Wikipedia:WikiProject Chemistry/Image Request

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Oct 2006 – Jan 2007, Feb 2007 – Dec 2008, 2011 –

Category:Chemical images that should be in SVG format (1) – Category:Chemical structure quality issues (1) – Category:Disputed chemical diagrams (0)

This is a subpage for image requests on WikiProject Chemistry.

The aim here is to make bring existing articles alive by the use of interesting images. This can be accomplished by:

photographs of samples of chemicals to give readers an idea of what they are beyond a one-dimensional text
photographs of reaction set-ups to see what chemists do
spectacular chemical reactions or similar, such as those shown on Flame test and atomic carbon
adding illustrative 2D or 3D line images to articles
Please place all images on the Commons, so other language wikipedias can benefit from your hard work.
Feel free to add to this list! Also, feel free to jump in and help out!

Requested images

Protein structures

@Boghog:

SERT: PMID 27049939 Coleman JA
CB1R: PMID 27851727 Shao Z, PMID 27768894 Hua T
DOP: PMID 24413399 Fenalti G, (PMID 25686086)
NOP: PMID 26526853 Miller RL
M4 muscarinic: PMID 26958838 Thal DM
P2Y1: PMID 25822790 Zhang D

List your requested images here!

Style guide for drawing molecules.

Structural formulae (2D)

I'm no expert, but it looks like most of the images that are reded out have usable equivalents on regular wikipedia, for example, see Enantiomer. Rbmj (talk) 21:25, 24 October 2010 (UTC)[reply]

Just go ahead and replace them for every equivalent you find. --Leyo 20:15, 25 October 2010 (UTC)[reply]

Ziconotide: if it is not too complex, a structural formula would be nice. --Leyo 13:05, 16 June 2011 (UTC)[reply]

It's not too complex, but it's a pain (no pun intended) to represent accurately because of the disulfide bonds, which is why I chose to use a 3D rendering instead. If you don't mind a structural formula that looks like this, it's certainly doable. Fvasconcellos (t·c) 14:25, 16 June 2011 (UTC)[reply]

I see... Even though not ideal, such a structure would still add to the article IMHO. --Leyo 18:08, 16 June 2011 (UTC)[reply]

Hmm. I'll see what I can do. Fvasconcellos (t·c) 20:54, 25 June 2011 (UTC)[reply]

There is one that is clearer here: http://www.mdpi.com/1660-3397/13/8/4967/htm (Figure 3). But if I draw it, it won't be the same as Fvasconcellos's rendering. If it's a problem, please drop a message here. Georginho (talk) 21:18, 26 April 2016 (UTC)[reply]

Done I'm quite proud of myself.

I added the structure to the infobox. Three things: 1) Figure 3 in the article above contains a mistake: glycine on bottom left is incorrectly drawn (CH₂ instead of NH₂). 2) I compared the structure with the sequence published in an article by an Amgen scientist. According to him, the sequence contains Thr instead of ξ-Thr (top left) per the PubChem link above. 3) I also took a look at the 3D structure in the PDB entry. It seems that it's indeed Thr. All links are in the description page. Contact me if there are concerns. Georginho (talk) 12:03, 28 April 2016 (UTC)[reply]

Aconitine: The structure in the page is unclear. It is indeed quite hard to draw it in ChemDraw. Georginho (talk) 18:53, 25 June 2011 (UTC)[reply]

I've uploaded a clearer structure. Unfortunately, the orientation of the 3D structure no longer matches. Fvasconcellos (t·c) 20:54, 25 June 2011 (UTC)[reply]

That is much clearer! Thanks.

I've created a 3D model, but I can't get the methoxy group behind the piperidine ring to the front. Benjah-bmm27 may want to take a look at his model and rotate it. Georginho (talk) 10:27, 26 June 2011 (UTC)[reply]

I've matched the absolute configuration of my model with the one provided by SciFinder. The absolute configuration is correct, but I'm going to wait whether Benjah-bmm27 would like to use his model and rotate it. Georginho (talk) 09:43, 13 July 2011 (UTC)[reply]

Phosphatidylinositol phosphates, Phosphatidylinositol (3,4,5)-trisphosphate, Phosphatidylinositol 3,4-bisphosphate, Phosphatidylinositol 3-phosphate --Leyo 17:59, 17 November 2010 (UTC)[reply]

Phosphatidylinositol 3-phosphate:

You can read the description to see the issue, including the old version.

