#------------------------------------------------------------------------------
#$Date: 2022-05-03 01:52:46 +0300 (Tue, 03 May 2022) $
#$Revision: 274811 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/48/7244877.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_7244877
loop_
_publ_author_name
'Dey, Sandeep Kumar'
'Harmalkar, Sarvesh S.'
'Yadav, Rahul K. H. O.'
'Lama, Prem'
'Das, Gopal'
_publ_section_title
;
 Structure directing roles of weak noncovalent interactions and
 charge-assisted hydrogen bonds in the self-assembly of solvated podands:
 Example of an anion-assisted dimeric water capsule
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00180B
_journal_year                    2022
_chemical_formula_moiety         'C27 H33 N6, 3(Br), O'
_chemical_formula_sum            'C27 H33 Br3 N6 O'
_chemical_formula_weight         697.29
_chemical_name_systematic
'tris(4-aminopyridinium)mesitylene tribromide'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-09-17 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;
_cell_angle_alpha                104.077(4)
_cell_angle_beta                 105.163(3)
_cell_angle_gamma                96.007(5)
_cell_formula_units_Z            2
_cell_length_a                   10.4686(12)
_cell_length_b                   10.5937(10)
_cell_length_c                   14.3939(18)
_cell_measurement_reflns_used    8052
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.56
_cell_measurement_theta_min      3.13
_cell_volume                     1470.1(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.670
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_Laue_measured_fraction_full 0.818
_diffrn_reflns_Laue_measured_fraction_max 0.670
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8052
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.670
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.522
_diffrn_reflns_theta_min         2.603
_exptl_absorpt_coefficient_mu    4.147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_description       block
_exptl_crystal_F_000             700
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol'
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_transmission_factor_max   0.971
_exptl_transmission_factor_min   0.949
_refine_diff_density_max         0.762
_refine_diff_density_min         -0.985
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       0.0031(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         4542
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0969
_refine_ls_R_factor_gt           0.0503
_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)+(0.0498P)²+5.5563P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1132
_refine_ls_wR_factor_ref         0.1518
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2900
_reflns_number_total             6692
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00180b2.cif
_cod_data_source_block           Pod_Py_NH2_Br
_cod_database_code               7244877
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Br1 Br 0.37935(8) 0.07497(8) 0.78987(6) 0.0569(3) Uani 1 1 d . . . . .
Br2 Br 0.89767(9) 0.36546(8) 0.76289(7) 0.0625(3) Uani 1 1 d . . . . .
Br3 Br 0.42543(10) 0.62205(11) 0.72805(8) 0.0863(4) Uani 1 1 d . . . . .
N1 N 0.2199(5) 0.3296(5) -0.0264(4) 0.0349(12) Uani 1 1 d . . . . .
N5 N -0.0558(6) 0.2700(5) 0.3246(4) 0.0443(14) Uani 1 1 d . . . . .
N3 N 0.3246(5) 0.0305(6) 0.3327(4) 0.0455(15) Uani 1 1 d . . . . .
N2 N 0.4314(6) 0.6891(6) -0.0100(5) 0.0532(16) Uani 1 1 d . . . . .
H2A H 0.461510 0.750242 0.046021 0.064 Uiso 1 1 calc R U . . .
H2B H 0.444714 0.702932 -0.063483 0.064 Uiso 1 1 calc R U . . .
C3 C 0.0639(6) 0.0748(6) 0.2039(5) 0.0371(15) Uani 1 1 d . . . . .
C4 C 0.1759(6) 0.0433(6) 0.1724(5) 0.0357(15) Uani 1 1 d . . . . .
C10 C 0.1346(7) 0.1998(7) -0.0427(5) 0.0415(16) Uani 1 1 d . . . . .
H10A H 0.172557 0.130551 -0.078109 0.050 Uiso 1 1 calc R U . . .
H10B H 0.045705 0.197980 -0.085910 0.050 Uiso 1 1 calc R U . . .
