#------------------------------------------------------------------------------
#$Date: 2016-08-07 12:08:09 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185445 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/79/7037993.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_7037993
loop_
_publ_author_name
'Bengiat, R.'
'Gil, M.'
'Klein, A.'
'Bogoslavsky, B.'
'Cohen, S.'
'Dubnikova, F.'
'Yardeni, G.'
'Zilbermann, I.'
'Almog, J.'
_publ_section_title
;
 Selective recognition of fluoride salts by vasarenes: a key role of a
 self-assembled in situ dimeric entity via an exceptionally short
 [O-H-O](-) H-bond.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8734
_journal_page_last               8739
_journal_paper_doi               10.1039/c5dt04171f
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C24 H14 O8 F Rb, C2 O'
_chemical_formula_sum            'C26 H14 F O9 Rb'
_chemical_formula_weight         574.84
_chemical_name_common            'Rubidium Fluoride complex of Vasarene [4]'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-01-14 deposited with the CCDC.
2016-01-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.194(1)
_cell_length_b                   15.536(2)
_cell_length_c                   25.299(2)
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    295(1)
_cell_measurement_theta_max      24.14
_cell_measurement_theta_min      2.27
_cell_volume                     4792.8(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(1)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0833
_diffrn_reflns_av_unetI/netI     0.0487
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            49580
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    2.129
_exptl_absorpt_correction_T_max  0.7606
_exptl_absorpt_correction_T_min  0.5170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS V2.05'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             2304
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.116
_refine_diff_density_min         -0.981
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         5225
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0626
_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)+(0.0978P)²+4.5812P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1650
_refine_ls_wR_factor_ref         0.1775
_reflns_number_gt                3727
_reflns_number_total             5225
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt04171f1.cif
_cod_data_source_block           maayan36
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7037990--7037995.cif.
;
_cod_original_cell_volume        4792.7(8)
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7037993
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
C1 C 0.3800(3) 0.4943(2) 0.34427(15) 0.0277(8) Uani 1 1 d .
C2 C 0.2669(3) 0.4893(2) 0.34582(16) 0.0311(8) Uani 1 1 d .
H2 H 0.2288 0.4376 0.3433 0.037 Uiso 1 1 calc R
C3 C 0.2156(3) 0.5681(2) 0.35145(14) 0.0254(7) Uani 1 1 d .
C4 C 0.2719(3) 0.6461(2) 0.35640(14) 0.0255(7) Uani 1 1 d .
C5 C 0.3854(3) 0.6482(2) 0.35345(13) 0.0244(7) Uani 1 1 d .
H5 H 0.4238 0.6998 0.3560 0.029 Uiso 1 1 calc R
C6 C 0.4397(3) 0.5704(2) 0.34652(14) 0.0245(7) Uani 1 1 d .
C7 C 0.5602(3) 0.4511(2) 0.34635(16) 0.0301(8) Uani 1 1 d .
C8 C 0.5942(3) 0.4391(2) 0.40312(16) 0.0316(8) Uani 1 1 d .
C9 C 0.5901(4) 0.3644(3) 0.43329(19) 0.0456(11) Uani 1 1 d .
H9 H 0.5663 0.3128 0.4186 0.055 Uiso 1 1 calc R
C10 C 0.6221(4) 0.3686(3) 0.4854(2) 0.0541(13) Uani 1 1 d .
H10 H 0.6193 0.3192 0.5062 0.065 Uiso 1 1 calc R
C11 C 0.6588(4) 0.4457(3) 0.50764(19) 0.0543(12) Uani 1 1 d .
H11 H 0.6780 0.4476 0.5432 0.065 Uiso 1 1 calc R
C12 C 0.6668(4) 0.5192(3) 0.47708(17) 0.0426(10) Uani 1 1 d .
H12 H 0.6946 0.5701 0.4912 0.051 Uiso 1 1 calc R
C13 C 0.6326(3) 0.5152(2) 0.42498(15) 0.0308(8) Uani 1 1 d .
C14 C 0.6300(3) 0.5835(2) 0.38450(15) 0.0281(8) Uani 1 1 d .
C15 C 0.5598(3) 0.5510(2) 0.33876(14) 0.0268(7) Uani 1 1 d .
C16 C 0.0806(3) 0.6647(2) 0.37079(15) 0.0281(8) Uani 1 1 d .
C17 C 0.0622(3) 0.6639(3) 0.42995(16) 0.0349(9) Uani 1 1 d .
