#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:52:37 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301865 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/73/7227334.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_7227334
loop_
_publ_author_name
'Dračínský, Martin'
'Storch, Jan'
'Církva, Vladimír'
'Císařová, Ivana'
'Sýkora, Jan'
_publ_section_title
;
 Internal dynamics in helical molecules studied by X-ray diffraction, NMR
 spectroscopy and DFT calculations.
;
_journal_issue                   4
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              2900
_journal_page_last               2907
_journal_paper_doi               10.1039/c6cp07552e
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C32 H16 F6'
_chemical_formula_sum            'C32 H16 F6'
_chemical_formula_weight         514.47
_chemical_name_systematic        '[6]helicene - PhF6 complex'
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_update_record
;
2016-11-03 deposited with the CCDC.
2017-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.529(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.4459(4)
_cell_length_b                   17.9293(9)
_cell_length_c                   17.1981(10)
_cell_measurement_reflns_used    11053
_cell_measurement_temperature    150
_cell_measurement_theta_max      28
_cell_measurement_theta_min      1
_cell_volume                     2270.6(2)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.019
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11053
_diffrn_reflns_theta_full        27.518
_diffrn_reflns_theta_max         27.518
_diffrn_reflns_theta_min         2.272
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1048
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
_exptl_crystal_size_max          0.610
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0302
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         2301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.0004019
_refine_ls_shift/su_mean         0.0000347
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 2.58 3.44 0.953 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0943
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.0926
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              23
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                2301
_reflns_number_total             2631
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.21
_oxford_diffrn_Wilson_scale      119.00
_oxford_refine_ls_r_factor_ref   0.0404
_oxford_refine_ls_scale          0.09736(4)
_oxford_reflns_number_all        2623
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_iucr_refine_instructions_details_constraints
;
#
# Punched on 03/11/16 at 09:45:58
#
#LIST     12                                                                    
FULL F(1,X'S,U'S) UNTIL C(17), H(11,X'S,U[ISO]) UNTIL LAST 
END                                                                             
;
_iucr_refine_instructions_details_restraints
;
#
# Punched on 03/11/16 at 09:45:58
#
#LIST     16                                                                    
NO 
END                                                                             
;
_cod_data_source_file            c6cp07552e2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7227334--7227338.cif.'
_cod_original_sg_symbol_H-M      'C 1 2/c 1 '
_cod_database_code               7227334
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
F1 F 0.04496(12) 0.35472(4) 0.54370(5) 0.0353 1.0000 Uani . .
F2 F 0.31532(11) 0.42868(5) 0.48632(5) 0.0386 1.0000 Uani . .
F3 F 0.26889(11) 0.57286(5) 0.44040(5) 0.0378 1.0000 Uani . .
C1 C 0.08441(15) 0.33279(7) 0.33849(6) 0.0207 1.0000 Uani . .
C2 C 0.11211(19) 0.26369(7) 0.37289(7) 0.0274 1.0000 Uani . .
C3 C -0.0313(2) 0.22540(8) 0.39996(8) 0.0332 1.0000 Uani . .
C4 C -0.19723(19) 0.25939(8) 0.39622(8) 0.0310 1.0000 Uani . .
C5 C -0.22711(16) 0.33181(7) 0.36447(7) 0.0235 1.0000 Uani . .
C6 C -0.39234(17) 0.37142(8) 0.37048(7) 0.0292 1.0000 Uani . .
C7 C -0.40890(17) 0.44399(8) 0.35061(7) 0.0293 1.0000 Uani . .
C8 C -0.27180(16) 0.48187(7) 0.31539(6) 0.0240 1.0000 Uani . .
C9 C -0.2843(2) 0.56037(8) 0.30213(7) 0.0313 1.0000 Uani . .
C10 C -0.1474(2) 0.59754(8) 0.27558(7) 0.0323 1.0000 Uani . .
C11 C 0.0000 0.55819(10) 0.2500 0.0257 1.0000 Uani S T
C12 C 0.0000 0.47889(9) 0.2500 0.0196 1.0000 Uani S T
C13 C -0.12052(15) 0.44189(7) 0.29654(6) 0.0190 1.0000 Uani . .
C14 C -0.08699(15) 0.36816(6) 0.33079(6) 0.0186 1.0000 Uani . .
C15 C 0.02259(17) 0.42628(7) 0.52250(7) 0.0238 1.0000 Uani . .
C16 C 0.15980(16) 0.46358(7) 0.49253(7) 0.0244 1.0000 Uani . .
C17 C 0.13623(16) 0.53735(7) 0.46968(7) 0.0240 1.0000 Uani . .
H11 H 0.189(2) 0.3578(8) 0.3228(9) 0.027(4) 1.0000 Uiso . .
H21 H 0.231(2) 0.2418(9) 0.3797(10) 0.033(4) 1.0000 Uiso . .
