# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

 data_general 

_audit_creation_date                  '2016-12-15'
_audit_update_record                   ?

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

# PROCESSING SUMMARY (IUCr Office Use Only)

_journal_date_recd_electronic     ?
_journal_date_from_coeditor       ?
_journal_date_accepted            ?
_journal_coeditor_code            ?

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

# SUBMISSION DETAILS

_publ_contact_author_name             'Qi Liu'
_publ_contact_author_email            'liuqi62@163.com'
_publ_contact_author_fax              '86-0519-3590011'
_publ_contact_author_phone            
_publ_contact_author_address 
;         
School of Petrochemical Engineering 
Changzhou University, Changzhou 213164, Jiangsu, 
P. R. China
;
  
_publ_requested_journal               ''
_publ_requested_category               ?
_publ_requested_coeditor_name          ?
#==============================================================================
# TITLE AND AUTHOR LIST

_publ_section_title
;
    ENTER SECTION TITLE
;
_publ_section_title_footnote
;
    ENTER FOOTNOTE TO TITLE OF PAPER
;
loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
' FIRST AUTHORS NAME '
;
  FIRST AUTHORS FOOTNOTES
;
;
  FIRST AUTHORS ADDRESS
;
_publ_section_synopsis
;
  ENTER SYNOPSIS
;

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

# TEXT

_publ_section_abstract
;
    ENTER ABSTRACT
;
_publ_section_comment
;
    ENTER TEXT
;
_publ_section_references
;
    ENTER OTHER REFERENCES

;
_publ_section_figure_captions
;
    ENTER FIGURE CAPTIONS
;
_publ_section_exptl_prep
;
    ENTER COMPOUND PREPARATION DETAILS
;
_publ_section_exptl_refinement
;
    ENTER SPECIAL DETAILS OF THE REFINEMENT
;

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



#==============================================================================
data_2b 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety           'C15 H20 N4 O4'
_chemical_formula_sum 
 'C15 H20 N4 O4' 
_chemical_formula_weight          320.35 
 
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    'Pbca'
_symmetry_space_group_name_Hall   '-P 2ac 2ab' 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, -y, z+1/2' 
 '-x, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
 '-x, -y, -z' 
 'x-1/2, y, -z-1/2' 
 'x, -y-1/2, z-1/2' 
 '-x-1/2, y-1/2, z' 
 
_cell_length_a                    12.259(4) 
_cell_length_b                    8.409(3) 
_cell_length_c                    32.758(9) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      3376.8(17) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     2960 
_cell_measurement_theta_min       2.08
_cell_measurement_theta_max       25.00 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless  
_exptl_crystal_size_max           0.25 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.18 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.260 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1360 
_exptl_absorpt_coefficient_mu     0.093 
_exptl_absorpt_correction_type    MULTI-SCAN 
_exptl_absorpt_correction_T_min   0.9771 
_exptl_absorpt_correction_T_max   0.9834 
_exptl_absorpt_process_details    SADABS 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       296(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   'CCD area detector'
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             17055 
_diffrn_reflns_av_R_equivalents   0.0745 
_diffrn_reflns_av_sigmaI/netI     0.0538 
_diffrn_reflns_limit_h_min        -14 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        9 
_diffrn_reflns_limit_l_min        -36 
_diffrn_reflns_limit_l_max        38 
_diffrn_reflns_theta_min          2.08 
_diffrn_reflns_theta_max          25.00 
_reflns_number_total              2960 
_reflns_number_gt                 1956 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker APEX II' 
_computing_cell_refinement        'Bruker APEX II' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.1259P)²+0.2369P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          2960 
_refine_ls_number_parameters      224 
_refine_ls_number_restraints      6 
_refine_ls_R_factor_all           0.0989 
_refine_ls_R_factor_gt            0.0658 
_refine_ls_wR_factor_ref          0.2112 
_refine_ls_wR_factor_gt           0.1910 
_refine_ls_goodness_of_fit_ref    1.066 
_refine_ls_restrained_S_all       1.065 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
O1 O 0.9063(3) 0.7658(4) 0.55470(9) 0.1299(12) Uani 1 1 d . . . 
O2 O 0.7318(2) 0.8159(3) 0.56827(8) 0.0991(9) Uani 1 1 d . . . 
O3 O 1.03286(16) 1.0599(3) 0.83713(6) 0.0770(7) Uani 1 1 d . . . 
O4 O 0.88213(15) 0.9491(3) 0.86272(6) 0.0697(6) Uani 1 1 d . . . 
N1 N 0.84183(17) 1.0831(3) 0.66401(6) 0.0538(6) Uani 1 1 d . . . 
N2 N 0.95183(18) 1.0624(3) 0.65991(7) 0.0662(7) Uani 1 1 d . . . 
N3 N 0.81577(15) 1.1141(2) 0.73638(6) 0.0455(5) Uani 1 1 d . . . 
N4 N 0.73939(16) 1.0075(3) 0.74972(7) 0.0569(6) Uani 1 1 d . . . 
C1 C 0.9619(3) 0.9664(4) 0.62816(10) 0.0687(9) Uani 1 1 d . A . 
C2 C 0.8599(2) 0.9248(4) 0.61180(8) 0.0597(8) Uani 1 1 d . . . 
C3 C 0.7857(2) 1.0033(3) 0.63593(8) 0.0534(7) Uani 1 1 d . A . 
H3A H 0.7102 1.0010 0.6332 0.064 Uiso 1 1 calc R . . 
C4 C 1.0736(3) 0.9176(6) 0.61376(13) 0.1078(14) Uani 1 1 d . . . 
H4B H 1.1279 0.9644 0.6311 0.162 Uiso 1 1 calc R A . 
H4C H 1.0844 0.9535 0.5862 0.162 Uiso 1 1 calc R . . 
H4D H 1.0799 0.8039 0.6147 0.162 Uiso 1 1 calc R . . 
C5 C 0.8379(4) 0.8283(4) 0.57596(10) 0.0811(10) Uani 1 1 d . A . 
C6 C 0.6810(13) 0.7205(8) 0.5346(2) 0.100(3) Uani 0.64(2) 1 d P A 1 
H6A H 0.7334 0.6445 0.5240 0.120 Uiso 0.64(2) 1 calc PR A 1 
H6B H 0.6185 0.6623 0.5449 0.120 Uiso 0.64(2) 1 calc PR A 1 
C7 C 0.6484(11) 0.8238(15) 0.5036(3) 0.125(4) Uani 0.64(2) 1 d PU A 1 
H7A H 0.6098 0.9121 0.5153 0.188 Uiso 0.64(2) 1 calc PR A 1 
H7B H 0.6015 0.7685 0.4850 0.188 Uiso 0.64(2) 1 calc PR A 1 
H7C H 0.7115 0.8621 0.4893 0.188 Uiso 0.64(2) 1 calc PR A 1 
C6A C 0.7329(13) 0.749(2) 0.5265(6) 0.093(5) Uiso 0.36(2) 1 d P A 2 
H6A1 H 0.7720 0.6490 0.5252 0.111 Uiso 0.36(2) 1 calc PR A 2 
H6A2 H 0.7632 0.8230 0.5068 0.111 Uiso 0.36(2) 1 calc PR A 2 
C7A C 0.6065(13) 0.726(3) 0.5208(5) 0.099(6) Uani 0.36(2) 1 d PU A 2 
H7A1 H 0.5770 0.6731 0.5442 0.148 Uiso 0.36(2) 1 calc PR A 2 
H7A2 H 0.5931 0.6638 0.4968 0.148 Uiso 0.36(2) 1 calc PR A 2 
H7A3 H 0.5724 0.8285 0.5179 0.148 Uiso 0.36(2) 1 calc PR A 2 
C8 C 0.8012(2) 1.1841(3) 0.69642(8) 0.0538(7) Uani 1 1 d . . . 
H8A H 0.8390 1.2854 0.6955 0.065 Uiso 1 1 calc R . . 
H8B H 0.7242 1.2043 0.6920 0.065 Uiso 1 1 calc R . . 
C9 C 0.7750(2) 0.9667(3) 0.78621(8) 0.0552(7) Uani 1 1 d . . . 
H9A H 0.7390 0.8952 0.8032 0.066 Uiso 1 1 calc R . . 
C10 C 0.87282(18) 1.0426(3) 0.79671(7) 0.0438(6) Uani 1 1 d . . . 
C11 C 0.89748(17) 1.1369(3) 0.76350(7) 0.0435(6) Uani 1 1 d . . . 
C12 C 0.9896(2) 1.2471(4) 0.75570(9) 0.0642(8) Uani 1 1 d . . . 
H12A H 0.9815 1.2940 0.7291 0.096 Uiso 1 1 calc R . . 
H12B H 1.0571 1.1894 0.7569 0.096 Uiso 1 1 calc R . . 
H12C H 0.9899 1.3294 0.7760 0.096 Uiso 1 1 calc R . . 
C13 C 0.9385(2) 1.0206(3) 0.83343(8) 0.0518(7) Uani 1 1 d . . . 
C14 C 0.9395(3) 0.9103(5) 0.90017(9) 0.0841(11) Uani 1 1 d . . . 
H14A H 0.9756 1.0040 0.9110 0.101 Uiso 1 1 calc R . . 
H14B H 0.9942 0.8294 0.8950 0.101 Uiso 1 1 calc R . . 
C15 C 0.8583(4) 0.8515(8) 0.92924(13) 0.139(2) Uani 1 1 d . . . 
H15A H 0.8936 0.8243 0.9545 0.209 Uiso 1 1 calc R . . 
H15B H 0.8232 0.7590 0.9182 0.209 Uiso 1 1 calc R . . 
H15C H 0.8048 0.9328 0.9341 0.209 Uiso 1 1 calc R . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
O1 C5 1.210(4) . ? 
O2 C5 1.330(4) . ? 
O2 C6A 1.479(17) . ? 
O2 C6 1.500(8) . ? 
O3 C13 1.210(3) . ? 
O4 C13 1.326(3) . ? 
O4 C14 1.451(3) . ? 
N1 C3 1.331(3) . ? 
N1 N2 1.366(3) . ? 
N1 C8 1.448(3) . ? 
N2 C1 1.322(4) . ? 
N3 C11 1.352(3) . ? 
N3 N4 1.368(3) . ? 
N3 C8 1.446(3) . ? 
N4 C9 1.318(3) . ? 
C1 C2 1.405(4) . ? 
C1 C4 1.506(4) . ? 
C2 C3 1.374(4) . ? 
C2 C5 1.452(5) . ? 
C3 H3A 0.9300 . ? 
C4 H4B 0.9600 . ? 
C4 H4C 0.9600 . ? 
C4 H4D 0.9600 . ? 
C6 C7 1.393(15) . ? 
C6 H6A 0.9700 . ? 
C6 H6B 0.9700 . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C6A C7A 1.57(3) . ? 
C6A H6A1 0.9700 . ? 
C6A H6A2 0.9700 . ? 
C7A H7A1 0.9600 . ? 
C7A H7A2 0.9600 . ? 
C7A H7A3 0.9600 . ? 
C8 H8A 0.9700 . ? 
C8 H8B 0.9700 . ? 
C9 C10 1.402(3) . ? 
C9 H9A 0.9300 . ? 
C10 C11 1.380(3) . ? 
C10 C13 1.459(4) . ? 
C11 C12 1.483(3) . ? 
C12 H12A 0.9600 . ? 
C12 H12B 0.9600 . ? 
C12 H12C 0.9600 . ? 
C14 C15 1.464(5) . ? 
C14 H14A 0.9700 . ? 
C14 H14B 0.9700 . ? 
C15 H15A 0.9600 . ? 
C15 H15B 0.9600 . ? 
C15 H15C 0.9600 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C5 O2 C6A 101.3(6) . . ? 
C5 O2 C6 125.9(6) . . ? 
C6A O2 C6 28.3(5) . . ? 
C13 O4 C14 117.5(2) . . ? 
C3 N1 N2 112.2(2) . . ? 
C3 N1 C8 128.7(2) . . ? 
N2 N1 C8 119.1(2) . . ? 
C1 N2 N1 104.3(2) . . ? 
C11 N3 N4 113.0(2) . . ? 
C11 N3 C8 128.9(2) . . ? 
N4 N3 C8 118.1(2) . . ? 
C9 N4 N3 103.53(19) . . ? 
N2 C1 C2 111.7(3) . . ? 
N2 C1 C4 119.8(3) . . ? 
C2 C1 C4 128.5(3) . . ? 
C3 C2 C1 104.5(3) . . ? 
C3 C2 C5 127.6(3) . . ? 
C1 C2 C5 127.8(3) . . ? 
N1 C3 C2 107.3(3) . . ? 
N1 C3 H3A 126.3 . . ? 
C2 C3 H3A 126.3 . . ? 
C1 C4 H4B 109.5 . . ? 
C1 C4 H4C 109.5 . . ? 
H4B C4 H4C 109.5 . . ? 
C1 C4 H4D 109.5 . . ? 
H4B C4 H4D 109.5 . . ? 
H4C C4 H4D 109.5 . . ? 
O1 C5 O2 122.3(4) . . ? 
O1 C5 C2 125.4(4) . . ? 
O2 C5 C2 112.2(3) . . ? 
C7 C6 O2 108.7(7) . . ? 
C7 C6 H6A 109.9 . . ? 
O2 C6 H6A 109.9 . . ? 
C7 C6 H6B 109.9 . . ? 
O2 C6 H6B 109.9 . . ? 
H6A C6 H6B 108.3 . . ? 
O2 C6A C7A 98.5(11) . . ? 
O2 C6A H6A1 112.1 . . ? 
C7A C6A H6A1 112.1 . . ? 
O2 C6A H6A2 112.1 . . ? 
C7A C6A H6A2 112.1 . . ? 
H6A1 C6A H6A2 109.7 . . ? 
C6A C7A H7A1 109.5 . . ? 
C6A C7A H7A2 109.5 . . ? 
H7A1 C7A H7A2 109.5 . . ? 
C6A C7A H7A3 109.5 . . ? 
H7A1 C7A H7A3 109.5 . . ? 
H7A2 C7A H7A3 109.5 . . ? 
N3 C8 N1 112.5(2) . . ? 
N3 C8 H8A 109.1 . . ? 
N1 C8 H8A 109.1 . . ? 
N3 C8 H8B 109.1 . . ? 
N1 C8 H8B 109.1 . . ? 
H8A C8 H8B 107.8 . . ? 
N4 C9 C10 112.8(2) . . ? 
N4 C9 H9A 123.6 . . ? 
C10 C9 H9A 123.6 . . ? 
C11 C10 C9 104.8(2) . . ? 
C11 C10 C13 127.0(2) . . ? 
C9 C10 C13 128.0(2) . . ? 
N3 C11 C10 105.9(2) . . ? 
N3 C11 C12 122.6(2) . . ? 
C10 C11 C12 131.4(2) . . ? 
C11 C12 H12A 109.5 . . ? 
C11 C12 H12B 109.5 . . ? 
H12A C12 H12B 109.5 . . ? 
C11 C12 H12C 109.5 . . ? 
H12A C12 H12C 109.5 . . ? 
H12B C12 H12C 109.5 . . ? 
O3 C13 O4 123.3(2) . . ? 
O3 C13 C10 125.1(2) . . ? 
O4 C13 C10 111.5(2) . . ? 
O4 C14 C15 107.2(3) . . ? 
O4 C14 H14A 110.3 . . ? 
C15 C14 H14A 110.3 . . ? 
O4 C14 H14B 110.3 . . ? 
C15 C14 H14B 110.3 . . ? 
H14A C14 H14B 108.5 . . ? 
C14 C15 H15A 109.5 . . ? 
C14 C15 H15B 109.5 . . ? 
H15A C15 H15B 109.5 . . ? 
C14 C15 H15C 109.5 . . ? 
H15A C15 H15C 109.5 . . ? 
H15B C15 H15C 109.5 . . ? 
 
