# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 07:45:31 2022
#   Inital geometry file: a 93 line input string
#   Ligand name: (4~{R})-~{N}-(4-iodophenyl)-2-oxidanylidene-3,4-dihydro-1~{H}-quinoline-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Ic1ccc(NC(=O)[C@@H]2CC(=O)Nc3ccccc23)cc1
#
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
 4N0  4N0  "(4~{R})-~{N}-(4-iodophenyl)-2-oxidanylidene-3,4-dihydro-1~{H}-quinoline-4-carboxamide"  ligand  34  21  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4N0
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
 4N0  C02  C  CR6   0  -0.240  11.8178  -1.6764  23.1576
 4N0  C03  C  CR16  0  -0.210  10.6998  -2.0428  23.8931
 4N0  C04  C  CR16  0  -0.336   9.4593  -2.0573  23.2814
 4N0  C05  C  CR6   0   0.378   9.3135  -1.7104  21.9362
 4N0  C07  C  C     0   0.592   7.5694  -1.3406  20.2024
 4N0  C09  C  CR16  0  -0.506   6.0538  -1.4215  20.0470
 4N0  C10  C  C     0  -0.576   5.6743  -1.6594  18.5923
 4N0  C11  C  CR6   0   0.510   5.9172  -0.4665  17.7035
 4N0  C14  C  CR66  0   0.352   5.3299   0.9277  19.6206
 4N0  C15  C  CR16  0  -0.319   4.8412   2.1605  20.0437
 4N0  C16  C  CR16  0  -0.258   4.4885   2.3486  21.3707
 4N0  C17  C  CR16  0  -0.256   4.6071   1.3090  22.2832
 4N0  C18  C  CR16  0  -0.317   5.0928   0.0815  21.8553
 4N0  C19  C  CR66  0   0.113   5.4654  -0.1195  20.5336
 4N0  C20  C  CR16  0  -0.305  10.4470  -1.3499  21.2072
 4N0  C21  C  CR16  0  -0.210  11.6920  -1.3330  21.8217
 4N0  I01  I  I     0   0.049  13.7087  -1.6465  24.0749
 4N0  N06  N  NH1   0  -0.744   8.0208  -1.7591  21.4109
 4N0  N13  N  NR16  0  -0.730   5.6910   0.7402  18.2889
 4N0  O08  O  O     0  -0.444   8.2768  -0.9011  19.3160
 4N0  O12  O  O     0  -0.456   6.2207  -0.5594  16.5297
 4N0  H1   H  HCR6  0   0.282  10.7773  -2.3158  24.9367
 4N0  H2   H  HCR6  0   0.281   8.5909  -2.3414  23.8642
 4N0  H3   H  HCR6  0   0.316   5.6637  -2.2426  20.6534
 4N0  H4   H  H     0   0.300   4.6019  -1.8769  18.5481
 4N0  H5   H  H     0   0.287   6.1906  -2.5235  18.1770
 4N0  H6   H  HCR6  0   0.270   4.7353   2.9700  19.3315
 4N0  H7   H  HCR6  0   0.260   4.1113   3.3118  21.6885
 4N0  H8   H  HCR6  0   0.256   4.3234   1.4504  23.3172
 4N0  H9   H  HCR6  0   0.259   5.1871  -0.7371  22.5596
 4N0  H10  H  HCR6  0   0.290  10.3800  -1.0834  20.1656
 4N0  H11  H  HCR6  0   0.280  12.5554  -1.0491  21.2352
 4N0  H12  H  HNH1  0   0.425   7.3209  -2.1133  22.0460
 4N0  H13  H  HNR6  0   0.404   5.7486   1.5554  17.6940

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
 4N0  O12  C11  double    1.216  0.020  1.216
