# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_bisphen_fi_abs
_database_code_depnum_ccdc_archive 'CCDC 1581327'
_audit_update_record             
;
2017-10-22 deposited with the CCDC.
2018-06-25 downloaded from the CCDC.
;
_audit_creation_date             2016-05-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H30 F2 O2'
_chemical_formula_sum            'C26 H30 F2 O2'
_chemical_formula_weight         412.50
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.719(2)
_cell_length_b                   9.572(2)
_cell_length_c                   12.839(3)
_cell_angle_alpha                73.103(3)
_cell_angle_beta                 81.352(3)
_cell_angle_gamma                77.937(3)
_cell_volume                     998.0(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9114
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.66
_cell_measurement_theta_min      2.26
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1386 before and 0.0765 after correction.
The Ratio of minimum to maximum transmission is 0.7549.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rectangle
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.103
_exptl_crystal_size_mid          0.087
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19956
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         1.67
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                2923
_reflns_number_total             3773
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         1.011
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         3773
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0526
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0620P)²+0.8394P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1389
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C8(H8), C3(H3), C1(H1A)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C4(H4A,H4B),
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C20(H20), C26(H26), C25(H25), C22(H22), C23(H23), C16(H16), C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
F1 F 0.34128(16) 0.31275(17) -0.06017(12) 0.0366(4) Uani 1 d . . .
F2 F 1.40870(14) -0.45018(15) 0.26734(11) 0.0266(3) Uani 1 d . . .
O1 O 0.52784(17) -0.08936(18) 0.28593(13) 0.0214(4) Uani 1 d . . .
H1 H 0.525(3) -0.021(3) 0.234(2) 0.032 Uiso 1 d . . R
O2 O 1.13249(18) 0.05197(19) 0.18436(14) 0.0258(4) Uani 1 d . . .
H2 H 1.147(3) -0.063(3) 0.223(2) 0.039 Uiso 1 d . . R
C18 C 0.4569(3) 0.2555(3) 0.00819(19) 0.0248(5) Uani 1 d . . .
C19 C 0.5773(3) 0.1490(3) -0.01605(18) 0.0217(5) Uani 1 d . . .
H19 H 0.5800 0.1153 -0.0791 0.026 Uiso 1 calc . . R
C20 C 0.6945(2) 0.0920(2) 0.05393(17) 0.0179(5) Uani 1 d . . .
H20 H 0.7774 0.0164 0.0390 0.021 Uiso 1 calc . . R
C15 C 0.6956(2) 0.1418(2) 0.14655(17) 0.0158(4) Uani 1 d . . .
C2 C 0.8340(2) 0.0761(2) 0.21573(17) 0.0159(4) Uani 1 d . . .
C9 C 0.8127(2) -0.0864(2) 0.29814(17) 0.0151(4) Uani 1 d . . .
C21 C 0.9696(2) -0.1912(2) 0.29851(17) 0.0154(4) Uani 1 d . . .
C26 C 1.0758(3) -0.2227(3) 0.37674(18) 0.0203(5) Uani 1 d . . .
H26 H 1.0464 -0.1829 0.4380 0.024 Uiso 1 calc . . R
C25 C 1.2232(3) -0.3102(3) 0.36788(19) 0.0231(5) Uani 1 d . . .
H25 H 1.2942 -0.3298 0.4218 0.028 Uiso 1 calc . . R
C24 C 1.2635(2) -0.3675(2) 0.27935(18) 0.0191(5) Uani 1 d . . .
C22 C 1.0172(2) -0.2543(2) 0.21060(18) 0.0171(5) Uani 1 d . . .
H22 H 0.9468 -0.2366 0.1566 0.020 Uiso 1 calc . . R
C23 C 1.1638(3) -0.3417(2) 0.20014(18) 0.0192(5) Uani 1 d . . .
H23 H 1.1945 -0.3828 0.1396 0.023 Uiso 1 calc . . R
C10 C 0.6845(2) -0.1715(2) 0.28714(18) 0.0174(5) Uani 1 d . . .
H10 H 0.7129 -0.2057 0.2191 0.021 Uiso 1 calc . . R
C11 C 0.6741(3) -0.3065(2) 0.38606(18) 0.0200(5) Uani 1 d . . .
H11A H 0.7792 -0.3707 0.3908 0.024 Uiso 1 calc . . R
H11B H 0.6005 -0.3640 0.3726 0.024 Uiso 1 calc . . R
C12 C 0.6198(3) -0.2730(3) 0.49712(19) 0.0226(5) Uani 1 d . . .
H12A H 0.5309 -0.1884 0.4871 0.027 Uiso 1 calc . . R
H12B H 0.5792 -0.3600 0.5477 0.027 Uiso 1 calc . . R
C13 C 0.7454(3) -0.2361(3) 0.55173(19) 0.0239(5) Uani 1 d . . .
H13A H 0.8462 -0.3026 0.5403 0.029 Uiso 1 calc . . R
H13B H 0.7144 -0.2586 0.6314 0.029 Uiso 1 calc . . R
C14 C 0.7739(3) -0.0750(2) 0.51111(17) 0.0200(5) Uani 1 d . . .
H14A H 0.6982 -0.0147 0.5535 0.024 Uiso 1 calc . . R
H14B H 0.8813 -0.0725 0.5261 0.024 Uiso 1 calc . . R
C8 C 0.7574(3) -0.0039(2) 0.38924(17) 0.0166(5) Uani 1 d . . .
H8 H 0.6424 0.0351 0.3833 0.020 Uiso 1 calc . . R
C3 C 0.8423(3) 0.1231(2) 0.32127(17) 0.0171(5) Uani 1 d . . .
H3 H 0.9547 0.0908 0.3381 0.021 Uiso 1 calc . . R
C4 C 0.7957(3) 0.2819(2) 0.33167(18) 0.0211(5) Uani 1 d . . .
H4A H 0.8466 0.2897 0.3932 0.025 Uiso 1 calc . . R
H4B H 0.6802 0.3029 0.3499 0.025 Uiso 1 calc . . R
C5 C 0.8409(3) 0.4006(3) 0.2281(2) 0.0291(6) Uani 1 d . . .
H5A H 0.7534 0.4294 0.1809 0.035 Uiso 1 calc . . R
H5B H 0.8489 0.4894 0.2504 0.035 Uiso 1 calc . . R
C6 C 0.9919(3) 0.3602(3) 0.1597(2) 0.0278(6) Uani 1 d . . .
H6A H 1.0737 0.3068 0.2099 0.033 Uiso 1 calc . . R
H6B H 1.0266 0.4534 0.1149 0.033 Uiso 1 calc . . R
C7 C 0.9866(3) 0.2659(3) 0.08348(19) 0.0247(5) Uani 1 d . . .
H7A H 0.8912 0.3081 0.0440 0.030 Uiso 1 calc . . R
H7B H 1.0790 0.2754 0.0283 0.030 Uiso 1 calc . . R
C1 C 0.9855(2) 0.1016(2) 0.13584(17) 0.0175(5) Uani 1 d . . .
