# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 02:54:56 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: 1-[(2R)-2-[(4-chlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(CO[C@@H](Cn2ccnc2)c3ccc(Cl)cc3Cl)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
 ECL  ECL  1-[(2R)-2-[(4-chlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole  ligand  39  24  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ECL
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
 ECL  C1    C   CR6   0   0.084  -2.3644  -0.5814  -0.7006
 ECL  N1    N   NR5   0  -0.392  -0.0303   2.9541   1.1534
 ECL  C2    C   CR16  0  -0.289  -3.2464   0.4040  -0.2607
 ECL  CL2   CL  CL    0  -0.130  -6.6952  -1.5625   0.0882
 ECL  C3    C   CR15  0   0.110  -1.1962   2.8755   1.8295
 ECL  C5    C   CR16  0  -0.183   2.9759  -2.1078   0.6613
 ECL  C6    C   CR15  0  -0.215  -1.3246   4.6174   0.6154
 ECL  C7    C   CR15  0  -0.111  -0.1028   4.0660   0.3597
 ECL  C8    C   CH2   0  -0.210  -0.9290  -0.2435  -0.9768
 ECL  C9    C   CR16  0  -0.195  -4.1749  -2.1852  -0.6524
 ECL  C10   C   CR16  0  -0.312  -2.8419  -1.8719  -0.8873
 ECL  C11   C   CR6   0  -0.052  -5.0298  -1.1880  -0.2163
 ECL  C13   C   CR16  0  -0.199  -4.5774   0.1089  -0.0163
 ECL  C14   C   CR6   0  -0.062   4.1464  -1.7869  -0.0065
 ECL  C15   C   CR16  0  -0.145   4.2800  -0.5850  -0.6799
 ECL  C16   C   CR6   0  -0.120   3.2100   0.2969  -0.6772
 ECL  C17   C   CR6   0   0.167   2.0129   0.0102  -0.0289
 ECL  C19   C   CH2   0  -0.329   1.0213   1.9675   1.1489
 ECL  N19   N   N     0  -0.459  -1.9988   3.8659   1.5377
 ECL  C20   C   CH1   0  -0.002   0.8506   0.9788  -0.0054
 ECL  O20   O   O2    0  -0.477  -0.3761   0.3367   0.1867
 ECL  C21   C   CR16  0  -0.319   1.9257  -1.2053   0.6431
 ECL  H2    H   HCR6  0   0.266  -2.8985   1.4180  -0.1053
 ECL  H3    H   HCR5  0   0.278  -1.3980   2.0776   2.5286
 ECL  H5    H   HCR6  0   0.287   2.8802  -3.0465   1.1891
 ECL  H6    H   HCR5  0   0.251  -1.7455   5.5156   0.1906
 ECL  H7    H   HCR5  0   0.286   0.7044   4.3633  -0.2895
 ECL  H8    H   HCH2  0   0.234  -0.3801  -1.1440  -1.2767
 ECL  H8A   H   HCH2  0   0.236  -0.8668   0.4648  -1.8135
 ECL  H9    H   HCR6  0   0.280  -4.5341  -3.1942  -0.8028
 ECL  H10   H   HCR6  0   0.266  -2.1700  -2.6537  -1.2197
 ECL  H13   H   HCR6  0   0.280  -5.2557   0.8807   0.3223
 ECL  H15   H   HCR6  0   0.304   5.1956  -0.3365  -1.1984
 ECL  H19   H   HCH2  0   0.286   1.9841   2.4723   1.0740
 ECL  H19A  H   HCH2  0   0.288   1.0069   1.4343   2.1003
 ECL  H20   H   HCH1  0   0.245   0.8343   1.5445  -0.9478
 ECL  H21   H   HCR6  0   0.277   1.0109  -1.4602   1.1619
 ECL  CL4   CL  CL    0  -0.112   5.4684  -2.9010  -0.0043
 ECL  CL8   CL  CL    0  -0.111   3.4097   1.8037  -1.5138

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
 ECL  C1   C2    aromatic  1.394  0.020  1.394
 ECL  C1   C8    single    1.500  0.020  1.500
 ECL  C1   C10   aromatic  1.389  0.020  1.389
 ECL  N1   C3    aromatic  1.350  0.020  1.350
 ECL  N1   C7    aromatic  1.368  0.020  1.368
 ECL  N1   C19   single    1.442  0.020  1.442
 ECL  C2   C13   aromatic  1.385  0.020  1.385
 ECL  CL2  C11   single    1.734  0.020  1.734
 ECL  C3   N19   aromatic  1.308  0.020  1.308
 ECL  CL4  C14   single    1.729  0.020  1.729
 ECL  C5   C14   aromatic  1.385  0.020  1.385
 ECL  C5   C21   aromatic  1.385  0.020  1.385
 ECL  C6   C7    aromatic  1.365  0.020  1.365
