#------------------------------------------------------------------------------
#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/62/7206236.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_7206236
loop_
_publ_author_name
'SeethaLekshmi, Sunil'
'Guru Row, T. N.'
_publ_section_title
;
 Propensity of formation of zipper architecture vs. Lincoln log
 arrangement in solvated molecular complexes of melamine with
 hydroxybenzoic acids
;
_journal_issue                   15
_journal_name_full               CrystEngComm
_journal_page_first              4886
_journal_paper_doi               10.1039/c1ce05179b
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C7 H5 O4, C3 H7 N6'
_chemical_formula_sum            'C10 H12 N6 O4'
_chemical_formula_weight         280.26
_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                90.000(7)
_cell_angle_beta                 114.23
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.3720(10)
_cell_length_b                   8.5490(10)
_cell_length_c                   20.671(2)
_cell_measurement_reflns_used    1146
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.3426
_cell_measurement_theta_min      2.3765
_cell_volume                     2316.0(4)
_computing_cell_refinement       'CrysAlisPro CCD (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlisPro CCD (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlisPro RED (Oxford Diffraction, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Oxford Xcalibur,Eos(Nova) CCD detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_sigmaI/netI    0.1141
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            21344
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.9861
_exptl_absorpt_correction_T_min  0.9798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction,2009)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.771
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4184
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.771
_refine_ls_R_factor_all          0.1371
_refine_ls_R_factor_gt           0.0464
_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)+(0.0361P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0984
_reflns_number_gt                1676
_reflns_number_total             4184
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce05179b.txt
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

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

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' 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_original_sg_symbol_H-M      P21/c
_cod_database_code               7206236
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_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O12 O 0.66205(17) 0.7318(3) 0.76703(11) 0.0417(7) Uani 1 1 d . . .
H12 H 0.6824 0.6698 0.8016 0.063 Uiso 1 1 d R . .
O16 O 0.99275(17) 0.6160(2) 0.77392(11) 0.0321(6) Uani 1 1 d . . .
H16 H 0.9967 0.5630 0.8092 0.048 Uiso 1 1 d R . .
O17A O 0.78219(17) 0.5448(3) 0.85984(10) 0.0401(7) Uani 1 1 d . . .
O17B O 0.93869(17) 0.5009(2) 0.86612(10) 0.0340(6) Uani 1 1 d . . .
C11 C 0.8289(2) 0.6693(4) 0.77474(15) 0.0177(8) Uani 1 1 d . . .
C12 C 0.7364(3) 0.7496(4) 0.74255(17) 0.0239(9) Uani 1 1 d . . .
C13 C 0.7168(3) 0.8469(4) 0.68556(16) 0.0286(9) Uani 1 1 d . . .
H13 H 0.6536 0.9010 0.6648 0.034 Uiso 1 1 calc R . .
C14 C 0.7895(3) 0.8654(4) 0.65872(16) 0.0287(9) Uani 1 1 d . . .
H14 H 0.7758 0.9323 0.6192 0.034 Uiso 1 1 calc R . .
C15 C 0.8822(3) 0.7877(4) 0.68865(16) 0.0232(8) Uani 1 1 d . . .
H15 H 0.9319 0.8009 0.6698 0.028 Uiso 1 1 calc R . .
C16 C 0.9013(2) 0.6913(4) 0.74598(16) 0.0189(8) Uani 1 1 d . . .
C17 C 0.8510(3) 0.5666(4) 0.83757(15) 0.0258(8) Uani 1 1 d . . .
O22 O 0.42951(17) 0.7340(2) 0.53950(11) 0.0343(6) Uani 1 1 d . . .
H22 H 0.4566 0.6703 0.5730 0.052 Uiso 1 1 d R . .
O26 O 0.73215(16) 0.6172(2) 0.50510(10) 0.0292(6) Uani 1 1 d . . .
H26 H 0.7423 0.5590 0.5401 0.044 Uiso 1 1 d R . .
O27A O 0.70103(16) 0.4877(2) 0.60232(10) 0.0322(6) Uani 1 1 d . . .
O27B O 0.56146(16) 0.5412(2) 0.62064(10) 0.0313(6) Uani 1 1 d . . .
C21 C 0.5826(3) 0.6691(4) 0.52571(16) 0.0190(8) Uani 1 1 d . . .
C22 C 0.4899(3) 0.7505(4) 0.50368(17) 0.0233(8) Uani 1 1 d . . .
