#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:05:25 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229007 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/98/7229853.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_7229853
loop_
_publ_author_name
'Vaganova, Tamara A.'
'Gatilov, Yurij V.'
'Pishchur, Denis P.'
'Chuikov, Igor P.'
'Malykhin, Evgenij V.'
_publ_section_title
;
 Controlled self-assembly of π-stacked/H-bonded 1D crystal structures
 from polyfluorinated arylamines and 18-crown-6 (2 : 1).
 Associatevs.co-former fluorescence properties
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              807
_journal_paper_doi               10.1039/C7CE01851G
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         '2(C6 H2 F5 N), C12 H24 O6'
_chemical_formula_sum            'C24 H28 F10 N2 O6'
_chemical_formula_weight         630.48
_chemical_melting_point          353
_chemical_name_systematic
; 
 pentafluoroaniline 18-crown-6 2:1 associate
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
;
2017-10-19 deposited with the CCDC.
2018-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                105.139(3)
_cell_angle_beta                 105.804(3)
_cell_angle_gamma                114.814(2)
_cell_formula_units_Z            1
_cell_length_a                   9.2488(4)
_cell_length_b                   9.8098(5)
_cell_length_c                   9.8855(5)
_cell_measurement_reflns_used    4944
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.98
_cell_measurement_theta_min      2.37
_cell_volume                     707.24(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ 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  0.0368
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13637
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         2.37
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_T_max  0.9391
_exptl_absorpt_correction_T_min  0.8767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2008/1
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             324
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: EtOH'
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.041(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3252
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0584
_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)+(0.1033P)²+0.3221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1752
_refine_ls_wR_factor_ref         0.2040
_reflns_number_gt                2252
_reflns_number_total             3252
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ce01851g2.cif
_cod_data_source_block           2Bcr-m888
_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 

 Adding full bibliography for 7229852--7229857.cif.
;
_cod_original_cell_volume        707.24(6)
_cod_database_code               7229853
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
O1 O 0.2120(3) 0.1785(2) 0.3431(2) 0.0825(6) Uani 1 1 d .
O3 O 0.4480(3) 0.7661(3) 0.5114(3) 0.0892(7) Uani 1 1 d .
O2 O 0.1480(3) 0.4342(3) 0.4135(2) 0.0827(6) Uani 1 1 d .
C1 C 0.4792(3) 0.5665(3) 0.8157(2) 0.0539(5) Uani 1 1 d .
C2 C 0.3253(3) 0.4477(3) 0.8101(2) 0.0582(6) Uani 1 1 d .
C6 C 0.5563(3) 0.7258(3) 0.9285(2) 0.0584(6) Uani 1 1 d .
C4 C 0.3285(3) 0.6456(4) 1.0120(3) 0.0686(6) Uani 1 1 d .
C3 C 0.2505(3) 0.4859(3) 0.9051(3) 0.0636(6) Uani 1 1 d .
C5 C 0.4823(3) 0.7652(3) 1.0230(3) 0.0655(6) Uani 1 1 d .
C8 C 0.0445(4) 0.1482(4) 0.3237(4) 0.0949(11) Uani 1 1 d .
H8A H 0.0323 0.1531 0.4190 0.114 Uiso 1 1 calc R
H8B H -0.0461 0.0384 0.2409 0.114 Uiso 1 1 calc R
C7 C 0.2434(5) 0.0559(3) 0.3718(4) 0.0990(11) Uani 1 1 d .
H7A H 0.1461 -0.0542 0.2943 0.119 Uiso 1 1 calc R
H7B H 0.2509 0.0635 0.4735 0.119 Uiso 1 1 calc R
C9 C 0.0241(4) 0.2753(6) 0.2845(3) 0.0989(12) Uani 1 1 d .
