#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/12/7051264.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_7051264
loop_
_publ_author_name
'Christopher Pigge, F.'
'Zheng, Zhanmiao'
'Rath, Nigam P.'
_publ_section_title
;
 1,3,5-Triaroylbenzenes as versatile inclusion hosts via
 C--H···O hydrogen bonding
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              183
_journal_paper_doi               10.1039/a910190j
_journal_volume                  24
_journal_year                    2000
_chemical_formula_moiety         'C27 H15 N3 O9 . C H2 Cl2'
_chemical_formula_sum            'C28 H17 Cl2 N3 O9'
_chemical_formula_weight         610.35
_chemical_name_systematic
;
 ?
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                83.177(1)
_cell_angle_beta                 84.037(1)
_cell_angle_gamma                73.265(1)
_cell_formula_units_Z            2
_cell_length_a                   9.7093(1)
_cell_length_b                   10.3943(2)
_cell_length_c                   14.4467(2)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      2.0
_cell_volume                     1382.62(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1999)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'long-fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.051
_diffrn_reflns_av_sigmaI/netI    0.0387
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18778
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    0.295
_exptl_absorpt_correction_T_max  0.9488
_exptl_absorpt_correction_T_min  0.9089
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5130
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1030
_refine_ls_R_factor_gt           0.0665
_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)+(0.1305P)²+1.1455P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1956
_refine_ls_wR_factor_ref         0.2276
_reflns_number_gt                3372
_reflns_number_total             5130
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            a910190j.txt
_cod_data_source_block           p11399
_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:

'_exptl_crystal_density_meas' value 'no' 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      P-1
_cod_database_code               7051264
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5900(4) 0.2870(4) 0.6612(2) 0.0822(11) Uani 1 1 d . . .
O2 O 0.7325(4) 0.3785(4) 0.5735(2) 0.0716(9) Uani 1 1 d . . .
O3 O 0.3342(3) 0.1635(3) 0.26299(18) 0.0518(7) Uani 1 1 d . . .
O4 O 0.3836(3) 0.4374(3) -0.14983(17) 0.0482(7) Uani 1 1 d . . .
O5 O 0.2881(4) -0.1818(3) -0.1972(3) 0.0827(11) Uani 1 1 d . . .
O6 O 0.1089(3) -0.1372(3) -0.0966(2) 0.0563(7) Uani 1 1 d . . .
O7 O 0.3258(3) 0.8119(3) 0.06147(19) 0.0528(7) Uani 1 1 d . . .
O8 O -0.2194(5) 0.9696(4) 0.4390(3) 0.1062(15) Uani 1 1 d . . .
O9 O -0.0978(4) 1.1127(4) 0.4341(3) 0.0849(11) Uani 1 1 d . . .
N1 N 0.6375(4) 0.3252(4) 0.5844(2) 0.0554(9) Uani 1 1 d . . .
N2 N 0.2122(4) -0.1112(3) -0.1403(2) 0.0448(8) Uani 1 1 d . . .
N3 N -0.1201(5) 1.0133(4) 0.4083(3) 0.0677(11) Uani 1 1 d . . .
C1 C 0.5677(4) 0.3093(4) 0.5019(2) 0.0446(9) Uani 1 1 d . . .
C2 C 0.6031(4) 0.3735(4) 0.4171(2) 0.0408(8) Uani 1 1 d . . .
H2 H 0.6717 0.4224 0.4120 0.049 Uiso 1 1 calc R . .
C3 C 0.5349(4) 0.3635(3) 0.3400(2) 0.0375(8) Uani 1 1 d . . .
H3 H 0.5548 0.4085 0.2820 0.045 Uiso 1 1 calc R . .
C4 C 0.4371(4) 0.2876(3) 0.3475(2) 0.0357(8) Uani 1 1 d . . .
C5 C 0.4072(5) 0.2216(4) 0.4341(3) 0.0515(10) Uani 1 1 d . . .
H5 H 0.3428 0.1682 0.4394 0.062 Uiso 1 1 calc R . .
C6 C 0.4716(5) 0.2347(4) 0.5115(3) 0.0548(11) Uani 1 1 d . . .
H6 H 0.4497 0.1926 0.5702 0.066 Uiso 1 1 calc R . .
C7 C 0.3700(4) 0.2662(3) 0.2646(2) 0.0369(8) Uani 1 1 d . . .
C8 C 0.3496(4) 0.3694(3) 0.1820(2) 0.0340(7) Uani 1 1 d . . .
C9 C 0.3120(4) 0.5070(3) 0.1911(2) 0.0362(8) Uani 1 1 d . . .
