Comparison Across Different Media of Relevant Quantities of the Calculated Complexes Of

Table S 15 Comparison across different media of relevant quantities of the calculated complexes of the structures utilized to investigate the influence of specific features on the formation of complexes with Cu2+. Results from DFT/B3LYP calculations utilising the 6-31+G(d,p) basis set for all the atoms. The results in vacuo are from full- optimization calculations. The results in solution are from single point PCM calculations performed on the in-vacuo optimized geometry. The considers structures B, D, E, F, G, PHG1 and PHG, considering the conformers corresponding to those yielding the best complexes between hyperjovinol A and a Cu2+ ion. The nature of each structure is shown in figure 5. For each structure, the following comparisons are considered:  comparison of the complexes’ relative energy in different media and total free energies in solution  comparison of the molecule-ion interaction energy in different media  comparison of the natural charge on the Cu ion in the complex in different media  comparison of the Mulliken charge on the Cu ion in the complex in different media  comparison of the dipole moment in different media

 comparison of the solvent effect (Gsolv) and its electrostatic component (Gel) in different solvents The molecule-metal ion interaction energy is calculated as «energy of the complex minus energy of the closer conformer of the uncomplexed molecule minus energy of the Cu2+ ion», not corrected for ZPE or BSSE. The values in solution serve only as indication that the complexes still have considerable interaction energy in the given solvent, and for comparison purposes in terms of trends. They do not correspond to the actual values because of not taking into account the desolvation contributions (that are significant for the ligand and dominant for the cation, whose solvent-accessible surface is considerably decreased in the complex, as illustrated in figure S 6). structure B

Structure B comparison of the complexes’ relative energy in different media and total free energies in solution

complex relative energy (kcal/mol) relative free energy in solution

in in in in in in in vacuo chloroform acetonitrile water chloroform acetonitrile water

d-w-v1-Cu(O19,pi) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 d-w-Cu(O8,O19) 13.1680 16.2898 17.1353 15.9625 16.4715 17.4416 16.2481 d-r-q2-Cu(O14) 17.8152 25.6243 28.2433 28.1540 26.5863 29.4270 29.4879 d-r-Cu(O8,O19) 19.0600 22.2906 23.1816 22.7784 22.8238 23.8441 23.4280 s-w-q1-Cu(O14) 19.1935 26.4918 28.7366 28.9080 27.8200 30.2579 30.6808 d-w-Cu(O10,O19) 23.9902 23.1044 22.7832 20.2287 23.3527 23.1858 20.6676

Structure B comparison of the molecule-ion interaction energy in different media

complex molecule-ion interaction energy (kcal/mol)

in vacuo in chloroform in acetonitrile in water

d-w-v1-Cu(O19,pi) -357.5749 -234.2777 -207.6403 -169.2352 d-w-Cu(O8,O19) -344.4069 -217.9878 -190.5051 -153.2727 d-r-Cu(O8,O19) -338.1784 -213.0586 -186.2601 -149.6802 d-r-q2-Cu(O14) -329.3099 -200.1592 -172.1207 -136.4648 d-w-Cu(O10,O19) -331.3506 -209.3602 -183.4521 -147.5965 s-w-q1-Cu(O14) -330.8243 -201.4408 -173.4432 -137.0466 Structure B comparison of the natural charge on the Cu ion in the complex in different media

complex natural charge on the Cu ion (a.u.)

d-w-v1-Cu(O19,pi) 0.84352 0.85903 0.86632 0.87415 d-w-Cu(O8,O19) 0.90096 0.92318 0.93930 0.97084 d-r-q2-Cu(O14) 0.92964 0.94057 0.94412 0.94910 d-r-Cu(O8,O19) 0.90613 0.93071 0.94591 0.97643 s-w-q1-Cu(O14) 0.93230 0.94217 0.94569 0.95182 d-w-Cu(O10,O19) 0.89035 0.89667 0.89903 0.89770

Structure B comparison of the Mulliken charge on the Cu ion in the complex in different media

complex Mulliken charge on the Cu ion (a.u.)

