Buy article online - an online subscription or single-article purchase is required to access this article.
In the title compound, [Zn
3(C
3N
3S
3)(C
9H
23N
3)
3](ClO
4)
3, the three Zn
II centres, related by the body-diagonal threefold symmetry along [111], are bridged by a trithiocyanurate(3−) anion (ttc), with each centre having a distorted trigonal–bipyramidal geometry and bonded by three N atoms of a tridentate
N,
N,
N′,
N′′,
N′′-pentamethyldiethylenetriamine ligand, and one S and one N atoms of the ttc ligand. The secondary structure is stabilized by a variety of non-bonding C—H
O interactions, connecting the cation and perchlorate anions.
Supporting information
CCDC reference: 648058
Key indicators
- Single-crystal X-ray study
- T = 120 K
- Mean (C-C) = 0.004 Å
- Disorder in main residue
- R factor = 0.023
- wR factor = 0.076
- Data-to-parameter ratio = 24.6
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT410_ALERT_2_B Short Intra H...H Contact H4B .. H3A1 .. 1.83 Ang.
PLAT432_ALERT_2_B Short Inter X...Y Contact O20 .. C7A .. 2.89 Ang.
PLAT432_ALERT_2_B Short Inter X...Y Contact O20 .. C7A .. 2.89 Ang.
PLAT432_ALERT_2_B Short Inter X...Y Contact O20 .. C7A .. 2.89 Ang.
PLAT480_ALERT_4_B Long H...A H-Bond Reported H7A .. O10 .. 3.04 Ang.
Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.71
PLAT141_ALERT_4_C su on a - Axis Small or Missing (x 100000) ..... 16 Ang.
PLAT213_ALERT_2_C Atom C6A has ADP max/min Ratio ............. 3.30 prola
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for Cl2
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for Cl3
PLAT301_ALERT_3_C Main Residue Disorder ......................... 24.00 Perc.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2A .. O17 .. 2.85 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7A .. O17 .. 2.91 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2D .. O17 .. 2.97 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2D .. O17 .. 2.97 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7F .. O17 .. 2.94 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7F .. O17 .. 2.94 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H6A2 .. O10 .. 2.67 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H5B .. O18 .. 2.79 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H10B .. O10 .. 2.69 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2A .. O17 .. 2.68 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H8C .. O16 .. 2.83 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7C .. O20 .. 2.71 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7E .. O20 .. 2.61 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7C .. O20 .. 2.71 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7C .. O20 .. 2.71 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7C .. O20 .. 2.71 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7C .. O20 .. 2.71 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H7F .. O10 .. 2.78 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H5B .. O18 .. 2.79 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H4B .. O10 .. 2.61 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H5B .. O18 .. 2.79 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H10C .. S .. 2.98 Ang.
PLAT481_ALERT_4_C Long D...A H-Bond Reported C7 .. O17 .. 3.75 Ang.
PLAT481_ALERT_4_C Long D...A H-Bond Reported C2A .. O17 .. 3.81 Ang.
PLAT481_ALERT_4_C Long D...A H-Bond Reported C2A .. O17 .. 3.81 Ang.
PLAT481_ALERT_4_C Long D...A H-Bond Reported C7A .. O17 .. 3.77 Ang.
PLAT481_ALERT_4_C Long D...A H-Bond Reported C7A .. O17 .. 3.77 Ang.
PLAT481_ALERT_4_C Long D...A H-Bond Reported C7 .. O10 .. 3.77 Ang.
PLAT482_ALERT_4_C Small D-H..A Angle Rep for C7A .. O20 .. 96.40 Deg.
PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of . 61.00 A 3
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 9
N3 -ZN -N1 -C1 178.40 0.40 1.555 1.555 1.555 9.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 14
N3 -ZN -N1 -C1 3.80 0.60 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 19
N1 -ZN -N3 -C8 11.30 0.60 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 24
N1 -ZN -N3 -C3 -107.80 0.60 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 29
N1 -ZN -N3 -C4 132.50 0.50 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 34
N1 -ZN -N3 -C3A -118.20 1.50 1.555 1.555 1.555 1.555
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 5
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 10.00 Deg.
C3 -N3 -C3A 1.555 1.555 1.555
Alert level G
ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be
replaced by the scaled T values. Since the ratio of scaled T's
is identical to the ratio of reported T values, the scaling
does not imply a change to the absorption corrections used in
the study.
