# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1973004'
loop_
_audit_author_name
_audit_author_address
'Carine Duhayon'
;LCC CNRS
France
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-02-11 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                   14.61721(10)
_cell_length_b                   17.96113(12)
_cell_length_c                   27.42571(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7200.39(8)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a '
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z
x+1/2,-y+1/2,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2
x+1/2,y,-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 0.0181 0.0091 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 0.0311 0.0180 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 0.0492 0.0322 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'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

_chemical_formula_sum            'C29 H42 F6 N4 O6 S2'
_chemical_formula_moiety         'C27 H42 N4, 2(C F3 O3 S)'
_chemical_compound_source        ?
_chemical_formula_weight         720.80


_cell_measurement_reflns_used    63081
_cell_measurement_theta_min      3
_cell_measurement_theta_max      61
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_max          0.220

_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             3024
_exptl_absorpt_coefficient_mu    2.009

# Sheldrick geometric approximatio 0.74 0.74 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.49
_exptl_absorpt_correction_T_max  0.74
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_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      150
_diffrn_reflns_number            103570
_reflns_number_total             5467
_diffrn_reflns_av_R_equivalents  0.027
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 5467 
# Theoretical number of reflections is about 10942 


_diffrn_reflns_theta_min         3.223
_diffrn_reflns_theta_max         60.782
_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        60.782
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       27
_reflns_limit_h_min              0
_reflns_limit_h_max              16
_reflns_limit_k_min              0
_reflns_limit_k_max              20
_reflns_limit_l_min              0
_reflns_limit_l_max              30

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

_refine_diff_density_min         -0.45
_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         5205
_refine_ls_number_restraints     0
_refine_ls_number_parameters     425
_oxford_refine_ls_R_factor_ref   0.0343
_refine_ls_wR_factor_ref         0.0349
_refine_ls_goodness_of_fit_ref   1.1052
_refine_ls_shift/su_max          0.0025274
_refine_ls_shift/su_mean         0.0000855


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        5438
_refine_ls_R_factor_all          0.0356
_refine_ls_wR_factor_all         0.0353

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5274
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_gt          0.0350

# 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: 
 4.47 0.145 2.52 
;

# 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 0.49763(10) 0.25653(8) 0.56271(5) 0.0230 1.0000 Uani . . . . . .
C2 C 0.36596(11) 0.22261(9) 0.52997(6) 0.0348 1.0000 Uani . . . . . .
C3 C 0.38249(11) 0.17539(9) 0.56698(6) 0.0331 1.0000 Uani . . . . . .
C4 C 0.51194(9) 0.16418(7) 0.62655(5) 0.0216 1.0000 Uani . . . . . .
C5 C 0.53143(9) 0.16540(7) 0.67496(5) 0.0191 1.0000 Uani . . . . . .
C6 C 0.56207(9) 0.10596(7) 0.64358(5) 0.0200 1.0000 Uani . . . . . .
C7 C 0.60397(11) 0.00686(8) 0.58849(5) 0.0261 1.0000 Uani . . . . . .
C8 C 0.50924(12) -0.01966(10) 0.57509(6) 0.0424 1.0000 Uani . . . . . .
C9 C 0.64510(12) 0.05779(9) 0.55039(6) 0.0372 1.0000 Uani . . . . . .
C10 C 0.65080(11) 0.00562(8) 0.67913(5) 0.0311 1.0000 Uani . . . . . .
C11 C 0.75092(12) -0.00852(10) 0.66802(6) 0.0392 1.0000 Uani . . . . . .
C12 C 0.59909(14) -0.06487(10) 0.69274(7) 0.0467 1.0000 Uani . . . . . .
C13 C 0.46473(9) 0.26204(8) 0.72400(5) 0.0231 1.0000 Uani . . . . . .
C14 C 0.36817(10) 0.24490(9) 0.70724(6) 0.0330 1.0000 Uani . . . . . .
C15 C 0.50605(12) 0.32957(8) 0.69916(6) 0.0337 1.0000 Uani . . . . . .
C16 C 0.56994(10) 0.15966(8) 0.76064(5) 0.0263 1.0000 Uani . . . . . .
C17 C 0.50449(14) 0.10643(10) 0.78497(6) 0.0463 1.0000 Uani . . . . . .
C18 C 0.60961(13) 0.21639(10) 0.79575(6) 0.0400 1.0000 Uani . . . . . .
C19 C 0.44907(10) 0.33453(8) 0.49389(5) 0.0259 1.0000 Uani . . . . . .
C20 C 0.51721(11) 0.32993(9) 0.45854(5) 0.0292 1.0000 Uani . . . . . .
C21 C 0.52856(11) 0.39183(9) 0.42847(5) 0.0303 1.0000 Uani . . . . . .
C22 C 0.47324(11) 0.45430(8) 0.43260(5) 0.0283 1.0000 Uani . . . . . .
C23 C 0.40566(11) 0.45527(8) 0.46812(5) 0.0296 1.0000 Uani . . . . . .
C24 C 0.39199(10) 0.39573(8) 0.49975(5) 0.0276 1.0000 Uani . . . . . .
C25 C 0.57385(13) 0.26067(10) 0.45146(6) 0.0437 1.0000 Uani . . . . . .
C26 C 0.48606(13) 0.51983(9) 0.39884(6) 0.0382 1.0000 Uani . . . . . .
C27 C 0.31857(11) 0.39822(10) 0.53833(6) 0.0368 1.0000 Uani . . . . . .
C28 C 0.79173(11) 0.23115(9) 0.63993(6) 0.0349 1.0000 Uani . . . . . .
C29 C 0.27946(12) -0.06327(10) 0.67074(6) 0.0381 1.0000 Uani . . . . . .
N1 N 0.43825(8) 0.27239(7) 0.52767(4) 0.0259 1.0000 Uani . . . . . .
N2 N 0.46593(8) 0.19733(6) 0.58696(4) 0.0228 1.0000 Uani . . . . . .
N3 N 0.52565(8) 0.19593(6) 0.71776(4) 0.0207 1.0000 Uani . . . . . .
N4 N 0.60467(8) 0.04333(6) 0.63753(4) 0.0229 1.0000 Uani . . . . . .
O1 O 0.66866(8) 0.32473(6) 0.61256(4) 0.0398 1.0000 Uani . . . . . .
O2 O 0.82161(8) 0.33556(6) 0.57840(4) 0.0394 1.0000 Uani . . . . . .
O3 O 0.72139(7) 0.23453(6) 0.55397(4) 0.0335 1.0000 Uani . . . . . .
O4 O 0.24147(10) 0.05864(7) 0.71412(5) 0.0591 1.0000 Uani . . . . . .
O5 O 0.38742(9) 0.04843(7) 0.67455(5) 0.0559 1.0000 Uani . . . . . .
O6 O 0.25133(12) 0.05974(9) 0.62601(6) 0.0712 1.0000 Uani . . . . . .
S1 S 0.74608(2) 0.288289(19) 0.590712(12) 0.0252 1.0000 Uani . . . . . .
S2 S 0.29076(3) 0.03770(2) 0.671484(15) 0.0332 1.0000 Uani . . . . . .
F1 F 0.81895(11) 0.27156(7) 0.67697(4) 0.0807 1.0000 Uani . . . . . .
F2 F 0.86146(9) 0.19077(9) 0.62474(5) 0.0878 1.0000 Uani . . . . . .
F3 F 0.73035(7) 0.18403(6) 0.65749(4) 0.0510 1.0000 Uani . . . . . .
F4 F 0.19223(8) -0.08385(7) 0.66686(5) 0.0651 1.0000 Uani . . . . . .
F5 F 0.31097(9) -0.09354(6) 0.71144(4) 0.0629 1.0000 Uani . . . . . .
F6 F 0.32230(9) -0.09412(6) 0.63342(4) 0.0630 1.0000 Uani . . . . . .
H11 H 0.5544 0.2830 0.5695 0.0288 1.0000 Uiso R . . . . .
H21 H 0.3150 0.2234 0.5078 0.0416 1.0000 Uiso R . . . . .
H31 H 0.3461 0.1351 0.5792 0.0400 1.0000 Uiso R . . . . .
H71 H 0.6433 -0.0380 0.5914 0.0326 1.0000 Uiso R . . . . .
H81 H 0.4838 -0.0506 0.6015 0.0650 1.0000 Uiso R . . . . .
H82 H 0.4704 0.0231 0.5699 0.0658 1.0000 Uiso R . . . . .
H83 H 0.5116 -0.0473 0.5443 0.0649 1.0000 Uiso R . . . . .
H92 H 0.7063 0.0747 0.5604 0.0573 1.0000 Uiso R . . . . .
H93 H 0.6055 0.1014 0.5453 0.0575 1.0000 Uiso R . . . . .
H91 H 0.6490 0.0307 0.5199 0.0565 1.0000 Uiso R . . . . .
H113 H 0.7804 0.0371 0.6568 0.0591 1.0000 Uiso R . . . . .
H111 H 0.7809 -0.0254 0.6980 0.0591 1.0000 Uiso R . . . . .
H112 H 0.7581 -0.0474 0.6428 0.0589 1.0000 Uiso R . . . . .
H121 H 0.5354 -0.0525 0.7003 0.0713 1.0000 Uiso R . . . . .
H122 H 0.6274 -0.0868 0.7208 0.0705 1.0000 Uiso R . . . . .
H123 H 0.6023 -0.1003 0.6653 0.0703 1.0000 Uiso R . . . . .
H131 H 0.4612 0.2706 0.7597 0.0271 1.0000 Uiso R . . . . .
H142 H 0.3462 0.1982 0.7214 0.0507 1.0000 Uiso R . . . . .
H141 H 0.3280 0.2862 0.7164 0.0496 1.0000 Uiso R . . . . .
H143 H 0.3682 0.2402 0.6720 0.0500 1.0000 Uiso R . . . . .
H151 H 0.5683 0.3376 0.7121 0.0515 1.0000 Uiso R . . . . .
H153 H 0.4674 0.3722 0.7058 0.0507 1.0000 Uiso R . . . . .
H152 H 0.5091 0.3215 0.6640 0.0511 1.0000 Uiso R . . . . .
H171 H 0.4815 0.0711 0.7603 0.0709 1.0000 Uiso R . . . . .
H172 H 0.5369 0.0805 0.8111 0.0712 1.0000 Uiso R . . . . .
H173 H 0.4537 0.1340 0.7987 0.0706 1.0000 Uiso R . . . . .
H182 H 0.6465 0.2522 0.7771 0.0626 1.0000 Uiso R . . . . .
H183 H 0.6474 0.1896 0.8180 0.0613 1.0000 Uiso R . . . . .
H181 H 0.5606 0.2412 0.8135 0.0616 1.0000 Uiso R . . . . .
H211 H 0.5761 0.3907 0.4043 0.0371 1.0000 Uiso R . . . . .
H231 H 0.3670 0.4996 0.4717 0.0370 1.0000 Uiso R . . . . .
H252 H 0.6120 0.2677 0.4228 0.0663 1.0000 Uiso R . . . . .
H253 H 0.6127 0.2528 0.4796 0.0664 1.0000 Uiso R . . . . .
H251 H 0.5338 0.2178 0.4464 0.0667 1.0000 Uiso R . . . . .
H261 H 0.4714 0.5656 0.4155 0.0603 1.0000 Uiso R . . . . .
H263 H 0.5495 0.5222 0.3869 0.0599 1.0000 Uiso R . . . . .
H262 H 0.4474 0.5146 0.3712 0.0595 1.0000 Uiso R . . . . .
H272 H 0.3401 0.3767 0.5686 0.0566 1.0000 Uiso R . . . . .
H271 H 0.3009 0.4492 0.5435 0.0575 1.0000 Uiso R . . . . .
H273 H 0.2649 0.3706 0.5275 0.0571 1.0000 Uiso R . . . . .
H101 H 0.6482 0.0376 0.7057 0.0372 1.0000 Uiso R . . . . .
H161 H 0.6185 0.1315 0.7488 0.0315 1.0000 Uiso R . . . . .

