Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802011613/ob6143sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802011613/ob6143Isup2.hkl |
CCDC reference: 169486
Data collection: SMART (Bruker, 1999); cell refinement: SMART; data reduction: SAINT (Bruker, 2000) and XPREP (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL.
[CuCl(NO3)(C33H39N3)] | F(000) = 1340 |
Mr = 638.67 | Dx = 1.383 Mg m−3 |
Monoclinic, Cc | Mo Kα radiation, λ = 0.71073 Å |
a = 9.7764 (10) Å | Cell parameters from 5031 reflections |
b = 28.491 (3) Å | θ = 4.7–56.5° |
c = 11.2790 (12) Å | µ = 0.84 mm−1 |
β = 102.437 (2)° | T = 93 K |
V = 3068.0 (6) Å3 | Prism, blue |
Z = 4 | 0.35 × 0.20 × 0.10 mm |
Bruker SMART 1000 CCD diffractometer | 5597 independent reflections |
Radiation source: sealed tube | 5414 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.014 |
φ and ω scans | θmax = 28.3°, θmin = 1.4° |
Absorption correction: integration (XPREP; Bruker, 1997) | h = −12→13 |
Tmin = 0.68, Tmax = 0.87 | k = −36→37 |
10947 measured reflections | l = −14→14 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.023 | H-atom parameters constrained |
wR(F2) = 0.064 | w = 1/[σ2(Fo2) + (0.0335P)2 + 1.7291P] where P = (Fo2 + 2Fc2)/3 |
S = 0.88 | (Δ/σ)max = 0.001 |
5597 reflections | Δρmax = 0.35 e Å−3 |
379 parameters | Δρmin = −0.22 e Å−3 |
2 restraints | Absolute structure: (Flack, 1983), 1798 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.011 (6) |
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. |
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.73600 (2) | 0.13864 (1) | 0.49083 (2) | 0.01610 (6) | |
N1 | 0.81315 (16) | 0.19164 (6) | 0.40219 (15) | 0.0168 (3) | |
C2 | 0.68483 (19) | 0.21137 (7) | 0.32228 (18) | 0.0199 (4) | |
H2A | 0.7115 | 0.2348 | 0.2692 | 0.024* | |
H2B | 0.6284 | 0.2267 | 0.3719 | 0.024* | |
C3 | 0.59752 (19) | 0.17305 (7) | 0.24517 (18) | 0.0204 (4) | |
H3A | 0.5087 | 0.1862 | 0.2032 | 0.025* | |
H3B | 0.6467 | 0.1619 | 0.1845 | 0.025* | |
N4 | 0.57174 (17) | 0.13337 (5) | 0.32109 (16) | 0.0197 (3) | |
C5 | 0.6019 (2) | 0.08664 (7) | 0.27555 (19) | 0.0226 (4) | |
H5A | 0.5494 | 0.0830 | 0.1927 | 0.027* | |
