# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 04:41:59 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: N-(5-chloro-2,4-dihydroxyphenyl)-1-phenylcyclobutanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(O)c(NC(=O)C2(CCC2)c3ccccc3)cc1Cl
#
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
 58W  58W  N-(5-chloro-2,4-dihydroxyphenyl)-1-phenylcyclobutanecarboxamide  ligand  38  22  .  2021-08-04  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_58W
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
 58W  C10  C   CR16  0  -0.331  -3.3425   1.3886   0.1352
 58W  C11  C   CR6   0   0.130  -3.0061   0.0534  -0.0628
 58W  C12  C   C     0  -0.414  -2.9874  -2.1233   1.3639
 58W  C13  C   C     0  -0.438  -2.5290  -0.3559   2.4978
 58W  C14  C   C     0  -0.449  -2.7117  -1.8415   2.8501
 58W  C15  C   CR16  0  -0.290  -3.2745  -0.5296  -1.3012
 58W  C16  C   CR16  0  -0.239  -3.8679   0.2056  -2.3159
 58W  C01  C   CR6   0   0.265   1.1528   0.4449   0.2263
 58W  C02  C   CR16  0  -0.262   2.1587  -0.3982   0.6733
 58W  C03  C   CR6   0  -0.188   3.4838  -0.1397   0.3587
 58W  C04  C   CR6   0   0.420   3.8479   0.9726  -0.3925
 58W  C05  C   CR16  0  -0.468   2.8401   1.8286  -0.8264
 58W  C06  C   CR6   0   0.320   1.5119   1.5711  -0.5328
 58W  C07  C   CR16  0  -0.236  -3.9321   2.1299  -0.8827
 58W  C08  C   C     0   0.588  -0.8456  -0.9208   0.7060
 58W  C09  C   C     0  -0.296  -2.3375  -0.7669   1.0082
 58W  C    C   CR16  0  -0.267  -4.1979   1.5407  -2.1095
 58W  N    N   NH1   0  -0.726  -0.2046   0.2590   0.5188
 58W  O01  O   O     0  -0.456  -0.2832  -1.9995   0.6694
 58W  O02  O   OH1   0  -0.614   5.1122   1.2704  -0.7239
 58W  O    O   OH1   0  -0.624   0.5103   2.3707  -0.9380
 58W  CL   CL  CL    0  -0.121   4.7234  -1.2207   0.9178
 58W  H1   H   HCR6  0   0.262  -3.1484   1.8594   1.0919
 58W  H2   H   H     0   0.243  -2.5577  -3.0195   0.9203
 58W  H3   H   H     0   0.242  -4.0549  -2.0982   1.1423
 58W  H4   H   H     0   0.249  -3.4549   0.2059   2.6284
 58W  H5   H   H     0   0.249  -1.7212   0.1954   2.9800
 58W  H6   H   H     0   0.239  -3.5039  -2.0838   3.5572
 58W  H7   H   H     0   0.236  -1.7866  -2.3034   3.1946
 58W  H8   H   HCR6  0   0.252  -3.0186  -1.5690  -1.4723
 58W  H9   H   HCR6  0   0.257  -4.0746  -0.2624  -3.2700
 58W  H10  H   HCR6  0   0.293   1.9219  -1.2622   1.2740
 58W  H11  H   HCR6  0   0.291   3.1083   2.7006  -1.4123
 58W  H12  H   HCR6  0   0.257  -4.1881   3.1674  -0.7104
 58W  H13  H   HCR6  0   0.256  -4.6623   2.1141  -2.9014
 58W  H14  H   HNH1  0   0.415  -0.7757   1.0911   0.4918
 58W  H15  H   HOH1  0   0.469   5.7254   0.6115  -0.3741
 58W  H16  H   HOH1  0   0.485   0.8511   3.1481  -1.3955

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
 58W  C07  C10  aromatic  1.390  0.020  1.390
 58W  C07  C    aromatic  1.387  0.020  1.387
 58W  C10  C11  aromatic  1.391  0.020  1.391
 58W  C12  C14  single    1.538  0.020  1.538
 58W  C12  C09  single    1.546  0.020  1.546
 58W  O    C06  single    1.344  0.020  1.344
 58W  C    C16  aromatic  1.391  0.020  1.391
 58W  C14  C13  single    1.538  0.020  1.538
 58W  C11  C09  single    1.506  0.020  1.506
