Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807026086/lw2021sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807026086/lw2021Isup2.hkl |
CCDC reference: 614676
Key indicators
- Single-crystal X-ray study
- T = 299 K
- Mean (C-C) = 0.012 Å
- R factor = 0.082
- wR factor = 0.266
- Data-to-parameter ratio = 13.9
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT148_ALERT_3_B su on the a - Axis is Too Large (x 1000) . 9 Ang. PLAT148_ALERT_3_B su on the b - Axis is Too Large (x 1000) . 9 Ang. PLAT149_ALERT_3_B su on the beta Angle is Too Large (x 100) .. 8 Deg. PLAT340_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 12
Alert level C RFACR01_ALERT_3_C The value of the weighted R factor is > 0.25 Weighted R factor given 0.266 PLAT084_ALERT_2_C High R2 Value .................................. 0.27 PLAT153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) 900 Ang. PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for S2 PLAT731_ALERT_1_C Bond Calc 0.85(9), Rep 0.85(4) ...... 2.25 su-Ra N5 -H5N 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(9), Rep 0.85(4) ...... 2.25 su-Ra N5 -H5N 1.555 1.555
Alert level G REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 66.96 From the CIF: _reflns_number_total 1712 Count of symmetry unique reflns 978 Completeness (_total/calc) 175.05% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 734 Fraction of Friedel pairs measured 0.751 Are heavy atom types Z>Si present yes PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 2
0 ALERT level A = In general: serious problem 4 ALERT level B = Potentially serious problem 6 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 6 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
For related literature, see: Gowda et al. (2007a,b,c,d,e,f,g,h,i); Jayalakshmi & Gowda (2004); Klug (1968); Spek (2003).
The title compound was prepared according to the literature method (Jayalakshmi & Gowda, 2004). The purity of the compound was checked by determining its melting point. It was characterized by recording its infrared and NMR spectra (Jayalakshmi & Gowda, 2004). Single crystals of the title compound were obtained from a slow evaporation of its ethanolic solution and used for X-ray diffraction studied at room temperature.
The H atom of the NH group was located in a diffrerence map and its position refined. The carbon-bound H atoms were positioned with idealized geometry and refined using a riding model with C—H = 0.93 Å (CH aromatic) or 0.96 Å (CH3). Isotropic displacement parameters for all H atoms were set equal to 1.2 Ueq (parent atom).
The structural studies of sulfonanilides are of interest as their biological activity is thought to be due to the amide hydrogen portion of the molecules as it can align itself in relation to a receptor site. In the present work, the structure of N-(3,4-dimethylphenyl)-methanesulfonamide (34DMPMSA) has been determined to explore the substituent effects on the solid state structures of sulfonanilides (Gowda et al., 2007a-i). The structure of 34DMPMSA (Fig. 1) is similar to those of N-(phenyl)- methanesulfonamide (PMSA) (Klug, 1968), N-(2-methylphenyl)- methanesulfonamide (2MPMSA)(Gowda et al., 2007d), N-(3-methylphenyl)-methanesulfonamide (3MPMSA)(Gowda et al., 2007b), N-(2,3-dimethylphenyl)-methanesulfonamide (23DMPMSA) (Gowda et al., 2007h), N-(2,4-dimethylphenyl)- methanesulfonamide (24DMPMSA) (Gowda et al., 2007i) and other alkyl sulfonanilides (Gowda et al., 2007a,c,e-g). The conformation of the N—H bond in 34DMPMSA is anti to the meta methyl group similar to the anti conformation observed in N-(3-methylphenyl)-methanesulfonamide (3MPMSA)(Gowda et al., 2007b). The substitution of an additional methyl group at the para position in 3MPMSA to produce 34DMPMSA changes the space group from orthorhombic Pccn to monoclinic P21, in contrast to the change over from orthorhombic Pccn to orthorhombic P212121 space group on an additional methyl group substitution at the ortho position in 3MPMSA to produce N-(2,3-dimethylphenyl)-methanesulfonamide (23DMPMSA)(Gowda et al., 2007h). The bond parameters in 34DMPMSA are similar to those in PMSA, 3MPMSA, 23DMPMSA, 24DMPMSA and other alkyl sulpfonanilides, except for some difference in the torsional angles, C1S2N5C6, S2N5C6C7, S2N5C6C11, O3S2N5C6 and O4S2N5C6. 62.2 (2)°, 75.5 (2)°, -106.6 (2)°, -54.4 (2)°, 177.7 (2)° (PMSA); -64.5 (2)°, 117.1 (2)°, -65.3 (3)°, 51.3 (2)°, 179.1 (2)° (2MPMSA); 57.9 (3)°, 68.1 (4)°, -114.3 (3)°, -57.7 (3)°, 174.7 (3)° (3MPMSA); 71.4 (3)°, 70.1 (4)°, -110.8 (3)°, -44.9 (3)°, -172.6 (3)° (23DMPMSA); -62.9 (3)°, -67.8 (4)°, 113.5 (3)°, 53.1 (3)°, -178.4 (3)° (24DMPMSA); -59.7 (8)°, -58.0 (10)°, 126.2 (7)°, 56.2 (8)°, -175.5 (6)° (34DMPMSA), respectively. The data included for PMSA are the values determined under the present conditions as the literature values were determined by Klug 1968. The N—H hydrogen sits alone on one side of the plane of the phenyl group, while the whole methanesulfonyl group is on the opposite side of the plane, similar to that in other alkyl sulfonanilides. The amide hydrogen is thus available to a receptor molecule during its biological activity. The molecules in 34DMPMSA are packed into chains in the direction of b axis (Fig. 2) through N—H···O hydrogen bonds (Fig. 3 and Table 1).
