Bis(2,2′-bipyridine)(5,5′-imino­ditetra­zolato)cadmium(II) 2,2′-bipyridine hemisolvate monohydrate

Lin, J.-M.; Guan, Y.-F.; Dong, W.

doi:10.1107/S1600536807066846

metal-organic compounds

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Volume 64| Part 1| January 2008| Page m238

https://doi.org/10.1107/S1600536807066846

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Bis(2,2′-bipyridine)(5,5′-iminoditetrazolato)cadmium(II) 2,2′-bipyridine hemisolvate monohydrate

Jiao-Min Lin,^a Yang-Fan Guan ^a and Wen Dong ^a ^*

^aSchool of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou 510006, People's Republic of China
^*Correspondence e-mail: dw320@yahoo.com.cn

(Received 19 November 2007; accepted 13 December 2007; online 21 December 2007)

The title complex, [Cd(C₂HN₉)(C₁₀H₈N₂)₂]·0.5C₁₀H₈N₂·H₂O, was prepared under hydrothermal reaction conditions. The asymmetric unit contains the cadmium complex, half a 2,2′-bipyridine solvent molecule and a solvent water molecule. The Cd^II ion is coordinated by four N atoms from two 2,2′-bipyridine ligands and two N atoms from an HBTA⁻ anion ligand [where H₂BTA is N,N-bis(1H-tetrazol-5-yl)amine], forming an octahedral geometry. The complex is linked into a three-dimensional network by O—H⋯N and N—H⋯N hydrogen bonds and by the stacking interactions of rings, with distances of 3.5–3.7 Å between the atoms of two parallel 2,2′-bipyridine rings.

Related literature

Other complexes of the N,N-bis-[1(2)H-tetrazol-5-yl]imine ligand are rare; for a related copper(II) complex, see: Friedrich et al. (2005 ).

Experimental

Crystal data

[Cd(C₂HN₉)(C₁₀H₈N₂)₂]·0.5C₁₀H₈N₂·H₂O
M_r = 672.00
Monoclinic, P 2₁ /n
a = 15.1919 (12) Å
b = 11.2383 (9) Å
c = 17.5759 (14) Å
β = 106.073 (3)°
V = 2883.5 (4) Å³
Z = 4
Mo Kα radiation
μ = 0.81 mm⁻¹
T = 296 (2) K
0.24 × 0.23 × 0.13 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.824, T_max = 0.901
41852 measured reflections
6569 independent reflections
5669 reflections with I > 2σ(I)
R_int = 0.026

Refinement

R[F² > 2σ(F²)] = 0.025
wR(F²) = 0.064
S = 1.07
6569 reflections
477 parameters
All H-atom parameters refined
Δρ_max = 0.27 e Å⁻³
Δρ_min = −0.30 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N5—H1⋯N4ⁱ	0.77 (2)	2.17 (2)	2.929 (2)	174 (2)
O1—H22⋯N9	0.82 (4)	2.08 (4)	2.893 (3)	172 (4)
O1—H23⋯N3ⁱ	0.92 (4)	2.02 (5)	2.901 (3)	159 (4)
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: SMART (Bruker, 2005 ); cell refinement: SAINT-Plus (Bruker, 2005); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2005); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536807066846/bq2057sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807066846/bq2057Isup2.hkl

checkCIF report

Comment top

The H₂BTA (where H₂BTA is N,N-bis(1(2)H-tetrazol-5-yl)-amine) and its deprotonated anions contain nine nitrogen electron-donating atoms and show hundreds of different coordinating or bridging modes in their complexes. However, the complexes of H₂BTA ligand have been not widely investigated in past decades (Friedrich et al., 2005). The title complex, (I), consists of the cadmium complex of 2,2'-bipyridine and HBTA^- anion ligands, half 2,2'-bipyridine guest molecule and a solvent water molecule (Fig. 1). The HBTA^- ligand acts as a chelatingbidentate and the Cd^II cation is coordinated to four N atoms from two 2,2'-bipyridine ligands and two N atoms from a HBTA^- anion ligand to form an octahedral mononuclear complex. In the crystal structure, an extensive range of O—H···N and N—H···N hydrogen bonds as well as the stacking interactions of aryls between the parallel 2,2'-bipyridine molecules links the complex, 2,2'-bipyridine guest molecules and the water molecules into a three dimensional networks (Table 1 and Fig. 2).

