# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2004

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Prof Paul Lahti'
_publ_contact_author_address     
;
Chemistry
UMass-Amherst
Amherst
MA
01003
UNITED STATES OF AMERICA
;

_publ_contact_author_email       lahti@chem.umass.edu
_publ_contact_author_fax         '1-413-545-4490 '
_publ_contact_author_phone       '1-413-545-4890 '

_publ_section_title              
;
Crystallography and magnetism of radicals with hindered hydroxyl groups: 2-(3,5-
di-tert-butyl-4-hydroxyphenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-
oxide-1-oxyl and 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-4,4,5,5-tetramethyl-4,5-
dihydro-1H-imidazole-1-oxyl, CCDC Deposition #243200.
;
_publ_section_abstract           
;
We present the crystal and molecular structure of
2-(3,5-di-tert-butyl-4-hydroxyphenyl)
-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl.
;
_publ_section_comment            
;
The study of the titled structure was undertaken to establish its three
dimensional structure.  Geometries are tabulated below.  All diagrams and
calculations were performed using maXus (Bruker Nonius, Delft & MacScience,
Japan).
;

_publ_section_references         
;
Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K.
(1999). maXus  Computer Program for the Solution and Refinement of
Crystal Structures. Bruker Nonius, The Netherlands, MacScience, Japan
& The University of Glasgow.

Johnson, C. K. (1976). ORTEP-II. A Fortran Thermal-Ellipsoid Plot
Program. Report ORNL-5138. Oak Ridge National Laboratory, Oak Ridge,
Tennessee, USA.

Otwinowski, Z. and Minor, W, (1997). In Methods in Enzymology, 276,
edited by C.W. Carter, Jr. & R.M. Sweet pp. 307-326,
New York:Academic Press.

Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L.,
Giacovazzo, C., Guagliardi, A., Moliterni, A.G.G & Spagna, R.
(1999). J. Appl. Cryst. 32, 115-119.

Sheldrick, G. M. (1997).  SHELXL97.  Program for the Refinement of Crystal
Structures.  University of Gottingen, Germany.

;
loop_
_publ_author_name
'Paul Lahti'
'Patrick Taylor'

data_compound_1
_database_code_depnum_ccdc_archive 'CCDC 243200'

_audit_creation_method           maXus
_chemical_compound_source        'Lahti research lab, UMass-Amherst'
_exptl_crystal_description       prism
_exptl_crystal_colour            'deep blue'
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.75
_exptl_crystal_size_min          0.50
_cell_measurement_temperature    298
_refine_ls_hydrogen_treatment    refxyz
_diffrn_measurement_device       KappaCCD
_computing_data_collection       KappaCCD
_computing_data_reduction        'Denzo and Scalepak (Otwinowski & Minor, 1997)'

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

loop_
_diffrn_radiation_wavelength
0.71073
_diffrn_radiation_wavelength_id  all

_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.01656
_diffrn_orient_matrix_UB_12      0.00970
_diffrn_orient_matrix_UB_13      0.05403
_diffrn_orient_matrix_UB_21      -0.06167
_diffrn_orient_matrix_UB_22      -0.01826
_diffrn_orient_matrix_UB_23      0.01925
_diffrn_orient_matrix_UB_31      0.05178
_diffrn_orient_matrix_UB_32      -0.02485
_diffrn_orient_matrix_UB_33      0.00695

_cell_formula_units_Z            12
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_density_method    'not measured'
_exptl_special_details           
;
Recrystallized from ?? after column chromotography.
;
_chemical_formula_weight         361.506
_diffrn_radiation_type           ' MoK\a'

loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
-X,-Y,-Z
'-X,+Y+ 1/2,-Z+ 1/2'
'+X,-Y+ 1/2,+Z+ 1/2'

_symmetry_space_group_name_H-M   'P 21/c        '
_symmetry_cell_setting           Monoclinic
_chemical_formula_moiety         'C21 H33 N2 O3 '
_chemical_formula_sum            'C21 H33 N2 O3 '
_chemical_melting_point          184-185
_chemical_name_systematic        
;
?
;
_cell_length_a                   17.3092(2)
_cell_length_b                   30.9285(3)
_cell_length_c                   12.1652(1)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.8163(5)
_cell_angle_gamma                90.00
_cell_volume                     6511.95(11)
_diffrn_reflns_number            13963
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_full        25.02
_cell_measurement_reflns_used    10976
_cell_measurement_theta_min      4.076
_cell_measurement_theta_max      25.028
_diffrn_measurement_method       CCD
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

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'

_exptl_absorpt_coefficient_mu    0.073
_reflns_number_total             11406
_reflns_number_gt                6818
_reflns_threshold_expression     >2sigma(I)

