Table with details of the experimental structures used for the force field refinement For the definition of structural parameters see Chart 1
I. Ethylenediamine a) free ligand
CSD-REFCOD r2 r1a r1b
1 COHXOM 1.515 1.493 1.486
2 ETDIAM10 1.505 1.47 1.47
3 HIBFON 1.499 1.466 1.466
4 KUSGEK 1.492 1.44 1.44
5 KUSGEK10 1.492 1.44 1.44
6 TAVFIF 1.443 1.411 1.477
Average values
r1 average 1.45825
stdev 0.022895 r2 average 1.491
I. Ethylenediamine
b) Coordinated to a 2+ charged metal ion
CSD-REFCOD r1a r1b r2
1 AENCSE10 1.447 1.477 1.481
2 AENCSE10 1.481 1.405 1.455
3 AENCUS 1.483 1.483 1.513
4 AENNIC10 1.479 1.483 1.517
5 AENNIC10 1.493 1.473 1.48
6 AENNIN 1.464 1.494 1.463
7 BAYLIW10 1.48 1.477 1.482
8 BEMFAA 1.513 1.53 1.444
9 BEMFAA 1.493 1.465 1.599
10 BENKOU 1.471 1.477 1.497
11 BENKOU 1.465 1.48 1.508
12 BEPZOL 1.469 1.49 1.5
13 BEPZOL 1.465 1.476 1.52
14 BEZLIB 1.491 1.502 1.49
15 BIDWAM 1.458 1.465 1.501
16 BIDWAM 1.5 1.466 1.489
17 BIDWAM 1.481 1.424 1.515
18 BOWHOK 1.479 1.487 1.497
20 BZHXZN01 1.459 1.468 1.511
21 CAXRAU 1.475 1.475 1.564
22 CEDHAU 1.531 1.398 1.506
23 CIBKON 1.478 1.509 1.509
24 CIBKON 1.506 1.52 1.54
25 CIBKON 1.486 1.515 1.447
26 CIHGEF 1.484 1.473 1.528
27 CIKSOE 1.458 1.453 1.494
28 CIKSOE 1.449 1.446 1.479
29 CIKSOE 1.452 1.496 1.465
30 CLEENI 1.477 1.457 1.517
31 CLEENI 1.471 1.483 1.496
32 COPDEN01 1.486 1.457 1.502
33 CUDKAN20 1.475 1.447 1.341
34 DODSCU 1.459 1.459 1.462
35 DUGMAT 1.489 1.488 1.437
36 DUGMAT 1.416 1.394 1.285
37 DUGMAT 1.482 1.448 1.433
38 DUPBAR10 1.487 1.425 1.574
39 DUPBAR10 1.531 1.453 1.449
40 DUPBAR10 1.393 1.643 1.36
41 EDCOPT 1.494 1.455 1.558
43 EDITCN01 1.468 1.47 1.537
44 EDITCN02 1.442 1.468 1.563
45 EDITCN02 1.496 1.485 1.465
46 ENCNIC01 1.463 1.472 1.507
47 ENCNIC01 1.469 1.472 1.51
48 ENCUCC10 1.458 1.442 1.433
49 ENCUCC10 1.444 1.426 1.428
50 ENCUCN01 1.465 1.455 1.487
51 ENCUID 1.48 1.48 1.481
52 ENIACH 1.484 1.469 1.493
53 ENIACH 1.467 1.468 1.487
54 ENIACH 1.485 1.461 1.51
55 ETCUCY10 1.454 1.468 1.488
56 ETCUCY10 1.424 1.448 1.407
57 FIDGII 1.465 1.473 1.511
58 FIDGII 1.473 1.469 1.506
59 FIDGII 1.471 1.47 1.521
60 FIDGOO 1.498 1.512 1.401
61 FIDGOO 1.484 1.484 1.341
62 FIDGOO 1.434 1.482 1.412
63 FIDGOO 1.458 1.452 1.426
64 GASRUN 1.479 1.477 1.503
66 GEDJOO 1.475 1.469 1.499
67 GIFWOH 1.487 1.476 1.523
68 HEGBOK 1.488 1.485 1.513
69 JABTAH 1.47 1.478 1.482
70 JABTAH10 1.47 1.478 1.482
71 JIFMAM 1.52 1.501 1.506
72 JIRCIW 1.418 1.418 1.427
73 KENKUJ 1.446 1.464 1.533
74 KENKUJ 1.495 1.476 1.503
75 KEZDIC 1.494 1.452 1.474
76 LAHYIC 1.41 1.471 1.419
77 LAHYIC 1.411 1.452 1.444
78 LAHYIC 1.473 1.47 1.483
79 LIHCEK 1.46 1.481 1.505
80 LIHCEK 1.485 1.476 1.518
81 LIHCEK 1.472 1.482 1.492
82 NETDNI01 1.471 1.473 1.505
83 NETNIP02 1.465 1.465 1.486
84 PANPAV 1.492 1.487 1.506
85 PIMNII 1.467 1.459 1.507
86 PIMNII 1.45 1.462 1.507
87 POKZOE 1.485 1.472 1.503
89 SEVNUC 1.474 1.48 1.509
90 SUGSUI 1.474 1.465 1.429
91 TAENNI01 1.484 1.484 1.5
92 TEANIN 1.5 1.5 1.49
93 TEANIN01 1.476 1.476 1.491
94 TENCUS10 1.472 1.472 1.506
95 TENNIS10 1.476 1.476 1.544
96 VAPKAY 1.469 1.463 1.504
97 VAPKAY 1.468 1.468 1.504
98 VIYKOD 1.473 1.473 1.5
99 WESVOF 1.493 1.496 1.505
