Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807044753/wm2137sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807044753/wm2137Isup2.hkl |
CCDC reference: 663623
All chemicals were used as purchased from Jinan Henghua Sci. & Tec. Co., Ltd. The title salt was synthesized from the reaction of 5,8-diazoniadispiro[4.2.4.2]tetradecane dibromide (0.034 g, 0.1 mmol) in methanol (5 ml) and a mixture of MnCl2 (0.012 g, 0.1 mmol) and K(NCS) (0.074 g, 0.4 mmol) in DMF (10 ml). The resulting mixture was set aside for the formation of colourless crystals in approximately 34% yield after several d. Anal. Calc. for C30H48MnN10S6: C 45.26, H 6.07, N 17.59%; Found: C 45.21, H 6.08, N 17.52%.
All H atoms bonded to C atoms were generated geometrically and refined as riding atoms with C—H= 0.97Å and Uiso(H)= 1.2Ueq(C).
Organic-inorganic compounds containing the [hexakis(isothiocyanato)manganese(II)] anion, [Mn(NCS)6]4-, have been the subject of several investigations, but reported crystal structures containing this building unit are relatively scarce (Böhland et al. (1997); Bose et al. (2006); Burla et al. (1995); Shen et al. (2002); Shi et al. (2005). In this communication we report the crystal structure of a new [hexakis(isothiocyanato)manganese(II)] salt containing the 5,8-diazoniadispiro[4.2.4.2]tetradecane counter cation.
The structure of the title compound (Fig. 1) comprises discrete (C12H24N2)2+ cations and [Mn(NCS)6]4- anions. The anion, which lies on an inversion center, displays the expected homoleptic N6-octahedral coordination with only minor deviations from the ideal geometry. In the cation, the six-membered ring displays a chair conformation, while the five-membered rings adopt a twist conformation. In the crystal structure, all building units are linked into a three-dimensional extended network via intermolecular C—H···S hydrogen bonding interactions (Table, Fig. 2).
For structures containing the complex [Ni(NCS)6]4- anion, see, for example,: Böhland et al. (1997); Bose et al. (2006); Burla et al. (1995); Shen et al. (2002); Shi et al. (2005).
Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 (Bruker, 2004); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL (Bruker, 2001).
(C12H24N2)2·[Mn(NCS)6] | F(000) = 838 |
Mr = 796.08 | Dx = 1.349 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 2869 reflections |
a = 9.8816 (15) Å | θ = 2.3–23.4° |
b = 13.382 (2) Å | µ = 0.69 mm−1 |
c = 15.173 (2) Å | T = 273 K |
β = 102.431 (3)° | Fragment, colorless |
V = 1959.4 (5) Å3 | 0.53 × 0.15 × 0.12 mm |
Z = 2 |
Bruker APEXII CCD area-detector diffractometer | 3589 independent reflections |
Radiation source: fine-focus sealed tube | 2679 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
φ and ω scans | θmax = 25.5°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −10→11 |
Tmin = 0.710, Tmax = 0.922 | k = −16→16 |
