Chloridobis(1,10-phenanthroline)zinc(II) tetra­chlorido(1,10-phenan­throline)bis­muthate(III) monohydrate

Song, C.; Chai, W.; Song, L.; Yang, Y.; Lin, J.

doi:10.1107/S1600536810052682

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 1| January 2011| Pages m109-m110

https://doi.org/10.1107/S1600536810052682

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Chloridobis(1,10-phenanthroline)zinc(II) tetrachlorido(1,10-phenanthroline)bismuthate(III) monohydrate

Chunlei Song,^a Wenxiang Chai,^a ^* Li Song,^b Yunyun Yang ^a and Jian Lin ^a

^aCollege of Materials Science and Engineering, China Jiliang University, Hangzhou 310018, People's Republic of China, and ^bDepartment of Chemistry, Key Laboratory of Advanced Textile Materials and Manufacturing Technology of the Education Ministry, Zhejiang Sci-Tech University, Hangzhou 310018, People's Republic of China
^*Correspondence e-mail: wxchai_cm@yahoo.com.cn

(Received 19 November 2010; accepted 15 December 2010; online 24 December 2010)

In the crystal structure of the title monohydrate salt, [ZnCl(C₁₂H₈N₂)₂][BiCl₄(C₁₂H₈N₂)]·H₂O, the ionic components are linked into three-dimensional supramolecular channels by five pairs of C—H⋯Cl hydrogen bonds and π–π stacking interactions with an interplanar distance of 3.643 (2) Å. The solvent water molecules are lodged in the channels.

Related literature

For related bismuth compounds, see: James et al. (2000 ); Jarraya et al. (1995 ); Bowmaker et al. (1998 ). For a related [Zn(phen)₂Cl]⁺ coordinated cation structure, see: Yu & Zhang (2006 ). For supramolecular systems containing halometallate groups as their main component, see: Mitzi & Brock (2001 ); Zhu et al. (2003 ); Papavassiliou et al. (1995 ); Pohl et al. (1994 ); Carmalt et al. (1995 ). For π–π interactions, see: Chandrasekhar et al. (2006 ). For hydrogen bonds, see: Desiraju & Steiner (1999 ).

Experimental

Crystal data

[ZnCl(C₁₂H₈N₂)₂][BiCl₄(C₁₂H₈N₂)]·H₂O
M_r = 1010.25
Triclinic, $[P \overline 1]$
a = 9.748 (2) Å
b = 13.694 (4) Å
c = 14.249 (4) Å
α = 86.848 (7)°
β = 74.660 (5)°
γ = 80.692 (7)°
V = 1810.0 (8) Å³
Z = 2
Mo Kα radiation
μ = 5.93 mm⁻¹
T = 293 K
0.40 × 0.30 × 0.30 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ) T_min = 0.200, T_max = 0.269
13923 measured reflections
8140 independent reflections
7571 reflections with I > 2σ(I)
R_int = 0.012

Refinement

R[F² > 2σ(F²)] = 0.024
wR(F²) = 0.061
S = 1.03
8140 reflections
451 parameters
H-atom parameters constrained
Δρ_max = 1.76 e Å⁻³
Δρ_min = −1.03 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C2—H2⋯Cl3ⁱ	0.93	2.82	3.588 (4)	141
C6—H6⋯Cl4ⁱⁱ	0.93	2.82	3.637 (4)	147
C10—H10⋯Cl5ⁱⁱⁱ	0.93	2.80	3.707 (4)	164
C15—H15⋯Cl1^iv	0.93	2.69	3.579 (4)	160
C25—H25⋯Cl2^v	0.93	2.80	3.506 (4)	134
Symmetry codes: (i) -x+1, -y+1, -z; (ii) -x, -y+1, -z; (iii) x-1, y, z; (iv) -x+2, -y+1, -z; (v) -x+1, -y+1, -z+1.

Data collection: PROCESS-AUTO (Rigaku, 1998 ); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004 ); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536810052682/bg2383sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810052682/bg2383Isup2.hkl

checkCIF report

Comment top

Supramolecular compounds are attractting much interest due to their importance for the study of biological systems and their potential applications in material research, as sensors, gas storage and catalysis, or as optoelectronic and magnetic devices. Recently, many supramolecular systems containing halometallate groups as their main component have been reported (Mitzi et al., 2001; Zhu et al., 2003; Papavassiliou et al., 1995; Pohl et al., 1994; Carmalt et al., 1995). Here, we present one of those supramolecular compounds [Zn(phen)₂Cl][Bi(phen)Cl₄].H₂O (I), composed of an halometallate main anionic group ( [Bi(phen)Cl₄]^-, phen = C₁₂H₈N₂ = 1,10-phenanthroline), a coordinated cation containing a transition-metal, ( [Zn(phen)₂Cl]⁺ ) and a solvent H₂O.

In compound (I), the Bi atom is located in a distorted octahedral enviroment of four chlorine atoms and two nitrogen atoms from the phen ligand. In this BiN₂Cl₄ octahedron, the Bi1—N1 = 2.505 (3) Å, Bi1—N2 = 2.474 (3) Å, Bi1—Cl1 = 2.7272 (10) Å, Bi1—Cl2 = 2.6708 (10) Å, Bi1—Cl3 = 2.7841 (12) Å, Bi1—Cl4 = 2.5853 (11) Å. All bond lengths are within commonly accepted values in the literature (James et al., 2000; Jarraya et al., 1995). The crystal structure of the [Bi(phen)I₄]^- salt has already been determined (Bowmaker et al., 1998), and the Bi atom therein is coordinated in a similar distorted octahedron by two N atoms and four I atoms.

The axial and equatorial I—Bi—I bond angles therein are 165.81 (3) and 111.59 (5)° as compared to Cl3—Bi1—Cl4 = 169.50 (4) and Cl1—Bi1—Cl2 = 117.18 (4)° , respectively. The large deviations of these bond angles from those in the perfect octahedron are probably derived from the inert electron pair effect of the Bi atom. A [Zn(phen)₂Cl]⁺ cation balances charge in the salt. This coordinated cation has been reported elsewhere (Yu et al., 2006), with the Zn atom also located in a distorted trigonal-bipyramidal coordination.

