# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_171124_ny_zh25
_database_code_depnum_ccdc_archive 'CCDC 1883325'
loop_
_audit_author_name
_audit_author_address
'zhenwei zhang'
;university of jinan
China
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-11-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H16 F4'
_chemical_formula_sum            'C26 H16 F4'
_chemical_formula_weight         404.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H F'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.9748(6)
_cell_length_b                   9.6537(6)
_cell_length_c                   11.0118(7)
_cell_angle_alpha                90
_cell_angle_beta                 108.037(7)
_cell_angle_gamma                90
_cell_volume                     1008.26(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2878
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.2590
_cell_measurement_theta_min      3.8150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.38
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0653
_diffrn_reflns_av_unetI/netI     0.0784
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13939
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.365
_diffrn_reflns_theta_min         3.204
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0355
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -52.00   43.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8569  -77.0000   60.0000 95

#__ type_ start__ end____ width___ exp.time_
  2 omega  -11.00   83.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8569   77.0000 -180.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega   -1.00   83.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8569   57.0000  120.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega   35.00   88.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8569  178.0000   60.0000 53

#__ type_ start__ end____ width___ exp.time_
  5 omega  -25.00   55.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8569  -99.0000  -90.0000 80

#__ type_ start__ end____ width___ exp.time_
  6 omega  -84.00    0.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9507  -57.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
  7 omega   32.00   88.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8569 -178.0000 -120.0000 56

#__ type_ start__ end____ width___ exp.time_
  8 omega  -53.00   39.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8569    0.0000   90.0000 92

#__ type_ start__ end____ width___ exp.time_
  9 omega   -3.00   85.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8569   37.0000   30.0000 88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0737819000
_diffrn_orient_matrix_UB_12      -0.0088055000
_diffrn_orient_matrix_UB_13      -0.0278517000
_diffrn_orient_matrix_UB_21      -0.0049989000
_diffrn_orient_matrix_UB_22      0.0672775000
_diffrn_orient_matrix_UB_23      -0.0270177000
_diffrn_orient_matrix_UB_31      0.0111707000
_diffrn_orient_matrix_UB_32      -0.0282359000
_diffrn_orient_matrix_UB_33      -0.0555093000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.885
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                1994
_reflns_number_total             4103
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.592
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details 
;
 Flack x determined using 552 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4103
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.1773
_refine_ls_R_factor_gt           0.1113
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2813
_refine_ls_wR_factor_ref         0.3482
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 F2, C17
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
 F3, C23
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
 C12, C13
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
 C18, C19
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C25) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C23) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C26(H26), C8(H8), C16(H16), C14(H14), C4(H4), C11(H11), C19(H19),
 C7(H7), C18(H18), C22(H22), C10(H10), C13(H13), C24(H24), C25(H25), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C15 C -0.5134(5) -0.5668(7) -0.2744(5) 0.0630(14) Uani 1 1 d . . . . .
F4 F -1.0969(5) -0.2902(7) 0.0116(5) 0.145(2) Uani 1 1 d . . . . .
C20 C -0.4422(7) -0.6937(7) -0.2529(6) 0.0789(19) Uani 1 1 d . . . . .
H20 H -0.4567 -0.7572 -0.1947 0.095 Uiso 1 1 calc R . . . .
C2 C -0.6116(5) -0.5326(5) -0.1992(4) 0.0539(13) Uani 1 1 d . . . . .
C1 C -0.7484(5) -0.4947(5) -0.2588(5) 0.0568(14) Uani 1 1 d . . . . .
C3 C -0.8136(5) -0.5060(6) -0.4000(5) 0.0570(13) Uani 1 1 d . . . . .
C9 C -0.8377(5) -0.4379(6) -0.1877(5) 0.0590(14) Uani 1 1 d . . . . .
C21 C -0.5503(6) -0.5418(6) -0.0607(5) 0.0619(14) Uani 1 1 d . . . . .
C17 C -0.3952(7) -0.5080(9) -0.4226(6) 0.0858(19) Uani 1 1 d . U . . .
C26 C -0.4163(7) -0.4780(8) -0.0009(6) 0.083(2) Uani 1 1 d . . . . .
H26 H -0.3676 -0.4318 -0.0483 0.099 Uiso 1 1 calc R . . . .
C8 C -0.7976(6) -0.6214(8) -0.4696(6) 0.0763(17) Uani 1 1 d . . . . .
H8 H -0.7437 -0.6953 -0.4266 0.092 Uiso 1 1 calc R . . . .
C16 C -0.4865(6) -0.4724(7) -0.3584(5) 0.0677(16) Uani 1 1 d . . . . .
H16 H -0.5302 -0.3862 -0.3708 0.081 Uiso 1 1 calc R . . . .
C14 C -0.7935(7) -0.3324(7) -0.1026(6) 0.0776(18) Uani 1 1 d . . . . .
H14 H -0.7054 -0.2926 -0.0906 0.093 Uiso 1 1 calc R . . . .
C4 C -0.8951(6) -0.3961(7) -0.4691(5) 0.0706(17) Uani 1 1 d . . . . .
H4 H -0.9088 -0.3160 -0.4275 0.085 Uiso 1 1 calc R . . . .
F2 F -0.3584(7) -0.4213(8) -0.4958(5) 0.152(2) Uani 1 1 d . U . . .
C11 C -1.0579(6) -0.4372(8) -0.1391(5) 0.0786(17) Uani 1 1 d . . . . .
H11 H -1.1480 -0.4727 -0.1524 0.094 Uiso 1 1 calc R . . . .
C12 C -1.0102(6) -0.3360(8) -0.0549(5) 0.0804(18) Uani 1 1 d . U . . .
C19 C -0.3491(7) -0.7219(8) -0.3209(6) 0.0876(18) Uani 1 1 d . U . . .
H19 H -0.3010 -0.8058 -0.3076 0.105 Uiso 1 1 calc R . . . .
C7 C -0.8577(7) -0.6303(8) -0.5984(6) 0.0819(19) Uani 1 1 d . . . . .
H7 H -0.8476 -0.7096 -0.6428 0.098 Uiso 1 1 calc R . . . .
F1 F -0.9851(9) -0.5215(9) -0.7912(5) 0.179(3) Uani 1 1 d . . . . .
C6 C -0.9343(7) -0.5180(10) -0.6613(6) 0.089(2) Uani 1 1 d . . . . .
C18 C -0.3262(7) -0.6304(10) -0.4066(6) 0.095(2) Uani 1 1 d . U . . .
H18 H -0.2650 -0.6516 -0.4526 0.113 Uiso 1 1 calc R . . . .
C22 C -0.6215(8) -0.6092(8) 0.0098(6) 0.094(2) Uani 1 1 d . . . . .
H22 H -0.7085 -0.6508 -0.0283 0.112 Uiso 1 1 calc R . . . .
C10 C -0.9743(6) -0.4890(7) -0.2061(5) 0.0684(16) Uani 1 1 d . . . . .
H10 H -1.0086 -0.5595 -0.2651 0.082 Uiso 1 1 calc R . . . .
C23 C -0.5545(10) -0.6124(10) 0.1468(7) 0.107(2) Uani 1 1 d . U . . .
