#------------------------------------------------------------------------------
#$Date: 2021-01-02 03:34:17 +0200 (Sat, 02 Jan 2021) $
#$Revision: 260349 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/98/1559896.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_1559896
loop_
_publ_author_name
'Khadivjam, Tinasadat'
'Che-Quang, Huy'
'Maris, Thierry'
'Ajoyan, Zvart'
'Howarth, Ashlee J.'
'Wuest, James D.'
_publ_section_title
;
 Modular Construction of Porous Hydrogen-Bonded Molecular Materials from
 Melams
;
_journal_issue                   31
_journal_name_full               'Chemistry-A European Journal'
_journal_page_first              7026
_journal_page_last               7040
_journal_paper_doi               10.1002/chem.202000186
_journal_volume                  26
_journal_year                    2020
_chemical_formula_moiety         'C27 H33 N33'
_chemical_formula_sum            'C27 H33 N33'
_chemical_formula_weight         819.86
_chemical_name_systematic
;
N2,N2',N2''-(2,4,6-trimethylbenzene-1,3,5-triyl)
tris[N2-(4,6-diamino-1,3,5-triazin-2-yl)
-1,3,5-triazine-2,4,6-triamine] unknown solvate
;
_space_group_crystal_system      trigonal
_space_group_IT_number           165
_space_group_name_Hall           '-P 3 2"c'
_space_group_name_H-M_alt        'P -3 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-10-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   27.8270(11)
_cell_length_b                   27.8270(11)
_cell_length_c                   21.2262(7)
_cell_measurement_reflns_used    4712
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.400
_cell_measurement_theta_min      3.176
_cell_volume                     14234.3(9)
_computing_cell_refinement
;
SAINT (2013) V8.38A; Integration Software for Single Crystal Data. 
Bruker AXS Inc., Madison, WI 53719-1173.'
;
_computing_data_collection
;
APEX 2 (2013) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction
;
SAINT (2013) V8.38A; Integration Software for Single Crystal Data. 
Bruker AXS Inc., Madison, WI 53719-1173.'
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.3
_diffrn_detector_type            'Bruker APEX2 CCD'
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Smart APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Quazar MX Mirror Optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            64830
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.127
_diffrn_reflns_theta_min         1.833
_diffrn_source                   'Microfocus Source'
_diffrn_source_target            Cu
_diffrn_source_type              'Incoatec I\mS High Brilliance Microsource'
_exptl_absorpt_coefficient_mu    0.344
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. 
wR2(int) was 0.1280 before and 0.0584 after correction. 
The Ratio of minimum to maximum transmission is 0.7514. 
The λ/2 correction factor is Not present.'
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.574
_exptl_crystal_description       Needle
_exptl_crystal_F_000             2556
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         8793
_refine_ls_number_restraints     343
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1187
_refine_ls_R_factor_gt           0.0927
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2953
_refine_ls_wR_factor_ref         0.3123
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4978
_reflns_number_total             8793
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            melam_10_jw2198.cif
_cod_data_source_block           jw2198
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the built-in table derived from the CIF
Core dictionary named 'cif_core.dic' version 2.4.5 last updated on
2014-11-21.

Automatic conversion script
Id: cif_fix_values 8369 2020-08-20 11:38:08Z andrius 
;
_cod_original_cell_volume        14234.3(12)
_cod_database_code               1559896
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 'y, x, -z+1/2'
5 'x-y, -y, -z+1/2'
6 '-x, -x+y, -z+1/2'
7 '-x, -y, -z'
8 'y, -x+y, -z'
9 'x-y, x, -z'
10 '-y, -x, z-1/2'
11 '-x+y, y, z-1/2'
12 'x, x-y, 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 0.33944(11) 0.10063(10) 0.26021(7) 0.0690(6) Uani 1 1 d . U . . .
