# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1554197'
_audit_update_record             
;
2017-06-03 deposited with the CCDC.
2018-05-23 downloaded from the CCDC.
;

_audit_creation_date             2015-09-24T17:18:02-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        GR1JM528C
_chemical_formula_moiety         'C26 H28'
_chemical_formula_sum            'C26 H28'
_chemical_formula_weight         340.48

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
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                   15.0392(10)
_cell_length_b                   7.6824(6)
_cell_length_c                   15.9139(11)
_cell_angle_alpha                90
_cell_angle_beta                 91.082(5)
_cell_angle_gamma                90
_cell_volume                     1838.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4152
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      24.95
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.23
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.813
_exptl_absorpt_correction_T_max  0.991
_shelx_estimated_absorpt_T_min   0.96
_shelx_estimated_absorpt_T_max   0.996

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'APEX-II CCD'
_diffrn_orient_matrix_ub_11      -0.00334
_diffrn_orient_matrix_ub_12      0.129994
_diffrn_orient_matrix_ub_13      -0.000776
_diffrn_orient_matrix_ub_21      -0.065426
_diffrn_orient_matrix_ub_22      -0.006182
_diffrn_orient_matrix_ub_23      0.009705
_diffrn_orient_matrix_ub_31      0.011455
_diffrn_orient_matrix_ub_32      0.002591
_diffrn_orient_matrix_ub_33      0.062091
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0731
_diffrn_reflns_av_unetI/netI     0.0656
_diffrn_reflns_number            26454
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.354
_diffrn_reflns_theta_max         26.413
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.962
_reflns_Friedel_coverage         0
_reflns_number_total             3755
_reflns_number_gt                2638
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_reflns_reduction_process 
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'SAINT V8.34A integration software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1258P)²+0.7140P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3755
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0684
_refine_ls_wR_factor_ref         0.217
_refine_ls_wR_factor_gt          0.1912
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.069

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.60315(18) 0.8954(4) 0.16628(18) 0.0174(6) Uani 1 1 d . . . . .
C2 C 0.61569(19) 0.9106(4) 0.07983(18) 0.0208(7) Uani 1 1 d . . . . .
H2 H 0.5851 0.8329 0.0429 0.025 Uiso 1 1 calc R U . . .
C3 C 0.6711(2) 1.0348(4) 0.04626(19) 0.0238(7) Uani 1 1 d . . . . .
H3 H 0.6786 1.0417 -0.0128 0.029 Uiso 1 1 calc R U . . .
C4 C 0.7156(2) 1.1489(4) 0.09945(19) 0.0243(7) Uani 1 1 d . . . . .
H4 H 0.7531 1.2362 0.077 0.029 Uiso 1 1 calc R U . . .
C5 C 0.7054(2) 1.1357(4) 0.18487(19) 0.0220(7) Uani 1 1 d . . . . .
H5 H 0.7369 1.2139 0.2208 0.026 Uiso 1 1 calc R U . . .
C6 C 0.64971(17) 1.0101(4) 0.22072(18) 0.0165(6) Uani 1 1 d . . . . .
C7 C 0.53807(18) 0.7595(4) 0.19682(18) 0.0170(6) Uani 1 1 d . . . . .
C8 C 0.44465(19) 0.7830(4) 0.15327(18) 0.0177(6) Uani 1 1 d . . . . .
H8A H 0.413(2) 0.898(4) 0.1687(19) 0.021 Uiso 1 1 d . U . . .
H8B H 0.448(2) 0.791(4) 0.093(2) 0.021 Uiso 1 1 d . U . . .
C9 C 0.39668(19) 0.6142(4) 0.17639(18) 0.0182(6) Uani 1 1 d . . . . .
C10 C 0.47306(18) 0.4735(4) 0.18209(18) 0.0172(6) Uani 1 1 d . . . . .
C11 C 0.55807(19) 0.5742(4) 0.16248(19) 0.0179(6) Uani 1 1 d . . . . .
H11A H 0.562(2) 0.581(4) 0.102(2) 0.022 Uiso 1 1 d . U . . .
H11B H 0.614(2) 0.516(4) 0.187(2) 0.022 Uiso 1 1 d . U . . .
C12 C 0.3159(2) 0.5775(4) 0.11985(19) 0.0228(7) Uani 1 1 d . . . . .
H12A H 0.3342 0.5741 0.0611 0.034 Uiso 1 1 calc R U . . .
H12B H 0.2717 0.6698 0.127 0.034 Uiso 1 1 calc R U . . .
H12C H 0.2899 0.4652 0.1351 0.034 Uiso 1 1 calc R U . . .
C13 C 0.4627(2) 0.3068(4) 0.1313(2) 0.0240(7) Uani 1 1 d . . . . .
H13A H 0.4639 0.3343 0.0712 0.036 Uiso 1 1 calc R U . . .
H13B H 0.406 0.2513 0.1444 0.036 Uiso 1 1 calc R U . . .
H13C H 0.5117 0.2272 0.1456 0.036 Uiso 1 1 calc R U . . .
C21 C 0.58225(18) 0.8758(3) 0.34845(17) 0.0153(6) Uani 1 1 d . . . . .
C22 C 0.57582(18) 0.8712(4) 0.43559(18) 0.0177(6) Uani 1 1 d . . . . .
H22 H 0.5377 0.7875 0.4601 0.021 Uiso 1 1 calc R U . . .
C23 C 0.62260(19) 0.9833(4) 0.48788(18) 0.0209(7) Uani 1 1 d . . . . .
H23 H 0.6166 0.9764 0.5471 0.025 Uiso 1 1 calc R U . . .
C24 C 0.67864(19) 1.1066(4) 0.45264(19) 0.0215(7) Uani 1 1 d . . . . .
H24 H 0.711 1.1853 0.4876 0.026 Uiso 1 1 calc R U . . .
C25 C 0.68663(19) 1.1133(4) 0.36712(18) 0.0196(7) Uani 1 1 d . . . . .
H25 H 0.7252 1.1974 0.3435 0.023 Uiso 1 1 calc R U . . .
C26 C 0.63950(18) 0.9994(4) 0.31287(18) 0.0163(6) Uani 1 1 d . . . . .
C27 C 0.52637(18) 0.7487(4) 0.29620(17) 0.0161(6) Uani 1 1 d . . . . .
C28 C 0.53841(19) 0.5566(4) 0.32521(19) 0.0177(6) Uani 1 1 d . . . . .
H28A H 0.598(2) 0.504(4) 0.312(2) 0.021 Uiso 1 1 d . U . . .
H28B H 0.533(2) 0.552(4) 0.389(2) 0.021 Uiso 1 1 d . U . . .
C29 C 0.46151(19) 0.4627(4) 0.28027(18) 0.0179(6) Uani 1 1 d . . . . .
C30 C 0.38538(18) 0.6042(4) 0.27417(18) 0.0169(6) Uani 1 1 d . . . . .
C31 C 0.42547(18) 0.7651(4) 0.31659(18) 0.0166(6) Uani 1 1 d . . . . .
H31A H 0.421(2) 0.757(4) 0.3793(19) 0.02 Uiso 1 1 d . U . . .
H31B H 0.399(2) 0.883(4) 0.2960(18) 0.02 Uiso 1 1 d . U . . .
C32 C 0.4397(2) 0.2873(4) 0.31822(19) 0.0217(7) Uani 1 1 d . . . . .
H32A H 0.3888 0.2361 0.2878 0.033 Uiso 1 1 calc R U . . .
H32B H 0.4249 0.3024 0.3775 0.033 Uiso 1 1 calc R U . . .
H32C H 0.4912 0.21 0.3139 0.033 Uiso 1 1 calc R U . . .
C33 C 0.29376(19) 0.5582(4) 0.3069(2) 0.0222(7) Uani 1 1 d . . . . .
H33A H 0.2526 0.6547 0.2956 0.033 Uiso 1 1 calc R U . . .
H33B H 0.2979 0.5371 0.3676 0.033 Uiso 1 1 calc R U . . .
H33C H 0.2718 0.453 0.2785 0.033 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.397(4) . ?
C1 C6 1.412(4) . ?
C1 C7 1.518(4) . ?
C2 C3 1.381(4) . ?
C2 H2 0.95 . ?
C3 C4 1.382(4) . ?
C3 H3 0.95 . ?
C4 C5 1.375(4) . ?
C4 H4 0.95 . ?
C5 C6 1.406(4) . ?
C5 H5 0.95 . ?
C6 C26 1.480(4) . ?
C7 C11 1.556(4) . ?
C7 C8 1.565(4) . ?
C7 C27 1.597(4) . ?
C8 C9 1.532(4) . ?
C8 H8A 1.04(3) . ?
C8 H8B 0.96(3) . ?
C9 C12 1.524(4) . ?
C9 C30 1.570(4) . ?
C9 C10 1.579(4) . ?
C10 C13 1.521(4) . ?
C10 C11 1.532(4) . ?
C10 C29 1.577(4) . ?
C11 H11A 0.97(3) . ?
C11 H11B 1.02(3) . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H13C 0.98 . ?
C21 C22 1.392(4) . ?
C21 C26 1.408(4) . ?
C21 C27 1.525(4) . ?
C22 C23 1.381(4) . ?
C22 H22 0.95 . ?
C23 C24 1.393(4) . ?
C23 H23 0.95 . ?
C24 C25 1.369(4) . ?
C24 H24 0.95 . ?
C25 C26 1.411(4) . ?
C25 H25 0.95 . ?
C27 C28 1.556(4) . ?
C27 C31 1.563(4) . ?
C28 C29 1.529(4) . ?
C28 H28A 1.00(3) . ?
C28 H28B 1.02(3) . ?
C29 C32 1.515(4) . ?
C29 C30 1.581(4) . ?
C30 C33 1.524(4) . ?
C30 C31 1.526(4) . ?
C31 H31A 1.00(3) . ?
C31 H31B 1.04(3) . ?
C32 H32A 0.98 . ?
C32 H32B 0.98 . ?
C32 H32C 0.98 . ?
C33 H33A 0.98 . ?
C33 H33B 0.98 . ?
C33 H33C 0.98 . ?

