metal-organic compounds
(Acetonitrile-κN)chlorido{2-[4-(3,5-difluorophenyl)-6-phenylpyridin-2-yl]phenyl-κ2C1,N}platinum(II)
aDepartment of Chemistry, Anhui University, Hefei 230601, Peoples Republic of China, Key Laboratory of Functional Inorganic Materials, Chemistry, Hefei 230601, People's Republic of China
*Correspondence e-mail: jywu1957@163.com
The title compound, [Pt(C23H14F2N)Cl(CH3CN)], comprises of a PtII atom in a distorted square-planar coordination, defined by a C,N-chelating 4-(3,5-difluorophenyl)-2,6-diphenylpyridine ligand, a chlorido and an acetonitrile ligand. Hydrogen-bonding interactions between the H atoms of the 3,5-difluorophenyl ring and the acetonitrile ligand with Cl and F acceptor atoms of neighbouring ligands consolidate the packing.
Keywords: crystal structure; platinum(II) complex; (C,N)-chelating ligand.
CCDC reference: 1899620
Structure description
Platinum complexes have received attention because of their chemical and photophysical properties, such as high stabilities, emissions in the visible region, high fluorescent quantum yields and long excited lifetimes (Fang et al., 2018). In this study, we report the of a novel platinum(II) complex, [PtCl(C23H14F2N)(CH3CN)].
The platinum(II) atom has a distorted square-planar coordination environment defined by a (C,N)-chelating 4-(3,5-difluorophenyl)-2,6-diphenylpyridine ligand, one chlorido ligand and one acetonitrile ligand (Fig. 1). Relevant bond lengths and angles are given in Table 1. The considerable distortion from planarity is reflected by the r.m.s. deviation of 0.1265 Å of the least-squares plane through Pt1, C1, N1, C2, with a highest deviation of 0.1641 (12) Å for C1. The chelating ligand is not planar, with dihedral angles between the central pyridine ring and the two phenyl rings of 3.88 (13)° for ring C1–C6 and of 52.97 (14)° for ring C18–C23; the dihedral angle between the central pyridine ring and the difluorophenyl ring amounts to 20.35 (13)°. The bond length between C9 and C10 of 1.487 (4) Å is intermediate between a single and double C—C bond and thus indicates a highly π-conjugated system (Coe, 2013). As shown in Fig. 2, there are intermolecular hydrogen bonds between one H atom of the 3,5-difluorophenyl ring and the Cl atom, and between the acetonitrile ligand and F and Cl atoms of neighbouring molecules (Table 2), leading to the formation of a three-dimensional network.
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Synthesis and crystallization
4-(3,5-Difluorophenyl)-2,6-diphenylpyridine 0.35 g (1 mmol), potassium hexachloridoplatinate 0.41 g (1 mmol) and 100 ml glacial acetic acid were added to a 250 ml round-bottom flask at room temperature and stirred for 10 min. After dissolution, the temperature was raised to 403 K for 72 h during which time the reaction mixture was slowly converted from a colourless liquid to a yellow solid. The solid was filtered when cooling to room temperature and washed by acetone. Yellow crystals for X-ray analysis were obtained from an acetonitrile solution.
Refinement
Crystal data, data collection and structure .
