In the title compound, [Zn(NH
3)
4](C
6H
2N
3O
7)
4·3H
2O, the Zn
II atom is coordinated by four ammine N atoms in a slightly distorted tetrahedron. The phenolate and nitro O atoms of the picrate ions act as acceptors in N—H
O and O—H
O hydrogen bonds, giving a three-dimensional network.
Supporting information
CCDC reference: 251624
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.005 Å
- R factor = 0.039
- wR factor = 0.097
- Data-to-parameter ratio = 10.5
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for N4
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for N6
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for N12
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for N1
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for N3
PLAT301_ALERT_3_C Main Residue Disorder ......................... 9.00 Perc.
PLAT420_ALERT_2_C D-H Without Acceptor N18 - H18B ... ?
PLAT420_ALERT_2_C D-H Without Acceptor N19 - H19C ... ?
PLAT430_ALERT_2_C Short Inter D...A Contact O13 .. O21' .. 2.86 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H30A .. O9 .. 2.63 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H30B .. O9' .. 2.63 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H13B .. O16 .. 2.66 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H15A .. O5 .. 2.64 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H17C .. O11 .. 2.62 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
16 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
8 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
6 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
Bis[tetraamminezinc(II)] tetrapicrate trihydrate
top
Crystal data top
[Zn(NH3)4](C6H2N3O7)4·3H2O | F(000) = 1260 |
Mr = 1233.48 | Dx = 1.742 Mg m−3 |
Triclinic, P1 | Melting point: 180 K |
a = 7.056 (4) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 18.202 (9) Å | Cell parameters from 800 reflections |
c = 18.715 (9) Å | θ = 2.3–25.0° |
α = 85.002 (7)° | µ = 1.14 mm−1 |
β = 83.941 (7)° | T = 298 K |
γ = 80.575 (6)° | Block, yellow |
V = 2352 (2) Å3 | 0.56 × 0.48 × 0.41 mm |
Z = 2 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 8171 independent reflections |
Radiation source: fine-focus sealed tube | 5571 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
Detector resolution: 0 pixels mm-1 | θmax = 25.0°, θmin = 2.3° |
φ and ω scans | h = −8→8 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −19→21 |
Tmin = 0.567, Tmax = 0.652 | l = −22→17 |
12336 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.097 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.92 | w = 1/[σ2(Fo2) + (0.0545P)2] where P = (Fo2 + 2Fc2)/3 |
8171 reflections | (Δ/σ)max = 0.001 |
775 parameters | Δρmax = 0.46 e Å−3 |
171 restraints | Δρmin = −0.45 e Å−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 | Occ. (<1) |
Zn1 | 0.29188 (6) | 0.42824 (2) | 0.703112 (19) | 0.04408 (12) | |
Zn2 | 0.75964 (6) | 0.07188 (2) | 0.819964 (18) | 0.04651 (12) | |
C1 | 1.0091 (4) | 0.27029 (18) | −0.05863 (16) | 0.0413 (7) | |
C2 | 1.0125 (4) | 0.22107 (17) | 0.00688 (16) | 0.0419 (7) | |
C3 | 0.9698 (5) | 0.24579 (18) | 0.07474 (16) | 0.0457 (8) | |
H3 | 0.9791 | 0.2120 | 0.1149 | 0.055* | |
C4 | 0.9134 (5) | 0.32054 (18) | 0.08307 (16) | 0.0442 (8) | |
C5 | 0.9009 (5) | 0.37182 (19) | 0.02412 (18) | 0.0482 (8) | |
H5 | 0.8623 | 0.4224 | 0.0303 | 0.058* | |
C6 | 0.9456 (5) | 0.34723 (18) | −0.04284 (16) | 0.0436 (8) | |
C7 | 0.0514 (4) | 0.26734 (16) | 0.55106 (16) | 0.0390 (7) | |
C8 | 0.0809 (4) | 0.28815 (17) | 0.47510 (16) | 0.0419 (7) | |
C9 | 0.1107 (5) | 0.2388 (2) | 0.42248 (18) | 0.0499 (8) | |
H9 | 0.1317 | 0.2553 | 0.3743 | 0.060* | |
C10 | 0.1089 (5) | 0.1643 (2) | 0.44201 (19) | 0.0524 (9) | |
C11 | 0.0826 (5) | 0.13823 (19) | 0.51241 (19) | 0.0511 (9) | |
H11 | 0.0803 | 0.0877 | 0.5244 | 0.061* | |
