In the title complex, [InCl
3(C
15H
11N
3)], the mutually
trans bond lengths In—N [2.2438 (16) Å] and In—Cl [2.4080 (5) Å] are shorter than the other In—N and In—Cl bonds (each
trans to their own kind). This
trans influence was observed earlier in
d10 metal complexes of 2,6-di-2-pyridylpyridine. The crystal structure of (I) is stabilized by extensive intermolecular C—H
Cl hydrogen bonding.
Supporting information
CCDC reference: 227742
Key indicators
- Single-crystal X-ray study
- T = 103 K
- Mean (C-C) = 0.003 Å
- R factor = 0.023
- wR factor = 0.058
- Data-to-parameter ratio = 19.8
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low ....... 0.98
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR) is > 1.10
Tmin and Tmax reported: 0.568 0.746
Tmin and Tmax expected: 0.469 0.746
RR = 1.212
Please check that your absorption correction is appropriate.
PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... 1.23
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 3
CL1 -IN -N1A -C1A -119.50 0.40 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 8
CL1 -IN -N1A -C5A 60.60 0.50 1.555 1.555 1.555 1.555
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 11
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 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
4 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001; Sheldrick, 1999); program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Crystal data top
[InCl3(C15H11N3)] | F(000) = 888 |
Mr = 454.44 | Dx = 1.862 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 8.4662 (6) Å | Cell parameters from 5463 reflections |
b = 14.1130 (9) Å | θ = 5.1–56.6° |
c = 14.1329 (10) Å | µ = 1.95 mm−1 |
β = 106.253 (1)° | T = 103 K |
V = 1621.16 (19) Å3 | Triangular, pale yellow |
Z = 4 | 0.40 × 0.35 × 0.15 mm |
Data collection top
Bruker SMART CCD area-detector diffractometer | 3965 independent reflections |
Radiation source: fine-focus sealed tube | 3696 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
φ and ω scans | θmax = 28.3°, θmin = 2.1° |
Absorption correction: multi-scan Sheldrick, 1999 | h = −10→11 |
Tmin = 0.568, Tmax = 0.746 | k = −18→18 |
12733 measured reflections | l = −17→18 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.024 | H-atom parameters constrained |
wR(F2) = 0.058 | w = 1/[σ2(Fo2) + (0.0247P)2 + 1.37P] where P = (Fo2 + 2Fc2)/3 |
