# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_origi54a
_database_code_depnum_ccdc_archive 'CCDC 2097479'
loop_
_audit_author_name
_audit_author_address
'Benny Bogoslavsky'
;The Hebrew University of Jerusalem
Israel
;
_audit_update_record             
;
2021-07-19 deposited with the CCDC.	2022-11-16 downloaded from the CCDC.
;
_audit_creation_date             2020-07-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H28'
_chemical_formula_sum            'C48 H28'
_chemical_formula_weight         604.70
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C48 H28'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.0162(4)
_cell_length_b                   7.6603(6)
_cell_length_c                   25.2391(19)
_cell_angle_alpha                90
_cell_angle_beta                 90.158(5)
_cell_angle_gamma                90
_cell_volume                     1549.84(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2147
_cell_measurement_temperature    297.7(10)
_cell_measurement_theta_max      26.9980
_cell_measurement_theta_min      2.5340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20380
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             632
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0344
11 0 -1 0.0151
-11 0 1 0.0188
2 -11 4 0.0402
0 2 35 0.0202
-2 11 -4 0.0578

_exptl_crystal_size_max          0.106
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.035
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0003 -0.0011 -1.0002 0.0020 0.0260 0.0104
11.2914 0.1781 -1.3747 -0.9893 0.0604 0.1329
-11.2874 -0.4264 1.0546 0.9923 -0.0606 -0.1084
1.5528 -10.6427 3.5671 -0.0276 -0.4570 0.8891
-0.4591 2.1509 34.8443 -0.0513 -0.8354 -0.5472
-1.5456 10.6161 -4.3669 0.0288 0.4769 -0.8785

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_av_unetI/netI     0.0662
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            10162
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         2.421
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.7(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  78.00   0.50 1230.00    --    5.38  77.00 120.00  192
  2  ω     -8.00  44.00   0.50 1230.00    --    5.38  37.00  60.00  104
  3  ω    -23.00  37.00   0.50 1230.00    --    5.38 -99.00 -30.00  120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0876821000
_diffrn_orient_matrix_UB_12      -0.0108574000
_diffrn_orient_matrix_UB_13      -0.0019559000
_diffrn_orient_matrix_UB_21      0.0016292000
_diffrn_orient_matrix_UB_22      0.0344323000
_diffrn_orient_matrix_UB_23      -0.0260800000
_diffrn_orient_matrix_UB_31      0.0118585000
_diffrn_orient_matrix_UB_32      -0.0852542000
_diffrn_orient_matrix_UB_33      -0.0102854000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2115
_reflns_number_total             3324
_reflns_odcompleteness_completeness 98.80
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip n/a (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0525
_refine_ls_restrained_S_all      0.957
_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)+(0.0703P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1316
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8379(12)
 0.1621(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14),
 C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C1 C -0.3496(3) 0.6520(3) 0.52223(8) 0.0498(6) Uani 1 1 d . . . . .
C2 C -0.3199(3) 0.7073(3) 0.47912(8) 0.0487(6) Uani 1 1 d . . . . .
C3 C -0.2565(2) 0.7494(3) 0.42712(8) 0.0458(5) Uani 1 1 d . . . . .
C4 C -0.2498(3) 0.6213(3) 0.38959(8) 0.0543(6) Uani 1 1 d . . . . .
H4 H -0.307447 0.517573 0.395092 0.065 Uiso 1 1 calc R U . . .
C5 C -0.1580(3) 0.6430(3) 0.34310(8) 0.0529(6) Uani 1 1 d . . . . .
H5 H -0.154030 0.552687 0.318497 0.063 Uiso 1 1 calc R U . . .
C6 C -0.0739(3) 0.7948(3) 0.33313(8) 0.0477(6) Uani 1 1 d . . . . .
C7 C -0.0933(2) 0.9378(3) 0.36784(8) 0.0457(5) Uani 1 1 d . . . . .
C8 C -0.0186(3) 1.1009(3) 0.35861(10) 0.0558(6) Uani 1 1 d . . . . .
H8 H 0.040254 1.118848 0.327380 0.067 Uiso 1 1 calc R U . . .
C9 C -0.0306(3) 1.2322(4) 0.39412(11) 0.0693(8) Uani 1 1 d . . . . .
H9 H 0.017628 1.339780 0.386558 0.083 Uiso 1 1 calc R U . . .
C10 C -0.1143(3) 1.2086(4) 0.44205(12) 0.0732(8) Uani 1 1 d . . . . .
H10 H -0.119769 1.299353 0.466470 0.088 Uiso 1 1 calc R U . . .
C11 C -0.1877(3) 1.0531(3) 0.45291(9) 0.0603(7) Uani 1 1 d . . . . .
H11 H -0.242446 1.038272 0.485037 0.072 Uiso 1 1 calc R U . . .
C12 C -0.1827(3) 0.9144(3) 0.41680(8) 0.0460(5) Uani 1 1 d . . . . .
C13 C 0.0465(3) 0.7993(3) 0.28791(9) 0.0542(6) Uani 1 1 d . . . . .
H13 H 0.018276 0.864969 0.258233 0.065 Uiso 1 1 calc R U . . .
C14 C 0.1909(3) 0.7151(3) 0.28767(9) 0.0517(6) Uani 1 1 d . . . . .
H14 H 0.252544 0.715101 0.256501 0.062 Uiso 1 1 calc R U . . .
C15 C 0.2602(3) 0.6208(3) 0.33411(8) 0.0458(5) Uani 1 1 d . . . . .
C16 C 0.2610(3) 0.7023(3) 0.38249(9) 0.0495(6) Uani 1 1 d . . . . .
H16 H 0.233174 0.819988 0.384404 0.059 Uiso 1 1 calc R U . . .
C17 C 0.3021(3) 0.6135(3) 0.42871(8) 0.0496(6) Uani 1 1 d . . . . .
H17 H 0.300143 0.672760 0.460859 0.060 Uiso 1 1 calc R U . . .
C18 C 0.3457(2) 0.4401(3) 0.42793(8) 0.0446(5) Uani 1 1 d . . . . .
C19 C 0.3680(2) 0.3556(3) 0.37839(8) 0.0428(5) Uani 1 1 d . . . . .
C20 C 0.4284(3) 0.1832(3) 0.37446(9) 0.0518(6) Uani 1 1 d . . . . .
H20 H 0.457457 0.122837 0.405096 0.062 Uiso 1 1 calc R U . . .
C21 C 0.4447(3) 0.1042(3) 0.32685(10) 0.0589(6) Uani 1 1 d . . . . .
H21 H 0.487083 -0.008660 0.325132 0.071 Uiso 1 1 calc R U . . .
C22 C 0.3988(3) 0.1897(3) 0.28035(9) 0.0573(6) Uani 1 1 d . . . . .
H22 H 0.409449 0.133325 0.247910 0.069 Uiso 1 1 calc R U . . .
C23 C 0.3383(3) 0.3558(3) 0.28226(8) 0.0494(6) Uani 1 1 d . . . . .
H23 H 0.306411 0.410574 0.250953 0.059 Uiso 1 1 calc R U . . .
C24 C 0.3230(2) 0.4469(3) 0.33073(8) 0.0410(5) Uani 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
C1 C2 1.192(3) . ?
C1 C18 1.443(3) 3_566 ?
C2 C3 1.445(3) . ?
C3 C4 1.365(3) . ?
C3 C12 1.420(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.397(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.368(3) . ?
C6 C7 1.411(3) . ?
C6 C13 1.497(3) . ?
C7 C8 1.406(3) . ?
C7 C12 1.441(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.351(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.397(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.357(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.400(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.325(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.483(3) . ?
C15 C16 1.371(3) . ?