C23 C 0.4588(3) 0.8502(4) 0.44636(16) 0.0315(9) Uani 1 1 d . . .
H23 H 0.3952 0.9032 0.4316 0.038 Uiso 1 1 calc R . .
C24 C 0.5203(3) 0.8729(4) 0.41044(16) 0.0303(9) Uani 1 1 d . . .
H24 H 0.4990 0.9430 0.3714 0.036 Uiso 1 1 calc R . .
C25 C 0.6116(3) 0.7960(4) 0.43029(16) 0.0267(9) Uani 1 1 d . . .
H25 H 0.6532 0.8128 0.4052 0.032 Uiso 1 1 calc R . .
C26 C 0.6426(2) 0.6938(4) 0.48711(16) 0.0216(8) Uani 1 1 d . . .
C27 C 0.6168(3) 0.5597(4) 0.58626(14) 0.0247(8) Uani 1 1 d . . .
N31 N 0.9181(2) 0.7137(3) 1.02296(13) 0.0271(7) Uani 1 1 d . . .
H31A H 0.9375 0.6460 1.0581 0.033 Uiso 1 1 d R . .
H31B H 0.8571 0.7563 1.0076 0.033 Uiso 1 1 d R . .
N32 N 0.95516(19) 0.8517(3) 0.94062(12) 0.0196(7) Uani 1 1 d . . .
N33 N 1.00083(18) 0.9745(3) 0.86065(12) 0.0287(7) Uani 1 1 d . . .
H33A H 0.9404 1.0194 0.8439 0.034 Uiso 1 1 d R . .
H33B H 1.0439 0.9949 0.8414 0.034 Uiso 1 1 d R . .
N34 N 1.1203(2) 0.8111(3) 0.93825(13) 0.0240(7) Uani 1 1 d . . .
N35 N 1.2316(2) 0.6417(3) 1.02021(14) 0.0325(8) Uani 1 1 d . . .
H35A H 1.2779 0.6591 1.0034 0.039 Uiso 1 1 d R . .
H35B H 1.2448 0.5768 1.0559 0.039 Uiso 1 1 d R . .
N36 N 1.0735(2) 0.6781(3) 1.01946(13) 0.0220(7) Uani 1 1 d . . .
H36 H 1.0859 0.6119 1.0570 0.026 Uiso 1 1 d R . .
C31 C 0.9812(2) 0.7516(4) 0.99300(16) 0.0181(8) Uani 1 1 d . . .
C33 C 1.0269(3) 0.8764(3) 0.91474(15) 0.0217(8) Uani 1 1 d . . .
C35 C 1.1417(2) 0.7137(4) 0.99160(17) 0.0229(8) Uani 1 1 d . . .
N41 N 0.8139(2) 0.2704(3) 0.70747(13) 0.0284(7) Uani 1 1 d . . .
H41A H 0.7910 0.3363 0.6716 0.034 Uiso 1 1 d R . .
H41B H 0.8723 0.2219 0.7181 0.034 Uiso 1 1 d R . .
N42 N 0.7931(2) 0.1459(3) 0.79989(12) 0.0212(7) Uani 1 1 d . . .
N43 N 0.75839(18) 0.0264(3) 0.88615(11) 0.0291(7) Uani 1 1 d . . .
H43A H 0.8179 -0.0206 0.8997 0.035 Uiso 1 1 d R . .
H43B H 0.7191 0.0082 0.9086 0.035 Uiso 1 1 d R . .
N44 N 0.6356(2) 0.1931(3) 0.81358(13) 0.0254(7) Uani 1 1 d . . .
N45 N 0.5242(2) 0.3762(3) 0.74097(13) 0.0330(8) Uani 1 1 d . . .
H45A H 0.4831 0.3623 0.7624 0.040 Uiso 1 1 d R . .
H45B H 0.5082 0.4439 0.7060 0.040 Uiso 1 1 d R . .
N46 N 0.6709(2) 0.3228(3) 0.72626(13) 0.0229(7) Uani 1 1 d . . .
H46 H 0.6504 0.3943 0.6879 0.027 Uiso 1 1 d R . .
C41 C 0.7608(3) 0.2446(4) 0.74534(16) 0.0214(9) Uani 1 1 d . . .
C43 C 0.7281(3) 0.1242(4) 0.83198(15) 0.0219(8) Uani 1 1 d . . .
