3-Bromo-2-[4-(methyl-sulfan-yl)phen-yl]-5,6,7,8-tetra-hydro-1,3-benzo-thia-zolo[3,2-a]imidazole

In the title mol-ecule, C16H15BrN2S2, the central imidazo[2,1-b]thia-zole fragment is almost planar (r.m.s. deviation = 0.012 Å), and the fused 5,6,7,8-tetra-hydro-benzene ring adopts an unsymmetrical half-chair conformation. The dihedral angle between the imidazo[2,1-b]thia-zole and benzene planes...

Full description

Saved in:
Bibliographic Details
Published inActa crystallographica. Section E, Structure reports online Vol. 70; no. Pt 5; pp. o596 - o597
Main Authors Bunev, Alexander S, Sukhonosova, Elena V, Statsyuk, Vladimir E, Ostapenko, Gennady I, Khrustalev, Victor N
Format Journal Article
LanguageEnglish
Published United States International Union of Crystallography 01.05.2014
Subjects
Organic Papers
Online AccessGet full text

Cover

Abstract In the title mol-ecule, C16H15BrN2S2, the central imidazo[2,1-b]thia-zole fragment is almost planar (r.m.s. deviation = 0.012 Å), and the fused 5,6,7,8-tetra-hydro-benzene ring adopts an unsymmetrical half-chair conformation. The dihedral angle between the imidazo[2,1-b]thia-zole and benzene planes is 18.25 (4)°. The terminal methyl-sulfanyl substituent lies practically within the benzene plane [the dihedral angle between the corresponding planes is 7.20 (10)°] and is turned toward the C-Br bond. In the crystal, mol-ecules form infinite chains along [100] via secondary Br⋯N inter-actions [3.1861 (16) Å]. The chains are arranged at van der Waals distances.
AbstractList In the title mol­ecule, C 16 H 15 BrN 2 S 2 , the central imidazo[2,1- b ]thia­zole fragment is almost planar (r.m.s. deviation = 0.012 Å), and the fused 5,6,7,8-tetra­hydro­benzene ring adopts an unsymmetrical half-chair conformation. The dihedral angle between the imidazo[2,1- b ]thia­zole and benzene planes is 18.25 (4)°. The terminal methyl­sulfanyl substituent lies practically within the benzene plane [the dihedral angle between the corresponding planes is 7.20 (10)°] and is turned toward the C—Br bond. In the crystal, mol­ecules form infinite chains along [100] via secondary Br⋯N inter­actions [3.1861 (16) Å]. The chains are arranged at van der Waals distances.
In the title mol-ecule, C16H15BrN2S2, the central imidazo[2,1-b]thia-zole fragment is almost planar (r.m.s. deviation = 0.012 Å), and the fused 5,6,7,8-tetra-hydro-benzene ring adopts an unsymmetrical half-chair conformation. The dihedral angle between the imidazo[2,1-b]thia-zole and benzene planes is 18.25 (4)°. The terminal methyl-sulfanyl substituent lies practically within the benzene plane [the dihedral angle between the corresponding planes is 7.20 (10)°] and is turned toward the C-Br bond. In the crystal, mol-ecules form infinite chains along [100] via secondary Br⋯N inter-actions [3.1861 (16) Å]. The chains are arranged at van der Waals distances.
