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In the crystal structure of the title compound, the copper(I) cations are tetra­hededrally coordinated and linked by pairs of bromide anions into dinuclear units that are further connected into layers by the 1,2-bis­(pyridin-4-yl)ethene (4-bpe) coligands. The layers are stacked so that cavities are formed in which disordered 4-bpe mol­ecules are embedded.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S205698902300885X/hb8078sup1.cif
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S205698902300885X/hb8078Isup2.hkl
Contains datablock I

png

Portable Network Graphics (PNG) image https://doi.org/10.1107/S205698902300885X/hb8078sup3.png
Experimental (top) and calculated powder pattern (bottom) of the title compound.

png

Portable Network Graphics (PNG) image https://doi.org/10.1107/S205698902300885X/hb8078sup4.png
Experimental powder pattern of the residue obtained after the first mass loss in a TG measurement of the title compound (top) and calculated powder pattern for (CuBR)2(4-bpe) retrieved from literature.

png

Portable Network Graphics (PNG) image https://doi.org/10.1107/S205698902300885X/hb8078sup5.png
IR spectrum of the title compound. The values of the most prominent vibrations are given.

CCDC reference: 2300129

Key indicators

Structure: I
  • Single-crystal X-ray study
  • T = 100 K
  • Mean [sigma](C-C) = 0.005 Å
  • Disorder in solvent or counterion
  • R factor = 0.029
  • wR factor = 0.076
  • Data-to-parameter ratio = 13.4

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT041_ALERT_1_C Calc. and Reported SumFormula Strings Differ Please Check PLAT042_ALERT_1_C Calc. and Reported MoietyFormula Strings Differ Please Check PLAT043_ALERT_1_C Calculated and Reported Mol. Weight Differ by .. 1.01 Check PLAT213_ALERT_2_C Atom C1 has ADP max/min Ratio ..... 3.2 prolat PLAT213_ALERT_2_C Atom C2 has ADP max/min Ratio ..... 3.5 prolat PLAT220_ALERT_2_C NonSolvent Resd 1 C Ueq(max)/Ueq(min) Range 3.3 Ratio PLAT241_ALERT_2_C High 'MainMol' Ueq as Compared to Neighbors of C1 Check PLAT241_ALERT_2_C High 'MainMol' Ueq as Compared to Neighbors of C2 Check PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.7 Note PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 3.0 Note PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 20 Report
Alert level G PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 14 Note PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension 2 Info PLAT045_ALERT_1_G Calculated and Reported Z Differ by a Factor ... 0.500 Check PLAT175_ALERT_4_G The CIF-Embedded .res File Contains SAME Records 1 Report PLAT189_ALERT_3_G A Non-default SAME Restraint Value for SecondPar 0.0400 Report PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Br1 --Cu1 . 20.0 s.u. PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Br1 --Cu1_b . 71.7 s.u. PLAT300_ALERT_4_G Atom Site Occupancy of N21 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of C21 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of C22 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of C23 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of C24 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of C25 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of C26 Constrained at 0.3 Check PLAT300_ALERT_4_G Atom Site Occupancy of C26' Constrained at 0.2 Check PLAT300_ALERT_4_G Atom Site Occupancy of H21 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H22 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H24 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H25 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H26 Constrained at 0.3 Check PLAT300_ALERT_4_G Atom Site Occupancy of H26' Constrained at 0.2 Check PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd 2 ) 100% Note PLAT480_ALERT_4_G Long H...A H-Bond Reported H4 ..BR1 . 2.97 Ang. PLAT480_ALERT_4_G Long H...A H-Bond Reported H5 ..BR1 . 3.12 Ang. PLAT480_ALERT_4_G Long H...A H-Bond Reported H26 ..BR1 . 2.96 Ang. PLAT764_ALERT_4_G Overcomplete CIF Bond List Detected (Rep/Expd) . 1.29 Ratio PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF ... 5.90 Deg. C21 -N21 -C25 1_555 1_555 2_665 ...... # 57 Check PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF ... 17.30 Deg. C25 -N21 -C21 1_555 1_555 2_665 ...... # 75 Check PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF ... 38.30 Deg. N21 -C23 -C21 2_665 1_555 2_665 ...... # 84 Check PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF ... 31.50 Deg. C24 -C23 -C21 1_555 1_555 2_665 ...... # 92 Check PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF ... 34.30 Deg. C24 -C25 -H21 1_555 1_555 2_665 ...... # 106 Check PLAT804_ALERT_5_G Number of ARU-Code Packing Problem(s) in PLATON 1 Info PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 16 Note PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 79 Note PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 4 Info
0 ALERT level A = Most likely a serious problem - resolve or explain 0 ALERT level B = A potentially serious problem, consider carefully 11 ALERT level C = Check. Ensure it is not caused by an omission or oversight 35 ALERT level G = General information/check it is not something unexpected 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 11 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 26 ALERT type 4 Improvement, methodology, query or suggestion 2 ALERT type 5 Informative message, check

