# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1518487'
_audit_update_record             
;
2016-11-22 deposited with the CCDC.
2017-03-30 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   10.1720(5)
_cell_length_b                   11.8006(8)
_cell_length_c                   12.8576(7)
_cell_angle_alpha                90.105(5)
_cell_angle_beta                 101.559(5)
_cell_angle_gamma                94.484(5)
_cell_volume                     1507.20(8)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1 '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            1

# Given Formula = C72 H64 Cl6 
# Dc =      1.26 Fooo =    598.00 Mu =      3.27 M =    571.01
# Found Formula = C72 H64 Cl6 
# Dc =      1.26 FOOO =    598.00 Mu =      3.27 M =    571.01

_chemical_formula_sum            'C72 H64 Cl6'
_chemical_formula_moiety         'C70 H62, 2(C H Cl3)'
_chemical_compound_source        ?
_chemical_formula_weight         1142.02


_cell_measurement_reflns_used    4578
_cell_measurement_theta_min      4
_cell_measurement_theta_max      28
_cell_measurement_temperature    120

_exptl_crystal_description       stick
_exptl_crystal_colour            red
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_max          0.250

_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             598.000
_exptl_absorpt_coefficient_mu    0.327

# Sheldrick geometric approximatio 0.97 0.97 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.97
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      120
_diffrn_reflns_number            23700
_reflns_number_total             6699
_diffrn_reflns_av_R_equivalents  0.045
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 6699 
# Theoretical number of reflections is about 15329 


_diffrn_reflns_theta_min         2.992
_diffrn_reflns_theta_max         28.727
_diffrn_measured_fraction_theta_max 0.858

_diffrn_reflns_theta_full        25.280
_diffrn_measured_fraction_theta_full 0.937


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_reflns_limit_h_min              -13
_reflns_limit_h_max              13
_reflns_limit_k_min              -15
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              17


_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.33
_refine_diff_density_max         0.50


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         4214
_refine_ls_number_restraints     0
_refine_ls_number_parameters     379
_oxford_refine_ls_R_factor_ref   0.0445
_refine_ls_wR_factor_ref         0.0516
_refine_ls_goodness_of_fit_ref   1.1092
_refine_ls_shift/su_max          0.0004089
_refine_ls_shift/su_mean         0.0000462


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6685
_refine_ls_R_factor_all          0.0836
_refine_ls_wR_factor_all         0.0793

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4805
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_gt          0.0562