 4N0  C11  C10  single    1.507  0.020  1.507
 4N0  C11  N13  single    1.360  0.020  1.360
 4N0  C10  C09  single    1.522  0.020  1.522
 4N0  N13  C14  single    1.392  0.020  1.392
 4N0  O08  C07  double    1.216  0.020  1.216
 4N0  C09  C07  single    1.526  0.020  1.526
 4N0  C09  C19  single    1.509  0.020  1.509
 4N0  C14  C19  aromatic  1.396  0.020  1.396
 4N0  C14  C15  aromatic  1.392  0.020  1.392
 4N0  C07  N06  single    1.356  0.020  1.356
 4N0  C19  C18  aromatic  1.388  0.020  1.388
 4N0  C15  C16  aromatic  1.386  0.020  1.386
 4N0  N06  C05  single    1.396  0.020  1.396
 4N0  C18  C17  aromatic  1.388  0.020  1.388
 4N0  C16  C17  aromatic  1.388  0.020  1.388
 4N0  C05  C04  aromatic  1.397  0.020  1.397
 4N0  C05  C20  aromatic  1.395  0.020  1.395
 4N0  C04  C03  aromatic  1.383  0.020  1.383
 4N0  C20  C21  aromatic  1.389  0.020  1.389
 4N0  C03  C02  aromatic  1.387  0.020  1.387
 4N0  C21  C02  aromatic  1.385  0.020  1.385
 4N0  C02  I01  single    2.102  0.020  2.102
 4N0  C03  H1   single    0.930  0.020  1.080
 4N0  C04  H2   single    0.930  0.020  1.080
 4N0  C09  H3   single    0.970  0.020  1.090
 4N0  C10  H4   single    0.970  0.020  1.090
 4N0  C10  H5   single    0.970  0.020  1.090
 4N0  C15  H6   single    0.930  0.020  1.080
 4N0  C16  H7   single    0.930  0.020  1.080
 4N0  C17  H8   single    0.930  0.020  1.080
 4N0  C18  H9   single    0.930  0.020  1.080
 4N0  C20  H10  single    0.930  0.020  1.080
 4N0  C21  H11  single    0.930  0.020  1.080
 4N0  N06  H12  single    0.860  0.020  1.020
 4N0  N13  H13  single    0.860  0.020  1.020

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
 4N0  I01  C02  C21  119.94  3.000
 4N0  I01  C02  C03  119.82  3.000
 4N0  C21  C02  C03  120.24  3.000
 4N0  H1   C03  C04  119.23  3.000
 4N0  H1   C03  C02  121.36  3.000
 4N0  C04  C03  C02  119.41  3.000
 4N0  H2   C04  C05  119.96  3.000
 4N0  H2   C04  C03  118.92  3.000
 4N0  C05  C04  C03  121.12  3.000
 4N0  N06  C05  C20  124.38  3.000
 4N0  C20  C05  C04  118.86  3.000
 4N0  N06  C05  C04  116.76  3.000
 4N0  O08  C07  N06  124.56  3.000
 4N0  N06  C07  C09  113.89  3.000
 4N0  O08  C07  C09  121.52  3.000
 4N0  H3   C09  C19  109.28  3.000
 4N0  H3   C09  C10  108.90  3.000
 4N0  C19  C09  C10  110.23  3.000
 4N0  H3   C09  C07  109.75  3.000
 4N0  C19  C09  C07  107.98  3.000
 4N0  C10  C09  C07  110.69  3.000
 4N0  H5   C10  H4   106.94  3.000
 4N0  H5   C10  C11  109.07  3.000
 4N0  H4   C10  C11  106.93  3.000
 4N0  H5   C10  C09  111.74  3.000
 4N0  H4   C10  C09  108.29  3.000
 4N0  C11  C10  C09  113.56  3.000
