#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/53/2015358.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_2015358
loop_
_publ_author_name
'Borowiak, Teresa'
'Dutkiewicz, Grzegorz'
'Spychała, Jarosław'
_publ_section_title
;
 Molecular packing in
 (5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetamide
;
_journal_coeditor_code           GD3012
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o344
_journal_page_last               o345
_journal_paper_doi               10.1107/S0108270106015460
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C7 H9 N3 O3'
_chemical_formula_moiety         'C7 H9 N3 O3'
_chemical_formula_sum            'C7 H9 N3 O3'
_chemical_formula_weight         183.17
_chemical_name_common            (1-thyminyl)acetamide
_chemical_name_systematic
;
(1-thyminyl)acetamide(5-methyl-2,4-dioxo-1,2,3,4-
tetrahydropyrimidin-1-yl)acetamide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 92.9230(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.03880(10)
_cell_length_b                   6.14760(10)
_cell_length_c                   15.83900(10)
_cell_measurement_reflns_used    35533
_cell_measurement_temperature    100.0(10)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      3.52
_cell_volume                     781.734(17)
_computing_cell_refinement       'CrysAlis CCD'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2004)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2004)'
_computing_molecular_graphics
'Stereochemical Workstation Operation Manual (Siemens, 1989)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100.0(10)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Kuma KM-4 CCD four-circle'
_diffrn_measurement_method       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  0.0562
_diffrn_reflns_av_sigmaI/netI    0.0199
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            30900
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         3.52
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.265
_refine_ls_extinction_coef       0.021(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2287
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0363
_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)+(0.0479P)²+0.3534P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0939
_refine_ls_wR_factor_ref         0.0942
_reflns_number_gt                2262
_reflns_number_total             2287
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd3012.cif
_cod_data_source_block           I
_cod_original_cell_volume        781.74(2)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2015358
_cod_database_fobs_code          2015358
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_occupancy
N N1 0.20032(9) 0.17468(12) 0.40450(5) 0.01045(16) Uani d 1
C C11 0.02801(10) 0.25259(15) 0.40099(5) 0.01133(17) Uani d 1
H H11A -0.0418(17) 0.134(2) 0.3818(9) 0.016(3) Uiso d 1
H H11B -0.0029(16) 0.298(2) 0.4575(8) 0.015(3) Uiso d 1
C C12 0.00604(10) 0.43807(14) 0.33698(5) 0.01108(17) Uani d 1
O O12 0.09113(8) 0.44495(11) 0.27405(4) 0.01392(16) Uani d 1