Ratio of Tmax expected/reported 0.710
Tmax scaled 0.710 Tmin scaled 0.589
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 31.53
From the CIF: _reflns_number_total 5689
Count of symmetry unique reflns 3141
Completeness (_total/calc) 181.12%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 2548
Fraction of Friedel pairs measured 0.811
Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem
5 ALERT level B = Potentially serious problem
44 ALERT level C = Check and explain
2 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
7 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
42 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
checkCIF publication errors
Alert level A
PUBL023_ALERT_1_A There is a mismatched ^ on line 247
cavities are at a distance of 3.8 \%A from S1, and their volume is 63(6) \%A^3
If you require a ^ then it should be escaped
with a \, i.e. \^
Otherwise there must be a matching closing ~, e.g. ^12^C
PUBL023_ALERT_1_A There is a mismatched ^ on line 248
^(Spek, 2003). The secondary structure of (I) is stabilized by a variety of
If you require a ^ then it should be escaped
with a \, i.e. \^
Otherwise there must be a matching closing ~, e.g. ^12^C
2 ALERT level A = Data missing that is essential or data in wrong format
0 ALERT level G = General alerts. Data that may be required is missing
Data collection: CrysAlis CCD (Oxford Diffraction, 2006); cell refinement: CrysAlis RED (Oxford Diffraction, 2006); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Johnson & Burnett, 1996), VMD (Version 1.8.5; Humphrey et
al., 1996)
and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXL97, PLATON (Spek, 2003) and DIAMOND.
µ
3-Trithiocyanurato-
κ6N1,
S2:
N3,
S4:
N5,
S6)tris[(N,
N,
N',
N'',
N''-
pentamethyldiethylenetriamine-
κ3N,
N',
N'')zinc(II)]
tris(perchlorate)
top
Crystal data top
[Zn3(C3N3S3)(C9H23N3)3](ClO4)3 | Dx = 1.519 Mg m−3 |
Mr = 1188.61 | Mo Kα radiation, λ = 0.71073 Å |
Cubic, P213 | Cell parameters from 29540 reflections |
Hall symbol: P 2ac 2ab 3 | θ = 2.6–31.9° |
a = 17.32348 (16) Å | µ = 1.71 mm−1 |
V = 5198.83 (8) Å3 | T = 120 K |
Z = 4 | Prism, light yellow |
F(000) = 2472 | 0.30 × 0.30 × 0.20 mm |
Data collection top
Kuma KM-4 CCD diffractometer | 5689 independent reflections |
Radiation source: fine-focus sealed tube | 5055 reflections with I > 2σ(I) |
Enhance (Oxford Diffraction) monochromator | Rint = 0.030 |
Detector resolution: 8.3611 pixels mm-1 | θmax = 31.5°, θmin = 2.6° |
rotation method ω scans | h = −25→24 |
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006) | k = −25→24 |
Tmin = 0.829, Tmax = 1.000 | l = −19→24 |
39533 measured reflections | |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.023 | H-atom parameters constrained |
