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In the crystal structure of the title compound, [CdBr2(C4H5N3O)2], two N atoms at the 3-position of the cytosine ligands and the two bromide ions complete the distorted tetrahedral geometry around the CdII atom. The cytosine ligands of one type are paired through N—H...O hydrogen bonds while the cytosine ligands of another type are chained through N—H...O hydrogen bonds.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801018360/ob6087sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536801018360/ob6087Isup2.hkl
Contains datablock I

CCDC reference: 177174

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.011 Å
  • R factor = 0.061
  • wR factor = 0.158
  • Data-to-parameter ratio = 18.9

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


Yellow Alert Alert Level C:
PLAT_420 Alert C D-H Without Acceptor N(4) - H(4A) ? PLAT_420 Alert C D-H Without Acceptor N(4) - H(4B) ? General Notes
ABSTM_02 When printed, the submitted absorption T values will be replaced by the scaled T values. Since the ratio of scaled T's is identical to the ratio of reported T values, the scaling does not imply a change to the absorption corrections used in the study. Ratio of Tmax expected/reported 1.121 Tmax scaled 0.241 Tmin scaled 0.121
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
2 Alert Level C = Please check

Computing details top

Data collection: MolEN (Fair, 1990); cell refinement: MolEN; data reduction: MolEN; program(s) used to solve structure: SHELXS86 (Sheldrick, 1986); program(s) used to refine structure: SHELXL93 (Sheldrick, 1993); molecular graphics: PLATON (Spek, 1997); software used to prepare material for publication: PLATON.

