In the title compound, the carbon tetrachloride solvent molecule is presumed to have originated as an impurity in the chloroform solvent used. In the extended structure, the cation and anion are linked by an N—H⋯O hydrogen bond. Along with electrostatic forces, C—H⋯N, C—H⋯S and C—H⋯O hydrogen bonds help to consolidate the crystal packing.
Keywords: copper(I), triphenylphosphine, distorted tetrahedral geometry, crystal structure
Abstract
In the title compound, [Cu(C11H15N3S2){P(C6H5)3}2]NO3·CCl4, the carbon tetrachloride solvent molecule is presumed to have originated as an impurity in the chloroform solvent used. The coordination environment around the copper(I) ion is a distorted CuNSP2 tetrahedron, with a τ4 structural index of 0.844. In the extended structure, the cation and anion are linked by an N—H⋯O hydrogen bond. Along with electrostatic forces, C—H⋯N, C—H⋯S and C—H⋯O hydrogen bonds help to consolidate the crystal packing.
1. Chemical context
Copper(I) complexes exhibit broad applications across medicinal chemistry (Papazoglou et al., 2014 ▸), materials science (Hei & Li, 2021 ▸), and catalysis (Egbert et al., 2013 ▸). Elucidating their structural features provides valuable insights for the innovative design of further copper(I) complexes, thereby enhancing their structure–activity relationships.
Copper(I) complexes bearing nitrogen and sulfur donor ligands are of significant interest owing to the presence of this metal in the active sites of hydrogenases, carbon monoxide dehydrogenases, and blue copper proteins. Complexes of copper(I) with methyl (Z)-2-(4-(dimethylamino)benzylidene)hydrazine-1-carbodithioate ligands and their BSA binding properties have been reported in the literature (Malakar et al., 2023 ▸). Such copper(I) species are generally obtained by reacting methyl (Z)-2-(4-(dimethylamino)benzylidene)hydrazine-1-carbodithioate or its derivatives with appropriate copper(I) precursors. In this context, the present work reports the synthesis and single-crystal X-ray characterization of the title mononuclear mixed-ligand copper(I) complex [Cu(C11H15N3S2){P(C6H5)3}2]NO3·CCl4 (I) or [Cu(NS)(PPh3)2]NO3·CCl4, where NS denotes the methyl (Z)-2-(4-(dimethylamino)benzylidene)hydrazine-1-carbodithioate chelating ligand and PPh3 represents the triphenylphosphine co-ligand.
2. Structural commentary
Compound (I) crystallizes in the monoclinic space group P21/n, with one cation, one anion and one disordered CCl4 solvent molecule in the asymmetric unit (Fig. 1 ▸). The CuI atom is bound to an azomethine nitrogen atom and a sulfur atom from the C11H15N3S2 ligand, generating a five-membered chelate ring, in addition to phosphorous coordination from two triphenylphosphine ligands. The Cu—N1 bond distance [2.112 (3) Å] is substantially shorter than the Cu—S1 distance [2.3599 (11) Å], which is consistent with previously reported complexes containing analogous donor sets (Malakar et al., 2023 ▸). The bite angle of the dithiocarbazate fragment, N1—Cu—S1 [84.80 (10)°], is significantly narrower than the bond angles involving the phosphine donors, P1—Cu—P2 [125.29 (4)°], reflecting trends observed in related CuI systems incorporating such coordination motifs (Pathaw et al., 2021 ▸). The remaining angles in the coordination sphere, namely N1—Cu—P2 [110.95 (9)°], N1—Cu—P1 [115.78 (8)°], S1—Cu—P2 [109.19 (3)°], and S1—Cu—P1 [101.91 (4)°] lie between these two extremes, reflecting the geometric adjustments required to accommodate different donor atoms and steric constraints around the CuI centre. The notably wider P1—Cu—P2 bond angle can be ascribed to the steric bulk and spatial demands of the two triphenylphosphine ligands, as observed in CuI complexes containing similar types of phosphine ligands (Messmer & Palenik, 2011 ▸). The bite angle of the N2—Cu1—S1 chelate ring is intrinsically constrained by the five-membered dithiocarbazate ring, forcing a much smaller angle than the ideal tetrahedral value. Overall, these angular distortions are a direct consequence of the competing electronic and steric influences within the coordination sphere, leading to the observed deviation from perfect tetrahedral geometry. This is reflected in the four-coordinate structural index (τ4) of 0.844 [τ4 = (360° – (α + β))/141°] where α and β represent the two predominant θ angles in the four-coordinate complex (Yang et al., 2007 ▸): τ4 is unity and zero for perfect tetrahedral and square planar geometries, respectively).
Figure 1.
The molecular structure of (I) with displacement ellipsoids drawn at the 30% probability level. H atoms are omitted for clarity.
Even though (I) was synthesized using chloroform, the single-crystal X-ray structure revealed the presence of included carbon tetrachloride (CCl4) molecules. This can arise as commercial chloroform often contains trace amounts of CCl4 as a stabilizer or residual impurity from industrial production. These minor amounts of solvate can crystallize during slow evaporation and be incorporated in the crystal. As a result of the weak van der Waals interactions, the CCl4 molecules occupy voids in the crystal rather than coordinating to the metal centre (Huber et al., 1978 ▸).
3. Supramolecular features
In the crystal, an N—H⋯O bond (Table 1 ▸) links the cation with the anion. The packing in the extended structure of (I) is consolidated by C—H⋯N, C—H⋯S and C—H⋯O interactions. All of the hydrogen-to-acceptor distances are less than 2.9 Å, and the donor-to-acceptor distances are less than 3.5 Å. Moreover, all of the hydrogen-bonding interactions exhibit D—H⋯A bond angles greater than 130°. The complete interaction details are illustrated in the packing diagram of the compound shown in Fig. 2 ▸.
Table 1. Hydrogen-bond geometry (Å, °).
| D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A |
|---|---|---|---|---|
| N2—H2A⋯O2i | 0.82 | 1.96 | 2.754 (5) | 163 |
| C2—H2⋯N1 | 0.93 | 2.55 | 3.391 (5) | 151 |
| C36—H36⋯S1 | 0.93 | 2.87 | 3.758 (5) | 160 |
| C37—H37⋯O2i | 0.93 | 2.66 | 3.384 (5) | 135 |
| C47—H47A⋯O2 | 0.96 | 2.52 | 3.322 (6) | 141 |
Symmetry code: (i)
.
Figure 2.
The crystal packing of (I) with the N—H⋯O hydrogen bonds shown as blue dashed lines.
4. Hirshfeld Surface Analysis
Hirshfeld surface analysis was carried out using the Crystal Explorer 21.5 software package. The surfaces were generated over dnorm and two-dimensional fingerprint plots were obtained to quantify the directional intermolecular interactions along with other atom-to-atom contacts. Fig. 3 ▸(a) and (b) show the Hirshfeld surfaces mapped over di and dnorm, respectively. The dark-red spots indicate the presence of close contacts between atoms, while the green regions represent weak contacts. The blue regions, which occupy the majority of the surface, indicate the absence of close contacts in the structure. In Fig. 3 ▸(b), hydrogen-bond interactions are represented by red dotted lines, whereas other atom-to-atom interactions are represented by blue dotted lines.
Figure 3.

Hirshfeld surfaces for (I); (a) di plot; (b) dnorm plot.