Georginho (talk) 10:19, 2 April 2011 (UTC)[reply]

http://commons.wikimedia.org/wiki/File:Phosphatidylinositol_3-phosphate_with_flat_six-membered_ring.png

And it is screwed up. So, this is the PNG version.

Georginho (talk) 10:21, 2 April 2011 (UTC)[reply]

Is it not the case that phosphatidyl refers to a family of structures, rather than one in particular? We should be careful and explicit about this.

It's also important to use image description pages to state where the illustrator got the structure from.

Ben (talk) 13:39, 2 April 2011 (UTC)[reply]

The one I made is the 3-phosphate. If people think that this one is good enough, I will make the other phosphates. Someone else can put the picture in the article page. I am awful at this kind of things.

Regarding the source: yeah, I did not know about that. I assume that the compound depicted in the original article page is the good one.

Georginho (talk) 16:31, 2 April 2011 (UTC)[reply]

Never assume an existing image is correct – find out for sure for yourself from reliable sources. If in doubt, we can help you find out.

It's not just the positions of the phosphate groups on the sugar that vary. A phosphatidyl species is a molecule of glycerol with two of its OH groups acylated to form carboxylate esters, and the third OH group phosphorylated. The phosphate group can itself be an acid or an ester:

You have chosen specific hydrocarbon side chains R¹ and R². It is probably better to leave them as unspecified, for generality. If you want to give a concrete example, as you have done, name the file specifically:

Ben (talk) 01:21, 3 April 2011 (UTC)[reply]

Hmmm, the PubChem reference in the article shows indeed another compound. I'll doublecheck and look for the right compound next weekend.

Georginho (talk) 08:06, 3 April 2011 (UTC)[reply]

As far as I can discern, there is no "right" compound. There are several, and they are all referred to as phosphatidylinositol 3-phosphate. Despite giving a general structure for phospholipids, Stryer later gives phosphatidylinositol 3-phosphate the same specific structure as you. So it may be the case that despite the general name, phosphatidylinositol 3-phosphate usually or always appears in nature as that particular variant. Might need some expert biochemist help here.

Ben (talk) 08:44, 3 April 2011 (UTC)[reply]

Alright, I will leave this section as it is until some help comes.

Georginho (talk) 19:09, 3 April 2011 (UTC)[reply]

Discovery and development of tubulin inhibitors: Several poor quality structural formulae. --Leyo 13:25, 18 October 2011 (UTC)[reply]

FepA#Structure: gif --Leyo 23:38, 16 July 2012 (UTC)[reply]

What should happen with this kind of pictures? Converting it to SVG? Or drawing it from scratch and uploading the PNG? (I can't convert to SVG.)

Georginho (talk) 15:47, 21 September 2013 (UTC)[reply]

SVG and high res. PNG are both fine. --Leyo 23:40, 21 September 2013 (UTC)[reply]

I need some explanation why it's Fe(III) with six negatively charged oxygen. I don't have good knowledge in this aspect. I'm going to do some others, though.

Georginho (talk) 21:07, 27 September 2013 (UTC)[reply]

They should be neutral and the iron identified as "(III)" rather than "3+". For balance, that would leave the "3–" assigned to the cluster as a whole (mentioned in the article text), consistent with the cited ref noting that the original catechol structures begin to become deprotonated at physiological pH. The diagram is conflating the ideas of the oxygens being anions (vs the iron cationic) with a drawn covalent bond. Better might be a 3D diagram of the octahedral geometry anyway (and solves the problem of having to include so much atomic detail:). DMacks (talk) 07:17, 29 September 2013 (UTC)[reply]

I let someone else do that, then. I don't have any molecular-modeling program anymore since my old laptop broke.

