data_global

_journal_coden_Cambridge         177

_publ_requested_journal          'Organic & Biomolecular Chemistry'

loop_
_publ_author_name
'G. Pattenden'
'Alexander J. Blake'
'James E. M. Booker'
'Alicia Boto'
'Gwydion H. Churchill'
'Clive P. Green'
'Matthew Ling'
'Graham Meek'
'Jaya Prabhakaran'
'David Sinclair'

_publ_contact_author_name        'G. Pattenden'
_publ_contact_author_address     
;
Chemistry Department
The University
NOTTINGHAM
NG7 2RD
UNITED KINGDOM

;

_publ_contact_author_email       'GP@NOTTINGHAM.AC.UK '

_publ_section_title              
;
Approaches to the Quaternary Stereocentre and to the
Heterocyclic Core in Diazonamide A using the Heck Reaction and Related
Coupling Reactions
;

# Attachment 'GP-OBC.CIF'

data_BZFUAM
_database_code_depnum_ccdc_archive 'CCDC 613516'

_audit_creation_method           SHELXL-96

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C23 H20 Br N O2'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_sum            'C23 H20 Br N O2'
_chemical_formula_weight         422.31
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration ad

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'
Br Br -0.2901 2.4595 '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'

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

_cell_length_a                   12.865(11)
_cell_length_b                   15.761(11)
_cell_length_c                   19.557(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3966(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    210(2)
_cell_measurement_reflns_used    16
_cell_measurement_theta_min      11.0
_cell_measurement_theta_max      12.3

_exptl_crystal_description       column
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1728
_exptl_absorpt_coefficient_mu    2.090
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.636
_exptl_absorpt_correction_T_max  0.725
_exptl_absorpt_process_details   '(X-RED; Stoe & Cie, 1995b)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      210(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       'Stoe Stadi-4 four-circle'
_diffrn_measurement_method       omega/2-theta
_diffrn_standards_number         3
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  60
_diffrn_standards_decay_%        'random variation +/-10'
_diffrn_reflns_number            3102
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1430
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3102
_reflns_number_observed          1755
_reflns_observed_criterion       I>2sigma(I)

_computing_data_collection       'STADI4 (Stoe & Cie, 1995a)'
_computing_cell_refinement       'STADI4 (Stoe & Cie, 1995a)'
_computing_data_reduction        'X-RED (Stoe & Cie, 1995b)'
_computing_structure_solution    'SHELXS-96 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-96 (Sheldrick, 1996)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1994)'
_computing_publication_material  'SHELXL-96 (Sheldrick, 1996)'

_refine_special_details          
;
?
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      
'calc w=1/[\s^2^(Fo^2^)+(0.00P)^2^+48.3P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   
'introduced at calculated positions, except for amide H (not found)'
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(5)
_refine_ls_number_reflns         3102
_refine_ls_number_parameters     482
_refine_ls_number_restraints     511
_refine_ls_R_factor_all          0.218
_refine_ls_R_factor_obs          0.111
_refine_ls_wR_factor_all         0.240
_refine_ls_wR_factor_obs         0.175
_refine_ls_goodness_of_fit_all   1.33
_refine_ls_goodness_of_fit_obs   1.37
_refine_ls_restrained_S_all      1.24
_refine_ls_restrained_S_obs      1.19
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.6929(12) 0.7774(9) 0.2633(7) 0.043(5) Uani 1 d D .
C2 C 0.6792(16) 0.6912(12) 0.2439(11) 0.045(6) Uani 1 d DU .
H2A H 0.6699 0.6870 0.1943 0.054 Uiso 1 calc R .
H2B H 0.6175 0.6676 0.2662 0.054 Uiso 1 calc R .
C3 C 0.7809(14) 0.6397(10) 0.2669(8) 0.031(4) Uani 1 d DU .
C4 C 0.8226(15) 0.7016(11) 0.3186(9) 0.029(4) Uani 1 d DU .
C5 C 0.9045(15) 0.6932(12) 0.3656(9) 0.031(5) Uani 1 d DU .
H5A H 0.9413 0.6419 0.3692 0.037 Uiso 1 calc R .
C6 C 0.9300(17) 0.7610(13) 0.4062(11) 0.043(6) Uani 1 d DU .
H6A H 0.9834 0.7555 0.4387 0.051 Uiso 1 calc R .
C7 C 0.8766(17) 0.8399(12) 0.3997(11) 0.043(6) Uani 1 d DU .
H7A H 0.8949 0.8862 0.4275 0.052 Uiso 1 calc R .
C8 C 0.7986(15) 0.8475(11) 0.3528(11) 0.036(5) Uani 1 d DU .
Br Br 0.7214(2) 0.95007(17) 0.34576(17) 0.0665(9) Uani 1 d D .
C9 C 0.7735(16) 0.7802(10) 0.3116(9) 0.027(5) Uani 1 d DU .
C10 C 0.7447(14) 0.5547(12) 0.2994(9) 0.032(5) Uani 1 d DU .
O O 0.7665(12) 0.5361(8) 0.3589(6) 0.041(4) Uani 1 d D .
N11 N 0.6904(13) 0.5062(9) 0.2555(8) 0.031(5) Uani 1 d D .
C12 C 0.6317(15) 0.4285(12) 0.2771(10) 0.041(5) Uani 1 d DU .
H12A H 0.6180 0.4353 0.3266 0.050 Uiso 1 calc R .
C19 C 0.5256(15) 0.4305(15) 0.2421(12) 0.053(7) Uani 1 d DU .
H19A H 0.4928 0.4850 0.2503 0.079 Uiso 1 calc R .
H19B H 0.4822 0.3856 0.2604 0.079 Uiso 1 calc R .
H19C H 0.5345 0.4222 0.1933 0.079 Uiso 1 calc R .
C13 C 0.6953(15) 0.3479(12) 0.2700(9) 0.047(6) Uani 1 d DU .
C14 C 0.7990(16) 0.3490(14) 0.2535(9) 0.068(7) Uani 1 d DU .
H14A H 0.8325 0.4013 0.2464 0.081 Uiso 1 calc R .
C15 C 0.8564(18) 0.2731(16) 0.2469(10) 0.080(8) Uani 1 d DU .
H15A H 0.9273 0.2734 0.2355 0.096 Uiso 1 calc R .
C16 C 0.804(2) 0.2001(16) 0.2579(10) 0.093(9) Uani 1 d DU .
H16A H 0.8419 0.1490 0.2543 0.112 Uiso 1 calc R .
C17 C 0.703(2) 0.1952(13) 0.2736(10) 0.082(8) Uani 1 d DU .
H17A H 0.6706 0.1423 0.2800 0.098 Uiso 1 calc R .
C18 C 0.6463(18) 0.2710(13) 0.2802(10) 0.069(7) Uani 1 d DU .
H18A H 0.5753 0.2694 0.2916 0.082 Uiso 1 calc R .
C20 C 0.8601(13) 0.6261(10) 0.2085(8) 0.029(4) Uani 1 d DU .
C21 C 0.9303(14) 0.5606(12) 0.2141(9) 0.047(6) Uani 1 d DU .
H21A H 0.9270 0.5246 0.2523 0.057 Uiso 1 calc R .
C22 C 1.0072(14) 0.5460(13) 0.1637(11) 0.059(6) Uani 1 d DU .
H22A H 1.0549 0.5011 0.1683 0.070 Uiso 1 calc R .
C23 C 1.0105(16) 0.5982(12) 0.1087(11) 0.062(7) Uani 1 d DU .
H23A H 1.0606 0.5887 0.0746 0.074 Uiso 1 calc R .
C24 C 0.9434(16) 0.6635(14) 0.1018(10) 0.056(6) Uani 1 d DU .
H24A H 0.9481 0.6992 0.0635 0.067 Uiso 1 calc R .
C25 C 0.8655(14) 0.6788(11) 0.1522(9) 0.049(6) Uani 1 d DU .
H25A H 0.8185 0.7240 0.1471 0.058 Uiso 1 calc R .
O1' O 0.5317(12) 0.6897(8) 0.0893(8) 0.043(5) Uani 1 d D .
C2' C 0.5018(16) 0.6045(12) 0.0749(11) 0.044(6) Uani 1 d DU .
H2'A H 0.4298 0.6030 0.0585 0.052 Uiso 1 calc R .
H2'B H 0.5064 0.5700 0.1165 0.052 Uiso 1 calc R .
C3' C 0.5789(14) 0.5676(11) 0.0171(9) 0.042(4) Uani 1 d DU .
C4' C 0.6404(15) 0.6460(11) 0.0014(10) 0.038(5) Uani 1 d DU .
C5' C 0.7222(17) 0.6612(13) -0.0443(10) 0.046(6) Uani 1 d DU .
H5'A H 0.7445 0.6181 -0.0741 0.055 Uiso 1 calc R .
C6' C 0.7696(19) 0.7388(14) -0.0454(12) 0.058(7) Uani 1 d DU .
H6'A H 0.8247 0.7479 -0.0761 0.069 Uiso 1 calc R .
C7' C 0.7380(18) 0.8068(13) -0.0015(11) 0.053(7) Uani 1 d DU .
H7'A H 0.7706 0.8601 -0.0028 0.064 Uiso 1 calc R .
C8' C 0.6584(17) 0.7901(12) 0.0420(11) 0.046(6) Uani 1 d DU .
Br' Br 0.6105(3) 0.87612(19) 0.10153(17) 0.0806(12) Uani 1 d D .
C9' C 0.6128(18) 0.7119(11) 0.0449(9) 0.035(5) Uiso 1 d DU .
C10' C 0.6535(16) 0.5018(13) 0.0498(9) 0.041(6) Uani 1 d DU .
O' O 0.6713(13) 0.5043(10) 0.1121(7) 0.049(5) Uani 1 d D .
N11' N 0.7075(13) 0.4531(11) 0.0061(7) 0.035(5) Uani 1 d D .
C12' C 0.7864(16) 0.3915(12) 0.0354(10) 0.042(6) Uani 1 d DU .
H12B H 0.8232 0.4219 0.0724 0.051 Uiso 1 calc R .
C19' C 0.7269(19) 0.3190(12) 0.0691(12) 0.050(7) Uani 1 d DU .
H19D H 0.6777 0.3419 0.1018 0.076 Uiso 1 calc R .
H19E H 0.7754 0.2818 0.0924 0.076 Uiso 1 calc R .
H19F H 0.6898 0.2871 0.0344 0.076 Uiso 1 calc R .
C13' C 0.8677(14) 0.3688(10) -0.0179(9) 0.036(5) Uani 1 d DU .
C14' C 0.9438(14) 0.4258(12) -0.0366(9) 0.046(6) Uani 1 d DU .
H14B H 0.9440 0.4804 -0.0173 0.055 Uiso 1 calc R .
C15' C 1.0209(15) 0.4038(14) -0.0841(10) 0.061(7) Uani 1 d DU .
H15B H 1.0726 0.4428 -0.0969 0.073 Uiso 1 calc R .
C16' C 1.0185(16) 0.3247(12) -0.1110(10) 0.048(6) Uani 1 d DU .
H16B H 1.0700 0.3096 -0.1428 0.057 Uiso 1 calc R .
C17' C 0.9458(16) 0.2664(13) -0.0944(10) 0.051(6) Uani 1 d DU .
H17B H 0.9468 0.2119 -0.1139 0.061 Uiso 1 calc R .
C18' C 0.8687(15) 0.2894(12) -0.0470(9) 0.042(5) Uani 1 d DU .
H18B H 0.8171 0.2499 -0.0350 0.051 Uiso 1 calc R .
C20' C 0.5086(14) 0.5321(11) -0.0402(9) 0.046(5) Uani 1 d DU .
C21' C 0.4920(14) 0.5758(12) -0.0999(10) 0.051(6) Uani 1 d DU .
H21B H 0.5328 0.6237 -0.1098 0.062 Uiso 1 calc R .
C22' C 0.4142(15) 0.5498(14) -0.1474(10) 0.057(6) Uani 1 d DU .
H22B H 0.4037 0.5802 -0.1881 0.069 Uiso 1 calc R .
C23' C 0.3561(17) 0.4812(14) -0.1329(11) 0.075(8) Uani 1 d DU .
H23B H 0.3044 0.4642 -0.1640 0.090 Uiso 1 calc R .
C24' C 0.3699(16) 0.4361(14) -0.0749(12) 0.065(7) Uani 1 d DU .
H24B H 0.3289 0.3879 -0.0660 0.078 Uiso 1 calc R .
C25' C 0.4470(15) 0.4622(12) -0.0275(11) 0.062(7) Uani 1 d DU .
H25B H 0.4564 0.4314 0.0132 0.075 Uiso 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 0.051(12) 0.043(10) 0.036(10) -0.001(8) -0.005(10) 0.008(9)
C2 0.045(10) 0.057(12) 0.032(12) 0.001(10) -0.017(9) 0.009(10)
C3 0.038(10) 0.033(8) 0.023(9) -0.008(7) -0.005(6) 0.001(8)
C4 0.028(11) 0.034(7) 0.024(9) 0.001(7) 0.001(7) -0.009(8)
C5 0.034(11) 0.039(9) 0.019(10) 0.010(8) 0.002(8) -0.001(9)
C6 0.042(12) 0.063(11) 0.023(11) 0.005(9) -0.010(10) -0.015(9)
C7 0.051(13) 0.045(9) 0.035(11) -0.016(10) -0.005(9) -0.022(10)
C8 0.035(11) 0.035(8) 0.037(11) -0.002(8) -0.002(9) -0.017(9)
Br 0.0547(17) 0.0422(14) 0.103(2) -0.0135(18) -0.006(2) -0.0019(17)
C9 0.032(11) 0.027(8) 0.023(10) 0.008(7) 0.000(9) -0.009(8)
C10 0.019(12) 0.038(8) 0.038(12) -0.004(9) -0.006(9) -0.005(9)
O 0.060(11) 0.043(9) 0.021(9) 0.000(8) -0.006(9) -0.005(10)
N11 0.041(13) 0.032(10) 0.020(10) -0.008(9) -0.007(10) -0.008(10)
C12 0.043(10) 0.056(9) 0.025(11) 0.002(10) 0.002(9) -0.005(10)
C19 0.042(12) 0.074(17) 0.042(15) 0.002(14) -0.001(12) -0.007(12)
C13 0.060(10) 0.052(8) 0.030(12) 0.001(11) -0.011(11) 0.000(8)
C14 0.063(11) 0.064(10) 0.075(15) -0.007(13) 0.000(13) 0.008(9)
C15 0.066(12) 0.089(13) 0.086(17) -0.009(14) -0.021(14) 0.025(9)
C16 0.112(14) 0.074(10) 0.094(18) -0.020(14) -0.008(15) 0.022(12)
C17 0.113(14) 0.062(9) 0.069(16) 0.007(13) -0.013(15) 0.003(11)
C18 0.080(13) 0.061(9) 0.066(15) -0.007(13) 0.001(13) -0.009(9)
C20 0.027(10) 0.045(10) 0.015(8) -0.004(7) -0.015(7) -0.010(8)
C21 0.054(12) 0.053(12) 0.035(11) 0.000(10) 0.007(9) 0.006(9)
C22 0.055(12) 0.061(12) 0.060(13) -0.008(10) 0.007(10) 0.004(11)
C23 0.060(14) 0.073(14) 0.052(12) -0.012(10) 0.035(12) -0.014(10)
C24 0.068(14) 0.079(13) 0.020(10) 0.003(11) -0.001(9) -0.012(11)
C25 0.046(12) 0.052(12) 0.047(11) 0.013(9) 0.008(10) -0.003(10)
O1' 0.047(12) 0.034(9) 0.049(11) -0.004(9) 0.002(10) -0.010(8)
C2' 0.031(11) 0.050(13) 0.050(11) -0.018(10) 0.003(9) -0.008(9)
C3' 0.050(12) 0.044(9) 0.032(10) -0.002(8) 0.010(7) 0.007(7)
C4' 0.040(11) 0.045(8) 0.030(11) 0.007(7) 0.002(8) 0.013(8)
C5' 0.045(12) 0.055(10) 0.037(11) 0.001(10) 0.003(9) 0.000(10)
C6' 0.058(14) 0.063(11) 0.052(13) -0.004(10) 0.003(11) -0.007(10)
C7' 0.058(14) 0.047(10) 0.055(13) 0.009(9) 0.005(11) -0.011(11)
C8' 0.048(13) 0.049(9) 0.040(12) 0.002(10) -0.003(9) -0.010(10)
Br' 0.113(3) 0.0490(16) 0.079(2) -0.0186(18) 0.025(2) -0.002(2)
C10' 0.048(12) 0.040(10) 0.034(12) 0.000(10) -0.003(10) 0.001(9)
O' 0.068(13) 0.063(11) 0.018(8) -0.015(9) 0.001(9) 0.008(10)
N11' 0.037(12) 0.044(11) 0.026(10) -0.014(10) -0.013(10) 0.009(12)
C12' 0.051(12) 0.042(11) 0.034(11) 0.001(9) -0.004(9) 0.003(10)
C19' 0.042(15) 0.043(13) 0.066(16) -0.010(12) 0.006(12) -0.008(12)
C13' 0.040(11) 0.033(9) 0.034(10) 0.013(8) -0.012(8) 0.005(9)
C14' 0.048(12) 0.042(10) 0.048(12) 0.005(10) -0.003(9) 0.001(9)
C15' 0.050(13) 0.062(11) 0.070(15) -0.003(11) 0.012(10) -0.009(11)
C16' 0.048(13) 0.057(11) 0.038(12) 0.008(10) 0.001(10) 0.009(10)
C17' 0.059(13) 0.048(11) 0.045(13) -0.002(10) 0.004(10) 0.004(9)
C18' 0.041(12) 0.038(9) 0.048(12) 0.005(9) -0.001(9) 0.008(9)
C20' 0.048(12) 0.043(11) 0.048(9) -0.007(8) -0.002(9) 0.020(8)
C21' 0.050(13) 0.055(12) 0.049(11) -0.004(9) 0.000(10) 0.016(10)
C22' 0.050(13) 0.081(12) 0.041(11) -0.017(10) 0.006(9) 0.034(11)
C23' 0.071(15) 0.083(14) 0.070(13) -0.033(11) -0.019(12) 0.009(11)
C24' 0.055(13) 0.069(13) 0.072(13) -0.024(10) 0.002(11) 0.011(11)
C25' 0.064(14) 0.058(12) 0.065(13) -0.003(10) -0.003(10) 0.001(10)