wR(F2) = 0.076 | w = 1/[σ2(Fo2) + (0.04P)2 + 5P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.002 |
5689 reflections | Δρmax = 0.71 e Å−3 |
231 parameters | Δρmin = −0.61 e Å−3 |
51 restraints | Absolute structure: Flack (1983), 2548 Friedel pairs???? |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.028 (9) |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Zn | 0.419995 (14) | 0.516862 (14) | 0.699755 (14) | 0.01156 (5) | |
S | 0.53343 (3) | 0.44064 (3) | 0.68618 (3) | 0.01656 (10) | |
N1 | 0.49252 (10) | 0.55834 (11) | 0.60370 (10) | 0.0120 (3) | |
N3 | 0.36170 (11) | 0.46361 (11) | 0.79620 (11) | 0.0162 (3) | |
N4 | 0.41749 (11) | 0.61749 (11) | 0.76602 (11) | 0.0147 (3) | |
C1 | 0.54595 (12) | 0.50127 (12) | 0.60926 (12) | 0.0119 (4) | |
N2 | 0.3247 (5) | 0.4813 (3) | 0.6358 (4) | 0.0158 (5) | 0.758 (6) |
C2 | 0.26318 (17) | 0.46627 (19) | 0.69358 (19) | 0.0192 (7) | 0.758 (6) |
H2A | 0.2216 | 0.4354 | 0.6695 | 0.023* | 0.758 (6) |
H2B | 0.2407 | 0.5159 | 0.7108 | 0.023* | 0.758 (6) |
C6 | 0.2962 (2) | 0.5385 (2) | 0.5786 (2) | 0.0220 (7) | 0.758 (6) |
H6A | 0.3363 | 0.5479 | 0.5398 | 0.033* | 0.758 (6) |
H6B | 0.2838 | 0.5869 | 0.6050 | 0.033* | 0.758 (6) |
H6C | 0.2499 | 0.5183 | 0.5532 | 0.033* | 0.758 (6) |
C7 | 0.3442 (2) | 0.4094 (2) | 0.5930 (2) | 0.0243 (8) | 0.758 (6) |
H7A | 0.2996 | 0.3931 | 0.5622 | 0.036* | 0.758 (6) |
H7B | 0.3576 | 0.3686 | 0.6298 | 0.036* | 0.758 (6) |
H7C | 0.3882 | 0.4192 | 0.5588 | 0.036* | 0.758 (6) |
C3 | 0.2948 (6) | 0.4235 (6) | 0.7623 (8) | 0.0220 (14) | 0.758 (6) |
H3A | 0.2539 | 0.4184 | 0.8018 | 0.026* | 0.758 (6) |
H3B | 0.3105 | 0.3710 | 0.7462 | 0.026* | 0.758 (6) |
N2A | 0.3284 (15) | 0.4757 (11) | 0.6331 (11) | 0.0158 (5) | 0.242 (6) |
C2A | 0.2955 (5) | 0.4129 (6) | 0.6810 (5) | 0.019 (2) | 0.242 (6) |
H2C | 0.3298 | 0.3672 | 0.6778 | 0.023* | 0.242 (6) |
H2D | 0.2446 | 0.3979 | 0.6596 | 0.023* | 0.242 (6) |
C6A | 0.2721 (6) | 0.5384 (6) | 0.6187 (7) | 0.018 (2) | 0.242 (6) |
H6A1 | 0.2989 | 0.5830 | 0.5964 | 0.028* | 0.242 (6) |
H6A2 | 0.2477 | 0.5535 | 0.6674 | 0.028* | 0.242 (6) |
H6A3 | 0.2325 | 0.5203 | 0.5826 | 0.028* | 0.242 (6) |
C7A | 0.3531 (7) | 0.4448 (8) | 0.5571 (6) | 0.025 (3) | 0.242 (6) |
H7D | 0.3902 | 0.4028 | 0.5650 | 0.037* | 0.242 (6) |
H7E | 0.3774 | 0.4861 | 0.5270 | 0.037* | 0.242 (6) |
H7F | 0.3080 | 0.4252 | 0.5292 | 0.037* | 0.242 (6) |
C3A | 0.285 (2) | 0.435 (2) | 0.766 (3) | 0.0220 (14) | 0.242 (6) |
H3A1 | 0.2457 | 0.4758 | 0.7707 | 0.026* | 0.242 (6) |
H3A2 | 0.2682 | 0.3895 | 0.7959 | 0.026* | 0.242 (6) |
C4 | 0.34006 (16) | 0.52884 (15) | 0.84668 (15) | 0.0238 (5) | |
H4A | 0.3326 | 0.5101 | 0.9001 | 0.029* | |
H4B | 0.2908 | 0.5516 | 0.8287 | 0.029* | |
C5 | 0.40265 (17) | 0.58963 (15) | 0.84537 (14) | 0.0243 (5) | |