C18 C -0.0150(4) 0.6154(3) 0.4578(2) 0.0559(13) Uani 1 1 d .
H18 H -0.0632 0.5784 0.4406 0.067 Uiso 1 1 calc R
C19 C -0.0163(5) 0.6250(4) 0.5123(2) 0.0736(19) Uani 1 1 d .
H19 H -0.0656 0.5928 0.5321 0.088 Uiso 1 1 calc R
C20 C 0.0535(6) 0.6810(4) 0.5378(2) 0.0692(17) Uani 1 1 d .
H20 H 0.0486 0.6868 0.5743 0.083 Uiso 1 1 calc R
C21 C 0.1308(5) 0.7287(3) 0.51046(19) 0.0546(13) Uani 1 1 d .
H21 H 0.1786 0.7657 0.5279 0.065 Uiso 1 1 calc R
C22 C 0.1337(4) 0.7189(2) 0.45552(16) 0.0359(9) Uani 1 1 d .
C23 C 0.2059(3) 0.7622(2) 0.41771(16) 0.0299(8) Uani 1 1 d .
C24 C 0.1897(3) 0.7173(2) 0.36385(14) 0.0250(7) Uani 1 1 d .
F1 F 0.5016(3) 0.7039(2) 0.25289(11) 0.0654(9) Uani 1 1 d .
O1 O 0.4452(2) 0.42252(15) 0.33958(11) 0.0330(6) Uani 1 1 d .
O2 O 0.6245(2) 0.40541(19) 0.31144(12) 0.0414(7) Uani 1 1 d D
H2O H 0.610(5) 0.425(4) 0.2815(11) 0.065(19) Uiso 1 1 d D
O3 O 0.6761(3) 0.65253(18) 0.38528(12) 0.0436(7) Uani 1 1 d .
O4 O 0.6023(2) 0.57448(19) 0.28912(11) 0.0350(6) Uani 1 1 d D
H4O H 0.557(6) 0.610(5) 0.277(3) 0.14(4) Uiso 1 1 d D
O5 O 0.1044(2) 0.57678(16) 0.35333(11) 0.0329(6) Uani 1 1 d .
O6 O -0.0083(2) 0.69610(19) 0.34461(12) 0.0373(7) Uani 1 1 d D
H6O H 0.006(4) 0.696(4) 0.3121(6) 0.056(16) Uiso 1 1 d D
O7 O 0.2671(3) 0.8217(2) 0.42523(13) 0.0484(8) Uani 1 1 d .
O8 O 0.1921(2) 0.77364(17) 0.32024(11) 0.0333(6) Uani 1 1 d D
H8O H 0.138(3) 0.806(3) 0.323(2) 0.067(17) Uiso 1 1 d D
Rb1 Rb 0.27525(3) 0.72568(3) 0.212775(18) 0.04630(18) Uani 1 1 d .
O9A O 0.5311(9) 0.3679(7) 0.2187(4) 0.104(3) Uani 0.50 1 d PD
O9B O 0.4176(7) 0.3254(6) 0.1932(4) 0.097(3) Uani 0.50 1 d P
C25 C 0.4600(7) 0.4069(6) 0.1858(4) 0.111(3) Uani 1 1 d D
C26A C 0.3893(14) 0.4756(13) 0.1976(8) 0.089(5) Uani 0.50 1 d P
C26B C 0.3803(14) 0.4603(13) 0.1618(9) 0.097(6) Uani 0.50 1 d P
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rb Rb -0.9393 2.9676 '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
O1 C1 C2 122.2(3) . .
O1 C1 C6 113.0(3) . .
C2 C1 C6 124.7(3) . .
C1 C2 C3 113.9(3) . .
C1 C2 H2 123.1 . .
C3 C2 H2 123.1 . .
O5 C3 C2 122.8(3) . .
O5 C3 C4 113.5(3) . .
C2 C3 C4 123.7(3) . .
C5 C4 C3 120.3(3) . .
C5 C4 C24 130.8(3) . .
C3 C4 C24 108.8(3) . .
C4 C5 C6 117.5(3) . .
C4 C5 H5 121.2 . .
C6 C5 H5 121.2 . .
C1 C6 C5 119.7(3) . .
C1 C6 C15 109.5(3) . .
C5 C6 C15 130.8(3) . .
O2 C7 O1 108.1(3) . .
