Crystal structure of 4-(3-carb­oxy­pro­pan­amido)-2-hy­droxy­benzoic acid mono­hydrate

Tahir, M.N.; Ahmed, M.N.; Butt, A.F.; Shad, H.A.

doi:10.1107/S1600536814024581

organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 70| Part 12| December 2014| Pages o1254-o1255

doi:10.1107/S1600536814024581

Open

access

Crystal structure of 4-(3-carboxypropanamido)-2-hydroxybenzoic acid monohydrate

Muhammad Nawaz Tahir,^a ^* Muhammad Naeem Ahmed,^b Arshad Farooq Butt ^c and Hazoor Ahmad Shad ^d

^aDepartment of Physics, University of Sargodha, Sargodha, Punjab, Pakistan, ^bDepartment of Chemistry, The University of Azad Jammu and Kashmir, Muzaffarabad 13100, Pakistan, ^cDepartment of Chemistry, Mirpur University of Science and Technology, Mirpur, Azad Jammu and Kashmir, Pakistan, and ^dDepartment of Chemistry, University of Sargodha, Sargodha, Pakistan
^*Correspondence e-mail: dmntahir_uos@yahoo.com

Edited by W. T. A. Harrison, University of Aberdeen, Scotland (Received 4 November 2014; accepted 9 November 2014; online 15 November 2014)

In the title hydrate, C₁₁H₁₁NO₆·H₂O, the organic molecule is approximately planar (r.m.s. deviation for the non-H atoms = 0.129 Å) and an intramolecular O—H⋯O hydrogen bond closes an S(6) ring. In the crystal, the benzoic acid group participates in an O—H⋯O hydrogen bond to the water molecule and accepts a similar bond from another water molecule. The other –CO₂H group forms a carboxylic acid inversion dimer, thereby forming an R₂²(8) loop. These bonds, along with N—H⋯O and C—H⋯O interactions, generate a three-dimensional network.

Keywords: crystal structure; 2-hydroxybenzoic acid; hydrate; hydrogen bonding.

CCDC reference: 1033346

1. Related literature

For related structures, see: Gowda et al. (2009 , 2011 ); Jia et al. (2012 ); Saraswathi et al. (2011 ).

2. Experimental

2.1. Crystal data

C₁₁H₁₁NO₆·H₂O
M_r = 271.22
Monoclinic, C 2/c
a = 25.2516 (19) Å
b = 8.4656 (5) Å
c = 12.4732 (10) Å
β = 117.446 (3)°
V = 2366.3 (3) Å³
Z = 8
Mo Kα radiation
μ = 0.13 mm⁻¹
T = 296 K
0.28 × 0.24 × 0.16 mm

2.2. Data collection

Bruker Kappa APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ) T_min = 0.964, T_max = 0.983
9402 measured reflections
2556 independent reflections
1738 reflections with I > 2σ(I)
R_int = 0.038

2.3. Refinement

R[F² > 2σ(F²)] = 0.047
wR(F²) = 0.122
S = 1.02
2556 reflections
181 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.25 e Å⁻³
Δρ_min = −0.22 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯O7	0.82	1.81	2.605 (2)	163
O3—H3⋯O2	0.82	1.89	2.6099 (19)	146
O5—H5⋯O6ⁱ	0.82	1.80	2.618 (2)	174
N1—H1A⋯O3ⁱⁱ	0.86	2.18	3.035 (2)	173
C10—H10B⋯O5ⁱⁱⁱ	0.97	2.53	3.424 (3)	153
O7—H7A⋯O4^iv	0.78 (3)	2.15 (3)	2.854 (2)	151 (3)
O7—H7B⋯O2^v	0.72 (3)	2.17 (3)	2.827 (2)	152 (3)
Symmetry codes: (i) -x, -y+1, -z; (ii) $[x, -y, z-{\script{1\over 2}}]$ ; (iii) $[-x, y, -z+{\script{1\over 2}}]$ ; (iv) $[x+{\script{1\over 2}}, -y-{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (v) -x+1, -y-1, -z+2.

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ) and PLATON (Spek, 2009 ); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON.