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 118.5(3) . . ?
C2 C1 C7 118.2(2) . . ?
C6 C1 C7 123.2(3) . . ?
C3 C2 C1 122.1(3) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 119.3(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 122.1(3) . . ?
C4 C5 H5 119 . . ?
C6 C5 H5 119 . . ?
C5 C6 C1 118.1(3) . . ?
C5 C6 C26 120.9(2) . . ?
C1 C6 C26 120.9(3) . . ?
C1 C7 C11 112.8(2) . . ?
C1 C7 C8 111.0(2) . . ?
C11 C7 C8 97.3(2) . . ?
C1 C7 C27 115.9(2) . . ?
C11 C7 C27 109.0(2) . . ?
C8 C7 C27 109.3(2) . . ?
C9 C8 C7 102.6(2) . . ?
C9 C8 H8A 116.5(17) . . ?
C7 C8 H8A 113.9(17) . . ?
C9 C8 H8B 109.4(19) . . ?
C7 C8 H8B 112.3(19) . . ?
H8A C8 H8B 102(2) . . ?
C12 C9 C8 112.9(2) . . ?
C12 C9 C30 118.4(2) . . ?
C8 C9 C30 109.8(2) . . ?
C12 C9 C10 118.6(2) . . ?
C8 C9 C10 104.3(2) . . ?
C30 C9 C10 90.1(2) . . ?
C13 C10 C11 113.2(2) . . ?
C13 C10 C29 118.0(2) . . ?
C11 C10 C29 109.6(2) . . ?
C13 C10 C9 118.6(2) . . ?
C11 C10 C9 104.6(2) . . ?
C29 C10 C9 90.0(2) . . ?
C10 C11 C7 102.9(2) . . ?
C10 C11 H11A 107.0(19) . . ?
C7 C11 H11A 108.6(19) . . ?
C10 C11 H11B 112.6(18) . . ?
C7 C11 H11B 115.3(18) . . ?
H11A C11 H11B 110(3) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C22 C21 C26 118.2(2) . . ?
C22 C21 C27 118.6(2) . . ?
C26 C21 C27 123.2(2) . . ?
C23 C22 C21 122.7(3) . . ?
C23 C22 H22 118.7 . . ?
C21 C22 H22 118.7 . . ?
C22 C23 C24 119.1(3) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C25 C24 C23 119.4(3) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 122.2(3) . . ?
C24 C25 H25 118.9 . . ?
C26 C25 H25 118.9 . . ?
C21 C26 C25 118.4(3) . . ?
C21 C26 C6 120.8(2) . . ?
C25 C26 C6 120.8(3) . . ?
C21 C27 C28 112.7(2) . . ?
C21 C27 C31 111.3(2) . . ?
C28 C27 C31 97.1(2) . . ?
C21 C27 C7 115.9(2) . . ?
C28 C27 C7 109.2(2) . . ?
C31 C27 C7 109.1(2) . . ?
C29 C28 C27 103.0(2) . . ?
C29 C28 H28A 112.3(18) . . ?
C27 C28 H28A 114.9(18) . . ?
C29 C28 H28B 112.1(18) . . ?
C27 C28 H28B 108.4(18) . . ?
H28A C28 H28B 106(2) . . ?
C32 C29 C28 113.6(2) . . ?
C32 C29 C10 118.0(2) . . ?
C28 C29 C10 110.0(2) . . ?
C32 C29 C30 118.3(2) . . ?
C28 C29 C30 104.2(2) . . ?
C10 C29 C30 89.8(2) . . ?
C33 C30 C31 112.9(2) . . ?
C33 C30 C9 117.7(2) . . ?
C31 C30 C9 110.5(2) . . ?
C33 C30 C29 118.5(2) . . ?
C31 C30 C29 104.5(2) . . ?
C9 C30 C29 90.1(2) . . ?
C30 C31 C27 102.7(2) . . ?
C30 C31 H31A 110.7(18) . . ?
C27 C31 H31A 107.0(17) . . ?
C30 C31 H31B 115.1(16) . . ?
C27 C31 H31B 111.5(17) . . ?
H31A C31 H31B 109(2) . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

