#------------------------------------------------------------------------------
#$Date: 2022-05-07 02:01:35 +0200 (Sat 07 de May de 2022) $
#$Revision: 275163 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/08/7050809.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_7050809
loop_
_publ_author_name
'Tanaka, Koichi'
'Asami, Masaya'
'Scott, Janet L.'
_publ_section_title
;
 A novel chromogenic host compound that shows sensitive color change
 upon inclusion crystallization
;
_journal_coden_ASTM              JCSDAA
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              378
_journal_page_last               380
_journal_paper_doi               10.1039/b111359c
_journal_volume                  26
_journal_year                    2002
_chemical_formula_moiety         'C42 H30 N2 O2'
_chemical_formula_sum            'C42 H0 N2 O2'
_chemical_formula_weight         594.68
_chemical_name_systematic
; 
3-{4-[4-(3-hydroxy-3,3-diphenyl-prop-1-ynyl)-phenylazo]-phenyl}-1,1-diphenyl-
prop-2-yn-1-ol 
;
_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                103.6430(10)
_cell_angle_beta                 94.729(2)
_cell_angle_gamma                106.122(2)
_cell_formula_units_Z            1
_cell_length_a                   6.7388(2)
_cell_length_b                   8.7259(3)
_cell_length_c                   14.5005(6)
_cell_measurement_temperature    123(2)
_cell_volume                     785.96(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Enraf Nonius Kappa CCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0851
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7755
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         3.31
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.9923
_exptl_absorpt_correction_T_min  0.9847
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dichroic yellow / amber'
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thin elongated plates'
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3796
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.1100
_refine_ls_R_factor_gt           0.0576
_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)+(0.0661P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1427
_reflns_number_gt                2293
_reflns_number_total             3796
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b111359c.txt
_cod_data_source_block           compound_1
_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 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7050809
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
N1 N -0.0052(2) 0.07093(16) -0.00150(10) 0.0237(3) Uani 1 1 d . . .
O1 O 1.22368(17) 0.85341(13) 0.16769(8) 0.0264(3) Uani 1 1 d . . .
C4 C 0.5359(2) 0.4760(2) 0.11906(12) 0.0248(4) Uani 1 1 d . . .
C6 C 0.1645(3) 0.3615(2) 0.06445(12) 0.0250(4) Uani 1 1 d . . .
H6 H 0.0316 0.3773 0.0533 0.030 Uiso 1 1 calc R . .
C2 C 0.3785(2) 0.1802(2) 0.05258(12) 0.0270(4) Uani 1 1 d . . .
H2 H 0.3917 0.0719 0.0347 0.032 Uiso 1 1 calc R . .
C1 C 0.1825(2) 0.20254(19) 0.04017(11) 0.0221(4) Uani 1 1 d . . .
C5 C 0.3393(3) 0.4968(2) 0.10474(12) 0.0261(4) Uani 1 1 d . . .
H5 H 0.3251 0.6047 0.1228 0.031 Uiso 1 1 calc R . .
C9 C 1.0773(2) 0.86209(19) 0.23384(12) 0.0235(4) Uani 1 1 d . . .
C7 C 0.7212(3) 0.6148(2) 0.15960(12) 0.0271(4) Uani 1 1 d . . .
C10 C 1.1654(2) 0.83163(19) 0.32642(12) 0.0238(4) Uani 1 1 d . . .
C3 C 0.5535(3) 0.3151(2) 0.09075(13) 0.0280(4) Uani 1 1 d . . .
H3 H 0.6873 0.2995 0.0980 0.034 Uiso 1 1 calc R . .
C21 C 1.2285(3) 1.1703(2) 0.29201(13) 0.0298(4) Uani 1 1 d . . .
H21 H 1.3604 1.1522 0.3018 0.036 Uiso 1 1 calc R . .
C20 C 1.0490(2) 1.0352(2) 0.25574(12) 0.0237(4) Uani 1 1 d . . .
C11 C 1.0457(3) 0.8303(2) 0.40006(13) 0.0300(4) Uani 1 1 d . . .