100 YASJAD 1.475 1.475 1.519
101 YORJOE 1.479 1.495 1.502
102 ZAMDUM 1.455 1.46 1.297
Average values
r1 average 1.472221
stdev 0.025593
r2 average 1.484814
I. Ethylenediamine
c) coordinated to a 3+ charged metal ion
CSD-REFCOD r1a r2 r1b
1 ASENCO 1.47 1.504 1.477
2 ASENCO 1.489 1.471 1.502
3 ASENCO 1.48 1.505 1.463
4 ASENCO 1.464 1.494 1.489
5 BAGSUX01 1.482 1.509 1.484
6 BAGSUX01 1.479 1.506 1.491
7 BAVGOU 1.503 1.5 1.499
8 BAVGOU 1.518 1.486 1.464
9 BAVGUA10 1.498 1.483 1.496
10 BAVGUA10 1.488 1.516 1.483
11 BEHZET 1.471 1.435 1.498
12 BEHZET 1.488 1.447 1.473
13 BEXHER 1.478 1.496 1.53
14 BMXCOE 1.477 1.464 1.484
15 BMXCOE 1.491 1.499 1.493
16 BOHGAG 1.51 1.516 1.502
17 BOHGAG 1.494 1.52 1.5
18 BORFAP 1.507 1.518 1.483
20 BUTDAV 1.481 1.506 1.481
21 BUTZIZ 1.485 1.501 1.481
22 BUTZIZ 1.485 1.504 1.494
23 CAJYER 1.48 1.529 1.448
24 CAJYER 1.514 1.491 1.496
25 CASDUV 1.469 1.521 1.498
26 CAZFEO 1.487 1.507 1.478
27 CAZFEO 1.459 1.544 1.493
28 CEHYAP01 1.487 1.519 1.488
29 CENCOS 1.484 1.507 1.475
30 CENCOS 1.479 1.533 1.496
31 CEWTUT 1.517 1.513 1.51
32 CEWTUT01 1.489 1.448 1.501
33 CIDLEG 1.484 1.482 1.496
34 CIDLIK 1.477 1.456 1.464
35 CIFPIQ 1.476 1.502 1.487
36 CLENCO 1.482 1.493 1.497
37 CLENCO 1.471 1.486 1.488
38 CNENCO 1.475 1.497 1.484
39 COCRCL 1.412 1.506 1.502
41 COCREN 1.486 1.507 1.525
42 COCREN 1.488 1.489 1.483
44 COEMAL10 1.478 1.497 1.469
45 COENCH 1.5 1.5 1.505
46 COENCH 1.475 1.522 1.475
47 COENCL 1.433 1.523 1.515
48 COENCL 1.537 1.525 1.442
49 COENSI 1.543 1.457 1.445
50 COENSI 1.545 1.575 1.526
51 COENTC 1.525 1.504 1.49
52 COENTC 1.5 1.509 1.475
53 COENTC 1.5 1.48 1.472
54 COFYIF 1.498 1.503 1.496
55 CONAEN 1.508 1.517 1.494
56 CONAEN01 1.505 1.498 1.471
57 COTENC 1.481 1.524 1.479
58 CRENCL 1.446 1.467 1.549
59 CRENCL 1.512 1.441 1.514
60 CRENCL 1.489 1.494 1.488
61 CRENCL 1.52 1.435 1.489
62 CRENCL 1.45 1.513 1.491
63 CRENCL 1.457 1.519 1.479
64 CRENCL01 1.509 1.515 1.431
65 CRENCL01 1.534 1.479 1.489
67 CRENCL01 1.5 1.509 1.48
68 CRENCL01 1.468 1.528 1.484
69 CRENCL01 1.47 1.531 1.482
70 CRENOX 1.483 1.494 1.504
71 CRENTC 1.506 1.52 1.488
72 CRENTC 1.49 1.497 1.485
73 CRENTC 1.492 1.503 1.488
74 CRENTC01 1.491 1.515 1.484
75 CRENTC01 1.49 1.502 1.495
76 CRHENC 1.484 1.52 1.47
77 CRTENC 1.462 1.518 1.482
78 CUNKIF 1.477 1.516 1.482
79 CUNKIF 1.495 1.502 1.483
80 CUSCOI 1.486 1.485 1.474
81 CUYZOL 1.487 1.482 1.49
82 CUYZOL 1.502 1.424 1.476
83 DAFHOH 1.465 1.44 1.477
84 DAFHOH 1.458 1.473 1.455
85 DEWLAS 1.47 1.517 1.446
86 DEWLAS 1.509 1.383 1.433
87 DISVIK 1.501 1.477 1.47
88 DISVIK 1.484 1.501 1.492
90 DISVUW 1.449 1.486 1.459
91 DOCZOK 1.488 1.503 1.486
92 DOCZOK 1.481 1.499 1.486
93 DOCZUQ 1.479 1.495 1.485
94 DOCZUQ 1.491 1.496 1.489
95 DOLTIH 1.486 1.515 1.492
96 DOLTIH 1.497 1.513 1.488
97 DOLTON 1.485 1.521 1.494
98 DOLTON 1.493 1.512 1.49
99 DSENCO 1.461 1.506 1.489
100 DSENCO 1.488 1.472 1.509
101 EDCHCO 1.462 1.397 1.462
102 EDCHCO 1.47 1.434 1.497
103 EDCHCO 1.437 1.375 1.405
104 EDCHCO 1.421 1.337 1.433
105 EDCRCN 1.486 1.489 1.5
106 EDCRCN 1.496 1.49 1.495
107 EDCRCN 1.473 1.505 1.461
108 EDCRCN 1.487 1.518 1.497
109 EDCRCN 1.494 1.498 1.502
110 EDCRCN 1.5 1.515 1.494
