#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:48:54 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179541 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/10/4501090.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_4501090
loop_
_publ_author_name
'Roy, Sandipan'
'Biradha, Kumar'
_publ_section_title
;
 Two-Component Supramolecular Organic Hosts as Colorimetric Indicators for
 Aromatic Guests: Visual Molecular Recognition via Cation−π
 Interactions
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4120
_journal_paper_doi               10.1021/cg200690c
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C49 H38 N2 O18'
_chemical_formula_weight         942.81
_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                115.035(10)
_cell_angle_beta                 96.909(10)
_cell_angle_gamma                110.169(7)
_cell_formula_units_Z            2
_cell_length_a                   12.872(3)
_cell_length_b                   14.222(4)
_cell_length_c                   14.895(6)
_cell_measurement_reflns_used    8958
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.69
_cell_measurement_theta_min      1.59
_cell_volume                     2202.6(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker CCD APEX 2'
_diffrn_measurement_method       hemisphere
_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  0.0544
_diffrn_reflns_av_sigmaI/netI    0.0663
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            28067
_diffrn_reflns_theta_full        26.69
_diffrn_reflns_theta_max         26.69
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'deep orange'
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             980
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.538
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         8958
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0697
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1747
_refine_ls_wR_factor_ref         0.1951
_reflns_number_gt                4735
_reflns_number_total             8958
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200690c_si_002.cif
_cod_data_source_block           10
_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_values 1715 2011-07-08 13:25:40Z adriana 

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      P-1
_cod_database_code               4501090
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
O11 O 1.09471(18) -0.0422(2) 0.04523(19) 0.0712(6) Uani 1 1 d .
O12 O 0.91277(19) -0.0794(2) 0.0435(2) 0.0878(8) Uani 1 1 d .
O13 O 1.28536(16) -0.19466(16) 0.27509(14) 0.0527(5) Uani 1 1 d .
O14 O 1.14527(16) -0.37280(16) 0.20290(15) 0.0547(5) Uani 1 1 d .
C11 C 1.0959(2) -0.17725(19) 0.14872(18) 0.0366(6) Uani 1 1 d .
C12 C 1.0116(2) -0.1388(2) 0.1341(2) 0.0418(6) Uani 1 1 d .
C13 C 0.9249(2) -0.1530(2) 0.1825(2) 0.0523(7) Uani 1 1 d .
H13 H 0.8688 -0.1279 0.1726 0.063 Uiso 1 1 calc R
C14 C 0.9207(3) -0.2026(3) 0.2438(2) 0.0585(8) Uani 1 1 d .
H14 H 0.8633 -0.2098 0.2761 0.070 Uiso 1 1 calc R
C15 C 1.0021(2) -0.2422(2) 0.2574(2) 0.0524(7) Uani 1 1 d .
H15 H 0.9980 -0.2785 0.2971 0.063 Uiso 1 1 calc R
C16 C 1.0904(2) -0.2275(2) 0.21164(19) 0.0400(6) Uani 1 1 d .
C17 C 1.0083(2) -0.0844(2) 0.0697(2) 0.0486(7) Uani 1 1 d .
C18 C 1.1805(2) -0.2679(2) 0.23154(19) 0.0414(6) Uani 1 1 d .
O23 O 1.32072(18) 0.01251(16) 0.32796(15) 0.0615(6) Uani 1 1 d .
O22 O 0.97020(17) -0.36511(17) -0.06055(17) 0.0681(6) Uani 1 1 d .
O21 O 1.07040(18) -0.46726(16) -0.10274(18) 0.0702(6) Uani 1 1 d .
O24 O 1.3442(2) 0.12410(17) 0.25707(18) 0.0769(7) Uani 1 1 d .
C21 C 1.1908(2) -0.1705(2) 0.09764(19) 0.0375(6) Uani 1 1 d .
C22 C 1.1760(2) -0.2650(2) 0.00407(19) 0.0379(6) Uani 1 1 d .
C23 C 1.2688(2) -0.2608(2) -0.0371(2) 0.0486(7) Uani 1 1 d .
