2-Hy­droxy­ethanaminium 3,4,5,6-tetra­bromo-2-(meth­oxy­carbon­yl)benzoate methanol monosolvate

Li, J.

doi:10.1107/S160053681100852X

organic compounds

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Volume 67| Part 4| April 2011| Page o866

doi:10.1107/S160053681100852X

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2-Hydroxyethanaminium 3,4,5,6-tetrabromo-2-(methoxycarbonyl)benzoate methanol monosolvate

Jian Li ^a ^*

^aDepartment of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, People's Republic of China
^*Correspondence e-mail: ljwfu@163.com

(Received 19 January 2011; accepted 6 March 2011; online 12 March 2011)

In the title compound, C₂H₈NO⁺·C₉H₃Br₄O₄⁻·CH₄O, intermolecular N—H⋯O and O—H⋯O hydrogen bonds link the components into chains along [001].

Related literature

For related structures, see: Li (2011 ); Liang (2008 ).

Experimental

Crystal data

C₂H₈NO⁺·C₉H₃Br₄O₄⁻·CH₄O
M_r = 588.89
Monoclinic, P 2₁ /c
a = 9.4231 (11) Å
b = 25.475 (2) Å
c = 8.3463 (7) Å
β = 111.990 (1)°
V = 1857.8 (3) Å³
Z = 4
Mo Kα radiation
μ = 8.69 mm⁻¹
T = 298 K
0.42 × 0.35 × 0.34 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1997 ) T_min = 0.121, T_max = 0.156
9367 measured reflections
3269 independent reflections
1581 reflections with I > 2σ(I)
R_int = 0.086

Refinement

R[F² > 2σ(F²)] = 0.044
wR(F²) = 0.071
S = 1.00
3269 reflections
212 parameters
H-atom parameters constrained
Δρ_max = 0.55 e Å⁻³
Δρ_min = −0.58 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯O3ⁱ	0.89	2.01	2.885 (7)	168
N1—H1B⋯O6	0.89	1.86	2.740 (7)	168
N1—H1C⋯O4ⁱⁱ	0.89	1.96	2.789 (8)	154
O5—H5⋯O4ⁱⁱ	0.82	2.00	2.813 (8)	169
O6—H6⋯O3ⁱⁱⁱ	0.82	1.92	2.714 (8)	163
Symmetry codes: (i) $[-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) -x+1, -y+1, -z+1; (iii) -x+1, -y+1, -z+2.

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009 ); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053681100852X/kj2169sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053681100852X/kj2169Isup2.hkl

checkCIF report

Comment top

4,5,6,7-Tetrabromo-2-ethylisoindoline-1,3-dione is an important flame retardant. 2-(Methoxycarbonyl)-3,4,5,6-tetrabromobenzoic acid is the intermediate in the synthesis of 4,5,6,7-Tetrabromo-2-ethylisoindoline-1,3-dione. In this paper, the structure of the title compound is reported. The asymmetric unit of the title compound (I) contains one ethanolaminium cation, one 2-(methoxycarbonyl)-3,4,5,6-tetrabromobenzoate anion and one methanol solvent molecule (Fig. 1). The bond lengths and angles agree with those in ethanaminium 2-(methoxycarbonyl)-3,4,5,6-tetrabromo benzoate methanol solvate (Li, 2011) and ethane-1,2-diaminium 2-(methoxycarbonyl)-3,4,5,6-tetrabromo benzoate methanol solvate (Liang, 2008). In the crystal structure, intermolecular N—H···O and O—H···O hydrogen bonds link the components of the structure into one-dimensional chains along [001](see Fig. 2 and Table 1).

Related literature top

For related structures, see: Li (2011); Liang (2008).

Experimental top

A mixture of 4,5,6,7-tetrabromoisobenzofuran-1,3-dione (4.64 g, 0.01 mol) and methanol (15 ml) was refluxed for 0.5 h. Ethanolamine (0.61 g, 0.01 mol) was added to this solution, followed by stirring for 10 min at room temperature. The solution was kept at room temperature for 5 d. Natural evaporation gave colourless single crystals of the title compound, suitable for X-ray analysis.