_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 C9 1.40(2) . ?
O1 C2 1.422(19) . ?
C2 C3 1.60(2) . ?
C3 C4 1.50(2) . ?
C3 C20 1.54(2) . ?
C3 C10 1.55(2) . ?
C4 C9 1.40(2) . ?
C4 C5 1.40(2) . ?
C5 C6 1.37(2) . ?
C6 C7 1.43(2) . ?
C7 C8 1.37(2) . ?
C8 C9 1.37(2) . ?
C8 Br 1.902(17) . ?
C10 O 1.233(18) . ?
C10 N11 1.344(19) . ?
N11 C12 1.50(2) . ?
C12 C13 1.52(2) . ?
C12 C19 1.53(2) . ?
C13 C14 1.373(18) . ?
C13 C18 1.381(18) . ?
C14 C15 1.41(2) . ?
C15 C16 1.347(19) . ?
C16 C17 1.34(2) . ?
C17 C18 1.41(2) . ?
C20 C21 1.376(17) . ?
C20 C25 1.381(17) . ?
C21 C22 1.415(18) . ?
C22 C23 1.355(18) . ?
C23 C24 1.350(18) . ?
C24 C25 1.425(19) . ?
O1' C9' 1.40(2) . ?
O1' C2' 1.425(19) . ?
C2' C3' 1.61(2) . ?
C3' C4' 1.50(2) . ?
C3' C20' 1.55(2) . ?
C3' C10' 1.55(2) . ?
C4' C9' 1.39(2) . ?
C4' C5' 1.40(2) . ?
C5' C6' 1.37(2) . ?
C6' C7' 1.43(2) . ?
C7' C8' 1.36(2) . ?
C8' C9' 1.37(2) . ?
C8' Br' 1.890(18) . ?
C10' O' 1.241(18) . ?
C10' N11' 1.343(19) . ?
N11' C12' 1.52(2) . ?
C12' C13' 1.52(2) . ?
C12' C19' 1.53(2) . ?
C13' C18' 1.375(18) . ?
C13' C14' 1.378(17) . ?
C14' C15' 1.40(2) . ?
C15' C16' 1.353(19) . ?
C16' C17' 1.351(19) . ?
C17' C18' 1.40(2) . ?
C20' C21' 1.372(17) . ?
C20' C25' 1.380(17) . ?
C21' C22' 1.424(19) . ?
C22' C23' 1.346(18) . ?
C23' C24' 1.351(18) . ?
C24' C25' 1.418(19) . ?

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
C9 O1 C2 107.5(14) . . ?
O1 C2 C3 107.9(14) . . ?
C4 C3 C20 110.6(14) . . ?
C4 C3 C10 113.0(13) . . ?
C20 C3 C10 112.4(13) . . ?
C4 C3 C2 98.7(13) . . ?
C20 C3 C2 113.6(14) . . ?
C10 C3 C2 107.8(14) . . ?
C9 C4 C5 119.1(16) . . ?
C9 C4 C3 110.4(15) . . ?
C5 C4 C3 130.2(16) . . ?
C6 C5 C4 119.0(17) . . ?
C5 C6 C7 120.9(18) . . ?
C8 C7 C6 119.3(17) . . ?
C7 C8 C9 120.0(17) . . ?
C7 C8 Br 120.4(14) . . ?
C9 C8 Br 119.6(14) . . ?
C8 C9 C4 121.5(17) . . ?
C8 C9 O1 126.4(16) . . ?
C4 C9 O1 111.9(15) . . ?
O C10 N11 125.9(17) . . ?
O C10 C3 121.5(15) . . ?
N11 C10 C3 112.6(14) . . ?
C10 N11 C12 123.1(15) . . ?
N11 C12 C13 112.8(14) . . ?
N11 C12 C19 107.9(15) . . ?
C13 C12 C19 117.2(17) . . ?
C14 C13 C18 119(2) . . ?
C14 C13 C12 122.3(17) . . ?
C18 C13 C12 118.4(17) . . ?
C13 C14 C15 121.2(19) . . ?
C16 C15 C14 117(2) . . ?
C17 C16 C15 125(3) . . ?
C16 C17 C18 118(2) . . ?
C13 C18 C17 119.8(19) . . ?
C21 C20 C25 118.7(18) . . ?
C21 C20 C3 118.6(14) . . ?
C25 C20 C3 122.7(15) . . ?
C20 C21 C22 121.8(17) . . ?
C23 C22 C21 118.4(19) . . ?
C24 C23 C22 121(2) . . ?
C23 C24 C25 120.6(18) . . ?
C20 C25 C24 119.0(16) . . ?
C9' O1' C2' 108.3(14) . . ?
O1' C2' C3' 108.2(15) . . ?
C4' C3' C20' 117.3(15) . . ?
C4' C3' C10' 108.0(15) . . ?
C20' C3' C10' 114.8(14) . . ?
C4' C3' C2' 99.8(13) . . ?
C20' C3' C2' 106.2(14) . . ?
C10' C3' C2' 109.5(14) . . ?
C9' C4' C5' 117.0(17) . . ?
C9' C4' C3' 110.9(15) . . ?
C5' C4' C3' 131.9(17) . . ?
C6' C5' C4' 119.9(19) . . ?
C5' C6' C7' 122(2) . . ?
C8' C7' C6' 116.4(19) . . ?
C7' C8' C9' 121.6(18) . . ?
C7' C8' Br' 119.5(15) . . ?
C9' C8' Br' 118.9(15) . . ?
C8' C9' C4' 122.7(17) . . ?
C8' C9' O1' 124.7(17) . . ?
C4' C9' O1' 112.5(15) . . ?
O' C10' N11' 123.2(18) . . ?
O' C10' C3' 119.9(16) . . ?
N11' C10' C3' 116.1(15) . . ?
C10' N11' C12' 118.1(14) . . ?
N11' C12' C13' 110.6(14) . . ?
N11' C12' C19' 107.9(17) . . ?
C13' C12' C19' 117.7(16) . . ?
C18' C13' C14' 118.4(19) . . ?
C18' C13' C12' 120.3(16) . . ?
C14' C13' C12' 121.2(16) . . ?
C13' C14' C15' 121.1(18) . . ?
C16' C15' C14' 118.0(19) . . ?
C17' C16' C15' 123(2) . . ?
C16' C17' C18' 118.1(19) . . ?
C13' C18' C17' 121.0(18) . . ?
C21' C20' C25' 117.6(19) . . ?
C21' C20' C3' 121.9(16) . . ?
C25' C20' C3' 119.6(16) . . ?
C20' C21' C22' 121.3(17) . . ?
C23' C22' C21' 119.0(19) . . ?
C22' C23' C24' 122(2) . . ?
C23' C24' C25' 119(2) . . ?
C20' C25' C24' 121.1(18) . . ?