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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^)+ (0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11406
_refine_ls_number_parameters     705
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1279
_refine_ls_R_factor_gt           0.0779
_refine_ls_wR_factor_ref         0.2281
_refine_ls_wR_factor_gt          0.2039
_refine_ls_goodness_of_fit_ref   1.358
_refine_ls_restrained_S_all      1.358
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.25352(10) 0.27837(6) 0.89075(16) 0.0695(6) Uani 1 1 d . . .
O2 O 0.13337(12) 0.10483(7) 0.64989(16) 0.0826(7) Uani 1 1 d . . .
O3 O 0.35618(11) 0.15764(6) 0.49675(15) 0.0739(6) Uani 1 1 d . . .
O4 O 0.74165(10) 0.05620(6) 0.10423(15) 0.0694(6) Uani 1 1 d . . .
O5 O 0.63175(12) 0.23172(6) 0.34637(15) 0.0781(6) Uani 1 1 d . . .
O6 O 0.85311(10) 0.17406(6) 0.50149(14) 0.0633(5) Uani 1 1 d . . .
O7 O 0.75814(10) 0.11029(6) -0.39309(15) 0.0676(6) Uani 1 1 d . . .
O8 O 0.86950(13) -0.06562(7) -0.15164(17) 0.0890(7) Uani 1 1 d . . .
O9 O 0.64769(11) -0.01001(7) -0.00102(15) 0.0752(6) Uani 1 1 d . . .
N10 N 0.29857(12) 0.13287(7) 0.51946(16) 0.0541(6) Uani 1 1 d . . .
N11 N 0.19254(12) 0.10847(7) 0.58937(16) 0.0528(5) Uani 1 1 d . . .
N12 N 0.69123(12) 0.22655(6) 0.40811(16) 0.0501(5) Uani 1 1 d . . .
N13 N 0.79602(11) 0.19969(6) 0.47980(16) 0.0481(5) Uani 1 1 d . . .
N14 N 0.81136(13) -0.06018(7) -0.08989(17) 0.0564(6) Uani 1 1 d . . .
N15 N 0.70564(12) -0.03514(7) -0.02253(17) 0.0575(6) Uani 1 1 d . . .
C16 C 0.25462(14) 0.24314(8) 0.82377(19) 0.0483(6) Uani 1 1 d . . .
C18 C 0.32412(14) 0.22331(7) 0.7927(2) 0.0464(6) Uani 1 1 d . . .
C19 C 0.18034(14) 0.19380(8) 0.71426(18) 0.0454(6) Uani 1 1 d . . .
C20 C 0.31860(14) 0.18988(8) 0.71770(19) 0.0473(6) Uani 1 1 d . . .
C21 C 0.24806(13) 0.17498(7) 0.67654(18) 0.0437(6) Uani 1 1 d . . .
C22 C 0.24666(13) 0.13980(8) 0.59746(18) 0.0441(6) Uani 1 1 d . . .
C23 C 0.20518(16) 0.07871(9) 0.4944(2) 0.0643(8) Uani 1 1 d . . .
C24 C 0.28705(15) 0.09091(9) 0.4599(2) 0.0587(7) Uani 1 1 d . . .
C25 C 0.10593(15) 0.24948(9) 0.8234(2) 0.0606(7) Uani 1 1 d . . .
C26 C 0.40402(14) 0.23818(8) 0.8365(2) 0.0545(7) Uani 1 1 d . . .
C27 C 0.1017(2) 0.29571(12) 0.7765(3) 0.1077(12) Uani 1 1 d . . .
C28 C 0.03521(16) 0.22597(12) 0.7777(3) 0.0942(12) Uani 1 1 d . . .
C29 C 0.18133(14) 0.22801(8) 0.78697(19) 0.0470(6) Uani 1 1 d . . .
C30 C 0.09931(18) 0.24968(12) 0.9491(2) 0.0863(10) Uani 1 1 d . . .
C31 C 0.46845(15) 0.20837(11) 0.7956(3) 0.0802(9) Uani 1 1 d . . .
C32 C 0.42315(18) 0.28365(10) 0.7936(3) 0.0756(9) Uani 1 1 d . . .
C33 C 0.40789(17) 0.23658(10) 0.9624(2) 0.0705(8) Uani 1 1 d . . .
C34 C 0.1416(2) 0.08983(18) 0.4121(3) 0.1346(19) Uani 1 1 d . . .
C35 C 0.1960(3) 0.03233(11) 0.5360(4) 0.1366(18) Uani 1 1 d . . .
C36 C 0.2957(2) 0.09994(12) 0.3381(2) 0.0977(12) Uani 1 1 d . . .
C37 C 0.3506(2) 0.06122(12) 0.5007(4) 0.1219(15) Uani 1 1 d . . .
C38 C 0.73795(14) 0.09081(8) 0.1728(2) 0.0483(6) Uani 1 1 d . . .
C39 C 0.80994(14) 0.10883(8) 0.20486(19) 0.0464(6) Uani 1 1 d . . .
C40 C 0.66710(14) 0.10770(8) 0.20953(19) 0.0486(6) Uani 1 1 d . . .
C41 C 0.67018(13) 0.14193(8) 0.28268(18) 0.0465(6) Uani 1 1 d . . .
C42 C 0.80867(13) 0.14224(8) 0.28057(18) 0.0461(6) Uani 1 1 d . . .
C43 C 0.74046(13) 0.15909(7) 0.32083(18) 0.0420(6) Uani 1 1 d . . .
C44 C 0.74188(13) 0.19394(7) 0.40052(18) 0.0418(6) Uani 1 1 d . . .
C45 C 0.70510(15) 0.25502(8) 0.5053(2) 0.0578(7) Uani 1 1 d . . .
C46 C 0.78761(14) 0.24105(8) 0.5403(2) 0.0526(7) Uani 1 1 d . . .
C47 C 0.88687(14) 0.09118(9) 0.1617(2) 0.0587(7) Uani 1 1 d . . .
C48 C 0.58820(15) 0.08891(9) 0.1717(2) 0.0607(7) Uani 1 1 d . . .
C49 C 0.52088(16) 0.11515(13) 0.2181(3) 0.0959(12) Uani 1 1 d . . .
C50 C 0.5788(2) 0.04258(11) 0.2140(3) 0.0897(11) Uani 1 1 d . . .
C51 C 0.57927(16) 0.09080(10) 0.0455(2) 0.0738(9) Uani 1 1 d . . .
C52 C 0.88877(17) 0.09305(12) 0.0362(2) 0.0840(10) Uani 1 1 d . . .
C53 C 0.9002(2) 0.04503(11) 0.2041(3) 0.1015(12) Uani 1 1 d . . .
C54 C 0.95538(16) 0.11837(12) 0.2039(3) 0.0888(11) Uani 1 1 d . . .
C55 C 0.8515(2) 0.27075(11) 0.4972(3) 0.1023(12) Uani 1 1 d . . .
C56 C 0.7984(2) 0.23291(11) 0.6622(2) 0.0892(11) Uani 1 1 d . . .
C57 C 0.6967(3) 0.30199(10) 0.4691(3) 0.1178(15) Uani 1 1 d . . .
C58 C 0.6429(2) 0.24348(16) 0.5857(3) 0.1153(15) Uani 1 1 d . . .
C59 C 0.76128(14) 0.07547(8) -0.32532(19) 0.0466(6) Uani 1 1 d . . .
C60 C 0.68938(13) 0.05916(8) -0.29139(19) 0.0471(6) Uani 1 1 d . . .
C61 C 0.83219(13) 0.05637(7) -0.29183(19) 0.0445(6) Uani 1 1 d . . .
C62 C 0.68963(13) 0.02529(8) -0.21761(18) 0.0456(6) Uani 1 1 d . . .
C63 C 0.82815(13) 0.02221(7) -0.21854(18) 0.0441(6) Uani 1 1 d . . .
C64 C 0.75867(13) 0.00654(7) -0.17895(17) 0.0420(6) Uani 1 1 d . . .
C65 C 0.75768(13) -0.02861(8) -0.09974(18) 0.0421(6) Uani 1 1 d . . .
C66 C 0.71804(16) -0.07622(9) 0.0406(2) 0.0612(7) Uani 1 1 d . . .
C67 C 0.79957(16) -0.08851(9) 0.0070(2) 0.0625(8) Uani 1 1 d . . .
C68 C 0.61288(14) 0.07936(9) -0.3319(2) 0.0612(7) Uani 1 1 d . . .
C69 C 0.91095(14) 0.07284(8) -0.3309(2) 0.0553(7) Uani 1 1 d . . .
C70 C 0.92707(17) 0.11851(9) -0.2856(2) 0.0731(9) Uani 1 1 d . . .
C71 C 0.91596(16) 0.07204(10) -0.4570(2) 0.0683(8) Uani 1 1 d . . .
C72 C 0.97694(15) 0.04389(11) -0.2882(3) 0.0812(10) Uani 1 1 d . . .
C73 C 0.54284(16) 0.05474(12) -0.2879(3) 0.0921(11) Uani 1 1 d . . .
C74 C 0.60646(18) 0.07747(12) -0.4580(3) 0.0902(11) Uani 1 1 d . . .
C75 C 0.6067(2) 0.12579(11) -0.2903(3) 0.1038(12) Uani 1 1 d . . .
C76 C 0.6549(2) -0.10682(13) 0.0035(4) 0.1375(18) Uani 1 1 d . . .
C77 C 0.7096(3) -0.06582(12) 0.1619(3) 0.1167(15) Uani 1 1 d . . .
C78 C 0.8101(3) -0.13505(11) -0.0286(4) 0.149(2) Uani 1 1 d . . .
C79 C 0.8632(2) -0.07574(18) 0.0883(3) 0.1370(19) Uani 1 1 d . . .
H1 H 0.2979 0.2852 0.9076 0.104 Uiso 1 1 calc R . .
H4 H 0.6978 0.0477 0.0898 0.104 Uiso 1 1 calc R . .
H7 H 0.8021 0.1176 -0.4089 0.101 Uiso 1 1 calc R . .
H19 H 0.1330 0.1830 0.6897 0.054 Uiso 1 1 calc R . .
H20 H 0.3638 0.1768 0.6938 0.057 Uiso 1 1 calc R . .
H27A H 0.0545 0.3092 0.7991 0.162 Uiso 1 1 calc R . .
H27B H 0.1029 0.2946 0.6977 0.162 Uiso 1 1 calc R . .
H27C H 0.1450 0.3122 0.8035 0.162 Uiso 1 1 calc R . .
H28A H -0.0107 0.2405 0.8010 0.141 Uiso 1 1 calc R . .
H28B H 0.0350 0.1968 0.8044 0.141 Uiso 1 1 calc R . .
H28C H 0.0368 0.2258 0.6988 0.141 Uiso 1 1 calc R . .
H30A H 0.0521 0.2637 0.9694 0.129 Uiso 1 1 calc R . .
H30B H 0.1424 0.2650 0.9808 0.129 Uiso 1 1 calc R . .
H30C H 0.0993 0.2205 0.9758 0.129 Uiso 1 1 calc R . .
H31A H 0.4595 0.1794 0.8210 0.120 Uiso 1 1 calc R . .
H31B H 0.5174 0.2184 0.8234 0.120 Uiso 1 1 calc R . .
H31C H 0.4687 0.2086 0.7167 0.120 Uiso 1 1 calc R . .
H32A H 0.3849 0.3038 0.8183 0.113 Uiso 1 1 calc R . .
H32B H 0.4234 0.2833 0.7147 0.113 Uiso 1 1 calc R . .
H32C H 0.4731 0.2923 0.8210 0.113 Uiso 1 1 calc R . .
H33A H 0.3685 0.2549 0.9919 0.106 Uiso 1 1 calc R . .
H33B H 0.4577 0.2464 0.9874 0.106 Uiso 1 1 calc R . .
H33C H 0.3999 0.2074 0.9866 0.106 Uiso 1 1 calc R . .
H34A H 0.1481 0.1191 0.3873 0.202 Uiso 1 1 calc R . .
H34B H 0.0922 0.0869 0.4464 0.202 Uiso 1 1 calc R . .
H34C H 0.1442 0.0705 0.3504 0.202 Uiso 1 1 calc R . .
H35A H 0.1433 0.0275 0.5563 0.205 Uiso 1 1 calc R . .
H35B H 0.2292 0.0279 0.5989 0.205 Uiso 1 1 calc R . .
H35C H 0.2097 0.0125 0.4789 0.205 Uiso 1 1 calc R . .
H36A H 0.2551 0.1189 0.3135 0.147 Uiso 1 1 calc R . .
