#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:50:19 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180318 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/32/7153200.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_7153200
loop_
_publ_author_name
'de Aquino, Roney Anderson Nascimento'
'Modolo, Luzia Valentina'
'Alves, Rosemeire Brondi'
'de Fátima, Angelo'
_publ_section_title
;
 Synthesis, kinetic studies and molecular modeling of novel tacrine dimers
 as cholinesterase inhibitors.
;
_journal_issue                   48
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8395
_journal_page_last               8409
_journal_paper_doi               10.1039/c3ob41762j
_journal_volume                  11
_journal_year                    2013
_chemical_formula_moiety         'C38 H36 N4, 2(C4 H F6 O4)'
_chemical_formula_sum            'C46 H38 F12 N4 O8'
_chemical_formula_weight         1002.81
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2011-09-01T13:29:29-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                115.403(2)
_cell_angle_beta                 97.181(2)
_cell_angle_gamma                106.900(2)
_cell_formula_units_Z            1
_cell_length_a                   9.7578(2)
_cell_length_b                   11.2552(3)
_cell_length_c                   11.8308(3)
_cell_measurement_reflns_used    26266
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      32.8557
_cell_measurement_theta_min      1.9865
_cell_volume                     1075.12(6)
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction Ltd., 2010)'
_computing_data_collection       'CrysAlisPro (Oxford Diffraction Ltd., 2010)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction Ltd., 2010)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 10.4186
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω 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  0.0438
_diffrn_reflns_av_sigmaI/netI    0.0243
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            78540
_diffrn_reflns_theta_full        32.90
_diffrn_reflns_theta_max         32.93
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             514
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         7672
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0493
_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)+(0.0679P)²+0.2464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1312
_refine_ls_wR_factor_ref         0.1412
_reflns_number_gt                5887
_reflns_number_total             7672
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ob41762j.txt
_cod_data_source_block           x2n1_angelo_120k
_cod_original_cell_volume        1075.12(5)
_cod_database_code               7153200
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
C1 C 0.93405(11) 0.72133(11) 0.25594(10) 0.01823(19) Uani 1 1 d .
C2 C 0.95473(12) 0.58816(11) 0.20761(10) 0.01933(19) Uani 1 1 d .
C3 C 1.08715(12) 0.58436(12) 0.17234(10) 0.0203(2) Uani 1 1 d .
C4 C 1.16196(12) 0.82348(12) 0.21175(11) 0.0213(2) Uani 1 1 d .
C5 C 1.03439(11) 0.83480(11) 0.24727(10) 0.01967(19) Uani 1 1 d .
C6 C 1.28058(13) 0.94175(13) 0.20962(13) 0.0278(2) Uani 1 1 d .
H6A H 1.2735 0.9189 0.1196 0.033 Uiso 1 1 calc R
H6B H 1.3783 0.9492 0.2489 0.033 Uiso 1 1 calc R
C7 C 1.26640(13) 1.08413(12) 0.28258(13) 0.0281(2) Uani 1 1 d .
H7A H 1.2978 1.1194 0.3760 0.034 Uiso 1 1 calc R
H7B H 1.3303 1.1530 0.2638 0.034 Uiso 1 1 calc R
C8 C 1.10466(14) 1.06522(13) 0.23998(12) 0.0267(2) Uani 1 1 d .
H8A H 1.0713 1.0234 0.1457 0.032 Uiso 1 1 calc R
H8B H 1.0965 1.1573 0.2791 0.032 Uiso 1 1 calc R
C9 C 1.00591(13) 0.96897(12) 0.28195(11) 0.0230(2) Uani 1 1 d .
H9A H 1.0234 1.0212 0.3758 0.028 Uiso 1 1 calc R
H9B H 0.9018 0.9436 0.2405 0.028 Uiso 1 1 calc R
C10 C 1.11923(13) 0.46039(13) 0.12913(11) 0.0249(2) Uani 1 1 d .
H10 H 1.2080 0.4605 0.1082 0.030 Uiso 1 1 calc R
C11 C 1.01801(15) 0.33969(13) 0.11841(12) 0.0294(2) Uani 1 1 d .
H11 H 1.0398 0.2585 0.0932 0.035 Uiso 1 1 calc R
C12 C 0.88124(14) 0.33801(13) 0.14527(12) 0.0278(2) Uani 1 1 d .
H12 H 0.8112 0.2543 0.1336 0.033 Uiso 1 1 calc R
C13 C 0.85016(13) 0.45888(12) 0.18853(11) 0.0233(2) Uani 1 1 d .
H13 H 0.7591 0.4558 0.2056 0.028 Uiso 1 1 calc R
C14 C 0.73096(11) 0.67036(11) 0.35998(10) 0.01901(19) Uani 1 1 d .