_refine_ls_extinction_coef       119(15)
_refine_ls_extinction_method     'Larson (1970), Equation 22'

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 . N1 . 1.3261(18) yes
C1 . N2 . 1.3370(18) yes
C1 . H11 . 0.975 no
C2 . C3 . 1.345(2) yes
C2 . N1 . 1.386(2) yes
C2 . H21 . 0.961 no
C3 . N2 . 1.3940(19) yes
C3 . H31 . 0.958 no
C4 . C5 . 1.3581(19) yes
C4 . C6 . 1.360(2) yes
C4 . N2 . 1.4090(18) yes
C5 . C6 . 1.4426(19) yes
C5 . N3 . 1.2983(17) yes
C6 . N4 . 1.2965(18) yes
C7 . C8 . 1.510(2) yes
C7 . C9 . 1.513(2) yes
C7 . N4 . 1.4959(18) yes
C7 . H71 . 0.993 no
C8 . H81 . 0.985 no
C8 . H82 . 0.966 no
C8 . H83 . 0.980 no
C9 . H92 . 0.984 no
C9 . H93 . 0.984 no
C9 . H91 . 0.971 no
C10 . C11 . 1.516(2) yes
C10 . C12 . 1.521(2) yes
C10 . N4 . 1.4883(18) yes
C10 . H101 . 0.930 no
C11 . H113 . 0.976 no
C11 . H111 . 0.980 no
C11 . H112 . 0.989 no
C12 . H121 . 0.979 no
C12 . H122 . 0.958 no
C12 . H123 . 0.988 no
C13 . C14 . 1.516(2) yes
C13 . C15 . 1.517(2) yes
C13 . N3 . 1.4941(17) yes
C13 . H131 . 0.992 no
C14 . H142 . 0.979 no
C14 . H141 . 0.979 no
C14 . H143 . 0.971 no
C15 . H151 . 0.988 no
C15 . H153 . 0.969 no
C15 . H152 . 0.976 no
C16 . C17 . 1.508(2) yes
C16 . C18 . 1.517(2) yes
C16 . N3 . 1.4921(17) yes
C16 . H161 . 0.930 no
C17 . H171 . 0.988 no
C17 . H172 . 0.977 no
C17 . H173 . 0.968 no
C18 . H182 . 0.983 no
C18 . H183 . 0.953 no
C18 . H181 . 0.974 no
C19 . C20 . 1.392(2) yes
C19 . C24 . 1.389(2) yes
C19 . N1 . 1.4591(18) yes
C20 . C21 . 1.394(2) yes
C20 . C25 . 1.507(2) yes
C21 . C22 . 1.388(2) yes
C21 . H211 . 0.961 no
C22 . C23 . 1.387(2) yes
C22 . C26 . 1.509(2) yes
C23 . C24 . 1.392(2) yes
C23 . H231 . 0.981 no
C24 . C27 . 1.508(2) yes
C25 . H252 . 0.973 no
C25 . H253 . 0.968 no
C25 . H251 . 0.977 no
C26 . H261 . 0.964 no
C26 . H263 . 0.985 no
C26 . H262 . 0.951 no
C27 . H272 . 0.969 no
C27 . H271 . 0.962 no
C27 . H273 . 0.974 no
C28 . S1 . 1.8222(17) yes
C28 . F1 . 1.311(2) yes
C28 . F2 . 1.318(2) yes
C28 . F3 . 1.3241(18) yes
C29 . S2 . 1.8213(18) yes
C29 . F4 . 1.332(2) yes
C29 . F5 . 1.324(2) yes
C29 . F6 . 1.321(2) yes
O1 . S1 . 1.4381(12) yes
O2 . S1 . 1.4332(11) yes
O3 . S1 . 1.4416(11) yes
O4 . S2 . 1.4240(13) yes
O5 . S2 . 1.4285(13) yes
O6 . S2 . 1.4299(15) yes
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
N1 . C1 . N2 . 107.73(12) yes
N1 . C1 . H11 . 126.2 no
N2 . C1 . H11 . 126.0 no
C3 . C2 . N1 . 107.72(13) yes
C3 . C2 . H21 . 128.7 no
N1 . C2 . H21 . 123.5 no
C2 . C3 . N2 . 106.00(13) yes
C2 . C3 . H31 . 129.8 no
N2 . C3 . H31 . 124.2 no
C5 . C4 . C6 . 64.12(10) yes
C5 . C4 . N2 . 147.84(13) yes
C6 . C4 . N2 . 147.88(13) yes
C4 . C5 . C6 . 58.00(9) yes
C4 . C5 . N3 . 151.29(13) yes
C6 . C5 . N3 . 150.70(13) yes
C5 . C6 . C4 . 57.89(9) yes
C5 . C6 . N4 . 150.19(13) yes
C4 . C6 . N4 . 151.91(13) yes
C8 . C7 . C9 . 112.76(14) yes
C8 . C7 . N4 . 111.31(12) yes
C9 . C7 . N4 . 110.69(12) yes
C8 . C7 . H71 . 107.1 no
C9 . C7 . H71 . 108.4 no
N4 . C7 . H71 . 106.2 no
C7 . C8 . H81 . 110.2 no
C7 . C8 . H82 . 108.9 no
H81 . C8 . H82 . 109.7 no
C7 . C8 . H83 . 109.7 no
H81 . C8 . H83 . 111.1 no
H82 . C8 . H83 . 107.2 no
C7 . C9 . H92 . 110.8 no
C7 . C9 . H93 . 110.2 no
H92 . C9 . H93 . 109.2 no
C7 . C9 . H91 . 108.4 no
H92 . C9 . H91 . 110.0 no
H93 . C9 . H91 . 108.3 no
C11 . C10 . C12 . 112.93(13) yes
C11 . C10 . N4 . 111.07(13) yes
C12 . C10 . N4 . 109.98(14) yes
C11 . C10 . H101 . 107.5 no
C12 . C10 . H101 . 107.5 no
N4 . C10 . H101 . 107.5 no
C10 . C11 . H113 . 110.4 no
C10 . C11 . H111 . 108.4 no
H113 . C11 . H111 . 109.1 no
C10 . C11 . H112 . 111.2 no
H113 . C11 . H112 . 108.9 no
H111 . C11 . H112 . 108.8 no
C10 . C12 . H121 . 109.6 no
C10 . C12 . H122 . 109.0 no
H121 . C12 . H122 . 109.6 no
C10 . C12 . H123 . 109.0 no
H121 . C12 . H123 . 110.6 no
H122 . C12 . H123 . 109.0 no
C14 . C13 . C15 . 113.39(13) yes
C14 . C13 . N3 . 111.02(11) yes
C15 . C13 . N3 . 110.29(11) yes
C14 . C13 . H131 . 106.4 no
C15 . C13 . H131 . 109.9 no
N3 . C13 . H131 . 105.5 no
C13 . C14 . H142 . 111.1 no
C13 . C14 . H141 . 109.0 no
H142 . C14 . H141 . 110.5 no
C13 . C14 . H143 . 108.6 no
H142 . C14 . H143 . 108.8 no
H141 . C14 . H143 . 108.8 no
C13 . C15 . H151 . 108.8 no
C13 . C15 . H153 . 108.4 no
H151 . C15 . H153 . 110.7 no
C13 . C15 . H152 . 110.1 no
H151 . C15 . H152 . 109.6 no
H153 . C15 . H152 . 109.2 no
C17 . C16 . C18 . 112.78(13) yes
C17 . C16 . N3 . 110.50(13) yes
C18 . C16 . N3 . 111.89(12) yes
C17 . C16 . H161 . 107.1 no
C18 . C16 . H161 . 107.1 no
N3 . C16 . H161 . 107.1 no
C16 . C17 . H171 . 108.7 no
C16 . C17 . H172 . 108.6 no
H171 . C17 . H172 . 111.2 no
C16 . C17 . H173 . 109.6 no
H171 . C17 . H173 . 109.5 no
H172 . C17 . H173 . 109.3 no
C16 . C18 . H182 . 108.7 no
C16 . C18 . H183 . 106.7 no
H182 . C18 . H183 . 110.2 no
C16 . C18 . H181 . 110.1 no
H182 . C18 . H181 . 111.3 no
H183 . C18 . H181 . 109.8 no
C20 . C19 . C24 . 123.85(13) yes
C20 . C19 . N1 . 118.31(13) yes
C24 . C19 . N1 . 117.82(13) yes
C19 . C20 . C21 . 116.73(14) yes
C19 . C20 . C25 . 122.12(14) yes
C21 . C20 . C25 . 121.11(14) yes
C20 . C21 . C22 . 121.81(14) yes
C20 . C21 . H211 . 118.6 no
C22 . C21 . H211 . 119.6 no
C21 . C22 . C23 . 118.84(13) yes
C21 . C22 . C26 . 120.54(14) yes
C23 . C22 . C26 . 120.61(14) yes
C22 . C23 . C24 . 122.03(14) yes
C22 . C23 . H231 . 119.3 no
C24 . C23 . H231 . 118.6 no
C23 . C24 . C19 . 116.72(14) yes
C23 . C24 . C27 . 121.13(14) yes
C19 . C24 . C27 . 122.15(13) yes
C20 . C25 . H252 . 108.2 no
C20 . C25 . H253 . 109.8 no
H252 . C25 . H253 . 109.1 no
C20 . C25 . H251 . 109.9 no
H252 . C25 . H251 . 109.3 no
H253 . C25 . H251 . 110.5 no
C22 . C26 . H261 . 110.2 no
C22 . C26 . H263 . 110.8 no
H261 . C26 . H263 . 109.3 no
C22 . C26 . H262 . 109.8 no
H261 . C26 . H262 . 109.4 no
H263 . C26 . H262 . 107.4 no
C24 . C27 . H272 . 111.0 no
C24 . C27 . H271 . 108.8 no
H272 . C27 . H271 . 109.9 no
C24 . C27 . H273 . 110.2 no
H272 . C27 . H273 . 108.6 no
H271 . C27 . H273 . 108.2 no
S1 . C28 . F1 . 111.93(12) yes
S1 . C28 . F2 . 111.03(12) yes
F1 . C28 . F2 . 108.35(15) yes
S1 . C28 . F3 . 112.41(11) yes
F1 . C28 . F3 . 106.12(14) yes
F2 . C28 . F3 . 106.69(15) yes
S2 . C29 . F4 . 111.35(12) yes
S2 . C29 . F5 . 111.57(12) yes
F4 . C29 . F5 . 106.64(14) yes
S2 . C29 . F6 . 112.54(12) yes
F4 . C29 . F6 . 105.99(15) yes
F5 . C29 . F6 . 108.41(15) yes
C19 . N1 . C2 . 127.24(12) yes
C19 . N1 . C1 . 123.62(12) yes
C2 . N1 . C1 . 109.12(12) yes
C4 . N2 . C3 . 126.94(12) yes
C4 . N2 . C1 . 123.63(12) yes
C3 . N2 . C1 . 109.42(12) yes
C13 . N3 . C16 . 121.02(10) yes
C13 . N3 . C5 . 118.56(11) yes
C16 . N3 . C5 . 120.00(11) yes
C7 . N4 . C10 . 119.54(11) yes
C7 . N4 . C6 . 119.46(12) yes
C10 . N4 . C6 . 120.95(11) yes
C28 . S1 . O3 . 103.42(7) yes
C28 . S1 . O1 . 103.65(7) yes
O3 . S1 . O1 . 113.52(7) yes
C28 . S1 . O2 . 103.07(7) yes
O3 . S1 . O2 . 115.15(7) yes
O1 . S1 . O2 . 115.77(7) yes
C29 . S2 . O6 . 103.26(9) yes
C29 . S2 . O5 . 102.98(8) yes
O6 . S2 . O5 . 114.37(10) yes
C29 . S2 . O4 . 103.08(8) yes
O6 . S2 . O4 . 116.05(10) yes
O5 . S2 . O4 . 114.61(9) yes
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
C1 . H11 . O1 . 158 0.97 2.18 3.101(2) yes
C2 . H21 . O2 4_456 123 0.96 2.59 3.217(2) yes
C2 . H21 . O3 4_456 158 0.96 2.31 3.218(2) yes
C3 . H31 . O6 . 164 0.96 2.32 3.257(2) yes
C7 . H71 . O2 3_645 154 0.99 2.35 3.275(2) yes
C16 . H161 . O4 8_556 135 0.93 2.44 3.171(2) 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_I_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1973005'
loop_
_audit_author_name
_audit_author_address
'Carine Duhayon'
;LCC CNRS
France
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-02-11 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                   8.9948(3)
_cell_length_b                   12.5902(4)
_cell_length_c                   17.7787(6)
_cell_angle_alpha                78.6427(16)
_cell_angle_beta                 82.2769(15)
_cell_angle_gamma                88.4754(15)
_cell_volume                     1956.04(11)

