#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/22/7222250.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_7222250
loop_
_publ_author_name
'Samipillai, Marivel'
'Batisai, Eustina'
'Nassimbeni, Luigi R.'
'Weber, Edwin'
_publ_section_title
;
 Separation of lutidines by enclathration
;
_journal_issue                   43
_journal_name_full               CrystEngComm
_journal_page_first              8332
_journal_paper_doi               10.1039/C5CE01637A
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C44 H26 O2, 2(C7 H9 N)'
_chemical_formula_sum            'C58 H44 N2 O2'
_chemical_formula_weight         800.95
_chemical_name_common
(1,4-bis(2?-bis(2?-(9-Hyrdoxy-9-fluorenyl)ethynyl)benzene).2(3,4-Lutidine)
_chemical_name_systematic
; 
 ? 
;
_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
;
2015-08-12 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;
_cell_angle_alpha                115.12(3)
_cell_angle_beta                 101.58(3)
_cell_angle_gamma                104.11(3)
_cell_formula_units_Z            1
_cell_length_a                   9.780(2)
_cell_length_b                   11.388(2)
_cell_length_c                   11.566(2)
_cell_measurement_reflns_used    3361
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.29
_cell_volume                     1061.1(6)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (2000)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    XSEED
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'ω and φ scan'
_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  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0484
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9641
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             422
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4837
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0503
_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)+(0.0705P)²+0.3372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1481
_reflns_number_gt                3361
_reflns_number_total             4837
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce01637a2.cif
_cod_data_source_block           H1.2(3,4LUT)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/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 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 7222248--7222255.cif.
;
_cod_original_cell_volume        1061.1(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7222250
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
O14 O 0.58493(11) 0.59747(11) 0.41778(10) 0.0326(3) Uani 1 1 d D
N24 N 0.81096(17) 0.70706(16) 0.66681(13) 0.0455(4) Uani 1 1 d D
C1 C 0.76160(19) 1.07951(18) 0.57604(18) 0.0341(4) Uani 1 1 d .
H1 H 0.7733 1.1641 0.6522 0.041 Uiso 1 1 calc R
C2 C 0.8445(2) 1.08039(19) 0.49218(19) 0.0391(4) Uani 1 1 d .
H2 H 0.9143 1.1666 0.5119 0.047 Uiso 1 1 calc R
C3 C 0.8273(2) 0.95794(19) 0.38018(19) 0.0386(4) Uani 1 1 d .
H3 H 0.8851 0.9611 0.3239 0.046 Uiso 1 1 calc R
C4 C 0.72634(19) 0.83050(18) 0.34945(17) 0.0343(4) Uani 1 1 d .
H4 H 0.7141 0.7463 0.2725 0.041 Uiso 1 1 calc R
C5 C 0.64400(17) 0.82909(17) 0.43343(16) 0.0282(4) Uani 1 1 d .
C6 C 0.66093(17) 0.95238(17) 0.54667(16) 0.0287(4) Uani 1 1 d .
C7 C 0.56283(17) 0.91786(17) 0.61786(16) 0.0285(4) Uani 1 1 d .
C8 C 0.53867(19) 1.00200(19) 0.73433(17) 0.0365(4) Uani 1 1 d .
H8 H 0.5874 1.1007 0.7805 0.044 Uiso 1 1 calc R
C9 C 0.4418(2) 0.9389(2) 0.78187(19) 0.0430(5) Uani 1 1 d .
H9 H 0.4254 0.9952 0.8621 0.052 Uiso 1 1 calc R
C10 C 0.3685(2) 0.7947(2) 0.7139(2) 0.0427(5) Uani 1 1 d .
H10 H 0.3037 0.7536 0.7488 0.051 Uiso 1 1 calc R
C11 C 0.38902(19) 0.70999(19) 0.59519(19) 0.0357(4) Uani 1 1 d .
H11 H 0.3373 0.6116 0.5473 0.043 Uiso 1 1 calc R
C12 C 0.48678(17) 0.77304(17) 0.54888(16) 0.0288(4) Uani 1 1 d .
C13 C 0.52858(18) 0.70315(16) 0.42235(16) 0.0281(4) Uani 1 1 d .
C15 C 0.39400(19) 0.63873(17) 0.29971(17) 0.0304(4) Uani 1 1 d .
C16 C 0.28005(18) 0.59611(17) 0.20747(16) 0.0297(4) Uani 1 1 d .
