#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:48:54 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179541 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/10/4501089.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_4501089
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                116.417(2)
_cell_angle_beta                 96.957(2)
_cell_angle_gamma                109.554(2)
_cell_formula_units_Z            2
_cell_length_a                   12.7869(10)
_cell_length_b                   14.4399(12)
_cell_length_c                   14.8308(12)
_cell_measurement_reflns_used    6817
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.03
_cell_measurement_theta_min      1.75
_cell_volume                     2189.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.0559
_diffrn_reflns_av_sigmaI/netI    0.0597
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23746
_diffrn_reflns_theta_full        24.03
_diffrn_reflns_theta_max         24.03
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             980
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.699
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.907
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     610
_refine_ls_number_reflns         6817
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.907
_refine_ls_R_factor_all          0.1331
_refine_ls_R_factor_gt           0.0693
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0901P)²+2.4595P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1665
_refine_ls_wR_factor_ref         0.1961
_reflns_number_gt                3731
_reflns_number_total             6817
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200690c_si_002.cif
_cod_data_source_block           9
_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               4501089
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
C51 C 0.1765(3) 0.9717(3) 0.7496(4) 0.0490(11) Uani 1 1 d .
O1P O 0.1482(4) 0.6402(4) 0.7971(4) 0.1235(16) Uani 1 1 d .
C54 C -0.0820(10) 0.2237(6) 0.5995(7) 0.203(5) Uani 1 1 d .
H54A H -0.0178 0.2135 0.6277 0.305 Uiso 1 1 calc R
H54B H -0.0880 0.2047 0.5276 0.305 Uiso 1 1 calc R
H54C H -0.1534 0.1742 0.6005 0.305 Uiso 1 1 calc R
O1W O 0.1339(3) 0.8382(3) 0.9116(3) 0.0842(11) Uiso 1 1 d .
O4 O 0.7639(2) 0.7967(2) 0.7754(2) 0.0504(7) Uani 1 1 d .
O3 O 0.6221(2) 0.6189(2) 0.6866(2) 0.0533(8) Uani 1 1 d .
O15 O 0.4741(3) 0.6482(2) 0.4341(2) 0.0637(9) Uani 1 1 d .
O16 O 0.5876(2) 0.5588(2) 0.4125(2) 0.0628(9) Uani 1 1 d .
C9 C 0.6845(3) 0.8468(3) 0.6160(3) 0.0375(9) Uani 1 1 d .
O6 O 0.8337(3) 1.1367(2) 0.8137(3) 0.0708(10) Uani 1 1 d .
C19 C 0.5823(3) 0.8290(3) 0.6579(3) 0.0343(9) Uani 1 1 d .
O5 O 0.7995(3) 1.0042(2) 0.8573(2) 0.0595(8) Uani 1 1 d .
C50 C 0.4975(3) 0.8655(3) 0.6410(3) 0.0397(9) Uani 1 1 d .
O2 O 0.5862(3) 0.9614(3) 0.5551(3) 0.0635(9) Uani 1 1 d .
C8 C 0.7889(3) 0.9474(3) 0.6764(3) 0.0417(9) Uani 1 1 d .
C10 C 0.6790(3) 0.7605(3) 0.5184(3) 0.0382(9) Uani 1 1 d .
O1 O 0.4025(3) 0.9253(3) 0.5469(3) 0.0745(10) Uani 1 1 d .
C16 C 0.8084(3) 1.0376(3) 0.7877(4) 0.0503(11) Uani 1 1 d .
C14 C 0.8822(3) 0.9648(4) 0.6367(4) 0.0544(11) Uani 1 1 d .
H14 H 0.9500 1.0337 0.6759 0.065 Uiso 1 1 calc R
C20 C 0.5695(3) 0.7699(3) 0.7124(3) 0.0376(9) Uani 1 1 d .
C12 C 0.7741(3) 0.7778(4) 0.4812(3) 0.0509(11) Uani 1 1 d .
H12 H 0.7701 0.7198 0.4167 0.061 Uiso 1 1 calc R
C17 C 0.6582(4) 0.7254(3) 0.7259(3) 0.0425(10) Uani 1 1 d .
C47 C 0.4770(3) 0.7516(3) 0.7518(3) 0.0480(10) Uani 1 1 d .
H47 H 0.4688 0.7115 0.7872 0.058 Uiso 1 1 calc R
C15 C 0.5701(4) 0.6517(3) 0.4515(3) 0.0439(10) Uani 1 1 d .
C13 C 0.8746(4) 0.8800(4) 0.5389(4) 0.0592(12) Uani 1 1 d .