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
C9 O1 C2 C3 -17(2) . . . . ?
O1 C2 C3 C4 19(2) . . . . ?
O1 C2 C3 C20 -98.3(19) . . . . ?
O1 C2 C3 C10 136.5(17) . . . . ?
C20 C3 C4 C9 104.9(18) . . . . ?
C10 C3 C4 C9 -128.1(18) . . . . ?
C2 C3 C4 C9 -14(2) . . . . ?
C20 C3 C4 C5 -69(2) . . . . ?
C10 C3 C4 C5 58(3) . . . . ?
C2 C3 C4 C5 171(2) . . . . ?
C9 C4 C5 C6 4(3) . . . . ?
C3 C4 C5 C6 178(2) . . . . ?
C4 C5 C6 C7 -2(3) . . . . ?
C5 C6 C7 C8 0(4) . . . . ?
C6 C7 C8 C9 -1(3) . . . . ?
C6 C7 C8 Br 177.1(17) . . . . ?
C7 C8 C9 C4 3(3) . . . . ?
Br C8 C9 C4 -175.0(16) . . . . ?
C7 C8 C9 O1 177(2) . . . . ?
Br C8 C9 O1 -1(3) . . . . ?
C5 C4 C9 C8 -5(3) . . . . ?
C3 C4 C9 C8 -179.6(18) . . . . ?
C5 C4 C9 O1 -179.3(17) . . . . ?
C3 C4 C9 O1 6(2) . . . . ?
C2 O1 C9 C8 -167(2) . . . . ?
C2 O1 C9 C4 8(2) . . . . ?
C4 C3 C10 O -12(3) . . . . ?
C20 C3 C10 O 114(2) . . . . ?
C2 C3 C10 O -120(2) . . . . ?
C4 C3 C10 N11 168.5(16) . . . . ?
C20 C3 C10 N11 -65(2) . . . . ?
C2 C3 C10 N11 60(2) . . . . ?
O C10 N11 C12 12(3) . . . . ?
C3 C10 N11 C12 -169.4(16) . . . . ?
C10 N11 C12 C13 -93(2) . . . . ?
C10 N11 C12 C19 135.8(19) . . . . ?
N11 C12 C13 C14 7(2) . . . . ?
C19 C12 C13 C14 133.6(16) . . . . ?
N11 C12 C13 C18 -172.3(13) . . . . ?
C19 C12 C13 C18 -46(2) . . . . ?
C18 C13 C14 C15 0.0(6) . . . . ?
C12 C13 C14 C15 -179.8(18) . . . . ?
C13 C14 C15 C16 -0.3(6) . . . . ?
C14 C15 C16 C17 0.9(14) . . . . ?
C15 C16 C17 C18 -1.0(18) . . . . ?
C14 C13 C18 C17 -0.1(12) . . . . ?
C12 C13 C18 C17 179.7(18) . . . . ?
C16 C17 C18 C13 0.6(16) . . . . ?
C4 C3 C20 C21 92.2(14) . . . . ?
C10 C3 C20 C21 -35.1(17) . . . . ?
C2 C3 C20 C21 -157.9(12) . . . . ?
C4 C3 C20 C25 -85.5(16) . . . . ?
C10 C3 C20 C25 147.1(13) . . . . ?
C2 C3 C20 C25 24.4(19) . . . . ?
C25 C20 C21 C22 -0.1(5) . . . . ?
C3 C20 C21 C22 -177.9(14) . . . . ?
C20 C21 C22 C23 -0.3(6) . . . . ?
C21 C22 C23 C24 0.8(13) . . . . ?
C22 C23 C24 C25 -0.9(16) . . . . ?
C21 C20 C25 C24 0.0(12) . . . . ?
C3 C20 C25 C24 177.8(15) . . . . ?
C23 C24 C25 C20 0.5(16) . . . . ?
C9' O1' C2' C3' 4(2) . . . . ?
O1' C2' C3' C4' -5(2) . . . . ?
O1' C2' C3' C20' -127.5(17) . . . . ?
O1' C2' C3' C10' 108.0(19) . . . . ?
C20' C3' C4' C9' 118.9(19) . . . . ?
C10' C3' C4' C9' -109.5(18) . . . . ?
C2' C3' C4' C9' 5(2) . . . . ?
C20' C3' C4' C5' -66(3) . . . . ?
C10' C3' C4' C5' 65(3) . . . . ?
C2' C3' C4' C5' 180(2) . . . . ?
C9' C4' C5' C6' -1(3) . . . . ?
C3' C4' C5' C6' -176(2) . . . . ?
C4' C5' C6' C7' -1(4) . . . . ?
C5' C6' C7' C8' 0(4) . . . . ?
C6' C7' C8' C9' 2(4) . . . . ?
C6' C7' C8' Br' -179.5(18) . . . . ?
C7' C8' C9' C4' -4(4) . . . . ?
Br' C8' C9' C4' 177.6(17) . . . . ?
C7' C8' C9' O1' 179(2) . . . . ?
Br' C8' C9' O1' 0(3) . . . . ?
C5' C4' C9' C8' 3(3) . . . . ?
C3' C4' C9' C8' 179(2) . . . . ?
C5' C4' C9' O1' -178.8(19) . . . . ?
C3' C4' C9' O1' -3(3) . . . . ?
C2' O1' C9' C8' 177(2) . . . . ?
C2' O1' C9' C4' -1(2) . . . . ?
C4' C3' C10' O' 85(2) . . . . ?
C20' C3' C10' O' -142(2) . . . . ?
C2' C3' C10' O' -23(3) . . . . ?
C4' C3' C10' N11' -85(2) . . . . ?
C20' C3' C10' N11' 48(2) . . . . ?
C2' C3' C10' N11' 166.8(18) . . . . ?
O' C10' N11' C12' 7(3) . . . . ?
C3' C10' N11' C12' 176.3(16) . . . . ?
C10' N11' C12' C13' -157.3(18) . . . . ?
C10' N11' C12' C19' 73(2) . . . . ?
N11' C12' C13' C18' -108.4(16) . . . . ?
C19' C12' C13' C18' 16(2) . . . . ?
N11' C12' C13' C14' 73.6(18) . . . . ?
C19' C12' C13' C14' -161.7(16) . . . . ?
C18' C13' C14' C15' -0.2(5) . . . . ?
C12' C13' C14' C15' 177.8(15) . . . . ?
C13' C14' C15' C16' -0.1(6) . . . . ?
C14' C15' C16' C17' 0.0(13) . . . . ?
C15' C16' C17' C18' 0.3(16) . . . . ?
C14' C13' C18' C17' 0.5(12) . . . . ?
C12' C13' C18' C17' -177.5(15) . . . . ?
C16' C17' C18' C13' -0.6(16) . . . . ?
C4' C3' C20' C21' -8(2) . . . . ?
C10' C3' C20' C21' -136.6(13) . . . . ?
C2' C3' C20' C21' 102.3(15) . . . . ?
C4' C3' C20' C25' -177.3(13) . . . . ?
C10' C3' C20' C25' 54.3(19) . . . . ?
C2' C3' C20' C25' -66.8(16) . . . . ?
C25' C20' C21' C22' -0.1(5) . . . . ?
C3' C20' C21' C22' -169.4(15) . . . . ?
C20' C21' C22' C23' 0.1(6) . . . . ?
C21' C22' C23' C24' -0.4(13) . . . . ?
C22' C23' C24' C25' 0.7(16) . . . . ?
C21' C20' C25' C24' 0.4(12) . . . . ?
C3' C20' C25' C24' 170.0(16) . . . . ?
C23' C24' C25' C20' -0.7(16) . . . . ?

_refine_diff_density_max         0.56
_refine_diff_density_min         -0.64
_refine_diff_density_rms         0.13

#===END of CIF

data_BZEOXA
_database_code_depnum_ccdc_archive 'CCDC 613517'

_audit_creation_method           SHELXL97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H35 N O5'
_chemical_formula_sum            'C27 H35 N O5'
_chemical_formula_weight         453.56
_chemical_absolute_configuration syn

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           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   9.5722(11)
_cell_length_b                   11.5881(13)
_cell_length_c                   23.044(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2556.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3504
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      27.85

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             976
_exptl_absorpt_coefficient_mu    0.081
_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      150(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 SMART1000 CCD area detector'
_diffrn_measurement_method       omega
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            22674
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_av_sigmaI/netI    0.017
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         28.72
_reflns_number_total             3463
_reflns_number_gt                3045
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'Bruker SMART version 5.054 (Bruker, 1998)'
_computing_cell_refinement       'Bruker SAINT version 6.02a (Bruker, 2000)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-97; PLATON (Spek, 2001)'

_refine_special_details          
;
?
;