In the crystal structure of I, hydrogen bonds and offset face-to face aromatic π-π stacking interactions lead to the formation of a three-dimensional supramolecular channel, and the solvent water molecules are located within. Firstly, the [Bi(phen)Cl₄]^- anion and [Zn(phen)₂Cl]⁺ cations connect to each other by hydrogen bonding interactions (details listed in Table 1), and the result is the building up a supramolecular sheet. The hydrogen bonding data are in the normal range (Desiraju et al., 1999). Adjacent sheets are joined together by way of π-π stacking interactions between two phen ligands to form a three-dimensional framework (Chandrasekhar et al., 2006). The phen skeletons are arranged in a parallel fashion; ring 1 (N5/C25—C29) [symmetry code: (x, y, z)] of one cation stacks with ring 2 (C28—C33) [symmetry code: (1 - x, -y, 1 - z)] of a neighbouring cation with an interplanar distance of 3.643 (2) Å. As a result, through these π-π stacking interactions, the supramolecular sheets stack one by one to present a firm three-dimensional supramolecular channel, where the water molecules are located. Even if the water hydrogens could not be determined in the difference Fourier, the geometry around O1 strongly suggests H-bonding interactions between O1 and the neighbouring Cl atoms (O1···Cl3 : 3.3723 (7) Å ; O1···Cl5: 3.3776 (6) Å ).

Related literature top

For related bismuth compounds, see: James et al. (2000); Jarraya et al. (1995); Bowmaker et al. (1998). For a related [Zn(phen)₂Cl]⁺ coordinated cation structure, see: Yu et al. (2006). For supramolecular systems containing halometallate groups as their main component, see: Mitzi & Brock (2001); Zhu et al. (2003); Papavassiliou et al. (1995); Pohl et al. (1994); Carmalt et al. (1995). For π–π interactions, see: Chandrasekhar et al. (2006). For hydrogen bonds, see: Desiraju & Steiner (1999).

Experimental top

The title compound (I) was synthesized by hydrothermal reaction of ZnCl₂ (136 mg, 1 mmol), Bi(NO₃)₃.5H₂O (250 mg, 0.52 mmol), oxalic acid (380 mg, 3 mmol) and 1,10-phenanthroline monohydrate (400 mg, 2 mmol) in 5 mL water. The mixture was heated to 393 K at the rate of 20 K/h, and kept at this temperature for 2 days and then cooled to room temperature at the rate of 2 K/h. The yellow crystals of (I) were obtained in a yield of 18% (73 mg). Anal. Calc. for C₃₆H₂₆BiCl₅N₆OZn (%): C, 42.80; H, 2.59; N, 8.32; O, 1.58. Found: C, 42.96; H, 2.77; N, 8.23;O, 1.74. Crystals of (I) suitable for single-crystal X-ray diffraction were selected directly from the sample as prepared.

Structure description top

For related bismuth compounds, see: James et al. (2000); Jarraya et al. (1995); Bowmaker et al. (1998). For a related [Zn(phen)₂Cl]⁺ coordinated cation structure, see: Yu et al. (2006). For supramolecular systems containing halometallate groups as their main component, see: Mitzi & Brock (2001); Zhu et al. (2003); Papavassiliou et al. (1995); Pohl et al. (1994); Carmalt et al. (1995). For π–π interactions, see: Chandrasekhar et al. (2006). For hydrogen bonds, see: Desiraju & Steiner (1999).

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).

Figures top

	Fig. 1. A view of the structure of I, showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probabilithy level and H atoms are omitted for clarity.
	Fig. 2. A packing diagram for I. The view shows a three-dimensional supramolecular channel along the a axis. The H atoms are shown as small spheres of arbitrary radii, and hydrogen bonds are indicated by dashed lines.

Chloridobis(1,10-phenanthroline)zinc(II) tetrachlorido(1,10-phenanthroline)bismuthate(III) monohydrate top

Crystal data top

[ZnCl(C₁₂H₈N₂)₂][BiCl₄(C₁₂H₈N₂)]·H₂O	Z = 2
M_r = 1010.25	F(000) = 980
Triclinic, P1	D_x = 1.854 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71075 Å
a = 9.748 (2) Å	Cell parameters from 5205 reflections
b = 13.694 (4) Å	θ = 2.1–27.5°
c = 14.249 (4) Å	µ = 5.93 mm⁻¹
α = 86.848 (7)°	T = 293 K
β = 74.660 (5)°	Block, yellow
γ = 80.692 (7)°	0.40 × 0.30 × 0.30 mm
V = 1810.0 (8) Å³

Data collection top

Rigaku R-AXIS RAPID diffractometer	8140 independent reflections
Radiation source: fine-focus sealed tube	7571 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.012
Detector resolution: 14.6306 pixels mm^-1	θ_max = 27.5°, θ_min = 2.1°
CCD_Profile_fitting scans	h = −12→12
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −17→17
T_min = 0.200, T_max = 0.269	l = −18→15
13923 measured reflections

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.061	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.035P)² + 0.8909P] where P = (F_o² + 2F_c²)/3
8140 reflections	(Δ/σ)_max = 0.003
451 parameters	Δρ_max = 1.76 e Å⁻³
0 restraints	Δρ_min = −1.03 e Å⁻³

Crystal data top

[ZnCl(C₁₂H₈N₂)₂][BiCl₄(C₁₂H₈N₂)]·H₂O	γ = 80.692 (7)°
M_r = 1010.25	V = 1810.0 (8) Å³
Triclinic, P1	Z = 2
a = 9.748 (2) Å	Mo Kα radiation
b = 13.694 (4) Å	µ = 5.93 mm⁻¹
c = 14.249 (4) Å	T = 293 K
α = 86.848 (7)°	0.40 × 0.30 × 0.30 mm
β = 74.660 (5)°