Related literature top

Other complexes of the N,N-bis-[1(2)H-tetrazol-5-yl]-amine ligand are rare; for a related copper(II) complex, see: Friedrich et al. (2005).

Experimental top

A 20 mL aqueous solution of Cd(Cl)₂.4H₂O (0.026 g, 0.1 mmol), H₂BTA (0.016 g, 0.01 mmol) and 2,2'-bipyridine (0.039 g, 0.025 mmol) was heated in a 25 ml Teflon-lined autoclave at 433 K for 3 d, followed by slow cooling to room temperature. The resulting mixture was filtered and washed with 95% methanol, and colorless crystal were collected and dried in air. Elemental analysis, calc (%) for C₂₇H₂₃Cd₁N₁₄O₁: C 48.21, H 3.42, N 27.08; found (%): C 47.96, H 3.87, N 26.78.

Structure description top

Other complexes of the N,N-bis-[1(2)H-tetrazol-5-yl]-amine ligand are rare; for a related copper(II) complex, see: Friedrich et al. (2005).

Computing details top

Data collection: SMART (Bruker, 2005); cell refinement: SAINT-Plus (Bruker, 2005); data reduction: SAINT-Plus (Bruker, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2005); software used to prepare material for publication: SHELXTL (Bruker, 2005).

Figures top

	Fig. 1. The molecular structure of the complex, with atom labels and 30% probability displacement ellipsoids for non-H atoms. Symmetry code (i): -x, -y, -z.
	Fig. 2. The packing diagram of the complex, showing a three-dimensional network connected by O—H···N and N—H···N hydrogen bonds (dashed lines) and by the stacking interactions of aryls between the parallel 2,2'-bipyridine molecules. H atoms not involved in hydrogen bonding have been omitted.

Bis(2,2'-bipyridine)(5,5'-iminoditetrazolato)cadmium(II) 2,2'-bipyridine hemisolvate monohydrate top

Crystal data top

[Cd(C₂HN₉)(C₁₀H₈N₂)₂]·0.5C₁₀H₈N₂·H₂O	F(000) = 1356
M_r = 672.00	D_x = 1.548 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2yn	Cell parameters from 6569 reflections
a = 15.1919 (12) Å	θ = 27.5–1.0°
b = 11.2383 (9) Å	µ = 0.81 mm⁻¹
c = 17.5759 (14) Å	T = 296 K
β = 106.073 (3)°	Block, colourless
V = 2883.5 (4) Å³	0.24 × 0.23 × 0.13 mm
Z = 4

Data collection top

Bruker SMART APEX CCD area-detector diffractometer	6569 independent reflections
Radiation source: fine-focus sealed tube	5669 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.026
φ and ω scans	θ_max = 27.5°, θ_min = 1.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −19→19
T_min = 0.824, T_max = 0.901	k = −14→14
41852 measured reflections	l = −21→22

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F² > 2σ(F²)] = 0.025	All H-atom parameters refined
wR(F²) = 0.064	w = 1/[σ²(F_o²) + (0.0274P)² + 0.9028P] where P = (F_o² + 2F_c²)/3
S = 1.07	(Δ/σ)_max = 0.003
6569 reflections	Δρ_max = 0.27 e Å⁻³
477 parameters	Δρ_min = −0.30 e Å⁻³
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 1997), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00357 (18)

Crystal data top

[Cd(C₂HN₉)(C₁₀H₈N₂)₂]·0.5C₁₀H₈N₂·H₂O	V = 2883.5 (4) Å³
M_r = 672.00	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 15.1919 (12) Å	µ = 0.81 mm⁻¹
b = 11.2383 (9) Å	T = 296 K
c = 17.5759 (14) Å	0.24 × 0.23 × 0.13 mm
β = 106.073 (3)°