H9 H 0.3006 0.5383 0.2506 0.043 Uiso 1 1 calc R . .
C10 C 0.2911(4) 0.5992(3) 0.1110(2) 0.0383(8) Uani 1 1 d . . .
C11 C 0.3072(4) 0.5520(3) 0.0236(2) 0.0395(8) Uani 1 1 d . . .
H11 H 0.2969 0.6136 -0.0301 0.047 Uiso 1 1 calc R . .
C12 C 0.3385(4) 0.4147(3) 0.0146(2) 0.0372(8) Uani 1 1 d . . .
C13 C 0.3608(4) 0.3234(3) 0.0937(2) 0.0361(8) Uani 1 1 d . . .
H13 H 0.3835 0.2304 0.0878 0.043 Uiso 1 1 calc R . .
C14 C 0.3498(4) 0.3695(4) -0.0818(2) 0.0397(8) Uani 1 1 d . . .
C15 C 0.3144(4) 0.2415(3) -0.0930(2) 0.0360(8) Uani 1 1 d . . .
C16 C 0.3858(4) 0.1679(4) -0.1665(2) 0.0423(8) Uani 1 1 d . . .
H16 H 0.4559 0.1977 -0.2059 0.051 Uiso 1 1 calc R . .
C17 C 0.3545(4) 0.0516(4) -0.1819(3) 0.0432(9) Uani 1 1 d . . .
H17 H 0.4037 0.0004 -0.2308 0.052 Uiso 1 1 calc R . .
C18 C 0.2493(4) 0.0119(3) -0.1240(2) 0.0376(8) Uani 1 1 d . . .
C19 C 0.1740(4) 0.0836(4) -0.0512(2) 0.0386(8) Uani 1 1 d . . .
H19 H 0.1019 0.0548 -0.0132 0.046 Uiso 1 1 calc R . .
C20 C 0.2081(4) 0.1986(4) -0.0365(2) 0.0394(8) Uani 1 1 d . . .
H20 H 0.1587 0.2492 0.0127 0.047 Uiso 1 1 calc R . .
C21 C 0.2649(4) 0.7478(3) 0.1178(3) 0.0400(8) Uani 1 1 d . . .
C22 C 0.1632(4) 0.8139(3) 0.1948(3) 0.0402(8) Uani 1 1 d . . .
C23 C 0.0533(4) 0.7630(4) 0.2371(3) 0.0474(9) Uani 1 1 d . . .
H23 H 0.0419 0.6836 0.2179 0.057 Uiso 1 1 calc R . .
C24 C -0.0403(4) 0.8267(4) 0.3071(3) 0.0519(10) Uani 1 1 d . . .
H24 H -0.1155 0.7923 0.3356 0.062 Uiso 1 1 calc R . .
C25 C -0.0194(4) 0.9429(4) 0.3340(3) 0.0503(10) Uani 1 1 d . . .
C26 C 0.0900(5) 0.9953(4) 0.2945(3) 0.0519(10) Uani 1 1 d . . .
H26 H 0.1030 1.0729 0.3156 0.062 Uiso 1 1 calc R . .
C27 C 0.1802(4) 0.9319(4) 0.2235(3) 0.0473(9) Uani 1 1 d . . .
H27 H 0.2536 0.9682 0.1942 0.057 Uiso 1 1 calc R . .
C1S C 0.9289(9) 0.3799(7) 0.2345(5) 0.120(3) Uani 1 1 d . . .
H1SA H 0.8235 0.4002 0.2396 0.144 Uiso 1 1 calc R . .
H1SB H 0.9683 0.2819 0.2341 0.144 Uiso 1 1 calc R . .
Cl1 Cl 0.98210(13) 0.45597(14) 0.12909(10) 0.0781(4) Uani 1 1 d . . .
Cl2 Cl 0.9811(2) 0.4280(2) 0.33180(13) 0.1213(7) 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'
Cl Cl 0.1484 0.1585 '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
O2 N1 O1 123.5(4) . . ?
O2 N1 C1 119.1(4) . . ?
O1 N1 C1 117.4(4) . . ?
O6 N2 O5 123.1(3) . . ?
O6 N2 C18 119.2(3) . . ?
O5 N2 C18 117.7(3) . . ?
O8 N3 O9 124.0(4) . . ?
O8 N3 C25 118.0(4) . . ?
O9 N3 C25 118.0(4) . . ?
C6 C1 C2 122.6(3) . . ?
C6 C1 N1 119.9(3) . . ?
C2 C1 N1 117.5(4) . . ?
C3 C2 C1 118.1(4) . . ?