H5B | 0.5708 | 0.0626 | 0.3246 | 0.027* | |
C6 | 0.7579 (2) | 0.07986 (7) | 0.27910 (19) | 0.0222 (4) | |
H6A | 0.7749 | 0.0471 | 0.2643 | 0.027* | |
H6B | 0.7828 | 0.0981 | 0.2142 | 0.027* | |
N7 | 0.85058 (17) | 0.09432 (6) | 0.39781 (15) | 0.0185 (3) | |
C8 | 0.9665 (2) | 0.12482 (7) | 0.37834 (18) | 0.0199 (4) | |
H8A | 1.0149 | 0.1098 | 0.3219 | 0.024* | |
H8B | 1.0332 | 0.1294 | 0.4547 | 0.024* | |
C9 | 0.90960 (18) | 0.17208 (7) | 0.32793 (17) | 0.0183 (4) | |
H9A | 0.9866 | 0.1937 | 0.3292 | 0.022* | |
H9B | 0.8594 | 0.1684 | 0.2444 | 0.022* | |
C10 | 0.9082 (2) | 0.05282 (7) | 0.47540 (18) | 0.0227 (4) | |
H10A | 0.8364 | 0.0288 | 0.4648 | 0.027* | |
H10B | 0.9266 | 0.0625 | 0.5598 | 0.027* | |
C11 | 1.0407 (2) | 0.03107 (7) | 0.45035 (18) | 0.0227 (4) | |
C12 | 1.1706 (2) | 0.04569 (7) | 0.51966 (19) | 0.0250 (4) | |
H12A | 1.1729 | 0.0687 | 0.5786 | 0.030* | |
C13 | 1.2947 (2) | 0.02684 (7) | 0.5026 (2) | 0.0262 (4) | |
H13A | 1.3792 | 0.0370 | 0.5504 | 0.031* | |
C14 | 1.2945 (2) | −0.00735 (7) | 0.4142 (2) | 0.0264 (4) | |
C15 | 1.1656 (3) | −0.02244 (7) | 0.3460 (2) | 0.0290 (4) | |
H15A | 1.1633 | −0.0455 | 0.2873 | 0.035* | |
C16 | 1.0405 (2) | −0.00362 (7) | 0.36398 (19) | 0.0277 (4) | |
H16A | 0.9559 | −0.0144 | 0.3177 | 0.033* | |
C17 | 1.4263 (3) | −0.02772 (8) | 0.3921 (2) | 0.0318 (5) | |
H17A | 1.4205 | −0.0444 | 0.3203 | 0.038* | |
C18 | 1.5505 (2) | −0.02441 (8) | 0.4644 (2) | 0.0334 (5) | |
H18A | 1.5614 | −0.0081 | 0.5373 | 0.040* | |
H18B | 1.6276 | −0.0384 | 0.4429 | 0.040* | |
C19 | 0.88762 (19) | 0.23016 (7) | 0.48259 (18) | 0.0196 (4) | |
H19A | 0.8248 | 0.2433 | 0.5296 | 0.023* | |
H19B | 0.9129 | 0.2550 | 0.4324 | 0.023* | |
C20 | 1.01820 (19) | 0.21224 (6) | 0.56786 (18) | 0.0190 (4) | |
C21 | 1.1499 (2) | 0.21804 (7) | 0.54098 (18) | 0.0205 (4) | |
H21A | 1.1584 | 0.2353 | 0.4730 | 0.025* | |
C22 | 1.2687 (2) | 0.19839 (7) | 0.61444 (19) | 0.0223 (4) | |
H22A | 1.3552 | 0.2021 | 0.5938 | 0.027* | |
C23 | 1.2601 (2) | 0.17318 (7) | 0.71861 (19) | 0.0211 (4) | |
C24 | 1.1280 (2) | 0.16764 (7) | 0.74641 (19) | 0.0221 (4) | |
H24A | 1.1196 | 0.1508 | 0.8151 | 0.027* | |
C25 | 1.0096 (2) | 0.18702 (7) | 0.67247 (19) | 0.0211 (4) | |
