# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 18:14:02 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 3,3-bis(4-hydroxyphenyl)-2-phenylprop-2-enenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)C(c2ccc(O)cc2)=C(C#N)c3ccccc3
#
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
 5DH  5DH  3,3-bis(4-hydroxyphenyl)-2-phenylprop-2-enenitrile  ligand  39  24  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5DH
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
 5DH  N01  N  NS    0  -0.258  -1.2328  -3.6374  -0.0576
 5DH  C02  C  CSP   0   0.013  -0.6242  -2.6565  -0.0889
 5DH  C03  C  C     0  -0.062   0.2018  -1.4941  -0.0988
 5DH  C04  C  C     0   0.181  -0.3643  -0.2628   0.0057
 5DH  C05  C  CR6   0  -0.025   0.4394   0.9424   0.2583
 5DH  C06  C  CR16  0  -0.264   0.1667   2.1259  -0.4282
 5DH  C07  C  CR16  0  -0.372   0.9131   3.2707  -0.2115
 5DH  C08  C  CR6   0   0.356   1.9403   3.2618   0.7306
 5DH  O09  O  OH1   0  -0.622   2.6936   4.3416   0.9920
 5DH  C10  C  CR16  0  -0.323   2.2052   2.0941   1.4478
 5DH  C11  C  CR16  0  -0.256   1.4671   0.9532   1.2052
 5DH  C12  C  CR6   0  -0.021  -1.8192  -0.0747  -0.1121
 5DH  C13  C  CR16  0  -0.263  -2.5054   0.7080   0.8181
 5DH  C14  C  CR16  0  -0.370  -3.8738   0.8860   0.7333
 5DH  C15  C  CR6   0   0.358  -4.5887   0.3016  -0.3124
 5DH  O16  O  OH1   0  -0.622  -5.9156   0.4474  -0.4523
 5DH  C17  C  CR16  0  -0.328  -3.9132  -0.4594  -1.2656
 5DH  C18  C  CR16  0  -0.263  -2.5475  -0.6439  -1.1587
 5DH  C19  C  CR6   0   0.047   1.6532  -1.7693  -0.2190
 5DH  C20  C  CR16  0  -0.288   2.2629  -2.7399   0.5737
 5DH  C21  C  CR16  0  -0.239   3.6199  -3.0008   0.4473
 5DH  C22  C  CR16  0  -0.264   4.3809  -2.3008  -0.4793
 5DH  C23  C  CR16  0  -0.237   3.7759  -1.3425  -1.2833
 5DH  C24  C  CR16  0  -0.274   2.4211  -1.0804  -1.1573
 5DH  H3   H  HCR6  0   0.262  -0.6286   2.1517  -1.1621
 5DH  H4   H  HCR6  0   0.276   0.6931   4.1710  -0.7740
 5DH  H5   H  HOH1  0   0.478   2.4293   5.0831   0.4353
 5DH  H6   H  HCR6  0   0.269   2.9882   2.0890   2.1953
 5DH  H7   H  HCR6  0   0.264   1.6826   0.0606   1.7779
 5DH  H8   H  HCR6  0   0.263  -1.9655   1.1701   1.6347
 5DH  H9   H  HCR6  0   0.278  -4.3860   1.4816   1.4803
 5DH  H10  H  HOH1  0   0.478  -6.2764   0.9875   0.2602
 5DH  H11  H  HCR6  0   0.270  -4.4595  -0.8952  -2.0923
 5DH  H12  H  HCR6  0   0.265  -2.0366  -1.2161  -1.9227
 5DH  H13  H  HCR6  0   0.256   1.6787  -3.2863   1.3042
 5DH  H14  H  HCR6  0   0.260   4.0828  -3.7518   1.0742
 5DH  H15  H  HCR6  0   0.259   5.4387  -2.5059  -0.5799
