# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 04:29:48 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: [6-(3-hydroxy-4-methylphenyl)pyridin-2-yl](3,4,5-trimethoxyphenyl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(OC)c1OC)C(=O)c2cccc(n2)c3ccc(C)c(O)c3
#
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
 9WR  9WR  '[6-(3-hydroxy-4-methylphenyl)pyridin-2-yl](3,4,5-trimethoxyphenyl)methanone'  ligand  49  28  .  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_9WR
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
 9WR  C01  C  CH3   0  -0.441   5.3272  -0.1645  -2.0418
 9WR  O02  O  O2    0  -0.462   4.7094   0.7933  -1.2042
 9WR  C03  C  CR6   0   0.349   3.6023   0.4364  -0.5341
 9WR  C04  C  CR16  0  -0.447   3.0074  -0.8173  -0.6041
 9WR  C05  C  CR6   0   0.027   1.8428  -1.0697   0.1169
 9WR  C06  C  C     0   0.337   1.2753  -2.4415   0.0426
 9WR  O07  O  O     0  -0.382   1.9847  -3.3971  -0.1968
 9WR  C08  C  CR6   0   0.119  -0.1934  -2.6589   0.2473
 9WR  C09  C  CR16  0  -0.301  -0.6521  -3.9005   0.6720
 9WR  C10  C  CR16  0  -0.147  -2.0206  -4.0621   0.8167
 9WR  C11  C  CR16  0  -0.327  -2.8659  -3.0064   0.5247
 9WR  C12  C  CR6   0   0.240  -2.3183  -1.7967   0.0894
 9WR  C13  C  CR6   0   0.063  -3.1460  -0.6109  -0.2259
 9WR  C14  C  CR16  0  -0.349  -4.5347  -0.6799  -0.3217
 9WR  C15  C  CR16  0  -0.276  -5.2661   0.4633  -0.6037
 9WR  C16  C  CR6   0  -0.018  -4.6622   1.7003  -0.7958
 9WR  C17  C  CH3   0  -0.773  -5.4668   2.9308  -1.0937
 9WR  C18  C  CR6   0   0.349  -3.2662   1.7597  -0.7004
 9WR  O19  O  OH1   0  -0.626  -2.5794   2.9096  -0.8688
 9WR  C20  C  CR16  0  -0.380  -2.5240   0.6202  -0.4249
 9WR  N21  N  N     0  -0.444  -1.0040  -1.6512  -0.0366
 9WR  C22  C  CR16  0  -0.433   1.2825  -0.0894   0.9306
 9WR  C23  C  CR6   0   0.349   1.8896   1.1590   1.0201
 9WR  O24  O  O2    0  -0.462   1.4390   2.1687   1.7830
 9WR  C25  C  CH3   0  -0.442   0.2430   1.9778   2.5132
 9WR  C26  C  CR6   0   0.190   3.0415   1.4305   0.2761
 9WR  O27  O  O2    0  -0.478   3.6036   2.6610   0.3268
 9WR  C28  C  CH3   0  -0.411   4.6125   2.8060   1.3214
 9WR  H1   H  HCH3  0   0.231   4.6639  -0.4914  -2.8468
 9WR  H2   H  HCH3  0   0.263   6.1941   0.3243  -2.4786
 9WR  H3   H  HCH3  0   0.231   5.6624  -1.0412  -1.4819
 9WR  H4   H  HCR6  0   0.286   3.4301  -1.5985  -1.2198
 9WR  H5   H  HCR6  0   0.279   0.0340  -4.7054   0.8939
 9WR  H6   H  HCR6  0   0.281  -2.4276  -5.0034   1.1603
 9WR  H7   H  HCR6  0   0.278  -3.9321  -3.1278   0.6502
 9WR  H8   H  HCR6  0   0.250  -5.0638  -1.6135  -0.1881
 9WR  H9   H  HCR6  0   0.256  -6.3446   0.3928  -0.6786
 9WR  H10  H  HCH3  0   0.255  -5.3330   3.7017  -0.3307
 9WR  H11  H  HCH3  0   0.255  -5.1976   3.3739  -2.0558
 9WR  H12  H  HCH3  0   0.269  -6.5295   2.6997  -1.1317
 9WR  H13  H  HOH1  0   0.480  -3.1733   3.6497  -1.0342
 9WR  H14  H  HCR6  0   0.261  -1.4458   0.6952  -0.3638
 9WR  H15  H  HCR6  0   0.284   0.3941  -0.3062   1.5025
 9WR  H16  H  HCH3  0   0.266   0.0579   2.9058   3.0476
 9WR  H17  H  HCH3  0   0.223  -0.6078   1.7744   1.8563
 9WR  H18  H  HCH3  0   0.233   0.3298   1.1645   3.2377
