# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 11:02:46 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 2-[2-(1,3-benzodioxol-2-yl)ethyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1CCC2Oc3ccccc3O2
#
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
 HWK  HWK  '2-[2-(1,3-benzodioxol-2-yl)ethyl]benzoic acid'  ligand  34  20  .  2022-07-25  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_HWK
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
 HWK  C10  C  CH2   0  -0.506  -1.0781  -0.8249  -1.1723
 HWK  C15  C  CR16  0  -0.342   4.1416  -0.8870   1.1084
 HWK  C17  C  CR16  0  -0.295   4.5871   1.3107   0.1758
 HWK  C02  C  C     0   0.520  -1.8838   1.8425   0.0589
 HWK  C04  C  CR6   0   0.033  -2.7544   0.6393   0.1327
 HWK  C05  C  CR16  0  -0.324  -3.9748   0.7419   0.8073
 HWK  C06  C  CR16  0  -0.204  -4.8048  -0.3550   0.9534
 HWK  C07  C  CR16  0  -0.295  -4.4291  -1.5709   0.4010
 HWK  C08  C  CR16  0  -0.197  -3.2299  -1.6732  -0.2845
 HWK  C09  C  CR6   0   0.013  -2.3664  -0.5881  -0.4283
 HWK  C11  C  CH2   0  -0.461   0.0229  -1.3069  -0.2260
 HWK  C12  C  CR15  0   0.338   1.3172  -1.6015  -0.9546
 HWK  C14  C  CR56  0   0.219   3.1411  -1.0147   0.1766
 HWK  C16  C  CR16  0  -0.208   4.8696   0.3098   1.0916
 HWK  C18  C  CR16  0  -0.320   3.5641   1.1641  -0.7704
 HWK  C19  C  CR56  0   0.326   2.8608  -0.0148  -0.7425
 HWK  O01  O  O     0  -0.559  -0.6789   1.8259  -0.0151
 HWK  O03  O  OH1   0  -0.494  -2.5816   2.9732   0.1025
 HWK  O13  O  O     0  -0.501   2.3093  -2.0641  -0.0365
 HWK  O20  O  O     0  -0.495   1.8576  -0.4268  -1.5558
 HWK  H1   H  HCH2  0   0.226  -1.2591  -1.5946  -1.9275
 HWK  H2   H  HCH2  0   0.281  -0.7524   0.0660  -1.7042
 HWK  H3   H  HCR6  0   0.268   4.3617  -1.6719   1.8195
 HWK  H4   H  HCR6  0   0.259   5.1626   2.2266   0.1878
 HWK  H5   H  HCR6  0   0.259  -4.2765   1.6848   1.2417
 HWK  H6   H  HCR6  0   0.269  -5.7378  -0.2585   1.4922
 HWK  H7   H  HCR6  0   0.260  -5.0694  -2.4378   0.4990
 HWK  H8   H  HCR6  0   0.264  -2.9475  -2.6226  -0.7238
 HWK  H9   H  HCH2  0   0.215   0.1974  -0.5630   0.5541
 HWK  H10  H  HCH2  0   0.278  -0.2970  -2.2311   0.2623
 HWK  H11  H  HCR5  0   0.177   1.1814  -2.3562  -1.7331
 HWK  H12  H  HCR6  0   0.266   5.6649   0.4497   1.8113
 HWK  H13  H  HCR6  0   0.263   3.3431   1.9423  -1.4884
 HWK  H14  H  HOH1  0   0.471  -1.9768   3.7302   0.1076

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
 HWK  C06  C07  aromatic  1.387  0.020  1.387
 HWK  C06  C05  aromatic  1.383  0.020  1.383
 HWK  C17  C18  aromatic  1.401  0.020  1.401
 HWK  C17  C16  aromatic  1.386  0.020  1.386
 HWK  C07  C08  aromatic  1.385  0.020  1.385
 HWK  C18  C19  aromatic  1.373  0.020  1.373
 HWK  C16  C15  aromatic  1.401  0.020  1.401
 HWK  C05  C04  aromatic  1.398  0.020  1.398
 HWK  C19  O20  single    1.356  0.020  1.356
 HWK  C19  C14  aromatic  1.387  0.020  1.387