H13 H 0.9370 0.8919 0.5124 0.071 Uiso 1 1 calc R
C49 C 0.4058(3) 0.8471(3) 0.6832(3) 0.0460(10) Uani 1 1 d .
H49 H 0.3501 0.8726 0.6732 0.055 Uiso 1 1 calc R
C18 C 0.4989(3) 0.9212(3) 0.5770(3) 0.0447(10) Uani 1 1 d .
C48 C 0.3967(4) 0.7925(3) 0.7388(3) 0.0528(11) Uani 1 1 d .
H48 H 0.3364 0.7828 0.7680 0.063 Uiso 1 1 calc R
O8 O 0.2153(2) 1.1915(2) 0.7235(2) 0.0510(7) Uani 1 1 d .
O11 O 0.1794(3) 0.9867(2) 0.6691(2) 0.0596(8) Uani 1 1 d .
C38 C 0.2022(3) 1.0764(3) 0.8552(3) 0.0417(10) Uani 1 1 d .
O14 O 0.5316(2) 1.3692(2) 1.0680(3) 0.0657(9) Uani 1 1 d .
C4 C 0.4039(3) 1.1767(3) 0.8534(3) 0.0365(9) Uani 1 1 d .
O7 O 0.3565(2) 1.3684(2) 0.7955(2) 0.0525(7) Uani 1 1 d .
O13 O 0.4287(3) 1.4701(2) 1.1049(3) 0.0669(9) Uani 1 1 d .
O10 O 0.4041(3) 1.0432(3) 0.9555(3) 0.0667(9) Uani 1 1 d .
C3 C 0.4902(3) 1.1400(3) 0.8698(3) 0.0425(10) Uani 1 1 d .
C36 C 0.3238(3) 1.2682(3) 0.9998(3) 0.0380(9) Uani 1 1 d .
C37 C 0.3096(3) 1.1726(3) 0.9050(3) 0.0374(9) Uani 1 1 d .
C35 C 0.2317(3) 1.2652(4) 1.0412(3) 0.0497(11) Uani 1 1 d .
H35 H 0.2412 1.3300 1.1030 0.060 Uiso 1 1 calc R
O12 O 0.1527(3) 0.8786(2) 0.7405(3) 0.0731(10) Uani 1 1 d .
C45 C 0.4383(4) 1.3732(3) 1.0596(3) 0.0415(10) Uani 1 1 d .
C39 C 0.1128(3) 1.0734(4) 0.9001(3) 0.0512(11) Uani 1 1 d .
H39 H 0.0428 1.0069 0.8675 0.061 Uiso 1 1 calc R
C5 C 0.4121(3) 1.2255(3) 0.7892(3) 0.0400(9) Uani 1 1 d .
C46 C 0.3213(4) 1.2649(3) 0.7685(3) 0.0440(10) Uani 1 1 d .
O9 O 0.5887(3) 1.0846(3) 0.9640(3) 0.0824(11) Uani 1 1 d .
C2 C 0.5768(3) 1.1512(3) 0.8217(3) 0.0514(11) Uani 1 1 d .
H2 H 0.6321 1.1251 0.8314 0.062 Uiso 1 1 calc R
N1 N 0.7784(3) 0.5530(4) 0.5949(3) 0.0627(10) Uani 1 1 d .
H1N H 0.7236 0.5656 0.6190 0.081(17) Uiso 1 1 calc R
C7 C 0.4919(3) 1.0859(3) 0.9340(3) 0.0468(10) Uani 1 1 d .
C6 C 0.4998(4) 1.2375(3) 0.7440(3) 0.0544(11) Uani 1 1 d .
H6 H 0.5036 1.2708 0.7026 0.065 Uiso 1 1 calc R
C33 C 0.1273(4) 1.1687(4) 0.9929(3) 0.0550(11) Uani 1 1 d .
H33 H 0.0670 1.1674 1.0223 0.066 Uiso 1 1 calc R
C41 C 0.9684(4) 0.6218(4) 0.5878(4) 0.0650(13) Uani 1 1 d .
H41 H 1.0397 0.6838 0.6093 0.078 Uiso 1 1 calc R
C42 C 0.9525(3) 0.5120(3) 0.5197(3) 0.0440(10) Uani 1 1 d .
C44 C 0.7598(4) 0.4470(4) 0.5298(4) 0.0799(16) Uani 1 1 d .
H44 H 0.6877 0.3868 0.5104 0.096 Uiso 1 1 calc R
C43 C 0.8447(4) 0.4238(4) 0.4902(4) 0.0746(15) Uani 1 1 d .
H43 H 0.8297 0.3482 0.4431 0.090 Uiso 1 1 calc R
C1 C 0.5825(4) 1.1996(4) 0.7607(4) 0.0599(13) Uani 1 1 d .