_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^)+(0.0471P)^2^+0.1453P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'geometrically placed, OH, C4-prime Me delta-F'
_refine_ls_hydrogen_treatment    
'riding model, OH, C4-prime Me rigid rotating group'
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
#_refine_ls_abs_structure_details
# 'Flack H D (1983), Acta Cryst. A39, 876-881'
#_refine_ls_abs_structure_Flack 'not reliably determinable'
_refine_ls_number_reflns         3438
_refine_ls_number_parameters     300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0297
_refine_ls_wR_factor_ref         0.0787
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.54715(11) 0.76052(9) 0.04863(5) 0.0299(2) Uani 1 1 d . . .
C2 C 0.42657(16) 0.82754(13) 0.03519(6) 0.0272(3) Uani 1 1 d . . .
N3 N 0.44107(13) 0.92597(11) 0.07651(5) 0.0258(3) Uani 1 1 d . . .
C4 C 0.55219(15) 0.90371(13) 0.11963(6) 0.0248(3) Uani 1 1 d . . .
H4A H 0.5164 0.9172 0.1598 0.030 Uiso 1 1 calc R . .
C5 C 0.57601(17) 0.77471(13) 0.10916(6) 0.0284(3) Uani 1 1 d . . .
H5A H 0.6735 0.7527 0.1183 0.034 Uiso 1 1 calc R . .
H5B H 0.5117 0.7276 0.1331 0.034 Uiso 1 1 calc R . .
C6 C 0.29503(18) 0.75727(16) 0.04613(8) 0.0380(4) Uani 1 1 d . . .
H6A H 0.2911 0.7349 0.0871 0.057 Uiso 1 1 calc R . .
H6B H 0.2965 0.6878 0.0219 0.057 Uiso 1 1 calc R . .
H6C H 0.2127 0.8038 0.0365 0.057 Uiso 1 1 calc R . .
C7 C 0.4407(2) 0.86578(15) -0.02764(6) 0.0363(4) Uani 1 1 d . . .
H7A H 0.5269 0.9105 -0.0323 0.054 Uiso 1 1 calc R . .
H7B H 0.3604 0.9137 -0.0383 0.054 Uiso 1 1 calc R . .
H7C H 0.4440 0.7977 -0.0529 0.054 Uiso 1 1 calc R . .
C8 C 0.35550(17) 1.01818(14) 0.08058(6) 0.0284(3) Uani 1 1 d . . .
O8 O 0.37583(12) 1.09885(11) 0.11415(5) 0.0379(3) Uani 1 1 d . . .
O9 O 0.24650(12) 1.00979(10) 0.04435(5) 0.0321(2) Uani 1 1 d . . .
C10 C 0.16913(17) 1.11420(14) 0.02525(7) 0.0313(3) Uani 1 1 d . . .
C11 C 0.08490(19) 1.16397(16) 0.07511(8) 0.0380(4) Uani 1 1 d . . .
H11A H 0.1485 1.1946 0.1047 0.057 Uiso 1 1 calc R . .
H11B H 0.0267 1.1032 0.0922 0.057 Uiso 1 1 calc R . .
H11C H 0.0250 1.2263 0.0607 0.057 Uiso 1 1 calc R . .
C12 C 0.0756(2) 1.06521(17) -0.02208(8) 0.0420(4) Uani 1 1 d . . .
H12A H 0.1335 1.0339 -0.0534 0.063 Uiso 1 1 calc R . .
H12B H 0.0157 1.1266 -0.0375 0.063 Uiso 1 1 calc R . .
H12C H 0.0173 1.0036 -0.0059 0.063 Uiso 1 1 calc R . .
C13 C 0.2725(2) 1.19949(19) 0.00013(9) 0.0506(5) Uani 1 1 d . . .
H13A H 0.3317 1.2300 0.0313 0.076 Uiso 1 1 calc R . .
H13B H 0.2218 1.2631 -0.0183 0.076 Uiso 1 1 calc R . .
H13C H 0.3310 1.1606 -0.0288 0.076 Uiso 1 1 calc R . .
C1' C 0.68590(16) 0.97408(13) 0.10902(6) 0.0264(3) Uani 1 1 d . . .
H1'A H 0.7213 0.9550 0.0693 0.032 Uiso 1 1 calc R . .
O1' O 0.66084(13) 1.09550(9) 0.11147(6) 0.0373(3) Uani 1 1 d . . .
H1' H 0.5753 1.1075 0.1170 0.056 Uiso 1 1 calc R . .
C2' C 0.79879(15) 0.94272(12) 0.15251(6) 0.0239(3) Uani 1 1 d . . .
C3' C 0.92204(16) 0.90392(13) 0.13429(7) 0.0280(3) Uani 1 1 d . . .
H3'A H 0.9343 0.8981 0.0935 0.034 Uiso 1 1 calc R . .
C4' C 1.04337(17) 0.86850(16) 0.17110(7) 0.0360(4) Uani 1 1 d . . .
H4'1 H 1.0206 0.8809 0.2121 0.054 Uiso 1 1 calc R . .
H4'2 H 1.1254 0.9147 0.1607 0.054 Uiso 1 1 calc R . .
H4'3 H 1.0637 0.7866 0.1646 0.054 Uiso 1 1 calc R . .
C1A C 0.76461(15) 0.95818(12) 0.21552(6) 0.0240(3) Uani 1 1 d . . .
C2A C 0.73708(16) 0.86290(13) 0.25117(6) 0.0255(3) Uani 1 1 d . . .
C3A C 0.70357(17) 0.87735(14) 0.30975(7) 0.0305(3) Uani 1 1 d . . .
H3AA H 0.6849 0.8122 0.3336 0.037 Uiso 1 1 calc R . .
C4A C 0.69784(17) 0.98779(16) 0.33268(7) 0.0347(4) Uani 1 1 d . . .
H4AA H 0.6752 0.9981 0.3725 0.042 Uiso 1 1 calc R . .
C5A C 0.72463(17) 1.08275(15) 0.29851(7) 0.0343(4) Uani 1 1 d . . .
H5AA H 0.7206 1.1581 0.3147 0.041 Uiso 1 1 calc R . .
C6A C 0.75760(17) 1.06772(14) 0.24028(7) 0.0298(3) Uani 1 1 d . . .
H6AA H 0.7758 1.1335 0.2169 0.036 Uiso 1 1 calc R . .
O7A O 0.74534(13) 0.75779(9) 0.22409(4) 0.0303(2) Uani 1 1 d . . .
C8A C 0.7226(2) 0.65699(14) 0.25872(7) 0.0366(4) Uani 1 1 d . . .
H8AA H 0.6252 0.6557 0.2731 0.044 Uiso 1 1 calc R . .
H8AB H 0.7861 0.6576 0.2926 0.044 Uiso 1 1 calc R . .
C9A C 0.75020(18) 0.55257(13) 0.22213(6) 0.0290(3) Uani 1 1 d . . .
C10A C 0.65121(18) 0.46557(14) 0.21838(7) 0.0331(3) Uani 1 1 d . . .
H10A H 0.5634 0.4745 0.2371 0.040 Uiso 1 1 calc R . .
C11A C 0.67945(19) 0.36540(15) 0.18745(8) 0.0376(4) Uani 1 1 d . . .
H11D H 0.6114 0.3058 0.1855 0.045 Uiso 1 1 calc R . .
C12A C 0.80619(19) 0.35206(15) 0.15954(7) 0.0354(4) Uani 1 1 d . . .
H12D H 0.8255 0.2833 0.1386 0.043 Uiso 1 1 calc R . .
C13A C 0.90459(19) 0.43900(15) 0.16222(7) 0.0369(4) Uani 1 1 d . . .
H13D H 0.9914 0.4303 0.1427 0.044 Uiso 1 1 calc R . .
C14A C 0.87716(18) 0.53907(15) 0.19325(8) 0.0357(4) Uani 1 1 d . . .
H14A H 0.9452 0.5987 0.1948 0.043 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 0.0322(6) 0.0281(5) 0.0293(5) -0.0048(5) -0.0020(4) 0.0040(5)
C2 0.0304(8) 0.0264(7) 0.0249(7) -0.0049(6) -0.0020(6) 0.0016(6)
N3 0.0271(6) 0.0287(6) 0.0215(6) -0.0048(5) -0.0035(5) 0.0024(5)
C4 0.0252(7) 0.0284(7) 0.0208(6) -0.0004(6) -0.0018(6) 0.0005(6)
C5 0.0299(7) 0.0270(7) 0.0282(7) 0.0020(6) -0.0032(6) -0.0030(6)
C6 0.0342(8) 0.0379(9) 0.0420(9) -0.0025(8) -0.0077(7) -0.0058(7)
C7 0.0444(10) 0.0395(9) 0.0250(7) -0.0043(7) -0.0016(7) 0.0090(8)
C8 0.0275(7) 0.0342(8) 0.0235(7) -0.0037(6) 0.0001(6) 0.0036(7)
O8 0.0371(6) 0.0410(7) 0.0356(6) -0.0149(5) -0.0060(5) 0.0118(5)
O9 0.0293(5) 0.0334(6) 0.0335(5) -0.0050(5) -0.0061(5) 0.0064(5)
C10 0.0300(8) 0.0310(8) 0.0328(8) 0.0046(6) -0.0033(7) 0.0030(7)
C11 0.0341(9) 0.0368(9) 0.0431(9) -0.0025(7) 0.0002(7) 0.0079(8)
C12 0.0391(9) 0.0455(10) 0.0414(9) -0.0015(8) -0.0126(8) 0.0066(8)
C13 0.0504(11) 0.0559(12) 0.0455(10) 0.0141(9) -0.0014(9) -0.0148(10)
C1' 0.0285(7) 0.0252(7) 0.0256(7) 0.0024(6) -0.0004(6) -0.0009(6)
O1' 0.0385(6) 0.0228(5) 0.0505(7) 0.0061(5) -0.0085(6) -0.0005(5)
C2' 0.0265(7) 0.0199(7) 0.0253(7) 0.0008(5) -0.0008(6) -0.0034(6)
C3' 0.0305(8) 0.0271(7) 0.0264(7) -0.0019(6) 0.0018(6) -0.0026(7)
C4' 0.0268(8) 0.0442(9) 0.0370(8) -0.0020(7) 0.0012(7) 0.0051(7)
C1A 0.0204(7) 0.0251(7) 0.0265(7) -0.0023(6) -0.0019(6) 0.0007(6)
C2A 0.0243(7) 0.0263(7) 0.0259(7) -0.0028(6) -0.0025(6) 0.0011(6)
C3A 0.0309(8) 0.0355(8) 0.0251(7) 0.0007(6) -0.0001(6) 0.0011(7)
C4A 0.0304(8) 0.0453(10) 0.0285(7) -0.0097(7) 0.0019(6) 0.0013(7)
C5A 0.0327(8) 0.0326(8) 0.0376(9) -0.0132(7) 0.0027(7) -0.0010(7)
C6A 0.0274(8) 0.0269(7) 0.0351(8) -0.0035(6) 0.0009(7) -0.0015(6)
O7A 0.0472(7) 0.0220(5) 0.0218(5) 0.0008(4) 0.0015(5) 0.0007(5)
C8A 0.0554(11) 0.0264(8) 0.0281(7) 0.0044(6) 0.0029(8) -0.0030(8)
C9A 0.0382(8) 0.0239(7) 0.0248(7) 0.0068(6) -0.0022(7) 0.0008(7)
C10A 0.0306(8) 0.0317(8) 0.0371(8) 0.0035(7) 0.0025(7) 0.0005(7)
C11A 0.0382(9) 0.0285(8) 0.0461(10) 0.0006(7) -0.0014(8) -0.0070(7)
C12A 0.0458(10) 0.0272(8) 0.0332(8) 0.0011(7) -0.0002(7) 0.0047(7)
C13A 0.0364(9) 0.0367(9) 0.0378(9) 0.0041(7) 0.0061(7) 0.0036(7)
C14A 0.0367(9) 0.0306(8) 0.0399(9) 0.0031(7) 0.0003(7) -0.0073(7)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.4253(18) . ?
O1 C5 1.4313(18) . ?
C2 N3 1.4924(18) . ?
C2 C7 1.520(2) . ?
C2 C6 1.521(2) . ?
N3 C8 1.350(2) . ?
N3 C4 1.4782(18) . ?
C4 C5 1.531(2) . ?
C4 C1' 1.537(2) . ?
C8 O8 1.2290(19) . ?
C8 O9 1.3397(19) . ?
O9 C10 1.4853(19) . ?
C10 C13 1.514(2) . ?
C10 C11 1.517(2) . ?
C10 C12 1.521(2) . ?
C1' O1' 1.4285(19) . ?
C1' C2' 1.518(2) . ?
C2' C3' 1.331(2) . ?
C2' C1A 1.499(2) . ?
C3' C4' 1.495(2) . ?
C1A C6A 1.393(2) . ?
C1A C2A 1.401(2) . ?
C2A O7A 1.3709(17) . ?
C2A C3A 1.398(2) . ?
C3A C4A 1.386(2) . ?
C4A C5A 1.377(3) . ?
C5A C6A 1.389(2) . ?
O7A C8A 1.4313(18) . ?
C8A C9A 1.498(2) . ?
C9A C10A 1.386(2) . ?
C9A C14A 1.394(2) . ?
C10A C11A 1.389(2) . ?
C11A C12A 1.382(3) . ?
C12A C13A 1.381(2) . ?
C13A C14A 1.387(2) . ?

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 O1 C5 107.79(11) . . ?
O1 C2 N3 101.68(11) . . ?
O1 C2 C7 107.08(13) . . ?
N3 C2 C7 112.12(13) . . ?
O1 C2 C6 110.05(12) . . ?
N3 C2 C6 112.36(13) . . ?
C7 C2 C6 112.82(13) . . ?
C8 N3 C4 121.89(12) . . ?
C8 N3 C2 126.37(12) . . ?
C4 N3 C2 111.25(12) . . ?
N3 C4 C5 99.89(12) . . ?
N3 C4 C1' 113.56(12) . . ?
C5 C4 C1' 111.64(12) . . ?
O1 C5 C4 103.70(12) . . ?
O8 C8 O9 124.80(14) . . ?
O8 C8 N3 123.36(14) . . ?
O9 C8 N3 111.84(13) . . ?
C8 O9 C10 120.92(12) . . ?
O9 C10 C13 108.62(14) . . ?
O9 C10 C11 110.50(13) . . ?
C13 C10 C11 112.87(16) . . ?
O9 C10 C12 101.65(13) . . ?
C13 C10 C12 110.74(15) . . ?
C11 C10 C12 111.84(14) . . ?
O1' C1' C2' 109.22(12) . . ?
O1' C1' C4 112.11(12) . . ?
C2' C1' C4 111.15(12) . . ?
C3' C2' C1A 122.66(13) . . ?
C3' C2' C1' 120.25(13) . . ?
C1A C2' C1' 117.10(12) . . ?
C2' C3' C4' 127.04(14) . . ?
C6A C1A C2A 117.95(13) . . ?
C6A C1A C2' 121.07(13) . . ?
C2A C1A C2' 120.98(12) . . ?
O7A C2A C3A 124.01(14) . . ?
O7A C2A C1A 114.98(12) . . ?
C3A C2A C1A 121.00(14) . . ?
C4A C3A C2A 119.21(16) . . ?
C5A C4A C3A 120.83(15) . . ?
C4A C5A C6A 119.63(15) . . ?
C5A C6A C1A 121.37(15) . . ?
C2A O7A C8A 117.55(11) . . ?
O7A C8A C9A 108.57(12) . . ?
C10A C9A C14A 118.97(15) . . ?
C10A C9A C8A 120.14(15) . . ?
C14A C9A C8A 120.84(15) . . ?
C9A C10A C11A 120.46(16) . . ?
C12A C11A C10A 120.21(16) . . ?
C13A C12A C11A 119.78(16) . . ?
C12A C13A C14A 120.25(16) . . ?
C13A C14A C9A 120.31(15) . . ?

