# Supplementary Material (ESI) for PCCP
# This journal is (c) the Owner Societies 2009

data_global

_journal_coden_Cambridge         1326
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

loop_
_publ_author_name
'Van Doorslaer, Sabine'
'Vimalkumar Balasubramanian'
'Carol Cristescu'
'Maria Ezhevskaya'
'Hans Moons'
'Markus Neuburger'
'Cornelia Palivan'

_publ_contact_author_name        'Sabine Van Doorslaer'
_publ_contact_author_email       SABINE.VANDOORSLAER@UA.AC.BE

_publ_section_title              
;
Structural characterization
of a highly active superoxide-dismutase mimic
;

# Attachment 'Cu-l11.cif'

data_cul1_123k
_database_code_depnum_ccdc_archive 'CCDC 724629'
_audit_creation_date             09-02-10
_audit_creation_method           CRYSTALS_ver_12.86

_chemical_name_systematic        ?
_chemical_melting_point          ?

_publ_section_exptl_refinement   
# Some potentially useful phrases are donated by Bill Clegg:
;
In the absence of significant anomalous scattering, Friedel pairs were
merged.

The absolute configuration was arbitrarily assigned.

The relatively large ratio of minimum to maximum corrections applied
in the multiscan process (1:nnn) reflect changes in the illuminated
volume of the crystal.

Changes in illuminated volume were kept to a minimum, and were
taken into account (Görbitz, 1999) by the multi-scan inter-frame
scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997).

Görbitz, C. H. (1999). Acta Cryst. B55, 1090-1098.

The H atoms were all located in a difference map, but those
attached to carbon atoms were repositioned geometrically.
The H atoms were initially refined with soft restraints on the
bond lengths and angles to regularise their geometry
(C---H in the range 0.93--0.98,
N---H in the range 0.86--0.89
N---H to 0.86
O---H = 0.82
Å)
and
Uiso(H) (in the range 1.2-1.5 times Ueq of the parent atom),
after which the positions were refined with riding constraints.

;

_publ_section_exptl_prep         
# Brief details or a reference. Include solvent if known
;
?
;

# Hand-made tables can be put in the cif. The number of columns
# is set in the loop header.
# The contants of each column can either be a piece of text
# without any spaces (eg a number) or other text enclosed in " "
# Remove the leading # in the following example

#geom_extra_table_head_A
#;
#Table 2.
#Molecular parameters deviating most from MOGUL averages
#;
#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
#_geom_extra_tableA_col_4
#
#Parameter "Observed Value" "MOGUL Value" "MOGUL e.s.d"
#N5-C6-C4 129 124 "7 (\%)"
#C3-O10-C2 105 109 "2 (\%)"
#C6-O7 1.25 1.22 ".02 (\%A)"
#
# End of 'script/refcif-b.dat'
#end of refcif
_cell_length_a                   8.2044(5)
_cell_length_b                   10.5939(6)
_cell_length_c                   12.6014(7)
_cell_angle_alpha                111.339(2)
_cell_angle_beta                 97.147(2)
_cell_angle_gamma                99.073(2)
_cell_volume                     987.54(10)

_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'
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'
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'

_cell_formula_units_Z            1

# Given Formula = C28 H40 Cl2 Cu2 N10 O10 S4
# Dc = 1.69 Fooo = 514.00 Mu = 14.90 M = 501.47
# Found Formula = C28 H40 Cl2 Cu2 N10 O10 S4
# Dc = 1.69 FOOO = 514.00 Mu = 14.90 M = 501.47

_chemical_formula_sum            'C28 H40 Cl2 Cu2 N10 O10 S4'
_chemical_formula_moiety         'C20 H16 Cl2 Cu2 N10 O6, 4(C2 H6 O S)'
_chemical_compound_source        ?
_chemical_formula_weight         1002.95

_cell_measurement_reflns_used    1516
_cell_measurement_theta_min      4
_cell_measurement_theta_max      26
_cell_measurement_temperature    123

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_max          0.12

_exptl_crystal_density_diffrn    1.686
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             514
_exptl_absorpt_coefficient_mu    1.490

# Sheldrick geometric approximatio 0.89 0.99
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.99
# For a Kappa CCD, set Tmin to 1.0 and
# Tmax to the ratio of max:min frame scales in scale_all.log
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  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       'COLLECT (Nonius, 1997-2001).'
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_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      123
_diffrn_reflns_number            6570
_reflns_number_total             3974
_diffrn_reflns_av_R_equivalents  0.033
# Number of reflections with Friedels Law is 3974
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 4136