H1A H 0.9888 0.0517 0.0769 0.021 Uiso 1 calc . . R
C16 C 0.5685(3) 0.2477(3) 0.16843(19) 0.0224(5) Uani 1 d . . .
H16 H 0.5638 0.2818 0.2315 0.027 Uiso 1 calc . . R
C17 C 0.4486(3) 0.3045(3) 0.0998(2) 0.0270(5) Uani 1 d . . .
H17 H 0.3620 0.3761 0.1159 0.032 Uiso 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 C18 1.358(3) . ?
F2 C24 1.359(2) . ?
O1 H1 0.79(3) . ?
O1 C10 1.426(3) . ?
O2 H2 1.06(3) . ?
O2 C1 1.439(3) . ?
C18 C19 1.370(3) . ?
C18 C17 1.374(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.381(3) . ?
C20 H20 0.9500 . ?
C20 C15 1.406(3) . ?
C15 C2 1.523(3) . ?
C15 C16 1.392(3) . ?
C2 C9 1.637(3) . ?
C2 C3 1.562(3) . ?
C2 C1 1.561(3) . ?
C9 C21 1.518(3) . ?
C9 C10 1.558(3) . ?
C9 C8 1.559(3) . ?
C21 C26 1.395(3) . ?
C21 C22 1.400(3) . ?
C26 H26 0.9500 . ?
C26 C25 1.388(3) . ?
C25 H25 0.9500 . ?
C25 C24 1.370(3) . ?
C24 C23 1.372(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(3) . ?
C23 H23 0.9500 . ?
C10 H10 1.0000 . ?
C10 C11 1.534(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.536(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.533(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.538(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C8 1.530(3) . ?
C8 H8 1.0000 . ?
C8 C3 1.534(3) . ?
C3 H3 1.0000 . ?
C3 C4 1.529(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.538(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.514(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.523(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C1 1.522(3) . ?
C1 H1A 1.0000 . ?
C16 H16 0.9500 . ?
C16 C17 1.388(3) . ?
C17 H17 0.9500 . ?

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
C10 O1 H1 108(2) . . ?
C1 O2 H2 109.9(15) . . ?
F1 C18 C19 118.6(2) . . ?
F1 C18 C17 119.2(2) . . ?
C19 C18 C17 122.2(2) . . ?
C18 C19 H19 121.0 . . ?
C18 C19 C20 118.0(2) . . ?
C20 C19 H19 121.0 . . ?
C19 C20 H20 118.8 . . ?
C19 C20 C15 122.3(2) . . ?
C15 C20 H20 118.8 . . ?
C20 C15 C2 118.11(19) . . ?
C16 C15 C20 117.1(2) . . ?
C16 C15 C2 124.8(2) . . ?
C15 C2 C9 111.11(16) . . ?
C15 C2 C3 121.29(18) . . ?
C15 C2 C1 106.05(17) . . ?
C3 C2 C9 85.97(15) . . ?
C1 C2 C9 122.46(17) . . ?
C1 C2 C3 110.09(17) . . ?
C21 C9 C2 109.10(16) . . ?
C21 C9 C10 107.22(17) . . ?
C21 C9 C8 121.01(17) . . ?
C10 C9 C2 122.23(17) . . ?
C10 C9 C8 110.92(16) . . ?
C8 C9 C2 86.18(15) . . ?
C26 C21 C9 124.78(19) . . ?
C26 C21 C22 116.88(19) . . ?
C22 C21 C9 118.21(18) . . ?
C21 C26 H26 119.0 . . ?
C25 C26 C21 122.1(2) . . ?
C25 C26 H26 119.0 . . ?
C26 C25 H25 120.9 . . ?
C24 C25 C26 118.3(2) . . ?
C24 C25 H25 120.9 . . ?
F2 C24 C25 119.4(2) . . ?
F2 C24 C23 118.19(19) . . ?
C25 C24 C23 122.4(2) . . ?
C21 C22 H22 119.0 . . ?
C23 C22 C21 121.9(2) . . ?
C23 C22 H22 119.0 . . ?
C24 C23 C22 118.4(2) . . ?
C24 C23 H23 120.8 . . ?
C22 C23 H23 120.8 . . ?
O1 C10 C9 115.05(17) . . ?
O1 C10 H10 109.1 . . ?
O1 C10 C11 103.80(17) . . ?
C9 C10 H10 109.1 . . ?
C11 C10 C9 110.43(17) . . ?
C11 C10 H10 109.1 . . ?
C10 C11 H11A 108.3 . . ?
C10 C11 H11B 108.3 . . ?
C10 C11 C12 116.00(18) . . ?
H11A C11 H11B 107.4 . . ?
C12 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
C11 C12 H12A 108.3 . . ?
C11 C12 H12B 108.3 . . ?
H12A C12 H12B 107.4 . . ?
C13 C12 C11 115.94(18) . . ?
C13 C12 H12A 108.3 . . ?
C13 C12 H12B 108.3 . . ?
C12 C13 H13A 108.4 . . ?
C12 C13 H13B 108.4 . . ?
C12 C13 C14 115.70(19) . . ?
H13A C13 H13B 107.4 . . ?
C14 C13 H13A 108.4 . . ?
C14 C13 H13B 108.4 . . ?
C13 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C8 C14 C13 114.27(18) . . ?
C8 C14 H14A 108.7 . . ?
C8 C14 H14B 108.7 . . ?
C9 C8 H8 105.8 . . ?
C14 C8 C9 124.61(18) . . ?
C14 C8 H8 105.8 . . ?
C14 C8 C3 122.89(18) . . ?
C3 C8 C9 89.71(15) . . ?
C3 C8 H8 105.8 . . ?
C2 C3 H3 105.6 . . ?
C8 C3 C2 89.73(15) . . ?
C8 C3 H3 105.6 . . ?
C4 C3 C2 124.53(18) . . ?
C4 C3 C8 123.43(18) . . ?
C4 C3 H3 105.6 . . ?
C3 C4 H4A 108.7 . . ?
C3 C4 H4B 108.7 . . ?
C3 C4 C5 114.20(19) . . ?
H4A C4 H4B 107.6 . . ?
C5 C4 H4A 108.7 . . ?
C5 C4 H4B 108.7 . . ?
C4 C5 H5A 107.9 . . ?
C4 C5 H5B 107.9 . . ?
H5A C5 H5B 107.2 . . ?
C6 C5 C4 117.4(2) . . ?
C6 C5 H5A 107.9 . . ?
C6 C5 H5B 107.9 . . ?
C5 C6 H6A 108.0 . . ?
C5 C6 H6B 108.0 . . ?
C5 C6 C7 117.3(2) . . ?
H6A C6 H6B 107.2 . . ?
C7 C6 H6A 108.0 . . ?
C7 C6 H6B 108.0 . . ?
C6 C7 H7A 108.1 . . ?
C6 C7 H7B 108.1 . . ?
H7A C7 H7B 107.3 . . ?