C2 C3 C4 120.5(3) . . ?
C3 C4 C5 119.5(3) . . ?
C3 C4 C7 121.9(3) . . ?
C5 C4 C7 118.5(3) . . ?
C6 C5 C4 120.1(4) . . ?
C1 C6 C5 119.1(4) . . ?
O3 C7 C4 120.1(3) . . ?
O3 C7 C8 119.8(3) . . ?
C4 C7 C8 120.1(3) . . ?
C9 C8 C13 119.9(3) . . ?
C9 C8 C7 122.4(3) . . ?
C13 C8 C7 117.5(3) . . ?
C8 C9 C10 119.8(3) . . ?
C11 C10 C9 119.7(3) . . ?
C11 C10 C21 119.2(3) . . ?
C9 C10 C21 120.9(3) . . ?
C10 C11 C12 120.7(3) . . ?
C13 C12 C11 119.6(3) . . ?
C13 C12 C14 121.9(3) . . ?
C11 C12 C14 118.5(3) . . ?
C12 C13 C8 120.2(3) . . ?
O4 C14 C15 120.3(3) . . ?
O4 C14 C12 120.6(3) . . ?
C15 C14 C12 119.1(3) . . ?
C16 C15 C20 119.4(3) . . ?
C16 C15 C14 117.9(3) . . ?
C20 C15 C14 122.6(3) . . ?
C17 C16 C15 120.4(3) . . ?
C16 C17 C18 118.4(3) . . ?
C17 C18 C19 122.9(3) . . ?
C17 C18 N2 119.3(3) . . ?
C19 C18 N2 117.7(3) . . ?
C20 C19 C18 117.7(3) . . ?
C19 C20 C15 121.1(3) . . ?
O7 C21 C22 121.0(3) . . ?
O7 C21 C10 119.7(3) . . ?
C22 C21 C10 119.3(3) . . ?
C23 C22 C27 119.4(4) . . ?
C23 C22 C21 122.3(3) . . ?
C27 C22 C21 118.4(3) . . ?
C22 C23 C24 121.2(4) . . ?
C23 C24 C25 117.8(4) . . ?
C26 C25 C24 122.7(4) . . ?
C26 C25 N3 118.9(4) . . ?
C24 C25 N3 118.4(4) . . ?
C25 C26 C27 118.7(4) . . ?
C26 C27 C22 120.3(4) . . ?
Cl2 C1S Cl1 115.0(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
O1 N1 1.222(5) . ?
O2 N1 1.194(5) . ?
O3 C7 1.217(4) . ?
O4 C14 1.214(4) . ?
O5 N2 1.210(4) . ?
O6 N2 1.209(4) . ?
O7 C21 1.206(4) . ?
O8 N3 1.204(5) . ?
O9 N3 1.220(5) . ?
N1 C1 1.479(5) . ?
N2 C18 1.476(5) . ?
N3 C25 1.483(6) . ?
C1 C6 1.362(6) . ?
C1 C2 1.384(5) . ?
C2 C3 1.382(5) . ?
C3 C4 1.388(5) . ?
C4 C5 1.398(5) . ?
C4 C7 1.490(5) . ?
C5 C6 1.375(6) . ?
C7 C8 1.495(5) . ?
C8 C9 1.389(5) . ?
C8 C13 1.398(5) . ?
C9 C10 1.403(5) . ?
C10 C11 1.386(5) . ?
C10 C21 1.506(5) . ?
C11 C12 1.390(5) . ?
C12 C13 1.389(5) . ?
C12 C14 1.505(5) . ?
C14 C15 1.497(5) . ?
C15 C16 1.388(5) . ?
C15 C20 1.391(5) . ?
C16 C17 1.376(5) . ?
C17 C18 1.377(5) . ?
C18 C19 1.381(5) . ?
C19 C20 1.374(5) . ?
C21 C22 1.499(5) . ?
C22 C23 1.379(5) . ?
C22 C27 1.399(5) . ?
C23 C24 1.382(6) . ?
C24 C25 1.385(6) . ?
C25 C26 1.373(6) . ?
C26 C27 1.377(6) . ?
C1S Cl2 1.716(7) . ?
C1S Cl1 1.732(7) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 N1 C1 C6 172.1(4) . . . . ?
O1 N1 C1 C6 -10.7(6) . . . . ?
O2 N1 C1 C2 -8.5(5) . . . . ?
O1 N1 C1 C2 168.8(4) . . . . ?
C6 C1 C2 C3 1.7(6) . . . . ?
N1 C1 C2 C3 -177.7(3) . . . . ?
