# Copyright The Royal Society of Chemistry, 1999
# CCDC Number: 182/1276

data_global




# 0. AUDIT DETAILS

_audit_creation_date                 'May 20 15:35:06 1999'
_audit_creation_method               'PLATON <TABLE ACC option' 
_audit_update_record                
;
 ?
;

#



# 1. SUBMISSION DETAILS

_publ_contact_author_name           # Crystallographic correspondence author
;   Dr. A.L. Spek
;
_publ_contact_author_address        # Address of author for correspondence
;
    Bijvoet Center for Biomolecular Research
    Department of Crystal and Structural Chemistry
    Utrecht University
    Padualaan 8
    3584 CH Utrecht
    The Netherlands
;
_publ_contact_author_email           'spea@chem.uu.nl'
_publ_contact_author_fax             '+31 30 2533940'
_publ_contact_author_phone           '+31 30 2532538'

_publ_requested_journal              'Chem. Commun.' 

#



# 3. TITLE AND AUTHOR LIST

_publ_section_title                 
;
Self-Assembly of a [2x2] Hydrogen-Bonded Grid
;

# The loop structure below should contain the names and adresses of all
# authors, in the required order of publication. Repeat as necessary.


loop_
_publ_author_name                   

'Piotr Lipkowski'
'Anna Bielejewska'
'Huub Kooijman'
'Anthony L. Spek'
'Peter Timmerman'
'David N. Reinhoudt'


#



#



data_S1989Z

#



# 5. CHEMICAL DATA

_chemical_name_systematic           
;
 ?
;
_chemical_name_common                ?
_chemical_melting_point              ?
_chemical_formula_moiety            'C15 H20 N4 O6'
_chemical_formula_structural         ?
_chemical_formula_sum               'C15 H20 N4 O6'
_chemical_formula_weight                352.35
_chemical_compound_source           'see text'

loop_
_atom_type_symbol                   
_atom_type_description              
_atom_type_scat_dispersion_real     
_atom_type_scat_dispersion_imag     
_atom_type_scat_source              
 O   O    0.0106    0.0060
 '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'
 H   H    0.0000    0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 C   C    0.0033    0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#



# 6. CRYSTAL DATA

_symmetry_cell_setting                  Triclinic
_symmetry_space_group_name_Hall      '-P 1'
_symmetry_space_group_name_H-M       'P -1'

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

_cell_length_a                           6.5364(6)
_cell_length_b                         10.8100(12)
_cell_length_c                         11.7511(12)
_cell_angle_alpha                        79.960(5)
_cell_angle_beta                         85.799(6)
_cell_angle_gamma                        88.868(6)
_cell_volume                            815.38(14)
_cell_formula_units_Z                    2
_cell_measurement_temperature          150
_cell_measurement_reflns_used        ?
_cell_measurement_theta_min          ?
_cell_measurement_theta_max          ?
_cell_special_details               
; ?
;

_exptl_crystal_description           ?
_exptl_crystal_colour                colourless
_exptl_crystal_size_max             ?
_exptl_crystal_size_mid             ?
_exptl_crystal_size_min             ?
_exptl_crystal_size_rad              ?
_exptl_crystal_density_meas          ?
_exptl_crystal_density_diffrn            1.435
_exptl_crystal_density_method       'Not Measured'
_exptl_crystal_F_000                       372
_exptl_absorpt_coefficient_mu             0.11
_exptl_crystal_density_meas_temp     ?
_exptl_absorpt_correction_type       ?
_exptl_absorpt_process_details       ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?

#



# 7. EXPERIMENTAL DATA

_exptl_special_details              
; ?
;
_diffrn_ambient_temperature          150
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type               'Mo K\a'
_diffrn_radiation_source             ?
_diffrn_radiation_monochromator      ?

_diffrn_measurement_device_type      ?
_diffrn_measurement_method           ?
_diffrn_detector_area_resol_mean     ?

_diffrn_standards_number             ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time      ?
_diffrn_standards_decay_%            ?

loop_
_diffrn_standard_refln_index_h      
_diffrn_standard_refln_index_k      
_diffrn_standard_refln_index_l      
 ? ? ?

