cis-Di­bromo­bis(1,10-phenanthroline)­manganese(II)

In the title complex, [MnBr₂(C₂₄H₁₆N₄)], there is a weak C—H...Br intermolecular interaction in the crystal structure, giving rise to molecular chains along the a axis.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.048
• wR factor = 0.099
• Data-to-parameter ratio = 15.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          7

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

   0 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

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Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and Mercury (Version 1.2.1; Bruno et al., 2002); software used to prepare material for publication: SHELXTL.

cis-Dibromobis(1,10-phenanthroline)manganese(II)

Crystal data

[MnBr2(C24H16N4)]	F(000) = 1132
Mr = 575.17	Dx = 1.730 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1225 reflections
a = 10.423 (3) Å	θ = 2.5–20.4°
b = 16.223 (3) Å	µ = 4.24 mm^−1
c = 13.244 (3) Å	T = 293 K
β = 99.62 (2)°	Block, yellow
V = 2208.0 (9) Å^3	0.20 × 0.10 × 0.10 mm
Z = 4

Data collection

Bruker SMART APEX CCD area-detector diffractometer	4334 independent reflections
Radiation source: sealed tube	3284 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.042
φ and ω scans	θmax = 26.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −12→12
Tmin = 0.61, Tmax = 0.66	k = −20→20
9269 measured reflections	l = −16→9

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.099	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.05P)^2 + 1.55P] where P = (Fo^2 + 2Fc^2)/3
4334 reflections	(Δ/σ)max < 0.001
280 parameters	Δρmax = 0.96 e Å^−3
0 restraints	Δρmin = −0.73 e Å^−3

Special details

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.

Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)

- 2.9046 (0.0089) x + 12.5081 (0.0083) y + 8.0939 (0.0067) z = 7.9435 (0.0140)

* -0.0680 (0.0033) N1 * 0.0307 (0.0035) N2 * -0.0398 (0.0035) C1 * 0.0678 (0.0036) C2 * 0.1086 (0.0037) C3 * 0.0022 (0.0040) C4 * 0.0430 (0.0037) C5 * -0.0149 (0.0036) C6 * -0.0712 (0.0041) C7 * -0.0248 (0.0037) C8 * 0.0584 (0.0036) C9 * 0.1220 (0.0036) C10 * -0.1028 (0.0042) C11 * -0.1112 (0.0042) C12

Rms deviation of fitted atoms = 0.0720

6.9603 (0.0051) x - 2.8678 (0.0148) y + 7.9632 (0.0067) z = 3.7543 (0.0096)

Angle to previous plane (with approximate e.s.d.) = 84.74 (0.06)

* -0.0666 (0.0034) N3 * 0.0244 (0.0039) N4 * 0.0438 (0.0036) C13 * 0.0100 (0.0039) C14 * 0.0404 (0.0037) C15 * -0.0371 (0.0041) C16 * -0.0171 (0.0036) C17 * 0.0092 (0.0039) C18 * 0.0470 (0.0044) C19 * -0.0124 (0.0040) C20 * -0.0105 (0.0039) C21 * 0.0135 (0.0039) C22 * 0.0059 (0.0045) C23 * -0.0505 (0.0045) C24

Rms deviation of fitted atoms = 0.0335

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 (Ų)