Data collection top

Bruker SMART APEX CCD area-detector diffractometer	6569 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	5669 reflections with I > 2σ(I)
T_min = 0.824, T_max = 0.901	R_int = 0.026
41852 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.025	0 restraints
wR(F²) = 0.064	All H-atom parameters refined
S = 1.07	Δρ_max = 0.27 e Å⁻³
6569 reflections	Δρ_min = −0.30 e Å⁻³
477 parameters

Special details top

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

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Cd1	0.532267 (9)	0.270422 (13)	0.774688 (8)	0.04977 (6)
N1	0.53723 (11)	0.28970 (14)	0.64584 (10)	0.0532 (4)
N2	0.56948 (13)	0.20365 (15)	0.60598 (11)	0.0626 (4)
N6	0.49834 (12)	0.46846 (15)	0.74874 (10)	0.0562 (4)
N3	0.56653 (15)	0.24290 (15)	0.53653 (11)	0.0669 (5)
N5	0.48085 (12)	0.48791 (16)	0.60938 (11)	0.0576 (4)
N9	0.47554 (13)	0.64671 (15)	0.69592 (11)	0.0663 (5)
N8	0.48433 (14)	0.65384 (17)	0.77468 (12)	0.0714 (5)
N4	0.53314 (12)	0.35578 (15)	0.52681 (9)	0.0592 (4)
N7	0.49775 (13)	0.54972 (17)	0.80637 (11)	0.0652 (4)
C1	0.51621 (12)	0.38009 (16)	0.59524 (10)	0.0479 (4)
C2	0.48555 (12)	0.53204 (16)	0.68325 (11)	0.0495 (4)
N10	0.45883 (14)	0.27233 (15)	0.87647 (11)	0.0621 (4)
N12	0.68118 (11)	0.31927 (17)	0.85200 (11)	0.0624 (4)
N11	0.39018 (11)	0.17392 (15)	0.73247 (11)	0.0594 (4)
N13	0.62379 (11)	0.09995 (15)	0.79609 (10)	0.0553 (4)
C7	0.37105 (17)	0.23839 (18)	0.85718 (15)	0.0639 (6)
C17	0.74399 (14)	0.2331 (2)	0.86491 (13)	0.0602 (5)
C12	0.36175 (15)	0.1183 (2)	0.66307 (16)	0.0735 (6)
C8	0.33420 (13)	0.18067 (18)	0.77886 (14)	0.0606 (5)
C18	0.71146 (13)	0.1114 (2)	0.83875 (12)	0.0579 (5)
C16	0.83514 (18)	0.2601 (3)	0.9003 (2)	0.0903 (9)
C6	0.3187 (3)	0.2561 (3)	0.9092 (2)	0.0921 (9)
C3	0.4959 (2)	0.3204 (3)	0.94745 (15)	0.0824 (7)
C11	0.27651 (18)	0.0677 (3)	0.6357 (2)	0.0915 (9)
C22	0.59252 (17)	−0.0076 (2)	0.77108 (16)	0.0703 (6)
C14	0.79708 (19)	0.4612 (3)	0.90888 (19)	0.0904 (8)
C15	0.8608 (2)	0.3740 (3)	0.9222 (2)	0.1035 (10)
C9	0.24676 (18)	0.1321 (3)	0.7531 (2)	0.0864 (8)
C13	0.70807 (17)	0.4305 (2)	0.87371 (17)	0.0808 (7)
C19	0.76731 (19)	0.0129 (3)	0.8578 (2)	0.0885 (8)
C10	0.21877 (19)	0.0756 (3)	0.6815 (2)	0.0998 (10)
C4	0.4464 (4)	0.3369 (3)	1.00196 (19)	0.1007 (11)
C21	0.6447 (2)	−0.1090 (2)	0.7879 (2)	0.0860 (8)
C5	0.3577 (3)	0.3043 (3)	0.9816 (2)	0.1103 (12)