H36B H 0.2928 0.0733 0.2979 0.147 Uiso 1 1 calc R . .
H36C H 0.3448 0.1134 0.3257 0.147 Uiso 1 1 calc R . .
H37A H 0.3442 0.0558 0.5778 0.183 Uiso 1 1 calc R . .
H37B H 0.3998 0.0746 0.4891 0.183 Uiso 1 1 calc R . .
H37C H 0.3481 0.0344 0.4612 0.183 Uiso 1 1 calc R . .
H41 H 0.6242 0.1539 0.3072 0.056 Uiso 1 1 calc R . .
H42 H 0.8553 0.1538 0.3054 0.055 Uiso 1 1 calc R . .
H49A H 0.5240 0.1445 0.1926 0.144 Uiso 1 1 calc R . .
H49B H 0.5237 0.1147 0.2970 0.144 Uiso 1 1 calc R . .
H49C H 0.4728 0.1027 0.1938 0.144 Uiso 1 1 calc R . .
H50A H 0.5841 0.0423 0.2927 0.135 Uiso 1 1 calc R . .
H50B H 0.6178 0.0245 0.1827 0.135 Uiso 1 1 calc R . .
H50C H 0.5286 0.0319 0.1932 0.135 Uiso 1 1 calc R . .
H51A H 0.5846 0.1202 0.0212 0.111 Uiso 1 1 calc R . .
H51B H 0.5292 0.0801 0.0242 0.111 Uiso 1 1 calc R . .
H51C H 0.6185 0.0733 0.0125 0.111 Uiso 1 1 calc R . .
H52A H 0.8798 0.1222 0.0122 0.126 Uiso 1 1 calc R . .
H52B H 0.8493 0.0745 0.0060 0.126 Uiso 1 1 calc R . .
H52C H 0.9384 0.0836 0.0114 0.126 Uiso 1 1 calc R . .
H53A H 0.9483 0.0343 0.1768 0.152 Uiso 1 1 calc R . .
H53B H 0.8588 0.0267 0.1791 0.152 Uiso 1 1 calc R . .
H53C H 0.9019 0.0452 0.2830 0.152 Uiso 1 1 calc R . .
H54A H 0.9491 0.1478 0.1799 0.133 Uiso 1 1 calc R . .
H54B H 1.0026 0.1069 0.1754 0.133 Uiso 1 1 calc R . .
H54C H 0.9573 0.1175 0.2828 0.133 Uiso 1 1 calc R . .
H55A H 0.9009 0.2603 0.5222 0.153 Uiso 1 1 calc R . .
H55B H 0.8437 0.2996 0.5241 0.153 Uiso 1 1 calc R . .
H55C H 0.8498 0.2709 0.4183 0.153 Uiso 1 1 calc R . .
H56A H 0.8509 0.2244 0.6770 0.134 Uiso 1 1 calc R . .
H56B H 0.7641 0.2103 0.6848 0.134 Uiso 1 1 calc R . .
H56C H 0.7871 0.2589 0.7021 0.134 Uiso 1 1 calc R . .
H57A H 0.7365 0.3089 0.4179 0.177 Uiso 1 1 calc R . .
H57B H 0.7011 0.3206 0.5321 0.177 Uiso 1 1 calc R . .
H57C H 0.6470 0.3061 0.4345 0.177 Uiso 1 1 calc R . .
H58A H 0.5937 0.2532 0.5578 0.173 Uiso 1 1 calc R . .
H58B H 0.6537 0.2572 0.6551 0.173 Uiso 1 1 calc R . .
H58C H 0.6416 0.2127 0.5955 0.173 Uiso 1 1 calc R . .
H62 H 0.6428 0.0146 -0.1928 0.055 Uiso 1 1 calc R . .
H63 H 0.8739 0.0092 -0.1948 0.053 Uiso 1 1 calc R . .
H70A H 0.9764 0.1283 -0.3107 0.110 Uiso 1 1 calc R . .
H70B H 0.9274 0.1177 -0.2067 0.110 Uiso 1 1 calc R . .
H70C H 0.8874 0.1379 -0.3110 0.110 Uiso 1 1 calc R . .
H71A H 0.9063 0.0432 -0.4831 0.103 Uiso 1 1 calc R . .
H71B H 0.9666 0.0810 -0.4786 0.103 Uiso 1 1 calc R . .
H71C H 0.8781 0.0914 -0.4879 0.103 Uiso 1 1 calc R . .
H72A H 0.9696 0.0150 -0.3151 0.122 Uiso 1 1 calc R . .
H72B H 0.9771 0.0437 -0.2093 0.122 Uiso 1 1 calc R . .
H72C H 1.0254 0.0549 -0.3136 0.122 Uiso 1 1 calc R . .
H73A H 0.5444 0.0253 -0.3130 0.138 Uiso 1 1 calc R . .
H73B H 0.4962 0.0683 -0.3141 0.138 Uiso 1 1 calc R . .
H73C H 0.5442 0.0552 -0.2089 0.138 Uiso 1 1 calc R . .
H74A H 0.6106 0.0480 -0.4819 0.135 Uiso 1 1 calc R . .
H74B H 0.6473 0.0942 -0.4894 0.135 Uiso 1 1 calc R . .
H74C H 0.5575 0.0891 -0.4814 0.135 Uiso 1 1 calc R . .
H75A H 0.6498 0.1423 -0.3160 0.156 Uiso 1 1 calc R . .
H75B H 0.6068 0.1258 -0.2114 0.156 Uiso 1 1 calc R . .
H75C H 0.5595 0.1385 -0.3175 0.156 Uiso 1 1 calc R . .
H76A H 0.6060 -0.0964 0.0287 0.206 Uiso 1 1 calc R . .
H76B H 0.6646 -0.1350 0.0337 0.206 Uiso 1 1 calc R . .
H76C H 0.6540 -0.1085 -0.0753 0.206 Uiso 1 1 calc R . .
H77A H 0.7498 -0.0463 0.1846 0.175 Uiso 1 1 calc R . .
H77B H 0.7134 -0.0920 0.2040 0.175 Uiso 1 1 calc R . .
H77C H 0.6602 -0.0526 0.1737 0.175 Uiso 1 1 calc R . .
H78A H 0.8629 -0.1397 -0.0485 0.224 Uiso 1 1 calc R . .
H78B H 0.7769 -0.1410 -0.0907 0.224 Uiso 1 1 calc R . .
H78C H 0.7971 -0.1540 0.0309 0.224 Uiso 1 1 calc R . .
H79A H 0.9123 -0.0848 0.0607 0.205 Uiso 1 1 calc R . .
H79B H 0.8543 -0.0894 0.1577 0.205 Uiso 1 1 calc R . .
H79C H 0.8632 -0.0449 0.0976 0.205 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 0.0582(12) 0.0609(12) 0.0892(14) -0.0369(11) -0.0013(10) 0.0021(9)
O2 0.0809(14) 0.0920(16) 0.0757(13) -0.0171(11) 0.0275(12) -0.0357(12)
O3 0.0746(13) 0.0725(13) 0.0751(13) -0.0130(10) 0.0207(10) -0.0251(11)
O4 0.0604(11) 0.0597(12) 0.0883(14) -0.0369(10) 0.0039(10) 0.0013(9)
O5 0.0806(14) 0.0876(15) 0.0655(12) -0.0167(10) -0.0234(11) 0.0357(11)
O6 0.0642(12) 0.0579(11) 0.0672(12) -0.0056(9) -0.0138(9) 0.0179(9)
O7 0.0547(11) 0.0578(12) 0.0903(14) 0.0364(10) 0.0017(10) 0.0026(9)
O8 0.0924(16) 0.0927(16) 0.0826(14) 0.0198(12) 0.0266(13) 0.0336(13)
O9 0.0737(13) 0.0754(14) 0.0770(13) 0.0156(10) 0.0163(10) 0.0161(11)
N10 0.0574(13) 0.0521(14) 0.0530(12) -0.0081(10) 0.0075(11) -0.0150(11)
N11 0.0568(13) 0.0527(13) 0.0491(12) -0.0047(10) 0.0063(10) -0.0154(11)
N12 0.0569(13) 0.0488(13) 0.0445(12) -0.0041(10) -0.0059(10) 0.0115(10)
N13 0.0520(12) 0.0455(12) 0.0468(12) -0.0048(10) -0.0033(10) 0.0092(10)
N14 0.0601(14) 0.0580(14) 0.0513(13) 0.0071(11) 0.0069(11) 0.0123(11)
N15 0.0550(13) 0.0557(14) 0.0619(14) 0.0138(11) 0.0060(11) 0.0091(11)
C16 0.0574(16) 0.0413(14) 0.0462(14) -0.0080(12) 0.0000(12) -0.0004(12)
C18 0.0499(15) 0.0393(14) 0.0500(14) -0.0055(12) 0.0024(11) -0.0053(11)
C19 0.0473(14) 0.0468(15) 0.0418(13) -0.0017(12) -0.0019(11) -0.0057(11)
C20 0.0514(15) 0.0417(14) 0.0488(14) -0.0015(12) 0.0035(11) -0.0017(11)
C21 0.0507(15) 0.0409(14) 0.0393(13) 0.0005(11) 0.0004(11) -0.0061(11)
C22 0.0498(14) 0.0436(14) 0.0388(13) -0.0002(11) 0.0002(11) -0.0059(12)
C23 0.0722(19) 0.0651(19) 0.0559(17) -0.0222(14) 0.0067(14) -0.0237(15)
C24 0.0650(17) 0.0547(17) 0.0564(16) -0.0184(13) 0.0074(13) -0.0075(14)
C25 0.0547(16) 0.0657(19) 0.0614(17) -0.0094(14) 0.0010(13) 0.0102(14)
C26 0.0504(15) 0.0494(15) 0.0638(17) -0.0152(13) -0.0017(12) -0.0080(12)
C27 0.098(3) 0.083(3) 0.142(3) 0.008(2) -0.003(2) 0.034(2)
C28 0.0499(18) 0.134(3) 0.099(2) -0.039(2) 0.0011(17) 0.0052(18)
C29 0.0504(15) 0.0464(15) 0.0440(14) -0.0004(12) -0.0015(11) 0.0016(11)
C30 0.075(2) 0.118(3) 0.0657(19) -0.0229(19) 0.0112(16) 0.013(2)
C31 0.0484(17) 0.083(2) 0.109(2) -0.0349(19) -0.0020(16) -0.0074(16)
C32 0.078(2) 0.066(2) 0.083(2) -0.0144(16) 0.0162(16) -0.0261(16)
C33 0.0681(18) 0.0672(19) 0.076(2) -0.0120(16) -0.0187(15) -0.0033(15)
C34 0.081(2) 0.254(6) 0.068(2) -0.039(3) -0.0108(19) -0.029(3)
C35 0.191(4) 0.055(2) 0.166(4) -0.029(2) 0.081(3) -0.050(3)
C36 0.119(3) 0.115(3) 0.0589(19) -0.0255(19) 0.0220(18) -0.043(2)
C37 0.098(3) 0.079(3) 0.188(4) -0.019(3) -0.020(3) 0.020(2)
C38 0.0540(15) 0.0402(14) 0.0507(15) -0.0063(12) 0.0021(12) 0.0016(12)
C39 0.0488(15) 0.0410(14) 0.0494(14) -0.0038(12) 0.0001(11) 0.0066(11)
C40 0.0493(15) 0.0480(15) 0.0486(14) -0.0039(12) 0.0014(11) -0.0032(12)
C41 0.0458(14) 0.0491(15) 0.0446(14) -0.0022(12) 0.0034(11) 0.0048(11)
C42 0.0449(14) 0.0476(15) 0.0457(14) -0.0012(12) 0.0005(11) 0.0012(11)
C43 0.0466(14) 0.0391(13) 0.0402(13) -0.0003(11) -0.0002(11) 0.0032(11)
C44 0.0474(14) 0.0390(14) 0.0391(13) -0.0023(11) 0.0028(11) 0.0050(11)
C45 0.0694(18) 0.0513(16) 0.0525(16) -0.0123(13) -0.0024(13) 0.0193(13)
C46 0.0600(16) 0.0439(15) 0.0536(15) -0.0119(12) -0.0035(12) 0.0029(13)
C47 0.0526(16) 0.0589(17) 0.0647(17) -0.0161(14) 0.0037(13) 0.0140(13)
C48 0.0512(16) 0.0636(18) 0.0675(18) -0.0196(15) 0.0061(13) -0.0090(13)
C49 0.0483(18) 0.135(3) 0.105(3) -0.052(2) 0.0038(17) -0.0092(18)
C50 0.099(2) 0.085(2) 0.085(2) -0.0134(18) 0.0188(19) -0.042(2)
C51 0.0656(18) 0.083(2) 0.0726(19) -0.0164(17) -0.0114(15) 0.0003(16)
C52 0.068(2) 0.111(3) 0.074(2) -0.0231(19) 0.0170(16) 0.0108(18)
C53 0.101(3) 0.069(2) 0.134(3) -0.003(2) 0.002(2) 0.037(2)