C15 C 0.79233(11) 0.63225(12) 0.44475(11) 0.0207(2) Uani 1 1 d .
H15 H 0.8943 0.6514 0.4654 0.025 Uiso 1 1 calc R
C16 C 0.70175(11) 0.56543(11) 0.49890(11) 0.01926(19) Uani 1 1 d .
H16 H 0.7442 0.5396 0.5551 0.023 Uiso 1 1 calc R
C17 C 0.54809(11) 0.53590(11) 0.47095(10) 0.01712(18) Uani 1 1 d .
C18 C 0.49064(12) 0.57968(14) 0.38846(12) 0.0267(2) Uani 1 1 d .
H18 H 0.3895 0.5639 0.3699 0.032 Uiso 1 1 calc R
C19 C 0.57998(12) 0.64604(14) 0.33329(12) 0.0258(2) Uani 1 1 d .
H19 H 0.5387 0.6741 0.2786 0.031 Uiso 1 1 calc R
C20 C 0.46775(13) 0.29728(14) -0.03080(12) 0.0262(2) Uani 1 1 d .
C21 C 0.39813(15) 0.18297(16) 0.00625(14) 0.0331(3) Uani 1 1 d .
C22 C 0.24954(13) 0.79766(13) 0.59216(12) 0.0265(2) Uani 1 1 d .
C23 C 0.32215(14) 0.92072(14) 0.56557(13) 0.0281(2) Uani 1 1 d .
F1 F 0.26480(11) 0.17400(14) 0.02274(13) 0.0602(3) Uani 1 1 d .
F2 F 0.48625(12) 0.21088(14) 0.11602(11) 0.0629(3) Uani 1 1 d .
F3 F 0.38157(18) 0.05444(12) -0.08343(13) 0.0755(4) Uani 1 1 d .
F4 F 0.15090(9) 0.81971(9) 0.65846(9) 0.03674(19) Uani 1 1 d .
F5 F 0.17546(9) 0.67525(9) 0.47867(8) 0.0385(2) Uani 1 1 d .
F6 F 0.35127(9) 0.77636(9) 0.65902(8) 0.03601(19) Uani 1 1 d .
N1 N 0.82123(10) 0.74407(10) 0.30622(10) 0.02121(18) Uani 1 1 d .
H1 H 0.8113 0.8209 0.3220 0.025 Uiso 1 1 d R
N2 N 1.18674(10) 0.70305(10) 0.17891(9) 0.02245(19) Uani 1 1 d .
H2 H 1.2685 0.6996 0.1567 0.027 Uiso 1 1 d R
O1 O 0.42767(15) 0.40133(12) 0.01436(13) 0.0491(3) Uani 1 1 d .
O2 O 0.55398(11) 0.27860(12) -0.09604(11) 0.0380(2) Uani 1 1 d .
O3 O 0.42275(13) 0.90086(12) 0.51022(12) 0.0430(3) Uani 1 1 d .
O4 O 0.27850(14) 1.01686(12) 0.59567(14) 0.0493(3) Uani 1 1 d .
H1A H 0.5000 0.5000 0.0000 0.118(15) Uiso 1 2 d S
H3A H 0.5000 1.0000 0.5000 0.108(14) Uiso 1 2 d S
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.017 0.01 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.006 0.003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.011 0.006 '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
_geom_angle_publ_flag
C20 O1 H1A 113.00 . . no
C23 O3 H3A 116.00 . . no
C1 N1 C14 129.63(12) . . yes
C3 N2 C4 123.05(11) . . yes
C1 N1 H1 117.00 . . no
C14 N1 H1 112.00 . . no
C4 N2 H2 118.00 . . no
C3 N2 H2 119.00 . . no
N1 C1 C5 117.27(11) . . yes
N1 C1 C2 123.90(12) . . yes
C2 C1 C5 118.80(10) . . no
C3 C2 C13 117.03(12) . . no
C1 C2 C13 125.10(11) . . no
C1 C2 C3 117.84(12) . . no
N2 C3 C2 119.63(12) . . yes
C2 C3 C10 121.62(13) . . no
N2 C3 C10 118.75(11) . . yes
N2 C4 C6 116.09(11) . . yes
N2 C4 C5 120.43(12) . . yes
C5 C4 C6 123.47(12) . . no
C1 C5 C4 119.46(12) . . no
C4 C5 C9 120.26(12) . . no
C1 C5 C9 120.23(11) . . no
C4 C6 C7 112.30(12) . . no
C6 C7 C8 109.17(12) . . no
C7 C8 C9 110.05(12) . . no
C5 C9 C8 112.89(11) . . no
C3 C10 C11 119.18(13) . . no
C10 C11 C12 120.34(14) . . no
C11 C12 C13 120.59(14) . . no