C20	0.7331 (2)	−0.0975 (3)	0.8319 (2)	0.1006 (10)
O1	0.40434 (19)	0.8585 (2)	0.60636 (19)	0.1105 (8)
C28	0.54281 (19)	0.0235 (2)	0.02531 (14)	0.0757 (6)
C27	0.5463 (2)	0.0710 (2)	0.09726 (16)	0.0844 (7)
H21	0.4938	0.0743	0.1147	0.101*
C26	0.6255 (3)	0.1129 (3)	0.1425 (2)	0.1115 (11)
C25	0.7028 (3)	0.1084 (3)	0.1179 (2)	0.1102 (11)
N14	0.6182 (2)	0.0168 (2)	−0.00166 (16)	0.1035 (8)
H1	0.4760 (15)	0.533 (2)	0.5756 (13)	0.062 (7)*
H9	0.4053 (16)	0.116 (2)	0.6320 (13)	0.072 (7)*
H6	0.2165 (19)	0.139 (2)	0.7846 (16)	0.087 (9)*
H7	0.158 (2)	0.044 (3)	0.6619 (17)	0.106 (9)*
H8	0.260 (2)	0.026 (3)	0.5852 (19)	0.121 (11)*
H2	0.5629 (19)	0.338 (3)	0.9605 (16)	0.096 (9)*
H4	0.323 (2)	0.316 (3)	1.021 (2)	0.131 (11)*
H5	0.259 (2)	0.233 (3)	0.894 (2)	0.105 (11)*
H3	0.475 (2)	0.365 (3)	1.0450 (19)	0.098 (10)*
H17	0.5337 (17)	−0.013 (2)	0.7381 (14)	0.074 (7)*
H13	0.874 (2)	0.201 (3)	0.9080 (16)	0.088 (9)*
H11	0.8101 (19)	0.542 (3)	0.9196 (16)	0.100 (9)*
H10	0.6577 (19)	0.491 (2)	0.8614 (16)	0.095 (9)*
H16	0.6172 (18)	−0.179 (3)	0.7664 (16)	0.089 (8)*
H15	0.769 (2)	−0.165 (3)	0.8439 (19)	0.121 (11)*
H12	0.923 (2)	0.395 (3)	0.9494 (19)	0.126 (11)*
H14	0.828 (2)	0.027 (3)	0.8895 (18)	0.108 (10)*
H20	0.632 (2)	0.143 (3)	0.194 (2)	0.130 (13)*
H19	0.764 (2)	0.129 (3)	0.150 (2)	0.125 (12)*
C24	0.6980 (3)	0.0596 (4)	0.0460 (2)	0.1138 (11)
H22	0.421 (3)	0.801 (4)	0.635 (2)	0.123 (14)*
H23	0.398 (3)	0.830 (4)	0.556 (3)	0.163 (17)*
H18	0.747 (2)	0.040 (3)	0.0236 (19)	0.113 (11)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.04460 (8)	0.04959 (9)	0.05279 (9)	0.00138 (5)	0.00960 (6)	−0.00035 (6)
N1	0.0591 (9)	0.0464 (9)	0.0542 (9)	0.0083 (7)	0.0155 (7)	−0.0006 (7)
N2	0.0781 (12)	0.0494 (9)	0.0594 (10)	0.0113 (8)	0.0176 (9)	−0.0033 (7)
N6	0.0640 (10)	0.0518 (9)	0.0536 (9)	0.0071 (8)	0.0176 (7)	−0.0036 (7)
N3	0.0874 (14)	0.0537 (10)	0.0578 (11)	0.0134 (9)	0.0172 (9)	−0.0073 (8)
N5	0.0724 (11)	0.0490 (9)	0.0507 (10)	0.0141 (8)	0.0161 (8)	0.0047 (8)
N9	0.0865 (12)	0.0474 (9)	0.0725 (11)	0.0051 (8)	0.0345 (10)	−0.0034 (8)
N8	0.0873 (13)	0.0584 (11)	0.0757 (13)	0.0026 (9)	0.0346 (10)	−0.0135 (9)
N4	0.0760 (11)	0.0510 (9)	0.0475 (9)	0.0117 (8)	0.0117 (8)	−0.0035 (7)
N7	0.0777 (12)	0.0613 (11)	0.0613 (10)	0.0061 (9)	0.0270 (9)	−0.0092 (8)
C1	0.0464 (9)	0.0465 (10)	0.0471 (10)	0.0024 (7)	0.0070 (7)	−0.0037 (7)