	x	y	z	Uiso*/Ueq
Br1	0.68660 (4)	0.86941 (3)	0.17430 (4)	0.03383 (14)
Br2	0.54170 (4)	0.78328 (2)	−0.07675 (4)	0.02457 (12)
Mn1	0.75181 (6)	0.76691 (4)	0.04796 (6)	0.02819 (18)
C1	1.0171 (4)	0.7307 (2)	0.2123 (3)	0.0222 (9)
H1	0.9589	0.6965	0.2384	0.027*
C2	1.1496 (4)	0.7397 (2)	0.2593 (4)	0.0238 (9)
H2	1.1794	0.7110	0.3195	0.029*
C3	1.2289 (4)	0.7859 (2)	0.2214 (3)	0.0231 (9)
H3	1.3137	0.7915	0.2561	0.028*
C4	1.1928 (4)	0.8269 (3)	0.1319 (4)	0.0240 (9)
C5	1.2795 (4)	0.8790 (3)	0.0876 (4)	0.0239 (9)
H5	1.3661	0.8844	0.1183	0.029*
C6	1.2328 (4)	0.9205 (3)	−0.0006 (3)	0.0222 (9)
H6	1.2899	0.9529	−0.0305	0.027*
C7	1.1009 (4)	0.9162 (3)	−0.0481 (4)	0.0249 (9)
C8	1.0449 (4)	0.9599 (3)	−0.1301 (4)	0.0238 (9)
H8	1.0944	0.9930	−0.1662	0.029*
C9	0.9092 (4)	0.9540 (2)	−0.1594 (4)	0.0229 (9)
H9	0.8683	0.9825	−0.2168	0.027*
C10	0.8381 (4)	0.9077 (3)	−0.1055 (4)	0.0253 (10)
H10	0.7480	0.9079	−0.1242	0.030*
C11	1.0172 (4)	0.8646 (3)	−0.0025 (4)	0.0254 (9)
C12	1.0656 (4)	0.8181 (3)	0.0858 (4)	0.0249 (9)
C13	0.5947 (4)	0.6421 (3)	0.1884 (4)	0.0261 (9)
H13	0.5873	0.6905	0.2247	0.031*
C14	0.5342 (4)	0.5731 (3)	0.2122 (4)	0.0253 (9)
H14	0.4761	0.5755	0.2583	0.030*
C15	0.5592 (4)	0.4972 (3)	0.1668 (3)	0.0208 (8)
H15	0.5249	0.4487	0.1885	0.025*
C16	0.6337 (4)	0.4948 (3)	0.0911 (4)	0.0241 (9)
C17	0.6614 (4)	0.4222 (3)	0.0433 (4)	0.0246 (9)
H17	0.6232	0.3729	0.0583	0.030*
C18	0.7453 (4)	0.4238 (3)	−0.0262 (4)	0.0248 (9)
H18	0.7625	0.3755	−0.0594	0.030*
C19	0.8078 (4)	0.5004 (3)	−0.0485 (4)	0.0268 (10)
C20	0.8846 (4)	0.5047 (3)	−0.1216 (4)	0.0267 (10)
H20	0.9002	0.4575	−0.1575	0.032*
C21	0.9399 (4)	0.5787 (3)	−0.1430 (4)	0.0271 (10)
H21	0.9946	0.5815	−0.1916	0.033*
C22	0.9135 (4)	0.6455 (3)	−0.0929 (4)	0.0278 (10)
H22	0.9516	0.6951	−0.1070	0.033*
C23	0.7759 (4)	0.5728 (3)	0.0003 (4)	0.0265 (10)
C24	0.6886 (4)	0.5693 (3)	0.0683 (4)	0.0273 (10)
N1	0.9821 (3)	0.7777 (2)	0.1236 (3)	0.0241 (8)
N2	0.8902 (3)	0.8624 (2)	−0.0280 (3)	0.0282 (8)
N3	0.6667 (3)	0.6412 (2)	0.1112 (3)	0.0238 (8)
N4	0.8328 (4)	0.6451 (2)	−0.0211 (3)	0.0327 (9)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Br1	0.0191 (2)	0.0324 (3)	0.0475 (3)	−0.00712 (17)	−0.00137 (19)	−0.0119 (2)
