data_2007src0078y
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 Dr. E. McDonald
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C7 H10 N4 O3'
_chemical_formula_weight          198.19
 
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    P2(1)/n
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
 
_cell_length_a                    8.5795(3)
_cell_length_b                    8.5965(2)
_cell_length_c                    11.4708(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  98.957(2)
_cell_angle_gamma                 90.00
_cell_volume                      835.70(4)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     4938
_cell_measurement_theta_min       2.910
_cell_measurement_theta_max       27.485
 
_exptl_crystal_description        Block
_exptl_crystal_colour             'Light Yellow'
_exptl_crystal_size_max           0.36
_exptl_crystal_size_mid           0.22
_exptl_crystal_size_min           0.15
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.575
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              416
_exptl_absorpt_coefficient_mu     0.126
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9561
_exptl_absorpt_correction_T_max   0.9814
_exptl_absorpt_process_details       'SADABS V2.10 (Sheldrick, G.M., 2003)'

_exptl_special_details
;
SADABS was used to perform the Absorption correction
Parameter refinement on 8140 reflections reduced R(int) from 0.0566 to 0.0347
Ratio of minimum to maximum apparent transmission: 0.812636
The given Tmin and Tmax were generated using the SHELX SIZE command
;


_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    'graphite'
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             10301
_diffrn_reflns_av_R_equivalents   0.0366
_diffrn_reflns_av_sigmaI/netI     0.0314
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        9
_diffrn_reflns_limit_l_min        -14
_diffrn_reflns_limit_l_max        13
_diffrn_reflns_theta_min          2.97
_diffrn_reflns_theta_max          27.48
_reflns_number_total              1904
_reflns_number_gt                 1641
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997a)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997b)' 
_computing_molecular_graphics     'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material   'WinGX (Farrugia, 1999)'
 
_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)+(0.0436P)²+0.3583P] 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        0.044(8)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          1904
_refine_ls_number_parameters      149
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0423
_refine_ls_R_factor_gt            0.0349
_refine_ls_wR_factor_ref          0.0937
_refine_ls_wR_factor_gt           0.0879
_refine_ls_goodness_of_fit_ref    1.048
_refine_ls_restrained_S_all       1.048
_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 0.82390(14) 0.29717(14) 0.93439(10) 0.0126(3) Uani 1 1 d . . .
C2 C 0.97951(14) 0.37132(14) 0.77735(10) 0.0137(3) Uani 1 1 d . . .
C3 C 0.93042(14) 0.54044(14) 0.78119(10) 0.0148(3) Uani 1 1 d . . .
H3A H 1.0261 0.6065 0.7910 0.018 Uiso 1 1 calc R . .
H3B H 0.8656 0.5680 0.7049 0.018 Uiso 1 1 calc R . .
C4 C 0.83876(14) 0.57549(14) 0.87837(10) 0.0126(3) Uani 1 1 d . . .
C5 C 0.78868(14) 0.45705(14) 0.94830(10) 0.0124(3) Uani 1 1 d . . .
C6 C 0.70879(13) 0.53462(14) 1.02971(10) 0.0124(3) Uani 1 1 d . . .
C7 C 0.64939(16) 0.81560(14) 1.06231(11) 0.0175(3) Uani 1 1 d . . .
H7A H 0.5347 0.8031 1.0540 0.026 Uiso 1 1 calc R . .
H7B H 0.6741 0.9139 1.0260 0.026 Uiso 1 1 calc R . .
H7C H 0.6944 0.8164 1.1462 0.026 Uiso 1 1 calc R . .
N1 N 0.92025(12) 0.26537(12) 0.84977(9) 0.0142(3) Uani 1 1 d . . .
N2 N 0.79686(12) 0.71506(12) 0.90956(9) 0.0136(3) Uani 1 1 d . . .
N3 N 0.71618(12) 0.68712(12) 1.00405(9) 0.0132(3) Uani 1 1 d . . .
N4 N 0.64030(13) 0.47671(14) 1.11797(9) 0.0169(3) Uani 1 1 d . . .
O1 O 0.77682(11) 0.18852(10) 0.99097(8) 0.0177(2) Uani 1 1 d . . .
O2 O 1.06878(11) 0.32958(11) 0.71030(8) 0.0191(2) Uani 1 1 d . . .
H1 H 0.949(2) 0.161(2) 0.8419(15) 0.033(5) Uiso 1 1 d . . .
H4A H 0.6336(19) 0.374(2) 1.1275(14) 0.026(4) Uiso 1 1 d . . .
H4B H 0.594(2) 0.536(2) 1.1704(17) 0.041(5) Uiso 1 1 d . . .
O11 O 1.00006(12) -0.05938(10) 0.82945(8) 0.0195(2) Uani 1 1 d . . .
H11A H 1.085(3) -0.084(2) 0.8839(18) 0.047(6) Uiso 1 1 d . . .
H11B H 0.919(3) -0.112(3) 0.8537(19) 0.054(6) Uiso 1 1 d . . .
 
