#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/92/2009292.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_2009292
loop_
_publ_author_name
'Greenberg, Mark'
'Shteiman, Vitaly'
'Kaftory, Menahem'
_publ_section_title
;
 4,6-Diethoxy-1,3,5-triazin-2(1H)-one
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2109
_journal_page_last               2111
_journal_paper_doi               10.1107/S010827019901149X
_journal_volume                  55
_journal_year                    1999
_chemical_formula_sum            'C7 H11 N3 O3'
_chemical_formula_weight         185.19
_chemical_name_common            EtOOH
_chemical_name_systematic
;
 4,6-Diethoxy-1,3,5-triazin-2(1H)-one
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.010(10)
_cell_angle_beta                 105.430(10)
_cell_angle_gamma                109.980(10)
_cell_formula_units_Z            2
_cell_length_a                   7.3930(10)
_cell_length_b                   7.7360(10)
_cell_length_c                   8.6790(10)
_cell_measurement_reflns_used    1571
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.45
_cell_volume                     446.44(11)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Kappa-CCD Software (Nonius, 1998)'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'ORTEPIII (Johnson & Burnett, 1997)'
_computing_publication_material  'WORD (Microsoft, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius Kappa-CCD diffractometer'
_diffrn_measurement_method       'φ scans'
_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  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            1571
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.45
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             196
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.216
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.901
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     162
_refine_ls_number_reflns         1571
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.901
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0379
_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)+(0.0615P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0920
_reflns_number_gt                1048
_reflns_number_total             1571
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jz1365.cif
_cod_data_source_block           etnew
_cod_original_cell_volume        446.40(10)
_cod_database_code               2009292
_cod_database_fobs_code          2009292
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O2 -0.20789(17) 0.32504(17) 0.87439(14) 0.0645(4) Uani d . 1 . . O
O4 -0.09141(15) 0.16695(14) 0.41316(12) 0.0507(3) Uani d . 1 . . O
O6 0.39293(15) 0.60673(15) 0.79372(12) 0.0491(3) Uani d . 1 . . O
N1 0.09124(19) 0.46654(18) 0.82876(17) 0.0465(4) Uani d . 1 . . N
N3 -0.16768(19) 0.23177(17) 0.64010(15) 0.0457(4) Uani d . 1 . . N
N5 0.15262(18) 0.38562(17) 0.59337(14) 0.0430(3) Uani d . 1 . . N
C2 -0.1028(2) 0.3385(2) 0.78391(18) 0.0456(4) Uani d . 1 . . C
C4 -0.0393(2) 0.2630(2) 0.55576(18) 0.0410(4) Uani d . 1 . . C
C41 -0.2856(3) 0.0161(3) 0.3569(2) 0.0504(5) Uani d . 1 . . C