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 9.96 -2.07 7.52 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.87586(19) 0.65565(16) 0.50097(15) 0.0151 1.0000 Uani . . . . . .
C2 C 0.8150(2) 0.57015(17) 0.42890(15) 0.0169 1.0000 Uani . . . . . .
C3 C 0.75843(19) 0.49602(17) 0.36548(15) 0.0157 1.0000 Uani . . . . . .
C4 C 0.69698(19) 0.41514(17) 0.28952(15) 0.0157 1.0000 Uani . . . . . .
C5 C 0.4293(2) 0.63643(17) 0.70854(15) 0.0172 1.0000 Uani . . . . . .
C6 C 0.5384(2) 0.68809(17) 0.70962(15) 0.0173 1.0000 Uani . . . . . .
C7 C 0.6618(2) 0.74775(17) 0.71109(15) 0.0167 1.0000 Uani . . . . . .
C8 C 0.73712(19) 0.71805(16) 0.63812(16) 0.0167 1.0000 Uani . . . . . .
C9 C 0.80284(19) 0.69012(17) 0.57401(15) 0.0162 1.0000 Uani . . . . . .
C10 C 1.01153(19) 0.70973(16) 0.49884(15) 0.0139 1.0000 Uani . . . . . .
C11 C 1.08615(19) 0.67131(16) 0.42698(15) 0.0154 1.0000 Uani . . . . . .
C12 C 1.2130(2) 0.72259(17) 0.42435(15) 0.0163 1.0000 Uani . . . . . .
C13 C 1.2632(2) 0.81431(17) 0.49476(16) 0.0174 1.0000 Uani . . . . . .
C14 C 1.1917(2) 0.85447(17) 0.56686(15) 0.0162 1.0000 Uani . . . . . .
C15 C 1.06571(19) 0.79970(16) 0.56844(15) 0.0155 1.0000 Uani . . . . . .
C16 C 1.2988(2) 0.68565(18) 0.34673(16) 0.0198 1.0000 Uani . . . . . .
C17 C 1.3160(3) 0.7856(2) 0.27267(18) 0.0293 1.0000 Uani . . . . . .
C18 C 1.4363(2) 0.6554(2) 0.40810(19) 0.0343 1.0000 Uani . . . . . .
C19 C 1.2323(2) 0.58282(19) 0.27799(18) 0.0258 1.0000 Uani . . . . . .
C20 C 1.2442(2) 0.95797(18) 0.63960(16) 0.0204 1.0000 Uani . . . . . .
C21 C 1.3882(2) 1.0008(2) 0.6329(2) 0.0344 1.0000 Uani . . . . . .
C22 C 1.1525(3) 1.0535(2) 0.6069(2) 0.0354 1.0000 Uani . . . . . .
C23 C 1.2428(2) 0.9270(2) 0.75556(18) 0.0304 1.0000 Uani . . . . . .
C24 C 0.7668(2) 0.38364(16) 0.20428(15) 0.0162 1.0000 Uani . . . . . .
C25 C 0.9068(2) 0.39749(18) 0.21972(16) 0.0204 1.0000 Uani . . . . . .
C26 C 0.9717(2) 0.3693(2) 0.13927(18) 0.0272 1.0000 Uani . . . . . .
C27 C 0.8973(2) 0.3272(2) 0.04268(19) 0.0301 1.0000 Uani . . . . . .
C28 C 0.7587(2) 0.31307(19) 0.02690(17) 0.0260 1.0000 Uani . . . . . .
C29 C 0.6930(2) 0.34050(18) 0.10677(16) 0.0210 1.0000 Uani . . . . . .
C30 C 0.7116(2) 0.84150(17) 0.78940(15) 0.0177 1.0000 Uani . . . . . .
C31 C 0.8404(2) 0.8938(2) 0.79847(19) 0.0295 1.0000 Uani . . . . . .
C32 C 0.8872(3) 0.9819(2) 0.8713(2) 0.0363 1.0000 Uani . . . . . .
C33 C 0.8052(3) 1.01923(19) 0.93529(18) 0.0300 1.0000 Uani . . . . . .
C34 C 0.6769(2) 0.9692(2) 0.92706(18) 0.0283 1.0000 Uani . . . . . .
C35 C 0.6298(2) 0.87984(19) 0.85483(17) 0.0235 1.0000 Uani . . . . . .
C36 C 0.7520(4) 0.7294(4) 1.0789(3) 0.0308 0.6000 Uani . . . . . .
C37 C 0.7412(7) 0.6569(6) 1.1129(6) 0.0372 0.4000 Uani . . . . . .
Cl1 Cl 0.72361(8) 0.61255(6) 0.98949(6) 0.0483 1.0000 Uani . . . . . .
Cl2 Cl 0.6056(2) 0.75030(17) 1.12665(16) 0.0435 0.6000 Uani . . . . . .
Cl3 Cl 0.8912(2) 0.72219(16) 1.18038(14) 0.0365 0.6000 Uani . . . . . .
Cl4 Cl 0.6034(5) 0.7040(4) 1.1487(3) 0.0848 0.4000 Uani . . . . . .
Cl5 Cl 0.8824(4) 0.7616(3) 1.1484(3) 0.0635 0.4000 Uani . . . . . .
H111 H 1.0471 0.6093 0.3797 0.0187 1.0000 Uiso R . . . . .
H131 H 1.3512 0.8505 0.4934 0.0213 1.0000 Uiso R . . . . .
H151 H 1.0144 0.8246 0.6184 0.0200 1.0000 Uiso R . . . . .
H171 H 1.3758 0.7663 0.2266 0.0447 1.0000 Uiso R . . . . .
H172 H 1.3540 0.8540 0.3135 0.0447 1.0000 Uiso R . . . . .
H173 H 1.2277 0.7994 0.2289 0.0453 1.0000 Uiso R . . . . .
H181 H 1.4895 0.6334 0.3579 0.0539 1.0000 Uiso R . . . . .
H182 H 1.4834 0.7215 0.4492 0.0537 1.0000 Uiso R . . . . .
H183 H 1.4245 0.5920 0.4552 0.0538 1.0000 Uiso R . . . . .
H193 H 1.2901 0.5631 0.2305 0.0407 1.0000 Uiso R . . . . .
H192 H 1.2184 0.5166 0.3221 0.0405 1.0000 Uiso R . . . . .
H191 H 1.1454 0.6009 0.2352 0.0407 1.0000 Uiso R . . . . .
H211 H 1.4182 1.0648 0.6846 0.0550 1.0000 Uiso R . . . . .
H212 H 1.4486 0.9372 0.6542 0.0546 1.0000 Uiso R . . . . .
H213 H 1.3892 1.0274 0.5594 0.0551 1.0000 Uiso R . . . . .
H221 H 1.1883 1.1206 0.6527 0.0571 1.0000 Uiso R . . . . .
H222 H 1.1591 1.0731 0.5319 0.0571 1.0000 Uiso R . . . . .
H223 H 1.0582 1.0273 0.6153 0.0573 1.0000 Uiso R . . . . .
H231 H 1.2766 0.9956 0.8008 0.0479 1.0000 Uiso R . . . . .
H232 H 1.3042 0.8646 0.7771 0.0485 1.0000 Uiso R . . . . .
H233 H 1.1491 0.9028 0.7638 0.0480 1.0000 Uiso R . . . . .
H251 H 0.9593 0.4267 0.2863 0.0261 1.0000 Uiso R . . . . .
H261 H 1.0678 0.3790 0.1499 0.0333 1.0000 Uiso R . . . . .
H271 H 0.9430 0.3080 -0.0123 0.0367 1.0000 Uiso R . . . . .
H281 H 0.7061 0.2829 -0.0393 0.0326 1.0000 Uiso R . . . . .
H291 H 0.5967 0.3316 0.0961 0.0257 1.0000 Uiso R . . . . .
H311 H 0.8971 0.8687 0.7538 0.0368 1.0000 Uiso R . . . . .
H321 H 0.9766 1.0175 0.8766 0.0447 1.0000 Uiso R . . . . .
H331 H 0.8374 1.0802 0.9853 0.0375 1.0000 Uiso R . . . . .
H341 H 0.6194 0.9943 0.9721 0.0353 1.0000 Uiso R . . . . .
H351 H 0.5404 0.8434 0.8501 0.0297 1.0000 Uiso R . . . . .
H361 H 0.7702 0.7984 1.0380 0.0425 0.6000 Uiso R . . . . .
H371 H 0.7635 0.5907 1.1585 0.0481 0.4000 Uiso R . . . . .