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
C1 0.0110(6) 0.0151(6) 0.0113(5) -0.0003(4) 0.0010(4) -0.0010(4)
C2 0.0140(6) 0.0151(6) 0.0122(6) -0.0006(4) 0.0024(4) 0.0002(5)
C3 0.0185(6) 0.0127(6) 0.0143(6) 0.0018(4) 0.0060(5) 0.0016(5)
C4 0.0120(6) 0.0133(6) 0.0127(5) 0.0004(4) 0.0027(4) -0.0005(4)
C5 0.0128(6) 0.0133(6) 0.0117(5) -0.0004(4) 0.0033(4) -0.0004(4)
C6 0.0116(6) 0.0143(6) 0.0114(5) -0.0002(4) 0.0021(4) -0.0005(4)
C7 0.0205(7) 0.0145(6) 0.0188(6) -0.0031(5) 0.0071(5) 0.0018(5)
N1 0.0170(5) 0.0112(5) 0.0152(5) -0.0008(4) 0.0051(4) 0.0010(4)
N2 0.0150(5) 0.0143(5) 0.0130(5) 0.0016(4) 0.0066(4) 0.0000(4)
N3 0.0148(5) 0.0131(5) 0.0133(5) -0.0001(4) 0.0067(4) 0.0001(4)
N4 0.0212(6) 0.0157(6) 0.0160(5) 0.0001(4) 0.0100(4) -0.0014(4)
O1 0.0207(5) 0.0134(5) 0.0199(5) 0.0036(3) 0.0061(4) -0.0021(3)
O2 0.0215(5) 0.0181(5) 0.0199(5) -0.0025(4) 0.0102(4) 0.0020(4)
O11 0.0228(5) 0.0151(5) 0.0215(5) 0.0037(4) 0.0067(4) -0.0008(4)
 
_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 O1 1.2403(15) . ?
C1 N1 1.3965(15) . ?
C1 C5 1.4216(17) . ?
C2 O2 1.2208(14) . ?
C2 N1 1.3819(15) . ?
C2 C3 1.5161(17) . ?
C3 C4 1.4916(15) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N2 1.3179(16) . ?
C4 C5 1.4043(16) . ?
C5 C6 1.4092(16) . ?
C6 N4 1.3429(15) . ?
C6 N3 1.3473(16) . ?
C7 N3 1.4540(16) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
N1 H1 0.940(19) . ?
N2 N3 1.3948(13) . ?
N4 H4A 0.889(18) . ?
N4 H4B 0.93(2) . ?
O11 H11A 0.91(2) . ?
O11 H11B 0.91(2) . ?
 
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 C1 N1 119.51(11) . . ?
O1 C1 C5 125.25(11) . . ?
N1 C1 C5 115.24(10) . . ?
O2 C2 N1 120.71(11) . . ?
O2 C2 C3 120.29(11) . . ?
N1 C2 C3 118.99(10) . . ?
C4 C3 C2 113.36(10) . . ?
C4 C3 H3A 108.9 . . ?
C2 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
C2 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
N2 C4 C5 112.60(10) . . ?
N2 C4 C3 125.78(10) . . ?
C5 C4 C3 121.62(11) . . ?
C4 C5 C6 105.02(11) . . ?
C4 C5 C1 123.20(11) . . ?
C6 C5 C1 131.73(11) . . ?
N4 C6 N3 124.50(11) . . ?
N4 C6 C5 129.74(12) . . ?
N3 C6 C5 105.74(10) . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 N1 C1 127.00(10) . . ?
C2 N1 H1 116.6(11) . . ?
C1 N1 H1 116.4(11) . . ?
C4 N2 N3 104.09(9) . . ?
C6 N3 N2 112.54(10) . . ?
C6 N3 C7 127.12(10) . . ?
N2 N3 C7 120.34(10) . . ?
C6 N4 H4A 120.2(11) . . ?
C6 N4 H4B 124.7(12) . . ?
H4A N4 H4B 115.0(17) . . ?
H11A O11 H11B 104.1(18) . . ?
 
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
N1 H1 O11  0.940(19) 1.95(2) 2.8925(14) 177.3(16) .
N4 H4A O2  0.889(18) 2.110(18) 2.9383(15) 154.7(15) 4_566
N4 H4B O11  0.93(2) 2.11(2) 2.9574(14) 150.9(17) 4_566
O11 H11A O1  0.91(2) 1.93(2) 2.8128(14) 162.2(18) 3_757
O11 H11B N2  0.91(2) 1.98(2) 2.8534(14) 160(2) 1_545
 
_diffrn_measured_fraction_theta_max    0.998
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.998
_refine_diff_density_max    0.317
_refine_diff_density_min   -0.218
_refine_diff_density_rms    0.049