H31 H -0.008(2) 0.1763(10) 0.4218(10) 0.036(4) 1.0000 Uiso . .
H41 H -0.298(2) 0.2355(10) 0.4165(11) 0.040(5) 1.0000 Uiso . .
H61 H -0.484(3) 0.3450(11) 0.3950(12) 0.049(5) 1.0000 Uiso . .
H71 H -0.512(3) 0.4717(12) 0.3591(11) 0.048(5) 1.0000 Uiso . .
H91 H -0.386(2) 0.5872(10) 0.3164(10) 0.040(5) 1.0000 Uiso . .
H101 H -0.149(2) 0.6517(11) 0.2731(10) 0.039(5) 1.0000 Uiso . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 C14 . 121.34(11) yes
C2 . C1 H11 . 117.5(9) no
C14 . C1 H11 . 121.0(9) no
C1 . C2 C3 . 120.63(12) yes
C1 . C2 H21 . 119.7(10) no
C3 . C2 H21 . 119.6(10) no
C2 . C3 C4 . 119.41(12) yes
C2 . C3 H31 . 118.2(10) no
C4 . C3 H31 . 122.4(10) no
C3 . C4 C5 . 121.06(12) yes
C3 . C4 H41 . 121.7(11) no
C5 . C4 H41 . 117.3(11) no
C4 . C5 C6 . 120.89(11) yes
C4 . C5 C14 . 119.65(11) yes
C6 . C5 C14 . 119.32(12) yes
C5 . C6 C7 . 120.41(12) yes
C5 . C6 H61 . 116.8(12) no
C7 . C6 H61 . 122.4(12) no
C6 . C7 C8 . 121.42(12) yes
C6 . C7 H71 . 121.1(12) no
C8 . C7 H71 . 117.5(12) no
C7 . C8 C9 . 120.11(12) yes
C7 . C8 C13 . 119.91(12) yes
C9 . C8 C13 . 119.94(12) yes
C8 . C9 C10 . 120.36(13) yes
C8 . C9 H91 . 119.2(11) no
C10 . C9 H91 . 120.2(11) no
C9 . C10 C11 . 120.85(13) yes
C9 . C10 H101 . 120.1(10) no
C11 . C10 H101 . 119.1(10) no
C10 . C11 C10 5_555 120.78(17) yes
C10 . C11 C12 . 119.61(9) yes
C10 5_555 C11 C12 . 119.61(9) yes
C13 5_555 C12 C11 . 117.25(7) yes
C13 5_555 C12 C13 . 125.50(15) yes
C11 . C12 C13 . 117.25(7) yes
C12 . C13 C8 . 118.34(11) yes
C12 . C13 C14 . 123.85(10) yes
C8 . C13 C14 . 117.60(10) yes
C13 . C14 C5 . 119.26(10) yes
C13 . C14 C1 . 122.98(10) yes
C5 . C14 C1 . 117.53(10) yes
F1 . C15 C17 2_566 120.18(11) yes
F1 . C15 C16 . 119.77(12) yes
C17 2_566 C15 C16 . 120.05(11) yes
C15 . C16 F2 . 120.05(12) yes
C15 . C16 C17 . 119.91(11) yes
F2 . C16 C17 . 120.04(11) yes
C16 . C17 F3 . 119.56(12) yes
C16 . C17 C15 2_566 120.04(11) yes
F3 . C17 C15 2_566 120.40(12) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C15 . 1.3374(14) yes
F2 C16 . 1.3344(14) yes
F3 C17 . 1.3350(14) yes
C1 C2 . 1.3752(17) yes
C1 C14 . 1.4137(15) yes
C1 H11 . 0.970(16) no
C2 C3 . 1.4058(19) yes
C2 H21 . 0.962(17) no
C3 C4 . 1.370(2) yes
C3 H31 . 0.963(18) no
C4 C5 . 1.4133(18) yes
C4 H41 . 0.972(18) no
C5 C6 . 1.4375(18) yes
C5 C14 . 1.4241(15) yes
C6 C7 . 1.346(2) yes
C6 H61 . 0.97(2) no
C7 C8 . 1.4330(19) yes
C7 H71 . 0.94(2) no
C8 C9 . 1.4266(19) yes
C8 C13 . 1.4128(16) yes
C9 C10 . 1.353(2) yes
C9 H91 . 0.960(19) no
C10 C11 . 1.4276(17) yes
C10 H101 . 0.973(19) no
C11 C12 . 1.422(2) yes
C12 C13 5_555 1.4488(13) yes
C12 C13 . 1.4488(13) yes
C13 C14 . 1.4537(16) yes
C15 C17 2_566 1.3744(18) yes
C15 C16 . 1.3831(17) yes
C16 C17 . 1.3835(18) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139203105