Supporting information

CCDC reference: 1033346

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536814024581/hb7310sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536814024581/hb7310Isup2.hkl

Supporting information file. DOI: 10.1107/S1600536814024581/hb7310Isup3.cml

checkCIF report

Comment top

The title compound (I), (Fig. 1) has been synthesized as a potential ligand for forming different metal complexes.

The crystal structures of N-Phenylsuccinamic acid (Gowda et al., 2011), 4-((4-Chlorophenyl)amino)-4-oxobutanoic acid (Gowda et al., 2009), 3-[(4-methylphenyl)carbamoyl]propanoic acid (Saraswathi et al., 2011) and 4-[(2-Carboxyethyl)amino]benzoic acid monohydrate (Jia et al., 2012) have been published which are related to the title compound (I).

In (I) the moieties of 4-aminosalicylic acid A (C1—C7/N1/O1/O2/O3) and propanal B (C8—C10/O4) are planar with r.m.s. deviation of 0.0440 and 0.0122 Å, respectively. The dihedral angle between A/B is 5.729 (129)°. The carboxylate moiety C (C11/O5/O6) is of course planar. The dihedral angle between B/C is 13.446 (351)°. In (I), S(6) ring motif is present due to H-bonding of O—H···O type (Table 1, Fig. 2). The molecules are dimerized due to H-bondings of O—H···O type (Table 1, Fig. 2) from carboxyl groups formed from succinic anhydride. The dimers are further interlinked due to N—H···O, O—H···O bondings of water molecules and carboxyl group of aminoacid moiety. The molecules are stabilized in the form of three dimensional polymeric network.

Related literature top

For related structures, see: Gowda et al. (2009, 2011); Jia et al. (2012); Saraswathi et al. (2011).

Experimental top

Equimolar quantities of 4-aminosalicylic acid and succenic anhydride were stirred in ethylacetate for 4 h. The resulting mixture with white precipitate was placed to dry for 48 h. A colourless plate was selected for data collection.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON (Spek, 2009).

Figures top

Fig. 1. View of the title compound with displacement ellipsoids drawn at the 50% probability level.

Fig. 2. The partial packing (PLATON; Spek, 2009), which shows that molecules form dimers which are interlinked to three-dimensional polymeric network.

4-(3-Carboxypropanamido)–2-hydroxybenzoic acid monohydrate top

Crystal data top

C₁₁H₁₁NO₆·H₂O	F(000) = 1136
M_r = 271.22	D_x = 1.523 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 25.2516 (19) Å	Cell parameters from 1738 reflections
b = 8.4656 (5) Å	θ = 2.6–27.0°
c = 12.4732 (10) Å	µ = 0.13 mm⁻¹
β = 117.446 (3)°	T = 296 K
V = 2366.3 (3) Å³	Plate, colourless
Z = 8	0.28 × 0.24 × 0.16 mm

Data collection top

Bruker Kappa APEXII CCD diffractometer	2556 independent reflections
Radiation source: fine-focus sealed tube	1738 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.038
Detector resolution: 7.80 pixels mm^-1	θ_max = 27.0°, θ_min = 2.6°
ω scans	h = −32→32
Absorption correction: multi-scan (SADABS; Bruker, 2005)	k = −10→10
T_min = 0.964, T_max = 0.983	l = −15→15
9402 measured reflections

Refinement top

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.122	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ²(F_o²) + (0.0545P)² + 0.9039P] where P = (F_o² + 2F_c²)/3
2556 reflections	(Δ/σ)_max < 0.001
181 parameters	Δρ_max = 0.25 e Å⁻³
0 restraints	Δρ_min = −0.22 e Å⁻³

Crystal data top

C₁₁H₁₁NO₆·H₂O	V = 2366.3 (3) Å³
M_r = 271.22	Z = 8
Monoclinic, C2/c	Mo Kα radiation
a = 25.2516 (19) Å	µ = 0.13 mm⁻¹
b = 8.4656 (5) Å	T = 296 K
c = 12.4732 (10) Å	0.28 × 0.24 × 0.16 mm
β = 117.446 (3)°