d-w-v1-Cu(O19,pi) 0.215388 0.239961 0.251461 0.267801 d-w-Cu(O8,O19) 0.715535 0.736153 0.745838 0.767260 d-r-q2-Cu(O14) 0.562120 0.595827 0.607332 0.621548 d-r-Cu(O8,O19) 0.701860 0.725212 0.735118 0.755875 s-w-q1-Cu(O14) 0.591183 0.621515 0.632232 0.648699 d-w-Cu(O10,O19) 0.699360 0.706840 0.708006 0.703049 Structure B comparison of the dipole moment in different media

complex dipole moment (debye)

d-w-v1-Cu(O19,pi) 7.9662 9.5739 10.1311 10.8989 d-w-Cu(O8,O19) 12.2226 11.1419 9.2824 6.8514 d-r-q2-Cu(O14) 8.3483 7.4427 7.0788 11.8613 d-r-Cu(O8,O19) 12.3452 11.8700 10.4024 6.7139 s-w-q1-Cu(O14) 7.4953 5.1379 3.6763 4.5314 d-w-Cu(O10,O19) 14.7711 16.4104 16.7649 20.1097

Structure B comparison of the solvent effect (Gsolv) and its electrostatic component (Gel) in different solvents

complex Gsolv (kcal/mol) Gel (kcal/mol) in chloroform in acetonitrile in water in chloroform in acetonitrile in water

d-w-v1-Cu(O19,pi) -94.41 -111.16 -137.36 -99.43 -124.02 -146.47 d-w-Cu(O8,O19) -91.11 -106.89 -134.28 -96.31 -120.05 -143.68 d-r-q2-Cu(O14) -85.64 -99.55 -125.69 -91.62 -113.59 -136.13 d-r-Cu(O8,O19) -90.65 -106.37 -132.99 -96.20 -119.89 -142.76 s-w-q1-Cu(O14) -85.78 -100.10 -125.87 -92.14 -114.47 -136.76 d-w-Cu(O10,O19) -95.05 -111.96 -140.68 -100.32 -125.22 -150.23 structure D

Structure D comparison of the complexes’ relative energy in different media

complex relative energy relative free energy in solution (kcal/mol) (kcal/mol) in in in in in in in vacuo chloroform acetonitrile water chloroform acetonitrile water

d-w-v1-Cu(O19,pi) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 d-w-Cu(O8,O19) 3.2369 2.3344 0.9789 0.8977 2.0350 0.5315 0.3909 d-r-Cu(O8,O19) 7.1715 7.1446 6.0782 6.2517 6.9823 5.7354 5.8227 d-w-Cu(O10,O19) 16.4693 11.2906 9.0926 8.0624 11.0492 8.7192 7.6487 d-r-q2-Cu(O14) 19.0052 24.9282 26.8960 29.6000 25.7009 27.6487 30.5289 s-w-q1-Cu(O14) 21.2291 25.3096 26.2862 28.6315 26.6647 27.4931 30.1142

Structure D comparison of the molecule-ion interaction energy in different media

d-w-v1-Cu(O19,pi) -351.0741 -227.0904 -200.6159 -165.0745 d-w-Cu(O8,O19) -347.8372 -224.7560 -199.6371 -164.1768 d-r-Cu(O8,O19) -342.7355 -220.3703 -195.6978 -161.7239 d-w-Cu(O10,O19) -334.2916 -215.6167 -191.3199 -157.1034 d-r-q2-Cu(O14) -325.2224 -197.0585 -169.6124 -134.3718 s-w-q1-Cu(O14) -323.9602 -197.5580 -171.0696 -135.9375 Structure D comparison of the natural charge on the Cu ion in the complex in different media

d-w-v1-Cu(O19,pi) 0.89031 0.90737 0.91352 0.92231 d-w-Cu(O8,O19) 0.85588 0.89006 0.90284 0.90705 d-r-Cu(O8,O19) 0.85618 0.89083 0.90694 0.91321 d-w-Cu(O10,O19) 0.83678 0.84465 0.84817 0.84946 d-r-q2-Cu(O14) 0.93349 0.94513 0.94949 0.95690 s-w-q1-Cu(O14) 0.93702 0.94813 0.95235 0.96057

