# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 20:41:36 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: 1-[(2S)-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
 ECN  ECN  1-[(2S)-2-[(4-chlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole  ligand  39  24  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ECN
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
 ECN  C1    C   CR6   0   0.085   2.3597   0.5654   0.7204
 ECN  C2    C   CR16  0  -0.312   2.8436   1.8533   0.9075
 ECN  C6    C   CR15  0  -0.215   1.3308  -4.6073  -0.6327
 ECN  C7    C   CR15  0  -0.112   0.1067  -4.0624  -0.3740
 ECN  C9    C   CR16  0  -0.199   4.5712  -0.1375   0.0444
 ECN  C10   C   CR16  0  -0.289   3.2379  -0.4252   0.2846
 ECN  C11   C   CR6   0  -0.052   5.0302   1.1570   0.2445
 ECN  CL2   CL  CL    0  -0.130   6.6983   1.5221  -0.0544
 ECN  C14   C   CR6   0  -0.120  -3.2209  -0.3084   0.6749
 ECN  C15   C   CR16  0  -0.145  -4.2911   0.5728   0.6823
 ECN  C16   C   CR6   0  -0.062  -4.1545   1.7832   0.0248
 ECN  C17   C   CR16  0  -0.183  -2.9802   2.1126  -0.6320
 ECN  CL8   CL  CL    0  -0.112  -5.4767   2.8967   0.0288
 ECN  N19   N   N     0  -0.459   2.0022  -3.8479  -1.5504
 ECN  C19   C   CH2   0  -0.329  -1.0248  -1.9632  -1.1512
 ECN  C20   C   CH1   0  -0.002  -0.8577  -0.9812   0.0092
 ECN  O20   O   O2    0  -0.477   0.3694  -0.3378  -0.1770
 ECN  C5    C   CR6   0   0.167  -2.0203  -0.0134   0.0368
 ECN  N1    N   NR5   0  -0.392   0.0300  -2.9461  -1.1613
 ECN  C3    C   CR15  0   0.110   1.1958  -2.8594  -1.8363
 ECN  C8    C   CH2   0  -0.211   0.9215   0.2346   0.9907
 ECN  C13   C   CR16  0  -0.195   4.1790   2.1590   0.6768
 ECN  C21   C   CR16  0  -0.319  -1.9298   1.2104  -0.6193
 ECN  H2    H   HCR6  0   0.266   2.1752   2.6391   1.2374
 ECN  H10   H   HCR6  0   0.266   2.8855  -1.4376   0.1290
 ECN  H8C1  H   HCH2  0   0.236   0.8525  -0.4766   1.8244
 ECN  H8C2  H   HCH2  0   0.234   0.3760   1.1366   1.2924
 ECN  H13   H   HCR6  0   0.280   4.5433   3.1660   0.8276
 ECN  H6    H   HCR5  0   0.251   1.7551  -5.5062  -0.2130
 ECN  H7    H   HCR5  0   0.287  -0.6995  -4.3673   0.2726
 ECN  H9    H   HCR6  0   0.280   5.2460  -0.9133  -0.2911
 ECN  H15   H   HCR6  0   0.304  -5.2097   0.3176   1.1920
 ECN  H17   H   HCR6  0   0.287  -2.8816   3.0581  -1.1470
 ECN  H21   H   HCR6  0   0.277  -1.0122   1.4721  -1.1295
 ECN  H3    H   HCR5  0   0.278   1.3956  -2.0563  -2.5299
 ECN  H191  H   HCH2  0   0.286  -1.9862  -2.4713  -1.0818
 ECN  H192  H   HCH2  0   0.288  -1.0113  -1.4240  -2.0992
 ECN  H20   H   HCH1  0   0.245  -0.8427  -1.5519   0.9487
 ECN  CL4   CL  CL    0  -0.111  -3.4239  -1.8251   1.4923

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
 ECN  C1   C2    aromatic  1.388  0.020  1.388
 ECN  C6   C7    aromatic  1.365  0.020  1.365
 ECN  C1   C10   aromatic  1.394  0.020  1.394
 ECN  C9   C10   aromatic  1.385  0.020  1.385
 ECN  C9   C11   aromatic  1.388  0.020  1.388
 ECN  C11  CL2   single    1.734  0.020  1.734
 ECN  CL4  C14   single    1.735  0.020  1.735
 ECN  C14  C15   aromatic  1.386  0.020  1.386
 ECN  C15  C16   aromatic  1.384  0.020  1.384
 ECN  C16  C17   aromatic  1.385  0.020  1.385
 ECN  C16  CL8   single    1.729  0.020  1.729
 ECN  C6   N19   aromatic  1.367  0.020  1.367
 ECN  C19  C20   single    1.529  0.020  1.529
 ECN  C20  O20   single    1.398  0.020  1.398
 ECN  C14  C5    aromatic  1.391  0.020  1.391