_diffrn_reflns_theta_min         2.163
_diffrn_reflns_theta_max         26.597
_diffrn_measured_fraction_theta_max 0.959

_diffrn_reflns_theta_full        25.001
_diffrn_measured_fraction_theta_full 0.961

_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              -13
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              15

_oxford_diffrn_Wilson_B_factor   1.31
_oxford_diffrn_Wilson_scale      55.47

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

_refine_diff_density_min         -0.47
_refine_diff_density_max         0.77

# 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>2.5\s(I)
_refine_ls_number_reflns         2607
_refine_ls_number_restraints     59
_refine_ls_number_parameters     253
_oxford_refine_ls_R_factor_ref   0.0387
_refine_ls_wR_factor_ref         0.0365
_refine_ls_goodness_of_fit_ref   1.1069
_refine_ls_shift/su_max          0.000269

# The values computed from all data
_oxford_reflns_number_all        3950
_refine_ls_R_factor_all          0.0788
_refine_ls_wR_factor_all         0.0623

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2725
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_gt          0.0377

# 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 # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
0.262 0.108 0.139
;
# Insert your own references if required - in alphabetical order
_publ_section_references         
;
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands.

Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326.
New York: Academic Press.

Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.

Watkin D.J. (1994).
Acta Cryst, A50, 411-437.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;