Structure D comparison of the Mulliken charge on the Cu ion in the complex in different media

d-w-v1-Cu(O19,pi) 0.290968 0.318256 0.328179 0.340570 d-w-Cu(O8,O19) 0.570113 0.595778 0.606461 0.612775 d-r-Cu(O8,O19) 0.573003 0.600177 0.612177 0.620181 d-w-Cu(O10,O19) 0.616139 0.631546 0.640072 0.643486 d-r-q2-Cu(O14) 0.566689 0.601200 0.612981 0.631119 s-w-q1-Cu(O14) 0.610436 0.641648 0.651931 0.671451 Structure D comparison of the dipole moment in different media

d-w-v1-Cu(O19,pi) 4.8324 6.1674 6.6887 7.4815 d-w-Cu(O8,O19) 4.0531 11.0060 13.7621 14.4165 d-r-Cu(O8,O19) 2.9182 7.4358 10.0616 10.4489 d-w-Cu(O10,O19) 7.6242 12.1708 13.1986 14.3842 d-r-q2-Cu(O14) 2.1748 3.0766 6.7880 11.7934 s-w-q1-Cu(O14) 5.0446 5.8331 8.9009 15.4234

Structure D comparison of the solvent effect (Gsolv) and its electrostatic component (Gel) in different solvents

d-w-v1-Cu(O19,pi) -92.72 -109.11 -137.62 -98.28 -122.66 -147.49 d-w-Cu(O8,O19) -93.93 -111.82 -140.47 -99.19 -124.91 -149.83 d-r-Cu(O8,O19) -92.91 -110.55 -138.97 -98.31 -123.75 -148.41 d-w-Cu(O10,O19) -98.15 -116.86 -146.44 -103.46 -130.03 -155.90 d-r-q2-Cu(O14) -86.03 -100.47 -126.10 -92.36 -114.76 -136.90 s-w-q1-Cu(O14) -87.29 -102.85 -128.74 -94.20 -117.60 -140.09 structure E

Structure E comparison of the complexes’ relative energy in different media

complex relative energy (kcal/mol) relative free energy in solution (kcal/mol) in in in in in in in vacuo chloroform acetonitrile water chloroform acetonitrile water

d-w-Cu(O8,O19) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 d-r-Cu(O8,O19) 4.1375 4.4472 4.0981 3.2202 4.5852 4.2150 3.3252 d-w-Cu(O10,O19) 11.3434 9.2919 8.4389 7.6087 9.3260 8.4940 7.6575 d-r-q2-Cu(O14) 17.2220 20.6415 22.2406 24.5328 21.5443 23.1739 25.6657

Structure E comparison of the molecule-ion interaction energy in different media

d-w-Cu(O8,O19) -338.0838 -221.9034 -197.7226 -162.8108 d-r-Cu(O8,O19) -332.7847 -217.8573 -194.8670 -162.1964 d-r-q2-Cu(O14) -314.4788 -196.5851 -171.9087 -137.2815 d-w-Cu(O10,O19) -326.0887 -212.2921 -189.1492 -155.0416 Structure E comparison of the natural charge on the Cu ion in the complex in different media

d-w-Cu(O8,O19) 0.92916 0.93227 0.93215 0.93277 d-r-Cu(O8,O19) 0.92507 0.93405 0.93644 0.93872 d-w-Cu(O10,O19) 0.87144 0.87875 0.88087 0.88082 d-r-q2-Cu(O14) 0.94339 0.95261 0.95493 0.95971

Structure E comparison of the Mulliken charge on the Cu ion in the complex in different media

d-w-Cu(O8,O19) 0.633733 0.648741 0.652038 0.657911 d-r-Cu(O8,O19) 0.628465 0.646872 0.651553 0.660007 d-w-Cu(O10,O19) 0.642074 0.659876 0.664998 0.670769 d-r-q2-Cu(O14) 0.591996 0.618832 0.625477 0.637560 Structure E comparison of the dipole moment in different media

d-w-Cu(O8,O19) 12.6008 14.6588 15.1686 15.6845 d-r-Cu(O8,O19) 10.5237 11.9765 12.2584 12.4333 d-w-Cu(O10,O19) 14.3069 17.2033 18.2509 19.4515 d-r-q2-Cu(O14) 17.5379 21.1441 21.9788 22.7683