_refine_ls_extinction_method     None

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.389(3) yes
C1 . C9 . 1.387(3) yes
C1 . C10 . 1.480(3) yes
C2 . C3 . 1.222(3) yes
C3 . C4 . 1.384(3) yes
C4 . C5 2_666 1.382(3) yes
C4 . C24 . 1.482(3) yes
C5 . C6 . 1.222(3) yes
C6 . C7 . 1.387(3) yes
C7 . C8 . 1.385(3) yes
C7 . C30 . 1.483(3) yes
C8 . C9 . 1.220(3) yes
C10 . C11 . 1.403(3) yes
C10 . C15 . 1.392(3) yes
C11 . C12 . 1.389(3) yes
C11 . H111 . 0.959 no
C12 . C13 . 1.406(3) yes
C12 . C16 . 1.534(3) yes
C13 . C14 . 1.391(3) yes
C13 . H131 . 0.964 no
C14 . C15 . 1.394(3) yes
C14 . C20 . 1.531(3) yes
C15 . H151 . 0.964 no
C16 . C17 . 1.539(3) yes
C16 . C18 . 1.531(3) yes
C16 . C19 . 1.529(3) yes
C17 . H171 . 0.969 no
C17 . H172 . 0.971 no
C17 . H173 . 0.985 no
C18 . H181 . 0.969 no
C18 . H182 . 0.978 no
C18 . H183 . 0.978 no
C19 . H193 . 0.968 no
C19 . H192 . 0.984 no
C19 . H191 . 0.982 no
C20 . C21 . 1.531(3) yes
C20 . C22 . 1.525(3) yes
C20 . C23 . 1.538(3) yes
C21 . H211 . 0.992 no
C21 . H212 . 1.010 no
C21 . H213 . 0.999 no
C22 . H221 . 0.987 no
C22 . H222 . 1.005 no
C22 . H223 . 1.011 no
C23 . H231 . 0.993 no
C23 . H232 . 1.007 no
C23 . H233 . 0.999 no
C24 . C25 . 1.394(3) yes
C24 . C29 . 1.398(3) yes
C25 . C26 . 1.387(3) yes
C25 . H251 . 0.962 no
C26 . C27 . 1.387(3) yes
C26 . H261 . 0.958 no
C27 . C28 . 1.381(3) yes
C27 . H271 . 0.956 no
C28 . C29 . 1.384(3) yes
C28 . H281 . 0.961 no
C29 . H291 . 0.959 no
C30 . C31 . 1.386(3) yes
C30 . C35 . 1.394(3) yes
C31 . C32 . 1.388(3) yes
C31 . H311 . 0.954 no
C32 . C33 . 1.377(3) yes
C32 . H321 . 0.960 no
C33 . C34 . 1.374(3) yes
C33 . H331 . 0.957 no
C34 . C35 . 1.394(3) yes
C34 . H341 . 0.963 no
C35 . H351 . 0.965 no
C36 . Cl1 . 1.762(4) yes
C36 . Cl2 . 1.755(5) yes
C36 . Cl3 . 1.731(4) yes
C36 . H361 . 0.994 no
C37 . Cl1 . 1.640(7) yes
C37 . Cl4 . 1.692(8) yes
C37 . Cl5 . 1.805(8) yes
C37 . H371 . 0.990 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C9 . 117.14(17) yes
C2 . C1 . C10 . 121.66(17) yes
C9 . C1 . C10 . 121.18(17) yes
C1 . C2 . C3 . 178.4(2) yes
C2 . C3 . C4 . 177.0(2) yes
C3 . C4 . C5 2_666 120.98(17) yes
C3 . C4 . C24 . 119.69(17) yes
C5 2_666 C4 . C24 . 119.33(17) yes
C4 2_666 C5 . C6 . 175.9(2) yes
C5 . C6 . C7 . 179.4(2) yes
C6 . C7 . C8 . 118.74(18) yes
C6 . C7 . C30 . 120.41(17) yes
C8 . C7 . C30 . 120.85(17) yes
C7 . C8 . C9 . 179.0(2) yes
C1 . C9 . C8 . 178.6(2) yes
C1 . C10 . C11 . 120.55(17) yes
C1 . C10 . C15 . 119.86(17) yes
C11 . C10 . C15 . 119.59(17) yes
C10 . C11 . C12 . 120.59(18) yes
C10 . C11 . H111 . 118.3 no
C12 . C11 . H111 . 121.1 no
C11 . C12 . C13 . 118.06(17) yes
C11 . C12 . C16 . 123.10(18) yes
C13 . C12 . C16 . 118.83(17) yes
C12 . C13 . C14 . 122.74(18) yes
C12 . C13 . H131 . 118.6 no
C14 . C13 . H131 . 118.7 no
C13 . C14 . C15 . 117.58(18) yes
C13 . C14 . C20 . 122.41(18) yes
C15 . C14 . C20 . 119.96(17) yes
C14 . C15 . C10 . 121.42(17) yes
C14 . C15 . H151 . 119.6 no
C10 . C15 . H151 . 119.0 no
C12 . C16 . C17 . 107.69(17) yes
C12 . C16 . C18 . 109.96(17) yes
C17 . C16 . C18 . 110.23(19) yes
C12 . C16 . C19 . 112.50(17) yes
C17 . C16 . C19 . 108.01(17) yes
C18 . C16 . C19 . 108.42(19) yes
C16 . C17 . H171 . 109.0 no
C16 . C17 . H172 . 110.7 no
H171 . C17 . H172 . 109.1 no
C16 . C17 . H173 . 109.3 no
H171 . C17 . H173 . 109.1 no
H172 . C17 . H173 . 109.6 no
C16 . C18 . H181 . 108.9 no
C16 . C18 . H182 . 110.0 no
H181 . C18 . H182 . 108.5 no
C16 . C18 . H183 . 109.7 no
H181 . C18 . H183 . 109.4 no
H182 . C18 . H183 . 110.3 no
C16 . C19 . H193 . 109.2 no
C16 . C19 . H192 . 111.0 no
H193 . C19 . H192 . 108.3 no
C16 . C19 . H191 . 110.3 no
H193 . C19 . H191 . 108.5 no
H192 . C19 . H191 . 109.4 no
C14 . C20 . C21 . 112.35(17) yes
C14 . C20 . C22 . 108.64(17) yes
C21 . C20 . C22 . 108.6(2) yes
C14 . C20 . C23 . 109.80(17) yes
C21 . C20 . C23 . 108.06(18) yes
C22 . C20 . C23 . 109.36(19) yes
C20 . C21 . H211 . 108.6 no
C20 . C21 . H212 . 108.4 no
H211 . C21 . H212 . 108.2 no
C20 . C21 . H213 . 109.0 no
H211 . C21 . H213 . 110.0 no
H212 . C21 . H213 . 112.6 no
C20 . C22 . H221 . 108.2 no
C20 . C22 . H222 . 106.8 no
H221 . C22 . H222 . 108.1 no
C20 . C22 . H223 . 109.0 no
H221 . C22 . H223 . 110.9 no
H222 . C22 . H223 . 113.6 no
C20 . C23 . H231 . 108.1 no
C20 . C23 . H232 . 109.1 no
H231 . C23 . H232 . 109.3 no
C20 . C23 . H233 . 110.3 no
H231 . C23 . H233 . 109.1 no
H232 . C23 . H233 . 110.8 no
C4 . C24 . C25 . 120.55(17) yes
C4 . C24 . C29 . 120.39(18) yes
C25 . C24 . C29 . 119.06(18) yes
C24 . C25 . C26 . 120.38(19) yes
C24 . C25 . H251 . 120.3 no
C26 . C25 . H251 . 119.4 no
C25 . C26 . C27 . 120.0(2) yes
C25 . C26 . H261 . 120.3 no
C27 . C26 . H261 . 119.7 no
C26 . C27 . C28 . 119.9(2) yes
C26 . C27 . H271 . 119.4 no
C28 . C27 . H271 . 120.7 no
C27 . C28 . C29 . 120.6(2) yes
C27 . C28 . H281 . 120.7 no
C29 . C28 . H281 . 118.7 no
C24 . C29 . C28 . 120.1(2) yes
C24 . C29 . H291 . 118.9 no
C28 . C29 . H291 . 121.0 no
C7 . C30 . C31 . 120.68(18) yes
C7 . C30 . C35 . 120.85(18) yes
C31 . C30 . C35 . 118.46(19) yes
C30 . C31 . C32 . 120.9(2) yes
C30 . C31 . H311 . 119.2 no
C32 . C31 . H311 . 119.9 no
C31 . C32 . C33 . 120.1(2) yes
C31 . C32 . H321 . 120.0 no
C33 . C32 . H321 . 120.0 no
C32 . C33 . C34 . 120.0(2) yes
C32 . C33 . H331 . 120.1 no
C34 . C33 . H331 . 119.9 no
C33 . C34 . C35 . 120.2(2) yes
C33 . C34 . H341 . 120.4 no
C35 . C34 . H341 . 119.4 no
C30 . C35 . C34 . 120.4(2) yes
C30 . C35 . H351 . 119.4 no
C34 . C35 . H351 . 120.3 no
Cl1 . C36 . Cl2 . 110.4(2) yes
Cl1 . C36 . Cl3 . 113.9(2) yes
Cl2 . C36 . Cl3 . 112.3(2) yes
Cl1 . C36 . H361 . 107.3 no
Cl2 . C36 . H361 . 106.3 no
Cl3 . C36 . H361 . 106.3 no
Cl1 . C37 . Cl4 . 116.7(4) yes
Cl1 . C37 . Cl5 . 111.3(4) yes
Cl4 . C37 . Cl5 . 110.1(4) yes
Cl1 . C37 . H371 . 106.9 no
Cl4 . C37 . H371 . 105.0 no
Cl5 . C37 . H371 . 106.1 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C37 . H371 . C24 1_556 156.0 0.990 2.516 3.445(3) yes


