Diaqua­[N,N′-bis­(salicyl­idene)propane­diamine­(2–)]manganese(III) chloride

Hwang, I.-C.; Ha, K.

doi:10.1107/S1600536807039475

Diaqua[N,N′-bis(salicylidene)propanediamine(2–)]manganese(III) chloride

The title compound (systematic name: diaqua{2,2′-[propane-1,3-diylbis(nitrilomethylidyne)]diphenolato}manganese(III) chloride), [Mn(C₁₇H₁₆N₂O₂)(H₂O)₂]Cl, consists of an Mn^III cation complex and a counter-anion. In the complex, the Mn³⁺ ion is six-coordinated by the dianion of the tetradentate ligand N,N′-bis(salicylidene)-1,3-diaminopropane and two water molecules in a distorted octahedral geometry. The molecules are assembled through intermolecular O—H

Cl and O—H

O hydrogen bonds and π–π interactions [the centroid–centroid distance is 3.865 Å and the dihedral angle between the ring planes is 12.9°] along the a axis.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807039475/kp2127sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536807039475/kp2127Isup2.hkl Contains datablock I

CCDC reference: 660104

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Key indicators

Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.003 Å
R factor = 0.032
wR factor = 0.069
Data-to-parameter ratio = 12.5

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No syntax errors found





Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal  (x 10000)        200 Deg.

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K
PLAT794_ALERT_5_G Check Predicted Bond Valency for Mn          (3)       3.20

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   3 ALERT level G = General alerts; check

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

Comment top

The crystal structure of the title compound consists of cation complex [Mn(salpn)(H₂O)₂]⁺ (salpn = N,N'-bis(salicylidene)-1,3-diiminopropane dianion) and a chloride counter anion. Mn^III ion is six-coordinated by two N and two O atoms from the tetradentate ligand (salpn) occupying the four equatorial positions and two O atoms of water molecules in the axial positions (Fig.1). The coordination environment around the Mn centre is distorted octahedral. Within the equatorial plane, the chelating angles lie in the range of 90.39 (7)°–94.19 (8)° and the O1—Mn—O2 bond angle is 84.41 (6)°. The apical O3w—Mn—O4w bond angle is 173.95 (8)° (Table 1). The Mn—N bond lengths [2.0190 (18) and 2.0369 (18) Å] are longer than the Mn—O bond [1.8843 (14) and 1.8861 (15) Å] but the bond distances between the Mn atom and the O atoms of the water ligands are considerably longer [2.195 (2) and 2.240 (2) Å]. The compound displays the intermolecular hydrogen bonds between the O atoms of the water molecules and the O atoms of the chelate ligand, and water molecules and Cl anions (Table 2, Fig. 2). Moreover, there are intermolecular π-π interactions between the adjacent benzene rings. For Cg1 (the centroid of six-membered ring C1–C6) and Cg2ⁱ (ring C12–C17; symmetry code i: -x, 1 - y, -z), the centroid-centroid distance is 3.865 Å and the dihedral angle between the ring planes is 12.9°. The compounds are assembled through these hydrogen-bonding and π-π interactions along the a axis (Fig. 2).

Related literature top

For related literature, see: Gohdes & Armstrong (1992); Huang et al. (2002).

Experimental top

Mn(CH₃COO)₃·2H₂O (1.00 g, 3.73 mmol), NaCl (0.22 g, 3.76 mmol) and N,N'-bis(salicylidene)-1,3-diiminopropane (H₂salpn; 1.06 g, 3.75 mmol) in EtOH (70 ml) and H₂O (10 ml) were stirred for 3 h at room temparature and then filtered. The solvent was reduced to 2 ml, the residue washed with acetone and dried under vacuum, to give a dark green powder (0.79 g). Crystals suitable for X-ray analysis were obtained by slow evaporation from a MeOH solution. MS (FAB): m/z 335 (Mn(salpn)⁺); IR (KBr): 3446 cm^-1 (broad).

Structure description top

For related literature, see: Gohdes & Armstrong (1992); Huang et al. (2002).

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.