C1 C7 C6 116.86(19) . . ?
C1 C7 H7A 108.1 . . ?
C1 C7 H7B 108.1 . . ?
O2 C1 C2 115.97(17) . . ?
O2 C1 C7 102.76(17) . . ?
O2 C1 H1A 108.8 . . ?
C2 C1 H1A 108.8 . . ?
C7 C1 C2 111.46(18) . . ?
C7 C1 H1A 108.8 . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.2(2) . . ?
C17 C16 H16 119.4 . . ?
C18 C17 C16 119.1(2) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?

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 C18 C19 C20 179.79(19) . . . . ?
F1 C18 C17 C16 -178.8(2) . . . . ?
F2 C24 C23 C22 -178.38(18) . . . . ?
O1 C10 C11 C12 -59.6(2) . . . . ?
C18 C19 C20 C15 -1.4(3) . . . . ?
C19 C18 C17 C16 2.1(4) . . . . ?
C19 C20 C15 C2 -177.49(19) . . . . ?
C19 C20 C15 C16 2.9(3) . . . . ?
C20 C15 C2 C9 -80.2(2) . . . . ?
C20 C15 C2 C3 -178.67(18) . . . . ?
C20 C15 C2 C1 55.0(2) . . . . ?
C20 C15 C16 C17 -1.8(3) . . . . ?
C15 C2 C9 C21 137.56(18) . . . . ?
C15 C2 C9 C10 11.5(3) . . . . ?
C15 C2 C9 C8 -100.89(18) . . . . ?
C15 C2 C3 C8 90.8(2) . . . . ?
C15 C2 C3 C4 -40.9(3) . . . . ?
C15 C2 C1 O2 178.10(17) . . . . ?
C15 C2 C1 C7 61.0(2) . . . . ?
C15 C16 C17 C18 -0.5(3) . . . . ?
C2 C15 C16 C17 178.5(2) . . . . ?
C2 C9 C21 C26 97.0(2) . . . . ?
C2 C9 C21 C22 -78.6(2) . . . . ?
C2 C9 C10 O1 -53.4(3) . . . . ?
C2 C9 C10 C11 -170.47(17) . . . . ?
C2 C9 C8 C14 -152.6(2) . . . . ?
C2 C9 C8 C3 -21.53(15) . . . . ?
C2 C3 C4 C5 -37.8(3) . . . . ?
C9 C2 C3 C8 -21.50(15) . . . . ?
C9 C2 C3 C4 -153.2(2) . . . . ?
C9 C2 C1 O2 -53.1(3) . . . . ?
C9 C2 C1 C7 -170.15(18) . . . . ?
C9 C21 C26 C25 -174.6(2) . . . . ?
C9 C21 C22 C23 174.83(19) . . . . ?
C9 C10 C11 C12 64.2(2) . . . . ?
C9 C8 C3 C2 22.56(16) . . . . ?
C9 C8 C3 C4 155.1(2) . . . . ?
C21 C9 C10 O1 179.70(17) . . . . ?
C21 C9 C10 C11 62.6(2) . . . . ?
C21 C9 C8 C14 -42.5(3) . . . . ?
C21 C9 C8 C3 88.5(2) . . . . ?
C21 C26 C25 C24 -0.4(3) . . . . ?
C21 C22 C23 C24 0.6(3) . . . . ?
C26 C21 C22 C23 -1.1(3) . . . . ?
C26 C25 C24 F2 178.25(19) . . . . ?
C26 C25 C24 C23 -0.2(3) . . . . ?
C25 C24 C23 C22 0.1(3) . . . . ?
C22 C21 C26 C25 1.0(3) . . . . ?
C10 C9 C21 C26 -128.7(2) . . . . ?
C10 C9 C21 C22 55.7(2) . . . . ?
C10 C9 C8 C14 84.3(2) . . . . ?
C10 C9 C8 C3 -144.66(17) . . . . ?
C10 C11 C12 C13 -79.3(2) . . . . ?
C11 C12 C13 C14 81.9(2) . . . . ?
C12 C13 C14 C8 -34.8(3) . . . . ?
C13 C14 C8 C9 -37.9(3) . . . . ?
C13 C14 C8 C3 -153.96(19) . . . . ?
C14 C8 C3 C2 154.9(2) . . . . ?
C14 C8 C3 C4 -72.6(3) . . . . ?
C8 C9 C21 C26 -0.2(3) . . . . ?
C8 C9 C21 C22 -175.85(18) . . . . ?
C8 C9 C10 O1 45.6(2) . . . . ?
C8 C9 C10 C11 -71.5(2) . . . . ?
C8 C3 C4 C5 -154.4(2) . . . . ?
C3 C2 C9 C21 -100.38(17) . . . . ?
C3 C2 C9 C10 133.56(19) . . . . ?
C3 C2 C9 C8 21.17(15) . . . . ?
C3 C2 C1 O2 45.2(2) . . . . ?
C3 C2 C1 C7 -71.9(2) . . . . ?
C3 C4 C5 C6 -34.2(3) . . . . ?
C4 C5 C6 C7 79.2(3) . . . . ?
C5 C6 C7 C1 -75.9(3) . . . . ?
C6 C7 C1 O2 -61.2(2) . . . . ?
C6 C7 C1 C2 63.6(3) . . . . ?
C1 C2 C9 C21 10.9(3) . . . . ?
C1 C2 C9 C10 -115.1(2) . . . . ?
C1 C2 C9 C8 132.47(19) . . . . ?
C1 C2 C3 C8 -144.67(17) . . . . ?
C1 C2 C3 C4 83.6(2) . . . . ?
C16 C15 C2 C9 99.4(2) . . . . ?
C16 C15 C2 C3 0.9(3) . . . . ?
C16 C15 C2 C1 -125.4(2) . . . . ?
C17 C18 C19 C20 -1.1(3) . . . . ?

_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_kamal_fi_abs_r77
_database_code_depnum_ccdc_archive 'CCDC 1840823'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-06-25 downloaded from the CCDC.
;
_audit_creation_date             2018-05-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
(5aS,5bS)-5a,5b-diphenyltetradecahydrocyclobuta[1,2:3,4]di[7]annulene
_chemical_formula_moiety         'C26 H32'
_chemical_formula_sum            'C26 H32'
_chemical_formula_weight         344.51
_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'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.3431(18)
_cell_length_b                   9.3243(12)
_cell_length_c                   15.4742(19)
_cell_angle_alpha                90
_cell_angle_beta                 111.719(2)
_cell_angle_gamma                90
_cell_volume                     1922.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3892
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.35
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6444
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0712 before and 0.0621 after correction.
The Ratio of minimum to maximum transmission is 0.8637.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.089
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0791
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            28560
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         1.655
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3146
_reflns_number_total             4413
_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 SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4413
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      1.022
_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)+(0.0398P)²+0.8692P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.1116
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B), C7(H7A,H7B), C6(H6A,H6B), C5(H5A,H5B), C20(H20A,
 H20B), C19(H19A,H19B), C18(H18A,H18B), C17(H17A,H17B), C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C22(H22), C23(H23), C24(H24), C12(H12),
 C11(H11), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C13 C 0.16577(13) 0.44153(18) 0.22459(11) 0.0239(4) Uani 1 1 d . . . . .