 9WR  H19  H  HCH3  0   0.240   4.9807   3.8280   1.2556
 9WR  H20  H  HCH3  0   0.225   4.2151   2.6394   2.3250
 9WR  H21  H  HCH3  0   0.225   5.4467   2.1217   1.1523

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
 9WR  C25  O24  single    1.414  0.020  1.414
 9WR  O24  C23  single    1.343  0.020  1.343
 9WR  C28  O27  single    1.424  0.020  1.424
 9WR  O27  C26  single    1.354  0.020  1.354
 9WR  C23  C26  aromatic  1.398  0.020  1.398
 9WR  C23  C22  aromatic  1.391  0.020  1.391
 9WR  C26  C03  aromatic  1.400  0.020  1.400
 9WR  C22  C05  aromatic  1.392  0.020  1.392
 9WR  C03  O02  single    1.342  0.020  1.342
 9WR  C03  C04  aromatic  1.389  0.020  1.389
 9WR  C05  C04  aromatic  1.393  0.020  1.393
 9WR  C05  C06  single    1.486  0.020  1.486
 9WR  O07  C06  double    1.214  0.020  1.214
 9WR  O02  C01  single    1.414  0.020  1.414
 9WR  C06  C08  single    1.499  0.020  1.499
 9WR  C08  N21  aromatic  1.324  0.020  1.324
 9WR  C08  C09  aromatic  1.390  0.020  1.390
 9WR  N21  C12  aromatic  1.328  0.020  1.328
 9WR  C09  C10  aromatic  1.386  0.020  1.386
 9WR  C14  C15  aromatic  1.386  0.020  1.386
 9WR  C14  C13  aromatic  1.394  0.020  1.394
 9WR  C12  C13  single    1.480  0.020  1.480
 9WR  C12  C11  aromatic  1.397  0.020  1.397
 9WR  C15  C16  aromatic  1.390  0.020  1.390
 9WR  C10  C11  aromatic  1.384  0.020  1.384
 9WR  C13  C20  aromatic  1.394  0.020  1.394
 9WR  C16  C17  single    1.500  0.020  1.500
 9WR  C16  C18  aromatic  1.401  0.020  1.401
 9WR  C20  C18  aromatic  1.388  0.020  1.388
 9WR  C18  O19  single    1.350  0.020  1.350
 9WR  C01  H1   single    0.970  0.020  1.090
 9WR  C01  H2   single    0.970  0.020  1.090
 9WR  C01  H3   single    0.970  0.020  1.090
 9WR  C04  H4   single    0.930  0.020  1.080
 9WR  C09  H5   single    0.930  0.020  1.080
 9WR  C10  H6   single    0.930  0.020  1.080
 9WR  C11  H7   single    0.930  0.020  1.080
 9WR  C14  H8   single    0.930  0.020  1.080
 9WR  C15  H9   single    0.930  0.020  1.080
 9WR  C17  H10  single    0.970  0.020  1.090
 9WR  C17  H11  single    0.970  0.020  1.090
 9WR  C17  H12  single    0.970  0.020  1.090
 9WR  O19  H13  single    0.850  0.020  0.980
 9WR  C20  H14  single    0.930  0.020  1.080
 9WR  C22  H15  single    0.930  0.020  1.080
 9WR  C25  H16  single    0.970  0.020  1.090
 9WR  C25  H17  single    0.970  0.020  1.090
 9WR  C25  H18  single    0.970  0.020  1.090
 9WR  C28  H19  single    0.970  0.020  1.090
 9WR  C28  H20  single    0.970  0.020  1.090
 9WR  C28  H21  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
 9WR  H3   C01  H2   108.79  3.000
 9WR  H3   C01  H1   108.87  3.000
 9WR  H2   C01  H1   108.82  3.000
 9WR  H3   C01  O02  111.95  3.000
 9WR  H2   C01  O02  106.37  3.000
 9WR  H1   C01  O02  111.94  3.000
 9WR  C03  O02  C01  118.41  3.000
 9WR  C26  C03  C04  119.90  3.000
 9WR  C04  C03  O02  124.60  3.000
 9WR  C26  C03  O02  115.51  3.000
 9WR  H4   C04  C05  119.40  3.000
 9WR  H4   C04  C03  120.90  3.000
 9WR  C05  C04  C03  119.70  3.000
 9WR  C22  C05  C06  121.71  3.000
 9WR  C06  C05  C04  117.43  3.000
 9WR  C22  C05  C04  120.77  3.000
 9WR  C08  C06  O07  119.04  3.000