_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'
Pd -0.9988 1.0072 19.3319 0.6987 15.5017 7.9893 5.2954 25.2052 0.6058 76.8986
5.2659 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 '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            2

_chemical_formula_sum            'C31.50 H47 Cl2 F3 N4 O3 Pd1 S1'
_chemical_formula_moiety         'C30 H46 Cl N4 Pd, C F3 O3 S, 0.5(C H2 Cl2)'
_chemical_compound_source        ?
_chemical_formula_weight         796.11


_cell_measurement_reflns_used    9146
_cell_measurement_theta_min      2
_cell_measurement_theta_max      28
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.180
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_max          0.250

_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             822
_exptl_absorpt_coefficient_mu    0.713

# Sheldrick geometric approximatio 0.88 0.88 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.88
_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            93723
_reflns_number_total             9731
_diffrn_reflns_av_R_equivalents  0.033
# Number of reflections without Friedels Law is 19429 
# Number of reflections with Friedels Law is 9731 
# Theoretical number of reflections is about 9779 


_diffrn_reflns_theta_min         1.178
_diffrn_reflns_theta_max         28.355
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        28.355
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_reflns_limit_h_min              -11
_reflns_limit_h_max              12
_reflns_limit_k_min              -16
_reflns_limit_k_max              16
_reflns_limit_l_min              0
_reflns_limit_l_max              23

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

_refine_diff_density_min         -1.16
_refine_diff_density_max         1.29


# 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         9178
_refine_ls_number_restraints     18
_refine_ls_number_parameters     427
_oxford_refine_ls_R_factor_ref   0.0511
_refine_ls_wR_factor_ref         0.0600
_refine_ls_goodness_of_fit_ref   1.0354
_refine_ls_shift/su_max          0.0023850
_refine_ls_shift/su_mean         0.0000439


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        9710
_refine_ls_R_factor_all          0.0533
_refine_ls_wR_factor_all         0.0615

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                9320
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_gt          0.0602

