Supplementary Material (ESI) for Chemical Communications
This journal is © The Royal Society of Chemistry 2002

data_global

_audit_creation_method 'maXus'


_journal_coden_Cambridge      182

loop_
_publ_author_name
'Kato, Takashi'
'Hiyama, Tamejiro'
'Ikeda, Tomiki'
'Kanie, Kiyoshi'
'Mamiya, Jun-ichi'

_publ_contact_author_name 'Prof. Takashi Kato'
_publ_contact_author_address
;
Department of Chemistry and Biotechnology
School of Engineering
The University of Tokyo 
Hongo, Bunkyo-ku
Tokyo 113-8656 
Japan.
;
_publ_contact_author_email 'kato@chiral.t.u-tokyo.ac.jp'
_publ_contact_author_fax '+81-3-5841-8661'
_publ_contact_author_phone '+81-3-5841-7440'
_publ_section_title
;
A mesogenic organogelator: fibrous aggregation of azobenzene derivatives 
with a syn-chiral carbonate moiety
;
_publ_section_abstract
;
A chiral azobenzene derivative containing a cyclic syn-carbonate moiety 
functions as a gelator for various organic solvents; the dipole-dipole 
interaction drives the fibrous self-assembly of the mesogenic gelator.
;
_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.

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.

Waasmaier, D. & Kirfel, A. (1995). Acta Cryst. A51, 416-431.

;
data_compound
_database_code_CSD 186620 
_chemical_compound_source        'Local laboratory'
_exptl_crystal_description       'Needle'
_exptl_crystal_colour            'Orange'
_cell_measurement_temperature     298
_refine_ls_hydrogen_treatment    'refxyz'


# Submission details
_publ_requested_journal 'Chemical Communications'
_diffrn_measurement_device  'DIP Image plate'
_computing_data_collection  'DIP Image plate'
_computing_data_reduction  'maXus (Mackay et al., 1999)'
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_diffrn_radiation_source  'fine-focus sealed tube'
_diffrn_reflns_limit_h_min      0
_diffrn_reflns_limit_h_max      6
_diffrn_reflns_limit_k_min      0
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min      0
_diffrn_reflns_limit_l_max     50

loop_
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_wavelength_id all


_cell_formula_units_Z     4
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_density_method  'not measured'
_exptl_special_details
;
?
;
_chemical_formula_weight    396.487
_diffrn_radiation_type    ' MoK\a'

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'

_symmetry_space_group_name_H-M 'P 21 21 21'
_symmetry_cell_setting 'Orthorhombic'
_chemical_formula_moiety 'C23 H28 N2 O4 '
_chemical_formula_sum    'C23 H28 N2 O4 '
_chemical_name_systematic
;
?
;
_cell_length_a            5.8530(2)
_cell_length_b            9.3810(5)
_cell_length_c            40.728(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume              2236.3(2)
_diffrn_reflns_number   2073
_diffrn_reflns_theta_max  26.33
_diffrn_reflns_theta_min   1.50
_diffrn_reflns_theta_full  26.33
_diffrn_measurement_method  'IP'
_computing_cell_refinement  'HKL Scalepack'
_computing_structure_solution   'SIR92 (Altomare et al., 1994)'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_exptl_absorpt_correction_type  none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_coefficient_mu     0.08
_exptl_crystal_F_000      848

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
'Waasmaier & Kirfel, 1995'
'H '  'H '   0.0000   0.0000
'Waasmaier & Kirfel, 1995'
'N '  'N '   0.0061   0.0033
'Waasmaier & Kirfel, 1995'
'O '  'O '   0.0106   0.0060
'Waasmaier & Kirfel, 1995'

# Refinement statistics
_reflns_d_resolution_low    2.14
_reflns_d_resolution_high    0.63
_reflns_limit_h_max    6
_reflns_limit_h_min    0
_reflns_limit_k_max   11
_reflns_limit_k_min    0
_reflns_limit_l_max   50
_reflns_limit_l_min    0
_refine_ls_matrix_type  full
_refine_ls_shift/su_max   0.175
_refine_ls_shift/su_mean   0.032
_reflns_number_total    2050
_refine_ls_R_factor_all      0.095
_refine_ls_wR_factor_all     0.126
_refine_ls_goodness_of_fit_all   0.902
_refine_ls_number_reflns    1843
_refine_ls_number_parameters     259
_refine_ls_number_restraints    0
_refine_ls_number_constraints  28
_refine_ls_wR_factor_ref   0.126
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_abs_structure_details
;
;
_refine_ls_structure_factor_coef  F^2^
_refine_special_details
;
Refinement on F^2^.
;
_refine_ls_weighting_scheme  sigma
_refine_ls_weighting_details
; w = exp (  0.10 sin(\q)/\l^2^ )/ s^2^(Fo^2^) + 0.01000 * Fo^2^
;
_refine_ls_extinction_method    none
_refine_ls_extinction_coef        ?
_computing_structure_refinement 'maXus(Mackay et al., 1999)'
_computing_molecular_graphics   'Ortep (Johnson, 1976)'
_computing_publication_material 'maXus(Mackay et al., 1999)'
_atom_sites_solution_hydrogens 'geom, diff'
_refine_diff_density_max       0.19
_refine_diff_density_min      -0.25
_refine_diff_density_rms       0.06
#==================================================

# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
O1     0.2093(5)     0.1848(4)     0.77850(8)     0.086(2)       1.00 Uij
O2     0.1984(5)     0.1996(4)     0.72255(9)     0.097(3)       1.00 Uij
N3     0.7729(7)    -0.2020(6)     0.90612(10)    0.096(3)       1.00 Uij
O4    -0.0800(5)     0.2777(4)     0.75251(9)     0.114(3)       1.00 Uij
N5     0.5758(7)    -0.2010(5)     0.89401(10)    0.088(3)       1.00 Uij
C6     0.4448(7)     0.1296(5)     0.77805(12)    0.070(3)       1.00 Uij
C7     0.3090(7)    -0.0424(6)     0.82201(12)    0.074(3)       1.00 Uij
C8     0.4247(8)     0.1301(5)     0.71761(13)    0.078(3)       1.00 Uij
C9     0.4750(6)     0.0416(5)     0.74727(12)    0.071(3)       1.00 Uij
O10    0.8996(8)    -0.5620(5)     1.01284(11)    0.140(4)       1.00 Uij
C11    0.3464(7)    -0.1203(6)     0.85007(12)    0.079(3)       1.00 Uij
C12    0.5532(8)    -0.1110(6)     0.86580(12)    0.075(3)       1.00 Uij
C13    0.1034(8)     0.2228(6)     0.75069(17)    0.088(4)       1.00 Uij
C14    0.7228(7)    -0.0209(6)     0.85393(13)    0.085(3)       1.00 Uij
C15    0.7979(9)    -0.2947(7)     0.93397(13)    0.088(4)       1.00 Uij
C16    0.6833(8)     0.0575(6)     0.82581(13)    0.084(3)       1.00 Uij
C17    0.4747(7)     0.0478(6)     0.80936(11)    0.068(3)       1.00 Uij
C18    0.6348(10)   -0.3927(8)     0.94388(14)    0.106(4)       1.00 Uij
C19    0.6338(11)   -0.0061(7)     0.67422(13)    0.107(4)       1.00 Uij
C20    0.8806(12)   -0.4678(8)     0.98727(15)    0.107(5)       1.00 Uij
C21    0.4052(10)    0.0499(6)     0.68606(13)    0.096(4)       1.00 Uij
C22    0.9996(9)    -0.2849(8)     0.95120(15)    0.112(4)       1.00 Uij
C23    0.6741(10)   -0.4799(9)     0.97036(15)    0.120(5)       1.00 Uij
C24    1.0404(11)   -0.3705(9)     0.97807(16)    0.116(5)       1.00 Uij
C25    0.6125(14)   -0.0801(8)     0.64112(15)    0.135(6)       1.00 Uij
C26    0.8276(16)   -0.1364(10)    0.62754(17)    0.166(7)       1.00 Uij
C27    1.1012(15)   -0.5677(10)    1.03049(18)    0.178(7)       1.00 Uij
C30    0.800(2)     -0.2170(13)    0.59453(19)    0.219(10)      1.00 Uij
C31    0.982(2)     -0.2698(13)    0.5777(2)      0.288(14)      1.00 Uij
H9A    0.629114      0.005867      0.748341       0.075376       1.00 Uiso
H9B    0.412396     -0.061457      0.749306       0.075376       1.00 Uiso
H8     0.539342      0.232215      0.718698       0.083557       1.00 Uiso
H6     0.565833      0.231203      0.777356       0.076278       1.00 Uiso
H27A   1.090310     -0.637578      1.047629       0.183510       1.00 Uiso
H27B   1.128554     -0.475553      1.039972       0.183510       1.00 Uiso
H27C   1.224922     -0.591890      1.016060       0.183510       1.00 Uiso
H21A   0.308902     -0.031310      0.689864       0.101273       1.00 Uiso
H21B   0.336146      0.110462      0.669865       0.101273       1.00 Uiso
H19A   0.728494      0.076729      0.671647       0.113827       1.00 Uiso
H19B   0.698165     -0.067244      0.690698       0.113827       1.00 Uiso
H25A   0.516460     -0.161775      0.644411       0.137450       1.00 Uiso
H25B   0.542888     -0.017432      0.625389       0.137450       1.00 Uiso
H26A   0.918221     -0.053984      0.622435       0.162572       1.00 Uiso
H26B   0.902557     -0.191324      0.644249       0.162572       1.00 Uiso
H11    0.218469     -0.197742      0.857009       0.084257       1.00 Uiso
H16    0.804549      0.129265      0.817248       0.090357       1.00 Uiso
H7     0.164662     -0.051798      0.811038       0.079768       1.00 Uiso
H14    0.864707     -0.014971      0.865678       0.090038       1.00 Uiso
H18    0.494147     -0.399042      0.931845       0.111066       1.00 Uiso
H23    0.557634     -0.544807      0.977570       0.124794       1.00 Uiso
H24    1.179056     -0.362790      0.990537       0.120345       1.00 Uiso
H22    1.111168     -0.217057      0.943842       0.117472       1.00 Uiso
H30A   0.716151     -0.300960      0.597539       0.224238       1.00 Uiso
H30B   0.719829     -0.156855      0.578055       0.224238       1.00 Uiso
H31A   0.930835     -0.314681      0.557837       0.379484       1.00 Uiso
H31B   1.062325     -0.334311      0.591065       0.379484       1.00 Uiso
H31C   1.080838     -0.190159      0.571775       0.379484       1.00 Uiso


loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1    0.0733(18)  0.080(3)    0.104(2)    0.0260(19)  -.0035(18)  0.001(2)
O2    0.094(2)    0.096(4)    0.102(3)    0.028(2)    -.004(2)    0.018(2)
N3    0.091(3)    0.110(4)    0.087(3)    0.004(3)    -.001(2)    -.002(3)
O4    0.076(2)    0.109(4)    0.158(3)    0.023(2)    0.002(2)    0.022(3)
N5    0.080(2)    0.108(4)    0.076(3)    0.006(2)    -.005(2)    -.007(3)
C6    0.057(2)    0.056(4)    0.098(4)    0.007(2)    -.001(2)    -.009(3)
C7    0.064(3)    0.072(4)    0.086(3)    -.006(3)    -.004(2)    -.001(3)
C8    0.086(3)    0.058(4)    0.090(4)    0.005(3)    0.002(3)    0.005(3)
C9    0.075(2)    0.048(4)    0.089(3)    0.007(2)    -.002(2)    0.004(3)
O10   0.144(4)    0.168(5)    0.108(3)    -.007(3)    -.025(3)    0.040(3)
C11   0.072(3)    0.076(4)    0.087(3)    -.002(3)    -.004(2)    0.000(3)
C12   0.082(3)    0.072(4)    0.069(3)    0.004(3)    -.003(2)    -.007(3)
C13   0.072(3)    0.067(4)    0.126(5)    0.000(3)    -.004(4)    0.007(4)
C14   0.071(3)    0.092(5)    0.091(3)    -.003(3)    -.009(3)    0.000(3)
C15   0.097(4)    0.089(5)    0.077(4)    0.010(4)    0.005(3)    0.005(3)
C16   0.075(3)    0.077(5)    0.102(4)    -.004(3)    -.003(3)    0.006(3)
C17   0.062(3)    0.064(4)    0.077(3)    0.006(2)    -.005(2)    -.007(3)
C18   0.113(4)    0.116(6)    0.090(4)    -.005(4)    -.005(3)    0.006(4)
C19   0.151(5)    0.084(5)    0.086(4)    0.003(4)    0.013(4)    0.014(3)
C20   0.125(5)    0.113(7)    0.084(4)    0.010(5)    -.003(4)    0.008(4)
C21   0.116(4)    0.090(5)    0.084(4)    0.006(4)    -.004(3)    0.012(3)
C22   0.102(4)    0.128(7)    0.106(4)    -.009(4)    -.015(3)    0.029(4)
C23   0.110(4)    0.152(7)    0.099(4)    -.014(4)    -.005(3)    0.016(5)
C24   0.115(5)    0.132(7)    0.101(5)    -.008(4)    -.030(4)    0.018(4)
C25   0.194(7)    0.124(7)    0.088(4)    0.029(6)    0.005(5)    0.005(4)
C26   0.222(8)    0.168(8)    0.109(6)    0.028(7)    0.038(6)    -.006(6)
C27   0.202(8)    0.195(10)   0.138(6)    -.040(7)    -.054(6)    0.054(6)
C30   0.314(13)   0.224(11)   0.120(7)    0.055(10)   0.044(7)    -.039(7)
C31   0.351(17)   0.277(16)   0.236(12)   0.078(14)   0.101(11)   -.028(11)