H13 H 0.1362 0.4545 0.1591 0.029 Uiso 1 1 calc R . . . .
C14 C 0.12132(13) 0.35318(17) 0.26967(11) 0.0212(4) Uani 1 1 d . . . . .
H14 H 0.0604 0.3054 0.2349 0.025 Uiso 1 1 calc R . . . .
C15 C 0.16418(12) 0.33313(16) 0.36490(11) 0.0172(3) Uani 1 1 d . . . . .
H15 H 0.1318 0.2724 0.3945 0.021 Uiso 1 1 calc R . . . .
C10 C 0.25399(11) 0.40032(15) 0.41846(10) 0.0141(3) Uani 1 1 d . . . . .
C3 C 0.30455(11) 0.38542(15) 0.52364(10) 0.0126(3) Uani 1 1 d . . . . .
C2 C 0.26869(11) 0.51533(15) 0.57498(10) 0.0136(3) Uani 1 1 d . . . . .
C21 C 0.35788(11) 0.56538(15) 0.65929(10) 0.0148(3) Uani 1 1 d . . . . .
C22 C 0.42286(12) 0.66803(17) 0.64694(11) 0.0201(4) Uani 1 1 d . . . . .
H22 H 0.4064 0.7114 0.5876 0.024 Uiso 1 1 calc R . . . .
C23 C 0.51034(13) 0.70841(18) 0.71838(12) 0.0244(4) Uani 1 1 d . . . . .
H23 H 0.5529 0.7784 0.7076 0.029 Uiso 1 1 calc R . . . .
C24 C 0.53605(13) 0.64719(18) 0.80555(12) 0.0240(4) Uani 1 1 d . . . . .
H24 H 0.5966 0.6735 0.8546 0.029 Uiso 1 1 calc R . . . .
C12 C 0.25406(13) 0.51102(19) 0.27624(11) 0.0249(4) Uani 1 1 d . . . . .
H12 H 0.2853 0.5729 0.2463 0.030 Uiso 1 1 calc R . . . .
C11 C 0.29700(12) 0.49064(17) 0.37131(11) 0.0203(4) Uani 1 1 d . . . . .
H11 H 0.3575 0.5395 0.4057 0.024 Uiso 1 1 calc R . . . .
C9 C 0.41700(11) 0.35752(15) 0.55158(11) 0.0147(3) Uani 1 1 d . . . . .
H9A H 0.4493 0.3598 0.6203 0.018 Uiso 1 1 calc R . . . .
H9B H 0.4467 0.4353 0.5266 0.018 Uiso 1 1 calc R . . . .
C8 C 0.43944(13) 0.21326(16) 0.51616(11) 0.0183(3) Uani 1 1 d . . . . .
H8A H 0.5132 0.2034 0.5365 0.022 Uiso 1 1 calc R . . . .
H8B H 0.4121 0.2162 0.4473 0.022 Uiso 1 1 calc R . . . .
C7 C 0.39882(12) 0.07827(16) 0.54660(11) 0.0186(3) Uani 1 1 d . . . . .
H7A H 0.4159 0.0833 0.6146 0.022 Uiso 1 1 calc R . . . .
H7B H 0.4339 -0.0061 0.5343 0.022 Uiso 1 1 calc R . . . .
C6 C 0.28545(12) 0.05401(16) 0.49929(11) 0.0187(3) Uani 1 1 d . . . . .
H6A H 0.2640 0.0860 0.4338 0.022 Uiso 1 1 calc R . . . .
H6B H 0.2720 -0.0502 0.4987 0.022 Uiso 1 1 calc R . . . .
C5 C 0.22132(12) 0.13141(16) 0.54501(11) 0.0167(3) Uani 1 1 d . . . . .
H5A H 0.1513 0.1374 0.4999 0.020 Uiso 1 1 calc R . . . .
H5B H 0.2212 0.0746 0.5990 0.020 Uiso 1 1 calc R . . . .
C4 C 0.25944(12) 0.28220(15) 0.57750(10) 0.0140(3) Uani 1 1 d . . . . .
H4 H 0.3131 0.2700 0.6405 0.017 Uiso 1 1 calc R . . . .
C1 C 0.19320(12) 0.40425(15) 0.58754(11) 0.0146(3) Uani 1 1 d . . . . .
H1 H 0.1339 0.4059 0.5276 0.018 Uiso 1 1 calc R . . . .
C20 C 0.15002(12) 0.41287(16) 0.66360(11) 0.0184(3) Uani 1 1 d . . . . .
H20A H 0.1973 0.3670 0.7207 0.022 Uiso 1 1 calc R . . . .
H20B H 0.0862 0.3586 0.6437 0.022 Uiso 1 1 calc R . . . .
C19 C 0.13054(13) 0.56733(17) 0.68603(11) 0.0212(4) Uani 1 1 d . . . . .
H19A H 0.1946 0.6090 0.7284 0.025 Uiso 1 1 calc R . . . .
H19B H 0.0839 0.5652 0.7198 0.025 Uiso 1 1 calc R . . . .
C18 C 0.08658(12) 0.66633(17) 0.60167(11) 0.0201(4) Uani 1 1 d . . . . .
H18A H 0.0474 0.7425 0.6174 0.024 Uiso 1 1 calc R . . . .
H18B H 0.0392 0.6100 0.5497 0.024 Uiso 1 1 calc R . . . .
C17 C 0.16294(12) 0.73795(16) 0.56755(11) 0.0184(3) Uani 1 1 d . . . . .
H17A H 0.1290 0.8181 0.5259 0.022 Uiso 1 1 calc R . . . .
H17B H 0.2169 0.7799 0.6221 0.022 Uiso 1 1 calc R . . . .
C16 C 0.21163(12) 0.64191(16) 0.51600(11) 0.0160(3) Uani 1 1 d . . . . .
H16A H 0.2586 0.7000 0.4971 0.019 Uiso 1 1 calc R . . . .
H16B H 0.1589 0.6047 0.4588 0.019 Uiso 1 1 calc R . . . .
C25 C 0.47243(13) 0.54739(17) 0.82007(11) 0.0229(4) Uani 1 1 d . . . . .
H25 H 0.4888 0.5059 0.8800 0.027 Uiso 1 1 calc R . . . .
C26 C 0.38474(12) 0.50678(16) 0.74811(11) 0.0178(3) Uani 1 1 d . . . . .
H26 H 0.3421 0.4376 0.7596 0.021 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
C13 H13 0.9500 . ?
C13 C14 1.379(2) . ?
C13 C12 1.383(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.383(2) . ?
C15 H15 0.9500 . ?
C15 C10 1.396(2) . ?
C10 C3 1.523(2) . ?
C10 C11 1.398(2) . ?
C3 C2 1.633(2) . ?