Data collection top

Bruker Kappa APEXII CCD diffractometer	2556 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2005)	1738 reflections with I > 2σ(I)
T_min = 0.964, T_max = 0.983	R_int = 0.038
9402 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.047	0 restraints
wR(F²) = 0.122	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	Δρ_max = 0.25 e Å⁻³
2556 reflections	Δρ_min = −0.22 e Å⁻³
181 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
O1	0.45356 (6)	−0.2827 (2)	0.78347 (15)	0.0561 (5)
H1	0.4765	−0.3404	0.8379	0.084*
O2	0.39232 (6)	−0.35291 (17)	0.85809 (13)	0.0452 (4)
O3	0.28556 (6)	−0.22986 (16)	0.76254 (12)	0.0378 (4)
H3	0.3133	−0.2845	0.8098	0.057*
O4	0.14489 (7)	0.0630 (2)	0.42736 (15)	0.0607 (5)
O5	−0.01362 (6)	0.3599 (2)	0.08989 (17)	0.0658 (6)
H5	−0.0287	0.4249	0.0352	0.099*
O6	0.06897 (6)	0.43838 (18)	0.08601 (14)	0.0494 (4)
N1	0.22758 (6)	0.07905 (19)	0.40306 (14)	0.0340 (4)
H1A	0.2411	0.1192	0.3571	0.041*
C1	0.40152 (9)	−0.2813 (2)	0.78284 (18)	0.0347 (5)
C2	0.35583 (8)	−0.1892 (2)	0.68505 (17)	0.0301 (4)
C3	0.29976 (8)	−0.1667 (2)	0.67907 (16)	0.0281 (4)
C4	0.25635 (8)	−0.0780 (2)	0.58744 (16)	0.0292 (4)
H4	0.2194	−0.0624	0.5852	0.035*
C5	0.26845 (8)	−0.0126 (2)	0.49906 (17)	0.0288 (4)
C6	0.32402 (9)	−0.0373 (2)	0.50317 (19)	0.0378 (5)
H6	0.3320	0.0051	0.4433	0.045*
C7	0.36652 (9)	−0.1230 (2)	0.59436 (19)	0.0383 (5)
H7	0.4035	−0.1379	0.5964	0.046*
C8	0.17030 (9)	0.1135 (2)	0.37201 (19)	0.0364 (5)
C9	0.13998 (9)	0.2187 (2)	0.26307 (18)	0.0381 (5)
H9A	0.1433	0.1717	0.1955	0.046*
H9B	0.1600	0.3203	0.2800	0.046*
C10	0.07507 (9)	0.2429 (2)	0.22904 (19)	0.0412 (5)
H10A	0.0548	0.1417	0.2065	0.049*
H10B	0.0720	0.2808	0.2993	0.049*
C11	0.04396 (9)	0.3559 (2)	0.12818 (18)	0.0367 (5)
O7	0.54172 (8)	−0.4497 (2)	0.94112 (17)	0.0565 (5)
H7A	0.5638 (13)	−0.464 (3)	0.914 (3)	0.085*
H7B	0.5480 (14)	−0.501 (4)	0.991 (3)	0.085*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0331 (8)	0.0803 (12)	0.0558 (11)	0.0224 (8)	0.0212 (8)	0.0336 (9)
O2	0.0410 (9)	0.0564 (9)	0.0380 (9)	0.0118 (7)	0.0181 (7)	0.0180 (7)
O3	0.0376 (8)	0.0478 (8)	0.0336 (8)	0.0106 (7)	0.0213 (7)	0.0120 (6)
O4	0.0362 (9)	0.0880 (12)	0.0641 (11)	0.0175 (8)	0.0284 (8)	0.0389 (10)
O5	0.0295 (9)	0.0899 (14)	0.0719 (13)	0.0136 (8)	0.0181 (9)	0.0463 (10)
O6	0.0346 (8)	0.0602 (10)	0.0530 (10)	0.0090 (7)	0.0199 (8)	0.0229 (8)
N1	0.0254 (9)	0.0424 (9)	0.0339 (10)	0.0059 (7)	0.0133 (8)	0.0122 (8)
C1	0.0309 (11)	0.0383 (11)	0.0343 (11)	0.0058 (9)	0.0147 (9)	0.0034 (9)
C2	0.0281 (10)	0.0325 (10)	0.0283 (10)	0.0038 (8)	0.0118 (8)	0.0032 (8)
C3	0.0316 (10)	0.0289 (9)	0.0257 (10)	−0.0002 (8)	0.0148 (8)	−0.0014 (8)
C4	0.0235 (10)	0.0335 (10)	0.0313 (11)	0.0024 (8)	0.0133 (9)	−0.0013 (8)
C5	0.0255 (10)	0.0290 (10)	0.0294 (10)	0.0022 (8)	0.0105 (8)	0.0018 (8)
C6	0.0328 (11)	0.0473 (12)	0.0385 (12)	0.0067 (9)	0.0207 (10)	0.0135 (10)
C7	0.0295 (11)	0.0479 (12)	0.0421 (12)	0.0088 (9)	0.0203 (10)	0.0128 (10)
C8	0.0335 (11)	0.0388 (11)	0.0385 (12)	0.0020 (9)	0.0180 (10)	0.0058 (9)
C9	0.0335 (11)	0.0411 (11)	0.0379 (12)	0.0055 (9)	0.0149 (10)	0.0085 (9)
C10	0.0325 (11)	0.0482 (13)	0.0416 (12)	0.0067 (10)	0.0159 (10)	0.0106 (10)
C11	0.0295 (11)	0.0424 (12)	0.0371 (12)	0.0045 (9)	0.0143 (10)	0.0039 (9)
O7	0.0420 (10)	0.0775 (13)	0.0557 (11)	0.0260 (9)	0.0273 (9)	0.0329 (9)