# 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: 
 1.11 0.818 0.593 
;

# 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
Pd1 Pd 0.518859(18) 0.559878(14) 0.809338(11) 0.0242 1.0000 Uani . . . . . .
Cl1 Cl 0.69229(6) 0.67709(5) 0.84287(4) 0.0296 1.0000 Uani . . . . . .
Cl2 Cl 0.8685(4) 0.4153(3) 0.45722(12) 0.0906 0.5000 Uani . . . . . .
Cl3 Cl 0.6903(3) 0.3206(3) 0.59882(15) 0.0847 0.5000 Uani . . . . . .
C1 C 0.3343(2) 0.65875(19) 0.80442(12) 0.0205 1.0000 Uani . . . . . .
C2 C 0.0910(3) 0.7165(2) 0.81906(15) 0.0280 1.0000 Uani . . . . . .
C3 C 0.1746(3) 0.8050(2) 0.78754(15) 0.0283 1.0000 Uani . . . . . .
C4 C 0.4480(3) 0.83585(19) 0.75563(13) 0.0222 1.0000 Uani . . . . . .
C5 C 0.5419(3) 0.90558(18) 0.77515(12) 0.0205 1.0000 Uani . . . . . .
C6 C 0.5753(3) 0.86362(19) 0.70569(13) 0.0237 1.0000 Uani . . . . . .
C7 C 0.6173(4) 0.7975(3) 0.58554(16) 0.0435 1.0000 Uani . . . . . .
C8 C 0.4607(5) 0.8302(5) 0.5702(2) 0.0701 1.0000 Uani . . . . . .
C9 C 0.6399(6) 0.6768(4) 0.6084(2) 0.0659 1.0000 Uani . . . . . .
C10 C 0.8139(3) 0.9127(3) 0.62641(17) 0.0389 1.0000 Uani . . . . . .
C11 C 0.9428(4) 0.8380(3) 0.60719(19) 0.0451 1.0000 Uani . . . . . .
C12 C 0.8050(5) 1.0142(3) 0.5672(2) 0.0534 1.0000 Uani . . . . . .
C13 C 0.4815(3) 0.9614(2) 0.89812(14) 0.0282 1.0000 Uani . . . . . .
C14 C 0.3357(4) 1.0212(4) 0.8865(2) 0.0531 1.0000 Uani . . . . . .
C15 C 0.4555(4) 0.8463(3) 0.94337(16) 0.0400 1.0000 Uani . . . . . .
C16 C 0.7204(3) 1.0270(2) 0.80570(15) 0.0298 1.0000 Uani . . . . . .
C17 C 0.8311(3) 0.9752(3) 0.8593(2) 0.0430 1.0000 Uani . . . . . .
C18 C 0.6924(4) 1.1456(2) 0.80894(19) 0.0422 1.0000 Uani . . . . . .
C19 C 0.1432(2) 0.51997(19) 0.86320(14) 0.0228 1.0000 Uani . . . . . .
C20 C 0.0739(3) 0.4609(2) 0.81890(15) 0.0277 1.0000 Uani . . . . . .
C21 C 0.0358(3) 0.3539(2) 0.85116(16) 0.0299 1.0000 Uani . . . . . .
C22 C 0.0621(3) 0.3070(2) 0.92603(16) 0.0281 1.0000 Uani . . . . . .
C23 C 0.1319(3) 0.3683(2) 0.96823(15) 0.0276 1.0000 Uani . . . . . .
C24 C 0.1738(3) 0.4759(2) 0.93780(14) 0.0240 1.0000 Uani . . . . . .
C25 C 0.0455(4) 0.5100(3) 0.73816(17) 0.0421 1.0000 Uani . . . . . .
C26 C 0.0125(4) 0.1922(2) 0.9610(2) 0.0402 1.0000 Uani . . . . . .
C27 C 0.2502(3) 0.5403(2) 0.98468(15) 0.0290 1.0000 Uani . . . . . .
C28 C 0.4347(4) 0.4249(3) 0.7735(3) 0.0523 1.0000 Uani . . . . . .
C29 C 0.5335(10) 0.3876(6) 0.8199(8) 0.0642 0.4500 Uani . . . . . .
C290 C 0.5879(7) 0.4190(5) 0.7662(5) 0.0492 0.5500 Uani . . . . . .
C30 C 0.6725(4) 0.4237(3) 0.8178(4) 0.0679 1.0000 Uani . . . . . .
C33 C 0.8672(11) 0.3514(8) 0.5519(4) 0.0609 0.5000 Uani . . . . . .
C31 C 0.3141(6) 0.1997(5) 0.6592(3) 0.0495 0.6500 Uani D . . . . .
C32 C 0.2478(15) 0.2281(12) 0.6679(7) 0.0802 0.3500 Uani D . . . . .
N1 N 0.1892(2) 0.62916(17) 0.82928(11) 0.0226 1.0000 Uani . . . . . .
N2 N 0.3230(2) 0.76862(17) 0.77889(11) 0.0225 1.0000 Uani . . . . . .
N3 N 0.5781(2) 0.96424(16) 0.82280(11) 0.0229 1.0000 Uani . . . . . .
N4 N 0.6654(3) 0.8554(2) 0.64356(12) 0.0313 1.0000 Uani . . . . . .
O1 O 0.1076(5) 0.0509(4) 0.7179(2) 0.0893 1.0000 Uani . . . . . .
O2 O 0.1253(5) 0.1395(4) 0.5841(2) 0.0831 1.0000 Uani . . . . . .
O3 O 0.0346(6) 0.2335(4) 0.6901(2) 0.0627 0.6500 Uani . . . . . .
O4 O 0.322(2) 0.0404(18) 0.6622(11) 0.1371 0.3500 Uani . . . . . .
S1 S 0.12612(16) 0.14776(10) 0.66243(7) 0.0401 0.6500 Uani D . . . . .
S2 S 0.1981(2) 0.09711(15) 0.65683(10) 0.0302 0.3500 Uani D . . . . .
F1 F 0.4136(8) 0.1247(6) 0.6372(4) 0.1109 0.6500 Uani D . . . . .
F2 F 0.3189(9) 0.2977(6) 0.6183(4) 0.1005 0.6500 Uani D . . . . .
F3 F 0.3549(6) 0.2110(5) 0.7236(3) 0.0829 0.6500 Uani D . . . . .
F4 F 0.3618(10) 0.2711(6) 0.6021(5) 0.0585 0.3500 Uani D . . . . .
F5 F 0.2787(13) 0.2206(9) 0.7431(6) 0.0891 0.3500 Uani D . . . . .
F6 F 0.1326(18) 0.2912(13) 0.6709(9) 0.1414 0.3500 Uani D . . . . .
H21 H -0.0110 0.7124 0.8308 0.0337 1.0000 Uiso R . . . . .
H31 H 0.1435 0.8744 0.7739 0.0339 1.0000 Uiso R . . . . .
H71 H 0.6832 0.8223 0.5375 0.0530 1.0000 Uiso R . . . . .
H81 H 0.4503 0.9075 0.5625 0.1048 1.0000 Uiso R . . . . .
H83 H 0.3880 0.7973 0.6129 0.1045 1.0000 Uiso R . . . . .
H82 H 0.4425 0.8071 0.5245 0.1047 1.0000 Uiso R . . . . .
H91 H 0.7423 0.6621 0.6153 0.0988 1.0000 Uiso R . . . . .
H93 H 0.5771 0.6471 0.6551 0.0990 1.0000 Uiso R . . . . .
H92 H 0.6171 0.6437 0.5676 0.0987 1.0000 Uiso R . . . . .
H101 H 0.8314 0.9353 0.6742 0.0482 1.0000 Uiso R . . . . .
H112 H 0.9426 0.7745 0.6490 0.0720 1.0000 Uiso R . . . . .
H111 H 1.0369 0.8760 0.6019 0.0719 1.0000 Uiso R . . . . .
H113 H 0.9334 0.8144 0.5593 0.0718 1.0000 Uiso R . . . . .
H121 H 0.7277 1.0578 0.5875 0.0800 1.0000 Uiso R . . . . .
H123 H 0.8973 1.0532 0.5591 0.0807 1.0000 Uiso R . . . . .
H122 H 0.7824 0.9999 0.5192 0.0809 1.0000 Uiso R . . . . .
H131 H 0.5380 0.9985 0.9280 0.0338 1.0000 Uiso R . . . . .
H142 H 0.3555 1.0958 0.8621 0.0807 1.0000 Uiso R . . . . .
H141 H 0.2760 1.0185 0.9361 0.0809 1.0000 Uiso R . . . . .
H143 H 0.2812 0.9866 0.8552 0.0808 1.0000 Uiso R . . . . .
H152 H 0.5500 0.8109 0.9497 0.0609 1.0000 Uiso R . . . . .
H151 H 0.4025 0.8487 0.9932 0.0607 1.0000 Uiso R . . . . .
H153 H 0.3969 0.8070 0.9167 0.0608 1.0000 Uiso R . . . . .
H161 H 0.7621 1.0229 0.7527 0.0359 1.0000 Uiso R . . . . .
H171 H 0.8429 0.9007 0.8571 0.0648 1.0000 Uiso R . . . . .
H172 H 0.7943 0.9817 0.9115 0.0648 1.0000 Uiso R . . . . .
H173 H 0.9250 1.0114 0.8444 0.0648 1.0000 Uiso R . . . . .
H182 H 0.6187 1.1730 0.7764 0.0647 1.0000 Uiso R . . . . .
H181 H 0.6599 1.1538 0.8609 0.0649 1.0000 Uiso R . . . . .
H183 H 0.7855 1.1829 0.7901 0.0648 1.0000 Uiso R . . . . .
H211 H -0.0069 0.3131 0.8216 0.0357 1.0000 Uiso R . . . . .
H231 H 0.1521 0.3368 1.0176 0.0329 1.0000 Uiso R . . . . .
H251 H 0.0226 0.4544 0.7129 0.0624 1.0000 Uiso R . . . . .
H253 H -0.0370 0.5606 0.7390 0.0628 1.0000 Uiso R . . . . .
H252 H 0.1325 0.5474 0.7102 0.0628 1.0000 Uiso R . . . . .
H261 H 0.0693 0.1609 1.0019 0.0613 1.0000 Uiso R . . . . .
H263 H -0.0906 0.1897 0.9814 0.0616 1.0000 Uiso R . . . . .
H262 H 0.0274 0.1482 0.9224 0.0610 1.0000 Uiso R . . . . .
H271 H 0.2067 0.6110 0.9810 0.0439 1.0000 Uiso R . . . . .
H272 H 0.2378 0.5053 1.0377 0.0441 1.0000 Uiso R . . . . .
H273 H 0.3542 0.5484 0.9665 0.0441 1.0000 Uiso R . . . . .
H332 H 0.9090 0.4010 0.5760 0.0700 0.5000 Uiso R . . . . .
H331 H 0.9258 0.2878 0.5544 0.0699 0.5000 Uiso R . . . . .
H291 H 0.4907 0.3470 0.8707 0.0830 0.4500 Uiso R . . . . .
H2901 H 0.6382 0.4357 0.7136 0.0611 0.5500 Uiso R . . . . .
H283 H 0.3386 0.3920 0.7811 0.0672 0.4500 Uiso R . . . . .
H284 H 0.4396 0.4715 0.7179 0.0500 0.4500 Uiso R . . . . .
H282 H 0.3707 0.4405 0.7365 0.0500 0.5500 Uiso R . . . . .
H281 H 0.3682 0.3855 0.8254 0.0500 0.5500 Uiso R . . . . .
H302 H 0.7212 0.4094 0.8630 0.0848 0.4500 Uiso R . . . . .
H303 H 0.7755 0.4421 0.8034 0.0848 0.5500 Uiso R . . . . .
H301 H 0.7227 0.4639 0.7708 0.0848 0.4500 Uiso R . . . . .
H304 H 0.6317 0.4084 0.8709 0.0848 0.5500 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
Pd1 . Cl1 . 2.3844(6) yes
Pd1 . C1 . 2.049(2) yes
Pd1 . C28 . 2.120(3) yes
Pd1 . C29 . 2.142(7) yes
Pd1 . C290 . 2.114(5) yes
Pd1 . C30 . 2.168(3) yes
Cl2 . C33 . 1.715(7) yes
Cl3 . C33 . 1.711(9) yes
C1 . N1 . 1.358(3) yes
C1 . N2 . 1.374(3) yes
C2 . C3 . 1.344(4) yes
C2 . N1 . 1.391(3) yes
C2 . H21 . 0.914 no
C3 . N2 . 1.398(3) yes
C3 . H31 . 0.907 no
C4 . C5 . 1.358(3) yes
C4 . C6 . 1.360(3) yes
C4 . N2 . 1.392(3) yes
C5 . C6 . 1.429(3) yes
C5 . N3 . 1.305(3) yes
C6 . N4 . 1.299(3) yes
C7 . C8 . 1.502(6) yes
C7 . C9 . 1.509(6) yes
C7 . N4 . 1.489(3) yes
C7 . H71 . 0.973 no
C8 . H81 . 0.959 no
C8 . H83 . 0.966 no
C8 . H82 . 0.951 no
C9 . H91 . 0.954 no
C9 . H93 . 0.955 no
C9 . H92 . 0.951 no
C10 . C11 . 1.520(5) yes
C10 . C12 . 1.496(5) yes
C10 . N4 . 1.500(3) yes
C10 . H101 . 0.980 no
C11 . H112 . 0.979 no
C11 . H111 . 0.967 no
C11 . H113 . 0.971 no
C12 . H121 . 0.952 no
C12 . H123 . 0.956 no
C12 . H122 . 0.954 no
C13 . C14 . 1.513(4) yes
C13 . C15 . 1.520(4) yes
C13 . N3 . 1.490(3) yes
C13 . H131 . 0.970 no
C14 . H142 . 0.965 no
C14 . H141 . 0.963 no
C14 . H143 . 0.959 no
C15 . H152 . 0.959 no
C15 . H151 . 0.953 no
C15 . H153 . 0.960 no
C16 . C17 . 1.516(5) yes
C16 . C18 . 1.519(4) yes
C16 . N3 . 1.487(3) yes
C16 . H161 . 0.976 no
C17 . H171 . 0.949 no
C17 . H172 . 0.960 no
C17 . H173 . 0.951 no
C18 . H182 . 0.952 no
C18 . H181 . 0.955 no
C18 . H183 . 0.958 no
C19 . C20 . 1.397(3) yes
C19 . C24 . 1.394(3) yes
C19 . N1 . 1.436(3) yes
C20 . C21 . 1.388(4) yes
C20 . C25 . 1.499(4) yes
C21 . C22 . 1.394(4) yes
C21 . H211 . 0.927 no
C22 . C23 . 1.391(4) yes
C22 . C26 . 1.511(4) yes
C23 . C24 . 1.397(3) yes
C23 . H231 . 0.929 no
C24 . C27 . 1.508(3) yes
C25 . H251 . 0.943 no
C25 . H253 . 0.966 no
C25 . H252 . 0.950 no
C26 . H261 . 0.959 no
C26 . H263 . 0.948 no
C26 . H262 . 0.957 no
C27 . H271 . 0.957 no