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
C6 C1 C2 C3 -0.7(4) . . . . ?
C7 C1 C2 C3 177.6(3) . . . . ?
C1 C2 C3 C4 -0.3(5) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C4 C5 C6 C1 -0.2(4) . . . . ?
C4 C5 C6 C26 -179.6(3) . . . . ?
C2 C1 C6 C5 1.0(4) . . . . ?
C7 C1 C6 C5 -177.3(3) . . . . ?
C2 C1 C6 C26 -179.6(2) . . . . ?
C7 C1 C6 C26 2.1(4) . . . . ?
C2 C1 C7 C11 53.5(3) . . . . ?
C6 C1 C7 C11 -128.2(3) . . . . ?
C2 C1 C7 C8 -54.5(3) . . . . ?
C6 C1 C7 C8 123.8(3) . . . . ?
C2 C1 C7 C27 -179.9(2) . . . . ?
C6 C1 C7 C27 -1.6(4) . . . . ?
C1 C7 C8 C9 167.8(2) . . . . ?
C11 C7 C8 C9 50.0(3) . . . . ?
C27 C7 C8 C9 -63.2(3) . . . . ?
C7 C8 C9 C12 -161.7(2) . . . . ?
C7 C8 C9 C30 63.8(3) . . . . ?
C7 C8 C9 C10 -31.7(3) . . . . ?
C12 C9 C10 C13 -0.3(4) . . . . ?
C8 C9 C10 C13 -126.9(3) . . . . ?
C30 C9 C10 C13 122.6(3) . . . . ?
C12 C9 C10 C11 127.0(3) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C30 C9 C10 C11 -110.1(2) . . . . ?
C12 C9 C10 C29 -122.7(3) . . . . ?
C8 C9 C10 C29 110.8(2) . . . . ?
C30 C9 C10 C29 0.2(2) . . . . ?
C13 C10 C11 C7 161.7(2) . . . . ?
C29 C10 C11 C7 -64.1(3) . . . . ?
C9 C10 C11 C7 31.1(3) . . . . ?
C1 C7 C11 C10 -166.1(2) . . . . ?
C8 C7 C11 C10 -49.7(3) . . . . ?
C27 C7 C11 C10 63.7(3) . . . . ?
C26 C21 C22 C23 0.5(4) . . . . ?
C27 C21 C22 C23 -178.8(3) . . . . ?
C21 C22 C23 C24 0.0(4) . . . . ?
C22 C23 C24 C25 -0.4(4) . . . . ?
C23 C24 C25 C26 0.3(4) . . . . ?
C22 C21 C26 C25 -0.6(4) . . . . ?
C27 C21 C26 C25 178.6(2) . . . . ?
C22 C21 C26 C6 179.6(2) . . . . ?
C27 C21 C26 C6 -1.2(4) . . . . ?
C24 C25 C26 C21 0.3(4) . . . . ?
C24 C25 C26 C6 -180.0(3) . . . . ?
C5 C6 C26 C21 178.7(3) . . . . ?
C1 C6 C26 C21 -0.7(4) . . . . ?
C5 C6 C26 C25 -1.1(4) . . . . ?
C1 C6 C26 C25 179.5(3) . . . . ?
C22 C21 C27 C28 -52.4(3) . . . . ?
C26 C21 C27 C28 128.4(3) . . . . ?
C22 C21 C27 C31 55.4(3) . . . . ?
C26 C21 C27 C31 -123.8(3) . . . . ?
C22 C21 C27 C7 -179.2(2) . . . . ?
C26 C21 C27 C7 1.6(4) . . . . ?
C1 C7 C27 C21 -0.2(3) . . . . ?
C11 C7 C27 C21 128.3(2) . . . . ?
C8 C7 C27 C21 -126.4(2) . . . . ?
C1 C7 C27 C28 -128.8(2) . . . . ?
C11 C7 C27 C28 -0.3(3) . . . . ?
C8 C7 C27 C28 105.0(2) . . . . ?
C1 C7 C27 C31 126.3(2) . . . . ?
C11 C7 C27 C31 -105.2(3) . . . . ?
C8 C7 C27 C31 0.0(3) . . . . ?
C21 C27 C28 C29 166.6(2) . . . . ?
C31 C27 C28 C29 50.0(3) . . . . ?
C7 C27 C28 C29 -63.1(3) . . . . ?
C27 C28 C29 C32 -161.5(2) . . . . ?
C27 C28 C29 C10 63.6(3) . . . . ?
C27 C28 C29 C30 -31.4(3) . . . . ?
C13 C10 C29 C32 -0.8(4) . . . . ?
C11 C10 C29 C32 -132.4(3) . . . . ?
C9 C10 C29 C32 122.1(3) . . . . ?
C13 C10 C29 C28 131.9(3) . . . . ?
C11 C10 C29 C28 0.2(3) . . . . ?
C9 C10 C29 C28 -105.3(2) . . . . ?
C13 C10 C29 C30 -123.1(3) . . . . ?
C11 C10 C29 C30 105.2(2) . . . . ?
C9 C10 C29 C30 -0.2(2) . . . . ?
C12 C9 C30 C33 0.0(4) . . . . ?
C8 C9 C30 C33 131.7(3) . . . . ?
C10 C9 C30 C33 -123.0(3) . . . . ?
C12 C9 C30 C31 -131.7(3) . . . . ?
C8 C9 C30 C31 0.0(3) . . . . ?
C10 C9 C30 C31 105.3(2) . . . . ?
C12 C9 C30 C29 122.8(3) . . . . ?
C8 C9 C30 C29 -105.5(2) . . . . ?
C10 C9 C30 C29 -0.2(2) . . . . ?
C32 C29 C30 C33 0.2(4) . . . . ?
C28 C29 C30 C33 -127.1(3) . . . . ?
C10 C29 C30 C33 122.3(3) . . . . ?
C32 C29 C30 C31 126.9(3) . . . . ?
C28 C29 C30 C31 -0.4(3) . . . . ?
C10 C29 C30 C31 -111.0(2) . . . . ?
C32 C29 C30 C9 -121.9(3) . . . . ?
C28 C29 C30 C9 110.8(2) . . . . ?
C10 C29 C30 C9 0.2(2) . . . . ?
C33 C30 C31 C27 162.0(2) . . . . ?
C9 C30 C31 C27 -63.9(3) . . . . ?
C29 C30 C31 C27 31.8(3) . . . . ?
C21 C27 C31 C30 -167.8(2) . . . . ?
C28 C27 C31 C30 -50.1(3) . . . . ?
C7 C27 C31 C30 63.0(3) . . . . ?