H5A | 0.3870 | 0.6337 | 0.8783 | 0.029* | |
H5B | 0.4508 | 0.5677 | 0.8670 | 0.029* | |
C8 | 0.40848 (17) | 0.40694 (16) | 0.83884 (16) | 0.0278 (6) | |
H8A | 0.3774 | 0.3842 | 0.8803 | 0.042* | |
H8B | 0.4536 | 0.4327 | 0.8611 | 0.042* | |
H8C | 0.4256 | 0.3662 | 0.8035 | 0.042* | |
C9 | 0.49266 (15) | 0.65720 (15) | 0.76223 (15) | 0.0229 (5) | |
H9A | 0.4937 | 0.6993 | 0.8000 | 0.034* | |
H9B | 0.5003 | 0.6782 | 0.7103 | 0.034* | |
H9C | 0.5340 | 0.6204 | 0.7739 | 0.034* | |
C10 | 0.35664 (15) | 0.67283 (14) | 0.74185 (15) | 0.0222 (5) | |
H10A | 0.3584 | 0.7186 | 0.7751 | 0.033* | |
H10B | 0.3059 | 0.6482 | 0.7464 | 0.033* | |
H10C | 0.3654 | 0.6882 | 0.6881 | 0.033* | |
Cl2 | 0.06414 (3) | 0.43586 (3) | 0.56414 (3) | 0.01806 (17) | |
O17 | 0.13816 (11) | 0.42569 (14) | 0.52828 (12) | 0.0323 (5) | |
O18 | 0.01621 (12) | 0.48379 (12) | 0.51621 (12) | 0.0376 (8) | |
Cl1 | 0.30230 (3) | 0.19770 (3) | 0.80230 (3) | 0.01537 (15) | |
O15 | 0.35014 (10) | 0.14986 (10) | 0.85014 (10) | 0.0242 (6) | |
O16 | 0.24410 (10) | 0.15086 (10) | 0.76522 (10) | 0.0215 (3) | |
Cl3 | 0.14408 (3) | 0.64408 (3) | 0.85592 (3) | 0.01791 (17) | |
O10 | 0.10382 (12) | 0.71440 (11) | 0.83772 (12) | 0.0295 (4) | |
O20 | 0.09628 (13) | 0.59628 (13) | 0.90372 (13) | 0.0383 (9) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn | 0.01025 (11) | 0.01278 (11) | 0.01166 (11) | 0.00039 (8) | 0.00095 (8) | −0.00012 (8) |
S | 0.0153 (2) | 0.0174 (2) | 0.0170 (2) | 0.00497 (18) | 0.00412 (18) | 0.00801 (19) |
N1 | 0.0114 (7) | 0.0125 (7) | 0.0120 (7) | 0.0009 (6) | 0.0019 (6) | 0.0007 (6) |
N3 | 0.0182 (8) | 0.0151 (8) | 0.0153 (8) | −0.0011 (7) | 0.0018 (7) | 0.0025 (7) |
N4 | 0.0160 (8) | 0.0150 (8) | 0.0131 (8) | −0.0031 (7) | 0.0021 (7) | −0.0011 (6) |
C1 | 0.0112 (8) | 0.0115 (9) | 0.0129 (8) | 0.0006 (7) | −0.0005 (7) | 0.0012 (7) |
N2 | 0.0157 (11) | 0.0167 (12) | 0.0149 (9) | −0.0025 (9) | −0.0003 (7) | −0.0017 (9) |
C2 | 0.0151 (13) | 0.0221 (14) | 0.0206 (14) | −0.0034 (11) | 0.0028 (11) | −0.0018 (12) |
C6 | 0.0201 (15) | 0.0254 (16) | 0.0205 (17) | −0.0040 (12) | −0.0041 (14) | 0.0039 (13) |
C7 | 0.0229 (15) | 0.0231 (16) | 0.0267 (18) | 0.0001 (13) | 0.0009 (13) | −0.0114 (15) |
C3 | 0.019 (3) | 0.025 (4) | 0.0216 (18) | −0.009 (2) | 0.003 (2) | 0.002 (2) |
N2A | 0.0157 (11) | 0.0167 (12) | 0.0149 (9) | −0.0025 (9) | −0.0003 (7) | −0.0017 (9) |
C2A | 0.011 (4) | 0.026 (5) | 0.020 (4) | −0.001 (3) | 0.000 (3) | −0.005 (4) |
C6A | 0.015 (4) | 0.016 (4) | 0.024 (6) | −0.003 (3) | −0.014 (4) | 0.010 (4) |
C7A | 0.029 (5) | 0.037 (6) | 0.009 (4) | −0.004 (5) | −0.003 (4) | −0.008 (4) |
C3A | 0.019 (3) | 0.025 (4) | 0.0216 (18) | −0.009 (2) | 0.003 (2) | 0.002 (2) |
C4 | 0.0291 (12) | 0.0219 (11) | 0.0205 (11) | −0.0029 (10) | 0.0111 (10) | 0.0014 (9) |