According to the two-dimensional fingerprint plots for (I) (Fig. 4 ▸), the H⋯H contacts make the largest contribution (61.4%) to the total Hirshfeld surface at a distance range of de + di ≃ 1.9 Å. Similarly, the C⋯H, O⋯H, S⋯H, C⋯C, N⋯H, and S⋯S interactions contribute 9.2%, 5.6%, 2.2%, 1.3%, 0.8%, and 0.4%, respectively.
Figure 4.
Two-dimensional fingerprint plots for (I); (a) all interactions and delineated into (b) H⋯H; (c) C⋯H/H⋯C; (d) O⋯H/H⋯O; (e) S⋯H/H⋯S; (f) C⋯C; (g) N⋯H/H⋯N; (h) S⋯S.
5. Database survey
A SciFinder structure-similarity search for CuI complexes bearing N,S-bidentate hydrazine-derived carbodithioate ligands in combination with triphenylphosphine donors revealed a small but significant group of structurally related systems. Early studies by Bianchini and co-workers explored the reactivity of bis(triphenylphosphine)copper(I) species toward heterocumulenes such as CO2, COS, CS2, and phenyl isothiocyanate, establishing that CuI centres supported by phosphines and sulfur-bearing ligands favour distorted tetrahedral coordination and readily engage in S-based bond formation. The Cu—S distances vary from 2.10–2.35 Å for monodentate thiolates to 2.40–2.48 Å in chelating dithiolate environments, while the Cu—P distances lie near 2.27 Å (Bianchini et al., 1983 ▸, 2002a ▸,b ▸). Borate-anchored CuI–phosphine complexes were reported by Lobbia et al. (1997 ▸) in which the Cu atom is coordinated to one phosphine and three pyrazolyl nitrogen atoms in a distorted tetrahedral environment. The N—Cu—P angles fall in the range 120.8 (1)–130.3 (1)°, and the N—Cu—N angles between 87.5 (1) and 90.8 (1)°, indicating that steric effects from the bulky PCy3 ligand significantly influence the coordination geometry. Complementary insight into the structural variability of phosphine–supported Cu(I) environments was provided by Bowmaker et al. (2002 ▸), who characterised three-coordinate tricyclohexylphosphine complexes, which crystallise in several polymorphic forms but maintain Cu—P distances in the 2.20–2.29 Å range and exhibit comparable P—Cu—P angles, and acylpyrazolonate bis(phosphine) derivatives were described by Marchetti et al., (2000 ▸) and Eller & Kubas, (2002 ▸), who demonstrated that sulfur dioxide binding to CuI phosphine thiolate systems stabilizes unusual S- and Se-coordinated adducts, which further expanded the structural space, confirming that phosphine steric effects and ancillary ligand denticity modulate tetrahedral versus pseudo-trigonal coordination. The adaptability of CuI coordination spheres in the presence of mixed N- and S-donors was additionally illustrated in phenanthroline-containing systems (Mutrofin et al., 2008 ▸; Pettinari et al., 1996 ▸) who reported phosphine-stabilized CuI–pyrazole salts that display diverse supramolecular assemblies through hydrogen-bonding interactions. Across this literature landscape, κ2-N,S chelation in combination with monodentate phosphine donors emerges as a recurring theme. Several copper(I) and copper(II) systems with tricyclohexyl- or triphenylphosphine donors were reported, as well as analogous Ni, Pd, Pt, Ag, and Ru complexes. Notably, nitrate-bound tricyclohexylphosphine copper complexes and thiolate-bridged CuI–phosphine derivatives exhibit similar coordination features. However, no previous report describes a CuI system incorporating a methyl-substituted (Z)-hydrazine-1-carbodithioate ligand combined with triphenylphosphine and nitrate, confirming the novelty of the present structure.
6. Synthesis and crystallization
To a 20 ml chloroform solution of the metal precursor [Cu(PPh3)2NO3] (0.325 g, 0.500 mmol), the ligand methyl (Z)-2-(4-(dimethylamino)benzylidene)hydrazine-1-carbodithioate (0.126 g, 0.500 mmol) was added and stirred at room temperature for 12 h. The solution was then evaporated, and the desired complex was precipitated by diethyl ether (40 ml) and dried under vacuum. The obtained product was then recrystallized from chloroform solution by slow evaporation to give yellow needles of (I). Yield: 65%.
7. Refinement
Crystal data, data collection and structure refinement details are summarized in Table 2 ▸. H atoms were positioned geometrically (C—H = 0.93–0.96 Å) and refined as riding with Uiso(H) = 1.2–1.5Ueq(C).
Table 2. Experimental details.
| Crystal data | |
| Chemical formula | [Cu(C11H15N3S2)(C18H15P)2]NO3·CCl4 |
| M r | 1057.28 |
| Crystal system, space group | Monoclinic, P21/n |
| Temperature (K) | 293 |
| a, b, c (Å) | 10.8364 (18), 22.358 (4), 20.107 (4) |
| β (°) | 98.146 (7) |
