(5-Amino-isophthalato-κN)triaqua-(1,10-phenanthroline-κN,N')cobalt(II) trihydrate.

The Co(II) atom in the title compound, [Co(C(8)H(5)NO(4))(C(12)H(8)N(2))(H(2)O)(3)]·3H(2)O, is six-coordinated in a CoN(3)O(3) octa-hedral geometry; the water-coordinated Co(II) atom is chelated by the N-heterocycle. An inter-molecular N-H⋯O hydrogen bond occurs. The carboxyl-ate entity coordinates through the amino group. The carboxyl-ate donor unit, coordinated and uncoordinated water mol-ecules inter-act through O-H⋯O and N-H⋯O hydrogen bonds, generating a tightly-held three-dimensional cage-like network.

Related literature

For related structures, see: He et al. (2006 ▶); Wu et al. (2002a ▶,b ▶).

Experimental

Crystal data

[Co(C8H5n class="Chemical">NO4)(C12H8N2)(H2O)3]·3H2O

M = 526.36

Monoclinic,

a = 10.1182 (2) Å

b = 13.9659 (2) Å

c = 16.2850 (2) Å

β = 95.827 (1)°

V = 2289.34 (8) Å3

Z = 4

Mo Kα radiation

μ = 0.81 mm−1

T = 293 K

0.24 × 0.22 × 0.18 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.803, T max = 1.000

18954 measured reflections

5683 independent reflections

5120 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.028

wR(F 2) = 0.086

S = 1.04

5683 reflections

363 parameters

14 restraints

H atoms treated by a mixture of independent and n class="Chemical">constrained refinement

Δρmax = 0.47 e Å−3

Δρmin = −0.46 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAIn class="Chemical">NT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810040560/si2299sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810040560/si2299Isup2.hkl

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

[Co(C8H5NO4)(C12H8N2)(H2O)3]·3H2O	F(000) = 1092
Mr = 526.36	Dx = 1.527 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 9790 reflections
a = 10.1182 (2) Å	θ = 2.5–28.5°
b = 13.9659 (2) Å	µ = 0.81 mm−1
c = 16.2850 (2) Å	T = 293 K
β = 95.827 (1)°	Prism, red
V = 2289.34 (8) Å3	0.24 × 0.22 × 0.18 mm
Z = 4

Bruker APEXII area-detector diffractometer	5683 independent reflections
Radiation source: fine-focus sealed tube	5120 reflections with I > 2σ(I)
graphite	Rint = 0.027
φ and ω scans	θmax = 28.5°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.803, Tmax = 1.000	k = −18→18
18954 measured reflections	l = −21→21

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.086	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0539P)2 + 0.5451P] where P = (Fo2 + 2Fc2)/3
5683 reflections	(Δ/σ)max = 0.001
363 parameters	Δρmax = 0.47 e Å−3
14 restraints	Δρmin = −0.46 e Å−3