C12 | 0.0597 (5) | 0.18771 (17) | 0.56531 (17) | 0.0431 (8) | |
C13 | 0.5693 (4) | 0.24608 (17) | 0.48955 (16) | 0.0399 (7) | |
C14 | 0.6138 (4) | 0.27711 (17) | 0.41669 (16) | 0.0410 (7) | |
C15 | 0.6592 (5) | 0.23649 (19) | 0.35778 (17) | 0.0467 (8) | |
H15 | 0.6883 | 0.2598 | 0.3126 | 0.056* | |
C16 | 0.6621 (5) | 0.16050 (19) | 0.36598 (17) | 0.0475 (8) | |
C17 | 0.6201 (5) | 0.12435 (19) | 0.43255 (18) | 0.0495 (8) | |
H17 | 0.6198 | 0.0731 | 0.4370 | 0.059* | |
C18 | 0.5795 (5) | 0.16562 (17) | 0.49163 (16) | 0.0423 (8) | |
C19 | 0.4908 (4) | 0.23502 (17) | 0.01689 (16) | 0.0407 (7) | |
C20 | 0.4850 (5) | 0.20505 (16) | 0.09135 (16) | 0.0416 (7) | |
C21 | 0.4322 (5) | 0.24668 (19) | 0.14953 (17) | 0.0488 (8) | |
H21 | 0.4224 | 0.2238 | 0.1959 | 0.059* | |
C22 | 0.3937 (5) | 0.32263 (19) | 0.13868 (19) | 0.0497 (9) | |
C23 | 0.4006 (5) | 0.35705 (18) | 0.0710 (2) | 0.0509 (9) | |
H23 | 0.3747 | 0.4089 | 0.0647 | 0.061* | |
C24 | 0.4459 (4) | 0.31551 (17) | 0.01175 (17) | 0.0422 (7) | |
H29A | 0.620 (4) | 0.2655 (17) | 0.6439 (11) | 0.051* | |
H30A | 0.179 (5) | 0.5083 (10) | 0.4030 (14) | 0.051* | |
H31A | 0.265 (4) | 0.1662 (15) | 0.8415 (11) | 0.051* | |
H29B | 0.763 (3) | 0.2959 (18) | 0.6665 (15) | 0.051* | |
H30B | 0.127 (4) | 0.5841 (9) | 0.3902 (15) | 0.051* | |
H31B | 0.285 (4) | 0.1514 (16) | 0.7704 (8) | 0.051* | |
N1 | 1.0679 (5) | 0.14196 (16) | 0.00161 (17) | 0.0609 (8) | |
N2 | 0.8642 (5) | 0.3463 (2) | 0.15460 (17) | 0.0649 (9) | |
N3 | 0.9378 (5) | 0.40410 (19) | −0.10299 (18) | 0.0645 (8) | |
N4 | 0.0781 (5) | 0.36587 (17) | 0.45113 (16) | 0.0565 (8) | |
N5 | 0.1387 (5) | 0.1109 (2) | 0.3865 (2) | 0.0755 (11) | |
N6 | 0.0471 (4) | 0.15596 (16) | 0.63917 (16) | 0.0546 (7) | |
N7 | 0.6130 (5) | 0.35728 (16) | 0.40463 (16) | 0.0545 (8) | |
N8 | 0.7123 (5) | 0.1164 (2) | 0.30348 (18) | 0.0674 (9) | |
N9 | 0.5411 (5) | 0.12434 (17) | 0.56010 (17) | 0.0574 (8) | |
N10 | 0.5356 (5) | 0.12539 (16) | 0.10730 (16) | 0.0575 (8) | |
N11 | 0.3457 (5) | 0.3670 (2) | 0.2012 (2) | 0.0773 (11) | |
N12 | 0.4479 (5) | 0.35583 (17) | −0.05846 (18) | 0.0577 (8) | |
N13 | 0.3684 (5) | 0.43748 (15) | 0.59701 (13) | 0.0597 (8) | |
H13A | 0.2847 | 0.4725 | 0.5760 | 0.090* | |
H13B | 0.3687 | 0.3940 | 0.5786 | 0.090* | |
H13C | 0.4860 | 0.4500 | 0.5892 | 0.090* | |
N14 | 0.2326 (4) | 0.32517 (14) | 0.73064 (14) | 0.0536 (7) | |
H14A | 0.3421 | 0.2929 | 0.7301 | 0.080* | |
H14B | 0.1582 | 0.3130 | 0.6994 | 0.080* | |
H14C | 0.1712 | 0.3237 | 0.7747 | 0.080* | |
N15 | 0.5126 (4) | 0.44460 (17) | 0.75535 (15) | 0.0651 (8) | |
H15A | 0.4794 | 0.4859 | 0.7789 | 0.098* | |
H15B | 0.6142 | 0.4494 | 0.7238 | 0.098* | |
H15C | 0.5425 | 0.4057 | 0.7866 | 0.098* | |
N16 | 0.0686 (4) | 0.50682 (15) | 0.72873 (14) | 0.0554 (7) | |
H16A | 0.0310 | 0.5008 | 0.7755 | 0.083* | |
H16B | −0.0285 | 0.5031 | 0.7032 | 0.083* | |
H16C | 0.1036 | 0.5517 | 0.7189 | 0.083* | |
N17 | 0.6547 (4) | 0.03047 (14) | 0.73902 (13) | 0.0495 (7) | |
H17A | 0.5962 | 0.0678 | 0.7114 | 0.074* | |
H17B | 0.5703 | 0.0007 | 0.7570 | 0.074* | |
H17C | 0.7510 | 0.0045 | 0.7128 | 0.074* | |
N18 | 1.0353 (4) | 0.01818 (17) | 0.82445 (16) | 0.0676 (9) | |
H18A | 1.0658 | −0.0117 | 0.7884 | 0.101* | |
H18B | 1.0451 | −0.0088 | 0.8663 | 0.101* | |
H18C | 1.1155 | 0.0516 | 0.8206 | 0.101* | |
N19 | 0.6145 (4) | 0.04610 (14) | 0.91526 (12) | 0.0505 (7) | |
H19A | 0.5947 | 0.0853 | 0.9419 | 0.076* | |
H19B | 0.6834 | 0.0076 | 0.9383 | 0.076* | |
H19C | 0.5015 | 0.0340 | 0.9076 | 0.076* | |
N20 | 0.7463 (4) | 0.18277 (13) | 0.81572 (13) | 0.0457 (7) | |
H20A | 0.7214 | 0.2022 | 0.7718 | 0.069* | |
H20B | 0.8586 | 0.1937 | 0.8257 | 0.069* | |
H20C | 0.6530 | 0.2018 | 0.8478 | 0.069* | |
O1 | 1.0625 (3) | 0.24992 (13) | −0.12012 (11) | 0.0553 (6) | |
O2 | 1.0468 (6) | 0.11409 (15) | −0.05304 (16) | 0.1031 (12) | |
O3 | 1.1331 (5) | 0.10529 (15) | 0.05369 (16) | 0.0913 (10) | |