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 
C3 H3A O3  0.93 2.43 3.257(4) 147.8 6_557 
 
_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              25.00 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.321 
_refine_diff_density_min   -0.242 
_refine_diff_density_rms    0.051 

#===END

#==============================================================================
 
data_H2L1 
 
#==============================================================================
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C11 H12 N4 O4' 
_chemical_formula_sum 
 'C11 H12 N4 O4' 
_chemical_formula_weight          264.25 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            orthorhombic 
_symmetry_space_group_name_H-M    'P n a 21'
_symmetry_space_group_name_Hall   'P 2c -2n' 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, z+1/2' 
 'x+1/2, -y+1/2, z' 
 '-x+1/2, y+1/2, z+1/2' 
 
_cell_length_a                    23.952(7) 
_cell_length_b                    4.0594(13) 
_cell_length_c                    12.531(4) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1218.4(7) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     1417 
_cell_measurement_theta_min      3.252 
_cell_measurement_theta_max       22.459 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless
_exptl_crystal_size_max           0.24 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.18 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.441 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              552 
_exptl_absorpt_coefficient_mu     0.112 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.9735 
_exptl_absorpt_correction_T_max   0.9801 
_exptl_absorpt_process_details    SADABS  
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       296(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   'CCD area detector' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             6996 
_diffrn_reflns_av_R_equivalents   0.0505 
_diffrn_reflns_av_sigmaI/netI     0.0405 
_diffrn_reflns_limit_h_min        -31 
_diffrn_reflns_limit_h_max        29 
_diffrn_reflns_limit_k_min        -5 
_diffrn_reflns_limit_k_max        5 
_diffrn_reflns_limit_l_min        -15 
_diffrn_reflns_limit_l_max        14 
_diffrn_reflns_theta_min          2.35 
_diffrn_reflns_theta_max          27.62 
_reflns_number_total              1460 
_reflns_number_gt                 1058 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker APEX II' 
_computing_cell_refinement        'Bruker APEX II' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.1019P)²+0.0000P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment    constr 
_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_number_reflns          1460 
_refine_ls_number_parameters      176 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.0796 
_refine_ls_R_factor_gt            0.0538 
_refine_ls_wR_factor_ref          0.1609 
_refine_ls_wR_factor_gt           0.1437 
_refine_ls_goodness_of_fit_ref    1.063 
_refine_ls_restrained_S_all       1.063 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C 0.29682(19) 0.3960(12) 0.1716(4) 0.0486(11) Uani 1 1 d . . . 
H1A H 0.2763 0.2427 0.1285 0.073 Uiso 1 1 calc R . . 
H1B H 0.3356 0.3890 0.1521 0.073 Uiso 1 1 calc R . . 
H1C H 0.2826 0.6143 0.1603 0.073 Uiso 1 1 calc R . . 
C2 C 0.29074(16) 0.3067(10) 0.2856(4) 0.0345(9) Uani 1 1 d . . . 
C3 C 0.32473(16) 0.1355(10) 0.3547(4) 0.0356(9) Uani 1 1 d . . . 
C4 C 0.37945(17) -0.0095(12) 0.3322(4) 0.0421(10) Uani 1 1 d . . . 
C5 C 0.29694(18) 0.1265(11) 0.4537(4) 0.0424(10) Uani 1 1 d . . . 
H5 H 0.3107 0.0238 0.5146 0.051 Uiso 1 1 calc R . . 
C6 C 0.19727(19) 0.5799(9) 0.3150(4) 0.0394(9) Uani 1 1 d . . . 
H6A H 0.2074 0.7265 0.2570 0.047 Uiso 1 1 calc R . . 
H6B H 0.1854 0.7144 0.3749 0.047 Uiso 1 1 calc R . . 
C7 C 0.0969(2) 0.3536(12) 0.4535(4) 0.0502(12) Uani 1 1 d . . . 
H7A H 0.1313 0.3241 0.4915 0.075 Uiso 1 1 calc R . . 
H7B H 0.0690 0.2093 0.4826 0.075 Uiso 1 1 calc R . . 
H7C H 0.0847 0.5779 0.4606 0.075 Uiso 1 1 calc R . . 
C8 C 0.10554(16) 0.2751(10) 0.3382(4) 0.0369(10) Uani 1 1 d . . . 
C9 C 0.07325(18) 0.0962(10) 0.2660(4) 0.0398(10) Uani 1 1 d . . . 
C10 C 0.01960(19) -0.0572(10) 0.2848(4) 0.0430(10) Uani 1 1 d . . . 
C11 C 0.10309(18) 0.1022(11) 0.1695(4) 0.0441(11) Uani 1 1 d . . . 
H11 H 0.0911 0.0011 0.1070 0.053 Uiso 1 1 calc R . . 
N1 N 0.24858(16) 0.2834(9) 0.4486(3) 0.0426(9) Uani 1 1 d . . . 
N2 N 0.24560(14) 0.3900(8) 0.3458(3) 0.0357(8) Uani 1 1 d . . . 
N3 N 0.15099(14) 0.3731(8) 0.2813(3) 0.0368(8) Uani 1 1 d . . . 
N4 N 0.15023(15) 0.2683(10) 0.1782(3) 0.0453(9) Uani 1 1 d . . . 
O1 O 0.40046(14) -0.0097(11) 0.2422(3) 0.0578(10) Uani 1 1 d . . . 
O2 O 0.40390(16) -0.1371(11) 0.4150(3) 0.0649(12) Uani 1 1 d . . . 
H2 H 0.4355 -0.1957 0.3987 0.097 Uiso 1 1 calc R . . 
O3 O -0.00279(14) -0.1907(10) 0.2012(3) 0.0612(10) Uani 1 1 d . . . 
H3 H -0.0279 -0.3157 0.2197 0.092 Uiso 1 1 calc R . . 
O4 O -0.00225(15) -0.0621(11) 0.3747(3) 0.0658(11) Uani 1 1 d . . . 
 
 
_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 
C1 C2 1.481(7) . ? 
C1 H1A 0.9600 . ? 
C1 H1B 0.9600 . ? 
C1 H1C 0.9600 . ? 
C2 N2 1.362(6) . ? 
C2 C3 1.377(6) . ? 
C3 C5 1.408(7) . ? 
C3 C4 1.464(6) . ? 
C4 O1 1.235(6) . ? 
C4 O2 1.300(6) . ? 
C5 N1 1.324(6) . ? 
C5 H5 0.9300 . ? 
C6 N2 1.443(6) . ? 
C6 N3 1.453(6) . ? 
C6 H6A 0.9700 . ? 
C6 H6B 0.9700 . ? 
C7 C8 1.494(7) . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C8 N3 1.361(6) . ? 
C8 C9 1.395(6) . ? 
C9 C11 1.404(7) . ? 
C9 C10 1.448(6) . ? 
C10 O4 1.241(7) . ? 
C10 O3 1.296(7) . ? 
C11 N4 1.320(6) . ? 
C11 H11 0.9300 . ? 
N1 N2 1.360(6) . ? 
N3 N4 1.360(6) . ? 
O2 H2 0.8200 . ? 
O3 H3 0.8200 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C2 C1 H1A 109.5 . . ? 
C2 C1 H1B 109.5 . . ? 
H1A C1 H1B 109.5 . . ? 
C2 C1 H1C 109.5 . . ? 
H1A C1 H1C 109.5 . . ? 
H1B C1 H1C 109.5 . . ? 
N2 C2 C3 104.2(4) . . ? 
N2 C2 C1 123.5(4) . . ? 
C3 C2 C1 132.3(4) . . ? 
C2 C3 C5 106.7(4) . . ? 
C2 C3 C4 127.6(4) . . ? 
C5 C3 C4 125.6(4) . . ? 
O1 C4 O2 123.1(4) . . ? 
O1 C4 C3 122.8(4) . . ? 
O2 C4 C3 114.2(4) . . ? 
N1 C5 C3 111.0(4) . . ? 
N1 C5 H5 124.5 . . ? 
C3 C5 H5 124.5 . . ? 
N2 C6 N3 112.4(3) . . ? 
N2 C6 H6A 109.1 . . ? 
N3 C6 H6A 109.1 . . ? 
N2 C6 H6B 109.1 . . ? 
N3 C6 H6B 109.1 . . ? 
H6A C6 H6B 107.9 . . ? 
C8 C7 H7A 109.5 . . ? 
C8 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C8 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
N3 C8 C9 104.8(4) . . ? 
N3 C8 C7 123.8(4) . . ? 
C9 C8 C7 131.5(4) . . ? 
C8 C9 C11 105.5(4) . . ? 
C8 C9 C10 127.6(5) . . ? 
C11 C9 C10 126.9(4) . . ? 
O4 C10 O3 123.5(4) . . ? 
O4 C10 C9 122.0(4) . . ? 
O3 C10 C9 114.5(4) . . ? 
N4 C11 C9 111.9(4) . . ? 
N4 C11 H11 124.0 . . ? 
C9 C11 H11 124.0 . . ? 
C5 N1 N2 104.2(4) . . ? 
N1 N2 C2 113.9(3) . . ? 
N1 N2 C6 117.7(4) . . ? 
C2 N2 C6 128.4(4) . . ? 
N4 N3 C8 113.3(4) . . ? 
N4 N3 C6 117.8(4) . . ? 
C8 N3 C6 128.8(5) . . ? 
C11 N4 N3 104.4(4) . . ? 
C4 O2 H2 109.5 . . ? 
C10 O3 H3 109.5 . . ? 
 
_diffrn_measured_fraction_theta_max    0.983 
_diffrn_reflns_theta_full              27.62 
_diffrn_measured_fraction_theta_full   0.983 
_refine_diff_density_max    0.352 
_refine_diff_density_min   -0.268 
_refine_diff_density_rms    0.060 

#===END

#==============================================================================
 
data_H2L2 
 
#==============================================================================
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C11 H12 N4 O4' 
_chemical_formula_sum 
 'C11 H12 N4 O4' 
_chemical_formula_weight          264.25 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            Monoclinic 
_symmetry_space_group_name_H-M    'P 21/c' 
_symmetry_space_group_name_Hall   '-P 2ybc'  
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
 
_cell_length_a                    12.946(4) 
_cell_length_b                    4.1020(13) 
_cell_length_c                    24.925(6) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  114.773(13) 
_cell_angle_gamma                 90.00 
_cell_volume                      1201.8(6) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     1107 
_cell_measurement_theta_min       3.166 
_cell_measurement_theta_max       22.554 
 
_exptl_crystal_description        stick
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.22 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.18 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.460 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              552 
_exptl_absorpt_coefficient_mu     0.114 
_exptl_absorpt_correction_type    MULTI-SCAN  
_exptl_absorpt_correction_T_min   0.9754 
_exptl_absorpt_correction_T_max   0.9798 
_exptl_absorpt_process_details    SADABS
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       293(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   'CCD area detector' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             7291 
_diffrn_reflns_av_R_equivalents   0.0556 
_diffrn_reflns_av_sigmaI/netI     0.0701 
_diffrn_reflns_limit_h_min        -15 
_diffrn_reflns_limit_h_max        15 
_diffrn_reflns_limit_k_min        -4 
_diffrn_reflns_limit_k_max        5 
_diffrn_reflns_limit_l_min        -32 
_diffrn_reflns_limit_l_max        28 
_diffrn_reflns_theta_min          1.73 
_diffrn_reflns_theta_max          27.52 
_reflns_number_total              2725 
_reflns_number_gt                 1493 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker APEX II' 
_computing_cell_refinement        'Bruker APEX II' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL'  
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0980P)²+0.0000P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          2725 
_refine_ls_number_parameters      174 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.1066 
_refine_ls_R_factor_gt            0.0543 
_refine_ls_wR_factor_ref          0.1789 
_refine_ls_wR_factor_gt           0.1486 
_refine_ls_goodness_of_fit_ref    0.945 
_refine_ls_restrained_S_all       0.945 
_refine_ls_shift/su_max           0.004 
_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 0.67902(15) -0.3021(5) 0.51803(8) 0.0536(6) Uani 1 1 d . . . 
H1 H 0.6900 -0.3131 0.4880 0.080 Uiso 1 1 d R . . 
O2 O 0.84350(15) -0.0304(5) 0.55100(8) 0.0578(6) Uani 1 1 d . . . 
O3 O 0.89186(16) -0.2703(5) 0.96361(8) 0.0620(6) Uani 1 1 d . . . 
H3 H 0.8765 -0.3115 0.9916 0.093 Uiso 1 1 d R . . 
O4 O 0.72135(16) -0.0309(6) 0.92734(8) 0.0630(6) Uani 1 1 d . . . 
N1 N 0.65654(17) 0.0857(5) 0.67065(8) 0.0391(5) Uani 1 1 d . . . 
N2 N 0.76232(16) 0.2236(5) 0.68980(8) 0.0360(5) Uani 1 1 d . . . 
N3 N 0.83213(16) 0.2388(5) 0.79556(8) 0.0358(5) Uani 1 1 d . . . 
N4 N 0.93740(17) 0.0968(6) 0.82123(8) 0.0430(6) Uani 1 1 d . . . 
C1 C 0.5312(2) -0.2296(7) 0.58494(11) 0.0508(7) Uani 1 1 d . . . 
H1A H 0.4877 -0.2439 0.6080 0.076 Uiso 1 1 calc R . . 
H1B H 0.5461 -0.4450 0.5749 0.076 Uiso 1 1 calc R . . 
H1C H 0.4890 -0.1088 0.5494 0.076 Uiso 1 1 calc R . . 
C2 C 0.6407(2) -0.0611(6) 0.61980(10) 0.0356(6) Uani 1 1 d . . . 
C3 C 0.7356(2) -0.0141(6) 0.60699(9) 0.0353(6) Uani 1 1 d . . . 
C4 C 0.7562(2) -0.1188(6) 0.55653(10) 0.0393(6) Uani 1 1 d . . . 
C5 C 0.8113(2) 0.1694(6) 0.65296(10) 0.0378(6) Uani 1 1 d . . . 
H5 H 0.8826 0.2415 0.6574 0.045 Uiso 1 1 calc R . . 
C6 C 0.8039(2) 0.4240(6) 0.74234(9) 0.0396(6) Uani 1 1 d . . . 
H6A H 0.8710 0.5410 0.7450 0.048 Uiso 1 1 calc R . . 
H6B H 0.7463 0.5838 0.7390 0.048 Uiso 1 1 calc R . . 
C7 C 0.6502(2) 0.3183(8) 0.80710(12) 0.0522(7) Uani 1 1 d . . . 
H7A H 0.6518 0.5348 0.8221 0.078 Uiso 1 1 calc R . . 
H7B H 0.6086 0.1774 0.8218 0.078 Uiso 1 1 calc R . . 
H7C H 0.6137 0.3220 0.7647 0.078 Uiso 1 1 calc R . . 
C8 C 0.7694(2) 0.1943(6) 0.82702(10) 0.0356(6) Uani 1 1 d . . . 
C9 C 0.8373(2) 0.0123(6) 0.87553(10) 0.0379(6) Uani 1 1 d . . . 
C10 C 0.8124(2) -0.0994(7) 0.92460(10) 0.0412(6) Uani 1 1 d . . . 
C11 C 0.9391(2) -0.0402(7) 0.86945(10) 0.0420(6) Uani 1 1 d . . . 
H11 H 1.0005 -0.1577 0.8963 0.050 Uiso 1 1 calc R . . 
 
