# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 07:35:49 2022
#   Inital geometry file: a 130 line input string
#   Ligand name: (2~{S})-2-azanyl-7-[(2-phenylphenyl)methoxy]-3,4-dihydro-1~{H}-naphthalene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@]1(CCc2ccc(OCc3ccccc3c4ccccc4)cc2C1)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
 HO0  HO0  '(2~{S})-2-azanyl-7-[(2-phenylphenyl)methoxy]-3,4-dihydro-1~{H}-naphthalene-2-carboxylic acid'  ligand  50  28  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HO0
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
 HO0  C10  C  CH2    0  -0.518  145.3906  141.1771  133.8015
 HO0  N12  N  NH2    0  -0.802  146.4223  140.3768  136.4905
 HO0  C13  C  CH2    0  -0.279  145.2929  134.6917  132.9861
 HO0  C15  C  CR6    0   0.056  146.2039  134.1997  135.3244
 HO0  C17  C  CR16   0  -0.249  148.5963  134.0128  135.6646
 HO0  C20  C  CR6    0   0.012  144.8479  134.1760  135.9220
 HO0  C21  C  CR16   0  -0.284  144.5208  135.0673  136.9443
 HO0  C22  C  CR16   0  -0.242  143.2558  135.0586  137.5153
 HO0  C24  C  CR16   0  -0.239  142.6198  133.2494  136.0713
 HO0  C26  C  C      0   0.437  144.2136  140.8034  137.4692
 HO0  C01  C  CR16   0  -0.420  145.1264  137.3773  133.8817
 HO0  C02  C  CR6    0   0.096  145.0651  138.7137  134.2872
 HO0  C03  C  CR6    0   0.041  145.4150  139.7256  133.3959
 HO0  C04  C  CR16   0  -0.279  145.8246  139.3640  132.1110
 HO0  C05  C  CR16   0  -0.359  145.8815  138.0461  131.7039
 HO0  C06  C  CR6    0   0.390  145.5225  137.0354  132.5973
 HO0  C07  C  CH2    0  -0.468  144.5783  139.0222  135.6812
 HO0  C08  C  CT     0  -0.072  144.9957  140.3996  136.1853
 HO0  C09  C  CH2    0  -0.432  144.6211  141.4218  135.0921
 HO0  C14  C  CR6    0   0.011  146.4186  134.4289  133.9598
 HO0  C16  C  CR16   0  -0.286  147.3044  134.0030  136.1620
 HO0  C18  C  CR16   0  -0.251  148.8072  134.2251  134.3086
 HO0  C19  C  CR16   0  -0.264  147.7245  134.4343  133.4709
 HO0  C23  C  CR16   0  -0.261  142.3009  134.1498  137.0795
 HO0  C25  C  CR16   0  -0.293  143.8831  133.2629  135.4970
 HO0  O11  O  O2     0  -0.481  145.5762  135.7704  132.1158
 HO0  O27  O  O      0  -0.597  143.0308  140.4192  137.5574
 HO0  O28  O  OC    -1  -0.598  144.8199  141.5317  138.2801
 HO0  H1   H  HCH2   0   0.231  146.4195  141.5386  133.9095
 HO0  H2   H  HNH2   0   0.332  146.9725  140.2958  135.6438
 HO0  H3   H  HNH2   0   0.330  146.6740  141.2578  136.9197
 HO0  H5   H  HCH2   0   0.275  145.1600  133.8293  132.3301
 HO0  H6   H  HCH2   0   0.245  144.3410  134.8446  133.5001
 HO0  H7   H  HCR6   0   0.256  149.4335  133.8500  136.3308
 HO0  H8   H  HCR6   0   0.257  145.2579  135.7859  137.2823
 HO0  H9   H  HCR6   0   0.258  143.0164  135.7657  138.2990
 HO0  H10  H  HCR6   0   0.256  141.8842  132.5319  135.7314
 HO0  H11  H  HCR6   0   0.266  144.8459  136.6208  134.6036
 HO0  H13  H  HCR6   0   0.240  146.1042  140.1412  131.4081
 HO0  H14  H  HCR6   0   0.251  146.1968  137.7913  130.6996
 HO0  H15  H  HCH2   0   0.233  144.9385  138.2540  136.3718
 HO0  H16  H  HCH2   0   0.242  143.4883  138.9566  135.6944
 HO0  H18  H  HCH2   0   0.225  144.8157  142.4379  135.4467