C5 C 0.2048(6) 0.0908(7) 0.0952(5) 0.0394(16) Uani 1 1 d . . . . .
C8 C 0.0255(7) 0.0148(7) 0.2805(5) 0.0415(16) Uani 1 1 d . . . . .
H8A H 0.076116 0.067985 0.346885 0.062 Uiso 1 1 calc R U . . .
H8B H 0.044900 -0.073204 0.270766 0.062 Uiso 1 1 calc R U . . .
H8C H -0.068889 0.011722 0.272389 0.062 Uiso 1 1 calc R U . . .
C2 C -0.0091(6) 0.1639(7) 0.1668(5) 0.0383(15) Uani 1 1 d . . . . .
C15 C 0.2413(7) 0.3553(7) -0.1087(5) 0.0431(17) Uani 1 1 d . . . . .
H15 H 0.205634 0.291316 -0.170244 0.052 Uiso 1 1 calc R U . . .
N6 N 0.1161(7) 0.4098(7) 0.6314(5) 0.073(2) Uani 1 1 d . . . . .
H6A H 0.072236 0.393654 0.671265 0.087 Uiso 1 1 calc R U . . .
H6B H 0.196693 0.454534 0.655316 0.087 Uiso 1 1 calc R U . . .
C6 C 0.1196(6) 0.1678(6) 0.0509(5) 0.0369(15) Uani 1 1 d . . . . .
C13 C 0.3632(6) 0.5714(7) -0.0141(5) 0.0415(17) Uani 1 1 d . . . . .
C1 C 0.0148(6) 0.2088(6) 0.0886(5) 0.0399(16) Uani 1 1 d . . . . .
C12 C 0.3385(7) 0.5432(7) 0.0697(5) 0.0465(18) Uani 1 1 d . . . . .
H12 H 0.371425 0.606244 0.131915 0.056 Uiso 1 1 calc R U . . .
C11 C 0.2666(7) 0.4242(7) 0.0616(5) 0.0486(18) Uani 1 1 d . . . . .
H11 H 0.249461 0.408037 0.118268 0.058 Uiso 1 1 calc R U . . .
C14 C 0.3129(7) 0.4710(7) -0.1046(5) 0.0473(18) Uani 1 1 d . . . . .
H14 H 0.328945 0.484101 -0.162387 0.057 Uiso 1 1 calc R U . . .
C16 C 0.2655(7) -0.0373(7) 0.2233(5) 0.0472(18) Uani 1 1 d . . . . .
H16A H 0.213843 -0.123363 0.214057 0.057 Uiso 1 1 calc R U . . .
H16B H 0.337277 -0.050847 0.192883 0.057 Uiso 1 1 calc R U . . .
C9 C 0.3235(7) 0.0577(8) 0.0601(6) 0.0512(19) Uani 1 1 d . . . . .
H9A H 0.302429 -0.031699 0.017851 0.077 Uiso 1 1 calc R U . . .
H9B H 0.399742 0.066895 0.117020 0.077 Uiso 1 1 calc R U . . .
H9C H 0.344103 0.116875 0.022848 0.077 Uiso 1 1 calc R U . . .
C27 C 0.0688(8) 0.3441(7) 0.3650(6) 0.054(2) Uani 1 1 d . . . . .
H27 H 0.115481 0.363807 0.321957 0.065 Uiso 1 1 calc R U . . .
C22 C -0.1143(7) 0.2143(7) 0.2146(5) 0.0474(18) Uani 1 1 d . . . . .
H22A H -0.149666 0.281925 0.185937 0.057 Uiso 1 1 calc R U . . .
H22B H -0.188172 0.142131 0.200220 0.057 Uiso 1 1 calc R U . . .
C25 C 0.0590(8) 0.3655(8) 0.5320(6) 0.057(2) Uani 1 1 d . . . . .
C23 C -0.1259(8) 0.2472(7) 0.3877(6) 0.0533(19) Uani 1 1 d . . . . .