C5 | 0.0372 (14) | 0.0226 (11) | 0.0131 (10) | −0.0073 (10) | 0.0019 (9) | −0.0021 (9) |
C8 | 0.0285 (13) | 0.0262 (12) | 0.0288 (13) | 0.0048 (10) | 0.0035 (10) | 0.0143 (10) |
C9 | 0.0214 (11) | 0.0251 (12) | 0.0223 (11) | −0.0091 (9) | 0.0021 (9) | −0.0048 (9) |
C10 | 0.0252 (11) | 0.0167 (10) | 0.0246 (11) | 0.0027 (9) | 0.0041 (10) | −0.0005 (9) |
Cl2 | 0.01806 (17) | 0.01806 (17) | 0.01806 (17) | −0.00298 (19) | 0.00298 (19) | −0.00298 (19) |
O17 | 0.0189 (8) | 0.0507 (13) | 0.0273 (10) | −0.0060 (9) | 0.0084 (7) | −0.0053 (9) |
O18 | 0.0376 (8) | 0.0376 (8) | 0.0376 (8) | 0.0064 (9) | −0.0064 (9) | 0.0064 (9) |
Cl1 | 0.01537 (15) | 0.01537 (15) | 0.01537 (15) | 0.00089 (18) | −0.00089 (18) | 0.00089 (18) |
O15 | 0.0242 (6) | 0.0242 (6) | 0.0242 (6) | 0.0057 (7) | −0.0057 (7) | 0.0057 (7) |
O16 | 0.0212 (8) | 0.0222 (8) | 0.0210 (8) | −0.0043 (7) | −0.0026 (7) | −0.0010 (7) |
Cl3 | 0.01791 (17) | 0.01791 (17) | 0.01791 (17) | 0.0027 (2) | −0.0027 (2) | −0.0027 (2) |
O10 | 0.0336 (10) | 0.0234 (9) | 0.0314 (10) | 0.0119 (8) | −0.0096 (8) | −0.0059 (8) |
O20 | 0.0383 (9) | 0.0383 (9) | 0.0383 (9) | −0.0054 (9) | 0.0054 (9) | 0.0054 (9) |
Geometric parameters (Å, º) top
Zn—N2 | 2.081 (10) | C2A—H2D | 0.9900 |
Zn—N4 | 2.0877 (18) | C6A—H6A1 | 0.9800 |
Zn—N2A | 2.09 (3) | C6A—H6A2 | 0.9800 |
Zn—N3 | 2.1592 (19) | C6A—H6A3 | 0.9800 |
Zn—N1 | 2.2053 (18) | C7A—H7D | 0.9800 |
Zn—S | 2.3792 (6) | C7A—H7E | 0.9800 |
S—C1 | 1.710 (2) | C7A—H7F | 0.9800 |
N1—C1i | 1.342 (3) | C3A—H3A1 | 0.9900 |
N1—C1 | 1.358 (3) | C3A—H3A2 | 0.9900 |
N3—C8 | 1.472 (3) | C4—C5 | 1.512 (4) |
N3—C3 | 1.473 (13) | C4—H4A | 0.9900 |
N3—C4 | 1.477 (3) | C4—H4B | 0.9900 |
N3—C3A | 1.51 (5) | C5—H5A | 0.9900 |
N4—C9 | 1.474 (3) | C5—H5B | 0.9900 |
N4—C5 | 1.479 (3) | C8—H8A | 0.9800 |
N4—C10 | 1.485 (3) | C8—H8B | 0.9800 |
C1—N1ii | 1.342 (3) | C8—H8C | 0.9800 |
N2—C2 | 1.485 (6) | C9—H9A | 0.9800 |
N2—C6 | 1.485 (6) | C9—H9B | 0.9800 |
N2—C7 | 1.488 (6) | C9—H9C | 0.9800 |
C2—C3 | 1.505 (13) | C10—H10A | 0.9800 |
C2—H2A | 0.9900 | C10—H10B | 0.9800 |
C2—H2B | 0.9900 | C10—H10C | 0.9800 |
C6—H6A | 0.9800 | Cl2—O17iii | 1.4357 (19) |
C6—H6B | 0.9800 | Cl2—O17iv | 1.4357 (19) |
C6—H6C | 0.9800 | Cl2—O17 | 1.4357 (19) |
C7—H7A | 0.9800 | Cl2—O18 | 1.438 (4) |
C7—H7B | 0.9800 | Cl1—O15 | 1.435 (3) |
C7—H7C | 0.9800 | Cl1—O16 | 1.4448 (17) |
C3—H3A | 0.9900 | Cl1—O16iii | 1.4448 (17) |
C3—H3B | 0.9900 | Cl1—O16iv | 1.4448 (17) |
N2A—C6A | 1.481 (16) | Cl3—O20 | 1.434 (4) |
N2A—C2A | 1.483 (16) | Cl3—O10v | 1.4386 (19) |
N2A—C7A | 1.484 (16) | Cl3—O10vi | 1.4386 (19) |
C2A—C3A | 1.53 (5) | Cl3—O10 | 1.4386 (19) |
C2A—H2C | 0.9900 | | |
| | | |
N2—Zn—N4 | 121.56 (15) | H2C—C2A—H2D | 107.7 |
