In the title compound, {[Co(C
9H
6O
4)(H
2O)]·0.5C
16H
20N
4·0.5H
2O}
n, two-dimensional coordination polymer slabs are held together in the three-dimensional crystal structure by means of O—H

N hydrogen bonding between bound water molecules and pyridyl N atoms of cocrystallized 1,4-bis(pyridin-4-ylmethyl)piperazine molecules.
Supporting information
CCDC reference: 1946425
Key indicators
Structure: I
- Single-crystal X-ray study
- T = 173 K
- Mean
(C-C) = 0.005 Å
- Disorder in solvent or counterion
- R factor = 0.041
- wR factor = 0.113
- Data-to-parameter ratio = 12.7
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT420_ALERT_2_B D-H Bond Without Acceptor O1W --H1WB . Please Check
Alert level C
PLAT042_ALERT_1_C Calc. and Reported MoietyFormula Strings Differ Please Check
PLAT260_ALERT_2_C Large Average Ueq of Residue Including O1W 0.131 Check
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 35 Report
PLAT975_ALERT_2_C Check Calcd Resid. Dens. 0.93Ang From O4 . 0.40 eA-3
PLAT976_ALERT_2_C Check Calcd Resid. Dens. 0.56Ang From O1W . -0.64 eA-3
PLAT976_ALERT_2_C Check Calcd Resid. Dens. 0.59Ang From O1W . -0.49 eA-3
Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 5 Note
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension 2 Info
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms .............. 2 Report
PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT Unusually Large 5.85 Why ?
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records 3 Report
PLAT300_ALERT_4_G Atom Site Occupancy of O1W Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H1WA Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H1WB Constrained at 0.5 Check
PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd 3 ) 100% Note
PLAT415_ALERT_2_G Short Inter D-H..H-X H1WA ..H17B . 2.03 Ang.
x,y,z = 1_555 Check
PLAT415_ALERT_2_G Short Inter D-H..H-X H1WA ..H16B . 2.13 Ang.
1-x,1-y,2-z = 5_667 Check
PLAT415_ALERT_2_G Short Inter D-H..H-X H1WB ..H15B . 2.12 Ang.
x,1+y,z = 1_565 Check
PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 2 Note
PLAT794_ALERT_5_G Tentative Bond Valency for Co1 (II) . 2.03 Info
PLAT802_ALERT_4_G CIF Input Record(s) with more than 80 Characters 6 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 3 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min). 1 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 2 Note
PLAT941_ALERT_3_G Average HKL Measurement Multiplicity ........... 2.8 Low
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 1 Info
0 ALERT level A = Most likely a serious problem - resolve or explain
1 ALERT level B = A potentially serious problem, consider carefully
6 ALERT level C = Check. Ensure it is not caused by an omission or oversight
20 ALERT level G = General information/check it is not something unexpected
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
11 ALERT type 2 Indicator that the structure model may be wrong or deficient
4 ALERT type 3 Indicator that the structure quality may be low
8 ALERT type 4 Improvement, methodology, query or suggestion
3 ALERT type 5 Informative message, check
Data collection: COSMO (Bruker, 2009); cell refinement: SAINT (Bruker, 2014); data reduction: SAINT (Bruker, 2014); program(s) used to solve structure: SHELXT (Sheldrick, 2015); program(s) used to refine structure: SHELXL (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).