O4 | 0.9119 (5) | 0.3043 (2) | 0.20569 (15) | 0.1024 (11) | |
O5 | 0.7780 (5) | 0.41018 (19) | 0.16011 (16) | 0.0939 (10) | |
O6 | 0.9740 (7) | 0.4648 (2) | −0.0935 (2) | 0.1352 (16) | |
O7 | 0.8928 (5) | 0.38882 (16) | −0.16053 (15) | 0.0823 (9) | |
O8 | 0.0177 (3) | 0.31302 (11) | 0.59901 (11) | 0.0505 (6) | |
O11 | 0.1836 (6) | 0.1335 (2) | 0.32461 (19) | 0.1108 (13) | |
O12 | 0.1164 (5) | 0.0469 (2) | 0.40412 (19) | 0.1094 (13) | |
O13 | −0.0159 (5) | 0.09763 (16) | 0.65263 (16) | 0.1020 (11) | |
O14 | 0.0971 (5) | 0.18779 (15) | 0.68579 (14) | 0.0811 (9) | |
O15 | 0.5263 (4) | 0.28335 (13) | 0.54237 (12) | 0.0611 (7) | |
O18 | 0.7572 (5) | 0.14893 (18) | 0.24481 (16) | 0.0899 (10) | |
O19 | 0.7078 (5) | 0.04953 (17) | 0.31170 (16) | 0.0968 (11) | |
O20 | 0.4942 (5) | 0.06321 (17) | 0.56053 (16) | 0.0967 (10) | |
O22 | 0.5249 (4) | 0.19562 (12) | −0.03498 (11) | 0.0635 (7) | |
O23 | 0.6617 (5) | 0.09069 (14) | 0.06885 (15) | 0.0804 (9) | |
O24 | 0.4507 (5) | 0.09603 (15) | 0.15959 (14) | 0.0897 (10) | |
O25 | 0.3386 (6) | 0.3343 (2) | 0.26047 (19) | 0.1239 (15) | |
O26 | 0.3164 (4) | 0.43476 (19) | 0.18972 (19) | 0.1010 (12) | |
O27 | 0.4538 (7) | 0.42223 (17) | −0.06160 (18) | 0.1272 (15) | |
O28 | 0.4147 (12) | 0.3269 (7) | −0.1096 (6) | 0.066 (2) | 0.537 (7) |
O29 | 0.6570 (4) | 0.28158 (16) | 0.67955 (12) | 0.0631 (7) | |
O30 | 0.1961 (5) | 0.54543 (15) | 0.37641 (16) | 0.0794 (8) | |
O31 | 0.3248 (4) | 0.13766 (17) | 0.81050 (15) | 0.0810 (9) | |
O9 | −0.0145 (15) | 0.4158 (5) | 0.4850 (4) | 0.102 (3) | 0.537 (7) |
O10 | 0.0516 (14) | 0.3806 (4) | 0.3865 (3) | 0.093 (2) | 0.537 (7) |
O16 | 0.4963 (12) | 0.3966 (3) | 0.4396 (3) | 0.078 (2) | 0.537 (7) |
O17 | 0.6122 (12) | 0.3909 (3) | 0.3432 (3) | 0.0667 (18) | 0.537 (7) |
O21 | 0.5092 (12) | 0.1554 (6) | 0.6171 (6) | 0.067 (2) | 0.537 (7) |
O9' | 0.1043 (14) | 0.4098 (5) | 0.4902 (5) | 0.076 (2) | 0.463 (7) |
O10' | 0.1805 (15) | 0.3844 (5) | 0.4005 (5) | 0.099 (3) | 0.463 (7) |
O16' | 0.6414 (13) | 0.3941 (3) | 0.4576 (3) | 0.066 (2) | 0.463 (7) |
O17' | 0.7270 (14) | 0.3742 (4) | 0.3571 (5) | 0.075 (2) | 0.463 (7) |
O21' | 0.6021 (15) | 0.1470 (7) | 0.6124 (7) | 0.069 (3) | 0.463 (7) |
O28' | 0.5057 (16) | 0.3223 (8) | −0.1129 (8) | 0.079 (3) | 0.463 (7) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0551 (3) | 0.0410 (2) | 0.0377 (2) | −0.01339 (18) | −0.00069 (17) | −0.00494 (15) |
Zn2 | 0.0675 (3) | 0.0353 (2) | 0.0357 (2) | −0.00700 (18) | −0.00040 (18) | −0.00401 (15) |
C1 | 0.0399 (18) | 0.047 (2) | 0.0385 (18) | −0.0104 (15) | −0.0069 (14) | 0.0014 (14) |
C2 | 0.0413 (18) | 0.0378 (18) | 0.0456 (19) | −0.0042 (14) | −0.0063 (15) | 0.0008 (14) |
C3 | 0.046 (2) | 0.054 (2) | 0.0377 (18) | −0.0146 (16) | −0.0065 (15) | 0.0071 (15) |
C4 | 0.0441 (19) | 0.051 (2) | 0.0404 (18) | −0.0184 (16) | 0.0027 (15) | −0.0089 (15) |
C5 | 0.045 (2) | 0.044 (2) | 0.057 (2) | −0.0100 (15) | −0.0028 (17) | −0.0067 (16) |
C6 | 0.0439 (19) | 0.045 (2) | 0.0419 (18) | −0.0106 (15) | −0.0082 (15) | 0.0098 (14) |
C7 | 0.0394 (18) | 0.0381 (18) | 0.0402 (18) | −0.0075 (14) | −0.0039 (14) | −0.0044 (14) |
C8 | 0.0404 (18) | 0.0447 (19) | 0.0409 (18) | −0.0083 (15) | −0.0034 (14) | −0.0024 (14) |
C9 | 0.044 (2) | 0.062 (2) | 0.0434 (19) | −0.0025 (17) | −0.0065 (16) | −0.0095 (16) |
C10 | 0.041 (2) | 0.063 (2) | 0.056 (2) | −0.0043 (17) | −0.0066 (17) | −0.0304 (18) |
C11 | 0.045 (2) | 0.044 (2) | 0.066 (2) | −0.0101 (16) | −0.0041 (18) | −0.0167 (17) |
C12 | 0.0435 (19) | 0.0371 (18) | 0.0484 (19) | −0.0073 (14) | −0.0005 (15) | −0.0039 (14) |
C13 | 0.0371 (18) | 0.0425 (19) | 0.0400 (18) | −0.0064 (14) | −0.0053 (14) | −0.0010 (14) |
C14 | 0.0428 (19) | 0.0418 (19) | 0.0393 (18) | −0.0106 (14) | −0.0021 (14) | −0.0019 (14) |
C15 | 0.0445 (19) | 0.054 (2) | 0.0427 (19) | −0.0111 (16) | −0.0032 (15) | −0.0045 (15) |