Figures top

	Fig. 1. The structure of the title compound. Displacement ellipsoids are drawn at the 50% probability level. H atoms at C atoms have been omitted for clarity.
	Fig. 2. View of the crystal packing of (I). Hydrogen-bond interactions are drawn with dashed lines.

diaqua{2,2'-[propane-1,3-diylbis(nitrilomethylidyne)]diphenolato}manganese(III) chloride top

Crystal data top

[Mn(C₁₇H₁₆N₂O₂)(H₂O)₂]Cl	Z = 2
M_r = 406.74	F(000) = 420
Triclinic, P1	D_x = 1.536 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.6540 (8) Å	Cell parameters from 3154 reflections
b = 10.2633 (10) Å	θ = 2.4–23.6°
c = 11.5050 (12) Å	µ = 0.93 mm⁻¹
α = 102.622 (2)°	T = 293 K
β = 92.777 (2)°	Plate, green
γ = 92.852 (2)°	0.30 × 0.15 × 0.03 mm
V = 879.21 (16) Å³

Data collection top

Bruker SMART 1000 CCD diffractometer	3030 independent reflections
Radiation source: fine-focus sealed tube	2333 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.033
φ and ω scans	θ_max = 25.1°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −9→8
T_min = 0.857, T_max = 0.973	k = −12→10
12748 measured reflections	l = −13→13

Refinement top

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.069	H atoms treated by a mixture of independent and constrained refinement
S = 0.95	w = 1/[σ²(F_o²) + (0.0313P)²] where P = (F_o² + 2F_c²)/3
3030 reflections	(Δ/σ)_max < 0.001
242 parameters	Δρ_max = 0.32 e Å⁻³
0 restraints	Δρ_min = −0.20 e Å⁻³

Crystal data top

[Mn(C₁₇H₁₆N₂O₂)(H₂O)₂]Cl	γ = 92.852 (2)°
M_r = 406.74	V = 879.21 (16) Å³
Triclinic, P1	Z = 2
a = 7.6540 (8) Å	Mo Kα radiation
b = 10.2633 (10) Å	µ = 0.93 mm⁻¹
c = 11.5050 (12) Å	T = 293 K
α = 102.622 (2)°	0.30 × 0.15 × 0.03 mm
β = 92.777 (2)°

Data collection top

Bruker SMART 1000 CCD diffractometer	3030 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2000)	2333 reflections with I > 2σ(I)
T_min = 0.857, T_max = 0.973	R_int = 0.033
12748 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.032	0 restraints
wR(F²) = 0.069	H atoms treated by a mixture of independent and constrained refinement
S = 0.95	Δρ_max = 0.32 e Å⁻³
3030 reflections	Δρ_min = −0.20 e Å⁻³
242 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.

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.