Data collection top

Rigaku R-AXIS RAPID diffractometer	8140 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	7571 reflections with I > 2σ(I)
T_min = 0.200, T_max = 0.269	R_int = 0.012
13923 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.024	0 restraints
wR(F²) = 0.061	H-atom parameters constrained
S = 1.03	Δρ_max = 1.76 e Å⁻³
8140 reflections	Δρ_min = −1.03 e Å⁻³
451 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
Bi1	0.187173 (6)	0.746413 (5)	0.167412 (4)	0.03413 (2)
Zn1	0.78062 (2)	0.150812 (15)	0.327965 (15)	0.03602 (5)
Cl1	0.40709 (6)	0.82384 (5)	0.04129 (4)	0.06274 (16)
Cl3	0.35492 (8)	0.63095 (6)	0.27504 (5)	0.0836 (2)
Cl4	0.01178 (7)	0.82443 (4)	0.06630 (5)	0.07034 (15)
Cl5	0.62441 (5)	0.27909 (4)	0.29060 (5)	0.05442 (14)
Cl2	0.03588 (6)	0.85536 (4)	0.32106 (4)	0.06049 (15)
O1	0.4158 (4)	0.4571 (2)	0.4424 (2)	0.1368 (12)
N1	0.24551 (18)	0.60304 (12)	0.05446 (12)	0.0432 (4)
N2	0.01895 (17)	0.62449 (12)	0.21779 (12)	0.0430 (4)
N3	0.98388 (15)	0.12811 (11)	0.23401 (11)	0.0347 (4)
N4	0.89400 (17)	0.24614 (12)	0.39095 (12)	0.0404 (4)
N5	0.75232 (16)	0.04934 (12)	0.44323 (11)	0.0385 (4)
N6	0.68957 (17)	0.04085 (12)	0.27109 (11)	0.0412 (4)
C1	0.3532 (3)	0.59510 (18)	−0.02525 (16)	0.0569 (6)
H1	0.4077	0.6462	−0.0419	0.068*
C2	0.3879 (3)	0.5125 (2)	−0.08527 (18)	0.0699 (8)
H2	0.4652	0.5084	−0.1403	0.084*
C3	0.3071 (3)	0.43848 (18)	−0.06212 (17)	0.0719 (7)
H3	0.3304	0.3826	−0.1008	0.086*
C4	0.1870 (3)	0.44578 (15)	0.02089 (16)	0.0568 (6)
C5	0.1617 (2)	0.53089 (14)	0.07824 (14)	0.0428 (5)
C6	0.0902 (3)	0.37504 (16)	0.04618 (19)	0.0721 (6)
H6	0.1071	0.3189	0.0084	0.087*
C7	−0.0242 (3)	0.38787 (16)	0.12303 (19)	0.0695 (6)
H7	−0.0870	0.3415	0.1366	0.083*
C8	−0.0520 (2)	0.47192 (15)	0.18510 (17)	0.0549 (5)
C9	0.0414 (2)	0.54307 (14)	0.16269 (14)	0.0420 (5)
C10	−0.1687 (3)	0.48762 (18)	0.2676 (2)	0.0683 (7)
H10	−0.2324	0.4419	0.2848	0.082*
C11	−0.1894 (3)	0.5695 (2)	0.3228 (2)	0.0694 (8)
H11	−0.2667	0.5801	0.3776	0.083*
C12	−0.0926 (2)	0.63737 (18)	0.29562 (18)	0.0554 (6)
H12	−0.1068	0.6933	0.3332	0.067*
C13	1.0301 (2)	0.06529 (15)	0.16107 (14)	0.0437 (5)
H13	0.9688	0.0232	0.1521	0.052*
C14	1.1661 (2)	0.05940 (17)	0.09739 (15)	0.0526 (6)
H14	1.1949	0.0137	0.0473	0.063*
C15	1.2568 (2)	0.12066 (18)	0.10860 (16)	0.0530 (6)
H15	1.3479	0.1176	0.0659	0.064*
C16	1.2123 (2)	0.18894 (15)	0.18524 (14)	0.0416 (5)
C17	1.07434 (18)	0.18846 (13)	0.24784 (12)	0.0331 (4)
C18	1.2984 (2)	0.25820 (17)	0.20192 (17)	0.0519 (6)
H18	1.3886	0.2605	0.1594	0.062*
C19	1.2519 (2)	0.31960 (16)	0.27741 (18)	0.0536 (6)
H19	1.3092	0.3650	0.2854	0.064*
C20	1.1157 (2)	0.31706 (14)	0.34626 (16)	0.0456 (5)
C21	1.02573 (18)	0.25202 (13)	0.33039 (13)	0.0358 (4)
C22	1.0659 (3)	0.37315 (16)	0.43134 (18)	0.0578 (6)
H22	1.1224	0.4159	0.4458	0.069*
C23	0.9347 (3)	0.36507 (16)	0.49287 (17)	0.0591 (6)
H23	0.9023	0.4011	0.5501	0.071*
C24	0.8495 (2)	0.30251 (16)	0.46956 (16)	0.0503 (6)
H24	0.7583	0.3001	0.5104	0.060*
C25	0.7844 (2)	0.05377 (17)	0.52733 (15)	0.0505 (6)
H25	0.8275	0.1065	0.5380	0.061*
C26	0.7559 (3)	−0.01784 (19)	0.60065 (17)	0.0638 (7)
H26	0.7792	−0.0120	0.6591	0.077*
C27	0.6945 (3)	−0.09541 (18)	0.58647 (17)	0.0606 (7)
H27	0.6725	−0.1421	0.6359	0.073*
C28	0.6640 (2)	−0.10539 (15)	0.49649 (16)	0.0472 (6)
C29	0.69474 (18)	−0.03026 (13)	0.42664 (14)	0.0369 (4)
C30	0.6035 (2)	−0.18692 (17)	0.47345 (19)	0.0613 (7)
H30	0.5856	−0.2380	0.5187	0.074*
C31	0.5726 (2)	−0.19043 (17)	0.3879 (2)	0.0610 (7)
H31	0.5316	−0.2435	0.3754	0.073*
C32	0.6008 (2)	−0.11468 (15)	0.31452 (17)	0.0482 (6)
C33	0.66186 (18)	−0.03468 (14)	0.33480 (14)	0.0378 (5)
C34	0.5661 (2)	−0.11203 (18)	0.22484 (18)	0.0595 (6)
H34	0.5259	−0.1635	0.2081	0.071*
C35	0.5913 (2)	−0.03448 (19)	0.16243 (17)	0.0596 (6)
H35	0.5667	−0.0320	0.1035	0.071*
C36	0.6542 (2)	0.04149 (17)	0.18741 (16)	0.0518 (6)