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title compound, drawn with 30% probability ellipsoids.
	Fig. 2. The crystal packing of the title compound, viewed along the b axis. Hydrogen bonds are indicated by dashed lines.

2-Hydroxyethanaminium 3,4,5,6-tetrabromo-2-(methoxycarbonyl)benzoate methanol monosolvate top

Crystal data top

C₂H₈NO⁺·C₉H₃Br₄O₄⁻·CH₄O	F(000) = 1128
M_r = 588.89	D_x = 2.105 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
a = 9.4231 (11) Å	Cell parameters from 1705 reflections
b = 25.475 (2) Å	θ = 2.9–21.8°
c = 8.3463 (7) Å	µ = 8.69 mm⁻¹
β = 111.990 (1)°	T = 298 K
V = 1857.8 (3) Å³	Block, colorless
Z = 4	0.42 × 0.35 × 0.34 mm

Data collection top

Bruker SMART CCD diffractometer	3269 independent reflections
Radiation source: fine-focus sealed tube	1581 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.086
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.5°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −10→11
T_min = 0.121, T_max = 0.156	k = −30→28
9367 measured reflections	l = −9→9

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.044	H-atom parameters constrained
wR(F²) = 0.071	w = 1/[σ²(F_o²) + (0.0103P)²] where P = (F_o² + 2F_c²)/3
S = 1.00	(Δ/σ)_max = 0.001
3269 reflections	Δρ_max = 0.55 e Å⁻³
212 parameters	Δρ_min = −0.58 e Å⁻³
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00077 (5)

Crystal data top

C₂H₈NO⁺·C₉H₃Br₄O₄⁻·CH₄O	V = 1857.8 (3) Å³
M_r = 588.89	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 9.4231 (11) Å	µ = 8.69 mm⁻¹
b = 25.475 (2) Å	T = 298 K
c = 8.3463 (7) Å	0.42 × 0.35 × 0.34 mm
β = 111.990 (1)°