10582 measured reflections | l = −18→16 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.046 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.141 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0826P)2 + 0.6082P] where P = (Fo2 + 2Fc2)/3 |
3589 reflections | (Δ/σ)max < 0.001 |
214 parameters | Δρmax = 0.51 e Å−3 |
0 restraints | Δρmin = −0.41 e Å−3 |
(C12H24N2)2·[Mn(NCS)6] | V = 1959.4 (5) Å3 |
Mr = 796.08 | Z = 2 |
Monoclinic, P21/n | Mo Kα radiation |
a = 9.8816 (15) Å | µ = 0.69 mm−1 |
b = 13.382 (2) Å | T = 273 K |
c = 15.173 (2) Å | 0.53 × 0.15 × 0.12 mm |
β = 102.431 (3)° |
Bruker APEXII CCD area-detector diffractometer | 3589 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 2679 reflections with I > 2σ(I) |
Tmin = 0.710, Tmax = 0.922 | Rint = 0.024 |
10582 measured reflections |
R[F2 > 2σ(F2)] = 0.046 | 0 restraints |
wR(F2) = 0.141 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.51 e Å−3 |
3589 reflections | Δρmin = −0.41 e Å−3 |
214 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Mn1 | 0.5000 | 0.5000 | 0.0000 | 0.0522 (2) | |
S1 | 0.39777 (8) | 0.43111 (6) | 0.30277 (5) | 0.0629 (2) | |
S2 | 0.96283 (13) | 0.64089 (10) | 0.14596 (8) | 0.1117 (5) | |
S3 | 0.69183 (9) | 0.15133 (6) | 0.01699 (7) | 0.0737 (3) | |
N1 | 0.4577 (3) | 0.4769 (2) | 0.1366 (2) | 0.0731 (8) | |
N2 | 0.7113 (3) | 0.5556 (2) | 0.06566 (19) | 0.0698 (7) | |
N3 | 0.5748 (3) | 0.3416 (2) | −0.0022 (2) | 0.0718 (7) | |
N4 | −0.0605 (2) | 0.31563 (18) | 0.21676 (15) | 0.0522 (6) | |
N5 | 0.1560 (2) | 0.23697 (15) | 0.12676 (15) | 0.0454 (5) | |
C1 | 0.4340 (3) | 0.4584 (2) | 0.2058 (2) | 0.0535 (7) | |
C2 | 0.8136 (4) | 0.5917 (2) | 0.1000 (2) | 0.0588 (7) | |
C3 | 0.6225 (3) | 0.2633 (2) | 0.00443 (18) | 0.0518 (7) | |
C4 | −0.2133 (3) | 0.3136 (4) | 0.2228 (3) | 0.0870 (12) | |
H4A | −0.2701 | 0.3484 | 0.1719 | 0.104* | |
H4B | −0.2461 | 0.2454 | 0.2235 | 0.104* | |
C5 | −0.2180 (5) | 0.3621 (7) | 0.3035 (4) | 0.0778 (9) | |
H5A | −0.2162 | 0.3127 | 0.3506 | 0.208* | |
H5B | −0.3042 | 0.3990 | 0.2962 | 0.208* | |
C6 | −0.1051 (4) | 0.4288 (3) | 0.3302 (3) | 0.0796 (11) | |
H6A | −0.0737 | 0.4286 | 0.3953 | 0.095* | |
H6B | −0.1324 | 0.4962 | 0.3108 | 0.095* | |
C7 | 0.0067 (3) | 0.3931 (3) | 0.2866 (2) | 0.0624 (8) | |
H7A | 0.0811 | 0.3631 | 0.3309 | 0.075* | |
H7B | 0.0441 | 0.4481 | 0.2577 | 0.075* | |
C8 | 0.0024 (3) | 0.2135 (2) | 0.2360 (2) | 0.0582 (7) | |
H8A | 0.0033 | 0.1959 | 0.2982 | 0.070* | |
H8B | −0.0551 | 0.1651 | 0.1975 | 0.070* | |
C9 | 0.1473 (3) | 0.2074 (2) | 0.22088 (19) | 0.0544 (7) | |
H9A | 0.1811 | 0.1396 | 0.2322 | 0.065* | |
H9B | 0.2068 | 0.2509 | 0.2636 | 0.065* | |
C10 | −0.0488 (3) | 0.3443 (2) | 0.12343 (19) | 0.0520 (7) | |
H10A | −0.0841 | 0.4116 | 0.1107 | 0.062* | |
H10B | −0.1055 | 0.2996 | 0.0804 | 0.062* | |
C11 | 0.0972 (3) | 0.33998 (19) | 0.11145 (18) | 0.0483 (6) | |
H11A | 0.1000 | 0.3614 | 0.0508 | 0.058* | |
H11B | 0.1537 | 0.3857 | 0.1535 | 0.058* | |
