#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/24/2012497.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_2012497
loop_
_publ_author_name
'Perpétuo, Genivaldo Julio'
'Janczak, Jan'
_publ_section_title
;
 Melaminium acetate acetic acid solvate monohydrate
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o112
_journal_page_last               o114
_journal_paper_doi               10.1107/S0108270101021631
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          'C3 H7 N6 + , C2 H3 O2 - , H2 O , C2 H4 O2'
_chemical_formula_moiety         'C3 H7 N6 + , C2 H3 O2 - , H2 O , C2 H4 O2'
_chemical_formula_sum            'C7 H16 N6 O5'
_chemical_formula_weight         264.26
_chemical_melting_point          decomposition
_chemical_name_common
;
melaminium acetate hydrate acetic acid solvate
;
_chemical_name_systematic
;
2,4,6-triamino-1,3,5-triazine-1-ium acetate monohydrate acetic acid solvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                92.31(3)
_cell_angle_beta                 95.87(3)
_cell_angle_gamma                103.36(3)
_cell_formula_units_Z            4
_cell_length_a                   6.8590(10)
_cell_length_b                   12.427(2)
_cell_length_c                   15.307(3)
_cell_measurement_reflns_used    69
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16
_cell_measurement_theta_min      9
_cell_volume                     1260.0(4)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1991)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .952
_diffrn_measured_fraction_theta_max .952
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .017
_diffrn_reflns_av_sigmaI/netI    .056
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7979
_diffrn_reflns_theta_full        25.08
_diffrn_reflns_theta_max         25.08
_diffrn_reflns_theta_min         2.68
_diffrn_standards_decay_%        .8
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    .118
_exptl_absorpt_correction_T_max  .983
_exptl_absorpt_correction_T_min  .962
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'face-indexed (SHELXTL; Sheldrick, 1990)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      1.39
_exptl_crystal_density_method    flotation
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             560
_exptl_crystal_size_max          .33
_exptl_crystal_size_mid          .18
_exptl_crystal_size_min          .15
_refine_diff_density_max         .15
_refine_diff_density_min         -.14
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         4252
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          .094
_refine_ls_R_factor_gt           .037
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0120P)²+0.0133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          .045
_refine_ls_wR_factor_ref         .057
_reflns_number_gt                2141
_reflns_number_total             4252
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd1181.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2012497
_cod_database_fobs_code          2012497
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
N1 .7302(2) .73967(13) .07260(10) .0383(4) Uani d . 1 . . N
C1 .7510(3) .74024(16) -.01294(13) .0390(5) Uani d . 1 . . C
N2 .7618(2) .83469(12) -.05616(10) .0395(4) Uani d . 1 . . N
H2 .7757 .8342 -.1114 .047 Uiso calc R 1 . . H
C2 .7506(3) .92940(16) -.01208(13) .0391(5) Uani d . 1 . . C
N3 .7294(2) .93343(12) .07279(10) .0399(4) Uani d . 1 . . N
C3 .7167(3) .83667(16) .11264(12) .0400(5) Uani d . 1 . . C