N N12 -0.11265(10) 0.58350(14) 0.35248(5) 0.01517(17) Uani d 1
H H12A -0.1341(19) 0.690(3) 0.3143(10) 0.024(4) Uiso d 1
H H12B -0.167(2) 0.573(3) 0.3995(11) 0.034(4) Uiso d 1
C C2 0.31875(10) 0.30289(14) 0.44480(5) 0.00998(17) Uani d 1
O O2 0.28183(8) 0.47192(11) 0.48271(4) 0.01277(15) Uani d 1
N N3 0.48048(8) 0.23458(12) 0.44053(5) 0.01036(16) Uani d 1
H H3 0.5603(19) 0.322(3) 0.4685(9) 0.025(4) Uiso d 1
C C4 0.53446(10) 0.04796(14) 0.39965(5) 0.01024(17) Uani d 1
O O4 0.68339(8) 0.00082(12) 0.40276(4) 0.01429(16) Uani d 1
C C5 0.40329(10) -0.07795(14) 0.35600(5) 0.01090(17) Uani d 1
C C51 0.45245(11) -0.27430(15) 0.30725(6) 0.01506(18) Uani d 1
H H51A 0.5310(19) -0.232(3) 0.2654(10) 0.026(4) Uiso d 1
H H51B 0.5117(18) -0.382(3) 0.3456(9) 0.022(3) Uiso d 1
H H51C 0.3525(19) -0.345(3) 0.2787(9) 0.024(4) Uiso d 1
C C6 0.24417(10) -0.00998(14) 0.36052(5) 0.01097(17) Uani d 1
H H6 0.1519(17) -0.084(2) 0.3324(9) 0.017(3) Uiso d 1
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 C6 121.13(7)
C2 N1 C11 117.62(7)
C6 N1 C11 120.86(7)
N1 C11 C12 110.24(7)
N1 C11 H11A 107.5(8)
C12 C11 H11A 108.1(8)
N1 C11 H11B 110.0(8)
C12 C11 H11B 111.5(8)
H11A C11 H11B 109.5(11)
O12 C12 N12 123.56(8)
O12 C12 C11 120.60(8)
N12 C12 C11 115.80(7)
C12 N12 H12A 118.4(10)
C12 N12 H12B 119.7(11)
H12A N12 H12B 122.0(15)
O2 C2 N1 121.93(8)
O2 C2 N3 122.00(8)
N1 C2 N3 116.07(7)
C2 N3 C4 126.30(7)
C2 N3 H3 115.6(10)
C4 N3 H3 118.1(10)
O4 C4 N3 119.96(8)
O4 C4 C5 125.04(8)
N3 C4 C5 115.00(7)
C6 C5 C4 118.40(8)
C6 C5 C51 123.53(8)
C4 C5 C51 118.06(7)
C5 C51 H51A 109.3(9)
C5 C51 H51B 110.5(9)
H51A C51 H51B 106.7(12)
C5 C51 H51C 110.9(9)
H51A C51 H51C 110.1(12)
H51B C51 H51C 109.4(12)
C5 C6 N1 123.05(8)
C5 C6 H6 122.6(8)
N1 C6 H6 114.3(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C2 1.3686(11)
N1 C6 1.3869(11)
N1 C11 1.4640(10)
C11 C12 1.5301(12)
C11 H11A 0.959(14)
C11 H11B 0.981(13)
C12 O12 1.2380(10)
C12 N12 1.3394(11)
N12 H12A 0.901(16)
N12 H12B 0.887(17)
C2 O2 1.2436(11)
C2 N3 1.3711(10)
N3 C4 1.3972(11)
N3 H3 0.931(16)
C4 O4 1.2304(10)
C4 C5 1.4542(12)
C5 C6 1.3510(11)
C5 C51 1.4968(12)
C51 H51A 0.974(16)
C51 H51B 1.003(15)
C51 H51C 1.002(15)
C6 H6 0.961(14)
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
N3 H3 O2 3_666 0.93(2) 1.93(2) 2.8550(10) 173.0(10)
N12 H12B O2 3_566 0.89(2) 2.14(2) 3.0240(10) 175(2)
N12 H12A O12 2 0.90(2) 2.14(2) 3.0030(10) 160.0(10)
C6 H6 O12 2_545 0.960(10) 2.520(10) 3.3620(10) 146.0(10)
C11 H11A O4 1_455 0.960(10) 2.400(10) 3.1750(10) 138.0(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
C2 N1 C11 C12 74.19(9)
C6 N1 C11 C12 -98.82(9)
N1 C11 C12 O12 30.62(11)
N1 C11 C12 N12 -151.50(8)
C6 N1 C2 O2 178.17(8)
C11 N1 C2 O2 5.18(12)
C6 N1 C2 N3 -1.52(12)
C11 N1 C2 N3 -174.50(7)
O2 C2 N3 C4 -179.99(8)
N1 C2 N3 C4 -0.31(12)
C2 N3 C4 O4 -177.66(8)
C2 N3 C4 C5 2.01(12)
O4 C4 C5 C6 177.72(8)
N3 C4 C5 C6 -1.93(11)
O4 C4 C5 C51 -3.23(13)
N3 C4 C5 C51 177.12(7)
C4 C5 C6 N1 0.31(13)
C51 C5 C6 N1 -178.68(8)
C2 N1 C6 C5 1.53(13)
C11 N1 C6 C5 174.29(8)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 13445873
