#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/08/7050852.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_7050852
loop_
_publ_author_name
'Nassimbeni, Luigi R.'
'Su, Hong'
_publ_section_title
;
 Inclusion compounds of binaphthol with volatile guests: structures,
 selectivity and kinetics of desolvation
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              989
_journal_paper_doi               10.1039/b201255n
_journal_volume                  26
_journal_year                    2002
_chemical_formula_moiety         'C20 H14 O2.C3 H6 O'
_chemical_formula_sum            'C23 H20 O3'
_chemical_formula_weight         344.39
_chemical_name_common            'Binaphthol acetone'
_chemical_name_systematic
; 
2,2'-dihydroxy-1,1'-binaphthyl acetone clathrate  
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.362(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0830(10)
_cell_length_b                   21.2900(10)
_cell_length_c                   11.0940(10)
_cell_measurement_temperature    293(2)
_cell_volume                     1822.2(3)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.941
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'Nonius Kappa CCD diffractometer'
_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     0.71070
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0731
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5938
_diffrn_reflns_theta_full        26.46
_diffrn_reflns_theta_max         26.46
_diffrn_reflns_theta_min         3.82
_exptl_absorpt_coefficient_mu    0.082
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_description       prism
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.130
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       0.042(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3541
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      0.979
_refine_ls_R_factor_all          0.0978
_refine_ls_R_factor_gt           0.0471
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0646P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1308
_reflns_number_gt                1973
_reflns_number_total             3541
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b201255n.txt
_cod_data_source_block           binapact
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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      P21/n
_cod_database_code               7050852
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.11422(17) 0.10810(7) 0.85774(12) 0.0796(5) Uani 1 1 d D . .
O2 O 0.41215(15) -0.01936(6) 0.80422(10) 0.0632(4) Uani 1 1 d D . .
C1 C 0.2420(2) 0.08923(7) 0.69105(14) 0.0478(4) Uani 1 1 d . . .
C2 C 0.1015(2) 0.09823(8) 0.73366(15) 0.0554(5) Uani 1 1 d . . .
C3 C -0.0692(2) 0.09736(9) 0.65035(18) 0.0644(5) Uani 1 1 d . . .
H3 H -0.1630 0.1036 0.6813 0.077 Uiso 1 1 calc R . .
C4 C -0.0958(2) 0.08747(8) 0.52579(18) 0.0621(5) Uani 1 1 d . . .
H4 H -0.2087 0.0865 0.4719 0.074 Uiso 1 1 calc R . .
C5 C 0.0181(3) 0.06805(8) 0.34565(17) 0.0660(6) Uani 1 1 d . . .
H5 H -0.0939 0.0668 0.2905 0.079 Uiso 1 1 calc R . .
C6 C 0.1549(3) 0.05964(9) 0.30017(17) 0.0735(6) Uani 1 1 d . . .
H6 H 0.1361 0.0535 0.2141 0.088 Uiso 1 1 calc R . .
C7 C 0.3240(3) 0.06013(9) 0.38252(17) 0.0698(6) Uani 1 1 d . . .
H7 H 0.4171 0.0538 0.3509 0.084 Uiso 1 1 calc R . .
C8 C 0.3534(2) 0.06981(8) 0.50838(15) 0.0549(5) Uani 1 1 d . . .
H8 H 0.4667 0.0701 0.5616 0.066 Uiso 1 1 calc R . .
C9 C 0.2148(2) 0.07942(7) 0.55981(14) 0.0490(4) Uani 1 1 d . . .
C10 C 0.0436(2) 0.07862(7) 0.47545(15) 0.0529(5) Uani 1 1 d . . .
C11 C 0.4220(2) 0.09039(8) 0.78166(14) 0.0479(4) Uani 1 1 d . . .
C12 C 0.5001(2) 0.03582(8) 0.83664(14) 0.0511(4) Uani 1 1 d . . .
C13 C 0.6681(2) 0.03628(9) 0.92473(14) 0.0604(5) Uani 1 1 d . . .
H13 H 0.7194 -0.0011 0.9603 0.073 Uiso 1 1 calc R . .
C14 C 0.7539(2) 0.09140(10) 0.95710(15) 0.0642(5) Uani 1 1 d . . .
H14 H 0.8638 0.0912 1.0155 0.077 Uiso 1 1 calc R . .
C15 C 0.7658(3) 0.20708(11) 0.93884(18) 0.0748(6) Uani 1 1 d . . .
H15 H 0.8747 0.2079 0.9984 0.090 Uiso 1 1 calc R . .
C16 C 0.6917(3) 0.26184(11) 0.8866(2) 0.0825(6) Uani 1 1 d . . .
H16 H 0.7490 0.2997 0.9114 0.099 Uiso 1 1 calc R . .
