catena-Poly[[[bromocopper(I)]-μ-1,4-bis­(imidazol-1-ylmeth­yl)benzene-κ²N³:N^3′] monohydrate]

The title compound, [Cu(bix)Br]_n·nH₂O [bix = 1,4-bis(imid­azol-l-ylmethyl)benzene] or {[CuBr(C₁₄H₁₄N₄)]·H₂O}_n, was synthesized by the hydro­thermal method. The Cu^I centre has an unusual 2+1 trigonal coordination geometry. There is a crystallographic centre of inversion at the middle of each benzene ring. Each bix ligand binds with two Cu^I atoms to form a linear chain. These chains stack, forming micro­channels along the a-axis direction which are occupied by solvent water mol­ecules.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• H-atom completeness 88%
• R factor = 0.046
• wR factor = 0.143
• Data-to-parameter ratio = 18.7

checkCIF/PLATON results

No syntax errors found



Alert level A
DIFF020_ALERT_1_A  _diffrn_standards_interval_count and
            _diffrn_standards_interval_time are missing. Number of measurements
            between standards or time (min) between standards.
PLAT306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) .......         O1

Author Response: see _publ_section_exptl_refinement

Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.67
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)...          ?
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        Cu1
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C4
PLAT431_ALERT_2_C Short Inter HL..A Contact  Br1    ..  O1      ..       3.31 Ang.

Alert level G
FORMU01_ALERT_2_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C14 H16 Br1 Cu1 N4 O1
            Atom count from the _atom_site data:  C14 H14 Br1 Cu1 N4 O1
ABSTM02_ALERT_3_G  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      0.674
            Tmax scaled      0.674 Tmin scaled      0.567
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
           From the CIF: _cell_formula_units_Z    2
           From the CIF: _chemical_formula_sum  C14 H16 Br Cu N4 O
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C         28.00     28.00    0.00
           H         32.00     28.00    4.00
           Br         2.00      2.00    0.00
           Cu         2.00      2.00    0.00
           N          8.00      8.00    0.00
           O          2.00      2.00    0.00

   2 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   9 ALERT level C = Check and explain
   4 ALERT level G = General alerts; check

   8 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: CrystalClear (Rigaku, 2000); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.

Catena-poly[[[copper(I)bromide]-µ-1,4-bis(imidazole-1-ylmethyl) benzene-N,N^']] hydrate]

Crystal data

[Cu(C14H16N4)Br]·H2O	Z = 2
Mr = 399.76	F(000) = 400
Triclinic, P1	Dx = 1.692 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.855 (2) Å	Cell parameters from 1741 reflections
b = 9.723 (3) Å	θ = 2.0–27.5°
c = 10.427 (3) Å	µ = 3.94 mm^−1
α = 84.179 (10)°	T = 293 K
β = 75.926 (10)°	Block, white
γ = 64.305 (8)°	0.28 × 0.12 × 0.10 mm
V = 784.6 (4) Å^3