C45 C 0.6104(3) 0.2948(4) 0.76148(17) 0.0242(9) 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
_geom_angle_publ_flag
C12 C11 C16 117.2(3) . . ?
C12 C11 C17 121.7(3) . . ?
C16 C11 C17 121.1(3) . . ?
O12 C12 C13 118.0(3) . . ?
O12 C12 C11 120.3(3) . . ?
C13 C12 C11 121.7(3) . . ?
C12 C13 C14 119.5(3) . . ?
C13 C14 C15 120.9(3) . . ?
C16 C15 C14 119.1(3) . . ?
O16 C16 C15 117.8(3) . . ?
O16 C16 C11 120.7(3) . . ?
C15 C16 C11 121.5(3) . . ?
O17A C17 O17B 122.4(3) . . ?
O17A C17 C11 119.0(3) . . ?
O17B C17 C11 118.5(3) . . ?
C22 C21 C26 117.5(3) . . ?
C22 C21 C27 122.1(3) . . ?
C26 C21 C27 120.4(3) . . ?
O22 C22 C23 118.6(3) . . ?
O22 C22 C21 120.3(3) . . ?
C23 C22 C21 121.1(3) . . ?
C22 C23 C24 119.7(3) . . ?
C25 C24 C23 121.1(3) . . ?
C24 C25 C26 119.5(3) . . ?
O26 C26 C25 118.6(3) . . ?
O26 C26 C21 120.3(3) . . ?
C25 C26 C21 121.1(3) . . ?
O27A C27 O27B 122.5(3) . . ?
O27A C27 C21 118.5(3) . . ?
O27B C27 C21 119.0(3) . . ?
C31 N32 C33 115.0(3) . . ?
C35 N34 C33 114.8(3) . . ?
C35 N36 C31 118.6(3) . . ?
N32 C31 N31 121.8(3) . . ?
N32 C31 N36 122.3(3) . . ?
N31 C31 N36 116.0(3) . . ?
N33 C33 N34 117.5(3) . . ?
N33 C33 N32 115.7(3) . . ?
N34 C33 N32 126.8(3) . . ?
N34 C35 N35 121.0(3) . . ?
N34 C35 N36 122.5(3) . . ?
N35 C35 N36 116.5(3) . . ?
C41 N42 C43 115.4(3) . . ?
C45 N44 C43 115.2(3) . . ?
C41 N46 C45 119.7(3) . . ?
N41 C41 N42 121.7(3) . . ?
N41 C41 N46 117.2(3) . . ?
N42 C41 N46 121.1(3) . . ?
N43 C43 N44 117.2(3) . . ?
N43 C43 N42 116.5(3) . . ?
N44 C43 N42 126.3(3) . . ?
N44 C45 N45 121.0(3) . . ?
N44 C45 N46 122.1(3) . . ?
N45 C45 N46 116.9(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O12 C12 1.365(4) . ?
O16 C16 1.361(4) . ?
O17A C17 1.265(3) . ?
O17B C17 1.281(3) . ?
C11 C12 1.398(4) . ?
C11 C16 1.408(4) . ?
C11 C17 1.490(4) . ?
C12 C13 1.373(4) . ?
C13 C14 1.378(4) . ?
C14 C15 1.387(4) . ?
C15 C16 1.376(4) . ?
O22 C22 1.360(4) . ?
O26 C26 1.353(4) . ?
O27A C27 1.275(3) . ?
O27B C27 1.275(3) . ?
C21 C22 1.403(4) . ?
C21 C26 1.411(4) . ?
C21 C27 1.476(4) . ?
C22 C23 1.377(4) . ?
C23 C24 1.382(4) . ?
C24 C25 1.371(4) . ?
C25 C26 1.383(4) . ?
N31 C31 1.331(4) . ?
N32 C31 1.308(3) . ?
N32 C33 1.358(4) . ?
N33 C33 1.323(3) . ?
N34 C35 1.314(4) . ?
N34 C33 1.348(4) . ?
N35 C35 1.331(4) . ?
N36 C35 1.359(4) . ?
N36 C31 1.363(4) . ?
N41 C41 1.316(4) . ?
N42 C41 1.330(3) . ?
N42 C43 1.362(4) . ?
N43 C43 1.320(3) . ?
N44 C45 1.314(4) . ?
N44 C43 1.357(4) . ?
N45 C45 1.330(4) . ?
N46 C41 1.362(4) . ?
N46 C45 1.364(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195938