C15 C24 1.427(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.389(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(3) . ?
C18 C19 1.420(3) . ?
C19 C20 1.410(3) . ?
C19 C24 1.437(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.352(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.393(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.362(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.414(3) . ?

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 C18 164.9(2) . 3_566 ?
C1 C2 C3 168.4(2) . . ?
C4 C3 C2 119.0(2) . . ?
C4 C3 C12 119.70(19) . . ?
C12 C3 C2 120.8(2) . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.3(2) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.1(2) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C7 119.34(19) . . ?
C5 C6 C13 118.6(2) . . ?
C7 C6 C13 121.9(2) . . ?
C6 C7 C12 119.48(19) . . ?
C8 C7 C6 122.6(2) . . ?
C8 C7 C12 117.7(2) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.4(2) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.9(2) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.9(3) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.3 . . ?
C10 C11 C12 121.4(2) . . ?
C12 C11 H11 119.3 . . ?
C3 C12 C7 118.4(2) . . ?
C11 C12 C3 122.9(2) . . ?
C11 C12 C7 118.6(2) . . ?
C6 C13 H13 118.1 . . ?
C14 C13 C6 123.9(2) . . ?
C14 C13 H13 118.1 . . ?
C13 C14 H14 118.0 . . ?
C13 C14 C15 124.0(2) . . ?
C15 C14 H14 118.0 . . ?
C16 C15 C14 118.9(2) . . ?
C16 C15 C24 118.5(2) . . ?
C24 C15 C14 122.59(19) . . ?
C15 C16 H16 119.2 . . ?
C15 C16 C17 121.7(2) . . ?
C17 C16 H16 119.2 . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.4(2) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 C1 117.8(2) . 3_566 ?
C17 C18 C19 119.1(2) . . ?
C19 C18 C1 122.8(2) . 3_566 ?
C18 C19 C24 118.91(19) . . ?
C20 C19 C18 122.2(2) . . ?
C20 C19 C24 118.85(19) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.8(2) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.2 . . ?
C22 C23 C24 121.6(2) . . ?
C24 C23 H23 119.2 . . ?
C15 C24 C19 119.50(19) . . ?
C23 C24 C15 122.96(19) . . ?
C23 C24 C19 117.51(19) . . ?

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
C1 C2 C3 C4 59.7(12) . . . . ?
C1 C2 C3 C12 -112.4(12) . . . . ?
C1 C18 C19 C20 -13.0(3) 3_566 . . . ?
C1 C18 C19 C24 165.12(19) 3_566 . . . ?
C2 C3 C4 C5 -166.0(2) . . . . ?
C2 C3 C12 C7 168.25(18) . . . . ?
C2 C3 C12 C11 -9.3(3) . . . . ?
C3 C4 C5 C6 -1.2(4) . . . . ?
C4 C3 C12 C7 -3.8(3) . . . . ?
C4 C3 C12 C11 178.6(2) . . . . ?
C4 C5 C6 C7 -6.3(3) . . . . ?
C4 C5 C6 C13 169.1(2) . . . . ?
C5 C6 C7 C8 -176.3(2) . . . . ?
C5 C6 C7 C12 8.4(3) . . . . ?
C5 C6 C13 C14 -70.1(3) . . . . ?
C6 C7 C8 C9 -175.8(2) . . . . ?
C6 C7 C12 C3 -3.4(3) . . . . ?
C6 C7 C12 C11 174.2(2) . . . . ?
C6 C13 C14 C15 -6.6(4) . . . . ?
C7 C6 C13 C14 105.1(3) . . . . ?
C7 C8 C9 C10 1.7(4) . . . . ?
C8 C7 C12 C3 -178.94(19) . . . . ?
C8 C7 C12 C11 -1.3(3) . . . . ?
C8 C9 C10 C11 -1.3(4) . . . . ?
C9 C10 C11 C12 -0.5(4) . . . . ?
C10 C11 C12 C3 179.3(2) . . . . ?
C10 C11 C12 C7 1.7(4) . . . . ?
C12 C3 C4 C5 6.2(3) . . . . ?
C12 C7 C8 C9 -0.4(3) . . . . ?
C13 C6 C7 C8 8.5(3) . . . . ?
C13 C6 C7 C12 -166.77(19) . . . . ?
C13 C14 C15 C16 -47.2(3) . . . . ?
C13 C14 C15 C24 131.4(2) . . . . ?
C14 C15 C16 C17 170.9(2) . . . . ?
C14 C15 C24 C19 -171.94(18) . . . . ?
C14 C15 C24 C23 5.9(3) . . . . ?
C15 C16 C17 C18 0.7(3) . . . . ?
C16 C15 C24 C19 6.6(3) . . . . ?
C16 C15 C24 C23 -175.55(19) . . . . ?
C16 C17 C18 C1 -166.2(2) . . . 3_566 ?
C16 C17 C18 C19 7.5(3) . . . . ?
C17 C18 C19 C20 173.67(19) . . . . ?
C17 C18 C19 C24 -8.2(3) . . . . ?
C18 C1 C2 C3 5(2) 3_566 . . . ?
C18 C19 C20 C21 178.4(2) . . . . ?
C18 C19 C24 C15 1.2(3) . . . . ?
C18 C19 C24 C23 -176.70(18) . . . . ?
C19 C20 C21 C22 -1.4(4) . . . . ?
C20 C19 C24 C15 179.41(18) . . . . ?
C20 C19 C24 C23 1.5(3) . . . . ?
C20 C21 C22 C23 0.8(4) . . . . ?
C21 C22 C23 C24 1.1(3) . . . . ?
C22 C23 C24 C15 180.0(2) . . . . ?
C22 C23 C24 C19 -2.2(3) . . . . ?
C24 C15 C16 C17 -7.7(3) . . . . ?
C24 C19 C20 C21 0.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.749
_oxdiff_exptl_absorpt_empirical_full_min 0.697
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8379(12)
2 0.1621(12)

####################################################################### 
# 
# 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_origi42
_database_code_depnum_ccdc_archive 'CCDC 2131334'
loop_
_audit_author_name
_audit_author_address
'Benny Bogoslavsky'
;The Hebrew University of Jerusalem
Israel
;
_audit_update_record             
;
2021-12-28 deposited with the CCDC.	2022-11-16 downloaded from the CCDC.
