Why does the image of cyclo[18]carbon look like a nonagon?How small is the smallest known carbon ring containing only double bonds?Why elemental carbon is solid?Does diamond have a pungent smell like graphite?What elastic polymeric material look like at molecular level?What is Q-carbon? Does it exist?What will “Efavirenz amino alcohol methyl carbamate” look like?What does the crystal field splitting diagram for trigonal planar complexes look like?Why is the buckminsterfullerene the purest form of carbon?
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Why does the image of cyclo[18]carbon look like a nonagon?
How small is the smallest known carbon ring containing only double bonds?Why elemental carbon is solid?Does diamond have a pungent smell like graphite?What elastic polymeric material look like at molecular level?What is Q-carbon? Does it exist?What will “Efavirenz amino alcohol methyl carbamate” look like?What does the crystal field splitting diagram for trigonal planar complexes look like?Why is the buckminsterfullerene the purest form of carbon?
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The $ceC18$ allotrope cyclocarbon has been synthesized and imaged.[1]Science has most details behind a paywall, but this discussion includes an image:
In this octakaidecagonal molecule, each $cecolorblueC$ is bonded viz. $ceC-colorblueC#C$. Yet the above image looks like a nonagon. Why does every other carbon atom stand out as an obvious vertex while the others don't? My thoughts:
- The internal angles are close to $180^circ$, making vertices hard to see. However, I wouldn't expect the internal angles of this octakaidecagon to differ much.
- I wonder if this molecule has a delocalised ring analogous to the one in benzene. On this idea, each of the nine visible edges could alternate between the states $ceC-C#C$, $ceC#C-C$. But this wouldn't explain why "odd" vertices have one appearance while "even" ones have another. I'm not convinced of this idea anyway, because it would average out to $ceC=C=C$, unlike the $1.5$-bonds in benzene.
References:
- Kaiser, K.; Scriven, L. M.; Schulz, F.; Gawel, P.; Gross, L.; Anderson, H. L. An sp-hybridized molecular carbon allotrope, cyclo[18]carbon. Science 2019, eaay1914. DOI: 10.1126/science.aay1914.
organic-chemistry molecular-structure carbon-allotropes
edited Aug 23 at 14:07
Martin - マーチン♦
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asked Aug 16 at 20:19
J.G.J.G.
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The $ceC18$ allotrope cyclocarbon has been synthesized and imaged.[1]Science has most details behind a paywall, but this discussion includes an image:
In this octakaidecagonal molecule, each $cecolorblueC$ is bonded viz. $ceC-colorblueC#C$. Yet the above image looks like a nonagon. Why does every other carbon atom stand out as an obvious vertex while the others don't? My thoughts:
- The internal angles are close to $180^circ$, making vertices hard to see. However, I wouldn't expect the internal angles of this octakaidecagon to differ much.
- I wonder if this molecule has a delocalised ring analogous to the one in benzene. On this idea, each of the nine visible edges could alternate between the states $ceC-C#C$, $ceC#C-C$. But this wouldn't explain why "odd" vertices have one appearance while "even" ones have another. I'm not convinced of this idea anyway, because it would average out to $ceC=C=C$, unlike the $1.5$-bonds in benzene.
References:
- Kaiser, K.; Scriven, L. M.; Schulz, F.; Gawel, P.; Gross, L.; Anderson, H. L. An sp-hybridized molecular carbon allotrope, cyclo[18]carbon. Science 2019, eaay1914. DOI: 10.1126/science.aay1914.
organic-chemistry molecular-structure carbon-allotropes
edited Aug 23 at 14:07
Martin - マーチン♦
34.8k9 gold badges117 silver badges245 bronze badges
asked Aug 16 at 20:19
J.G.J.G.
2411 silver badge5 bronze badges
$endgroup$
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Related: How small is the smallest known carbon ring containing only double bonds?
$endgroup$
– andselisk♦
Aug 16 at 20:39
add a comment |
$begingroup$
The $ceC18$ allotrope cyclocarbon has been synthesized and imaged.[1]Science has most details behind a paywall, but this discussion includes an image:
In this octakaidecagonal molecule, each $cecolorblueC$ is bonded viz. $ceC-colorblueC#C$. Yet the above image looks like a nonagon. Why does every other carbon atom stand out as an obvious vertex while the others don't? My thoughts:
- The internal angles are close to $180^circ$, making vertices hard to see. However, I wouldn't expect the internal angles of this octakaidecagon to differ much.