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
C5 O1 C2 N3 32.16(14) . . . . ?
C5 O1 C2 C7 149.93(13) . . . . ?
C5 O1 C2 C6 -87.11(14) . . . . ?
O1 C2 N3 C8 177.47(14) . . . . ?
C7 C2 N3 C8 63.4(2) . . . . ?
C6 C2 N3 C8 -64.91(19) . . . . ?
O1 C2 N3 C4 -10.55(15) . . . . ?
C7 C2 N3 C4 -124.61(14) . . . . ?
C6 C2 N3 C4 107.07(14) . . . . ?
C8 N3 C4 C5 159.50(14) . . . . ?
C2 N3 C4 C5 -12.90(15) . . . . ?
C8 N3 C4 C1' -81.52(17) . . . . ?
C2 N3 C4 C1' 106.08(14) . . . . ?
C2 O1 C5 C4 -41.70(15) . . . . ?
N3 C4 C5 O1 31.69(14) . . . . ?
C1' C4 C5 O1 -88.69(14) . . . . ?
C4 N3 C8 O8 11.6(2) . . . . ?
C2 N3 C8 O8 -177.22(15) . . . . ?
C4 N3 C8 O9 -167.68(13) . . . . ?
C2 N3 C8 O9 3.5(2) . . . . ?
O8 C8 O9 C10 23.2(2) . . . . ?
N3 C8 O9 C10 -157.53(13) . . . . ?
C8 O9 C10 C13 53.62(19) . . . . ?
C8 O9 C10 C11 -70.71(17) . . . . ?
C8 O9 C10 C12 170.43(13) . . . . ?
N3 C4 C1' O1' 60.62(17) . . . . ?
C5 C4 C1' O1' 172.61(12) . . . . ?
N3 C4 C1' C2' -176.82(12) . . . . ?
C5 C4 C1' C2' -64.82(16) . . . . ?
O1' C1' C2' C3' -113.74(15) . . . . ?
C4 C1' C2' C3' 122.05(15) . . . . ?
O1' C1' C2' C1A 65.95(16) . . . . ?
C4 C1' C2' C1A -58.27(17) . . . . ?
C1A C2' C3' C4' 0.9(2) . . . . ?
C1' C2' C3' C4' -179.46(15) . . . . ?
C3' C2' C1A C6A 106.21(18) . . . . ?
C1' C2' C1A C6A -73.47(18) . . . . ?
C3' C2' C1A C2A -74.56(19) . . . . ?
C1' C2' C1A C2A 105.77(16) . . . . ?
C6A C1A C2A O7A 179.82(14) . . . . ?
C2' C1A C2A O7A 0.6(2) . . . . ?
C6A C1A C2A C3A 0.0(2) . . . . ?
C2' C1A C2A C3A -179.23(14) . . . . ?
O7A C2A C3A C4A -179.86(15) . . . . ?
C1A C2A C3A C4A -0.1(2) . . . . ?
C2A C3A C4A C5A 0.0(2) . . . . ?
C3A C4A C5A C6A 0.1(3) . . . . ?
C4A C5A C6A C1A -0.2(3) . . . . ?
C2A C1A C6A C5A 0.1(2) . . . . ?
C2' C1A C6A C5A 179.36(14) . . . . ?
C3A C2A O7A C8A -2.2(2) . . . . ?
C1A C2A O7A C8A 178.06(15) . . . . ?
C2A O7A C8A C9A -174.53(14) . . . . ?
O7A C8A C9A C10A -127.81(16) . . . . ?
O7A C8A C9A C14A 54.7(2) . . . . ?
C14A C9A C10A C11A 1.5(2) . . . . ?
C8A C9A C10A C11A -176.03(15) . . . . ?
C9A C10A C11A C12A -0.7(3) . . . . ?
C10A C11A C12A C13A -0.3(3) . . . . ?
C11A C12A C13A C14A 0.6(3) . . . . ?
C12A C13A C14A C9A 0.2(3) . . . . ?
C10A C9A C14A C13A -1.2(2) . . . . ?
C8A C9A C14A C13A 176.27(15) . . . . ?

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' H1' O8 0.84 1.91 2.729(3) 163.5 .

_diffrn_measured_fraction_theta_max 0.925
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.989

_refine_diff_density_max         0.19
_refine_diff_density_min         -0.18
_refine_diff_density_rms         0.03

#===END of CIF

data_JODBUT
_database_code_depnum_ccdc_archive 'CCDC 613518'

_audit_creation_method           SHELXL97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H40 I N O5'
_chemical_formula_sum            'C34 H40 I N O5'
_chemical_formula_weight         669.57
_chemical_absolute_configuration ad

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21'

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

_cell_length_a                   11.7081(8)
_cell_length_b                   10.0539(7)
_cell_length_c                   13.8008(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.039(2)
_cell_angle_gamma                90.00
_cell_volume                     1612.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4513
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.95

_exptl_crystal_description       column
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688
_exptl_absorpt_coefficient_mu    1.033
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.455
_exptl_absorpt_correction_T_max  0.488
_exptl_absorpt_process_details   'SHELXTL version 5.10 (Bruker, 1997)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(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 SMART1000 CCD area detector'
_diffrn_measurement_method       omega
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8763
_diffrn_reflns_av_R_equivalents  0.016
_diffrn_reflns_av_sigmaI/netI    0.028
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         28.74
_reflns_number_total             6893
_reflns_number_gt                6129
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'Bruker SMART version 5.624 (Bruker, 2001)'
_computing_cell_refinement       'Bruker SAINT version 6.02a (Bruker, 2000)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL-97; PLATON (Spek, 2001)'

_refine_special_details          
;
?
;

_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^)+(0.040P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   
'Me-(sp2) from delta-F; others placed geometrically'
_refine_ls_hydrogen_treatment    'rigid rotating group; riding model'
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.043(10)
_refine_ls_number_reflns         8763
_refine_ls_number_parameters     371
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0286
_refine_ls_wR_factor_ref         0.0675
_refine_ls_wR_factor_gt          0.0649
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.954
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.10803(15) -0.00443(16) 0.70192(13) 0.0374(4) Uani 1 1 d . . .
C2 C 0.1827(2) 0.0118(2) 0.62869(18) 0.0338(5) Uani 1 1 d . . .
N3 N 0.20990(17) 0.15643(19) 0.63591(14) 0.0304(4) Uani 1 1 d . . .
C4 C 0.13868(19) 0.2233(2) 0.70237(17) 0.0287(5) Uani 1 1 d . . .
H4A H 0.1039 0.3066 0.6721 0.034 Uiso 1 1 calc R . .
C5 C 0.0469(2) 0.1178(2) 0.70910(19) 0.0358(6) Uani 1 1 d . . .
H5A H 0.0146 0.1237 0.7720 0.043 Uiso 1 1 calc R . .
H5B H -0.0164 0.1267 0.6549 0.043 Uiso 1 1 calc R . .
C6 C 0.2872(2) -0.0740(2) 0.6570(2) 0.0421(6) Uani 1 1 d . . .
H6A H 0.3248 -0.0466 0.7212 0.063 Uiso 1 1 calc R . .
H6B H 0.3411 -0.0639 0.6085 0.063 Uiso 1 1 calc R . .
H6C H 0.2636 -0.1673 0.6596 0.063 Uiso 1 1 calc R . .
C7 C 0.1194(3) -0.0248(3) 0.5293(2) 0.0502(7) Uani 1 1 d . . .
H7A H 0.0526 0.0335 0.5144 0.075 Uiso 1 1 calc R . .
H7B H 0.0937 -0.1175 0.5304 0.075 Uiso 1 1 calc R . .
H7C H 0.1713 -0.0141 0.4793 0.075 Uiso 1 1 calc R . .
O8 O 0.31777(18) 0.15881(19) 0.51061(14) 0.0460(5) Uani 1 1 d . . .
C8 C 0.2642(2) 0.2175(2) 0.56693(19) 0.0344(5) Uani 1 1 d . . .
O9 O 0.25060(14) 0.35085(17) 0.56967(11) 0.0349(4) Uani 1 1 d . . .
C10 C 0.2940(2) 0.4362(3) 0.49470(18) 0.0355(6) Uani 1 1 d . . .
C11 C 0.4239(2) 0.4286(3) 0.5035(2) 0.0436(6) Uani 1 1 d . . .
H11A H 0.4472 0.3394 0.4851 0.065 Uiso 1 1 calc R . .
H11B H 0.4562 0.4470 0.5711 0.065 Uiso 1 1 calc R . .
H11C H 0.4526 0.4946 0.4601 0.065 Uiso 1 1 calc R . .
C12 C 0.2553(3) 0.5732(3) 0.5228(2) 0.0434(6) Uani 1 1 d . . .
H12A H 0.2936 0.5965 0.5878 0.065 Uiso 1 1 calc R . .
H12B H 0.1717 0.5732 0.5238 0.065 Uiso 1 1 calc R . .
H12C H 0.2755 0.6387 0.4751 0.065 Uiso 1 1 calc R . .
C13 C 0.2356(3) 0.3992(3) 0.39455(19) 0.0463(7) Uani 1 1 d . . .
H13A H 0.2611 0.3105 0.3770 0.069 Uiso 1 1 calc R . .
H13B H 0.2559 0.4642 0.3466 0.069 Uiso 1 1 calc R . .
H13C H 0.1520 0.3987 0.3952 0.069 Uiso 1 1 calc R . .
C1' C 0.20466(19) 0.2522(2) 0.80289(17) 0.0283(5) Uani 1 1 d . . .
H1'A H 0.2290 0.1664 0.8359 0.034 Uiso 1 1 calc R . .
O1' O 0.30410(11) 0.32727(19) 0.78731(9) 0.0290(3) Uani 1 1 d . . .
C1B C 0.38797(17) 0.3343(3) 0.87041(14) 0.0339(5) Uani 1 1 d . . .
H1BA H 0.4292 0.2484 0.8797 0.041 Uiso 1 1 calc R . .
H1BB H 0.3502 0.3523 0.9294 0.041 Uiso 1 1 calc R . .
C2B C 0.4721(2) 0.4442(3) 0.85589(18) 0.0340(5) Uani 1 1 d . . .
C3B C 0.5729(2) 0.4615(3) 0.91894(19) 0.0423(7) Uani 1 1 d . . .
I I 0.614961(16) 0.33033(3) 1.036594(12) 0.06412(8) Uani 1 1 d . . .
C4B C 0.6486(3) 0.5635(4) 0.9055(3) 0.0617(10) Uani 1 1 d . . .
H4BA H 0.7165 0.5744 0.9500 0.074 Uiso 1 1 calc R . .
C5B C 0.6258(3) 0.6493(4) 0.8279(3) 0.0647(10) Uani 1 1 d . . .
H5BA H 0.6781 0.7192 0.8186 0.078 Uiso 1 1 calc R . .
C6B C 0.5272(3) 0.6337(3) 0.7636(3) 0.0546(8) Uani 1 1 d . . .
H6BA H 0.5115 0.6922 0.7096 0.065 Uiso 1 1 calc R . .
C7B C 0.4510(2) 0.5326(3) 0.7780(2) 0.0399(6) Uani 1 1 d . . .
H7BA H 0.3827 0.5231 0.7337 0.048 Uiso 1 1 calc R . .
C2' C 0.12985(17) 0.3302(3) 0.86618(14) 0.0296(4) Uani 1 1 d . . .
C3' C 0.1008(2) 0.2805(3) 0.94915(18) 0.0369(6) Uani 1 1 d . . .
H3' H 0.1320 0.1963 0.9691 0.044 Uiso 1 1 calc R . .
C4' C 0.0236(2) 0.3452(4) 1.01370(18) 0.0542(7) Uani 1 1 d . . .
H4'A H 0.0038 0.4349 0.9896 0.081 Uiso 1 1 calc R . .
H4'B H 0.0631 0.3505 1.0804 0.081 Uiso 1 1 calc R . .
H4'C H -0.0469 0.2924 1.0135 0.081 Uiso 1 1 calc R . .
C1A C 0.0860(2) 0.4604(2) 0.82593(15) 0.0269(5) Uani 1 1 d . . .
C2A C -0.0256(2) 0.4729(2) 0.77684(17) 0.0288(5) Uani 1 1 d . . .
C3A C -0.0638(2) 0.5926(2) 0.73523(18) 0.0344(5) Uani 1 1 d . . .
H3AA H -0.1388 0.5994 0.7005 0.041 Uiso 1 1 calc R . .
C4A C 0.0077(2) 0.7021(2) 0.74454(18) 0.0360(6) Uani 1 1 d . . .
H4AA H -0.0184 0.7844 0.7162 0.043 Uiso 1 1 calc R . .
C5A C 0.1170(2) 0.6931(2) 0.79470(18) 0.0348(5) Uani 1 1 d . . .
H5AA H 0.1656 0.7691 0.8016 0.042 Uiso 1 1 calc R . .
C6A C 0.1549(2) 0.5731(2) 0.83457(17) 0.0308(5) Uani 1 1 d . . .
H6AA H 0.2302 0.5673 0.8689 0.037 Uiso 1 1 calc R . .
O7A O -0.09042(13) 0.35822(16) 0.77342(13) 0.0391(4) Uani 1 1 d . . .
C8A C -0.2075(2) 0.3668(2) 0.73383(19) 0.0372(6) Uani 1 1 d . . .
H8AA H -0.2133 0.3750 0.6619 0.045 Uiso 1 1 calc R . .
H8AB H -0.2427 0.4468 0.7596 0.045 Uiso 1 1 calc R . .
C9A C -0.2705(2) 0.2450(2) 0.76026(18) 0.0323(5) Uani 1 1 d . . .
C10A C -0.3813(2) 0.2254(3) 0.7126(2) 0.0437(6) Uani 1 1 d . . .
H10A H -0.4119 0.2853 0.6628 0.052 Uiso 1 1 calc R . .
C11A C -0.4468(3) 0.1193(3) 0.7376(3) 0.0550(8) Uani 1 1 d . . .
H11D H -0.5226 0.1074 0.7054 0.066 Uiso 1 1 calc R . .
C12A C -0.4032(3) 0.0306(3) 0.8085(3) 0.0553(10) Uani 1 1 d . . .
H12D H -0.4483 -0.0426 0.8251 0.066 Uiso 1 1 calc R . .
C13A C -0.2933(3) 0.0491(3) 0.8554(2) 0.0496(7) Uani 1 1 d . . .
H13D H -0.2626 -0.0121 0.9043 0.060 Uiso 1 1 calc R . .
C14A C -0.2271(2) 0.1564(3) 0.83171(19) 0.0374(6) Uani 1 1 d . . .
H14A H -0.1519 0.1688 0.8649 0.045 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 0.0362(10) 0.0244(9) 0.0538(11) -0.0044(8) 0.0142(8) -0.0059(7)
C2 0.0347(13) 0.0249(12) 0.0427(14) -0.0057(10) 0.0090(11) -0.0066(10)
N3 0.0348(11) 0.0198(9) 0.0384(11) -0.0040(8) 0.0113(9) -0.0013(8)
C4 0.0274(11) 0.0232(12) 0.0356(12) -0.0004(9) 0.0043(9) 0.0010(9)
C5 0.0304(12) 0.0306(14) 0.0469(15) -0.0091(11) 0.0073(11) -0.0026(10)
C6 0.0429(15) 0.0256(13) 0.0604(17) 0.0018(12) 0.0165(13) -0.0004(11)
C7 0.0548(19) 0.0458(17) 0.0501(17) -0.0142(13) 0.0061(14) -0.0079(14)
O8 0.0599(13) 0.0356(10) 0.0469(11) -0.0023(9) 0.0248(10) 0.0000(10)
C8 0.0364(13) 0.0303(13) 0.0370(13) 0.0006(11) 0.0068(11) -0.0004(11)
O9 0.0451(9) 0.0260(9) 0.0348(8) 0.0035(8) 0.0100(6) 0.0007(8)
C10 0.0392(14) 0.0343(14) 0.0322(13) 0.0065(11) 0.0017(10) -0.0051(12)
C11 0.0400(15) 0.0457(16) 0.0447(15) 0.0056(13) 0.0043(12) -0.0057(13)
C12 0.0507(17) 0.0340(15) 0.0437(15) 0.0075(12) -0.0015(13) -0.0025(13)
C13 0.0527(17) 0.0485(16) 0.0365(14) 0.0023(11) 0.0004(12) -0.0109(14)
C1' 0.0269(11) 0.0241(12) 0.0339(12) 0.0035(9) 0.0035(9) -0.0017(9)
O1' 0.0238(6) 0.0326(8) 0.0301(6) 0.0022(9) 0.0007(5) -0.0005(9)
C1B 0.0277(10) 0.0418(13) 0.0312(9) 0.0031(14) -0.0009(8) 0.0069(13)
C2B 0.0261(11) 0.0382(14) 0.0376(13) -0.0126(11) 0.0039(10) 0.0015(11)
C3B 0.0326(13) 0.0540(17) 0.0392(14) -0.0191(12) -0.0005(11) 0.0035(13)
I 0.05013(11) 0.10084(18) 0.03743(9) -0.01168(12) -0.01052(7) 0.02912(13)
C4B 0.0313(15) 0.073(2) 0.078(2) -0.036(2) -0.0024(15) -0.0083(15)
C5B 0.046(2) 0.055(2) 0.096(3) -0.025(2) 0.0176(19) -0.0226(17)
C6B 0.0531(19) 0.0486(19) 0.064(2) -0.0037(15) 0.0144(16) -0.0099(15)
C7B 0.0333(13) 0.0436(16) 0.0424(15) -0.0044(12) 0.0033(11) -0.0042(12)
C2' 0.0276(9) 0.0309(11) 0.0306(9) 0.0049(13) 0.0041(7) 0.0068(13)
C3' 0.0325(12) 0.0415(15) 0.0358(13) 0.0095(10) 0.0006(10) -0.0002(10)
C4' 0.0487(14) 0.083(2) 0.0331(11) 0.0078(17) 0.0112(10) -0.0024(19)
C1A 0.0298(12) 0.0275(12) 0.0243(10) -0.0003(9) 0.0066(9) 0.0019(10)
C2A 0.0308(12) 0.0232(12) 0.0328(12) -0.0018(9) 0.0052(10) -0.0043(9)
C3A 0.0341(13) 0.0271(13) 0.0399(13) 0.0003(10) -0.0038(10) 0.0020(10)
C4A 0.0433(14) 0.0263(13) 0.0372(13) 0.0033(10) 0.0004(11) 0.0011(11)
C5A 0.0375(14) 0.0276(13) 0.0391(13) -0.0025(10) 0.0039(11) -0.0040(11)
C6A 0.0272(12) 0.0341(13) 0.0307(12) -0.0044(10) 0.0016(9) -0.0022(10)
O7A 0.0253(8) 0.0282(10) 0.0619(10) 0.0049(8) -0.0019(7) -0.0015(7)
C8A 0.0290(11) 0.0344(15) 0.0461(14) 0.0043(10) -0.0043(10) -0.0014(10)
C9A 0.0268(12) 0.0325(13) 0.0385(13) -0.0083(10) 0.0081(10) -0.0001(10)
C10A 0.0282(13) 0.0421(16) 0.0601(17) -0.0080(13) 0.0027(12) 0.0027(12)
C11A 0.0306(14) 0.0454(19) 0.090(2) -0.0203(17) 0.0106(15) -0.0076(13)
C12A 0.048(2) 0.0422(18) 0.082(3) -0.0117(17) 0.0344(19) -0.0135(15)
C13A 0.063(2) 0.0407(17) 0.0489(17) 0.0015(13) 0.0241(15) -0.0045(15)
C14A 0.0369(14) 0.0371(14) 0.0393(14) -0.0024(11) 0.0095(11) -0.0064(12)

