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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1821097'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-04-12 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                   26.3056(13)
_cell_length_b                   9.4798(4)
_cell_length_c                   16.1346(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.786(2)
_cell_angle_gamma                90
_cell_volume                     3852.1(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_int_tables_number      14

# 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 .
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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'
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'
Re -1.0185 7.2310 28.7621 1.6719 15.7189 9.0923 14.5564 0.3505 5.4417 52.0861
10.4720 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8
_chemical_formula_moiety         'C15 H14 N3 O6 Re1 S2'

# Given Formula = C15 H15 N3 O1.50 Re1.50 S3 
# Dc =      2.20 Fooo =   2240.00 Mu =     97.68 M =   1273.60
# Found Formula = C15 H14 N3 O6 Re1 S2 
# Dc =      2.01 FOOO =   2240.00 Mu =     65.63 M =   1165.25

_chemical_formula_sum            'C15 H14 N3 O6 Re1 S2'
_chemical_compound_source        ?
_chemical_formula_weight         582.62


_cell_measurement_reflns_used    382
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       bar
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      295
_exptl_crystal_size_min          0.160
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_max          0.430

_exptl_crystal_density_diffrn    2.009
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2240
_exptl_absorpt_coefficient_mu    6.563

# Sheldrick geometric approximatio 0.29 0.35 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.29
_exptl_absorpt_correction_T_max  0.35
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_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_reflns_number            38228
_reflns_number_total             9952
_diffrn_reflns_av_R_equivalents  0.021
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 9952 
# Theoretical number of reflections is about 20501 


_diffrn_reflns_theta_min         0.808
_diffrn_reflns_theta_max         29.008
_diffrn_measured_fraction_theta_max 0.973

_diffrn_reflns_theta_full        25.237
_diffrn_measured_fraction_theta_full 0.986


_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_reflns_limit_h_min              -35
_reflns_limit_h_max              34
_reflns_limit_k_min              0
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              22


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

_refine_diff_density_min         -2.74
_refine_diff_density_max         1.68


# 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 
_refine_ls_number_reflns         6648
_refine_ls_number_restraints     0
_refine_ls_number_parameters     487
_refine_ls_wR_factor_ref         0.0538
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0015482
_refine_ls_shift/su_mean         0.0000254


# The values computed with all filters except I/sigma 
_refine_ls_R_factor_all          0.0741
_refine_ls_wR_factor_all         0.0601

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                6648
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_gt          0.0538


_refine_ls_structure_factor_coef Fsqd
_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: 
 1.93 2.13 0.982 
;

