Triaqua-chlorido[3-dimethyl-amino-1-(2-pyrid-yl)prop-2-en-1-one-κN]manganese(II) chloride.

In the title compound, [MnCl(C(10)H(12)N(2)O)(H(2)O)(3)]Cl, the Mn(II) ion has a distorted octa-hedral coordination environment formed by one N and one O atom from the chelating 3-dimethyl-amino-1-(2-pyrid-yl)prop-2-en-1-one ligand, one chloride anion and three coordinated water mol-ecules. Inter-molecular O-H⋯O and O-H⋯Cl hydrogen bonds link the cations and anions into layers parallel to the ac plane.

Related literature

For the crystal structure of a related Cd(II) complex, see: Dong et al. (2009 ▶). For details of the synthesis, see: Sun et al. (2008 ▶).

Experimental

Crystal data

[MnCl(C10H12N2O)(H2O)3]Cl

M = 356.10

Triclinic,

a = 8.7039 (17) Å

b = 9.3247 (18) Å

c = 10.1407 (19) Å

α = 98.029 (4)°

β = 98.036 (4)°

γ = 107.357 (3)°

V = 763.4 (3) Å3

Z = 2

Mo Kα radiation

μ = 1.22 mm−1

T = 291 K

0.30 × 0.20 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.710, T max = 0.792

3838 measured reflections

2647 independent reflections

1898 reflections with I > 2σ(I)

R int = 0.026

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.096

S = 0.90

2647 reflections

174 parameters

H-atom parameters constrained

Δρmax = 0.37 e Å−3

Δρmin = −0.36 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: publCIF (Westrip, 2009 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809024192/cv2579sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809024192/cv2579Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[MnCl(C10H12N2O)(H2O)3]Cl	Z = 2
Mr = 356.10	F(000) = 366
Triclinic, P1	Dx = 1.549 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.7039 (17) Å	Cell parameters from 956 reflections
b = 9.3247 (18) Å	θ = 2.3–27.9°
c = 10.1407 (19) Å	µ = 1.22 mm−1
α = 98.029 (4)°	T = 291 K
β = 98.036 (4)°	Block, colourless
γ = 107.357 (3)°	0.30 × 0.20 × 0.20 mm
V = 763.4 (3) Å3

Bruker SMART CCD area-detector diffractometer	2647 independent reflections
Radiation source: fine-focus sealed tube	1898 reflections with I > 2σ(I)
graphite	Rint = 0.026
φ and ω scans	θmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −8→10
Tmin = 0.710, Tmax = 0.792	k = −10→11
3838 measured reflections	l = −12→7

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)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.096	H-atom parameters constrained
S = 0.90	w = 1/[σ2(Fo2) + (0.0358P)2] where P = (Fo2 + 2Fc2)/3
2647 reflections	(Δ/σ)max < 0.001
174 parameters	Δρmax = 0.37 e Å−3
0 restraints	Δρmin = −0.36 e Å−3

Experimental. The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses.

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	0.38327 (7)	0.51169 (6)	0.24526 (6)	0.0323 (2)
Cl1	0.18927 (14)	0.33243 (12)	0.05540 (10)	0.0480 (3)
Cl2	0.81678 (13)	0.36167 (13)	0.32531 (11)	0.0498 (3)
N1	0.3684 (4)	0.7276 (3)	0.1810 (3)	0.0331 (8)
N2	0.9228 (4)	1.0462 (4)	0.6561 (3)	0.0379 (9)
O1	0.5460 (3)	0.7046 (3)	0.4013 (2)	0.0390 (7)
O2	0.6042 (3)	0.5194 (3)	0.1505 (3)	0.0602 (9)
H2B	0.6189	0.5984	0.1148	0.072*
H2C	0.6781	0.5474	0.2219	0.072*
O3	0.1955 (3)	0.4766 (3)	0.3751 (3)	0.0536 (8)
H3B	0.2274	0.5420	0.4489	0.064*
H3C	0.1121	0.4840	0.3255	0.064*
O4	0.4698 (3)	0.3588 (3)	0.3523 (2)	0.0391 (7)
H4B	0.5335	0.4114	0.4257	0.047*
H4C	0.5278	0.3238	0.3042	0.047*
C1	0.2670 (5)	0.7350 (5)	0.0724 (4)	0.0408 (11)
H1	0.1950	0.6441	0.0189	0.049*
C2	0.2641 (5)	0.8704 (5)	0.0362 (4)	0.0471 (12)
H2A	0.1909	0.8712	−0.0396	0.056*
C3	0.3706 (5)	1.0043 (5)	0.1136 (4)	0.0481 (12)
H3A	0.3712	1.0979	0.0914	0.058*
C4	0.4769 (5)	0.9982 (4)	0.2251 (4)	0.0415 (11)
H4A	0.5509	1.0880	0.2787	0.050*
C5	0.4732 (5)	0.8596 (4)	0.2565 (4)	0.0305 (9)
C6	0.5787 (5)	0.8396 (4)	0.3796 (3)	0.0303 (9)
C7	0.7021 (5)	0.9654 (4)	0.4608 (4)	0.0325 (10)
H7	0.7174	1.0630	0.4420	0.039*
C8	0.8019 (5)	0.9433 (4)	0.5698 (4)	0.0363 (10)
H8	0.7799	0.8430	0.5831	0.044*
C9	0.9737 (6)	1.2080 (4)	0.6504 (4)	0.0541 (13)
H9A	0.9783	1.2201	0.5585	0.081*
H9B	1.0802	1.2584	0.7066	0.081*
H9C	0.8963	1.2523	0.6826	0.081*
C10	1.0158 (5)	1.0020 (5)	0.7672 (4)	0.0507 (12)
H10A	0.9657	0.8953	0.7675	0.076*
H10B	1.0157	1.0618	0.8523	0.076*
H10C	1.1267	1.0200	0.7543	0.076*