C12 | 0.3072 (3) | 0.2362 (2) | 0.1172 (2) | 0.0666 (8) | |
H12A | 0.3218 | 0.2839 | 0.0720 | 0.080* | |
H12B | 0.3695 | 0.2518 | 0.1742 | 0.080* | |
C13 | 0.3285 (4) | 0.1318 (3) | 0.0886 (3) | 0.0802 (10) | |
H13A | 0.4034 | 0.1289 | 0.0565 | 0.096* | |
H13B | 0.3503 | 0.0877 | 0.1404 | 0.096* | |
C14 | 0.1949 (3) | 0.1030 (3) | 0.0284 (2) | 0.0731 (9) | |
H14A | 0.1782 | 0.0321 | 0.0339 | 0.088* | |
H14B | 0.1970 | 0.1173 | −0.0340 | 0.088* | |
C15 | 0.0839 (3) | 0.1620 (2) | 0.0562 (2) | 0.0565 (7) | |
H15A | 0.0237 | 0.1185 | 0.0817 | 0.068* | |
H15B | 0.0284 | 0.1966 | 0.0047 | 0.068* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Mn1 | 0.0530 (4) | 0.0457 (3) | 0.0566 (4) | 0.0007 (3) | 0.0087 (3) | 0.0067 (3) |
S1 | 0.0679 (5) | 0.0649 (5) | 0.0582 (5) | 0.0009 (4) | 0.0187 (4) | −0.0070 (3) |
S2 | 0.1121 (9) | 0.1153 (9) | 0.0864 (7) | −0.0565 (7) | −0.0255 (6) | 0.0210 (6) |
S3 | 0.0617 (5) | 0.0549 (5) | 0.0956 (6) | 0.0095 (4) | −0.0032 (4) | −0.0172 (4) |
N1 | 0.083 (2) | 0.0689 (18) | 0.0693 (19) | −0.0124 (15) | 0.0204 (15) | 0.0036 (14) |
N2 | 0.0604 (17) | 0.0664 (17) | 0.0783 (18) | −0.0023 (14) | 0.0056 (14) | 0.0072 (14) |
N3 | 0.0711 (18) | 0.0584 (16) | 0.0807 (19) | 0.0109 (14) | 0.0051 (14) | 0.0068 (13) |
N4 | 0.0405 (12) | 0.0662 (15) | 0.0518 (13) | −0.0041 (10) | 0.0139 (10) | −0.0138 (11) |
N5 | 0.0430 (12) | 0.0385 (11) | 0.0553 (13) | 0.0046 (9) | 0.0114 (9) | −0.0018 (9) |
C1 | 0.0552 (17) | 0.0427 (14) | 0.0621 (19) | −0.0016 (12) | 0.0113 (13) | −0.0049 (13) |
C2 | 0.074 (2) | 0.0470 (16) | 0.0533 (17) | −0.0013 (15) | 0.0080 (15) | 0.0052 (13) |
C3 | 0.0477 (15) | 0.0569 (18) | 0.0479 (15) | −0.0028 (13) | 0.0039 (12) | −0.0076 (12) |
C4 | 0.0441 (17) | 0.132 (3) | 0.090 (3) | −0.0091 (19) | 0.0240 (16) | −0.042 (2) |
C5 | 0.0744 (19) | 0.0477 (15) | 0.088 (2) | 0.0017 (14) | 0.0370 (16) | −0.0168 (15) |
C6 | 0.070 (2) | 0.095 (3) | 0.076 (2) | 0.0153 (19) | 0.0188 (17) | −0.0264 (19) |
C7 | 0.0552 (17) | 0.075 (2) | 0.0581 (17) | −0.0022 (15) | 0.0149 (13) | −0.0236 (15) |
C8 | 0.0688 (19) | 0.0582 (17) | 0.0488 (16) | −0.0111 (14) | 0.0153 (13) | 0.0041 (13) |
C9 | 0.0574 (17) | 0.0454 (15) | 0.0568 (17) | 0.0082 (13) | 0.0048 (13) | 0.0071 (12) |
C10 | 0.0508 (16) | 0.0533 (16) | 0.0502 (15) | 0.0141 (12) | 0.0073 (11) | −0.0029 (12) |
C11 | 0.0579 (16) | 0.0384 (13) | 0.0520 (15) | 0.0039 (11) | 0.0194 (12) | 0.0035 (11) |
C12 | 0.0456 (16) | 0.067 (2) | 0.092 (2) | 0.0008 (14) | 0.0249 (15) | −0.0129 (17) |
C13 | 0.068 (2) | 0.077 (2) | 0.104 (3) | 0.0157 (18) | 0.034 (2) | −0.014 (2) |
C14 | 0.076 (2) | 0.082 (2) | 0.067 (2) | 0.0044 (18) | 0.0292 (17) | −0.0226 (17) |
C15 | 0.0619 (18) | 0.0507 (16) | 0.0554 (16) | 0.0044 (13) | 0.0097 (13) | −0.0101 (13) |
Mn1—N1 | 2.223 (3) | C6—C7 | 1.483 (4) |
Mn1—N1i | 2.223 (3) | C6—H6A | 0.9700 |
Mn1—N2i | 2.239 (3) | C6—H6B | 0.9700 |
Mn1—N2 | 2.239 (3) | C7—H7A | 0.9700 |