C13 C -0.8794(7) -0.2836(8) -0.0335(6) 0.0864(19) Uani 1 1 d . U . . .
H13 H -0.8466 -0.2147 0.0276 0.104 Uiso 1 1 calc R . . . .
C24 C -0.4384(11) -0.5606(11) 0.1994(8) 0.122(3) Uani 1 1 d . U . . .
H24 H -0.4004 -0.5702 0.2875 0.147 Uiso 1 1 calc R . . . .
C25 C -0.3610(10) -0.4886(10) 0.1349(7) 0.118(3) Uani 1 1 d . U . . .
H25 H -0.2750 -0.4483 0.1790 0.142 Uiso 1 1 calc R . . . .
C5 C -0.9534(7) -0.4090(8) -0.5980(5) 0.085(2) Uani 1 1 d . . . . .
H5 H -1.0093 -0.3372 -0.6430 0.102 Uiso 1 1 calc R . . . .
F3 F -0.6168(11) -0.6710(12) 0.2224(6) 0.221(3) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
C15 C20 1.399(9) . ?
C15 C2 1.502(7) . ?
C15 C16 1.382(8) . ?
F4 C12 1.369(8) . ?
C20 H20 0.9300 . ?
C20 C19 1.388(10) . ?
C2 C1 1.368(7) . ?
C2 C21 1.459(7) . ?
C1 C3 1.492(7) . ?
C1 C9 1.463(8) . ?
C3 C8 1.389(9) . ?
C3 C4 1.408(8) . ?
C9 C14 1.362(8) . ?
C9 C10 1.403(8) . ?
C21 C26 1.433(8) . ?
C21 C22 1.368(9) . ?
C17 C16 1.359(9) . ?
C17 F2 1.292(9) . ?
C17 C18 1.352(12) . ?
C26 H26 0.9300 . ?
C26 C25 1.428(9) . ?
C8 H8 0.9300 . ?
C8 C7 1.361(8) . ?
C16 H16 0.9300 . ?
C14 H14 0.9300 . ?
C14 C13 1.393(10) . ?
C4 H4 0.9300 . ?
C4 C5 1.363(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.329(9) . ?
C11 C10 1.369(9) . ?
C12 C13 1.350(10) . ?
C19 H19 0.9300 . ?
C19 C18 1.362(11) . ?
C7 H7 0.9300 . ?
C7 C6 1.382(11) . ?
F1 C6 1.362(8) . ?
C6 C5 1.308(11) . ?
C18 H18 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.450(9) . ?
C10 H10 0.9300 . ?
C23 C24 1.229(13) . ?
C23 F3 1.311(12) . ?
C13 H13 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.387(15) . ?
C25 H25 0.9300 . ?
C5 H5 0.9300 . ?

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 C15 C2 118.9(5) . . ?
C16 C15 C20 119.8(5) . . ?
C16 C15 C2 121.2(5) . . ?
C15 C20 H20 121.0 . . ?
C19 C20 C15 118.0(6) . . ?
C19 C20 H20 121.0 . . ?
C1 C2 C15 121.2(4) . . ?
C1 C2 C21 123.4(5) . . ?
C21 C2 C15 115.4(4) . . ?
C2 C1 C3 121.9(5) . . ?
C2 C1 C9 121.7(4) . . ?
C9 C1 C3 116.4(4) . . ?
C8 C3 C1 123.1(5) . . ?
C8 C3 C4 116.9(5) . . ?
C4 C3 C1 120.0(5) . . ?
C14 C9 C1 121.9(5) . . ?
C14 C9 C10 117.1(5) . . ?
C10 C9 C1 121.0(5) . . ?
C26 C21 C2 118.9(5) . . ?
C22 C21 C2 119.9(5) . . ?
C22 C21 C26 121.2(5) . . ?
F2 C17 C16 121.8(8) . . ?
F2 C17 C18 114.6(7) . . ?
C18 C17 C16 123.3(7) . . ?
C21 C26 H26 121.5 . . ?
C25 C26 C21 117.0(7) . . ?
C25 C26 H26 121.5 . . ?
C3 C8 H8 118.8 . . ?
C7 C8 C3 122.5(6) . . ?
C7 C8 H8 118.8 . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.8(6) . . ?
C17 C16 H16 120.6 . . ?
C9 C14 H14 119.8 . . ?
C9 C14 C13 120.4(6) . . ?
C13 C14 H14 119.8 . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.8(6) . . ?
C5 C4 H4 120.6 . . ?
C12 C11 H11 120.1 . . ?
C12 C11 C10 119.9(6) . . ?
C10 C11 H11 120.1 . . ?
C11 C12 F4 117.5(6) . . ?
C11 C12 C13 121.1(6) . . ?
C13 C12 F4 121.4(6) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 C20 122.0(7) . . ?
C18 C19 H19 119.0 . . ?
C8 C7 H7 121.0 . . ?
C8 C7 C6 118.0(7) . . ?
C6 C7 H7 121.0 . . ?
F1 C6 C7 118.4(8) . . ?
C5 C6 C7 120.9(6) . . ?
C5 C6 F1 120.7(8) . . ?
C17 C18 C19 118.0(7) . . ?
C17 C18 H18 121.0 . . ?
C19 C18 H18 121.0 . . ?
C21 C22 H22 121.7 . . ?
C21 C22 C23 116.6(7) . . ?
C23 C22 H22 121.7 . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.3(6) . . ?
C11 C10 H10 119.3 . . ?
C24 C23 C22 123.1(9) . . ?
C24 C23 F3 116.0(8) . . ?
F3 C23 C22 120.9(8) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 C14 120.1(6) . . ?
C12 C13 H13 119.9 . . ?
C23 C24 H24 118.1 . . ?
C23 C24 C25 123.7(8) . . ?
C25 C24 H24 118.1 . . ?
C26 C25 H25 120.8 . . ?
C24 C25 C26 118.4(8) . . ?
C24 C25 H25 120.8 . . ?
C4 C5 H5 118.6 . . ?
C6 C5 C4 122.9(7) . . ?
C6 C5 H5 118.6 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_170823c
_database_code_depnum_ccdc_archive 'CCDC 1883345'
loop_
_audit_author_name
_audit_author_address
'daqi wang'
;liaocheng university
China
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-11-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H19 F'
_chemical_formula_sum            'C26 H19 F'
_chemical_formula_weight         350.41
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.9314(7)
_cell_length_b                   9.4452(6)
_cell_length_c                   10.8609(8)
_cell_angle_alpha                90
_cell_angle_beta                 108.374(2)
_cell_angle_gamma                90
_cell_volume                     966.86(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1853
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.773
_cell_measurement_theta_min      2.426
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.968
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.9728
_exptl_absorpt_correction_T_min  0.9685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.37
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4833
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.019
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_min         2.425
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_full    0.967
_reflns_Friedel_fraction_max     0.967
_reflns_number_gt                2480
_reflns_number_total             3352
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 955 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -2.1(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3352
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0551
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1134P)²+0.0628P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1549
_refine_ls_wR_factor_ref         0.1783
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F1) = Uanis(F1')
3. Others
 Sof(F1')=Sof(H6)=1-FVAR(1)
 Sof(F1)=Sof(H18)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22),
  C23(H23), C24(H24), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -1.0962(6) -0.0026(8) -0.4836(7) 0.131(2) Uani 0.765(8) 1 d . . P A 1
F1' F -0.239(2) -0.329(3) -0.979(2) 0.131(2) Uani 0.235(8) 1 d . . P A 2
C1 C -0.7472(4) -0.2018(4) -0.7583(4) 0.0463(10) Uani 1 1 d . . . . .