 
_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 C4 1.297(3) . ? 
O1 H1 0.8201 . ? 
O2 C4 1.248(3) . ? 
O3 C10 1.287(3) . ? 
O3 H3 0.8200 . ? 
O4 C10 1.241(3) . ? 
N1 C2 1.339(3) . ? 
N1 N2 1.369(3) . ? 
N2 C5 1.335(3) . ? 
N2 C6 1.445(3) . ? 
N3 C8 1.357(3) . ? 
N3 N4 1.369(3) . ? 
N3 C6 1.436(3) . ? 
N4 C11 1.319(3) . ? 
C1 C2 1.487(3) . ? 
C1 H1A 0.9600 . ? 
C1 H1B 0.9600 . ? 
C1 H1C 0.9600 . ? 
C2 C3 1.407(3) . ? 
C3 C5 1.378(3) . ? 
C3 C4 1.456(3) . ? 
C5 H5 0.9300 . ? 
C6 H6A 0.9700 . ? 
C6 H6B 0.9700 . ? 
C7 C8 1.499(3) . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C8 C9 1.379(3) . ? 
C9 C11 1.406(3) . ? 
C9 C10 1.463(3) . ? 
C11 H11 0.9300 . ? 
 
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 
C4 O1 H1 109.4 . . ? 
C10 O3 H3 110.7 . . ? 
C2 N1 N2 104.49(18) . . ? 
C5 N2 N1 112.66(19) . . ? 
C5 N2 C6 127.9(2) . . ? 
N1 N2 C6 119.29(19) . . ? 
C8 N3 N4 113.09(18) . . ? 
C8 N3 C6 128.5(2) . . ? 
N4 N3 C6 118.32(19) . . ? 
C11 N4 N3 103.92(18) . . ? 
C2 C1 H1A 109.5 . . ? 
C2 C1 H1B 109.5 . . ? 
H1A C1 H1B 109.5 . . ? 
C2 C1 H1C 109.5 . . ? 
H1A C1 H1C 109.5 . . ? 
H1B C1 H1C 109.5 . . ? 
N1 C2 C3 110.6(2) . . ? 
N1 C2 C1 119.5(2) . . ? 
C3 C2 C1 129.9(2) . . ? 
C5 C3 C2 105.7(2) . . ? 
C5 C3 C4 123.8(2) . . ? 
C2 C3 C4 130.5(2) . . ? 
O2 C4 O1 122.7(2) . . ? 
O2 C4 C3 120.8(2) . . ? 
O1 C4 C3 116.5(2) . . ? 
N2 C5 C3 106.6(2) . . ? 
N2 C5 H5 126.7 . . ? 
C3 C5 H5 126.7 . . ? 
N3 C6 N2 113.0(2) . . ? 
N3 C6 H6A 109.0 . . ? 
N2 C6 H6A 109.0 . . ? 
N3 C6 H6B 109.0 . . ? 
N2 C6 H6B 109.0 . . ? 
H6A C6 H6B 107.8 . . ? 
C8 C7 H7A 109.5 . . ? 
C8 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C8 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
N3 C8 C9 105.3(2) . . ? 
N3 C8 C7 123.1(2) . . ? 
C9 C8 C7 131.6(2) . . ? 
C8 C9 C11 105.7(2) . . ? 
C8 C9 C10 128.4(2) . . ? 
C11 C9 C10 126.0(2) . . ? 
O4 C10 O3 124.0(2) . . ? 
O4 C10 C9 121.4(2) . . ? 
O3 C10 C9 114.6(2) . . ? 
N4 C11 C9 112.0(2) . . ? 
N4 C11 H11 124.0 . . ? 
C9 C11 H11 124.0 . . ? 
 
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 
C2 N1 N2 C5 0.3(3) . . . . ? 
C2 N1 N2 C6 175.6(2) . . . . ? 
C8 N3 N4 C11 0.4(3) . . . . ? 
C6 N3 N4 C11 177.4(2) . . . . ? 
N2 N1 C2 C3 -0.3(3) . . . . ? 
N2 N1 C2 C1 -177.9(2) . . . . ? 
N1 C2 C3 C5 0.2(3) . . . . ? 
C1 C2 C3 C5 177.5(3) . . . . ? 
N1 C2 C3 C4 -178.2(2) . . . . ? 
C1 C2 C3 C4 -0.9(5) . . . . ? 
C5 C3 C4 O2 -3.8(4) . . . . ? 
C2 C3 C4 O2 174.3(3) . . . . ? 
C5 C3 C4 O1 177.2(2) . . . . ? 
C2 C3 C4 O1 -4.7(4) . . . . ? 
N1 N2 C5 C3 -0.2(3) . . . . ? 
C6 N2 C5 C3 -175.1(2) . . . . ? 
C2 C3 C5 N2 0.0(3) . . . . ? 
C4 C3 C5 N2 178.5(2) . . . . ? 
C8 N3 C6 N2 -99.4(3) . . . . ? 
N4 N3 C6 N2 84.1(3) . . . . ? 
C5 N2 C6 N3 -114.1(3) . . . . ? 
N1 N2 C6 N3 71.3(3) . . . . ? 
N4 N3 C8 C9 -0.3(3) . . . . ? 
C6 N3 C8 C9 -177.0(2) . . . . ? 
N4 N3 C8 C7 -178.2(2) . . . . ? 
C6 N3 C8 C7 5.2(4) . . . . ? 
N3 C8 C9 C11 0.1(3) . . . . ? 
C7 C8 C9 C11 177.7(3) . . . . ? 
N3 C8 C9 C10 178.6(2) . . . . ? 
C7 C8 C9 C10 -3.8(5) . . . . ? 
C8 C9 C10 O4 -1.0(5) . . . . ? 
C11 C9 C10 O4 177.2(3) . . . . ? 
C8 C9 C10 O3 179.1(3) . . . . ? 
C11 C9 C10 O3 -2.6(4) . . . . ? 
N3 N4 C11 C9 -0.3(3) . . . . ? 
C8 C9 C11 N4 0.2(3) . . . . ? 
C10 C9 C11 N4 -178.4(2) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.981 
_diffrn_reflns_theta_full              27.52 
_diffrn_measured_fraction_theta_full   0.981 
_refine_diff_density_max    0.236 
_refine_diff_density_min   -0.218 
_refine_diff_density_rms    0.052 

#===END

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

 
data_3a
 
#==============================================================================

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C14 H19 N5 O6 Zn'  
_chemical_formula_sum 
 'C14 H19 N5 O6 Zn' 
_chemical_formula_weight          418.71 
 
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' 
 'Zn'  'Zn'   0.2839   1.4301 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            orthorhombic 
_symmetry_space_group_name_H-M    'P 21 21 21' 
_symmetry_space_group_name_Hall    'P 2ac 2ab' 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, -y, z+1/2' 
 '-x, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
 
_cell_length_a                    8.5459(4) 
_cell_length_b                    9.4075(5) 
_cell_length_c                    21.8986(11) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1760.55(15) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     3698 
_cell_measurement_theta_min       2.558 
_cell_measurement_theta_max       24.078 
 
_exptl_crystal_description        BLOCK 
_exptl_crystal_colour             COLORLESS
_exptl_crystal_size_max           0.26 
_exptl_crystal_size_mid           0.22 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.580 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              864 
_exptl_absorpt_coefficient_mu     1.437 
_exptl_absorpt_correction_type    MULTI-SCAN
_exptl_absorpt_correction_T_min   0.7063 
_exptl_absorpt_correction_T_max   0.7620 
_exptl_absorpt_process_details    SADABS  
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       296(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   'CCD area detector' 
_diffrn_measurement_method        'phi and omega scans'  
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             9704 
_diffrn_reflns_av_R_equivalents   0.0333 
_diffrn_reflns_av_sigmaI/netI     0.0438 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -11 
_diffrn_reflns_limit_k_max        9 
_diffrn_reflns_limit_l_min        -26 
_diffrn_reflns_limit_l_max        17 
_diffrn_reflns_theta_min          1.86 
_diffrn_reflns_theta_max          25.00 
_reflns_number_total              3064 
_reflns_number_gt                 2847 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker APEX II' 
_computing_cell_refinement        'Bruker APEX II' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL'
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0252P)²+0.2229P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr
_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    0.024(11) 
_refine_ls_number_reflns          3064 
_refine_ls_number_parameters      233 
_refine_ls_number_restraints      4 
_refine_ls_R_factor_all           0.0313 
_refine_ls_R_factor_gt            0.0277 
_refine_ls_wR_factor_ref          0.0662 
_refine_ls_wR_factor_gt           0.0651 
_refine_ls_goodness_of_fit_ref    1.060 
_refine_ls_restrained_S_all       1.061 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C 0.0039(4) 1.1009(4) 0.22767(17) 0.0490(9) Uani 1 1 d . . . 
H1A H -0.0010 1.0631 0.2683 0.074 Uiso 1 1 calc R . . 
H1B H -0.0879 1.0730 0.2054 0.074 Uiso 1 1 calc R . . 
H1C H 0.0092 1.2028 0.2295 0.074 Uiso 1 1 calc R . . 
C2 C 0.1446(3) 1.0455(3) 0.19644(12) 0.0281(6) Uani 1 1 d . . . 
C3 C 0.1643(3) 0.9379(3) 0.15356(12) 0.0290(6) Uani 1 1 d . . . 
C4 C 0.0433(3) 0.8481(3) 0.12497(12) 0.0314(7) Uani 1 1 d U . . 
C5 C 0.3249(3) 0.9347(3) 0.14191(14) 0.0366(7) Uani 1 1 d . . . 
H5 H 0.3714 0.8722 0.1145 0.044 Uiso 1 1 calc R . . 
C6 C 0.3354(3) 1.2179(3) 0.24379(12) 0.0299(7) Uani 1 1 d . . . 
H6A H 0.2489 1.2457 0.2698 0.036 Uiso 1 1 calc R . . 
H6B H 0.4229 1.1923 0.2698 0.036 Uiso 1 1 calc R . . 
C7 C 0.6663(3) 1.2928(3) 0.20328(13) 0.0362(7) Uani 1 1 d . . . 
H7A H 0.6812 1.3007 0.2466 0.054 Uiso 1 1 calc R . . 
H7B H 0.7550 1.3325 0.1825 0.054 Uiso 1 1 calc R . . 
H7C H 0.6554 1.1945 0.1924 0.054 Uiso 1 1 calc R . . 
C8 C 0.5218(3) 1.3718(3) 0.18521(12) 0.0252(6) Uani 1 1 d . . . 
C9 C 0.5006(3) 1.4867(3) 0.14637(12) 0.0263(6) Uani 1 1 d . . . 
C10 C 0.6206(3) 1.5677(3) 0.11370(12) 0.0312(6) Uani 1 1 d . . . 
C11 C 0.3383(3) 1.5100(3) 0.14667(13) 0.0338(7) Uani 1 1 d . . . 
H11 H 0.2894 1.5816 0.1244 0.041 Uiso 1 1 calc R . . 
C12 C 0.0180(4) 0.4257(4) 0.04087(16) 0.0481(8) Uani 1 1 d U . . 
H12 H -0.0031 0.4101 0.0820 0.058 Uiso 1 1 calc R . . 
C13 C 0.1638(7) 0.3604(6) -0.04867(18) 0.0941(12) Uani 1 1 d U . . 
H13A H 0.1030 0.4362 -0.0660 0.141 Uiso 1 1 calc R . . 
H13B H 0.1473 0.2751 -0.0718 0.141 Uiso 1 1 calc R . . 
H13C H 0.2727 0.3854 -0.0497 0.141 Uiso 1 1 calc R . . 
C14 C 0.1845(6) 0.2197(6) 0.04608(19) 0.0941(12) Uani 1 1 d U . . 
H14A H 0.1594 0.2284 0.0886 0.141 Uiso 1 1 calc R . . 
H14B H 0.2961 0.2205 0.0410 0.141 Uiso 1 1 calc R . . 
H14C H 0.1429 0.1321 0.0306 0.141 Uiso 1 1 calc R . . 
N1 N 0.4036(3) 1.0296(3) 0.17378(11) 0.0387(6) Uani 1 1 d . . . 
N2 N 0.2902(3) 1.0965(3) 0.20739(11) 0.0285(5) Uani 1 1 d . . . 
N3 N 0.3792(2) 1.3357(2) 0.20525(9) 0.0264(5) Uani 1 1 d . . . 
N4 N 0.2632(3) 1.4198(3) 0.18179(11) 0.0361(6) Uani 1 1 d . . . 
N5 N 0.1168(4) 0.3376(3) 0.01292(12) 0.0571(8) Uani 1 1 d U . . 
O1 O 0.0872(2) 0.7552(2) 0.08656(9) 0.0359(5) Uani 1 1 d U . . 
O2 O -0.0986(2) 0.8611(2) 0.13696(10) 0.0440(6) Uani 1 1 d . . . 
O4 O 0.7628(2) 1.5507(2) 0.12758(10) 0.0419(5) Uani 1 1 d . . . 
O3 O 0.5832(2) 1.6555(2) 0.07303(10) 0.0497(6) Uani 1 1 d . . . 
O6 O -0.1785(2) 0.8109(2) -0.00604(8) 0.0390(5) Uani 1 1 d . . . 
H6X H -0.0980 0.8219 -0.0314 0.059 Uiso 1 1 d R . . 
H6Y H -0.2560 0.7657 -0.0293 0.059 Uiso 1 1 d R . . 
O5 O -0.0461(3) 0.5246(3) 0.01606(10) 0.0495(6) Uani 1 1 d . . . 
Zn1 Zn -0.14065(4) 0.68915(4) 0.067074(14) 0.03207(10) Uani 1 1 d . . . 
 