H11 H 0.9147 0.8507 0.3924 0.036 Uiso 1 1 calc R . .
C15 C 1.3578(3) 0.8055(2) 0.33875(13) 0.0280(4) Uani 1 1 d . . .
H15 H 1.4418 0.8076 0.2893 0.034 Uiso 1 1 calc R . .
C25 C 0.8571(3) 1.0625(2) 0.24236(13) 0.0296(4) Uani 1 1 d . . .
H25 H 0.7332 0.9718 0.2173 0.035 Uiso 1 1 calc R . .
C13 C 1.3066(3) 0.7714(2) 0.49602(13) 0.0338(4) Uani 1 1 d . . .
H13 H 1.3543 0.7489 0.5534 0.041 Uiso 1 1 calc R . .
C24 C 0.8475(3) 1.2251(2) 0.26614(13) 0.0361(5) Uani 1 1 d . . .
H24 H 0.7159 1.2441 0.2577 0.043 Uiso 1 1 calc R . .
C23 C 1.0256(3) 1.3576(2) 0.30152(14) 0.0386(5) Uani 1 1 d . . .
H23 H 1.0169 1.4674 0.3173 0.046 Uiso 1 1 calc R . .
C12 C 1.1150(3) 0.7997(2) 0.48449(13) 0.0352(5) Uani 1 1 d . . .
H12 H 1.0316 0.7981 0.5342 0.042 Uiso 1 1 calc R . .
C8 C 0.8763(3) 0.7280(2) 0.19221(12) 0.0273(4) Uani 1 1 d . . .
C14 C 1.4280(3) 0.7760(2) 0.42432(13) 0.0336(4) Uani 1 1 d . . .
H14 H 1.5607 0.7590 0.4331 0.040 Uiso 1 1 calc R . .
C22 C 1.2170(3) 1.3305(2) 0.31393(14) 0.0369(5) Uani 1 1 d . . .
H22 H 1.3409 1.4217 0.3375 0.044 Uiso 1 1 calc R . .
H1O H 1.1846 0.8932 0.1162 0.071(7) Uiso 1 1 d 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'
O O 0.0106 0.0060 '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'
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
N1 N1 C1 114.09(17) 2 . ?
C5 C4 C3 118.74(15) . . ?
C5 C4 C7 121.75(15) . . ?
C3 C4 C7 119.49(15) . . ?
C5 C6 C1 120.27(15) . . ?
C3 C2 C1 119.96(15) . . ?
C6 C1 C2 119.82(15) . . ?
C6 C1 N1 116.43(14) . . ?
C2 C1 N1 123.67(14) . . ?
C6 C5 C4 120.51(15) . . ?
O1 C9 C8 109.39(13) . . ?
O1 C9 C10 108.42(12) . . ?
C8 C9 C10 107.81(13) . . ?
O1 C9 C20 109.00(12) . . ?
C8 C9 C20 112.19(13) . . ?
C10 C9 C20 109.96(13) . . ?
C8 C7 C4 178.85(19) . . ?
C15 C10 C11 119.41(16) . . ?
C15 C10 C9 122.37(15) . . ?
C11 C10 C9 118.22(14) . . ?
C2 C3 C4 120.63(15) . . ?
C22 C21 C20 120.80(16) . . ?
C25 C20 C21 119.27(15) . . ?
C25 C20 C9 123.72(15) . . ?
C21 C20 C9 117.00(14) . . ?
C12 C11 C10 120.79(16) . . ?
C10 C15 C14 119.64(16) . . ?
C20 C25 C24 119.31(17) . . ?
C14 C13 C12 119.96(17) . . ?
C23 C24 C25 120.98(17) . . ?
C24 C23 C22 119.68(16) . . ?
C13 C12 C11 119.60(17) . . ?
C7 C8 C9 176.41(17) . . ?
C13 C14 C15 120.58(16) . . ?
C23 C22 C21 119.94(18) . . ?
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 N1 1.270(2) 2 ?
N1 C1 1.423(2) . ?