	x	y	z	Uiso*/Ueq
Co1	0.742889 (15)	0.684399 (12)	0.466367 (10)	0.01480 (6)
O1	1.15673 (10)	0.53092 (8)	0.26398 (8)	0.0313 (2)
O2	1.22644 (9)	0.64316 (8)	0.18340 (7)	0.0283 (2)
O3	0.92170 (9)	0.91482 (7)	0.09694 (6)	0.02231 (19)
O4	0.72213 (9)	0.92307 (7)	0.14075 (6)	0.0237 (2)
O1W	0.76586 (10)	0.70374 (8)	0.59335 (6)	0.0228 (2)
H1W1	0.8296 (15)	0.6766 (13)	0.6202 (12)	0.036 (6)*
H1W2	0.749 (2)	0.7538 (11)	0.6187 (13)	0.052 (7)*
O2W	0.79629 (9)	0.54265 (7)	0.49718 (6)	0.01971 (18)
H2W1	0.7468 (16)	0.5247 (15)	0.5321 (10)	0.037 (6)*
H2W2	0.784 (2)	0.5056 (14)	0.4555 (10)	0.049 (6)*
O3W	0.53714 (9)	0.66780 (8)	0.47286 (6)	0.0235 (2)
H3W1	0.486 (2)	0.6450 (17)	0.4334 (11)	0.057 (7)*
H3W2	0.509 (2)	0.6474 (15)	0.5168 (9)	0.042 (6)*
O4W	0.44314 (12)	0.71848 (11)	0.29095 (9)	0.0424 (3)
H4W1	0.451 (2)	0.7710 (11)	0.2661 (14)	0.056 (7)*
H4W2	0.390 (2)	0.6844 (17)	0.2600 (15)	0.067 (9)*
O5W	1.35918 (11)	0.52866 (8)	0.38701 (7)	0.0276 (2)
H5W1	1.3070 (18)	0.5252 (16)	0.3431 (9)	0.041 (6)*
H5W2	1.4231 (15)	0.4911 (13)	0.3801 (13)	0.040 (6)*
O6W	1.02652 (9)	0.37775 (7)	0.31095 (7)	0.0248 (2)
H6W1	1.063 (2)	0.4287 (10)	0.2960 (13)	0.044 (6)*
H6W2	0.9517 (13)	0.3885 (15)	0.3285 (13)	0.045 (6)*
N1	0.70534 (10)	0.63853 (8)	0.33691 (6)	0.0168 (2)
H1N1	0.6259 (11)	0.6547 (13)	0.3202 (11)	0.023 (4)*
H1N2	0.7054 (19)	0.5782 (7)	0.3384 (12)	0.031 (5)*
N2	0.71726 (11)	0.83333 (8)	0.43935 (7)	0.0198 (2)
N3	0.94173 (10)	0.73017 (8)	0.45306 (7)	0.0186 (2)
C1	0.79644 (12)	0.67271 (9)	0.28227 (7)	0.0155 (2)
C2	0.91651 (12)	0.62476 (9)	0.27734 (7)	0.0166 (2)
H2	0.9344	0.5688	0.3074	0.020*
C3	1.00960 (11)	0.66020 (9)	0.22771 (7)	0.0160 (2)
C4	0.98255 (12)	0.74438 (9)	0.18275 (8)	0.0170 (2)
H4	1.0446	0.7686	0.1498	0.020*
C5	0.86219 (11)	0.79214 (9)	0.18732 (7)	0.0158 (2)
C6	0.76966 (12)	0.75642 (9)	0.23778 (7)	0.0168 (2)
H6	0.6902	0.7888	0.2415	0.020*
C7	1.14016 (11)	0.60753 (9)	0.22423 (8)	0.0180 (2)
C8	0.83353 (12)	0.88295 (9)	0.13858 (7)	0.0164 (2)
C9	0.60574 (14)	0.88414 (11)	0.43592 (9)	0.0264 (3)
H9	0.5278	0.8534	0.4466	0.032*
C10	0.60072 (16)	0.98217 (12)	0.41679 (10)	0.0316 (3)
H10	0.5210	1.0156	0.4157	0.038*
C11	0.71446 (17)	1.02817 (11)	0.39974 (9)	0.0307 (3)
H11	0.7127	1.0932	0.3875	0.037*
C12	0.83406 (15)	0.97630 (10)	0.40083 (9)	0.0259 (3)
C13	0.83020 (13)	0.87881 (10)	0.42259 (8)	0.0195 (2)
C14	0.95735 (17)	1.01683 (12)	0.38069 (11)	0.0365 (4)
H14	0.9602	1.0810	0.3657	0.044*
C15	1.06906 (17)	0.96363 (13)	0.38306 (12)	0.0379 (4)
H15	1.1469	0.9912	0.3682	0.045*
C16	1.06940 (14)	0.86486 (12)	0.40818 (10)	0.0280 (3)
C17	0.95058 (13)	0.82265 (10)	0.42820 (8)	0.0198 (2)
C18	1.18338 (15)	0.80580 (13)	0.41512 (11)	0.0353 (4)
H18	1.2640	0.8297	0.4013	0.042*
C19	1.17504 (14)	0.71351 (13)	0.44210 (11)	0.0326 (3)
H19	1.2503	0.6749	0.4482	0.039*
C20	1.05169 (13)	0.67760 (10)	0.46052 (9)	0.0245 (3)
H20	1.0469	0.6147	0.4786	0.029*

