(Acetato-κO){2-[(2-amino­eth­yl-κN)disulfan­yl]ethanaminium}di­chlorido­zinc(II)

Kuwamura, N.; Laskar, P.; Konno, T.

doi:10.1107/S241431461600105X

metal-organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 1| Part 1| January 2016| x160105

doi:10.1107/S241431461600105X

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(Acetato-κO){2-[(2-aminoethyl-κN)disulfanyl]ethanaminium}dichloridozinc(II)

Naoto Kuwamura,^a ^* Payel Laskar ^a and Takumi Konno ^a

^aDepartment of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan
^*Correspondence e-mail: kuwamuran12@chem.sci.osaka-u.ac.jp

Edited by T. N. Guru Row, Indian Institute of Science, India (Received 4 December 2015; accepted 18 January 2016; online 23 January 2016)

In the title compound, [Zn(C₄H₁₃N₂S₂)(CH₃COO)Cl₂], the Zn^II ion is in a tetrahedral coordination geometry, coordinated by one acetate, two chloride and one 2-[(2-aminoethyl)disulfanyl]ethanaminium ligand, with a Zn—O distance of 1.977 (3) Å, a Zn—N distance of 2.015 (3) Å and Zn—Cl distances of 2.2673 (18) and 2.2688 (15) Å. In the crystal, molecules are self-assembled by N—H⋯Cl hydrogen bonds, leading to a one-dimensional chain structure. The chains interact with each other through N—H⋯O, N—H⋯S, C—H⋯Cl and C—H⋯S hydrogen bonding, completing a three-dimensional hydrogen-bonding network structure.

Keywords: crystal structure; zinc(II) complex; 2,2′-dithiobis(ethylamine).

CCDC reference: 1448151

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Chemical scheme

Structure description

Lead(II), bismuth(III), and copper(I) compounds with 2,2′-dithiobis(ethylamine) can show a variety of extended structural arrangements and are used as ionic conductive and non-linear optical materials (Louvain et al., 2007 , 2014 ; Tamura et al., 2007 ; Bi et al., 2008 ).

In the title compound, [Zn(C₄H₁₃N₂S₂)(CH₃COO)Cl₂], the Zn(II) ion is in a tetrahedral coordination geometry, Fig. 1, coordinated by one acetate, two chloride and one 2-[(2-aminoethyl)disulfanyl]ethanaminium ligands, with a Zn1—O1 distance of 1.977 (3) Å, a Zn1—N1 distance of 2.015 (3) Å and Zn1—Cl distances of 2.2673 (18) and 2.2688 (15) Å. In the crystal, molecules are self-assembled by N—H⋯Cl hydrogen bonds, Table 1, leading to a one-dimensional chain structure. The chains interact with each other through N—H⋯O, N—H⋯S, C—H⋯Cl and C—H⋯S hydrogen bonding, completing a three-dimensional hydrogen-bonding network structure, Fig. 2.

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Cl2ⁱ	0.91	2.53	3.436 (4)	172
N1—H1B⋯Cl2ⁱⁱ	0.91	2.70	3.522 (4)	151
N1—H1B⋯O2	0.91	2.62	3.075 (4)	112
N2—H2A⋯O2ⁱⁱⁱ	0.91	1.84	2.730 (4)	164
N2—H2B⋯Cl1^iv	0.91	2.32	3.190 (4)	159
N2—H2C⋯S2	0.91	2.81	3.261 (3)	112
N2—H2C⋯O1^v	0.91	2.06	2.922 (4)	157
C2—H3⋯Cl2ⁱⁱ	0.99	2.85	3.705 (4)	145
C3—H5⋯Cl1^vi	0.99	2.92	3.690 (5)	135
C4—H7⋯S1	0.99	2.88	3.412 (4)	115
C6—H9⋯S1^v	0.98	2.97	3.765 (5)	139
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) x-1, y, z; (iii) -x-1, -y+2, -z+1; (iv) x-1, y+1, z-1; (v) -x, -y+2, -z+1; (vi) -x, -y+1, -z+1.

Figure 1
The molecular structure of the title compound, showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level and H atoms are drawn as spheres of arbitrary radii.

Figure 2
The crystal packing of the title compound viewed along a axis. Hydrogen bonds are shown as dashed lines.