For related literature, see: Gowda et al. (2007a,b,c,d,e,f,g,h,i); Jayalakshmi & Gowda (2004); Klug (1968); Spek (2003).
Data collection: CAD-4-PC (Enraf–Nonius, 1996); cell refinement: CAD-4-PC; data reduction: REDU4 (Stoe & Cie, 1987); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.
C9H13NO2S | F(000) = 212 |
Mr = 199.26 | Dx = 1.328 Mg m−3 |
Monoclinic, P21 | Cu Kα radiation, λ = 1.54180 Å |
Hall symbol: P 2yb | Cell parameters from 20 reflections |
a = 8.258 (9) Å | θ = 5.4–23.6° |
b = 5.847 (9) Å | µ = 2.64 mm−1 |
c = 10.414 (9) Å | T = 299 K |
β = 97.70 (8)° | Prism, red |
V = 498.3 (10) Å3 | 0.22 × 0.13 × 0.10 mm |
Z = 2 |
Enraf–Nonius CAD-4 diffractometer | 1375 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.034 |
Graphite monochromator | θmax = 67.0°, θmin = 4.3° |
ω scans | h = −9→9 |
Absorption correction: ψ scan (North et al., 1968) | k = −6→6 |
Tmin = 0.565, Tmax = 0.767 | l = 0→12 |
1809 measured reflections | 3 standard reflections every 120 min |
1712 independent reflections | intensity decay: 1.1% |
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)] = 0.082 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.266 | w = 1/[σ2(Fo2) + (0.1519P)2 + 0.6985P] where P = (Fo2 + 2Fc2)/3 |
S = 1.12 | (Δ/σ)max = 0.001 |
1712 reflections | Δρmax = 0.45 e Å−3 |
123 parameters | Δρmin = −0.56 e Å−3 |
2 restraints | Absolute structure: Flack (1983), with 734 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.05 (7) |
C9H13NO2S | V = 498.3 (10) Å3 |
Mr = 199.26 | Z = 2 |
Monoclinic, P21 | Cu Kα radiation |
a = 8.258 (9) Å | µ = 2.64 mm−1 |
b = 5.847 (9) Å | T = 299 K |
c = 10.414 (9) Å | 0.22 × 0.13 × 0.10 mm |
β = 97.70 (8)° |
Enraf–Nonius CAD-4 diffractometer | 1375 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.034 |
Tmin = 0.565, Tmax = 0.767 | 3 standard reflections every 120 min |
1809 measured reflections | intensity decay: 1.1% |
1712 independent reflections |
R[F2 > 2σ(F2)] = 0.082 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.266 | Δρmax = 0.45 e Å−3 |
S = 1.12 | Δρmin = −0.56 e Å−3 |
1712 reflections | Absolute structure: Flack (1983), with 734 Friedel pairs |
123 parameters | Absolute structure parameter: −0.05 (7) |
2 restraints |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.1485 (14) | 0.223 (2) | 0.4455 (12) | 0.088 (3) | |
H1A | 0.0856 | 0.1951 | 0.5151 | 0.106* | |
H1B | 0.0761 | 0.2465 | 0.3665 | 0.106* | |
H1C | 0.2146 | 0.3569 | 0.4647 | 0.106* | |
C6 | 0.3492 (9) | 0.1408 (14) | 0.2002 (7) | 0.0535 (18) | |
C7 | 0.2552 (8) | 0.0009 (17) | 0.1121 (7) | 0.0552 (16) | |
H7 | 0.2202 | −0.1403 | 0.1388 | 0.066* | |
C8 | 0.2127 (9) | 0.0697 (15) | −0.0162 (8) | 0.0571 (19) | |