	U11	U22	U33	U12	U13	U23
Mn1	0.0342 (4)	0.0306 (4)	0.0272 (4)	0.0057 (3)	0.0003 (3)	0.0059 (3)
Cl1	0.0504 (7)	0.0436 (7)	0.0337 (6)	−0.0023 (5)	−0.0019 (5)	0.0035 (5)
Cl2	0.0352 (6)	0.0591 (7)	0.0507 (7)	0.0126 (6)	0.0047 (5)	0.0055 (6)
N1	0.037 (2)	0.0306 (18)	0.0264 (18)	0.0074 (16)	−0.0017 (15)	0.0038 (15)
N2	0.036 (2)	0.037 (2)	0.033 (2)	0.0064 (17)	−0.0017 (16)	0.0013 (16)
O1	0.0468 (19)	0.0289 (16)	0.0298 (16)	0.0009 (14)	−0.0060 (13)	0.0064 (12)
O2	0.052 (2)	0.088 (2)	0.0515 (19)	0.0239 (19)	0.0188 (16)	0.0382 (18)
O3	0.0363 (19)	0.077 (2)	0.0376 (18)	0.0129 (17)	0.0030 (14)	−0.0036 (15)
O4	0.0437 (18)	0.0388 (16)	0.0350 (16)	0.0152 (14)	0.0051 (13)	0.0061 (13)
C1	0.041 (3)	0.042 (3)	0.033 (2)	0.009 (2)	−0.004 (2)	0.006 (2)
C2	0.052 (3)	0.055 (3)	0.035 (3)	0.022 (3)	−0.003 (2)	0.015 (2)
C3	0.057 (3)	0.042 (3)	0.051 (3)	0.021 (2)	0.008 (2)	0.019 (2)
C4	0.050 (3)	0.030 (2)	0.039 (3)	0.007 (2)	0.003 (2)	0.008 (2)
C5	0.029 (2)	0.035 (2)	0.027 (2)	0.0113 (19)	0.0056 (17)	0.0044 (18)
C6	0.033 (2)	0.033 (2)	0.023 (2)	0.0069 (19)	0.0096 (17)	0.0018 (18)
C7	0.036 (2)	0.029 (2)	0.027 (2)	0.0060 (19)	0.0019 (18)	0.0030 (17)
C8	0.035 (3)	0.035 (2)	0.033 (2)	0.003 (2)	0.0072 (19)	0.0021 (19)
C9	0.054 (3)	0.038 (3)	0.057 (3)	0.008 (2)	−0.003 (2)	−0.001 (2)
C10	0.046 (3)	0.059 (3)	0.039 (3)	0.013 (2)	−0.007 (2)	0.007 (2)