Synthesis and crystallization

To a solution of aminoethanethiol hydrochloride (19.0 mg, 0.167 mmol) in 1.5 ml of methanol was added 2-benzoylpyridine (30.1 mg, 0.164 mmol). The mixture was stirred at room temperature for 1 h. To the resulting solution was added a solution of Zn(CH₃COO)₂ (36.0 mg, 0.164 mmol) in 5 ml of methanol. The mixture was stirred at room temperature for 1 h. To the colorless solution was added Ni(NO₃)₂·6H₂O (7.1 mg, 0.024 mmol). The red solution was stirred at room temperature for 1.5 h to give a red solution, which was allowed to stand overnight. A small amount of colorless block-shaped crystals of [Zn(C₄H₁₃N₂S₂)(C₂H₃O₂)Cl₂] was obtained.

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2.

Table 2
Experimental details

Crystal data
Chemical formula	[Zn(C₄H₁₃N₂S₂)(C₂H₃O₂)Cl₂]
M_r	348.60
Crystal system, space group	Triclinic, P $[\overline{1}]$
Temperature (K)	200
a, b, c (Å)	6.907 (4), 10.320 (7), 10.707 (7)
α, β, γ (°)	68.331 (14), 81.936 (15), 71.917 (12)
V (Å³)	674.0 (8)
Z	2
Radiation type	Mo Kα
μ (mm⁻¹)	2.51
Crystal size (mm)	0.20 × 0.10 × 0.10

Data collection
Diffractometer	Rigaku R-AXIS 7
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995 )
T_min, T_max	0.466, 0.806
No. of measured, independent and observed [I > 2σ(I)] reflections	5387, 3039, 2471
R_int	0.039
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.049, 0.127, 1.10
No. of reflections	3039
No. of parameters	138
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.20, −0.52
Computer programs: PROCESS-AUTO (Rigaku, 2000 ), SHELXS2014 (Sheldrick, 2008 ), SHELXL2014 (Sheldrick, 2015 ), Yadokari-XG (Kabuto et al., 2009 ).

Structural data

CCDC reference: 1448151

Crystal structure: contains datablock I. DOI: 10.1107/S241431461600105X/gw2155sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S241431461600105X/gw2155Isup2.hkl

checkCIF report

Synthesis and crystallization top

To a solution of aminoethanethiol hydrochloride (19.0 mg, 0.167 mmol) in 1.5 ml of methanol was added 2-benzoylpyridine (30.1 mg, 0.164 mmol). The mixture was stirred at room temperature for 1 h. To the resulting solution was added a solution of Zn(CH₃COO)₂ (36.0 mg, 0.164 mmol) in 5 ml of methanol. The mixture was stirred at room temperature for 1 h. To the colorless solution was added Ni(NO₃)₂·6H₂O (7.1 mg, 0.024 mmol). The red solution was stirred at room temperature for 1.5 h to give a red solution, which was allowed to stand overnight. A small amount of colorless block crystals of [ZnCl₂(CH₃COO)(C₄H₁₃N₂S₂)] was obtained.

Refinement top

C-bound H atoms were placed at calculated positions (C—H = 0.98 or 0.99 Å) and refined as riding, with U_iso(H) = 1.2U_eq(C_methylene) or 1.5U_eq(C_methyl), respectively. N-bound H atoms were placed at calculated positions (N—H = 0.91 Å) and refined as riding, with U_iso(H) = 1.2U_eq(N_amine) or 1.5U_eq(N_ammonium).

Related literature top

Lead(II), bismuth(III), and copper(I) compounds with 2,2'-dithiobis(ethylamine) can show a variety of extended structural arrangements and are used as ionic conductive and nonlinear optical materials (Louvain et al., 2007, 2014; Tamura et al., 2007; Bi et al., 2008).

Experimental top

To a solution of aminoethanethiol hydrochloride (19.0 mg, 0.167 mmol) in 1.5 ml of methanol was added 2-benzoylpyridine (30.1 mg, 0.164 mmol). The mixture was stirred at room temperature for 1 h. To the resulting solution was added a solution of Zn(CH₃COO)₂ (36.0 mg, 0.164 mmol) in 5 ml of methanol. The mixture was stirred at room temperature for 1 h. To the colorless solution was added Ni(NO₃)₂·6H₂O (7.1 mg, 0.024 mmol). The red solution was stirred at room temperature for 1.5 h to give a red solution, which was allowed to stand overnight. A small amount of colorless block-shaped crystals of [ZnCl₂(CH₃COO)(C₄H₁₃N₂S₂)] was obtained.

