#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:22:39 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180259 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/45/7114537.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_7114537
loop_
_publ_author_name
'Jetti, Ram K. R.'
'Thallapally, Praveen K.'
'Nangia, Ashwini'
'Lam, Chi-Keung'
'Mak, Thomas C. W.'
_publ_section_title
;
 2,4,6-Tris(4-nitrophenoxy)-1,3,5-triazine: a hexagonal host framework
 stabilised by the NO2-trimer supramolecular synthon
;
_journal_issue                   9
_journal_name_full               'Chemical Communications'
_journal_page_first              952
_journal_paper_doi               10.1039/b200152g
_journal_year                    2002
_chemical_formula_sum            'C75 H54 N18 O27'
_chemical_formula_weight         1639.36
_chemical_name_systematic
; 
2,4,6-Tris-(4-nitrophenoxy)-1,3,5-triazine, Hexamethylbenzene solvate
;
_space_group_IT_number           176
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  '-P 6c'
_symmetry_space_group_name_H-M   'P 63/m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            2
_cell_length_a                   14.4433(8)
_cell_length_b                   14.4433(8)
_cell_length_c                   22.5930(18)
_cell_measurement_reflns_used    89
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      -30
_cell_volume                     4081.7(5)
_computing_cell_refinement
;
SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, 
USA (1997)
;
_computing_data_collection
'SMART for Windows NT, Bruker AXS, Inc., Madison, Wisconsin, USA (1997)'
_computing_data_reduction
;
SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, 
USA (1997)
;
_computing_molecular_graphics
'ORTEPII (Johnson, 1976) and PLUTON (Spek, 1992)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD 1000 diffractometer'
_diffrn_measurement_method       'Omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            24677
_diffrn_reflns_theta_full        26.01
_diffrn_reflns_theta_max         26.01
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    0.104
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'hexagonal prism'
_exptl_crystal_F_000             1692
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.43
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       0.012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2757
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0747
_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)+(0.1610P)²+0.9773P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2163
_refine_ls_wR_factor_ref         0.2646
_reflns_number_gt                1724
_reflns_number_total             2757
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b200152g.txt
_cod_data_source_block           3(2).(C6Me6)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P63/m
_cod_database_code               7114537
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -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
O1 O 0.12711(19) 0.5370(2) 0.2500 0.0707(9) Uani 1 2 d S
O2 O -0.0957(2) 0.04658(17) 0.29710(11) 0.0871(8) Uani 1 1 d .
N1 N 0.2631(2) 0.7047(2) 0.2500 0.0552(8) Uani 1 2 d S
N2 N -0.0732(2) 0.0934(3) 0.2500 0.0577(8) Uani 1 2 d S
C1 C 0.2336(3) 0.6008(3) 0.2500 0.0524(9) Uani 1 2 d S
C2 C 0.0841(3) 0.4262(3) 0.2500 0.0593(10) Uani 1 2 d S
C3 C 0.0609(3) 0.3731(3) 0.30242(16) 0.0887(12) Uani 1 1 d .
H3A H 0.0791 0.4107 0.3379 0.106 Uiso 1 1 calc R
C4 C 0.0099(3) 0.2623(2) 0.30255(15) 0.0833(11) Uani 1 1 d .
H4A H -0.0062 0.2247 0.3380 0.100 Uiso 1 1 calc R
C5 C -0.0159(3) 0.2097(3) 0.2500 0.0510(9) Uani 1 2 d S
O3 O 0.07352(13) 0.20577(13) 0.57112(8) 0.0549(6) Uani 1 1 d .
O4 O -0.1825(3) 0.4337(3) 0.5053(3) 0.1608(19) Uani 1 1 d .
O5 O -0.1963(3) 0.4302(3) 0.6016(2) 0.1523(18) Uani 1 1 d .
N3 N 0.10801(15) 0.07172(15) 0.57267(9) 0.0458(6) Uani 1 1 d .
N4 N -0.1668(3) 0.4092(3) 0.5553(3) 0.1117(14) Uani 1 1 d .
C6 C 0.03257(18) 0.09974(18) 0.57268(10) 0.0433(6) Uani 1 1 d .
C7 C 0.0048(2) 0.24798(19) 0.56629(12) 0.0535(7) Uani 1 1 d .
C8 C 0.0014(3) 0.2910(2) 0.51322(15) 0.0708(9) Uani 1 1 d .
H8A H 0.0377 0.2859 0.4805 0.085 Uiso 1 1 calc R
C9 C -0.0574(3) 0.3428(3) 0.5093(2) 0.0874(11) Uani 1 1 d .
H9A H -0.0621 0.3723 0.4736 0.105 Uiso 1 1 calc R
C10 C -0.1086(2) 0.3498(2) 0.5586(2) 0.0761(10) Uani 1 1 d .
C11 C -0.1066(3) 0.3055(3) 0.61081(19) 0.0859(11) Uani 1 1 d .
H11A H -0.1429 0.3107 0.6435 0.103 Uiso 1 1 calc R
C12 C -0.0496(3) 0.2522(3) 0.61497(15) 0.0748(9) Uani 1 1 d .