C2	0.0452 (9)	0.0479 (10)	0.0574 (11)	0.0037 (7)	0.0173 (8)	−0.0024 (8)
N10	0.0755 (12)	0.0562 (10)	0.0570 (10)	0.0062 (8)	0.0224 (9)	0.0046 (8)
N12	0.0481 (9)	0.0621 (10)	0.0714 (11)	−0.0040 (8)	0.0073 (8)	−0.0030 (9)
N11	0.0478 (8)	0.0524 (9)	0.0789 (12)	0.0007 (7)	0.0189 (8)	−0.0104 (8)
N13	0.0517 (9)	0.0550 (9)	0.0579 (9)	0.0049 (7)	0.0129 (7)	0.0045 (7)
C7	0.0736 (14)	0.0490 (11)	0.0790 (15)	0.0158 (10)	0.0377 (12)	0.0169 (10)
C17	0.0468 (10)	0.0762 (14)	0.0556 (11)	0.0014 (9)	0.0107 (8)	0.0070 (10)
C12	0.0545 (12)	0.0710 (15)	0.0938 (17)	−0.0029 (10)	0.0184 (12)	−0.0273 (13)
C8	0.0520 (10)	0.0483 (10)	0.0850 (15)	0.0097 (9)	0.0247 (10)	0.0091 (10)
C18	0.0489 (10)	0.0693 (13)	0.0558 (11)	0.0089 (9)	0.0152 (8)	0.0094 (9)
C16	0.0484 (13)	0.103 (2)	0.108 (2)	0.0046 (13)	0.0014 (13)	0.0003 (17)
C6	0.105 (2)	0.0825 (19)	0.109 (3)	0.0165 (16)	0.064 (2)	0.0100 (16)
C3	0.110 (2)	0.0793 (17)	0.0581 (14)	0.0035 (16)	0.0240 (14)	0.0028 (12)
C11	0.0566 (13)	0.0860 (19)	0.123 (2)	−0.0047 (12)	0.0092 (15)	−0.0384 (17)
C22	0.0635 (13)	0.0597 (13)	0.0857 (16)	0.0034 (10)	0.0174 (12)	0.0001 (11)
C14	0.0697 (16)	0.088 (2)	0.102 (2)	−0.0256 (15)	0.0054 (14)	−0.0134 (16)
C15	0.0550 (14)	0.122 (3)	0.118 (2)	−0.0214 (17)	−0.0017 (15)	−0.013 (2)
C9	0.0552 (13)	0.0894 (19)	0.122 (2)	0.0056 (12)	0.0370 (15)	0.0111 (17)
C13	0.0613 (14)	0.0732 (16)	0.0964 (19)	−0.0095 (12)	0.0028 (13)	−0.0129 (13)
C19	0.0597 (14)	0.0825 (19)	0.117 (2)	0.0207 (13)	0.0145 (15)	0.0136 (16)
C10	0.0529 (14)	0.091 (2)	0.148 (3)	−0.0109 (13)	0.0150 (17)	−0.0166 (19)
C4	0.169 (4)	0.0783 (19)	0.0608 (17)	0.014 (2)	0.041 (2)	0.0034 (14)
C21	0.0878 (19)	0.0567 (15)	0.120 (2)	0.0085 (13)	0.0395 (17)	0.0005 (14)
C5	0.162 (4)	0.095 (2)	0.103 (3)	0.022 (2)	0.085 (3)	0.0110 (19)
C20	0.0833 (19)	0.0758 (19)	0.143 (3)	0.0311 (16)	0.0323 (19)	0.0184 (18)
O1	0.146 (2)	0.0835 (14)	0.1159 (19)	0.0489 (14)	0.0601 (16)	−0.0008 (14)
C28	0.110 (2)	0.0503 (12)	0.0725 (16)	0.0102 (12)	0.0343 (13)	0.0153 (10)
C27	0.113 (2)	0.0722 (16)	0.0732 (16)	0.0032 (15)	0.0348 (16)	−0.0052 (13)
C26	0.155 (4)	0.087 (2)	0.098 (3)	−0.002 (2)	0.043 (3)	−0.0129 (19)
C25	0.130 (3)	0.093 (2)	0.101 (3)	−0.022 (2)	0.020 (2)	−0.0030 (19)
N14	0.130 (2)	0.0973 (18)	0.0890 (17)	0.0021 (17)	0.0396 (17)	0.0085 (14)
C24	0.123 (3)	0.115 (3)	0.112 (3)	−0.008 (2)	0.046 (2)	0.006 (2)

