Bis(ethyl-enediammonium) tetra-deca-borate.

The title compound, 2C(2)H(10)N(2) (2+)·B(14)O(20)(OH)(6) (4-), consists of a centrosymmetric tetra-deca-borate anion and two ethyl-enediammonium cations. The anions are inter-connected through strong O-H⋯O hydrogen bonds into a three-dimensional supra-molecular network with channels along [100], [010], [001] and [111]. The diprotonated cations reside in the channels and inter-act with the inorganic framework by extensive N-H⋯O hydrogen bonds.

Related literature

For general background to the structures and applications of inorganic borates, see: Burns et al. (1995 ▶); Chen et al. (1995 ▶); Grice et al. (1999 ▶); Touboul et al. (2003 ▶); Wang et al. (2007 ▶). For some typical examples of organically templated non-metal borates, see: Li et al. (2008 ▶); Liu et al. (2006 ▶); Pan et al. (2007 ▶); Wang et al. (2004 ▶). For two typical examples of crystalline aluminoborates, see: Wang et al. (2008a ▶,b ▶).

Experimental

Crystal data

2C2H10N2 2+·B14H6O26 4−

M = 697.63

Triclinic,

a = 8.4849 (3) Å

b = 8.8387 (3) Å

c = 10.0406 (2) Å

α = 95.085 (2)°

β = 96.942 (3)°

γ = 116.856 (4)°

V = 658.08 (3) Å3

Z = 1

Mo Kα radiation

μ = 0.16 mm−1

T = 293 K

0.28 × 0.13 × 0.04 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.956, T max = 0.994

5101 measured reflections

2541 independent reflections

2033 reflections with I > 2σ(I)

R int = 0.028

Refinement

R[F 2 > 2σ(F 2)] = 0.043

wR(F 2) = 0.107

S = 1.03

2541 reflections

217 parameters

H-atom parameters constrained

Δρmax = 0.24 e Å−3

Δρmin = −0.27 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT-Plus (Bruker, 2007 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶) and DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810008494/hy2288sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810008494/hy2288Isup2.hkl

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

2C2H10N22+·B14H6O264−	Z = 1
Mr = 697.63	F(000) = 356
Triclinic, P1	Dx = 1.760 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.4849 (3) Å	Cell parameters from 5101 reflections
b = 8.8387 (3) Å	θ = 2.1–26.0°
c = 10.0406 (2) Å	µ = 0.16 mm−1
α = 95.085 (2)°	T = 293 K
β = 96.942 (3)°	Prism, colorless
γ = 116.856 (4)°	0.28 × 0.13 × 0.04 mm
V = 658.08 (3) Å3

Bruker SMART APEX CCD diffractometer	2541 independent reflections
Radiation source: fine-focus sealed tube	2033 reflections with I > 2σ(I)
graphite	Rint = 0.028
φ and ω scans	θmax = 26.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
Tmin = 0.956, Tmax = 0.994	k = −10→10
5101 measured reflections	l = −12→12

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.107	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.0518P)2 + 0.1264P] where P = (Fo2 + 2Fc2)/3
2541 reflections	(Δ/σ)max < 0.001
217 parameters	Δρmax = 0.24 e Å−3
0 restraints	Δρmin = −0.27 e Å−3

	x	y	z	Uiso*/Ueq
B1	−0.5849 (3)	−0.5170 (3)	0.8129 (2)	0.0190 (5)
B2	−0.4605 (3)	−0.2456 (3)	0.9547 (2)	0.0180 (5)
B3	−0.2914 (3)	−0.2948 (3)	0.7854 (2)	0.0166 (5)
B4	−0.2007 (3)	−0.1473 (3)	0.5881 (2)	0.0166 (5)
B5	0.0303 (3)	−0.1771 (3)	0.7443 (2)	0.0175 (5)
B6	0.3485 (3)	0.0104 (3)	0.8520 (2)	0.0174 (5)
B7	0.2775 (3)	−0.2278 (3)	0.6835 (2)	0.0189 (5)
O1	−0.73216 (19)	−0.67207 (18)	0.76829 (15)	0.0286 (4)
H1F	−0.7172	−0.7203	0.7011	0.043*
O2	−0.42739 (18)	−0.47558 (17)	0.77218 (13)	0.0203 (3)
O3	−0.60553 (17)	−0.40525 (18)	0.90605 (14)	0.0232 (3)
O4	−0.48111 (18)	−0.15100 (18)	1.06075 (14)	0.0211 (3)
O5	−0.31106 (17)	−0.18999 (17)	0.90041 (13)	0.0188 (3)
O6	−0.11436 (17)	−0.27927 (17)	0.80925 (13)	0.0175 (3)
O7	−0.32891 (17)	−0.23425 (18)	0.65880 (13)	0.0218 (3)
O8	−0.25158 (18)	−0.10364 (18)	0.46895 (14)	0.0245 (4)
H8A	−0.1620	−0.0404	0.4401	0.037*
O9	−0.02594 (18)	−0.10073 (19)	0.63517 (14)	0.0246 (4)
O10	0.10144 (17)	−0.28587 (18)	0.68168 (14)	0.0230 (3)
O11	0.17413 (17)	−0.03462 (17)	0.84417 (13)	0.0196 (3)
O12	0.40563 (17)	−0.08058 (18)	0.76988 (14)	0.0221 (3)
O13	0.33259 (18)	−0.31501 (19)	0.59850 (14)	0.0248 (4)
H13A	0.4399	−0.2832	0.6234	0.037*
C1	0.8308 (3)	0.2448 (3)	0.7230 (2)	0.0251 (5)
H1A	0.9116	0.2282	0.6699	0.030*
H1B	0.7200	0.1376	0.7087	0.030*
C2	0.9149 (3)	0.2927 (3)	0.8712 (2)	0.0248 (5)
H2A	1.0184	0.4058	0.8868	0.030*
H2B	0.8291	0.2977	0.9248	0.030*
N1	0.7928 (3)	0.3808 (2)	0.67745 (18)	0.0284 (4)
H1C	0.7433	0.3510	0.5897	0.043*
H1D	0.8947	0.4789	0.6897	0.043*
H1E	0.7173	0.3948	0.7254	0.043*
N2	0.9717 (2)	0.1666 (2)	0.91544 (17)	0.0236 (4)
H2C	1.0208	0.1977	1.0033	0.035*
H2D	1.0518	0.1633	0.8673	0.035*
H2E	0.8765	0.0631	0.9024	0.035*