;
_audit_creation_date             2020-03-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H14 O2'
_chemical_formula_sum            'C22 H14 O2'
_chemical_formula_weight         310.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H14 O2'
_chemical_oxdiff_usercomment     SR-007
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'
O O 0.0106 0.0060 '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      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   11.4820(3)
_cell_length_b                   17.1596(4)
_cell_length_c                   16.1811(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3188.11(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    13547
_cell_measurement_temperature    296.34(10)
_cell_measurement_theta_max      32.3820
_cell_measurement_theta_min      2.1950
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.371
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.72a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1296
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 7 21 0.1626
8 -4 -19 0.1727
-10 -11 -14 0.2100
-15 -9 -5 0.2188
9 11 15 0.1707
15 7 0 0.1571
13 1 -13 0.1508
3 -3 22 0.1373
4 -23 5 0.1359
2 -21 -11 0.1183
-5 23 -5 0.1206

_exptl_crystal_size_max          0.416
_exptl_crystal_size_mid          0.392
_exptl_crystal_size_min          0.258
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.0650 6.9932 21.0736 0.0721 0.2989 0.9516
8.0612 -4.3328 -19.3569 -0.1309 -0.5441 -0.8287
-10.2575 -11.0194 -14.2657 0.1456 0.6081 -0.7804
-14.5318 -9.1897 -5.1024 0.2145 0.8942 -0.3929
9.3171 11.0727 15.4599 -0.1309 -0.5469 0.8269
15.4006 7.4616 0.0491 -0.2302 -0.9593 0.1636
13.1589 0.7162 -13.2728 -0.2038 -0.8485 -0.4883
2.9479 -2.6647 22.2899 -0.4843 0.1166 0.8671
4.4940 -22.6380 4.9516 -0.9619 0.2308 -0.1465
2.3404 -20.6955 -11.3396 -0.6081 0.1456 -0.7804
-4.5127 22.5535 -5.2515 0.9638 -0.2313 0.1330

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            27998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.199
_diffrn_reflns_theta_min         2.374
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.34(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00  32.20   0.30   10.00    --    9.19 -99.00  60.00  184
  2  ω    -24.00  18.00   0.30   10.00    --  -10.44 -99.00  30.00  140
  3  ω    -15.00  23.10   0.30   10.00    --  -10.44 -99.00 -60.00  127
  4  ω    -24.00  12.00   0.30   10.00    --  -10.44 -99.00 -90.00  120
  5  ω    -42.00  24.00   0.30   10.00    --  -10.44  93.00-153.00  220
  6  ω    -57.00 -30.00   0.30   10.00    --  -10.44 128.00  96.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0310574000
_diffrn_orient_matrix_UB_12      0.0333432000
_diffrn_orient_matrix_UB_13      -0.0136337000
_diffrn_orient_matrix_UB_21      -0.0533204000
_diffrn_orient_matrix_UB_22      -0.0185791000
_diffrn_orient_matrix_UB_23      0.0100633000
_diffrn_orient_matrix_UB_31      0.0028029000
_diffrn_orient_matrix_UB_32      0.0158724000
_diffrn_orient_matrix_UB_33      0.0404276000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3762
_reflns_number_total             4885
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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 1.171.40.72a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.72a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.72a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4885
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0660P)²+0.3042P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1213
_refine_ls_wR_factor_ref         0.1292
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C20(H20)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C15(H15), C16(H16),
 C17(H17), C18(H18), C21(H21), C22(H22)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O1 O 0.18090(7) 0.52211(5) 0.28359(5) 0.0555(2) Uani 1 1 d . . . . .
O2 O 0.58541(6) 0.72244(4) 0.35352(4) 0.04358(17) Uani 1 1 d . . . . .
C1 C 0.30469(8) 0.52941(5) 0.26827(6) 0.0402(2) Uani 1 1 d . . . . .
C2 C 0.30491(9) 0.52764(5) 0.17355(6) 0.0396(2) Uani 1 1 d . . . . .
C3 C 0.37298(11) 0.56153(6) 0.11473(7) 0.0555(3) Uani 1 1 d . . . . .
H3 H 0.432872 0.595570 0.128657 0.067 Uiso 1 1 calc R U . . .
C4 C 0.34859(15) 0.54274(8) 0.03226(8) 0.0736(4) Uani 1 1 d . . . . .
H4 H 0.393038 0.564941 -0.009622 0.088 Uiso 1 1 calc R U . . .
C5 C 0.26061(16) 0.49234(9) 0.01213(7) 0.0748(4) Uani 1 1 d . . . . .
H5 H 0.246832 0.480655 -0.043137 0.090 Uiso 1 1 calc R U . . .
C6 C 0.19170(13) 0.45840(7) 0.07254(8) 0.0639(3) Uani 1 1 d . . . . .
H6 H 0.131611 0.424471 0.058738 0.077 Uiso 1 1 calc R U . . .
C7 C 0.21516(10) 0.47656(6) 0.15337(7) 0.0468(2) Uani 1 1 d . . . . .
C8 C 0.16707(10) 0.45019(7) 0.23698(8) 0.0555(3) Uani 1 1 d . . . . .
H8 H 0.088516 0.427860 0.236287 0.067 Uiso 1 1 calc R U . . .
C9 C 0.26093(12) 0.40012(7) 0.27582(6) 0.0566(3) Uani 1 1 d . . . . .
H9 H 0.258948 0.346482 0.283897 0.068 Uiso 1 1 calc R U . . .
C10 C 0.34559(10) 0.44791(6) 0.29573(6) 0.0489(2) Uani 1 1 d . . . . .
H10 H 0.415721 0.435226 0.321140 0.059 Uiso 1 1 calc R U . . .
C11 C 0.35625(9) 0.59696(6) 0.30829(6) 0.0455(2) Uani 1 1 d . . . . .
C12 C 0.40542(9) 0.65131(6) 0.33738(6) 0.0443(2) Uani 1 1 d . . . . .
C13 C 0.46239(8) 0.71799(5) 0.37538(6) 0.0380(2) Uani 1 1 d . . . . .
C14 C 0.47280(9) 0.71926(5) 0.46977(6) 0.0396(2) Uani 1 1 d . . . . .
C15 C 0.41067(11) 0.68546(7) 0.53224(7) 0.0557(3) Uani 1 1 d . . . . .
H15 H 0.347492 0.653091 0.521513 0.067 Uiso 1 1 calc R U . . .
C16 C 0.44667(14) 0.70187(8) 0.61361(8) 0.0679(4) Uani 1 1 d . . . . .
H16 H 0.406910 0.679519 0.657716 0.081 Uiso 1 1 calc R U . . .
C17 C 0.53871(13) 0.74992(8) 0.62889(7) 0.0653(3) Uani 1 1 d . . . . .
H17 H 0.560353 0.759874 0.683257 0.078 Uiso 1 1 calc R U . . .
C18 C 0.60108(11) 0.78444(7) 0.56465(7) 0.0552(3) Uani 1 1 d . . . . .
H18 H 0.663735 0.817297 0.575267 0.066 Uiso 1 1 calc R U . . .
C19 C 0.56678(9) 0.76825(5) 0.48512(6) 0.0420(2) Uani 1 1 d . . . . .
C20 C 0.60742(9) 0.79412(6) 0.39952(6) 0.0452(2) Uani 1 1 d . . . . .
H20 H 0.686860 0.814771 0.396253 0.054 Uiso 1 1 calc R U . . .
C21 C 0.51196(10) 0.84610(6) 0.36459(6) 0.0472(2) Uani 1 1 d . . . . .
H21 H 0.515850 0.899581 0.355722 0.057 Uiso 1 1 calc R U . . .
C22 C 0.42305(9) 0.80019(6) 0.34952(6) 0.0447(2) Uani 1 1 d . . . . .
H22 H 0.351172 0.814391 0.327728 0.054 Uiso 1 1 calc R 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
O1 C1 1.4484(11) . ?
O1 C8 1.4551(13) . ?
O2 C13 1.4581(11) . ?
O2 C20 1.4596(11) . ?
C1 C2 1.5330(13) . ?
C1 C10 1.5406(14) . ?
C1 C11 1.4538(13) . ?
C2 C3 1.3619(15) . ?
C2 C7 1.3917(14) . ?
C3 H3 0.9300 . ?
C3 C4 1.4010(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.369(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.3713(16) . ?
C7 C8 1.5296(16) . ?
C8 H8 0.9800 . ?
C8 C9 1.5147(19) . ?
C9 H9 0.9300 . ?
C9 C10 1.3119(17) . ?
C10 H10 0.9300 . ?
C11 C12 1.1874(14) . ?
C12 C13 1.4544(13) . ?
C13 C14 1.5322(13) . ?
C13 C22 1.5391(13) . ?
C14 C15 1.3663(15) . ?
C14 C19 1.3903(13) . ?
C15 H15 0.9300 . ?
C15 C16 1.4085(18) . ?
C16 H16 0.9300 . ?
C16 C17 1.363(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.3943(19) . ?
C18 H18 0.9300 . ?
C18 C19 1.3742(14) . ?