 HWK  C15  C14  aromatic  1.373  0.020  1.373
 HWK  C08  C09  aromatic  1.394  0.020  1.394
 HWK  O20  C12  single    1.426  0.020  1.426
 HWK  C14  O13  single    1.356  0.020  1.356
 HWK  C12  O13  single    1.429  0.020  1.429
 HWK  C12  C11  single    1.514  0.020  1.514
 HWK  C04  C09  aromatic  1.404  0.020  1.404
 HWK  C04  C02  single    1.487  0.020  1.487
 HWK  C09  C10  single    1.506  0.020  1.506
 HWK  O01  C02  double    1.207  0.020  1.207
 HWK  C02  O03  single    1.329  0.020  1.329
 HWK  C11  C10  single    1.530  0.020  1.530
 HWK  C10  H1   single    0.970  0.020  1.090
 HWK  C10  H2   single    0.970  0.020  1.090
 HWK  C15  H3   single    0.930  0.020  1.080
 HWK  C17  H4   single    0.930  0.020  1.080
 HWK  C05  H5   single    0.930  0.020  1.080
 HWK  C06  H6   single    0.930  0.020  1.080
 HWK  C07  H7   single    0.930  0.020  1.080
 HWK  C08  H8   single    0.930  0.020  1.080
 HWK  C11  H9   single    0.970  0.020  1.090
 HWK  C11  H10  single    0.970  0.020  1.090
 HWK  C12  H11  single    0.970  0.020  1.090
 HWK  C16  H12  single    0.930  0.020  1.080
 HWK  C18  H13  single    0.930  0.020  1.080
 HWK  O03  H14  single    0.850  0.020  0.980

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
 HWK  H2   C10  H1   106.77  3.000
 HWK  H2   C10  C11  110.19  3.000
 HWK  H1   C10  C11  108.94  3.000
 HWK  H2   C10  C09  111.65  3.000
 HWK  H1   C10  C09  108.07  3.000
 HWK  C11  C10  C09  111.07  3.000
 HWK  H3   C15  C16  121.46  3.000
 HWK  H3   C15  C14  121.80  3.000
 HWK  C16  C15  C14  116.74  3.000
 HWK  H4   C17  C18  118.98  3.000
 HWK  H4   C17  C16  119.72  3.000
 HWK  C18  C17  C16  121.30  3.000
 HWK  O03  C02  O01  122.52  3.000
 HWK  O03  C02  C04  112.29  3.000
 HWK  O01  C02  C04  125.18  3.000
 HWK  C09  C04  C05  119.88  3.000
 HWK  C09  C04  C02  121.71  3.000
 HWK  C05  C04  C02  118.39  3.000
 HWK  H5   C05  C06  118.81  3.000
 HWK  H5   C05  C04  120.10  3.000
 HWK  C06  C05  C04  121.09  3.000
 HWK  H6   C06  C07  120.67  3.000
 HWK  H6   C06  C05  119.96  3.000
 HWK  C07  C06  C05  119.38  3.000
 HWK  H7   C07  C08  119.87  3.000
 HWK  H7   C07  C06  120.38  3.000
 HWK  C08  C07  C06  119.75  3.000
 HWK  H8   C08  C09  118.60  3.000
 HWK  H8   C08  C07  119.40  3.000
 HWK  C09  C08  C07  122.00  3.000
 HWK  C08  C09  C04  117.90  3.000
 HWK  C04  C09  C10  124.82  3.000
 HWK  C08  C09  C10  117.28  3.000
 HWK  H10  C11  H9   107.68  3.000
 HWK  H10  C11  C12  107.49  3.000
 HWK  H9   C11  C12  109.86  3.000
 HWK  H10  C11  C10  109.39  3.000
 HWK  H9   C11  C10  110.02  3.000
 HWK  C12  C11  C10  112.26  3.000
 HWK  H11  C12  O20  108.40  3.000
 HWK  H11  C12  O13  108.69  3.000
 HWK  O20  C12  O13  105.93  3.000
 HWK  H11  C12  C11  111.78  3.000
 HWK  O13  C12  C11  110.33  3.000
 HWK  O20  C12  C11  111.50  3.000
 HWK  O13  C14  C19  109.26  3.000
 HWK  O13  C14  C15  128.72  3.000
 HWK  C19  C14  C15  122.00  3.000