Georginho (talk) 15:17, 29 September 2013 (UTC)[reply]

Here's a site with some nice images and refs for structural data: [1]. You could maybe even just export one (I mean, I know one can technically, just a licensing question of using a free applet and fact-of-nature data all hosted on a non-free website as the generator). DMacks (talk) 06:12, 30 September 2013 (UTC)[reply]

I don't know, mate. I never work with Jmol and this exporting thing. Neither do I know about this licensing stuff. I think I'll leave this for somebody else. Thanks for your explanation, though. I appreciate it.

Georginho (talk) 19:10, 30 September 2013 (UTC)[reply]

Calculated 3-d models

CLD chromophore: low quality, JPG --Leyo 18:50, 9 March 2012 (UTC)[reply]

User:Benjah-bmm27 already uploaded a PNG file. The original 2D structure is, however, incorrect, I think. The amine has other substituents. I drew the correct one here.

Molecular formula: C₄₅H₆₄N₄O₃Si₂.

Molar mass: 765.19.

Georginho (talk) 22:30, 21 April 2012 (UTC)[reply]

What makes you believe that the original 2D structure is incorrect? --Leyo 23:29, 21 April 2012 (UTC)[reply]

Sorry, I should have been clearer. I checked the article, http://dx.doi.org/10.1021/cm010463j, which is also available for free from the University of Washington, http://depts.washington.edu/eooptic/publications/files/CLD_ChemMater.pdf.

Georginho (talk) 09:14, 22 April 2012 (UTC)[reply]

I had a rummage in the literature for the structure of CLD. It turns out there are two variants, CLD-1 and CLD-2, with different groups on the amine nitrogen, –NR₂. CLD-1 has 2-((tert-butyldimethylsilyl)oxy)ethyl, i.e. R = CH₂CH₂OSitBuMe₂. CLD-2 has ethyl groups, instead. See doi:10.1126/science.288.5463.119. I'm currently searching for the structure I actually drew, to see if that has been made. --Ben (talk) 11:24, 22 April 2012 (UTC)[reply]

Only computationally, it seems: doi:10.1021/bk-2010-1039.ch003. The question remains, which variant of CLD do we put in the info box at CLD chromophore? --Ben (talk) 11:33, 22 April 2012 (UTC)[reply]

I think CLD-1 and CLD-2 will be fine because they are the synthesized compounds and characterized. If someone wants to expand the article, he or she can include the theoretical results as well.

Georginho (talk) 22:38, 29 April 2012 (UTC)[reply]

Crystal structures

Uranium pentafluoride: poor quality (JPG with compression artifacts) --Leyo 10:17, 3 June 2010 (UTC)[reply]
Is the PNG version better (should be looked at in the chembox size)? --Leyo 07:25, 21 July 2011 (UTC)[reply]
Feh, the .png has pixelation and .jpg-like compression artifacts still. Do you have access to the structure-ref (doi:10.1016/0022-4596(82)90185-2) or other source for the key parameters? My library doesn't have it, but I can request it if nobody else has it either. DMacks (talk) 17:38, 21 September 2011 (UTC)[reply]