111 EINICI 1.486 1.452 1.495
113 EINIPC 1.56 1.406 1.483
114 ENCCUC10 1.447 1.518 1.493
115 ENCCUC10 1.469 1.494 1.499
116 ENCCUC10 1.455 1.553 1.465
117 ENCOAM10 1.481 1.502 1.483
118 ENCOCD 1.498 1.491 1.496
119 ENCOCD 1.489 1.513 1.482
120 ENCOCL01 1.548 1.509 1.426
121 ENCOCT 1.485 1.507 1.486
122 ENCOCT 1.485 1.504 1.481
123 ENCOCT 1.483 1.505 1.48
124 ENCOCT01 1.494 1.493 1.491
125 ENCOCT01 1.499 1.503 1.488
126 ENCOCT01 1.494 1.498 1.488
127 ENCOIH 1.483 1.511 1.493
128 ENCOIH 1.476 1.516 1.476
129 ENCOIH 1.481 1.491 1.472
130 ENCOPB01 1.554 1.484 1.471
131 ENCOPB01 1.462 1.418 1.523
132 ENCOPB01 1.516 1.505 1.497
133 ENCOPH 1.482 1.532 1.501
134 ENCOPH 1.483 1.516 1.488
136 ENCOPH 1.488 1.518 1.475
137 ENCOPN 1.485 1.501 1.495
138 ENCOPN 1.486 1.502 1.483
139 ENCOSE 1.497 1.519 1.526
140 ENCOSE 1.519 1.478 1.473
141 ENCOSE 1.476 1.424 1.507
142 ENCOSE 1.459 1.38 1.491
143 ENCOSE01 1.514 1.414 1.475
144 ENCOSE01 1.498 1.414 1.587
145 ENCOSE01 1.48 1.547 1.517
146 ENCOSE01 1.478 1.565 1.478
147 ENCRBH10 1.454 1.464 1.5
151 ENCRBH10 1.42 1.524 1.552
152 ENCRBH10 1.438 1.388 1.449
153 ENCRBH10 1.453 1.456 1.558
154 ENCRBH10 1.526 1.542 1.54
155 ENCRBH10 1.464 1.452 1.495
156 ENCYCO 1.477 1.503 1.484
157 ENCYCO 1.487 1.513 1.485
158 ENCYSM 1.439 1.333 1.49
159 ENCYSM 1.492 1.518 1.493
160 ENDACR 1.5 1.504 1.491
162 ENDACR 1.493 1.504 1.498
163 ENGCOA 1.473 1.483 1.49
164 ENPCCO10 1.494 1.491 1.498
165 ENTCOF 1.5 1.492 1.476
166 ENTCOF 1.478 1.467 1.498
167 ENTXCO 1.484 1.506 1.477
168 ENTXCO 1.483 1.514 1.483
169 ENTZCO 1.49 1.483 1.475
170 ENZXCO 1.522 1.395 1.452
171 ENZXCO 1.463 1.4 1.446
172 ETDCOH02 1.492 1.501 1.497
173 ETDCOH03 1.484 1.484 1.505
174 ETDCOH11 1.479 1.505 1.485
175 FAGXUG 1.496 1.498 1.487
176 FAGYAN 1.488 1.504 1.484
177 FAGYAN 1.488 1.504 1.488
178 FEZXUD 1.494 1.511 1.492
179 FEZXUD 1.495 1.494 1.473
180 FIWDAQ 1.483 1.503 1.475
181 FOJBAH 1.437 1.357 1.435
182 FOJBAH 1.48 1.486 1.487
183 GAPHUA 1.482 1.514 1.492
185 GAPHUA 1.49 1.524 1.49
186 GAPHUA 1.504 1.491 1.499
187 GAPHUA 1.481 1.525 1.494
188 GAPHUA 1.476 1.526 1.487
189 GAWGOA 1.485 1.473 1.482
190 GIHLIS 1.481 1.511 1.478
191 HANJIP 1.478 1.484 1.506
192 HANJIP 1.491 1.503 1.488
193 HCRENT 1.496 1.502 1.476
194 HCRENT 1.483 1.499 1.486
195 HXENCB 1.487 1.505 1.485
196 HXENCB 1.496 1.511 1.49
197 JAHDIF 1.497 1.506 1.497
198 JAHDIF 1.501 1.502 1.501
199 JAHDIF02 1.492 1.517 1.492
200 JATTAZ 1.481 1.514 1.514
201 JATTAZ 1.523 1.495 1.469
202 JATTAZ 1.478 1.501 1.485
203 JATTAZ 1.491 1.499 1.504
204 JATTAZ 1.49 1.496 1.493
205 JATTAZ 1.476 1.485 1.477
206 JOGPOK 1.513 1.482 1.503
208 KABXOA 1.469 1.479 1.46
209 KABXUG 1.492 1.522 1.479
210 KABXUG 1.475 1.491 1.505
211 KARFAK 1.464 1.529 1.53
212 KARFAK 1.489 1.476 1.449
213 KEGTAR 1.507 1.504 1.49
214 KEGTAR 1.465 1.475 1.472
215 KERFAO 1.491 1.509 1.489
216 KUMTIV 1.495 1.474 1.486
217 KUMTIV 1.487 1.481 1.473
218 PEVXAP 1.486 1.506 1.478
219 PEVXAP 1.48 1.495 1.486
220 PEVXAP 1.473 1.514 1.477
221 PEVXAP 1.483 1.502 1.497
222 PEVXAP 1.494 1.444 1.511
223 PEVXAP 1.487 1.495 1.473
224 PIBFEL 1.481 1.511 1.482
225 PIBFEL 1.479 1.476 1.511
226 PIBFEL 1.477 1.481 1.484
227 PIBFEL 1.486 1.512 1.466
