#------------------------------------------------------------------------------
#$Date: 2017-09-19 05:46:45 +0300 (Tue, 19 Sep 2017) $
#$Revision: 201006 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/91/7229183.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_7229183
loop_
_publ_author_name
'Sykes, Nicole Margaret'
'Su, Hong'
'Weber, Edwin'
'Bourne, Susan A.'
'Nassimbeni, Luigi'
_publ_section_title
;
 Crystallisation Temperature Control of Stoichiometry and Selectivity in
 Host- Guest Compounds
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C7CE01414G
_journal_year                    2017
_chemical_formula_moiety         'C28 H18 O2, 2( C4 H10 O1)'
_chemical_formula_sum            'C36 H38 O4'
_chemical_formula_weight         534.66
_chemical_name_systematic
'9,9?-(ethyne-1,2-diyl)-bis(fluoren-9-ol) bis (tert-butanol) 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
_audit_update_record
;
2017-06-23 deposited with the CCDC.
2017-09-18 downloaded from the CCDC.
;
_cell_angle_alpha                92.96(3)
_cell_angle_beta                 102.02(3)
_cell_angle_gamma                117.04(3)
_cell_formula_units_Z            1
_cell_length_a                   8.5974(17)
_cell_length_b                   9.1212(18)
_cell_length_c                   11.602(2)
_cell_measurement_reflns_used    12457
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.95
_cell_measurement_theta_min      1.82
_cell_volume                     781.3(4)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT-Plus and XPREP (Bruker 2004)'
_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      153(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Kappa Duo Apex II diffractometer'
_diffrn_measurement_method       '1.2° 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  0.0161
_diffrn_reflns_av_sigmaI/netI    0.0154
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12457
_diffrn_reflns_theta_full        27.95
_diffrn_reflns_theta_max         27.95
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.9771
_exptl_absorpt_correction_T_min  0.9543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             286
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3722
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0490
_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)+(0.0724P)²+0.2331P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1324
_refine_ls_wR_factor_ref         0.1381
_reflns_number_gt                3214
_reflns_number_total             3722
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ce01414g3.cif
_cod_data_source_block           structure2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/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 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        781.3(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7229183
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
O13 O 0.41951(12) 0.16138(10) 0.45177(8) 0.0313(2) Uani 1 1 d D
O16 O 0.64821(14) 0.13857(11) 0.64853(9) 0.0427(3) Uani 1 1 d DU
H13 H 0.375(2) 0.0567(13) 0.3990(13) 0.053(5) Uiso 1 1 d D
H16 H 0.574(2) 0.164(3) 0.5875(14) 0.073(6) Uiso 1 1 d D
C1 C 0.16297(15) 0.20421(13) 0.35338(10) 0.0241(2) Uani 1 1 d .
C14 C 0.46282(15) 0.43372(14) 0.46827(10) 0.0243(2) Uani 1 1 d .
C6 C 0.09873(15) 0.18227(13) 0.22931(10) 0.0254(2) Uani 1 1 d .
C13 C 0.36791(15) 0.26980(13) 0.38875(10) 0.0230(2) Uani 1 1 d .
C7 C 0.25213(16) 0.23075(14) 0.17583(10) 0.0257(2) Uani 1 1 d .
C12 C 0.41064(15) 0.28337(13) 0.26724(10) 0.0245(2) Uani 1 1 d .
C2 C 0.04753(18) 0.16830(16) 0.42677(13) 0.0340(3) Uani 1 1 d .
H2 H 0.0923 0.1850 0.5111 0.041 Uiso 1 1 calc R
C5 C -0.08532(17) 0.12235(16) 0.17743(13) 0.0356(3) Uani 1 1 d .
H5 H -0.1302 0.1080 0.0933 0.043 Uiso 1 1 calc R
C11 C 0.57579(18) 0.33571(17) 0.24230(13) 0.0370(3) Uani 1 1 d .
H11 H 0.6828 0.3713 0.3047 0.044 Uiso 1 1 calc R
C4 C -0.20130(18) 0.08425(18) 0.25159(16) 0.0441(4) Uani 1 1 d .
H4 H -0.3271 0.0419 0.2175 0.053 Uiso 1 1 calc R
C8 C 0.2596(2) 0.23075(18) 0.05730(11) 0.0372(3) Uani 1 1 d .
H8 H 0.1529 0.1951 -0.0053 0.045 Uiso 1 1 calc R
C16 C 0.7961(2) 0.28788(16) 0.72417(12) 0.0387(3) Uani 1 1 d U
C15 C 0.8904(2) 0.41439(19) 0.64893(16) 0.0466(4) Uani 1 1 d U
H15A H 0.9424 0.3684 0.5993 0.070 Uiso 1 1 calc R
H15B H 0.9870 0.5170 0.7014 0.070 Uiso 1 1 calc R
H15C H 0.8028 0.4395 0.5975 0.070 Uiso 1 1 calc R
C3 C -0.13685(19) 0.10678(18) 0.37412(16) 0.0436(4) Uani 1 1 d .
H3 H -0.2187 0.0802 0.4231 0.052 Uiso 1 1 calc R
C10 C 0.5821(2) 0.3351(2) 0.12313(15) 0.0478(4) Uani 1 1 d .
H10 H 0.6946 0.3703 0.1040 0.057 Uiso 1 1 calc R
C9 C 0.4257(2) 0.2837(2) 0.03231(13) 0.0473(4) Uani 1 1 d .