 HO0  H19  H  HCR6   0   0.252  147.1368  133.8296  137.2180
 HO0  H20  H  HCR6   0   0.255  149.8114  134.2293  133.9051
 HO0  H21  H  HCR6   0   0.254  147.8978  134.6124  132.4168
 HO0  H22  H  HCR6   0   0.256  141.3143  134.1421  137.5243
 HO0  H23  H  HCR6   0   0.257  144.1242  132.5489  134.7182
 HO0  H25  H  HCH2   0   0.247  144.9615  141.7785  132.9959
 HO0  H4   H  HCH2   0   0.216  143.5465  141.3552  134.8978

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
 HO0  C10  C03  single    1.507  0.020  1.507
 HO0  C10  C09  single    1.522  0.020  1.522
 HO0  N12  C08  single    1.459  0.020  1.459
 HO0  C13  C14  single    1.511  0.020  1.511
 HO0  C13  O11  single    1.415  0.020  1.415
 HO0  C15  C20  single    1.482  0.020  1.482
 HO0  C15  C14  aromatic  1.400  0.020  1.400
 HO0  C15  C16  aromatic  1.397  0.020  1.397
 HO0  C17  C16  aromatic  1.384  0.020  1.384
 HO0  C17  C18  aromatic  1.389  0.020  1.389
 HO0  C20  C21  aromatic  1.395  0.020  1.395
 HO0  C20  C25  aromatic  1.395  0.020  1.395
 HO0  C21  C22  aromatic  1.388  0.020  1.388
 HO0  C22  C23  aromatic  1.388  0.020  1.388
 HO0  C24  C23  aromatic  1.389  0.020  1.389
 HO0  C24  C25  aromatic  1.388  0.020  1.388
 HO0  C26  C08  single    1.557  0.020  1.557
 HO0  C26  O27  deloc     1.247  0.020  1.247
 HO0  C26  O28  deloc     1.247  0.020  1.247
 HO0  C01  C02  aromatic  1.398  0.020  1.398
 HO0  C01  C06  aromatic  1.387  0.020  1.387
 HO0  C02  C03  aromatic  1.393  0.020  1.393
 HO0  C03  C04  aromatic  1.396  0.020  1.396
 HO0  C04  C05  aromatic  1.381  0.020  1.381
 HO0  C05  C06  aromatic  1.396  0.020  1.396
 HO0  C06  O11  single    1.355  0.020  1.355
 HO0  C07  C08  single    1.525  0.020  1.525
 HO0  C08  C09  single    1.543  0.020  1.543
 HO0  C14  C19  aromatic  1.394  0.020  1.394
 HO0  C18  C19  aromatic  1.385  0.020  1.385
 HO0  C10  H1   single    0.970  0.020  1.090
 HO0  N12  H2   single    0.890  0.020  1.040
 HO0  N12  H3   single    0.890  0.020  1.040
 HO0  C13  H5   single    0.970  0.020  1.090
 HO0  C13  H6   single    0.970  0.020  1.090
 HO0  C17  H7   single    0.930  0.020  1.080
 HO0  C21  H8   single    0.930  0.020  1.080
 HO0  C22  H9   single    0.930  0.020  1.080
 HO0  C24  H10  single    0.930  0.020  1.080
 HO0  C01  H11  single    0.930  0.020  1.080
 HO0  C04  H13  single    0.930  0.020  1.080
 HO0  C05  H14  single    0.930  0.020  1.080
 HO0  C07  H15  single    0.970  0.020  1.090
 HO0  C07  H16  single    0.970  0.020  1.090
 HO0  C09  H18  single    0.970  0.020  1.090
 HO0  C16  H19  single    0.930  0.020  1.080
 HO0  C18  H20  single    0.930  0.020  1.080
 HO0  C19  H21  single    0.930  0.020  1.080
 HO0  C23  H22  single    0.930  0.020  1.080
 HO0  C25  H23  single    0.930  0.020  1.080
 HO0  C02  C07  single    1.508  0.020  1.508
 HO0  C10  H25  single    0.970  0.020  1.090
 HO0  C09  H4   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
 HO0  H25  C10  H1   105.05  3.000
 HO0  H25  C10  C09  109.75  3.000
 HO0  H1   C10  C09  109.76  3.000
 HO0  H25  C10  C03  109.74  3.000
 HO0  H1   C10  C03  109.21  3.000
 HO0  C09  C10  C03  113.02  3.000
 HO0  H3   N12  H2   106.80  3.000
 HO0  H3   N12  C08  108.56  3.000