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6      O1      C13     O2              6.3(4) .  .  .  .  ?
C6      O1      C13     O4           -174.0(7) .  .  .  .  ?
C13     O1      C6      C9            -35.4(4) .  .  .  .  ?
C13     O1      C6      C17          -158.6(6) .  .  .  .  ?
C8      O2      C13     O1              0.6(4) .  .  .  .  ?
C8      O2      C13     O4           -179.1(8) .  .  .  .  ?
C13     O2      C8      C9             22.9(5) .  .  .  .  ?
C13     O2      C8      C21           147.0(6) .  .  .  .  ?
C15     N3      N5      C12          -178.6(6) .  .  .  .  ?
N5      N3      C15     C18            10.2(5) .  .  .  .  ?
N5      N3      C15     C22          -170.8(7) .  .  .  .  ?
N3      N5      C12     C11           173.2(6) .  .  .  .  ?
N3      N5      C12     C14            -5.9(5) .  .  .  .  ?
C12     N5      N3      C15          -178.6(6) .  .  .  .  ?
O1      C6      C9      C8             57.7(4) .  .  .  .  ?
C9      C6      O1      C13           -35.4(4) .  .  .  .  ?
O1      C6      C17     C7             42.0(4) .  .  .  .  ?
C17     C6      O1      C13          -158.6(6) .  .  .  .  ?
O1      C6      C17     C16          -141.1(5) .  .  .  .  ?
C9      C6      C17     C7            -77.2(5) .  .  .  .  ?
C17     C6      C9      C8            175.8(5) .  .  .  .  ?
C9      C6      C17     C16            99.7(5) .  .  .  .  ?
C11     C7      C17     C6            177.2(7) .  .  .  .  ?
C17     C7      C11     C12            -1.1(5) .  .  .  .  ?
C11     C7      C17     C16             0.3(5) .  .  .  .  ?
O2      C8      C9      C6            -51.1(4) .  .  .  .  ?
C9      C8      O2      C13            22.9(5) .  .  .  .  ?
C21     C8      O2      C13           147.0(6) .  .  .  .  ?
O2      C8      C21     C19           169.8(6) .  .  .  .  ?
C21     C8      C9      C6           -169.0(6) .  .  .  .  ?
C9      C8      C21     C19           -70.9(5) .  .  .  .  ?
C8      C9      C6      O1             57.7(4) .  .  .  .  ?
C6      C9      C8      O2            -51.1(4) .  .  .  .  ?
C8      C9      C6      C17           175.8(5) .  .  .  .  ?
C6      C9      C8      C21          -169.0(6) .  .  .  .  ?
C27     O10     C20     C23           176.1(9) .  .  .  .  ?
C27     O10     C20     C24            -3.7(7) .  .  .  .  ?
C7      C11     C12     N5           -177.7(7) .  .  .  .  ?
C7      C11     C12     C14             1.5(5) .  .  .  .  ?
C12     C11     C7      C17            -1.1(5) .  .  .  .  ?
C11     C12     N5      N3            173.2(6) .  .  .  .  ?
N5      C12     C11     C7           -177.7(7) .  .  .  .  ?
C14     C12     N5      N3             -5.9(5) .  .  .  .  ?
N5      C12     C14     C16           177.9(8) .  .  .  .  ?
C14     C12     C11     C7              1.5(5) .  .  .  .  ?
C11     C12     C14     C16            -1.2(5) .  .  .  .  ?
O2      C13     O1      C6              6.3(4) .  .  .  .  ?
O1      C13     O2      C8              0.6(4) .  .  .  .  ?
O4      C13     O1      C6           -174.0(7) .  .  .  .  ?
O4      C13     O2      C8           -179.1(8) .  .  .  .  ?
C16     C14     C12     N5            177.9(8) .  .  .  .  ?
C16     C14     C12     C11            -1.2(5) .  .  .  .  ?
C12     C14     C16     C17             0.4(5) .  .  .  .  ?
C18     C15     N3      N5             10.2(5) .  .  .  .  ?
N3      C15     C18     C23           178.5(9) .  .  .  .  ?
C22     C15     N3      N5           -170.8(7) .  .  .  .  ?
N3      C15     C22     C24          -179.3(9) .  .  .  .  ?
C22     C15     C18     C23            -0.5(6) .  .  .  .  ?
C18     C15     C22     C24            -0.3(6) .  .  .  .  ?
C14     C16     C17     C6           -177.0(7) .  .  .  .  ?
C14     C16     C17     C7              0.0(5) .  .  .  .  ?
C17     C16     C14     C12             0.4(5) .  .  .  .  ?
C7      C17     C6      O1             42.0(4) .  .  .  .  ?
C7      C17     C6      C9            -77.2(5) .  .  .  .  ?
C6      C17     C7      C11           177.2(7) .  .  .  .  ?
C16     C17     C6      O1           -141.1(5) .  .  .  .  ?
C16     C17     C6      C9             99.7(5) .  .  .  .  ?
C6      C17     C16     C14          -177.0(7) .  .  .  .  ?
C16     C17     C7      C11             0.3(5) .  .  .  .  ?
C7      C17     C16     C14             0.0(5) .  .  .  .  ?
C23     C18     C15     N3            178.5(9) .  .  .  .  ?
C15     C18     C23     C20             0.3(6) .  .  .  .  ?
C23     C18     C15     C22            -0.5(6) .  .  .  .  ?
O10     C20     C23     C18          -179.1(9) .  .  .  .  ?
C23     C20     O10     C27           176.1(9) .  .  .  .  ?
O10     C20     C24     C22          178.4(11) .  .  .  .  ?
C24     C20     O10     C27            -3.7(7) .  .  .  .  ?
C24     C20     C23     C18             0.7(7) .  .  .  .  ?
C23     C20     C24     C22            -1.5(6) .  .  .  .  ?
C19     C21     C8      O2            169.8(6) .  .  .  .  ?
C19     C21     C8      C9            -70.9(5) .  .  .  .  ?
C24     C22     C15     N3           -179.3(9) .  .  .  .  ?
C24     C22     C15     C18            -0.3(6) .  .  .  .  ?
C15     C22     C24     C20             1.3(6) .  .  .  .  ?
C18     C23     C20     O10          -179.1(9) .  .  .  .  ?
C20     C23     C18     C15             0.3(6) .  .  .  .  ?
C18     C23     C20     C24             0.7(7) .  .  .  .  ?
C22     C24     C20     O10          178.4(11) .  .  .  .  ?
C20     C24     C22     C15             1.3(6) .  .  .  .  ?
C22     C24     C20     C23            -1.5(6) .  .  .  .  ?
C13     O1      C6      H6             83.0(5) .  .  .  .  ?
C13     O2      C8      H8            -89.4(5) .  .  .  .  ?
O1      C6      C9      H9A          -178.5(5) .  .  .  .  ?
O1      C6      C9      H9B           -81.5(4) .  .  .  .  ?
H6      C6      O1      C13            83.0(5) .  .  .  .  ?
C17     C6      C9      H9A           -60.4(4) .  .  .  .  ?
C17     C6      C9      H9B            36.6(4) .  .  .  .  ?
H6      C6      C9      C8            -57.9(4) .  .  .  .  ?
H6      C6      C9      H9A            65.9(4) .  .  .  .  ?
H6      C6      C9      H9B           162.9(6) .  .  .  .  ?
H6      C6      C17     C7            156.9(6) .  .  .  .  ?
H6      C6      C17     C16           -26.2(4) .  .  .  .  ?
C17     C7      C11     H11          -172.9(7) .  .  .  .  ?
H7      C7      C11     C12           178.6(7) .  .  .  .  ?
H7      C7      C11     H11             6.8(4) .  .  .  .  ?
H7      C7      C17     C6             -2.5(4) .  .  .  .  ?
H7      C7      C17     C16          -179.4(7) .  .  .  .  ?
O2      C8      C9      H9A          -169.3(6) .  .  .  .  ?
O2      C8      C9      H9B            84.7(5) .  .  .  .  ?
O2      C8      C21     H21A          -72.3(5) .  .  .  .  ?
O2      C8      C21     H21B           46.4(5) .  .  .  .  ?
H8      C8      O2      C13           -89.4(5) .  .  .  .  ?
C21     C8      C9      H9A            72.8(5) .  .  .  .  ?
C21     C8      C9      H9B           -33.2(5) .  .  .  .  ?
C9      C8      C21     H21A           46.9(5) .  .  .  .  ?
C9      C8      C21     H21B          165.7(7) .  .  .  .  ?
H8      C8      C9      C6             54.5(4) .  .  .  .  ?