Structure description top

Lead(II), bismuth(III), and copper(I) compounds with 2,2'-dithiobis(ethylamine) can show a variety of extended structural arrangements and are used as ionic conductive and non-linear optical materials (Louvain et al., 2007, 2014; Tamura et al., 2007; Bi et al., 2008).

In the title compound, [Zn(C₄H₁₃N₂S₂)(CH₃COO)Cl₂], the Zn(II) ion is in a tetrahedral coordination geometry, Fig. 1, coordinated by one acetate, two chloride and one 2-[(2-aminoethyl)disulfanyl]ethanaminium ligands, with a Zn1—O1 distance of 1.977 (3) Å, a Zn1—N1 distance of 2.015 (3) Å and Zn1—Cl distances of 2.2673 (18) and 2.2688 (15) Å. In the crystal, molecules are self-assembled by N—H···Cl hydrogen bonds, Table 1, leading to a one-dimensional chain structure. The chains interact with each other through N—H···O, N—H···S, C—H···Cl and C—H···S hydrogen bonding, completing a three-dimensional hydrogen-bonding network structure, Fig. 2.

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 2000); cell refinement: PROCESS-AUTO (Rigaku, 2000); data reduction: PROCESS-AUTO (Rigaku, 2000); program(s) used to solve structure: SHELXS2014 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: Yadokari-XG (Kabuto et al., 2009); software used to prepare material for publication: Yadokari-XG (Kabuto et al., 2009).

Figures top

	Fig. 1. The molecular structure of the title compound, showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level and H atoms are drawn as spheres of arbitrary radii.
	Fig. 2. The crystal packing of the title compound viewed along a axis. Hydrogen bonds are shown as dashed lines.

(Acetato-κO){2-[(2-aminoethyl-κN)disulfanyl]ethan-1-aminium}dichloridozinc(II) top

Crystal data top

[Zn(C₄H₁₃N₂S₂)(C₂H₃O₂)Cl₂]	Z = 2
M_r = 348.60	F(000) = 356
Triclinic, P1	D_x = 1.718 Mg m⁻³
a = 6.907 (4) Å	Mo Kα radiation, λ = 0.71075 Å
b = 10.320 (7) Å	Cell parameters from 1503 reflections
c = 10.707 (7) Å	θ = 3.1–27.7°
α = 68.331 (14)°	µ = 2.51 mm⁻¹
β = 81.936 (15)°	T = 200 K
γ = 71.917 (12)°	Block, colorless
V = 674.0 (8) Å³	0.20 × 0.10 × 0.10 mm

Data collection top

Rigaku R-AXIS 7 diffractometer	2471 reflections with I > 2σ(I)
Detector resolution: 10.00 pixels mm^-1	R_int = 0.039
/w scans	θ_max = 27.5°, θ_min = 3.1°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −8→8
T_min = 0.466, T_max = 0.806	k = −13→13
5387 measured reflections	l = −13→13
3039 independent reflections

Refinement top

Refinement on F²	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.049	H-atom parameters constrained
wR(F²) = 0.127	w = 1/[σ²(F_o²) + (0.0573P)² + 0.149P] where P = (F_o² + 2F_c²)/3
S = 1.10	(Δ/σ)_max = 0.001
3039 reflections	Δρ_max = 1.20 e Å⁻³
138 parameters	Δρ_min = −0.52 e Å⁻³

Crystal data top

[Zn(C₄H₁₃N₂S₂)(C₂H₃O₂)Cl₂]	γ = 71.917 (12)°
M_r = 348.60	V = 674.0 (8) Å³
Triclinic, P1	Z = 2
a = 6.907 (4) Å	Mo Kα radiation
b = 10.320 (7) Å	µ = 2.51 mm⁻¹
c = 10.707 (7) Å	T = 200 K
α = 68.331 (14)°	0.20 × 0.10 × 0.10 mm
β = 81.936 (15)°

Data collection top

Rigaku R-AXIS 7 diffractometer	3039 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	2471 reflections with I > 2σ(I)
T_min = 0.466, T_max = 0.806	R_int = 0.039
5387 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.049	0 restraints
wR(F²) = 0.127	H-atom parameters constrained
S = 1.10	Δρ_max = 1.20 e Å⁻³
3039 reflections	Δρ_min = −0.52 e Å⁻³
138 parameters