C2 C -0.6092(4) -0.2350(5) -0.6983(4) 0.0473(10) Uani 1 1 d . . . . .
C3 C -0.8410(4) -0.1462(5) -0.6856(4) 0.0483(10) Uani 1 1 d . . . . .
C4 C -0.9771(5) -0.1992(5) -0.7086(5) 0.0562(12) Uani 1 1 d . . . . .
H4 H -1.0098 -0.2704 -0.7700 0.067 Uiso 1 1 calc R . . . .
C5 C -1.0644(5) -0.1487(6) -0.6426(5) 0.0617(13) Uani 1 1 d . . . . .
H5 H -1.1552 -0.1855 -0.6583 0.074 Uiso 1 1 calc R . . . .
C6 C -1.0158(6) -0.0443(7) -0.5541(5) 0.0690(14) Uani 1 1 d . . . . .
H6 H -1.0733 -0.0117 -0.5071 0.083 Uiso 0.235(8) 1 calc R . P A 2
C7 C -0.8845(6) 0.0145(6) -0.5322(6) 0.0717(15) Uani 1 1 d . . . . .
H7 H -0.8545 0.0880 -0.4729 0.086 Uiso 1 1 calc R . . . .
C8 C -0.7976(5) -0.0355(5) -0.5979(5) 0.0569(11) Uani 1 1 d . . . . .
H8 H -0.7086 0.0050 -0.5838 0.068 Uiso 1 1 calc R . . . .
C9 C -0.8146(4) -0.2168(5) -0.9009(4) 0.0519(11) Uani 1 1 d . . . . .
C10 C -0.7984(5) -0.3386(6) -0.9679(5) 0.0656(13) Uani 1 1 d . . . . .
H10 H -0.7461 -0.4145 -0.9226 0.079 Uiso 1 1 calc R . . . .
C11 C -0.8594(6) -0.3472(8) -1.1009(6) 0.0803(17) Uani 1 1 d . . . . .
H11 H -0.8474 -0.4287 -1.1444 0.096 Uiso 1 1 calc R . . . .
C12 C -0.9375(6) -0.2370(9) -1.1692(6) 0.0851(18) Uani 1 1 d . . . . .
H12 H -0.9770 -0.2431 -1.2588 0.102 Uiso 1 1 calc R . . . .
C13 C -0.9573(6) -0.1186(7) -1.1057(5) 0.0760(15) Uani 1 1 d . . . . .
H13 H -1.0116 -0.0443 -1.1520 0.091 Uiso 1 1 calc R . . . .
C14 C -0.8972(5) -0.1083(6) -0.9726(5) 0.0610(13) Uani 1 1 d . . . . .
H14 H -0.9123 -0.0271 -0.9304 0.073 Uiso 1 1 calc R . . . .
C15 C -0.5113(5) -0.2670(5) -0.7754(4) 0.0487(11) Uani 1 1 d . . . . .
C16 C -0.4923(5) -0.1707(5) -0.8634(4) 0.0563(12) Uani 1 1 d . . . . .
H16 H -0.5404 -0.0848 -0.8753 0.068 Uiso 1 1 calc R . . . .
C17 C -0.4015(6) -0.2007(7) -0.9350(5) 0.0710(15) Uani 1 1 d . . . . .
H17 H -0.3900 -0.1357 -0.9952 0.085 Uiso 1 1 calc R . . . .
C18 C -0.3290(6) -0.3269(8) -0.9160(5) 0.0757(16) Uani 1 1 d . . . . .
H18 H -0.2677 -0.3473 -0.9631 0.091 Uiso 0.765(8) 1 calc R . P A 1
C19 C -0.3469(6) -0.4226(7) -0.8279(5) 0.0707(15) Uani 1 1 d . . . . .
H19 H -0.2989 -0.5086 -0.8164 0.085 Uiso 1 1 calc R . . . .
C20 C -0.4350(5) -0.3926(6) -0.7566(5) 0.0591(12) Uani 1 1 d . . . . .
H20 H -0.4439 -0.4571 -0.6949 0.071 Uiso 1 1 calc R . . . .
C21 C -0.5418(5) -0.2397(5) -0.5556(4) 0.0537(11) Uani 1 1 d . . . . .
C22 C -0.4083(5) -0.1797(6) -0.4994(5) 0.0647(14) Uani 1 1 d . . . . .
H22 H -0.3636 -0.1368 -0.5531 0.078 Uiso 1 1 calc R . . . .
C23 C -0.3412(7) -0.1813(8) -0.3701(6) 0.094(2) Uani 1 1 d . . . . .
H23 H -0.2531 -0.1383 -0.3359 0.113 Uiso 1 1 calc R . . . .
C24 C -0.4046(11) -0.2473(12) -0.2895(7) 0.115(3) Uani 1 1 d . . . . .
H24 H -0.3585 -0.2504 -0.2005 0.138 Uiso 1 1 calc R . . . .
C25 C -0.5360(11) -0.3084(9) -0.3407(7) 0.106(3) Uani 1 1 d . . . . .
H25 H -0.5794 -0.3519 -0.2863 0.128 Uiso 1 1 calc R . . . .
C26 C -0.6041(7) -0.3055(6) -0.4738(5) 0.0766(17) Uani 1 1 d . . . . .
H26 H -0.6925 -0.3482 -0.5081 0.092 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C6 1.328(7) . ?
F1' C18 1.283(17) . ?
C1 C2 1.355(6) . ?
C1 C3 1.493(6) . ?
C1 C9 1.488(6) . ?
C2 C15 1.501(6) . ?
C2 C21 1.483(6) . ?
C3 C4 1.388(6) . ?
C3 C8 1.388(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.373(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.356(8) . ?
C6 H6 0.9300 . ?
C6 C7 1.368(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.366(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.397(7) . ?
C9 C14 1.388(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.382(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.368(10) . ?
C12 H12 0.9300 . ?
C12 C13 1.360(10) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(6) . ?
C15 C20 1.388(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.392(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(9) . ?
C18 H18 0.9300 . ?
C18 C19 1.368(9) . ?
C19 H19 0.9300 . ?
C19 C20 1.368(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.393(7) . ?
C21 C26 1.380(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.351(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.378(12) . ?
C24 H24 0.9300 . ?
C24 C25 1.374(14) . ?
C25 H25 0.9300 . ?
C25 C26 1.390(10) . ?
C26 H26 0.9300 . ?

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
C2 C1 C3 122.1(4) . . ?
C2 C1 C9 122.2(4) . . ?
C9 C1 C3 115.7(3) . . ?
C1 C2 C15 120.9(4) . . ?
C1 C2 C21 124.4(4) . . ?
C21 C2 C15 114.8(3) . . ?