C3 C9 1.530(2) . ?
C3 C4 1.562(2) . ?
C2 C21 1.524(2) . ?
C2 C1 1.562(2) . ?
C2 C16 1.531(2) . ?
C21 C22 1.398(2) . ?
C21 C26 1.394(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.383(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.379(2) . ?
C12 H12 0.9500 . ?
C12 C11 1.382(2) . ?
C11 H11 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C8 1.531(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.533(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C6 1.533(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.533(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.525(2) . ?
C4 H4 1.0000 . ?
C4 C1 1.527(2) . ?
C1 H1 1.0000 . ?
C1 C20 1.521(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C19 1.531(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C18 1.531(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C17 1.534(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C16 1.529(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C25 H25 0.9500 . ?
C25 C26 1.389(2) . ?
C26 H26 0.9500 . ?

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
C14 C13 H13 120.5 . . ?
C14 C13 C12 118.91(15) . . ?
C12 C13 H13 120.5 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.88(15) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 119.3 . . ?
C14 C15 C10 121.37(15) . . ?
C10 C15 H15 119.3 . . ?
C15 C10 C3 124.29(13) . . ?
C15 C10 C11 116.66(14) . . ?
C11 C10 C3 119.01(13) . . ?
C10 C3 C2 109.95(11) . . ?
C10 C3 C9 110.66(12) . . ?
C10 C3 C4 119.93(12) . . ?
C9 C3 C2 118.54(12) . . ?
C9 C3 C4 110.25(12) . . ?
C4 C3 C2 86.00(10) . . ?
C21 C2 C3 109.15(12) . . ?
C21 C2 C1 119.85(12) . . ?
C21 C2 C16 111.63(12) . . ?
C1 C2 C3 85.77(10) . . ?
C16 C2 C3 118.50(12) . . ?
C16 C2 C1 110.08(12) . . ?
C22 C21 C2 118.93(13) . . ?
C26 C21 C2 124.21(14) . . ?
C26 C21 C22 116.63(14) . . ?
C21 C22 H22 119.0 . . ?
C23 C22 C21 122.07(15) . . ?
C23 C22 H22 119.0 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.19(16) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 120.5 . . ?
C25 C24 C23 118.93(15) . . ?
C25 C24 H24 120.5 . . ?
C13 C12 H12 119.9 . . ?
C11 C12 C13 120.19(16) . . ?
C11 C12 H12 119.9 . . ?
C10 C11 H11 119.0 . . ?
C12 C11 C10 121.98(15) . . ?
C12 C11 H11 119.0 . . ?
C3 C9 H9A 109.0 . . ?
C3 C9 H9B 109.0 . . ?
C3 C9 C8 112.80(12) . . ?
H9A C9 H9B 107.8 . . ?
C8 C9 H9A 109.0 . . ?
C8 C9 H9B 109.0 . . ?
C9 C8 H8A 108.0 . . ?
C9 C8 H8B 108.0 . . ?
C9 C8 C7 117.22(13) . . ?
H8A C8 H8B 107.2 . . ?
C7 C8 H8A 108.0 . . ?
C7 C8 H8B 108.0 . . ?
C8 C7 H7A 108.4 . . ?
C8 C7 H7B 108.4 . . ?
C8 C7 C6 115.53(13) . . ?
H7A C7 H7B 107.5 . . ?
C6 C7 H7A 108.4 . . ?
C6 C7 H7B 108.4 . . ?
C7 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C5 C6 C7 114.95(13) . . ?
C5 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
H5A C5 H5B 107.8 . . ?
C4 C5 C6 112.53(13) . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
C3 C4 H4 105.6 . . ?
C5 C4 C3 124.13(12) . . ?
C5 C4 H4 105.6 . . ?
C5 C4 C1 124.07(13) . . ?
C1 C4 C3 89.49(11) . . ?
C1 C4 H4 105.6 . . ?
C2 C1 H1 105.4 . . ?
C4 C1 C2 89.74(11) . . ?
C4 C1 H1 105.4 . . ?
C20 C1 C2 124.11(12) . . ?
C20 C1 C4 124.39(13) . . ?
C20 C1 H1 105.4 . . ?
C1 C20 H20A 109.1 . . ?
C1 C20 H20B 109.1 . . ?
C1 C20 C19 112.68(13) . . ?
H20A C20 H20B 107.8 . . ?
C19 C20 H20A 109.1 . . ?
C19 C20 H20B 109.1 . . ?
C20 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
C20 C19 C18 115.21(13) . . ?
H19A C19 H19B 107.5 . . ?
C18 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
C19 C18 H18A 108.3 . . ?
C19 C18 H18B 108.3 . . ?
C19 C18 C17 115.77(14) . . ?
H18A C18 H18B 107.4 . . ?
C17 C18 H18A 108.3 . . ?
C17 C18 H18B 108.3 . . ?
C18 C17 H17A 108.2 . . ?
C18 C17 H17B 108.2 . . ?
H17A C17 H17B 107.3 . . ?
C16 C17 C18 116.54(13) . . ?
C16 C17 H17A 108.2 . . ?
C16 C17 H17B 108.2 . . ?
C2 C16 H16A 109.0 . . ?
C2 C16 H16B 109.0 . . ?
C17 C16 C2 112.77(13) . . ?
C17 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.73(16) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 H26 119.3 . . ?
C25 C26 C21 121.43(15) . . ?
C25 C26 H26 119.3 . . ?

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
C13 C14 C15 C10 -0.5(2) . . . . ?
C13 C12 C11 C10 0.2(3) . . . . ?
C14 C13 C12 C11 0.6(3) . . . . ?
C14 C15 C10 C3 178.87(14) . . . . ?
C14 C15 C10 C11 1.2(2) . . . . ?
C15 C10 C3 C2 -93.11(16) . . . . ?
C15 C10 C3 C9 134.05(15) . . . . ?
C15 C10 C3 C4 4.0(2) . . . . ?
C15 C10 C11 C12 -1.1(2) . . . . ?
C10 C3 C2 C21 -141.19(12) . . . . ?
C10 C3 C2 C1 98.64(12) . . . . ?
C10 C3 C2 C16 -11.95(17) . . . . ?
C10 C3 C9 C8 -65.40(15) . . . . ?
C10 C3 C4 C5 43.6(2) . . . . ?
C10 C3 C4 C1 -88.48(14) . . . . ?
C3 C10 C11 C12 -178.82(15) . . . . ?
C3 C2 C21 C22 85.61(16) . . . . ?
C3 C2 C21 C26 -88.72(17) . . . . ?
C3 C2 C1 C4 22.28(10) . . . . ?
C3 C2 C1 C20 155.06(15) . . . . ?
C3 C2 C16 C17 167.33(12) . . . . ?
C3 C9 C8 C7 -58.23(18) . . . . ?
C3 C4 C1 C2 -23.28(11) . . . . ?
C3 C4 C1 C20 -155.85(14) . . . . ?
C2 C3 C9 C8 166.29(12) . . . . ?
