#------------------------------------------------------------------------------
#$Date: 2016-02-16 02:10:39 +0100 (mar 16 de feb de 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/61/7216106.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_7216106
loop_
_publ_author_name
'Jacobs, Ayesha'
'Nassimbeni, Luigi R.'
'Taljaard, Jana H.'
_publ_section_title
;
 Inclusion compounds of isomeric xanthenol hosts with aniline
;
_journal_issue                   120
_journal_name_full               CrystEngComm
_journal_page_first              731
_journal_paper_doi               10.1039/b515436g
_journal_volume                  7
_journal_year                    2005
_chemical_formula_moiety         'C20 H16 O3.C3 H3.5 N0.5'
_chemical_formula_sum            'C23 H19.5 N0.5 O3'
_chemical_formula_weight         350.89
_chemical_name_common
'9-(4-methoxyphenyl)-9H-xanthen-9-ol aniline clathrate'
_chemical_name_systematic
;
9-(4-methoxyphenyl)-9H-xanthen-9-ol aniline clathrate
;
_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                95.69(3)
_cell_angle_beta                 99.32(3)
_cell_angle_gamma                112.12(3)
_cell_formula_units_Z            2
_cell_length_a                   8.4657(17)
_cell_length_b                   9.1803(18)
_cell_length_c                   12.904(3)
_cell_measurement_reflns_used    'All data'
_cell_measurement_temperature    113(2)
_cell_volume                     902.6(4)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (2000)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'X-seed (Barbour, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '1° φ scans and 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  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0475
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7704
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         3.31
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             370
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       N/A
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         3931
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0490
_refine_ls_shift/su_max          0.050
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0842P)²+0.0073P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1509
_reflns_number_gt                2237
_reflns_number_total             3931
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b515436g.txt
_cod_data_source_block           c:A1ANILINE
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        902.6(3)
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C23 H19.50 N0.50 O3'
_cod_database_code               7216106
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
O2 O 0.28962(6) -0.20428(3) 0.53596(3) 0.0496(2) Uani 1 1 d D
C1 C 0.05205(12) -0.22180(11) 0.62113(7) 0.0435(3) Uani 1 1 d .
O1 O -0.06146(7) -0.50825(3) 0.61643(3) 0.0555(2) Uani 1 1 d .
C2 C 0.01056(14) -0.09005(12) 0.61014(9) 0.0540(3) Uani 1 1 d .
H2 H 0.1022 0.0130 0.6209 0.065 Uiso 1 1 calc R
O3 O 0.72056(12) 0.36571(10) 0.91150(7) 0.0812(3) Uani 1 1 d .
C3 C -0.16014(14) -0.10583(14) 0.58412(9) 0.0608(3) Uani 1 1 d .
H3 H -0.1853 -0.0143 0.5771 0.073 Uiso 1 1 calc R
C4 C -0.29443(14) -0.25463(14) 0.56834(9) 0.0596(3) Uani 1 1 d .
H4 H -0.4121 -0.2658 0.5491 0.072 Uiso 1 1 calc R
C5 C -0.25864(14) -0.38670(14) 0.58040(9) 0.0572(3) Uani 1 1 d .
H5 H -0.3508 -0.4892 0.5708 0.069 Uiso 1 1 calc R
C6 C -0.08587(13) -0.36831(12) 0.60677(8) 0.0451(3) Uani 1 1 d .
C7 C 0.25005(12) -0.35404(11) 0.67976(8) 0.0444(3) Uani 1 1 d .
C8 C 0.40833(14) -0.35689(13) 0.72746(9) 0.0554(3) Uani 1 1 d .
H8 H 0.5114 -0.2616 0.7415 0.067 Uiso 1 1 calc R
C9 C 0.41885(15) -0.49477(14) 0.75474(10) 0.0642(3) Uani 1 1 d .
H9 H 0.5286 -0.4940 0.7865 0.077 Uiso 1 1 calc R
C10 C 0.27103(15) -0.63334(13) 0.73616(10) 0.0646(4) Uani 1 1 d .
H10 H 0.2788 -0.7284 0.7547 0.077 Uiso 1 1 calc R
C11 C 0.11228(15) -0.63469(13) 0.69093(10) 0.0595(3) Uani 1 1 d .
H11 H 0.0095 -0.7300 0.6788 0.071 Uiso 1 1 calc R
C12 C 0.10326(13) -0.49574(12) 0.66307(8) 0.0458(3) Uani 1 1 d .
C13 C 0.23943(12) -0.20784(11) 0.63845(7) 0.0420(3) Uani 1 1 d .
C14 C 0.36712(12) -0.05320(11) 0.71119(8) 0.0428(3) Uani 1 1 d .
C15 C 0.50035(13) 0.05930(12) 0.67689(8) 0.0480(3) Uani 1 1 d .
H15 H 0.5133 0.0417 0.6055 0.058 Uiso 1 1 calc R
C16 C 0.61498(14) 0.19745(13) 0.74611(9) 0.0556(3) Uani 1 1 d .