C4 C3 C1 120.8(4) . . ?
C4 C3 C8 118.0(4) . . ?
C8 C3 C1 121.1(4) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.3(5) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.7(5) . . ?
C6 C5 H5 120.6 . . ?
F1 C6 C5 118.7(6) . . ?
F1 C6 C7 119.5(6) . . ?
C5 C6 H6 119.2 . . ?
C5 C6 C7 121.7(5) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.6(5) . . ?
C8 C7 H7 120.2 . . ?
C3 C8 H8 119.7 . . ?
C7 C8 C3 120.6(5) . . ?
C7 C8 H8 119.7 . . ?
C10 C9 C1 122.2(4) . . ?
C14 C9 C1 120.4(4) . . ?
C14 C9 C10 117.4(4) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(6) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(6) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 119.9(5) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.2(6) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 H14 119.4 . . ?
C13 C14 C9 121.3(5) . . ?
C13 C14 H14 119.4 . . ?
C16 C15 C2 120.7(4) . . ?
C16 C15 C20 118.6(4) . . ?
C20 C15 C2 120.7(4) . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(5) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.6(5) . . ?
C18 C17 H17 120.2 . . ?
F1' C18 C17 110.7(13) . . ?
F1' C18 C19 128.9(13) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0(5) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.5(5) . . ?
C20 C19 H19 119.8 . . ?
C15 C20 H20 119.7 . . ?
C19 C20 C15 120.7(5) . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C2 120.0(4) . . ?
C26 C21 C2 122.7(5) . . ?
C26 C21 C22 117.3(5) . . ?
C21 C22 H22 118.6 . . ?
C23 C22 C21 122.7(6) . . ?
C23 C22 H22 118.6 . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.4(7) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.9(6) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.1(7) . . ?
C26 C25 H25 119.9 . . ?
C21 C26 C25 120.5(7) . . ?
C21 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C6 C7 C8 175.2(5) . . . . ?
F1' C18 C19 C20 170.8(14) . . . . ?
C1 C2 C15 C16 56.3(6) . . . . ?
C1 C2 C15 C20 -125.5(5) . . . . ?
C1 C2 C21 C22 -135.8(5) . . . . ?
C1 C2 C21 C26 46.1(7) . . . . ?
C1 C3 C4 C5 -179.9(4) . . . . ?
C1 C3 C8 C7 179.9(5) . . . . ?
C1 C9 C10 C11 -178.2(4) . . . . ?
C1 C9 C14 C13 178.1(4) . . . . ?
C2 C1 C3 C4 -134.5(5) . . . . ?
C2 C1 C3 C8 48.7(6) . . . . ?
C2 C1 C9 C10 46.9(6) . . . . ?
C2 C1 C9 C14 -133.2(5) . . . . ?
C2 C15 C16 C17 -179.9(4) . . . . ?
C2 C15 C20 C19 179.3(5) . . . . ?
C2 C21 C22 C23 -179.6(5) . . . . ?
C2 C21 C26 C25 179.3(5) . . . . ?
C3 C1 C2 C15 -169.6(4) . . . . ?
C3 C1 C2 C21 8.9(7) . . . . ?
C3 C1 C9 C10 -133.8(4) . . . . ?
C3 C1 C9 C14 46.2(5) . . . . ?
C3 C4 C5 C6 0.5(7) . . . . ?
C4 C3 C8 C7 3.0(7) . . . . ?
C4 C5 C6 F1 -175.2(6) . . . . ?
C4 C5 C6 C7 2.0(8) . . . . ?
C5 C6 C7 C8 -2.0(9) . . . . ?
C6 C7 C8 C3 -0.6(8) . . . . ?
C8 C3 C4 C5 -3.0(7) . . . . ?
C9 C1 C2 C15 9.7(7) . . . . ?
C9 C1 C2 C21 -171.8(4) . . . . ?
C9 C1 C3 C4 46.1(6) . . . . ?
C9 C1 C3 C8 -130.7(5) . . . . ?
C9 C10 C11 C12 -0.4(8) . . . . ?
C10 C9 C14 C13 -2.0(7) . . . . ?
C10 C11 C12 C13 -1.0(9) . . . . ?
C11 C12 C13 C14 1.0(9) . . . . ?
C12 C13 C14 C9 0.6(8) . . . . ?
C14 C9 C10 C11 1.8(7) . . . . ?
C15 C2 C21 C22 42.8(6) . . . . ?
C15 C2 C21 C26 -135.3(5) . . . . ?
C15 C16 C17 C18 -0.9(7) . . . . ?
C16 C15 C20 C19 -2.5(7) . . . . ?
C16 C17 C18 F1' -172.8(11) . . . . ?
C16 C17 C18 C19 0.4(8) . . . . ?
C17 C18 C19 C20 -1.1(8) . . . . ?
C18 C19 C20 C15 2.2(8) . . . . ?
C20 C15 C16 C17 1.9(7) . . . . ?
C21 C2 C15 C16 -122.3(5) . . . . ?
C21 C2 C15 C20 55.9(6) . . . . ?
C21 C22 C23 C24 1.5(9) . . . . ?
C22 C21 C26 C25 1.2(8) . . . . ?
C22 C23 C24 C25 -1.1(11) . . . . ?
C23 C24 C25 C26 0.9(12) . . . . ?
C24 C25 C26 C21 -0.9(10) . . . . ?
C26 C21 C22 C23 -1.5(8) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_170823f
_database_code_depnum_ccdc_archive 'CCDC 1883346'
loop_
_audit_author_name
_audit_author_address
'daqi wang'
;liaocheng university
China
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-11-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H18 F2'
_chemical_formula_sum            'C26 H18 F2'
_chemical_formula_weight         368.40
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.9332(8)
_cell_length_b                   9.5602(8)
_cell_length_c                   10.8668(9)
_cell_angle_alpha                90
_cell_angle_beta                 108.551(3)
_cell_angle_gamma                90
_cell_volume                     978.33(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1501
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      21.939
_cell_measurement_theta_min      2.426
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.9702
_exptl_absorpt_correction_T_min  0.9614
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.36
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_av_unetI/netI     0.0874
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4839
_diffrn_reflns_point_group_measured_fraction_full 0.839
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_theta_full        25.013
_diffrn_reflns_theta_max         25.013
_diffrn_reflns_theta_min         2.422
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.589
_reflns_Friedel_fraction_full    0.665
_reflns_Friedel_fraction_max     0.665
_reflns_number_gt                1886
_reflns_number_total             2903
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 
;
 Flack x determined using 590 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.8(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         2903
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1197
_refine_ls_R_factor_gt           0.0808
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1369P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2053
_refine_ls_wR_factor_ref         0.2358
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F1) = Uanis(F1')
Uanis(F2) = Uanis(F2')
3. Others
 Sof(F1')=Sof(F2')=Sof(H4)=Sof(H6)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(H10)=Sof(H12)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22),
  C23(H23), C24(H24), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.0069(9) 0.3221(10) 0.7421(10) 0.131(3) Uani 0.726(7) 1 d . . P A 1
F2 F -0.0933(10) 0.6631(13) 1.0033(11) 0.150(4) Uani 0.726(7) 1 d . . P A 1
F1' F 0.256(2) 0.201(3) 0.602(3) 0.131(3) Uani 0.274(7) 1 d . . P A 2
F2' F 0.025(3) 0.418(3) 0.212(3) 0.150(4) Uani 0.274(7) 1 d . . P A 2
C1 C 0.2616(6) 0.4426(6) 0.7467(6) 0.0524(16) Uani 1 1 d . . . . .