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

	x	y	z	U_iso*/U_eq
Mn	0.24240 (5)	0.35744 (3)	0.06024 (3)	0.03003 (12)
O1	0.2431 (2)	0.39908 (14)	−0.09134 (13)	0.0359 (4)
O2	0.2259 (2)	0.54309 (14)	0.11629 (13)	0.0369 (4)
O3W	0.5292 (3)	0.3795 (2)	0.0863 (2)	0.0482 (5)
H3A	0.572 (4)	0.349 (3)	0.137 (2)	0.062 (11)*
H3B	0.586 (4)	0.444 (3)	0.084 (2)	0.064 (11)*
O4W	−0.0482 (3)	0.3126 (2)	0.03569 (19)	0.0421 (5)
H4A	−0.106 (4)	0.300 (3)	0.093 (2)	0.065 (10)*
H4B	−0.087 (3)	0.357 (3)	0.003 (2)	0.040 (10)*
N1	0.2679 (2)	0.16265 (17)	−0.01432 (17)	0.0326 (5)
N2	0.2398 (3)	0.32827 (19)	0.22969 (16)	0.0337 (5)
C1	0.1984 (3)	0.3203 (2)	−0.1983 (2)	0.0322 (6)
C2	0.1508 (3)	0.3789 (3)	−0.2925 (2)	0.0419 (7)
H2	0.1505	0.4715	−0.2804	0.050*
C3	0.1044 (4)	0.2999 (3)	−0.4032 (2)	0.0527 (8)
H3	0.0691	0.3398	−0.4650	0.063*
C4	0.1090 (4)	0.1626 (3)	−0.4248 (2)	0.0601 (9)
H4	0.0798	0.1107	−0.5009	0.072*
C5	0.1565 (4)	0.1040 (3)	−0.3341 (2)	0.0519 (8)
H5	0.1607	0.0114	−0.3487	0.062*
C6	0.1995 (3)	0.1809 (2)	−0.2188 (2)	0.0357 (6)
C7	0.2451 (3)	0.1126 (2)	−0.1270 (2)	0.0377 (6)
H7	0.2599	0.0215	−0.1515	0.045*
C8	0.3028 (3)	0.0704 (2)	0.0646 (2)	0.0430 (7)
H8A	0.4188	0.0921	0.1041	0.052*
H8B	0.2992	−0.0207	0.0178	0.052*
C9	0.1670 (3)	0.0818 (2)	0.1566 (2)	0.0449 (7)
H9A	0.0539	0.0919	0.1189	0.054*
H9B	0.1589	−0.0006	0.1848	0.054*
C10	0.2061 (4)	0.1967 (2)	0.2614 (2)	0.0495 (7)
H10A	0.1079	0.2027	0.3122	0.059*
H10B	0.3079	0.1783	0.3073	0.059*
C11	0.2778 (3)	0.4259 (3)	0.3199 (2)	0.0413 (6)
H11	0.2845	0.4030	0.3938	0.050*
C12	0.3113 (3)	0.5647 (2)	0.3226 (2)	0.0392 (6)
C13	0.3625 (4)	0.6512 (3)	0.4327 (2)	0.0556 (8)
H13	0.3753	0.6166	0.5007	0.067*
C14	0.3938 (4)	0.7852 (3)	0.4417 (3)	0.0665 (9)
H14	0.4276	0.8416	0.5150	0.080*
C15	0.3746 (4)	0.8359 (3)	0.3408 (3)	0.0618 (9)
H15	0.3981	0.9269	0.3463	0.074*
C16	0.3215 (4)	0.7547 (2)	0.2322 (2)	0.0494 (7)
H16	0.3090	0.7912	0.1653	0.059*
C17	0.2863 (3)	0.6180 (2)	0.2213 (2)	0.0350 (6)
Cl	0.74037 (10)	0.24095 (6)	0.24821 (6)	0.0510 (2)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mn	0.0350 (2)	0.0248 (2)	0.0309 (2)	−0.00026 (16)	0.00138 (15)	0.00799 (15)
O1	0.0526 (12)	0.0253 (9)	0.0292 (9)	−0.0035 (8)	−0.0001 (8)	0.0063 (7)
O2	0.0535 (12)	0.0242 (9)	0.0313 (9)	0.0030 (8)	−0.0043 (8)	0.0039 (7)
O3W	0.0357 (13)	0.0492 (13)	0.0670 (14)	−0.0081 (10)	−0.0038 (10)	0.0330 (11)
O4W	0.0391 (13)	0.0447 (12)	0.0472 (12)	0.0052 (9)	0.0019 (10)	0.0201 (10)
N1	0.0321 (13)	0.0261 (11)	0.0404 (12)	0.0009 (9)	0.0018 (9)	0.0094 (9)
N2	0.0358 (13)	0.0331 (12)	0.0351 (11)	0.0005 (9)	0.0007 (9)	0.0144 (10)
C1	0.0319 (15)	0.0328 (14)	0.0300 (13)	−0.0027 (11)	0.0046 (11)	0.0033 (11)
C2	0.0523 (19)	0.0384 (15)	0.0349 (14)	−0.0030 (13)	0.0023 (12)	0.0094 (12)
C3	0.062 (2)	0.060 (2)	0.0358 (15)	−0.0107 (16)	−0.0035 (13)	0.0154 (14)
C4	0.083 (2)	0.0532 (19)	0.0348 (16)	−0.0251 (17)	−0.0012 (15)	−0.0026 (14)
C5	0.067 (2)	0.0385 (16)	0.0438 (17)	−0.0130 (14)	0.0032 (14)	−0.0004 (13)
C6	0.0381 (17)	0.0315 (14)	0.0349 (14)	−0.0050 (12)	0.0033 (11)	0.0034 (11)
C7	0.0369 (17)	0.0241 (13)	0.0498 (17)	−0.0014 (11)	0.0071 (12)	0.0034 (12)
C8	0.0489 (19)	0.0294 (14)	0.0543 (17)	0.0075 (12)	0.0014 (13)	0.0164 (12)
C9	0.0469 (19)	0.0348 (15)	0.0596 (18)	−0.0001 (13)	0.0035 (14)	0.0254 (14)
C10	0.064 (2)	0.0445 (16)	0.0465 (16)	−0.0010 (14)	0.0029 (14)	0.0264 (14)
C11	0.0411 (17)	0.0531 (17)	0.0323 (14)	0.0011 (13)	−0.0003 (12)	0.0157 (13)
C12	0.0420 (18)	0.0407 (16)	0.0323 (14)	0.0012 (13)	−0.0024 (12)	0.0036 (12)
C13	0.064 (2)	0.059 (2)	0.0394 (16)	0.0050 (16)	−0.0098 (14)	0.0044 (14)
C14	0.080 (3)	0.056 (2)	0.0490 (19)	0.0029 (18)	−0.0205 (17)	−0.0141 (16)
C15	0.075 (2)	0.0373 (17)	0.064 (2)	−0.0030 (15)	−0.0143 (17)	−0.0030 (15)
C16	0.066 (2)	0.0327 (15)	0.0455 (16)	0.0004 (14)	−0.0073 (14)	0.0037 (13)
C17	0.0353 (16)	0.0304 (14)	0.0370 (14)	0.0043 (11)	0.0007 (11)	0.0021 (11)
Cl	0.0629 (5)	0.0414 (4)	0.0525 (4)	0.0080 (3)	0.0046 (3)	0.0176 (3)