S = 1.09 | (Δ/σ)max = 0.001 |
3965 reflections | Δρmax = 0.42 e Å−3 |
200 parameters | Δρmin = −0.38 e Å−3 |
0 restraints | Extinction correction: SHELXTL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0014 (3) |
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 | Uiso*/Ueq | |
In | 0.543243 (17) | 0.872252 (9) | 0.215572 (10) | 0.01404 (6) | |
Cl1 | 0.69934 (7) | 0.85070 (4) | 0.09854 (4) | 0.02611 (12) | |
Cl2 | 0.27739 (7) | 0.84212 (4) | 0.09132 (4) | 0.02536 (12) | |
Cl3 | 0.80277 (6) | 0.90645 (3) | 0.34984 (4) | 0.01870 (10) | |
N1A | 0.4191 (2) | 0.90207 (12) | 0.33339 (12) | 0.0149 (3) | |
N1B | 0.5116 (2) | 0.73149 (12) | 0.28685 (12) | 0.0155 (3) | |
N1C | 0.4900 (2) | 1.03001 (12) | 0.21271 (13) | 0.0180 (3) | |
C1A | 0.3863 (2) | 0.82971 (14) | 0.38596 (15) | 0.0160 (4) | |
C2A | 0.3049 (3) | 0.84566 (16) | 0.45793 (16) | 0.0208 (4) | |
H2AA | 0.2811 | 0.7948 | 0.4958 | 0.025* | |
C3A | 0.2598 (3) | 0.93803 (17) | 0.47258 (16) | 0.0239 (4) | |
H3AA | 0.2016 | 0.9504 | 0.5198 | 0.029* | |
C4A | 0.2986 (3) | 1.01213 (16) | 0.41911 (16) | 0.0213 (4) | |
H4AA | 0.2702 | 1.0754 | 0.4303 | 0.026* | |
C5A | 0.3802 (2) | 0.99196 (14) | 0.34836 (15) | 0.0176 (4) | |
C1B | 0.4391 (2) | 0.73431 (14) | 0.36101 (14) | 0.0158 (4) | |
C2B | 0.4107 (3) | 0.65178 (15) | 0.40738 (15) | 0.0192 (4) | |
H2BA | 0.3619 | 0.6546 | 0.4602 | 0.023* | |
C3B | 0.4544 (3) | 0.56512 (15) | 0.37562 (16) | 0.0204 (4) | |
H3BA | 0.4345 | 0.5080 | 0.4060 | 0.024* | |
C4B | 0.5275 (3) | 0.56261 (15) | 0.29921 (16) | 0.0211 (4) | |
H4BA | 0.5581 | 0.5041 | 0.2762 | 0.025* | |
C5B | 0.5547 (3) | 0.64758 (15) | 0.25739 (16) | 0.0189 (4) | |
H5BA | 0.6061 | 0.6463 | 0.2056 | 0.023* | |
C1C | 0.4312 (2) | 1.06403 (15) | 0.28604 (15) | 0.0179 (4) | |
C2C | 0.4221 (3) | 1.16098 (15) | 0.30102 (17) | 0.0225 (4) | |
H2CA | 0.3818 | 1.1845 | 0.3528 | 0.027* | |
C3C | 0.4732 (3) | 1.22313 (16) | 0.23875 (18) | 0.0269 (5) | |
H3CA | 0.4712 | 1.2896 | 0.2491 | 0.032* | |
C4C | 0.5269 (3) | 1.18761 (16) | 0.16155 (18) | 0.0252 (5) | |
H4CA | 0.5579 | 1.2291 | 0.1169 | 0.030* | |
C5C | 0.5341 (3) | 1.09022 (15) | 0.15115 (17) | 0.0215 (4) | |
H5CA | 0.5713 | 1.0653 | 0.0988 | 0.026* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
In | 0.01680 (9) | 0.01274 (9) | 0.01395 (8) | 0.00030 (5) | 0.00656 (6) | −0.00010 (5) |
Cl1 | 0.0287 (3) | 0.0349 (3) | 0.0189 (3) | 0.0036 (2) | 0.0134 (2) | −0.0024 (2) |