228 PIBFIP 1.507 1.504 1.492
229 PIBFIP 1.515 1.491 1.497
231 PIBFIP 1.499 1.449 1.479
232 PIBFOV 1.484 1.513 1.496
233 PIBFOV 1.489 1.483 1.497
234 PIBFOV 1.479 1.498 1.474
235 PIFCOW 1.477 1.623 1.469
236 PIFCOW 1.497 1.638 1.477
237 PIFCOW 1.455 1.62 1.495
238 PIFCOW 1.471 1.584 1.492
239 SALRIG 1.494 1.499 1.489
240 SAYKUY 1.516 1.501 1.496
241 SAYKUY 1.492 1.502 1.489
242 SAYKUY 1.482 1.494 1.495
243 SAYLAF 1.459 1.508 1.485
244 SAYLAF 1.445 1.505 1.504
245 SOZFIW 1.49 1.501 1.491
246 TENCON 1.464 1.494 1.463
247 TENCON 1.474 1.525 1.475
248 TENCON 1.496 1.457 1.479
249 TENCRI 1.494 1.506 1.501
250 TENCRI 1.49 1.504 1.499
251 TENCRI 1.491 1.502 1.489
252 TZCECO 1.494 1.495 1.5
254 WESRER 1.472 1.415 1.472
255 YIVHIU 1.487 1.457 1.449
256 YIVHIU 1.513 1.562 1.464
257 YIVHIU 1.539 1.438 1.482
258 YOPBAG 1.475 1.494 1.48
259 YOPBEK 1.514 1.49 1.506
260 YOPBOU 1.468 1.438 1.511
261 YOPCAH 1.49 1.505 1.487
262 YUXPOW 1.48 1.512 1.493
263 YUXPOW 1.498 1.501 1.5
264 YUXPOW 1.493 1.502 1.485
265 ZEKNIM 1.421 1.472 1.473
266 ZEKNIM 1.471 1.499 1.48
267 ZEKNOS 1.482 1.495 1.482
268 ZEKNOS 1.482 1.488 1.491
269 ZEKPEK 1.497 1.474 1.475
270 ZEKPOU 1.486 1.498 1.48
271 ZZZAZY10 1.496 1.488 1.485
272 ZZZAZY10 1.504 1.493 1.507
273 ZZZAZY10 1.509 1.472 1.488
274 ZZZAZY10 1.49 1.498 1.474
275 ZZZAZY10 1.499 1.489 1.478
Average values
r1 average 1.486286
stdev 0.020482 r2 average 1.493949
II. Diaminocyclohexane a) free ligand
REFCOD r1a r1b r2 r3a r3b
1 PIWXEY 1.465 1.465 1.532 1.518 1.518
2 PIWXOI 1.471 1.471 1.535 1.527 1.52
3 PIWXUO 1.477 1.469 1.524 1.52 1.513
4 ZAVXAV 1.463 1.463 1.523 1.517 1.517
5 ZAVXEZ 1.465 1.462 1.521 1.518 1.514
6 ZAVXID 1.48 1.48 1.524 1.531 1.523
Average values
r1 average 1.46925
stdev 0.006339 r2 average 1.5265
stdev 0.005123 r3 average 1.519667
II. Diaminocyclohexane
b) coordinated to a 2+ charged metal ion
NFRAG CSD-REFCOD r1a r1b r2a r3a r3b
1 AHDNIC 1.465 1.465 1.539 1.51 1.51
2 CUKXUB 1.494 1.494 1.497 1.491 1.491
3 FUYBOQ 1.495 1.479 1.525 1.529 1.526
4 JOBYUU 1.49 1.484 1.535 1.53 1.523
5 JOBYUU 1.483 1.494 1.544 1.523 1.528
6 JOBYUU 1.475 1.486 1.524 1.536 1.537
7 JOBZAB 1.492 1.49 1.538 1.519 1.526
8 JOBZAB 1.498 1.49 1.525 1.512 1.52
9 JOBZAB 1.499 1.484 1.521 1.528 1.543
10 SASNUV 1.488 1.488 1.507 1.528 1.528
11 SASNUV01 1.495 1.495 1.513 1.519 1.519
12 SENMED 1.506 1.491 1.518 1.515 1.526
13 VIDXEL 1.488 1.492 1.519 1.529 1.523
Average values
r1 average 1.488571
stdev 0.008922 r2 average 1.522286
stdev 0.013095 r3 average 1.521679
II. Diaminocyclohexane
c) coordinated to a 3+ charged metal ion
CSD-REFCOD r1a r1b r2a r3a r3b
1 ACHXCO 1.487 1.49 1.507 1.536 1.515
2 ACHXCO 1.49 1.483 1.493 1.514 1.538
3 ACHXCO 1.478 1.486 1.492 1.519 1.535
4 CHXNCO 1.487 1.49 1.506 1.53 1.523
5 CHXNCO 1.499 1.499 1.514 1.522 1.522
6 CHXNCO10 1.488 1.488 1.514 1.522 1.522
7 DOFFEJ 1.492 1.519 1.467 1.511 1.528
8 DOFFEJ 1.461 1.481 1.485 1.566 1.516
9 HDMPCO 1.493 1.496 1.479 1.522 1.501
10 HDMPCO 1.502 1.518 1.473 1.515 1.515
11 JESCIT 1.496 1.491 1.52 1.517 1.529
12 JESCIT 1.506 1.493 1.515 1.536 1.513
13 JESCIT 1.481 1.462 1.505 1.505 1.526
14 JESCOZ 1.5 1.497 1.529 1.523 1.521