H16 H 0.7056 0.2745 0.7216 0.067 Uiso 1 1 calc R
C17 C 0.59911(15) 0.22454(12) 0.85001(9) 0.0548(3) Uani 1 1 d .
C18 C 0.46628(16) 0.11444(13) 0.88527(9) 0.0604(3) Uani 1 1 d .
H18 H 0.4535 0.1325 0.9566 0.072 Uiso 1 1 calc R
C19 C 0.35145(14) -0.02301(13) 0.81524(8) 0.0538(3) Uani 1 1 d .
H19 H 0.2593 -0.0987 0.8395 0.065 Uiso 1 1 calc R
C20 C 0.7035(3) 0.4014(2) 1.01786(12) 0.1216(8) Uani 1 1 d .
H20A H 0.5931 0.4135 1.0167 0.182 Uiso 1 1 calc R
H20B H 0.8010 0.5009 1.0545 0.182 Uiso 1 1 calc R
H20C H 0.7045 0.3142 1.0557 0.182 Uiso 1 1 calc R
C1G C 0.0844(3) 0.0109(3) 0.10035(18) 0.1453(9) Uani 1 1 d .
H1G H 0.1451 0.0212 0.1712 0.174 Uiso 1 1 calc R
C2G C 0.0588(3) 0.1423(3) 0.06747(19) 0.1363(8) Uani 1 1 d .
C3G C -0.0268(3) 0.1250(3) -0.03609(18) 0.1401(8) Uani 1 1 d .
H3G H -0.0441 0.2132 -0.0608 0.168 Uiso 1 1 calc R
N4G N 0.1085(5) 0.2663(5) 0.1336(3) 0.1652(19) Uani 0.50 1 d P
H1 H 0.21183(14) -0.29996(6) 0.48549(6) 0.093(4) Uiso 1 1 d 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'
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
C13 O2 H1 110.43(9) .
C6 C1 C2 116.90(10) .
C6 C1 C13 121.13(10) .
C2 C1 C13 121.76(9) .
C12 O1 C6 118.19(7) .
C3 C2 C1 121.55(10) .
C3 C2 H2 119.2 .
C1 C2 H2 119.2 .
C17 O3 C20 117.25(12) .
C2 C3 C4 119.87(12) .
C2 C3 H3 120.1 .
C4 C3 H3 120.1 .
C5 C4 C3 120.21(11) .
C5 C4 H4 119.9 .
C3 C4 H4 119.9 .
C4 C5 C6 119.04(10) .
C4 C5 H5 120.5 .
C6 C5 H5 120.5 .
C1 C6 C5 122.40(11) .
C1 C6 O1 122.34(9) .
C5 C6 O1 115.25(9) .
C12 C7 C8 116.79(10) .
C12 C7 C13 121.01(9) .
C8 C7 C13 121.97(9) .
C9 C8 C7 121.50(10) .
C9 C8 H8 119.3 .
C7 C8 H8 119.3 .
C10 C9 C8 120.14(11) .
C10 C9 H9 119.9 .
C8 C9 H9 119.9 .
C11 C10 C9 120.08(12) .
C11 C10 H10 120.0 .
C9 C10 H10 120.0 .
C10 C11 C12 119.33(10) .
C10 C11 H11 120.3 .
C12 C11 H11 120.3 .
O1 C12 C11 115.55(9) .
O1 C12 C7 122.30(10) .
C11 C12 C7 122.14(10) .
O2 C13 C1 108.02(8) .
O2 C13 C7 108.27(8) .
C1 C13 C7 109.47(8) .
O2 C13 C14 106.44(8) .
C1 C13 C14 112.43(9) .
C7 C13 C14 112.00(8) .
C19 C14 C15 118.26(9) .
C19 C14 C13 119.60(9) .
C15 C14 C13 122.14(9) .
C14 C15 C16 120.25(10) .
C14 C15 H15 119.9 .
C16 C15 H15 119.9 .
C17 C16 C15 120.74(11) .
C17 C16 H16 119.6 .
C15 C16 H16 119.6 .
C18 C17 O3 124.58(11) .
C18 C17 C16 119.79(10) .
O3 C17 C16 115.62(11) .
C17 C18 C19 119.07(11) .
C17 C18 H18 120.5 .
C19 C18 H18 120.5 .
C14 C19 C18 121.87(11) .
C14 C19 H19 119.1 .
C18 C19 H19 119.1 .
O3 C20 H20A 109.5 .
O3 C20 H20B 109.5 .
H20A C20 H20B 109.5 .
O3 C20 H20C 109.5 .
H20A C20 H20C 109.5 .
H20B C20 H20C 109.5 .
C3G C1G C2G 121.4(2) 2
C3G C1G H1G 119.3 2
C2G C1G H1G 119.3 .
N4G C2G C3G 123.2(3) .
N4G C2G C1G 118.6(3) .
C3G C2G C1G 118.1(2) .