 5DH  H16  H  HCR6  0   0.259   4.3603  -0.8021  -2.0165
 5DH  H17  H  HCR6  0   0.256   1.9544  -0.3408  -1.7951

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
 5DH  C22  C21  aromatic  1.388  0.020  1.388
 5DH  C22  C23  aromatic  1.390  0.020  1.390
 5DH  C21  C20  aromatic  1.388  0.020  1.388
 5DH  C23  C24  aromatic  1.386  0.020  1.386
 5DH  C20  C19  aromatic  1.394  0.020  1.394
 5DH  C24  C19  aromatic  1.395  0.020  1.395
 5DH  C19  C03  single    1.482  0.020  1.482
 5DH  C03  C02  single    1.426  0.020  1.426
 5DH  C03  C04  double    1.359  0.020  1.359
 5DH  O16  C15  single    1.342  0.020  1.342
 5DH  C02  N01  triple    1.155  0.020  1.155
 5DH  C15  C17  aromatic  1.394  0.020  1.394
 5DH  C15  C14  aromatic  1.395  0.020  1.395
 5DH  C17  C18  aromatic  1.382  0.020  1.382
 5DH  C14  C13  aromatic  1.383  0.020  1.383
 5DH  C18  C12  aromatic  1.396  0.020  1.396
 5DH  C13  C12  aromatic  1.396  0.020  1.396
 5DH  C12  C04  single    1.472  0.020  1.472
 5DH  C04  C05  single    1.470  0.020  1.470
 5DH  C11  C05  aromatic  1.398  0.020  1.398
 5DH  C11  C10  aromatic  1.380  0.020  1.380
 5DH  C05  C06  aromatic  1.395  0.020  1.395
 5DH  C10  C08  aromatic  1.396  0.020  1.396
 5DH  C06  C07  aromatic  1.384  0.020  1.384
 5DH  C08  C07  aromatic  1.394  0.020  1.394
 5DH  C08  O09  single    1.342  0.020  1.342
 5DH  C06  H3   single    0.930  0.020  1.080
 5DH  C07  H4   single    0.930  0.020  1.080
 5DH  O09  H5   single    0.850  0.020  0.980
 5DH  C10  H6   single    0.930  0.020  1.080
 5DH  C11  H7   single    0.930  0.020  1.080
 5DH  C13  H8   single    0.930  0.020  1.080
 5DH  C14  H9   single    0.930  0.020  1.080
 5DH  O16  H10  single    0.850  0.020  0.980
 5DH  C17  H11  single    0.930  0.020  1.080
 5DH  C18  H12  single    0.930  0.020  1.080
 5DH  C20  H13  single    0.930  0.020  1.080
 5DH  C21  H14  single    0.930  0.020  1.080
 5DH  C22  H15  single    0.930  0.020  1.080
 5DH  C23  H16  single    0.930  0.020  1.080
 5DH  C24  H17  single    0.930  0.020  1.080

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
 5DH  C03  C02  N01  180.00  3.000
 5DH  C19  C03  C04  125.61  3.000
 5DH  C04  C03  C02  119.78  3.000
 5DH  C19  C03  C02  114.61  3.000
 5DH  C12  C04  C05  116.70  3.000
 5DH  C05  C04  C03  121.87  3.000
 5DH  C12  C04  C03  121.42  3.000
 5DH  C11  C05  C06  118.07  3.000
 5DH  C06  C05  C04  120.26  3.000
 5DH  C11  C05  C04  121.65  3.000
 5DH  H3   C06  C07  118.87  3.000
 5DH  H3   C06  C05  119.83  3.000
 5DH  C07  C06  C05  121.29  3.000
 5DH  H4   C07  C08  120.37  3.000
