Buy article online - an online subscription or single-article purchase is required to access this article.
Download citation
Download citation
link to html
The title compound, [Cu(C10H11ClNO)2], has been structurally characterized in the low-temperature phase (brown form). It adopts a stepped conformation and affords a square-planar trans-[CuN2O2] coordination geometry, in which the CuII ion lies on a center of symmetry. The Cu—N and Cu—O bond distances are 2.032 (3) and 1.891 (2) Å, respectively.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804005938/hb6025sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804005938/hb6025Isup2.hkl
Contains datablock I

CCDC reference: 238661

Key indicators

  • Single-crystal X-ray study
  • T = 297 K
  • R factor = 0.026
  • wR factor = 0.111
  • Data-to-parameter ratio = 16.2

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT155_ALERT_4_C The Triclinic Unitcell is NOT Reduced .......... ? PLAT156_ALERT_4_C Axial System Input Cell not Standard ........... ?
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: WinAFC Diffractometer Control Software (Rigaku, 1999); cell refinement: WinAFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 2001); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.

(I) top
Crystal data top
[Cu(C10H11ClNO)2]Z = 1
Mr = 456.85F(000) = 235.0
Triclinic, P1Dx = 1.551 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.7107 Å
a = 8.648 (4) ÅCell parameters from 25 reflections
b = 8.994 (9) Åθ = 10.1–13.7°
c = 7.294 (3) ŵ = 1.41 mm1
α = 97.98 (5)°T = 297 K
β = 107.00 (3)°Prism, brown
γ = 64.40 (5)°0.60 × 0.40 × 0.30 mm
V = 489.2 (6) Å3
Data collection top
Rigaku AFC-7R
diffractometer
Rint = 0.026
ω–2θ scansθmax = 27.5°
Absorption correction: psi scan
(North et al., 1968)
h = 1110
Tmin = 0.514, Tmax = 0.656k = 114
2525 measured reflectionsl = 99
2251 independent reflections3 standard reflections every 150 reflections
2012 reflections with I > 2σ(I) intensity decay: 1.1%
Refinement top
Refinement on F2H-atom parameters not refined
R[F2 > 2σ(F2)] = 0.026 w = 1/[σ2(Fo2) + (0.1P)2]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.111(Δ/σ)max = 0.001
S = 0.97Δρmax = 0.34 e Å3
2012 reflectionsΔρmin = 0.40 e Å3
124 parameters
Special details top

