Sodium<i>N</i>-bromobenzenesulfonamidate sesquihydrate

Gowda, B.T.; Usha, K.; Kožı́šek, Jozef; Tokarčík, M.; Fueß, H.

doi:10.1107/s1600536807025184

Cited by 6 publications

(9 citation statements)

References 10 publications

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“…The structure of of the title compound ( Fig. 1) resembles those of sodium N-bromo-benzenesulfonamde (Gowda, Usha et al, 2007) and sodium N-chloro-4-chlorobenzenesulfonamde (Gowda, Jyothi et al, 2007). The sodium ion shows octahedral coordination by three O atoms of water molecules and by three sulfonyl O atoms of three different N-bromobenzenesulfonamide anions.…”

Section: S1 Commentmentioning

confidence: 89%

“…The chemistry of N-halo arylsulfonamides is of interest in synthetic, mechanistic, analytical and biological chemistry (Gowda et al, 2005;Gowda & Shetty, 2004;Usha & Gowda, 2006). In the present work, the structure of sodium Nbromo-4-chlorobenzenesulfonamde has been determined to explore the effect substituent on the solid state structures of sulfonamides and N-halo arylsulfonamides (Gowda et al, 2003;Gowda, Foro et al, 2007;Gowda, Jyothi et al, 2007;Gowda, Savitha et al, 2007;Gowda, Srilatha et al, 2007;Gowda, Usha et al, 2007). The structure of of the title compound ( Fig.…”

Section: S1 Commentmentioning

confidence: 94%

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SodiumN-bromo-4-chlorobenzenesulfonamidate sesquihydrate

et al. 2007

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In the structure of the title compound, Na+·C6H4BrClNO2S−·1.5H2O, which crystallizes with two cations, two anions and three water molecules in the asymmetric unit, the sodium ions show octahedral coordination by three O atoms of water molecules and by three sulfonyl O atoms of three different N‐bromobenzenesulfonamide anions. The S—N distances [1.574 (5) and 1.579 (4) Å] are consistent with an S=N double bond. The crystal structure is stabilized by O—H...Br, O—H...N, O—H...O and C—H...Br hydrogen bonds.

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Section: S1 Commentmentioning

confidence: 89%

Section: S1 Commentmentioning

confidence: 94%

SodiumN-bromo-4-chlorobenzenesulfonamidate sesquihydrate

et al. 2007

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“…The chemistry of N-bromo-arylsulfonamides is of interest due to their diverse characteristics (Usha & Gowda, 2006). In the present work, the structure of sodium N-bromo-2,4-dichloro-benzenesulfonamidate (NaNB24DCBSA) has been determined to explore the substituent effects on the solid state structures of arylsulfonamides and N-halo arylsulfonamidates (Gowda et al, 2007a,b;Gowda, Savitha et al 2007;Gowda, Usha et al, 2007). The structure of NaNB24DCBSA (Fig.…”

Section: Commentmentioning

confidence: 99%

“…For related literature, see: Gowda et al (2007a,b); Gowda, Savitha et al (2007); Gowda & Usha (2003); Gowda, Usha et al (2007); Usha & Gowda (2006 Table 1 Hydrogen-bond geometry (Å , ). Data collection: CrysAlis CCD (Oxford Diffraction, 2003); cell refinement: CrysAlis RED (Oxford Diffraction, 2003); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 2002); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997), PLATON (Spek, 2003) and WinGX (Farrugia, 1999).…”