15 JESCOZ 1.498 1.49 1.516 1.521 1.528
16 JESCOZ 1.496 1.481 1.516 1.538 1.529
17 KOHPEC 1.488 1.487 1.515 1.522 1.519
18 KUHJOM 1.494 1.493 1.521 1.52 1.521
20 TAHJAN 1.472 1.478 1.566 1.526 1.571
21 TAHJAN 1.491 1.563 1.567 1.522 1.547
22 TAHJAN 1.51 1.478 1.565 1.483 1.498
23 TAHJAN 1.51 1.534 1.548 1.536 1.483
24 TAHJAN 1.514 1.566 1.531 1.525 1.528
25 TAHJAN 1.555 1.51 1.495 1.597 1.516
26 TAHJAN 1.549 1.513 1.593 1.521 1.562
27 TAHJAN 1.507 1.482 1.557 1.504 1.502
28 TAHJER 1.505 1.56 1.526 1.524 1.465
29 TAHJER 1.483 1.438 1.447 1.532 1.515
30 TAHJER 1.57 1.44 1.501 1.542 1.502
31 VIMWOD 1.487 1.468 1.513 1.525 1.512
32 VIMWOD 1.471 1.494 1.507 1.509 1.521
Average values
r1 average 1.496561
stdev 0.025966 r2 average 1.514758
stdev 0.030415 r3 average 1.523818
III. Methylamine a) free ligand
No non-protonated structure available b) coordinated to a 2+ charged metal No structures available
c) coordinated to a 3+ charged metal ion CSD-REFCOD r1
1 CMACON10 1.479
2 CMACON10 1.466
3 CMACON10 1.488
4 CMACON10 1.483
5 CMACON10 1.476
6 MACRCC 1.449
7 MACRCC 1.461
8 MACRCC 1.457
9 MACRCC 1.488
Average values
r1 average 1.4719
IV. Ethylamine a) free ligand
REFCOD r2 r1
1 YECVUX 1.482 1.461
2 YECVUX 1.48 1.462
Average values
r1 average 1.4615
stdev 0.0005 r2 average 1.481
stdev 0.001
b) coordinated to a 2+ charged metal ion No structure available
V. Diammac a) free ligand
No non-protonated structures available b) coordinated to a 2+ charged metal ion
CSD-REFCOD r1a r1b r1c r1d r1e r1f r1g r1h
1 DUMGIB 1.484 1.483 1.49 1.458 1.484 1.483 1.49 1.458
2 FANFEF 1.494 1.493 1.468 1.481 1.494 1.493 1.468 1.481
3 FEBZUH 1.496 1.478 1.485 1.478 1.485 1.483 1.487 1.486
4 FEBZUH10 1.478 1.485 1.478 1.496 1.486 1.75 1.483 1.485
5 KENPUO 1.466 1.482 1.482 1.476 1.466 1.482 1.482 1.476
6 PEHWOO 1.472 1.474 1.492 1.484 1.484 1.49 1.478 1.495
7 PEHXAB 1.467 1.482 1.489 1.463 1.467 1.482 1.489 1.463
8 PEHXEF 1.471 1.478 1.48 1.495 1.483 1.479 1.481 1.459
9 VISSUL 1.465 1.476 1.463 1.476 1.476 1.489 1.473 1.497
CSD-REFCOD r2a r2b r3a r3b r3c r3d
1 DUMGIB 1.508 1.508 1.538 1.519 1.519 1.538
2 FANFEF 1.524 1.524 1.544 1.532 1.532 1.544
3 FEBZUH 1.525 1.53 1.533 1.559 1.538 1.556
4 FEBZUH10 1.526 1.566 1.538 1.556 1.533 1.559
6 PEHWOO 1.506 1.518 1.551 1.544 1.54 1.546
7 PEHXAB 1.495 1.495 1.532 1.533 1.533 1.532
8 PEHXEF 1.516 1.52 1.537 1.538 1.532 1.533
9 VISSUL 1.501 1.501 1.526 1.535 1.546 1.539
Average values
r1 average 1.483958
stdev 0.033051 r2 average 1.515833
stdev 0.016046 r3 average 1.538306
V. Diammac
c) coordinated to a 3+ charged metal ion
NFRAG REFCOD r1a r1b r1c r1d r1e r1f r1g r1h
1 FEBZOB 1.487 1.491 1.491 1.492 1.487 1.491 1.491 1.492
2 FEBZOB10 1.49 1.491 1.493 1.491 1.49 1.491 1.493 1.491
3 HAFBEV 1.472 1.477 1.478 1.48 1.486 1.478 1.478 1.485
4 HAFBEV 1.488 1.478 1.484 1.475 1.486 1.478 1.478 1.485
5 HAFBEV 1.488 1.478 1.484 1.475 1.48 1.478 1.477 1.472
6 HAFBIZ 1.474 1.48 1.48 1.474 1.477 1.491 1.488 1.489
7 HAFBIZ 1.477 1.491 1.488 1.489 1.477 1.491 1.488 1.489
8 HAHLOR 1.491 1.5 1.502 1.509 1.489 1.498 1.503 1.493
9 JEVCAO 1.475 1.462 1.453 1.479 1.475 1.462 1.453 1.479
10 JEVCAO 1.46 1.465 1.462 1.459 1.46 1.465 1.462 1.459