H36	0.6719	0.0941	0.1441	0.062*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Bi1	0.03586 (3)	0.03625 (3)	0.03228 (3)	−0.00975 (2)	−0.00893 (2)	−0.00470 (2)
Zn1	0.03522 (9)	0.03824 (10)	0.03538 (10)	−0.00949 (8)	−0.00859 (8)	0.00157 (8)
Cl1	0.0602 (3)	0.0771 (3)	0.0524 (3)	−0.0367 (2)	−0.0012 (2)	−0.0027 (2)
Cl3	0.0772 (4)	0.1053 (5)	0.0550 (3)	0.0289 (4)	−0.0178 (3)	−0.0103 (3)
Cl4	0.0946 (3)	0.0496 (3)	0.0893 (3)	−0.0090 (3)	−0.0637 (3)	−0.0025 (2)
Cl5	0.0441 (2)	0.0436 (2)	0.0793 (3)	−0.00778 (19)	−0.0237 (2)	0.0085 (2)
Cl2	0.0624 (3)	0.0617 (3)	0.0540 (3)	0.0005 (2)	−0.0108 (2)	−0.0227 (2)
O1	0.147 (2)	0.143 (2)	0.117 (2)	−0.033 (2)	−0.0196 (19)	−0.0161 (19)
N1	0.0500 (8)	0.0410 (8)	0.0382 (8)	−0.0010 (7)	−0.0127 (7)	−0.0069 (6)
N2	0.0451 (8)	0.0410 (8)	0.0453 (8)	−0.0138 (6)	−0.0118 (7)	0.0009 (7)
N3	0.0368 (7)	0.0334 (7)	0.0332 (7)	−0.0038 (6)	−0.0088 (6)	0.0005 (6)
N4	0.0410 (7)	0.0396 (7)	0.0414 (8)	−0.0051 (6)	−0.0114 (6)	−0.0062 (6)
N5	0.0396 (7)	0.0403 (8)	0.0351 (7)	−0.0013 (6)	−0.0119 (6)	0.0014 (6)
N6	0.0454 (7)	0.0444 (8)	0.0390 (8)	−0.0134 (6)	−0.0164 (6)	0.0018 (6)
C1	0.0560 (12)	0.0624 (13)	0.0489 (11)	0.0006 (10)	−0.0109 (10)	−0.0132 (10)
C2	0.0759 (15)	0.0763 (15)	0.0503 (12)	0.0219 (13)	−0.0187 (11)	−0.0278 (11)
C3	0.1028 (16)	0.0555 (12)	0.0625 (12)	0.0276 (12)	−0.0483 (11)	−0.0279 (10)
C4	0.0866 (12)	0.0337 (9)	0.0613 (10)	0.0111 (9)	−0.0489 (9)	−0.0104 (8)
C5	0.0569 (9)	0.0329 (8)	0.0471 (9)	−0.0016 (7)	−0.0315 (7)	−0.0014 (7)
C6	0.1195 (14)	0.0295 (9)	0.0942 (13)	0.0001 (10)	−0.0803 (11)	−0.0059 (9)
C7	0.1020 (13)	0.0343 (9)	0.1019 (14)	−0.0225 (9)	−0.0745 (11)	0.0173 (10)
C8	0.0716 (10)	0.0383 (9)	0.0753 (11)	−0.0222 (8)	−0.0511 (9)	0.0218 (8)
C9	0.0506 (9)	0.0354 (8)	0.0496 (9)	−0.0100 (7)	−0.0295 (7)	0.0094 (7)
C10	0.0674 (11)	0.0634 (12)	0.0915 (15)	−0.0389 (10)	−0.0414 (11)	0.0387 (11)
C11	0.0554 (12)	0.0791 (15)	0.0740 (16)	−0.0308 (11)	−0.0097 (12)	0.0206 (13)
C12	0.0490 (10)	0.0583 (12)	0.0583 (13)	−0.0170 (9)	−0.0080 (10)	0.0022 (10)
C13	0.0487 (9)	0.0429 (9)	0.0400 (9)	−0.0067 (8)	−0.0118 (8)	−0.0043 (8)
C14	0.0557 (11)	0.0562 (12)	0.0382 (10)	−0.0004 (10)	−0.0025 (9)	−0.0071 (9)
C15	0.0394 (10)	0.0659 (13)	0.0440 (11)	−0.0014 (10)	0.0011 (9)	0.0035 (10)
C16	0.0341 (8)	0.0483 (10)	0.0405 (9)	−0.0041 (8)	−0.0101 (7)	0.0107 (8)
C17	0.0340 (7)	0.0338 (8)	0.0329 (8)	−0.0036 (6)	−0.0134 (6)	0.0057 (6)
C18	0.0347 (8)	0.0642 (12)	0.0584 (12)	−0.0164 (8)	−0.0129 (8)	0.0159 (10)
C19	0.0462 (9)	0.0524 (11)	0.0710 (13)	−0.0209 (8)	−0.0251 (9)	0.0109 (10)
C20	0.0505 (9)	0.0366 (9)	0.0594 (11)	−0.0109 (8)	−0.0297 (8)	0.0038 (8)
C21	0.0367 (8)	0.0327 (8)	0.0414 (9)	−0.0045 (7)	−0.0171 (7)	0.0013 (7)
C22	0.0693 (11)	0.0424 (10)	0.0745 (13)	−0.0137 (9)	−0.0362 (10)	−0.0084 (9)
C23	0.0770 (14)	0.0485 (11)	0.0558 (12)	−0.0079 (10)	−0.0216 (10)	−0.0190 (9)
C24	0.0558 (11)	0.0478 (10)	0.0458 (10)	−0.0064 (9)	−0.0092 (9)	−0.0114 (8)
C25	0.0591 (11)	0.0534 (11)	0.0411 (10)	−0.0002 (9)	−0.0219 (8)	0.0015 (9)
C26	0.0781 (14)	0.0688 (15)	0.0427 (11)	0.0056 (12)	−0.0243 (10)	0.0070 (10)
C27	0.0637 (13)	0.0607 (13)	0.0459 (11)	0.0065 (11)	−0.0078 (10)	0.0189 (10)
C28	0.0383 (9)	0.0436 (10)	0.0500 (11)	0.0023 (8)	−0.0014 (8)	0.0089 (9)
C29	0.0285 (7)	0.0381 (9)	0.0391 (9)	−0.0002 (7)	−0.0036 (7)	0.0029 (7)
C30	0.0521 (11)	0.0488 (11)	0.0740 (15)	−0.0122 (10)	−0.0022 (11)	0.0196 (11)
C31	0.0511 (11)	0.0444 (10)	0.0840 (17)	−0.0184 (9)	−0.0058 (11)	0.0039 (11)
C32	0.0394 (9)	0.0416 (9)	0.0618 (12)	−0.0105 (8)	−0.0064 (9)	−0.0055 (9)
C33	0.0293 (7)	0.0401 (9)	0.0419 (9)	−0.0055 (7)	−0.0053 (7)	−0.0004 (7)
C34	0.0540 (10)	0.0629 (12)	0.0679 (13)	−0.0198 (10)	−0.0170 (10)	−0.0164 (10)
C35	0.0634 (11)	0.0718 (13)	0.0526 (11)	−0.0185 (11)	−0.0236 (9)	−0.0124 (10)
C36	0.0611 (11)	0.0574 (11)	0.0429 (10)	−0.0173 (9)	−0.0194 (9)	0.0016 (9)

