Literature DB >> 23476485

Bis(4-{2-[4-(diethyl-amino)-phen-yl]ethen-yl}pyridine-κN)diiodidozinc.

Cui-Yun Nie1, Yu-Peng Tian.   

Abstract

In the title compound, [ZnI2(C17H20N2)2], the Zn(II) atom is four-coordinated by two I atoms and the N atoms of two pyridine rings belonging to different ligands in a distorted tetra-hedral geometry. The coordinating pyridine rings are oriented in an almost perpendicular fashion, making a dihedral angle of 83.7 (5)°.

Entities:  

Year:  2013        PMID: 23476485      PMCID: PMC3588506          DOI: 10.1107/S1600536813001736

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


Related literature

For the crystal structures of Zn complexes with related pyridine derivatives, see: Wang et al. (2012 ▶); Gao et al. (2009 ▶).

Experimental

Crystal data

[ZnI2(C17H20N2)2] M = 823.87 Monoclinic, a = 13.724 (5) Å b = 9.861 (8) Å c = 27.742 (3) Å β = 112.693 (12)° V = 3464 (3) Å3 Z = 4 Mo Kα radiation μ = 2.52 mm−1 T = 293 K 0.31 × 0.23 × 0.22 mm

Data collection

Bruker SMART CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2002 ▶) T min = 0.509, T max = 0.607 23970 measured reflections 6097 independent reflections 3568 reflections with I > 2σ(I) R int = 0.049