O2 C7 C8 113.0(3) . .
O1 C7 C8 109.5(3) . .
O2 C7 C15 115.7(3) . .
O1 C7 C15 106.3(3) . .
C8 C7 C15 103.9(3) . .
C13 C8 C9 120.3(4) . .
C13 C8 C7 111.6(3) . .
C9 C8 C7 128.1(4) . .
C10 C9 C8 118.4(4) . .
C10 C9 H9 120.8 . .
C8 C9 H9 120.8 . .
C9 C10 C11 121.1(4) . .
C9 C10 H10 119.4 . .
C11 C10 H10 119.4 . .
C12 C11 C10 120.4(4) . .
C12 C11 H11 119.8 . .
C10 C11 H11 119.8 . .
C11 C12 C13 118.3(4) . .
C11 C12 H12 120.9 . .
C13 C12 H12 120.9 . .
C12 C13 C8 121.3(4) . .
C12 C13 C14 129.5(4) . .
C8 C13 C14 109.2(3) . .
O3 C14 C13 128.0(4) . .
O3 C14 C15 124.5(3) . .
C13 C14 C15 107.5(3) . .
O4 C15 C6 115.0(3) . .
O4 C15 C14 112.6(3) . .
C6 C15 C14 112.3(3) . .
O4 C15 C7 111.5(3) . .
C6 C15 C7 100.7(3) . .
C14 C15 C7 103.5(3) . .
O6 C16 O5 110.2(3) . .
O6 C16 C17 111.4(3) . .
O5 C16 C17 108.7(3) . .
O6 C16 C24 115.7(3) . .
O5 C16 C24 106.5(3) . .
C17 C16 C24 103.9(3) . .
C22 C17 C18 121.5(4) . .
C22 C17 C16 111.4(3) . .
C18 C17 C16 127.1(4) . .
C19 C18 C17 116.8(5) . .
C19 C18 H18 121.6 . .
C17 C18 H18 121.6 . .
C20 C19 C18 121.8(5) . .
C20 C19 H19 119.1 . .
C18 C19 H19 119.1 . .
C19 C20 C21 121.7(5) . .
C19 C20 H20 119.2 . .
C21 C20 H20 119.2 . .
C20 C21 C22 117.1(5) . .
C20 C21 H21 121.5 . .
C22 C21 H21 121.5 . .
C17 C22 C21 121.1(4) . .
C17 C22 C23 111.0(3) . .
C21 C22 C23 127.9(4) . .
O7 C23 C22 128.5(4) . .
O7 C23 C24 124.5(4) . .
C22 C23 C24 107.0(3) . .
O8 C24 C4 110.2(3) . .
O8 C24 C23 114.1(3) . .
C4 C24 C23 111.0(3) . .
O8 C24 C16 115.4(3) . .
C4 C24 C16 101.2(3) . .
C23 C24 C16 104.2(3) . .
H4O F1 Rb1 126(3) . .
H4O F1 Rb1 67(3) . 6_656
Rb1 F1 Rb1 166.60(11) . 6_656
C1 O1 C7 107.1(3) . .
C7 O2 Rb1 144.4(3) . 3_645
C7 O2 H2O 106(4) . .
Rb1 O2 H2O 104(4) 3_645 .
C14 O3 Rb1 120.8(2) . 6_656
C15 O4 Rb1 116.9(2) . 6_656
C15 O4 H4O 106(6) . .
Rb1 O4 H4O 87(7) 6_656 .
C3 O5 C16 107.5(3) . .
C16 O6 Rb1 167.4(2) . 6_556
C16 O6 H6O 108(4) . .
Rb1 O6 H6O 74(4) 6_556 .
C24 O8 Rb1 124.3(2) . .
C24 O8 H8O 107(4) . .
Rb1 O8 H8O 120(4) . .
O9B Rb1 F1 152.7(2) 8_665 .
O9B Rb1 O3 74.3(3) 8_665 6_556
F1 Rb1 O3 128.24(9) . 6_556
O9B Rb1 O8 75.2(2) 8_665 .
F1 Rb1 O8 91.89(8) . .
O3 Rb1 O8 135.40(8) 6_556 .