- I wonder if this molecule has a delocalised ring analogous to the one in benzene. On this idea, each of the nine visible edges could alternate between the states $ceC-C#C$, $ceC#C-C$. But this wouldn't explain why "odd" vertices have one appearance while "even" ones have another. I'm not convinced of this idea anyway, because it would average out to $ceC=C=C$, unlike the $1.5$-bonds in benzene.
References:
- Kaiser, K.; Scriven, L. M.; Schulz, F.; Gawel, P.; Gross, L.; Anderson, H. L. An sp-hybridized molecular carbon allotrope, cyclo[18]carbon. Science 2019, eaay1914. DOI: 10.1126/science.aay1914.
organic-chemistry molecular-structure carbon-allotropes
edited Aug 23 at 14:07
Martin - マーチン♦
34.8k9 gold badges117 silver badges245 bronze badges
asked Aug 16 at 20:19
J.G.J.G.
2411 silver badge5 bronze badges
$endgroup$
The $ceC18$ allotrope cyclocarbon has been synthesized and imaged.[1]Science has most details behind a paywall, but this discussion includes an image:
In this octakaidecagonal molecule, each $cecolorblueC$ is bonded viz. $ceC-colorblueC#C$. Yet the above image looks like a nonagon. Why does every other carbon atom stand out as an obvious vertex while the others don't? My thoughts:
- The internal angles are close to $180^circ$, making vertices hard to see. However, I wouldn't expect the internal angles of this octakaidecagon to differ much.
- I wonder if this molecule has a delocalised ring analogous to the one in benzene. On this idea, each of the nine visible edges could alternate between the states $ceC-C#C$, $ceC#C-C$. But this wouldn't explain why "odd" vertices have one appearance while "even" ones have another. I'm not convinced of this idea anyway, because it would average out to $ceC=C=C$, unlike the $1.5$-bonds in benzene.
References:
- Kaiser, K.; Scriven, L. M.; Schulz, F.; Gawel, P.; Gross, L.; Anderson, H. L. An sp-hybridized molecular carbon allotrope, cyclo[18]carbon. Science 2019, eaay1914. DOI: 10.1126/science.aay1914.
organic-chemistry molecular-structure carbon-allotropes
organic-chemistry molecular-structure carbon-allotropes
edited Aug 23 at 14:07
Martin - マーチン♦
34.8k9 gold badges117 silver badges245 bronze badges
asked Aug 16 at 20:19
J.G.J.G.
2411 silver badge5 bronze badges
edited Aug 23 at 14:07
Martin - マーチン♦
34.8k9 gold badges117 silver badges245 bronze badges
asked Aug 16 at 20:19
J.G.J.G.
2411 silver badge5 bronze badges
edited Aug 23 at 14:07
Martin - マーチン♦
34.8k9 gold badges117 silver badges245 bronze badges
edited Aug 23 at 14:07
Martin - マーチン♦
34.8k9 gold badges117 silver badges245 bronze badges
edited Aug 23 at 14:07
Martin - マーチン♦
34.8k9 gold badges117 silver badges245 bronze badges
34.8k9 gold badges117 silver badges245 bronze badges
asked Aug 16 at 20:19
J.G.J.G.
2411 silver badge5 bronze badges
asked Aug 16 at 20:19
J.G.J.G.
2411 silver badge5 bronze badges
asked Aug 16 at 20:19
J.G.J.G.
2411 silver badge5 bronze badges
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Related: How small is the smallest known carbon ring containing only double bonds?
$endgroup$
– andselisk♦
Aug 16 at 20:39
add a comment |
$begingroup$
Related: How small is the smallest known carbon ring containing only double bonds?
$endgroup$
– andselisk♦
Aug 16 at 20:39
$begingroup$
Related: How small is the smallest known carbon ring containing only double bonds?
$endgroup$
– andselisk♦
Aug 16 at 20:39
$begingroup$
Related: How small is the smallest known carbon ring containing only double bonds?
$endgroup$
– andselisk♦
Aug 16 at 20:39
add a comment |
1 Answer
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The first thing to say is that I'm not sure where that image is taken from; it's neither in the original article nor in the supporting information to the article. Therefore, it appears to be more of an "artist's impression" rather than an actual atomic force microscopy (AFM) image, which is what was reported in the paper.