N4 .7604(2) .64910(13) -.05881(10) .0472(4) Uani d . 1 . . N
H4NA .7531 .5881 -.0334 .057 Uiso calc R 1 . . H
H4NB .7739 .6510 -.1140 .057 Uiso calc R 1 . . H
N5 .7608(2) 1.01746(13) -.05790(11) .0517(5) Uani d . 1 . . N
H5NA .7537 1.0793 -.0327 .062 Uiso calc R 1 . . H
H5NB .7746 1.0132 -.1131 .062 Uiso calc R 1 . . H
N6 .6870(2) .83755(13) .19614(10) .0515(5) Uani d . 1 . . N
H6NA .6767 .7778 .2236 .062 Uiso calc R 1 . . H
H6NB .6778 .8978 .2233 .062 Uiso calc R 1 . . H
N7 .7479(2) .43301(12) .02400(9) .0363(4) Uani d . 1 . . N
C4 .7303(3) .43256(15) .10949(12) .0395(5) Uani d . 1 . . C
N8 .7258(2) .33975(12) .15358(10) .0420(4) Uani d . 1 . . N
H8 .7183 .3415 .2093 .050 Uiso calc R 1 . . H
C5 .7333(3) .24469(16) .10974(12) .0398(5) Uani d . 1 . . C
N9 .7468(2) .23932(12) .02295(10) .0370(4) Uani d . 1 . . N
C6 .7577(3) .33557(16) -.01601(12) .0376(5) Uani d . 1 . . C
N10 .7144(3) .52247(13) .15485(10) .0538(5) Uani d . 1 . . N
H10N .7153 .5827 .1289 .065 Uiso calc R 1 . . H
H11N .7031 .5207 .2102 .065 Uiso calc R 1 . . H
N11 .7217(2) .15435(13) .15410(10) .0469(5) Uani d . 1 . . N
H12N .7229 .0924 .1272 .056 Uiso calc R 1 . . H
H13N .7131 .1577 .2098 .056 Uiso calc R 1 . . H
N12 .7821(2) .33424(13) -.10091(9) .0486(5) Uani d . 1 . . N
H14N .7901 .2739 -.1283 .058 Uiso calc R 1 . . H
H15N .7898 .3937 -.1285 .058 Uiso calc R 1 . . H
O11 .2293(2) .14468(11) .23549(9) .0601(4) Uani d . 1 . . O
O12 .2431(3) .32386(12) .23777(10) .0740(5) Uani d . 1 . . O
C12 .2128(4) .23704(18) .37108(13) .0604(6) Uani d . 1 . . C
H12A .2037 .3094 .3920 .091 Uiso calc R 1 . . H
H12B .3307 .2197 .4009 .091 Uiso calc R 1 . . H
H12C .0949 .1832 .3826 .091 Uiso calc R 1 . . H
C11 .2267(4) .23530(19) .27535(14) .0533(6) Uani d . 1 . . C
O21 .1982(2) -.12903(12) .21138(9) .0630(5) Uani d . 1 . . O
O22 .1663(3) -.02558(13) .32902(10) .0701(5) Uani d D 1 . . O
H222 .193(4) .0254(18) .2955(15) .105 Uiso d D 1 . . H
C21 .1693(3) -.12000(18) .28757(14) .0494(6) Uani d . 1 . . C
C22 .1230(4) -.21590(18) .34284(14) .0704(7) Uani d . 1 . . C
H22A .0044 -.2684 .3159 .106 Uiso calc R 1 . . H
H22B .0999 -.1908 .4002 .106 Uiso calc R 1 . . H
H22C .2347 -.2506 .3482 .106 Uiso calc R 1 . . H
O31 .7270(2) .31449(12) .33567(9) .0583(4) Uani d . 1 . . O
O32 .7976(2) .49755(12) .34265(9) .0603(4) Uani d . 1 . . O
C32 .7335(4) .4099(2) .47417(13) .0736(8) Uani d . 1 . . C
H32A .6244 .3506 .4863 .110 Uiso calc R 1 . . H
H32B .7074 .4796 .4922 .110 Uiso calc R 1 . . H
H32C .8569 .4020 .5060 .110 Uiso calc R 1 . . H
C31 .7519(3) .40599(19) .37780(14) .0516(6) Uani d . 1 . . C
O41 .6790(3) .04125(12) .30406(9) .0705(5) Uani d . 1 . . O
O42 .6978(3) .14033(13) .42910(10) .0705(5) Uani d . 1 . . O
H421 .724(4) .192(2) .4006(17) .106 Uiso d . 1 . . H
C41 .6890(4) .04655(19) .38352(15) .0544(6) Uani d . 1 . . C
C42 .6989(4) -.04788(19) .43843(14) .0727(8) Uani d . 1 . . C
H42A .7579 -.0993 .4081 .109 Uiso calc R 1 . . H
H42B .5653 -.0845 .4495 .109 Uiso calc R 1 . . H
H42C .7800 -.0211 .4933 .109 Uiso calc R 1 . . H
O1W .5787(3) .66472(14) .31972(14) .0789(5) Uani d D 1 . . O
H1W1 .609(4) .614(2) .3467(18) .118 Uiso d D 1 . . H
H2W1 .460(2) .639(2) .312(2) .118 Uiso d D 1 . . H
O2W .1872(3) .52752(13) .26407(14) .0756(5) Uani d D 1 . . O
H1W2 .207(4) .4646(16) .2660(18) .113 Uiso d D 1 . . H
H2W2 .082(3) .517(2) .2843(19) .113 Uiso d 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 .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .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_publ_flag
C1 N1 C3 116.4(2) y
N4 C1 N1 121.3(2) ?