 ECN  C20  C5    single    1.513  0.020  1.513
 ECN  C7   N1    aromatic  1.368  0.020  1.368
 ECN  C19  N1    single    1.442  0.020  1.442
 ECN  N19  C3    aromatic  1.307  0.020  1.307
 ECN  N1   C3    aromatic  1.350  0.020  1.350
 ECN  C1   C8    single    1.500  0.020  1.500
 ECN  O20  C8    single    1.413  0.020  1.413
 ECN  C2   C13   aromatic  1.389  0.020  1.389
 ECN  C11  C13   aromatic  1.384  0.020  1.384
 ECN  C17  C21   aromatic  1.385  0.020  1.385
 ECN  C5   C21   aromatic  1.391  0.020  1.391
 ECN  C2   H2    single    0.930  0.020  1.080
 ECN  C10  H10   single    0.930  0.020  1.080
 ECN  C8   H8C1  single    0.970  0.020  1.090
 ECN  C8   H8C2  single    0.970  0.020  1.090
 ECN  C13  H13   single    0.930  0.020  1.080
 ECN  C6   H6    single    0.930  0.020  1.080
 ECN  C7   H7    single    0.930  0.020  1.080
 ECN  C9   H9    single    0.930  0.020  1.080
 ECN  C15  H15   single    0.930  0.020  1.080
 ECN  C17  H17   single    0.930  0.020  1.080
 ECN  C21  H21   single    0.930  0.020  1.080
 ECN  C3   H3    single    0.930  0.020  1.080
 ECN  C19  H191  single    0.970  0.020  1.090
 ECN  C19  H192  single    0.970  0.020  1.090
 ECN  C20  H20   single    0.970  0.020  1.090

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
 ECN  C8    C1   C10   120.24  3.000
 ECN  C8    C1   C2    120.95  3.000
 ECN  C10   C1   C2    118.81  3.000
 ECN  H2    C2   C13   118.95  3.000
 ECN  H2    C2   C1    119.94  3.000
 ECN  C13   C2   C1    121.11  3.000
 ECN  H6    C6   N19   122.04  3.000
 ECN  H6    C6   C7    127.72  3.000
 ECN  N19   C6   C7    110.24  3.000
 ECN  H7    C7   N1    122.29  3.000
 ECN  H7    C7   C6    132.21  3.000
 ECN  N1    C7   C6    105.49  3.000
 ECN  H9    C9   C11   120.48  3.000
 ECN  H9    C9   C10   120.36  3.000
 ECN  C11   C9   C10   119.15  3.000
 ECN  H10   C10  C9    118.85  3.000
 ECN  H10   C10  C1    120.28  3.000
 ECN  C9    C10  C1    120.87  3.000
 ECN  C13   C11  CL2   119.55  3.000
 ECN  C13   C11  C9    121.12  3.000
 ECN  CL2   C11  C9    119.33  3.000
 ECN  C5    C14  C15   122.26  3.000
 ECN  C5    C14  CL4   120.16  3.000
 ECN  C15   C14  CL4   117.58  3.000
 ECN  H15   C15  C16   120.95  3.000
 ECN  H15   C15  C14   120.56  3.000
 ECN  C16   C15  C14   118.50  3.000
 ECN  CL8   C16  C17   119.76  3.000
 ECN  CL8   C16  C15   119.12  3.000
 ECN  C17   C16  C15   121.12  3.000
 ECN  H17   C17  C21   120.34  3.000
 ECN  H17   C17  C16   120.73  3.000
 ECN  C21   C17  C16   118.93  3.000
 ECN  C3    N19  C6    105.30  3.000
 ECN  H192  C19  H191  107.26  3.000
 ECN  H192  C19  N1    108.77  3.000
 ECN  H191  C19  N1    109.15  3.000
 ECN  H192  C19  C20   109.92  3.000
 ECN  H191  C19  C20   110.33  3.000
 ECN  N1    C19  C20   111.30  3.000
 ECN  H20   C20  C5    109.09  3.000
 ECN  H20   C20  O20   109.93  3.000
 ECN  C5    C20  O20   112.49  3.000
 ECN  H20   C20  C19   108.45  3.000
 ECN  C5    C20  C19   109.91  3.000
 ECN  O20   C20  C19   106.88  3.000
 ECN  C8    O20  C20   114.79  3.000
 ECN  C21   C5   C20   120.26  3.000
 ECN  C21   C5   C14   117.32  3.000
 ECN  C20   C5   C14   122.40  3.000
 ECN  C3    N1   C19   126.26  3.000
 ECN  C3    N1   C7    106.96  3.000
 ECN  C19   N1   C7    126.38  3.000
 ECN  H3    C3   N1    121.92  3.000
 ECN  H3    C3   N19   126.06  3.000
 ECN  N1    C3   N19   112.01  3.000
 ECN  H8C2  C8   H8C1  107.02  3.000
 ECN  H8C2  C8   O20   111.49  3.000
 ECN  H8C1  C8   O20   109.92  3.000