H23 H 1.2598 -0.3251 -0.0974 0.058 Uiso 1 1 calc R
C24 C 1.3726(2) -0.1629(3) 0.0104(2) 0.0581(8) Uani 1 1 d .
H24 H 1.4330 -0.1603 -0.0185 0.070 Uiso 1 1 calc R
C25 C 1.3869(2) -0.0689(3) 0.1008(2) 0.0534(7) Uani 1 1 d .
H25 H 1.4568 -0.0020 0.1323 0.064 Uiso 1 1 calc R
C26 C 1.2975(2) -0.0728(2) 0.1459(2) 0.0437(6) Uani 1 1 d .
C27 C 1.0634(2) -0.3695(2) -0.05408(19) 0.0423(6) Uani 1 1 d .
C28 C 1.3216(2) 0.0292(2) 0.2483(2) 0.0517(7) Uani 1 1 d .
O31 O 1.02409(17) 0.34704(17) 0.55862(16) 0.0631(6) Uani 1 1 d .
O32 O 0.91231(17) 0.43898(17) 0.58526(17) 0.0648(6) Uani 1 1 d .
O33 O 0.70001(17) -0.00127(17) 0.14361(15) 0.0622(6) Uani 1 1 d .
O34 O 0.66948(19) -0.13620(17) 0.18738(19) 0.0759(7) Uani 1 1 d .
C31 C 0.8145(2) 0.1523(2) 0.38139(19) 0.0373(6) Uani 1 1 d .
C32 C 0.8195(2) 0.2362(2) 0.47723(19) 0.0394(6) Uani 1 1 d .
C33 C 0.7235(2) 0.2169(3) 0.5131(2) 0.0535(7) Uani 1 1 d .
H33 H 0.7268 0.2735 0.5765 0.064 Uiso 1 1 calc R
C34 C 0.6241(3) 0.1151(3) 0.4555(3) 0.0665(9) Uani 1 1 d .
H34 H 0.5614 0.1018 0.4812 0.080 Uiso 1 1 calc R
C35 C 0.6165(2) 0.0326(3) 0.3599(2) 0.0578(8) Uani 1 1 d .
H35 H 0.5484 -0.0360 0.3211 0.069 Uiso 1 1 calc R
C36 C 0.7101(2) 0.0510(2) 0.3208(2) 0.0444(6) Uani 1 1 d .
C37 C 0.9287(2) 0.3449(2) 0.5433(2) 0.0430(6) Uani 1 1 d .
C38 C 0.6928(2) -0.0367(2) 0.2132(2) 0.0503(7) Uani 1 1 d .
O41 O 0.73663(17) 0.20766(16) 0.22555(15) 0.0533(5) Uani 1 1 d .
O42 O 0.87758(16) 0.38611(16) 0.31474(15) 0.0549(5) Uani 1 1 d .
O43 O 0.91249(18) 0.03609(19) 0.44247(18) 0.0662(6) Uani 1 1 d .
O44 O 1.09617(18) 0.0740(2) 0.4504(2) 0.0792(7) Uani 1 1 d .
C41 C 0.9167(2) 0.17224(19) 0.34043(18) 0.0359(6) Uani 1 1 d .
C42 C 0.9295(2) 0.2333(2) 0.28636(19) 0.0390(6) Uani 1 1 d .
C43 C 1.0219(2) 0.2542(2) 0.2468(2) 0.0518(7) Uani 1 1 d .
H43 H 1.0306 0.2967 0.2127 0.062 Uiso 1 1 calc R
C44 C 1.1012(2) 0.2114(2) 0.2586(2) 0.0538(7) Uani 1 1 d .
H44 H 1.1604 0.2208 0.2283 0.065 Uiso 1 1 calc R
C45 C 1.0926(2) 0.1554(2) 0.3145(2) 0.0486(7) Uani 1 1 d .
H45 H 1.1486 0.1304 0.3249 0.058 Uiso 1 1 calc R
C46 C 1.0010(2) 0.1349(2) 0.35651(19) 0.0407(6) Uani 1 1 d .
C47 C 0.8415(2) 0.2789(2) 0.27393(19) 0.0408(6) Uani 1 1 d .
C48 C 0.9994(2) 0.0781(2) 0.4200(2) 0.0463(7) Uani 1 1 d .
