Hydro­thermal synthesis and crystal structure of poly[bis­(μ₃-3,4-di­amino­benzoato)manganese], a layered coordination polymer

The title compound is a two-dimensional coordination polymer with inter-layer connectivity provided by N—H...N hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 180 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.031
• wR factor = 0.074
• Data-to-parameter ratio = 11.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          2 Info
PLAT794_ALERT_5_G Tentative Bond Valency for Mn1       (II)      .       1.97 Info
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600          2 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          6 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   1 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   4 ALERT level G = General information/check it is not something unexpected

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 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
   1 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

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Computing details

Data collection: COLLECT (Nonius, 1998); cell refinement: HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL DENZO and SCALEPACK (Otwinowski & Minor, 1997), SORTAV (Blessing, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014/7 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and ATOMS (Shape Software, 2007); software used to prepare material for publication: publCIF (Westrip, 2010).

Poly[bis(µ₃-3,4-diaminobenzoato-κ³N³,O,O')manganese(II)]

Crystal data

[Mn(C7H7N2O2)2]	F(000) = 366
Mr = 357.23	Dx = 1.724 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 11.5171 (5) Å	Cell parameters from 5315 reflections
b = 4.4212 (2) Å	θ = 1.0–26.0°
c = 13.9752 (7) Å	µ = 0.99 mm^−1
β = 104.698 (3)°	T = 180 K
V = 688.32 (6) Å^3	Slab, colourless
Z = 2	0.23 × 0.10 × 0.05 mm

Data collection

Nonius KappaCCD diffractometer	1105 reflections with I > 2σ(I)
ω and φ scans	Rint = 0.042
Absorption correction: multi-scan (SORTAV; Blessing, 1995)	θmax = 26.0°, θmin = 2.1°
Tmin = 0.869, Tmax = 0.983	h = −14→13
5289 measured reflections	k = −5→5
1345 independent reflections	l = −17→17

Refinement

Refinement on F^2	Hydrogen site location: mixed
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F^2 > 2σ(F^2)] = 0.031	w = 1/[σ^2(Fo^2) + (0.0282P)^2 + 0.509P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.074	(Δ/σ)max < 0.001
S = 1.05	Δρmax = 0.27 e Å^−3
1345 reflections	Δρmin = −0.28 e Å^−3
119 parameters	Extinction correction: SHELXL2018/3 (Sheldrick 2015), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
0 restraints	Extinction coefficient: 0.012 (2)
Primary atom site location: structure-invariant direct methods

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Mn1	0.000000	0.500000	0.000000	0.01883 (17)
C1	0.32186 (18)	−0.0488 (5)	0.11717 (15)	0.0195 (5)
C2	0.36414 (18)	0.1055 (5)	0.20598 (15)	0.0198 (5)
H2	0.312438	0.241153	0.228031	0.024*
C3	0.48037 (18)	0.0642 (5)	0.26264 (15)	0.0192 (5)
C4	0.55799 (18)	−0.1335 (5)	0.23063 (16)	0.0204 (5)
C5	0.51634 (19)	−0.2802 (5)	0.13985 (17)	0.0254 (5)
H5	0.568982	−0.407707	0.115733	0.030*
C6	0.39925 (19)	−0.2419 (5)	0.08470 (16)	0.0242 (5)
H6	0.371484	−0.348284	0.024144	0.029*
C7	0.19402 (18)	−0.0122 (5)	0.06079 (14)	0.0181 (4)
N1	0.52161 (17)	0.2169 (4)	0.35541 (13)	0.0205 (4)
H1N	0.482 (2)	0.387 (6)	0.3585 (18)	0.025*
H2N	0.596 (2)	0.262 (6)	0.3646 (18)	0.025*
N2	0.67763 (16)	−0.1663 (5)	0.28747 (15)	0.0229 (4)
H3N	0.716 (2)	−0.306 (6)	0.2669 (18)	0.028*
H4N	0.681 (2)	−0.190 (6)	0.350 (2)	0.028*
O1	0.13370 (12)	0.1975 (3)	0.08586 (11)	0.0224 (4)
O2	0.15011 (13)	−0.1998 (3)	−0.00841 (11)	0.0229 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0190 (3)	0.0173 (3)	0.0187 (3)	0.00075 (19)	0.00188 (18)	0.00021 (19)
C1	0.0194 (10)	0.0188 (12)	0.0196 (10)	−0.0010 (8)	0.0034 (9)	0.0023 (8)
C2	0.0198 (10)	0.0176 (11)	0.0225 (11)	0.0022 (8)	0.0064 (9)	0.0021 (9)
C3	0.0198 (10)	0.0200 (12)	0.0171 (10)	−0.0027 (8)	0.0033 (8)	0.0013 (8)
C4	0.0165 (10)	0.0203 (11)	0.0238 (11)	−0.0015 (9)	0.0041 (9)	0.0039 (9)
C5	0.0233 (11)	0.0276 (13)	0.0265 (12)	0.0059 (10)	0.0088 (9)	−0.0022 (10)
C6	0.0258 (11)	0.0256 (12)	0.0201 (11)	0.0009 (10)	0.0036 (9)	−0.0028 (9)
C7	0.0198 (10)	0.0176 (10)	0.0168 (10)	−0.0030 (9)	0.0044 (8)	0.0042 (9)
N1	0.0189 (9)	0.0182 (10)	0.0230 (9)	−0.0018 (8)	0.0027 (8)	−0.0021 (8)
N2	0.0185 (9)	0.0273 (11)	0.0232 (10)	0.0037 (8)	0.0058 (8)	0.0013 (9)
O1	0.0208 (8)	0.0215 (8)	0.0234 (8)	0.0047 (6)	0.0026 (6)	0.0013 (6)
O2	0.0227 (8)	0.0232 (8)	0.0215 (8)	−0.0022 (6)	0.0031 (6)	−0.0017 (7)