C2 C 0.3982(6) 0.4124(7) 0.8070(6) 0.0513(15) Uani 1 1 d . . . . .
C3 C 0.1673(6) 0.4993(7) 0.8193(6) 0.0537(15) Uani 1 1 d . . . . .
C4 C 0.0374(8) 0.4436(8) 0.8048(7) 0.0679(19) Uani 1 1 d . . . . .
H4 H 0.0094 0.3648 0.7526 0.082 Uiso 0.274(7) 1 calc R . P A 2
C5 C -0.0530(8) 0.4973(9) 0.8627(8) 0.074(2) Uani 1 1 d . . . . .
H5 H -0.1426 0.4584 0.8478 0.089 Uiso 1 1 calc R . . . .
C6 C -0.0113(9) 0.6090(10) 0.9429(8) 0.079(2) Uani 1 1 d . . . . .
H6 H -0.0705 0.6442 0.9868 0.095 Uiso 0.274(7) 1 calc R . P A 2
C7 C 0.1187(9) 0.6704(10) 0.9594(9) 0.082(2) Uani 1 1 d . . . . .
H7 H 0.1459 0.7491 1.0117 0.099 Uiso 1 1 calc R . . . .
C8 C 0.2063(8) 0.6156(8) 0.8994(7) 0.0676(18) Uani 1 1 d . . . . .
H8 H 0.2946 0.6565 0.9120 0.081 Uiso 1 1 calc R . . . .
C9 C 0.1930(6) 0.4263(7) 0.6070(6) 0.0544(16) Uani 1 1 d . . . . .
C10 C 0.2039(7) 0.3055(8) 0.5403(7) 0.069(2) Uani 1 1 d . . . . .
H10 H 0.2536 0.2298 0.5869 0.083 Uiso 0.726(7) 1 calc R . P A 1
C11 C 0.1446(8) 0.2934(10) 0.4093(8) 0.084(2) Uani 1 1 d . . . . .
H11 H 0.1559 0.2118 0.3670 0.100 Uiso 1 1 calc R . . . .
C12 C 0.0691(9) 0.4015(13) 0.3419(8) 0.091(3) Uani 1 1 d . . . . .
H12 H 0.0301 0.3946 0.2522 0.109 Uiso 0.726(7) 1 calc R . P A 1
C13 C 0.0486(9) 0.5216(11) 0.4030(8) 0.089(3) Uani 1 1 d . . . . .
H13 H -0.0071 0.5939 0.3559 0.107 Uiso 1 1 calc R . . . .
C14 C 0.1112(7) 0.5330(8) 0.5338(7) 0.071(2) Uani 1 1 d . . . . .
H14 H 0.0986 0.6147 0.5753 0.085 Uiso 1 1 calc R . . . .
C15 C 0.4926(7) 0.3795(7) 0.7284(6) 0.0525(15) Uani 1 1 d . . . . .
C16 C 0.5711(7) 0.2566(8) 0.7483(7) 0.0681(19) Uani 1 1 d . . . . .
H16 H 0.5654 0.1945 0.8124 0.082 Uiso 1 1 calc R . . . .
C17 C 0.6563(8) 0.2255(10) 0.6756(8) 0.081(2) Uani 1 1 d . . . . .
H17 H 0.7050 0.1409 0.6875 0.097 Uiso 1 1 calc R . . . .
C18 C 0.6704(9) 0.3197(12) 0.5842(8) 0.089(3) Uani 1 1 d . . . . .
H18 H 0.7292 0.2983 0.5352 0.106 Uiso 1 1 calc R . . . .
C19 C 0.5996(9) 0.4426(10) 0.5652(7) 0.083(2) Uani 1 1 d . . . . .
H19 H 0.6097 0.5054 0.5033 0.100 Uiso 1 1 calc R . . . .
C20 C 0.5113(7) 0.4748(8) 0.6388(6) 0.0617(17) Uani 1 1 d . . . . .
H20 H 0.4648 0.5606 0.6278 0.074 Uiso 1 1 calc R . . . .
C21 C 0.4684(7) 0.4133(8) 0.9499(6) 0.0602(17) Uani 1 1 d . . . . .
C22 C 0.5980(7) 0.4775(9) 1.0021(7) 0.0683(19) Uani 1 1 d . . . . .
H22 H 0.6380 0.5213 0.9456 0.082 Uiso 1 1 calc R . . . .
C23 C 0.6712(9) 0.4807(11) 1.1310(8) 0.095(3) Uani 1 1 d . . . . .
H23 H 0.7588 0.5252 1.1620 0.114 Uiso 1 1 calc R . . . .
C24 C 0.6109(14) 0.4156(15) 1.2150(9) 0.111(4) Uani 1 1 d . . . . .
H24 H 0.6586 0.4152 1.3038 0.133 Uiso 1 1 calc R . . . .
C25 C 0.4824(16) 0.3526(12) 1.1676(9) 0.109(4) Uani 1 1 d . . . . .
H25 H 0.4423 0.3106 1.2248 0.131 Uiso 1 1 calc R . . . .
C26 C 0.4078(10) 0.3496(9) 1.0319(7) 0.082(3) Uani 1 1 d . . . . .
H26 H 0.3201 0.3055 1.0000 0.098 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C4 1.331(10) . ?
F2 C6 1.305(11) . ?
F1' C10 1.22(3) . ?
F2' C12 1.35(3) . ?
C1 C2 1.337(8) . ?
C1 C3 1.504(9) . ?
C1 C9 1.462(8) . ?
C2 C15 1.489(9) . ?
C2 C21 1.486(8) . ?
C3 C4 1.359(9) . ?
C3 C8 1.389(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.352(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.357(12) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(12) . ?
C7 H7 0.9300 . ?
C7 C8 1.347(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.385(10) . ?
C9 C14 1.386(9) . ?
C10 H10 0.9300 . ?
C10 C11 1.362(11) . ?
C11 H11 0.9300 . ?
C11 C12 1.348(14) . ?
C12 H12 0.9300 . ?
C12 C13 1.374(14) . ?
C13 H13 0.9300 . ?
C13 C14 1.363(11) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(10) . ?
C15 C20 1.388(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.363(10) . ?
C17 H17 0.9300 . ?
C17 C18 1.380(13) . ?
C18 H18 0.9300 . ?
C18 C19 1.351(13) . ?
C19 H19 0.9300 . ?
C19 C20 1.397(10) . ?
C20 H20 0.9300 . ?
C21 C22 1.375(10) . ?
C21 C26 1.368(10) . ?
C22 H22 0.9300 . ?
C22 C23 1.358(10) . ?
C23 H23 0.9300 . ?
C23 C24 1.389(16) . ?
C24 H24 0.9300 . ?
C24 C25 1.355(16) . ?
C25 H25 0.9300 . ?
C25 C26 1.424(14) . ?