 58W  C11  C15  aromatic  1.395  0.020  1.395
 58W  N    C01  single    1.401  0.020  1.401
 58W  N    C08  single    1.356  0.020  1.356
 58W  C09  C08  single    1.530  0.020  1.530
 58W  C09  C13  single    1.557  0.020  1.557
 58W  C06  C01  aromatic  1.405  0.020  1.405
 58W  C06  C05  aromatic  1.385  0.020  1.385
 58W  C01  C02  aromatic  1.387  0.020  1.387
 58W  C16  C15  aromatic  1.386  0.020  1.386
 58W  C08  O01  double    1.217  0.020  1.217
 58W  C05  C04  aromatic  1.392  0.020  1.392
 58W  C02  C03  aromatic  1.386  0.020  1.386
 58W  C04  C03  aromatic  1.391  0.020  1.391
 58W  C04  O02  single    1.341  0.020  1.341
 58W  C03  CL   single    1.737  0.020  1.737
 58W  C10  H1   single    0.930  0.020  1.080
 58W  C12  H2   single    0.970  0.020  1.090
 58W  C12  H3   single    0.970  0.020  1.090
 58W  C13  H4   single    0.970  0.020  1.090
 58W  C13  H5   single    0.970  0.020  1.090
 58W  C14  H6   single    0.970  0.020  1.090
 58W  C14  H7   single    0.970  0.020  1.090
 58W  C15  H8   single    0.930  0.020  1.080
 58W  C16  H9   single    0.930  0.020  1.080
 58W  C02  H10  single    0.930  0.020  1.080
 58W  C05  H11  single    0.930  0.020  1.080
 58W  C07  H12  single    0.930  0.020  1.080
 58W  C    H13  single    0.930  0.020  1.080
 58W  N    H14  single    0.860  0.020  1.020
 58W  O02  H15  single    0.850  0.020  0.980
 58W  O    H16  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
 58W  H1   C10  C07  119.38  3.000
 58W  H1   C10  C11  119.95  3.000
 58W  C07  C10  C11  120.67  3.000
 58W  C09  C11  C15  119.29  3.000
 58W  C15  C11  C10  118.75  3.000
 58W  C09  C11  C10  121.94  3.000
 58W  H3   C12  H2   108.82  3.000
 58W  H3   C12  C09  110.16  3.000
 58W  H2   C12  C09  117.57  3.000
 58W  H3   C12  C14  111.57  3.000
 58W  H2   C12  C14  118.29  3.000
 58W  C09  C12  C14   89.21  3.000
 58W  H5   C13  H4   108.39  3.000
 58W  H5   C13  C09  117.74  3.000
 58W  H4   C13  C09  110.78  3.000
 58W  H5   C13  C14  118.37  3.000
 58W  H4   C13  C14  111.67  3.000
 58W  C09  C13  C14   88.78  3.000
 58W  H7   C14  H6   108.54  3.000
 58W  H7   C14  C13  112.40  3.000
 58W  H6   C14  C13  116.75  3.000
 58W  H7   C14  C12  112.34  3.000
 58W  H6   C14  C12  117.15  3.000
 58W  C13  C14  C12   88.68  3.000
 58W  H8   C15  C16  119.60  3.000
 58W  H8   C15  C11  119.70  3.000
 58W  C16  C15  C11  120.70  3.000
 58W  H9   C16  C    120.03  3.000
 58W  H9   C16  C15  119.83  3.000
 58W  C    C16  C15  120.14  3.000
 58W  N    C01  C06  117.83  3.000
 58W  C06  C01  C02  118.44  3.000
 58W  N    C01  C02  123.71  3.000
 58W  H10  C02  C03  119.06  3.000
 58W  H10  C02  C01  120.48  3.000
 58W  C03  C02  C01  120.46  3.000
 58W  CL   C03  C04  118.99  3.000
 58W  CL   C03  C02  119.54  3.000
 58W  C04  C03  C02  121.47  3.000
 58W  O02  C04  C05  117.98  3.000
 58W  O02  C04  C03  123.93  3.000
 58W  C05  C04  C03  118.09  3.000
 58W  H11  C05  C06  120.10  3.000
 58W  H11  C05  C04  118.95  3.000
 58W  C06  C05  C04  120.94  3.000
 58W  O    C06  C05  122.70  3.000
 58W  C05  C06  C01  120.59  3.000
 58W  O    C06  C01  116.70  3.000
 58W  H12  C07  C    120.18  3.000
 58W  H12  C07  C10  119.65  3.000