C16 | 0.044 (2) | 0.057 (2) | 0.0433 (19) | −0.0055 (16) | −0.0061 (15) | −0.0148 (16) |
C17 | 0.045 (2) | 0.043 (2) | 0.063 (2) | −0.0056 (15) | −0.0133 (17) | −0.0073 (16) |
C18 | 0.0435 (19) | 0.0408 (19) | 0.0427 (18) | −0.0078 (15) | −0.0090 (15) | 0.0040 (14) |
C19 | 0.0441 (19) | 0.0384 (18) | 0.0381 (18) | −0.0060 (14) | 0.0039 (15) | −0.0037 (14) |
C20 | 0.054 (2) | 0.0337 (17) | 0.0390 (18) | −0.0116 (15) | −0.0062 (15) | −0.0015 (13) |
C21 | 0.053 (2) | 0.061 (2) | 0.0363 (18) | −0.0152 (17) | −0.0046 (15) | −0.0098 (15) |
C22 | 0.045 (2) | 0.050 (2) | 0.056 (2) | −0.0032 (16) | −0.0030 (17) | −0.0248 (17) |
C23 | 0.0397 (19) | 0.0369 (19) | 0.077 (3) | −0.0032 (15) | −0.0041 (18) | −0.0135 (17) |
C24 | 0.0396 (18) | 0.0359 (18) | 0.0500 (19) | −0.0053 (14) | −0.0033 (15) | 0.0006 (14) |
N1 | 0.079 (2) | 0.0415 (18) | 0.058 (2) | −0.0054 (16) | −0.0001 (17) | 0.0026 (16) |
N2 | 0.065 (2) | 0.086 (3) | 0.050 (2) | −0.033 (2) | 0.0087 (17) | −0.0200 (19) |
N3 | 0.070 (2) | 0.056 (2) | 0.066 (2) | −0.0097 (17) | −0.0181 (18) | 0.0185 (16) |
N4 | 0.064 (2) | 0.056 (2) | 0.0468 (19) | −0.0066 (17) | −0.0030 (17) | 0.0045 (15) |
N5 | 0.063 (2) | 0.087 (3) | 0.081 (3) | 0.004 (2) | −0.010 (2) | −0.050 (2) |
N6 | 0.065 (2) | 0.0358 (17) | 0.060 (2) | −0.0088 (14) | 0.0048 (16) | 0.0021 (14) |
N7 | 0.067 (2) | 0.0476 (18) | 0.0481 (18) | −0.0152 (16) | 0.0061 (17) | −0.0005 (15) |
N8 | 0.073 (2) | 0.071 (3) | 0.063 (2) | −0.0084 (19) | −0.0114 (18) | −0.0276 (19) |
N9 | 0.061 (2) | 0.047 (2) | 0.064 (2) | −0.0094 (16) | −0.0138 (17) | 0.0093 (15) |
N10 | 0.093 (2) | 0.0445 (18) | 0.0405 (17) | −0.0176 (17) | −0.0209 (17) | −0.0016 (14) |
N11 | 0.064 (2) | 0.085 (3) | 0.086 (3) | −0.001 (2) | −0.004 (2) | −0.050 (2) |
N12 | 0.0533 (19) | 0.0396 (19) | 0.075 (2) | −0.0043 (15) | 0.0009 (18) | 0.0111 (16) |
N13 | 0.088 (2) | 0.0463 (18) | 0.0423 (16) | −0.0075 (16) | 0.0030 (16) | −0.0064 (12) |
N14 | 0.067 (2) | 0.0435 (17) | 0.0499 (17) | −0.0116 (14) | 0.0012 (14) | −0.0045 (12) |
N15 | 0.073 (2) | 0.068 (2) | 0.0593 (19) | −0.0209 (17) | −0.0172 (16) | −0.0031 (15) |
N16 | 0.0639 (19) | 0.0466 (17) | 0.0509 (17) | −0.0057 (14) | 0.0092 (14) | 0.0015 (13) |
N17 | 0.070 (2) | 0.0436 (16) | 0.0353 (15) | −0.0132 (14) | −0.0011 (13) | 0.0006 (11) |
N18 | 0.073 (2) | 0.061 (2) | 0.063 (2) | 0.0058 (17) | −0.0051 (17) | −0.0114 (15) |
N19 | 0.077 (2) | 0.0339 (15) | 0.0391 (15) | −0.0078 (14) | 0.0019 (14) | −0.0055 (11) |
N20 | 0.0578 (17) | 0.0433 (16) | 0.0368 (14) | −0.0120 (13) | −0.0032 (13) | −0.0003 (11) |
O1 | 0.0689 (16) | 0.0564 (15) | 0.0384 (13) | −0.0067 (12) | 0.0000 (11) | −0.0034 (10) |
O2 | 0.192 (4) | 0.0504 (18) | 0.066 (2) | −0.022 (2) | 0.004 (2) | −0.0123 (14) |
O3 | 0.120 (3) | 0.0537 (18) | 0.092 (2) | 0.0121 (17) | −0.0277 (19) | 0.0138 (15) |
O4 | 0.140 (3) | 0.127 (3) | 0.0391 (17) | −0.024 (2) | 0.0037 (18) | −0.0084 (17) |
O5 | 0.108 (3) | 0.086 (2) | 0.090 (2) | −0.0199 (19) | 0.0206 (19) | −0.0464 (18) |
O6 | 0.212 (5) | 0.079 (3) | 0.132 (3) | −0.070 (3) | −0.070 (3) | 0.049 (2) |
O7 | 0.097 (2) | 0.083 (2) | 0.0537 (17) | 0.0116 (17) | −0.0076 (16) | 0.0161 (14) |
O8 | 0.0726 (16) | 0.0385 (13) | 0.0401 (12) | −0.0064 (11) | −0.0041 (11) | −0.0075 (10) |
O11 | 0.141 (3) | 0.120 (3) | 0.069 (2) | 0.014 (2) | −0.013 (2) | −0.054 (2) |
O12 | 0.127 (3) | 0.081 (3) | 0.128 (3) | −0.020 (2) | 0.005 (2) | −0.065 (2) |
O13 | 0.154 (3) | 0.059 (2) | 0.096 (2) | −0.049 (2) | 0.011 (2) | 0.0092 (16) |
O14 | 0.134 (3) | 0.0611 (18) | 0.0525 (16) | −0.0248 (17) | −0.0230 (17) | 0.0080 (13) |
O15 | 0.093 (2) | 0.0474 (15) | 0.0407 (14) | −0.0062 (13) | −0.0027 (13) | −0.0032 (11) |
O18 | 0.122 (3) | 0.096 (2) | 0.0550 (18) | −0.021 (2) | 0.0041 (18) | −0.0303 (16) |
O19 | 0.142 (3) | 0.060 (2) | 0.090 (2) | −0.0086 (19) | −0.008 (2) | −0.0346 (16) |
O20 | 0.147 (3) | 0.058 (2) | 0.090 (2) | −0.042 (2) | −0.010 (2) | 0.0167 (15) |