C27 . H272 . 0.952 no
C27 . H273 . 0.950 no
C28 . C29 . 1.309(13) yes
C28 . C290 . 1.368(7) yes
C28 . H283 . 0.950 no
C28 . H284 . 1.040 no
C28 . H282 . 0.920 no
C28 . H281 . 1.070 no
C29 . C30 . 1.335(10) yes
C29 . H291 . 0.980 no
C290 . C30 . 1.279(9) yes
C290 . H2901 . 0.969 no
C30 . H302 . 0.950 no
C30 . H303 . 0.950 no
C30 . H301 . 0.950 no
C30 . H304 . 0.950 no
C33 . H332 . 0.936 no
C33 . H331 . 0.945 no
C31 . S1 . 1.819(6) yes
C31 . F1 . 1.361(9) yes
C31 . F2 . 1.302(9) yes
C31 . F3 . 1.283(7) yes
C32 . S2 . 1.775(15) yes
C32 . F4 . 1.474(13) yes
C32 . F5 . 1.387(14) yes
C32 . F6 . 1.290(15) yes
O1 . S1 . 1.407(5) yes
O1 . S2 . 1.311(5) yes
O2 . S1 . 1.419(4) yes
O2 . S2 . 1.524(4) yes
O3 . S1 . 1.462(6) yes
O4 . S2 . 1.31(2) yes
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
Cl1 . Pd1 . C1 . 100.00(6) yes
Cl1 . Pd1 . C28 . 159.96(9) yes
C1 . Pd1 . C28 . 99.68(12) yes
Cl1 . Pd1 . C29 . 127.6(3) yes
C1 . Pd1 . C29 . 129.5(2) yes
C28 . Pd1 . C29 . 35.8(3) yes
Cl1 . Pd1 . C290 . 122.35(18) yes
C1 . Pd1 . C290 . 135.1(2) yes
C28 . Pd1 . C290 . 37.7(2) yes
C29 . Pd1 . C290 . 27.8(4) yes
Cl1 . Pd1 . C30 . 93.51(10) yes
C1 . Pd1 . C30 . 165.63(12) yes
C28 . Pd1 . C30 . 67.28(14) yes
C29 . Pd1 . C30 . 36.1(3) yes
C290 . Pd1 . C30 . 34.7(2) yes
Pd1 . C1 . N1 . 126.86(17) yes
Pd1 . C1 . N2 . 130.65(16) yes
N1 . C1 . N2 . 102.46(19) yes
C3 . C2 . N1 . 107.0(2) yes
C3 . C2 . H21 . 127.7 no
N1 . C2 . H21 . 125.3 no
C2 . C3 . N2 . 105.8(2) yes
C2 . C3 . H31 . 128.3 no
N2 . C3 . H31 . 125.9 no
C5 . C4 . C6 . 63.47(16) yes
C5 . C4 . N2 . 147.1(2) yes
C6 . C4 . N2 . 148.4(2) yes
C4 . C5 . C6 . 58.33(16) yes
C4 . C5 . N3 . 151.0(2) yes
C6 . C5 . N3 . 150.6(2) yes
C5 . C6 . C4 . 58.20(16) yes
C5 . C6 . N4 . 150.2(2) yes
C4 . C6 . N4 . 151.5(2) yes
C8 . C7 . C9 . 114.3(4) yes
C8 . C7 . N4 . 110.4(3) yes
C9 . C7 . N4 . 111.2(3) yes
C8 . C7 . H71 . 106.9 no
C9 . C7 . H71 . 107.2 no
N4 . C7 . H71 . 106.4 no
C7 . C8 . H81 . 110.3 no
C7 . C8 . H83 . 110.8 no
H81 . C8 . H83 . 109.1 no
C7 . C8 . H82 . 108.4 no
H81 . C8 . H82 . 108.8 no
H83 . C8 . H82 . 109.4 no
C7 . C9 . H91 . 109.6 no
C7 . C9 . H93 . 111.4 no
H91 . C9 . H93 . 109.3 no
C7 . C9 . H92 . 108.5 no
H91 . C9 . H92 . 108.4 no
H93 . C9 . H92 . 109.5 no
C11 . C10 . C12 . 114.6(3) yes
C11 . C10 . N4 . 112.2(3) yes
C12 . C10 . N4 . 110.0(3) yes
C11 . C10 . H101 . 106.4 no
C12 . C10 . H101 . 106.5 no
N4 . C10 . H101 . 106.6 no
C10 . C11 . H112 . 109.7 no
C10 . C11 . H111 . 109.4 no
H112 . C11 . H111 . 108.7 no
C10 . C11 . H113 . 110.4 no
H112 . C11 . H113 . 109.2 no
H111 . C11 . H113 . 109.4 no
C10 . C12 . H121 . 107.3 no
C10 . C12 . H123 . 109.8 no
H121 . C12 . H123 . 108.2 no
C10 . C12 . H122 . 112.2 no
H121 . C12 . H122 . 109.3 no
H123 . C12 . H122 . 109.9 no
C14 . C13 . C15 . 112.0(3) yes
C14 . C13 . N3 . 111.0(2) yes
C15 . C13 . N3 . 111.8(2) yes
C14 . C13 . H131 . 109.0 no
C15 . C13 . H131 . 106.9 no
N3 . C13 . H131 . 105.7 no
C13 . C14 . H142 . 110.2 no
C13 . C14 . H141 . 109.2 no
H142 . C14 . H141 . 109.3 no
C13 . C14 . H143 . 109.4 no
H142 . C14 . H143 . 110.2 no
H141 . C14 . H143 . 108.7 no
C13 . C15 . H152 . 109.8 no
C13 . C15 . H151 . 108.9 no
H152 . C15 . H151 . 108.9 no
C13 . C15 . H153 . 109.9 no
H152 . C15 . H153 . 110.2 no
H151 . C15 . H153 . 109.1 no
C17 . C16 . C18 . 112.3(2) yes
C17 . C16 . N3 . 110.2(2) yes
C18 . C16 . N3 . 111.4(2) yes
C17 . C16 . H161 . 108.3 no
C18 . C16 . H161 . 107.7 no
N3 . C16 . H161 . 106.5 no
C16 . C17 . H171 . 109.9 no
C16 . C17 . H172 . 109.6 no
H171 . C17 . H172 . 108.9 no
C16 . C17 . H173 . 109.5 no
H171 . C17 . H173 . 110.0 no
H172 . C17 . H173 . 108.8 no
C16 . C18 . H182 . 108.9 no
C16 . C18 . H181 . 110.5 no
H182 . C18 . H181 . 110.5 no
C16 . C18 . H183 . 107.0 no
H182 . C18 . H183 . 110.0 no
H181 . C18 . H183 . 109.9 no
C20 . C19 . C24 . 122.6(2) yes
C20 . C19 . N1 . 118.4(2) yes
C24 . C19 . N1 . 119.0(2) yes
C19 . C20 . C21 . 117.9(2) yes
C19 . C20 . C25 . 121.2(2) yes
C21 . C20 . C25 . 120.9(2) yes
C20 . C21 . C22 . 121.5(2) yes
C20 . C21 . H211 . 118.7 no
C22 . C21 . H211 . 119.8 no
C21 . C22 . C23 . 118.9(2) yes
C21 . C22 . C26 . 120.3(3) yes
C23 . C22 . C26 . 120.8(2) yes
C22 . C23 . C24 . 121.6(2) yes
C22 . C23 . H231 . 119.2 no
C24 . C23 . H231 . 119.2 no
C23 . C24 . C19 . 117.6(2) yes
C23 . C24 . C27 . 120.4(2) yes
C19 . C24 . C27 . 122.0(2) yes
C20 . C25 . H251 . 109.1 no
C20 . C25 . H253 . 110.6 no
H251 . C25 . H253 . 109.4 no
C20 . C25 . H252 . 110.0 no
H251 . C25 . H252 . 109.0 no
H253 . C25 . H252 . 108.7 no
C22 . C26 . H261 . 111.1 no
C22 . C26 . H263 . 111.0 no
H261 . C26 . H263 . 108.4 no
C22 . C26 . H262 . 110.0 no
H261 . C26 . H262 . 107.8 no
H263 . C26 . H262 . 108.3 no
C24 . C27 . H271 . 110.0 no
C24 . C27 . H272 . 110.2 no
H271 . C27 . H272 . 108.3 no
C24 . C27 . H273 . 111.2 no
H271 . C27 . H273 . 108.1 no
H272 . C27 . H273 . 109.0 no
Pd1 . C28 . C29 . 73.0(4) yes
Pd1 . C28 . C290 . 70.9(3) yes
Pd1 . C28 . H283 . 133.4 no
C29 . C28 . H283 . 119.9 no
C290 . C28 . H283 . 151.6 no
Pd1 . C28 . H284 . 88.4 no
C29 . C28 . H284 . 135.1 no
C290 . C28 . H284 . 90.7 no
H283 . C28 . H284 . 102.7 no
Pd1 . C28 . H282 . 115.9 no
C29 . C28 . H282 . 169.5 no
C290 . C28 . H282 . 130.8 no
Pd1 . C28 . H281 . 101.5 no
C29 . C28 . H281 . 76.0 no
C290 . C28 . H281 . 120.5 no
H284 . C28 . H281 . 148.7 no
H282 . C28 . H281 . 106.2 no
Pd1 . C29 . C28 . 71.2(4) yes
Pd1 . C29 . C30 . 73.0(4) yes
C28 . C29 . C30 . 127.9(9) yes
Pd1 . C29 . H291 . 113.9 no
C28 . C29 . H291 . 114.7 no
C30 . C29 . H291 . 113.9 no
C28 . C290 . Pd1 . 71.4(3) yes
C28 . C290 . C30 . 127.7(6) yes
Pd1 . C290 . C30 . 75.0(3) yes
C28 . C290 . H2901 . 115.1 no
Pd1 . C290 . H2901 . 112.4 no
C30 . C290 . H2901 . 114.3 no
Pd1 . C30 . C29 . 70.9(4) yes
Pd1 . C30 . C290 . 70.3(3) yes
C29 . C30 . C290 . 45.9(6) yes
Pd1 . C30 . H302 . 115.6 no
C29 . C30 . H302 . 120.4 no
C290 . C30 . H302 . 164.3 no
Pd1 . C30 . H303 . 115.2 no
C29 . C30 . H303 . 164.1 no
C290 . C30 . H303 . 120.5 no
H302 . C30 . H303 . 71.5 no
Pd1 . C30 . H301 . 83.9 no
C29 . C30 . H301 . 119.6 no
C290 . C30 . H301 . 74.3 no
H302 . C30 . H301 . 120.0 no
H303 . C30 . H301 . 49.8 no
Pd1 . C30 . H304 . 84.9 no
C29 . C30 . H304 . 74.2 no
C290 . C30 . H304 . 119.5 no
H303 . C30 . H304 . 120.0 no
H301 . C30 . H304 . 157.7 no
Cl2 . C33 . Cl3 . 113.0(6) yes
Cl2 . C33 . H332 . 105.6 no
Cl3 . C33 . H332 . 107.9 no
Cl2 . C33 . H331 . 109.9 no
Cl3 . C33 . H331 . 109.8 no
H332 . C33 . H331 . 110.5 no
S1 . C31 . F1 . 107.7(4) yes
S1 . C31 . F2 . 107.3(5) yes
F1 . C31 . F2 . 119.1(6) yes
S1 . C31 . F3 . 117.2(5) yes
F1 . C31 . F3 . 102.1(5) yes
F2 . C31 . F3 . 104.0(6) yes
S2 . C32 . F4 . 107.1(8) yes
S2 . C32 . F5 . 108.0(9) yes
F4 . C32 . F5 . 120.1(10) yes
S2 . C32 . F6 . 111.7(10) yes
F4 . C32 . F6 . 111.4(11) yes
F5 . C32 . F6 . 98.4(11) yes
C19 . N1 . C2 . 124.06(19) yes
C19 . N1 . C1 . 123.5(2) yes
C2 . N1 . C1 . 112.5(2) yes
C3 . N2 . C4 . 124.7(2) yes
C3 . N2 . C1 . 112.33(19) yes
C4 . N2 . C1 . 122.63(19) yes
C13 . N3 . C16 . 119.51(19) yes
C13 . N3 . C5 . 119.5(2) yes
C16 . N3 . C5 . 120.83(19) yes
C10 . N4 . C7 . 119.3(2) yes
C10 . N4 . C6 . 120.0(2) yes
C7 . N4 . C6 . 120.5(2) yes
C31 . S1 . O3 . 101.1(3) yes
C31 . S1 . O2 . 101.2(3) yes
O3 . S1 . O2 . 117.0(3) yes
C31 . S1 . O1 . 108.9(3) yes
O3 . S1 . O1 . 109.9(3) yes
O2 . S1 . O1 . 116.8(3) yes
C32 . S2 . O2 . 93.9(4) yes
C32 . S2 . O4 . 104.4(10) yes
O2 . S2 . O4 . 127.5(8) yes
C32 . S2 . O1 . 109.5(5) yes
O2 . S2 . O1 . 116.0(3) yes
O4 . S2 . O1 . 103.5(9) yes
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
C3 . H31 . O1 1_565 167 0.91 2.28 3.174(6) yes
C7 . H71 . O2 2_666 172 0.97 2.55 3.515(6) yes
C12 . H123 . O2 1_665 162 0.96 2.48 3.397(6) yes
C17 . H173 . O1 1_665 134 0.95 2.57 3.304(6) yes
C33 . H331 . O2 1_655 164 0.94 2.58 3.503(6) yes
C28 . H283 . C20 . 133 0.95 2.56 3.279(6) 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_I_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1973006'
loop_
_audit_author_name
_audit_author_address
'Carine Duhayon'
;LCC CNRS
France
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-02-11 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                   15.1363(8)
_cell_length_b                   8.9448(4)
_cell_length_c                   26.1314(13)
_cell_angle_alpha                90
_cell_angle_beta                 103.7629(15)
_cell_angle_gamma                90
_cell_volume                     3436.4(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n '
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,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'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Au -2.0133 8.8022 16.8819 0.4611 18.5913 8.6216 25.5582 1.4826 5.8600 36.3956
12.0658 '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'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4