Poly[[(µ-aqua)[µ
4-4-(carboxylatomethyl)benzoato]cobalt(II)]
hemi[1,4-bis(pyridin-4-ylmethyl)piperazine] hemihydrate]
top
Crystal data top
[Co(C9H6O4)(H2O)]·0.5C16H20N4·0.5H2O | F(000) = 1648 |
Mr = 796.54 | Dx = 1.559 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 27.036 (6) Å | Cell parameters from 3416 reflections |
b = 6.3093 (13) Å | θ = 2.1–25.4° |
c = 20.653 (5) Å | µ = 1.05 mm−1 |
β = 105.536 (6)° | T = 173 K |
V = 3394.2 (13) Å3 | Block, pink |
Z = 4 | 0.27 × 0.14 × 0.09 mm |
Data collection top
Bruker APEXII CCD diffractometer | 3089 independent reflections |
Radiation source: sealed tube | 2334 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.044 |
Detector resolution: 8.36 pixels mm-1 | θmax = 25.4°, θmin = 2.1° |
ω scans | h = −31→32 |
Absorption correction: multi-scan (SADABS; Bruker, 2014) | k = −7→7 |
Tmin = 0.669, Tmax = 0.745 | l = −24→24 |
8691 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.041 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.113 | w = 1/[σ2(Fo2) + (0.0475P)2 + 5.8489P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max = 0.002 |
3089 reflections | Δρmax = 0.65 e Å−3 |
243 parameters | Δρmin = −0.66 e Å−3 |
3 restraints | |
Special details top
Experimental. Data was collected using a BRUKER CCD (charge coupled device) based
diffractometer equipped with an Oxford low-temperature apparatus operating at
173 K. A suitable crystal was chosen and mounted on a nylon loop using
Paratone oil. Data were measured using omega scans of 0.5° per frame
for 30 s. The total number of images were based on
results from the program COSMO where redundancy was expected to be 4 and
completeness to 0.83Å to 100%. Cell parameters were
retrieved using APEX II software and refined using SAINT on all observed
reflections.Data reduction was performed using the SAINT software which
corrects for Lp. Scaling and absorption corrections were applied using SADABS6
multi-scan technique, supplied by George Sheldrick. The structure was solved
by the direct method using the SHELXT program and refined by least squares
method on F2, SHELXL, incorporated in OLEX2. |
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. |
Refinement. The structure was refined by Least Squares using version 2018/3
of XL (Sheldrick, 2015) incorporated in Olex2 (Dolomanov et al., 2009).
All non-hydrogen atoms were refined anisotropically.
Hydrogen atom positions were calculated geometrically and refined using the
riding model, except for the Hydrogen atom on the nitrogen atom which was found
