# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 05:30:36 2020
#   Inital geometry file: a 152 line input string
#   Ligand name: 2,2',2'',2'''-{[(2S)-3-(4-{[(2-hydroxyethyl)carbamothioyl]amino}phenyl)propane-1,2-diyl]dinitrilo}tetraacetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCNC(=S)Nc1ccc(C[C@@H](CN(CC(O)=O)CC(O)=O)N(CC(O)=O)CC(O)=O)cc1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 EOT  EOT  '2,2',2'',2'''-{[(2S)-3-(4-{[(2-hydroxyethyl)carbamothioyl]amino}phenyl)propane-1,2-diyl]dinitrilo}tetraacetic acid'  ligand  58  34  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EOT
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 EOT  C15   C  C      0   0.299   0.2283  -0.3909   2.8892
 EOT  C16   C  C1     0  -0.329  -1.0753  -0.5526   2.4824
 EOT  C17   C  C1     0  -0.209  -1.3721  -0.7144   1.1278
 EOT  C12   C  C      0  -0.027  -0.3639  -0.6995   0.1718
 EOT  C13   C  C1     0  -0.197   0.9490  -0.5284   0.6013
 EOT  C14   C  C1     0  -0.319   1.2398  -0.3848   1.9519
 EOT  N3    N  NH1    0  -0.735   0.5525  -0.1391   4.2329
 EOT  C18   C  C      0   0.416   0.2461  -0.8976   5.3063
 EOT  S1    S  S1     0  -0.380  -0.5297  -2.3871   5.1931
 EOT  N4    N  NH1    0  -0.605   0.6436  -0.3887   6.4722
 EOT  C19   C  CH2    0  -0.305   0.3885  -0.9725   7.7641
 EOT  C20   C  CH2    0  -0.185   1.4008  -0.4793   8.7766
 EOT  O9    O  OH1    0  -0.688   1.2969   0.9290   8.8762
 EOT  C11   C  CH2    0  -0.466  -0.6499  -0.8547  -1.2932
 EOT  C1    C  CH1    0  -0.093  -0.6855   0.4769  -2.0426
 EOT  C2    C  CH2    0  -0.309  -0.7160   0.2541  -3.5633
 EOT  N1    N  NT     0  -0.418  -1.7331   1.3874  -1.5849
 EOT  C9    C  CH2    0  -0.443  -1.3530   2.7767  -1.8052
 EOT  C10   C  C      0   0.365  -0.1833   3.3089  -0.9826
 EOT  O7    O  O      0  -0.567   0.0559   2.7335   0.1082
 EOT  O8    O  OC    -1  -0.560   0.4078   4.2932  -1.3908
 EOT  C7    C  CH2    0  -0.388  -3.0613   1.1444  -2.1719
 EOT  C8    C  C      0   0.416  -3.7364  -0.2173  -1.8216
 EOT  O5    O  O      0  -0.700  -4.0900  -0.3781  -0.6443
 EOT  O6    O  OC    -1  -0.616  -3.9256  -1.0002  -2.7720
 EOT  N2    N  NT     0  -0.290   0.4986  -0.3208  -4.1395
 EOT  C5    C  CH2    0  -0.447   0.2527  -0.7463  -5.4912
 EOT  C6    C  C      0   0.341   1.3603  -1.5359  -6.2104
 EOT  O3    O  O      0  -0.737   2.3754  -1.8805  -5.5943
 EOT  O4    O  OC    -1  -0.386   1.0812  -1.7897  -7.4070
 EOT  C3    C  CH2    0  -0.394   1.6238   0.5437  -3.9708
 EOT  C4    C  C      0   0.414   2.8243   0.0043  -3.1521
 EOT  O1    O  O      0  -0.530   2.6383  -0.9050  -2.3421
 EOT  O2    O  OC    -1  -0.727   3.9108   0.6140  -3.3255
