Dichlorido(2,9-dimethyl-1,10-phenanthroline)manganese(II) hemihydrate.

In the title compound, [MnCl(2)(C(14)H(12)N(2))]·0.5H(2)O, all of the non-H atoms apart from the Cl atom lie on a mirror plane and the methyl H atoms are disordered over two sites of equal occupancy about the mirror plane. The Mn(II) ion is coordinated in a distorted tetra-hedral environment by two N atoms of the phenanthroline ligand and two chloride ions. A half-occupancy solvent water mol-ecule lies on a mirror plane and close to an inversion center.

Related literature

For related crystal structures, see: McCann et al. (1998 ▶); Pan & Xu (2005 ▶); Xu et al. (2009 ▶).

Experimental

Crystal data

[MnCl2(C14H12N2)]·0.5H2O

M = 343.10

Monoclinic,

a = 18.763 (4) Å

b = 7.7343 (15) Å

c = 11.362 (2) Å

β = 101.532 (3)°

V = 1615.5 (5) Å3

Z = 4

Mo Kα radiation

μ = 1.14 mm−1

T = 293 K

0.31 × 0.23 × 0.19 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2008a ▶) T min = 0.719, T max = 0.813

4794 measured reflections

1511 independent reflections

1199 reflections with I > 2σ(I)

R int = 0.020

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.134

S = 1.01

1511 reflections

120 parameters

.

Δρmax = 0.59 e Å−3

Δρmin = −0.31 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008b ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008b ▶); molecular graphics: SHELXTL (Sheldrick, 2008b ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809049149/lh2953sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809049149/lh2953Isup2.hkl

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

[MnCl2(C14H12N2)]·0.5H2O	F(000) = 696
Mr = 343.10	Dx = 1.411 Mg m−3
Monoclinic, C2/m	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2y	Cell parameters from 1089 reflections
a = 18.763 (4) Å	θ = 2.9–26.8°
b = 7.7343 (15) Å	µ = 1.14 mm−1
c = 11.362 (2) Å	T = 293 K
β = 101.532 (3)°	Block, yellow
V = 1615.5 (5) Å3	0.31 × 0.23 × 0.19 mm
Z = 4

Bruker APEXII CCD area-detector diffractometer	1511 independent reflections
Radiation source: fine-focus sealed tube	1199 reflections with I > 2σ(I)
graphite	Rint = 0.020
φ and ω scans	θmax = 25.0°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 2008a)	h = −22→22
Tmin = 0.719, Tmax = 0.813	k = −8→9
4794 measured reflections	l = −13→13

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.134	w = 1/[σ2(Fo2) + (0.1015P)2] where P = (Fo2 + 2Fc2)/3
S = 1.01	(Δ/σ)max = 0.001
1511 reflections	Δρmax = 0.59 e Å−3
120 parameters	Δρmin = −0.31 e Å−3
0 restraints

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	Occ. (<1)
Mn1	0.35177 (3)	0.0000	0.27709 (5)	0.0558 (3)
Cl1	0.40493 (4)	0.25282 (10)	0.24304 (8)	0.0815 (3)
O1	0.5351 (5)	1.0000	0.0528 (9)	0.155 (4)	0.50
H2A	0.5257	0.9426	0.1128	0.186*	0.25
H1A	0.5745	0.9558	0.0399	0.186*	0.25
N1	0.30817 (15)	0.0000	0.4374 (3)	0.0555 (8)
N2	0.24030 (17)	0.0000	0.2034 (3)	0.0601 (8)
C1	0.3433 (2)	0.0000	0.5521 (4)	0.0625 (10)
C2	0.3066 (2)	0.0000	0.6486 (4)	0.0715 (12)
H2	0.3329	0.0000	0.7272	0.086*
C3	0.2337 (2)	0.0000	0.6273 (4)	0.0715 (12)
H3	0.2089	0.0000	0.6905	0.086*
C4	0.1951 (2)	0.0000	0.5056 (3)	0.0604 (10)
C5	0.1191 (2)	0.0000	0.4745 (4)	0.0781 (13)
H5	0.0919	0.0000	0.5346	0.094*
C6	0.0848 (2)	0.0000	0.3584 (4)	0.0768 (13)
H6	0.0342	0.0000	0.3399	0.092*
C7	0.1240 (2)	0.0000	0.2635 (4)	0.0655 (11)
C8	0.0910 (3)	0.0000	0.1374 (4)	0.0840 (15)
H8	0.0406	0.0000	0.1136	0.101*
C9	0.1330 (3)	0.0000	0.0535 (4)	0.0875 (15)
H9	0.1113	0.0000	−0.0276	0.105*
C10	0.2073 (3)	0.0000	0.0872 (4)	0.0703 (11)
C11	0.1985 (2)	0.0000	0.2896 (3)	0.0562 (9)
C12	0.2350 (2)	0.0000	0.4153 (3)	0.0532 (9)
C13	0.4239 (2)	0.0000	0.5734 (4)	0.0819 (14)
H13A	0.4397	−0.0724	0.5150	0.123*	0.50
H13B	0.4431	−0.0434	0.6525	0.123*	0.50
H13C	0.4410	0.1158	0.5666	0.123*	0.50
C14	0.2542 (3)	0.0000	−0.0069 (4)	0.0933 (17)
H14A	0.2713	0.1152	−0.0163	0.140*	0.50
H14B	0.2260	−0.0395	−0.0820	0.140*	0.50
H14C	0.2950	−0.0756	0.0181	0.140*	0.50