C42 -0.3062(3) -0.0496(3) 0.1887(2) 0.0607(5) Uani d . 1 . . C
C6 0.2098(2) 0.4825(2) 0.73270(18) 0.0400(4) Uani d . 1 . . C
C61 0.5370(3) 0.6239(3) 0.7016(2) 0.0511(5) Uani d . 1 . . C
C62 0.7304(3) 0.7697(3) 0.7960(2) 0.0620(6) Uani d . 1 . . C
H1 0.133(3) 0.542(3) 0.923(3) 0.083(6) Uiso d . 1 . . H
H41A -0.388(3) 0.067(2) 0.3653(19) 0.061(5) Uiso d . 1 . . H
H41B -0.281(2) -0.082(2) 0.435(2) 0.061(5) Uiso d . 1 . . H
H42A -0.437(3) -0.158(3) 0.145(2) 0.068(5) Uiso d . 1 . . H
H42B -0.196(3) -0.083(3) 0.180(2) 0.086(7) Uiso d . 1 . . H
H42C -0.306(3) 0.049(3) 0.115(2) 0.089(7) Uiso d . 1 . . H
H61A 0.481(3) 0.658(2) 0.598(2) 0.063(5) Uiso d . 1 . . H
H61B 0.549(3) 0.503(2) 0.693(2) 0.060(5) Uiso d . 1 . . H
H62A 0.832(3) 0.785(3) 0.734(2) 0.078(6) Uiso d . 1 . . H
H62B 0.774(3) 0.734(3) 0.900(2) 0.073(6) Uiso d . 1 . . H
H62C 0.710(3) 0.890(3) 0.807(3) 0.098(8) Uiso d . 1 . . H
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
C4 O4 C41 119.58(12)
C6 O6 C61 117.15(12)
C6 N1 C2 120.47(14)
C6 N1 H1 122.0(13)
C2 N1 H1 117.5(13)
C4 N3 C2 116.13(14)
C6 N5 C4 112.99(13)
O2 C2 N3 122.99(14)
O2 C2 N1 119.34(14)
N3 C2 N1 117.67(14)
N3 C4 O4 120.04(14)
N3 C4 N5 128.93(14)
O4 C4 N5 111.03(13)
O4 C41 C42 106.14(15)
O4 C41 H41A 107.1(10)
C42 C41 H41A 113.5(10)
O4 C41 H41B 106.3(9)
C42 C41 H41B 113.5(9)
C41 C42 H42A 109.2(10)
C41 C42 H42B 112.8(12)
C41 C42 H42C 112.4(11)
N5 C6 O6 122.65(13)
N5 C6 N1 123.79(14)
O6 C6 N1 113.56(14)
O6 C61 C62 106.67(14)
O6 C61 H61A 106.6(11)
C62 C61 H61A 112.5(10)
O6 C61 H61B 106.2(11)
C62 C61 H61B 111.8(10)
C61 C62 H62A 108.2(10)
C61 C62 H62B 109.4(11)
C61 C62 H62C 109.6(13)
H41A C41 H41B 109.8(14)
H42A C42 H42B 110.5(17)
H42A C42 H42C 108.1(15)
H42B C42 H42C 103.6(18)
H61A C61 H61B 112.5(15)
H62A C62 H62B 111.4(16)
H62A C62 H62C 108.4(18)
H62B C62 H62C 109.8(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O2 C2 . 1.2262(18) ?
O4 C4 . 1.3229(17) ?
O4 C41 . 1.4572(18) ?
O6 C6 . 1.3221(17) ?
O6 C61 . 1.4668(19) ?
N1 C6 . 1.3409(19) ?
N1 C2 . 1.382(2) ?
N3 C4 . 1.3093(19) ?
N3 C2 . 1.3578(19) ?
N5 C6 . 1.2969(18) ?
N5 C4 . 1.3575(19) ?
C41 C42 . 1.488(2) ?
C61 C62 . 1.493(3) ?
N1 H1 . 0.91(2) ?
C41 H41A . 0.980(19) ?
C41 H41B . 1.029(18) ?
C42 H42A . 1.010(19) ?
C42 H42B . 0.95(2) ?
C42 H42C . 1.00(2) ?
C61 H61A . 0.965(17) ?
C61 H61B . 0.971(18) ?
C62 H62A . 1.01(2) ?
C62 H62B . 0.949(19) ?
C62 H62C . 1.00(2) ?
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
N1 H1 O2 2_567 0.91(2) 1.86(2) 2.775(2) 175(2)
C62 H62A O4 2_666 1.01(2) 2.51(2) 3.518(2) 178(2)
C42 H42A O2 2_456 1.01(2) 2.45(2) 3.380(3) 152.0(10)
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
C4 N3 C2 O2 179.38(16)
C6 N1 C2 O2 179.28(16)
C2 N3 C4 O4 -179.04(13)
C6 N5 C4 O4 -179.87(12)
C4 N5 C6 O6 178.40(13)
C2 N1 C6 O6 -178.08(13)
C4 N3 C2 N1 -1.0(2)
C6 N1 C2 N3 -0.4(2)
C2 N3 C4 N5 1.4(2)
C41 O4 C4 N3 -5.2(2)
C41 O4 C4 N5 174.43(14)
C6 N5 C4 N3 -0.3(2)
C4 N5 C6 N1 -1.3(2)
C61 O6 C6 N5 -3.9(2)
C61 O6 C6 N1 175.85(15)
C2 N1 C6 N5 1.6(2)
C4 O4 C41 C42 174.45(16)
C6 O6 C61 C62 -179.29(16)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10737013