Cl2 | 0.0226 (3) | 0.0260 (3) | 0.0228 (3) | −0.0025 (2) | −0.0012 (2) | 0.0012 (2) |
Cl3 | 0.0182 (2) | 0.0181 (2) | 0.0195 (2) | 0.00057 (17) | 0.00466 (18) | −0.00388 (17) |
N1A | 0.0142 (8) | 0.0147 (8) | 0.0157 (8) | 0.0010 (6) | 0.0038 (6) | −0.0011 (6) |
N1B | 0.0153 (8) | 0.0158 (8) | 0.0157 (8) | −0.0004 (6) | 0.0048 (6) | −0.0005 (6) |
N1C | 0.0173 (8) | 0.0159 (8) | 0.0200 (9) | 0.0003 (6) | 0.0037 (7) | 0.0018 (6) |
C1A | 0.0137 (9) | 0.0183 (10) | 0.0153 (9) | −0.0009 (7) | 0.0031 (7) | −0.0012 (7) |
C2A | 0.0207 (10) | 0.0257 (10) | 0.0164 (10) | −0.0027 (8) | 0.0061 (8) | −0.0028 (8) |
C3A | 0.0217 (10) | 0.0325 (12) | 0.0192 (10) | 0.0003 (9) | 0.0083 (8) | −0.0086 (9) |
C4A | 0.0201 (10) | 0.0222 (10) | 0.0209 (10) | 0.0033 (8) | 0.0044 (8) | −0.0079 (8) |
C5A | 0.0149 (9) | 0.0183 (9) | 0.0173 (10) | 0.0013 (7) | 0.0007 (7) | −0.0037 (7) |
C1B | 0.0144 (9) | 0.0191 (9) | 0.0137 (9) | −0.0001 (7) | 0.0038 (7) | 0.0002 (7) |
C2B | 0.0181 (10) | 0.0220 (10) | 0.0169 (10) | −0.0021 (8) | 0.0040 (8) | 0.0024 (8) |
C3B | 0.0199 (10) | 0.0176 (10) | 0.0212 (10) | −0.0020 (8) | 0.0017 (8) | 0.0049 (8) |
C4B | 0.0199 (10) | 0.0153 (9) | 0.0264 (11) | 0.0012 (7) | 0.0037 (8) | −0.0012 (8) |
C5B | 0.0192 (10) | 0.0178 (9) | 0.0208 (10) | −0.0005 (7) | 0.0075 (8) | −0.0029 (8) |
C1C | 0.0153 (9) | 0.0170 (10) | 0.0180 (10) | 0.0018 (7) | −0.0008 (7) | −0.0010 (7) |
C2C | 0.0202 (10) | 0.0167 (10) | 0.0255 (11) | 0.0029 (8) | −0.0022 (8) | −0.0040 (8) |
C3C | 0.0232 (11) | 0.0146 (10) | 0.0352 (13) | 0.0007 (8) | −0.0049 (9) | −0.0006 (9) |
C4C | 0.0217 (11) | 0.0178 (10) | 0.0315 (12) | −0.0021 (8) | −0.0001 (9) | 0.0062 (8) |
C5C | 0.0200 (10) | 0.0174 (10) | 0.0260 (11) | −0.0009 (8) | 0.0044 (8) | 0.0037 (8) |
Geometric parameters (Å, º) top
In—N1A | 2.2438 (16) | C4A—H4AA | 0.9500 |
In—N1C | 2.2697 (17) | C5A—C1C | 1.486 (3) |
In—N1B | 2.2769 (17) | C1B—C2B | 1.390 (3) |
In—Cl1 | 2.4080 (5) | C2B—C3B | 1.388 (3) |
In—Cl2 | 2.4735 (6) | C2B—H2BA | 0.9500 |
In—Cl3 | 2.5155 (5) | C3B—C4B | 1.387 (3) |
N1A—C1A | 1.337 (3) | C3B—H3BA | 0.9500 |
N1A—C5A | 1.342 (3) | C4B—C5B | 1.384 (3) |
N1B—C5B | 1.339 (3) | C4B—H4BA | 0.9500 |
N1B—C1B | 1.356 (2) | C5B—H5BA | 0.9500 |
N1C—C5C | 1.341 (3) | C1C—C2C | 1.390 (3) |
N1C—C1C | 1.357 (3) | C2C—C3C | 1.394 (3) |
C1A—C2A | 1.397 (3) | C2C—H2CA | 0.9500 |