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Zn1	0.37629 (6)	0.52770 (4)	0.71825 (4)	0.03651 (17)
Cl1	0.46685 (15)	0.28147 (10)	0.79271 (10)	0.0476 (3)
Cl2	0.64255 (14)	0.61874 (10)	0.62265 (10)	0.0440 (3)
N1	0.1676 (4)	0.5888 (3)	0.5784 (3)	0.0355 (7)
H1A	0.2094	0.5278	0.5303	0.043*
H1B	0.0485	0.5755	0.6218	0.043*
N2	−0.5827 (5)	1.2558 (3)	0.1010 (3)	0.0407 (7)
H2A	−0.7085	1.2940	0.1325	0.061*
H2B	−0.5815	1.2885	0.0095	0.061*
H2C	−0.4884	1.2836	0.1288	0.061*
S1	−0.03739 (16)	0.94437 (11)	0.24546 (10)	0.0488 (3)
S2	−0.26116 (16)	1.05857 (11)	0.34154 (11)	0.0472 (3)
C1	0.1253 (6)	0.7383 (4)	0.4832 (4)	0.0395 (9)
H1	0.2556	0.7629	0.4521	0.047*
H2	0.0433	0.8054	0.5297	0.047*
C2	0.0112 (6)	0.7605 (4)	0.3617 (4)	0.0397 (9)
H3	−0.1198	0.7370	0.3924	0.048*
H4	0.0926	0.6931	0.3153	0.048*
O1	0.3115 (4)	0.5845 (3)	0.8799 (2)	0.0426 (6)
C3	−0.4926 (6)	1.0338 (4)	0.3006 (4)	0.0474 (10)
H5	−0.4811	0.9287	0.3338	0.057*
H6	−0.6103	1.0806	0.3486	0.057*
C5	0.1261 (5)	0.6340 (4)	0.9035 (4)	0.0365 (8)
O2	−0.0136 (4)	0.6437 (3)	0.8396 (3)	0.0526 (7)
C4	−0.5334 (6)	1.0955 (4)	0.1531 (4)	0.0432 (9)
H7	−0.4119	1.0551	0.1037	0.052*
H8	−0.6486	1.0662	0.1372	0.052*
C6	0.0799 (6)	0.6893 (5)	1.0234 (4)	0.0483 (10)
H9	0.0993	0.7864	0.9946	0.072*
H10	0.1723	0.6226	1.0963	0.072*
H11	−0.0614	0.6939	1.0554	0.072*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0315 (3)	0.0388 (3)	0.0309 (3)	−0.00430 (19)	−0.00581 (19)	−0.0056 (2)
Cl1	0.0531 (6)	0.0391 (5)	0.0416 (5)	−0.0057 (5)	−0.0049 (5)	−0.0087 (4)
Cl2	0.0361 (5)	0.0510 (6)	0.0440 (6)	−0.0130 (4)	0.0023 (4)	−0.0161 (5)
N1	0.0299 (15)	0.0360 (16)	0.0321 (16)	−0.0050 (13)	−0.0049 (13)	−0.0041 (13)
N2	0.0350 (16)	0.0451 (18)	0.0339 (17)	−0.0058 (14)	−0.0067 (14)	−0.0071 (14)
S1	0.0419 (5)	0.0464 (6)	0.0409 (6)	−0.0078 (5)	−0.0062 (5)	0.0021 (5)
S2	0.0519 (6)	0.0395 (5)	0.0438 (6)	−0.0048 (5)	−0.0164 (5)	−0.0087 (4)
C1	0.0365 (19)	0.0343 (19)	0.040 (2)	−0.0060 (16)	−0.0127 (17)	−0.0031 (17)
C2	0.040 (2)	0.039 (2)	0.034 (2)	−0.0057 (17)	−0.0078 (16)	−0.0068 (16)
O1	0.0351 (14)	0.0494 (16)	0.0365 (15)	−0.0056 (12)	−0.0047 (12)	−0.0111 (13)
C3	0.043 (2)	0.046 (2)	0.046 (2)	−0.0115 (18)	0.0021 (19)	−0.0107 (19)
C5	0.0272 (18)	0.0367 (19)	0.0322 (19)	−0.0080 (15)	−0.0094 (16)	0.0053 (15)
O2	0.0388 (15)	0.0707 (19)	0.0471 (17)	−0.0110 (14)	−0.0017 (13)	−0.0225 (15)
C4	0.041 (2)	0.042 (2)	0.043 (2)	−0.0066 (17)	−0.0096 (18)	−0.0110 (18)
C6	0.040 (2)	0.059 (2)	0.041 (2)	−0.0099 (19)	−0.0010 (18)	−0.0154 (19)