Refinement

R[F 2 > 2σ(F 2)] = 0.063 wR(F 2) = 0.197 S = 1.04 6097 reflections 374 parameters 305 restraints H-atom parameters constrained Δρmax = 1.44 e Å−3 Δρmin = −0.95 e Å−3 Data collection: SMART (Bruker, 2002 ▶); cell refinement: SAINT (Bruker, 2002 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL. Click here for additional data file. Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813001736/lr2093sup1.cif Click here for additional data file. Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813001736/lr2093Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[ZnI2(C17H20N2)2]F(000) = 1632
Mr = 823.87Dx = 1.580 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2ybcCell parameters from 3863 reflections
a = 13.724 (5) Åθ = 2.2–19.1°
b = 9.861 (8) ŵ = 2.52 mm1
c = 27.742 (3) ÅT = 293 K
β = 112.693 (12)°Block, red
V = 3464 (3) Å30.31 × 0.23 × 0.22 mm
Z = 4
Bruker SMART CCD area-detector diffractometer6097 independent reflections
Radiation source: fine-focus sealed tube3568 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.049
phi and ω scansθmax = 25.0°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2002)h = −16→16
Tmin = 0.509, Tmax = 0.607k = −11→11
23970 measured reflectionsl = −32→32
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.063Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.197H-atom parameters constrained
S = 1.04w = 1/[σ2(Fo2) + (0.0883P)2 + 10.7456P] where P = (Fo2 + 2Fc2)/3
6097 reflections(Δ/σ)max = 0.017
374 parametersΔρmax = 1.44 e Å3
305 restraintsΔρmin = −0.95 e Å3
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.
xyzUiso*/Ueq
I1−0.08626 (6)0.88056 (8)0.28023 (3)0.0904 (3)
I2−0.14470 (6)0.74792 (8)0.41847 (3)0.0923 (3)
Zn2−0.07433 (8)0.69644 (10)0.34668 (4)0.0633 (3)
N1−0.1561 (6)0.5329 (8)0.3044 (3)0.0682 (19)
N20.0736 (6)0.6182 (7)0.3834 (3)0.0634 (19)
N30.7603 (9)0.0057 (13)0.5880 (5)0.128 (3)
N4−0.6764 (8)−0.2949 (11)0.1114 (5)0.109 (3)
C1−0.2622 (9)0.5358 (13)0.2838 (4)0.092 (2)
H1−0.29710.61310.28790.110*
C2−0.1121 (10)0.4205 (11)0.2965 (4)0.087 (2)
H2−0.03870.41740.30990.104*
C3−0.3218 (10)0.4242 (13)0.2560 (4)0.097 (2)
H3−0.39520.42890.24150.117*
C4−0.1640 (10)0.3098 (12)0.2709 (4)0.095 (2)
H4−0.12600.23510.26730.114*
C5−0.2702 (11)0.3058 (12)0.2504 (5)0.098 (2)
C6−0.3144 (9)0.1787 (12)0.2286 (4)0.106 (2)
H6−0.26920.10440.23580.128*
C7−0.4166 (8)0.1580 (12)0.1984 (4)0.099 (2)
H7−0.45850.23550.19010.119*
C8−0.4705 (9)0.0341 (11)0.1772 (5)0.092 (2)
C9−0.4359 (9)−0.1008 (12)0.1869 (5)0.095 (2)
H9−0.3662−0.11850.20870.114*
C10−0.5727 (9)0.0500 (12)0.1444 (5)0.093 (2)
H10−0.59820.13810.13670.111*
C11−0.6412 (9)−0.0537 (11)0.1217 (5)0.089 (2)