C1A—C1B | 1.492 (3) | C3C—C4C | 1.388 (4) |
C2A—C3A | 1.390 (3) | C3C—H3CA | 0.9500 |
C2A—H2AA | 0.9500 | C4C—C5C | 1.385 (3) |
C3A—C4A | 1.383 (3) | C4C—H4CA | 0.9500 |
C3A—H3AA | 0.9500 | C5C—H5CA | 0.9500 |
C4A—C5A | 1.395 (3) | | |
| | | |
N1A—In—N1C | 72.38 (6) | C5A—C4A—H4AA | 120.7 |
N1A—In—N1B | 72.41 (6) | N1A—C5A—C4A | 119.9 (2) |
N1C—In—N1B | 144.73 (6) | N1A—C5A—C1C | 115.39 (18) |
N1A—In—Cl1 | 174.05 (5) | C4A—C5A—C1C | 124.72 (19) |
N1C—In—Cl1 | 104.84 (5) | N1B—C1B—C2B | 121.02 (19) |
N1B—In—Cl1 | 110.41 (4) | N1B—C1B—C1A | 116.09 (17) |
N1A—In—Cl2 | 92.11 (4) | C2B—C1B—C1A | 122.83 (18) |
N1C—In—Cl2 | 91.11 (5) | C3B—C2B—C1B | 119.27 (19) |
N1B—In—Cl2 | 88.15 (5) | C3B—C2B—H2BA | 120.4 |
Cl1—In—Cl2 | 93.21 (2) | C1B—C2B—H2BA | 120.4 |
N1A—In—Cl3 | 84.03 (4) | C4B—C3B—C2B | 119.45 (19) |
N1C—In—Cl3 | 87.27 (5) | C4B—C3B—H3BA | 120.3 |
N1B—In—Cl3 | 91.13 (4) | C2B—C3B—H3BA | 120.3 |
Cl1—In—Cl3 | 90.629 (19) | C5B—C4B—C3B | 118.3 (2) |
Cl2—In—Cl3 | 176.109 (18) | C5B—C4B—H4BA | 120.9 |
C1A—N1A—C5A | 122.43 (18) | C3B—C4B—H4BA | 120.9 |
C1A—N1A—In | 118.84 (13) | N1B—C5B—C4B | 122.74 (19) |
C5A—N1A—In | 118.72 (14) | N1B—C5B—H5BA | 118.6 |
C5B—N1B—C1B | 119.22 (18) | C4B—C5B—H5BA | 118.6 |
C5B—N1B—In | 123.91 (13) | N1C—C1C—C2C | 120.82 (19) |
C1B—N1B—In | 116.82 (13) | N1C—C1C—C5A | 116.10 (18) |
C5C—N1C—C1C | 119.95 (18) | C2C—C1C—C5A | 123.07 (19) |
C5C—N1C—In | 122.89 (14) | C1C—C2C—C3C | 118.9 (2) |
C1C—N1C—In | 116.54 (13) | C1C—C2C—H2CA | 120.6 |
N1A—C1A—C2A | 120.19 (19) | C3C—C2C—H2CA | 120.6 |
N1A—C1A—C1B | 115.82 (17) | C4C—C3C—C2C | 119.8 (2) |
C2A—C1A—C1B | 123.98 (19) | C4C—C3C—H3CA | 120.1 |
C3A—C2A—C1A | 118.1 (2) | C2C—C3C—H3CA | 120.1 |
C3A—C2A—H2AA | 120.9 | C5C—C4C—C3C | 118.4 (2) |
C1A—C2A—H2AA | 120.9 | C5C—C4C—H4CA | 120.8 |
C4A—C3A—C2A | 120.70 (19) | C3C—C4C—H4CA | 120.8 |
C4A—C3A—H3AA | 119.6 | N1C—C5C—C4C | 122.1 (2) |
C2A—C3A—H3AA | 119.6 | N1C—C5C—H5CA | 119.0 |
C3A—C4A—C5A | 118.6 (2) | C4C—C5C—H5CA | 119.0 |
C3A—C4A—H4AA | 120.7 | | |
| | | |
N1C—In—N1A—C1A | 177.63 (16) | C2A—C3A—C4A—C5A | 1.6 (3) |
N1B—In—N1A—C1A | −0.26 (14) | C1A—N1A—C5A—C4A | −1.8 (3) |
Cl1—In—N1A—C1A | −119.5 (4) | In—N1A—C5A—C4A | 178.08 (15) |
Cl2—In—N1A—C1A | 87.13 (14) | C1A—N1A—C5A—C1C | 177.75 (17) |
Cl3—In—N1A—C1A | −93.35 (14) | In—N1A—C5A—C1C | −2.3 (2) |
N1C—In—N1A—C5A | −2.28 (14) | C3A—C4A—C5A—N1A | 0.1 (3) |