 
_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 
C1 C2 1.478(4) . ? 
C1 H1A 0.9600 . ? 
C1 H1B 0.9600 . ? 
C1 H1C 0.9600 . ? 
C2 N2 1.355(4) . ? 
C2 C3 1.391(4) . ? 
C3 C5 1.396(4) . ? 
C3 C4 1.475(4) . ? 
C4 O2 1.247(3) . ? 
C4 O1 1.270(4) . ? 
C5 N1 1.318(4) . ? 
C5 H5 0.9300 . ? 
C6 N3 1.443(3) . ? 
C6 N2 1.445(3) . ? 
C6 H6A 0.9700 . ? 
C6 H6B 0.9700 . ? 
C7 C8 1.494(4) . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C8 N3 1.339(3) . ? 
C8 C9 1.387(4) . ? 
C9 C11 1.404(4) . ? 
C9 C10 1.464(4) . ? 
C10 O3 1.256(3) . ? 
C10 O4 1.263(4) . ? 
C10 Zn1 2.552(3) 1_665 ? 
C11 N4 1.313(4) . ? 
C11 H11 0.9300 . ? 
C12 O5 1.208(4) . ? 
C12 N5 1.332(4) . ? 
C12 H12 0.9300 . ? 
C13 N5 1.423(5) . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
C14 N5 1.446(5) . ? 
C14 H14A 0.9600 . ? 
C14 H14B 0.9600 . ? 
C14 H14C 0.9600 . ? 
N1 N2 1.370(3) . ? 
N3 N4 1.369(3) . ? 
O1 Zn1 2.0882(19) . ? 
O2 Zn1 2.255(2) . ? 
O4 Zn1 2.033(2) 1_665 ? 
O3 Zn1 2.385(2) 1_665 ? 
O6 Zn1 1.995(2) . ? 
O6 H6X 0.8898 . ? 
O6 H6Y 0.9369 . ? 
O5 Zn1 2.073(2) . ? 
Zn1 O4 2.033(2) 1_445 ? 
Zn1 O3 2.385(2) 1_445 ? 
Zn1 C10 2.552(3) 1_445 ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C2 C1 H1A 109.5 . . ? 
C2 C1 H1B 109.5 . . ? 
H1A C1 H1B 109.5 . . ? 
C2 C1 H1C 109.5 . . ? 
H1A C1 H1C 109.5 . . ? 
H1B C1 H1C 109.5 . . ? 
N2 C2 C3 105.4(2) . . ? 
N2 C2 C1 122.7(3) . . ? 
C3 C2 C1 131.9(3) . . ? 
C2 C3 C5 104.9(3) . . ? 
C2 C3 C4 128.2(3) . . ? 
C5 C3 C4 126.8(3) . . ? 
O2 C4 O1 119.6(3) . . ? 
O2 C4 C3 122.5(3) . . ? 
O1 C4 C3 117.9(3) . . ? 
N1 C5 C3 113.0(3) . . ? 
N1 C5 H5 123.5 . . ? 
C3 C5 H5 123.5 . . ? 
N3 C6 N2 110.7(2) . . ? 
N3 C6 H6A 109.5 . . ? 
N2 C6 H6A 109.5 . . ? 
N3 C6 H6B 109.5 . . ? 
N2 C6 H6B 109.5 . . ? 
H6A C6 H6B 108.1 . . ? 
C8 C7 H7A 109.5 . . ? 
C8 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C8 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
N3 C8 C9 106.2(2) . . ? 
N3 C8 C7 122.6(3) . . ? 
C9 C8 C7 131.2(3) . . ? 
C8 C9 C11 104.4(2) . . ? 
C8 C9 C10 127.8(3) . . ? 
C11 C9 C10 127.8(3) . . ? 
O3 C10 O4 119.9(3) . . ? 
O3 C10 C9 120.7(3) . . ? 
O4 C10 C9 119.4(3) . . ? 
O3 C10 Zn1 68.01(15) . 1_665 ? 
O4 C10 Zn1 51.95(14) . 1_665 ? 
C9 C10 Zn1 171.3(2) . 1_665 ? 
N4 C11 C9 112.6(3) . . ? 
N4 C11 H11 123.7 . . ? 
C9 C11 H11 123.7 . . ? 
O5 C12 N5 124.0(3) . . ? 
O5 C12 H12 118.0 . . ? 
N5 C12 H12 118.0 . . ? 
N5 C13 H13A 109.5 . . ? 
N5 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
N5 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
N5 C14 H14A 109.5 . . ? 
N5 C14 H14B 109.5 . . ? 
H14A C14 H14B 109.5 . . ? 
N5 C14 H14C 109.5 . . ? 
H14A C14 H14C 109.5 . . ? 
H14B C14 H14C 109.5 . . ? 
C5 N1 N2 103.6(2) . . ? 
C2 N2 N1 113.1(2) . . ? 
C2 N2 C6 128.5(2) . . ? 
N1 N2 C6 118.1(2) . . ? 
C8 N3 N4 113.0(2) . . ? 
C8 N3 C6 128.5(2) . . ? 
N4 N3 C6 118.4(2) . . ? 
C11 N4 N3 103.8(2) . . ? 
C12 N5 C13 121.3(3) . . ? 
C12 N5 C14 120.0(3) . . ? 
C13 N5 C14 118.6(3) . . ? 
C4 O1 Zn1 93.69(17) . . ? 
C4 O2 Zn1 86.66(17) . . ? 
C10 O4 Zn1 98.78(18) . 1_665 ? 
C10 O3 Zn1 82.76(17) . 1_665 ? 
Zn1 O6 H6X 116.2 . . ? 
Zn1 O6 H6Y 106.8 . . ? 
H6X O6 H6Y 105.1 . . ? 
C12 O5 Zn1 120.6(2) . . ? 
O6 Zn1 O4 145.58(8) . 1_445 ? 
O6 Zn1 O5 93.41(9) . . ? 
O4 Zn1 O5 91.78(10) 1_445 . ? 
O6 Zn1 O1 98.31(8) . . ? 
O4 Zn1 O1 115.86(8) 1_445 . ? 
O5 Zn1 O1 88.21(9) . . ? 
O6 Zn1 O2 99.13(9) . . ? 
O4 Zn1 O2 94.69(9) 1_445 . ? 
O5 Zn1 O2 147.05(9) . . ? 
O1 Zn1 O2 59.97(7) . . ? 
O6 Zn1 O3 87.68(7) . 1_445 ? 
O4 Zn1 O3 58.50(8) 1_445 1_445 ? 
O5 Zn1 O3 108.43(9) . 1_445 ? 
O1 Zn1 O3 162.04(8) . 1_445 ? 
O2 Zn1 O3 102.45(8) . 1_445 ? 
O6 Zn1 C10 116.64(9) . 1_445 ? 
O4 Zn1 C10 29.27(9) 1_445 1_445 ? 
O5 Zn1 C10 101.13(9) . 1_445 ? 
O1 Zn1 C10 142.86(8) . 1_445 ? 
O2 Zn1 C10 100.19(8) . 1_445 ? 
O3 Zn1 C10 29.23(8) 1_445 1_445 ? 
 
_diffrn_measured_fraction_theta_max    0.994 
_diffrn_reflns_theta_full              25.00 
_diffrn_measured_fraction_theta_full   0.994 
_refine_diff_density_max    0.292 
_refine_diff_density_min   -0.278 
_refine_diff_density_rms    0.045 

#===END

#==============================================================================
 
data_3b
 
#==============================================================================

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          
 'C14 H19 N5 O6 Zn'
_chemical_formula_sum 
 'C14 H19 N5 O6 Zn' 
_chemical_formula_weight          418.71 
 
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' 
 'Zn'  'Zn'   0.2839   1.4301 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting           'Orthorhombic'
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  'P 2ac 2ab'
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, -y, z+1/2' 
 '-x, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
 
_cell_length_a                    8.577(4) 
_cell_length_b                    9.448(5) 
_cell_length_c                    22.037(11) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1785.9(16) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     291(2) 
_cell_measurement_reflns_used     1735
_cell_measurement_theta_min       2.11 
_cell_measurement_theta_max       23.82 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.26 
_exptl_crystal_size_mid           0.22 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.557 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              864 
_exptl_absorpt_coefficient_mu     1.417 
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min   0.7096 
_exptl_absorpt_correction_T_max   0.7648 
_exptl_absorpt_process_details    'SADABS; Bruker, 2000' 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       291(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type           'MoK\a'
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  'graphite'
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             9922 
_diffrn_reflns_av_R_equivalents   0.0479 
_diffrn_reflns_av_sigmaI/netI     0.0610 
_diffrn_reflns_limit_h_min        -8 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -11 
_diffrn_reflns_limit_k_max        11 
_diffrn_reflns_limit_l_min        -26 
_diffrn_reflns_limit_l_max        27 
_diffrn_reflns_theta_min          1.85 
_diffrn_reflns_theta_max          25.99 
_reflns_number_total              3515 
_reflns_number_gt                 3077 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection      'SMART (Bruker, 2000)'
_computing_cell_refinement      'SMART'
_computing_data_reduction       'SAINT (Bruker, 2000)'
_computing_structure_solution   'SHELXTL (Bruker, 2000)'
_computing_structure_refinement 'SHELXTL'
_computing_molecular_graphics   'SHELXTL'
_computing_publication_material 'SHELXTL'
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.07P)²+1.99P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr
_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    0.05(2) 
_refine_ls_number_reflns          3515 
_refine_ls_number_parameters      240 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0711 
_refine_ls_R_factor_gt            0.0609 
_refine_ls_wR_factor_ref          0.1404 
_refine_ls_wR_factor_gt           0.1371 
_refine_ls_goodness_of_fit_ref    1.092 
_refine_ls_restrained_S_all       1.092 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C 0.5052(6) -0.1029(6) 0.2300(3) 0.0279(12) Uani 1 1 d . . . 
H1A H 0.4917 -0.2020 0.2219 0.042 Uiso 1 1 calc R . . 
H1B H 0.4132 -0.0525 0.2178 0.042 Uiso 1 1 calc R . . 
H1C H 0.5226 -0.0891 0.2726 0.042 Uiso 1 1 calc R . . 
C2 C 0.6397(7) -0.0498(5) 0.1958(2) 0.0253(11) Uani 1 1 d . . . 
C3 C 0.6635(6) 0.0557(4) 0.1499(2) 0.0163(9) Uani 1 1 d . . . 
C4 C 0.5440(6) 0.1478(6) 0.1239(3) 0.0295(12) Uani 1 1 d . . . 
C5 C 0.8217(6) 0.0639(6) 0.1447(3) 0.0297(13) Uani 1 1 d . . . 
H5 H 0.8683 0.1336 0.1211 0.036 Uiso 1 1 calc R . . 
C6 C 0.8326(7) -0.2167(6) 0.2437(3) 0.0316(13) Uani 1 1 d . . . 
H6A H 0.7453 -0.2415 0.2696 0.038 Uiso 1 1 calc R . . 
H6B H 0.9194 -0.1901 0.2695 0.038 Uiso 1 1 calc R . . 
C7 C 1.1720(7) -0.2835(6) 0.1997(3) 0.0328(13) Uani 1 1 d . . . 
H7A H 1.1482 -0.2049 0.2256 0.049 Uiso 1 1 calc R . . 
H7B H 1.2146 -0.2492 0.1622 0.049 Uiso 1 1 calc R . . 
H7C H 1.2467 -0.3439 0.2192 0.049 Uiso 1 1 calc R . . 
C8 C 1.0256(6) -0.3659(5) 0.1870(2) 0.0215(11) Uani 1 1 d . . . 
C9 C 1.0021(5) -0.4860(5) 0.1451(2) 0.0164(10) Uani 1 1 d . . . 
C10 C 1.1188(6) -0.5689(6) 0.1149(3) 0.0296(12) Uani 1 1 d . . . 
C11 C 0.8339(6) -0.5037(6) 0.1465(2) 0.0253(11) Uani 1 1 d . . . 
H11 H 0.7825 -0.5701 0.1226 0.030 Uiso 1 1 calc R . . 
C12 C 0.5136(6) 0.5719(6) 0.0420(2) 0.0268(12) Uani 1 1 d . . . 
H12 H 0.4964 0.5869 0.0832 0.032 Uiso 1 1 calc R . . 
C13 C 0.6551(8) 0.6369(6) -0.0502(2) 0.0353(13) Uani 1 1 d . . . 
H13A H 0.6655 0.5374 -0.0579 0.053 Uiso 1 1 calc R . . 
H13B H 0.7532 0.6830 -0.0575 0.053 Uiso 1 1 calc R . . 
H13C H 0.5774 0.6760 -0.0767 0.053 Uiso 1 1 calc R . . 
C14 C 0.6696(7) 0.7868(7) 0.0432(3) 0.0362(14) Uani 1 1 d . . . 
H14A H 0.6006 0.8113 0.0759 0.054 Uiso 1 1 calc R . . 
H14B H 0.6753 0.8641 0.0150 0.054 Uiso 1 1 calc R . . 
H14C H 0.7716 0.7677 0.0591 0.054 Uiso 1 1 calc R . . 
N1 N 0.9035(7) -0.0271(6) 0.1731(2) 0.0402(13) Uani 1 1 d . . . 
N2 N 0.7910(5) -0.1009(5) 0.2064(2) 0.0252(10) Uani 1 1 d . . . 
N3 N 0.8767(5) -0.3402(4) 0.20671(19) 0.0237(9) Uani 1 1 d . . . 
N4 N 0.7632(7) -0.4229(5) 0.1822(2) 0.0372(12) Uani 1 1 d . . . 
N5 N 0.6095(6) 0.6585(5) 0.0116(2) 0.0311(11) Uani 1 1 d . . . 
O1 O 0.5894(4) 0.2416(4) 0.08473(17) 0.0280(9) Uani 1 1 d . . . 
O2 O 0.3942(4) 0.1349(4) 0.13588(17) 0.0316(9) Uani 1 1 d . . . 
O3 O 1.0888(5) -0.6643(4) 0.07412(18) 0.0337(9) Uani 1 1 d . . . 
O4 O 1.2612(4) -0.5524(4) 0.12729(19) 0.0308(9) Uani 1 1 d . . . 
O5 O 0.4455(5) 0.4694(4) 0.01536(18) 0.0330(10) Uani 1 1 d . . . 
O6 O 0.3210(4) 0.1950(4) -0.00560(16) 0.0272(8) Uani 1 1 d . . . 
H6Y H 0.2181 0.1551 -0.0042 0.033 Uiso 1 1 d R . . 
H6X H 0.3966 0.1203 -0.0074 0.033 Uiso 1 1 d R . . 
Zn1 Zn 0.35681(8) 0.30841(7) 0.06704(3) 0.03309(19) Uani 1 1 d . . . 
 