C9 | 0.2713 (9) | 0.2767 (14) | −0.0574 (8) | 0.0543 (18) | |
C10 | 0.3647 (10) | 0.4145 (14) | 0.0320 (8) | 0.060 (2) | |
H10 | 0.4032 | 0.5537 | 0.0052 | 0.071* | |
C11 | 0.4020 (10) | 0.3495 (14) | 0.1602 (9) | 0.061 (2) | |
H11 | 0.4623 | 0.4463 | 0.2192 | 0.073* | |
C12 | 0.2361 (12) | 0.3477 (17) | −0.1972 (9) | 0.074 (3) | |
H12A | 0.2840 | 0.4949 | −0.2081 | 0.089* | |
H12B | 0.1201 | 0.3562 | −0.2222 | 0.089* | |
H12C | 0.2819 | 0.2375 | −0.2504 | 0.089* | |
C13 | 0.1065 (12) | −0.0813 (17) | −0.1082 (10) | 0.074 (2) | |
H13A | 0.1548 | −0.0992 | −0.1865 | 0.089* | |
H13B | 0.0003 | −0.0132 | −0.1281 | 0.089* | |
H13C | 0.0963 | −0.2283 | −0.0691 | 0.089* | |
N5 | 0.4010 (8) | 0.0667 (12) | 0.3283 (7) | 0.0608 (18) | |
H5N | 0.478 (9) | 0.149 (15) | 0.367 (8) | 0.073* | |
O3 | 0.3720 (8) | −0.0573 (12) | 0.5494 (6) | 0.0723 (18) | |
O4 | 0.1756 (9) | −0.1921 (13) | 0.3693 (7) | 0.084 (2) | |
S2 | 0.2748 (2) | −0.0132 (3) | 0.42799 (18) | 0.0600 (6) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.094 (7) | 0.091 (8) | 0.082 (7) | 0.029 (6) | 0.020 (6) | 0.012 (6) |
C6 | 0.048 (4) | 0.058 (4) | 0.054 (4) | 0.002 (3) | 0.007 (3) | 0.003 (3) |
C7 | 0.055 (4) | 0.052 (4) | 0.060 (4) | 0.000 (4) | 0.012 (3) | −0.001 (4) |
C8 | 0.047 (4) | 0.065 (5) | 0.060 (4) | 0.002 (3) | 0.007 (3) | −0.009 (3) |
C9 | 0.050 (4) | 0.058 (5) | 0.057 (5) | 0.001 (3) | 0.011 (3) | −0.001 (4) |
C10 | 0.062 (4) | 0.056 (4) | 0.061 (5) | −0.005 (3) | 0.008 (4) | 0.002 (3) |
C11 | 0.063 (5) | 0.055 (5) | 0.062 (5) | −0.006 (4) | 0.001 (4) | −0.007 (4) |
C12 | 0.075 (6) | 0.081 (7) | 0.063 (6) | 0.001 (5) | 0.003 (5) | 0.001 (5) |
C13 | 0.080 (5) | 0.071 (6) | 0.070 (6) | −0.009 (5) | 0.001 (4) | −0.014 (4) |
N5 | 0.059 (4) | 0.069 (4) | 0.053 (4) | −0.002 (3) | 0.005 (3) | 0.004 (3) |
O3 | 0.079 (3) | 0.084 (5) | 0.053 (3) | 0.013 (3) | 0.005 (3) | 0.013 (3) |
O4 | 0.087 (5) | 0.089 (5) | 0.078 (5) | −0.023 (4) | 0.018 (4) | 0.001 (4) |
S2 | 0.0616 (10) | 0.0653 (11) | 0.0528 (10) | 0.0061 (10) | 0.0063 (7) | 0.0059 (10) |
C1—S2 | 1.756 (11) | C10—C11 | 1.383 (12) |
C1—H1A | 0.9600 | C10—H10 | 0.9300 |
C1—H1B | 0.9600 | C11—H11 | 0.9300 |
C1—H1C | 0.9600 | C12—H12A | 0.9600 |
C6—C11 | 1.379 (12) | C12—H12B | 0.9600 |
C6—C7 | 1.386 (11) | C12—H12C | 0.9600 |
C6—N5 | 1.413 (10) | C13—H13A | 0.9600 |
C7—C8 | 1.395 (12) | C13—H13B | 0.9600 |
C7—H7 | 0.9300 | C13—H13C | 0.9600 |
C8—C9 | 1.392 (12) | N5—S2 | 1.635 (7) |
C8—C13 | 1.497 (11) | N5—H5N | 0.85 (4) |
C9—C10 | 1.385 (11) | O3—S2 | 1.427 (6) |
C9—C12 | 1.504 (11) | O4—S2 | 1.416 (7) |
S2—C1—H1A | 109.5 | C10—C11—H11 | 120.1 |
