# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 19:18:59 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 5-[2-(4,4-dimethyl-2-oxidanylidene-pyrrolidin-1-yl)ethoxy]-2-fluoranyl-benzenecarbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)CN(CCOc2ccc(F)c(c2)C#N)C(=O)C1
#
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
 7BW  7BW  5-[2-(4,4-dimethyl-2-oxidanylidene-pyrrolidin-1-yl)ethoxy]-2-fluoranyl-benzenecarbonitrile  ligand  37  20  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7BW
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
 7BW  C1   C  CH3   0  -0.667   4.1804   0.7689   2.3791
 7BW  C2   C  CR5   0  -0.128   4.1167   0.4476   0.8939
 7BW  C3   C  CH3   0  -0.635   5.5123   0.1170   0.3651
 7BW  C6   C  CH2   0  -0.321   1.9863  -1.4302  -1.5174
 7BW  C7   C  CH2   0  -0.257   0.6352  -1.7905  -0.9320
 7BW  C10  C  CR16  0  -0.323  -1.9892  -1.8230   0.1092
 7BW  C11  C  CR16  0  -0.306  -3.2718  -1.7843   0.6398
 7BW  C12  C  CR6   0   0.411  -3.9253  -0.5795   0.7426
 7BW  C14  C  CR6   0  -0.169  -3.3164   0.5983   0.3237
 7BW  C15  C  CSP   0   0.070  -4.0195   1.8315   0.4372
 7BW  C4   C  CH2   0  -0.238   3.1595  -0.7203   0.6014
 7BW  N5   N  NR5   0  -0.375   2.6920  -0.4477  -0.7416
 7BW  O8   O  O2    0  -0.437  -0.1290  -0.6013  -0.8480
 7BW  C9   C  CR6   0   0.374  -1.3602  -0.6529  -0.3173
 7BW  N16  N  NS    0  -0.188  -4.5902   2.8281   0.5238
 7BW  C17  C  CR16  0  -0.287  -2.0305   0.5618  -0.2055
 7BW  C18  C  CR5   0   0.545   2.8119   0.8515  -1.0916
 7BW  O19  O  O     0  -0.687   2.4323   1.3476  -2.1384
 7BW  C20  C  CH2   0  -0.536   3.4875   1.5676   0.0569
 7BW  H22  H  HCH3  0   0.236   4.5665  -0.0802   2.9471
 7BW  H23  H  HCH3  0   0.232   4.8406   1.6172   2.5674
 7BW  H21  H  HCH3  0   0.245   3.1943   1.0156   2.7764
 7BW  H24  H  HCH3  0   0.264   5.4943  -0.1592  -0.6910
 7BW  H25  H  HCH3  0   0.213   6.1786   0.9742   0.4722
 7BW  H26  H  HCH3  0   0.215   5.9470  -0.7169   0.9189
 7BW  H30  H  HCH2  0   0.286   2.5781  -2.3473  -1.5767
 7BW  H29  H  HCH2  0   0.286   1.8686  -1.0544  -2.5332
 7BW  H32  H  HCH2  0   0.303   0.1524  -2.5283  -1.5816
 7BW  H31  H  HCH2  0   0.228   0.7477  -2.2438   0.0594
 7BW  H33  H  HCR6  0   0.309  -1.4997  -2.7836   0.0322
 7BW  H34  H  HCR6  0   0.301  -3.7543  -2.6962   0.9641
 7BW  H27  H  HCH2  0   0.243   3.6554  -1.6929   0.6491
 7BW  H28  H  HCH2  0   0.306   2.3262  -0.7358   1.3146
 7BW  H35  H  HCR6  0   0.288  -1.5543   1.4767  -0.5324
 7BW  H36  H  HCH2  0   0.258   2.7137   2.0996   0.6204
 7BW  H37  H  HCH2  0   0.251   4.1991   2.3141  -0.2982
 7BW  F13  F  F     0  -0.311  -5.1607  -0.5169   1.2444

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
 7BW  F13  C12  single    1.335  0.020  1.335
 7BW  C11  C12  aromatic  1.374  0.020  1.374
 7BW  C11  C10  aromatic  1.389  0.020  1.389
 7BW  C12  C14  aromatic  1.390  0.020  1.390
 7BW  C10  C9   aromatic  1.395  0.020  1.395