Geometric parameters (Å, º) top

Bi1—N2	2.4745 (17)	C12—H12	0.9300
Bi1—N1	2.5041 (17)	C13—C14	1.387 (3)
Bi1—Cl4	2.5853 (8)	C13—H13	0.9300
Bi1—Cl2	2.6708 (8)	C14—C15	1.356 (4)
Bi1—Cl1	2.7271 (7)	C14—H14	0.9300
Bi1—Cl3	2.7838 (9)	C15—C16	1.409 (3)
Zn1—N3	2.0635 (14)	C15—H15	0.9300
Zn1—N5	2.0828 (16)	C16—C17	1.404 (2)
Zn1—N6	2.1586 (18)	C16—C18	1.431 (3)
Zn1—N4	2.2026 (18)	C17—C21	1.432 (2)
Zn1—Cl5	2.2690 (7)	C18—C19	1.337 (3)
N1—C1	1.323 (3)	C18—H18	0.9300
N1—C5	1.355 (3)	C19—C20	1.431 (3)
N2—C12	1.329 (3)	C19—H19	0.9300
N2—C9	1.354 (3)	C20—C22	1.402 (3)
N3—C13	1.322 (2)	C20—C21	1.412 (3)
N3—C17	1.358 (2)	C22—C23	1.363 (3)
N4—C24	1.330 (3)	C22—H22	0.9300
N4—C21	1.356 (2)	C23—C24	1.393 (3)
N5—C25	1.323 (3)	C23—H23	0.9300
N5—C29	1.362 (3)	C24—H24	0.9300
N6—C36	1.325 (3)	C25—C26	1.397 (3)
N6—C33	1.351 (2)	C25—H25	0.9300
C1—C2	1.398 (3)	C26—C27	1.349 (4)
C1—H1	0.9300	C26—H26	0.9300
C2—C3	1.357 (4)	C27—C28	1.409 (4)
C2—H2	0.9300	C27—H27	0.9300
C3—C4	1.422 (3)	C28—C29	1.403 (3)
C3—H3	0.9300	C28—C30	1.434 (3)
C4—C5	1.411 (3)	C29—C33	1.434 (3)
C4—C6	1.427 (3)	C30—C31	1.336 (4)
C5—C9	1.436 (3)	C30—H30	0.9300
C6—C7	1.336 (4)	C31—C32	1.437 (3)
C6—H6	0.9300	C31—H31	0.9300
C7—C8	1.437 (3)	C32—C34	1.403 (4)
C7—H7	0.9300	C32—C33	1.405 (3)
C8—C10	1.401 (3)	C34—C35	1.358 (4)
C8—C9	1.407 (3)	C34—H34	0.9300
C10—C11	1.363 (4)	C35—C36	1.396 (3)
C10—H10	0.9300	C35—H35	0.9300
C11—C12	1.397 (3)	C36—H36	0.9300
C11—H11	0.9300