Geometric parameters (Å, º) top

O1—C1	1.310 (2)	C4—C5	1.388 (3)
O1—H1	0.8200	C4—H4	0.9300
O2—C1	1.226 (2)	C5—C6	1.396 (3)
O3—C3	1.357 (2)	C6—C7	1.359 (3)
O3—H3	0.8200	C6—H6	0.9300
O4—C8	1.217 (2)	C7—H7	0.9300
O5—C11	1.305 (2)	C8—C9	1.505 (3)
O5—H5	0.8200	C9—C10	1.506 (3)
O6—C11	1.212 (2)	C9—H9A	0.9700
N1—C8	1.346 (2)	C9—H9B	0.9700
N1—C5	1.400 (2)	C10—C11	1.485 (3)
N1—H1A	0.8600	C10—H10A	0.9700
C1—C2	1.459 (3)	C10—H10B	0.9700
C2—C7	1.396 (3)	O7—H7A	0.78 (3)
C2—C3	1.396 (3)	O7—H7B	0.72 (3)
C3—C4	1.385 (3)

C1—O1—H1	109.5	C5—C6—H6	119.9
C3—O3—H3	109.5	C6—C7—C2	121.31 (18)
C11—O5—H5	109.5	C6—C7—H7	119.3
C8—N1—C5	129.57 (16)	C2—C7—H7	119.3
C8—N1—H1A	115.2	O4—C8—N1	122.57 (19)
C5—N1—H1A	115.2	O4—C8—C9	122.59 (18)
O2—C1—O1	122.28 (18)	N1—C8—C9	114.84 (17)
O2—C1—C2	123.24 (18)	C8—C9—C10	111.69 (17)
O1—C1—C2	114.48 (17)	C8—C9—H9A	109.3
C7—C2—C3	118.18 (17)	C10—C9—H9A	109.3
C7—C2—C1	121.20 (17)	C8—C9—H9B	109.3
C3—C2—C1	120.62 (17)	C10—C9—H9B	109.3
O3—C3—C4	117.26 (16)	H9A—C9—H9B	107.9
O3—C3—C2	121.68 (16)	C11—C10—C9	114.12 (17)
C4—C3—C2	121.05 (16)	C11—C10—H10A	108.7
C3—C4—C5	119.45 (17)	C9—C10—H10A	108.7
C3—C4—H4	120.3	C11—C10—H10B	108.7
C5—C4—H4	120.3	C9—C10—H10B	108.7
C4—C5—C6	119.77 (17)	H10A—C10—H10B	107.6
C4—C5—N1	123.71 (16)	O6—C11—O5	122.79 (19)
C6—C5—N1	116.52 (17)	O6—C11—C10	124.11 (18)
C7—C6—C5	120.22 (18)	O5—C11—C10	113.09 (18)
C7—C6—H6	119.9	H7A—O7—H7B	111 (3)