	U11	U22	U33	U12	U13	U23
Co1	0.01501 (9)	0.01376 (10)	0.01610 (10)	0.00058 (5)	0.00396 (6)	0.00020 (6)
O1	0.0198 (4)	0.0260 (5)	0.0490 (7)	0.0059 (4)	0.0081 (4)	0.0196 (5)
O2	0.0216 (4)	0.0249 (5)	0.0407 (6)	0.0061 (4)	0.0137 (4)	0.0139 (5)
O3	0.0215 (4)	0.0204 (5)	0.0265 (5)	0.0018 (4)	0.0095 (3)	0.0082 (4)
O4	0.0216 (4)	0.0192 (5)	0.0320 (5)	0.0066 (4)	0.0109 (4)	0.0087 (4)
O1W	0.0260 (5)	0.0237 (5)	0.0185 (4)	0.0059 (4)	0.0009 (4)	−0.0061 (4)
O2W	0.0266 (4)	0.0146 (4)	0.0182 (4)	−0.0006 (4)	0.0031 (3)	−0.0010 (4)
O3W	0.0170 (4)	0.0344 (5)	0.0198 (5)	−0.0033 (4)	0.0045 (3)	−0.0009 (4)
O4W	0.0265 (5)	0.0461 (8)	0.0526 (8)	−0.0063 (5)	−0.0051 (5)	0.0224 (7)
O5W	0.0306 (5)	0.0256 (5)	0.0269 (5)	0.0060 (4)	0.0045 (4)	0.0030 (4)
O6W	0.0206 (4)	0.0192 (5)	0.0354 (5)	0.0003 (4)	0.0073 (4)	0.0018 (4)
N1	0.0181 (4)	0.0166 (5)	0.0165 (5)	−0.0001 (4)	0.0058 (4)	0.0032 (4)
N2	0.0202 (5)	0.0180 (5)	0.0214 (5)	0.0022 (4)	0.0036 (4)	0.0007 (4)
N3	0.0171 (5)	0.0184 (5)	0.0205 (5)	−0.0001 (4)	0.0025 (4)	−0.0015 (4)
C1	0.0175 (5)	0.0165 (5)	0.0132 (5)	−0.0008 (4)	0.0041 (4)	0.0009 (4)
C2	0.0192 (5)	0.0147 (5)	0.0161 (5)	0.0009 (4)	0.0024 (4)	0.0027 (4)
C3	0.0157 (5)	0.0152 (5)	0.0172 (5)	0.0011 (4)	0.0022 (4)	0.0005 (4)
C4	0.0171 (5)	0.0167 (6)	0.0180 (5)	0.0000 (4)	0.0051 (4)	0.0024 (5)
C5	0.0175 (5)	0.0139 (5)	0.0166 (5)	0.0008 (4)	0.0041 (4)	0.0022 (4)
C6	0.0168 (5)	0.0172 (6)	0.0171 (5)	0.0020 (4)	0.0051 (4)	0.0006 (5)
C7	0.0152 (5)	0.0166 (6)	0.0222 (6)	0.0011 (4)	0.0020 (4)	0.0028 (5)
C8	0.0194 (5)	0.0136 (5)	0.0164 (5)	0.0008 (4)	0.0035 (4)	0.0018 (4)
C9	0.0251 (6)	0.0243 (7)	0.0308 (7)	0.0063 (5)	0.0066 (5)	0.0030 (6)
C10	0.0378 (8)	0.0258 (7)	0.0313 (7)	0.0149 (6)	0.0044 (6)	0.0046 (6)
C11	0.0465 (8)	0.0180 (6)	0.0267 (7)	0.0059 (6)	−0.0005 (6)	0.0034 (6)
C12	0.0349 (7)	0.0185 (6)	0.0236 (6)	−0.0026 (5)	−0.0004 (5)	0.0037 (5)
C13	0.0234 (6)	0.0172 (6)	0.0178 (5)	−0.0011 (5)	0.0019 (4)	0.0006 (5)
C14	0.0441 (9)	0.0232 (7)	0.0416 (9)	−0.0111 (6)	0.0012 (7)	0.0102 (7)
C15	0.0344 (8)	0.0343 (9)	0.0454 (9)	−0.0156 (7)	0.0063 (7)	0.0089 (7)
C16	0.0239 (6)	0.0296 (7)	0.0309 (7)	−0.0085 (6)	0.0050 (5)	0.0024 (6)
C17	0.0196 (6)	0.0199 (6)	0.0201 (6)	−0.0025 (5)	0.0026 (4)	−0.0012 (5)
C18	0.0186 (6)	0.0439 (10)	0.0441 (9)	−0.0075 (6)	0.0068 (6)	−0.0006 (7)
C19	0.0166 (6)	0.0376 (8)	0.0436 (9)	0.0031 (6)	0.0034 (6)	−0.0033 (7)
C20	0.0202 (6)	0.0229 (7)	0.0302 (7)	0.0027 (5)	0.0011 (5)	−0.0025 (5)