Geometric parameters (Å, º) top

Cd1—N1	2.2970 (17)	C6—C5	1.358 (5)
Cd1—N6	2.3015 (17)	C6—H5	0.91 (3)
Cd1—N13	2.3357 (16)	C3—C4	1.384 (4)
Cd1—N11	2.3451 (16)	C3—H2	1.00 (3)
Cd1—N10	2.3559 (18)	C11—C10	1.348 (5)
Cd1—N12	2.3587 (16)	C11—H8	0.97 (3)
N1—C1	1.329 (2)	C22—C21	1.373 (3)
N1—N2	1.362 (2)	C22—H17	0.92 (2)
N2—N3	1.287 (3)	C14—C15	1.352 (5)
N6—C2	1.322 (2)	C14—C13	1.366 (3)
N6—N7	1.366 (2)	C14—H11	0.93 (3)
N3—N4	1.359 (2)	C15—H12	0.96 (3)
N5—C2	1.373 (2)	C9—C10	1.367 (5)
N5—C1	1.376 (2)	C9—H6	0.82 (3)
N5—H1	0.77 (2)	C13—H10	1.00 (3)
N9—C2	1.324 (3)	C19—C20	1.373 (4)
N9—N8	1.356 (3)	C19—H14	0.95 (3)
N8—N7	1.288 (3)	C10—H7	0.96 (3)
N4—C1	1.326 (2)	C4—C5	1.346 (5)
N10—C3	1.333 (3)	C4—H3	0.82 (3)
N10—C7	1.337 (3)	C21—C20	1.357 (4)
N12—C17	1.334 (3)	C21—H16	0.92 (3)
N12—C13	1.338 (3)	C5—H4	0.98 (4)
N11—C12	1.332 (3)	C20—H15	0.92 (3)
N11—C8	1.333 (3)	O1—H22	0.82 (4)
N13—C22	1.328 (3)	O1—H23	0.92 (4)
N13—C18	1.341 (2)	C28—N14	1.357 (4)
C7—C6	1.382 (4)	C28—C27	1.361 (3)
C7—C8	1.484 (3)	C28—C28ⁱ	1.456 (5)
C17—C16	1.386 (3)	C27—C26	1.332 (5)
C17—C18	1.483 (3)	C27—H21	0.9300
C12—C11	1.373 (3)	C26—C25	1.360 (5)
C12—H9	0.97 (2)	C26—H20	0.94 (4)
C8—C9	1.391 (3)	C25—C24	1.361 (5)
C18—C19	1.378 (3)	C25—H19	0.97 (3)
C16—C15	1.362 (5)	N14—C24	1.357 (5)
C16—H13	0.88 (3)	C24—H18	0.96 (3)