O9B Rb1 O6 135.38(19) 8_665 6_656
F1 Rb1 O6 48.58(8) . 6_656
O3 Rb1 O6 84.10(9) 6_556 6_656
O8 Rb1 O6 139.74(8) . 6_656
O9B Rb1 O2 78.6(2) 8_665 3_655
F1 Rb1 O2 78.68(9) . 3_655
O3 Rb1 O2 109.72(8) 6_556 3_655
O8 Rb1 O2 95.08(8) . 3_655
O6 Rb1 O2 72.60(8) 6_656 3_655
O9B Rb1 O4 81.4(2) 8_665 6_556
F1 Rb1 O4 122.88(8) . 6_556
O3 Rb1 O4 55.49(7) 6_556 6_556
O8 Rb1 O4 88.44(7) . 6_556
O6 Rb1 O4 117.32(8) 6_656 6_556
O2 Rb1 O4 158.11(8) 3_655 6_556
O9B Rb1 F1 45.90(18) 8_665 6_556
F1 Rb1 F1 143.21(4) . 6_556
O3 Rb1 F1 77.36(8) 6_556 6_556
O8 Rb1 F1 58.05(7) . 6_556
O6 Rb1 F1 159.87(8) 6_656 6_556
O2 Rb1 F1 121.06(8) 3_655 6_556
O4 Rb1 F1 44.59(7) 6_556 6_556
C25 O9A H2O 125.6(16) . .
C25 O9B Rb1 145.9(7) . 8_655
O9A C25 O9B 75.1(7) . .
O9A C25 C26A 127.2(14) . .
O9B C25 C26B 109.8(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.374(4) .
C1 C2 1.382(5) .
C1 C6 1.389(5) .
C2 C3 1.382(5) .
C2 H2 0.9300 .
C3 O5 1.364(4) .
C3 C4 1.398(5) .
C4 C5 1.387(5) .
C4 C24 1.505(5) .
C5 C6 1.390(5) .
C5 H5 0.9300 .
C6 C15 1.508(5) .
C7 O2 1.377(5) .
C7 O1 1.482(4) .
C7 C8 1.506(5) .
C7 C15 1.564(5) .
C8 C13 1.386(5) .
C8 C9 1.390(6) .
C9 C10 1.376(7) .
C9 H9 0.9300 .
C10 C11 1.398(7) .
C10 H10 0.9300 .
C11 C12 1.382(6) .
C11 H11 0.9300 .
C12 C13 1.384(6) .
C12 H12 0.9300 .
C13 C14 1.475(5) .
C14 O3 1.212(4) .
C14 C15 1.525(5) .
C15 O4 1.407(4) .
C16 O6 1.361(4) .
C16 O5 1.464(4) .
C16 C17 1.513(5) .
C16 C24 1.572(5) .
C17 C22 1.381(6) .
C17 C18 1.397(6) .
C18 C19 1.387(8) .
C18 H18 0.9300 .
C19 C20 1.376(9) .
C19 H19 0.9300 .
C20 C21 1.385(8) .
C20 H20 0.9300 .
C21 C22 1.399(6) .
C21 H21 0.9300 .
C22 C23 1.464(6) .
C23 O7 1.203(5) .
C23 C24 1.543(5) .
C24 O8 1.408(4) .
F1 H4O 1.72(3) .
F1 Rb1 2.960(4) .
F1 Rb1 3.465(4) 6_656
O2 Rb1 3.109(3) 3_645
O2 H2O 0.838(10) .
O3 Rb1 2.984(3) 6_656
O4 Rb1 3.157(3) 6_656
O4 H4O 0.837(10) .
O6 Rb1 3.047(3) 6_556
O6 H6O 0.840(10) .
O8 Rb1 2.996(3) .
O8 H8O 0.839(10) .
Rb1 O9B 2.859(8) 8_665
Rb1 O3 2.984(3) 6_556
Rb1 O6 3.047(3) 6_656
Rb1 O2 3.109(3) 3_655
Rb1 O4 3.157(3) 6_556
Rb1 F1 3.465(4) 6_556
O9A C25 1.346(8) .
O9B C25 1.381(11) .
O9B Rb1 2.859(8) 8_655
C25 C26A 1.40(2) .
C25 C26B 1.42(2) .
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
O8 H8O O1 0.839(10) 2.11(3) 2.897(4) 156(5) 8_665
O6 H6O F1 0.840(10) 1.651(17) 2.473(4) 165(5) 6_556
O4 H4O F1 0.837(10) 1.72(3) 2.528(4) 161(10) .
O2 H2O O9A 0.838(10) 2.06(5) 2.673(10) 130(5) .