_chemical_formula_sum            'C28 H41 Au1 Cl1 F3 N4 O3 S1'
_chemical_formula_moiety         'C27 H41 Au Cl N4, C F3 O3 S'
_chemical_compound_source        ?
_chemical_formula_weight         803.14


_cell_measurement_reflns_used    9949
_cell_measurement_theta_min      2
_cell_measurement_theta_max      30
_cell_measurement_temperature    100

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.080
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_max          0.180

_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1600
_exptl_absorpt_coefficient_mu    4.468

# Sheldrick geometric approximatio 0.56 0.70 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.46
_exptl_absorpt_correction_T_max  0.70
_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            131524
_reflns_number_total             9683
_diffrn_reflns_av_R_equivalents  0.033
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 9683 
# Theoretical number of reflections is about 19435 


_diffrn_reflns_theta_min         1.426
_diffrn_reflns_theta_max         29.661
_diffrn_measured_fraction_theta_max 0.995

_diffrn_reflns_theta_full        29.661
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_reflns_limit_h_min              -21
_reflns_limit_h_max              20
_reflns_limit_k_min              0
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              36

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

_refine_diff_density_min         -0.78
_refine_diff_density_max         1.02


# 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         9128
_refine_ls_number_restraints     0
_refine_ls_number_parameters     370
_oxford_refine_ls_R_factor_ref   0.0168
_refine_ls_wR_factor_ref         0.0199
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0035930
_refine_ls_shift/su_mean         0.0000573


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        9665
_refine_ls_R_factor_all          0.0192
_refine_ls_wR_factor_all         0.0228

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                9336
_refine_ls_R_factor_gt           0.0179
_refine_ls_wR_factor_gt          0.0212

# 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

# WARNING. The IUCr will not accept pure Unit Weights for F-squared refinements 
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Quasi-Unit weights 
 W = 1.0 or 1./4Fsq 
;