H8      C8      C9      H9A           -63.8(5) .  .  .  .  ?
H8      C8      C9      H9B          -169.8(6) .  .  .  .  ?
H8      C8      C21     C19            60.6(5) .  .  .  .  ?
H8      C8      C21     H21A          178.4(7) .  .  .  .  ?
H8      C8      C21     H21B          -62.9(5) .  .  .  .  ?
C6      C9      C8      H8             54.5(4) .  .  .  .  ?
C8      C9      C6      H6            -57.9(4) .  .  .  .  ?
H9A     C9      C6      O1           -178.5(5) .  .  .  .  ?
H9A     C9      C6      C17           -60.4(4) .  .  .  .  ?
H9A     C9      C6      H6             65.9(4) .  .  .  .  ?
H9B     C9      C6      O1            -81.5(4) .  .  .  .  ?
H9B     C9      C6      C17            36.6(4) .  .  .  .  ?
H9B     C9      C6      H6            162.9(6) .  .  .  .  ?
H9A     C9      C8      O2           -169.3(6) .  .  .  .  ?
H9A     C9      C8      C21            72.8(5) .  .  .  .  ?
H9A     C9      C8      H8            -63.8(5) .  .  .  .  ?
H9B     C9      C8      O2             84.7(5) .  .  .  .  ?
H9B     C9      C8      C21           -33.2(5) .  .  .  .  ?
H9B     C9      C8      H8           -169.8(6) .  .  .  .  ?
C20     O10     C27     H27A         179.7(10) .  .  .  .  ?
C20     O10     C27     H27B           59.8(7) .  .  .  .  ?
C20     O10     C27     H27C          -59.7(7) .  .  .  .  ?
C12     C11     C7      H7            178.6(7) .  .  .  .  ?
H11     C11     C7      C17          -172.9(7) .  .  .  .  ?
H11     C11     C7      H7              6.8(4) .  .  .  .  ?
H11     C11     C12     N5             -6.2(4) .  .  .  .  ?
H11     C11     C12     C14           173.0(8) .  .  .  .  ?
N5      C12     C11     H11            -6.2(4) .  .  .  .  ?
N5      C12     C14     H14            -2.2(5) .  .  .  .  ?
C14     C12     C11     H11           173.0(8) .  .  .  .  ?
C11     C12     C14     H14           178.7(8) .  .  .  .  ?
C12     C14     C16     H16           176.8(8) .  .  .  .  ?
H14     C14     C12     N5             -2.2(5) .  .  .  .  ?
H14     C14     C12     C11           178.7(8) .  .  .  .  ?
H14     C14     C16     C17          -179.5(8) .  .  .  .  ?
H14     C14     C16     H16            -3.1(5) .  .  .  .  ?
N3      C15     C18     H18            -1.2(5) .  .  .  .  ?
N3      C15     C22     H22             0.3(5) .  .  .  .  ?
C22     C15     C18     H18           179.8(9) .  .  .  .  ?
C18     C15     C22     H22           179.4(9) .  .  .  .  ?
C17     C16     C14     H14          -179.5(8) .  .  .  .  ?
H16     C16     C14     C12           176.8(8) .  .  .  .  ?
H16     C16     C14     H14            -3.1(5) .  .  .  .  ?
H16     C16     C17     C6              6.5(4) .  .  .  .  ?
H16     C16     C17     C7           -176.5(7) .  .  .  .  ?
C7      C17     C6      H6            156.9(6) .  .  .  .  ?
C6      C17     C7      H7             -2.5(4) .  .  .  .  ?
C16     C17     C6      H6            -26.2(4) .  .  .  .  ?
C6      C17     C16     H16             6.5(4) .  .  .  .  ?
C7      C17     C16     H16          -176.5(7) .  .  .  .  ?
C16     C17     C7      H7           -179.4(7) .  .  .  .  ?
C15     C18     C23     H23          177.5(10) .  .  .  .  ?
H18     C18     C15     N3             -1.2(5) .  .  .  .  ?
H18     C18     C15     C22           179.8(9) .  .  .  .  ?
H18     C18     C23     C20          180.0(10) .  .  .  .  ?
H18     C18     C23     H23            -2.8(6) .  .  .  .  ?
H19A    C19     C21     C8            -59.1(5) .  .  .  .  ?
H19A    C19     C21     H21A         -177.3(7) .  .  .  .  ?
H19A    C19     C21     H21B           63.2(6) .  .  .  .  ?
H19B    C19     C21     C8             58.5(5) .  .  .  .  ?
H19B    C19     C21     H21A          -59.7(6) .  .  .  .  ?
H19B    C19     C21     H21B         -179.2(8) .  .  .  .  ?
O10     C20     C23     H23             3.7(6) .  .  .  .  ?
O10     C20     C24     H24            -1.8(6) .  .  .  .  ?
C24     C20     C23     H23         -176.5(11) .  .  .  .  ?
C23     C20     C24     H24          178.3(11) .  .  .  .  ?
C19     C21     C8      H8             60.6(5) .  .  .  .  ?
C8      C21     C19     H19A          -59.1(5) .  .  .  .  ?
C8      C21     C19     H19B           58.5(5) .  .  .  .  ?
H21A    C21     C8      O2            -72.3(5) .  .  .  .  ?
H21A    C21     C8      C9             46.9(5) .  .  .  .  ?
H21A    C21     C8      H8            178.4(7) .  .  .  .  ?
H21B    C21     C8      O2             46.4(5) .  .  .  .  ?
H21B    C21     C8      C9            165.7(7) .  .  .  .  ?
H21B    C21     C8      H8            -62.9(5) .  .  .  .  ?
H21A    C21     C19     H19A         -177.3(7) .  .  .  .  ?
H21A    C21     C19     H19B          -59.7(6) .  .  .  .  ?
H21B    C21     C19     H19A           63.2(6) .  .  .  .  ?
H21B    C21     C19     H19B         -179.2(8) .  .  .  .  ?
C15     C22     C24     H24         -178.5(11) .  .  .  .  ?
H22     C22     C15     N3              0.3(5) .  .  .  .  ?
H22     C22     C15     C18           179.4(9) .  .  .  .  ?
H22     C22     C24     C20         -178.4(11) .  .  .  .  ?
H22     C22     C24     H24             1.8(7) .  .  .  .  ?
C20     C23     C18     H18          180.0(10) .  .  .  .  ?
H23     C23     C18     C15          177.5(10) .  .  .  .  ?
H23     C23     C18     H18            -2.8(6) .  .  .  .  ?
H23     C23     C20     O10             3.7(6) .  .  .  .  ?
H23     C23     C20     C24         -176.5(11) .  .  .  .  ?
C20     C24     C22     H22         -178.4(11) .  .  .  .  ?
H24     C24     C20     O10            -1.8(6) .  .  .  .  ?
H24     C24     C20     C23          178.3(11) .  .  .  .  ?
H24     C24     C22     C15         -178.5(11) .  .  .  .  ?
H24     C24     C22     H22             1.8(7) .  .  .  .  ?
H25A    C25     C26     H26A          175.0(9) .  .  .  .  ?
H25A    C25     C26     H26B          -67.8(8) .  .  .  .  ?
H25B    C25     C26     H26A           57.4(8) .  .  .  .  ?
H25B    C25     C26     H26B         174.5(10) .  .  .  .  ?
H26A    C26     C25     H25A          175.0(9) .  .  .  .  ?
H26A    C26     C25     H25B           57.4(8) .  .  .  .  ?
H26B    C26     C25     H25A          -67.8(8) .  .  .  .  ?
H26B    C26     C25     H25B         174.5(10) .  .  .  .  ?
H27A    C27     O10     C20          179.7(10) .  .  .  .  ?
H27B    C27     O10     C20            59.8(7) .  .  .  .  ?
H27C    C27     O10     C20           -59.7(7) .  .  .  .  ?
H30A    C30     C31     H31A          58.9(11) .  .  .  .  ?
H30A    C30     C31     H31B         -63.6(12) .  .  .  .  ?
H30A    C30     C31     H31C         176.8(14) .  .  .  .  ?
H30B    C30     C31     H31A         -53.3(11) .  .  .  .  ?
H30B    C30     C31     H31B        -175.8(14) .  .  .  .  ?
H30B    C30     C31     H31C          64.6(11) .  .  .  .  ?
H31A    C31     C30     H30A          58.9(11) .  .  .  .  ?
H31A    C31     C30     H30B         -53.3(11) .  .  .  .  ?
H31B    C31     C30     H30A         -63.6(12) .  .  .  .  ?
H31B    C31     C30     H30B        -175.8(14) .  .  .  .  ?
H31C    C31     C30     H30A         176.8(14) .  .  .  .  ?
H31C    C31     C30     H30B          64.6(11) .  .  .  .  ?

