#------------------------------------------------------------------------------
#$Date: 2022-05-03 11:44:54 +0300 (Tue, 03 May 2022) $
#$Revision: 274845 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/51/8105115.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_8105115
loop_
_publ_author_name
'Zhang, Xiao'
'Wang, Lin'
'Liang, Sen'
_publ_section_title
;
 Crystal structure of 4-dimethylamino-pyridin-1-ium uracil-1-acetate,
 C13H16N4O4
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              385
_journal_page_last               386
_journal_paper_doi               10.1515/ncrs-2019-0687
_journal_volume                  235
_journal_year                    2020
_chemical_formula_sum            'C13 H16 N4 O4'
_chemical_formula_weight         292.30
_chemical_name_common            DMAPH+.UAA-
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90.292(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.7965(12)
_cell_length_b                   10.053(2)
_cell_length_c                   27.570(6)
_cell_measurement_reflns_used    6507
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      27.34
_cell_measurement_theta_min      2.51
_cell_volume                     1329.4(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXL or DIAMOND'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            13851
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.955
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_transmission_factor_max   0.9807
_exptl_transmission_factor_min   0.980
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3027
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0426
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0457P)²+0.4515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1042
_refine_ls_wR_factor_ref         0.1115
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2528
_reflns_number_total             3027
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0687_suppl.cif
_cod_data_source_block           P
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_cell_volume        1329.3(5)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8105115
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.980
_shelx_estimated_absorpt_t_max   0.987
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.0278(3) 0.98003(13) 0.23986(4) 0.0315(3) Uani 1 1 d D . . . .
H1N H -0.1806 0.9922 0.2634 0.047 Uiso 1 1 d DR U . . .
C1 C 0.0568(3) 0.85556(16) 0.23020(6) 0.0344(3) Uani 1 1 d . . . . .
H1 H -0.0238 0.7839 0.2477 0.041 Uiso 1 1 calc R U . . .
C2 C 0.2540(3) 0.82840(14) 0.19623(5) 0.0313(3) Uani 1 1 d . . . . .
H2 H 0.3047 0.7388 0.1898 0.038 Uiso 1 1 calc R U . . .
C3 C 0.3846(3) 0.93367(13) 0.17037(5) 0.0246(3) Uani 1 1 d . . . . .
C4 C 0.2928(3) 1.06402(14) 0.18215(5) 0.0282(3) Uani 1 1 d . . . . .
H4 H 0.3738 1.1389 0.1666 0.034 Uiso 1 1 calc R U . . .
C5 C 0.0887(3) 1.08183(15) 0.21578(5) 0.0309(3) Uani 1 1 d . . . . .
H5 H 0.0265 1.1696 0.2224 0.037 Uiso 1 1 calc R U . . .
N2 N 0.5799(3) 0.91006(11) 0.13705(4) 0.0274(3) Uani 1 1 d . . . . .
C6 C 0.6488(4) 0.77353(15) 0.12318(6) 0.0357(4) Uani 1 1 d . . . . .
H6A H 0.7046 0.7232 0.1521 0.054 Uiso 1 1 calc R U . . .
H6B H 0.8027 0.7745 0.0999 0.054 Uiso 1 1 calc R U . . .
H6C H 0.4853 0.7315 0.1082 0.054 Uiso 1 1 calc R U . . .
C7 C 0.6932(3) 1.01437(15) 0.10629(5) 0.0310(3) Uani 1 1 d . . . . .
H7A H 0.5650 1.0311 0.0792 0.047 Uiso 1 1 calc R U . . .
H7B H 0.8745 0.9862 0.0937 0.047 Uiso 1 1 calc R U . . .
H7C H 0.7165 1.0960 0.1253 0.047 Uiso 1 1 calc R U . . .
N11 N 1.0336(2) 0.39145(11) 0.07326(4) 0.0225(2) Uani 1 1 d . . . . .