Nevertheless, the actual AFM images of $ceC18$ are in Figs. 3Q and 3R. They are referred to as "AFM far" and "AFM close" respectively because of the height of the probe ($Delta z$):
![AFM images of cyclo[18]carbon](https://i.stack.imgur.com/pkXI2.png)
One can indeed see that there is 9-fold symmetry (technically, $D_mathrm9h$). This implies that $ceC18$ has a 'polyyne' structure in which there are two different types of bonds $ce-C#C-C#C-phantom$, rather than a 'cumulene' structure in which every bond is equivalent $ce=C=C=C=C=$ (prior to this, computational studies had been equivocal as to which form was more stable).
The bright spots within the ring do not correspond to carbon atoms, but rather to carbon–carbon triple bonds. This is consistent with the AFM images obtained for other similar intermediates in the synthesis of cyclo[18]carbon. In the authors' own words:
Assigning the bright features in the “AFM far” images to the location of triple bonds, we observed curved polyyne segments with the expected number of triple bonds: 5 in $ceC22O4$ and 8 in $ceC20O2$. At small tip height, we observed sharp bond-like features with corners at the assigned positions of triple bonds and straight lines in between. This contrast was explained by CO tip relaxation, in that maxima in the potential energy landscape, from which the tip apex was repelled, were located above the triple bonds because of their high electron density. In between these maxima, ridges in the potential landscape led to straight bond-like features.
(The two bright spots outside the ring are due to individual $ceCO$ molecules.)
answered Aug 16 at 21:01
orthocresol♦orthocresol
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The first thing to say is that I'm not sure where that image is taken from; it's neither in the original article nor in the supporting information to the article. Therefore, it appears to be more of an "artist's impression" rather than an actual atomic force microscopy (AFM) image, which is what was reported in the paper.
Nevertheless, the actual AFM images of $ceC18$ are in Figs. 3Q and 3R. They are referred to as "AFM far" and "AFM close" respectively because of the height of the probe ($Delta z$):
One can indeed see that there is 9-fold symmetry (technically, $D_mathrm9h$). This implies that $ceC18$ has a 'polyyne' structure in which there are two different types of bonds $ce-C#C-C#C-phantom$, rather than a 'cumulene' structure in which every bond is equivalent $ce=C=C=C=C=$ (prior to this, computational studies had been equivocal as to which form was more stable).
The bright spots within the ring do not correspond to carbon atoms, but rather to carbon–carbon triple bonds. This is consistent with the AFM images obtained for other similar intermediates in the synthesis of cyclo[18]carbon. In the authors' own words:
Assigning the bright features in the “AFM far” images to the location of triple bonds, we observed curved polyyne segments with the expected number of triple bonds: 5 in $ceC22O4$ and 8 in $ceC20O2$. At small tip height, we observed sharp bond-like features with corners at the assigned positions of triple bonds and straight lines in between. This contrast was explained by CO tip relaxation, in that maxima in the potential energy landscape, from which the tip apex was repelled, were located above the triple bonds because of their high electron density. In between these maxima, ridges in the potential landscape led to straight bond-like features.
(The two bright spots outside the ring are due to individual $ceCO$ molecules.)
answered Aug 16 at 21:01
orthocresol♦orthocresol
43.2k7 gold badges134 silver badges265 bronze badges
$endgroup$
add a comment |
$begingroup$
The first thing to say is that I'm not sure where that image is taken from; it's neither in the original article nor in the supporting information to the article. Therefore, it appears to be more of an "artist's impression" rather than an actual atomic force microscopy (AFM) image, which is what was reported in the paper.
Nevertheless, the actual AFM images of $ceC18$ are in Figs. 3Q and 3R. They are referred to as "AFM far" and "AFM close" respectively because of the height of the probe ($Delta z$):
One can indeed see that there is 9-fold symmetry (technically, $D_mathrm9h$). This implies that $ceC18$ has a 'polyyne' structure in which there are two different types of bonds $ce-C#C-C#C-phantom$, rather than a 'cumulene' structure in which every bond is equivalent $ce=C=C=C=C=$ (prior to this, computational studies had been equivocal as to which form was more stable).
The bright spots within the ring do not correspond to carbon atoms, but rather to carbon–carbon triple bonds. This is consistent with the AFM images obtained for other similar intermediates in the synthesis of cyclo[18]carbon. In the authors' own words:
Assigning the bright features in the “AFM far” images to the location of triple bonds, we observed curved polyyne segments with the expected number of triple bonds: 5 in $ceC22O4$ and 8 in $ceC20O2$. At small tip height, we observed sharp bond-like features with corners at the assigned positions of triple bonds and straight lines in between. This contrast was explained by CO tip relaxation, in that maxima in the potential energy landscape, from which the tip apex was repelled, were located above the triple bonds because of their high electron density. In between these maxima, ridges in the potential landscape led to straight bond-like features.