_geom_special_details
;
All standard uncertainties (except dihedral angles between l.s. planes) are 
estimated using the full covariance matrix.  The standard uncertainties in cell 
dimensions are used in calculating the standard uncertainties of bond distances, 
angles and torsion angles. Angles between l.s. planes have standard 
uncertainties calculated from atomic positional standard uncertainties; the 
errors in cell dimensions are not used in this case.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1      C6             1.473(12) . . ?
O1      C13            1.339(15) . . ?
O2      C8             1.490(13) . . ?
O2      C13              1.29(2) . . ?
N3      N5             1.255(12) . . ?
N3      C15              1.44(2) . . ?
O4      C13            1.193(13) . . ?
N5      C12              1.43(2) . . ?
C6      C9               1.51(2) . . ?
C6      C17              1.50(2) . . ?
C7      C11              1.37(2) . . ?
C7      C17            1.386(15) . . ?
C8      C9               1.49(2) . . ?
C8      C21              1.49(2) . . ?
O10     C20              1.37(2) . . ?
O10     C27              1.38(2) . . ?
C11     C12            1.372(14) . . ?
C12     C14              1.39(2) . . ?
C14     C16              1.38(2) . . ?
C15     C18              1.39(2) . . ?
C15     C22              1.38(2) . . ?
C16     C17            1.396(15) . . ?
C18     C23              1.37(2) . . ?
C19     C21              1.52(2) . . ?
C20     C23              1.40(2) . . ?
C20     C24              1.36(2) . . ?
C22     C24              1.38(2) . . ?
C25     C26              1.47(2) . . ?
C30     C31              1.36(3) . . ?
C6      H6             1.188(13) . . ?
C7      H7             0.960(11) . . ?
C8      H8             1.171(13) . . ?
C9      H9A            0.963(10) . . ?
C9      H9B            1.037(13) . . ?
C11     H11            1.081(13) . . ?
C14     H14            0.960(11) . . ?
C16     H16            1.038(13) . . ?
C18     H18            0.960(14) . . ?
C19     H19A             0.96(2) . . ?
C19     H19B           0.960(15) . . ?
C21     H21A             0.96(2) . . ?
C21     H21B           0.960(13) . . ?
C22     H22              0.96(2) . . ?
C23     H23              0.96(2) . . ?
C24     H24            0.960(14) . . ?
C25     H25A             0.96(2) . . ?
C25     H25B             0.96(2) . . ?
C26     H26A             0.96(2) . . ?
C26     H26B             0.96(2) . . ?
C27     H27A             0.96(2) . . ?
C27     H27B             0.96(2) . . ?
C27     H27C             0.96(2) . . ?
C30     H30A             0.93(3) . . ?
C30     H30B             0.99(3) . . ?
C31     H31A              0.9595 . . ?
C31     H31B              0.9407 . . ?
C31     H31C              0.9757 . . ?