 
_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 
C1 C2 1.467(7) . ? 
C1 H1A 0.9600 . ? 
C1 H1B 0.9600 . ? 
C1 H1C 0.9600 . ? 
C2 N2 1.404(8) . ? 
C2 C3 1.433(7) . ? 
C3 C5 1.364(7) . ? 
C3 C4 1.462(7) . ? 
C4 O1 1.297(7) . ? 
C4 O2 1.317(7) . ? 
C4 Zn1 2.540(6) . ? 
C5 N1 1.274(7) . ? 
C5 H5 0.9300 . ? 
C6 N2 1.414(7) . ? 
C6 N3 1.473(7) . ? 
C6 H6A 0.9700 . ? 
C6 H6B 0.9700 . ? 
C7 C8 1.503(8) . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C8 N3 1.371(7) . ? 
C8 C9 1.478(6) . ? 
C9 C10 1.434(7) . ? 
C9 C11 1.453(7) . ? 
C10 O4 1.261(7) . ? 
C10 O3 1.298(7) . ? 
C10 Zn1 2.574(5) 1_645 ? 
C11 N4 1.252(7) . ? 
C11 H11 0.9300 . ? 
C12 O5 1.274(7) . ? 
C12 N5 1.340(7) . ? 
C12 H12 0.9300 . ? 
C13 N5 1.431(7) . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
C14 N5 1.491(8) . ? 
C14 H14A 0.9600 . ? 
C14 H14B 0.9600 . ? 
C14 H14C 0.9600 . ? 
N1 N2 1.399(7) . ? 
N3 N4 1.361(7) . ? 
O1 Zn1 2.128(4) . ? 
O2 Zn1 2.257(4) . ? 
O3 Zn1 2.318(4) 1_645 ? 
O4 Zn1 2.041(4) 1_645 ? 
O5 Zn1 2.047(4) . ? 
O6 Zn1 1.950(4) . ? 
O6 H6Y 0.9600 . ? 
O6 H6X 0.9600 . ? 
Zn1 O4 2.041(4) 1_465 ? 
Zn1 O3 2.318(4) 1_465 ? 
Zn1 C10 2.574(6) 1_465 ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C2 C1 H1A 109.5 . . ? 
C2 C1 H1B 109.5 . . ? 
H1A C1 H1B 109.5 . . ? 
C2 C1 H1C 109.5 . . ? 
H1A C1 H1C 109.5 . . ? 
H1B C1 H1C 109.5 . . ? 
N2 C2 C3 103.1(4) . . ? 
N2 C2 C1 121.5(5) . . ? 
C3 C2 C1 135.4(5) . . ? 
C5 C3 C2 103.9(5) . . ? 
C5 C3 C4 129.1(4) . . ? 
C2 C3 C4 126.2(5) . . ? 
O1 C4 O2 119.3(5) . . ? 
O1 C4 C3 117.2(5) . . ? 
O2 C4 C3 123.4(5) . . ? 
O1 C4 Zn1 56.8(3) . . ? 
O2 C4 Zn1 62.5(3) . . ? 
C3 C4 Zn1 173.0(4) . . ? 
N1 C5 C3 117.9(5) . . ? 
N1 C5 H5 121.1 . . ? 
C3 C5 H5 121.1 . . ? 
N2 C6 N3 110.9(4) . . ? 
N2 C6 H6A 109.5 . . ? 
N3 C6 H6A 109.5 . . ? 
N2 C6 H6B 109.5 . . ? 
N3 C6 H6B 109.5 . . ? 
H6A C6 H6B 108.0 . . ? 
C8 C7 H7A 109.5 . . ? 
C8 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C8 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
N3 C8 C9 101.9(4) . . ? 
N3 C8 C7 128.9(4) . . ? 
C9 C8 C7 128.9(5) . . ? 
C10 C9 C11 129.8(5) . . ? 
C10 C9 C8 127.9(4) . . ? 
C11 C9 C8 102.1(4) . . ? 
O4 C10 O3 115.3(5) . . ? 
O4 C10 C9 120.5(5) . . ? 
O3 C10 C9 124.2(5) . . ? 
O4 C10 Zn1 51.4(3) . 1_645 ? 
O3 C10 Zn1 64.0(3) . 1_645 ? 
C9 C10 Zn1 171.7(4) . 1_645 ? 
N4 C11 C9 115.1(5) . . ? 
N4 C11 H11 122.4 . . ? 
C9 C11 H11 122.4 . . ? 
O5 C12 N5 121.0(5) . . ? 
O5 C12 H12 119.5 . . ? 
N5 C12 H12 119.5 . . ? 
N5 C13 H13A 109.5 . . ? 
N5 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
N5 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
N5 C14 H14A 109.5 . . ? 
N5 C14 H14B 109.5 . . ? 
H14A C14 H14B 109.5 . . ? 
N5 C14 H14C 109.5 . . ? 
H14A C14 H14C 109.5 . . ? 
H14B C14 H14C 109.5 . . ? 
C5 N1 N2 102.4(5) . . ? 
N1 N2 C2 112.2(4) . . ? 
N1 N2 C6 121.1(5) . . ? 
C2 N2 C6 126.7(4) . . ? 
N4 N3 C8 116.1(4) . . ? 
N4 N3 C6 119.4(4) . . ? 
C8 N3 C6 123.7(4) . . ? 
C11 N4 N3 104.6(5) . . ? 
C12 N5 C13 123.9(5) . . ? 
C12 N5 C14 118.3(5) . . ? 
C13 N5 C14 117.8(4) . . ? 
C4 O1 Zn1 92.5(3) . . ? 
C4 O2 Zn1 86.4(3) . . ? 
C10 O3 Zn1 85.8(3) . 1_645 ? 
C10 O4 Zn1 99.7(4) . 1_645 ? 
C12 O5 Zn1 118.6(3) . . ? 
Zn1 O6 H6Y 109.5 . . ? 
Zn1 O6 H6X 109.3 . . ? 
H6Y O6 H6X 109.5 . . ? 
O6 Zn1 O4 145.54(15) . 1_465 ? 
O6 Zn1 O5 90.57(17) . . ? 
O4 Zn1 O5 91.85(17) 1_465 . ? 
O6 Zn1 O1 97.77(15) . . ? 
O4 Zn1 O1 116.65(16) 1_465 . ? 
O5 Zn1 O1 88.50(16) . . ? 
O6 Zn1 O2 100.09(16) . . ? 
O4 Zn1 O2 95.05(16) 1_465 . ? 
O5 Zn1 O2 149.43(16) . . ? 
O1 Zn1 O2 61.84(14) . . ? 
O6 Zn1 O3 87.71(14) . 1_465 ? 
O4 Zn1 O3 59.08(14) 1_465 1_465 ? 
O5 Zn1 O3 108.87(16) . 1_465 ? 
O1 Zn1 O3 161.80(15) . 1_465 ? 
O2 Zn1 O3 100.17(15) . 1_465 ? 
O6 Zn1 C4 100.17(18) . . ? 
O4 Zn1 C4 108.53(19) 1_465 . ? 
O5 Zn1 C4 118.92(17) . . ? 
O1 Zn1 C4 30.68(16) . . ? 
O2 Zn1 C4 31.16(16) . . ? 
O3 Zn1 C4 131.29(16) 1_465 . ? 
O6 Zn1 C10 117.30(16) . 1_465 ? 
O4 Zn1 C10 28.89(17) 1_465 1_465 ? 
O5 Zn1 C10 100.84(18) . 1_465 ? 
O1 Zn1 C10 143.33(17) . 1_465 ? 
O2 Zn1 C10 99.49(17) . 1_465 ? 
O3 Zn1 C10 30.21(16) 1_465 1_465 ? 
C4 Zn1 C10 124.64(19) . 1_465 ? 
 
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 
N2 C2 C3 C5 -6.4(5) . . . . ? 
C1 C2 C3 C5 171.6(6) . . . . ? 
N2 C2 C3 C4 -176.9(5) . . . . ? 
C1 C2 C3 C4 1.0(9) . . . . ? 
C5 C3 C4 O1 8.8(9) . . . . ? 
C2 C3 C4 O1 176.9(5) . . . . ? 
C5 C3 C4 O2 -174.9(6) . . . . ? 
C2 C3 C4 O2 -6.8(9) . . . . ? 
C2 C3 C5 N1 7.9(7) . . . . ? 
C4 C3 C5 N1 178.0(6) . . . . ? 
N3 C8 C9 C10 -173.2(5) . . . . ? 
C7 C8 C9 C10 12.5(9) . . . . ? 
N3 C8 C9 C11 2.6(5) . . . . ? 
C7 C8 C9 C11 -171.6(5) . . . . ? 
C11 C9 C10 O4 -167.5(6) . . . . ? 
C8 C9 C10 O4 7.2(9) . . . . ? 
C11 C9 C10 O3 12.2(10) . . . . ? 
C10 C9 C11 N4 172.8(6) . . . . ? 
C8 C9 C11 N4 -3.0(7) . . . . ? 
C3 C5 N1 N2 -5.4(8) . . . . ? 
C5 N1 N2 C2 0.5(7) . . . . ? 
C5 N1 N2 C6 178.0(5) . . . . ? 
C3 C2 N2 N1 3.8(6) . . . . ? 
C1 C2 N2 N1 -174.4(5) . . . . ? 
C3 C2 N2 C6 -173.4(5) . . . . ? 
C1 C2 N2 C6 8.3(8) . . . . ? 
N3 C6 N2 N1 -71.2(6) . . . . ? 
N3 C6 N2 C2 105.8(6) . . . . ? 
C9 C8 N3 N4 -1.9(6) . . . . ? 
C7 C8 N3 N4 172.3(5) . . . . ? 
C9 C8 N3 C6 -171.5(4) . . . . ? 
C7 C8 N3 C6 2.8(8) . . . . ? 
N2 C6 N3 N4 -79.9(6) . . . . ? 
N2 C6 N3 C8 89.3(6) . . . . ? 
C9 C11 N4 N3 1.8(7) . . . . ? 
C8 N3 N4 C11 0.2(7) . . . . ? 
C6 N3 N4 C11 170.2(5) . . . . ? 
O5 C12 N5 C13 -6.1(9) . . . . ? 
O5 C12 N5 C14 172.4(5) . . . . ? 
O2 C4 O1 Zn1 -0.8(6) . . . . ? 
C3 C4 O1 Zn1 175.6(4) . . . . ? 
O1 C4 O2 Zn1 0.8(5) . . . . ? 
C3 C4 O2 Zn1 -175.4(5) . . . . ? 
O4 C10 O3 Zn1 -2.4(5) . . . 1_645 ? 
C9 C10 O3 Zn1 177.9(5) . . . 1_645 ? 
O3 C10 O4 Zn1 2.8(5) . . . 1_645 ? 
C9 C10 O4 Zn1 -177.5(4) . . . 1_645 ? 
N5 C12 O5 Zn1 161.5(4) . . . . ? 
C12 O5 Zn1 O6 -169.4(4) . . . . ? 
C12 O5 Zn1 O4 44.9(4) . . . 1_465 ? 
C12 O5 Zn1 O1 -71.7(4) . . . . ? 
C12 O5 Zn1 O2 -58.2(6) . . . . ? 
C12 O5 Zn1 O3 102.8(4) . . . 1_465 ? 
C12 O5 Zn1 C4 -67.5(5) . . . . ? 
C12 O5 Zn1 C10 72.6(4) . . . 1_465 ? 
C4 O1 Zn1 O6 -96.9(3) . . . . ? 
C4 O1 Zn1 O4 81.4(4) . . . 1_465 ? 
C4 O1 Zn1 O5 172.8(3) . . . . ? 
C4 O1 Zn1 O2 0.5(3) . . . . ? 
C4 O1 Zn1 O3 9.8(6) . . . 1_465 ? 
C4 O1 Zn1 C10 66.5(4) . . . 1_465 ? 
C4 O2 Zn1 O6 93.0(3) . . . . ? 
C4 O2 Zn1 O4 -118.1(3) . . . 1_465 ? 
C4 O2 Zn1 O5 -15.7(5) . . . . ? 
C4 O2 Zn1 O1 -0.5(3) . . . . ? 
C4 O2 Zn1 O3 -177.5(3) . . . 1_465 ? 
C4 O2 Zn1 C10 -146.9(3) . . . 1_465 ? 
O1 C4 Zn1 O6 88.1(3) . . . . ? 
O2 C4 Zn1 O6 -92.7(3) . . . . ? 
O1 C4 Zn1 O4 -111.2(3) . . . 1_465 ? 
O2 C4 Zn1 O4 68.0(3) . . . 1_465 ? 
O1 C4 Zn1 O5 -8.3(4) . . . . ? 
O2 C4 Zn1 O5 170.9(3) . . . . ? 
O2 C4 Zn1 O1 179.2(6) . . . . ? 
O1 C4 Zn1 O2 -179.2(6) . . . . ? 
O1 C4 Zn1 O3 -176.0(3) . . . 1_465 ? 
O2 C4 Zn1 O3 3.2(4) . . . 1_465 ? 
O1 C4 Zn1 C10 -138.3(3) . . . 1_465 ? 
O2 C4 Zn1 C10 40.9(4) . . . 1_465 ? 
 