# 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
Re1 Re 0.126795(9) 0.09825(3) 0.633787(14) 0.0338 1.0000 Uani . . . . . .
Re2 Re 0.377082(9) 0.60859(3) 0.522754(15) 0.0304 1.0000 Uani . . . . . .
N1 N 0.20614(19) 0.0782(5) 0.7276(3) 0.0370 1.0000 Uani . . . . . .
N2 N 0.11494(19) 0.2647(5) 0.7220(3) 0.0340 1.0000 Uani . . . . . .
N3 N 0.29570(18) 0.5837(5) 0.5353(3) 0.0372 1.0000 Uani . . . . . .
N4 N 0.38958(19) 0.7715(5) 0.6241(3) 0.0331 1.0000 Uani . . . . . .
N5 N 0.2624(2) 0.2412(7) 0.4413(4) 0.0515 1.0000 Uani . . . . . .
N6 N 0.2421(2) 0.7659(6) 0.2064(4) 0.0511 1.0000 Uani . . . . . .
S1 S 0.17155(6) 0.29786(17) 0.58658(10) 0.0403 1.0000 Uani . . . . . .
S2 S 0.10662(8) 0.4108(2) 0.85054(11) 0.0538 1.0000 Uani . . . . . .
S3 S 0.33348(6) 0.81270(18) 0.43643(10) 0.0418 1.0000 Uani . . . . . .
S4 S 0.40900(7) 0.91422(18) 0.76269(10) 0.0468 1.0000 Uani . . . . . .
C1 C 0.1194(3) 0.0259(8) 0.8722(4) 0.0500 1.0000 Uani . . . . . .
C2 C 0.1033(3) -0.0940(8) 0.9072(4) 0.0530 1.0000 Uani . . . . . .
C3 C 0.0501(3) -0.1092(9) 0.9025(5) 0.0588 1.0000 Uani . . . . . .
C4 C 0.0150(3) -0.0074(10) 0.8629(6) 0.0697 1.0000 Uani . . . . . .
C5 C 0.0312(3) 0.1144(9) 0.8277(5) 0.0600 1.0000 Uani . . . . . .
C6 C 0.0837(2) 0.1305(7) 0.8323(4) 0.0401 1.0000 Uani . . . . . .
C7 C 0.1016(2) 0.2537(7) 0.7933(4) 0.0399 1.0000 Uani . . . . . .
C8 C 0.1271(2) 0.3997(5) 0.7040(4) 0.0289 1.0000 Uani . . . . . .
C9 C 0.1252(3) 0.4897(8) 0.7726(5) 0.0519 1.0000 Uani . . . . . .
C10 C 0.1363(3) 0.4339(7) 0.6222(4) 0.0432 1.0000 Uani . . . . . .
C11 C 0.2353(2) 0.2932(7) 0.6709(4) 0.0413 1.0000 Uani . . . . . .
C12 C 0.2488(2) 0.1403(6) 0.6953(4) 0.0382 1.0000 Uani . . . . . .
C13 C 0.0612(2) 0.1345(7) 0.5502(4) 0.0411 1.0000 Uani . . . . . .
C14 C 0.0947(3) -0.0604(7) 0.6758(4) 0.0440 1.0000 Uani . . . . . .
C15 C 0.1439(3) -0.0328(7) 0.5591(4) 0.0418 1.0000 Uani . . . . . .
C16 C 0.2545(3) 0.6640(7) 0.4704(5) 0.0461 1.0000 Uani . . . . . .
C17 C 0.2710(3) 0.8099(8) 0.4650(5) 0.0490 1.0000 Uani . . . . . .
C18 C 0.3684(2) 0.9420(7) 0.5054(4) 0.0443 1.0000 Uani . . . . . .
C19 C 0.3822(3) 0.9190(7) 0.5992(5) 0.0483 1.0000 Uani . . . . . .
C20 C 0.3898(3) 1.0040(7) 0.6673(4) 0.0438 1.0000 Uani . . . . . .
C21 C 0.4034(2) 0.7583(6) 0.7081(4) 0.0363 1.0000 Uani . . . . . .
C22 C 0.4146(2) 0.6283(6) 0.7585(3) 0.0370 1.0000 Uani . . . . . .
C23 C 0.3728(2) 0.5410(8) 0.7597(4) 0.0438 1.0000 Uani . . . . . .
C24 C 0.3817(2) 0.4123(7) 0.8057(4) 0.0447 1.0000 Uani . . . . . .
C25 C 0.4327(3) 0.3767(8) 0.8527(4) 0.0500 1.0000 Uani . . . . . .
C26 C 0.4748(3) 0.4611(8) 0.8508(5) 0.0535 1.0000 Uani . . . . . .
C27 C 0.4660(3) 0.5884(8) 0.8056(4) 0.0508 1.0000 Uani . . . . . .
C28 C 0.4075(2) 0.4477(7) 0.5940(4) 0.0395 1.0000 Uani . . . . . .
C29 C 0.3630(3) 0.4751(7) 0.4293(4) 0.0407 1.0000 Uani . . . . . .
C30 C 0.4446(2) 0.6438(6) 0.5053(4) 0.0396 1.0000 Uani . . . . . .
O1 O 0.02047(18) 0.1583(5) 0.4989(3) 0.0550 1.0000 Uani . . . . . .
O2 O 0.07644(19) -0.1602(5) 0.6936(3) 0.0545 1.0000 Uani . . . . . .
O3 O 0.15638(19) -0.1128(5) 0.5133(3) 0.0534 1.0000 Uani . . . . . .
O4 O 0.42522(18) 0.3484(5) 0.6291(3) 0.0495 1.0000 Uani . . . . . .
O5 O 0.35513(18) 0.3968(5) 0.3749(3) 0.0476 1.0000 Uani . . . . . .
O6 O 0.48508(18) 0.6675(5) 0.4930(3) 0.0531 1.0000 Uani . . . . . .