C2 C3 C4 C5 154.40(15) . . . . ?
C2 C3 C4 C1 22.27(11) . . . . ?
C2 C21 C22 C23 -173.74(15) . . . . ?
C2 C21 C26 C25 173.61(14) . . . . ?
C2 C1 C20 C19 35.9(2) . . . . ?
C21 C2 C1 C4 -87.41(14) . . . . ?
C21 C2 C1 C20 45.4(2) . . . . ?
C21 C2 C16 C17 -64.57(17) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
C22 C21 C26 C25 -0.8(2) . . . . ?
C22 C23 C24 C25 -1.0(3) . . . . ?
C23 C24 C25 C26 1.1(2) . . . . ?
C24 C25 C26 C21 -0.2(2) . . . . ?
C12 C13 C14 C15 -0.4(2) . . . . ?
C11 C10 C3 C2 84.48(16) . . . . ?
C11 C10 C3 C9 -48.36(17) . . . . ?
C11 C10 C3 C4 -178.44(13) . . . . ?
C9 C3 C2 C21 -12.54(17) . . . . ?
C9 C3 C2 C1 -132.72(13) . . . . ?
C9 C3 C2 C16 116.70(15) . . . . ?
C9 C3 C4 C5 -86.61(17) . . . . ?
C9 C3 C4 C1 141.26(12) . . . . ?
C9 C8 C7 C6 73.87(18) . . . . ?
C8 C7 C6 C5 -85.41(17) . . . . ?
C7 C6 C5 C4 39.88(18) . . . . ?
C6 C5 C4 C3 37.2(2) . . . . ?
C6 C5 C4 C1 153.65(14) . . . . ?
C5 C4 C1 C2 -155.46(14) . . . . ?
C5 C4 C1 C20 72.0(2) . . . . ?
C4 C3 C2 C21 98.36(12) . . . . ?
C4 C3 C2 C1 -21.81(10) . . . . ?
C4 C3 C2 C16 -132.39(13) . . . . ?
C4 C3 C9 C8 69.63(16) . . . . ?
C4 C1 C20 C19 153.09(14) . . . . ?
C1 C2 C21 C22 -178.11(13) . . . . ?
C1 C2 C21 C26 7.6(2) . . . . ?
C1 C2 C16 C17 71.06(16) . . . . ?
C1 C20 C19 C18 40.5(2) . . . . ?
C20 C19 C18 C17 -85.28(17) . . . . ?
C19 C18 C17 C16 73.71(18) . . . . ?
C18 C17 C16 C2 -59.26(18) . . . . ?
C16 C2 C21 C22 -47.33(18) . . . . ?
C16 C2 C21 C26 138.35(15) . . . . ?
C16 C2 C1 C4 141.12(12) . . . . ?
C16 C2 C1 C20 -86.10(17) . . . . ?
C26 C21 C22 C23 1.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_fi_abs_ks5278
_database_code_depnum_ccdc_archive 'CCDC 1814020'
_audit_update_record             
;
2017-12-29 deposited with the CCDC.
2018-06-25 downloaded from the CCDC.
;
_audit_creation_date             2017-08-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
(5aS,5bS,10aS,10bS)-5a,5b-di(pyridin-2-yl)tetradecahydrocyclobuta[1,2:3,4]di[7]annulene
_chemical_formula_moiety         'C24 H30 N2'
_chemical_formula_sum            'C24 H30 N2'
_chemical_formula_weight         346.50
_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'
N N 0.0061 0.0033 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.779(3)
_cell_length_b                   8.6962(10)
_cell_length_c                   17.543(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.152(2)
_cell_angle_gamma                90
_cell_volume                     3720.9(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.56
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6681
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1221 before and 0.0576 after correction.
The Ratio of minimum to maximum transmission is 0.8957.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.215
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.152
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            27983
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.595
_diffrn_reflns_theta_min         1.670
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4329
_reflns_number_total             4929
_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 SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         4929
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0495
_refine_ls_restrained_S_all      1.050
_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)+(0.0567P)²+5.7584P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1293
_refine_ls_wR_factor_ref         0.1339
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,
 H20B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C25(H25), C24(H24), C22(H22), C23(H23), C3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
C4 C 0.44952(7) 1.16334(17) 0.41544(9) 0.0264(3) Uani 1 1 d . . . . .
H4 H 0.4637 1.2614 0.4324 0.032 Uiso 1 1 calc R . . . .
C5 C 0.48375(6) 1.04303(19) 0.40689(10) 0.0281(3) Uani 1 1 d . . . . .
H5 H 0.5223 1.0578 0.4180 0.034 Uiso 1 1 calc R . . . .
C6 C 0.46289(5) 0.90122(16) 0.38235(8) 0.0193(3) Uani 1 1 d . . . . .
H6 H 0.4868 0.8188 0.3756 0.023 Uiso 1 1 calc R . . . .
C1 C 0.40688(5) 0.88053(14) 0.36767(7) 0.0136(2) Uani 1 1 d . . . . .
C7 C 0.38408(5) 0.72489(14) 0.33923(7) 0.0124(2) Uani 1 1 d . . . . .
C14 C 0.37024(5) 0.72443(14) 0.24480(7) 0.0131(2) Uani 1 1 d . . . . .
C21 C 0.38239(5) 0.56594(14) 0.21625(7) 0.0134(2) Uani 1 1 d . . . . .
N26 N 0.34544(5) 0.45059(14) 0.21537(7) 0.0218(3) Uani 1 1 d . . . . .
C25 C 0.36020(6) 0.30637(16) 0.19757(8) 0.0219(3) Uani 1 1 d . . . . .
H25 H 0.3345 0.2252 0.1973 0.026 Uiso 1 1 calc R . . . .
C24 C 0.41096(6) 0.27313(15) 0.17980(8) 0.0211(3) Uani 1 1 d . . . . .
H24 H 0.4206 0.1711 0.1682 0.025 Uiso 1 1 calc R . . . .
C22 C 0.43334(5) 0.53908(15) 0.19782(7) 0.0160(2) Uani 1 1 d . . . . .
H22 H 0.4586 0.6212 0.1979 0.019 Uiso 1 1 calc R . . . .
C23 C 0.44727(6) 0.39287(17) 0.17938(8) 0.0214(3) Uani 1 1 d . . . . .
H23 H 0.4823 0.3740 0.1662 0.026 Uiso 1 1 calc R . . . .
C15 C 0.30994(5) 0.76195(15) 0.25324(7) 0.0154(2) Uani 1 1 d . . . . .
H15 H 0.3078 0.8762 0.2584 0.019 Uiso 1 1 calc R . . . .
C16 C 0.26109(6) 0.71484(19) 0.19231(8) 0.0231(3) Uani 1 1 d . . . . .
H16A H 0.2288 0.7769 0.1992 0.028 Uiso 1 1 calc R . . . .
H16B H 0.2524 0.6055 0.2001 0.028 Uiso 1 1 calc R . . . .
