{"id":"https://openalex.org/W2004560422","doi":"https://doi.org/10.1016/j.molstruc.2008.11.037","title":"Absolute configuration and crystal packing for three chiral drugs prone to spontaneous resolution: Guaifenesin, methocarbamol and mephenesin","display_name":"Absolute configuration and crystal packing for three chiral drugs prone to spontaneous resolution: Guaifenesin, methocarbamol and mephenesin","publication_year":2008,"publication_date":"2008-12-05","ids":{"openalex":"https://openalex.org/W2004560422","doi":"https://doi.org/10.1016/j.molstruc.2008.11.037","mag":"2004560422"},"language":"en","primary_location":{"id":"doi:10.1016/j.molstruc.2008.11.037","doi":"https://doi.org/10.1016/j.molstruc.2008.11.037","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.molstruc.2008.11.037","pdf_url":null,"source":{"id":"https://openalex.org/S203479135","display_name":"Journal of Molecular Structure","issn_l":"0022-2860","issn":["0022-2860","1872-8014"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-d","jufo-1","ki-jl-1","norway-1","poland-70","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Molecular Structure","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5007169239","display_name":"Alexander A. Bredikhin","orcid":"https://orcid.org/0000-0001-6948-2739","observed_orcids":["https://orcid.org/0000-0001-6948-2739"]},"institutions":[{"id":"https://openalex.org/I1313323035","display_name":"Russian Academy of Sciences","ror":"https://ror.org/05qrfxd25","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035"]},{"id":"https://openalex.org/I4210131217","display_name":"A.E. Arbuzov Institute of Organic and Physical Chemistry","ror":"https://ror.org/03jty3219","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210131217","https://openalex.org/I4210145551"]}],"countries":["RU"],"is_corresponding":true,"raw_author_name":"Alexander A. Bredikhin","raw_affiliation_strings":["A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation","institution_ids":["https://openalex.org/I1313323035","https://openalex.org/I4210131217"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5053165339","display_name":"Aidar T. Gubaidullin","orcid":"https://orcid.org/0000-0002-8114-7025","observed_orcids":["https://orcid.org/0000-0002-8114-7025"]},"institutions":[{"id":"https://openalex.org/I1313323035","display_name":"Russian Academy of Sciences","ror":"https://ror.org/05qrfxd25","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035"]},{"id":"https://openalex.org/I4210131217","display_name":"A.E. Arbuzov Institute of Organic and Physical Chemistry","ror":"https://ror.org/03jty3219","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210131217","https://openalex.org/I4210145551"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Aidar T. Gubaidullin","raw_affiliation_strings":["A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation","institution_ids":["https://openalex.org/I1313323035","https://openalex.org/I4210131217"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5001272222","display_name":"Zemfira A. Bredikhina","orcid":"https://orcid.org/0000-0002-7518-6407","observed_orcids":["https://orcid.org/0000-0002-7518-6407"]},"institutions":[{"id":"https://openalex.org/I1313323035","display_name":"Russian Academy of Sciences","ror":"https://ror.org/05qrfxd25","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035"]},{"id":"https://openalex.org/I4210131217","display_name":"A.E. Arbuzov Institute of Organic and Physical Chemistry","ror":"https://ror.org/03jty3219","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210131217","https://openalex.org/I4210145551"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Zemfira A. Bredikhina","raw_affiliation_strings":["A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation","institution_ids":["https://openalex.org/I1313323035","https://openalex.org/I4210131217"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5113213941","display_name":"Dmitry B. Krivolapov","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I1313323035","display_name":"Russian Academy of Sciences","ror":"https://ror.org/05qrfxd25","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035"]},{"id":"https://openalex.org/I4210131217","display_name":"A.E. Arbuzov Institute of Organic and Physical Chemistry","ror":"https://ror.org/03jty3219","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210131217","https://openalex.org/I4210145551"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Dmitry B. Krivolapov","raw_affiliation_strings":["A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation","institution_ids":["https://openalex.org/I1313323035","https://openalex.org/I4210131217"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5086778806","display_name":"Alexander V. Pashagin","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I1313323035","display_name":"Russian Academy of Sciences","ror":"https://ror.org/05qrfxd25","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035"]},{"id":"https://openalex.org/I4210131217","display_name":"A.E. Arbuzov Institute of Organic and Physical Chemistry","ror":"https://ror.org/03jty3219","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210131217","https://openalex.org/I4210145551"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Alexander V. Pashagin","raw_affiliation_strings":["A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation","institution_ids":["https://openalex.org/I1313323035","https://openalex.org/I4210131217"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5059712951","display_name":"I.