{"doi":"10.1107/s1600536813033217","title":"1-Azaniumylcyclobutane-1-carboxylate monohydrate","abstract":"<jats:p>In the title compound, C<jats:sub>5</jats:sub>H<jats:sub>9</jats:sub>NO<jats:sub>2</jats:sub>·H<jats:sub>2</jats:sub>O, the amino acid is in the usual zwitterionic form involving the α-carboxylate group. The cyclobutane backbone of the amino acid is disordered over two conformations, with occupancies of 0.882 (7) and 0.118 (7). In the crystal, N—H...O and O—H...O hydrogen bonds link the zwitterions [with the water molecule involved as both acceptor (with the NH<jats:sub>3</jats:sub><jats:sup>+</jats:sup>) and donor (through a single carboxylate O from two different aminocyclobutane carboxylate moities)], resulting in a two-dimensional layered structure lying parallel to (100).</jats:p>","journal":"Acta Crystallographica Section E Structure Reports Online","year":2014,"id":656873,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":0,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":1,"is_dataset":false,"is_dataset_confidence":null,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":null,"fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":1465924,"name":"Greg Brewer","orcid":null,"position":1,"is_corresponding":false},{"id":1714654,"name":"Aaron S. Burton","orcid":null,"position":2,"is_corresponding":false},{"id":1714655,"name":"Jason P. Dworkin","orcid":null,"position":3,"is_corresponding":false},{"id":1449941,"name":"Ray J. Butcher","orcid":"0000-0003-2770-7076","position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"resolved":true,"title":"1-Azaniumylcyclobutane-1-carboxylate monohydrate","abstract":"<jats:p>In the title compound, C<jats:sub>5</jats:sub>H<jats:sub>9</jats:sub>NO<jats:sub>2</jats:sub>·H<jats:sub>2</jats:sub>O, the amino acid is in the usual zwitterionic form involving the α-carboxylate group. The cyclobutane backbone of the amino acid is disordered over two conformations, with occupancies of 0.882 (7) and 0.118 (7). In the crystal, N—H...O and O—H...O hydrogen bonds link the zwitterions [with the water molecule involved as both acceptor (with the NH<jats:sub>3</jats:sub><jats:sup>+</jats:sup>) and donor (through a single carboxylate O from two different aminocyclobutane carboxylate moities)], resulting in a two-dimensional layered structure lying parallel to (100).</jats:p>","is_dataset_classified":null,"base_score":0.0,"endowment":0.0,"datacite_reuse_total":1,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":"24764920","pmcid":"PMC3998359","openalex_id":"https://openalex.org/W2307264721","authors":[],"funders":[],"total_grants":0,"fwci":0.0,"citation_percentile":0.15423614,"influential_citations":0,"citation_trend":[],"oa_status":"gold","license":"cc-by","oa_locations":[{"url":"https://journals.iucr.org/e/issues/2014/02/00/zs2282/zs2282.pdf","host_type":"journal"},{"url":"https://journals.iucr.org/e/issues/2014/02/00/zs2282/zs2282.pdf","host_type":"publisher"},{"url":"http://journals.iucr.org/e/issues/2014/02/00/zs2282/zs2282.pdf","host_type":"publisher"},{"url":"https://doi.org/10.1107/s1600536813033217","host_type":"journal"},{"url":"https://pubmed.ncbi.nlm.nih.gov/24764920","host_type":"repository"},{"url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3998359","host_type":"repository"},{"url":"http://citeseerx.ist.psu.edu/viewdoc/summary?doi=10.1.1.688.9273","host_type":""},{"url":"http://hdl.handle.net/2060/20140005696","host_type":"repository"},{"url":"https://doaj.org/article/125f439aa42b4115be0a6574778aaf7d","host_type":"repository"},{"url":"http://doi.org/10.1107/S1600536813033217","host_type":"repository"},{"url":"https://europepmc.org/articles/PMC3998359","host_type":"Europe_PMC"},{"url":"https://europepmc.org/articles/PMC3998359?pdf=render","host_type":"Europe_PMC"}],"fields_of_study":["Crystallography and molecular interactions","Crystal structures of chemical compounds","Chemical Synthesis and Analysis"],"mesh_terms":[],"keywords":["Carboxylate","Hydrogen bond","Chemistry","Molecule","Crystallography","Crystal structure","Acceptor","Cyclobutane","Stereochemistry","Organic chemistry","Physics"],"sdg_mappings":[{"sdg_number":0,"sdg_label":"Clean water and sanitation"}],"linked_datasets":[{"doi":"10.5517/cc110305","title":"CCDC 953405: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"}],"clinical_trials":[],"software_tools":[],"database_accessions":[],"source":"live","citation_network_status":"fetched"},"created_at":"2026-08-11T22:40:30.495005Z","pmid":null,"pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}