Data collection top

Bruker SMART CCD diffractometer	3269 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1997)	1581 reflections with I > 2σ(I)
T_min = 0.121, T_max = 0.156	R_int = 0.086
9367 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.044	0 restraints
wR(F²) = 0.071	H-atom parameters constrained
S = 1.00	Δρ_max = 0.55 e Å⁻³
3269 reflections	Δρ_min = −0.58 e Å⁻³
212 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
Br1	0.33226 (9)	0.40176 (3)	0.76997 (13)	0.0614 (3)
Br2	0.40915 (10)	0.52775 (3)	0.75108 (12)	0.0620 (3)
Br3	0.73518 (10)	0.56240 (3)	0.72387 (12)	0.0632 (3)
Br4	0.98636 (10)	0.47177 (3)	0.73227 (13)	0.0709 (3)
N1	0.4471 (6)	0.6959 (2)	0.6870 (8)	0.0456 (18)
H1A	0.4218	0.7297	0.6773	0.068*
H1B	0.3755	0.6775	0.7077	0.068*
H1C	0.4542	0.6848	0.5892	0.068*
O1	0.8414 (6)	0.3298 (2)	0.6314 (8)	0.0643 (18)
O2	1.0002 (7)	0.3545 (2)	0.8847 (9)	0.092 (2)
O3	0.6507 (6)	0.30316 (19)	0.8975 (8)	0.0702 (18)
O4	0.5049 (6)	0.30677 (18)	0.6230 (8)	0.0567 (17)
O5	0.7644 (6)	0.6848 (2)	0.6739 (8)	0.081 (2)
H5	0.6920	0.6850	0.5807	0.097*
O6	0.2414 (7)	0.6457 (2)	0.7949 (8)	0.095 (2)
H6	0.2570	0.6592	0.8891	0.114*
C1	0.8828 (10)	0.3586 (3)	0.7696 (14)	0.051 (2)
C2	0.5883 (10)	0.3264 (3)	0.7595 (14)	0.044 (2)
C3	0.7674 (8)	0.4002 (2)	0.7569 (9)	0.0337 (19)
C4	0.6248 (8)	0.3843 (3)	0.7589 (9)	0.0342 (19)
C5	0.5202 (7)	0.4236 (3)	0.7578 (9)	0.038 (2)
C6	0.5502 (8)	0.4761 (2)	0.7492 (9)	0.037 (2)
C7	0.6908 (9)	0.4915 (2)	0.7421 (10)	0.041 (2)
C8	0.7971 (8)	0.4530 (2)	0.7450 (10)	0.038 (2)
C9	0.9453 (9)	0.2862 (3)	0.6319 (12)	0.096 (3)
H9A	1.0227	0.2988	0.5928	0.145*
H9B	0.8878	0.2588	0.5563	0.145*
H9C	0.9927	0.2726	0.7471	0.145*
C10	0.5970 (9)	0.6887 (3)	0.8323 (10)	0.052 (2)
H10A	0.5915	0.7038	0.9365	0.062*
H10B	0.6174	0.6514	0.8525	0.062*
C11	0.7246 (9)	0.7134 (3)	0.7971 (11)	0.061 (3)
H11A	0.6954	0.7488	0.7547	0.074*
H11B	0.8133	0.7158	0.9040	0.074*
C12	0.1062 (10)	0.6179 (3)	0.7424 (12)	0.087 (3)
H12A	0.1093	0.5932	0.8306	0.130*
H12B	0.0927	0.5994	0.6375	0.130*
H12C	0.0224	0.6417	0.7225	0.130*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Br1	0.0395 (5)	0.0646 (5)	0.0851 (8)	−0.0002 (5)	0.0292 (5)	0.0080 (6)
Br2	0.0537 (6)	0.0497 (5)	0.0860 (8)	0.0231 (5)	0.0299 (6)	0.0052 (5)
Br3	0.0653 (6)	0.0307 (4)	0.0958 (9)	−0.0021 (5)	0.0328 (6)	0.0015 (5)
Br4	0.0410 (6)	0.0579 (5)	0.1211 (10)	−0.0072 (5)	0.0387 (6)	−0.0055 (6)
N1	0.050 (5)	0.036 (3)	0.052 (5)	−0.013 (3)	0.020 (4)	−0.010 (4)
O1	0.044 (4)	0.061 (4)	0.078 (5)	0.021 (3)	0.012 (4)	−0.019 (4)
O2	0.060 (5)	0.086 (4)	0.092 (6)	0.041 (4)	−0.016 (4)	−0.030 (5)
O3	0.097 (5)	0.041 (3)	0.050 (5)	−0.003 (3)	0.001 (4)	0.011 (3)
O4	0.062 (4)	0.048 (3)	0.053 (5)	−0.022 (3)	0.014 (4)	−0.006 (3)
O5	0.049 (4)	0.097 (5)	0.093 (6)	0.017 (4)	0.023 (4)	0.017 (4)
O6	0.082 (5)	0.139 (5)	0.076 (5)	−0.057 (5)	0.042 (4)	−0.023 (4)
C1	0.037 (6)	0.037 (5)	0.064 (8)	−0.002 (5)	0.002 (6)	−0.010 (5)
C2	0.035 (6)	0.030 (5)	0.066 (8)	−0.003 (4)	0.018 (6)	−0.004 (5)
C3	0.021 (4)	0.031 (4)	0.046 (6)	0.008 (4)	0.008 (4)	−0.001 (4)
C4	0.031 (5)	0.035 (4)	0.031 (6)	0.006 (4)	0.004 (4)	0.003 (4)
C5	0.027 (5)	0.045 (4)	0.042 (6)	−0.005 (4)	0.012 (4)	0.001 (4)
C6	0.038 (5)	0.025 (4)	0.048 (6)	0.004 (4)	0.014 (4)	−0.002 (4)
C7	0.044 (5)	0.025 (4)	0.053 (6)	0.006 (4)	0.019 (5)	0.010 (4)
C8	0.025 (5)	0.038 (4)	0.044 (6)	−0.001 (4)	0.005 (4)	−0.002 (4)
C9	0.078 (7)	0.082 (7)	0.114 (9)	0.044 (6)	0.019 (7)	−0.041 (6)
C10	0.067 (7)	0.033 (4)	0.052 (7)	0.010 (5)	0.019 (6)	0.005 (5)
C11	0.039 (6)	0.066 (6)	0.070 (8)	0.006 (5)	0.010 (5)	0.004 (5)
C12	0.067 (7)	0.092 (7)	0.113 (10)	−0.023 (6)	0.047 (7)	−0.027 (7)