# END of CIF
####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1554198'
_audit_update_record             
;
2017-06-03 deposited with the CCDC.
2018-05-23 downloaded from the CCDC.
;

_audit_creation_date             2015-11-25T11:32:29-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        GR1JM537C
_chemical_formula_moiety         'C34 H32, C H Cl3'
_chemical_formula_sum            'C35 H33 Cl3'
_chemical_formula_weight         559.96

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

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

_cell_length_a                   9.5957(2)
_cell_length_b                   12.2865(3)
_cell_length_c                   13.2430(3)
_cell_angle_alpha                73.4435(14)
_cell_angle_beta                 72.2898(11)
_cell_angle_gamma                73.1598(11)
_cell_volume                     1389.99(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9594
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      30.32
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             588

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.354
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_T_max  0.942
_shelx_estimated_absorpt_T_min   0.866
_shelx_estimated_absorpt_T_max   0.933

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'APEX-II CCD'
_diffrn_orient_matrix_ub_11      -0.029855
_diffrn_orient_matrix_ub_12      -0.032928
_diffrn_orient_matrix_ub_13      0.079718
_diffrn_orient_matrix_ub_21      0.028723
_diffrn_orient_matrix_ub_22      -0.080211
_diffrn_orient_matrix_ub_23      -0.014272
_diffrn_orient_matrix_ub_31      0.104278
_diffrn_orient_matrix_ub_32      -0.008169
_diffrn_orient_matrix_ub_33      0.00565
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.045
_diffrn_reflns_number            63677
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.653
_diffrn_reflns_theta_max         30.546
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.999
_reflns_Friedel_coverage         0
_reflns_number_total             8507
_reflns_number_gt                6099
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_reflns_reduction_process 
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'SAINT V8.35A integration software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0655P)²+0.1081P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8507
_refine_ls_number_parameters     482
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1279
_refine_ls_wR_factor_gt          0.1146
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.059

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'

