Tris(ethane-1,2-di­amine-κ2N,N′)zinc(II) tetra­chlorido­zincate(II)

AaminaNaaz, Y.; Rajkumar, K.; Thirumurugan, S.; Anbalagan, K.; SubbiahPandi, A.

doi:10.1107/S2414314620006185

metal-organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 5| Part 5| May 2020| x200618

https://doi.org/10.1107/S2414314620006185

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Tris(ethane-1,2-diamine-κ²N,N′)zinc(II) tetrachloridozincate(II)

Y. AaminaNaaz,^a K. Rajkumar,^b S. Thirumurugan,^b K. Anbalagan ^b and A. SubbiahPandi ^a ^*

^aDepartment of Physics, Presidency College (Autonomous), Chennai 600 005, India, and ^bDepartment of Chemistry, Pondicherry University, Pondicherry 605 014, India
^*Correspondence e-mail: aspandian59@gmail.com

Edited by M. Bolte, Goethe-Universität Frankfurt, Germany (Received 5 May 2020; accepted 6 May 2020; online 12 May 2020)

The title complex, [Zn(C₂H₈N₂)₃][ZnCl₄], exists as discrete ions. The [Zn(C₂H₈N₂)₃]²⁺ cation exhibits a distorted octahedral shape. In the [ZnCl₄]²⁻ anion, the Zn^II atom is in an almost regular tetrahedral environment. The crystal packing is consolidated by N—H⋯Cl and C—H⋯Cl hydrogen bonds.

Keywords: crystal structure; ethane-1,2-diamine; zinc(II) complex; hydrogen bonding; N—H⋯Cl and C—H⋯Cl interactions.

CCDC reference: 2001547

Structure description

Ethylenediamine (en) is a common chelating ligand that is widely used in transition-metal complexes. It cannot only chelate metal cations by two nitrogen atoms, but also offers hydrogen atoms to form N—H⋯X hydrogen bonds. Metal complexes containing an ethylenediamine (–NCH₂CH₂N) backbone have attracted significant interest as potential anticancer agents because of their rich redox chemistry and relative ease of manipulation (Mihajlović et al., 2012 ; Beaumont et al., 1976 ). Metal-containing compounds offer many advantages over conventional carbon-based compounds, their ability to coordinate ligands in a three-dimensional configuration allowing the functionalization of groups that can be tailored to defined molecular targets (Fricker, 2007 ; Meggers, 2009 ).

Metals such as zinc act as a key structural component in many proteins and enzymes, including transcription factors, cellular signalling proteins and DNA repair enzymes (Prasad, 1995 ; Prasad & Kucuk, 2002 ). Zinc deficiency during pregnancy may produce serious defects and foetal loss (Hernick & Fierke, 2005 ). Zinc also possesses antiviral, antibacterial and wound-healing properties with zinc complexes also being used in the treatment of gastrointestinal disorders, acne and infertility (Cunnane, 1988 ). Against this background, the X-ray structural characterization of the title compound has been carried out in order to determine the molecular conformation, binding modes and hydrogen-bonding interactions.

Fig. 1 shows the molecular entities of the title complex, [Zn(C₂H₈N₂)₃][ZnCl₄], which comprises an ZnCl₄²⁻ anion and a [Zn(en)₃]²⁺complex cation. The Zn^II atom of the tetrachloridozincate(II) anion is in an almost regular Cl₄ tetrahedral environment, with Zn—Cl bond lengths in the range 2.255 (1)-2.272 (9) Å. The zinc cation displays a distorted octahedral coordination geometry defined by six N atoms from three ethylenediamine ligands, with Zn—N distances in the range of 2.173 (3)–2.219 (3) Å. The N—Zn—N angles of the en ligands are about 80°. They are noticeably smaller than the ideal octahedral angle of 90°. The five-membered chelate rings are non-planar, with N—C—C—N torsion angles of −57.5 (4), −55.4 (4) and −55.9 (5)°. All of the three en ligands assume a synclinal conformation about the C—C bond.