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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6      O1      C13                 121.1(10)  . . . ?
C8      O2      C13                 125.2(10)  . . . ?
N5      N3      C15                 114.1(12)  . . . ?
N3      N5      C12                 113.9(11)  . . . ?
O1      C6      C9                   108.2(9)  . . . ?
O1      C6      C17                  106.2(9)  . . . ?
C9      C6      C17                 114.4(11)  . . . ?
C11     C7      C17                 121.5(10)  . . . ?
O2      C8      C9                  108.0(10)  . . . ?
O2      C8      C21                 105.6(10)  . . . ?
C9      C8      C21                 115.5(12)  . . . ?
C6      C9      C8                  110.1(11)  . . . ?
C20     O10     C27                 119.3(15)  . . . ?
C7      C11     C12                 119.7(12)  . . . ?
N5      C12     C11                 114.7(12)  . . . ?
N5      C12     C14                 124.8(10)  . . . ?
C11     C12     C14                 120.4(13)  . . . ?
O1      C13     O2                  120.4(11)  . . . ?
O1      C13     O4                    119.(2)  . . . ?
O2      C13     O4                  121.0(15)  . . . ?
C12     C14     C16                 119.5(10)  . . . ?
N3      C15     C18                 124.2(12)  . . . ?
N3      C15     C22                 116.7(14)  . . . ?
C18     C15     C22                 119.1(14)  . . . ?
C14     C16     C17                 120.7(12)  . . . ?
C6      C17     C7                  123.2(10)  . . . ?
C6      C17     C16                 118.5(11)  . . . ?
C7      C17     C16                 118.3(11)  . . . ?
C15     C18     C23                 120.6(14)  . . . ?
O10     C20     C23                   113.(2)  . . . ?
O10     C20     C24                   126.(2)  . . . ?
C23     C20     C24                   121.(2)  . . . ?
C8      C21     C19                 112.4(12)  . . . ?
C15     C22     C24                   121.(2)  . . . ?
C18     C23     C20                   119.(2)  . . . ?
C20     C24     C22                 119.4(14)  . . . ?
O1      C6      H6                  106.0(10)  . . . ?
C9      C6      H6                  110.4(10)  . . . ?
C17     C6      H6                  111.2(10)  . . . ?
C11     C7      H7                  118.6(12)  . . . ?
C17     C7      H7                  119.9(12)  . . . ?
O2      C8      H8                   98.4(10)  . . . ?
C9      C8      H8                  108.1(10)  . . . ?
C21     C8      H8                  119.3(11)  . . . ?
C6      C9      H9A                 105.2(10)  . . . ?
C6      C9      H9B                 113.7(11)  . . . ?
C8      C9      H9A                 114.5(11)  . . . ?
C8      C9      H9B                 120.8(11)  . . . ?
H9A     C9      H9B                  90.2(10)  . . . ?
C7      C11     H11                 117.7(11)  . . . ?
C12     C11     H11                 122.1(13)  . . . ?
C12     C14     H14                 118.6(14)  . . . ?
C16     C14     H14                 121.9(14)  . . . ?
C14     C16     H16                 120.6(12)  . . . ?
C17     C16     H16                 118.6(13)  . . . ?
C15     C18     H18                   119.(2)  . . . ?
C23     C18     H18                   121.(2)  . . . ?
C21     C19     H19A                105.3(15)  . . . ?
C21     C19     H19B                109.3(13)  . . . ?
H19A    C19     H19B                109.5(15)  . . . ?
C8      C21     H21A                107.8(12)  . . . ?
C8      C21     H21B                109.0(14)  . . . ?
C19     C21     H21A                107.2(14)  . . . ?
C19     C21     H21B                111.0(13)  . . . ?
H21A    C21     H21B                109.5(14)  . . . ?
C15     C22     H22                   118.(2)  . . . ?
C24     C22     H22                   121.(2)  . . . ?
C18     C23     H23                   120.(2)  . . . ?
C20     C23     H23                   121.(2)  . . . ?
C20     C24     H24                   119.(2)  . . . ?
C22     C24     H24                   122.(2)  . . . ?
C26     C25     H25A                  105.(2)  . . . ?
C26     C25     H25B                  109.(2)  . . . ?
H25A    C25     H25B                  109.(2)  . . . ?
C25     C26     H26A                  105.(2)  . . . ?
C25     C26     H26B                  108.(2)  . . . ?
H26A    C26     H26B                  109.(2)  . . . ?
O10     C27     H27A                  110.(2)  . . . ?
O10     C27     H27B                  108.(2)  . . . ?
O10     C27     H27C                  110.(2)  . . . ?
H27A    C27     H27B                  109.(2)  . . . ?
H27A    C27     H27C                  109.(2)  . . . ?
H27B    C27     H27C                  109.(2)  . . . ?
C31     C30     H30A                  100.(2)  . . . ?
C31     C30     H30B                  104.(2)  . . . ?
H30A    C30     H30B                  109.(3)  . . . ?
C30     C31     H31A                109.9(12)  . . . ?
C30     C31     H31B                109.6(11)  . . . ?
C30     C31     H31C                108.2(13)  . . . ?
H31A    C31     H31B                 111.1710  . . . ?
H31A    C31     H31C                 108.2059  . . . ?
H31B    C31     H31C                 109.7639  . . . ?


loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1     H19B        2.698(9) 1_555   4_656 ?
O1     H16         2.894(8) 1_555   1_455 ?
N3     H27B       2.883(11) 1_555   3_447 ?
O4     H9B         2.463(9) 1_555   4_556 ?
O4     H8          2.653(9) 1_555   1_455 ?
O4     H6          2.347(9) 1_555   1_455 ?
C7     H8         2.829(12) 1_555   4_646 ?
O10    H31A       2.905(12) 1_555   2_645 ?
C11    H19A       3.009(14) 1_555   4_646 ?
C15    H27B         2.92(2) 1_555   3_447 ?
C23    H31C         2.98(2) 1_555   4_746 ?
C31    H27A          2.9200 1_555   2_744 ?
H9A    H6            3.0060 1_555   4_646 ?
H9B    H8            2.3504 1_555   4_646 ?
H9B    H6            2.2313 1_555   4_646 ?
H8     H7            2.9281 1_555   4_656 ?
H6     H21A          2.6988 1_555   4_656 ?
H6     H19B          2.7668 1_555   4_656 ?
H27A   H30A          2.7716 1_555   2_645 ?
H27A   H30B          2.9240 1_555   2_645 ?
H27A   H31A          2.8686 1_555   2_745 ?
H27A   H31B          2.7079 1_555   2_745 ?
H27A   H31C          2.6988 1_555   2_745 ?
H27C   H23           2.5386 1_555   1_655 ?
H27C   H31A          2.7790 1_555   2_745 ?
H19A   H11           2.4361 1_555   4_656 ?
H25B   H18           2.5912 1_555   4_656 ?
H26B   H16           2.8689 1_555   4_746 ?
H11    H14           2.7114 1_555   1_455 ?
H16    H7            2.7188 1_555   1_655 ?
H7     H14           2.8555 1_555   1_455 ?
H14    H31B          2.4816 1_555   4_756 ?
H18    H24           3.0382 1_555   1_455 ?
H18    H22           2.8597 1_555   1_455 ?
H18    H30B          2.7533 1_555   4_646 ?
H23    H24           2.8468 1_555   1_455 ?
H23    H30B          2.9791 1_555   4_646 ?
O1     H19B        2.698(9) 1_555   4_656 ?
O1     H16         2.894(8) 1_555   1_455 ?
N3     H27B       2.883(11) 1_555   3_447 ?
O4     H9B         2.463(9) 1_555   4_556 ?
O4     H8          2.653(9) 1_555   1_455 ?
O4     H6          2.347(9) 1_555   1_455 ?
C7     H8         2.829(12) 1_555   4_646 ?
O10    H31A       2.905(12) 1_555   2_645 ?
C11    H19A       3.009(14) 1_555   4_646 ?
C15    H27B         2.92(2) 1_555   3_447 ?
C23    H31C         2.98(2) 1_555   4_746 ?
C31    H27A          2.9200 1_555   2_744 ?
H9A    H6            3.0060 1_555   4_646 ?
H9B    H8            2.3504 1_555   4_646 ?
H9B    H6            2.2313 1_555   4_646 ?
H8     H7            2.9281 1_555   4_656 ?
H6     H21A          2.6988 1_555   4_656 ?
H6     H19B          2.7668 1_555   4_656 ?
H27A   H30A          2.7716 1_555   2_645 ?
H27A   H30B          2.9240 1_555   2_645 ?
H27A   H31A          2.8686 1_555   2_745 ?
H27A   H31B          2.7079 1_555   2_745 ?
H27A   H31C          2.6988 1_555   2_745 ?
H27C   H23           2.5386 1_555   1_655 ?
H27C   H31A          2.7790 1_555   2_745 ?
H19A   H11           2.4361 1_555   4_656 ?
H25B   H18           2.5912 1_555   4_656 ?
H26B   H16           2.8689 1_555   4_746 ?
H11    H14           2.7114 1_555   1_455 ?
H16    H7            2.7188 1_555   1_655 ?
H7     H14           2.8555 1_555   1_455 ?
H14    H31B          2.4816 1_555   4_756 ?
H18    H24           3.0382 1_555   1_455 ?
H18    H22           2.8597 1_555   1_455 ?
H18    H30B          2.7533 1_555   4_646 ?
H23    H24           2.8468 1_555   1_455 ?
H23    H30B          2.9791 1_555   4_646 ?

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