H25A | 0.9230 | 0.1832 | 0.6928 | 0.025* | |
C26 | 1.3891 (2) | 0.15483 (8) | 0.7983 (2) | 0.0273 (4) | |
H26A | 1.4668 | 0.1509 | 0.7641 | 0.033* | |
C27 | 1.4037 (3) | 0.14354 (8) | 0.9135 (2) | 0.0306 (5) | |
H27A | 1.3287 | 0.1469 | 0.9514 | 0.037* | |
H27B | 1.4891 | 0.1322 | 0.9570 | 0.037* | |
C28 | 0.4331 (2) | 0.13617 (7) | 0.35569 (18) | 0.0214 (4) | |
H28A | 0.4312 | 0.1646 | 0.4027 | 0.026* | |
H28B | 0.4255 | 0.1098 | 0.4084 | 0.026* | |
C29 | 0.3056 (2) | 0.13611 (7) | 0.25244 (18) | 0.0208 (4) | |
C30 | 0.2483 (2) | 0.09432 (7) | 0.19978 (19) | 0.0235 (4) | |
H30A | 0.2920 | 0.0659 | 0.2249 | 0.028* | |
C31 | 0.1262 (2) | 0.09482 (8) | 0.11006 (19) | 0.0256 (4) | |
H31A | 0.0894 | 0.0667 | 0.0753 | 0.031* | |
C32 | 0.0574 (2) | 0.13702 (8) | 0.0709 (2) | 0.0250 (5) | |
C33 | 0.1173 (2) | 0.17883 (8) | 0.12155 (19) | 0.0258 (4) | |
H33A | 0.0757 | 0.2074 | 0.0947 | 0.031* | |
C34 | 0.2386 (2) | 0.17807 (7) | 0.21167 (19) | 0.0231 (4) | |
H34A | 0.2762 | 0.2062 | 0.2457 | 0.028* | |
C35 | −0.0763 (2) | 0.13590 (10) | −0.0203 (2) | 0.0351 (5) | |
H35A | −0.1007 | 0.1076 | −0.0602 | 0.042* | |
C36 | −0.1637 (3) | 0.17093 (13) | −0.0503 (3) | 0.0520 (8) | |
H36A | −0.1439 | 0.2000 | −0.0129 | 0.062* | |
H36B | −0.2456 | 0.1667 | −0.1090 | 0.062* | |
N2 | 0.7202 (2) | 0.07331 (7) | 0.67013 (17) | 0.0264 (4) | |
O1 | 0.83070 (16) | 0.09329 (6) | 0.71528 (14) | 0.0291 (3) | |
O2 | 0.65605 (15) | 0.08391 (5) | 0.56098 (13) | 0.0227 (3) | |
O3 | 0.6682 (2) | 0.04239 (7) | 0.72359 (16) | 0.0424 (4) | |
Cl1 | 0.64140 (5) | 0.18881 (2) | 0.61001 (5) | 0.02386 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.01574 (9) | 0.01914 (10) | 0.01308 (10) | −0.00109 (9) | 0.00233 (7) | 0.00179 (9) |
N1 | 0.0168 (7) | 0.0179 (8) | 0.0154 (8) | 0.0014 (6) | 0.0027 (6) | 0.0019 (6) |
C2 | 0.0185 (8) | 0.0224 (9) | 0.0182 (9) | 0.0006 (7) | 0.0023 (7) | 0.0034 (7) |
C3 | 0.0186 (8) | 0.0258 (9) | 0.0160 (9) | −0.0003 (7) | 0.0019 (7) | 0.0045 (7) |
N4 | 0.0197 (8) | 0.0226 (8) | 0.0161 (8) | −0.0031 (6) | 0.0025 (6) | 0.0022 (6) |
C5 | 0.0230 (9) | 0.0250 (10) | 0.0183 (10) | −0.0047 (7) | 0.0009 (8) | −0.0008 (8) |