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

# Replace last . with number of unfound hydrogen atomsattached 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Cu1 Cu 0.69298(6) 0.45585(5) 0.48457(4) 0.0156 1.0000 Uani . . . . . . .
Cl1 Cl 0.60580(11) 0.65523(9) 0.49221(8) 0.0175 1.0000 Uani . . . . . . .
S1 S 0.43496(14) 0.16161(12) -0.22550(9) 0.0291 1.0000 Uani D . . . . . .
S2 S 1.10638(13) -0.02127(11) 0.24537(9) 0.0241 1.0000 Uani D . . . . . .
O1 O 0.7730(3) 0.5233(3) 0.6476(2) 0.0188 1.0000 Uani . . . . . . .
O2 O 0.7733(3) 0.1048(3) 0.0978(2) 0.0228 1.0000 Uani . . . . . . .
O3 O 0.3692(3) 0.3414(3) 0.0568(2) 0.0260 1.0000 Uani . . . . . . .
O4 O 0.5215(4) 0.0901(3) -0.1581(3) 0.0334 1.0000 Uani . . . . . . .
O5 O 0.9792(4) 0.0352(3) 0.3169(2) 0.0259 1.0000 Uani . . . . . . .
N1 N 0.8464(4) 0.3277(3) 0.4535(3) 0.0160 1.0000 Uani D . . . . . .
N2 N 0.8299(4) 0.2459(3) 0.3366(3) 0.0180 1.0000 Uani D . . . . . .
N3 N 0.5659(4) 0.2173(3) 0.0764(3) 0.0199 1.0000 Uani D . . . . . .
N4 N 0.5036(4) 0.3817(3) 0.2381(3) 0.0181 1.0000 Uani D . . . . . .
N5 N 0.6220(4) 0.3571(3) 0.3120(3) 0.0163 1.0000 Uani D . . . . . .
C1 C 0.9001(4) 0.4948(4) 0.7028(3) 0.0161 1.0000 Uani D . . . . . .
C2 C 0.9488(4) 0.5683(4) 0.8249(3) 0.0162 1.0000 Uani D . . . . . .
C3 C 1.0773(4) 0.5423(3) 0.8894(3) 0.0172 1.0000 Uani D . . . . . .
C4 C 1.1658(4) 0.4416(4) 0.8368(3) 0.0190 1.0000 Uani D . . . . . .
C5 C 1.1217(4) 0.3679(4) 0.7184(3) 0.0212 1.0000 Uani D . . . . . .
C6 C 0.9904(4) 0.3925(4) 0.6496(3) 0.0160 1.0000 Uani D . . . . . .
C7 C 0.9588(4) 0.3130(4) 0.5269(3) 0.0163 1.0000 Uani D . . . . . .
C8 C 0.7095(5) 0.2665(4) 0.2666(3) 0.0170 1.0000 Uani D . . . . . .
C9 C 0.6879(4) 0.1857(4) 0.1390(3) 0.0166 1.0000 Uani D . . . . . .
C10 C 0.4719(5) 0.3169(4) 0.1207(3) 0.0196 1.0000 Uani D . . . . . .
C11 C 0.5938(7) 0.3001(6) -0.2175(5) 0.0474 1.0000 Uani D . . . . . .
C12 C 0.4176(7) 0.0567(6) -0.3713(4) 0.0403 1.0000 Uani D . . . . . .
C13 C 0.9889(6) -0.1351(4) 0.1049(4) 0.0299 1.0000 Uani D . . . . . .
C14 C 1.1997(5) 0.1130(5) 0.2051(4) 0.0269 1.0000 Uani D . . . . . .
H2 H 0.8782 0.1759 0.3137 0.0244 1.0000 Uiso DR . . . . . .
H3 H 0.5476 0.1737 0.0008 0.0214 1.0000 Uiso DR . . . . . .
H4 H 0.4328 0.4284 0.2693 0.0212 1.0000 Uiso DR . . . . . .
H21 H 0.8918 0.6362 0.8621 0.0194 1.0000 Uiso DR . . . . . .
H31 H 1.1060 0.5931 0.9703 0.0194 1.0000 Uiso DR . . . . . .
H41 H 1.2538 0.4254 0.8810 0.0243 1.0000 Uiso DR . . . . . .
H51 H 1.1792 0.2975 0.6817 0.0259 1.0000 Uiso DR . . . . . .
H71 H 1.0228 0.2459 0.4976 0.0205 1.0000 Uiso DR . . . . . .
H111 H 0.6913 0.2638 -0.2376 0.0691 1.0000 Uiso DR . . . . . .
H112 H 0.5507 0.3371 -0.2724 0.0691 1.0000 Uiso DR . . . . . .
H113 H 0.6182 0.3701 -0.1396 0.0691 1.0000 Uiso DR . . . . . .
H121 H 0.3319 -0.0250 -0.3900 0.0632 1.0000 Uiso DR . . . . . .
H122 H 0.3889 0.1064 -0.4189 0.0630 1.0000 Uiso DR . . . . . .
H123 H 0.5234 0.0317 -0.3826 0.0625 1.0000 Uiso DR . . . . . .
H131 H 0.9109 -0.0891 0.0796 0.0411 1.0000 Uiso DR . . . . . .
H132 H 0.9305 -0.2172 0.1096 0.0410 1.0000 Uiso DR . . . . . .