####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1503931'
_audit_update_record             
;
2016-11-22 deposited with the CCDC.
2017-03-30 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   12.4948(5)
_cell_length_b                   16.0972(6)
_cell_length_c                   20.2765(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4078.24(18)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x+1/2,-y,z+1/2
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C55 H31 Cl3 
# Dc =      1.30 Fooo =   1648.00 Mu =      2.63 M =    798.21
# Found Formula = C55 H31 Cl3 
# Dc =      1.30 FOOO =   1648.00 Mu =      2.63 M =    798.21

_chemical_formula_sum            'C55 H31 Cl3'
_chemical_formula_moiety         'C54 H30, C H Cl3'
_chemical_compound_source        ?
_chemical_formula_weight         798.21


_cell_measurement_reflns_used    9793
_cell_measurement_theta_min      2
_cell_measurement_theta_max      27
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_min          0.120
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_max          0.150

_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    0.263

# Sheldrick geometric approximatio 0.96 0.97 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.97
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            97066
_reflns_number_total             9935
_diffrn_reflns_av_R_equivalents  0.048
# Number of reflections without Friedels Law is 9935 
# Number of reflections with Friedels Law is 5487 
# Theoretical number of reflections is about 4964 


_diffrn_reflns_theta_min         1.615
_diffrn_reflns_theta_max         28.085
_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        28.085
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_reflns_limit_h_min              -16
_reflns_limit_h_max              16
_reflns_limit_k_min              0
_reflns_limit_k_max              21
_reflns_limit_l_min              0
_reflns_limit_l_max              26

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.58
_refine_diff_density_max         0.66


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         7863
_refine_ls_number_restraints     0
_refine_ls_number_parameters     560
_oxford_refine_ls_R_factor_ref   0.0351
_refine_ls_wR_factor_ref         0.0369
_refine_ls_goodness_of_fit_ref   1.1134
_refine_ls_shift/su_max          0.0008953
_refine_ls_shift/su_mean         0.0000715


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        9907
_refine_ls_R_factor_all          0.0461
_refine_ls_wR_factor_all         0.0501

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                8823
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_gt          0.0393