Figure 1
View of the molecular structure of the title complex, showing the atom labelling. Displacement ellipsoids are drawn at the 30% probability level.

In the crystal structure, adjacent ions are connected via intermolecular hydrogen bonds. The N—H⋯Cl hydrogen-bonding interactions between the N atoms of the ethylenediamine ligands and Cl atoms of the tetrachloridozincate anion connect the molecules, together with the weak C—H⋯Cl intramolecular interactions, generating a three-dimensional network (Fig. 2, Table 1).

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1D⋯Cl1ⁱ	0.89	2.88	3.617 (3)	142
N1—H1D⋯Cl3ⁱ	0.89	2.95	3.677 (3)	140
N2—H2C⋯Cl1ⁱⁱ	0.89	2.56	3.426 (3)	165
N2—H2D⋯Cl3ⁱⁱⁱ	0.89	2.51	3.395 (3)	171
N3—H3C⋯Cl1ⁱⁱ	0.89	2.67	3.500 (3)	155
N3—H3D⋯Cl1ⁱ	0.89	2.99	3.670 (3)	135
N3—H3D⋯Cl2ⁱ	0.89	2.85	3.600 (3)	143
N4—H4C⋯Cl4^iv	0.89	2.63	3.437 (3)	152
N4—H4D⋯Cl2ⁱⁱⁱ	0.89	2.76	3.581 (3)	153
N5—H5C⋯Cl4^iv	0.89	2.58	3.431 (3)	160
N5—H5D⋯Cl3ⁱ	0.89	2.50	3.360 (3)	162
N6—H6C⋯Cl2^v	0.89	2.91	3.646 (3)	141
N6—H6D⋯Cl3ⁱⁱⁱ	0.89	2.91	3.652 (3)	142
N6—H6D⋯Cl4ⁱⁱⁱ	0.89	2.90	3.609 (3)	138
C3—H3B⋯Cl3	0.97	2.82	3.662 (3)	146
Symmetry codes: (i) x-1, y, z; (ii) -x+2, -y+1, -z+2; (iii) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ ; (iv) $[-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (v) $[x-{\script{3\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ .

Figure 2
The crystal packing of title complex, viewed approximately down the a axis, with hydrogen bonds (Table 1

) shown as dashed lines.

Synthesis and crystallization

Zinc chloride (1.36 g, 2 mol) was dissolved in 25 ml of EtOH/H₂O (1:4 v/v) mixture. To this solution, ethylenediamine (1.0 ml, 3 mol) in 25 ml of an HCl/EtOH (2:3 v/v) mixture was added dropwise. The mixture was stirred and heated to 338 K for 2 h and allowed to stand at room temperature until colourless crystals separated (3–4 weeks). Crystals suitable for single-crystal XRD were collected after recrystallization using acidified water.

Refinement

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

Table 2
Experimental details

Crystal data
Chemical formula	[Zn(C₂H₈N₂)₃][ZnCl₄]
M_r	452.85
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	293
a, b, c (Å)	8.6916 (4), 14.6035 (9), 14.0382 (7)
β (°)	91.201 (4)
V (Å³)	1781.45 (16)
Z	4
Radiation type	Mo Kα
μ (mm⁻¹)	3.29
Crystal size (mm)	0.20 × 0.12 × 0.10

Data collection
Diffractometer	Oxford Diffraction Xcalibur diffractometer with EOS detector
Absorption correction	Multi-scan (CrysAlis PRO; Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrysAlis CCD, CrysAlis RED and CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]$ )
T_min, T_max	0.629, 0.720
No. of measured, independent and observed [I > 2σ(I)] reflections	10159, 3119, 2582
R_int	0.027
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.031, 0.075, 1.04
No. of reflections	3119
No. of parameters	163
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.65, −0.35
Computer programs: CrysAlis CCD and CrysAlis RED (Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrysAlis CCD, CrysAlis RED and CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]$ ), SHELXS97 (Sheldrick, 2008 ), SHELXL2014/7 (Sheldrick, 2015 ) and PLATON (Spek, 2020 ).