| V (Å3) | 4822.4 (16) |
| Z | 4 |
| Radiation type | Mo Kα |
| μ (mm−1) | 0.87 |
| Crystal size (mm) | 0.30 × 0.22 × 0.20 |
| Data collection | |
| Diffractometer | Bruker D8 VENTURE CCD |
| Absorption correction | Multi-scan (SADABS; Krause et al., 2015 ▸) |
| Tmin, Tmax | 0.780, 0.845 |
| No. of measured, independent and observed [I > 2σ(I)] reflections | 85779, 8478, 6143 |
| R int | 0.097 |
| (sin θ/λ)max (Å−1) | 0.595 |
| Refinement | |
| R[F2 > 2σ(F2)], wR(F2), S | 0.055, 0.168, 1.04 |
| No. of reflections | 8478 |
| No. of parameters | 590 |
| No. of restraints | 52 |
| H-atom treatment | H-atom parameters constrained |
| Δρmax, Δρmin (e Å−3) | 0.57, −0.91 |
Supplementary Material
Crystal structure: contains datablock(s) I. DOI: 10.1107/S2056989026000228/hb8181sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989026000228/hb8181Isup2.hkl
CCDC reference: 2482415
Additional supporting information: crystallographic information; 3D view; checkCIF report
supplementary crystallographic information
{Methyl (Z)-2-[4-(dimethylamino)benzylidene]hydrazine-1-carbodithioate-κ2N2,S}bis(triphenylphosphine-κP)copper(I) nitrate carbon tetrachloride monosolvate . Crystal data
| [Cu(C11H15N3S2)(C18H15P)2]NO3·CCl4 | F(000) = 2176 |
| Mr = 1057.28 | Dx = 1.456 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
| a = 10.8364 (18) Å | Cell parameters from 8478 reflections |
| b = 22.358 (4) Å | θ = 2.0–25.0° |
| c = 20.107 (4) Å | µ = 0.87 mm−1 |
| β = 98.146 (7)° | T = 293 K |
| V = 4822.4 (16) Å3 | Needle, yellow |
| Z = 4 | 0.30 × 0.22 × 0.20 mm |
{Methyl (Z)-2-[4-(dimethylamino)benzylidene]hydrazine-1-carbodithioate-κ2N2,S}bis(triphenylphosphine-κP)copper(I) nitrate carbon tetrachloride monosolvate . Data collection
| Bruker D8 VENTURE CCD diffractometer | 6143 reflections with I > 2σ(I) |
| ω scans | Rint = 0.097 |
| Absorption correction: multi-scan (SADABS; Krause et al., 2015) | θmax = 25.0°, θmin = 2.0° |
| Tmin = 0.780, Tmax = 0.845 | h = −12→12 |
| 85779 measured reflections | k = −26→26 |
| 8478 independent reflections | l = −23→23 |
{Methyl (Z)-2-[4-(dimethylamino)benzylidene]hydrazine-1-carbodithioate-κ2N2,S}bis(triphenylphosphine-κP)copper(I) nitrate carbon tetrachloride monosolvate . Refinement
| Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
| Least-squares matrix: full | H-atom parameters constrained |
| R[F2 > 2σ(F2)] = 0.055 | w = 1/[σ2(Fo2) + (0.0965P)2 + 2.9941P] where P = (Fo2 + 2Fc2)/3 |
| wR(F2) = 0.168 | (Δ/σ)max = 0.002 |
| S = 1.04 | Δρmax = 0.57 e Å−3 |
| 8478 reflections | Δρmin = −0.91 e Å−3 |
| 590 parameters | Extinction correction: SHELXL-2019/2 (Sheldrick 2015b), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
| 52 restraints | Extinction coefficient: 0.0013 (3) |
| Primary atom site location: dual |
{Methyl (Z)-2-[4-(dimethylamino)benzylidene]hydrazine-1-carbodithioate-κ2N2,S}bis(triphenylphosphine-κP)copper(I) nitrate carbon tetrachloride monosolvate . Special details
| 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. |
{Methyl (Z)-2-[4-(dimethylamino)benzylidene]hydrazine-1-carbodithioate-κ2N2,S}bis(triphenylphosphine-κP)copper(I) nitrate carbon tetrachloride monosolvate . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| C1 | 3.0510 (3) | 0.13767 (17) | 0.68718 (18) | 0.0465 (9) | |
| C2 | 2.9398 (4) | 0.1173 (2) | 0.7063 (2) | 0.0553 (10) | |
| H2 | 2.867151 | 0.139233 | 0.694544 | 0.066* | |
| C3 | 2.9357 (5) | 0.0647 (2) | 0.7424 (2) | 0.0726 (14) | |
| H3 | 2.860989 | 0.051497 | 0.754977 | 0.087* | |
| C4 | 3.0431 (5) | 0.0325 (2) | 0.7595 (3) | 0.0788 (15) | |
| H4 | 3.040878 | −0.002617 | 0.784103 | 0.095* | |
| C5 | 3.1524 (5) | 0.0510 (2) | 0.7411 (3) | 0.0753 (14) | |
| H5 | 3.224366 | 0.028597 | 0.753176 | 0.090* | |
| C6 | 3.1578 (4) | 0.1033 (2) | 0.7043 (2) | 0.0628 (12) | |
| H6 | 3.232832 | 0.115400 | 0.691075 | 0.075* | |
| C7 | 3.1742 (3) | 0.19743 (17) | 0.58957 (18) | 0.0427 (9) | |
| C8 | 3.1793 (4) | 0.1447 (2) | 0.5522 (2) | 0.0593 (11) | |
| H8 | 3.120031 | 0.114950 | 0.554549 | 0.071* | |
| C9 | 3.2713 (4) | 0.1363 (2) | 0.5120 (2) | 0.0665 (12) | |
| H9 | 3.275139 | 0.100776 | 0.488417 | 0.080* | |
| C10 | 3.3567 (4) | 0.1805 (3) | 0.5071 (2) | 0.0707 (13) | |
| H10 | 3.418250 | 0.174973 | 0.479791 | 0.085* | |
| C11 | 3.3520 (4) | 0.2327 (2) | 0.5420 (3) | 0.0702 (13) | |
| H11 | 3.409354 | 0.262965 | 0.537876 | 0.084* | |
| C12 | 3.2604 (4) | 0.2407 (2) | 0.5842 (2) | 0.0565 (11) | |
| H12 | 3.258766 | 0.275928 | 0.608712 | 0.068* | |
| C13 | 3.1098 (3) | 0.26363 (19) | 0.70024 (19) | 0.0485 (10) | |