Bis-(4-amino-2(1H)-pyridinone)dibromocadmium(II) top
Crystal data top
[Cd(C4H5N3O)2Br2]Z = 2
Mr = 494.43F(000) = 468
Triclinic, P1Dx = 2.417 Mg m3
a = 7.874 (2) ÅMo Kα radiation, λ = 0.71075 Å
b = 12.624 (3) ÅCell parameters from 25 reflections
c = 7.117 (3) Åθ = 3.0–27.7°
α = 105.87 (4)°µ = 7.49 mm1
β = 92.67 (3)°T = 293 K
γ = 87.93 (3)°Thin plate, colourless
V = 679.5 (4) Å30.28 × 0.23 × 0.19 mm
Data collection top
Enraf Nonius CAD-4
diffractometer
2427 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.0
Graphite monochromatorθmax = 27.7°, θmin = 3.0°
ω–2θ scansh = 109
Absorption correction: ψ scan
(North et al., 1968)
k = 1616
Tmin = 0.108, Tmax = 0.215l = 94
3301 measured reflections1 standard reflections every 100 reflections
3301 independent reflections intensity decay: none
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.061 w = 1/[σ2(Fo2) + (0.1171P)2]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.158(Δ/σ)max < 0.001
S = 0.96Δρmax = 1.66 e Å3
3301 reflectionsΔρmin = 2.87 e Å3
175 parameters
Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All e.s.d.'s are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cd10.14906 (7)0.25317 (5)0.11992 (8)0.0329 (2)
Br20.06966 (10)0.31915 (7)0.39137 (11)0.0384 (3)
Br30.02797 (10)0.14175 (7)0.17849 (11)0.0420 (3)
O20.3696 (8)0.3964 (5)0.3755 (8)0.0454 (17)
O2'0.4443 (7)0.1657 (5)0.0839 (8)0.0393 (17)
N10.4122 (8)0.5564 (5)0.2996 (8)0.0323 (17)
N1'0.6424 (8)0.1086 (6)0.1097 (10)0.040 (2)
N30.2482 (7)0.4160 (5)0.0941 (8)0.0283 (17)
N3'0.3648 (7)0.1549 (5)0.2110 (8)0.0280 (17)
N40.1366 (10)0.4348 (6)0.1946 (10)0.044 (2)
N4'0.2958 (9)0.1562 (6)0.5187 (10)0.044 (3)
C20.3437 (9)0.4545 (6)0.2632 (10)0.0295 (19)
C2'0.4838 (8)0.1431 (5)0.0714 (10)0.0277 (17)
C40.2237 (9)0.4779 (6)0.0293 (10)0.0320 (19)
C4'0.4109 (9)0.1398 (6)0.3855 (10)0.0293 (17)
C50.2944 (10)0.5827 (6)0.0101 (12)0.037 (2)
C5'0.5802 (10)0.1067 (6)0.4277 (11)0.033 (2)
C60.3857 (9)0.6200 (6)0.1757 (11)0.036 (2)
C6'0.6899 (9)0.0917 (7)0.2854 (12)0.037 (2)
H10.47400.58070.40450.0390*
H1'0.71580.09680.02010.0480*
H4A0.09850.36930.21850.0530*
H4B0.11810.47230.27810.0530*
H50.27760.62510.07770.0450*
H5'0.61240.09610.54880.0400*
H60.43140.68980.20620.0430*
H6'0.80120.06920.30660.0440*
H41'0.19380.17620.49280.0530*
H42'0.32240.14710.63190.0530*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.0223 (3)0.0413 (3)0.0357 (3)0.0018 (2)0.0012 (2)0.0119 (2)
Br20.0279 (4)0.0539 (5)0.0307 (4)0.0010 (3)0.0014 (3)0.0070 (3)
Br30.0235 (4)0.0640 (5)0.0333 (4)0.0060 (3)0.0028 (3)0.0038 (3)
O20.045 (3)0.050 (3)0.044 (3)0.019 (3)0.020 (3)0.019 (3)
O2'0.030 (3)0.061 (3)0.029 (3)0.004 (2)0.003 (2)0.015 (2)
N10.028 (3)0.043 (3)0.025 (3)0.007 (3)0.004 (2)0.008 (3)