Br2	0.0245 (2)	0.01629 (19)	0.0316 (3)	−0.00049 (15)	0.00076 (17)	0.00488 (17)
Mn1	0.0241 (3)	0.0204 (3)	0.0379 (4)	−0.0008 (3)	−0.0012 (3)	0.0029 (3)
C1	0.0098 (17)	0.0214 (19)	0.035 (3)	−0.0030 (14)	0.0015 (16)	−0.0003 (18)
C2	0.0105 (17)	0.021 (2)	0.037 (3)	−0.0067 (15)	−0.0043 (17)	−0.0041 (19)
C3	0.0132 (19)	0.0208 (19)	0.032 (3)	−0.0035 (15)	−0.0053 (17)	0.0012 (17)
C4	0.0190 (19)	0.023 (2)	0.028 (2)	−0.0057 (16)	−0.0034 (17)	−0.0021 (18)
C5	0.0159 (19)	0.022 (2)	0.033 (2)	−0.0038 (16)	0.0027 (17)	−0.0015 (19)
C6	0.0141 (18)	0.022 (2)	0.030 (3)	−0.0037 (16)	0.0013 (17)	−0.0018 (19)
C7	0.0160 (18)	0.025 (2)	0.033 (3)	−0.0033 (16)	0.0036 (18)	−0.0030 (19)
C8	0.0164 (19)	0.0211 (19)	0.033 (3)	−0.0042 (15)	0.0025 (18)	−0.0046 (18)
C9	0.022 (2)	0.0142 (18)	0.031 (2)	−0.0022 (15)	0.0010 (18)	−0.0050 (18)
C10	0.0171 (18)	0.024 (2)	0.035 (3)	−0.0046 (16)	0.0041 (18)	−0.0067 (19)
C11	0.025 (2)	0.020 (2)	0.031 (2)	−0.0107 (16)	0.0040 (18)	−0.0019 (18)
C12	0.0170 (19)	0.026 (2)	0.032 (3)	−0.0103 (16)	0.0052 (18)	−0.005 (2)
C13	0.023 (2)	0.026 (2)	0.031 (3)	−0.0011 (17)	0.0090 (18)	−0.0044 (19)
C14	0.023 (2)	0.025 (2)	0.030 (2)	0.0026 (17)	0.0108 (19)	−0.0027 (19)
C15	0.0184 (18)	0.0225 (19)	0.023 (2)	−0.0008 (16)	0.0077 (17)	−0.0036 (17)
C16	0.0210 (19)	0.023 (2)	0.029 (2)	−0.0022 (16)	0.0056 (18)	−0.0050 (18)
C17	0.0206 (19)	0.022 (2)	0.030 (2)	−0.0009 (16)	0.0023 (18)	−0.0029 (19)
C18	0.021 (2)	0.022 (2)	0.033 (3)	−0.0021 (17)	0.0100 (19)	−0.0059 (19)
C19	0.022 (2)	0.021 (2)	0.040 (3)	−0.0034 (16)	0.011 (2)	−0.0057 (19)
C20	0.025 (2)	0.0185 (19)	0.036 (3)	0.0006 (16)	0.0050 (19)	−0.0053 (19)
C21	0.0221 (19)	0.022 (2)	0.038 (3)	0.0027 (17)	0.0070 (19)	−0.004 (2)
C22	0.025 (2)	0.021 (2)	0.039 (3)	0.0012 (17)	0.0091 (19)	−0.005 (2)
C23	0.0222 (19)	0.020 (2)	0.039 (3)	−0.0010 (16)	0.010 (2)	0.002 (2)
C24	0.026 (2)	0.025 (2)	0.032 (3)	−0.0027 (17)	0.006 (2)	−0.004 (2)
N1	0.0221 (16)	0.0148 (16)	0.037 (2)	−0.0068 (13)	0.0086 (16)	−0.0026 (15)
N2	0.0220 (17)	0.0241 (18)	0.038 (2)	−0.0011 (14)	0.0018 (16)	−0.0024 (17)
N3	0.0217 (17)	0.0248 (18)	0.026 (2)	−0.0067 (14)	0.0086 (15)	0.0029 (15)
N4	0.0308 (19)	0.031 (2)	0.041 (2)	0.0005 (16)	0.0195 (18)	0.0019 (19)

