Table 1. Hydrogen-bond parameters and short intermolecular contacts (Å, °).
Cg1 andCg2 are the centroids of the C31–C36 and C21–C26 rings, respectively.
| Compound | D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A |
|---|---|---|---|---|---|
| (I) | N1—H11⋯O31 | 0.90 (2) | 1.88 (2) | 2.777 (3) | 174.1 (19) |
| N1—H12⋯O41 | 0.97 (2) | 1.85 (2) | 2.808 (3) | 169.7 (18) | |
| O41—H41⋯O32i | 0.88 (3) | 1.75 (3) | 2.631 (3) | 177 (3) | |
| O41—H42⋯O31ii | 0.91 (3) | 1.87 (3) | 2.763 (3) | 169 (3) | |
| C2—H2B⋯O31iii | 0.97 | 2.54 | 3.485 (3) | 165 | |
| C22—H22⋯Cg1ii | 0.93 | 2.85 | 3.603 (3) | 139 | |
| C26—H26⋯Cg1iv | 0.93 | 2.90 | 3.62 (2) | 135 | |
| C56—H56⋯Cg1iv | 0.93 | 2.64 | 3.41 (5) | 141 | |
| (II) | N1—H11⋯O31 | 1.09 (3) | 1.67 (3) | 2.758 (4) | 174.1 (19) |
| N1—H12⋯O41 | 0.86 (3) | 1.96 (3) | 2.818 (4) | 170 (3) | |
| O41—H41⋯O32i | 0.86 (4) | 1.75 (4) | 2.627 (4) | 174 (4) | |
| O41—H42⋯O31ii | 0.91 (4) | 1.88 (4) | 2.768 (3) | 163 (3) | |
| C2—H2B⋯O31iii | 0.97 | 2.58 | 3.529 (4) | 166 | |
| C6—H6B⋯O41i | 0.97 | 2.57 | 3.386 (4) | 142 | |
| C26—H26⋯Cg1iv | 0.93 | 2.81 | 3.56 (2) | 138 | |
| C56—H56⋯Cg1iv | 0.93 | 2.96 | 3.55 (9) | 123 | |
| (III) | N1—H11⋯O31 | 1.09 (3) | 1.71 (3) | 2.790 (4) | 176 (3) |
| N1—H12⋯O41 | 0.83 (3) | 1.98 (3) | 2.811 (4) | 174 (3) | |
| O41—H41⋯O32i | 0.91 (4) | 1.73 (4) | 2.624 (4) | 172 (4) | |
| O41—H42⋯O31ii | 0.94 (4) | 1.84 (4) | 2.775 (4) | 170 (4) | |
| C2—H2B⋯O31iii | 0.97 | 2.52 | 3.467 (4) | 165 | |
| C6—H6B⋯O41i | 0.97 | 2.60 | 3.408 (4) | 141 | |
| C22—H22⋯Cg1iv | 0.93 | 2.89 | 3.631 (13) | 137 | |
| C26—H26⋯Cg1iv | 0.93 | 2.81 | 3.58 (2) | 141 | |
| (IV) | N1—H11⋯O31 | 0.78 (4) | 2.03 (4) | 2.805 (5) | 174 (5) |
| N1—H12⋯O41 | 0.95 (5) | 1.86 (5) | 2.802 (5) | 172 (4) | |
| O41—H41⋯O32i | 0.79 (6) | 1.84 (6) | 2.623 (6) | 170 (6) | |
| O41—H42⋯O31ii | 0.79 (7) | 2.00 (7) | 2.772 (5) | 169 (6) | |
| C2—H2B⋯O31iii | 0.97 | 2.52 | 3.471 (5) | 166 | |
| C22—H22⋯Cg1ii | 0.93 | 2.52 | 3.471 (5) | 166 | |
| C26—H26⋯Cg1iv | 0.93 | 2.84 | 3.58 (2) | 137 | |
| (V) | N1—H11⋯O31 | 0.96 (3) | 1.85 (3) | 2.759 (3) | 156 (3) |
| N1—H11⋯O32 | 0.96 (3) | 2.47 (3) | 3.283 (3) | 142 (2) | |
| N1—H12⋯O32v | 0.95 (3) | 1.87 (3) | 2.806 (3) | 166 (2) | |
| O33—H33A⋯O31 | 0.97 (3) | 1.60 (3) | 2.516 (3) | 156 (3) | |
| C6—H6A⋯O33vi | 0.97 | 2.58 | 3.444 (3) | 148 | |
| C2—H2A⋯Cg1vii | 0.97 | 2.88 | 3.711 (3) | 144 | |
| C26—H26⋯Cg1viii | 0.93 | 2.87 | 3.642 (3) | 141 | |
| (VI) | N1—H11⋯O31 | 0.976 (19) | 1.714 (19) | 2.677 (2) | 168.2 (18) |