by difference Fourier methods and refined isotropically. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Co1 | 0.74834 (2) | 0.12245 (6) | 0.74217 (2) | 0.01613 (16) | |
O1 | 0.77518 (9) | 0.2010 (3) | 0.66350 (10) | 0.0218 (5) | |
O2 | 0.77731 (9) | 0.5545 (3) | 0.67641 (10) | 0.0214 (5) | |
O3 | 0.84413 (9) | 0.8638 (3) | 0.37647 (11) | 0.0251 (6) | |
O4 | 0.79387 (8) | 0.6398 (3) | 0.30472 (10) | 0.0177 (5) | |
O5 | 0.69426 (9) | 0.3776 (3) | 0.72357 (11) | 0.0176 (5) | |
N1 | 0.61639 (12) | 0.3261 (5) | 0.77903 (15) | 0.0320 (7) | |
N2 | 0.50168 (11) | 0.4195 (5) | 0.93570 (14) | 0.0300 (7) | |
C1 | 0.78312 (12) | 0.3868 (5) | 0.64604 (14) | 0.0174 (7) | |
C2 | 0.80076 (12) | 0.4150 (5) | 0.58368 (15) | 0.0200 (7) | |
C3 | 0.80611 (13) | 0.6162 (5) | 0.56001 (16) | 0.0222 (7) | |
H3 | 0.799069 | 0.736233 | 0.583858 | 0.027* | |
C4 | 0.82169 (14) | 0.6449 (5) | 0.50162 (16) | 0.0272 (8) | |
H4 | 0.824641 | 0.784229 | 0.485601 | 0.033* | |
C5 | 0.83291 (12) | 0.4727 (5) | 0.46672 (14) | 0.0185 (7) | |
C6 | 0.82768 (13) | 0.2713 (5) | 0.49056 (16) | 0.0255 (8) | |
H6 | 0.835191 | 0.151654 | 0.466903 | 0.031* | |
C7 | 0.81175 (13) | 0.2408 (5) | 0.54812 (16) | 0.0251 (8) | |
H7 | 0.808268 | 0.101157 | 0.563545 | 0.030* | |
C8 | 0.85144 (13) | 0.4970 (5) | 0.40366 (14) | 0.0202 (7) | |
H8A | 0.889229 | 0.513829 | 0.417283 | 0.024* | |
H8B | 0.843514 | 0.364930 | 0.377015 | 0.024* | |
C9 | 0.82837 (13) | 0.6809 (5) | 0.35940 (15) | 0.0195 (7) | |
C10 | 0.60190 (15) | 0.4890 (7) | 0.81086 (19) | 0.0395 (10) | |
H10 | 0.617359 | 0.623322 | 0.809065 | 0.047* | |
C11 | 0.56540 (16) | 0.4711 (6) | 0.8464 (2) | 0.0419 (10) | |
H11 | 0.556036 | 0.591621 | 0.867983 | 0.050* | |
C12 | 0.54265 (14) | 0.2779 (6) | 0.85029 (17) | 0.0304 (8) | |
C13 | 0.55802 (15) | 0.1093 (6) | 0.81812 (19) | 0.0355 (9) | |
H13 | 0.543538 | −0.027144 | 0.819787 | 0.043* | |
C14 | 0.59459 (15) | 0.1393 (6) | 0.78341 (19) | 0.0354 (9) | |
H14 | 0.604698 | 0.020841 | 0.761580 | 0.043* | |
C15 | 0.50169 (15) | 0.2492 (7) | 0.88805 (19) | 0.0373 (10) | |
H15A | 0.467525 | 0.242547 | 0.855163 | 0.045* | |
H15B | 0.507536 | 0.112621 | 0.912525 | 0.045* | |
C16 | 0.54563 (14) | 0.4017 (6) | 0.99510 (18) | 0.0345 (9) | |
H16A | 0.577929 | 0.403010 | 0.981173 | 0.041* | |
H16B | 0.543748 | 0.265931 | 1.018344 | 0.041* | |
C17 | 0.45449 (14) | 0.4153 (7) | 0.95746 (19) | 0.0371 (10) | |
H17A | 0.452101 | 0.279572 | 0.980461 | 0.045* | |
H17B | 0.424369 | 0.426346 | 0.917854 | 0.045* | |