Mn1—N3i | 2.248 (3) | C7—H7B | 0.9700 |
Mn1—N3 | 2.248 (3) | C8—C9 | 1.500 (4) |
S1—C1 | 1.629 (3) | C8—H8A | 0.9700 |
S2—C2 | 1.628 (3) | C8—H8B | 0.9700 |
S3—C3 | 1.641 (3) | C9—H9A | 0.9700 |
N1—C1 | 1.150 (4) | C9—H9B | 0.9700 |
N2—C2 | 1.140 (4) | C10—C11 | 1.493 (4) |
N3—C3 | 1.144 (4) | C10—H10A | 0.9700 |
N4—C10 | 1.496 (4) | C10—H10B | 0.9700 |
N4—C8 | 1.504 (4) | C11—H11A | 0.9700 |
N4—C7 | 1.528 (4) | C11—H11B | 0.9700 |
N4—C4 | 1.532 (4) | C12—C13 | 1.492 (5) |
N5—C11 | 1.494 (3) | C12—H12A | 0.9700 |
N5—C9 | 1.502 (4) | C12—H12B | 0.9700 |
N5—C15 | 1.527 (3) | C13—C14 | 1.486 (5) |
N5—C12 | 1.532 (3) | C13—H13A | 0.9700 |
C4—C5 | 1.396 (5) | C13—H13B | 0.9700 |
C4—H4A | 0.9700 | C14—C15 | 1.485 (4) |
C4—H4B | 0.9700 | C14—H14A | 0.9700 |
C5—C6 | 1.417 (6) | C14—H14B | 0.9700 |
C5—H5A | 0.9700 | C15—H15A | 0.9700 |
C5—H5B | 0.9700 | C15—H15B | 0.9700 |
N1—Mn1—N1i | 180.00 (15) | N4—C7—H7A | 110.6 |
N1—Mn1—N2i | 91.38 (11) | C6—C7—H7B | 110.6 |
N1i—Mn1—N2i | 88.62 (11) | N4—C7—H7B | 110.6 |
N1—Mn1—N2 | 88.62 (11) | H7A—C7—H7B | 108.7 |
N1i—Mn1—N2 | 91.38 (11) | C9—C8—N4 | 112.8 (2) |
N2i—Mn1—N2 | 180.0 | C9—C8—H8A | 109.0 |
N1—Mn1—N3i | 89.36 (11) | N4—C8—H8A | 109.0 |
N1i—Mn1—N3i | 90.64 (11) | C9—C8—H8B | 109.0 |
N2i—Mn1—N3i | 92.38 (10) | N4—C8—H8B | 109.0 |
N2—Mn1—N3i | 87.62 (10) | H8A—C8—H8B | 107.8 |
N1—Mn1—N3 | 90.64 (11) | C8—C9—N5 | 112.5 (2) |
N1i—Mn1—N3 | 89.36 (11) | C8—C9—H9A | 109.1 |
N2i—Mn1—N3 | 87.62 (10) | N5—C9—H9A | 109.1 |
N2—Mn1—N3 | 92.38 (10) | C8—C9—H9B | 109.1 |
N3i—Mn1—N3 | 180.0 | N5—C9—H9B | 109.1 |
C1—N1—Mn1 | 175.4 (3) | H9A—C9—H9B | 107.8 |
C2—N2—Mn1 | 174.0 (3) | N4—C10—C11 | 112.3 (2) |
C3—N3—Mn1 | 173.1 (3) | N4—C10—H10A | 109.1 |
C10—N4—C8 | 107.7 (2) | C11—C10—H10A | 109.1 |
C10—N4—C7 | 111.8 (2) | N4—C10—H10B | 109.1 |
C8—N4—C7 | 112.5 (2) | C11—C10—H10B | 109.1 |
C10—N4—C4 | 109.8 (2) | H10A—C10—H10B | 107.9 |
C8—N4—C4 | 110.1 (3) | N5—C11—C10 | 111.7 (2) |
C7—N4—C4 | 104.9 (2) | N5—C11—H11A | 109.3 |
C11—N5—C9 | 106.9 (2) | C10—C11—H11A | 109.3 |
C11—N5—C15 | 113.0 (2) | N5—C11—H11B | 109.3 |
C9—N5—C15 | 112.3 (2) | C10—C11—H11B | 109.3 |
C11—N5—C12 | 110.2 (2) | H11A—C11—H11B | 107.9 |
C9—N5—C12 | 110.2 (2) | C13—C12—N5 | 103.6 (2) |
C15—N5—C12 | 104.3 (2) | C13—C12—H12A | 111.0 |
N1—C1—S1 | 178.9 (3) | N5—C12—H12A | 111.0 |
N2—C2—S2 | 177.6 (3) | C13—C12—H12B | 111.0 |
N3—C3—S3 | 178.4 (3) | N5—C12—H12B | 111.0 |
C5—C4—N4 | 105.3 (3) | H12A—C12—H12B | 109.0 |
C5—C4—H4A | 110.7 | C14—C13—C12 | 105.0 (3) |
N4—C4—H4A | 110.7 | C14—C13—H13A | 110.7 |
C5—C4—H4B | 110.7 | C12—C13—H13A | 110.7 |
N4—C4—H4B | 110.7 | C14—C13—H13B | 110.7 |
H4A—C4—H4B | 108.8 | C12—C13—H13B | 110.7 |
C4—C5—C6 | 111.7 (4) | H13A—C13—H13B | 108.8 |
C4—C5—H5A | 109.3 | C13—C14—C15 | 107.5 (3) |
C6—C5—H5A | 109.3 | C13—C14—H14A | 110.2 |
C4—C5—H5B | 109.3 | C15—C14—H14A | 110.2 |
C6—C5—H5B | 109.3 | C13—C14—H14B | 110.2 |