_refine_ls_abs_structure_Flack   0.05(5)
_refine_ls_abs_structure_details 'Flack (1983), 4448 Friedel-pairs'
# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration ad


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    noref #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.141 0.867E-01 0.374E-01 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.13550(13) 0.56304(10) 0.79551(8) 0.0163 1.0000 Uani . . . . . .
C2 C 0.16178(13) 0.47921(10) 0.79593(8) 0.0170 1.0000 Uani . . . . . .
C3 C 0.18234(13) 0.40524(10) 0.79593(8) 0.0170 1.0000 Uani . . . . . .
C4 C 0.20672(12) 0.32091(10) 0.79381(8) 0.0161 1.0000 Uani . . . . . .
C5 C 0.29849(13) 0.29708(10) 0.76030(8) 0.0176 1.0000 Uani . . . . . .
C6 C 0.37902(13) 0.27699(9) 0.73005(8) 0.0164 1.0000 Uani . . . . . .
C7 C 0.46965(13) 0.25567(10) 0.69401(8) 0.0159 1.0000 Uani . . . . . .
C8 C 0.52993(13) 0.31812(10) 0.66547(8) 0.0175 1.0000 Uani . . . . . .
C9 C 0.58536(13) 0.37149(10) 0.63952(8) 0.0172 1.0000 Uani . . . . . .
C10 C 0.65101(12) 0.42800(10) 0.60734(8) 0.0159 1.0000 Uani . . . . . .
C11 C 0.62166(13) 0.51082(10) 0.60447(8) 0.0170 1.0000 Uani . . . . . .
C12 C 0.59488(13) 0.58354(10) 0.60059(8) 0.0167 1.0000 Uani . . . . . .
C13 C 0.56456(12) 0.66670(10) 0.59743(8) 0.0153 1.0000 Uani . . . . . .
C14 C 0.47107(13) 0.69037(10) 0.62915(8) 0.0162 1.0000 Uani . . . . . .
C15 C 0.38967(13) 0.71042(9) 0.65823(8) 0.0159 1.0000 Uani . . . . . .
C16 C 0.29877(13) 0.73214(10) 0.69354(8) 0.0164 1.0000 Uani . . . . . .
C17 C 0.24431(13) 0.67073(10) 0.72746(8) 0.0166 1.0000 Uani . . . . . .
C18 C 0.19391(13) 0.61864(10) 0.75815(8) 0.0174 1.0000 Uani . . . . . .
C19 C 0.04562(12) 0.59412(10) 0.83624(8) 0.0171 1.0000 Uani . . . . . .
C20 C 0.01589(15) 0.55262(11) 0.89382(9) 0.0252 1.0000 Uani . . . . . .
C21 C -0.06758(16) 0.58292(12) 0.93232(10) 0.0300 1.0000 Uani . . . . . .
C22 C -0.12288(14) 0.65360(12) 0.91351(10) 0.0273 1.0000 Uani . . . . . .
C23 C -0.09415(13) 0.69436(11) 0.85577(9) 0.0226 1.0000 Uani . . . . . .
C24 C -0.01025(13) 0.66576(10) 0.81781(8) 0.0181 1.0000 Uani . . . . . .
C25 C 0.13625(13) 0.25918(10) 0.82550(8) 0.0160 1.0000 Uani . . . . . .
C26 C 0.16243(14) 0.17451(10) 0.82444(8) 0.0197 1.0000 Uani . . . . . .
C27 C 0.09596(15) 0.11670(11) 0.85397(9) 0.0240 1.0000 Uani . . . . . .
C28 C 0.00224(15) 0.14212(12) 0.88505(9) 0.0271 1.0000 Uani . . . . . .
C29 C -0.02478(14) 0.22569(12) 0.88614(9) 0.0254 1.0000 Uani . . . . . .
C30 C 0.04132(13) 0.28414(10) 0.85680(8) 0.0204 1.0000 Uani . . . . . .
C31 C 0.50244(13) 0.16749(10) 0.68645(8) 0.0164 1.0000 Uani . . . . . .
C32 C 0.58000(13) 0.14581(10) 0.63981(8) 0.0187 1.0000 Uani . . . . . .
C33 C 0.61195(13) 0.06351(11) 0.63359(9) 0.0225 1.0000 Uani . . . . . .
C34 C 0.56905(14) 0.00293(11) 0.67399(9) 0.0239 1.0000 Uani . . . . . .
C35 C 0.49201(15) 0.02395(11) 0.72045(9) 0.0242 1.0000 Uani . . . . . .
C36 C 0.45804(14) 0.10582(10) 0.72621(8) 0.0195 1.0000 Uani . . . . . .
C37 C 0.74977(12) 0.39755(10) 0.57425(8) 0.0164 1.0000 Uani . . . . . .
C38 C 0.80535(13) 0.44807(11) 0.52992(9) 0.0207 1.0000 Uani . . . . . .
C39 C 0.89511(14) 0.41726(12) 0.49727(9) 0.0253 1.0000 Uani . . . . . .
C40 C 0.93007(14) 0.33692(13) 0.50902(9) 0.0277 1.0000 Uani . . . . . .
C41 C 0.87637(14) 0.28683(11) 0.55351(9) 0.0237 1.0000 Uani . . . . . .
C42 C 0.78650(13) 0.31723(11) 0.58614(8) 0.0203 1.0000 Uani . . . . . .
