# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 13:29:10 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 5-chloro-2-methoxy-4-{[(1Z)-3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)C(=O)\C=C/Nc2cc(OC)c(cc2Cl)C(O)=O
#
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
 91O  91O  '5-chloro-2-methoxy-4-{[(1Z)-3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl]amino}benzoic acid'  ligand  40  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_91O
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
 91O  C23  C   CR6    0   0.396   4.0455   1.1640   0.0779
 91O  C22  C   CR16   0  -0.507   2.6520   1.1582   0.0949
 91O  C21  C   CR16   0  -0.253  -4.6134  -1.1520   0.5055
 91O  C20  C   CR16   0  -0.328  -5.9887  -1.1238   0.5645
 91O  C19  C   CH3    0  -0.439  -8.7791   1.1156  -0.0742
 91O  C10  C   C1     0   0.084  -0.2565   1.0240  -0.3678
 91O  C12  C   C      0   0.376  -2.3957  -0.1363   0.0319
 91O  C11  C   C1     0  -0.535  -1.6180   1.0238  -0.3302
 91O  C14  C   CR6    0  -0.022  -3.8782  -0.0411   0.0732
 91O  C25  C   CH3    0  -0.445   4.0572   3.4951   0.5386
 91O  C15  C   CR16   0  -0.292  -4.5880   1.0974  -0.3013
 91O  C01  C   CR6    0  -0.217   4.7575  -0.0372  -0.1096
 91O  C02  C   C      0   0.399   6.2793  -0.1541  -0.1848
 91O  C05  C   CR16   0  -0.231   4.0156  -1.2012  -0.2498
 91O  C06  C   CR6    0  -0.167   2.6339  -1.2044  -0.2561
 91O  C08  C   CR6    0   0.509   1.9256  -0.0161  -0.0961
 91O  C16  C   CR16   0  -0.365  -5.9731   1.1432  -0.2512
 91O  C17  C   CR6    0   0.388  -6.6869   0.0285   0.1855
 91O  N09  N   NH1    0  -0.726   0.5389  -0.0258  -0.1035
 91O  O03  O   OC    -1  -0.595   6.7422  -1.2914   0.0318
 91O  O04  O   O      0  -0.584   6.9238   0.8661  -0.4786
 91O  O13  O   O      0  -0.478  -1.8550  -1.2120   0.3135
 91O  O18  O   O2     0  -0.462  -8.0217  -0.0296   0.2735
 91O  O24  O   O2     0  -0.447   4.7461   2.2872   0.2884
 91O  CL7  CL  CL     0  -0.130   1.7805  -2.7016  -0.4778
 91O  H1   H   HCR6   0   0.296   2.1098   2.0715   0.2947
 91O  H2   H   HCR6   0   0.260  -4.0952  -2.0526   0.8058
 91O  H3   H   HCR6   0   0.267  -6.5388  -1.9919   0.9057
 91O  H4   H   HCH3   0   0.263  -9.8222   0.8529   0.0806
 91O  H5   H   HCH3   0   0.233  -8.5324   1.9716   0.5582
 91O  H6   H   HCH3   0   0.233  -8.6368   1.3945  -1.1210
 91O  H7   H   H      0   0.295   0.2466   1.9390  -0.6537
 91O  H8   H   H      0   0.268  -2.0976   1.9526  -0.5945
 91O  H10  H   HCH3   0   0.228   3.4293   3.7947  -0.3050
 91O  H11  H   HCH3   0   0.229   3.4384   3.4387   1.4383
 91O  H12  H   HCH3   0   0.263   4.8202   4.2547   0.6899
 91O  H13  H   HCR6   0   0.264  -4.0769   1.9829  -0.6520
 91O  H14  H   HCR6   0   0.271   4.5478  -2.1346  -0.3720
 91O  H15  H   HCR6   0   0.285  -6.4735   2.0509  -0.5587
 91O  H9   H   HNH1   0   0.416   0.0516  -0.8960   0.0891

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
 91O  O04  C02  deloc     1.242  0.020  1.242
 91O  CL7  C06  single    1.738  0.020  1.738
 91O  C05  C06  aromatic  1.382  0.020  1.382
 91O  C05  C01  aromatic  1.387  0.020  1.387
 91O  C02  C01  single    1.528  0.020  1.528
 91O  C02  O03  deloc     1.247  0.020  1.247
 91O  C06  C08  aromatic  1.393  0.020  1.393
 91O  C01  C23  aromatic  1.409  0.020  1.409
 91O  C08  N09  single    1.387  0.020  1.387
 91O  C08  C22  aromatic  1.394  0.020  1.394
 91O  C23  C22  aromatic  1.394  0.020  1.394
 91O  C23  O24  single    1.340  0.020  1.340