Geometric parameters (Å, º) top

Zn1—O1	1.977 (3)	C1—H1	0.9900
Zn1—N1	2.015 (3)	C1—H2	0.9900
Zn1—Cl1	2.2673 (18)	C2—H3	0.9900
Zn1—Cl2	2.2688 (15)	C2—H4	0.9900
N1—C1	1.465 (4)	O1—C5	1.251 (4)
N1—H1A	0.9100	C3—C4	1.500 (5)
N1—H1B	0.9100	C3—H5	0.9900
N2—C4	1.478 (5)	C3—H6	0.9900
N2—H2A	0.9100	C5—O2	1.218 (4)
N2—H2B	0.9100	C5—C6	1.545 (5)
N2—H2C	0.9100	C4—H7	0.9900
S1—C2	1.800 (4)	C4—H8	0.9900
S1—S2	2.0384 (17)	C6—H9	0.9800
S2—C3	1.829 (4)	C6—H10	0.9800
C1—C2	1.524 (5)	C6—H11	0.9800

O1—Zn1—N1	121.89 (12)	C1—C2—H3	109.3
O1—Zn1—Cl1	106.49 (8)	S1—C2—H3	109.3
N1—Zn1—Cl1	104.45 (9)	C1—C2—H4	109.3
O1—Zn1—Cl2	102.22 (8)	S1—C2—H4	109.3
N1—Zn1—Cl2	109.45 (10)	H3—C2—H4	108.0
Cl1—Zn1—Cl2	112.50 (5)	C5—O1—Zn1	115.4 (2)
C1—N1—Zn1	117.2 (2)	C4—C3—S2	113.7 (3)
C1—N1—H1A	108.0	C4—C3—H5	108.8
Zn1—N1—H1A	108.0	S2—C3—H5	108.8
C1—N1—H1B	108.0	C4—C3—H6	108.8
Zn1—N1—H1B	108.0	S2—C3—H6	108.8
H1A—N1—H1B	107.2	H5—C3—H6	107.7
C4—N2—H2A	109.5	O2—C5—O1	125.7 (4)
C4—N2—H2B	109.5	O2—C5—C6	119.8 (3)
H2A—N2—H2B	109.5	O1—C5—C6	114.5 (3)
C4—N2—H2C	109.5	N2—C4—C3	111.7 (3)
H2A—N2—H2C	109.5	N2—C4—H7	109.3
H2B—N2—H2C	109.5	C3—C4—H7	109.3
C2—S1—S2	103.27 (14)	N2—C4—H8	109.3
C3—S2—S1	102.93 (14)	C3—C4—H8	109.3
N1—C1—C2	112.4 (3)	H7—C4—H8	107.9
N1—C1—H1	109.1	C5—C6—H9	109.5
C2—C1—H1	109.1	C5—C6—H10	109.5
N1—C1—H2	109.1	H9—C6—H10	109.5
C2—C1—H2	109.1	C5—C6—H11	109.5
H1—C1—H2	107.9	H9—C6—H11	109.5
C1—C2—S1	111.6 (2)	H10—C6—H11	109.5

Zn1—N1—C1—C2	164.8 (2)	Zn1—O1—C5—O2	3.3 (5)
N1—C1—C2—S1	−179.5 (3)	Zn1—O1—C5—C6	−175.2 (2)
S2—S1—C2—C1	−73.0 (3)	S2—C3—C4—N2	−67.0 (4)
S1—S2—C3—C4	−62.3 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl2ⁱ	0.91	2.53	3.436 (4)	172
N1—H1B···Cl2ⁱⁱ	0.91	2.70	3.522 (4)	151
N1—H1B···O2	0.91	2.62	3.075 (4)	112
N2—H2A···O2ⁱⁱⁱ	0.91	1.84	2.730 (4)	164
N2—H2B···Cl1^iv	0.91	2.32	3.190 (4)	159
N2—H2C···S2	0.91	2.81	3.261 (3)	112
N2—H2C···O1^v	0.91	2.06	2.922 (4)	157
C2—H3···Cl2ⁱⁱ	0.99	2.85	3.705 (4)	145
C3—H5···Cl1^vi	0.99	2.92	3.690 (5)	135
C4—H7···S1	0.99	2.88	3.412 (4)	115
C6—H9···S1^v	0.98	2.97	3.765 (5)	139