Geometric parameters (Å, º) top

Mn—O1	1.8843 (14)	C5—C6	1.403 (3)
Mn—O2	1.8861 (15)	C5—H5	0.9300
Mn—N1	2.0191 (18)	C6—C7	1.429 (3)
Mn—N2	2.0369 (18)	C7—H7	0.9300
Mn—O3W	2.195 (2)	C8—C9	1.510 (3)
Mn—O4W	2.240 (2)	C8—H8A	0.9700
O1—C1	1.335 (2)	C8—H8B	0.9700
O2—C17	1.330 (3)	C9—C10	1.498 (3)
O3W—H3A	0.78 (3)	C9—H9A	0.9700
O3W—H3B	0.79 (3)	C9—H9B	0.9700
O4W—H4A	0.84 (3)	C10—H10A	0.9700
O4W—H4B	0.72 (2)	C10—H10B	0.9700
N1—C7	1.285 (3)	C11—C12	1.428 (3)
N1—C8	1.473 (3)	C11—H11	0.9300
N2—C11	1.286 (3)	C12—C17	1.400 (3)
N2—C10	1.488 (3)	C12—C13	1.404 (3)
C1—C2	1.392 (3)	C13—C14	1.365 (4)
C1—C6	1.399 (3)	C13—H13	0.9300
C2—C3	1.372 (3)	C14—C15	1.376 (4)
C2—H2	0.9300	C14—H14	0.9300
C3—C4	1.379 (4)	C15—C16	1.372 (3)
C3—H3	0.9300	C15—H15	0.9300
C4—C5	1.358 (3)	C16—C17	1.392 (3)
C4—H4	0.9300	C16—H16	0.9300