Co1—O1W	2.0750 (10)	C1—C2	1.3967 (16)
Co1—O2W	2.0995 (9)	C2—C3	1.3927 (16)
Co1—O3W	2.1080 (9)	C2—H2	0.9300
Co1—N2	2.1364 (12)	C3—C4	1.3974 (17)
Co1—N3	2.1429 (10)	C3—C7	1.5181 (16)
Co1—N1	2.1992 (11)	C4—C5	1.3971 (16)
O1—C7	1.2530 (16)	C4—H4	0.9300
O2—C7	1.2530 (15)	C5—C6	1.3989 (16)
O3—C8	1.2556 (14)	C5—C8	1.5086 (17)
O4—C8	1.2624 (15)	C6—H6	0.9300
O1W—H1W1	0.83 (1)	C9—C10	1.404 (2)
O1W—H1W2	0.84 (1)	C9—H9	0.9300
O2W—H2W1	0.83 (1)	C10—C11	1.371 (2)
O2W—H2W2	0.85 (1)	C10—H10	0.9300
O3W—H3W1	0.84 (1)	C11—C12	1.409 (2)
O3W—H3W2	0.85 (1)	C11—H11	0.9300
O4W—H4W1	0.85 (1)	C12—C13	1.4085 (19)
O4W—H4W2	0.85 (1)	C12—C14	1.438 (2)
O5W—H5W1	0.85 (1)	C13—C17	1.4437 (18)
O5W—H5W2	0.85 (1)	C14—C15	1.350 (3)
O6W—H6W1	0.85 (1)	C14—H14	0.9300
O6W—H6W2	0.85 (1)	C15—C16	1.439 (2)
N1—C1	1.4269 (15)	C15—H15	0.9300
N1—H1N1	0.85 (1)	C16—C17	1.4066 (18)
N1—H1N2	0.84 (1)	C16—C18	1.413 (2)
N2—C9	1.3293 (17)	C18—C19	1.367 (2)
N2—C13	1.3590 (17)	C18—H18	0.9300
N3—C20	1.3282 (17)	C19—C20	1.405 (2)
N3—C17	1.3593 (17)	C19—H19	0.9300
C1—C6	1.3876 (17)	C20—H20	0.9300
O1W—Co1—O2W	83.37 (4)	C3—C4—H4	120.0
O1W—Co1—O3W	88.60 (4)	C4—C5—C6	120.00 (11)
O2W—Co1—O3W	96.65 (4)	C4—C5—C8	119.70 (10)
O1W—Co1—N2	94.45 (4)	C6—C5—C8	120.29 (11)
O2W—Co1—N2	171.97 (4)	C1—C6—C5	120.02 (11)
O3W—Co1—N2	91.01 (4)	C1—C6—H6	120.0
O1W—Co1—N3	92.90 (4)	C5—C6—H6	120.0
O2W—Co1—N3	94.82 (4)	O2—C7—O1	123.33 (11)
O3W—Co1—N3	168.53 (4)	O2—C7—C3	118.90 (11)
N2—Co1—N3	77.54 (4)	O1—C7—C3	117.76 (11)
O1W—Co1—N1	169.81 (4)	O3—C8—O4	122.90 (11)
O2W—Co1—N1	88.26 (4)	O3—C8—C5	118.22 (11)
O3W—Co1—N1	86.60 (4)	O4—C8—C5	118.88 (10)
N2—Co1—N1	94.62 (4)	N2—C9—C10	122.77 (14)
N3—Co1—N1	93.59 (4)	N2—C9—H9	118.6
Co1—O1W—H1W1	117.8 (15)	C10—C9—H9	118.6