(The two bright spots outside the ring are due to individual $ceCO$ molecules.)
answered Aug 16 at 21:01
orthocresol♦orthocresol
43.2k7 gold badges134 silver badges265 bronze badges
$endgroup$
add a comment |
$begingroup$
The first thing to say is that I'm not sure where that image is taken from; it's neither in the original article nor in the supporting information to the article. Therefore, it appears to be more of an "artist's impression" rather than an actual atomic force microscopy (AFM) image, which is what was reported in the paper.
Nevertheless, the actual AFM images of $ceC18$ are in Figs. 3Q and 3R. They are referred to as "AFM far" and "AFM close" respectively because of the height of the probe ($Delta z$):
One can indeed see that there is 9-fold symmetry (technically, $D_mathrm9h$). This implies that $ceC18$ has a 'polyyne' structure in which there are two different types of bonds $ce-C#C-C#C-phantom$, rather than a 'cumulene' structure in which every bond is equivalent $ce=C=C=C=C=$ (prior to this, computational studies had been equivocal as to which form was more stable).
The bright spots within the ring do not correspond to carbon atoms, but rather to carbon–carbon triple bonds. This is consistent with the AFM images obtained for other similar intermediates in the synthesis of cyclo[18]carbon. In the authors' own words:
Assigning the bright features in the “AFM far” images to the location of triple bonds, we observed curved polyyne segments with the expected number of triple bonds: 5 in $ceC22O4$ and 8 in $ceC20O2$. At small tip height, we observed sharp bond-like features with corners at the assigned positions of triple bonds and straight lines in between. This contrast was explained by CO tip relaxation, in that maxima in the potential energy landscape, from which the tip apex was repelled, were located above the triple bonds because of their high electron density. In between these maxima, ridges in the potential landscape led to straight bond-like features.
(The two bright spots outside the ring are due to individual $ceCO$ molecules.)
answered Aug 16 at 21:01
orthocresol♦orthocresol
43.2k7 gold badges134 silver badges265 bronze badges
$endgroup$
The first thing to say is that I'm not sure where that image is taken from; it's neither in the original article nor in the supporting information to the article. Therefore, it appears to be more of an "artist's impression" rather than an actual atomic force microscopy (AFM) image, which is what was reported in the paper.
Nevertheless, the actual AFM images of $ceC18$ are in Figs. 3Q and 3R. They are referred to as "AFM far" and "AFM close" respectively because of the height of the probe ($Delta z$):
One can indeed see that there is 9-fold symmetry (technically, $D_mathrm9h$). This implies that $ceC18$ has a 'polyyne' structure in which there are two different types of bonds $ce-C#C-C#C-phantom$, rather than a 'cumulene' structure in which every bond is equivalent $ce=C=C=C=C=$ (prior to this, computational studies had been equivocal as to which form was more stable).
The bright spots within the ring do not correspond to carbon atoms, but rather to carbon–carbon triple bonds. This is consistent with the AFM images obtained for other similar intermediates in the synthesis of cyclo[18]carbon. In the authors' own words:
Assigning the bright features in the “AFM far” images to the location of triple bonds, we observed curved polyyne segments with the expected number of triple bonds: 5 in $ceC22O4$ and 8 in $ceC20O2$. At small tip height, we observed sharp bond-like features with corners at the assigned positions of triple bonds and straight lines in between. This contrast was explained by CO tip relaxation, in that maxima in the potential energy landscape, from which the tip apex was repelled, were located above the triple bonds because of their high electron density. In between these maxima, ridges in the potential landscape led to straight bond-like features.
(The two bright spots outside the ring are due to individual $ceCO$ molecules.)
answered Aug 16 at 21:01
orthocresol♦orthocresol
43.2k7 gold badges134 silver badges265 bronze badges
answered Aug 16 at 21:01
orthocresol♦orthocresol
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answered Aug 16 at 21:01
orthocresol♦orthocresol
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answered Aug 16 at 21:01
orthocresol♦orthocresol
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Related: How small is the smallest known carbon ring containing only double bonds?
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– andselisk♦
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