C2 C13 C12 121.04(13) . . no
C15 C14 C19 119.67(12) . . no
N1 C14 C19 118.47(12) . . yes
N1 C14 C15 121.70(11) . . yes
C14 C15 C16 120.01(11) . . no
C15 C16 C17 121.63(11) . . no
C16 C17 C18 116.93(12) . . no
C16 C17 C17 121.31(11) . 2_666 no
C17 C17 C18 121.75(11) 2_666 . no
C17 C18 C19 121.97(12) . . no
C14 C19 C18 119.75(13) . . no
C4 C6 H6B 109.00 . . no
C7 C6 H6B 109.00 . . no
H6A C6 H6B 108.00 . . no
C7 C6 H6A 109.00 . . no
C4 C6 H6A 109.00 . . no
C6 C7 H7A 110.00 . . no
C8 C7 H7B 110.00 . . no
C6 C7 H7B 110.00 . . no
H7A C7 H7B 108.00 . . no
C8 C7 H7A 110.00 . . no
C9 C8 H8A 110.00 . . no
C9 C8 H8B 110.00 . . no
C7 C8 H8B 110.00 . . no
H8A C8 H8B 108.00 . . no
C7 C8 H8A 110.00 . . no
C5 C9 H9B 109.00 . . no
C8 C9 H9B 109.00 . . no
H9A C9 H9B 108.00 . . no
C5 C9 H9A 109.00 . . no
C8 C9 H9A 109.00 . . no
C3 C10 H10 120.00 . . no
C11 C10 H10 120.00 . . no
C10 C11 H11 120.00 . . no
C12 C11 H11 120.00 . . no
C13 C12 H12 120.00 . . no
C11 C12 H12 120.00 . . no
C12 C13 H13 119.00 . . no
C2 C13 H13 119.00 . . no
C14 C15 H15 120.00 . . no
C16 C15 H15 120.00 . . no
C17 C16 H16 119.00 . . no
C15 C16 H16 119.00 . . no
C19 C18 H18 119.00 . . no
C17 C18 H18 119.00 . . no
C14 C19 H19 120.00 . . no
C18 C19 H19 120.00 . . no
O1 C20 O2 128.61(17) . . yes
O2 C20 C21 117.65(14) . . yes
O1 C20 C21 113.73(13) . . yes
F1 C21 C20 113.45(15) . . yes
F1 C21 F2 107.82(13) . . yes
F2 C21 C20 109.79(14) . . yes
F3 C21 C20 112.12(13) . . yes
F2 C21 F3 106.84(16) . . yes
F1 C21 F3 106.50(16) . . yes
F4 C22 F5 106.78(12) . . yes
F4 C22 F6 107.72(11) . . yes
F5 C22 F6 107.34(13) . . yes
F5 C22 C23 110.33(11) . . yes
F6 C22 C23 111.76(12) . . yes
F4 C22 C23 112.64(13) . . yes
O3 C23 C22 110.94(14) . . yes
O4 C23 C22 119.64(14) . . yes
O3 C23 O4 129.42(17) . . yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C21 1.321(2) . yes
F2 C21 1.319(2) . yes
F3 C21 1.322(2) . yes
F4 C22 1.3285(16) . yes
F5 C22 1.3468(17) . yes
F6 C22 1.3318(17) . yes
O1 C20 1.262(2) . yes
O2 C20 1.2138(18) . yes
O1 H1A 1.2200 . no
O3 C23 1.267(2) . yes
O4 C23 1.206(2) . yes
O3 H3A 1.2200 . no
N1 C14 1.4269(17) . yes
N1 C1 1.3523(15) . yes
N2 C4 1.3455(18) . yes
N2 C3 1.3680(18) . yes
N1 H1 0.8400 . no
N2 H2 0.8800 . no
C1 C5 1.4177(18) . no
C1 C2 1.4440(18) . no
C2 C13 1.4165(19) . no
C2 C3 1.4130(17) . no
C3 C10 1.410(2) . no
C4 C5 1.3850(17) . no
C4 C6 1.501(2) . no
C5 C9 1.5063(19) . no
C6 C7 1.518(2) . no
C7 C8 1.517(2) . no
C8 C9 1.524(2) . no
C10 C11 1.370(2) . no
C11 C12 1.407(2) . no
C12 C13 1.373(2) . no
C14 C15 1.3844(18) . no
C14 C19 1.3860(18) . no
C15 C16 1.3878(18) . no
C16 C17 1.3998(16) . no
C17 C17 1.4840(17) 2_666 no
C17 C18 1.395(2) . no
C18 C19 1.388(2) . no
C6 H6B 0.9700 . no
C6 H6A 0.9700 . no
C7 H7B 0.9700 . no
C7 H7A 0.9700 . no
C8 H8B 0.9700 . no
C8 H8A 0.9700 . no
C9 H9B 0.9700 . no