C43 C 0.63171(13) 0.72813(10) 0.56270(8) 0.0160 1.0000 Uani . . . . . .
C44 C 0.60491(14) 0.81258(11) 0.56279(8) 0.0214 1.0000 Uani . . . . . .
C45 C 0.67013(16) 0.86998(11) 0.53137(9) 0.0259 1.0000 Uani . . . . . .
C46 C 0.76313(16) 0.84495(11) 0.50011(9) 0.0266 1.0000 Uani . . . . . .
C47 C 0.79080(15) 0.76109(12) 0.50002(9) 0.0257 1.0000 Uani . . . . . .
C48 C 0.72544(14) 0.70362(11) 0.53027(9) 0.0211 1.0000 Uani . . . . . .
C49 C 0.26044(12) 0.81897(10) 0.69663(8) 0.0160 1.0000 Uani . . . . . .
C50 C 0.18237(14) 0.84194(10) 0.74235(8) 0.0208 1.0000 Uani . . . . . .
C51 C 0.14655(14) 0.92352(11) 0.74591(9) 0.0255 1.0000 Uani . . . . . .
C52 C 0.18793(15) 0.98311(11) 0.70367(10) 0.0263 1.0000 Uani . . . . . .
C53 C 0.26451(15) 0.96052(11) 0.65766(10) 0.0261 1.0000 Uani . . . . . .
C54 C 0.30035(14) 0.87940(11) 0.65367(9) 0.0217 1.0000 Uani . . . . . .
Cl1 Cl 0.11989(15) 0.43566(13) 0.61508(10) 0.0488 0.4500 Uani . . . . . .
Cl2 Cl 0.3362(3) 0.4982(3) 0.63074(16) 0.0424 0.4500 Uani . . . . . .
Cl3 Cl 0.29291(17) 0.35778(18) 0.54678(12) 0.1091 0.4500 Uani . . . . . .
Cl4 Cl 0.14208(12) 0.41175(11) 0.58513(11) 0.0689 0.5500 Uani . . . . . .
Cl5 Cl 0.3168(3) 0.4978(3) 0.64681(14) 0.0428 0.5500 Uani . . . . . .
Cl6 Cl 0.34846(12) 0.41879(8) 0.52309(5) 0.0558 0.5500 Uani . . . . . .
C55 C 0.2536(8) 0.4106(8) 0.6150(6) 0.0288 0.4500 Uani . . . . . .
C56 C 0.2808(6) 0.4153(7) 0.6002(5) 0.0275 0.5500 Uani . . . . . .
H201 H 0.0526 0.5037 0.9080 0.0301 1.0000 Uiso . . . . . .
H211 H -0.0854 0.5541 0.9721 0.0364 1.0000 Uiso . . . . . .
H221 H -0.1795 0.6744 0.9389 0.0333 1.0000 Uiso . . . . . .
H231 H -0.1315 0.7428 0.8420 0.0275 1.0000 Uiso . . . . . .
H241 H 0.0090 0.6944 0.7798 0.0210 1.0000 Uiso . . . . . .
H261 H 0.2273 0.1562 0.8040 0.0248 1.0000 Uiso . . . . . .
H271 H 0.1142 0.0597 0.8538 0.0289 1.0000 Uiso . . . . . .
H281 H -0.0437 0.1022 0.9049 0.0331 1.0000 Uiso . . . . . .
H291 H -0.0874 0.2434 0.9077 0.0315 1.0000 Uiso . . . . . .
H301 H 0.0217 0.3410 0.8571 0.0247 1.0000 Uiso . . . . . .
H321 H 0.6115 0.1871 0.6137 0.0216 1.0000 Uiso . . . . . .
H331 H 0.6645 0.0482 0.6019 0.0272 1.0000 Uiso . . . . . .
H341 H 0.5898 -0.0524 0.6703 0.0295 1.0000 Uiso . . . . . .
H351 H 0.4612 -0.0183 0.7483 0.0293 1.0000 Uiso . . . . . .
H361 H 0.4050 0.1202 0.7572 0.0222 1.0000 Uiso . . . . . .
H381 H 0.7805 0.5024 0.5214 0.0244 1.0000 Uiso . . . . . .
H391 H 0.9321 0.4514 0.4671 0.0298 1.0000 Uiso . . . . . .
H401 H 0.9919 0.3161 0.4871 0.0328 1.0000 Uiso . . . . . .
H411 H 0.9000 0.2328 0.5619 0.0284 1.0000 Uiso . . . . . .
H421 H 0.7480 0.2821 0.6167 0.0242 1.0000 Uiso . . . . . .
H441 H 0.5419 0.8296 0.5832 0.0252 1.0000 Uiso . . . . . .
H451 H 0.6493 0.9259 0.5310 0.0311 1.0000 Uiso . . . . . .
H461 H 0.8057 0.8838 0.4786 0.0312 1.0000 Uiso . . . . . .
H471 H 0.8558 0.7446 0.4803 0.0302 1.0000 Uiso . . . . . .
H481 H 0.7442 0.6487 0.5297 0.0244 1.0000 Uiso . . . . . .
H501 H 0.1538 0.8012 0.7712 0.0253 1.0000 Uiso . . . . . .
H511 H 0.0938 0.9385 0.7776 0.0305 1.0000 Uiso . . . . . .
H521 H 0.1640 1.0387 0.7058 0.0313 1.0000 Uiso . . . . . .
H531 H 0.2924 1.0009 0.6277 0.0312 1.0000 Uiso . . . . . .
H541 H 0.3502 0.8629 0.6211 0.0272 1.0000 Uiso . . . . . .
H551 H 0.2640 0.3750 0.6511 0.0331 0.4500 Uiso . . . . . .
H561 H 0.3005 0.3664 0.6216 0.0318 0.5500 Uiso . . . . . .