H9A H 0.0449 0.2756 0.1936 0.119 Uiso 1 1 calc R
H9B H -0.0955 0.2507 0.2606 0.119 Uiso 1 1 calc R
C10 C 0.1389(5) 0.5640(6) 0.3881(5) 0.1052(13) Uani 1 1 d .
H10A H 0.0265 0.5517 0.3789 0.126 Uiso 1 1 calc R
H10B H 0.1470 0.5613 0.2918 0.126 Uiso 1 1 calc R
C11 C 0.2854(6) 0.7243(6) 0.5191(6) 0.1076(14) Uani 1 1 d .
H11A H 0.2613 0.8110 0.5163 0.129 Uiso 1 1 calc R
H11B H 0.2935 0.7172 0.6166 0.129 Uiso 1 1 calc R
C12 C 0.5907(6) 0.9174(4) 0.6347(4) 0.1000(11) Uani 1 1 d .
H12A H 0.5943 0.9156 0.7331 0.120 Uiso 1 1 calc R
H12B H 0.5760 1.0079 0.6273 0.120 Uiso 1 1 calc R
F1 F 0.2465(3) 0.28856(19) 0.70810(18) 0.0910(6) Uani 1 1 d .
F5 F 0.7110(2) 0.8468(2) 0.94699(18) 0.0913(6) Uani 1 1 d .
F4 F 0.5646(3) 0.9233(2) 1.1289(2) 0.1062(7) Uani 1 1 d .
F2 F 0.1015(2) 0.3659(2) 0.8943(2) 0.1021(6) Uani 1 1 d .
N1 N 0.5574(4) 0.5288(4) 0.7247(3) 0.0777(7) Uani 1 1 d .
H1A H 0.633(5) 0.609(4) 0.709(4) 0.087(10) Uiso 1 1 d .
H1B H 0.502(4) 0.434(4) 0.653(4) 0.088(10) Uiso 1 1 d .
F3 F 0.2543(3) 0.6847(3) 1.1026(3) 0.1109(7) Uani 1 1 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'
F F 0.0171 0.0103 '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_3
C8 O1 C7 113.5(3) .
C12 O3 C11 112.7(3) .
C10 O2 C9 113.7(3) .
N1 C1 C6 121.8(2) .
N1 C1 C2 123.0(2) .
C6 C1 C2 115.00(19) .
F1 C2 C3 118.7(2) .
F1 C2 C1 118.6(2) .
C3 C2 C1 122.7(2) .
F5 C6 C5 118.5(2) .
F5 C6 C1 118.79(19) .
C5 C6 C1 122.7(2) .
F3 C4 C5 120.6(2) .
F3 C4 C3 120.8(2) .
C5 C4 C3 118.6(2) .
F2 C3 C4 119.7(2) .
F2 C3 C2 120.0(2) .
C4 C3 C2 120.4(2) .
F4 C5 C4 120.2(2) .
F4 C5 C6 119.2(2) .
C4 C5 C6 120.6(2) .
O1 C8 C9 108.3(2) .
O1 C7 C12 109.6(3) 2_666
O2 C9 C8 109.2(2) .
O2 C10 C11 109.6(3) .
O3 C11 C10 111.0(3) .
O3 C12 C7 109.6(2) 2_666
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C8 1.396(4) .
O1 C7 1.428(4) .
O3 C12 1.402(4) .
O3 C11 1.413(4) .
O2 C10 1.391(4) .
O2 C9 1.427(4) .
C1 N1 1.369(3) .
C1 C6 1.384(3) .
C1 C2 1.385(3) .
C2 F1 1.345(3) .
C2 C3 1.374(3) .
C6 F5 1.345(3) .
C6 C5 1.369(3) .
C4 F3 1.341(3) .
C4 C5 1.364(4) .
C4 C3 1.365(4) .
C3 F2 1.337(3) .
C5 F4 1.344(3) .
C8 C9 1.466(5) .
C7 C12 1.467(5) 2_666
C10 C11 1.475(6) .
C12 C7 1.467(5) 2_666