 ECL  C6   N19   aromatic  1.367  0.020  1.367
 ECL  C8   O20   single    1.413  0.020  1.413
 ECL  CL8  C16   single    1.735  0.020  1.735
 ECL  C9   C10   aromatic  1.389  0.020  1.389
 ECL  C9   C11   aromatic  1.384  0.020  1.384
 ECL  C11  C13   aromatic  1.388  0.020  1.388
 ECL  C14  C15   aromatic  1.384  0.020  1.384
 ECL  C15  C16   aromatic  1.387  0.020  1.387
 ECL  C16  C17   aromatic  1.391  0.020  1.391
 ECL  C17  C20   single    1.513  0.020  1.513
 ECL  C17  C21   aromatic  1.392  0.020  1.392
 ECL  C19  C20   single    1.529  0.020  1.529
 ECL  C20  O20   single    1.398  0.020  1.398
 ECL  C2   H2    single    0.930  0.020  1.080
 ECL  C3   H3    single    0.930  0.020  1.080
 ECL  C5   H5    single    0.930  0.020  1.080
 ECL  C6   H6    single    0.930  0.020  1.080
 ECL  C7   H7    single    0.930  0.020  1.080
 ECL  C8   H8    single    0.970  0.020  1.090
 ECL  C8   H8A   single    0.970  0.020  1.090
 ECL  C9   H9    single    0.930  0.020  1.080
 ECL  C10  H10   single    0.930  0.020  1.080
 ECL  C13  H13   single    0.930  0.020  1.080
 ECL  C15  H15   single    0.930  0.020  1.080
 ECL  C19  H19   single    0.970  0.020  1.090
 ECL  C19  H19A  single    0.970  0.020  1.090
 ECL  C20  H20   single    0.970  0.020  1.090
 ECL  C21  H21   single    0.930  0.020  1.080

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
 ECL  C10   C1   C8   120.90  3.000
 ECL  C10   C1   C2   118.81  3.000
 ECL  C8    C1   C2   120.28  3.000
 ECL  C19   N1   C7   126.36  3.000
 ECL  C19   N1   C3   126.26  3.000
 ECL  C7    N1   C3   106.99  3.000
 ECL  H2    C2   C13  118.86  3.000
 ECL  H2    C2   C1   120.26  3.000
 ECL  C13   C2   C1   120.88  3.000
 ECL  H3    C3   N19  126.11  3.000
 ECL  H3    C3   N1   121.92  3.000
 ECL  N19   C3   N1   111.97  3.000
 ECL  H5    C5   C21  120.35  3.000
 ECL  H5    C5   C14  120.74  3.000
 ECL  C21   C5   C14  118.91  3.000
 ECL  H6    C6   N19  122.05  3.000
 ECL  H6    C6   C7   127.72  3.000
 ECL  N19   C6   C7   110.23  3.000
 ECL  H7    C7   C6   132.22  3.000
 ECL  H7    C7   N1   122.28  3.000
 ECL  C6    C7   N1   105.49  3.000
 ECL  H8A   C8   H8   107.04  3.000
 ECL  H8A   C8   O20  109.91  3.000
 ECL  H8    C8   O20  111.51  3.000
 ECL  H8A   C8   C1   109.86  3.000
 ECL  H8    C8   C1   110.14  3.000
 ECL  O20   C8   C1   108.38  3.000
 ECL  H9    C9   C11  120.72  3.000
 ECL  H9    C9   C10  120.36  3.000
 ECL  C11   C9   C10  118.91  3.000
 ECL  H10   C10  C9   118.97  3.000
 ECL  H10   C10  C1   119.91  3.000
 ECL  C9    C10  C1   121.11  3.000
 ECL  C13   C11  C9   121.15  3.000
 ECL  C13   C11  CL2  119.31  3.000
 ECL  C9    C11  CL2  119.54  3.000
 ECL  H13   C13  C11  120.49  3.000
 ECL  H13   C13  C2   120.38  3.000
 ECL  C11   C13  C2   119.13  3.000
 ECL  C15   C14  C5   121.15  3.000
 ECL  C15   C14  CL4  119.10  3.000
 ECL  C5    C14  CL4  119.75  3.000
 ECL  H15   C15  C16  120.55  3.000
 ECL  H15   C15  C14  120.97  3.000
 ECL  C16   C15  C14  118.48  3.000
 ECL  C17   C16  C15  122.27  3.000
 ECL  C17   C16  CL8  120.18  3.000
 ECL  C15   C16  CL8  117.56  3.000
 ECL  C21   C17  C20  120.23  3.000
 ECL  C21   C17  C16  117.32  3.000
 ECL  C20   C17  C16  122.43  3.000
 ECL  H19A  C19  H19  107.34  3.000
 ECL  H19A  C19  C20  109.93  3.000
 ECL  H19   C19  C20  110.25  3.000
 ECL  H19A  C19  N1   108.79  3.000
 ECL  H19   C19  N1   109.12  3.000
 ECL  C20   C19  N1   111.30  3.000
 ECL  C6    N19  C3   105.32  3.000
 ECL  H20   C20  O20  109.94  3.000