Structure E comparison of the solvent effect (Gsolv) and its electrostatic component (Gel) in different solvents

d-w-Cu(O8,O19) -101.12 -119.98 -148.92 -106.44 -133.29 -158.56 d-r-Cu(O8,O19) -100.67 -119.90 -149.73 -106.13 -133.33 -159.47 d-w-Cu(O10,O19) -103.13 -122.83 -152.61 -108.49 -136.20 -162.29 d-r-q2-Cu(O14) -96.79 -114.03 -140.48 -103.02 -128.28 -151.24

structure F Structure F comparison of the complexes’ relative energy in different media

d-w-Cu(O8,O19) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 d-r-Cu(O8,O19) 4.2551 4.3259 4.2443 3.2797 4.4603 4.3631 3.3917 d-w-Cu(O10,O19) 11.1769 9.1144 8.4128 7.3598 9.1434 8.4676 7.4109 s-w-q1-Cu(O14) 14.3471 18.2592 19.9534 22.4563 19.7508 21.3730 24.2087 d-r-q2-Cu(O14) 16.7173 20.6189 22.2732 24.4763 21.5236 23.2147 25.6187

Structure F comparison of the molecule-ion interaction energy in different media

d-w-Cu(O8,O19) -335.9954 -221.7824 -197.6124 -162.5802 d-r-Cu(O8,O19) -330.6569 -217.9363 -194.6431 -162.0057 d-r-q2-Cu(O14) -312.9682 -196.5436 -171.7271 -137.1700 d-w-Cu(O10,O19) -324.2015 -212.3300 -189.0291 -155.1038 s-w-q1-Cu(O14) -316.3359 -199.6244 -174.7259 -139.7793 Structure F comparison of the natural charge on the Cu ion in the complex in different media

d-w-Cu(O8,O19) 0.92966 0.93209 0.93204 0.93249 d-r-Cu(O8,O19) 0.92497 0.93400 0.93618 0.93833 d-w-Cu(O10,O19) 0.87262 0.87905 0.88123 0.88078 s-w-q1-Cu(O14) 0.94376 0.95133 0.95314 0.95800 d-r-q2-Cu(O14) 0.94424 0.95270 0.95489 0.95984

Structure F comparison of the Mulliken charge on the Cu ion in the complex in different media

Structure F comparison of the dipole moment in different media complex dipole moment (debye)

Structure F comparison of the solvent effect (Gsolv) and its electrostatic component (Gel) in different solvents

d-w-Cu(O8,O19) -104.30 -124.47 -152.69 -108.30 -135.11 -160.18 d-r-Cu(O8,O19) -104.09 -124.36 -153.55 -108.23 -135.12 -161.15 d-w-Cu(O10,O19) -106.33 -127.18 -156.45 -110.37 -137.88 -163.99 s-w-q1-Cu(O14) -98.89 -117.44 -142.83 -104.39 -129.51 -152.07 d-r-q2-Cu(O14) -99.49 -117.97 -143.79 -104.40 -129.56 -152.42

structure G Structure G comparison of the complexes’ relative energy in different media

d-w-v1-Cu(O19,pi) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 d-w-Cu(O8,O19) 1.0515 3.1109 3.3296 2.0570 2.7592 3.1551 1.8775 d-r-Cu(O8,O19) 5.8602 7.3177 6.5642 5.6963 7.1480 6.5311 5.6407 d-r-q2-Cu(O14) 16.8444 23.4250 25.3588 25.0807 24.5268 26.7827 26.7620 s-w-q1-Cu(O14) 17.8983 * 24.9582 25.2881 * 26.6754 27.3424 d-w-Cu(O10,O19) 21.4175 16.7438 14.2037 11.5428 17.2690 14.7785 12.2471 * not converged

Structure G comparison of the molecule-ion interaction energy in different media

d-w-v1-Cu(O19,pi) -350.9573 -228.6887 -201.8912 -163.8574 d-w-Cu(O8,O19) -349.9059 -225.5778 -198.5617 -161.8004 d-r-Cu(O8,O19) -344.0164 -221.8598 -196.6028 -160.8412 d-r-q2-Cu(O14) -327.7892 -200.5457 -172.8132 -137.7680 d-w-Cu(O10,O19) -329.8280 -212.8752 -188.9787 -154.9075 s-w-q1-Cu(O14) -327.6120 * -173.7572 -138.0313 * not converged Structure G comparison of the natural charge on the Cu ion in the complex in different media

d-w-v1-Cu(O19,pi) 0.88048 0.89499 0.90171 0.91245 d-w-Cu(O8,O19) 0.86864 0.88767 0.90076 0.92651 d-r-Cu(O8,O19) 0.86950 0.89072 0.90490 0.93335 d-r-q2-Cu(O14) 0.91316 0.92573 0.92935 0.93493 s-w-q1-Cu(O14) 0.91781 * 0.93427 0.94069 d-w-Cu(O10,O19) 0.83835 0.84578 0.84904 0.85025 * not converged