C17 C 0.13928(17) 0.54658(16) 0.10224(16) 0.0275(4) Uani 1 1 d .
C18 C 0.13609(18) 0.52651(16) -0.02785(16) 0.0282(4) Uani 1 1 d .
C19 C 0.27081(19) 0.55149(17) -0.05906(18) 0.0337(4) Uani 1 1 d .
H19 H 0.3651 0.5849 0.0094 0.040 Uiso 1 1 calc R
C20 C 0.2654(2) 0.52793(19) -0.18594(19) 0.0375(4) Uani 1 1 d .
H20 H 0.3556 0.5439 -0.2056 0.045 Uiso 1 1 calc R
C21 C 0.00459(17) 0.52108(16) 0.13112(15) 0.0273(4) Uani 1 1 d .
C22 C 0.0042(2) 0.54263(17) 0.26227(17) 0.0330(4) Uani 1 1 d .
H22 H 0.0964 0.5731 0.3320 0.040 Uiso 1 1 calc R
C23 C -0.1261(2) 0.52015(19) 0.28841(18) 0.0386(4) Uani 1 1 d .
H23 H -0.1237 0.5369 0.3767 0.046 Uiso 1 1 calc R
C25 C 0.9607(2) 0.7632(2) 0.7164(2) 0.0460(5) Uani 1 1 d .
H25 H 1.0132 0.7663 0.6564 0.055 Uiso 1 1 calc R
C26 C 1.0422(2) 0.8172(2) 0.8517(2) 0.0444(5) Uani 1 1 d .
H26 H 1.1488 0.8553 0.8823 0.053 Uiso 1 1 calc R
C27 C 0.9707(2) 0.81640(18) 0.94255(18) 0.0371(4) Uani 1 1 d .
C28 C 0.8143(2) 0.76069(18) 0.89295(18) 0.0360(4) Uani 1 1 d .
C29 C 0.7416(2) 0.70630(19) 0.75524(19) 0.0412(4) Uani 1 1 d .
H29 H 0.6349 0.6656 0.7212 0.049 Uiso 1 1 calc R
C30 C 0.7233(2) 0.7557(2) 0.9821(2) 0.0539(5) Uani 1 1 d .
H30A H 0.6160 0.7132 0.9274 0.081 Uiso 1 1 calc R
H30B H 0.7465 0.8507 1.0547 0.081 Uiso 1 1 calc R
H30C H 0.7479 0.6998 1.0223 0.081 Uiso 1 1 calc R
C31 C 1.05654(19) 0.8708(2) 1.08791(15) 0.0533(6) Uani 1 1 d .
H31A H 0.9863 0.8614 1.1360 0.080 Uiso 1 1 calc R
H31B H 1.1200 0.9695 1.1297 0.080 Uiso 1 1 calc R
H31C H 1.1199 0.8174 1.0939 0.080 Uiso 1 1 calc R
H14 H 0.6750 0.6420 0.4979 0.076(8) Uiso 1 1 d RD
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
C13 O14 H14 107.1 . .
C25 N24 C29 116.70(15) . .
C2 C1 C6 118.72(17) . .
C2 C1 H1 120.6 . .
C6 C1 H1 120.6 . .
C3 C2 C1 121.17(17) . .
C3 C2 H2 119.4 . .
C1 C2 H2 119.4 . .
C2 C3 C4 120.55(17) . .
C2 C3 H3 119.7 . .
C4 C3 H3 119.7 . .
C5 C4 C3 118.45(16) . .
C5 C4 H4 120.8 . .
C3 C4 H4 120.8 . .
C4 C5 C6 121.23(16) . .
C4 C5 C13 128.26(15) . .
C6 C5 C13 110.50(14) . .
C1 C6 C5 119.87(16) . .
C1 C6 C7 131.24(16) . .
C5 C6 C7 108.88(14) . .
C8 C7 C12 119.93(16) . .
C8 C7 C6 131.33(16) . .
C12 C7 C6 108.73(14) . .
C9 C8 C7 118.66(17) . .
C9 C8 H8 120.7 . .
C7 C8 H8 120.7 . .
C8 C9 C10 121.01(18) . .
C8 C9 H9 119.5 . .
C10 C9 H9 119.5 . .
C9 C10 C11 120.69(18) . .
C9 C10 H10 119.7 . .