Computing details top

Data collection: CrysAlis PRO 1.171.42.90a (Rigaku OD, 2023); cell refinement: CrysAlis PRO 1.171.42.90a (Rigaku OD, 2023); data reduction: CrysAlis PRO 1.171.42.90a (Rigaku OD, 2023); program(s) used to solve structure: SHELXT2014/5 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2016/6 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg & Putz, 1999); software used to prepare material for publication: publCIF (Westrip, 2010).

Poly[[µ-1,2-bis(pyridin-4-yl)ethene-κ2N:N'-µ-bromido-copper(I)] 1,2-bis(pyridin-4-yl)ethene 0.25-solvate] top
Crystal data top
[CuBr(C12H10N2)]·0.25C12H10N2Z = 2
Mr = 370.72F(000) = 368
Triclinic, P1Dx = 1.780 Mg m3
a = 7.7421 (2) ÅCu Kα radiation, λ = 1.54184 Å
b = 10.1612 (2) ÅCell parameters from 12191 reflections
c = 10.1749 (3) Åθ = 4.7–77.9°
α = 72.143 (2)°µ = 5.50 mm1
β = 73.252 (3)°T = 100 K
γ = 68.004 (2)°Block, red
V = 692.68 (4) Å30.16 × 0.10 × 0.08 mm
Data collection top
XtaLAB Synergy, Dualflex, HyPix
diffractometer
2913 independent reflections
Radiation source: micro-focus sealed X-ray tube, PhotonJet (Cu) X-ray Source2872 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.023
Detector resolution: 10.0000 pixels mm-1θmax = 80.1°, θmin = 4.7°
ω scansh = 99
Absorption correction: multi-scan
(CrysalisPro; Rigaku OD, 2023)
k = 1212
Tmin = 0.686, Tmax = 1.000l = 1210
15373 measured reflections
Refinement top
Refinement on F2Primary atom site location: dual
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.029H-atom parameters constrained
wR(F2) = 0.076 w = 1/[σ2(Fo2) + (0.0325P)2 + 1.2491P]
where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max = 0.001
2913 reflectionsΔρmax = 0.60 e Å3
217 parametersΔρmin = 0.62 e Å3
16 restraints
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Cu10.10927 (5)0.86193 (5)0.40925 (4)0.03213 (12)
Br10.08547 (4)0.86001 (3)0.65801 (3)0.02641 (9)
N10.0555 (3)0.8695 (3)0.2873 (2)0.0281 (5)
C10.0113 (5)0.8330 (6)0.1631 (4)0.0727 (16)
H10.1431700.7831820.1394910.087*
C20.1003 (5)0.8634 (7)0.0665 (4)0.0795 (17)
H20.0445480.8347500.0207070.095*
C30.2928 (4)0.9353 (3)0.0968 (3)0.0311 (6)
C40.3642 (4)0.9700 (3)0.2276 (3)0.0253 (5)