_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 C2 1.425(3) . ?
O1 C5 1.432(3) . ?
C2 N3 1.490(3) . ?
C2 C6 1.509(4) . ?
C2 C7 1.522(3) . ?
N3 C8 1.355(3) . ?
N3 C4 1.475(3) . ?
C4 C5 1.521(3) . ?
C4 C1' 1.531(3) . ?
O8 C8 1.210(3) . ?
C8 O9 1.351(3) . ?
O9 C10 1.481(3) . ?
C10 C13 1.512(4) . ?
C10 C11 1.513(4) . ?
C10 C12 1.516(4) . ?
C1' O1' 1.426(3) . ?
C1' C2' 1.528(3) . ?
O1' C1B 1.417(2) . ?
C1B C2B 1.509(4) . ?
C2B C3B 1.390(3) . ?
C2B C7B 1.394(4) . ?
C3B C4B 1.382(4) . ?
C3B I 2.103(3) . ?
C4B C5B 1.376(5) . ?
C5B C6B 1.376(5) . ?
C6B C7B 1.382(4) . ?
C2' C3' 1.331(3) . ?
C2' C1A 1.489(4) . ?
C3' C4' 1.494(4) . ?
C1A C6A 1.387(3) . ?
C1A C2A 1.402(3) . ?
C2A O7A 1.378(3) . ?
C2A C3A 1.384(3) . ?
C3A C4A 1.379(4) . ?
C4A C5A 1.381(4) . ?
C5A C6A 1.377(4) . ?
O7A C8A 1.414(3) . ?
C8A C9A 1.497(3) . ?
C9A C14A 1.378(4) . ?
C9A C10A 1.395(3) . ?
C10A C11A 1.382(4) . ?
C11A C12A 1.375(5) . ?
C12A C13A 1.381(5) . ?
C13A C14A 1.391(4) . ?

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 O1 C5 107.87(18) . . ?
O1 C2 N3 102.04(18) . . ?
O1 C2 C6 107.5(2) . . ?
N3 C2 C6 112.4(2) . . ?
O1 C2 C7 109.8(2) . . ?
N3 C2 C7 111.9(2) . . ?
C6 C2 C7 112.6(2) . . ?
C8 N3 C4 125.45(19) . . ?
C8 N3 C2 120.7(2) . . ?
C4 N3 C2 110.75(18) . . ?
N3 C4 C5 100.25(18) . . ?
N3 C4 C1' 112.89(19) . . ?
C5 C4 C1' 111.03(19) . . ?
O1 C5 C4 103.34(18) . . ?
O8 C8 O9 125.1(2) . . ?
O8 C8 N3 123.7(2) . . ?
O9 C8 N3 111.3(2) . . ?
C8 O9 C10 120.23(19) . . ?
O9 C10 C13 109.9(2) . . ?
O9 C10 C11 110.0(2) . . ?
C13 C10 C11 113.5(2) . . ?
O9 C10 C12 102.1(2) . . ?
C13 C10 C12 110.0(2) . . ?
C11 C10 C12 110.8(2) . . ?
O1' C1' C2' 110.50(19) . . ?
O1' C1' C4 107.13(17) . . ?
C2' C1' C4 110.77(18) . . ?
C1B O1' C1' 113.70(17) . . ?
O1' C1B C2B 109.1(2) . . ?
C3B C2B C7B 117.3(2) . . ?
C3B C2B C1B 121.8(2) . . ?
C7B C2B C1B 120.9(2) . . ?
C4B C3B C2B 121.2(3) . . ?
C4B C3B I 118.4(2) . . ?
C2B C3B I 120.3(2) . . ?
C5B C4B C3B 120.2(3) . . ?
C4B C5B C6B 119.8(3) . . ?
C5B C6B C7B 119.8(3) . . ?
C6B C7B C2B 121.6(3) . . ?
C3' C2' C1A 122.5(2) . . ?
C3' C2' C1' 121.6(2) . . ?
C1A C2' C1' 115.73(18) . . ?
C2' C3' C4' 125.9(3) . . ?
C6A C1A C2A 117.8(2) . . ?
C6A C1A C2' 121.1(2) . . ?
C2A C1A C2' 121.1(2) . . ?
O7A C2A C3A 124.4(2) . . ?
O7A C2A C1A 114.7(2) . . ?
C3A C2A C1A 120.8(2) . . ?
C4A C3A C2A 119.6(2) . . ?
C3A C4A C5A 120.6(2) . . ?
C6A C5A C4A 119.4(2) . . ?
C5A C6A C1A 121.7(2) . . ?
C2A O7A C8A 117.77(18) . . ?
O7A C8A C9A 109.8(2) . . ?
C14A C9A C10A 119.1(2) . . ?
C14A C9A C8A 123.6(2) . . ?
C10A C9A C8A 117.3(2) . . ?
C11A C10A C9A 120.3(3) . . ?
C12A C11A C10A 120.6(3) . . ?
C11A C12A C13A 119.3(3) . . ?
C12A C13A C14A 120.5(3) . . ?
C9A C14A C13A 120.2(3) . . ?