C54 0.0471(17) 0.109(3) 0.110(3) -0.045(2) 0.0062(16) 0.0059(17)
C55 0.092(3) 0.070(2) 0.146(3) -0.019(2) 0.013(2) -0.0201(19)
C56 0.113(3) 0.096(3) 0.0575(18) -0.0231(17) -0.0228(18) 0.036(2)
C57 0.165(4) 0.048(2) 0.139(3) -0.021(2) -0.055(3) 0.036(2)
C58 0.073(2) 0.209(5) 0.065(2) -0.031(2) 0.0168(18) 0.021(3)
C59 0.0523(15) 0.0396(14) 0.0478(14) 0.0077(12) 0.0011(11) 0.0021(11)
C60 0.0476(14) 0.0459(15) 0.0479(14) 0.0052(12) 0.0016(11) 0.0037(11)
C61 0.0463(14) 0.0385(14) 0.0487(14) 0.0021(12) -0.0013(11) -0.0040(11)
C62 0.0448(14) 0.0458(15) 0.0462(14) 0.0039(12) 0.0024(11) -0.0007(11)
C63 0.0467(14) 0.0403(14) 0.0452(13) 0.0044(11) -0.0058(11) 0.0034(11)
C64 0.0511(15) 0.0376(13) 0.0373(12) 0.0008(11) -0.0016(11) 0.0000(11)
C65 0.0469(14) 0.0391(14) 0.0403(13) -0.0005(11) -0.0011(11) 0.0004(11)
C66 0.0670(18) 0.0545(17) 0.0620(18) 0.0232(14) 0.0023(14) 0.0002(14)
C67 0.0723(19) 0.0628(19) 0.0524(16) 0.0189(14) -0.0017(14) 0.0160(14)
C68 0.0491(15) 0.0637(18) 0.0707(18) 0.0235(14) 0.0005(13) 0.0111(13)
C69 0.0468(15) 0.0536(16) 0.0656(17) 0.0147(13) -0.0009(12) -0.0036(12)
C70 0.0719(19) 0.066(2) 0.081(2) 0.0095(16) -0.0133(16) -0.0192(15)
C71 0.0636(18) 0.0660(19) 0.076(2) 0.0092(15) 0.0166(15) -0.0048(15)
C72 0.0470(16) 0.084(2) 0.113(2) 0.0363(19) 0.0006(16) -0.0009(15)
C73 0.0453(17) 0.126(3) 0.105(2) 0.046(2) -0.0007(16) 0.0040(18)
C74 0.071(2) 0.125(3) 0.074(2) 0.037(2) -0.0160(16) 0.0027(19)
C75 0.089(2) 0.075(2) 0.148(3) 0.008(2) 0.015(2) 0.032(2)
C76 0.103(3) 0.091(3) 0.218(5) 0.039(3) -0.034(3) -0.039(2)
C77 0.172(4) 0.116(3) 0.063(2) 0.031(2) 0.029(2) 0.059(3)
C78 0.211(5) 0.052(2) 0.188(4) 0.029(3) 0.084(4) 0.038(3)
C79 0.086(3) 0.252(6) 0.072(2) 0.033(3) -0.022(2) -0.004(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 C16 1.361(3) . ?
O2 N11 1.275(3) . ?
O3 N10 1.291(2) . ?
O4 C38 1.359(3) . ?
O5 N12 1.276(2) . ?
O6 N13 1.291(2) . ?
O7 C59 1.357(3) . ?
O8 N14 1.275(3) . ?
O9 N15 1.298(3) . ?
N10 C22 1.333(3) . ?
N10 C24 1.498(3) . ?
N11 C22 1.350(3) . ?
N11 C23 1.495(3) . ?
N12 C44 1.340(3) . ?
N12 C45 1.491(3) . ?
N13 C44 1.347(3) . ?
N13 C46 1.484(3) . ?
N14 C65 1.352(3) . ?
N14 C67 1.485(3) . ?
N15 C65 1.326(3) . ?
N15 C66 1.498(3) . ?
C16 C18 1.407(3) . ?
C16 C29 1.419(3) . ?
C18 C20 1.381(3) . ?
C18 C26 1.545(3) . ?
C19 C29 1.379(3) . ?
C19 C21 1.392(3) . ?
C20 C21 1.392(3) . ?
C21 C22 1.452(3) . ?
C23 C34 1.518(4) . ?
C23 C35 1.530(5) . ?
C23 C24 1.531(4) . ?
C24 C37 1.511(4) . ?
C24 C36 1.518(4) . ?
C25 C28 1.522(4) . ?
C25 C29 1.535(3) . ?
C25 C30 1.536(4) . ?
C25 C27 1.541(5) . ?
C26 C33 1.532(4) . ?
C26 C31 1.536(4) . ?
C26 C32 1.538(4) . ?
C38 C40 1.411(3) . ?
C38 C39 1.415(3) . ?
C39 C42 1.385(3) . ?
C39 C47 1.538(3) . ?
C40 C41 1.384(3) . ?
C40 C48 1.548(3) . ?
C41 C43 1.400(3) . ?
C42 C43 1.386(3) . ?
C43 C44 1.450(3) . ?
C45 C58 1.508(4) . ?
C45 C57 1.524(4) . ?
C45 C46 1.546(4) . ?
C46 C56 1.513(4) . ?
C46 C55 1.536(4) . ?
C47 C52 1.529(4) . ?
C47 C53 1.534(4) . ?
C47 C54 1.536(4) . ?
C48 C50 1.532(4) . ?
C48 C49 1.535(4) . ?
C48 C51 1.542(4) . ?
C59 C60 1.410(3) . ?
C59 C61 1.417(3) . ?
C60 C62 1.379(3) . ?
C60 C68 1.539(3) . ?
C61 C63 1.385(3) . ?
C61 C69 1.537(3) . ?
C62 C64 1.403(3) . ?
C63 C64 1.389(3) . ?
C64 C65 1.453(3) . ?
C66 C76 1.509(4) . ?
C66 C77 1.520(4) . ?
C66 C67 1.523(4) . ?
C67 C78 1.515(4) . ?
C67 C79 1.522(4) . ?
C68 C75 1.527(4) . ?
C68 C73 1.535(4) . ?
C68 C74 1.537(4) . ?
C69 C72 1.536(4) . ?
C69 C71 1.538(4) . ?
C69 C70 1.540(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
O3 N10 C22 126.0(2) . . ?
O3 N10 C24 120.6(2) . . ?
C22 N10 C24 113.4(2) . . ?
O2 N11 C22 125.7(2) . . ?
O2 N11 C23 121.28(19) . . ?
C22 N11 C23 112.9(2) . . ?
O5 N12 C44 125.24(19) . . ?
O5 N12 C45 120.81(19) . . ?
C44 N12 C45 113.64(19) . . ?
O6 N13 C44 126.00(19) . . ?
O6 N13 C46 120.54(18) . . ?
C44 N13 C46 113.38(18) . . ?
O8 N14 C65 126.2(2) . . ?
O8 N14 C67 120.5(2) . . ?
C65 N14 C67 113.2(2) . . ?
O9 N15 C65 125.9(2) . . ?
O9 N15 C66 120.6(2) . . ?
C65 N15 C66 113.5(2) . . ?
O1 C16 C18 122.0(2) . . ?
O1 C16 C29 115.6(2) . . ?
C18 C16 C29 122.4(2) . . ?
C20 C18 C16 116.9(2) . . ?
C20 C18 C26 120.3(2) . . ?
C16 C18 C26 122.8(2) . . ?
C29 C19 C21 122.0(2) . . ?
C18 C20 C21 122.5(2) . . ?
C20 C21 C19 118.8(2) . . ?
C20 C21 C22 119.5(2) . . ?
C19 C21 C22 121.7(2) . . ?
N10 C22 N11 107.9(2) . . ?
N10 C22 C21 125.9(2) . . ?
N11 C22 C21 126.2(2) . . ?
N11 C23 C34 104.9(3) . . ?
N11 C23 C35 107.7(2) . . ?
C34 C23 C35 110.7(3) . . ?
N11 C23 C24 101.90(19) . . ?
C34 C23 C24 115.4(3) . . ?
C35 C23 C24 115.0(3) . . ?
N10 C24 C37 106.0(2) . . ?
N10 C24 C36 107.4(2) . . ?
C37 C24 C36 110.5(3) . . ?
N10 C24 C23 101.4(2) . . ?
C37 C24 C23 115.6(3) . . ?
C36 C24 C23 114.7(2) . . ?
C28 C25 C29 111.7(2) . . ?
C28 C25 C30 107.1(3) . . ?
C29 C25 C30 111.4(2) . . ?
C28 C25 C27 105.9(3) . . ?
C29 C25 C27 109.3(2) . . ?
C30 C25 C27 111.2(3) . . ?
C33 C26 C31 106.5(2) . . ?
C33 C26 C32 111.3(2) . . ?
C31 C26 C32 106.1(2) . . ?
C33 C26 C18 111.2(2) . . ?
C31 C26 C18 111.1(2) . . ?
C32 C26 C18 110.5(2) . . ?
C19 C29 C16 117.3(2) . . ?
C19 C29 C25 120.9(2) . . ?
C16 C29 C25 121.8(2) . . ?
O4 C38 C40 122.3(2) . . ?
O4 C38 C39 115.5(2) . . ?
C40 C38 C39 122.2(2) . . ?
C42 C39 C38 117.1(2) . . ?
C42 C39 C47 120.9(2) . . ?
C38 C39 C47 121.9(2) . . ?
C41 C40 C38 117.5(2) . . ?
C41 C40 C48 120.3(2) . . ?
C38 C40 C48 122.2(2) . . ?
C40 C41 C43 121.9(2) . . ?
C39 C42 C43 122.5(2) . . ?
C42 C43 C41 118.7(2) . . ?
C42 C43 C44 120.6(2) . . ?
C41 C43 C44 120.6(2) . . ?
N12 C44 N13 107.48(19) . . ?
N12 C44 C43 126.9(2) . . ?
N13 C44 C43 125.6(2) . . ?
N12 C45 C58 105.4(2) . . ?
N12 C45 C57 108.7(2) . . ?
C58 C45 C57 110.3(3) . . ?
N12 C45 C46 101.01(19) . . ?
C58 C45 C46 114.9(2) . . ?
C57 C45 C46 115.5(3) . . ?
N13 C46 C56 109.3(2) . . ?
N13 C46 C55 105.7(2) . . ?
C56 C46 C55 110.8(3) . . ?
N13 C46 C45 101.60(18) . . ?
C56 C46 C45 114.7(2) . . ?
C55 C46 C45 113.9(2) . . ?
C52 C47 C53 111.5(2) . . ?
C52 C47 C54 106.6(3) . . ?
C53 C47 C54 106.5(2) . . ?
C52 C47 C39 111.0(2) . . ?
C53 C47 C39 110.0(2) . . ?
C54 C47 C39 111.1(2) . . ?
C50 C48 C49 106.6(3) . . ?
C50 C48 C51 111.1(2) . . ?
C49 C48 C51 106.3(2) . . ?
C50 C48 C40 110.4(2) . . ?
C49 C48 C40 111.3(2) . . ?
C51 C48 C40 110.9(2) . . ?
O7 C59 C60 115.7(2) . . ?
O7 C59 C61 122.2(2) . . ?
C60 C59 C61 122.1(2) . . ?
C62 C60 C59 117.9(2) . . ?
C62 C60 C68 120.8(2) . . ?
C59 C60 C68 121.3(2) . . ?
C63 C61 C59 116.9(2) . . ?
C63 C61 C69 120.3(2) . . ?
C59 C61 C69 122.8(2) . . ?
C60 C62 C64 121.8(2) . . ?
C61 C63 C64 122.8(2) . . ?
C63 C64 C62 118.5(2) . . ?
C63 C64 C65 120.6(2) . . ?
C62 C64 C65 120.9(2) . . ?
N15 C65 N14 107.5(2) . . ?
N15 C65 C64 126.7(2) . . ?
N14 C65 C64 125.8(2) . . ?
N15 C66 C76 106.3(2) . . ?
N15 C66 C77 107.6(2) . . ?
C76 C66 C77 110.1(3) . . ?
N15 C66 C67 101.6(2) . . ?
C76 C66 C67 115.7(3) . . ?
C77 C66 C67 114.6(3) . . ?
N14 C67 C78 108.4(3) . . ?
N14 C67 C79 104.8(3) . . ?
C78 C67 C79 110.1(3) . . ?
N14 C67 C66 101.80(19) . . ?
C78 C67 C66 115.4(3) . . ?
C79 C67 C66 115.2(3) . . ?
C75 C68 C73 106.9(3) . . ?
C75 C68 C74 111.2(3) . . ?
C73 C68 C74 106.5(2) . . ?
C75 C68 C60 109.9(2) . . ?
C73 C68 C60 111.5(2) . . ?
C74 C68 C60 110.7(2) . . ?
C72 C69 C61 111.2(2) . . ?
C72 C69 C71 106.0(2) . . ?
C61 C69 C71 111.5(2) . . ?
C72 C69 C70 106.5(2) . . ?
C61 C69 C70 110.5(2) . . ?
C71 C69 C70 111.1(2) . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.521
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.047