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x−1, y, z; (iii) −x−1, −y+2, −z+1; (iv) x−1, y+1, z−1; (v) −x, −y+2, −z+1; (vi) −x, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl2ⁱ	0.91	2.53	3.436 (4)	171.8
N1—H1B···Cl2ⁱⁱ	0.91	2.70	3.522 (4)	151.0
N1—H1B···O2	0.91	2.62	3.075 (4)	111.8
N2—H2A···O2ⁱⁱⁱ	0.91	1.84	2.730 (4)	163.6
N2—H2B···Cl1^iv	0.91	2.32	3.190 (4)	159.1
N2—H2C···S2	0.91	2.81	3.261 (3)	112.2
N2—H2C···O1^v	0.91	2.06	2.922 (4)	156.6
C2—H3···Cl2ⁱⁱ	0.99	2.85	3.705 (4)	144.5
C3—H5···Cl1^vi	0.99	2.92	3.690 (5)	134.9
C4—H7···S1	0.99	2.88	3.412 (4)	114.6
C6—H9···S1^v	0.98	2.97	3.765 (5)	139.3

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x−1, y, z; (iii) −x−1, −y+2, −z+1; (iv) x−1, y+1, z−1; (v) −x, −y+2, −z+1; (vi) −x, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[Zn(C₄H₁₃N₂S₂)(C₂H₃O₂)Cl₂]
M_r	348.60
Crystal system, space group	Triclinic, P1
Temperature (K)	200
a, b, c (Å)	6.907 (4), 10.320 (7), 10.707 (7)
α, β, γ (°)	68.331 (14), 81.936 (15), 71.917 (12)
V (Å³)	674.0 (8)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	2.51
Crystal size (mm)	0.20 × 0.10 × 0.10

Data collection
Diffractometer	Rigaku R-AXIS 7
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.466, 0.806
No. of measured, independent and observed [I > 2σ(I)] reflections	5387, 3039, 2471
R_int	0.039
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.049, 0.127, 1.10
No. of reflections	3039
No. of parameters	138
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.20, −0.52

Computer programs: PROCESS-AUTO (Rigaku, 2000), SHELXS2014 (Sheldrick, 2008), SHELXL2014 (Sheldrick, 2015), Yadokari-XG (Kabuto et al., 2009).

Acknowledgements

This work was supported by CREST, JST, and a Grant-in-Aid for Science Research No. 25600005 from the Ministry of Education, Culture, Sports, Science and Technology of Japan. NK acknowledges support from the Kurita Water and Environment Foundation.

References

Bi, W., Louvain, N., Mercier, N., Luc, J., Rau, I., Kajzar, F. & Sahraoui, B. (2008). Adv. Mater. 20, 1013–1017. Web of Science CSD CrossRef CAS Google Scholar
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. Google Scholar
Kabuto, C., Akine, S., Nemoto, T. & Kwon, E. (2009). Nihon Kessho Gakkaishi, 51, 218–224. CrossRef Google Scholar
Louvain, N., Bi, W., Mercier, N., Buzaré, J.-Y., Legein, C. & Corbel, G. (2007). Dalton Trans. pp. 965–970. CSD CrossRef Google Scholar
Louvain, N., Frison, G., Dittmer, J., Legein, C. & Mercier, N. (2014). Eur. J. Inorg. Chem. pp. 364–376. CSD CrossRef Google Scholar
Rigaku (2000). PROCESS-AUTO. Rigaku Corporation, Tolyo, Japan. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sheldrick, G. M. (2015). Acta Cryst. A71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Tamura, M., Matsuura, N., Kawamoto, T. & Konno, T. (2007). Inorg. Chem. 46, 6834–6836. Web of Science CSD CrossRef PubMed CAS Google Scholar

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ISSN: 2414-3146

Volume 1| Part 1| January 2016| x160105

doi:10.1107/S241431461600105X

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

(Acetato-κO){2-[(2-amino­eth­yl-κN)disulfan­yl]ethanaminium}di­chlorido­zinc(II)

Structure description

Synthesis and crystallization

Refinement

Structural data

Acknowledgements

References

metal-organic compounds

(Acetato-κO){2-[(2-aminoethyl-κN)disulfanyl]ethanaminium}dichloridozinc(II)