| N1—H12⋯O32ix | 0.94 (2) | 1.82 (2) | 2.749 (2) | 168.3 (17) | |
| C2—H2B⋯N31iv | 0.97 | 2.56 | 3.518 (2) | 169 | |
| C36—H36⋯O24x | 0.93 | 2.51 | 3.432 (2) | 172 | |
| C3—H3A⋯Cg1xi | 0.97 | 2.97 | 3.775 (2) | 156 | |
| (VII) | O32—H32⋯O33 | 1.04 (4) | 1.47 (4) | 2.472 (3) | 158 (3) |
| N1—H11⋯O33 | 0.93 (3) | 1.98 (3) | 2.020 (3) | 150 (3) | |
| N1—H11⋯O34 | 0.93 (3) | 2.27 (3) | 2.910 (3) | 126 (2) | |
| N1—H12⋯O31i | 0.93 (3) | 2.04 (3) | 2.931 (3) | 160 (3) | |
| N1—H12⋯O32i | 0.93 (3) | 2.58 (3) | 3.250 (3) | 129 (2) | |
| C34—H34⋯O36xii | 0.93 | 2.53 | 3.449 (3) | 171 | |
| C5—H5B⋯Cg2xiii | 0.97 | 2.84 | 3.639 (3) | 140 | |
| (VIII) | N1—H11⋯O31 | 0.86 (3) | 1.90 (3) | 2.750 (15) | 167 (4) |
| N1—H12⋯O32xiv | 0.98 (3) | 1.77 (4) | 2.741 (19) | 171 (3) | |
| O34—H34⋯O31xv | 0.82 | 1.79 | 2.60 (2) | 168 | |
| N1—H11⋯O41 | 0.86 (3) | 2.18 (4) | 3.03 (3) | 165 (4) | |
| N1—H12⋯O42xiv | 0.98 (3) | 1.82 (5) | 2.77 (4) | 163 (3) | |
| O44—H44⋯O41xv | 0.82 | 1.56 | 2.35 (2) | 161 | |
| C3—H3A⋯Cg2xvi | 0.97 | 2.76 | 3.652 (3) | 154 | |
| (IX) | N1—H11⋯O31 | 0.81 (4) | 2.18 (3) | 2.940 (4) | 155 (3) |
| N1—H12⋯O32xiv | 0.96 (4) | 1.77 (4) | 2.714 (4) | 169 (3) | |
| O34—H34⋯O31xv | 0.82 | 1.71 | 2.522 (5) | 170 | |
| O43—H34⋯O31xv | 0.82 | 1.62 | 2.44 (2) | 175 | |
| C3—H3A⋯Cg2xvi | 0.97 | 2.76 | 3.650 (3) | 153 | |
| (X) | O33—H33A⋯O32 | 1.167 (18) | 1.247 (18) | 2.4121 (16) | 175 (2) |
| N1—H11⋯O31 | 0.915 (17) | 2.126 (16) | 2.9309 (19) | 146.2 (15) | |
| N1—H11⋯O32 | 0.915 (17) | 2.296 (17) | 3.0798 (18) | 143.5 (14) | |
| N1—H12⋯O34xvii | 0.919 (18) | 1.881 (18) | 2.7563 (17) | 158.5 (17) | |
| C2—H2A⋯O34ii | 0.97 | 2.56 | 3.363 (2) | 140 | |
| (XI) | N1—H11⋯O31 | 0.92 (4) | 1.86 (4) | 2.775 (4) | 172 (3) |
| N1—H11⋯O32xviii | 0.97 (3) | 1.80 (3) | 2.724 (3) | 158 (3) | |
| (XII) | N1—H11⋯O31 | 0.89 (3) | 1.96 (3) | 2.802 (3) | 157 (2) |
| N1—H11⋯O33 | 0.89 (3) | 2.29 (2) | 2.838 (3) | 119 (2) | |
| N1—H12⋯O41 | 0.90 (2) | 1.92 (2) | 2.798 (3) | 168 (3) | |
| O41—H41⋯O33i | 0.84 (4) | 1.92 (4) | 2.738 (3) | 166 (3) | |
| O41—H42⋯O24xix | 0.82 (3) | 2.49 (3) | 3.269 (3) | 160 (3) |
Symmetry codes: (i) 1 − x, 1 − y, 1 − z; (ii) 2 − x, 1 − y, 1 − z; (iii) 2 − x, 2 − y, 1 − z; (iv) 1 − x, 2 − y, 1 − z; (v) 1 − x, −
+ y,
− z; (vi) 2 − x, −
+ y,
− z; (vii) 2 − x,
+ y,
− z; (viii) 1 − x,
+ y,
− z; (ix)
− x, −
+ y, z; (x) x,
− y,
+ z; (xi) −
+ x,
− y, 1 − z; (xii) 3 − x, 2 − y, 1 − z; (xiii) 1 − x, −
+ y,
− z; (xiv) −
+ x,
− y, z; (xv) −
+ x,
− y, 1 + z; (xvi) 1 − x, 1 − y,
+ z; (xvii) −1 + x, y, z; (xviii) −
+ x, 1 − y, z; (xix) −
+ x,
− y, −
+ z.