N4 C1 N2 117.92(18) ?
N1 C1 N2 120.8(2) y
C2 N2 C1 119.9(2) y
C2 N2 H2 120.0 ?
C1 N2 H2 120.0 ?
N5 C2 N3 121.40(19) ?
N5 C2 N2 116.78(18) ?
N3 C2 N2 121.8(2) y
C2 N3 C3 116.0(2) y
N6 C3 N1 117.91(18) ?
N6 C3 N3 117.08(18) ?
N1 C3 N3 125.0(2) y
C1 N4 H4NA 120.0 ?
C1 N4 H4NB 120.0 ?
H4NA N4 H4NB 120.0 ?
C2 N5 H5NA 120.0 ?
C2 N5 H5NB 120.0 ?
H5NA N5 H5NB 120.0 ?
C3 N6 H6NA 120.0 ?
C3 N6 H6NB 120.0 ?
H6NA N6 H6NB 120.0 ?
C4 N7 C6 116.1(2) y
N10 C4 N7 121.25(17) ?
N10 C4 N8 117.42(17) ?
N7 C4 N8 121.3(2) y
C5 N8 C4 119.8(2) y
C5 N8 H8 120.1 ?
C4 N8 H8 120.1 ?
N11 C5 N9 119.92(18) ?
N11 C5 N8 118.41(17) ?
N9 C5 N8 121.7(2) y
C5 N9 C6 115.3(2) y
N12 C6 N9 116.72(17) ?
N12 C6 N7 117.51(17) ?
N9 C6 N7 125.8(2) y
C4 N10 H10N 120.0 ?
C4 N10 H11N 120.0 ?
H10N N10 H11N 120.0 ?
C5 N11 H12N 120.0 ?
C5 N11 H13N 120.0 ?
H12N N11 H13N 120.0 ?
C6 N12 H14N 120.0 ?
C6 N12 H15N 120.0 ?
H14N N12 H15N 120.0 ?
C11 C12 H12A 109.5 ?
C11 C12 H12A 109.5 ?
H12A C12 H12B 109.5 ?
C11 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
O12 C11 O11 122.7(2) ?
O12 C11 C12 118.9(2) ?
O11 C11 C12 118.3(2) ?
C21 O22 H222 109.3(19) ?
O21 C21 O22 123.9(2) ?
O21 C21 C22 123.1(2) ?
O22 C21 C22 112.96(19) ?
C21 C22 H22A 109.5 ?
C21 C22 H22B 109.5 ?
H22A C22 H22B 109.5 ?
C21 C22 H22C 109.5 ?
H22A C22 H22C 109.5 ?
H22B C22 H22C 109.5 ?
C31 C32 H32A 109.5 ?
C31 C32 H32B 109.5 ?
H32A C32 H32B 109.5 ?
C31 C32 H32C 109.5 ?
H32A C32 H32C 109.5 ?
H32B C32 H32C 109.5 ?
O31 C31 O32 122.8(2) ?
O31 C31 C32 119.8(2) ?
O32 C31 C32 117.4(2) ?
C41 O42 H421 112(2) ?
O41 C41 O42 121.7(2) ?
O41 C41 C42 124.3(2) ?
O42 C41 C42 114.01(19) ?
C41 C42 H42A 109.5 ?
C41 C42 H42B 109.5 ?
H42A C42 H42B 109.5 ?
C41 C42 H42C 109.5 ?
H42A C42 H42C 109.5 ?
H42B C42 H42C 109.5 ?
H1W1 O1W H2W1 97(2) ?
H1W2 O2W H2W2 99(2) ?
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
N1 C1 . 1.332(2) no
N1 C3 . 1.357(2) no
C1 N4 . 1.326(2) no
C1 N2 . 1.361(2) no
N2 C2 . 1.354(2) no
N2 H2 . .8600 ?