O1W | 0.4535 (4) | 0.7370 (16) | 0.8420 (5) | 0.131 (4) | 0.5 |
H1WA | 0.455906 | 0.672793 | 0.879981 | 0.196* | 0.5 |
H1WB | 0.468736 | 0.858073 | 0.853331 | 0.196* | 0.5 |
H5A | 0.6813 (14) | 0.440 (6) | 0.6864 (13) | 0.044 (12)* | |
H5B | 0.6705 (14) | 0.359 (7) | 0.743 (2) | 0.072 (17)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0225 (3) | 0.0114 (2) | 0.0161 (2) | −0.00011 (18) | 0.00797 (18) | 0.00042 (16) |
O1 | 0.0344 (15) | 0.0149 (12) | 0.0194 (11) | 0.0002 (10) | 0.0130 (10) | 0.0009 (9) |
O2 | 0.0313 (14) | 0.0169 (12) | 0.0196 (11) | −0.0004 (10) | 0.0132 (10) | 0.0000 (9) |
O3 | 0.0346 (15) | 0.0200 (13) | 0.0178 (11) | −0.0065 (11) | 0.0019 (10) | 0.0005 (9) |
O4 | 0.0228 (13) | 0.0150 (12) | 0.0127 (10) | −0.0003 (9) | 0.0003 (9) | −0.0008 (8) |
O5 | 0.0221 (13) | 0.0143 (12) | 0.0168 (11) | 0.0021 (10) | 0.0061 (10) | 0.0019 (9) |
N1 | 0.0281 (19) | 0.0404 (19) | 0.0293 (16) | 0.0012 (15) | 0.0109 (14) | 0.0035 (14) |
N2 | 0.0225 (17) | 0.0423 (19) | 0.0271 (15) | −0.0019 (14) | 0.0101 (13) | −0.0023 (13) |
C1 | 0.0181 (18) | 0.0184 (17) | 0.0152 (15) | 0.0010 (14) | 0.0037 (13) | 0.0017 (13) |
C2 | 0.0214 (19) | 0.0233 (18) | 0.0160 (15) | 0.0024 (14) | 0.0059 (13) | 0.0013 (13) |
C3 | 0.034 (2) | 0.0137 (16) | 0.0223 (16) | 0.0006 (15) | 0.0127 (15) | −0.0021 (13) |
C4 | 0.045 (2) | 0.0169 (18) | 0.0232 (17) | −0.0018 (16) | 0.0160 (16) | 0.0033 (14) |
C5 | 0.0194 (18) | 0.0206 (17) | 0.0148 (14) | −0.0006 (14) | 0.0034 (13) | −0.0001 (13) |
C6 | 0.036 (2) | 0.0184 (18) | 0.0257 (17) | 0.0017 (16) | 0.0138 (16) | −0.0015 (14) |
C7 | 0.037 (2) | 0.0154 (17) | 0.0270 (17) | 0.0014 (16) | 0.0160 (16) | 0.0031 (14) |
C8 | 0.0246 (19) | 0.0197 (17) | 0.0171 (15) | 0.0014 (15) | 0.0069 (14) | 0.0028 (13) |
C9 | 0.0214 (19) | 0.0230 (18) | 0.0172 (15) | −0.0015 (14) | 0.0104 (14) | −0.0021 (13) |
C10 | 0.046 (3) | 0.035 (2) | 0.043 (2) | −0.004 (2) | 0.022 (2) | 0.0025 (19) |
C11 | 0.053 (3) | 0.034 (2) | 0.050 (2) | −0.002 (2) | 0.032 (2) | −0.006 (2) |
C12 | 0.028 (2) | 0.035 (2) | 0.0288 (18) | −0.0014 (18) | 0.0088 (16) | 0.0007 (16) |
C13 | 0.038 (2) | 0.030 (2) | 0.042 (2) | −0.0035 (18) | 0.0172 (18) | 0.0008 (17) |
C14 | 0.040 (2) | 0.034 (2) | 0.036 (2) | 0.0052 (19) | 0.0168 (18) | −0.0008 (17) |
C15 | 0.036 (2) | 0.043 (2) | 0.037 (2) | −0.005 (2) | 0.0162 (18) | −0.0036 (18) |
C16 | 0.022 (2) | 0.050 (3) | 0.033 (2) | 0.0060 (18) | 0.0099 (16) | −0.0004 (18) |
C17 | 0.020 (2) | 0.061 (3) | 0.0313 (19) | −0.0041 (19) | 0.0076 (16) | −0.0082 (18) |