O7 O 0.23981(19) 0.3507(5) 0.4149(3) 0.0494 1.0000 Uani . . . . . .
O8 O 0.2920(2) 0.2354(5) 0.5153(3) 0.0559 1.0000 Uani . . . . . .
O9 O 0.2610(2) 0.1422(5) 0.3902(3) 0.0641 1.0000 Uani . . . . . .
O10 O 0.20967(19) 0.7355(5) 0.2441(3) 0.0519 1.0000 Uani . . . . . .
O11 O 0.27542(19) 0.6811(5) 0.1988(4) 0.0625 1.0000 Uani . . . . . .
O12 O 0.24338(19) 0.8836(5) 0.1743(3) 0.0548 1.0000 Uani . . . . . .
H122 H 0.2822 0.1340 0.7414 0.0461 1.0000 Uiso R . . . . .
H121 H 0.2516 0.0879 0.6447 0.0459 1.0000 Uiso R . . . . .
H111 H 0.2629 0.3328 0.6484 0.0501 1.0000 Uiso R . . . . .
H112 H 0.2335 0.3463 0.7217 0.0497 1.0000 Uiso R . . . . .
H31 H 0.2950 0.6075 0.5885 0.0558 1.0000 Uiso R . . . . .
H32 H 0.2861 0.4927 0.5324 0.0560 1.0000 Uiso R . . . . .
H91 H 0.1339 0.5848 0.7738 0.0621 1.0000 Uiso R . . . . .
H51 H 0.0068 0.1832 0.8018 0.0720 1.0000 Uiso R . . . . .
H41 H -0.0206 -0.0190 0.8592 0.0841 1.0000 Uiso R . . . . .
H272 H 0.0382 -0.1880 0.9259 0.0699 1.0000 Uiso R . . . . .
H21 H 0.1273 -0.1627 0.9336 0.0644 1.0000 Uiso R . . . . .
H11 H 0.1548 0.0381 0.8753 0.0602 1.0000 Uiso R . . . . .
H161 H 0.2483 0.6209 0.4135 0.0550 1.0000 Uiso R . . . . .
H162 H 0.2220 0.6624 0.4880 0.0550 1.0000 Uiso R . . . . .
H172 H 0.2438 0.8583 0.4197 0.0589 1.0000 Uiso R . . . . .
H171 H 0.2753 0.8574 0.5204 0.0590 1.0000 Uiso R . . . . .
H181 H 0.4007 0.9535 0.4913 0.0531 1.0000 Uiso R . . . . .
H182 H 0.3489 1.0261 0.4924 0.0532 1.0000 Uiso R . . . . .
H201 H 0.3849 1.1012 0.6628 0.0529 1.0000 Uiso R . . . . .
H231 H 0.3389 0.5689 0.7301 0.0529 1.0000 Uiso R . . . . .
H241 H 0.3533 0.3533 0.8048 0.0539 1.0000 Uiso R . . . . .
H251 H 0.4385 0.2948 0.8854 0.0602 1.0000 Uiso R . . . . .
H261 H 0.5087 0.4333 0.8800 0.0640 1.0000 Uiso R . . . . .
H271 H 0.4946 0.6471 0.8071 0.0609 1.0000 Uiso R . . . . .
H101 H 0.1566 0.5213 0.6288 0.0522 1.0000 Uiso R . . . . .
H102 H 0.1024 0.4436 0.5792 0.0523 1.0000 Uiso R . . . . .
H12 H 0.2134 -0.0118 0.7411 0.0549 1.0000 Uiso R . . . . .
H273 H 0.2063 0.1184 0.7775 0.0551 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
Re1 . N1 . 2.204(5) yes
Re1 . N2 . 2.206(5) yes
Re1 . S1 . 2.4627(16) yes
Re1 . C13 . 1.889(6) yes
Re1 . C14 . 1.940(7) yes
Re1 . C15 . 1.874(6) yes
Re2 . N3 . 2.221(5) yes
Re2 . N4 . 2.204(5) yes
Re2 . S3 . 2.4650(16) yes
Re2 . C28 . 1.938(6) yes
Re2 . C29 . 1.921(6) yes
Re2 . C30 . 1.908(6) yes
N1 . C12 . 1.488(7) yes
N1 . H12 . 0.888 no
N1 . H273 . 0.890 no
N2 . C7 . 1.300(8) yes
N2 . C8 . 1.370(7) yes
N3 . C16 . 1.482(8) yes
N3 . H31 . 0.892 no
N3 . H32 . 0.896 no
N4 . C19 . 1.453(8) yes
N4 . C21 . 1.303(7) yes
N5 . O7 . 1.210(7) yes
N5 . O8 . 1.223(7) yes
N5 . O9 . 1.242(7) yes
N6 . O10 . 1.216(7) yes
N6 . O11 . 1.222(7) yes
N6 . O12 . 1.235(7) yes
S1 . C10 . 1.778(6) yes
S1 . C11 . 1.830(6) yes
S2 . C7 . 1.737(6) yes
S2 . C9 . 1.654(8) yes
S3 . C17 . 1.831(7) yes
S3 . C18 . 1.730(7) yes
S4 . C20 . 1.703(7) yes
S4 . C21 . 1.705(6) yes
C1 . C2 . 1.389(9) yes
C1 . C6 . 1.390(9) yes
C1 . H11 . 0.927 no
C2 . C3 . 1.386(9) yes
C2 . H21 . 0.923 no
C3 . C4 . 1.361(11) yes
C3 . H272 . 0.931 no
C4 . C5 . 1.407(11) yes
C4 . H41 . 0.927 no
C5 . C6 . 1.369(8) yes
C5 . H51 . 0.926 no
C6 . C7 . 1.468(8) yes
C8 . C9 . 1.410(9) yes
C8 . C10 . 1.445(8) yes
C9 . H91 . 0.929 no
C10 . H101 . 0.975 no