Geometric parameters (Å, º) top

Br1—C5	1.894 (6)	C2—C4	1.514 (9)
Br2—C6	1.875 (6)	C3—C8	1.384 (8)
Br3—C7	1.872 (6)	C3—C4	1.410 (8)
Br4—C8	1.888 (6)	C4—C5	1.402 (8)
N1—C10	1.489 (8)	C5—C6	1.376 (8)
N1—H1A	0.8900	C6—C7	1.404 (8)
N1—H1B	0.8900	C7—C8	1.397 (8)
N1—H1C	0.8900	C9—H9A	0.9600
O1—C1	1.298 (9)	C9—H9B	0.9600
O1—C9	1.480 (7)	C9—H9C	0.9600
O2—C1	1.166 (9)	C10—C11	1.481 (8)
O3—C2	1.232 (9)	C10—H10A	0.9700
O4—C2	1.223 (9)	C10—H10B	0.9700
O5—C11	1.420 (8)	C11—H11A	0.9700
O5—H5	0.8200	C11—H11B	0.9700
O6—C12	1.377 (8)	C12—H12A	0.9600
O6—H6	0.8200	C12—H12B	0.9600
C1—C3	1.493 (9)	C12—H12C	0.9600

C10—N1—H1A	109.5	C6—C7—Br3	121.1 (5)
C10—N1—H1B	109.5	C3—C8—C7	121.5 (6)
H1A—N1—H1B	109.5	C3—C8—Br4	118.1 (5)
C10—N1—H1C	109.5	C7—C8—Br4	120.5 (5)
H1A—N1—H1C	109.5	O1—C9—H9A	109.5
H1B—N1—H1C	109.5	O1—C9—H9B	109.5
C1—O1—C9	116.4 (6)	H9A—C9—H9B	109.5
C11—O5—H5	109.5	O1—C9—H9C	109.5
C12—O6—H6	109.5	H9A—C9—H9C	109.5
O2—C1—O1	123.9 (8)	H9B—C9—H9C	109.5
O2—C1—C3	124.3 (9)	C11—C10—N1	112.3 (6)
O1—C1—C3	111.7 (8)	C11—C10—H10A	109.2
O4—C2—O3	126.1 (7)	N1—C10—H10A	109.2
O4—C2—C4	117.6 (9)	C11—C10—H10B	109.2
O3—C2—C4	116.2 (8)	N1—C10—H10B	109.2
C8—C3—C4	119.9 (6)	H10A—C10—H10B	107.9
C8—C3—C1	122.2 (6)	O5—C11—C10	112.3 (6)
C4—C3—C1	117.9 (6)	O5—C11—H11A	109.1
C5—C4—C3	117.8 (6)	C10—C11—H11A	109.1
C5—C4—C2	122.3 (6)	O5—C11—H11B	109.1
C3—C4—C2	119.9 (6)	C10—C11—H11B	109.1
C6—C5—C4	122.4 (6)	H11A—C11—H11B	107.9
C6—C5—Br1	120.2 (5)	O6—C12—H12A	109.5
C4—C5—Br1	117.4 (5)	O6—C12—H12B	109.5
C5—C6—C7	119.4 (6)	H12A—C12—H12B	109.5
C5—C6—Br2	121.5 (5)	O6—C12—H12C	109.5
C7—C6—Br2	119.2 (5)	H12A—C12—H12C	109.5
C8—C7—C6	119.0 (5)	H12B—C12—H12C	109.5
C8—C7—Br3	119.9 (5)