details are summarized in Table 3Structural data
CCDC reference: 1899620
https://doi.org/10.1107/S2414314619002943/wm4099sup1.cif
contains datablock I. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314619002943/wm4099Isup2.hkl
Data collection: APEX2 (Bruker, 2004); cell
SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg, 2016); software used to prepare material for publication: publCIF (Westrip, 2010).[Pt(C23H14F2N)Cl(C2H3N)] | F(000) = 1176 |
Mr = 613.94 | Dx = 1.927 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71069 Å |
a = 8.770 (5) Å | Cell parameters from 9960 reflections |
b = 18.226 (5) Å | θ = 2.2–27.2° |
c = 13.670 (5) Å | µ = 6.79 mm−1 |
β = 104.414 (5)° | T = 298 K |
V = 2116.3 (15) Å3 | Block, yellow |
Z = 4 | 0.30 × 0.20 × 0.20 mm |
Bruker APEXII CCD diffractometer | 3578 reflections with I > 2σ(I) |
ω scans | Rint = 0.023 |
Absorption correction: multi-scan (SADABS; Bruker, 2004) | θmax = 25.3°, θmin = 1.9° |
Tmin = 0.235, Tmax = 0.344 | h = −10→10 |
15021 measured reflections | k = −21→18 |
3835 independent reflections | l = −16→16 |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.016 | H-atom parameters constrained |
wR(F2) = 0.040 | w = 1/[σ2(Fo2) + (0.016P)2 + 2.1931P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max = 0.009 |
3835 reflections | Δρmax = 0.63 e Å−3 |
281 parameters | Δρmin = −0.60 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
x | y | z | Uiso*/Ueq | ||
Pt1 | 0.55963 (2) | 1.05151 (2) | 0.78384 (2) | 0.02038 (5) | |
Cl1 | 0.38721 (9) | 1.13087 (4) | 0.68065 (5) | 0.03611 (18) | |
C14 | 1.1855 (3) | 0.76355 (16) | 1.1856 (2) | 0.0275 (6) | |
C5 | 0.6207 (3) | 1.09210 (15) | 1.0927 (2) | 0.0231 (6) | |
H5 | 0.670223 | 1.066195 | 1.150455 | 0.028* | |
C23 | 0.8746 (3) | 0.98091 (17) | 0.7086 (2) | 0.0260 (6) | |
H23 | 0.887401 | 1.027274 | 0.737952 | 0.031* | |
C2 | 0.4788 (3) | 1.17075 (15) | 0.9194 (2) | 0.0250 (6) | |
H2 | 0.432728 | 1.198285 | 0.862429 | 0.030* | |
C9 | 0.8932 (3) | 0.89937 (15) | 1.04021 (19) | 0.0212 (5) | |
F1 | 1.3038 (2) | 0.72059 (11) | 1.16971 (13) | 0.0432 (5) | |
C21 | 0.8798 (4) | 0.90177 (19) | 0.5687 (2) | 0.0361 (7) | |
H21 | 0.896266 | 0.894923 | 0.504660 | 0.043* | |
C4 | 0.5330 (3) | 1.15460 (15) | 1.1003 (2) | 0.0250 (6) | |
H4 | 0.519379 | 1.169482 | 1.162604 | 0.030* | |
C15 | 1.1063 (3) | 0.80721 (15) | 1.1077 (2) | 0.0248 (6) | |
H15 | 1.134651 | 0.808001 | 1.046567 | 0.030* | |
C3 | 0.4662 (3) | 1.19436 (15) | 1.0137 (2) | 0.0259 (6) | |