 9WR  C08  C06  C05  120.08  3.000
 9WR  O07  C06  C05  120.88  3.000
 9WR  N21  C08  C09  122.90  3.000
 9WR  C09  C08  C06  119.65  3.000
 9WR  N21  C08  C06  117.40  3.000
 9WR  H5   C09  C10  121.25  3.000
 9WR  H5   C09  C08  121.23  3.000
 9WR  C10  C09  C08  117.52  3.000
 9WR  H6   C10  C11  120.08  3.000
 9WR  H6   C10  C09  120.42  3.000
 9WR  C11  C10  C09  119.50  3.000
 9WR  H7   C11  C12  121.34  3.000
 9WR  H7   C11  C10  119.52  3.000
 9WR  C12  C11  C10  119.13  3.000
 9WR  N21  C12  C13  116.45  3.000
 9WR  C13  C12  C11  122.74  3.000
 9WR  N21  C12  C11  120.80  3.000
 9WR  C20  C13  C14  118.60  3.000
 9WR  C20  C13  C12  119.25  3.000
 9WR  C14  C13  C12  122.16  3.000
 9WR  H8   C14  C15  118.62  3.000
 9WR  H8   C14  C13  121.45  3.000
 9WR  C15  C14  C13  119.93  3.000
 9WR  H9   C15  C16  118.75  3.000
 9WR  H9   C15  C14  119.06  3.000
 9WR  C16  C15  C14  122.20  3.000
 9WR  C18  C16  C17  120.89  3.000
 9WR  C18  C16  C15  117.48  3.000
 9WR  C17  C16  C15  121.63  3.000
 9WR  H12  C17  H11  107.22  3.000
 9WR  H12  C17  H10  107.08  3.000
 9WR  H11  C17  H10  107.36  3.000
 9WR  H12  C17  C16  110.89  3.000
 9WR  H11  C17  C16  112.04  3.000
 9WR  H10  C17  C16  111.98  3.000
 9WR  C20  C18  O19  116.89  3.000
 9WR  O19  C18  C16  122.33  3.000
 9WR  C20  C18  C16  120.79  3.000
 9WR  H13  O19  C18  111.24  3.000
 9WR  H14  C20  C18  119.15  3.000
 9WR  H14  C20  C13  119.85  3.000
 9WR  C18  C20  C13  121.01  3.000
 9WR  C12  N21  C08  120.14  3.000
 9WR  H15  C22  C23  120.38  3.000
 9WR  H15  C22  C05  120.00  3.000
 9WR  C23  C22  C05  119.61  3.000
 9WR  C26  C23  O24  115.64  3.000
 9WR  C26  C23  C22  119.98  3.000
 9WR  O24  C23  C22  124.38  3.000
 9WR  C25  O24  C23  118.38  3.000
 9WR  H18  C25  H17  108.76  3.000
 9WR  H18  C25  H16  108.85  3.000
 9WR  H17  C25  H16  108.75  3.000
 9WR  H18  C25  O24  112.07  3.000
 9WR  H17  C25  O24  111.89  3.000
 9WR  H16  C25  O24  106.42  3.000
 9WR  O27  C26  C23  119.92  3.000
 9WR  C23  C26  C03  120.02  3.000
 9WR  O27  C26  C03  120.05  3.000
 9WR  C28  O27  C26  114.38  3.000
 9WR  H21  C28  H20  108.94  3.000
 9WR  H21  C28  H19  108.70  3.000
 9WR  H20  C28  H19  108.78  3.000
 9WR  H21  C28  O27  111.66  3.000
 9WR  H20  C28  O27  111.62  3.000
 9WR  H19  C28  O27  107.04  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
 9WR  CONST_01  C22  C23  C26  C03     0.00   0.0  0
 9WR  CONST_02  C22  C05  C04  C03     0.00   0.0  0
 9WR  CONST_03  C23  C26  C03  C04     0.00   0.0  0
 9WR  CONST_04  C23  C22  C05  C04     0.00   0.0  0
 9WR  CONST_05  C26  C23  C22  C05     0.00   0.0  0
 9WR  CONST_06  C26  C03  C04  C05     0.00   0.0  0
 9WR  CONST_07  C13  C12  N21  C08   180.00   0.0  0
 9WR  CONST_08  C11  C12  N21  C08     0.00   0.0  0
 9WR  CONST_09  C11  C10  C09  C08     0.00   0.0  0
 9WR  CONST_10  C12  N21  C08  C09     0.00   0.0  0
 9WR  CONST_11  C12  C11  C10  C09     0.00   0.0  0
 9WR  CONST_12  N21  C08  C09  C10     0.00   0.0  0
 9WR  CONST_13  N21  C12  C11  C10     0.00   0.0  0
 9WR  CONST_14  C13  C12  C11  C10   180.00   0.0  0
 9WR  CONST_15  C14  C13  C12  C11     0.00   0.0  0