11 KUWZIL 1.501 1.521 1.518 1.478 1.482 1.515 1.497 1.51
12 KUWZOR 1.546 1.504 1.519 1.49 1.468 1.506 1.465 1.481
13 KUWZUX 1.521 1.463 1.497 1.487 1.487 1.494 1.502 1.514
14 KUXBAG 1.516 1.476 1.506 1.385 1.417 1.478 1.486 1.524
15 SANLAU 1.487 1.475 1.453 1.486 1.487 1.475 1.453 1.486
16 SANLAU 1.486 1.514 1.474 1.495 1.486 1.514 1.474 1.495
17 SIZCEJ 1.474 1.487 1.483 1.473 1.474 1.487 1.483 1.473
CSD-REFCOD r2a r2b r3a r3b r3c r3d
1 FEBZOB 1.503 1.503 1.533 1.533 1.533 1.533
2 FEBZOB10 1.503 1.503 1.532 1.534 1.534 1.532
3 HAFBEV 1.517 1.515 1.547 1.539 1.549 1.548
4 HAFBEV 1.519 1.515 1.557 1.539 1.54 1.548
5 HAFBEV 1.519 1.517 1.557 1.547 1.54 1.549
6 HAFBIZ 1.496 1.488 1.53 1.531 1.53 1.525
7 HAFBIZ 1.488 1.488 1.525 1.531 1.531 1.525
8 HAHLOR 1.501 1.507 1.531 1.535 1.521 1.538
9 JEVCAO 1.323 1.323 1.509 1.526 1.526 1.509
10 JEVCAO 1.339 1.339 1.523 1.532 1.532 1.523
11 KUWZIL 1.526 1.513 1.521 1.542 1.529 1.551
12 KUWZOR 1.5 1.55 1.556 1.54 1.584 1.581
13 KUWZUX 1.504 1.513 1.525 1.52 1.55 1.502
14 KUXBAG 1.599 1.521 1.568 1.523 1.575 1.565
15 SANLAU 1.387 1.387 1.507 1.56 1.56 1.507
16 SANLAU 1.435 1.435 1.525 1.525 1.525 1.525
17 SIZCEJ 1.473 1.473 1.528 1.524 1.524 1.528
Average values
r1 average 1.484722
stdev 0.019117 r2 average 1.478278
stdev 0.064339 r3 average 1.534931
VI. Sar
a) free ligand
CSD-REFCOD r1a r1b r1c r1d r1e r1f r1g r1h r1i
1 LEJPOF 1.499 1.462 1.444 1.46 1.421 1.419 1.498 1.489 1.459
2 LEJPUL 1.475 1.455 1.442 1.46 1.467 1.448 1.445 1.452 1.464
CSD-REFCOD r1j r1k r1l r2a r2b r2c r3a r3b r3c
1 LEJPOF 1.473 1.474 1.466 1.535 1.535 1.502 1.554 1.543 1.52
2 LEJPUL 1.458 1.453 1.449 1.514 1.503 1.513 1.53 1.536 1.528
CSD-REFCOD r3d r3e r3f
1 LEJPOF 1.491 1.53 1.577
Average values
r1 average 1.459667
stdev 0.019271 r2 average 1.517
stdev 0.013503 r3 average 1.531333
stdev 0.020246 VI. Sar
b) coordinated to a 2+ charged metal ion
CSD-REFCOD r1a r1b r1c r1d r1e r1f r1g r1h
1 LAFXIZ 1.486 1.483 1.467 1.471 1.478 1.475 1.462 1.488
2 LEJRAT 1.493 1.465 1.459 1.481 1.493 1.465 1.459 1.481
CSD-REFCOD r1j r1l r1k r1l r2a r2b r3a r3b
1 LAFXIZ 1.48 1.445 1.477 1.474 1.505 1.451 1.496 1.516
2 LEJRAT 1.454 1.476 1.454 1.476 1.475 1.487 1.514 1.503
CSD-REFCOD r3c r3d r3e r3f
1 LAFXIZ 1.514 1.512 1.501 1.528
Average values
r1 average 1.472583
stdev 0.012446 r2 average 1.4795
stdev 0.019615 r3 average 1.511417 stdev 0.008616 VI. Sar
c) coordinated to a 3+ charged metal ion
CSD-REFCOD r1a r1b r1c r1d r1e r1f r1g
1 HAFBUL 1.516 1.432 1.432 1.516 1.503 1.443 1.472
2 VOBCEU 1.484 1.495 1.504 1.48 1.48 1.505 1.513
3 YOZSAH 1.515 1.494 1.481 1.503 1.492 1.495 1.49
4 YUMDIT 1.515 1.474 1.466 1.492 1.495 1.488 1.495
5 YUMFIV 1.496 1.488 1.489 1.486 1.495 1.486 1.501
6 YUMGIW 1.496 1.478 1.472 1.502 1.479 1.505 1.491
7 YUMHIX 1.607 1.498 1.66 1.444 1.432 1.538 1.46
CSD-REFCOD r1h r1i r1j r1k r1l r2a r2b
1 HAFBUL 1.505 1.503 1.443 1.472 1.505 1.485 1.548
2 VOBCEU 1.49 1.492 1.497 1.508 1.483 1.496 1.489
3 YOZSAH 1.504 1.506 1.483 1.487 1.499 1.495 1.494
4 YUMDIT 1.516 1.492 1.505 1.509 1.517 1.499 1.493
5 YUMFIV 1.506 1.496 1.491 1.497 1.505 1.494 1.489
6 YUMGIW 1.519 1.498 1.494 1.502 1.531 1.489 1.496