Co1—O1W—H1W2	126.2 (16)	C11—C10—C9	119.33 (14)
H1W1—O1W—H1W2	108 (2)	C11—C10—H10	120.3
Co1—O2W—H2W1	106.8 (15)	C9—C10—H10	120.3
Co1—O2W—H2W2	111.5 (16)	C10—C11—C12	119.61 (14)
H2W1—O2W—H2W2	108 (2)	C10—C11—H11	120.2
Co1—O3W—H3W1	122.1 (17)	C12—C11—H11	120.2
Co1—O3W—H3W2	120.1 (15)	C13—C12—C11	117.03 (13)
H3W1—O3W—H3W2	106 (2)	C13—C12—C14	119.00 (14)
H4W1—O4W—H4W2	107 (2)	C11—C12—C14	123.96 (14)
H5W1—O5W—H5W2	106 (2)	N2—C13—C12	123.20 (12)
H6W1—O6W—H6W2	112 (2)	N2—C13—C17	117.04 (12)
C1—N1—Co1	116.15 (8)	C12—C13—C17	119.75 (12)
C1—N1—H1N1	111.1 (12)	C15—C14—C12	121.35 (14)
Co1—N1—H1N1	107.1 (12)	C15—C14—H14	119.3
C1—N1—H1N2	110.7 (13)	C12—C14—H14	119.3
Co1—N1—H1N2	105.3 (13)	C14—C15—C16	120.90 (14)
H1N1—N1—H1N2	105.8 (18)	C14—C15—H15	119.5
C9—N2—C13	118.01 (12)	C16—C15—H15	119.5
C9—N2—Co1	127.81 (10)	C17—C16—C18	116.54 (14)
C13—N2—Co1	114.17 (9)	C17—C16—C15	119.36 (14)
C20—N3—C17	118.20 (11)	C18—C16—C15	124.11 (14)
C20—N3—Co1	127.75 (10)	N3—C17—C16	123.43 (13)
C17—N3—Co1	113.86 (8)	N3—C17—C13	117.02 (11)
C6—C1—C2	119.92 (11)	C16—C17—C13	119.55 (13)
C6—C1—N1	120.22 (11)	C19—C18—C16	119.97 (14)
C2—C1—N1	119.75 (11)	C19—C18—H18	120.0
C3—C2—C1	120.43 (11)	C16—C18—H18	120.0
C3—C2—H2	119.8	C18—C19—C20	119.35 (14)
C1—C2—H2	119.8	C18—C19—H19	120.3
C2—C3—C4	119.67 (11)	C20—C19—H19	120.3
C2—C3—C7	119.46 (11)	N3—C20—C19	122.48 (14)
C4—C3—C7	120.86 (11)	N3—C20—H20	118.8
C5—C4—C3	119.95 (11)	C19—C20—H20	118.8
C5—C4—H4	120.0
O1W—Co1—N1—C1	−145.0 (2)	C4—C5—C8—O3	−2.25 (18)
O2W—Co1—N1—C1	−110.28 (9)	C6—C5—C8—O3	176.88 (12)
O3W—Co1—N1—C1	152.95 (9)	C4—C5—C8—O4	177.14 (12)
N2—Co1—N1—C1	62.21 (9)	C6—C5—C8—O4	−3.73 (18)
N3—Co1—N1—C1	−15.56 (9)	C13—N2—C9—C10	−0.8 (2)