# number of measured reflections (redundant set)
_diffrn_reflns_number                23889
_diffrn_reflns_av_R_equivalents       0.0582
_diffrn_reflns_av_sigmaI/netI         0.0288
_diffrn_reflns_limit_h_min              -8
_diffrn_reflns_limit_h_max               8
_diffrn_reflns_limit_k_min             -14
_diffrn_reflns_limit_k_max              14
_diffrn_reflns_limit_l_min             -15
_diffrn_reflns_limit_l_max              15
_diffrn_reflns_theta_min              1.76
_diffrn_reflns_theta_max             27.44
_diffrn_reflns_theta_full            ?
_diffrn_measured_fraction_theta_max  ?
_diffrn_measured_fraction_theta_full ?
_diffrn_reflns_reduction_process    
;
 ?
;

# number of unique reflections
_reflns_number_total                    3717
# number of observed reflections ( n sig(I))
_reflns_number_gt                       3522
_reflns_threshold_expression         2sigma(i) 

_computing_data_collection           'Locally modified CAD4-Version 5Software' 
_computing_cell_refinement           'SET4 (de Boer & Duisenberg, 1984)' 
_computing_data_reduction            'HELENA (Spek, 1997)' 
_computing_structure_solution        ?
_computing_structure_refinement      'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics        ?
_computing_publication_material      'PLATON (Spek, 1990)' 

#



# 8. REFINEMENT DATA

_refine_ls_structure_factor_coef     Fsqd       
_refine_ls_matrix_type               full       
_refine_ls_weighting_scheme          'calc       '
_refine_ls_weighting_details        
'CALC W1/[^2^(FO^2^)+(0.0454P)^2^+0.2580P] WHERE P(FO^2^+2FC^2^)/3'
     
_refine_ls_hydrogen_treatment        'H-atom refinement: see text ' 
_refine_ls_extinction_method         none       
_refine_ls_abs_structure_details     none
_refine_ls_abs_structure_Flack       none
_refine_ls_number_reflns                  3717
_refine_ls_number_parameters               286
_refine_ls_number_restraints                 0
_refine_ls_number_constraints        ?
_refine_ls_R_factor_all                 0.0333
_refine_ls_R_factor_gt                  0.0317
_refine_ls_wR_factor_ref                0.0898
_refine_ls_wR_factor_gt                 0.0882
_refine_ls_goodness_of_fit_ref           1.023
_refine_ls_restrained_S_all              1.023
_refine_ls_shift/su_max                  0.000
_refine_ls_shift/su_mean                 0.000
_refine_diff_density_max                 0.323
_refine_diff_density_min                -0.242
_refine_diff_density_rms                 0.045