 ECL  H20   C20  C19  108.43  3.000
 ECL  O20   C20  C19  106.93  3.000
 ECL  H20   C20  C17  109.12  3.000
 ECL  O20   C20  C17  112.46  3.000
 ECL  C19   C20  C17  109.87  3.000
 ECL  C20   O20  C8   114.77  3.000
 ECL  H21   C21  C17  119.36  3.000
 ECL  H21   C21  C5   118.76  3.000
 ECL  C17   C21  C5   121.88  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
 ECL  CONST_01  C11  C13  C2   C1     0.00   0.0  0
 ECL  CONST_02  C11  C9   C10  C1     0.00   0.0  0
 ECL  CONST_03  C6   N19  C3   N1     0.00   0.0  0
 ECL  CONST_04  N19  C6   C7   N1     0.00   0.0  0
 ECL  CONST_05  C9   C10  C1   C2     0.00   0.0  0
 ECL  CONST_06  C9   C11  C13  C2     0.00   0.0  0
 ECL  CONST_07  C6   C7   N1   C3     0.00   0.0  0
 ECL  CONST_08  C7   C6   N19  C3     0.00   0.0  0
 ECL  CONST_09  C16  C15  C14  C5     0.00   0.0  0
 ECL  CONST_10  C16  C17  C21  C5     0.00   0.0  0
 ECL  CONST_11  N19  C3   N1   C7     0.00   0.0  0
 ECL  CONST_12  C13  C2   C1   C10    0.00   0.0  0
 ECL  CONST_13  C13  C11  C9   C10    0.00   0.0  0
 ECL  CONST_14  C17  C21  C5   C14    0.00   0.0  0
 ECL  CONST_15  C17  C16  C15  C14    0.00   0.0  0
 ECL  CONST_16  C21  C5   C14  C15    0.00   0.0  0
 ECL  CONST_17  C21  C17  C16  C15    0.00   0.0  0
 ECL  CONST_18  CL2  C11  C13  C2   180.00   0.0  0
 ECL  CONST_19  C10  C9   C11  CL2  180.00   0.0  0
 ECL  CONST_20  C21  C5   C14  CL4  180.00   0.0  0
 ECL  CONST_21  C16  C15  C14  CL4  180.00   0.0  0
 ECL  CONST_22  C20  C17  C21  C5   180.00   0.0  0
 ECL  CONST_23  C19  N1   C7   C6   180.00   0.0  0
 ECL  CONST_24  C13  C2   C1   C8   180.00   0.0  0
 ECL  CONST_25  C9   C10  C1   C8   180.00   0.0  0
 ECL  CONST_26  C14  C15  C16  CL8  180.00   0.0  0
 ECL  CONST_27  C21  C17  C16  CL8  180.00   0.0  0
 ECL  CONST_28  C20  C17  C16  C15  180.00   0.0  0
 ECL  CONST_29  N19  C3   N1   C19  180.00   0.0  0
 ECL  CONST_30  H13  C13  C2   C1   180.00   0.0  0
 ECL  CONST_31  H9   C9   C10  C1   180.00   0.0  0
 ECL  CONST_32  H6   C6   C7   N1   180.00   0.0  0
 ECL  CONST_33  H10  C10  C1   C2   180.00   0.0  0
 ECL  CONST_34  H7   C7   N1   C3   180.00   0.0  0
 ECL  CONST_35  H15  C15  C14  C5   180.00   0.0  0
 ECL  CONST_36  H3   C3   N19  C6   180.00   0.0  0
 ECL  CONST_37  H2   C2   C1   C10  180.00   0.0  0
 ECL  CONST_38  H21  C21  C5   C14  180.00   0.0  0
 ECL  CONST_39  H5   C5   C14  C15  180.00   0.0  0
 ECL  Var_01    O20  C8   C1   C2    55.71  30.0  2
 ECL  Var_02    C20  C19  N1   C3    92.22  30.0  2

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
 ECL  chir_01  C20  C17  C19  O20  positiv

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
 ECL  plan-1  N1   0.020
 ECL  plan-1  C3   0.020
 ECL  plan-1  C6   0.020
 ECL  plan-1  C7   0.020
 ECL  plan-1  C19  0.020
 ECL  plan-1  N19  0.020
 ECL  plan-1  H3   0.020
 ECL  plan-1  H6   0.020
 ECL  plan-1  H7   0.020
 ECL  plan-2  C1   0.020
 ECL  plan-2  C2   0.020
 ECL  plan-2  CL2  0.020
 ECL  plan-2  C8   0.020
 ECL  plan-2  C9   0.020
 ECL  plan-2  C10  0.020
 ECL  plan-2  C11  0.020
 ECL  plan-2  C13  0.020
 ECL  plan-2  H2   0.020
 ECL  plan-2  H9   0.020
 ECL  plan-2  H10  0.020
 ECL  plan-2  H13  0.020
 ECL  plan-3  C5   0.020
 ECL  plan-3  C14  0.020
 ECL  plan-3  C15  0.020
 ECL  plan-3  C16  0.020
 ECL  plan-3  C17  0.020
 ECL  plan-3  C20  0.020
 ECL  plan-3  C21  0.020
 ECL  plan-3  H5   0.020
 ECL  plan-3  H15  0.020
 ECL  plan-3  H21  0.020
 ECL  plan-3  CL4  0.020
 ECL  plan-3  CL8  0.020