C1 C2 C3 C4 -2.0(5) . . . . ?
C2 C3 C4 C5 0.4(5) . . . . ?
C2 C3 C4 C7 -175.3(3) . . . . ?
C3 C4 C5 C6 1.6(6) . . . . ?
C7 C4 C5 C6 177.4(4) . . . . ?
C2 C1 C6 C5 0.2(6) . . . . ?
N1 C1 C6 C5 179.6(4) . . . . ?
C4 C5 C6 C1 -1.9(6) . . . . ?
C3 C4 C7 O3 150.5(3) . . . . ?
C5 C4 C7 O3 -25.3(5) . . . . ?
C3 C4 C7 C8 -28.1(5) . . . . ?
C5 C4 C7 C8 156.1(3) . . . . ?
O3 C7 C8 C9 144.4(4) . . . . ?
C4 C7 C8 C9 -37.0(5) . . . . ?
O3 C7 C8 C13 -31.6(5) . . . . ?
C4 C7 C8 C13 147.0(3) . . . . ?
C13 C8 C9 C10 -2.6(5) . . . . ?
C7 C8 C9 C10 -178.5(3) . . . . ?
C8 C9 C10 C11 0.4(5) . . . . ?
C8 C9 C10 C21 -173.8(3) . . . . ?
C9 C10 C11 C12 2.5(5) . . . . ?
C21 C10 C11 C12 176.8(3) . . . . ?
C10 C11 C12 C13 -3.2(5) . . . . ?
C10 C11 C12 C14 177.9(3) . . . . ?
C11 C12 C13 C8 1.0(5) . . . . ?
C14 C12 C13 C8 179.9(3) . . . . ?
C9 C8 C13 C12 1.8(5) . . . . ?
C7 C8 C13 C12 178.0(3) . . . . ?
C13 C12 C14 O4 -152.3(4) . . . . ?
C11 C12 C14 O4 26.6(5) . . . . ?
C13 C12 C14 C15 29.6(5) . . . . ?
C11 C12 C14 C15 -151.6(3) . . . . ?
O4 C14 C15 C16 32.1(5) . . . . ?
C12 C14 C15 C16 -149.8(3) . . . . ?
O4 C14 C15 C20 -144.2(4) . . . . ?
C12 C14 C15 C20 34.0(5) . . . . ?
C20 C15 C16 C17 -1.7(5) . . . . ?
C14 C15 C16 C17 -178.0(3) . . . . ?
C15 C16 C17 C18 1.2(6) . . . . ?
C16 C17 C18 C19 0.0(6) . . . . ?
C16 C17 C18 N2 178.9(3) . . . . ?
O6 N2 C18 C17 -171.4(3) . . . . ?
O5 N2 C18 C17 8.9(5) . . . . ?
O6 N2 C18 C19 7.5(5) . . . . ?
O5 N2 C18 C19 -172.2(4) . . . . ?
C17 C18 C19 C20 -0.7(5) . . . . ?
N2 C18 C19 C20 -179.6(3) . . . . ?
C18 C19 C20 C15 0.2(5) . . . . ?
C16 C15 C20 C19 1.0(5) . . . . ?
C14 C15 C20 C19 177.1(3) . . . . ?
C11 C10 C21 O7 -37.8(5) . . . . ?
C9 C10 C21 O7 136.5(4) . . . . ?
C11 C10 C21 C22 142.2(3) . . . . ?
C9 C10 C21 C22 -43.5(5) . . . . ?
O7 C21 C22 C23 154.7(4) . . . . ?
C10 C21 C22 C23 -25.2(5) . . . . ?
O7 C21 C22 C27 -24.6(5) . . . . ?
C10 C21 C22 C27 155.5(3) . . . . ?
C27 C22 C23 C24 0.1(6) . . . . ?
C21 C22 C23 C24 -179.2(3) . . . . ?
C22 C23 C24 C25 -0.5(6) . . . . ?
C23 C24 C25 C26 -0.5(6) . . . . ?
C23 C24 C25 N3 179.2(4) . . . . ?
O8 N3 C25 C26 176.5(4) . . . . ?
O9 N3 C25 C26 -3.0(6) . . . . ?
O8 N3 C25 C24 -3.3(7) . . . . ?
O9 N3 C25 C24 177.3(4) . . . . ?
C24 C25 C26 C27 1.9(6) . . . . ?
N3 C25 C26 C27 -177.9(4) . . . . ?
C25 C26 C27 C22 -2.2(6) . . . . ?
C23 C22 C27 C26 1.3(6) . . . . ?
C21 C22 C27 C26 -179.4(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21142474