 5DH  H4   C07  C06  119.76  3.000
 5DH  C08  C07  C06  119.88  3.000
 5DH  C10  C08  O09  117.80  3.000
 5DH  O09  C08  C07  122.69  3.000
 5DH  C10  C08  C07  119.51  3.000
 5DH  H5   O09  C08  110.63  3.000
 5DH  H6   C10  C11  120.28  3.000
 5DH  H6   C10  C08  119.74  3.000
 5DH  C11  C10  C08  119.98  3.000
 5DH  H7   C11  C10  118.83  3.000
 5DH  H7   C11  C05  119.91  3.000
 5DH  C10  C11  C05  121.25  3.000
 5DH  C18  C12  C13  118.14  3.000
 5DH  C13  C12  C04  120.28  3.000
 5DH  C18  C12  C04  121.57  3.000
 5DH  H8   C13  C14  119.01  3.000
 5DH  H8   C13  C12  119.79  3.000
 5DH  C14  C13  C12  121.19  3.000
 5DH  H9   C14  C15  120.30  3.000
 5DH  H9   C14  C13  119.74  3.000
 5DH  C15  C14  C13  119.95  3.000
 5DH  C17  C15  O16  117.84  3.000
 5DH  C17  C15  C14  119.53  3.000
 5DH  O16  C15  C14  122.64  3.000
 5DH  H10  O16  C15  110.71  3.000
 5DH  H11  C17  C18  120.26  3.000
 5DH  H11  C17  C15  119.82  3.000
 5DH  C18  C17  C15  119.91  3.000
 5DH  H12  C18  C17  118.83  3.000
 5DH  H12  C18  C12  119.88  3.000
 5DH  C17  C18  C12  121.26  3.000
 5DH  C24  C19  C20  119.07  3.000
 5DH  C24  C19  C03  120.14  3.000
 5DH  C20  C19  C03  120.77  3.000
 5DH  H13  C20  C21  119.60  3.000
 5DH  H13  C20  C19  119.93  3.000
 5DH  C21  C20  C19  120.47  3.000
 5DH  H14  C21  C22  120.13  3.000
 5DH  H14  C21  C20  119.74  3.000
 5DH  C22  C21  C20  120.13  3.000
 5DH  H15  C22  C23  120.17  3.000
 5DH  H15  C22  C21  120.15  3.000
 5DH  C23  C22  C21  119.68  3.000
 5DH  H16  C23  C24  119.68  3.000
 5DH  H16  C23  C22  120.08  3.000
 5DH  C24  C23  C22  120.24  3.000
 5DH  H17  C24  C23  119.82  3.000
 5DH  H17  C24  C19  119.77  3.000
 5DH  C23  C24  C19  120.41  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
 5DH  CONST_01  C08  C10  C11  C05    0.00   0.0  0
 5DH  CONST_02  C08  C07  C06  C05    0.00   0.0  0
 5DH  CONST_03  C10  C11  C05  C06    0.00   0.0  0
 5DH  CONST_04  C10  C08  C07  C06    0.00   0.0  0
 5DH  CONST_05  C11  C05  C06  C07    0.00   0.0  0
 5DH  CONST_06  C11  C10  C08  C07    0.00   0.0  0
 5DH  CONST_07  C15  C17  C18  C12    0.00   0.0  0
 5DH  CONST_08  C15  C14  C13  C12    0.00   0.0  0
 5DH  CONST_09  C17  C15  C14  C13    0.00   0.0  0
 5DH  CONST_10  C17  C18  C12  C13    0.00   0.0  0
 5DH  CONST_11  C18  C17  C15  C14    0.00   0.0  0
 5DH  CONST_12  C18  C12  C13  C14    0.00   0.0  0
 5DH  CONST_13  C22  C21  C20  C19    0.00   0.0  0
 5DH  CONST_14  C22  C23  C24  C19    0.00   0.0  0
 5DH  CONST_15  C23  C22  C21  C20    0.00   0.0  0
 5DH  CONST_16  C23  C24  C19  C20    0.00   0.0  0
