#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/50/2215077.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2215077
loop_
_publ_author_name
'Kao-Zhen Li'
'Qing-Peng He'
'Rong-Shan Li'
'Da-Qi Wang'
'Ze-Hua Lu'
_publ_section_title
;
 4-Amino-3,5-bis(1-hydroxyethyl)-4H-1,2,4-triazole
;
_journal_coeditor_code           CV2290
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3908
_journal_page_last               o3908
_journal_paper_doi               10.1107/S160053680704158X
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C4 H8 N4 O2'
_chemical_formula_moiety         'C4 H8 N4 O2'
_chemical_formula_sum            'C4 H8 N4 O2'
_chemical_formula_weight         144.14
_chemical_name_systematic
;
4-Amino-3,5-bis(1-hydroxyethyl)-4H-1,2,4-triazole
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.7936(17)
_cell_length_b                   8.8609(18)
_cell_length_c                   16.058(2)
_cell_measurement_reflns_used    2134
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.603
_cell_measurement_theta_min      2.537
_cell_volume                     1251.2(4)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4961
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  0.9520
_exptl_absorpt_correction_T_min  0.9359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.195
_refine_ls_extinction_coef       0.061(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997a)'
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1107
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0389
_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)+(0.045P)²+0.8519P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0897
_refine_ls_wR_factor_ref         0.1060
_reflns_number_gt                853
_reflns_number_total             1107
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv2290.cif
_cod_data_source_block           I
_cod_original_cell_volume        1251.3(4)
_cod_database_code               2215077
_cod_database_fobs_code          2215077
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'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
N N1 -0.06178(18) 0.76742(18) 0.23561(10) 0.0344(4) Uani d . 1
N N2 0.05790(18) 0.66499(18) 0.23983(10) 0.0349(4) Uani d . 1
N N3 0.01255(17) 0.71644(17) 0.10961(9) 0.0307(4) Uani d . 1
N N4 0.0336(2) 0.7147(2) 0.02318(10) 0.0443(5) Uani d . 1
H H4A 0.0599 0.8063 0.0037 0.053 Uiso d R 1
H H4B -0.0503 0.6824 -0.0034 0.053 Uiso d R 1
O O1 0.16445(16) 0.38730(15) 0.11444(8) 0.0402(4) Uani d . 1
H H1 0.1196 0.3501 0.1542 0.060 Uiso calc R 1
O O2 -0.13453(18) 1.04642(15) 0.10268(8) 0.0444(5) Uani d . 1
H H2 -0.0956 1.0836 0.1443 0.067 Uiso calc R 1
C C1 0.1008(2) 0.6365(2) 0.16332(11) 0.0307(5) Uani d . 1
C C2 -0.0871(2) 0.7968(2) 0.15687(11) 0.0304(5) Uani d . 1
C C3 0.2228(2) 0.5305(2) 0.13717(13) 0.0385(5) Uani d . 1
H H3A 0.2771 0.5733 0.0902 0.046 Uiso calc R 1
H H3B 0.2945 0.5182 0.1825 0.046 Uiso calc R 1
C C4 -0.2009(2) 0.9057(2) 0.12349(12) 0.0378(5) Uani d . 1
H H4C -0.2482 0.8629 0.0743 0.045 Uiso calc R 1
H H4D -0.2798 0.9215 0.1648 0.045 Uiso calc R 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.0390(9) 0.0334(9) 0.0310(9) 0.0043(7) 0.0023(7) 0.0010(7)
N2 0.0402(10) 0.0332(9) 0.0313(9) 0.0032(8) 0.0007(7) 0.0027(7)
N3 0.0347(9) 0.0327(9) 0.0246(8) -0.0026(7) 0.0005(6) -0.0009(7)
N4 0.0573(12) 0.0504(11) 0.0253(9) 0.0000(9) 0.0020(8) 0.0000(8)
O1 0.0542(9) 0.0333(8) 0.0331(8) 0.0002(7) 0.0046(6) -0.0030(6)
O2 0.0614(10) 0.0369(9) 0.0350(8) -0.0017(7) -0.0072(7) 0.0048(6)
C1 0.0315(10) 0.0287(10) 0.0320(10) -0.0039(8) 0.0007(8) 0.0008(8)
C2 0.0321(10) 0.0280(10) 0.0312(10) -0.0036(8) -0.0008(8) -0.0010(8)
C3 0.0365(11) 0.0379(11) 0.0411(11) 0.0003(9) 0.0044(9) 0.0007(9)
C4 0.0378(11) 0.0387(11) 0.0369(11) 0.0020(9) -0.0051(9) 0.0007(9)
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
C2 N1 N2 107.79(14)
C1 N2 N1 107.30(15)
C1 N3 C2 106.64(15)
C1 N3 N4 123.21(16)
C2 N3 N4 130.08(16)
N3 N4 H4A 111.6
N3 N4 H4B 111.4
H4A N4 H4B 109.5
C3 O1 H1 109.5
C4 O2 H2 109.5
N2 C1 N3 109.32(16)
N2 C1 C3 126.46(17)
N3 C1 C3 124.19(17)
N1 C2 N3 108.94(16)
N1 C2 C4 126.18(17)
N3 C2 C4 124.81(17)
O1 C3 C1 112.19(16)
O1 C3 H3A 109.2
C1 C3 H3A 109.2
O1 C3 H3B 109.2
C1 C3 H3B 109.2
H3A C3 H3B 107.9
O2 C4 C2 112.22(16)
O2 C4 H4C 109.2
C2 C4 H4C 109.2
O2 C4 H4D 109.2
C2 C4 H4D 109.2
H4C C4 H4D 107.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C2 1.310(2)
N1 N2 1.391(2)
N2 C1 1.310(2)
N3 C1 1.359(2)
N3 C2 1.361(2)
N3 N4 1.400(2)
N4 H4A 0.9000
N4 H4B 0.9000
O1 C3 1.417(2)
O1 H1 0.8200
O2 C4 1.417(2)
O2 H2 0.8200
C1 C3 1.486(3)
C2 C4 1.489(3)
C3 H3A 0.9700
C3 H3B 0.9700
C4 H4C 0.9700
C4 H4D 0.9700
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O2 H2 N2 3 0.82 2.02 2.820(2) 164.0
N4 H4B O1 5_565 0.90 2.14 2.955(2) 150.9
N4 H4A O2 5_575 0.90 2.25 3.058(2) 149.6
O1 H1 N1 3_545 0.82 1.98 2.782(2) 165.4
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 3741707