N1A N 0.7225(2) 0.4508(2) 0.4045(2) 0.0613(7) Uani 1 1 d .
C1A C 0.6206(3) 0.3632(3) 0.3755(3) 0.0716(10) Uani 1 1 d .
H1A H 0.6085 0.2889 0.3287 0.086 Uiso 1 1 calc R
C2A C 0.5321(3) 0.3791(3) 0.4128(3) 0.0678(9) Uani 1 1 d .
H2A H 0.4616 0.3158 0.3925 0.081 Uiso 1 1 calc R
C3A C 0.5477(2) 0.4889(2) 0.4804(2) 0.0450(6) Uani 1 1 d .
C4A C 0.6547(3) 0.5787(3) 0.5090(3) 0.0707(10) Uani 1 1 d .
H4A H 0.6687 0.6542 0.5542 0.085 Uiso 1 1 calc R
C5A C 0.7407(3) 0.5571(3) 0.4711(3) 0.0802(11) Uani 1 1 d .
H5A H 0.8133 0.6182 0.4925 0.096 Uiso 1 1 calc R
N1B N 0.2650(2) 0.5222(2) 0.0850(2) 0.0630(7) Uani 1 1 d .
C1B C 0.3600(3) 0.6164(3) 0.1146(3) 0.0662(9) Uani 1 1 d .
H1B H 0.3637 0.6881 0.1585 0.079 Uiso 1 1 calc R
C2B C 0.4537(3) 0.6106(3) 0.0817(2) 0.0622(8) Uani 1 1 d .
H2B H 0.5202 0.6781 0.1032 0.075 Uiso 1 1 calc R
C3B C 0.4491(2) 0.5048(2) 0.0167(2) 0.0471(7) Uani 1 1 d .
C4B C 0.3478(3) 0.4077(3) -0.0134(3) 0.0782(11) Uani 1 1 d .
H4B H 0.3413 0.3348 -0.0574 0.094 Uiso 1 1 calc R
C5B C 0.2568(3) 0.4188(3) 0.0218(3) 0.0852(12) Uani 1 1 d .
H5B H 0.1886 0.3531 0.0010 0.102 Uiso 1 1 calc R
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_3
C16 C11 C12 118.5(2) .
C16 C11 C21 117.6(2) .
C12 C11 C21 123.9(2) .
C13 C12 C11 119.1(2) .
C13 C12 C17 117.4(2) .
C11 C12 C17 123.5(2) .
C14 C13 C12 121.6(3) .
C13 C14 C15 119.8(2) .
C14 C15 C16 119.8(3) .
C11 C16 C15 121.1(2) .
C11 C16 C18 120.5(2) .
C15 C16 C18 118.3(2) .
O11 C17 O12 122.1(3) .
O11 C17 C12 121.9(2) .
O12 C17 C12 115.9(3) .
O14 C18 O13 124.3(2) .
O14 C18 C16 117.5(2) .
O13 C18 C16 118.2(2) .
C26 C21 C22 118.5(2) .
C26 C21 C11 120.7(2) .
C22 C21 C11 120.7(2) .
C23 C22 C21 119.8(2) .
C23 C22 C27 118.7(2) .
C21 C22 C27 121.5(2) .
C24 C23 C22 120.9(2) .
C25 C24 C23 119.6(2) .
C24 C25 C26 120.6(3) .
C21 C26 C25 120.5(2) .
C21 C26 C28 121.5(2) .
C25 C26 C28 118.0(2) .
O22 C27 O21 121.9(2) .
O22 C27 C22 122.5(2) .
O21 C27 C22 115.5(2) .
O24 C28 O23 122.0(3) .
O24 C28 C26 121.3(3) .
O23 C28 C26 116.6(3) .
C32 C31 C36 118.9(2) .
C32 C31 C41 120.9(2) .
C36 C31 C41 120.1(2) .
C33 C32 C31 120.1(2) .
C33 C32 C37 119.6(2) .
C31 C32 C37 120.3(2) .
C32 C33 C34 120.4(3) .
C35 C34 C33 120.4(3) .
C34 C35 C36 120.4(3) .
C31 C36 C35 119.7(2) .