 ECN  H8C2  C8   C1    110.19  3.000
 ECN  H8C1  C8   C1    109.86  3.000
 ECN  O20   C8   C1    108.36  3.000
 ECN  H13   C13  C11   120.70  3.000
 ECN  H13   C13  C2    120.37  3.000
 ECN  C11   C13  C2    118.93  3.000
 ECN  H21   C21  C5    119.36  3.000
 ECN  H21   C21  C17   118.77  3.000
 ECN  C5    C21  C17   121.87  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
 ECN  CONST_01  C11  C13  C2   C1     0.00   0.0  0
 ECN  CONST_02  C11  C9   C10  C1     0.00   0.0  0
 ECN  CONST_03  C9   C10  C1   C2     0.00   0.0  0
 ECN  CONST_04  C9   C11  C13  C2     0.00   0.0  0
 ECN  CONST_05  C3   N1   C7   C6     0.00   0.0  0
 ECN  CONST_06  N1   C3   N19  C6     0.00   0.0  0
 ECN  CONST_07  C3   N19  C6   C7     0.00   0.0  0
 ECN  CONST_08  N19  C3   N1   C7     0.00   0.0  0
 ECN  CONST_09  C13  C2   C1   C10    0.00   0.0  0
 ECN  CONST_10  C13  C11  C9   C10    0.00   0.0  0
 ECN  CONST_11  C17  C16  C15  C14    0.00   0.0  0
 ECN  CONST_12  C17  C21  C5   C14    0.00   0.0  0
 ECN  CONST_13  C21  C5   C14  C15    0.00   0.0  0
 ECN  CONST_14  C21  C17  C16  C15    0.00   0.0  0
 ECN  CONST_15  C5   C14  C15  C16    0.00   0.0  0
 ECN  CONST_16  C5   C21  C17  C16    0.00   0.0  0
 ECN  CONST_17  N1   C7   C6   N19    0.00   0.0  0
 ECN  CONST_18  CL2  C11  C13  C2   180.00   0.0  0
 ECN  CONST_19  C16  C15  C14  CL4  180.00   0.0  0
 ECN  CONST_20  C21  C5   C14  CL4  180.00   0.0  0
 ECN  CONST_21  C19  N1   C7   C6   180.00   0.0  0
 ECN  CONST_22  C8   C1   C10  C9   180.00   0.0  0
 ECN  CONST_23  CL2  C11  C9   C10  180.00   0.0  0
 ECN  CONST_24  CL8  C16  C15  C14  180.00   0.0  0
 ECN  CONST_25  C20  C5   C14  C15  180.00   0.0  0
 ECN  CONST_26  C20  C5   C21  C17  180.00   0.0  0
 ECN  CONST_27  C21  C17  C16  CL8  180.00   0.0  0
 ECN  CONST_28  C19  N1   C3   N19  180.00   0.0  0
 ECN  CONST_29  C13  C2   C1   C8   180.00   0.0  0
 ECN  CONST_30  H13  C13  C2   C1   180.00   0.0  0
 ECN  CONST_31  H9   C9   C10  C1   180.00   0.0  0
 ECN  CONST_32  H10  C10  C1   C2   180.00   0.0  0
 ECN  CONST_33  H3   C3   N19  C6   180.00   0.0  0
 ECN  CONST_34  H2   C2   C1   C10  180.00   0.0  0
 ECN  CONST_35  H21  C21  C5   C14  180.00   0.0  0
 ECN  CONST_36  H17  C17  C16  C15  180.00   0.0  0
 ECN  CONST_37  H15  C15  C16  C17  180.00   0.0  0
 ECN  CONST_38  H7   C7   C6   N19  180.00   0.0  0
 ECN  CONST_39  H6   C6   C7   N1   180.00   0.0  0
 ECN  Var_01    O20  C8   C1   C2   124.53  30.0  2
 ECN  Var_02    C20  C19  N1   C7    79.68  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
 ECN  chir_01  C20  C19  O20  C5  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
 ECN  plan-1  C6   0.020
 ECN  plan-1  C7   0.020
 ECN  plan-1  N19  0.020
 ECN  plan-1  C19  0.020
 ECN  plan-1  N1   0.020
 ECN  plan-1  C3   0.020
 ECN  plan-1  H6   0.020
 ECN  plan-1  H7   0.020
 ECN  plan-1  H3   0.020
 ECN  plan-2  C1   0.020
 ECN  plan-2  C2   0.020
 ECN  plan-2  C9   0.020
 ECN  plan-2  C10  0.020
 ECN  plan-2  C11  0.020
 ECN  plan-2  CL2  0.020
 ECN  plan-2  C8   0.020
 ECN  plan-2  C13  0.020
 ECN  plan-2  H2   0.020
 ECN  plan-2  H10  0.020
 ECN  plan-2  H13  0.020
 ECN  plan-2  H9   0.020
 ECN  plan-3  C14  0.020
 ECN  plan-3  C15  0.020
 ECN  plan-3  C16  0.020
 ECN  plan-3  C17  0.020
 ECN  plan-3  CL8  0.020
 ECN  plan-3  C20  0.020
 ECN  plan-3  C5   0.020
 ECN  plan-3  C21  0.020
 ECN  plan-3  H15  0.020
 ECN  plan-3  H17  0.020
 ECN  plan-3  H21  0.020
 ECN  plan-3  CL4  0.020