 9WR  CONST_16  C20  C13  C12  C11   180.00   0.0  0
 9WR  CONST_17  C15  C14  C13  C12   180.00   0.0  0
 9WR  CONST_18  C18  C20  C13  C12   180.00   0.0  0
 9WR  CONST_19  C16  C15  C14  C13     0.00   0.0  0
 9WR  CONST_20  C16  C18  C20  C13     0.00   0.0  0
 9WR  CONST_21  C18  C16  C15  C14     0.00   0.0  0
 9WR  CONST_22  N21  C12  C13  C14   180.00   0.0  0
 9WR  CONST_23  C18  C20  C13  C14     0.00   0.0  0
 9WR  CONST_24  C20  C13  C14  C15     0.00   0.0  0
 9WR  CONST_25  C20  C18  C16  C15     0.00   0.0  0
 9WR  CONST_26  N21  C12  C13  C20     0.00   0.0  0
 9WR  CONST_27  C23  C26  C03  O02   180.00   0.0  0
 9WR  CONST_28  C05  C04  C03  O02   180.00   0.0  0
 9WR  CONST_29  O24  C23  C26  C03   180.00   0.0  0
 9WR  CONST_30  C06  C05  C04  C03   180.00   0.0  0
 9WR  CONST_31  O27  C26  C03  C04   180.00   0.0  0
 9WR  CONST_32  O24  C23  C22  C05   180.00   0.0  0
 9WR  CONST_33  C23  C22  C05  C06   180.00   0.0  0
 9WR  CONST_34  C12  N21  C08  C06   180.00   0.0  0
 9WR  CONST_35  C10  C09  C08  C06   180.00   0.0  0
 9WR  CONST_36  O19  C18  C20  C13   180.00   0.0  0
 9WR  CONST_37  C17  C16  C15  C14   180.00   0.0  0
 9WR  CONST_38  O19  C18  C16  C15   180.00   0.0  0
 9WR  CONST_39  C20  C18  C16  C17   180.00   0.0  0
 9WR  CONST_40  O27  C26  C23  C22   180.00   0.0  0
 9WR  CONST_41  H15  C22  C05  C04   180.00   0.0  0
 9WR  CONST_42  H6   C10  C09  C08   180.00   0.0  0
 9WR  CONST_43  H7   C11  C10  C09   180.00   0.0  0
 9WR  CONST_44  H5   C09  C10  C11   180.00   0.0  0
 9WR  CONST_45  H8   C14  C13  C12     0.00   0.0  0
 9WR  CONST_46  H14  C20  C13  C12     0.00   0.0  0
 9WR  CONST_47  H9   C15  C14  C13   180.00   0.0  0
 9WR  CONST_48  H4   C04  C05  C22   180.00   0.0  0
 9WR  Var_01    C08  C06  C05  C04  -153.19  30.0  2
 9WR  Var_02    N21  C08  C06  C05    26.32  30.0  2
 9WR  Var_03    C26  C03  O02  C01  -180.00  30.0  2
 9WR  Var_04    C26  C23  O24  C25   177.18  30.0  2
 9WR  Var_05    H10  C17  C16  C15   119.46  30.0  2
 9WR  Var_06    H1   C01  O02  C03    61.43  30.0  3
 9WR  Var_07    H16  C25  O24  C23  -179.56  30.0  3
 9WR  Var_08    H19  C28  O27  C26   179.84  30.0  3

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
 9WR  plan-1  C06  0.020
 9WR  plan-1  C08  0.020
 9WR  plan-1  C09  0.020
 9WR  plan-1  C10  0.020
 9WR  plan-1  C11  0.020
 9WR  plan-1  C12  0.020
 9WR  plan-1  C13  0.020
 9WR  plan-1  N21  0.020
 9WR  plan-1  H5   0.020
 9WR  plan-1  H6   0.020
 9WR  plan-1  H7   0.020
 9WR  plan-2  C12  0.020
 9WR  plan-2  C13  0.020
 9WR  plan-2  C14  0.020
 9WR  plan-2  C15  0.020
 9WR  plan-2  C16  0.020
 9WR  plan-2  C17  0.020
 9WR  plan-2  C18  0.020
 9WR  plan-2  O19  0.020
 9WR  plan-2  C20  0.020
 9WR  plan-2  H8   0.020
 9WR  plan-2  H9   0.020
 9WR  plan-2  H14  0.020
 9WR  plan-3  O02  0.020
 9WR  plan-3  C03  0.020
 9WR  plan-3  C04  0.020
 9WR  plan-3  C05  0.020
 9WR  plan-3  C06  0.020
 9WR  plan-3  C22  0.020
 9WR  plan-3  C23  0.020
 9WR  plan-3  O24  0.020
 9WR  plan-3  C26  0.020
 9WR  plan-3  O27  0.020
 9WR  plan-3  H4   0.020
 9WR  plan-3  H15  0.020
 9WR  plan-4  C05  0.020
 9WR  plan-4  C06  0.020
 9WR  plan-4  O07  0.020
 9WR  plan-4  C08  0.020