_refine_ls_extinction_method     None
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.389(2) yes
C1 . C18 . 1.381(2) yes
C1 . C19 . 1.481(2) yes
C2 . C3 . 1.218(2) yes
C3 . C4 . 1.392(2) yes
C4 . C5 . 1.387(2) yes
C4 . C25 . 1.475(2) yes
C5 . C6 . 1.222(2) yes
C6 . C7 . 1.391(2) yes
C7 . C8 . 1.383(2) yes
C7 . C31 . 1.485(2) yes
C8 . C9 . 1.223(2) yes
C9 . C10 . 1.388(2) yes
C10 . C11 . 1.384(2) yes
C10 . C37 . 1.488(2) yes
C11 . C12 . 1.220(2) yes
C12 . C13 . 1.393(2) yes
C13 . C14 . 1.387(2) yes
C13 . C43 . 1.476(2) yes
C14 . C15 . 1.219(2) yes
C15 . C16 . 1.387(2) yes
C16 . C17 . 1.383(2) yes
C16 . C49 . 1.479(2) yes
C17 . C18 . 1.219(2) yes
C19 . C20 . 1.395(2) yes
C19 . C24 . 1.399(2) yes
C20 . C21 . 1.391(3) yes
C20 . H201 . 0.956 no
C21 . C22 . 1.385(3) yes
C21 . H211 . 0.956 no
C22 . C23 . 1.389(3) yes
C22 . H221 . 0.936 no
C23 . C24 . 1.380(2) yes
C23 . H231 . 0.950 no
C24 . H241 . 0.930 no
C25 . C26 . 1.402(2) yes
C25 . C30 . 1.404(2) yes
C26 . C27 . 1.384(2) yes
C26 . H261 . 0.957 no
C27 . C28 . 1.391(3) yes
C27 . H271 . 0.945 no
C28 . C29 . 1.387(3) yes
C28 . H281 . 0.951 no
C29 . C30 . 1.386(2) yes
C29 . H291 . 0.940 no
C30 . H301 . 0.947 no
C31 . C32 . 1.398(2) yes
C31 . C36 . 1.394(2) yes
C32 . C33 . 1.389(2) yes
C32 . H321 . 0.936 no
C33 . C34 . 1.382(3) yes
C33 . H331 . 0.951 no
C34 . C35 . 1.389(3) yes
C34 . H341 . 0.931 no
C35 . C36 . 1.389(2) yes
C35 . H351 . 0.964 no
C36 . H361 . 0.941 no
C37 . C38 . 1.397(2) yes
C37 . C42 . 1.393(2) yes
C38 . C39 . 1.394(2) yes
C38 . H381 . 0.944 no
C39 . C40 . 1.386(3) yes
C39 . H391 . 0.943 no
C40 . C41 . 1.383(3) yes
C40 . H401 . 0.952 no
C41 . C42 . 1.392(2) yes
C41 . H411 . 0.933 no
C42 . H421 . 0.966 no
C43 . C44 . 1.400(2) yes
C43 . C48 . 1.400(2) yes
C44 . C45 . 1.387(2) yes
C44 . H441 . 0.930 no
C45 . C46 . 1.384(3) yes
C45 . H451 . 0.938 no
C46 . C47 . 1.393(3) yes
C46 . H461 . 0.930 no
C47 . C48 . 1.378(2) yes
C47 . H471 . 0.943 no
C48 . H481 . 0.915 no
C49 . C50 . 1.395(2) yes
C49 . C54 . 1.398(2) yes
C50 . C51 . 1.389(2) yes
C50 . H501 . 0.948 no
C51 . C52 . 1.386(3) yes
C51 . H511 . 0.950 no
C52 . C53 . 1.385(3) yes
C52 . H521 . 0.944 no
C53 . C54 . 1.383(2) yes
C53 . H531 . 0.954 no
C54 . H541 . 0.945 no
Cl1 . C55 . 1.719(11) yes
Cl2 . C55 . 1.777(12) yes
Cl3 . C55 . 1.696(12) yes
Cl4 . C56 . 1.761(8) yes
Cl5 . C56 . 1.690(12) yes
Cl6 . C56 . 1.779(8) yes
C55 . H551 . 0.938 no
C56 . H561 . 0.931 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C18 . 120.54(15) yes
C2 . C1 . C19 . 120.26(14) yes
C18 . C1 . C19 . 119.19(14) yes
C1 . C2 . C3 . 178.46(17) yes
C2 . C3 . C4 . 178.17(18) yes
C3 . C4 . C5 . 117.77(15) yes
C3 . C4 . C25 . 120.86(14) yes
C5 . C4 . C25 . 121.37(14) yes
C4 . C5 . C6 . 179.01(17) yes
C5 . C6 . C7 . 178.23(17) yes
C6 . C7 . C8 . 118.95(14) yes
C6 . C7 . C31 . 120.97(14) yes
C8 . C7 . C31 . 120.08(14) yes
C7 . C8 . C9 . 178.01(17) yes
C8 . C9 . C10 . 176.19(17) yes
C9 . C10 . C11 . 119.64(14) yes
C9 . C10 . C37 . 119.10(14) yes
C11 . C10 . C37 . 121.21(14) yes
C10 . C11 . C12 . 178.60(17) yes
C11 . C12 . C13 . 178.93(18) yes
C12 . C13 . C14 . 118.16(14) yes
C12 . C13 . C43 . 120.76(14) yes
C14 . C13 . C43 . 121.06(14) yes
C13 . C14 . C15 . 178.64(17) yes
C14 . C15 . C16 . 177.82(17) yes
C15 . C16 . C17 . 118.64(14) yes
C15 . C16 . C49 . 121.68(14) yes
C17 . C16 . C49 . 119.68(14) yes
C16 . C17 . C18 . 177.78(17) yes
C1 . C18 . C17 . 176.78(17) yes
C1 . C19 . C20 . 120.45(15) yes
C1 . C19 . C24 . 120.52(14) yes
C20 . C19 . C24 . 119.03(15) yes
C19 . C20 . C21 . 120.08(16) yes
C19 . C20 . H201 . 121.2 no