| C14 | 3.1983 (4) | 0.2512 (2) | 0.7557 (2) | 0.0629 (12) | |
| H14 | 3.225773 | 0.212115 | 0.763530 | 0.075* | |
| C15 | 3.2451 (5) | 0.2949 (3) | 0.7986 (3) | 0.0864 (17) | |
| H15 | 3.305382 | 0.285752 | 0.834819 | 0.104* | |
| C16 | 3.2045 (6) | 0.3521 (4) | 0.7888 (3) | 0.098 (2) | |
| H16 | 3.236378 | 0.381759 | 0.818852 | 0.118* | |
| C17 | 3.1166 (5) | 0.3669 (3) | 0.7349 (3) | 0.0907 (18) | |
| H17 | 3.089342 | 0.406184 | 0.728159 | 0.109* | |
| C18 | 3.0693 (4) | 0.3218 (2) | 0.6906 (2) | 0.0657 (12) | |
| H18 | 3.009593 | 0.331144 | 0.654129 | 0.079* | |
| C19 | 2.9079 (3) | 0.31867 (17) | 0.44612 (18) | 0.0440 (9) | |
| C20 | 3.0136 (4) | 0.2842 (2) | 0.4469 (2) | 0.0606 (12) | |
| H20 | 3.032798 | 0.255689 | 0.480405 | 0.073* | |
| C21 | 3.0921 (5) | 0.2914 (2) | 0.3982 (2) | 0.0740 (14) | |
| H21 | 3.162242 | 0.267328 | 0.398696 | 0.089* | |
| C22 | 3.0651 (5) | 0.3343 (2) | 0.3496 (2) | 0.0718 (13) | |
| H22 | 3.118750 | 0.340393 | 0.317991 | 0.086* | |
| C23 | 2.9598 (4) | 0.3679 (2) | 0.3474 (2) | 0.0661 (12) | |
| H23 | 2.941286 | 0.396449 | 0.313889 | 0.079* | |
| C24 | 2.8801 (4) | 0.35993 (19) | 0.3947 (2) | 0.0590 (11) | |
| H24 | 2.807351 | 0.382426 | 0.392042 | 0.071* | |
| C25 | 2.8157 (4) | 0.37910 (17) | 0.55577 (19) | 0.0492 (10) | |
| C26 | 2.9089 (5) | 0.4208 (2) | 0.5522 (3) | 0.0719 (13) | |
| H26 | 2.967071 | 0.414072 | 0.523193 | 0.086* | |
| C27 | 2.9176 (6) | 0.4719 (2) | 0.5906 (3) | 0.0962 (19) | |
| H27 | 2.982037 | 0.498936 | 0.587929 | 0.115* | |
| C28 | 2.8308 (7) | 0.4832 (3) | 0.6330 (3) | 0.098 (2) | |
| H28 | 2.835634 | 0.517911 | 0.658740 | 0.118* | |
| C29 | 2.7377 (6) | 0.4428 (2) | 0.6367 (3) | 0.0832 (16) | |
| H29 | 2.678614 | 0.450020 | 0.665011 | 0.100* | |
| C30 | 2.7305 (5) | 0.3912 (2) | 0.5987 (2) | 0.0627 (12) | |
| H30 | 2.666758 | 0.363976 | 0.602099 | 0.075* | |
| C31 | 2.6534 (3) | 0.30880 (18) | 0.46096 (18) | 0.0467 (9) | |
| C32 | 2.5847 (5) | 0.3598 (2) | 0.4473 (3) | 0.0778 (15) | |
| H32 | 2.610620 | 0.395616 | 0.468235 | 0.093* | |
| C33 | 2.4753 (5) | 0.3572 (3) | 0.4016 (3) | 0.0947 (19) | |
| H33 | 2.428118 | 0.391707 | 0.392422 | 0.114* | |
| C34 | 2.4358 (5) | 0.3051 (3) | 0.3702 (3) | 0.0833 (17) | |
| H34 | 2.363814 | 0.304342 | 0.338950 | 0.100* | |
| C35 | 2.5023 (5) | 0.2553 (3) | 0.3849 (2) | 0.0790 (15) | |
| H35 | 2.474493 | 0.219539 | 0.364303 | 0.095* | |
| C36 | 2.6122 (4) | 0.2554 (2) | 0.4304 (2) | 0.0595 (11) | |
| H36 | 2.657198 | 0.220296 | 0.440074 | 0.071* | |
| C37 | 2.6272 (4) | 0.20298 (18) | 0.6466 (2) | 0.0503 (10) | |
| H37 | 2.553203 | 0.181747 | 0.645880 | 0.060* | |
| C38 | 2.6472 (3) | 0.25264 (19) | 0.69251 (19) | 0.0491 (10) | |
| C39 | 2.7613 (4) | 0.28038 (19) | 0.7111 (2) | 0.0540 (10) | |
| H39 | 2.830430 | 0.266560 | 0.693121 | 0.065* | |
| C40 | 2.7754 (4) | 0.3271 (2) | 0.7548 (2) | 0.0591 (11) | |
| H40 | 2.853898 | 0.344107 | 0.766161 | 0.071* | |
| C41 | 2.6747 (4) | 0.3504 (2) | 0.7831 (2) | 0.0616 (11) | |
| C42 | 2.5603 (4) | 0.3218 (2) | 0.7659 (3) | 0.0718 (13) | |
| H42 | 2.491220 | 0.335163 | 0.784262 | 0.086* | |
| C43 | 2.5479 (4) | 0.2746 (2) | 0.7227 (3) | 0.0689 (13) | |
| H43 | 2.470375 | 0.256280 | 0.712970 | 0.083* | |
| C44 | 2.8032 (6) | 0.4290 (3) | 0.8405 (3) | 0.0986 (19) | |
| H44A | 2.794740 | 0.461341 | 0.870926 | 0.148* | |
| H44B | 2.865745 | 0.401674 | 0.860798 | 0.148* | |
| H44C | 2.827278 | 0.444588 | 0.799718 | 0.148* | |
| C45 | 2.5846 (6) | 0.4168 (3) | 0.8588 (3) | 0.1000 (19) | |
| H45A | 2.608369 | 0.450975 | 0.886641 | 0.150* | |
| H45B | 2.514892 | 0.427070 | 0.825787 | 0.150* | |
| H45C | 2.561684 | 0.384591 | 0.886145 | 0.150* | |
| C46 | 2.7232 (4) | 0.11030 (17) | 0.5255 (2) | 0.0520 (10) | |
| C47 | 2.7519 (6) | 0.0203 (2) | 0.4333 (3) | 0.0858 (17) | |
| H47A | 2.719630 | −0.015909 | 0.411752 | 0.129* | |
| H47B | 2.756371 | 0.050690 | 0.400056 | 0.129* | |
| H47C | 2.833672 | 0.012977 | 0.457141 | 0.129* | |
| C48 | 3.3194 (9) | 0.4272 (3) | 0.5651 (4) | 0.226 (6) | |
| N1 | 2.7024 (3) | 0.18535 (14) | 0.60652 (16) | 0.0451 (8) | |
| N2 | 2.6641 (3) | 0.13278 (15) | 0.57286 (17) | 0.0515 (8) | |
| H2A | 2.612437 | 0.108611 | 0.582327 | 0.077* | |
| N3 | 3.5183 (3) | 0.05500 (16) | 0.68568 (19) | 0.0572 (9) | |
| N4 | 2.6876 (4) | 0.3986 (2) | 0.8257 (2) | 0.0806 (12) | |
| O1 | 3.6175 (3) | 0.07496 (16) | 0.71350 (18) | 0.0825 (10) | |
| O2 | 3.4847 (3) | 0.06823 (18) | 0.62581 (19) | 0.0957 (13) | |
| O3 | 3.4555 (4) | 0.02164 (18) | 0.71447 (19) | 0.0932 (12) | |
| P1 | 3.04707 (8) | 0.20709 (4) | 0.63954 (5) | 0.0408 (2) | |
