Substituted nitro benzoic acids

(Last updated March 2026)

Embedded image

Figure . The molecular diagram of substituted nitro benzoic acids.

CSP studies

REFCODE	VOLZEC
Formula	C7 H4 N1 O4 Cl1
Common Name	2-chloro-4-nitrobenzoic acid
IUPAC Systematic Name	2-chloro-4-nitrobenzoic acid
Other Names
CSD Refcodes	VOLZEC, VOLZEC01

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\2chloro_4nitro_benzoicacid
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	IKEXOM
Formula	C7 H4 N1 O4 Cl1 - H2 O1
Common Name	2-chloro-4-nitrobenzoic acid monohydrate
IUPAC Systematic Name	2-chloro-4-nitrobenzoic acid monohydrate
Other Names
CSD Refcodes	IKEXOM

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\2chloro_4nitro_benzoicacid_monohydrate
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	CLNBZA
Formula	C7 H4 N1 O4 Cl1
Common Name	2-chloro-5-nitrobenzoic acid
IUPAC Systematic Name	2-chloro-5-nitrobenzoic acid
Other Names
CSD Refcodes	CLNBZA

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\2chloro_5nitro_benzoicacid
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	CLNBAM
Formula	C7 H4 N1 O4 Cl1 - H2 O1
Common Name	2-chloro-5-nitrobenzoic acid monohydrate
IUPAC Systematic Name	2-chloro-5-nitrobenzoic acid monohydrate
Other Names
CSD Refcodes

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\2chloro_5nitro_benzoicacid_monohydrate
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	QUPSEC
Formula	C7 H5 N1 O5
Common Name	2-hydroxy-4-nitrobenzoic acid
IUPAC Systematic Name	2-hydroxy-4-nitrobenzoic acid
Other Names
CSD Refcodes	QUPSEC

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\2hydroxy_4nitro_benzoicacid
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	OHNBMH
Formula	C7 H5 N1 O5 - H2 O1
Common Name	2-hydroxy-4-nitrobenzoic acid monohydrate
IUPAC Systematic Name	2-hydroxy-4-nitrobenzoic acid monohydrate
Other Names
CSD Refcodes

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\2hydroxy_4nitro_benzoicacid_monohydrate
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	QUPROL
Formula	C8 H7 N1 O4
Common Name	2-methyl-4-nitrobenzoic acid
IUPAC Systematic Name	2-methyl-4-nitrobenzoic acid
Other Names
CSD Refcodes	QUPROL, QUPROL01

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\2methyl_4nitro_benzoicacid
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	MENBZM
Formula	C8 H7 N1 O4 - H2 O1
Common Name	2-methyl-4-nitrobenzoic acid monohydrate
IUPAC Systematic Name	2-methyl-4-nitrobenzoic acid monohydrate
Other Names
CSD Refcodes

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\2methyl_4nitro_benzoicacid_monohydrate
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	CLNBAA
Formula	C7 H4 N1 O4 Cl1
Common Name	4-chloro-2-nitrobenzoic acid
IUPAC Systematic Name	4-chloro-2-nitrobenzoic acid
Other Names
CSD Refcodes	Not on CSD yet

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\4chloro_2nitro_benzoicacid
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	CLNBZM
Formula	C7 H4 N1 O4 Cl1 - H2 O1
Common Name	4-chloro-2-nitrobenzoic acid monohydrate
IUPAC Systematic Name	4-chloro-2-nitrobenzoic acid monohydrate
Other Names
CSD Refcodes

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\4chloro_2nitro_benzoicacid_monohydrate
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

REFCODE	QUPSUS
Formula	C7 H4 N1 O4 Cl1
Common Name	5-chloro-2-nitrobenzoic acid
IUPAC Systematic Name	5-chloro-2-nitrobenzoic acid
Other Names
CSD Refcodes	QUPSUS

Search Identifier	A
Scientist	Agris Berzins
Date	2018
Publication	Berzins A, Kons A, Sarsuns K, Belyakov S, Actins A, Crystal Growth & Design 2020, 20 (9), 5767-5784 DOI: Open paper (10.1021/acs.cgd.0c00331)
Energy model	1
Study_ID	10
Programs	CrystalPredictor, CrystalOptimizer, DMACRYS (2.3.0)
Location on S Drive	\\CHEMISTRY_CPOSS\\Agris\\5chloro_2nitro_benzoicacid
Potential Description	CrystalOptimizer MO62X/6-31G(d,p) intramolecular + GDMA2.2(MO62X/6-31G(d,p)) DMA + FIT
Intramolecular Description	M062X/6-31G(d,p)

Embedded image

Figure . Crystal energy landscape of substituted nitro benzoic acids from previous work. Left: anhydrous systems. Right: monohydrates. From top to bottom, 2C4NBA, 2C5NBA, 2H4NBA, 2M4NBA, 4C2NBA, 5C2NBA.

CSD structures (CSD version 6.01)

Table . Crystallographic information for CSD entries for substituted nitro benzoic acids. Different polymorphs are coloured differently.

REFCODE	space group	Z’	a / Å	b / Å	c / Å	α / °	β / °	γ / °	density / g cm^-3	Form
IKEXOM	P-1	1.0	7.28710	7.93950	8.5516	117.58	95.8	93.48	1.6839	None
VOLZEC	P21/c	1.0	10.833	5.8573	13.497	90.0	105.734	90.0	1.6241	Form I
VOLZEC01	P21/c	4.0	14.209	29.43	7.735	90.0	93.619	90.0	1.6589	Form II
CLNBZA	P21/c	1.0	5.86	5.13	26.6500	90.0	97.98	90.0	1.6874	Form I
CLNBZA01	P21/c	1.0	5.8681	5.1261	26.8664	90.0	98.4857	90.0	1.6749	Form I
QUPSEC	P21/c	1.0	3.80150	11.6936	16.2761	90.0	94.506	90.0	1.6862	Form I
QUPROL	P21/c	1.0	4.9248	11.8428	13.6012	90.0	92.036	90.0	1.5177	Form I
QUPROL01	P-1	1.0	3.86630	8.41110	12.4646	95.797	90.296	94.661	1.4968	Form II
QUPSUS	P-1	2.0	8.1232	9.43250	10.8858	97.051	97.933	90.026	1.6332	Form I

Table . Experimental information for CSD entries for substituted nitro benzoic acids.

REFCODE	space group	R factor	T / K	Year	Comments
IKEXOM	P-1	2.87	at 118 K	2011	10.1039/c0ce00361a
VOLZEC	P21/c	4.65	at 297 K	2008	10.1039/b812017j
VOLZEC01	P21/c	4.72	at 298 K	2008	10.1039/b812017j
CLNBZA	P21/c	9.0	None	1962	10.1039/JR9620001767
CLNBZA01	P21/c	5.64	293 K	2020	10.1021/acs.cgd.0c00331
QUPSEC	P21/c	4.88	290 K	2020	10.1021/acs.cgd.0c00331
QUPROL	P21/c	3.61	293 K	2020	10.1021/acs.cgd.0c00331
QUPROL01	P-1	5.28	290 K	2020	10.1021/acs.cgd.0c00331
QUPSUS	P-1	4.29	290 K	2020	10.1021/acs.cgd.0c00331

Make this table include whether polymorphs are solution-grown, sublimation grown, templated or otherwise. Add references.

Substituted nitro benzoic acids

CSP studies

CSD structures (CSD version 6.01)

Other notes

Dataset downloads