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 0.40274(13) 0.33423(11) 0.27405(10) 0.0124(2) Uani 1 1 d . . . . .
C2 C 0.31290(13) 0.44681(11) 0.28672(10) 0.0127(2) Uani 1 1 d . . . . .
C3 C 0.16243(13) 0.45746(12) 0.33915(11) 0.0149(3) Uani 1 1 d . . . . .
H3 H 0.1023(16) 0.5330(13) 0.3433(12) 0.018 Uiso 1 1 d . U . . .
C4 C 0.09465(13) 0.36117(11) 0.38401(10) 0.0140(2) Uani 1 1 d . . . . .
C5 C -0.06095(14) 0.37329(13) 0.43617(11) 0.0180(3) Uani 1 1 d . . . . .
H5 H -0.1229(17) 0.4524(14) 0.4373(13) 0.022 Uiso 1 1 d . U . . .
C6 C -0.12152(15) 0.27737(13) 0.47864(12) 0.0207(3) Uani 1 1 d . . . . .
H6 H -0.2269(18) 0.2846(14) 0.5156(13) 0.025 Uiso 1 1 d . U . . .
C7 C -0.03025(15) 0.16505(13) 0.47316(12) 0.0228(3) Uani 1 1 d . . . . .
H7 H -0.0725(18) 0.0961(15) 0.5035(14) 0.027 Uiso 1 1 d . U . . .
C8 C 0.11949(15) 0.15029(13) 0.42426(12) 0.0203(3) Uani 1 1 d . . . . .
H8 H 0.1875(18) 0.0726(14) 0.4195(13) 0.024 Uiso 1 1 d . U . . .
C9 C 0.18544(14) 0.24864(11) 0.37663(10) 0.0147(3) Uani 1 1 d . . . . .
C10 C 0.33756(14) 0.23933(12) 0.32014(11) 0.0156(3) Uani 1 1 d . . . . .
H10 H 0.3964(16) 0.1600(14) 0.3136(12) 0.019 Uiso 1 1 d . U . . .
C11 C 0.56535(13) 0.31389(10) 0.21008(10) 0.0120(2) Uani 1 1 d . . . . .
C12 C 0.67071(13) 0.21984(11) 0.27667(11) 0.0139(2) Uani 1 1 d . . . . .
H12A H 0.6837(15) 0.2446(13) 0.3378(13) 0.017 Uiso 1 1 d . U . . .
H12B H 0.6266(16) 0.1504(13) 0.3112(12) 0.017 Uiso 1 1 d . U . . .
C13 C 0.81461(13) 0.19249(11) 0.18949(10) 0.0139(2) Uani 1 1 d . . . . .
C14 C 0.91893(15) 0.07755(12) 0.22462(13) 0.0199(3) Uani 1 1 d . . . . .
H14A H 1.0042(19) 0.0544(15) 0.1697(14) 0.03 Uiso 1 1 d . U . . .
H14B H 0.8679(19) 0.0106(15) 0.2498(14) 0.03 Uiso 1 1 d . U . . .
H14C H 0.9551(18) 0.0803(14) 0.2861(14) 0.03 Uiso 1 1 d . U . . .
C15 C 0.58841(13) 0.24829(11) 0.12016(11) 0.0135(2) Uani 1 1 d . . . . .
H15A H 0.5431(16) 0.1787(13) 0.1531(12) 0.016 Uiso 1 1 d . U . . .
H15B H 0.5375(16) 0.2915(13) 0.0625(12) 0.016 Uiso 1 1 d . U . . .
C16 C 0.75934(13) 0.21178(11) 0.08364(11) 0.0142(2) Uani 1 1 d . . . . .
C17 C 0.81243(15) 0.11437(13) 0.02211(13) 0.0202(3) Uani 1 1 d . . . . .
H17A H 0.7691(18) 0.1357(14) -0.0407(14) 0.03 Uiso 1 1 d . U . . .
H17B H 0.7832(18) 0.0439(16) 0.0662(14) 0.03 Uiso 1 1 d . U . . .
H17C H 0.9169(19) 0.0958(15) -0.0026(14) 0.03 Uiso 1 1 d . U . . .
C21 C 0.53137(13) 0.54121(11) 0.18107(10) 0.0126(2) Uani 1 1 d . . . . .
C22 C 0.38029(13) 0.55049(11) 0.24398(10) 0.0123(2) Uani 1 1 d . . . . .
C23 C 0.29694(13) 0.65784(11) 0.26493(11) 0.0144(3) Uani 1 1 d . . . . .
H23 H 0.1947(17) 0.6648(13) 0.3105(12) 0.017 Uiso 1 1 d . U . . .
C24 C 0.35420(13) 0.75942(11) 0.22431(10) 0.0141(3) Uani 1 1 d . . . . .
C25 C 0.26714(15) 0.86982(11) 0.24489(11) 0.0171(3) Uani 1 1 d . . . . .
H25 H 0.1664(17) 0.8724(13) 0.2888(13) 0.02 Uiso 1 1 d . U . . .
C26 C 0.32594(15) 0.96654(12) 0.20174(11) 0.0184(3) Uani 1 1 d . . . . .
H26 H 0.2651(17) 1.0407(14) 0.2157(13) 0.022 Uiso 1 1 d . U . . .
C27 C 0.47428(15) 0.95818(12) 0.13660(12) 0.0192(3) Uani 1 1 d . . . . .
H27 H 0.5170(17) 1.0274(14) 0.1036(13) 0.023 Uiso 1 1 d . U . . .
C28 C 0.56050(15) 0.85325(12) 0.11619(12) 0.0185(3) Uani 1 1 d . . . . .
H28 H 0.6596(18) 0.8457(13) 0.0706(13) 0.022 Uiso 1 1 d . U . . .
C29 C 0.50296(14) 0.75102(11) 0.15923(11) 0.0142(2) Uani 1 1 d . . . . .
C30 C 0.58719(14) 0.64085(11) 0.14029(11) 0.0150(3) Uani 1 1 d . . . . .
H30 H 0.6902(17) 0.6382(13) 0.0983(12) 0.018 Uiso 1 1 d . U . . .
C31 C 0.63492(13) 0.42672(10) 0.15748(10) 0.0120(2) Uani 1 1 d . . . . .
C32 C 0.70195(13) 0.43296(11) 0.03392(10) 0.0136(2) Uani 1 1 d . . . . .