H23 H -0.213203 0.199388 0.360871 0.064 Uiso 1 1 calc R U . . .
C21 C 0.3052(7) -0.0264(8) 0.4033(6) 0.0518(19) Uani 1 1 d . . . . .
H21 H 0.261980 -0.114094 0.383288 0.062 Uiso 1 1 calc R U . . .
C20 C 0.3461(8) 0.0388(8) 0.5017(6) 0.058(2) Uani 1 1 d . . . . .
H20 H 0.331404 -0.003613 0.548417 0.070 Uiso 1 1 calc R U . . .
C7 C -0.0690(7) 0.2989(7) 0.0442(6) 0.0502(19) Uani 1 1 d . . . . .
H7A H -0.159491 0.252205 0.010725 0.075 Uiso 1 1 calc R U . . .
H7B H -0.031648 0.327398 -0.003054 0.075 Uiso 1 1 calc R U . . .
H7C H -0.069331 0.374654 0.096742 0.075 Uiso 1 1 calc R U . . .
C26 C 0.1291(8) 0.3912(8) 0.4654(6) 0.059(2) Uani 1 1 d . . . . .
H26 H 0.216090 0.439954 0.490080 0.071 Uiso 1 1 calc R U . . .
C24 C -0.0722(9) 0.2922(8) 0.4892(6) 0.059(2) Uani 1 1 d . . . . .
H24 H -0.122695 0.274244 0.530386 0.071 Uiso 1 1 calc R U . . .
C17 C 0.3908(8) 0.1542(8) 0.3618(6) 0.063(2) Uani 1 1 d . . . . .
H17 H 0.407087 0.192859 0.313495 0.076 Uiso 1 1 calc R U . . .
N4 N 0.4473(9) 0.2394(8) 0.6294(6) 0.103(3) Uani 1 1 d . . . . .
H4A H 0.431392 0.203118 0.673470 0.123 Uiso 1 1 calc R U . . .
H4B H 0.487063 0.320591 0.647407 0.123 Uiso 1 1 calc R U . . .
C19 C 0.4103(9) 0.1698(9) 0.5328(6) 0.068(2) Uani 1 1 d . . . . .
O1 O 0.6515(8) 0.4886(8) 0.6432(7) 0.119(3) Uani 1 1 d . . . . .
C18 C 0.4349(9) 0.2250(9) 0.4583(7) 0.074(3) Uani 1 1 d . . . . .
H18 H 0.482033 0.310985 0.476164 0.089 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 '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
C11 N1 C15 118.9(6) . . ?
C11 N1 C10 124.8(6) . . ?
C15 N1 C10 116.1(5) . . ?
C27 N5 C23 118.2(6) . . ?
C27 N5 C22 121.0(6) . . ?
C23 N5 C22 120.8(6) . . ?
C17 N3 C21 118.6(7) . . ?
C17 N3 C16 119.1(6) . . ?
C21 N3 C16 122.1(6) . . ?
C13 N2 H2A 120.0 . . ?
C13 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 C3 C4 119.9(6) . . ?
C2 C3 C8 120.2(6) . . ?
C4 C3 C8 119.8(6) . . ?
C3 C4 C5 119.6(6) . . ?
C3 C4 C16 119.6(6) . . ?
C5 C4 C16 120.8(6) . . ?
N1 C10 C6 115.6(5) . . ?
N1 C10 H10A 108.4 . . ?
C6 C10 H10A 108.4 . . ?
N1 C10 H10B 108.4 . . ?
C6 C10 H10B 108.4 . . ?
H10A C10 H10B 107.4 . . ?
C6 C5 C4 119.0(6) . . ?
C6 C5 C9 120.6(6) . . ?
C4 C5 C9 120.5(6) . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C2 C3 121.1(6) . . ?
C1 C2 C22 120.0(6) . . ?
C3 C2 C22 118.9(6) . . ?
N1 C15 C14 121.9(7) . . ?