data_compound_2
_database_code_depnum_ccdc_archive 'CCDC 243201'
_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;
?
;
_chemical_compound_source        'Lahti research lab, UMass-Amherst'
_chemical_name_common            ?
_chemical_melting_point          190-192
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H33 N2 O2'
_chemical_formula_weight         345.49

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   P2(1)2(1)2(1)

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                   11.85480(10)
_cell_length_b                   17.1035(2)
_cell_length_c                   30.8698(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6259.12(12)
_cell_formula_units_Z            12
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5770
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      25.03

_exptl_crystal_description       block
_exptl_crystal_colour            red-brown
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.100
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2268
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9525
_exptl_absorpt_correction_T_max  0.9895
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10723
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0544
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         4.14
_diffrn_reflns_theta_max         25.02
_reflns_number_total             10723
_reflns_number_gt                7222
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_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.
The disordered atoms in molecule 3 were refined isotropically, while all
other  non-hydrogens were refined anisotropically. The hydrogen atoms on
one of the OH group (at O1) and all the disordered methyl groups of
molecule 3 were not included in calculations. Two of the OH hydrogens were
located from diffrerence Fourier and refined freely at isotropic level. All
other hydrogens were included in calculated positions.
Overall, the molecule 2 has some disorder for the N-O oxygen and it is placed
on either of the nitrogens with 0.65 and 0.35 occupancies (obviously the
C=N/C-N bond is also disordered and the distance we see will be a
statistical average).
The molecule 3 has the serious disorder in the five membered ring and
its substituents, with nine atom in 18 positions.
;