H40.4960901.0173580.2550580.030*
C50.2425 (4)0.9356 (3)0.3180 (3)0.0244 (5)
H50.2949960.9602750.4071840.029*
C60.4080 (4)0.9702 (3)0.0088 (3)0.0329 (6)
H60.3427950.9473680.0975370.039*
N110.3736 (3)0.7409 (2)0.4259 (2)0.0234 (4)
C110.4923 (4)0.6648 (3)0.3305 (3)0.0269 (5)
H110.4455870.6667660.2529480.032*
C120.6785 (4)0.5838 (3)0.3389 (3)0.0284 (5)
H120.7553080.5295940.2697850.034*
C130.7539 (3)0.5816 (3)0.4487 (3)0.0242 (5)
C140.6307 (4)0.6606 (3)0.5484 (3)0.0261 (5)
H140.6748010.6625990.6255700.031*
C150.4447 (3)0.7359 (3)0.5344 (3)0.0258 (5)
H150.3625450.7868450.6047440.031*
C160.9534 (4)0.4976 (3)0.4555 (3)0.0266 (5)
H161.0208790.4353300.3918220.032*
N210.3823 (9)0.5175 (8)0.0098 (6)0.0499 (14)0.5
C210.493 (2)0.4013 (17)0.062 (3)0.051 (4)0.5
H210.4439050.3231710.1115920.061*0.5
C220.6762 (13)0.3836 (8)0.0708 (7)0.0514 (19)0.5
H220.7485250.2955640.1231890.062*0.5
C230.7524 (10)0.4965 (8)0.0020 (7)0.0494 (17)0.5
C240.6363 (12)0.6207 (7)0.0705 (7)0.0495 (18)0.5
H240.6806070.7015670.1194250.059*0.5
C250.455 (2)0.6270 (18)0.071 (3)0.044 (3)0.5
H250.3771250.7152200.1192660.052*0.5
C260.9471 (15)0.4575 (12)0.0265 (10)0.0280 (18)0.3
H260.9977540.3650000.0844460.034*0.3
C26'0.930 (3)0.546 (2)0.0285 (15)0.038 (4)0.2
H26'0.9342500.6383940.0857630.045*0.2
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0218 (2)0.0507 (3)0.0213 (2)0.00529 (17)0.00852 (15)0.00798 (17)
Br10.02694 (14)0.02953 (15)0.01730 (14)0.00214 (10)0.00306 (10)0.00738 (10)
N10.0224 (10)0.0430 (13)0.0183 (11)0.0073 (9)0.0066 (8)0.0076 (9)
C10.0211 (14)0.156 (5)0.0325 (19)0.005 (2)0.0076 (13)0.049 (2)
C20.0277 (16)0.170 (5)0.0333 (19)0.006 (2)0.0089 (14)0.055 (3)
C30.0258 (13)0.0462 (16)0.0215 (13)0.0083 (11)0.0067 (10)0.0096 (11)
C40.0238 (12)0.0261 (12)0.0248 (13)0.0044 (9)0.0073 (9)0.0062 (10)
C50.0269 (12)0.0240 (11)0.0227 (12)0.0050 (9)0.0071 (9)0.0075 (9)
C60.0273 (13)0.0525 (17)0.0200 (13)0.0077 (11)0.0053 (10)0.0153 (12)
N110.0221 (10)0.0265 (10)0.0212 (10)0.0063 (8)0.0053 (8)0.0057 (8)
C110.0295 (13)0.0280 (12)0.0238 (13)0.0040 (10)0.0093 (10)0.0090 (10)
C120.0298 (13)0.0290 (13)0.0244 (13)0.0044 (10)0.0035 (10)0.0110 (10)