O22 | 0.106 (2) | 0.0410 (14) | 0.0383 (13) | 0.0011 (13) | −0.0009 (13) | −0.0049 (10) |
O23 | 0.121 (3) | 0.0482 (16) | 0.0644 (18) | 0.0143 (16) | −0.0160 (17) | −0.0048 (13) |
O24 | 0.156 (3) | 0.0630 (19) | 0.0561 (17) | −0.0479 (19) | −0.0056 (18) | 0.0152 (13) |
O25 | 0.172 (4) | 0.129 (3) | 0.066 (2) | 0.008 (3) | −0.005 (2) | −0.050 (2) |
O26 | 0.085 (2) | 0.077 (2) | 0.144 (3) | 0.0085 (18) | −0.008 (2) | −0.070 (2) |
O27 | 0.209 (4) | 0.045 (2) | 0.108 (3) | 0.004 (2) | 0.012 (3) | 0.0240 (16) |
O28 | 0.075 (5) | 0.074 (4) | 0.053 (3) | −0.026 (5) | −0.017 (4) | 0.011 (3) |
O29 | 0.0680 (18) | 0.0778 (19) | 0.0437 (15) | −0.0149 (15) | −0.0012 (13) | −0.0038 (13) |
O30 | 0.095 (2) | 0.0438 (17) | 0.094 (2) | −0.0102 (16) | 0.0159 (18) | −0.0063 (14) |
O31 | 0.081 (2) | 0.083 (2) | 0.0687 (19) | 0.0174 (16) | −0.0022 (17) | −0.0092 (16) |
O9 | 0.157 (6) | 0.060 (4) | 0.073 (4) | 0.002 (5) | 0.026 (5) | 0.001 (3) |
O10 | 0.134 (6) | 0.089 (4) | 0.053 (3) | −0.016 (4) | −0.020 (4) | 0.019 (3) |
O16 | 0.097 (5) | 0.052 (3) | 0.071 (3) | 0.005 (3) | 0.025 (3) | 0.004 (2) |
O17 | 0.090 (4) | 0.053 (3) | 0.059 (3) | −0.018 (3) | −0.014 (3) | 0.014 (2) |
O21 | 0.082 (5) | 0.073 (4) | 0.043 (3) | −0.013 (5) | 0.001 (4) | 0.004 (3) |
O9' | 0.106 (5) | 0.050 (4) | 0.080 (4) | −0.030 (4) | −0.028 (4) | 0.006 (3) |
O10' | 0.109 (5) | 0.079 (4) | 0.097 (5) | −0.016 (4) | 0.031 (4) | 0.022 (4) |
O16' | 0.098 (5) | 0.046 (3) | 0.059 (4) | −0.025 (3) | 0.008 (3) | −0.014 (3) |
O17' | 0.096 (5) | 0.057 (4) | 0.072 (4) | −0.033 (4) | 0.020 (4) | 0.004 (3) |
O21' | 0.093 (7) | 0.059 (4) | 0.053 (4) | −0.013 (5) | −0.013 (6) | 0.012 (3) |
O28' | 0.105 (7) | 0.066 (4) | 0.062 (4) | −0.016 (6) | −0.007 (6) | 0.019 (3) |
Geometric parameters (Å, º) top
Zn1—N16 | 1.995 (3) | N2—O5 | 1.228 (4) |
Zn1—N15 | 1.998 (3) | N3—O6 | 1.206 (4) |
Zn1—N14 | 2.001 (3) | N3—O7 | 1.221 (4) |
Zn1—N13 | 2.002 (3) | N4—O9' | 1.177 (9) |
Zn2—N20 | 2.000 (3) | N4—O10' | 1.189 (8) |
Zn2—N17 | 2.007 (3) | N4—O9 | 1.214 (8) |
Zn2—N19 | 2.019 (3) | N4—O10 | 1.242 (6) |
Zn2—N18 | 2.035 (3) | N5—O12 | 1.213 (5) |
C1—O1 | 1.241 (3) | N5—O11 | 1.222 (5) |
C1—C6 | 1.445 (4) | N6—O14 | 1.201 (4) |
C1—C2 | 1.454 (4) | N6—O13 | 1.213 (4) |
C2—C3 | 1.371 (4) | N7—O16 | 1.181 (6) |
C2—N1 | 1.438 (4) | N7—O17' | 1.190 (7) |
C3—C4 | 1.371 (4) | N7—O17 | 1.255 (6) |
C3—H3 | 0.9300 | N7—O16' | 1.294 (6) |
C4—C5 | 1.382 (5) | N8—O19 | 1.219 (4) |
C4—N2 | 1.446 (4) | N8—O18 | 1.238 (4) |
C5—C6 | 1.356 (4) | N9—O20 | 1.211 (4) |
C5—H5 | 0.9300 | N9—O21 | 1.234 (11) |
C6—N3 | 1.460 (4) | N9—O21' | 1.238 (14) |
C7—O8 | 1.254 (3) | N10—O23 | 1.212 (4) |
C7—C8 | 1.441 (4) | N10—O24 | 1.221 (4) |
C7—C12 | 1.443 (4) | N11—O25 | 1.212 (5) |
C8—C9 | 1.368 (4) | N11—O26 | 1.221 (5) |
C8—N4 | 1.444 (4) | N12—O28 | 1.194 (12) |
C9—C10 | 1.375 (5) | N12—O27 | 1.212 (4) |
C9—H9 | 0.9300 | N12—O28' | 1.232 (15) |
C10—C11 | 1.365 (5) | N13—H13A | 0.8900 |
C10—N5 | 1.460 (4) | N13—H13B | 0.8900 |
C11—C12 | 1.375 (4) | N13—H13C | 0.8900 |
C11—H11 | 0.9300 | N14—H14A | 0.8900 |
C12—N6 | 1.451 (4) | N14—H14B | 0.8900 |
C13—O15 | 1.231 (3) | N14—H14C | 0.8900 |
C13—C18 | 1.452 (4) | N15—H15A | 0.8900 |
C13—C14 | 1.453 (4) | N15—H15B | 0.8900 |
C14—C15 | 1.362 (4) | N15—H15C | 0.8900 |
C14—N7 | 1.456 (4) | N16—H16A | 0.8900 |
C15—C16 | 1.375 (5) | N16—H16B | 0.8900 |
C15—H15 | 0.9300 | N16—H16C | 0.8900 |
C16—C17 | 1.384 (5) | N17—H17A | 0.8900 |
C16—N8 | 1.456 (4) | N17—H17B | 0.8900 |
C17—C18 | 1.370 (4) | N17—H17C | 0.8900 |
C17—H17 | 0.9301 | N18—H18A | 0.8900 |
C18—N9 | 1.451 (4) | N18—H18B | 0.8900 |
C19—O22 | 1.237 (3) | N18—H18C | 0.8900 |
C19—C24 | 1.444 (4) | N19—H19A | 0.8900 |
C19—C20 | 1.450 (4) | N19—H19B | 0.8900 |
C20—C21 | 1.365 (4) | N19—H19C | 0.8900 |
C20—N10 | 1.448 (4) | N20—H20A | 0.8900 |