N2—Bi1—N1	66.87 (6)	N2—C12—C11	122.1 (2)
N2—Bi1—Cl4	84.27 (5)	N2—C12—H12	119.0
N1—Bi1—Cl4	85.90 (5)	C11—C12—H12	119.0
N2—Bi1—Cl2	88.88 (4)	N3—C13—C14	122.8 (2)
N1—Bi1—Cl2	155.73 (4)	N3—C13—H13	118.6
Cl4—Bi1—Cl2	91.03 (3)	C14—C13—H13	118.6
N2—Bi1—Cl1	153.56 (4)	C15—C14—C13	119.6 (2)
N1—Bi1—Cl1	86.95 (4)	C15—C14—H14	120.2
Cl4—Bi1—Cl1	90.49 (3)	C13—C14—H14	120.2
Cl2—Bi1—Cl1	117.18 (2)	C14—C15—C16	119.66 (18)
N2—Bi1—Cl3	86.01 (5)	C14—C15—H15	120.2
N1—Bi1—Cl3	86.63 (5)	C16—C15—H15	120.2
Cl4—Bi1—Cl3	169.50 (2)	C17—C16—C15	117.14 (19)
Cl2—Bi1—Cl3	92.75 (3)	C17—C16—C18	118.88 (18)
Cl1—Bi1—Cl3	96.48 (3)	C15—C16—C18	123.98 (18)
N3—Zn1—N5	113.48 (6)	N3—C17—C16	122.25 (16)
N3—Zn1—N6	98.12 (6)	N3—C17—C21	117.79 (15)
N5—Zn1—N6	78.81 (7)	C16—C17—C21	119.95 (17)
N3—Zn1—N4	78.42 (6)	C19—C18—C16	121.28 (18)
N5—Zn1—N4	96.10 (7)	C19—C18—H18	119.4
N6—Zn1—N4	172.24 (6)	C16—C18—H18	119.4
N3—Zn1—Cl5	116.25 (5)	C18—C19—C20	121.5 (2)
N5—Zn1—Cl5	130.27 (4)	C18—C19—H19	119.3
N6—Zn1—Cl5	93.82 (5)	C20—C19—H19	119.3
N4—Zn1—Cl5	93.95 (5)	C22—C20—C21	116.82 (18)
C1—N1—C5	119.74 (18)	C22—C20—C19	124.3 (2)
C1—N1—Bi1	123.11 (15)	C21—C20—C19	118.81 (19)
C5—N1—Bi1	117.14 (12)	N4—C21—C20	122.70 (17)
C12—N2—C9	119.59 (18)	N4—C21—C17	117.84 (17)
C12—N2—Bi1	122.15 (15)	C20—C21—C17	119.46 (16)
C9—N2—Bi1	118.25 (12)	C23—C22—C20	120.0 (2)
C13—N3—C17	118.48 (15)	C23—C22—H22	120.0
C13—N3—Zn1	126.69 (14)	C20—C22—H22	120.0
C17—N3—Zn1	114.75 (11)	C22—C23—C24	119.6 (2)
C24—N4—C21	118.43 (18)	C22—C23—H23	120.2
C24—N4—Zn1	131.04 (14)	C24—C23—H23	120.2
C21—N4—Zn1	110.17 (12)	N4—C24—C23	122.4 (2)
C25—N5—C29	118.35 (17)	N4—C24—H24	118.8
C25—N5—Zn1	127.75 (15)	C23—C24—H24	118.8
C29—N5—Zn1	113.89 (13)	N5—C25—C26	122.4 (2)
C36—N6—C33	119.11 (18)	N5—C25—H25	118.8
C36—N6—Zn1	128.84 (14)	C26—C25—H25	118.8
C33—N6—Zn1	111.98 (13)	C27—C26—C25	119.9 (2)
N1—C1—C2	122.3 (2)	C27—C26—H26	120.1
N1—C1—H1	118.9	C25—C26—H26	120.1
C2—C1—H1	118.9	C26—C27—C28	119.7 (2)
C3—C2—C1	119.1 (2)	C26—C27—H27	120.2
C3—C2—H2	120.5	C28—C27—H27	120.2
C1—C2—H2	120.5	C29—C28—C27	117.1 (2)
C2—C3—C4	120.4 (2)	C29—C28—C30	119.1 (2)
C2—C3—H3	119.8	C27—C28—C30	123.7 (2)
C4—C3—H3	119.8	N5—C29—C28	122.45 (19)
C5—C4—C3	116.5 (2)	N5—C29—C33	117.80 (16)
C5—C4—C6	119.4 (2)	C28—C29—C33	119.74 (19)
C3—C4—C6	124.0 (2)	C31—C30—C28	120.8 (2)
N1—C5—C4	121.85 (18)	C31—C30—H30	119.6
N1—C5—C9	118.84 (17)	C28—C30—H30	119.6
C4—C5—C9	119.29 (19)	C30—C31—C32	122.0 (2)
C7—C6—C4	121.3 (2)	C30—C31—H31	119.0
C7—C6—H6	119.4	C32—C31—H31	119.0
C4—C6—H6	119.4	C34—C32—C33	116.9 (2)
C6—C7—C8	121.3 (2)	C34—C32—C31	124.8 (2)
C6—C7—H7	119.4	C33—C32—C31	118.3 (2)
C8—C7—H7	119.4	N6—C33—C32	122.45 (19)
C10—C8—C9	117.5 (2)	N6—C33—C29	117.52 (17)
C10—C8—C7	123.4 (2)	C32—C33—C29	120.03 (18)
C9—C8—C7	119.1 (2)	C35—C34—C32	120.1 (2)
N2—C9—C8	121.52 (18)	C35—C34—H34	119.9
N2—C9—C5	118.83 (17)	C32—C34—H34	119.9
C8—C9—C5	119.63 (18)	C34—C35—C36	119.5 (2)
C11—C10—C8	120.3 (2)	C34—C35—H35	120.2
C11—C10—H10	119.8	C36—C35—H35	120.2
C8—C10—H10	119.8	N6—C36—C35	121.9 (2)
C10—C11—C12	119.0 (2)	N6—C36—H36	119.0
C10—C11—H11	120.5	C35—C36—H36	119.0
C12—C11—H11	120.5