C7A C 0.35273(19) 0.1272(2) 0.3190(3) 0.0723(14) Uani 0.712(9) 1 d D U . A 1
N2A N 0.33001(15) 0.09481(18) 0.3689(2) 0.0737(14) Uani 0.712(9) 1 d D U . A 1
C8A C 0.34151(18) 0.1221(2) 0.4230(3) 0.0910(18) Uani 0.712(9) 1 d D U . A 1
N3A N 0.3729(2) 0.17752(19) 0.42985(18) 0.0813(17) Uani 0.712(9) 1 d D U . A 1
C9A C 0.3920(2) 0.20295(19) 0.37596(17) 0.0771(16) Uani 0.712(9) 1 d D U . A 1
N4A N 0.3830(2) 0.1795(2) 0.3178(2) 0.0803(16) Uani 0.712(9) 1 d D U . A 1
N5A N 0.3188(3) 0.0904(3) 0.4772(3) 0.108(3) Uani 0.712(9) 1 d D U . A 1
H5AA H 0.298064 0.054099 0.474367 0.129 Uiso 0.712(9) 1 calc R . . A 1
H5AB H 0.325292 0.106692 0.514236 0.129 Uiso 0.712(9) 1 calc R . . A 1
N6A N 0.4238(3) 0.25820(15) 0.37816(13) 0.098(2) Uani 0.712(9) 1 d D U . A 1
H6AA H 0.430883 0.275571 0.414566 0.118 Uiso 0.712(9) 1 calc R . . A 1
H6AB H 0.437620 0.277182 0.343204 0.118 Uiso 0.712(9) 1 calc R . . A 1
C7B C 0.3419(3) 0.1320(4) 0.3149(6) 0.072(3) Uani 0.288(9) 1 d D U . A 2
N2B N 0.3228(2) 0.0982(4) 0.3643(6) 0.155(11) Uani 0.288(9) 1 d D U . A 2
C8B C 0.3272(3) 0.1241(4) 0.4182(6) 0.114(6) Uani 0.288(9) 1 d D U . A 2
N3B N 0.3485(4) 0.1792(4) 0.4256(5) 0.091(5) Uani 0.288(9) 1 d D U . A 2
C9B C 0.3652(4) 0.2057(4) 0.3719(5) 0.107(6) Uani 0.288(9) 1 d D U . A 2
N4B N 0.3631(4) 0.1842(4) 0.3138(4) 0.083(4) Uani 0.288(9) 1 d D U . A 2
N5B N 0.3064(5) 0.0865(9) 0.4680(9) 0.173(14) Uani 0.288(9) 1 d D U . A 2
H5BA H 0.292882 0.050840 0.460917 0.207 Uiso 0.288(9) 1 calc R . . A 2
H5BB H 0.306868 0.098352 0.506552 0.207 Uiso 0.288(9) 1 calc R . . A 2
N6B N 0.3865(7) 0.2605(4) 0.3782(6) 0.113(5) Uani 0.288(9) 1 d D U . A 2
H6BA H 0.388081 0.274804 0.415595 0.136 Uiso 0.288(9) 1 calc R . . A 2
H6BB H 0.399015 0.282166 0.344913 0.136 Uiso 0.288(9) 1 calc R . . A 2
N7 N 0.35418(12) 0.11672(11) 0.15243(8) 0.0746(7) Uani 1 1 d . U . . .
N8 N 0.32150(15) 0.16965(14) 0.09971(10) 0.0926(9) Uani 1 1 d . U . . .
N9 N 0.30565(15) 0.15020(13) 0.20951(10) 0.0905(9) Uani 1 1 d . U . . .
N10 N 0.36788(16) 0.13466(14) 0.04682(10) 0.1085(12) Uani 1 1 d . U . . .
H10A H 0.360652 0.146535 0.011625 0.130 Uiso 1 1 calc R . . . .
H10B H 0.386929 0.117215 0.045802 0.130 Uiso 1 1 calc R . . . .
N11 N 0.2696(2) 0.1981(2) 0.15652(14) 0.153(2) Uani 1 1 d . U . . .
H11A H 0.260655 0.208003 0.121016 0.183 Uiso 1 1 calc R . . . .
H11B H 0.256835 0.202772 0.192560 0.183 Uiso 1 1 calc R . . . .
N12 N 0.44012(12) 0.000000 0.250000 0.0773(10) Uani 1 2 d S TU P . .
N13 N 0.51991(13) 0.03371(18) 0.30774(11) 0.1100(12) Uani 1 1 d . U . . .
N14 N 0.51622(13) 0.0178(2) 0.41637(11) 0.1262(15) Uani 1 1 d . U . . .
N15 N 0.43513(12) -0.01533(17) 0.35567(10) 0.1077(12) Uani 1 1 d . U . . .
N16 N 0.59770(15) 0.0693(3) 0.36812(14) 0.207(3) Uani 1 1 d . U . . .
H16A H 0.618136 0.084861 0.334495 0.248 Uiso 1 1 calc R . . . .
H16B H 0.613624 0.073415 0.405099 0.248 Uiso 1 1 calc R . . . .
N17 N 0.43175(15) -0.0288(3) 0.46180(12) 0.239(4) Uani 1 1 d . U . . .
H17A H 0.448142 -0.027145 0.497847 0.286 Uiso 1 1 calc R . . . .