C10 . H102 . 0.962 no
C11 . C12 . 1.517(8) yes
C11 . H111 . 0.974 no
C11 . H112 . 0.976 no
C12 . H122 . 0.974 no
C12 . H121 . 0.976 no
C13 . O1 . 1.171(7) yes
C14 . O2 . 1.135(7) yes
C15 . O3 . 1.170(7) yes
C16 . C17 . 1.460(9) yes
C16 . H161 . 0.975 no
C16 . H162 . 0.976 no
C17 . H172 . 0.977 no
C17 . H171 . 0.978 no
C18 . C19 . 1.468(10) yes
C18 . H181 . 0.948 no
C18 . H182 . 0.938 no
C19 . C20 . 1.330(9) yes
C20 . H201 . 0.930 no
C21 . C22 . 1.460(8) yes
C22 . C23 . 1.380(8) yes
C22 . C27 . 1.398(8) yes
C23 . C24 . 1.413(9) yes
C23 . H231 . 0.921 no
C24 . C25 . 1.378(8) yes
C24 . H241 . 0.931 no
C25 . C26 . 1.372(9) yes
C25 . H251 . 0.926 no
C26 . C27 . 1.394(9) yes
C26 . H261 . 0.920 no
C27 . H271 . 0.930 no
C28 . O4 . 1.128(7) yes
C29 . O5 . 1.122(7) yes
C30 . O6 . 1.158(7) 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 . Re1 . N2 . 84.33(18) yes
N1 . Re1 . S1 . 80.56(13) yes
N2 . Re1 . S1 . 79.57(13) yes
N1 . Re1 . C13 . 173.8(2) yes
N2 . Re1 . C13 . 93.4(2) yes
S1 . Re1 . C13 . 93.40(19) yes
N1 . Re1 . C14 . 96.6(2) yes
N2 . Re1 . C14 . 99.9(2) yes
S1 . Re1 . C14 . 177.13(19) yes
C13 . Re1 . C14 . 89.5(3) yes
N1 . Re1 . C15 . 91.6(2) yes
N2 . Re1 . C15 . 173.6(2) yes
S1 . Re1 . C15 . 94.9(2) yes
C13 . Re1 . C15 . 90.1(3) yes
C14 . Re1 . C15 . 85.4(3) yes
N3 . Re2 . N4 . 87.00(18) yes
N3 . Re2 . S3 . 80.30(13) yes
N4 . Re2 . S3 . 79.32(13) yes
N3 . Re2 . C28 . 96.1(2) yes
N4 . Re2 . C28 . 99.4(2) yes
S3 . Re2 . C28 . 176.21(19) yes
N3 . Re2 . C29 . 91.7(2) yes
N4 . Re2 . C29 . 176.2(2) yes
S3 . Re2 . C29 . 96.9(2) yes
C28 . Re2 . C29 . 84.3(3) yes
N3 . Re2 . C30 . 174.9(2) yes
N4 . Re2 . C30 . 92.4(2) yes
S3 . Re2 . C30 . 94.61(19) yes
C28 . Re2 . C30 . 89.0(3) yes
C29 . Re2 . C30 . 88.6(3) yes
Re1 . N1 . C12 . 112.7(3) yes
Re1 . N1 . H12 . 110.1 no
C12 . N1 . H12 . 109.7 no
Re1 . N1 . H273 . 109.9 no
C12 . N1 . H273 . 109.9 no
H12 . N1 . H273 . 104.2 no
Re1 . N2 . C7 . 129.6(4) yes
Re1 . N2 . C8 . 116.5(4) yes
C7 . N2 . C8 . 113.7(5) yes
Re2 . N3 . C16 . 114.1(4) yes
Re2 . N3 . H31 . 110.5 no
C16 . N3 . H31 . 109.6 no
Re2 . N3 . H32 . 111.2 no
C16 . N3 . H32 . 108.7 no
H31 . N3 . H32 . 102.1 no
Re2 . N4 . C19 . 119.3(4) yes
Re2 . N4 . C21 . 129.9(4) yes
C19 . N4 . C21 . 110.8(5) yes
O7 . N5 . O8 . 119.4(6) yes
O7 . N5 . O9 . 119.8(6) yes
O8 . N5 . O9 . 120.2(6) yes
O10 . N6 . O11 . 121.4(6) yes
O10 . N6 . O12 . 122.1(6) yes
O11 . N6 . O12 . 116.5(6) yes
Re1 . S1 . C10 . 96.7(2) yes
Re1 . S1 . C11 . 99.7(2) yes
C10 . S1 . C11 . 103.3(3) yes
C7 . S2 . C9 . 88.7(3) yes
Re2 . S3 . C17 . 98.7(2) yes
Re2 . S3 . C18 . 96.8(2) yes
C17 . S3 . C18 . 101.4(3) yes
C20 . S4 . C21 . 90.4(3) yes
C2 . C1 . C6 . 121.9(6) yes
C2 . C1 . H11 . 120.0 no
C6 . C1 . H11 . 118.1 no
C1 . C2 . C3 . 119.0(7) yes
C1 . C2 . H21 . 121.1 no
C3 . C2 . H21 . 119.9 no
C2 . C3 . C4 . 119.3(7) yes
C2 . C3 . H272 . 120.9 no
C4 . C3 . H272 . 119.8 no
C3 . C4 . C5 . 121.8(7) yes
C3 . C4 . H41 . 118.9 no
C5 . C4 . H41 . 119.3 no
C4 . C5 . C6 . 119.2(7) yes
C4 . C5 . H51 . 120.6 no
C6 . C5 . H51 . 120.2 no
C1 . C6 . C5 . 118.8(6) yes
C1 . C6 . C7 . 120.5(6) yes
C5 . C6 . C7 . 120.7(6) yes
C6 . C7 . S2 . 116.0(4) yes
C6 . C7 . N2 . 130.2(6) yes
S2 . C7 . N2 . 113.8(5) yes
N2 . C8 . C9 . 109.6(6) yes
N2 . C8 . C10 . 120.9(5) yes
C9 . C8 . C10 . 129.4(6) yes