H1 H 0.6419 1.2072 0.7302 0.072 Uiso 1 1 calc R
C52 C 0.8791(5) 0.6404(4) 0.6243(4) 0.0739(15) Uani 1 1 d .
H52 H 0.8900 0.7149 0.6698 0.089 Uiso 1 1 calc R
C26 C 0.0466(4) 0.3886(4) 0.9180(4) 0.0638(13) Uani 1 1 d .
H26 H -0.0188 0.3222 0.8990 0.077 Uiso 1 1 calc R
N2 N 0.2321(3) 0.4746(4) 0.9099(3) 0.0635(11) Uani 1 1 d .
H2N H 0.292(5) 0.463(4) 0.888(4) 0.094 Uiso 1 1 d .
C21 C 0.0503(3) 0.4942(3) 0.9816(3) 0.0469(10) Uani 1 1 d .
C25 C 0.1386(4) 0.3806(4) 0.8823(4) 0.0688(14) Uani 1 1 d .
H25 H 0.1353 0.3087 0.8386 0.083 Uiso 1 1 calc R
C22 C 0.2386(4) 0.5773(4) 0.9705(4) 0.0836(17) Uani 1 1 d .
H22 H 0.3049 0.6420 0.9875 0.100 Uiso 1 1 calc R
C23 C 0.1503(4) 0.5903(4) 1.0085(4) 0.0760(16) Uani 1 1 d .
H23 H 0.1568 0.6635 1.0524 0.091 Uiso 1 1 calc R
C27 C -0.1578(4) 0.3541(4) 0.6944(4) 0.133(3) Uani 1 1 d G
H27 H -0.2270 0.2887 0.6700 0.159 Uiso 1 1 calc R
C28 C -0.1506(4) 0.4623(5) 0.7608(4) 0.139(3) Uani 1 1 d G
H28 H -0.2150 0.4692 0.7809 0.166 Uiso 1 1 calc R
C29 C -0.0472(5) 0.5600(3) 0.7973(3) 0.137(3) Uani 1 1 d G
H29 H -0.0424 0.6324 0.8418 0.164 Uiso 1 1 calc R
C30 C 0.0490(3) 0.5497(3) 0.7673(3) 0.097(2) Uani 1 1 d G
C31 C 0.0419(4) 0.4415(4) 0.7009(3) 0.142(3) Uani 1 1 d G
H31 H 0.1063 0.4346 0.6808 0.170 Uiso 1 1 calc R
C32 C -0.0615(5) 0.3437(3) 0.6644(3) 0.0931(19) Uani 1 1 d G
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
O12 C51 O11 122.3(4) .
O12 C51 C38 121.2(4) .
O11 C51 C38 116.5(3) .
C8 C9 C10 118.5(3) .
C8 C9 C19 120.5(3) .
C10 C9 C19 120.8(3) .
C50 C19 C20 118.7(3) .
C50 C19 C9 122.5(3) .
C20 C19 C9 118.8(3) .
C19 C50 C49 119.3(4) .
C19 C50 C18 122.5(3) .
C49 C50 C18 118.2(3) .
C14 C8 C9 120.5(4) .
C14 C8 C16 117.2(3) .
C9 C8 C16 122.3(3) .
C12 C10 C9 120.2(3) .
C12 C10 C15 119.1(3) .
C9 C10 C15 120.6(3) .
O6 C16 O5 121.3(4) .
O6 C16 C8 122.2(4) .
O5 C16 C8 116.5(3) .
C13 C14 C8 120.3(4) .
C47 C20 C19 120.5(4) .
C47 C20 C17 120.8(3) .
C19 C20 C17 118.7(3) .
C13 C12 C10 120.7(4) .
O3 C17 O4 123.5(4) .
O3 C17 C20 118.1(4) .
O4 C17 C20 118.4(3) .
C48 C47 C20 120.3(4) .
O15 C15 O16 122.6(4) .
O15 C15 C10 123.4(4) .
O16 C15 C10 114.1(3) .
C12 C13 C14 119.6(4) .
C48 C49 C50 121.2(4) .
O2 C18 O1 122.2(4) .
O2 C18 C50 122.4(4) .
O1 C18 C50 115.3(4) .
C49 C48 C47 119.9(4) .
C37 C38 C39 120.9(4) .
C37 C38 C51 121.9(3) .
C39 C38 C51 117.2(3) .
C5 C4 C3 117.1(3) .
C5 C4 C37 118.9(3) .
C3 C4 C37 123.9(3) .
C2 C3 C4 119.7(4) .
C2 C3 C7 117.1(4) .
C4 C3 C7 123.2(3) .