| P2 | 2.80883 (9) | 0.30789 (4) | 0.51150 (5) | 0.0408 (3) | |
| S1 | 2.84891 (10) | 0.14034 (5) | 0.49953 (5) | 0.0546 (3) | |
| S2 | 2.65109 (13) | 0.04460 (6) | 0.49112 (7) | 0.0821 (4) | |
| Cu | 2.86077 (4) | 0.22336 (2) | 0.57262 (2) | 0.04075 (17) | |
| Cl1 | 3.2286 (4) | 0.39592 (19) | 0.4997 (3) | 0.1015 (9) | 0.5 |
| Cl1' | 3.4001 (3) | 0.3864 (2) | 0.6323 (2) | 0.1015 (9) | 0.5 |
| Cl2 | 3.4040 (14) | 0.4819 (4) | 0.5416 (7) | 0.360 (7) | 0.5 |
| Cl2' | 3.3799 (15) | 0.3925 (4) | 0.6356 (6) | 0.360 (7) | 0.5 |
| Cl3 | 3.2687 (9) | 0.4928 (3) | 0.5874 (4) | 0.215 (3) | 0.5 |
| Cl3' | 3.2528 (9) | 0.3816 (3) | 0.5083 (4) | 0.215 (3) | 0.5 |
| Cl4 | 3.2245 (9) | 0.4611 (8) | 0.6087 (8) | 0.380 (7) | 0.5 |
| Cl4' | 3.4426 (10) | 0.4662 (7) | 0.5482 (10) | 0.380 (7) | 0.5 |
{Methyl (Z)-2-[4-(dimethylamino)benzylidene]hydrazine-1-carbodithioate-κ2N2,S}bis(triphenylphosphine-κP)copper(I) nitrate carbon tetrachloride monosolvate . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.051 (2) | 0.049 (2) | 0.040 (2) | −0.0006 (18) | 0.0054 (16) | 0.0050 (17) |
| C2 | 0.051 (2) | 0.060 (3) | 0.055 (2) | 0.000 (2) | 0.0083 (19) | 0.013 (2) |
| C3 | 0.069 (3) | 0.077 (3) | 0.072 (3) | −0.011 (3) | 0.011 (2) | 0.029 (3) |
| C4 | 0.083 (3) | 0.070 (3) | 0.082 (4) | −0.003 (3) | 0.005 (3) | 0.036 (3) |
| C5 | 0.070 (3) | 0.070 (3) | 0.084 (3) | 0.014 (3) | 0.001 (3) | 0.026 (3) |
| C6 | 0.053 (2) | 0.066 (3) | 0.070 (3) | 0.005 (2) | 0.010 (2) | 0.017 (2) |
| C7 | 0.0407 (19) | 0.046 (2) | 0.040 (2) | 0.0007 (16) | 0.0028 (15) | 0.0044 (17) |
| C8 | 0.058 (2) | 0.059 (3) | 0.063 (3) | −0.006 (2) | 0.016 (2) | −0.002 (2) |
| C9 | 0.069 (3) | 0.069 (3) | 0.066 (3) | 0.011 (2) | 0.025 (2) | −0.007 (2) |
| C10 | 0.061 (3) | 0.095 (4) | 0.060 (3) | 0.011 (3) | 0.025 (2) | 0.005 (3) |
| C11 | 0.054 (3) | 0.086 (4) | 0.074 (3) | −0.015 (2) | 0.020 (2) | 0.011 (3) |
| C12 | 0.053 (2) | 0.059 (3) | 0.059 (3) | −0.008 (2) | 0.012 (2) | −0.001 (2) |
| C13 | 0.0402 (19) | 0.061 (3) | 0.045 (2) | −0.0083 (18) | 0.0096 (17) | −0.0076 (19) |
| C14 | 0.057 (2) | 0.082 (3) | 0.048 (2) | −0.016 (2) | 0.001 (2) | −0.001 (2) |
| C15 | 0.076 (3) | 0.129 (5) | 0.052 (3) | −0.033 (4) | 0.002 (2) | −0.015 (3) |
| C16 | 0.088 (4) | 0.131 (6) | 0.077 (4) | −0.050 (4) | 0.016 (3) | −0.054 (4) |
| C17 | 0.089 (4) | 0.073 (4) | 0.113 (5) | −0.019 (3) | 0.024 (4) | −0.037 (3) |
| C18 | 0.059 (3) | 0.057 (3) | 0.078 (3) | −0.010 (2) | 0.001 (2) | −0.016 (2) |
| C19 | 0.048 (2) | 0.042 (2) | 0.042 (2) | −0.0087 (17) | 0.0058 (16) | 0.0003 (17) |
| C20 | 0.054 (2) | 0.074 (3) | 0.055 (3) | 0.005 (2) | 0.009 (2) | 0.015 (2) |
| C21 | 0.063 (3) | 0.095 (4) | 0.068 (3) | 0.008 (3) | 0.021 (2) | 0.009 (3) |
| C22 | 0.070 (3) | 0.095 (4) | 0.054 (3) | −0.012 (3) | 0.023 (2) | 0.005 (3) |
| C23 | 0.078 (3) | 0.069 (3) | 0.052 (3) | −0.012 (3) | 0.013 (2) | 0.017 (2) |
| C24 | 0.066 (3) | 0.057 (3) | 0.055 (3) | 0.003 (2) | 0.012 (2) | 0.016 (2) |
| C25 | 0.063 (2) | 0.039 (2) | 0.044 (2) | 0.0020 (18) | 0.0031 (19) | 0.0011 (17) |
| C26 | 0.085 (3) | 0.057 (3) | 0.075 (3) | −0.014 (2) | 0.017 (3) | −0.012 (2) |
| C27 | 0.116 (5) | 0.061 (4) | 0.110 (5) | −0.030 (3) | 0.009 (4) | −0.021 (3) |
| C28 | 0.155 (6) | 0.056 (4) | 0.078 (4) | 0.001 (4) | −0.001 (4) | −0.018 (3) |
| C29 | 0.127 (5) | 0.066 (4) | 0.062 (3) | 0.017 (3) | 0.027 (3) | −0.004 (3) |
| C30 | 0.083 (3) | 0.052 (3) | 0.055 (3) | 0.006 (2) | 0.018 (2) | −0.001 (2) |
| C31 | 0.042 (2) | 0.060 (3) | 0.039 (2) | 0.0004 (18) | 0.0079 (16) | 0.0065 (19) |
| C32 | 0.078 (3) | 0.076 (4) | 0.074 (3) | 0.018 (3) | −0.009 (3) | 0.005 (3) |
| C33 | 0.072 (3) | 0.123 (5) | 0.083 (4) | 0.035 (3) | −0.009 (3) | 0.022 (4) |
| C34 | 0.049 (3) | 0.139 (6) | 0.059 (3) | −0.002 (3) | −0.001 (2) | 0.012 (3) |
| C35 | 0.064 (3) | 0.113 (5) | 0.058 (3) | −0.027 (3) | 0.000 (2) | −0.005 (3) |
| C36 | 0.054 (2) | 0.070 (3) | 0.052 (2) | −0.013 (2) | 0.0005 (19) | 0.000 (2) |
| C37 | 0.044 (2) | 0.050 (2) | 0.057 (2) | −0.0090 (18) | 0.0055 (19) | 0.013 (2) |
| C38 | 0.047 (2) | 0.052 (2) | 0.050 (2) | 0.0038 (19) | 0.0126 (18) | 0.012 (2) |
| C39 | 0.047 (2) | 0.063 (3) | 0.054 (2) | −0.0023 (19) | 0.0130 (19) | −0.002 (2) |
| C40 | 0.058 (3) | 0.067 (3) | 0.053 (3) | −0.008 (2) | 0.010 (2) | −0.001 (2) |
| C41 | 0.077 (3) | 0.059 (3) | 0.051 (3) | 0.008 (2) | 0.018 (2) | 0.009 (2) |
| C42 | 0.064 (3) | 0.081 (4) | 0.076 (3) | 0.011 (3) | 0.026 (2) | −0.004 (3) |
| C43 | 0.048 (2) | 0.081 (4) | 0.080 (3) | −0.004 (2) | 0.021 (2) | −0.001 (3) |