#



# 9. ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label                    
_atom_site_type_symbol              
_atom_site_thermal_displace_type    
_atom_site_fract_x                  
_atom_site_fract_y                  
_atom_site_fract_z                  
_atom_site_occupancy                
_atom_site_U_iso_or_equiv           
 O1     O  Uani  -0.21867(11)   0.40091(8)   0.38123(6)     1.000
0.0266(2)   
 O2     O  Uani  -0.17624(12)   0.39979(8)  -0.00396(6)     1.000
0.0271(2)   
 O3     O  Uani   0.36600(11)   0.23796(7)   0.18945(6)     1.000
0.0241(2)   
 O4     O  Uani   0.04415(10)   0.79985(7)   0.30439(6)     1.000
0.0207(2)   
 O5     O  Uani   0.21356(11)   0.95221(7)  -0.07282(6)     1.000
0.0247(2)   
 O6     O  Uani   0.65158(11)   0.67525(7)   0.11457(6)     1.000
0.0234(2)   
 N1     N  Uani  -0.19341(13)   0.39906(9)   0.18965(7)     1.000
0.0218(3)   
 N2     N  Uani   0.09235(12)   0.31753(8)   0.09599(7)     1.000
0.0176(2)   
 N3     N  Uani   0.14221(12)   0.88775(8)   0.12054(7)     1.000
0.0175(2)   
 N4     N  Uani   0.43930(12)   0.82058(7)   0.02504(7)     1.000
0.0160(2)   
 C1     C  Uani  -0.07158(18)  0.09632(10)   0.35099(9)     1.000
0.0253(3)   
 C2     C  Uani   0.06933(15)   0.18719(9)   0.39303(8)     1.000
0.0181(3)   
 C3     C  Uani   0.09373(13)   0.31351(8)   0.30815(7)     1.000
0.0142(2)   
 C4     C  Uani   0.23231(14)   0.40488(9)   0.35511(8)     1.000
0.0160(2)   
 C5     C  Uani   0.25857(15)   0.52970(9)   0.27142(8)     1.000
0.0177(3)   
 C6     C  Uani   0.37888(14)   0.62636(8)   0.31942(8)     1.000
0.0152(2)   
 C7     C  Uani   0.39010(13)   0.75443(8)   0.23813(7)     1.000
0.0136(2)   
 C8     C  Uani   0.52309(14)   0.84997(9)   0.28723(8)     1.000
0.0185(3)   
 C9     C  Uani   0.44637(17)  0.87530(10)   0.40637(9)     1.000
0.0244(3)   
 C10    C  Uani  -0.11802(14)   0.37448(9)   0.29792(8)     1.000
0.0172(2)   
 C11    C  Uani  -0.09821(14)   0.37445(9)   0.08772(8)     1.000
0.0187(2)   
 C12    C  Uani   0.19552(14)   0.28660(8)   0.19415(8)     1.000
0.0155(2)   
 C13    C  Uani   0.17668(13)   0.81184(8)   0.22584(8)     1.000
0.0145(2)   
 C14    C  Uani   0.26125(14)   0.89109(9)   0.01906(8)     1.000
0.0162(2)   
 C15    C  Uani   0.50192(13)   0.74359(9)   0.12213(8)     1.000
0.0154(2)   
 H1     H  Uiso     -0.308(2)   0.4375(13)   0.1820(11)     1.000
0.0260   
 H1A    H  Uiso     -0.211(2)   0.1317(15)   0.3427(13)     1.000
0.0380   
 H1B    H  Uiso     -0.083(2)   0.0145(15)   0.4065(13)     1.000
0.0380   
 H1C    H  Uiso     -0.017(2)   0.0793(14)   0.2740(14)     1.000
0.0380   
 H2     H  Uiso      0.159(2)   0.3128(12)   0.0313(12)     1.000
0.0210   
 H2A    H  Uiso      0.208(2)   0.1504(12)   0.4040(11)     1.000
0.0220   
 H2B    H  Uiso    0.0204(19)   0.2067(12)   0.4701(11)     1.000
0.0220   
 H3     H  Uiso      0.027(2)   0.9269(12)   0.1120(11)     1.000
0.0210   