 EOT  H16   H  H      0   0.234  -1.8766  -0.5442   3.2103
 EOT  H17   H  H      0   0.261  -2.3988  -0.8224   0.8068
 EOT  H13   H  H      0   0.256   1.7521  -0.5207  -0.1381
 EOT  H14   H  H      0   0.251   2.2631  -0.2717   2.2944
 EOT  HN3   H  HNH1   0   0.387   1.1847   0.6321   4.3867
 EOT  HN4   H  HNH1   0   0.411   1.0126   0.5636   6.4823
 EOT  H191  H  HCH2   0   0.253   0.4647  -2.0850   7.6852
 EOT  H192  H  HCH2   0   0.234  -0.6509  -0.7457   8.1114
 EOT  H201  H  HCH2   0   0.228   2.4370  -0.7888   8.4422
 EOT  H202  H  HCH2   0   0.219   1.1936  -0.9703   9.7601
 EOT  HO9   H  HOH1   0   0.444   2.0518   1.2510   9.3998
 EOT  H111  H  HCH2   0   0.247   0.1591  -1.4228  -1.7493
 EOT  H112  H  HCH2   0   0.208  -1.5672  -1.4157  -1.4466
 EOT  H1    H  HCH1   0   0.216   0.2566   0.9603  -1.7827
 EOT  H21   H  HCH2   0   0.202  -1.5216  -0.3949  -3.8046
 EOT  H22   H  HCH2   0   0.186  -0.9656   1.2159  -4.0572
 EOT  H91   H  HCH2   0   0.198  -1.1677   2.9632  -2.8785
 EOT  H92   H  HCH2   0   0.220  -2.1775   3.4448  -1.5759
 EOT  H71   H  HCH2   0   0.219  -3.7056   1.9351  -1.7853
 EOT  H72   H  HCH2   0   0.216  -3.0041   1.2810  -3.2605
 EOT  H51   H  HCH2   0   0.205  -0.6435  -1.3789  -5.4740
 EOT  H52   H  HCH2   0   0.199   0.0221   0.1020  -6.1747
 EOT  H31   H  HCH2   0   0.119   1.9976   0.9327  -4.9664
 EOT  H32   H  HCH2   0   0.184   1.3073   1.4569  -3.4485

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 EOT  C15  C16   aromatic  1.375  0.020  1.375
 EOT  C15  C14   aromatic  1.379  0.020  1.379
 EOT  C15  N3    single    1.405  0.020  1.405
 EOT  C16  C17   aromatic  1.396  0.020  1.396
 EOT  C16  H16   single    0.930  0.020  1.080
 EOT  C17  C12   aromatic  1.390  0.020  1.390
 EOT  C17  H17   single    0.930  0.020  1.080
 EOT  C12  C13   aromatic  1.392  0.020  1.392
 EOT  C12  C11   single    1.501  0.020  1.501
 EOT  C13  C14   aromatic  1.389  0.020  1.389
 EOT  C13  H13   single    0.930  0.020  1.080
 EOT  C14  H14   single    0.930  0.020  1.080
 EOT  N3   C18   single    1.350  0.020  1.350
 EOT  N3   HN3   single    0.860  0.020  1.020
 EOT  C18  S1    double    1.683  0.020  1.683
 EOT  C18  N4    single    1.333  0.020  1.333
 EOT  N4   C19   single    1.440  0.020  1.440
 EOT  N4   HN4   single    0.860  0.020  1.020
 EOT  C19  C20   single    1.514  0.020  1.514
 EOT  C19  H191  single    0.970  0.020  1.090
 EOT  C19  H192  single    0.970  0.020  1.090
 EOT  C20  O9    single    1.416  0.020  1.416
 EOT  C20  H201  single    0.970  0.020  1.090
 EOT  C20  H202  single    0.970  0.020  1.090
 EOT  O9   HO9   single    0.850  0.020  0.980