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
C5 O1 C2 N3 30.5(2) . . . . ?
C5 O1 C2 C6 148.9(2) . . . . ?
C5 O1 C2 C7 -88.3(2) . . . . ?
O1 C2 N3 C8 -169.0(2) . . . . ?
C6 C2 N3 C8 76.2(3) . . . . ?
C7 C2 N3 C8 -51.7(3) . . . . ?
O1 C2 N3 C4 -7.9(3) . . . . ?
C6 C2 N3 C4 -122.7(2) . . . . ?
C7 C2 N3 C4 109.4(2) . . . . ?
C8 N3 C4 C5 144.4(2) . . . . ?
C2 N3 C4 C5 -15.6(2) . . . . ?
C8 N3 C4 C1' -97.4(3) . . . . ?
C2 N3 C4 C1' 102.6(2) . . . . ?
C2 O1 C5 C4 -41.5(2) . . . . ?
N3 C4 C5 O1 33.2(2) . . . . ?
C1' C4 C5 O1 -86.3(2) . . . . ?
C4 N3 C8 O8 -176.5(3) . . . . ?
C2 N3 C8 O8 -18.3(4) . . . . ?
C4 N3 C8 O9 3.5(3) . . . . ?
C2 N3 C8 O9 161.6(2) . . . . ?
O8 C8 O9 C10 5.5(4) . . . . ?
N3 C8 O9 C10 -174.4(2) . . . . ?
C8 O9 C10 C13 60.5(3) . . . . ?
C8 O9 C10 C11 -65.1(3) . . . . ?
C8 O9 C10 C12 177.2(2) . . . . ?
N3 C4 C1' O1' 55.3(2) . . . . ?
C5 C4 C1' O1' 166.98(18) . . . . ?
N3 C4 C1' C2' 175.89(19) . . . . ?
C5 C4 C1' C2' -72.4(2) . . . . ?
C2' C1' O1' C1B 73.7(2) . . . . ?
C4 C1' O1' C1B -165.5(2) . . . . ?
C1' O1' C1B C2B -164.56(18) . . . . ?
O1' C1B C2B C3B -170.5(2) . . . . ?
O1' C1B C2B C7B 9.5(3) . . . . ?
C7B C2B C3B C4B 0.8(4) . . . . ?
C1B C2B C3B C4B -179.2(2) . . . . ?
C7B C2B C3B I -178.35(18) . . . . ?
C1B C2B C3B I 1.6(3) . . . . ?
C2B C3B C4B C5B -0.9(4) . . . . ?
I C3B C4B C5B 178.2(3) . . . . ?
C3B C4B C5B C6B 0.2(5) . . . . ?
C4B C5B C6B C7B 0.6(5) . . . . ?
C5B C6B C7B C2B -0.7(5) . . . . ?
C3B C2B C7B C6B 0.0(4) . . . . ?
C1B C2B C7B C6B -180.0(2) . . . . ?
O1' C1' C2' C3' -123.8(2) . . . . ?
C4 C1' C2' C3' 117.6(2) . . . . ?
O1' C1' C2' C1A 59.9(2) . . . . ?
C4 C1' C2' C1A -58.7(3) . . . . ?
C1A C2' C3' C4' -0.7(4) . . . . ?
C1' C2' C3' C4' -176.7(2) . . . . ?
C3' C2' C1A C6A 103.0(3) . . . . ?
C1' C2' C1A C6A -80.8(3) . . . . ?
C3' C2' C1A C2A -78.0(3) . . . . ?
C1' C2' C1A C2A 98.3(3) . . . . ?
C6A C1A C2A O7A -178.19(19) . . . . ?
C2' C1A C2A O7A 2.7(3) . . . . ?
C6A C1A C2A C3A 2.4(3) . . . . ?
C2' C1A C2A C3A -176.6(2) . . . . ?
O7A C2A C3A C4A 178.9(2) . . . . ?
C1A C2A C3A C4A -1.8(4) . . . . ?
C2A C3A C4A C5A 0.2(4) . . . . ?
C3A C4A C5A C6A 0.8(4) . . . . ?
C4A C5A C6A C1A -0.1(4) . . . . ?
C2A C1A C6A C5A -1.5(3) . . . . ?
C2' C1A C6A C5A 177.6(2) . . . . ?
C3A C2A O7A C8A -7.0(3) . . . . ?
C1A C2A O7A C8A 173.7(2) . . . . ?
C2A O7A C8A C9A -164.9(2) . . . . ?
O7A C8A C9A C14A 14.8(3) . . . . ?
O7A C8A C9A C10A -168.5(2) . . . . ?
C14A C9A C10A C11A 0.6(4) . . . . ?
C8A C9A C10A C11A -176.3(2) . . . . ?
C9A C10A C11A C12A -0.9(4) . . . . ?
C10A C11A C12A C13A 0.5(5) . . . . ?
C11A C12A C13A C14A 0.3(5) . . . . ?
C10A C9A C14A C13A 0.2(4) . . . . ?
C8A C9A C14A C13A 176.8(2) . . . . ?
C12A C13A C14A C9A -0.6(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.892
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.974

_refine_diff_density_max         0.58
_refine_diff_density_min         -0.79
_refine_diff_density_rms         0.05

#===END of CIF

data_hxoxaz
_database_code_depnum_ccdc_archive 'CCDC 613519'

_audit_creation_method           SHELXL97
_chemical_name_systematic        
;
2,2-dimethyl-4-(S)-spiro[4H-1-benzopyran-4R,4'-(3'H)-[1H-2]
benzopyran-3(S)-yl]oxazolidinine-3-carboxylic acod tert butyl carbamate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H31 N O5'
_chemical_formula_sum            'C27 H31 N O5'
_chemical_formula_weight         449.53
_chemical_absolute_configuration syn

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           Monoclinic
_symmetry_space_group_name_H-M   'P 21'

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

_cell_length_a                   9.4857(10)
_cell_length_b                   9.8441(10)
_cell_length_c                   13.0354(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.138(2)
_cell_angle_gamma                90.00
_cell_volume                     1198.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2144
_cell_measurement_theta_min      2.6
_cell_measurement_theta_max      25.2

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             480
_exptl_absorpt_coefficient_mu    0.085
_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      150(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 SMART1000 CCD area detector'
_diffrn_measurement_method       omega
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            7124
_diffrn_reflns_av_R_equivalents  0.033 # Friedels merged
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         28.81
_reflns_number_total             2980
_reflns_number_gt                2238
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'Bruker SMART version 5.624 (Bruker, 2001)'
_computing_cell_refinement       'Bruker SAINT version 6.02a (Bruker, 2000)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-97; PLATON (Spek, 2001)'

_refine_special_details          
;
?
;

_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^)+(0.0336P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'geometrically placed'
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0028(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2974
_refine_ls_number_parameters     299
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0739
_refine_ls_wR_factor_gt          0.0678
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_restrained_S_all      0.927
_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
O1 O -0.02994(16) -0.27795(18) 0.67407(12) 0.0360(4) Uani 1 1 d . . .
C2 C 0.0775(2) -0.2857(3) 0.60926(18) 0.0299(5) Uani 1 1 d . . .
N3 N 0.15468(18) -0.15627(19) 0.63285(14) 0.0244(4) Uani 1 1 d . . .
C4 C 0.0952(2) -0.0755(2) 0.70876(17) 0.0245(5) Uani 1 1 d . . .
H4A H 0.0896 0.0223 0.6879 0.029 Uiso 1 1 calc R . .
C5 C -0.0539(2) -0.1378(3) 0.69371(18) 0.0324(6) Uani 1 1 d . . .
H5A H -0.0970 -0.1266 0.7571 0.039 Uiso 1 1 calc R . .
H5B H -0.1177 -0.0956 0.6339 0.039 Uiso 1 1 calc R . .
C6 C 0.1680(3) -0.4088(3) 0.6445(2) 0.0470(7) Uani 1 1 d . . .
H6A H 0.2108 -0.3988 0.7182 0.070 Uiso 1 1 calc R . .
H6B H 0.2441 -0.4171 0.6028 0.070 Uiso 1 1 calc R . .
H6C H 0.1079 -0.4904 0.6353 0.070 Uiso 1 1 calc R . .
C7 C 0.0074(3) -0.2935(3) 0.4958(2) 0.0413(7) Uani 1 1 d . . .
H7A H -0.0499 -0.2115 0.4769 0.062 Uiso 1 1 calc R . .
H7B H -0.0546 -0.3736 0.4848 0.062 Uiso 1 1 calc R . .
H7C H 0.0815 -0.3003 0.4523 0.062 Uiso 1 1 calc R . .
O8 O 0.31894(16) -0.19278(17) 0.52843(13) 0.0338(4) Uani 1 1 d . . .
C8 C 0.2662(2) -0.1192(2) 0.58668(17) 0.0265(5) Uani 1 1 d . . .
O9 O 0.30615(15) 0.00917(16) 0.61215(12) 0.0268(4) Uani 1 1 d . . .
C10 C 0.4277(2) 0.0718(3) 0.57304(17) 0.0277(5) Uani 1 1 d . . .
C11 C 0.3923(2) 0.0852(3) 0.45502(17) 0.0345(6) Uani 1 1 d . . .
H11A H 0.3036 0.1374 0.4356 0.052 Uiso 1 1 calc R . .
H11B H 0.3797 -0.0054 0.4236 0.052 Uiso 1 1 calc R . .
H11C H 0.4707 0.1322 0.4299 0.052 Uiso 1 1 calc R . .
C12 C 0.5647(2) -0.0083(3) 0.6095(2) 0.0368(6) Uani 1 1 d . . .
H12A H 0.5828 -0.0138 0.6858 0.055 Uiso 1 1 calc R . .
H12B H 0.6452 0.0376 0.5862 0.055 Uiso 1 1 calc R . .
H12C H 0.5543 -0.1001 0.5801 0.055 Uiso 1 1 calc R . .
C13 C 0.4378(2) 0.2102(3) 0.62463(19) 0.0342(6) Uani 1 1 d . . .
H13A H 0.4609 0.1992 0.7004 0.051 Uiso 1 1 calc R . .
H13B H 0.3459 0.2575 0.6061 0.051 Uiso 1 1 calc R . .
H13C H 0.5130 0.2635 0.6007 0.051 Uiso 1 1 calc R . .
O1A O -0.01368(18) 0.26556(18) 0.79739(14) 0.0417(5) Uani 1 1 d . . .
C2A C 0.1304(2) 0.2598(3) 0.79838(19) 0.0329(6) Uani 1 1 d . . .
H2AA H 0.1729 0.3337 0.7682 0.039 Uiso 1 1 calc R . .
C3A C 0.2146(2) 0.1601(3) 0.83778(18) 0.0291(6) Uani 1 1 d . . .
H3AA H 0.3133 0.1664 0.8335 0.035 Uiso 1 1 calc R . .
C5A C 0.0102(2) 0.0579(2) 0.90025(17) 0.0264(5) Uani 1 1 d . . .
C6A C -0.0712(2) 0.1643(3) 0.85226(18) 0.0289(5) Uani 1 1 d . . .
C7A C -0.2142(3) 0.1793(3) 0.8565(2) 0.0386(7) Uani 1 1 d . . .
H7AA H -0.2667 0.2537 0.8226 0.046 Uiso 1 1 calc R . .
C8A C -0.2807(3) 0.0858(3) 0.9102(2) 0.0414(7) Uani 1 1 d . . .
H8AA H -0.3800 0.0941 0.9120 0.050 Uiso 1 1 calc R . .
C9A C -0.2028(2) -0.0204(3) 0.96160(19) 0.0377(6) Uani 1 1 d . . .
H9AA H -0.2482 -0.0841 0.9998 0.045 Uiso 1 1 calc R . .
C10A C -0.0593(2) -0.0336(3) 0.95722(18) 0.0319(6) Uani 1 1 d . . .
H10A H -0.0064 -0.1061 0.9935 0.038 Uiso 1 1 calc R . .
C1' C 0.4016(2) -0.1589(3) 0.91441(18) 0.0320(6) Uani 1 1 d . . .
H1'A H 0.5051 -0.1624 0.9113 0.038 Uiso 1 1 calc R . .
H1'B H 0.3699 -0.2525 0.9265 0.038 Uiso 1 1 calc R . .
O2' O 0.32557(14) -0.11168(16) 0.81717(11) 0.0274(4) Uani 1 1 d . . .
C3' C 0.1780(2) -0.0915(2) 0.82131(17) 0.0246(5) Uani 1 1 d . . .
H3'A H 0.1407 -0.1725 0.8543 0.030 Uiso 1 1 calc R . .
C4' C 0.1649(2) 0.0363(2) 0.88936(17) 0.0250(5) Uani 1 1 d . . .
C5' C 0.2635(2) 0.0176(2) 0.99484(18) 0.0262(5) Uani 1 1 d . . .
C6' C 0.3798(2) -0.0706(2) 1.00447(18) 0.0268(5) Uani 1 1 d . . .
C7' C 0.4754(2) -0.0768(3) 1.09867(19) 0.0321(6) Uani 1 1 d . . .
H7'A H 0.5566 -0.1347 1.1049 0.039 Uiso 1 1 calc R . .
C8' C 0.4539(2) 0.0000(3) 1.18302(19) 0.0369(6) Uani 1 1 d . . .
H8'A H 0.5193 -0.0061 1.2470 0.044 Uiso 1 1 calc R . .
C9' C 0.3375(3) 0.0857(3) 1.17461(19) 0.0374(6) Uani 1 1 d . . .
H9'A H 0.3219 0.1379 1.2329 0.045 Uiso 1 1 calc R . .
C10' C 0.2436(3) 0.0952(3) 1.08105(18) 0.0335(6) Uani 1 1 d . . .
H10B H 0.1642 0.1553 1.0752 0.040 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 0.0360(9) 0.0395(11) 0.0341(10) -0.0025(9) 0.0104(7) -0.0121(9)
C2 0.0307(13) 0.0285(13) 0.0309(14) -0.0027(12) 0.0059(10) -0.0056(11)
N3 0.0250(10) 0.0250(11) 0.0247(10) -0.0042(9) 0.0080(8) -0.0024(8)
C4 0.0241(12) 0.0249(13) 0.0251(12) -0.0003(10) 0.0062(9) 0.0009(10)
C5 0.0267(12) 0.0413(17) 0.0293(14) -0.0032(12) 0.0053(10) -0.0029(12)
C6 0.0551(17) 0.0313(15) 0.0541(19) 0.0061(15) 0.0088(14) 0.0016(14)
C7 0.0396(14) 0.0490(18) 0.0340(15) -0.0099(14) 0.0029(11) -0.0140(14)
O8 0.0337(9) 0.0319(10) 0.0384(10) -0.0078(8) 0.0138(7) 0.0016(8)
C8 0.0273(12) 0.0274(14) 0.0241(13) 0.0004(11) 0.0025(10) 0.0028(11)
O9 0.0300(8) 0.0262(9) 0.0263(9) -0.0023(7) 0.0110(6) -0.0041(7)
C10 0.0246(12) 0.0325(14) 0.0279(13) -0.0003(11) 0.0095(9) -0.0041(11)
C11 0.0371(14) 0.0409(15) 0.0279(14) 0.0013(12) 0.0126(11) -0.0032(13)
C12 0.0288(13) 0.0426(16) 0.0388(16) -0.0012(13) 0.0054(11) 0.0006(12)
C13 0.0368(13) 0.0331(14) 0.0356(15) -0.0032(12) 0.0144(11) -0.0083(12)
O1A 0.0442(11) 0.0348(11) 0.0451(11) 0.0107(9) 0.0051(8) 0.0063(9)
C2A 0.0374(14) 0.0323(15) 0.0286(14) 0.0022(11) 0.0049(11) -0.0068(12)
C3A 0.0316(13) 0.0291(13) 0.0267(14) 0.0006(11) 0.0050(10) -0.0056(11)
C5A 0.0263(12) 0.0317(14) 0.0206(12) -0.0027(10) 0.0028(9) 0.0036(10)
C6A 0.0320(13) 0.0281(13) 0.0260(13) -0.0029(11) 0.0033(10) 0.0016(11)
C7A 0.0372(15) 0.0359(17) 0.0406(16) -0.0055(13) 0.0012(12) 0.0102(12)
C8A 0.0294(14) 0.0545(17) 0.0413(16) -0.0093(15) 0.0093(12) 0.0059(14)
C9A 0.0329(14) 0.0476(17) 0.0345(15) -0.0011(13) 0.0112(11) -0.0017(13)
C10A 0.0320(13) 0.0361(15) 0.0279(14) 0.0031(11) 0.0066(10) -0.0007(11)
C1' 0.0287(12) 0.0373(15) 0.0291(13) 0.0024(12) 0.0025(10) 0.0054(12)
O2' 0.0224(8) 0.0343(10) 0.0257(9) 0.0017(7) 0.0049(6) 0.0030(7)
C3' 0.0217(11) 0.0282(13) 0.0250(12) 0.0019(10) 0.0070(9) 0.0002(10)
C4' 0.0275(12) 0.0257(13) 0.0221(12) 0.0018(10) 0.0051(9) 0.0006(10)
C5' 0.0273(12) 0.0279(13) 0.0232(12) 0.0031(10) 0.0037(9) -0.0018(10)
C6' 0.0249(12) 0.0300(14) 0.0259(13) 0.0056(11) 0.0054(9) -0.0023(10)
C7' 0.0263(12) 0.0378(15) 0.0320(14) 0.0085(12) 0.0041(10) -0.0019(11)
C8' 0.0345(14) 0.0478(17) 0.0256(14) 0.0068(13) -0.0025(11) -0.0104(13)
C9' 0.0455(15) 0.0410(15) 0.0242(14) -0.0025(12) 0.0019(11) -0.0030(13)
C10' 0.0392(14) 0.0319(14) 0.0289(14) 0.0009(12) 0.0043(11) 0.0003(12)