 H4     H  Uiso    0.4984(19)   0.8116(12)  -0.0407(11)     1.000
0.0190   
 H4A    H  Uiso    0.1662(18)   0.4186(12)   0.4315(11)     1.000
0.0190   
 H4B    H  Uiso    0.3660(19)   0.3630(12)   0.3694(10)     1.000
0.0190   
 H5A    H  Uiso    0.3278(19)   0.5148(12)   0.1965(11)     1.000
0.0210   
 H5B    H  Uiso    0.1226(19)   0.5657(12)   0.2551(11)     1.000
0.0210   
 H6A    H  Uiso    0.5186(19)   0.5970(11)   0.3335(10)     1.000
0.0180   
 H6B    H  Uiso    0.3120(18)   0.6394(11)   0.3953(11)     1.000
0.0180   
 H8A    H  Uiso      0.662(2)   0.8138(12)   0.2899(11)     1.000
0.0220   
 H8B    H  Uiso    0.5304(19)   0.9315(12)   0.2307(11)     1.000
0.0220   
 H9A    H  Uiso      0.310(2)   0.9118(14)   0.4064(13)     1.000
0.0370   
 H9B    H  Uiso      0.540(2)   0.9346(15)   0.4316(13)     1.000
0.0370   
 H9C    H  Uiso      0.442(2)   0.7969(15)   0.4670(13)     1.000
0.0370   

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       0.0226(4)  0.0374(4)  0.0188(4)  -0.0057(3)   0.0042(3)
0.0100(3)  
  O2       0.0261(4)  0.0372(4)  0.0178(4)  -0.0014(3)  -0.0080(3)
0.0019(3)  
  O3       0.0210(3)  0.0335(4)  0.0173(3)  -0.0050(3)   0.0009(3)
0.0112(3)  
  O4       0.0162(3)  0.0272(4)  0.0170(3)  -0.0017(3)   0.0037(2)
0.0036(3)  
  O5       0.0234(4)  0.0311(4)  0.0161(3)   0.0036(3)   0.0005(3)
0.0104(3)  
  O6       0.0224(3)  0.0291(4)  0.0163(3)  -0.0009(3)   0.0029(3)
0.0128(3)  
  N1       0.0150(4)  0.0320(5)  0.0178(4)  -0.0028(3)  -0.0022(3)
0.0080(3)  
  N2       0.0192(4)  0.0225(4)  0.0109(4)  -0.0031(3)   0.0006(3)
0.0032(3)  
  N3       0.0149(4)  0.0209(4)  0.0153(4)  -0.0012(3)   0.0007(3)
0.0074(3)  
  N4       0.0163(4)  0.0198(4)  0.0109(4)  -0.0017(3)   0.0021(3)
0.0046(3)  
  C1       0.0341(6)  0.0192(5)  0.0218(5)  -0.0016(4)  -0.0008(4)
-0.0046(4)  
  C2       0.0229(5)  0.0166(4)  0.0135(4)   0.0002(3)   0.0001(3)
0.0010(3)  
  C3       0.0153(4)  0.0156(4)  0.0110(4)  -0.0013(3)   0.0002(3)
0.0027(3)  
  C4       0.0188(4)  0.0165(4)  0.0123(4)  -0.0014(3)  -0.0019(3)
0.0010(3)  
  C5       0.0228(5)  0.0162(4)  0.0139(4)  -0.0011(3)  -0.0035(3)
0.0002(3)  
  C6       0.0171(4)  0.0159(4)  0.0121(4)  -0.0015(3)  -0.0013(3)
0.0022(3)  
  C7       0.0128(4)  0.0160(4)  0.0117(4)  -0.0023(3)   0.0003(3)
0.0022(3)  
  C8       0.0163(4)  0.0212(5)  0.0183(5)  -0.0045(4)   0.0004(3)
-0.0034(3)  
  C9       0.0268(5)  0.0276(5)  0.0214(5)  -0.0111(4)  -0.0004(4)
-0.0047(4)  
  C10      0.0166(4)  0.0185(4)  0.0156(4)  -0.0014(3)   0.0008(3)
0.0021(3)  
  C11      0.0189(4)  0.0208(4)  0.0158(4)  -0.0007(3)  -0.0021(3)
-0.0008(3)  
  C12      0.0170(4)  0.0154(4)  0.0134(4)  -0.0015(3)   0.0006(3)
0.0014(3)  
  C13      0.0147(4)  0.0146(4)  0.0143(4)  -0.0035(3)  -0.0001(3)
0.0010(3)  
  C14      0.0163(4)  0.0166(4)  0.0151(4)  -0.0014(3)  -0.0002(3)
0.0021(3)  
  C15      0.0155(4)  0.0169(4)  0.0135(4)  -0.0025(3)   0.0002(3)
0.0022(3)  