C26 H26 0.9300 . ?

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
C2 C1 C3 121.7(5) . . ?
C2 C1 C9 123.4(6) . . ?
C9 C1 C3 114.9(5) . . ?
C1 C2 C15 119.4(5) . . ?
C1 C2 C21 125.2(6) . . ?
C21 C2 C15 115.4(5) . . ?
C4 C3 C1 121.6(6) . . ?
C4 C3 C8 116.8(6) . . ?
C8 C3 C1 121.5(6) . . ?
F1 C4 C3 117.1(7) . . ?
F1 C4 C5 119.5(7) . . ?
C3 C4 H4 118.5 . . ?
C5 C4 C3 123.0(7) . . ?
C5 C4 H4 118.5 . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 119.1(7) . . ?
C6 C5 H5 120.5 . . ?
F2 C6 C5 121.5(9) . . ?
F2 C6 C7 118.4(9) . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.1(7) . . ?
C7 C6 H6 120.0 . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.6(8) . . ?
C8 C7 H7 120.2 . . ?
C3 C8 H8 119.3 . . ?
C7 C8 C3 121.4(7) . . ?
C7 C8 H8 119.3 . . ?
C10 C9 C1 122.9(6) . . ?
C10 C9 C14 116.3(6) . . ?
C14 C9 C1 120.8(6) . . ?
F1' C10 C9 118.9(13) . . ?
F1' C10 C11 118.1(14) . . ?
C9 C10 H10 118.7 . . ?
C11 C10 C9 122.5(8) . . ?
C11 C10 H10 118.7 . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 118.9(8) . . ?
C12 C11 H11 120.5 . . ?
F2' C12 C13 111.0(15) . . ?
C11 C12 F2' 126.9(15) . . ?
C11 C12 H12 119.3 . . ?
C11 C12 C13 121.4(7) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 H13 120.6 . . ?
C14 C13 C12 118.8(8) . . ?
C14 C13 H13 120.6 . . ?
C9 C14 H14 119.0 . . ?
C13 C14 C9 121.9(8) . . ?
C13 C14 H14 119.0 . . ?
C16 C15 C2 120.9(6) . . ?
C20 C15 C2 120.9(6) . . ?
C20 C15 C16 118.1(6) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 121.0(7) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 119.9(8) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.7(8) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.7(8) . . ?
C20 C19 H19 120.2 . . ?
C15 C20 C19 120.4(7) . . ?
C15 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C2 120.0(6) . . ?
C26 C21 C2 121.4(7) . . ?
C26 C21 C22 118.6(6) . . ?
C21 C22 H22 118.0 . . ?
C23 C22 C21 124.0(8) . . ?
C23 C22 H22 118.0 . . ?
C22 C23 H23 121.1 . . ?
C22 C23 C24 117.8(9) . . ?
C24 C23 H23 121.1 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 C23 120.0(9) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.3 . . ?
C24 C25 C26 121.3(10) . . ?
C26 C25 H25 119.3 . . ?
C21 C26 C25 118.3(10) . . ?
C21 C26 H26 120.9 . . ?
C25 C26 H26 120.9 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C4 C5 C6 169.8(9) . . . . ?
F2 C6 C7 C8 179.2(8) . . . . ?
F1' C10 C11 C12 170.5(14) . . . . ?
F2' C12 C13 C14 -167.5(14) . . . . ?
C1 C2 C15 C16 -126.0(7) . . . . ?
C1 C2 C15 C20 58.1(9) . . . . ?
C1 C2 C21 C22 -133.6(7) . . . . ?
C1 C2 C21 C26 47.3(10) . . . . ?
C1 C3 C4 F1 11.6(11) . . . . ?
C1 C3 C4 C5 -176.0(7) . . . . ?
C1 C3 C8 C7 176.7(7) . . . . ?
C1 C9 C10 F1' 10.6(16) . . . . ?
C1 C9 C10 C11 -177.2(7) . . . . ?
C1 C9 C14 C13 178.6(7) . . . . ?
C2 C1 C3 C4 -131.0(7) . . . . ?
C2 C1 C3 C8 52.2(9) . . . . ?
C2 C1 C9 C10 49.0(9) . . . . ?
C2 C1 C9 C14 -131.6(7) . . . . ?
C2 C15 C16 C17 179.3(7) . . . . ?
C2 C15 C20 C19 -179.7(6) . . . . ?
C2 C21 C22 C23 -178.5(7) . . . . ?
C2 C21 C26 C25 178.9(7) . . . . ?
C3 C1 C2 C15 -169.8(6) . . . . ?
C3 C1 C2 C21 7.9(10) . . . . ?
C3 C1 C9 C10 -132.1(7) . . . . ?
C3 C1 C9 C14 47.2(8) . . . . ?
C3 C4 C5 C6 -2.5(12) . . . . ?
C4 C3 C8 C7 -0.2(10) . . . . ?
C4 C5 C6 F2 -178.6(9) . . . . ?
C4 C5 C6 C7 3.2(13) . . . . ?
C5 C6 C7 C8 -2.5(14) . . . . ?
C6 C7 C8 C3 1.0(13) . . . . ?
C8 C3 C4 F1 -171.5(8) . . . . ?
C8 C3 C4 C5 0.9(11) . . . . ?
C9 C1 C2 C15 8.9(9) . . . . ?
C9 C1 C2 C21 -173.4(6) . . . . ?
C9 C1 C3 C4 50.2(9) . . . . ?
C9 C1 C3 C8 -126.6(7) . . . . ?
C9 C10 C11 C12 -1.8(12) . . . . ?
C10 C9 C14 C13 -2.1(11) . . . . ?
C10 C11 C12 F2' 167.2(17) . . . . ?
C10 C11 C12 C13 -1.4(13) . . . . ?
C11 C12 C13 C14 2.8(14) . . . . ?
C12 C13 C14 C9 -0.9(13) . . . . ?
C14 C9 C10 F1' -168.7(13) . . . . ?
C14 C9 C10 C11 3.5(11) . . . . ?
C15 C2 C21 C22 44.1(9) . . . . ?
C15 C2 C21 C26 -134.9(7) . . . . ?
C15 C16 C17 C18 2.8(11) . . . . ?
C16 C15 C20 C19 4.3(10) . . . . ?
C16 C17 C18 C19 -0.4(12) . . . . ?
C17 C18 C19 C20 0.0(12) . . . . ?
C18 C19 C20 C15 -2.0(11) . . . . ?
C20 C15 C16 C17 -4.7(10) . . . . ?
C21 C2 C15 C16 56.1(8) . . . . ?
C21 C2 C15 C20 -119.8(7) . . . . ?
C21 C22 C23 C24 -0.2(13) . . . . ?
C22 C21 C26 C25 -0.2(11) . . . . ?
C22 C23 C24 C25 -0.6(15) . . . . ?
C23 C24 C25 C26 1.0(16) . . . . ?
C24 C25 C26 C21 -0.6(13) . . . . ?