C35 C36 C37 120.0(3) .
C35 C36 C45 119.0(3) .
C37 C36 C45 120.9(3) .
C38 C37 C36 118.1(3) .
C38 C37 C4 120.5(3) .
C36 C37 C4 121.3(3) .
C33 C35 C36 121.3(4) .
O14 C45 O13 122.8(4) .
O14 C45 C36 123.0(3) .
O13 C45 C36 114.2(3) .
C33 C39 C38 120.4(4) .
C6 C5 C4 122.1(4) .
C6 C5 C46 118.9(4) .
C4 C5 C46 119.1(3) .
O7 C46 O8 124.2(4) .
O7 C46 C5 117.6(4) .
O8 C46 C5 118.2(3) .
C1 C2 C3 121.5(4) .
C52 N1 C44 121.4(4) .
O10 C7 O9 122.6(4) .
O10 C7 C3 122.0(4) .
O9 C7 C3 115.4(4) .
C1 C6 C5 119.5(4) .
C35 C33 C39 119.1(4) .
C42 C41 C52 120.3(4) .
C41 C42 C43 117.2(4) .
C41 C42 C42 122.0(4) 2_766
C43 C42 C42 120.8(4) 2_766
N1 C44 C43 120.9(4) .
C44 C43 C42 120.1(4) .
C2 C1 C6 120.1(4) .
N1 C52 C41 120.2(4) .
C25 C26 C21 120.3(4) .
C22 N2 C25 121.3(4) .
C26 C21 C23 117.5(4) .
C26 C21 C21 121.5(4) 2_567
C23 C21 C21 121.0(4) 2_567
N2 C25 C26 120.1(4) .
N2 C22 C23 121.1(5) .
C22 C23 C21 119.7(4) .
C28 C27 C32 120.0 .
C29 C28 C27 120.0 .
C28 C29 C30 120.0 .
O1P C30 C31 117.7(4) .
O1P C30 C29 122.3(4) .
C31 C30 C29 120.0 .
C32 C31 C30 120.0 .
C31 C32 C27 120.0 .
C31 C32 C54 127.1(6) .
C27 C32 C54 112.8(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C51 O12 1.214(5) .
C51 O11 1.306(5) .
C51 C38 1.510(5) .
O1P C30 1.324(5) .
C54 C32 1.467(8) .
O4 C17 1.257(5) .
O3 C17 1.257(4) .
O15 C15 1.203(4) .
O16 C15 1.314(4) .
C9 C8 1.396(5) .
C9 C10 1.402(5) .
C9 C19 1.508(5) .
O6 C16 1.212(5) .
C19 C50 1.397(5) .
C19 C20 1.400(5) .
O5 C16 1.321(5) .
C50 C49 1.397(5) .
C50 C18 1.491(6) .
O2 C18 1.229(5) .
C8 C14 1.391(5) .
C8 C16 1.502(6) .
C10 C12 1.389(5) .
C10 C15 1.485(5) .
O1 C18 1.289(4) .
C14 C13 1.384(6) .
C20 C47 1.381(5) .
C20 C17 1.512(5) .
C12 C13 1.379(6) .
C47 C48 1.377(6) .
C49 C48 1.362(6) .
O8 C46 1.263(5) .
C38 C37 1.388(5) .
C38 C39 1.390(5) .
O14 C45 1.209(4) .
C4 C5 1.409(5) .
C4 C3 1.414(5) .
C4 C37 1.502(5) .
O7 C46 1.253(4) .
O13 C45 1.313(4) .
O10 C7 1.241(5) .
C3 C2 1.392(5) .
C3 C7 1.478(6) .
C36 C35 1.389(5) .
C36 C37 1.399(5) .
C36 C45 1.494(5) .
C35 C33 1.367(6) .
C39 C33 1.380(6) .
C5 C6 1.375(5) .
C5 C46 1.509(5) .
O9 C7 1.273(5) .
C2 C1 1.362(6) .
N1 C52 1.314(6) .
N1 C44 1.310(6) .
C6 C1 1.387(6) .
C41 C42 1.372(5) .
C41 C52 1.376(6) .
C42 C43 1.378(6) .
C42 C42 1.487(7) 2_766
C44 C43 1.363(6) .
C26 C25 1.364(6) .
C26 C21 1.371(6) .
N2 C22 1.314(6) .
N2 C25 1.320(6) .
C21 C23 1.384(6) .
C21 C21 1.488(7) 2_567
C22 C23 1.352(6) .
C27 C28 1.3900 .
C27 C32 1.3900 .
C28 C29 1.3900 .
C29 C30 1.3900 .
C30 C31 1.3900 .
C31 C32 1.3900 .