	U11	U22	U33	U12	U13	U23
B1	0.0211 (12)	0.0190 (12)	0.0172 (12)	0.0090 (10)	0.0043 (10)	0.0053 (10)
B2	0.0159 (11)	0.0207 (12)	0.0179 (11)	0.0094 (9)	0.0017 (9)	0.0020 (9)
B3	0.0139 (11)	0.0185 (11)	0.0171 (11)	0.0069 (9)	0.0044 (9)	0.0032 (9)
B4	0.0171 (11)	0.0167 (11)	0.0167 (11)	0.0083 (9)	0.0042 (9)	0.0019 (9)
B5	0.0131 (11)	0.0209 (12)	0.0183 (12)	0.0076 (9)	0.0030 (9)	0.0035 (9)
B6	0.0175 (11)	0.0228 (12)	0.0138 (11)	0.0103 (10)	0.0045 (9)	0.0054 (9)
B7	0.0158 (11)	0.0266 (12)	0.0158 (11)	0.0112 (10)	0.0024 (9)	0.0036 (10)
O1	0.0228 (8)	0.0213 (8)	0.0322 (9)	0.0024 (6)	0.0106 (7)	−0.0046 (7)
O2	0.0184 (7)	0.0178 (7)	0.0222 (8)	0.0061 (6)	0.0065 (6)	0.0002 (6)
O3	0.0155 (7)	0.0220 (8)	0.0262 (8)	0.0042 (6)	0.0069 (6)	−0.0024 (6)
O4	0.0150 (7)	0.0232 (8)	0.0213 (8)	0.0072 (6)	0.0033 (6)	−0.0041 (6)
O5	0.0158 (7)	0.0186 (7)	0.0197 (7)	0.0063 (6)	0.0051 (6)	−0.0010 (6)
O6	0.0141 (7)	0.0220 (7)	0.0173 (7)	0.0085 (6)	0.0040 (6)	0.0051 (6)
O7	0.0133 (7)	0.0334 (8)	0.0201 (7)	0.0107 (6)	0.0048 (6)	0.0096 (6)
O8	0.0175 (7)	0.0308 (8)	0.0231 (8)	0.0081 (6)	0.0045 (6)	0.0115 (6)
O9	0.0146 (7)	0.0334 (8)	0.0254 (8)	0.0085 (6)	0.0063 (6)	0.0147 (7)
O10	0.0150 (7)	0.0255 (8)	0.0251 (8)	0.0086 (6)	0.0020 (6)	−0.0056 (6)
O11	0.0141 (7)	0.0216 (7)	0.0221 (8)	0.0085 (6)	0.0036 (6)	−0.0025 (6)
O12	0.0140 (7)	0.0267 (8)	0.0233 (8)	0.0091 (6)	0.0027 (6)	−0.0045 (6)
O13	0.0149 (7)	0.0349 (9)	0.0233 (8)	0.0133 (7)	−0.0001 (6)	−0.0064 (7)
C1	0.0281 (12)	0.0204 (11)	0.0263 (12)	0.0123 (9)	0.0008 (9)	0.0005 (9)
C2	0.0277 (12)	0.0251 (12)	0.0238 (12)	0.0141 (10)	0.0047 (9)	0.0039 (9)
N1	0.0355 (11)	0.0266 (10)	0.0234 (10)	0.0175 (9)	−0.0022 (8)	−0.0021 (8)
N2	0.0239 (10)	0.0296 (10)	0.0188 (9)	0.0133 (8)	0.0046 (7)	0.0054 (8)