_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 C5 1.429(3) . ?
O1 C2 1.436(3) . ?
C2 N3 1.474(3) . ?
C2 C6 1.509(4) . ?
C2 C7 1.512(3) . ?
N3 C8 1.356(3) . ?
N3 C4 1.458(3) . ?
C4 C5 1.522(3) . ?
C4 C3' 1.545(3) . ?
O8 C8 1.218(3) . ?
C8 O9 1.345(3) . ?
O9 C10 1.475(3) . ?
C10 C13 1.515(3) . ?
C10 C11 1.522(3) . ?
C10 C12 1.523(3) . ?
O1A C2A 1.366(3) . ?
O1A C6A 1.393(3) . ?
C2A C3A 1.311(3) . ?
C3A C4' 1.507(3) . ?
C5A C6A 1.384(3) . ?
C5A C10A 1.404(3) . ?
C5A C4' 1.513(3) . ?
C6A C7A 1.376(3) . ?
C7A C8A 1.375(4) . ?
C8A C9A 1.383(4) . ?
C9A C10A 1.379(3) . ?
C1' O2' 1.422(3) . ?
C1' C6' 1.504(3) . ?
O2' C3' 1.424(2) . ?
C3' C4' 1.557(3) . ?
C4' C5' 1.532(3) . ?
C5' C6' 1.393(3) . ?
C5' C10' 1.399(3) . ?
C6' C7' 1.393(3) . ?
C7' C8' 1.379(4) . ?
C8' C9' 1.378(3) . ?
C9' C10' 1.381(3) . ?

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
C5 O1 C2 107.95(18) . . ?
O1 C2 N3 102.09(19) . . ?
O1 C2 C6 106.7(2) . . ?
N3 C2 C6 113.28(18) . . ?
O1 C2 C7 110.05(18) . . ?
N3 C2 C7 111.4(2) . . ?
C6 C2 C7 112.6(2) . . ?
C8 N3 C4 125.47(19) . . ?
C8 N3 C2 122.50(18) . . ?
C4 N3 C2 112.03(17) . . ?
N3 C4 C5 98.92(17) . . ?
N3 C4 C3' 113.34(18) . . ?
C5 C4 C3' 112.78(18) . . ?
O1 C5 C4 103.78(18) . . ?
O8 C8 O9 125.7(2) . . ?
O8 C8 N3 123.7(2) . . ?
O9 C8 N3 110.56(19) . . ?
C8 O9 C10 120.75(18) . . ?
O9 C10 C13 102.41(17) . . ?
O9 C10 C11 109.81(18) . . ?
C13 C10 C11 110.9(2) . . ?
O9 C10 C12 110.57(19) . . ?
C13 C10 C12 110.1(2) . . ?
C11 C10 C12 112.64(19) . . ?
C2A O1A C6A 116.56(19) . . ?
C3A C2A O1A 125.1(2) . . ?
C2A C3A C4' 124.3(2) . . ?
C6A C5A C10A 116.6(2) . . ?
C6A C5A C4' 122.5(2) . . ?
C10A C5A C4' 120.8(2) . . ?
C7A C6A C5A 122.6(2) . . ?
C7A C6A O1A 115.0(2) . . ?
C5A C6A O1A 122.4(2) . . ?
C8A C7A C6A 119.5(2) . . ?
C7A C8A C9A 119.9(2) . . ?
C10A C9A C8A 119.9(3) . . ?
C9A C10A C5A 121.4(2) . . ?
O2' C1' C6' 112.89(19) . . ?
C1' O2' C3' 111.09(16) . . ?
O2' C3' C4 108.48(16) . . ?
O2' C3' C4' 108.20(18) . . ?
C4 C3' C4' 112.38(19) . . ?
C3A C4' C5A 108.20(18) . . ?
C3A C4' C5' 107.92(19) . . ?
C5A C4' C5' 112.43(18) . . ?
C3A C4' C3' 109.66(17) . . ?
C5A C4' C3' 110.09(18) . . ?
C5' C4' C3' 108.49(18) . . ?
C6' C5' C10' 119.0(2) . . ?
C6' C5' C4' 120.3(2) . . ?
C10' C5' C4' 120.6(2) . . ?
C5' C6' C7' 119.3(2) . . ?
C5' C6' C1' 120.39(19) . . ?
C7' C6' C1' 120.3(2) . . ?
C8' C7' C6' 120.9(2) . . ?
C9' C8' C7' 120.1(2) . . ?
C8' C9' C10' 119.7(2) . . ?
C9' C10' C5' 121.0(2) . . ?

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
C5 O1 C2 N3 24.4(2) . . . . ?
C5 O1 C2 C6 143.5(2) . . . . ?
C5 O1 C2 C7 -94.0(2) . . . . ?
O1 C2 N3 C8 -179.03(18) . . . . ?
C6 C2 N3 C8 66.6(3) . . . . ?
C7 C2 N3 C8 -61.6(3) . . . . ?
O1 C2 N3 C4 0.1(2) . . . . ?
C6 C2 N3 C4 -114.3(2) . . . . ?
C7 C2 N3 C4 117.5(2) . . . . ?
C8 N3 C4 C5 157.0(2) . . . . ?
C2 N3 C4 C5 -22.0(2) . . . . ?
C8 N3 C4 C3' -83.3(3) . . . . ?
C2 N3 C4 C3' 97.6(2) . . . . ?
C2 O1 C5 C4 -39.2(2) . . . . ?
N3 C4 C5 O1 35.9(2) . . . . ?
C3' C4 C5 O1 -84.2(2) . . . . ?
C4 N3 C8 O8 175.3(2) . . . . ?
C2 N3 C8 O8 -5.7(3) . . . . ?
C4 N3 C8 O9 -6.4(3) . . . . ?
C2 N3 C8 O9 172.63(18) . . . . ?
O8 C8 O9 C10 -2.9(3) . . . . ?
N3 C8 O9 C10 178.76(18) . . . . ?
C8 O9 C10 C13 -177.33(19) . . . . ?
C8 O9 C10 C11 64.8(3) . . . . ?
C8 O9 C10 C12 -60.1(3) . . . . ?
C6A O1A C2A C3A 7.1(4) . . . . ?
O1A C2A C3A C4' -0.6(4) . . . . ?
C10A C5A C6A C7A -1.9(3) . . . . ?
C4' C5A C6A C7A 175.7(2) . . . . ?
C10A C5A C6A O1A 177.0(2) . . . . ?
C4' C5A C6A O1A -5.4(3) . . . . ?
C2A O1A C6A C7A 175.1(2) . . . . ?
C2A O1A C6A C5A -3.9(3) . . . . ?
C5A C6A C7A C8A 0.0(4) . . . . ?
O1A C6A C7A C8A -179.0(2) . . . . ?
C6A C7A C8A C9A 1.6(4) . . . . ?
C7A C8A C9A C10A -1.2(4) . . . . ?
C8A C9A C10A C5A -0.8(4) . . . . ?
C6A C5A C10A C9A 2.3(3) . . . . ?
C4' C5A C10A C9A -175.4(2) . . . . ?
C6' C1' O2' C3' -52.7(3) . . . . ?
C1' O2' C3' C4 -166.06(18) . . . . ?
C1' O2' C3' C4' 71.8(2) . . . . ?
N3 C4 C3' O2' 33.3(3) . . . . ?
C5 C4 C3' O2' 144.68(19) . . . . ?
N3 C4 C3' C4' 152.88(17) . . . . ?
C5 C4 C3' C4' -95.7(2) . . . . ?
C2A C3A C4' C5A -7.7(3) . . . . ?
C2A C3A C4' C5' -129.6(3) . . . . ?
C2A C3A C4' C3' 112.4(3) . . . . ?
C6A C5A C4' C3A 10.4(3) . . . . ?
C10A C5A C4' C3A -172.1(2) . . . . ?
C6A C5A C4' C5' 129.5(2) . . . . ?
C10A C5A C4' C5' -53.0(3) . . . . ?
C6A C5A C4' C3' -109.4(2) . . . . ?
C10A C5A C4' C3' 68.1(3) . . . . ?
O2' C3' C4' C3A 63.7(2) . . . . ?
C4 C3' C4' C3A -56.0(2) . . . . ?
O2' C3' C4' C5A -177.32(17) . . . . ?
C4 C3' C4' C5A 62.9(2) . . . . ?
O2' C3' C4' C5' -53.9(2) . . . . ?
C4 C3' C4' C5' -173.65(17) . . . . ?
C3A C4' C5' C6' -95.9(2) . . . . ?
C5A C4' C5' C6' 144.9(2) . . . . ?
C3' C4' C5' C6' 22.9(3) . . . . ?
C3A C4' C5' C10' 80.0(3) . . . . ?
C5A C4' C5' C10' -39.3(3) . . . . ?
C3' C4' C5' C10' -161.3(2) . . . . ?
C10' C5' C6' C7' -1.7(3) . . . . ?
C4' C5' C6' C7' 174.2(2) . . . . ?
C10' C5' C6' C1' 178.0(2) . . . . ?
C4' C5' C6' C1' -6.1(3) . . . . ?
O2' C1' C6' C5' 19.1(3) . . . . ?
O2' C1' C6' C7' -161.2(2) . . . . ?
C5' C6' C7' C8' 2.0(4) . . . . ?
C1' C6' C7' C8' -177.7(2) . . . . ?
C6' C7' C8' C9' -0.8(4) . . . . ?
C7' C8' C9' C10' -0.7(4) . . . . ?
C8' C9' C10' C5' 0.9(4) . . . . ?
C6' C5' C10' C9' 0.3(4) . . . . ?
C4' C5' C10' C9' -175.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.901
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.983

_refine_diff_density_max         0.177
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.035

#===END of CIF