C19 C20 1.5274(14) . ?
C20 H20 0.9800 . ?
C20 C21 1.5220(15) . ?
C21 H21 0.9300 . ?
C21 C22 1.3122(15) . ?
C22 H22 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
C1 O1 C8 95.26(7) . . ?
C13 O2 C20 95.06(6) . . ?
O1 C1 C2 99.85(8) . . ?
O1 C1 C10 99.86(8) . . ?
O1 C1 C11 113.10(8) . . ?
C2 C1 C10 105.66(7) . . ?
C11 C1 C2 117.41(8) . . ?
C11 C1 C10 118.11(9) . . ?
C3 C2 C1 133.73(10) . . ?
C3 C2 C7 122.00(10) . . ?
C7 C2 C1 104.22(8) . . ?
C2 C3 H3 121.5 . . ?
C2 C3 C4 116.92(12) . . ?
C4 C3 H3 121.5 . . ?
C3 C4 H4 119.4 . . ?
C5 C4 C3 121.30(12) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.25(11) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 121.1 . . ?
C7 C6 C5 117.72(12) . . ?
C7 C6 H6 121.1 . . ?
C2 C7 C8 104.25(9) . . ?
C6 C7 C2 120.82(11) . . ?
C6 C7 C8 134.86(11) . . ?
O1 C8 C7 99.68(8) . . ?
O1 C8 H8 116.0 . . ?
O1 C8 C9 100.85(9) . . ?
C7 C8 H8 116.0 . . ?
C9 C8 C7 106.14(9) . . ?
C9 C8 H8 116.0 . . ?
C8 C9 H9 127.0 . . ?
C10 C9 C8 105.94(10) . . ?
C10 C9 H9 127.0 . . ?
C1 C10 H10 127.1 . . ?
C9 C10 C1 105.71(10) . . ?
C9 C10 H10 127.1 . . ?
C12 C11 C1 175.13(11) . . ?
C11 C12 C13 177.89(11) . . ?
O2 C13 C14 99.52(7) . . ?
O2 C13 C22 99.80(8) . . ?
C12 C13 O2 111.99(7) . . ?
C12 C13 C14 117.89(9) . . ?
C12 C13 C22 118.30(8) . . ?
C14 C13 C22 106.31(7) . . ?
C15 C14 C13 133.68(9) . . ?
C15 C14 C19 121.99(9) . . ?
C19 C14 C13 104.31(8) . . ?
C14 C15 H15 121.5 . . ?
C14 C15 C16 116.97(11) . . ?
C16 C15 H15 121.5 . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.20(12) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 119.3 . . ?
C16 C17 C18 121.33(11) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 121.1 . . ?
C19 C18 C17 117.71(11) . . ?
C19 C18 H18 121.1 . . ?
C14 C19 C20 104.53(8) . . ?
C18 C19 C14 120.79(10) . . ?
C18 C19 C20 134.66(10) . . ?
O2 C20 C19 99.48(8) . . ?
O2 C20 H20 116.0 . . ?
O2 C20 C21 100.36(8) . . ?
C19 C20 H20 116.0 . . ?
C21 C20 C19 106.68(8) . . ?
C21 C20 H20 116.0 . . ?
C20 C21 H21 126.9 . . ?
C22 C21 C20 106.11(9) . . ?
C22 C21 H21 126.9 . . ?
C13 C22 H22 127.1 . . ?
C21 C22 C13 105.74(8) . . ?
C21 C22 H22 127.1 . . ?

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
O1 C1 C2 C3 147.65(11) . . . . ?
O1 C1 C2 C7 -34.92(9) . . . . ?
O1 C1 C10 C9 34.08(10) . . . . ?
O1 C8 C9 C10 -33.23(11) . . . . ?
O2 C13 C14 C15 -146.27(11) . . . . ?
O2 C13 C14 C19 35.17(9) . . . . ?
O2 C13 C22 C21 -34.01(9) . . . . ?
O2 C20 C21 C22 33.83(10) . . . . ?
C1 O1 C8 C7 -56.16(10) . . . . ?
C1 O1 C8 C9 52.49(9) . . . . ?
C1 C2 C3 C4 177.13(11) . . . . ?
C1 C2 C7 C6 -177.89(10) . . . . ?
C1 C2 C7 C8 -0.45(10) . . . . ?
C2 C1 C10 C9 -69.16(10) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C2 C7 C8 O1 35.49(11) . . . . ?
C2 C7 C8 C9 -68.88(10) . . . . ?
C3 C2 C7 C6 -0.08(17) . . . . ?
C3 C2 C7 C8 177.36(10) . . . . ?
C3 C4 C5 C6 0.5(2) . . . . ?
C4 C5 C6 C7 -0.5(2) . . . . ?
C5 C6 C7 C2 0.27(18) . . . . ?
C5 C6 C7 C8 -176.22(13) . . . . ?
C6 C7 C8 O1 -147.62(13) . . . . ?
C6 C7 C8 C9 108.01(15) . . . . ?
C7 C2 C3 C4 0.08(17) . . . . ?
C7 C8 C9 C10 70.29(10) . . . . ?
C8 O1 C1 C2 55.87(9) . . . . ?
C8 O1 C1 C10 -52.09(9) . . . . ?
C8 O1 C1 C11 -178.54(9) . . . . ?
C8 C9 C10 C1 -0.46(11) . . . . ?
C10 C1 C2 C3 -109.10(13) . . . . ?
C10 C1 C2 C7 68.33(10) . . . . ?
C11 C1 C2 C3 25.06(16) . . . . ?
C11 C1 C2 C7 -157.51(9) . . . . ?
C11 C1 C10 C9 157.06(9) . . . . ?
C12 C13 C14 C15 -25.05(16) . . . . ?
C12 C13 C14 C19 156.39(8) . . . . ?
C12 C13 C22 C21 -155.65(9) . . . . ?
C13 O2 C20 C19 56.27(8) . . . . ?
C13 O2 C20 C21 -52.78(8) . . . . ?
C13 C14 C15 C16 -178.90(11) . . . . ?
C13 C14 C19 C18 178.94(9) . . . . ?
C13 C14 C19 C20 0.29(9) . . . . ?
C14 C13 C22 C21 69.02(10) . . . . ?
C14 C15 C16 C17 0.59(19) . . . . ?
C14 C19 C20 O2 -35.61(9) . . . . ?
C14 C19 C20 C21 68.29(9) . . . . ?
C15 C14 C19 C18 0.16(15) . . . . ?
C15 C14 C19 C20 -178.49(9) . . . . ?
C15 C16 C17 C18 -0.2(2) . . . . ?
C16 C17 C18 C19 -0.15(19) . . . . ?
C17 C18 C19 C14 0.20(16) . . . . ?
C17 C18 C19 C20 178.36(11) . . . . ?
C18 C19 C20 O2 146.02(12) . . . . ?
C18 C19 C20 C21 -110.08(13) . . . . ?
C19 C14 C15 C16 -0.54(16) . . . . ?
C19 C20 C21 C22 -69.44(10) . . . . ?
C20 O2 C13 C12 178.54(8) . . . . ?
C20 O2 C13 C14 -56.07(8) . . . . ?
C20 O2 C13 C22 52.47(8) . . . . ?
C20 C21 C22 C13 0.12(10) . . . . ?
C22 C13 C14 C15 110.49(12) . . . . ?
C22 C13 C14 C19 -68.07(9) . . . . ?