 HO0  H2   N12  C08  110.94  3.000
 HO0  H6   C13  H5   106.69  3.000
 HO0  H6   C13  O11  110.93  3.000
 HO0  H5   C13  O11  104.89  3.000
 HO0  H6   C13  C14  111.73  3.000
 HO0  H5   C13  C14  109.91  3.000
 HO0  O11  C13  C14  112.32  3.000
 HO0  C16  C15  C14  119.11  3.000
 HO0  C16  C15  C20  118.48  3.000
 HO0  C14  C15  C20  122.40  3.000
 HO0  H7   C17  C18  120.44  3.000
 HO0  H7   C17  C16  119.98  3.000
 HO0  C18  C17  C16  119.58  3.000
 HO0  C25  C20  C21  118.64  3.000
 HO0  C25  C20  C15  121.37  3.000
 HO0  C21  C20  C15  119.98  3.000
 HO0  H8   C21  C22  119.73  3.000
 HO0  H8   C21  C20  119.52  3.000
 HO0  C22  C21  C20  120.74  3.000
 HO0  H9   C22  C23  120.18  3.000
 HO0  H9   C22  C21  119.69  3.000
 HO0  C23  C22  C21  120.12  3.000
 HO0  H10  C24  C25  119.68  3.000
 HO0  H10  C24  C23  120.11  3.000
 HO0  C25  C24  C23  120.21  3.000
 HO0  O28  C26  O27  126.53  3.000
 HO0  O28  C26  C08  116.32  3.000
 HO0  O27  C26  C08  117.07  3.000
 HO0  H11  C01  C06  121.28  3.000
 HO0  H11  C01  C02  117.60  3.000
 HO0  C06  C01  C02  121.12  3.000
 HO0  C07  C02  C03  121.58  3.000
 HO0  C07  C02  C01  118.54  3.000
 HO0  C03  C02  C01  119.85  3.000
 HO0  C04  C03  C02  118.32  3.000
 HO0  C04  C03  C10  120.12  3.000
 HO0  C02  C03  C10  121.55  3.000
 HO0  H13  C04  C05  118.84  3.000
 HO0  H13  C04  C03  119.11  3.000
 HO0  C05  C04  C03  122.05  3.000
 HO0  H14  C05  C06  119.86  3.000
 HO0  H14  C05  C04  120.67  3.000
 HO0  C06  C05  C04  119.47  3.000
 HO0  O11  C06  C05  116.01  3.000
 HO0  O11  C06  C01  124.80  3.000
 HO0  C05  C06  C01  119.18  3.000
 HO0  H16  C07  H15  106.19  3.000
 HO0  H16  C07  C08  108.87  3.000
 HO0  H15  C07  C08  109.60  3.000
 HO0  H16  C07  C02  108.73  3.000
 HO0  H15  C07  C02  109.48  3.000
 HO0  C08  C07  C02  113.70  3.000
 HO0  C09  C08  C07  107.32  3.000
 HO0  C09  C08  C26  106.89  3.000
 HO0  C07  C08  C26  111.68  3.000
 HO0  C09  C08  N12  113.33  3.000
 HO0  C07  C08  N12  108.82  3.000
 HO0  C26  C08  N12  108.83  3.000
 HO0  H4   C09  H18  106.79  3.000
 HO0  H4   C09  C08  108.90  3.000
 HO0  H18  C09  C08  110.03  3.000
 HO0  H4   C09  C10  109.65  3.000
 HO0  H18  C09  C10  109.52  3.000
 HO0  C08  C09  C10  111.81  3.000
 HO0  C19  C14  C15  119.07  3.000
 HO0  C19  C14  C13  118.10  3.000
 HO0  C15  C14  C13  122.82  3.000
 HO0  H19  C16  C17  119.72  3.000
 HO0  H19  C16  C15  119.02  3.000
 HO0  C17  C16  C15  121.25  3.000
 HO0  H20  C18  C19  119.96  3.000
 HO0  H20  C18  C17  120.37  3.000
 HO0  C19  C18  C17  119.67  3.000
 HO0  H21  C19  C18  119.24  3.000
 HO0  H21  C19  C14  119.45  3.000
 HO0  C18  C19  C14  121.30  3.000
 HO0  H22  C23  C24  120.21  3.000
 HO0  H22  C23  C22  120.17  3.000
 HO0  C24  C23  C22  119.62  3.000
 HO0  H23  C25  C24  119.57  3.000
 HO0  H23  C25  C20  119.77  3.000
 HO0  C24  C25  C20  120.66  3.000
 HO0  C06  O11  C13  119.04  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
 HO0  CONST_01  C22  C21  C20  C15  180.00   0.0  0
 HO0  CONST_02  C24  C25  C20  C15  180.00   0.0  0
 HO0  CONST_03  C18  C19  C14  C15    0.00   0.0  0
 HO0  CONST_04  C18  C17  C16  C15    0.00   0.0  0
 HO0  CONST_05  C20  C15  C16  C17  180.00   0.0  0