O1—Mn—O2	84.41 (6)	C1—C6—C7	122.7 (2)
O1—Mn—N1	90.39 (7)	C5—C6—C7	118.0 (2)
O2—Mn—N1	174.54 (7)	N1—C7—C6	127.4 (2)
O1—Mn—N2	175.42 (7)	N1—C7—H7	116.3
O2—Mn—N2	91.01 (7)	C6—C7—H7	116.3
N1—Mn—N2	94.19 (8)	N1—C8—C9	109.7 (2)
O1—Mn—O3W	93.00 (8)	N1—C8—H8A	109.7
O2—Mn—O3W	91.15 (8)	C9—C8—H8A	109.7
N1—Mn—O3W	87.45 (8)	N1—C8—H8B	109.7
N2—Mn—O3W	87.16 (8)	C9—C8—H8B	109.7
O1—Mn—O4W	90.08 (8)	H8A—C8—H8B	108.2
O2—Mn—O4W	94.33 (7)	C10—C9—C8	113.6 (2)
N1—Mn—O4W	87.33 (7)	C10—C9—H9A	108.8
N2—Mn—O4W	90.18 (8)	C8—C9—H9A	108.8
O3W—Mn—O4W	173.95 (8)	C10—C9—H9B	108.8
C1—O1—Mn	129.05 (14)	C8—C9—H9B	108.8
C17—O2—Mn	127.51 (14)	H9A—C9—H9B	107.7
Mn—O3W—H3A	117 (2)	N2—C10—C9	114.5 (2)
Mn—O3W—H3B	125 (2)	N2—C10—H10A	108.6
H3A—O3W—H3B	108 (3)	C9—C10—H10A	108.6
Mn—O4W—H4A	120.5 (19)	N2—C10—H10B	108.6
Mn—O4W—H4B	110 (2)	C9—C10—H10B	108.6
H4A—O4W—H4B	114 (3)	H10A—C10—H10B	107.6
C7—N1—C8	117.68 (19)	N2—C11—C12	129.1 (2)
C7—N1—Mn	123.57 (16)	N2—C11—H11	115.5
C8—N1—Mn	118.61 (15)	C12—C11—H11	115.5
C11—N2—C10	114.2 (2)	C17—C12—C13	119.2 (2)
C11—N2—Mn	120.71 (16)	C17—C12—C11	122.5 (2)
C10—N2—Mn	125.04 (16)	C13—C12—C11	118.2 (2)
O1—C1—C2	118.9 (2)	C14—C13—C12	121.1 (3)
O1—C1—C6	122.0 (2)	C14—C13—H13	119.4
C2—C1—C6	119.1 (2)	C12—C13—H13	119.4
C3—C2—C1	119.9 (2)	C13—C14—C15	119.2 (3)
C3—C2—H2	120.0	C13—C14—H14	120.4
C1—C2—H2	120.0	C15—C14—H14	120.4
C2—C3—C4	121.4 (3)	C16—C15—C14	121.2 (3)
C2—C3—H3	119.3	C16—C15—H15	119.4
C4—C3—H3	119.3	C14—C15—H15	119.4
C5—C4—C3	119.4 (2)	C15—C16—C17	120.6 (3)
C5—C4—H4	120.3	C15—C16—H16	119.7
C3—C4—H4	120.3	C17—C16—H16	119.7
C4—C5—C6	120.9 (3)	O2—C17—C16	119.2 (2)
C4—C5—H5	119.5	O2—C17—C12	122.2 (2)
C6—C5—H5	119.5	C16—C17—C12	118.6 (2)
C1—C6—C5	119.2 (2)