Data collection

Mercury70 (2x2 bin mode) diffractometer	3562 independent reflections
Radiation source: fine-focus sealed tube	2314 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
Detector resolution: no pixels mm^-1	θmax = 27.5°, θmin = 2.0°
φ? ω? scans	h = −9→11
Absorption correction: multi-scan (CrystalClear; Rigaku, 2000)	k = −10→12
Tmin = 0.841, Tmax = 1.000	l = −12→13
6268 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.143	H-atom parameters constrained
S = 1.08	w = 1/[σ^2(Fo^2) + (0.0779P)^2] where P = (Fo^2 + 2Fc^2)/3
3562 reflections	(Δ/σ)max = 0.001
190 parameters	Δρmax = 1.32 e Å^−3
0 restraints	Δρmin = −1.01 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Cu1	0.42598 (9)	0.61488 (7)	0.61529 (5)	0.0764 (3)
C1	0.4665 (5)	0.8450 (5)	0.4328 (4)	0.0513 (10)
H1A	0.5782	0.8172	0.4413	0.062*
C2	0.2251 (5)	0.9638 (5)	0.3706 (4)	0.0514 (10)
H2A	0.1390	1.0321	0.3297	0.062*
C3	0.2175 (5)	0.8497 (5)	0.4516 (4)	0.0523 (10)
H3A	0.1240	0.8251	0.4766	0.063*
C4	0.4483 (7)	1.0624 (6)	0.2778 (4)	0.0649 (13)
H4A	0.5564	1.0471	0.2970	0.078*
H4B	0.3672	1.1675	0.2988	0.078*
C5	0.4755 (5)	1.0324 (5)	0.1317 (4)	0.0474 (9)
C6	0.6243 (5)	0.9154 (5)	0.0679 (4)	0.0516 (10)
H6A	0.7092	0.8576	0.1139	0.062*
C7	0.3513 (5)	1.1168 (5)	0.0628 (4)	0.0522 (10)
H7A	0.2504	1.1961	0.1047	0.063*
C8	0.6871 (5)	0.4635 (5)	0.7677 (4)	0.0557 (11)
H8A	0.7572	0.5090	0.7213	0.067*
C9	0.5922 (5)	0.3229 (5)	0.9084 (4)	0.0515 (10)
H9A	0.5816	0.2555	0.9762	0.062*
C10	0.4816 (5)	0.3962 (5)	0.8306 (4)	0.0530 (10)
H10A	0.3800	0.3871	0.8358	0.064*
C11	0.8721 (6)	0.3207 (5)	0.9292 (6)	0.0625 (12)
H11A	0.8384	0.3815	1.0080	0.075*
H11B	0.9627	0.3396	0.8678	0.075*
C12	0.9386 (5)	0.1543 (4)	0.9650 (4)	0.0471 (9)
C13	0.9151 (5)	0.1100 (5)	1.0963 (4)	0.0517 (10)
H13A	0.8566	0.1841	1.1624	0.062*
C14	1.0234 (5)	0.0408 (5)	0.8698 (4)	0.0539 (10)
H14A	1.0391	0.0676	0.7810	0.065*
N1	0.3694 (4)	0.7752 (4)	0.4917 (3)	0.0506 (8)
N2	0.3831 (4)	0.9606 (4)	0.3594 (3)	0.0445 (7)
N3	0.5391 (4)	0.4863 (4)	0.7425 (3)	0.0542 (9)
N4	0.7239 (4)	0.3666 (4)	0.8686 (3)	0.0468 (8)
O1	0.8697 (5)	0.7230 (4)	0.4462 (5)	0.1036 (15)
Br1	0.09836 (6)	0.58434 (6)	0.69026 (5)	0.0645 (2)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.1071 (5)	0.0480 (4)	0.0495 (3)	−0.0041 (3)	−0.0320 (3)	0.0067 (3)
C1	0.0401 (19)	0.072 (3)	0.037 (2)	−0.017 (2)	−0.0128 (16)	−0.0042 (19)
C2	0.042 (2)	0.057 (3)	0.050 (2)	−0.0174 (18)	−0.0144 (17)	0.0111 (19)
C3	0.046 (2)	0.059 (3)	0.049 (2)	−0.0233 (19)	−0.0081 (18)	0.011 (2)
C4	0.094 (3)	0.088 (4)	0.038 (2)	−0.067 (3)	−0.004 (2)	−0.005 (2)
C5	0.057 (2)	0.065 (3)	0.0362 (19)	−0.044 (2)	−0.0053 (17)	0.0027 (18)
C6	0.050 (2)	0.071 (3)	0.043 (2)	−0.035 (2)	−0.0120 (18)	0.009 (2)
C7	0.047 (2)	0.059 (3)	0.049 (2)	−0.0255 (19)	0.0001 (18)	−0.001 (2)
C8	0.056 (2)	0.039 (2)	0.062 (3)	−0.0169 (19)	−0.005 (2)	0.009 (2)
C9	0.051 (2)	0.049 (2)	0.058 (2)	−0.0235 (19)	−0.0212 (19)	0.0187 (19)
C10	0.044 (2)	0.048 (2)	0.066 (3)	−0.0152 (18)	−0.0200 (19)	0.005 (2)
C11	0.053 (2)	0.043 (2)	0.101 (4)	−0.021 (2)	−0.038 (2)	0.008 (2)
C12	0.0403 (19)	0.043 (2)	0.066 (3)	−0.0168 (17)	−0.0291 (18)	0.0034 (19)
C13	0.044 (2)	0.049 (2)	0.063 (3)	−0.0146 (18)	−0.0207 (19)	−0.011 (2)
C14	0.054 (2)	0.062 (3)	0.054 (2)	−0.025 (2)	−0.0272 (19)	0.006 (2)
N1	0.0532 (18)	0.049 (2)	0.0423 (18)	−0.0132 (16)	−0.0152 (15)	0.0034 (15)
N2	0.0472 (17)	0.058 (2)	0.0312 (15)	−0.0266 (16)	−0.0063 (13)	−0.0001 (14)
N3	0.057 (2)	0.0425 (19)	0.055 (2)	−0.0111 (16)	−0.0217 (16)	0.0083 (16)
N4	0.0430 (17)	0.0386 (17)	0.062 (2)	−0.0189 (14)	−0.0190 (15)	0.0132 (15)
O1	0.078 (2)	0.067 (3)	0.160 (4)	−0.007 (2)	−0.051 (3)	−0.025 (3)
Br1	0.0699 (3)	0.0635 (3)	0.0723 (3)	−0.0333 (2)	−0.0280 (2)	0.0017 (2)