C6 | 0.0268 (10) | 0.0220 (9) | 0.0158 (9) | −0.0006 (7) | 0.0005 (8) | −0.0029 (7) |
N7 | 0.0208 (7) | 0.0194 (8) | 0.0144 (8) | −0.0010 (6) | 0.0016 (6) | 0.0013 (6) |
C8 | 0.0194 (8) | 0.0220 (9) | 0.0186 (9) | 0.0020 (7) | 0.0044 (7) | 0.0008 (7) |
C9 | 0.0175 (8) | 0.0232 (9) | 0.0146 (8) | −0.0003 (7) | 0.0043 (7) | 0.0013 (7) |
C10 | 0.0252 (9) | 0.0223 (9) | 0.0198 (9) | 0.0014 (7) | 0.0033 (8) | 0.0031 (8) |
C11 | 0.0274 (10) | 0.0207 (9) | 0.0194 (10) | 0.0035 (7) | 0.0034 (8) | 0.0035 (7) |
C12 | 0.0306 (10) | 0.0224 (10) | 0.0208 (10) | 0.0035 (8) | 0.0033 (8) | 0.0007 (8) |
C13 | 0.0320 (10) | 0.0237 (10) | 0.0232 (10) | 0.0010 (8) | 0.0061 (8) | 0.0040 (8) |
C14 | 0.0375 (11) | 0.0198 (9) | 0.0230 (10) | 0.0044 (8) | 0.0092 (9) | 0.0055 (8) |
C15 | 0.0446 (12) | 0.0211 (9) | 0.0212 (10) | 0.0015 (9) | 0.0067 (9) | −0.0033 (8) |
C16 | 0.0355 (11) | 0.0227 (10) | 0.0225 (10) | −0.0009 (8) | 0.0010 (9) | 0.0003 (8) |
C17 | 0.0460 (13) | 0.0239 (10) | 0.0308 (12) | 0.0037 (9) | 0.0197 (10) | 0.0008 (8) |
C18 | 0.0364 (12) | 0.0267 (11) | 0.0417 (13) | 0.0036 (9) | 0.0187 (11) | 0.0014 (9) |
C19 | 0.0184 (8) | 0.0177 (9) | 0.0212 (9) | −0.0009 (7) | 0.0013 (7) | 0.0012 (7) |
C20 | 0.0168 (8) | 0.0180 (8) | 0.0206 (9) | −0.0014 (6) | 0.0006 (7) | −0.0035 (7) |
C21 | 0.0216 (8) | 0.0226 (9) | 0.0176 (9) | −0.0021 (7) | 0.0049 (7) | −0.0014 (7) |
C22 | 0.0162 (8) | 0.0273 (10) | 0.0239 (10) | 0.0000 (7) | 0.0058 (7) | −0.0059 (8) |
C23 | 0.0197 (9) | 0.0204 (9) | 0.0221 (10) | 0.0016 (7) | 0.0018 (7) | −0.0052 (7) |
C24 | 0.0219 (9) | 0.0226 (9) | 0.0211 (10) | −0.0013 (7) | 0.0031 (8) | 0.0002 (8) |
C25 | 0.0178 (8) | 0.0230 (9) | 0.0224 (10) | −0.0035 (7) | 0.0039 (7) | −0.0039 (7) |
C26 | 0.0241 (9) | 0.0265 (10) | 0.0300 (11) | 0.0055 (8) | 0.0029 (8) | −0.0009 (9) |
C27 | 0.0300 (11) | 0.0284 (12) | 0.0303 (13) | 0.0040 (9) | −0.0002 (10) | −0.0019 (9) |
C28 | 0.0191 (9) | 0.0305 (10) | 0.0140 (9) | −0.0046 (7) | 0.0019 (7) | 0.0013 (7) |
C29 | 0.0166 (8) | 0.0314 (11) | 0.0141 (9) | −0.0031 (7) | 0.0026 (7) | 0.0008 (7) |
C30 | 0.0214 (9) | 0.0275 (10) | 0.0213 (10) | −0.0019 (8) | 0.0038 (7) | 0.0014 (8) |