C17 C 0.5297(3) 0.26121(10) 0.79573(19) 0.0803(6) Uani 1 1 d . . .
H17 H 0.4797 0.2987 0.7597 0.096 Uiso 1 1 calc R . .
C18 C 0.4441(2) 0.20587(9) 0.75931(17) 0.0646(5) Uani 1 1 d . . .
H18 H 0.3374 0.2062 0.6971 0.078 Uiso 1 1 calc R . .
C19 C 0.5141(2) 0.14824(8) 0.81416(14) 0.0508(5) Uani 1 1 d . . .
C20 C 0.6812(2) 0.14907(9) 0.90459(15) 0.0572(5) Uani 1 1 d . . .
O2G O 0.39783(16) 0.12501(7) 1.08071(11) 0.0719(4) Uani 1 1 d D . .
C2G C 0.4208(2) 0.17729(10) 1.12507(17) 0.0628(5) Uani 1 1 d . . .
C1G C 0.3136(3) 0.23104(11) 1.0617(2) 0.1031(8) Uani 1 1 d . . .
H1G1 H 0.2251 0.2164 0.9884 0.155 Uiso 1 1 calc R . .
H1G2 H 0.3855 0.2611 1.0365 0.155 Uiso 1 1 calc R . .
H1G3 H 0.2605 0.2505 1.1189 0.155 Uiso 1 1 calc R . .
C3G C 0.5583(3) 0.18979(12) 1.2445(2) 0.1052(8) Uani 1 1 d . . .
H3G1 H 0.5148 0.1815 1.3145 0.158 Uiso 1 1 calc R . .
H3G2 H 0.5935 0.2329 1.2467 0.158 Uiso 1 1 calc R . .
H3G3 H 0.6559 0.1631 1.2498 0.158 Uiso 1 1 calc R . .
H2 H 0.478(2) -0.0548(8) 0.8441(19) 0.108(8) Uiso 1 1 d D . .
H1 H 0.233(2) 0.1108(11) 0.9093(16) 0.121(9) 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'
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
C2 O1 H1 111.8(13) . . ?
C12 O2 H2 112.7(13) . . ?
C2 C1 C9 118.96(14) . . ?
C2 C1 C11 120.34(13) . . ?
C9 C1 C11 120.69(14) . . ?
O1 C2 C1 123.32(14) . . ?
O1 C2 C3 115.25(16) . . ?
C1 C2 C3 121.43(15) . . ?
C4 C3 C2 119.86(17) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C10 121.56(15) . . ?
C3 C4 H4 119.2 . . ?
C10 C4 H4 119.2 . . ?
C6 C5 C10 120.92(16) . . ?
C6 C5 H5 119.5 . . ?
C10 C5 H5 119.5 . . ?
C5 C6 C7 120.11(16) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C8 C7 C6 120.59(18) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 121.23(16) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C8 C9 C10 117.73(15) . . ?
C8 C9 C1 122.35(14) . . ?
C10 C9 C1 119.92(15) . . ?
C5 C10 C4 122.32(16) . . ?
C5 C10 C9 119.41(17) . . ?
C4 C10 C9 118.26(15) . . ?
C12 C11 C19 118.77(14) . . ?
C12 C11 C1 120.51(14) . . ?
C19 C11 C1 120.71(14) . . ?
O2 C12 C11 118.48(14) . . ?
O2 C12 C13 120.28(15) . . ?
C11 C12 C13 121.24(16) . . ?
C14 C13 C12 119.88(16) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C20 121.77(16) . . ?
C13 C14 H14 119.1 . . ?
C20 C14 H14 119.1 . . ?
C16 C15 C20 121.35(18) . . ?
C16 C15 H15 119.3 . . ?
C20 C15 H15 119.3 . . ?
C15 C16 C17 119.99(19) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.42(19) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 121.34(17) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C18 C19 C20 117.88(15) . . ?
C18 C19 C11 121.97(15) . . ?
C20 C19 C11 120.15(15) . . ?
C15 C20 C14 122.89(17) . . ?
C15 C20 C19 118.95(17) . . ?
C14 C20 C19 118.16(16) . . ?
O2G C2G C3G 120.93(19) . . ?
O2G C2G C1G 121.42(18) . . ?
C3G C2G C1G 117.65(19) . . ?
C2G C1G H1G1 109.5 . . ?
C2G C1G H1G2 109.5 . . ?
H1G1 C1G H1G2 109.5 . . ?
C2G C1G H1G3 109.5 . . ?
H1G1 C1G H1G3 109.5 . . ?
H1G2 C1G H1G3 109.5 . . ?
C2G C3G H3G1 109.5 . . ?
C2G C3G H3G2 109.5 . . ?
H3G1 C3G H3G2 109.5 . . ?