_olex2_date_sample_data_collection 2020-03-05
_olex2_date_sample_submission    2020-03-05
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.157
_oxdiff_exptl_absorpt_empirical_full_min 0.866
####################################################################### 
# 
# 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_origi59l2
_database_code_depnum_ccdc_archive 'CCDC 2097480'
loop_
_audit_author_name
_audit_author_address
'Benny Bogoslavsky'
;The Hebrew University of Jerusalem
Israel
;
_audit_update_record             
;
2021-07-19 deposited with the CCDC.	2022-11-16 downloaded from the CCDC.
;
_audit_creation_date             2020-11-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H32, C1 H2 Cl2'
_chemical_formula_sum            'C49 H34 Cl2'
_chemical_formula_weight         693.66
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C43 H44 Cl2'
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'
Cl Cl 0.1484 0.1585 '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                   26.2153(5)
_cell_length_b                   8.2064(2)
_cell_length_c                   35.0479(7)
_cell_angle_alpha                90
_cell_angle_beta                 108.593(2)
_cell_angle_gamma                90
_cell_volume                     7146.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    26846
_cell_measurement_temperature    149.99(11)
_cell_measurement_theta_max      30.8940
_cell_measurement_theta_min      2.3280
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.946
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2896
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-11 0 -40 0.0581
11 0 40 0.0620
0 12 0 0.1275
0 -12 0 0.1294
-35 0 29 0.0112
35 0 -29 0.0187

_exptl_crystal_size_max          0.259
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-10.8264 -0.1058 -40.1681 0.0733 0.0002 0.9973
10.8294 -0.1978 40.1606 -0.0994 -0.0004 -0.9950
-0.1594 11.5732 0.1182 0.9966 0.0088 -0.0822
0.1708 -11.5732 -0.0756 -0.9967 -0.0088 0.0811
-35.2304 -0.0430 29.1005 0.0088 -0.9999 -0.0090
35.2304 0.0430 -29.1005 -0.0088 0.9999 0.0090

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_number            72650
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.192
_diffrn_reflns_theta_min         2.339
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  62.00   0.50  150.00    --  -10.29  57.00  60.00  176
  2  ω    -19.00  55.00   0.50  150.00    --  -10.29  57.00 -90.00  148
  3  ω    -46.00  -4.00   0.50  150.00    --    9.19 -19.00 -90.00   84
  4  ω      5.00  43.00   0.50  150.00    --    9.19 -99.00-180.00   76
  5  ω      4.00  43.00   0.50  150.00    --    9.19 -99.00-120.00   78
  6  ω    -21.00  28.00   0.50  150.00    --    9.19 -99.00-150.00   98
  7  ω    -24.00   1.00   0.50  150.00    --  -10.29 -99.00-120.00   50
  8  ω    -66.00   4.00   0.50  150.00    --    9.19 -19.00   0.00  140
  9  ω    -24.00  23.00   0.50  150.00    --  -10.29 -99.00  60.00   94
 10  ω     -5.00  25.00   0.50  150.00    --  -10.29 -99.00 150.00   60
 11  ω    -83.00  -5.00   0.50  150.00    --  -10.29 -57.00 -60.00  156
 12  ω    -58.00 -33.00   0.50  150.00    --  -10.29 124.00  40.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0016756000
_diffrn_orient_matrix_UB_12      0.0861042000
_diffrn_orient_matrix_UB_13      -0.0015990000
_diffrn_orient_matrix_UB_21      0.0232080000
_diffrn_orient_matrix_UB_22      0.0011439000
_diffrn_orient_matrix_UB_23      -0.0062626000
_diffrn_orient_matrix_UB_31      -0.0165458000
_diffrn_orient_matrix_UB_32      -0.0071225000
_diffrn_orient_matrix_UB_33      -0.0203502000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8763
_reflns_number_total             11163
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         11163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0679
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0636P)²+8.7935P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1521
_refine_ls_wR_factor_ref         0.1615
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Fixed Sof: Cl2S(0.66667) Cl3S(0.33334) C1SA(0.66667) H1SA(0.66667)
 H1SB(0.66667) C1SB(0.33334) H1SC(0.33334) H1SD(0.33334)
3.a Secondary CH2 refined with riding coordinates:
 C1SA(H1SA,H1SB), C1SB(H1SC,H1SD)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
  C26(H26), C27(H27), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35),
 C36(H36), C38(H38), C39(H39), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47),
  C48(H48)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
C1 C 0.31187(6) 0.7196(2) 0.28233(5) 0.0296(3) Uani 1 1 d . . . . .
C2 C 0.32880(7) 0.5766(2) 0.30298(5) 0.0337(4) Uani 1 1 d . . . . .
H2 H 0.326019 0.564622 0.328632 0.040 Uiso 1 1 calc R U . . .
C3 C 0.35023(7) 0.4481(2) 0.28631(5) 0.0325(4) Uani 1 1 d . . . . .
H3 H 0.361388 0.353444 0.301211 0.039 Uiso 1 1 calc R U . . .
C4 C 0.35505(6) 0.4594(2) 0.24836(5) 0.0285(3) Uani 1 1 d . . . . .
C5 C 0.34052(6) 0.6087(2) 0.22675(5) 0.0274(3) Uani 1 1 d . . . . .
C6 C 0.31862(6) 0.7393(2) 0.24353(5) 0.0280(3) Uani 1 1 d . . . . .
C7 C 0.34805(7) 0.6323(2) 0.18868(5) 0.0350(4) Uani 1 1 d . . . . .
H7 H 0.362140 0.548102 0.177365 0.042 Uiso 1 1 calc R U . . .
C8 C 0.33495(9) 0.7765(3) 0.16848(6) 0.0434(4) Uani 1 1 d . . . . .
H8 H 0.340483 0.790113 0.143755 0.052 Uiso 1 1 calc R U . . .
C9 C 0.31315(9) 0.9041(3) 0.18496(6) 0.0444(5) Uani 1 1 d . . . . .
H9 H 0.304071 1.001724 0.170958 0.053 Uiso 1 1 calc R U . . .
C10 C 0.30516(7) 0.8864(2) 0.22130(5) 0.0360(4) Uani 1 1 d . . . . .
H10 H 0.290614 0.972299 0.231729 0.043 Uiso 1 1 calc R U . . .
C11 C 0.28257(7) 0.8445(2) 0.29741(5) 0.0373(4) Uani 1 1 d . . . . .
H11 H 0.255099 0.897574 0.277816 0.045 Uiso 1 1 calc R U . . .
C12 C 0.28997(7) 0.8918(3) 0.33520(5) 0.0393(4) Uani 1 1 d . . . . .
H12 H 0.263480 0.959093 0.339043 0.047 Uiso 1 1 calc R U . . .
C13 C 0.33533(7) 0.8504(2) 0.37197(5) 0.0329(4) Uani 1 1 d . . . . .
C14 C 0.38707(8) 0.8862(3) 0.37426(5) 0.0382(4) Uani 1 1 d . . . . .
H14 H 0.394110 0.925357 0.351545 0.046 Uiso 1 1 calc R U . . .
C15 C 0.43014(7) 0.8652(2) 0.41033(5) 0.0345(4) Uani 1 1 d . . . . .
H15 H 0.464819 0.892521 0.410935 0.041 Uiso 1 1 calc R U . . .
C16 C 0.42208(6) 0.8054(2) 0.44454(5) 0.0268(3) Uani 1 1 d . . . . .
C17 C 0.36846(6) 0.7592(2) 0.44270(5) 0.0262(3) Uani 1 1 d . . . . .
C18 C 0.32494(6) 0.7842(2) 0.40651(5) 0.0280(3) Uani 1 1 d . . . . .
C19 C 0.35749(7) 0.6861(2) 0.47593(5) 0.0319(3) Uani 1 1 d . . . . .
H19 H 0.385657 0.666717 0.499527 0.038 Uiso 1 1 calc R U . . .