N2—Zn—N2A | 3.4 (6) | N2A—C6A—H6A1 | 109.5 |
N4—Zn—N2A | 125.0 (5) | N2A—C6A—H6A2 | 109.5 |
N2—Zn—N3 | 85.10 (16) | H6A1—C6A—H6A2 | 109.5 |
N4—Zn—N3 | 85.50 (7) | N2A—C6A—H6A3 | 109.5 |
N2A—Zn—N3 | 85.8 (4) | H6A1—C6A—H6A3 | 109.5 |
N2—Zn—N1 | 98.43 (15) | H6A2—C6A—H6A3 | 109.5 |
N4—Zn—N1 | 98.90 (7) | N2A—C7A—H7D | 109.5 |
N2A—Zn—N1 | 97.3 (4) | N2A—C7A—H7E | 109.5 |
N3—Zn—N1 | 171.68 (7) | H7D—C7A—H7E | 109.5 |
N2—Zn—S | 115.99 (14) | N2A—C7A—H7F | 109.5 |
N4—Zn—S | 122.34 (6) | H7D—C7A—H7F | 109.5 |
N2A—Zn—S | 112.5 (4) | H7E—C7A—H7F | 109.5 |
N3—Zn—S | 103.04 (5) | N3—C3A—C2A | 109 (3) |
N1—Zn—S | 68.63 (5) | N3—C3A—H3A1 | 110.0 |
C1—S—Zn | 80.85 (7) | C2A—C3A—H3A1 | 110.0 |
C1i—N1—C1 | 117.0 (2) | N3—C3A—H3A2 | 110.0 |
C1i—N1—Zn | 147.22 (15) | C2A—C3A—H3A2 | 110.0 |
C1—N1—Zn | 95.61 (13) | H3A1—C3A—H3A2 | 108.4 |
C8—N3—C3 | 108.6 (4) | N3—C4—C5 | 110.0 (2) |
C8—N3—C4 | 110.7 (2) | N3—C4—H4A | 109.7 |
C3—N3—C4 | 113.4 (3) | C5—C4—H4A | 109.7 |
C8—N3—C3A | 116.0 (16) | N3—C4—H4B | 109.7 |
C3—N3—C3A | 10.0 (16) | C5—C4—H4B | 109.7 |
C4—N3—C3A | 103.7 (14) | H4A—C4—H4B | 108.2 |
C8—N3—Zn | 114.57 (15) | N4—C5—C4 | 111.5 (2) |
C3—N3—Zn | 105.1 (5) | N4—C5—H5A | 109.3 |
C4—N3—Zn | 104.47 (13) | C4—C5—H5A | 109.3 |
C3A—N3—Zn | 106.3 (17) | N4—C5—H5B | 109.3 |
C9—N4—C5 | 110.32 (19) | C4—C5—H5B | 109.3 |
C9—N4—C10 | 108.26 (19) | H5A—C5—H5B | 108.0 |
C5—N4—C10 | 110.4 (2) | N3—C8—H8A | 109.5 |
C9—N4—Zn | 110.29 (14) | N3—C8—H8B | 109.5 |
C5—N4—Zn | 104.01 (14) | H8A—C8—H8B | 109.5 |
C10—N4—Zn | 113.49 (15) | N3—C8—H8C | 109.5 |
N1ii—C1—N1 | 122.9 (2) | H8A—C8—H8C | 109.5 |
N1ii—C1—S | 122.48 (16) | H8B—C8—H8C | 109.5 |
N1—C1—S | 114.58 (16) | N4—C9—H9A | 109.5 |
C2—N2—C6 | 109.2 (5) | N4—C9—H9B | 109.5 |
C2—N2—C7 | 110.6 (5) | H9A—C9—H9B | 109.5 |
C6—N2—C7 | 107.5 (5) | N4—C9—H9C | 109.5 |
C2—N2—Zn | 105.2 (4) | H9A—C9—H9C | 109.5 |
C6—N2—Zn | 114.9 (4) | H9B—C9—H9C | 109.5 |
C7—N2—Zn | 109.5 (4) | N4—C10—H10A | 109.5 |
N2—C2—C3 | 111.0 (5) | N4—C10—H10B | 109.5 |
N2—C2—H2A | 109.4 | H10A—C10—H10B | 109.5 |
C3—C2—H2A | 109.4 | N4—C10—H10C | 109.5 |
N2—C2—H2B | 109.4 | H10A—C10—H10C | 109.5 |
C3—C2—H2B | 109.4 | H10B—C10—H10C | 109.5 |
H2A—C2—H2B | 108.0 | O17iii—Cl2—O17iv | 109.27 (10) |
N3—C3—C2 | 111.7 (8) | O17iii—Cl2—O17 | 109.27 (10) |
N3—C3—H3A | 109.3 | O17iv—Cl2—O17 | 109.27 (10) |
C2—C3—H3A | 109.3 | O17iii—Cl2—O18 | 109.67 (10) |
N3—C3—H3B | 109.3 | O17iv—Cl2—O18 | 109.67 (10) |
C2—C3—H3B | 109.3 | O17—Cl2—O18 | 109.67 (10) |
H3A—C3—H3B | 107.9 | O15—Cl1—O16 | 109.60 (8) |
C6A—N2A—C2A | 112.3 (15) | O15—Cl1—O16iii | 109.60 (8) |
C6A—N2A—C7A | 107.7 (15) | O16—Cl1—O16iii | 109.35 (8) |
C2A—N2A—C7A | 110.1 (15) | O15—Cl1—O16iv | 109.60 (8) |
C6A—N2A—Zn | 110.0 (14) | O16—Cl1—O16iv | 109.35 (8) |