#



# 10. MOLECULAR GEOMETRY

_geom_special_details               
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All esds are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

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      C10      1.2119(12)                     .       .
  yes
 O2      C11      1.2116(12)                     .       .
  yes
 O3      C12      1.2244(12)                     .       .
  yes
 O4      C13      1.2103(11)                     .       .
  yes
 O5      C14      1.2214(12)                     .       .
  yes
 O6      C15      1.2216(12)                     .       .
  yes
 N1      C10      1.3788(12)                     .       .
  yes
 N1      C11      1.3741(13)                     .       .
  yes
 N2      C11      1.3806(12)                     .       .
  yes
 N2      C12      1.3666(12)                     .       .
  yes
 N3      C13      1.3910(12)                     .       .
  yes
 N3      C14      1.3707(12)                     .       .
  yes
 N4      C14      1.3779(12)                     .       .
  yes
 N4      C15      1.3732(12)                     .       .
  yes
 N1      H1        0.852(13)                     .       .
  no 
 N2      H2        0.857(14)                     .       .
  no 
 N3      H3        0.860(13)                     .       .
  no 
 N4      H4        0.858(13)                     .       .
  no 
 C1      C2       1.5261(15)                     .       .
  no 
 C2      C3       1.5477(13)                     .       .
  no 
 C3      C10      1.5249(13)                     .       .
  no 
 C3      C12      1.5230(12)                     .       .
  no 
 C3      C4       1.5489(13)                     .       .
  no 
 C4      C5       1.5294(14)                     .       .
  no 
 C5      C6       1.5269(13)                     .       .
  no 
 C6      C7       1.5386(12)                     .       .
  no 
 C7      C13      1.5219(12)                     .       .
  no 
 C7      C15      1.5207(12)                     .       .
  no 
 C7      C8       1.5722(13)                     .       .
  no 
 C8      C9       1.5205(14)                     .       .
  no 
 C1      H1A       0.986(14)                     .       .
  no 
 C1      H1B       1.004(16)                     .       .
  no 
 C1      H1C       0.994(16)                     .       .
  no 
 C2      H2A       0.991(13)                     .       .
  no 
 C2      H2B       0.994(13)                     .       .
  no 
 C4      H4A       1.001(13)                     .       .
  no 
 C4      H4B       0.988(13)                     .       .
  no 
 C5      H5A       0.997(13)                     .       .
  no 
 C5      H5B       0.982(13)                     .       .
  no 
 C6      H6A       0.977(12)                     .       .
  no 
 C6      H6B       0.995(13)                     .       .
  no 
 C8      H8A       0.982(13)                     .       .
  no 
 C8      H8B       1.007(13)                     .       .
  no 
 C9      H9A       0.968(14)                     .       .
  no 
 C9      H9B       0.991(15)                     .       .
  no 
 C9      H9C       1.007(16)                     .       .
  no 