 7BW  C14  C15  single    1.424  0.020  1.424
 7BW  C14  C17  aromatic  1.391  0.020  1.391
 7BW  C3   C2   single    1.529  0.020  1.529
 7BW  C9   C17  aromatic  1.392  0.020  1.392
 7BW  C9   O8   single    1.342  0.020  1.342
 7BW  C15  N16  triple    1.152  0.020  1.152
 7BW  C7   O8   single    1.416  0.020  1.416
 7BW  C7   C6   single    1.516  0.020  1.516
 7BW  C20  C2   single    1.533  0.020  1.533
 7BW  C20  C18  single    1.513  0.020  1.513
 7BW  O19  C18  double    1.219  0.020  1.219
 7BW  C2   C4   single    1.538  0.020  1.538
 7BW  C2   C1   single    1.521  0.020  1.521
 7BW  C18  N5   single    1.351  0.020  1.351
 7BW  C4   N5   single    1.448  0.020  1.448
 7BW  N5   C6   single    1.437  0.020  1.437
 7BW  C1   H22  single    0.970  0.020  1.090
 7BW  C1   H23  single    0.970  0.020  1.090
 7BW  C1   H21  single    0.970  0.020  1.090
 7BW  C3   H24  single    0.970  0.020  1.090
 7BW  C3   H25  single    0.970  0.020  1.090
 7BW  C3   H26  single    0.970  0.020  1.090
 7BW  C6   H30  single    0.970  0.020  1.090
 7BW  C6   H29  single    0.970  0.020  1.090
 7BW  C7   H32  single    0.970  0.020  1.090
 7BW  C7   H31  single    0.970  0.020  1.090
 7BW  C10  H33  single    0.930  0.020  1.080
 7BW  C11  H34  single    0.930  0.020  1.080
 7BW  C4   H27  single    0.970  0.020  1.090
 7BW  C4   H28  single    0.970  0.020  1.090
 7BW  C17  H35  single    0.930  0.020  1.080
 7BW  C20  H36  single    0.970  0.020  1.090
 7BW  C20  H37  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
 7BW  H21  C1   H23  107.95  3.000
 7BW  H21  C1   H22  107.81  3.000
 7BW  H23  C1   H22  107.50  3.000
 7BW  H21  C1   C2   111.43  3.000
 7BW  H23  C1   C2   110.98  3.000
 7BW  H22  C1   C2   111.00  3.000
 7BW  C20  C2   C4   101.27  3.000
 7BW  C4   C2   C3   109.77  3.000
 7BW  C20  C2   C3   110.11  3.000
 7BW  C4   C2   C1   111.85  3.000
 7BW  C20  C2   C1   113.33  3.000
 7BW  C3   C2   C1   110.20  3.000
 7BW  H26  C3   H25  107.89  3.000
 7BW  H26  C3   H24  107.71  3.000
 7BW  H25  C3   H24  107.69  3.000
 7BW  H26  C3   C2   110.69  3.000
 7BW  H25  C3   C2   110.71  3.000
 7BW  H24  C3   C2   111.98  3.000
 7BW  H29  C6   H30  107.29  3.000
 7BW  H29  C6   N5   108.69  3.000
 7BW  H30  C6   N5   109.70  3.000
 7BW  H29  C6   C7   110.23  3.000
 7BW  H30  C6   C7   107.70  3.000
 7BW  N5   C6   C7   113.06  3.000
 7BW  H31  C7   H32  107.65  3.000
 7BW  H31  C7   O8   110.43  3.000
 7BW  H32  C7   O8   111.28  3.000
 7BW  H31  C7   C6   110.87  3.000
 7BW  H32  C7   C6   108.91  3.000
 7BW  O8   C7   C6   107.72  3.000
 7BW  H33  C10  C9   121.29  3.000
 7BW  H33  C10  C11  118.05  3.000
 7BW  C9   C10  C11  120.65  3.000
 7BW  H34  C11  C12  120.30  3.000
 7BW  H34  C11  C10  120.21  3.000
 7BW  C12  C11  C10  119.49  3.000
 7BW  F13  C12  C14  118.60  3.000
 7BW  C14  C12  C11  120.78  3.000
 7BW  F13  C12  C11  120.61  3.000
 7BW  C17  C14  C15  120.63  3.000