Author Sukhonosova, Elena V
Ostapenko, Gennady I
Khrustalev, Victor N
Bunev, Alexander S
Statsyuk, Vladimir E
Author_xml – sequence: 1
  givenname: Alexander S
  surname: Bunev
  fullname: Bunev, Alexander S
  organization: Department of Chemistry and Chemical Technology, Togliatti State University, 14 Belorusskaya St, Togliatti 445667, Russian Federation
– sequence: 2
  givenname: Elena V
  surname: Sukhonosova
  fullname: Sukhonosova, Elena V
  organization: Department of Organic, Bioorganic and Medicinal Chemistry, Samara State University, 1 Akademician Pavlov St, Samara 443011, Russian Federation
– sequence: 3
  givenname: Vladimir E
  surname: Statsyuk
  fullname: Statsyuk, Vladimir E
  organization: Department of Chemistry and Chemical Technology, Togliatti State University, 14 Belorusskaya St, Togliatti 445667, Russian Federation
– sequence: 4
  givenname: Gennady I
  surname: Ostapenko
  fullname: Ostapenko, Gennady I
  organization: Department of Chemistry and Chemical Technology, Togliatti State University, 14 Belorusskaya St, Togliatti 445667, Russian Federation
– sequence: 5
  givenname: Victor N
  surname: Khrustalev
  fullname: Khrustalev, Victor N
  organization: X-Ray Structural Centre, A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Street, B-334, Moscow 119991, Russian Federation
BackLink https://www.ncbi.nlm.nih.gov/pubmed/24860393$$D View this record in MEDLINE/PubMed
BookMark eNpVkFtLxDAQhYOsuBf9Ab74vEJHM03SpC-CLt5gwQf1aVlC2qa20jZrL0L317vFC-vTmTkD3znMlIwqV1lCTpFeIFJ5-YwBpYIFCjmlKpTBAZkMFgzeaG8ek2nTvFOKgfTxiIx9rgLKQjYhmsFN7UoHPqw4zEvbZn0BTVekpoK-ON9kdtA1CC_wpKegtW1tIOuT2gF6DCJbbR20WW5g6wq3Yp4PZp2XeWJ2uz0mh6kpGnvyozPyenf7sniA5dP94-J6CRtE5CC4UtQaGSFKZmM_RsmlElSEPEGeGslSYRQNIhmGGDKGmFJpjVEqjk3sUzYjV9_cTReVNolttatZ6E2dl6butTO5_n-p8ky_uU_NKaIf8B1g_gOo3Udnm1aXeRPbojCVdV2jUfhKKcHYkHW2n_UX8vtV9gVGKnj8
ContentType Journal Article
Copyright Bunev et al. 2014 2014
Copyright_xml – notice: Bunev et al. 2014 2014
DBID NPM
7X8
5PM
DOI 10.1107/S1600536814008976
DatabaseName PubMed
MEDLINE - Academic
PubMed Central (Full Participant titles)
DatabaseTitle PubMed
MEDLINE - Academic
DatabaseTitleList
MEDLINE - Academic
PubMed
Database_xml – sequence: 1
  dbid: NPM
  name: PubMed
  url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed
  sourceTypes: Index Database
DeliveryMethod fulltext_linktorsrc
Discipline Engineering
Chemistry
DocumentTitleAlternate C16H15BrN2S2
EISSN 1600-5368
EndPage o597
ExternalDocumentID 24860393
Genre Journal Article
GroupedDBID 1OC
23M
2WC
4.4
5GY
6J9
930
AAFWJ
ABCQN
ABEML
ABJNI
ACGFO
ACGFS
ACSCC
ADBBV
ADRAZ
AFEBI
AFPKN
ALAGY