Structural data

CCDC reference: 2001547

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S2414314620006185/bt4091sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314620006185/bt4091Isup2.hkl

checkCIF report

Computing details top

Data collection: CrysAlis CCD (Oxford Diffraction, 2009); cell refinement: CrysAlis RED (Oxford Diffraction, 2009); data reduction: CrysAlis RED (Oxford Diffraction, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014/7 (Sheldrick, 2015); molecular graphics: PLATON (Spek, 2020); software used to prepare material for publication: SHELXL2014/7 (Sheldrick, 2015) and PLATON (Spek, 2020).

Tris(ethane-1,2-diamine-κ²N,N')zinc(II) tetrachloridozincate(II) top

Crystal data top

[Zn(C₂H₈N₂)₃][ZnCl₄]	F(000) = 920
M_r = 452.85	D_x = 1.688 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
a = 8.6916 (4) Å	Cell parameters from 2582 reflections
b = 14.6035 (9) Å	θ = 3.9–25.0°
c = 14.0382 (7) Å	µ = 3.29 mm⁻¹
β = 91.201 (4)°	T = 293 K
V = 1781.45 (16) Å³	Block, colourless
Z = 4	0.20 × 0.12 × 0.10 mm

Data collection top

Oxford Diffraction Xcalibur diffractometer with EOS detector	2582 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.027
ω and φ scans	θ_max = 25.0°, θ_min = 3.9°
Absorption correction: multi-scan (CrysAlis Pro; Oxford Diffraction, 2009)	h = −10→9
T_min = 0.629, T_max = 0.720	k = −16→17
10159 measured reflections	l = −16→16
3119 independent reflections

Refinement top

Refinement on F²	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.031	H-atom parameters constrained
wR(F²) = 0.075	w = 1/[σ²(F_o²) + (0.0348P)² + 0.9424P] where P = (F_o² + 2F_c²)/3
S = 1.04	(Δ/σ)_max = 0.001
3119 reflections	Δρ_max = 0.65 e Å⁻³
163 parameters	Δρ_min = −0.35 e Å⁻³

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. All H atoms were fixed geometrically and allow to ride on their parent C and N atoms, with C—H distances of 0.97 Å and N—H distances of 0.90 Å, and with U_iso(H)= 1.2 U_eq(parent atom).