# 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
O1 O 0.06778(12) 0.5271(2) 0.57401(7) 0.0293 1.0000 Uani . . . . . .
O2 O 0.01721(11) 0.5692(2) 0.65468(6) 0.0269 1.0000 Uani . . . . . .
O3 O 0.05025(11) 0.78040(18) 0.60366(6) 0.0242 1.0000 Uani . . . . . .
N1 N 0.19598(11) 0.89502(19) 0.48764(6) 0.0148 1.0000 Uani . . . . . .
N2 N 0.13842(11) 0.76479(19) 0.41925(6) 0.0148 1.0000 Uani . . . . . .
N3 N 0.20069(11) 0.49951(18) 0.32645(6) 0.0146 1.0000 Uani . . . . . .
N4 N -0.00057(11) 0.74628(19) 0.28212(6) 0.0153 1.0000 Uani . . . . . .
C1 C 0.20005(12) 0.8748(2) 0.43729(7) 0.0132 1.0000 Uani . . . . . .
C2 C 0.13259(14) 0.7995(2) 0.50120(8) 0.0187 1.0000 Uani . . . . . .
C3 C 0.09602(14) 0.7168(2) 0.45855(8) 0.0186 1.0000 Uani . . . . . .
C4 C 0.12292(13) 0.7077(2) 0.36816(7) 0.0144 1.0000 Uani . . . . . .
C5 C 0.06953(13) 0.7015(2) 0.31798(7) 0.0136 1.0000 Uani . . . . . .
C6 C 0.14702(13) 0.6065(2) 0.33500(7) 0.0136 1.0000 Uani . . . . . .
C7 C 0.26656(14) 0.4322(2) 0.37226(8) 0.0204 1.0000 Uani . . . . . .
C8 C 0.22012(18) 0.3818(3) 0.41480(9) 0.0311 1.0000 Uani . . . . . .
C9 C 0.34563(17) 0.5385(3) 0.39255(12) 0.0372 1.0000 Uani . . . . . .
C10 C 0.18633(14) 0.4317(2) 0.27307(8) 0.0185 1.0000 Uani . . . . . .
C11 C 0.12748(16) 0.2935(3) 0.26917(10) 0.0282 1.0000 Uani . . . . . .
C12 C 0.27655(15) 0.3996(3) 0.25894(9) 0.0234 1.0000 Uani . . . . . .
C13 C -0.05908(14) 0.8686(2) 0.29503(8) 0.0186 1.0000 Uani . . . . . .
C14 C -0.01240(19) 1.0173(3) 0.29395(10) 0.0305 1.0000 Uani . . . . . .
C15 C -0.08443(17) 0.8420(3) 0.34735(10) 0.0278 1.0000 Uani . . . . . .
C16 C -0.02539(13) 0.6744(2) 0.22910(7) 0.0174 1.0000 Uani . . . . . .
C17 C -0.10711(16) 0.5726(3) 0.22458(9) 0.0252 1.0000 Uani . . . . . .
C18 C -0.03961(15) 0.7911(3) 0.18560(8) 0.0219 1.0000 Uani . . . . . .
C19 C 0.25044(13) 1.0028(2) 0.52271(7) 0.0156 1.0000 Uani . . . . . .
C20 C 0.34153(14) 0.9695(3) 0.54479(8) 0.0204 1.0000 Uani . . . . . .
C21 C 0.39149(15) 1.0759(3) 0.57868(9) 0.0270 1.0000 Uani . . . . . .
C22 C 0.35274(16) 1.2078(3) 0.59062(9) 0.0283 1.0000 Uani . . . . . .
C23 C 0.26188(15) 1.2363(3) 0.56778(9) 0.0241 1.0000 Uani . . . . . .
C24 C 0.20861(13) 1.1345(2) 0.53333(8) 0.0179 1.0000 Uani . . . . . .
C25 C 0.38480(17) 0.8268(3) 0.53295(10) 0.0295 1.0000 Uani . . . . . .
C26 C 0.4085(2) 1.3197(4) 0.62853(13) 0.0467 1.0000 Uani . . . . . .
C27 C 0.10994(15) 1.1663(3) 0.50884(10) 0.0269 1.0000 Uani . . . . . .
C28 C 0.18394(15) 0.6268(3) 0.65487(9) 0.0275 1.0000 Uani . . . . . .
Au1 Au 0.281301(5) 0.973211(8) 0.398816(3) 0.0108 1.0000 Uani . . . . . .
Cl1 Cl 0.37969(3) 1.08226(6) 0.356651(19) 0.0187 1.0000 Uani . . . . . .
S1 S 0.06567(3) 0.62552(6) 0.617450(19) 0.0166 1.0000 Uani . . . . . .
F1 F 0.21464(11) 0.4902(2) 0.66997(7) 0.0443 1.0000 Uani . . . . . .
F2 F 0.23806(10) 0.6834(2) 0.62610(7) 0.0459 1.0000 Uani . . . . . .
F3 F 0.19471(11) 0.7095(2) 0.69839(6) 0.0403 1.0000 Uani . . . . . .
H21 H 0.1204 0.7978 0.5354 0.0221 1.0000 Uiso R . . . . .
H31 H 0.0524 0.6417 0.4543 0.0222 1.0000 Uiso R . . . . .
H71 H 0.2884 0.3413 0.3582 0.0246 1.0000 Uiso R . . . . .
H82 H 0.2591 0.3181 0.4403 0.0465 1.0000 Uiso R . . . . .
H81 H 0.2055 0.4679 0.4333 0.0470 1.0000 Uiso R . . . . .
H83 H 0.1650 0.3264 0.3994 0.0476 1.0000 Uiso R . . . . .
H93 H 0.3910 0.4901 0.4203 0.0553 1.0000 Uiso R . . . . .
H91 H 0.3228 0.6252 0.4065 0.0558 1.0000 Uiso R . . . . .
H92 H 0.3733 0.5684 0.3640 0.0561 1.0000 Uiso R . . . . .
H101 H 0.1531 0.5068 0.2478 0.0225 1.0000 Uiso R . . . . .
H111 H 0.1154 0.2519 0.2336 0.0441 1.0000 Uiso R . . . . .
H113 H 0.1575 0.2174 0.2936 0.0442 1.0000 Uiso R . . . . .
H112 H 0.0699 0.3173 0.2774 0.0435 1.0000 Uiso R . . . . .
H122 H 0.2637 0.3759 0.2226 0.0362 1.0000 Uiso R . . . . .
H121 H 0.3162 0.4863 0.2658 0.0357 1.0000 Uiso R . . . . .
H123 H 0.3070 0.3151 0.2786 0.0356 1.0000 Uiso R . . . . .
H131 H -0.1156 0.8657 0.2671 0.0231 1.0000 Uiso R . . . . .
H142 H -0.0496 1.0973 0.3008 0.0462 1.0000 Uiso R . . . . .
H143 H 0.0480 1.0176 0.3197 0.0469 1.0000 Uiso R . . . . .
H141 H -0.0028 1.0325 0.2591 0.0466 1.0000 Uiso R . . . . .
H151 H -0.1316 0.9104 0.3516 0.0414 1.0000 Uiso R . . . . .
H153 H -0.0321 0.8594 0.3762 0.0416 1.0000 Uiso R . . . . .
H152 H -0.1064 0.7394 0.3495 0.0419 1.0000 Uiso R . . . . .
H161 H 0.0262 0.6122 0.2263 0.0207 1.0000 Uiso R . . . . .
H171 H -0.1247 0.5283 0.1898 0.0387 1.0000 Uiso R . . . . .
H172 H -0.1593 0.6298 0.2301 0.0372 1.0000 Uiso R . . . . .
H173 H -0.0928 0.4928 0.2507 0.0378 1.0000 Uiso R . . . . .
H182 H -0.0513 0.7405 0.1524 0.0336 1.0000 Uiso R . . . . .
H183 H -0.0913 0.8526 0.1872 0.0338 1.0000 Uiso R . . . . .
H181 H 0.0144 0.8504 0.1888 0.0339 1.0000 Uiso R . . . . .
H211 H 0.4543 1.0566 0.5938 0.0321 1.0000 Uiso R . . . . .
H231 H 0.2338 1.3278 0.5748 0.0290 1.0000 Uiso R . . . . .
H252 H 0.4463 0.8157 0.5545 0.0448 1.0000 Uiso R . . . . .
H253 H 0.3485 0.7412 0.5392 0.0445 1.0000 Uiso R . . . . .
H251 H 0.3863 0.8234 0.4967 0.0450 1.0000 Uiso R . . . . .
H261 H 0.4076 1.4142 0.6115 0.0721 1.0000 Uiso R . . . . .
H263 H 0.3805 1.3333 0.6582 0.0720 1.0000 Uiso R . . . . .
H262 H 0.4718 1.2886 0.6406 0.0712 1.0000 Uiso R . . . . .
H272 H 0.0961 1.2677 0.5157 0.0400 1.0000 Uiso R . . . . .
H271 H 0.0721 1.0999 0.5244 0.0396 1.0000 Uiso R . . . . .
H273 H 0.0957 1.1505 0.4713 0.0397 1.0000 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
O1 . S1 . 1.4430(17) yes
O2 . S1 . 1.4413(16) yes
O3 . S1 . 1.4366(17) yes
N1 . C1 . 1.344(2) yes
N1 . C2 . 1.392(2) yes
N1 . C19 . 1.445(2) yes
N2 . C1 . 1.360(2) yes
N2 . C3 . 1.402(2) yes
N2 . C4 . 1.396(2) yes
N3 . C6 . 1.309(2) yes
N3 . C7 . 1.491(2) yes
N3 . C10 . 1.489(2) yes
N4 . C5 . 1.300(2) yes
N4 . C13 . 1.496(2) yes
N4 . C16 . 1.492(2) yes
C1 . Au1 . 1.9716(19) yes
C2 . C3 . 1.342(3) yes
C2 . H21 . 0.955 no
C3 . H31 . 0.929 no
C4 . C5 . 1.368(3) yes
C4 . C6 . 1.361(3) yes
C5 . C6 . 1.431(3) yes
C7 . C8 . 1.518(3) yes
C7 . C9 . 1.522(3) yes
C7 . H71 . 0.980 no