N1'0.018 (3)0.054 (4)0.048 (4)0.001 (3)0.010 (3)0.014 (3)
N30.019 (3)0.038 (3)0.027 (3)0.004 (2)0.000 (2)0.007 (2)
N3'0.022 (3)0.038 (3)0.026 (3)0.002 (2)0.004 (2)0.012 (2)
N40.048 (4)0.051 (4)0.031 (3)0.001 (3)0.009 (3)0.011 (3)
N4'0.037 (4)0.065 (5)0.037 (4)0.014 (3)0.013 (3)0.024 (3)
C20.019 (3)0.039 (4)0.030 (3)0.005 (3)0.004 (3)0.009 (3)
C2'0.019 (3)0.030 (3)0.033 (3)0.000 (2)0.005 (3)0.006 (3)
C40.021 (3)0.048 (4)0.026 (3)0.006 (3)0.001 (3)0.009 (3)
C4'0.026 (3)0.033 (3)0.026 (3)0.000 (3)0.001 (3)0.003 (3)
C50.033 (4)0.042 (4)0.040 (4)0.001 (3)0.004 (3)0.018 (3)
C5'0.031 (4)0.039 (4)0.033 (4)0.003 (3)0.001 (3)0.015 (3)
C60.026 (4)0.040 (4)0.043 (4)0.003 (3)0.001 (3)0.014 (3)
C6'0.014 (3)0.048 (4)0.049 (5)0.004 (3)0.002 (3)0.015 (4)
Geometric parameters (Å, º) top
Cd1—Br22.5920 (14)N4'—C4'1.312 (10)
Cd1—Br32.5815 (15)C4—C51.405 (11)
Cd1—N32.281 (6)C4'—C5'1.426 (11)
Cd1—N3'2.243 (6)C5—C61.330 (11)
O2—C21.230 (10)C5'—C6'1.331 (11)
O2'—C2'1.238 (9)N1—H10.860 (8)
N1—C21.367 (10)N1'—H1'0.860 (9)
N1—C61.350 (10)N4—H4A0.860 (11)
N1'—C2'1.348 (9)N4—H4B0.860 (10)
N1'—C6'1.359 (11)N4'—H41'0.860 (10)
N3—C21.368 (9)N4'—H42'0.860 (10)
N3—C41.330 (10)C5—H50.930 (11)
N3'—C2'1.372 (9)C5'—H5'0.930 (11)
N3'—C4'1.339 (9)C6—H60.930 (11)
N4—C41.324 (10)C6'—H6'0.930 (11)
Cd1···C5i4.191 (8)Cd1···H5i3.677 (8)
Br2···N1ii3.597 (6)Br2···H41'2.895 (8)
Br2···N4iii3.290 (7)Br2···H6'iv3.238 (9)
Br2···C6'iv3.387 (9)Br2···H4Biii2.975 (7)
Br3···N1'iv3.487 (7)Br2···H4Aiii2.936 (7)
Br3···N4'v3.455 (7)Br2···H4Bi2.964 (8)
O2···C4'3.264 (10)Br2···H5i2.932 (8)
O2···N1vi2.758 (8)Br3···H4A3.163 (8)
O2···N3'2.953 (9)Br3···H41'v3.115 (7)
O2'···C6'vii3.360 (11)Br3···H1'iv2.679 (7)
O2'···N4'v2.983 (9)Br3···H6'vii3.097 (9)
O2'···C6viii3.294 (10)Br3···H42'v3.138 (7)
N1···C5viii3.368 (10)O2···H1vi1.911 (8)
N1···O2vi2.758 (8)O2'···H42'v2.155 (9)
N1···Br2ii3.597 (6)O2'···H6viii2.474 (10)
N1'···C2'vii3.258 (10)O2'···H5'v2.888 (9)
N1'···Br3ix3.487 (7)C2···H1vi2.840 (9)
N3'···O22.953 (9)C5'···H5'x3.069 (11)
N4···Br2v3.290 (7)H1···O2vi1.911 (8)
N4···C4i3.322 (11)H1···C2vi2.840 (9)
N4'···O2'iii2.983 (9)H1'···Br3ix2.679 (7)
N4'···Br3iii3.455 (7)H4A···Cd13.148 (7)
C2···C5viii3.470 (11)H4A···Br2v2.936 (7)
C2'···N1'vii3.258 (10)H4A···Br33.163 (8)
C2'···C2'vii3.479 (9)H4B···Br2v2.975 (7)
C2'···C6'vii3.600 (11)H4B···H52.416 (11)
C4···C6viii3.375 (10)H4B···Br2i2.964 (8)
C4···C4i3.573 (10)H5···H4B2.416 (11)
C4···N4i3.322 (11)H5···Cd1i3.677 (8)
C4'···O23.264 (10)H5···Br2i2.932 (8)
C5···N1viii3.368 (10)H5'···O2'iii2.888 (9)
C5···C2viii3.470 (11)H5'···H42'2.406 (11)
C5···Cd1i4.191 (8)H5'···C5'x3.069 (11)
C5···C6viii3.555 (11)H6···O2'viii2.474 (10)
C5'···C5'x3.434 (11)H6'···Br2ix3.238 (9)
C6···C4viii3.375 (10)H6'···Br3vii3.097 (9)