C8 . C9 . S2 . 114.2(5) yes
C8 . C9 . H91 . 122.6 no
S2 . C9 . H91 . 123.2 no
C8 . C10 . S1 . 111.9(4) yes
C8 . C10 . H101 . 108.7 no
S1 . C10 . H101 . 109.3 no
C8 . C10 . H102 . 108.4 no
S1 . C10 . H102 . 107.3 no
H101 . C10 . H102 . 111.2 no
S1 . C11 . C12 . 108.2(4) yes
S1 . C11 . H111 . 109.6 no
C12 . C11 . H111 . 108.8 no
S1 . C11 . H112 . 110.8 no
C12 . C11 . H112 . 109.8 no
H111 . C11 . H112 . 109.7 no
C11 . C12 . N1 . 109.0(5) yes
C11 . C12 . H122 . 110.4 no
N1 . C12 . H122 . 108.3 no
C11 . C12 . H121 . 109.6 no
N1 . C12 . H121 . 109.8 no
H122 . C12 . H121 . 109.8 no
Re1 . C13 . O1 . 179.3(5) yes
Re1 . C14 . O2 . 173.4(6) yes
Re1 . C15 . O3 . 177.6(6) yes
N3 . C16 . C17 . 111.1(5) yes
N3 . C16 . H161 . 109.9 no
C17 . C16 . H161 . 108.2 no
N3 . C16 . H162 . 108.0 no
C17 . C16 . H162 . 109.5 no
H161 . C16 . H162 . 110.2 no
S3 . C17 . C16 . 109.4(5) yes
S3 . C17 . H172 . 108.8 no
C16 . C17 . H172 . 108.9 no
S3 . C17 . H171 . 110.3 no
C16 . C17 . H171 . 109.8 no
H172 . C17 . H171 . 109.6 no
S3 . C18 . C19 . 119.0(4) yes
S3 . C18 . H181 . 105.9 no
C19 . C18 . H181 . 107.0 no
S3 . C18 . H182 . 107.7 no
C19 . C18 . H182 . 108.3 no
H181 . C18 . H182 . 108.6 no
C18 . C19 . N4 . 113.7(6) yes
C18 . C19 . C20 . 134.1(6) yes
N4 . C19 . C20 . 112.2(7) yes
S4 . C20 . C19 . 112.2(5) yes
S4 . C20 . H201 . 124.3 no
C19 . C20 . H201 . 123.5 no
S4 . C21 . N4 . 114.2(5) yes
S4 . C21 . C22 . 118.0(4) yes
N4 . C21 . C22 . 127.7(5) yes
C21 . C22 . C23 . 118.7(6) yes
C21 . C22 . C27 . 122.6(6) yes
C23 . C22 . C27 . 118.6(6) yes
C22 . C23 . C24 . 120.9(6) yes
C22 . C23 . H231 . 118.5 no
C24 . C23 . H231 . 120.6 no
C23 . C24 . C25 . 119.2(6) yes
C23 . C24 . H241 . 120.0 no
C25 . C24 . H241 . 120.8 no
C24 . C25 . C26 . 120.5(6) yes
C24 . C25 . H251 . 119.4 no
C26 . C25 . H251 . 120.1 no
C25 . C26 . C27 . 120.2(6) yes
C25 . C26 . H261 . 119.4 no
C27 . C26 . H261 . 120.3 no
C22 . C27 . C26 . 120.4(6) yes
C22 . C27 . H271 . 120.0 no
C26 . C27 . H271 . 119.6 no
Re2 . C28 . O4 . 174.1(6) yes
Re2 . C29 . O5 . 179.5(6) yes
Re2 . C30 . O6 . 178.3(6) 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
C12 . H122 . O5 4_555 168.74(18) 0.974 2.454 3.415(10) yes
N3 . H31 . O12 4_565 143.35(18) 0.892 2.202 2.966(10) yes
N3 . H32 . O7 . 131.62(16) 0.896 2.357 3.028(10) yes
N3 . H32 . O8 . 158.95(17) 0.896 2.464 3.317(10) yes
C2 . H21 . O3 4_545 155.43(19) 0.923 2.489 3.350(10) yes
C1 . H11 . O7 4_555 156.9(2) 0.927 2.386 3.259(10) yes
C18 . H182 . O8 1_565 157.68(18) 0.938 2.577 3.463(10) yes
C23 . H231 . O12 4_565 168.31(19) 0.921 2.454 3.361(10) yes
C10 . H101 . O12 4_565 143.89(19) 0.975 2.365 3.205(10) yes
N1 . H12 . O10 4_555 163.2(2) 0.888 2.124 2.985(10) yes
N1 . H12 . O11 4_555 130.93(16) 0.888 2.519 3.173(10) yes
N1 . H273 . O7 4_555 151.91(18) 0.890 2.157 2.972(10) 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1821098'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-04-12 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                   19.911(11)
_cell_length_b                   8.771(4)
_cell_length_c                   8.088(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.416(15)
_cell_angle_gamma                90
_cell_volume                     1409.9(12)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_int_tables_number      14