 4N0  O12  C11  N13  121.66  3.000
 4N0  N13  C11  C10  114.93  3.000
 4N0  O12  C11  C10  123.30  3.000
 4N0  N13  C14  C19  119.96  3.000
 4N0  C19  C14  C15  119.98  3.000
 4N0  N13  C14  C15  120.06  3.000
 4N0  H6   C15  C16  120.21  3.000
 4N0  H6   C15  C14  119.76  3.000
 4N0  C16  C15  C14  120.04  3.000
 4N0  H7   C16  C17  120.22  3.000
 4N0  H7   C16  C15  119.38  3.000
 4N0  C17  C16  C15  120.39  3.000
 4N0  H8   C17  C18  120.15  3.000
 4N0  H8   C17  C16  120.53  3.000
 4N0  C18  C17  C16  119.32  3.000
 4N0  H9   C18  C19  119.07  3.000
 4N0  H9   C18  C17  119.88  3.000
 4N0  C19  C18  C17  121.05  3.000
 4N0  C18  C19  C14  119.22  3.000
 4N0  C18  C19  C09  122.46  3.000
 4N0  C14  C19  C09  118.30  3.000
 4N0  H10  C20  C21  118.73  3.000
 4N0  H10  C20  C05  121.25  3.000
 4N0  C21  C20  C05  120.03  3.000
 4N0  H11  C21  C20  118.62  3.000
 4N0  H11  C21  C02  121.04  3.000
 4N0  C20  C21  C02  120.35  3.000
 4N0  H12  N06  C07  115.99  3.000
 4N0  H12  N06  C05  114.68  3.000
 4N0  C07  N06  C05  129.25  3.000
 4N0  H13  N13  C14  117.97  3.000
 4N0  H13  N13  C11  116.92  3.000
 4N0  C14  N13  C11  125.05  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
 4N0  CONST_01  C05  C04  C03  C02     0.00   0.0  0
 4N0  CONST_02  C05  C20  C21  C02     0.00   0.0  0
 4N0  CONST_03  C20  C05  C04  C03     0.00   0.0  0
 4N0  CONST_04  C20  C21  C02  C03     0.00   0.0  0
 4N0  CONST_05  C21  C20  C05  C04     0.00   0.0  0
 4N0  CONST_06  C21  C02  C03  C04     0.00   0.0  0
 4N0  CONST_07  C17  C18  C19  C14     0.00   0.0  0
 4N0  CONST_08  C17  C16  C15  C14     0.00   0.0  0
 4N0  CONST_09  C18  C19  C14  C15     0.00   0.0  0
 4N0  CONST_10  C18  C17  C16  C15     0.00   0.0  0
 4N0  CONST_11  C19  C14  C15  C16     0.00   0.0  0
 4N0  CONST_12  C19  C18  C17  C16     0.00   0.0  0
 4N0  CONST_13  C14  N13  C11  C10     0.00   0.0  0
 4N0  CONST_14  N06  C05  C04  C03   180.00   0.0  0
 4N0  CONST_15  I01  C02  C03  C04   180.00   0.0  0
 4N0  CONST_16  I01  C02  C21  C20   180.00   0.0  0
 4N0  CONST_17  N06  C05  C20  C21   180.00   0.0  0
 4N0  CONST_18  O12  C11  N13  C14   180.00   0.0  0
 4N0  CONST_19  H2   C04  C03  C02   180.00   0.0  0
 4N0  CONST_20  H10  C20  C21  C02   180.00   0.0  0
 4N0  CONST_21  H11  C21  C02  C03   180.00   0.0  0
 4N0  CONST_22  H10  C20  C05  C04   180.00   0.0  0
 4N0  CONST_23  H1   C03  C04  C05   180.00   0.0  0
 4N0  CONST_24  H11  C21  C20  C05   180.00   0.0  0
 4N0  CONST_25  H9   C18  C19  C09     0.00   0.0  0
 4N0  CONST_26  H9   C18  C19  C14   180.00   0.0  0