ALMA_UNASSIGNED_HOLDINGS
AOIJS
ATUGU
BAFTC
BAWUL
BNHUX
CS3
DIK
EBS
EJD
ESX
F5P
G-S
GROUPED_DOAJ
GX1
H13
HH5
HYE
HZ~
IPNFZ
KQ8
LW6
MK4
M~E
N04
N05
N9A
NPM
O5R
O5S
O9-
OIG
OK1
P2P
P4D
PGMZT
RCJ
RIG
RPM
7X8
5PM
ID FETCH-LOGICAL-p1114-54880ea7b1173ec2c1747850594d14fa73f5a806b799193311f07eaa88ccac203
IEDL.DBID RPM
ISSN 1600-5368
IngestDate Tue Sep 17 20:58:28 EDT 2024
Sat Aug 17 05:49:45 EDT 2024
Wed Oct 09 10:02:58 EDT 2024
IsDoiOpenAccess true
IsOpenAccess true
IsPeerReviewed false
IsScholarly false
Issue Pt 5
Language English
License This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-p1114-54880ea7b1173ec2c1747850594d14fa73f5a806b799193311f07eaa88ccac203
Notes ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
OpenAccessLink https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011264/
PMID 24860393
PQID 1528885330
PQPubID 23479
ParticipantIDs pubmedcentral_primary_oai_pubmedcentral_nih_gov_4011264
proquest_miscellaneous_1528885330
pubmed_primary_24860393
PublicationCentury 2000
PublicationDate 2014-May-01
PublicationDateYYYYMMDD 2014-05-01
PublicationDate_xml – month: 05
  year: 2014
  text: 2014-May-01
  day: 01
PublicationDecade 2010
PublicationPlace United States
PublicationPlace_xml – name: United States
PublicationTitle Acta crystallographica. Section E, Structure reports online
PublicationTitleAlternate Acta Crystallogr Sect E Struct Rep Online
PublicationYear 2014
Publisher International Union of Crystallography
Publisher_xml – name: International Union of Crystallography
SSID ssj0016721
Score 1.6394981
Snippet In the title mol-ecule, C16H15BrN2S2, the central imidazo[2,1-b]thia-zole fragment is almost planar (r.m.s. deviation = 0.012 Å), and the fused...
In the title mol­ecule, C 16 H 15 BrN 2 S 2 , the central imidazo[2,1- b ]thia­zole fragment is almost planar (r.m.s. deviation = 0.012 Å), and the fused...
SourceID pubmedcentral
proquest
pubmed
SourceType Open Access Repository
Aggregation Database
Index Database
StartPage o596
SubjectTerms Organic Papers
Title 3-Bromo-2-[4-(methyl-sulfan-yl)phen-yl]-5,6,7,8-tetra-hydro-1,3-benzo-thia-zolo[3,2-a]imidazole
URI https://www.ncbi.nlm.nih.gov/pubmed/24860393
https://search.proquest.com/docview/1528885330
https://pubmed.ncbi.nlm.nih.gov/PMC4011264
Volume 70
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1bSysxEB7UF_VBvFtv9IAP58DGJptskj5qUYrgQThHEERKdjdLF9pt0fah_qf-if4yZ7Zd8fLm217ZMDOb-YZ8-QbgDENAxTaVTLrEMiV5xpqqKZlLOHW2Nt7FtHf49q9u36ubh-hhCaJqL0xJ2k_i_Lzo9c-LvFtyK4f9pFHxxBp3ty2sCQQm8sYyLBspqxJ9rWLVh2KxfImlTeOf0BRompSduMXkS_K_1HlJ0lrzd1T5lRz5Idtcb8LGAibWL-bD2YIlX2zDaqvqzrYN6x-EBHfAS3ZJvDoWskfFflNb6ElvNn0Z9zJXzKaT3h-ictHBE4sCHZjAspHHD8-m3Un6PGAikCz2xetgNh11c7z8ipPiowxC5p7yfp46PPe7cH999b_VZosGCmyIU5hiEf2d3plYCCN9EiaC1PIjkmhJhcqckVnkLNexQZTYlFKIjKN3nLXo1yTkcg9WikHhD6BuSLaGsnnIY5XqzJJOvbaplqlOOfc1-FWZsoOWoFUHV_jB-KWDAAGrbCKx1mB_btrOcK6k0akcUQPzyejvD5D49ec7GBOlCPYiBg5__OYRrCH4UXPy4jGsjJ7H_gQBxig-LQvz0zKs3gDU_9Qf