7 YUMHIX 1.464 1.666 1.458 1.54 1.477 1.484 1.416
8 YUMHIX 1.437 1.541 1.468 1.49 1.46 1.466 1.455
CSD-REFCOD r3a r3b r3c r3d r3e r3f
1 HAFBUL 1.56 1.527 1.535 1.527 1.535 1.56
2 VOBCEU 1.543 1.553 1.548 1.544 1.544 1.537
3 YOZSAH 1.497 1.496 1.509 1.522 1.504 1.514
4 YUMDIT 1.528 1.498 1.528 1.513 1.508 1.523
5 YUMFIV 1.547 1.514 1.531 1.515 1.529 1.525
6 YUMGIW 1.551 1.501 1.501 1.541 1.508 1.509
7 YUMHIX 1.499 1.487 1.437 1.573 1.487 1.559
Average values
r1 average 1.4985
stdev 0.037238 r2 average 1.48675
stdev 0.025927 r3 average 1.525708
VII. Cyclam a) free ligand
No non-protonated structures available b) coordinated to a 2+ charged metal ion
CSD-REFCOD r1a r1b r1c r1d r1e r1f r1g
1 DOHXON 1.466 1.488 1.459 1.479 1.466 1.488 1.459
2 FAGVUE 1.473 1.49 1.482 1.492 1.48 1.478 1.488
3 HAFSUC 1.477 1.462 1.486 1.471 1.477 1.462 1.486
4 ZIQXOM 1.48 1.482 1.489 1.475 1.48 1.482 1.489
CSD-REFCOD r1h r2a r2b r3a r3b r3c r3d
1 DOHXON 1.479 1.467 1.467 1.485 1.525 1.525 1.485
2 FAGVUE 1.487 1.516 1.503 1.495 1.538 1.506 1.504
3 HAFSUC 1.471 1.49 1.49 1.511 1.5 1.5 1.511
Average values
r1 average 1.478063
stdev 0.009384 r2 average 1.492375
stdev 0.016568 r3 average 1.511188
stdev 0.015195 VII. Cyclam
c) coordinated to a 3+ charged metal ion
CSD-REFCOD r1a r1b r1c r1d r1e r1f r1g r1h
1 AZMTCO 1.461 1.493 1.496 1.437 1.461 1.493 1.496 1.437
2 BINPET 1.48 1.479 1.477 1.484 1.48 1.479 1.477 1.484
3 BINPET 1.486 1.485 1.474 1.477 1.486 1.485 1.474 1.477
4 COANEC 1.494 1.486 1.489 1.493 1.494 1.486 1.489 1.493
5 CUSBUN 1.499 1.487 1.483 1.482 1.499 1.487 1.483 1.482
6 DOHBEH 1.492 1.494 1.492 1.497 1.492 1.494 1.495 1.491
7 FEBZOB 1.492 1.491 1.491 1.487 1.492 1.491 1.491 1.487
8 FEBZOB10 1.491 1.493 1.491 1.49 1.491 1.493 1.491 1.49
9 FUMWUF 1.439 1.453 1.521 1.459 1.5 1.52 1.485 1.499
11 HENYAA 1.479 1.34 1.474 1.42 1.352 1.527 1.504 1.35
12 HENYAA 1.491 1.481 1.486 1.468 1.38 1.543 1.528 1.412
13 JOFYIM 1.478 1.482 1.496 1.473 1.483 1.481 1.483 1.49
14 JOFYOS 1.471 1.493 1.485 1.485 1.471 1.493 1.485 1.485
15 JOMNEE 1.483 1.481 1.499 1.488 1.493 1.491 1.493 1.491
16 KEFYAV 1.487 1.488 1.493 1.487 1.472 1.483 1.497 1.489
17 KUGMAA 1.482 1.495 1.493 1.486 1.482 1.495 1.493 1.486
18 LALTEX 1.484 1.567 1.439 1.485 1.484 1.567 1.439 1.485
19 PACHAC 1.484 1.481 1.482 1.514 1.481 1.475 1.455 1.482
20 PACJOS 1.501 1.491 1.481 1.486 1.495 1.493 1.486 1.507
21 PASFOE 1.496 1.476 1.49 1.5 1.479 1.479 1.466 1.495
22 PASGAR 1.49 1.492 1.472 1.485 1.484 1.488 1.48 1.478
23 SANLAU 1.486 1.453 1.475 1.487 1.486 1.453 1.475 1.487
24 SANLAU 1.495 1.474 1.514 1.486 1.495 1.474 1.514 1.486
25 TZCECO 1.493 1.485 1.495 1.509 1.501 1.497 1.495 1.501
26 VEFVEH 1.473 1.482 1.482 1.473 1.473 1.482 1.482 1.473
27 VIZYOS 1.484 1.489 1.485 1.484 1.484 1.489 1.485 1.484
28 VIZYUY 1.475 1.502 1.502 1.475 1.475 1.502 1.502 1.475
29 VIZZAF 1.487 1.483 1.488 1.486 1.487 1.483 1.488 1.486
30 VIZZAF 1.482 1.502 1.473 1.5 1.482 1.502 1.473 1.5
31 WAMWOW 1.515 1.487 1.509 1.517 1.515 1.487 1.509 1.517
32 WESLAH 1.469 1.476 1.471 1.499 1.498 1.478 1.488 1.476
34 ZUZSOC 1.489 1.475 1.479 1.476 1.494 1.473 1.479 1.48
CSD-REFCOD r2a r2b r3a r3b r3c r3d