 EOT  C11  C1    single    1.528  0.020  1.528
 EOT  C11  H111  single    0.970  0.020  1.090
 EOT  C11  H112  single    0.970  0.020  1.090
 EOT  C1   C2    single    1.537  0.020  1.537
 EOT  C1   N1    single    1.461  0.020  1.461
 EOT  C1   H1    single    0.970  0.020  1.090
 EOT  C2   N2    single    1.462  0.020  1.462
 EOT  C2   H21   single    0.970  0.020  1.090
 EOT  C2   H22   single    0.970  0.020  1.090
 EOT  N1   C9    single    1.457  0.020  1.457
 EOT  N1   C7    single    1.472  0.020  1.472
 EOT  C9   C10   single    1.526  0.020  1.526
 EOT  C9   H91   single    0.970  0.020  1.090
 EOT  C9   H92   single    0.970  0.020  1.090
 EOT  C10  O7    deloc     1.256  0.020  1.256
 EOT  C10  O8    deloc     1.219  0.020  1.219
 EOT  C7   C8    single    1.560  0.020  1.560
 EOT  C7   H71   single    0.970  0.020  1.090
 EOT  C7   H72   single    0.970  0.020  1.090
 EOT  C8   O5    deloc     1.240  0.020  1.240
 EOT  C8   O6    deloc     1.246  0.020  1.246
 EOT  N2   C5    single    1.438  0.020  1.438
 EOT  N2   C3    single    1.429  0.020  1.429
 EOT  C5   C6    single    1.539  0.020  1.539
 EOT  C5   H51   single    0.970  0.020  1.090
 EOT  C5   H52   single    0.970  0.020  1.090
 EOT  C6   O3    deloc     1.236  0.020  1.236
 EOT  C6   O4    deloc     1.255  0.020  1.255
 EOT  C3   C4    single    1.550  0.020  1.550
 EOT  C3   H31   single    0.970  0.020  1.090
 EOT  C3   H32   single    0.970  0.020  1.090
 EOT  C4   O1    deloc     1.232  0.020  1.232
 EOT  C4   O2    deloc     1.258  0.020  1.258

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 EOT  N3    C15  C14   118.68  3.000
 EOT  N3    C15  C16   121.52  3.000
 EOT  C14   C15  C16   119.65  3.000
 EOT  H16   C16  C17   119.73  3.000
 EOT  H16   C16  C15   120.12  3.000
 EOT  C17   C16  C15   120.14  3.000
 EOT  H17   C17  C12   119.06  3.000
 EOT  H17   C17  C16   120.10  3.000
 EOT  C12   C17  C16   120.80  3.000
 EOT  C11   C12  C13   119.59  3.000
 EOT  C11   C12  C17   122.16  3.000
 EOT  C13   C12  C17   118.25  3.000
 EOT  H13   C13  C14   120.25  3.000
 EOT  H13   C13  C12   119.06  3.000
 EOT  C14   C13  C12   120.68  3.000
 EOT  H14   C14  C13   121.01  3.000
 EOT  H14   C14  C15   118.54  3.000
 EOT  C13   C14  C15   120.45  3.000
 EOT  HN3   N3   C18   116.78  3.000
 EOT  HN3   N3   C15   115.30  3.000
 EOT  C18   N3   C15   127.42  3.000
 EOT  N4    C18  S1    122.29  3.000
 EOT  N4    C18  N3    114.42  3.000
 EOT  S1    C18  N3    123.26  3.000
 EOT  HN4   N4   C19   115.66  3.000
 EOT  HN4   N4   C18   118.19  3.000
 EOT  C19   N4   C18   125.24  3.000
 EOT  H192  C19  H191  106.67  3.000
 EOT  H192  C19  C20   110.33  3.000