\u0410. Litvinov","orcid":"https://orcid.org/0000-0003-4991-1908","observed_orcids":["https://orcid.org/0000-0003-4991-1908"]},"institutions":[{"id":"https://openalex.org/I1313323035","display_name":"Russian Academy of Sciences","ror":"https://ror.org/05qrfxd25","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035"]},{"id":"https://openalex.org/I4210131217","display_name":"A.E. Arbuzov Institute of Organic and Physical Chemistry","ror":"https://ror.org/03jty3219","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210131217","https://openalex.org/I4210145551"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Igor A. Litvinov","raw_affiliation_strings":["A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Arbuzov St., 8, Kazan 420088, Tatarstan, Russian Federation","institution_ids":["https://openalex.org/I1313323035","https://openalex.org/I4210131217"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5007169239"],"corresponding_institution_ids":["https://openalex.org/I1313323035","https://openalex.org/I4210131217"],"apc_list":{"value":3360,"currency":"USD","value_usd":3360},"apc_paid":null,"fwci":1.4141,"has_fulltext":false,"cited_by_count":34,"citation_normalized_percentile":{"value":0.79676631,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":87,"max":97},"biblio":{"volume":"920","issue":"1-3","first_page":"377","last_page":"382"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10464","display_name":"Crystal structures of chemical compounds","score":0.8095999956130981,"subfield":{"id":"https://openalex.org/subfields/1604","display_name":"Inorganic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10464","display_name":"Crystal structures of chemical compounds","score":0.8095999956130981,"subfield":{"id":"https://openalex.org/subfields/1604","display_name":"Inorganic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T12748","display_name":"Molecular spectroscopy and chirality","score":0.10130000114440918,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10908","display_name":"Analytical Chemistry and Chromatography","score":0.032999999821186066,"subfield":{"id":"https://openalex.org/subfields/1602","display_name":"Analytical Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/guaifenesin","display_name":"guaifenesin","score":0.8849999904632568},{"id":"https://openalex.org/keywords/methocarbamol","display_name":"methocarbamol","score":1.0},{"id":"https://openalex.org/keywords/mephenesin","display_name":"mephenesin","score":1.0},{"id":"https://openalex.org/keywords/chiral-drugs","display_name":"chiral drugs","score":0.8190000057220459},{"id":"https://openalex.org/keywords/absolute-configuration","display_name":"absolute configuration","score":0.8080000281333923},{"id":"https://openalex.org/keywords/spontaneous-resolution","display_name":"spontaneous resolution","score":0.7699999809265137},{"id":"https://openalex.org/keywords/conglomerate-formation","display_name":"conglomerate formation","score":0.7350000143051147},{"id":"https://openalex.org/keywords/racemic-compounds","display_name":"racemic compounds","score":0.6890000104904175},{"id":"https://openalex.org/keywords/enantiopure-compounds","display_name":"enantiomerically pure compounds","score":0.871999979019165},{"id":"https://openalex.org/keywords/crystal-packing","display_name":"crystal packing","score":0.8949999809265137},{"id":"https://openalex.org/keywords/flack-parameter","display_name":"Flack parameter","score":0.8769999742507935}],"concepts":[{"id":"https://openalex.org/C93237805","wikidata":"https://www.wikidata.org/wiki/Q5375227","display_name":"Enantiopure drug","level":4,"score":0.9697725176811218},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9039610028266907},{"id":"https://openalex.org/C25170562","wikidata":"https://www.wikidata.org/wiki/Q2052053","display_name":"Absolute configuration","level":2,"score":0.6069822311401367},{"id":"https://openalex.org/C138268822","wikidata":"https://www.wikidata.org/wiki/Q1051925","display_name":"Resolution (logic)","level":2,"score":0.48174452781677246},{"id":"https://openalex.org/C156217769","wikidata":"https://www.wikidata.org/wiki/Q1050046","display_name":"Chiral resolution","level":3,"score":0.47603750228881836},{"id":"https://openalex.org/C2781285689","wikidata":"https://www.wikidata.org/wiki/Q21921428","display_name":"Crystal (programming language)","level":2,"score":0.47102317214012146},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.351144403219223},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.3278498649597168},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3234521150588989},{"id":"https://openalex.org/C486523","wikidata":"https://www.wikidata.org/wiki/Q494483","display_name":"Enantiomer","level":2,"score":0.21643352508544922},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.1517019271850586},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.06733137369155884},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.0},{"id":"https://openalex.org/C199360897","wikidata":"https://www.wikidata.org/wiki/Q9143","display_name":"Programming language","level":1,"score":0.0},{"id":"https://openalex.org/C154945302","wikidata":"https://www.wikidata.org/wiki/Q11660","display_name":"Artificial intelligence","level":1,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1016/j.molstruc.2008.11.037","doi":"https://doi.org/10.1016/j.molstruc.2008.11.037","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.molstruc.2008.11.037","pdf_url":null,"source":{"id":"https://openalex.org/S203479135","display_name":"Journal of Molecular Structure","issn_l":"0022-2860","issn":["0022-2860","1872-8014"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-d","jufo-1","ki-jl-1","norway-1","poland-70","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Molecular Structure","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":16,"referenced_works":["https://openalex.org/W1512177901","https://openalex.org/W1576092319","https://openalex.org/W1966339908","https://openalex.org/W1972950574","https://openalex.org/W1974454987","https://openalex.org/W1989656621","https://openalex.org/W2035248303","https://openalex.org/W2042903195","https://openalex.org/W2063334178","https://openalex.org/W2085726649","https://openalex.org/W2099287297","https://openalex.org/W2110053105","https://openalex.org/W2114312014","https://openalex.org/W2128179591","https://openalex.org/W2312500349","https://openalex.org/W2320871107"],"related_works":["https://openalex.org/W1989656621","https://openalex.org/W2002487407","https://openalex.org/W2033769380","https://openalex.org/W2001566895","https://openalex.org/W2035248303","https://openalex.org/W3165031639","https://openalex.org/W2346296361","https://openalex.org/W2014381774","https://openalex.org/W1824684304","https://openalex.org/W2149944935"],"abstract_inverted_index":null,"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":2},{"year":2021,"cited_by_count":3},{"year":2020,"cited_by_count":1},{"year":2018,"cited_by_count":2},{"year":2017,"cited_by_count":3},{"year":2016,"cited_by_count":2},{"year":2015,"cited_by_count":3},{"year":2014,"cited_by_count":4},{"year":2013,"cited_by_count":2},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-10T11:39:43.021295","created_date":"2016-06-24T00:00:00"}