C20 C 0.30602(7) 0.6435(2) 0.47388(6) 0.0390(4) Uani 1 1 d . . . . .
H20 H 0.299605 0.595847 0.495991 0.047 Uiso 1 1 calc R U . . .
C21 C 0.26305(7) 0.6718(2) 0.43843(6) 0.0396(4) Uani 1 1 d . . . . .
H21 H 0.228200 0.643928 0.437275 0.048 Uiso 1 1 calc R U . . .
C22 C 0.27216(7) 0.7397(2) 0.40575(6) 0.0346(4) Uani 1 1 d . . . . .
H22 H 0.243321 0.757402 0.382477 0.041 Uiso 1 1 calc R U . . .
C23 C 0.46613(6) 0.8041(2) 0.48318(5) 0.0287(3) Uani 1 1 d . . . . .
H23 H 0.456784 0.836541 0.505503 0.034 Uiso 1 1 calc R U . . .
C24 C 0.51774(6) 0.7628(2) 0.49054(5) 0.0292(3) Uani 1 1 d . . . . .
H24 H 0.541126 0.793166 0.515576 0.035 Uiso 1 1 calc R U . . .
C25 C 0.54228(6) 0.6753(2) 0.46413(5) 0.0256(3) Uani 1 1 d . . . . .
C26 C 0.51807(6) 0.5371(2) 0.44402(5) 0.0272(3) Uani 1 1 d . . . . .
H26 H 0.483674 0.509516 0.444039 0.033 Uiso 1 1 calc R U . . .
C27 C 0.54407(6) 0.4372(2) 0.42355(5) 0.0273(3) Uani 1 1 d . . . . .
H27 H 0.526523 0.344683 0.410404 0.033 Uiso 1 1 calc R U . . .
C28 C 0.59513(6) 0.47250(19) 0.42238(5) 0.0254(3) Uani 1 1 d . . . . .
C29 C 0.62055(6) 0.61956(19) 0.44106(4) 0.0242(3) Uani 1 1 d . . . . .
C30 C 0.59416(6) 0.72088(19) 0.46212(5) 0.0242(3) Uani 1 1 d . . . . .
C31 C 0.67181(6) 0.6686(2) 0.43944(5) 0.0293(3) Uani 1 1 d . . . . .
H31 H 0.689284 0.604452 0.425570 0.035 Uiso 1 1 calc R U . . .
C32 C 0.69592(7) 0.8081(2) 0.45786(6) 0.0362(4) Uani 1 1 d . . . . .
H32 H 0.729612 0.837349 0.456602 0.043 Uiso 1 1 calc R U . . .
C33 C 0.67013(7) 0.9074(2) 0.47867(6) 0.0376(4) Uani 1 1 d . . . . .
H33 H 0.686853 1.001778 0.491307 0.045 Uiso 1 1 calc R U . . .
C34 C 0.62031(7) 0.8653(2) 0.48041(5) 0.0311(3) Uani 1 1 d . . . . .
H34 H 0.603317 0.933137 0.493882 0.037 Uiso 1 1 calc R U . . .
C35 C 0.62542(6) 0.3548(2) 0.40635(5) 0.0306(3) Uani 1 1 d . . . . .
H35 H 0.662416 0.352893 0.419178 0.037 Uiso 1 1 calc R U . . .
C36 C 0.60693(7) 0.2504(2) 0.37590(6) 0.0333(4) Uani 1 1 d . . . . .
H36 H 0.631432 0.172883 0.373215 0.040 Uiso 1 1 calc R U . . .
C37 C 0.55260(6) 0.2417(2) 0.34581(5) 0.0272(3) Uani 1 1 d . . . . .
C38 C 0.52998(7) 0.3777(2) 0.32388(5) 0.0294(3) Uani 1 1 d . . . . .
H38 H 0.546871 0.478164 0.330632 0.035 Uiso 1 1 calc R U . . .
C39 C 0.48197(7) 0.3674(2) 0.29158(5) 0.0291(3) Uani 1 1 d . . . . .
H39 H 0.467455 0.461631 0.277550 0.035 Uiso 1 1 calc R U . . .
C40 C 0.45579(6) 0.22150(19) 0.28011(5) 0.0259(3) Uani 1 1 d . . . . .
C41 C 0.47709(6) 0.07851(19) 0.30303(5) 0.0245(3) Uani 1 1 d . . . . .
C42 C 0.52540(6) 0.08945(19) 0.33637(5) 0.0245(3) Uani 1 1 d . . . . .
C43 C 0.45086(7) -0.0745(2) 0.29426(5) 0.0303(3) Uani 1 1 d . . . . .
H43 H 0.419785 -0.084119 0.272232 0.036 Uiso 1 1 calc R U . . .
C44 C 0.47036(8) -0.2079(2) 0.31754(6) 0.0359(4) Uani 1 1 d . . . . .
H44 H 0.452407 -0.307010 0.311362 0.043 Uiso 1 1 calc R U . . .
C45 C 0.51745(8) -0.1964(2) 0.35080(6) 0.0362(4) Uani 1 1 d . . . . .
H45 H 0.530238 -0.287535 0.366748 0.043 Uiso 1 1 calc R U . . .
C46 C 0.54452(7) -0.0521(2) 0.35984(5) 0.0313(3) Uani 1 1 d . . . . .
H46 H 0.575949 -0.046429 0.381689 0.038 Uiso 1 1 calc R U . . .
C47 C 0.40957(7) 0.2099(2) 0.24291(5) 0.0314(3) Uani 1 1 d . . . . .
H47 H 0.408271 0.116833 0.227478 0.038 Uiso 1 1 calc R U . . .
C48 C 0.36931(7) 0.3156(2) 0.22849(5) 0.0328(4) Uani 1 1 d . . . . .
H48 H 0.347164 0.296018 0.202309 0.039 Uiso 1 1 calc R U . . .
Cl1S Cl 0.39669(3) 0.32631(10) 0.39201(2) 0.0712(2) Uani 1 1 d . . . . .
Cl2S Cl 0.28755(4) 0.27042(14) 0.39144(4) 0.0678(3) Uani 0.6667 1 d . . P A 1
Cl3S Cl 0.31034(13) 0.2002(3) 0.42014(8) 0.0817(7) Uani 0.3333 1 d . . P B 2
C1SA C 0.35577(14) 0.2631(5) 0.42026(10) 0.0528(8) Uani 0.6667 1 d . . P A 1
H1SA H 0.365264 0.152599 0.429696 0.063 Uiso 0.6667 1 calc R U P A 1
H1SB H 0.362005 0.333023 0.443612 0.063 Uiso 0.6667 1 calc R U P A 1
C1SB C 0.3276(4) 0.3136(14) 0.3857(4) 0.095(4) Uani 0.3333 1 d . . P B 2
H1SC H 0.313983 0.423196 0.386130 0.114 Uiso 0.3333 1 calc R U P B 2
H1SD H 0.309543 0.268637 0.359190 0.114 Uiso 0.3333 1 calc R U P B 2


_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
C1 C2 1.376(3) . ?
C1 C6 1.435(2) . ?
C1 C11 1.476(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.406(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(2) . ?
C4 C5 1.427(2) . ?
C4 C48 1.478(2) . ?
C5 C6 1.428(2) . ?
C5 C7 1.423(2) . ?
C6 C10 1.419(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.365(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.402(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.363(3) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.334(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.487(2) . ?
C13 C14 1.365(3) . ?
C13 C18 1.430(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.412(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(2) . ?
C16 C17 1.437(2) . ?
C16 C23 1.473(2) . ?
C17 C18 1.425(2) . ?
C17 C19 1.419(2) . ?
C18 C22 1.423(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.373(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.405(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.362(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.338(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.472(2) . ?