C130.0233 (12)0.0207 (11)0.0269 (13)0.0048 (9)0.0047 (9)0.0056 (9)
C140.0241 (12)0.0304 (12)0.0257 (13)0.0061 (10)0.0079 (10)0.0092 (10)
C150.0223 (11)0.0308 (13)0.0243 (13)0.0049 (10)0.0041 (9)0.0109 (10)
C160.0245 (12)0.0240 (12)0.0295 (14)0.0038 (9)0.0031 (10)0.0102 (10)
N210.048 (3)0.067 (5)0.037 (3)0.017 (3)0.002 (3)0.020 (3)
C210.068 (10)0.035 (7)0.035 (8)0.011 (8)0.011 (7)0.014 (6)
C220.065 (5)0.049 (4)0.024 (3)0.006 (4)0.009 (3)0.015 (3)
C230.046 (4)0.073 (5)0.035 (4)0.012 (3)0.005 (3)0.039 (4)
C240.071 (5)0.046 (4)0.031 (3)0.032 (4)0.016 (3)0.016 (3)
C250.054 (8)0.032 (6)0.025 (4)0.000 (6)0.003 (6)0.001 (5)
C260.036 (6)0.026 (6)0.014 (4)0.003 (4)0.003 (4)0.003 (4)
C26'0.061 (13)0.030 (9)0.008 (6)0.009 (8)0.006 (7)0.007 (6)
Geometric parameters (Å, º) top
Cu1—Br12.5441 (5)C14—C151.381 (3)
Cu1—Br1i2.6424 (5)C15—H150.9500
Cu1—N11.988 (2)C16—C16iii1.331 (5)
Cu1—N111.979 (2)C16—H160.9500
N1—C11.330 (4)N21—N21iv1.781 (13)
N1—C51.336 (3)N21—C211.319 (13)
C1—H10.9500N21—C21iv1.386 (18)
C1—C21.382 (4)N21—C22iv1.019 (9)
C2—H20.9500N21—C23iv1.081 (9)
C2—C31.381 (4)N21—C24iv1.428 (10)
C3—C41.385 (4)N21—C25iv1.701 (16)
C3—C61.468 (4)N21—C251.337 (15)
C4—H40.9500C21—H210.9500
C4—C51.382 (3)C21—C221.385 (13)
C5—H50.9500C22—H220.9500
C6—C6ii1.305 (5)C22—C231.389 (11)
C6—H60.9500C23—C241.381 (10)
N11—C111.341 (3)C23—C261.484 (12)
N11—C151.349 (3)C23—C26'1.55 (2)
C11—H110.9500C24—H240.9500
C11—C121.379 (4)C24—C251.382 (14)
C12—H120.9500C25—H250.9500
C12—C131.393 (4)C26—C26v1.30 (2)
C13—C141.397 (3)C26—H260.9500
C13—C161.469 (3)C26'—C26'v1.29 (3)
C14—H140.9500C26'—H26'0.9500
Br1—Cu1—Br1i96.351 (16)C22iv—N21—N21iv115.6 (9)
N1—Cu1—Br1i99.06 (7)C22iv—N21—C21166.0 (9)
N1—Cu1—Br1108.16 (6)C22iv—N21—C21iv68.3 (8)
N11—Cu1—Br1i109.28 (6)C22iv—N21—C23iv82.7 (8)
N11—Cu1—Br1107.21 (6)C22iv—N21—C24iv147.8 (9)
N11—Cu1—N1131.18 (9)C22iv—N21—C25iv160.5 (10)
Cu1—Br1—Cu1i83.649 (16)C22iv—N21—C2551.4 (8)
C1—N1—Cu1123.56 (19)C23iv—N21—N21iv161.7 (9)
C1—N1—C5116.2 (2)C23iv—N21—C21111.2 (9)
C5—N1—Cu1119.41 (17)C23iv—N21—C21iv151.1 (10)
N1—C1—H1118.1C23iv—N21—C24iv65.1 (6)
N1—C1—C2123.7 (3)C23iv—N21—C25iv116.6 (9)
C2—C1—H1118.1C23iv—N21—C25134.0 (10)