O1W—Co1—N2—C9	−85.16 (12)	Co1—N2—C9—C10	−179.49 (11)
O3W—Co1—N2—C9	3.51 (12)	N2—C9—C10—C11	0.9 (2)
N3—Co1—N2—C9	−177.16 (13)	C9—C10—C11—C12	0.7 (2)
N1—Co1—N2—C9	90.18 (12)	C10—C11—C12—C13	−2.1 (2)
O1W—Co1—N2—C13	96.06 (9)	C10—C11—C12—C14	177.43 (16)
O3W—Co1—N2—C13	−175.26 (9)	C9—N2—C13—C12	−0.9 (2)
N3—Co1—N2—C13	4.07 (9)	Co1—N2—C13—C12	178.02 (10)
N1—Co1—N2—C13	−88.59 (9)	C9—N2—C13—C17	178.87 (12)
O1W—Co1—N3—C20	85.77 (12)	Co1—N2—C13—C17	−2.23 (15)
O2W—Co1—N3—C20	2.19 (12)	C11—C12—C13—N2	2.3 (2)
O3W—Co1—N3—C20	−176.94 (17)	C14—C12—C13—N2	−177.27 (14)
N2—Co1—N3—C20	179.69 (12)	C11—C12—C13—C17	−177.44 (13)
N1—Co1—N3—C20	−86.36 (12)	C14—C12—C13—C17	3.0 (2)
O1W—Co1—N3—C17	−99.37 (9)	C13—C12—C14—C15	−0.7 (2)
O2W—Co1—N3—C17	177.06 (9)	C11—C12—C14—C15	179.79 (16)
O3W—Co1—N3—C17	−2.1 (3)	C12—C14—C15—C16	−1.8 (3)
N2—Co1—N3—C17	−5.45 (9)	C14—C15—C16—C17	1.9 (3)
N1—Co1—N3—C17	88.50 (9)	C14—C15—C16—C18	−177.55 (17)
Co1—N1—C1—C6	−92.87 (12)	C20—N3—C17—C16	1.5 (2)
Co1—N1—C1—C2	83.33 (13)	Co1—N3—C17—C16	−173.89 (11)
C6—C1—C2—C3	−0.27 (19)	C20—N3—C17—C13	−178.51 (12)
N1—C1—C2—C3	−176.48 (11)	Co1—N3—C17—C13	6.10 (15)
C1—C2—C3—C4	0.13 (19)	C18—C16—C17—N3	−0.1 (2)
C1—C2—C3—C7	179.20 (11)	C15—C16—C17—N3	−179.52 (14)
C2—C3—C4—C5	−0.45 (19)	C18—C16—C17—C13	179.94 (14)
C7—C3—C4—C5	−179.51 (11)	C15—C16—C17—C13	0.5 (2)
C3—C4—C5—C6	0.91 (19)	N2—C13—C17—N3	−2.64 (18)
C3—C4—C5—C8	−179.95 (11)	C12—C13—C17—N3	177.12 (12)
C2—C1—C6—C5	0.73 (19)	N2—C13—C17—C16	177.35 (12)
N1—C1—C6—C5	176.92 (11)	C12—C13—C17—C16	−2.9 (2)
C4—C5—C6—C1	−1.06 (19)	C17—C16—C18—C19	−1.6 (2)
C8—C5—C6—C1	179.81 (11)	C15—C16—C18—C19	177.86 (17)
C2—C3—C7—O2	−175.69 (12)	C16—C18—C19—C20	1.7 (3)
C4—C3—C7—O2	3.38 (19)	C17—N3—C20—C19	−1.3 (2)
