 
data_shelxl
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_exptl_crystal_density_method           'not measured'
_chemical_formula_moiety                'C6 H18 N2, 2(N O3)'
_chemical_formula_sum                   'C6 H18 N4 O6'

_chemical_formula_weight          242.24
 
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                  triclinic
_symmetry_space_group_name_H-M          'P -1'
_symmetry_space_group_name_Hall         '-P 1'
_symmetry_Int_Tables_number             2

 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    6.040(2)
_cell_length_b                    6.834(3)
_cell_length_c                    7.867(2)
_cell_angle_alpha                 74.1120(10)
_cell_angle_beta                  83.700(2)
_cell_angle_gamma                 80.314(2)
_cell_volume                      307.12(19)
_cell_formula_units_Z             1
_cell_measurement_temperature     298(2)
_cell_measurement_reflns_used     25
_cell_measurement_theta_min       10
_cell_measurement_theta_max       15
 
_exptl_crystal_description        prism
_exptl_crystal_colour             colorless
_exptl_crystal_size_max           0.03
_exptl_crystal_size_mid           0.02
_exptl_crystal_size_min           0.01
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.310
_exptl_crystal_F_000              130
_exptl_absorpt_coefficient_mu     0.115
_exptl_absorpt_correction_type    psi-scan
_exptl_absorpt_correction_T_min   0.9966
_exptl_absorpt_correction_T_max   0.9988
_exptl_absorpt_process_details
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351
Number of psi-scan sets used was   4
Theta correction was applied.
Averaged transmission function was used.
No Fourier smoothing was applied.
;

 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       298(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  'Enraf Nonius CAD4'
_diffrn_measurement_method       'non-profiled omega/2theta scans'

_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          2
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
   -5   -1    3
   -1   -1   16

_diffrn_standards_interval_count  120
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         0
_diffrn_reflns_number             2383
_diffrn_reflns_av_R_equivalents   0.0169
_diffrn_reflns_av_sigmaI/netI     0.0223
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        5
_diffrn_reflns_limit_k_min        -8
_diffrn_reflns_limit_k_max        8
_diffrn_reflns_limit_l_min        -10
_diffrn_reflns_limit_l_max        10
_diffrn_reflns_theta_min          2.70
_diffrn_reflns_theta_max          26.96
_reflns_number_total              1342
_reflns_number_gt                 1035
_reflns_threshold_expression      I>2sigma(I)
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_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)+(0.0509P)²+0.0899P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.18(2)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          1342
_refine_ls_number_parameters      80
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0586
_refine_ls_R_factor_gt            0.0429
_refine_ls_wR_factor_ref          0.1262
_refine_ls_wR_factor_gt           0.1160
_refine_ls_goodness_of_fit_ref    1.051
_refine_ls_restrained_S_all       1.051
_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
N1 N 0.5332(2) -0.2342(2) 0.2398(2) 0.0529(4) Uani 1 1 d . . .
O1 O 0.5148(2) -0.1256(3) 0.3463(2) 0.0759(5) Uani 1 1 d . . .
O2 O 0.3783(3) -0.2062(3) 0.1425(3) 0.0949(6) Uani 1 1 d . . .
O3 O 0.7012(3) -0.3608(3) 0.2351(3) 0.1038(7) Uani 1 1 d . . .
N2 N 0.1241(2) 0.1627(2) 0.28549(17) 0.0428(4) Uani 1 1 d . . .
H2N H 0.232(3) 0.065(3) 0.276(3) 0.062(6) Uiso 1 1 d . . .
C1 C 0.0218(3) 0.1111(2) 0.4715(2) 0.0449(4) Uani 1 1 d . . .
H1A H -0.1216 0.2036 0.4796 0.054 Uiso 1 1 calc R . .
H1B H 0.1248 0.1328 0.5521 0.054 Uiso 1 1 calc R . .
C2 C 0.2288(3) 0.3554(3) 0.2466(3) 0.0622(5) Uani 1 1 d . . .
H2A H 0.1120 0.4712 0.2555 0.093 Uiso 1 1 calc R . .
H2B H 0.3018 0.3822 0.1266 0.093 Uiso 1 1 calc R . .
H2C H 0.3412 0.3389 0.3322 0.093 Uiso 1 1 calc R . .
C3 C -0.0401(3) 0.1798(3) 0.1525(2) 0.0614(5) Uani 1 1 d . . .
H3A H -0.0977 0.0487 0.1744 0.092 Uiso 1 1 calc R . .
H3B H 0.0347 0.2132 0.0332 0.092 Uiso 1 1 calc R . .
H3C H -0.1653 0.2887 0.1621 0.092 Uiso 1 1 calc R . .
 
loop_
 _atom_site_aniso_label
 _atom_site_aniso_U_11
 _atom_site_aniso_U_22
 _atom_site_aniso_U_33
 _atom_site_aniso_U_23
 _atom_site_aniso_U_13
 _atom_site_aniso_U_12
N1 0.0440(8) 0.0510(8) 0.0618(9) -0.0154(7) 0.0012(6) -0.0034(6)
O1 0.0577(8) 0.0922(11) 0.0863(10) -0.0476(9) -0.0177(7) 0.0142(7)
O2 0.0990(13) 0.0880(12) 0.1108(14) -0.0334(10) -0.0506(11) -0.0094(9)
O3 0.0796(11) 0.0963(13) 0.1255(15) -0.0462(11) 0.0056(10) 0.0356(10)
N2 0.0356(7) 0.0404(7) 0.0455(7) -0.0039(5) -0.0017(5) 0.0008(5)
C1 0.0468(9) 0.0472(9) 0.0403(8) -0.0079(6) -0.0049(6) -0.0105(7)
C2 0.0564(11) 0.0574(11) 0.0657(11) 0.0049(9) -0.0098(9) -0.0201(8)
C3 0.0735(13) 0.0658(12) 0.0448(9) -0.0071(8) -0.0144(8) -0.0153(10)
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
N1 O3 1.222(2) . ?
N1 O2 1.231(2) . ?
N1 O1 1.248(2) . ?
N2 C3 1.488(2) . ?
N2 C1 1.496(2) . ?
N2 C2 1.499(2) . ?
N2 H2N 0.86(2) . ?
C1 C1 1.521(3) 2_556 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
O3 N1 O2 123.02(18) . . ?
O3 N1 O1 119.69(17) . . ?
O2 N1 O1 117.28(15) . . ?
C3 N2 C1 112.56(13) . . ?
C3 N2 C2 110.66(13) . . ?
C1 N2 C2 110.83(14) . . ?
C3 N2 H2N 108.3(13) . . ?
C1 N2 H2N 107.7(13) . . ?
C2 N2 H2N 106.4(13) . . ?
N2 C1 C1 110.67(16) . 2_556 ?
N2 C1 H1A 109.5 . . ?
C1 C1 H1A 109.5 2_556 . ?
N2 C1 H1B 109.5 . . ?
C1 C1 H1B 109.5 2_556 . ?
H1A C1 H1B 108.1 . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
 
_diffrn_measured_fraction_theta_max    1.000
_diffrn_reflns_theta_full              26.96
_diffrn_measured_fraction_theta_full   1.000
_refine_diff_density_max    0.211
_refine_diff_density_min   -0.119
_refine_diff_density_rms    0.033