S2—C1—H1B | 109.5 | C9—C12—H12A | 109.5 |
H1A—C1—H1B | 109.5 | C9—C12—H12B | 109.5 |
S2—C1—H1C | 109.5 | H12A—C12—H12B | 109.5 |
H1A—C1—H1C | 109.5 | C9—C12—H12C | 109.5 |
H1B—C1—H1C | 109.5 | H12A—C12—H12C | 109.5 |
C11—C6—C7 | 119.6 (8) | H12B—C12—H12C | 109.5 |
C11—C6—N5 | 119.2 (7) | C8—C13—H13A | 109.5 |
C7—C6—N5 | 121.0 (7) | C8—C13—H13B | 109.5 |
C6—C7—C8 | 120.7 (9) | H13A—C13—H13B | 109.5 |
C6—C7—H7 | 119.6 | C8—C13—H13C | 109.5 |
C8—C7—H7 | 119.6 | H13A—C13—H13C | 109.5 |
C9—C8—C7 | 119.5 (8) | H13B—C13—H13C | 109.5 |
C9—C8—C13 | 120.9 (8) | C6—N5—S2 | 123.3 (6) |
C7—C8—C13 | 119.6 (9) | C6—N5—H5N | 113 (7) |
C10—C9—C8 | 119.0 (8) | S2—N5—H5N | 111 (7) |
C10—C9—C12 | 120.5 (8) | O4—S2—O3 | 118.2 (4) |
C8—C9—C12 | 120.5 (8) | O4—S2—N5 | 108.5 (4) |
C11—C10—C9 | 121.4 (8) | O3—S2—N5 | 106.5 (4) |
C11—C10—H10 | 119.3 | O4—S2—C1 | 108.0 (5) |
C9—C10—H10 | 119.3 | O3—S2—C1 | 108.7 (5) |
C6—C11—C10 | 119.8 (8) | N5—S2—C1 | 106.2 (5) |
C6—C11—H11 | 120.1 | ||
C11—C6—C7—C8 | −0.4 (11) | C12—C9—C10—C11 | −178.3 (8) |
N5—C6—C7—C8 | −176.2 (7) | C7—C6—C11—C10 | −1.9 (12) |
C6—C7—C8—C9 | 2.8 (11) | N5—C6—C11—C10 | 174.0 (8) |
C6—C7—C8—C13 | −178.0 (7) | C9—C10—C11—C6 | 1.7 (13) |
C7—C8—C9—C10 | −2.9 (11) | C11—C6—N5—S2 | 126.2 (7) |
C13—C8—C9—C10 | 177.9 (7) | C7—C6—N5—S2 | −58.0 (10) |
C7—C8—C9—C12 | 176.1 (8) | C6—N5—S2—O4 | 56.2 (8) |
C13—C8—C9—C12 | −3.1 (12) | C6—N5—S2—O3 | −175.5 (6) |
C8—C9—C10—C11 | 0.7 (12) | C6—N5—S2—C1 | −59.7 (8) |
D—H···A | D—H | H···A | D···A | D—H···A |
N5—H5N···O3i | 0.85 (4) | 2.23 (5) | 3.055 (10) | 164 (9) |
Symmetry code: (i) −x+1, y+1/2, −z+1. |
Experimental details
Crystal data | |
Chemical formula | C9H13NO2S |
Mr | 199.26 |
Crystal system, space group | Monoclinic, P21 |
Temperature (K) | 299 |
a, b, c (Å) | 8.258 (9), 5.847 (9), 10.414 (9) |
β (°) | 97.70 (8) |
V (Å3) | 498.3 (10) |
Z | 2 |
Radiation type | Cu Kα |
µ (mm−1) | 2.64 |
Crystal size (mm) | 0.22 × 0.13 × 0.10 |
Data collection | |
Diffractometer | Enraf–Nonius CAD-4 |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.565, 0.767 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 1809, 1712, 1375 |
Rint | 0.034 |
(sin θ/λ)max (Å−1) | 0.597 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.082, 0.266, 1.12 |
No. of reflections | 1712 |
No. of parameters | 123 |
No. of restraints | 2 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.45, −0.56 |
Absolute structure | Flack (1983), with 734 Friedel pairs |
Absolute structure parameter | −0.05 (7) |
Computer programs: CAD-4-PC (Enraf–Nonius, 1996), CAD-4-PC, REDU4 (Stoe & Cie, 1987), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), PLATON (Spek, 2003), SHELXL97.