H32A H 0.6301(16) 0.4380(12) -0.0062(12) 0.016 Uiso 1 1 d . U . . .
H32B H 0.7453(16) 0.5032(13) -0.0016(12) 0.016 Uiso 1 1 d . U . . .
C33 C 0.82798(13) 0.32241(11) 0.03197(10) 0.0136(2) Uani 1 1 d . . . . .
C34 C 0.94274(15) 0.32537(13) -0.07616(11) 0.0192(3) Uani 1 1 d . . . . .
H34A H 0.9001(18) 0.3266(14) -0.1357(14) 0.029 Uiso 1 1 d . U . . .
H34B H 1.0270(18) 0.2570(15) -0.0788(13) 0.029 Uiso 1 1 d . U . . .
H34C H 0.9843(18) 0.3939(15) -0.0985(14) 0.029 Uiso 1 1 d . U . . .
C35 C 0.78461(13) 0.40429(11) 0.19039(11) 0.0137(2) Uani 1 1 d . . . . .
H35A H 0.8275(16) 0.4744(13) 0.1577(12) 0.016 Uiso 1 1 d . U . . .
H35B H 0.7742(16) 0.3900(13) 0.2682(13) 0.016 Uiso 1 1 d . U . . .
C36 C 0.88330(13) 0.30325(11) 0.13779(11) 0.0139(2) Uani 1 1 d . . . . .
C37 C 1.04975(14) 0.28896(13) 0.12704(13) 0.0200(3) Uani 1 1 d . . . . .
H37A H 1.1136(18) 0.2254(15) 0.0878(14) 0.03 Uiso 1 1 d . U . . .
H37B H 1.0762(18) 0.2703(14) 0.1943(14) 0.03 Uiso 1 1 d . U . . .
H37C H 1.0831(18) 0.3645(15) 0.0862(14) 0.03 Uiso 1 1 d . U . . .
C40 C 0.3441(2) 0.27165(19) 0.57125(18) 0.0248(6) Uani 0.758(5) 1 d . . P A 1
H40 H 0.309(2) 0.2901(19) 0.5062(19) 0.03 Uiso 0.758(5) 1 d . U P A 1
Cl41 Cl 0.46921(15) 0.13392(15) 0.58104(11) 0.0452(3) Uani 0.758(5) 1 d . . P A
1
Cl42 Cl 0.18552(19) 0.27006(17) 0.68161(14) 0.0411(4) Uani 0.758(5) 1 d . . P A
1
Cl43 Cl 0.43489(9) 0.37886(13) 0.56581(10) 0.0400(3) Uani 0.758(5) 1 d . . P A
1
C50 C 0.3820(8) 0.2198(6) 0.6275(7) 0.034(2) Uani 0.242(5) 1 d . . P A 2
H50 H 0.427(8) 0.205(6) 0.688(6) 0.041 Uiso 0.242(5) 1 d . U P A 2
Cl51 Cl 0.4555(5) 0.0991(4) 0.5688(3) 0.0396(7) Uani 0.242(5) 1 d . . P A 2
Cl52 Cl 0.1873(8) 0.2395(6) 0.6702(6) 0.0596(16) Uani 0.242(5) 1 d . . P A 2
Cl53 Cl 0.4299(3) 0.3473(3) 0.5356(4) 0.0395(9) Uani 0.242(5) 1 d . . P A 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C10 1.3813(17) . ?
C1 C2 1.4276(17) . ?
C1 C11 1.5184(16) . ?
C2 C3 1.3844(17) . ?
C2 C22 1.4848(17) . ?
C3 C4 1.4093(18) . ?
C3 H3 0.947(15) . ?
C4 C9 1.4168(18) . ?
C4 C5 1.4251(17) . ?
C5 C6 1.3650(19) . ?
C5 H5 0.983(16) . ?
C6 C7 1.412(2) . ?
C6 H6 0.971(16) . ?
C7 C8 1.3663(19) . ?
C7 H7 0.974(17) . ?
C8 C9 1.4228(18) . ?
C8 H8 0.995(16) . ?
C9 C10 1.4111(17) . ?
C10 H10 0.988(15) . ?
C11 C15 1.5492(17) . ?
C11 C12 1.5556(17) . ?
C11 C31 1.5986(17) . ?
C12 C13 1.5280(18) . ?
C12 H12A 0.994(15) . ?
C12 H12B 0.993(15) . ?
C13 C14 1.5175(18) . ?
C13 C36 1.5714(17) . ?
C13 C16 1.5788(17) . ?
C14 H14A 0.949(18) . ?
C14 H14B 1.003(17) . ?
C14 H14C 0.990(17) . ?
C15 C16 1.5297(16) . ?
C15 H15A 0.999(15) . ?
C15 H15B 0.974(15) . ?
C16 C17 1.5186(18) . ?
C16 C33 1.5697(18) . ?
C17 H17A 0.977(17) . ?
C17 H17B 0.960(18) . ?
C17 H17C 0.936(17) . ?
C21 C30 1.3800(18) . ?
C21 C22 1.4256(16) . ?
C21 C31 1.5217(17) . ?
C22 C23 1.3852(17) . ?
C23 C24 1.4084(18) . ?
C23 H23 0.977(15) . ?
C24 C29 1.4170(17) . ?
C24 C25 1.4239(18) . ?
C25 C26 1.3647(19) . ?
C25 H25 0.961(15) . ?
C26 C27 1.4140(19) . ?
C26 H26 0.963(16) . ?
C27 C28 1.3654(19) . ?
C27 H27 0.982(16) . ?
C28 C29 1.4176(18) . ?
C28 H28 0.953(16) . ?
C29 C30 1.4088(18) . ?
C30 H30 0.972(15) . ?
C31 C35 1.5531(16) . ?
C31 C32 1.5536(18) . ?
C32 C33 1.5353(17) . ?
C32 H32A 0.970(15) . ?
C32 H32B 0.998(15) . ?
C33 C34 1.5161(18) . ?
C33 C36 1.5790(17) . ?
C34 H34A 0.988(17) . ?
C34 H34B 0.983(17) . ?
C34 H34C 0.967(17) . ?
C35 C36 1.5275(18) . ?
C35 H35A 0.991(15) . ?
C35 H35B 0.973(15) . ?
C36 C37 1.5216(16) . ?
C37 H37A 1.008(17) . ?
C37 H37B 0.948(17) . ?
C37 H37C 1.019(17) . ?
C40 Cl43 1.753(3) . ?
C40 Cl42 1.760(3) . ?
C40 Cl41 1.765(2) . ?
C40 H40 0.96(2) . ?
C50 Cl51 1.737(8) . ?
C50 Cl52 1.744(10) . ?
C50 Cl53 1.771(8) . ?
C50 H50 0.97(8) . ?