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 
O6 H6Y O5  0.96 2.63 3.582(6) 172 4_455 
O6 H6X O3  0.96 2.25 2.765(5) 113 4_445 
 
_diffrn_measured_fraction_theta_max    1.000 
_diffrn_reflns_theta_full              25.99 
_diffrn_measured_fraction_theta_full   1.000 
_refine_diff_density_max    0.644 
_refine_diff_density_min   -0.614 
_refine_diff_density_rms    0.093 

#===END

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

data_4 
 
#==============================================================================
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C11 H14 N4 O6 Zn, 2(H O0.50)' 
_chemical_formula_sum 
 'C11 H16 N4 O7 Zn' 
_chemical_formula_weight          381.65 
 
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' 
 'Zn'  'Zn'   0.2839   1.4301 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            Orthorhombic 
_symmetry_space_group_name_H-M    'Pnma' 
_symmetry_space_group_name_Hall    '-P 2ac 2n'  
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, -y, z+1/2' 
 'x+1/2, -y+1/2, -z+1/2' 
 '-x, y+1/2, -z' 
 '-x, -y, -z' 
 'x-1/2, y, -z-1/2' 
 '-x-1/2, y-1/2, z-1/2' 
 'x, -y-1/2, z' 
 
_cell_length_a                    12.3977(11) 
_cell_length_b                    12.6699(12) 
_cell_length_c                    9.4124(9) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1478.5(2) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     2598 
_cell_measurement_theta_min       2.696 
_cell_measurement_theta_max       26.958 
 
_exptl_crystal_description        block  
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.24 
_exptl_crystal_size_mid           0.22 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.715 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              784 
_exptl_absorpt_coefficient_mu     1.705 
_exptl_absorpt_correction_type    MULTI-SCAN 
_exptl_absorpt_correction_T_min   0.6850 
_exptl_absorpt_correction_T_max   0.7267 
_exptl_absorpt_process_details    SADABS  
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       293(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   'CCD area detector'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             9122 
_diffrn_reflns_av_R_equivalents   0.0362 
_diffrn_reflns_av_sigmaI/netI     0.0292 
_diffrn_reflns_limit_h_min        -16 
_diffrn_reflns_limit_h_max        14 
_diffrn_reflns_limit_k_min        -16 
_diffrn_reflns_limit_k_max        15 
_diffrn_reflns_limit_l_min        -11 
_diffrn_reflns_limit_l_max        12 
_diffrn_reflns_theta_min          2.70 
_diffrn_reflns_theta_max          27.65 
_reflns_number_total              1771 
_reflns_number_gt                 1501 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker APEX II' 
_computing_cell_refinement        'Bruker APEX II' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0687P)²+4.2968P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          1771 
_refine_ls_number_parameters      115 
_refine_ls_number_restraints      4 
_refine_ls_R_factor_all           0.0656 
_refine_ls_R_factor_gt            0.0548 
_refine_ls_wR_factor_ref          0.1446 
_refine_ls_wR_factor_gt           0.1384 
_refine_ls_goodness_of_fit_ref    1.104 
_refine_ls_restrained_S_all       1.212 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C -0.0646(4) 1.0922(4) 0.2379(6) 0.0369(11) Uani 1 1 d . . . 
H1A H -0.1000 1.1592 0.2473 0.055 Uiso 1 1 calc R . . 
H1B H -0.1151 1.0366 0.2576 0.055 Uiso 1 1 calc R . . 
H1C H -0.0377 1.0846 0.1428 0.055 Uiso 1 1 calc R . . 
C2 C 0.0266(3) 1.0862(3) 0.3399(4) 0.0233(8) Uani 1 1 d . . . 
C3 C 0.1114(3) 1.0151(3) 0.3501(4) 0.0236(8) Uani 1 1 d . . . 
C4 C 0.1344(3) 0.9238(3) 0.2563(4) 0.0234(8) Uani 1 1 d . . . 
C5 C 0.1729(4) 1.0492(3) 0.4661(5) 0.0260(9) Uani 1 1 d . . . 
H5 H 0.2357 1.0162 0.4970 0.031 Uiso 1 1 calc R . . 
C6 C -0.0197(5) 1.2500 0.4825(7) 0.0233(12) Uani 1 2 d S . . 
H6A H -0.0358 1.2500 0.5833 0.028 Uiso 1 2 calc SR . . 
H6B H -0.0875 1.2500 0.4311 0.028 Uiso 1 2 calc SR . . 
N1 N 0.1308(3) 1.1338(3) 0.5262(4) 0.0247(7) Uani 1 1 d . . . 
N2 N 0.0409(3) 1.1560(3) 0.4468(4) 0.0221(7) Uani 1 1 d . . . 
O1 O 0.2201(2) 0.8737(2) 0.2794(4) 0.0305(7) Uani 1 1 d . . . 
O2 O 0.0675(3) 0.9033(3) 0.1589(4) 0.0368(8) Uani 1 1 d . . . 
O3 O 0.4104(4) 0.7500 0.3165(5) 0.0321(10) Uani 1 2 d SD . . 
H3X H 0.4459 0.6943 0.3183 0.048 Uiso 1 1 d RD . . 
O4 O 0.1624(4) 0.7500 0.0147(5) 0.0289(9) Uani 1 2 d SD . . 
H4X H 0.1240 0.7002 0.0549 0.043 Uiso 1 1 d RD . . 
O5 O 0.2210(10) 0.2099(13) 0.0894(14) 0.132(9) Uani 0.50 1 d PD . . 
H5Y H 0.1835 0.2019 0.0107 0.197 Uiso 0.50 1 d PRD . . 
H5X H 0.2229 0.1785 0.1861 0.197 Uiso 0.50 1 d PRD . . 
Zn1 Zn 0.28750(5) 0.7500 0.16226(7) 0.0222(2) Uani 1 2 d S . . 
 
 
_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 
C1 C2 1.485(6) . ? 
C1 H1A 0.9600 . ? 
C1 H1B 0.9600 . ? 
C1 H1C 0.9600 . ? 
C2 N2 1.351(5) . ? 
C2 C3 1.388(6) . ? 
C3 C5 1.400(6) . ? 
C3 C4 1.482(5) . ? 
C4 O1 1.257(5) . ? 
C4 O2 1.263(5) . ? 
C5 N1 1.320(5) . ? 
C5 H5 0.9300 . ? 
C6 N2 1.448(5) . ? 
C6 N2 1.448(5) 8_585 ? 
C6 H6A 0.9700 . ? 
C6 H6B 0.9700 . ? 
N1 N2 1.371(5) . ? 
N1 Zn1 2.199(3) 2_575 ? 
O1 Zn1 2.090(3) . ? 
O3 Zn1 2.105(4) . ? 
O3 H3X 0.8317 . ? 
O4 Zn1 2.082(4) . ? 
O4 H4X 0.8762 . ? 
O5 O5 1.02(3) 8_565 ? 
O5 H5Y 0.8808 . ? 
O5 H5X 0.9932 . ? 
Zn1 O1 2.090(3) 8_575 ? 
Zn1 N1 2.199(3) 7_655 ? 
Zn1 N1 2.199(3) 2_574 ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C2 C1 H1A 109.5 . . ? 
C2 C1 H1B 109.5 . . ? 
H1A C1 H1B 109.5 . . ? 
C2 C1 H1C 109.5 . . ? 
H1A C1 H1C 109.5 . . ? 
H1B C1 H1C 109.5 . . ? 
N2 C2 C3 105.9(4) . . ? 
N2 C2 C1 123.2(4) . . ? 
C3 C2 C1 130.9(4) . . ? 
C2 C3 C5 105.4(4) . . ? 
C2 C3 C4 127.6(4) . . ? 
C5 C3 C4 126.9(4) . . ? 
O1 C4 O2 125.2(4) . . ? 
O1 C4 C3 117.0(4) . . ? 
O2 C4 C3 117.8(4) . . ? 
N1 C5 C3 111.7(4) . . ? 
N1 C5 H5 124.2 . . ? 
C3 C5 H5 124.2 . . ? 
N2 C6 N2 110.8(5) . 8_585 ? 
N2 C6 H6A 109.5 . . ? 
N2 C6 H6A 109.5 8_585 . ? 
N2 C6 H6B 109.5 . . ? 
N2 C6 H6B 109.5 8_585 . ? 
H6A C6 H6B 108.1 . . ? 
C5 N1 N2 104.8(3) . . ? 
C5 N1 Zn1 127.7(3) . 2_575 ? 
N2 N1 Zn1 123.7(2) . 2_575 ? 
C2 N2 N1 112.2(3) . . ? 
C2 N2 C6 130.0(4) . . ? 
N1 N2 C6 117.7(4) . . ? 
C4 O1 Zn1 128.7(3) . . ? 
Zn1 O3 H3X 113.4 . . ? 
Zn1 O4 H4X 96.7 . . ? 
O5 O5 H5Y 96.6 8_565 . ? 
O5 O5 H5X 113.6 8_565 . ? 
H5Y O5 H5X 137.5 . . ? 
O4 Zn1 O1 93.11(12) . 8_575 ? 
O4 Zn1 O1 93.11(12) . . ? 
O1 Zn1 O1 97.12(19) 8_575 . ? 
O4 Zn1 O3 178.23(18) . . ? 
O1 Zn1 O3 85.72(12) 8_575 . ? 
O1 Zn1 O3 85.72(12) . . ? 
O4 Zn1 N1 87.41(14) . 7_655 ? 
O1 Zn1 N1 89.39(13) 8_575 7_655 ? 
O1 Zn1 N1 173.44(13) . 7_655 ? 
O3 Zn1 N1 93.91(14) . 7_655 ? 
O4 Zn1 N1 87.41(14) . 2_574 ? 
O1 Zn1 N1 173.44(13) 8_575 2_574 ? 
O1 Zn1 N1 89.39(13) . 2_574 ? 
O3 Zn1 N1 93.91(14) . 2_574 ? 
N1 Zn1 N1 84.10(18) 7_655 2_574 ? 
 
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 
N2 C2 C3 C5 -0.4(5) . . . . ? 
C1 C2 C3 C5 179.5(5) . . . . ? 
N2 C2 C3 C4 -178.9(4) . . . . ? 
C1 C2 C3 C4 1.0(8) . . . . ? 
C2 C3 C4 O1 175.4(4) . . . . ? 
C5 C3 C4 O1 -2.8(6) . . . . ? 
C2 C3 C4 O2 -3.8(6) . . . . ? 
C5 C3 C4 O2 178.0(4) . . . . ? 
C2 C3 C5 N1 0.7(5) . . . . ? 
C4 C3 C5 N1 179.2(4) . . . . ? 
C3 C5 N1 N2 -0.7(5) . . . . ? 
C3 C5 N1 Zn1 -158.9(3) . . . 2_575 ? 
C3 C2 N2 N1 -0.1(5) . . . . ? 
C1 C2 N2 N1 -179.9(4) . . . . ? 
C3 C2 N2 C6 176.3(4) . . . . ? 
C1 C2 N2 C6 -3.6(7) . . . . ? 
C5 N1 N2 C2 0.5(4) . . . . ? 
Zn1 N1 N2 C2 159.7(3) 2_575 . . . ? 
C5 N1 N2 C6 -176.3(4) . . . . ? 
Zn1 N1 N2 C6 -17.1(5) 2_575 . . . ? 
N2 C6 N2 C2 -106.7(5) 8_585 . . . ? 
N2 C6 N2 N1 69.4(6) 8_585 . . . ? 
O2 C4 O1 Zn1 4.8(6) . . . . ? 
C3 C4 O1 Zn1 -174.4(3) . . . . ? 
C4 O1 Zn1 O4 -0.6(4) . . . . ? 
C4 O1 Zn1 O1 -94.1(4) . . . 8_575 ? 
C4 O1 Zn1 O3 -179.2(4) . . . . ? 
C4 O1 Zn1 N1 93.8(12) . . . 7_655 ? 
C4 O1 Zn1 N1 86.8(4) . . . 2_574 ? 
 
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 
C6 H6B O5  0.97 2.44 3.325(13) 152.2 6_566 
C6 H6B O5  0.97 2.44 3.325(13) 152.2 3_465 
O4 H4X O2  0.88 1.78 2.645(4) 169.0 8_575 
O3 H3X O2  0.83 1.96 2.760(5) 160.6 3_565 
 
_diffrn_measured_fraction_theta_max    0.980 
_diffrn_reflns_theta_full              27.65 
_diffrn_measured_fraction_theta_full   0.980 
_refine_diff_density_max    2.060 
_refine_diff_density_min   -1.390 
_refine_diff_density_rms    0.111 

#===END

#==============================================================================
 
data_5
 
#==============================================================================

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C11 H14 Cd N4 O6' 
_chemical_formula_weight          410.66 
 
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' 
 'Cd'  'Cd'  -0.8075   1.2024 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            Orthorhombic 
_symmetry_space_group_name_H-M    'P 21 21 21'
_symmetry_space_group_name_Hall    'P 2ac 2ab'  
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, -y, z+1/2' 
 '-x, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
 