O2—C1—C2—C7	−173.4 (2)	C8—N1—C5—C6	175.30 (19)
O1—C1—C2—C7	6.1 (3)	C4—C5—C6—C7	−1.0 (3)
O2—C1—C2—C3	5.8 (3)	N1—C5—C6—C7	179.09 (18)
O1—C1—C2—C3	−174.74 (18)	C5—C6—C7—C2	0.5 (3)
C7—C2—C3—O3	178.72 (17)	C3—C2—C7—C6	0.8 (3)
C1—C2—C3—O3	−0.5 (3)	C1—C2—C7—C6	180.0 (2)
C7—C2—C3—C4	−1.6 (3)	C5—N1—C8—O4	−1.2 (4)
C1—C2—C3—C4	179.23 (17)	C5—N1—C8—C9	179.15 (18)
O3—C3—C4—C5	−179.20 (16)	O4—C8—C9—C10	−3.5 (3)
C2—C3—C4—C5	1.1 (3)	N1—C8—C9—C10	176.14 (17)
C3—C4—C5—C6	0.2 (3)	C8—C9—C10—C11	175.35 (17)
C3—C4—C5—N1	−179.88 (17)	C9—C10—C11—O6	−9.3 (3)
C8—N1—C5—C4	−4.6 (3)	C9—C10—C11—O5	171.72 (19)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O7	0.82	1.81	2.605 (2)	163
O3—H3···O2	0.82	1.89	2.6099 (19)	146
O5—H5···O6ⁱ	0.82	1.80	2.618 (2)	174
N1—H1A···O3ⁱⁱ	0.86	2.18	3.035 (2)	173
C10—H10B···O5ⁱⁱⁱ	0.97	2.53	3.424 (3)	153
O7—H7A···O4^iv	0.78 (3)	2.15 (3)	2.854 (2)	151 (3)
O7—H7B···O2^v	0.72 (3)	2.17 (3)	2.827 (2)	152 (3)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O7	0.82	1.81	2.605 (2)	163
O3—H3···O2	0.82	1.89	2.6099 (19)	146
O5—H5···O6ⁱ	0.82	1.80	2.618 (2)	174
N1—H1A···O3ⁱⁱ	0.86	2.18	3.035 (2)	173
C10—H10B···O5ⁱⁱⁱ	0.97	2.53	3.424 (3)	153
O7—H7A···O4^iv	0.78 (3)	2.15 (3)	2.854 (2)	151 (3)
O7—H7B···O2^v	0.72 (3)	2.17 (3)	2.827 (2)	152 (3)

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

Acknowledgements

The authors acknowledge the provision of funds for the purchase of diffractometer and encouragement by Dr Muhammad Akram Chaudhary, Vice Chancellor, University of Sargodha, Pakistan.

References

Bruker (2005). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849–854. Web of Science CrossRef CAS IUCr Journals Google Scholar
Gowda, B. T., Foro, S., Saraswathi, B. S. & Fuess, H. (2009). Acta Cryst. E65, o1827. Web of Science CSD CrossRef IUCr Journals Google Scholar
Gowda, B. T., Foro, S., Saraswathi, B. S. & Fuess, H. (2011). Acta Cryst. E67, o249. Web of Science CSD CrossRef IUCr Journals Google Scholar
Jia, C., Chen, S. & Yuan, W. (2012). Acta Cryst. E68, o1098. CSD CrossRef IUCr Journals Google Scholar
Saraswathi, B. S., Foro, S., Gowda, B. T. & Fuess, H. (2011). Acta Cryst. E67, o227. 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

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 70| Part 12| December 2014| Pages o1254-o1255

doi:10.1107/S1600536814024581

Open

access

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page

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

Crystal structure of 4-(3-carb­­oxy­pro­pan­amido)-2-hy­dr­oxy­benzoic acid mono­hydrate

1. Related literature

2. Experimental

2.1. Crystal data

2.2. Data collection

2.3. Refinement

Supporting information

Acknowledgements

References

organic compounds

Crystal structure of 4-(3-carboxypropanamido)-2-hydroxybenzoic acid monohydrate