C25 C26 1.379(2) . ?
C25 C30 1.434(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.401(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.383(2) . ?
C28 C29 1.432(2) . ?
C28 C35 1.471(2) . ?
C29 C30 1.429(2) . ?
C29 C31 1.421(2) . ?
C30 C34 1.416(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.366(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.403(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.371(2) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C35 C36 1.333(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.479(2) . ?
C37 C38 1.377(2) . ?
C37 C42 1.425(2) . ?
C38 H38 0.9300 . ?
C38 C39 1.402(2) . ?
C39 H39 0.9300 . ?
C39 C40 1.375(2) . ?
C40 C41 1.431(2) . ?
C40 C47 1.473(2) . ?
C41 C42 1.426(2) . ?
C41 C43 1.418(2) . ?
C42 C46 1.419(2) . ?
C43 H43 0.9300 . ?
C43 C44 1.363(3) . ?
C44 H44 0.9300 . ?
C44 C45 1.405(3) . ?
C45 H45 0.9300 . ?
C45 C46 1.365(3) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C47 C48 1.335(2) . ?
C48 H48 0.9300 . ?
Cl1S C1SA 1.754(4) . ?
Cl1S C1SB 1.756(11) . ?
Cl2S C1SA 1.752(3) . ?
Cl3S C1SB 1.697(10) . ?
C1SA H1SA 0.9700 . ?
C1SA H1SB 0.9700 . ?
C1SB H1SC 0.9700 . ?
C1SB H1SD 0.9700 . ?

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 C6 118.58(15) . . ?
C2 C1 C11 121.40(16) . . ?
C6 C1 C11 119.76(15) . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.67(16) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.49(16) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 118.59(15) . . ?
C3 C4 C48 121.06(16) . . ?
C5 C4 C48 120.04(15) . . ?
C4 C5 C6 120.01(15) . . ?
C7 C5 C4 121.41(16) . . ?
C7 C5 C6 118.58(16) . . ?
C5 C6 C1 119.52(15) . . ?
C10 C6 C1 122.14(16) . . ?
C10 C6 C5 118.34(16) . . ?
C5 C7 H7 119.4 . . ?
C8 C7 C5 121.12(18) . . ?
C8 C7 H7 119.4 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.12(18) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.62(18) . . ?
C10 C9 H9 119.7 . . ?
C6 C10 H10 119.4 . . ?
C9 C10 C6 121.22(18) . . ?
C9 C10 H10 119.4 . . ?
C1 C11 H11 115.5 . . ?
C12 C11 C1 129.08(16) . . ?
C12 C11 H11 115.5 . . ?
C11 C12 H12 116.0 . . ?
C11 C12 C13 128.08(16) . . ?
C13 C12 H12 116.0 . . ?
C14 C13 C12 120.45(17) . . ?
C14 C13 C18 119.06(15) . . ?
C18 C13 C12 120.31(16) . . ?
C13 C14 H14 119.2 . . ?
C13 C14 C15 121.51(17) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.60(16) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 118.41(15) . . ?
C15 C16 C23 120.76(15) . . ?
C17 C16 C23 120.54(14) . . ?
C18 C17 C16 119.74(15) . . ?
C19 C17 C16 121.73(14) . . ?
C19 C17 C18 118.53(15) . . ?
C17 C18 C13 119.60(15) . . ?
C22 C18 C13 121.89(15) . . ?
C22 C18 C17 118.51(16) . . ?
C17 C19 H19 119.4 . . ?
C20 C19 C17 121.17(16) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.11(18) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.34(17) . . ?
C22 C21 H21 119.8 . . ?
C18 C22 H22 119.3 . . ?
C21 C22 C18 121.32(16) . . ?
C21 C22 H22 119.3 . . ?
C16 C23 H23 115.6 . . ?
C24 C23 C16 128.83(15) . . ?
C24 C23 H23 115.6 . . ?
C23 C24 H24 115.8 . . ?
C23 C24 C25 128.36(15) . . ?
C25 C24 H24 115.8 . . ?
C26 C25 C24 120.03(14) . . ?
C26 C25 C30 118.61(15) . . ?
C30 C25 C24 121.02(14) . . ?
C25 C26 H26 119.2 . . ?
C25 C26 C27 121.56(14) . . ?
C27 C26 H26 119.2 . . ?
C26 C27 H27 119.1 . . ?
C28 C27 C26 121.74(15) . . ?
C28 C27 H27 119.1 . . ?
C27 C28 C29 118.47(14) . . ?
C27 C28 C35 121.28(15) . . ?
C29 C28 C35 119.92(14) . . ?
C30 C29 C28 119.69(14) . . ?
C31 C29 C28 121.89(15) . . ?
C31 C29 C30 118.41(14) . . ?
C29 C30 C25 119.78(14) . . ?
C34 C30 C25 121.73(15) . . ?
C34 C30 C29 118.48(14) . . ?
C29 C31 H31 119.4 . . ?
C32 C31 C29 121.27(16) . . ?
C32 C31 H31 119.4 . . ?
C31 C32 H32 119.8 . . ?
C31 C32 C33 120.37(16) . . ?
C33 C32 H32 119.8 . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.07(17) . . ?
C34 C33 H33 120.0 . . ?
C30 C34 H34 119.3 . . ?
C33 C34 C30 121.39(16) . . ?
C33 C34 H34 119.3 . . ?
C28 C35 H35 115.7 . . ?
C36 C35 C28 128.67(15) . . ?
C36 C35 H35 115.7 . . ?
C35 C36 H36 115.7 . . ?
C35 C36 C37 128.56(15) . . ?
C37 C36 H36 115.7 . . ?
C38 C37 C36 120.27(15) . . ?
C38 C37 C42 119.11(14) . . ?
C42 C37 C36 120.32(15) . . ?
C37 C38 H38 119.4 . . ?
C37 C38 C39 121.20(15) . . ?
C39 C38 H38 119.4 . . ?
C38 C39 H39 119.2 . . ?
C40 C39 C38 121.64(15) . . ?
C40 C39 H39 119.2 . . ?
C39 C40 C41 118.75(14) . . ?
C39 C40 C47 120.55(15) . . ?
C41 C40 C47 120.49(14) . . ?
C42 C41 C40 119.60(14) . . ?
C43 C41 C40 121.95(14) . . ?
C43 C41 C42 118.43(14) . . ?
C37 C42 C41 119.57(14) . . ?
C46 C42 C37 121.68(15) . . ?
C46 C42 C41 118.73(14) . . ?
C41 C43 H43 119.4 . . ?
C44 C43 C41 121.20(16) . . ?
C44 C43 H43 119.4 . . ?
C43 C44 H44 119.8 . . ?
C43 C44 C45 120.33(16) . . ?
C45 C44 H44 119.8 . . ?
C44 C45 H45 119.8 . . ?
C46 C45 C44 120.35(16) . . ?
C46 C45 H45 119.8 . . ?
C42 C46 H46 119.5 . . ?
C45 C46 C42 120.93(16) . . ?
C45 C46 H46 119.5 . . ?
C40 C47 H47 115.8 . . ?
C48 C47 C40 128.39(16) . . ?
C48 C47 H47 115.8 . . ?
C4 C48 H48 115.5 . . ?
C47 C48 C4 128.96(15) . . ?
C47 C48 H48 115.5 . . ?
Cl1S C1SA H1SA 109.4 . . ?
Cl1S C1SA H1SB 109.4 . . ?
Cl2S C1SA Cl1S 111.09(19) . . ?
Cl2S C1SA H1SA 109.4 . . ?
Cl2S C1SA H1SB 109.4 . . ?
H1SA C1SA H1SB 108.0 . . ?