N2—Bi1—N1—C1	178.34 (19)	C7—C8—C10—C11	−179.4 (2)
Cl4—Bi1—N1—C1	92.83 (17)	C8—C10—C11—C12	0.1 (4)
Cl2—Bi1—N1—C1	176.22 (14)	C9—N2—C12—C11	−0.4 (4)
Cl1—Bi1—N1—C1	2.12 (17)	Bi1—N2—C12—C11	178.55 (19)
Cl3—Bi1—N1—C1	−94.56 (17)	C10—C11—C12—N2	−0.1 (4)
N2—Bi1—N1—C5	−2.14 (14)	C17—N3—C13—C14	−0.9 (3)
Cl4—Bi1—N1—C5	−87.65 (14)	Zn1—N3—C13—C14	175.64 (16)
Cl2—Bi1—N1—C5	−4.3 (2)	N3—C13—C14—C15	−0.6 (3)
Cl1—Bi1—N1—C5	−178.36 (14)	C13—C14—C15—C16	0.5 (3)
Cl3—Bi1—N1—C5	84.96 (14)	C14—C15—C16—C17	1.0 (3)
N1—Bi1—N2—C12	−178.07 (19)	C14—C15—C16—C18	−178.5 (2)
Cl4—Bi1—N2—C12	−90.09 (17)	C13—N3—C17—C16	2.6 (3)
Cl2—Bi1—N2—C12	1.06 (17)	Zn1—N3—C17—C16	−174.40 (14)
Cl1—Bi1—N2—C12	−169.56 (14)	C13—N3—C17—C21	−176.49 (17)
Cl3—Bi1—N2—C12	93.90 (17)	Zn1—N3—C17—C21	6.5 (2)
N1—Bi1—N2—C9	0.89 (14)	C15—C16—C17—N3	−2.6 (3)
Cl4—Bi1—N2—C9	88.87 (14)	C18—C16—C17—N3	176.91 (18)
Cl2—Bi1—N2—C9	−179.98 (14)	C15—C16—C17—C21	176.45 (18)
Cl1—Bi1—N2—C9	9.4 (2)	C18—C16—C17—C21	−4.1 (3)
Cl3—Bi1—N2—C9	−87.14 (14)	C17—C16—C18—C19	2.2 (3)
N5—Zn1—N3—C13	83.48 (17)	C15—C16—C18—C19	−178.3 (2)
N6—Zn1—N3—C13	2.21 (17)	C16—C18—C19—C20	1.7 (3)
N4—Zn1—N3—C13	175.16 (17)	C18—C19—C20—C22	174.2 (2)
Cl5—Zn1—N3—C13	−96.15 (16)	C18—C19—C20—C21	−3.7 (3)
N5—Zn1—N3—C17	−99.84 (13)	C24—N4—C21—C20	−1.5 (3)
N6—Zn1—N3—C17	178.89 (12)	Zn1—N4—C21—C20	172.35 (15)
N4—Zn1—N3—C17	−8.17 (12)	C24—N4—C21—C17	177.89 (18)
Cl5—Zn1—N3—C17	80.53 (13)	Zn1—N4—C21—C17	−8.2 (2)
N3—Zn1—N4—C24	−178.41 (19)	C22—C20—C21—N4	3.1 (3)
N5—Zn1—N4—C24	−65.64 (19)	C19—C20—C21—N4	−178.80 (19)
Cl5—Zn1—N4—C24	65.59 (18)	C22—C20—C21—C17	−176.29 (18)
N3—Zn1—N4—C21	8.74 (12)	C19—C20—C21—C17	1.8 (3)
N5—Zn1—N4—C21	121.51 (12)	N3—C17—C21—N4	1.7 (2)
Cl5—Zn1—N4—C21	−107.27 (12)	C16—C17—C21—N4	−177.41 (17)
N3—Zn1—N5—C25	85.42 (17)	N3—C17—C21—C20	−178.89 (17)
N6—Zn1—N5—C25	179.49 (17)	C16—C17—C21—C20	2.0 (3)
N4—Zn1—N5—C25	5.42 (16)	C21—C20—C22—C23	−1.6 (3)
Cl5—Zn1—N5—C25	−95.02 (16)	C19—C20—C22—C23	−179.5 (2)
N3—Zn1—N5—C29	−94.02 (12)	C20—C22—C23—C24	−1.4 (4)
N6—Zn1—N5—C29	0.06 (11)	C21—N4—C24—C23	−1.7 (3)
N4—Zn1—N5—C29	−174.01 (11)	Zn1—N4—C24—C23	−174.04 (17)
Cl5—Zn1—N5—C29	85.55 (12)	C22—C23—C24—N4	3.2 (4)
N3—Zn1—N6—C36	−70.90 (17)	C29—N5—C25—C26	−2.7 (3)
N5—Zn1—N6—C36	176.64 (17)	Zn1—N5—C25—C26	177.91 (16)
Cl5—Zn1—N6—C36	46.31 (17)	N5—C25—C26—C27	0.5 (3)
N3—Zn1—N6—C33	112.22 (12)	C25—C26—C27—C28	2.1 (3)
N5—Zn1—N6—C33	−0.24 (11)	C26—C27—C28—C29	−2.5 (3)
Cl5—Zn1—N6—C33	−130.57 (11)	C26—C27—C28—C30	177.8 (2)
C5—N1—C1—C2	−2.3 (3)	C25—N5—C29—C28	2.2 (3)
Bi1—N1—C1—C2	177.25 (19)	Zn1—N5—C29—C28	−178.29 (13)
N1—C1—C2—C3	1.1 (4)	C25—N5—C29—C33	−179.36 (16)
C1—C2—C3—C4	1.3 (4)	Zn1—N5—C29—C33	0.13 (19)
C2—C3—C4—C5	−2.5 (4)	C27—C28—C29—N5	0.3 (3)
C2—C3—C4—C6	175.1 (2)	C30—C28—C29—N5	−179.94 (17)
C1—N1—C5—C4	0.9 (3)	C27—C28—C29—C33	−178.05 (17)
Bi1—N1—C5—C4	−178.59 (15)	C30—C28—C29—C33	1.7 (3)
C1—N1—C5—C9	−177.2 (2)	C29—C28—C30—C31	−2.0 (3)
Bi1—N1—C5—C9	3.2 (2)	C27—C28—C30—C31	177.8 (2)
C3—C4—C5—N1	1.4 (3)	C28—C30—C31—C32	1.3 (3)
C6—C4—C5—N1	−176.3 (2)	C30—C31—C32—C34	−177.5 (2)
C3—C4—C5—C9	179.5 (2)	C30—C31—C32—C33	−0.4 (3)
C6—C4—C5—C9	1.9 (3)	C36—N6—C33—C32	2.1 (3)
C5—C4—C6—C7	0.1 (4)	Zn1—N6—C33—C32	179.28 (13)
C3—C4—C6—C7	−177.3 (2)	C36—N6—C33—C29	−176.84 (16)
C4—C6—C7—C8	−1.9 (4)	Zn1—N6—C33—C29	0.38 (19)
C6—C7—C8—C10	−178.7 (2)	C34—C32—C33—N6	−1.4 (3)
C6—C7—C8—C9	1.6 (4)	C31—C32—C33—N6	−178.71 (17)
C12—N2—C9—C8	0.8 (3)	C34—C32—C33—C29	177.48 (17)
Bi1—N2—C9—C8	−178.14 (15)	C31—C32—C33—C29	0.2 (3)
C12—N2—C9—C5	179.3 (2)	N5—C29—C33—N6	−0.4 (2)
Bi1—N2—C9—C5	0.4 (2)	C28—C29—C33—N6	178.11 (16)
C10—C8—C9—N2	−0.8 (3)	N5—C29—C33—C32	−179.28 (15)
C7—C8—C9—N2	178.9 (2)	C28—C29—C33—C32	−0.8 (2)
C10—C8—C9—C5	−179.3 (2)	C33—C32—C34—C35	−0.3 (3)
C7—C8—C9—C5	0.4 (3)	C31—C32—C34—C35	176.9 (2)
N1—C5—C9—N2	−2.4 (3)	C32—C34—C35—C36	1.2 (3)
C4—C5—C9—N2	179.33 (19)	C33—N6—C36—C35	−1.1 (3)
N1—C5—C9—C8	176.08 (19)	Zn1—N6—C36—C35	−177.77 (15)
C4—C5—C9—C8	−2.1 (3)	C34—C35—C36—N6	−0.5 (3)
C9—C8—C10—C11	0.3 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···Cl3ⁱ	0.93	2.82	3.588 (4)	141
C6—H6···Cl4ⁱⁱ	0.93	2.82	3.637 (4)	147
C10—H10···Cl5ⁱⁱⁱ	0.93	2.80	3.707 (4)	164
C15—H15···Cl1^iv	0.93	2.69	3.579 (4)	160
C25—H25···Cl2^v	0.93	2.80	3.506 (4)	134

