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!Nat Commun. 201910-./0..!
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#!
2?# @6#
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''
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###
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'B''#B!
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#''#

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D'&1'
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! ''
$')$!#
B$!#B'@##
!
##&'#'
!
A#&1$''
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##'&#'-Fdd2/!$
B#&'&?!.$'
'?F#
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#'&#'!
E
C#
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#''#-..8/-
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1$#+#.88-3/
*!
8D$$&3G'B#.8G
!<8G&8G$$#
''###'-?!.A?&
#''A/!B'cB$$
'B'B!#
B!
Fig. 1 The crystal structure of 1 and the deformation of a bent crystal. a Crystal packing of 1 with respect to the
face-indexed crystal. The interlocked comb-like structure on the (001) face is emphasised through the green
(hydrogen bonding) and blue rectangles. The wireframe view of the (110) and (
´
. .8
) faces emphasises the
molecules which have their mean planes perpendicular to the face. b A bent co-crystal of 1 with thickness of
~38 µm mounted for analysis. The blue arrow indicates the area covered by the mapping experiment and the
direction it was performed in. c Deformation graph of 1. Note that ε-..8/ is equivalent to ε(
.
´
.8 ¿
due to
symmetry. The first dataset containing reflections is defined at 0 µm. For each data set the crystal was rotated
through a 30 ° wedge (15 ° either side of the centre). The beam was centred off the edges of the crystal, which is
~38 µm thick, at the start and end of the experiment. The centre of the crystal is located at ~ 19 µm. Some data
sets beyond 28 µm did not refine satisfactorily due to their position near the edge of the crystal and have been
excluded from the analysis.
CcB##
#H)&#'!$
'-88./'-?!3/!#
B'ab'$''#
#!@:###&'''#
-..8/-
.
´
.8
/##:#!
#&''-?!3/!
$#!C
'I#-/
3
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#1#$#
!
et al.#.'#I.8J
I.8
´
JK)LB!
.
C
#$#-#''
/!$'#&
I8.8J!#&#?!3#
&#
B!&BK)L
B!Cet al!'$#+
-M/#-8!>M/&##
$'!'#$
$##)&&#
0
'$&$'#!
Fig. 2 Proposed mechanism of elastic flexibility in co-crystals of 1. a The change in angle between the mean
plane of the hydrogen-bonded dimer and the (001) plane moving from the inside to the outside of the bend. b
Rotation compared to the (001) face and movement apart within the π-stack (d) facilitates the required cell
deformation. Δd = 0.04 Å, Δθ = 0.54 °. Disorder in the nitro-group is removed for clarity.
A#
&&#&
'B'#'!#)'&
''$#$$#'!#
'&$B!
Acknowledgements
#)5&6##%#
-2.N8.838>/  #''! 2    $ #)   O3
# ' ;#%?
!   $ #''   A @ 7! 2# %
$-2,%/!
Author Contributions
!1!!'O#''
!1!*!1!!'##!1!*!1!!1!%!2
!!1!1!%!21!*!1!!$#'!
Competing Interests
#&'!
References
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&'%!"(#!"$)!"*!"#)+,!!"%!!
)###
!Nat Commun. 2019,100..!
3! P!1!#)#&F!)%!!$!2!
@!1!,!7! !#!2+) !21!%!%
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###&#
'## !J. Synchrotron Rad.20183E
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!Nat. Chem. 2018,10>E>N!
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