H11−0.7099−0.03410.09900.106*
C12−0.5036 (9)−0.2085 (12)0.1644 (5)0.092 (2)
H12−0.4778−0.29670.17120.111*
C13−0.6097 (8)−0.1874 (12)0.1319 (5)0.086 (2)
C14−0.7856 (11)−0.2734 (15)0.0712 (6)0.133 (4)
H14A−0.7844−0.19880.04870.160*
H14B−0.8076−0.35420.04970.160*
C15−0.8634 (12)−0.2437 (17)0.0942 (7)0.155 (5)
H15A−0.8537−0.30530.12250.233*
H15B−0.9334−0.25410.06800.233*
H15C−0.8540−0.15230.10710.233*
C16−0.6404 (10)−0.4364 (14)0.1182 (5)0.116 (3)
H16A−0.5705−0.44180.11730.140*
H16B−0.6879−0.49110.08980.140*
C17−0.6373 (11)−0.4898 (15)0.1688 (5)0.129 (4)
H17A−0.5780−0.45160.19690.194*
H17B−0.6307−0.58680.16930.194*
H17C−0.7013−0.46550.17300.194*
C180.0945 (8)0.5466 (10)0.4271 (4)0.075 (2)
H180.04340.53950.44130.090*
C190.1497 (7)0.6285 (10)0.3646 (4)0.075 (2)
H190.13730.68170.33510.090*
C200.2454 (7)0.5636 (10)0.3872 (4)0.0739 (18)
H200.29480.57030.37190.089*
C210.1918 (8)0.4819 (10)0.4519 (4)0.0741 (18)
H210.20430.43340.48250.089*
C220.2689 (7)0.4886 (10)0.4323 (4)0.0712 (16)
C230.3707 (8)0.4164 (10)0.4555 (4)0.0734 (18)
H230.41810.42630.43920.088*
C240.3997 (8)0.3399 (10)0.4970 (4)0.0740 (18)
H240.35510.34020.51510.089*
C250.4923 (8)0.2545 (11)0.5185 (4)0.0773 (17)
C260.5615 (9)0.2317 (11)0.4953 (4)0.0835 (18)
H260.54990.27230.46330.100*
C270.5140 (8)0.1901 (12)0.5656 (4)0.0846 (19)
H270.46760.20270.58230.101*
C280.6486 (8)0.1497 (12)0.5181 (4)0.0881 (19)
H280.69440.13840.50100.106*
C290.5997 (8)0.1090 (12)0.5889 (4)0.0896 (19)
H290.61080.07000.62110.108*
C300.6713 (9)0.0831 (13)0.5653 (5)0.0906 (19)
C330.7943 (11)−0.0354 (15)0.6460 (6)0.131 (3)
H33A0.8699−0.05030.66240.157*
H33B0.77400.03270.66560.157*
C340.7347 (12)−0.1634 (16)0.6417 (7)0.152 (5)
H34A0.6606−0.14650.62350.229*
H34B0.7474−0.19740.67600.229*
H34C0.7576−0.22920.62280.229*
C310.8072 (11)−0.0722 (15)0.5527 (6)0.142 (3)
H31A0.8343−0.16260.56400.171*
H31B0.7651−0.06810.51550.171*
C320.8949 (11)0.0225 (17)0.5633 (7)0.158 (4)
H32A0.86840.10790.54690.238*
H32B0.9440−0.01360.54970.238*
H32C0.93000.03530.60040.238*
U11U22U33U12U13U23
I10.0763 (5)0.0786 (5)0.0931 (6)−0.0070 (4)0.0071 (4)0.0243 (4)
I20.0928 (6)0.0935 (6)0.0923 (6)0.0125 (4)0.0375 (4)−0.0147 (4)
Zn20.0576 (6)0.0539 (6)0.0683 (7)−0.0019 (5)0.0132 (5)−0.0030 (5)
N10.078 (4)0.063 (4)0.064 (4)−0.015 (3)0.028 (3)−0.006 (3)
N20.064 (5)0.051 (4)0.068 (5)0.000 (3)0.017 (4)0.004 (4)
N30.105 (5)0.148 (6)0.129 (5)0.035 (4)0.043 (4)0.051 (5)
N40.090 (5)0.093 (5)0.141 (7)−0.036 (5)0.039 (5)−0.038 (6)
C10.096 (5)0.100 (5)0.079 (5)−0.029 (4)0.032 (4)−0.005 (4)
C20.103 (4)0.078 (4)0.078 (4)−0.017 (3)0.033 (4)−0.010 (4)
C30.102 (4)0.105 (4)0.081 (4)−0.035 (4)0.031 (4)−0.004 (4)