Structure G comparison of the Mulliken charge on the Cu ion in the complex in different media

Structure G comparison of the dipole moment in different media

Structure G comparison of the solvent effect (Gsolv) and its electrostatic component (Gel) in different solvents

complex Gsolv (kcal/mol) Gel (kcal/mol) in chloroform in acetonitrile in water in chloroform in acetonitrile inwater

d-w-v1-Cu(O19,pi) -96.78 -114.09 -141.22 -100.89 -125.34 -148.87 d-w-Cu(O8,O19) -95.08 -111.99 -140.40 -98.83 -123.07 -147.87 d-r-Cu(O8,O19) -95.50 -113.42 -141.44 -99.44 -124.64 -149.04 d-r-q2-Cu(O14) -89.10 -104.15 -131.30 -94.31 -116.83 -140.64 s-w-q1-Cu(O14) * -105.31 -131.78 * -118.28 -141.48 d-w-Cu(O10,O19) -100.93 -120.73 -150.39 -105.57 -132.56 -158.75 * not converged

structure PHG1

Structure PHG1 comparison of the complexes’ relative energy in different media

d-w-Cu(O14) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 d-r-Cu(O14) 1.8678 2.8473 3.2091 3.5696 2.9280 3.2699 3.6019 s-w-Cu(O14) 2.0588 3.2456 3.6438 4.5299 3.3333 3.6960 4.5469 d-w-Cu(O8) 7.8214 3.9788 2.8515 1.7628 4.1485 3.0560 1.9810 d-r-Cu(O8) * 11.7172 8.1568 7.1429 6.0956 8.5109 7.5307 6.5029 d-w-Cu(O10) 20.0184 14.0039 12.0049 10.2537 13.8949 11.9133 10.1362 d-r-Cu(O10) 22.7150 16.4904 14.0423 12.9528 17.2722 14.9171 13.8956 d-r-Cu(O12) 25.5311 21.3590 19.5159 17.6251 21.1345 19.2501 17.2772 Structure PHG1 comparison of the molecule-ion interaction energy in different media complex molecule-ion interaction energy (kcal/mol)

d-w-Cu(O14) -297.2790 -192.5939 -170.0190 -137.6189 d-r-Cu(O14) -294.2798 -189.8654 -167.5303 -135.9207 s-w-Cu(O14) -294.7109 -189.9239 -167.4202 -135.5577 d-w-Cu(O8) -289.4576 -188.6151 -167.1675 -135.8561 d-r-Cu(O8) * -284.4304 -184.5559 -163.5965 -133.3947 d-w-Cu(O10) -277.2606 -178.5901 -158.0140 -127.3653 d-r-Cu(O10) -273.4326 -176.2223 -156.6971 -126.5375 d-r-Cu(O12) -270.6165 -171.3538 -151.2235 -121.8652

Structure PHG1 comparison of the natural charge on the Cu ion in the complex in different media complex natural charge on the Cu ion (a.u.)

d-w-Cu(O14) 0.94949 0.95556 0.95717 0.96134 d-r-Cu(O14) 0.94908 0.95545 0.95721 0.96128 s-w-Cu(O14) 0.94959 0.95578 0.95756 0.96169 d-w-Cu(O8) 0.96221 0.97189 0.97431 0.98101 d-r-Cu(O8) * 0.96362 0.97506 0.97838 0.98547 d-w-Cu(O10) 0.95694 0.96274 0.96441 0.96764 d-r-Cu(O10) 0.95868 0.96655 0.96852 0.97067 d-r-Cu(O12) 0.93211 0.94694 0.95169 0.95831

Structure PHG1 comparison of the Mulliken charge on the Cu ion in the complex in different media

d-w-Cu-O14 0.627432 0.646772 0.651846 0.663375 d-r-Cu-O14 0.626960 0.646875 0.652178 0.747740 s-w-Cu-O14 0.638561 0.657831 0.662872 0.663192 d-w-Cu-O8 0.710428 0.730442 0.734928 0.674497 d-r-Cu-O8 * 0.719233 0.740924 0.746017 0.758860 d-w-Cu-O10 0.673587 0.690022 0.694205 0.704237 d-r-Cu-O10 0.842396 0.858404 0.861611 0.865759 d-r-Cu-O12 0.585100 0.619285 0.631995 0.650222