N1—Cd1—N6	77.29 (6)	C15—C16—C17	120.4 (3)
N1—Cd1—N13	93.18 (6)	C15—C16—H13	123.0 (19)
N6—Cd1—N13	156.31 (6)	C17—C16—H13	117 (2)
N1—Cd1—N11	90.59 (6)	C5—C6—C7	119.7 (4)
N6—Cd1—N11	104.39 (6)	C5—C6—H5	122 (2)
N13—Cd1—N11	97.26 (6)	C7—C6—H5	119 (2)
N1—Cd1—N10	154.10 (7)	N10—C3—C4	122.2 (3)
N6—Cd1—N10	90.83 (6)	N10—C3—H2	115.7 (16)
N13—Cd1—N10	105.73 (6)	C4—C3—H2	122.0 (16)
N11—Cd1—N10	69.92 (7)	C10—C11—C12	118.0 (3)
N1—Cd1—N12	104.95 (6)	C10—C11—H8	122 (2)
N6—Cd1—N12	90.89 (6)	C12—C11—H8	120 (2)
N13—Cd1—N12	70.42 (6)	N13—C22—C21	123.5 (2)
N11—Cd1—N12	160.38 (7)	N13—C22—H17	117.5 (15)
N10—Cd1—N12	98.09 (7)	C21—C22—H17	118.9 (16)
C1—N1—N2	104.62 (16)	C15—C14—C13	117.9 (3)
C1—N1—Cd1	131.62 (12)	C15—C14—H11	124.4 (18)
N2—N1—Cd1	123.69 (12)	C13—C14—H11	117.6 (18)
N3—N2—N1	108.74 (16)	C14—C15—C16	119.8 (3)
C2—N6—N7	104.75 (16)	C14—C15—H12	118 (2)
C2—N6—Cd1	131.75 (13)	C16—C15—H12	122 (2)
N7—N6—Cd1	123.14 (13)	C10—C9—C8	120.5 (3)
N2—N3—N4	110.66 (16)	C10—C9—H6	125 (2)
C2—N5—C1	124.64 (17)	C8—C9—H6	114 (2)
C2—N5—H1	117.6 (18)	N12—C13—C14	123.4 (3)
C1—N5—H1	113.5 (18)	N12—C13—H10	114.6 (16)
C2—N9—N8	104.23 (17)	C14—C13—H10	122.0 (16)
N7—N8—N9	110.31 (16)	C20—C19—C18	119.6 (3)
C1—N4—N3	103.75 (16)	C20—C19—H14	124.2 (19)
N8—N7—N6	108.63 (17)	C18—C19—H14	116 (2)
N4—C1—N1	112.23 (16)	C11—C10—C9	119.5 (3)
N4—C1—N5	121.93 (17)	C11—C10—H7	118.7 (18)
N1—C1—N5	125.85 (17)	C9—C10—H7	121.8 (18)
N6—C2—N9	112.07 (17)	C5—C4—C3	118.3 (3)
N6—C2—N5	125.76 (17)	C5—C4—H3	125 (2)
N9—C2—N5	122.17 (18)	C3—C4—H3	116 (2)
C3—N10—C7	119.1 (2)	C20—C21—C22	117.7 (3)
C3—N10—Cd1	123.25 (19)	C20—C21—H16	125.4 (17)
C7—N10—Cd1	116.97 (15)	C22—C21—H16	116.9 (18)
C17—N12—C13	118.86 (19)	C4—C5—C6	120.2 (3)
C17—N12—Cd1	117.10 (14)	C4—C5—H4	118 (2)
C13—N12—Cd1	123.39 (16)	C6—C5—H4	122 (2)
C12—N11—C8	119.13 (19)	C21—C20—C19	119.9 (3)
C12—N11—Cd1	122.94 (15)	C21—C20—H15	119 (2)
C8—N11—Cd1	117.85 (14)	C19—C20—H15	121 (2)
C22—N13—C18	118.75 (19)	H22—O1—H23	104 (4)
C22—N13—Cd1	123.41 (14)	N14—C28—C27	121.8 (3)
C18—N13—Cd1	117.78 (14)	N14—C28—C28ⁱ	117.6 (3)
N10—C7—C6	120.5 (3)	C27—C28—C28ⁱ	120.5 (3)
N10—C7—C8	116.96 (19)	C26—C27—C28	119.3 (3)
C6—C7—C8	122.6 (3)	C26—C27—H21	120.3
N12—C17—C16	119.7 (2)	C28—C27—H21	120.3
N12—C17—C18	117.10 (18)	C27—C26—C25	121.0 (4)
C16—C17—C18	123.2 (2)	C27—C26—H20	123 (2)
N11—C12—C11	123.4 (3)	C25—C26—H20	116 (2)
N11—C12—H9	115.5 (14)	C26—C25—C24	118.7 (4)
C11—C12—H9	121.1 (14)	C26—C25—H19	126 (2)
N11—C8—C9	119.5 (2)	C24—C25—H19	115 (2)
N11—C8—C7	116.84 (19)	C28—N14—C24	117.4 (3)
C9—C8—C7	123.7 (2)	N14—C24—C25	121.7 (4)
N13—C18—C19	120.5 (2)	N14—C24—H18	109 (2)
N13—C18—C17	117.10 (18)	C25—C24—H18	129 (2)
C19—C18—C17	122.3 (2)