 EOT  H191  C19  C20   109.01  3.000
 EOT  H192  C19  N4    111.14  3.000
 EOT  H191  C19  N4    109.15  3.000
 EOT  C20   C19  N4    110.44  3.000
 EOT  H202  C20  H201  108.01  3.000
 EOT  H202  C20  O9    111.17  3.000
 EOT  H201  C20  O9    111.10  3.000
 EOT  H202  C20  C19   108.73  3.000
 EOT  H201  C20  C19   108.99  3.000
 EOT  O9    C20  C19   108.79  3.000
 EOT  HO9   O9   C20   108.06  3.000
 EOT  H112  C11  H111  107.39  3.000
 EOT  H112  C11  C1    111.16  3.000
 EOT  H111  C11  C1    105.46  3.000
 EOT  H112  C11  C12   110.62  3.000
 EOT  H111  C11  C12   108.75  3.000
 EOT  C1    C11  C12   113.14  3.000
 EOT  H1    C1   N1    105.57  3.000
 EOT  H1    C1   C2    108.49  3.000
 EOT  N1    C1   C2    112.70  3.000
 EOT  H1    C1   C11   104.43  3.000
 EOT  N1    C1   C11   113.95  3.000
 EOT  C2    C1   C11   111.06  3.000
 EOT  H22   C2   H21   104.94  3.000
 EOT  H22   C2   N2    110.62  3.000
 EOT  H21   C2   N2    107.47  3.000
 EOT  H22   C2   C1    108.61  3.000
 EOT  H21   C2   C1    109.17  3.000
 EOT  N2    C2   C1    115.50  3.000
 EOT  C7    N1   C9    109.41  3.000
 EOT  C7    N1   C1    114.76  3.000
 EOT  C9    N1   C1    111.08  3.000
 EOT  H92   C9   H91   103.22  3.000
 EOT  H92   C9   C10   104.70  3.000
 EOT  H91   C9   C10   109.64  3.000
 EOT  H92   C9   N1    110.90  3.000
 EOT  H91   C9   N1    110.58  3.000
 EOT  C10   C9   N1    116.81  3.000
 EOT  O8    C10  O7    124.64  3.000
 EOT  O8    C10  C9    118.23  3.000
 EOT  O7    C10  C9    117.03  3.000
 EOT  H72   C7   H71   106.97  3.000
 EOT  H72   C7   C8    110.71  3.000
 EOT  H71   C7   C8    107.31  3.000
 EOT  H72   C7   N1    109.12  3.000
 EOT  H71   C7   N1    105.78  3.000
 EOT  C8    C7   N1    116.43  3.000
 EOT  O6    C8   O5    126.84  3.000
 EOT  O6    C8   C7    116.30  3.000
 EOT  O5    C8   C7    116.74  3.000
 EOT  C3    N2   C5    115.13  3.000
 EOT  C3    N2   C2    111.70  3.000
 EOT  C5    N2   C2    110.16  3.000
 EOT  H52   C5   H51   106.24  3.000
 EOT  H52   C5   C6    104.66  3.000
 EOT  H51   C5   C6    107.42  3.000
 EOT  H52   C5   N2    112.77  3.000
 EOT  H51   C5   N2    107.20  3.000
 EOT  C6    C5   N2    117.90  3.000
 EOT  O4    C6   O3    126.97  3.000
 EOT  O4    C6   C5    112.92  3.000
 EOT  O3    C6   C5    120.08  3.000
 EOT  H32   C3   H31   103.15  3.000
 EOT  H32   C3   C4    105.15  3.000
 EOT  H31   C3   C4    109.16  3.000
 EOT  H32   C3   N2    109.40  3.000
 EOT  H31   C3   N2    111.34  3.000
 EOT  C4    C3   N2    117.50  3.000
 EOT  O2    C4   O1    125.37  3.000
 EOT  O2    C4   C3    115.31  3.000
 EOT  O1    C4   C3    119.16  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 EOT  CONST_01  C12  C17  C16  C15     0.00   0.0  0