C1G C3G C2G 120.5(3) 2
C1G C3G H3G 119.8 2
C2G C3G H3G 119.8 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C13 1.4529(11) .
O2 H1 0.9702(5) .
C1 C6 1.3800(14) .
C1 C2 1.3944(16) .
C1 C13 1.5196(15) .
O1 C12 1.3834(12) .
O1 C6 1.3900(12) .
C2 C3 1.3775(16) .
C2 H2 0.9500 .
O3 C17 1.3763(14) .
O3 C20 1.4222(19) .
C3 C4 1.3784(16) .
C3 H3 0.9500 .
C4 C5 1.3729(18) .
C4 H4 0.9500 .
C5 C6 1.3874(15) .
C5 H5 0.9500 .
C7 C12 1.3867(14) .
C7 C8 1.3919(15) .
C7 C13 1.5201(15) .
C8 C9 1.3774(17) .
C8 H8 0.9500 .
C9 C10 1.3730(17) .
C9 H9 0.9500 .
C10 C11 1.3707(17) .
C10 H10 0.9500 .
C11 C12 1.3848(16) .
C11 H11 0.9500 .
C13 C14 1.5218(15) .
C14 C19 1.3816(15) .
C14 C15 1.3819(15) .
C15 C16 1.3840(15) .
C15 H15 0.9500 .
C16 C17 1.3765(16) .
C16 H16 0.9500 .
C17 C18 1.3763(17) .
C18 C19 1.3853(16) .
C18 H18 0.9500 .
C19 H19 0.9500 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C1G C3G 1.300(3) 2
C1G C2G 1.396(4) .
C1G H1G 0.9500 .
C2G N4G 1.238(4) .
C2G C3G 1.376(3) .
C3G C1G 1.300(3) 2
C3G H3G 0.9500 .
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_4
C6 C1 C2 C3 -1.23(16) . .
C13 C1 C2 C3 173.56(10) . .
C1 C2 C3 C4 0.00(18) . .
C2 C3 C4 C5 1.20(18) . .
C3 C4 C5 C6 -1.11(17) . .
C2 C1 C6 C5 1.32(16) . .
C13 C1 C6 C5 -173.50(9) . .
C2 C1 C6 O1 -179.48(9) . .
C13 C1 C6 O1 5.69(14) . .
C4 C5 C6 C1 -0.18(17) . .
C4 C5 C6 O1 -179.43(9) . .
C12 O1 C6 C1 13.61(13) . .
C12 O1 C6 C5 -167.14(9) . .
C12 C7 C8 C9 1.26(17) . .
C13 C7 C8 C9 -173.28(11) . .
C7 C8 C9 C10 -0.71(19) . .
C8 C9 C10 C11 -0.4(2) . .
C9 C10 C11 C12 0.84(19) . .
C6 O1 C12 C11 167.00(9) . .
C6 O1 C12 C7 -13.72(13) . .
C10 C11 C12 O1 179.04(10) . .
C10 C11 C12 C7 -0.25(18) . .
C8 C7 C12 O1 179.97(9) . .
C13 C7 C12 O1 -5.43(15) . .
C8 C7 C12 C11 -0.79(16) . .
C13 C7 C12 C11 173.81(10) . .
C6 C1 C13 O2 95.56(11) . .
C2 C1 C13 O2 -79.01(11) . .
C6 C1 C13 C7 -22.13(12) . .
C2 C1 C13 C7 163.30(9) . .
C6 C1 C13 C14 -147.29(9) . .
C2 C1 C13 C14 38.14(13) . .
C12 C7 C13 O2 -95.54(11) . .
C8 C7 C13 O2 78.77(11) . .
C12 C7 C13 C1 21.99(13) . .
C8 C7 C13 C1 -163.69(9) . .
C12 C7 C13 C14 147.40(10) . .
C8 C7 C13 C14 -38.28(14) . .
O2 C13 C14 C19 -179.95(9) . .
C1 C13 C14 C19 61.96(13) . .
C7 C13 C14 C19 -61.80(13) . .
O2 C13 C14 C15 -0.26(13) . .
C1 C13 C14 C15 -118.35(11) . .
C7 C13 C14 C15 117.88(11) . .
C19 C14 C15 C16 0.51(17) . .
C13 C14 C15 C16 -179.18(10) . .
C14 C15 C16 C17 0.46(18) . .
C20 O3 C17 C18 -1.9(2) . .
C20 O3 C17 C16 177.15(14) . .
C15 C16 C17 C18 -1.02(19) . .
C15 C16 C17 O3 179.87(11) . .
O3 C17 C18 C19 179.60(12) . .
C16 C17 C18 C19 0.58(19) . .
C15 C14 C19 C18 -0.96(18) . .
C13 C14 C19 C18 178.74(11) . .
C17 C18 C19 C14 0.41(19) . .
C3G C1G C2G N4G 176.3(3) 2 .
C3G C1G C2G C3G -1.1(4) 2 .
N4G C2G C3G C1G -176.2(3) . 2
C1G C2G C3G C1G 1.1(4) . 2