Symmetry code: (i) −x+1, −y, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N5—H1···N4ⁱⁱ	0.77 (2)	2.17 (2)	2.929 (2)	174 (2)
O1—H22···N9	0.82 (4)	2.08 (4)	2.893 (3)	172 (4)
O1—H23···N3ⁱⁱ	0.92 (4)	2.02 (5)	2.901 (3)	159 (4)

Symmetry code: (ii) −x+1, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[Cd(C₂HN₉)(C₁₀H₈N₂)₂]·0.5C₁₀H₈N₂·H₂O
M_r	672.00
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	296
a, b, c (Å)	15.1919 (12), 11.2383 (9), 17.5759 (14)
β (°)	106.073 (3)
V (Å³)	2883.5 (4)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.81
Crystal size (mm)	0.24 × 0.23 × 0.13

Data collection
Diffractometer	Bruker SMART APEX CCD area-detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.824, 0.901
No. of measured, independent and observed [I > 2σ(I)] reflections	41852, 6569, 5669
R_int	0.026
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.025, 0.064, 1.07
No. of reflections	6569
No. of parameters	477
H-atom treatment	All H-atom parameters refined
Δρ_max, Δρ_min (e Å⁻³)	0.27, −0.30

Computer programs: SMART (Bruker, 2005), SAINT-Plus (Bruker, 2005), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2005).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N5—H1···N4ⁱ	0.77 (2)	2.17 (2)	2.929 (2)	174 (2)
O1—H22···N9	0.82 (4)	2.08 (4)	2.893 (3)	172 (4)
O1—H23···N3ⁱ	0.92 (4)	2.02 (5)	2.901 (3)	159 (4)

Symmetry code: (i) −x+1, −y+1, −z+1.

Acknowledgements

The authors acknowledge financial support by the National Natural Science Foundation of China (grant No. 206710214), and the Science and Technology Program Foundation of Guang Zhou (2007 J1-co381).

References

Bruker (2005). SAINT-Plus (Version 6.45), SHELXTL (Version 6.14) and SMART (Version 5.054). Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Friedrich, M., Gólvez-Ruiz, J. C., Klapötke, T. M., Mayer, P., Weber, R. & Weigand, J. J. (2005). Inorg. Chem. 44, 8044–8052. Web of Science CSD CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany. Google Scholar

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Bis(2,2′-bi­pyridine)(5,5′-imino­di­tetra­zolato)cadmium(II) 2,2′-bi­pyridine hemisolvate monohydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Bis(2,2′-bipyridine)(5,5′-iminoditetrazolato)cadmium(II) 2,2′-bipyridine hemisolvate monohydrate