Refinement. Refinement using reflections with F2 > 0.0 σ(F2). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cu11.00000.00001.00000.0294 (1)
Cl11.18842 (7)0.65056 (6)0.77400 (8)0.0423 (2)
O11.1923 (2)0.0497 (2)1.0043 (2)0.0431 (3)
N10.8446 (2)0.1517 (2)0.7741 (2)0.0289 (3)
C11.1863 (2)0.1841 (2)0.9488 (3)0.0321 (4)
C21.3363 (2)0.2208 (3)1.0149 (3)0.0395 (4)
C31.3374 (3)0.3605 (3)0.9613 (3)0.0384 (4)
C41.1871 (2)0.4705 (2)0.8382 (3)0.0323 (4)
C51.0385 (2)0.4395 (2)0.7672 (3)0.0311 (3)
C61.0349 (2)0.2980 (2)0.8218 (2)0.0285 (3)
C70.8777 (2)0.2677 (2)0.7347 (2)0.0303 (3)
C80.6823 (2)0.1326 (2)0.6517 (3)0.0335 (4)
C90.5345 (3)0.2872 (3)0.5516 (3)0.0448 (5)
C100.7397 (3)0.0055 (3)0.5073 (4)0.0564 (6)
H11.44070.14511.09790.0453*
H21.44150.38231.00740.0447*
H30.93730.51550.68180.0358*
H40.78910.34350.63790.0349*
H50.63570.09700.73240.0401*
H60.49660.37070.64360.0534*
H70.57710.32480.46870.0534*
H80.43700.26340.47740.0534*
H90.64170.02730.43440.0652*
H100.78800.02540.42540.0652*
H110.82930.10320.57420.0652*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0271 (2)0.0320 (2)0.0300 (2)0.0132 (1)0.0022 (1)0.0112 (1)
Cl10.0478 (3)0.0374 (3)0.0509 (3)0.0243 (2)0.0135 (2)0.0051 (2)
O10.0303 (6)0.0461 (8)0.0545 (9)0.0171 (6)0.0009 (6)0.0270 (7)
N10.0282 (7)0.0319 (7)0.0263 (7)0.0134 (6)0.0021 (5)0.0070 (5)
C10.0312 (8)0.0377 (9)0.0288 (8)0.0148 (7)0.0056 (6)0.0080 (7)
C20.0303 (8)0.049 (1)0.0382 (9)0.0180 (8)0.0023 (7)0.0151 (8)
C30.0347 (9)0.048 (1)0.0388 (10)0.0246 (8)0.0036 (7)0.0057 (8)
C40.0372 (9)0.0339 (9)0.0319 (8)0.0192 (7)0.0107 (7)0.0007 (7)
C50.0327 (8)0.0320 (9)0.0292 (8)0.0141 (7)0.0046 (6)0.0066 (6)
C60.0276 (7)0.0337 (8)0.0242 (7)0.0133 (6)0.0039 (6)0.0048 (6)
C70.0304 (8)0.0334 (8)0.0264 (8)0.0139 (7)0.0015 (6)0.0086 (6)
C80.0289 (8)0.0386 (9)0.0338 (9)0.0173 (7)0.0005 (7)0.0106 (7)
C90.0292 (9)0.048 (1)0.051 (1)0.0145 (8)0.0014 (8)0.0149 (9)
C100.046 (1)0.050 (1)0.057 (1)0.018 (1)0.002 (1)0.010 (1)
Geometric parameters (Å, º) top
Cu1—O11.891 (2)C5—C61.400 (3)
Cu1—N12.032 (3)C5—H30.950
Cl1—C41.752 (2)C6—C71.446 (3)
O1—C11.303 (3)C7—H40.957
N1—C71.282 (3)C8—C91.517 (2)
N1—C81.493 (3)C8—C101.519 (3)
C1—C21.408 (3)C8—H50.956
C1—C61.420 (2)C9—H60.948
C2—C31.372 (4)C9—H70.953
C2—H10.953C9—H80.952
C3—C41.388 (2)C10—H90.944
C3—H20.959C10—H100.949
C4—C51.371 (3)C10—H110.959
O1—Cu1—N190.70 (7)C5—C6—C7117.7 (1)
O1—Cu1—N1i89.30 (7)N1—C7—C6127.1 (1)
Cu1—O1—C1128.0 (1)N1—C7—H4117.0
Cu1—N1—C7122.3 (1)C6—C7—H4115.9
Cu1—N1—C8119.6 (1)N1—C8—C9115.6 (2)
C7—N1—C8118.0 (1)N1—C8—C10107.8 (2)
O1—C1—C2119.6 (1)N1—C8—H5107.5
O1—C1—C6123.4 (2)C9—C8—C10110.8 (2)
C2—C1—C6117.1 (2)C9—C8—H5107.6
C1—C2—C3122.0 (2)C10—C8—H5107.2
C1—C2—H1118.8C8—C9—H6109.9
C3—C2—H1119.2C8—C9—H7109.3
C2—C3—C4119.8 (2)C8—C9—H8109.7
C2—C3—H2120.5H6—C9—H7109.4
C4—C3—H2119.8H6—C9—H8109.5
Cl1—C4—C3119.4 (2)H7—C9—H8109.0
Cl1—C4—C5120.0 (1)C8—C10—H9110.1
C3—C4—C5120.6 (2)C8—C10—H10109.4
C4—C5—C6120.3 (1)C8—C10—H11109.3
C4—C5—H3119.5H9—C10—H10110.1
C6—C5—H3120.2H9—C10—H11109.2
C1—C6—C5120.3 (2)H10—C10—H11108.8
C1—C6—C7121.9 (2)
Cu1—O1—C1—C2160.5 (1)O1—C1—C6—C73.7 (3)
Cu1—O1—C1—C620.0 (3)N1—Cu1—O1—C127.9 (2)
Cu1—O1i—C1i—C2i160.5 (1)N1—Cu1—O1i—C1i152.1 (2)
Cu1—O1i—C1i—C6i20.0 (3)N1—C7—C6—C18.8 (3)
Cu1—N1—C7—C68.4 (3)N1—C7—C6—C5175.4 (2)
Cu1—N1—C8—C9153.0 (2)C1—C2—C3—C40.0 (3)
Cu1—N1—C8—C1082.4 (2)C1—C6—C5—C41.0 (3)
Cu1—N1i—C7i—C6i8.4 (3)C2—C1—C6—C50.0 (3)
Cu1—N1i—C8i—C9i153.0 (2)C2—C1—C6—C7175.8 (2)
Cu1—N1i—C8i—C10i82.4 (2)C2—C3—C4—C51.1 (3)
Cl1—C4—C3—C2178.8 (2)C3—C2—C1—C60.5 (3)
Cl1—C4—C5—C6178.3 (1)C3—C4—C5—C61.6 (3)
O1—Cu1—N1—C721.5 (1)C4—C5—C6—C7177.0 (2)
O1—Cu1—N1—C8160.5 (1)C6—C7—N1—C8173.5 (2)
O1—Cu1—N1i—C7i158.5 (1)C7—N1—C8—C925.1 (2)
O1—Cu1—N1i—C8i19.5 (1)C7—N1—C8—C1099.5 (2)
O1—C1—C2—C3180.0 (2)C7—N1—C8—C1099.5 (2)
O1—C1—C6—C5179.5 (2)
Symmetry code: (i) x+2, y, z+2.
 

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

The full text of this article is available to subscribers to the journal.

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.
E-mail address* 
Repeat e-mail address* 
(for error checking) 

Format*   PDF (US $40)
   HTML (US $40)
   PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number 
(non-UK EC countries only) 
Country* 
 

Terms and conditions of use
Contact us

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds