Table 8 Mulliken atomic charges of compounds M-1–M-5 and B

C-1 (Benzimidazole)

− 0.149

− 0.150

− 0.135

− 0.132

− 0.132

− 0.132

C-2 (Benzimidazole)

− 0.182

− 0.182

− 0.168

− 0.192

− 0.198

− 0.189

C-3 (Benzimidazole)

− 0.058

− 0.057

− 0.105

− 0.057

− 0.056

− 0.089

C-4 (Benzimidazole)

− 0.042

− 0.037

− 0.067

− 0.041

− 0.042

0.013

C-5(Benzimidazole)

0.009

0.012

0.028

0.022

0.023

0.010

C-6 (Benzimidazole)

− 0.113

− 0.122

− 0.136

− 0.129

− 0.130

− 0.143

N-7 (Benzimidazole)

− 0.296

− 0.321

− 0.301

− 0.349

− 0.347

− 0.389

C-8 (Benzimidazole)

0.194

− 0.186

0.321

0.249

0.247

0.167

N-9 (Benzimidazole)

− 0.386

− 0.317

− 0.320

− 0.315

− 0.316

− 0.312

C-10

− 0.016

− 0.028

− 0.149

− 0.196

− 0.195

− 0.020

O-11

− 0.432

− 0.443

− 0.447

− 0.451

− 0.450

− 0.435

C-12

− 0.408

− 0.466

− 0.471

− 0.467

− 0.466

− 0.349

C-14

− 0.319

− 0.186

− 0.251

− 0.136

− 0.140

–

N-15

− 0.241

− 0.323

− 0.527

− 0.488

− 0.491

–

C-16

− 0.262

− 0.230

− 0.178

0.253

0.256

–

C-17

− 0.350

− 0.215

− 0.106

− 0.225

− 0.280

–

X-18

− 0.255 (N)

− 0.301(O)

− 0.172

− 0.099

− 0.027

–

C-19 (CH₃)

− 0.383

–

− 0.128

− 0.143

− 0.441

–

N-20 (from NO₂)

–

–

–

0.317

–

–

O-21 (from NO₂, COOH)

–

–

–

− 0.288

− 0.384

–

O-22 (from NO₂, COOH)

–

–

–

− 0.286

− 0.345

–

C-20 (from COOH)

–

–

–

–

0.502

–

H-22 (from COOH)

–

–

–

–

0.306

–