C21—C22 | 1.366 (5) | N20—H20B | 0.8900 |
C21—H21 | 0.9300 | N20—H20C | 0.8900 |
C22—C23 | 1.364 (5) | O28—O28' | 0.631 (12) |
C22—N11 | 1.459 (4) | O29—H29A | 0.834 (10) |
C23—C24 | 1.376 (4) | O29—H29B | 0.836 (10) |
C23—H23 | 0.9301 | O30—H30A | 0.822 (10) |
C24—N12 | 1.448 (4) | O30—H30B | 0.832 (10) |
N1—O2 | 1.214 (4) | O31—H31A | 0.844 (10) |
N1—O3 | 1.220 (4) | O31—H31B | 0.835 (10) |
N2—O4 | 1.212 (4) | O9'—O10' | 1.784 (14) |
| | | |
N16—Zn1—N15 | 107.82 (13) | O10'—N4—O9 | 116.2 (6) |
N16—Zn1—N14 | 112.27 (12) | O9'—N4—O10 | 124.3 (6) |
N15—Zn1—N14 | 109.12 (12) | O9—N4—O10 | 108.0 (6) |
N16—Zn1—N13 | 109.94 (11) | O9'—N4—C8 | 121.5 (5) |
N15—Zn1—N13 | 108.79 (13) | O10'—N4—C8 | 121.3 (5) |
N14—Zn1—N13 | 108.83 (11) | O9—N4—C8 | 122.2 (5) |
N20—Zn2—N17 | 116.70 (10) | O10—N4—C8 | 114.2 (4) |
N20—Zn2—N19 | 104.57 (10) | O12—N5—O11 | 123.7 (4) |
N17—Zn2—N19 | 110.77 (12) | O12—N5—C10 | 118.4 (4) |
N20—Zn2—N18 | 111.62 (12) | O11—N5—C10 | 117.8 (4) |
N17—Zn2—N18 | 106.30 (12) | O14—N6—O13 | 121.2 (3) |
N19—Zn2—N18 | 106.50 (12) | O14—N6—C12 | 119.9 (3) |
O1—C1—C6 | 123.8 (3) | O13—N6—C12 | 118.9 (3) |
O1—C1—C2 | 124.8 (3) | O16—N7—O17' | 128.6 (5) |
C6—C1—C2 | 111.3 (3) | O16—N7—O17 | 102.9 (5) |
C3—C2—N1 | 117.1 (3) | O17'—N7—O16' | 104.1 (6) |
C3—C2—C1 | 123.7 (3) | O17—N7—O16' | 117.5 (5) |
N1—C2—C1 | 119.2 (3) | O16—N7—C14 | 117.4 (4) |
C2—C3—C4 | 119.7 (3) | O17'—N7—C14 | 113.9 (5) |
C2—C3—H3 | 120.1 | O17—N7—C14 | 122.9 (4) |
C4—C3—H3 | 120.2 | O16'—N7—C14 | 118.8 (4) |
C3—C4—C5 | 121.1 (3) | O19—N8—O18 | 123.5 (3) |
C3—C4—N2 | 119.6 (3) | O19—N8—C16 | 118.3 (4) |
C5—C4—N2 | 119.2 (3) | O18—N8—C16 | 118.2 (4) |
C6—C5—C4 | 119.0 (3) | O20—N9—O21 | 116.9 (6) |
C6—C5—H5 | 120.5 | O20—N9—O21' | 123.3 (6) |
C4—C5—H5 | 120.6 | O20—N9—C18 | 119.2 (3) |
C5—C6—C1 | 125.2 (3) | O21—N9—C18 | 121.6 (6) |
C5—C6—N3 | 116.6 (3) | O21'—N9—C18 | 115.3 (6) |
C1—C6—N3 | 118.1 (3) | O23—N10—O24 | 122.7 (3) |
O8—C7—C8 | 124.1 (3) | O23—N10—C20 | 118.8 (3) |
O8—C7—C12 | 123.9 (3) | O24—N10—C20 | 118.5 (3) |
C8—C7—C12 | 111.9 (2) | O25—N11—O26 | 124.8 (4) |
C9—C8—C7 | 124.3 (3) | O25—N11—C22 | 118.1 (4) |
C9—C8—N4 | 116.4 (3) | O26—N11—C22 | 117.1 (4) |
C7—C8—N4 | 119.3 (3) | O28—N12—O27 | 120.8 (6) |
C8—C9—C10 | 118.9 (3) | O27—N12—O28' | 117.8 (7) |
C8—C9—H9 | 120.5 | O28—N12—C24 | 120.2 (6) |
C10—C9—H9 | 120.6 | O27—N12—C24 | 118.0 (3) |
C11—C10—C9 | 121.8 (3) | O28'—N12—C24 | 120.0 (7) |
C11—C10—N5 | 118.6 (4) | Zn1—N13—H13A | 109.5 |
C9—C10—N5 | 119.6 (4) | Zn1—N13—H13B | 109.5 |
C10—C11—C12 | 119.1 (3) | H13A—N13—H13B | 109.5 |
C10—C11—H11 | 120.4 | Zn1—N13—H13C | 109.5 |
C12—C11—H11 | 120.5 | H13A—N13—H13C | 109.5 |
C11—C12—C7 | 123.9 (3) | H13B—N13—H13C | 109.5 |
C11—C12—N6 | 116.5 (3) | Zn1—N14—H14A | 109.5 |
C7—C12—N6 | 119.6 (3) | Zn1—N14—H14B | 109.5 |
O15—C13—C18 | 124.6 (3) | H14A—N14—H14B | 109.5 |
O15—C13—C14 | 124.3 (3) | Zn1—N14—H14C | 109.5 |
C18—C13—C14 | 111.1 (3) | H14A—N14—H14C | 109.5 |
C15—C14—C13 | 124.8 (3) | H14B—N14—H14C | 109.5 |
C15—C14—N7 | 116.6 (3) | Zn1—N15—H15A | 109.5 |
C13—C14—N7 | 118.6 (3) | Zn1—N15—H15B | 109.5 |
C14—C15—C16 | 119.1 (3) | H15A—N15—H15B | 109.5 |
C14—C15—H15 | 120.5 | Zn1—N15—H15C | 109.5 |
C16—C15—H15 | 120.4 | H15A—N15—H15C | 109.5 |
C15—C16—C17 | 121.7 (3) | H15B—N15—H15C | 109.5 |
C15—C16—N8 | 119.6 (3) | Zn1—N16—H16A | 109.5 |
C17—C16—N8 | 118.8 (3) | Zn1—N16—H16B | 109.5 |
C18—C17—C16 | 118.6 (3) | H16A—N16—H16B | 109.5 |
C18—C17—H17 | 120.8 | Zn1—N16—H16C | 109.5 |
C16—C17—H17 | 120.6 | H16A—N16—H16C | 109.5 |
C17—C18—N9 | 116.1 (3) | H16B—N16—H16C | 109.5 |
C17—C18—C13 | 124.7 (3) | Zn2—N17—H17A | 109.5 |
N9—C18—C13 | 119.3 (3) | Zn2—N17—H17B | 109.5 |
O22—C19—C24 | 125.1 (3) | H17A—N17—H17B | 109.5 |
O22—C19—C20 | 123.5 (3) | Zn2—N17—H17C | 109.5 |
C24—C19—C20 | 111.4 (3) | H17A—N17—H17C | 109.5 |
C21—C20—N10 | 115.9 (3) | H17B—N17—H17C | 109.5 |