H17B H 0.395322 -0.045377 0.459832 0.286 Uiso 1 1 calc R . . . .
C1 C 0.33903(11) 0.04909(11) 0.25587(7) 0.0613(6) Uani 1 1 d . U . . .
C2 C 0.38844(11) 0.04894(12) 0.25613(8) 0.0637(6) Uani 1 1 d . U . . .
C3 C 0.38649(13) 0.000000 0.250000 0.0642(8) Uani 1 2 d S TU P . .
C4 C 0.28865(13) 0.000000 0.250000 0.0601(8) Uani 1 2 d S TU P . .
C5 C 0.23219(16) 0.000000 0.250000 0.0782(11) Uani 1 2 d S TU P . .
H5A H 0.239519 0.038130 0.254554 0.117 Uiso 0.5 1 calc R . . B -1
H5B H 0.212658 -0.015591 0.210233 0.117 Uiso 0.5 1 calc R . . B -1
H5C H 0.209185 -0.022539 0.285213 0.117 Uiso 0.5 1 calc R . . B -1
C6 C 0.44297(14) 0.10255(16) 0.25942(13) 0.0915(10) Uani 1 1 d . U . . .
H6A H 0.436054 0.133633 0.263846 0.137 Uiso 1 1 calc R . . . .
H6B H 0.464213 0.101681 0.295792 0.137 Uiso 1 1 calc R . . . .
H6C H 0.464125 0.107220 0.220754 0.137 Uiso 1 1 calc R . . . .
C10 C 0.33223(14) 0.12534(13) 0.20417(9) 0.0723(8) Uani 1 1 d . U . . .
C11 C 0.35028(16) 0.14293(14) 0.10072(10) 0.0805(9) Uani 1 1 d . U . . .
C12 C 0.30316(19) 0.17581(17) 0.15571(13) 0.0941(11) Uani 1 1 d . U . . .
C13 C 0.46762(14) 0.00757(17) 0.30836(10) 0.0844(10) Uani 1 1 d . U . . .
C14 C 0.54251(17) 0.0393(2) 0.36304(14) 0.1221(18) Uani 1 1 d . U . . .
C15 C 0.46197(15) -0.0064(2) 0.41039(13) 0.1140(16) Uani 1 1 d . U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 '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
C7A N1 C1 117.0(3) . .
C7A N1 C10 123.2(3) . .
C7B N1 C10 110.8(5) . .
C1 N1 C7B 129.5(5) . .
C1 N1 C10 119.53(17) . .
N2A C7A N1 116.2(4) . .
N4A C7A N1 115.9(4) . .
N4A C7A N2A 127.8(5) . .
C8A N2A C7A 113.9(4) . .
N2A C8A N3A 125.7(4) . .
N2A C8A N5A 116.6(5) . .
N3A C8A N5A 117.7(5) . .
C9A N3A C8A 112.3(4) . .
N3A C9A N4A 127.3(5) . .
N3A C9A N6A 116.6(4) . .
N6A C9A N4A 116.2(4) . .
C7A N4A C9A 113.0(5) . .
C8A N5A H5AA 120.0 . .
C8A N5A H5AB 120.0 . .
H5AA N5A H5AB 120.0 . .
C9A N6A H6AA 120.0 . .
C9A N6A H6AB 120.0 . .
H6AA N6A H6AB 120.0 . .
N2B C7B N1 109.2(9) . .
N4B C7B N1 122.5(9) . .
N4B C7B N2B 128.2(11) . .
C8B N2B C7B 113.7(10) . .
N2B C8B N3B 126.1(10) . .
N2B C8B N5B 110.8(12) . .
N3B C8B N5B 123.2(13) . .
C9B N3B C8B 111.7(9) . .
N3B C9B N4B 128.0(9) . .
N3B C9B N6B 112.7(10) . .
N6B C9B N4B 119.3(9) . .
C7B N4B C9B 112.4(10) . .
C8B N5B H5BA 120.0 . .
C8B N5B H5BB 120.0 . .
H5BA N5B H5BB 120.0 . .
C9B N6B H6BA 120.0 . .
C9B N6B H6BB 120.0 . .
H6BA N6B H6BB 120.0 . .
C10 N7 C11 113.8(2) . .
C11 N8 C12 115.4(2) . .
C10 N9 C12 114.4(2) . .
H10A N10 H10B 120.0 . .
C11 N10 H10A 120.0 . .
C11 N10 H10B 120.0 . .
H11A N11 H11B 120.0 . .
C12 N11 H11A 120.0 . .
C12 N11 H11B 120.0 . .
C13 N12 C3 117.79(18) 5 .
C13 N12 C3 117.78(18) . .