_cell_length_a                    10.0760(17) 
_cell_length_b                    10.2553(18) 
_cell_length_c                    13.237(2) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1367.8(4) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     2688 
_cell_measurement_theta_min       2.51 
_cell_measurement_theta_max       26.00 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.30 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.18 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.994 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              816 
_exptl_absorpt_coefficient_mu     1.634 
_exptl_absorpt_correction_type     MULTI-SCAN  
_exptl_absorpt_correction_T_min   0.6398 
_exptl_absorpt_correction_T_max   0.7574 
_exptl_absorpt_process_details     SADABS 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       296(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   'CCD area detector' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             8131 
_diffrn_reflns_av_R_equivalents   0.0357 
_diffrn_reflns_av_sigmaI/netI     0.0320 
_diffrn_reflns_limit_h_min        -12 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        7 
_diffrn_reflns_limit_l_min        -16 
_diffrn_reflns_limit_l_max        16 
_diffrn_reflns_theta_min          2.51 
_diffrn_reflns_theta_max          26.00 
_reflns_number_total              2688 
_reflns_number_gt                 2613 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker APEX II' 
_computing_cell_refinement        'Bruker APEX II' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0347P)²+0.1805P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment    constr 
_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    -0.02(2) 
_refine_ls_number_reflns          2688 
_refine_ls_number_parameters      201 
_refine_ls_number_restraints      4 
_refine_ls_R_factor_all           0.0269 
_refine_ls_R_factor_gt            0.0211 
_refine_ls_wR_factor_ref          0.0556 
_refine_ls_wR_factor_gt           0.0542 
_refine_ls_goodness_of_fit_ref    1.090 
_refine_ls_restrained_S_all       1.090 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Cd1 Cd 0.457080(18) 0.650518(16) 1.005343(13) 0.02486(7) Uani 1 1 d . . . 
O1 O 0.6661(2) 0.2343(2) 0.62334(16) 0.0374(5) Uani 1 1 d . . . 
O2 O 0.4834(2) 0.3424(2) 0.59139(15) 0.0380(5) Uani 1 1 d . . . 
O3 O 0.6945(2) 0.14031(19) 1.26891(15) 0.0364(5) Uani 1 1 d . . . 
O4 O 0.5731(2) 0.2828(2) 1.35833(14) 0.0307(5) Uani 1 1 d . . . 
O5 O 0.2833(2) 0.5171(2) 1.04835(15) 0.0352(5) Uani 1 1 d D . . 
H5D H 0.2182 0.5157 1.0112 0.053 Uiso 1 1 d RD . . 
H5C H 0.2603 0.5483 1.1027 0.053 Uiso 1 1 d RD . . 
O6 O 0.0900(2) 0.4850(2) 0.90772(18) 0.0456(6) Uani 1 1 d D . . 
H6D H 0.1391 0.4493 0.8668 0.068 Uiso 1 1 d RD . . 
H6C H 0.0848 0.5548 0.8777 0.068 Uiso 1 1 d RD . . 
N1 N 0.5679(2) 0.5374(2) 0.86648(16) 0.0271(5) Uani 1 1 d . . . 
N2 N 0.6805(2) 0.4684(2) 0.88246(16) 0.0231(5) Uani 1 1 d . . . 
N3 N 0.7027(2) 0.4523(2) 1.06186(15) 0.0222(4) Uani 1 1 d . . . 
N4 N 0.5914(2) 0.5117(2) 1.09622(17) 0.0262(5) Uani 1 1 d . . . 
C1 C 0.8182(3) 0.2894(3) 0.8121(2) 0.0350(7) Uani 1 1 d . . . 
H1A H 0.8919 0.3305 0.8453 0.052 Uiso 1 1 calc R . . 
H1B H 0.8432 0.2659 0.7446 0.052 Uiso 1 1 calc R . . 
H1C H 0.7932 0.2124 0.8488 0.052 Uiso 1 1 calc R . . 
C2 C 0.7043(3) 0.3810(2) 0.80867(19) 0.0225(5) Uani 1 1 d . . . 
C3 C 0.6005(3) 0.3947(2) 0.74008(19) 0.0246(5) Uani 1 1 d . . . 
C4 C 0.5822(3) 0.3194(3) 0.6459(2) 0.0264(6) Uani 1 1 d . . . 
C5 C 0.5196(3) 0.4915(3) 0.77973(19) 0.0268(6) Uani 1 1 d . . . 
H5 H 0.4416 0.5206 0.7496 0.032 Uiso 1 1 calc R . . 
C6 C 0.7611(3) 0.5017(3) 0.96981(19) 0.0251(6) Uani 1 1 d . . . 
H6A H 0.8493 0.4652 0.9616 0.030 Uiso 1 1 calc R . . 
H6B H 0.7696 0.5957 0.9744 0.030 Uiso 1 1 calc R . . 
C7 C 0.8589(3) 0.2728(3) 1.0990(2) 0.0377(7) Uani 1 1 d . . . 
H7A H 0.8385 0.2072 1.0497 0.057 Uiso 1 1 calc R . . 
H7B H 0.8885 0.2318 1.1602 0.057 Uiso 1 1 calc R . . 
H7C H 0.9277 0.3286 1.0735 0.057 Uiso 1 1 calc R . . 
C8 C 0.7390(3) 0.3510(3) 1.11991(18) 0.0236(5) Uani 1 1 d . . . 
C9 C 0.6468(3) 0.3442(3) 1.19714(18) 0.0232(5) Uani 1 1 d . . . 
C10 C 0.6398(3) 0.2484(3) 1.2808(2) 0.0257(6) Uani 1 1 d . . . 
C11 C 0.5581(3) 0.4453(3) 1.17876(18) 0.0270(6) Uani 1 1 d . . . 
H11 H 0.4849 0.4641 1.2190 0.032 Uiso 1 1 calc R . . 
 
 
_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 
Cd1 O1 2.276(2) 3_656 ? 
Cd1 O4 2.2777(19) 3_657 ? 
Cd1 O5 2.294(2) . ? 
Cd1 N4 2.303(2) . ? 
Cd1 O2 2.423(2) 3_656 ? 
Cd1 N1 2.444(2) . ? 
Cd1 C4 2.676(3) 3_656 ? 
O1 C4 1.251(4) . ? 
O1 Cd1 2.276(2) 3_646 ? 
O2 C4 1.251(4) . ? 
O2 Cd1 2.423(2) 3_646 ? 
O3 C10 1.248(3) . ? 
O4 C10 1.276(3) . ? 
O4 Cd1 2.2777(19) 3_647 ? 
O5 H5D 0.8202 . ? 
O5 H5C 0.8200 . ? 
O6 H6D 0.8200 . ? 
O6 H6C 0.8204 . ? 
N1 C5 1.333(3) . ? 
N1 N2 1.353(3) . ? 
N2 C2 1.347(3) . ? 
N2 C6 1.454(3) . ? 
N3 C8 1.343(3) . ? 
N3 N4 1.355(3) . ? 
N3 C6 1.445(3) . ? 
N4 C11 1.330(3) . ? 
C1 C2 1.484(4) . ? 
C1 H1A 0.9600 . ? 
C1 H1B 0.9600 . ? 
C1 H1C 0.9600 . ? 
C2 C3 1.392(4) . ? 
C3 C5 1.388(4) . ? 
C3 C4 1.478(3) . ? 
C4 Cd1 2.676(3) 3_646 ? 
C5 H5 0.9300 . ? 
C6 H6A 0.9700 . ? 
C6 H6B 0.9700 . ? 
C7 C8 1.476(4) . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C8 C9 1.383(4) . ? 
C9 C11 1.390(4) . ? 
C9 C10 1.483(3) . ? 
C11 H11 0.9300 . ? 
 
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 
O1 Cd1 O4 107.19(8) 3_656 3_657 ? 
O1 Cd1 O5 89.68(8) 3_656 . ? 
O4 Cd1 O5 93.24(8) 3_657 . ? 
O1 Cd1 N4 160.83(8) 3_656 . ? 
O4 Cd1 N4 91.87(8) 3_657 . ? 
O5 Cd1 N4 87.16(8) . . ? 
O1 Cd1 O2 55.45(8) 3_656 3_656 ? 
O4 Cd1 O2 88.17(7) 3_657 3_656 ? 
O5 Cd1 O2 143.54(8) . 3_656 ? 
N4 Cd1 O2 129.24(8) . 3_656 ? 
O1 Cd1 N1 82.27(8) 3_656 . ? 
O4 Cd1 N1 159.98(8) 3_657 . ? 
O5 Cd1 N1 104.62(8) . . ? 
N4 Cd1 N1 80.26(8) . . ? 
O2 Cd1 N1 82.82(8) 3_656 . ? 
O1 Cd1 C4 27.79(8) 3_656 3_656 ? 
O4 Cd1 C4 100.80(8) 3_657 3_656 ? 
O5 Cd1 C4 117.30(9) . 3_656 ? 
N4 Cd1 C4 151.33(9) . 3_656 ? 
O2 Cd1 C4 27.85(9) 3_656 3_656 ? 
N1 Cd1 C4 79.18(8) . 3_656 ? 
C4 O1 Cd1 94.21(17) . 3_646 ? 
C4 O2 Cd1 87.40(17) . 3_646 ? 
C10 O4 Cd1 122.87(18) . 3_647 ? 
Cd1 O5 H5D 118.2 . . ? 
Cd1 O5 H5C 101.6 . . ? 
H5D O5 H5C 107.9 . . ? 
H6D O6 H6C 96.2 . . ? 
C5 N1 N2 104.9(2) . . ? 
C5 N1 Cd1 130.41(19) . . ? 
N2 N1 Cd1 120.91(16) . . ? 
C2 N2 N1 112.6(2) . . ? 
C2 N2 C6 129.3(2) . . ? 
N1 N2 C6 118.0(2) . . ? 
C8 N3 N4 112.4(2) . . ? 
C8 N3 C6 130.0(2) . . ? 
N4 N3 C6 117.5(2) . . ? 
C11 N4 N3 104.7(2) . . ? 
C11 N4 Cd1 126.7(2) . . ? 
N3 N4 Cd1 126.09(16) . . ? 
C2 C1 H1A 109.5 . . ? 
C2 C1 H1B 109.5 . . ? 
H1A C1 H1B 109.5 . . ? 
C2 C1 H1C 109.5 . . ? 
H1A C1 H1C 109.5 . . ? 
H1B C1 H1C 109.5 . . ? 
N2 C2 C3 105.8(2) . . ? 
N2 C2 C1 122.5(2) . . ? 
C3 C2 C1 131.6(2) . . ? 
C5 C3 C2 105.5(2) . . ? 
C5 C3 C4 128.2(3) . . ? 
C2 C3 C4 126.3(2) . . ? 
O1 C4 O2 122.1(3) . . ? 
O1 C4 C3 118.7(3) . . ? 
O2 C4 C3 119.2(3) . . ? 
O1 C4 Cd1 58.00(14) . 3_646 ? 
O2 C4 Cd1 64.76(15) . 3_646 ? 
C3 C4 Cd1 170.87(19) . 3_646 ? 
N1 C5 C3 111.3(2) . . ? 
N1 C5 H5 124.3 . . ? 
C3 C5 H5 124.3 . . ? 
N3 C6 N2 111.2(2) . . ? 
N3 C6 H6A 109.4 . . ? 
N2 C6 H6A 109.4 . . ? 
N3 C6 H6B 109.4 . . ? 
N2 C6 H6B 109.4 . . ? 
H6A C6 H6B 108.0 . . ? 
C8 C7 H7A 109.5 . . ? 
C8 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C8 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
N3 C8 C9 106.2(2) . . ? 
N3 C8 C7 122.4(2) . . ? 
C9 C8 C7 131.4(3) . . ? 
C8 C9 C11 105.4(2) . . ? 
C8 C9 C10 128.1(2) . . ? 
C11 C9 C10 126.5(2) . . ? 
O3 C10 O4 125.4(2) . . ? 
O3 C10 C9 118.3(2) . . ? 
O4 C10 C9 116.3(2) . . ? 
N4 C11 C9 111.3(2) . . ? 
N4 C11 H11 124.3 . . ? 
C9 C11 H11 124.3 . . ? 
 
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 
O5 H5C O3  0.82 2.00 2.738(3) 150.0 3_657 
O5 H5D O6  0.82 1.91 2.714(3) 167.1 . 
O6 H6C O4  0.82 2.32 2.967(3) 136.5 2_564 
O6 H6D O3  0.82 2.09 2.868(3) 157.5 4_457 
C1 H1B O1  0.96 2.42 2.986(4) 117.2 . 
C6 H6A O6  0.97 2.54 3.419(4) 151.2 1_655 
C6 H6B O4  0.97 2.53 3.139(3) 120.4 2_664 
C11 H11 O3  0.93 2.56 3.311(4) 137.9 3_657 
 
_diffrn_measured_fraction_theta_max    0.999 
_diffrn_reflns_theta_full              26.00 
_diffrn_measured_fraction_theta_full   0.999 
_refine_diff_density_max    0.729 
_refine_diff_density_min   -0.653 
_refine_diff_density_rms    0.076 

#===END

#==============================================================================
 
data_6 
 
#==============================================================================
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C11 H12 Cd N4 O5, C2 H6 O, 2(H2 O)' 
_chemical_formula_sum 
 'C13 H22 Cd N4 O8' 
_chemical_formula_weight          474.75 
 
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' 
 'Cd'  'Cd'  -0.8075   1.2024 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            monoclinic 
_symmetry_space_group_name_H-M    'P 21/c'
_symmetry_space_group_name_Hall   '-P 2ybc'
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
 