C26 C21 C22 C23 0.6(12) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_170823b
_database_code_depnum_ccdc_archive 'CCDC 1883338'
loop_
_audit_author_name
_audit_author_address
'daqi wang'
;liaocheng university
China
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-11-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H19 F'
_chemical_formula_sum            'C26 H19 F'
_chemical_formula_weight         350.41
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.8507(6)
_cell_length_b                   9.6236(6)
_cell_length_c                   10.6312(7)
_cell_angle_alpha                90
_cell_angle_beta                 105.740(3)
_cell_angle_gamma                90
_cell_volume                     970.04(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1722
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.768
_cell_measurement_theta_min      2.502
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.9707
_exptl_absorpt_correction_T_min  0.9664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.4
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4795
_diffrn_reflns_point_group_measured_fraction_full 0.702
_diffrn_reflns_point_group_measured_fraction_max 0.702
_diffrn_reflns_theta_full        25.019
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_min         2.906
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.336
_reflns_Friedel_fraction_full    0.378
_reflns_Friedel_fraction_max     0.378
_reflns_number_gt                1711
_reflns_number_total             2403
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 386 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         2403
_refine_ls_number_restraints     68
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0604
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1169P)²+0.1143P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1640
_refine_ls_wR_factor_ref         0.1901
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C15-C16 = C16-C17 = C17-C18 = C18-C19 = C19-C20 = C20-C15
 1.39 with sigma of 0.01
3. Rigid bond restraints
 C15, C16
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C17 \\sim C18 \\sim C16 \\sim C19 \\sim F1': within 3.8A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(F1) = Uanis(F1')
5. Others
 Sof(F1')=Sof(H5)=1-FVAR(1)
 Sof(F1)=Sof(H17)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22),
  C23(H23), C24(H24), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.4696(14) -0.3080(16) -0.3220(10) 0.164(3) Uani 0.530(9) 1 d . . P A 1
F1' F -1.2261(15) -0.4224(19) -1.1893(12) 0.164(3) Uani 0.470(9) 1 d . U P A 2
C1 C -0.7473(4) -0.4827(5) -0.7358(4) 0.0475(11) Uani 1 1 d . . . . .
C2 C -0.8804(5) -0.5202(5) -0.7930(4) 0.0498(12) Uani 1 1 d . . . . .
C3 C -0.6831(4) -0.4927(6) -0.5902(5) 0.0516(12) Uani 1 1 d . . . . .
C4 C -0.5990(5) -0.3885(6) -0.5225(5) 0.0597(13) Uani 1 1 d . . . . .
H4 H -0.5825 -0.3090 -0.5658 0.072 Uiso 1 1 calc R . . . .
C5 C -0.5396(6) -0.4026(9) -0.3907(6) 0.0782(18) Uani 1 1 d . . . . .
H5 H -0.4835 -0.3310 -0.3458 0.094 Uiso 0.470(9) 1 calc R . P A 2
C6 C -0.5597(7) -0.5177(9) -0.3232(6) 0.083(2) Uani 1 1 d . . . . .
H6 H -0.5188 -0.5242 -0.2336 0.100 Uiso 1 1 calc R . . . .
C7 C -0.6410(7) -0.6232(9) -0.3895(6) 0.0824(19) Uani 1 1 d . . . . .
H7 H -0.6553 -0.7028 -0.3451 0.099 Uiso 1 1 calc R . . . .
C8 C -0.7023(5) -0.6122(7) -0.5229(5) 0.0634(14) Uani 1 1 d . . . . .
H8 H -0.7567 -0.6849 -0.5677 0.076 Uiso 1 1 calc R . . . .
C9 C -0.6541(5) -0.4247(5) -0.8117(5) 0.0507(12) Uani 1 1 d . . . . .
C10 C -0.6996(6) -0.3169(7) -0.9008(5) 0.0668(15) Uani 1 1 d . . . . .
H10 H -0.7883 -0.2775 -0.9126 0.080 Uiso 1 1 calc R . . . .
C11 C -0.6084(8) -0.2694(8) -0.9724(6) 0.089(2) Uani 1 1 d . . . . .
H11 H -0.6389 -0.1998 -1.0343 0.107 Uiso 1 1 calc R . . . .
C12 C -0.4786(8) -0.3216(9) -0.9538(7) 0.089(2) Uani 1 1 d . . . . .
H12 H -0.4207 -0.2884 -1.0032 0.107 Uiso 1 1 calc R . . . .
C13 C -0.4303(6) -0.4233(8) -0.8631(7) 0.080(2) Uani 1 1 d . . . . .
H13 H -0.3391 -0.4574 -0.8493 0.096 Uiso 1 1 calc R . . . .
C14 C -0.5164(5) -0.4752(6) -0.7925(5) 0.0611(13) Uani 1 1 d . . . . .
H14 H -0.4832 -0.5447 -0.7310 0.073 Uiso 1 1 calc R . . . .
C15 C -0.9379(5) -0.5332(6) -0.9378(5) 0.0568(12) Uani 1 1 d D U . . .
C16 C -1.0667(6) -0.4761(8) -0.9999(5) 0.0788(16) Uani 1 1 d D U . . .
H16 H -1.1191 -0.4291 -0.9525 0.095 Uiso 1 1 calc R . . . .
C17 C -1.1168(9) -0.4900(10) -1.1340(6) 0.106(2) Uani 1 1 d D U . . .
H17 H -1.2028 -0.4498 -1.1767 0.128 Uiso 0.530(9) 1 calc R . P A 1
C18 C -1.0435(9) -0.5609(9) -1.2054(7) 0.109(2) Uani 1 1 d D U . . .
H18 H -1.0803 -0.5707 -1.2953 0.131 Uiso 1 1 calc R . . . .
C19 C -0.9173(9) -0.6167(11) -1.1446(6) 0.107(2) Uani 1 1 d D U . . .
H19 H -0.8657 -0.6630 -1.1930 0.129 Uiso 1 1 calc R . . . .
C20 C -0.8644(7) -0.6055(8) -1.0113(5) 0.0790(18) Uani 1 1 d D . . . .
H20 H -0.7785 -0.6468 -0.9700 0.095 Uiso 1 1 calc R . . . .
C21 C -0.9852(5) -0.5518(6) -0.7184(4) 0.0503(12) Uani 1 1 d . . . . .
C22 C -1.0600(5) -0.6750(6) -0.7374(5) 0.0621(14) Uani 1 1 d . . . . .
H22 H -1.0455 -0.7389 -0.7980 0.075 Uiso 1 1 calc R . . . .
C23 C -1.1568(6) -0.7046(8) -0.6670(6) 0.0758(18) Uani 1 1 d . . . . .
H23 H -1.2042 -0.7892 -0.6784 0.091 Uiso 1 1 calc R . . . .
C24 C -1.1818(6) -0.6093(10) -0.5813(6) 0.0798(19) Uani 1 1 d . . . . .
H24 H -1.2482 -0.6278 -0.5358 0.096 Uiso 1 1 calc R . . . .
C25 C -1.1094(6) -0.4862(8) -0.5621(5) 0.0737(17) Uani 1 1 d . . . . .
H25 H -1.1255 -0.4226 -0.5019 0.088 Uiso 1 1 calc R . . . .
C26 C -1.0127(5) -0.4552(6) -0.6310(4) 0.0557(13) Uani 1 1 d . . . . .