H133 H 1.0667 -0.1565 0.0533 0.0407 1.0000 Uiso DR . . . . . .
H141 H 1.2754 0.0787 0.1543 0.0434 1.0000 Uiso DR . . . . . .
H142 H 1.2593 0.1916 0.2744 0.0430 1.0000 Uiso DR . . . . . .
H143 H 1.1132 0.1400 0.1659 0.0427 1.0000 Uiso DR . . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0155(2) 0.0174(3) 0.0122(2) 0.00269(19) 0.00027(17) 0.00882(19)
Cl1 0.0166(4) 0.0171(5) 0.0186(4) 0.0064(4) 0.0023(3) 0.0057(4)
S1 0.0321(6) 0.0336(6) 0.0205(5) 0.0083(5) 0.0030(4) 0.0114(5)
S2 0.0310(5) 0.0232(6) 0.0220(5) 0.0082(4) 0.0089(4) 0.0156(5)
O1 0.0184(13) 0.0214(15) 0.0150(13) 0.0033(11) 0.0001(10) 0.0119(11)
O2 0.0221(14) 0.0291(17) 0.0165(13) 0.0044(12) 0.0069(11) 0.0124(12)
O3 0.0257(15) 0.0373(18) 0.0152(13) 0.0080(13) 0.0005(11) 0.0159(13)
O4 0.0489(19) 0.0346(19) 0.0205(15) 0.0115(14) 0.0073(13) 0.0182(15)
O5 0.0357(16) 0.0276(17) 0.0200(14) 0.0080(13) 0.0127(12) 0.0198(13)
N1 0.0165(15) 0.0146(17) 0.0125(14) 0.0006(13) 0.0013(12) 0.0035(13)
N2 0.0198(16) 0.0215(18) 0.0101(14) 0.0013(13) 0.0016(12) 0.0104(14)
N3 0.0187(15) 0.0266(19) 0.0093(14) 0.0010(14) 0.0026(12) 0.0062(14)
N4 0.0164(15) 0.0254(19) 0.0138(15) 0.0069(14) 0.0015(12) 0.0113(14)
N5 0.0146(15) 0.0198(17) 0.0135(15) 0.0042(13) 0.0035(12) 0.0066(13)
C1 0.0139(16) 0.015(2) 0.0188(18) 0.0058(16) 0.0046(14) 0.0036(15)
C2 0.0192(18) 0.014(2) 0.0144(17) 0.0042(15) 0.0019(14) 0.0073(15)
C3 0.0224(19) 0.014(2) 0.0107(17) 0.0023(15) 0.0007(14) 0.0015(15)
C4 0.0160(17) 0.025(2) 0.0173(18) 0.0113(17) -0.0018(14) 0.0056(16)
C5 0.0220(19) 0.022(2) 0.0208(19) 0.0067(17) 0.0059(16) 0.0108(17)
C6 0.0125(17) 0.017(2) 0.0177(18) 0.0054(16) 0.0017(14) 0.0064(15)
C7 0.0157(17) 0.017(2) 0.0141(17) 0.0033(15) 0.0024(14) 0.0055(15)
C8 0.0177(18) 0.016(2) 0.0167(18) 0.0057(16) 0.0038(14) 0.0028(15)
C9 0.0149(17) 0.018(2) 0.0118(16) 0.0024(15) 0.0009(14) 0.0010(15)
C10 0.0176(18) 0.026(2) 0.0148(18) 0.0078(17) 0.0052(15) 0.0040(16)
C11 0.049(3) 0.035(3) 0.053(3) 0.022(3) -0.011(3) 0.003(2)
C12 0.055(3) 0.038(3) 0.028(2) 0.016(2) 0.004(2) 0.009(2)
C13 0.040(2) 0.018(2) 0.024(2) -0.0006(18) 0.0133(19) 0.0017(19)
C14 0.025(2) 0.025(2) 0.030(2) 0.0085(19) 0.0061(17) 0.0055(18)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.1365(2)
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 . Cl1 2_666 2.6454(10) yes
Cu1 . Cl1 . 2.3083(10) yes
Cu1 . O1 . 1.901(3) yes
Cu1 . N1 . 1.963(3) yes
Cu1 . N5 . 2.000(3) yes
S1 . O4 . 1.512(3) yes
S1 . C11 . 1.765(5) yes
S1 . C12 . 1.741(5) yes
S2 . O5 . 1.516(3) yes
S2 . C13 . 1.781(4) yes
S2 . C14 . 1.774(4) yes
O1 . C1 . 1.317(4) yes
O2 . C9 . 1.205(4) yes
O3 . C10 . 1.216(4) yes
N1 . N2 . 1.386(4) yes
N1 . C7 . 1.292(5) yes
N2 . C8 . 1.339(5) yes
N2 . H2 . 0.869 no
N3 . C9 . 1.356(5) yes
N3 . C10 . 1.398(5) yes
N3 . H3 . 0.876 no
N4 . N5 . 1.382(4) yes
N4 . C10 . 1.355(5) yes
N4 . H4 . 0.862 no
N5 . C8 . 1.298(5) yes
C1 . C2 . 1.418(5) yes
C1 . C6 . 1.421(5) yes
C2 . C3 . 1.375(5) yes
C2 . H21 . 0.933 no
C3 . C4 . 1.397(5) yes
C3 . H31 . 0.942 no
C4 . C5 . 1.377(5) yes
C4 . H41 . 0.932 no
C5 . C6 . 1.415(5) yes
C5 . H51 . 0.951 no
C6 . C7 . 1.433(5) yes
C7 . H71 . 0.944 no