H3 | 0.412038 | 1.237496 | 1.018825 | 0.031* | |
C24 | 0.4648 (4) | 0.94075 (16) | 0.5940 (2) | 0.0259 (6) | |
C1 | 0.5593 (3) | 1.10670 (14) | 0.90866 (19) | 0.0205 (5) | |
C22 | 0.9030 (4) | 0.97014 (19) | 0.6141 (2) | 0.0347 (7) | |
H22 | 0.937678 | 1.009018 | 0.581218 | 0.042* | |
N1 | 0.7183 (3) | 0.98863 (12) | 0.88429 (16) | 0.0199 (5) | |
C7 | 0.7222 (3) | 1.00335 (14) | 0.98306 (19) | 0.0192 (5) | |
C18 | 0.8269 (3) | 0.92247 (15) | 0.75956 (19) | 0.0211 (6) | |
C16 | 0.8928 (3) | 0.88772 (15) | 0.93942 (19) | 0.0220 (6) | |
H16 | 0.949692 | 0.848666 | 0.922713 | 0.026* | |
N2 | 0.5145 (3) | 0.98045 (14) | 0.65843 (17) | 0.0260 (5) | |
C25 | 0.4001 (4) | 0.88949 (18) | 0.5126 (2) | 0.0363 (7) | |
H25A | 0.400044 | 0.840932 | 0.539824 | 0.054* | |
H25B | 0.463395 | 0.890171 | 0.464547 | 0.054* | |
H25C | 0.294251 | 0.903555 | 0.479812 | 0.054* | |
C17 | 0.8092 (3) | 0.93322 (14) | 0.8635 (2) | 0.0202 (6) | |
C10 | 0.9817 (3) | 0.85061 (14) | 1.12207 (19) | 0.0197 (5) | |
C6 | 0.6342 (3) | 1.06843 (14) | 0.9978 (2) | 0.0204 (6) | |
C20 | 0.8323 (4) | 0.84396 (18) | 0.6188 (2) | 0.0327 (7) | |
H20 | 0.816887 | 0.798020 | 0.588359 | 0.039* | |
C19 | 0.8072 (3) | 0.85342 (16) | 0.7143 (2) | 0.0266 (6) | |
H19 | 0.777268 | 0.813748 | 0.748059 | 0.032* | |
C11 | 0.9428 (3) | 0.84817 (16) | 1.21572 (18) | 0.0234 (6) | |
H11 | 0.859429 | 0.875703 | 1.226834 | 0.028* | |
C8 | 0.8095 (3) | 0.95953 (14) | 1.06091 (19) | 0.0201 (6) | |
H8 | 0.811555 | 0.970849 | 1.127560 | 0.024* | |
C12 | 1.0303 (3) | 0.80438 (16) | 1.29028 (19) | 0.0248 (6) | |
C13 | 1.1537 (3) | 0.76078 (17) | 1.2789 (2) | 0.0282 (6) | |
H13 | 1.211236 | 0.731568 | 1.330846 | 0.034* | |
F2 | 0.9943 (2) | 0.80220 (10) | 1.38172 (12) | 0.0373 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pt1 | 0.02230 (7) | 0.02281 (7) | 0.01527 (6) | 0.00164 (4) | 0.00324 (4) | 0.00162 (4) |
Cl1 | 0.0398 (4) | 0.0472 (5) | 0.0205 (3) | 0.0205 (4) | 0.0060 (3) | 0.0072 (3) |
C14 | 0.0213 (14) | 0.0318 (16) | 0.0297 (15) | 0.0065 (12) | 0.0070 (12) | 0.0021 (12) |
C5 | 0.0257 (15) | 0.0208 (14) | 0.0207 (13) | −0.0047 (11) | 0.0022 (11) | −0.0020 (11) |
C23 | 0.0274 (15) | 0.0274 (16) | 0.0227 (14) | −0.0006 (12) | 0.0053 (12) | −0.0015 (11) |
C2 | 0.0235 (15) | 0.0223 (15) | 0.0270 (14) | 0.0003 (11) | 0.0022 (11) | 0.0025 (11) |
C9 | 0.0211 (14) | 0.0197 (14) | 0.0211 (13) | −0.0035 (11) | 0.0024 (11) | 0.0007 (11) |