| C44 | 0.144 (6) | 0.082 (4) | 0.074 (4) | −0.021 (4) | 0.029 (4) | −0.016 (3) |
| C45 | 0.116 (5) | 0.107 (5) | 0.079 (4) | 0.029 (4) | 0.020 (3) | −0.019 (3) |
| C46 | 0.058 (2) | 0.039 (2) | 0.053 (2) | −0.0109 (18) | −0.012 (2) | 0.0025 (18) |
| C47 | 0.134 (5) | 0.054 (3) | 0.069 (3) | −0.031 (3) | 0.013 (3) | −0.015 (2) |
| C48 | 0.276 (14) | 0.118 (8) | 0.269 (14) | −0.057 (9) | −0.022 (12) | −0.039 (9) |
| N1 | 0.0427 (17) | 0.0447 (19) | 0.0464 (18) | −0.0082 (14) | 0.0007 (14) | 0.0075 (15) |
| N2 | 0.0520 (19) | 0.045 (2) | 0.056 (2) | −0.0173 (15) | 0.0019 (16) | 0.0032 (16) |
| N3 | 0.058 (2) | 0.054 (2) | 0.061 (2) | −0.0015 (18) | 0.0158 (19) | 0.0054 (18) |
| N4 | 0.100 (3) | 0.074 (3) | 0.073 (3) | −0.001 (2) | 0.030 (2) | −0.013 (2) |
| O1 | 0.078 (2) | 0.088 (3) | 0.078 (2) | −0.0154 (19) | −0.0019 (18) | 0.0061 (19) |
| O2 | 0.091 (2) | 0.112 (3) | 0.077 (2) | −0.051 (2) | −0.013 (2) | 0.030 (2) |
| O3 | 0.091 (2) | 0.104 (3) | 0.090 (3) | −0.022 (2) | 0.032 (2) | 0.021 (2) |
| P1 | 0.0396 (5) | 0.0427 (6) | 0.0395 (5) | −0.0033 (4) | 0.0035 (4) | 0.0016 (4) |
| P2 | 0.0437 (5) | 0.0386 (6) | 0.0397 (5) | −0.0037 (4) | 0.0044 (4) | 0.0024 (4) |
| S1 | 0.0611 (6) | 0.0450 (6) | 0.0580 (6) | −0.0121 (5) | 0.0096 (5) | −0.0105 (5) |
| S2 | 0.0927 (9) | 0.0565 (8) | 0.0950 (10) | −0.0351 (7) | 0.0060 (8) | −0.0151 (7) |
| Cu | 0.0427 (3) | 0.0374 (3) | 0.0413 (3) | −0.00711 (19) | 0.00314 (19) | 0.00170 (19) |
| Cl1 | 0.0810 (13) | 0.091 (2) | 0.125 (2) | −0.0002 (12) | −0.0107 (13) | −0.0179 (16) |
| Cl1' | 0.0810 (13) | 0.091 (2) | 0.125 (2) | −0.0002 (12) | −0.0107 (13) | −0.0179 (16) |
| Cl2 | 0.654 (18) | 0.123 (4) | 0.265 (8) | −0.131 (7) | −0.071 (9) | 0.054 (5) |
| Cl2' | 0.654 (18) | 0.123 (4) | 0.265 (8) | −0.131 (7) | −0.071 (9) | 0.054 (5) |
| Cl3 | 0.307 (7) | 0.114 (3) | 0.190 (4) | 0.064 (3) | −0.088 (4) | −0.027 (3) |
| Cl3' | 0.307 (7) | 0.114 (3) | 0.190 (4) | 0.064 (3) | −0.088 (4) | −0.027 (3) |
| Cl4 | 0.179 (5) | 0.483 (15) | 0.499 (16) | −0.046 (7) | 0.113 (7) | −0.183 (13) |
| Cl4' | 0.179 (5) | 0.483 (15) | 0.499 (16) | −0.046 (7) | 0.113 (7) | −0.183 (13) |
{Methyl (Z)-2-[4-(dimethylamino)benzylidene]hydrazine-1-carbodithioate-κ2N2,S}bis(triphenylphosphine-κP)copper(I) nitrate carbon tetrachloride monosolvate . Geometric parameters (Å, º)
| C1—C6 | 1.391 (6) | C30—H30 | 0.9300 |
| C1—C2 | 1.392 (5) | C31—C32 | 1.367 (6) |
| C1—P1 | 1.821 (4) | C31—C36 | 1.387 (6) |
| C2—C3 | 1.386 (6) | C31—P2 | 1.840 (4) |
| C2—H2 | 0.9300 | C32—C33 | 1.395 (7) |
| C3—C4 | 1.370 (7) | C32—H32 | 0.9300 |
| C3—H3 | 0.9300 | C33—C34 | 1.364 (8) |
| C4—C5 | 1.356 (7) | C33—H33 | 0.9300 |
| C4—H4 | 0.9300 | C34—C35 | 1.338 (8) |
| C5—C6 | 1.390 (6) | C34—H34 | 0.9300 |
| C5—H5 | 0.9300 | C35—C36 | 1.395 (6) |
| C6—H6 | 0.9300 | C35—H35 | 0.9300 |
| C7—C12 | 1.360 (6) | C36—H36 | 0.9300 |
| C7—C8 | 1.404 (6) | C37—N1 | 1.287 (5) |
| C7—P1 | 1.830 (4) | C37—C38 | 1.440 (6) |
| C8—C9 | 1.382 (6) | C37—H37 | 0.9300 |
| C8—H8 | 0.9300 | C38—C39 | 1.386 (5) |
| C9—C10 | 1.365 (7) | C38—C43 | 1.398 (6) |
| C9—H9 | 0.9300 | C39—C40 | 1.360 (6) |
| C10—C11 | 1.369 (7) | C39—H39 | 0.9300 |
| C10—H10 | 0.9300 | C40—C41 | 1.400 (6) |
| C11—C12 | 1.405 (6) | C40—H40 | 0.9300 |
| C11—H11 | 0.9300 | C41—N4 | 1.372 (6) |
| C12—H12 | 0.9300 | C41—C42 | 1.395 (7) |
| C13—C18 | 1.379 (6) | C42—C43 | 1.360 (7) |
| C13—C14 | 1.392 (5) | C42—H42 | 0.9300 |
| C13—P1 | 1.821 (4) | C43—H43 | 0.9300 |
| C14—C15 | 1.352 (7) | C44—N4 | 1.419 (7) |
| C14—H14 | 0.9300 | C44—H44A | 0.9600 |
| C15—C16 | 1.359 (9) | C44—H44B | 0.9600 |
| C15—H15 | 0.9300 | C44—H44C | 0.9600 |
| C16—C17 | 1.378 (9) | C45—N4 | 1.438 (7) |
| C16—H16 | 0.9300 | C45—H45A | 0.9600 |
| C17—C18 | 1.393 (7) | C45—H45B | 0.9600 |
| C17—H17 | 0.9300 | C45—H45C | 0.9600 |
| C18—H18 | 0.9300 | C46—N2 | 1.320 (5) |
| C19—C20 | 1.378 (6) | C46—S1 | 1.668 (4) |
| C19—C24 | 1.386 (5) | C46—S2 | 1.759 (4) |
| C19—P2 | 1.827 (4) | C47—S2 | 1.788 (6) |
| C20—C21 | 1.395 (6) | C47—H47A | 0.9600 |
| C20—H20 | 0.9300 | C47—H47B | 0.9600 |
| C21—C22 | 1.370 (7) | C47—H47C | 0.9600 |
| C21—H21 | 0.9300 | C48—Cl3' | 1.622 (8) |
| C22—C23 | 1.362 (7) | C48—Cl4 | 1.630 (10) |
| C22—H22 | 0.9300 | C48—Cl2 | 1.639 (11) |
| C23—C24 | 1.384 (6) | C48—Cl3 | 1.652 (10) |
| C23—H23 | 0.9300 | C48—Cl2' | 1.665 (10) |
| C24—H24 | 0.9300 | C48—Cl4' | 1.670 (10) |
| C25—C30 | 1.376 (6) | C48—Cl1 | 1.680 (8) |
| C25—C26 | 1.384 (6) | C48—Cl1' | 1.757 (9) |
| C25—P2 | 1.821 (4) | N1—N2 | 1.390 (4) |
| C26—C27 | 1.375 (7) | N1—Cu | 2.112 (3) |
