#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:04:39 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301851 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/09/7050920.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_7050920
loop_
_publ_author_name
'Scott, Janet'
'Asami, Masaya'
'Tanaka, Koichi'
_publ_section_title
;
 Novel chromogenic, guest-sensitive host compounds
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1822
_journal_paper_doi               10.1039/b204221e
_journal_volume                  26
_journal_year                    2002
_chemical_formula_moiety         'C42 H30 N2 O2'
_chemical_formula_sum            'C42 H30 N2 O2'
_chemical_formula_weight         594.68
_chemical_melting_point          225.5(15)
_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                71.827(3)
_cell_angle_beta                 89.422(3)
_cell_angle_gamma                78.702(2)
_cell_formula_units_Z            1
_cell_length_a                   5.8554(2)
_cell_length_b                   9.3045(5)
_cell_length_c                   14.6994(5)
_cell_measurement_temperature    123(2)
_cell_volume                     745.04(6)
_computing_cell_refinement       'Nonius Collect'
_computing_data_collection       'Nonius Collect'
_computing_data_reduction        'Nonius Collect'
_computing_molecular_graphics    XSeed
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.860
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measurement_device_type  'Enraf Nonius Kappa CCD'
_diffrn_measurement_method       'ω 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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2518
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.34
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.9959
_exptl_absorpt_correction_T_min  0.9839
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'red/orange dichromic'
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0415
_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)+(0.0500P)²+0.2020P] where P==(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1092
_reflns_number_gt                2079
_reflns_number_total             2518
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b204221e.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/adriana/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 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '224-227' was changed to '225.5(15)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_cell_volume        745.04(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7050920
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 0.07193(17) 0.90951(12) 0.29633(7) 0.0245(3) Uani 1 1 d . . .
N1 N 0.9517(2) 0.96549(14) 0.47734(8) 0.0216(3) Uani 1 1 d . . .
C24 C 0.2927(3) 0.83740(18) 0.04408(11) 0.0273(4) Uani 1 1 d . . .
H24 H 0.1820 0.8437 -0.0046 0.033 Uiso 1 1 calc R . .
C20 C 0.3796(3) 0.88083(17) 0.19222(10) 0.0212(3) Uani 1 1 d . . .
C11 C 0.4457(3) 1.20001(19) 0.23681(11) 0.0263(4) Uani 1 1 d . . .
H11 H 0.5842 1.1423 0.2743 0.032 Uiso 1 1 calc R . .
C2 C 0.7610(3) 0.74817(18) 0.50467(10) 0.0225(3) Uani 1 1 d . . .
C1 C 0.9393(3) 0.81059(17) 0.53143(10) 0.0217(3) Uani 1 1 d . . .
C8 C 0.4588(3) 0.88710(18) 0.35689(11) 0.0238(4) Uani 1 1 d . . .
C21 C 0.6138(3) 0.82154(18) 0.18571(11) 0.0262(4) Uani 1 1 d . . .
H21 H 0.7251 0.8160 0.2339 0.031 Uiso 1 1 calc R . .
C3 C 0.7475(3) 0.59588(19) 0.55579(11) 0.0268(4) Uani 1 1 d . . .
H3 H 0.6232 0.5537 0.5407 0.032 Uiso 1 1 calc R . .
C25 C 0.2189(3) 0.88718(17) 0.12110(10) 0.0246(4) Uani 1 1 d . . .
H25 H 0.0579 0.9259 0.1254 0.030 Uiso 1 1 calc R . .
C9 C 0.2933(2) 0.95043(17) 0.27145(10) 0.0212(3) Uani 1 1 d . . .
C10 C 0.2660(3) 1.12656(18) 0.22865(10) 0.0218(3) Uani 1 1 d . . .
C13 C 0.2247(3) 1.44196(19) 0.13560(12) 0.0308(4) Uani 1 1 d . . .
H13 H 0.2115 1.5493 0.1034 0.037 Uiso 1 1 calc R . .
C6 C 1.1070(3) 0.71863(18) 0.60363(11) 0.0259(4) Uani 1 1 d . . .
H6 H 1.2299 0.7604 0.6204 0.031 Uiso 1 1 calc R . .
C12 C 0.4247(3) 1.35707(19) 0.19069(12) 0.0299(4) Uani 1 1 d . . .
H12 H 0.5484 1.4065 0.1970 0.036 Uiso 1 1 calc R . .