C17 C 0.27188(6) 0.73655(18) 0.10940(8) 0.0242(3) Uani 1 1 d . . . . .
H17A H 0.2907 0.6436 0.0947 0.029 Uiso 1 1 calc R . . . .
H17B H 0.2361 0.7436 0.0741 0.029 Uiso 1 1 calc R . . . .
C18 C 0.30621(7) 0.87787(17) 0.09624(8) 0.0266(3) Uani 1 1 d . . . . .
H18A H 0.2964 0.9632 0.1285 0.032 Uiso 1 1 calc R . . . .
H18B H 0.2960 0.9096 0.0414 0.032 Uiso 1 1 calc R . . . .
C19 C 0.36866(6) 0.85564(17) 0.11461(8) 0.0230(3) Uani 1 1 d . . . . .
H19A H 0.3860 0.9402 0.0898 0.028 Uiso 1 1 calc R . . . .
H19B H 0.3777 0.7583 0.0905 0.028 Uiso 1 1 calc R . . . .
C20 C 0.39463(6) 0.85121(15) 0.20090(7) 0.0182(3) Uani 1 1 d . . . . .
H20A H 0.4346 0.8344 0.2058 0.022 Uiso 1 1 calc R . . . .
H20B H 0.3890 0.9519 0.2247 0.022 Uiso 1 1 calc R . . . .
C8 C 0.32135(5) 0.69714(15) 0.33599(7) 0.0140(2) Uani 1 1 d . . . . .
H8 H 0.3156 0.5835 0.3311 0.017 Uiso 1 1 calc R . . . .
C9 C 0.29164(6) 0.75011(17) 0.40016(8) 0.0198(3) Uani 1 1 d . . . . .
H9A H 0.2562 0.6953 0.3953 0.024 Uiso 1 1 calc R . . . .
H9B H 0.2838 0.8615 0.3941 0.024 Uiso 1 1 calc R . . . .
C10 C 0.32526(6) 0.72044(17) 0.48107(8) 0.0208(3) Uani 1 1 d . . . . .
H10A H 0.3503 0.8086 0.4952 0.025 Uiso 1 1 calc R . . . .
H10B H 0.2998 0.7173 0.5187 0.025 Uiso 1 1 calc R . . . .
C11 C 0.35945(6) 0.57219(16) 0.48986(8) 0.0198(3) Uani 1 1 d . . . . .
H11A H 0.3389 0.4914 0.4571 0.024 Uiso 1 1 calc R . . . .
H11B H 0.3639 0.5374 0.5443 0.024 Uiso 1 1 calc R . . . .
C12 C 0.41660(6) 0.58748(15) 0.46782(7) 0.0177(3) Uani 1 1 d . . . . .
H12A H 0.4339 0.6822 0.4921 0.021 Uiso 1 1 calc R . . . .
H12B H 0.4392 0.4994 0.4906 0.021 Uiso 1 1 calc R . . . .
C13 C 0.41848(5) 0.59351(15) 0.38080(7) 0.0153(2) Uani 1 1 d . . . . .
H13A H 0.4573(7) 0.602(2) 0.3740(10) 0.018 Uiso 1 1 d R . . . .
N2 N 0.37240(5) 0.99827(14) 0.37472(8) 0.0251(3) Uani 1 1 d . . . . .
C3 C 0.39400(7) 1.13707(17) 0.39865(10) 0.0276(3) Uani 1 1 d . . . . .
H3 H 0.3698 1.2194 0.4040 0.033 Uiso 1 1 calc R . . . .
H13B H 0.4047(7) 0.495(2) 0.3579(9) 0.015(4) Uiso 1 1 d . . . . .


_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
C4 H4 0.9500 . ?
C4 C5 1.372(2) . ?
C4 C3 1.374(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(2) . ?
C6 H6 0.9500 . ?
C6 C1 1.3780(18) . ?
C1 C7 1.5167(17) . ?
C1 N2 1.3530(17) . ?
C7 C14 1.6314(17) . ?
C7 C8 1.5642(17) . ?
C7 C13 1.5311(17) . ?
C14 C21 1.5147(17) . ?
C14 C15 1.5615(18) . ?
C14 C20 1.5291(17) . ?
C21 N26 1.3564(17) . ?
C21 C22 1.3772(17) . ?
N26 C25 1.3582(18) . ?
C25 H25 0.9500 . ?
C25 C24 1.379(2) . ?
C24 H24 0.9500 . ?
C24 C23 1.377(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.3711(19) . ?
C23 H23 0.9500 . ?
C15 H15 1.0000 . ?
C15 C16 1.5230(19) . ?
C15 C8 1.5363(18) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.536(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.535(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.536(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.5375(18) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C8 H8 1.0000 . ?
C8 C9 1.5210(17) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.5356(19) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.535(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.5382(19) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.5365(17) . ?
C13 H13A 0.992(17) . ?
C13 H13B 0.980(17) . ?
N2 C3 1.357(2) . ?
C3 H3 0.9500 . ?

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
C5 C4 H4 121.2 . . ?
C5 C4 C3 117.69(14) . . ?
C3 C4 H4 121.2 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.81(14) . . ?
C6 C5 H5 119.6 . . ?
C5 C6 H6 120.5 . . ?
C5 C6 C1 119.06(13) . . ?
C1 C6 H6 120.5 . . ?
C6 C1 C7 118.84(11) . . ?
N2 C1 C6 121.02(12) . . ?
N2 C1 C7 120.06(11) . . ?
C1 C7 C14 109.61(9) . . ?
C1 C7 C8 117.36(10) . . ?
C1 C7 C13 111.44(10) . . ?
C8 C7 C14 86.15(9) . . ?
C13 C7 C14 118.79(10) . . ?
C13 C7 C8 111.62(10) . . ?
C21 C14 C7 108.63(10) . . ?
C21 C14 C15 118.09(10) . . ?
C21 C14 C20 111.73(10) . . ?
C15 C14 C7 86.38(8) . . ?
C20 C14 C7 118.59(10) . . ?
C20 C14 C15 111.52(10) . . ?
N26 C21 C14 120.24(11) . . ?
N26 C21 C22 121.11(12) . . ?
C22 C21 C14 118.41(11) . . ?
C21 N26 C25 118.48(12) . . ?
N26 C25 H25 118.7 . . ?
N26 C25 C24 122.62(13) . . ?
C24 C25 H25 118.7 . . ?
C25 C24 H24 121.1 . . ?
C23 C24 C25 117.75(13) . . ?
C23 C24 H24 121.1 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.47(12) . . ?
C23 C22 H22 120.3 . . ?
C24 C23 H23 119.7 . . ?
C22 C23 C24 120.54(13) . . ?
C22 C23 H23 119.7 . . ?
C14 C15 H15 106.4 . . ?
C16 C15 C14 122.18(10) . . ?
C16 C15 H15 106.4 . . ?
C16 C15 C8 123.75(11) . . ?
C8 C15 C14 89.61(9) . . ?
C8 C15 H15 106.4 . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
C15 C16 C17 112.46(12) . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
C16 C17 H17A 108.3 . . ?