_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^)+(0.0705P)^2^+3.8631P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(3)
_refine_ls_number_reflns         10723
_refine_ls_number_parameters     693
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1122
_refine_ls_R_factor_gt           0.0680
_refine_ls_wR_factor_ref         0.1834
_refine_ls_wR_factor_gt          0.1579
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.007
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0902(3) 0.76102(15) 1.02613(9) 0.0445(8) Uani 1 1 d . . .
O2 O 0.4891(3) 0.64274(19) 0.90534(11) 0.0646(10) Uani 1 1 d . . .
N1 N 0.4748(3) 0.70265(19) 0.88139(11) 0.0373(8) Uani 1 1 d . . .
N2 N 0.4048(3) 0.8151(2) 0.85817(11) 0.0421(9) Uani 1 1 d . . .
C1 C 0.1617(4) 0.7635(2) 0.99158(14) 0.0323(10) Uani 1 1 d . . .
C2 C 0.1977(3) 0.8364(2) 0.97243(13) 0.0295(9) Uani 1 1 d . . .
C3 C 0.2741(3) 0.8319(2) 0.93938(13) 0.0325(10) Uani 1 1 d . . .
H3 H 0.3011 0.8790 0.9268 0.039 Uiso 1 1 calc R . .
C4 C 0.3138(3) 0.7610(2) 0.92355(12) 0.0296(9) Uani 1 1 d . . .
C5 C 0.2740(3) 0.6909(2) 0.94141(13) 0.0307(9) Uani 1 1 d . . .
H5 H 0.3000 0.6425 0.9301 0.037 Uiso 1 1 calc R . .
C6 C 0.1978(3) 0.6909(2) 0.97522(13) 0.0297(9) Uani 1 1 d . . .
C7 C 0.3970(3) 0.7601(2) 0.88743(13) 0.0331(10) Uani 1 1 d . . .
C8 C 0.5409(3) 0.7144(3) 0.84146(13) 0.0403(11) Uani 1 1 d . . .
C9 C 0.5003(4) 0.7969(3) 0.82907(13) 0.0437(11) Uani 1 1 d . . .
C10 C 0.1562(4) 0.9149(2) 0.99013(15) 0.0426(12) Uani 1 1 d . . .
C11 C 0.1519(4) 0.6126(2) 0.99330(14) 0.0379(11) Uani 1 1 d . . .
C12 C 0.2000(4) 0.9289(3) 1.03626(15) 0.0512(12) Uani 1 1 d . . .
H12A H 0.1720 0.9793 1.0469 0.077 Uiso 1 1 calc R . .
H12B H 0.2827 0.9294 1.0360 0.077 Uiso 1 1 calc R . .
H12C H 0.1733 0.8870 1.0553 0.077 Uiso 1 1 calc R . .
C13 C 0.0264(3) 0.9209(2) 0.98760(15) 0.0401(11) Uani 1 1 d . . .
H13A H 0.0021 0.9716 0.9991 0.060 Uiso 1 1 calc R . .
H13B H -0.0075 0.8788 1.0048 0.060 Uiso 1 1 calc R . .
H13C H 0.0023 0.9160 0.9573 0.060 Uiso 1 1 calc R . .
C14 C 0.2000(4) 0.9820(2) 0.96068(16) 0.0501(12) Uani 1 1 d . . .
H14A H 0.1729 1.0323 0.9718 0.075 Uiso 1 1 calc R . .
H14B H 0.1719 0.9744 0.9311 0.075 Uiso 1 1 calc R . .
H14C H 0.2826 0.9817 0.9605 0.075 Uiso 1 1 calc R . .
C15 C 0.1909(4) 0.6048(3) 1.04103(15) 0.0599(14) Uani 1 1 d . . .
H15A H 0.1614 0.6488 1.0579 0.090 Uiso 1 1 calc R . .
H15B H 0.2735 0.6050 1.0422 0.090 Uiso 1 1 calc R . .
H15C H 0.1625 0.5556 1.0531 0.090 Uiso 1 1 calc R . .
C16 C 0.0218(4) 0.6098(3) 0.99021(17) 0.0509(12) Uani 1 1 d . . .
H16A H -0.0103 0.6545 1.0058 0.076 Uiso 1 1 calc R . .
H16B H -0.0058 0.5611 1.0032 0.076 Uiso 1 1 calc R . .
H16C H -0.0010 0.6121 0.9597 0.076 Uiso 1 1 calc R . .
C17 C 0.1980(4) 0.5429(2) 0.96983(16) 0.0524(13) Uani 1 1 d . . .
H17A H 0.1747 0.5448 0.9394 0.079 Uiso 1 1 calc R . .
H17B H 0.1691 0.4950 0.9832 0.079 Uiso 1 1 calc R . .
H17C H 0.2806 0.5433 0.9715 0.079 Uiso 1 1 calc R . .
C18 C 0.5907(4) 0.8622(3) 0.83893(15) 0.0571(13) Uani 1 1 d . . .
H18A H 0.5604 0.9134 0.8308 0.086 Uiso 1 1 calc R . .
H18B H 0.6594 0.8517 0.8222 0.086 Uiso 1 1 calc R . .
H18C H 0.6086 0.8620 0.8699 0.086 Uiso 1 1 calc R . .
C19 C 0.4605(4) 0.8047(3) 0.78227(13) 0.0694(16) Uani 1 1 d . . .
H19A H 0.4354 0.8585 0.7770 0.104 Uiso 1 1 calc R . .
H19B H 0.3978 0.7686 0.7771 0.104 Uiso 1 1 calc R . .
H19C H 0.5229 0.7921 0.7626 0.104 Uiso 1 1 calc R . .
C20 C 0.6639(3) 0.7055(3) 0.85202(17) 0.0665(15) Uani 1 1 d . . .
H20A H 0.6872 0.7476 0.8716 0.100 Uiso 1 1 calc R . .
H20B H 0.7083 0.7083 0.8253 0.100 Uiso 1 1 calc R . .
H20C H 0.6765 0.6549 0.8660 0.100 Uiso 1 1 calc R . .
C21 C 0.5108(6) 0.6513(3) 0.81102(17) 0.0792(18) Uani 1 1 d . . .
H21A H 0.4310 0.6560 0.8031 0.119 Uiso 1 1 calc R . .
H21B H 0.5238 0.6005 0.8248 0.119 Uiso 1 1 calc R . .
H21C H 0.5575 0.6555 0.7849 0.119 Uiso 1 1 calc R . .
O3 O -0.4043(3) 0.75266(18) 0.63937(10) 0.0515(9) Uani 1 1 d . . .
H1B H -0.436(3) 0.807(3) 0.6310(12) 0.068(12) Uiso 1 1 d . . .
O4A O -0.0056(4) 0.6393(2) 0.75916(13) 0.0393(10) Uani 0.65 1 d P . .
O4B O -0.1413(5) 0.8643(4) 0.8119(2) 0.0346(16) Uani 0.35 1 d P . .
N3 N -0.0213(3) 0.69402(18) 0.78282(11) 0.0368(8) Uani 1 1 d . . .
N4 N -0.0902(3) 0.8068(2) 0.80819(11) 0.0393(9) Uani 1 1 d . . .
C31 C -0.3343(4) 0.7538(3) 0.67499(14) 0.0397(11) Uani 1 1 d . . .
C32 C -0.2954(3) 0.8249(2) 0.68997(14) 0.0356(10) Uani 1 1 d . . .
C33 C -0.2206(3) 0.8227(2) 0.72518(13) 0.0346(10) Uani 1 1 d . . .
H33 H -0.1958 0.8706 0.7375 0.042 Uiso 1 1 calc R . .
C34 C -0.1817(3) 0.7527(2) 0.74256(13) 0.0321(10) Uani 1 1 d . . .
C35 C -0.2254(3) 0.6829(2) 0.72625(13) 0.0381(10) Uani 1 1 d . . .
H35 H -0.2003 0.6349 0.7384 0.046 Uiso 1 1 calc R . .
C36 C -0.3038(4) 0.6807(2) 0.69301(14) 0.0387(11) Uani 1 1 d . . .
C37 C -0.0977(4) 0.7532(2) 0.77809(13) 0.0361(10) Uani 1 1 d . . .
C38 C 0.0443(4) 0.7066(3) 0.82302(13) 0.0410(11) Uani 1 1 d . . .
C39 C 0.0073(4) 0.7906(3) 0.83713(12) 0.0379(11) Uani 1 1 d . . .
C40 C -0.3340(4) 0.9054(3) 0.67230(16) 0.0450(12) Uani 1 1 d . . .
C41 C -0.3520(4) 0.6034(3) 0.67602(17) 0.0507(13) Uani 1 1 d . . .
C42 C -0.4626(4) 0.9126(3) 0.67261(17) 0.0606(14) Uani 1 1 d . . .
H42A H -0.4956 0.8685 0.6568 0.091 Uiso 1 1 calc R . .
H42B H -0.4848 0.9617 0.6586 0.091 Uiso 1 1 calc R . .
H42C H -0.4898 0.9122 0.7026 0.091 Uiso 1 1 calc R . .
C43 C -0.2895(5) 0.9121(4) 0.62489(18) 0.0859(19) Uani 1 1 d . . .
H43A H -0.3187 0.8684 0.6077 0.129 Uiso 1 1 calc R . .
H43B H -0.2068 0.9105 0.6250 0.129 Uiso 1 1 calc R . .
H43C H -0.3149 0.9616 0.6122 0.129 Uiso 1 1 calc R . .
C44 C -0.2852(5) 0.9727(3) 0.69649(19) 0.0713(17) Uani 1 1 d . . .
H44A H -0.2027 0.9687 0.6965 0.107 Uiso 1 1 calc R . .
H44B H -0.3130 0.9721 0.7264 0.107 Uiso 1 1 calc R . .
H44C H -0.3078 1.0217 0.6825 0.107 Uiso 1 1 calc R . .
C45 C -0.4791(4) 0.6013(3) 0.68054(17) 0.0589(14) Uani 1 1 d . . .
H45A H -0.5078 0.5518 0.6690 0.088 Uiso 1 1 calc R . .
H45B H -0.5122 0.6449 0.6644 0.088 Uiso 1 1 calc R . .
H45C H -0.4996 0.6057 0.7112 0.088 Uiso 1 1 calc R . .
C46 C -0.3157(5) 0.5870(3) 0.62932(18) 0.0822(18) Uani 1 1 d . . .
H46A H -0.3491 0.5376 0.6196 0.123 Uiso 1 1 calc R . .
H46B H -0.2333 0.5832 0.6279 0.123 Uiso 1 1 calc R . .
H46C H -0.3414 0.6296 0.6105 0.123 Uiso 1 1 calc R . .
C47 C -0.3061(4) 0.5340(3) 0.70393(18) 0.0637(15) Uani 1 1 d . . .
H47A H -0.3370 0.4847 0.6929 0.096 Uiso 1 1 calc R . .
H47B H -0.3291 0.5411 0.7342 0.096 Uiso 1 1 calc R . .
H47C H -0.2236 0.5327 0.7022 0.096 Uiso 1 1 calc R . .
C48 C 0.0018(6) 0.6415(3) 0.85504(17) 0.0757(17) Uani 1 1 d . . .
H48A H -0.0787 0.6491 0.8609 0.114 Uiso 1 1 calc R . .
H48B H 0.0441 0.6448 0.8822 0.114 Uiso 1 1 calc R . .
H48C H 0.0134 0.5899 0.8419 0.114 Uiso 1 1 calc R . .
C49 C 0.1687(4) 0.6972(3) 0.81252(19) 0.0719(17) Uani 1 1 d . . .
H49A H 0.1836 0.6431 0.8037 0.108 Uiso 1 1 calc R . .
H49B H 0.2138 0.7098 0.8382 0.108 Uiso 1 1 calc R . .
H49C H 0.1892 0.7326 0.7888 0.108 Uiso 1 1 calc R . .
C50 C -0.0322(4) 0.7978(3) 0.88372(13) 0.0682(16) Uani 1 1 d . . .
H50A H -0.0900 0.7582 0.8896 0.102 Uiso 1 1 calc R . .
H50B H -0.0641 0.8500 0.8884 0.102 Uiso 1 1 calc R . .
H50C H 0.0319 0.7900 0.9033 0.102 Uiso 1 1 calc R . .
C51 C 0.0945(4) 0.8509(3) 0.82939(18) 0.0741(18) Uani 1 1 d . . .
H51A H 0.1207 0.8475 0.7994 0.111 Uiso 1 1 calc R . .
H51B H 0.1581 0.8423 0.8491 0.111 Uiso 1 1 calc R . .
H51C H 0.0623 0.9028 0.8346 0.111 Uiso 1 1 calc R . .
O6 O 0.0959(3) 0.74215(18) 0.69315(10) 0.0516(9) Uani 1 1 d . . .
H1C H 0.072(3) 0.6908(19) 0.7014(10) 0.032(8) Uiso 1 1 d . . .
O7A O 0.4948(5) 0.8527(3) 0.57044(19) 0.0370(14) Uiso 0.40 1 d P . .
O7A' O 0.357(2) 0.6319(16) 0.5198(8) 0.058(7) Uiso 0.10 1 d P . .
O7B O 0.4976(10) 0.6348(7) 0.5729(4) 0.078(3) Uiso 0.30 1 d P . .
O7B' O 0.3703(12) 0.8642(9) 0.5277(5) 0.059(4) Uiso 0.20 1 d P . .
N5A N 0.4079(5) 0.6810(4) 0.5262(2) 0.0412(15) Uiso 0.50 1 d P . .
N6A N 0.4750(6) 0.7967(4) 0.5469(2) 0.0427(16) Uiso 0.50 1 d P . .
N5B N 0.4802(6) 0.6909(4) 0.5502(2) 0.0486(17) Uiso 0.50 1 d P . .
N6B N 0.4160(5) 0.8041(4) 0.5270(2) 0.0367(14) Uiso 0.50 1 d P . .
C61 C 0.1681(4) 0.7394(3) 0.65766(13) 0.0366(11) Uani 1 1 d . . .
C62 C 0.2040(3) 0.8130(2) 0.64183(14) 0.0380(11) Uani 1 1 d . . .
C63 C 0.2822(3) 0.8119(3) 0.60816(13) 0.0379(10) Uani 1 1 d . . .
H63 H 0.3102 0.8602 0.5973 0.045 Uiso 1 1 calc R . .
C64 C 0.3203(3) 0.7428(2) 0.59003(15) 0.0381(10) Uani 1 1 d . . .
C65 C 0.2771(3) 0.6729(2) 0.60518(12) 0.0342(10) Uani 1 1 d . . .
H65 H 0.3005 0.6255 0.5919 0.041 Uiso 1 1 calc R . .
C66 C 0.1997(3) 0.6696(2) 0.63956(13) 0.0349(10) Uani 1 1 d . . .
C67 C 0.4016(4) 0.7413(2) 0.55505(13) 0.0395(11) Uani 1 1 d . . .
C68A C 0.5082(7) 0.6946(5) 0.4955(3) 0.0306(18) Uiso 0.50 1 d P . .
C68B C 0.5480(8) 0.7026(5) 0.5094(3) 0.042(2) Uiso 0.50 1 d P . .
C69A C 0.5447(8) 0.7812(5) 0.5072(3) 0.040(3) Uiso 0.50 1 d P . .
C69B C 0.5106(9) 0.7856(6) 0.4956(3) 0.044(3) Uiso 0.50 1 d P . .
C70 C 0.1661(4) 0.8893(3) 0.66323(16) 0.0471(13) Uani 1 1 d . . .
C71 C 0.1531(4) 0.5886(3) 0.65442(14) 0.0369(10) Uani 1 1 d . . .
C72 C 0.2042(5) 0.8963(3) 0.70962(17) 0.0748(17) Uani 1 1 d . . .
H72A H 0.1771 0.9459 0.7217 0.112 Uiso 1 1 calc R . .
H72B H 0.2868 0.8950 0.7108 0.112 Uiso 1 1 calc R . .
H72C H 0.1735 0.8527 0.7265 0.112 Uiso 1 1 calc R . .
C73 C 0.0367(4) 0.8978(3) 0.6601(2) 0.0692(17) Uani 1 1 d . . .
H73A H 0.0134 0.9468 0.6740 0.104 Uiso 1 1 calc R . .
H73B H 0.0006 0.8536 0.6748 0.104 Uiso 1 1 calc R . .
H73C H 0.0140 0.8985 0.6296 0.104 Uiso 1 1 calc R . .
C74 C 0.2131(4) 0.9618(3) 0.63785(18) 0.0623(15) Uani 1 1 d . . .
H74A H 0.1875 1.0100 0.6519 0.093 Uiso 1 1 calc R . .
H74B H 0.1854 0.9605 0.6079 0.093 Uiso 1 1 calc R . .
H74C H 0.2957 0.9601 0.6378 0.093 Uiso 1 1 calc R . .
C75 C 0.1947(4) 0.5699(3) 0.70074(16) 0.0552(13) Uani 1 1 d . . .
H75A H 0.1711 0.6117 0.7205 0.083 Uiso 1 1 calc R . .
H75B H 0.2772 0.5660 0.7008 0.083 Uiso 1 1 calc R . .
H75C H 0.1621 0.5201 0.7103 0.083 Uiso 1 1 calc R . .
C76 C 0.0229(4) 0.5876(3) 0.65258(18) 0.0585(14) Uani 1 1 d . . .
H76A H -0.0071 0.6305 0.6701 0.088 Uiso 1 1 calc R . .
H76B H -0.0049 0.5377 0.6640 0.088 Uiso 1 1 calc R . .
H76C H -0.0019 0.5938 0.6225 0.088 Uiso 1 1 calc R . .
C77 C 0.1954(4) 0.5221(3) 0.62696(17) 0.0602(14) Uani 1 1 d . . .
H77A H 0.1717 0.5301 0.5969 0.090 Uiso 1 1 calc R . .
H77B H 0.1640 0.4728 0.6377 0.090 Uiso 1 1 calc R . .
H77C H 0.2779 0.5201 0.6284 0.090 Uiso 1 1 calc R . .
C78A C 0.5871(10) 0.6310(7) 0.5009(4) 0.083(3) Uiso 0.50 1 d P . .
C79A C 0.4577(10) 0.6823(7) 0.4500(4) 0.090(3) Uiso 0.50 1 d P . .
C78B C 0.5137(10) 0.6399(7) 0.4785(4) 0.084(3) Uiso 0.50 1 d P . .
C79B C 0.6687(8) 0.6916(6) 0.5207(3) 0.069(3) Uiso 0.50 1 d P . .
C80A C 0.6672(10) 0.7884(7) 0.5220(4) 0.086(3) Uiso 0.50 1 d P . .
C81A C 0.5133(10) 0.8406(7) 0.4702(4) 0.084(3) Uiso 0.50 1 d P . .
C80B C 0.6007(8) 0.8526(6) 0.5061(3) 0.068(3) Uiso 0.50 1 d P . .
C81B C 0.4674(9) 0.7964(6) 0.4497(3) 0.072(3) Uiso 0.50 1 d P . .