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 C1 C2 118.40(11) . . ?
C10 C1 C11 118.31(11) . . ?
C2 C1 C11 123.27(11) . . ?
C3 C2 C1 118.90(11) . . ?
C3 C2 C22 120.79(11) . . ?
C1 C2 C22 120.31(10) . . ?
C2 C3 C4 122.80(12) . . ?
C2 C3 H3 118.3(9) . . ?
C4 C3 H3 118.8(9) . . ?
C3 C4 C9 118.37(11) . . ?
C3 C4 C5 122.36(12) . . ?
C9 C4 C5 119.28(12) . . ?
C6 C5 C4 120.24(13) . . ?
C6 C5 H5 121.7(9) . . ?
C4 C5 H5 118.0(9) . . ?
C5 C6 C7 120.40(12) . . ?
C5 C6 H6 120.9(10) . . ?
C7 C6 H6 118.7(10) . . ?
C8 C7 C6 120.84(13) . . ?
C8 C7 H7 118.2(10) . . ?
C6 C7 H7 120.9(10) . . ?
C7 C8 C9 120.19(13) . . ?
C7 C8 H8 123.1(9) . . ?
C9 C8 H8 116.7(9) . . ?
C10 C9 C4 118.24(11) . . ?
C10 C9 C8 122.75(12) . . ?
C4 C9 C8 119.00(11) . . ?
C1 C10 C9 123.17(12) . . ?
C1 C10 H10 120.7(9) . . ?
C9 C10 H10 116.1(9) . . ?
C1 C11 C15 110.72(9) . . ?
C1 C11 C12 112.34(10) . . ?
C15 C11 C12 97.69(10) . . ?
C1 C11 C31 116.32(10) . . ?
C15 C11 C31 109.00(10) . . ?
C12 C11 C31 109.16(9) . . ?
C13 C12 C11 102.55(10) . . ?
C13 C12 H12A 114.8(8) . . ?
C11 C12 H12A 113.9(8) . . ?
C13 C12 H12B 111.2(8) . . ?
C11 C12 H12B 109.5(8) . . ?
H12A C12 H12B 104.9(12) . . ?
C14 C13 C12 113.41(11) . . ?
C14 C13 C36 117.88(10) . . ?
C12 C13 C36 110.03(10) . . ?
C14 C13 C16 118.37(11) . . ?
C12 C13 C16 104.56(9) . . ?
C36 C13 C16 89.80(9) . . ?
C13 C14 H14A 115.2(10) . . ?
C13 C14 H14B 112.3(9) . . ?
H14A C14 H14B 103.9(14) . . ?
C13 C14 H14C 110.2(10) . . ?
H14A C14 H14C 107.7(13) . . ?
H14B C14 H14C 106.9(13) . . ?
C16 C15 C11 102.81(9) . . ?
C16 C15 H15A 111.0(8) . . ?
C11 C15 H15A 108.8(8) . . ?
C16 C15 H15B 115.4(8) . . ?
C11 C15 H15B 115.2(8) . . ?
H15A C15 H15B 103.8(11) . . ?
C17 C16 C15 113.31(10) . . ?
C17 C16 C33 117.83(11) . . ?
C15 C16 C33 110.06(10) . . ?
C17 C16 C13 118.51(11) . . ?
C15 C16 C13 104.18(10) . . ?
C33 C16 C13 90.20(9) . . ?
C16 C17 H17A 111.0(10) . . ?
C16 C17 H17B 112.1(10) . . ?
H17A C17 H17B 106.5(13) . . ?
C16 C17 H17C 112.1(10) . . ?
H17A C17 H17C 108.0(14) . . ?
H17B C17 H17C 106.7(14) . . ?
C30 C21 C22 118.43(11) . . ?
C30 C21 C31 118.24(10) . . ?
C22 C21 C31 123.33(11) . . ?
C23 C22 C21 119.01(11) . . ?
C23 C22 C2 120.32(11) . . ?
C21 C22 C2 120.67(11) . . ?
C22 C23 C24 122.63(11) . . ?
C22 C23 H23 119.8(9) . . ?
C24 C23 H23 117.5(9) . . ?
C23 C24 C29 118.44(11) . . ?
C23 C24 C25 122.33(12) . . ?
C29 C24 C25 119.23(12) . . ?
C26 C25 C24 120.37(12) . . ?
C26 C25 H25 122.6(9) . . ?
C24 C25 H25 117.0(9) . . ?
C25 C26 C27 120.40(12) . . ?
C25 C26 H26 119.3(9) . . ?
C27 C26 H26 120.3(9) . . ?
C28 C27 C26 120.42(13) . . ?
C28 C27 H27 118.4(9) . . ?
C26 C27 H27 121.2(9) . . ?
C27 C28 C29 120.76(13) . . ?
C27 C28 H28 122.0(9) . . ?
C29 C28 H28 117.2(9) . . ?
C30 C29 C24 118.24(11) . . ?
C30 C29 C28 122.92(12) . . ?
C24 C29 C28 118.83(11) . . ?
C21 C30 C29 123.21(11) . . ?
C21 C30 H30 121.1(9) . . ?
C29 C30 H30 115.6(9) . . ?
C21 C31 C35 111.31(10) . . ?
C21 C31 C32 112.27(10) . . ?
C35 C31 C32 97.66(9) . . ?
C21 C31 C11 115.84(9) . . ?
C35 C31 C11 108.98(9) . . ?
C32 C31 C11 109.24(10) . . ?
C33 C32 C31 102.48(10) . . ?
C33 C32 H32A 113.6(9) . . ?
C31 C32 H32A 114.5(9) . . ?
C33 C32 H32B 109.8(8) . . ?
C31 C32 H32B 111.2(8) . . ?
H32A C32 H32B 105.3(12) . . ?
C34 C33 C32 113.21(11) . . ?
C34 C33 C16 118.00(11) . . ?
C32 C33 C16 109.81(9) . . ?
C34 C33 C36 118.75(10) . . ?
C32 C33 C36 104.45(10) . . ?
C16 C33 C36 89.86(9) . . ?
C33 C34 H34A 112.8(10) . . ?
C33 C34 H34B 115.0(10) . . ?
H34A C34 H34B 102.7(13) . . ?
C33 C34 H34C 111.9(10) . . ?
H34A C34 H34C 106.0(13) . . ?
H34B C34 H34C 107.7(13) . . ?
C36 C35 C31 102.87(10) . . ?
C36 C35 H35A 110.1(9) . . ?
C31 C35 H35A 108.8(8) . . ?
C36 C35 H35B 114.6(9) . . ?
C31 C35 H35B 114.3(8) . . ?
H35A C35 H35B 106.1(12) . . ?
C37 C36 C35 113.13(11) . . ?
C37 C36 C13 118.07(10) . . ?
C35 C36 C13 109.89(10) . . ?
C37 C36 C33 118.63(11) . . ?
C35 C36 C33 104.27(9) . . ?
C13 C36 C33 90.13(9) . . ?
C36 C37 H37A 112.1(9) . . ?
C36 C37 H37B 114.0(10) . . ?
H37A C37 H37B 106.1(13) . . ?
C36 C37 H37C 110.8(9) . . ?
H37A C37 H37C 108.4(13) . . ?
H37B C37 H37C 105.1(13) . . ?
Cl43 C40 Cl42 110.34(15) . . ?
Cl43 C40 Cl41 110.22(13) . . ?
Cl42 C40 Cl41 110.67(14) . . ?
Cl43 C40 H40 109.0(13) . . ?
Cl42 C40 H40 107.4(13) . . ?
Cl41 C40 H40 109.2(13) . . ?
Cl51 C50 Cl52 109.2(5) . . ?
Cl51 C50 Cl53 111.6(5) . . ?
Cl52 C50 Cl53 109.7(5) . . ?
Cl51 C50 H50 107(4) . . ?
Cl52 C50 H50 112(4) . . ?
Cl53 C50 H50 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
C10 C1 C2 C3 -3.58(18) . . . . ?
C11 C1 C2 C3 174.86(11) . . . . ?
C10 C1 C2 C22 176.55(11) . . . . ?