C7 C 0.5953(3) 0.83294(17) 0.42488(10) 0.0234(4) Uani 1 1 d . . .
C14 C 0.0434(3) 1.37006(19) 0.12744(11) 0.0291(4) Uani 1 1 d . . .
H14 H -0.0946 1.4283 0.0899 0.035 Uiso 1 1 calc R . .
C23 C 0.5261(3) 0.77852(18) 0.03748(11) 0.0293(4) Uani 1 1 d . . .
H23 H 0.5762 0.7443 -0.0153 0.035 Uiso 1 1 calc R . .
C4 C 0.9132(3) 0.50573(19) 0.62820(11) 0.0296(4) Uani 1 1 d . . .
H4 H 0.9025 0.4023 0.6622 0.036 Uiso 1 1 calc R . .
C15 C 0.0631(3) 1.21338(18) 0.17397(11) 0.0252(4) Uani 1 1 d . . .
H15 H -0.0623 1.1648 0.1686 0.030 Uiso 1 1 calc R . .
C22 C 0.6857(3) 0.77015(19) 0.10863(12) 0.0307(4) Uani 1 1 d . . .
H22 H 0.8460 0.7289 0.1049 0.037 Uiso 1 1 calc R . .
C5 C 1.0943(3) 0.56682(19) 0.65078(11) 0.0295(4) Uani 1 1 d . . .
H5 H 1.2106 0.5040 0.6990 0.035 Uiso 1 1 calc R . .
H1O H 0.0217 0.9445 0.3622 0.100(9) 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'
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
_geom_angle_publ_flag
N1 N1 C1 114.30(14) 2_776 . ?
C23 C24 C25 120.54(14) . . ?
C21 C20 C25 119.09(14) . . ?
C21 C20 C9 122.15(13) . . ?
C25 C20 C9 118.61(13) . . ?
C10 C11 C12 120.46(14) . . ?
C3 C2 C1 118.56(13) . . ?
C3 C2 C7 118.64(13) . . ?
C1 C2 C7 122.78(13) . . ?
C6 C1 C2 120.17(14) . . ?
C6 C1 N1 122.09(13) . . ?
C2 C1 N1 117.56(12) . . ?
C7 C8 C9 178.23(16) . . ?
C20 C21 C22 120.07(15) . . ?
C4 C3 C2 120.86(14) . . ?
C24 C25 C20 120.38(15) . . ?
O1 C9 C8 109.89(11) . . ?
O1 C9 C20 106.49(11) . . ?
C8 C9 C20 111.02(12) . . ?
O1 C9 C10 110.75(12) . . ?
C8 C9 C10 111.40(12) . . ?
C20 C9 C10 107.15(11) . . ?
C11 C10 C15 118.99(14) . . ?
C11 C10 C9 121.44(13) . . ?
C15 C10 C9 119.39(13) . . ?
C12 C13 C14 119.77(15) . . ?
C5 C6 C1 120.04(14) . . ?
C13 C12 C11 120.28(15) . . ?
C8 C7 C2 172.36(16) . . ?
C13 C14 C15 120.13(14) . . ?
C22 C23 C24 119.23(15) . . ?
C5 C4 C3 119.83(15) . . ?
C14 C15 C10 120.37(15) . . ?
C23 C22 C21 120.68(15) . . ?
C6 C5 C4 120.42(14) . . ?
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 C9 1.4341(17) . ?
N1 N1 1.262(2) 2_776 ?
N1 C1 1.4281(19) . ?
C24 C23 1.384(2) . ?
C24 C25 1.386(2) . ?
C20 C21 1.389(2) . ?
C20 C25 1.393(2) . ?
C20 C9 1.537(2) . ?
C11 C10 1.388(2) . ?
C11 C12 1.387(2) . ?
C2 C3 1.399(2) . ?
C2 C1 1.404(2) . ?
C2 C7 1.444(2) . ?
C1 C6 1.396(2) . ?
C8 C7 1.198(2) . ?
C8 C9 1.484(2) . ?
C21 C22 1.392(2) . ?
C3 C4 1.386(2) . ?
C9 C10 1.537(2) . ?
C10 C15 1.396(2) . ?
C13 C12 1.382(2) . ?
C13 C14 1.385(2) . ?
C6 C5 1.382(2) . ?
C14 C15 1.386(2) . ?
C23 C22 1.383(2) . ?
C4 C5 1.385(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 5248183