# 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 .
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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'
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'
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'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2
_chemical_formula_moiety         'C24 H28 Cl2 Cu1 N4 S4'

# Given Formula = C20 H20 Cl2 Cu2 N4 O4 S2 
# Dc =      1.51 Fooo =    654.00 Mu =     18.77 M =    321.27
# Found Formula = C24 H28 Cl2 Cu1 N4 S4 
# Dc =      1.50 FOOO =    654.00 Mu =     12.82 M =    317.61

_chemical_formula_sum            'C24 H28 Cl2 Cu1 N4 S4'
_chemical_compound_source        ?
_chemical_formula_weight         635.23


_cell_measurement_reflns_used    182
_cell_measurement_theta_min      15
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       plate
_exptl_crystal_colour            'light blue'

_diffrn_ambient_temperature      295
_exptl_crystal_size_min          0.060
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_max          0.170

_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             654
_exptl_absorpt_coefficient_mu    1.282

# Sheldrick geometric approximatio 0.81 0.93 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.93
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_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_reflns_number            23119
_reflns_number_total             2636
_diffrn_reflns_av_R_equivalents  0.034
# Number of reflections without Friedels Law is 2636 
# Number of reflections with Friedels Law is 2636 
# Theoretical number of reflections is about 2721 


_diffrn_reflns_theta_min         1.024
_diffrn_reflns_theta_max         25.830
_diffrn_measured_fraction_theta_max 0.971

_diffrn_reflns_theta_full        25.055
_diffrn_measured_fraction_theta_full 0.984


_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       9
_reflns_limit_h_min              -23
_reflns_limit_h_max              24
_reflns_limit_k_min              0
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              9


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

_refine_diff_density_min         -0.57
_refine_diff_density_max         0.65


# 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 
_refine_ls_number_reflns         1881
_refine_ls_number_restraints     0
_refine_ls_number_parameters     160
_refine_ls_wR_factor_ref         0.1012
_refine_ls_goodness_of_fit_ref   0.9997
_refine_ls_shift/su_max          0.0003007
_refine_ls_shift/su_mean         0.0000209


# The values computed with all filters except I/sigma 
_refine_ls_R_factor_all          0.0712
_refine_ls_wR_factor_all         0.1036

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1881
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_gt          0.1012