C21—C20—C19 | 124.7 (3) | Zn2—N18—H18A | 109.5 |
N10—C20—C19 | 119.4 (3) | Zn2—N18—H18B | 109.5 |
C20—C21—C22 | 119.0 (3) | H18A—N18—H18B | 109.5 |
C20—C21—H21 | 120.6 | Zn2—N18—H18C | 109.5 |
C22—C21—H21 | 120.4 | H18A—N18—H18C | 109.5 |
C23—C22—C21 | 121.2 (3) | H18B—N18—H18C | 109.5 |
C23—C22—N11 | 120.0 (4) | Zn2—N19—H19A | 109.5 |
C21—C22—N11 | 118.8 (4) | Zn2—N19—H19B | 109.5 |
C22—C23—C24 | 120.3 (3) | H19A—N19—H19B | 109.5 |
C22—C23—H23 | 119.9 | Zn2—N19—H19C | 109.5 |
C24—C23—H23 | 119.8 | H19A—N19—H19C | 109.5 |
C23—C24—C19 | 123.2 (3) | H19B—N19—H19C | 109.5 |
C23—C24—N12 | 117.2 (3) | Zn2—N20—H20A | 109.5 |
C19—C24—N12 | 119.6 (3) | Zn2—N20—H20B | 109.5 |
O2—N1—O3 | 122.6 (3) | H20A—N20—H20B | 109.5 |
O2—N1—C2 | 119.8 (3) | Zn2—N20—H20C | 109.5 |
O3—N1—C2 | 117.6 (3) | H20A—N20—H20C | 109.5 |
O4—N2—O5 | 123.6 (3) | H20B—N20—H20C | 109.5 |
O4—N2—C4 | 118.5 (4) | O28'—O28—N12 | 78 (2) |
O5—N2—C4 | 117.9 (4) | H29A—O29—H29B | 107 (2) |
O6—N3—O7 | 122.5 (3) | H30A—O30—H30B | 112 (2) |
O6—N3—C6 | 118.5 (3) | H31A—O31—H31B | 109 (2) |
O7—N3—C6 | 119.0 (3) | O28—O28'—N12 | 72 (2) |
O9'—N4—O10' | 97.9 (8) | | |
| | | |
O1—C1—C2—C3 | 173.7 (3) | C1—C2—N1—O3 | 155.4 (3) |
C6—C1—C2—C3 | −3.0 (4) | C3—C4—N2—O4 | 15.3 (5) |
O1—C1—C2—N1 | −4.7 (5) | C5—C4—N2—O4 | −165.3 (3) |
C6—C1—C2—N1 | 178.6 (3) | C3—C4—N2—O5 | −165.5 (3) |
N1—C2—C3—C4 | −179.1 (3) | C5—C4—N2—O5 | 13.9 (5) |
C1—C2—C3—C4 | 2.5 (5) | C5—C6—N3—O6 | 30.8 (5) |
C2—C3—C4—C5 | −0.8 (5) | C1—C6—N3—O6 | −146.1 (4) |
C2—C3—C4—N2 | 178.6 (3) | C5—C6—N3—O7 | −148.3 (3) |
C3—C4—C5—C6 | −0.1 (5) | C1—C6—N3—O7 | 34.8 (5) |
N2—C4—C5—C6 | −179.5 (3) | C9—C8—N4—O9' | −159.8 (7) |
C4—C5—C6—C1 | −0.8 (5) | C7—C8—N4—O9' | 20.8 (8) |
C4—C5—C6—N3 | −177.5 (3) | C9—C8—N4—O10' | −35.7 (8) |
O1—C1—C6—C5 | −174.6 (3) | C7—C8—N4—O10' | 144.8 (8) |
C2—C1—C6—C5 | 2.2 (5) | C9—C8—N4—O9 | 151.3 (7) |
O1—C1—C6—N3 | 2.1 (5) | C7—C8—N4—O9 | −28.2 (8) |
C2—C1—C6—N3 | 178.8 (3) | C9—C8—N4—O10 | 18.2 (7) |
O8—C7—C8—C9 | −177.5 (3) | C7—C8—N4—O10 | −161.2 (6) |
C12—C7—C8—C9 | 0.8 (4) | C11—C10—N5—O12 | 8.6 (5) |
O8—C7—C8—N4 | 1.9 (5) | C9—C10—N5—O12 | −172.3 (4) |
C12—C7—C8—N4 | −179.8 (3) | C11—C10—N5—O11 | −171.9 (4) |
C7—C8—C9—C10 | 1.4 (5) | C9—C10—N5—O11 | 7.2 (5) |
N4—C8—C9—C10 | −178.0 (3) | C11—C12—N6—O14 | 152.7 (3) |
C8—C9—C10—C11 | −1.5 (5) | C7—C12—N6—O14 | −26.1 (5) |
C8—C9—C10—N5 | 179.5 (3) | C11—C12—N6—O13 | −28.0 (5) |
C9—C10—C11—C12 | −0.8 (5) | C7—C12—N6—O13 | 153.2 (3) |
N5—C10—C11—C12 | 178.2 (3) | C15—C14—N7—O16 | 144.5 (6) |
C10—C11—C12—C7 | 3.4 (5) | C13—C14—N7—O16 | −36.2 (7) |
C10—C11—C12—N6 | −175.4 (3) | C15—C14—N7—O17' | −31.8 (7) |
O8—C7—C12—C11 | 175.1 (3) | C13—C14—N7—O17' | 147.5 (6) |
C8—C7—C12—C11 | −3.3 (4) | C15—C14—N7—O17 | 15.1 (7) |
O8—C7—C12—N6 | −6.1 (5) | C13—C14—N7—O17 | −165.7 (5) |
C8—C7—C12—N6 | 175.5 (3) | C15—C14—N7—O16' | −155.0 (5) |
O15—C13—C14—C15 | −179.2 (3) | C13—C14—N7—O16' | 24.2 (6) |
C18—C13—C14—C15 | 0.0 (4) | C15—C16—N8—O19 | −177.7 (3) |
O15—C13—C14—N7 | 1.6 (5) | C17—C16—N8—O19 | 2.9 (5) |
C18—C13—C14—N7 | −179.1 (3) | C15—C16—N8—O18 | 2.4 (5) |
C13—C14—C15—C16 | 0.8 (5) | C17—C16—N8—O18 | −177.1 (3) |
N7—C14—C15—C16 | 180.0 (3) | C17—C18—N9—O20 | −20.1 (5) |
C14—C15—C16—C17 | 0.0 (5) | C13—C18—N9—O20 | 158.7 (3) |
C14—C15—C16—N8 | −179.4 (3) | C17—C18—N9—O21 | 177.6 (6) |
C15—C16—C17—C18 | −1.7 (5) | C13—C18—N9—O21 | −3.6 (7) |
N8—C16—C17—C18 | 177.8 (3) | C17—C18—N9—O21' | 143.6 (6) |
C16—C17—C18—N9 | −178.6 (3) | C13—C18—N9—O21' | −37.5 (7) |
C16—C17—C18—C13 | 2.7 (5) | C21—C20—N10—O23 | −145.4 (3) |
O15—C13—C18—C17 | 177.4 (3) | C19—C20—N10—O23 | 35.4 (5) |
C14—C13—C18—C17 | −1.8 (4) | C21—C20—N10—O24 | 33.7 (4) |
O15—C13—C18—N9 | −1.3 (5) | C19—C20—N10—O24 | −145.5 (3) |
C14—C13—C18—N9 | 179.5 (3) | C23—C22—N11—O25 | 179.1 (4) |
O22—C19—C20—C21 | −174.2 (3) | C21—C22—N11—O25 | −1.2 (6) |