N1 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C25 N6 H6A 120.0 . . ?
C25 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C5 C6 C1 121.1(6) . . ?
C5 C6 C10 119.6(6) . . ?
C1 C6 C10 119.2(6) . . ?
N2 C13 C12 122.7(7) . . ?
N2 C13 C14 120.9(7) . . ?
C12 C13 C14 116.5(6) . . ?
C2 C1 C6 118.6(6) . . ?
C2 C1 C7 121.3(6) . . ?
C6 C1 C7 120.1(6) . . ?
C11 C12 C13 120.6(7) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
N1 C11 C12 121.5(7) . . ?
N1 C11 H11 119.2 . . ?
C12 C11 H11 119.2 . . ?
C15 C14 C13 120.6(7) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
N3 C16 C4 110.9(6) . . ?
N3 C16 H16A 109.5 . . ?
C4 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
C4 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N5 C27 C26 123.0(7) . . ?
N5 C27 H27 118.5 . . ?
C26 C27 H27 118.5 . . ?
N5 C22 C2 111.0(5) . . ?
N5 C22 H22A 109.4 . . ?
C2 C22 H22A 109.4 . . ?
N5 C22 H22B 109.4 . . ?
C2 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
N6 C25 C24 122.2(7) . . ?
N6 C25 C26 120.8(7) . . ?
C24 C25 C26 116.9(7) . . ?
N5 C23 C24 122.0(7) . . ?
N5 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
C20 C21 N3 122.6(7) . . ?
C20 C21 H21 118.7 . . ?
N3 C21 H21 118.7 . . ?
C21 C20 C19 119.4(8) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C27 C26 C25 119.5(7) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C23 C24 C25 120.4(7) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
N3 C17 C18 122.1(7) . . ?
N3 C17 H17 119.0 . . ?
C18 C17 H17 119.0 . . ?
C19 N4 H4A 120.0 . . ?
C19 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
N4 C19 C20 121.2(8) . . ?
N4 C19 C18 121.9(8) . . ?
C20 C19 C18 116.9(8) . . ?
C17 C18 C19 120.2(8) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
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
N1 C11 1.343(8) . ?
N1 C15 1.346(8) . ?
N1 C10 1.490(8) . ?
N5 C27 1.350(9) . ?
N5 C23 1.356(9) . ?
N5 C22 1.481(9) . ?
N3 C17 1.329(9) . ?
N3 C21 1.348(9) . ?
N3 C16 1.492(9) . ?
N2 C13 1.350(8) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C3 C2 1.394(9) . ?
C3 C4 1.407(9) . ?
C3 C8 1.516(9) . ?
C4 C5 1.412(9) . ?
C4 C16 1.503(9) . ?
C10 C6 1.509(9) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C5 C6 1.406(9) . ?
C5 C9 1.502(9) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C2 C1 1.392(9) . ?
C2 C22 1.520(9) . ?
C15 C14 1.348(10) . ?
C15 H15 0.9300 . ?
N6 C25 1.338(10) . ?
N6 H6A 0.8600 . ?
N6 H6B 0.8600 . ?
C6 C1 1.408(9) . ?
C13 C12 1.391(10) . ?
C13 C14 1.399(10) . ?
C1 C7 1.506(9) . ?
C12 C11 1.362(10) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C14 H14 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C27 C26 1.358(10) . ?
C27 H27 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C25 C24 1.404(11) . ?
C25 C26 1.409(10) . ?
C23 C24 1.361(10) . ?
C23 H23 0.9300 . ?
C21 C20 1.345(11) . ?
C21 H21 0.9300 . ?
C20 C19 1.386(11) . ?
C20 H20 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C26 H26 0.9300 . ?
C24 H24 0.9300 . ?
C17 C18 1.338(11) . ?
C17 H17 0.9300 . ?
N4 C19 1.337(11) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
C19 C18 1.406(11) . ?
C18 H18 0.9300 . ?