_refine_ls_structure_factor_coef Fsqd
_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: 
 5.13 5.86 3.14 
;

# 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
Cu1 Cu 0.5000 0.5000 1.0000 0.0273 1.0000 Uani S . . . . .
Cl1 Cl 0.47821(6) 0.23073(13) 0.99698(13) 0.0309 1.0000 Uani . . . . . .
N1 N 0.55499(19) 0.4718(5) 0.8026(5) 0.0334 1.0000 Uani . . . . . .
N2 N 0.7487(2) 0.5318(5) 1.4198(5) 0.0358 1.0000 Uani . . . . . .
C1 C 0.9198(3) 0.5180(6) 1.6163(7) 0.0425 1.0000 Uani . . . . . .
C2 C 0.9538(3) 0.4805(6) 1.7667(6) 0.0415 1.0000 Uani . . . . . .
C3 C 0.9215(3) 0.3930(6) 1.8814(7) 0.0427 1.0000 Uani . . . . . .
C4 C 0.8529(3) 0.3629(6) 1.8592(6) 0.0409 1.0000 Uani . . . . . .
C5 C 0.8179(3) 0.4098(6) 1.7121(6) 0.0395 1.0000 Uani . . . . . .
C6 C 0.8511(2) 0.4896(6) 1.5912(6) 0.0389 1.0000 Uani . . . . . .
C7 C 0.8146(2) 0.5414(6) 1.4406(7) 0.0390 1.0000 Uani . . . . . .
C8 C 0.7281(3) 0.5849(6) 1.2749(6) 0.0359 1.0000 Uani . . . . . .
C9 C 0.7739(3) 0.6353(6) 1.1822(6) 0.0402 1.0000 Uani . . . . . .
C10 C 0.6546(2) 0.5961(6) 1.2478(7) 0.0357 1.0000 Uani . . . . . .
C11 C 0.6514(3) 0.3814(6) 0.9772(6) 0.0372 1.0000 Uani . . . . . .
C12 C 0.6260(2) 0.4950(7) 0.8485(6) 0.0382 1.0000 Uani . . . . . .
S1 S 0.61684(6) 0.42010(15) 1.16828(15) 0.0350 1.0000 Uani . . . . . .
S2 S 0.85329(7) 0.61345(16) 1.27560(17) 0.0416 1.0000 Uani . . . . . .
H11 H 0.9431 0.5635 1.5317 0.0509 1.0000 Uiso R . . . . .
H12 H 0.5487 0.3777 0.7616 0.0497 1.0000 Uiso R . . . . .
H21 H 0.9978 0.5142 1.7903 0.0500 1.0000 Uiso R . . . . .
H31 H 0.9460 0.3545 1.9735 0.0512 1.0000 Uiso R . . . . .
H41 H 0.8306 0.3120 1.9406 0.0490 1.0000 Uiso R . . . . .
H51 H 0.7722 0.3867 1.6952 0.0469 1.0000 Uiso R . . . . .
H91 H 0.7653 0.6802 1.0785 0.0483 1.0000 Uiso R . . . . .
H101 H 0.6343 0.6267 1.3469 0.0427 1.0000 Uiso R . . . . .
H102 H 0.6458 0.6719 1.1630 0.0432 1.0000 Uiso R . . . . .
H111 H 0.7000 0.3870 0.9948 0.0449 1.0000 Uiso R . . . . .
H112 H 0.6388 0.2779 0.9393 0.0447 1.0000 Uiso R . . . . .
H121 H 0.6508 0.4846 0.7524 0.0456 1.0000 Uiso R . . . . .
H122 H 0.6311 0.5967 0.8930 0.0459 1.0000 Uiso R . . . . .
H123 H 0.5415 0.5362 0.7214 0.0498 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
Cu1 . S1 2_667 2.7163(16) yes
Cu1 . Cl1 2_667 2.4010(16) yes
Cu1 . N1 2_667 2.004(4) yes
Cu1 . Cl1 . 2.4010(16) yes
Cu1 . N1 . 2.004(4) yes
Cu1 . S1 . 2.7163(16) yes
N1 . C12 . 1.455(6) yes
N1 . H12 . 0.895 no
N1 . H123 . 0.895 no
N2 . C7 . 1.316(6) yes
N2 . C8 . 1.305(6) yes
C1 . C2 . 1.397(7) yes
C1 . C6 . 1.392(7) yes
C1 . H11 . 0.938 no
C2 . C3 . 1.391(8) yes