C31 | 0.0248 (9) | 0.0335 (11) | 0.0181 (9) | −0.0072 (8) | 0.0040 (8) | −0.0062 (8) |
C32 | 0.0182 (9) | 0.0419 (13) | 0.0148 (10) | 0.0000 (8) | 0.0031 (8) | −0.0011 (8) |
C33 | 0.0235 (9) | 0.0344 (11) | 0.0206 (10) | 0.0048 (8) | 0.0071 (8) | 0.0040 (8) |
C34 | 0.0226 (9) | 0.0274 (10) | 0.0203 (10) | −0.0035 (8) | 0.0070 (8) | −0.0014 (8) |
C35 | 0.0235 (11) | 0.0611 (16) | 0.0192 (11) | −0.0013 (9) | 0.0014 (9) | −0.0064 (10) |
C36 | 0.0333 (13) | 0.081 (2) | 0.0350 (14) | 0.0156 (13) | −0.0081 (11) | −0.0119 (14) |
N2 | 0.0308 (9) | 0.0295 (9) | 0.0194 (9) | 0.0005 (7) | 0.0062 (7) | 0.0040 (7) |
O1 | 0.0304 (8) | 0.0323 (8) | 0.0205 (8) | −0.0001 (7) | −0.0034 (6) | −0.0004 (6) |
O2 | 0.0240 (7) | 0.0265 (7) | 0.0166 (7) | −0.0041 (5) | 0.0020 (5) | 0.0038 (6) |
O3 | 0.0546 (11) | 0.0459 (10) | 0.0283 (9) | −0.0107 (9) | 0.0126 (8) | 0.0159 (8) |
Cl1 | 0.0187 (2) | 0.0323 (3) | 0.0208 (2) | 0.00056 (18) | 0.00473 (17) | −0.00233 (19) |
Cu1—O2 | 1.9837 (15) | C17—C18 | 1.312 (3) |
Cu1—N1 | 2.0428 (17) | C17—H17A | 0.9300 |
Cu1—N7 | 2.1111 (17) | C18—H18A | 0.9300 |
Cu1—N4 | 2.2232 (17) | C18—H18B | 0.9300 |
Cu1—Cl1 | 2.2892 (6) | C19—C20 | 1.512 (3) |
N1—C2 | 1.488 (2) | C19—H19A | 0.9700 |
N1—C9 | 1.497 (2) | C19—H19B | 0.9700 |
N1—C19 | 1.508 (2) | C20—C21 | 1.395 (3) |
C2—C3 | 1.535 (3) | C20—C25 | 1.399 (3) |
C2—H2A | 0.9700 | C21—C22 | 1.391 (3) |
C2—H2B | 0.9700 | C21—H21A | 0.9300 |
C3—N4 | 1.472 (2) | C22—C23 | 1.395 (3) |
C3—H3A | 0.9700 | C22—H22A | 0.9300 |
C3—H3B | 0.9700 | C23—C24 | 1.402 (3) |
N4—C5 | 1.479 (3) | C23—C26 | 1.478 (3) |
N4—C28 | 1.491 (2) | C24—C25 | 1.387 (3) |
C5—C6 | 1.529 (3) | C24—H24A | 0.9300 |
C5—H5A | 0.9700 | C25—H25A | 0.9300 |
C5—H5B | 0.9700 | C26—C27 | 1.315 (4) |
C6—N7 | 1.504 (3) | C26—H26A | 0.9300 |
C6—H6A | 0.9700 | C27—H27A | 0.9300 |
C6—H6B | 0.9700 | C27—H27B | 0.9300 |
N7—C8 | 1.482 (3) | C28—C29 | 1.511 (3) |
N7—C10 | 1.506 (2) | C28—H28A | 0.9700 |
C8—C9 | 1.520 (3) | C28—H28B | 0.9700 |
C8—H8A | 0.9700 | C29—C34 | 1.393 (3) |
C8—H8B | 0.9700 | C29—C30 | 1.393 (3) |
C9—H9A | 0.9700 | C30—C31 | 1.389 (3) |
C9—H9B | 0.9700 | C30—H30A | 0.9300 |
C10—C11 | 1.517 (3) | C31—C32 | 1.402 (3) |