C31 C36 C38 122.4(2) .
C35 C36 C38 117.8(2) .
O31 C37 O32 122.8(3) .
O31 C37 C32 123.0(2) .
O32 C37 C32 114.2(2) .
O34 C38 O33 120.6(3) .
O34 C38 C36 123.0(3) .
O33 C38 C36 116.3(2) .
C42 C41 C46 118.7(2) .
C42 C41 C31 118.5(2) .
C46 C41 C31 122.8(2) .
C41 C42 C43 121.1(2) .
C41 C42 C47 118.5(2) .
C43 C42 C47 120.4(2) .
C44 C43 C42 119.6(3) .
C45 C44 C43 120.1(2) .
C44 C45 C46 121.1(2) .
C45 C46 C41 119.3(2) .
C45 C46 C48 118.5(2) .
C41 C46 C48 122.2(2) .
O42 C47 O41 123.8(2) .
O42 C47 C42 117.9(2) .
O41 C47 C42 118.3(2) .
O43 C48 O44 121.5(3) .
O43 C48 C46 122.8(2) .
O44 C48 C46 115.6(2) .
C1A N1A C5A 119.8(3) .
N1A C1A C2A 121.6(3) .
C3A C2A C1A 119.9(3) .
C2A C3A C4A 117.2(3) .
C2A C3A C3A 121.9(3) 2_666
C4A C3A C3A 120.8(3) 2_666
C5A C4A C3A 120.1(3) .
N1A C5A C4A 121.3(3) .
C1B N1B C5B 120.8(3) .
N1B C1B C2B 121.0(3) .
C3B C2B C1B 120.0(3) .
C2B C3B C4B 117.5(3) .
C2B C3B C3B 121.3(3) 2_665
C4B C3B C3B 121.2(3) 2_665
C5B C4B C3B 120.0(3) .
N1B C5B C4B 120.7(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O11 C17 1.246(3) .
O12 C17 1.280(3) .
O13 C18 1.255(3) .
O14 C18 1.249(3) .
C11 C16 1.394(4) .
C11 C12 1.406(3) .
C11 C21 1.512(3) .
C12 C13 1.402(3) .
C12 C17 1.470(4) .
C13 C14 1.366(4) .
C14 C15 1.380(4) .
C15 C16 1.395(3) .
C16 C18 1.511(4) .
O23 C28 1.306(4) .
O22 C27 1.218(3) .
O21 C27 1.310(3) .
O24 C28 1.222(3) .
C21 C26 1.391(3) .
C21 C22 1.400(3) .
C22 C23 1.401(3) .
C22 C27 1.477(4) .
C23 C24 1.371(4) .
C24 C25 1.372(4) .
C25 C26 1.398(4) .
C26 C28 1.494(4) .
O31 C37 1.209(3) .
O32 C37 1.320(3) .
O33 C38 1.329(4) .
O34 C38 1.209(3) .
C31 C32 1.396(3) .
C31 C36 1.403(4) .
C31 C41 1.505(3) .
C32 C33 1.392(3) .
C32 C37 1.488(4) .
C33 C34 1.370(4) .
C34 C35 1.373(4) .
C35 C36 1.394(4) .
C36 C38 1.485(4) .
O41 C47 1.254(3) .
O42 C47 1.253(3) .
O43 C48 1.233(3) .
O44 C48 1.303(3) .
C41 C42 1.398(3) .
C41 C46 1.400(3) .
C42 C43 1.387(3) .
C42 C47 1.515(3) .
C43 C44 1.386(4) .
C44 C45 1.366(4) .
C45 C46 1.400(3) .
C46 C48 1.478(4) .
N1A C1A 1.319(4) .
N1A C5A 1.324(4) .
C1A C2A 1.372(4) .
C2A C3A 1.377(4) .
C3A C4A 1.377(4) .
C3A C3A 1.495(5) 2_666
C4A C5A 1.370(4) .
N1B C1B 1.314(4) .
N1B C5B 1.326(4) .
C1B C2B 1.370(4) .
C2B C3B 1.378(4) .
C3B C4B 1.379(4) .
C3B C3B 1.484(5) 2_665
C4B C5B 1.370(4) .