C2 . H21 . 0.934 no
C3 . C4 . 1.392(7) yes
C3 . H31 . 0.929 no
C4 . C5 . 1.405(7) yes
C4 . H41 . 0.931 no
C5 . C6 . 1.400(7) yes
C5 . H51 . 0.933 no
C6 . C7 . 1.454(7) yes
C7 . S2 . 1.701(5) yes
C8 . C9 . 1.292(7) yes
C8 . C10 . 1.470(7) yes
C9 . S2 . 1.722(5) yes
C9 . H91 . 0.933 no
C10 . S1 . 1.817(5) yes
C10 . H101 . 0.957 no
C10 . H102 . 0.964 no
C11 . C12 . 1.506(7) yes
C11 . S1 . 1.762(5) yes
C11 . H111 . 0.971 no
C11 . H112 . 0.986 no
C12 . H121 . 0.949 no
C12 . H122 . 0.965 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
S1 2_667 Cu1 . Cl1 2_667 84.27(6) yes
S1 2_667 Cu1 . N1 2_667 82.83(12) yes
Cl1 2_667 Cu1 . N1 2_667 88.71(12) yes
S1 2_667 Cu1 . Cl1 . 95.73(6) yes
Cl1 2_667 Cu1 . Cl1 . 179.995 yes
N1 2_667 Cu1 . Cl1 . 91.29(13) yes
S1 2_667 Cu1 . N1 . 97.17(12) yes
Cl1 2_667 Cu1 . N1 . 91.29(12) yes
N1 2_667 Cu1 . N1 . 179.994 yes
Cl1 . Cu1 . N1 . 88.71(12) yes
S1 2_667 Cu1 . S1 . 179.996 yes
Cl1 2_667 Cu1 . S1 . 95.73(4) yes
N1 2_667 Cu1 . S1 . 97.17(13) yes
Cl1 . Cu1 . S1 . 84.27(4) yes
N1 . Cu1 . S1 . 82.83(13) yes
Cu1 . N1 . C12 . 110.4(3) yes
Cu1 . N1 . H12 . 109.7 no
C12 . N1 . H12 . 109.6 no
Cu1 . N1 . H123 . 110.6 no
C12 . N1 . H123 . 110.1 no
H12 . N1 . H123 . 106.3 no
C7 . N2 . C8 . 110.5(4) yes
C2 . C1 . C6 . 120.4(5) yes
C2 . C1 . H11 . 120.0 no
C6 . C1 . H11 . 119.6 no
C1 . C2 . C3 . 119.4(5) yes
C1 . C2 . H21 . 120.3 no
C3 . C2 . H21 . 120.3 no
C2 . C3 . C4 . 120.5(5) yes
C2 . C3 . H31 . 119.6 no
C4 . C3 . H31 . 119.8 no
C3 . C4 . C5 . 119.2(5) yes
C3 . C4 . H41 . 120.5 no
C5 . C4 . H41 . 120.3 no
C4 . C5 . C6 . 120.4(5) yes
C4 . C5 . H51 . 119.4 no
C6 . C5 . H51 . 120.2 no
C5 . C6 . C1 . 119.3(5) yes
C5 . C6 . C7 . 120.5(5) yes
C1 . C6 . C7 . 120.2(5) yes
C6 . C7 . N2 . 122.1(5) yes
C6 . C7 . S2 . 123.1(4) yes
N2 . C7 . S2 . 114.7(4) yes
N2 . C8 . C9 . 116.6(5) yes
N2 . C8 . C10 . 114.5(4) yes
C9 . C8 . C10 . 128.4(5) yes
C8 . C9 . S2 . 111.6(4) yes
C8 . C9 . H91 . 124.6 no
S2 . C9 . H91 . 123.7 no
C8 . C10 . S1 . 112.5(4) yes
C8 . C10 . H101 . 111.1 no
S1 . C10 . H101 . 110.4 no
C8 . C10 . H102 . 106.8 no
S1 . C10 . H102 . 106.3 no
H101 . C10 . H102 . 109.5 no
C12 . C11 . S1 . 110.3(3) yes
C12 . C11 . H111 . 111.0 no
S1 . C11 . H111 . 107.4 no
C12 . C11 . H112 . 109.0 no
S1 . C11 . H112 . 110.1 no
H111 . C11 . H112 . 109.0 no
C11 . C12 . N1 . 111.4(4) yes
C11 . C12 . H121 . 109.5 no
N1 . C12 . H121 . 108.8 no
C11 . C12 . H122 . 109.3 no
N1 . C12 . H122 . 107.7 no
H121 . C12 . H122 . 110.3 no
Cu1 . S1 . C10 . 106.39(16) yes
Cu1 . S1 . C11 . 88.72(18) yes
C10 . S1 . C11 . 107.4(3) yes
C9 . S2 . C7 . 86.5(2) yes