Cl1S C1SB H1SC 108.2 . . ?
Cl1S C1SB H1SD 108.2 . . ?
Cl3S C1SB Cl1S 116.2(6) . . ?
Cl3S C1SB H1SC 108.2 . . ?
Cl3S C1SB H1SD 108.2 . . ?
H1SC C1SB H1SD 107.4 . . ?

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
C1 C2 C3 C4 -0.2(3) . . . . ?
C1 C6 C10 C9 178.32(18) . . . . ?
C1 C11 C12 C13 10.6(4) . . . . ?
C2 C1 C6 C5 2.5(2) . . . . ?
C2 C1 C6 C10 -176.24(16) . . . . ?
C2 C1 C11 C12 37.9(3) . . . . ?
C2 C3 C4 C5 3.4(2) . . . . ?
C2 C3 C4 C48 -170.12(16) . . . . ?
C3 C4 C5 C6 -3.5(2) . . . . ?
C3 C4 C5 C7 175.57(16) . . . . ?
C3 C4 C48 C47 -49.9(3) . . . . ?
C4 C5 C6 C1 0.6(2) . . . . ?
C4 C5 C6 C10 179.40(15) . . . . ?
C4 C5 C7 C8 -178.83(17) . . . . ?
C5 C4 C48 C47 136.6(2) . . . . ?
C5 C6 C10 C9 -0.5(3) . . . . ?
C5 C7 C8 C9 -0.6(3) . . . . ?
C6 C1 C2 C3 -2.8(3) . . . . ?
C6 C1 C11 C12 -148.1(2) . . . . ?
C6 C5 C7 C8 0.3(3) . . . . ?
C7 C5 C6 C1 -178.53(15) . . . . ?
C7 C5 C6 C10 0.3(2) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
C8 C9 C10 C6 0.1(3) . . . . ?
C11 C1 C2 C3 171.34(17) . . . . ?
C11 C1 C6 C5 -171.67(15) . . . . ?
C11 C1 C6 C10 9.6(2) . . . . ?
C11 C12 C13 C14 57.6(3) . . . . ?
C11 C12 C13 C18 -127.3(2) . . . . ?
C12 C13 C14 C15 172.75(18) . . . . ?
C12 C13 C18 C17 -174.28(16) . . . . ?
C12 C13 C18 C22 6.7(3) . . . . ?
C13 C14 C15 C16 1.1(3) . . . . ?
C13 C18 C22 C21 177.77(17) . . . . ?
C14 C13 C18 C17 0.9(3) . . . . ?
C14 C13 C18 C22 -178.08(17) . . . . ?
C14 C15 C16 C17 1.8(3) . . . . ?
C14 C15 C16 C23 -172.02(17) . . . . ?
C15 C16 C17 C18 -3.3(2) . . . . ?
C15 C16 C17 C19 175.62(17) . . . . ?
C15 C16 C23 C24 -43.0(3) . . . . ?
C16 C17 C18 C13 1.9(2) . . . . ?
C16 C17 C18 C22 -179.04(15) . . . . ?
C16 C17 C19 C20 179.59(17) . . . . ?
C16 C23 C24 C25 -14.1(3) . . . . ?
C17 C16 C23 C24 143.26(19) . . . . ?
C17 C18 C22 C21 -1.2(3) . . . . ?
C17 C19 C20 C21 0.1(3) . . . . ?
C18 C13 C14 C15 -2.4(3) . . . . ?
C18 C17 C19 C20 -1.5(3) . . . . ?
C19 C17 C18 C13 -176.99(15) . . . . ?
C19 C17 C18 C22 2.0(2) . . . . ?
C19 C20 C21 C22 0.8(3) . . . . ?
C20 C21 C22 C18 -0.2(3) . . . . ?
C23 C16 C17 C18 170.59(15) . . . . ?
C23 C16 C17 C19 -10.5(2) . . . . ?
C23 C24 C25 C26 -45.9(3) . . . . ?
C23 C24 C25 C30 140.88(18) . . . . ?
C24 C25 C26 C27 -170.26(15) . . . . ?
C24 C25 C30 C29 170.62(14) . . . . ?
C24 C25 C30 C34 -9.7(2) . . . . ?
C25 C26 C27 C28 -0.2(2) . . . . ?
C25 C30 C34 C33 179.40(17) . . . . ?
C26 C25 C30 C29 -2.7(2) . . . . ?
C26 C25 C30 C34 176.95(15) . . . . ?
C26 C27 C28 C29 -3.0(2) . . . . ?
C26 C27 C28 C35 170.38(15) . . . . ?
C27 C28 C29 C30 3.4(2) . . . . ?
C27 C28 C29 C31 -176.83(15) . . . . ?
C27 C28 C35 C36 35.5(3) . . . . ?
C28 C29 C30 C25 -0.5(2) . . . . ?
C28 C29 C30 C34 179.81(14) . . . . ?
C28 C29 C31 C32 -179.10(16) . . . . ?
C28 C35 C36 C37 10.7(3) . . . . ?
C29 C28 C35 C36 -151.19(19) . . . . ?
C29 C30 C34 C33 -0.9(2) . . . . ?
C29 C31 C32 C33 -0.5(3) . . . . ?
C30 C25 C26 C27 3.1(2) . . . . ?
C30 C29 C31 C32 0.7(2) . . . . ?
C31 C29 C30 C25 179.67(14) . . . . ?
C31 C29 C30 C34 0.0(2) . . . . ?
C31 C32 C33 C34 -0.4(3) . . . . ?
C32 C33 C34 C30 1.2(3) . . . . ?
C35 C28 C29 C30 -170.17(14) . . . . ?
C35 C28 C29 C31 9.6(2) . . . . ?
C35 C36 C37 C38 53.1(3) . . . . ?
C35 C36 C37 C42 -133.2(2) . . . . ?
C36 C37 C38 C39 171.29(16) . . . . ?
C36 C37 C42 C41 -170.16(15) . . . . ?
C36 C37 C42 C46 11.1(2) . . . . ?
C37 C38 C39 C40 -0.8(3) . . . . ?
C37 C42 C46 C45 178.83(16) . . . . ?
C38 C37 C42 C41 3.7(2) . . . . ?
C38 C37 C42 C46 -175.04(15) . . . . ?
C38 C39 C40 C41 2.9(2) . . . . ?
C38 C39 C40 C47 -171.79(16) . . . . ?
C39 C40 C41 C42 -1.6(2) . . . . ?
C39 C40 C41 C43 176.80(15) . . . . ?
C39 C40 C47 C48 -40.9(3) . . . . ?
C40 C41 C42 C37 -1.6(2) . . . . ?
C40 C41 C42 C46 177.15(14) . . . . ?
C40 C41 C43 C44 -176.94(16) . . . . ?
C40 C47 C48 C4 -10.5(3) . . . . ?
C41 C40 C47 C48 144.55(19) . . . . ?
C41 C42 C46 C45 0.1(2) . . . . ?
C41 C43 C44 C45 -0.4(3) . . . . ?
C42 C37 C38 C39 -2.5(2) . . . . ?
C42 C41 C43 C44 1.5(2) . . . . ?
C43 C41 C42 C37 179.92(14) . . . . ?
C43 C41 C42 C46 -1.3(2) . . . . ?
C43 C44 C45 C46 -0.9(3) . . . . ?
C44 C45 C46 C42 1.0(3) . . . . ?
C47 C40 C41 C42 173.02(14) . . . . ?
C47 C40 C41 C43 -8.6(2) . . . . ?
C48 C4 C5 C6 170.08(15) . . . . ?
C48 C4 C5 C7 -10.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.279
_oxdiff_exptl_absorpt_empirical_full_min 0.777