 EOT  CONST_02  C12  C13  C14  C15     0.00   0.0  0
 EOT  CONST_03  C13  C14  C15  C16     0.00   0.0  0
 EOT  CONST_04  C13  C12  C17  C16     0.00   0.0  0
 EOT  CONST_05  C14  C15  C16  C17     0.00   0.0  0
 EOT  CONST_06  C14  C13  C12  C17     0.00   0.0  0
 EOT  CONST_07  C11  C12  C17  C16   180.00   0.0  0
 EOT  CONST_08  N3   C15  C16  C17   180.00   0.0  0
 EOT  CONST_09  N3   C15  C14  C13   180.00   0.0  0
 EOT  CONST_10  C11  C12  C13  C14   180.00   0.0  0
 EOT  CONST_11  H17  C17  C16  C15   180.00   0.0  0
 EOT  CONST_12  H13  C13  C14  C15   180.00   0.0  0
 EOT  CONST_13  H14  C14  C15  C16   180.00   0.0  0
 EOT  CONST_14  H16  C16  C17  C12   180.00   0.0  0
 EOT  CONST_18  S1   C18  N3   C15     0.00   0.0  0
 EOT  CONST_19  N4   C18  N3   C15   180.00   0.0  0
 EOT  CONST_20  C19  N4   C18  N3    180.00   0.0  0
 EOT  CONST_21  C19  N4   C18  S1      0.00   0.0  0
 EOT  CONST_22  HN4  N4   C18  N3      0.00   0.0  0
 EOT  Var_01    C1   C11  C12  C17    98.92  30.0  2
 EOT  Var_02    C20  C19  N4   C18   157.51  30.0  3
 EOT  Var_03    O9   C20  C19  N4     60.30  30.0  3
 EOT  Var_04    C5   N2   C2   C1    167.62  30.0  3
 EOT  Var_05    C10  C9   N1   C1    -66.99  30.0  3
 EOT  Var_06    C8   C7   N1   C1     64.53  30.0  3
 EOT  Var_07    C6   C5   N2   C2   -172.60  30.0  3
 EOT  Var_08    C4   C3   N2   C2    119.14  30.0  3
 EOT  Var_09    O7   C10  C9   N1    -24.54  30.0  3
 EOT  Var_10    O5   C8   C7   N1     67.95  30.0  3
 EOT  Var_11    O3   C6   C5   N2      5.87  30.0  3
 EOT  Var_12    O1   C4   C3   N2    -23.05  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 EOT  chir_01  C1  C11  C2  N1  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 EOT  plan-1  C15  0.020
 EOT  plan-1  C16  0.020
 EOT  plan-1  C17  0.020
 EOT  plan-1  C12  0.020
 EOT  plan-1  C13  0.020
 EOT  plan-1  C14  0.020
 EOT  plan-1  N3   0.020
 EOT  plan-1  C11  0.020
 EOT  plan-1  H16  0.020
 EOT  plan-1  H17  0.020
 EOT  plan-1  H13  0.020
 EOT  plan-1  H14  0.020
 EOT  plan-2  C15  0.020
 EOT  plan-2  N3   0.020
 EOT  plan-2  C18  0.020
 EOT  plan-2  S1   0.020
 EOT  plan-2  N4   0.020
 EOT  plan-2  C19  0.020
 EOT  plan-2  HN3  0.020
 EOT  plan-2  HN4  0.020
 EOT  plan-3  C9   0.020
 EOT  plan-3  C10  0.020
 EOT  plan-3  O7   0.020
 EOT  plan-3  O8   0.020
 EOT  plan-4  C7   0.020
 EOT  plan-4  C8   0.020
 EOT  plan-4  O5   0.020
 EOT  plan-4  O6   0.020
 EOT  plan-5  C5   0.020
 EOT  plan-5  C6   0.020
 EOT  plan-5  O3   0.020
 EOT  plan-5  O4   0.020
 EOT  plan-6  C3   0.020
 EOT  plan-6  C4   0.020
 EOT  plan-6  O1   0.020
 EOT  plan-6  O2   0.020