O1W | 0.165 (10) | 0.120 (8) | 0.115 (8) | −0.008 (8) | 0.052 (7) | 0.013 (7) |
Geometric parameters (Å, º) top
Co1—O1 | 2.011 (2) | C5—C8 | 1.523 (4) |
Co1—O2i | 2.029 (2) | C6—H6 | 0.9500 |
Co1—O4ii | 2.094 (2) | C6—C7 | 1.382 (4) |
Co1—O4iii | 2.140 (2) | C7—H7 | 0.9500 |
Co1—O5 | 2.139 (2) | C8—H8A | 0.9900 |
Co1—O5i | 2.169 (2) | C8—H8B | 0.9900 |
O1—C1 | 1.262 (4) | C8—C9 | 1.505 (4) |
O2—C1 | 1.261 (4) | C10—H10 | 0.9500 |
O3—C9 | 1.248 (4) | C10—C11 | 1.383 (5) |
O4—C9 | 1.284 (4) | C11—H11 | 0.9500 |
O5—H5A | 0.851 (19) | C11—C12 | 1.377 (5) |
O5—H5B | 0.855 (19) | C12—C13 | 1.376 (5) |
N1—C10 | 1.334 (5) | C12—C15 | 1.526 (5) |
N1—C14 | 1.332 (5) | C13—H13 | 0.9500 |
N2—C15 | 1.457 (5) | C13—C14 | 1.381 (5) |
N2—C16 | 1.466 (5) | C14—H14 | 0.9500 |
N2—C17 | 1.462 (4) | C15—H15A | 0.9900 |
C1—C2 | 1.499 (4) | C15—H15B | 0.9900 |
C2—C3 | 1.382 (4) | C16—H16A | 0.9900 |
C2—C7 | 1.397 (4) | C16—H16B | 0.9900 |
C3—H3 | 0.9500 | C16—C17iv | 1.515 (5) |
C3—C4 | 1.392 (4) | C17—H17A | 0.9900 |
C4—H4 | 0.9500 | C17—H17B | 0.9900 |
C4—C5 | 1.382 (4) | O1W—H1WA | 0.8698 |
C5—C6 | 1.384 (5) | O1W—H1WB | 0.8699 |
| | | |
O1—Co1—O2i | 177.55 (9) | C7—C6—H6 | 119.4 |
O1—Co1—O4iii | 92.37 (9) | C2—C7—H7 | 119.9 |
O1—Co1—O4ii | 95.23 (9) | C6—C7—C2 | 120.1 (3) |
O1—Co1—O5i | 93.31 (9) | C6—C7—H7 | 119.9 |
O1—Co1—O5 | 92.67 (9) | C5—C8—H8A | 108.6 |
O2i—Co1—O4iii | 85.22 (9) | C5—C8—H8B | 108.6 |
O2i—Co1—O4ii | 87.21 (9) | H8A—C8—H8B | 107.5 |
O2i—Co1—O5 | 86.49 (9) | C9—C8—C5 | 114.8 (3) |
O2i—Co1—O5i | 87.29 (9) | C9—C8—H8A | 108.6 |
O4ii—Co1—O4iii | 170.65 (6) | C9—C8—H8B | 108.6 |
O4iii—Co1—O5i | 93.25 (8) | O3—C9—O4 | 123.2 (3) |
O4ii—Co1—O5i | 80.90 (9) | O3—C9—C8 | 119.1 (3) |
O4ii—Co1—O5 | 104.48 (9) | O4—C9—C8 | 117.7 (3) |
O5—Co1—O4iii | 80.55 (9) | N1—C10—H10 | 118.5 |
O5—Co1—O5i | 171.56 (4) | N1—C10—C11 | 122.9 (4) |
C1—O1—Co1 | 125.86 (19) | C11—C10—H10 | 118.5 |
C1—O2—Co1v | 134.8 (2) | C10—C11—H11 | 120.1 |
Co1ii—O4—Co1vi | 96.93 (8) | C12—C11—C10 | 119.8 (4) |
C9—O4—Co1ii | 138.0 (2) | C12—C11—H11 | 120.1 |
C9—O4—Co1vi | 123.7 (2) | C11—C12—C15 | 122.1 (3) |
Co1—O5—Co1v | 94.73 (9) | C13—C12—C11 | 117.3 (3) |
Co1—O5—H5A | 127 (3) | C13—C12—C15 | 120.6 (3) |
Co1v—O5—H5A | 93 (3) | C12—C13—H13 | 120.2 |
Co1v—O5—H5B | 120 (3) | C12—C13—C14 | 119.7 (4) |
Co1—O5—H5B | 112 (3) | C14—C13—H13 | 120.2 |
H5A—O5—H5B | 108 (4) | N1—C14—C13 | 123.2 (4) |
C14—N1—C10 | 117.0 (3) | N1—C14—H14 | 118.4 |
C15—N2—C16 | 111.2 (3) | C13—C14—H14 | 118.4 |