Geometric parameters (Å, º)

Mn1—O1	2.1591 (14)	C3—N1	1.432 (3)
Mn1—O1^i	2.1591 (14)	C4—C5	1.397 (3)
Mn1—O2^ii	2.2062 (15)	C4—N2	1.413 (3)
Mn1—O2^iii	2.2062 (15)	C5—C6	1.383 (3)
Mn1—N1^iv	2.3065 (19)	C5—H5	0.9500
Mn1—N1^v	2.3065 (19)	C6—H6	0.9500
C1—C6	1.391 (3)	C7—O1	1.261 (3)
C1—C2	1.392 (3)	C7—O2	1.277 (3)
C1—C7	1.492 (3)	N1—H1N	0.88 (3)
C2—C3	1.384 (3)	N1—H2N	0.86 (3)
C2—H2	0.9500	N2—H3N	0.85 (3)
C3—C4	1.402 (3)	N2—H4N	0.88 (3)
O1—Mn1—O1^i	180.0	C5—C4—C3	118.65 (19)
O1—Mn1—O2^ii	93.20 (6)	C5—C4—N2	121.6 (2)
O1^i—Mn1—O2^ii	86.80 (6)	C3—C4—N2	119.64 (19)
O1—Mn1—O2^iii	86.80 (6)	C6—C5—C4	120.7 (2)
O1^i—Mn1—O2^iii	93.20 (6)	C6—C5—H5	119.7
O2^ii—Mn1—O2^iii	180.0	C4—C5—H5	119.7
O1—Mn1—N1^iv	90.52 (6)	C5—C6—C1	120.6 (2)
O1^i—Mn1—N1^iv	89.48 (6)	C5—C6—H6	119.7
O2^ii—Mn1—N1^iv	93.25 (6)	C1—C6—H6	119.7
O2^iii—Mn1—N1^iv	86.75 (6)	O1—C7—O2	123.23 (18)
O1—Mn1—N1^v	89.48 (6)	O1—C7—C1	118.20 (18)
O1^i—Mn1—N1^v	90.52 (6)	O2—C7—C1	118.53 (19)
O2^ii—Mn1—N1^v	86.75 (6)	C3—N1—Mn1^vi	120.83 (14)
O2^iii—Mn1—N1^v	93.25 (6)	C3—N1—H1N	112.9 (16)
N1^iv—Mn1—N1^v	180.0	Mn1^vi—N1—H1N	98.0 (16)
C6—C1—C2	118.93 (19)	C3—N1—H2N	109.6 (17)
C6—C1—C7	121.50 (18)	Mn1^vi—N1—H2N	107.0 (17)
C2—C1—C7	119.54 (19)	H1N—N1—H2N	107 (2)
C3—C2—C1	121.0 (2)	C4—N2—H3N	113.5 (17)
C3—C2—H2	119.5	C4—N2—H4N	111.1 (16)
C1—C2—H2	119.5	H3N—N2—H4N	111 (2)
C2—C3—C4	120.14 (19)	C7—O1—Mn1	131.83 (13)
C2—C3—N1	120.44 (19)	C7—O2—Mn1^vii	121.03 (13)
C4—C3—N1	119.41 (18)
C6—C1—C2—C3	−1.4 (3)	C7—C1—C6—C5	−177.8 (2)
C7—C1—C2—C3	176.57 (19)	C6—C1—C7—O1	−169.7 (2)
C1—C2—C3—C4	0.5 (3)	C2—C1—C7—O1	12.4 (3)
C1—C2—C3—N1	−178.0 (2)	C6—C1—C7—O2	12.3 (3)
C2—C3—C4—C5	1.6 (3)	C2—C1—C7—O2	−165.55 (19)
N1—C3—C4—C5	−179.9 (2)	C2—C3—N1—Mn1^vi	89.4 (2)
C2—C3—C4—N2	177.9 (2)	C4—C3—N1—Mn1^vi	−89.1 (2)
N1—C3—C4—N2	−3.5 (3)	O2—C7—O1—Mn1	−40.5 (3)
C3—C4—C5—C6	−2.9 (3)	C1—C7—O1—Mn1	141.59 (15)
N2—C4—C5—C6	−179.1 (2)	O1—C7—O2—Mn1^vii	−60.8 (2)
C4—C5—C6—C1	2.0 (3)	C1—C7—O2—Mn1^vii	117.02 (17)
C2—C1—C6—C5	0.1 (3)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1N···O1^v	0.88 (3)	2.19 (3)	3.022 (3)	156 (2)
N2—H3N···N2^viii	0.85 (3)	2.26 (3)	3.106 (3)	178 (2)
N2—H4N···O2^ix	0.88 (3)	2.15 (3)	3.008 (2)	167 (2)

Symmetry codes: (v) −x+1/2, y+1/2, −z+1/2; (viii) −x+3/2, y−1/2, −z+1/2; (ix) x+1/2, −y−1/2, z+1/2.