H12A H -0.0483 0.2197 0.6502 0.090 Uiso 1 1 calc R
C13 C 0.8323(12) 0.4545(10) 0.2500 0.099(5) Uani 0.33 2 d SPD
C14 C 0.8063(10) 0.3982(9) 0.3034(5) 0.143(6) Uani 0.33 1 d PD
C15 C 0.7554(11) 0.2857(9) 0.3017(6) 0.139(6) Uani 0.33 1 d PD
C16 C 0.7248(14) 0.2231(15) 0.2500 0.115(7) Uani 0.33 2 d SPD
C17 C 0.8923(11) 0.5730(10) 0.2500 0.167(5) Uani 0.67 2 d SPD
C18 C 0.830(2) 0.458(2) 0.3608(9) 0.227(16) Uani 0.33 1 d PD
C19 C 0.724(2) 0.220(2) 0.3571(11) 0.216(14) Uani 0.33 1 d PD
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 O1 C2 119.1(3) . .
C1 N1 C1 112.1(3) 3_565 .
O2 N2 O2 122.4(3) 10_556 .
O2 N2 C5 118.81(17) 10_556 .
O2 N2 C5 118.81(17) . .
N1 C1 N1 127.9(3) 2_665 .
N1 C1 O1 119.6(3) 2_665 .
N1 C1 O1 112.5(3) . .
C3 C2 C3 121.3(4) 10_556 .
C3 C2 O1 119.29(19) 10_556 .
C3 C2 O1 119.29(19) . .
C2 C3 C4 119.5(3) . .
C5 C4 C3 118.8(3) . .
C4 C5 C4 122.0(4) 10_556 .
C4 C5 N2 118.98(18) 10_556 .
C4 C5 N2 118.98(18) . .
C6 O3 C7 119.65(18) . .
C6 N3 C6 112.3(2) 3 .
O5 N4 O4 125.0(4) . .
O5 N4 C10 118.2(5) . .
O4 N4 C10 116.8(5) . .
N3 C6 O3 119.6(2) 2 .
N3 C6 N3 127.7(2) 2 .
O3 C6 N3 112.65(19) . .
C8 C7 C12 122.3(3) . .
C8 C7 O3 117.4(2) . .
C12 C7 O3 120.1(2) . .
C7 C8 C9 118.2(3) . .
C10 C9 C8 119.2(3) . .
C11 C10 C9 122.4(3) . .
C11 C10 N4 118.3(4) . .
C9 C10 N4 119.3(4) . .
C10 C11 C12 118.9(3) . .
C7 C12 C11 118.9(3) . .
C16 C13 C14 104.6(10) 2_655 10_556
C16 C13 C14 104.6(10) 2_655 .
C14 C13 C14 119.4(15) 10_556 .
C16 C13 C17 63.1(11) 2_655 .
C14 C13 C17 120.3(7) 10_556 .
C14 C13 C17 120.3(7) . .
C13 C14 C15 118.7(12) . .
C13 C14 C18 119.8(15) . .
C15 C14 C18 121.5(14) . .
C16 C15 C14 125.4(14) . .
C16 C15 C19 113.0(16) . .
C14 C15 C19 121.6(14) . .
C13 C16 C15 107.1(11) 3_665 .
C13 C16 C15 107.1(11) 3_665 10_556
C15 C16 C15 112.3(17) . 10_556
C13 C16 C17 65.1(10) 3_665 3_665
C15 C16 C17 123.6(8) . 3_665
C15 C16 C17 123.6(8) 10_556 3_665
C16 C17 C13 51.8(10) 2_655 .
C19 C18 C14 103.2(18) 2_655 .
C18 C19 C15 109(2) 3_665 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.340(4) .
O1 C2 1.398(4) .
O2 N2 1.214(3) .
N1 C1 1.309(4) 3_565
N1 C1 1.340(4) .
N2 O2 1.214(3) 10_556
N2 C5 1.456(5) .
C1 N1 1.309(4) 2_665
C2 C3 1.359(4) 10_556
C2 C3 1.359(4) .
C3 C4 1.387(4) .
C4 C5 1.357(4) .
C5 C4 1.357(4) 10_556
O3 C6 1.338(3) .
O3 C7 1.405(3) .
O4 N4 1.239(6) .
O5 N4 1.223(6) .
N3 C6 1.315(3) 3
N3 C6 1.339(3) .
N4 C10 1.473(4) .
C6 N3 1.315(3) 2
C7 C8 1.363(4) .
C7 C12 1.371(4) .
C8 C9 1.387(4) .
C9 C10 1.368(5) .
C10 C11 1.350(5) .
C11 C12 1.383(4) .
C13 C16 1.28(2) 2_655
C13 C14 1.397(9) 10_556
C13 C14 1.397(9) .
C13 C17 1.482(9) .
C14 C15 1.411(9) .
C14 C18 1.499(10) .
C15 C16 1.405(9) .
C15 C19 1.495(10) .
C16 C13 1.28(2) 3_665
C16 C15 1.405(9) 10_556
C16 C17 1.46(2) 3_665
C17 C16 1.46(2) 2_655
C18 C19 1.21(3) 2_655
C19 C18 1.21(3) 3_665