C8 . H82 . 0.965 no
C8 . H81 . 0.963 no
C8 . H83 . 0.971 no
C9 . H93 . 0.973 no
C9 . H91 . 0.956 no
C9 . H92 . 0.975 no
C10 . C11 . 1.513(3) yes
C10 . C12 . 1.525(3) yes
C10 . H101 . 0.991 no
C11 . H111 . 0.976 no
C11 . H113 . 0.969 no
C11 . H112 . 0.970 no
C12 . H122 . 0.947 no
C12 . H121 . 0.971 no
C12 . H123 . 0.967 no
C13 . C14 . 1.509(3) yes
C13 . C15 . 1.524(3) yes
C13 . H131 . 0.983 no
C14 . H142 . 0.954 no
C14 . H143 . 0.998 no
C14 . H141 . 0.965 no
C15 . H151 . 0.966 no
C15 . H153 . 0.968 no
C15 . H152 . 0.982 no
C16 . C17 . 1.518(3) yes
C16 . C18 . 1.521(3) yes
C16 . H161 . 0.975 no
C17 . H171 . 0.968 no
C17 . H172 . 0.981 no
C17 . H173 . 0.975 no
C18 . H182 . 0.956 no
C18 . H183 . 0.965 no
C18 . H181 . 0.961 no
C19 . C20 . 1.394(3) yes
C19 . C24 . 1.397(3) yes
C20 . C21 . 1.394(3) yes
C20 . C25 . 1.500(3) yes
C21 . C22 . 1.386(4) yes
C21 . H211 . 0.954 no
C22 . C23 . 1.386(3) yes
C22 . C26 . 1.516(3) yes
C23 . C24 . 1.395(3) yes
C23 . H231 . 0.959 no
C24 . C27 . 1.505(3) yes
C25 . H252 . 0.971 no
C25 . H253 . 0.979 no
C25 . H251 . 0.954 no
C26 . H261 . 0.954 no
C26 . H263 . 0.975 no
C26 . H262 . 0.976 no
C27 . H272 . 0.957 no
C27 . H271 . 0.980 no
C27 . H273 . 0.964 no
C28 . S1 . 1.824(2) yes
C28 . F1 . 1.333(3) yes
C28 . F2 . 1.336(3) yes
C28 . F3 . 1.333(3) yes
Au1 . Cl1 . 2.2724(5) yes
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
C1 . N1 . C2 . 111.17(16) yes
C1 . N1 . C19 . 123.96(16) yes
C2 . N1 . C19 . 124.87(16) yes
C1 . N2 . C3 . 111.31(16) yes
C1 . N2 . C4 . 122.76(16) yes
C3 . N2 . C4 . 125.91(17) yes
C6 . N3 . C7 . 118.84(16) yes
C6 . N3 . C10 . 119.98(16) yes
C7 . N3 . C10 . 120.56(16) yes
C5 . N4 . C13 . 119.23(16) yes
C5 . N4 . C16 . 121.20(16) yes
C13 . N4 . C16 . 119.53(15) yes
N2 . C1 . N1 . 104.44(16) yes
N2 . C1 . Au1 . 127.29(13) yes
N1 . C1 . Au1 . 128.20(14) yes
N1 . C2 . C3 . 107.46(17) yes
N1 . C2 . H21 . 123.1 no
C3 . C2 . H21 . 129.5 no
N2 . C3 . C2 . 105.62(17) yes
N2 . C3 . H31 . 124.7 no
C2 . C3 . H31 . 129.7 no
N2 . C4 . C5 . 149.10(19) yes
N2 . C4 . C6 . 147.38(19) yes
C5 . C4 . C6 . 63.22(14) yes
C4 . C5 . N4 . 150.77(19) yes
C4 . C5 . C6 . 58.17(13) yes
N4 . C5 . C6 . 151.04(18) yes
C5 . C6 . C4 . 58.61(13) yes
C5 . C6 . N3 . 151.35(18) yes
C4 . C6 . N3 . 150.02(19) yes
N3 . C7 . C8 . 111.73(17) yes
N3 . C7 . C9 . 110.34(19) yes
C8 . C7 . C9 . 113.1(2) yes
N3 . C7 . H71 . 104.7 no
C8 . C7 . H71 . 106.5 no
C9 . C7 . H71 . 110.0 no
C7 . C8 . H82 . 111.6 no
C7 . C8 . H81 . 109.4 no
H82 . C8 . H81 . 107.5 no
C7 . C8 . H83 . 110.5 no
H82 . C8 . H83 . 108.0 no
H81 . C8 . H83 . 109.8 no
C7 . C9 . H93 . 109.8 no
C7 . C9 . H91 . 108.3 no
H93 . C9 . H91 . 109.3 no
C7 . C9 . H92 . 110.5 no
H93 . C9 . H92 . 109.7 no
H91 . C9 . H92 . 109.2 no
N3 . C10 . C11 . 110.38(17) yes
N3 . C10 . C12 . 111.36(17) yes
C11 . C10 . C12 . 112.13(18) yes
N3 . C10 . H101 . 106.6 no
C11 . C10 . H101 . 108.2 no
C12 . C10 . H101 . 108.0 no
C10 . C11 . H111 . 110.5 no
C10 . C11 . H113 . 110.7 no
H111 . C11 . H113 . 108.1 no
C10 . C11 . H112 . 110.6 no
H111 . C11 . H112 . 108.7 no
H113 . C11 . H112 . 108.2 no
C10 . C12 . H122 . 107.6 no
C10 . C12 . H121 . 110.7 no
H122 . C12 . H121 . 109.5 no
C10 . C12 . H123 . 111.0 no
H122 . C12 . H123 . 108.5 no
H121 . C12 . H123 . 109.3 no
N4 . C13 . C14 . 109.59(17) yes
N4 . C13 . C15 . 112.16(17) yes
C14 . C13 . C15 . 111.92(19) yes
N4 . C13 . H131 . 105.7 no
C14 . C13 . H131 . 109.7 no
C15 . C13 . H131 . 107.5 no
C13 . C14 . H142 . 110.9 no
C13 . C14 . H143 . 110.4 no
H142 . C14 . H143 . 111.0 no
C13 . C14 . H141 . 108.5 no
H142 . C14 . H141 . 107.4 no
H143 . C14 . H141 . 108.4 no
C13 . C15 . H151 . 110.8 no
C13 . C15 . H153 . 109.9 no
H151 . C15 . H153 . 107.4 no
C13 . C15 . H152 . 111.0 no
H151 . C15 . H152 . 108.3 no
H153 . C15 . H152 . 109.3 no
N4 . C16 . C17 . 110.57(16) yes
N4 . C16 . C18 . 110.95(17) yes
C17 . C16 . C18 . 112.71(17) yes
N4 . C16 . H161 . 106.6 no
C17 . C16 . H161 . 107.7 no
C18 . C16 . H161 . 108.0 no
C16 . C17 . H171 . 110.8 no
C16 . C17 . H172 . 110.2 no
H171 . C17 . H172 . 107.5 no
C16 . C17 . H173 . 110.1 no
H171 . C17 . H173 . 108.8 no
H172 . C17 . H173 . 109.3 no
C16 . C18 . H182 . 108.3 no
C16 . C18 . H183 . 109.4 no
H182 . C18 . H183 . 109.4 no
C16 . C18 . H181 . 110.4 no
H182 . C18 . H181 . 108.0 no
H183 . C18 . H181 . 111.3 no
N1 . C19 . C20 . 118.61(18) yes
N1 . C19 . C24 . 118.14(17) yes
C20 . C19 . C24 . 123.25(19) yes
C19 . C20 . C21 . 116.8(2) yes
C19 . C20 . C25 . 122.24(19) yes
C21 . C20 . C25 . 121.0(2) yes
C20 . C21 . C22 . 122.0(2) yes
C20 . C21 . H211 . 118.4 no
C22 . C21 . H211 . 119.6 no
C21 . C22 . C23 . 119.3(2) yes
C21 . C22 . C26 . 120.6(2) yes
C23 . C22 . C26 . 120.1(2) yes
C22 . C23 . C24 . 121.3(2) yes
C22 . C23 . H231 . 120.9 no
C24 . C23 . H231 . 117.8 no
C19 . C24 . C23 . 117.35(19) yes
C19 . C24 . C27 . 121.73(19) yes
C23 . C24 . C27 . 120.9(2) yes
C20 . C25 . H252 . 111.9 no
C20 . C25 . H253 . 109.9 no
H252 . C25 . H253 . 108.8 no
C20 . C25 . H251 . 110.3 no
H252 . C25 . H251 . 109.0 no
H253 . C25 . H251 . 106.8 no
C22 . C26 . H261 . 109.6 no
C22 . C26 . H263 . 108.8 no
H261 . C26 . H263 . 107.4 no
C22 . C26 . H262 . 112.0 no
H261 . C26 . H262 . 107.8 no
H263 . C26 . H262 . 111.1 no
C24 . C27 . H272 . 109.8 no
C24 . C27 . H271 . 109.2 no
H272 . C27 . H271 . 108.8 no
C24 . C27 . H273 . 111.4 no
H272 . C27 . H273 . 108.9 no
H271 . C27 . H273 . 108.8 no
S1 . C28 . F1 . 112.40(17) yes
S1 . C28 . F2 . 110.82(17) yes
F1 . C28 . F2 . 107.2(2) yes
S1 . C28 . F3 . 111.47(16) yes
F1 . C28 . F3 . 107.0(2) yes
F2 . C28 . F3 . 107.6(2) yes
C1 . Au1 . Cl1 . 177.75(5) yes
C28 . S1 . O1 . 102.89(11) yes
C28 . S1 . O2 . 103.44(10) yes
O1 . S1 . O2 . 115.32(11) yes
C28 . S1 . O3 . 102.03(11) yes
O1 . S1 . O3 . 115.08(10) yes
O2 . S1 . O3 . 115.33(10) yes
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
C2 . H21 . O3 . 164 0.95 2.29 3.215(3) yes
C3 . H31 . O1 2_566 168 0.93 2.34 3.260(3) yes
C17 . H173 . O2 2_566 145 0.97 2.53 3.372(3) yes