C16 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C18 C17 C16 115.74(12) . . ?
C18 C17 H17A 108.3 . . ?
C18 C17 H17B 108.3 . . ?
C17 C18 H18A 108.4 . . ?
C17 C18 H18B 108.4 . . ?
C17 C18 C19 115.61(12) . . ?
H18A C18 H18B 107.4 . . ?
C19 C18 H18A 108.4 . . ?
C19 C18 H18B 108.4 . . ?
C18 C19 H19A 108.2 . . ?
C18 C19 H19B 108.2 . . ?
C18 C19 C20 116.17(12) . . ?
H19A C19 H19B 107.4 . . ?
C20 C19 H19A 108.2 . . ?
C20 C19 H19B 108.2 . . ?
C14 C20 C19 112.33(11) . . ?
C14 C20 H20A 109.1 . . ?
C14 C20 H20B 109.1 . . ?
C19 C20 H20A 109.1 . . ?
C19 C20 H20B 109.1 . . ?
H20A C20 H20B 107.9 . . ?
C7 C8 H8 106.4 . . ?
C15 C8 C7 89.65(9) . . ?
C15 C8 H8 106.4 . . ?
C9 C8 C7 122.27(11) . . ?
C9 C8 C15 123.77(11) . . ?
C9 C8 H8 106.4 . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
C8 C9 C10 112.26(11) . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
C9 C10 H10A 108.4 . . ?
C9 C10 H10B 108.4 . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 C9 115.70(11) . . ?
C11 C10 H10A 108.4 . . ?
C11 C10 H10B 108.4 . . ?
C10 C11 H11A 108.6 . . ?
C10 C11 H11B 108.6 . . ?
C10 C11 C12 114.73(11) . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C11 C12 H12A 108.2 . . ?
C11 C12 H12B 108.2 . . ?
H12A C12 H12B 107.4 . . ?
C13 C12 C11 116.31(11) . . ?
C13 C12 H12A 108.2 . . ?
C13 C12 H12B 108.2 . . ?
C7 C13 C12 112.76(10) . . ?
C7 C13 H13A 110.8(10) . . ?
C7 C13 H13B 109.3(10) . . ?
C12 C13 H13A 108.8(10) . . ?
C12 C13 H13B 107.9(9) . . ?
H13A C13 H13B 107.0(14) . . ?
C1 N2 C3 118.73(13) . . ?
C4 C3 H3 118.7 . . ?
N2 C3 C4 122.66(14) . . ?
N2 C3 H3 118.7 . . ?

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
C4 C5 C6 C1 -1.1(2) . . . . ?
C5 C4 C3 N2 0.3(2) . . . . ?
C5 C6 C1 C7 178.89(13) . . . . ?
C5 C6 C1 N2 2.0(2) . . . . ?
C6 C1 C7 C14 -93.68(13) . . . . ?
C6 C1 C7 C8 170.34(11) . . . . ?
C6 C1 C7 C13 39.88(15) . . . . ?
C6 C1 N2 C3 -1.7(2) . . . . ?
C1 C7 C14 C21 144.79(10) . . . . ?
C1 C7 C14 C15 -96.76(10) . . . . ?
C1 C7 C14 C20 15.83(15) . . . . ?
C1 C7 C8 C15 88.84(11) . . . . ?
C1 C7 C8 C9 -41.97(17) . . . . ?
C1 C7 C13 C12 64.98(14) . . . . ?
C1 N2 C3 C4 0.5(2) . . . . ?
C7 C1 N2 C3 -178.55(12) . . . . ?
C7 C14 C21 N26 81.09(14) . . . . ?
C7 C14 C21 C22 -93.39(13) . . . . ?
C7 C14 C15 C16 -152.01(13) . . . . ?
C7 C14 C15 C8 -21.31(9) . . . . ?
C7 C14 C20 C19 -168.02(11) . . . . ?
C7 C8 C9 C10 -41.77(17) . . . . ?
C14 C7 C8 C15 -21.28(9) . . . . ?
C14 C7 C8 C9 -152.09(12) . . . . ?
C14 C7 C13 C12 -166.18(10) . . . . ?
C14 C21 N26 C25 -172.84(12) . . . . ?
C14 C21 C22 C23 173.46(12) . . . . ?
C14 C15 C16 C17 -40.29(18) . . . . ?
C14 C15 C8 C7 22.23(9) . . . . ?
C14 C15 C8 C9 151.88(12) . . . . ?
C21 C14 C15 C16 -42.80(17) . . . . ?
C21 C14 C15 C8 87.90(11) . . . . ?
C21 C14 C20 C19 64.46(15) . . . . ?
C21 N26 C25 C24 -0.5(2) . . . . ?
C21 C22 C23 C24 -0.5(2) . . . . ?
N26 C21 C22 C23 -1.0(2) . . . . ?
N26 C25 C24 C23 -0.9(2) . . . . ?
C25 C24 C23 C22 1.4(2) . . . . ?
C22 C21 N26 C25 1.49(19) . . . . ?
C15 C14 C21 N26 -14.90(17) . . . . ?
C15 C14 C21 C22 170.62(11) . . . . ?
C15 C14 C20 C19 -70.12(14) . . . . ?
C15 C16 C17 C18 -36.55(18) . . . . ?
C15 C8 C9 C10 -156.20(12) . . . . ?
C16 C15 C8 C7 151.72(12) . . . . ?
C16 C15 C8 C9 -78.62(17) . . . . ?
C16 C17 C18 C19 85.42(16) . . . . ?
C17 C18 C19 C20 -74.83(16) . . . . ?
C18 C19 C20 C14 57.66(16) . . . . ?
C20 C14 C21 N26 -146.22(12) . . . . ?
C20 C14 C21 C22 39.31(16) . . . . ?
C20 C14 C15 C16 88.61(15) . . . . ?
C20 C14 C15 C8 -140.68(10) . . . . ?
C8 C7 C14 C21 -97.50(10) . . . . ?
C8 C7 C14 C15 20.96(9) . . . . ?
C8 C7 C14 C20 133.54(11) . . . . ?
C8 C7 C13 C12 -68.40(13) . . . . ?
C8 C15 C16 C17 -154.55(12) . . . . ?
C8 C9 C10 C11 -36.00(17) . . . . ?
C9 C10 C11 C12 86.16(15) . . . . ?
C10 C11 C12 C13 -75.71(15) . . . . ?
C11 C12 C13 C7 57.25(15) . . . . ?
C13 C7 C14 C21 15.11(15) . . . . ?
C13 C7 C14 C15 133.57(11) . . . . ?
C13 C7 C14 C20 -113.85(13) . . . . ?
C13 C7 C8 C15 -140.78(10) . . . . ?
C13 C7 C8 C9 88.41(14) . . . . ?
N2 C1 C7 C14 83.20(14) . . . . ?
N2 C1 C7 C8 -12.78(17) . . . . ?
N2 C1 C7 C13 -143.24(12) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