link.rule.ids 230,315,733,786,790,870,891,27957,27958,53827,53829
linkProvider National Library of Medicine
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1db9MwFL0a42HjgY_BoHwOiQeQ4taOE9t9hIqpwDohsaFJ0xTZiaNGtGm1pQ_tf-qf6C_j3qZB23iCtyROpDjnOj5XPj4X4B2GQORMJpm0qWGR5DnrRl3JbMqpsrX21tHe4cGx6p9GX8_isy2Im70wa9F-6op2ORq3y2K41lZOx2mn0Yl1vg96mBMInMg7d-AujtdQN0n6bqOrD8VmAROTm84PoSjUFHk7cYPTLxkAU-0lSavNf_PK2_LIa_PN4QP42bxpLTP51Z5Vrp0ubpk4_nNXHsL9DQM9-Fg3P4ItX-7BTq8p_LYH9655FD4GL9knkuyxkJ1H7D1VnJ6PVsur2Si35Wo5H30glRgdXLA4UIEODKs89mi1HM6zywkTgWTOl4vJalkNC7y8wP_tuQxCZi-KcZFZPPdP4PTw80mvzza1GdgU_44Ri2nge6udEFr6NEwFGfHH5P6SiSi3WuaxNVw5jQS0K6UQOUfgrTEYMmnI5T5sl5PSP4MDTY44RBRC7qJM5YYs8JXJlMxUxrlvwdsGowS_BC1o2NJPZlcJcg9M4Ekf24KnNWbJtDbpSBqEW6BvoPnnBvLVvtmCGK39tTeYPP_vJ9_ATv9kcJQcfTn-9gJ2kWNFtUbyJWxXlzP_CnlM5V6vo_Y3AE_1FA
linkToPdf http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1bb9MwFLZgSDAeuAy2lXEZEg8gxY0dO477OArVuGyaBJMmpimyY0eN1qbVlj60_6l_or-Mc5oGdeNtb7k4UuxzcvwdnS_fIeQDuIC02gkqTKapFCynHdkR1GQMO1sn3lj8d_joWB2eyu9n8dlaq68laT-zRbscDNtl0V9yK8fDLGx4YuHJURdyAg4beTh2eXifPIBvNuo0ifpmw62P-KqICQlO-IsrdDeF-k5MwxaMIsDYf0lgxfl_bHmbIrm25_Sekj_N29ZUk8v2pLLtbHZLyPFO03lGnqyQ6P5BPeQ5uefLLfKo2zSA2yKP17QKXxAv6Gek7tGInkv6ETtPTweL-fVkkJtyMZ8OPiFbDA8uaByoIAk0rTzMajHvT93ViPJAUOvL2Wgxr_oFXJ5B3D0XQUTNRTEsnIFz_5Kc9r7-7h7SVY8GOoYoKWmMAcCbxHKeCJ9FGUdB_hhVYByXuUlEHhvNlE0AiHaE4Dxn4ABGa3CdLGJim2yUo9Lvkv0ElXEQMETMSqdyjVL4SjslnHKM-RZ539gphZXAwoYp_WhynQIGgUQeebItslPbLR3XYh1pY-UWSW5Y9N8A1Ne-eQfstNTZXtnl1Z2ffEcennzppT-_Hf_YI5sAtWRNlXxNNqqriX8DcKayb5eO-xeotveU
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=3-Bromo-2-%5B4-%28methyl-sulfan-yl%29phen-yl%5D-5%2C6%2C7%2C8-tetra-hydro-1%2C3-benzo-thia-zolo%5B3%2C2-a%5Dimidazole&rft.jtitle=Acta+crystallographica.+Section+E%2C+Structure+reports+online&rft.au=Bunev%2C+Alexander+S&rft.au=Sukhonosova%2C+Elena+V&rft.au=Statsyuk%2C+Vladimir+E&rft.au=Ostapenko%2C+Gennady+I&rft.date=2014-05-01&rft.issn=1600-5368&rft.eissn=1600-5368&rft.volume=70&rft.spage=o596&rft.epage=o597&rft_id=info:doi/10.1107%2FS1600536814008976&rft.externalDBID=NO_FULL_TEXT
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1600-5368&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1600-5368&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1600-5368&client=summon