C1—C2—H2120.0C24iv—N21—N21iv96.6 (6)
C3—C2—C1120.0 (3)C24iv—N21—C25iv51.5 (6)
C3—C2—H2120.0C25—N21—N21iv64.3 (7)
C2—C3—C4116.5 (2)C25iv—N21—N21iv45.1 (6)
C2—C3—C6119.2 (3)C25—N21—C21iv17.3 (9)
C4—C3—C6124.3 (2)C25—N21—C24iv160.9 (9)
C3—C4—H4120.2C25—N21—C25iv109.4 (8)
C5—C4—C3119.7 (2)N21—C21—H21117.3
C5—C4—H4120.2N21—C21—C22125.5 (12)
N1—C5—C4123.8 (2)C22—C21—H21117.3
N1—C5—H5118.1C21—C22—H22120.5
C4—C5—H5118.1C21—C22—C23119.1 (10)
C3—C6—H6117.2C23—C22—H22120.5
C6ii—C6—C3125.7 (3)N21iv—C23—C21iv38.3 (6)
C6ii—C6—H6117.2N21iv—C23—C2246.7 (6)
C11—N11—Cu1123.12 (17)N21iv—C23—C2469.7 (7)
C11—N11—C15116.7 (2)N21iv—C23—C26157.5 (9)
C15—N11—Cu1120.17 (17)N21iv—C23—C26'168.7 (10)
N11—C11—H11118.2C22—C23—C21iv85.0 (6)
N11—C11—C12123.5 (2)C22—C23—C26110.8 (8)
C12—C11—H11118.2C22—C23—C26'144.6 (9)
C11—C12—H12120.0C24—C23—C21iv31.5 (6)
C11—C12—C13120.0 (2)C24—C23—C22116.4 (7)
C13—C12—H12120.0C24—C23—C26132.8 (8)
C12—C13—C14116.7 (2)C24—C23—C26'99.0 (9)
C12—C13—C16119.7 (2)C26—C23—C21iv164.2 (8)
C14—C13—C16123.6 (2)C23—C24—H21iv164.4 (16)
C13—C14—H14120.1C23—C24—H24120.1
C15—C14—C13119.8 (2)C23—C24—C25119.7 (8)
C15—C14—H14120.1H24—C24—H21iv74.4
N11—C15—C14123.3 (2)C25—C24—H21iv46.1 (18)
N11—C15—H15118.3C25—C24—H24120.1
C14—C15—H15118.3N21—C25—H21iv158 (2)
C13—C16—H16117.6N21—C25—C24124.6 (12)
C16iii—C16—C13124.8 (3)N21—C25—H25117.7
C16iii—C16—H16117.6C24—C25—H21iv34.3 (10)
C21—N21—N21iv50.5 (8)C24—C25—H25117.7
C21iv—N21—N21iv47.2 (6)H25—C25—H21iv83.9
C21—N21—C21iv97.7 (9)C23—C26—H26118.0
C21iv—N21—C24iv143.8 (8)C26v—C26—C23124.0 (14)
C21—N21—C24iv46.2 (8)C26v—C26—H26118.0
C21—N21—C25114.7 (10)C23—C26'—H26'121.9
C21iv—N21—C25iv92.3 (8)C26'v—C26'—C23116 (2)
C21—N21—C25iv5.9 (13)C26'v—C26'—H26'121.9
Symmetry codes: (i) x, y+2, z+1; (ii) x1, y+2, z; (iii) x+2, y+1, z+1; (iv) x+1, y+1, z; (v) x+2, y+1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C4—H4···Br1vi0.952.973.919 (3)175
C5—H5···Br10.953.123.759 (2)126
C24—H24···Br1vii0.952.933.816 (7)156
C26—H26···Br1viii0.952.963.861 (12)159
C26—H26···Br1vii0.952.873.751 (17)154
Symmetry codes: (vi) x1, y+2, z+1; (vii) x+1, y, z1; (viii) x+1, y+1, z+1.
 

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