 91O  N09  C10  single    1.343  0.020  1.343
 91O  O13  C12  double    1.236  0.020  1.236
 91O  C25  O24  single    1.413  0.020  1.413
 91O  C12  C14  single    1.486  0.020  1.486
 91O  C12  C11  single    1.443  0.020  1.443
 91O  C10  C11  double    1.362  0.020  1.362
 91O  C21  C14  aromatic  1.401  0.020  1.401
 91O  C21  C20  aromatic  1.377  0.020  1.377
 91O  C14  C15  aromatic  1.393  0.020  1.393
 91O  C20  C17  aromatic  1.400  0.020  1.400
 91O  C15  C16  aromatic  1.387  0.020  1.387
 91O  C17  C16  aromatic  1.394  0.020  1.394
 91O  C17  O18  single    1.339  0.020  1.339
 91O  O18  C19  single    1.416  0.020  1.416
 91O  C22  H1   single    0.930  0.020  1.080
 91O  C21  H2   single    0.930  0.020  1.080
 91O  C20  H3   single    0.930  0.020  1.080
 91O  C19  H4   single    0.970  0.020  1.090
 91O  C19  H5   single    0.970  0.020  1.090
 91O  C19  H6   single    0.970  0.020  1.090
 91O  C10  H7   single    0.930  0.020  1.080
 91O  C11  H8   single    0.930  0.020  1.080
 91O  C25  H10  single    0.970  0.020  1.090
 91O  C25  H11  single    0.970  0.020  1.090
 91O  C25  H12  single    0.970  0.020  1.090
 91O  C15  H13  single    0.930  0.020  1.080
 91O  C05  H14  single    0.930  0.020  1.080
 91O  C16  H15  single    0.930  0.020  1.080
 91O  N09  H9   single    0.860  0.020  1.020

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
 91O  O24  C23  C01  118.11  3.000
 91O  O24  C23  C22  121.61  3.000
 91O  C01  C23  C22  120.23  3.000
 91O  H1   C22  C08  118.41  3.000
 91O  H1   C22  C23  120.03  3.000
 91O  C08  C22  C23  121.53  3.000
 91O  H2   C21  C14  119.65  3.000
 91O  H2   C21  C20  118.93  3.000
 91O  C14  C21  C20  121.42  3.000
 91O  H3   C20  C17  119.47  3.000
 91O  H3   C20  C21  120.30  3.000
 91O  C17  C20  C21  120.23  3.000
 91O  H6   C19  H5   108.98  3.000
 91O  H6   C19  H4   108.86  3.000
 91O  H5   C19  H4   108.89  3.000
 91O  H6   C19  O18  111.84  3.000
 91O  H5   C19  O18  111.75  3.000
 91O  H4   C19  O18  106.43  3.000
 91O  H7   C10  N09  115.94  3.000
 91O  H7   C10  C11  118.15  3.000
 91O  N09  C10  C11  125.90  3.000
 91O  O13  C12  C14  119.05  3.000
 91O  C14  C12  C11  119.55  3.000
 91O  O13  C12  C11  121.40  3.000
 91O  H8   C11  C12  120.96  3.000
 91O  H8   C11  C10  115.96  3.000
 91O  C12  C11  C10  123.08  3.000
 91O  C15  C14  C12  123.59  3.000
 91O  C15  C14  C21  117.63  3.000
 91O  C12  C14  C21  118.78  3.000
 91O  H12  C25  H11  108.58  3.000
 91O  H12  C25  H10  108.59  3.000
 91O  H11  C25  H10  108.91  3.000
 91O  H12  C25  O24  106.25  3.000
 91O  H11  C25  O24  112.19  3.000
 91O  H10  C25  O24  112.18  3.000
 91O  H13  C15  C16  117.19  3.000
 91O  H13  C15  C14  121.05  3.000
 91O  C16  C15  C14  121.75  3.000
 91O  C05  C01  C02  117.60  3.000
 91O  C02  C01  C23  125.11  3.000
 91O  C05  C01  C23  117.29  3.000
 91O  O04  C02  O03  126.70  3.000
 91O  O03  C02  C01  115.53  3.000
 91O  O04  C02  C01  117.75  3.000
 91O  H14  C05  C06  119.32  3.000
 91O  H14  C05  C01  118.19  3.000
 91O  C06  C05  C01  122.49  3.000
 91O  CL7  C06  C08  120.01  3.000
 91O  C08  C06  C05  120.40  3.000
 91O  CL7  C06  C05  119.58  3.000
 91O  N09  C08  C06  120.13  3.000
 91O  N09  C08  C22  121.85  3.000
 91O  C06  C08  C22  118.01  3.000
 91O  H15  C16  C17  121.57  3.000
 91O  H15  C16  C15  118.67  3.000
 91O  C17  C16  C15  119.76  3.000
 91O  O18  C17  C16  124.46  3.000
 91O  O18  C17  C20  116.35  3.000
 91O  C16  C17  C20  119.20  3.000
 91O  H9   N09  C08  118.99  3.000
 91O  H9   N09  C10  115.01  3.000
 91O  C08  N09  C10  125.99  3.000
 91O  C17  O18  C19  118.81  3.000
 91O  C25  O24  C23  119.30  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
 91O  CONST_01  C06  C05  C01  C23     0.00   0.0  0
 91O  CONST_02  C06  C08  C22  C23     0.00   0.0  0
 91O  CONST_03  C05  C06  C08  C22     0.00   0.0  0
 91O  CONST_04  C05  C01  C23  C22     0.00   0.0  0
 91O  CONST_05  C16  C15  C14  C21     0.00   0.0  0
 91O  CONST_06  C16  C17  C20  C21     0.00   0.0  0
 91O  CONST_07  C15  C14  C21  C20     0.00   0.0  0
 91O  CONST_08  C15  C16  C17  C20     0.00   0.0  0
 91O  CONST_09  C17  C20  C21  C14     0.00   0.0  0
 91O  CONST_10  C17  C16  C15  C14     0.00   0.0  0
 91O  CONST_11  C08  C06  C05  C01     0.00   0.0  0
 91O  CONST_12  C08  C22  C23  C01     0.00   0.0  0
 91O  CONST_13  N09  C08  C22  C23   180.00   0.0  0
 91O  CONST_14  CL7  C06  C08  C22   180.00   0.0  0
 91O  CONST_15  C02  C01  C23  C22   180.00   0.0  0
 91O  CONST_16  O18  C17  C20  C21   180.00   0.0  0
 91O  CONST_17  C12  C14  C21  C20   180.00   0.0  0
 91O  CONST_18  C16  C15  C14  C12   180.00   0.0  0
 91O  CONST_19  O18  C17  C16  C15   180.00   0.0  0
 91O  CONST_20  CL7  C06  C05  C01   180.00   0.0  0
 91O  CONST_21  C06  C05  C01  C02   180.00   0.0  0
 91O  CONST_22  N09  C08  C06  C05   180.00   0.0  0
 91O  CONST_23  O24  C23  C01  C05   180.00   0.0  0
 91O  CONST_24  O24  C23  C22  C08   180.00   0.0  0
 91O  CONST_25  H14  C05  C01  C23   180.00   0.0  0
 91O  CONST_26  H13  C15  C14  C21   180.00   0.0  0
 91O  CONST_27  H15  C16  C17  C20   180.00   0.0  0
 91O  CONST_28  H3   C20  C21  C14   180.00   0.0  0
 91O  CONST_29  H2   C21  C14  C15   180.00   0.0  0
 91O  CONST_30  H1   C22  C23  C01   180.00   0.0  0
 91O  CONST_34  C08  N09  C10  C11   180.00   0.0  0
 91O  CONST_35  H7   C10  N09  C08     0.00   0.0  0
 91O  Var_01    O04  C02  C01  C23   -21.35  30.0  3
 91O  Var_02    O13  C12  C14  C21     3.67  30.0  2
 91O  Var_03    C16  C17  O18  C19    -1.13  30.0  2
 91O  Var_04    C01  C23  O24  C25  -177.21  30.0  2
 91O  Var_05    C14  C12  C11  C10   178.79  30.0  1
 91O  Var_06    H10  C25  O24  C23   -62.22  30.0  3
 91O  Var_07    H4   C19  O18  C17  -179.34  30.0  3
 91O  Var_08    N09  C10  C11  C12     1.12   0.0  2

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
 91O  plan-1  C21  0.020
 91O  plan-1  C20  0.020
 91O  plan-1  C12  0.020
 91O  plan-1  C14  0.020
 91O  plan-1  C15  0.020
 91O  plan-1  C16  0.020
 91O  plan-1  C17  0.020
 91O  plan-1  O18  0.020
 91O  plan-1  H2   0.020
 91O  plan-1  H3   0.020
 91O  plan-1  H13  0.020
 91O  plan-1  H15  0.020
 91O  plan-2  C23  0.020
 91O  plan-2  C22  0.020
 91O  plan-2  C01  0.020
 91O  plan-2  C02  0.020
 91O  plan-2  C05  0.020
 91O  plan-2  C06  0.020
 91O  plan-2  C08  0.020
 91O  plan-2  N09  0.020
 91O  plan-2  O24  0.020
 91O  plan-2  CL7  0.020
 91O  plan-2  H1   0.020
 91O  plan-2  H14  0.020
 91O  plan-3  C10  0.020
 91O  plan-3  C08  0.020
 91O  plan-3  N09  0.020
 91O  plan-3  H9   0.020
 91O  plan-4  C12  0.020
 91O  plan-4  C11  0.020
 91O  plan-4  C14  0.020
 91O  plan-4  O13  0.020
 91O  plan-5  C01  0.020
 91O  plan-5  C02  0.020
 91O  plan-5  O03  0.020
 91O  plan-5  O04  0.020
 91O  plan-6  C10  0.020
 91O  plan-6  C12  0.020
 91O  plan-6  C11  0.020
 91O  plan-6  N09  0.020
 91O  plan-6  H7   0.020
 91O  plan-6  H8   0.020