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

	x	y	z	U_iso*/U_eq
C1	0.2695 (6)	0.5672 (3)	1.1390 (3)	0.0762 (13)
H1A	0.1936	0.5263	1.1654	0.091*
H1B	0.3421	0.5307	1.1037	0.091*
C2	0.3510 (5)	0.6156 (3)	1.2166 (3)	0.0711 (12)
H2A	0.2773	0.6473	1.2556	0.085*
H2B	0.4059	0.5717	1.2565	0.085*
C3	0.6033 (4)	0.7154 (3)	0.9023 (2)	0.0504 (9)
H3A	0.5510	0.7528	0.8546	0.061*
H3B	0.6785	0.6777	0.8706	0.061*
C4	0.6819 (4)	0.7751 (3)	0.9736 (3)	0.0515 (9)
H4A	0.7429	0.7377	1.0173	0.062*
H4B	0.7508	0.8166	0.9416	0.062*
C5	0.1177 (4)	0.8682 (3)	0.9718 (3)	0.0620 (11)
H5A	0.0297	0.8334	0.9930	0.074*
H5B	0.0824	0.9108	0.9231	0.074*
C6	0.1881 (4)	0.9199 (3)	1.0543 (3)	0.0588 (10)
H6A	0.2718	0.9578	1.0323	0.071*
H6B	0.1115	0.9596	1.0820	0.071*
N1	0.1919 (4)	0.6337 (2)	1.0733 (2)	0.0579 (8)
H1C	0.1079	0.6565	1.0997	0.069*
H1D	0.1649	0.6066	1.0187	0.069*
N2	0.4594 (4)	0.68128 (19)	1.17780 (17)	0.0474 (7)
H2C	0.5472	0.6531	1.1646	0.057*
H2D	0.4797	0.7247	1.2207	0.057*
N3	0.4909 (3)	0.65660 (18)	0.95024 (18)	0.0420 (6)
H3C	0.5393	0.6120	0.9820	0.050*
H3D	0.4269	0.6313	0.9075	0.050*
N4	0.5683 (3)	0.82833 (18)	1.02757 (18)	0.0399 (6)
H4C	0.5424	0.8788	0.9955	0.048*
H4D	0.6088	0.8449	1.0837	0.048*
N5	0.2326 (3)	0.80599 (18)	0.93231 (19)	0.0427 (7)
H5C	0.2959	0.8370	0.8951	0.051*
H5D	0.1861	0.7630	0.8972	0.051*
N6	0.2461 (3)	0.8549 (2)	1.1263 (2)	0.0489 (7)
H6C	0.1687	0.8327	1.1598	0.059*
H6D	0.3122	0.8826	1.1661	0.059*
Zn1	0.36240 (4)	0.74282 (2)	1.04903 (2)	0.03245 (12)
Zn2	1.16044 (4)	0.54507 (3)	0.77627 (3)	0.04177 (13)
Cl1	1.24823 (14)	0.45660 (8)	0.89729 (7)	0.0752 (3)
Cl2	1.35279 (12)	0.62417 (13)	0.70905 (7)	0.1022 (5)
Cl3	0.99364 (9)	0.64689 (6)	0.83974 (6)	0.0446 (2)
Cl4	1.02570 (12)	0.46530 (7)	0.66406 (7)	0.0646 (3)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.113 (4)	0.051 (3)	0.066 (3)	−0.026 (3)	0.019 (3)	0.013 (2)
C2	0.101 (4)	0.064 (3)	0.048 (2)	−0.003 (2)	0.010 (2)	0.015 (2)
C3	0.040 (2)	0.064 (2)	0.048 (2)	0.0067 (18)	0.0081 (16)	−0.0030 (18)
C4	0.0315 (18)	0.062 (2)	0.061 (2)	−0.0012 (17)	−0.0004 (16)	0.0065 (19)
C5	0.038 (2)	0.065 (3)	0.081 (3)	0.0135 (19)	−0.0173 (19)	0.003 (2)
C6	0.047 (2)	0.047 (2)	0.082 (3)	0.0155 (18)	−0.002 (2)	−0.007 (2)
N1	0.057 (2)	0.058 (2)	0.0594 (19)	−0.0205 (16)	0.0080 (15)	−0.0083 (16)
N2	0.068 (2)	0.0403 (17)	0.0335 (14)	0.0060 (15)	−0.0022 (13)	−0.0020 (12)
N3	0.0433 (16)	0.0411 (16)	0.0414 (14)	0.0048 (13)	−0.0033 (12)	−0.0036 (12)
N4	0.0363 (15)	0.0412 (16)	0.0419 (14)	−0.0021 (12)	−0.0094 (11)	0.0002 (13)
N5	0.0381 (15)	0.0406 (16)	0.0489 (16)	−0.0051 (13)	−0.0142 (12)	0.0005 (13)
N6	0.0381 (16)	0.0548 (19)	0.0539 (17)	0.0043 (14)	0.0014 (13)	−0.0109 (15)
Zn1	0.0331 (2)	0.0308 (2)	0.03334 (19)	−0.00077 (15)	−0.00142 (14)	0.00084 (15)
Zn2	0.0372 (2)	0.0524 (3)	0.0353 (2)	0.01035 (18)	−0.00777 (16)	−0.00588 (18)
Cl1	0.0995 (8)	0.0657 (7)	0.0594 (6)	0.0405 (6)	−0.0250 (6)	0.0033 (5)
Cl2	0.0491 (7)	0.2003 (17)	0.0572 (6)	−0.0341 (8)	0.0002 (5)	0.0172 (8)
Cl3	0.0429 (5)	0.0360 (5)	0.0546 (5)	0.0064 (4)	−0.0047 (4)	−0.0084 (4)
Cl4	0.0747 (7)	0.0603 (6)	0.0580 (6)	0.0128 (5)	−0.0195 (5)	−0.0288 (5)