Mn1—O4	2.150 (2)	C1—H1	0.9300
Mn1—O1	2.192 (2)	C2—C3	1.366 (5)
Mn1—O3	2.217 (3)	C2—H2A	0.9300
Mn1—N1	2.234 (3)	C3—C4	1.377 (5)
Mn1—O2	2.253 (3)	C3—H3A	0.9300
Mn1—Cl1	2.4208 (11)	C4—C5	1.366 (5)
N1—C1	1.335 (4)	C4—H4A	0.9300
N1—C5	1.344 (4)	C5—C6	1.511 (5)
N2—C8	1.303 (4)	C6—C7	1.392 (5)
N2—C9	1.452 (5)	C7—C8	1.387 (5)
N2—C10	1.473 (5)	C7—H7	0.9300
O1—C6	1.263 (4)	C8—H8	0.9300
O2—H2B	0.8500	C9—H9A	0.9600
O2—H2C	0.8501	C9—H9B	0.9600
O3—H3B	0.8500	C9—H9C	0.9600
O3—H3C	0.8498	C10—H10A	0.9600
O4—H4B	0.8500	C10—H10B	0.9600
O4—H4C	0.8500	C10—H10C	0.9600
C1—C2	1.369 (5)
O4—Mn1—O1	89.04 (9)	C3—C2—C1	118.8 (4)
O4—Mn1—O3	84.40 (11)	C3—C2—H2A	120.6
O1—Mn1—O3	89.54 (10)	C1—C2—H2A	120.6
O4—Mn1—N1	160.52 (10)	C2—C3—C4	118.8 (4)
O1—Mn1—N1	72.14 (10)	C2—C3—H3A	120.6
O3—Mn1—N1	100.02 (12)	C4—C3—H3A	120.6
O4—Mn1—O2	81.56 (10)	C5—C4—C3	119.7 (4)
O1—Mn1—O2	86.99 (11)	C5—C4—H4A	120.1
O3—Mn1—O2	165.59 (10)	C3—C4—H4A	120.1
N1—Mn1—O2	92.22 (11)	N1—C5—C4	121.8 (3)
O4—Mn1—Cl1	100.99 (7)	N1—C5—C6	114.0 (3)
O1—Mn1—Cl1	169.97 (8)	C4—C5—C6	124.2 (3)
O3—Mn1—Cl1	91.26 (8)	O1—C6—C7	124.3 (3)
N1—Mn1—Cl1	97.88 (8)	O1—C6—C5	115.6 (3)
O2—Mn1—Cl1	94.59 (8)	C7—C6—C5	120.1 (3)
C1—N1—C5	118.0 (3)	C8—C7—C6	119.1 (4)
C1—N1—Mn1	125.2 (3)	C8—C7—H7	120.4
C5—N1—Mn1	116.8 (2)	C6—C7—H7	120.4
C8—N2—C9	123.4 (3)	N2—C8—C7	127.8 (4)
C8—N2—C10	120.5 (3)	N2—C8—H8	116.1
C9—N2—C10	116.1 (3)	C7—C8—H8	116.1
C6—O1—Mn1	120.2 (2)	N2—C9—H9A	109.5
Mn1—O2—H2B	103.2	N2—C9—H9B	109.5
Mn1—O2—H2C	99.5	H9A—C9—H9B	109.5
H2B—O2—H2C	104.5	N2—C9—H9C	109.5
Mn1—O3—H3B	111.7	H9A—C9—H9C	109.5
Mn1—O3—H3C	103.7	H9B—C9—H9C	109.5
H3B—O3—H3C	112.7	N2—C10—H10A	109.5
Mn1—O4—H4B	107.9	N2—C10—H10B	109.5
Mn1—O4—H4C	106.9	H10A—C10—H10B	109.5
H4B—O4—H4C	106.9	N2—C10—H10C	109.5
N1—C1—C2	123.0 (4)	H10A—C10—H10C	109.5
N1—C1—H1	118.5	H10B—C10—H10C	109.5
C2—C1—H1	118.5

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2B···Cl1i	0.85	2.58	3.142 (3)	125
O2—H2C···Cl2	0.85	2.64	3.188 (3)	124
O3—H3B···Cl2ii	0.85	2.46	3.228 (3)	150
O3—H3C···Cl2iii	0.85	2.48	3.090 (3)	129
O4—H4B···O1ii	0.85	2.27	2.659 (3)	108
O4—H4C···Cl2	0.85	2.41	3.063 (3)	134

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2B⋯Cl1i	0.85	2.58	3.142 (3)	125
O2—H2C⋯Cl2	0.85	2.64	3.188 (3)	124
O3—H3B⋯Cl2ii	0.85	2.46	3.228 (3)	150
O3—H3C⋯Cl2iii	0.85	2.48	3.090 (3)	129
O4—H4B⋯O1ii	0.85	2.27	2.659 (3)	108
O4—H4C⋯Cl2	0.85	2.41	3.063 (3)	134

Symmetry codes: (i) ; (ii) ; (iii) .