1 AZMTCO 1.455 1.455 1.509 1.539 1.509 1.539
2 BINPET 1.509 1.509 1.517 1.514 1.517 1.514
3 BINPET 1.514 1.514 1.515 1.506 1.515 1.506
4 COANEC 1.498 1.498 1.509 1.509 1.509 1.509
5 CUSBUN 1.503 1.503 1.52 1.509 1.52 1.509
6 DOHBEH 1.498 1.502 1.527 1.518 1.513 1.509
7 FEBZOB 1.503 1.503 1.533 1.533 1.533 1.533
8 FEBZOB10 1.503 1.503 1.532 1.534 1.532 1.534
9 FUMWUF 1.482 1.499 1.527 1.497 1.548 1.511
10 HAHLOR 1.501 1.507 1.538 1.521 1.531 1.535
11 HENYAA 1.461 1.399 1.358 1.508 1.487 1.471
12 HENYAA 1.448 1.458 1.49 1.499 1.506 1.503
13 JOFYIM 1.499 1.494 1.507 1.518 1.531 1.519
14 JOFYOS 1.511 1.511 1.518 1.531 1.518 1.531
15 JOMNEE 1.504 1.502 1.507 1.505 1.524 1.531
16 KEFYAV 1.504 1.509 1.515 1.507 1.534 1.533
17 KUGMAA 1.512 1.512 1.523 1.52 1.523 1.52
18 LALTEX 1.517 1.517 1.472 1.628 1.472 1.628
19 PACHAC 1.486 1.341 1.488 1.523 1.513 1.516
21 PASFOE 1.505 1.512 1.517 1.491 1.495 1.496
22 PASGAR 1.492 1.487 1.524 1.506 1.516 1.504
23 SANLAU 1.387 1.387 1.507 1.56 1.507 1.56
24 SANLAU 1.435 1.435 1.525 1.525 1.525 1.525
25 TZCECO 1.488 1.487 1.513 1.506 1.502 1.505
26 VEFVEH 1.524 1.524 1.556 1.556 1.556 1.556
27 VIZYOS 1.507 1.507 1.511 1.517 1.511 1.517
28 VIZYUY 1.484 1.484 1.524 1.524 1.524 1.524
29 VIZZAF 1.509 1.509 1.51 1.516 1.51 1.516
30 VIZZAF 1.501 1.501 1.491 1.51 1.491 1.51
31 WAMWOW 1.571 1.571 1.559 1.532 1.559 1.532
32 WESLAH 1.501 1.492 1.523 1.49 1.509 1.485
33 ZUSCIZ 1.498 1.498 1.524 1.52 1.524 1.52
34 ZUZSOC 1.517 1.521 1.529 1.487 1.513 1.499
Average values
r1 average 1.485162
stdev 0.023217 r2 average 1.492162
stdev 0.036658 r3 average 1.517978
VIII. Tacn a) free ligand
CSD-REFCOD r1a r1b r1c r1d r1e r1f r2a
1 ZOJFIN 1.465 1.461 1.454 1.457 1.469 1.458 1.52
CSD-REFCOD r2b r2c
1 ZOJFIN 1.527 1.517
Average values
r1 average 1.460667 r2 average 1.521333
stdev 0.005055 stdev 0.00419
b) coordinated to a 2+ charged metal ion
CSD-REFCOD r1a r1b r1c r2a r2b r2c
1 BAZNCU 1.474 1.482 1.493 1.51 1.52 1.514
2 CLAZCU 1.484 1.478 1.473 1.521 1.5 1.517
3 DORTIN 1.463 1.512 1.497 1.503 1.492 1.539
4 DORTIN 1.506 1.497 1.483 1.495 1.507 1.515
5 DUSJAC 1.48 1.475 1.469 1.524 1.52 1.511
6 DUSJAC 1.47 1.467 1.483 1.484 1.497 1.491
8 DUSJAC01 1.482 1.472 1.49 1.509 1.525 1.525
9 FECLII 1.46 1.471 1.468 1.535 1.555 1.525
10 JEMBAE 1.482 1.478 1.48 1.517 1.514 1.521
11 JUXXIJ 1.458 1.446 1.457 1.51 1.494 1.564
12 JUXXIJ 1.425 1.454 1.441 1.557 1.496 1.48
13 KURPES 1.489 1.477 1.478 1.507 1.518 1.517
14 VUFJIP 1.373 1.51 1.599 1.454 1.427 1.393
r1 average 1.476476
stdev 0.030012 r2 average 1.50831
stdev 0.02976 VIII. Tacn
c) coordinated to a 3+ charged metal ion
CSD-REFCOD r1a r1b r1c r2a r2b r2c
1 AMGZCO 1.488 1.513 1.506 1.5 1.505 1.483
2 DEGZIY 1.486 1.487 1.462 1.405 1.443 1.463
3 FOPLUR 1.43 1.493 1.482 1.426 1.445 1.426
4 KUYZAF 1.43 1.46 1.469 1.388 1.474 1.486
5 KUYZIN 1.434 1.451 1.462 1.369 1.369 1.459
7 VAVGII 1.468 1.456 1.508 1.461 1.4 1.429
8 WEZCIN 1.484 1.475 1.503 1.526 1.522 1.528
9 WEZCIN 1.483 1.486 1.494 1.511 1.503 1.511
10 ZETXEB 1.503 1.479 1.514 1.487 1.475 1.505
11 ZEZTON 1.468 1.49 1.464 1.502 1.494 1.504
12 ZEZTON 1.47 1.452 1.481 1.384 1.434 1.416
r1 average 1.479694
stdev 0.02349 r2 average 1.465278