Geometric parameters (Å, º)

Br1—Mn1	2.5313 (10)	C11—N2	1.310 (5)
Br2—Mn1	2.5268 (11)	C11—C12	1.412 (7)
Mn1—N4	2.391 (4)	C12—N1	1.259 (5)
Mn1—N3	2.429 (4)	C13—C14	1.347 (6)
Mn1—N2	2.445 (4)	C13—N3	1.366 (6)
Mn1—N1	2.448 (4)	C13—H13	0.9300
C1—N1	1.397 (6)	C14—C15	1.414 (6)
C1—C2	1.424 (5)	C14—H14	0.9300
C1—H1	0.9300	C15—C16	1.368 (6)
C2—C3	1.279 (6)	C15—H15	0.9300
C2—H2	0.9300	C16—C17	1.389 (6)
C3—C4	1.356 (6)	C16—C24	1.392 (6)
C3—H3	0.9300	C17—C18	1.373 (6)
C4—C12	1.371 (6)	C17—H17	0.9300
C4—C5	1.433 (6)	C18—C19	1.456 (6)
C5—C6	1.366 (6)	C18—H18	0.9300
C5—H5	0.9300	C19—C20	1.356 (7)
C6—C7	1.416 (6)	C19—C23	1.408 (6)
C6—H6	0.9300	C20—C21	1.382 (6)
C7—C8	1.345 (7)	C20—H20	0.9300
C7—C11	1.415 (6)	C21—C22	1.323 (6)
C8—C9	1.406 (5)	C21—H21	0.9300
C8—H8	0.9300	C22—N4	1.371 (6)
C9—C10	1.341 (6)	C22—H22	0.9300
C9—H9	0.9300	C23—N4	1.365 (6)
C10—N2	1.306 (6)	C23—C24	1.383 (6)
C10—H10	0.9300	C24—N3	1.334 (6)
N4—Mn1—N3	67.06 (13)	C4—C12—C11	119.9 (4)
N4—Mn1—N2	95.51 (13)	C14—C13—N3	120.2 (4)
N3—Mn1—N2	161.56 (12)	C14—C13—H13	119.9
N4—Mn1—N1	80.27 (13)	N3—C13—H13	119.9
N3—Mn1—N1	107.97 (12)	C13—C14—C15	119.8 (4)
N2—Mn1—N1	61.13 (12)	C13—C14—H14	120.1
N4—Mn1—Br2	99.19 (11)	C15—C14—H14	120.1
N3—Mn1—Br2	89.27 (9)	C16—C15—C14	120.3 (4)
N2—Mn1—Br2	99.86 (9)	C16—C15—H15	119.8
N1—Mn1—Br2	160.63 (9)	C14—C15—H15	119.8
N4—Mn1—Br1	161.29 (11)	C15—C16—C17	123.0 (4)
N3—Mn1—Br1	99.77 (9)	C15—C16—C24	116.0 (4)
N2—Mn1—Br1	95.62 (10)	C17—C16—C24	120.9 (4)
N1—Mn1—Br1	92.04 (9)	C18—C17—C16	119.6 (4)
Br2—Mn1—Br1	93.66 (3)	C18—C17—H17	120.2
N1—C1—C2	114.1 (4)	C16—C17—H17	120.2
N1—C1—H1	122.9	C17—C18—C19	120.6 (4)
C2—C1—H1	122.9	C17—C18—H18	119.7
C3—C2—C1	122.1 (4)	C19—C18—H18	119.7
C3—C2—H2	118.9	C20—C19—C23	119.9 (4)
C1—C2—H2	118.9	C20—C19—C18	121.7 (4)
C2—C3—C4	121.8 (4)	C23—C19—C18	118.1 (4)
C2—C3—H3	119.1	C19—C20—C21	120.5 (4)
C4—C3—H3	119.1	C19—C20—H20	119.8
C3—C4—C12	116.5 (4)	C21—C20—H20	119.8
C3—C4—C5	123.0 (4)	C22—C21—C20	118.7 (4)
C12—C4—C5	120.5 (4)	C22—C21—H21	120.6
C6—C5—C4	118.8 (4)	C20—C21—H21	120.6
C6—C5—H5	120.6	C21—C22—N4	123.1 (4)
C4—C5—H5	120.6	C21—C22—H22	118.5
C5—C6—C7	122.5 (4)	N4—C22—H22	118.5
C5—C6—H6	118.8	N4—C23—C24	121.8 (4)
C7—C6—H6	118.8	N4—C23—C19	118.4 (4)
C8—C7—C11	116.2 (4)	C24—C23—C19	119.8 (4)
C8—C7—C6	126.2 (4)	N3—C24—C23	114.8 (4)
C11—C7—C6	117.5 (4)	N3—C24—C16	124.1 (4)
C7—C8—C9	117.8 (4)	C23—C24—C16	121.1 (4)
C7—C8—H8	121.1	C12—N1—C1	121.3 (4)
C9—C8—H8	121.1	C12—N1—Mn1	124.8 (3)
C10—C9—C8	120.8 (4)	C1—N1—Mn1	113.9 (2)
C10—C9—H9	119.6	C10—N2—C11	117.2 (4)
C8—C9—H9	119.6	C10—N2—Mn1	118.9 (3)
N2—C10—C9	122.6 (4)	C11—N2—Mn1	123.5 (3)
N2—C10—H10	118.7	C24—N3—C13	118.9 (4)
C9—C10—H10	118.7	C24—N3—Mn1	119.3 (3)
N2—C11—C12	113.8 (4)	C13—N3—Mn1	121.8 (3)
N2—C11—C7	125.1 (4)	C23—N4—C22	119.2 (4)
C12—C11—C7	120.6 (4)	C23—N4—Mn1	115.9 (3)
N1—C12—C4	123.9 (4)	C22—N4—Mn1	123.9 (3)
N1—C12—C11	115.6 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C13—H13···Br2^i	0.93	2.78	3.466 (5)	131

Symmetry code: (i) x, −y+3/2, z+1/2.