C40.116 (4)0.086 (4)0.079 (4)−0.027 (3)0.035 (4)−0.012 (4)
C50.116 (4)0.098 (4)0.080 (4)−0.038 (3)0.037 (3)−0.008 (3)
C60.116 (4)0.108 (4)0.092 (4)−0.038 (4)0.036 (4)−0.013 (4)
C70.105 (4)0.104 (4)0.094 (4)−0.035 (4)0.044 (4)−0.017 (4)
C80.091 (4)0.092 (3)0.098 (4)−0.028 (3)0.041 (3)−0.018 (4)
C90.079 (4)0.097 (4)0.105 (5)−0.024 (3)0.032 (4)−0.021 (4)
C100.092 (4)0.082 (4)0.104 (5)−0.021 (3)0.039 (4)−0.019 (4)
C110.083 (4)0.078 (4)0.103 (5)−0.015 (3)0.034 (4)−0.020 (4)
C120.075 (4)0.088 (4)0.109 (5)−0.017 (3)0.029 (4)−0.021 (4)
C130.075 (4)0.079 (4)0.102 (5)−0.017 (4)0.032 (4)−0.024 (4)
C140.112 (7)0.117 (7)0.166 (9)−0.033 (6)0.048 (6)−0.035 (7)
C150.141 (9)0.151 (10)0.179 (11)−0.027 (8)0.068 (7)−0.037 (9)
C160.105 (6)0.110 (6)0.131 (7)−0.035 (5)0.042 (6)−0.040 (6)
C170.126 (8)0.130 (9)0.131 (8)−0.034 (7)0.048 (8)−0.041 (7)
C180.070 (4)0.073 (5)0.081 (5)0.008 (4)0.029 (4)0.013 (4)
C190.064 (4)0.081 (5)0.077 (5)0.006 (4)0.023 (4)0.017 (4)
C200.062 (4)0.080 (4)0.079 (4)0.005 (3)0.027 (3)0.013 (3)
C210.071 (3)0.073 (4)0.076 (4)0.009 (3)0.027 (3)0.015 (3)
C220.064 (3)0.071 (3)0.076 (3)0.005 (3)0.023 (3)0.010 (3)
C230.067 (3)0.074 (4)0.075 (4)0.006 (3)0.023 (3)0.009 (3)
C240.069 (3)0.078 (4)0.073 (4)0.008 (3)0.025 (3)0.009 (3)
C250.073 (3)0.086 (4)0.075 (3)0.015 (3)0.031 (3)0.016 (3)
C260.082 (4)0.097 (4)0.076 (4)0.022 (3)0.036 (3)0.023 (3)
C270.079 (4)0.102 (4)0.079 (4)0.021 (3)0.039 (3)0.022 (3)
C280.082 (4)0.109 (5)0.082 (4)0.026 (3)0.042 (3)0.029 (4)
C290.085 (4)0.110 (5)0.082 (4)0.026 (3)0.041 (3)0.030 (4)
C300.085 (4)0.112 (4)0.086 (4)0.029 (3)0.044 (3)0.033 (3)
C330.108 (6)0.146 (7)0.134 (5)0.029 (5)0.040 (5)0.045 (6)
C340.132 (9)0.147 (9)0.154 (9)0.015 (7)0.029 (8)0.027 (9)
C310.120 (6)0.158 (7)0.136 (6)0.032 (5)0.034 (5)0.039 (6)
C320.129 (7)0.164 (8)0.149 (7)0.021 (5)0.017 (6)0.042 (6)
I1—Zn22.5473 (17)C15—H15C0.9600
I2—Zn22.5770 (14)C16—C171.486 (9)
Zn2—N22.039 (7)C16—H16A0.9700
Zn2—N12.054 (8)C16—H16B0.9700
N1—C21.321 (13)C17—H17A0.9600
N1—C11.344 (13)C17—H17B0.9600
N2—C181.335 (12)C17—H17C0.9600
N2—C191.340 (12)C18—C211.397 (13)
N3—C301.371 (14)C18—H180.9300
N3—C331.546 (17)C19—C201.376 (13)
N3—C311.564 (9)C19—H190.9300
N4—C131.373 (13)C20—C221.381 (13)
N4—C161.468 (16)C20—H200.9300
N4—C141.499 (17)C21—C221.366 (13)
C1—C31.410 (15)C21—H210.9300
C1—H10.9300C22—C231.477 (13)
C2—C41.347 (14)C23—C241.304 (13)
C2—H20.9300C23—H230.9300
C3—C51.405 (17)C24—C251.448 (13)
C3—H30.9300C24—H240.9300
C4—C51.345 (17)C25—C261.355 (14)
C4—H40.9300C25—C271.378 (14)
C5—C61.422 (9)C26—C281.378 (14)
C6—C71.344 (8)C26—H260.9300
C6—H60.9300C27—C291.362 (14)
C7—C81.431 (9)C27—H270.9300