 HO0  CONST_06  C14  C15  C16  C17    0.00   0.0  0
 HO0  CONST_07  C14  C19  C18  C17    0.00   0.0  0
 HO0  CONST_08  C19  C14  C15  C20  180.00   0.0  0
 HO0  CONST_09  C23  C22  C21  C20    0.00   0.0  0
 HO0  CONST_10  C23  C24  C25  C20    0.00   0.0  0
 HO0  CONST_13  C24  C25  C20  C21    0.00   0.0  0
 HO0  CONST_14  C24  C23  C22  C21    0.00   0.0  0
 HO0  CONST_15  C25  C20  C21  C22    0.00   0.0  0
 HO0  CONST_16  C25  C24  C23  C22    0.00   0.0  0
 HO0  CONST_17  C04  C03  C02  C01    0.00   0.0  0
 HO0  CONST_18  C04  C05  C06  C01    0.00   0.0  0
 HO0  CONST_19  C05  C06  C01  C02    0.00   0.0  0
 HO0  CONST_20  C05  C04  C03  C02    0.00   0.0  0
 HO0  CONST_21  C06  C01  C02  C03    0.00   0.0  0
 HO0  CONST_22  C06  C05  C04  C03    0.00   0.0  0
 HO0  CONST_25  C19  C14  C15  C16    0.00   0.0  0
 HO0  CONST_26  C19  C18  C17  C16    0.00   0.0  0
 HO0  CONST_27  C20  C15  C14  C13    0.00   0.0  0
 HO0  CONST_28  C16  C15  C14  C13  180.00   0.0  0
 HO0  CONST_29  C18  C19  C14  C13  180.00   0.0  0
 HO0  CONST_30  O11  C06  C01  C02  180.00   0.0  0
 HO0  CONST_31  O11  C06  C05  C04  180.00   0.0  0
 HO0  CONST_32  H13  C04  C03  C10    0.00   0.0  0
 HO0  CONST_33  H8   C21  C20  C15    0.00   0.0  0
 HO0  CONST_34  H23  C25  C20  C15    0.00   0.0  0
 HO0  CONST_35  H21  C19  C14  C15  180.00   0.0  0
 HO0  CONST_36  H7   C17  C16  C15  180.00   0.0  0
 HO0  CONST_37  H19  C16  C15  C20    0.00   0.0  0
 HO0  CONST_38  H9   C22  C21  C20  180.00   0.0  0
 HO0  CONST_39  H10  C24  C25  C20  180.00   0.0  0
 HO0  CONST_40  H22  C23  C22  C21  180.00   0.0  0
 HO0  CONST_41  H14  C05  C06  C01  180.00   0.0  0
 HO0  CONST_42  H11  C01  C02  C03  180.00   0.0  0
 HO0  CONST_43  H20  C18  C19  C14  180.00   0.0  0
 HO0  Var_01    C08  C07  C02  C01  159.89  30.0  1
 HO0  Var_02    C09  C10  C03  C02  -15.12  30.0  1
 HO0  Var_03    C08  C09  C10  C03   45.73  30.0  1
 HO0  Var_04    C01  C06  O11  C13   -4.14  30.0  2
 HO0  Var_05    O11  C13  C14  C15  134.95  30.0  1
 HO0  Var_06    C14  C13  O11  C06  -74.11  30.0  1

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
 HO0  chir_01  C08  C26  C07  C09  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
 HO0  plan-1  C13  0.020
 HO0  plan-1  C15  0.020
 HO0  plan-1  C17  0.020
 HO0  plan-1  C20  0.020
 HO0  plan-1  C14  0.020
 HO0  plan-1  C16  0.020
 HO0  plan-1  C18  0.020
 HO0  plan-1  C19  0.020
 HO0  plan-1  H7   0.020
 HO0  plan-1  H19  0.020
 HO0  plan-1  H20  0.020
 HO0  plan-1  H21  0.020
 HO0  plan-2  C15  0.020
 HO0  plan-2  C20  0.020
 HO0  plan-2  C21  0.020
 HO0  plan-2  C22  0.020
 HO0  plan-2  C24  0.020
 HO0  plan-2  C23  0.020
 HO0  plan-2  C25  0.020
 HO0  plan-2  H8   0.020
 HO0  plan-2  H9   0.020
 HO0  plan-2  H10  0.020
 HO0  plan-2  H22  0.020
 HO0  plan-2  H23  0.020
 HO0  plan-3  C10  0.020
 HO0  plan-3  C01  0.020
 HO0  plan-3  C02  0.020
 HO0  plan-3  C03  0.020
 HO0  plan-3  C04  0.020
 HO0  plan-3  C05  0.020
 HO0  plan-3  C06  0.020
 HO0  plan-3  C07  0.020
 HO0  plan-3  O11  0.020
 HO0  plan-3  H11  0.020
 HO0  plan-3  H13  0.020
 HO0  plan-3  H14  0.020
 HO0  plan-4  C26  0.020
 HO0  plan-4  C08  0.020
 HO0  plan-4  O27  0.020
 HO0  plan-4  O28  0.020