N1B—In—N1A—C5A | 179.84 (16) | C3A—C4A—C5A—C1C | −179.41 (19) |
Cl1—In—N1A—C5A | 60.6 (5) | C5B—N1B—C1B—C2B | 0.7 (3) |
Cl2—In—N1A—C5A | −92.77 (14) | In—N1B—C1B—C2B | 178.37 (15) |
Cl3—In—N1A—C5A | 86.75 (14) | C5B—N1B—C1B—C1A | −176.75 (18) |
N1A—In—N1B—C5B | 177.14 (18) | In—N1B—C1B—C1A | 0.9 (2) |
N1C—In—N1B—C5B | 173.65 (15) | N1A—C1A—C1B—N1B | −1.1 (3) |
Cl1—In—N1B—C5B | −8.40 (17) | C2A—C1A—C1B—N1B | 177.83 (19) |
Cl2—In—N1B—C5B | 84.34 (16) | N1A—C1A—C1B—C2B | −178.54 (19) |
Cl3—In—N1B—C5B | −99.49 (16) | C2A—C1A—C1B—C2B | 0.4 (3) |
N1A—In—N1B—C1B | −0.37 (14) | N1B—C1B—C2B—C3B | −1.4 (3) |
N1C—In—N1B—C1B | −3.9 (2) | C1A—C1B—C2B—C3B | 175.96 (19) |
Cl1—In—N1B—C1B | 174.09 (13) | C1B—C2B—C3B—C4B | 0.9 (3) |
Cl2—In—N1B—C1B | −93.17 (14) | C2B—C3B—C4B—C5B | 0.2 (3) |
Cl3—In—N1B—C1B | 83.00 (14) | C1B—N1B—C5B—C4B | 0.4 (3) |
N1A—In—N1C—C5C | 178.08 (18) | In—N1B—C5B—C4B | −177.08 (16) |
N1B—In—N1C—C5C | −178.42 (14) | C3B—C4B—C5B—N1B | −0.8 (3) |
Cl1—In—N1C—C5C | 3.56 (17) | C5C—N1C—C1C—C2C | −2.7 (3) |
Cl2—In—N1C—C5C | −90.05 (16) | In—N1C—C1C—C2C | 168.61 (15) |
Cl3—In—N1C—C5C | 93.48 (16) | C5C—N1C—C1C—C5A | 177.97 (18) |
N1A—In—N1C—C1C | 7.08 (14) | In—N1C—C1C—C5A | −10.8 (2) |
N1B—In—N1C—C1C | 10.6 (2) | N1A—C5A—C1C—N1C | 8.7 (3) |
Cl1—In—N1C—C1C | −167.44 (13) | C4A—C5A—C1C—N1C | −171.74 (19) |
Cl2—In—N1C—C1C | 98.95 (14) | N1A—C5A—C1C—C2C | −170.65 (19) |
Cl3—In—N1C—C1C | −77.51 (14) | C4A—C5A—C1C—C2C | 8.9 (3) |
C5A—N1A—C1A—C2A | 1.7 (3) | N1C—C1C—C2C—C3C | 0.6 (3) |
In—N1A—C1A—C2A | −178.19 (15) | C5A—C1C—C2C—C3C | 179.90 (19) |
C5A—N1A—C1A—C1B | −179.31 (18) | C1C—C2C—C3C—C4C | 2.0 (3) |
In—N1A—C1A—C1B | 0.8 (2) | C2C—C3C—C4C—C5C | −2.5 (3) |
N1A—C1A—C2A—C3A | 0.1 (3) | C1C—N1C—C5C—C4C | 2.2 (3) |
C1B—C1A—C2A—C3A | −178.80 (19) | In—N1C—C5C—C4C | −168.52 (16) |
C1A—C2A—C3A—C4A | −1.7 (3) | C3C—C4C—C5C—N1C | 0.4 (3) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C2A—H2AA···Cl1i | 0.95 | 2.71 | 3.664 (2) | 178 |
C2B—H2BA···Cl1i | 0.95 | 2.69 | 3.634 (2) | 174 |
C2C—H2CA···Cl2ii | 0.95 | 2.83 | 3.625 (2) | 142 |
C3A—H3AA···Cl3iii | 0.95 | 2.74 | 3.484 (2) | 136 |
C4B—H4BA···Cl3iv | 0.95 | 2.76 | 3.613 (2) | 149 |
C4C—H4CA···Cl3v | 0.95 | 2.75 | 3.432 (2) | 129 |
Symmetry codes: (i) x−1/2, −y+3/2, z+1/2; (ii) −x+1/2, y+1/2, −z+1/2; (iii) −x+1, −y+2, −z+1; (iv) −x+3/2, y−1/2, −z+1/2; (v) −x+3/2, y+1/2, −z+1/2. |