Geometric parameters (Å, º)

Cu1—N1	1.889 (3)	C7—H7A	0.9300
Cu1—N3	1.884 (3)	C8—N3	1.319 (5)
Cu1—Br1	2.951 (1)	C8—N4	1.342 (5)
C1—N1	1.320 (6)	C8—H8A	0.9300
C1—N2	1.332 (5)	C9—C10	1.337 (5)
C1—H1A	0.9300	C9—N4	1.368 (5)
C2—C3	1.340 (6)	C9—H9A	0.9300
C2—N2	1.362 (5)	C10—N3	1.366 (6)
C2—H2A	0.9300	C10—H10A	0.9300
C3—N1	1.370 (5)	C11—N4	1.469 (5)
C3—H3A	0.9300	C11—C12	1.504 (6)
C4—N2	1.457 (5)	C11—H11A	0.9700
C4—C5	1.522 (5)	C11—H11B	0.9700
C4—H4A	0.9700	C12—C14	1.381 (6)
C4—H4B	0.9700	C12—C13	1.387 (6)
C5—C7	1.371 (6)	C13—C14^ii	1.367 (6)
C5—C6	1.379 (6)	C13—H13A	0.9300
C6—C7^i	1.374 (5)	C14—C13^ii	1.367 (6)
C6—H6A	0.9300	C14—H14A	0.9300
C7—C6^i	1.374 (5)
N1—Cu1—N3	158.55 (17)	N4—C9—H9A	126.8
N1—Cu1—Br1	99.66 (11)	C9—C10—N3	110.4 (4)
N3—Cu1—Br1	99.77 (12)	C9—C10—H10A	124.8
N1—C1—N2	110.9 (3)	N3—C10—H10A	124.8
N1—C1—H1A	124.5	N4—C11—C12	110.8 (3)
N2—C1—H1A	124.5	N4—C11—H11A	109.5
C3—C2—N2	106.9 (3)	C12—C11—H11A	109.5
C3—C2—H2A	126.6	N4—C11—H11B	109.5
N2—C2—H2A	126.6	C12—C11—H11B	109.5
C2—C3—N1	109.1 (4)	H11A—C11—H11B	108.1
C2—C3—H3A	125.4	C14—C12—C13	117.7 (4)
N1—C3—H3A	125.4	C14—C12—C11	121.8 (4)
N2—C4—C5	110.8 (3)	C13—C12—C11	120.5 (4)
N2—C4—H4A	109.5	C14^ii—C13—C12	121.0 (4)
C5—C4—H4A	109.5	C14^ii—C13—H13A	119.5
N2—C4—H4B	109.5	C12—C13—H13A	119.5
C5—C4—H4B	109.5	C13^ii—C14—C12	121.3 (4)
H4A—C4—H4B	108.1	C13^ii—C14—H14A	119.4
C7—C5—C6	119.1 (4)	C12—C14—H14A	119.4
C7—C5—C4	121.0 (4)	C1—N1—C3	105.8 (3)
C6—C5—C4	119.9 (4)	C1—N1—Cu1	126.2 (3)
C7^i—C6—C5	120.8 (4)	C3—N1—Cu1	127.8 (3)
C7^i—C6—H6A	119.6	C1—N2—C2	107.2 (3)
C5—C6—H6A	119.6	C1—N2—C4	127.2 (4)
C5—C7—C6^i	120.2 (4)	C2—N2—C4	125.5 (4)
C5—C7—H7A	119.9	C8—N3—C10	104.9 (3)
C6^i—C7—H7A	119.9	C8—N3—Cu1	128.8 (3)
N3—C8—N4	111.7 (4)	C10—N3—Cu1	126.3 (3)
N3—C8—H8A	124.1	C8—N4—C9	106.5 (3)
N4—C8—H8A	124.1	C8—N4—C11	127.2 (4)
C10—C9—N4	106.5 (4)	C9—N4—C11	126.3 (3)
C10—C9—H9A	126.8

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