C9—O1—C1—O2	6.2 (13)	C4—C5—C6—C7	−0.4 (11)
C9—O1—C1—C3	−178.2 (6)	Br1—C5—C6—C7	179.3 (5)
O2—C1—C3—C8	63.9 (13)	C4—C5—C6—Br2	−179.1 (5)
O1—C1—C3—C8	−111.7 (8)	Br1—C5—C6—Br2	0.5 (9)
O2—C1—C3—C4	−115.6 (10)	C5—C6—C7—C8	−0.4 (11)
O1—C1—C3—C4	68.9 (9)	Br2—C6—C7—C8	178.4 (6)
C8—C3—C4—C5	−3.3 (11)	C5—C6—C7—Br3	178.2 (6)
C1—C3—C4—C5	176.1 (7)	Br2—C6—C7—Br3	−3.0 (9)
C8—C3—C4—C2	175.8 (8)	C4—C3—C8—C7	2.7 (12)
C1—C3—C4—C2	−4.7 (11)	C1—C3—C8—C7	−176.7 (7)
O4—C2—C4—C5	77.2 (10)	C4—C3—C8—Br4	−177.1 (5)
O3—C2—C4—C5	−105.4 (9)	C1—C3—C8—Br4	3.4 (11)
O4—C2—C4—C3	−101.9 (9)	C6—C7—C8—C3	−0.8 (12)
O3—C2—C4—C3	75.5 (10)	Br3—C7—C8—C3	−179.5 (6)
C3—C4—C5—C6	2.2 (11)	C6—C7—C8—Br4	179.0 (5)
C2—C4—C5—C6	−176.9 (8)	Br3—C7—C8—Br4	0.4 (9)
C3—C4—C5—Br1	−177.5 (5)	N1—C10—C11—O5	−73.5 (8)
C2—C4—C5—Br1	3.4 (10)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O3ⁱ	0.89	2.01	2.885 (7)	168
N1—H1B···O6	0.89	1.86	2.740 (7)	168
N1—H1C···O4ⁱⁱ	0.89	1.96	2.789 (8)	154
O5—H5···O4ⁱⁱ	0.82	2.00	2.813 (8)	169
O6—H6···O3ⁱⁱⁱ	0.82	1.92	2.714 (8)	163

Symmetry codes: (i) −x+1, y+1/2, −z+3/2; (ii) −x+1, −y+1, −z+1; (iii) −x+1, −y+1, −z+2.

Experimental details

Crystal data
Chemical formula	C₂H₈NO⁺·C₉H₃Br₄O₄⁻·CH₄O
M_r	588.89
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	9.4231 (11), 25.475 (2), 8.3463 (7)
β (°)	111.990 (1)
V (Å³)	1857.8 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	8.69
Crystal size (mm)	0.42 × 0.35 × 0.34

Data collection
Diffractometer	Bruker SMART CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 1997)
T_min, T_max	0.121, 0.156
No. of measured, independent and observed [I > 2σ(I)] reflections	9367, 3269, 1581
R_int	0.086
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.044, 0.071, 1.00
No. of reflections	3269
No. of parameters	212
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.55, −0.58

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O3ⁱ	0.89	2.01	2.885 (7)	168
N1—H1B···O6	0.89	1.86	2.740 (7)	168
N1—H1C···O4ⁱⁱ	0.89	1.96	2.789 (8)	154
O5—H5···O4ⁱⁱ	0.82	2.00	2.813 (8)	169
O6—H6···O3ⁱⁱⁱ	0.82	1.92	2.714 (8)	163

Symmetry codes: (i) −x+1, y+1/2, −z+3/2; (ii) −x+1, −y+1, −z+1; (iii) −x+1, −y+1, −z+2.

Acknowledgements

The author thanks Shandong Provincial Natural Science Foundation, China (ZR2009BL027) for support.

References

Bruker (1997). SADABS, SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Li, J. (2011). Acta Cryst. E67, o200. Web of Science CrossRef IUCr Journals Google Scholar
Liang, Z.-P. (2008). Acta Cryst. E64, o2416. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 67| Part 4| April 2011| Page o866

doi:10.1107/S160053681100852X

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organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

2-Hy­dr­oxy­ethanaminium 3,4,5,6-tetra­bromo-2-(meth­­oxy­carbon­yl)benzoate methanol monosolvate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

organic compounds

2-Hydroxyethanaminium 3,4,5,6-tetrabromo-2-(methoxycarbonyl)benzoate methanol monosolvate