C10—H10A | 0.9700 | C31—H31A | 0.9300 |
C10—H10B | 0.9700 | C32—C33 | 1.394 (3) |
C11—C16 | 1.388 (3) | C32—C35 | 1.480 (3) |
C11—C12 | 1.403 (3) | C33—C34 | 1.386 (3) |
C12—C13 | 1.378 (3) | C33—H33A | 0.9300 |
C12—H12A | 0.9300 | C34—H34A | 0.9300 |
C13—C14 | 1.394 (3) | C35—C36 | 1.310 (4) |
C13—H13A | 0.9300 | C35—H35A | 0.9300 |
C14—C15 | 1.396 (3) | C36—H36A | 0.9300 |
C14—C17 | 1.483 (3) | C36—H36B | 0.9300 |
C15—C16 | 1.389 (3) | N2—O1 | 1.230 (2) |
C15—H15A | 0.9300 | N2—O3 | 1.237 (3) |
C16—H16A | 0.9300 | N2—O2 | 1.291 (2) |
O2—Cu1—N1 | 174.25 (7) | C13—C14—C15 | 118.1 (2) |
O2—Cu1—N7 | 91.42 (7) | C13—C14—C17 | 121.8 (2) |
N1—Cu1—N7 | 84.70 (7) | C15—C14—C17 | 120.1 (2) |
O2—Cu1—N4 | 90.96 (6) | C16—C15—C14 | 121.29 (19) |
N1—Cu1—N4 | 84.43 (6) | C16—C15—H15A | 119.4 |
N7—Cu1—N4 | 83.90 (6) | C14—C15—H15A | 119.4 |
O2—Cu1—Cl1 | 90.74 (5) | C11—C16—C15 | 120.6 (2) |
N1—Cu1—Cl1 | 93.69 (5) | C11—C16—H16A | 119.7 |
N7—Cu1—Cl1 | 171.91 (5) | C15—C16—H16A | 119.7 |
N4—Cu1—Cl1 | 103.86 (5) | C18—C17—C14 | 126.0 (2) |
C2—N1—C9 | 110.62 (15) | C18—C17—H17A | 117.0 |
C2—N1—C19 | 108.91 (15) | C14—C17—H17A | 117.0 |
C9—N1—C19 | 109.07 (14) | C17—C18—H18A | 120.0 |
C2—N1—Cu1 | 102.93 (11) | C17—C18—H18B | 120.0 |
C9—N1—Cu1 | 110.01 (12) | H18A—C18—H18B | 120.0 |
C19—N1—Cu1 | 115.16 (12) | N1—C19—C20 | 111.66 (15) |
N1—C2—C3 | 111.57 (15) | N1—C19—H19A | 109.3 |
N1—C2—H2A | 109.3 | C20—C19—H19A | 109.3 |
C3—C2—H2A | 109.3 | N1—C19—H19B | 109.3 |
N1—C2—H2B | 109.3 | C20—C19—H19B | 109.3 |
C3—C2—H2B | 109.3 | H19A—C19—H19B | 107.9 |
H2A—C2—H2B | 108.0 | C21—C20—C25 | 118.04 (17) |
N4—C3—C2 | 111.14 (15) | C21—C20—C19 | 120.94 (18) |
N4—C3—H3A | 109.4 | C25—C20—C19 | 120.92 (17) |
C2—C3—H3A | 109.4 | C22—C21—C20 | 120.97 (18) |
N4—C3—H3B | 109.4 | C22—C21—H21A | 119.5 |
C2—C3—H3B | 109.4 | C20—C21—H21A | 119.5 |
H3A—C3—H3B | 108.0 | C21—C22—C23 | 120.96 (18) |
C3—N4—C5 | 114.67 (16) | C21—C22—H22A | 119.5 |
C3—N4—C28 | 112.96 (15) | C23—C22—H22A | 119.5 |
C5—N4—C28 | 113.53 (15) | C22—C23—C24 | 118.18 (18) |
C3—N4—Cu1 | 105.46 (11) | C22—C23—C26 | 119.73 (18) |
C5—N4—Cu1 | 101.48 (11) | C24—C23—C26 | 122.04 (19) |