C2G C3G H3G3 109.5 . . ?
H3G1 C3G H3G3 109.5 . . ?
H3G2 C3G H3G3 109.5 . . ?
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 C2 1.366(2) . ?
O1 H1 0.961(14) . ?
O2 C12 1.3646(19) . ?
O2 H2 0.951(12) . ?
C1 C2 1.367(2) . ?
C1 C9 1.422(2) . ?
C1 C11 1.502(2) . ?
C2 C3 1.413(2) . ?
C3 C4 1.350(2) . ?
C3 H3 0.9300 . ?
C4 C10 1.412(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.357(3) . ?
C5 C10 1.411(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.399(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.360(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.416(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.421(2) . ?
C11 C12 1.375(2) . ?
C11 C19 1.428(2) . ?
C12 C13 1.417(2) . ?
C13 C14 1.356(2) . ?
C13 H13 0.9300 . ?
C14 C20 1.410(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.359(3) . ?
C15 C20 1.408(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.393(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.365(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.411(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.422(2) . ?
O2G C2G 1.209(2) . ?
C2G C3G 1.477(3) . ?
C2G C1G 1.481(3) . ?
C1G H1G1 0.9600 . ?
C1G H1G2 0.9600 . ?
C1G H1G3 0.9600 . ?
C3G H3G1 0.9600 . ?
C3G H3G2 0.9600 . ?
C3G H3G3 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O2G 0.961(14) 1.993(14) 2.8494(18) 147.3(18) .
O2 H2 O2G 0.951(12) 1.856(13) 2.8068(17) 179(2) 3_657
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
C9 C1 C2 O1 -179.90(15) . . . . ?
C11 C1 C2 O1 -0.5(2) . . . . ?
C9 C1 C2 C3 0.6(2) . . . . ?
C11 C1 C2 C3 180.00(15) . . . . ?
O1 C2 C3 C4 -179.52(16) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C10 -0.8(3) . . . . ?
C10 C5 C6 C7 1.3(3) . . . . ?
C5 C6 C7 C8 -0.8(3) . . . . ?
C6 C7 C8 C9 0.2(3) . . . . ?
C7 C8 C9 C10 0.0(2) . . . . ?
C7 C8 C9 C1 179.58(15) . . . . ?
C2 C1 C9 C8 179.94(15) . . . . ?
C11 C1 C9 C8 0.6(2) . . . . ?
C2 C1 C9 C10 -0.5(2) . . . . ?
C11 C1 C9 C10 -179.85(14) . . . . ?
C6 C5 C10 C4 -179.92(17) . . . . ?
C6 C5 C10 C9 -1.0(2) . . . . ?
C3 C4 C10 C5 179.81(16) . . . . ?
C3 C4 C10 C9 0.9(2) . . . . ?
C8 C9 C10 C5 0.4(2) . . . . ?
C1 C9 C10 C5 -179.20(14) . . . . ?
C8 C9 C10 C4 179.34(15) . . . . ?
C1 C9 C10 C4 -0.3(2) . . . . ?
C2 C1 C11 C12 92.07(19) . . . . ?
C9 C1 C11 C12 -88.55(19) . . . . ?
C2 C1 C11 C19 -86.72(19) . . . . ?
C9 C1 C11 C19 92.65(18) . . . . ?
C19 C11 C12 O2 -179.35(13) . . . . ?
C1 C11 C12 O2 1.8(2) . . . . ?
C19 C11 C12 C13 0.4(2) . . . . ?
C1 C11 C12 C13 -178.38(13) . . . . ?
O2 C12 C13 C14 -179.50(15) . . . . ?
C11 C12 C13 C14 0.7(2) . . . . ?
C12 C13 C14 C20 -0.5(2) . . . . ?
C20 C15 C16 C17 -1.0(3) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
C16 C17 C18 C19 1.6(3) . . . . ?
C17 C18 C19 C20 -3.0(2) . . . . ?
C17 C18 C19 C11 176.77(16) . . . . ?
C12 C11 C19 C18 178.44(15) . . . . ?
C1 C11 C19 C18 -2.7(2) . . . . ?
C12 C11 C19 C20 -1.8(2) . . . . ?
C1 C11 C19 C20 177.02(14) . . . . ?
C16 C15 C20 C14 -179.80(18) . . . . ?
C16 C15 C20 C19 -0.5(3) . . . . ?
C13 C14 C20 C15 178.43(17) . . . . ?
C13 C14 C20 C19 -0.8(2) . . . . ?
C18 C19 C20 C15 2.5(2) . . . . ?
C11 C19 C20 C15 -177.32(14) . . . . ?
C18 C19 C20 C14 -178.24(15) . . . . ?
C11 C19 C20 C14 2.0(2) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21142211