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 0.0548(19) 0.0403(15) 0.0385(18) 0.0009(14) 0.0199(15) 0.0005(16)
O2 0.060(2) 0.067(2) 0.067(2) 0.0133(16) 0.0123(16) 0.0156(17)
N1 0.0392(18) 0.0338(16) 0.0389(18) 0.0046(14) 0.0081(15) 0.0046(15)
N2 0.0401(19) 0.054(2) 0.0320(17) 0.0059(15) 0.0133(15) 0.0024(16)
C1 0.034(2) 0.033(2) 0.030(2) -0.0019(18) 0.0049(19) -0.0032(19)
C2 0.031(2) 0.0307(19) 0.027(2) 0.0067(16) -0.005(2) 0.0013(17)
C3 0.040(2) 0.0273(19) 0.030(2) 0.0055(17) -0.001(2) -0.0001(18)
C4 0.031(2) 0.039(2) 0.019(2) 0.0005(17) 0.0008(17) -0.004(2)
C5 0.031(2) 0.031(2) 0.030(2) 0.0010(18) 0.0038(19) 0.0053(18)
C6 0.029(2) 0.0277(19) 0.032(2) 0.0041(17) 0.000(2) -0.0002(18)
C7 0.026(2) 0.040(2) 0.033(2) -0.003(2) 0.0021(18) -0.0001(19)
C8 0.034(2) 0.051(3) 0.036(2) -0.0004(19) 0.0116(18) 0.0037(19)
C9 0.037(2) 0.058(3) 0.037(2) 0.0056(19) 0.0058(19) -0.012(2)
C10 0.043(3) 0.033(2) 0.052(3) -0.006(2) 0.014(2) 0.003(2)
C11 0.034(2) 0.043(2) 0.037(3) 0.0031(19) 0.004(2) 0.0020(19)
C12 0.049(3) 0.055(3) 0.050(3) -0.017(2) 0.006(2) -0.017(2)
C13 0.034(2) 0.035(2) 0.052(3) 0.003(2) 0.006(2) 0.0027(18)
C14 0.061(3) 0.026(2) 0.063(3) 0.003(2) 0.026(3) -0.004(2)
C15 0.084(4) 0.051(3) 0.044(3) 0.017(2) 0.005(3) 0.004(3)
C16 0.041(3) 0.041(2) 0.071(3) 0.005(2) 0.018(2) -0.012(2)
C17 0.061(3) 0.0244(19) 0.071(3) 0.006(2) 0.018(3) 0.000(2)
C18 0.049(3) 0.050(2) 0.072(3) 0.000(2) 0.010(2) -0.016(2)
C19 0.081(3) 0.102(4) 0.025(2) 0.015(2) 0.004(2) 0.017(3)
C20 0.041(3) 0.095(4) 0.064(3) 0.023(3) 0.014(2) 0.016(3)
C21 0.123(5) 0.054(3) 0.060(3) -0.021(2) 0.024(3) -0.005(3)
O3 0.059(2) 0.0557(19) 0.040(2) -0.0012(15) -0.0229(16) -0.0025(17)
O4A 0.038(2) 0.044(2) 0.037(2) -0.0167(18) -0.0073(18) 0.0059(18)
O4B 0.032(3) 0.033(3) 0.039(4) -0.023(3) -0.017(3) 0.022(3)
N3 0.0299(17) 0.0329(16) 0.0476(19) -0.0112(15) -0.0124(14) 0.0008(14)
N4 0.049(2) 0.0368(17) 0.0325(18) -0.0053(14) -0.0081(15) -0.0053(16)
C31 0.032(2) 0.060(3) 0.028(2) 0.000(2) -0.0032(19) -0.001(2)
C32 0.028(2) 0.045(2) 0.035(2) 0.0098(19) -0.004(2) -0.0087(18)
C33 0.033(2) 0.037(2) 0.034(2) 0.0038(18) -0.006(2) -0.0102(18)
C34 0.028(2) 0.041(2) 0.027(2) -0.0013(18) -0.0033(18) -0.0002(19)
C35 0.035(2) 0.041(2) 0.038(3) 0.004(2) 0.000(2) -0.006(2)
C36 0.031(2) 0.051(2) 0.035(2) -0.002(2) -0.002(2) -0.011(2)
C37 0.035(2) 0.041(2) 0.032(2) 0.003(2) -0.0070(19) -0.014(2)
C38 0.045(3) 0.040(2) 0.038(2) 0.0087(18) -0.0171(19) -0.0050(19)
C39 0.044(2) 0.042(2) 0.029(2) -0.0014(16) -0.0165(19) -0.0016(19)
C40 0.036(2) 0.051(3) 0.048(3) 0.016(2) -0.010(2) -0.011(2)
C41 0.047(3) 0.051(3) 0.054(3) -0.018(2) -0.008(2) -0.008(2)
C42 0.051(3) 0.067(3) 0.064(3) 0.014(3) -0.012(3) -0.003(2)
C43 0.071(4) 0.116(5) 0.071(4) 0.045(4) 0.001(3) -0.016(3)
C44 0.065(4) 0.056(3) 0.094(4) 0.021(3) -0.031(3) -0.010(3)
C45 0.043(3) 0.063(3) 0.071(4) -0.017(3) -0.011(3) -0.001(2)
C46 0.083(4) 0.095(4) 0.069(4) -0.042(3) 0.008(3) -0.010(3)
C47 0.055(3) 0.048(3) 0.088(4) -0.016(3) -0.020(3) -0.008(2)
C48 0.126(5) 0.047(3) 0.055(3) 0.020(2) -0.006(3) -0.020(3)
C49 0.033(2) 0.080(3) 0.103(4) -0.047(3) -0.032(2) 0.019(2)
C50 0.076(3) 0.094(4) 0.035(3) -0.015(2) -0.015(2) 0.014(3)
C51 0.062(3) 0.036(2) 0.125(5) 0.008(2) -0.038(3) -0.013(2)
O6 0.055(2) 0.0533(19) 0.0464(19) -0.0018(16) 0.0287(16) -0.0030(17)
C61 0.031(2) 0.053(3) 0.026(2) 0.004(2) 0.0085(19) -0.001(2)
C62 0.035(2) 0.047(2) 0.032(2) 0.000(2) 0.004(2) 0.004(2)
C63 0.028(2) 0.048(2) 0.037(2) 0.010(2) 0.000(2) 0.006(2)
C64 0.025(2) 0.047(2) 0.042(3) 0.006(2) 0.002(2) 0.001(2)
C65 0.027(2) 0.046(2) 0.030(2) 0.0100(19) 0.0019(19) 0.0088(19)
C66 0.031(2) 0.044(2) 0.030(2) 0.0114(19) 0.004(2) 0.0059(19)
C67 0.045(3) 0.047(2) 0.026(2) 0.007(2) 0.004(2) 0.009(2)
C70 0.049(3) 0.036(2) 0.056(3) 0.000(2) 0.014(2) 0.010(2)
C71 0.036(2) 0.044(2) 0.030(2) 0.0044(19) 0.0014(19) 0.0060(19)
C72 0.103(4) 0.068(3) 0.053(3) -0.020(3) 0.010(3) 0.001(3)
C73 0.047(3) 0.062(3) 0.098(4) 0.002(3) 0.030(3) 0.009(2)
C74 0.047(3) 0.051(3) 0.089(4) 0.004(3) 0.024(3) 0.010(2)
C75 0.056(3) 0.062(3) 0.048(3) 0.023(2) 0.001(2) -0.005(3)
C76 0.051(3) 0.061(3) 0.064(3) 0.007(3) 0.004(3) -0.016(2)
C77 0.057(3) 0.048(3) 0.076(4) 0.005(3) 0.012(3) -0.005(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.363(5) . ?
O2 N1 1.275(4) . ?
N1 C7 1.360(5) . ?
N1 C8 1.474(5) . ?
N2 C7 1.308(5) . ?
N2 C9 1.478(5) . ?
C1 C6 1.406(5) . ?
C1 C2 1.445(5) . ?
C2 C3 1.366(5) . ?
C2 C10 1.532(5) . ?
C3 C4 1.389(5) . ?
C4 C5 1.402(5) . ?
C4 C7 1.489(5) . ?
C5 C6 1.381(5) . ?
C6 C11 1.550(5) . ?
C8 C21 1.475(6) . ?
C8 C20 1.502(6) . ?
C8 C9 1.538(7) . ?
C9 C19 1.525(5) . ?
C9 C18 1.578(6) . ?
C10 C12 1.535(6) . ?
C10 C13 1.544(6) . ?
C10 C14 1.553(6) . ?
C11 C17 1.499(6) . ?
C11 C16 1.546(6) . ?
C11 C15 1.550(6) . ?
O3 C31 1.378(5) . ?
O4A N3 1.201(4) . ?
O4B N4 1.160(6) . ?
N3 C37 1.366(5) . ?
N3 C38 1.480(5) . ?
N4 C37 1.309(5) . ?
N4 C39 1.487(5) . ?
C31 C32 1.381(6) . ?
C31 C36 1.415(6) . ?
C32 C33 1.403(5) . ?
C32 C40 1.550(6) . ?
C33 C34 1.391(5) . ?
C34 C35 1.396(5) . ?
C34 C37 1.482(5) . ?
C35 C36 1.385(6) . ?
C36 C41 1.532(6) . ?
C38 C49 1.519(6) . ?
C38 C39 1.564(6) . ?
C38 C48 1.573(6) . ?
C39 C51 1.479(6) . ?
C39 C50 1.518(6) . ?
C40 C44 1.489(6) . ?
C40 C42 1.530(6) . ?
C40 C43 1.560(7) . ?
C41 C45 1.514(6) . ?
C41 C46 1.531(7) . ?
C41 C47 1.565(7) . ?
O6 C61 1.391(5) . ?
O7A N6A 1.226(8) . ?
O7A' N5A 1.06(3) . ?
O7B N5B 1.206(12) . ?
O7B' N6B 1.162(15) . ?
N5A C67 1.365(7) . ?
N5A C68A 1.539(10) . ?
N6A C67 1.310(7) . ?
N6A C69A 1.500(11) . ?
N5B C67 1.278(8) . ?
N5B C68B 1.508(10) . ?
N6B C67 1.390(7) . ?
N6B C69B 1.516(11) . ?
C61 C66 1.370(6) . ?
C61 C62 1.416(6) . ?
C62 C63 1.393(5) . ?
C62 C70 1.530(6) . ?
C63 C64 1.384(6) . ?
C64 C65 1.382(5) . ?
C64 C67 1.447(6) . ?