C28—N4—Cu1 | 107.44 (12) | C25—C24—C23 | 120.67 (19) |
N4—C5—C6 | 112.12 (16) | C25—C24—H24A | 119.7 |
N4—C5—H5A | 109.2 | C23—C24—H24A | 119.7 |
C6—C5—H5A | 109.2 | C24—C25—C20 | 121.17 (18) |
N4—C5—H5B | 109.2 | C24—C25—H25A | 119.4 |
C6—C5—H5B | 109.2 | C20—C25—H25A | 119.4 |
H5A—C5—H5B | 107.9 | C27—C26—C23 | 125.8 (2) |
N7—C6—C5 | 113.28 (17) | C27—C26—H26A | 117.1 |
N7—C6—H6A | 108.9 | C23—C26—H26A | 117.1 |
C5—C6—H6A | 108.9 | C26—C27—H27A | 120.0 |
N7—C6—H6B | 108.9 | C26—C27—H27B | 120.0 |
C5—C6—H6B | 108.9 | H27A—C27—H27B | 120.0 |
H6A—C6—H6B | 107.7 | N4—C28—C29 | 116.32 (16) |
C8—N7—C6 | 111.24 (15) | N4—C28—H28A | 108.2 |
C8—N7—C10 | 110.14 (15) | C29—C28—H28A | 108.2 |
C6—N7—C10 | 112.37 (15) | N4—C28—H28B | 108.2 |
C8—N7—Cu1 | 103.15 (12) | C29—C28—H28B | 108.2 |
C6—N7—Cu1 | 108.89 (12) | H28A—C28—H28B | 107.4 |
C10—N7—Cu1 | 110.66 (12) | C34—C29—C30 | 118.38 (19) |
N7—C8—C9 | 110.17 (15) | C34—C29—C28 | 120.30 (18) |
N7—C8—H8A | 109.6 | C30—C29—C28 | 121.25 (18) |
C9—C8—H8A | 109.6 | C31—C30—C29 | 120.37 (19) |
N7—C8—H8B | 109.6 | C31—C30—H30A | 119.8 |
C9—C8—H8B | 109.6 | C29—C30—H30A | 119.8 |
H8A—C8—H8B | 108.1 | C30—C31—C32 | 121.1 (2) |
N1—C9—C8 | 110.15 (15) | C30—C31—H31A | 119.4 |
N1—C9—H9A | 109.6 | C32—C31—H31A | 119.4 |
C8—C9—H9A | 109.6 | C33—C32—C31 | 118.2 (2) |
N1—C9—H9B | 109.6 | C33—C32—C35 | 122.3 (2) |
C8—C9—H9B | 109.6 | C31—C32—C35 | 119.5 (2) |
H9A—C9—H9B | 108.1 | C34—C33—C32 | 120.3 (2) |
N7—C10—C11 | 116.09 (16) | C34—C33—H33A | 119.8 |
N7—C10—H10A | 108.3 | C32—C33—H33A | 119.8 |
C11—C10—H10A | 108.3 | C33—C34—C29 | 121.52 (19) |
N7—C10—H10B | 108.3 | C33—C34—H34A | 119.2 |
C11—C10—H10B | 108.3 | C29—C34—H34A | 119.2 |
H10A—C10—H10B | 107.4 | C36—C35—C32 | 126.4 (3) |
C16—C11—C12 | 117.85 (19) | C36—C35—H35A | 116.8 |
C16—C11—C10 | 123.34 (18) | C32—C35—H35A | 116.8 |
C12—C11—C10 | 118.80 (18) | C35—C36—H36A | 120.0 |
C13—C12—C11 | 121.6 (2) | C35—C36—H36B | 120.0 |
C13—C12—H12A | 119.2 | H36A—C36—H36B | 120.0 |
C11—C12—H12A | 119.2 | O1—N2—O3 | 122.98 (19) |
C12—C13—C14 | 120.5 (2) | O1—N2—O2 | 119.28 (18) |
C12—C13—H13A | 119.8 | O3—N2—O2 | 117.72 (19) |
C14—C13—H13A | 119.8 | N2—O2—Cu1 | 114.34 (13) |