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               
 C10     N1      C11       127.04(9)             .       .       .
  yes
 C11     N2      C12       126.49(8)             .       .       .
  yes
 C13     N3      C14       125.72(8)             .       .       .
  yes
 C14     N4      C15       125.66(8)             .       .       .
  yes
 C10     N1      H1         118.6(9)             .       .       .
  no 
 C11     N1      H1         114.2(9)             .       .       .
  no 
 C12     N2      H2         117.2(9)             .       .       .
  no 
 C11     N2      H2         115.4(9)             .       .       .
  no 
 C13     N3      H3         119.6(9)             .       .       .
  no 
 C14     N3      H3         113.7(9)             .       .       .
  no 
 C14     N4      H4         115.0(8)             .       .       .
  no 
 C15     N4      H4         117.7(9)             .       .       .
  no 
 C1      C2      C3        112.63(8)             .       .       .
  no 
 C2      C3      C10       107.77(7)             .       .       .
  no 
 C2      C3      C12       108.03(7)             .       .       .
  no 
 C2      C3      C4        111.28(7)             .       .       .
  no 
 C10     C3      C12       114.22(7)             .       .       .
  no 
 C4      C3      C10       107.38(7)             .       .       .
  no 
 C4      C3      C12       108.20(7)             .       .       .
  no 
 C3      C4      C5        111.68(7)             .       .       .
  no 
 C4      C5      C6        113.17(8)             .       .       .
  no 
 C5      C6      C7        112.49(7)             .       .       .
  no 
 C6      C7      C15       111.18(7)             .       .       .
  no 
 C6      C7      C8        111.26(7)             .       .       .
  no 
 C8      C7      C13       107.13(7)             .       .       .
  no 
 C8      C7      C15       103.85(7)             .       .       .
  no 
 C13     C7      C15       112.78(7)             .       .       .
  no 
 C6      C7      C13       110.40(7)             .       .       .
  no 
 C7      C8      C9        114.64(8)             .       .       .
  no 
 O1      C10     C3        121.95(8)             .       .       .
  yes
 N1      C10     C3        117.72(8)             .       .       .
  yes
 O1      C10     N1        120.33(9)             .       .       .
  yes
 O2      C11     N1        122.51(9)             .       .       .
  yes
 O2      C11     N2        121.63(9)             .       .       .
  yes
 N1      C11     N2        115.86(8)             .       .       .
  yes
 O3      C12     N2        120.06(9)             .       .       .
  yes
 O3      C12     C3        121.29(8)             .       .       .
  yes
 N2      C12     C3        118.65(8)             .       .       .
  yes
 O4      C13     N3        120.07(8)             .       .       .
  yes
 N3      C13     C7        116.70(8)             .       .       .
  yes
 O4      C13     C7        123.09(8)             .       .       .
  yes
 O5      C14     N4        120.91(9)             .       .       .
  yes
 N3      C14     N4        116.56(8)             .       .       .
  yes
 O5      C14     N3        122.53(9)             .       .       .
  yes
 O6      C15     C7        122.01(8)             .       .       .
  yes
 N4      C15     C7        117.89(8)             .       .       .
  yes
 O6      C15     N4        119.93(8)             .       .       .
  yes
 C2      C1      H1A        111.3(9)             .       .       .
  no 
 C2      C1      H1B        111.3(8)             .       .       .
  no 
 C2      C1      H1C        109.8(8)             .       .       .
  no 
 H1A     C1      H1B       107.8(12)             .       .       .
  no 
 H1A     C1      H1C       107.9(12)             .       .       .
  no 
 H1B     C1      H1C       108.7(13)             .       .       .
  no 
 C1      C2      H2A        111.2(8)             .       .       .
  no 
 C1      C2      H2B        112.5(7)             .       .       .
  no 
 C3      C2      H2A        107.8(8)             .       .       .
  no 
 C3      C2      H2B        107.5(8)             .       .       .
  no 
 H2A     C2      H2B       104.8(10)             .       .       .
  no 
 C3      C4      H4A        107.1(7)             .       .       .
  no 
 C3      C4      H4B        108.2(8)             .       .       .
  no 
 C5      C4      H4A        110.6(8)             .       .       .
  no 
 C5      C4      H4B        111.3(7)             .       .       .
  no 
 H4A     C4      H4B       107.8(10)             .       .       .
  no 
 C4      C5      H5A        109.7(8)             .       .       .
  no 
 C4      C5      H5B        109.0(8)             .       .       .
  no 
 C6      C5      H5A        109.6(7)             .       .       .
  no 
 C6      C5      H5B        107.8(8)             .       .       .
  no 
 H5A     C5      H5B       107.4(10)             .       .       .
  no 
 C5      C6      H6A        111.2(7)             .       .       .
  no 
 C5      C6      H6B        109.6(7)             .       .       .
  no 
 C7      C6      H6A        108.5(7)             .       .       .
  no 
 C7      C6      H6B        108.0(7)             .       .       .
  no 
 H6A     C6      H6B       106.9(10)             .       .       .
  no 
 C7      C8      H8A        105.9(8)             .       .       .
  no 
 C7      C8      H8B        108.9(7)             .       .       .
  no 
 C9      C8      H8A        110.0(7)             .       .       .
  no 
 C9      C8      H8B        109.4(7)             .       .       .
  no 
 H8A     C8      H8B       107.7(10)             .       .       .
  no 
 C8      C9      H9A        112.0(9)             .       .       .
  no 
 C8      C9      H9B        109.5(8)             .       .       .
  no 
 C8      C9      H9C        112.5(9)             .       .       .
  no 
 H9A     C9      H9B       108.1(12)             .       .       .
  no 
 H9A     C9      H9C       107.4(12)             .       .       .
  no 
 H9B     C9      H9C       107.1(12)             .       .       .
  no 