O2—Mn—O1—C1	−156.77 (19)	C2—C1—C6—C5	1.4 (4)
N1—Mn—O1—C1	24.90 (19)	O1—C1—C6—C7	1.2 (4)
O3W—Mn—O1—C1	112.37 (19)	C2—C1—C6—C7	−179.4 (2)
O4W—Mn—O1—C1	−62.42 (19)	C4—C5—C6—C1	−2.0 (4)
O1—Mn—O2—C17	−150.14 (19)	C4—C5—C6—C7	178.8 (3)
N2—Mn—O2—C17	29.9 (2)	C8—N1—C7—C6	175.9 (2)
O3W—Mn—O2—C17	−57.24 (19)	Mn—N1—C7—C6	0.2 (3)
O4W—Mn—O2—C17	120.20 (19)	C1—C6—C7—N1	9.7 (4)
O1—Mn—N1—C7	−13.38 (19)	C5—C6—C7—N1	−171.1 (2)
N2—Mn—N1—C7	166.67 (18)	C7—N1—C8—C9	−122.8 (2)
O3W—Mn—N1—C7	−106.37 (19)	Mn—N1—C8—C9	53.1 (2)
O4W—Mn—N1—C7	76.68 (19)	N1—C8—C9—C10	−82.3 (3)
O1—Mn—N1—C8	170.94 (17)	C11—N2—C10—C9	−178.2 (2)
N2—Mn—N1—C8	−9.02 (17)	Mn—N2—C10—C9	−1.8 (3)
O3W—Mn—N1—C8	77.95 (17)	C8—C9—C10—N2	52.7 (3)
O4W—Mn—N1—C8	−99.00 (17)	C10—N2—C11—C12	−177.6 (3)
O2—Mn—N2—C11	−19.4 (2)	Mn—N2—C11—C12	5.8 (4)
N1—Mn—N2—C11	158.91 (19)	N2—C11—C12—C17	7.8 (4)
O3W—Mn—N2—C11	71.67 (19)	N2—C11—C12—C13	−175.6 (3)
O4W—Mn—N2—C11	−113.76 (19)	C17—C12—C13—C14	−2.2 (4)
O2—Mn—N2—C10	164.4 (2)	C11—C12—C13—C14	−178.9 (3)
N1—Mn—N2—C10	−17.3 (2)	C12—C13—C14—C15	0.0 (5)
O3W—Mn—N2—C10	−104.5 (2)	C13—C14—C15—C16	1.3 (5)
O4W—Mn—N2—C10	70.0 (2)	C14—C15—C16—C17	−0.3 (5)
Mn—O1—C1—C2	158.04 (17)	Mn—O2—C17—C16	156.36 (19)
Mn—O1—C1—C6	−22.6 (3)	Mn—O2—C17—C12	−25.4 (3)
O1—C1—C2—C3	180.0 (2)	C15—C16—C17—O2	176.3 (2)
C6—C1—C2—C3	0.6 (4)	C15—C16—C17—C12	−1.9 (4)
C1—C2—C3—C4	−2.1 (4)	C13—C12—C17—O2	−175.1 (2)
C2—C3—C4—C5	1.5 (4)	C11—C12—C17—O2	1.5 (4)
C3—C4—C5—C6	0.5 (4)	C13—C12—C17—C16	3.1 (4)
O1—C1—C6—C5	−178.0 (2)	C11—C12—C17—C16	179.7 (2)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3W—H3A···Cl	0.78 (3)	2.27 (3)	3.033 (2)	166 (3)
O3W—H3B···O1ⁱ	0.79 (3)	2.00 (3)	2.782 (3)	172 (3)
O4W—H4A···Clⁱⁱ	0.84 (3)	2.36 (3)	3.192 (2)	173 (3)
O4W—H4B···O2ⁱⁱⁱ	0.72 (2)	2.15 (2)	2.864 (3)	169 (3)

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

Experimental details

Crystal data
Chemical formula	[Mn(C₁₇H₁₆N₂O₂)(H₂O)₂]Cl
M_r	406.74
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	7.6540 (8), 10.2633 (10), 11.5050 (12)
α, β, γ (°)	102.622 (2), 92.777 (2), 92.852 (2)
V (Å³)	879.21 (16)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.93
Crystal size (mm)	0.30 × 0.15 × 0.03

Data collection
Diffractometer	Bruker SMART 1000 CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2000)
T_min, T_max	0.857, 0.973
No. of measured, independent and observed [I > 2σ(I)] reflections	12748, 3030, 2333
R_int	0.033
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.032, 0.069, 0.95
No. of reflections	3030
No. of parameters	242
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.32, −0.20

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2003), SHELXL97.

Selected geometric parameters (Å, º) top

Mn—O1	1.8843 (14)	Mn—N2	2.0369 (18)
Mn—O2	1.8861 (15)	Mn—O3W	2.195 (2)
Mn—N1	2.0191 (18)	Mn—O4W	2.240 (2)

O1—Mn—O2	84.41 (6)	N1—Mn—N2	94.19 (8)
O1—Mn—N1	90.39 (7)	O3W—Mn—O4W	173.95 (8)
O2—Mn—N2	91.01 (7)