C2A—N2A—Zn | 103.5 (13) | O16iii—Cl1—O16iv | 109.35 (8) |
C7A—N2A—Zn | 113.2 (14) | O20—Cl3—O10v | 109.60 (10) |
N2A—C2A—C3A | 113.5 (19) | O20—Cl3—O10vi | 109.60 (10) |
N2A—C2A—H2C | 108.9 | O10v—Cl3—O10vi | 109.34 (10) |
C3A—C2A—H2C | 108.9 | O20—Cl3—O10 | 109.60 (10) |
N2A—C2A—H2D | 108.9 | O10v—Cl3—O10 | 109.34 (10) |
C3A—C2A—H2D | 108.9 | O10vi—Cl3—O10 | 109.34 (10) |
| | | |
N2—Zn—S—C1 | 85.95 (18) | Zn—S—C1—N1 | 5.26 (15) |
N4—Zn—S—C1 | −90.23 (10) | N4—Zn—N2—C2 | −62.8 (3) |
N2A—Zn—S—C1 | 86.0 (5) | N2A—Zn—N2—C2 | 120 (10) |
N3—Zn—S—C1 | 176.83 (9) | N3—Zn—N2—C2 | 18.9 (3) |
N1—Zn—S—C1 | −3.16 (9) | N1—Zn—N2—C2 | −168.7 (3) |
N2—Zn—N1—C1i | 63.9 (3) | S—Zn—N2—C2 | 121.0 (3) |
N4—Zn—N1—C1i | −60.1 (3) | N4—Zn—N2—C6 | 57.3 (4) |
N2A—Zn—N1—C1i | 67.2 (5) | N2A—Zn—N2—C6 | −120 (10) |
N3—Zn—N1—C1i | 178.4 (4) | N3—Zn—N2—C6 | 139.0 (4) |
S—Zn—N1—C1i | 178.6 (3) | N1—Zn—N2—C6 | −48.6 (4) |
N2—Zn—N1—C1 | −110.74 (19) | S—Zn—N2—C6 | −118.9 (3) |
N4—Zn—N1—C1 | 125.29 (13) | N4—Zn—N2—C7 | 178.4 (3) |
N2A—Zn—N1—C1 | −107.5 (5) | N2A—Zn—N2—C7 | 1 (9) |
N3—Zn—N1—C1 | 3.8 (6) | N3—Zn—N2—C7 | −100.0 (3) |
S—Zn—N1—C1 | 3.95 (11) | N1—Zn—N2—C7 | 72.4 (3) |
N2—Zn—N3—C8 | 126.7 (2) | S—Zn—N2—C7 | 2.2 (4) |
N4—Zn—N3—C8 | −111.00 (18) | C6—N2—C2—C3 | −166.9 (6) |
N2A—Zn—N3—C8 | 123.4 (5) | C7—N2—C2—C3 | 75.0 (8) |
N1—Zn—N3—C8 | 11.3 (6) | Zn—N2—C2—C3 | −43.1 (6) |
S—Zn—N3—C8 | 11.18 (18) | C8—N3—C3—C2 | −156.5 (4) |
N2—Zn—N3—C3 | 7.6 (4) | C4—N3—C3—C2 | 80.0 (6) |
N4—Zn—N3—C3 | 129.9 (3) | C3A—N3—C3—C2 | 65 (12) |
N2A—Zn—N3—C3 | 4.2 (6) | Zn—N3—C3—C2 | −33.5 (6) |
N1—Zn—N3—C3 | −107.8 (6) | N2—C2—C3—N3 | 53.9 (7) |
S—Zn—N3—C3 | −107.9 (3) | N2—Zn—N2A—C6A | 21 (9) |
N2—Zn—N3—C4 | −112.0 (2) | N4—Zn—N2A—C6A | 18.4 (13) |
N4—Zn—N3—C4 | 10.24 (16) | N3—Zn—N2A—C6A | 99.9 (10) |
N2A—Zn—N3—C4 | −115.4 (5) | N1—Zn—N2A—C6A | −87.9 (10) |
N1—Zn—N3—C4 | 132.5 (5) | S—Zn—N2A—C6A | −157.7 (9) |
S—Zn—N3—C4 | 132.41 (15) | N2—Zn—N2A—C2A | −99 (10) |
N2—Zn—N3—C3A | −2.7 (14) | N4—Zn—N2A—C2A | −101.8 (8) |
N4—Zn—N3—C3A | 119.5 (14) | N3—Zn—N2A—C2A | −20.3 (8) |
N2A—Zn—N3—C3A | −6.1 (15) | N1—Zn—N2A—C2A | 151.9 (8) |
N1—Zn—N3—C3A | −118.2 (15) | S—Zn—N2A—C2A | 82.1 (9) |
S—Zn—N3—C3A | −118.3 (14) | N2—Zn—N2A—C7A | 142 (10) |
N2—Zn—N4—C9 | −142.4 (2) | N4—Zn—N2A—C7A | 139.0 (9) |
N2A—Zn—N4—C9 | −142.2 (6) | N3—Zn—N2A—C7A | −139.5 (11) |
N3—Zn—N4—C9 | 136.14 (16) | N1—Zn—N2A—C7A | 32.8 (11) |
N1—Zn—N4—C9 | −36.75 (16) | S—Zn—N2A—C7A | −37.1 (12) |
S—Zn—N4—C9 | 33.54 (17) | C6A—N2A—C2A—C3A | −73 (3) |
N2—Zn—N4—C5 | 99.3 (2) | C7A—N2A—C2A—C3A | 167 (2) |
N2A—Zn—N4—C5 | 99.5 (6) | Zn—N2A—C2A—C3A | 46 (2) |
N3—Zn—N4—C5 | 17.86 (16) | C8—N3—C3A—C2A | −98 (2) |
N1—Zn—N4—C5 | −155.02 (15) | C3—N3—C3A—C2A | −54 (11) |
S—Zn—N4—C5 | −84.74 (16) | C4—N3—C3A—C2A | 140.8 (18) |