C9 H9A 0.9700 . no
C10 H10 0.9300 . no
C11 H11 0.9300 . no
C12 H12 0.9300 . no
C13 H13 0.9300 . no
C15 H15 0.9300 . no
C16 H16 0.9300 . no
C18 H18 0.9300 . no
C19 H19 0.9300 . no
C20 C21 1.536(2) . no
C22 C23 1.542(2) . no
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
_geom_hbond_publ_flag
N1 H1 O4 0.8400 2.1600 2.9425(19) 155.00 2_676 yes
O1 H1A O1 1.2200 1.2200 2.448(2) 180.00 2_665 yes
N2 H2 O2 0.8800 1.9500 2.8098(16) 168.00 2_765 yes
O3 H3A O3 1.2200 1.2200 2.431(2) 180.00 2_676 yes
C19 H19 O2 0.9300 2.5600 3.4747(19) 169.00 2_665 yes
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
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 N1 C1 C2 21.30(18) . . . no
C14 N1 C1 C5 -160.59(11) . . . no
C1 N1 C14 C15 43.60(18) . . . no
C1 N1 C14 C19 -141.06(13) . . . no
C3 N2 C4 C6 -177.94(11) . . . no
C4 N2 C3 C10 176.10(11) . . . no
C4 N2 C3 C2 -3.35(17) . . . no
C3 N2 C4 C5 3.21(17) . . . no
C2 C1 C5 C4 -9.71(15) . . . no
N1 C1 C2 C13 9.70(17) . . . no
C5 C1 C2 C3 9.40(15) . . . no
N1 C1 C5 C9 -5.35(15) . . . no
N1 C1 C5 C4 172.08(10) . . . no
N1 C1 C2 C3 -172.52(10) . . . no
C2 C1 C5 C9 172.86(10) . . . no
C5 C1 C2 C13 -168.39(11) . . . no
C1 C2 C3 C10 177.50(10) . . . no
C13 C2 C3 N2 174.90(10) . . . no
C1 C2 C3 N2 -3.07(16) . . . no
C1 C2 C13 C12 -178.31(11) . . . no
C13 C2 C3 C10 -4.53(16) . . . no
C3 C2 C13 C12 3.89(17) . . . no
N2 C3 C10 C11 -178.04(11) . . . no
C2 C3 C10 C11 1.40(18) . . . no
C6 C4 C5 C1 -175.26(11) . . . no
C6 C4 C5 C9 2.17(17) . . . no
N2 C4 C5 C9 -179.06(10) . . . no
C5 C4 C6 C7 14.74(17) . . . no
N2 C4 C6 C7 -164.08(11) . . . no
N2 C4 C5 C1 3.51(16) . . . no
C1 C5 C9 C8 -167.77(10) . . . no
C4 C5 C9 C8 14.83(15) . . . no
C4 C6 C7 C8 -47.48(15) . . . no
C6 C7 C8 C9 65.36(14) . . . no
C7 C8 C9 C5 -48.21(14) . . . no
C3 C10 C11 C12 2.51(19) . . . no
C10 C11 C12 C13 -3.2(2) . . . no
C11 C12 C13 C2 -0.16(18) . . . no
N1 C14 C15 C16 177.59(11) . . . no
C19 C14 C15 C16 2.31(19) . . . no
N1 C14 C19 C18 -177.45(12) . . . no
C15 C14 C19 C18 -2.0(2) . . . no
C14 C15 C16 C17 -0.58(19) . . . no
C15 C16 C17 C18 -1.38(18) . . . no
C15 C16 C17 C17 179.86(11) . . 2_666 no
C16 C17 C18 C19 1.7(2) . . . no
C17 C17 C18 C19 -179.57(12) 2_666 . . no
C16 C17 C17 C16 179.98(13) . 2_666 2_666 no
C16 C17 C17 C18 -1.30(18) . 2_666 2_666 no
C18 C17 C17 C16 1.30(18) . 2_666 2_666 no
C18 C17 C17 C18 179.98(15) . 2_666 2_666 no
C17 C18 C19 C14 -0.0(2) . . . no
O1 C20 C21 F1 29.76(18) . . . no
O1 C20 C21 F2 -90.94(16) . . . no
O1 C20 C21 F3 150.47(15) . . . no
O2 C20 C21 F1 -151.45(14) . . . no
O2 C20 C21 F2 87.84(16) . . . no
O2 C20 C21 F3 -30.75(19) . . . no
F4 C22 C23 O3 175.52(12) . . . no
F4 C22 C23 O4 -5.59(19) . . . no
F5 C22 C23 O3 -65.26(15) . . . no
F5 C22 C23 O4 113.63(15) . . . no
F6 C22 C23 O3 54.08(16) . . . no
F6 C22 C23 O4 -127.03(15) . . . no