_cell_length_a                    12.8322(12) 
_cell_length_b                    10.9479(10) 
_cell_length_c                    12.9910(12) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  98.115(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      1806.8(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     3529 
_cell_measurement_theta_min       1.60 
_cell_measurement_theta_max       26.00 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.30 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.15 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.745 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              960 
_exptl_absorpt_coefficient_mu     1.258 
_exptl_absorpt_correction_type    MULTI-SCAN  
_exptl_absorpt_correction_T_min   0.7041 
_exptl_absorpt_correction_T_max   0.8338 
_exptl_absorpt_process_details    SADABS 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       296(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   'CCD area detector' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             10581 
_diffrn_reflns_av_R_equivalents   0.0172 
_diffrn_reflns_av_sigmaI/netI     0.0191 
_diffrn_reflns_limit_h_min        -15 
_diffrn_reflns_limit_h_max        14 
_diffrn_reflns_limit_k_min        -13 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -16 
_diffrn_reflns_limit_l_max        14 
_diffrn_reflns_theta_min          1.60 
_diffrn_reflns_theta_max          26.00 
_reflns_number_total              3529 
_reflns_number_gt                 3281 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker APEX II' 
_computing_cell_refinement        'Bruker APEX II' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL'  
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0271P)²+1.1725P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          3529 
_refine_ls_number_parameters      238 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0223 
_refine_ls_R_factor_gt            0.0201 
_refine_ls_wR_factor_ref          0.0540 
_refine_ls_wR_factor_gt           0.0528 
_refine_ls_goodness_of_fit_ref    1.040 
_refine_ls_restrained_S_all       1.040 
_refine_ls_shift/su_max           0.009 
_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 
Cd1 Cd 0.248831(10) 0.699166(12) 0.803213(11) 0.02498(6) Uani 1 1 d . . . 
O1 O 0.62163(11) 0.32463(14) 0.60906(12) 0.0339(3) Uani 1 1 d . . . 
O2 O 0.63889(11) 0.33886(14) 0.77945(11) 0.0324(3) Uani 1 1 d . . . 
O3 O -0.12671(13) 0.35861(16) 0.74609(15) 0.0472(4) Uani 1 1 d . . . 
O4 O -0.10340(13) 0.26122(16) 0.60432(13) 0.0462(4) Uani 1 1 d . . . 
O5 O 0.26770(14) 0.55740(15) 0.93496(13) 0.0473(4) Uani 1 1 d . . . 
H5X H 0.2201 0.5551 0.9710 0.057 Uiso 1 1 d R . . 
H5Y H 0.2713 0.4850 0.9191 0.057 Uiso 1 1 d R . . 
O6 O 0.50989(13) 0.24366(17) 0.91987(13) 0.0468(4) Uani 1 1 d . . . 
H6X H 0.5520 0.2771 0.8820 0.056 Uiso 1 1 d R . . 
H6Y H 0.5439 0.2207 0.9761 0.056 Uiso 1 1 d R . . 
O7 O 0.8954(2) 0.4521(3) 0.9482(2) 0.1063(10) Uani 1 1 d . . . 
H7X H 0.9057 0.4475 0.8874 0.159 Uiso 1 1 d R . . 
H7Y H 0.9275 0.3960 0.9802 0.159 Uiso 1 1 d R . . 
O8 O 0.30596(16) 0.31071(17) 0.90165(17) 0.0575(5) Uani 1 1 d . . . 
H8X H 0.3750 0.2949 0.9130 0.069 Uiso 1 1 d R . . 
N1 N 0.36582(12) 0.56285(14) 0.72321(12) 0.0250(3) Uani 1 1 d . . . 
N2 N 0.33934(12) 0.51573(14) 0.62609(12) 0.0249(3) Uani 1 1 d . . . 
N3 N 0.15120(12) 0.51211(15) 0.61322(13) 0.0270(3) Uani 1 1 d . . . 
N4 N 0.12712(13) 0.57839(16) 0.69574(14) 0.0310(4) Uani 1 1 d . . . 
C1 C 0.51564(18) 0.5520(2) 0.86268(17) 0.0388(5) Uani 1 1 d . . . 
H1A H 0.4650 0.5741 0.9072 0.058 Uiso 1 1 calc R . . 
H1B H 0.5608 0.6204 0.8552 0.058 Uiso 1 1 calc R . . 
H1C H 0.5571 0.4845 0.8926 0.058 Uiso 1 1 calc R . . 
C2 C 0.45969(14) 0.51620(17) 0.75856(15) 0.0249(4) Uani 1 1 d . . . 
C3 C 0.49390(14) 0.43901(17) 0.68265(15) 0.0248(4) Uani 1 1 d . . . 
C4 C 0.59060(14) 0.36394(17) 0.69136(15) 0.0251(4) Uani 1 1 d . . . 
C5 C 0.41490(15) 0.44268(17) 0.59929(15) 0.0266(4) Uani 1 1 d . . . 
H5 H 0.4141 0.4022 0.5363 0.032 Uiso 1 1 calc R . . 
C6 C 0.24074(14) 0.55161(19) 0.56479(16) 0.0292(4) Uani 1 1 d . . . 
H6A H 0.2362 0.5160 0.4959 0.035 Uiso 1 1 calc R . . 
H6B H 0.2389 0.6398 0.5572 0.035 Uiso 1 1 calc R . . 
C7 C 0.0973(2) 0.3251(2) 0.5085(2) 0.0431(5) Uani 1 1 d . . . 
H7A H 0.1705 0.3058 0.5100 0.065 Uiso 1 1 calc R . . 
H7B H 0.0701 0.3588 0.4418 0.065 Uiso 1 1 calc R . . 
H7C H 0.0591 0.2523 0.5202 0.065 Uiso 1 1 calc R . . 
C8 C 0.08534(15) 0.41594(18) 0.59120(15) 0.0276(4) Uani 1 1 d . . . 
C9 C 0.01427(15) 0.42179(18) 0.66188(16) 0.0283(4) Uani 1 1 d . . . 
C10 C -0.07706(15) 0.34138(19) 0.67082(17) 0.0315(4) Uani 1 1 d . . . 
C11 C 0.04500(15) 0.52306(19) 0.72493(17) 0.0315(4) Uani 1 1 d . . . 
H11 H 0.0116 0.5480 0.7804 0.038 Uiso 1 1 calc R . . 
C12 C 0.2611(3) 0.2774(3) 0.8006(3) 0.0780(11) Uani 1 1 d . . . 
H12A H 0.3014 0.3157 0.7516 0.094 Uiso 1 1 calc R . . 
H12B H 0.1903 0.3105 0.7877 0.094 Uiso 1 1 calc R . . 
C13 C 0.2555(3) 0.1474(4) 0.7790(3) 0.0857(11) Uani 1 1 d . . . 
H13A H 0.2150 0.1081 0.8262 0.129 Uiso 1 1 calc R . . 
H13B H 0.3253 0.1139 0.7876 0.129 Uiso 1 1 calc R . . 
H13C H 0.2225 0.1343 0.7088 0.129 Uiso 1 1 calc R . . 
 
 
_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 
Cd1 O5 2.2977(16) . ? 
Cd1 O1 2.3267(15) 2_656 ? 
Cd1 N4 2.3497(17) . ? 
Cd1 O3 2.3727(16) 2_556 ? 
Cd1 N1 2.4498(15) . ? 
Cd1 O2 2.4505(14) 2_656 ? 
Cd1 O4 2.4536(16) 2_556 ? 
Cd1 C4 2.7319(19) 2_656 ? 
Cd1 C10 2.758(2) 2_556 ? 
O1 C4 1.268(2) . ? 
O1 Cd1 2.3267(15) 2_646 ? 
O2 C4 1.253(2) . ? 
O2 Cd1 2.4505(14) 2_646 ? 
O3 C10 1.254(3) . ? 
O3 Cd1 2.3727(16) 2_546 ? 
O4 C10 1.244(3) . ? 
O4 Cd1 2.4536(16) 2_546 ? 
O5 H5X 0.8203 . ? 
O5 H5Y 0.8223 . ? 
O6 H6X 0.8619 . ? 
O6 H6Y 0.8351 . ? 
O7 H7X 0.8200 . ? 
O7 H7Y 0.8200 . ? 
O8 C12 1.406(4) . ? 
O8 H8X 0.8942 . ? 
N1 C2 1.329(2) . ? 
N1 N2 1.361(2) . ? 
N2 C5 1.340(2) . ? 
N2 C6 1.451(2) . ? 
N3 C8 1.355(2) . ? 
N3 N4 1.366(2) . ? 
N3 C6 1.452(2) . ? 
N4 C11 1.317(3) . ? 
C1 C2 1.491(3) . ? 
C1 H1A 0.9600 . ? 
C1 H1B 0.9600 . ? 
C1 H1C 0.9600 . ? 
C2 C3 1.415(3) . ? 
C3 C5 1.376(3) . ? 
C3 C4 1.479(3) . ? 
C4 Cd1 2.7319(18) 2_646 ? 
C5 H5 0.9300 . ? 
C6 H6A 0.9700 . ? 
C6 H6B 0.9700 . ? 
C7 C8 1.488(3) . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C8 C9 1.384(3) . ? 
C9 C11 1.402(3) . ? 
C9 C10 1.483(3) . ? 
C10 Cd1 2.758(2) 2_546 ? 
C11 H11 0.9300 . ? 
C12 C13 1.450(5) . ? 
C12 H12A 0.9700 . ? 
C12 H12B 0.9700 . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O5 Cd1 O1 92.35(6) . 2_656 ? 
O5 Cd1 N4 93.09(7) . . ? 
O1 Cd1 N4 172.84(6) 2_656 . ? 
O5 Cd1 O3 133.96(6) . 2_556 ? 
O1 Cd1 O3 95.56(6) 2_656 2_556 ? 
N4 Cd1 O3 83.99(6) . 2_556 ? 
O5 Cd1 N1 84.15(6) . . ? 
O1 Cd1 N1 97.43(5) 2_656 . ? 
N4 Cd1 N1 78.51(6) . . ? 
O3 Cd1 N1 138.99(6) 2_556 . ? 
O5 Cd1 O2 137.84(6) . 2_656 ? 
O1 Cd1 O2 54.73(5) 2_656 2_656 ? 
N4 Cd1 O2 118.25(6) . 2_656 ? 
O3 Cd1 O2 80.17(5) 2_556 2_656 ? 
N1 Cd1 O2 76.16(5) . 2_656 ? 
O5 Cd1 O4 80.20(6) . 2_556 ? 
O1 Cd1 O4 97.87(6) 2_656 2_556 ? 
N4 Cd1 O4 87.65(6) . 2_556 ? 
O3 Cd1 O4 53.80(6) 2_556 2_556 ? 
N1 Cd1 O4 158.49(6) . 2_556 ? 
O2 Cd1 O4 125.21(5) 2_656 2_556 ? 
O5 Cd1 C4 115.28(6) . 2_656 ? 
O1 Cd1 C4 27.56(6) 2_656 2_656 ? 
N4 Cd1 C4 145.34(6) . 2_656 ? 
O3 Cd1 C4 89.32(6) 2_556 2_656 ? 
N1 Cd1 C4 84.73(5) . 2_656 ? 
O2 Cd1 C4 27.28(5) 2_656 2_656 ? 
O4 Cd1 C4 115.31(6) 2_556 2_656 ? 
O5 Cd1 C10 106.99(6) . 2_556 ? 
O1 Cd1 C10 97.75(6) 2_656 2_556 ? 
N4 Cd1 C10 85.11(6) . 2_556 ? 
O3 Cd1 C10 26.99(6) 2_556 2_556 ? 
N1 Cd1 C10 160.73(6) . 2_556 ? 
O2 Cd1 C10 103.34(6) 2_656 2_556 ? 
O4 Cd1 C10 26.82(6) 2_556 2_556 ? 
C4 Cd1 C10 103.71(6) 2_656 2_556 ? 
C4 O1 Cd1 94.31(12) . 2_646 ? 
C4 O2 Cd1 88.97(11) . 2_646 ? 
C10 O3 Cd1 93.89(13) . 2_546 ? 
C10 O4 Cd1 90.36(13) . 2_546 ? 
Cd1 O5 H5X 115.9 . . ? 
Cd1 O5 H5Y 118.0 . . ? 
H5X O5 H5Y 100.7 . . ? 
H6X O6 H6Y 109.6 . . ? 
H7X O7 H7Y 107.7 . . ? 
C12 O8 H8X 111.7 . . ? 
C2 N1 N2 105.67(15) . . ? 
C2 N1 Cd1 131.86(13) . . ? 
N2 N1 Cd1 122.44(11) . . ? 
C5 N2 N1 111.83(15) . . ? 
C5 N2 C6 128.74(17) . . ? 
N1 N2 C6 119.37(15) . . ? 
C8 N3 N4 112.03(15) . . ? 
C8 N3 C6 130.41(17) . . ? 
N4 N3 C6 117.56(16) . . ? 
C11 N4 N3 105.10(16) . . ? 
C11 N4 Cd1 125.42(14) . . ? 
N3 N4 Cd1 124.08(12) . . ? 
C2 C1 H1A 109.5 . . ? 
C2 C1 H1B 109.5 . . ? 
H1A C1 H1B 109.5 . . ? 
C2 C1 H1C 109.5 . . ? 
H1A C1 H1C 109.5 . . ? 
H1B C1 H1C 109.5 . . ? 
N1 C2 C3 110.12(17) . . ? 
N1 C2 C1 120.60(17) . . ? 
C3 C2 C1 129.21(17) . . ? 
C5 C3 C2 105.34(16) . . ? 
C5 C3 C4 126.40(17) . . ? 
C2 C3 C4 128.17(18) . . ? 
O2 C4 O1 121.50(17) . . ? 
O2 C4 C3 119.54(17) . . ? 
O1 C4 C3 118.95(18) . . ? 
O2 C4 Cd1 63.75(10) . 2_646 ? 
O1 C4 Cd1 58.13(10) . 2_646 ? 
C3 C4 Cd1 171.99(13) . 2_646 ? 
N2 C5 C3 107.03(17) . . ? 
N2 C5 H5 126.5 . . ? 
C3 C5 H5 126.5 . . ? 
N2 C6 N3 111.33(16) . . ? 
N2 C6 H6A 109.4 . . ? 
N3 C6 H6A 109.4 . . ? 
N2 C6 H6B 109.4 . . ? 
N3 C6 H6B 109.4 . . ? 
H6A C6 H6B 108.0 . . ? 
C8 C7 H7A 109.5 . . ? 
C8 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C8 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
N3 C8 C9 105.89(17) . . ? 
N3 C8 C7 123.15(18) . . ? 
C9 C8 C7 130.92(19) . . ? 
C8 C9 C11 105.48(17) . . ? 
C8 C9 C10 128.79(19) . . ? 
C11 C9 C10 125.73(19) . . ? 
O4 C10 O3 121.95(19) . . ? 
O4 C10 C9 120.29(19) . . ? 
O3 C10 C9 117.8(2) . . ? 
O4 C10 Cd1 62.83(11) . 2_546 ? 
O3 C10 Cd1 59.13(11) . 2_546 ? 
C9 C10 Cd1 176.87(16) . 2_546 ? 
N4 C11 C9 111.48(18) . . ? 
N4 C11 H11 124.3 . . ? 
C9 C11 H11 124.3 . . ? 
O8 C12 C13 116.0(3) . . ? 
O8 C12 H12A 108.3 . . ? 
C13 C12 H12A 108.3 . . ? 
O8 C12 H12B 108.3 . . ? 
C13 C12 H12B 108.3 . . ? 
H12A C12 H12B 107.4 . . ? 
C12 C13 H13A 109.5 . . ? 
C12 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
C12 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
 
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 
O5 H5X O7  0.82 1.94 2.755(3) 178.0 3_667 
O5 H5Y O8  0.82 1.98 2.790(3) 168.5 . 
O6 H6X O2  0.86 1.97 2.830(2) 171.9 . 
O6 H6Y O1  0.84 1.93 2.768(2) 177.3 4_566 
O7 H7X O3  0.82 2.07 2.795(3) 147.5 1_655 
O7 H7Y O4  0.82 2.43 3.092(4) 138.5 4_666 
O8 H8X O6  0.89 1.81 2.696(3) 170.6 . 
C1 H1C O2  0.96 2.50 3.098(3) 120.5 . 
C7 H7C O4  0.96 2.49 3.095(3) 121.0 . 
 
_diffrn_measured_fraction_theta_max    0.995 
_diffrn_reflns_theta_full              26.00 
_diffrn_measured_fraction_theta_full   0.995 
_refine_diff_density_max    0.392 
_refine_diff_density_min   -0.335 
_refine_diff_density_rms    0.057 

#===END