H26 H -0.9662 -0.3701 -0.6189 0.067 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C5 1.250(14) . ?
F1' C17 1.258(16) . ?
C1 C2 1.337(6) . ?
C1 C3 1.508(7) . ?
C1 C9 1.486(6) . ?
C2 C15 1.495(7) . ?
C2 C21 1.494(6) . ?
C3 C4 1.373(7) . ?
C3 C8 1.394(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.371(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.364(11) . ?
C6 H6 0.9300 . ?
C6 C7 1.365(11) . ?
C7 H7 0.9300 . ?
C7 C8 1.386(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.394(8) . ?
C9 C14 1.402(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.402(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.337(11) . ?
C12 H12 0.9300 . ?
C12 C13 1.366(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(7) . ?
C15 C20 1.388(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.364(9) . ?
C18 H18 0.9300 . ?
C18 C19 1.347(9) . ?
C19 H19 0.9300 . ?
C19 C20 1.375(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.381(8) . ?
C21 C26 1.392(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.392(8) . ?
C23 H23 0.9300 . ?
C23 C24 1.362(10) . ?
C24 H24 0.9300 . ?
C24 C25 1.369(11) . ?
C25 H25 0.9300 . ?
C25 C26 1.382(7) . ?
C26 H26 0.9300 . ?

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
C2 C1 C3 122.4(4) . . ?
C2 C1 C9 122.0(4) . . ?
C9 C1 C3 115.6(4) . . ?
C1 C2 C15 122.8(4) . . ?
C1 C2 C21 123.2(4) . . ?
C15 C2 C21 114.0(4) . . ?
C4 C3 C1 121.1(5) . . ?
C4 C3 C8 118.7(5) . . ?
C8 C3 C1 120.1(5) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.5(6) . . ?
C5 C4 H4 120.2 . . ?
F1 C5 C4 122.7(9) . . ?
F1 C5 C6 114.8(8) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 C4 122.4(7) . . ?
C6 C5 H5 118.8 . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.7(6) . . ?
C7 C6 H6 120.6 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.2(6) . . ?
C8 C7 H7 119.9 . . ?
C3 C8 H8 119.8 . . ?
C7 C8 C3 120.4(6) . . ?
C7 C8 H8 119.8 . . ?
C10 C9 C1 121.1(4) . . ?
C10 C9 C14 118.5(5) . . ?
C14 C9 C1 120.4(4) . . ?
C9 C10 H10 120.8 . . ?
C9 C10 C11 118.5(6) . . ?
C11 C10 H10 120.8 . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.6(7) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.6(6) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 119.9(6) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.8(6) . . ?
C13 C14 H14 119.6 . . ?
C16 C15 C2 120.2(4) . . ?
C16 C15 C20 119.0(5) . . ?
C20 C15 C2 120.8(5) . . ?
C15 C16 H16 120.6 . . ?
C15 C16 C17 118.7(6) . . ?
C17 C16 H16 120.6 . . ?
F1' C17 C16 116.9(10) . . ?
F1' C17 C18 120.9(9) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 C16 121.8(7) . . ?
C18 C17 H17 119.1 . . ?
C17 C18 H18 120.3 . . ?
C19 C18 C17 119.4(7) . . ?
C19 C18 H18 120.3 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(7) . . ?
C20 C19 H19 119.8 . . ?
C15 C20 H20 119.7 . . ?
C19 C20 C15 120.6(7) . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C2 121.0(5) . . ?
C22 C21 C26 118.6(4) . . ?
C26 C21 C2 120.4(5) . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.9(5) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.7(6) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.1(5) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.9(6) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 H26 120.1 . . ?
C25 C26 C21 119.8(5) . . ?
C25 C26 H26 120.1 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C5 C6 C7 176.7(9) . . . . ?
F1' C17 C18 C19 171.2(11) . . . . ?
C1 C2 C15 C16 -133.6(6) . . . . ?
C1 C2 C15 C20 48.0(8) . . . . ?
C1 C2 C21 C22 -127.3(5) . . . . ?
C1 C2 C21 C26 54.8(7) . . . . ?
C1 C3 C4 C5 -178.4(4) . . . . ?
C1 C3 C8 C7 178.6(5) . . . . ?
C1 C9 C10 C11 -178.1(5) . . . . ?
C1 C9 C14 C13 179.2(5) . . . . ?
C2 C1 C3 C4 -137.9(5) . . . . ?
C2 C1 C3 C8 45.5(7) . . . . ?
C2 C1 C9 C10 49.0(7) . . . . ?
C2 C1 C9 C14 -132.6(5) . . . . ?
C2 C15 C16 C17 180.0(6) . . . . ?
C2 C15 C20 C19 -179.7(6) . . . . ?
C2 C21 C22 C23 179.5(5) . . . . ?
C2 C21 C26 C25 -179.7(4) . . . . ?
C3 C1 C2 C15 -169.6(5) . . . . ?
C3 C1 C2 C21 10.9(8) . . . . ?
C3 C1 C9 C10 -129.4(5) . . . . ?
C3 C1 C9 C14 49.0(6) . . . . ?
C3 C4 C5 F1 -175.2(10) . . . . ?
C3 C4 C5 C6 0.6(8) . . . . ?
C4 C3 C8 C7 1.9(7) . . . . ?
C4 C5 C6 C7 0.6(9) . . . . ?
C5 C6 C7 C8 -0.5(10) . . . . ?
C6 C7 C8 C3 -0.8(9) . . . . ?
C8 C3 C4 C5 -1.8(7) . . . . ?
C9 C1 C2 C15 12.1(7) . . . . ?
C9 C1 C2 C21 -167.4(5) . . . . ?
C9 C1 C3 C4 40.5(6) . . . . ?
C9 C1 C3 C8 -136.1(5) . . . . ?
C9 C10 C11 C12 -2.2(10) . . . . ?
C10 C9 C14 C13 -2.4(8) . . . . ?
C10 C11 C12 C13 -0.4(11) . . . . ?
C11 C12 C13 C14 1.6(10) . . . . ?
C12 C13 C14 C9 -0.2(9) . . . . ?
C14 C9 C10 C11 3.5(8) . . . . ?
C15 C2 C21 C22 53.1(6) . . . . ?
C15 C2 C21 C26 -124.8(5) . . . . ?
C15 C16 C17 F1' -171.6(10) . . . . ?
C15 C16 C17 C18 1.4(11) . . . . ?
C16 C15 C20 C19 1.9(10) . . . . ?
C16 C17 C18 C19 -1.5(13) . . . . ?
C17 C18 C19 C20 1.7(13) . . . . ?
C18 C19 C20 C15 -1.9(12) . . . . ?
C20 C15 C16 C17 -1.6(9) . . . . ?
C21 C2 C15 C16 45.9(7) . . . . ?
C21 C2 C15 C20 -132.5(5) . . . . ?
C21 C22 C23 C24 2.2(8) . . . . ?
C22 C21 C26 C25 2.4(7) . . . . ?
C22 C23 C24 C25 -1.7(9) . . . . ?
C23 C24 C25 C26 1.5(9) . . . . ?
C24 C25 C26 C21 -1.9(8) . . . . ?
C26 C21 C22 C23 -2.5(8) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
