C12 C24 C29 -29.8(2) . . . . ? 
C29 C24 C25 C26 1.0(2) . . . . ? 
C12 C24 C25 C26 -174.52(13) . . . . ? 
C24 C25 C26 C27 -0.6(2) . . . . ? 
C24 C25 C26 N2 176.62(14) . . . . ? 
O5 N2 C26 C27 -176.89(15) . . . . ? 
O6 N2 C26 C27 4.2(2) . . . . ? 
O5 N2 C26 C25 5.8(2) . . . . ? 
O6 N2 C26 C25 -173.15(14) . . . . ? 
C25 C26 C27 C28 -0.1(2) . . . . ? 
N2 C26 C27 C28 -177.29(14) . . . . ? 
C26 C27 C28 C29 0.3(2) . . . . ? 
C27 C28 C29 C24 0.1(3) . . . . ? 
C25 C24 C29 C28 -0.8(2) . . . . ? 
C12 C24 C29 C28 174.64(14) . . . . ? 

_diffrn_measured_fraction_theta_max    0.956 
_diffrn_reflns_theta_full              22.06 
_diffrn_measured_fraction_theta_full   0.956 
_refine_diff_density_max    0.254 
_refine_diff_density_min   -0.261 
_refine_diff_density_rms    0.054