Geometric parameters (Å, º) top

C1—C2	1.467 (5)	N1—H1C	0.8900
C1—N1	1.490 (5)	N1—H1D	0.8900
C1—H1A	0.9700	N2—Zn1	2.173 (3)
C1—H1B	0.9700	N2—H2C	0.8900
C2—N2	1.458 (5)	N2—H2D	0.8900
C2—H2A	0.9700	N3—Zn1	2.196 (2)
C2—H2B	0.9700	N3—H3C	0.8900
C3—N3	1.473 (4)	N3—H3D	0.8900
C3—C4	1.483 (5)	N4—Zn1	2.208 (3)
C3—H3A	0.9700	N4—H4C	0.8900
C3—H3B	0.9700	N4—H4D	0.8900
C4—N4	1.478 (4)	N5—Zn1	2.175 (2)
C4—H4A	0.9700	N5—H5C	0.8900
C4—H4B	0.9700	N5—H5D	0.8900
C5—N5	1.468 (4)	N6—Zn1	2.219 (3)
C5—C6	1.502 (5)	N6—H6C	0.8900
C5—H5A	0.9700	N6—H6D	0.8900
C5—H5B	0.9700	Zn2—Cl1	2.2546 (10)
C6—N6	1.468 (4)	Zn2—Cl2	2.2552 (12)
C6—H6A	0.9700	Zn2—Cl4	2.2654 (9)
C6—H6B	0.9700	Zn2—Cl3	2.2718 (9)
N1—Zn1	2.208 (3)

C2—C1—N1	110.6 (3)	H2C—N2—H2D	108.2
C2—C1—H1A	109.5	C3—N3—Zn1	107.77 (19)
N1—C1—H1A	109.5	C3—N3—H3C	110.2
C2—C1—H1B	109.5	Zn1—N3—H3C	110.2
N1—C1—H1B	109.5	C3—N3—H3D	110.2
H1A—C1—H1B	108.1	Zn1—N3—H3D	110.2
N2—C2—C1	110.2 (3)	H3C—N3—H3D	108.5
N2—C2—H2A	109.6	C4—N4—Zn1	108.9 (2)
C1—C2—H2A	109.6	C4—N4—H4C	109.9
N2—C2—H2B	109.6	Zn1—N4—H4C	109.9
C1—C2—H2B	109.6	C4—N4—H4D	109.9
H2A—C2—H2B	108.1	Zn1—N4—H4D	109.9
N3—C3—C4	109.5 (3)	H4C—N4—H4D	108.3
N3—C3—H3A	109.8	C5—N5—Zn1	108.9 (2)
C4—C3—H3A	109.8	C5—N5—H5C	109.9
N3—C3—H3B	109.8	Zn1—N5—H5C	109.9
C4—C3—H3B	109.8	C5—N5—H5D	109.9
H3A—C3—H3B	108.2	Zn1—N5—H5D	109.9
N4—C4—C3	110.6 (3)	H5C—N5—H5D	108.3
N4—C4—H4A	109.5	C6—N6—Zn1	107.1 (2)
C3—C4—H4A	109.5	C6—N6—H6C	110.3
N4—C4—H4B	109.5	Zn1—N6—H6C	110.3
C3—C4—H4B	109.5	C6—N6—H6D	110.3
H4A—C4—H4B	108.1	Zn1—N6—H6D	110.3
N5—C5—C6	109.4 (3)	H6C—N6—H6D	108.6
N5—C5—H5A	109.8	N2—Zn1—N5	171.16 (11)
C6—C5—H5A	109.8	N2—Zn1—N3	95.43 (10)
N5—C5—H5B	109.8	N5—Zn1—N3	91.72 (10)
C6—C5—H5B	109.8	N2—Zn1—N1	79.79 (12)
H5A—C5—H5B	108.2	N5—Zn1—N1	94.79 (11)
N6—C6—C5	109.5 (3)	N3—Zn1—N1	92.04 (11)
N6—C6—H6A	109.8	N2—Zn1—N4	92.64 (11)
C5—C6—H6A	109.8	N5—Zn1—N4	93.80 (10)
N6—C6—H6B	109.8	N3—Zn1—N4	79.26 (10)
C5—C6—H6B	109.8	N1—Zn1—N4	167.95 (11)
H6A—C6—H6B	108.2	N2—Zn1—N6	94.08 (11)
C1—N1—Zn1	105.6 (2)	N5—Zn1—N6	79.69 (10)
C1—N1—H1C	110.6	N3—Zn1—N6	167.09 (10)
Zn1—N1—H1C	110.6	N1—Zn1—N6	98.21 (11)
C1—N1—H1D	110.6	N4—Zn1—N6	91.62 (10)
Zn1—N1—H1D	110.6	Cl1—Zn2—Cl2	111.51 (5)
H1C—N1—H1D	108.8	Cl1—Zn2—Cl4	113.03 (4)
C2—N2—Zn1	109.9 (2)	Cl2—Zn2—Cl4	110.45 (4)
C2—N2—H2C	109.7	Cl1—Zn2—Cl3	106.75 (4)
Zn1—N2—H2C	109.7	Cl2—Zn2—Cl3	108.28 (5)
C2—N2—H2D	109.7	Cl4—Zn2—Cl3	106.52 (4)
Zn1—N2—H2D	109.7