C21 . C20 . H201 . 118.7 no
C20 . C21 . C22 . 120.51(17) yes
C20 . C21 . H211 . 118.5 no
C22 . C21 . H211 . 120.9 no
C21 . C22 . C23 . 119.42(16) yes
C21 . C22 . H221 . 121.3 no
C23 . C22 . H221 . 119.3 no
C22 . C23 . C24 . 120.59(16) yes
C22 . C23 . H231 . 120.5 no
C24 . C23 . H231 . 118.9 no
C19 . C24 . C23 . 120.35(15) yes
C19 . C24 . H241 . 120.1 no
C23 . C24 . H241 . 119.6 no
C4 . C25 . C26 . 120.60(15) yes
C4 . C25 . C30 . 120.56(15) yes
C26 . C25 . C30 . 118.84(15) yes
C25 . C26 . C27 . 120.48(16) yes
C25 . C26 . H261 . 120.3 no
C27 . C26 . H261 . 119.2 no
C26 . C27 . C28 . 120.22(16) yes
C26 . C27 . H271 . 120.4 no
C28 . C27 . H271 . 119.3 no
C27 . C28 . C29 . 119.82(16) yes
C27 . C28 . H281 . 120.0 no
C29 . C28 . H281 . 120.1 no
C28 . C29 . C30 . 120.42(16) yes
C28 . C29 . H291 . 120.3 no
C30 . C29 . H291 . 119.3 no
C25 . C30 . C29 . 120.21(15) yes
C25 . C30 . H301 . 119.9 no
C29 . C30 . H301 . 119.9 no
C7 . C31 . C32 . 119.97(14) yes
C7 . C31 . C36 . 120.73(15) yes
C32 . C31 . C36 . 119.29(15) yes
C31 . C32 . C33 . 119.90(16) yes
C31 . C32 . H321 . 119.7 no
C33 . C32 . H321 . 120.3 no
C32 . C33 . C34 . 120.51(16) yes
C32 . C33 . H331 . 120.4 no
C34 . C33 . H331 . 119.1 no
C33 . C34 . C35 . 119.94(15) yes
C33 . C34 . H341 . 121.3 no
C35 . C34 . H341 . 118.7 no
C34 . C35 . C36 . 120.00(16) yes
C34 . C35 . H351 . 120.1 no
C36 . C35 . H351 . 119.9 no
C31 . C36 . C35 . 120.35(16) yes
C31 . C36 . H361 . 119.3 no
C35 . C36 . H361 . 120.3 no
C10 . C37 . C38 . 120.71(14) yes
C10 . C37 . C42 . 120.08(14) yes
C38 . C37 . C42 . 119.20(15) yes
C37 . C38 . C39 . 119.91(16) yes
C37 . C38 . H381 . 119.5 no
C39 . C38 . H381 . 120.6 no
C38 . C39 . C40 . 120.27(16) yes
C38 . C39 . H391 . 119.7 no
C40 . C39 . H391 . 120.1 no
C39 . C40 . C41 . 120.21(16) yes
C39 . C40 . H401 . 120.3 no
C41 . C40 . H401 . 119.5 no
C40 . C41 . C42 . 119.75(16) yes
C40 . C41 . H411 . 120.6 no
C42 . C41 . H411 . 119.7 no
C37 . C42 . C41 . 120.65(16) yes
C37 . C42 . H421 . 119.3 no
C41 . C42 . H421 . 120.0 no
C13 . C43 . C44 . 120.94(15) yes
C13 . C43 . C48 . 120.73(14) yes
C44 . C43 . C48 . 118.32(15) yes
C43 . C44 . C45 . 120.38(16) yes
C43 . C44 . H441 . 119.3 no
C45 . C44 . H441 . 120.3 no
C44 . C45 . C46 . 120.66(17) yes
C44 . C45 . H451 . 118.7 no
C46 . C45 . H451 . 120.6 no
C45 . C46 . C47 . 119.41(16) yes
C45 . C46 . H461 . 119.9 no
C47 . C46 . H461 . 120.7 no
C46 . C47 . C48 . 120.18(17) yes
C46 . C47 . H471 . 119.1 no
C48 . C47 . H471 . 120.6 no
C43 . C48 . C47 . 121.04(16) yes
C43 . C48 . H481 . 119.5 no
C47 . C48 . H481 . 119.5 no
C16 . C49 . C50 . 120.32(14) yes
C16 . C49 . C54 . 121.05(15) yes
C50 . C49 . C54 . 118.62(15) yes
C49 . C50 . C51 . 120.67(16) yes
C49 . C50 . H501 . 119.3 no
C51 . C50 . H501 . 120.0 no
C50 . C51 . C52 . 120.13(16) yes
C50 . C51 . H511 . 119.8 no
C52 . C51 . H511 . 120.0 no
C51 . C52 . C53 . 119.49(16) yes
C51 . C52 . H521 . 120.6 no
C53 . C52 . H521 . 119.9 no
C52 . C53 . C54 . 120.73(16) yes
C52 . C53 . H531 . 120.1 no
C54 . C53 . H531 . 119.2 no
C49 . C54 . C53 . 120.34(16) yes
C49 . C54 . H541 . 118.3 no
C53 . C54 . H541 . 121.3 no
Cl2 . C55 . Cl1 . 112.2(7) yes
Cl2 . C55 . Cl3 . 112.1(4) yes
Cl1 . C55 . Cl3 . 113.6(8) yes
Cl2 . C55 . H551 . 105.2 no
Cl1 . C55 . H551 . 106.1 no
Cl3 . C55 . H551 . 106.9 no
Cl6 . C56 . Cl4 . 108.4(5) yes
Cl6 . C56 . Cl5 . 109.9(4) yes
Cl4 . C56 . Cl5 . 112.6(6) yes
Cl6 . C56 . H561 . 108.1 no
Cl4 . C56 . H561 . 108.2 no
Cl5 . C56 . H561 . 109.5 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C55 . H551 . C5 . 172.0 0.938 2.582 3.512(3) yes