O1 C9 1.4358(19) . ?
C4 C5 1.392(2) . ?
C4 C3 1.408(2) . ?
C4 C7 1.440(2) . ?
C6 C5 1.382(2) . ?
C6 C1 1.391(2) . ?
C2 C3 1.377(2) . ?
C2 C1 1.391(2) . ?
C9 C8 1.490(2) . ?
C9 C10 1.533(2) . ?
C9 C20 1.538(2) . ?
C7 C8 1.191(2) . ?
C10 C15 1.382(2) . ?
C10 C11 1.391(2) . ?
C21 C22 1.384(2) . ?
C21 C20 1.393(2) . ?
C20 C25 1.385(2) . ?
C11 C12 1.385(2) . ?
C15 C14 1.397(2) . ?
C25 C24 1.400(2) . ?
C13 C14 1.376(3) . ?
C13 C12 1.385(2) . ?
C24 C23 1.374(3) . ?
C23 C22 1.380(3) . ?
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
C5 C6 C1 C2 -2.8(2) . . . . ?
C5 C6 C1 N1 -179.59(15) . . . . ?
C3 C2 C1 C6 1.4(2) . . . . ?
C3 C2 C1 N1 177.90(15) . . . . ?
N1 N1 C1 C6 -161.86(16) 2 . . . ?
N1 N1 C1 C2 21.5(3) 2 . . . ?
C1 C6 C5 C4 1.8(2) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C7 C4 C5 C6 179.09(16) . . . . ?
C5 C4 C7 C8 -150(10) . . . . ?
C3 C4 C7 C8 28(10) . . . . ?
O1 C9 C10 C15 1.5(2) . . . . ?
C8 C9 C10 C15 119.83(16) . . . . ?
C20 C9 C10 C15 -117.57(16) . . . . ?
O1 C9 C10 C11 -178.40(14) . . . . ?
C8 C9 C10 C11 -60.08(18) . . . . ?
C20 C9 C10 C11 62.52(18) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C5 C4 C3 C2 -2.2(2) . . . . ?
C7 C4 C3 C2 179.42(16) . . . . ?
C22 C21 C20 C25 -0.5(3) . . . . ?
C22 C21 C20 C9 -179.83(15) . . . . ?
O1 C9 C20 C25 124.09(16) . . . . ?
C8 C9 C20 C25 2.8(2) . . . . ?
C10 C9 C20 C25 -117.19(17) . . . . ?
O1 C9 C20 C21 -56.63(19) . . . . ?
C8 C9 C20 C21 -177.93(15) . . . . ?
C10 C9 C20 C21 62.10(18) . . . . ?
C15 C10 C11 C12 -1.4(2) . . . . ?
C9 C10 C11 C12 178.52(15) . . . . ?
C11 C10 C15 C14 0.9(2) . . . . ?
C9 C10 C15 C14 -179.06(15) . . . . ?
C21 C20 C25 C24 -0.4(2) . . . . ?
C9 C20 C25 C24 178.87(15) . . . . ?
C20 C25 C24 C23 0.7(3) . . . . ?
C25 C24 C23 C22 0.0(3) . . . . ?
C14 C13 C12 C11 0.8(3) . . . . ?
C10 C11 C12 C13 0.6(3) . . . . ?
C4 C7 C8 C9 -43(12) . . . . ?
O1 C9 C8 C7 69(3) . . . . ?
C10 C9 C8 C7 -48(3) . . . . ?
C20 C9 C8 C7 -170(3) . . . . ?
C12 C13 C14 C15 -1.4(3) . . . . ?
C10 C15 C14 C13 0.5(3) . . . . ?
C24 C23 C22 C21 -0.9(3) . . . . ?
C20 C21 C22 C23 1.2(3) . . . . ?
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2022-05-06T21:20:00+03:00
'Updated bibliographic information.'
2 'Vaitkus, Antanas' 2022-05-07T03:00:00+03:00
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 Replaced the '&#x00A5;' sequences with backslash symbols ('\')
 in multiple data values.
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