F1 | 0.0396 (10) | 0.0612 (13) | 0.0312 (9) | 0.0285 (10) | 0.0135 (8) | 0.0136 (9) |
C21 | 0.0363 (18) | 0.053 (2) | 0.0191 (14) | 0.0089 (15) | 0.0072 (13) | −0.0036 (14) |
C4 | 0.0260 (15) | 0.0247 (15) | 0.0238 (14) | −0.0061 (12) | 0.0053 (11) | −0.0075 (11) |
C15 | 0.0266 (15) | 0.0295 (16) | 0.0183 (13) | 0.0005 (12) | 0.0056 (11) | 0.0016 (11) |
C3 | 0.0241 (15) | 0.0194 (14) | 0.0327 (15) | −0.0011 (12) | 0.0040 (12) | −0.0060 (12) |
C24 | 0.0288 (16) | 0.0291 (16) | 0.0197 (14) | 0.0047 (12) | 0.0060 (12) | 0.0050 (12) |
C1 | 0.0194 (13) | 0.0198 (14) | 0.0221 (13) | −0.0028 (11) | 0.0049 (10) | 0.0022 (11) |
C22 | 0.0418 (19) | 0.0403 (18) | 0.0242 (15) | −0.0002 (15) | 0.0126 (14) | 0.0050 (13) |
N1 | 0.0225 (12) | 0.0183 (11) | 0.0177 (11) | −0.0040 (9) | 0.0027 (9) | −0.0010 (9) |
C7 | 0.0201 (14) | 0.0177 (13) | 0.0191 (13) | −0.0059 (11) | 0.0033 (10) | −0.0015 (10) |
C18 | 0.0180 (13) | 0.0255 (14) | 0.0178 (13) | 0.0031 (11) | 0.0008 (10) | −0.0008 (11) |
C16 | 0.0254 (14) | 0.0182 (14) | 0.0217 (13) | 0.0018 (11) | 0.0045 (11) | 0.0000 (11) |
N2 | 0.0251 (13) | 0.0322 (14) | 0.0197 (12) | 0.0038 (11) | 0.0039 (10) | 0.0029 (11) |
C25 | 0.051 (2) | 0.0323 (18) | 0.0257 (15) | −0.0007 (15) | 0.0088 (14) | −0.0035 (13) |
C17 | 0.0200 (14) | 0.0198 (14) | 0.0197 (13) | −0.0040 (11) | 0.0028 (11) | −0.0018 (10) |
C10 | 0.0194 (13) | 0.0194 (13) | 0.0180 (12) | −0.0048 (11) | 0.0001 (10) | −0.0005 (10) |
C6 | 0.0201 (14) | 0.0178 (13) | 0.0223 (13) | −0.0057 (11) | 0.0036 (11) | −0.0015 (10) |
C20 | 0.0320 (17) | 0.0352 (17) | 0.0266 (15) | 0.0082 (14) | −0.0007 (12) | −0.0118 (13) |
C19 | 0.0256 (15) | 0.0268 (15) | 0.0242 (14) | 0.0040 (12) | 0.0005 (11) | −0.0013 (12) |
C11 | 0.0266 (15) | 0.0208 (14) | 0.0223 (14) | 0.0011 (11) | 0.0051 (11) | −0.0010 (11) |
C8 | 0.0236 (14) | 0.0211 (14) | 0.0148 (12) | −0.0039 (11) | 0.0030 (10) | 0.0002 (10) |
C12 | 0.0295 (15) | 0.0282 (16) | 0.0170 (13) | 0.0004 (12) | 0.0062 (11) | 0.0009 (11) |
C13 | 0.0260 (15) | 0.0338 (17) | 0.0222 (14) | 0.0062 (13) | 0.0011 (11) | 0.0067 (12) |
F2 | 0.0452 (11) | 0.0492 (11) | 0.0194 (8) | 0.0183 (9) | 0.0115 (8) | 0.0097 (8) |
Pt1—C1 | 1.981 (3) | C3—H3 | 0.9300 |
Pt1—N1 | 2.046 (2) | C24—N2 | 1.139 (4) |
Pt1—N2 | 2.106 (2) | C24—C25 | 1.456 (4) |
Pt1—Cl1 | 2.3036 (9) | C1—C6 | 1.416 (4) |
C14—F1 | 1.360 (3) | C22—H22 | 0.9300 |
C14—C15 | 1.371 (4) | N1—C17 | 1.359 (3) |
C14—C13 | 1.372 (4) | N1—C7 | 1.369 (3) |
C5—C4 | 1.393 (4) | C7—C8 | 1.397 (4) |