D—H···A | D—H | H···A | D···A | D—H···A |
N5—H5N···O3i | 0.85 (4) | 2.23 (5) | 3.055 (10) | 164 (9) |
Symmetry code: (i) −x+1, y+1/2, −z+1. |
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The structural studies of sulfonanilides are of interest as their biological activity is thought to be due to the amide hydrogen portion of the molecules as it can align itself in relation to a receptor site. In the present work, the structure of N-(3,4-dimethylphenyl)-methanesulfonamide (34DMPMSA) has been determined to explore the substituent effects on the solid state structures of sulfonanilides (Gowda et al., 2007a-i). The structure of 34DMPMSA (Fig. 1) is similar to those of N-(phenyl)- methanesulfonamide (PMSA) (Klug, 1968), N-(2-methylphenyl)- methanesulfonamide (2MPMSA)(Gowda et al., 2007d), N-(3-methylphenyl)-methanesulfonamide (3MPMSA)(Gowda et al., 2007b), N-(2,3-dimethylphenyl)-methanesulfonamide (23DMPMSA) (Gowda et al., 2007h), N-(2,4-dimethylphenyl)- methanesulfonamide (24DMPMSA) (Gowda et al., 2007i) and other alkyl sulfonanilides (Gowda et al., 2007a,c,e-g). The conformation of the N—H bond in 34DMPMSA is anti to the meta methyl group similar to the anti conformation observed in N-(3-methylphenyl)-methanesulfonamide (3MPMSA)(Gowda et al., 2007b). The substitution of an additional methyl group at the para position in 3MPMSA to produce 34DMPMSA changes the space group from orthorhombic Pccn to monoclinic P21, in contrast to the change over from orthorhombic Pccn to orthorhombic P212121 space group on an additional methyl group substitution at the ortho position in 3MPMSA to produce N-(2,3-dimethylphenyl)-methanesulfonamide (23DMPMSA)(Gowda et al., 2007h). The bond parameters in 34DMPMSA are similar to those in PMSA, 3MPMSA, 23DMPMSA, 24DMPMSA and other alkyl sulpfonanilides, except for some difference in the torsional angles, C1S2N5C6, S2N5C6C7, S2N5C6C11, O3S2N5C6 and O4S2N5C6. 62.2 (2)°, 75.5 (2)°, -106.6 (2)°, -54.4 (2)°, 177.7 (2)° (PMSA); -64.5 (2)°, 117.1 (2)°, -65.3 (3)°, 51.3 (2)°, 179.1 (2)° (2MPMSA); 57.9 (3)°, 68.1 (4)°, -114.3 (3)°, -57.7 (3)°, 174.7 (3)° (3MPMSA); 71.4 (3)°, 70.1 (4)°, -110.8 (3)°, -44.9 (3)°, -172.6 (3)° (23DMPMSA); -62.9 (3)°, -67.8 (4)°, 113.5 (3)°, 53.1 (3)°, -178.4 (3)° (24DMPMSA); -59.7 (8)°, -58.0 (10)°, 126.2 (7)°, 56.2 (8)°, -175.5 (6)° (34DMPMSA), respectively. The data included for PMSA are the values determined under the present conditions as the literature values were determined by Klug 1968. The N—H hydrogen sits alone on one side of the plane of the phenyl group, while the whole methanesulfonyl group is on the opposite side of the plane, similar to that in other alkyl sulfonanilides. The amide hydrogen is thus available to a receptor molecule during its biological activity. The molecules in 34DMPMSA are packed into chains in the direction of b axis (Fig. 2) through N—H···O hydrogen bonds (Fig. 3 and Table 1).