N2—Zn—N4—C10 | −20.8 (2) | Zn—N3—C3A—C2A | 31 (2) |
N2A—Zn—N4—C10 | −20.5 (6) | N2A—C2A—C3A—N3 | −54 (3) |
N3—Zn—N4—C10 | −102.20 (16) | C8—N3—C4—C5 | 87.2 (2) |
N1—Zn—N4—C10 | 84.91 (16) | C3—N3—C4—C5 | −150.5 (6) |
S—Zn—N4—C10 | 155.20 (13) | C3A—N3—C4—C5 | −147.8 (18) |
C1i—N1—C1—N1ii | −2.8 (4) | Zn—N3—C4—C5 | −36.6 (2) |
Zn—N1—C1—N1ii | 173.88 (18) | C9—N4—C5—C4 | −162.5 (2) |
C1i—N1—C1—S | 177.64 (10) | C10—N4—C5—C4 | 77.9 (3) |
Zn—N1—C1—S | −5.63 (16) | Zn—N4—C5—C4 | −44.2 (2) |
Zn—S—C1—N1ii | −174.25 (19) | N3—C4—C5—N4 | 57.5 (3) |
Symmetry codes: (i) y, z, x; (ii) z, x, y; (iii) z−1/2, −x+1/2, −y+1; (iv) −y+1/2, −z+1, x+1/2; (v) y−1/2, −z+3/2, −x+1; (vi) −z+1, x+1/2, −y+3/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C2—H2A···O17 | 0.99 | 2.85 | 3.659 (4) | 140 |
C6—H6C···O17 | 0.98 | 2.55 | 3.475 (4) | 157 |
C6—H6C···O17 | 0.98 | 2.55 | 3.475 (4) | 157 |
C7—H7A···O17 | 0.98 | 2.91 | 3.752 (4) | 144 |
C2A—H2D···O17 | 0.99 | 2.97 | 3.805 (10) | 143 |
C2A—H2D···O17 | 0.99 | 2.97 | 3.805 (10) | 143 |
C6A—H6A3···O17 | 0.98 | 2.50 | 3.413 (10) | 155 |
C6A—H6A3···O17 | 0.98 | 2.50 | 3.413 (10) | 155 |
C7A—H7F···O17 | 0.98 | 2.94 | 3.772 (12) | 143 |
C7A—H7F···O17 | 0.98 | 2.94 | 3.772 (12) | 143 |
C6A—H6A2···O10vi | 0.98 | 2.67 | 3.642 (14) | 170 |
C2—H2B···O10vi | 0.99 | 2.42 | 3.358 (4) | 158 |
C4—H4B···O10vi | 0.99 | 2.52 | 3.506 (4) | 177 |
C5—H5B···O18vi | 0.99 | 2.79 | 3.515 (3) | 130 |
C10—H10B···O10vi | 0.98 | 2.69 | 3.652 (3) | 167 |
C2A—H2C···O16iv | 0.99 | 2.59 | 3.402 (11) | 140 |
C2—H2A···O17iv | 0.99 | 2.68 | 3.411 (4) | 131 |
C8—H8C···O16iv | 0.98 | 2.83 | 3.556 (4) | 132 |
C3—H3B···O16iv | 0.99 | 2.45 | 3.417 (9) | 165 |
C7—H7C···O20vii | 0.98 | 2.71 | 3.438 (4) | 131 |
C7A—H7E···O20vii | 0.98 | 2.61 | 2.888 (10) | 96 |
C7—H7C···O20iii | 0.98 | 2.71 | 3.438 (4) | 131 |
C7—H7C···O20iii | 0.98 | 2.71 | 3.438 (4) | 131 |
C7—H7C···O20viii | 0.98 | 2.71 | 3.438 (4) | 131 |
C7—H7C···O20viii | 0.98 | 2.71 | 3.438 (4) | 131 |
C7A—H7F···O10viii | 0.98 | 2.78 | 3.547 (10) | 135 |
C7—H7A···O10viii | 0.98 | 3.04 | 3.768 (4) | 132 |
C5—H5B···O18ix | 0.99 | 2.79 | 3.515 (3) | 130 |
C4—H4A···O17ix | 0.99 | 2.53 | 3.265 (3) | 131 |
C4—H4B···O10v | 0.99 | 2.61 | 3.289 (3) | 126 |
C5—H5B···O18x | 0.99 | 2.79 | 3.515 (3) | 130 |
C10—H10C···Si | 0.98 | 2.98 | 3.900 (3) | 157 |
Symmetry codes: (i) y, z, x; (iii) z−1/2, −x+1/2, −y+1; (iv) −y+1/2, −z+1, x+1/2; (v) y−1/2, −z+3/2, −x+1; (vi) −z+1, x+1/2, −y+3/2; (vii) −x+1/2, −y+1, z−1/2; (viii) −y+1, z−1/2, −x+1/2; (ix) −x+1/2, −y+1, z+1/2; (x) y, z, x+1. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
If you have already registered and are using a computer listed in your registration details, please email
support@iucr.org for assistance.