 4N0  CONST_27  H7   C16  C15  C14   180.00   0.0  0
 4N0  CONST_28  H8   C17  C16  C15   180.00   0.0  0
 4N0  CONST_29  H9   C18  C17  C16   180.00   0.0  0
 4N0  CONST_30  H6   C15  C16  C17   180.00   0.0  0
 4N0  CONST_31  H7   C16  C17  C18   180.00   0.0  0
 4N0  CONST_32  H6   C15  C14  C19   180.00   0.0  0
 4N0  CONST_33  H8   C17  C18  C19   180.00   0.0  0
 4N0  CONST_34  H2   C04  C05  C20   180.00   0.0  0
 4N0  CONST_35  H1   C03  C02  C21   180.00   0.0  0
 4N0  CONST_36  H6   C15  C14  N13     0.00   0.0  0
 4N0  CONST_37  H13  N13  C11  C10   180.00   0.0  0
 4N0  CONST_38  C09  C07  N06  C05   180.00   0.0  0
 4N0  CONST_39  C07  N06  C05  C04   180.00   0.0  0
 4N0  CONST_40  C20  C05  N06  C07     0.00   0.0  0
 4N0  CONST_41  H12  N06  C05  C04     0.00   0.0  0
 4N0  CONST_42  H12  N06  C05  C20   180.00   0.0  0
 4N0  CONST_43  H13  N13  C11  O12     0.00   0.0  0
 4N0  CONST_44  O08  C07  N06  C05     0.00   0.0  0
 4N0  CONST_45  H12  N06  C07  C09     0.00   0.0  0
 4N0  CONST_46  H12  N06  C07  O08   180.00   0.0  0
 4N0  Var_01    N13  C11  C10  C09   -35.46  30.0  1
 4N0  Var_02    C19  C14  N13  C11    14.45  30.0  1
 4N0  Var_03    C15  C14  N13  C11  -165.92  30.0  1
 4N0  Var_04    O12  C11  C10  C09   148.44  30.0  1
 4N0  Var_05    H13  N13  C14  C15    11.00  30.0  1
 4N0  Var_06    H13  N13  C14  C19  -168.63  30.0  1
 4N0  Var_07    H4   C10  C11  N13    83.91  30.0  1
 4N0  Var_08    H5   C10  C11  N13  -160.78  30.0  1
 4N0  Var_09    H4   C10  C11  O12   -92.18  30.0  1
 4N0  Var_10    H5   C10  C11  O12    23.12  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
 4N0  chir_01  C09  C10  C07  C19  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
 4N0  plan-1  C02  0.020
 4N0  plan-1  C03  0.020
 4N0  plan-1  C04  0.020
 4N0  plan-1  C05  0.020
 4N0  plan-1  C20  0.020
 4N0  plan-1  C21  0.020
 4N0  plan-1  I01  0.020
 4N0  plan-1  N06  0.020
 4N0  plan-1  H1   0.020
 4N0  plan-1  H2   0.020
 4N0  plan-1  H10  0.020
 4N0  plan-1  H11  0.020
 4N0  plan-2  C09  0.020
 4N0  plan-2  C14  0.020
 4N0  plan-2  C15  0.020
 4N0  plan-2  C16  0.020
 4N0  plan-2  C17  0.020
 4N0  plan-2  C18  0.020
 4N0  plan-2  C19  0.020
 4N0  plan-2  N13  0.020
 4N0  plan-2  H6   0.020
 4N0  plan-2  H7   0.020
 4N0  plan-2  H8   0.020
 4N0  plan-2  H9   0.020
 4N0  plan-3  C05  0.020
 4N0  plan-3  C07  0.020
 4N0  plan-3  C09  0.020
 4N0  plan-3  N06  0.020
 4N0  plan-3  O08  0.020
 4N0  plan-3  H12  0.020
 4N0  plan-4  C10  0.020
 4N0  plan-4  C11  0.020
 4N0  plan-4  C14  0.020
 4N0  plan-4  N13  0.020
 4N0  plan-4  O12  0.020
 4N0  plan-4  H13  0.020