C2—C3—C7—O1	3.05 (18)	Co1—N3—C20—C19	173.33 (11)
C4—C3—C7—O1	−177.88 (13)	C18—C19—C20—N3	−0.3 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w1···O6wi	0.83 (1)	1.90 (1)	2.734 (1)	175 (2)
O1w—H1w2···O2ii	0.84 (1)	1.81 (1)	2.646 (1)	173 (2)
O2w—H2w1···O5wi	0.83 (1)	1.93 (1)	2.761 (1)	174 (2)
O2w—H2w2···O4iii	0.85 (1)	1.94 (1)	2.790 (1)	173 (2)
O3w—H3w1···O5wiv	0.84 (1)	2.16 (2)	2.909 (2)	148 (2)
O3w—H3w2···O3ii	0.85 (1)	1.86 (1)	2.694 (1)	167 (2)
O4w—H4w1···O6wv	0.85 (1)	1.98 (1)	2.811 (2)	169 (2)
O4w—H4w2···O2iv	0.85 (1)	2.05 (1)	2.864 (2)	161 (3)
O5w—H5w1···O1	0.85 (1)	1.89 (1)	2.716 (2)	164 (2)
O5w—H5w2···O3vi	0.85 (1)	1.90 (1)	2.719 (1)	161 (2)
O6w—H6w1···O1	0.85 (1)	1.82 (1)	2.665 (1)	174 (2)
O6w—H6w2···O4iii	0.85 (1)	1.94 (1)	2.784 (1)	174 (2)
N1—H1N1···O4w	0.85 (1)	2.06 (1)	2.906 (2)	169 (2)
N1—H1N2···O4iii	0.84 (1)	2.30 (1)	3.110 (2)	161 (2)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1w—H1w1⋯O6wi	0.83 (1)	1.90 (1)	2.734 (1)	175 (2)
O1w—H1w2⋯O2ii	0.84 (1)	1.81 (1)	2.646 (1)	173 (2)
O2w—H2w1⋯O5wi	0.83 (1)	1.93 (1)	2.761 (1)	174 (2)
O2w—H2w2⋯O4iii	0.85 (1)	1.94 (1)	2.790 (1)	173 (2)
O3w—H3w1⋯O5wiv	0.84 (1)	2.16 (2)	2.909 (2)	148 (2)
O3w—H3w2⋯O3ii	0.85 (1)	1.86 (1)	2.694 (1)	167 (2)
O4w—H4w1⋯O6wv	0.85 (1)	1.98 (1)	2.811 (2)	169 (2)
O4w—H4w2⋯O2iv	0.85 (1)	2.05 (1)	2.864 (2)	161 (3)
O5w—H5w1⋯O1	0.85 (1)	1.89 (1)	2.716 (2)	164 (2)
O5w—H5w2⋯O3vi	0.85 (1)	1.90 (1)	2.719 (1)	161 (2)
O6w—H6w1⋯O1	0.85 (1)	1.82 (1)	2.665 (1)	174 (2)
O6w—H6w2⋯O4iii	0.85 (1)	1.94 (1)	2.784 (1)	174 (2)
N1—H1N1⋯O4w	0.85 (1)	2.06 (1)	2.906 (2)	169 (2)
N1—H1N2⋯O4iii	0.84 (1)	2.30 (1)	3.110 (2)	161 (2)

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