H5A—C5—H5B | 107.9 | C15—C14—H14B | 110.2 |
C5—C6—C7 | 106.6 (3) | H14A—C14—H14B | 108.5 |
C5—C6—H6A | 110.4 | C14—C15—N5 | 106.7 (2) |
C7—C6—H6A | 110.4 | C14—C15—H15A | 110.4 |
C5—C6—H6B | 110.4 | N5—C15—H15A | 110.4 |
C7—C6—H6B | 110.4 | C14—C15—H15B | 110.4 |
H6A—C6—H6B | 108.6 | N5—C15—H15B | 110.4 |
C6—C7—N4 | 105.9 (2) | H15A—C15—H15B | 108.6 |
C6—C7—H7A | 110.6 |
Symmetry code: (i) −x+1, −y+1, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
C7—H7A···S3ii | 0.97 | 2.81 | 3.629 (3) | 143 |
C10—H10B···S3iii | 0.97 | 2.84 | 3.750 (3) | 157 |
Symmetry codes: (ii) x−1/2, −y+1/2, z+1/2; (iii) x−1, y, z. |
Experimental details
Crystal data | |
Chemical formula | (C12H24N2)2·[Mn(NCS)6] |
Mr | 796.08 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 273 |
a, b, c (Å) | 9.8816 (15), 13.382 (2), 15.173 (2) |
β (°) | 102.431 (3) |
V (Å3) | 1959.4 (5) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.69 |
Crystal size (mm) | 0.53 × 0.15 × 0.12 |
Data collection | |
Diffractometer | Bruker APEXII CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.710, 0.922 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 10582, 3589, 2679 |
Rint | 0.024 |
(sin θ/λ)max (Å−1) | 0.606 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.046, 0.141, 1.00 |
No. of reflections | 3589 |
No. of parameters | 214 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.51, −0.41 |
Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2001).
Mn1—N1 | 2.223 (3) | S3—C3 | 1.641 (3) |
Mn1—N2 | 2.239 (3) | N1—C1 | 1.150 (4) |
Mn1—N3 | 2.248 (3) | N2—C2 | 1.140 (4) |
S1—C1 | 1.629 (3) | N3—C3 | 1.144 (4) |
S2—C2 | 1.628 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
C7—H7A···S3i | 0.97 | 2.81 | 3.629 (3) | 143.02 |
C10—H10B···S3ii | 0.97 | 2.84 | 3.750 (3) | 157.42 |
Symmetry codes: (i) x−1/2, −y+1/2, z+1/2; (ii) x−1, y, z. |
Organic-inorganic compounds containing the [hexakis(isothiocyanato)manganese(II)] anion, [Mn(NCS)6]4-, have been the subject of several investigations, but reported crystal structures containing this building unit are relatively scarce (Böhland et al. (1997); Bose et al. (2006); Burla et al. (1995); Shen et al. (2002); Shi et al. (2005). In this communication we report the crystal structure of a new [hexakis(isothiocyanato)manganese(II)] salt containing the 5,8-diazoniadispiro[4.2.4.2]tetradecane counter cation.
The structure of the title compound (Fig. 1) comprises discrete (C12H24N2)2+ cations and [Mn(NCS)6]4- anions. The anion, which lies on an inversion center, displays the expected homoleptic N6-octahedral coordination with only minor deviations from the ideal geometry. In the cation, the six-membered ring displays a chair conformation, while the five-membered rings adopt a twist conformation. In the crystal structure, all building units are linked into a three-dimensional extended network via intermolecular C—H···S hydrogen bonding interactions (Table, Fig. 2).