B1—O2	1.343 (3)	B7—O10	1.340 (3)
B1—O1	1.360 (3)	B7—O13	1.359 (3)
B1—O3	1.383 (3)	B7—O12	1.386 (3)
B2—O5	1.341 (3)	O1—H1F	0.8200
B2—O4	1.372 (3)	O4—B6i	1.372 (3)
B2—O3	1.381 (3)	O8—H8A	0.8200
B3—O6	1.433 (3)	O13—H13A	0.8200
B3—O2	1.471 (3)	C1—N1	1.474 (3)
B3—O7	1.476 (3)	C1—C2	1.503 (3)
B3—O5	1.489 (3)	C1—H1A	0.9700
B4—O7	1.344 (3)	C1—H1B	0.9700
B4—O9	1.355 (3)	C2—N2	1.481 (3)
B4—O8	1.369 (3)	C2—H2A	0.9700
B5—O6	1.430 (3)	C2—H2B	0.9700
B5—O11	1.474 (3)	N1—H1C	0.8900
B5—O9	1.477 (3)	N1—H1D	0.8900
B5—O10	1.480 (3)	N1—H1E	0.8900
B6—O11	1.337 (3)	N2—H2C	0.8900
B6—O4i	1.372 (3)	N2—H2D	0.8900
B6—O12	1.376 (3)	N2—H2E	0.8900
O2—B1—O1	122.44 (19)	B5—O6—B3	125.67 (16)
O2—B1—O3	121.71 (19)	B4—O7—B3	122.80 (16)
O1—B1—O3	115.84 (18)	B4—O8—H8A	109.5
O5—B2—O4	123.39 (19)	B4—O9—B5	122.54 (16)
O5—B2—O3	121.17 (18)	B7—O10—B5	121.89 (17)
O4—B2—O3	115.44 (18)	B6—O11—B5	123.54 (16)
O6—B3—O2	110.41 (17)	B6—O12—B7	118.51 (17)
O6—B3—O7	112.48 (16)	B7—O13—H13A	109.5
O2—B3—O7	106.77 (16)	N1—C1—C2	110.38 (17)
O6—B3—O5	109.26 (16)	N1—C1—H1A	109.6
O2—B3—O5	109.91 (16)	C2—C1—H1A	109.6
O7—B3—O5	107.96 (16)	N1—C1—H1B	109.6
O7—B4—O9	120.90 (18)	C2—C1—H1B	109.6
O7—B4—O8	117.95 (18)	H1A—C1—H1B	108.1
O9—B4—O8	121.13 (18)	N2—C2—C1	111.20 (17)
O6—B5—O11	110.14 (16)	N2—C2—H2A	109.4
O6—B5—O9	112.55 (16)	C1—C2—H2A	109.4
O11—B5—O9	107.35 (16)	N2—C2—H2B	109.4
O6—B5—O10	109.49 (17)	C1—C2—H2B	109.4
O11—B5—O10	109.92 (16)	H2A—C2—H2B	108.0
O9—B5—O10	107.33 (16)	C1—N1—H1C	109.5
O11—B6—O4i	122.59 (19)	C1—N1—H1D	109.5
O11—B6—O12	121.46 (19)	H1C—N1—H1D	109.5
O4i—B6—O12	115.93 (18)	C1—N1—H1E	109.5
O10—B7—O13	119.34 (19)	H1C—N1—H1E	109.5
O10—B7—O12	121.74 (19)	H1D—N1—H1E	109.5
O13—B7—O12	118.91 (18)	C2—N2—H2C	109.5
B1—O1—H1F	109.5	C2—N2—H2D	109.5
B1—O2—B3	120.65 (17)	H2C—N2—H2D	109.5
B2—O3—B1	118.42 (16)	C2—N2—H2E	109.5
B2—O4—B6i	127.25 (17)	H2C—N2—H2E	109.5
B2—O5—B3	122.53 (16)	H2D—N2—H2E	109.5

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1F···O8ii	0.82	2.11	2.909 (2)	165
O8—H8A···O9iii	0.82	1.83	2.6433 (19)	176
O13—H13A···O7iv	0.82	1.79	2.6030 (18)	172
N1—H1C···O13v	0.89	1.87	2.755 (2)	172
N1—H1D···O10vi	0.89	2.04	2.919 (2)	168
N1—H1E···O2vi	0.89	2.09	2.892 (2)	150
N2—H2C···O6vii	0.89	1.89	2.777 (2)	174
N2—H2D···O1viii	0.89	2.18	2.926 (2)	141
N2—H2E···O5iv	0.89	2.08	2.951 (2)	168

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1F⋯O8i	0.82	2.11	2.909 (2)	165
O8—H8A⋯O9ii	0.82	1.83	2.6433 (19)	176
O13—H13A⋯O7iii	0.82	1.79	2.6030 (18)	172
N1—H1C⋯O13iv	0.89	1.87	2.755 (2)	172
N1—H1D⋯O10v	0.89	2.04	2.919 (2)	168
N1—H1E⋯O2v	0.89	2.09	2.892 (2)	150
N2—H2C⋯O6vi	0.89	1.89	2.777 (2)	174
N2—H2D⋯O1vii	0.89	2.18	2.926 (2)	141
N2—H2E⋯O5iii	0.89	2.08	2.951 (2)	168

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) .