Structure PHG1 comparison of the dipole moment in different media

conformer dipole moment (debye) in vacuo in chloroform in acetonitrile in water

d-w-Cu(O14) 3.8099 4.2573 4.4702 4.9056 d-r-Cu(O14) 1.6246 1.4243 1.3950 1.4883 s-w-Cu(O14) 2.0763 1.6521 1.5167 1.5003 d-w-Cu(O8) 5.6744 6.8813 7.2527 7.6859 d-r-Cu(O8) * 5.6675 7.0650 7.5210 8.0775 d-w-Cu(O10) 10.5954 13.5069 14.5624 15.8538 d-r-Cu(O10) 12.6465 15.6032 16.6967 17.9332 d-r-Cu(O12) 4.8288 6.4749 7.2066 8.2466

Structure PHG1 comparison of the solvent effect (Gsolv) and its electrostatic component (Gel) in different solvents

conformer Gsolv (kcal/mol) Gel (kcal/mol) in chloroform in acetonitrile in water in chloroform in acetonitrile in water

d-w-Cu(O14) -112.82 -135.67 -162.31 -116.50 -144.17 -168.67 d-r-Cu(O14) -111.76 -134.27 -160.57 -115.52 -142.83 -166.97 s-w-Cu(O14) -111.55 -134.03 -159.82 -115.31 -142.59 -166.20 d-w-Cu(O8) -116.50 -140.44 -168.15 -120.34 -149.14 -174.73 d-r-Cu(O8) * -116.03 -139.86 -167.52 -120.06 -148.75 -174.29 d-w-Cu(O10) -118.95 -143.78 -172.19 -122.51 -152.19 -178.43 d-r-Cu(O10) -118.27 -143.47 -171.13 -122.72 -152.85 -178.43 d-r-Cu(O12) -117.22 -141.95 -170.56 -120.67 -150.19 -176.57

structure PHG (phloroglucinol) Structure PHG comparison of the complexes’ relative energy in different media

PHG-1-Cu(O) 0.0000 0.4567 29.7225 7.4737 0.5422 1.8060 7.2446 PHG-2-Cu(O) 0.2176 0.3518 0.0000 6.9653 0.4041 1.5506 6.6836 PHG-2-Cu(pi) 4.6888 0.0000 27.8756 0.0000 0.0000 0.0000 0.0000

Structure PHG comparison of the molecule-ion interaction energy in different media

PHG-1-Cu(O) -258.2199 -172.8423 -154.3419 -125.2551 PHG-2-Cu(O) -258.8043 -173.4724 -184.1965 -125.8405 PHG-2-Cu(pi) -254.3331 -173.8243 -156.3208 -132.8058

Structure PHG comparison of the natural charge on the Cu ion in the complex in different media complex natural charge on the Cu ion (a.u.)

PHG-1-Cu(O) 0.98860 0.96743 0.96768 0.96812 PHG-2-Cu(O) 0.98460 0.96776 0.96812 0.96854 PHG-2-Cu(pi) 0.97310 0.89184 0.89165 0.89532

Structure PHG comparison of the Mulliken charge on the Cu ion in the complex in different media

PHG-1-Cu(O) 0.954642 0.876460 0.875155 0.874033 PHG-2-Cu(O) 0.927146 0.874414 0.874033 0.873754 PHG-2-Cu(pi) 0.921634 0.681142 0.682385 0.682258

Structure PHG comparison of the dipole moment in different media

conformer dipole moment (debye)

in vacuo in chloroform in acetonitrile in water PHG-1-Cu(O) 2.4037 3.3090 3.6499 4.0190 PHG-2-Cu(O) 2.7041 3.6274 3.9824 4.3794 PHG-2-Cu(pi) 2.9866 2.7944 2.7418 2.6097

Structure PHG comparison of the solvent effect (Gsolv) and its electrostatic component (Gel) in different solvents

conformer Gsolv (kcal/mol) Gel (kcal/mol) in chloroform in acetonitrile in water in chloroform in acetonitrile in water

PHG-1-Cu(O) -133.43 -162.13 -192.91 -136.60 -168.60 -198.32 PHG-2-Cu(O) -133.78 -162.60 -193.69 -136.92 -169.04 -199.05 PHG-2-Cu(pi) -138.66 -168.62 -204.84 -141.74 -175.13 -210.48