C15—N2—C17 | 110.6 (3) | N2—C15—C12 | 112.9 (3) |
C17—N2—C16 | 108.7 (3) | N2—C15—H15A | 109.0 |
O1—C1—C2 | 118.3 (3) | N2—C15—H15B | 109.0 |
O2—C1—O1 | 125.7 (3) | C12—C15—H15A | 109.0 |
O2—C1—C2 | 116.0 (3) | C12—C15—H15B | 109.0 |
C3—C2—C1 | 120.0 (3) | H15A—C15—H15B | 107.8 |
C3—C2—C7 | 118.7 (3) | N2—C16—H16A | 109.7 |
C7—C2—C1 | 121.3 (3) | N2—C16—H16B | 109.7 |
C2—C3—H3 | 119.6 | N2—C16—C17iv | 110.0 (3) |
C2—C3—C4 | 120.7 (3) | H16A—C16—H16B | 108.2 |
C4—C3—H3 | 119.6 | C17iv—C16—H16A | 109.7 |
C3—C4—H4 | 119.7 | C17iv—C16—H16B | 109.7 |
C5—C4—C3 | 120.6 (3) | N2—C17—C16iv | 109.8 (3) |
C5—C4—H4 | 119.7 | N2—C17—H17A | 109.7 |
C4—C5—C6 | 118.6 (3) | N2—C17—H17B | 109.7 |
C4—C5—C8 | 122.4 (3) | C16iv—C17—H17A | 109.7 |
C6—C5—C8 | 119.0 (3) | C16iv—C17—H17B | 109.7 |
C5—C6—H6 | 119.4 | H17A—C17—H17B | 108.2 |
C7—C6—C5 | 121.3 (3) | H1WA—O1W—H1WB | 104.5 |
| | | |
Co1—O1—C1—O2 | 2.7 (5) | C5—C6—C7—C2 | −0.3 (5) |
Co1—O1—C1—C2 | −176.9 (2) | C5—C8—C9—O3 | 76.4 (4) |
Co1v—O2—C1—O1 | −3.5 (5) | C5—C8—C9—O4 | −105.1 (3) |
Co1v—O2—C1—C2 | 176.2 (2) | C6—C5—C8—C9 | 145.6 (3) |
Co1vi—O4—C9—O3 | −11.0 (4) | C7—C2—C3—C4 | 0.6 (5) |
Co1ii—O4—C9—O3 | −174.2 (2) | C8—C5—C6—C7 | 179.0 (3) |
Co1vi—O4—C9—C8 | 170.56 (19) | C10—N1—C14—C13 | 0.8 (6) |
Co1ii—O4—C9—C8 | 7.3 (4) | C10—C11—C12—C13 | 0.3 (6) |
O1—C1—C2—C3 | 175.1 (3) | C10—C11—C12—C15 | −179.3 (4) |
O1—C1—C2—C7 | −4.5 (5) | C11—C12—C13—C14 | −0.5 (6) |
O2—C1—C2—C3 | −4.6 (5) | C11—C12—C15—N2 | −18.8 (5) |
O2—C1—C2—C7 | 175.8 (3) | C12—C13—C14—N1 | −0.1 (6) |
N1—C10—C11—C12 | 0.5 (6) | C13—C12—C15—N2 | 161.7 (3) |
C1—C2—C3—C4 | −179.0 (3) | C14—N1—C10—C11 | −1.0 (6) |
C1—C2—C7—C6 | 179.6 (3) | C15—N2—C16—C17iv | 178.2 (3) |
C2—C3—C4—C5 | −1.0 (5) | C15—N2—C17—C16iv | −177.9 (3) |
C3—C2—C7—C6 | 0.1 (5) | C15—C12—C13—C14 | 179.1 (4) |
C3—C4—C5—C6 | 0.8 (5) | C16—N2—C15—C12 | −73.7 (4) |
C3—C4—C5—C8 | −178.3 (3) | C16—N2—C17—C16iv | 59.7 (4) |
C4—C5—C6—C7 | −0.2 (5) | C17—N2—C15—C12 | 165.4 (3) |
C4—C5—C8—C9 | −35.2 (5) | C17—N2—C16—C17iv | −59.8 (4) |
Symmetry codes: (i) −x+3/2, y−1/2, −z+3/2; (ii) −x+3/2, −y+1/2, −z+1; (iii) x, −y+1, z+1/2; (iv) −x+1, −y+1, −z+2; (v) −x+3/2, y+1/2, −z+3/2; (vi) x, −y+1, z−1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C11—H11···N2 | 0.95 | 2.53 | 2.860 (5) | 101 |
O1W—H1WA···N2 | 0.87 | 2.16 | 2.847 (10) | 136 |
O5—H5A···O3vii | 0.85 (2) | 1.79 (2) | 2.619 (3) | 164 (4) |
O5—H5B···N1 | 0.86 (2) | 1.82 (2) | 2.672 (4) | 175 (5) |
Symmetry code: (vii) −x+3/2, −y+3/2, −z+1. |