| C26—H26 | 0.9300 | N2—H2A | 0.8200 |
| C27—C28 | 1.380 (9) | N3—O3 | 1.211 (5) |
| C27—H27 | 0.9300 | N3—O1 | 1.223 (4) |
| C28—C29 | 1.365 (8) | N3—O2 | 1.243 (5) |
| C28—H28 | 0.9300 | P1—Cu | 2.2911 (10) |
| C29—C30 | 1.380 (7) | P2—Cu | 2.2808 (11) |
| C29—H29 | 0.9300 | S1—Cu | 2.3599 (11) |
| C6—C1—C2 | 118.3 (4) | C31—C32—C33 | 119.0 (5) |
| C6—C1—P1 | 123.8 (3) | C31—C32—H32 | 120.5 |
| C2—C1—P1 | 117.9 (3) | C33—C32—H32 | 120.5 |
| C3—C2—C1 | 121.1 (4) | C34—C33—C32 | 121.5 (5) |
| C3—C2—H2 | 119.5 | C34—C33—H33 | 119.3 |
| C1—C2—H2 | 119.5 | C32—C33—H33 | 119.3 |
| C4—C3—C2 | 119.2 (4) | C35—C34—C33 | 119.0 (5) |
| C4—C3—H3 | 120.4 | C35—C34—H34 | 120.5 |
| C2—C3—H3 | 120.4 | C33—C34—H34 | 120.5 |
| C5—C4—C3 | 121.0 (4) | C34—C35—C36 | 121.7 (5) |
| C5—C4—H4 | 119.5 | C34—C35—H35 | 119.1 |
| C3—C4—H4 | 119.5 | C36—C35—H35 | 119.1 |
| C4—C5—C6 | 120.5 (4) | C31—C36—C35 | 118.9 (5) |
| C4—C5—H5 | 119.8 | C31—C36—H36 | 120.5 |
| C6—C5—H5 | 119.8 | C35—C36—H36 | 120.5 |
| C5—C6—C1 | 120.0 (4) | N1—C37—C38 | 125.9 (4) |
| C5—C6—H6 | 120.0 | N1—C37—H37 | 117.1 |
| C1—C6—H6 | 120.0 | C38—C37—H37 | 117.1 |
| C12—C7—C8 | 118.5 (4) | C39—C38—C43 | 115.9 (4) |
| C12—C7—P1 | 122.6 (3) | C39—C38—C37 | 124.4 (4) |
| C8—C7—P1 | 118.9 (3) | C43—C38—C37 | 119.6 (4) |
| C9—C8—C7 | 120.8 (4) | C40—C39—C38 | 122.2 (4) |
| C9—C8—H8 | 119.6 | C40—C39—H39 | 118.9 |
| C7—C8—H8 | 119.6 | C38—C39—H39 | 118.9 |
| C10—C9—C8 | 119.8 (5) | C39—C40—C41 | 121.7 (4) |
| C10—C9—H9 | 120.1 | C39—C40—H40 | 119.2 |
| C8—C9—H9 | 120.1 | C41—C40—H40 | 119.2 |
| C9—C10—C11 | 120.3 (4) | N4—C41—C42 | 121.6 (4) |
| C9—C10—H10 | 119.8 | N4—C41—C40 | 121.9 (5) |
| C11—C10—H10 | 119.8 | C42—C41—C40 | 116.5 (4) |
| C10—C11—C12 | 120.0 (4) | C43—C42—C41 | 121.2 (4) |
| C10—C11—H11 | 120.0 | C43—C42—H42 | 119.4 |
| C12—C11—H11 | 120.0 | C41—C42—H42 | 119.4 |
| C7—C12—C11 | 120.6 (4) | C42—C43—C38 | 122.5 (4) |
| C7—C12—H12 | 119.7 | C42—C43—H43 | 118.8 |
| C11—C12—H12 | 119.7 | C38—C43—H43 | 118.8 |
| C18—C13—C14 | 118.0 (4) | N4—C44—H44A | 109.5 |
| C18—C13—P1 | 118.7 (3) | N4—C44—H44B | 109.5 |
| C14—C13—P1 | 123.3 (4) | H44A—C44—H44B | 109.5 |
| C15—C14—C13 | 121.3 (5) | N4—C44—H44C | 109.5 |
| C15—C14—H14 | 119.3 | H44A—C44—H44C | 109.5 |
| C13—C14—H14 | 119.3 | H44B—C44—H44C | 109.5 |
| C14—C15—C16 | 120.2 (5) | N4—C45—H45A | 109.5 |
| C14—C15—H15 | 119.9 | N4—C45—H45B | 109.5 |
| C16—C15—H15 | 119.9 | H45A—C45—H45B | 109.5 |
| C15—C16—C17 | 120.9 (5) | N4—C45—H45C | 109.5 |
| C15—C16—H16 | 119.5 | H45A—C45—H45C | 109.5 |
| C17—C16—H16 | 119.5 | H45B—C45—H45C | 109.5 |
| C16—C17—C18 | 118.7 (6) | N2—C46—S1 | 125.0 (3) |
| C16—C17—H17 | 120.7 | N2—C46—S2 | 111.6 (3) |
| C18—C17—H17 | 120.7 | S1—C46—S2 | 123.4 (3) |
| C13—C18—C17 | 120.8 (5) | S2—C47—H47A | 109.5 |
| C13—C18—H18 | 119.6 | S2—C47—H47B | 109.5 |
| C17—C18—H18 | 119.6 | H47A—C47—H47B | 109.5 |
| C20—C19—C24 | 118.2 (4) | S2—C47—H47C | 109.5 |
| C20—C19—P2 | 119.4 (3) | H47A—C47—H47C | 109.5 |
| C24—C19—P2 | 122.4 (3) | H47B—C47—H47C | 109.5 |
| C19—C20—C21 | 121.1 (4) | Cl3'—C48—Cl3 | 128.2 (7) |
| C19—C20—H20 | 119.4 | Cl2—C48—Cl2' | 115.1 (8) |
| C21—C20—H20 | 119.4 | Cl4—C48—Cl4' | 116.8 (9) |
| C22—C21—C20 | 119.4 (5) | Cl1—C48—Cl1' | 124.0 (5) |
| C22—C21—H21 | 120.3 | C37—N1—N2 | 113.1 (3) |
| C20—C21—H21 | 120.3 | C37—N1—Cu | 134.0 (3) |
| C23—C22—C21 | 120.1 (4) | N2—N1—Cu | 112.5 (2) |
| C23—C22—H22 | 119.9 | C46—N2—N1 | 122.1 (3) |
| C21—C22—H22 | 119.9 | C46—N2—H2A | 109.5 |
| C22—C23—C24 | 120.6 (4) | N1—N2—H2A | 127.7 |
| C22—C23—H23 | 119.7 | O3—N3—O1 | 121.5 (4) |
| C24—C23—H23 | 119.7 | O3—N3—O2 | 120.1 (4) |
| C23—C24—C19 | 120.4 (4) | O1—N3—O2 | 118.3 (4) |
| C23—C24—H24 | 119.8 | C41—N4—C44 | 121.1 (4) |
| C19—C24—H24 | 119.8 | C41—N4—C45 | 119.7 (5) |
| C30—C25—C26 | 117.4 (4) | C44—N4—C45 | 119.2 (5) |
| C30—C25—P2 | 119.5 (3) | C13—P1—C1 | 105.10 (18) |
| C26—C25—P2 | 122.9 (3) | C13—P1—C7 | 102.20 (17) |
| C27—C26—C25 | 121.6 (5) | C1—P1—C7 | 103.01 (18) |
| C27—C26—H26 | 119.2 | C13—P1—Cu | 119.84 (14) |
| C25—C26—H26 | 119.2 | C1—P1—Cu | 113.40 (12) |
| C26—C27—C28 | 120.0 (6) | C7—P1—Cu | 111.46 (12) |
| C26—C27—H27 | 120.0 | C25—P2—C19 | 104.41 (18) |
| C28—C27—H27 | 120.0 | C25—P2—C31 | 103.36 (18) |
| C29—C28—C27 | 119.1 (5) | C19—P2—C31 | 100.75 (17) |
| C29—C28—H28 | 120.4 | C25—P2—Cu | 118.12 (13) |
| C27—C28—H28 | 120.4 | C19—P2—Cu | 111.82 (13) |
| C28—C29—C30 | 120.6 (5) | C31—P2—Cu | 116.33 (13) |
| C28—C29—H29 | 119.7 | C46—S1—Cu | 95.54 (16) |
| C30—C29—H29 | 119.7 | C46—S2—C47 | 103.4 (2) |
