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#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/97/1519791.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1519791
loop_
_publ_author_name
'McDonald, E.'
'Horton, Peter N.'
'Hursthouse, Michael B.'
_publ_section_title
;
 3-Amino-2-methyl-2,7-dihydro-pyrazolo[4,3-c]pyridine-4,6-dione hydrate
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              353
_journal_year                    2007
_chemical_formula_sum            'C7 H10 N4 O3'
_chemical_formula_weight         198.19
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 98.957(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5795(3)
_cell_length_b                   8.5965(2)
_cell_length_c                   11.4708(3)
_cell_measurement_reflns_used    4938
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     835.70(4)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10301
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.9814
_exptl_absorpt_correction_T_min  0.9561
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            'Light Yellow'
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.044(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         1904
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0349
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0436P)²+0.3583P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0879
_refine_ls_wR_factor_ref         0.0937
_reflns_number_gt                1641
_reflns_number_total             1904
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-353.cif
_cod_data_source_block           2007src0078y
_cod_depositor_comments
;
Citation :
McDonald, E and Horton, Peter N. and Hursthouse, Michael B. (2007) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/353)

More at:
http://ecrystals.chem.soton.ac.uk/353/
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1519791
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'
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_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'
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
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_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
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_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