C13 N12 C13 124.4(4) . 5
C13 N13 C14 114.1(3) . .
C15 N14 C14 112.6(3) . .
C13 N15 C15 113.4(3) . .
H16A N16 H16B 120.0 . .
C14 N16 H16A 120.0 . .
C14 N16 H16B 120.0 . .
H17A N17 H17B 120.0 . .
C15 N17 H17A 120.0 . .
C15 N17 H17B 120.0 . .
C2 C1 N1 119.7(3) . .
C2 C1 C4 121.0(3) . .
C4 C1 N1 119.3(3) . .
C1 C2 C6 120.7(3) . .
C3 C2 C1 118.0(3) . .
C3 C2 C6 121.3(3) . .
C2 C3 N12 117.84(18) 5 .
C2 C3 N12 117.84(18) . .
C2 C3 C2 124.3(4) . 5
C1 C4 C1 117.7(3) 5 .
C1 C4 C5 121.15(17) . .
C1 C4 C5 121.15(17) 5 .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5B 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C2 C6 H6A 109.5 . .
C2 C6 H6B 109.5 . .
C2 C6 H6C 109.5 . .
H6A C6 H6B 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N7 C10 N1 114.1(2) . .
N9 C10 N1 117.0(2) . .
N9 C10 N7 128.8(2) . .
N8 C11 N7 123.0(2) . .
N10 C11 N7 118.5(3) . .
N10 C11 N8 117.7(2) . .
N8 C12 N9 123.6(3) . .
N8 C12 N11 117.7(3) . .
N11 C12 N9 117.0(3) . .
N13 C13 N12 117.3(2) . .
N13 C13 N15 128.1(3) . .
N15 C13 N12 114.6(3) . .
N13 C14 N14 126.4(4) . .
N13 C14 N16 118.8(3) . .
N14 C14 N16 114.7(3) . .
N14 C15 N15 124.8(3) . .
N14 C15 N17 117.1(3) . .
N17 C15 N15 117.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C7A 1.402(6) .
N1 C7B 1.433(13) .
N1 C1 1.432(4) .
N1 C10 1.437(3) .
C7A N2A 1.329(4) .
C7A N4A 1.266(5) .
N2A C8A 1.324(4) .
C8A N3A 1.346(5) .
C8A N5A 1.395(4) .
N3A C9A 1.310(4) .
C9A N4A 1.360(4) .
C9A N6A 1.337(5) .
N5A H5AA 0.8800 .
N5A H5AB 0.8800 .
N6A H6AA 0.8800 .
N6A H6AB 0.8800 .
C7B N2B 1.329(4) .
C7B N4B 1.266(5) .
N2B C8B 1.324(4) .
C8B N3B 1.346(5) .
C8B N5B 1.395(4) .
N3B C9B 1.310(4) .
C9B N4B 1.360(4) .
C9B N6B 1.337(5) .
N5B H5BA 0.8800 .
N5B H5BB 0.8800 .
N6B H6BA 0.8800 .
N6B H6BB 0.8800 .
N7 C10 1.335(3) .
N7 C11 1.352(3) .
N8 C11 1.338(4) .
N8 C12 1.338(4) .
N9 C10 1.245(4) .
N9 C12 1.366(4) .
N10 H10A 0.8800 .
N10 H10B 0.8800 .
N10 C11 1.309(3) .
N11 H11A 0.8800 .
N11 H11B 0.8800 .
N11 C12 1.355(5) .
N12 C3 1.492(5) .
N12 C13 1.415(3) .
N12 C13 1.415(3) 5
N13 C13 1.260(4) .
N13 C14 1.304(4) .
N14 C14 1.318(4) .
N14 C15 1.316(5) .
N15 C13 1.287(4) .
N15 C15 1.335(4) .
N16 H16A 0.8800 .
N16 H16B 0.8800 .
N16 C14 1.336(5) .
N17 H17A 0.8800 .
N17 H17B 0.8800 .
N17 C15 1.328(4) .
C1 C2 1.377(4) .
C1 C4 1.390(3) .
C2 C3 1.342(3) .
C2 C6 1.506(4) .
C4 C5 1.571(6) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N5A H5AB N8 0.88 2.24 3.093(8) 163.3 12_556 yes
N5B H5BB N8 0.88 2.38 3.25(2) 166.2 12_556 yes
N10 H10A N3A 0.88 2.12 2.967(5) 160.1 12 yes
N10 H10A N3B 0.88 2.02 2.892(11) 173.1 12 yes
N17 H17A N14 0.88 2.03 2.904(4) 174.4 7_656 yes