C11 C1 C2 C22 -5.01(18) . . . . ?
C1 C2 C3 C4 2.18(19) . . . . ?
C22 C2 C3 C4 -177.95(11) . . . . ?
C2 C3 C4 C9 1.16(19) . . . . ?
C2 C3 C4 C5 -178.89(12) . . . . ?
C3 C4 C5 C6 -179.85(12) . . . . ?
C9 C4 C5 C6 0.10(19) . . . . ?
C4 C5 C6 C7 1.2(2) . . . . ?
C5 C6 C7 C8 -0.8(2) . . . . ?
C6 C7 C8 C9 -0.9(2) . . . . ?
C3 C4 C9 C10 -2.99(18) . . . . ?
C5 C4 C9 C10 177.06(12) . . . . ?
C3 C4 C9 C8 178.23(12) . . . . ?
C5 C4 C9 C8 -1.72(18) . . . . ?
C7 C8 C9 C10 -176.61(13) . . . . ?
C7 C8 C9 C4 2.1(2) . . . . ?
C2 C1 C10 C9 1.76(19) . . . . ?
C11 C1 C10 C9 -176.76(11) . . . . ?
C4 C9 C10 C1 1.57(19) . . . . ?
C8 C9 C10 C1 -179.70(12) . . . . ?
C10 C1 C11 C15 54.31(15) . . . . ?
C2 C1 C11 C15 -124.14(12) . . . . ?
C10 C1 C11 C12 -53.76(15) . . . . ?
C2 C1 C11 C12 127.80(12) . . . . ?
C10 C1 C11 C31 179.43(10) . . . . ?
C2 C1 C11 C31 0.99(17) . . . . ?
C1 C11 C12 C13 166.02(10) . . . . ?
C15 C11 C12 C13 49.82(11) . . . . ?
C31 C11 C12 C13 -63.42(12) . . . . ?
C11 C12 C13 C14 -161.50(10) . . . . ?
C11 C12 C13 C36 64.07(12) . . . . ?
C11 C12 C13 C16 -31.15(12) . . . . ?
C1 C11 C15 C16 -167.47(10) . . . . ?
C12 C11 C15 C16 -50.01(11) . . . . ?
C31 C11 C15 C16 63.37(12) . . . . ?
C11 C15 C16 C17 161.65(11) . . . . ?
C11 C15 C16 C33 -64.03(12) . . . . ?
C11 C15 C16 C13 31.48(12) . . . . ?
C14 C13 C16 C17 0.27(17) . . . . ?
C12 C13 C16 C17 -127.09(12) . . . . ?
C36 C13 C16 C17 122.24(12) . . . . ?
C14 C13 C16 C15 127.26(12) . . . . ?
C12 C13 C16 C15 -0.10(13) . . . . ?
C36 C13 C16 C15 -110.76(10) . . . . ?
C14 C13 C16 C33 -121.96(12) . . . . ?
C12 C13 C16 C33 110.68(10) . . . . ?
C36 C13 C16 C33 0.01(8) . . . . ?
C30 C21 C22 C23 -2.16(18) . . . . ?
C31 C21 C22 C23 177.21(11) . . . . ?
C30 C21 C22 C2 177.94(11) . . . . ?
C31 C21 C22 C2 -2.69(18) . . . . ?
C3 C2 C22 C23 6.12(18) . . . . ?
C1 C2 C22 C23 -174.01(11) . . . . ?
C3 C2 C22 C21 -173.98(11) . . . . ?
C1 C2 C22 C21 5.89(18) . . . . ?
C21 C22 C23 C24 1.59(19) . . . . ?
C2 C22 C23 C24 -178.51(11) . . . . ?
C22 C23 C24 C29 0.16(19) . . . . ?
C22 C23 C24 C25 179.08(12) . . . . ?
C23 C24 C25 C26 -178.42(12) . . . . ?
C29 C24 C25 C26 0.50(19) . . . . ?
C24 C25 C26 C27 -0.4(2) . . . . ?
C25 C26 C27 C28 -0.1(2) . . . . ?
C26 C27 C28 C29 0.4(2) . . . . ?
C23 C24 C29 C30 -1.28(18) . . . . ?
C25 C24 C29 C30 179.76(11) . . . . ?
C23 C24 C29 C28 178.75(11) . . . . ?
C25 C24 C29 C28 -0.21(18) . . . . ?
C27 C28 C29 C30 179.82(13) . . . . ?
C27 C28 C29 C24 -0.22(19) . . . . ?
C22 C21 C30 C29 1.05(19) . . . . ?
C31 C21 C30 C29 -178.35(11) . . . . ?
C24 C29 C30 C21 0.68(19) . . . . ?
C28 C29 C30 C21 -179.35(12) . . . . ?
C30 C21 C31 C35 52.89(15) . . . . ?
C22 C21 C31 C35 -126.49(12) . . . . ?
C30 C21 C31 C32 -55.43(14) . . . . ?
C22 C21 C31 C32 125.19(12) . . . . ?
C30 C21 C31 C11 178.12(10) . . . . ?
C22 C21 C31 C11 -1.25(17) . . . . ?
C1 C11 C31 C21 2.09(15) . . . . ?
C15 C11 C31 C21 128.08(10) . . . . ?
C12 C11 C31 C21 -126.29(11) . . . . ?
C1 C11 C31 C35 128.51(11) . . . . ?
C15 C11 C31 C35 -105.50(11) . . . . ?
C12 C11 C31 C35 0.13(13) . . . . ?
C1 C11 C31 C32 -125.87(10) . . . . ?
C15 C11 C31 C32 0.13(12) . . . . ?
C12 C11 C31 C32 105.76(11) . . . . ?
C21 C31 C32 C33 166.63(9) . . . . ?
C35 C31 C32 C33 49.79(11) . . . . ?
C11 C31 C32 C33 -63.45(11) . . . . ?
C31 C32 C33 C34 -161.83(10) . . . . ?
C31 C32 C33 C16 63.96(12) . . . . ?
C31 C32 C33 C36 -31.21(11) . . . . ?
C17 C16 C33 C34 0.10(16) . . . . ?
C15 C16 C33 C34 -131.90(11) . . . . ?
C13 C16 C33 C34 122.90(11) . . . . ?
C17 C16 C33 C32 131.86(11) . . . . ?
C15 C16 C33 C32 -0.15(14) . . . . ?
C13 C16 C33 C32 -105.34(10) . . . . ?
C17 C16 C33 C36 -122.81(11) . . . . ?
C15 C16 C33 C36 105.18(10) . . . . ?
C13 C16 C33 C36 -0.01(8) . . . . ?
C21 C31 C35 C36 -167.71(10) . . . . ?
C32 C31 C35 C36 -50.13(11) . . . . ?
C11 C31 C35 C36 63.31(12) . . . . ?
C31 C35 C36 C37 161.74(11) . . . . ?
C31 C35 C36 C13 -63.94(12) . . . . ?
C31 C35 C36 C33 31.49(12) . . . . ?
C14 C13 C36 C37 -0.59(17) . . . . ?
C12 C13 C36 C37 131.57(12) . . . . ?
C16 C13 C36 C37 -122.98(12) . . . . ?
C14 C13 C36 C35 -132.37(12) . . . . ?
C12 C13 C36 C35 -0.21(13) . . . . ?
C16 C13 C36 C35 105.23(10) . . . . ?
C14 C13 C36 C33 122.39(12) . . . . ?
C12 C13 C36 C33 -105.46(10) . . . . ?
C16 C13 C36 C33 -0.01(8) . . . . ?
C34 C33 C36 C37 0.24(17) . . . . ?
C32 C33 C36 C37 -127.03(12) . . . . ?
C16 C33 C36 C37 122.52(12) . . . . ?
C34 C33 C36 C35 127.14(12) . . . . ?
C32 C33 C36 C35 -0.13(12) . . . . ?
C16 C33 C36 C35 -110.58(10) . . . . ?
C34 C33 C36 C13 -122.27(12) . . . . ?
C32 C33 C36 C13 110.46(10) . . . . ?
C16 C33 C36 C13 0.01(8) . . . . ?



# END of CIF