C7—H70.9300C28—C301.389 (14)
C8—C101.354 (15)C28—H280.9300
C8—C91.404 (16)C29—C301.398 (14)
C9—C121.390 (14)C29—H290.9300
C9—H90.9300C33—C341.484 (9)
C10—C111.368 (14)C33—H33A0.9700
C10—H100.9300C33—H33B0.9700
C11—C131.382 (15)C34—H34A0.9600
C11—H110.9300C34—H34B0.9600
C12—C131.402 (15)C34—H34C0.9600
C12—H120.9300C31—C321.461 (9)
C14—C151.469 (9)C31—H31A0.9702
C14—H14A0.9700C31—H31B0.9698
C14—H14B0.9700C32—H32A0.9600
C15—H15A0.9600C32—H32B0.9600
C15—H15B0.9600C32—H32C0.9600
N2—Zn2—N1102.0 (3)N4—C16—H16B109.6
N2—Zn2—I1113.9 (2)C17—C16—H16B109.6
N1—Zn2—I1106.1 (2)H16A—C16—H16B108.2
N2—Zn2—I2106.6 (2)C16—C17—H17A109.5
N1—Zn2—I2108.1 (2)C16—C17—H17B109.5
I1—Zn2—I2118.71 (6)H17A—C17—H17B109.5
C2—N1—C1115.9 (9)C16—C17—H17C109.5
C2—N1—Zn2124.7 (7)H17A—C17—H17C109.5
C1—N1—Zn2119.4 (8)H17B—C17—H17C109.5
C18—N2—C19117.8 (8)N2—C18—C21121.3 (9)
C18—N2—Zn2118.6 (7)N2—C18—H18119.3
C19—N2—Zn2123.5 (6)C21—C18—H18119.3
C30—N3—C33118.8 (11)N2—C19—C20122.6 (9)
C30—N3—C31119.6 (11)N2—C19—H19118.7
C33—N3—C31119.4 (11)C20—C19—H19118.7
C13—N4—C16122.9 (11)C19—C20—C22120.6 (9)
C13—N4—C14121.0 (11)C19—C20—H20119.7
C16—N4—C14114.9 (10)C22—C20—H20119.7
N1—C1—C3121.4 (12)C22—C21—C18121.4 (9)
N1—C1—H1119.3C22—C21—H21119.3
C3—C1—H1119.3C18—C21—H21119.3
N1—C2—C4125.9 (12)C21—C22—C20116.2 (9)
N1—C2—H2117.1C21—C22—C23123.4 (9)
C4—C2—H2117.1C20—C22—C23120.3 (9)
C5—C3—C1119.9 (12)C24—C23—C22125.4 (10)
C5—C3—H3120.1C24—C23—H23117.3
C1—C3—H3120.1C22—C23—H23117.3
C5—C4—C2120.8 (13)C23—C24—C25128.3 (10)
C5—C4—H4119.6C23—C24—H24115.8
C2—C4—H4119.6C25—C24—H24115.8
C4—C5—C3116.1 (10)C26—C25—C27116.0 (9)
C4—C5—C6114.8 (12)C26—C25—C24124.5 (10)
C3—C5—C6129.0 (12)C27—C25—C24119.5 (9)
C7—C6—C5124.7 (12)C25—C26—C28121.5 (10)
C7—C6—H6117.6C25—C26—H26119.2
C5—C6—H6117.6C28—C26—H26119.2
C6—C7—C8129.4 (12)C29—C27—C25123.5 (10)
C6—C7—H7115.3C29—C27—H27118.3
C8—C7—H7115.3C25—C27—H27118.3
C10—C8—C9115.1 (10)C26—C28—C30123.3 (10)
C10—C8—C7114.5 (11)C26—C28—H28118.3
C9—C8—C7130.3 (12)C30—C28—H28118.3
C12—C9—C8121.4 (11)C27—C29—C30121.3 (10)
C12—C9—H9119.3C27—C29—H29119.4
C8—C9—H9119.3C30—C29—H29119.4
C8—C10—C11124.9 (12)N3—C30—C28122.3 (10)
C8—C10—H10117.5N3—C30—C29123.3 (10)
C11—C10—H10117.5C28—C30—C29114.3 (10)
C10—C11—C13120.9 (11)C34—C33—N3101.7 (13)
C10—C11—H11119.5C34—C33—H33A111.4
C13—C11—H11119.5N3—C33—H33A111.4
C9—C12—C13121.6 (12)C34—C33—H33B111.4
C9—C12—H12119.2N3—C33—H33B111.4
C13—C12—H12119.2H33A—C33—H33B109.3
N4—C13—C11123.1 (11)C33—C34—H34A109.5
N4—C13—C12120.9 (11)C33—C34—H34B109.5
C11—C13—C12116.0 (10)H34A—C34—H34B109.5
C15—C14—N4113.0 (14)C33—C34—H34C109.5
C15—C14—H14A109.0H34A—C34—H34C109.5
N4—C14—H14A109.0H34B—C34—H34C109.5