H9 H 0.4326 0.2849 -0.0483 0.057 Uiso 1 1 calc R
C17 C 0.9246(3) 0.2309(2) 0.7930(2) 0.0836(8) Uani 1 1 d U
H17A H 0.8627 0.1495 0.8415 0.125 Uiso 1 1 calc R
H17B H 1.0309 0.3275 0.8452 0.125 Uiso 1 1 calc R
H17C H 0.9629 0.1792 0.7364 0.125 Uiso 1 1 calc R
C18 C 0.7210(4) 0.3577(2) 0.8038(2) 0.0724(6) Uani 1 1 d U
H18A H 0.6305 0.3817 0.7548 0.109 Uiso 1 1 calc R
H18B H 0.8190 0.4609 0.8549 0.109 Uiso 1 1 calc R
H18C H 0.6643 0.2762 0.8538 0.109 Uiso 1 1 calc 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'
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
C2 C1 C6 121.21(12) .
C2 C1 C13 128.33(11) .
C6 C1 C13 110.46(11) .
C14 C14 C13 179.01(16) 2_666
C5 C6 C1 120.07(12) .
C5 C6 C7 131.26(11) .
C1 C6 C7 108.67(10) .
O13 C13 C14 106.35(9) .
O13 C13 C12 112.97(9) .
C14 C13 C12 111.83(10) .
O13 C13 C1 112.92(9) .
C14 C13 C1 111.30(10) .
C12 C13 C1 101.61(9) .
C8 C7 C12 120.02(12) .
C8 C7 C6 131.11(12) .
C12 C7 C6 108.87(10) .
C11 C12 C7 121.26(12) .
C11 C12 C13 128.36(11) .
C7 C12 C13 110.38(10) .
C1 C2 C3 118.40(13) .
C4 C5 C6 118.48(13) .
C12 C11 C10 118.36(13) .
C3 C4 C5 121.15(13) .
C9 C8 C7 118.70(13) .
O16 C16 C18 108.05(15) .
O16 C16 C15 110.33(12) .
C18 C16 C15 110.42(13) .
O16 C16 C17 104.98(11) .
C18 C16 C17 112.86(18) .
C15 C16 C17 110.05(16) .
C4 C3 C2 120.68(14) .
C9 C10 C11 120.63(14) .
C8 C9 C10 121.04(14) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O13 C13 1.4310(13) .
O16 C16 1.4418(17) .
C1 C2 1.3794(18) .
C1 C6 1.3985(16) .
C1 C13 1.5316(16) .
C14 C14 1.192(2) 2_666
C14 C13 1.4789(16) .
C6 C5 1.3957(17) .
C6 C7 1.4693(18) .
C13 C12 1.5265(16) .
C7 C8 1.3901(18) .
C7 C12 1.4010(16) .
C12 C11 1.3773(18) .
C2 C3 1.398(2) .
C5 C4 1.389(2) .
C11 C10 1.395(2) .
C4 C3 1.381(2) .
C8 C9 1.384(2) .
C16 C18 1.496(3) .
C16 C15 1.517(2) .
C16 C17 1.525(2) .
C10 C9 1.387(2) .
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
C2 C1 C6 C5 -0.28(17) .
C13 C1 C6 C5 179.67(10) .
C2 C1 C6 C7 179.91(10) .
C13 C1 C6 C7 -0.13(12) .
C14 C14 C13 O13 -147(10) 2_666
C14 C14 C13 C12 90(10) 2_666
C14 C14 C13 C1 -23(10) 2_666
C2 C1 C13 O13 59.17(15) .
C6 C1 C13 O13 -120.79(10) .
C2 C1 C13 C14 -60.36(15) .
C6 C1 C13 C14 119.69(11) .
C2 C1 C13 C12 -179.54(11) .
C6 C1 C13 C12 0.51(11) .
C5 C6 C7 C8 -0.3(2) .
C1 C6 C7 C8 179.47(12) .
C5 C6 C7 C12 179.88(12) .
C1 C6 C7 C12 -0.35(13) .
C8 C7 C12 C11 -0.03(18) .
C6 C7 C12 C11 179.81(11) .
C8 C7 C12 C13 -179.15(10) .
C6 C7 C12 C13 0.69(12) .
O13 C13 C12 C11 -58.51(16) .
C14 C13 C12 C11 61.42(16) .
C1 C13 C12 C11 -179.77(12) .
O13 C13 C12 C7 120.53(10) .
C14 C13 C12 C7 -119.53(11) .
C1 C13 C12 C7 -0.72(11) .
C6 C1 C2 C3 0.91(18) .
C13 C1 C2 C3 -179.04(11) .
C1 C6 C5 C4 -0.59(18) .
C7 C6 C5 C4 179.17(12) .
C7 C12 C11 C10 -0.1(2) .
C13 C12 C11 C10 178.90(12) .
C6 C5 C4 C3 0.8(2) .
C12 C7 C8 C9 -0.12(19) .
C6 C7 C8 C9 -179.92(12) .
C5 C4 C3 C2 -0.2(2) .
C1 C2 C3 C4 -0.7(2) .
C12 C11 C10 C9 0.3(2) .
C7 C8 C9 C10 0.4(2) .
C11 C10 C9 C8 -0.4(2) .