Alternately (now that I overhauled the article's singular focus on one of three structural forms!), would the monomer be a more appropriate image than the crystal-structure? DMacks (talk) 18:12, 21 September 2011 (UTC)[reply]
Yes, I do have access. Would you like me to send it to you? My knowledge on this matter is not sufficient to create an image based on these data. --Leyo 14:04, 22 September 2011 (UTC)[reply]
Sure! After looking at the various different forms, this one is probably the most stable so a good image, and maybe also will add the monomer (I think only known via photolysis/matrix-isolation). DMacks (talk) 15:43, 23 September 2011 (UTC)[reply]
Have you got my e-mail? --Leyo 13:26, 10 October 2011 (UTC)[reply]
Working on it. That article is actually only a refinement of a more detailed study that I keep forgetting to grab when I'm in the library. The monomer image I put in the article now looks weird with both elements blueish, will probably fix it to have F green and relatively smaller (or U larger). Is there any standard color I should use for uranium? DMacks (talk) 18:10, 12 October 2011 (UTC)[reply]
Lanthanum(III) oxide, Curium oxide, Promethium(III) oxide, Uranium nitride, Cerium(III) oxide, Neodymium(III) oxide, Praseodymium(III) oxide (all the same structure): poor quality (JPG with compression artifacts) --Leyo 09:39, 6 August 2010 (UTC)[reply]
I wonder how appropriate it is to use a generic idealized lattice geometry like that for specific compounds (or the geometry of one to say "yes, the other is like it")? Even the most simple-minded energy-minimization would likely give different dimensions for different metals. DMacks (talk) 17:38, 21 September 2011 (UTC)[reply]
I'll ask Materialscientist for a statement. --Leyo 14:04, 22 September 2011 (UTC)[reply]

Many compounds share the same structure. There are more than a hundred of such classes with easily several dozen (or more) compounds per class. All such drawings are crude approximations, and even the color and radius of atoms is not systematic because different programs have different default settings (which are time consuming or not possible to tweak). Thus yes, ideally we should draw every structure, which will have slightly different atomic radius, color and bond angle, but in absence of those, reusing one structure is Ok, perhaps with a comment on reuse. On pixelation: I have produced dozens of poor quality drawings in my early time on WP (pixelated jpegs with black background). I'm trying to gradually redraw them all. Sometimes pixelation is limited by the program and the black background hides that (and thus swapping black to white in the image makes things only worse). Materialscientist (talk) 01:37, 23 September 2011 (UTC)[reply]

Since this JPG image is used in 8 articles on en.wikipedia and 9 in other versions, its replacement has a higher priority IMHO. BTW: There are two images used in the corresponding articles on de.wikipedia. Would they be alternatives? --Leyo 07:41, 23 September 2011 (UTC)[reply]

File:Kristallstruktur Lanthanoid-A-Typ.png is the same structure but showing more than one unit cell; it is not much better in quality, IMO. File:Kristallstruktur Indiumoxid.png is a different structure. Indium oxide exists in two forms, both being different from those of lanthanide or actinide oxides. Materialscientist (talk) 07:57, 23 September 2011 (UTC)[reply]

The latter might be used for Curium(III) oxide according to the de.wikipedia article. --Leyo 11:36, 23 September 2011 (UTC)[reply]

Yes, but read their article (it seems correct on structure according to our database). There are three forms. The most stable (α, hexagonal) form corresponds to the former and the least stable (γ, cubic) to the latter picture. Materialscientist (talk) 11:50, 23 September 2011 (UTC)[reply]

Calcium phosphide: If this unsourced addition is true, a crystal structure would be nice. --Leyo 13:32, 25 October 2011 (UTC)[reply]

Reaction mechanisms

b:Proteomics/Protein - Protein Interactions/Cross-linking: low quality images --Leyo 13:11, 15 May 2010 (UTC)[reply]

Barton–McCombie deoxygenation gifs. DMacks (talk) 21:00, 19 July 2011 (UTC)[reply]

Done Aloneinthewild (talk) 13:24, 1 December 2013 (UTC)[reply]

Still file:Barton-McCombie alkylborane mechanism.gif remaining. DMacks (talk) 20:55, 28 July 2014 (UTC)[reply]

Persistent carbene lots of pixelated and poorly aligned bonds, mechanisms, and graphical images of text tables. DMacks (talk) 20:52, 13 August 2014 (UTC)[reply]

Plasmalogen#Biosynthesis: JPG --Leyo 15:30, 4 August 2016 (UTC)[reply]

UV filter#Benzophenones: JPG, too wide margins --Leyo 20:43, 25 June 2019 (UTC)[reply]

Other

Trypanosome H/ACA box snoRNAs (orphaned article) --Leyo 13:04, 19 August 2009 (UTC)[reply]

Hyperconjugation. JPG (including apparent scanned images of minimally-format equations!) and lots of text in the images. DMacks (talk) 02:55, 25 September 2009 (UTC)[reply]

I redrew the three calculation images in the butadiyne/butadiene section as the JPEGs are of lower quality (in my opinion). I think that the rest is clear enough that I don't redraw them. Some of them are yours in PNG and already good. Some of them are indeed in JPEGs, which should/could be converted with an image editor out there by someone who has it. Thanks!