C65 C66 1.404(5) . ?
C66 C71 1.560(6) . ?
C68A C78A 1.444(14) . ?
C68A C79A 1.541(14) . ?
C68A C69A 1.586(12) . ?
C68B C79B 1.485(13) . ?
C68B C78B 1.491(15) . ?
C68B C69B 1.549(12) . ?
C69A C80B 1.390(13) . ?
C69A C80A 1.527(14) . ?
C69A C81A 1.573(15) . ?
C69B C81B 1.517(14) . ?
C69B C80B 1.600(14) . ?
C70 C72 1.506(7) . ?
C70 C73 1.543(7) . ?
C70 C74 1.568(6) . ?
C71 C77 1.505(6) . ?
C71 C76 1.546(6) . ?
C71 C75 1.546(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 N1 C7 126.3(3) . . ?
O2 N1 C8 121.6(3) . . ?
C7 N1 C8 112.1(3) . . ?
C7 N2 C9 108.8(3) . . ?
O1 C1 C6 116.3(3) . . ?
O1 C1 C2 122.0(4) . . ?
C6 C1 C2 121.6(4) . . ?
C3 C2 C1 117.0(4) . . ?
C3 C2 C10 121.9(3) . . ?
C1 C2 C10 121.1(3) . . ?
C2 C3 C4 122.4(4) . . ?
C3 C4 C5 119.7(3) . . ?
C3 C4 C7 119.8(3) . . ?
C5 C4 C7 120.5(3) . . ?
C6 C5 C4 121.1(3) . . ?
C5 C6 C1 118.1(3) . . ?
C5 C6 C11 120.1(3) . . ?
C1 C6 C11 121.8(3) . . ?
N2 C7 N1 112.1(3) . . ?
N2 C7 C4 123.8(4) . . ?
N1 C7 C4 124.0(3) . . ?
N1 C8 C21 107.7(4) . . ?
N1 C8 C20 108.7(4) . . ?
C21 C8 C20 107.4(5) . . ?
N1 C8 C9 99.6(3) . . ?
C21 C8 C9 115.9(4) . . ?
C20 C8 C9 116.8(4) . . ?
N2 C9 C19 108.7(4) . . ?
N2 C9 C8 106.4(3) . . ?
C19 C9 C8 114.4(4) . . ?
N2 C9 C18 104.7(4) . . ?
C19 C9 C18 109.3(4) . . ?
C8 C9 C18 112.8(4) . . ?
C2 C10 C12 111.0(4) . . ?
C2 C10 C13 111.1(4) . . ?
C12 C10 C13 112.0(4) . . ?
C2 C10 C14 109.4(3) . . ?
C12 C10 C14 108.4(4) . . ?
C13 C10 C14 104.8(4) . . ?
C17 C11 C16 108.1(4) . . ?
C17 C11 C6 112.7(3) . . ?
C16 C11 C6 110.7(4) . . ?
C17 C11 C15 106.4(4) . . ?
C16 C11 C15 110.7(4) . . ?
C6 C11 C15 108.2(4) . . ?
O4A N3 C37 127.9(4) . . ?
O4A N3 C38 122.8(4) . . ?
C37 N3 C38 109.3(3) . . ?
O4B N4 C37 128.9(4) . . ?
O4B N4 C39 120.3(4) . . ?
C37 N4 C39 110.4(4) . . ?
O3 C31 C32 118.7(4) . . ?
O3 C31 C36 117.1(4) . . ?
C32 C31 C36 124.1(4) . . ?
C31 C32 C33 116.5(4) . . ?
C31 C32 C40 124.5(4) . . ?
C33 C32 C40 118.9(4) . . ?
C34 C33 C32 122.1(4) . . ?
C33 C34 C35 118.3(3) . . ?
C33 C34 C37 120.3(3) . . ?
C35 C34 C37 121.4(4) . . ?
C36 C35 C34 122.6(4) . . ?
C35 C36 C31 116.0(4) . . ?
C35 C36 C41 121.8(4) . . ?
C31 C36 C41 122.1(4) . . ?
N4 C37 N3 113.5(3) . . ?
N4 C37 C34 125.1(4) . . ?
N3 C37 C34 121.4(3) . . ?
N3 C38 C49 108.4(4) . . ?
N3 C38 C39 102.7(3) . . ?
C49 C38 C39 115.5(4) . . ?
N3 C38 C48 104.8(4) . . ?
C49 C38 C48 111.7(4) . . ?
C39 C38 C48 112.7(4) . . ?
C51 C39 N4 108.4(3) . . ?
C51 C39 C50 108.2(4) . . ?
N4 C39 C50 108.3(4) . . ?
C51 C39 C38 113.5(4) . . ?
N4 C39 C38 102.8(3) . . ?
C50 C39 C38 115.2(4) . . ?
C44 C40 C42 108.8(5) . . ?
C44 C40 C32 113.3(4) . . ?
C42 C40 C32 111.3(4) . . ?
C44 C40 C43 106.4(4) . . ?
C42 C40 C43 109.7(4) . . ?
C32 C40 C43 107.2(4) . . ?
C45 C41 C46 111.2(4) . . ?
C45 C41 C36 111.2(4) . . ?
C46 C41 C36 112.1(4) . . ?
C45 C41 C47 106.0(4) . . ?
C46 C41 C47 106.3(4) . . ?
C36 C41 C47 109.7(4) . . ?
N6A O7A N6B 27.6(4) . . ?
N6B O7B' N6A 27.7(5) . . ?
O7A' N5A C67 133.7(16) . . ?
O7A' N5A C68A 116.8(16) . . ?
C67 N5A C68A 109.3(6) . . ?
O7A N6A C67 125.3(6) . . ?
O7A N6A C69A 121.1(7) . . ?
C67 N6A C69A 113.3(6) . . ?
O7A N6A O7B' 79.9(6) . . ?
C67 N6A O7B' 94.0(6) . . ?
C69A N6A O7B' 103.0(7) . . ?
O7A N6A N5B 137.7(6) . . ?
C67 N6A N5B 44.8(3) . . ?
C69A N6A N5B 81.5(5) . . ?
O7B' N6A N5B 133.2(7) . . ?
O7B N5B C67 126.5(8) . . ?
O7B N5B C68B 119.9(9) . . ?
C67 N5B C68B 113.4(6) . . ?
O7B N5B N6A 146.5(8) . . ?
C67 N5B N6A 46.3(3) . . ?
C68B N5B N6A 80.7(5) . . ?
O7B' N6B C67 127.9(9) . . ?
O7B' N6B C69B 122.7(10) . . ?
C67 N6B C69B 109.2(6) . . ?
O7B' N6B O7A 79.8(8) . . ?
C67 N6B O7A 87.6(4) . . ?
C69B N6B O7A 100.7(6) . . ?
C66 C61 O6 121.3(4) . . ?
C66 C61 C62 123.5(4) . . ?
O6 C61 C62 115.2(4) . . ?
C63 C62 C61 116.5(4) . . ?
C63 C62 C70 121.9(4) . . ?
C61 C62 C70 121.4(4) . . ?
C64 C63 C62 122.0(4) . . ?
C65 C64 C63 118.8(4) . . ?
C65 C64 C67 118.9(4) . . ?
C63 C64 C67 122.3(4) . . ?
C64 C65 C66 122.1(4) . . ?
C61 C66 C65 116.9(4) . . ?
C61 C66 C71 123.8(4) . . ?
C65 C66 C71 119.2(4) . . ?
N5B C67 N6A 88.9(5) . . ?
N5B C67 N5A 51.3(4) . . ?
N6A C67 N5A 112.6(5) . . ?
N5B C67 N6B 111.0(5) . . ?
N6A C67 N6B 40.5(4) . . ?
N5A C67 N6B 99.8(4) . . ?
N5B C67 C64 125.7(5) . . ?
N6A C67 C64 125.0(4) . . ?
N5A C67 C64 122.5(5) . . ?
N6B C67 C64 122.2(4) . . ?
C78A C68A N5A 108.3(7) . . ?
C78A C68A C79A 104.8(8) . . ?
N5A C68A C79A 103.9(7) . . ?
C78A C68A C69A 120.1(8) . . ?
N5A C68A C69A 102.2(6) . . ?
C79A C68A C69A 116.3(8) . . ?
C79B C68B C78B 108.8(8) . . ?
C79B C68B N5B 107.5(7) . . ?
C78B C68B N5B 107.1(7) . . ?
C79B C68B C69B 117.2(8) . . ?
C78B C68B C69B 113.9(9) . . ?
N5B C68B C69B 101.5(7) . . ?
C80B C69A N6A 97.4(7) . . ?
C80B C69A C80A 58.8(7) . . ?
N6A C69A C80A 105.5(8) . . ?
C80B C69A C81A 61.9(7) . . ?
N6A C69A C81A 110.4(8) . . ?
C80A C69A C81A 113.0(9) . . ?
C80B C69A C68A 160.9(9) . . ?
N6A C69A C68A 101.6(7) . . ?
C80A C69A C68A 113.7(8) . . ?
C81A C69A C68A 111.8(8) . . ?
N6B C69B C81B 108.8(8) . . ?
N6B C69B C68B 103.1(7) . . ?
C81B C69B C68B 117.8(8) . . ?
N6B C69B C80B 102.4(7) . . ?
C81B C69B C80B 109.2(8) . . ?
C68B C69B C80B 114.1(8) . . ?
C72 C70 C62 112.9(4) . . ?
C72 C70 C73 110.5(5) . . ?
C62 C70 C73 110.2(4) . . ?
C72 C70 C74 107.8(4) . . ?
C62 C70 C74 110.7(4) . . ?
C73 C70 C74 104.4(4) . . ?
C77 C71 C76 107.6(4) . . ?
C77 C71 C75 105.0(4) . . ?
C76 C71 C75 110.5(4) . . ?
C77 C71 C66 112.8(4) . . ?
C76 C71 C66 110.7(4) . . ?
C75 C71 C66 110.1(4) . . ?
C68A C78A C79B 86.9(8) . . ?
C78B C79A C68A 43.2(6) . . ?
C78B C79A C81B 121.4(10) . . ?
C68A C79A C81B 81.0(7) . . ?
C79A C78B C68B 99.8(10) . . ?
C68B C79B C78A 52.2(6) . . ?
C68B C79B C80A 82.5(7) . . ?
C78A C79B C80A 132.3(9) . . ?
C69A C80A C79B 85.6(8) . . ?
C69A C80B C69B 19.5(5) . . ?
C69B C81B C79A 84.0(7) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.041