C15—C14—H14B109.0C32—C31—N393.8 (12)
N4—C14—H14B109.0C32—C31—H31A109.8
H14A—C14—H14B107.8N3—C31—H31A116.6
C14—C15—H15A109.5C32—C31—H31B107.1
C14—C15—H15B109.5N3—C31—H31B115.2
H15A—C15—H15B109.5H31A—C31—H31B112.3
C14—C15—H15C109.5C31—C32—H32A109.5
H15A—C15—H15C109.5C31—C32—H32B109.4
H15B—C15—H15C109.5H32A—C32—H32B109.5
N4—C16—C17110.1 (12)C31—C32—H32C109.5
N4—C16—H16A109.6H32A—C32—H32C109.5
C17—C16—H16A109.6H32B—C32—H32C109.5
N2—Zn2—N1—C2−12.9 (9)C9—C12—C13—N4−177.8 (12)
I1—Zn2—N1—C2106.6 (8)C9—C12—C13—C112.8 (18)
I2—Zn2—N1—C2−125.0 (8)C13—N4—C14—C15−86.0 (16)
N2—Zn2—N1—C1165.5 (7)C16—N4—C14—C15106.3 (14)
I1—Zn2—N1—C1−75.0 (7)C13—N4—C16—C1784.5 (15)
I2—Zn2—N1—C153.3 (8)C14—N4—C16—C17−108.1 (13)
N1—Zn2—N2—C18−82.1 (7)C19—N2—C18—C21−1.3 (14)
I1—Zn2—N2—C18164.0 (6)Zn2—N2—C18—C21175.2 (7)
I2—Zn2—N2—C1831.1 (7)C18—N2—C19—C203.0 (14)
N1—Zn2—N2—C1994.1 (8)Zn2—N2—C19—C20−173.3 (8)
I1—Zn2—N2—C19−19.8 (8)N2—C19—C20—C22−2.9 (16)
I2—Zn2—N2—C19−152.6 (7)N2—C18—C21—C22−0.5 (16)
C2—N1—C1—C30.7 (15)C18—C21—C22—C200.7 (15)
Zn2—N1—C1—C3−177.8 (8)C18—C21—C22—C23−176.7 (9)
C1—N1—C2—C4−1.4 (16)C19—C20—C22—C210.9 (15)
Zn2—N1—C2—C4177.0 (9)C19—C20—C22—C23178.4 (10)
N1—C1—C3—C51.2 (17)C21—C22—C23—C24−0.6 (17)
N1—C2—C4—C50.0 (19)C20—C22—C23—C24−178.0 (11)
C2—C4—C5—C32.0 (18)C22—C23—C24—C25172.4 (10)
C2—C4—C5—C6−174.6 (11)C23—C24—C25—C26−5.9 (19)
C1—C3—C5—C4−2.6 (17)C23—C24—C25—C27174.3 (11)
C1—C3—C5—C6173.5 (11)C27—C25—C26—C28−0.6 (18)
C4—C5—C6—C7−167.9 (12)C24—C25—C26—C28179.6 (11)
C3—C5—C6—C716 (2)C26—C25—C27—C290.8 (19)
C5—C6—C7—C8−175.7 (12)C24—C25—C27—C29−179.4 (11)
C6—C7—C8—C10−174.5 (13)C25—C26—C28—C301 (2)
C6—C7—C8—C99 (2)C25—C27—C29—C30−1 (2)
C10—C8—C9—C12−0.8 (18)C33—N3—C30—C28165.0 (13)
C7—C8—C9—C12175.8 (12)C31—N3—C30—C28−32 (2)
C9—C8—C10—C110.8 (19)C33—N3—C30—C29−11 (2)
C7—C8—C10—C11−176.4 (11)C31—N3—C30—C29152.4 (13)
C8—C10—C11—C131.1 (19)C26—C28—C30—N3−177.8 (13)
C8—C9—C12—C13−1.0 (19)C26—C28—C30—C29−2 (2)
C16—N4—C13—C11174.0 (12)C27—C29—C30—N3177.9 (13)
C14—N4—C13—C117.3 (18)C27—C29—C30—C281.8 (19)
C16—N4—C13—C12−5.3 (18)C30—N3—C33—C3488.2 (16)
C14—N4—C13—C12−172.0 (12)C31—N3—C33—C34−75.0 (16)
C10—C11—C13—N4177.8 (12)C30—N3—C31—C32104.9 (14)
C10—C11—C13—C12−2.9 (17)C33—N3—C31—C32−92.0 (14)
  2 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  A sulfur-terminal Zn(II) complex and its two-photon microscopy biological imaging application.

Authors:  Yuanhao Gao; Jieying Wu; Yiming Li; Pingping Sun; Hongping Zhou; Jiaxiang Yang; Shengyi Zhang; Baokang Jin; Yupeng Tian
Journal:  J Am Chem Soc       Date:  2009-04-15       Impact factor: 15.419

  2 in total

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