C5—C6 | 1.399 (4) | C7—C6 | 1.456 (4) |
C5—H5 | 0.9300 | C18—C19 | 1.394 (4) |
C23—C22 | 1.389 (4) | C18—C17 | 1.481 (4) |
C23—C18 | 1.392 (4) | C16—C17 | 1.387 (4) |
C23—H23 | 0.9300 | C16—H16 | 0.9300 |
C2—C3 | 1.389 (4) | C25—H25A | 0.9600 |
C2—C1 | 1.390 (4) | C25—H25B | 0.9600 |
C2—H2 | 0.9300 | C25—H25C | 0.9600 |
C9—C8 | 1.387 (4) | C10—C11 | 1.405 (4) |
C9—C16 | 1.393 (4) | C20—C19 | 1.387 (4) |
C9—C10 | 1.487 (4) | C20—H20 | 0.9300 |
C21—C20 | 1.377 (5) | C19—H19 | 0.9300 |
C21—C22 | 1.385 (5) | C11—C12 | 1.369 (4) |
C21—H21 | 0.9300 | C11—H11 | 0.9300 |
C4—C3 | 1.387 (4) | C8—H8 | 0.9300 |
C4—H4 | 0.9300 | C12—F2 | 1.364 (3) |
C15—C10 | 1.402 (4) | C12—C13 | 1.382 (4) |
C15—H15 | 0.9300 | C13—H13 | 0.9300 |
C1—Pt1—N1 | 81.55 (10) | N1—C7—C8 | 120.9 (2) |
C1—Pt1—N2 | 166.63 (10) | N1—C7—C6 | 114.4 (2) |
N1—Pt1—N2 | 99.24 (9) | C8—C7—C6 | 124.7 (2) |
C1—Pt1—Cl1 | 93.84 (8) | C23—C18—C19 | 119.2 (3) |
N1—Pt1—Cl1 | 174.90 (6) | C23—C18—C17 | 119.7 (2) |
N2—Pt1—Cl1 | 85.75 (7) | C19—C18—C17 | 121.0 (2) |
F1—C14—C15 | 118.0 (2) | C17—C16—C9 | 121.3 (3) |
F1—C14—C13 | 117.8 (2) | C17—C16—H16 | 119.4 |
C15—C14—C13 | 124.2 (3) | C9—C16—H16 | 119.4 |
C4—C5—C6 | 119.8 (3) | C24—N2—Pt1 | 168.0 (2) |
C4—C5—H5 | 120.1 | C24—C25—H25A | 109.5 |
C6—C5—H5 | 120.1 | C24—C25—H25B | 109.5 |
C22—C23—C18 | 120.2 (3) | H25A—C25—H25B | 109.5 |
C22—C23—H23 | 119.9 | C24—C25—H25C | 109.5 |
C18—C23—H23 | 119.9 | H25A—C25—H25C | 109.5 |
C3—C2—C1 | 121.2 (3) | H25B—C25—H25C | 109.5 |
C3—C2—H2 | 119.4 | N1—C17—C16 | 121.1 (2) |
C1—C2—H2 | 119.4 | N1—C17—C18 | 120.4 (2) |
C8—C9—C16 | 116.8 (2) | C16—C17—C18 | 118.5 (2) |
C8—C9—C10 | 121.5 (2) | C15—C10—C11 | 118.9 (2) |
C16—C9—C10 | 121.7 (2) | C15—C10—C9 | 120.7 (2) |
C20—C21—C22 | 119.6 (3) | C11—C10—C9 | 120.3 (2) |
C20—C21—H21 | 120.2 | C5—C6—C1 | 121.2 (3) |
C22—C21—H21 | 120.2 | C5—C6—C7 | 123.4 (2) |
C3—C4—C5 | 119.2 (2) | C1—C6—C7 | 115.5 (2) |
C3—C4—H4 | 120.4 | C21—C20—C19 | 120.8 (3) |
C5—C4—H4 | 120.4 | C21—C20—H20 | 119.6 |
C14—C15—C10 | 118.7 (2) | C19—C20—H20 | 119.6 |
C14—C15—H15 | 120.6 | C20—C19—C18 | 119.9 (3) |
C10—C15—H15 | 120.6 | C20—C19—H19 | 120.0 |
C4—C3—C2 | 121.0 (3) | C18—C19—H19 | 120.0 |
C4—C3—H3 | 119.5 | C12—C11—C10 | 118.6 (3) |
C2—C3—H3 | 119.5 | C12—C11—H11 | 120.7 |
N2—C24—C25 | 179.2 (3) | C10—C11—H11 | 120.7 |
C2—C1—C6 | 117.5 (2) | C9—C8—C7 | 120.9 (2) |
C2—C1—Pt1 | 128.8 (2) | C9—C8—H8 | 119.5 |
C6—C1—Pt1 | 113.04 (19) | C7—C8—H8 | 119.5 |