C6···O2'viii3.294 (10)H41'···Cd13.067 (7)
C6···C5viii3.555 (11)H41'···Br22.895 (8)
C6'···O2'vii3.360 (11)H41'···Br3iii3.115 (7)
C6'···C2'vii3.600 (11)H42'···Cd1iii3.672 (7)
C6'···Br2ix3.387 (9)H42'···Br3iii3.138 (7)
Cd1···H42'v3.672 (7)H42'···O2'iii2.155 (9)
Cd1···H41'3.067 (7)H42'···H5'2.406 (11)
Cd1···H4A3.148 (7)
Br2—Cd1—Br3104.24 (5)N3'—C4'—C5'121.5 (6)
Br2—Cd1—N3101.91 (15)N4'—C4'—C5'120.2 (7)
Br2—Cd1—N3'111.93 (15)C4—C5—C6118.6 (7)
Br3—Cd1—N3115.59 (15)C4'—C5'—C6'116.8 (7)
Br3—Cd1—N3'113.24 (16)N1—C6—C5120.0 (7)
N3—Cd1—N3'109.3 (2)N1'—C6'—C5'121.3 (7)
C2—N1—C6121.9 (6)C2—N1—H1119.0 (8)
C2'—N1'—C6'122.1 (6)C6—N1—H1119.1 (8)
Cd1—N3—C2103.8 (5)C2'—N1'—H1'119.0 (9)
Cd1—N3—C4136.2 (5)C6'—N1'—H1'118.9 (8)
C2—N3—C4119.8 (6)C4—N4—H4A120.0 (9)
Cd1—N3'—C2'105.5 (4)C4—N4—H4B120.0 (10)
Cd1—N3'—C4'131.1 (5)H4A—N4—H4B120.0 (11)
C2'—N3'—C4'119.8 (6)C4'—N4'—H41'120.0 (9)
O2—C2—N1121.7 (7)C4'—N4'—H42'120.0 (9)
O2—C2—N3119.9 (7)H41'—N4'—H42'120.0 (10)
N1—C2—N3118.4 (6)C4—C5—H5120.7 (9)
O2'—C2'—N1'121.8 (6)C6—C5—H5120.7 (9)
O2'—C2'—N3'119.7 (6)C4'—C5'—H5'121.6 (9)
N1'—C2'—N3'118.5 (6)C6'—C5'—H5'121.6 (9)
N3—C4—N4117.3 (7)N1—C6—H6119.9 (9)
N3—C4—C5121.3 (7)C5—C6—H6120.1 (9)
N4—C4—C5121.4 (7)N1'—C6'—H6'119.3 (9)
N3'—C4'—N4'118.3 (7)C5'—C6'—H6'119.4 (10)
Br2—Cd1—N3—C270.9 (4)C4—N3—C2—O2178.4 (7)
Br2—Cd1—N3—C4102.9 (7)C4—N3—C2—N10.3 (10)
Br3—Cd1—N3—C2176.7 (4)Cd1—N3—C4—N49.8 (11)
Br3—Cd1—N3—C49.4 (7)Cd1—N3—C4—C5173.2 (5)
N3'—Cd1—N3—C247.6 (5)C2—N3—C4—N4177.1 (7)
N3'—Cd1—N3—C4138.6 (7)C2—N3—C4—C50.1 (12)
Br2—Cd1—N3'—C2'169.3 (4)Cd1—N3'—C2'—O2'13.3 (8)
Br2—Cd1—N3'—C4'11.5 (7)Cd1—N3'—C2'—N1'165.6 (6)
Br3—Cd1—N3'—C2'73.2 (4)C4'—N3'—C2'—O2'174.2 (7)
Br3—Cd1—N3'—C4'128.9 (6)C4'—N3'—C2'—N1'4.7 (10)
N3—Cd1—N3'—C2'57.2 (5)Cd1—N3'—C4'—N4'21.9 (11)
N3—Cd1—N3'—C4'100.7 (7)Cd1—N3'—C4'—C5'158.1 (6)
C6—N1—C2—O2179.3 (7)C2'—N3'—C4'—N4'177.2 (7)
C6—N1—C2—N31.2 (10)C2'—N3'—C4'—C5'2.9 (11)
C2—N1—C6—C51.8 (11)N3—C4—C5—C60.8 (11)
C6'—N1'—C2'—O2'174.9 (8)N4—C4—C5—C6177.7 (7)
C6'—N1'—C2'—N3'4.0 (11)N3'—C4'—C5'—C6'0.1 (12)
C2'—N1'—C6'—C5'1.2 (13)N4'—C4'—C5'—C6'180.0 (13)
Cd1—N3—C2—O26.5 (8)C4—C5—C6—N11.6 (11)
Cd1—N3—C2—N1175.4 (5)C4'—C5'—C6'—N1'0.8 (12)
Symmetry codes: (i) x, y+1, z; (ii) x, y+1, z+1; (iii) x, y, z+1; (iv) x1, y, z; (v) x, y, z1; (vi) x+1, y+1, z+1; (vii) x+1, y, z; (viii) x+1, y+1, z; (ix) x+1, y, z; (x) x+1, y, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O2vi0.861.912.758 (8)168
N1—H1···Br3ix0.862.683.487 (7)157
N4—H41···Br20.862.903.699 (8)156
N4—H42···O2iii0.862.162.983 (9)162
C6—H6···O2viii0.932.473.294 (10)147
Symmetry codes: (iii) x, y, z+1; (vi) x+1, y+1, z+1; (viii) x+1, y+1, z; (ix) x+1, y, z.
 

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