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y+1, −z; (iii) x−1, y, z; (iv) −x+2, −y+1, −z; (v) −x+1, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[ZnCl(C₁₂H₈N₂)₂][BiCl₄(C₁₂H₈N₂)]·H₂O
M_r	1010.25
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	9.748 (2), 13.694 (4), 14.249 (4)
α, β, γ (°)	86.848 (7), 74.660 (5), 80.692 (7)
V (Å³)	1810.0 (8)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	5.93
Crystal size (mm)	0.40 × 0.30 × 0.30

Data collection
Diffractometer	Rigaku R-AXIS RAPID
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.200, 0.269
No. of measured, independent and observed [I > 2σ(I)] reflections	13923, 8140, 7571
R_int	0.012
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.024, 0.061, 1.03
No. of reflections	8140
No. of parameters	451
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.76, −1.03

Computer programs: PROCESS-AUTO (Rigaku, 1998), CrystalStructure (Rigaku/MSC, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···Cl3ⁱ	0.93	2.82	3.588 (4)	140.8
C6—H6···Cl4ⁱⁱ	0.93	2.82	3.637 (4)	147.1
C10—H10···Cl5ⁱⁱⁱ	0.93	2.80	3.707 (4)	164.3
C15—H15···Cl1^iv	0.93	2.69	3.579 (4)	159.8
C25—H25···Cl2^v	0.93	2.80	3.506 (4)	133.6

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y+1, −z; (iii) x−1, y, z; (iv) −x+2, −y+1, −z; (v) −x+1, −y+1, −z+1.

Acknowledgements

We are grateful for financial support from the National Natural Science Foundation of China (project 20803070) and the Natural Science Foundation of Zhejiang Province (project Y4100610).

References

Bowmaker, G. A., Junk, P. C., Lee, A. M., Skelton, B. W. & White, A. H. (1998). Aust. J. Chem. 51, 317–324. Web of Science CSD CrossRef CAS Google Scholar
Carmalt, C. J., Farrugia, L. J. & Norman, N. C. (1995). Z. Anorg. Allg. Chem. 621, 47–56. CSD CrossRef CAS Web of Science Google Scholar
Chandrasekhar, V., Thilagar, P., Steiner, A. & Bickley, J. F. (2006). Chem. Eur. J. 12, 8847–8861. Web of Science CSD CrossRef PubMed CAS Google Scholar
Desiraju, G. R. & Steiner, T. (1999). The Weak Hydrogen Bond, pp. 86–89. Oxford University Press. Google Scholar
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. Google Scholar
James, S. C., Lawson, Y. G., Norman, N. C., Orpen, A. G. & Quayle, M. J. (2000). Acta Cryst. C56, 427–429. CrossRef CAS IUCr Journals Google Scholar
Jarraya, S., Ben Hassen, R., Daoud, A. & Jouini, T. (1995). Acta Cryst. C51, 2537–2538. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Mitzi, D. B. & Brock, P. (2001). Inorg. Chem. 40, 2096–2104. Web of Science CSD CrossRef PubMed CAS Google Scholar
Papavassiliou, G. C., Koutselas, I. B., Terzis, A. & Raptopolou, C. P. (1995). Z. Naturforsch. Teil B, 50, 1566–1569. CAS Google Scholar
Pohl, S., Peter, M., Haase, D. & Saak, W. (1994). Z. Naturforsch. Teil B, 49, 741–746. CAS Google Scholar
Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku/MSC (2004). CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar
Yu, C.-H. & Zhang, R.-C. (2006). Acta Cryst. E62, m1758–m1759. Web of Science CSD CrossRef IUCr Journals Google Scholar
Zhu, X.-H., Mercier, N., Frere, P., Blanchard, P., Roncali, J., Allain, M., Pasquier, C. & Riou, A. (2003). Inorg. Chem. 42, 5330–5339. Web of Science CSD CrossRef PubMed CAS Google Scholar

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Volume 67| Part 1| January 2011| Pages m109-m110

https://doi.org/10.1107/S1600536810052682

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

Chloridobis(1,10-phenanthroline)zinc(II) tetra­chlorido(1,10-phenan­throline)bis­­muthate(III) monohydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Chloridobis(1,10-phenanthroline)zinc(II) tetrachlorido(1,10-phenanthroline)bismuthate(III) monohydrate