C2 N5 . 1.316(2) no
C2 N3 . 1.322(2) no
N3 C3 . 1.359(2) no
C3 N6 . 1.315(2) no
N4 H4NA . .8600 ?
N4 H4NB . .8600 ?
N5 H5NA . .8600 ?
N5 H5NB . .8600 ?
N6 H6NA . .8600 ?
N6 H6NB . .8600 ?
N7 C4 . 1.326(2) no
N7 C6 . 1.354(2) no
C4 N10 . 1.324(2) no
C4 N8 . 1.355(2) no
N8 C5 . 1.349(2) no
N8 H8 . .8600 ?
C5 N11 . 1.326(2) no
C5 N9 . 1.341(2) no
N9 C6 . 1.348(2) no
C6 N12 . 1.327(2) no
N10 H10N . .8600 ?
N10 H11N . .8600 ?
N11 H12N . .8600 ?
N11 H13N . .8600 ?
N12 H14N . .8600 ?
N12 H15N . .8600 ?
O11 C11 . 1.264(2) y
O12 C11 . 1.250(2) y
C12 C11 . 1.478(3) y
C12 H12A . .9600 ?
C12 H12B . .9600 ?
C12 H12C . .9600 ?
O21 C21 . 1.208(2) y
O22 C21 . 1.317(2) y
O22 H222 . .831(16) ?
C21 C22 . 1.483(3) y
C22 H22A . .9600 ?
C22 H22B . .9600 ?
C22 H22C . .9600 ?
O31 C31 . 1.252(2) y
O32 C31 . 1.266(2) y
C32 C31 . 1.493(3) y
C32 H32A . .9600 ?
C32 H32B . .9600 ?
C32 H32C . .9600 ?
O41 C41 . 1.209(2) y
O42 C41 . 1.320(3) y
O42 H421 . .79(3) ?
C41 C42 . 1.481(3) y
C42 H42A . .9600 ?
C42 H42B . .9600 ?
C42 H42C . .9600 ?
O1W H1W1 . .823(16) ?
O1W H2W1 . .798(16) ?
O2W H1W2 . .825(16) ?
O2W H2W2 . .798(16) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2 O11 1_555 1_555 2_665 .86 1.93 2.773(2) 168 yes
N4 H4NA N7 1_555 1_555 1_555 .86 2.14 3.002(2) 176 yes
N4 H4NB O12 1_555 1_555 2_665 .86 1.93 2.772(2) 166 yes
N5 H5NA N9 1_555 1_555 1_565 .86 2.14 3.002(2) 176 yes
N5 H5NB O21 1_555 1_555 2_665 .86 2.12 2.782(2) 133 yes
N6 H6NA O1W 1_555 1_555 1_555 .86 2.13 2.936(2) 157 yes
N6 H6NB O41 1_555 1_555 1_565 .86 2.13 2.981(2) 173 yes
N8 H8 O31 1_555 1_555 1_555 .86 1.97 2.817(2) 167 yes
N10 H10N N1 1_555 1_555 1_555 .86 2.15 3.008(2) 176 yes
N10 H11N O32 1_555 1_555 1_555 .86 2.12 2.916(2) 155 yes
N11 H12N N3 1_555 1_555 1_545 .86 2.13 2.982(2) 175 yes
N11 H13N O41 1_555 1_555 1_555 .86 2.08 2.746(2) 134 yes
N12 H14N O21 1_555 1_555 2_655 .86 2.18 3.040(2) 174 yes
N12 H15N O2W 1_555 1_555 2_665 .86 2.33 3.085(2) 146 yes
O22 H222 O11 1_555 1_555 1_555 .83(2) 1.76(2) 2.581(2) 171(3) yes
O42 H421 O31 1_555 1_555 1_555 .79(3) 1.85(2) 2.622(2) 167(3) yes
O1W H1W1 O32 1_555 1_555 1_555 .82(2) 2.16(2) 2.844(2) 141(3) yes
O1W H2W1 O2W 1_555 1_555 1_555 .80(2) 2.10(2) 2.853(2) 158(3) yes
O2W H1W2 O12 1_555 1_555 1_555 .82(2) 1.86(2) 2.667(2) 165(3) yes
O2W H2W2 O32 1_555 1_555 1_455 .80(2) 2.20(2) 2.993(2) 177(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652340