C21—C22—C23 | 120.3 (3) | F2—C12—C11 | 119.0 (2) |
C21—C22—H22 | 119.9 | F2—C12—C13 | 116.9 (2) |
C23—C22—H22 | 119.9 | C11—C12—C13 | 124.1 (2) |
C17—N1—C7 | 118.7 (2) | C14—C13—C12 | 115.5 (3) |
C17—N1—Pt1 | 127.75 (17) | C14—C13—H13 | 122.3 |
C7—N1—Pt1 | 113.46 (17) | C12—C13—H13 | 122.3 |
C6—C5—C4—C3 | −2.9 (4) | C16—C9—C10—C15 | 21.0 (4) |
F1—C14—C15—C10 | 178.6 (3) | C8—C9—C10—C11 | 21.4 (4) |
C13—C14—C15—C10 | −1.8 (5) | C16—C9—C10—C11 | −159.8 (3) |
C5—C4—C3—C2 | 3.3 (4) | C4—C5—C6—C1 | −0.4 (4) |
C1—C2—C3—C4 | −0.2 (4) | C4—C5—C6—C7 | −179.4 (2) |
C3—C2—C1—C6 | −3.0 (4) | C2—C1—C6—C5 | 3.3 (4) |
C3—C2—C1—Pt1 | 166.9 (2) | Pt1—C1—C6—C5 | −168.2 (2) |
C20—C21—C22—C23 | −1.7 (5) | C2—C1—C6—C7 | −177.6 (2) |
C18—C23—C22—C21 | 1.8 (5) | Pt1—C1—C6—C7 | 10.9 (3) |
C17—N1—C7—C8 | −4.1 (4) | N1—C7—C6—C5 | 178.7 (2) |
Pt1—N1—C7—C8 | 172.12 (19) | C8—C7—C6—C5 | −3.6 (4) |
C17—N1—C7—C6 | 173.7 (2) | N1—C7—C6—C1 | −0.4 (3) |
Pt1—N1—C7—C6 | −10.0 (3) | C8—C7—C6—C1 | 177.4 (2) |
C22—C23—C18—C19 | −0.4 (4) | C22—C21—C20—C19 | 0.1 (5) |
C22—C23—C18—C17 | 175.2 (3) | C21—C20—C19—C18 | 1.3 (4) |
C8—C9—C16—C17 | −1.6 (4) | C23—C18—C19—C20 | −1.2 (4) |
C10—C9—C16—C17 | 179.6 (2) | C17—C18—C19—C20 | −176.7 (3) |
C7—N1—C17—C16 | 6.1 (4) | C15—C10—C11—C12 | 1.2 (4) |
Pt1—N1—C17—C16 | −169.5 (2) | C9—C10—C11—C12 | −177.9 (2) |
C7—N1—C17—C18 | −170.9 (2) | C16—C9—C8—C7 | 3.6 (4) |
Pt1—N1—C17—C18 | 13.5 (4) | C10—C9—C8—C7 | −177.7 (2) |
C9—C16—C17—N1 | −3.3 (4) | N1—C7—C8—C9 | −0.8 (4) |
C9—C16—C17—C18 | 173.8 (2) | C6—C7—C8—C9 | −178.4 (2) |
C23—C18—C17—N1 | 53.1 (4) | C10—C11—C12—F2 | 179.4 (2) |
C19—C18—C17—N1 | −131.4 (3) | C10—C11—C12—C13 | −1.4 (4) |
C23—C18—C17—C16 | −124.0 (3) | F1—C14—C13—C12 | −178.7 (3) |
C19—C18—C17—C16 | 51.5 (4) | C15—C14—C13—C12 | 1.7 (5) |
C14—C15—C10—C11 | 0.3 (4) | F2—C12—C13—C14 | 179.2 (3) |
C14—C15—C10—C9 | 179.4 (3) | C11—C12—C13—C14 | −0.1 (5) |
C8—C9—C10—C15 | −157.7 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
C11—H11···Cl1i | 0.93 | 2.77 | 3.545 (3) | 142 |
C25—H25A···F1ii | 0.96 | 2.42 | 3.202 (4) | 138 |
C25—H25B···Cl1iii | 0.96 | 2.66 | 3.613 (3) | 169 |
Symmetry codes: (i) −x+1, −y+2, −z+2; (ii) x−1, −y+3/2, z−1/2; (iii) −x+1, −y+2, −z+1. |
Funding information
This work was supported by the Undergraduate Research Training Program of Anhui University (award No. KYXL2017023) and the National Natural Science Foundation of China (award No. 51672002).
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