 5DH  CONST_17  C24  C23  C22  C21    0.00   0.0  0
 5DH  CONST_18  C24  C19  C20  C21    0.00   0.0  0
 5DH  CONST_19  C21  C20  C19  C03  180.00   0.0  0
 5DH  CONST_20  C23  C24  C19  C03  180.00   0.0  0
 5DH  CONST_21  C17  C18  C12  C04  180.00   0.0  0
 5DH  CONST_22  C14  C13  C12  C04  180.00   0.0  0
 5DH  CONST_23  C10  C11  C05  C04  180.00   0.0  0
 5DH  CONST_24  C07  C06  C05  C04  180.00   0.0  0
 5DH  CONST_25  O09  C08  C07  C06  180.00   0.0  0
 5DH  CONST_26  C11  C10  C08  O09  180.00   0.0  0
 5DH  CONST_27  O16  C15  C14  C13  180.00   0.0  0
 5DH  CONST_28  C18  C17  C15  O16  180.00   0.0  0
 5DH  CONST_29  H6   C10  C11  C05  180.00   0.0  0
 5DH  CONST_30  H4   C07  C06  C05  180.00   0.0  0
 5DH  CONST_31  H7   C11  C05  C06  180.00   0.0  0
 5DH  CONST_32  H3   C06  C07  C08  180.00   0.0  0
 5DH  CONST_33  H11  C17  C18  C12  180.00   0.0  0
 5DH  CONST_34  H9   C14  C13  C12  180.00   0.0  0
 5DH  CONST_35  H12  C18  C12  C13  180.00   0.0  0
 5DH  CONST_36  H8   C13  C14  C15  180.00   0.0  0
 5DH  CONST_37  H14  C21  C20  C19  180.00   0.0  0
 5DH  CONST_38  H16  C23  C24  C19  180.00   0.0  0
 5DH  CONST_39  H15  C22  C21  C20  180.00   0.0  0
 5DH  CONST_40  H17  C24  C19  C20  180.00   0.0  0
 5DH  CONST_41  H13  C20  C21  C22  180.00   0.0  0
 5DH  Var_01    C18  C12  C04  C05  132.35  30.0  2
 5DH  Var_02    C12  C04  C05  C06  -42.66  30.0  2
 5DH  Var_03    C19  C03  C04  C05  -11.48   0.0  2
 5DH  Var_04    C20  C19  C03  C02  -47.15  30.0  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
 5DH  plan-1  C04  0.020
 5DH  plan-1  C05  0.020
 5DH  plan-1  C06  0.020
 5DH  plan-1  C07  0.020
 5DH  plan-1  C08  0.020
 5DH  plan-1  O09  0.020
 5DH  plan-1  C10  0.020
 5DH  plan-1  C11  0.020
 5DH  plan-1  H3   0.020
 5DH  plan-1  H4   0.020
 5DH  plan-1  H6   0.020
 5DH  plan-1  H7   0.020
 5DH  plan-2  C04  0.020
 5DH  plan-2  C12  0.020
 5DH  plan-2  C13  0.020
 5DH  plan-2  C14  0.020
 5DH  plan-2  C15  0.020
 5DH  plan-2  O16  0.020
 5DH  plan-2  C17  0.020
 5DH  plan-2  C18  0.020
 5DH  plan-2  H8   0.020
 5DH  plan-2  H9   0.020
 5DH  plan-2  H11  0.020
 5DH  plan-2  H12  0.020
 5DH  plan-3  C03  0.020
 5DH  plan-3  C19  0.020
 5DH  plan-3  C20  0.020
 5DH  plan-3  C21  0.020
 5DH  plan-3  C22  0.020
 5DH  plan-3  C23  0.020
 5DH  plan-3  C24  0.020
 5DH  plan-3  H13  0.020
 5DH  plan-3  H14  0.020
 5DH  plan-3  H15  0.020
 5DH  plan-3  H16  0.020
 5DH  plan-3  H17  0.020
 5DH  plan-4  C02  0.020
 5DH  plan-4  C03  0.020
 5DH  plan-4  C04  0.020
 5DH  plan-4  C05  0.020
 5DH  plan-4  C12  0.020
 5DH  plan-4  C19  0.020