	U11	U22	U33	U12	U13	U23
Mn1	0.0481 (4)	0.0703 (5)	0.0501 (4)	0.000	0.0127 (3)	0.000
Cl1	0.0781 (6)	0.0818 (7)	0.0876 (6)	−0.0094 (4)	0.0235 (4)	0.0054 (4)
O1	0.108 (7)	0.226 (12)	0.134 (9)	0.000	0.031 (6)	0.000
N1	0.0413 (15)	0.074 (2)	0.0503 (17)	0.000	0.0063 (13)	0.000
N2	0.0572 (17)	0.073 (2)	0.0483 (17)	0.000	0.0069 (14)	0.000
C1	0.056 (2)	0.076 (3)	0.053 (2)	0.000	0.0032 (17)	0.000
C2	0.061 (2)	0.100 (4)	0.049 (2)	0.000	−0.0002 (18)	0.000
C3	0.064 (2)	0.101 (4)	0.050 (2)	0.000	0.0127 (19)	0.000
C4	0.053 (2)	0.077 (3)	0.052 (2)	0.000	0.0100 (17)	0.000
C5	0.055 (2)	0.112 (4)	0.071 (3)	0.000	0.020 (2)	0.000
C6	0.045 (2)	0.110 (4)	0.073 (3)	0.000	0.006 (2)	0.000
C7	0.047 (2)	0.080 (3)	0.064 (3)	0.000	−0.0017 (18)	0.000
C8	0.062 (3)	0.111 (4)	0.070 (3)	0.000	−0.008 (2)	0.000
C9	0.078 (3)	0.120 (4)	0.056 (3)	0.000	−0.010 (2)	0.000
C10	0.078 (3)	0.076 (3)	0.054 (2)	0.000	0.006 (2)	0.000
C11	0.051 (2)	0.070 (3)	0.0456 (19)	0.000	0.0040 (16)	0.000
C12	0.053 (2)	0.054 (2)	0.052 (2)	0.000	0.0073 (16)	0.000
C13	0.049 (2)	0.127 (4)	0.064 (3)	0.000	0.000 (2)	0.000
C14	0.095 (3)	0.133 (5)	0.052 (2)	0.000	0.014 (2)	0.000

Mn1—N2	2.092 (3)	C5—C6	1.347 (6)
Mn1—N1	2.140 (3)	C5—H5	0.9300
Mn1—Cl1	2.2633 (9)	C6—C7	1.421 (6)
Mn1—Cl1i	2.2633 (9)	C6—H6	0.9300
O1—O1ii	1.59 (2)	C7—C11	1.371 (5)
O1—H2A	0.8610	C7—C8	1.443 (6)
O1—H1A	0.8530	C8—C9	1.353 (7)
N1—C1	1.338 (5)	C8—H8	0.9300
N1—C12	1.345 (5)	C9—C10	1.370 (7)
N2—C10	1.342 (5)	C9—H9	0.9300
N2—C11	1.371 (5)	C10—C14	1.514 (7)
C1—C2	1.407 (6)	C11—C12	1.454 (5)
C1—C13	1.482 (6)	C13—H13A	0.9600
C2—C3	1.341 (6)	C13—H13B	0.9600
C2—H2	0.9300	C13—H13C	0.9600
C3—C4	1.428 (6)	C14—H14A	0.9600
C3—H3	0.9300	C14—H14B	0.9600
C4—C12	1.387 (5)	C14—H14C	0.9600
C4—C5	1.399 (6)
N2—Mn1—N1	79.57 (12)	C7—C6—H6	119.2
N2—Mn1—Cl1	111.79 (4)	C11—C7—C6	119.7 (4)
N1—Mn1—Cl1	113.70 (4)	C11—C7—C8	115.5 (4)
N2—Mn1—Cl1i	111.79 (4)	C6—C7—C8	124.8 (4)
N1—Mn1—Cl1i	113.70 (4)	C9—C8—C7	120.4 (4)
Cl1—Mn1—Cl1i	119.53 (5)	C9—C8—H8	119.8
O1ii—O1—H2A	109.0	C7—C8—H8	119.8
O1ii—O1—H1A	119.0	C8—C9—C10	120.4 (4)
H2A—O1—H1A	104.5	C8—C9—H9	119.8
C1—N1—C12	117.9 (3)	C10—C9—H9	119.8
C1—N1—Mn1	129.1 (3)	N2—C10—C9	121.2 (4)
C12—N1—Mn1	113.0 (2)	N2—C10—C14	118.4 (4)
C10—N2—C11	119.1 (3)	C9—C10—C14	120.3 (4)
C10—N2—Mn1	128.4 (3)	C7—C11—N2	123.3 (3)
C11—N2—Mn1	112.5 (2)	C7—C11—C12	118.2 (3)
N1—C1—C2	122.5 (3)	N2—C11—C12	118.5 (3)
N1—C1—C13	116.6 (4)	N1—C12—C4	123.0 (3)
C2—C1—C13	121.0 (4)	N1—C12—C11	116.5 (3)
C3—C2—C1	120.0 (4)	C4—C12—C11	120.5 (3)
C3—C2—H2	120.0	C1—C13—H13A	109.5
C1—C2—H2	120.0	C1—C13—H13B	109.5
C2—C3—C4	118.5 (4)	H13A—C13—H13B	109.5
C2—C3—H3	120.8	C1—C13—H13C	109.5
C4—C3—H3	120.8	H13A—C13—H13C	109.5
C12—C4—C5	119.2 (4)	H13B—C13—H13C	109.5
C12—C4—C3	118.2 (4)	C10—C14—H14A	109.5
C5—C4—C3	122.6 (4)	C10—C14—H14B	109.5
C6—C5—C4	120.7 (4)	H14A—C14—H14B	109.5
C6—C5—H5	119.7	C10—C14—H14C	109.5
C4—C5—H5	119.7	H14A—C14—H14C	109.5
C5—C6—C7	121.7 (4)	H14B—C14—H14C	109.5
C5—C6—H6	119.2