Section: Related Literaturementioning

confidence: 99%

SodiumN-bromo-2,4-dichlorobenzenesulfonamidate sesquihydrate

Gowda¹,

Tokarčík²,

Kožı́šek³

et al. 2007

Acta Cryst E

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Key indicators: single-crystal X-ray study; T = 304 K; mean (C-C) = 0.011 Å; R factor = 0.062; wR factor = 0.177; data-to-parameter ratio = 14.9.The title compound [systematic name: 2 -aqua-diaquabis-( 3 -N-bromo-2,4-dichlorobenzenesulfonamidato)disodium(I)], Na + ÁC 6 H 3 BrCl 2 NO 2 S À Á1.5H 2 O, crystallizes with two sodium cations, two N-bromo-2,4-dichlorobenzenesulfonamidate anions and three water molecules in the asymmetric unit, similar to sodium N-bromobenzenesulfonamidate, sodium Nbromo-4-chlorobenzenesulfonamidate and sodium N-bromo-2methyl-4-chlorobenzenesulfonamidate. A crystallographic twofold rotation axis passes through one of the water molecules. There is no interaction between the nitrogen atoms and sodium ions. The sodium ion shows octahedral coordination by three O atoms of water molecules and by three sulfonyl O atoms of three different N-bromo-2,4-dichlorobenzenesulfonamidate anions. The S-N distance of 1.590 (6) Å is consistent with an S N double bond. The Na + ion coordination in the structure gives rise to several hydrogen bonds between water molecules and N or Br atoms. Experimental Crystal dataNa + ÁC 6 H 3 BrCl 2 NO 2 S À Á1.5H 2 O M r = 707.96 Monoclinic, C2=c a = 11.1170 (15) Å b = 6.780 (1) Å c = 30.567 (4) Å = 99.124 (15) V = 2274.8 (6) Å 3 Z = 4 Mo K radiation = 4.29 mm À1 T = 304 (2) K 0.60 Â 0.33 Â 0.11 mm Data collection Oxford Diffraction Xcalibur CCD diffractometer Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2003; Clark & Reid, 1995) T min = 0.195, T max = 0.627 3121 measured reflections 2200 independent reflections 2094 reflections with I > 2(I) R int = 0.065

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“…For related literature, see: George et al (2000); Gowda & Usha (2003); Gowda, Jyothi et al (2007); Gowda, Kožíšek et al (2007a,b); Gowda, Usha et al (2007); Usha & Gowda (2006).…”

Section: Related Literaturementioning

confidence: 99%

SodiumN-bromo-4-fluorobenzenesulfonamidate sesquihydrate

et al. 2007

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Key indicators: single-crystal X-ray study; T = 299 K; mean (C-C) = 0.015 Å; R factor = 0.070; wR factor = 0.151; data-to-parameter ratio = 14.2.The structure of the title compound, Na + ÁC 6 H 4 BrFNO 2 S À Á-1.5H 2 O, like other sodium N-bromoarylfonamidates, crystallizes with two cations, two anions and three water molecules in the asymmetric unit. The sodium cation shows octahedral coordination by three O atoms of three different water molecules and by three sulfonyl O atoms of three different Nbromo-4-fluorobenzenesulfonamide anions. There is no interaction between the nitrogen atom and sodium ion in the molecule. The S-N distance of 1.591 (6) Å is consistent with an S N double bond. The crystal structure is stabilized by O-HÁ Á ÁN hydrogen bonds. Experimental Crystal data Na + ÁC 6 H 4 BrFNO 2 S À Á1.5H 2 O M r = 303.09 Monoclinic, C2=c a = 10.3985 (8) Å b = 6.7027 (4) Å c = 29.892 (2) Å = 96.710 (8) V = 2069.1 (2) Å 3 Z = 8 Mo K radiation = 4.22 mm À1 T = 299 (2) K 0.44 Â 0.34 Â 0.15 mm Data collection Oxford Diffraction Xcalibur diffractometer Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2006) using a multifaceted crystal model (Clark & Reid, 1995)T min = 0.187, T max = 0.561 6114 measured reflections 2009 independent reflections 1798 reflections with I > 2(I) R int = 0.025

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SodiumN-bromobenzenesulfonamidate sesquihydrate

Cited by 6 publications

References 10 publications

SodiumN-bromo-4-chlorobenzenesulfonamidate sesquihydrate

SodiumN-bromo-4-chlorobenzenesulfonamidate sesquihydrate

SodiumN-bromo-2,4-dichlorobenzenesulfonamidate sesquihydrate

SodiumN-bromo-4-fluorobenzenesulfonamidate sesquihydrate

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