| C25—C30—C29 | 121.4 (5) | N1—Cu—P2 | 110.95 (9) |
| C25—C30—H30 | 119.3 | N1—Cu—P1 | 115.78 (8) |
| C29—C30—H30 | 119.3 | P2—Cu—P1 | 125.29 (4) |
| C32—C31—C36 | 119.8 (4) | N1—Cu—S1 | 84.80 (10) |
| C32—C31—P2 | 123.3 (3) | P2—Cu—S1 | 109.19 (4) |
| C36—C31—P2 | 116.5 (3) | P1—Cu—S1 | 101.91 (4) |
| C6—C1—C2—C3 | 1.2 (6) | N4—C41—C42—C43 | 178.9 (5) |
| P1—C1—C2—C3 | 179.8 (4) | C40—C41—C42—C43 | −1.3 (7) |
| C1—C2—C3—C4 | −0.1 (7) | C41—C42—C43—C38 | −0.9 (8) |
| C2—C3—C4—C5 | −0.5 (8) | C39—C38—C43—C42 | 2.4 (7) |
| C3—C4—C5—C6 | −0.1 (9) | C37—C38—C43—C42 | −179.2 (4) |
| C4—C5—C6—C1 | 1.2 (8) | C38—C37—N1—N2 | 174.1 (3) |
| C2—C1—C6—C5 | −1.8 (7) | C38—C37—N1—Cu | −13.9 (6) |
| P1—C1—C6—C5 | 179.7 (4) | S1—C46—N2—N1 | 0.1 (5) |
| C12—C7—C8—C9 | 1.3 (6) | S2—C46—N2—N1 | −178.8 (2) |
| P1—C7—C8—C9 | 177.8 (3) | C37—N1—N2—C46 | 174.2 (3) |
| C7—C8—C9—C10 | −1.7 (7) | Cu—N1—N2—C46 | 0.4 (4) |
| C8—C9—C10—C11 | 0.4 (7) | C42—C41—N4—C44 | −177.2 (5) |
| C9—C10—C11—C12 | 1.2 (7) | C40—C41—N4—C44 | 3.0 (7) |
| C8—C7—C12—C11 | 0.2 (6) | C42—C41—N4—C45 | 6.2 (7) |
| P1—C7—C12—C11 | −176.1 (3) | C40—C41—N4—C45 | −173.5 (5) |
| C10—C11—C12—C7 | −1.5 (7) | C18—C13—P1—C1 | −150.4 (3) |
| C18—C13—C14—C15 | −1.1 (7) | C14—C13—P1—C1 | 30.4 (4) |
| P1—C13—C14—C15 | 178.0 (4) | C18—C13—P1—C7 | 102.3 (4) |
| C13—C14—C15—C16 | 1.3 (8) | C14—C13—P1—C7 | −76.8 (4) |
| C14—C15—C16—C17 | −0.9 (9) | C18—C13—P1—Cu | −21.5 (4) |
| C15—C16—C17—C18 | 0.4 (9) | C14—C13—P1—Cu | 159.4 (3) |
| C14—C13—C18—C17 | 0.6 (7) | C6—C1—P1—C13 | −79.5 (4) |
| P1—C13—C18—C17 | −178.6 (4) | C2—C1—P1—C13 | 101.9 (3) |
| C16—C17—C18—C13 | −0.3 (8) | C6—C1—P1—C7 | 27.2 (4) |
| C24—C19—C20—C21 | 1.4 (6) | C2—C1—P1—C7 | −151.4 (3) |
| P2—C19—C20—C21 | −179.5 (4) | C6—C1—P1—Cu | 147.8 (3) |
| C19—C20—C21—C22 | 1.3 (7) | C2—C1—P1—Cu | −30.8 (4) |
| C20—C21—C22—C23 | −2.5 (8) | C12—C7—P1—C13 | −24.3 (4) |
| C21—C22—C23—C24 | 1.0 (8) | C8—C7—P1—C13 | 159.3 (3) |
| C22—C23—C24—C19 | 1.7 (7) | C12—C7—P1—C1 | −133.2 (3) |
| C20—C19—C24—C23 | −2.9 (6) | C8—C7—P1—C1 | 50.5 (3) |
| P2—C19—C24—C23 | 178.0 (3) | C12—C7—P1—Cu | 104.9 (3) |
| C30—C25—C26—C27 | 0.9 (7) | C8—C7—P1—Cu | −71.5 (3) |
| P2—C25—C26—C27 | −174.5 (4) | C30—C25—P2—C19 | 165.8 (3) |
| C25—C26—C27—C28 | −1.2 (9) | C26—C25—P2—C19 | −19.0 (4) |
| C26—C27—C28—C29 | 0.7 (10) | C30—C25—P2—C31 | 60.8 (4) |
| C27—C28—C29—C30 | 0.2 (9) | C26—C25—P2—C31 | −124.0 (4) |
| C26—C25—C30—C29 | 0.0 (7) | C30—C25—P2—Cu | −69.3 (4) |
| P2—C25—C30—C29 | 175.5 (4) | C26—C25—P2—Cu | 106.0 (4) |
| C28—C29—C30—C25 | −0.5 (8) | C20—C19—P2—C25 | 117.1 (3) |
| C36—C31—C32—C33 | −1.3 (7) | C24—C19—P2—C25 | −63.8 (4) |
| P2—C31—C32—C33 | 171.9 (4) | C20—C19—P2—C31 | −135.9 (3) |
| C31—C32—C33—C34 | −0.3 (9) | C24—C19—P2—C31 | 43.2 (4) |
| C32—C33—C34—C35 | 1.7 (9) | C20—C19—P2—Cu | −11.7 (4) |
| C33—C34—C35—C36 | −1.5 (8) | C24—C19—P2—Cu | 167.4 (3) |
| C32—C31—C36—C35 | 1.5 (6) | C32—C31—P2—C25 | 17.6 (4) |
| P2—C31—C36—C35 | −172.1 (3) | C36—C31—P2—C25 | −169.0 (3) |
| C34—C35—C36—C31 | −0.1 (7) | C32—C31—P2—C19 | −90.1 (4) |
| N1—C37—C38—C39 | −15.1 (6) | C36—C31—P2—C19 | 83.2 (3) |
| N1—C37—C38—C43 | 166.7 (4) | C32—C31—P2—Cu | 148.8 (4) |
| C43—C38—C39—C40 | −1.6 (6) | C36—C31—P2—Cu | −37.8 (3) |
| C37—C38—C39—C40 | −179.9 (4) | N2—C46—S1—Cu | −0.5 (4) |
| C38—C39—C40—C41 | −0.6 (7) | S2—C46—S1—Cu | 178.3 (2) |
| C39—C40—C41—N4 | −178.1 (4) | N2—C46—S2—C47 | −176.3 (3) |
| C39—C40—C41—C42 | 2.1 (7) | S1—C46—S2—C47 | 4.8 (3) |
{Methyl (Z)-2-[4-(dimethylamino)benzylidene]hydrazine-1-carbodithioate-κ2N2,S}bis(triphenylphosphine-κP)copper(I) nitrate carbon tetrachloride monosolvate . Hydrogen-bond geometry (Å, º)
| D—H···A | D—H | H···A | D···A | D—H···A |
| N2—H2A···O2i | 0.82 | 1.96 | 2.754 (5) | 163 |
| C2—H2···N1 | 0.93 | 2.55 | 3.391 (5) | 151 |
| C36—H36···S1 | 0.93 | 2.87 | 3.758 (5) | 160 |
| C37—H37···O2i | 0.93 | 2.66 | 3.384 (5) | 135 |
| C47—H47A···O2 | 0.96 | 2.52 | 3.322 (6) | 141 |
Symmetry code: (i) x−1, y, z.
Funding Statement
VR thanks the Department of Biotechnology (DBT), New Delhi, for the research grant (BT/PR36476/NNT/28/1723/2020) and DST-FIST (SR/FST/CS-1/2021/215), New Delhi.
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Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Crystal structure: contains datablock(s) I. DOI: 10.1107/S2056989026000228/hb8181sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989026000228/hb8181Isup2.hkl
CCDC reference: 2482415
Additional supporting information: crystallographic information; 3D view; checkCIF report