 7BW  C17  C14  C12  119.81  3.000
 7BW  C15  C14  C12  119.56  3.000
 7BW  N16  C15  C14  180.00  3.000
 7BW  H28  C4   H27  107.69  3.000
 7BW  H28  C4   N5   111.13  3.000
 7BW  H27  C4   N5   110.76  3.000
 7BW  H28  C4   C2   111.09  3.000
 7BW  H27  C4   C2   112.65  3.000
 7BW  N5   C4   C2   103.55  3.000
 7BW  C18  N5   C4   113.12  3.000
 7BW  C4   N5   C6   122.04  3.000
 7BW  C18  N5   C6   124.15  3.000
 7BW  C9   O8   C7   119.10  3.000
 7BW  C17  C9   O8   116.11  3.000
 7BW  O8   C9   C10  124.53  3.000
 7BW  C17  C9   C10  119.36  3.000
 7BW  H35  C17  C9   120.11  3.000
 7BW  H35  C17  C14  119.97  3.000
 7BW  C9   C17  C14  119.91  3.000
 7BW  C20  C18  O19  126.75  3.000
 7BW  O19  C18  N5   125.89  3.000
 7BW  C20  C18  N5   107.35  3.000
 7BW  H37  C20  H36  107.22  3.000
 7BW  H37  C20  C18  111.61  3.000
 7BW  H36  C20  C18  107.76  3.000
 7BW  H37  C20  C2   114.20  3.000
 7BW  H36  C20  C2   111.34  3.000
 7BW  C18  C20  C2   104.59  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
 7BW  CONST_01  C14  C12  C11  C10    0.00   0.0  0
 7BW  CONST_02  C14  C17  C9   C10    0.00   0.0  0
 7BW  CONST_03  C17  C14  C12  C11    0.00   0.0  0
 7BW  CONST_04  C17  C9   C10  C11    0.00   0.0  0
 7BW  CONST_05  C9   C10  C11  C12    0.00   0.0  0
 7BW  CONST_06  C9   C17  C14  C12    0.00   0.0  0
 7BW  CONST_07  C20  C18  N5   C4     0.00   0.0  0
 7BW  CONST_08  F13  C12  C11  C10  180.00   0.0  0
 7BW  CONST_09  C15  C14  C12  C11  180.00   0.0  0
 7BW  CONST_10  O8   C9   C10  C11  180.00   0.0  0
 7BW  CONST_11  O8   C9   C17  C14  180.00   0.0  0
 7BW  CONST_12  C9   C17  C14  C15  180.00   0.0  0
 7BW  CONST_13  C17  C14  C12  F13  180.00   0.0  0
 7BW  CONST_14  C20  C18  N5   C6   180.00   0.0  0
 7BW  CONST_15  O19  C18  N5   C4   180.00   0.0  0
 7BW  CONST_16  H35  C17  C9   C10  180.00   0.0  0
 7BW  CONST_17  H33  C10  C11  C12  180.00   0.0  0
 7BW  CONST_18  H34  C11  C12  C14  180.00   0.0  0
 7BW  CONST_19  O19  C18  N5   C6     0.00   0.0  0
 7BW  Var_01    N5   C18  C20  C2    17.14  30.0  1
 7BW  Var_02    C18  N5   C4   C2   -22.11  30.0  1
 7BW  Var_03    C18  C20  C2   C4   -28.88  30.0  1
 7BW  Var_04    C20  C2   C4   N5    30.42  30.0  1
 7BW  Var_05    C10  C9   O8   C7    -3.36  30.0  2
 7BW  Var_06    H24  C3   C2   C4    54.00  30.0  3
 7BW  Var_07    H22  C1   C2   C4    62.15  30.0  3
 7BW  Var_08    O8   C7   C6   N5    58.32  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
 7BW  plan-1  C10  0.020
 7BW  plan-1  C11  0.020
 7BW  plan-1  C12  0.020
 7BW  plan-1  C14  0.020
 7BW  plan-1  C15  0.020
 7BW  plan-1  O8   0.020
 7BW  plan-1  C9   0.020
 7BW  plan-1  N16  0.020
 7BW  plan-1  C17  0.020
 7BW  plan-1  H33  0.020
 7BW  plan-1  H34  0.020
 7BW  plan-1  H35  0.020
 7BW  plan-1  F13  0.020
 7BW  plan-2  C6   0.020
 7BW  plan-2  C4   0.020
 7BW  plan-2  N5   0.020
 7BW  plan-2  C18  0.020
 7BW  plan-2  O19  0.020
 7BW  plan-2  C20  0.020