C11 C10 H10 119.7 . .
C12 C11 C10 118.14(17) . .
C12 C11 H11 120.9 . .
C10 C11 H11 120.9 . .
C11 C12 C7 121.53(16) . .
C11 C12 C13 128.02(15) . .
C7 C12 C13 110.45(14) . .
O14 C13 C15 108.07(13) . .
O14 C13 C5 113.66(13) . .
C15 C13 C5 110.70(13) . .
O14 C13 C12 113.95(13) . .
C15 C13 C12 108.93(13) . .
C5 C13 C12 101.39(13) . .
C16 C15 C13 173.67(17) . .
C15 C16 C17 176.85(18) . .
C18 C17 C21 120.59(14) . .
C18 C17 C16 120.15(15) . .
C21 C17 C16 119.24(14) . .
C17 C18 C21 119.59(15) . 2_565
C17 C18 C19 121.43(15) . .
C21 C18 C19 118.97(15) 2_565 .
C20 C19 C18 120.67(16) . .
C20 C19 H19 119.7 . .
C18 C19 H19 119.7 . .
C19 C20 C23 120.36(17) . 2_565
C19 C20 H20 119.8 . .
C23 C20 H20 119.8 2_565 .
C17 C21 C18 119.81(14) . 2_565
C17 C21 C22 121.98(15) . .
C18 C21 C22 118.20(15) 2_565 .
C23 C22 C21 120.94(16) . .
C23 C22 H22 119.5 . .
C21 C22 H22 119.5 . .
C22 C23 C20 120.84(16) . 2_565
C22 C23 H23 119.6 . .
C20 C23 H23 119.6 2_565 .
N24 C25 C26 122.50(19) . .
N24 C25 H25 118.7 . .
C26 C25 H25 118.7 . .
C27 C26 C25 120.75(18) . .
C27 C26 H26 119.6 . .
C25 C26 H26 119.6 . .
C26 C27 C28 117.47(17) . .
C26 C27 C31 121.57(18) . .
C28 C27 C31 120.96(18) . .
C29 C28 C27 117.93(18) . .
C29 C28 C30 119.47(18) . .
C27 C28 C30 122.60(17) . .
N24 C29 C28 124.61(17) . .
N24 C29 H29 117.7 . .
C28 C29 H29 117.7 . .
C28 C30 H30A 109.5 . .
C28 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C28 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C27 C31 H31A 109.5 . .
C27 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C27 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O14 C13 1.4268(19) .
O14 H14 0.9732 .
N24 C25 1.333(3) .
N24 C29 1.338(3) .
C1 C2 1.385(3) .
C1 C6 1.391(2) .
C1 H1 0.9500 .
C2 C3 1.384(3) .
C2 H2 0.9500 .
C3 C4 1.389(3) .
C3 H3 0.9500 .
C4 C5 1.383(2) .
C4 H4 0.9500 .
C5 C6 1.397(2) .
C5 C13 1.531(2) .
C6 C7 1.470(2) .
C7 C8 1.390(2) .
C7 C12 1.399(2) .
C8 C9 1.389(3) .
C8 H8 0.9500 .
C9 C10 1.390(3) .
C9 H9 0.9500 .
C10 C11 1.392(3) .
C10 H10 0.9500 .
C11 C12 1.383(2) .
C11 H11 0.9500 .
C12 C13 1.534(2) .
C13 C15 1.476(2) .
C15 C16 1.198(2) .
C16 C17 1.436(2) .
C17 C18 1.415(2) .
C17 C21 1.415(2) .
C18 C21 1.428(2) 2_565
C18 C19 1.429(2) .
C19 C20 1.362(2) .
C19 H19 0.9500 .
C20 C23 1.413(3) 2_565
C20 H20 0.9500 .
C21 C18 1.428(2) 2_565
C21 C22 1.431(2) .
C22 C23 1.357(3) .
C22 H22 0.9500 .
C23 C20 1.413(3) 2_565
C23 H23 0.9500 .
C25 C26 1.380(3) .
C25 H25 0.9500 .
C26 C27 1.376(3) .
C26 H26 0.9500 .
C27 C28 1.392(3) .
C27 C31 1.487(2) .
C28 C29 1.386(3) .
C28 C30 1.501(3) .
C29 H29 0.9500 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
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
O14 H14 N24 0.97 1.84 2.7908(19) 165.0