C12 C 0.8145(3) 0.43027(13) 0.04428(5) 0.0219(3) Uani 1 1 d . . . . .
N13 N 0.7531(2) 0.34779(11) 0.00602(4) 0.0241(3) Uani 1 1 d . . . . .
H13 H 0.6049 0.3708 -0.0122 0.036 Uiso 1 1 d R U . . .
C14 C 0.8807(3) 0.22661(14) -0.00454(5) 0.0277(3) Uani 1 1 d . . . . .
C15 C 1.1060(3) 0.19284(14) 0.02775(5) 0.0296(3) Uani 1 1 d . . . . .
H15 H 1.2082 0.1130 0.0230 0.035 Uiso 1 1 calc R U . . .
C16 C 1.1717(3) 0.27427(14) 0.06468(5) 0.0269(3) Uani 1 1 d . . . . .
H16 H 1.3203 0.2497 0.0858 0.032 Uiso 1 1 calc R U . . .
C17 C 1.0908(3) 0.46853(14) 0.11725(5) 0.0246(3) Uani 1 1 d . . . . .
H17A H 1.0780 0.5645 0.1095 0.030 Uiso 1 1 calc R U . . .
H17B H 1.2839 0.4501 0.1282 0.030 Uiso 1 1 calc R U . . .
C18 C 0.8894(3) 0.43705(13) 0.15891(5) 0.0248(3) Uani 1 1 d . . . . .
O1 O 0.9125(2) 0.51628(11) 0.19437(4) 0.0353(3) Uani 1 1 d . . . . .
O2 O 0.7286(2) 0.34086(10) 0.15531(4) 0.0349(3) Uani 1 1 d . . . . .
O3 O 0.6828(2) 0.53293(9) 0.05194(4) 0.0298(2) Uani 1 1 d . . . . .
O4 O 0.7967(3) 0.15952(11) -0.03887(4) 0.0416(3) Uani 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
C1 N1 C5 119.01(13) . .
N1 C1 C2 122.34(14) . .
C1 C2 C3 120.28(14) . .
N2 C3 C4 122.68(13) . .
N2 C3 C2 121.60(13) . .
C4 C3 C2 115.72(13) . .
C5 C4 C3 120.06(13) . .
N1 C5 C4 122.56(14) . .
C3 N2 C7 122.52(12) . .
C3 N2 C6 120.41(12) . .
C7 N2 C6 115.98(12) . .
C16 N11 C12 120.81(11) . .
C16 N11 C17 120.54(11) . .
C12 N11 C17 118.11(11) . .
O3 C12 N13 122.08(12) . .
O3 C12 N11 122.08(12) . .
N13 C12 N11 115.84(11) . .
C12 N13 C14 126.55(12) . .
O4 C14 N13 119.84(13) . .
O4 C14 C15 126.18(13) . .
N13 C14 C15 113.98(12) . .
C16 C15 C14 119.91(13) . .
C15 C16 N11 122.82(13) . .
N11 C17 C18 113.21(11) . .
O2 C18 O1 127.19(13) . .
O2 C18 C17 119.57(12) . .
O1 C18 C17 113.25(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.342(2) .
N1 C5 1.3432(19) .
C1 C2 1.362(2) .
C2 C3 1.423(2) .
C3 N2 1.3367(18) .
C3 C4 1.4204(19) .
C4 C5 1.364(2) .
N2 C7 1.4555(18) .
N2 C6 1.4630(18) .
N11 C16 1.3728(17) .
N11 C12 1.3733(17) .
N11 C17 1.4641(17) .
C12 O3 1.2288(16) .
C12 N13 1.3725(17) .
N13 C14 1.3946(17) .
C14 O4 1.2287(18) .
C14 C15 1.437(2) .
C15 C16 1.343(2) .
C17 C18 1.5375(18) .
C18 O2 1.2405(17) .
C18 O1 1.2654(17) .