C8 . C9 . 1.492(5) yes
C11 . H111 . 0.963 no
C11 . H112 . 0.969 no
C11 . H113 . 0.964 no
C12 . H121 . 0.958 no
C12 . H122 . 0.963 no
C12 . H123 . 0.959 no
C13 . H131 . 0.954 no
C13 . H132 . 0.950 no
C13 . H133 . 0.961 no
C14 . H141 . 0.963 no
C14 . H142 . 0.965 no
C14 . H143 . 0.953 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
Cl1 2_666 Cu1 . Cl1 . 91.40(3) yes
Cl1 2_666 Cu1 . O1 . 90.49(8) yes
Cl1 . Cu1 . O1 . 94.31(8) yes
Cl1 2_666 Cu1 . N1 . 113.64(9) yes
Cl1 . Cu1 . N1 . 154.16(9) yes
O1 . Cu1 . N1 . 91.90(11) yes
Cl1 2_666 Cu1 . N5 . 89.48(9) yes
Cl1 . Cu1 . N5 . 95.03(9) yes
O1 . Cu1 . N5 . 170.66(12) yes
N1 . Cu1 . N5 . 79.57(12) yes
Cu1 2_666 Cl1 . Cu1 . 88.60(3) yes
O4 . S1 . C11 . 104.8(2) yes
O4 . S1 . C12 . 105.4(2) yes
C11 . S1 . C12 . 97.8(3) yes
O5 . S2 . C13 . 106.33(19) yes
O5 . S2 . C14 . 106.21(18) yes
C13 . S2 . C14 . 97.1(2) yes
Cu1 . O1 . C1 . 127.7(2) yes
Cu1 . N1 . N2 . 113.8(2) yes
Cu1 . N1 . C7 . 128.4(2) yes
N2 . N1 . C7 . 117.8(3) yes
N1 . N2 . C8 . 114.1(3) yes
N1 . N2 . H2 . 121.7 no
C8 . N2 . H2 . 123.0 no
C9 . N3 . C10 . 126.3(3) yes
C9 . N3 . H3 . 116.6 no
C10 . N3 . H3 . 117.1 no
N5 . N4 . C10 . 124.3(3) yes
N5 . N4 . H4 . 116.8 no
C10 . N4 . H4 . 117.7 no
N4 . N5 . Cu1 . 128.0(2) yes
N4 . N5 . C8 . 118.2(3) yes
Cu1 . N5 . C8 . 113.5(2) yes
O1 . C1 . C2 . 118.1(3) yes
O1 . C1 . C6 . 124.9(3) yes
C2 . C1 . C6 . 117.0(3) yes
C1 . C2 . C3 . 121.7(3) yes
C1 . C2 . H21 . 118.8 no
C3 . C2 . H21 . 119.4 no
C2 . C3 . C4 . 121.1(3) yes
C2 . C3 . H31 . 119.4 no
C4 . C3 . H31 . 119.5 no
C3 . C4 . C5 . 118.7(3) yes
C3 . C4 . H41 . 120.6 no
C5 . C4 . H41 . 120.6 no
C4 . C5 . C6 . 121.5(3) yes
C4 . C5 . H51 . 119.6 no
C6 . C5 . H51 . 118.9 no
C1 . C6 . C5 . 119.9(3) yes
C1 . C6 . C7 . 123.3(3) yes
C5 . C6 . C7 . 116.7(3) yes
C6 . C7 . N1 . 123.4(3) yes
C6 . C7 . H71 . 118.7 no
N1 . C7 . H71 . 117.9 no
N2 . C8 . N5 . 119.0(3) yes
N2 . C8 . C9 . 117.3(3) yes
N5 . C8 . C9 . 123.7(3) yes
C8 . C9 . N3 . 112.2(3) yes
C8 . C9 . O2 . 123.0(3) yes
N3 . C9 . O2 . 124.7(3) yes
N3 . C10 . N4 . 115.2(3) yes
N3 . C10 . O3 . 121.3(3) yes
N4 . C10 . O3 . 123.5(3) yes
S1 . C11 . H111 . 108.1 no
S1 . C11 . H112 . 107.6 no
H111 . C11 . H112 . 110.8 no
S1 . C11 . H113 . 108.4 no
H111 . C11 . H113 . 111.5 no
H112 . C11 . H113 . 110.2 no
S1 . C12 . H121 . 107.9 no
S1 . C12 . H122 . 109.8 no
H121 . C12 . H122 . 110.7 no
S1 . C12 . H123 . 108.9 no
H121 . C12 . H123 . 109.9 no
H122 . C12 . H123 . 109.7 no
S2 . C13 . H131 . 108.6 no
S2 . C13 . H132 . 109.0 no
H131 . C13 . H132 . 110.2 no
S2 . C13 . H133 . 107.9 no
H131 . C13 . H133 . 110.5 no
H132 . C13 . H133 . 110.6 no
S2 . C14 . H141 . 108.8 no
S2 . C14 . H142 . 108.9 no
H141 . C14 . H142 . 110.9 no
S2 . C14 . H143 . 108.9 no
H141 . C14 . H143 . 110.1 no
H142 . C14 . H143 . 109.2 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
N2 . H2 . O5 . 160 0.87 1.83 2.660(6) yes
N3 . H3 . O4 . 176 0.88 1.84 2.714(6) yes
N4 . H4 . O1 2_666 160 0.86 2.13 2.952(6) yes
C2 . H21 . O3 2_666 140 0.93 2.49 3.265(6) yes
C7 . H71 . O5 . 134 0.94 2.48 3.207(6) yes
C13 . H131 . O2 . 155 0.95 2.45 3.338(6) yes