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             
 C11     N1      C10     O1      -179.87(10)     .       .       .       
.
  no 
 C11     N1      C10     C3         0.06(15)     .       .       .       
.
  no 
 C10     N1      C11     O2      -179.76(10)     .       .       .       
.
  no 
 C10     N1      C11     N2         0.87(15)     .       .       .       
.
  no 
 C12     N2      C11     O2       178.97(10)     .       .       .       
.
  no 
 C12     N2      C11     N1        -1.64(14)     .       .       .       
.
  no 
 C11     N2      C12     O3       -178.82(9)     .       .       .       
.
  no 
 C11     N2      C12     C3         1.38(14)     .       .       .       
.
  no 
 C14     N3      C13     O4       -166.99(9)     .       .       .       
.
  no 
 C14     N3      C13     C7        17.15(13)     .       .       .       
.
  no 
 C13     N3      C14     O5        173.79(9)     .       .       .       
.
  no 
 C13     N3      C14     N4        -5.72(14)     .       .       .       
.
  no 
 C15     N4      C14     O5       -176.38(9)     .       .       .       
.
  no 
 C15     N4      C14     N3         3.14(14)     .       .       .       
.
  no 
 C14     N4      C15     O6        172.21(9)     .       .       .       
.
  no 
 C14     N4      C15     C7       -12.47(13)     .       .       .       
.
  no 
 C1      C2      C3      C10       60.83(10)     .       .       .       
.
  no 
 C1      C2      C3      C12      -63.05(10)     .       .       .       
.
  no 
 C1      C2      C3      C4        178.31(8)     .       .       .       
.
  no 
 C2      C3      C4      C5        179.61(8)     .       .       .       
.
  no 
 C12     C3      C4      C5         61.07(9)     .       .       .       
.
  no 
 C2      C3      C10     O1        59.54(12)     .       .       .       
.
  no 
 C10     C3      C4      C5        -62.67(9)     .       .       .       
.
  no 
 C2      C3      C10     N1       -120.39(9)     .       .       .       
.
  no 
 C4      C3      C10     O1       -60.44(12)     .       .       .       
.
  no 
 C4      C3      C10     N1        119.63(9)     .       .       .       
.
  no 
 C12     C3      C10     O1       179.58(10)     .       .       .       
.
  no 
 C12     C3      C10     N1        -0.35(12)     .       .       .       
.
  no 
 C2      C3      C12     O3       -60.20(11)     .       .       .       
.
  no 
 C2      C3      C12     N2        119.59(9)     .       .       .       
.
  no 
 C4      C3      C12     O3        60.38(11)     .       .       .       
.
  no 
 C4      C3      C12     N2       -119.82(9)     .       .       .       
.
  no 
 C10     C3      C12     O3       179.90(10)     .       .       .       
.
  no 
 C10     C3      C12     N2        -0.30(12)     .       .       .       
.
  no 
 C3      C4      C5      C6        175.00(7)     .       .       .       
.
  no 
 C4      C5      C6      C7       -175.73(7)     .       .       .       
.
  no 
 C5      C6      C7      C8       -177.45(7)     .       .       .       
.
  no 
 C5      C6      C7      C13        63.74(9)     .       .       .       
.
  no 
 C5      C6      C7      C15      -62.22(10)     .       .       .       
.
  no 
 C13     C7      C8      C9        61.97(10)     .       .       .       
.
  no 
 C15     C7      C8      C9       -178.47(8)     .       .       .       
.
  no 
 C6      C7      C13     O4        35.32(12)     .       .       .       
.
  no 
 C6      C7      C13     N3       -148.95(8)     .       .       .       
.
  no 
 C8      C7      C13     O4       -85.97(10)     .       .       .       
.
  no 
 C8      C7      C13     N3         89.76(9)     .       .       .       
.
  no 
 C15     C7      C13     O4        160.38(9)     .       .       .       
.
  no 
 C15     C7      C13     N3       -23.89(11)     .       .       .       
.
  no 
 C6      C7      C15     O6       -38.20(12)     .       .       .       
.
  no 
 C6      C7      C15     N4        146.59(8)     .       .       .       
.
  no 
 C8      C7      C15     O6        81.54(11)     .       .       .       
.
  no 
 C8      C7      C15     N4        -93.67(9)     .       .       .       
.
  no 
 C13     C7      C15     O6       -162.83(9)     .       .       .       
.
  no 
 C13     C7      C15     N4        21.96(11)     .       .       .       
.
  no 
 C6      C7      C8      C9       -58.78(10)     .       .       .       
.
  no 