 HWK  H12  C16  C17  119.74  3.000
 HWK  H12  C16  C15  118.99  3.000
 HWK  C17  C16  C15  121.27  3.000
 HWK  H13  C18  C19  121.78  3.000
 HWK  H13  C18  C17  121.48  3.000
 HWK  C19  C18  C17  116.75  3.000
 HWK  O20  C19  C18  128.89  3.000
 HWK  O20  C19  C14  109.16  3.000
 HWK  C18  C19  C14  121.94  3.000
 HWK  H14  O03  C02  109.70  3.000
 HWK  C14  O13  C12  106.04  3.000
 HWK  C19  O20  C12  106.13  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
 HWK  CONST_01  C18  C17  C16  C15     0.00   0.0  0
 HWK  CONST_02  C18  C19  C14  C15     0.00   0.0  0
 HWK  CONST_03  C14  C19  C18  C17     0.00   0.0  0
 HWK  CONST_04  C14  C15  C16  C17     0.00   0.0  0
 HWK  CONST_05  C07  C06  C05  C04     0.00   0.0  0
 HWK  CONST_06  C07  C08  C09  C04     0.00   0.0  0
 HWK  CONST_07  C08  C07  C06  C05     0.00   0.0  0
 HWK  CONST_08  C08  C09  C04  C05     0.00   0.0  0
 HWK  CONST_09  C09  C08  C07  C06     0.00   0.0  0
 HWK  CONST_10  C09  C04  C05  C06     0.00   0.0  0
 HWK  CONST_11  C19  C18  C17  C16     0.00   0.0  0
 HWK  CONST_12  C19  C14  C15  C16     0.00   0.0  0
 HWK  CONST_13  C07  C08  C09  C10   180.00   0.0  0
 HWK  CONST_14  C05  C04  C09  C10   180.00   0.0  0
 HWK  CONST_15  C06  C05  C04  C02   180.00   0.0  0
 HWK  CONST_16  C08  C09  C04  C02   180.00   0.0  0
 HWK  CONST_17  H4   C17  C16  C15   180.00   0.0  0
 HWK  CONST_18  H3   C15  C16  C17   180.00   0.0  0
 HWK  CONST_19  H6   C06  C05  C04   180.00   0.0  0
 HWK  CONST_20  H8   C08  C09  C04   180.00   0.0  0
 HWK  CONST_21  H7   C07  C06  C05   180.00   0.0  0
 HWK  CONST_22  H5   C05  C06  C07   180.00   0.0  0
 HWK  CONST_23  H13  C18  C19  C14   180.00   0.0  0
 HWK  CONST_24  H12  C16  C15  C14   180.00   0.0  0
 HWK  CONST_25  H14  O03  C02  C04   180.00   0.0  0
 HWK  Var_01    C18  C19  O20  C12  -169.65  30.0  1
 HWK  Var_02    C19  C14  O13  C12   -10.90  30.0  1
 HWK  Var_03    C11  C10  C09  C04    91.63  30.0  2
 HWK  Var_04    O01  C02  C04  C05   150.82  30.0  2
 HWK  Var_05    C12  C11  C10  C09   177.93  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
 HWK  chir_01  C12  O20  O13  C11  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
 HWK  plan-1  C10  0.020
 HWK  plan-1  C02  0.020
 HWK  plan-1  C04  0.020
 HWK  plan-1  C05  0.020
 HWK  plan-1  C06  0.020
 HWK  plan-1  C07  0.020
 HWK  plan-1  C08  0.020
 HWK  plan-1  C09  0.020
 HWK  plan-1  H5   0.020
 HWK  plan-1  H6   0.020
 HWK  plan-1  H7   0.020
 HWK  plan-1  H8   0.020
 HWK  plan-2  C15  0.020
 HWK  plan-2  C17  0.020
 HWK  plan-2  C14  0.020
 HWK  plan-2  C16  0.020
 HWK  plan-2  C18  0.020
 HWK  plan-2  C19  0.020
 HWK  plan-2  O13  0.020
 HWK  plan-2  O20  0.020
 HWK  plan-2  H3   0.020
 HWK  plan-2  H4   0.020
 HWK  plan-2  H12  0.020
 HWK  plan-2  H13  0.020
 HWK  plan-3  C02  0.020
 HWK  plan-3  C04  0.020
 HWK  plan-3  O01  0.020
 HWK  plan-3  O03  0.020
 HWK  plan-3  H14  0.020