C24—C19—C20—C21 | 3.8 (5) | C23—C22—N11—O26 | −1.3 (5) |
O22—C19—C20—N10 | 4.9 (5) | C21—C22—N11—O26 | 178.4 (3) |
C24—C19—C20—N10 | −177.0 (3) | C23—C24—N12—O28 | −152.2 (6) |
N10—C20—C21—C22 | 176.1 (3) | C19—C24—N12—O28 | 27.9 (7) |
C19—C20—C21—C22 | −4.7 (5) | C23—C24—N12—O27 | 16.5 (5) |
C20—C21—C22—C23 | 2.4 (5) | C19—C24—N12—O27 | −163.4 (4) |
C20—C21—C22—N11 | −177.3 (3) | C23—C24—N12—O28' | 172.8 (7) |
C21—C22—C23—C24 | 0.3 (5) | C19—C24—N12—O28' | −7.0 (8) |
N11—C22—C23—C24 | 180.0 (3) | O27—N12—O28—O28' | 93 (2) |
C22—C23—C24—C19 | −0.9 (5) | C24—N12—O28—O28' | −99 (2) |
C22—C23—C24—N12 | 179.2 (3) | O9—N4—O9'—O10' | −121.2 (11) |
O22—C19—C24—C23 | 177.1 (3) | O10—N4—O9'—O10' | −43.4 (7) |
C20—C19—C24—C23 | −1.0 (4) | C8—N4—O9'—O10' | 134.4 (8) |
O22—C19—C24—N12 | −3.1 (5) | O9—N4—O10'—O9' | 38.9 (6) |
C20—C19—C24—N12 | 178.9 (3) | O10—N4—O10'—O9' | 130.1 (9) |
C3—C2—N1—O2 | 156.1 (4) | C8—N4—O10'—O9' | −134.5 (8) |
C1—C2—N1—O2 | −25.4 (5) | O27—N12—O28'—O28 | −104 (2) |
C3—C2—N1—O3 | −23.1 (5) | C24—N12—O28'—O28 | 99 (2) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O29—H29A···O15 | 0.83 (1) | 2.06 (2) | 2.814 (4) | 150 (3) |
O29—H29A···O21′ | 0.83 (1) | 2.31 (3) | 2.946 (14) | 133 (3) |
O29—H29A···O21 | 0.83 (1) | 2.38 (2) | 3.039 (12) | 137 (3) |
O30—H30A···O10′ | 0.82 (1) | 2.26 (2) | 2.944 (9) | 141 (3) |
O30—H30A···O9′ | 0.82 (1) | 2.40 (1) | 3.220 (9) | 173 (3) |
O30—H30A···O9 | 0.82 (1) | 2.63 (2) | 3.403 (9) | 158 (3) |
O31—H31A···O1i | 0.84 (1) | 2.04 (2) | 2.829 (3) | 156 (3) |
O31—H31A···O2i | 0.84 (1) | 2.58 (3) | 3.095 (4) | 120 (3) |
O29—H29B···O8ii | 0.84 (1) | 2.14 (2) | 2.932 (4) | 159 (3) |
O30—H30B···O8iii | 0.83 (1) | 2.00 (1) | 2.813 (4) | 167 (3) |
O30—H30B···O9iii | 0.83 (1) | 2.39 (3) | 2.861 (8) | 117 (2) |
O30—H30B···O9′iii | 0.83 (1) | 2.63 (3) | 3.172 (11) | 125 (2) |
O31—H31B···O14 | 0.84 (1) | 2.16 (2) | 2.967 (4) | 162 (3) |
N13—H13A···O16′iv | 0.89 | 2.58 | 3.137 (7) | 122 |
N13—H13B···O15 | 0.89 | 2.26 | 3.065 (4) | 151 |
N13—H13B···O16 | 0.89 | 2.66 | 3.106 (6) | 112 |
N13—H13C···O30iv | 0.89 | 2.41 | 3.233 (5) | 153 |
N14—H14A···O29 | 0.89 | 2.31 | 3.043 (4) | 140 |
N14—H14B···O8 | 0.89 | 2.21 | 3.067 (4) | 160 |
N14—H14B···O14 | 0.89 | 2.43 | 3.032 (4) | 126 |
N14—H14C···O7i | 0.89 | 2.39 | 3.116 (4) | 139 |
N14—H14C···O1i | 0.89 | 2.41 | 3.207 (4) | 148 |
N15—H15A···O26iv | 0.89 | 2.35 | 2.976 (4) | 128 |
N15—H15A···O5iv | 0.89 | 2.64 | 3.459 (4) | 153 |
N15—H15B···O30iv | 0.89 | 2.19 | 3.052 (4) | 163 |
N15—H15C···O28′v | 0.89 | 2.33 | 3.177 (13) | 158 |
N15—H15C···O28v | 0.89 | 2.49 | 3.260 (12) | 145 |
N16—H16A···O6i | 0.89 | 2.49 | 3.370 (5) | 170 |
N16—H16A···O7i | 0.89 | 2.55 | 3.162 (4) | 126 |
N16—H16A···O26iii | 0.89 | 2.58 | 3.049 (4) | 114 |
N16—H16B···O30iii | 0.89 | 2.31 | 3.154 (5) | 158 |
N16—H16C···O17′iv | 0.89 | 2.26 | 3.045 (8) | 147 |
N16—H16C···O10iii | 0.89 | 2.49 | 2.935 (7) | 112 |
N16—H16C···O17iv | 0.89 | 2.54 | 3.263 (8) | 139 |
N17—H17A···O21′ | 0.89 | 2.25 | 3.050 (12) | 150 |
N17—H17A···O21 | 0.89 | 2.33 | 3.202 (11) | 165 |
N17—H17B···O24vi | 0.89 | 2.26 | 2.993 (4) | 139 |
N17—H17C···O12vi | 0.89 | 2.48 | 3.281 (4) | 149 |
N17—H17C···O11vi | 0.89 | 2.62 | 3.293 (4) | 133 |
N18—H18A···O19vii | 0.89 | 2.40 | 3.184 (4) | 147 |
N18—H18B···O3vii | 0.89 | 2.60 | 3.328 (5) | 139 |
N18—H18C···O31ii | 0.89 | 2.31 | 3.196 (5) | 180 |
N19—H19A···O22v | 0.89 | 2.06 | 2.903 (3) | 158 |
N19—H19A···O23v | 0.89 | 2.48 | 3.119 (4) | 129 |
N19—H19B···O3vii | 0.89 | 2.25 | 3.072 (4) | 154 |
N20—H20A···O29 | 0.89 | 2.19 | 3.049 (4) | 162 |
N20—H20B···O1v | 0.89 | 2.26 | 3.103 (4) | 158 |
N20—H20C···O22v | 0.89 | 2.28 | 3.062 (3) | 146 |
N20—H20C···O28′v | 0.89 | 2.41 | 3.133 (14) | 139 |
Symmetry codes: (i) x−1, y, z+1; (ii) x+1, y, z; (iii) −x, −y+1, −z+1; (iv) −x+1, −y+1, −z+1; (v) x, y, z+1; (vi) −x+1, −y, −z+1; (vii) −x+2, −y, −z+1. |