Georginho (talk) 19:29, 31 March 2016 (UTC)[reply]

More O'Ferrall-Jencks plot: Ugly JPGs --Leyo 12:08, 5 January 2012 (UTC)[reply]

Chemical photographs

Have a look at Category:Chemistry pages needing pictures; pages transcluding {{chembox}}, {{drugbox}}, {{protein}}, or {{chemical drawing needed}} automatically categorise all chemical compounds which do not have a picture in their infobox into this category.

Enzyme images

If you have made an enzyme image, please add it to the gallery

Laboratory equipment (photos/graphics)

The main NMR could use a pictuer of a small (60MHz?) NMR to complement the giant research-grade machines shown in the article. 75.41.110.200 (talk) 01:38, 21 March 2010 (UTC)[reply]

A photograph of a chemist's triangle or similar would be nice. --Leyo 19:46, 5 January 2015 (UTC)[reply]

Miscellaneous

Slater-type orbital would really benefit from an image of the radial probability distribution of a STO, especially in comparison to a GTO and a STO-3G composite. I don't have the software or expertise at hand to do this. Eutactic (talk) 02:56, 21 September 2009 (UTC)[reply]

Chemistry pages needing pictures

Have a look at Category:Chemistry pages needing pictures; pages transcluding {{Chemical drawing needed}} automatically categorises pages which have a the request template into this category (replace incorrect drawings with this template), as does the parameter needs-picture=yes in the project banners {{chemistry}} or {{chemicals}}.

Spectra

Has anyone got a31P NMR spectrum (preferably a simple one showing 13C satellites) they can upload to wiki commons?

-- Quantockgoblin (talk) 13:01, 6 October 2009 (UTC)[reply]

The article optical rotatory dispersion could really use an example spectrum -- preferably one showing opposing curves for both enantiomers like http://dmd.aspetjournals.org/content/26/7/681/F2.large.jpg -- Ohnodoctor (talk) 18:09, 30 June 2014 (UTC)[reply]

Unclear/incorrect images

(list pages where people commented on correctness of the image(s), or where image is apparently unclear. See talk page of the page for more information)

Have a look at Category:Chemistry pages needing pictures; pages transcluding {{Chemical drawing needed}} automagically categorises pages which have a the request template into this category (replace incorrect drawings with this template).

Editors willing to take image requests

Ben Mills - I'm always happy to create 3D models (ball-and-stick, space-filling, polyhedral) and I do skeletal formulae and reaction mechanisms too, although not in SVG yet.
Fvasconcellos—glad to take on requests of skeletal formulae in SVG format and high-resolution 3D models in PNG format.
Harbinary, willing to convert existing GIF/PNG/JPG images to high quality SVG:s. Also able to generate 3D space-fillings and ball-and-stick models.
Quantockgoblin - I'll consider requests relating to drawing chemistry lab equipment/techniques.
Rifleman_82 (talk · contribs) - 2D structures in PNG. Drop me a note.
Yikrazuul (talk · contribs) skeletal formulae (SVG) or X-ray protein structures (PNG).
Jon Chui - can help with molecular formulae (SVG), 3D models (PNG), numerical/analytical graphing (SVG), and 3D/2D scientific illustrations (SVG/PNG).
Ronhjones - 2D structures in SVG (drawn with SymyxDraw, and finished with Scribus). Leave a note on my talk page.
LHcheM - 2D structures, reaction mechanisms, biochemical pathways (in .png), some lab chemical photos. Can help with clean-up of images. Drop a note on my talk page.
Setwig - Should be able to help with 2D or 3D models. I have access to the CSD and ICSD for crystal structures, diagrams in png format (probably).