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             
 O2      N2       3.1040(13)                     .     2_565
  no 
 O2      N4       3.0204(12)                     .     2_565
  no 
 O2      C5       3.1851(12)                     .     2_565
  no 
 O2      C11      3.0364(13)                     .     2_565
  no 
 O2      C14      3.2412(14)                     .     2_565
  no 
 O2      C15      3.1900(13)                     .     2_565
  no 
 O2      O2       3.2109(12)                     .     2_565
  no 
 O3      N4       2.9030(11)                     .     2_665
  no 
 O4      C9       3.1465(13)                     .       .
  no 
 O4      C1       3.4057(14)                     .     1_565
  no 
 O4      C5       3.2857(13)                     .       .
  no 
 O5      N3       2.8998(11)                     .     2_575
  no 
 O5      C8       3.3935(12)                     .     2_675
  no 
 O6      C5       3.3056(13)                     .       .
  no 
 O6      N1       3.1324(13)                     .     1_655
  no 
 O6      N2       2.8742(11)                     .     2_665
  no 
 O1      H6B       2.614(13)                     .     2_566
  no 
 O1      H4A       2.644(12)                     .       .
  no 
 O1      H4B       2.771(13)                     .     1_455
  no 
 O1      H9C       2.880(15)                     .     2_566
  no 
 O1      H2B       2.699(13)                     .       .
  no 
 O1      H6A       2.709(12)                     .     1_455
  no 
 O2      H5A       2.553(13)                     .     2_565
  no 
 O2      H5B       2.905(13)                     .     2_565
  no 
 O3      H4B       2.701(12)                     .       .
  no 
 O3      H4        2.052(13)                     .     2_665
  no 
 O3      H2A       2.673(13)                     .       .
  no 
 O4      H5B       2.724(13)                     .       .
  no 
 O4      H8A       2.516(13)                     .     1_455
  no 
 O4      H1B       2.875(16)                     .     1_565
  no 
 O4      H9A       2.611(14)                     .       .
  no 
 O4      H2B       2.641(13)                     .     2_566
  no 
 O4      H6B       2.593(12)                     .       .
  no 
 O5      H1C       2.846(15)                     .     2_565
  no 
 O5      H3        2.051(13)                     .     2_575
  no 
 O5      H8B       2.576(13)                     .     2_675
  no 
 O6      H1        2.568(14)                     .     1_655
  no 
 O6      H6A       2.652(12)                     .       .
  no 
 O6      H8A       2.756(13)                     .       .
  no 
 O6      H5A       2.771(13)                     .       .
  no 
 O6      H2        2.026(14)                     .     2_665
  no 
 N1      O6       3.1324(13)                     .     1_455
  no 
 N2      O2       3.1040(13)                     .     2_565
  no 
 N2      O6       2.8742(11)                     .     2_665
  no 
 N3      O5       2.8998(11)                     .     2_575
  no 
 N4      O2       3.0204(12)                     .     2_565
  no 
 N4      O3       2.9030(11)                     .     2_665
  no 
 C1      O4       3.4057(14)                     .     1_545
  no 
 C5      O2       3.1851(12)                     .     2_565
  no 
 C5      O4       3.2857(13)                     .       .
  no 
 C5      O6       3.3056(13)                     .       .
  no 
 C8      O5       3.3935(12)                     .     2_675
  no 
 C9      O4       3.1465(13)                     .       .
  no 
 C11     O2       3.0364(13)                     .     2_565
  no 
 C11     C11      3.3264(14)                     .     2_565
  no 
 C11     C14      3.5387(14)                     .     2_565
  no 
 C14     O2       3.2412(14)                     .     2_565
  no 
 C14     C11      3.5387(14)                     .     2_565
  no 
 C15     O2       3.1900(13)                     .     2_565
  no 
 C2      H1B       2.923(16)                     .     2_556
  no 
 C6      H9C       2.798(16)                     .       .
  no 
 C9      H9B       3.042(16)                     .     2_676
  no 
 C9      H6B       2.741(12)                     .       .
  no 
 C10     H5B       2.579(13)                     .       .
  no 
 C10     H1A       2.659(16)                     .       .
  no 
 C12     H5A       2.635(13)                     .       .
  no 
 C12     H1C       2.652(15)                     .       .
  no 
 C12     H4        2.904(13)                     .     2_665
  no 
 C13     H9A       2.745(15)                     .       .
  no 
 C13     H5B       2.650(13)                     .       .
  no 
 C14     H3        3.003(13)                     .     2_575
  no 
 C15     H5A       2.718(13)                     .       .
  no 
 C15     H2        2.877(13)                     .     2_665
  no 
 H1      O6        2.568(14)                     .     1_455
  no 
 H1      H5A       2.511(18)                     .     1_455
  no 
 H1A     C10       2.659(16)                     .       .
  no 
 H1B     O4        2.875(16)                     .     1_545
  no 
 H1B     C2        2.923(16)                     .     2_556
  no 
 H1B     H1B         2.49(2)                     .     2_556
  no 
 H1C     C12       2.652(15)                     .       .
  no 
 H1C     O5        2.846(15)                     .     2_565
  no 
 H2      O6        2.026(14)                     .     2_665
  no 
 H2      C15       2.877(13)                     .     2_665
  no 
 H2      H4        2.589(18)                     .     2_665
  no 
 H2A     O3        2.673(13)                     .       .
  no 
 H2A     H4B       2.494(18)                     .       .
  no 
 H2B     O1        2.699(13)                     .       .
  no 
 H2B     H4A       2.454(18)                     .       .
  no 
 H2B     O4        2.641(13)                     .     2_566
  no 
 H3      O5        2.051(13)                     .     2_575
  no 
 H3      C14       3.003(13)                     .     2_575
  no 
 H4      O3        2.052(13)                     .     2_665
  no 
 H4      C12       2.904(13)                     .     2_665
  no 
 H4      H2        2.589(18)                     .     2_665
  no 
 H4A     O1        2.644(12)                     .       .
  no 
 H4A     H2B       2.454(18)                     .       .
  no 
 H4A     H6B       2.542(18)                     .       .
  no 
 H4B     O1        2.771(12)                     .     1_655
  no 
 H4B     O3        2.701(12)                     .       .
  no 
 H4B     H2A       2.494(18)                     .       .
  no 
 H5A     O6        2.771(13)                     .       .
  no 
 H5A     C12       2.635(13)                     .       .
  no 
 H5A     C15       2.718(13)                     .       .
  no 
 H5A     H1        2.511(18)                     .     1_655
  no 
 H5A     O2        2.553(13)                     .     2_565
  no 
 H5B     O4        2.724(13)                     .       .
  no 
 H5B     C10       2.579(13)                     .       .
  no 
 H5B     C13       2.650(13)                     .       .
  no 
 H5B     O2        2.905(13)                     .     2_565
  no 
 H6A     O1        2.709(12)                     .     1_655
  no 
 H6A     O6        2.652(12)                     .       .
  no 
 H6A     H8A       2.496(18)                     .       .
  no 
 H6B     O4        2.593(12)                     .       .
  no 
 H6B     C9        2.741(12)                     .       .
  no 
 H6B     H4A       2.542(18)                     .       .
  no 
 H6B     H9C         2.23(2)                     .       .
  no 
 H6B     O1        2.614(13)                     .     2_566
  no 
 H8A     O4        2.516(13)                     .     1_655
  no 
 H8A     O6        2.756(13)                     .       .
  no 
 H8A     H6A       2.496(18)                     .       .
  no 
 H8B     O5        2.576(13)                     .     2_675
  no 
 H9A     O4        2.611(14)                     .       .
  no 
 H9A     C13       2.745(15)                     .       .
  no 
 H9B     C9        3.042(16)                     .     2_676
  no 
 H9B     H9B         2.34(2)                     .     2_676
  no 
 H9C     C6        2.798(16)                     .       .
  no 
 H9C     H6B         2.23(2)                     .       .
  no 
 H9C     O1        2.880(15)                     .     2_566
  no 

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
N1      H1      O6       0.852(13)  2.568(14) 3.1324(13)  124.6(11)
1_455 yes 
N2      H2      O6       0.857(14)  2.026(14) 2.8742(11)  170.0(12)
2_665 yes 
N3      H3      O5       0.860(13)  2.051(13) 2.8998(11)  168.8(12)
2_575 yes 
N4      H4      O3       0.858(13)  2.052(13) 2.9030(11)  171.5(12)
2_665 yes 
C5      H5A     O2       0.997(13)  2.553(13) 3.1851(12)   121.2(9)
2_565 yes 
C8      H8A     O4       0.982(13)  2.516(13) 3.4531(12)  159.6(11)
1_655 yes 
C8      H8B     O5       1.007(13)  2.576(13) 3.3935(12)   138.2(9)
2_675 yes 

# End of Crystallographic Information File
#END