N1—C1—C2—N2	−55.9 (5)	C4—C3—N3—Zn1	45.2 (3)
N3—C3—C4—N4	−55.4 (4)	C3—C4—N4—Zn1	35.9 (3)
N5—C5—C6—N6	−57.5 (4)	C6—C5—N5—Zn1	41.1 (4)
C2—C1—N1—Zn1	44.6 (4)	C5—C6—N6—Zn1	42.6 (3)
C1—C2—N2—Zn1	36.6 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1D···Cl1ⁱ	0.89	2.88	3.617 (3)	142
N1—H1D···Cl3ⁱ	0.89	2.95	3.677 (3)	140
N2—H2C···Cl1ⁱⁱ	0.89	2.56	3.426 (3)	165
N2—H2D···Cl3ⁱⁱⁱ	0.89	2.51	3.395 (3)	171
N3—H3C···Cl1ⁱⁱ	0.89	2.67	3.500 (3)	155
N3—H3D···Cl1ⁱ	0.89	2.99	3.670 (3)	135
N3—H3D···Cl2ⁱ	0.89	2.85	3.600 (3)	143
N4—H4C···Cl4^iv	0.89	2.63	3.437 (3)	152
N4—H4D···Cl2ⁱⁱⁱ	0.89	2.76	3.581 (3)	153
N5—H5C···Cl4^iv	0.89	2.58	3.431 (3)	160
N5—H5D···Cl3ⁱ	0.89	2.50	3.360 (3)	162
N6—H6C···Cl2^v	0.89	2.91	3.646 (3)	141
N6—H6D···Cl3ⁱⁱⁱ	0.89	2.91	3.652 (3)	142
N6—H6D···Cl4ⁱⁱⁱ	0.89	2.90	3.609 (3)	138
C3—H3B···Cl3	0.97	2.82	3.662 (3)	146

Symmetry codes: (i) x−1, y, z; (ii) −x+2, −y+1, −z+2; (iii) x−1/2, −y+3/2, z+1/2; (iv) −x+3/2, y+1/2, −z+3/2; (v) x−3/2, −y+3/2, z+1/2.

Acknowledgements

KA is thankful to the CSIR, New Delhi [Lr: No. 01 (2570)/12/EMR-II/3.4.2012] for financial support through a major research project. The authors are thankful to the Department of Chemistry, Pondicherry University, for the single-crystal XRD instrumentation facility.

Funding information

Funding for this research was provided by: Council of Scientific and Industrial Research, India (award No. 01 (2570)/12/EMR-II/3.4.2012 to K. Anbalagan).

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