 58W  C    C07  C10  120.16  3.000
 58W  O01  C08  N    123.28  3.000
 58W  O01  C08  C09  123.07  3.000
 58W  N    C08  C09  113.63  3.000
 58W  C08  C09  C13  109.60  3.000
 58W  C13  C09  C12   87.70  3.000
 58W  C08  C09  C12  111.54  3.000
 58W  C13  C09  C11  118.82  3.000
 58W  C08  C09  C11  110.32  3.000
 58W  C12  C09  C11  117.07  3.000
 58W  H13  C    C07  120.29  3.000
 58W  H13  C    C16  120.12  3.000
 58W  C07  C    C16  119.58  3.000
 58W  H14  N    C08  116.97  3.000
 58W  H14  N    C01  115.67  3.000
 58W  C08  N    C01  127.04  3.000
 58W  H15  O02  C04  110.96  3.000
 58W  H16  O    C06  111.06  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
 58W  CONST_01  C16  C    C07  C10    0.00   0.0  0
 58W  CONST_02  C16  C15  C11  C10    0.00   0.0  0
 58W  CONST_03  C    C07  C10  C11    0.00   0.0  0
 58W  CONST_04  C    C16  C15  C11    0.00   0.0  0
 58W  CONST_05  C07  C10  C11  C15    0.00   0.0  0
 58W  CONST_06  C07  C    C16  C15    0.00   0.0  0
 58W  CONST_07  C04  C05  C06  C01    0.00   0.0  0
 58W  CONST_08  C04  C03  C02  C01    0.00   0.0  0
 58W  CONST_09  C05  C06  C01  C02    0.00   0.0  0
 58W  CONST_10  C05  C04  C03  C02    0.00   0.0  0
 58W  CONST_11  C06  C01  C02  C03    0.00   0.0  0
 58W  CONST_12  C06  C05  C04  C03    0.00   0.0  0
 58W  CONST_13  C09  C11  C15  C16  180.00   0.0  0
 58W  CONST_14  C09  C11  C10  C07  180.00   0.0  0
 58W  CONST_15  CL   C03  C02  C01  180.00   0.0  0
 58W  CONST_16  O    C06  C01  C02  180.00   0.0  0
 58W  CONST_17  O02  C04  C03  C02  180.00   0.0  0
 58W  CONST_18  N    C01  C02  C03  180.00   0.0  0
 58W  CONST_19  O    C06  C05  C04  180.00   0.0  0
 58W  CONST_20  N    C01  C06  C05  180.00   0.0  0
 58W  CONST_21  CL   C03  C04  C05  180.00   0.0  0
 58W  CONST_22  O02  C04  C05  C06  180.00   0.0  0
 58W  CONST_23  H13  C    C07  C10  180.00   0.0  0
 58W  CONST_24  H8   C15  C11  C10  180.00   0.0  0
 58W  CONST_25  H12  C07  C10  C11  180.00   0.0  0
 58W  CONST_26  H9   C16  C15  C11  180.00   0.0  0
 58W  CONST_27  H1   C10  C11  C15  180.00   0.0  0
 58W  CONST_28  H11  C05  C06  C01  180.00   0.0  0
 58W  CONST_29  H10  C02  C03  C04  180.00   0.0  0
 58W  CONST_30  C09  C08  N    C01  180.00   0.0  0
 58W  CONST_34  O01  C08  N    C01    0.00   0.0  0
 58W  Var_01    C09  C13  C14  C12  -17.83  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
 58W  chir_01  C09  C11  C12  C13  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
 58W  plan-1  C01  0.020
 58W  plan-1  C02  0.020
 58W  plan-1  C03  0.020
 58W  plan-1  C04  0.020
 58W  plan-1  C05  0.020
 58W  plan-1  C06  0.020
 58W  plan-1  N    0.020
 58W  plan-1  O02  0.020
 58W  plan-1  O    0.020
 58W  plan-1  CL   0.020
 58W  plan-1  H10  0.020
 58W  plan-1  H11  0.020
 58W  plan-2  C10  0.020
 58W  plan-2  C11  0.020
 58W  plan-2  C15  0.020
 58W  plan-2  C16  0.020
 58W  plan-2  C07  0.020
 58W  plan-2  C09  0.020
 58W  plan-2  C    0.020
 58W  plan-2  H1   0.020
 58W  plan-2  H8   0.020
 58W  plan-2  H9   0.020
 58W  plan-2  H12  0.020
 58W  plan-2  H13  0.020
 58W  plan-3  C01  0.020
 58W  plan-3  C08  0.020
 58W  plan-3  C09  0.020
 58W  plan-3  N    0.020
 58W  plan-3  O01  0.020
 58W  plan-3  H14  0.020

